Composition for organic optoelectronic device, organic optoelectronic device and display device

Abstract

The present invention relates to a composition for an organic optoelectronic device, the composition comprising a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2, and to an organic optoelectronic device and a display device comprising the same. The detailed description of the chemical formula 1 and the chemical formula 2 is defined in the specification.

Description

Technical Field

[0001] Disclosed are a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. Background Art

[0002] An organic optoelectronic device (organic optoelectronic diode) is a device that can convert electrical energy into light energy and vice versa.

[0003] Organic optoelectronic devices can be broadly divided into two categories based on their operating principles: photovoltaic devices that generate electrical energy by separating excitons formed from light energy into electrons and holes and transferring these electrons and holes to different electrodes; and light-emitting devices that generate light energy from electrical energy by applying voltage or current to electrodes.

[0004] Examples of the organic optoelectronic device include an organic photoelectric device, an organic light emitting diode, an organic solar cell, and an organic photosensitive drum.

[0005] Among them, organic light emitting diodes (OLEDs) have attracted much attention in recent years due to the increasing demand for flat panel display devices. Organic light emitting diodes are devices that convert electrical energy into light, and the performance of organic light emitting diodes is greatly affected by the organic material between electrodes. Summary of the Invention

[0006] Technical issues

[0007] One embodiment provides a composition for an organic optoelectronic device capable of realizing an organic optoelectronic device with high efficiency and a long lifespan.

[0008] Another embodiment provides an organic optoelectronic device including the composition for an organic optoelectronic device.

[0009] Another embodiment provides a display device including an organic optoelectronic device.

[0010] Technical Solution

[0011] According to one embodiment, a composition for an organic optoelectronic device includes a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2.

[0012] [Chemical Formula 1]

[0013]

[0014] In Chemical Formula 1,

[0015] Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group,

[0016] R 1 to R 5 are each independently hydrogen, deuterium, cyano, substituted or unsubstituted C1 to C10 alkyl, or substituted or unsubstituted C6 to C12 aryl,

[0017] m1 and m3 to m5 are each independently one of integers from 1 to 4, and

[0018] m2 is an integer from 1 to 3;

[0019] [Chemical Formula 2]

[0020]

[0021] In Chemical Formula 2,

[0022] R 6 to R 10 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclic group,

[0023] Ar 3 and Ar 4 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0024] L 1 and L 2 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,

[0025] m6, m9 and m10 are each independently one of integers from 1 to 4,

[0026] m7 and m8 are each independently one of integers from 1 to 3, and

[0027] n is one of integers from 0 to 2.

[0028] According to another embodiment, an organic optoelectronic device includes an anode and a cathode facing each other and at least one organic layer between the anode and the cathode, wherein the organic layer includes a composition for an organic optoelectronic device.

[0029] According to another embodiment, a display device including an organic optoelectronic device is provided.

[0030] Beneficial effects

[0031] An organic optoelectronic device with high efficiency and long life can be realized. BRIEF DESCRIPTION OF THE DRAWINGS

[0032] Figure 1 is a cross-sectional view showing an organic light emitting diode according to one embodiment.

[0033] <Description of Reference Numerals>

[0034] 100: Organic Light-Emitting Diode

[0035] 105: Organic layer

[0036] 110: cathode

[0037] 120: Anode

[0038] 130: Luminous layer

[0039] 140: Hole transport zone

[0040] 150: Electron transport region DETAILED DESCRIPTION

[0041] Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary and the present disclosure is not limited thereto.

[0042] As used herein, when no definition is otherwise provided, "substituted" means that at least one hydrogen of a substituent or compound is replaced by deuterium, halogen, hydroxy, amino, substituted or unsubstituted C1 to C30 amine, nitro, substituted or unsubstituted C1 to C40 silyl, C1 to C30 alkyl, C1 to C10 alkylsilyl, C6 to C30 arylsilyl, C3 to C30 cycloalkyl, C3 to C30 heterocycloalkyl, C6 to C30 aryl, C2 to C30 heteroaryl, C1 to C20 alkoxy, C1 to C10 trifluoroalkyl, cyano, or a combination thereof.

[0043] In one embodiment of the present invention, "substituted" means that at least one hydrogen of a substituent or compound is replaced by deuterium, C1 to C30 alkyl, C1 to C10 alkylsilyl, C6 to C30 arylsilyl, C3 to C30 cycloalkyl, C3 to C30 heterocycloalkyl, C6 to C30 aryl, C2 to C30 heteroaryl, or cyano. In a specific embodiment of the present invention, "substituted" means that at least one hydrogen of a substituent or compound is replaced by deuterium, C1 to C20 alkyl, C6 to C30 aryl, or cyano. In a specific embodiment of the present invention, "substituted" means that at least one hydrogen of a substituent or compound is replaced by deuterium, C1 to C5 alkyl, C6 to C18 aryl, or cyano. In a specific embodiment of the present invention, "substituted" means that at least one hydrogen of a substituent or compound is replaced by deuterium, cyano, methyl, ethyl, propyl, butyl, phenyl, biphenyl, terphenyl, or naphthyl.

[0044] In the present specification, "unsubstituted" means that a hydrogen atom is not replaced by another substituent and the hydrogen atom remains.

[0045] In the present specification, "hydrogen substitution (—H)" may include "deuterium substitution (—D)" or "tritium substitution (—T)".

[0046] As used herein, when no definition is otherwise provided, "hetero" means containing one to three heteroatoms selected from N, O, S, P and Si and the remaining carbon in one functional group.

[0047] As used herein, "aryl" refers to a group including at least one hydrocarbon aromatic moiety, and all elements of the hydrocarbon aromatic moiety have p orbitals forming conjugation, such as phenyl, naphthyl, etc., two or more hydrocarbon aromatic moieties may be linked by a σ bond and may be, for example, biphenyl, terphenyl, quaterphenyl, etc., and two or more hydrocarbon aromatic moieties may be directly or indirectly fused to provide a non-aromatic fused ring, such as fluorenyl.

