Composition for 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. Details of the chemical formula 1 and the chemical formula 2 are described 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] Z 1 to Z 3 Each independently is N or CR a ,

[0016] Z1 from Z 3 at least two of which are N,

[0017] L 1 to L 3 each independently is a single bond, a substituted or unsubstituted C6 - C20 arylene group or a substituted or unsubstituted C2 - C30 heterocyclic group,

[0018] Ar 1 and Ar 2 each independently is hydrogen, deuterium, a substituted or unsubstituted C1 - C10 alkyl group, a substituted or unsubstituted C6 - C30 aryl group or a substituted or unsubstituted C2 - C30 heterocyclic group, and

[0019] R a and R 1 to R 8 each independently is hydrogen, deuterium, a substituted or unsubstituted C1 - C10 alkyl group, a substituted or unsubstituted C6 - C30 aryl group, a substituted or unsubstituted C2 - C30 heterocyclic group or a combination thereof;

[0020] [Chemical formula 2]

[0021]

[0022] In Chemical formula 2,

[0023] X 1 is O or S,

[0024] Ar 3 is a substituted or unsubstituted C6 - C30 aryl group, a substituted or unsubstituted C2 - C30 heterocyclic group or a combination thereof,

[0025] R 9 to R 12 each independently is hydrogen, deuterium, cyano group, halogen, a substituted or unsubstituted amino group, a substituted or unsubstituted C1 - C30 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C6 - C30 aryl group or a substituted or unsubstituted C2 - C30 heterocyclic group,

[0026] R 13 to R 15 each independently is hydrogen, deuterium or a substituted or unsubstituted phenyl group,

[0027] m5 is an integer of 1 or 2,

[0028] m2 and m3 each independently is one of the integers from 1 to 3,

[0029] m1, m4 and m6 each independently is one of the integers from 1 to 4, and

[0030] m7 is one of the integers from 1 to 5.

[0031] 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 contains a composition for an organic optoelectronic device.

[0032] According to another embodiment, a display device including an organic optoelectronic device is provided.

[0033] Advantageous Effects

[0034] An organic optoelectronic device with high efficiency, long life, and low drive can be achieved. Description of the Drawings

[0035] Figure 1 is a cross-sectional view showing an organic light-emitting diode according to one embodiment.

[0036] <Description of Reference Numerals>

[0037] 100: Organic light-emitting diode

[0038] 105: Organic layer

[0039] 110: Cathode

[0040] 120: Anode

[0041] 130: Light-emitting layer

[0042] 140: Hole transport region

[0043] 150: Electron transport region Detailed Description of the Embodiments

[0044] Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary, and the present disclosure is not limited thereto.

[0045] In this specification, when no other definition is provided, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by the following: deuterium, halogen, hydroxyl, amino, substituted or unsubstituted C1-C30 amino group, nitro, substituted or unsubstituted C1-C40 silyl group, C1-C30 alkyl group, C1-C10 alkylsilyl group, C6-C30 arylsilyl group, C3-C30 cycloalkyl group, C3-C30 heterocycloalkyl group, C6-C30 aryl group, C2-C30 heteroaryl group, C1-C20 alkoxy group, C1-C10 trifluoroalkyl group, cyano, or a combination thereof.

[0046] In one example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by the following: deuterium, cyano, C1-C30 alkyl, C1-C10 alkylsilyl, C6-C30 arylamino, C6-C30 arylsilyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C6-C30 aryl or C2-C30 heteroaryl. In one specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by the following: deuterium, cyano, C1-C20 alkyl, C6-C30 arylamino, C6-C30 aryl or C2-C30 heteroaryl. In one specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by the following: deuterium, cyano, C1-C5 alkyl, C6-C20 arylamino, C6-C18 aryl, dibenzofuranyl, dibenzothiophenyl, carbazolyl or pyridyl. In one specific example of the present invention, "substituted" means that at least one hydrogen of a substituent or a compound is replaced by the following: deuterium, cyano, methyl, ethyl, propyl, butyl, C6-C20 arylamino, phenyl, biphenyl, terphenyl, naphthyl, triphenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl or pyridyl.

[0047] In this specification, "unsubstituted" means that a hydrogen atom is not replaced by another substituent and the hydrogen atom is retained.

[0048] In this specification, "hydrogen substitution (-H)" may include "deuterium substitution (-D)" or "tritium substitution (-T)".

[0049] In this specification, when no other definition is provided, "hetero" means that a functional group includes one to three heteroatoms selected from N, O, S, P and Si and the remaining carbon.

[0050] In this specification, "aryl" means 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 connected by a σ bond and may be, for example, biphenyl, terphenyl, quaterphenyl, etc., and two or more hydrocarbon aromatic moieties are directly or indirectly fused to provide a non-aromatic fused ring, such as fluorenyl.

[0051] Aryl may include monocyclic, polycyclic or fused polycyclic (i.e., rings sharing adjacent carbon atom pairs) functional groups.

