Organic electronic device comprising a metal complex of formula (I) and display device comprising an organic electronic device

Abstract

The present application relates to an organic electronic device comprising a metal complex of formula (I) and a display device comprising said organic electronic device.

Description

Technical Field

[0001] Organic electronic devices comprising metal complexes of formula (I) and display devices comprising said organic electronic devices. Background Technology

[0002] Organic electronic devices, including both organic photodetectors and organic light-emitting devices, have been developed in the past, particularly in the field of interactive displays. However, there remains a demand for improved materials for such devices, especially those that can improve / reduce dark current and enhance the signal-to-noise ratio of photodetector units. Summary of the Invention

[0003] One aspect of the present invention provides an organic electronic device comprising a substrate, an organic photodetector, and an organic light-emitting device; The organic photodetector and organic light-emitting device are mounted on the substrate; The organic photodetector includes: Anode layer, semiconductor layer, light conversion unit, and cathode layer; The semiconductor layer and the light conversion unit are arranged between the anode layer and the cathode layer. The semiconductor layer is arranged between the anode layer and the light conversion unit; The optical conversion unit contains one or more layers; The light conversion unit includes an electron donor compound and an electron acceptor compound; Organic light-emitting devices include: Anode layer, cathode layer, semiconductor layer, light-emitting layer, and cathode layer; The semiconductor layer and the light-emitting layer are arranged between the anode layer and the cathode layer. The semiconductor layer is arranged between the anode layer and the organic light-emitting layer; The semiconductor layer of the organic light-emitting device and the semiconductor layer of the organic photodetector are common semiconductor layers shared by at least one organic light-emitting device and at least one organic photodetector. The cathode layer of the organic light-emitting device and the cathode layer of the organic photodetector are a common cathode layer shared by at least one organic light-emitting device and at least one organic photodetector. The common semiconductor layer comprises a metal complex of formula (I): (I), in: M is a metal ion. n is the valence of M and is selected from 1 to 4; L is a ligand independently selected from formula (II). (II), A is selected from C3 to C4, whether substituted or unsubstituted. 40 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 40 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 40 aryl rings or ring systems, or substituted or unsubstituted C2 to C3 rings. 40 A heteroaryl ring or ring system, wherein the carbon ring or the heterocycle may contain one or more double bonds, and wherein the ring system may contain two or three rings, preferably two rings; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl; AL is an auxiliary ligand that coordinates with the metal ion M; m is an integer selected from 0 to 2.

[0004] The present invention also relates to a metal complex of formula (I), wherein the metal complex of formula (I) is selected from 5MC61 to 5MC64 and 5MC66 to 5MC69.

[0005] The negative charge of the compound of formula (I) may be partially or completely delocalized to the β-dicarbonyl group, and optionally may also be delocalized to one or more aryl groups.

[0006] It should be noted that, unless otherwise noted, any R throughout this application and in the claims... k "Etc" always refers to the same part.

[0007] It should be noted that throughout this application and in the claims, the term "substituent" when referring to formula (I) and / or ligand L always refers to the group selected from H, D, halogens, Cl, F, CN, NO2, Cl to C. 12Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl groups, CF3, CF2H, and partially or perfluorinated C1 to C2 groups. 12 Alkyl groups or combinations thereof.

[0008] Throughout this application and in the claims, the term "ring system" should specifically refer to adjacent rings sharing two common atoms.

[0009] In this specification, unless otherwise defined, "partially fluorinated" refers to an alkyl or alkoxy group in which only a portion of the hydrogen atoms are replaced by fluorine atoms.

[0010] In this specification, unless otherwise defined, "perfluorinated" refers to an alkyl or alkoxy group in which all hydrogen atoms are replaced by fluorine atoms.

[0011] In this specification, unless otherwise defined, "replaced" refers to the substance replaced by deuterium, C1 to C2. 12 Alkyl and C1 to C 12 Alkyl-substituted.

[0012] However, in this specification, "aryl-substituted" means substituted by one or more aryl groups, which themselves may be substituted by one or more aryl and / or heteroaryl groups.

[0013] Accordingly, in this specification, "heteroaryl substituted" means substituted by one or more heteroaryl groups, wherein the heteroaryl group itself may be substituted by one or more aryl and / or heteroaryl groups.

[0014] In this specification, unless otherwise defined, "alkyl group" refers to a saturated aliphatic hydrocarbon group. Alkyl groups can be C1 to C2. 12 Alkyl groups. More specifically, the alkyl groups can be C1 to C2. 10 Alkyl groups or C1 to C6 alkyl groups. For example, C1 to C4 alkyl groups contain 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.

[0015] Specific examples of alkyl groups can be methyl groups, ethyl groups, propyl groups, isopropyl groups, butyl groups, isobutyl groups, tert-butyl groups, pentyl groups, and hexyl groups.

[0016] In the context of this invention, " i C n H (2n+1) "Indicates isoalkyl", i C n F (2n+1)"" indicates a perfluorinated isoalkyl group.

[0017] The term "cycloalkyl" refers to a saturated hydrocarbon group derived from a cycloalkane by formally isolating a hydrogen atom from the atoms contained in the corresponding cycloalkane. Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, methylcyclohexyl, adamantyl, and so on.

[0018] The term "heterovalent" should be understood as meaning that in a structure that can be formed by covalently bonded carbon atoms, at least one carbon atom is replaced by another polyvalent atom. Preferably, the heteroatom is selected from B, Si, N, P, O, and S; more preferably, it is selected from N, P, O, and S.

[0019] In this specification, "aryl group" refers to a hydrocarbon group that can be formed by formally isolating a hydrogen atom from an aromatic ring in a corresponding aromatic hydrocarbon. An aromatic hydrocarbon is a hydrocarbon containing at least one aromatic ring or aromatic ring system. An aromatic ring or aromatic ring system is a planar ring or ring system of covalently bonded carbon atoms, wherein the planar ring or ring system comprises a conjugated system of delocalized electrons satisfying Hückel's rule. Examples of aryl groups include monocyclic groups such as phenyl or tolyl, polycyclic groups such as biphenyl containing multiple aromatic rings linked by single bonds, and polycyclic groups such as naphthyl or fluorenyl containing fused rings.

[0020] Similarly, heteroaryl is particularly well understood as a group derived by formally isolating a cyclic hydrogen from a heterocyclic aromatic ring in a compound containing at least one heterocyclic aromatic ring.

[0021] Heterocyclic alkyl groups are particularly well understood as groups derived by formally isolating a cyclic hydrogen from a saturated cyclic alkyl ring in a compound containing at least one saturated cyclic alkyl ring.

[0022] The terms "fused aryl ring" or "condensed aryl ring" should be understood as referring to two aryl rings sharing at least two common sp... 2 When carbon atoms are hybridized, they are considered fused or condensed.

[0023] In this specification, a single key refers to a direct key.

[0024] In the context of this invention, "different" means that the compounds do not have the same chemical structure.

[0025] The terms "without," "containing," and "not including" do not exclude impurities that may be present in the compound before deposition. Impurities have no technical effect on the objectives achieved by this invention.

[0026] The term "contact sandwich" refers to a three-layer arrangement in which the middle layer is in direct contact with the two adjacent layers.

[0027] In the context of layers, the term "adjacent" specifically refers to the possibility that one or two layers may exist between adjacent layers.

[0028] In the context of layers, the terms “shared” and / or “common” specifically refer to a “shared” or “common” layer that forms part of a device that shares the layer.

[0029] The term "contact sandwich" refers to a three-layer arrangement in which the middle layer is in direct contact with the two adjacent layers.

[0030] The terms "light-absorbing layer" and "light-absorbing layer" are used synonymously.

[0031] The terms "light-emitting layer", "light-emitting layer", and "light-emitting layer" are used synonymously.

[0032] The terms “OLED,” “organic light-emitting diode,” and “organic light-emitting device” are used synonymously.

[0033] The terms anode, anode layer, and anode electrode are used synonymously.

[0034] The terms cathode, cathode layer, and cathode electrode are used synonymously.

[0035] In this specification, hole characteristics refer to the ability of supplying electrons to form holes when an electric field is applied, and the ability of holes formed in the anode to be easily injected into and transported in the light-emitting layer due to the conductivity characteristics based on the highest occupied molecular orbital (HOMO) energy level.

[0036] Furthermore, electronic properties refer to the ability of electrons formed in the cathode to be readily injected into and transported in the light-emitting layer when an electric field is applied, due to the conductivity of the lowest unoccupied molecular orbital (LUMO) energy level.

[0037] The term "LUMO level" should be understood as referring to the lowest unoccupied molecular orbital energy level, measured in eV (electron volts). LUMO can also be called "LUMO" or "LUMO level".

[0038] The term "LUMO level further away from the vacuum level" should be understood as referring to a LUMO level whose absolute value is higher than that of the reference compound's LUMO level.

[0039] The term "HOMO level" should be understood as referring to the highest occupied molecular orbital energy level, and is measured in eV (electron volts).

[0040] The term "HOMO level further from the vacuum level" should be understood as meaning 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 "far from the vacuum level than the HOMO level of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirodi[fluorene]-2,2',7,7'-tetramine" should be understood as meaning that the absolute value of the HOMO level of the matrix 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'-spirodi[fluorene]-2,2',7,7'-tetramine.

[0041] The term "absolute value" should be understood as a value without a "-" sign. According to one embodiment of the invention, the HOMO energy level of the matrix compound in the hole injection layer can be calculated using quantum mechanical methods.

[0042] Beneficial effects

[0043] Surprisingly, many of the organic devices of the present invention have organic photodetectors with lower dark current and / or improved signal-to-noise ratio.

[0044] According to one embodiment, the molecular weight of L is selected in the range of ≤ 600 Da but ≥ 176 Da, preferably in the range of ≤ 550 Da but ≥ 280 Da, and most preferably in the range of ≤ 550 Da but ≥ 240 Da.

[0045] According to one embodiment of the invention, the metal complex of formula (I) contains at least two fluorine atoms but 10 or fewer fluorine atoms, preferably 8 or fewer fluorine atoms.

[0046] According to one embodiment, the ligand L of formula (II) contains at least one fluorine atom.

[0047] According to one embodiment, the ligand L of formula (II) contains at least two fluorine atoms.

[0048] According to one embodiment, the ligand L of formula (II) contains one to ten fluorine atoms; preferably two to ten fluorine atoms; more preferably two to eight fluorine atoms.

[0049] According to one embodiment of the present invention, the ligand of formula (II) does not contain an alkoxy group.

[0050] According to one implementation, if n>1, then each L is chosen to be the same.

[0051] According to one embodiment, the ligand L is selected from formula (IIa): (IIa), In equation (IIa), the dashed lines represent single or double bonds; X 1 Selected from direct bond, N, O, NR 1 CR 1 ; X 2 Selected from N, O, CR 2 CO, SO2; X 3 Selected from N, O, CR 3 NR 3 Or substituted or unsubstituted C1 to C3 alkylenediyl groups; R 1 Selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; R 2 Selected from H, D, CN, substituted or unsubstituted C1 to C2 12 Alkyl, substituted or unsubstituted C3 to C5 alkenyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; R 3 Selected from H, D, substituted or unsubstituted C1 to C2 12 Alkyl, substituted or unsubstituted C3 to C5 alkenyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; Where X 1 X 3 R 1 and R 3 The two in the middle can form 5 to 7-membered rings; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C340 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

[0052] The term "enediyl" group specifically refers to and / or includes portions having a "carbon backbone" selected from C=, C=C and C=CC=.

[0053] According to one embodiment, the ligand L is selected from formulas (IIb) to (IIe): (IIb) (IIc) (IId) (IIe), in R 4 Selected from unsubstituted and substituted C1 to C1 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl, preferably, R 2 Selected from substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl; R 5 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, substituted or unsubstituted 6-membered heteroaryl, or CN; R 6 Selected from unsubstituted and substituted C1 to C1 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl; B is selected from C6 to C6, whether substituted or unsubstituted. 19 Aryl, substituted or unsubstituted C2 to C 20 A heteroaryl ring or ring system, wherein the ring system may comprise one or two rings, preferably one ring; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

[0054] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa) and / or ligand of formulas (IIb) to (IIe) contain two or more but ten or fewer fluorine atoms, preferably eight or fewer fluorine atoms.

[0055] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa) and / or ligand of formulas (IIb) to (IIe) contain at least one fluorine atom.

[0056] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa) and / or ligand of formulas (IIb) to (IIe) contain at least two fluorine atoms.

[0057] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa) and / or ligand of formulas (IIb) to (IIe) contain one to ten fluorine atoms, preferably two to ten fluorine atoms, more preferably two to eight fluorine atoms.

[0058] According to one implementation, L is selected from formula (IIf) or (IIg): (IIf) (IIg), in X 1 Selected from CR 21 Or N; X 2 Selected from CR 22 Or N; X 3 Selected from CR 23 Or N; X 4 Selected from CR 24 Or N; Where X 1 X2 X 3 X 4 The 0, 1, or 2 in the N are selected; R 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, NO2, Cl to C 12 Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl groups, CF3, CF2R, CFR2, CF2H, CFH2, partially or perfluorinated C1 to C2 groups 12 Alkyl groups, or combinations thereof, wherein R is H or D, preferably H; and wherein any R k To R k+1 A ring can be formed, where k is an integer from 1 to 3; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

[0059] Preferably, R 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, and partially or perfluorinated C1 to C2. 12 Alkyl, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H; more preferably R 21 To R 24 The R is independently selected from H, D, F, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H.

[0060] According to one embodiment of the invention, the ligands of formulas (IIf) and (IIg) contain two to ten fluorine atoms, preferably eight or fewer fluorine atoms.

[0061] According to one embodiment of the invention, the ligands of formulas (IIf) and (IIg) contain at least one fluorine atom.

[0062] According to one embodiment of the present invention, the ligands of formulas (IIf) and (IIg) contain at least two fluorine atoms.

[0063] According to one embodiment of the invention, the ligands of formulas (IIf) and (IIg) contain one to ten fluorine atoms; preferably two to ten fluorine atoms; more preferably two to eight fluorine atoms.

[0064] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa), ligand of formulas (IIb) to (IIe), and / or ligand of formulas (IIIf) and (IIg) contain two to ten fluorine atoms.

[0065] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa), ligand of formulas (IIb) to (IIe), and / or ligand of formulas (IIIf) and (IIg) contain at least one fluorine atom.

[0066] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa), ligand of formulas (IIb) to (IIe), and / or ligand of formulas (IIIf) and (IIg) contain at least two fluorine atoms.

[0067] According to one embodiment of the invention, ligand L, ligand of formula (II), ligand of formula (IIa), ligand of formulas (IIb) to (IIe) and / or ligand of formulas (IIIf) and (IIg) contain one to ten fluorine atoms, preferably two to ten fluorine atoms, more preferably two to eight fluorine atoms.

[0068] According to one embodiment, the ligand L is selected from formula (IIb), (IIe), (IIIf), and / or (IIg).

[0069] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 20 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds.

[0070] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, and substituted or unsubstituted C1 to C2 groups. 20Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 Aryl ring or ring system.

[0071] According to one embodiment, one or more substituents of the compound of formula (II) are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 Aryl ring or ring system.

[0072] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, and substituted or unsubstituted C1 to C2 groups. 12 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 12 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 12 Alkenyl, substituted or unsubstituted C1 to C 12 Alkyne group, substituted or unsubstituted C5 to C 19Cycloalkyl, substituted or unsubstituted C2 to C3 20 Heterocyclic alkyl, substituted or unsubstituted C5 to C6 19 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 20 Heterocyclic group, substituted or unsubstituted C2 to C 20 heteroaryl or substituted or unsubstituted C6 to C 19 Aryl.

[0073] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, CH3, CH2D, CHD2, CD3, partially or perfluorinated C1 to C8 alkyl groups, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0074] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, and substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 Aryl ring or ring system, and R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0075] According to one implementation, Ra One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0076] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, and substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 aryl rings or ring systems; And R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0077] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, and substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 aryl ring or ring system; and R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0078] According to one embodiment, one or more substituents of A are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, CH3, CH2D, CHD2, CD3, partially or perfluorinated C1 to C8 alkyl groups, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, OCF3; and R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0079] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 20 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20Heteroaryl, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds, wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 Aryl ring or ring system.

[0080] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings, substituted or unsubstituted C2 to C 20 Heterocyclic, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl groups, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds. One or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40An aryl ring or cyclic system; wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, CH3, CH2D, CHD2, CD3, partially or perfluorinated C1 to C8 alkyl groups, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, OCF3.

[0081] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings, substituted or unsubstituted C2 to C 20 Heterocyclic, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl groups, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds; wherein R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0082] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings, substituted or unsubstituted C2 to C 20 Heterocyclic, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds, wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl; and R in which a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0083] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 20 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds.

[0084] According to one embodiment, A is selected from substituted or unsubstituted C5 to C6. 19 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 20 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 19 aryl or substituted or unsubstituted C2 to C 20 Heteroaryl groups, wherein the carbocyclic ring or the heterocyclic ring may contain one or more double bonds. One or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40Heteroaryl rings or ring systems, or substituted or unsubstituted C6 to C6 rings. 40 aryl rings or ring systems; One or more substituents of A are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, CH3, CH2D, CHD2, CD3, partially or perfluorinated C1 to C8 alkyl groups, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, OCF3; And R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

[0085] According to one embodiment, the ligand L of formula (II) comprises at least one C1 to C2 selected from substituted or unsubstituted C1. 20 Alkyl, partially fluorinated or perfluorinated C1 to C 20 Alkyl groups.

[0086] According to one embodiment, R of formulas (II), (IIa), (IIb), (IIc), (IId), and (IIe) a Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3 and the following formulas J1 to J114: (J1) (J2) (J3) (J4) (J5) (J6) (J7) (J8) (J9) (J10) (J11) (J12) (J13) (J14) (J15)、 (J16) (J17)、 (J18)、 (J19) (J20)、 (J21)、 (J22)、 (J23)、 (J24)、 (J25)、 (J26) (J27)、 (J28)、 (J29) (J30)、 (J31)、 (J32)、 (J33) (J34)、 (J35)、 (J36) (J37)、 (J38)、 (J39) (J40) (J41)ぁ (J42)、 (J43)、 (J44)、 (J45)、 (J46)、 (J47)、 (J48)、 (J49)、 (J50)、 (J51)ぁ (J52)ぁ (J53)、 (J54)、 (J55)ぁ (J56)、 (J57)、 (J58)ぁ (J59)、 (J60)、 (J61)、 (J62)、 (J63) (J64)、 (J65)、 (J66) (J67) (J68) (J69) (J70) (J71) (J72) (J73) (J74) (J75) (J76) (J77) (JJ78) (J79) (J80) (J81) (J82) (J83) (J84) (J85) (J86) (J87) (J88) (J89) (J90) (J91) (J92) (J93) (J94) (J95) (J96) (J97) (J98) (J99) (J100) (J101) (J102) (J103) (J104) (J105) (J106) (J107) (J108) (J109) (J110) (J111) (J112) (J113) (J114); in" "Indicates the position of combination.

