TWI848136B - Compound for organic optoelectronic device, composition, organic optoelectronic device, and display device - Google Patents

Abstract

Disclosed are a compound for an organic optoelectronic device represented by a combination of Chemical Formula 1 and 2, a composition for an organic optoelectronic device including the same, an organic optoelectronic device, and a display device.

Description

Compound, composition for organic optoelectronic device, organic optoelectronic device and display device

Disclosed are a compound for an organic optoelectronic device, a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device. The present invention relates to a compound for an organic optoelectronic device, a composition for an organic optoelectronic device, an organic optoelectronic device, and a display device.

Organic photovoltaic devices (organic photodiodes) are devices that convert electrical energy into light energy and vice versa.

Organic optoelectronic devices can be classified as follows according to their driving principles. One is a photodiode, in which excitons are generated by light energy, separated into electrons and holes, and transferred to different electrodes to generate electrical energy, and the other is a light-emitting diode, in which voltage or current is supplied to the electrodes to generate light energy from electrical energy.

Examples of organic photoelectric devices include organic photoelectric devices, organic light emitting diodes, organic solar cells, and organic photoconductor drums.

Among these, organic light emitting diodes (OLEDs) have recently attracted attention due to the increased demand for flat panel displays. Organic light emitting diodes convert electrical energy into light by applying current to organic light emitting materials, and the performance of organic light emitting diodes is affected by organic materials disposed between electrodes.

One embodiment provides a compound for an organic optoelectronic device, which can realize an organic optoelectronic device with high efficiency and long life.

Another embodiment provides a composition for an organic optoelectronic device, which includes the compound for an organic optoelectronic device.

Another embodiment provides an organic optoelectronic device, which includes the compound for an organic optoelectronic device or the composition for an organic optoelectronic device.

Another embodiment provides a display device, which includes the organic optoelectronic device.

According to one embodiment, a compound for an organic optoelectronic device represented by a combination of Chemical Formula 1 and Chemical Formula 2 is provided.

In Chemical Formulae 1 and 2, X is O or S, two adjacent ones of _a1 * to _a4 * are independently linking carbons linked to _b1 * and _b2 *, respectively, _b1 * and _b2 * are independently linking carbons, the rest of _a1 * to _a4 * not linked to _b1 * and _b2 * are independently ^CRa , ^Ra and ^R1 to ^R8 are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and at least one of ^Ra and ^R1 to ^R8 is a group represented by Chemical Formula A,

Wherein, in chemical formula A, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, ^Rb is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl or a combination thereof, ^R1 to ^R4 and ^Rb exist independently or their adjacent groups are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic, substituted or unsubstituted aromatic monocyclic or polycyclic, or substituted or unsubstituted heteroaromatic monocyclic or polycyclic, and the substitution means that at least one hydrogen is replaced by deuterium, cyano, C1 to C10 alkyl or C6 to C20 aryl.

According to another embodiment, a composition for an organic optoelectronic device includes a first compound for an organic optoelectronic device and a second compound for an organic optoelectronic device. The first compound for an organic optoelectronic device includes the aforementioned compound for an organic optoelectronic device, and the second compound for an organic optoelectronic device is represented by Chemical Formula 3 or a combination of Chemical Formula 4 and Chemical Formula 5.

In Chemical Formula 3, ^Ar1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and Ring B is represented by Chemical Formula B-1 or Chemical Formula B-2,

* _C1 and * _C2 of Chemical Formula B-1 are independently connecting carbons, in Chemical Formula B-2, two adjacent ones of * _d1 to * _d4 are independently connecting carbons, and the other two not connected are independently ^CRd , ^Rd , ^R9 and ^R14 are independently hydrogen, deuterium, cyano, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and at least one of ^Rd , ^R9 and ^R14 is a group represented by Chemical Formula C, [Chemical Formula C]

Wherein, in Formula C, ^Ld to ^{Lf are} independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, ^Re and ^Rf are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and * is a connection point;

Wherein, in Chemical Formula 4 and Chemical Formula 5, ^Y1 and ^Y2 are independently substituted or unsubstituted C6 to C20 aryl groups or substituted or unsubstituted C2 to C30 heterocyclic groups, two adjacent * in Chemical Formula 4 are connected to Chemical Formula 5, and the * in Chemical Formula 4 not connected to Chemical Formula 5 is independently CL ^g -R ^g , L ^g , L ¹ and L ² are independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, and R ^g and R ¹⁵ to R ¹⁸ are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl group, or substituted or unsubstituted C2 to C30 heterocyclic group.

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

According to another embodiment, a display device including the organic optoelectronic device is provided.

It can realize organic optoelectronic devices with high efficiency and long life.

100, 200: organic light-emitting diodes

105: Organic layer

110: cathode

120: Yang pole

130: Luminescent layer

140: Hole-assisting layer

Figures 1 and 2 are schematic cross-sectional views of an organic light-emitting diode according to an embodiment.

Hereinafter, the implementation of the present invention will be described in detail. However, these embodiments are exemplary, the present invention is not limited thereto, and the present invention is limited by the scope of the patent application.

In this specification, when not otherwise defined, "substituted" means that at least one hydrogen of the substituent or compound is substituted by deuterium, cyano, halogen, hydroxyl, 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 or a combination thereof.

