Host materials and organic electroluminescent devices containing the same

A combination of specific host compounds in organic electroluminescent devices addresses the challenges of high driving voltage and low efficiency, enhancing performance for display and lighting applications.

JP7768683B2Active Publication Date: 2025-11-12DUPONT SPECIALTY MATERIALS KOREA LTD
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Patent Information

Application Number
JP2021037857
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-03-26
Filing Date
2021-03-09
Publication Date
2025-11-12
Estimated Expiration
2041-03-09

AI Technical Summary

Technical Problem

Existing organic electroluminescent devices face challenges in achieving low driving voltage, high luminous efficiency, and extended lifetime, necessitating improved host materials for better performance.

Method used

Incorporating a combination of at least one first host compound and one second host compound, represented by specific chemical formulas, to enhance the performance of organic electroluminescent devices.

Benefits of technology

The proposed host material combination results in devices with lower driving voltages, higher luminous efficiencies, and improved power efficiencies, suitable for display and lighting systems.

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Abstract

To provide an organic electroluminescent device improved in the driving voltage, luminous efficiency, power efficiency and / or life properties.SOLUTION: An organic electroluminescent device comprises a plurality of host materials including at least one first host compound and at least one second host compound.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present disclosure relates to a number of host materials and organic electroluminescent devices containing the same. [Background technology]

[0002] Small molecule green organic electroluminescent devices (OLEDs) were first developed by Tang et al. at Eastman Kodak in 1987 by using a TPD / ALq3 bilayer consisting of an emissive layer and a charge transport layer. Since then, OLED development has been rapid, and OLEDs have been commercialized. Currently, OLEDs mainly use phosphorescent materials with excellent luminous efficiency in panel packaging. OLEDs with high luminous efficiency and / or long life characteristics are necessary for long-term use and high resolution displays.

[0003] In order to improve the luminous efficiency, driving voltage and / or lifetime, various materials or concepts have been proposed for the organic layers of organic electroluminescent devices, but they have not been sufficient for practical application.

[0004] Patent Document 1 discloses several host materials including compounds having a heteroaryl bonded to a phenanthrene moiety and compounds having a heteroaryl bonded to a carbazole moiety. However, the aforementioned reference does not specifically disclose the specific combination of host materials claimed in the present disclosure. Furthermore, there is still a need for the development of light-emitting materials having improved performance, e.g., improved driving voltage, luminous efficiency, power efficiency, and / or lifetime characteristics, compared to the specific compound combinations conventionally disclosed. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Korean Patent Application Publication No. 2020-0000329 Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present disclosure is to provide an organic electroluminescent device having low driving voltage, high luminous efficiency, high power efficiency and / or excellent lifetime characteristics by including multiple host materials containing specific combinations of compounds. [Means for solving the problem]

[0007] The inventors have found that the above objects can be achieved by a plurality of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following Formula 1, and the second host compound is represented by the following Formula 2: [ka] (In the formula, B1 to B7 each independently represent a substituted or unsubstituted (C5 to C20) ring, where a carbon atom of the ring can be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur, provided that at least five of B1 to B7 are present and adjacent rings of B1 to B7 are fused to each other; Y is -N(L1-(Ar1) n )-, -O-, -S-, or -C(R1)(R2)-; L1 represents a single bond, a substituted or unsubstituted (C1 to C30) alkylene, a substituted or unsubstituted (C6 to C30) arylene, a substituted or unsubstituted (3 to 30-membered) heteroarylene, or a substituted or unsubstituted (C3 to C30) cycloalkylene; Ar1 represents a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, or -N(R3)(R4); R1 to R4 each independently represent 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, or substituted or unsubstituted (C3 to C30) cycloalkyl, or can be linked to adjacent substituents to form a ring; n represents an integer of 1 or 2, where when n is 2, each Ar1 may be the same or different. [ka] (In the formula, X is -N=, -NR 35 represents -, -O- or -S-; Z = -N, -NR 36 represents -, -O- or -S-, and when X represents -N=, Z represents -NR 36 -, -O-, or -S-, and X is -NR 35 -, Z represents -N=, -O- or -S-; HAr represents a substituted or unsubstituted (3- to 30-membered) heteroaryl; R 31 represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl; R 32 ~R 34 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, or -L3-N(Ar2)(Ar3), or can be linked to adjacent substituents to form a ring; R 35 and R 36each 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, or -L3-N(Ar2)(Ar3); L2 and L3 each independently represent a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar2 and Ar3 each independently represent hydrogen, a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; a' represents 1, b' and c' each independently represent an integer of 1 or 2, d' represents an integer of 1 to 4, and when b', c', and d' are each an integer of 2 or greater, R 32 Each of ~R 34 may be the same or different).

[0008] Advantageous Effects of the Invention By including multiple host materials according to the present disclosure, organic electroluminescent devices having lower driving voltages, higher luminous efficiencies, higher power efficiencies and / or better lifetime characteristics compared to conventional organic electroluminescent devices can be provided, and can be used to manufacture display or lighting systems. DETAILED DESCRIPTION OF THE INVENTION

[0009] The present disclosure will be described in detail hereinafter. However, the following description is intended to illustrate the present invention and is not meant to limit the scope of the present disclosure in any way.

[0010] The term "organic electroluminescent material" in the present disclosure refers to a material that can be used in an organic electroluminescent device and can include at least one compound. The organic electroluminescent material can be included in any layer that constitutes an organic electroluminescent device, as needed. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, an emitting auxiliary material, an electron blocking material, an emitting material (including a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc.

[0011] The term "multiple organic electroluminescent materials" in the present disclosure refers to an organic electroluminescent material containing a combination of at least two compounds that can be included in any layer constituting an organic electroluminescent device. It can refer to both the material before being included in the organic electroluminescent device (e.g., before deposition) and the material after being included in the organic electroluminescent device (e.g., after deposition). For example, the multiple organic electroluminescent materials in the present disclosure can be a combination of at least two compounds that can be included in at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting 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, and can be mixedly vapor-deposited or simultaneously vapor-deposited, or can be vapor-deposited separately.

[0012] The term "multiple host materials" in the present disclosure refers to an organic electroluminescent material that includes a combination of at least two host materials. It can refer to both the material before being included in an organic electroluminescent device (for example, before vapor deposition) and the material after being included in an organic electroluminescent device (for example, after vapor deposition). The multiple host materials of the present disclosure can be included in any light-emitting layer that constitutes an organic electroluminescent device. At least two compounds included in the multiple host materials of the present disclosure can be included together in one light-emitting layer, or can be included in different light-emitting layers. When at least two host materials are included in one layer, they can be formed, for example, by mixed vapor deposition, or can be simultaneously and separately co-deposited to form one layer.

