Host material and organic electroluminescent device including the same

By using a combination of host materials with substituted aryl and heteroaryl compounds, the luminous efficiency and lifespan of OLEDs are enhanced, addressing the performance needs of existing OLED technologies.

JP2025102983APending Publication Date: 2025-07-08DUPONT SPECIALTY MATERIALS KOREA LTD
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Patent Information

Application Number
JP2025062771
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2019-04-18
Filing Date
2025-04-04
Publication Date
2025-07-08

AI Technical Summary

Technical Problem

Existing organic electroluminescence devices (OLEDs) require materials that enhance luminous efficiency and lifespan for improved display performance.

Method used

Incorporation of a specific combination of host materials, represented by compounds of Formulas 1 and 2, which include substituted aryl and heteroaryl groups, into the organic electroluminescence device to improve luminous efficiency and lifespan.

Benefits of technology

The specific combination of host materials results in higher luminous efficiency and longer lifespan characteristics compared to conventional OLEDs, enabling the production of advanced display devices.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide an organic electroluminescent device having higher luminous efficiency and / or longer life characteristics than a conventional organic electroluminescent device.SOLUTION: There are provided a plurality of host materials including a first host material having a compound represented by the Formula 1 and a second host material having a compound represented by the Formula 2, and an organic electroluminescent device including the same.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present disclosure relates to a plurality of host materials and an organic electroluminescence device including the same.

Background Art

[0002] In 1987, Tang et al. of Eastman Kodak first developed a small molecule green organic electroluminescence device (OLED) having a TPD / Alq3 double layer composed of a light emitting layer and a charge transport layer. Thereafter, research on OLEDs has been rapidly conducted and they have come to be commercially available. Currently, OLEDs mainly use phosphorescent materials having excellent luminous efficiency in panel mounting. Furthermore, OLEDs having high luminous efficiency and / or long life are required for long-time use and high resolution of displays.

[0003] The specification of Korean Patent Application Publication No. 2017-0022865 discloses a benzoxazole derivative compound for improving the performance of OLEDs. However, development of materials for improving the performance of OLEDs is still required.

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present disclosure is to provide a plurality of host materials including a specific combination of compounds suitable for manufacturing an organic electroluminescence device having higher luminous efficiency and / or longer life characteristics.

Means for Solving the Problems

[0005] The above object can be achieved by a plurality of host materials including a first host material and a second host material, and the inventors have found that the first host material includes a compound represented by the following formula 1, and the second host material includes a compound represented by the following formula 2:

Chemical Formula

Chemical formula

[0006] Advantageous effects of the invention By including a specific combination of the compounds of the present disclosure as a host material, an organic electroluminescence device having higher luminous efficiency and / or longer lifespan characteristics compared to conventional organic electroluminescence devices can be provided, and a display device or a proof device using the same can be manufactured.

Modes for Carrying Out the Invention

[0007] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present disclosure and does not mean to limit the scope of the present disclosure in any way.

[0008] As used herein, the term "organic electroluminescent material" means a material that can be used in an organic electroluminescent device and can contain at least one compound. The organic electroluminescent material can be included in any layer constituting the organic electroluminescent device, if necessary. For example, the organic electroluminescent material can be 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 (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc.

[0009] As used herein, the term "a plurality of organic electroluminescent materials" means an organic electroluminescent material as a combination of at least two compounds that can be included in any layer constituting the organic electroluminescent device. This can mean both the material before being included in the organic electroluminescent device (e.g., before evaporation) and the material after being included in the organic electroluminescent device (e.g., after evaporation). For example, the plurality of organic electroluminescent materials can be a combination of at least two compounds that can be included in at least 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. The at least two compounds can be included in the same layer or different layers by methods used in the art, for example, co-evaporation or co-deposition can be performed or individual depositions can be performed.

[0010] The term "a plurality of host materials" in the present disclosure means an organic electroluminescent material as a combination of at least two host materials. It can mean both the material before being included in the organic electroluminescent device (for example, before evaporation) and the material after being included in the organic electroluminescent device (for example, after evaporation). The plurality of host materials in the present disclosure can be included in any light-emitting layer constituting the organic electroluminescent device. At least two compounds included in the plurality of host materials can be included in one light-emitting layer together, or can be included in different light-emitting layers respectively. When at least two host materials are included in one layer, for example, one layer can be formed by their co-evaporation, or one layer can be formed by co-evaporating them separately at the same time.

