Organic electroluminescent device comprising compounds of formulations (i) and (II) and display device comprising organic electroluminescent device

Abstract

The present invention relates to an electroluminescent device comprising a compound of formula (Ia) or (Ib) and a compound of formula (II), and a display device comprising the organic electroluminescent device.

Description

Technical Field

[0001] The present invention relates to an organic electroluminescent device including a compound of formula (I) and a compound of formula (II), and a display device including the organic electroluminescent device. Background Art

[0002] Organic electronic devices such as organic light emitting diodes (OLEDs) as self-emitting devices have a wide viewing angle, excellent contrast, fast response, high brightness, excellent operating voltage characteristics, and color reproduction. A typical OLED includes an anode, a hole transport layer (HTL), a light emitting layer (EML), an electron transport layer (ETL), and a cathode sequentially stacked on a substrate. In this regard, the HTL, EML, and ETL are thin films formed of organic compounds.

[0003] When a voltage is applied to the anode and the cathode, holes injected from the anode move through the HTL to the EML, and electrons injected from the cathode move through the ETL to the EML. The holes and electrons recombine in the EML to generate excitons. When the excitons decay from the excited state to the ground state, light is emitted. The injection and flow of holes and electrons should be balanced so that an OLED having the above structure has excellent efficiency and / or a long lifespan.

[0004] The performance of an organic light emitting diode can be affected by the characteristics of the semiconductor layer, and among them, can be affected by the characteristics of the compounds included in the semiconductor layer.

[0005] There is also a need to improve the performance of organic electroluminescent devices, particularly to achieve improved operating voltage, improved stability of the operating voltage over time, and improved current efficiency. Summary of the Invention

[0006] One aspect of the present invention provides an organic electroluminescent device including an anode layer, a cathode layer, a first light emitting unit, a second light emitting unit, and at least one intermediate connection region, wherein the at least one intermediate connection region is disposed between the first light emitting unit and the second light emitting unit,

[0007] wherein the first light emitting unit includes a first light emitting layer,

[0008] wherein the second light emitting unit includes a second light emitting layer,

[0009] wherein the at least one intermediate connection region includes an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer,

[0010] wherein the n-type charge generation layer is disposed closer to the anode layer than the p-type charge generation layer;

[0011] wherein the p-type charge generation layer is disposed closer to the cathode layer than the n-type charge generation layer; and

[0012] wherein the intermediate layer is disposed between the n-type charge generation layer and the p-type charge generation layer,

[0013] whereby

[0014] wherein the n-type charge generation layer comprises a matrix compound and a metal dopant,

[0015] wherein the intermediate layer comprises at least one hole transport compound selected from the group consisting of: arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib):

[0016]

[0017] wherein:

[0018] T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, phenylene, biphenylene, terphenylenyl or naphthylene, preferably a single bond or phenylene;

[0019] T 6 is phenylene, biphenylene, terphenylenyl or naphthylene;

[0020] Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6 to C 20 aryl, or substituted or unsubstituted C3 to C 20Heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benzo(a)anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocycles, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings;

[0021] wherein

[0022] Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, unsubstituted C6 to C 18 aryl, unsubstituted C3 to C 18A heteroaryl, a fused ring system containing 2 to 6 unsubstituted 5- to 7-membered rings, and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring, and a 6-membered aromatic non-heterocyclic ring,

[0023] wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, C6 to C 18 aryl or C3 to C 18 heteroaryl,

[0024] wherein the p-type charge generation layer contains a hole transport matrix compound and a compound of formula (II), and the compound of formula (II) is a quinone-type compound,

[0025] wherein the term "quinone-type compound" means and includes any one of the following:

[0026] - A compound containing at least a part formally derived from a compound containing a fused aromatic system or a non-fused aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused aromatic system or the non-fused aromatic system form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system;

[0027] - A compound containing at least a part formally derived from a compound containing a fused aromatic system or a non-fused aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused aromatic system or the non-fused aromatic system form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system, resulting in at least partial enhancement of the aromaticity of the fused aromatic system or the non-fused aromatic system;

[0028] - A compound containing at least a part formally derived from a compound containing a fused aromatic system or a non-fused aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused aromatic system or the non-fused aromatic system form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system, resulting in at least partial enhancement of the aromaticity of the fused aromatic system or the non-fused aromatic system, and the even number of carbon atoms of the fused aromatic system or the non-fused aromatic system that form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system are -CH= of the aromatic system or the non-fused aromatic system,

[0029] and wherein the compound of formula (II) comprises: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6-C 30 aryl or preferably substituted C3-C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3-C5 heteroaryl, and wherein the preferred C3-C5 heteroaryl is a six-membered heteroaromatic ring.

[0030] It should be noted that unless otherwise specified, throughout the application and claims, any A n 、B n 、R n 、X n etc. always refer to the same moiety.

[0031] In this specification, when not otherwise defined, "substituted" means a substance substituted with deuterium, C1-C 12 alkyl and C1-C 12 alkoxy.

[0032] However, in this specification, "aryl-substituted" means substituted with one or more aryl groups, and the aryl groups themselves may be substituted with one or more aryl and / or heteroaryl groups.

[0033] Accordingly, in this specification, "heteroaryl-substituted" means substituted with one or more heteroaryl groups, and the heteroaryl groups themselves may be substituted with one or more aryl and / or heteroaryl groups.

[0034] In this specification, when not otherwise defined, "alkyl group" means a saturated aliphatic hydrocarbon group. The alkyl group may be a C1-C 12 alkyl group. More specifically, the alkyl group may be a C1-C 10 alkyl group or a C1-C6 alkyl group. For example, a C1-C4 alkyl group contains 1 to 4 carbons in the alkyl chain and may be selected from methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl.

[0035] Specific examples of the alkyl group may be methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group, hexyl group.

[0036] The term "cycloalkyl" means a saturated hydrocarbon group derived by formally subtracting a hydrogen atom from a ring atom contained in the corresponding cycloalkane. Examples of the cycloalkane group may be cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, methylcyclohexyl group, adamantyl group, etc.

[0037] The term "hetero" is understood in the sense that in a structure that can be formed by covalently bonded carbon atoms, at least one carbon atom is replaced by another polyvalent atom. Preferably, the heteroatom is selected from B, Si, N, P, O, S; more preferably from N, P, O, S.

[0038] In this specification, an "aryl group" refers to a hydrocarbyl group generated by formally subtracting a hydrogen atom from an aromatic ring in the corresponding aromatic hydrocarbon. An aromatic hydrocarbon refers to a hydrocarbon containing at least one aromatic ring or aromatic ring system. An aromatic ring or aromatic ring system refers to a planar ring or ring system of covalently bonded carbon atoms, wherein the planar ring or ring system contains a conjugated system of delocalized electrons that satisfies Hückel's rule. Examples of aryl groups include: monocyclic groups such as phenyl or tolyl; polycyclic groups containing multiple aromatic rings connected by single bonds such as biphenyl; and polycyclic groups containing fused rings such as naphthyl or fluoren-2-yl.

[0039] Similarly, a heteroaryl is particularly preferably understood as a group obtained by formally subtracting a ring hydrogen from a heteroaromatic ring in a compound containing at least one heteroaromatic ring.

[0040] A heterocycloalkyl is particularly preferably understood as a group obtained by formally subtracting a ring hydrogen from a saturated cycloalkyl ring in a compound containing at least one saturated cycloalkyl ring.

[0041] In this specification, "C6 to C 40 An "aromatic group" can be a group that is aromatic per se, or can be a group containing at least one aromatic moiety, i.e., an aromatic group can also contain a fused non-aromatic moiety. The moiety can contain different atoms.

[0042] In this specification, "C2 to C 40 A "heteroaromatic group" can be a group that is heteroaromatic per se, or can be a group containing at least one heteroaromatic moiety, i.e., a heteroaromatic group can also contain a fused non-aromatic moiety. The moiety can contain different atoms.

[0043] The term "fused aryl ring" or "condensed aryl ring" is understood in the sense that two aryl rings are considered to be fused or condensed when they share at least two common sp 2 hybridized carbon atoms.

[0044] The term "cyano moiety" refers to a CN substituent.

[0045] The term "electron-withdrawing group" refers to a chemical group in a molecule that can withdraw electrons from an adjacent part of the molecule. The distance over which an electron-withdrawing group can exert its effect, i.e., the number of bonds across which the electron-withdrawing action extends, is increased by a conjugated π-electron system such as an aromatic system. Examples of electron-withdrawing groups include NO2, CN, halogens, Cl, F, partially fluorinated or fully fluorinated alkyl groups, and partially fluorinated or fully fluorinated C1 to C 12 alkyl groups, partially fluorinated or fully fluorinated alkoxy groups, and partially fluorinated or fully fluorinated C1 to C6 alkoxy groups.

[0046] In this specification, a single bond means a direct bond.

[0047] The term "n-type charge generation layer" is sometimes also referred to in the art as n-CGL or electron generation layer and is intended to include both.

[0048] The term "p-type charge generation layer" is sometimes also referred to in the art as p-CGL or hole generation layer and is intended to include both.

[0049] The terms "free of", "not containing", "not comprising" do not exclude impurities that may be present in the compound before deposition. The impurities have no technical effect on the object achieved by the present invention.

[0050] The term "sandwiched in contact" refers to a three-layer arrangement in which an intermediate layer is in direct contact with two adjacent layers.

[0051] The terms "light-absorbing layer" and "optical absorption layer" are used synonymously.

[0052] The terms "light-emitting layer", "optical emission layer" and "emission layer" are used synonymously.

[0053] The terms "OLED", "organic light-emitting diode" and "organic light-emitting device" are used synonymously.

[0054] The terms "anode", "anode layer" and "anode electrode" are used synonymously.

[0055] The terms "cathode", "cathode layer" and "cathode electrode" are used synonymously.

[0056] The term "top-emitting device" is understood to mean an organic electronic device in which light is emitted through the cathode layer.

[0057] The term "bottom-emitting device" is understood to mean an organic electronic device in which light is emitted through the substrate.

[0058] In this specification, hole characteristics refer to the ability to provide an electron to form a hole when an electric field is applied and, due to the conductive characteristics according to the highest occupied molecular orbital (HOMO) energy level, enable the holes formed in the anode to be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0059] In addition, the electron property refers to the ability to accept electrons when an electric field is applied and, due to the conductive property, enable the electrons formed in the cathode to be easily injected into and transported in the light-emitting layer according to the lowest unoccupied molecular orbital (LUMO) energy level.

[0060] Advantageous Effects

[0061] Surprisingly, it has been found that the organic electroluminescent device according to the present invention solves the potential problems of the present invention by making the device superior to the organic electroluminescent devices known in the art in various aspects, particularly in terms of improved operating voltage, improved stability, especially improved stability of the operating voltage over time, and improved current efficiency, especially in achieving improved stability, especially stability of the operating voltage over time.

[0062] According to one embodiment of the present invention, the compound of formula (II) is a compound comprising at least a part formally derived from a compound containing a fused-ring aromatic system or a non-fused-ring aromatic system, wherein, under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system, resulting in at least partial enhancement of aromaticity in the fused-ring aromatic system or the non-fused-ring aromatic system.

[0063] In addition to or as an alternative to the above, the compound of formula (II) is a compound according to formula (IIa):

[0064]

[0065] wherein n is an even integer including 0,

[0066] wherein X 1 、X 2 and X 3 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ; wherein each X 3 can be the same or different,

[0067] wherein X 1 、each X 2 and each X 3 can independently form a fused ring with A;

[0068] wherein R 1a 、R 2a 、R 1b and R 2bIndependently selected from an electron-withdrawing group, halogen, Cl, F, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, CF3, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl,

[0069] wherein R 1a , R 2a , R 1b and R 2b one or more substituents on, when present, are independently selected from D, an electron-withdrawing group, halogen, Cl, F, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, CF3, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl and substituted or unsubstituted C6-C 30 heteroaryl;

[0070] wherein one or more substituents in C6-C 30 aryl, C6-C 30 heteroaryl, C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy;

[0071] wherein R 3a and R 3b are selected from an electron-withdrawing group, CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0072] wherein R 3a and R 3bOne or more substituents on, when present, are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted C6-C 30 aryl and a substituted or unsubstituted C6-C 30 heteroaryl;

[0073] wherein one or more substituents on the C6-C 30 aryl, C6-C 30 heteroaryl, C1-C8 alkyl group, and C1-C8 alkoxy group are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, a partially fluorinated C1-C8 alkoxy group, and a perfluorinated C1-C8 alkoxy group;

[0074] wherein A is selected from a substituted or unsubstituted C3-C 40 cycloalkane group having one or more double bonds, a substituted or unsubstituted C3-C 40 cycloalkene group, a substituted or unsubstituted C2-C 40 heterocycloalkane group, a substituted or unsubstituted C2-C 40 heterocycloalkane group having one or more double bonds, a substituted or unsubstituted C2-C 40 heterocycloalkene group, a substituted or unsubstituted C6-C 40 aromatic group, a substituted or unsubstituted C2-C 40 heteroaromatic group,

[0075] wherein one or more substituents on A, when present, are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted C6-C 30 aryl, a substituted or unsubstituted C2-C 30 heteroaryl,

[0076] wherein one or more substituents on the C6-C 30 aryl, C6-C 30One or more substituents of heteroaryl, C1-C8 alkyl, and C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, and perfluorinated C1-C8 alkyl;

[0077] wherein the compound of formula (IIa) contains: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6-C 30 aryl or preferably substituted C3-C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3-C5 heteroaryl, wherein the preferred C3-C5 heteroaryl is a six-membered heteroaromatic ring.

[0078] According to one embodiment of the present invention, ring A is selected from:

[0079]

[0080]

[0081]

[0082]

[0083] wherein the asterisk "*" represents the bonding position;

[0084] wherein R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5,

[0085] One or more of the substituents are selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5; and

[0086] wherein R, R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 at least one of which is independently selected from substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl (preferably substituted C6-C 30 aryl or preferably substituted C3-C 30 heteroaryl, more preferably substituted phenyl or substituted C3-C5 heteroaryl, where the preferred C3-C5 heteroaryl is a six-membered heteroaromatic ring).

[0087] According to a preferred embodiment, in formula (IIa), ring A is selected from:

[0088]

[0089] where the asterisk "*" represents the bonding position.

[0090] According to one embodiment of the present invention, the molecular weight of the compound of formula (II) is ≥340 g / mol, preferably ≥350 g / mol, more preferably ≥360 g / mol, more preferably ≥370 g / mol, more preferably ≥380 g / mol, more preferably ≥390 g / mol, still more preferably ≥400 g / mol, still more preferably ≥450 g / mol, still more preferably ≥500 g / mol, still more preferably ≥550 g / mol, still more preferably ≥600 g / mol, still more preferably ≥650 g / mol, and most preferably ≥660 g / mol.

[0091] According to one embodiment of the present invention, the molecular weight range of the compound of formula (II) is from 340 g / mol to 5000 g / mol, preferably ≥ 370 g / mol to 4500 g / mol, more preferably ≥ 390 g / mol to 4000 g / mol, still more preferably ≥ 400 g / mol to 3500 g / mol, still more preferably ≥ 450 g / mol to 3000 g / mol, still more preferably ≥ 500 g / mol to 2500 g / mol, still more preferably ≥ 550 g / mol to 2000 g / mol, still more preferably ≥ 600 g / mol to 1500 g / mol, still more preferably ≥ 650 g / mol to 1000 g / mol, and most preferably ≥ 660 g / mol to 800 g / mol.

[0092] According to one embodiment of the present invention, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the calculated LUMO energy level of the compound of formula (II) is ≤ -4.90 eV, preferably ≤ -4.95 eV, still more preferably ≤ -5.00 eV, still more preferably ≤ -5.10 eV, still more preferably ≤ -5.20 eV, still more preferably ≤ -5.25 eV.

[0093] According to one embodiment of the present invention, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the calculated LUMO energy level of the compound of formula (II) is ≤ -4.90 eV to ≥ -5.75 eV, preferably ≤ -4.95 eV to ≥ -5.75 eV, still more preferably ≤ -5.00 eV to ≥ -5.70 eV, still more preferably ≤ -5.10 eV to ≥ -5.65 eV, still more preferably ≤ -5.20 eV to ≥ -5.60 eV, still more preferably ≤ -5.25 eV to ≥ -5.55 eV.

[0094] According to one embodiment of the present invention, when the compound of formula (II) is pure, it exhibits lower volatility than tetracyanoquinodimethane (F4TCNQ) under the same evaporation conditions.

[0095] According to one embodiment of the present invention, based on the total weight of the p-type charge generation layer, the content of the compound of formula (II) in the hole injection layer is ≤ 99.9% by weight, preferably ≤ 99% by weight, more preferably ≤ 95% by weight, more preferably ≤ 90% by weight, more preferably ≤ 80% by weight, more preferably ≤ 70% by weight, more preferably ≤ 60% by weight, more preferably ≤ 50% by weight, more preferably ≤ 40% by weight, more preferably ≤ 30% by weight, more preferably ≤ 20% by weight, more preferably ≤ 10% by weight, more preferably ≤ 5% by weight.

[0096] According to one embodiment of the present invention, the compound of formula (II) does not include the following compounds:

[0097]

[0098] According to one embodiment of the present invention, the compound of formula (II) does not include the following compounds:

[0099]

[0100] Wherein in formula (II-D),

[0101] -R 1 and R 2 are independently selected from substituted or unsubstituted C6 to C 30 aryl and substituted or unsubstituted C3 to C 30 heteroaryl;

[0102] Wherein one or more substituents on R 1 and R 2 are independently selected from D, an electron-withdrawing group, CN, isocyano, SCN, OCN, CF3, NO2, SF5, halogen, F, substituted or unsubstituted C1 to C6 alkyl, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkoxy, substituted or unsubstituted C6 to C 30 aryl, substituted or unsubstituted C2 to C 30 heteroaryl, substituted or unsubstituted C1 to C6 alkylsulfinyl, substituted or unsubstituted C6 to C 30 arylsulfinyl, substituted or unsubstituted C2 to C 30 heteroarylsulfinyl, substituted or unsubstituted C1 to C6 alkylsulfonyl, substituted or unsubstituted C6 to C 30 arylsulfonyl and substituted or unsubstituted C2 to C 30 heteroarylsulfonyl;

[0103] One or more substituents thereon are independently selected from D, an electron-withdrawing group, CN, isocyano, SCN, OCN, halogen, F, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, NO2, SF5, a partially fluorinated C1-C6 alkoxy group, and a perfluorinated C1-C6 alkoxy group;

[0104] -Z 1 and Z 2 are independently selected from O, S, Se, S=O or SO2,

[0105] -X and Y are independently selected from CR 3 R 4 or NR 5 ;

[0106] wherein R 3 and R 4 are independently selected from CN, isocyano, SCN, OCN, halogen, F, CF3, NO2, SF5, a substituted or unsubstituted C1-C6 alkyl group, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, a substituted or unsubstituted C1-C6 alkoxy group, a substituted or unsubstituted C1-C6 alkylsulfinyl group, a substituted or unsubstituted C6-C 30 arylsulfinyl group, a substituted or unsubstituted C2-C 30 heteroarylsulfinyl group, a substituted or unsubstituted C1-C6 alkylsulfonyl group, a substituted or unsubstituted C6-C 30 arylsulfonyl group, a substituted or unsubstituted C2-C 30 heteroarylsulfonyl group, a substituted or unsubstituted C6-C 30 aryl group, and a substituted or unsubstituted C2-C 30 heteroaryl group;

[0107] wherein one or more substituents on R 3 and R 4 are independently selected from D, CN, isocyano, SCN, OCN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, NO2, and SF5;

[0108] wherein R 5 is independently selected from CN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, a substituted or unsubstituted C6-C 30 aryl group, and a substituted or unsubstituted C2-C 30 heteroaryl group; and

[0109] wherein one or more substituents on R 5 are independently selected from D, halogen, F, CN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, NO2, and SF5.

[0110] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIb).

[0111]

[0112] wherein n is an even integer including 0,

[0113] wherein X 1 、X 2 and X 3 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ;

[0114] wherein R 1a 、R 2a 、R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0115] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0116] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0117] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0118] Wherein ring A is selected from substituted or unsubstituted C6 to C 30 carbocyclic rings or substituted or unsubstituted C3 to C 30 heterocyclic rings, wherein the carbocyclic or heterocyclic ring can be selected from monocyclic, fused ring systems or rings linked by double bonds,

[0119] wherein one or more substituents are independently selected from D, halogen, Cl, F, substituted or unsubstituted C1 to C6 alkyl, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, substituted or unsubstituted C1 to C6 alkoxy, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, substituted or unsubstituted C6 to C 30 aryloxy, partially fluorinated C6 to C 30 aryloxy, perfluorinated C6 to C 30 aryloxy, substituted or unsubstituted C6 to C 30 aryl, substituted or unsubstituted C3 to C 30 heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5,

[0120] wherein one or more substituents are selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, CF3, CN, NO2, SF5;

[0121] wherein the compound of formula (II) contains at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent, preferably at least one substituted aryl substituent or at least one substituted heteroaryl substituent.

[0122] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIc)

[0123]

[0124] wherein n is an even integer including 0,

[0125] wherein X 1 、X 2 and X 3 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ;

[0126] wherein R 1a 、R 2a 、R 1b and R 2bIndependently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0127] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0128] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0129] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0130] wherein ring A is selected from:

[0131]

[0132] wherein the asterisk "*" represents the bonding position;

[0133] wherein R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, OCF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C30 Aryloxy, substituted or unsubstituted C6 to C 30 Aryl, substituted or unsubstituted C3 to C 30 Heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5,

[0134] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C6 alkyl, CF3, partially fluorinated C1 - C6 alkoxy, perfluorinated C1 - C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0135] wherein R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are at least one independently selected from substituted or unsubstituted C6 to C 30 aryl or substituted or unsubstituted C3 to C 30 heteroaryl (preferably substituted phenyl or substituted C3 - C5 heteroaryl, and wherein preferably the C3 - C5 heteroaryl is a six - membered heteroaromatic ring).

[0136] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IId)

[0137]

[0138] wherein n is an even integer including 0,

[0139] wherein X 1 , X 2 and X 3 are independently selected from O, S, CR 1a R 2a , CR 1b R 2b , NR 3a , NR 3b ;

[0140] wherein R 1a , R 2a , R 1b and R 2bindependently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0141] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0142] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0143] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0144] wherein ring A is selected from:

[0145]

[0146] wherein the asterisk "*" represents the bonding position;

[0147] wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C30 Aryl, substituted or unsubstituted C3 to C 30 Heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5,

[0148] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0149] wherein R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 , R 4 , R 5 and R 6 at least one of which is independently selected from substituted or unsubstituted C6 to C 30 aryl or substituted or unsubstituted C3 to C 30 heteroaryl (preferably substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, and more preferably substituted phenyl or substituted C3 to C5 heteroaryl, wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring).