[0048] Aryl groups can include monocyclic, polycyclic, or fused-ring polycyclic (ie, rings that share adjacent pairs of carbon atoms) functional groups.

[0049] As used herein, "heterocyclyl" is a general concept of heteroaryl and may include at least one heteroatom selected from N, O, S, P and Si in place of carbon (C) in a cyclic compound such as an aryl, a cycloalkyl, a fused ring thereof or a combination thereof. When the heterocyclyl is a fused ring, the entire ring or each ring of the heterocyclyl may include one or more heteroatoms.

[0050] As an example, "heteroaryl" may refer to an aryl group comprising at least one heteroatom selected from N, O, S, P, and Si. Two or more heteroaryl groups may be directly linked by a sigma bond, or when the heteroaryl group comprises two or more rings, the two or more rings may be fused. When the heteroaryl group is a fused ring, each ring may comprise one to three heteroatoms.

[0051] More specifically, the substituted or unsubstituted C6 to C30 aryl group may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted tetraphenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted o-terphenyl group, a substituted or unsubstituted chrysene group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted perylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted indenyl group, or a combination thereof, but is not limited thereto.

[0052] More specifically, the substituted or unsubstituted C2 to C30 heterocyclic group may be a substituted or unsubstituted furyl, a substituted or unsubstituted thienyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted pyrazolyl, a substituted or unsubstituted imidazolyl, a substituted or unsubstituted triazolyl, a substituted or unsubstituted oxazolyl, a substituted or unsubstituted thiazolyl, a substituted or unsubstituted oxadiazolyl, a substituted or unsubstituted thiadiazolyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted pyrimidinyl, a substituted or unsubstituted pyrazinyl, a substituted or unsubstituted triazinyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted benzothienyl, a substituted or unsubstituted benzimidazolyl, a substituted or unsubstituted indolyl, a substituted or unsubstituted The present invention also includes, but is not limited to, a substituted or unsubstituted quinolinyl, a substituted or unsubstituted isoquinolinyl, a substituted or unsubstituted quinazolinyl, a substituted or unsubstituted quinoxalinyl, a substituted or unsubstituted naphthyridinyl, a substituted or unsubstituted benzoxazinyl, a substituted or unsubstituted benzothiazinyl, a substituted or unsubstituted acridinyl, a substituted or unsubstituted phenazinyl, a substituted or unsubstituted phenothiazinyl, a substituted or unsubstituted phenoxazinyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl or a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted benzonaphthofuranyl, a substituted or unsubstituted benzonaphthothiophenyl group, a substituted or unsubstituted benzofuranofluorenyl, a substituted or unsubstituted benzothiophenefluorenyl group, or a combination thereof, but is not limited thereto.

[0053] As used herein, hole characteristics refer to the ability to provide electrons to form holes when an electric field is applied, and due to the conductive properties according to the highest occupied molecular orbital (HOMO) energy level, the holes formed in the anode can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0054] In addition, electronic properties refer to the ability to accept electrons when an electric field is applied, and due to the conductive properties according to the lowest unoccupied molecular orbital (LUMO) energy level, electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0055] Hereinafter, a composition for an organic optoelectronic device according to one embodiment is described.

[0056] A composition for an organic optoelectronic device according to one embodiment includes a first compound and a second compound.

[0057] The first compound is represented by Chemical Formula 1.

[0058] [Chemical Formula 1]

[0059]

[0060] In Chemical Formula 1,

[0061] Ar 1and Ar 2 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group,

[0062] R 1 to R 5 are each independently hydrogen, deuterium, cyano, substituted or unsubstituted C1 to C10 alkyl, or substituted or unsubstituted C6 to C12 aryl,

[0063] m1 and m3 to m5 are each independently one of integers from 1 to 4, and

[0064] m2 is an integer from 1 to 3.

[0065] When m1 is 2 or greater, each R 1 They may be the same as or different from each other.

[0066] When m2 is 2 or greater, each R 2 They may be the same as or different from each other.

[0067] When m3 is 2 or greater, each R 3 They may be the same as or different from each other.

[0068] When m4 is 2 or greater, each R 4 They may be the same as or different from each other.

[0069] When m5 is 2 or greater, each R 5 They may be the same as or different from each other.

[0070] The second compound is represented by Chemical Formula 2.

[0071] [Chemical Formula 2]

[0072]

[0073] In Chemical Formula 2,

[0074] R 6 to R 10 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclic group,

[0075] Ar 3 and Ar 4 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0076] L 1 and L 2are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,

[0077] m6, m9 and m10 are each independently one of integers from 1 to 4,

[0078] m7 and m8 are each independently one of integers from 1 to 3, and

[0079] n is one of integers from 0 to 2.

[0080] When m6 is 2 or greater, each R 6 They may be the same as or different from each other.

[0081] When m7 is 2 or greater, each R 7 They may be the same as or different from each other.

[0082] When m8 is 2 or greater, each R 8 They may be the same as or different from each other.

[0083] When m9 is 2 or greater, each R 9 They may be the same as or different from each other.

[0084] When m10 is 2 or greater, each R 10 They may be the same as or different from each other.

[0085] The first compound represented by Chemical Formula 1 has a structure in which triazine is substituted with two or more carbazolyl groups, and at least one of the carbazolyl groups is linked to triazine at the 9-position via an o-phenylene group.

[0086] The second compound represented by Chemical Formula 2 has a structure including biscarbazole as its basic skeleton.