[0087] According to one implementation, R of equations (II), (IIa), (IIb), (IIc), (IId), and (IIe) a Selected from CH3, CF3, CF2H and the following parts (J1) (J2) (J3) (J6) (J10) (J11) (J12) (J17) (J18) (J26) (J27) (J29) (J39) (J41) (J42) (J44) (J45) (J50) (J51) (J53) (J56) (J57) (J59) (J60) (J71) (J73) (J76) (J78) (J79) (J80) (J81) (J82) (J83) (J84) (J88) (J89) (J90) (J91) (J98) (J99) (J100) (J101) (J104) (J109) (J110) (J111) (J112) (J113).

[0088] According to one implementation, R of equations (II), (IIa), (IIb), (IIc), (IId), and (IIe) a Selected from CF3, CF2H and the following parts (J26) (J41) (J71) (J73) (J76) (J78) (J79) (J80) (J81) (J89) (J90) (J110) (J111) (J112) (J113).

[0089] According to one implementation, R of equations (II), (IIa), (IIb), (IIc), (IId), and (IIe) a Selected from CF2H and the following parts (J71) (J73) (J76) (J78) (J79) (J80) (J81) (J90) (J110) (J111).

[0090] According to one embodiment of equation (I), R in equation (IIb) 4 Selected from K1 to K114 (K1) (K2) (K3) (K4) (K5) (K6) (K7) (K8) (K9) (K10) (K11) (K12)、 (K13)、 (K14)、 (K15)ぁ (K16)、 (K17)、 (K18)ぁ (K19)、 (K20)、 (K21)ぁ (K22)、 (K23)、 (K24)、 (K25)、 (K26) (K27)、 (K28)、 (K29) (K30)、 (K31)、 (K32)、 (K33)、 (K34)、 (K35)、 (K36) (K37) (K38)、 (K39)、 (K40)、 (K41)、 (K42)、 (K43)、 (K44)、 (K45)、 (K46)、 (K47)、 (K48)ぁ (K49)、 (K50)、 (K51)ぁ (K52)ぁ (K53)、 (K54)、 (K55)ぁ (K56)、 (K57)、 (K58)ぁ (K59)、 (K60)、 (K61)、 (K62)、 (K63) (K64) (K65) (K66) (K67) (K68) (K69) (K70) (K71) (K72) (K73) (K74) (75) (K76) (K77) (K78) (K79) (K80) (K81) (K82) (K83) (K84) (K85) (K86) (K87) (K88) (K89) (K90) (K91) (K92) (K93) (K94) (K95) (K96) (K97) (K98) (K99) (K100) (K101) (K102) (K103) (K104) (K105) (K106) (K107) (K108) (K109) (K110) (K111) (K112) (K113) (K114), in" "Indicates the position of combination.

[0091] According to one embodiment of equation (I), R in equation (IIb) 4 Selected from the following sections: (K2) (K3) (K4) (K6) (K7) (K8) (K10) (K11) (K12) (K18) (K21) (K26) (K27) (K29) (K35) (K36) (K37) (K38) (K39) (K41) (K42) (K44) (K45) (K47) (K48) (K50) (K51) (K53) (K56) (K57) (K59) (K71) (K72) (K73) (K74) (K75) (K76) (K77) (K78) (K79) (K80) (K81) (K82) (K83) (K84) (K88) (K91) (K97) (K98) (K99) (K100) (K101) (K102) (K103) (K104) (K105) (K109) (K110) (K111) (K112) (K113), in" "Indicates the position of combination.

[0092] According to one embodiment of equation (I), R in equation (IIb) 4 Selected from the following sections: (K12) (K26) (K35) (K36) (K37) (K38) (K41) (K44) (K47) (K50) (K71) (K73) (K76) (K77) (K78) (K79) (K80) (K81) (K88) (K91) (K97) (K99) (K101) (K110) (K111) (K112) (K113), in" "Indicates the position of combination.

[0093] According to one embodiment of equation (I), R in equation (IIb) 4 Selected from the following sections: (K12) (K26) (K35) (K41) (K50) (K71) (K73) (K76) (K78) (K79) (K80) (K81) (K91) (K97) (K99) (K101) (K110) (K111) (K112) (K113), in" "Indicates the position of combination.

[0094] According to one embodiment of formula (I), wherein R of formula (IIb) 5 Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3, CN and the following formulas L1 to L114: (L1) (L2) (L3) (L4) (L5) (L6) (L7) (L8) (L9) (L10) (L11) (L12) (L13) (L14) (L15) (L16) (L17) (L18) (L19) (L20) (L21) (L22)ぁ (L23)、 (L24)、 (L25)ぁ (L26)、 (L27)、 (L28)、 (L29)、 (L30)、 (L31)、 (L32)ぁ (L33)、 (L34)、 (L35)、 (L36)、 (L37)、 (L38)、 (L39)、 (L40) (L41)ぁ (L42)ぁ (L43)、 (L44)、 (L45)ぁ (L46)、 (L47)ぁ (L48)ぁ (L49)、 (L50)、 (L51)ぁ (L52)ぁ (L53)、 (L54)、 (L55)ぁ (L56)、 (L57)、 (L58)、 (L59)、 (L60)、 (L61)ぁ (L62)、 (L63) (L64)、 (L65)ぁ (L66)、 (L67)、 (L68)、 (L69)、 (L70)、 (L71)ぁ (L72)ぁ (L73)、 (L74) (L75) (L76) (L77) (L78) (L79) (L80) (L81) (L82) (L83) (L84) (L85) (L86) (L87) (L88) (L89) (L90) (L91) (L92) (L93) (L94) (L95) (L96) (L97) (L98) (L99) (L100) (L101) (L102) (L103) (L104) (L105) (L106) (L107) (L108) (L109) (L110) (L111) (L112) (L113) (L114); in" "Indicates the position of combination.

[0095] According to one embodiment of formula (I), wherein R of formula (IIb) 5 Selected from CH3, CF3, CF2H, CN and the following: (L70) (L78) (L79) (L80) (L90) (L91) (L101) (L102), in" "Indicates the position of combination.

[0096] According to one embodiment of formula (I), wherein R of formula (IIb) 5 Selected from CH3, CF3, CF2H, CN and the following: (L78) (L79) (L80) (L90) (L91) (L101), in" "Indicates the position of combination.

[0097] According to one embodiment of formula (I), wherein R of formula (IIb) 5 Selected from CH3, CN and CF2H.

[0098] According to one embodiment of equation (IIb), R of equation (IIb) 4 Selected from equations K1 to K114, and R of equation (IIb) 5 Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3, CN and formulas L1 to L114.

[0099] According to one embodiment of equation (I), R of equation (IIe) 6 Selected from M1 to M114: (M1) (M2) (M3) (M4) (M5) (M6) (M7) (M8) (M9) (M10) (M11) (M12) (M13) (M14) (M15)、 (M16)、 (M17)、 (M18)、 (M19)、 (M20)、 (M21)、 (M22)、 (M23)、 (M24)、 (M25)、 (M26)、 (M27)、 (M28)、 (M29)、 (M30)、 (M31)、 (M32)、 (M33)、 (M34)、 (M35)、 (M36)、 (M37)、 (M38)、 (M39)、 (M40)、 (M41)、 (M42)、 (M43)、 (M44)、 (M45)、 (M46)、 (M47)、 (M48)、 (M49)、 (M50)、 (M51)、 (M52)、 (M53)、 (M54)、 (M55)、 (M56)、 (M57)、 (M58)、 (M59)、 (M60)、 (M61)、 (M62)、 (M63)、 (M64)、 (M65)、 (M66)、 (M67) (M68) (M69) (M70) (M71) (M72) (M73) (M74) (M75) (M76) (M77) (M78) (M79) (M80) (M81) (M82) (M83) (M84) (M85) (M86) (M87) (M88) (M89) (M90) (M91) (M92) (M93) (M94) (M95) (M96) (M97) (M98) (M99) (M100) (M101) (M102) (M103) (M104) (M105) (M106) (M107) (M108) (M109) (M110) (M111) (M112) (M113) (M114), in" "Indicates the position of combination.

[0100] According to one embodiment of equation (I), R of equation (IIe)6 Selected from the following sections: (M1) (M2) (M3) (M4) (M6) (M7) (M8) (M10) (M11) (M12) (M18) (M26) (M35) (M36) (M37) (M38) (M39) (M41) (M42) (M44) (M45) (M47) (M48) (M50) (M51) (M53) (M57) (M59) (M60) (M61) (M70) (M71) (M72) (M73) (M74) (M75) (M76) (M78) (M79) (M80) (M81) (M87) (M90) (M91) (M95) (M96) (M97) (M98) (M99) (M100) (M101) (M103) (M104) (M109) (M110) (M111) (M112) (M113), in" "Indicates the position of combination.

[0101] According to one embodiment of equation (I), R of equation (IIe) 6 Selected from the following sections: (M1) (M2) (M3) (M6) (M10) (M11) (M12) (M26) (M35) (M38) (M41) (M44) (M47) (M50) (M60) (M71) (M72) (M73) (M74) (M75) (M76) (M78) (M79) (M80) (M81) (M90) (M91) (M97) (M99) (M101) (M110) (M111) (M112) (M113), in" "Indicates the position of combination.

[0102] According to one embodiment of equation (I), R of equation (IIe) 6Selected from the following sections: (M12) (M26) (M50) (M71) (M73) (M76) (M78) (M79) (M80) (M81) (M90) (M91) (M110) (M111) (M112) (M113), in" "Indicates the position of combination.

[0103] According to one embodiment, the ligand L is selected from formulas (IIb) to (IIe); wherein

[0104] R in equations (IIb) to (IIe) a Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3 and formulas J1 to J114; R in equation (IIb) 4 Selected from equations K1 to K114, and R of equation (IIb) 5 Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3, CN and formulas L1 to L114; R of equation (IIe) 6 Selected from formulas M1 to M114.

[0105] According to one embodiment, the ligand L is selected from formula (IIb), (IIe), (IIIf), and / or (IIg).

[0106] According to one embodiment, the ligand L is selected from formulas (IIb), (IIe), (IIIf), and / or (IIg); wherein

[0107] R of equations (IIb), (IIe), (IIf) and / or (IIg) aSelected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3 and formulas J1 to J114; R in equation (IIb) 4 Selected from equations K1 to K112, and R of equation (IIb) 5 Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3, CN, phenyl and formulas L1 to L114; R of equation (IIe) 6 Selected from formulas M1 to M114; R of equations (IIf) and (IIg) 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, Cl to C 12 Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H; more preferably R 21 To R 24 The R is independently selected from H, D, F, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H.

[0108] According to one embodiment, the ligand L is selected from formula (IIc), (IId), (IIe), (IIIf), and / or (IIg).

[0109] According to one embodiment, the ligand L is selected from formulas (IIc), (IId), (IIe), (IIIf), and / or (IIg), wherein

[0110] R of equations (IIe), (IIf) and / or (IIg) a Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3 and formulas J1 to J114; R of equation (IIe) 6 Selected from formulas M1 to M114; R of equations (IIf) and (IIg) 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, Cl to C12 Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H; more preferably R 21 To R 24 The R is independently selected from H, D, F, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H.

[0111] According to one embodiment, the ligand L is selected from formula (IIe).

[0112] According to one embodiment, the ligand L is selected from formula (IIe), wherein

[0113] R of equation (IIe) 6 Selected from formulas M1 to M114.

[0114] According to one embodiment, the ligand L is selected from formula (IIf) and / or (IIg); wherein

[0115] R of formula (IIf) and / or (IIg) a Selected from CH3, CF3, C2F5, C3F7, C4F9, CFH2, CF2H, CF2CF2H, (CF2)2CF2H, CH(CF2H)2, CF(CF2H)2, C(CF2H)3 and formulas J1 to J112; R of equations (IIf) and (IIg) 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, Cl to C 12 Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H; more preferably R 21 To R 24 The R is independently selected from H, D, F, CF3, CF2R, CFR2, CF2H, CFH2 or combinations thereof, wherein R is H or D, preferably H.

[0116] According to one embodiment, the ligand L of formula (II) is selected from A1 to A217, B1 to B117, C1 to C31, D1 to D83, and E1 to E173: (A1) (A2) (A3) (A4) (A5)、 (A6)、 (A7)、 (A8)ぁ (A9)、 (A10) (A11)ぁ (A12)、 (A13) (A14)、 (A15)ぁ (A16)、 (A17)、 (A18)ぁ (A19) (A20)、 (A21)ぁ (A22)、 (A23)、 (A24)、 (A25)、 (A26)、 (A27)、 (A28) (A29) (A30)、 (A31)、 (A32)、 (A33) (A34) (A35)、 (A36) (A37) (A38) (A39) (A40)、 (A41)ぁ (A42)ぁ (A43)、 (A44)、 (A45)ぁ (A46)、 (A47)、 (A48)ぁ (A49)、 (A50)、 (A51)ぁ (A52)ぁ (A53)、 (A54)、 (A55)ぁ (A56)、 (A57)、 (A58)ぁ (A59)、 (A60)、 (A61)ぁ (A62)ぁ (A63) (A64) (A65)ぁ (A66)、 (A67)、 (A68) (A69) (A70)、 (A71)ぁ (A72)、 (A73) (A74)、 (A75)、 (A76) (A77)、 (A78)、 (A79) (A80)、 (A81)ぁ (A82)、 (A83) (A84) (A85)、 (A86) (A87) (A88) (A89) (A90)、 (A91)ぁ (A92)ぁ (A93) (A94)、 (A95)ぁ (A96)ぁ (A97)、 (A98) (A99)ぁ (A100)、 (A101)ぁ (A102)ぁ (A103) (A104) (A105)ぁ (A106) (A107) (A108) (A109) (A110)、 (A111)、 (A112)、 (A113)、 (A114)、 (A115)、 (A116)、 (A117)、 (A118)、 (A119)、 (A120)、 (A121)、 (A122)、 (A123)、 (A124)、 (A125)、 (A126)、 (A127)、 (A128)、 (A129)、 (A130)、 (A131)、 (A132)、 (A133)、 (A134)、 (A135)、 (A136)、 (A137)、 (A138)、 (A139)、 (A140)、 (A141)、 (A142)、 (A143)、 (A144)、 (A145)、 (A146)、 (A147)、 (A148)、 (A149)、 (A150)、 (A151)、 (A152)、 (A153)、 (A154)、 (A155)、 (A156)、 (A157)、 (A158)、 (A159)、 (A160)、 (A161)ぁ (A162)、 (A163) (A164) (A165) (A166) (A167) (A168) (A169) (A170)、 (A171)ぁ (A172)ぁ (A173) (A174) (A175)ぁ (A176) (A177) (A178) (A179) (A180)、 (A181)ぁ (A182)ぁ (A183)、 (A184) (A185)ぁ (A186) (A187) (A188) (A189) (A190)、 (A191)ぁ (A192)ぁ (A193) (A194) (A195)ぁ (A196) (A197)、 (A198) (A199) (A200) (A201)ぁ (A202) (A203) (A204) (A205)、 (A206) (A207) (A208) (A209) (A210)、 (A211)ぁ (A212)、 (A213) (A214) (A215)、 (A216) (A217) B1、 B2、 B3、 B4、 B5、 B6、 B7、 B8、 B9、 B10、 B11、 B12、 B13、 B14、 B15、 B16、 B17、 B18、 B19、 B20、 B21、 B22、 B23、 B24、 B25、 B26、 B27、 B28、 B29、 B30、 B31、 B32、 B33、 B34、 B35、 B36、 B37、 B38、 B39、 B40、 B41ぁ B42ぁ B43ぁ B44、 B45ぁ B46、 B47、 B48ぁ B49、 B50ぁ B51、 B52、 B53、 B54、 B55、 B56、 B57、 B58、 B59、 B60、 B61、 B62、 B63、 B64、 B65、 B66、 B67、 B68、 B69、 B70、 B71、 B72、 B73、 B74、 B75、 B76、 B77、 B78、 B79、 B80、 B81、 B82、 B83、 B84、 B85、 B86、 B87、 B88、 B89、 B90、 B91、 B92、 B93、 B94、 B95、 B96、 B97、 B98、 B99、 B100、 B101、 B102、 B103、 B104、 B105、 B106、 B107、 B108、 B109、 B110、 B111、 B112、 B113、 (B114)、 (B115)、 (B116)、 (B117)、 (C1)、 (C2)、 (C3)、 (C4)、 (C5)、 (C6)、 (C7)、 (C8)、 (C9)、 (C10)、 (C11)、 (C12)、 (C13)、 (C14)、 (C15)、 (C16)、 (C17)、 (C18)、 (C19)、 (C20)、 (C21)、 (C22)、 (C23)、 (C24)、 (C25)、 (C26)、 (C27)、 (C28)、 (C29)、 (C30)、 (C31)、 (D1)、 (D2)、 (D3)、 (D4)、 (D5)、 (D6)、 (D7)、 (D8)、 (D9)、 (D10)、 (D11)、 (D12)、 (D13)、 (D14)、 (D15)、 (D16)、 (D17)、 (D18)、 (D19)、 (D20)、 (D21)、 (D22)、 (D23)、 (D24)、 (D25)、 (D26)、 (D27)、 (D28)、 (D29)、 (D30)、 (D31)、 (D32)、 (D33)、 (D34)、 (D35)、 (D36)、 (D37)、 (D38)、 (D39)、 (D40)、 (D41)、 (D42)、 (D43)、 (D44)、 (D45)、 (D46)、 (D47)、 (D48)、 (D49)、 (D50)、 (D51)、 (D52)、 (D53)、 (D54)、 (D55)、 (D56)、 (D57)、 (D58)、 (D59)、 (D60)、 (D61)、 (D62)、 (D63)、 (D64)、 (D65)、 (D66)、 (D67)、 (D68)、 (D69)、 (D70)、 (D71)、 (D72)、 (D73)、 (D74)、 (D75)、 (D76)、 (D77)、 (D78)、 (D79)、 (D80)、 (D81)、 (D82)、 (D83)、 (E1)、 (E2)、 (E3)、 (E4)、 (E5)、 (E6)、 (E7)、 (E8)、 (E9)、 (E10)、 (E11)、 (E12)、 (E13)、 (E14)、 (E15)、 (E16)、 (E17)、 (E18)、 (E19)、 (E20)、 (E21)、 (E22)、 (E23)、 (E24)、 (E25)、 (E26)、 (E27)、 (E28)、 (E29)、 (E30)、 (E31)、 (E32)、 (E33)、 (E34)、 (E35)、 (E36)、 (E37)、 (E38)、 (E39)、 (E40)、 (E41)、 (E42)、 (E43)、 (E44)、 (E45)、 (E46)、 (E47)、 (E48)、 (E49)、 (E50)、 (E51)、 (E52)、 (E53)、 (E54)、 (E55)、 (E56)、 (E57)、 (E58)、 (E59)、 (E60)、 (E61)、 (E62)、 (E63)、 (E64)、 (E65)、 (E66)、 (E67)、 (E68)、 (E69)、 (E70)、 (E71)、 (E72)、 (E73)、 (E74)、 (E75)、 (E76)、 (E77)、 (E78)、 (E79)、 (E80)、 (E81)、 (E82)、 (E83)、 (E84)、 (E85)、 (E86)、 (E87)、 (E88)、 (E89)、 (E90)、 (E91)、 (E92)、 (E93)、 (E94)、 (E95)、 (E96)、 (E97)、 (E98)、 (E99)、 (E100)、 (E101)、 (E102)、 (E103)、 (E104)、 (E105)、 (E106)、 (E107)、 (E108)、 (E109)、 (E110)、 (E111)、 (E112)、 (E113)、 (E114)、 (E115)、 (E116)、 (E116-D)、 (E117)、 (E118)、 (E119)、 (E120)、 (E121)、 (E122)、 (E123)、 (E124)、 (E125)、 (E126)、 (E127)、 (E128)、 (E129)、 (E130)、 (E131)、 (E132)、 (E133)、 (E134)、 (E135)、 (E136)、 (E137)、 (E138)、 (E139)、 (E140) (E141) (E141-D) (E142) (E143) (E144) (E145) (E146) (E147) (E148) (E149) (E150) (E151) (E152) (E153) (E154) (E155) (E156) (E157) (E158) (E159) (E160) (E161) (E162) (E163) (E164) (E165) (E166) (E167) (E168) (E169) (E170) (E170) (E171) (E172) (E173).