[0013] As used herein, the term "(C1-C30) alkyl" refers to a straight-chain or branched alkyl having 1 to 30 carbon atoms constituting the chain, preferably 1 to 20, and more preferably 1 to 10 carbon atoms. Examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, and tert-butyl. The term "(C2-C30) alkenyl" refers to a straight-chain or branched alkenyl having 2 to 30 carbon atoms constituting the chain, preferably 2 to 20, and more preferably 2 to 10 carbon atoms. Examples of the alkenyl include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, and 2-methylbut-2-enyl. The term "(C2-C30)alkynyl" refers to a straight-chain or branched alkynyl having 2 to 30 carbon atoms constituting the chain, preferably 2 to 20, more preferably 2 to 10. The alkynyl may include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methylpent-2-ynyl, and the like. The term "(C3-C30)cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring skeletal carbon atoms, preferably 3 to 20, more preferably 3 to 7. The cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the like. The term "(3- to 7-membered)heterocycloalkyl" refers to a cycloalkyl having 3 to 7, preferably 5 to 7, ring skeletal 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 heterocycloalkyl may include tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran, etc. The term "(C6-C30)aryl(ene)" refers to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 ring skeletal carbon atoms, preferably 6 to 25, more preferably 6 to 18 ring skeletal carbon atoms. The aryl(ene) may be partially saturated orThe aryl may include phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, phenylterphenyl, fluorenyl, phenylfluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenylphenanthrenyl, anthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, naphthacenyl, fluoranthenyl, spirobifluorenyl, azulenyl, and the like. More specifically, the above aryl includes 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]phenane, Tolyl, 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, dibenzofluorenyl, 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, pt-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, 11,1 1-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]fluorenyl, 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 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-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a]fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl11,11-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, and the like.

[0014] The term "(3- to 30-membered)heteroaryl" or "(3- to 50-membered)heteroaryl" refers to an aryl having 3 to 30 or 3 to 50 skeletal ring atoms and containing at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, and P. The heteroaryl may be a monocyclic ring or a fused ring fused with at least one benzene ring; may be partially saturated; may be formed by connecting at least one heteroaryl or aryl group to a heteroaryl group via a single bond; or may include a spiro structure. The heteroaryls mentioned above include monocyclic heteroaryls such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, and pyridazinyl, as well as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, naphthobenzofuranyl, naphthobenzothiophenyl, benzimidazolyl, and the like. and fused-ring heteroaryls such as aryl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, naphthyridinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, and dihydroacridinyl. More specifically, the heteroaryls include 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, pyrazinyl, 2-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizinyl, 2-indolizinyl, 3-indolizinyl, 5-indolizinyl, 6-indolizinyl, 7-indolizinyl, 8-indolizinyl, 2-imidazopyridinyl,3-Imidazopyridinyl, 5-Imidazopyridinyl, 6-Imidazopyridinyl, 7-Imidazopyridinyl, 8-Imidazopyridinyl, 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 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-quinolyl, 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-carbazo Carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazol-1-yl, azacarbazol-2-yl, azacarbazol-3-yl, azacarbazol-4-yl, azacarbazol-5-yl, azacarbazol-6-yl, azacarbazol-7-yl, azacarbazol-8-yl, azacarbazol-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl yl, 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-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-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-naphtho-[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]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[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]-benzothio Phenyl, 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]-benzothiophenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 1-naphtho-[2,1-b] 1-naphtho-[2,1-b]-benzothiophenyl, 2-naphtho-[2,1-b]-benzothiophenyl, 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, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, and the like. Additionally, "halogen" includes F, Cl, Br, and I.

[0015] In addition, "ortho (o-)", "meta (m-)", and "para (p-)" are prefixes that respectively indicate the relative positions of substituents. Ortho indicates that two substituents are adjacent to each other; for example, when two substituents in a benzene derivative occupy the 1st and 2nd positions, it is called the ortho position. Meta indicates that two substituents are at the 1st and 3rd positions; for example, when two substituents in a benzene derivative occupy the 1st and 3rd positions, it is called the meta position. Para indicates that two substituents are at the 1st and 4th positions; for example, when two substituents in a benzene derivative occupy the 1st and 4th positions, it is called the para position.

[0016] In this specification, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a specific functional group is replaced with another atom or another functional group, i.e., a substituent. In the formulas of the present disclosure, substituted alkyl, substituted alkylene, substituted alkenyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkylene, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted fused rings of an aliphatic ring and an aromatic ring, and substituents of substituted rings each independently represent deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; (C1-C30) a (C6-C30)arylthio; (3-50 membered) heterocycloalkyl or unsubstituted or substituted with at least one of (C1-C30)alkyl, (C6-C30)aryl, and di(C6-C30)arylamino. (C6-C30)aryl unsubstituted or substituted with at least one of deuterium, cyano, (C1-C30)alkyl, (3-50 membered)heteroaryl, mono- or di-(C6-C30)arylamino, and tri(C6-C30)arylsilyl; 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-C3 0)Alkylamino;mono- or di-(C2-C30)alkenylamino;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;At least one selected from the group consisting of (C6-C30)aryl(3-30 membered)heteroarylamino; (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. According to one embodiment of the present disclosure, the substituents are each independently at least one selected from the group consisting of deuterium; (C1-C20) alkyl; (3-30 membered) heteroaryl unsubstituted or substituted with at least one of (C1-C20) alkyl and (C6-C25) aryl; (C6-C25) aryl unsubstituted or substituted with at least one of deuterium, (C1-C20) alkyl, (3-30 membered) heteroaryl, and di(C6-C25) arylamino; and mono- or di-(C6-C25) arylamino. According to another embodiment of the present disclosure, the substituents are each independently at least one selected from the group consisting of deuterium; (C1-C10) alkyl; (5-26 membered) heteroaryl unsubstituted or substituted with (C6-C18) aryl; unsubstituted or deuterium; (C6-C20) aryl substituted with at least one of (C1-C10) alkyl, (5-26 membered) heteroaryl, and di(C6-C18) arylamino; and di(C6-C18) arylamino. Specifically, the substituents are each independently deuterium; methyl; phenyl unsubstituted or substituted with at least one of deuterium, 26-membered heteroaryl, and diphenylamino; naphthyl; biphenyl; naphthylphenyl; phenylnaphthyl; phenanthrenyl; dimethylfluorenyl; dimethylbenzofluorenyl; terphenyl; triphenylenyl; unsubstituted or phenyl-substituted pyridyl; phenyl-substituted triazinyl; dibenzofuranyl; dibenzothiophenyl; benzonaphthothiophenyl; unsubstituted or phenyl-substituted carbazolyl; unsubstituted or phenyl-substituted benzocarbazolyl; dibenzocarbazolyl; 26-membered heteroaryl;and diphenylamino.

[0017] In the formulas of the present disclosure, when substituents are linked with adjacent substituents to form a ring, the ring may be a substituted or unsubstituted, monocyclic or polycyclic (3 to 30-membered) alicyclic or aromatic ring, or a combination thereof, formed by linking two or more adjacent substituents. In addition, the formed ring may 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. According to one embodiment of the present disclosure, the number of ring skeletal atoms is 5 to 20. According to another embodiment of the present disclosure, the number of ring skeletal atoms is 5 to 15.

[0018] In the formulas of the present disclosure, heteroaryl and heteroarylene may each independently contain at least one heteroatom selected from B, N, O, S, Si, and P. In addition, the heteroatom may be selected from 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) aryl. It may be bonded to at least one selected from the group consisting of silyl, 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.

[0019] A plurality of host materials according to an embodiment of the present disclosure, including a first host material comprising a compound represented by Formula 1 and a second host material comprising a compound represented by Formula 2, can be included in the light-emitting layer of an organic electroluminescent device according to an embodiment of the present disclosure.

