KR20220051794A - Organic electroluminescent compound, a plurality of host materials and organic electroluminescent device comprising the same - Google Patents

Abstract

The present application relates to an organic electroluminescent compound represented by a chemical formula 2', multiple host materials including at least one first host compound and at least one second host compound, and an organic electroluminescent device comprising the same. By including the organic electroluminescent compound or a specific combination of compounds according to the present application as a host material, it is possible to provide the organic electroluminescent device having improved driving voltage, luminous efficiency, power efficiency, and/or lifetime characteristics.

Description

An organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device comprising the same

The present application relates to an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device including the same.

Eastman Kodak's Tang et al. first developed a TPD/Alq3 double-layer low molecular green organic electroluminescent device (OLED) consisting of a light emitting layer and a charge transport layer in 1987. reached Currently, the organic electroluminescent device mainly uses a phosphor having excellent luminous efficiency in realizing a panel. OLEDs having high luminous efficiency and/or long lifespan are required for long-term use and high resolution of the display.

Various materials or concepts have been proposed for the organic layer of an organic electroluminescent device in order to improve luminous efficiency, driving voltage, and/or lifetime, but they are not satisfactory for practical use. Accordingly, there is a continuous need to develop an organic electroluminescent device having improved performance, for example, improved driving voltage, luminous efficiency, power efficiency, and/or lifespan characteristics compared to the previously disclosed organic electroluminescent device.

On the other hand, Korean Patent Application Laid-Open No. 2018-0038834 and Korean Patent Registration No. 2079239 disclose a compound containing phenanthrene and azine, but specifically the organic electroluminescent compound and the host material of a specific combination claimed in the present application. not starting

Korean Patent Publication No. 2018-0038834 (published on April 17, 2018) Korean Patent Registration Publication No. 2079239 (2020.02.19 Announcement)

It is an object of the present application to provide compounds of novel structures suitable for use as organic electroluminescent materials. Another object of the present application is to provide an organic electroluminescent device having a low driving voltage, high luminous efficiency, high power efficiency and/or excellent lifespan characteristics by including a plurality of host materials including a compound of a specific combination. .

As a result of intensive research to solve the above technical problem, the present inventors have completed the present invention by discovering that the organic electroluminescent compound represented by the following Chemical Formula 2' achieves the above object. In addition, as a plurality of host materials including at least one first host compound and at least one second host compound, the first host compound is represented by Formula 1 below, and the second host compound is represented by Formula 2 below The present invention has been accomplished by discovering that the indicated plurality of host materials achieves the above object.

[Formula 1]

In Formula 1,

L ₁ to L ₃ are each independently a single bond, a substituted or unsubstituted (C1-C30)alkylene, a substituted or unsubstituted (C6-C30)arylene, a substituted or unsubstituted (3-30 membered) hetero arylene, or substituted or unsubstituted (C3-C30)cycloalkylene;

Ar ₁ to Ar ₃ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3- 30 membered) heteroaryl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C1-C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or an unsubstituted (C3-C30) aliphatic ring and a (C6-C30) aromatic ring fused ring group, or -L _a -N(Ar _a )(Ar _b );

each L _a is independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;

Ar _a and Ar _b are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl;

provided, except that L ₁ to L ₃ are all single bonds and Ar ₁ to Ar ₃ are all hydrogen;

[Formula 2]

In Formula 2,

로 표시되거나; 수소, 중수소, 할로겐, 시아노, 치환 또는 비치환된 (C1-C30)알킬, 치환 또는 비치환된 (C3-C30)시클로알킬, 치환 또는 비치환된 (3-7원)헤테로시클로알킬, 치환 또는 비치환된 (C6-C30)아릴, 치환 또는 비치환된 (3-30원)헤테로아릴, 치환 또는 비치환된 트리(C1-C30)알킬실릴, 치환 또는 비치환된 디(C1-C30)알킬(C6-C30)아릴실릴, 치환 또는 비치환된 (C1-C30)알킬디(C6-C30)아릴실릴, 치환 또는 비치환된 트리(C6-C30)아릴실릴, 치환 또는 비치환된 (C3-C30)의 지방족고리와 (C6-C30)의 방향족고리의 융합고리기, 또는 -L_b-N(Ar_c)(Ar_d)이거나; 인접한 치환기와 연결되어 고리를 형성할 수 있으며, 단, R₁ 내지 R₁₀ 중 적어도 하나는

로 표시되고;R ₁ to R ₁₀ are each independently

indicated as; hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30) Alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted (C3 -C30) an aliphatic ring and (C6-C30) a fused ring group of an aromatic ring, or -L _b -N(Ar _c )(Ar _d ); It may be connected to an adjacent substituent to form a ring, provided that at least one of R ₁ to R ₁₀ is

indicated as;

L _b is each independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;

Ar _c and Ar _d are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered)heteroaryl;

L ₄ is a single bond, a substituted or unsubstituted (C6-C30)cycloalkylene, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;

X ₁ to X ₃ are each independently N or CH, and at least one of X ₁ to X ₃ is N;

Ar ₄ and Ar ₅ are each independently substituted or unsubstituted (C6-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring;

a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same as or different from each other.

[Formula 2']

In Formula 2',

로 표시되거나, 수소, 중수소, 할로겐, 시아노, 치환 또는 비치환된 (C1-C30)알킬, 치환 또는 비치환된 (C3-C30)시클로알킬, 치환 또는 비치환된 (3-7원)헤테로시클로알킬, 치환 또는 비치환된 (C6-C30)아릴, 치환 또는 비치환된 (3-30원)헤테로아릴, 치환 또는 비치환된 트리(C1-C30)알킬실릴, 치환 또는 비치환된 디(C1-C30)알킬(C6-C30)아릴실릴, 치환 또는 비치환된 (C1-C30)알킬디(C6-C30)아릴실릴, 치환 또는 비치환된 트리(C6-C30)아릴실릴, 또는 치환 또는 비치환된 (C3-C30)의 지방족고리와 (C6-C30)의 방향족고리의 융합고리기이고, 단 R₁ 내지 R₁₀ 중 적어도 하나는

로 표시되며;R ₁ to R ₁₀ are each independently

represented by, hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered) hetero Cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di( C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, or substituted or It is a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, provided that at least one of R ₁ to R ₁₀ is

is indicated as;

L ₄ is a single bond, a substituted or unsubstituted (C6-C30)cycloalkylene, or a substituted or unsubstituted (C10)arylene;

X ₁ to X ₃ are all N;

Ar ₄ and Ar ₅ are each independently substituted or unsubstituted (C6-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, and Ar ₄ and Ar ₅ are the same as or different from each other;

provided that each of Ar ₄ and Ar ₅ is unsubstituted phenyl, unsubstituted naphthyl, unsubstituted biphenyl, unsubstituted terphenyl, unsubstituted phenanthrenyl, unsubstituted triphenylenyl, unsubstituted 1 -dibenzofuranyl, unsubstituted 1-dibenzothiophenyl, 1-dibenzofuranyl-substituted phenyl, 1-dibenzothiophenyl-substituted phenyl, 9-carbazolyl-substituted phenyl, unsubstituted When L ₄ is a single bond, L ₄ is R ₉ or except that it is connected at the position of R ₁₀ ;

구조는 제외함); 비치환된 페난트레닐; 비치환된 트리페닐레닐; 비치환된 크리세닐; 비치환된 (C22)아릴; 비치환된 9,9-디페닐플루오레닐; 비치환된 7,7-디메틸벤조플루오레닐; 비치환된 9,9-디페닐실라플루오레닐; 페닐 및 (C6-C30)시클로알킬로 치환된 플루오레닐; 메틸로 치환된 (C3-C10)의 지방족고리와 (C6-C12)의 방향족고리의 융합고리기; 비치환된 페닐나프틸; 비치환된 나프틸페닐; 비치환된 디벤조푸라닐; 또는 비치환된 디벤조티오페닐이며;However, when L ₄ is a single bond and connected at the position of R ₂ or R ₇ , Ar ₄ and Ar ₅ are each independently phenyl unsubstituted or substituted with (C6-C30)cycloalkyl; naphthyl unsubstituted or substituted with dibenzofuranyl, dibenzothiophenyl or phenanthrenyl; unsubstituted biphenyl; unsubstituted terphenyl (provided that

structures are excluded); unsubstituted phenanthrenyl; unsubstituted triphenylenyl; unsubstituted chrysenyl; unsubstituted (C22)aryl; unsubstituted 9,9-diphenylfluorenyl; unsubstituted 7,7-dimethylbenzofluorenyl; unsubstituted 9,9-diphenylsilafluorenyl; fluorenyl substituted with phenyl and (C6-C30)cycloalkyl; a fused ring group of a (C3-C10) aliphatic ring and (C6-C12) aromatic ring substituted with methyl; unsubstituted phenylnaphthyl; unsubstituted naphthylphenyl; unsubstituted dibenzofuranyl; or unsubstituted dibenzothiophenyl;

a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same as or different from each other.

The organic electroluminescent compound according to the present disclosure exhibits suitable performance for use in organic electroluminescent devices. In addition, by including a plurality of types of host materials according to the present application, an organic electroluminescent device having a low driving voltage, high luminous efficiency, high power efficiency and/or excellent lifespan characteristics compared to a conventional organic electroluminescent device is provided, It is possible to manufacture a display device or a lighting device using the same.