[0150] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIe)

[0151]

[0152] wherein n is an even integer including 0,

[0153] wherein X 1 , X 2 and X 3 are independently selected from O, S, CR 1a R 2a , CR 1b R 2b , NR 3a , NR 3b ;

[0154] wherein R 1a , R 2a , R 1b and R 2bindependently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0155] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0156] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0157] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0158] wherein ring A is selected from:

[0159]

[0160] wherein the asterisk "*" represents the bonding position;

[0161] wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C30 Aryl, substituted or unsubstituted C3 to C 30 Heteroaryl, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0162] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0163] wherein R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 , R 4 , R 5 and R 6 at least one of which is independently selected from substituted or unsubstituted C6 to C 30 aryl or substituted or unsubstituted C3 to C 30 heteroaryl (preferably substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, and more preferably substituted phenyl or substituted C3 to C5 heteroaryl, wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring).

[0164] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIf)

[0165]

[0166] wherein n is an even integer including 0,

[0167] wherein X 1 , X 2 and X 3 are independently selected from O, S, CR 1a R 2a , CR 1b R 2b , NR 3a , NR 3b ;

[0168] wherein R 1a , R 2a , R 1b and R 2bindependently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0169] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0170] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0171] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0172] wherein ring A is selected from:

[0173]

[0174] wherein the asterisk "*" represents the bonding position;

[0175] wherein R 1 、R 2 、R 3 、R 4 、R 5 and R 6 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C30 Aryl, substituted or unsubstituted C3 to C 30 Heteroaryl, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0176] wherein one or more substituents are selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0177] wherein R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are at least one independently selected from substituted or unsubstituted C6 to C 30 aryl or substituted or unsubstituted C3 to C 30 heteroaryl (preferably substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, and more preferably substituted phenyl or substituted C3 to C5 heteroaryl, wherein the preferably C3 to C5 heteroaryl is a six-membered heteroaromatic ring).

[0178] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIg)

[0179]

[0180] wherein n is an even integer including 0,

[0181] wherein X 1 , X 2 and X 3 are independently selected from O, S, CR 1a R 2a , CR 1b R 2b , NR 3a , NR 3b ;

[0182] wherein R 1a , R 2a , R 1b and R 2bIndependently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0183] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0184] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0185] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5,

[0186] wherein ring A is selected from

[0187]

[0188] wherein the asterisk "*" indicates the bonding position;

[0189] wherein R 1 , R 2 , R 3 and R 4 are independently selected from H, D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C30 heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5,

[0190] wherein one or more substituents are selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0191] wherein R 1a , R 2a , R 1b , R 2b , R 3a , R 3b , R 1 , R 2 , R 3 and R 4 are at least one independently selected from substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl (preferably substituted C6-C 30 aryl or preferably substituted C3-C 30 heteroaryl, and more preferably substituted phenyl or substituted C3-C5 heteroaryl, where the preferred C3-C5 heteroaryl is a six-membered heteroaromatic ring).

[0192] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, n is selected from 0, 2, 4, preferably selected from 0, 2 and most preferably selected from an integer of 0.

[0193] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one aryl substituent or at least one heteroaryl substituent is selected from

[0194]

[0195] B 1 is selected from CL 1 or N;

[0196] B 2 is selected from CL 2 or N;

[0197] B 3 is selected from CL 3 or N;

[0198] B 4 is selected from CL 4 or N;

[0199] B 5Selected from CL 5 or N;

[0200] L 1 、L 2 、L 3 、L 4 and L 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

[0201] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one aryl substituent or at least one heteroaryl substituent is selected from

[0202]

[0203] B 1 Selected from CL 1 or N;

[0204] B 2 Selected from CL 2 or N;

[0205] B 3 Selected from CL 3 or N;

[0206] B 4 Selected from CL 4 or N;

[0207] B 5 Selected from CL 5 or N;

[0208] L 1 、L 2 、L 3 、L 4 and L 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

[0209] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one aryl substituent or at least one heteroaryl substituent is selected from

[0210]

[0211] B 1 Selected from CL1 or N;

[0212] B 2 selected from CL 2 or N;

[0213] B 3 selected from CL 3 or N;

[0214] B 4 selected from CL 4 or N;

[0215] B 5 selected from CL 5 or N;

[0216] L 1 、L 2 、L 3 、L 4 and L 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, halogen, Cl, F, D or H, where the asterisk "*" represents the bonding position.

[0217] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one aryl substituent or at least one heteroaryl substituent is selected from

[0218]

[0219] B 1 selected from CL 1 or N;

[0220] B 2 selected from CL 2 or N;

[0221] B 3 selected from CL 3 or N;

[0222] B 4 selected from CL 4 or N;

[0223] B 5 selected from CL 5 or N;

[0224] L 1 、L 2 、L 3 、L 4 and L 5Independently selected from CN, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, halogen, Cl, F, D or H, wherein the asterisk "*" indicates the bonding position.

[0225] According to one embodiment of the present invention, in formula (IIa) to (IIg), where applicable, at least one aryl substituent or at least one heteroaryl substituent is selected from

[0226]

[0227] B 1 Selected from CG 1 or N;

[0228] B 2 Selected from CG 2 or N;

[0229] B 3 Selected from CG 3 or N;

[0230] B 4 Selected from CG 4 or N;

[0231] B 5 Selected from CG 5 or N;

[0232] L 1 , L 2 , L 3 , L 4 and L 5 Independently selected from CN, CF3, halogen, Cl, F, D or H, wherein the asterisk "*" indicates the bonding position.

[0233] According to one embodiment of the present invention, in formula (IIa) to (IIg), where applicable, at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent is selected from:

[0234]

[0235]

[0236] Where “*” indicates the bonding position.

[0237] According to one embodiment of the present invention, in formula (IIa) to (IIg), where applicable, X 1 , X 2 and X 3 Independently selected from CR 1a R 2a , CR 1b R2b , NR 3a and NR 3b , preferably selected from CR 1a R 2a , CR 1b R 2b .

[0238] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a , CR 1b R 2b , where R 1a , R 2a , R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1 - C4 alkyl, perfluorinated C1 - C4 alkyl, CF3, partially fluorinated C1 - C4 alkoxy, perfluorinated C1 - C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6 - C 24 aryl, substituted or unsubstituted C3 - C 24 heteroaryl,

[0239] where one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 - C4 alkyl, perfluorinated C1 - C4 alkyl, CF3, partially fluorinated C1 - C4 alkoxy, perfluorinated C1 - C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0240] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a , CR 1b R 2b , where R 1a , R 2a , R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C4 alkyl, CF3, partially fluorinated C1 - C4 alkoxy, perfluorinated C1 - C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6 - C 18 aryl, substituted or unsubstituted C3 - C 18 heteroaryl,

[0241] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0242] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b , where R 1a 、R 2a 、R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 12 aryl, substituted or unsubstituted C3-C 11 heteroaryl,

[0243] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0244] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b , where R 1a 、R 2a 、R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 10 aryl, substituted or unsubstituted C3-C9 heteroaryl,

[0245] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0246] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b , where R 1a 、R 2a 、R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6 aryl, substituted or unsubstituted C3-C5 heteroaryl, where preferably the C3-C5 heteroaryl is a six-membered heteroaromatic ring,

[0247] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, CF3, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0248] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b , R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0249] where R 1a 、R 1b are selected from substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0250] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0251] According to one embodiment of the present invention, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b wherein R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0252] wherein R 1a and R 1b are selected from substituted or unsubstituted C6-C 24 aryl, substituted or unsubstituted C3-C 24 heteroaryl,

[0253] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0254] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b wherein R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0255] wherein R 1a and R 1b are selected from substituted or unsubstituted C6-C 18 aryl, substituted or unsubstituted C3-C 18 heteroaryl,

[0256] One or more of the substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0257] According to one embodiment of the present invention, in formulae (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b wherein R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0258] wherein R 1a and R 1b are selected from substituted or unsubstituted C6 to C 12 aryl, substituted or unsubstituted C3 to C 11 heteroaryl,

[0259] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0260] According to one embodiment of the present invention, in formulae (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a 、CR 1b R 2b wherein R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0261] wherein R 1a and R 1b are selected from substituted or unsubstituted C6 to C 10 aryl, substituted or unsubstituted C3 to C9 heteroaryl,

[0262] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, CF3, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0263] According to one embodiment of the present invention, in formulae (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR1a R 2a 、CR 1b R 2b , where R 2a and R 2b are independently selected from Cl, F, CF3, CN, and

[0264] where R 1a and R 1b are selected from substituted or unsubstituted C6 aryl, substituted or unsubstituted C3 - C5 heteroaryl, where preferably the C3 - C5 heteroaryl is a six - membered heteroaromatic ring,

[0265] and one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C6 alkyl, CF3, partially fluorinated C1 - C6 alkoxy, perfluorinated C1 - C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0266] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a , CR 1b R 2b , where R 2a and R 2b are independently selected from CN, and

[0267] where R 1a and R 1b are selected from substituted or unsubstituted C6 aryl, substituted or unsubstituted C3 - C5 heteroaryl, where preferably the C3 - C5 heteroaryl is a six - membered heteroaromatic ring,

[0268] and one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C6 alkyl, CF3, partially fluorinated C1 - C6 alkoxy, perfluorinated C1 - C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0269] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and X 2 are independently selected from CR 1a R 2a , CR 1b R 2b , where R 2a and R 2b are independently selected from CN, and

[0270] wherein R 1a and R 1b are independently selected from substituted C6 aryl, substituted C3-C5 heteroaryl, wherein preferably the C3-C5 heteroaryl is a six-membered heteroaromatic ring,

[0271] and one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5.

[0272] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 is selected from formula (XXa)

[0273]

[0274] wherein

[0275] Z 1 is selected from CY 1 or N;

[0276] Z 2 is selected from CY 2 or N;

[0277] Z 3 is selected from CY 3 or N;

[0278] Z 4 is selected from CY 4 or N;

[0279] Z 5 is selected from CY 5 or N;

[0280] wherein

[0281] Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" indicates the bonding position.

[0282] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 is selected from formula (XXa)

[0283]

[0284] wherein

[0285] Z 1 is selected from CY 1 or N;

[0286] Z 2 is selected from CY 2 or N;

[0287] Z 3 is selected from CY 3 or N;

[0288] Z 4 is selected from CY 4 or N;

[0289] Z 5 is selected from CY 5 or N;

[0290] wherein

[0291] Y 1 Y 2 Y 3 Y 4 and Y 5 are independently selected from CN, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C6 alkyl, CF3, partially fluorinated C1 - C6 alkoxy, perfluorinated C1 - C6 alkoxy, OCF3, halogen, Cl, F, D or H, where the asterisk "*" represents the bonding position.

[0292] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 is selected from formula (XXa)

[0293]

[0294] wherein

[0295] Z 1 is selected from CY 1 or N;

[0296] Z 2 is selected from CY 2 or N;

[0297] Z 3 is selected from CY 3 or N;

[0298] Z 4 is selected from CY 4 or N;

[0299] Z 5 is selected from CY 5 or N;

[0300] wherein

[0301] Y 1 Y 2 Y 3 Y 4 and Y 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, halogen, Cl, F, D or H; wherein the asterisk "*" indicates the bonding position.

[0302] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 is selected from formula (XXa)

[0303]

[0304] wherein

[0305] Z 1 is selected from CY 1 or N;

[0306] Z 2 is selected from CY 2 or N;

[0307] Z 3 is selected from CY 3 or N;

[0308] Z 4 is selected from CY 4 or N;

[0309] Z 5 is selected from CY 5 or N;

[0310] wherein

[0311] Y 1 Y 2 Y 3 Y 4 and Y 5 are independently selected from CN, CF3, halogen, Cl, F, D or H; wherein the asterisk "*" indicates the bonding position.

[0312] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 is selected from formula (XXa)

[0313]

[0314] wherein

[0315] Z 1 is selected from CY 1 or N;

[0316] Z 2 is selected from CY 2 or N;

[0317] Z 3 is selected from CY 3 or N;

[0318] Z 4 is selected from CY 4 or N;

[0319] Z 5 is selected from CY 5 or N;

[0320] wherein

[0321] Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, a partially fluorinated C1-C6 alkoxy group, a perfluorinated C1-C6 alkoxy group, OCF3, a halogen, Cl, F, D or H,

[0322] X 2 is selected from formula (XXb)

[0323]

[0324] wherein

[0325] R 1b is selected from: a substituted or unsubstituted C6-C 19 aryl; a substituted or unsubstituted C6-C 19 aryl having one, two or three aromatic six-membered rings; a substituted or unsubstituted C9-C 19 aryl having two or three fused aromatic six-membered rings; a substituted or unsubstituted C6-C 12 aryl having one or two aromatic six-membered rings; a substituted or unsubstituted phenyl; a substituted or unsubstituted biphenyl; a substituted or unsubstituted C3-C 20 heteroaryl; a substituted or unsubstituted C3-C 20 heteroaryl having one, two or three aromatic six-membered rings; a substituted or unsubstituted C7-C 20Heteroaryl; or CN, wherein the substituent is selected from CN, partially fluorinated or perfluorinated C1-C6 alkyl, halogen, Cl, F, C1-C6 alkyl or D;

[0326] wherein the asterisk "*" represents the bonding position; wherein the six-membered ring is an aromatic six-membered ring.

[0327] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, X 1 and / or X 2 are independently selected from:

[0328]

[0329]

[0330]

[0331]

[0332]

[0333] wherein "*" represents the bonding position.

[0334] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 is selected from

[0335]

[0336] A 1 is selected from CG 1 or N;

[0337] A 2 is selected from CG 2 or N;

[0338] A 3 is selected from CG 3 or N;

[0339] A 4 is selected from CG 4 or N;

[0340] A 5 is selected from CG 5 or N;

[0341] G1 , G 2 , G 3 , G 4 and G 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H, where the asterisk "*" indicates the bonding position.

[0342] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are selected from

[0343]

[0344] A 1 is selected from CG 1 or N;

[0345] A 2 is selected from CG 2 or N;

[0346] A 3 is selected from CG 3 or N;

[0347] A 4 is selected from CG 4 or N;

[0348] A 5 is selected from CG 5 or N;

[0349] G 1 , G 2 , G 3 , G 4 and G 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, OCF3, halogen, Cl, F, D or H; where the asterisk "*" indicates the bonding position.

[0350] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one R 1 , R 2 , R 3 , R4 , R 5 , R 6 , R 7 and R 8 are each independently selected from

[0351]

[0352] A 1 selected from CG 1 or N;

[0353] A 2 selected from CG 2 or N;

[0354] A 3 selected from CG 3 or N;

[0355] A 4 selected from CG 4 or N;

[0356] A 5 selected from CG 5 or N;

[0357] G 1 , G 2 , G 3 , G 4 and G 5 are each independently selected from CN, a partially fluorinated C1 - C6 alkyl, a perfluorinated C1 - C6 alkyl, CF3, a halogen, Cl, F, D, or H; where the asterisk "*" represents the bonding position.

[0358] According to one embodiment of the present invention, in Formulas (IIa) to (IIg), where applicable, at least one R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are each independently selected from

[0359]

[0360] A 1 selected from CG 1 or N;

[0361] A 2 selected from CG 2 or N;

[0362] A 3 selected from CG 3 or N;

[0363] A 4 selected from CG 4 or N;

[0364] A 5 selected from CG 5 or N;

[0365] G 1 、G 2 、G 3 、G 4 and G 5 are independently selected from CN, CF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

[0366] According to one embodiment of the present invention, in formulas (IIa) to (IIg), where applicable, at least one R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are independently selected from

[0367]

[0368]

[0369] wherein the asterisk "*" represents the bonding position.

[0370] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIh):

[0371]

[0372] wherein

[0373] R 1 、R 2 、R 3 and R 4 are independently selected from H, D, F, Cl, CN or CF3; X 1 is selected from formula (XXa)

[0374]

[0375] wherein

[0376] Z 1 is selected from CY 1 or N;

[0377] Z 2 is selected from CY 2 or N;

[0378] Z 3 selected from CY 3 or N;

[0379] Z 4 selected from CY 4 or N;

[0380] Z 5 selected from CY 5 or N;

[0381] wherein

[0382] Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H,

[0383] X 2 is selected from formula (XXb)

[0384]

[0385] wherein

[0386] R 1b is selected from: substituted or unsubstituted C6-C 19 aryl; substituted or unsubstituted C6-C 19 aryl having one, two or three aromatic six-membered rings; substituted or unsubstituted C9-C 19 aryl having two or three fused aromatic six-membered rings; substituted or unsubstituted C6-C 12 aryl having one or two aromatic six-membered rings; substituted or unsubstituted phenyl; substituted or unsubstituted biphenyl; substituted or unsubstituted C3-C 20 heteroaryl; substituted or unsubstituted C3-C 20 heteroaryl having one, two or three aromatic six-membered rings; substituted or unsubstituted C7-C 20 heteroaryl having two or three fused aromatic six-membered rings; or CN, wherein the substituents are selected from CN, partially fluorinated or perfluorinated C1-C6 alkyl, halogen, Cl, F, C1-C6 alkyl or D;

[0387] wherein the asterisk "*" represents the bonding position; and the six-membered ring is an aromatic six-membered ring.

[0388] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIj):

[0389]

[0390] Wherein

[0391] R 1 、R 2 、R 3 and R 4 are independently selected from H, D, F, Cl, CN or CF3;

[0392] X 1 is selected from formula (XXa)

[0393]

[0394] Wherein

[0395] Z 1 is selected from CY 1 or N;

[0396] Z 2 is selected from CY 2 or N;

[0397] Z 3 is selected from CY 3 or N;

[0398] Z 4 is selected from CY 4 or N;

[0399] Z 5 is selected from CY 5 or N;

[0400] Wherein

[0401] Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H,

[0402] Wherein at least one Z 1 to Z 5 is selected from CH, CD or N;

[0403] X 2 is selected from (XXb)

[0404]

[0405] Wherein

[0406] R1b Selected from: substituted or unsubstituted C6 - C 19 aryl; substituted or unsubstituted C6 - C with one, two or three aromatic six - membered rings 19 aryl; substituted or unsubstituted C9 - C with two or three fused aromatic six - membered rings 19 aryl; substituted or unsubstituted C6 - C with one or two aromatic six - membered rings 12 aryl; substituted or unsubstituted phenyl; substituted or unsubstituted biphenyl; substituted or unsubstituted C3 - C 20 heteroaryl; substituted or unsubstituted C3 - C with one, two or three aromatic six - membered rings 20 heteroaryl; substituted or unsubstituted C7 - C with two or three fused aromatic six - membered rings 20 heteroaryl; or CN, wherein the substituents are selected from CN, partially fluorinated or perfluorinated C1 - C6 alkyl, halogen, Cl, F, C1 - C6 alkyl or D;

[0407] wherein the asterisk "*" represents the bonding position; wherein the six - membered ring is an aromatic six - membered ring.

[0408] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIk):

[0409]

[0410] wherein

[0411] R 1 , R 2 , R 3 and R 4 are independently selected from H, D, F, Cl, CN or CF3;

[0412] X 1 is selected from formula (XXa)

[0413]

[0414] wherein

[0415] Z 1 is selected from CY 1 or N;

[0416] Z 2 is selected from CY 2 or N;

[0417] Z 3 is selected from CY 3 or N;

[0418] Z 4 is selected from CY 4 or N;

[0419] Z 5 is selected from CY 5 or N;

[0420] wherein

[0421] Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, halogen, Cl, F, D or H,

[0422] wherein at least one Z 1 to Z 5 is selected from CH, CD or N;

[0423] X 2 is selected from formula (XXb)

[0424]

[0425] wherein

[0426] R 1b is selected from: substituted or unsubstituted C6-C 19 aryl; substituted or unsubstituted C6-C 19 aryl having one, two or three aromatic six-membered rings; substituted or unsubstituted C9-C 19 aryl having two or three fused aromatic six-membered rings; substituted or unsubstituted C6-C 12 aryl having one or two aromatic six-membered rings; substituted or unsubstituted phenyl; substituted or unsubstituted biphenyl; substituted or unsubstituted C3-C 20 heteroaryl; substituted or unsubstituted C3-C 20 heteroaryl having one, two or three aromatic six-membered rings; substituted or unsubstituted C7-C 20 heteroaryl having two or three fused aromatic six-membered rings; or CN, wherein the substituents are selected from CN, partially fluorinated or perfluorinated C1-C6 alkyl, halogen, Cl, F, C1-C6 alkyl or D;

[0427] wherein the asterisk "*" represents the bonding position; wherein the six-membered ring is an aromatic six-membered ring and preferably does not include the following formula (XXX):

[0428]

[0429] According to one embodiment of the present invention, the compound of formula (II) is represented by formula (IIm):

[0430]

[0431] wherein R 1 is selected from formula (XXXX)

[0432]

[0433] A 1 is selected from CG 1 or N;

[0434] A 2 is selected from CG 2 or N;

[0435] A 3 is selected from CG 3 or N;

[0436] A 4 is selected from CG 4 or N;

[0437] A 5 is selected from CG 5 or N;

[0438] G 1 、G 2 、G 3 、G 4 and G 5 are independently selected from CN, partially fluorinated C1 - C6 alkyl, perfluorinated C1 - C6 alkyl, CF3, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" indicates the bonding position.

[0439] According to one embodiment of the present invention, in formulas (IIa) to (IIm), where applicable, at least one R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 and R 8 are selected from formula (XXXX):

[0440]

[0441] A 1 is selected from CG 1 or N;

[0442] A 2 is selected from CG 2 or N;

[0443] A 3 is selected from CG 3 or N;

[0444] A4 Selected from CG 4 or N;

[0445] A 5 Selected from CG 5 or N;

[0446] G 1 、G 2 、G 3 、G 4 and G 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H;

[0447] wherein R 2 、R 3 and R 4 are independently selected from D, halogen, Cl, F, substituted or unsubstituted C1-C6 alkyl, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C1-C6 alkoxy, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, substituted or unsubstituted C6-C 30 aryloxy, partially fluorinated C6-C 30 aryloxy, perfluorinated C6-C 30 aryloxy, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl, CN, isocyano, SCN, OCN, NO2, SF5;

[0448] wherein X 1 and X 2 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ;

[0449] wherein R 1a 、R 2a 、R 1b and R 2b are independently selected from halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, NO2, SF5, substituted or unsubstituted C6-C 30Aryl, substituted or unsubstituted C3-C 30 heteroaryl,

[0450] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0451] wherein R 3a and R 3b are selected from CN, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, substituted or unsubstituted C6-C 30 aryl or substituted or unsubstituted C3-C 30 heteroaryl,

[0452] wherein one or more substituents are independently selected from D, halogen, Cl, F, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5;

[0453] wherein the asterisk "*" represents the bonding position.

[0454] According to one embodiment of the present invention, the compounds of formula (II) are selected from:

[0455]

[0456] According to one embodiment of the present invention, the compounds of formula (II) are selected from

[0457]

[0458]

[0459] Intermediate layer

[0460] According to one embodiment, the p-type charge generation layer is in direct contact with the intermediate layer.

[0461] According to one embodiment, the n-type charge generation layer is in direct contact with the intermediate layer.

