Various host materials and organic electroluminescent devices containing the same

Abstract

The present disclosure relates to multiple host materials, each comprising a first host material and a second host material, wherein the first host material comprises a compound represented by Formula 1, and the second host material comprises a compound represented by Formula 2, and an organic electroluminescent device comprising the multiple host materials. By including a specific combination of compounds as host materials, an organic electroluminescent device having higher luminous efficiency and / or improved lifespan characteristics compared to conventional organic electroluminescent devices can be provided.

Description

Technical Field

[0001] The present disclosure relates to a variety of host materials and an organic electroluminescent device comprising the same. Background Art

[0002] In 1987, Tang et al. of Eastman Kodak developed a small molecule green organic electroluminescent device (OLED) consisting of a TPD / Alq3 double layer consisting of a light-emitting layer and a charge transport layer for the first time. Since then, research on OLED has been rapidly carried out and it has been commercialized. At present, phosphorescent materials, which provide excellent luminous efficiency in terms of clear panels, are mainly used in organic electroluminescent devices. In applications such as TV and lighting, OLED faces the problem of insufficient lifespan, and high-efficiency OLED is still required. Generally, the higher the brightness of the OLED, the shorter the lifespan of the OLED. Therefore, long-term use and high-resolution displays require OLEDs with high luminous efficiency and / or long lifespan.

[0003] In order to enhance luminous efficiency, driving voltage and / or lifespan, various materials or concepts have been proposed for organic layers of organic electroluminescent devices. However, they are not satisfactory in practical use.

[0004] Korean Patent Application Publication No. 10-2017-0022865 discloses an organic electroluminescent device using phenanthroxazole and phenanthrothiazole compounds as hosts. However, the reference does not specifically disclose an organic electroluminescent device using a specific combination of multiple host materials disclosed herein, and there is still a need to develop host materials for improving OLED performance. Summary of the Invention

[0005] Technical issues

[0006] An object of the present disclosure is to provide an organic electroluminescent device having high luminous efficiency and / or improved lifespan characteristics by including a plurality of host materials including a specific combination of compounds.

[0007] Solution to the problem

[0008] By focusing on the tendency of compounds having a phenanthroxazole or phenanthrothiazole core to have an unusually low LUMO (lowest unoccupied molecular orbital) energy level compared to general hole-type hosts, the present inventors have studied hole-type hosts that can form a suitable energy gap with the compounds. As a result, the present inventors have discovered that when a combination of a compound represented by Formula 1 below and a compound represented by Formula 2 below is used in an emitting layer, hole and electron characteristics are balanced due to appropriate HOMO and LUMO energy levels, and thus, an OLED having higher luminous efficiency and / or longer life characteristics than conventional OLEDs can be provided.

[0009] Specifically, the inventors of the present invention have found that the above objectives can be achieved by a plurality of host materials, wherein the plurality of host materials comprises a first host material and a second host material, wherein the first host material comprises a compound represented by the following formula 1, and the second host material comprises a compound represented by the following formula 2:

[0010]

[0011] in

[0012] X1 and Y1 each independently represent -N=, -NR5-, -O- or -S-, provided that one of X1 and Y1 is -N= and the other is -NR5-, -O- or -S-;

[0013] L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group;

[0014] Ar1 represents a substituted or unsubstituted (C6-C60)aryl group, a substituted or unsubstituted (3- to 30-membered)heteroaryl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group;

[0015] R1 represents a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3- to 30-membered) heteroaryl group;

[0016] R2 to R5 each independently represent hydrogen, tritium, 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) aryl, or adjacent substituents may be linked to each other to form one or more rings;

[0017] a and b each independently represent 1 or 2, and c represents an integer from 1 to 3, wherein if a to c are integers of 2 or greater, each R2 to each R4 may be the same or different;

[0018] HAr-(L2-Ar2) d ---------(2)

[0019] in

[0020] HAr represents a substituted or unsubstituted nitrogen-containing (3- to 20-membered) heteroaryl group;

[0021] L2 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group;

[0022] Ar2 represents a substituted or unsubstituted (C6-C30) aryl group, or is represented by the following formula 3 or formula 4;

[0023]

[0024] Y represents O, S, N-*, or NR 21 ;

[0025] R 21 represents a substituted or unsubstituted (C6-C30)aryl group;

[0026] R 11 to R 18 Each independently represents a bonding site to L2; or represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 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-C 30) 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 may be linked to adjacent substituents to form one or more rings;

[0027] X 31 To X 42 Each independently represents N or CR a ;

[0028] R aEach independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 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 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, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to adjacent substituents to form one or more rings;

[0029] d represents an integer from 1 to 3, wherein if d is an integer of 2 or greater, each (L2-Ar2) may be the same or different; and

[0030] * indicates the bonding site.

