Electroluminescent device comprising an anode layer, a cathode layer, a first light emitting layer, a hole injection layer and a

Abstract

The present invention relates to an electroluminescent device comprising an anode layer, a cathode layer, a first light emitting layer, a hole injection layer and a first hole transport layer, the electroluminescent device containing a compound comprising a metal.

Description

Technical Field

[0001] The present invention relates to an electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting layer, a hole injection layer and a first hole transport layer, the electroluminescent device containing a metal-containing compound. Background Art

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

[0003] WO 2016 / 188604 A1 relates to a composition of at least one hole-transporting and / or hole-injecting material and at least one metal complex as p-dopant, wherein the metal M is selected from Ga, In, Ge, Sn, Pb, Sb, Bi, Se or Te.

[0004] US2022 / 209119 A1 relates to an organic light-emitting device, and to an organic light-emitting device having excellent luminous efficiency and luminous lifetime.

[0005] EP 4 002 508 A1 relates to an organic electronic device comprising a metal complex and a display device comprising the organic electronic device. The application also relates to these metal complexes which can be used in organic electronic devices.

[0006] EP 3 945 090 A1 relates to a semiconductor material comprising, for example, a metal complex of 3-(2,3,5-trifluoro-6-(trifluoromethyl)pyridin-4-yl)pentane-2,4-dione, for example tris(((Z)-4-oxo-3-(2,3,5-trifluoro-6-(trifluoromethyl)pyridin-4-yl)pent-2-en-2-yl)oxide)iron or bis(((Z)-4-oxo-3-(2,3,5-trifluoro-6-(trifluoromethyl)pyridin-4-yl)pent-2-en-2-yl)oxide)copper.

[0007] When voltage is applied to the anode and cathode, holes injected from the anode move toward the EML through the HIL and HTL, and electrons injected from the cathode move toward the EML through the ETL. Holes and electrons recombine in the EML to generate excitons. When the excitons drop from an excited state to a ground state, light is emitted. The injection and flow of holes and electrons should be balanced so that the OLED having the above structure has a low operating voltage, excellent efficiency and / or a long life.

[0008] The performance of an organic light emitting diode may be affected by the characteristics of the hole injection layer, which may be affected by the characteristics of the hole transport compound and the compound contained in the hole injection layer.

[0009] There remains a need to improve the performance of organic electroluminescent devices and organic electronic devices by providing hole injection layers with improved performance, in particular to achieve improved operating voltage, voltage stability over time and / or lifetime by improving the characteristics of hole injection layers, organic electroluminescent devices and organic electronic devices.

[0010] Furthermore, there is still a need to improve hole injection layers so that they can inject into adjacent layers comprising compounds whose HOMO levels are further away from the vacuum level.

[0011] Another object is to provide an organic electroluminescent device having a hole injection layer comprising a compound that can be deposited by vacuum thermal evaporation under conditions suitable for mass production.

[0012] A further object is to provide an organic electroluminescent device in which the hole injection layer comprises a metal-comprising compound having improved thermal properties, in particular improved thermal stability and / or standard onset temperature.

[0013] Another object is to provide an organic electroluminescent device wherein the hole injection layer comprises a metal-containing compound which may have reduced health and safety risks compared to the prior art. Summary of the invention

[0014] One aspect of the present invention provides an organic electroluminescent device comprising an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0015] - the hole injection layer comprises a compound of formula (I):

[0016]

[0017] in

[0018] M is a metal ion,

[0019] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0020] AL is the auxiliary ligand;

[0021] m is an integer selected from 0, 1 or 2;

[0022] L is a ligand of formula (II):

[0023]

[0024] -X is N or CA 3 ;

[0025] -Y 1 and Y 2 Independently selected from CO or SO2;

[0026] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0027] Among them A 1 and A 2 The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0028] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0029] in

[0030] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0031] in

[0032] R 1is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0033] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0034] in

[0035] Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0036] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0037] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0038] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0039] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0040] The organic light emitting body host compound comprises:

[0041] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0042] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0043] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0044] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0045] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0046] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0047] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0048] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0049] The hole injection layer is arranged between the anode layer and the first hole transport layer; the first light-emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light-emitting layer.

[0050] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compound BH9 is excluded:

[0051]

[0052] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compound BD8 is excluded:

[0053]

[0054] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds BH9 and BD8 are excluded:

[0055]

[0056] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds are excluded:

[0057]

[0058] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compound G70 is excluded:

[0059]

[0060] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds are excluded:

[0061]

[0062] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds are excluded:

[0063]

[0064]

[0065] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds are excluded:

[0066]

[0067] According to one embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein the following compounds are excluded:

[0068]

[0069]

[0070] According to one embodiment, an organic electroluminescent device comprising the following layers is excluded: a hole injection layer comprising the following compounds:

[0071] Compounds of formula (I):

[0072]

[0073] And a compound of formula (IVa) or formula (IVb):

[0074]

[0075] - a first hole transport layer comprising a compound of formula (IVa) or formula (IVb):

[0076]

[0077]

[0078] - an electron blocking layer comprising N,N-di([1,1'-biphenyl]-4-yl)-3'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine (CAS 1464822-27-2);

[0079] - a first light-emitting layer comprising 99% by volume of a compound having CAS 2457172-82-4 and 1% by volume of a compound having CAS 2482607-57-6;

[0080] - a hole blocking layer comprising 2-(3'-(9,9-dimethyl-9H-fluoren-2-yl)-[1,1'-biphenyl]-3-yl)-4,6-diphenyl-1,3,5-triazine;

[0081] - an electron transport layer comprising 50 wt% of 2-(2',6'-diphenyl-[1,1':4',1"-terphenyl]-4-yl)-4-phenyl-6-(3-(pyridin-4-yl)phenyl)-1,3,5-triazine and 50 wt% of LiQ;

[0082] - an electron injection layer comprising Yb;

[0083] - A cathode layer comprising Ag:Mg (90:10 vol. %).

[0084] According to one embodiment, an organic electroluminescent device is excluded, wherein 99 volume % of 9-(4-(naphthalen-1-yl)phenyl)-10-(phenyl-d5)anthracene (CAS1185865-32-0) as an EML host and 1 volume % of 2,12-di-tert-butyl-5,9-bis(4-(tert-butyl)phenyl)-7-methyl-5,9-dihydro-5,9-diaza-13b-borazinane[3,2,1-de]anthracene (CAS1805802-42-9) as a blue EML dopant are deposited on the EBL to form a first light-emitting layer with a thickness of 20 nm.

[0085] According to another embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0086] - the hole injection layer comprises a compound of formula (I):

[0087]

[0088] in

[0089] M is a metal ion,

[0090] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0091] AL is the auxiliary ligand;

[0092] m is an integer selected from 0, 1 or 2;

[0093] L is a ligand of formula (II):

[0094]

[0095] -X is N or CA 3 ;

[0096] -Y 1 and Y 2 Independently selected from CO or SO2;

[0097] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0098] Among them A 1 and A 2 The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0099] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0100] in

[0101] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0102] in

[0103] R 1is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0104] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0105] in

[0106] Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0107] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0108] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0109] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0110] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0111] The organic light emitting body host compound comprises:

[0112] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0113] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0114] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0115] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0116] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0117] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0118] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0119] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0120] wherein the hole injection layer is arranged between the anode layer and the first hole transport layer; the first light emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light emitting layer; and wherein the following formula is satisfied:

[0121] -0.8 eV ≥ [HOMO of the organic light emitting body host compound [eV] - HOMO of the organic hole transport compound [eV]] ≤ 0 eV.

[0122] According to another embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0123] - the hole injection layer comprises a compound of formula (I):

[0124]

[0125] in

[0126] M is a metal ion,

[0127] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0128] AL is the auxiliary ligand;

[0129] m is an integer selected from 0, 1 or 2;

[0130] L is a ligand of formula (II):

[0131]

[0132] -X is N or CA 3 ;

[0133] -Y 1 and Y 2 Independently selected from CO or SO2;

[0134] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0135] Among them A 1 and A 2The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0136] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0137] in

[0138] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0139] in

[0140] R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0141] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0142] in

[0143] Z 1 , Z 2 and Z 3are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0144] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0145] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0146] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33 The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0147] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0148] The organic light emitting body host compound comprises:

[0149] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0150] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0151] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0152] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0153] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0154] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0155] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0156] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0157] wherein the hole injection layer is arranged between the anode layer and the first hole transport layer; the first light-emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light-emitting layer; and wherein the metal compound of formula (Ia) is excluded:

[0158]

[0159] in

[0160] L has the formula (IIa):

[0161]

[0162] in

[0163] R of formula (IIa) 1 Selected from substituted C2 to C 12 Alkyl, substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl or substituted or unsubstituted 6-membered heteroaryl;

[0164] R of formula (IIa) 2 Selected from substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl;

[0165] wherein the substituted C1 to C 12Alkyl, substituted C6 to C 19 Aryl, substituted C2 to C 20 At least one substituent of the heteroaryl or substituted 6-membered heteroaryl is independently selected from halogen, Cl, F, CN, partially fluorinated or perfluorinated C1 to C8 alkyl, partially fluorinated or perfluorinated C1 to C8 alkoxy;

[0166] in

[0167] L of formula (Ia) comprises at least two CF3 groups and / or at least one N atom;

[0168] AL of formula (Ia) is an auxiliary ligand coordinated with the metal M;

[0169] n in formula (Ia) is an integer selected from 0 to 2.

[0170] According to another embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0171] - the hole injection layer comprises a compound of formula (I):

[0172]

[0173] in

[0174] M is a metal ion,

[0175] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0176] AL is the auxiliary ligand;

[0177] m is an integer selected from 0, 1 or 2;

[0178] L is a ligand of formula (II):

[0179]

[0180] -X is N or CA 3 ;

[0181] -Y 1 and Y 2 Independently selected from CO or SO2;

[0182] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0183] Among them A 1 and A 2 The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0184] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0185] in

[0186] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0187] in

[0188] R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0189] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0190] in

[0191] Z 1 , Z2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0192] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0193] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0194] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33 The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0195] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0196] The organic light emitting body host compound comprises:

[0197] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0198] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0199] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0200] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0201] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0202] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0203] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0204] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0205] wherein the hole injection layer is arranged between the anode layer and the first hole transport layer; the first light emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light emitting layer;

[0206] The following formula is satisfied:

[0207] -0.8eV≥[HOMO[eV] of the organic light emitting body host compound-HOMO[eV] of the organic hole transport compound]≤0eV; and

[0208] Wherein the metal compound of formula (Ia) is excluded:

[0209]

[0210] in

[0211] L has the formula (IIa):

[0212]

[0213] in

[0214] R of formula (IIa) 1 Selected from substituted C2 to C 12 Alkyl, substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20Heteroaryl or substituted or unsubstituted 6-membered heteroaryl;

[0215] R of formula (IIa) 2 Selected from substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl;

[0216] wherein the substituted C1 to C 12 Alkyl, substituted C6 to C 19 Aryl, substituted C2 to C 20 At least one substituent of the heteroaryl or substituted 6-membered heteroaryl is independently selected from halogen, Cl, F, CN, partially fluorinated or perfluorinated C1 to C8 alkyl, partially fluorinated or perfluorinated C1 to C8 alkoxy;

[0217] in

[0218] L of formula (Ia) comprises at least two CF3 groups and / or at least one N atom;

[0219] AL of formula (Ia) is an auxiliary ligand coordinated with the metal M;

[0220] n in formula (Ia) is an integer selected from 0 to 2.

[0221] According to one embodiment, the following formula is satisfied:

[0222] -0.8eV≥[HOMO[eV] of the main compound of the organic light-emitting body - HOMO[eV] of the organic hole transport compound]≤0eV; preferably -0.6eV≥[HOMO[eV] of the main compound of the organic light-emitting body - HOMO[eV] of the organic hole transport compound]≤-0.1eV; more preferably -0.5eV≥[HOMO[eV] of the main compound of the organic light-emitting body - HOMO[eV] of the organic hole transport compound]≤-0.2eV.

[0223] The HOMO of the organic light-emitting body host and the HOMO of the organic hole transport compound can be calculated using the program package TURBOMOLEV6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany) or ORCA5.0.3-f.1 version (Department of Theory and Spectroscopy, Max Planck Coal Institute, Kaiser Wilhelm Platz 1, 45470 Muelheim / Ruhr, Germany); the optimized geometry of the molecular structure and the HOMO and LUMO energy levels are determined by applying the hybrid functional B3LYP with 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.

[0224] According to one embodiment, wherein metal compounds of formula (Ia) are excluded:

[0225]

[0226] in

[0227] L has the formula (IIa):

[0228]

[0229] in

[0230] R of formula (IIa) 1 Selected from substituted C2 to C 12 Alkyl, substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl or substituted or unsubstituted 6-membered heteroaryl;

[0231] R of formula (IIa) 2 Selected from substituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl;

[0232] wherein the substituted C1 to C 12 Alkyl, substituted C6 to C 19 Aryl, substituted C2 to C 20 At least one substituent of the heteroaryl or substituted 6-membered heteroaryl is independently selected from halogen, Cl, F, CN, partially fluorinated or perfluorinated C1 to C8 alkyl, partially fluorinated or perfluorinated C1 to C8 alkoxy;

[0233] in

[0234] L of formula (Ia) comprises at least two CF3 groups and / or at least one N atom;

[0235] AL of formula (Ia) is an auxiliary ligand coordinated with the metal M;

[0236] n in formula (Ia) is an integer selected from 0 to 2.