1 is a representative chemical formula of the organic electroluminescent compound of the present application.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present application is described in more detail below, but it is for illustrative purposes only and should not be construed as limiting the scope of the present application.

As used herein, "organic electroluminescent compound" means a compound that can be used in an organic electroluminescent device, and may be included in any layer constituting the organic electroluminescent device, if necessary.

As used herein, “organic electroluminescent material” means a material that can be used in an organic electroluminescent device, and may include one or more compounds, and may be included in any layer constituting the organic electroluminescent device, if necessary. For example, the organic electroluminescent material may include a hole injection material, a hole transport material, a hole auxiliary material, a light emission auxiliary material, an electron blocking material, a light emitting material (including a host material and a dopant material), an electron buffer material, a hole blocking material, It may be an electron transporting material, an electron injecting material, or the like.

As used herein, the term "plural kinds of organic electroluminescent materials" means an organic electroluminescent material in which two or more types of compounds that can be included in any layer constituting an organic electroluminescent device are combined, before being included in the organic electroluminescent device ( For example, it may refer to both a material before deposition) and after being included (eg, after deposition). For example, the plurality of organic electroluminescent materials may include one of a hole injection layer, a hole transport layer, a hole auxiliary layer, a light emission auxiliary layer, an electron blocking layer, a light emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Two or more compounds that may be included in the above layers may be combined. These two or more types of compounds may be included in the same layer or different layers, mixed vapor deposition or co-deposition, or may be deposited separately.

As used herein, "a plurality of types of host materials" means an organic electroluminescent material in which two or more types of host materials are combined, and before (eg, before deposition) and after being included in an organic electroluminescent device (eg, for example) , after deposition) may mean all of the materials. The plurality of types of host materials of the present application may be included in any light emitting layer constituting the organic electroluminescent device, and two or more kinds of compounds included in the plurality of types of host materials may be included in one light emitting layer, respectively, in different light emitting layers. may be included. When two or more types of host materials are included in one layer, for example, the layer may be mixed and vapor-deposited, or the layer may be separately and simultaneously co-deposited to form the layer.

As used herein, "(C1-C30)alkyl(ene)" means a straight-chain or branched chain alkyl(ene) having 1 to 30 carbon atoms constituting the chain, wherein the carbon number is preferably 1 to 20 carbon atoms, more preferably Usually 1 to 10. Specific examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl and sec-butyl. As used herein, "(C2-C30) alkenyl" means a straight or branched chain alkenyl having 2 to 30 carbon atoms constituting the chain, wherein the carbon number is preferably 2 to 20, more preferably 2 to It is 10. Specific examples of the alkenyl include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, and 2-methylbut-2-enyl. As used herein, "(C2-C30) alkynyl" means a straight or branched chain alkynyl having 2 to 30 carbon atoms constituting the chain, wherein the carbon number is preferably 2 to 20, more preferably 2 to It is 10. Examples of the alkynyl include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methylpent-2-ynyl, and the like. As used herein, "(C3-C30) cycloalkyl (ene)" means a monocyclic or polycyclic hydrocarbon having 3 to 30 ring backbone carbon atoms, preferably 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms. it's a dog Examples of the cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl, and adamantyl. As used herein, "(3-7 membered) heterocycloalkyl" has 3 to 7, preferably 5 to 7, ring skeleton atoms, and the group consisting of B, N, O, S, Si and P, preferably O , S and means a cycloalkyl containing one or more heteroatoms selected from the group consisting of N, for example, tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran, and the like. As used herein, “(C6-C30)aryl(ene)” refers to a monocyclic or fused-ring radical derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, and may be partially saturated. The number of carbon atoms in the ring skeleton is preferably 6 to 25, more preferably 6 to 18. The aryl includes those having a spiro structure. Examples of the aryl include phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, phenylterphenyl, fluorenyl, phenylfluorenyl, diphenylfluorenyl, dimethylflu Orenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenylphenanthrenyl, anthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, naphthacenyl, fluoro lanthenyl, spirobifluorenyl, azulenyl, tetramethyldihydrophenanthrenyl, and the like. Specifically, examples of the aryl include phenyl, 1-naphthyl, 2-naphthyl, 1-anthryl, 2-anthryl, 9-anthryl, benzanthryl, 1-phenanthryl, 2-phenanthryl, 3 -Phenanthryl, 4-phenanthryl, 9-phenanthryl, naphthacenyl, pyrenyl, 1-chrysenyl, 2-chrysenyl, 3-chrysenyl, 4-chrysenyl, 5-chrysenyl, 6-chrysenyl, benzo [c] phenanthryl, benzo [g] chrysenyl, 1-triphenylenyl, 2-triphenylenyl, 3-triphenylenyl, 4-triphenylenyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, benzo [a] fluorenyl, benzo [b] fluorenyl, benzo [c] fluorenyl, dibenzo fluorenyl, 2- Biphenylyl, 3-biphenylyl, 4-biphenylyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p- Terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-quaterphenyl, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9- fluoranthenyl, benzofluoranthenyl, o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, p-t-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenylyl, 4"-t-butyl-p-terphenyl-4-yl, 9 ,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9 -diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 11 ,11-dimethyl-1-benzo [a] fluorenyl, 11,11-dimethyl-2-benzo [a] fluorenyl, 11,11-dimethyl-3-benzo [a] fluorenyl, 11,11 -dimethyl-4-benzo [a] fluorenyl, 11,11-dimethyl-5-benzo [a] fluorenyl, 11,11-dimethyl-6-benzo [a] fluorenyl, 11,11-dimethyl -7-benzo [a] fluorenyl, 11,11-dimethyl-8-benzo [a] fluorenyl, 11,11-dimethyl-9-benzo [a] fluorenyl, 11,11-dimethyl-10 -benzo [a] fluorenyl, 11,11-dimethyl-1-benzo [b] fluorenyl, 11,11-dimethyl-2-benzo [b] fluorenyl, 11,11-dimethyl-3-benzo [b] fluorenyl, 11,11-dimethyl-4-benzo [b] ] fluorenyl, 11,11-dimethyl-5-benzo [b] fluorenyl, 11,11-dimethyl-6-benzo [b] fluorenyl, 11,11-dimethyl-7-benzo [b] flu Orenyl, 11,11-dimethyl-8-benzo [b] fluorenyl, 11,11-dimethyl-9-benzo [b] fluorenyl, 11,11-dimethyl-10-benzo [b] fluorenyl , 11,11-dimethyl-1-benzo [c] fluorenyl, 11,11-dimethyl-2-benzo [c] fluorenyl, 11,11-dimethyl-3-benzo [c] fluorenyl, 11 ,11-dimethyl-4-benzo [c] fluorenyl, 11,11-dimethyl-5-benzo [c] fluorenyl, 11,11-dimethyl-6-benzo [c] fluorenyl, 11,11 -dimethyl-7-benzo [c] fluorenyl, 11,11-dimethyl-8-benzo [c] fluorenyl, 11,11-dimethyl-9-benzo [c] fluorenyl, 11,11-dimethyl -10-benzo [c] fluorenyl, 11,11-diphenyl-1-benzo [a] fluorenyl, 11,11-diphenyl-2-benzo [a] fluorenyl, 11,11-di Phenyl-3-benzo [a] fluorenyl, 11,11-diphenyl-4-benzo [a] fluorenyl, 11,11-diphenyl-5-benzo [a] fluorenyl, 11,11- Diphenyl-6-benzo [a] fluorenyl, 11,11-diphenyl-7-benzo [a] fluorenyl, 11,11-diphenyl-8-benzo [a] fluorenyl, 11,11 -diphenyl-9-benzo [a] fluorenyl, 11,11-diphenyl-10-benzo [a] fluorenyl, 11,11-diphenyl-1-benzo [b] fluorenyl, 11, 11-diphenyl-2-benzo [b] fluorenyl, 11,11-diphenyl-3-benzo [b] fluorenyl, 11,11-diphenyl-4-benzo [b] fluorenyl, 11 , 11-diphenyl-5-benzo [b] fluorenyl, 11,11-diphenyl-6-benzo [b] fluorenyl, 11,11-diphenyl-7-benzo [b] fluorenyl, 11,11-diphenyl-8-benzo [b] fluorenyl, 11,11-diphenyl-9-benzo [b] fluorenyl, 11,11-diphenyl-10-benzo [b] fluorenyl , 11,11- Diphenyl-1-benzo [c] fluorenyl, 11,11-diphenyl-2-benzo [c] fluorenyl, 11,11-diphenyl-3-benzo [c] fluorenyl, 11,11 -diphenyl-4-benzo [c] fluorenyl, 11,11-diphenyl-5-benzo [c] fluorenyl, 11,11-diphenyl-6-benzo [c] fluorenyl, 11, 11-diphenyl-7-benzo [c] fluorenyl, 11,11-diphenyl-8-benzo [c] fluorenyl, 11,11-diphenyl-9-benzo [c] fluorenyl, 11 ,11-diphenyl-10-benzo [c] fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthrenyl, 9,9,10,10-tetramethyl -9,10-dihydro-2-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthrenyl, 9,9,10,10-tetramethyl-9 , 10-dihydro-4-phenanthrenyl; and the like.