[0031] Beneficial effects of the present invention

[0032] By including the various host materials disclosed herein, an organic electroluminescent device having higher light emission efficiency and / or improved lifespan characteristics compared to conventional organic electroluminescent devices can be provided, and the organic electroluminescent device can be used to manufacture a display device or a lighting device. DETAILED DESCRIPTION

[0033] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present disclosure and is not intended to limit the scope of the present disclosure in any way.

[0034] The term "organic electroluminescent material" in the present disclosure means a material that can be used in an organic electroluminescent device and can include at least one compound. If necessary, the organic electroluminescent material can be included in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole assist material, a luminescence assist material, an electron blocking material, a luminescent 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.

[0035] The term "multiple organic electroluminescent materials" in the present disclosure means an organic electroluminescent material comprising a combination of at least two compounds, which may be included in any layer constituting an organic electroluminescent device. It may mean both a material before being included in an organic electroluminescent device (e.g., before vapor deposition) and a material after being included in an organic electroluminescent device (e.g., after vapor deposition). For example, a plurality of organic electroluminescent materials may be a combination of at least two compounds, which may be included in at least one layer of a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescence 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. These at least two compounds may be included in the same layer or different layers by the method used in the art, and may, for example, be mixed evaporated or co-evaporated, or may be evaporated individually.

[0036] The term "multiple host materials" in the present disclosure means a host material comprising a combination of at least two compounds, which can be included in any light-emitting layer constituting an organic electroluminescent device. It can mean both a material before being included in an organic electroluminescent device (for example, before vapor deposition) and a material after being included in an organic electroluminescent device (for example, after vapor deposition). For example, the multiple host materials of the present disclosure can be a combination of at least two host materials, and optionally, conventional materials contained in organic electroluminescent materials can be additionally included. The multiple host materials of the present disclosure can be included in any light-emitting layer constituting an organic electroluminescent device, and by methods known in the art, at least two compounds contained in the multiple host materials of the present disclosure can be included together in one light-emitting layer or can each be included in a different light-emitting layer. For example, the at least two compounds can be mixed and evaporated or co-evaporated, or can be evaporated individually.

[0037] Herein, the term "(C1-C30) alkyl" means a straight or branched chain (ene) alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. The above-mentioned alkyl group may include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, and the like. The term "(C2-C30) alkenyl" means a straight or branched chain alkenyl group having 2 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 2 to 20, and more preferably 2 to 10. The above-mentioned alkenyl group may include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 2-methylbut-2-enyl group, and the like. The term "(C2-C30) alkynyl" means a straight or branched chain alkynyl group having 2 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 2 to 20, and more preferably 2 to 10. The above-mentioned alkynyl group 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" means a monocyclic hydrocarbon or polycyclic hydrocarbon having 3 to 30 ring backbone carbon atoms, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above-mentioned cycloalkyl group may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the like. The term "(3- to 7-membered) heterocycloalkyl" means a cycloalkyl group having 3 to 7, preferably 5 to 7 ring backbone atoms, and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, and preferably a cycloalkyl group consisting of the group consisting of O, S and N. The above-mentioned heterocycloalkyl group may include tetrahydrofuran, pyrrolidine, tetrahydrothiophene (thiolan), tetrahydropyran and the like. The term "(C6-C60) (sub)aryl" means a monocyclic or condensed ring group derived from an aromatic hydrocarbon having 6 to 60 ring backbone carbon atoms, wherein the number of ring backbone carbon atoms is preferably 6 to 30. The above-mentioned (sub)aryl group may be partially saturated and may contain a spiro structure. The above-mentioned aryl groups may include phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, phenylterphenyl, fluorenyl, phenylfluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, triphenylene, anthracenyl, indenyl, triphenylene, pyrenyl, tetracenyl, perylene, More specifically, the aryl groups may include phenyl, 1-naphthyl, 2-naphthyl, 1-anthryl, 2-anthryl, 9-anthryl, benzanthryl, 1-phenanthrenyl, 2-phenanthrenyl, 3-phenanthrenyl, 4-phenanthrenyl, 9-phenanthrenyl, naphthacetyl, pyrenyl, 1- Base, 2- Base, 3- Base, 4- Base, 5- Base, 6- Benzo[c]phenanthrenyl, benzo[g] 1-triphenylene, 2-triphenylene, 3-triphenylene, 4-triphenylene, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, benzofluorenyl, dibenzofluorenyl, 2-biphenyl, 3-biphenyl, 4-biphenyl, 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, mesitylene, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4′-methylbiphenyl, 4″-tert-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, and the like.