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

In the present specification, "the adjacent groups are linked to each other to form a substituted or unsubstituted aliphatic monocyclic or polycyclic ring, a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or unsubstituted heteroaromatic monocyclic or polycyclic ring" means that the adjacent groups are linked to each other to form a substituted or unsubstituted aliphatic monocyclic or polycyclic ring, the adjacent groups are linked to each other to form a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or substituted or unsubstituted heteroaromatic monocyclic or polycyclic ring, and for example, means that any two adjacent substituents directly substituted on an aromatic ring or a heteroaromatic ring are linked to each other to form another ring.

For example, in the present specification, when two adjacent groups among Z ¹ to Z ⁵ in Chemical Formula A are each CR ^b , the adjacent R ^b may be linked to each other to form another substituted or unsubstituted aromatic or heteroaromatic monocyclic or polycyclic ring.

In one embodiment, adjacent R ^b are linked to each other to form a substituted or unsubstituted additional aromatic monocyclic ring, and thus the chemical formula A may be a substituted or unsubstituted quinolyl, a substituted or unsubstituted isoquinolyl or a substituted or unsubstituted quinazolinyl.

In another embodiment, adjacent R ^b may be linked to each other to form another substituted or unsubstituted aromatic polycyclic ring, and thus the chemical formula A may be a substituted or unsubstituted benzoquinazolinyl group.

In another embodiment, adjacent R ^b may be linked to each other to form a substituted or unsubstituted additional heteroaromatic polycyclic ring, and thus the chemical formula A may be a substituted or unsubstituted benzofuranopyrimidinyl or a substituted or unsubstituted benzothienopyrimidine.

In this specification, when no additional definition is provided, "hetero" means that a functional group includes 1 to 3 heteroatoms selected from N, O, S, P and Si and the rest are carbon.

In this specification, "aryl" means a group containing at least one hydrocarbon aromatic part, and all elements of the hydrocarbon aromatic part have a p-orbital domain that forms a conjugation, such as phenyl, naphthyl, etc. Two or more hydrocarbon aromatic parts can be connected by a σ bond, and can be, for example, biphenyl, terphenyl, quaterphenyl, etc., and two or more hydrocarbon aromatic parts are directly or indirectly fused to provide a non-aromatic fused ring, such as fluorenyl.

Aryl groups may contain monocyclic, polycyclic, or fused-ring polycyclic (i.e., rings that share adjacent pairs of carbon atoms) functional groups.

In this specification, "heterocyclic group" is a general concept of heteroaryl group, and may contain at least one heteroatom selected from N, O, S, P and Si instead of carbon (C) in cyclic compounds such as aryl group, cycloalkyl group, fused ring thereof or combination thereof. When the heterocyclic group is a fused ring, the entire ring or each ring of the heterocyclic group may contain one or more heteroatoms.

For example, "heteroaryl" may refer to an aryl group containing at least one heteroatom selected from N, O, S, P and Si. Two or more heteroaryl groups are directly connected by a sigma bond, or when the heteroaryl group contains two or more rings, the two or more rings may be fused. When the heteroaryl group is a fused ring, each ring may contain 1 to 3 heteroatoms.

基、經取代或未經取代的聯伸三苯基、經取代或未經取代的苝基、經取代或未經取代的茀基、經取代或未經取代的茚基或其組合，但不限於此。 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 pyrene group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted p-triphenyl group, a substituted or unsubstituted m-triphenyl group, a substituted or unsubstituted o-triphenyl group, a substituted or unsubstituted

The invention may be selected from the group consisting of substituted or unsubstituted triphenyl, substituted or unsubstituted perylenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted indenyl, or combinations thereof, but is not limited thereto.

More specifically, the substituted or unsubstituted C2-C30 heteroaryl group may be a substituted or unsubstituted furanyl 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 benzofuranyl group, a substituted or unsubstituted benzothienyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted Indolyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted naphthyridinyl, substituted or unsubstituted benzoquinazolinyl, substituted or unsubstituted benzofuranpyrimidinyl, substituted or unsubstituted benzothienopyrimidine, substituted or unsubstituted benzoxazinyl, substituted or unsubstituted benzothiazinyl, substituted or unsubstituted acridinyl, substituted or unsubstituted phenazinyl, substituted or unsubstituted phenothiazinyl, substituted or unsubstituted benzoxazinyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienyl or a combination thereof, but not limited thereto.

In the specification, the hole property refers to the ability to give electrons to form holes when an electric field is applied, and the holes formed in the anode can be easily injected into the light-emitting layer, and the holes formed in the light-emitting layer can be easily transported to the anode and transported in the light-emitting layer due to the conductive properties according to the highest occupied molecular orbital (HOMO) energy level.

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

According to the embodiment, the compound for organic optoelectronic device can be represented by a combination of Chemical Formula 1 and Chemical Formula 2.