[0011] As used herein, the term “(C1-C30)alkyl” means a straight-chain or branched alkyl having 1 to 30 carbon atoms constituting the chain, and preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. The above alkyl may include methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert-butyl, etc. The term “(C3-C30)cycloalkyl” means a monocyclic or polycyclic hydrocarbon having 3 to 30 ring backbone carbon atoms, and preferably has 3 to 20 carbon atoms, more preferably 3 to 7 carbon atoms. The above cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, etc. The term “(3-7 membered)heterocycloalkyl” means a cycloalkyl having 3 to 7 ring backbone atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably the group consisting of O, S, and N. The above heterocycloalkyl may include tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran, etc. The term “(C6-C30)aryl” or “(C6-C30)arylene” means a monocyclic or fused-ring radical derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, and preferably has 6 to 20 ring backbone carbon atoms, more preferably 6 to 15 ring backbone carbon atoms. The above aryl or arylene may be partially saturated and may include a spiro structure. Examples of the above aryl include phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenylphenanthrenyl, anthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, naphthacenyl, fluoranthenyl, spirobifluorenyl, spiro[fluorene-benzofluorene]yl, etc.The term "(3 to 50-membered) heteroaryl" or "(3 to 30-membered) heteroarylene" has 3 to 50, or 3 to 30 ring backbone atoms (the number of ring backbone carbon atoms is preferably 3 to 30, more preferably 5 to 20), and is an aryl containing at least 1, preferably 1 to 4 heteroatoms selected from the group consisting of B, N, O, S, Si, and P. The above heteroaryl(en) can be a monocyclic ring or a condensed ring condensed with at least 1 benzene ring, can be partially saturated, and can be formed by bonding at least 1 heteroaryl or aryl group to the heteroaryl group via a single bond, and can include a spiro structure. Examples of the above heteroaryl include monocyclic ring-type heteroaryls such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc., and condensed ring-type heteroaryls such as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, benzonaphthothiophenyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, isoindolyl, indolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, carbazolyl, benzocarbazolyl, phenoxazinyl, phenanthridinyl, phenanthro-oxazolyl, benzodioxolyl, etc. Further, "halogen" includes F, Cl, Br, and I.

[0012] In this specification, "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a specific functional group is replaced by another atom or another functional group, that is, a substituent. Ar, L1, HAr, L2, X1 to X8, X 11 ~X 33 、and R1 to R 15The substituents of the substituted alkyl, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or di-alkylamino, substituted mono- or di-arylamino, or substituted alkylarylamino are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; (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; unsubstituted or substituted with at least one of (C1-C30)alkyl, (C6-C30)aryl, and di(C6-C30)arylamino (3-50 membered)heteroaryl; unsubstituted or substituted with at least one of cyano, (C1-C30)alkyl, (3-50 membered)heteroaryl, di(C6-C30)arylamino, and tri(C6-C30)arylsilyl (C6-C30)aryl; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; amino; mono- or di-(C1-C30)alkylamino; mono- or di-(C6-C30)arylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylboronyl; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl, and are at least one selected from the group consisting of them.According to one embodiment of the present disclosure, the substituents are each independently (C1-C20) alkyl; unsubstituted or (C1-C20) alkyl, (3-30 membered) heteroaryl, and di(C6-C25) arylamino substituted with at least one of (C6-C25) aryl; unsubstituted or (C1-C20) alkyl and (C6-C25) aryl substituted with at least one of (3-30 membered) heteroaryl; and di(C6-C20) arylamino. According to another embodiment of the present disclosure, the substituents are each independently (C1-C10) alkyl; unsubstituted or (C1-C10) alkyl and di(C6-C18) arylamino substituted with at least one of (C6-C20) aryl; unsubstituted or (5-25 membered) heteroaryl substituted with (C6-C18) aryl; and di(C6-C18) arylamino.For example, each substituent is independently at least one of methyl; tert-butyl; phenyl unsubstituted or substituted with at least one of pyridinyl, diphenyltriazinyl, phenylquinoxalinyl, phenylquinazolinyl, biphenylquinazolinyl, dibenzofuranyl, dibenzothiophenyl, and diphenylamino; naphthyl unsubstituted or substituted with at least one of diphenyltriazinyl; biphenyl; naphthylphenyl; terphenyl; dimethylfluorenyl; phenylfluorenyl; diphenylfluorenyl; dimethylbenzofluorenyl; phenanthrenyl; triphenylenyl; pyridinyl; triazinyl substituted with at least one of phenyl and naphthyl; indolyl substituted with at least one of phenyl; benzimidazolyl substituted with at least one of phenyl; quinolinyl; quinazolinyl substituted with at least one of phenyl and biphenyl; quinoxalinyl substituted with at least one of phenyl; carbazolyl unsubstituted or substituted with at least one of phenyl; dibenzofuranyl; dibenzothiophenyl; benzonaphthothiophenyl; benzocarbazolyl unsubstituted or substituted with at least one of phenyl; dibenzocarbazolyl; benzophenanthrothiophenyl; diphenylamino; dimethylfluorenylphenylamino; and substituted or unsubstituted (16-33 membered) heteroaryl containing at least one of nitrogen, oxygen, and sulfur.

[0013] In the formula of the present disclosure, "adjacent ones can be bonded to each other to form a ring" means that at least two adjacent substituents are bonded or condensed to each other to form a substituted or unsubstituted monocyclic or polycyclic (3-30 membered), preferably (3-26 membered), alicyclic or aromatic ring, or a combination thereof. Further, the formed ring can contain at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S.

[0014] In the present disclosure, heteroaryl, heteroarylene, and heterocycloalkyl can each independently contain at least one heteroatom selected from B, N, O, S, Si, and P. Further, the heteroatom can be bonded to at least one selected from the group consisting of 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 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) arylamino.