[0237] According to another embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0238] - the hole injection layer comprises a compound of formula (I):

[0239]

[0240] in

[0241] M is a metal ion,

[0242] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0243] AL is the auxiliary ligand;

[0244] m is an integer selected from 0, 1 or 2;

[0245] L is a ligand of formula (II):

[0246]

[0247] -X is N or CA 3 ;

[0248] -Y 1 and Y 2 Independently selected from CO or SO2;

[0249] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0250] Among them A 1 and A 2 The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0251] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0252] in

[0253] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0254] in

[0255] R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0256] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0257] in

[0258] Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0259] Ar 31 and Ar 32are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0260] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0261] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33 The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0262] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0263] The organic light emitting body host compound comprises:

[0264] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0265] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0266] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0267] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0268] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0269] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0270] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0271] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0272] wherein the hole injection layer is arranged between the anode layer and the first hole transport layer; the first light emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light emitting layer; and

[0273] The ligand L of formula (II) is selected from anionic ligands L of formula (IIb), formula (IIc) or formula (IId):

[0274]

[0275] in

[0276] A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 12 Aryl, substituted or unsubstituted C3 to C 12 heteroaryl;

[0277] Among them A 1 and A 2 The substituents are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN,

[0278] Where R1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0279] A 3 is selected from H, D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, F, or A 1 and A 3 The rings bridged to form a ring are preferably A 3 Choose with A 1 or A 2 Together they form a cyclic structure, wherein preferably a 5- or 6-membered aliphatic or aromatic ring, and wherein the ring may contain one or more heteroatoms, preferably selected from N, O and S;

[0280] A 4 is selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl or substituted or unsubstituted 6-membered heteroaryl;

[0281] A 5 is selected from C1 to C6 alkyl, substituted or unsubstituted C6 to C 12 aryl, substituted or unsubstituted C3 to C9 heteroaryl or CN, preferably CH3 or CN,

[0282] Among them A 4 and A 5 The substituents on are independently selected from D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, halogen or F;

[0283] wherein at least two substituents in L are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN; and

[0284] Where R 1is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy.

[0285] According to another embodiment, the organic electroluminescent device comprises an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein

[0286] - the hole injection layer comprises a compound of formula (I):

[0287]

[0288] in

[0289] M is a metal ion,

[0290] n is an integer selected from 1 to 4, which integer corresponds to the oxidation number of M;

[0291] AL is the auxiliary ligand;

[0292] m is an integer selected from 0, 1 or 2;

[0293] L is a ligand of formula (II):

[0294]

[0295] -X is N or CA 3 ;

[0296] -Y 1 and Y 2 Independently selected from CO or SO2;

[0297] -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl,

[0298] Among them A 1 and A 2The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0299] -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops;

[0300] in

[0301] At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0302] in

[0303] R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0304] - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound:

[0305] in

[0306] Z 1 , Z 2 and Z 3are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0307] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0308] R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0309] Among them, Ar 31 ,Ar 32 , R 31 , R 32 and R 33 The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0310] r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other;

[0311] The organic light emitting body host compound comprises:

[0312] - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and

[0313] - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings,

[0314] wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and

[0315] The molecular weight Mw of the organic light emitting body host compound is within the range of ≥400 g / mol and ≤2000 g / mol;

[0316] - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises:

[0317] - at least ≥1 to ≤3 amine moieties, preferably heteroaryl or aryl groups, are bonded to the amine unit, and

[0318] - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and

[0319] wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; and

[0320] wherein the hole injection layer is arranged between the anode layer and the first hole transport layer; the first light emitting layer is arranged between the first hole transport layer and the cathode layer; and the first hole transport layer is arranged between the hole injection layer and the first light emitting layer; and

[0321] The organic light emitting body host compound is selected from the compound of formula (V):

[0322] in

[0323] Ar 41 and Ar 42 independently selected from substituted or unsubstituted C6 to C 24 Aryl, substituted or unsubstituted

[0324] Substituted C3 to C 24 heteroaryl;

[0325] L 41 and L 42 are independently selected from a direct bond or a substituted or unsubstituted C6 to C 24 Aromatic substituent, substituted or unsubstituted C3 to C 24 heteroaromatic subunit;

[0326] R 41 To R 48 independently selected from H, D, substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C12 heteroaryl;

[0327] Among them, Ar 41 ,Ar 42 , L 41 , L 42 , R 41 To R 48 The substituents on the 10 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy, halogen, F or CN.

[0328] definition

[0329] It should be noted that, unless otherwise indicated, throughout the application and claims, any A n ,Ar n , R n 、T n Etc. always refers to the same part.

[0330] Auxiliary ligands are defined as those ligands that provide appropriate steric and electronic environment around the central element but remain unchanged in any transformations that the compound undergoes. In contrast, reactive ligands are those groups that undergo changes.

[0331] In the present specification, when no definition is provided otherwise, "substituted" means at least once replaced by D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cycloalkyl, C3 to C6 branched alkoxy, C3 to C6 cycloalkoxy, partially or fully fluorinated C1 to C 16 Alkyl, partially or fully fluorinated C1 to C 16 Alkoxy, partially or fully deuterated C1 to C6 alkyl, partially or fully deuterated C1 to C6 alkoxy, COR 3 、COOR 3 , halogen, F or CN substituted.

[0332] In the present specification, when no additional definition is provided, a substituted aryl group having at least 6 C ring atoms may be substituted by 1, 2, 3, 4 or 5 substituents. For example, a substituted C6 aryl group may have 1, 2, 3, 4 or 5 phenyl substituents.

[0333] However, in the present specification, "aryl substituted" means substituted by one or more aryl groups, which may themselves be substituted by one or more aryl and / or heteroaryl groups.

[0334] Accordingly, in this specification, "heteroaryl substituted" means substituted by one or more heteroaryl groups, which may themselves be substituted by one or more aryl and / or heteroaryl groups.

[0335] In the present specification, when no definition is provided otherwise, a substituted heteroaryl group having at least 2 C ring atoms may be substituted by one or more substituents. For example, a substituted C2 heteroaryl group may have 1 or 2 substituents.

[0336] In this specification, when no definition is provided otherwise, "alkyl group" refers to a saturated aliphatic hydrocarbon group. The alkyl group can be a C1 to C6 alkyl group. More specifically, the alkyl group can be a C1 to C4 alkyl group or a C1 to C3 alkyl group. For example, a C1 to C4 alkyl group includes 1 to 4 carbons in the alkyl chain and can be selected from methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl.

[0337] Specific examples of the alkyl group may be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a branched pentyl group, a hexyl group.

[0338] The term "cycloalkyl" refers to a saturated hydrocarbon group derived from a cycloalkane by formally extracting a hydrogen atom from a ring atom contained in the corresponding cycloalkane. Examples of the cycloalkyl group may be a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a methylcyclohexyl group, an adamantyl group, and the like.

[0339] The term "hetero" is understood to mean that at least one carbon atom in a structure that can be formed by covalently bonded carbon atoms is replaced by another polyvalent atom. Preferably, the heteroatom is selected from B, Si, N, P, O, S; more preferably, N, P, O, S.

[0340] Preferred examples of hole transport compounds that can be used as covalent hole transport compounds are organic compounds that are essentially composed of covalently bonded C, H, O, N, S, and the organic compound may also optionally contain covalently bonded B, P or Si. In one embodiment, the hole transport compound that can be used as a covalent compound does not contain metal atoms, and its skeleton atoms can mostly be selected from C, O, S, N. Alternatively, the covalent compound does not contain metal atoms, and its skeleton atoms can mostly be selected from C and N.

[0341] In this specification, "aryl group" and "aromatic ring" refer to a hydrocarbon group that can be generated by formally abstracting a hydrogen atom from an aromatic ring in a 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 bound carbon atoms, wherein the planar ring or ring system contains a conjugated system of delocalized electrons that satisfies Huckel's rule. Examples of aryl groups include monocyclic groups such as phenyl or tolyl, polycyclic groups such as biphenyl containing multiple aromatic rings connected by single bonds, and polycyclic groups such as naphthyl or fluorenyl containing fused rings.

[0342] Similarly, "heteroaryl" and "heteroaromatic" are to be understood, where appropriate, as meaning in particular a radical derived by abstraction of a ring hydrogen from such a ring form in compounds containing at least one heterocyclic aromatic ring.

[0343] The term "non-heterocyclic" is understood to mean a ring or ring system which does not contain heteroatoms as ring members.

[0344] The term "heterocycle" is understood to mean a heterocycle comprising at least one ring containing one or more heteroatoms. A heterocycle comprising more than one ring means that all rings contain heteroatoms or at least one ring contains heteroatoms and at least one ring contains only C atoms and no heteroatoms.

[0345] Heterocycloalkyl is understood, where appropriate, in particular to mean a radical which is derived by formal abstraction of a ring hydrogen from at least one saturated cycloalkyl ring in compounds which contain such a ring.

[0346] The term "fused aryl ring" or "condensed aryl ring" is understood to mean when two aryl rings share at least two common sp 2 When carbon atoms are hybridized, they are considered fused or condensed.

[0347] The term "fused ring system" is understood to mean a ring system wherein two or more rings have at least two atoms in common.

[0348] The term "5-, 6- or 7-membered ring" is understood to mean a ring containing 5, 6 or 7 atoms. The atoms may be selected from C and one or more heteroatoms.

[0349] In this specification, a single bond means a direct bond.

[0350] In this specification, when no definition is provided otherwise, "substituted" means replaced by H, deuterium, C1 to C 12 Alkyl, unsubstituted C6 to C 18 Aryl and unsubstituted C3 to C 18 Heteroaryl substituted materials.

[0351] In the present specification, when a substituent is not named, the substituent may be H.

[0352] In the context of the present invention, "different" means that the compounds do not have the same chemical structure.

[0353] The terms "does not contain", "does not contain", "does not include" do not exclude impurities that may be present in the compound before deposition. Impurities have no technical impact on the purpose to be achieved by the present invention.

[0354] The term "sandwiched in contact" refers to a three-layer arrangement in which a middle layer is in direct contact with two adjacent layers.

[0355] The terms "light emitting layer", "light emitting layer" and "emissive layer" are used synonymously.

[0356] The terms "OLED," "organic light emitting diode," "organic electroluminescent device," and "organic light emitting device" are used synonymously.

[0357] The terms anode, anode layer and anode electrode are used synonymously.

[0358] The term "at least two anode sublayers" is understood to mean two or more anode sublayers, for example two or three anode sublayers.

[0359] The terms cathode, cathode layer and cathode electrode are used synonymously.

[0360] The term "hole injection layer" is understood to mean a layer which improves the injection of charges from the anode layer into the other layers of the organic electroluminescent device or from the other layers of the organic electroluminescent device into the anode.

[0361] The term “hole transport layer” is understood to mean a layer which transports holes between the hole injection layer and further layers arranged between the hole injection layer and the cathode layer.

[0362] The operating voltage U is measured in volts.

[0363] In the context of this specification, the term "substantially non-luminescent" or "non-luminescent" means that the contribution of the compound of formula (I) and the matrix compound and / or layer of formula (IV) such as the hole injection layer to the visible emission spectrum from an organic electroluminescent device such as an OLED or a display device is less than 10%, preferably less than 5%, relative to the visible emission spectrum, wherein formula (IV) is selected from formula (IVa) or formula (IVb). The visible emission spectrum is the emission spectrum with a wavelength of about ≥380 nm to about ≤780 nm.

[0364] In this specification, hole characteristics refer to the ability to provide electrons to form holes when an electric field is applied, and holes formed in the anode due to conductive characteristics according to the highest occupied molecular orbital (HOMO) energy level can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0365] In addition, the electronic property refers to the ability to accept electrons when an electric field is applied, and electrons formed in the cathode due to the conductive property according to the lowest unoccupied molecular orbital (LUMO) energy level can be easily injected into the light emitting layer and transported in the light emitting layer.

[0366] The term "LUMO energy level" is understood to mean the lowest unoccupied molecular orbital and is measured in eV (electron volts).

[0367] The term "LUMO energy level further away from the vacuum level" is understood to mean that the absolute value of the LUMO energy level is higher than the absolute value of the LUMO energy level of the reference compound.

[0368] The term "HOMO level" is understood to mean the highest occupied molecular orbital and is measured in eV (electron volts).

[0369] The term "HOMO level further from the vacuum level" is understood to mean that the absolute value of the HOMO level is higher than the absolute value of the HOMO level of the reference compound. For example, the term "further from the vacuum level than the HOMO level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetramine" is understood to mean that the absolute value of the HOMO level of the host compound of the hole injection layer is higher than the HOMO level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetramine.

[0370] The term "absolute value" is understood to mean a value without a "-" sign. According to one embodiment of the present invention, the HOMO energy level of the host compound of the hole injection layer can be calculated by a quantum mechanical method.

[0371] Beneficial Effects

[0372] Surprisingly, it was found that the organic electroluminescent device according to the present invention solves the underlying problem of the present invention by making one or more organic electroluminescent devices, such as organic light-emitting diodes, superior to organic electroluminescent devices known in the art in many aspects, in particular in terms of operating voltage, voltage stability over time and / or lifetime.

[0373] In particular, the organic electroluminescent device has improved properties with respect to operating voltage, EQE, cd / A efficiency, lifetime and / or stability of voltage over time U(100 h)-(1 h).

[0374] Furthermore, it was found that the underlying problem of the present invention can be solved by using compounds that are suitable for deposition by vacuum thermal evaporation under conditions suitable for mass production. In particular, the thermal stability and / or standard onset temperature of the compound of formula (I) and the organic hole transport compound used can be within a range suitable for mass production.

[0375] Furthermore, it was found that the underlying problem of the present invention can be solved by using compounds which may have reduced health and safety risks compared to the prior art. Thus, said compounds may be suitable for mass production.

[0376] Metal ions

[0377] The compound according to formula (I) is non-luminescent. In the context of the present specification, the term "substantially non-luminescent" or "non-luminescent" means that the contribution of the compound according to formula (I) to the visible emission spectrum from an organic electroluminescent device such as an OLED or a display device is less than 10%, preferably less than 5%, relative to the visible emission spectrum. The visible emission spectrum is the emission spectrum with a wavelength of about ≥380 nm to about ≤780 nm.