[0020] Compounds of formula 1 are described in more detail herein below.

[0021] In Formula 1, B1 to B7 each independently represent a substituted or unsubstituted (C5-C20) ring, preferably a substituted or unsubstituted (C5-C13) ring, where a carbon atom of the ring may be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur, provided that at least five of B1 to B7 are present and adjacent rings of B1 to B7 are fused to each other. As used herein, "adjacent rings of B1 to B7 are fused to each other" means that ring B1 and ring B2, ring B2 and ring B3, ring B3 and ring B4, ring B4 and ring B5, ring B5 and ring B6, or ring B6 and ring B7 are fused to each other. According to one embodiment of the present disclosure, when any one of B1 to B7 represents (C6-C20)aryl, the adjacent ring may be absent or may be a C5 ring, where a carbon atom of the adjacent ring may be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur. According to another embodiment of the present disclosure, B1 to B7 each independently represent a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted pyrrole ring, a substituted or unsubstituted furan ring, a substituted or unsubstituted thiophene ring, a substituted or unsubstituted cyclopentadiene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted pyridine ring, or a substituted or unsubstituted dibenzofuran ring. For example, B1 to B7 each independently may be absent or represent a benzene ring that is unsubstituted or substituted with phenyl, naphthyl, and / or diphenyltriazinyl; a naphthalene ring; a cyclopentadiene ring that is unsubstituted or substituted with methyl; a fluorene ring that is substituted with methyl; a pyrrole ring that is substituted with unsubstituted phenyl, phenyl substituted with at least one deuterium, biphenyl, and / or pyridinyl; a furan ring; a thiophene ring; a pyridine ring; or a dibenzofuran ring that is unsubstituted or substituted with diphenyltriazinyl.

[0022] In Formula 1, Y is -N(L1-(Ar1) n)-, -O-, -S-, or -C(R1)(R2)-. According to one embodiment of the present disclosure, Y represents -N(L1-(Ar1) n )- represents.

[0023] L1 represents a single bond, substituted or unsubstituted (C1-C30) alkylene, substituted or unsubstituted (C6-C30) arylene, substituted or unsubstituted (3-30 membered) heteroarylene, or substituted or unsubstituted (C3-C30) cycloalkylene. According to one embodiment of the present disclosure, L1 represents a single bond, substituted or unsubstituted (C6-C25) arylene, or substituted or unsubstituted (3-30 membered) heteroarylene. According to another embodiment of the present disclosure, L1 represents a single bond, unsubstituted (C6-C18) arylene, or unsubstituted (5-25 membered) heteroarylene. For example, L1 can be a single bond, phenylene, naphthylene, biphenylene, pyridylene, pyrimidinylene, triazinylene, quinoxalinylene, quinazolinylene, dibenzofuranylene, benzofuropyrimidinylene, benzothienopyrimidinylene, indolopyrimidinylene, or benzoquinoxalinylene.

[0024] Ar1 represents a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, or -N(R3)(R4). According to one embodiment of the present disclosure, Ar1 represents a substituted or unsubstituted (C6-C25) aryl, a substituted or unsubstituted (5-25 membered) heteroaryl, or -N(R3)(R4). According to another embodiment of the present disclosure, Ar1 represents a (C6-C25) aryl unsubstituted or substituted with at least one of deuterium, (C1-C6) alkyl, and (3-30 membered) heteroaryl; a (5-25 membered) heteroaryl unsubstituted or substituted with at least one of deuterium, (C6-C18) aryl, and (3-30 membered) heteroaryl; or -N(R3)(R4). For example, Ar1 can be unsubstituted phenyl, phenyl substituted with at least one deuterium, phenyl substituted with a 26-membered heteroaryl, naphthyl, biphenyl, methyl-substituted fluorenyl, spirobifluorenyl, terphenyl, triphenylenyl, unsubstituted or phenyl-substituted pyridyl, phenyl-substituted pyrimidinyl, substituted triazinyl, substituted quinoxalinyl, substituted quinazolinyl, phenyl-substituted benzoquinoxalinyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, phenyl-substituted benzofuropyrimidinyl, phenyl-substituted benzothienopyrimidinyl, phenyl-substituted indolopyrimidinyl, or -N(R3)(R4). The substituents of the substituted triazinyl, substituted quinoxalinyl, and substituted quinazolinyl can each independently be at least one selected from the group consisting of unsubstituted or substituted with at least one of deuterium and 26-membered heteroaryl, phenyl, naphthyl, biphenyl, terphenyl, dibenzofuranyl, phenyl-substituted pyridyl, dimethylfluorenyl, and dibenzothiophenyl.

[0025] R1 to R4 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, or substituted or unsubstituted (C3-C30) cycloalkyl, or can be combined with adjacent substituents to form a ring. According to one embodiment of the present disclosure, R1 to R4 each independently represent hydrogen, deuterium, substituted or unsubstituted (C1-C20) alkyl, or substituted or unsubstituted (C6-C25) aryl. According to another embodiment of the present disclosure, R1 and R2 each independently represent unsubstituted (C1-C10) alkyl, and R3 and R4 each independently represent unsubstituted (C6-C18) aryl. For example, R1 and R2 can be methyl, and R3 and R4 can be phenyl.

[0026] n represents an integer of 1 or 2, where when n is 2, each Ar1 can be the same or different.

[0027] Formula 1 is the following formulas 1-1 to 1-4: [ka] It can be expressed by at least one of:

[0028] In formulas 1-1 to 1-4, Y1, Y2, Y3, and Y4 are each independently the same as the definition of Y in formula 1, and when a plurality of Ar1s are present, each Ar1 may be the same or different; 12 are each independently -N= or -C(R a )=, and R a 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, or substituted or unsubstituted (C3-C30) cycloalkyl; or adjacent R a can be linked together to form a ring, where multiple R a If exists, R aEach of may be the same or different.

[0029] According to one embodiment of the present disclosure, R a represents hydrogen, deuterium, substituted or unsubstituted (C6-C25) aryl, or substituted or unsubstituted (5-25 membered) heteroaryl, or the adjacent R a may be linked together to form a ring. a represents hydrogen, unsubstituted (C6-C18) aryl, or (5-25 membered) heteroaryl substituted with (C6-C18) aryl; or the adjacent R a may be linked together to form a benzene ring, a methyl-substituted indene ring, or an unsubstituted or diphenyltriazinyl-substituted benzofuran ring.

[0030] In any one of formulas 1-1 to 1-4, Ar1 and R a At least one of the following may be independently at least one selected from those described in Group 1 below. [Group 1] [ka]

[0031] In Group 1, D1 and D2 each independently represent a benzene ring or a naphthalene ring; 21 represents O, S, NR5, or C(R6)(R7), and X 22 each independently represents CR8 or N, provided that X 22 At least one of represents N, and X 23 each independently represents CR9 or N, and L 11 ~L 18 each independently represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; R 11 ~R 21and R5 to R9 each independently represent 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, or substituted or unsubstituted (C3 to C30) cycloalkyl, or can be linked to adjacent substituents to form a ring; aa, ff, and gg each independently represent an integer of 1 to 5; bb represents an integer of 1 to 7; cc, dd, and ee each independently represent an integer of 1 to 4.