[0015] In Formula 1, Ar represents a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl containing at least one of nitrogen, oxygen, and sulfur. According to one embodiment of the present disclosure, Ar represents a substituted or unsubstituted (C6-C25) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl containing at least one of nitrogen, oxygen, and sulfur. According to another embodiment of the present disclosure, Ar represents an unsubstituted or (C1-C30) alkyl-substituted (C6-C18) aryl, or an unsubstituted or (C6-C18) aryl-substituted (5-20 membered) heteroaryl containing nitrogen, oxygen or sulfur. Specifically, Ar represents a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted benzofuranyl, a substituted or unsubstituted naphthyridinyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorenyl, a substituted or unsubstituted triphenylenyl, a substituted or unsubstituted benzonaphthofuranyl, or a substituted or unsubstituted benzonaphthothiophenyl. For example, Ar may represent phenyl, naphthyl, biphenyl, terphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, an unsubstituted or phenyl-substituted carbazolyl, or benzonaphthofuranyl.

[0016] In Formula 1, L1 represents a single bond, a substituted or unsubstituted (C6-C30) arylene or a substituted or unsubstituted (3-30 membered) heteroarylene. According to one embodiment of the present disclosure, L1 represents a single bond, a substituted or unsubstituted (C6-C25) arylene or a substituted or unsubstituted (5-25 membered) heteroarylene. According to another embodiment of the present disclosure, L1 represents a single bond, an unsubstituted (C6-C18) arylene or an unsubstituted (5-20 membered) heteroarylene. Specifically, L1 may represent a single bond, phenylene, naphthylene, biphenylene, or phenanthroxazolylene.

[0017] In Formula 1, X1 to X8 are each independently hydrogen, deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, -NR5R6, or -SiR7R8R9; or adjacent ones of X1 to X8 can be bonded to each other to form a ring; provided that at least one pair of X1 and X2, X2 and X3, X3 and X4, X4 and X5, X5 and X6, X6 and X7, and X7 and X8 can be bonded to each other to form a ring, and the ring has 1 to 5 monocyclic rings. According to one embodiment of the present disclosure, X1 to X8 each independently represent hydrogen; or at least one pair of X1 and X2, X2 and X3, X3 and X4, X4 and X5, X5 and X6, X6 and X7, and X7 and X8 are bonded to each other to form a ring, and the ring has 1 to 5 monocyclic rings, preferably 2 to 5 monocyclic rings. For example, X1 and X2 are bonded to each other to form an indole ring, and the ring has 2 monocyclic rings. The ring can be a substituted or unsubstituted monocyclic or polycyclic (3-30 membered) alicyclic or aromatic ring, or a combination thereof; preferably a substituted or unsubstituted monocyclic or polycyclic (3-20 membered) alicyclic or aromatic ring, or a combination thereof; and more preferably a substituted or unsubstituted monocyclic (3-8 membered) aromatic ring. Specifically, the ring can be a ring in which 1 to 5 monocyclic rings, preferably 2 to 5 monocyclic rings are condensed. Further, the ring can contain at least one heteroatom selected from B, N, O, S, Si, and P; preferably at least one heteroatom selected from N, O, and S; and more preferably at least one heteroatom selected from N and S. When X1 to X8 can be bonded to adjacent substituents to form a ring, the compound represented by Formula 1 can be a condensed carbazole-based compound, a condensed azulene-based compound, or the like.For example, X1 to X8 each independently represent hydrogen; or when combined with adjacent substituents, they can form an indole ring substituted with a benzene ring, phenyl and / or biphenyl, a benzothiophene ring, a benzoindole ring substituted with at least one of phenyl and naphthyl, a 15-membered polycyclic ring, a nitrogen-containing 18-membered polycyclic ring, or a nitrogen-containing 22-membered polycyclic ring.

[0018] R5 to R9 each independently represent hydrogen, deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, substituted or unsubstituted (C1 - C30) alkyl, substituted or unsubstituted (C3 - C30) cycloalkyl, substituted or unsubstituted (C3 - C30) cycloalkenyl, substituted or unsubstituted (3 - 7-membered) heterocycloalkyl, substituted or unsubstituted (C6 - C30) aryl, or substituted or unsubstituted (3 - 30-membered) heteroaryl; or adjacent ones among R5 to R9 can combine with each other to form a ring.

[0019] According to one embodiment of the present disclosure, Formula 1 can be represented by any one of the following Formulas 1-1 to 1-10.

Chemical formula

Chemical formula

[0020] In Formulas 1-1 to 1-10, the definitions of the substituents are as follows.

[0021] Ar and L1 are as defined in Formula 1.

[0022] V and W each independently represent CR 12 R 13 、NR 14 、O, or S. According to one embodiment of the present disclosure, V and W each independently represent NR 14 、O, or S. For example, V can represent NR 14 or S, and W can represent S.

[0023] R 12 ~R 14 , X 11 ~X 23 , and X 31 ~X 33 each independently represents 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 unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, or substituted or unsubstituted (C1-C30) alkyl(C6-C30) arylamino.