[0378] According to one embodiment, the molecular weight Mw of the compound of formula (I) may be ≥287 g / mol and ≤2000 g / mol, preferably the molecular weight Mw is ≥400 g / mol and ≤1500 g / mol, more preferably the molecular weight Mw is ≥580 g / mol and ≤1500 g / mol, and further preferably the molecular weight Mw is ≥580 g / mol and ≤1400 g / mol.

[0379] According to one embodiment of the present invention, the valence state of M of the compound according to formula (I) may be 1 to 4, preferably 1, 2, 3 or 4.

[0380] According to one embodiment, M may be selected from alkali metals, alkaline earth metals, transition metals or Group III or V metals.

[0381] The alkali metal may be selected from Li, Na, K, Rb or Cs. The alkaline earth metal may be selected from Mg, Ca, Sr or Ba. The transition metal may be selected from Sc, Y, La, Ti, Zr, V, Nb, Ta, Cr, Mo, W, Mn, Re, Fe, Co, Ni, Cu, Ag, Au or Zn. The rare earth metal may be selected from Ce. The group III and group V metals may be selected from Bi and Al.

[0382] According to one embodiment of the present invention, M is selected from Li, Na, K, Rb, Cs, Mg, Mn, Cu, Zn, Ag, Bi and Ce; preferably, M is selected from Na, K, Rb, Cs, Mg, Mn, Cu, Zn, Ag and Bi; further preferably, M is selected from Na, K, Rb, Cs, Mg, Mn, Cu, Zn, Ag and Bi, wherein if M is Cu, n is 2, and if M is Ce, n is 4.

[0383] According to one embodiment of the present invention, M is selected from Na, Ag, Zn, Cu, Bi or Ce, wherein if M is Cu, n is 2, and if M is Ce, n is 4.

[0384] According to one embodiment of the present invention, M is not Li.

[0385] Auxiliary ligand AL

[0386] According to one embodiment, AL can be selected from: H2O, C2 to C 40 Monodentate or polydentate ethers and C2 to C 40 Thioether, C2 to C 40 Amines, C2 to C 40 Phosphine, C2 to C 20 Alkyl nitrile or C2 to C 40 Aryl nitrile, or a compound according to formula (AL-I);

[0387] in

[0388] R 6 and R 7 Independently selected from C1 to C 20 Alkyl, C1 to C 20 Heteroalkyl, C6 to C 20 Aryl, heteroaryl having 5 to 20 ring atoms, halogenated or perhalogenated C1 to C 20 Alkyl, halogenated or perhalogenated C1 to C 20 Heteroalkyl, halogenated or perhalogenated C6 to C 20 aryl, halogenated or perhalogenated heteroaryl having 5 to 20 ring atoms, or at least one R 6 and R 7 bridged to form a 5- to 20-membered ring, or two R 6 and / or two R 7 bridged to form a 5- to 40-membered ring or to form a ring containing unsubstituted or C1 to C 12 The 5- to 40-membered ring of the substituted phenanthroline.

[0389] The ligand L of formula (I)

[0390] According to one embodiment, the ligand L of formula (II) may contain at least 3 fluorine atoms, more preferably at least 4 fluorine atoms, further preferably at least 6 fluorine atoms, more preferably ≥3 to ≤60 fluorine atoms.

[0391] According to one embodiment, the ligand L of formula (II) can be selected from anionic ligands L of formula (IIb), formula (IIc) or formula (IId):

[0392]

[0393] in

[0394] A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 12 Aryl, substituted or unsubstituted C3 to C 12 heteroaryl;

[0395] Among them A 1 and A 2 The substituents are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN,

[0396] Where R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy;

[0397] A 3 is selected from H, D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, F, or A 1 and A 3 The rings are bridged to form a ring, wherein A is preferred 3 Choose with A 1or A 2 Together they form a cyclic structure, wherein preferably a 5- or 6-membered aliphatic or aromatic ring, and wherein the ring may contain one or more heteroatoms, preferably selected from N, O and S;

[0398] A 4 is selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl or substituted or unsubstituted 6-membered heteroaryl;

[0399] A 5 is selected from C1 to C6 alkyl, substituted or unsubstituted C6 to C 12 aryl, substituted or unsubstituted C3 to C9 heteroaryl or CN, preferably CH3 or CN,

[0400] in

[0401] A 4 and A 5 The substituents on are independently selected from D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, halogen or F;

[0402] in

[0403] At least two substituents in L are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN;

[0404] Where R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy.

[0405] According to one embodiment, the ligands L in the compounds of formula (I) comprise at least 15 covalently bound atoms per ligand L and may be selected from the group comprising:

[0406] - at least three carbon atoms, or at least four carbon atoms, and / or

[0407] - at least two oxygen atoms or one oxygen atom and one nitrogen atom, two to four oxygen atoms, two to four oxygen atoms and zero to two nitrogen atoms, and / or

[0408] - at least one or more groups selected from halogen, F, CN, substituted or unsubstituted C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkoxy, or two or more groups selected from halogen, F, CN, substituted or unsubstituted C1 to C6 alkyl, substituted or unsubstituted C1 to C6 alkoxy, at least one or more groups selected from halogen, F, CN, substituted C1 to C6 alkyl, substituted C1 to C6 alkoxy, or two or more groups selected from halogen, F, CN, perfluorinated C1 to C6 alkyl, perfluorinated C1 to C6 alkoxy, one or more groups selected from substituted or unsubstituted C1 to C6 alkyl, substituted or unsubstituted C6 to C 12 Aryl and / or substituted or unsubstituted C3 to C 12 Heteroaryl,

[0409] wherein the substituent is selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 3 、COOR 3 , halogen, F or CN;

[0410] Where R 3 It may be selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy.

[0411] According to one embodiment, the ligand L of formula (IIb), formula (IIc) or formula (IId) can be selected from compounds G1 to G113:

[0412]

[0413]

[0414]

[0415]

[0416]

[0417]

[0418]

[0419]

[0420] According to one embodiment, L of formula (I) is selected from (G2) to (G113), preferably from (G2) to (G77).

[0421] According to one embodiment, L of formula (I) is selected from (G1) to (G77), preferably from (G1) to (G74).

[0422] Compounds of formula (I)

[0423] According to one embodiment, the compound of formula (I) is selected from:

[0424] LiTFSI, KTFSI, CsTFSI, AgTFSI, Mg(TFSI)2, Mn(TFSI)2, Sc(TFSI)3, Na[N(SO2C4F9)2], K[N(SO2C4F9)2], Mg[N(SO2 i C3F7)2]2, Zn[N(SO2 i C3F7)2]2, Ag[N(SO2 i C3F7)2], Ag[N(SO2C3F7)2], Ag[N(SO2C4F9)2], Ag[N(SO2CF3)(SO2C4F9)], Cs[N( SO2C4F9)2], Mg[N(SO2C4F9)2]2, Ca[N(SO2C4F9)2]2, Ag[N(SO2C4F9)2], Cu[N(SO2 i C3F7)2]2, Cu[N(SO2C3F7)2]2, Cu[N(SO2CF3)(SO2C4F9)]2, Cu[N(SO2C2H5)(SO2C4F9)]2, Cu[N(SO2 i C3H7)(SO2C4F9)]2, Cu[N(SO2 iC3F7)(SO2C4F9)]2, Cu[N(SO2CH3)(SO2C4F9)]2, Mg[N(SO2CF3)(SO2C4F9)]2, Mn[N(SO2CF3)(SO2C4F9)]2, Ag[N(SO2CH3)(SO2C4F9)],

[0425]

[0426]

[0427]

[0428] in" i " means "different". For example, " i "C3F7" represents isoheptafluoropropyl.

[0429] Compound of formula (III)

[0430] According to one embodiment, the light-emitting layer, preferably the first light-emitting layer, comprises a compound of formula (III):

[0431] in

[0432] Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring;

[0433] Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring;

[0434] R 31 and R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring,

[0435] Among them, Ar 31 ,Ar 32 , R 31 , R32 and R 33 The one or more substituents are independently selected from the following group: deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from this group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, which is unsubstituted or substituted with the substituent;

[0436] R31, R32 and R33 are each an integer of 0, 1, 2, 3 or 4, and when R31 to R33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other.

[0437] According to one embodiment, wherein for formula (III):

[0438] Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to bicyclic aromatic hydrocarbon ring, or a monocyclic to bicyclic aromatic heterocyclic ring containing O, N or S;

[0439] Ar 31 and Ar 32 are the same or selected to be different and are each independently selected from an alkyl group having 1 to 10 carbon atoms which is unsubstituted or substituted with an aryl group, an aryl group having 6 to 30 carbon atoms which is unsubstituted or substituted with an aryl group, or a heteroaryl group having 2 to 30 carbon atoms;

[0440] R 31 , R 32 and R 33 are the same as or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group.

[0441] According to one embodiment, wherein for formula (III):

[0442] Z 1 , Z 2 and Z 3 are the same as or different from each other, and are each independently selected from a benzene ring or a thiophene ring;

[0443] Ar 31 and Ar 32 are the same as each other or are selected to be different from each other and are each independently selected from a phenyl group, a biphenyl group, a naphthyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a dibenzofuran group or a dibenzothiophene group;

[0444] R 31 , R 32 and R 33 are the same as each other or are selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 30 carbon atoms, a substituted or unsubstituted silyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

[0445] According to one embodiment, the light-emitting layer, preferably the first light-emitting layer, comprises a compound of formula (III), wherein the compound of formula (III) is selected from BD1 to BD9:

[0446]

[0447]

[0448] Organic light-emitting body host compound

[0449] According to one embodiment, the light-emitting layer, preferably the first light-emitting layer, comprises an organic light-emitting body host compound.

[0450] According to one embodiment, the light-emitting layer, preferably the first light-emitting layer, comprises an organic light-emitting body host compound, wherein the organic light-emitting body host compound is selected from compounds of formula (V):

[0451] in

[0452] Ar 41 and Ar 42 independently selected from substituted or unsubstituted C6 to C 24 Aryl, substituted or unsubstituted C3 to C 24 heteroaryl;

[0453] L 41 and L 42 are independently selected from a direct bond or a substituted or unsubstituted C6 to C 24 Aromatic substituent, substituted or unsubstituted C3 to C 24 heteroaromatic subunit;

[0454] R 41 To R48 independently selected from H, D, substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 heteroaryl;

[0455] Among them, Ar 41 ,Ar 42 , L 41 , L 42 , R 41 To R 48 The substituents on the 10 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy, halogen, F or CN.

[0456] According to one embodiment, the organic light emitting body host compound of formula (V) is selected from compounds BH1 to BH13:

[0457]

[0458]

[0459]

[0460] Organic hole transport compounds

[0461] At least the first hole transport layer comprises an organic hole transport compound.

[0462] The organic hole transport compound of the hole transport layer, also referred to as a "host compound" or a "hole transport compound", may contain at least ≥1 to ≤3 amine moieties and at least ≥8 to ≤12 aromatic or heteroaromatic rings, and wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol.

[0463] According to one embodiment, at least one heteroaryl group or at least one aryl group is bonded to an amine unit of at least ≧1 to ≦3 amine moieties, preferably a heteroaryl or aryl group is bonded to the amine unit.

[0464] According to another embodiment, the organic hole transport compound, also referred to as a "host compound", may comprise at least one arylamine compound, a diarylamine compound, a triarylamine compound, a compound of formula (IV), wherein the compound of formula (IV) is selected from a compound of formula (IVa) or a compound of formula (IVb):

[0465]

[0466] in:

[0467] 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;

[0468] T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit;

[0469] 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 20 Heteroarylidene, substituted or unsubstituted biphenylidene, substituted or unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, 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 benzanthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepane, substituted or unsubstituted dibenzo[b,f]azepane, 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 ring, substituted or unsubstituted 6-membered ring and / or substituted or unsubstituted 7-membered ring, 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) heterocyclic unsaturated 5 to 7-membered rings, (ii) aromatic heterocyclic 5 to 6-membered rings, (iii) non-heterocyclic unsaturated 5 to 7-membered rings, (iv) aromatic non-heterocyclic 6-membered rings;

[0470] in

[0471] Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 The substituents are selected from the group consisting of 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 , substituted or unsubstituted straight-chain alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted branched-chain alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cyclic alkyl groups having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl or alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aromatic ring systems having 6 to 40 aromatic ring atoms and substituted or unsubstituted heteroaromatic ring systems 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: heterocyclic unsaturated 5 to 7 membered rings, aromatic heterocyclic 5 to 6 membered rings, non-heterocyclic unsaturated 5 to 7 membered rings and aromatic non-heterocyclic 6 membered rings,

[0472] Where R 2 The alkyl radical may be selected from H, D, a linear alkyl radical having 1 to 6 carbon atoms, a branched alkyl radical having 1 to 6 carbon atoms, a cyclic alkyl radical having 3 to 6 carbon atoms, an alkenyl or alkynyl radical having 2 to 6 carbon atoms, a C6 to C 18 Aryl or C3 to C 18 Heteroaryl.