[0462] According to one embodiment, the intermediate layer is mainly composed of one or more hole transport compounds.

[0463] According to one embodiment, the hole transporting compound of the intermediate layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and the hole transporting matrix compound of the p-type charge generation layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and the absolute value of the difference between the HOMO energy level of the hole transporting compound of the intermediate layer and the HOMO energy level of the hole transporting matrix compound of the p-type charge generation layer is ≤ 0.5 eV, preferably ≤ 0.4 eV, more preferably ≤ 0.3 eV, still more preferably ≤ 0.2 eV, still more preferably ≤ 0.1 eV, and most preferably ≤ 0 eV.

[0464] According to one embodiment, at least one hole transporting compound of the intermediate layer and at least one hole transporting matrix compound of the p-type charge generation layer are selected to be the same.

[0465] According to one embodiment of the present invention, the intermediate layer is mainly composed of one or more hole transporting compounds.

[0466] According to one embodiment, the intermediate layer is an organic intermediate layer.

[0467] The term "mainly composed of" in the context of the present invention specifically refers to and / or includes a proportion (wt% / wt%) of ≥ 95 wt%, more preferably ≥ 97.0 wt%, more preferably ≥ 97.25 wt%, more preferably ≥ 97.5 wt%, more preferably ≥ 97.75 wt%, more preferably ≥ 98.0 wt%, more preferably ≥ 99.0 wt%, more preferably ≥ 99.5 wt%, more preferably ≥ 99.75 wt%, more preferably ≥ 99.80 wt%, more preferably ≥ 99.85 wt%, more preferably ≥ 99.9 wt%, more preferably ≥ 99.95 wt%, and most preferably ≥ 99.99 wt%.

[0468] According to one embodiment, the intermediate layer is mainly composed of at least one compound selected from arylamines, diarylamines, triarylamines, formula (Ia) and formula (Ib).

[0469] According to one embodiment, the intermediate layer is mainly composed of at least one compound selected from formula (Ia) and formula (Ib).

[0470] According to one embodiment, at least one hole transporting compound mainly consists of at least one compound selected from formula (Ia) and formula (Ib).

[0471] According to one embodiment, the intermediate layer mainly consists of at least one compound of formula (Ia).

[0472] According to one embodiment, the intermediate layer mainly consists of the compound of formula (Ia).

[0473] According to one embodiment, at least one hole transporting compound is a compound of formula (Ia).

[0474] According to one embodiment, the layer thickness of the intermediate layer is ≤20 nm, ≤15 nm, ≤10 nm, ≤5 nm, ≤4 nm, ≤3 nm, ≤2 nm, ≤1 nm, ≤0.5 nm.

[0475] According to one embodiment, the intermediate layer has a layer thickness in the range of ≥0.05 nm to ≤20.0 nm, ≥0.1 nm to ≤15.0 nm, ≥0.2 nm to ≤10.0 nm, ≥0.3 nm to ≤5.0 nm, ≥0.4 nm to ≤4.0 nm, ≥0.5 nm to ≤3.0 nm, ≥0.5 nm to ≤2.0 nm, ≥0.5 nm to ≤1.5 nm, ≥0.5 nm to ≤1.25 nm, ≥0.5 nm to ≤1.0 nm.

[0476] According to one embodiment, the p-type charge generation layer is in direct contact with the intermediate layer.

[0477] According to one embodiment, the n-type charge generation layer is in direct contact with the intermediate layer.

[0478] According to one embodiment, the p-type charge generation layer is in direct contact with the intermediate layer, and the n-type charge generation layer is in direct contact with the intermediate layer.

[0479] According to one embodiment, the hole transporting compound in the intermediate layer and the hole transporting matrix compound in the p-type generation layer are the same.

[0480] According to one embodiment, the layer thickness ratio between the intermediate layer and the p-type charge generation layer is in the range of ≥0.01 to ≤10.0, ≥0.02 to ≤5.0, ≥0.03 to ≤2.5, ≥0.04 to ≤2.0, ≥0.05 to ≤1.0, ≥0.05 to ≤0.5, ≥0.05 to ≤0.4, ≥0.05 to ≤0.3, ≥0.05 to ≤0.2, ≥0.05 to ≤0.2.

[0481] According to one embodiment, the layer thickness ratio between the intermediate layer and the n-type charge generation layer is in the range of ≥0.01 to ≤10.0, ≥0.02 to ≤5.0, ≥0.03 to ≤2.5, ≥0.04 to ≤2.0, ≥0.05 to ≤1.0, ≥0.05 to ≤0.5, ≥0.05 to ≤0.4, ≥0.06 to ≤0.3.

[0482] According to one embodiment, the layer thickness ratio between the intermediate layer and the p-type charge generation layer is in the range of ≥0.01 to ≤10.0, ≥0.02 to ≤5.0, ≥0.03 to ≤2.5, ≥0.04 to ≤2.0, ≥0.05 to ≤1.0, ≥0.05 to ≤0.5, ≥0.05 to ≤0.4, ≥0.05 to ≤0.3, ≥0.05 to ≤0.2, ≥0.05 to ≤0.2, and the layer thickness ratio between the intermediate layer and the n-type charge generation layer is in the range of ≥0.01 to ≤10.0, ≥0.02 to ≤5.0, ≥0.03 to ≤2.5, ≥0.04 to ≤2.0, ≥0.05 to ≤1.0, ≥0.05 to ≤0.5, ≥0.05 to ≤0.4, ≥0.06 to ≤0.3.

[0483] According to one embodiment, the layer thickness ratio between the intermediate layer and the p-type charge generation layer is in the range of ≥0.05 to ≤0.2, and the layer thickness ratio between the intermediate layer and the n-type charge generation layer is in the range of ≥0.06 to ≤0.3.

[0484] According to one embodiment, the intermediate layer mainly consists of one or more hole-transporting compounds.

[0485] According to one embodiment, the hole-transporting compound of the intermediate layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and the hole-transporting matrix compound of the p-type charge generation layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and the absolute value of the difference between the HOMO energy level of the hole-transporting compound of the intermediate layer and the HOMO energy level of the hole-transporting matrix compound of the p-type charge generation layer is ≤0.5 eV, preferably ≤0.4 eV, more preferably ≤0.3 eV, still more preferably ≤0.2 eV, still more preferably ≤0.1 eV, and most preferably ≤0 eV.

[0486] According to one embodiment, at least one hole transporting compound of the intermediate layer and at least one hole transporting matrix compound of the p-type charge generating layer are selected to be the same.

[0487] According to one embodiment, at least one hole transporting compound is selected from the compounds of formula (Ia).

[0488] According to one embodiment, at least one hole transporting compound is selected from the compounds of formula (Ia), and if a carbazole moiety is present, there are no more than two carbazole moieties in the compound of formula (Ia), preferably no more than one carbazole moiety.

[0489] According to one embodiment, at least one hole transporting compound consists mainly of at least one compound selected from formula (Ia) and formula (Ib), preferably at least one hole transporting compound consists mainly of at least one compound selected from formula (Ia).

[0490] According to one embodiment of the present invention, at least one hole transporting compound and / or formula (Ia) and / or (Ib), where applicable, are selected from F1 to F20:

[0491]

[0492]

[0493]

[0494] According to one embodiment of the present invention, at least one hole transporting compound and / or formula (Ia), where applicable, are selected from F3 to F20.

[0495] According to one embodiment, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the HOMO energy level of the hole transporting compound in the intermediate layer is equal to or higher than -6.0 eV to equal to or less than -4.0 eV; or equal to or higher than -5.5 eV to equal to or less than -4.4 eV; or equal to or higher than -5.3 eV to equal to or less than -4.5 eV; or equal to or higher than -5.1 eV to equal to or less than -4.6 eV; or equal to or higher than -5.05 eV to -4.69 eV.

[0496] According to one embodiment, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the HOMO energy level of the hole transport matrix compound in the p-type charge layer is equal to or higher than -6.0 eV to equal to or lower than -4.0 eV; or equal to or higher than -5.5 eV to equal to or lower than -4.4 eV; or equal to or higher than -5.3 eV to equal to or lower than -4.5 eV; or equal to or higher than -5.1 eV to equal to or lower than -4.6 eV.

[0497] According to one embodiment, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the HOMO energy level of the matrix compound in the n-type charge generation layer is equal to or higher than -6.5 eV to equal to or less than -4.0 eV; or equal to or higher than -6.0 eV to equal to or less than -4.5 eV; or equal to or higher than -5.9 eV to equal to or less than -4.7 eV; or equal to or higher than -5.9 eV to equal to or less than -4.8 eV.

[0498] According to one embodiment, the hole-transporting compound of the intermediate layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and the hole-transporting matrix compound of the p-type charge generation layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), and wherein the matrix compound of the n-type charge generation layer has a HOMO energy level, which is calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany); and wherein the absolute value of the difference between the HOMO energy level of the hole-transporting compound of the intermediate layer and the HOMO energy level of the hole-transporting matrix compound of the p-type charge generation layer is ≤ 0.5 eV, or ≤ 0.4 eV, or ≤ 0.3 eV, or ≤ 0.2 eV, or ≤ 0.1 eV, or 0 eV; and wherein the HOMO energy level of the matrix compound of the n-type charge generation layer is further from the vacuum energy level than the HOMO energy level of the hole-transporting material of the intermediate layer.

[0499] According to one embodiment, when calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and by using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the LUMO energy level of the hole-transporting compound of the intermediate layer is equal to or higher than -2.5 eV to equal to or less than -0.60 eV; or -2.0 eV to equal to or less than -0.65 eV; or -1.5 eV to equal to or less than -0.70 eV; or -1.2 eV to equal to or less than -0.75 eV; or equal to or higher than -1.10 eV to equal to or less than -0.80 eV.

[0500] According to one embodiment, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase with TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the LUMO energy level of the matrix compound of the n-type charge generation layer is equal to or higher than -3.0 eV and equal to or lower than -1.3 eV, preferably equal to or higher than -2.5 eV and equal to or lower than -1.3 eV, more preferably equal to or higher than -2.0 eV and equal to or lower than -1.3 eV.

[0501] According to one embodiment, when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase with TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the matrix compound of the n-type charge generation layer has a LUMO energy level, and the hole transport compound of the intermediate layer has a LUMO energy level, wherein the LUMO energy level of the matrix compound of the n-type charge generation layer is further from the vacuum energy level than the LUMO energy level of the hole transport compound of the intermediate layer.

[0502] According to one embodiment, the molecular dipole moment of the hole transport compound of the intermediate layer is in the range of ≥ 0.1 D to ≤ 7.0 D, and the molecular dipole moment is calculated using the hybrid functional B3LYP and the Gaussian 6-31G* basis set in the gas phase with the TURBOMOLE V6.5 program package; when calculated using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase with the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the molecular dipole moment is preferably ≥ 0.25 D to ≤ 6.0 D, more preferably ≥ 0.1 D to ≤ 5.0 D, still more preferably ≥ 0.25 D to ≤ 4.0 D, and most preferably ≥ 0.25 D to ≤ 3.0 D.

[0503] The unit "Debye" of the dipole moment is abbreviated as the symbol "D". In this regard, the dipole moment of a molecule containing N atoms is given by the following formula:

[0504]

[0505] where q i and where \(q_i\) and \(r_i\) are the partial charge and the position of atom \(i\) in the molecule, respectively. The dipole moment was determined by semi-empirical molecular orbital method. Using the hybrid functional B3LYP and 6-31G* basis set, the molecular structure was optimized in the gas phase as implemented in the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany). If more than one conformation is possible, the conformation with the lowest total energy was selected to determine the bond lengths of the molecule.

[0506] According to one embodiment of the present invention, at least one intermediate connection region each includes a p-type charge generation layer.

[0507] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least one intermediate interconnection region, where at least one intermediate interconnection region is independently disposed between a set of two adjacent light-emitting units.

[0508] According to one embodiment of the present invention, no more than one intermediate connection region is disposed between the first light-emitting unit and the second light-emitting unit, particularly no more than one intermediate connection region including a p-type charge generation layer, an intermediate layer, and an n-type charge generation layer.

[0509] According to one embodiment of the present invention, no more than one intermediate connection region is disposed between the first light-emitting unit and the second light-emitting unit and between the second light-emitting unit and the third light-emitting unit, particularly no more than one intermediate connection region including a p-type charge generation layer, an intermediate layer, and an n-type charge generation layer.

[0510] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least one intermediate connection region, where at least one intermediate connection region is independently disposed between a set of two adjacent light-emitting units, where at least one intermediate connection region includes an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, where the n-type charge generation layer includes a host compound and a metal dopant, where the intermediate layer includes a hole transport compound selected from arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib), and where the p-type charge generation layer includes an organic hole transport host compound and a compound of formula (II).

[0511] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least one intermediate connection region, where at least one intermediate connection region is independently disposed between a set of two adjacent light-emitting units.

[0512] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least one intermediate connection region, wherein at least one intermediate connection region is independently disposed between a set of two adjacent light-emitting units, wherein the at least one intermediate connection region includes an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, wherein the n-type charge generation layer includes a matrix compound and a metal dopant, wherein the intermediate layer includes a hole transport compound selected from an arylamine compound, a diarylamine compound, a triarylamine compound, a compound of formula (Ia), or a compound of formula (Ib), and wherein the p-type charge generation layer includes an organic hole transport matrix compound and a compound of formula (II).

[0513] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least two intermediate connection regions, wherein at least two intermediate connection regions are independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets.

[0514] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least two intermediate connection regions, wherein the at least two intermediate connection regions are independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets, wherein the at least two charge generation layers each include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, wherein the n-type charge generation layer includes a matrix compound and a metal dopant, wherein the intermediate layer includes a hole transport compound selected from an arylamine compound, a diarylamine compound, a triarylamine compound, a compound of formula (Ia), or a compound of formula (Ib), and wherein the p-type charge generation layer includes an organic hole transport material and a compound of formula (II).

[0515] According to one embodiment of the present invention, an organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least two intermediate connection regions, wherein the at least two intermediate connection regions are independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets, wherein at least one, preferably at least two, of the intermediate connection regions include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer.

[0516] According to an embodiment of the present invention, the organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, and at least two intermediate connection regions, where the at least two intermediate connection regions are each independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets, where at least one, preferably at least two charge generation layers include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, where the at least two intermediate connection regions each include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, where the n-type charge generation layer includes a matrix compound and a metal dopant, where the intermediate layer includes a hole transport compound selected from arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib), and where the p-type charge generation layer includes an organic hole transport matrix compound and a compound of formula (II).

[0517] According to an embodiment of the present invention, the organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least three intermediate connection regions, where the at least three intermediate connection regions are each independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets.

[0518] According to an embodiment of the present invention, the organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least three intermediate connection regions, where the at least three intermediate connection regions are each independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets, where the at least three charge generation layers each include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer,

[0519] where the n-type charge generation layer includes a matrix compound and a metal dopant, where the intermediate layer includes a hole transport compound selected from arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib), and where the p-type charge generation layer includes an organic hole transport matrix compound and a compound of formula (II).

[0520] According to an embodiment of the present invention, the organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least three charge intermediate connection regions, where the at least three intermediate interconnect regions are each independently disposed between a set of two adjacent light-emitting units among the at least four light-emitting units, preferably between two adjacent light-emitting units of different sets, where at least one, preferably at least two, more preferably at least three charge generation layers include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer.

[0521] According to one embodiment of the present invention, the organic electroluminescent device includes a first light-emitting unit, a second light-emitting unit, a third light-emitting unit, a fourth light-emitting unit, and at least three intermediate connection regions, wherein the at least three intermediate connection regions are each independently disposed between a set of two adjacent light-emitting units, preferably between two adjacent light-emitting units of different sets, wherein at least one, preferably at least two, more preferably at least three intermediate connection regions include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, wherein the at least three intermediate connection regions each include an n-type charge generation layer, an intermediate layer, and a p-type charge generation layer, wherein the n-type charge generation layer includes a matrix compound and a metal dopant, wherein the intermediate layer includes a hole-transporting compound selected from arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia), or compounds of formula (Ib), and wherein the p-type charge generation layer includes a hole-transporting matrix compound and a compound of formula (II).

[0522] According to one embodiment of the present invention, at least one light-emitting unit, preferably each light-emitting unit, includes at least one electron-transporting layer.

[0523] According to one embodiment of the present invention, at least one light-emitting unit, preferably each light-emitting unit, includes at least one hole-transporting layer.

[0524] According to one embodiment of the present invention, at least one light-emitting unit, preferably each light-emitting unit, includes at least one electron-transporting layer and at least one hole-transporting layer.

[0525] According to one embodiment of the present invention, at least one light-emitting unit, preferably each light-emitting unit, includes at least one electron-transporting layer and at least one hole-transporting layer, wherein at least one hole-transporting layer is arranged closer to the anode than at least one electron-transporting layer.

[0526] According to one embodiment of the present invention, at least one light-emitting unit, preferably each light-emitting unit, includes at least one electron-transporting layer and at least one hole-transporting layer, wherein at least one light-emitting layer is disposed between at least one hole-transporting layer and at least one electron-transporting layer, and wherein preferably the at least one hole-transporting layer is arranged closer to the anode than the at least one electron-transporting layer.

[0527] According to one embodiment of the present invention, at least one light-emitting unit includes an electron blocking layer and a hole blocking layer, wherein the electron blocking layer is preferably disposed between a first hole-transporting layer and at least one light-emitting layer, and the hole blocking layer is disposed between a first electron-transporting layer and at least one light-emitting layer.

[0528] According to one embodiment of the present invention, the n-type charge generation layer of at least one intermediate connection region is in direct contact with the intermediate layer of the at least one intermediate connection region, and the p-type charge generation layer of the at least one intermediate connection region is in direct contact with the intermediate layer of the at least one intermediate connection region.

[0529] According to one embodiment of the present invention, the n-type charge generation layer of each of the at least one intermediate connection region is closer to the anode layer than the p-type charge generation layer of the at least one intermediate connection region.

[0530] According to one embodiment of the present invention, the n-type charge generation layer of each of the at least one intermediate connection region is in direct contact with the intermediate layer of the at least one intermediate connection region, and the p-type charge generation layer of the at least one intermediate connection region is in direct contact with the intermediate layer of the at least one intermediate connection region.

[0531] According to one embodiment of the present invention, the electroluminescent device further comprises at least one electron transport layer.

[0532] According to one embodiment of the present invention, at least one electron transport layer is included in a light-emitting unit.

[0533] According to one embodiment of the present invention, each light-emitting unit includes an electron transport layer.

[0534] According to one embodiment of the present invention, the electron transport layer does not contain a metal dopant, especially a metal dopant in the oxidation state (0).

[0535] According to one embodiment of the present invention, the n-type charge generation layer of at least one intermediate connection region is adjacent to at least one electron transport layer.

[0536] According to one embodiment of the present invention, the n-type charge generation layer of at least one intermediate connection region is in direct contact with at least one electron transport layer.

[0537] According to one embodiment of the present invention, the n-type charge generation layer of at least one interconnect region is in direct contact with at least one electron transport layer, and is in direct contact with the intermediate layer of the at least one interconnect region, and the p-type charge generation layer of the at least one interconnect region is in direct contact with the intermediate layer of the at least one intermediate connection region.

[0538] According to one embodiment of the present invention, the n-type charge generation layer of each of the at least one intermediate connection region is adjacent to at least one electron transport layer.

[0539] According to one embodiment of the present invention, the n-type charge generation layer of each of the at least one charge generation layer is in direct contact with at least one electron transport layer.

[0540] According to one embodiment of the present invention, the n-type charge generation layer of each of at least one charge generation layer is in direct contact with at least one electron transport layer and is adjacent to the p-type charge generation layer of the at least one charge generation layer.

[0541] According to one embodiment of the present invention, the n-type charge generation layer of each of at least one interconnect region is in direct contact with at least one electron transport layer and in direct contact with the intermediate layer of the at least one interconnect region, and the p-type charge generation layer of the at least one intermediate connection region is in direct contact with the intermediate layer of the at least one intermediate connection region.

[0542] According to one embodiment of the present invention, the matrix compound of the n-type charge generation layer is an electron transport material.

[0543] According to one embodiment of the present invention, the n-type charge generation layer further comprises an organic electron transport material.

[0544] According to one embodiment of the present invention, the electron transport material comprises at least one C2 to C 24 N-heteroaryl or P=X group, where X is O, P, Se, particularly preferably P=O.

[0545] According to one embodiment of the present invention, the at least one C2 to C 24 N-heteroaryl may be selected from compounds containing at least one azide group, preferably at least two azide groups, and more preferably three azide groups.

[0546] According to one embodiment of the present invention, the electron transport material comprises at least one group selected from the following: pyridine, pyrimidine, triazine, imidazole, benzimidazole, benz oxazole, quinone, benzoquinone, imidazo[1,5-a]pyridine, quinoxaline, benzoquinoxaline, acridine, phenanthroline, benzacridine, dibenzacridine, phosphine oxide, terpyridine.

[0547] According to one embodiment of the present invention, the electron transport material comprises: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; one or more triazine groups; one or more imidazo[1,5-a]pyridine groups; or one or more phosphine oxide groups.

[0548] According to one embodiment of the present invention, the organic electron transport material comprises: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; or one or more phosphine oxide groups.

[0549] According to one embodiment of the present invention, the electron transport material comprises: at least one phenanthroline group, preferably two phenanthroline groups; a pyridine group; a pyrimidine group; or a phosphine oxide group.

[0550] According to one embodiment of the present invention, the electron transport material compound comprises: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; one or more triazine groups.

[0551] According to one embodiment of the present invention, the electron transport material is selected from: 2,2'-(1,3-phenylene)bis[9-phenyl-1,10-phenanthroline], (3-(10-(3-(2,6-diphenylpyrimidin-4-yl)phenyl)anthracen-9-yl)phenyl)dimethylphosphine oxide, 3-(3-(9,10-diphenylanthracen-2-yl)phenyl)-1-(pyridin-2-yl)imidazo[1,5-a]pyridine, 7-(3-(1,10-phenanthrolin-2-yl)phenyl)dibenzo[c,h]acridine, 7-(3-([2,2':6',2”-terpyridin]-4'-yl)phenyl)dibenzo[c,h]acridine, 4'-(4'-(4,6-diphenyl-1,3,5-triazin-2-yl)-[1,1'-biphenyl]-4-yl)-2,2':6',2”-terpyridine, 4'-(4-(fluoranthen-3-yl)phenyl)-2,2':6',2”-terpyridine or 3-(9,10-di-2-naphthalen-2-yl-2-anthracenyl)phenyl]dimethylphosphine oxide.

[0552] According to one embodiment of the present invention, the electron transport material comprises at least one phenanthroline group, preferably two phenanthroline groups.

[0553] According to one embodiment of the present invention, the n-type charge generation layer comprises a metal dopant.

