Organic electroluminescent compound, a plurality of host materials, and organic electroluminescent device including the same

Abstract

To provide an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device including having the host materials.SOLUTION: This disclosure relates to: a plurality of host materials including at least one first host compound represented by Formula 1 and at least one second host compound represented by Formula 2, the first host compound and the second host compound being different from each other; an organic electroluminescent compound represented by Formula 11; and an organic electroluminescent device including the organic electroluminescent compound. By including, as host materials, the organic electroluminescent compound according to this disclosure or a specific combination of compounds according to this disclosure, it becomes possible to manufacture an organic electroluminescent device having improved driving voltage, efficiency, and / or lifetime characteristics.SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] In 1987, Tang et al. at Eastman Kodak developed a small-molecule green organic electroluminescent device (OLED) using a bilayer of TPD / Alq3, consisting of an emissive layer and a charge-transport layer. Since then, research on OLEDs has been rapidly conducted, and OLEDs have been commercialized. Currently, phosphorescent materials, which provide excellent luminous efficiency in panel fabrication, are mainly used in OLEDs. For various applications such as TVs and lighting, the lifetime of OLEDs is often insufficient, and higher OLED efficiency is still required. In general, the lifetime of OLEDs decreases as the brightness increases. Therefore, OLEDs with high luminous efficiency and / or long lifetime are essential for long-term use and high-resolution displays.

[0003] Although various materials or concepts have been proposed for the organic layers of organic electroluminescent devices to improve luminous efficiency, driving voltage and / or lifetime, they have not proven to be satisfactory in practical use.In addition, there is a continuous need to develop organic electroluminescent materials with improved performance, such as improved driving voltage, luminous efficiency, power efficiency and / or lifetime characteristics, compared with the specific compound combinations disclosed so far.

[0004] Meanwhile, Patent Document 1 (published October 18, 2006) discloses asymmetric monoanthracene derivatives, Patent Document 2 (published December 18, 2015) discloses organic electroluminescent devices containing a combination of anthracene derivatives, and Patent Document 3 (published March 31, 2020) discloses compounds containing an anthracene structure as a host material. However, the above-mentioned references do not specifically disclose host materials containing specific compounds or specific combinations of compounds according to the present disclosure. In addition, there is a continuing need to develop luminescent materials with improved performance, such as improved driving voltage, luminous efficiency, power efficiency, and / or lifetime characteristics, compared to previously disclosed compounds. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Korean Patent Application Publication No. 2006-0108642 [Patent Document 2] Korean Patent Application Publication No. 2015-0141271 [Patent Document 3] Korean Patent Application Publication No. 2020-0034649 [Patent Document 4] Korean Patent Application Publication No. 2023-0112551 [Patent Document 5] Korean Patent No. 10-2283849 [Patent Document 6] Korean Patent No. 10-1427457 Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present disclosure is to provide organic electroluminescent compounds having novel structures suitable for application in organic electroluminescent devices. Another object of the present disclosure is to provide a plurality of host materials capable of producing organic electroluminescent devices having low driving voltages, high efficiency, and / or improved lifetime characteristics. Another object of the present disclosure is to provide organic electroluminescent devices having low driving voltages, high efficiency, and / or improved lifetime characteristics by including a compound according to the present disclosure as a single host material or a specific combination of compounds according to the present disclosure as multiple host materials. [Means for solving the problem]

[0007] As a result of intensive research to solve the above technical problems, the present inventors have found that the above object can be achieved by a plurality of host materials, comprising at least one first host compound represented by the following formula 1 and at least one second host compound represented by the following formula 2, wherein the first host compound and the second host compound are different from each other, or an organic electroluminescent compound represented by the following formula 11, and an organic electroluminescent device comprising the same.