[0032] According to one embodiment of the present disclosure, D1 can be a benzene ring; X 21 can be O, S, or C(R6)(R7); L 11 ~L 18 may each independently be a single bond; R 11 ~R 21 and R5 to R9 can each independently be hydrogen, deuterium, substituted or unsubstituted (C1 to C20) alkyl, substituted or unsubstituted (C6 to C25) aryl, or substituted or unsubstituted (5 to 25 membered) heteroaryl, or can be joined with adjacent substituents to form a ring, aa, bb, ff, and gg can each independently be an integer of 1 to 5, and cc, dd, and ee can each independently be an integer of 1 to 4. For example, R 11 can be hydrogen, deuterium, phenyl, biphenyl, or 26-membered heteroaryl; R 12 can be hydrogen, or the adjacent R 12 can be linked together to form a benzene ring; R 13 , R 16 , and R 17 can be hydrogen; R 18 and R 19 can be hydrogen or phenyl; R 21can be phenyl; R6 and R7 can be methyl; R8 can be hydrogen, phenyl, biphenyl, dibenzofuranyl, or dibenzothiophenyl, or adjacent R8 can be linked to each other to form a benzene ring; R9 can be hydrogen, unsubstituted phenyl, phenyl substituted with at least one deuterium, phenyl substituted with a 26-membered heteroaryl, naphthyl, biphenyl, dimethylfluorenyl, terphenyl, phenyl-substituted pyridyl, dibenzofuranyl, or dibenzothiophenyl; aa can be an integer of 1 or 5, bb can be an integer of 1 or 4, and cc can be 1.

[0033] In any one of formulas 1-1 to 1-4, Ar1 and R a At least one of the following may independently be at least one selected from those described in Group 2 below. [Group 2] [ka] [ka] [ka] [ka]

[0034] In Group 2, L represents a single bond, substituted or unsubstituted (C1-C30) alkylene, substituted or unsubstituted (C6-C30) arylene, substituted or unsubstituted (3-30 membered) heteroarylene, or substituted or unsubstituted (C3-C30) cycloalkylene, and A1-A3 each independently represent a substituted or unsubstituted (C1-C30) alkyl or substituted or unsubstituted (C6-C30) aryl. According to one embodiment of the present disclosure, L represents a single bond, substituted or unsubstituted (C6-C25) arylene, or substituted or unsubstituted (3-25 membered) heteroarylene, and A1-A3 each independently represent a substituted or unsubstituted (C1-C20) alkyl or substituted or unsubstituted (C6-C25) aryl. A1 and A2 can be the same or different. For example, A1 and A2 can each independently be methyl or phenyl.

[0035] In any one of formulas 1-1 to 1-4, Ar1 and R a At least one of the above may be independently at least one selected from those described in Group 3 below. [Group 3] [ka] [ka] [ka]

[0036] Compounds of formula 2 are described in more detail herein below.

[0037] According to one embodiment of the present disclosure, Formula 2 is represented by the following Formulas 2-1 to 2-8: [ka] [ka] It can be expressed by at least one selected from:

[0038] In Formulas 2-1 to 2-8, X, Z, HAr, and R 31 ~R 36 , L2 and a' to d' are as defined in Formula 2; Z1 to Z5 and Z 11 ~Z 17 are each independently N or CR 37 represents, and R 37 are each independently R in Equation 2 32 is the same as the definition of

[0039] According to one embodiment of the present disclosure, R 37 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. 37 are each independently hydrogen; deuterium; unsubstituted or (C1-C10) alkyl and (C6-C18) aryl substituted with at least one of di(C6-C18) arylamino; or unsubstituted or (C6-C18) aryl substituted (5-20 membered) heteroaryl. For example, R 37 may each independently be hydrogen, unsubstituted or diphenylamino-substituted phenyl, naphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, dibenzothiophenyl, dibenzofuranyl, benzonaphthothiophenyl, phenylcarbazolyl, or phenylbenzocarbazolyl.

[0040] In Equation 2, X is -N=, -NR 35 represents -, -O- or -S-, and Z represents -N=, -NR 36 -, -O- or -S-, provided that when X represents -N=, Z is -NR 36 -, -O-, or -S-, and X is -NR 35 When X represents -, Z represents -N=, -O- or -S-. According to one embodiment of the present disclosure, X represents -N=, -NR 35 Z represents -, -O- or -S-, and Z represents -N=, -NR 36represents -, -O-, or -S-, with the proviso that at least one of X and Z represents -N=.

[0041] R 35 and R 36 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, or -L3-N(Ar2)(Ar3). According to one embodiment of the present disclosure, R 35 and R 36 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. 35 and R 36 Each independently represents an unsubstituted (C6-C18) aryl. For example, R 35 and R 36 can be phenyl.

[0042] In Formula 2, HAr represents a substituted or unsubstituted (3- to 30-membered) heteroaryl. According to one embodiment of the present disclosure, HAr represents a substituted or unsubstituted (3- to 30-membered) heteroaryl containing a nitrogen atom. According to another embodiment of the present disclosure, HAr represents a substituted or unsubstituted nitrogen atom-containing (5- to 25-membered) heteroaryl. According to a further embodiment of the present disclosure, HAr represents a nitrogen atom-containing (5- to 20-membered) heteroaryl substituted with a (5- to 25-membered) heteroaryl and / or a (C6-C25) aryl. Specifically, HAr can be 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. For example, HAr can be substituted triazinyl, substituted pyrimidinyl, substituted quinoxalinyl, substituted quinazolinyl, or substituted naphthyridinyl. The substituents of the substituted triazinyl, substituted pyrimidinyl, substituted quinoxalinyl, substituted quinazolinyl, and substituted naphthyridinyl can be at least one of unsubstituted or diphenylamino-substituted phenyl, naphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, dibenzothiophenyl, dibenzofuranyl, benzonaphthothiophenyl, phenylcarbazolyl, and phenylbenzocarbazolyl.

[0043] In Equation 2, R 31 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, R 31 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, R 31represents a (C6-C29)aryl which is unsubstituted or substituted with at least one of a (C1-C10)alkyl and a (C6-C18)aryl, or a (5-25 membered)heteroaryl which is unsubstituted or substituted with a (C6-C18)aryl. For example, R 31 can be phenyl, naphthyl, phenylnaphthyl, biphenyl, dimethylfluorenyl, dimethylbenzofluorenyl, spirobifluorenyl, spiro[fluorene-benzofluorenyl]yl, phenylcarbazolyl, phenylbenzocarbazolyl, dibenzofuranyl, or dibenzothiophenyl.

[0044] In Equation 2, R 32 ~R 34 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, or -L3-N(Ar2)(Ar3), or can be linked to adjacent substituents to form a ring. For example, R 32 ~R 34 can represent hydrogen.

[0045] In Formula 2, L2 and L3 each independently represent 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, L2 and L3 each independently represent 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, L2 and L3 each independently represent a single bond, an unsubstituted (C6-C18) arylene, or an unsubstituted (5-20 membered) heteroarylene. For example, L2 and L3 each independently may be a single bond, phenylene, or pyridylene.