[0087] Thus, the first compound has a structure containing an o-carbazole in a triazine, and thus has particularly excellent energy transfer efficiency for phosphorescent dopants, making it a favorable material for use as a phosphorescent host. When used as a host, replacing the triazine with two or more carbazole groups helps expand the resonance structure of the carbazole moiety, which helps stabilize the hole transport portion within the molecule. This results in an optimized charge balance between the electron transport portion and the hole transport portion within the molecule, further helping to improve lifetime.

[0088] Furthermore, when carbazole is substituted at the ortho position of triazine, the dihedral angle increases due to steric hindrance between the triazine and carbazole, and the triazine and carbazole moieties twist relative to each other, thereby increasing the dihedral angle. This means that the electron clouds of the HOMO and LUMO levels are largely separated without overlap. Due to its low ΔEst, rapid energy transfer is possible, and it exhibits high efficiency, particularly when used as a phosphorescent host. Furthermore, side reaction pathways in the excited state are reduced, further enhancing the lifetime.

[0089] The second compound may be used together with the above-mentioned first compound in the light-emitting layer to improve light-emitting efficiency and lifespan characteristics by increasing charge mobility and enhancing stability.

[0090] For example, Chemical Formula 1 may be represented by one of Chemical Formula 1A to Chemical Formula 1D.

[0091] [Chemical Formula 1A]

[0092]

[0093] [Chemical Formula 1B]

[0094]

[0095] [Chemical Formula 1C]

[0096]

[0097] [Chemical Formula 1D]

[0098]

[0099] In Chemical Formulas 1A to 1D,

[0100] R 1 to R 5 、Ar 1 、Ar 2 and m1 to m5 are defined as above.

[0101] For example, in Chemical Formula 1, Ar 1 It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothienyl group, or a substituted or unsubstituted dibenzosilyl group.

[0102] For example, in Chemical Formula 1, Ar 2 It may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted naphthyl group.

[0103] For example, in Chemical Formula 1, R 1 to R 5 Each of them may independently be hydrogen, deuterium, cyano, substituted or unsubstituted C1 to C5 alkyl, substituted or unsubstituted phenyl, or substituted or unsubstituted biphenyl.

[0104] For example, the first compound represented by Chemical Formula 1 may be one selected from the compounds listed in Group 1, but is not limited thereto.

[0105] [Group 1]

[0106]

[0107]

[0108]

[0109]

[0110] In addition, examples in which at least one hydrogen in Compound A-1 to Compound A-85 listed in Group 1 is replaced by deuterium are shown below, but the present invention is not limited thereto.

[0111]

[0112]

[0113]

[0114]

[0115] Among compounds A-86 to A-170 of Group 1,

[0116] D can be deuterium,

[0117] The substitution rate of D may be 10% to 100%, desirably 30% to 100%, and more desirably 50% to 100%.

[0118] For Compound A-86 to Compound A-170, only the most specific structures are provided below as examples according to deuterium substitution positions and substitution ratios, and these structures are not intended to limit the scope of rights to compounds not provided below.

[0119] The scope of the present invention is determined by the claims, and when deuterium is substituted, it is not limited to the compounds exemplified below, and the deuterium substitution position and deuterium substitution rate, etc. can include all ranges that can be changed within the range of Compound A-1 to Compound A-170.

[0120] Examples of compound A-87 may include compound A-171 to compound A-175, but are not limited thereto.

[0121]

[0122] Examples of compound A-107 may include compound A-176 to compound A-180, but are not limited thereto.

[0123]

[0124] Examples of compound A-132 may include compound A-181 to compound A-185, but are not limited thereto.

[0125]

[0126] Examples of compound A-152 may include compound A-186 to compound A-190, but are not limited thereto.

[0127]

[0128] Examples of compound A-97 may include compound A-191 to compound A-195, but are not limited thereto.

[0129]

[0130]

[0131] Examples of compound A-117 may include compound A-196 to compound A-200, but are not limited thereto.

[0132]

[0133] Examples of compound A-142 may include compound A-201 to compound A-205, but are not limited thereto.

[0134]

[0135] Examples of compound A-162 may include compound A-206 to compound A-210, but are not limited thereto.

[0136]

[0137] For example, in Chemical Formula 2, Ar 3 and Ar 4Each of the groups may independently be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiazolyl group, a substituted or unsubstituted pyridyl group, or a substituted or unsubstituted fluorenyl group.

[0138] For example, in Chemical Formula 2, L 1 and L 2 Each independently may be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0139] For example, in Chemical Formula 2, R 6 to R 10 Each may independently be hydrogen, deuterium, or a substituted or unsubstituted C6 to C12 aryl group.

[0140] For example, in Chemical Formula 2, n may be 0 or 1.

[0141] For example, in Chemical Formula 2, “substituted” means that at least one hydrogen is substituted with deuterium, a C1 to C4 alkyl group, a C6 to C18 aryl group, or a C2 to C30 heteroaryl group.

[0142] For example, in Chemical Formula 2, Ar 3 and Ar 4 Each of them may independently be a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiorolyl group, or a substituted or unsubstituted fluorenyl group.

[0143] In a specific embodiment of the present invention, Chemical Formula 2 may be represented by one of Chemical Formulas 2-1 to 2-15.

[0144]

[0145]

[0146] In Chemical Formulas 2-1 to 2-15, R 6 to R 10 may each independently be hydrogen, deuterium or a substituted or unsubstituted C6 to C12 aryl group, and L 1 -Ar 3 and L 2 -Ar 4 Each may independently be one of the substituents listed in Group I.

[0147] [Group I]

[0148]

[0149] In Group I,

[0150] R 17 to R 21 are each independently hydrogen, deuterium, cyano, C1 to C10 alkyl, or C6 to C12 aryl,

[0151] m17 is an integer from 1 to 5,

[0152] m18 is an integer from 1 to 4,

[0153] m19 is an integer from 1 to 3,

[0154] m20 is an integer of 1 or 2,

[0155] m21 is one of integers from 1 to 7, and

[0156] * is the connection point.