[0038] The term "(3- to 30-membered) heteroaryl" means an aryl group having 3 to 30 ring backbone atoms and including at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, and P. The above-mentioned (sub)heteroaryl group may be a monocyclic ring or a condensed ring condensed with at least one benzene ring; may be partially saturated; may be a (sub)heteroaryl group formed by connecting at least one heteroaryl group or an aryl group to a heteroaryl group via one or more single bonds; and may contain a spiro structure. The above heteroaryl groups may include monocyclic heteroaryl groups such as furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, and pyridazinyl, as well as fused ring heteroaryl groups such as benzofuranyl, benzothienyl, isobenzofuranyl, dibenzofuranyl, dibenzothienyl, benzonaphthofuranyl, benzofurylthienyl, diazabenzofuranyl, benzimidazole, benzothiophene, isobenzofuranyl, dibenzofuranyl, dibenzothiophene ... benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, isoindolyl, indolyl, benzindolyl, indazolyl, benzothiadiazolyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, cinnolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, naphthyridinyl, triazanaphthyl, benzothienopyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl, and the like. More specifically, the above-mentioned heteroaryl groups may include 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, pyrazinyl, 2-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, 6-pyrimidyl, 1,2,3-triazine-4-yl, 1,2,4-triazine-3-yl, 1,3,5-triazine-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolyl, 2-indolyl, 3-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 8-indolyl, 2-imidazopyridyl, 3-imidazopyridyl, 5-imidazopyridyl, 6-imidazopyridyl, 7-imidazopyridyl, 8-imidazopyridyl, 3-pyridinyl, 4-pyrimidyl, 5-pyrimidyl, 6-imidazopyridyl, 7-imidazopyridyl, 8-imidazopyridyl, 3-pyridinyl, 2-imidazopyridyl, 1-pyrazolyl, 1-indolyl, 2-indolyl, 3-indolyl, 5-indolyl, 6-indolyl, 7-imidazopyridyl, 8-imidazopyridyl, 3-pyridinyl, 2-imidazopyrid ... yl, 4-pyridyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl,5-quinolyl, 6-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-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazolyl-1-yl, azacarbazolyl-2-yl, azacarbazolyl-3-yl, azacarbazolyl-4-yl yl, azacarbazolyl-5-yl, azacarbazolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl-8-yl, azacarbazolyl-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl, 10-phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5 -oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-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-tert-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-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-silafluorenyl group, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl group, 2-germanefluorenyl, 3-germanefluorenyl and 4-germanefluorenyl. In addition, the term "halogen" includes F, Cl, Br and I.

[0039] Herein, the "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a certain functional group is replaced by another atom or functional group (i.e., a substituent). The substituents of the substituted alkyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted nitrogen-containing heteroaryl, substituted cycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted mono- or di-alkylamino, substituted mono- or di-arylamino, substituted arylheteroarylamino, and substituted alkylarylamino in the formula of the present disclosure are each independently at least one selected from the group consisting of: : tritium; 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- to 7-membered) heterocycloalkyl; (C6-C30) aryloxy; (C6-C30) arylthio; (3- to 7-membered) heterocycloalkyl; (C6-C30) aryloxy; (C6-C30) arylthio; unsubstituted or substituted with one or more (C6-C30) aryl groups; (C1-C30) alkyl; (C6-C30) aryl; unsubstituted or substituted by at least one of one or more (C1-C30) alkyl and one or more (3- to 30-membered) heteroaryl; 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. Preferably, each substituent is independently selected from at least one of the following groups: (C1-C10)alkyl; (C6-C20)aryl; (3- to 20-membered)heteroaryl, which is unsubstituted or substituted with one or more (C6-C20)aryl groups; and di(C6-C20)arylamino. More preferably, each substituent is independently selected from at least one of the following groups: (C1-C6)alkyl; (C6-C12)aryl; (5- to 15-membered)heteroaryl, which is unsubstituted or substituted with one or more (C6-C12)aryl groups; and di(C6-C12)arylamino.For example, the substituent may be at least one of a methyl group, a phenyl group, a naphthyl group, a carbazolyl group, a phenylquinoxalinyl group, and a diphenylamino group.

[0040] In the formula of the present disclosure, if adjacent substituents are connected to each other 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 connecting two or more adjacent substituents, wherein the formed ring may contain at least one heteroatom selected from B, N, O, S, Si, and P, preferably N, O, and S. According to one embodiment of the present disclosure, the number of ring backbone atoms is 5 to 20, and according to another embodiment of the present disclosure, the number of ring backbone atoms is 5 to 15. For example, the fused ring may be a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring.

[0041] In the formulae of the present disclosure, the heteroaryl group or the heteroarylene group may each independently contain at least one heteroatom selected from B, N, O, S, Si, and P. In addition, the heteroatom may be bonded to at least one selected from the group consisting of hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (5- to 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, or a combination thereof. 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.

[0042] Hereinafter, the compounds represented by Formulae 1 and 2 will be described in detail.