[0024] According to one embodiment of the present disclosure, R 12 ~R 14 Each independently represents a substituted or unsubstituted (C1-C20) alkyl, a substituted or unsubstituted (C6-C25) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl. 12 ~R 14 Each independently represents an unsubstituted (C6-C18) aryl. For example, R 12 ~R 14 may each independently represent phenyl or biphenyl.

[0025] According to one embodiment of the present disclosure, X 11 ~X 23 , and X 31 ~X 33 Each independently represents hydrogen, deuterium, a substituted or unsubstituted (C1-C20) alkyl, a substituted or unsubstituted (C6-C25) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl. 11 ~X 23, and X 31 ~X 33 each independently represents hydrogen, deuterium, or unsubstituted (C6 - C18) aryl. For example, X 11 ~X 23 , and X 31 ~X 33 can each independently represent hydrogen or phenyl.

[0026] X 24 ~X 30 each independently represents 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 unsubstituted mono - or di-(C1 - C30) alkylamino, substituted or unsubstituted mono - or di-(C6 - C30) arylamino, or substituted or unsubstituted (C1 - C30) alkyl(C6 - C30) arylamino; or adjacent ones of R 24 ~R 30 can be bonded to each other to form a ring. According to one embodiment of the present disclosure, X 24 ~X 30 each independently represents hydrogen, deuterium, substituted or unsubstituted (C1 - C20) alkyl, substituted or unsubstituted (C6 - C25) aryl or substituted or unsubstituted (5 - 25 membered) heteroaryl; or adjacent groups of X 24 ~X 30 can be bonded to each other to form a ring. According to another embodiment of the present disclosure, X 24 ~X 30 each independently represents hydrogen, deuterium, or unsubstituted (C6 - C18) aryl; or adjacent ones of X 24 ~X 30 can be bonded to each other to form a ring. For example, X24 ~X 30 each independently represents hydrogen or X 24 ~X 30 adjacent ones of which can be bonded to each other to form a benzene ring.

[0027] a, e~i, k, l, o, p, s, u, y, and z each independently represent an integer from 1 to 4; b~d, j, and m each independently represent an integer from 1 to 6; n and r each independently represent an integer from 1 to 3; q represents an integer of 1 or 2; t represents an integer from 1 to 5; a~u, y, and z are each independently an integer of 2 or more, and X 11 ~X 33 each of which can be the same or different.

[0028] In Formula 2, X represents -N=, -NR 10 -, -O-, or -S-; Y represents -N=, -NR 11 -,-O-, or -S-; provided that when X represents -N=, Y represents -NR 11 -,-O-, or -S-; when X represents -NR 10 -, Y represents -N=, -O-, or -S-. According to one embodiment of the present disclosure, X represents -N=, -NR 10 -,-O-, or -S-; Y represents -N=, -NR 11 -,-O-, or -S-; provided that either one of X and Y represents -N=.

[0029] R 10 and R 11are 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 unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino. According to one embodiment of the present disclosure, R 10 and R 11 are each independently substituted or unsubstituted (C1-C20) alkyl, substituted or unsubstituted (C6-C25) aryl, or substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, R 10 and R 11 are each independently unsubstituted (C6-C18) aryl. For example, R 10 and R 11 can be phenyl.

[0030] In Formula 2, HAr represents a substituted or unsubstituted nitrogen atom-containing (3- to 30-membered) heteroaryl. According to one embodiment of the present disclosure, HAr represents a substituted or unsubstituted nitrogen atom-containing (5- to 25-membered) heteroaryl. According to another embodiment of the present disclosure, HAr represents an unsubstituted or nitrogen atom-containing (5- to 20-membered) heteroaryl substituted with (5- to 25-membered) heteroaryl and / or (C6-C25) aryl. Specifically, HAr represents a substituted or unsubstituted triazinyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzquinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzquinoxalinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted benzquinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted benzoisoquinolyl, substituted or unsubstituted triazolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted naphthyridinyl, or substituted or unsubstituted benzothienopyrimidinyl. For example, HAr may represent a substituted triazinyl, substituted pyrimidinyl, substituted quinoxalinyl, substituted quinazolinyl, or substituted naphthyridinyl. The substituents of substituted triazinyl, substituted pyrimidinyl, substituted quinoxalinyl, substituted quinazolinyl, and substituted naphthyridinyl may be at least one of phenyl, naphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, dibenzothiophenyl, dibenzofuranyl, benzonaphthothiophenyl, phenylcarbazolyl, and phenylbenzocarbazolyl which are unsubstituted or substituted with diphenylamino.

[0031] In Formula 2, L2 represents a single bond, a substituted or unsubstituted (C6-C30) arylene or a substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of the present disclosure, L2 represents a single bond, a substituted or unsubstituted (C6-C25) arylene or a substituted or unsubstituted (5- to 25-membered) heteroarylene. According to another embodiment of the present disclosure, L2 represents a single bond, an unsubstituted (C6-C18) arylene or an unsubstituted (5- to 20-membered) heteroarylene. For example, L2 may represent a single bond, phenylene, or pyridylene.