[0157] In another embodiment of the present invention, in Chemical Formula 2, Ar 3 and Ar 4 At least one of them may be a substituted or unsubstituted carbazolyl group.

[0158] For example, the second compound may be represented by Chemical Formula 2-8, and in Chemical Formula 2-8, Ar 3 and Ar 4 L may be each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothioyl group or a substituted or unsubstituted dibenzothiophenyl group, 1 and L 2 may each independently be a single bond or a substituted or unsubstituted C6 to C20 arylene group, and R 6 to R 9 Each of them may independently be hydrogen, deuterium, cyano, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl.

[0159] For example, in Chemical Formula 2-8, R 6 to R 9 may each independently be hydrogen, deuterium or a substituted or unsubstituted C6 to C12 aryl group, and L 1 -Ar 3 and L 2 -Ar 4Each may independently be one of the substituents listed in Group I.

[0160] For example, the second compound may be one selected from the compounds listed in Group 2, but is not limited thereto.

[0161] [Group 2]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169] In addition, examples in which at least one hydrogen in Compound B-1 to Compound B-150 listed in Group 2 is replaced by deuterium are shown below, but the present invention is not limited thereto.

[0170]

[0171]

[0172] (Dn refers to the number of deuterium atom substitutions and represents a structure in which one or more deuterium atoms are substituted)

[0173] The most specific structures of Compound B-151 to Compound B-195 of Group 2 are provided below as examples according to the position and degree of deuterium substitution, which does not limit the scope of rights to compounds not shown below.

[0174] The scope of the present invention is determined by the claims, and when deuterium is substituted, it is not limited to the compounds exemplified below, and the position of deuterium substitution and the degree of substitution of deuterium substitution can include all variable ranges within the range of Compound B-1 to Compound B-195.

[0175]

[0176]

[0177]

[0178]

[0179]

[0180] The first compound and the second compound may be included in a weight ratio of, for example, 1:99 to 99:1. Within this range, the electron transport ability of the first compound and the hole transport ability of the second compound may be utilized to adjust the desired weight ratio to achieve bipolar characteristics, thereby improving efficiency and lifespan. Within the above range, for example, they may be included in a weight ratio of about 10:90 to 90:10, about 20:80 to 80:20 (e.g., about 20:80 to about 70:30, about 20:80 to about 60:40, and about 30:70 to about 60:40). As a specific example, they may be included in a weight ratio of 40:60, 50:50, or 60:40.

[0181] In the most specific embodiment of the present invention, the first compound may be represented by Chemical Formula 1B or Chemical Formula 1C, and the second compound may be represented by Chemical Formula 2-8.

[0182] In addition to the above-mentioned first compound and second compound, one or more compounds may be further contained.

[0183] The composition for an organic optoelectronic device may further include a dopant.

[0184] The dopant may be, for example, a phosphorescent dopant, such as a red, green, or blue phosphorescent dopant, and may be, for example, a red or green phosphorescent dopant.

[0185] A dopant is a material mixed in a small amount with a compound or composition used in an organic optoelectronic device to induce luminescence, and is generally a material such as a metal complex that emits light by multiple excitations to a triplet state or more. The dopant may be, for example, an inorganic, organic, or organic-inorganic compound, and one or more types thereof may be used.

[0186] Examples of the dopant may be a phosphorescent dopant, and examples of the phosphorescent dopant may be an organometallic compound containing Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or a combination thereof. The phosphorescent dopant may be, for example, a compound represented by the chemical formula Z, but is not limited thereto.

[0187] [Chemical formula Z]

[0188] L 4 MX 3

[0189] In the chemical formula Z, M is a metal, and L 4 and X 3 The same or different ligands that form a complex with M.

[0190] M can be, for example, Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or a combination thereof, and L 4 and X 3 This may be, for example, a bidentate ligand.

[0191] By L 4 and X 3 Examples of the ligand represented by may be selected from the chemical formulae listed in Group A, but are not limited thereto.

[0192] [Group A]

[0193]

[0194] In Group A,

[0195] R 300 to R 302 are each independently hydrogen, deuterium, C1 to C30 alkyl which may be substituted by halogen, C6 to C30 aryl which may be substituted by C1 to C30 alkyl, or halogen, and

[0196] R 303 to R 324 Each is independently hydrogen, deuterium, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C1 to C30 alkoxy, substituted or unsubstituted C3 to C30 cycloalkyl, substituted or unsubstituted C2 to C30 alkenyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C1 to C30 heteroaryl, substituted or unsubstituted C1 to C30 amino, substituted or unsubstituted C6 to C30 arylamino, SF5, a trialkylsilyl group having a substituted or unsubstituted C1 to C30 alkyl group, a dialkylarylsilyl group having a substituted or unsubstituted C1 to C30 alkyl group and a C6 to C30 aryl group, or a triarylsilyl group having a substituted or unsubstituted C6 to C30 aryl group.

[0197] The dopant according to one embodiment may be an iridium complex, and may be represented, for example, by Chemical Formula 5-1 or Chemical Formula 5-2.

[0198] [Chemical Formula 5-1]

[0199]

[0200] In Chemical Formula 5-1,

[0201] R 101 to R 116 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 132 R 133 R134 ,

[0202] R 132 to R 134 are each independently a substituted or unsubstituted C1 to C6 alkyl group,

[0203] R 101 to R 116 At least one of them is a functional group represented by Chemical Formula V-1,

[0204] L 100 is a bidentate ligand for a monovalent anion and is coordinated to iridium via a lone electron pair of carbon or a heteroatom, and

[0205] m14 and m15 are each independently any one of integers from 0 to 3, and m14+m15 is any one of integers from 1 to 3,

[0206] [Chemical Formula V-1]

[0207]

[0208] In Chemical Formula V-1,

[0209] R 135 to R 139 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 132 R 133 R 134 ,and

[0210] * refers to the moiety attached to the carbon atom.