In Chemical Formulae 1 and 2, X is O or S, two adjacent ones of ^a1 * to ^a4 * are independently connected carbon atoms connected to ^b1 * and ^b2 *, respectively, ^b1 * and ^b2 * are independently connected carbon atoms, the rest of ^a1 * to ^a4 * not connected to ^b1 * and ^b2 * are independently ^CRa , ^Ra and ^R1 to ^R8 are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and at least one of ^Ra and ^R1 to ^R8 is a group represented by Chemical Formula A,

Wherein, in chemical formula A, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, ^Rb is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl or a combination thereof, ^R1 to ^R4 and ^Rb exist independently or their adjacent groups are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic, substituted or unsubstituted aromatic monocyclic or polycyclic, or substituted or unsubstituted heteroaromatic monocyclic or polycyclic, and the substitution means that at least one hydrogen is replaced by deuterium, cyano, C1 to C10 alkyl or C6 to C20 aryl.

The compound for an organic optoelectronic device represented by the combination of Chemical Formula 1 and Chemical Formula 2 has a structure in which a substituent represented by Chemical Formula A is directly connected to another condensed dibenzofuran (or dibenzothiophene).

A compound having an additional condensed structure is desirable for expanding the HOMO phore and stabilizing the T1 energy level, and thus, an organic light-emitting device using the compound can achieve long-life characteristics.

In addition, the compound has fast electron transport characteristics by directly substituting (without a connecting group) another condensed structure represented by the chemical formula A, and is applied. The organic light-emitting device is advantageous for achieving low drive characteristics.

That is, by applying the compound represented by the combination of Chemical Formula 1 and Chemical Formula 2, an organic light-emitting device having low drive and long life characteristics can be realized.

For example, depending on the fusion point of Chemical Formula 1 and Chemical Formula 2, it can be represented by one of Chemical Formulas 1-1 to 1-9.

[Chemical formula 1-5] [Chemical formula 1-6]

In Chemical Formulae 1-1 to 1-9, X and ^R1 to ^R8 are as described above, and ^Rc , ^Rd and ^Ra1 to ^Ra4 are as defined above for ^R1 to ^R8 .

As a specific example, it can be represented by Chemical Formula 1-1 or Chemical Formula 1-3, and in this case, the T1 energy level suitable for the phosphorescent host can be realized, thereby showing a more favorable effect.

For example, a compound for an organic optoelectronic device according to a specific substitution position of the group represented by Chemical Formula A can be represented by a combination of Chemical Formula 2 and one of Chemical Formulas 1a to 1d.

[Chemical formula 1a] [Chemical formula 1b]

In Chemical Formulae 1a to 1d, X, R ¹ to R ⁴ , a ₁ * to a ₄ *, and Z ¹ to Z ⁵ are the same as described above.

Specifically, the combination of one of Chemical Formulas 1a to 1d and Chemical Formula 2 can be represented by one of Chemical Formulas 1a-2-1 to 1d-2-1, Chemical Formulas 1a-2-2 to 1d-2-2, Chemical Formulas 1a-2-3 to 1d-2-3, Chemical Formulas 1a-2-4, Chemical Formulas 1b-2-4, Chemical Formulas 1a-2-5, Chemical Formulas 1b-2-5, Chemical Formulas 1a-2-6, Chemical Formulas 1b-2-6, Chemical Formulas 1a-2-7, Chemical Formulas 1b-2-7, Chemical Formulas 1a-2-8, and Chemical Formulas 1b-2-8.

[Chemical formula 1c-2-1] [Chemical formula 1d-2-1]

[Chemical formula 1a-2-8] [Chemical formula 1b-2-8]

In Chemical Formulas 1a-2-1 to 1d-2-1, Chemical Formulas 1a-2-2 to 1d-2-2, Chemical Formulas 1a-2-3 to 1d-2-3, Chemical Formulas 1a-2-4, Chemical Formulas 1b-2-4, Chemical Formulas 1a-2-5, Chemical Formulas 1b-2-5, Chemical Formulas 1a-2-6, Chemical Formulas 1b-2-6, Chemical Formulas 1a-2-7, Chemical Formulas 1b-2-7, Chemical Formulas 1a-2-8 and Chemical Formulas 1b-2-8, X, R ^c , R ^d , R ¹ to R ⁸ , ^Ra1 to ^Ra4 and Z ¹ to Z ⁵ are the same as above.

More specifically, the compound for an organic optoelectronic device according to the embodiment can be represented by Chemical Formula 1a-2-1 or Chemical Formula 1a-2-3.

As another example, a compound for an organic optoelectronic device according to a specific substitution position of the group represented by Chemical Formula A can be represented by a combination of Chemical Formula 2 and one of Chemical Formulas 1e to 1h.

In Chemical Formulae 1e to 1h, a ₁ * to a ₄ *, R ¹ to R ⁴ , and Z ¹ to Z ⁵ are the same as described above.

Specifically, the combination of one of Chemical Formulas 1e to 1h and Chemical Formula 2 can be represented by one of Chemical Formulas 1e-2-1, 1f-2-1, 1e-2-2, 1h-2-2, 1g-2-3, 1h-2-3, 1e-2-5, 1f-2-5, 1e-2-6, 1f-2-6, 1e-2-8 and 1f-2-8.