[0046] In Formula 2, Ar2 and Ar3 each independently represent hydrogen, a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl.

[0047] In Formula 2, a' represents 1, b' and c' each independently represent an integer of 1 or 2, d' represents an integer of 1 to 4, and when b', c', and d' are each an integer of 2 or greater, R 32 Each of ~R 34 Each of may be the same or different.

[0048] The compound represented by formula 1 can be at least one selected from the following compounds, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0049] The compound represented by formula 2 can be at least one selected from the following compounds, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka]

[0050] A combination of at least one of compounds C-1 to C-300 and at least one of compounds C2-1 to C2-125 can be used in an organic electroluminescent device.

[0051] Compounds represented by Formula 1 according to the present disclosure can be produced by synthetic methods known to those skilled in the art, for example, but not limited to, the following Reaction Schemes 1 to 4. [Reaction Scheme 1] [ka] [Reaction Scheme 2] [ka] [Reaction Scheme 3] [ka] [Reaction Scheme 4] [ka] In Reaction Schemes 1 to 4, Y1 to Y4 and X1 to X 12 is as defined in formulas 1-1 to 1-4.

[0052] Although exemplary synthetic examples of compounds represented by Formula 1 of the present disclosure are described above, one skilled in the art will readily understand that all of them are based on Buchwald-Hartwig cross-coupling reactions, N-arylation reactions, H-mont-mediated etherification reactions, Miyaura borylation reactions, Suzuki cross-coupling reactions, intramolecular acid-induced cyclization reactions, Pd(II)-catalyzed oxidative cyclization reactions, Grignard reactions, Heck reactions, cyclodehydration reactions, SN1 substitution reactions, SN2 substitution reactions, phosphine-mediated reductive cyclization reactions, etc., and that the above reactions will proceed even when substituents defined in Formula 1 but not specified in the specific synthetic examples are attached.

[0053] The compound represented by formula 2 of the present disclosure can be produced by a synthetic method known to those skilled in the art, for example, according to the method disclosed in (Patent Document 1) (published January 2, 2020).

[0054] In addition, non-deuterated analogs of compounds represented by Formula 2 can be prepared by known coupling or substitution reactions. Non-deuterated analogs can also be prepared in a similar manner by using deuterated precursor materials, or more commonly, by treating the non-deuterated compound with a deuterated solvent or D6-benzene in the presence of an H / D exchange catalyst, such as a Lewis acid, e.g., aluminum trichloride or ethylaluminum chloride, trifluoromethanesulfonic acid, or trifluoromethanesulfonic acid-D. Furthermore, the degree of deuterium substitution can be controlled by varying reaction conditions, such as reaction temperature. For example, the number of deuterium atoms in Formula 2 can be controlled by adjusting the reaction temperature and time, the amount of acid equivalents, etc.

[0055] An organic electroluminescent device according to the present disclosure may include an anode, a cathode, and at least one organic layer between the anode and the cathode, where the organic layer may include a plurality of organic electroluminescent materials, including a compound represented by Formula 1 as a first organic electroluminescent material and a compound represented by Formula 2 as a second organic electroluminescent material. According to one embodiment of the present disclosure, an organic electroluminescent device according to the present disclosure may include an anode, a cathode, and at least one light-emitting layer between the anode and the cathode, where the light-emitting layer may include a compound represented by Formula 1 and a compound represented by Formula 2.

[0056] The light-emitting layer includes a host and a dopant. In this case, the host includes a plurality of host materials, and the compound represented by Formula 1 may be included as a first host compound of the plurality of host materials, and the compound represented by Formula 2 may be included as a second host compound of the plurality of host materials. The weight ratio of the first host compound to the second host compound is about 1:99 to about 99:1, preferably about 10:90 to about 90:10, more preferably about 30:70 to about 70:30, even more preferably about 40:60 to about 60:40, and most preferably about 50:50.

[0057] In this specification, the light-emitting layer is a layer that emits light, and may be a single layer or a multi-layer structure in which two or more layers are stacked. The first host material and the second host material may all be included in one layer, or the first host material and the second host material may be included in different light-emitting layers. According to one embodiment of the present disclosure, the doping concentration of the dopant compound relative to the host compound in the light-emitting layer may be less than 20% by weight.

[0058] The organic electroluminescent device of the present disclosure may further include at least one layer selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, an emission 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 electroluminescent device of the present disclosure may further include an amine-based compound as at least one of the hole injection material, the hole transport material, the hole auxiliary material, the emission material, the emission auxiliary material, and the electron blocking material, in addition to the plurality of host materials of the present disclosure. Furthermore, according to one embodiment of the present disclosure, the organic electroluminescent device of the present disclosure may further include an azine-based compound as at least one of the electron transport material, the electron injection material, the electron buffer material, and the hole blocking material, in addition to the plurality of host materials of the present disclosure.

[0059] The host materials according to the present disclosure can be used as emitting materials for white organic light-emitting devices. White organic light-emitting devices have been proposed to have various structures, such as a parallel arrangement (side-by-side) method, a stacking method, or a color conversion material (CCM) method, depending on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units. In addition, the host materials according to an embodiment of the present disclosure can also be used in organic electroluminescent devices containing quantum dots (QDs).

[0060] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the light-emitting layer. The hole injection layer can be a multilayer structure to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, and each of the multiple layers can use two compounds simultaneously. Furthermore, the hole injection layer can be doped with a p-type dopant. The electron blocking layer can be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer to block electrons overflowing from the light-emitting layer and confine excitons in the light-emitting layer to prevent light leakage. Furthermore, the hole transport layer or the electron blocking layer can be a multilayer structure, and each of the multiple layers can use multiple compounds.

[0061] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer can be a multilayer structure to control electron injection and improve the interfacial properties between the light-emitting layer and the electron injection layer. In this case, each of the multiple layers can simultaneously use two compounds. The hole blocking layer or the electron transport layer can also be a multilayer structure, each of which can use multiple compounds. In addition, the electron injection layer can be doped with an n-type dopant.

[0062] The dopant that is included in the organic electroluminescent device of the present disclosure can be at least one phosphorescent or fluorescent dopant, and is preferably phosphorescent dopant.The phosphorescent dopant material that is used in the organic electroluminescent device of the present disclosure is not particularly limited, but can be preferably selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt) metallized complex compound, more preferably selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt) ortho-metallized complex compound, and even more preferably be ortho-metallized iridium complex compound.

[0063] Dopants included in the organic electroluminescent devices of the present disclosure can include, but are not limited to, compounds represented by Formula 101 below: [ka] In Formula 101, L' is one of the following structures 1-3: [ka] Selected from: R 100 ~R 103 each independently represent 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 may be linked with adjacent substituents to form a ring together with pyridine, such as a substituted or unsubstituted quinoline, isoquinoline, benzofuropyridine, benzothienopyridine, indenopyridine, benzofuroquinoline, benzothienoquinoline, or indenoquinoline ring; R 104 ~R 107each independently represent 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 may be linked with adjacent substituents to form a ring together with benzene, such as a substituted or unsubstituted naphthalene, fluorene, dibenzothiophene, dibenzofuran, indenopyridine, benzofuropyridine, or benzothienopyridine ring; R 201 ~R 220 each independently represents hydrogen, deuterium, 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 may be linked to adjacent substituents to form a ring; s represents an integer of 1 to 3.