[0211] [Chemical Formula 5-2]

[0212]

[0213] In Chemical Formula 5-2,

[0214] R 101 to R 117 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 133 R 134 R 135 ,

[0215] R 133 to R 135 are each independently a substituted or unsubstituted C1 to C6 alkyl group,

[0216] L 100is a bidentate ligand for a monovalent anion and is coordinated to iridium via a lone electron pair of carbon or a heteroatom, and

[0217] n1 and n2 are each independently any one of integers from 0 to 3, and n1+n2 is any one of integers from 1 to 3.

[0218] In another embodiment, the dopant may be, for example, a platinum complex represented by Chemical Formula Z-1.

[0219] [Chemical Formula Z-1]

[0220]

[0221] In formula Z-1, rings A, B, C, and D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;

[0222] R A 、R B 、R C and R D each independently mono-, di-, tri- or tetra-substituted or unsubstituted;

[0223] L B 、L C and L D are each independently a direct bond, BR, NR, PR, O, S, Se, C=O, S=O, SO2, CRR', SiRR', GeRR' or a combination thereof,

[0224] When nA is 1, L E It can be a direct bond, BR, NR, PR, O, S, Se, C=O, S=O, SO2, CRR', SiRR', GeRR' or a combination thereof; and when nA is 0, L E does not exist;

[0225] R A 、R B 、R C 、R D R and R' are each independently hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, or a combination thereof; any adjacent R A 、R B 、R C 、R D , R and R' are optionally linked to each other to provide a ring; X B 、X C 、X D and XE are each independently selected from carbon and nitrogen; and Q 1 , Q 2 , Q 3 and Q 4 Each represents oxygen or a direct bond.

[0226] The platinum complex can be represented by, for example, Chemical Formula 6-1 or Chemical Formula 6-1.

[0227] [Chemical Formula 6-1]

[0228]

[0229] [Chemical Formula 6-2]

[0230]

[0231] In Chemical Formula 6-1 and Chemical Formula 6-2,

[0232] X 100 Selected from O, S and NR 132 ,

[0233] R 118 to R 132 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, or -SiR 133 R 134 R 135 ,

[0234] R 133 to R 135 are each independently a substituted or unsubstituted C1 to C6 alkyl group,

[0235] R 118 to R 132 At least one of them is -SiR 133 R 134 R 135 or tert-butyl, and

[0236] R 133 to R 135 Each is independently a substituted or unsubstituted C1 to C6 alkyl group.

[0237] Hereinafter, an organic optoelectronic device including the above-mentioned composition for an organic optoelectronic device is described.

[0238] The organic optoelectronic device may be a suitable device that converts electrical energy into light energy and vice versa, for example, an organic photovoltaic device, an organic light emitting diode, an organic solar cell, or an organic photosensitive drum.

[0239] Herein, an organic light emitting diode as one example of an organic optoelectronic device is described with reference to the accompanying drawings.

[0240] Figure 1 is a cross-sectional view showing an organic light emitting diode according to one embodiment.

[0241] refer to Figure 1 , the organic light emitting diode 100 according to one embodiment includes an anode 120 and a cathode 110 facing each other, and an organic layer 105 disposed between the anode 120 and the cathode 110 .

[0242] The anode 120 may be made of a conductor having a large work function to facilitate hole injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The anode 120 may be, for example, a metal such as nickel, platinum, vanadium, chromium, copper, zinc, gold, or an alloy thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), or a combination of a metal and an oxide such as ZnO and Al or SnO2 and Sb; a conductive polymer such as poly(3-methylthiophene), poly(3,4-(ethylene-1,2-dioxy)thiophene) (PEDOT), polypyrrole, and polyaniline, but is not limited thereto.

[0243] The cathode 110 may be made of a conductor having a small work function to facilitate electron injection, and may be, for example, a metal, a metal oxide, and / or a conductive polymer. The cathode 110 may be, for example, a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, lead, cesium, barium, or an alloy thereof; or a multilayer structure material such as LiF / Al, LiO2 / Al, LiF / Ca, LiF / Al, and BaF2 / Ca, but is not limited thereto.

[0244] The organic layer 105 may include the above-described composition for an organic optoelectronic device.

[0245] The organic layer 105 may include a light emitting layer 130 , and the light emitting layer 130 may include the above-described composition for an organic optoelectronic device.

[0246] The composition for an organic optoelectronic device further including a dopant may be, for example, a green light emitting composition.

[0247] The light emitting layer 130 may include, for example, the above-described composition for an organic optoelectronic device as a phosphorescent host.

[0248] In addition to the light-emitting layer, the organic layer may further include a charge transport region.

[0249] The charge transport region may be, for example, a hole transport region 140 .

[0250] The hole transport region 140 may further improve hole injection and / or hole mobility between the anode 120 and the light emitting layer 130 and block electrons.

[0251] Specifically, the hole transport region 140 may include a hole transport layer between the anode 120 and the light-emitting layer 130 and a hole transport auxiliary layer between the light-emitting layer 130 and the hole transport layer, and at least one of the compounds listed in group B may be included in at least one layer of the hole transport layer and the hole transport auxiliary layer.

[0252] [Group B]

[0253]

[0254]

[0255]

[0256]

[0257]

[0258]

[0259] (Dn refers to the number of deuterium atom substitutions and represents a structure in which one or more deuterium atoms are substituted)

[0260] In the hole transport region 140 , in addition to the above-described compounds, known compounds disclosed in US Pat. No. 5,061,569 A, JP 1993-009471 A, WO 1995-009147 A1, JP 1995-126615 A, JP 1998-095973 A, etc., and compounds having similar structures can be used.

[0261] In addition, the charge transport region may be, for example, the electron transport region 150 .