In Chemical Formula 1e-2-1, Chemical Formula 1f-2-1, Chemical Formula 1e-2-2, Chemical Formula 1h-2-2, Chemical Formula 1g-2-3, Chemical Formula 1h-2-3, Chemical Formula 1e-2-5, Chemical Formula 1f-2-5, Chemical Formula 1e-2-6, Chemical Formula 1f-2-6, Chemical Formula 1e-2-8 and Chemical Formula 1f-2-8, X, R ^c , R ^d , R ¹ to R ⁸ , ^Ra1 , ^Ra3 , ^Ra4 and Z ¹ to Z ⁵ are the same as above.

More specifically, the compound for an organic optoelectronic device according to the embodiment can be selected from the group consisting of Chemical Formula 1e-2-1, Chemical Formula 1f-2-1, Chemical Formula 1e-2-1, Chemical Formula 1e-2-2, Chemical Formula 1g-2-3 and Chemical Formula 1h-2-3.

According to one of the most specific embodiments, the compound for an organic optoelectronic device can be selected from the group consisting of Chemical Formula 1a-2-1, Chemical Formula 1e-2-1 and Chemical Formula 1e-2-2.

R ^c , R ^d , R ¹ to R ⁸ and ^Ra1 to ^Ra4 may specifically be hydrogen, deuterium, cyano, halogen, C1 to C10 alkyl or substituted or unsubstituted C6 to C12 aryl, for example, all hydrogen, but not limited thereto.

In Chemical Formula A, Z ¹ to Z ⁵ may specifically be N or CR ^b , and at least two of Z ¹ to Z ⁵ may be N.

The group represented by the chemical formula A composed of ^Z1 to ^Z5 may specifically be a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted benzoquinazolinyl group, a substituted or unsubstituted benzofuranopyrimidinyl group or a substituted or unsubstituted benzothienopyrimidinyl group.

For example, the group represented by chemical formula A may be a substituted or unsubstituted pyrimidinyl group or a substituted or unsubstituted triazine group.

In Formula A, ^Rb may be a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzothiorol group, a substituted or unsubstituted benzonaphthofuranyl group, or a substituted or unsubstituted benzonaphthothiophenyl group.

When R ^b of Formula A is substituted, the substituent may be, for example, deuterium, cyano, C1-C5 alkyl, phenyl, biphenyl or naphthyl, but is not limited thereto.

As a more specific example, the group represented by chemical formula A can be selected from the substituents of group I.

In group I, * is the connection point.

For example, the compound used in the organic optoelectronic device may be one of the compounds selected from Group 1, but is not limited thereto.

The composition for an organic optoelectronic device according to the embodiment may include a first compound for an organic optoelectronic device and a second compound for an organic optoelectronic device, wherein the first compound includes the above-mentioned compound for an organic optoelectronic device, and the second compound is represented by a combination of Chemical Formula 3 or Chemical Formula 4 and Chemical Formula 5.

In Chemical Formula 3, ^Ar1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and Ring B is represented by Chemical Formula B-1 or Chemical Formula B-2,

*C1 and *C2 of Chemical Formula B-1 are independently connecting carbons, in Chemical Formula B-2, two adjacent ones of * _d1 to * _d4 are independently connecting carbons, and the other two not connected are independently ^CRd , ^Rd , ^R9 and ^R14 are independently hydrogen, deuterium, cyano, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and at least one of ^Rd , ^R9 and ^R14 is a group represented by Chemical Formula C, [Chemical Formula C]

Wherein, in Formula C, ^Ld to ^{Lf are} independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, ^Re and ^Rf are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and * is a connection point;

Wherein, in Chemical Formula 4 and Chemical Formula 5, ^Y1 and ^Y2 are independently substituted or unsubstituted C6 to C20 aryl groups or substituted or unsubstituted C2 to C30 heterocyclic groups, two adjacent * in Chemical Formula 4 are connected to Chemical Formula 5, and the * in Chemical Formula 4 not connected to Chemical Formula 5 is independently CL ^g -R ^g , L ^g , L ¹ and L ² are independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, and R ^g and R ¹⁵ to R ¹⁸ are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl group, or substituted or unsubstituted C2 to C30 heterocyclic group.

In the light-emitting layer, the second compound for an organic optoelectronic device is used together with the first compound for an organic optoelectronic device, thereby increasing charge mobility and stability, and improving light-emitting efficiency and life characteristics.

For example, the second compound for an organic optoelectronic device represented by Chemical Formula 3 may be represented by one of Chemical Formula 3B-1, Chemical Formula 3B-2A, Chemical Formula 3B-2B, and Chemical Formula 3B-2C.

In Formula 3B-1, Formula 3B-2A, Formula 3B-2B and Formula 3B-2C, Ar ¹ , R ^d , R ⁹ and R ¹⁴ are the same as described above.

For example, the second compound for an organic optoelectronic device represented by the combination of Chemical Formula 4 and Chemical Formula 5 may be represented by one of Chemical Formula 4A to Chemical Formula 4E.

[Chemical formula 4D] [Chemical formula 4E]

In Chemical Formulae 4A to 4E, ^Y1 and ^Y2 , ^L1 and ^L2 , and ^R15 to ^R18 are the same as described above, ^Lg1 to ^Lg4 are the same as defined above for ^L1 and ^L2 , and ^Rg1 to ^Rg4 are the same as defined above for ^R15 to ^R18 .

For example, ^Y1 and ^Y2 in Chemical Formula 4 and Chemical Formula 5 may independently be 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, and ^Rg1 to ^Rg4 and ^R15 to ^R18 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.