[0052] In the present specification, "heterocyclic group" is a superordinate concept of heteroaryl group, 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 group, a cycloalkyl group, their fused rings or their combination. When the heterocyclic group is a fused ring, the entire ring or each ring of the heterocyclic group may include one or more heteroatoms.

[0053] For example, "heteroaryl group" may refer to an aryl group including at least one heteroatom selected from N, O, S, P and Si. Two or more heteroaryl groups are directly connected by a σ bond, or when the heteroaryl group includes two or more rings, two or more rings may be fused. When the heteroaryl group is a fused ring, each ring may include one to three heteroatoms.

[0054] More specifically, the substituted or unsubstituted C6-C30 aryl group may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted condensed 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 chrysenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted indenyl group or their combination, but not limited thereto.

[0055] More specifically, the substituted or unsubstituted C2-C30 heterocyclic group may be a substituted or unsubstituted furyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted benzofuryl group, a substituted or unsubstituted benzothienyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted benzoxazinyl group, a substituted or unsubstituted benzothiazinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxazinyl group, a substituted or unsubstituted dibenzofuryl group or a substituted or unsubstituted dibenzothiophenyl group or their combination, but not limited thereto.

[0056] In this specification, the hole property refers to the ability to provide electrons to form holes when an electric field is applied, and due to the conductive property 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.

[0057] In addition, the electron property refers to the ability to accept electrons when an electric field is applied, and due to the conductive property according to the lowest unoccupied molecular orbital (LUMO) energy level, the electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer.

[0058] Hereinafter, a composition for an organic optoelectronic device according to an embodiment is described.

[0059] A composition for an organic optoelectronic device according to an embodiment includes a first compound represented by Chemical Formula 1 and a second compound represented by Chemical Formula 2.

[0060] The first compound may be represented by Chemical Formula 1.

[0061] [Chemical Formula 1]

[0062]

[0063] In Chemical Formula 1, 3]

[0064] Z 1 to Z 3 are each independently N or C-R a ,

[0065] Z 1 to Z 3 at least two of which are N,

[0066] L 1 to L 3 are each independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0067] Ar 1 and Ar 2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,

[0068] R a and R 1 to R 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof.

[0069] The first compound represented by Chemical Formula 1 has a structure in which a carbazole is used as a basic skeleton and a ring containing at least one nitrogen (a 6-membered nitrogen-containing ring) is substituted at the 9-position of the carbazole.

[0070] The first compound can have a structure that easily accepts electrons when an electric field is applied by including a ring containing at least one nitrogen, and thus can reduce the driving voltage of an organic optoelectronic device to which the compound is applied.

[0071] In addition, the first compound forms a bipolar structure by including a carbazole that easily accepts holes, so that the flow of holes and electrons can be appropriately balanced, thereby improving the efficiency of an organic optoelectronic device to which the compound is applied.

[0072] In particular, by connecting to a 6-membered nitrogen-containing ring in the 9-position direction (N direction) of the carbazole, the π-bond through the C-N bond is broken, so that the electron cloud between the HOMO and the LUMO is clearly localized to the hole transport part and the electron transport part, thereby widening the HOMO-LUMO band gap, and thus the efficiency of an organic light-emitting diode to which it is applied can be further improved.

[0073] For example, in Chemical Formula 1, Ar 1 and Ar 2 can each independently be hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, 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 phenanthryl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0074] As a specific example, in Chemical Formula 1, Ar 1 and Ar 2 can each independently be hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0075] For example, L 1 and L 2 can each independently be a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group.

[0076] For example, in Chemical Formula 1, L 1 -Ar <00 supposing it is a typo and should be 1 and L 2 -Ar2 may each independently be selected from the substituents listed in Group I.

[0077] [Group I]

[0078]

[0079] In Group I,

[0080] R 16 to R 18 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C6-C12 aryl,

[0081] Ar 4 is substituted or unsubstituted C6-C12 aryl,

[0082] m8 is one of the integers from 1 to 5,

[0083] m9 is one of the integers from 1 to 4,

[0084] m10 is one of the integers from 1 to 3, and

[0085] * is the point of attachment.

[0086] In Group I, when m8 is 2 or greater, R 16 may each be the same as or different from one another.

[0087] In Group I, when m9 is 2 or greater, R 17 may each be the same as or different from one another.

[0088] In Group I, when m10 is 2 or greater, R 18 may each be the same as or different from one another.

[0089] For example, in Chemical Formula 1, L 3 may be a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted triphenylenylene group, or substituted or unsubstituted carbazolyl.

[0090] For example, in Chemical Formula 1, L 3 may be selected from a single bond or the linking groups listed in Group II.