[0032] In Formula 2, R1 represents a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl. According to one embodiment of the present disclosure, R1 represents a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, R1 represents an unsubstituted or (C1-C10) alkyl and / or (C6-C18) aryl substituted (C6-C29) aryl; or an unsubstituted or (C6-C18) aryl substituted (5-25 membered) heteroaryl. For example, R1 can be phenyl, naphthyl, phenylnaphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, spirobifluorenyl, spiro[fluorene-benzofluoren]yl, phenylcarbazolyl, phenylbenzocarbazolyl, dibenzofuranyl, or dibenzothiophenyl.

[0033] In Formula 2, R2 to R4 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 unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, or substituted or unsubstituted (C1-C30) alkyl(C6-C30) arylamino; or adjacent ones of R2 to R4 can be bonded to each other to form a ring. For example, R2 to R4 can be hydrogen.

[0034] In Formula 2, a’ represents an integer of 1; b’ and c’ each independently represent an integer of 1 or 2; d’ represents an integer of 1 to 4; when b’, c’, and d’ are each independently an integer of 2 or more, each of R2 to R4 can be the same or different.

[0035] According to one embodiment of the present disclosure, Formula 2 can be represented by any one of the following Formulas 2-1 and 2-2.

Chemical Formula

[0036] In Formulas 2-1 and 2-2, X, Y, R1 to R4, L2, and a’ to d’ are as defined in Formula 2.

[0037] In Formulas 2-1 and 2-2, Y1 to Y5, and Y 11 ~Y 17 each independently represent N or CR 15 . According to one embodiment of the present disclosure, at least one of Y1 to Y5 represents CR 15 , and at least one of Y 11 ~Y 17 represents CR 15 .

[0038] R 15 each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C30) alkyl, substituted or unsubstituted (C6 to C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3 to C30) cycloalkyl, substituted or unsubstituted (C1 to C30) alkoxy, substituted or unsubstituted tri-(C1 to C30) alkylsilyl, substituted or unsubstituted di-(C1 to C30) alkyl (C6 to C30) arylsilyl, substituted or unsubstituted (C1 to C30) alkyldi-(C6 to C30) arylsilyl, substituted or unsubstituted tri-(C6 to C30) arylsilyl, substituted or unsubstituted mono- or di-(C1 to C30) alkylamino, substituted or unsubstituted mono- or di-(C6 to C30) arylamino, or substituted or unsubstituted (C1 to C30) alkyl (C6 to C30) arylamino; or R15 Those adjacent to each other can combine to form a ring. According to one embodiment of the present disclosure, R 15 each independently represents hydrogen, deuterium, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C25) aryl, or substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, R 15 each independently represents hydrogen; deuterium; (C6-C18) aryl unsubstituted or substituted with (C1-C10) alkyl and / or di(C6-C18) arylamino; or (5-20 membered) heteroaryl unsubstituted or substituted with (C6-C18) aryl. For example, R 15 each independently represents hydrogen, phenyl, naphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, dibenzothiophenyl, dibenzofuranyl, benzonaphthothiophenyl, phenylcarbazolyl, or phenylbenzcabazolyl, which are unsubstituted or substituted with diphenylamino.

[0039] Examples of the compound represented by Formula 1 include, but are not limited to, the following compounds.

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0040] Examples of the compound represented by Formula 2 include, but are not limited to, the following compounds.

Chemical formula

Chemical formula

Chem.

Chem.

Chem.

Chem.

[0041] A combination of at least one of Compounds C1-1 to C1-94 and at least one of Compounds C2-1 to C2-125 can be used in an organic electroluminescence device.

[0042] The compound represented by Formula 1 according to the present disclosure can be prepared by a synthesis method well known to those skilled in the art. For example, the compound represented by Formula 1 can be prepared by referring to the following Reaction Scheme 1 and Korean Patent Application Publication Nos. 2015-0135109A (published on December 2, 2015), 2015-0032447A (published on March 26, 2015), 2016-0099471A (published on August 22, 2016), 2018-0012709A (published on February 6, 2018), 2012-0132815A (published on December 10, 2012), 2015-0077513A (published on July 8, 2015), and 2017-0129599A (published on November 27, 2017), and Korean Patent No. 1478990B (published on December 29, 2014), but is not limited thereto.

[0043] [Reaction Scheme 1]

Chem.

[0044] In Reaction Scheme 1, Ar, L1, X 28 ~X30 r, s, and t are as defined in the above formulas 1 to 9.

[0045] The compounds represented by Formula 2 according to the present disclosure can be prepared by synthetic methods well known to those skilled in the art. For example, the compounds represented by Formula 2 can be prepared by referring to Korean Patent Application Publication No. 2017-0022865A (published on March 2, 2017), but are not limited thereto.