[0262] The electron transport region 150 may also improve electron injection and / or electron mobility between the cathode 110 and the light emitting layer 130 and block holes.

[0263] Specifically, the electron transport region 150 may include an electron transport layer between the cathode 110 and the light emitting layer 130 and an electron transport auxiliary layer between the light emitting layer 130 and the electron transport layer, and at least one of the compounds of group C may be included in at least one of the electron transport layer and the electron transport auxiliary layer.

[0264] [Group C]

[0265]

[0266]

[0267]

[0268]

[0269] One embodiment may be an organic light emitting diode including a light emitting layer as an organic layer.

[0270] Another embodiment may be an organic light emitting diode including a light emitting layer and a hole transport region as organic layers.

[0271] Another embodiment may be an organic light emitting diode including a light emitting layer and an electron transport region as organic layers.

[0272] In addition to the light emitting layer 130, the organic light emitting diode according to one embodiment further includes a hole transport region 140 and an electron transport region 150 as the organic layer 105. Figure 1 shown.

[0273] On the other hand, the organic light emitting diode may further include an electron injection layer (not shown), a hole injection layer (not shown), etc. as organic layers in addition to the light emitting layer.

[0274] The organic light emitting diode 100 may be manufactured by forming an anode or a cathode on a substrate, then forming an organic layer by a dry film method such as vacuum deposition, sputtering, plasma plating, and ion plating, and forming a cathode or an anode thereon.

[0275] Organic light emitting diodes can be applied to organic light emitting display devices.

[0276] Invention Mode

[0277] Hereinafter, the embodiments are described in more detail with reference to Examples. However, these Examples are exemplary, and the scope of the present invention is not limited thereto.

[0278] Hereinafter, starting materials and reactants used in Examples and Synthesis Examples were purchased from Sigma-Aldrich Co. Ltd., TCI Inc., Tokyo Chemical Industry, or P&H Tech, or synthesized by known methods unless otherwise specified.

[0279] (Preparation of Compounds for Organic Optoelectronic Devices)

[0280] Synthesis of the first compound

[0281] Synthesis Example 1: Synthesis of Intermediate Int-01

[0282] [Reaction formula 1]

[0283]

[0284] 2,4-dichloro-6-(biphenyl-4-yl)-1,3,5-triazine (61.37 g, 203.11 mmol), 9-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (50 g, 135.41 mmol), K2CO3 (46.79 g, 338.51 mmol) and Pd(dppf)Cl2 (5.53 g, 6.77 mmol) were added to a round-bottom flask and dissolved in toluene (500 ml) and distilled water (200 ml), and then stirred and refluxed at 60°C for 12 hours. When the reaction was completed, after removing the aqueous layer, a solid was obtained by filtration and dissolved in monochlorobenzene, then filtered with silica gel / celite, and after removing an appropriate amount of the organic solvent, 53.07 g (77%) of Intermediate Int-01 was obtained by recrystallization with methanol.

[0285] Synthesis Example 2: Synthesis of Compound A-22

[0286] [Reaction formula 2]

[0287]

[0288] (2-(9H-carbazol-9-yl)phenyl)boronic acid (8.88 g, 30.94 mmol), intermediate Int-01 (15 g, 29.47 mmol), K2CO3 (10.18 g, 73.67 mmol) and Pd(PPh3)4 (1.7 g, 1.47 mmol) were added to a round-bottom flask and dissolved in THF (100 ml) and distilled water (40 ml), and then stirred and refluxed at 70°C for 12 hours. When the reaction was completed, the mixture was added to 500 mL of methanol to crystallize a solid, which was filtered and dissolved in monochlorobenzene, then filtered with silica gel / celite, and after removing an appropriate amount of the organic solvent, 18.4 g (87%) of compound A-22 was obtained by recrystallization with methanol.

[0289] Synthesis Example 3: Synthesis of Intermediate Int-02

[0290] [Reaction formula 3]

[0291]

[0292] 2-Bromocarbazole (15 g, 60.95 mmol), phenylboronic acid (11.44 g, 73.14 mmol), K CO (21.06 g, 152.38 mmol) and Pd (PPh) (3.52 g, 3.05 mmol) were added to a round-bottom flask and dissolved in THF (200 ml) and distilled water (75 ml), and then stirred and refluxed at 60 ° C. for 12 hours. When the reaction was completed, after removing the aqueous layer, 12.3 g (83%) of intermediate Int-02 was obtained by using column chromatography (hexane: DCM (20%)).

[0293] Synthesis Example 4: Synthesis of Intermediate Int-03

[0294] [Reaction formula 4]

[0295]

[0296] Intermediate Int-02 (15 g, 61.65 mmol), 2-fluorobromobenzene (11.33 g, 64.73 mmol) and K 2 PO 4 (28.79 g, 135.64 mmol) were added to a round-bottom flask and dissolved in DMF (200 ml), and then stirred and refluxed at 150° C. for 12 hours. When the reaction was completed, water was added thereto, followed by stirring for 30 minutes, and after removing the aqueous layer and the organic solvent, 18.2 g (74%) of intermediate Int-03 was obtained by using column chromatography (hexane: DCM 20%).

[0297] Synthesis Example 5: Synthesis of Intermediate Int-04

[0298] [Reaction formula 5]

[0299]

[0300] Intermediate Int-03 (15g, 37.85mmol), bis-boronic acid pinacol ester (12.5g, 49.21mmol), Pd(dppf)Cl2 (1.73g, 1.9mmol) and potassium acetate (7.43g, 75.7mmol) are added to a round-bottom flask and dissolved in toluene (100ml). The mixture is stirred and refluxed at 120°C for 10 hours. When the reaction is complete, the mixture is poured into excess distilled water and then stirred for 1 hour. The solid is thus filtered and then dissolved in DCM. After removing moisture with MgSO4, the organic solvent is filtered through a silica gel pad and the organic solvent is removed under reduced pressure. The solid is thus recrystallized with ethyl acetate and hexane to obtain 14.6g (87%) of intermediate Int-04.