[0091] [Group II]

[0092]

[0093] In Group II,

[0094] R 19 to R21 Each independently is hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group,

[0095] Ar 5 is a substituted or unsubstituted C6 to C12 aryl group,

[0096] m11 is one of the integers from 1 to 4,

[0097] m12 is one of the integers from 1 to 3,

[0098] m13 is the integer 1 or 2, and

[0099] * is a point of attachment.

[0100] In Group II, when m11 is 2 or greater, R 19 may each be the same as or different from one another.

[0101] In Group II, when m12 is 2 or greater, R 20 may each be the same as or different from one another.

[0102] In Group II, when m13 is 2 or greater, R 21 may each be the same as or different from one another.

[0103] For example, in Chemical Formula 1, R 1 to R 8 may each independently be hydrogen, deuterium, a cyano group, a substituted or unsubstituted C6 to C20 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group.

[0104] As a specific example, in Chemical Formula 1, R 1 to R 8 may each independently be hydrogen, deuterium, a cyano group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

[0105] The first compound may be, for example, one selected from the compounds listed in Group 1.

[0106] [Group 1]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122] The second compound may be represented by Chemical Formula 2.

[0123] [Chemical Formula 2]

[0124]

[0125] In Chemical Formula 2,

[0126] X 1 It is O or S,

[0127] Ar 3 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,

[0128] R 9 to R 12 are each independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted silyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C2 to C30 heterocyclic group,

[0129] R 13 to R 15 are each independently hydrogen, deuterium or substituted or unsubstituted phenyl,

[0130] m5 is an integer of 1 or 2,

[0131] m2 and m3 are each independently an integer from 1 to 3,

[0132] m1, m4, and m6 are each independently one of the integers from 1 to 4, and

[0133] m7 is one of the integers from 1 to 5.

[0134] The second compound has hole characteristics, and at least one N-direction substituent of the bi-carbazole is dibenzofuran (or dibenzothiophene), and dibenzofuran (or dibenzothiophene) has a structure in which a phenyl group is substituted at the 1-position.

[0135] The bi-carbazole having dibenzofuran (or dibenzothiophene) substituted with a phenyl group at the 1-position has the property of making the molecular spacing between the hole characteristics part and the electron characteristics part closer. In particular, the LUMO of the hole characteristics part and the LUMO of the electron characteristics part are arranged close to each other, so that the LUMO of the electron characteristics part extends to the LUMO of the hole characteristics part, so that deposition can be carried out in an arrangement manner favorable for electron transport. Due to the structural arrangement described above, the low drive / high efficiency characteristics of the organic light-emitting diode using it can be achieved.

[0136] In particular, by using it together with the above-mentioned first compound, the charge balance is appropriately maintained, which is favorable for exciton formation and thus enables the achievement of high-efficiency device characteristics.

[0137] In Chemical Formula 2, when m1 is 2 or greater, R 9 Each may be the same as or different from each other.

[0138] In Chemical Formula 2, when m2 is 2 or greater, R 10 Each may be the same as or different from each other.

[0139] In Chemical Formula 2, when m3 is 2 or greater, R 11 Each may be the same as or different from each other.

[0140] In Chemical Formula 2, when m4 is 2 or greater, R 12 Each may be the same as or different from each other.

[0141] In Chemical Formula 2, when m5 is 2 or greater, R 13 Each may be the same as or different from each other.

[0142] In Chemical Formula 2, when m6 is 2 or greater, R 14 Each may be the same as or different from each other.

[0143] In Chemical Formula 2, when m7 is 2 or greater, R 15 Each may be the same as or different from each other.

[0144] For example, the second compound may be represented by any one of Chemical Formulas 2-1 to 2-16.

[0145]

[0146]

[0147] [Chemical formula 2-16]

[0148]

[0149] In Chemical formulas 2-1 to 2-16, X 1 , Ar 3 , R 9 to R 15 and m1 to m7 are defined as above.

[0150] For example, the second compound can be represented by Chemical formula 2-11.

[0151] For example, in Chemical formula 2, Ar 3 can 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 terphenylene group, or a substituted or unsubstituted fluorenyl group.

[0152] As a specific example, in Chemical formula 2, Ar 3 can be a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group.

[0153] For example, in Chemical formula 2, R 9 to R 12 can each independently be hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group.

[0154] As a specific example, in Chemical formula 2, R 9 to R 12 each independently are hydrogen, deuterium, a substituted or unsubstituted C6-C12 aryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0155] As a more specific example, in Chemical formula 2, R 9 to R 12 each independently are hydrogen, deuterium, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

[0156] For example, in Chemical formula 2, R9 to R 12 may each independently be hydrogen or deuterium.

[0157] For example, the second compound may be one selected from the compounds listed in Group 2, but is not limited thereto.

[0158] [Group 2]

[0159]

[0160]

[0161]

[0162]

[0163] For example, the first compound and the second compound may be included in a weight ratio of 1:99 to 99:1. Within the above range, the desired weight ratio can be adjusted using the electron transport ability of the first compound and the hole transport ability of the second compound to achieve bipolar characteristics, and thus improve efficiency and lifetime. 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, such as 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.