[0064] Specific examples of the dopant compound are as follows, but are not limited to these. [ka] [ka] [ka] [ka] [ka] [ka]

[0065] To form each layer of the organic electroluminescent device of the present disclosure, dry film formation methods such as vacuum deposition, sputtering, plasma, ion plating, etc., or wet film formation methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating, flow coating, etc. can be used.

[0066] When using a wet film-forming method, a thin film can be formed by dissolving or diffusing the materials for forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. Any solvent can be used as long as it can dissolve or diffuse the materials for forming each layer and does not cause any problems in film-forming ability.

[0067] The first and second host compounds of the present disclosure can be generally formed into films by the methods described above through a simultaneous evaporation process or a mixed evaporation process. Simultaneous evaporation is a mixed evaporation method in which two or more materials are placed in separate crucible sources and current is passed through both cells simultaneously to evaporate the materials. Mixed evaporation is a mixed evaporation method in which two or more materials are mixed in a single crucible source before being evaporated, and current is passed through the cells to evaporate the materials. Furthermore, when the first and second host compounds are present in the same layer or different layers in an organic electroluminescent device, the two host compounds can form films separately. For example, the second host compound can be evaporated after the first host compound is evaporated.

[0068] The present disclosure may provide a display device by using a plurality of host materials including a compound represented by Formula 1 and a compound represented by Formula 2. That is, a display system or a lighting system can be manufactured by using a plurality of host materials of the present disclosure. Specifically, the present disclosure may be used to manufacture, for example, a white organic light-emitting device, a display system for a smartphone, a tablet, a notebook, a PC, a TV, or an automobile; or a lighting system, for example, an outdoor or indoor lighting system.

[0069] Hereinafter, the preparation method and properties of the compound according to the present disclosure, and the properties of the organic electroluminescent device that comprises a plurality of host materials of the present disclosure will be described in detail with respect to the representative compound of the present disclosure.However, the present disclosure is not limited by the following examples. [Example]

[0070] Example 1: Preparation of Compound C-1 [ka]

[0071] Synthesis of Compound 1-1 (9-Phenyl-9H-carbazol-4-yl)boronic acid (96 g, 334.3 mmol), 2-bromo-1-chloro-3-nitrobenzene (71.8 g, 304 mmol), Pd(dba) (15 g, 16.71 mmol), S-Phos (10.9 g, 26.76 mmol), and KPO (315 g, 1.64 mol) were dissolved in 1500 mL of toluene in a flask, and the mixture was stirred at 130 °C for 4 h. After the reaction was completed, the organic layer was extracted with ethyl acetate, and residual water was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound 1-1 (67 g, yield: 56.6%).

[0072] Synthesis of Compound 1-2 Compound 1-1 (23.5 g, 58.9 mmol), (2-chlorophenyl)-boronic acid (18.4 g, 117.8 mmol), Pd(dba) (2.7 g, 2.95 mmol), S-Phos (2.4 g, 5.89 mmol), and KPO (63 g, 294.5 mmol) were dissolved in 300 mL of toluene in a flask, and the mixture was stirred at 130 °C for 12 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate, and residual water was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound 1-2 (14 g, yield: 50%).

[0073] Synthesis of compounds 1-3 Compound 1-2 (13 g, 27.4 mmol) and triphenylphosphine (21.5 g, 82.1 mmol) were dissolved in 140 mL of o-DCB in a flask, and the mixture was stirred at 220° C. for 7 hours. After the reaction was completed, the reaction mixture was distilled off and separated by column chromatography to obtain compound H1-3 (4 g, yield: 32%).

[0074] Synthesis of compounds 1-4 Compound 1-3 (10 g, 22.5 mmol), Pd(OAc) (505 mg, 2.25 mmol), Pcy-HBF (1.63 g, 4.5 mmol), and CsCO (22 g, 67.5 mmol) were dissolved in 113 mL of o-xylene in a flask, and the mixture was stirred at 160 °C for 4 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate and the remaining water was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound 1-4 (1 g, yield: 11%). Synthesis of compound C-1

[0075] Compound 1-4 (4.5 g, 11.06 mmol), 2-chloro-3-phenylquinoxaline (4 g, 16.6 mmol), 4-dimethylaminopyridine (DMAP) (67 mg, 0.553 mmol), and Cs2CO3 (10.8 g, 331.8 mmol) were dissolved in 60 mL of dimethyl sulfoxide (DMSO) in a flask, and the mixture was refluxed at 140 °C for 4 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate, and residual water was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound C-1 (2.5 g, yield: 37%).

[0076] [Table 1]

[0077] Example 2: Preparation of Compound C-29 [ka] Compound 1-4 (4 g, 9.84 mmol), 3-bromo-1,1':2',1"-terphenyl (3.65 g, 11.8 mmol), Pd2(dba)3 (448 mg, 0.492 mmol), S-Phos (448 mg, 0.984 mmol), and NaOtBu (2.84 g, 29.52 mmol) were dissolved in 50 mL of o-xylene in a flask, and the mixture was stirred at 170 °C for 4 h. After the reaction was completed, the organic layer was extracted with ethyl acetate, and residual water was removed using magnesium sulfate. The residue was dried and separated by column chromatography to obtain compound C-29 (1.5 g, yield: 24%).

[0078] [Table 2]

[0079] Example 3: Preparation of Compound C-196 [ka]

[0080] Synthesis of Compound 3-1 Compound A (60 g, 283 mmol), compound B (100 g, 424 mmol), tetrakis(triphenylphosphine)palladium (16.3 g, 14.1 mmol), cesium carbonate (276 g, 849 mmol), 1400 mL of toluene, 350 mL of ethanol, and 350 mL of distilled water were added to a reactor, and the mixture was stirred at 130 °C for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The extracted organic layer was dried over magnesium sulfate, and the solvent was removed using a rotary evaporator. The residue was then separated by column chromatography to obtain compound 3-1 (38 g, yield: 41%).

[0081] Synthesis of compound 3-2 Compound 3-1 (38 g, 117 mmol), phenylboronic acid (35 g, 234 mmol), tris(dibenzylindeneacetone)dipalladium (5.3 g, 5.86 mmol), S-Phos (4.8 g, 11.7 mmol), tripotassium phosphate (62 g, 293 mmol), and 600 mL of toluene were added to a reactor, and the mixture was stirred under reflux for 2 hours. After the reaction was completed, the reaction mixture was washed with distilled water and extracted with ethyl acetate. The extracted organic layer was dried over magnesium sulfate, and the solvent was removed using a rotary evaporator. The residue was then separated by column chromatography to obtain compound 3-2 (31 g, yield: 67%).

[0082] Synthesis of compound 3-3 Compound 3-2 (21 g, 53.7 mmol), triphenyl phosphite (70 mL, 268 mmol), and 180 mL of dichlorobenzene (DCB) were added to a reactor, and the mixture was stirred at 200 °C for 12 hours. After the reaction was completed, the reaction mixture was distilled under reduced pressure to remove DCB, washed with distilled water, and extracted with ethyl acetate. The extracted organic layer was dried over magnesium sulfate, and the solvent was removed using a rotary evaporator. The residue was then separated by column chromatography to obtain compound 3-3 (10 g, yield: 55%).