As used herein, "(3-30 membered) heteroaryl (ene)" is an aryl having 3 to 30 ring skeleton atoms and one or more heteroatoms selected from the group consisting of B, N, O, S, Si and P ren) means The number of hetero atoms is preferably 1 to 4, and may be a single ring system or a fused ring system condensed with one or more benzene rings, and may be partially saturated. In addition, the heteroaryl (ene) herein includes a form in which one or more heteroaryl or aryl groups are connected to a heteroaryl (ene) group by a single bond, and includes those having a spiro structure. Examples of the heteroaryl include furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl , triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, monocyclic heteroaryl such as pyridazinyl, benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzo Thiophenyl, benzonaphthofuranyl, benzophenanthrofuranyl, benzonaphthothiophenyl, dibenzoselenophenyl, naphthobenzofuranyl, naphthobenzothiophenyl, benzofuroquinolinyl, benzofuroquinazolinyl , benzofuronaphthyridinyl, benzofuropyrimidinyl, naphthofuropyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, naphthothie Nopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothienopyrazinyl, naphthothienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl , benzoimidazolyl, benzothiazolyl, benzoisothiazolyl, benzophenanthrothiophenyl, benzoisoxazolyl, benzooxazolyl, phenanthrooxazolyl, phenanthrothiazolyl, isoindolyl, indolyl, benzoindolyl, Indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, naphthyridinyl, carbazolyl, benzocarbazolyl, dibenzo Carbazolyl, phenoxazinyl, phenothiazinyl, phenantridinyl, benzodioxolyl, dihydroacridinyl, benzotriazolephenazine, imidazopyridine, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethyl and fused ring heteroaryls such as benzoperiimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, examples of the heteroaryl include 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, pyrazinyl, 2-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidi nyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imi Dazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolidinyl, 2-indolidinyl, 3-indolidinyl, 5-indolidinyl, 6-indolidinyl, 7-indolidinyl, 8-indolidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 7-imidazopyridinyl, 8-imida Zopyridinyl, 3-pyridinyl, 4-pyridinyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1 -isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2 -benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4 -Isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-qui Nolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8- Isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carba Zolyl, azacarbazolyl-1-yl, azacarbazolyl-2-yl, azacarbazolyl-3-yl, azacarbazolyl-4-yl, azacarbazolyl-5-yl, azacarba Zolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl-8-yl, azacarbazolyl-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl , 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10-phenanthridinyl, 1-acridinyl, 2-acridinyl, 3 -acridinyl, 4-acridinyl, 9-acridinyl , 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrole-1- Yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methyl Pyrrol-4-yl, 3-methylpyrrol-5-yl, 2-t-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4 -Methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-t-butyl-1-indolyl, 4-t-butyl-1-indolyl, 2- t-Butyl-3-indolyl, 4-t-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1- Dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-b]-benzofuranyl, 2-naphtho-[1 ,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[ 1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzofuranyl, 8-naphtho- [1,2-b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho -[2,3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naph To-[2,3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7- Naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10 -naphtho-[2,3-b]-benzofuranyl, 1-naphtho-[2,1-b]-benzofuranyl, 2-naphtho-[2,1-b]-benzofuranyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl , 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofura nyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-na Pho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3- Naphtho-[1,2-b]-benzothiophenyl, 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[1,2-b]-benzothiophenyl, 6 -naphtho- [1,2-b] -benzothiophenyl, 7-naphtho- [1,2-b]-benzothiophenyl, 8-naphtho- [1,2-b]-benzothiophenyl, 9-naphtho-[1,2-b]-benzothiophenyl, 10-naphtho-[1,2-b]-benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl , 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl, 4-naphtho-[2,3-b]-benzothio Phenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 1-naphtho-[2,1-b]-benzothiophenyl, 2-naphtho-[2,1-b]-benzo Thiophenyl, 3-naphtho-[2,1-b]-benzothiophenyl, 4-naphtho-[2,1-b]-benzothiophenyl, 5-naphtho-[2,1-b]- Benzothiophenyl, 6-naphtho-[2,1-b]-benzothiophenyl, 7-naphtho-[2,1-b]-benzothiophenyl, 8-naphtho-[2,1-b] -benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d] Pyrimidinyl, 6-benzofuro [3,2-d] pyrimidinyl, 7-benzofuro [3,2-d] pyrimidinyl, 8-benzofuro [3,2-d] pyrimidinyl, 9 -benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3 ,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d] Pyrazinyl, 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 9-benzofuro[ 3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl , 8-benzothio [3,2-d] pyrazinyl, 9-benzothio [3,2-d] pyrazinyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluoro Renyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. are mentioned. As used herein, “halogen” includes F, Cl, Br and I atoms.

Also, "ortho (o-)", "meta (m-)", and "para (p-)" are prefixes indicating the relative position of a substituent, respectively. Ortho (ortho) indicates that two substituents are adjacent to each other, and for example, when the substituents are at positions 1 and 2 in a benzene substituent, it is referred to as an ortho position. Meta indicates that two substituents are at positions 1 and 3, for example, when a substituent is at positions 1 and 3 in a benzene substituent, it is referred to as a meta position. Para (para) indicates that two substituents are at positions 1 and 4, for example, when the substituents are at positions 1 and 4 in a benzene substituent, it is referred to as a para position.

In addition, in the description of "substituted or unsubstituted" as used herein, "substitution" means that a hydrogen atom in one functional group is replaced by another atom or another functional group (ie, a substituent), and two or more substituents among the substituents are connected It includes those substituted with a group. For example, "a substituent to which two or more substituents are connected" may be pyridine-triazine. That is, pyridine-triazine may be a heteroaryl or may be interpreted as a substituent in which two heteroaryls are connected. substituted alkyl(ren), substituted alkenyl, substituted aryl(ene), substituted heteroaryl(ene), substituted cycloalkyl(ene), substituted heterocycloalkyl, substituted alkoxy, Substituents of substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl and substituted aliphatic and aromatic ring fused ring groups are each independently deuterium, halogen, cyano, Carboxyl, nitro, hydroxy, phosphine oxide, (C1-C30)alkyl, halo (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, (C1-C30)alkylthio, (C3-C30)cycloalkyl, (C3-C30)cycloalkenyl, (3-7 membered)heterocycloalkyl, (C6-C30)aryloxy, (C6-C30)arylthio , (3-30 membered)heteroaryl unsubstituted or substituted with one or more of deuterium and (C6-C30)aryl, (C6-C30) unsubstituted or substituted with one or more of deuterium and (3-30 membered)heteroaryl )Aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)arylsilyl , (C3-C30) aliphatic ring and (C6-C30) aromatic ring fused ring group, amino, mono- or di- (C1-C30) alkylamino, mono- or di- (C2-C30) alkenyl Amino, mono- or di- (C6-C30)arylamino, mono- or di- (3-30 membered)heteroarylamino, (C1-C30)alkyl(C2-C30)alkenylamino, (C1-C30) Alkyl (C6-C30) arylamino, (C1-C30) alkyl (3-30 membered) heteroarylamino, (C2-C30) alkenyl (C6-C30) arylamino, (C2-C30) alkenyl (3- 30 membered) heteroarylamino, (C6-C30)aryl (3-30 membered)heteroarylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)arylcarbonyl, (C6-C30)arylphosphine, di(C6-C30)arylboronyl, di(C1-C30)alkylboronyl, (C1-C30)alkyl(C6-C30)arylboronyl, (C6- C30) are at least one selected from the group consisting of (C1-C30)alkyl, and (C1-C30)alkyl(C6-C30)aryl. According to one embodiment of the present application, the substituents are each independently (5-25 membered) unsubstituted or substituted with deuterium, (C1-C20)alkyl, (C6-C20)cycloalkyl, or one or more (C6-C25)aryl at least one selected from the group consisting of heteroaryl and (C6-C25)aryl. According to another aspect of the present application, the substituents are each independently (5-20 membered) unsubstituted or substituted with deuterium, (C1-C10)alkyl, (C6-C15)cycloalkyl, or one or more (C6-C18)aryl ) at least one selected from the group consisting of heteroaryl and (C6-C25)aryl. Specifically, the substituents are each independently deuterium, methyl, tert -butyl, adamantyl, phenyl, naphthyl, biphenyl, phenanthrenyl, chrysenyl, phenylfluorenyl, dibenzofuranyl, dibenzothiophenyl , phenylsilafluorenyl, and the like.

In the present formula, when connected to adjacent substituents to form a ring, the ring is a substituted or unsubstituted (3-30 membered) monocyclic or polycyclic alicyclic, aromatic or It may be a ring of any combination thereof. The ring formed may also contain one or more heteroatoms selected from B, N, O, S, Si and P, preferably one or more heteroatoms selected from N, O and S. According to one aspect of the present application, the number of ring skeleton atoms is (5 to 20 members), and according to another aspect of the present application, the number of ring skeleton atoms is (5 to 15 members). For example, the ring is a substituted or unsubstituted benzene ring, a naphthalene ring, a phenanthrene ring, a fluorene ring, an indene ring, an indole ring, a benzoindole ring, a benzofuran ring, a benzothiophene ring, dibenzothiophene It may be a ring, a dibenzofuran ring, a carbazole ring, and the like.

In the formula herein, heteroaryl, heteroarylene and heterocycloalkyl may each independently comprise one or more heteroatoms selected from B, N, O, S, Si and P. In addition, the heteroatom is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (5-30 membered) Heteroaryl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C1-C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1 -C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di- (C1-C30)alkylamino, substituted or unsubstituted mono- or di- (C6-C30)arylamino, and substituted or unsubstituted (C1-C30)alkyl(C6-C30)aryl One or more selected from the group consisting of amino may be bonded.