[0043] In Formula 1, X1 and Y1 each independently represent -N=, -NR5-, -O-, or -S-, provided that one of X1 and Y1 is -N=, and the other is -NR5-, -O-, or -S-. According to one embodiment of the present disclosure, one of X1 and Y1 is -N=, and the other is -O- or -S-.

[0044] In Formula 1, L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group. According to one embodiment of the present disclosure, L1 represents a single bond, or a substituted or unsubstituted (C6-C15)arylene group. According to another embodiment of the present disclosure, L1 represents a single bond or an unsubstituted (C6-C15)arylene group. Specifically, L1 can represent a single bond, a phenylene group, a naphthylene group, a biphenylene group, etc.

[0045] In Formula 1, Ar1 represents a substituted or unsubstituted (C6-C60) aryl group, a substituted or unsubstituted (3- to 30-membered) heteroaryl group, a substituted or unsubstituted mono- or di-(C1-C30) alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30) arylamino group, a substituted or unsubstituted (C6-C30) aryl (3- to 30-membered) heteroarylamino group, or a substituted or unsubstituted (C1-C30) alkyl (C6-C30) arylamino group. According to one embodiment of the present disclosure, Ar1 represents a substituted or unsubstituted (C6-C30) aryl group, a substituted or unsubstituted (10- to 30-membered) heteroaryl group, a substituted or unsubstituted di(C6-C25) arylamino group, or a substituted or unsubstituted (C6-C18) aryl (5- to 15-membered) heteroarylamino group. According to another embodiment of the present disclosure, Ar1 represents an unsubstituted or (C1-C6) alkyl-substituted (C6-C30) aryl group, an unsubstituted (10-30 yuan) heteroaryl group, an unsubstituted or (C1-C6) alkyl-substituted (C6-C30) aryl group, an unsubstituted (10-30 yuan) heteroaryl group, an unsubstituted or (C1-C6) alkyl-substituted (C6-C25) arylamino group, or an unsubstituted or (C6-C18) aryl group (5-15 yuan) heteroarylamino group. Specifically, Ar1 may represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthylphenyl group, a substituted or unsubstituted phenylnaphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted substituted or unsubstituted fluoranthenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted spiro[cyclopentane-fluorene]yl, substituted or unsubstituted spiro[indan-fluorene]yl, substituted or unsubstituted spiro[fluorene-benzofluorenyl]yl, substituted or unsubstituted nitrogen-containing 23-membered heteroaryl, substituted or unsubstituted diphenylamino, substituted or unsubstituted phenylbiphenylamino, substituted or unsubstituted phenylnaphthylamino, substituted or unsubstituted phenylterphenylamino, substituted or unsubstituted phenylfluorenylamino, substituted or unsubstituted naphthylbiphenylamino, substituted or unsubstituted naphthylterbiphenylamino, substituted or unsubstituted naphthylphenanthrenylamino, substituted or unsubstituted dinaphthylamino, substituted or unsubstituted dibiphenylamino, substituted or unsubstituted biphenylfluorenylamino, substituted or unsubstituted difluorenylamino, substituted or unsubstituted phenylcarbazolylamino, substituted or unsubstituted phenyldibenzofuranylamino, substituted or unsubstituted biphenyldibenzofuranylamino, or substituted or unsubstituted biphenyldibenzothienylamino, etc.

[0046] In Formula 1, R1 represents a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3- to 30-membered) heteroaryl group. According to one embodiment of the present disclosure, R1 represents a substituted or unsubstituted (C6-C15) aryl group, or a substituted or unsubstituted (5- to 15-membered) heteroaryl group. According to another embodiment of the present disclosure, R1 represents an unsubstituted (C6-C15) aryl group, or an unsubstituted (5- to 15-membered) heteroaryl group. Specifically, R1 may represent a phenyl group, a biphenyl group, a pyridyl group, a quinolyl group, an isoquinolyl group, or the like.

[0047] In Formula 1, R2 to R5 each independently represent hydrogen, tritium, 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 substituents may be connected to each other to form one or more rings. For example, two R2, two R3, two R4, R2 and R3, R3 and R4, R5 and R2, and / or R5 and R4 may be connected to each other to form one or more rings. According to one embodiment of the present disclosure, R2 to R5 may each independently represent hydrogen.

[0048] In Formula 1, a and b each independently represent 1 or 2, and c represents an integer of 1 to 3, wherein if a to c are integers of 2 or greater, each R2 to each R4 may be the same or different.

[0049] According to one embodiment of the present disclosure, Formula 1 may be represented by at least one of the following Formulas 1-1 and 1-2.

[0050]

[0051] in

[0052] X1, Y1, L1, Ar1, R1 to R4, and a to c are as defined in Formula 1.