[0008] [ka] In Equation 1, L1 represents a single bond, unsubstituted or deuterium-substituted phenylene, unsubstituted or deuterium-substituted naphthylene, or unsubstituted or deuterium-substituted phenanthrenylene; Ar1 is independently substituted or unsubstituted (C6 to C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; R and R1 to R8 each independently represent hydrogen or deuterium; and a represents an integer of 1 or 2, b represents an integer of 4, and c represents an integer of 5; and each Ar1 may be the same as or different from each other; However, Equation 1 is [ka] is not expressed as

[0009] [ka] In Equation 2, Ar A is substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (13 to 30 membered) heteroaryl or the following formula A-1: [ka] wherein T1 is O, S or CR a R b Ring A and ring B each independently represent a substituted or unsubstituted (C6 to C 30 ) arene or substituted or unsubstituted (3- to 30-membered) heteroarene) represents; Ar 11 is substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (13-30 membered) heteroaryl; R 11 ~R 18 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) represents; R 19 and R 20 are each independently, L 12 or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) represents; R a and Rb are each independently substituted or unsubstituted (C1 to C 30 ) alkyl or substituted or unsubstituted (C6-C 30 ) aryl, which may be linked together to form a ring; L 11 ~L 13 are each independently a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene or substituted or unsubstituted (3 to 30 membered) heteroarylene; and Ar 13 and Ar 14 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl or (C3-C 30 ) aliphatic ring and (C6~C 30 ) represents a substituted or unsubstituted fused ring group with an aromatic ring.

[0010] [ka] In Equation 11, D n indicates that n hydrogen atoms have been substituted with deuterium atoms, and n is an integer of 1 to 28. [Effects of the Invention]

[0011] The organic electroluminescent compound according to the present disclosure exhibits suitable performance for use in organic electroluminescent devices.In addition, by including the compound according to the present disclosure as a single host material or a specific combination of compounds according to the present disclosure as multiple host materials, organic electroluminescent devices and display devices or lighting devices using the same can be manufactured with lower driving voltage, higher efficiency and / or improved lifespan characteristics compared to conventional organic electroluminescent devices. DETAILED DESCRIPTION OF THE INVENTION

[0012] The present disclosure will be described in detail below. However, the following description is intended to illustrate the present disclosure and is not intended to limit the scope of the present disclosure in any way.

[0013] The present disclosure relates to a plurality of host materials, including at least one first host compound represented by Formula 1 and at least one second host compound represented by Formula 2, where the first host compound and the second host compound are different from each other, and an organic electroluminescent device comprising the host material. In addition, the present disclosure also relates to an organic electroluminescent compound represented by Formula 11 and an organic electroluminescent device comprising the same. Furthermore, the present disclosure relates to an organic electroluminescent device comprising the compound represented by Formula 1 as a host material.

[0014] The "organic electroluminescent compound" in the present disclosure is a compound that can be used in an organic electroluminescent device and can be included in any material layer that constitutes the organic electroluminescent device as needed.

[0015] In the present disclosure, the "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and can contain at least one compound. If necessary, the organic electroluminescent material can be contained in any layer that constitutes an organic electroluminescent device. 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.

[0016] In the present disclosure, the term "multiple organic electroluminescent materials" refers to an organic electroluminescent material that is a combination of at least two compounds that can be contained in any layer constituting an organic electroluminescent device. This can be both a material before (e.g., before vapor deposition) that is contained in the organic electroluminescent device and a material after (e.g., after vapor deposition) that is contained in the organic electroluminescent device. For example, the multiple organic electroluminescent materials can be a combination of at least two compounds that can be contained in at least one layer 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. At least two of these compounds can be contained in the same layer or different layers, and can be mixed vapor-deposited or simultaneously vapor-deposited, or can be vapor-deposited separately.

[0017] The "multiple host materials" in the present disclosure refer to an organic electroluminescent material in which two or more host materials are combined. This can be 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). The multiple host materials of the present disclosure can be included in any of the light-emitting layers constituting an organic electroluminescent device. At least two compounds included in the multiple host materials can be included together in one light-emitting layer, or can be included in different light-emitting layers. When two or more host materials are included in one layer, for example, they can be mixed and evaporated to form a layer, or can be individually and simultaneously co-evaporated to form a layer.

[0018] In this specification, "(C1 to C 30 The term "(C3-C )alkyl" refers to a straight-chain or branched alkyl having 1 to 30 carbon atoms constituting the chain, and the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10. Examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. In the present specification, the term "(C3-C 30 The term "cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring skeletal carbon atoms, and the number of ring skeletal carbon atoms is preferably 3 to 20, more preferably 3 to 7. Examples of the cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, and cyclohexylmethyl.