[0301] Synthesis Example 6: Synthesis of Intermediate Int-05

[0302] [Reaction formula 6]

[0303]

[0304] Intermediate Int-05 (yield: 15.3 g (76%)) was obtained in the same manner as in Synthesis Example 1, except that 2,4-dichloro-6-phenyl-1,3,5-triazine was used instead of 2,4-dichloro-6-(biphenyl-4-yl)-1,3,5-triazine.

[0305] Synthesis Example 7: Synthesis of Compound A-32

[0306] [Reaction formula 7]

[0307]

[0308] Compound A-32 was obtained in the same manner as in Synthesis Example 2 (yield: 17.1 g (78%)), except that Intermediate Int-04 and Intermediate Int-05 were used instead of (2-(9H-carbazol-9-yl)phenyl)boronic acid and Intermediate Int-01, respectively.

[0309] Synthesis Example 8: Synthesis of Intermediate Int-06

[0310] [Reaction formula 8]

[0311]

[0312] Intermediate Int-06 was obtained in the same manner as in Synthesis Example 1 (yield: 11.8 g (71%)), except that 2,4-dichloro-6-phenyl-1,3,5-triazine and 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole were used instead of 2,4-dichloro-6-(biphenyl-4-yl)-1,3,5-triazine and 9-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, respectively.

[0313] Synthesis Example 9: Synthesis of Compound A-57

[0314] [Reaction formula 9]

[0315]

[0316] Compound A-57 (yield: 8.7 g (79%)) was obtained in the same manner as in Synthesis Example 2, except that Intermediate Int-04 and Intermediate Int-06 were used instead of (2-(9H-carbazol-9-yl)phenyl)boronic acid and Intermediate Int-01, respectively.

[0317] Synthesis Example 10: Synthesis of Intermediate Int-07

[0318] [Reaction formula 10]

[0319]

[0320] Intermediate Int-07 (14.3 g (73%)) was obtained in the same manner as in Synthesis Example 1, except that 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole was used instead of 9-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole.

[0321] Synthesis Example 11: Synthesis of Compound A-47

[0322] [Reaction formula 11]

[0323]

[0324] Compound A-47 (7.4 g (81%)) was obtained in the same manner as in Synthesis Example 2, except that Intermediate Int-04 and Intermediate Int-07 were used instead of (2-(9H-carbazol-9-yl)phenyl)boronic acid and Intermediate Int-01, respectively.

[0325] Synthesis Example 12: Synthesis of Compound C-1

[0326]

[0327] Compound C-1 was synthesized by referring to the synthesis method disclosed in Registration Patent No. KR 2022-0063432.

[0328] Synthesis of the second compound

[0329] Synthesis Example 13: Synthesis of Compound B-139

[0330]

[0331] Compound B-139 was synthesized by referring to the synthesis method known in Registration Patent No. KR 10-2022-0156454A.

[0332] Synthesis Example 14: Synthesis of Compound B-136

[0333]

[0334] Compound B-136 was synthesized by referring to the synthesis method known in Registration Patent No. KR 10-1649683B1.

[0335] Synthesis Example 15: Synthesis of Compound C-2

[0336]

[0337] Compound C-2 was synthesized by referring to the synthesis method known in Registration Patent No. KR 2022-0087587 B1.

[0338] Synthesis Example 16: Synthesis of Compound C-3

[0339]

[0340] Compound C-3 was synthesized by referring to the synthesis method disclosed in Registration Patent No. KR 2022-0000384.

[0341] Example 1

[0342] A glass substrate coated with ITO (indium tin oxide) was cleaned with distilled water and ultrasonic waves. After cleaning with distilled water, the glass substrate was ultrasonically cleaned with a solvent such as isopropyl alcohol, acetone, methanol, etc. and dried, and then moved to a plasma cleaner, cleaned for 10 minutes using oxygen plasma, and moved to a vacuum depositor. The ITO transparent electrode thus obtained was used as an anode, and Compound A (available from Novaled) doped with 3% NDP-9 was vacuum deposited on the ITO substrate to form A thick hole injection layer is formed, and compound A is deposited on the hole injection layer to form Compound E is deposited on the hole transport layer to On the hole transport auxiliary layer, the compound A-22 synthesized in Synthesis Example 2 and the compound B-139 synthesized in Synthesis Example 13 were used as hosts at the same time and doped with 10 wt% of PhGD as a dopant to form a hole transport auxiliary layer by vacuum deposition. Here, compound A-22 and compound B-139 were used in a weight ratio of 3:7. Subsequently, compound F was deposited on the light-emitting layer to form Thick electron transport auxiliary layer, and compound G and LiQ are vacuum deposited at a weight ratio of 1:1 to form Thick electron transport layer. and Al The cathode is formed by vacuum deposition on the electron transport layer in sequence, thereby manufacturing a green organic light-emitting diode.

[0343] The organic light emitting diode has the following structure: ITO / compound A (3% NDP-9 doping, ) / Compound A / Compound E / EML[{host = compound A-22: compound B-139: dopant = PhGD} = 27:63:10 wt%)] / Compound F / Compound G:LiQ / LiQ / Al

[0344] Compound A: N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine

[0345] Compound E: N,N-bis(9,9-dimethyl-9H-fluoren-4-yl)-9,9-spirobi(fluoren)-2-amine

[0346] Compound F: 2-[3'-(9,9-dimethyl-9H-fluoren-2-yl)[1,1'-biphenyl]-3-yl]-4,6-diphenyl-1,3,5-triazine

[0347] Compound G: 2-[4-[4-(4'-cyano-1,1'-biphenyl-4-yl)-1-naphthyl]phenyl]-4,6-diphenyl-1,3,5-triazine

[0348] [PhGD]

[0349]

[0350] Examples 2 to 6 and Comparative Examples 1 to 3

[0351] An organic light emitting diode was manufactured in the same manner as in Example 1, except that the compositions were changed to those shown in Table 1.