[0164] In addition to the above first compound and second compound, one or more compounds may also be included.

[0165] The above composition for an organic optoelectronic device may also include a dopant.

[0166] 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 phosphorescent dopant.

[0167] The dopant is a material that is mixed in a small amount with the composition for an organic optoelectronic device to cause luminescence, and is generally a material such as a metal complex that emits light by being excited to a triplet state or more multiple times. The dopant may be, for example, an inorganic, organic, or organic-inorganic compound, and one or more types thereof may be used.

[0168] Examples of the dopant may be phosphorescent dopants, and examples of the phosphorescent dopants may be organometallic compounds including Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd, or combinations thereof. The phosphorescent dopant may be, for example, a compound represented by Chemical Formula Z, but is not limited thereto.

[0169] [Chemical Formula Z]

[0170] L 4 MX 2

[0171] In Chemical Formula Z, M is a metal, and L 4 and X 2 are the same or different and are ligands that form a complex with M.

[0172] 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 2 can be, for example, bidentate ligands.

[0173] Examples of the ligands represented by L 4 and X 2 can be selected from the chemical formulas listed in Group A, but are not limited thereto.

[0174] [Group A]

[0175]

[0176]

[0177] In Group A,

[0178] R 300 to R 302 are each independently hydrogen, deuterium, a halogen-substituted or unsubstituted C1-C30 alkyl group, a C1-C30 aryl group substituted or unsubstituted with a C1-C30 alkyl group, or a halogen, and

[0179] R 303 to R 324 are each independently hydrogen, deuterium, a halogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C2-C30 alkenyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C1-C30 heteroaryl group, a substituted or unsubstituted C1-C30 amino group, a substituted or unsubstituted C6-C30 arylamino group, SF5, a trialkylsilyl group having a substituted or unsubstituted C1-C30 alkyl group, a dialkylarylsilyl group having a substituted or unsubstituted C1-C30 alkyl group and a C6-C30 aryl group, or a triarylsilyl group having a substituted or unsubstituted C6-C30 aryl group.

[0180] The dopant according to one embodiment can be an iridium complex and can be represented, for example, by Chemical Formula IV-1 or Chemical Formula IV-2.

[0181] [Chemical Formula IV-1]

[0182]

[0183] In Chemical Formula IV-1,

[0184] R 101 to R 116 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C20 aryl group, or -SiR 132 R 133 R 134 ,

[0185] R 132 to R 134 are each independently a substituted or unsubstituted C1-C6 alkyl group,

[0186] R 101 to R 116 at least one of which is a functional group represented by Chemical Formula IV,

[0187] L 100 is a bidentate ligand of a monovalent anion and is a ligand coordinated to iridium through a lone pair of electrons of a carbon or heteroatom, and

[0188] n1 and n2 are each independently any one of the integers from 0 to 3, and n1 + n2 is any one of the integers from 1 to 3,

[0189] [Chemical Formula IV]

[0190]

[0191] In Chemical Formula IV,

[0192] R 135 to R 139 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C20 aryl group, or -SiR 132 R 133 R 134 , and

[0193] * refers to the moiety attached to the carbon atom.

[0194] [Chemical Formula IV-2]

[0195]

[0196] In Chemical Formula IV-2,

[0197] R 101 to R 117Each is independently hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C20 aryl group, or -SiR 133 R 134 R 135 ,

[0198] R 133 to R 135 are each independently a substituted or unsubstituted C1-C6 alkyl group,

[0199] L 100 is a bidentate ligand of a monovalent anion and is a ligand coordinated to iridium through a lone pair of electrons of a carbon or heteroatom, and

[0200] n1 and n2 are each independently any one of the integers from 0 to 3, and n1 + n2 is any one of the integers from 1 to 3.

[0201] The dopant according to another embodiment may be a platinum complex and may be represented by, for example, Chemical Formula Z-1.

[0202] [Chemical Formula Z-1]

[0203]

[0204] In Chemical Formula Z-1, rings A, B, C, and D are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;

[0205] R A , R B , R C and R D are each independently mono-substituted, di-substituted, tri-substituted, tetra-substituted, or unsubstituted;

[0206] 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,

[0207] When nA is 1, L E 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;

[0208] R A , R6] B , R C , R D, R, and R' are each independently hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxyl, ester, nitrile, isonitrile, thioalkyl, sulfinyl, sulfonyl, phosphino, or a combination thereof; any adjacent R A , R B , R C , R D , R, and R' are optionally joined to each other to provide a ring; X B , X C , X D , and X E 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.

[0209] According to one embodiment, the dopant can be a platinum complex and can be represented by, for example, Chemical Formula V-1 or Chemical Formula V-2.