[0019] In this specification, "(C6-C 30 )Aryl", "(C6-C 30 ) arylene" or "(C6-C 30The term "arene" refers to a monocyclic or fused ring group derived from an aromatic hydrocarbon having 6 to 30 ring skeletal carbon atoms, which may be partially saturated, and the number of ring skeletal carbon atoms is preferably 6 to 20, more preferably 6 to 15. The aryl may include a spiro structure. The aryl may include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, benzophenanthrenyl, phenylphenanthrenyl, anthracenyl, benzanthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, benzochrysenyl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluorene-fluoren]yl, spiro[fluorene-benzofluoren]yl, azulenyl, tetramethyl-dihydrophenanthrenyl, and the like. Specific examples of the aryl include o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, and m-terphenyl-2-yl. p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-quaterphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 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, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, 1-chrysenyl, 2-chrysenyl, 3-chrysenyl, 4-chrysenyl, 5-chrysenyl, 6-chrysenyl, benzo[c]phenanthryl, benzo[g]chrysenyl, 1-triphenylenyl, 2-triphenylenyl, 3-triphenylenyl, 4-triphenylenyl, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoran thenyl, benzofluoranthenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl benzo[b]fluorenyl, 11,11-dimethyl-10-benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl-2-benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl-8-benzo[c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a]fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl 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 benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl, 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c] Fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl and the like.

[0020] As used herein, the terms "(3- to 30-membered) heteroaryl," "(3- to 30-membered) heteroarylene," and "(3- to 30-membered) heteroarene" refer to an aryl or arylene group having 3 to 30 skeletal ring atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P. The number of skeletal ring atoms is preferably 3 to 30, more preferably 5 to 20. The number of heteroatoms is preferably 1 to 4. The heteroaryl or heteroarylene may be a monocyclic ring or a fused ring fused with at least one benzene ring, and may be partially saturated. In addition, the heteroaryl or heteroarylene may be formed by linking at least one heteroaryl or aryl group to a heteroaryl group via a single bond, and may include a spiro structure. Examples of the heteroaryl 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 monocyclic heteroaryls such as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, benzofuroquinolinyl, benzofuroquinazolinyl, benzofuronaphthyridinyl, benzofuropyrimidinyl, naphthofuropyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, and benzothienonaphthyridinyl. nyl, benzothienopyrimidinyl, naphthothienopyrimidinyl, pyrimidoindolyl, benzopyrimidindolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothienopyrazinyl, naphthothienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthridinyl,Examples of fused-ring heteroaryls include benzodioxolyl, indolizidinyl, acridinyl, silafluorenyl, germafluorenyl, benzotriazolyl, phenazinyl, imidazopyridyl, chromenoquinazolinyl, thiochromenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, the heteroaryl includes 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 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, and 6-indolizinyl. Indolyl, 7-indolizinyl, 8-indolizinyl, 2-imidazopyridyl, 3-imidazopyridyl, 5-imidazopyridyl, 6-imidazopyridyl, 7-imidazopyridyl, 8-imidazopyridyl, 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 Doryl, 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-isobenzofuranyl 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, 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, 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-indol ...3-indolyl, 2-tert t-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, [1,2-b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl nyl, 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]-benzothiophenyl, 10-naphtho-[1,2-b]-benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl, 4-naphtho-[2,3-b]-benzothiophenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 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, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl,8-Benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d]pyrazinyl, 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl Examples of suitable fluorenyl include 9-benzofuro[3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, and 4-germafluorenyl.

[0021] In this specification, "(C3 to C 30 ) aliphatic ring and (C6~C 30 The term "(C3-C4) fused ring group with an aromatic ring" refers to a functional group in which at least one aliphatic ring having 3 to 30 ring skeletal carbon atoms, preferably 3 to 25 ring skeletal carbon atoms, and more preferably 3 to 18 ring skeletal carbon atoms, is fused with at least one aromatic ring having 6 to 30 ring skeletal carbon atoms, preferably 6 to 25 ring skeletal carbon atoms, and more preferably 6 to 18 ring skeletal carbon atoms. Specific examples of the fused ring group include a fused ring of one or more benzenes and one or more cyclohexanes, or a fused ring of one or more naphthalenes and one or more cyclopentanes. In the present specification, the term "(C3-C4) fused ring group" refers to a functional group in which at least one aliphatic ring having 3 to 30 ring skeletal carbon atoms, preferably 3 to 25 ring skeletal carbon atoms, and more preferably 3 to 18 ring skeletal carbon atoms, is fused with at least one aromatic ring having 6 to 30 ring skeletal carbon atoms, preferably 6 to 25 ring skeletal carbon atoms, and more preferably 6 to 18 ring skeletal carbon atoms. Specific examples of the fused ring group include a fused ring of one or more benzenes and one or more cyclohexanes, or a fused ring of one or more naphthalenes and one or more cyclopentanes. 30 ) aliphatic ring and (C6~C 30 ) The carbon atoms of the fused ring group with the aromatic ring may be substituted with one or more heteroatoms selected from B, N, O, S, Si and P, preferably one or more heteroatoms selected from N, O and S. As used herein, "halogen" includes F, Cl, Br and I.