[0117] According to one embodiment, the ligand L of formula (II) is selected from the following compounds: (A1) (A5) (A9) (A13) (A17) (A21) (A25) (A29) (A33) (A37) (A41) (A45)ぁ (A49)、 (A53)、 (A57)、 (A61)ぁ (A65)ぁ (A69) (A73) (A77)、 (A81)ぁ (A85)、 (A89) (A93) (A97)、 (A101)ぁ (A105)ぁ (A109) (A113) (A117) (A121)ぁ (A137) (A141)ぁ (A145)、 (A149) (A153) (A212)、 (A213) (A214) (A215)、 (A216) (A217) B1、 B2、 B3、 B4、 B5、 B6、 B7、 B8、 B9、 B10、 B11、 B12、 B13、 B14、 B15、 B20、 B21、 B29、 B30、 B32、 B33、 B83、 B85、 B88、 B89、 B90、 B103、 B106、 (B114)、 (B115)、 (B116)、 (B117)、 (C1)、 (C3)、 (C4)、 (C7)、 (C13)、 (C19)、 (C20)、 (C21)、 (C22)、 (C23)、 (C28)、 (C29)、 (C30)、 (C31)、 (D3)、 (D6)、 (D7)、 (D10)、 (D11)、 (D14)、 (D15)、 (D22)、 (D23)、 (D24)、 (D26)、 (D27)、 (D34)、 (D35)、 (D42)、 (D54)、 (D55)、 (D57)、 (D60)、 (D63)、 (D68)、 (D69)、 (D72)、 (D73)、 (D76)、 (D77)、 (D80)、 (D82)、 (D83)、 (E1)、 (E3)、 (E5)、 (E6)、 (E7)、 (E10)、 (E11)、 (E12)、 (E13)、 (E14)、 (E15)、 (E16)、 (E17)、 (E27)、 (E28)、 (E30)、 (E32)、 (E33)、 (E34)、 (E35)、 (E36)、 (E37) (E39)、 (E40)、 (E41)、 (E43)、 (E44)、 (E45)、 (E47)、 (E48)、 (E54)、 (E55)、 (E57)、 (E59)、 (E60)、 (E62)、 (E63)、 (E66)、 (E67)、 (E68)、 (E70)、 (E73)、 (E74)、 (E77)、 (E78)、 (E79)、 (E80)、 (E84)、 (E116)、 (E118)、 (E119)、 (E120)、 (E121)、 (E123)、 (E124) (E126) (E127) (E128) (E129) (E131) (E132) (E134) (E136) (E138) (E140) (E141) (E141-D) (E142) (E143) (E144) (E145) (E146) (E148) (E149) (E151) (E152) (E153) (E154) (E156) (E157) (E161) (E163) (E165) (E166) (E167) (E169) (E170).

[0118] According to one embodiment, the ligand L of formula (II) is selected from the following compounds: (A1) (A5) (A9) (A13) (A17) (A33) (A37) (A53) (A57) (A61) (A65) (A69) (A105) (A109) (A113) (A117) (A212)、 (A213) (A214) (A215)、 (A216) (A217) B1、 B2、 B3、 B4、 B5、 B6、 B7、 B8、 B9、 B10、 B11、 B12、 B13、 B14、 B15、 B29、 B30、 (B114) (B115)ぁ (B116) (B117) (C1) (C13) (C19) (C20)、 (C21) (C22) (C23) (C28) (C29) (C30)、 (C31) (D42)、 (D72)、 (D82)、 (D83)、 (E1)、 (E3)ぁ (E5)ぁ (E6)ぁ (E7)、 (E10)、 (E11)ぁ (E13)、 (E14)、 (E15)ぁ (E16)ぁ (E17)、 (E32)、 (E33)、 (E34)、 (E35)、 (E36)、 (E37)、 (E39)、 (E40)、 (E41)、 (E43)、 (E44)、 (E45)、 (E47)、 (E54)、 (E55)、 (E57)、 (E62)、 (E63)、 (E66)、 (E68)、 (E74)、 (E77)、 (E78)、 (E79)、 (E80)、 (E84)、 (E116)、 (E118)、 (E119)、 (E124)、 (E131)、 (E132)、 (E134)、 (E138)、 (E141)、 (E141-D)、 (E142)、 (E143)、 (E144)、 (E149)、 (E151)、 (E152)、 (E153)、 (E154)、 (E156)、 (E157)、 (E161)、 (E163)、 (E165)、 (E166) (E167) (E169) (E170).

[0119] According to one embodiment, the ligand L of formula (II) is selected from the following compounds: (A1) (A53) (A212) (B114) (B115) (B116) (B117) (C1) (C13) (C28) (C29) (C30) (C31) (E1) (E5) (E10) (E11) (E13) (E14) (E15) (E16) (E40) (E41) (E43) (E44) (E45) (E47) (E55) (E57) (E68) (E74) (E116) (E118) (E119) (E124) (E138) (E141) (E141-D) (E142) (E143) (E144) (E149).

[0120] Support ligand "AL"

[0121] According to one embodiment of this application, AL (auxiliary ligand) is selected from H2O, C2 to C2. 40 Monodentate or multidentate ethers and C2 to C 40 Sulfides, C2 to C 40 Amines, C2 to C 40 Phosphine, C2 to C 20 Alkyl nitrile or C2 to C 40 Aryl nitrile or compounds according to formula (AL-I); (AL-I), where R 8 and R 9 Independently selected from C1 to C 20 Alkyl, C1 to C 20 Heteroalkyl, C6 to C 20 Aryl, heteroaryl with 5 to 20 cyclic atoms, halogenated or fully halogenated C1 to C2 groups 20 Alkyl, halogenated or fully halogenated C1 to C2 20 Heteroalkyl, halogenated or fully halogenated C6 to C 20 A heteroaryl group having 5 to 20 cyclic atoms, aryl, halogenated or perhalogenated, or at least one R 6 and R 7 Bridge and form 5 to 20 element rings, or two Rs 6 and / or two Rs 7 Bridges and forms 5 to 40-membered rings, or forms rings containing unsubstituted elements or C1 to C1. 12 Substituted phenanthroline rings of 5 to 40 members.

[0122] Term "m"

[0123] The term "m" is an integer selected from 0 to 2, corresponding to the oxidation number of M. According to one embodiment, "m" is an integer selected from 0 or 1. According to another embodiment, "m" is an integer selected from 1. According to yet another embodiment, "m" is an integer selected from 2. Preferably, "m" is an integer and may be selected from 0.

[0124] Another embodiment of the metal complex according to formula (I) is wherein n = 2 or 3; and / or m is an integer selected from 0 or 1, preferably 0.

[0125] M of the metal complex of formula (I)

[0126] The term "M" stands for metal ion.

[0127] According to one embodiment, M of the metal complex of formula (I) may be selected from a metal ion, wherein the corresponding metal has an electronegativity value according to Allen of ≥ 0.65 but ≤ 1.9.

[0128] The term “according to Allen’s electronegativity value” specifically refers to Allen, Leland C. (1989). “Electronegativity is the average one-electron energy of the valence-shell electrons in ground-state free atoms”, Journal of the American Chemical Society 111 (25): 9003-9014.

[0129] According to one embodiment, M can be selected from transition metals or group III or V metals.

[0130] According to one embodiment, the atomic mass of M is selected in the range of ≥ 54 Da but ≤ 200 Da, preferably in the range of ≥ 55 Da but ≤ 138 Da.

[0131] According to one embodiment, M is not selected from Ce(IV); preferably it is not selected from Ce(IV) or Al(III).

[0132] According to one embodiment, M is a metal ion selected from Li(I), K(I), Rb(I), Cs(I), Ag(I), Cu(II), Zn(II), Pd(II), Ir(III), Al(III), Ga(III), Mn(II), Mn(III), Ru(III), In(III), Fe(II), or Fe(III) and Ce(IV); even more preferably, M is a metal ion selected from Cu(II), Mn(II), Zn(II), In(III), Fe(III) and / or Ce(IV); particularly preferably, M is Cu(II), Zn(II) and / or Fe(III); wherein the numbers in parentheses indicate oxidation states.

[0133] Therefore, the LUMO energy level and / or thermal properties of the metal complex of formula (I) are within the range applicable to organic electronic devices.

[0134] According to one embodiment, M is a metal ion selected from Li(I), K(I), Rb(I), Cs(I), Ag(I), Cu(II), Zn(II), Pd(II), Ir(III), Al(III), Ga(III), Mn(II), Mn(III), Ru(III), In(III), Fe(II), or Fe(III) and Ce(IV); even more preferably, M is a metal ion selected from Cu(II), Mn(II), Zn(II), Fe(III) and / or Ce(IV); particularly preferably, M is Cu(II), Zn(II) and / or Fe(III); and L is selected from formulas (II) and (IIa) to (IIg).

[0135] According to one embodiment, M is a metal ion selected from Li(I), K(I), Rb(I), Cs(I), Ag(I), Cu(II), Zn(II), Pd(II), Ir(III), Al(III), Ga(III), Mn(II), Mn(III), Ru(III), In(III), Fe(II), or Fe(III) and Ce(IV); even more preferably, M is a metal ion selected from Cu(II), Mn(II), Zn(II), Fe(III) and / or Ce(IV); particularly preferably, M is Cu(II), Zn(II) and / or Fe(III); and L is selected from formula (IIb) to (IIg).

[0136] Metal complex of formula (I)

[0137] According to one embodiment, the metal complex of formula (I) is selected from one of the following compounds:

[0138] According to one embodiment, the metal complex of formula (I) is selected from the following compounds:

[0139] According to one embodiment, the metal complex of formula (I) is selected from the following compounds:

[0140] Organic semiconductor layer

[0141] According to the present invention, the metal complex of formula (I) exists in the organic semiconductor layer.

[0142] According to one embodiment of the present invention, the common semiconductor layer is a common hole transport layer.

[0143] According to one embodiment of the present invention, the common semiconductor layer is a common hole injection layer.

[0144] According to one embodiment of the present invention, the common semiconductor layer is adjacent to or in direct contact with the anode layer.

[0145] According to one embodiment of the present invention, the common semiconductor layer is in direct contact with the anode layer.

[0146] According to one embodiment of the present invention, the common semiconductor layer is a common hole injection layer, and wherein the common semiconductor layer is adjacent to or in direct contact with the anode layer.

[0147] According to one embodiment of the present invention, the common semiconductor layer is a common hole injection layer, and wherein the common semiconductor layer is in direct contact with the anode layer.

[0148] According to one embodiment, the common semiconductor layer also includes a hole transport compound.

[0149] According to one embodiment, the organic electronic device further includes a common hole transport layer, wherein the common hole transport layer is shared by at least one organic light-emitting device and at least one organic photodetector.

[0150] According to one embodiment, the organic electronic device further includes a common hole transport layer, wherein the common hole transport layer is shared by at least one organic light-emitting device and at least one organic photodetector, wherein the common hole transport layer is disposed between the light conversion of the common semiconductor layer and the organic photodetector and between the common semiconductor layer and the light-emitting layer.

[0151] According to one embodiment, the organic electronic device further includes a common hole transport layer, wherein the common hole transport layer is shared by at least one organic light-emitting device and at least one organic photodetector, and wherein the common hole transport layer is in direct contact with a common semiconductor layer.

[0152] Such hole-transporting compounds can be covalent or substantially covalent matrix compounds.

[0153] Basically covalent matrix compound / covalent matrix compound

[0154] A substantially covalent matrix compound, also known as a matrix compound, can be an organic aromatic matrix compound containing covalently bonded carbon atoms. A substantially covalent matrix compound can be an organic compound consisting substantially of covalently bonded C, H, O, N, and S atoms, optionally also containing covalently bonded B, P, or Si atoms. A substantially covalent matrix compound can be an organic aromatic covalently bonded compound without metal atoms, and most of its skeletal atoms can be selected from C, O, S, and N, preferably from C, O, and N, wherein the majority of the atoms are C atoms. Alternatively, the covalent matrix compound does not contain metal atoms, and most of its skeletal atoms can be selected from C and N; preferably, the covalent matrix compound does not contain metal atoms, and most of its skeletal atoms can be selected from C, and a minority of its skeletal atoms can be N.

[0155] According to one embodiment, the substantially covalent matrix compound may have a molecular weight Mw of ≥ 400 g / mol but ≤ 2000 g / mol, preferably ≥ 450 g / mol but ≤ 1500 g / mol, more preferably ≥ 500 g / mol but ≤ 1000 g / mol, additionally preferably ≥ 550 g / mol but ≤ 900 g / mol, and even more preferably ≥ 600 g / mol but ≤ 800 g / mol.

[0156] In one embodiment, when measured under the same conditions, the HOMO level of a substantially covalent matrix compound can be more negative than that of N2,N2,N2',N2',N7,N7,N7',N7'-octa(4-methoxyphenyl)-9,9'-spirobis[fluorene]-2,2',7,7'-tetramine (CAS 207739-72-8).

[0157] In one embodiment of the invention, the substantially covalent matrix compound may be free of alkoxy groups.

[0158] Preferably, the substantially covalent matrix compound comprises at least one arylamine moiety, or a diarylamine moiety, or a triarylamine moiety.

[0159] Preferably, the substantially covalent matrix compound does not contain TPD or NPB.

[0160] Compounds of formula (IIIa) or compounds of formula (IIIb)

[0161] According to another aspect of the invention, the substantially covalent matrix compound, or covalent matrix compound as referred herein, may comprise at least one arylamine compound, a diarylamine compound, a triarylamine compound, a compound of formula (IIIa), or a compound of formula (IIIb): (IIIa) (IIIb), in: T 1 T 2 T 3 T 4 and T 5 It is independently selected from single bond, phenylene group, biphenylene group, triphenylene group or naphthylene group, preferably selected from single bond or phenylene group; T 6 It is a benzene group, a biphenyl group, a terphenyl group, or a naphthyl group; Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 Independently selected from substituted or unsubstituted C6 to C6. 20 aryl; or substituted or unsubstituted C3 to C4. 20Heteroarylene groups; 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 biphenylidene; substituted or unsubstituted tetraphenyl; substituted or unsubstituted benzo[a]anthracene; substituted or unsubstituted dibenzofuran; substituted or unsubstituted dibenzothiophene; substituted or unsubstituted xanthones; substituted or unsubstituted carbazole; substituted 9-phenylcarbazole; substituted or unsubstituted azaheptanyl; substituted or unsubstituted dibenzo[b,f]azaheptanyl; substituted or unsubstituted 9,9' - spirodi[fluorene]; substituted or unsubstituted spiro[fluorene-9,9'-xanton]; or substituted or unsubstituted aromatic fused ring systems comprising at least three substituted or unsubstituted aromatic rings selected from substituted or unsubstituted non-heterocyclic rings, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or substituted or unsubstituted 7-membered rings, substituted or unsubstituted fluorene; or fused ring systems comprising 2 to 6 substituted or unsubstituted 5 to 7-membered rings, wherein the 5 to 7-membered rings are selected from (i) unsaturated 5 to 7-membered rings of heterocyclic rings, (ii) 5 to 6-membered rings of aromatic heterocyclic rings, (iii) unsaturated 5 to 7-membered rings of non-heterocyclic rings, and (iv) 6-membered rings of aromatic non-heterocyclic rings; in Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 The substituents are selected from H; D; F; C(-O)R, either the same or different. 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 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 ynyl groups having 2 to 20 carbon atoms; substituted or unsubstituted aromatic ring systems having 6 to 40 aromatic atoms; and substituted or unsubstituted heteroaromatic ring systems having 5 to 40 aromatic 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, wherein the 5 to 7-membered rings are selected from unsaturated 5 to 7-membered heterocyclic rings, 5 to 6-membered aromatic heterocyclic rings, unsaturated 5 to 7-membered non-heterocyclic rings, and 6-membered aromatic non-heterocyclic rings. Where R 2The following can be selected from H, D, straight-chain alkyl groups having 1 to 6 carbon atoms, branched alkyl groups having 1 to 6 carbon atoms, cyclic alkyl groups having 3 to 6 carbon atoms, alkenyl or ynyl groups having 2 to 6 carbon atoms, C6 to C 18 Aryl or C3 to C 18 Mixed aromatic compounds.

[0162] Preferably, Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 The substituents are selected from H, either the same as or different from H; straight-chain alkyl groups having 1 to 6 carbon atoms; branched alkyl groups having 1 to 6 carbon atoms; cyclic alkyl groups having 3 to 6 carbon atoms; alkenyl or ynyl groups having 2 to 6 carbon atoms; C6 to C6. 18 Aryl; C3 to C 18 Heteroaryl; a fused ring system comprising 2 to 4 unsubstituted 5 to 7-membered rings, wherein the 5 to 7-membered rings are selected from unsaturated 5 to 7-membered heterocyclic rings, 5 to 6-membered aromatic heterocyclic rings, unsaturated 5 to 7-membered non-heterocyclic rings, and 6-membered aromatic non-heterocyclic rings; more preferably, the substituents are selected from H, straight-chain alkyl groups having 1 to 4 carbon atoms, branched alkyl groups having 1 to 4 carbon atoms, cyclic alkyl groups having 3 to 4 carbon atoms, and / or phenyl groups.

[0163] Thus, compounds of formula (IIIa) or (IIIb) can have a standard starting temperature suitable for large-scale production.