In a specific embodiment of the present invention, ^Y1 and ^Y2 in Chemical Formula 4 and Chemical Formula 5 can be independently selected from substituents of Group II.

In group II, * denotes the connection points with ^L1 and ^L2 respectively.

In one embodiment, ^Rg1 to ^Rg4 and ^R15 to ^R18 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.

For example, ^Rg1 to ^Rg4 and ^R15 to ^R18 may independently be hydrogen, deuterium, cyano or substituted or unsubstituted phenyl, and in one specific embodiment, ^Rg1 to ^Rg4 are each hydrogen, and ^R15 to ^R18 may independently be hydrogen or phenyl.

In a specific embodiment of the present invention, the second compound for an organic optoelectronic device can be represented by chemical formula 4C.

Here, ^Y1 to ^Y2 in Chemical Formula 3C may independently be 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, or a substituted or unsubstituted dibenzothienyl group; ^L1 , ^L2 , ^Lg1 , and ^Lg2 may independently be a single bond or a substituted or unsubstituted C6 to C20 aryl group; and ^Rg1 , ^Rg2 , and ^R15 to ^R18 may independently be hydrogen, deuterium, cyano, 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, or a substituted or unsubstituted dibenzothienyl group.

For example, the second compound used in the organic optoelectronic device may be one of the compounds selected from Group 2, but is not limited thereto.

The first compound for an organic optoelectronic device and the second compound for an organic optoelectronic device may be included, for example, in a weight ratio of 1:99 to 99:1. Within the above range, a suitable weight ratio of the electron transport capability of the first compound for an organic optoelectronic device and the hole transport capability of the second compound for an organic optoelectronic device may be matched to achieve bipolar characteristics and thus improve efficiency and life. Within the range, they may be included, for example, in a weight ratio of about 10:90 to 90:10, about 20:80 to 80:20, for example, about 20:80 to about 70:30, about 20:80 to about 60:40, and about 20:80 to about 50:50. They may be contained, for example, in a weight ratio of 20:80 to 40:60, and as a specific example, it may be contained, for example, in a weight ratio of 30:70, 40:60 or 50:50, for example 30:70.

In addition to the above-mentioned first compound for an organic optoelectronic device and the second compound for an organic optoelectronic device, one or more compounds may be included.

The compound for an organic optoelectronic device or the composition for an organic optoelectronic device may be a composition further comprising a dopant.

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

The dopant is mixed in a small amount with a compound or composition used in an organic optoelectronic device to induce luminescence, and may generally be 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 thereof may be used.

Examples of dopants include phosphorescent dopants, and examples of phosphorescent dopants may be organic metal 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 the following chemical formula Z, but is not limited thereto.

[Chemical formula Z] L ^c MX ^c

In the chemical formula Z, M is a metal, and ^Lc and ^Xc are the same as or different from each other and are ligands that form a complex with M.

M may be, for example, Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe, Co, Ni, Ru, Rh, Pd or a combination thereof, and ^Lc and ^Xc may be, for example, bidentate ligands.

The above-mentioned compound for an organic optoelectronic device or composition for an organic optoelectronic device can provide a film using a dry film forming method such as chemical vapor deposition.

Hereinafter, an organic optoelectronic device including a composition of the above-mentioned compound for an organic optoelectronic device is described.

An organic optoelectronic device may be any device that converts electrical energy into optical energy and vice versa without particular limitation, and may be, for example, an organic photovoltaic device, an organic light-emitting diode, an organic solar cell, and an organic photoconductor.

Here, an organic light emitting diode as an example of an organic optoelectronic device is described with reference to the accompanying drawings.

Figures 1 and 2 are schematic cross-sectional views of an organic light-emitting diode according to an embodiment.

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.

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 the like; a combination of metals and oxides such as ZnO and Al or SnO ₂ and Sb; a conductive polymer such as poly(3-methylthiophene), poly(3,4-(ethylene-1,2-dioxy)thiophene) (PEDOT), polypyrrole, and polyaniline, but not limited thereto.

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; a multi-layer structure material such as LiF/Al, _LiO2 /Al, LiF/Ca, LiF/Al, and _BaF2 /Ca, but is not limited thereto.

The organic layer 105 may include the above-mentioned compound for an organic optoelectronic device or a composition for an organic optoelectronic device.

The organic layer 105 may include a light-emitting layer 130, and the light-emitting layer 130 may include the above-mentioned compound for an organic optoelectronic device or a composition for an organic optoelectronic device.

The composition for an organic optoelectronic device that also includes a dopant may be, for example, a green light-emitting composition.

The light-emitting layer 130 may include, for example, the first compound for an organic optoelectronic device and the second compound for an organic optoelectronic device as phosphorescent hosts.

In addition to the light-emitting layer, the organic layer may also include an auxiliary layer.

The auxiliary layer may be, for example, a hole auxiliary layer 140.

Referring to FIG. 2 , the organic light-emitting diode 200 further includes a hole auxiliary layer 140 and a light-emitting layer 130. The hole auxiliary layer 140 can further increase the hole injection and/or hole mobility between the anode 120 and the light-emitting layer 130 and block electrons.

The hole assisting layer 140 may, for example, include at least one of the compounds of group D.