[0473] According to one embodiment of the organic electroluminescent device, the organic hole transport compound of the hole transport layer, preferably the first hole transport layer, comprises a compound of formula (IV), wherein the compound of formula (IV) is selected from a compound of formula (IVa) or a compound of formula (IVb):

[0474]

[0475] in

[0476] T 1 、T 2 、T 3 、T 4 and T 5can be 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;

[0477] T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit;

[0478] Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 may be independently selected from substituted or unsubstituted C6 to C 20 Aryl or substituted or unsubstituted C3 to C 20 Heteroarylidene, substituted or unsubstituted biphenylidene, substituted or unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, 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 benzanthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepane, substituted or unsubstituted dibenzo[b,f]azepane, 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 ring, substituted or unsubstituted 6-membered ring and / or substituted or unsubstituted 7-membered ring, 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) heterocyclic unsaturated 5 to 7-membered rings, (ii) aromatic heterocyclic 5 to 6-membered rings, (iii) non-heterocyclic unsaturated 5 to 7-membered rings, (iv) aromatic non-heterocyclic 6-membered rings;

[0479] Among them, Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 The substituents are selected, identically or differently, from the group consisting of H, straight-chain alkyl groups having 1 to 20 carbon atoms, branched-chain alkyl groups having 1 to 20 carbon atoms, cyclic alkyl groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, C6 to C 18 Aryl, C3 to C 18Heteroaryl, a fused ring system comprising 2 to 6 unsubstituted 5 to 7 membered rings, and the rings are selected from: heterocyclic unsaturated 5 to 7 membered rings, aromatic heterocyclic 5 to 6 membered rings, non-heterocyclic unsaturated 5 to 7 membered rings and aromatic non-heterocyclic 6 membered rings.

[0480] Preferably, Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 The substituents are selected, identically or differently, from H, straight-chain alkyl groups having 1 to 6 carbon atoms, branched-chain alkyl groups having 1 to 6 carbon atoms, cyclic alkyl groups having 3 to 6 carbon atoms, alkenyl or alkynyl groups having 2 to 6 carbon atoms, alkoxy groups having 1 to 6 carbon atoms, C6 to C 18 Aryl, C3 to C 18 Heteroaryl, a fused ring system comprising 2 to 4 unsubstituted 5 to 7 membered rings, and the rings are selected from: heterocyclic unsaturated 5 to 7 membered rings, aromatic heterocyclic 5 to 6 membered rings, non-heterocyclic unsaturated 5 to 7 membered rings and aromatic non-heterocyclic 6 membered rings; more preferably, the substituents are selected, identically or differently, from: H, straight chain alkyl groups having 1 to 4 carbon atoms, branched chain alkyl groups having 1 to 4 carbon atoms, cyclic alkyl groups having 3 to 4 carbon atoms and / or phenyl groups.

[0481] Thus, the compound of formula (IVa) or formula (IVb) may have a standard starting temperature suitable for mass production.

[0482] According to one embodiment of the organic electroluminescent device, the organic hole transport compound of the hole transport layer, preferably the first hole transport layer, comprises a compound of formula (IV), wherein the compound of formula (IV) is selected from a compound of formula (IVa) or a compound of formula (IVb):

[0483]

[0484] in

[0485] T 1 、T 2 、T 3 、T 4 and T 5 can be 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;

[0486] T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit;

[0487] Ar 1 ,Ar 2 ,Ar 3 ,Ar 4and Ar 5 can be independently selected from unsubstituted C6 to C 20 Aryl or unsubstituted C3 to C 20 heteroarylidene, unsubstituted biphenylidene, unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, unsubstituted naphthalene, unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene, unsubstituted perylene, unsubstituted terphenylidene, unsubstituted tetracene, unsubstituted benzanthracene, unsubstituted dibenzofuran, unsubstituted dibenzothiophene, unsubstituted xanthene, unsubstituted carbazole, substituted 9-phenylcarbazole, unsubstituted azepine, unsubstituted dibenzo[b,f]azepine, unsubstituted 9,9'-spirobi[fluorene], unsubstituted Substituted spiro[fluorene-9,9'-xanthene]; or an unsubstituted aromatic fused ring system comprising at least three unsubstituted aromatic rings selected from: unsubstituted non-heterocyclic, unsubstituted hetero 5-membered ring, unsubstituted 6-membered ring and / or unsubstituted 7-membered ring, unsubstituted fluorene; or a fused ring system comprising 2 to 6 unsubstituted 5- to 7-membered rings, and the rings are selected from: (i) heterocyclic unsaturated 5- to 7-membered rings, (ii) aromatic heterocyclic 5- to 6-membered rings, (iii) non-heterocyclic unsaturated 5- to 7-membered rings, (iv) aromatic non-heterocyclic 6-membered rings.

[0488] According to one embodiment of the organic electroluminescent device, the organic hole transport compound of the hole transport layer, preferably the first hole transport layer, comprises a compound of formula (IV), wherein the compound of formula (IV) is selected from a compound of formula (IVa) or a compound of formula (IVb):

[0489]

[0490] in

[0491] T 1 、T 2 、T 3 、T 4 and T 5 can be 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;

[0492] T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit;

[0493] Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 can be independently selected from unsubstituted C6 to C 20 Aryl or unsubstituted C3 to C 20heteroarylidene, unsubstituted biphenylidene, unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, unsubstituted naphthalene, unsubstituted anthracene, unsubstituted phenanthrene, unsubstituted pyrene, unsubstituted perylene, unsubstituted terphenylidene, unsubstituted tetracene, unsubstituted benzanthracene, unsubstituted dibenzofuran, unsubstituted dibenzothiophene, unsubstituted xanthene, unsubstituted carbazole, substituted 9-phenylcarbazole, unsubstituted azepane, unsubstituted dibenzo[b,f]azepane, unsubstituted 9,9'-spirobi[fluorene], unsubstituted spiro[fluorene-9,9'-xanthene].

[0494] Thus, the compound of formula (IVa) or formula (IVb) may have a standard starting temperature suitable for mass production.

[0495] According to one embodiment, wherein T 1 、T 2 、T 3 、T 4 and T 5 can be independently selected from a single bond, a phenyl group, a biphenyl group or a terphenyl group. According to one embodiment, wherein T 1 、T 2 、T 3 、T 4 and T 5 can be independently selected from a phenyl subunit, a biphenyl subunit or a terphenyl subunit, and 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 be independently selected from a phenylene group or a biphenylene group, and 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 be independently selected from a phenylene group or a biphenylene group, and T 1 、T 2 、T 3 、T 4 and T 5 Two of them are single bonds.

[0496] According to one embodiment, wherein T1 、T 2 and T 3 may be independently selected from phenylene groups, and T 1 、T 2 and T 3 is a single bond. According to one embodiment, wherein T 1 、T 2 and T 3 may be independently selected from phenylene groups, and T 1 、T 2 and T 3 Two of them are single bonds.

[0497] According to one embodiment, wherein T 6 It can be a phenyl subunit, a biphenyl subunit, or a terphenyl subunit. According to one embodiment, wherein T 6 According to one embodiment, wherein T 6 It can be a biphenyl subunit. According to one embodiment, wherein T 6 It may be a terphenyl subunit.

[0498] According to one embodiment, wherein Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 Can be independently selected from K1 to K16:

[0499]

[0500] The asterisk "*" indicates the binding position.

[0501] According to one embodiment, wherein Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 Can be independently selected from K1 to K15; or selected from K1 to K10 and K13 to K15.

[0502] According to one embodiment, wherein Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar 5 Can be independently selected from K1, K2, K5, K7, K9, K10, K13 to K16.

[0503] When Ar 1 ,Ar 2 ,Ar 3 ,Ar 4 and Ar5 When selected within this range, the standard starting temperature can be in a range that is particularly suitable for mass production.

[0504] The “organic hole transport compound of formula (IVa) or formula (IVb)” may also be referred to as a “host compound”.

[0505] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings.

[0506] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings and at least ≥1 to ≤3 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings.

[0507] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings and at least ≥1 to ≤3 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings and at least ≥1 to ≤3 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings, more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems containing heteroaromatic rings and optionally at least ≥1 to ≤3 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings, and it is also preferred that the aromatic fused ring system containing the heteroaromatic ring is unsubstituted and optionally at least ≥1 to ≤3 unsubstituted heterocyclic unsaturated 5 to 7 membered rings.

[0508] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, and more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems.

[0509] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, and more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems, wherein the aromatic fused ring system contains a substituted or unsubstituted heteroaromatic ring.

[0510] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≧1 to ≦3 or 2 substituted or unsubstituted heterocyclic unsaturated 5- to 7-membered rings.

[0511] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 7-membered rings.

[0512] According to one embodiment, the substituted or unsubstituted aromatic fused ring system of the organic hole transport compound of formula (IVa) or (IVb) may contain at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 5- to 7-membered rings.

[0513] According to one embodiment, the substituted or unsubstituted aromatic fused ring system of the organic hole transport compound of formula (IVa) or (IVb) may contain at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 7-membered rings.

[0514] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems, and wherein the aromatic fused ring system contains a substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered ring.

[0515] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems, wherein the aromatic fused ring system contains a substituted or unsubstituted heteroaromatic ring, and wherein the aromatic fused ring system contains a substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered ring.

[0516] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems, and wherein the aromatic fused ring system contains at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings.

[0517] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6 substituted or unsubstituted aromatic fused ring systems, preferably ≥2 to ≤5 substituted or unsubstituted aromatic fused ring systems, more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems, wherein the aromatic fused ring system contains a substituted or unsubstituted heteroaromatic ring, and wherein the aromatic fused ring system contains at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings.

[0518] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may comprise:

[0519] - a substituted or unsubstituted aromatic fused ring system having at least ≥2 to ≤6, preferably ≥3 to ≤5 or 4 fused aromatic rings selected from: a substituted or unsubstituted non-heteroaromatic ring, a substituted or unsubstituted hetero 5-membered ring, a substituted or unsubstituted 6-membered ring and / or a substituted or unsubstituted heterocyclic unsaturated 5 to 7-membered ring; or

[0520] - an unsubstituted aromatic fused ring system having at least ≥2 to ≤6, preferably ≥3 to ≤5, or 4 fused aromatic rings selected from: an unsubstituted non-heteroaromatic ring, an unsubstituted hetero 5-membered ring, an unsubstituted 6-membered ring and / or an unsubstituted heterocyclic unsaturated 5 to 7-membered ring.

[0521] It should be noted here that the term "aromatic fused ring system" may contain at least one aromatic ring and at least one substituted or unsubstituted unsaturated 5 to 7 membered ring. It should be noted here that the substituted or unsubstituted unsaturated 5 to 7 membered ring may not be an aromatic ring.

[0522] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6, preferably ≥2 to ≤5 or more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems having:

[0523] - at least one unsaturated 5-membered ring, and / or

[0524] - at least one unsaturated 6-membered ring, and / or

[0525] - at least one unsaturated 7-membered ring; wherein preferably at least one unsaturated 5-membered ring and / or at least one unsaturated 7-membered ring contains at least 1 to 3, preferably 1, heteroatom.

[0526] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6, preferably ≥2 to ≤5 or more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems having:

[0527] - at least one aromatic 5-membered ring, and / or

[0528] - at least one aromatic 6-membered ring, and / or

[0529] - at least one aromatic 7-membered ring; wherein preferably at least one aromatic 5-membered ring and / or at least one aromatic 7-membered ring contains at least 1 to 3, preferably 1, heteroatoms;

[0530] The substituted or unsubstituted aromatic fused ring system contains at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings.

[0531] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may comprise:

[0532] - at least ≥6 to ≤12, preferably ≥7 to ≤11, more preferably ≥8 to ≤10 or 9 aromatic rings; and / or

[0533] - at least ≥4 to ≤11, preferably ≥5 to ≤10, more preferably ≥6 to ≤9 or more preferably 7 or 8 non-heteroaromatic rings, preferably the non-heteroaromatic rings are aromatic C6 rings; and / or

[0534] - at least ≥1 to ≤4, preferably 2 or 3, aromatic 5-membered rings, preferably heteroaromatic 5-membered rings; and / or

[0535] - at least 1 or 2 heterocyclic unsaturated 5- to 7-membered rings, preferably at least 1 or 2 heterocyclic unsaturated 7-membered rings;

[0536] - at least ≥6 to ≤12, preferably ≥7 to ≤11, more preferably ≥8 to ≤10 or 9 aromatic rings; wherein

[0537] At least ≥4 to ≤11, preferably ≥5 to ≤10, more preferably ≥6 to ≤9 or more preferably 7 or 8 are non-heteroaromatic rings, and

[0538] At least ≥1 to ≤4, preferably 2 or 3, of the aromatic rings are heteroaromatic rings, wherein the total number of non-heteroaromatic rings and heteroaromatic rings does not exceed 12 aromatic rings; and / or

[0539] - at least ≥6 to ≤12, preferably ≥7 to ≤11, more preferably ≥8 to ≤10 or 9 aromatic rings; wherein

[0540] At least ≥4 to ≤11, preferably ≥5 to ≤10, more preferably ≥6 to ≤9 or more preferably 7 or 8 are non-heteroaromatic rings, and

[0541] at least ≥1 to ≤4, preferably 2 or 3, of the aromatic rings are heteroaromatic rings, wherein the total number of non-heteroaromatic rings and heteroaromatic rings does not exceed 12 aromatic rings; and

[0542] The hole transport compound or the hole transport compound according to formula I comprises at least ≥1 to ≤4, preferably 2 or 3, aromatic 5-membered rings, preferably heteroaromatic 5-membered rings, and / or

[0543] The hole transport compound or the hole transport compound according to formula (I) comprises at least 1 or 2 heterocyclic unsaturated 5- to 7-membered rings, preferably at least 1 or 2 heterocyclic unsaturated 7-membered rings.

[0544] According to one embodiment, the organic hole transport compound of formula (IVa) or (IVb) may contain a heteroatom, and the heteroatom may be selected from the following group: O, S, N, B or P, preferably the heteroatom may be selected from O, S or N.