[0046] The organic electroluminescence device according to the present disclosure includes an anode, a cathode, and at least one organic layer between the anode and the cathode. The organic layer may include a plurality of organic electroluminescence materials in which the compound represented by Formula 1 is contained as a first organic electroluminescence material and the compound represented by Formula 2 is contained as a second organic electroluminescence material. According to an embodiment of the present disclosure, the organic electroluminescence device includes an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, and at least one layer of the at least one light-emitting layer may include the compound represented by Formula 1 and the compound represented by Formula 2.

[0047] The light-emitting layer includes a host and a dopant. The host includes a plurality of host materials. The compound represented by Formula 1 may be included as a first host compound in the plurality of host materials, and the compound represented by Formula 2 may be included as a second host compound in the plurality of host materials. The weight ratio of the first host compound to the second host compound is in the range of about 1:99 to about 99:1, preferably in the range of about 10:90 to about 90:10, more preferably in the range of about 30:70 to about 70:30, even more preferably in the range of about 40:60 to 60:40, and even more preferably about 50:50.

[0048] The light-emitting layer is a layer from which light is emitted and can be a single layer or a multilayer in which two or more layers are stacked. In the plurality of host materials according to the present disclosure, both the first and second host materials can be included in one layer or can be included in different light-emitting layers. According to one embodiment of the present disclosure, the concentration of the dopant compound relative to the host compound in the light-emitting layer is less than about 20% by weight.

[0049] The organic electroluminescence device according to the present disclosure may further include at least one layer selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, an electron buffer layer, a hole blocking layer, and an electron blocking layer. According to one embodiment of the present disclosure, the organic electroluminescence device can further include an amine-based compound as at least one of 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 in addition to the plurality of host materials of the present disclosure. Also, according to one embodiment of the present disclosure, the organic electroluminescence device can further include an azine-based compound as at least one of an electron transport material, an electron injection material, an electron buffer material, and a hole blocking material in addition to the plurality of host materials of the present disclosure.

[0050] The dopant included in the organic electroluminescence device according to the present disclosure can be at least one phosphorescent or fluorescent dopant, preferably a phosphorescent dopant. The phosphorescent dopant material is not particularly limited, but preferably can be selected from metallated complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably can be selected from orthometalated complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably can be selected from orthometalated iridium complex compounds.

[0051] The dopant compound included in the organic electroluminescence device according to the present disclosure can include, but is not limited to, a compound represented by the following formula 101. [Chemical formula]

[0052] In Formula 101, L is one of the following structures 1 and 2: [Chemical formula] selected from. R 100 ~R 103 each independently represents hydrogen, deuterium, halogen, unsubstituted or deuterium- and / or halogen-substituted (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; or adjacent R 100 ~R 103 combines with to form a ring together with pyridine, such as a substituted or unsubstituted quinoline, substituted or unsubstituted isoquinoline, substituted or unsubstituted benzofuropyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indonopyridine, substituted or unsubstituted benzofuroquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline ring; R 104 ~R 107 each independently represents hydrogen, deuterium, halogen, unsubstituted or deuterium- and / or halogen-substituted (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; or adjacent R 104 ~R 107 combines with to form a ring together with benzene, such as a substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indonopyridine, substituted or unsubstituted benzofuropyridine, or substituted or unsubstituted benzothienopyridine ring; R 201 ~R 211Each independently represents hydrogen, deuterium, a halogen, unsubstituted or deuterium- and / or halogen-substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, or substituted or unsubstituted (C6-C30) aryl; or adjacent R 201 ~R 211 can combine to form a ring; and n’ represents an integer from 1 to 3.

[0053] Specific examples of the dopant compound are as follows, but are not limited thereto.

Chemical formula

Chemical formula

Chemical formula

[0054] To form each layer of the organic electroluminescence device of the present disclosure, dry film-forming methods such as vacuum evaporation, sputtering, plasma, and ion plating methods, or wet film-forming methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, and flow coating methods can be used.

[0055] When a solvent is used in the wet film-forming method, a thin film can be formed by dissolving or dispersing the material for forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent as long as the material for forming each layer can be dissolved or dispersed and there is no problem with the film-forming ability.

[0056] Furthermore, the compound represented by Formula 1 and the compound represented by Formula 2 can generally be film-formed by the above method by co-evaporation or mixed evaporation. Co-evaporation is a mixed vapor deposition method in which two or more materials are placed in their respective individual crucible sources, and an electric current is applied to both cells simultaneously to evaporate the materials. Mixed evaporation is a mixed vapor deposition method in which two or more materials are mixed in one crucible source before they are evaporated, and an electric current is applied to the cell to evaporate the materials.

[0057] The present disclosure can provide a display device by including a plurality of host materials. Furthermore, it is possible to manufacture a display device or a lighting device by using the organic electroluminescence device of the present disclosure. Specifically, by using the plurality of host materials of the present disclosure, it is possible to manufacture a display device, such as a smartphone, tablet, notebook, PC, TV or vehicle, or a display device for an illumination device, such as an outdoor or indoor illumination device.

[0058] The luminous efficiency and lifetime characteristics of the OLED according to the present disclosure are described below. However, the following examples only explain the characteristics of the OLED according to the present disclosure in detail, and the present disclosure is not limited to the following examples.