[0083] Synthesis of Compound 3-4 Compound 3-3 (6.6 g, 17.9 mmol), palladium(II) acetate (0.2 g, 0.89 mmol), PCy3-BF4 (1.3 g, 3.58 mmol), cesium carbonate (17 g, 53.7 mmol), and 90 mL of o-xylene were added to a reactor, and the mixture was stirred under reflux at 160 °C for 4 hours. After the reaction was completed, the reaction mixture was washed with distilled water and extracted with ethyl acetate. The extracted organic layer was dried over magnesium sulfate, and the solvent was removed using a rotary evaporator. The residue was then separated by column chromatography to obtain compound 3-4 (1.8 g, yield: 32%).

[0084] Synthesis of compound C-196 Compound 3-4 (1.8 g, 5.43 mmol), 2-(3-bromophenyl)-4,6-diphenyl-1,3,5-triazine (2.3 g, 5.97 mmol), tris(dibenzylindeneacetone)dipalladium (0.2 g, 0.27 mmol), tri-tert-butylphosphine (0.3 mL, 0.54 mmol), sodium tert-butoxide (1.3 g, 13.5 mmol), and 30 mL of toluene were added to a reactor, and the mixture was stirred under reflux for 3 hours. After the reaction was completed, the reaction mixture was washed with distilled water and extracted with ethyl acetate. The extracted organic layer was dried over magnesium sulfate, and the solvent was removed using a rotary evaporator. The residue was then separated by column chromatography to obtain compound C-196 (3.3 g, yield: 95%).

[0085] [Table 3]

[0086] Example 4: Preparation of Compound C-36 [ka] Compound 1-4 (4.0 g, 9.84 mmol), 4-bromo-N,N-diphenylaniline (3.2 g, 9.84 mmol), Pd(dba) (0.45 g, 0.5 mmol), s-phos (0.4 g, 0.98 mmol), and NaOtBu (1.9 g, 19.7 mmol) were dissolved in 50 mL of o-xylene in a flask, and the mixture was stirred under reflux for 5 h. After the reaction was completed, the organic layer was extracted with ethyl acetate and separated by column chromatography to obtain compound C-36 (2.67 g, yield: 42%).

[0087] [Table 4]

[0088] Example 5: Preparation of Compound C-32 [ka] Compound 1-4 (4.0 g, 9.84 mmol), 2-bromodibenzo[b,d]furan (1.7 g, 9.84 mmol), Pd(dba) (0.45 g, 0.5 mmol), s-phos (0.4 g, 0.98 mmol), and NaOtBu (1.9 g, 19.7 mmol) were dissolved in 50 mL of o-xylene in a flask, and the mixture was stirred under reflux for 5 h. After the reaction was completed, the organic layer was extracted with ethyl acetate and separated by column chromatography to obtain compound C-32 (1.68 g, yield: 30%).

[0089] [Table 5]

[0090] Example 6: Preparation of Compound C2-86 [ka] Compound A (CAS: 2085325-18-2, 4.0 g, 9.5 mmol), 2-chloro-3-phenylquinoxaline (2.8 g, 11.4 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (0.5 g, 0.5 mmol), potassium carbonate (K2CO3) (2.0 g, 19 mmol), toluene (30 mL), EtOH (7 mL), and water (10 mL) were added to a reactor, and the mixture was stirred under reflux for 1 day. After completion of the reaction, the reaction mixture was cooled to room temperature, filtered through Celite using methylene chloride (MC), distilled under reduced pressure, and then separated by column chromatography using methylene chloride / hexane (MC / Hex) to obtain compound C2-86 (2.7 g, yield: 57%).

[0091] [Table 6]

[0092] Example 7: Preparation of Compound C2-125 [ka] Compound A (23.8 g, 56.6 mmol), 2-chloro-4-(naphthalen-1-yl)-6-phenyl-1,3,5-triazine (15.0 g, 47.2 mmol), Pd(PPh3)4 (2.72 g, 2.36 mmol), K2CO3 (16.3 g, 118 mmol), toluene (240 mL), EtOH (60 mL), and distilled water (60 mL) were added to a reactor, and the mixture was stirred under reflux for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through silica gel. The organic layer was then distilled under reduced pressure and recrystallized from toluene to obtain compound C2-125 (13.8 g, yield: 51%).

[0093] [Table 7]

[0094] Example 8: Preparation of Compound C2-116 [ka] Compound A (4.0 g, 9.5 mmol), 2-([1,1'-biphenyl]-3-yl)-4-chloro-6-phenyl-1,3,5-triazine (3.9 g, 11.4 mmol), Pd(PPh3)4 (0.5 g, 0.5 mmol), K2CO3 (2.6 g, 19 mmol), toluene (30 mL), EtOH (7 mL), and distilled water (10 mL) were added to a reactor, and the mixture was stirred under reflux for 6 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and stirred at room temperature. The solid obtained by adding MeOH was filtered under reduced pressure and separated by column chromatography using MC to obtain compound C2-116 (4.6 g, yield: 80%).

[0095] [Table 8]

[0096] Example 9: Preparation of Compound C2-120 [ka] Compound A (3.0 g, 7.1 mmol), 2-chloro-4-(dibenzo[b,d]furan-1-yl)-6-phenyl-1,3,5-triazine (3.4 g, 9.26 mmol), Pd(PPh3)4 (0.4 g, 0.36 mmol), K2CO3 (2.0 g, 14 mmol), toluene (36 mL), EtOH (8 mL), and distilled water (12 mL) were added to a reactor, and the mixture was stirred under reflux for 6 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and stirred at room temperature. The solid obtained by adding MeOH was filtered under reduced pressure and separated by column chromatography using MC to obtain compound C2-120 (3.3 g, yield: 75%).

[0097] [Table 9]

[0098] Device Examples 1-3: Fabrication of OLEDs According to the Present Disclosure An OLED according to the present disclosure was fabricated. A transparent indium tin oxide (ITO) thin film (10 Ω / sq) (Geomatec Co., Ltd., Japan) on a glass substrate for the OLED was subjected to ultrasonic cleaning in acetone and isopropyl alcohol, followed by storage in isopropyl alcohol. The ITO substrate was then attached to a substrate holder in a vacuum evaporation system. Compound HI-1 (listed in Table 2) was introduced into one cell of the vacuum evaporation system as the first hole injection compound, and compound HT-1 (listed in Table 2) was introduced into another cell of the vacuum evaporation system. The two materials were evaporated at different rates. Compound HI-1 was evaporated at a doping amount of 3 wt. % based on the total amount of compounds HI-1 and HT-1 to form a hole injection layer with a thickness of 10 nm on the ITO substrate. Compound HT-1 was then evaporated on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, compound HT-2 was introduced into another cell of the vacuum deposition apparatus, and a current was passed through the cell to cause deposition, thereby forming a 60-nm-thick second hole-transporting layer on the first hole-transporting layer. After forming the hole-injection layer and hole-transporting layer, an emitting layer was formed thereon as follows: the first and second host compounds shown in Table 1 below were introduced into two cells of the vacuum deposition apparatus as hosts, and compound D-71 was introduced into another cell as a dopant. The two host materials were deposited in a 1:1 ratio, and the dopant materials were simultaneously deposited in different ratios, with the dopant being deposited at a doping amount of 3 wt % based on the total amount of host and dopant, to form a 40-nm-thick emitting layer on the second hole-transporting layer. Compounds ETL-1 and EIL-1 were deposited in a 50:50 weight ratio to form a 35-nm-thick electron-transporting layer on the emitting layer. Compound EIL-1 was deposited on the electron transport layer as an electron injection layer with a thickness of 2 nm, and then an Al cathode with a thickness of 80 nm was deposited on the electron injection layer using another vacuum deposition device. In this way, an OLED was fabricated. All materials used to fabricate the OLED were 10 -6 It was purified by vacuum sublimation at torr.