A plurality of host materials according to an aspect herein include a first host material including a compound represented by Formula 1, and a second host material including a compound represented by Formula 2, and It may be included in the light emitting layer of the organic electroluminescent device according to the embodiment.

The compound represented by Formula 1 will be described in more detail as follows.

In Formula 1, L ₁ to L ₃ are each independently a single bond, a substituted or unsubstituted (C1-C30)alkylene, a substituted or unsubstituted (C6-C30)arylene, a substituted or unsubstituted (3 -30 membered) heteroarylene, or substituted or unsubstituted (C3-C30)cycloalkylene. According to an aspect of the present application, L _One To L ₃ Each independently represents a single bond, or a substituted or unsubstituted (C6-C12) arylene. According to another aspect of the present application, L _One To L ₃ Each independently represents a single bond, or unsubstituted (C6-C12) arylene. For example, L ₁ to L ₃ may each independently be a single bond, phenylene, naphthylene, or the like.

In Formula 1, Ar ₁ to Ar ₃ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted substituted (3-30 membered)heteroaryl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C1-C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, Substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30) ) arylsilyl, a fused ring group of a substituted or unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, or -L _a -N(Ar _a )(Ar _b ). According to one aspect of the present application, Ar ₁ To Ar ₃ are each independently a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, a substituted or unsubstituted (C3- C10)cycloalkyl, or -L _a -N(Ar _a )(Ar _b ). According to another aspect of the present application, Ar ₁ to Ar ₃ are each independently deuterium, (C1-C6)alkyl and (C6-C20)aryl unsubstituted or substituted with one or more (C6-C30)aryl; (3-30 membered)heteroaryl unsubstituted or substituted with one or more (C6-C15)aryl; unsubstituted (C3-C10)cycloalkyl; or -L _a -N(Ar _a )(Ar _b ). For example, Ar ₁ to Ar ₃ are each independently phenyl, phenyl substituted with deuterium, phenyl substituted with methyl, phenyl substituted with tert -butyl, phenyl substituted with phenylfluorenyl, naphthyl, phenylnaphthyl , biphenyl, terphenyl, anthracenyl, phenanthrenyl, fluoranthenyl, tetramethyltetrahydrophenanthrenyl, dimethylfluorenyl, methylphenylfluorenyl, diphenylfluorenyl, dimethylbenzofluorenyl, spirobi Fluorenyl, (C22)aryl, phenylpyridyl, benzofuranyl, phenyl-substituted benzimidazolyl, dibenzofuranyl, dibenzothiophenyl, phenyl-substituted dibenzofuranyl, phenyl-substituted carba Zolyl, dibenzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophenyl, phenoxazinyl, phenanthrooxazolyl, phenyl-substituted phenanthrooxazolyl, phenanthrenyl-substituted phenanthrooxazolyl, phenylo Substituted phenanthrothiazolyl, biphenyl substituted phenanthrothiazolyl, phenyl substituted benzene fused phenanthrooxazolyl, methyl substituted (14 membered) nitrogen-containing heteroaryl, phenyl substituted or unsubstituted (23 One) nitrogen-containing heteroaryl, benzene fused (23-membered) nitrogen-containing heteroaryl, phenyl-substituted or unsubstituted (26-membered) nitrogen-containing heteroaryl, benzene fused (26-membered) nitrogen-containing heteroaryl, diphenylamino, etc. there is.

Here, each L _a is independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene. According to one aspect of the present application, each L _a is independently a single bond.

Ar _a and Ar _b are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; (C6-C30) is a fused ring group of an aromatic ring, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl. According to an aspect of the present application, Ar _a and Ar _b are each independently a substituted or unsubstituted (C6-C12)aryl. According to another embodiment of the present application, Ar _a and Ar _b are each independently an unsubstituted (C6-C12)aryl. For example, Ar _a and Ar _b may each independently be phenyl or the like.

In Formula 1, the case in which all of L ₁ to L ₃ are single bonds and Ar ₁ to Ar ₃ are all hydrogen is excluded.

According to an aspect of the present application, Chemical Formula 1 may be represented by one or more of the following Chemical Formulas 1-1 to 1-12.

[Formula 1-1] [Formula 1-2]

[Formula 1-3] [Formula 1-4]

[Formula 1-5] [Formula 1-6]

[Formula 1-7] [Formula 1-8]

[Formula 1-9] [Formula 1-10]

[Formula 1-11] [Formula 1-12]

In Formulas 1-1 to 1-12,

Y ₁ and Z ₁ are each independently -N=, -NR ₂₁ -, -O- or -S-, provided that any one of Y ₁ and Z ₁ is -N=, and the other of Y ₁ and Z ₁ one is -NR ₂₁ -, -O- or -S-;

T is CR ₂₂ R ₂₃ , NR ₂₄ , O or S;

T ₁ to T ₁₃ and W ₁ to W ₁₂ are each independently N or CV ₁ ;

R ₁₁ is substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 membered)heteroaryl;

R ₁₂ to R ₁₆ , R ₂₁ to R ₂₄ and V ₁ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl , substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri (C1-C30) )alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tree (C6-C30) arylsilyl, a fused ring group of a substituted or unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, or -L _c -N(Ar _e )(Ar _f ) or , may be linked with adjacent substituents to form a ring;

L _c is each independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;

Ar _e and Ar _f are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl;

Ar ₆ is substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 membered)heteroaryl;

b is 1, c and d are each independently 1 or 2, e, f, g and f' are each independently an integer from 1 to 4, g' is an integer from 1 to 3, c to g, when f' and g' are integers of 2 or more, each of R ₁₂ to R ₁₆ may be the same as or different from each other;

Ar ₂ , Ar ₃ , and L ₁ to L ₃ are the same as defined in Formula 1.

The compound represented by Formula 2 will be described in more detail as follows.

로 표시되거나; 수소, 중수소, 할로겐, 시아노, 치환 또는 비치환된 (C1-C30)알킬, 치환 또는 비치환된 (C3-C30)시클로알킬, 치환 또는 비치환된 (3-7원)헤테로시클로알킬, 치환 또는 비치환된 (C6-C30)아릴, 치환 또는 비치환된 (3-30원)헤테로아릴, 치환 또는 비치환된 트리(C1-C30)알킬실릴, 치환 또는 비치환된 디(C1-C30)알킬(C6-C30)아릴실릴, 치환 또는 비치환된 (C1-C30)알킬디(C6-C30)아릴실릴, 치환 또는 비치환된 트리(C6-C30)아릴실릴, 치환 또는 비치환된 (C3-C30)의 지방족고리와 (C6-C30)의 방향족고리의 융합고리기, 또는 -L_b-N(Ar_c)(Ar_d)이거나; 인접한 치환기와 연결되어 고리를 형성할 수 있으며, 단, R₁ 내지 R₁₀ 중 적어도 하나는

로 표시된다. 본원의 일 양태에 따르면, R₁ 내지 R₁₀은 각각 독립적으로

로 표시되거나; 수소, 중수소, 치환 또는 비치환된 (C6-C15)아릴, 또는 치환 또는 비치환된 (5-15원)헤테로아릴이다. 본원의 다른 일 양태에 따르면, R₁ 내지 R₁₀은 각각 독립적으로

로 표시되거나; 수소, 비치환된 (C6-C15)아릴, 또는 비치환된 (5-15원)헤테로아릴이다. 예를 들어, R₁ 내지 R₁₀은 각각 독립적으로

로 표시되거나; 수소, 페닐, 비페닐, 나프틸, 디벤조푸라닐 등일 수 있다.In Formula 2, R ₁ to R ₁₀ are each independently

indicated as; hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30) Alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted (C3 -C30) an aliphatic ring and (C6-C30) a fused ring group of an aromatic ring, or -L _b -N(Ar _c )(Ar _d ); It may be connected to an adjacent substituent to form a ring, provided that at least one of R ₁ to R ₁₀ is

is displayed as According to one aspect of the present application, R _One To R ₁₀ Are each independently

indicated as; hydrogen, deuterium, substituted or unsubstituted (C6-C15)aryl, or substituted or unsubstituted (5-15 membered)heteroaryl. According to another aspect of the present application, R ₁ to R ₁₀ are each independently

indicated as; hydrogen, unsubstituted (C6-C15)aryl, or unsubstituted (5-15 membered)heteroaryl. For example, R ₁ to R ₁₀ are each independently

indicated as; hydrogen, phenyl, biphenyl, naphthyl, dibenzofuranyl, and the like.

wherein L _b is each independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene; Ar _c and Ar _d are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; (C6-C30) is a fused ring group of an aromatic ring, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl.

Also, here, L ₄ is a single bond, substituted or unsubstituted (C6-C30)cycloalkylene, substituted or unsubstituted (C6-C30)arylene, or substituted or unsubstituted (3-30 membered)heteroaryl it's ren According to an aspect of the present application, L ₄ is a single bond, a substituted or unsubstituted (C6-C15)cycloalkylene, or a substituted or unsubstituted (C6-C20)arylene. According to another aspect of the present application, L ₄ is a single bond, unsubstituted (C6-C15)cycloalkylene, or (C6-C20)arylene unsubstituted or substituted with (C6-C12)aryl. For example, L ₄ may be a single bond, adamantylene, phenylene, naphthylene, phenyl substituted with phenyl, -phenyl-naphthyl-, or the like.