Specifically, the hole auxiliary layer 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 of group D may be included in the hole transport auxiliary layer.

In the hole transport auxiliary layer, in addition to the above-mentioned compounds, known compounds disclosed in US5061569A, JP1993-009471A, WO1995-009147A1, JP1995-126615A, JP1998-095973A, etc. and compounds similar thereto can be used.

In an embodiment, in FIG. 1 or FIG. 2 , the organic light-emitting diode may further include an electron transport layer, an electron injection layer or a hole injection layer as the organic layer 105.

The organic light emitting diode 100 and the organic light emitting diode 200 may be manufactured by forming an anode or a cathode on a substrate, forming an organic layer using a dry film forming method such as vacuum deposition (evaporation), sputtering, plasma plating, and ion plating, and forming a cathode or an anode thereon.

Organic light-emitting diodes can be used in organic light-emitting display devices.

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

In the following, unless otherwise specified, the raw materials and reactants used in the 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.

(Preparation of compounds for organic optoelectronic devices)

A compound that is a more specific example of the compound of the present invention is synthesized through the following steps.

(Preparation of a first compound for an organic optoelectronic device)

Synthesis Example 1: Synthesis of Compound A-6

(HRMS(70eV,EI+): m/z calcd for C37H23N3O: 525.18, found: 526.33)

Synthesis Example 2: Synthesis of Compound A-7

(HRMS(70eV,EI+): m/z calcd for C41H25N3O: 575.20, found: 576.33)

Synthesis Example 3: Synthesis of Compound A-5

(HRMS(70eV,EI+): m/z calcd for C41H25N3O: 575.20, found: 576.39)

Synthesis Example 4: Synthesis of Compound B-34

Compound B-34 was synthesized according to the contents disclosed in KR10-2018-0129656A.

(HRMS(70eV,EI+): m/z calcd for C45H27N3O: 610.24, found: 611.24)

Comparative Synthesis Example 1: Synthesis of Compound C-1

Compound C-1 was synthesized with reference to the contents disclosed in KR10-1970000 B1.

(HRMS(70eV,EI+): m/z calcd for C45H27N3O: 625.22, found: 626.20)

Comparative Synthesis Example 2: Synthesis of Compound C-2

(HRMS(70eV,EI+): m/z calcd for C39H25N3O: 551.20, found: 552.20)

(Manufacturing of organic light-emitting diodes)

Example 1

A glass substrate coated with ITO (indium tin oxide) with a thickness of 1500Å is ultrasonically cleaned with distilled water. After washing with distilled water, the glass substrate is ultrasonically cleaned with a solvent such as isopropyl alcohol, acetone, methanol, etc. and dried, then moved to a plasma cleaner, cleaned by using oxygen plasma for 10 minutes, and moved to a vacuum depositor. The obtained ITO transparent electrode is used as an anode, and compound A is vacuum deposited on the ITO substrate to form a hole injection layer with a thickness of 700Å, and compound B is deposited into an injection layer with a thickness of 50Å, and then compound C is deposited to a thickness of 700Å to form a hole transport layer. On the hole transport layer, compound C-1 was vacuum deposited to form a hole transport auxiliary layer with a thickness of 400Å. On the hole transport auxiliary layer, compound A-6 was used as a host and doped with 2wt.% of [Ir(piq) ₂ acac]] as a dopant to form a 400Å thick light-emitting layer by vacuum deposition. Subsequently, on the light-emitting layer, a 300Å thick electron transport layer was formed by vacuum depositing compound D and Liq at a ratio of 1:1, and then Liq and Al were vacuum deposited on the electron transport layer to a thickness of 15Å and 1200Å in sequence to manufacture an organic light-emitting diode.

The organic light-emitting diode has five layers of organic thin layers and specifically has the following structure.

ITO/Compound A (700Å)/Compound B (50Å)/Compound C (700Å)/Compound C-1 (400Å)/luminescent layer [Compound A-6: [Ir(piq) ₂ acac] (2wt%)] (400Å)/Compound D: Liq (300Å)/Liq (15Å)/Al (1200Å).

Compound A: N4,N4'-diphenyl-N4,N4'-bis(9-phenyl-9H-carbazole-3-yl)biphenyl-4,4'-diamine

Compound B: 1,4,5,8,9,11-hexaazatribenzohexacarbonitrile (HAT-CN)

Compound C: N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazole-3-yl)phenyl)-9H-fluoren-2-amine

Compound C-1: N,N-di([1,1'-biphenyl]-4-yl)-7,7-dimethyl-7H-fluorenol[4,3-b]benzofuran-10-amine

Compound D: 8-(4-(4,6-di(naphthalene-2-yl)-1,3,5-triazine-2-yl)phenyl)quinoline

Examples 2 to 10 and Comparative Examples 1 to 4

Except that the main body of the light-emitting layer is changed as shown in Tables 1 to 4, the organic light-emitting diodes according to Examples 2 to 10 and Comparative Examples 1 to 4 are manufactured according to the same method as Example 1.

Evaluation: Measurement of drive voltage, current efficiency and life characteristics

The driving voltage, current efficiency and life characteristics of the organic light-emitting diodes of Examples 1 to 10 and Comparative Examples 1 to 4 were evaluated. The specific measurement method is as follows, and the results are shown in Tables 1 to 4.