[0554] According to one embodiment of the present invention, the metal dopant is selected from metals having an electronegativity ≤ 1.4 eV determined by the Pauling scale or metal alloys containing metals having an electronegativity ≤ 1.4 eV determined by the Pauling scale.

[0555] According to one embodiment of the present invention, the metal dopant is selected from metals having an electronegativity ≤ 1.35 eV determined by the Pauling scale or metal alloys containing metals having an electronegativity ≤ 1.35 eV determined by the Pauling scale.

[0556] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Na, K, Rb, Cs, Mg, Ca, Sr, Ba, Sm, Eu, and Yb, or a metal alloy containing a metal selected from Li, Na, K, Rb, Cs, Mg, Ca, Sr, Ba, Sm, Eu, and Yb.

[0557] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Na, K, Cs, Mg, Ca, Ba, Sm, Eu, and Yb, or a metal alloy containing a metal selected from Li, Na, K, Cs, Mg, Ca, Ba, Sm, Eu, and Yb.

[0558] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Mg, and Yb, or a metal alloy containing a metal selected from Li, Mg, and Yb.

[0559] According to one embodiment of the present invention, the metal dopant is a metal selected from Li and Yb, or a metal alloy containing a metal selected from Li and Yb.

[0560] According to one embodiment of the present invention, the metal dopant is Yb, or a metal alloy containing a metal selected from Li and Yb.

[0561] According to one embodiment of the present invention, the metal dopant is Yb.

[0562] According to one embodiment of the present invention, based on the total weight of the layer, the content of the metal dopant in the n-type charge generation layer is ≤99.9 wt%, preferably ≤99 wt%, more preferably ≤95 wt%, more preferably ≤90 wt%, more preferably ≤80 wt%, more preferably ≤70 wt%, more preferably ≤60 wt%, more preferably ≤50 wt%, more preferably ≤40 wt%, more preferably ≤30 wt%, more preferably ≤20 wt%, more preferably ≤10 wt%, more preferably ≤5 wt%, more preferably ≤3.0 wt%, more preferably ≤2.75 wt%, more preferably ≤2.5 wt%, more preferably ≤2.25 wt%, and most preferably ≤2.0 wt%.

[0563] According to one embodiment of the present invention, based on the total weight of the layer, the content of the electron transport material in the n-type charge generation layer is ≥0.1% by weight, preferably ≥1% by weight, more preferably ≥5% by weight, more preferably ≥10% by weight, more preferably ≥20% by weight, more preferably ≥30% by weight, more preferably ≥40% by weight, more preferably ≥50% by weight, more preferably ≥60% by weight, more preferably ≥70% by weight, more preferably ≥80% by weight, more preferably ≥90% by weight, more preferably ≥95% by weight, more preferably ≥97.0% by weight, more preferably ≥97.25% by weight, more preferably ≥97.5% by weight, more preferably ≥97.75% by weight, and most preferably ≥98.0% by weight.

[0564] According to one embodiment of the present invention, the electroluminescent device further comprises at least one hole transport layer.

[0565] According to one embodiment of the present invention, at least one hole transport layer is included in a light-emitting unit.

[0566] According to one embodiment of the present invention, the hole transport layer is included in each light-emitting unit.

[0567] According to one embodiment of the present invention, the p-type charge generation layer of at least one intermediate connection region is adjacent to at least one hole transport layer.

[0568] According to one embodiment of the present invention, the p-type charge generation layer of at least one intermediate connection region is in direct contact with at least one hole transport layer.

[0569] According to one embodiment of the present invention, the p-type charge generation layer of each of at least one intermediate connection region is adjacent to at least one hole transport layer.

[0570] According to one embodiment of the present invention, the p-type charge generation layer of each of at least one intermediate connection region is in direct contact with at least one hole transport layer.

[0571] According to one embodiment of the present invention, the hole transport matrix compound of the p-type charge generation layer is a substantially covalent matrix compound.

[0572] According to one embodiment of the present invention, the hole transport matrix compound of the charge generation layer is the same as the organic hole transport matrix compound of the p-type charge generation layer.

[0573] According to one embodiment of the present invention, the hole transport matrix compound of the p-type charge generation layer is the same as the hole transport matrix compound of the hole injection layer.

[0574] According to one embodiment of the present invention, when calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the hole transport matrix compound of the p-type charge generation layer has a calculated HOMO energy level in the following range: ≤ -4.27 eV to ≥ -5.1 eV, preferably ≤ -4.3 eV to ≥ -5.0 eV, more preferably ≤ -4.4 eV and ≥ -5.0 eV, more preferably ≤ -4.5 eV and ≥ -5.0 eV, more preferably ≤ -4.5 eV and ≥ -4.9 eV, most preferably ≤ -4.6 eV and ≥ -4.9 eV.

[0575] According to one embodiment of the present invention, the hole transport matrix compound is a substantially covalent matrix compound.

[0576] According to one embodiment of the present invention, the hole transport matrix compound is an organic hole transport matrix compound.

[0577] According to one embodiment of the present invention, the hole transport matrix compound is a substantially covalent organic matrix compound.

[0578] According to one embodiment of the present invention, based on the total weight of the hole injection layer, the content of the first hole transport matrix compound in the p-type charge generation layer is ≥ 0.1% by weight, preferably ≥ 1% by weight, more preferably ≥ 5% by weight, more preferably ≥ 10% by weight, more preferably ≥ 20% by weight, more preferably ≥ 30% by weight, more preferably ≥ 40% by weight, more preferably ≥ 50% by weight, more preferably ≥ 60% by weight, more preferably ≥ 70% by weight, more preferably ≥ 80% by weight, more preferably ≥ 90% by weight, more preferably ≥ 95% by weight, more preferably ≥ 97.0% by weight, more preferably ≥ 97.25% by weight, more preferably ≥ 97.5% by weight, more preferably ≥ 97.75% by weight, most preferably ≥ 98.0% by weight.

[0579] According to one embodiment of the present invention, the organic hole transport matrix compound of the p-type charge generation layer is the same as the organic hole transport layer of the hole injection layer.

[0580] According to one embodiment of the present invention, the organic electroluminescent device includes at least one electron injection layer (EIL).

[0581] According to one embodiment of the present invention, the electron injection layer is disposed on the light-emitting unit.

[0582] According to one embodiment of the present invention, the electron injection layer is disposed on the light-emitting unit closest to the cathode of the organic electroluminescent device.

[0583] According to one embodiment of the present invention, an electron injection layer is provided between the light-emitting unit closest to the cathode and the cathode.

[0584] According to one embodiment of the present invention, the electron injection layer is adjacent to the light-emitting unit closest to the cathode.

[0585] According to one embodiment of the present invention, an electron injection layer is provided between the light-emitting unit closest to the cathode and the cathode, and is adjacent to the light-emitting unit closest to the cathode.

[0586] According to one embodiment of the present invention, an electron injection layer is provided between the light-emitting unit closest to the cathode and the cathode, and is adjacent to the cathode.

[0587] According to one embodiment of the present invention, an electron injection layer is provided between the light-emitting unit closest to the cathode and the cathode, and is adjacent to the light-emitting unit closest to the cathode and the cathode.

[0588] According to one embodiment of the present invention, an electron injection layer is provided between the light-emitting unit closest to the cathode and the cathode, and is in contact with the light-emitting unit closest to the cathode and the cathode.

[0589] Substantially covalent matrix compound

[0590] According to one embodiment of the present invention, a substantially covalent matrix compound can be selected from at least one organic compound. The substantially covalent matrix can be mainly composed of covalently bonded C, H, O, N, S, which optionally further contains covalently bonded B, P, As, and / or Se.

[0591] According to one embodiment of the present invention, a substantially covalent matrix compound can be selected from organic compounds mainly composed of covalently bonded C, H, O, N, S, which optionally further contains covalently bonded B, P, As, and / or Se.

[0592] Organometallic compounds containing covalent carbon-metal, metal complexes containing organic ligands, and metal salts of organic acids are also examples of organic compounds that can be used as substantially covalent matrix compounds for the hole injection layer.

[0593] In one embodiment, the substantially covalent matrix compound lacks metal atoms and most of its skeletal atoms can be selected from C, O, S, N. Alternatively, the substantially covalent matrix compound lacks metal atoms and most of its skeletal atoms can be selected from C and N.

[0594] According to one embodiment, the substantially covalent matrix compound may have a molecular weight Mw of ≥400 and ≤2000 g / mol, preferably a molecular weight Mw of ≥450 and ≤1500 g / mol, further preferably a molecular weight Mw of ≥500 and ≤1000 g / mol, further preferably a molecular weight Mw of ≥550 and ≤900 g / mol, further preferably a molecular weight Mw of ≥600 and ≤800 g / mol.

[0595] Preferably, the substantially covalent matrix compound comprises at least one arylamine moiety or a diarylamine moiety or a triarylamine moiety.

[0596] Preferably, the substantially covalent matrix compound is free of metal and / or ionic bonds.

[0597] Compound of formula (VII) or compound of formula (VIII)

[0598] According to another aspect of the present invention, the substantially covalent matrix compound may comprise at least one arylamine compound, diarylamine compound, triarylamine compound, compound of formula (VII) or compound of formula (VIII):

[0599]

[0600] in:

[0601] T 1 , T 2 , T 3 , T 4 and T 5 independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylene group or a naphthalene group, preferably a single bond or a phenylene group;

[0602] T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit;

[0603] Ar' 1 ,Ar' 2 ,Ar' 3 ,Ar' 4 and Ar' 5 Independently selected from: substituted or unsubstituted C6 to C 20 Aryl, or substituted or unsubstituted C3 to C 20Heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9'-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benz[a]anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocycles, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings;

[0604] wherein

[0605] Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, unsubstituted C6 to C 18 aryl, unsubstituted C3 to C 18A heteroaryl, a fused ring system containing 2 to 6 unsubstituted 5- to 7-membered rings, and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring, and a 6-membered aromatic non-heterocyclic ring,

[0606] wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, C6 to C 18 aryl or C3 to C 18 heteroaryl.

[0607] According to one embodiment, wherein T 1 , T 2 , T 3 , T 4 and T 5 may independently be selected from a single bond, a phenylene, a biphenylene or a terphenylene. According to one embodiment, wherein T 1 , T 2 , T 3 , T 4 and T 5 may independently be selected from a phenylene, a biphenylene or a terphenylene and one of T 1 , T 2 , T 3 , T 4 and T 5 is a single bond. According to one embodiment, wherein T 1 , T 2 , T 3 , T 4 and T 5 may independently be selected from a phenylene or a biphenylene and one of T 1 , T 2 , T 3 , T 4 and T 5 is a single bond. According to one embodiment, wherein T 1 , T 2 , T 3 , T 4 and T 5 may independently be selected from a phenylene or a biphenylene and two of T 1 , T 2 , T 3 , T 4 and T 5 are single bonds.

[0608] According to one embodiment, wherein T 1 , T 2 and T3 may be independently selected from phenylene and T 1 , T 2 and T 3 in which one is a single bond. According to one embodiment, wherein T 1 , T 2 and T 3 may be independently selected from phenylene and T 1 , T 2 and T 3 in which two are single bonds.

[0609] According to one embodiment, wherein T 6 may be phenylene, biphenylene, terphenylene. According to one embodiment, wherein T 6 may be phenylene. According to one embodiment, wherein T 6 may be biphenylene. According to one embodiment, wherein T 6 may be terphenylene.

[0610] According to one embodiment, wherein Ar' 1 , Ar' 2 , Ar' 3 , Ar' 4 and Ar' 5 may be independently selected from D1 to D16:

[0611]

[0612]

[0613] wherein the asterisk "*" represents the bonding position.

[0614] According to one embodiment, wherein Ar' 1 , Ar' 2 , Ar' 3 , Ar' 4 and Ar' 5 may be independently selected from D1 to D15; or selected from D1 to D10 and D13 to D15.

[0615] According to one embodiment, wherein Ar' 1 , Ar' 2 , Ar' 3 , Ar' 4 and Ar' 5 may be independently selected from D1, D2, D5, D7, D9, D10, D13 to D16.

[0616] When Ar' 1 , Ar' 2 , Ar' 3, Ar' 4 and Ar' 5 When selected within this range, the standard starting temperature can be within a range that is particularly suitable for mass production.

[0617] The "matrix compound of formula (VII) or formula (VIII)" can also be referred to as a "hole-transporting compound".

[0618] According to one embodiment, the substantially covalent matrix compound comprises at least one naphthyl group, carbazole group, dibenzofuran group, dibenzothiophene group, and / or substituted fluorene group, wherein the substituents are independently selected from methyl, phenyl, or fluorene.

[0619] According to one embodiment of the electronic device, the matrix compound of formula (VII) or formula (VIII) is selected from F1 to F20:

[0620]

[0621]

[0622]

[0623] According to one embodiment of the present invention, the organic electronic device is an organic light-emitting diode.

[0624] According to a preferred embodiment of the present invention, the electroluminescent device is an organic light-emitting diode, wherein light is emitted through the cathode layer.

[0625] The present invention also relates to a display device comprising the organic electroluminescent device according to the present invention.

[0626] According to a preferred embodiment of the present invention, the display device comprises the organic electroluminescent device according to the present invention, wherein the cathode layer is transparent.

[0627] n-type charge generation layer (nCGL)

[0628] According to one embodiment, the thickness of the n-type charge generation layer is ≤20 nm, ≤15 nm, ≤10 nm.

[0629] According to one embodiment, the thickness range of the n-type charge generation layer is ≥1 nm to ≤20 nm, ≥2 nm to ≤15 nm, ≥3 nm to ≤15 nm, ≥5 nm to ≤15 nm.

[0630] According to one embodiment, the n-type charge generation layer is adjacent to at least one electron transport layer.

[0631] According to one embodiment, the n-type charge generation layer is in direct contact with at least one electron transport layer.

[0632] According to one embodiment, the matrix compound of the n-type charge generation layer is an electron transport matrix material.

[0633] According to one embodiment, the matrix compound of the n-type charge generation layer is an organic electron transport matrix material.

[0634] According to one embodiment, the matrix compound of the n-type charge generation layer may have a molecular weight Mw of ≥400 and ≤2000 g / mol, preferably ≥410 and ≤1500 g / mol molecular weight Mw, more preferably ≥420 and ≤1000 g / mol molecular weight Mw, still more preferably ≥430 and ≤900 g / mol molecular weight Mw, still more preferably ≥440 and ≤800 g / mol molecular weight Mw.

[0635] According to one embodiment of the present invention, when calculated by using the hybrid functional B3LYP and the 6-31G* basis set in the gas phase and using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany), the LUMO energy level of the matrix compound of the n-type charge generation layer is ≤ -1.70 eV, preferably ≤ -1.74 eV, more preferably ≤ -1.75 eV.

[0636] According to one embodiment of the present invention, when calculated by using the hybrid functional B3LYP and the Gaussian 6-31G* basis set in the gas phase and using the program package TURBOMOLE V6.5, the LUMO energy level of the matrix compound of the n-type charge generation layer is in the range of ≥ -3.5 eV to ≤ -1 eV, preferably in the range of ≥ -2.5 eV to ≤ -1.5 eV, more preferably in the range of ≥ -2.25 eV to ≤ -1.7 eV, still more preferably in the range of ≥ -2.1 eV to ≤ -1.74 eV, and most preferably in the range of ≥ -2.0 eV to ≤ -1.75 eV.

[0637] According to one embodiment, the matrix compound of the n-type charge generation layer contains at least one C2 to C 24 N-heteroaryl or P=X moiety, where X is O, P, Se, and particularly preferably P=O.

[0638] According to one embodiment, at least one C2 to C 24 N-heteroaryl may be selected from compounds containing at least one azide moiety, preferably at least two azide moieties, and still more preferably three azide moieties.

[0639] According to one embodiment, the matrix compound of the n-type charge generation layer contains at least one moiety selected from the following: pyridine, pyrimidine, triazine, imidazole, benzimidazole, benzo oxazole, quinone, benzoquinone, imidazo[1,5-a]pyridine, quinoxaline, benzoquinoxaline, acridine, phenanthroline, benzacridine, dibenzacridine, phosphine oxide, terpyridine.

[0640] According to one embodiment, the matrix compound of the n-type charge generation layer comprises: at least one phenanthroline moiety, preferably two phenanthroline moieties; one or more pyridine moieties; one or more pyrimidine moieties; one or more triazine moieties; one or more imidazo[1,5-a]pyridine moieties; or one or more phosphine oxide moieties.

[0641] According to one embodiment, the matrix compound of the n-type charge generation layer comprises: at least one phenanthroline moiety, preferably two phenanthroline moieties; one or more pyridine moieties; one or more pyrimidine moieties; or one or more phosphine oxide moieties.

[0642] According to one embodiment, the matrix compound of the n-type charge generation layer comprises: at least one phenanthroline moiety, preferably two phenanthroline moieties; pyridine moiety; pyrimidine moiety; or phosphine oxide moiety.

[0643] According to one embodiment, the matrix compound of the n-type charge generation layer compound comprises: at least one phenanthroline moiety, preferably two phenanthroline moieties; one or more pyridine moieties; one or more pyrimidine moieties; one or more triazine moieties.

[0644] According to one embodiment, the matrix compound of the n-type charge generation layer is selected from the moieties comprising: 2,2'-(1,3-phenylene)bis[9-phenyl-1,10-phenanthroline], (3-(10-(3-(2,6-diphenylpyrimidin-4-yl)phenyl)anthracen-9-yl)phenyl)dimethylphosphine oxide, 3-(3-(9,10-diphenylanthracen-2-yl)phenyl)-1-(pyridin-2-yl)imidazo[1,5-a]pyridine, 7-(3-(1,10-phenanthrolin-2-yl)phenyl)dibenz[c,h]acridine, 7-(3-([2,2':6',2”-terpyridine]-4'-yl)phenyl)dibenz[c,h]acridine, 4'-(4'-(4,6-diphenyl-1,3,5-triazin-2-yl)-[1,1'-biphenyl]-4-yl)-2,2':6',2”-terpyridine, 4'-(4-(fluoranthen-3-yl)phenyl)-2,2':6',2”-terpyridine or 3-(9,10-di-2-naphthalen-2-yl-2-anthracenyl)phenyl]dimethylphosphine oxide.

[0645] According to one embodiment, the matrix compound of the n-type charge generation layer comprises at least one phenanthroline moiety, preferably two phenanthroline moieties.

[0646] According to one embodiment, the matrix compound of the n-type charge generation layer contains at least one C2 to C 24 N-heteroaryl or P═X group, where X is O, P, Se, and particularly preferably P═O.

[0647] According to one embodiment, at least one C2 to C 24 N-heteroaryl can be selected from compounds containing at least one azide group, preferably at least two azide groups, and more preferably three azide groups.

[0648] According to one embodiment, the matrix compound of the n-type charge generation layer contains at least one group selected from the following: pyridine, pyrimidine, triazine, imidazole, benzimidazole, benzo azole, quinone, benzoquinone, imidazo[1,5-a]pyridine, quinoxaline, benzoquinoxaline, acridine, phenanthroline, benzacridine, dibenzacridine, phosphine oxide, terpyridine.

[0649] According to one embodiment, the matrix compound of the n-type charge generation layer contains: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; one or more triazine groups; one or more imidazo[1,5-a]pyridine groups; or one or more phosphine oxide groups.

[0650] According to one embodiment, the matrix compound of the n-type charge generation layer contains: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; or one or more phosphine oxide groups.

[0651] According to one embodiment, the matrix compound of the n-type charge generation layer contains: at least one phenanthroline group, preferably two phenanthroline groups; pyridine group; pyrimidine group; or phosphine oxide group.

[0652] According to one embodiment, the matrix compound of the n-type charge generation layer contains: at least one phenanthroline group, preferably two phenanthroline groups; one or more pyridine groups; one or more pyrimidine groups; one or more triazine groups.

[0653] According to one embodiment, the matrix compound of the n-type charge generation layer is selected from the group consisting of: 2,2'-(1,3-phenylene)bis[9-phenyl-1,10-phenanthroline], (3-(10-(3-(2,6-diphenylpyrimidin-4-yl)phenyl)anthracen-9-yl)phenyl)dimethylphosphine oxide, 3-(3-(9,10-diphenylanthracen-2-yl)phenyl)-1-(pyridin-2-yl)imidazo[1,5-a]pyridine, 7-(3-(1,10-phenanthrolin-2-yl)phenyl)dibenzo[c,h]acridine, 7-(3-([2,2':6',2”-terpyridin]-4'-yl)phenyl)dibenzo[c,h]acridine, 4'-(4'-(4,6-diphenyl-1,3,5-triazin-2-yl)-[1,1'-biphenyl]-4-yl)-2,2':6',2”-terpyridine, 4'-(4-(fluoranthen-3-yl)phenyl)-2,2':6',2”-terpyridine or 3-(9,10-di-2-naphthalen-2-yl-2-anthracenyl)phenyl]dimethylphosphine oxide.

[0654] According to one embodiment, the matrix compound of the n-type charge generation layer contains at least one phenanthroline group, preferably two phenanthroline groups.

[0655] According to one embodiment, the matrix compound of the n-type charge generation layer is represented by the compound of formula (IV):

[0656]

[0657] wherein

[0658] n is an integer selected from 0, 1, 2, 3, 4;

[0659] m is an integer selected from 0, 1, 2, 3, 4;

[0660] wherein at least one of n or m ≥ 1;

[0661] where each R a or each R b can be independently bonded to ring A, ring B or ring C;

[0662] where each R a (if present) is independently selected from H, D, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyl, electron-withdrawing group, CN;

[0663] where each R b (if present) is independently selected from H, D, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyl, electron-withdrawing group, CN;

[0664] One or more substituents are selected from D, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyl, partially fluorinated alkyl, perfluorinated alkyl, partially deuterated alkyl, perdeuterated alkyl, substituted or unsubstituted alkoxy, partially fluorinated alkoxy, perfluorinated alkoxy, partially deuterated alkoxy, perdeuterated alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0665] One or more substituents are selected from D, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkyl, partially fluorinated alkyl, perfluorinated alkyl, partially deuterated alkyl, perdeuterated alkyl, substituted or unsubstituted alkoxy, partially fluorinated alkoxy, perfluorinated alkoxy, partially deuterated alkoxy, perdeuterated alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0666] One or more substituents are selected from D, aryl, heteroaryl, alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially deuterated C1-C8 alkyl, perdeuterated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, partially deuterated C1-C8 alkoxy, perdeuterated C1-C8 alkoxy, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0667] Wherein R c is independently selected from C6-C 12 aryl, C3-C 12 heteroaryl, C1-C 16 alkyl, C1-C 16 alkoxy, partially or perfluorinated C1-C 16 alkyl, partially or perfluorinated C1-C 16 alkoxy, partially or perdeuterated C1-C 16 alkyl, partially or perdeuterated C1-C 16 alkoxy, and

[0668] R d is independently selected from C6-C 12 aryl, C3-C 12 heteroaryl, C1-C 16 alkyl, C1-C16 An alkoxy group, a partially or fully fluorinated C1 to C 16 alkyl group, a partially or fully fluorinated C1 to C 16 alkoxy group, a partially or fully deuterated C1 to C 16 alkyl group, a partially or fully deuterated C1 to C 16 alkoxy group, and

[0669] - Two Rs d are capable of being connected together to form a ring,

[0670] X is selected from S or O.