[0210]

[0211]

[0212] In Chemical Formula V-1 and Chemical Formula V-2,

[0213] X 100 is selected from O, S, and NR 131 ,

[0214] R 117 to R 131 are each independently hydrogen, deuterium, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C6-C20 aryl, or -SiR 132 R 133 R 134 ,

[0215] R 132 to R 134 are each independently substituted or unsubstituted C1-C6 alkyl, and

[0216] R 117 to R 131 at least one of is -SiR 132 R 133 R 134 or tert-butyl.

[0217] Hereinafter, an organic optoelectronic device containing the above-described composition for an organic optoelectronic device is described.

[0218] An organic optoelectronic device can be a suitable device that converts electrical energy into light energy and vice versa, such as an organic optoelectronic device, an organic light-emitting diode, an organic solar cell, or an organic photoreceptor drum.

[0219] In this document, with reference to the accompanying drawings, an organic light-emitting diode, which is an example of an organic optoelectronic device, is described.

[0220] Figure 1 is a cross-sectional view showing an organic light-emitting diode according to an embodiment.

[0221] Reference Figure 1 , an organic light-emitting diode 100 according to an 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.

[0222] The anode 120 can be made of a conductor having a large work function to facilitate hole injection, and can be, for example, a metal, a metal oxide, and / or a conductive polymer. The anode 120 can be, for example, a metal such as nickel, platinum, vanadium, chromium, copper, zinc, gold, etc. or an alloy thereof; a metal oxide such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), etc.; 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-(ethylenedioxy)thiophene) (PEDOT), polypyrrole, and polyaniline, but is not limited thereto.

[0223] The cathode 110 can be made of a conductor having a small work function to facilitate electron injection, and can be, for example, a metal, a metal oxide, and / or a conductive polymer. The cathode 110 can be, for example, a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, lead, cesium, barium, etc. or an alloy thereof; a multilayer structure material such as LiF / Al, LiO2 / Al, LiF / Ca, and BaF2 / Ca, but is not limited thereto.

[0224] The organic layer 105 can contain the above-described composition for an organic optoelectronic device.

[0225] The organic layer 105 can include a light-emitting layer 130, and the light-emitting layer 130 can contain the above-described composition for an organic optoelectronic device.

[0226] The composition for an organic optoelectronic device that further contains a dopant can be, for example, a greenlight emitting composition.

[0227] The light-emitting layer 130 can contain, for example, the above-described composition for an organic optoelectronic device as a phosphorescent host.

[0228] In addition to the light-emitting layer, the organic layer may further include a charge transport region.

[0229] The charge transport region may be, for example, a hole transport region 140.

[0230] The hole transport region 140 may further increase the hole injection and / or hole mobility between the anode 120 and the light-emitting layer 130 and block electrons.

[0231] 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 hole transport layer and the hole transport auxiliary layer may contain at least one of the compounds listed in Group B.

[0232] [Group B]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239] (Dn refers to the number of substituted deuterium atoms and represents a structure in which one or more deuterium atoms are substituted).

[0240] In the hole transport region 140, in addition to the compounds described above, known compounds disclosed in US5061569A, JP1993-009471A, WO1995-009147A1, JP1995-126615A, JP1998-095973A, etc. and compounds having similar structures may also be used.

[0241] In addition, the charge transport region may be, for example, an electron transport region 150.

[0242] The electron transport region 150 may further increase the electron injection and / or electron mobility between the cathode 110 and the light-emitting layer 130 and block holes.

[0243] 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 compound in Group C may be included in at least one of the electron transport layer and the electron transport auxiliary layer.

[0244] [Group C]

[0245]

[0246]

[0247]

[0248] One embodiment may be an organic light-emitting diode including a light-emitting layer as an organic layer.

[0249] Another embodiment may be an organic light-emitting diode including a light-emitting layer and a hole transport region as organic layers.

[0250] Another embodiment may be an organic light-emitting diode including a light-emitting layer and an electron transport region as organic layers.

[0251] As Figure 1 shown, 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 organic layers 105.

[0252] On the other hand, in addition to the light-emitting layer, the organic light-emitting diode may further include an electron injection layer (not shown), a hole injection layer (not shown), etc. as organic layers.

[0253] The organic light-emitting diode 100 may be manufactured as follows: an anode or a cathode is formed on a substrate, and then an organic layer is formed by a dry film method (such as vacuum deposition, sputtering, plasma plating, and ion plating), and a cathode or an anode is formed thereon.

[0254] The organic light-emitting diode may be applied to an organic light-emitting display device.

[0255] Mode of the Invention

[0256] Hereinafter, the embodiments will be described in more detail with reference to examples. However, these examples are illustrative, and the scope of the present invention is not limited thereto.