[0164] According to one embodiment, the substantially covalent matrix compound comprises a compound of formula (IIIa) or (IIIb): (IIIa) (IIIb), in T 1 T 2 T 3 T 4 and T 5 It can be independently selected from single bond, phenylene group, biphenylene group, triphenylene group or naphthylene group, preferably selected from single bond or phenylene group; T 6 It is a benzene group, a biphenyl group, a terphenyl group, or a naphthyl group; Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 It can be independently selected from unsubstituted C6 to C6. 20aryl; or unsubstituted C3 to C4 20 Heteroarylene; Unsubstituted biphenylidene; Unsubstituted fluorene; Substituted 9-fluorene; Substituted 9,9-fluorene; Unsubstituted naphthalene; Unsubstituted anthracene; Unsubstituted phenanthrene; Unsubstituted pyrene; Unsubstituted perylene; Unsubstituted triphenylidene; Unsubstituted tetraphenyl; Unsubstituted benzo[b,f]-anthracene; Unsubstituted dibenzofuran; Unsubstituted dibenzothiophene; Unsubstituted xanthone; Unsubstituted carbazole; Substituted 9-phenylcarbazole; Unsubstituted aziridine heptane; Unsubstituted dibenzo[b,f]aziridine heptane; Unsubstituted 9,9'-spirodi[fluorene]; Unsubstituted spirodi[b,f]-spirodi[fluorene] [fluorene-9,9'-xanton]; or an unsubstituted aromatic fused-ring system comprising at least three unsubstituted aromatic rings selected from unsubstituted non-heterocyclic rings, unsubstituted hetero 5-membered rings, unsubstituted 6-membered rings and / or unsubstituted 7-membered rings, unsubstituted fluorene; or a fused-ring system comprising 2 to 6 unsubstituted 5 to 7-membered rings, wherein the 5 to 7-membered rings are selected from (i) unsaturated 5 to 7-membered rings of heterocyclic rings, (ii) 5 to 6-membered rings of aromatic heterocyclic rings, (iii) unsaturated 5 to 7-membered rings of non-heterocyclic rings, and (iv) 6-membered rings of aromatic non-heterocyclic rings.

[0165] According to one embodiment, the substantially covalent matrix compound comprises a compound of formula (IIIa) or (IIIb): (IIIa) (IIIb), in T 1 T 2 T 3 T 4 and T 5 It can be independently selected from single bond, phenylene group, biphenylene group, triphenylene group or naphthylene group, preferably selected from single bond or phenylene group; T 6 It is a benzene group, a biphenyl group, a terphenyl group, or a naphthyl group; Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 It can be independently selected from unsubstituted C6 to C6. 20 aryl; or unsubstituted C3 to C4 20Heteroarylene; unsubstituted biphenylidene; unsubstituted fluorene; substituted 9-fluorene; substituted 9,9-fluorene; unsubstituted naphthalene; unsubstituted anthracene; unsubstituted phenanthrene; unsubstituted pyrene; unsubstituted perylene; unsubstituted triphenylidene; unsubstituted tetraphenyl; unsubstituted benzo[b,f]-anthracene; unsubstituted dibenzofuran; unsubstituted dibenzothiophene; unsubstituted saxon; unsubstituted carbazole; substituted 9-phenylcarbazole; unsubstituted azircycloheptanyl; unsubstituted dibenzo[b,f]azircycloheptanyl; unsubstituted 9,9'-spirodi[fluorene]; unsubstituted spiro[fluorene-9,9'-saxon].

[0166] Thus, compounds of formula (IIIa) or (IIIb) can have a standard starting temperature suitable for large-scale production.

[0167] According to one implementation, where T 1 T 2 T 3 T 4 and T 5 It can be independently selected from single bonds, phenylene groups, biphenylene groups, or triphenylene groups.

[0168] According to one implementation, where T 1 T 2 T 3 T 4 and T 5 It can be independently selected from phenylene, biphenylene, or terphenylene, and T 1 T 2 T 3 T 4 and T 5 One of them is a single bond.

[0169] According to one implementation, where T 1 T 2 T 3 T 4 and T 5 It can be independently selected from phenylene group or biphenylene group, and T 1 T 2 T 3 T 4 and T 5 One of them is a single bond.

[0170] According to one implementation, where T 1 T 2 T 3 T 4 and T 5 It can be independently selected from phenylene group or biphenylene group, and T 1 T 2 T 3 T4 and T 5 The two in it are single bonds.

[0171] According to one implementation, where T 1 T 2 and T 3 It can be independently selected from phenylene groups, and T 1 T 2 and T 3 One of them is a single bond.

[0172] According to one implementation, where T 1 T 2 and T 3 It can be independently selected from the phenylene group, and T 1 T 2 and T 3 The two in it are single bonds.

[0173] According to one implementation, where T 6 It can be a phenylene group, a biphenylene group, or a terphenylene group. According to one embodiment, T... 6 It can be a benzene group.

[0174] According to one implementation, where T 6 It can be a biphenyl group. According to one embodiment, where T... 6 It could be a triphenylene oxide.

[0175] According to one implementation, Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 The following can be selected independently from formulas (G1) to (G16): (G1) (G2) (G3) (G4) (G5) (G6) (G7) (G8) (G9) (G10) (G11) (G12) (G13) (G14) (G15) (G16), Among them, the asterisk " "Indicates the position of combination.

[0176] According to one implementation, Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 It can be selected independently from (G1) to (G15); or selected from (G1) to (G10) and (G13) to (G15).

[0177] According to one implementation, Ar 1 Ar 2 Ar 3 Ar 4 and Ar 5 It can be independently selected from (G1), (G2), (G5), (G7), (G9), (G10), (G13) to (G16).

[0178] When selecting Ar within this range 1 Ar 2 Ar 3 Ar 4 and Ar 5 At that time, the standard starting temperature can be within a range that is particularly suitable for large-scale production.

[0179] "Matrix compounds of formula (IIIa) or (IIIb)" may also be called "hole transport compounds".

[0180] According to one embodiment, the compound of formula (IIIa) or formula (IIIb) may comprise an aromatic fused ring system containing at least 1 to 6 substituted or unsubstituted heteroaromatic rings.

[0181] According to one embodiment, the compound of formula (IIIa) or formula (IIIb) may comprise an aromatic fused ring system containing at least 1 to 6 substituted or unsubstituted heterocyclic rings and an unsaturated 5 to 7-membered ring containing at least 1 to 3 substituted or unsubstituted heterocyclic rings, preferably an aromatic fused ring system containing at least 2 to 5 substituted or unsubstituted heterocyclic rings.

[0182] According to one embodiment, the compound of formula (IIIa) or (IIIb) may comprise an aromatic fused ring system comprising at least 1 to 6 substituted or unsubstituted heterocyclic rings and an unsaturated 5- to 7-membered ring comprising at least 1 to 3 substituted or unsubstituted heterocyclic rings, preferably an aromatic fused ring system comprising at least 2 to 5 substituted or unsubstituted heterocyclic rings and an unsaturated 5- to 7-membered ring comprising at least 1 to 3 substituted or unsubstituted heterocyclic rings, more preferably an aromatic fused ring system comprising 3 or 4 substituted or unsubstituted heterocyclic rings and optionally an unsaturated 5- to 7-membered ring comprising at least 1 to 3 substituted or unsubstituted heterocyclic rings, and additionally preferably the aromatic fused ring system comprising heterocyclic rings is unsubstituted and optionally an unsaturated 5- to 7-membered ring comprising at least 1 to 3 unsubstituted heterocyclic rings.

[0183] According to one embodiment, the compound of formula (IIIa) or (IIIb) may comprise: - A substituted or unsubstituted aromatic fused ring system having at least 2 to ≤ 6, preferably 3 to ≤ 5 or 4 fused aromatic rings, wherein the fused aromatic rings are selected from substituted or unsubstituted non-heteroaromatic rings, substituted or unsubstituted hetero 5-membered rings, substituted or unsubstituted 6-membered rings and / or unsaturated 5- to 7-membered rings of substituted or unsubstituted heterocycles; or - An unsubstituted aromatic fused ring system having at least 2 to ≤ 6, preferably 3 to ≤ 5 or 4 fused aromatic rings, wherein the fused aromatic rings are selected from unsubstituted non-heteroaromatic rings, unsubstituted hetero 5-membered rings, unsubstituted 6-membered rings and / or unsaturated 5- to 7-membered rings of unsubstituted heterocycles.

[0184] It should be noted here that the term "aromatic fused ring system" may include at least one aromatic ring and at least one substituted or unsubstituted unsaturated 5- to 7-membered ring. It should also be noted here that the substituted or unsubstituted unsaturated 5- to 7-membered ring may not be an aromatic ring.

[0185] According to one embodiment, the substantially covalent matrix compound comprises at least one naphthyl group, carbazole group, dibenzofuran group, dibenzothiophene group and / or a substituted fluorenyl group, wherein the substituent is independently selected from methyl, phenyl or fluorenyl.

[0186] According to one embodiment of the present invention, the compound of formula (IIIa) or formula (IIIb) is selected from formulas (F1) to (F23): (F1) (F2) (F3) (F4) (F5) (F6) (F7) (F8) (F9) (F10) (F11) (F12) (F13) (F14) (F15) (F16) (F17) (F18) (F19) (F20) (F21) (F22) (F23); Preferably, the compound of formula (IIIa) or formula (IIIb) is selected from formula (F1).

[0187] Optical conversion unit / organic photodetector

[0188] The light conversion unit and / or other components of the organic photodetector will be described in more detail below, where all features can be combined arbitrarily: The light conversion unit converts photons into electric current.

[0189] Light conversion units can be formed by vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. When using vacuum deposition or spin coating to form light conversion units, the deposition and coating conditions can be similar to those used to form HILs (see below). However, the deposition and coating conditions can vary depending on the specific implementation method used.

[0190] According to one embodiment, the organic photodetector of the organic electronic device further includes an electron blocking layer.

[0191] According to one embodiment, the organic photodetector of the organic electronic device further includes a hole extraction layer, wherein the hole extraction layer includes a metal complex of formula (I), wherein the metal complex of formula (I) may be the same as or different from the metal complex of formula (I) in the common semiconductor layer; wherein the hole extraction layer is arranged adjacent to or in direct contact with the light conversion unit, preferably in direct contact with the light conversion unit.

[0192] According to one embodiment, when a reverse bias of -3V ± 0.05V is applied, the organic photodetector has -1×10 -4 Dark current density below mA / cm.

[0193] The dark current density of an organic photodetector can be measured under dark conditions by applying a voltage of -3V ± 0.05V.

[0194] The dark current density of the organic photodetector can be measured under dark conditions by applying a voltage of -3V ± 0.05V, wherein the positive electrode of the current-voltage measuring device is connected to the anode layer of the organic photodetector, and the negative electrode of the current-voltage measuring device is connected to the cathode layer of the organic photodetector.

[0195] Before measuring the current, a voltage may be applied for a period of at least one second.

[0196] By selecting the shortest measurement time for the current, the influence of current fluctuations in the external power grid on the measured value can be eliminated.

[0197] "Dark current density" is the current density measured when the organic photodetector is not exposed to light.

[0198] The measured organic photodetector can have a diameter of 0.01 mm. 2 -30 mm 2 The area size is preferably 2.0 mm. 2 Up to 10.0 mm 2 The area size is preferably 4.0 mm. 2 Up to 7.0 mm 2 The preferred area size is 6.0 mm. 2 Up to 7.0mm 2 Area dimensions.

[0199] The area size of an organic photodetector is determined by the overlapping area of ​​its anode layer, cathode layer, and the layer between the anode and cathode layers.

[0200] Within the overlapping region, the anode layer, cathode layer, and the layers between the anode and cathode layers are stacked on top of each other. The anode layer region can be defined by openings in the pixel-defining layer, such as... Figure 21 As shown in / 22.

[0201] To measure dark current density, an organic photodetector can be encapsulated. The encapsulation of the organic photodetector can be a thin-film encapsulation or a cap, wherein the cap provides a cavity containing getter material. Specifically, the cap is a glass cap.

[0202] Voltage application and current measurement can be performed using the Keithley SM2635B.

[0203] When using the Keithley SM2635B, a voltage can be applied for a period of at least one second before measuring the current with the shortest current measurement time, where the shortest current measurement time is selected to eliminate the influence of current fluctuations in the external power grid on the measured value.

[0204] When using the Keithley SM2635B, the minimum current measurement time is at least 5 NPLC (power line cycles).

[0205] According to one embodiment, the organic photodetector further includes a hole transport layer, and the organic photodetector further includes an electron blocking layer.

[0206] According to one embodiment, the organic photodetector also includes an electron blocking layer.

[0207] According to one embodiment, the organic photodetector further includes an electron blocking layer, wherein the electron blocking layer contains an electron blocking compound.

[0208] The electron-blocking compound in the electron-blocking layer can be selected from N,N-bis([1,1'-biphenyl]-4-yl)-7,7-dimethyl-7H-fluorenzo[4,3-b]benzofuran-10-amine ([1616706-52-5]), N,N-bis([1,1'-biphenyl]-4-yl)-4'-(9H-carbazole-9-yl)-[1,1'-biphenyl]-4-amine ([1069137-74-1]), N,N-bis([1,1'-biphenyl]-4-yl)-9-phenyl-9H-carbazole-2-amine ([1259388-72-1]), N 1 -([1,1'-biphenyl]-4-yl)-N 3 -(dibenzo[b,d]thiophen-2-yl)-N 1 N 3 -Diphenyl-5-(9-phenyl-9H-carbazol-2-yl)phenyl-1,3-diamine ([1869085-48-2]), N 1 -([1,1'-biphenyl]-4-yl)-N 3 N 3 -diphenyl-N 1 -(8-(9-phenyl-9H-carbazole-2-yl)dibenzo[b,d]thiophene-2-yl)phenyl-1,3-diamine ([2055861-88-4]), N 7 -(dibenzo[b,d]thiophen-3-yl)-N 2 N 2 N 7-Triphenyldibenzo[b,d]thiophene-2,7-diamine ([2033134-06-2]), 7-(4-(dibenzo[b,d]thiophene-3-yl(phenyl)amino)phenyl)-N,N-diphenyldibenzo[b,d]thiophene-2-amine ([2641671-54-5]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine ([2226747-62-0]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine ([2226747-62-0]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine) [1,1'-biphenyl]-2-yl)-N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9'-spirodi[fluoren]-4-amine ([1450933-44-4]) or N-([1,1'-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine ([1792219-00-1]), 2',7'-di-tert-butyl-N,N-bis(9,9-dimethyl-9H-fluoren-2-yl)-9,9'-spirodi[fluoren]-4-amine ([ 2379778- 94-4 ]); Preferred options include N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine ([2226747-62-0]), and N-([1,1'-biphenyl]-2-yl)-N-(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirodi[fluorene]-4-amine ([145093)). 3-44-4]) or N-([1,1'-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluorene-4-yl)phenyl)-9,9-dimethyl-9H-fluorene-2-amine ([1792219-00-1]), 2',7'-di-tert-butyl-N,N-bis(9,9-dimethyl-9H-fluorene-2-yl)-9,9'-spirodi[fluorene]-4-amine ([ 2379778-94-4 ]).

[0209] According to one embodiment, the organic photodetector further includes an electron transport region disposed between the light conversion unit and the cathode layer. Specifically, the electron transport region includes a layer selected from a hole blocking layer, an electron transport layer, and an electron injection layer.

[0210] According to one embodiment, the organic photodetector further includes a hole blocking layer, an electron transport layer, and an electron injection layer; or a hole injection layer, a hole transport layer, an electron blocking layer, an electron transport layer, and / or an electron injection layer.

[0211] According to one embodiment, the organic photodetector further includes a hole blocking layer, an electron transport layer, and / or an electron injection layer; preferably, it includes an electron transport layer and an electron injection layer; more preferably, it includes an electron transport layer and an electron injection layer, wherein the organic semiconductor layer is a hole blocking layer.

[0212] According to one embodiment, the organic photodetector further includes an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0213] Semiconductor layer of light conversion unit

[0214] According to one embodiment of the present invention, the light conversion unit includes a semiconductor layer of a metal complex of formula (I).

[0215] According to one embodiment of the present invention, the optical conversion unit includes a semiconductor layer comprising a metal complex of formula (I), wherein the metal complex of formula (I) is the same as the metal complex of the aforementioned common semiconductor layer.

[0216] According to one embodiment of the present invention, the light conversion unit comprises a hole extraction layer containing a metal complex of formula (I).

[0217] According to one embodiment of the present invention, the optical conversion unit includes a hole extraction layer containing a metal complex of formula (I), wherein the metal complex of formula (I) is the same as the metal complex of the aforementioned common semiconductor layer.

[0218] Organic semiconductor layers and / or hole extraction layers can be formed on the anode or cathode layer by vacuum deposition, spin coating, printing, casting, slot die coating, Langmuir-Blodgett (LB) deposition, etc. When forming organic semiconductor layers using vacuum deposition, the deposition conditions can vary depending on one or more compounds used to form the layer and the desired structure and thermal properties of the layer. Generally, however, vacuum deposition conditions can include deposition temperatures from 100°C to 350°C, and 10... -8 Up to 10 -3 The pressure was 1 Torr (1 Torr equals 133.322 Pa) and the deposition rate was 0.1 nm / s to 10 nm / s.

[0219] When forming an organic semiconductor layer using spin coating or printing, the coating conditions can vary depending on one or more compounds used to form the layer and the desired structure and thermal properties of the organic semiconductor layer. For example, 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, heat treatment removes the solvent.

[0220] The thickness of the organic semiconductor layer can be in the range of about 1 nm to about 20 nm, for example, in the range of about 2 nm to about 15 nm, or in the range of about 2 nm to about 12 nm.

[0221] According to one embodiment of the present invention, the organic semiconductor layer may comprise: - 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 ≤ 15 wt% of the metal complex of formula (I), and - At least about ≥ 70 wt% to about ≤ 99.5 wt%, preferably about ≥ 80 wt% to about ≤ 99.5 wt%, more preferably about ≥ 85 wt% to about ≤ 99 wt% of an electron donor compound; preferably, the weight % of the metal complex of formula (I) is less than the weight % of the electron donor compound; wherein the weight % of the components is based on the total weight of the organic semiconductor layers.

[0222] According to one embodiment of the present invention, the organic semiconductor layer may comprise: - 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 ≤ 15 wt% of the metal complex of formula (I), and - At least about ≥ 70 wt% to about ≤ 99.5 wt%, preferably about ≥ 80 wt% to about ≤ 99.5 wt%, more preferably about ≥ 85 wt% to about ≤ 99 wt% of an electron blocking compound; preferably, the weight % of the metal complex of formula (I) is less than the weight % of the electron blocking compound; wherein the weight % of the components is based on the total weight of the organic semiconductor layer.

[0223] According to one embodiment of the present invention, the organic semiconductor layer and / or the metal complex of formula (I) are non-luminescent.

[0224] In the context of this specification, the terms "substantially non-luminescent" or "non-luminescent" mean that the contribution of a compound or layer to the visible emission spectrum of a device is less than 10%, preferably less than 5%, relative to the visible emission spectrum. The visible emission spectrum is an emission spectrum with wavelengths of about ≥ 380 nm to about ≤ 780 nm.

[0225] According to one embodiment, the semiconductor layer is a hole extraction layer. The term "hole extraction layer" specifically refers to a layer that facilitates the extraction of holes from the light conversion unit.

[0226] In other words, the hole extraction layer refers to the layer that promotes the entry of electrons into the light conversion unit and simultaneously forms a positive charge in the hole extraction layer.

[0227] According to one embodiment of the present invention, the organic semiconductor layer is in direct contact with the light conversion unit.

[0228] According to one embodiment of the present invention, the organic semiconductor layer is an intermediate layer and is in direct contact with the light conversion unit.