[0671] According to one embodiment, the matrix compound of the n-type charge generation layer is represented by the compound of formula (IV):

[0672]

[0673] wherein

[0674] n is an integer selected from 0, 1, 2, 3, 4;

[0675] m is an integer selected from 0, 1, 2, 3, 4;

[0676] wherein at least one of n or m ≥ 1;

[0677] wherein each R a or each R b is capable of independently bonding to ring A, ring B or ring C;

[0678] wherein each R a (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 30 aryl, substituted or unsubstituted C3 to C 30 heteroaryl, substituted or unsubstituted C1 to C8 alkyl, electron-withdrawing group, CN;

[0679] wherein each R b (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 30 aryl, substituted or unsubstituted C3 to C 30 heteroaryl, substituted or unsubstituted C1 to C8 alkyl, electron-withdrawing group, CN;

[0680] wherein one or more substituents are selected from D, substituted or unsubstituted C6 to C 30 aryl, substituted or unsubstituted C3 to C 30Heteroaryl, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially deuterated C1-C8 alkyl, perdeuterated C1-C8 alkyl, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, partially deuterated C1-C8 alkoxy, perdeuterated C1-C8 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0681] wherein one or more substituents are selected from D, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially deuterated C1-C8 alkyl, perdeuterated C1-C8 alkyl, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, partially deuterated C1-C8 alkoxy, perdeuterated C1-C8 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0682] wherein one or more substituents are selected from D, C6-C 30 aryl, C3-C 30 heteroaryl, alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially deuterated C1-C8 alkyl, perdeuterated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, partially deuterated C1-C8 alkoxy, perdeuterated C1-C8 alkoxy, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0683] wherein R c is independently selected from C6-C 12 aryl, C3-C 12 heteroaryl, C1-C 16 alkyl, C1-C 16 alkoxy, partially or perfluorinated C1-C 16 alkyl, partially or perfluorinated C1-C 16 alkoxy, partially or perdeuterated C1-C 16alkyl, partially or fully deuterated C1 to C 16 alkoxy, and

[0684] R d is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy, partially or fully fluorinated C1 to C 16 alkyl, partially or fully fluorinated C1 to C 16 alkoxy, partially or fully deuterated C1 to C 16 alkyl, partially or fully deuterated C1 to C 16 alkoxy, and

[0685] - two Rs d are capable of being joined together to form a ring,

[0686] X is selected from S or O.

[0687] According to one embodiment, the matrix compound of the n-type charge generation layer is represented by the compound of formula (IV)

[0688]

[0689] wherein

[0690] n is an integer selected from 0, 1, 2, 3, 4;

[0691] m is an integer selected from 0, 1, 2, 3, 4;

[0692] where at least one of n or m ≥ 1;

[0693] where each R a or each R b is capable of bonding independently to ring A, ring B or ring C;

[0694] where each R a (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 24 aryl, substituted or unsubstituted C3 to C 24 heteroaryl, substituted or unsubstituted C1 to C6 alkyl, electron-withdrawing group, CN;

[0695] where each R b (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 24 aryl, substituted or unsubstituted C3 to C 24 heteroaryl, substituted or unsubstituted C1 to C6 alkyl, electron-withdrawing group, CN;

[0696] One or more of the substituents are selected from D, substituted or unsubstituted C6 to C 24 aryl, substituted or unsubstituted C3 to C 24 heteroaryl, substituted or unsubstituted C1 to C6 alkyl, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, partially deuterated C1 to C6 alkyl, perdeuterated C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkoxy, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, partially deuterated C1 to C6 alkoxy, perdeuterated C1 to C6 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0697] One or more of the substituents are selected from D, substituted or unsubstituted C6 to C 24 aryl, substituted or unsubstituted C3 to C 24 heteroaryl, substituted or unsubstituted C1 to C6 alkyl, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, partially deuterated C1 to C6 alkyl, perdeuterated C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkoxy, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, partially deuterated C1 to C6 alkoxy, perdeuterated C1 to C6 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0698] One or more of the substituents are selected from D, C6 to C 24 aryl, C3 to C 24 heteroaryl, C1 to C6 alkyl, partially fluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkyl, partially deuterated C1 to C6 alkyl, perdeuterated C1 to C6 alkyl, partially fluorinated C1 to C6 alkoxy, perfluorinated C1 to C6 alkoxy, partially deuterated C1 to C6 alkoxy, perdeuterated C1 to C6 alkoxy, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0699] Wherein R c is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy, partially or perfluorinated C1 to C16 Alkyl, partially or fully fluorinated C1 to C 16 Alkoxy, partially or fully deuterated C1 to C 16 Alkyl, partially or fully deuterated C1 to C 16 Alkoxy, and

[0700] R d is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy, partially or fully fluorinated C1 to C 16 alkyl, partially or fully fluorinated C1 to C 16 alkoxy, partially or fully deuterated C1 to C 16 alkyl, partially or fully deuterated C1 to C 16 alkoxy, and

[0701] - Two R d are capable of being joined together to form a ring,

[0702] X is selected from S or O.

[0703] According to one embodiment, the matrix compound of the n-type charge generation layer is represented by the compound of formula (IV):

[0704]

[0705] wherein

[0706] n is an integer selected from 0, 1, 2, 3, 4;

[0707] m is an integer selected from 0, 1, 2, 3, 4;

[0708] wherein at least one of n or m ≥ 1;

[0709] wherein each R a or each R b is capable of bonding independently to ring A, ring B or ring C;

[0710] wherein each R a (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 18 aryl, substituted or unsubstituted C3 to C 18 heteroaryl, substituted or unsubstituted C1 to C4 alkyl, electron-withdrawing group, CN;

[0711] wherein each R b (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 18 aryl, substituted or unsubstituted C3 to C18 heteroaryl, substituted or unsubstituted C1-C4 alkyl, electron-withdrawing group, CN;

[0712] wherein one or more substituents are selected from D, substituted or unsubstituted C6-C 18 aryl, substituted or unsubstituted C3-C 18 heteroaryl, substituted or unsubstituted C1-C4 alkyl, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, partially deuterated C1-C4 alkyl, perdeuterated C1-C4 alkyl, substituted or unsubstituted C1-C4 alkoxy, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, partially deuterated C1-C4 alkoxy, perdeuterated C1-C4 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0713] wherein one or more substituents are selected from D, substituted or unsubstituted C6-C 18 aryl, substituted or unsubstituted C3-C 18 heteroaryl, substituted or unsubstituted C1-C4 alkyl, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, partially deuterated C1-C4 alkyl, perdeuterated C1-C4 alkyl, substituted or unsubstituted C1-C4 alkoxy, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, partially deuterated C1-C4 alkoxy, perdeuterated C1-C4 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F,

[0714] wherein one or more substituents are selected from D, C6-C 18 aryl, C3-C 18 heteroaryl, C1-C4 alkyl, partially fluorinated C1-C4 alkyl, perfluorinated C1-C4 alkyl, partially deuterated C1-C4 alkyl, perdeuterated C1-C4 alkyl, partially fluorinated C1-C4 alkoxy, perfluorinated C1-C4 alkoxy, partially deuterated C1-C4 alkoxy, perdeuterated C1-C6 alkoxy, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0715] wherein R c is independently selected from C6-C 12 aryl, C3-C 12Heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy, partially or fully fluorinated C1 to C 16 alkyl, partially or fully fluorinated C1 to C 16 alkoxy, partially or fully deuterated C1 to C 16 alkyl, partially or fully deuterated C1 to C 16 alkoxy, and

[0716] R d is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy, partially or fully fluorinated C1 to C 16 alkyl, partially or fully fluorinated C1 to C 16 alkoxy, partially or fully deuterated C1 to C 16 alkyl, partially or fully deuterated C1 to C 16 alkoxy, and

[0717] - Two Rs d can be joined together to form a ring,

[0718] X is selected from S or O.

[0719] According to one embodiment, the compound of formula (IV) is selected from the compounds of formula (IVa)

[0720]

[0721] wherein ring A, ring B, and ring C can be independently partially or fully deuterated.

[0722] According to one embodiment, the compound of formula (IV) is selected from the compounds of formula (IVb)

[0723]

[0724] wherein ring A, ring B, and ring C can be independently partially or fully deuterated.

[0725] According to one embodiment, the compound of formula (IV) is selected from the compounds of formula (IVc)

[0726]

[0727] wherein ring A, ring B, and ring C can be independently partially or fully deuterated,

[0728] wherein l is an integer selected from 0, 1, 2, 3, 4;

[0729] wherein each Re Independently selected from D;

[0730] wherein R a (if present) is independently selected from H, D, substituted or unsubstituted C6 to C 18 aryl, substituted or unsubstituted C3 to C 18 heteroaryl, substituted or unsubstituted C1 to C4 alkyl, electron-withdrawing group, CN;

[0731] wherein Ar a is selected from substituted or unsubstituted C6 to C 18 aryl, substituted or unsubstituted C3 to C 18 heteroaryl;

[0732] wherein R a or Ar a one or more of the substituents are independently selected from D, substituted or unsubstituted C6 to C 18 aryl, substituted or unsubstituted C3 to C 18 heteroaryl, substituted or unsubstituted C1 to C4 alkyl, partially fluorinated C1 to C4 alkyl, perfluorinated C1 to C4 alkyl, partially deuterated C1 to C4 alkyl, perdeuterated C1 to C4 alkyl, substituted or unsubstituted C1 to C4 alkoxy, partially fluorinated C1 to C4 alkoxy, perfluorinated C1 to C4 alkoxy, partially deuterated C1 to C4 alkoxy, perdeuterated C1 to C4 alkoxy, electron-withdrawing group, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0733] wherein one or more of the substituents are independently selected from D, C6 to C 18 aryl, C3 to C 18 heteroaryl, C1 to C4 alkyl, partially fluorinated C1 to C4 alkyl, perfluorinated C1 to C4 alkyl, partially deuterated C1 to C4 alkyl, perdeuterated C1 to C4 alkyl, partially fluorinated C1 to C4 alkoxy, perfluorinated C1 to C4 alkoxy, partially deuterated C1 to C4 alkoxy, perdeuterated C1 to C6 alkoxy, CN, -PX(R d )2, COR c , COOR c , CONH2, NO2, F;

[0734] wherein R c is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16An alkoxy group, a partially or fully fluorinated C1 to C 16 alkyl group, a partially or fully fluorinated C1 to C 16 alkoxy group, a partially or fully deuterated C1 to C 16 alkyl group, a partially or fully deuterated C1 to C 16 alkoxy group, and

[0735] R d is independently selected from C6 to C 12 aryl, C3 to C 12 heteroaryl, C1 to C 16 alkyl, C1 to C 16 alkoxy group, a partially or fully fluorinated C1 to C 16 alkyl group, a partially or fully fluorinated C1 to C 16 alkoxy group, a partially or fully deuterated C1 to C 16 alkyl group, a partially or fully deuterated C1 to C 16 alkoxy group, and

[0736] - Two Rs d can be joined together to form a ring,

[0737] X is selected from S or O.

[0738] According to one embodiment, m is selected from 1, and wherein ring A, ring B or ring C can be deuterated.

[0739] According to one embodiment, n is selected from 1, m is selected from 1, wherein ring A, ring B or ring C can be deuterated.

[0740] According to one embodiment of the present invention, the n-type charge generation layer contains a metal dopant.

[0741] According to one embodiment of the present invention, the metal dopant is selected from metals having an electronegativity of ≤ 1.4 eV determined by the Pauling scale or metal alloys containing metals having an electronegativity of ≤ 1.4 eV determined by the Pauling scale.

[0742] According to one embodiment of the present invention, the metal dopant is selected from metals having an electronegativity of ≤ 1.35 eV determined by the Pauling scale or metal alloys containing metals having an electronegativity of ≤ 1.35 eV determined by the Pauling scale.

[0743] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Na, K, Rb, Cs, Mg, Ca, Sr, Ba, Sm, Eu and Yb or a metal alloy containing a metal selected from Li, Na, K, Rb, Cs, Mg, Ca, Sr, Ba, Sm, Eu and Yb.

[0744] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Na, K, Cs, Mg, Ca, Ba, Sm, Eu, and Yb, or a metal alloy containing a metal selected from Li, Na, K, Cs, Mg, Ca, Ba, Sm, Eu, and Yb.

[0745] According to one embodiment of the present invention, the metal dopant is a metal selected from Li, Mg, and Yb, or a metal alloy containing a metal selected from Li, Mg, and Yb.

[0746] According to one embodiment of the present invention, the metal dopant is a metal selected from Li and Yb, or a metal alloy containing a metal selected from Li and Yb.

[0747] According to one embodiment of the present invention, the metal dopant is Yb or a metal alloy containing a metal selected from Li and Yb.

[0748] According to one embodiment of the present invention, the metal dopant is Yb.

[0749] According to one embodiment of the present invention, based on the total weight of the layer, the content of the metal dopant in the n-type charge generation layer is ≤99.9 wt%, preferably ≤99 wt%, more preferably ≤95 wt%, more preferably ≤90 wt%, more preferably ≤80 wt%, more preferably ≤70 wt%, more preferably ≤60 wt%, more preferably ≤50 wt%, more preferably ≤40 wt%, more preferably ≤30 wt%, more preferably ≤20 wt%, more preferably ≤10 wt%, more preferably ≤5 wt%, more preferably ≤3.0 wt%, more preferably ≤2.75 wt%, more preferably ≤2.5 wt%, more preferably ≤2.25 wt%, and most preferably ≤2.0 wt%.

[0750] According to one embodiment of the present invention, based on the total weight of the layer, the content of the electron transport material in the n-type charge generation layer is ≥0.1 wt%, preferably ≥1 wt%, more preferably ≥5 wt%, more preferably ≥10 wt%, more preferably ≥20 wt%, more preferably ≥30 wt%, more preferably ≥40 wt%, more preferably ≥50 wt%, more preferably ≥60 wt%, more preferably ≥70 wt%, more preferably ≥80 wt%, more preferably ≥90 wt%, more preferably ≥95 wt%, more preferably ≥97.0 wt%, more preferably ≥97.25 wt%, more preferably ≥97.5 wt%, more preferably ≥97.75 wt%, and most preferably ≥98.0 wt%.

[0751] p-type charge generation layer

[0752] The p-type charge generation layer can be formed on the anode layer or the cathode layer by vacuum deposition, spin coating, printing, casting, slot die coating, Langmuir-Blodgett (LB) deposition, etc. When forming the p-type charge generation layer by vacuum deposition, the deposition conditions can vary depending on the compound used to form the layer and the desired structure and thermal properties of the layer. However, generally, the conditions for vacuum deposition can include a deposition temperature of 100 °C to 350 °C, a pressure of 10 -8 to 10 -3 torr (1 torr is equal to 133.322 Pa), and a deposition rate of 0.1 to 10 nm / sec.

[0753] When forming the p-type charge generation layer by spin coating or printing, the coating conditions can vary depending on the compound used to form the layer and the desired structure and thermal properties of the organic semiconductor layer. For example, the coating conditions can include a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature of about 80 °C to about 200 °C. After coating, heat treatment is carried out to remove the solvent.

[0754] The thickness of the p-type charge generation layer can be in the range of about 1 nm to about 20 nm, for example, about 2 nm to about 15 nm or about 2 nm to about 12 nm.

[0755] Hole injection layer

[0756] The hole injection layer (HIL) can be formed on the anode layer by vacuum deposition, spin coating, printing, casting, slot die coating, Langmuir-Blodgett (LB) deposition, etc. When forming the HIL by vacuum deposition, the deposition conditions can vary depending on the compound used to form the HIL and the desired structure and thermal properties of the HIL. However, generally, the conditions for vacuum deposition can include a deposition temperature of 100 °C to 500 °C, a pressure of 10 -8 to 10 -3 torr (1 torr is equal to 133.322 Pa), and a deposition rate of 0.1 to 10 nm / sec.

[0757] When forming the HIL by spin coating or printing, the coating conditions can vary depending on the compound used to form the HIL and the desired structure and thermal properties of the HIL. For example, the coating conditions can include a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature of about 80 °C to about 200 °C. After coating, heat treatment is carried out to remove the solvent.

[0758] The thickness of the HIL can be in the range of about 1 nm to about 100 nm, and for example, in the range of about 1 nm to about 25 nm. When the thickness of the HIL is in this range, the HIL can have excellent hole injection characteristics without causing substantial damage to the driving voltage.

[0759] According to one embodiment of the present invention, the hole injection layer is adjacent to the anode layer.

[0760] According to one embodiment of the present invention, the hole injection layer is in direct contact with the anode layer.

[0761] Other layers

[0762] According to the present invention, in addition to the layers already mentioned above, the organic electroluminescent device may further include other layers. Exemplary embodiments of each layer are described below:

[0763] Substrate

[0764] The substrate may be any substrate commonly used for manufacturing electronic devices such as organic light-emitting diodes. If light is to be emitted through the substrate, the substrate should be a transparent or translucent material, such as a glass substrate or a transparent plastic substrate. If light is to be emitted through the top surface, the substrate may be either a transparent material or an opaque material, such as a glass substrate, a plastic substrate, a metal substrate, a silicon substrate, or a backplane.

[0765] Anode layer

[0766] The anode layer can be formed by depositing or sputtering a material for forming the anode layer. The material for forming the anode layer can be a high work function material, which helps hole injection. The anode material can also be selected from low work function materials (i.e., aluminum). The anode electrode can be a transparent or reflective electrode. Transparent conductive oxides such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), aluminum zinc oxide (AlZO), and zinc oxide (ZnO) can be used to form the anode electrode. The anode layer can also be formed using a metal or a metal alloy, typically silver (Ag), gold (Au).

[0767] Hole transport layer

[0768] The organic electronic device according to the present invention may further include at least one hole transport layer (HTL). According to one embodiment of the present invention, the at least one hole transport layer is included in one of the at least two light-emitting units, where preferably, at least one hole transport layer is included in each light-emitting unit.

[0769] The hole transport layer (HTL) can be formed on the HIL or CGL by vacuum deposition, spin coating, slot die coating, printing, casting, Langmuir-Blodgett (LB) deposition, etc. When forming the HTL by vacuum deposition or spin coating, the deposition and coating conditions can be similar to those for forming the HIL or CGL. However, the vacuum or solution deposition conditions may vary depending on the compound used to form the HTL.

[0770] The HTL can be formed of any compound commonly used to form an HTL. For example, compounds that can be suitably used are disclosed in Yasuhiko Shirota and Hiroshi Kageyama, Chem. Rev. 2007, 107, 953 - 1010, which is incorporated herein by reference. Examples of compounds that can be used to form the HTL are: carbazole derivatives such as N - phenylcarbazole or polyvinylcarbazole; benzidine derivatives such as N,N'-bis(3 - methylphenyl)-N,N'-diphenyl-[1,1 - biphenyl]-4,4'-diamine (TPD) or N,N'-di(naphthalen-1 - yl)-N,N'-diphenylbenzidine (α - NPD); and triphenylamine - based compounds 4,4',4”-tris(N - carbazolyl)triphenylamine (TCTA). Among these compounds, TCTA can transport holes and inhibit exciton diffusion into the EML.

[0771] According to one embodiment of the present invention, the hole - transporting layer may comprise a substantially covalent matrix compound as described above.

[0772] According to a preferred embodiment of the present invention, the hole - injecting layer and the hole - transporting layer may comprise the same substantially covalent matrix compound as described above.

[0773] According to one embodiment of the present invention, the hole - transporting layer may comprise a compound of formula (VII) or (VIII) as described above.

[0774] According to a preferred embodiment of the present invention, the hole - injecting layer and the hole - transporting layer may comprise the same compound of formula (VII) or (VIII) as described above.

[0775] According to a preferred embodiment of the present invention, the p - type charge - generating layer, the hole - injecting layer, and the hole - transporting layer may comprise the same substantially covalent matrix compound.

[0776] According to a preferred embodiment of the present invention, the p - type charge - generating layer, the hole - injecting layer, and the hole - transporting layer may comprise the same compound of formula (VII) or (VIII) as described above.

[0777] The thickness of the HTL can be in the range of about 5 nm to about 250 nm, preferably about 10 nm to about 200 nm, further about 20 nm to about 190 nm, further about 40 nm to about 180 nm, further about 60 nm to about 170 nm, further about 80 nm to about 160 nm, further about 100 nm to about 160 nm, further about 120 nm to about 140 nm. The preferred thickness of the HTL can be 170 nm to 200 nm.

[0778] When the thickness of the HTL is within this range, the HTL can have excellent hole transport characteristics without causing substantial damage to the driving voltage.

[0779] Electron blocking layer

[0780] The function of the electron blocking layer (EBL) is to prevent electrons from transferring from the light-emitting layer to the hole transport layer, thereby confining the electrons in the light-emitting layer. Thereby, the efficiency, operating voltage, and / or lifetime are improved. Generally, the electron blocking layer contains a triarylamine compound. The LUMO energy level of the triarylamine compound is closer to the vacuum energy level than the LUMO energy level of the hole transport layer. Compared with the HOMO energy level of the hole transport layer, the electron blocking layer can have a HOMO energy level that is farther from the vacuum energy level. The thickness of the electron blocking layer can be selected between 2 nm and 20 nm.

[0781] If the electron blocking layer has a high triplet energy level, it can also be described as a triplet control layer.

[0782] If a phosphorescent green or blue light-emitting layer is used, the function of the triplet control layer is to reduce the quenching of triplets. Thereby, a higher luminous efficiency derived from the phosphorescent light-emitting layer can be achieved. The triplet control layer is selected from triarylamine compounds having a triplet energy level higher than the triplet energy level of the phosphorescent emitter in the adjacent light-emitting layer. Suitable compounds for the triplet control layer, especially triarylamine compounds, are described in EP 2 722 908 A1.

[0783] Photoactive layer (PAL)

[0784] According to an embodiment of the present invention, the organic electronic device may further include a photoactive layer, wherein the photoactive layer is disposed between the anode layer and the cathode layer.

[0785] The photoactive layer converts current into photons or photons into current.

[0786] The PAL can be formed on the HTL by vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. When vacuum deposition or spin coating is used to form the PAL, the deposition and coating conditions can be similar to those for forming the HIL. However, the deposition and coating conditions can vary depending on the compound used to form the PAL.

[0787] The photoactive layer can be a light-emitting layer or a light-absorbing layer, especially a light-emitting layer.

[0788] Emitting layer (EML)

[0789] According to an embodiment of the present invention, the organic electronic device may further include an emitting layer, wherein the emitting layer is disposed between the anode layer and the cathode layer.

[0790] The EML can be formed on the HTL by vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. When the EML is formed by vacuum deposition or spin coating, the deposition and coating conditions can be similar to those for forming the HIL. However, the deposition and coating conditions can vary depending on the compound used to form the EML.