[0053] In Formula 2, HAr represents a substituted or unsubstituted nitrogen-containing (3- to 20-membered) heteroaryl group. According to one embodiment of the present disclosure, HAr represents a substituted or unsubstituted nitrogen-containing (3- to 15-membered) heteroaryl group. Specifically, HAr can represent a pyridyl group, a pyrimidyl group, a triazinyl group, a quinolyl group, a quinazolinyl group, a quinoxalinyl group, a naphthyridinyl group, a pyridopyrazinyl group, a benzoquinazolinyl group, a benzoquinoxalinyl group, a benzofuranopyrimidinyl group, or the like.

[0054] In Formula 2, L2 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group. According to one embodiment of the present disclosure, L2 represents a single bond, or a substituted or unsubstituted (C6-C20)arylene group. According to another embodiment of the present disclosure, L2 represents a single bond or an unsubstituted (C6-C20)arylene group. Specifically, L2 can represent a single bond, a phenylene group, a naphthylene group, a biphenylene group, a phenylnaphthylene group, a naphthylphenylene group, etc.

[0055] In Formula 2, Ar2 represents a substituted or unsubstituted (C6-C30)aryl group, or is represented by Formula 3 or 4. According to one embodiment of the present disclosure, Ar2 represents a (C6-C30)aryl group substituted with one or more (C1-C6)alkyl groups; a (C6-C30)aryl group substituted with a (5- to 15-membered) heteroaryl group, the heteroaryl group being substituted with one or more (C6-C12)aryl groups; a (C6-C30)aryl group substituted with one or more di(C6-C12)arylamino groups; an unsubstituted (C6-C30)aryl group; or is represented by Formula 3 or 4. Specifically, Ar2 may represent a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a phenanthrenyl group, a triphenylene group, a dimethylfluorenyl group, a diphenylfluorenyl group, a dimethylbenzofluorenyl group, a diphenylbenzofluorenyl group, a phenyl group substituted with a phenylquinoxalinyl group, a phenyl group substituted with a diphenylamino group, or Formula 3 or 4, etc.

[0056] In formula 3, Y represents O, S, N - *, or NR 21 .

[0057] In formula 3, R 21 represents a substituted or unsubstituted (C6-C30) aryl group. According to one embodiment of the present disclosure, R 21 represents a substituted or unsubstituted (C6-C12) aryl group. According to another embodiment of the present disclosure, R 21 represents an unsubstituted (C6-C12) aryl group. Specifically, R 21 It can represent phenyl, etc.

[0058] In formula 3, R 11 to R 18Each independently represents a bonding site to L2; or represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 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-C 30) 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 may be connected to adjacent substituents to form one or more rings. According to one embodiment of the present disclosure, R 11 and R 18 Each independently represents a bonding site to L2, or represents hydrogen.

[0059] In formula 4, X 31 To X 42 Each independently represents N or CRa.

[0060] R a Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 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 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, or substituted or unsubstituted (C1-C30) alkyl(C6-C30) arylamino; or may be connected to adjacent substituents to form one or more rings. According to one embodiment of the present disclosure, R a Each independently represents hydrogen, or a substituted or unsubstituted (C6-C12) aryl group; or may be connected to adjacent substituents to form one or more rings. According to another embodiment of the present disclosure, each independently represents hydrogen, or an unsubstituted (C6-C12) aryl group; or may be connected to adjacent substituents to form one or more rings. Specifically, R aEach may independently represent hydrogen, phenyl, etc., or may be linked to an adjacent substituent to form a benzene ring, etc.

[0061] In Formula 2, d represents an integer of 1 to 3, wherein if d is an integer of 2 or greater, each (L2-Ar2) may be the same or different.

[0062] According to one embodiment of the present disclosure, Formula 2 may be represented by at least one of the following Formulas 2-1 and 2-2.

[0063]

[0064] in

[0065] A1 to A 14 Each independently represents CR 10 or N, provided that at least one of A1 to A6 is N and A7 to A 14 At least one of them is N;

[0066] R 10 Each independently represents hydrogen or -L2-Ar2; or two adjacent R 10 can be connected to each other to form one or more rings, and if there are multiple R 10 , then each R 10 may be the same or different; and

[0067] L2, Ar2 and d are as defined in Formula 2.

[0068] The compound represented by Formula 1 includes the following compounds, but is not limited thereto.

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078] The compound represented by Formula 2 includes the following compounds, but is not limited thereto.

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091] One or more of compounds H-1 to H-199 and one or more of compounds C-1 to C-294 can be combined and used in an organic electroluminescent device.

[0092] The compound represented by Formula 1 according to the present disclosure can be prepared by a synthesis method known to those skilled in the art. For example, it can be prepared by referring to Korean Patent Application Publication No. 2017-0022865 (March 2, 2017), etc., but is not limited thereto.