[0545] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may contain at least ≥1 to ≤6, preferably ≥2 to ≤5 or more preferably 3 or 4 substituted or unsubstituted aromatic fused ring systems having:

[0546] - at least one aromatic 5-membered ring, and / or

[0547] - at least one aromatic 6-membered ring, and / or

[0548] - at least one aromatic 7-membered ring; wherein preferably at least one aromatic 5-membered ring and / or at least one aromatic 7-membered ring contains at least 1 to 3, preferably 1, heteroatoms;

[0549] wherein the substituted or unsubstituted aromatic fused ring system optionally contains at least ≥1 to ≤3 or 2 substituted or unsubstituted heterocyclic unsaturated 5 to 7 membered rings; and wherein the substituted or unsubstituted aromatic fused ring system contains heteroatoms, which may be selected from O, S, N, B, P or Si, preferably the heteroatoms may be selected from O, S or N.

[0550] According to one embodiment, the organic hole transport compound of formula (IVa) or formula (IVb) may not contain heteroatoms that are not part of an aromatic ring and / or part of an unsaturated 7-membered ring, preferably the hole transport compound or the hole transport compound according to formula (I) may not contain N atoms other than N atoms that are part of an aromatic ring or part of an unsaturated 7-membered ring.

[0551] According to one embodiment, the organic hole transport compound comprises at least one naphthyl group, carbazole group, dibenzofuran group, dibenzothiophene group and / or substituted fluorenyl group, wherein the substituents are independently selected from methyl, phenyl or fluorenyl.

[0552] According to one embodiment, when measured under the same conditions, the HOMO of the organic hole transport compound is further away from the vacuum energy level than the HOMO energy level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine.

[0553] In one embodiment, the HOMO energy level of the organic hole transport compound can be more negative than -4.27 eV, preferably more negative than -4.3 eV, or more negative than -4.5 eV, or more negative than -4.6 eV, or more negative than -4.65 eV, when calculated using TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany) by applying the hybrid functional B3LYP with the 6-31G* basis set in the gas phase.

[0554] In one embodiment, when measured under the same conditions, the HOMO energy level of the organic hole transport compound can be more negative than the HOMO energy level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine (CAS207739-72-8) and more positive than the HOMO energy level of N-([1,1'-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluorene-4-yl)phenyl)-9,9-dimethyl-9H-fluorene-2-amine.

[0555] In one embodiment of the present invention, the organic hole transport compound may not contain an alkoxy group.

[0556] According to one embodiment of the organic electronic device, the following formula is satisfied:

[0557] -0.8 eV ≥ [HOMO of the organic light emitting body host compound - HOMO of the organic hole transport compound] ≤ 0 eV; and

[0558] The HOMO of the organic hole transport compound is further away from the vacuum energy level than the HOMO energy level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine.

[0559] In this way, particularly efficient hole transport to the first light-emitting layer can be achieved.

[0560] According to one embodiment of the electronic device, the organic hole transport compound of formula (IVa) or formula (IVb) is selected from F1 to F20:

[0561]

[0562]

[0563]

[0564] According to one embodiment of the electronic device, the organic hole transport compound of formula (IVa) or formula (IVb) is preferably selected from compound F3, F4 or F18.

[0565] The hole transport compound of the hole transport layer, preferably the first hole transport layer, may be free of HTM014, HTM081, HTM163, HTM222, EL-301, HTM226, HTM355, HTM133, HTM334, HTM604 and EL-22T. The abbreviations represent the names of manufacturers, for example Merck or Lumtec.

[0566] Hole injection layer

[0567] A hole injection layer (HIL) may be formed on the anode layer by, for example, vacuum deposition, spin coating, printing, casting, slot die coating, Langmuir-Blodgett (LB) deposition, etc. When the HIL is formed using vacuum deposition, the deposition conditions may vary depending on the hole transport compound used to form the HIL and the desired structure and thermal properties of the HIL. However, in general, the vacuum deposition conditions may include a deposition temperature of 100° C. to 350° C., a ... -8 Support up to 10 -3 Torr pressure (1 Torr equals 133.322 Pa) and a deposition rate of 0.1 nm / s to 10 nm / s.

[0568] When the HIL is formed using spin coating or printing, the coating conditions may vary depending on the hole transport compound used to form the HIL and the desired structure and thermal properties of the HIL. For example, the coating conditions may 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, the heat treatment removes the solvent.

[0569] The HIL may be formed from a compound of formula (I), preferably a metal complex of formula (I).

[0570] The thickness of the HIL may be in the range of about 1 nm to about 15 nm, for example, about 2 nm to about 15 nm or about 2 nm to about 12 nm.

[0571] When the thickness of the HIL is within this range, the HIL can have excellent hole injection characteristics without substantially deteriorating driving voltage.

[0572] According to one embodiment of the present invention, the hole injection layer may include:

[0573] - at least about ≥0.5 wt% to about ≤30 wt%, preferably about ≥0.5 wt% to about ≤20 wt%, more preferably about ≥1 wt% to about ≤20 wt% of a compound of formula (I), and

[0574] - at least about ≥70% to about ≤99.5% by weight, preferably about ≥80% to about ≤99.5% by weight, more preferably about ≥80% to about ≤99% by weight, of matrix compound.

[0575] According to one embodiment, the weight % of the compound of formula (I) may be lower than the weight % of the host compound; wherein the weight % of the component is relative to the total weight of the hole injection layer.

[0576] Preferably, the hole injection layer does not contain ionic liquids, metal phthalocyanines, CuPc, HAT-CN, pyrazino[2,3-f][1,10]phenanthroline-2,3-dicarbonitrile, F4TCNQ, metal fluorides and / or metal oxides, wherein the metal in the metal oxide is selected from Re, W and / or Mo. Thus, the hole injection layer can be deposited under conditions suitable for mass production.

[0577] According to one embodiment of the organic electroluminescent device, the hole injection layer does not emit light.

[0578] It is to be understood that the hole injection layer is not part of the anode layer.

[0579] Hole Transport Layer (HTL)

[0580] The first hole transport layer is disposed between the hole injection layer and the first light emitting layer.

[0581] The first hole transport layer comprises an organic hole transport compound, also referred to herein as a "host compound". The organic hole transport compound, also referred to herein as a "host compound", is preferably a covalent host compound. According to one embodiment, the covalent host compound of the hole transport layer may be selected from at least one organic compound.

[0582] The first organic hole transport compound is selected from at least one arylamine compound, diarylamine compound, triarylamine compound, compound of formula (IVa) or compound of formula (IVb), preferably compound of formula (IVa) or compound of formula (IVb).

[0583] According to one embodiment, in addition to the first hole transport layer, the organic electroluminescent device further comprises an additional hole transport layer, which may be a second hole transport layer or a second and a third hole transport layer.

[0584] The additional hole transport layer may comprise an organic hole transport compound, also referred to herein as a "host compound". The organic hole transport compound, also referred to herein as a "host compound", is preferably a covalent host compound. According to one embodiment, the covalent host compound of the additional hole transport layer may be selected from at least one organic compound.

[0585] The organic hole transport compound of the additional hole transport layer is selected from at least one arylamine compound, diarylamine compound, triarylamine compound, compound of formula (IVa) or compound of formula (IVb), preferably compound of formula (IVa) or compound of formula (IVb).

[0586] According to one embodiment, the organic hole transport compounds in the hole injection layer and the first hole transport layer may be selected to be the same.

[0587] According to one embodiment, the organic hole transport compound in all hole injection layers and in the first hole transport layer and in all additional hole transport layers is chosen to be identical.

[0588] According to one embodiment of the organic electroluminescent device, the first hole transport layer or the first hole transport layer and the at least one additional hole transport layer comprise a matrix compound, wherein the matrix compound of the first hole transport layer or the first hole transport layer and the at least one additional hole transport layer can be selected from organic compounds essentially consisting of covalently bound C, H, O, N, S, and the organic compound optionally further comprises covalently bound B, P, As and / or Se.

[0589] According to one embodiment, the molecular weight Mw of the organic hole transport compound of the first hole transport layer or the first hole transport layer and at least one additional hole transport layer may be ≥400 g / mol and ≤2000 g / mol, preferably the molecular weight Mw is ≥450 g / mol and ≤1500 g / mol, more preferably the molecular weight Mw is ≥500 g / mol and ≤1000 g / mol, further preferably the molecular weight Mw is ≥550 g / mol and ≤900 g / mol, and further preferably the molecular weight Mw is ≥600 g / mol and ≤800 g / mol.

[0590] Preferably, the organic hole transport compound of the hole injection layer and the organic hole transport compound of the first hole transport layer or of the first hole transport layer and at least one additional hole transport layer are chosen to be identical.

[0591] According to one embodiment of the organic electroluminescent device, wherein the first hole transport layer or the first hole transport layer and at least one additional hole transport layer of the organic electroluminescent device comprise an organic hole transport compound according to formula (IV), the organic hole transport compound in the hole injection layer and the first hole transport layer or the first hole transport layer and at least one additional hole transport layer is preferably selected to be the same.

[0592] The first hole transport layer (HTL) can be formed on the HIL by vacuum deposition, spin coating, slot die coating, printing, casting, Langmuir-Blodgett (LB) deposition, etc. When the HTL is formed by vacuum deposition or spin coating, the conditions for deposition and coating may be similar to those for forming the HIL. However, the conditions for vacuum or solution deposition may vary according to the hole transport compound used to form the HTL.

[0593] The thickness of the first HTL and / or the additional HTL may be in the range of about 5 nm to about 250 nm, preferably about 10 nm to about 200 nm, more preferably about 20 nm to about 190 nm, more preferably about 40 nm to about 180 nm, more preferably about 60 nm to about 170 nm, more preferably about 80 nm to about 200 nm, more preferably about 100 nm to about 180 nm, more preferably about 110 nm to about 140 nm.

[0594] When the thickness of the first HTL and / or the additional HTL is within this range, the HTL may have excellent hole transport characteristics without substantially deteriorating driving voltage.

[0595] Emission layer (EML)

[0596] At least one first light emitting layer (EML), also referred to as a first light emitting layer, may be formed on the HTL or EBL by vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. When the EML is formed using vacuum deposition or spin coating, the conditions for deposition and coating may be similar to those for forming the HIL. However, the conditions for deposition and coating may vary depending on the compound used to form the EML.

[0597] According to the present invention, the organic electroluminescent device preferably comprises one emitting layer, referred to as the “first emitting layer.” However, the organic electroluminescent device optionally comprises two emitting layers, wherein the first layer is referred to as the first emitting layer and the second layer is referred to as the second emitting layer.

[0598] The at least one light-emitting layer (also referred to as the first light-emitting layer) may be free of the host compound of the hole injection layer.

[0599] The at least one light-emitting layer may not comprise the compound of formula (IV).

[0600] The amount of the compound of formula (III) may be in the range of about 1 part by weight to about 50 parts by weight relative to 100 parts by weight of the organic light emitting body host compound.

[0601] The EML may 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 may have excellent luminescence without substantially compromising driving voltage.

[0602] Other layers

[0603] According to the present invention, in addition to the layers mentioned above, the organic electroluminescent device may further comprise other layers. Exemplary embodiments of the various layers are described below:

[0604] Base

[0605] The substrate can be any substrate commonly used in the manufacture of 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 can 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 transistor backplane. Preferably, the substrate is a silicon substrate or a transistor backplane.

[0606] Anode layer

[0607] The anode layer, also referred to as the anode electrode, can be formed by depositing or sputtering the material for forming the anode layer. The material for forming the anode layer can be a high work function material, thereby promoting hole injection. The anode layer can be a transparent electrode or a 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 layer. Metals can also be used, typically silver (Ag), gold (Au) or metal alloys are used to form the anode layer.

[0608] The anode layer may comprise two or more anode sublayers.

[0609] According to one embodiment, the anode layer comprises a first anode sublayer and a second anode sublayer, wherein the first anode sublayer is arranged closer to the substrate and the second anode sublayer is arranged closer to the cathode layer.

[0610] According to one embodiment, the anode layer may include a first anode sublayer containing or consisting of Ag or Au and a second anode sublayer containing or consisting of a transparent conductive oxide.

[0611] According to one embodiment, the anode layer includes a first anode sublayer, a second anode sublayer and a third anode sublayer, wherein the first anode sublayer is arranged closer to the substrate, the second anode sublayer is arranged closer to the cathode layer, and the third anode sublayer is arranged between the substrate and the first anode sublayer.

[0612] According to one embodiment, the anode layer may include a first anode sublayer containing Ag or Au or consisting thereof, a second anode sublayer containing a transparent conductive oxide or consisting thereof, and an optional third anode sublayer containing a transparent conductive oxide or consisting thereof. Preferably, the first anode sublayer may contain Ag or consist thereof, the second anode sublayer may contain ITO or IZO or consist thereof, and the third anode sublayer may contain ITO or IZO or consist thereof.

[0613] Preferably, the first anode sublayer may contain Ag or consist of Ag, the second anode sublayer may contain ITO or consist of ITO, and the third anode sublayer may contain ITO or consist of ITO.

[0614] Preferably, the transparent conductive oxide in the second anode sublayer and the third anode sublayer may be selected to be the same.

[0615] According to one embodiment, the anode layer may include a first anode sublayer containing Ag or Au and having a thickness of 100 nm to 150 nm, a second anode sublayer containing or consisting of a transparent conductive oxide and having a thickness of 3 nm to 20 nm, and a third anode sublayer containing or consisting of a transparent conductive oxide and having a thickness of 3 nm to 20 nm.

[0616] It should be understood that the third anode layer is not part of the substrate.

[0617] According to one embodiment of the present invention, the hole injection layer comprising or consisting of the compound of formula (I) is in direct contact with the anode layer.

[0618] Electron Blocking Layer (EBL)

[0619] According to one embodiment of the organic electroluminescent device, the organic electroluminescent device may include an electron blocking layer (EBL). The function of the electron blocking layer (EBL) is to prevent electrons from being transferred from the light-emitting layer to the hole transport layer, thereby confining the electrons in the light-emitting layer. Thus, efficiency, operating voltage and / or life span can be improved. Typically, the electron blocking layer includes a triarylamine compound.