Examples

[0059] Device Examples 1, 2, and 5 to 12: Manufacture of OLEDs by co-evaporating the first and second host compounds according to the present disclosure The OLED according to the present disclosure was fabricated as follows. The indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (Diomatech Co., Ltd., Japan) was ultrasonically cleaned with trichloroethylene, acetone, ethanol and distilled water, and then stored in isopropanol. The ITO substrate was mounted on the substrate holder of a vacuum evaporation apparatus. Compound HI-1 was introduced into the cell of the vacuum evaporation apparatus, and then the pressure inside the chamber of the apparatus was then 10 -6It was controlled to torr. Then, a current was applied to the cell to evaporate the introduced material, thereby forming a first hole injection layer with a thickness of 80 nm on the ITO substrate. Next, Compound HI-2 was introduced into another cell of the vacuum evaporation apparatus, and a current was passed through the cell for evaporation, thereby forming a second hole injection layer with a thickness of 5 nm on the first hole injection layer. Then, Compound HT-1 was introduced into another cell of the vacuum evaporation apparatus, and a current was passed through the cell for evaporation, thereby forming a first hole transport layer with a thickness of 10 nm in the second hole injection layer. Next, Compound HT-2 was introduced into another cell of the vacuum evaporation apparatus, and a current was passed through the cell for evaporation, thereby forming a second hole transport layer with a thickness of 60 nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, an emission layer was formed thereon as follows. The first host compound and the second host compound shown in Table 1 were respectively introduced into two cells of the vacuum evaporation apparatus as hosts, and Compound D-39 was introduced into another cell as a dopant. The two host materials were evaporated at a ratio of 1:1, and at the same time, the dopant material was evaporated at different ratios and deposited at a doping amount of 3 wt% based on the total amount of the host and the dopant to form an emission layer with a thickness of 40 nm on the second hole transport layer. Next, Compound ET-1 and Compound EI-1 were evaporated at a ratio of 1:1 in two other cells, and an electron transport layer with a thickness of 35 nm was deposited on the emission layer. After depositing Compound EI-1 as an electron injection layer with a thickness of 2 nm on the electron transport layer, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum evaporation apparatus. In this way, an OLED was manufactured.

[0060] Device Example 3: Manufacture of an OLED by co-evaporating the first and second host compounds according to the present disclosure An OLED was manufactured in the same manner as in Device Example 2, except that the first host compound and the second host compound described in Table 1 were deposited in one cell instead of two cells in the vacuum evaporation apparatus.

[0061] Device Example 4: Manufacture of an OLED by co-evaporating the first and second host compounds according to the present disclosure An OLED was manufactured in the same manner as in Device Example 2, except that Compound D-78 was used as a dopant instead of Compound D-39.

[0062] Comparative Examples 1 and 2: Manufacture of OLEDs not according to the present disclosure An OLED was manufactured in the same manner as in Device Example 1, except that only the second host compound shown in Table 1 below was used instead of the two host compounds.

[0063] The results of the luminous efficiency at a luminance of 5,000 nits of the OLEDs manufactured in the device examples and comparative examples, and the time (T97) required to reduce the initial luminance of 100% to 97% at a constant current at a luminance of 5,000 nits are shown in Table 1 below.

[0064] [Table 1]

[0065] It can be confirmed from Table 1 that the organic electroluminescence device containing a specific combination of the compounds according to the present disclosure as the host material has higher luminous efficiency and / or higher lifetime characteristics compared to the conventional organic electroluminescence device.

[0066] The compounds used in the device examples and comparative examples are shown in Table 2 below.

[0067] [Table 2]

[0068] [Table 3]

Claims

1. A plurality of host materials including a first host material and a second host material, wherein the first host material comprises a compound represented by the following Formula 1: 【Chemical 1】 (wherein, Ar represents a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted naphthyridinyl, or a substituted or unsubstituted benzonaphthothiophenyl, and the substituent of the substituted aryl is at least one selected from the group consisting of deuterium and (C1-C30) alkyl; L 1 represents a single bond, a deuterium-substituted or unsubstituted (C6-C30) arylene; X 1 ~X 8 each independently represents hydrogen, deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, -NR 5 R 6 or -SiR 7 R 8 R 9 ; or X 1 ~X 8 adjacent ones of which can be bonded to each other to form a ring; provided that at least one pair of X 1 and X 2 , X 2 and X 3 , X 3 and X 4 , X 4 and X 5 , X 5 and X 6 , X 6 and X 7 , and X 7 and X 8 can be bonded to each other to form a ring, and the ring has 1 to 5 monocyclic rings; R 5 to R 9 each independently represents hydrogen, deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3-30 membered) heteroaryl; or adjacent ones of R 5 to R 9 can be bonded to each other to form a ring). and; and the second host material comprises a compound represented by the following Formula 2: 【Chemical Formula 2】 (wherein, X represents -N=, -NR 10 -, -O-, or -S-; Y represents -N=, -NR 11 -, -O-, or -S-; provided that when X represents -N=, Y represents -NR 11 -, -O-, or -S-, and when X represents -NR 10 -, Y represents -N=, -O-, or -S-; HAr represents a substituted or unsubstituted (3- to 30-membered) heteroaryl containing a nitrogen atom; L 2 represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3-30 membered) heteroarylene, R 1 represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl, R 2 to R 4 each independently represents 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 unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, or substituted or unsubstituted (C1-C30) alkyl(C6-C30) arylamino; or 2 adjacent ones of R 4 can combine with each other to form a ring; R 10 and R 11 each independently represents 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 unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; a' represents an integer of 1; b' and c' each independently represent an integer of 1 or 2; d' represents an integer from 1 to 4; when b', c', and d' are each independently an integer of 2 or more, R 2 ~R 4 each of which may be the same or different) A plurality of host materials including the first host material and the second host material, which comprises a compound represented by the formula.