[0229] According to one embodiment of the present invention, the organic semiconductor layer is a hole extraction layer and is in direct contact with the light conversion unit.

[0230] According to one embodiment of the present invention, the organic semiconductor layer is an intermediate layer and comprises a metal complex of formula (I).

[0231] According to one embodiment of the present invention, the organic semiconductor layer is a hole extraction layer and comprises a metal complex of formula (I).

[0232] According to one embodiment of the present invention, the organic semiconductor layer is an intermediate layer in direct contact with the light conversion unit and comprises a metal complex of formula (I).

[0233] According to one embodiment of the present invention, the organic semiconductor layer is a hole extraction layer in direct contact with the light conversion unit and comprises a metal complex of formula (I).

[0234] Electron donor compounds

[0235] According to one embodiment, the electron donor compound absorbs light in the range of ≥ 380 nm to ≤ 2.5 µm, preferably in the range of ≥ 490 µm to ≤ 2.5 µm.

[0236] According to one embodiment, the electron donor compound has a band gap Egap of ≥ 0.4 eV to ≤ 3.3 eV, preferably ≥ 0.4 eV to ≤ 2.8 eV, between its HOMO and LUMO levels, wherein the band gap, HOMO level, and LUMO level are calculated using the packages ORCA V5.0.3 (Max Planck Institute für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculation is performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0237] According to one embodiment, the electron donor compound absorbs light in the wavelength range of ≥ 380 nm to ≤ 2.5 µm, preferably in the wavelength range of ≥ 490 µm to ≤ 2.5 µm.

[0238] According to one embodiment, the electron donor compound has a band gap E of ≥0.4 eV to ≤3.3 eV, preferably ≥0.4 eV to ≤2.8 eV, between its LUMO and HOMO levels. gap The band gap, HOMO level, and LUMO level were calculated using the packages ORCA V5.0.3 (Max Planck Institute for Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), which involved applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0239] According to one embodiment, the electron donor compound has a LUMO energy level in the range of ≥ -4.0 eV to ≤ -1.0 eV, preferably in the range of ≥ -4.0 eV to ≤ -2.0 eV, and more preferably in the range of ≥ -4.0 eV to ≤ -2.5 eV, wherein the LUMO energy level is calculated using the packages ORCA V5.0.3 (Max Planck Institute für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculation is performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0240] According to one embodiment, the electron donor compound comprises phthalocyanine compounds, perylene compounds, squaric acid cyanide dye compounds, subphthalocyanine (SubPc), zinc phthalocyanine (ZnPc), xylylaminothiophene-benzothiadiazole-dicyanoethylene (DTDCTB), lead phthalocyanine (PbPc), 5,10,15,20-tetraphenylbisbenzo[5,6]indeno[1,2,3-cd: 1',2',3'-lm]perylene (DBP), copper phthalocyanine (CuPc), tin phthalocyanine (SnPc), quinacridone, and quinacridone derivatives.

[0241] electron acceptor compounds

[0242] According to one implementation, electronic receptor The compound possesses LUMO energy levels in the range of ≥ -4.5 eV to ≤ -2.5 eV, preferably in the range of ≥ -4.5 eV to ≤ -3.0 eV, wherein the LUMO energy levels are calculated using the packages ORCAV5.0.3 (Max Planck Institute für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculations are performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0243] According to one embodiment, the electron acceptor compound has a LUMO energy level in the range of ≥ -4.5 eV to ≤ -2.5 eV, preferably in the range of ≥ -4.5 eV to ≤ -3.0 eV, wherein the LUMO energy level is calculated using the packages ORCAV5.0.3 (Max Planck Institute for Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculation is performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0244] According to one embodiment, the electron acceptor compound has a band gap Egap between its LUMO and HOMO levels in the range of ≥0.01 eV to ≤5.0 eV, preferably in the range of ≥0.4 eV to ≤3.3 eV, and more preferably in the range of ≥0.4 eV to ≤2.8 eV. The band gap, HOMO level, and LUMO level are calculated using the packages ORCA V5.0.3 (Max Planck Institute for Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculation is performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0245] According to one embodiment, the electron acceptor compound comprises fullerene-C 70 [115383-22-7], Fullerene-C 60 [99685-96-8], [6,6]-phenyl-C 71 methyl butyrate (abbreviation: PC) 71 BM), [6,6]-phenyl-C 61 methyl butyrate (abbreviation: PC) 61 BM) and 1',1'',4',4''-tetrahydro-bis[1,4]methylenenaphthalo[1,2:2',3',56,60:2'',3''][5,6]fullerene-C 60 (Abbreviation: ICBA), fullerene derivatives, perylene tetracarboxylic acid diimide (PTCDI) derivatives, perylene tetracarboxylic acid dianhydride (PTCDA) derivatives, etc.

[0246] Electron donor compounds and electron acceptor compounds

[0247] According to one embodiment, the electron donor compound has a LUMO energy level, and the electron acceptor compound has a LUMO energy level LUMO (electron acceptor compound), wherein the LUMO energy level of the electron donor compound is greater than the LUMO energy level of the electron acceptor compound, wherein the LUMO energy level is calculated using the packages ORCA V5.0.3 (Max Planck Institute für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), wherein the calculation is performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0248] According to one implementation, electronic donor The compounds possess LUMO energy levels, and the electron acceptor compound possesses an LUMO energy level LUMO (electron acceptor compound), wherein the LUMO energy level of the electron acceptor compound is further away from the vacuum energy level than the LUMO energy level of the electron donor compound. The LUMO energy levels are calculated using the packages ORCA V5.0.3 (Max Planck Institute for Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany), where calculations are performed by applying hybrid functionals B3LYP and 6-31G in the gas phase. The basis set determines the optimal geometry of the molecular structure and the HOMO and LUMO energy levels.

[0249] Other layers

[0250] According to the present invention, in addition to the layers already mentioned above, organic electronic devices may also include other layers. It should be noted that, depending on the actual implementation, layers may exist in more than one or even all of the sub-devices of the organic electronic device, particularly in both organic photodetectors and organic light-emitting devices. Exemplary embodiments of each layer are described below: base The substrate can be any substrate commonly used in the manufacture of electronic devices such as organic light-emitting diodes (OLEDs). 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 a transparent or opaque material, such as a glass substrate, a plastic substrate, a metal substrate, or a silicon substrate.

[0251] Anode layer

[0252] The anode layer, also known as the anode electrode, is formed by deposition or sputtering of the material used to form the anode layer. The material used to form the anode layer can be a high work function material to facilitate hole injection. The anode layer can be a transparent or reflective electrode. Transparent conductive oxides such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), aluminum zinc oxide (AlZO), and zinc oxide (ZnO) can be used to form the anode layer. The anode layer can also be formed using metals, typically silver (Ag), gold (Au), or metal alloys.

[0253] An anode layer may contain two or more anode sublayers.

[0254] According to one embodiment, the anode layer includes 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.

[0255] According to one embodiment, the anode layer may include a first anode sublayer and a second anode sublayer, wherein the first anode sublayer contains or is composed of Ag or Au, and the second anode sublayer contains or is composed of a transparent conductive oxide.

[0256] 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.

[0257] According to one embodiment, the anode layer may include a first anode sublayer, a second anode sublayer, and optionally a third anode sublayer. The first anode sublayer comprises or is composed of Ag or Au, the second anode sublayer comprises or is composed of a transparent conductive oxide, and the third anode sublayer comprises or is composed of a transparent conductive oxide. Preferably, the first anode sublayer may comprise or is composed of Ag, the second anode sublayer may comprise or is composed of ITO or IZO, and the third anode sublayer may comprise or is composed of ITO or IZO.

[0258] Preferably, the first anode sublayer may contain or be composed of Ag, the second anode sublayer may contain or be composed of ITO, and the third anode sublayer may contain or be composed of ITO.

[0259] Preferably, the transparent conductive oxides in the second and third anode sublayers can be the same.

[0260] According to one embodiment, the anode layer may include a first anode sublayer, a second anode sublayer, and a third anode sublayer. The first anode sublayer contains Ag or Au with a thickness of 100 nm to 150 nm. The second anode sublayer contains or is composed of a transparent conductive oxide with a thickness of 3 nm to 20 nm. The third anode sublayer contains or is composed of a transparent conductive oxide with a thickness of 3 nm to 20 nm.

[0261] It should be understood that the third anode layer is not part of the substrate.

[0262] Hole injection layer

[0263] As described above, according to one embodiment, the common semiconductor layer may be a hole injection layer.

[0264] Hole-injected layers (HILs) can be formed on the anode electrode via vacuum deposition, spin coating, printing, casting, slot die coating, and Langmuir-Blodgett (LB) deposition. When using vacuum deposition to form HILs, the deposition conditions can vary depending on the compound used to form the HIL and the desired structure and thermal properties of the HIL. Generally, however, vacuum deposition conditions can include deposition temperatures ranging from 100°C to 500°C, and 10... -8 Up to 10 -3 The pressure was 1 Torr (1 Torr equals 133.322 Pa) and the deposition rate was 0.1 nm / s to 10 nm / s.

[0265] When spin coating or printing is used to form HILs, the coating conditions can vary depending on the compound used to form the HIL and the desired structure and thermal properties of the HIL. For example, 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, heat treatment removes the solvent.

[0266] HILs can be formed from any compound commonly used to form HILs. In particular, when the common semiconductor layer is not a hole injection layer, examples of compounds that can be used to form HILs include phthalocyanine compounds such as copper phthalocyanine (CuPc), 4,4',4"-(3-methylphenylphenylamino)triphenylamine (m-MTDATA), TDATA, 2T-NATA, polyaniline / dodecylbenzenesulfonic acid (Pani / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (Pani / CSA), and polyaniline / poly(4-styrenesulfonate) (PANI / PSS).

[0267] HILs may contain or be composed of p-type dopants, and the p-type dopants may be selected from, but are not limited to, tetrafluorotetracyanoquinone dimethyl ether (F4TCNQ), 2,2'-(perfluoronaphthalene-2,6-diethylenedipropylene nitrile) or 2,2',2''-(cyclopropane-1,2,3-triethylenedipropylene)tris(2-(p-cyanotetrafluorophenyl)acetonitrile). HILs may be selected from hole-transporting matrix compounds doped with p-type dopants. Typical examples of known doped hole transport materials are: copper phthalocyanine (CuPc) with a HOMO level of approximately -5.2 eV; tetrafluorotetracyanoquinone dimethane (F4TCNQ) doped with a LUMO level of approximately -5.2 eV; zinc phthalocyanine (ZnPc) doped with F4TCNQ (HOMO = -5.2 eV); α-NPD (N,N'-bis(naphthyl-1-yl)-N,N'-bis(phenyl)-benzidine) doped with F4TCNQ; and α-NPD doped with 2,2'-(perfluoronaphthyl-2,6-diethylenediamine)dimalonitrile. The concentration of the p-type dopant can be selected from 1 wt% to 20 wt%, more preferably from 3 wt% to 10 wt%.

[0268] The thickness of the HIL can range from about 1 nm to about 100 nm, for example, from about 1 nm to about 25 nm. When the thickness of the HIL is within this range, the HIL can have excellent hole injection characteristics without substantially impairing the driving voltage.

[0269] Hole transport layer

[0270] As described above, according to one embodiment, the common semiconductor layer may be a hole transport layer.

[0271] Hole transport layers (HTLs) can be formed on hollow ink layers (HILs) via vacuum deposition, spin coating, slot die coating, printing, casting, and Langmuir-Blodgett (LB) deposition. When forming HTLs via vacuum deposition or spin coating, the deposition and coating conditions can be similar to those for HTL formation. However, the conditions for vacuum or solution deposition can vary depending on the compound used to form the HTL.

[0272] In cases where the common semiconductor layer is not a hole transport layer and / or other hole transport layers are present, the HTL can be formed from any compound commonly used to form the HTL. For example, applicable compounds are disclosed in Yasuhiko Shirota and Hiroshi Kageyama, Chem. Rev. 2007, 107, 953-1010, which are incorporated herein by reference. Examples of compounds that can be used to form the HTL include: carbazole derivatives, such as N-phenylcarbazole or polyvinylcarbazole; benzidine derivatives, such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine (TPD) or N,N'-di(naphthyl-1-yl)-N,N'-diphenylbenzidine (α-NPD); and triphenylamine compounds, such as 4,4',4''-tris(N-carbazolyl)triphenylamine (TCTA). In these compounds, TCTA can transport holes and inhibit exciton diffusion into the EML.

[0273] According to a preferred embodiment of the invention, the hole transport layer may comprise a substantially covalent matrix compound.

[0274] The thickness of the HTL can be in the range of about 5 nm to about 250 nm, preferably in the range of about 10 nm to about 200 nm, further in the range of about 20 nm to about 190 nm, further in the range of about 40 nm to about 180 nm, further in the range of about 60 nm to about 170 nm, further in the range of about 80 nm to about 160 nm, further in the range of about 100 nm to about 160 nm, and further in the range of about 120 nm to about 140 nm. A preferred thickness of the HTL can be from 170 nm to 200 nm.

[0275] When the thickness of the HTL is within this range, the HTL can have excellent hole transport characteristics without substantially damaging the driving voltage.

[0276] Electron blocking layer

[0277] The function of the electron blocking layer (EBL) is to prevent electrons from transferring from the light-emitting layer to the hole transport layer, thereby confining electrons within the light-emitting layer. This can improve efficiency, operating voltage, and / or lifetime.

[0278] The electron blocking layer contains electron blocking compounds.

[0279] Typically, the electron-blocking layer comprises triarylamine compounds, such as N,N-di([1,1'-biphenyl]-4-yl)-7,7-dimethyl-7H-fluorenzo[4,3-b]benzofuran-10-amine ([1616706-52-5]), N,N-di([1,1'-biphenyl]-4-yl)-4'-(9H-carbazole-9-yl)-[1,1'-biphenyl]-4-amine ([1069137-74-1]), and N,N-di([1,1'-biphenyl]-4-yl)-9-phenyl-9H-carbazole-2-amine ([1259388-72-1]). N1-([1,1'-biphenyl]-4-yl)-N3-(dibenzo[b,d]thiophen-2-yl)-N1,N3-diphenyl-5-(9-phenyl-9H-carbazole-2-yl)phenyl-1,3-diamine ([1869085-48-2]), N1-([1,1'-biphenyl]-4-yl)-N3,N3-diphenyl-N1-(8-(9-phenyl-9H-carbazole-2-yl)dibenzo[b,d]thiophen-2-yl)phenyl-1,3-diamine ([2055861-88-4]), N7-(dibenzo[b,d]thiophen-3-yl) )-N2,N2,N7-Triphenyldibenzo[b,d]thiophene-2,7-diamine ([2033134-06-2]), 7-(4-(dibenzo[b,d]thiophene-3-yl(phenyl)amino)phenyl)-N,N-diphenyldibenzo[b,d]thiophene-2-amine ([2641671-54-5]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine ([2226747-62-0]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine ([2226747-62-0]), N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-N-(3-(9-phenyl-9H-fluorene-9-yl)phenyl)-9H-fluorene-2-amine) ]-2-yl)-N-(9,9-dimethyl-9H-fluoren-2-yl)-9,9'-spirodi[fluoren]-4-amine ([1450933-44-4]), N-([1,1'-biphenyl]-4-yl)-N-(2-(9,9-diphenyl-9H-fluoren-4-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine ([1792219-00-1]), 2',7'-di-tert-butyl-N,N-bis(9,9-dimethyl-9H-fluoren-2-yl)-9,9'-spirodi[fluoren]-4-amine ([2379778-94-4]), N,N-Di([1,1'-biphenyl]-4-yl)-3'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-amine([1464822-27-2]), N,N-bis(4-(dibenzo[b,d]furan-4-yl)phenyl)-[1,1':4',1''-terphenyl]-4-amine ([N,N-bis(4-(dibenzo[b,d]furan-4-yl)phenyl)-[1,1':4',1''-terphenyl]-4-amine]) ([1198399-61-9]), N-(4-(naphthyl-1-yl)phenyl)-N-(3-(6-phenyldibenzo[b,d]furan-4-yl)phenyl)naphthyl-1-amine ([1868149-26-1]), N,9,9-Triphenyl-N-(4'-(triphenylsilyl)-[1,1'-biphenyl]-4-yl)-9H-fluorene-2-amine ([2209040-18-4]), N-([1,1'-biphenyl]-4-yl)-N-(4-(4-(phenanthrene-9-yl)phenyl)-[1,1':4',1''-terphenyl]-4-amine ([2233544-05-1]), N-([1,1'-biphenyl]-4-yl)-9,9-diphenyl-N-(4-(triphenylsilyl)phenyl)-9H-fluorene-2-amine ([1613079-70-1]), N-([1,1'-biphenyl]-4-yl)-3'-(9H-carbazole-9-yl)-N-(4-(dibenzo[b,d]furan-4-yl)phenyl)-[1,1'-biphenyl]-4-amine ([2245098-00-2]), N,N-Di([1,1'-biphenyl]-4-yl)-9,9'-spirobis[fluorene]-2-amine ([1364602-86-7]), N,N-Di([1,1'-biphenyl]-4-yl)-3'-(dibenzo[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine ([N,N-Di([1,1'-biphenyl]-4-yl)-3'-(dibenzo[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine]), N-([1,1'-biphenyl]-4-yl)-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-[1,1':4',1''-terphenyl]-4-amine ([1569603-30-0]), N-(3'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-yl)-N-([1,1'-biphenyl]-4-yl)-[1,1':4',1''-terphenyl]-4-amine ([1887177-93-6]), N3,N3'-bis([1,1'-biphenyl]-4-yl)-N3,N3'-ditrimethyl-[1,1'-biphenyl]-3,3'-diamine([1887177-93-6]).

[0280] The LUMO level of electron-blocking compounds, especially triarylamine compounds, can be closer to the vacuum level than the LUMO level of the hole transport layer. Conversely, the HOMO level of electron-blocking compounds can be further away from the vacuum level compared to the HOMO level of the hole transport layer.

[0281] The LUMO level of electron-blocking compounds, especially triarylamine compounds, can be closer to the vacuum level than the LUMO level of electron-donating compounds in the luminescent layer.

[0282] The thickness of the electron blocking layer can be selected between 2 nm and 20 nm.

[0283] If the electron blocking layer has a high triplet energy level, it can also be described as a triplet control layer.

[0284] If a phosphorescent green or blue emitting layer is used, the function of the triplet control layer is to reduce triplet quenching. This allows for higher luminous efficiency in the phosphorescent emitting layer. The triplet control layer is selected from triarylamine compounds whose triplet energy level is higher than that of the phosphorescent emitter in the adjacent emitting layer. EP 2 722 908 A1 describes compounds suitable for triplet control layers, particularly triarylamine compounds.

[0285] According to one embodiment of the present invention, at least one electron blocking layer is shared by at least one organic photodetector and at least one organic light-emitting diode.

[0286] Emissive Layer (EML)

[0287] The light-emitting layer (EML) converts electric current into photons.

[0288] According to one embodiment, the light-emitting layer is disposed between the anode layer and the cathode layer, preferably, the light-emitting layer is disposed between the organic semiconductor layer and the cathode layer.