[0620] If the electron blocking layer has a high triplet energy level, it can also be described as a triplet-controlling layer.

[0621] If a phosphorescent green or blue emitting layer is used, the function of the triplet control layer is to reduce triplet quenching. Thus, a higher luminous efficiency of the phosphorescent emitting layer can be achieved. The triplet control layer can be selected from triarylamine compounds whose triplet energy level is higher than the triplet energy level of the phosphorescent emitter in the adjacent emitting layer. Compounds suitable for triplet control layers, in particular triarylamine compounds, are described in EP 2 722 908 A1.

[0622] The thickness of the electron blocking layer may be selected between 2 nm and 20 nm.

[0623] Hole Blocking Layer (HBL)

[0624] According to one embodiment of the organic electroluminescent device, the organic electroluminescent device may include a hole blocking layer (HBL). The hole blocking layer (HBL) may 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 includes a phosphorescent emitter dopant, the HBL may also have a triplet exciton blocking function.

[0625] The HBL may also be referred to as an auxiliary ETL or a-ETL.

[0626] When the HBL is formed using vacuum deposition or spin coating, the conditions for deposition and coating may be similar to those for forming the HIL. However, the conditions for deposition and coating may vary depending on the compound used to form the HBL. Any compound commonly used to form the HBL may be used. Examples of compounds used to form the HBL include Oxadiazole derivatives, triazole derivatives, phenanthroline derivatives and triazine derivatives.

[0627] The thickness of the HBL may be in a 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 may have excellent hole blocking performance without substantially compromising driving voltage.

[0628] Electron Transport Layer (ETL)

[0629] According to one embodiment of the organic electroluminescent device, the organic electroluminescent device may further include an electron transport layer (ETL).

[0630] According to another embodiment of the present invention, the electron transport layer may further include an azine compound, preferably a triazine compound.

[0631] According to one embodiment, the electron transport layer may comprise a composition comprising at least one azine compound and at least one compound containing a polar group, wherein the polar group may be selected from nitrile or phosphine oxide, preferably dialkylphosphine oxide.

[0632] In one embodiment, the electron transport layer may further comprise a dopant selected from alkali metal organic complexes, preferably LiQ.

[0633] The thickness of the ETL may be within a range of about 15 nm to about 50 nm, for example, within a range of about 20 nm to about 40 nm. When the thickness of the EIL is within this range, the ETL may have satisfactory electron injection performance without substantially deteriorating driving voltage.

[0634] According to another embodiment of the present invention, the organic electroluminescent 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 azine compound. Preferably, the azine compound is a triazine compound.

[0635] Electron injection layer (EIL)

[0636] According to one embodiment of the organic electroluminescent device, the organic electroluminescent device may include an electron injection layer (EIL). An optional EIL that can promote electron injection from a cathode layer may be formed on the ETL, preferably directly on the electron transport layer. Preferably, the electron injection layer may be in direct contact with the cathode layer.

[0637] Examples of the compound used to form the EIL include 8-hydroxyquinoline lithium (LiQ), LiF, NaCl, CsF, Li2O, BaO, Ca, Ba, Yb, and 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 compound used to form the EIL.

[0638] According to one embodiment of the organic electroluminescent device, the electron injection layer may include a first electron injection sublayer (EIL1) and a second electron injection sublayer (EIL2), wherein the EIL1 is disposed closer to the first light emitting layer, and the EIL2 is disposed closer to the cathode layer.

[0639] According to one embodiment of the organic electroluminescent device, the EIL1 may include LiQ or LiF, and the EIL2 may include Ca, Ba, Yb, Mg, preferably Yb.

[0640] The thickness of the EIL may be within a range of about 0.1 nm to about 10 nm, for example, within a 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 performance without substantially deteriorating driving voltage.

[0641] It should be understood that the electron injection layer is not part of the cathode layer.

[0642] Cathode layer

[0643] The cathode layer may be disposed on the ETL or the optional EIL. The cathode layer may be formed of a metal, an alloy, a conductive compound, or a mixture thereof. The cathode layer 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 layer may be formed of a transparent conductive oxide such as ITO or IZO.

[0644] According to one embodiment of the organic electroluminescent device, the cathode layer contains ≥50 vol % and ≤100 vol % Ag, preferably ≥80 vol % and ≤100 vol % Ag, more preferably ≥85 vol % and ≤100 vol % Ag.

[0645] According to one embodiment of the organic electroluminescent device, the cathode layer comprises ≥50 vol % Ag and ≤50 vol % Mg, preferably ≥80 vol % Ag and ≤20 vol % Mg, even more preferably ≥85 vol % Ag and ≤25 vol % Mg.

[0646] When the cathode layer is selected within this range, the cathode layer can be transparent to the visible light emission spectrum.

[0647] 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 it is formed of a metal or a metal alloy.

[0648] It is to be understood that the cathode layer is not part of the electron injection layer or the electron transport layer.

[0649] According to an embodiment of the organic electroluminescent device, light is emitted through the cathode layer.

[0650] Organic electroluminescent devices

[0651] According to one aspect of the present invention, an organic electroluminescent device is provided, comprising: a substrate; an anode layer formed on the substrate; a hole injection layer, a first hole transport layer, a first light-emitting layer, an electron transport layer and a cathode layer.

[0652] According to another aspect of the present invention, an organic electroluminescent device is provided, comprising: a substrate; an anode layer formed on the substrate; a hole injection layer, a first hole transport layer, an electron blocking layer, a first light-emitting layer, a hole blocking layer, an electron transport layer and a cathode layer.

[0653] According to another aspect of the present invention, an organic electroluminescent device is provided, comprising: a substrate; an anode layer formed on the substrate; a hole injection layer, a first hole transport layer, an electron blocking layer, a first light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode layer.

[0654] According to various embodiments of the present invention, further layers may be provided, arranged between the above-mentioned layers, on the substrate or on the top electrode.

[0655] For example, according to Figure 5 The organic electroluminescent device (100) can be formed by the following method, wherein an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, an electron blocking layer (EBL) 145, a first light emitting layer (EML) 150, a hole blocking layer (HBL) 160, an electron transport layer (ETL) 170, an electron injection layer (EIL) 180 and a cathode layer 190 are sequentially formed on a substrate (110), wherein the EIL comprises a first EIL sublayer (EIL1) 181 and a second EIL sublayer (EIL2) 182.

[0656] According to one embodiment of the present invention, the organic electroluminescent device may comprise a hole injection layer comprising a compound of formula (I) and a first hole transport compound and / or a compound of formula (IVa) or (IVb), wherein in formula (I), M is a metal ion, wherein the metal is selected from Na, Ag, Zn, Cu, Fe, Bi, Ce, wherein if M is Cu, n is 2, and if M is Ce, n is 4.

[0657] According to one embodiment of the present invention, the organic electroluminescent device may comprise a hole injection layer composed of a compound of formula (I), wherein in formula (I), M is a metal ion, wherein the metal is selected from Na, Ag, Zn, Cu, Fe, Bi, Ce, wherein if M is Cu, n is 2, and if M is Ce, n is 4.

[0658] Electronic devices / display devices

[0659] According to another embodiment, the organic electroluminescent device may be a light emitting device or a display device.

[0660] According to another embodiment, the electronic device comprises the organic electroluminescent device according to the present invention.

[0661] According to another embodiment, a display device comprises the organic electroluminescent device according to the present invention.

[0662] According to another embodiment, a display device comprises an electronic device comprising the organic electroluminescent device according to the present invention.

[0663] Manufacturing method

[0664] According to another aspect of the present invention, there is provided a method for manufacturing an organic electroluminescent device, the method using:

[0665] - at least one deposition source, preferably two deposition sources, more preferably at least three deposition sources.

[0666] Suitable deposition methods may include:

[0667] -Deposition by vacuum thermal evaporation;

[0668] - deposition by solution processing, preferably selected from spin coating, printing, casting; and / or

[0669] -Slot die coating.

[0670] According to various embodiments of the present invention, there is provided a method, the method using:

[0671] - a first deposition source for releasing an organic hole transport compound;

[0672] - a second deposition source for releasing the compound of formula (I);

[0673] - a third deposition source for releasing the compound of formula (III);

[0674] - a fourth deposition source for releasing the organic light-emitting host and / or the compound of formula (V).

[0675] The method comprises the step of forming a hole injection layer; wherein for an organic electroluminescent device:

[0676] - forming a hole injection layer by releasing an organic hole transport compound from a first deposition source and releasing a compound of formula (I) from a second deposition source.

[0677] According to multiple embodiments of the present invention, the method may further include forming layers on the hole injection layer in the following order, at least one layer being selected from: forming a hole transport layer, forming a hole blocking layer, forming a first light-emitting layer, forming a hole blocking layer, forming an electron transport layer and / or forming an electron injection layer and / or forming a cathode layer.

[0678] According to various embodiments of the present invention, the method may further include the step of forming an organic electroluminescent device, wherein

[0679] - forming an anode layer on the substrate,

[0680] - forming an injection layer on the anode layer, the injection layer comprising an organic hole transport compound and a compound of formula (I),

[0681] - forming a first hole transport layer on the hole injection layer,

[0682] - forming a first light-emitting layer on the first hole transport layer,

[0683] - forming an electron transport layer on the first light-emitting layer, and optionally forming a hole blocking layer and / or an electron transport layer on the first light-emitting layer,

[0684] -Finally, the cathode layer is formed,

[0685] - forming an optional electron blocking layer between the hole transport layer and the light emitting layer in this order,

[0686] - forming an optional electron injection layer between the electron transport layer and the cathode layer.

[0687] According to one embodiment, the organic electroluminescent device of the present invention is formed by depositing the hole injection layer, the first hole transport layer and the first light emitting layer in a vacuum.

[0688] According to another aspect, an electronic device is provided, the electronic device comprising at least one organic light emitting device according to any embodiment described in the entire application, preferably, the electronic device comprises an organic light emitting diode in one of the embodiments described in the entire application. More preferably, the organic electroluminescent device is a display device.

[0689] The embodiments are illustrated in more detail below with reference to the examples. However, the present disclosure is not limited to the following examples. Reference will now be made in detail to the exemplary aspects. BRIEF DESCRIPTION OF THE DRAWINGS

[0690] The above-mentioned components in the described embodiments as well as the components claimed and used according to the invention do not have any special exceptions in terms of their size, shape, material selection and technical principles, so that the selection criteria known in the relevant field can be applied without restriction.

[0691] Other details, features and advantages of the objects are disclosed in the dependent claims and the description of the following drawings, which show preferred embodiments according to the present invention in an exemplary manner. However, any embodiment may not represent the full scope, so reference is made to the claims and this document to interpret the scope. It should be understood that the above general description and the following detailed description are merely exemplary and illustrative, and are intended to further illustrate the invention claimed.

[0692] Figures 1 to 6

[0693] Figure 1 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention;

[0694] Figure 2 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention;

[0695] Figure 3 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention;

[0696] Figure 4 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention;

[0697] Figure 5 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention;

[0698] Figure 6 is a schematic cross-sectional view of an organic electroluminescent device according to an exemplary embodiment of the present invention.

[0699] The following describes the drawings in more detail with reference to the embodiments. However, the present disclosure is not limited to the following drawings.

[0700] In this document, when a first element is referred to as being formed or disposed "on" or "over" a second element, the first element may be disposed directly on the second element, or one or more other elements may be disposed between them. When a first element is referred to as being "formed or disposed directly on" or "formed or disposed directly onto" a second element, no other elements are disposed between them.

[0701] Figure 1 1 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, a first emission layer (EML) 150, and a cathode layer 190. The HIL 130 is disposed on the anode layer. The HTL 140, the EML 150, and the cathode layer 190 are disposed on the HIL 130.

[0702] Figure 2 1 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, a first emission layer (EML) 150, an electron transport layer (ETL) 170, and a cathode layer 190. The HIL 130 is disposed on the anode layer. The HTL 140, the EML 150, the ETL 170, and the cathode layer 190 are disposed on the HIL 130.

[0703] Figure 31 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, a first light emitting layer (EML) 150, an electron transport layer (ETL) 170, an electron injection layer (EIL) 180, and a cathode layer 190. The HIL 130 is disposed on the anode layer. The HTL 140, the EML 150, the ETL 170, the EIL 180, and the cathode layer 190 are disposed on the HIL 130.

[0704] Figure 4 1 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, an electron blocking layer (EBL) 145, a first light emitting layer (EML) 150, a hole blocking layer (HBL) 160, an electron transport layer (ETL) 170, an electron injection layer (EIL) 180, and a cathode layer 190. The HIL 130 is disposed on the anode layer. The HTL 140, the EBL 145, the EML 150, the HBL 160, the ETL 170, the EIL 180, and the cathode layer 190 are disposed on the HIL 130.

[0705] Figure 5 1 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, an electron blocking layer (EBL) 145, a first light emitting layer (EML) 150, a hole blocking layer (HBL) 160, an electron transport layer (ETL) 170, an electron injection layer (EIL) 180, and a cathode layer 190, wherein the EIL includes a first EIL sublayer (EIL1) 181 and a second EIL sublayer (EIL2) 182. The HIL 130 is disposed on the anode layer. The HTL 140, the EBL 145, the EML 150, the HBL 160, the ETL 170, the EIL 180, and the cathode layer 190 are disposed on the HIL 130.

[0706] Figure 61 is a schematic cross-sectional view of an organic electroluminescent device 100 according to an exemplary embodiment of the present invention. The organic electroluminescent device 100 includes a substrate 110, an anode layer 120, a hole injection layer (HIL) 130, a first hole transport layer (HTL) 140, an electron blocking layer (EBL) 145, a first light emitting layer (EML) 150, a hole blocking layer (HBL) 160, an electron transport layer (ETL) 170, an electron injection layer (EIL) 180, and a cathode layer 190, wherein the anode layer 120 includes a first anode sublayer 121, a second anode sublayer 122, and a third anode sublayer 123, wherein the EIL includes a first EIL sublayer (EIL1) 181 and a second EIL sublayer (EIL2) 182. The HIL 130 is disposed on the anode layer. The HTL 140 , the EBL 145 , the EML 150 , the HBL 160 , the ETL 170 , the EIL 180 , and the cathode layer 190 are disposed on the HIL 130 .