X ₁ to X ₃ are each independently N or CH, and at least one of X ₁ to X ₃ is N. According to an aspect of the present application, X ₁ to X ₃ are all N.

In Formula 2, Ar ₄ and Ar ₅ are each independently a substituted or unsubstituted (C6-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3-30 membered) Heteroaryl, or a fused ring group of a substituted or unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring. According to an aspect of the present application, Ar ₄ and Ar ₅ are each independently a substituted or unsubstituted (C6-C15)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5-15 A member) heteroaryl, or a fused ring group of a substituted or unsubstituted (C3-C10) aliphatic ring and (C6-C12) aromatic ring. According to another aspect of the present application, Ar ₄ and Ar ₅ are each independently an unsubstituted (C6-C30)cycloalkyl; (C6-C30)aryl unsubstituted or substituted with one or more of (C6-C15)cycloalkyl, (C6-C20)aryl and (5-15 membered)heteroaryl; (5-15 membered)heteroaryl unsubstituted or substituted with one or more (C6-C12)aryl; or (C1-C6) alkyl-substituted (C3-C10) aliphatic ring and (C6-C12) aromatic ring fused ring group. For example, Ar ₄ and Ar ₅ are each independently adamantyl; phenyl unsubstituted or substituted with one or more of adamantyl, phenyl, naphthyl, phenylfluorenyl, chrysenyl, dibenzofuranyl and dibenzothiophenyl; naphthyl unsubstituted or substituted with phenyl and/or dibenzofuranyl; biphenyl; terphenyl; (C22)aryl; phenanthrenyl; triphenylenyl; fluorenyl unsubstituted or substituted with one or more of methyl, phenyl and adamantyl; dibenzofuranyl; dibenzothiophenyl; diphenylsilafluorenyl; It may be a fused ring group of (C3-C10) aliphatic ring and (C6-C12) aromatic ring substituted with methyl.

In Formula 2, a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same or different from each other.

According to an aspect of the present application, Chemical Formula 2 may be represented by one or more of the following Chemical Formulas 2-1 to 2-5.

[Formula 2-1] [Formula 2-2]

[Formula 2-3] [Formula 2-4]

[Formula 2-5]

In Formulas 2-1 to 2-5, R ₁ to R ₁₀ , L ₄ , Ar ₄ , Ar ₅ , X ₁ to X ₃ and a are the same as defined in Formula 2.

The compound represented by Formula 1 may be one or more selected from the following compounds, but is not limited thereto.

The compound represented by Formula 2 may be one or more selected from the following compounds, but is not limited thereto.

At least one of the compounds H1-1 to H1-143 and at least one of the compounds H2-1 to H2-170 may be combined to be used in an organic electroluminescent device.

In addition, according to the present application, there is provided an organic electroluminescent compound represented by the following Chemical Formula 2'.

[Formula 2']

In Formula 2',

로 표시되거나, 수소, 중수소, 할로겐, 시아노, 치환 또는 비치환된 (C1-C30)알킬, 치환 또는 비치환된 (C3-C30)시클로알킬, 치환 또는 비치환된 (3-7원)헤테로시클로알킬, 치환 또는 비치환된 (C6-C30)아릴, 치환 또는 비치환된 (3-30원)헤테로아릴, 치환 또는 비치환된 트리(C1-C30)알킬실릴, 치환 또는 비치환된 디(C1-C30)알킬(C6-C30)아릴실릴, 치환 또는 비치환된 (C1-C30)알킬디(C6-C30)아릴실릴, 치환 또는 비치환된 트리(C6-C30)아릴실릴, 또는 치환 또는 비치환된 (C3-C30)의 지방족고리와 (C6-C30)의 방향족고리의 융합고리기이고, 단 R₁ 내지 R₁₀ 중 적어도 하나는

로 표시되며;R ₁ to R ₁₀ are each independently

represented by, hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered) hetero Cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di( C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, or substituted or It is a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, provided that at least one of R ₁ to R ₁₀ is

is indicated as;

L ₄ is a single bond, a substituted or unsubstituted (C6-C30)cycloalkylene, or a substituted or unsubstituted (C10)arylene;

X ₁ to X ₃ are all N;

Ar ₄ and Ar ₅ are each independently substituted or unsubstituted (C6-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, and Ar ₄ and Ar ₅ are the same as or different from each other;

provided that each of Ar ₄ and Ar ₅ is unsubstituted phenyl, unsubstituted naphthyl, unsubstituted biphenyl, unsubstituted terphenyl, unsubstituted phenanthrenyl, unsubstituted triphenylenyl, unsubstituted 1 -dibenzofuranyl, unsubstituted 1-dibenzothiophenyl, 1-dibenzofuranyl-substituted phenyl, 1-dibenzothiophenyl-substituted phenyl, 9-carbazolyl-substituted phenyl, unsubstituted When L ₄ is a single bond, L ₄ is R ₉ or except that it is connected at the position of R ₁₀ ;

구조는 제외함); 비치환된 페난트레닐; 비치환된 트리페닐레닐; 비치환된 크리세닐; 비치환된 (C22)아릴; 비치환된 9,9-디페닐플루오레닐; 비치환된 7,7-디메틸벤조플루오레닐; 비치환된 9,9-디페닐실라플루오레닐; 페닐 및 (C6-C30)시클로알킬로 치환된 플루오레닐; 메틸로 치환된 (C3-C10)의 지방족고리와 (C6-C12)의 방향족고리의 융합고리기; 비치환된 페닐나프틸; 비치환된 나프틸페닐; 비치환된 디벤조푸라닐; 또는 비치환된 디벤조티오페닐이며;However, when L ₄ is a single bond and connected at the position of R ₂ or R ₇ , Ar ₄ and Ar ₅ are each independently phenyl unsubstituted or substituted with (C6-C30)cycloalkyl; naphthyl unsubstituted or substituted with dibenzofuranyl, dibenzothiophenyl or phenanthrenyl; unsubstituted biphenyl; unsubstituted terphenyl (provided that

structures are excluded); unsubstituted phenanthrenyl; unsubstituted triphenylenyl; unsubstituted chrysenyl; unsubstituted (C22)aryl; unsubstituted 9,9-diphenylfluorenyl; unsubstituted 7,7-dimethylbenzofluorenyl; unsubstituted 9,9-diphenylsilafluorenyl; fluorenyl substituted with phenyl and (C6-C30)cycloalkyl; a fused ring group of an aliphatic ring of (C3-C10) and an aromatic ring of (C6-C12) substituted with methyl; unsubstituted phenylnaphthyl; unsubstituted naphthylphenyl; unsubstituted dibenzofuranyl; or unsubstituted dibenzothiophenyl;

a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same as or different from each other.

The compound represented by Formula 2' may be one or more selected from the following compounds, but is not limited thereto.

In addition, according to the present application, there is provided an organic electroluminescent device including an organic electroluminescent compound represented by the following Chemical Formula 2'. Here, the organic electroluminescent compound of Formula 2' may be included in the emission layer, the electron transport layer, or the electron buffer layer, but is not limited thereto.

The compound represented by Formula 1 according to the present application may be prepared by a synthetic method known to those skilled in the art, for example, Korean Patent Application Laid-Open No. 10-2020-0007644 (published on January 22, 2020), Korean Patent Application Laid-Open No. 10 It may be manufactured with reference to -2018-0099487 (published on September 5, 2018), but is not limited thereto.

The compound represented by Formula 2 or 2' according to the present application may be prepared by a synthetic method known to those skilled in the art, for example, may be prepared with reference to the following reaction scheme, but is not limited thereto.

[Scheme 1]

Although exemplary synthesis examples of the compound represented by Formula 2 or Formula 2' have been described above, these are all Buchwald-Hartwig cross coupling reaction, N-arylation reaction, H-mont-mediated etherification reaction, Miyaura borylation reaction, Suzuki cross -coupling reaction, intramolecular acid-induced cyclization reaction, Pd(II)-catalyzed oxidative cyclization reaction, Grignard reaction, Heck reaction, Cyclic dehydration reaction, SN ₁ substitution reaction, SN ₂ substitution reaction, and Phosphine-mediated reductive cyclization reaction. Those skilled in the art will readily understand that the reaction proceeds even if other substituents defined in Formula 2 or Formula 2' are combined in addition to the substituents specified in the specific synthesis examples.

The organic electroluminescent device according to the present application includes an anode, a cathode, and at least one organic material layer between the anode and the cathode, wherein the organic material layer is a first organic electroluminescent material as a compound represented by Formula 1, and a second organic material layer The electroluminescent material may include a plurality of organic electroluminescent materials including the compound represented by Formula 2 above. According to an aspect of the present application, the organic electroluminescent device according to the present application includes an anode, a cathode, and at least one light emitting layer between the anode and the cathode, and the light emitting layer is a compound represented by Formula 1 and Formula 2 It may contain a compound that is

The light emitting layer includes a host and a dopant, the host includes a plurality of host materials, and the compound represented by Formula 1 is a first host compound among the plurality of host materials, and the compound represented by Formula 2 may be included as the second host compound among the plurality of types of host materials. Here, the weight ratio of the first host compound to the second host compound is from about 1:99 to about 99:1, preferably from about 10:90 to about 90:10, more preferably from about 30:70 to about 70:30 , more preferably about 40:60 to about 60:40, and even more preferably about 50:50.