(1) Measure the change in current density based on the change in voltage

While increasing the voltage from 0V to 10V, the current value flowing in the unit device was measured using a current-voltage meter (Keithley 2400) to measure the obtained organic light-emitting diode, and the measured current value was divided by the area to obtain the result. (2) Measuring brightness changes based on voltage changes

While increasing the voltage of the organic light-emitting diode from 0V to 10V, the brightness was measured using a brightness meter (Minolta CS-1000A).

(3) Measuring current efficiency

The current efficiency (cd/A) at the same current density (10 mA/cm ² ) was calculated by using the luminance, current density, and voltage (V) of item (1) and item (2).

(4) Measure the drive voltage

The driving voltage of each diode was measured at 15 mA/cm ² using an ammeter (Keithley 2400).

(5) Measuring life span

The T97 life of the organic light emitting diodes according to Examples 1 to 10 and Comparative Examples 1 to 4 was measured by emitting light at an initial brightness (cd/m ² ) of 9000 cd/m ² and measuring the time it takes for the brightness to decrease to 97% relative to the initial brightness (cd/m ² ) using a Polanonix life measurement system.

(6) Calculate T97 life expectancy (%)

T97 life ratio (%) is the relative value of T97 (h). T97 life ratio (%) = {[T97 (h) of the actual example] / {[T97 (h) of the comparison example]} × 100

(7) Calculate the driving voltage ratio (%)

The driving voltage ratio (%) is the relative value of the driving voltage (V). Driving voltage ratio (%) = {[driving voltage of the actual example (V)]/{[driving voltage of the comparison example (V)]}×100

(8) Calculate the current efficiency ratio (%)

The current efficiency ratio (%) is the relative value of the current efficiency (cd/A). Current efficiency ratio (%) = {[Current efficiency of the actual example (cd/A)]/{[Current efficiency of the comparison example (cd/A)]}×100

Referring to Tables 1 to 4, compared with the compounds according to the comparative examples, the compounds according to the present invention show greatly improved current efficiency and life characteristics.

Compared to compound C-1, the compound according to the present invention maintains similar life characteristics and exhibits greatly improved current efficiency and driving voltage, and compared to compound C-2, the compound according to the present invention maintains similar driving voltage characteristics and exhibits greatly improved current efficiency and service life. Compared to the compounds of the comparative examples, the compounds according to the embodiments of the present invention exhibit improved driving, efficiency and life characteristics, and are therefore optimized in all aspects.

Although the present invention has been described in conjunction with what are currently considered to be practical embodiments, it should be understood that the present invention is not limited to the disclosed embodiments, but rather, the present invention is intended to include various modifications and equivalent arrangements included within the spirit and scope of the application.

100: Organic light-emitting diodes

105: Organic layer

110: cathode

120: Yang pole

130: Luminescent layer

Claims (13)

A compound for an organic optoelectronic device is represented by a combination of Chemical Formula 1 and Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2, X is O or S, two adjacent ones of _a1 * to _a4 * are independently connected carbon atoms connected to _b1 * and _b2 *, respectively, _b1 * and _b2 * are independently connected carbon atoms, the rest of _a1 * to _a4 * not connected to _b1 * and _b2 * are independently ^CRa , ^Ra and ^R1 to ^R8 are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and at least one of ^Ra and ^R1 to ^R8 is a group represented by Chemical Formula A,

Wherein, in chemical formula A, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, ^Rb is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl or a combination thereof, ^R1 to ^R4 exist independently or their adjacent groups are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic, substituted or unsubstituted aromatic monocyclic or polycyclic, or substituted or unsubstituted heteroaromatic monocyclic or polycyclic, and the substitution means that at least one hydrogen is replaced by deuterium, cyano, C1 to C10 alkyl or C6 to C20 aryl. The compound for an organic optoelectronic device as claimed in claim 1, wherein Chemical Formula 1 is represented by one of Chemical Formulas 1-1 to 1-9:

[Chemical formula 1-7] [Chemical formula 1-8]

Wherein, in Chemical Formulae 1-1 to 1-9, X is O or S, R ^c , R ^d , R ^a1 to R ^a4 and R ¹ to R ⁸ are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and at least one of R ^c , R ^d , R ^a1 to R ^a4 and R ¹ to R ⁸ is a group represented by Chemical Formula A,

Wherein, in Chemical Formula A, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, ^Rb is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl or a combination thereof, and the substituted means that at least one hydrogen is replaced with deuterium, cyano, C1 to C10 alkyl or C6 to C20 aryl. As claimed in claim 1, the compound for an organic optoelectronic device, represented by a combination of Chemical Formula 1a and Chemical Formula 2.