[0707] although Figures 1 to 6 Although not shown in the figure, a capping layer and / or a sealing layer may be further formed on the cathode layer 190 to seal the organic electroluminescent device 100. In addition, various other modifications may be applied thereto.

[0708] 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

[0709] The invention is further illustrated by the following examples, which are intended to be illustrative only and not limiting.

[0710] Experimental data

[0711] Compounds of Formula (I), (II), (IIa) to (IId), (AL-I), (III), (IV), (IVa)-(IVb) and (V) can be prepared by methods known in the art.

[0712] The HOMO of the compounds of formula (III) and formula (IV)

[0713] The HOMO of the compounds of formula (III) and (IV) was calculated using the program package TURBOMOLE V6.5 (TURBOMOLE GmbH, Litzenhardtstrasse 19, 76135 Karlsruhe, Germany). The optimized geometry of the molecular structure and the HOMO and LUMO energy levels were determined by applying the hybrid functional B3LYP with 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.

[0714] Under these conditions, the HOMO of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine is -4.27 eV.

[0715] HOMO and LUMO of the organic light emitting body of formula (V)

[0716] The HOMO and LUMO of the organic luminophore main body of formula (V) were calculated with program package ORCA 5.0.3-f.1 version (Max Planck Coal Research Institute Theory and Spectroscopy Department, KaiserWilhelm Platz 1, 45470Muelheim / Ruhr, Germany). The optimized geometry and HOMO energy level of the molecular structure were determined by applying hybrid functional B3LYP and 6-31G* basis sets in the gas phase, thereby specifying the deuterium atom by defining the mass of the deuterium atom to be equal to 2.00141 atomic mass units (amu). If more than one conformation is feasible, the conformation with the lowest total energy is selected.

[0717] General procedure for manufacturing OLED

[0718] For all the inventive examples and comparative examples (see Table 5 and Table 6), a glass substrate having an anode layer comprising a first anode sublayer of 120 nm Ag, a second anode sublayer of 8 nm ITO, and a third anode sublayer of 10 nm ITO was cut into a size of 50 mm × 50 mm × 0.7 mm, ultrasonically cleaned with water for 60 minutes, and then ultrasonically cleaned with isopropanol for 20 minutes. The liquid film was removed in a nitrogen stream, and then plasma treated to prepare an anode layer. The plasma treatment was performed in an atmosphere comprising 97.6 volume % nitrogen and 2.4 volume % oxygen.

[0719] Then, in a vacuum, a hole injection layer is formed on the anode layer. In Example 1-1 to Example 1-12 and Comparative Example 1-1 to Comparative Example 1-8, referring to Table 5, a compound of formula (I) is deposited on the anode layer. The thickness of the hole injection layer can be found in Table 5. In Example 2-1 to Example 2-6 and Comparative Example 2-1 to Comparative Example 2-5, referring to Table 6, a compound of formula (I) and a compound of formula (V) are co-deposited on the anode layer to form a hole injection layer with a thickness of 10nm. The composition of the hole injection layer can be found in Table 6.

[0720] Then, the compound of formula (V) is vacuum deposited on the HIL to form a first hole transport layer (HTL). The composition and thickness of the HTL can be seen in Tables 5 and 6.

[0721] Then, N,N-di([1,1′-biphenyl]-4-yl)-3′-(9H-carbazole-9-yl)-[1,1′-biphenyl]-4-amine (CAS 1464822-27-2) was vacuum deposited on the HTL to form an electron blocking layer (EBL) having a thickness of 5 nm.

[0722] Then, 99 volume % of 9-(4-(naphthalen-1-yl)phenyl)-10-(phenyl-d5)anthracene (CAS1185865-32-0) as an EML host and 1 volume % of 2,12-di-tert-butyl-5,9-bis(4-(tert-butyl)phenyl)-7-methyl-5,9-dihydro-5,9-diaza-13b-borazinane[3,2,1-de]anthracene (CAS1805802-42-9) as a blue EML dopant were deposited on the EBL to form a first light-emitting layer with a thickness of 20 nm.

[0723] Then, 2,4-diphenyl-6-(4',5',6'-triphenyl-[1,1':2',1":3",1"':3"',1""-pentaphenyl]-3""-yl)-1,3,5-triazine (CAS 2032364-64-8) was deposited on the first light-emitting layer to form a hole blocking layer with a thickness of 5 nm.

[0724] Then, an electron transport layer having a thickness of 31 nm is formed on the hole blocking layer. The electron transport layer may include a composition Comp-1 containing 30 wt% of (3-(4-(4-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl)naphthalene-1-yl)phenyl)dimethylphosphine oxide (ETM1) and 70 wt% of 2-([1,1'-biphenyl]-3-yl)-4-phenyl-6-(3-(10-phenylanthracene-9-yl)phenyl)-1,3,5-triazine (ETM2).

[0725] Then, an electron injection layer (EIL) was deposited on the electron transport layer, and the EIL included a first EIL sublayer formed of 1 nm LiQ and a second EIL sublayer formed of 2 nm Yb.

[0726] Then, by -7 mbar to Ag:Mg (90:10 volume %) was deposited on the electron injection layer at a rate of to form a cathode layer with a thickness of 13 nm.

[0727] Then, N-([1,1′-biphenyl]-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine was deposited on the cathode layer to form a capping layer with a thickness of 75 nm.

[0728] The OLED stack is protected from environmental conditions by encapsulating the device with a glass slide. Thus, a cavity is formed which includes getter material for further protection.

[0729] In order to evaluate the performance of the inventive examples compared to the prior art, the current efficiency was measured at 20°C. The current-voltage characteristics were determined by providing a voltage (in V) and measuring the current (in mA) flowing through the device under test using a Keithley 2635 source measurement unit. The voltage applied to the device varied in steps of 0.1 V over a range between 0 V and 10 V. Similarly, the luminous density (in cd / m2) was measured for each voltage value using an Instrument Systems CAS-140CT array spectrometer (calibrated by Deutsche Akkreditierungsstelle (DAkkS)). 2 The luminous density-voltage characteristics and CIE coordinates are determined by interpolating the luminous density-voltage and current-voltage characteristics respectively. 2 cd / A efficiency under .

[0730] In bottom-emitting devices, the emission is primarily Lambertian and is quantified as the external quantum efficiency (EQE) percentage. The emission is transmitted through the anode layer. To determine the efficiency EQE (in %), a calibrated photodiode is used at 10 mA / cm 2 The light output of the device was measured.

[0731] In a top-emitting device, the light emission is forward through the cathode layer, which is non-Lambertian and also highly dependent on the microcavity. Therefore, the efficiency EQE will be higher compared to a bottom-emitting device. To determine the efficiency EQE (in %), a calibrated photodiode was used at 10 mA / cm 2 The light output of the device was measured.

[0732] The color space is described by the coordinates CIE-x and CIE-y (Commission Internationale de l'Eclairage 1931).

[0733] At ambient conditions (20°C) and 30mA / cm 2 The device lifetime LT was measured using a Keithley 2400 source meter and recorded in hours.

[0734] The brightness of the device is measured using a calibrated photodiode. The lifetime LT is defined as the time until the brightness of the device drops to 97% of its initial value.

[0735] In order to determine the stability of the voltage over time, U(100h)-(1h), a 30 mA / cm 2The operating voltage is measured after 1 hour and 100 hours, and the voltage stability over the period from 1 hour to 100 hours is calculated. A low U(100h)-(1h) value indicates a low increase in the operating voltage over time, which improves voltage stability.

[0736] Technical Effects of the Invention

[0737] In Table 1 the chemical formulae of various compounds of formula (I) are shown.

[0738] Table 1: Compounds of formula (I) and comparative compounds

[0739]

[0740]

[0741]

[0742] Table 2 shows the chemical formulae and HOMO values ​​of various compounds of formula (IV).

[0743] Table 2: Compounds of formula (IV)

[0744]

[0745] Table 3 shows the chemical formulae and HOMO values ​​of various compounds of formula (V).

[0746] Table 3: Organic light emitting body host compound of formula (V)

[0747]

[0748]

[0749] When the HOMOs of BH1 and BH4 were calculated in the same manner as for the compound of formula (IV), i.e., as described above, using the program package TURBOMOLE V6.5 by applying the hybrid functional B3LYP with the 6-31G* basis set in the gas phase, substantially the same values ​​as shown in Table 3 above were obtained.

[0750] Table 4 shows the values ​​of [HOMO(compound of formula (V))-HOMO(compound of formula (IV))] of various compounds of formula (II) and compounds of formula (IV).

[0751] Table 4: HOMO(compound of formula (V))-HOMO(compound of formula (IV))

[0752] F3 F18 F4 F2 BH1 -0.42 -0.38 -0.26 -0.3 BH2 -0.42 -0.38 -0.26 -0.3 BH4 -0.44 -0.4 -0.28 -0.32 BH6 -0.45 -0.41 -0.29 -0.33 BH8 -0.43 -0.39 -0.27 -0.31 BH10 -0.46 -0.42 -0.3 -0.34 BH13 -0.49 -0.45 -0.33 -0.37

[0753] Table 5 shows the performance data of organic electroluminescent devices in which the hole injection layer consists of the compound of the formula (IV).

[0754] In Comparative Example 1-1, the hole injection layer is composed of CuPc. CuPc does not contain formula (II), see Table 1. HOMO (compound of formula (V))-HOMO (compound of formula (IV)) is -0.41eV. The operating voltage is 8.42V, the EQE efficiency is 10.6%, the Ceff is 5cd / A, the life is 1 hour, and the voltage stability over time U(100h)-(1h) is 2.259V.

[0755] In Comparative Example 1-2, the thickness of the hole injection layer was increased to 2 nm. The operating voltage was >10 V. Therefore, other performance characteristics were not determined.

[0756] In Comparative Example 1-3, the hole injection layer is composed of CC-2. CC-2 does not contain formula (II). The operating voltage is improved to 4.15V. The efficiency is improved to 17.99% EQE and 8.8cd / A. The life is improved to 18 hours. The voltage stability over time U(100h)-(1h) is improved to 0.239V.

[0757] In Comparative Example 1-4, the thickness of the hole injection layer was increased to 2 nm. The operating voltage did not change, and the efficiency was increased to 18.10% EQE and 8.9 cd / A. The lifespan was 9 hours, and the voltage stability was 0.313 V.

[0758] In Comparative Examples 1-5, the hole injection layer is composed of CC-3. CC-3 does not contain formula (II). The operating voltage is improved to 4.05V. The efficiency is improved to 18.37% EQE and 8.6cd / A. The lifespan is improved to 13 hours. The voltage stability over time U(100h)-(1h) is improved to 0.251V. In Comparative Examples 1-6, the thickness of the hole injection layer is increased to 2nm. The performance is basically the same.

[0759] In Examples 1-1 to 1-10, the hole injection layer comprises a plurality of compounds of formula (I). As shown in Table 3, the operating voltage, EQE, Ceff, lifetime and / or voltage stability over time U(100h)-(1h) are improved compared to Comparative Examples 1-1 to 1-6.

[0760] In Comparative Examples 1-7, the hole injection layer is composed of CC-2. CC-2 does not contain formula (II). HOMO (compound of formula (V))-HOMO (compound of formula (IV)) is -0.25eV. The operating voltage is 4.12V, the EQE efficiency is 18.47%, the Ceff is 8.9cd / A, the lifespan is 2 hours, and the voltage stability over time U(100h)-(1h) is 1.276V. In Comparative Examples 1-8, the thickness of the hole injection layer is increased to 2nm. The operating voltage and efficiency remain essentially unchanged. The lifespan is reduced to 1 hour. The voltage stability over time is improved to 0.722V.

[0761] In Examples 1-11 and 1-12, the hole injection layer contains MC-1. As can be seen in Table 5, the operating voltage is increased to 3.86V. The EQE is 17.87% and 18.09%, respectively. The cd / A efficiency is improved to 9.1cd / A and 9.2cd / A, respectively. The lifespan is improved to 5 hours and 7 hours, respectively. The voltage stability over time U(100h)-(1h) is improved to 0.133V and 0.135V, respectively.

[0762] Table 6 shows the performance data of an organic electroluminescent device in which the hole injection layer comprises the compound of the formula (I) and the compound of the formula (IV). The hole injection layer and the first hole transport layer comprise the same compound of the formula (IV).

[0763] In Comparative Example 2-1, the hole injection layer includes CC-2. CC-2 does not contain formula (II). HOMO (compound of formula (V))-HOMO (compound of formula (IV)) is -0.41eV. The operating voltage is 4.07V, the EQE is 18.16%, the Ceff is 8.9cd / A, the life is 39 hours, and the voltage stability over time U(100h)-(1h) is 0.251V.

[0764] In Comparative Example 2-2, the hole injection layer comprises CC-4. CC-4 does not contain formula (II). The operating voltage is 4.27 V, the EQE is 17.37%, the Ceff is 8.2 cd / A, the life is 13 hours, and the voltage stability over time U(100 h)-(1 h) is 1.441 V.

[0765] In Comparative Example 2-3, the hole injection layer comprises CC-3. CC-3 does not contain formula (II). The operating voltage is 4.22 V, the EQE is 17.93%, the Ceff is 8.4 cd / A, the life is 17 hours, and the voltage stability over time U(100h)-(1h) is 1.077 V.