[0791] The emissive layer (EML) can be formed by a combination of a host and an emitter dopant. Examples of the host are Alq3, 4,4'-N,N'-dicarbazole-biphenyl (CBP), poly(n-vinylcarbazole) (PVK), 9,10-bis(naphthalen-2-yl)anthracene (ADN), 4,4',4”-tris(carbazol-9-yl)-triphenylamine (TCTA), 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBI), 3-tert-butyl-9,10-di-2-naphthylanthracene (TBADN), distyrylarylene (DSA), and zinc bis(2-(2-hydroxyphenyl)benzothiazole) (Zn(BTZ)2).

[0792] The emitter dopant can be a phosphorescent or fluorescent emitter. Phosphorescent emitters and emitters that emit light via the thermally activated delayed fluorescence (TADF) mechanism can be preferred due to their higher efficiency. The emitter can be a small molecule or a polymer.

[0793] Examples of red emitter dopants are PtOEP, Ir(piq)3, and Btp2Ir(acac), but are not limited thereto. These compounds are phosphorescent emitters. However, fluorescent red emitter dopants can also be used.

[0794] Examples of phosphorescent green emitter dopants are Ir(ppy)3 (ppy = phenylpyridine), Ir(ppy)2(acac), and Ir(mpyp)3.

[0795] Examples of phosphorescent blue emitter dopants are: F2Irpic, (F2ppy)2Ir(tmd), and Ir(dfppz)3; and terfluorene. 4,4'-bis(4-diphenylaminostyryl)biphenyl (DPAVBi), 2,5,8,11-tetra-tert-butylperylene (TBPe) are examples of fluorescent blue emitter dopants.

[0796] Based on 100 parts by weight of the host, the amount of the emitter dopant can be in the range of about 0.01 to about 50 parts by weight. Alternatively, the emissive layer can be composed of an emissive polymer. The EML can have a thickness of about 10 nm to about 100 nm, for example, about 20 nm to about 60 nm. When the thickness of the EML is within this range, the EML can have excellent light emission without causing substantial damage to the driving voltage.

[0797] Hole blocking layer (HBL)

[0798] A hole blocking layer (HBL) can be formed on the EML by using vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. to prevent holes from diffusing into the ETL. When the EML contains a phosphorescent dopant, the HBL can also have a triplet exciton blocking function.

[0799] The HBL can also be named as an auxiliary ETL or a-ETL.

[0800] When the HBL is formed by using vacuum deposition or spin coating, the deposition and coating conditions can be similar to those for forming the HIL. However, the deposition and coating conditions can vary with the compound used for forming the HBL. Any compound commonly used for forming the HBL can be used. Examples of the compound for forming the HBL include diazole derivatives, triazole derivatives, phenanthroline derivatives, and azide derivatives, preferably triazine or pyrimidine derivatives.

[0801] The thickness of the HBL can be in the range of about 5 nm to about 100 nm, for example, about 10 nm to about 30 nm. When the thickness of the HBL is within this range, the HBL can have excellent hole blocking properties without causing substantial damage to the driving voltage.

[0802] Electron transport layer (ETL)

[0803] The organic electronic device according to the present invention may further include at least one electron transport layer (ETL). According to one embodiment of the present invention, the at least one electron transport layer is included in one of the at least two light-emitting units, and preferably, at least one electron transport layer is included in each light-emitting unit.

[0804] According to another embodiment of the present invention, the electron transport layer may further include an azide compound, preferably a pyridine, pyrimidine, or triazine compound, and most preferably a triazine compound or a pyrimidine compound.

[0805] According to another embodiment of the present invention, the electron transport layer may further include 2-(1,1'-biphenyl]-4-yl)-4-(9,9-diphenyl-9H-fluoren-4-yl)-6-phenyl-1,3,5-triazine, 2-(3-(2,6-dimethylpyridin-3-yl)-5-(phenanthren-9-yl)phenyl)-4,6-diphenyl-1,3,5-triazine, 3'-(4-phenyl-6-(spiro[fluorene-9,9'-xanthene]-2'-yl)-1,3,5-triazin-2-yl)-[1,1'-biphenyl]-4-carbonitrile, and 4'-(4-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)naphthalen-1-yl)-[1,1'-biphenyl]-4-carbonitrile.

[0806] In one embodiment, the electron transport layer may further comprise a dopant selected from alkali metal organic complexes, preferably LiQ.

[0807] The thickness of the ETL may be in the range of about 15 nm to about 50 nm, for example, in the range of about 20 nm to about 40 nm. When the thickness of the ETL is within this range, the ETL may have satisfactory electron injection characteristics without substantially damaging the driving voltage.

[0808] According to another embodiment of the present invention, the organic electronic device may further comprise a hole blocking layer and an electron transport layer, wherein the hole blocking layer and the electron transport layer comprise an azide compound. Preferably, the azide compound is a pyridine, pyrimidine or triazine compound, most preferably a triazine compound.

[0809] Electron injection layer (EIL)

[0810] On the ETL, preferably closest to the cathode, more preferably directly on the electron transport layer, an optional EIL that can facilitate electron injection from the cathode may be formed. Examples of materials for forming the EIL include lithium 8-hydroxyquinoline (LiQ), LiF, NaCl, CsF, Li2O, BaO, Ca, Ba, Yb, Mg known in the art. The deposition and coating conditions for forming the EIL are similar to those for forming the HIL, but the deposition and coating conditions may vary depending on the material used to form the EIL.

[0811] The thickness of the EIL may be in the range of about 0.1 nm to about 10 nm, for example, in the range of about 0.5 nm to about 9 nm. When the thickness of the EIL is within this range, the EIL may have satisfactory electron injection properties without substantially damaging the driving voltage.

[0812] Cathode layer

[0813] The cathode layer is formed on the ETL or the optional EIL. The cathode layer may be formed of a metal, alloy, conductive compound or a mixture thereof. The cathode electrode may have a low work function. For example, the cathode layer may be formed of lithium (Li), magnesium (Mg), aluminum (Al), aluminum (Al)-lithium (Li), calcium (Ca), barium (Ba), ytterbium (Yb), magnesium (Mg)-indium (In), magnesium (Mg)-silver (Ag), etc. Alternatively, the cathode electrode may be formed of a transparent conductive oxide such as ITO or IZO.

[0814] The thickness of the cathode layer may be in the range of about 5 nm to about 1000 nm, for example, in the range of about 10 nm to about 100 nm. When the thickness of the cathode layer is in the range of about 5 nm to about 50 nm, the cathode layer may be transparent or translucent even if formed of a metal or metal alloy.

[0815] In a preferred embodiment, the cathode layer comprises a metal or a metal alloy and is transparent.

[0816] It should be understood that the cathode layer is not part of the electron injection layer or the electron transport layer.

[0817] Method:

[0818] The present invention also relates to a method for manufacturing an organic light emitting device, preferably an organic electroluminescent device as described above, comprising the following steps:

[0819] - Forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant;

[0820] - Forming an intermediate layer by depositing a hole transport compound, the hole transport compound mainly consisting of at least one compound selected from arylamine, diarylamine, triarylamine, formula (Ia) or formula (Ib);

[0821] - Forming a p-type charge generation layer by depositing a hole transport matrix compound and depositing a compound of formula (II), the hole transport matrix compound mainly consisting of at least one compound selected from formula (Ia) or formula (Ib);

[0822] All details and specifications can be applied with necessary adjustments.

[0823] According to an embodiment of the present invention, the method for manufacturing the organic electroluminescent device as described above comprises the following steps:

[0824] - Forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant;

[0825] - Forming an intermediate layer directly on the n-type charge generation layer by depositing a hole transport compound, the hole transport compound mainly consisting of at least one compound selected from formula (Ia) or formula (Ib);

[0826] - Forming a p-type charge generation layer by depositing a hole transport matrix compound and depositing a compound of formula (II), the hole transport matrix compound mainly consisting of at least one compound according to formula (Ia) or formula (Ib);

[0827] Wherein the hole transport compound and the hole transport matrix compound are selected to be the same or different.

[0828] According to an embodiment of the present invention, the method for manufacturing the organic electroluminescent device as described above comprises the following steps:

[0829] - Forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant;

[0830] - Forming an intermediate layer by depositing a hole-transporting compound, the hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0831] - Directly forming a p-type charge generation layer on the intermediate layer by depositing a hole-transporting matrix compound and depositing a compound of formula (II), the hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0832] Wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0833] According to one embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0834] - Forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant;

[0835] - Directly forming an intermediate layer on the n-type charge generation layer by depositing a hole-transporting compound, the hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0836] - Directly forming a p-type charge generation layer on the intermediate layer by depositing a hole-transporting matrix compound and depositing a compound of formula (II), the hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0837] Wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0838] According to one embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0839] - Providing a deposition source for depositing a compound of formula (II) according to the present invention; and

[0840] - Providing a deposition source for depositing a hole-transporting compound selected from arylamine, diarylamine, triarylamine, formula (VII) and (VIII) and a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0841] Or providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (Ia) or formula (Ib), and providing a deposition source for depositing a compound of formula (II),

[0842] - Providing a deposition source for depositing a matrix compound;

[0843] - Providing a deposition source for depositing a metal dopant;

[0844] - Forming an n-type charge generation layer by depositing a matrix compound released from a deposition source and a metal dopant released from the deposition source;

[0845] - Forming an intermediate layer by depositing a hole-transporting compound released from a deposition source, the hole-transporting compound being mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0846] - Forming a p-type charge generation layer by depositing a hole-transporting matrix compound released from a deposition source and a compound of formula (II) released from the deposition source, the hole-transporting matrix compound being mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0847] wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0848] According to an embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0849] - Providing a deposition source for depositing a compound of formula (II) according to the present invention, and

[0850] - Providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) and a hole-transporting matrix compound according to formula (VII) or (VIII);

[0851] Or providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (VII) and formula (VIII), and providing a deposition source for depositing a compound of formula (II),

[0852] - Providing a deposition source for depositing a matrix compound;

[0853] - Providing a deposition source for depositing a metal dopant;

[0854] - Forming an n-type charge generation layer by depositing a matrix compound released from a deposition source and a metal dopant released from the deposition source;

[0855] - Directly forming an intermediate layer on the n-type charge generation layer by depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from a deposition source;

[0856] - Forming a p-type charge generation layer by depositing a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from a deposition source and a compound of formula (II) released from the deposition source;

[0857] The hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0858] According to one embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0859] - Providing a deposition source for depositing the compound of formula (II) according to the present invention, and

[0860] - Providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) and a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0861] Or providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (VII) and (VIII), and providing a deposition source for depositing the compound of formula (II);

[0862] - Providing a deposition source for depositing a matrix compound;

[0863] - Providing a deposition source for depositing a metal dopant;

[0864] - Forming an n-type charge generation layer by depositing the matrix compound released from the deposition source and the metal dopant released from the deposition source;

[0865] - Forming an intermediate layer by depositing a hole-transporting compound mainly composed of at least one compound according to formula (Ia) or formula (Ib) released from the deposition source,

[0866] - Directly forming a p-type charge generation layer on the intermediate layer by depositing a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the deposition source and the compound of formula (II) released from the deposition source;

[0867] The hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0868] According to one embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0869] - Providing a deposition source for depositing the compound of formula (II) according to the present invention, and

[0870] - Providing a deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (VII) or (VIII) and a hole-transporting matrix compound mainly composed of at least one compound of formula (Ia) or formula (Ib);

[0871] Alternatively, provide a deposition source to deposit a hole transport compound mainly composed of at least one compound selected from arylamines, diarylamines, triarylamines, compounds of formula (Ia) or formula (Ib), and provide a deposition source to deposit a compound of formula (II).

[0872] - Provide a deposition source to deposit a matrix compound;

[0873] - Provide a deposition source to deposit a metal dopant;

[0874] - Form an n-type charge generation layer by depositing a matrix compound released from the deposition source and a metal dopant released from the deposition source;

[0875] - Directly form an intermediate layer on the n-type charge generation layer by depositing a hole transport compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the deposition source;

[0876] - Directly form a p-type charge generation layer on the intermediate layer by depositing a hole transport matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the deposition source and a compound of formula (II) released from the deposition source;

[0877] wherein the hole transport compound and the hole transport matrix compound are selected to be the same or different.

[0878] According to an embodiment of the present invention, the method for preparing an organic light-emitting device includes the following steps:

[0879] - Provide a first deposition source to deposit a compound of formula (II) according to the present invention, and

[0880] - Provide a second deposition source to deposit a hole transport compound mainly composed of at least one compound according to formula (Ia) and formula (Ib) and a hole transport matrix compound according to formula (Ia) or (Ib);

[0881] Alternatively, provide a second deposition source to deposit a hole transport compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib), and provide a second main deposition source to deposit a compound of formula (II);

[0882] - Provide a third deposition source to deposit a matrix compound;

[0883] - Provide a fourth deposition source to deposit a metal dopant;

[0884] - Form an n-type charge generation layer by depositing a matrix compound released from the third deposition source and a metal dopant released from the fourth deposition source;

[0885] - Forming an intermediate layer by depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from a first deposition source;

[0886] - Forming a p-type charge generation layer by depositing a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from a second or second main deposition source and a compound of formula (II) released from the first deposition source;

[0887] wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0888] According to an embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0889] - Providing a first deposition source for depositing a compound of formula (II) according to the present invention, and

[0890] - Providing a second deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) and a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0891] Or providing a second deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib), and providing a second main deposition source for depositing a compound of formula (II);

[0892] - Providing a third deposition source for depositing a matrix compound;

[0893] - Providing a fourth deposition source for depositing a metal dopant;

[0894] - Forming an n-type charge generation layer by depositing the matrix compound released from the third deposition source and the metal dopant released from the fourth deposition source;

[0895] - Directly forming an intermediate layer on the n-type charge generation layer by depositing a hole-transporting compound selected from arylamine, diarylamine, triarylamine, formula (VII) and (VIII) released from the first deposition source;

[0896] - Forming a p-type charge generation layer by depositing a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from a second or second main deposition source and a compound of formula (II) released from the first deposition source;

[0897] wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0898] According to an embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0899] - Providing a first deposition source for depositing the compound of formula (II) according to the present invention, and

[0900] - Providing a second deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) and a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0901] Or providing a second deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib), and providing a second main deposition source for depositing the compound of formula (II),

[0902] - Providing a third deposition source for depositing a matrix compound;

[0903] - Providing a fourth deposition source for depositing a metal dopant;

[0904] - Forming an n-type charge generation layer by depositing the matrix compound released from the third deposition source and the metal dopant released from the fourth deposition source;

[0905] - Forming an intermediate layer by depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the first deposition source,

[0906] - Directly forming a p-type charge generation layer on the intermediate layer by depositing a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the second or second main deposition source and the compound of formula (II) released from the first deposition source;

[0907] wherein the hole-transporting compound and the hole-transporting matrix compound are selected to be the same or different.

[0908] According to an embodiment of the present invention, the method for preparing an organic electroluminescent device includes the following steps:

[0909] - Providing a first deposition source for depositing the compound of formula (II) according to the present invention, and

[0910] - Providing a second deposition source for depositing a hole-transporting compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) and a hole-transporting matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib);

[0911] Alternatively, provide a second deposition source for depositing a hole transport compound mainly composed of at least one compound selected from arylamines, diarylamines, triarylamines, and compounds of formulas (VII) and (VIII), and provide a second main deposition source for depositing a compound of formula (II);

[0912] - Provide a third deposition source for depositing a matrix compound;

[0913] - Provide a fourth deposition source for depositing a metal dopant;

[0914] - Form an n-type charge generation layer by depositing a matrix compound released from the third deposition source and a metal dopant released from the fourth deposition source;

[0915] - Directly form an intermediate layer on the n-type charge generation layer by depositing a hole transport compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the first deposition source;

[0916] - Directly form a p-type charge generation layer on the intermediate layer by depositing a hole transport matrix compound mainly composed of at least one compound selected from formula (Ia) or formula (Ib) released from the second or second main deposition source and a compound of formula (II) released from the first deposition source;

[0917] wherein the hole transport compound and the hole transport matrix compound are selected to be the same or different. According to one embodiment of the present invention, the hole transport matrix compound of the p-type charge generation layer is selected from a compound of formula (Ia) or a compound of formula (Ib).

[0918] According to one embodiment of the present invention, the hole transport matrix compound of the p-type charge generation layer is selected from a compound of formula (Ia).

[0919] According to one embodiment of the present invention, the hole transport compound of the intermediate layer is selected from a compound of formula (Ia) or a compound of formula (Ib).

[0920] According to one embodiment of the present invention, the hole transport compound of the intermediate layer is selected from a compound of formula (Ia).

[0921] According to one embodiment of the present invention, the hole transport compound of the intermediate layer is selected from a compound of formula (Ia) or a compound of formula (Ib), and the hole transport matrix compound of the p-type charge generation layer is selected from a compound of formula (Ia) or a compound of formula (Ib).

[0922] According to one embodiment of the present invention, the hole transport compound of the intermediate layer is selected from a compound of formula (Ia), and the hole transport matrix compound of the p-type charge generation layer is selected from a compound of formula (Ia).

[0923] According to one embodiment, the method may further include forming at least one layer selected from the following on the anode electrode: forming a hole transport layer or forming a hole blocking layer, a light emitting layer, and an n-type charge generation layer between the anode electrode and the cathode layer.

[0924] Suitable deposition methods include:

[0925] - Deposition by vacuum thermal evaporation;

[0926] - Deposition by solution processing, preferably, the processing is selected from spin coating, printing, casting; and / or

[0927] - Slot die coating.

[0928] Preferably, the deposition method is vacuum thermal evaporation.

[0929] Arrangement of an organic light-emitting device

[0930] According to one embodiment of the present invention, the organic electroluminescent device is an organic light emitting diode.

[0931] According to a preferred embodiment of the present invention, the organic electroluminescent device is an organic light emitting diode, wherein light is emitted through the cathode layer.

[0932] The present invention also relates to a display device comprising the organic electroluminescent device according to the present invention.

[0933] According to a preferred embodiment of the present invention, the display device comprises the organic electroluminescent device according to the present invention, wherein the cathode layer is transparent. Description of the Drawings

[0934] The above components, as well as the claimed components and the components used in the embodiments according to the present invention, are not limited by any special exceptions in terms of their size, shape, material selection, and technical concept, and thus the known selection criteria in the relevant fields can be applied without limitation.

[0935] Other details, features, and advantages of the subject matter of the present invention are disclosed in the dependent claims and the description of the following respective drawings, which show, by way of example, the preferred embodiments according to the present invention. However, any embodiment does not necessarily represent the entire scope of the present invention, and thus the scope of the present invention is to be interpreted by reference to the claims and the present text. It should be understood that the above general description and the following detailed description are both exemplary and explanatory and are intended to further illustrate the claimed present invention.

[0936] Figure 1 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention.

[0937] Figure 2 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0938] Figure 3 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0939] Figure 4 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0940] Figure 5 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0941] Figure 6 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0942] Figure 7 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0943] Figure 8 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0944] Figure 9 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0945] Figure 10 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0946] Figure 11 It is a schematic cross-sectional view of a stacked organic electroluminescent device according to another exemplary embodiment of the present invention.

[0947] Figure 12 It is a schematic cross-sectional view of the anode layer 120 on the substrate 110.

[0948] Hereinafter, the drawings will be described in more detail with reference to the embodiments. However, the present invention is not limited to the following drawings.

[0949] Here, when a first element is said to be formed or disposed "on" a second element, the first element can be directly disposed on the second element, or one or more other elements can be disposed therebetween. When the first element is said to be "directly" formed or disposed "on" the second element, no other element is disposed therebetween.

[0950] Figure 1 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0951] Reference Figure 1 , the organic electroluminescent device 100 includes an anode layer 120, a first light-emitting unit 140, and a first intermediate connection region (ICR1) 150. The first intermediate connection region (ICR1) 150 includes a first n-type charge generation layer (n-CGL1) 151, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152. The n-type charge generation layer (n-CGL1) includes a host compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound, and the first p-type charge generation layer (p-CGL1) 152 includes a hole transport host compound and a compound of formula (II) as a quinone-type compound. The organic electroluminescent device 100 further includes a second light-emitting unit 240 and a cathode layer (CAT) 190.

[0952] Figure 2 is a schematic cross-sectional view of a stacked organic electroluminescent device 100 according to another exemplary embodiment of the present invention. Figure 2 Differing from Figure 1 is that Figure 1 the organic electroluminescent device 100 of also includes a second intermediate connection region (ICR2) 250 disposed on the second light-emitting unit 240. The second intermediate connection region (ICR2) 250 includes a second n-type charge generation layer (n-CGL2) 251, a second intermediate layer (IL2) 253, and a second p-type charge generation layer (p-GCL2) 252. The second n-type charge generation layer (n-CGL2) 251 may optionally further include a host compound and a metal dopant. The second intermediate layer (IL2) 253 may optionally further include a hole transport compound, and the second p-type charge generation layer (p-CGL2) 252 may optionally further include a hole transport host compound and a compound of formula (II) as a quinone-type compound. Wherein Figure 2 the organic electroluminescent device 100 of further differs from Figure 1 in that it further includes a third light-emitting unit 340 disposed on the second intermediate connection region (ICR2) 250. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0953] Figure 3It is a schematic cross-sectional view of a stacked organic electroluminescent device 100 according to another exemplary embodiment of the present invention. Figure 3 Different from Figure 2 that, Figure 2 the organic electroluminescent device 100 of Figure 3 also includes a third intermediate connection region (ICR3) 350 disposed on the third light-emitting unit 340. The third intermediate connection region (ICR3) 350 includes a third n-type charge generation layer (n-CGL3) 351, a third intermediate layer (IL3) 353, and a third p-type charge generation layer (p-GCL3) 352. The third n-type charge generation layer (n-CGL3) 351 may optionally further include a matrix compound and a metal dopant. The third intermediate layer (IL3) 353 may optionally further include a hole transport compound. And the third p-type charge generation layer (p-CGL3) 352 may optionally further include a hole transport matrix compound and a compound of formula (II) as a quinone-type compound. Wherein Figure 3 the organic electroluminescent device 100 of Figure 2 is further different in that it further includes a fourth light-emitting unit 440 disposed on the third intermediate connection region (ICR3) 350. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[0954] Figure 4 It is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0955] Referring to Figure 4 , the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145. The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162. The organic electroluminescent device 100 further includes a second light-emitting unit 240. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0956] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) disposed on the second light-emitting unit 240. The first intermediate connection region (ICR1) includes an n-type first charge generation layer (n-CGL1) 151, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0957] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the first intermediate connection region (ICR1) 150. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0958] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0959] Figure 5 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0960] Reference Figure 5, the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145. The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) disposed on the first light-emitting unit 140. The first intermediate connection region (ICR1) includes a first n-type charge generation layer (n-CGL1) 151 of the first intermediate connection region, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-GCL1) of the first intermediate connection region. The first n-type charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0961] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the first intermediate connection region (ICR1) 150. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0962] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 disposed on the second light-emitting unit 240 and a p-type charge generation layer 162 disposed on the n-type charge generation layer 161.