Wherein, in Formula 1a and Formula 2, X is O or S, two adjacent ones of _a1 * to _a4 * are independently connected carbon atoms connected to _b1 * and _b2 *, _b1 * and _b2 * are independently connected carbon atoms, the rest of _a1 * to _a4 * not connected to _b1 * and _b2 * are independently ^CRa , ^Ra , ^R1 to ^R3 and ^R5 to ^R8 are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, R ^b is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl, or a combination thereof, ^R1 to ^R3 are independently present or adjacent groups thereof are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic ring, a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or unsubstituted heteroaromatic monocyclic or polycyclic ring, and the substitution means that at least one hydrogen is substituted with deuterium, cyano, C1 to C10 alkyl, or C6 to C20 aryl. The compound for an organic optoelectronic device as described in claim 1 is represented by a combination of Chemical Formula 1e and Chemical Formula 2:

Wherein, in Formula 1e and Formula 2, X is O or S, two adjacent ones of _{a1 * to a3* are independently connected carbon atoms connected to b1* and b2*, b1* and b2* are independently connected carbon atoms, the rest of a1 * to a3 * not connected to} b1* and _b2 * are independently CR ^a , ^Ra and R ¹ to R ⁸ are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, Z ¹ to Z ⁵ are independently N or CR ^b , at least one of Z ¹ to Z ⁵ is N, R ^b is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl, or a combination thereof, ^R1 to ^R4 are independently present or adjacent groups thereof are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic ring, a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or unsubstituted heteroaromatic monocyclic or polycyclic ring, and the substitution means that at least one hydrogen is substituted with deuterium, cyano, C1 to C10 alkyl, or C6 to C20 aryl. The compound for an organic optoelectronic device as described in claim 1 is represented by Chemical Formula 1a-2-1 or Chemical Formula 1e-2-1:

Wherein, in Formula 1a-2-1 and Formula 1e-2-1, X is O or S, ^Ra3 , ^Ra4 and ^R1 to ^R8 are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, ^Z1 to ^Z5 are independently N or ^CRb , at least one of ^Z1 to ^Z5 is N, ^Rb is independently hydrogen, deuterium, substituted or unsubstituted C1 to C20 alkyl, substituted or unsubstituted C6 to C30 aryl or a combination thereof, ^R1 to R ⁴ exist independently or their adjacent groups are linked to form a substituted or unsubstituted aliphatic monocyclic or polycyclic ring, a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or unsubstituted heteroaromatic monocyclic or polycyclic ring, and the substitution means that at least one hydrogen is replaced by deuterium, cyano, C1 to C10 alkyl or C6 to C20 aryl. The compound for an organic optoelectronic device as described in claim 1, wherein the group represented by chemical formula A is a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidyl group, or a substituted or unsubstituted triazine group. The compound for an organic optoelectronic device as described in claim 1, wherein the group represented by chemical formula A is one of the substituents of group I:

Among them, in group I, * is the connection point. The compound for an organic optoelectronic device as claimed in claim 1, which is one of the compounds of Group 1: [Group 1]

A composition for an organic optoelectronic device, comprising: a first compound for an organic optoelectronic device, comprising the compound for an organic optoelectronic device as described in claim 1; and a second compound for an organic optoelectronic device, represented by Chemical Formula 3 or a combination of Chemical Formula 4 and Chemical Formula 5:

Wherein, in Chemical Formula 3, Ar ¹ is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and Ring B is represented by Chemical Formula B-1 or Chemical Formula B-2,

* _C1 and * _C2 of Chemical Formula B-1 are independently connecting carbons, two adjacent ones of * _d1 to *d4 in Chemical Formula B- ₂ are independently connecting carbons, and the other two not connected are independently ^CRd , ^Rd , ^R9 and ^R14 are independently hydrogen, deuterium, cyano, substituted or unsubstituted amine, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and at least one of ^Rd , ^R9 and ^R14 is a group represented by Chemical Formula C,

Wherein, in Formula C, ^Ld to ^{Lf are} independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, ^Re and ^Rf are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group or a combination thereof, and * is a connection point;

Wherein, in Chemical Formula 4 and Chemical Formula 5, ^Y1 and ^Y2 are independently substituted or unsubstituted C6 to C20 aryl groups or substituted or unsubstituted C2 to C30 heterocyclic groups, two adjacent * in Chemical Formula 4 are connected to Chemical Formula 5, and the * in Chemical Formula 4 not connected to Chemical Formula 5 is independently CL ^g -R ^g , L ^g , L ¹ and L ² are independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, and R ^g and R ¹⁵ to R ¹⁸ are independently hydrogen, deuterium, cyano, halogen, substituted or unsubstituted amino, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl group, or substituted or unsubstituted C2 to C30 heterocyclic group. The composition for an organic optoelectronic device as described in claim 9, wherein the second compound for an organic optoelectronic device is represented by Chemical Formula 4C:

Wherein, in Chemical Formula 4C, ^Y1 and ^Y2 are independently substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothienyl, ^L1 , ^L2 , ^Lg1 and ^Lg2 are independently a single bond or a substituted or unsubstituted C6 to C20 aryl group, and ^Rg1 , ^Rg2 and ^R15 to ^R18 are independently 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 dibenzothienyl. An organic optoelectronic device comprises: an anode and a cathode facing each other; and at least one organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound for an organic optoelectronic device as described in any one of claim 1 to claim 8 or a composition for an organic optoelectronic device as described in claim 9 or claim 10. An organic optoelectronic device as described in claim 11, wherein the organic layer includes a light-emitting layer, and the light-emitting layer includes the compound for an organic optoelectronic device or the composition for an organic optoelectronic device. A display device, comprising an organic optoelectronic device as described in claim 11.