[0766] In Example 2-1, the hole injection layer contains MC-2. The operating voltage is improved to 4.02V. The efficiency is improved to 18.57% EQE and 8.6cd / A. The lifespan is up to 38 hours, and the voltage stability over time U(100h)-(1h) is improved to 0.116V.

[0767] In Examples 2-2 to 2-4, the hole injection layer comprises a plurality of compounds of formula (I). As shown in Table 5, the operating voltage, EQE, Ceff, lifetime and / or voltage stability over time U(100h)-(1h) are improved compared to Comparative Examples 2-1 to 2-3.

[0768] In Comparative Example 2-4, the hole injection layer comprises CC-2 and compound F4 of formula (IV). CC-2 does not contain formula (II). Since the HOMO of the compound of formula (IV) is further away from the vacuum level, the concentration of CC-2 in the hole injection layer is increased to 3 mol%. HOMO (compound of formula (V))-HOMO (compound of formula (IV)) is -0.25 eV. The operating voltage is 4.01 V, and the efficiency is 18.51% EQE and 8.9 cd / A. The lifespan is 13 hours, and the voltage stability over time U (100 h)-(1 h) is 0.764 V.

[0769] In Example 2-5, the hole injection layer contains MC-3. The operating voltage is improved to 3.86V, the efficiency is 17.94% EQE and 9 cd / A. The lifespan is 27 hours, and the voltage stability over time U(100h)-(1h) is improved to 0.133V.

[0770] In Comparative Example 2-5, the hole injection layer comprises CC-2 and compound F2 of formula (IV). CC-2 does not contain compound F2 of formula (II). HOMO (compound of formula (V)) - HOMO (compound of formula (IV)) is -0.29 eV. The operating voltage is 3.90 V, the efficiency is 15.71% EQE and 8.0 cd / A. The lifespan is 55 hours, and the voltage stability over time U (100 h) - (1 h) is 0.212 V.

[0771] In Example 2-6, the hole injection layer contains MC-3. The operating voltage is improved to 3.79 V, the efficiency is 15.68% EQE and 7.9 cd / A. The lifespan is 55 hours, and the voltage stability over time U(100h)-(1h) is improved to 0.170 V.

[0772] In summary, the operating voltage, EQE, cd / A efficiency, lifetime and / or stability of the voltage over time U(100h)-(1h) have been improved.

[0773] Improvements in operating voltage, EQE, and cd / A efficiency can reduce power consumption of organic electroluminescent devices, especially mobile devices.

[0774] An improvement in the lifetime and / or the stability of the voltage over time may improve the stability of the organic electroluminescent device over time.

[0775] Table 5: Performance of organic electroluminescent devices in which the hole injection layer consists of a compound of formula (I)

[0776]

[0777] 1 : nd = not determined

[0778] Table 6: Performance of organic electroluminescent devices wherein the hole injection layer comprises a compound of formula (I) and a compound of formula (IV)

[0779]

[0780] The specific combination of elements and features in the embodiments described in detail above is merely exemplary; it is also explicitly contemplated to interchange and replace these teachings with other teachings in the present application and the patents / applications incorporated by reference. As will be appreciated by those skilled in the art, those of ordinary skill in the art can think of changes, modifications and other implementations of the contents described herein without departing from the spirit and scope of the claimed invention. Therefore, the above description is only intended as an example 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 pluralities. The fact that certain measures are described in mutually different dependent claims does not mean that a combination of these measures cannot be used to advantage. The scope of the present invention is defined in the claims and their equivalents. In addition, the figure marks used in the specification and claims do not limit the scope of the claimed invention.

Claims

1. An organic electroluminescent device, comprising an anode layer, a cathode layer, a first light-emitting layer (EML), a hole injection layer (HIL) and a first hole transport layer (HTL), wherein - the hole injection layer comprises a compound of formula (I): in M is a metal ion, n is an integer selected from 1 to 4, the integer corresponding to the oxidation number of M; AL is the auxiliary ligand; m is an integer selected from 0, 1 or 2; L is a ligand of formula (II): -X is N or CA 3 ; -Y 1 and Y 2 Independently selected from CO or SO2; -A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl, Among them A 1 and A 2 The substituents on the D are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN; -A 3 is selected from H, D, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, CN, F, or A 1 and A 3 bridges to form loops; in At least two substituents in L of formula (II) are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN; wherein R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy; - The first light-emitting layer comprises a compound of formula (III) and an organic light-emitting body host compound: in Z 1 , Z 2 and Z 3 are the same as each other or are selected to be different from each other, and are each independently selected from a monocyclic to polycyclic aromatic hydrocarbon ring or a monocyclic to polycyclic aromatic heterocyclic ring; Ar 31 and Ar 32 are identical to each other or selected to be different from each other, and are each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or are bonded with an adjacent substituent to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring; R 31 , R 32 and R 33 are identical to each other or selected to be different from each other, and are each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent substituents are bonded to each other to form a substituted or unsubstituted aromatic ring or a substituted or unsubstituted aliphatic ring, wherein one or more substituents are selected from the group consisting of deuterium, an alkyl group having 1 to 6 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 50 carbon atoms, an alkylamine group having 1 to 30 carbon atoms, an alkylarylamine group having 1 to 50 carbon atoms, an arylamine group having 6 to 50 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms, or a substituent connected to two or more substituents selected from the group, or adjacent substituents are bonded to each other to form an aliphatic hydrocarbon ring having 3 to 60 carbon atoms, the aliphatic hydrocarbon ring being unsubstituted or substituted with a substituent; r31, r32 and r33 are each an integer of 0, 1, 2, 3 or 4, and when r31 to r33 are 2 or more, the substituents in brackets are the same as each other or are selected to be different from each other; The organic light emitting body host compound comprises: - at least one condensed aromatic ring system consisting of at least ≥3 and ≤5 condensed aromatic rings, and - at least ≥3 to ≤7 aromatic rings and / or at least ≥3 to ≤7 heteroaromatic rings, wherein at least ≥2 to ≤7 of the aromatic rings and / or at least ≥3 to ≤7 of the heteroaromatic rings are condensed to form a fused aromatic ring system and / or a fused heteroaromatic ring system, and The molecular weight Mw of the organic light emitting body host compound is in the range of ≥400 g / mol and ≤2000 g / mol; - the first hole transport layer comprises an organic hole transport compound, wherein the organic hole transport compound comprises: - at least ≥1 and ≤3 amine moieties, and - at least ≥8 and ≤12 aromatic or heteroaromatic rings, and wherein the molecular weight Mw of the organic hole transport compound is in the range of ≥400 g / mol and ≤2000 g / mol; in The hole injection layer is disposed between the anode layer and the first hole transport layer; the first light emitting layer is disposed between the first hole transport layer and the cathode layer; and the first hole transport layer is disposed between the hole injection layer and the first light emitting layer.

2. The organic electroluminescent device according to claim 1, wherein the following formula is satisfied: -0.8 eV ≥ [HOMO of the organic light emitting body host compound - HOMO of the organic hole transport compound] ≤ 0 eV.

3. The organic electroluminescent device according to any one of claims 1 or 2, wherein the ligand L of formula (II) contains at least 3 fluorine atoms, more preferably at least 4 fluorine atoms, further preferably at least 6 fluorine atoms, more preferably ≥3 to ≤60 fluorine atoms.

4. The organic electroluminescent device according to any one of claims 1 to 3, wherein the ligand L of formula (II) is selected from anionic ligands L of formula (IIb), formula (IIc) or formula (IId): in A 1 and A 2 are independently selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 12 Aryl, substituted or unsubstituted C3 to C 12 heteroaryl; Among them A 1 and A 2 The substituents are independently selected from D, C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkyl, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN, Where R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy; A 3 is selected from H, D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, F, or A 1 and A 3 The rings are bridged to form a ring, wherein A is preferred 3 Choose with A 1 or A 2 Together they form a cyclic structure, wherein preferably a 5- or 6-membered aliphatic or aromatic ring, and wherein the ring may contain one or more heteroatoms, preferably selected from N, O and S; A 4 is selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl or substituted or unsubstituted 6-membered heteroaryl; A 5 is selected from C1 to C6 alkyl, substituted or unsubstituted C6 to C 12 aryl, substituted or unsubstituted C3 to C9 heteroaryl or CN, preferably CH3 or CN, in A 4 and A 5 The substituents on are independently selected from D, CN, C1 to C4 alkyl, partially fluorinated or perfluorinated C1 to C4 alkyl, halogen or F; in At least two substituents in L are independently selected from C3 to C9 heteroaryl, C1 to C6 alkoxy, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or fully deuterated C1 to C6 alkoxy, COR 1 、COOR 1 , halogen, F or CN; Where R 1 is selected from C6 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy.

5. The organic electroluminescent device according to any one of claims 1 to 4, wherein the ligand L of formula (IIb), formula (IIc) or formula (IId) is selected from G1 to G113:

6. The organic electroluminescent device according to any one of claims 1 to 5, wherein the compound of formula (I) is selected from: <h2 style=";text-align:left;direction:ltr">LiTFSI, KTFSI, CsTFSI, AgTFSI, Mg(TFSI)2, Mn(TFSI)2, Sc(TFSI)3, Na[N(SO2C4F9)2], K[N(SO2C4F9)2], Mg[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3F7)2]2, Zn[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3F7)2]2, Ag[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3F7)2], Ag[N(SO2C3F7)2], Ag[N(SO2C4F9)2], Ag[N(SO2CF3)(SO2C4F9)], Cs[N(SO2C4F9)2], Mg[N(SO2C4F9)2]2, Ca[N(SO2C4F9)2]2, Ag[N(SO2C4F9)2], Cu[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3F7)2]2, Cu[N(SO2C3F7)2]2, Cu[N(SO2CF3)(SO2C4F9)]2, Cu[N(SO2C2H5)(SO2C4F9)]2, Cu[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3H7)(SO2C4F9)]2, Cu[N(SO2<h2 style=";text-align:left;direction:ltr"> i <h2 style=";text-align:left;direction:ltr"> C3F7)(SO2C4F9)]2, Cu[N(SO2CH3)(SO2C4F9)]2, Mg[N(SO2CF3)(SO2C4F9)]2, Mn[N(SO2CF3)(SO2C4F9)]2, Ag[N(SO2CH3)(SO2C4F9)], in" i " means "different".

7. The organic electroluminescent device according to any one of claims 1 to 6, wherein the organic hole transport compound is selected from compounds of formula (IVa) or formula (IVb): in: T 1 To 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; T 6 is a phenyl subunit, a biphenyl subunit, a terphenyl subunit or a naphthalene subunit; Ar 1 To Ar 5 independently selected from substituted or unsubstituted C6 to C 20 Aryl or substituted or unsubstituted C3 to C 20 Heteroarylidene, substituted or unsubstituted biphenylidene, substituted or unsubstituted fluorene, substituted 9-fluorene, substituted 9,9-fluorene, 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 benzanthracene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted xanthene, substituted or unsubstituted carbazole, substituted 9-phenylcarbazole, substituted or unsubstituted azepane, substituted or unsubstituted dibenzo[b,f]azepane, 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 ring, substituted or unsubstituted 6-membered ring and / or substituted or unsubstituted 7-membered ring, 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) heterocyclic unsaturated 5 to 7-membered rings, (ii) aromatic heterocyclic 5 to 6-membered rings, (iii) non-heterocyclic unsaturated 5 to 7-membered rings, (iv) aromatic non-heterocyclic 6-membered rings; Among them, Ar 1 To Ar 5 The substituents are selected from the group consisting of 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 , substituted or unsubstituted straight-chain alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted branched-chain alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cyclic alkyl groups having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl or alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aromatic ring systems having 6 to 40 aromatic ring atoms and substituted or unsubstituted heteroaromatic ring systems 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: heterocyclic unsaturated 5 to 7 membered rings, aromatic heterocyclic 5 to 6 membered rings, non-heterocyclic unsaturated 5 to 7 membered rings and aromatic non-heterocyclic 6 membered rings, Where R 2 is 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 C3 to C 18 Heteroaryl.

8. The organic electroluminescent device according to any one of claims 1 to 7, wherein the organic hole transport compound of formula (IV) is selected from compounds F1 to F20:

9. The organic electroluminescent device according to any one of claims 1 to 8, wherein the compound of formula (III) is selected from BD1 to BD9:

10. The organic electroluminescent device according to any one of claims 1 to 9, wherein the organic light emitting body host compound is selected from the compounds of formula (V): in Ar 41 and Ar 42 independently selected from substituted or unsubstituted C6 to C 24 Aryl, substituted or unsubstituted C3 to C 24 heteroaryl; L 41 and L 42 are independently selected from a direct bond or a substituted or unsubstituted C6 to C 24 Aromatic substituent, substituted or unsubstituted C3 to C 24 heteroaromatic subunit; R 41 To R 48 independently selected from H, D, substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Heteroaryl; wherein Ar 41 ,Ar 42 , L 41 , L 42 , R 41 To R 48 The substituents on the 10 aryl, C3 to C9 heteroaryl, C1 to C6 alkyl, C1 to C6 alkoxy, C3 to C6 branched alkyl, C3 to C6 cyclic alkyl, C3 to C6 branched alkoxy, C3 to C6 cyclic alkoxy, partially fluorinated or perfluorinated C1 to C 16 Alkyl, partially fluorinated or perfluorinated C1 to C 16 Alkoxy, partially deuterated or perdeuterated C1 to C6 alkyl, partially deuterated or perdeuterated C1 to C6 alkoxy, halogen, F or CN.

11. The organic electroluminescent device according to any one of claims 1 to 10, wherein the organic light emitting body host compound of formula (V) is selected from compounds BH1 to BH13:

12. The organic electroluminescent device according to any one of claims 1 to 11, wherein light is emitted through the cathode layer. 13 . An electronic device comprising the organic electroluminescent device according to claim 1 . 14 . A display device comprising the organic electroluminescent device according to claim 1 .

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