[0099] Comparative Examples 1 to 3: Preparation of OLEDs containing comparative compounds as hosts OLEDs were fabricated in the same manner as in Device Example 1, except that the compounds shown in Table 1 below were used alone as the first host or second host.

[0100] The driving voltage, luminous efficiency, and emission color at a luminance of 1,000 nits, as well as the time required for the luminance to decrease from 100% to 95% (lifetime; T95) at a luminance of 5,000 nits, of the OLEDs fabricated in Device Examples 1 to 3 and Comparative Examples 1 to 3 are shown in Table 1 below.

[0101] [Table 10]

[0102] From Table 1 above, it can be seen that OLEDs containing multiple host materials according to the present disclosure as host materials exhibit improved driving voltage, luminous efficiency, and / or lifetime characteristics compared to conventional OLEDs. Without wishing to be bound by theory, it is believed that the use of a compound represented by Formula 1 of the present disclosure in combination with a compound represented by Formula 2 of the present disclosure increases the HOMO (highest occupied molecular orbital) energy level compared to the use of a conventional compound that is a carbazole derivative, resulting in increased hole mobility. Thus, hole injection from the hole transport layer becomes easier, and the balance between holes and electrons and the formation of excitons may be improved, thereby improving the driving voltage, luminous efficiency, and / or lifetime characteristics of the OLED.

[0103] The compounds used in the device examples and comparative examples are shown in Table 2 below.

[0104] [Table 11]

Claims

1. A plurality of host materials for use in at least one light-emitting layer constituting an organic electroluminescent device, comprising: The compound includes at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following formula 1-1: 【Chemistry 1】 (In the formula, Y 1 and Y 2 each independently represent -N(L 1 -(Ar 1 ) n )-, L 1 represents 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 a substituted or unsubstituted (C3-C30) cycloalkylene; Ar 1 is a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, or —N(R 3 ) (R 4 ) and R 3 and 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, or substituted or unsubstituted (C3-C30) cycloalkyl, or can be linked with adjacent substituents to form a ring; X 1 to X 12 each independently represent —C(R a )=; each R a 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, or substituted or unsubstituted (C3-C30) cycloalkyl; or adjacent R a can be joined together to form a ring, where when multiple R a are present, each R a can be the same or different; n represents an integer of 1 or 2, where, when n is 2, Ar 1 may be the same or different) is represented by The second host compound is represented by the following formulas 2-1 to 2-4: 【Chemistry 2】 (In the formula, HAr represents a substituted or unsubstituted triazinyl; R 31 represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl; R 32 ~R 34 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, or -L 3 -N(Ar 2 ) (Ar3), or can be linked to adjacent substituents to form a ring, L 2 and L 3 each independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar 2 and Ar 3 each independently represents hydrogen, a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; a' represents 1, b' and c' each independently represent an integer of 1 or 2, and d' represents an integer of 1 to 4, where b', c', and d' each represent an integer of 2 or greater, R 32 Each of the following ~R 34 may be the same or different) A plurality of host materials represented by at least one selected from:

2. The substituents of the substituted alkyl, the substituted alkylene, the substituted alkenyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted heteroarylene, the substituted cycloalkyl, the substituted cycloalkylene, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted fused ring of an aliphatic ring and an aromatic ring, the substituted ring, and the substituted triazinyl are each independently deuterium; halogen; cyano; carboxyl; nitro; Sil; (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; (3-50 membered) heteroaryl unsubstituted or substituted with at least one of (C1-C30) alkyl, (C6-C30) aryl, and di(C6-C30) arylamino; non (C6-C30)aryl substituted with at least one of substituted or deuterium, cyano, (C1-C30)alkyl, (3- to 50-membered)heteroaryl, mono- or di-(C6-C30)arylamino, and tri(C6-C30)arylsilyl; 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-(C2-C30)alkene; nylamino; mono- or di-(C6-C30)arylamino; mono- or di-(3- to 30-membered)heteroarylamino; (C1-C30)alkyl(C2-C30)alkenylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkyl(3- to 30-membered)heteroarylamino; (C2-C30)alkenyl(C6-C30)arylamino; (C2-C30)alkenyl(3- to 30-membered)heteroarylamino; (C6-C30)aryl(3- to 30-membered)heteroarylamino; (C1-C30)alkylcarbonyl;10. The plurality of host materials of claim 1, wherein the plurality of host materials is at least one selected from the group consisting of (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;

3. Ar 1 and R a At least one of the following is independently selected from Group 1: [Group 1] 【Transformation 3】 (In the formula, D1 and D2 each independently represent a benzene ring or a naphthalene ring; X 21 is O, S, NR 5 , or C(R 6 ) (R 7 ) and X 22 are each independently CR 8 or N, provided that X 22 At least one of represents N; X 23 are each independently CR 9 or N, L 11 ~L 18 each independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroarylene; R 11 ~R 21 and R 5 ~R 9 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, or substituted or unsubstituted (C3-C30) cycloalkyl, or can be linked with adjacent substituents to form a ring; aa, ff, and gg each independently represent an integer of 1 to 5, bb represents an integer of 1 to 7, and cc, dd, and ee each independently represent an integer of 1 to 4, where, when each of aa to gg is an integer of 2 or more, R 11 Each of the following ~R 17 may be the same or different) 10. The plurality of host materials according to claim 1, wherein the host material is at least one selected from those listed in

4. Ar 1 and R a At least one of the following groups 2 and 3 is independently selected from the group 2 and 3: 【Chemistry 4】 【Transformation 5】 【Transformation 6】 [Group 3] 【Transformation 7】 【Transformation 8】 【Chemistry 9】 (Wherein, in Group 2, L represents 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 a substituted or unsubstituted (C3-C30) cycloalkylene; and A 1 ~A 3 each independently represents a substituted or unsubstituted (C1-C30) alkyl, or a substituted or unsubstituted (C6-C30) aryl.

10. The plurality of host materials according to claim 1, wherein the host material is at least one selected from those listed in

5. The compound represented by formula 1-1 is the following compound: 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 10. The plurality of host materials of claim 1, wherein the host material is at least one selected from:

6. The compound represented by at least one selected from formulas 2-1 to 2-4 is the following compound: 【Chemistry 15】 【Chemistry 16】 10. The plurality of host materials of claim 1, wherein the host material is at least one selected from:

7. 10. 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 host materials according to claim 1.

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