[0289] EMLs can be formed through vacuum deposition, spin coating, slot die coating, printing, casting, LB deposition, etc. When using vacuum deposition or spin coating to form EMLs, the deposition and coating conditions can be similar to those for forming HILs. However, the deposition and coating conditions can vary depending on the compound used to form the EML.

[0290] The emissive layer (EML) may comprise an organic light-emitting body and a light-emitting compound dopant. Examples of organic light-emitting bodies are Alq3, 4,4'-N,N'-dicarbazole-biphenyl (CBP), poly(n-vinylcarbazole) (PVK), 9,10-bis(naphthyl-2-yl)anthracene (ADN), 4,4',4"-tris(carbazole-9-yl)triphenylamine (TCTA), 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBI), 3-tert-butyl-9,10-bis-2-naphthylanthracene (TBADN), stilbene arylene (DSA), and bis(2-(2-hydroxyphenyl)benzothiazole)zinc (Zn(BTZ)2).

[0291] The luminescent dopant can be a phosphorescent or fluorescent luminescent material. Phosphorescent luminescent materials and those emitting light via thermally activated delayed fluorescence (TADF) are preferred due to their higher efficiency. The luminescent material can be a small molecule or a polymer.

[0292] Examples of red-emitting dopants include PtOEP, Ir(piq)3, and Btp2lr(acac), but are not limited to these. These compounds are phosphorescent; however, fluorescent red-emitting dopants can also be used.

[0293] Examples of phosphorescent green luminescent dopants are Ir(ppy)3 (ppy = phenylpyridine), Ir(ppy)2(acac), and Ir(mpyp)3.

[0294] Examples of phosphorescent blue emitting electron dopants are F₂Irpic, (F₂ppy)₂Ir(tmd), and Ir(dfppz)₃, as well as terfluorene. Examples of fluorescent blue emitting electron dopants are 4,4'-bis(4-diphenylaminostyryl)biphenyl (DPAVBi) and 2,5,8,11-tetratert-butylperylene (TBPe).

[0295] The luminescent layer may not contain the metal complex of formula (I).

[0296] Based on 100 parts by weight of the host, the amount of luminescent dopant can range from about 0.01 parts by weight to about 50 parts by weight. Alternatively, the luminescent layer can be composed of a luminescent polymer. The EML can have a thickness of about 10 nm to about 100 nm, for example, from about 20 nm to about 60 nm. When the thickness of the EML is within this range, the EML can exhibit excellent luminescence without substantially impairing the driving voltage.

[0297] According to a preferred embodiment of the present invention, the light-emitting layer comprises a light-emitting compound of formula (IV): (IV), in Z1 Z 2 and Z 3 They may be the same as or different from each other, and each is independently selected from monocyclic to polycyclic aromatic hydrocarbon rings or monocyclic to polycyclic aromatic heterocycles; Ar 31 and Ar 32 They may be identical or different from each other, and each is independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, or bonded to 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 They may be the same as or different from each other, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted alkyl groups, substituted or unsubstituted silyl groups, substituted or unsubstituted amine groups, substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups, or adjacent substituents are bonded to each other to form substituted or unsubstituted aromatic rings or substituted or unsubstituted aliphatic rings. One or more of the substituents are selected from deuterium, alkyl groups having 1 to 6 carbon atoms, alkylsilyl groups having 1 to 30 carbon atoms, arylsilyl groups having 6 to 50 carbon atoms, alkylamine groups having 1 to 30 carbon atoms, alkylarylamine groups having 1 to 50 carbon atoms, arylamine groups having 6 to 50 carbon atoms, aryl groups having 6 to 30 carbon atoms, and heteroaryl groups having 2 to 30 carbon atoms, or substituents connected to two or more substituents selected from the above substituents, or adjacent substituents bonded to each other to form an unsubstituted or substituted aliphatic hydrocarbon ring having 3 to 60 carbon atoms; r 31 r 32 and r 33 Each is an integer of 0, 1, 2, 3, or 4, and when r 31 to r 33 When the number is 2 or greater, the substituents within the parentheses may be the same or different from each other.

[0298] According to one implementation, for equation (III): Z 1 Z 2 and Z 3 They may be the same as each other or chosen to be different, and each is independently selected from monocyclic to bicyclic aromatic hydrocarbon rings or monocyclic to bicyclic aromatic heterocycles containing O, N or S; Ar 31 and Ar 32The same or different, and each independently selected from unsubstituted or aryl-substituted alkyl groups having 1 to 10 carbon atoms, unsubstituted or aryl-substituted aryl groups having 6 to 30 carbon atoms, or heteroaryl groups having 2 to 30 carbon atoms. R 31 R 32 and R 33 They may be the same as or different from each other, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted alkyl groups, substituted or unsubstituted cycloalkyl groups, substituted or unsubstituted silyl groups, substituted or unsubstituted aryl groups, or substituted or unsubstituted heteroaryl groups.

[0299] According to one implementation, for equation (III): Z 1 Z 2 and Z 3 They may be identical to each other or chosen to be different, and each is independently selected from a benzene ring or a thiophene ring; Ar 31 and Ar 32 They may be the same as or different from each other, and each is independently selected from phenyl groups, biphenyl groups, naphthyl groups, dimethylfluorenyl groups, diphenylfluorenyl groups, dibenzofuran groups, or dibenzothiophene groups; R 31 R 32 and R 33 They may be the same as or different from each other, and each is independently selected from hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl groups having 5 to 30 carbon atoms, substituted or unsubstituted silyl groups having 1 to 10 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 2 to 30 carbon atoms.

[0300] According to a preferred embodiment of the present invention, the light-emitting layer comprises a light-emitting compound of formula (IV), said light-emitting compound being selected from formulas (BD1) to (BD9): (BD1) (BD2) (BD3) (BD4) (BD5) (BD6) (BD7) (BD8) (BD9)

[0301] According to a preferred embodiment of the present invention, the light-emitting layer comprises an organic light-emitting host compound, wherein the organic light-emitting host compound comprises

[0302] - At least one fused aromatic ring system consisting of 3 to 5 rings, and

[0303] - 3 to 7 aromatic or heteroaromatic rings, wherein one or more daughter groups of the aromatic and / or heteroaromatic rings may be fused to form a fused aromatic or heteroaromatic ring system; The molecular weight (Mw) of the organic light-emitting host compound is in the range of ≥ 400 g / mol but ≤ 2000 g / mol.

[0304] According to a preferred embodiment of the present invention, the organic light-emitting host compound has the formula (V). (V), where Ar 41 and Ar 42 Independently selected from substituted or unsubstituted C6 to C6. 24 Aryl, substituted or unsubstituted C3 to C 24 Mixed aromatics; L 41 and L 42 Independently selected from direct bonds or substituted or unsubstituted C6 to C1 bonds. 24 Aranediol, substituted or unsubstituted C3 to C4 24 Mixed aromatic subunits; R 41 To R 48 Independently selected from H, D, substituted or unsubstituted C1 to C2 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C3 to C 12 Mixed aromatics; in Ar 41 Ar 42 L 41 L 42 R 41 To R 48 The substituents on the surface are independently selected from D, C6 to C6. 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 or perfluorinated C1 to C 16Alkyl, partially or perfluorinated C1 to C 16 Alkoxy, partially or fully deuterated C1 to C6 alkyl, partially or fully deuterated C1 to C6 alkoxy, halogen, F or CN.

[0305] According to a preferred embodiment of the present invention, the organic light-emitting body and / or the compound of formula (V) are selected from formulas (BH1) to (BH13): (BH1) (BH2) (BH3) (BH4) (BH5) (BH6) (BH7) (BH8) (BH9) (BH10) (BH11) (BH12) (BH13).

[0306] According to a preferred embodiment of the present invention, the light-emitting layer comprises a light-emitting dopant of formula (IV) and an organic light-emitting body of formula (V).

[0307] Hole blocking layer (HBL)

[0308] Hole blocking layers (HBLs) can be formed on EMLs or photoconversion units using methods such as vacuum deposition, spin coating, slot die coating, printing, casting, and LB deposition to prevent holes from diffusing into the ETL. When the EML contains phosphorescent dopants, the HBL can also have triplet exciton blocking functionality.

[0309] HBL can also be called auxiliary ETL or a-ETL.

[0310] When forming HBLs using vacuum deposition or spin coating, the deposition and coating conditions can be similar to those for forming HILs. However, the deposition and coating conditions can vary depending on the compound used to form the HBL. Any compound commonly used to form HBLs can be used. Examples of compounds used to form HBLs include diazole derivatives, triazole derivatives, phenanthroline derivatives, and triazine derivatives.

[0311] HBLs can have a thickness in the range of about 5 nm to about 100 nm, for example, in the range of about 10 nm to about 30 nm. When the thickness of the HBL is within this range, the HBL can have excellent hole blocking characteristics without substantially impairing the driving voltage.

[0312] Electron Transport Layer (ETL)

[0313] The organic electronic device according to the present invention may further include an electron transport layer (ETL), wherein the electron transport layer is disposed between the anode layer and the cathode layer, preferably between the organic semiconductor layer and the cathode layer.

[0314] According to another embodiment of the invention, the electron transport layer may further comprise an azazine compound, preferably a triazine compound.

[0315] In one embodiment, the electron transport layer may further comprise a dopant selected from alkali metal organic complexes, preferably LiQ.

[0316] The thickness of the ETL can range from about 15 nm to about 50 nm, for example, from about 20 nm to about 40 nm. When the thickness of the ETL is within this range, the ETL can have satisfactory electron injection characteristics without substantially impairing the driving voltage.

[0317] According to another embodiment of the present invention, the organic electronic device may further include a hole-blocking layer and an electron transport layer, wherein the hole-blocking layer and the electron transport layer comprise an azazine compound. Preferably, the azazine compound is a triazine compound.

[0318] Electron Injection Layer (EIL)

[0319] On the ETL, preferably directly on the electron transport layer, an optional EIL that facilitates electron injection from the cathode can be formed. Examples of materials used to form the EIL include lithium 8-hydroxyquinoline (LiQ), LiF, NaCl, CsF, Li₂O, BaO, Ca, Ba, Yb, and Mg, which are known in the art. The deposition and coating conditions for forming the EIL are similar to those for forming the HIL, but the deposition and coating conditions may vary depending on the material used to form the EIL.

[0320] The thickness of the EIL can range from about 0.1 nm to about 10 nm, for example, from about 0.5 nm to about 9 nm. When the thickness of the EIL is within this range, the EIL can have satisfactory electron injection characteristics without substantially impairing the driving voltage.

[0321] According to one embodiment, the organic photodetector and / or organic light-emitting device may include an electron transport region.

[0322] According to one embodiment, the electron transport region includes a hole blocking layer, an electron transport layer, and / or an electron injection layer.

[0323] According to one embodiment, the organic photodetector and the organic light-emitting device may include a hole blocking layer, and the electron transport region includes a hole blocking layer, an electron transport layer, and / or an electron injection layer; wherein the hole blocking layer is a common hole blocking layer, which is shared by at least one organic light-emitting device and at least one organic photodetector, preferably shared by both organic light-emitting devices and organic photodetectors; wherein the electron transport layer is a common electron transport layer, which is shared by at least one organic light-emitting device and at least one organic photodetector, preferably shared by both organic light-emitting devices and organic photodetectors.

[0324] According to one embodiment, the organic electronic device further includes a common electron transport region, wherein the common electron transport region is shared by at least one organic light-emitting device and at least one organic photodetector, preferably shared by the organic light-emitting device and the organic photodetector.

[0325] According to one embodiment, the organic electronic device further includes a common hole transport layer, wherein the common hole transport layer is shared by at least one organic light-emitting device and at least one organic photodetector, preferably shared by the organic light-emitting device and the organic photodetector; and wherein the organic electronic device further includes a common electron transport region, wherein the common electron transport region is shared by at least one organic light-emitting device and at least one organic photodetector, preferably shared by the organic light-emitting device and the organic photodetector.

[0326] According to one embodiment, the common electron transport region includes a common hole blocking layer, a common electron transport layer, and / or a common electron injection layer.

[0327] cathode layer

[0328] The cathode layer is formed on an ETL or optionally an EIL. The cathode layer can be formed of a metal, alloy, conductive compound, or a mixture thereof. The cathode layer can have a low work function. For example, the cathode layer can 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 can be formed of a transparent conductive oxide such as ITO or IZO.

[0329] The thickness of the cathode layer can 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 can be transparent or translucent even if it is formed of metal or metal alloy.

[0330] It should be understood that the cathode layer is not part of the electron injection layer or the electron transport layer.

[0331] Pixel delimiting layer

[0332] According to one embodiment of the present invention, an organic electronic device may include a pixel-defining layer that separates organic photodetectors and / or organic light-emitting devices from each other.

[0333] The pixel-defining layer is preferably in direct contact with the substrate.

[0334] According to one embodiment, the pixel defining layer is not positively charged and / or is not an anode or does not contain an anode material. Preferably, the pixel defining layer comprises Si-based compounds, SiN, negatively charged oligomers and / or polymers. Preferred oligomers include polyacrylate resins or polyimide resins. Furthermore, in addition to polymers, the pixel defining layer may also contain inorganic materials and light-absorbing materials, such as black pigments and / or black dyes, such as carbon black.

[0335] According to one embodiment of the present invention, the organic electronic device is a display device.

[0336] The following describes implementation methods in more detail with reference to embodiments. However, the invention is not limited to the following embodiments. Exemplary aspects will now be described in detail. Attached Figure Description

[0337] The aforementioned components in the described embodiments, as well as the claimed components and the components to be used according to the invention, have no particular exceptions in terms of their size, shape, material selection, and technical concept, and therefore selection criteria known in the relevant field can be applied without restriction.

[0338] Further details, features, and advantages of the invention are disclosed in the dependent claims and the following description of the accompanying drawings, which illustrate preferred embodiments of the invention by way of example. However, any embodiment is not necessarily representative of the full scope of the invention, and therefore the scope of the invention is to be interpreted with reference to the claims and this document. It should be understood that the foregoing general description and the following detailed description are merely exemplary and explanatory, and are intended to provide further explanation of the claimed invention.

[0339] Figures 1 to 20

[0340] Figure 1 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 2 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 3 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 4This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 5 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 6 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 7 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 8 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 9 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 10 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 11 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 12 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 13 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 14 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 15 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 16 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 17 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 18 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 19 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 20 This is a schematic diagram of an organic electronic device according to an exemplary embodiment of the present invention; Figure 21 This is a schematic diagram of an organic photodetector device according to an exemplary embodiment of the present invention; and Figure 22This is a schematic top view of an organic photodetector device according to an exemplary embodiment of the present invention.

[0341] The following will provide more detailed examples with reference to embodiments. Figures 1 to 22 However, the present invention is not limited to the following drawings, which are merely illustrative.

[0342] In this document, when a first element is referred to as being formed or disposed "on" or "above" 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 "directly" formed or disposed "on" or "above" a second element, no other elements are disposed between them.

[0343] Reference Figure 1 Organic electronic device 200, particularly a display, includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0344] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0345] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290.

[0346] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300 and the organic light-emitting device 400; preferably, the common semiconductor layer is a common hole injection layer.

[0347] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0348] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0349] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0350] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0351] Figure 2 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0352] Reference Figure 2 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0353] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0354] The organic light-emitting device 400 includes an anode layer 420, a hole transport layer 232, a light-emitting layer 440, and a cathode layer 290.

[0355] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300 and the organic light-emitting device 400; preferably, the common semiconductor layer is a common hole injection layer.

[0356] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0357] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0358] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0359] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0360] Figure 3 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0361] Reference Figure 3 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0362] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; and a light conversion unit 350; and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0363] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290.

[0364] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0365] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0366] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0367] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0368] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0369] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0370] Figure 4 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0371] Reference Figure 4 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0372] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; and a light conversion unit 350; and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0373] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290.

[0374] The organic electronic device 200 has a common semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; and a hole transport layer 231, wherein the common semiconductor layer is the common hole injection layer 230, wherein the common hole injection layer 230 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0375] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0376] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0377] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0378] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0379] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0380] Figure 5 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0381] Reference Figure 5 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0382] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0383] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0384] The organic light-emitting device 500 includes an anode layer 520, a semiconductor layer 230, a light-emitting layer 540, and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0385] The organic light-emitting device 400 includes an anode layer 620, a semiconductor layer 230, a light-emitting layer 640, and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0386] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0387] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0388] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0389] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0390] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0391] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0392] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0393] Figure 6 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0394] Reference Figure 6 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0395] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound.

[0396] Semiconductor layer 230 includes a metal complex of formula (I).

[0397] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0398] The organic light-emitting device 500 includes an anode layer 520, a semiconductor layer 230, a light-emitting layer 540, and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0399] The organic light-emitting device 400 includes an anode layer 620, a semiconductor layer 230, a light-emitting layer 640, and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0400] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0401] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0402] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0403] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0404] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0405] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0406] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0407] Figure 7 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0408] Reference Figure 7 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0409] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; and a light conversion unit 350; and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0410] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0411] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 540; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0412] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 640; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0413] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0414] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0415] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0416] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0417] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0418] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0419] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0420] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0421] Figure 8 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0422] Reference Figure 8 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0423] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light conversion unit 350; and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound.

[0424] Semiconductor layer 230 includes a metal complex of formula (I).

[0425] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0426] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 540; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0427] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 640; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0428] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0429] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0430] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0431] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0432] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0433] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0434] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0435] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0436] Figure 9 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0437] Reference Figure 9 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0438] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230; a light conversion unit 350; an electron transport region 260, which may include an electron transport layer, a hole blocking layer, and / or an electron injection layer; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0439] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230; a light-emitting layer 440; an electron transport region 260, particularly an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290.

[0440] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0441] The organic electronic device 200 has a common electron transport region 260, which may include a common electron transport layer, a common hole blocking layer and / or a common electron injection layer, wherein the common electron transport region 260 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0442] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0443] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0444] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0445] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0446] Figure 10 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0447] Reference Figure 10 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0448] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230; a light conversion unit 350; an electron transport region 260, which may include an electron transport layer, a hole blocking layer, and / or an electron injection layer; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I).

[0449] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230; a light-emitting layer 440; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0450] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230; a light-emitting layer 540; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0451] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230; a light-emitting layer 640; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0452] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0453] The organic electronic device 200 has a common electron transport region 260, which may include a common electron transport layer, a common hole blocking layer and / or a common electron injection layer, wherein the common electron transport region 260 is shared by an organic photodetector, an organic light-emitting device 400, an organic light-emitting device 500 and an organic light-emitting device 600.

[0454] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0455] Figure 11 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0456] Reference Figure 11 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0457] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a hole extraction layer 345, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0458] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290.

[0459] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300 and the organic light-emitting device 400; preferably, the common semiconductor layer is a common hole injection layer.

[0460] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0461] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0462] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0463] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0464] Figure 12 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0465] Reference Figure 12 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0466] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a hole extraction layer 345, a light conversion unit 350, and a cathode layer 290. The light conversion unit 350 may include one or more layers, comprising an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may contain an electron donor compound, and the second layer 352 of the light conversion unit 350 may contain an electron acceptor compound. The semiconductor layer 230 contains a metal complex of formula (I). The hole extraction layer 345 contains a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0467] The organic light-emitting device 400 includes an anode layer 420, a hole transport layer 232, a light-emitting layer 440, and a cathode layer 290.