[0093] The compound represented by Formula 2 according to the present disclosure can be prepared by a synthesis method known to those skilled in the art. For example, the compound represented by Formula 2-1 or 2-2 can be prepared by referring to the following reaction scheme 1 or 2, etc., but is not limited thereto.

[0094] [Reaction Scheme 1]

[0095]

[0096] [Reaction Scheme 2]

[0097]

[0098] wherein L2, Ar2 and d are as defined in Formula 2, and A1 to A 14 is as defined in formulas 2-1 and 2-2.

[0099] An organic electroluminescent device according to the present disclosure includes a first electrode; a second electrode; and at least one organic layer between the first electrode and the second electrode.

[0100] One of the first electrode and the second electrode may be an anode, and the other may be a cathode. The organic layer includes a light-emitting layer and may further include at least one layer selected from the following: a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescence auxiliary layer, an electron transport layer, an electron buffer layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron blocking layer. In this article, the second electrode may be a transflective electrode or a reflective electrode, and may be a top-emitting, bottom-emitting, or two-sided emitting type depending on the material used. In addition, the hole injection layer may be further doped with a p-type dopant, and the electron injection layer may be further doped with an n-type dopant.

[0101] The 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, wherein 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. The 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, wherein the light-emitting layer may include a compound represented by Formula 1 and a compound represented by Formula 2.

[0102] The light-emitting layer includes a host and a dopant, and the host includes a plurality of host materials. 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. In this article, 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 further more preferably about 50:50.

[0103] 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. Among the various host materials according to the present disclosure, the first and second host materials can be contained simultaneously in a single layer or can be contained 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 of the light-emitting layer can be less than 20 wt%.

[0104] 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, a luminescent 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. In one embodiment of the present disclosure, the organic electroluminescent device of the present disclosure may further include an amine-based compound other than the various host materials of the present disclosure as at least one of the hole injection material, the hole transport material, the hole auxiliary material, the luminescent material, the luminescent auxiliary material, and the electron blocking material. In addition, in one embodiment of the present disclosure, the organic electroluminescent device of the present disclosure may further include an azine-based compound other than the various host materials of the present disclosure as at least one of the electron transport material, the electron injection material, the electron buffer material, and the hole blocking material.

[0105] The dopant contained in the organic electroluminescent device according to the present disclosure may be at least one phosphorescent or fluorescent dopant, and preferably a phosphorescent dopant. The phosphorescent dopant material used in the organic electroluminescent device of the present disclosure is not particularly limited, but can be selected from metallized complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), preferably ortho-metallized complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and more preferably ortho-metallized iridium complex compounds.

[0106] The dopant included in the organic electroluminescent device of the present disclosure may include a compound represented by the following Formula 101, but is not limited thereto.

[0107]

[0108] In Formula 101, L is selected from the following structures 1 and 2:

[0109]

[0110] R 100 to R 103 Each independently represents hydrogen, tritium, halogen, unsubstituted or substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C6-C30) aryl, cyano, substituted or unsubstituted (3- to 30-membered) heteroaryl, or substituted or unsubstituted (C1-C30) alkoxy; or may be linked to an adjacent substituent to form a ring together with pyridine, such as a substituted or unsubstituted quinoline, benzofuropyridine, benzothienopyridine, benzothienoquinoline, or indenoquinoline ring;

[0111] R 104 to R 107Each independently represents hydrogen, tritium, halogen, unsubstituted or substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, cyano, or substituted or unsubstituted (C1-C30) alkoxy; or may be linked to an adjacent substituent to form a ring together with benzene, such as a substituted or unsubstituted naphthyl, fluorene, dibenzothiophene, dibenzofuran, indenopyridine, benzofuropyridine, or benzothienopyridine ring;

[0112] R 201 to R 211 Each independently represents hydrogen, tritium, halogen, unsubstituted or substituted by one or more halogen (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; and

[0113] n represents an integer of 1 to 3.

[0114] Specific examples of the dopant compound are as follows, but are not limited thereto.

[0115]

[0116]

[0117]

[0118]

[0119] In the organic electroluminescent device of the present disclosure, a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof may be used between the anode and the light-emitting layer. Multiple hole injection layers may be used to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer. Two compounds may be used simultaneously in each layer. The hole transport layer or the electron blocking layer may also be formed into multiple layers.

[0120] In addition, 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. Multiple electron buffer layers can be used to control electron injection and enhance the interface characteristics between the light-emitting layer and the electron injection layer. Two compounds can be used simultaneously in each layer. The hole blocking layer or the electron transport layer can also be formed by multiple layers, and each layer can contain two or more compounds.

[0121] In addition, the organic electroluminescent compounds or various host materials according to the present disclosure can also be used in organic electroluminescent devices including quantum dots (QDs).

[0122] To form each layer of the organic electroluminescent 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, slit coating, spin coating, dip coating and flow coating methods can be used.