[0963] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the p-type charge generation layer 162. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0964] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0965] Figure 6 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0966] Reference Figure 6 The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145. The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162. The organic electroluminescent device 100 further includes a second light-emitting unit 240. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0967] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the second light-emitting unit 240. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. The first p-type charge generation layer (p-CGL1) of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone compound.

[0968] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the first intermediate connection region (ICR1) 150. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0969] The organic electroluminescent device 100 further includes a second intermediate connection region (ICR2) 250 disposed on the third light-emitting unit 340. The second intermediate connection region (ICR2) 250 includes an n-type second charge generation layer (n-CGL2) 251 of the second intermediate connection region, a second intermediate layer (IL2) 253, and a second p-type charge generation layer (p-CGL2) 252 of the second intermediate connection region. The n-type second charge generation layer (n-CGL2) 251 of the second intermediate connection region may optionally further include a matrix compound and a metal dopant. The second intermediate layer (IL2) 253 may optionally further include a hole transport compound. And the second p-type charge generation layer (p-CGL2) 252 of the second intermediate connection region may optionally further include a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0970] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the second intermediate connection region (ICR2) 250. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[0971] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0972] Figure 7 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0973] Reference Figure 7 to, the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145.

[0974] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the first light-emitting unit 140. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0975] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the first intermediate connection region (ICR1) 150. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0976] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162.

[0977] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the p-type charge generation layer 162. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0978] The organic electroluminescent device 100 further includes a second intermediate connection region (ICR2) 250 disposed on the third light-emitting unit 340. The second intermediate connection region (ICR2) 250 includes an n-type second charge generation layer (n-CGL2) 251, a second intermediate layer (IL2) 253, and a second p-type charge generation layer (p-CGL2) 252 of the second intermediate connection region. The n-type second charge generation layer (n-CGL2) 251 of the second intermediate connection region may optionally further include a matrix compound and a metal dopant. The second intermediate layer (IL2) 253 may optionally further include a hole transport compound. And the second p-type charge generation layer (p-CGL3) 252 of the second intermediate connection region may optionally further include a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0979] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the second intermediate connection region (ICR2) 250. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[0980] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0981] Figure 8 It is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0982] Reference Figure 8 , the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145.

[0983] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the first light-emitting unit 140. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0984] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the first intermediate connection region (ICR1) 150. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0985] The organic electroluminescent device 100 further includes a second intermediate connection region (ICR2) 250 disposed on the second light-emitting unit 240. The second intermediate connection region (ICR2) 250 includes an n-type second charge generation layer (n-CGL2) 251, a second intermediate layer (IL2) 253, and a second p-type charge generation layer (p-CGL2) 252 of the second intermediate connection region. The n-type second charge generation layer (n-CGL2) 251 of the second intermediate connection region may optionally further include a matrix compound and a metal dopant. The second intermediate layer (IL2) 253 may optionally further include a hole transport compound. And the second p-type charge generation layer (p-CGL3) 252 of the second intermediate connection region may optionally further include a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0986] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the second intermediate connection region (ICR2) 250. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0987] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162.

[0988] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the p-type charge generation layer 162. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[0989] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0990] Figure 9 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[0991] Reference Figure 9, the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145.

[0992] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162.

[0993] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the p-type charge generation layer 162. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[0994] The organic electroluminescent device 100 further includes an n-type charge generation layer 261 and a p-type charge generation layer 262.

[0995] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the p-type charge generation layer 262. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[0996] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the third light-emitting unit 340. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[0997] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the first intermediate connection region (ICR1) 150. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[0998] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[0999] Figure 10 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[1000] Reference Figure 10 , the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145.

[1001] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the first light-emitting unit 140. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[1002] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the first intermediate connection region (ICR1) 150. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[1003] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162.

[1004] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the p-type charge generation layer 162. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[1005] The organic electroluminescent device 100 further includes an n-type charge generation layer 261 and a p-type charge generation layer 262.

[1006] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the p-type charge generation layer 262. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[1007] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[1008] Figure 11 It is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention.

[1009] Reference Figure 11 , the organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, and a first light-emitting unit 140. The first light-emitting unit 140 includes a first hole transport layer (HTL1) 141, a first electron blocking layer (EBL1) 142, a first light-emitting layer (EML1) 143, a first hole blocking layer (HBL1) 144, and a first electron transport layer (ETL1) 145.

[1010] The organic electroluminescent device 100 further includes an n-type charge generation layer 161 and a p-type charge generation layer 162.

[1011] The organic electroluminescent device 100 further includes a second light-emitting unit 240 disposed on the p-type charge generation layer 162. The second light-emitting unit 240 includes a second hole transport layer (HTL2) 241, a second electron blocking layer (EBL2) 242, a second light-emitting layer (EML2) 243, a second hole blocking layer (HBL2) 244, and a second electron transport layer (ETL2) 245.

[1012] The organic electroluminescent device 100 further includes a first intermediate connection region (ICR1) 150 disposed on the second light-emitting unit 240. The first intermediate connection region (ICR1) 150 includes an n-type first charge generation layer (n-CGL1) 151, a first intermediate layer (IL1) 153, and a first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region. The n-type first charge generation layer (n-CGL1) 151 of the first intermediate connection region includes a matrix compound and a metal dopant. The first intermediate layer (IL1) 153 includes a hole transport compound. And the first p-type charge generation layer (p-CGL1) 152 of the first intermediate connection region includes a hole transport matrix compound and a compound of formula (II) as a quinone-type compound.

[1013] The organic electroluminescent device 100 further includes a third light-emitting unit 340 disposed on the intermediate connection region (ICR1) 150. The third light-emitting unit 340 includes a third hole transport layer (HTL3) 341, a third electron blocking layer (EBL3) 342, a third light-emitting layer (EML3) 343, a third hole blocking layer (HBL3) 344, and a third electron transport layer (ETL3) 345.

[1014] The organic electroluminescent device 100 further includes an n-type charge generation layer 261 and a p-type charge generation layer 262.

[1015] The organic electroluminescent device 100 further includes a fourth light-emitting unit 440 disposed on the p-type charge generation layer 262. The fourth light-emitting unit 440 includes a fourth hole transport layer (HTL4) 441, a fourth electron blocking layer (EBL4) 442, a fourth light-emitting layer (EML4) 443, a fourth hole blocking layer (HBL4) 444, and a fourth electron transport layer (ETL4) 445.

[1016] The organic electroluminescent device 100 further includes an electron injection layer (EIL) 180 and a cathode layer (CAT) 190.

[1017] Figure 12 It is a schematic cross-sectional view of the anode layer 120 on the substrate 110. The anode layer 120 includes a first anode sub-layer 121, a second anode sub-layer 122, and a third anode sub-layer 123.

[1018] Hereinafter, one or more exemplary embodiments of the present invention will be described in detail with reference to the following examples. However, these examples are not intended to limit the purpose and scope of one or more exemplary embodiments of the present invention. Detailed Description of the Invention

[1019] The present invention is further illustrated by the following examples, which are illustrative only and not binding.

[1020] The compound of formula (II) can be prepared by methods known in the art such as US2005121667A1 or as described below.

[1021] Scheme 1: Method for preparing the compound of formula (II)

[1022]

[1023] Starting material E is converted to intermediate A

[1024] The conversion of the diketone to the dihalide is achieved using the procedure of Bucsis and Friedrichs, which was published in Chem. Ber. 1976, 109, 2462–2468.

[1025] Intermediate B (conditions a / b)

[1026] In a three-necked round-bottom flask equipped with a reflux condenser, dropping funnel, and septum, 2.4 equivalents of sodium hydride are suspended in dry DMF and cooled to below 10 °C using an ice bath under an inert gas atmosphere. After dropping a solution of 2.3 equivalents of XH2 in anhydrous DMF (condition b: anhydrous DME), the mixture is stirred at 0 to 10 °C for 15 minutes. Then 1 equivalent of compound A (starting material or intermediate) is added as a single portion (condition b: subsequently add 0.05 equivalent of catalyst), and the mixture is stirred at 0 °C for 15 minutes, at room temperature for 15 minutes, and at 80 °C (reflux under condition b) overnight. If the reaction is incomplete the next morning, the reaction mixture is added dropwise to a suspension of an additional amount of compound B deprotonated with a small excess of sodium hydride (0.6 to 2.1 equivalents respectively) and stirred at 80 °C for a further 24 hours. After completion of the reaction, the mixture is poured into an ice / water mixture and acidified with hydrochloric acid. The aqueous phase is extracted twice with ethyl acetate, then the organic phase is washed three times with semi-concentrated brine, then with concentrated brine, then dried over sodium sulfate. After removal of the solvent, the product is stirred in DCM at room temperature overnight, filtered and redissolved in a small amount of ethyl acetate. Then the concentrated solution is added dropwise to 8-fold excess of dichloromethane. The precipitated product is filtered, washed twice with dichloromethane and dried.

[1027] Intermediate C

[1028] In a three-necked round-bottom flask equipped with a reflux condenser, a dropping funnel, and a septum, 1.2 - 1.6 equivalents of sodium hydride are suspended in dry DME and cooled to below 10 °C using an ice bath under an inert gas atmosphere. After dropping in a solution of 1.1 - 1.5 equivalents of XH2 in dry DME, the mixture is stirred at 0 to 10 °C for 15 minutes. Then 1 equivalent of compound A (starting material or intermediate) is added as a single portion of solid, and the mixture is stirred at 0 °C for 15 minutes and then at room temperature overnight. If the reaction is found to be incomplete the next morning, the reaction mixture is added dropwise to a suspension of an additional XH2 deprotonated with a small excess of sodium hydride (0.6 to 1.1 equivalents respectively), and the mixture is further stirred at room temperature for 24 hours. After the reaction is complete, the mixture is poured into an ice / water mixture and acidified with hydrochloric acid. The aqueous phase is extracted twice with ethyl acetate, then the organic phase is washed three times with semi-concentrated brine, then with concentrated brine, and dried over sodium sulfate. After removing the solvent, the product is stirred in toluene at room temperature overnight, filtered, washed several times with toluene, and dried.

[1029] Intermediate D

[1030] In a three-necked round-bottom flask equipped with a reflux condenser, a dropping funnel, and a septum, 1.5 equivalents of sodium hydride are suspended in dry DMF and cooled to below 10 °C using an ice bath under an inert gas atmosphere. After dropping in a solution of 1.4 equivalents of XH2 in anhydrous DMF, the mixture is stirred at 0 °C to 10 °C for 15 minutes. Then 1 equivalent of solid intermediate C is added in one portion, and the mixture is stirred at 0 °C for 15 minutes, at room temperature for 15 minutes, and at 80 °C overnight. If the reaction is incomplete the next morning, the reaction mixture is added dropwise to a suspension of an additional compound XH2 deprotonated with a small excess of sodium hydride (0.6 to 1.6 equivalents respectively), and the mixture is further stirred at 80 °C for 24 hours. After the reaction is complete, the mixture is poured into an ice / water mixture and acidified with hydrochloric acid. The aqueous phase is extracted twice with ethyl acetate, the organic phase is washed three times with semi-concentrated brine, then with concentrated brine, and dried over sodium sulfate. After removing the solvent, the product is stirred in DCM at room temperature overnight, filtered and redissolved in a small amount of ethyl acetate. Then the concentrated solution is added dropwise to 8-fold excess of dichloromethane. The precipitated product is filtered, washed twice with dichloromethane, and dried.

[1031] Compound (II) derived from intermediate B / D

[1032] Before oxidation, intermediate B / intermediate D was converted to the potassium salt by suspension in potassium carbonate solution. The salt was then extracted with ethyl acetate and the solution concentrated in vacuo. The potassium salt was precipitated by dropwise addition of the concentrated solution to excess n-hexane and filtered. After drying in vacuo for 2 h, the potassium salt was suspended in dry DCM under an inert gas atmosphere, 1.1 equivalents of PIFA were added in one portion and the mixture stirred overnight at room temperature in the dark. The product was filtered, washed three times with DCM and purified by filtration from the mother liquor washed with chloroform by stirring in 50% acetic acid and then in hot chloroform. The product can be further purified by methods known in the art such as US2005121667A1.

[1033] Compound (II) derived from starting material E

[1034] The conversion of diketone to quinodimethane was achieved using Lehnerts reagent as described in J. Org. Chem. 1995, 60, 13, 4077–4084. N,N-Dicyanoquinodimethane was synthesized using bis(trimethylsilyl)carbodiimide according to the Hünigs and Aumüllers protocol (Liebigs Annalen der Chemie 1986(1), 142-164).

[1035] Calculated HOMO and LUMO

[1036] The HOMO and LUMO were calculated using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany). The optimal geometry of the molecular structure as well as the HOMO and LUMO energy levels were determined by applying the hybrid functional B3LYP and the 6-31G* basis set in the gas phase. If more than one conformation was feasible, the conformation with the lowest total energy was selected.

[1037] General procedure for manufacturing an OLED

[1038] For the examples, a glass substrate with an anode layer was cut to a size of 50 mm × 50 mm × 0.7 mm, the anode layer comprising a first anode sublayer of 8 nm ITO, a second anode sublayer of 120 nm Ag and a third anode sublayer of 10 nm ITO, ultrasonically washed with water for 60 minutes and then ultrasonically washed with isopropanol for 20 minutes. The liquid film was removed in a nitrogen stream and then plasma treatment was carried out to prepare the anode layer. The plasma treatment was carried out in a nitrogen atmosphere or in an atmosphere comprising 98 vol% nitrogen and 2 vol% oxygen.

[1039] Then, a hole injection layer (HIL) with a thickness of 10 nm is formed on the anode layer by co-depositing 99 wt% of compound F16 (N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine) and 1 wt% of 4,4',4”-((1E,1'E,1”E)-cyclopropane-1,2,3-triyltris(cyanomethylidene))tris(2,3,5,6-tetrafluorobenzonitrile).

[1040] Then, a first hole transport layer (HTL1) with a thickness of 29 nm is formed on the HIL by depositing compound F16 (N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine).

[1041] Then, a first electron blocking layer (EBL1) with a thickness of 5 nm is formed on the HTL1 by depositing compound N,N-bis([1,1'-biphenyl]-4-yl)-3'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine.

[1042] Then, a first emitting layer (EML1) with a thickness of 19 nm is formed on the EBL1 by co-depositing 99 vol% of 7-(phenyl-2,3,4,5,6-d)-1-[10-(phenyl-2,3,4,5,6-d)-9-anthryl]dibenzofuran [2457172-82-4] as the EML host and 1 vol% of 2,7,11-tris(1,1-dimethylethyl)-5,9-bis[4-(1,1-dimethylethyl)phenyl]5H,9H-[1]benzothieno[2′,3′:5,6][1,4]azaborolo[2,3,4-kl]benzazaborole [2482607-57-6] as the fluorescent blue dopant.

[1043] Then, a first electron transport layer (ETL1) with a thickness of 20 nm is formed on the first emitting layer by depositing 2,2'-(1,3-phenylene)bis[9-phenyl-1,10-phenanthroline].

[1044] Then, an n-CGL with a thickness of 15 nm is formed on the ETL by co-depositing 99 vol% of compound 2,2'-(1,3-phenylene)bis[9-phenyl-1,10-phenanthroline] and 2 vol% of Yb.

[1045] Then, an intermediate layer with a thickness of 1xx nm is formed on the n-CGL by depositing the compound in Table 1 (the same as the p-CGL matrix).

[1046] Then, a p-CGL with a thickness of 10 nm was formed on the intermediate layer by co-depositing 93 vol% of the compound of Table 1 (the same as the compound of the intermediate layer) as the matrix compound and 7 vol% of the compound of formula (I) or the comparative compound. The composition of the p-CGL is shown in Tables 2 and 3.

[1047] Then, a second hole transport layer (HTL2) with a thickness of 43 nm was formed on the p-CGL by depositing the compound of Table 1 (the same as the p-CGL matrix).

[1048] Then, a second electron blocking layer (EBL2) with a thickness of 5 nm was formed on the HTL2 by depositing the compound N,N-bis([1,1'-biphenyl]-4-yl)-3'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine.

[1049] Then, a second emitting layer (EML2) with a thickness of 19 nm was formed on the EBL2 by co-depositing 99 vol% of 7-(phenyl-2,3,4,5,6-d)-1-[10-(phenyl-2,3,4,5,6-d)-9-anthryl]dibenzofuran [2457172-82-4] as the EML host and 1 vol% of 2,7,11-tris(1,1-dimethylethyl)-5,9-bis[4-(1,1-dimethylethyl)phenyl]5H,9H-[1]benzothieno[2′,3′:5,6][1,4]azaborino[2,3,4-kl]benzazaborine [2482607-57-6] as the fluorescent blue dopant.

[1050] Then, a first hole blocking layer (HBL1) with a thickness of 5 nm was formed on the EML2 by depositing the compound 4-([1,1'-biphenyl]-4-yl)-6-(3'-(9,9-dimethyl-9H-fluoren-4-yl)-[1,1'-biphenyl]-4-yl)-2-phenylpyrimidine.

[1051] Then, a second electron transport layer (ETL2) with a thickness of 31 nm was formed on the HBL by co-depositing the compound 6,6'-(naphthalene-1,2-diylbis(4,1-phenylene))bis(2,4-diphenyl-1,3,5-triazine) and LiQ in a ratio of 50:50 vol%.

[1052] Then, an electron injection layer (EIL) with a thickness of 2 nm was formed on the ETL2 by depositing Yb.

[1053] Then, by -7 at 10 mbar, co-depositing Ag:Mg (90:10 vol%) at a rate of 0.01 to

[1054] Then, a cover layer with a thickness of 75 nm is formed on the cathode layer by depositing Compound F16 (N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine).

[1055] The OLED stack is protected from environmental conditions by encapsulating the device with a glass slide. Thereby, a cavity is formed, which contains a getter material for further protection.

[1056] To evaluate the performance of the inventive examples relative to the prior art, the current efficiency is measured at 20 °C. The current-voltage characteristics are determined using a Keithley 2635 source measurement unit by providing a voltage in volts and measuring the current flowing through the device under test in milliamperes. The voltage applied to the device varies in steps of 0.1 V within the range between 0 V and 10 V. Similarly, the luminance-voltage characteristics and the CIE coordinates are determined by measuring the luminance in cd / m 2 for each voltage value using an Instrument Systems CAS-140CT array spectrometer (calibrated by Deutsche Akkreditierungsstelle (DAkkS)). By interpolating the luminance-voltage and current-voltage characteristics respectively, the cd / A efficiency at 15 mA / cm 2 is determined.

[1057] In a bottom-emitting device, the emission is mainly Lambertian and quantified as a percentage of the external quantum efficiency (EQE). To determine the efficiency EQE (in %), the light output of the device is measured using a calibrated photodiode at 15 mA / cm 2 .

[1058] In a top-emitting device, the emission is forward, non-Lambertian and also highly dependent on the microcavity. Therefore, the efficiency EQE will be higher compared to the bottom-emitting device. To determine the efficiency EQE (in %), the light output of the device is measured using a calibrated photodiode at 15 mA / cm 2 .

[1059] The lifetime LT of the device is measured using a Keithley 2400 source meter under environmental conditions (20 °C or 85 °C) and at 30 mA / cm 2 and recorded in hours.

[1060] The luminance of the device is measured using a calibrated photodiode. The lifetime LT is defined as the time period until the luminance of the device decreases to 97% of its initial value.

[1061] The increment ΔU of the operating voltage is used as a measure of the operating voltage stability of the device.

[1062] Furthermore, during the LT measurement, this increment is determined by subtracting the operating voltage after 100 hours from the operating voltage after 1 hour of device operation.

[1063] ΔU = [U(100 hours) - U(1 hour)]

[1064] The smaller the ΔU value, the better the operating voltage stability.

[1065] The stability of the operating voltage U can be judged as follows. At an ambient temperature of 85 °C, the device is driven at a current density of 30 mA / cm 2 . The increment ΔU of the operating voltage is compared with the driving voltage after 1 hour of driving. The first hour of driving is to allow the sample to reach thermal equilibrium with the oven. To measure the intensity of the voltage rise, we measured the time required for the voltage to increase by 0.3 V relative to the voltage after 1 hour of driving. The longer the time, the more stable the device.

[1066] Technical effects of the present invention

[1067] Table 1: Calculated LUMO of the compounds

[1068] The LUMO was calculated using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany). The optimal geometry of the molecular structure and the HOMO and LUMO energy levels were determined by applying the hybrid functional B3LYP and the 6-31G* basis set in the gas phase. If more than one conformation is feasible, the conformation with the lowest total energy is selected.

[1069] Table 1 shows the LUMO, HOMO and dipole moments of the selected compounds of formula (Ia) and / or (Ib)

[1070]

[1071]

[1072]

[1073]

[1074]

[1075] Table 2 shows the settings and performances of several comparative examples (C-1 to C-18) and inventive examples (I-1 to I-12).

[1076] The chemical formula of CNHAT is as follows:

[1077]

[1078] The chemical formula of CuPC is as follows:

[1079]

[1080] Compared with the comparative devices, all the inventive devices exhibit lower operating voltages and, considering the cavity CIEY, higher current efficiencies.

[1081] To further illustrate the present invention, several comparative examples (C-11 to C-15) using a quinone compound (F6-TCNNQ) without aryl or heteroaryl substituents were compared. Their structures are as follows:

[1082]

[1083] The results are shown in Table 3. Using the quinone compound F6-TCNNQ without aryl or heteroaryl substituents as the p-dopant in the p-type charge generation layer and using an arylamine in the intermediate layer does not result in an increase over time (V 上升 ), i.e., an increase in stability.

[1084] Table 2: Settings and performances of several comparative examples and inventive examples

[1085]

[1086] Table 3: Performance and lifetime data of comparative OLED devices and OLED devices of the present invention

[1087]

[1088] The specific combinations of elements and features in the above detailed embodiments are merely exemplary; moreover, the interchange and substitution of these teachings with other teachings in this application and in the patent applications / filings incorporated herein by reference are clearly contemplated. As will be recognized by those skilled in the art, those skilled in the art can make changes, variations, and other embodiments of the content described herein without departing from the spirit and scope of the claimed invention. Accordingly, the above description is presented by way of example only and is not intended to be limiting. In the claims, the word "comprising" does not exclude other elements or steps, and the indefinite article "a" or "an" does not exclude a plurality. The mere fact that certain measures are recited in mutually different dependent claims does not indicate that a combination of these measures cannot be used to advantage. The scope of the invention is defined by the claims and their equivalents. In addition, the reference numerals used in the description and claims do not limit the scope of the claimed invention.