[0257] (Synthesis of the First Compound)

[0258] Synthesis Example 1: Synthesis of Compound A-1

[0259] [Reaction Formula 1]

[0260]

[0261] Step 1: Synthesis of Intermediate int-01

[0262] 3-phenyl-9H-carbazole (30g, 123.3mmol), 1-bromo-4-chlorobenzene (23.6g, 123.3mmol), sodium tert-butoxide (23.7g, 246.6mmol), tri-tert-butylphosphine (2.5g, 12.3mmol) and Pd2(dba)3 (5.6g, 6.2mmol) were added to a round-bottom flask, dissolved in xylene (600ml), and stirred at reflux for 8 hours at 150°C. When the reaction was complete, the filtrate obtained was adsorbed after removing the salt by filtration. Column chromatography (hexane: DCM (25%)) was used to obtain 28.4g (65%) of intermediate int-01.

[0263] Step 2: Synthesis of Intermediate int-02

[0264] Intermediate int-01 (28g, 79.1mmol), bis(pinacolato)diboron (24.1g, 94.9mmol), tricyclohexylphosphine (3.8g, 15.8mmol), potassium acetate (15.5g, 158.3mmol) and Pd(dppf)Cl2 (1.9g, 2.4mmol) were added to a round-bottom flask and dissolved in 250ml of xylene. The mixture was stirred and refluxed at 120°C for 8 hours. When the reaction was complete, it was cooled to room temperature and after removing salts by filtration, excess DCM and distilled water were added thereto for extraction. Column chromatography (hexane:DCM (30%)) was used to obtain 20.4g (82%) of intermediate int-02.

[0265] Step 3: Synthesis of Compound A-1

[0266] 2-Chloro-4-(biphenyl-4-yl)-6-phenyl-1,3,5-triazine (14.1 g, 41.0 mmol), intermediate int-02 (20.1 g, 45.1 mmol), K2CO3 (11.3 g, 82.0 mmol) and Pd(PPh3)4 (2.4 g, 2.1 mmol) were added to a round-bottom flask, dissolved in THF (200 ml) and distilled water (40 ml), and stirred under reflux at 70°C for 12 hours. After the reaction was completed, the solid was separated by filtration and recrystallized from monochlorobenzene to obtain 18.5 g (72%) of compound A-1.

[0267] Synthesis Example 2: Synthesis of Compound A-27

[0268] [Reaction formula 2]

[0269]

[0270] Step 1: Synthesis of Intermediate int-03

[0271] 2,4-bis([1,1'-biphenyl]-4-yl)-6-chloro-1,3,5-triazine (40g, 95.3mmol), 4-chloro-2-fluorophenylboric acid (15.8g, 90.5mmol), K2CO3 (26.3g, 190.5mmol) and Pd(PPh3)4 (5.5g, 4.8mmol) were added to a round-bottom flask, dissolved in THF (320ml) and distilled water (100ml), and stirred at reflux for 12 hours at 70°C. After the reaction was complete, the precipitated solid was filtered and then hot filtered on silica (silica, silica gel) using monochlorobenzene. The filtrate was distilled under reduced pressure and recrystallized with monochlorobenzene to obtain 38.6g (83%) of intermediate int-03.

[0272] Step 2: Synthesis of Intermediate int-04

[0273] The intermediate int-03 (21.7 g, 42.2 mmol), phenylboronic acid (15.4 g, 126.7 mmol), Cs2CO3 (27.5 g, 84.4 mmol), tri-tert-butylphosphine (1.7 g, 8.4 mmol) and Pd2(dba)3 (1.9 g, 2.1 mmol) were added to a round-bottom flask, dissolved in 200 ml of 1,4-dioxane, and then stirred and refluxed at 120 ° C for 8 hours. When the reaction was completed, an excess of distilled water was added to the reactant, which was then stirred for 30 minutes and the solid precipitated therein was filtered. After hot silica filtration using monochlorobenzene, the filtrate thus obtained was distilled under reduced pressure and recrystallized from monochlorobenzene to obtain 22.1 g (94%) of the intermediate int-04.

[0274] Step 3: Synthesis of Compound A-27

[0275] Intermediate int-04 (22.1 g, 39.8 mmol), 9H-carbazole (8.0 g, 47.7 mmol) and K 3 PO 4 (16.9 g, 79.6 mmol) were added to a round-bottom flask, dissolved in DMF (120 ml), and stirred at reflux for 4 hours at 150 ° C. When the reaction was complete, the reactants were slowly added to excess water in a dropwise manner to precipitate a solid, and the solid was filtered. Column chromatography (hexane: DCM (30%)) was used to obtain 24.6 g (88%) of compound A-27.

[0276] (Synthesis of the Second Compound)

[0277] Synthesis Example 3: Synthesis of Compound B-1

[0278] [Reaction formula 3]

[0279]

[0280] Step 1: Synthesis of Intermediate int-05

[0281] 1-Bromo-2-fluorodibenzofuran (15.5 g, 58.5 mmol), phenylboronic acid (8.6 g, 70.2 mmol), K2CO3 (16.2 g, 117.0 mmol) and Pd(PPh3)4 (3.4 g, 2.9 mmol) were added to a round-bottom flask, dissolved in 200 ml of THF and 60 ml of distilled water, and then stirred and refluxed at 70 °C for 12 hours. When the reaction was complete, the solid extracted therein was filtered and treated by column chromatography (hexane:DCM (20%)) to obtain 11.5 g (75%) of intermediate int-05.