[0123] When a solvent is used in the wet film-forming method, a thin film can be formed by dissolving or diffusing the materials forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent may be any solvent in which the materials forming each layer can be dissolved or diffused and in which there is no problem in film-forming ability.

[0124] In addition, the first and second host compounds of the present disclosure can be formed into films in the methods listed above, typically by co-evaporation or mixed evaporation. Co-evaporation is a mixed deposition method in which two or more materials are placed in corresponding single crucible sources and current is applied to two chambers simultaneously to evaporate the materials. Mixed evaporation is a mixed deposition method in which two or more materials are mixed in a crucible source before evaporation and current is applied to the chambers to evaporate the materials. In addition, if the first and second host compounds are present in the same layer or different layers in the organic electroluminescent device, the two host compounds can form a film individually. For example, the second host compound can be deposited after the first host compound is deposited.

[0125] The present disclosure can provide a display device by using a plurality of host materials comprising 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, a display system, such as a display system for a smartphone, tablet computer, notebook computer, PC, TV, or automobile, or a lighting system, such as an outdoor or indoor lighting system, can be produced by using a plurality of host materials of the present disclosure.

[0126] Hereinafter, the characteristics of organic electroluminescent devices including various host materials of the present disclosure will be explained in detail with reference to representative compounds of the present disclosure. However, the present disclosure is not limited to the following examples.

[0127] Device Examples 1-16: Production of OLEDs Comprising Various Host Materials According to the Disclosure

[0128] An organic electroluminescent device (OLED) according to the present invention comprising a plurality of host materials according to the present invention was produced. A transparent electrode indium tin oxide (ITO) film (10Ω / sq) on a glass substrate for OLED (Geomatec, Japan) was ultrasonically cleaned sequentially with trichloroethylene, acetone, ethanol, and distilled water, and then stored in isopropyl alcohol. Next, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition device. Compound HI-1 was introduced into the chamber of the vacuum vapor deposition device, and the pressure in the chamber of the device was then controlled to 10 -6 Holder. Thereafter, an electric current is applied to the chamber to evaporate the above-introduced material, thereby forming a first hole injection layer with a thickness of 80nm on the ITO substrate. Compound HI-2 is then introduced into another chamber of the vacuum vapor deposition device, and the compound is evaporated by applying an electric current to the chamber, thereby forming a second hole injection layer with a thickness of 5nm on the first hole injection layer. Compound HT-1 is introduced into another chamber of the vacuum vapor deposition device, and the compound is evaporated by applying an electric current to the chamber, thereby forming a first hole transport layer with a thickness of 10nm on the second hole injection layer. Compound HT-2 is introduced into another chamber of the vacuum vapor deposition device, and the compound is evaporated by applying an electric current to the chamber, thereby forming a second hole transport layer with a thickness of 60nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, the light-emitting layer is then deposited as follows. The first and second host compounds shown in Table 1 below are introduced into two chambers of a vacuum vapor deposition device as the main body, and compound D-39 is introduced into another chamber. The two host materials were evaporated at a rate of 1:1, and the dopant materials were evaporated simultaneously at different rates, and these were deposited at a doping amount of 3 wt% based on the total amount of the host and the dopant to form a 40 nm thick light-emitting layer on the second hole transport layer. Compound ET-1 and compound EI-1 were then introduced into two other chambers, evaporated at a rate of 1:1, and deposited to form an electron transport layer with a thickness of 35 nm on the light-emitting layer. Next, after compound EI-1 was deposited 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 vapor deposition device. Thus, an OLED was produced.

[0129] Comparative Examples 1 to 8: Production of OLEDs not according to the present disclosure

[0130] OLEDs were produced in the same manner as in Device Examples 1 to 16, except that only one host compound as listed in Table 1 below was used instead of two hosts.

[0131] Table 1 below provides the luminous efficiency of OLED devices produced in Device Examples and Comparative Examples at a luminance of 5,000 nits, and the time taken for the luminance to decrease from 100% to 97% under a constant current at a luminance of 5,000 nits (lifetime; T97).

[0132] [Table 1]

[0133]

[0134] As confirmed from Table 1, the organic electroluminescent device including a plurality of host materials including a specific combination of the compounds according to the present disclosure has significantly improved luminous efficiency and / or lifetime characteristics compared to conventional organic electroluminescent devices.

[0135] The compounds used in the device examples and comparative examples are shown in Table 2 below.