[0468] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300 and the organic light-emitting device 400; preferably, the common semiconductor layer is a common hole injection layer.

[0469] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0470] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0471] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0472] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0473] Figure 13 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0474] Reference Figure 13 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0475] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a hole extraction layer 345; and a light conversion unit 350; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0476] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290.

[0477] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0478] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0479] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0480] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0481] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0482] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0483] Figure 14 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0484] Reference Figure 14 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0485] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a hole extraction layer 345; and a light conversion unit 350; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0486] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290.

[0487] The organic electronic device 200 has a common semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; and a hole transport layer 231, wherein the common semiconductor layer is the common hole injection layer 230, wherein the common hole injection layer 230 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0488] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0489] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0490] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0491] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0492] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0493] Figure 15 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0494] Reference Figure 15 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0495] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a hole extraction layer 345, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0496] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0497] The organic light-emitting device 500 includes an anode layer 520, a semiconductor layer 230, a light-emitting layer 540, and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0498] The organic light-emitting device 400 includes an anode layer 620, a semiconductor layer 230, a light-emitting layer 640, and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0499] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0500] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0501] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0502] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0503] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0504] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0505] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0506] Figure 16 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0507] Reference Figure 16 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0508] The organic photodetector 300 includes an anode layer 320, a semiconductor layer 230, a hole extraction layer 345, a light conversion unit 350, and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, and the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound.

[0509] Semiconductor layer 230 includes a metal complex of formula (I). Hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in semiconductor layer 230 and hole extraction layer 345 may be the same or different.

[0510] The organic light-emitting device 400 includes an anode layer 420, a semiconductor layer 230, a light-emitting layer 440, and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0511] The organic light-emitting device 500 includes an anode layer 520, a semiconductor layer 230, a light-emitting layer 540, and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0512] The organic light-emitting device 400 includes an anode layer 620, a semiconductor layer 230, a light-emitting layer 640, and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0513] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0514] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0515] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0516] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0517] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0518] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0519] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0520] Figure 17 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0521] Reference Figure 17 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0522] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a hole extraction layer 345; and a light conversion unit 350; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0523] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0524] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 540; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0525] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 640; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0526] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0527] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0528] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0529] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0530] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0531] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0532] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0533] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0534] Figure 18 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0535] Reference Figure 18 The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0536] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a hole extraction layer 345; and a light conversion unit 350; and a cathode layer 290; wherein the light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The first layer 351 of the light conversion unit 350 may include an electron donor compound, and the second layer 352 of the light conversion unit 350 may include an electron acceptor compound.

[0537] Semiconductor layer 230 includes a metal complex of formula (I). Hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in semiconductor layer 230 and hole extraction layer 345 may be the same or different.

[0538] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 440; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0539] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 540; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0540] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230, wherein the semiconductor layer 230 is a hole injection layer; a hole transport layer 231; a light-emitting layer 640; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0541] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0542] The organic electronic device 200 has a common hole transport layer 231, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0543] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0544] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0545] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0546] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0547] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0548] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0549] Figure 19 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0550] Reference Figure 19 The organic electronic device includes a substrate 210, an organic photodetector 300 separated by a pixel defining layer 700, and an organic light-emitting device 400.

[0551] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230; a hole extraction layer 345; a light conversion unit 350; an electron transport region 260, which may include an electron transport layer, a hole blocking layer, and / or an electron injection layer; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0552] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230; a light-emitting layer 440; an electron transport region 260, particularly an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290.

[0553] The organic electronic device 200 has a common semiconductor layer 230, wherein the common semiconductor layer is a common hole injection layer 230, and the common hole injection layer 230 is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0554] The organic electronic device 200 has a common electron transport region 260, which may include a common electron transport layer, a common hole blocking layer and / or a common electron injection layer, wherein the common electron transport region 260 is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0555] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300 and the organic light-emitting device 400.

[0556] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0557] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0558] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by at least one organic photodetector and at least one organic light-emitting diode.

[0559] Figure 20 This is a schematic diagram of an organic electronic device 200, particularly a display, according to an exemplary embodiment of the present invention.

[0560] Reference Figure 20The organic electronic device includes a substrate 210, an organic photodetector 300, an organic light-emitting device 400, an organic light-emitting device 500, and an organic light-emitting device 600 separated by free pixel defining layers 700.

[0561] The organic photodetector 300 includes an anode layer 320; a semiconductor layer 230; a hole extraction layer 345; a light conversion unit 350; an electron transport region 260, which may include an electron transport layer, a hole blocking layer, and / or an electron injection layer; and a cathode layer 290. The light conversion unit 350 may include one or more layers, wherein the light conversion unit includes an electron donor compound and an electron acceptor compound. The light conversion unit 350 may include a first layer 351, wherein the first layer 351 includes an electron donor compound and an electron acceptor compound. The semiconductor layer 230 includes a metal complex of formula (I). The hole extraction layer 345 includes a metal complex of formula (I), wherein the metal complexes in the semiconductor layer 230 and the hole extraction layer 345 may be the same or different.

[0562] The organic light-emitting device 400 includes an anode layer 420; a semiconductor layer 230; a light-emitting layer 440; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 400 emits green light.

[0563] The organic light-emitting device 500 includes an anode layer 520; a semiconductor layer 230; a light-emitting layer 540; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 500 emits blue light.

[0564] The organic light-emitting device 400 includes an anode layer 620; a semiconductor layer 230; a light-emitting layer 640; an electron transport region 260, which may include an electron transport layer, a hole blocking layer and / or an electron injection layer; and a cathode layer 290; wherein the organic light-emitting device 600 emits red light.

[0565] The organic electronic device 200 has a common semiconductor layer 230, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600. Preferably, the common semiconductor layer is a common hole injection layer 230.

[0566] The organic electronic device 200 has a common electron transport region 260, which may include a common electron transport layer, a common hole blocking layer and / or a common electron injection layer, wherein the common electron transport region 260 is shared by an organic photodetector, an organic light-emitting device 400, an organic light-emitting device 500 and an organic light-emitting device 600.

[0567] In addition, the organic electronic device 200 has a common cathode layer 290, which is shared by the organic photodetector 300, the organic light-emitting device 400, the organic light-emitting device 500 and the organic light-emitting device 600.

[0568] The organic photodetector 300 may also include an electron blocking layer (not shown).

[0569] The organic light-emitting device 400 may also include an electron blocking layer (not shown).

[0570] The organic light-emitting device 500 may also include an electron blocking layer (not shown).

[0571] The organic light-emitting device 600 may also include an electron blocking layer (not shown).

[0572] The electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 400 can be shared by the organic photodetector 300 and the organic light-emitting diode 400; or the electron blocking layer (not shown) of the organic photodetector 300 and the electron blocking layer (not shown) of the organic light-emitting device 600 can be shared by the organic photodetector 300 and the organic light-emitting diode 600.

[0573] Figure 21 This is a schematic diagram of an organic photodetector device for measuring dark current and photocurrent according to an exemplary embodiment of the present invention.

[0574] Reference Figure 21 The organic photodetector device includes a substrate 210, an anode layer 320, a pixel defining layer 700 defining the area size of the organic photodetector device, an organic semiconductor stack 800, and a cathode layer.

[0575] Figure 22 This is a schematic top view of an organic photodetector device for measuring dark current and photocurrent according to an exemplary embodiment of the present invention.

[0576] Reference Figure 22 The organic photodetector device includes a substrate 210, an anode layer 320, a pixel defining layer 700 defining an area size 710 of the organic photodetector device, an organic semiconductor stack 800, and a cathode layer.

[0577] One or more exemplary embodiments of the present invention will be described in detail below with reference to the following examples, which in particular illustrate the arrangement of an organic photodetector according to the present invention. However, these embodiments are not intended to limit the purpose and scope of the one or more exemplary embodiments of the present invention. Detailed Implementation

[0578] The present invention is further illustrated by the following embodiments, which are merely exemplary and not restrictive.

[0579] LUMO calculations for compounds of formula (I) and comparative compounds

[0580] The lowest unoccupied molecular orbital (LUMO) energies of compounds and comparative compounds of Equation (I) were calculated using the packages ORCA V5.0.3 (Max Planck Institute für Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany). The LUMO levels of the molecular structures were determined by the optimized geometries obtained through the application of the hybrid functionals B3LYP and Def2-TZVP basis sets and the Stuttgart / Dresden (SDD) effective nuclear potential (ECP) for metals. For materials containing Ce(IV) cations, the LUMO levels of the molecular structure are determined by applying the hybrid functional B3LYP and the SARC-ZORA-TZVP basis set for the metal and the ZORA-Def2-TZVP basis set for all other atoms, and by applying the optimized geometry obtained through the application of the functional BP86 and the SARC-ZORA-TZVP basis set for the metal and the ZORA-Def2-SVP basis set for all other atoms. All calculations are performed in the gas phase. All relativistic calculations are performed by applying the zero-order canonical approximation (ZORA). If more than one conformation is feasible, the conformation with the lowest total energy is selected. Different multiplicity can be applied depending on the metal cation. For the following metal cations, the multiplicity is shown in parentheses: Cu 2+ (doublet state), Cr 3+ (Quadtet), Mn 2+ (sixtet state), Mn 3+ (pentet state), Fe 3+ (six-fold state), Co 3+ (quintet state), Al 3+ (singlet state), In 3+ (singlet state), Ru 3+ (six-fold state), Ce 4+ (Singleton). Unless otherwise noted, the LUMO values ​​in Table 2 are calculated using this method.

[0581] According to one embodiment of the compound of formula (I), the LUMO of the compound of formula (I) is selected in the range of ≤ -2 eV but ≥ -6.5 eV, preferably in the range of ≤ -2.05 eV but ≥ -6 eV, and more preferably in the range of ≤ -2.1 eV but ≥ -5.3 eV; wherein the LUMO is calculated by the method described above.

[0582] Thus, particularly improved performance can be obtained for organic photodetectors containing semiconductor layers of compounds containing formula (I).

[0583] HOMO and LUMO calculations for compounds other than those of formula (I) and their comparative examples

[0584] HOMO and LUMO were calculated using the packages ORCA V5.0.3 (Max Planck Institute for Kohlenforschung, Kaiser Wilhelm Platz 1, 45470, Muelheim / Ruhr, Germany) and WEASEL 1.9.2 (FAccTs GmbH, Rolandstrasse 67, 50677 Köln, Germany). The LUMO levels of the molecular structure were determined by the optimized geometry obtained through the application of the hybrid functionals B3LYP and Def2-TZVP basis sets and the Stuttgart / Dresden (SDD) effective nuclear potential (ECP) for the metal. For materials containing Ce(IV) cations, the LUMO levels of the molecular structure are determined by applying the hybrid functional B3LYP and the SARC-ZORA-TZVP basis set for the metal and the ZORA-Def2-TZVP basis set for all other atoms, and by applying the optimized geometry obtained through the application of the functional BP86 and the SARC-ZORA-TZVP basis set for the metal and the ZORA-Def2-SVP basis set for all other atoms. All calculations are performed in the gas phase. All relativistic calculations are performed by applying the zero-order canonical approximation (ZORA). If more than one conformation is feasible, the conformation with the lowest total energy is selected. Different multiplicity can be applied depending on the metal cation. For the following metal cations, the multiplicity is shown in parentheses: Cu 2+ (doublet state), Cr 3+ (Quadtet), Mn 2+ (sixtet state), Mn 3+ (pentet state), Fe 3+ (six-fold state), Co 3+ (quintet state), Al 3+ (singlet state), In 3+(singlet state), Ru 3+ (six-fold state), Ce 4+ (Singlet state).

[0585] Synthesis Examples

[0586] Compounds of formula (I) having ligands of formula (IIb) in particular can be prepared by known methods or as described below.

[0587] Synthesis of tris((3-methyl-1-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)oxy)iron (5MC7)

[0588] At an ice bath temperature, a solution of 2.56 g (15.8 mmol) FeCl3 in 15 ml of water was added in portions to a mixture of 12.8 g (47.4 mmol) of ligand and 3.98 g (47.4 mmol) of NaHCO3 in 120 ml of methanol. The mixture was stirred overnight, then the suspension was filtered and the product was washed with a small amount of water-methanol. Drying yielded 12.4 g (91%) of the desired product.

[0589] Synthesis of bis((3-methyl-1-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)oxy)copper (5MC6)

[0590] Add 0.92 g (4.63 mmol) of copper(II) acetate to a solution of 2.5 g (9.25 mmol) of the ligand in 50 ml of ethanol and stir the mixture overnight. Filter the resulting green suspension and dry the solid under vacuum to obtain 2.3 g (83%) of pale yellow-green powder.

[0591] Synthesis of tetra((3-methyl-1-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)oxy)cerium (5MC9)

[0592] 3.76 g (13.92 mmol) of the ligand and 1.07 g (13.92 mmol) of ammonium acetate were dissolved in 50 mL of acetic acid. 2.86 g (5.22 mmol) of cerium ammonium nitrate was dissolved in 30 mL of water and added dropwise to the ligand. After 30 minutes, the resulting precipitate was filtered off and dried overnight under vacuum at 100 °C to obtain 2.63 g (62%) of black solid.

[0593] Synthesis of 1-(1-(3,5-bis(trifluoromethyl)phenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)-2,2,2-trifluoroethyl-1-one

[0594] Step 1. 1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-1H-pyrazole-5-ol

[0595] 4.0 g (16.38 mmol) of 3,5-bis(trifluoromethyl)phenylhydrazine was dissolved in 60 mL of ethanol, and a solution of 1.9 g (16.38 mmol) of methyl acetoacetate was added dropwise. The reaction was heated to reflux for 4 hours. After removing the solvent, the residue was distilled in a vacuum via X-ray distillation. The residue was further purified by rapid chromatography using ethyl acetate / hexane and sublimation to obtain 2.33 g (46%) of pale yellow crystalline solid.

[0596] Step 2. 1-(1-(3,5-bis(trifluoromethyl)phenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)-2,2,2-trifluoroethyl-1-one

[0597] Dissolve 1.38 g (14.38 mmol) sodium tert-butyrate and 1.1 g (8.63 mmol) methyl trifluoroacetate in 10 mL of dry diethyl ether and cool in an ice bath. Add dropwise a solution of 2.23 g (7.19 mmol) of 1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-1H-pyrazole-5-ol in 15 mL of diethyl ether. Stir the mixture overnight at room temperature. After drying with magnesium sulfate, remove the solvent and sublimate the crude product to obtain 2.1 g (72%) of a faint red solid.

[0598] Synthesis of bis((1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-5-yl)oxy)copper (5MC56)

[0599] 2.0 g (4.92 mmol) of the ligand was dissolved in 20 ml of ethanol, and 0.49 g (2.46 mmol) of copper(II) acetate was added. The mixture was stirred overnight at room temperature, cooled in an ice bath, and the precipitate was filtered off, washed with ethanol, and dried under vacuum at 70 °C to obtain 1.95 g (91%) of bright green powder.

[0600] Other compounds according to the present invention can be prepared by the methods described above or by methods known in the art.

[0601] Other compounds according to the present invention can be prepared by the methods described above or by methods known in the art.

[0602] Compounds of formula (I) having ligands of formula (IIc) and (IIf) in particular can be prepared by methods known in the art and as described below.

[0603] Compounds of formula (I), where M is Cu, Zn, Cd, Pb and n is 2, can be obtained from Enchev, Venelin et al. J. Mol.Struct. The method described in , 2001, 595(1-3), 67-76 is used to prepare it.

[0604] Compounds of formula (I), where M is Fe and n is 3, can be obtained from Ahmedova, Anife et al. Inorg. Chim . Acta The method described in , 2006, 359(10), 3123-3128 is used to prepare it.

[0605] Compounds of formula (I), where M is Fe and n is 2, can be obtained from Rusanov, Ventzislav, et al. Eur. J. Chem. , 2014, 5 Prepared by the method described in (1), 176-180.

[0606] Compounds of formulas (III), (IV) and (V) can be prepared by methods known in the art.

[0607] The protonated form LH of the ligands of formula (II), particularly formula (IIb), can be prepared by methods known in the art, for example, such as JG Lombardino. J. Org. Chem. As stated in 1968, 33, 10, 3938-3941.

[0608] Compounds of formula (I) having ligands of formula (IId) or (IIg) in particular can be prepared by methods known in the art and as described below.

[0609] Synthesis of bis(1-(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)-2,2,2-trifluoroethoxy)copper (7MC1)

[0610] 2.42 g (10 mmol) of 3-hydroxy-2-(2,2,2-trifluoroacetyl)-1H-inden-1-one and 1 g (5 mmol) of copper acetate monohydrate were added to 50 mL of methanol and stirred vigorously for 3 days. The suspension was filtered and the solid was washed with methanol. After drying under high vacuum at 60 °C, 2.39 g (95%) of the product as a pale green powder was obtained, which was further purified by sublimation under vacuum.

[0611] Tris((2-(3,5-bis(trifluoromethyl)benzoyl)-1,1-dioxobenzo[b]thiophene-3-yl)oxy)iron Synthesis of (7MC40)

[0612] 3 g (7.1 mmol) of (3,5-bis(trifluoromethyl)phenyl)(3-hydroxy-1,1-dioxobenzo[b]thiophene-2-yl) methyl ketone was dissolved in 30 mL of 2-methyltetrahydrofuran, and 0.38 g (7.1 mmol) of sodium methoxide and 0.41 g (2.49 mmol) of ferric chloride were added. The mixture was stirred at room temperature for 2 hours. The precipitate was filtered off and the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane, and the product was precipitated by adding hexane. After filtration, the product was dried under high vacuum to obtain 2.82 g (90%) of deep red solid, which was further purified by sublimation under vacuum.

[0613] bis((2-(3,5-bis(trifluoromethyl)benzoyl)-1,1-dioxobenzo[b]thiophene-3-yl)oxy)manganese Synthesis of (7MC65)

[0614] 4.0 g (9.47 mmol) of (3,5-bis(trifluoromethyl)phenyl)(3-hydroxy-1,1-dioxobenzo[b]thiophene-2-yl) methyl ketone was dissolved in 40 mL of ethanol, and a solution of 1.16 g (4.74 mmol) of manganese acetate tetrahydrate in 35 mL of ethanol was added. The mixture was stirred under reflux for 2 hours. After cooling, the precipitate was filtered off and washed with ethanol, and the solvent was removed under reduced pressure. The residue was dissolved in tetrahydrofuran and precipitated with hexane. The solid was filtered off, washed with hexane, and dried under high vacuum to obtain 2.41 g (57%) of pale orange solid, which was further purified by sublimation under vacuum.

[0615] The protonated form of the ligand LH according to formula (II) can be obtained by methods known in the art, such as M. Kolb, J. Barth, B. Neises, Tetrahedron Lett. , 1986, 27(14), 1579-82 and R.Saijo, K. Kurihara, M. Kawase, Heterocycles The method described in , 2013, 87(12), 2533-2553, and the preparation as described below.