The light emitting layer herein may be a single layer as a layer that emits light, or may be a plurality of layers in which two or more layers are stacked. In the plurality of host materials of the present disclosure, both the first and second host materials may be included in one layer, and the first and second host materials may be included in different light emitting layers, respectively. According to one aspect of the present application, the doping concentration of the dopant compound with respect to the host compound of the emission layer may be less than 20% by weight.

The organic electroluminescent device of the present application is selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, a light emission auxiliary layer, an electron transport layer, an electron injection layer, an interlayer, an electron buffer layer, a hole blocking layer and an electron blocking layer. It may further include one or more floors. According to one aspect of the present application, the organic electroluminescent device of the present application includes an amine compound in addition to a plurality of host materials of the present application, among a hole injection material, a hole transport material, a hole auxiliary material, a light emitting material, a light emitting auxiliary material, and an electron blocking material. It may further include one or more. In addition, according to one aspect of the present application, the organic electroluminescent device of the present application may further include a azine-based compound as one or more of an electron transport material, an electron injection material, an electron buffer material, and a hole blocking material in addition to a plurality of host materials of the present application. can

A plurality of types of host materials according to the present disclosure may be used as a light emitting material for a white organic light emitting device (White Organic Light Emitting Device). The white organic EL device is a side-by-side method, a stacking method, depending on the arrangement of R (red), G (green) or YG (yellow green), B (blue) light emitting units , or various structures such as a color conversion material (CCM) method have been proposed. In addition, a plurality of host materials according to an example may be used in an organic electroluminescent device including quantum dots (QDs).

A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof may be used between the anode and the light emitting layer. In the hole injection layer, a plurality of layers may be used for the purpose of lowering the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer, and two compounds may be used in each layer at the same time. In addition, the hole injection layer may be doped with a p-dopant. The electron blocking layer is positioned between the hole transport layer (or hole injection layer) and the light emitting layer, and blocks the overflow of electrons from the light emitting layer to trap excitons in the light emitting layer, thereby preventing light emission leakage. A plurality of layers may be used for the hole transport layer or the electron blocking layer, and a plurality of compounds may be used for each layer.

An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the light emitting layer and the cathode. In the electron buffer layer, a plurality of layers may be used for the purpose of controlling electron injection and improving interfacial properties between the light emitting layer and the electron injection layer, and two compounds may be used for each layer at the same time. A plurality of layers may be used for the hole blocking layer or the electron transport layer, and a plurality of compounds may be used for each layer. In addition, the electron injection layer may be doped with an n-dopant.

As a dopant included in the organic electroluminescent device of the present application, one or more phosphorescent or fluorescent dopants may be used, and a phosphorescent dopant is preferable. The phosphorescent dopant material applied to the organic electroluminescent device of the present application is not particularly limited, but may be a complex compound of a metal atom selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt). , optionally, it may be an ortho-metalation complex compound of a metal atom selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt), and in some cases more preferably, ortho-metalated iridium complex compounds.

As a dopant included in the organic electroluminescent device of the present application, a compound represented by the following Chemical Formula 101 may be used, but is not limited thereto.

[Formula 101]

In Formula 101,

L is selected from the following structures 1 to 3;

[Structure 1] [Structure 2] [Structure 3]

R ₁₀₀ to R ₁₀₃ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, cyano, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or unsubstituted (C1-C30)alkoxy; It may be linked with adjacent substituents to form a ring, for example, together with pyridine, substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted benzofuropyridine, or substituted or unsubstituted benzothieno pyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuroquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline;

R ₁₀₄ to R ₁₀₇ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, cyano, or substituted or unsubstituted (C1-C30)alkoxy; It may be linked to an adjacent substituent to form a ring, for example, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzo together with benzene furan, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuropyridine, or substituted or unsubstituted benzothienopyridine;

R ₂₀₁ to R ₂₂₀ are each independently hydrogen, deuterium, halogen, deuterium and/or halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, or substituted or unsubstituted cyclic (C6-C30)aryl; may be linked with adjacent substituents to form a ring;

s is an integer from 1 to 3.

Specifically, specific examples of the dopant compound are as follows, but are not limited thereto.

Each layer of the organic electroluminescent device of the present application is a dry film deposition method such as vacuum deposition, sputtering, plasma, ion plating, ink jet printing, nozzle printing, slot coating, It may be formed by any one of a wet film forming method such as spin coating, dip coating, flow coating, or the like.

In the case of the wet film forming method, a thin film is formed by dissolving or dispersing the material forming each layer in an appropriate solvent such as ethanol, chloroform, tetrahydrofuran, or dioxane, the solvent in which the material forming each layer is dissolved or dispersed. It can be, and any one may be used as long as there is no problem in the film-forming property.

In addition, the first and second host compounds of the present application can be formed by the methods listed above, and can often be formed by a co-deposition or mixed vapor deposition process. The co-deposition is a method of mixing two or more materials by putting two or more materials into each individual crucible source, evaporating the materials by applying an electric current to the two cells at the same time, and performing mixed deposition. After mixing, a current is applied to one cell to evaporate the material, and mixed deposition is performed. In addition, when the first and second host compounds are present in the same layer or in different layers in the organic electroluminescent device, the two host compounds may be individually formed. For example, after depositing the first host compound, the second host compound may be deposited.

The present application may provide a display device using a plurality of host materials including the compound represented by Formula 1 and the compound represented by Formula 2 above. That is, it is possible to manufacture a display device or a lighting device using a plurality of types of host materials of the present application. Specifically, a display device, for example, a white organic light emitting device, a display device for a smartphone, tablet, notebook, PC, TV or vehicle, or lighting using a plurality of host materials of the present application It is possible to manufacture a device, for example a lighting device for outdoor or indoor use.

Hereinafter, for a detailed understanding of the present application, for a detailed understanding of the present application, a method for preparing a compound according to the present application and physical properties thereof, and characteristics of an OLED device including a plurality of host materials of the present application, for example, will be described. However, the following examples only describe the properties of an OLED device including a compound according to the present application and a plurality of types of host materials according to the present application for a detailed understanding of the present application, and the present application is not limited to the following examples.

[Synthesis Example 1] Preparation of compound H2-68

Preparation of compound A

In a flask, 2,4-dichloro-6-phenyl-1,3,5-triazine (20 g, 55.2 mmol), (4-(9-phenyl-9H-fluoren-9-yl)phenyl)boronic acid ( 18.8 g, 83.1 mmol), Pd(PPh ₃ ) ₄ (4.8 g, 2.8 mmol), K ₂ CO ₃ (23 g, 111 mmol), toluene 140 mL, ethanol 40 mL, and water 40 mL were added and dissolved, and then dissolved at 120° C. at reflux for 2 hours. After the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by column chromatography to obtain 8 g of Compound A (yield: 28%).

Preparation of compound H2-68

Compound A (8 g, 15.7 mmol), 4,4,5,5-tetramethyl-2-(phenanthren-2-yl)-1,3,2-dioxaborolane (4.1 g, 18.4 mmol) in a flask , Pd(PPh ₃ ) ₄ (1 g, 0.8 mmol), K ₂ CO ₃ (4.4 g, 114 mmol), toluene 40 mL, ethanol 10 mL, and water 10 mL were added and dissolved, followed by reflux at 120° C. for 2 hours. . Upon completion of the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 1.5 g of compound H2-68 (yield: 15%).

[Synthesis Example 2] Preparation of compound H2-66

Preparation of compound B

2-([1,1'-biphenyl]-4-yl)-4,6-dichloro-1,3,5-triazine (36.5 g, 120.7 mmol), (5-phenylnaphthalene-1- yl)boronic acid (15 g, 60.4 mmol), Pd(PPh ₃ ) ₄ (7 g, 3 mmol), K ₂ CO ₃ (33 g, 120.8 mmol), toluene 300 mL, ethanol 100 mL and water 100 mL After melting, the mixture was refluxed at 120° C. for 2 hours. After the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 22 g of Compound B (yield: 77%).

Preparation of compound H2-66

In a flask, compound B (22 g, 46.8 mmol), phenanthren-9-yl boronic acid (15 g, 70.2 mmol), Pd(PPh ₃ ) ₄ (2.8 g, 2.5 mmol), K ₂ CO ₃ (13 g, 94 mmol), toluene 120 mL, ethanol 40 mL, and water 40 mL were added and dissolved, followed by refluxing at 120° C. for 2 hours. After the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 5.2 g of compound H2-66 (yield: 18%).

[Synthesis Example 3] Preparation of compound H2-137

In a flask, 2-(6-chloronaphthalen-1-yl)-4-(naphthalen-2-yl)-6-phenyl-1,3,5-triazine (5 g, 11.28 mmol), 4,4,5 ,5-Tetramethyl-2-(phenanthren-2-yl)-1,3,2-dioxaborolane (4.1 g, 12.41 mmol), Pd(PPh ₃ ) ₄ (0.6 g, 0.56 mmol), K ₂ CO ₃ (3.2 g, 23 mmol), toluene 30 mL, ethanol 10 mL, and water 10 mL were added and dissolved, followed by refluxing at 120° C. for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and the resulting solid was filtered under reduced pressure. The solid was dissolved in phenyl chloride, filtered through silica with methylene chloride (MC), and recrystallized from o-xylene to obtain 2.7 g of compound H2-137 (yield: 40%).