[0282] Step 2: Synthesis of Compound B-1

[0283] The intermediate int-05 (11.5 g, 43.9 mmol), 9-phenyl-3,3'-bicarbazole (35.8 g, 87.7 mmol) and K3PO4 (18.6 g, 87.7 mmol) were added to a round-bottom flask, dissolved in 150 ml of NMP, and then stirred and refluxed at 200 °C for 6 hours. When the reaction was complete, the reactants were slowly added dropwise to excess water to precipitate the solid, and the solid was thus filtered. 19.4 g (68%) of compound B-1 was obtained using column chromatography (hexane:DCM (35%)).

[0284] Comparative Synthesis Example 1: Synthesis of Compound C-1

[0285] [Reaction Scheme 4]

[0286]

[0287] Step 1: Synthesis of Intermediate int-06

[0288] Intermediate int-06 was synthesized by referring to the synthesis method disclosed in the registered patent number KR 1862881 B1.

[0289] Step 2: Synthesis of Compound C-1

[0290] The intermediate int-06 (15.6 g, 48.3 mmol), 9-phenyl-3,3'-bicarbazole (19.7 g, 48.3 mmol), sodium tert-butoxide (9.3 g, 96.5 mmol), SPhos (2.0 g, 4.9 mmol) and Pd2(dba)3 (2.2 g, 2.4 mmol) were added to a round-bottom flask, dissolved in 150 ml of xylene, and then stirred under reflux at 150 °C for 6 hours. When the reaction was completed, after removing the salt by filtration, the filtrate thus obtained was adsorbed on silica gel. Compound C-1 (23.9 g, 76%) was obtained using column chromatography (hexane:DCM (30%)).

[0291] Comparative Synthesis Example 2: Synthesis of Compound C-2

[0292]

[0293] Compound C-2 was synthesized by referring to the synthesis method known in the registered patent number KR 2290362 B1.

[0294] Comparative Synthesis Example 3: Synthesis of Compound C-3

[0295]

[0296] Compound C-3 was synthesized by referring to the synthesis method known in the registered patent number KR 2247294 B1.

[0297] (Manufacture of Organic Light-Emitting Diode)

[0298] Example 1

[0299] A glass substrate coated with ITO (indium tin oxide) was washed with distilled water and ultrasonic waves. After washing with distilled water, the glass substrate was ultrasonically washed with a solvent such as isopropanol, acetone, methanol, etc. and dried, then transferred to a plasma cleaner, cleaned with oxygen plasma for 10 minutes, and transferred to a vacuum evaporator. The obtained ITO transparent electrode was used as the anode, and compound A doped with 3% NDP-9 (available from Novaled) was vacuum deposited on the ITO substrate to form a thick hole injection layer, and compound A was deposited on the hole injection layer to form a thick hole transport layer. Compound B was deposited on the hole transport layer to a thickness of to form a hole transport auxiliary layer. On the hole transport auxiliary layer, compound A-1 synthesized in Synthesis Example 1 and compound B-1 synthesized in Synthesis Example 3 were used as hosts simultaneously at a weight ratio of 3:7, and doped with 10 wt% of PhGD as a dopant to form a thick light-emitting layer by vacuum deposition. Next, compound C was deposited on the light-emitting layer to form a A thick electron transport auxiliary layer, and simultaneously vacuum depositing Compound D and Liq at a weight ratio of 1:1 to form a thick electron transport layer. LiQ and Al are successively vacuum deposited on the electron transport layer to form a cathode, thereby manufacturing an organic light emitting diode.

[0300] The organic light emitting diode has the following structure: ITO / Compound A (doped with 3% NDP-9, ) / Compound A / Compound B / EML [90 wt% host (Compound A-1:Compound B-1 = 3:7 w / w):10 wt% PhGD] / Compound C / Compound D:LiQ / LiQ / Al

[0301] Compound A: N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluorene-2-amine

[0302] Compound B: N,N-bis(9,9-dimethyl-9H-fluoren-4-yl)-9,9-spirobi(fluorene)-2-amine

[0303] Compound C: 2-[3'-(9,9-dimethyl-9H-fluoren-2-yl)[1,1'-biphenyl]-3-yl]-4,6-diphenyl-1,3,5-triazine

[0304] Compound D: 2-(biphenyl-4-yl)-4-(9,9-diphenyl-9H-fluoren-4-yl)-6-phenyl-1,3,5-triazine

[0305] [PhGD]

[0306]

[0307] Example 2 and Comparative Examples 1 to 3

[0308] The diodes of Example 2 and Comparative Examples 1 to 3 were manufactured in the same manner as in Example 1, except that the host was changed as described in Table 1.