Claims

1. An organic electronic device comprising an organic electroluminescent device, the organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting unit, a second light-emitting unit and at least one intermediate connection region, wherein the at least one intermediate connection region is disposed between the first light-emitting unit and the second light-emitting unit, wherein the first light-emitting unit comprises a first light-emitting layer, wherein the second light-emitting unit comprises a second light-emitting layer, wherein the at least one intermediate connection region comprises an n-type charge generation layer, an intermediate layer and a p-type charge generation layer, wherein the n-type charge generation layer is disposed closer to the anode layer than the p-type charge generation layer; wherein the p-type charge generation layer is disposed closer to the cathode layer than the n-type charge generation layer; and wherein the intermediate layer is disposed between the n-type charge generation layer and the p-type charge generation layer, wherein the n-type charge generation layer comprises a host compound and a metal dopant, wherein the intermediate layer comprises at least one hole-transporting compound selected from the group consisting of: arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib): wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylene group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylene, biphenylene, terphenylenyl or naphthylene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6-C 20 aryl, or substituted or unsubstituted C3-C 20 heteroarylene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benz[a]anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocyclic, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; wherein Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, an unsubstituted C6 to C 18 aryl, an unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring and a 6-membered aromatic non-heterocyclic ring, wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl, wherein the p-type charge generation layer comprises a hole-transporting host compound and a compound of formula (II), the compound of formula (II) being a quinone-type compound, where the term "quinone-type compound" means and includes any one of the following: - a compound containing at least a part formally derived from a compound comprising a fused-ring aromatic system or a non-fused-ring aromatic system, wherein under any necessary rearrangement of double bonds, an even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system; - a compound containing at least a part formally derived from a compound comprising a fused-ring aromatic system or a non-fused-ring aromatic system, wherein under any necessary rearrangement of double bonds, an even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system, resulting in at least partial enhancement of the aromaticity of the fused-ring aromatic system or the non-fused-ring aromatic system; - a compound containing at least a part formally derived from a compound comprising a fused-ring aromatic system or a non-fused-ring aromatic system, wherein under any necessary rearrangement of double bonds, an even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system, resulting in at least partial enhancement of the aromaticity of the fused-ring aromatic system or the non-fused-ring aromatic system, wherein the even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system that form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system are -CH= of the aromatic system or the non-fused-ring aromatic system, and wherein the compound of formula (II) contains: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3 to C5 heteroaryl, and wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring.

2. An organic electroluminescent device comprising an organic electroluminescent device, the organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting unit, a second light-emitting unit and at least one intermediate connection region, wherein the at least one intermediate connection region is disposed between the first light-emitting unit and the second light-emitting unit, wherein the first light-emitting unit comprises a first light-emitting layer, wherein the second light-emitting unit comprises a second light-emitting layer, wherein the at least one intermediate connection region comprises an n-type charge generation layer, an intermediate layer and a p-type charge generation layer, wherein the n-type charge generation layer is disposed closer to the anode layer than the p-type charge generation layer; wherein the p-type charge generation layer is disposed closer to the cathode layer than the n-type charge generation layer; and wherein the intermediate layer is disposed between the n-type charge generation layer and the p-type charge generation layer, wherein the n-type charge generation layer comprises a matrix compound and a metal dopant, wherein the intermediate layer comprises at least one hole-transporting compound selected from the following: arylamine compounds, diarylamine compounds, triarylamine compounds, formula (Ia) compounds or formula (Ib) compounds: wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylenyl group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylidene, biphenylidene, terphenylidene or naphthylidene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6 to C 20 aryl, or substituted or unsubstituted C3 to C 20 heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benz[a]anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocycles, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; wherein Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms, and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, an unsubstituted C6 to C 18 aryl, an unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring, and a 6-membered aromatic non-heterocyclic ring, wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl, wherein the p-type charge generation layer comprises a hole-transporting matrix compound and a formula (II) compound, and the formula (II) compound is a compound according to formula (IIa): wherein n is an even integer including 0, wherein X 1 、X 2 and X 3 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ; where each X 3 can be the same or different; wherein X 1 , each X 2 and each X 3 can independently form a fused ring with A; wherein R 1a , R 2a , R 1b and R 2b are independently selected from an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, wherein R 1a , R 2a , R 1b and R 2b one or more substituents on, when present, are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted C6-C 30 aryl and a substituted or unsubstituted C6-C 30 heteroaryl; Among them, C6 to C 30 aryl, C6 to C 30 One or more substituents selected from heteroaryl, C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy; wherein R 3a and R 3b are selected from an electron-withdrawing group, CN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, a substituted or unsubstituted C6-C 30 aryl group or a substituted or unsubstituted C3-C 30 heteroaryl group, wherein R 3a and R 3b one or more substituents on, when present, are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl, a partially fluorinated C1-C8 alkyl, a perfluorinated C1-C8 alkyl, CF3, a substituted or unsubstituted C1-C8 alkoxy, a partially fluorinated C1-C8 alkoxy, a perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted C6-C 30 aryl and a substituted or unsubstituted C6-C 30 heteroaryl; Among them, C6 to C 30 aryl, C6 to C 30 one or more substituents selected from the group consisting of D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, a partially fluorinated C1-C8 alkoxy group, and a perfluorinated C1-C8 alkoxy group; wherein A is selected from a substituted or unsubstituted C3 to C containing one or more double bonds 40 cycloalkane group, substituted or unsubstituted C3 to C 40 cycloalkene group, substituted or unsubstituted C2 to C 40 heterocycloalkane group, substituted or unsubstituted C2 to C containing one or more double bonds 40 heterocycloalkane group, substituted or unsubstituted C2 to C 40 heterocycloalkene group, substituted or unsubstituted C6 to C 40 aromatic group, substituted or unsubstituted C2 to C 40 heteroaromatic group, One or more substituents on A, when present, are independently selected from D, an electron-withdrawing group, halogen, Cl, F, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, CF3, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C2-C 30 heteroaryl, Among them, C6 to C 30 aryl, C6 to C 30 heteroaryl, one or more substituents of C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl; and wherein the compound of formula (IIa) contains: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3 to C5 heteroaryl, wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring.

3. The organic electroluminescent device according to claim 1 or 2, wherein in formula (IIa), ring A is selected from: wherein the asterisk "*" represents the bonding position.

4. The organic electroluminescent device according to any one of claims 1 to 3, wherein in formula (IIa), ring A is selected from:

5. The organic electroluminescent device according to any one of claims 1 to 4, wherein in formula (IIa), at least one aryl substituent or at least one heteroaryl substituent is selected from: wherein B 1 selected from CL 1 or N; B 2 Selected from CL 2 or N; B 3 selected from CL 3 or N; B 4 Selected from CL 4 or N; B 5 selected from CL 5 or N; L 1 、L 2 、L 3 、L 4 and L 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

6. The organic electroluminescent device according to any one of claims 1 to 5, wherein in formula (IIa), at least one aryl substituent or at least one heteroaryl substituent is selected from: wherein the asterisk "*" represents the bonding position.

7. The organic electroluminescent device according to any one of claims 1 to 6, wherein in formula (IIa), X 1 is selected from; wherein Z 1 selected from CY 1 or N; Z 2 selected from CY 2 or N; Z 3 selected from CY 3 or N; Z 4 selected from CY 4 or N; Z 5 selected from CY 5 or N; wherein Y 1 、Y 2 、Y 3 、Y 4 and Y 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" indicates the bonding position.

8. The organic electroluminescent device according to any one of claims 1 to 7, wherein in formula (IIa), X 1 and / or X 2 is independently selected from: wherein "*" represents the bonding position.

9. The organic electroluminescent device according to any one of claims 1 to 8, wherein the at least one hole-transporting compound is selected from formula (Ia) compounds.

10. The organic electroluminescent device according to any one of claims 1 to 9, wherein the at least one hole-transporting compound and / or formula (Ia) and / or (Ib), where applicable, is selected from F1 to F20:

11. The organic electroluminescent device according to any one of claims 1 to 10, wherein the at least one hole-transporting compound and / or formula (Ia) and / or (Ib), where applicable, is selected from F3 to F20.

12. The organic electroluminescent device according to any one of claims 1 to 11, wherein the p-type charge generation layer is in direct contact with the intermediate layer.

13. The organic electroluminescent device according to any one of claims 1 to 12, wherein the n-type charge generation layer is in direct contact with the intermediate layer.

14. A display device comprising the organic electroluminescent device according to any one of claims 1 to 13.

15. A method for preparing an organic electroluminescent device, preferably the organic electroluminescent device according to any one of claims 1 to 13, the method comprising the following steps: - forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant; - forming an intermediate layer by depositing a hole transport compound, the hole transport compound being mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (Ia) and formula (Ib); - forming a p-type charge generation layer by depositing a hole transport matrix compound and depositing a compound of formula (II), the hole transport matrix compound being mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (VII) and formula (VIII); wherein formula (VII) and (VIII) are defined as follows: wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylenylene group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylidene, biphenylylidene, terphenylidene or naphthylidene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6-C 20 aryl, or substituted or unsubstituted C3-C 20 heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benzo(a)anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocycles, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; where Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, unsubstituted C6 to C 18 aryl, unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: unsaturated 5- to 7-membered heterocyclic rings, 5- to 6-membered aromatic heterocyclic rings, unsaturated 5- to 7-membered non-heterocyclic rings and 6-membered aromatic non-heterocyclic rings, wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl.

16. An organic electronic device comprising an organic electroluminescent device, the organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting unit, a second light-emitting unit and at least one intermediate connection region, wherein the at least one intermediate connection region is arranged between the first light-emitting unit and the second light-emitting unit, wherein the first light-emitting unit comprises a first light-emitting layer, wherein the second light-emitting unit comprises a second light-emitting layer, wherein the at least one intermediate connection region comprises an n-type charge generation layer, an intermediate layer and a p-type charge generation layer, wherein the n-type charge generation layer is arranged closer to the anode layer than the p-type charge generation layer; wherein the p-type charge generation layer is arranged closer to the cathode layer than the n-type charge generation layer; and wherein the intermediate layer is arranged between the n-type charge generation layer and the p-type charge generation layer, wherein the n-type charge generation layer comprises a matrix compound and a metal dopant, wherein the intermediate layer comprises at least one hole transport compound selected from the following: arylamine compound, diarylamine compound, triarylamine compound, formula (Ia) compound or formula (Ib) compound: wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylenyl group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylidene, biphenylidene, terphenylidene or naphthylidene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6 to C 20 aryl, or substituted or unsubstituted C3 to C 20 heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benz[a]anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocyclic, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered hetero rings; (ii) 5- to 6-membered aromatic hetero rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; where Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms, and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, an unsubstituted C6 to C 18 aryl, an unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring, and a 6-membered aromatic non-heterocyclic ring wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl, wherein the p-type charge generation layer comprises a hole transport matrix compound and a compound of formula (II), the compound of formula (II) being a quinone-type compound, wherein the term "quinone-type compound" means and includes any one of the following: - a compound containing at least a part formally derived from a compound comprising a fused-ring aromatic system or a non-fused-ring aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused-ring aromatic system or the non-fused-ring aromatic system form double bonds with atoms or groups outside the fused-ring aromatic system or the non-fused-ring aromatic system; - Compounds containing at least a part formally derived from a compound containing a fused aromatic system or a non-fused aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused aromatic system or the non-fused aromatic system form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system, resulting in at least partial enhancement of the aromaticity of the fused aromatic system or the non-fused aromatic system; - Compounds containing at least a part formally derived from a compound containing a fused aromatic system or a non-fused aromatic system, wherein under the condition of any necessary rearrangement of double bonds, an even number of carbon atoms of the fused aromatic system or the non-fused aromatic system form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system, resulting in at least partial enhancement of the aromaticity of the fused aromatic system or the non-fused aromatic system, wherein the even number of carbon atoms of the fused aromatic system or the non-fused aromatic system that form double bonds with atoms or groups outside the fused aromatic system or the non-fused aromatic system are -CH= of the aromatic system or the non-fused aromatic system, and wherein the compound of formula (II) contains: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3 to C5 heteroaryl, and wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring.

17. An organic electroluminescent device comprising an organic electroluminescent device, the organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting unit, a second light-emitting unit and at least one intermediate connection region, wherein the at least one intermediate connection region is arranged between the first light-emitting unit and the second light-emitting unit, wherein the first light-emitting unit comprises a first light-emitting layer, wherein the second light-emitting unit comprises a second light-emitting layer, wherein the at least one intermediate connection region comprises an n-type charge generation layer, an intermediate layer and a p-type charge generation layer, wherein the n-type charge generation layer is arranged closer to the anode layer than the p-type charge generation layer; wherein the p-type charge generation layer is arranged closer to the cathode layer than the n-type charge generation layer; and wherein the intermediate layer is arranged between the n-type charge generation layer and the p-type charge generation layer, wherein the n-type charge generation layer comprises a matrix compound and a metal dopant, wherein the intermediate layer comprises at least one hole transport compound selected from the following: arylamine compounds, diarylamine compounds, triarylamine compounds, compounds of formula (Ia) or compounds of formula (Ib): wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylenyl group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylidene, biphenylidene, terphenylidene or naphthylidene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6-C 20 aryl, or substituted or unsubstituted C3-C 20 heteroarylene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benzo(a)anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system, said aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings, said aromatic rings being selected from substituted or unsubstituted non-heterocyclic, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and said rings being selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; wherein Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted straight-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched-chain alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cyclic alkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, unsubstituted C6 to C 18 aryl, unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: an unsaturated 5- to 7-membered heterocyclic ring, a 5- to 6-membered aromatic heterocyclic ring, an unsaturated 5- to 7-membered non-heterocyclic ring and a 6-membered aromatic non-heterocyclic ring, wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl, wherein the p-type charge generation layer comprises a hole transport matrix compound and a compound of formula (II), and the compound of formula (II) is a compound according to formula (IIa): wherein n is an even integer including 0, wherein X 1 、X 2 and X 3 are independently selected from O, S, CR 1a R 2a 、CR 1b R 2b 、NR 3a 、NR 3b ; where each X 3 can be the same or different; wherein X 1 , each X 2 and each X 3 can independently form a fused ring with A; wherein R 1a , R 2a , R 1b and R 2b are independently selected from an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, wherein R 1a , R 2a , R 1b and R 2b one or more substituents on, when present, are independently selected from D, an electron-withdrawing group, halogen, Cl, F, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, CF3, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl and substituted or unsubstituted C6-C 30 heteroaryl; Among them, C6 to C 30 aryl, C6 to C 30 One or more substituents selected from heteroaryl, C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy; wherein R 3a and R 3b are selected from an electron-withdrawing group, CN, a partially fluorinated C1-C6 alkyl group, a perfluorinated C1-C6 alkyl group, CF3, a substituted or unsubstituted C6-C 30 aryl group or a substituted or unsubstituted C3-C 30 heteroaryl group, wherein R 3a and R 3b one or more substituents on, when present, are independently selected from D, an electron-withdrawing group, a halogen, Cl, F, a substituted or unsubstituted C1-C8 alkyl group, a partially fluorinated C1-C8 alkyl group, a perfluorinated C1-C8 alkyl group, CF3, a substituted or unsubstituted C1-C8 alkoxy group, a partially fluorinated C1-C8 alkoxy group, a perfluorinated C1-C8 alkoxy group, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, a substituted or unsubstituted C6-C 30 aryl and a substituted or unsubstituted C6-C 30 heteroaryl; Among them, C6 to C 30 aryl, C6 to C 30 One or more substituents selected from the group consisting of heteroaryl, C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy; wherein A is selected from substituted or unsubstituted C3 to C containing one or more double bonds 40 cycloalkane groups, substituted or unsubstituted C3 to C 40 cycloalkene groups, substituted or unsubstituted C2 to C 40 heterocycloalkane groups, substituted or unsubstituted C2 to C containing one or more double bonds 40 heterocycloalkane groups, substituted or unsubstituted C2 to C 40 heterocycloalkene groups, substituted or unsubstituted C6 to C 40 aromatic groups, substituted or unsubstituted C2 to C 40 heteroaromatic groups, One or more substituents on A, when present, are independently selected from D, an electron-withdrawing group, halogen, Cl, F, substituted or unsubstituted C1-C8 alkyl, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl, CF3, substituted or unsubstituted C1-C8 alkoxy, partially fluorinated C1-C8 alkoxy, perfluorinated C1-C8 alkoxy, OCF3, CN, isocyano, SCN, OCN, NO2, SF5, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C2-C 30 heteroaryl, Among them, C6 to C 30 aryl, C6 to C 30 one or more substituents of heteroaryl, C1-C8 alkyl, C1-C8 alkoxy are independently selected from D, an electron-withdrawing group, halogen, Cl, F, CN, -NO2, isocyano, SCN, OCN, SF5, partially fluorinated C1-C8 alkyl, perfluorinated C1-C8 alkyl; and wherein the compound of formula (IIa) contains: at least one substituted or unsubstituted aryl substituent or at least one substituted or unsubstituted heteroaryl substituent; preferably a substituted aryl substituent or a substituted heteroaryl substituent, more preferably a substituted C6 to C 30 aryl or preferably substituted C3 to C 30 heteroaryl, more preferably a substituted phenyl or a substituted C3 to C5 heteroaryl, wherein the preferred C3 to C5 heteroaryl is a six-membered heteroaromatic ring.

18. The organic electroluminescent device according to claim 1 or 2, wherein in formula (IIa), ring A is selected from: wherein the asterisk "*" represents the bonding position.

19. The organic electroluminescent device according to any one of claims 1 to 3, wherein in formula (IIa), ring A is selected from:

20. The organic electroluminescent device according to any one of claims 1 to 4, wherein in formula (IIa), at least one aryl substituent or at least one heteroaryl substituent is selected from: wherein B 1 selected from CL 1 or N; B 2 selected from CL 2 or N; B 3 selected from CL 3 or N; B 4 selected from CL 4 or N; B 5 selected from CL 5 or N; L 1 、L 2 、L 3 、L 4 and L 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

21. The organic electroluminescent device according to any one of claims 1 to 5, wherein in formula (IIa), at least one aryl substituent or at least one heteroaryl substituent is selected from: wherein the asterisk "*" represents the bonding position.

22. The organic electroluminescent device according to any one of claims 1 to 6, wherein in formula (IIa), X 1 is selected from; wherein Z 1 selected from CY 1 or N; Z 2 selected from CY 2 or N; Z 3 selected from CY 3 or N; Z 4 selected from CY 4 or N; Z 5 selected from CY 5 or N; wherein Y 1 and Y 2 and Y 3 and Y 4 and Y 5 are independently selected from CN, isocyano, SCN, OCN, NO2, SF5, partially fluorinated C1-C6 alkyl, perfluorinated C1-C6 alkyl, CF3, partially fluorinated C1-C6 alkoxy, perfluorinated C1-C6 alkoxy, OCF3, halogen, Cl, F, D or H; wherein the asterisk "*" represents the bonding position.

23. The organic electroluminescent device according to any one of claims 1 to 7, wherein in formula (IIa), X 1 and / or X 2 is independently selected from: wherein "*" represents the bonding position.

24. The organic electroluminescent device according to any one of claims 1 to 8, wherein the at least one hole transport compound is selected from compounds of formula (Ia).

25. The organic electroluminescent device according to any one of claims 1 to 9, wherein the at least one hole transport compound and / or formula (Ia) and / or (Ib), where applicable, is selected from F1 to F20:

26. The organic electroluminescent device according to any one of claims 1 to 10, wherein the at least one hole transport compound and / or formula (Ia) and / or (Ib), where applicable, is selected from F3 to F20.

27. The organic electroluminescent device according to any one of claims 1 to 11, wherein the p-type charge generation layer is in direct contact with the intermediate layer.

28. The organic electroluminescent device according to any one of claims 1 to 12, wherein the n-type charge generation layer is in direct contact with the intermediate layer.

29. A display device comprising the organic electroluminescent device according to any one of claims 1 to 13.

30. A method for preparing an organic electroluminescent device, preferably the organic electroluminescent device according to any one of claims 1 to 13, the method comprising the following steps: - forming an n-type charge generation layer by depositing a matrix compound and depositing a metal dopant; - forming an intermediate layer by depositing a hole transport compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (Ia) or formula (Ib); - forming a p-type charge generation layer by depositing a hole transport matrix compound and depositing a compound of formula (II), the hole transport matrix compound mainly composed of at least one compound selected from arylamine, diarylamine, triarylamine, formula (VII) and formula (VIII); wherein formula (VII) and (VIII) are defined as follows: wherein: T 1 、T 2 、T 3 、T 4 and T 5 are independently selected from a single bond, a phenylene group, a biphenylene group, a terphenylenyl group or a naphthylene group, preferably a single bond or a phenylene group; T 6 is phenylidene, biphenylylidene, terphenylidene or naphthylidene; Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 are independently selected from: substituted or unsubstituted C6 to C 20 aryl, or substituted or unsubstituted C3 to C 20 heteroarylidene, substituted or unsubstituted bibenzylidene, substituted or unsubstituted fluorene, substituted 9-fluorenyl, substituted 9,9-fluorenyl, substituted or unsubstituted naphthalene, substituted or unsubstituted anthracene, substituted or unsubstituted phenanthrene, substituted or unsubstituted pyrene, substituted or unsubstituted perylene, substituted or unsubstituted terphenylidene, substituted or unsubstituted tetracene, substituted or unsubstituted benzo(a)anthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepine, substituted or unsubstituted dibenzo[b,f]azepine, substituted or unsubstituted 9,9'-spirobi[fluorene], substituted or unsubstituted spiro[fluorene-9,9'-xanthene]; or a substituted or unsubstituted aromatic fused ring system comprising at least three substituted or unsubstituted aromatic rings selected from substituted or unsubstituted non-heterocyclic, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or a fused ring system comprising 2 to 6 substituted or unsubstituted 5- to 7-membered rings, and the rings are selected from: (i) unsaturated 5- to 7-membered heterocyclic rings; (ii) 5- to 6-membered aromatic heterocyclic rings; (iii) unsaturated 5- to 7-membered non-heterocyclic rings; (iv) 6-membered aromatic non-heterocyclic rings; wherein Ar' 1 、Ar' 2 、Ar' 3 、Ar' 4 and Ar' 5 have substituents that are the same or different and are selected from: H, D, F, C(=O)R' 2 , CN, Si(R' 2 )3, P(=O)(R' 2 )2, OR' 2 , S(=O)R' 2 , S(=O)2R' 2 , a substituted or unsubstituted linear alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted branched alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenyl or alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aromatic ring system having 6 to 40 aromatic ring atoms and a substituted or unsubstituted heteroaromatic ring system having 5 to 40 aromatic ring atoms, unsubstituted C6 to C 18 aryl, unsubstituted C3 to C 18 heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings and the rings are selected from: unsaturated 5- to 7-membered heterocyclic rings, 5- to 6-membered aromatic heterocyclic rings, unsaturated 5- to 7-membered non-heterocyclic rings and 6-membered aromatic non-heterocyclic rings, wherein R' 2 may be selected from H, D, a straight-chain alkyl group having 1 to 6 carbon atoms, a branched-chain alkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms, an alkenyl or alkynyl group having 2 to 6 carbon atoms, a C6 to C 18 aryl or a C3 to C 18 heteroaryl.

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