2. X 1 to X 8 , R 1 to R 11 , Har, and L 2 In the above-mentioned substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted alkyl, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or di-alkylamino, substituted mono- or di-aryl amino, or the substituents of the substituted alkylaryl amino are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; (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; unsubstituted or (C1-C30) alkyl, (C6-C30) aryl, and di (C6-C30) arylamino substituted (3-50 membered) heteroaryl; unsubstituted or cyano, (C1-C30) alkyl, (3-50 membered) heteroaryl, di (C6-C30) arylamino, and tri (C6-C30) arylsilyl substituted (C6-C30) aryl; tri (C1-C30) alkylsilyl; tri (C6-C30) arylsilyl; di (C1-C30) alkyl (C6-C30) arylsilyl; (C1-C30) alkyldi (C6-C30) arylsilyl; amino; mono- or di- (C1-C30) alkylamino; mono- or di- (C6-C30) arylamino; (C1-C30) alkyl (C6-C30) arylamino; (C1-C30) alkylcarbonyl; (C1-C30) alkoxycarbonyl; (C6-C30) arylcarbonyl; di (C6-C30) arylboronyl; di (C1-C30) alkylboronyl; (C1-C30) alkyl (C6-C30) arylboronyl; (C6-C30) aryl (C1-C30) alkyl; and at least one selected from the group consisting of (C1-C30) alkyl (C6-C30) aryl, the plurality of host materials according to claim 1.

3. Formula 1 is represented by the following Formulas 1-1 to 1-10: 【Chemical Formula 3】 【Chemical Formula 4】 [wherein, Ar and L 1 is as described in claim 1; V and W are each independently CR 12 R 13 , NR 14 , O, or S; R 12 to R 14 , X 11 to X 23 , and X 31 to X 33 each independently represents 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 unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; X 24 to X 30 each independently represents 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 unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or X 24 to X 30 adjacent ones of which can combine with each other to form a ring; a, e to i, k, l, o, p, s, u, y, and z each independently represent an integer from 1 to 4; b to d, j, and m each independently represent an integer from 1 to 6; n and r each independently represent an integer from 1 to 3; q represents an integer of 1 or 2; t represents an integer from 1 to 5; a to u, y, and z are each independently an integer of 2 or more, X 11 to X 33 each of which may be the same or different] The plurality of host materials according to Claim 1, which is represented by any one of.

4. Ar represents a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted naphthyridinyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorenyl, a substituted or unsubstituted triphenylenyl, or a substituted or unsubstituted benzonaphthothiophenyl, and the substituent of the substituted phenyl, the substituted naphthyl, the substituted biphenyl, the substituted terphenyl, the substituted fluorenyl, the substituted benzofluorenyl or the substituted triphenylenyl is at least one selected from the group consisting of deuterium and (C1-C30) alkyl. The plurality of host materials according to Claim 1.

5. Formula 2 is represented by the following Formulas 2-1 and 2-2: 【Chemical Formula 5】 [wherein, X, Y, R 1 ~R 4 , L 2 and a' to d' are as defined in claim 1; Y 1 to Y 5 and Y 11 to Y 17 each independently represents N or CR 15 ; R 15 is, independently of one another, 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 unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or R 15 adjacent ones of which can be joined to each other to form a ring] The plurality of host materials according to Claim 1, which is represented by any one of.

6. HAR represents a substituted or unsubstituted triazinyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted benzoquinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzoquinoxalinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted benzoquinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted benzoisoquinolyl, substituted or unsubstituted triazolyl, substituted or unsubstituted pyrazolyl, substituted or unsubstituted naphthyridinyl, or substituted or unsubstituted benzothienopyrimidinyl, and is the plurality of host materials according to claim 1.

7. The compound represented by Formula 1 is at least one selected from the group consisting of the following compounds: 【Chemical Formula 6】 【Chemical Formula 7】 and is the plurality of host materials according to claim 1.

8. The compound represented by Formula 2 is at least one selected from the group consisting of the following compounds: 【Chemical Formula 8】 【Chemical Formula 9】 【Chemical 10】 【Chemical 11】 【Chemical Formula 12】 and is the plurality of host materials according to claim 1.

9. An organic electroluminescence device comprising an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein the at least one layer of the light-emitting layer contains the plurality of host materials according to claim 1.

Citation Information

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