[Synthesis Example 4] Preparation of compound H2-3

In a flask, 2-chloro-4- (dibenzo [b, d] furan-1-yl) -6-phenyl-1,3,5-triazine (8.7 g, 24.33 mmol), 4,4,5,5 -Tetramethyl-2-(phenanthren-2-yl)-1,3,2-dioxaborolane (7.4 g, 24,33 mmol), Pd(PPh ₃ ) ₄ (1.4 g, 1.216 mmol), K ₂ CO ₃ (10 g, 72.96 mmol), toluene 148 mL, ethanol 37 mL, and water 37 mL were added and dissolved, followed by refluxing at 140° C. for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and the resulting solid was filtered under reduced pressure. The solid was dissolved in phenyl chloride, filtered through silica with MC, and recrystallized from o-xylene to obtain 4.3 g of compound H2-3 (yield: 35%).

[Synthesis Example 5] Preparation of compound H2-2

2-([1,1'-biphenyl]-4-yl)-4-chloro-6-(dibenzo[b,d]furan-1-yl)-1,3,5-triazine ( 7.7 g, 17.75 mmol), 4,4,5,5-tetramethyl-2-(phenanthren-2-yl)-1,3,2-dioxaborolane (5.4 g, 17.75 mmol), Pd(PPh) ₃ ) ₄ (1 g, 0.887 mmol), K ₂ CO ₃ (7.3 g, 53.27 mmol), toluene 108 mL, ethanol 27 mL, and water 27 mL were added and dissolved, followed by refluxing at 140° C. for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and the resulting solid was filtered under reduced pressure. The solid was dissolved in phenyl chloride, filtered through silica with MC, and recrystallized from o-xylene to obtain 5.2 g of compound H2-2 (yield: 50%).

[Synthesis Example 6] Preparation of compound H2-67

In a flask, 2-chloro-4- (phenanthren-2-yl) -6-phenyl-1,3,5-triazine (4.5 g, 12.23 mmol), 2-([1,1':4',1 “-terphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.3 g, 12.23 mmol), Pd(PPh ₃ ) ₄ (0.7 g, 0.611 mmol), K ₂ CO ₃ (5 g, 36.70 mmol), toluene 80 mL, ethanol 20 mL, and water 20 mL were added and dissolved, followed by reflux for 2 hours at 140° C. After completion of the reaction, the mixture was cooled to room temperature Then, the resulting solid was filtered under reduced pressure, the solid was dissolved in phenyl chloride, filtered through MC silica, and recrystallized from o-xylene to obtain 3.3 g of compound H2-67 (yield: 48%).

[Synthesis Example 7] Preparation of compound H2-1

2-chloro-4-(dibenzo[b,d]furan-1-yl)-6-(4,4a-dihydronaphthalen-2-yl)-1,3,5-triazine (8.8 g) in a flask , 21.61 mmol), 4,4,5,5-tetramethyl-2-(phenanthren-2-yl)1,2-dioxaborolane (7.2 g, 23.77 mmol), Pd(PPh ₃ ) ₄ (1.2 g, 1.080 mmol), K ₂ CO ₃ (9 g, 64.85 mmol), toluene 140 mL, ethanol 35 mL, and water 35 mL were added and dissolved, followed by reflux at 140° C. for 3 hours. After completion of the reaction, the resulting solid was filtered under reduced pressure after cooling to room temperature. The solid was dissolved in phenyl chloride, filtered through silica with MC, and recrystallized from o-xylene to obtain 6.8 g of compound H2-1 (yield: 57.6%).

[Synthesis Example 8] Preparation of compound H2-161

Preparation of compound 2

Compound 1 (10 g, 47.1 mmol) and 300 mL of dimethylformamide were dissolved in a flask, and then N-bromosuccinimide (67 g, 377 mmol) was slowly added and refluxed at 150° C. for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 7 g of Compound 2 (Yield: 51%).

Preparation of compound 3

In a flask, put compound 2 (9.2 g, 31.7 mmol), phenylboronic acid (4.3 g, 34.8 mmol), Pd(PPh ₃ ) ₄ (2 g, 1.6 mmol), K ₂ CO ₃ (11 g, 80 mmol), toluene After dissolving in 90 mL, ethanol 30 mL and water 30 mL, it was refluxed at 120 °C for 2 hours. After the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 7 g of compound 3 (yield: 76%).

Preparation of compound 4

Compound 3 (9.5 g, 33 mmol), 4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane) in a flask ) (12.6 g, 49.5 mmol), potassium acetate (8.1 g, 82.5 mmol), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (41 g, 99 mmol), Pd ₂ (dba) ₃ (1.5 g, 1.65 mmol) and 500 mL of dioxane were added and dissolved, followed by refluxing at 120° C. for 2 hours. After the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 10 g of compound 4 (yield: 79%).

Preparation of compound H2-161

In a flask, compound 4 (15 g, 40 mmol), 2-chloro-4-(dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazine (compound 5 ) ( 16 g, 44 mmol), Pd(PPh ₃ ) ₄ (2.4 g, 2 mmol), K ₂ CO ₃ (11 g, 80 mmol), toluene 100 mL, ethanol 20 mL, and water 20 mL were added and dissolved at 120°C. refluxed for 2 hours. After completion of the reaction, the organic layer was extracted with ethyl acetate, residual moisture was removed using magnesium sulfate, dried, and separated by chromatography to obtain 8 g of compound H2-161 (yield: 34%).

[Device Examples 1 to 16] Preparation of a red light emitting OLED in which a plurality of types of host materials according to the present application are deposited as a host

An OLED according to the present application was prepared. First, the transparent electrode ITO thin film (10Ω/□) on the glass (Giomatec) substrate for OLED was ultrasonically cleaned using acetone and isopropyl alcohol sequentially, and then placed in isopropyl alcohol and stored for use. Next, after mounting the ITO substrate in the substrate holder of the vacuum deposition equipment, put the compound HI-1 of Table 2 into a cell in the vacuum deposition equipment, and put the compound HT-1 of Table 2 into another cell, and then the two materials A hole injection layer was deposited by doping the compound HI-1 to a thickness of 10 nm in an amount of 3 wt% based on the total amount of the compound HI-1 and the compound HT-1 by evaporation at different rates. Then, compound HT-1 was deposited on the hole injection layer to form a first hole transport layer having a thickness of 80 nm. Then, the compound HT-2 was put into another cell in the vacuum deposition equipment, and the cell was evaporated by applying a current to deposit a second hole transport layer having a thickness of 60 nm on the first hole transport layer. After the hole injection layer and the hole transport layer were formed, a light emitting layer was deposited thereon as follows. After putting the first host compound and the second host compound described in Table 1 below as hosts in two cells in the vacuum deposition equipment, respectively, and putting compound D-39 as a dopant in another cell, the two host materials were 1:1 A light emitting layer having a thickness of 40 nm was deposited on the second hole transport layer by evaporation at a rate of Then, on the light emitting layer, compound ETL-1 and compound EIL-1 as an electron transport material were deposited in a weight ratio of 50:50 to form an electron transport layer having a thickness of 35 nm. Then, after depositing compound EIL-1 as an electron injection layer to a thickness of 2 nm on the electron transport layer, an Al cathode was deposited on the electron injection layer to a thickness of 80 nm using another vacuum deposition equipment to prepare an OLED. . For each material, each compound was purified by vacuum sublimation under 10 ^-6 torr.

[Comparative Examples 1 to 4] Preparation of a red light emitting OLED in which a plurality of types of host materials not according to the present application are deposited as a host

OLEDs were manufactured in the same manner as in Device Examples 1 to 16, except that the compounds of Table 1 below were used as the host of the light emitting layer.

[Comparative Examples 5 and 6] Preparation of OLED containing a single host

OLEDs were manufactured in the same manner as in Device Examples 1 to 16, except that the second host compound of Table 1 was used alone as a host of the light emitting layer.

The driving voltage, luminous efficiency, luminous color, and 5,000 nit luminance of the organic electroluminescent devices of Examples 1 to 16 and Comparative Examples 1 to 6 prepared as described above were 100% to 95% based on 1,000 nit luminance. To measure the time it takes to fall (lifetime: T95) is shown in Table 1 below.

[Table 1]

It can be confirmed that the organic electroluminescent device using a plurality of host materials according to the present application exhibits excellent lifespan characteristics while exhibiting a driving voltage and luminous efficiency equal to or higher than that of an organic electroluminescent device including a conventional host or a conventional host combination. there was.

[Device Examples 17 to 19] Preparation of OLED comprising the organic electroluminescent compound according to the present application as a host

OLEDs were manufactured in the same manner as in Device Examples 1 to 16, except that the host compound of Table 2 below was used alone as the host of the light emitting layer.

[Comparative Examples 7 and 8] Preparation of OLED comprising a comparative compound as a host

OLEDs were manufactured in the same manner as in Device Examples 1 to 16, except that the host compound of Table 2 below was used alone as the host of the light emitting layer.

Until the driving voltage, emission color, and light intensity based on 5,000 nit luminance of the organic electroluminescent devices of Examples 17 to 19 and Comparative Examples 7 and 8 manufactured as described above fall from 100% to 95% based on luminance of 1,000 nits The time taken (lifetime: T95) was measured and shown in Table 2 below.

[Table 2]

It was confirmed that the organic electroluminescent device including the organic electroluminescent compound according to the present application exhibited excellent lifespan characteristics while exhibiting the same level of driving voltage as compared to the organic electroluminescent device including the conventional host compound.