[0136] [Table 2]

[0137]

[0138]

Claims

1. A plurality of host materials, the plurality of host materials comprising a first host material and a second host material, the first host material comprising a compound represented by the following formula 1, the second host material comprising a compound represented by at least one of the following formulas 2-1 and 2-2: in X1 and Y1 each independently represent -N=, -NR5-, -O- or -S-, provided that one of X1 and Y1 is -N= and the other is -NR5-, -O- or -S-; L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group; Ar1 represents a substituted or unsubstituted (C6-C60)aryl group, a substituted or unsubstituted (3- to 30-membered)heteroaryl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, a substituted or unsubstituted (C6-C30)aryl(3- to 30-membered)heteroarylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; R1 represents a substituted or unsubstituted (C6-C30) aryl group, or a substituted or unsubstituted (3- to 30-membered) heteroaryl group; R2 to R5 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, 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, or adjacent substituents may be linked to each other to form one or more rings; a and b each independently represent 1 or 2, and c represents an integer from 1 to 3, wherein if a to c are integers of 2 or greater, each R2 to each R4 may be the same or different; in A1 to A 14 Each independently represents CR 10 or N, provided that at least two of A1 to A6 are N, and A7 to A 14 At least one of them is N; R 10 Each independently represents hydrogen or -L2-Ar2; or two adjacent R 10 can be connected to each other to form one or more rings, and if there are multiple R 10 , then each R 10 Can be the same or different; L2 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group; Ar2 represents a substituted or unsubstituted (C6-C30) aryl group, or is represented by the following formula 3 or formula 4; Y represents O, S, N-*, or NR 21 ; R 21 represents a substituted or unsubstituted (C6-C30)aryl group; R 11 to R 18 Each is independently a bonding site to L2; or represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 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-C 30) 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 may be linked to adjacent substituents to form one or more rings; X 31 To X 42 Each independently represents N or CR a ; 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- to 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 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, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to adjacent substituents to form one or more rings; d represents an integer from 1 to 3, wherein if d is an integer of 2 or greater, each (L2-Ar2) may be the same or different; and * indicates the bonding site.

2. The plurality of host materials according to claim 1, wherein: L1, L2, Ar1, Ar2, R1 to R5, R 11 to R 18 、R 21 , and R a The substituents of the substituted alkyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted mono- or di-alkylamino, the substituted mono- or di-arylamino, the substituted arylheteroarylamino, and the substituted alkylarylamino are each independently selected from at least one of the following groups: 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- to 7-membered) heterocycloalkyl; (C6-C30) aryloxy; (C6-C30) arylthio; unsubstituted or substituted with one or more (C6-C30) aryl a (3- to 30-membered) heteroaryl group substituted with a (3- to 30-membered) heteroaryl group; a (C6-C30) aryl group which is unsubstituted or substituted with at least one of one or more (C1-C30) alkyl groups and one or more (3- to 30-membered) heteroaryl groups; a tri(C1-C30) alkylsilyl group; a tri(C6-C30) arylsilyl group; a di(C1-C30) alkyl(C6-C30) arylsilyl group; a (C1-C30) alkyldi(C6-C30) arylsilyl group; an amino group; a mono- or di-(C1-C30) alkylamino group; 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.

3. The plurality of host materials according to claim 1, wherein: Formula 1 is represented by at least one of the following formulas 1-1 and 1-2: in X1, Y1, L1, Ar1, R1 to R4, and a to c are as defined in claim 1.

4. The plurality of host materials according to claim 1, wherein: In Formula 1, Ar1 represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthylphenyl group, a substituted or unsubstituted phenylnaphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted substituted or unsubstituted fluoranthenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted spiro[cyclopentane-fluorene]yl, substituted or unsubstituted spiro[indan-fluorene]yl, substituted or unsubstituted spiro[fluorene-benzofluorenyl]yl, substituted or unsubstituted nitrogen-containing 23-membered heteroaryl, substituted or unsubstituted diphenylamino, substituted or unsubstituted phenylbiphenylamino, substituted or unsubstituted phenylnaphthylamino, substituted or unsubstituted phenylterphenylamino, substituted The amino group may be a substituted or unsubstituted phenylfluorenylamino group, a substituted or unsubstituted naphthylbiphenylamino group, a substituted or unsubstituted naphthylterbiphenylamino group, a substituted or unsubstituted naphthylphenanthrenylamino group, a substituted or unsubstituted dinaphthylamino group, a substituted or unsubstituted dibiphenylamino group, a substituted or unsubstituted biphenylfluorenylamino group, a substituted or unsubstituted difluorenylamino group, a substituted or unsubstituted phenylcarbazolylamino group, a substituted or unsubstituted phenyldibenzofuranylamino group, a substituted or unsubstituted biphenyldibenzofuranylamino group, or a substituted or unsubstituted biphenyldibenzothienylamino group.

5. The plurality of host materials according to claim 1, wherein: The compound represented by Formula 1 is at least one selected from the following compounds:

6. The plurality of host materials according to claim 1, wherein: The compound represented by formula 2-1 and 2-2 is at least one selected from the following compounds: 7 . 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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