[0309] Evaluation

[0310] (1) Measuring the change in current density according to the change in voltage

[0311] While increasing the voltage from 0 V to 10 V, the current value flowing through the unit diode in the 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 the result.

[0312] (2) Measure the change in luminance according to the change in voltage

[0313] While increasing the voltage of the organic light-emitting diode from 0 V to 10 V, the luminance was measured by using a luminance meter (Minolta Cs-1000A).

[0314] (3) Measure the luminous efficiency

[0315] Use the luminance and current density measured in (1) and (2) above to calculate the luminous efficiency (cd / A) at the same current density (10 mA / cm 2 ).

[0316] The luminous efficiency ratios of Example 1 and Comparative Examples 1 to 3 were calculated as relative values based on Comparative Example 1 and are listed in Table 1.

[0317] (4) Measure the driving voltage

[0318] Use a current-voltage meter (Keithley 2400) to measure the driving voltage of each diode at 15 mA / cm 2 to obtain the result.

[0319] The driving voltage ratios of Example 1 and Comparative Examples 1 to 3 were calculated as relative values based on Comparative Example 1 and are listed in Table 1.

[0320] [Table 1]

[0321] First Main Body Second Main Body Drive Voltage Ratio (%) Luminous Efficiency Ratio (%) Example 1 A-1 B-1 95 107 Example 2 A-27 B-1 96 109 Comparative Example 1 A-1 C-1 100 100 Comparative Example 2 A-1 C-2 106 99 Comparative Example 3 A-1 C-3 105 94

[0322] Referring to Table 1, compared with the organic light-emitting diodes according to Comparative Examples 1 to 3, the organic light-emitting diodes according to Example 1 and 2 have a significantly improved driving voltage while maintaining a comparable or higher efficiency.

[0323] Although the present invention has been described in connection with presently considered practical embodiments, it is to be understood that the invention is not limited to the disclosed embodiments, but on the contrary, the invention is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims.

Claims

1. A composition for an organic optoelectronic device, comprising a first compound represented by Chemical Formula 1; and a second compound represented by Chemical Formula 2: [Chemical Formula 1] In Chemical Formula 1, Z 1 to Z 3 each independently is N or C-R a , Z 1 from Z 3 at least two of which are N, L 1 to L 3 each independently is a single bond, a substituted or unsubstituted C6-C20 arylene group or a substituted or unsubstituted C2-C30 heterocyclic group, Ar 1 and Ar 2 each independently is hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group, and R a and R 1 to R 8 each independently is hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, or a combination thereof; [Chemical Formula 2] In Chemical Formula 2, X 1 is O or S, Ar 3 is a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heterocyclic group, or a combination thereof, R 9 to R 12 each independently is hydrogen, deuterium, cyano, halogen, a substituted or unsubstituted amino group, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heterocyclic group, R 13 to R 15 each independently is hydrogen, deuterium or a substituted or unsubstituted phenyl group, m5 is an integer of 1 or 2, m2 and m3 are each independently one of the integers from 1 to 3, m1, m4 and m6 are each independently one of the integers from 1 to 4, and m7 is one of the integers from 1 to 5.

2. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 1, Ar 1 and Ar 2 are each independently hydrogen, deuterium, a substituted or unsubstituted C1-C10 alkyl group, 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 terphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

3. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 1, R 1 to R 8 are each independently hydrogen, deuterium, cyano, a substituted or unsubstituted C6-C20 aryl group, or a substituted or unsubstituted C2-C20 heterocyclic group.

4. The composition for an organic optoelectronic device according to claim 1, wherein the second compound is represented by Chemical Formula 2-11: [Chemical Formula 2-11] In Chemical Formula 2-11, X 1 , Ar 3 , R 9 to R 15 and m1 to m7 are defined in claim 1.

5. The composition for an organic optoelectronic device according to claim 1, wherein In Chemical Formula 2, Ar 3 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 anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted terphenylene group, or a substituted or unsubstituted fluorenyl group.

6. The composition for an organic optoelectronic device according to claim 1, wherein the first compound is selected from the compounds listed in Group 1, and the second compound is selected from the compounds listed in Group 2: [Group 1] [Group 2] 7. 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, wherein, the organic layer comprising the composition for an organic optoelectronic device according to any one of claims 1 to 6.

8. The organic optoelectronic device according to claim 7, wherein the organic layer includes a light-emitting layer, and the light-emitting layer contains the composition for an organic optoelectronic device.

9. The organic optoelectronic device according to claim 8, wherein the composition for an organic optoelectronic device further comprises a phosphorescent dopant.

10. The organic optoelectronic device according to claim 9, wherein the composition for an organic optoelectronic device is a green light-emitting composition.

11. A display device, comprising the organic optoelectronic device according to claim 8.

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