The compounds used in the device examples and comparative examples are shown in Table 3 below.

[Table 3]

Claims (10)

A plurality of host materials including at least one first host compound and at least one second host compound, wherein the first host compound is represented by Formula 1 below, and the second host compound is represented by Formula 2 below , a plurality of host materials:
[Formula 1]

In Formula 1,
L ₁ to L ₃ are each independently a single bond, a substituted or unsubstituted (C1-C30)alkylene, a substituted or unsubstituted (C6-C30)arylene, a substituted or unsubstituted (3-30 membered) hetero arylene, or substituted or unsubstituted (C3-C30)cycloalkylene;
Ar ₁ to Ar ₃ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3- 30 membered) heteroaryl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C1-C30)alkoxy, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or an unsubstituted (C3-C30) aliphatic ring and a (C6-C30) aromatic ring fused ring group, or -L _a -N(Ar _a )(Ar _b );
each L _a is independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;
Ar _a and Ar _b are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl;
provided, except that L ₁ to L ₃ are all single bonds and Ar ₁ to Ar ₃ are all hydrogen;
[Formula 2]

In Formula 2,
R ₁ to R ₁₀ are each independently,

indicated as; hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered)heterocycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30) Alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted (C3 -C30) an aliphatic ring and (C6-C30) a fused ring group of an aromatic ring, or -L _b -N(Ar _c )(Ar _d ); It may be connected to an adjacent substituent to form a ring, provided that at least one of R ₁ to R ₁₀ is

indicated as;
L _b is each independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;
Ar _c and Ar _d are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered)heteroaryl;
L ₄ is a single bond, a substituted or unsubstituted (C6-C30)cycloalkylene, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;
X ₁ to X ₃ are each independently N or CH, provided that at least one of X ₁ to X ₃ is N;
Ar ₄ and Ar ₅ are each independently substituted or unsubstituted (C6-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring;
a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same as or different from each other. 7. The substituted alkoxy of claim 1, wherein substituted alkyl(ren), substituted alkenyl, substituted aryl(ren), substituted heteroaryl(ren), substituted cycloalkyl(ren), substituted heterocycloalkyl, substituted alkoxy , substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, and the substituents of the fused ring group of the substituted aliphatic ring and the aromatic ring are each independently deuterium, halogen, cyano , carboxyl, nitro, hydroxy, phosphine oxide, (C1-C30)alkyl, halo (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy , (C1-C30)alkylthio, (C3-C30)cycloalkyl, (C3-C30)cycloalkenyl, (3-7 membered)heterocycloalkyl, (C6-C30)aryloxy, (C6-C30)aryl (3-30 membered)heteroaryl unsubstituted or substituted with one or more of thio, deuterium and (C6-C30)aryl, (C6- C30) aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)aryl Silyl, a fused ring group of an aliphatic ring of (C3-C30) and an aromatic ring of (C6-C30), amino, mono- or di- (C1-C30)alkylamino, mono- or di- (C2-C30)al Kenylamino, mono- or di- (C6-C30)arylamino, mono- or di- (3-30 membered)heteroarylamino, (C1-C30)alkyl(C2-C30)alkenylamino, (C1-C30 ) Alkyl (C6-C30) arylamino, (C1-C30) alkyl (3-30 membered) heteroarylamino, (C2-C30) alkenyl (C6-C30) arylamino, (C2-C30) alkenyl (3 -30 membered) heteroarylamino, (C6-C30)aryl (3-30 membered) heteroarylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)arylcarbonyl , (C6-C30)arylphosphine, di(C6-C30)arylboronyl, di(C1-C30)alkylboronyl, (C1-C30)alkyl(C6-C30)arylboronyl, (C6 -C30) are (C1-C30) alkyl, and (C1-C30) alkyl (C6-C30) at least one selected from the group consisting of aryl, a plurality of types of host material. The method according to claim 1, wherein Chemical Formula 1 is represented by one or more of the following Chemical Formulas 1-1 to 1-12, a plurality of host materials:
[Formula 1-1] [Formula 1-2]

[Formula 1-3] [Formula 1-4]

[Formula 1-5] [Formula 1-6]

[Formula 1-7] [Formula 1-8]

[Formula 1-9] [Formula 1-10]

[Formula 1-11] [Formula 1-12]

In Formulas 1-1 to 1-12,
Y ₁ and Z ₁ are each independently -N=, -NR ₂₁ -, -O- or -S-, provided that any one of Y ₁ and Z ₁ is -N=, and the other of Y ₁ and Z ₁ one is -NR ₂₁ -, -O- or -S-;
T is CR ₂₂ R ₂₃ , NR ₂₄ , O or S;
T ₁ to T ₁₃ and W ₁ to W ₁₂ are each independently N or CV ₁ ;
R ₁₁ is substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 membered)heteroaryl;
R ₁₂ to R ₁₆ , R ₂₁ to R ₂₄ and V ₁ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C6-C30)aryl , substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri (C1-C30) )alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tree (C6-C30) arylsilyl, a fused ring group of a substituted or unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, or -L _c -N(Ar _e )(Ar _f ) or , may be linked with adjacent substituents to form a ring;
L _c is each independently a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3-30 membered)heteroarylene;
Ar _e and Ar _f are each independently hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, or a substituted or unsubstituted (C3-C30) aliphatic ring; a fused ring group of an aromatic ring of (C6-C30), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl;
Ar ₆ is substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30 membered)heteroaryl;
b is 1, c and d are each independently 1 or 2, e, f, g and f' are each independently an integer from 1 to 4, g' is an integer from 1 to 3, c to g, when f' and g' are integers of 2 or more, each of R ₁₂ to R ₁₆ may be the same as or different from each other;
Ar ₂ , Ar ₃ and L ₁ to L ₃ are the same as defined in claim 1. According to claim 1, wherein Chemical Formula 2 is represented by one or more of the following Chemical Formulas 2-1 to 2-5, a plurality of host materials:
[Formula 2-1] [Formula 2-2]

[Formula 2-3] [Formula 2-4]

[Formula 2-5]

In Formulas 2-1 to 2-5,
R ₁ to R ₁₀ , L ₄ , Ar ₄ , Ar ₅ , X ₁ to X ₃ and a are the same as defined in claim 1. According to claim 1, wherein the compound represented by Formula 1 is at least one selected from the following compounds, a plurality of types of host material.

According to claim 1, wherein the compound represented by Formula 2 is at least one selected from the following compounds, a plurality of types of host material.

An organic electroluminescent device comprising an anode, a cathode, and at least one light emitting layer between the anode and the cathode, wherein at least one of the light emitting layers comprises a plurality of types of host materials according to claim 1 . An organic electroluminescent compound represented by the following formula 2':
[Formula 2']

In Formula 2',
R ₁ to R ₁₀ are each independently

represented by, hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (3-7 membered) hetero Cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di( C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, or substituted or It is a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, provided that at least one of R ₁ to R ₁₀ is

is indicated as;
L ₄ is a single bond, a substituted or unsubstituted (C6-C30)cycloalkylene, or a substituted or unsubstituted (C10)arylene;
X ₁ to X ₃ are all N;
Ar ₄ and Ar ₅ are each independently substituted or unsubstituted (C6-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3-30 membered)heteroaryl, or substituted or a fused ring group of an unsubstituted (C3-C30) aliphatic ring and (C6-C30) aromatic ring, and Ar ₄ and Ar ₅ are the same as or different from each other;
provided that each of Ar ₄ and Ar ₅ is unsubstituted phenyl, unsubstituted naphthyl, unsubstituted biphenyl, unsubstituted terphenyl, unsubstituted phenanthrenyl, unsubstituted triphenylenyl, unsubstituted 1 -dibenzofuranyl, unsubstituted 1-dibenzothiophenyl, 1-dibenzofuranyl-substituted phenyl, 1-dibenzothiophenyl-substituted phenyl, 9-carbazolyl-substituted phenyl, unsubstituted When L ₄ is a single bond, L ₄ is R ₉ or except that it is connected at the position of R ₁₀ ;
However, when L ₄ is a single bond and connected at the position of R ₂ or R ₇ , Ar ₄ and Ar ₅ are each independently phenyl unsubstituted or substituted with (C6-C30)cycloalkyl; naphthyl unsubstituted or substituted with dibenzofuranyl, dibenzothiophenyl or phenanthrenyl; unsubstituted biphenyl; unsubstituted terphenyl (provided that

structures are excluded); unsubstituted phenanthrenyl; unsubstituted triphenylenyl; unsubstituted chrysenyl; unsubstituted (C22)aryl; unsubstituted 9,9-diphenylfluorenyl; unsubstituted 7,7-dimethylbenzofluorenyl; unsubstituted 9,9-diphenylsilafluorenyl; fluorenyl substituted with phenyl and (C6-C30)cycloalkyl; a fused ring group of an aliphatic ring of (C3-C10) and an aromatic ring of (C6-C12) substituted with methyl; unsubstituted phenylnaphthyl; unsubstituted naphthylphenyl; unsubstituted dibenzofuranyl; or unsubstituted dibenzothiophenyl;
a is an integer of 1 to 3, and when a is an integer of 2 or more, each L ₄ may be the same as or different from each other. The organic electroluminescent compound according to claim 8, wherein the compound represented by Formula 2' is selected from the following compounds.

An organic electroluminescent device comprising the organic electroluminescent compound according to claim 8 .

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