[0616] Synthesis of 2-phenyl-4-(2,2,2-trifluoroacetyl)-5(4H)-one (B3-H)

[0617] 52.9 g (252 mmol) of 2,2,2-trifluoroacetic anhydride was added dropwise to a mixture of 15.1 g (84 mmol) of benzoylglycine in 150 mL of dry acetone at 0 °C to 5 °C. The resulting mixture was heated to room temperature over 20 hours. 300 mL of water was added to the reaction mixture, and the precipitate was filtered, washed with water, and dried. The crude product was stirred in 150 mL of ethyl acetate, filtered, washed with ethyl acetate, and dried. 15 g (69%) of the product was given as a pink solid.

[0618] Compounds of formula (I) having ligands of formula (IIb) in particular can be prepared by methods known in the art and as described below.

[0619] Synthesis of bis((2-phenyl-4-(2,2,2-trifluoroacetyl)-zol-5-yl)oxy)copper (8MC-3)

[0620] A suspension of 3.0 g (11.7 mmol) of 2,2,2-trifluoro-1-(5-hydroxy-2-phenylazol-4-yl)ethyl-1-one in 5 mL of ethanol was added to a suspension of 1.16 g (5.83 mmol) of copper acetate monohydrate in 10 mL of ethanol, and the mixture was stirred at room temperature for 2 hours. The solid was filtered, washed with ethanol, and dried under vacuum. 3.1 g (93%) of the product as an orange-brown solid was given. The compound could be further purified by sublimation under vacuum.

[0621] Synthesis of bis((2-phenyl-4-(2,2,2-trifluoroacetyl)-zol-5-yl)oxy)zinc (8MC-79)

[0622] 4.0 g (15.6 mmol) of 2,2,2-trifluoro-1-(5-hydroxy-2-phenylazol-4-yl)ethyl-1-one was added to a suspension of 1.43 g (7.78 mmol) zinc acetate in 40 mL of methanol and stirred overnight at room temperature. The solid was filtered, washed with methanol, and dried under vacuum. 4.1 g (92%) of the product was given as a white powder. The compound could be further purified by sublimation under vacuum.

[0623] The protonated form of the ligands of formula (II), especially (IIb), LH can be prepared by methods known in the art.

[0624] Compounds of formula (I) having ligands of formula (IIb) in particular can be prepared by methods known in the art and as described below.

[0625] Bis((4-(2,2-difluoroacetyl)-3-(difluoromethyl)-1-phenyl-1H-pyrazol-5-yl)oxy)copper (MC-9) Synthesis

[0626] 1.64 g (8.2 mmol) of copper acetate monohydrate was suspended in 20 mL of methanol, and a solution of 4.72 g (16.4 mmol) of 1-(3-(difluoromethyl)-5-hydroxy-1-phenyl-1H-pyrazol-4-yl)-2,2-difluoroethyl-1-one in 10 mL of methanol was added dropwise. The reaction was stirred overnight at room temperature. The precipitate was filtered, washed with methanol, and dried under high vacuum. 4.57 g (88%) of the product was given as a yellow-green powder. The compound could be further purified by sublimation under vacuum.

[0627] Compounds MC-17 and MC-65 were prepared using the same method.

[0628] General procedure for manufacturing OPD

[0629] For the inventive and comparative examples in Table 2, 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 to a size of 25 mm × 25 mm × 0.7 mm, ultrasonically washed with water for 60 minutes, and then ultrasonically washed with isopropanol for 20 minutes. The liquid film was removed in a nitrogen stream, and then plasma treatment was performed to prepare the anode layer. The plasma treatment was performed in an atmosphere containing 97.6 vol% nitrogen and 2.4 vol% oxygen.

[0630] Then, N,N'-bis(naphthyl-1-yl)-N,N'-bis(phenyl)-benzidine ([123847-85-8]) was vacuum co-deposited with 1 vol% of a compound or comparative example according to formula (I) in Table 2 to form a hole injection layer with a thickness of 10 nm.

[0631] Then, N,N'-bis(naphthyl-1-yl)-N,N'-bis(phenyl)-benzidine ([123847-85-8]) was vacuum deposited on the hole injection layer to form a hole transport layer with a thickness of 135 nm.

[0632] Then, boron phthalocyanine chloride ([36530-06-0]) and 0.5 vol% of 4,4',4''-((1E,1'E,1''E)-cyclopropane-1,2,3-trimethylenetris(cyanomethylmethylene))tris(2,3,5,6-tetrafluorobenzonitrile) ([1224447-88-4]) ​​were vacuum co-deposited on the hole transport layer to form a hole extraction layer with a thickness of 5 nm.

[0633] Then, boron phthalocyanine chloride ([36530-06-0]) and fullerene-C60 ([99685-96-8]) were vacuum co-deposited on the hole extraction layer at a volume ratio of 25:75 to form a light conversion unit with a thickness of 40 nm.

[0634] Then, tris(quinoline-8-yloxy)aluminum ([2085-33-8]) was vacuum deposited to form a hole blocking layer with a thickness of 5 nm on the light conversion unit.

[0635] Then, 50 vol% of tris(quinoline-8-yloxy)aluminum ([2085-33-8]) and 50 vol% of LiQ ([850918-68-2]) were vacuum co-deposited on the hole blocking layer to form an electron transport layer with a thickness of 21 nm.

[0636] Then, in 10 -7 Yb was vacuum deposited onto the electron transport layer at rates from 0.01 Å / s to 1 Å / s under millibars to form an electron injection layer with a thickness of 1.3 nm.

[0637] In 10 -7 Ag / Mg (90% by volume Ag) was vacuum deposited at a rate of 0.01 Å / s to 1 Å / s under millibars to form a cathode with a thickness of 13 nm.

[0638] Then, N-({[1,1-'biphenyl]-4-yl)-9,9,dimethyl-N-(4-(9-phenyl-9H-carbazole-3-yl)phenyl)-9H-fluorene-2-amine} (N-1) was vacuum deposited on the cathode layer to form a capping layer with a thickness of 75 nm.

[0639] The substrate temperature during deposition was room temperature. The waiting time between layers was less than 60 minutes. Deposition was carried out in darkness.

[0640] The device stack is protected from environmental conditions by encapsulating it with a glass cover. The glass cover provides a cavity containing getter material for further protection.

[0641] Photocurrent is measured by illuminating an organic photodetector.

[0642] The photocurrent generated by illuminating an organic photodetector with an area of ​​6.35 mm² was measured in a box under illumination by applying a voltage of -3V ± 0.05 at 22°C.

[0643] A voltage is applied using a Keithley SM2635B, and the current density is measured using the Keithley SM2635B. The positive terminal of the Keithley SM2635B source measurement unit (source measurement unit) is connected to the anode layer of the organic photodetector, and the negative terminal of the Keithley SM2635B source measurement unit is connected to the cathode layer of the organic photodetector. The applied voltage is maintained for at least one second (duration) before measuring the current at a measurement time of 5 NPLC (power line cycles).

[0644] For device illumination, two sets of RGB LEDs (Cree CLX6F-FKC-CKNNQDGBB7A363) are used. A total of six LEDs are used: two red, two blue, and two green, each driven at 0.63 mA. The LEDs are arranged in a circle with a lateral distance of 7.6 mm between them. The distance from each diode to the center is 3.8 mm. The vertical distance from the center to the organic photodetector is 13 mm. The area size of the organic photodetector is determined by the overlapping area of ​​the anode layer, cathode layer, and the layers between the anode and cathode layers.

[0645] Within the overlapping region, the anode layer, cathode layer, and the layers between the anode and cathode layers are stacked on top of each other. The anode layer region can be defined by openings in the pixel-defining layer, such as... Figure 21 As shown in / 22.

[0646] Measurement of dark current (current under dark conditions) in organic photodetectors

[0647] The dark current of an organic photodetector with an area of ​​6.35 mm² was measured in a box under dark conditions by applying a voltage of -3V ± 0.05 at 22°C.

[0648] A voltage is applied using a Keithley SM2635B, and the current density is measured using the same Keithley SM2635B. The positive terminal of the Keithley SM2635B source measurement unit is connected to the anode layer of the organic photodetector, and the negative terminal is connected to the cathode layer of the organic photodetector. The applied voltage is maintained for at least one second (duration) before measuring the current at a measurement time of 5 NPLC (power line cycles).

[0649] Technical effects of the present invention

[0650] Table 1 shows the calculated LUMO levels for the metal complexes of equation (I). If more than one spin state is feasible, the spin state is shown in the corresponding column.

[0651] Table 1: Calculated LUMO levels of metal complexes of formula (I)

[0652] Table 2 (shown below) illustrates the setup and experimental results for several comparative devices and the device of the present invention. The dark current of the organic photodetector (OPD), i.e., the current density of the OPD, refers to the state when no light is applied to the OPD (dark condition); while the illumination of the OPD, i.e., the current of the OPD, refers to the state when light is applied to the OPD. Comparative device 1 (Comparative Example 1) contains RbI in the hole injection layer.

[0653] Comparative device 2 (Comparative Example 2) contains a metal sulfonamide compound in the hole injection layer instead of RbI.

[0654] The device 1 of the present invention (Example 1) includes a compound of formula (I), namely 5MC6, in the hole injection layer to replace RbI.

[0655] The device of the present invention (Example 2) includes a compound of formula (I), namely 5MC57, in the hole injection layer to replace RbI.

[0656] The device of the present invention (Example 3) includes a compound of formula (I), namely MC-9, in the hole injection layer to replace RbI.

[0657] The present invention device 4 (Example 4) includes a compound of formula (I), namely 6MC-38, in the hole injection layer to replace RbI.

[0658] The device 5 of the present invention (Example 5) contains a compound of formula (I), namely 7MC40, in the hole injection layer to replace RbI.

[0659] The device of the present invention 6 (Example 6) includes a compound of formula (I), namely 7MC65, in the hole injection layer to replace RbI.

[0660] The device 7 of the present invention (Example 7) contains a compound of formula (I), namely 5MC66, in the hole injection layer to replace RbI.

[0661] The device 8 of the present invention (Example 8) contains a compound of formula (I), namely 5MC68, in the hole injection layer to replace RbI.

[0662] The device 9 of the present invention (Example 9) contains a compound of formula (I), namely 5MC61, in the hole injection layer to replace RbI.

[0663] Compared with the comparative devices (Comparative Examples 1 and 2), all the devices of the present invention (Examples 1 to 9) exhibited lower dark current and higher signal (photocurrent) to noise (dark current) ratio (SNR).

[0664]

[0665] The specific combinations of elements and features in the detailed embodiments described above are merely exemplary; these teachings are exchanged and substituted for other teachings herein and in the patents / applications incorporated herein by reference. As will be appreciated by those skilled in the art, variations, modifications, and other implementations of the content described herein can be conceived without departing from the spirit and scope of the claimed invention. Therefore, the above description is by way of example only and is not intended to be limiting. In the claims, the word “comprising” does not exclude other elements or steps, and the singular forms “a” or “an” do not exclude plural indicators. The fact that specific measures are recited in different dependent claims does not mean that combinations of these measures cannot be used advantageously. The scope of the invention is defined by the claims and their equivalents. Furthermore, the reference numerals used in the specification and claims do not limit the scope of the claimed invention.

Claims

1. An organic electronic device, said organic electronic device comprising: Substrates, organic photodetectors, and organic light-emitting devices; The organic photodetector and the organic light-emitting device are disposed on the substrate; The organic photodetector comprises: Anode layer, semiconductor layer, light conversion unit, and cathode layer; The semiconductor layer and the light conversion unit are arranged between the anode layer and the cathode layer. The semiconductor layer is disposed between the anode layer and the light conversion unit; The light conversion unit comprises one or more layers; The light conversion unit comprises an electron donor compound and an electron acceptor compound; The organic light-emitting device mentioned above includes: Anode layer, cathode layer, semiconductor layer, light-emitting layer, and cathode layer; The semiconductor layer and the light-emitting layer are disposed between the anode layer and the cathode layer. The semiconductor layer is disposed between the anode layer and the organic light-emitting layer; The semiconductor layer of the organic light-emitting device and the semiconductor layer of the organic photodetector are common semiconductor layers shared by at least one organic light-emitting device and at least one organic photodetector. The cathode layer of the organic light-emitting device and the cathode layer of the organic photodetector are a common cathode layer shared by at least one organic light-emitting device and at least one organic photodetector; The common semiconductor layer comprises a metal complex of formula (I): (I)， in: M is a metal ion. n is the valence of M and is selected from 1 to 4; L is a ligand independently selected from formula (II). (II), in A is selected from C3 to C4, whether substituted or unsubstituted. 40 Carbon rings or cyclic systems, substituted or unsubstituted C2 to C3 40 Heterocyclic or cyclic system, substituted or unsubstituted C6 to C 40 aryl rings or ring systems, or substituted or unsubstituted C2 to C3 rings. 40 A heteroaryl ring or ring system, wherein the carbon ring or the heterocycle may contain one or more double bonds, and wherein the ring system may contain two or three rings, preferably two rings; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl; AL is an auxiliary ligand that coordinates with the metal ion M; m is an integer selected from 0 to 2.

2. The organic electronic device according to claim 1, wherein L is a ligand of formula (IIa): (IIa), In equation (IIa), the dashed lines represent single or double bonds; X 1 Selected from direct bond, N, O, NR 1 CR 1 ; X 2 Selected from N, O, CR 2 CO, SO2; X 3 Selected from N, O, CR 3 NR 3 Or substituted or unsubstituted C1 to C3 alkenyl groups; R 1 Selected from substituted or unsubstituted C1 to C 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; R 2 Selected from H, D, CN, substituted or unsubstituted C1 to C2 12 Alkyl, substituted or unsubstituted C3 to C5 alkenyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; R 3 Selected from H, D, substituted or unsubstituted C1 to C2 12 Alkyl, substituted or unsubstituted C3 to C5 alkenyl, substituted or unsubstituted C6 to C 19 Aryl or C2 to C 20 heteroaryl groups; Where X 1 X 3 R 1 and R 3 The two in the middle can form 5 to 7-membered rings; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

3. The organic electronic device according to claim 1 or 2, wherein L is a ligand of formula (IIb) to (IIe): (IIb)、 (IIc)、 (IId)、 (IIe), in R 4 Selected from unsubstituted and substituted C1 to C1 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl, preferably, R 2 Selected from substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl; R 5 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, substituted or unsubstituted 6-membered heteroaryl, or CN; R 6 Selected from unsubstituted and substituted C1 to C1 12 Alkyl, substituted or unsubstituted C6 to C 19 Aryl, substituted or unsubstituted C2 to C 20 Heteroaryl, substituted or unsubstituted 6-membered heteroaryl; B is selected from C6 to C6, whether substituted or unsubstituted. 19 Aryl, substituted or unsubstituted C2 to C 20 A heteroaryl ring or ring system, wherein the ring system may comprise one or two rings, preferably one ring; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

4. The organic electronic device according to any one of claims 1 to 3, wherein L is selected from formula (IIf) or (IIg): (IIf)、 (IIg), in X 1 Selected from CR 21 Or N; X 2 Selected from CR 22 Or N; X 3 Selected from CR 23 Or N; X 4 Selected from CR 24 Or N; Where X 1 X 2 X 3 X 4 The 0, 1, or 2 in the N are selected; R 21 To R 24 Independently selected from H, D, halogens, Cl, F, CN, NO2, Cl to C 12 Alkyl, C1 to C 12 Alkoxy, partially or perfluorinated C1 to C 12 Alkyl groups, CF3, CF2R, CFR2, CF2H, CFH2, partially or perfluorinated C1 to C2 groups 12 Alkyl groups, or combinations thereof, wherein R is H or D, preferably H; and wherein any R k To R k+1 They can form a ring, where k is an integer from 1 to 3; R a Selected from CN, substituted or unsubstituted C1 to C 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

5. The organic electronic device according to any one of claims 1 to 4, wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl.

6. The organic electronic device according to any one of claims 1 to 5, wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 12 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 12 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 12 Alkenyl, substituted or unsubstituted C1 to C 12 Alkyne group, substituted or unsubstituted C5 to C 19 Cycloalkyl, substituted or unsubstituted C2 to C3 20 Heterocyclic alkyl, substituted or unsubstituted C5 to C6 19 Carbocyclic ring, or substituted or unsubstituted C2 to C3 rings 20 Heterocyclic group, substituted or unsubstituted C2 to C 20 heteroaryl or substituted or unsubstituted C6 to C 19 Aryl.

7. The organic electronic device according to any one of claims 1 to 6, wherein one or more substituents of A are independently selected from D, electron-withdrawing groups, =O, =S, CN, halogens, Cl, F, substituted or unsubstituted C1 to C2 groups. 20 Alkyl groups, CH3, CH2D, CHD2, CD3, partially fluorinated or perfluorinated C1 to C2 groups. 20 Alkyl, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, substituted or unsubstituted C1 to C2 20 Alkenyl, substituted or unsubstituted C1 to C 20 Alkyne group, substituted or unsubstituted C3 to C4 40 Cycloalkyl, substituted or unsubstituted C2 to C3 40 Heterocyclic alkyl, substituted or unsubstituted C3 to C4 40 Carbocyclic ring, substituted or unsubstituted C2 to C3 40 Heterocyclic group, substituted or unsubstituted C2 to C 40 heteroaryl or substituted or unsubstituted C6 to C 40 Aryl; And R a One or more substituents are independently selected from D, electron-withdrawing groups, halogens, Cl, F, CN, partially or perfluorinated C1 to C8 alkyl groups, CH3, CH2D, CHD2, CD3, CFH2, CFDH, CFD2, CF2H, CF2D, CF3, partially or perfluorinated C1 to C8 alkoxy groups, OCH3, OCH2D, OCHD2, OCD3, OCFH2, OCFDH, OCFD2, OCF2H, OCF2D, and OCF3.

8. The organic electronic device according to any one of claims 1 to 7, wherein the common semiconductor layer is a common hole transport layer.

9. The organic electronic device according to any one of claims 1 to 8, wherein the common semiconductor layer is a common hole injection layer.

10. The organic electronic device according to any one of claims 1 to 9, wherein the common semiconductor layer is adjacent to or in direct contact with the anode layer.

11. The organic electronic device according to any one of claims 1 to 10, wherein the light conversion unit comprises a semiconductor layer of a metal complex of formula (I).

12. The organic electronic device according to any one of claims 1 to 11, wherein the light conversion unit comprises a further semiconductor layer comprising a metal complex of formula (I), the metal complex of formula (I) being the same as the metal complex of the common semiconductor layer.

13. The organic electronic device according to any one of claims 1 to 12, wherein the light conversion unit comprises a hole extraction layer comprising a metal complex of formula (I).

14. The organic electronic device according to any one of claims 1 to 13, the organic electronic device further comprising a common hole transport layer, wherein the common hole transport layer is shared by at least one of the organic light-emitting devices and at least one of the organic photodetectors.

15. The organic electronic device according to any one of claims 1 to 14, wherein the organic electronic device is a display device.

16. A metal complex of formula (I), wherein the metal complex of formula (I) is selected from 5MC61 to 5MC64 and 5MC66 to 5MC69. 。

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