[0352] evaluate

[0353] The driving voltage, luminous efficiency, and lifespan characteristics of the organic light emitting diodes according to Examples 1 to 6 and Comparative Examples 1 to 3 were evaluated.

[0354] The specific measurement method is shown below, and the results are shown in Table 1.

[0355] (1) Measuring the change in current density according to voltage change

[0356] While increasing the voltage from 0 V to 10 V, the current value flowing through the unit diode in the obtained organic light emitting diode was measured using a current-voltage meter (Keithley 2400), and the measured current value was divided by the area to provide a result.

[0357] (2) Measuring brightness changes according to voltage changes

[0358] While increasing the voltage of the organic light emitting diode from 0 V to 10 V, the luminance was measured using a luminance meter (Minolta Cs-1000A).

[0359] (3) Measure luminous efficiency

[0360] Using the luminance and current density and voltage measured by (1) and (2) above, calculate the current density (10 mA / cm 2 ) under the current efficiency (cd / A).

[0361] The luminous efficiency values ​​of Examples 1 to 6 and Comparative Examples 1 to 3 were calculated as relative values ​​based on Example 1 and are listed in Table 1.

[0362] (4) Measurement life

[0363] In the case of brightness (cd / m 2 ) maintained at 24000cd / m 2 At the same time, the time required for each current efficiency (cd / A) to decrease to 97% was measured as the lifespan.

[0364] The life measurement values ​​of Examples 1 to 6 and Comparative Examples 1 to 3 were calculated as relative values ​​based on Example 1 and are listed in Table 1.

[0365] [Table 1]

[0366]

[0367]

[0368] Referring to Table 1, the organic light emitting diodes according to Examples 1 to 6 had significantly improved device characteristics compared to the organic light emitting diodes according to Comparative Examples 1 to 3.

[0369] Specifically, when comparing Example 1 and Comparative Example 1, the lifespan characteristics are significantly improved, and

[0370] Furthermore, when a structure containing amine in the host structure (as in Comparative Examples 2 and 3) was used as the second host, the lifespan characteristics were significantly degraded.

Claims

1. A composition for an organic optoelectronic device, comprising: a first compound represented by Chemical Formula 1; and The second compound represented by Chemical Formula 2: [Chemical Formula 1] In Chemical Formula 1, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group, R 1 to R 5 are each independently hydrogen, deuterium, cyano, substituted or unsubstituted C1 to C10 alkyl, or substituted or unsubstituted C6 to C12 aryl, m1 and m3 to m5 are each independently one of integers from 1 to 4, and m2 is an integer from 1 to 3; [Chemical Formula 2] In Chemical Formula 2, R 6 to R 10 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclic group, Ar 3 and Ar 4 are each independently a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group, L 1 and L 2 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, m6, m9 and m10 are each independently one of integers from 1 to 4, m7 and m8 are each independently one of integers from 1 to 3, and n is one of integers from 0 to 2.

2. The composition for an organic optoelectronic device according to claim 1, wherein Chemical Formula 1 is represented by any one of Chemical Formula 1A to Chemical Formula 1D: [Chemical Formula 1A] [Chemical Formula 1B] [Chemical Formula 1C] [Chemical Formula 1D] In Chemical Formulae 1A to 1D, R 1 to R 5 、Ar 1 、Ar 2 and m1 to m5 as defined in claim 1.

3. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 1, Ar 1 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzosilyl group.

4. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 1, R 1 to R 5 Each is independently hydrogen, deuterium, cyano, substituted or unsubstituted C1 to C5 alkyl, substituted or unsubstituted phenyl, or substituted or unsubstituted biphenyl.

5. The composition for an organic optoelectronic device according to claim 1, wherein The first compound is selected from the compounds listed in Group 1: [Group 1] 6. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 2, Ar 3 and Ar 4 Each is independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiazolyl group, a substituted or unsubstituted pyridyl group, or a substituted or unsubstituted fluorenyl group.

7. The composition for an organic optoelectronic device according to claim 1, wherein Chemical formula 2 is represented by Chemical formula 2-8: [Chemical Formula 2-8] In Chemical Formula 2-8, R 6 to R 9 are each independently hydrogen, deuterium or a substituted or unsubstituted C6 to C12 aryl group, m6 and m9 are each independently an integer from 1 to 4, m7 and m8 are each independently one of integers from 1 to 3, and L 1 -Ar 3 and L 2 -Ar 4 are each independently one of the substituents listed in Group I, [Group I] In Group I, R 17 to R 21 are each independently hydrogen, deuterium, cyano, C1 to C10 alkyl, or C6 to C12 aryl, m17 is an integer from 1 to 5, m18 is an integer from 1 to 4, m19 is an integer from 1 to 3, m20 is an integer of 1 or 2, m21 is one of integers from 1 to 7, and * is the connection point.

8. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 2, Ar 3 and Ar 4 At least one of them is a substituted or unsubstituted carbazolyl group.

9. The composition for an organic optoelectronic device according to claim 1, wherein The second compound is selected from the compounds listed in Group 2: [Group 2] (Dn refers to the number of deuterium atom substitutions and represents a structure in which one or more deuterium atoms are substituted).

10. An organic optoelectronic device comprising: an anode and a cathode facing each other, and at least one organic layer between the anode and the cathode, The organic layer comprises the composition for an organic optoelectronic device according to any one of claims 1 to 9. The organic optoelectronic device according to claim 10 , wherein: The organic layer includes a light-emitting layer, and The light-emitting layer includes the composition for an organic optoelectronic device. 12 . A display device comprising the organic optoelectronic device according to claim 10 .

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