[0022] Additionally, "ortho-" ("o-"), "meta-" ("m-"), and "para-" ("p-") are prefixes that indicate the relative positions of substituents. The prefix "ortho-" indicates that two substituents are adjacent to each other; for example, when two substituents of a benzene derivative occupy the 1st and 2nd positions, this is referred to as the "ortho-" configuration. The prefix "meta-" indicates that two substituents are at the 1st and 3rd positions; for example, when two substituents of a benzene derivative occupy the 1st and 3rd positions, this is referred to as the "meta-" configuration. The prefix "para-" indicates that two substituents are at the 1st and 4th positions; for example, when two substituents of a benzene derivative occupy the 1st and 4th positions, this is referred to as the "para-" configuration.

[0023] As used herein, the phrase "a ring formed by the joining of adjacent substituents" means that at least two adjacent substituents are joined or fused together to form a substituted or unsubstituted monocyclic or polycyclic (3- to 30-membered) alicyclic ring or aromatic ring, or a combination thereof. Preferably, the ring may be a substituted or unsubstituted monocyclic or polycyclic (5- to 25-membered) alicyclic ring or aromatic ring, or a combination thereof. In addition, the 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 may be 5 to 20 members, and according to another embodiment of the present disclosure, the number of ring skeletal atoms may be 5 to 15 members. For example, the 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 benzofluorene 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, etc.

[0024] As used herein, 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. Substituents also include those to which two or more substituents are bonded. For example, a substituent formed by bonding two or more substituents can be a pyridine-triazine. That is, pyridine-triazine can be interpreted as a heteroaryl or a substituent to which two heteroaryls are bonded. In the formulae of the present disclosure, the substituents of substituted alkyl, substituted alkenyl, substituted aryl, substituted arylene, substituted heteroaryl, substituted heteroarylene, substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted fused ring group of an aliphatic ring and an aromatic ring, substituted arene, and substituted heteroarene each independently represent deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C1-C 30 ) Alkyl, halo (C1-C 30 ) Alkyl, (C2-C 30 ) alkenyl, (C2-C 30 ) alkynyl, (C1-C 30 ) alkoxy, (C1-C 30 ) Alkylthio, (C3-C 30 ) cycloalkyl, (C3-C 30 ) cycloalkenyl, (3-7 membered) heterocycloalkyl, (C6-C 30 ) Aryloxy, (C6-C 30 ) arylthio, (3-30 membered) heteroaryl, (C6-C 30 ) aryl, tri(C1-C 30 ) Alkylsilyl, Tri(C6-C 30 ) arylsilyl, di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, amino, mono- or di(C1-C 30 ) alkylamino, mono- or di(C2-C 30) alkenylamino, mono- or di(C6-C 30 )arylamino, mono- or di(3- to 30-membered)heteroarylamino, (C1-C 30 ) Alkyl (C2-C 30 ) alkenylamino, (C1-C 30 ) Alkyl (C6-C 30 ) arylamino, (C1-C 30 ) alkyl(3-30 membered)heteroarylamino, (C2-C 30 ) Alkenyl (C6-C 30 ) arylamino, (C2-C 30 ) alkenyl(3-30 membered)heteroarylamino, (C6-C 30 ) aryl(3 to 30 membered)heteroarylamino, (C1 to C 30 ) alkylcarbonyl, (C1-C 30 ) alkoxycarbonyl, (C6-C 30 ) arylcarbonyl, di(C6-C 30 ) arylboronyl, (C6-C 30 ) arylphosphinyl, di(C1-C 30 ) alkylboronyl, (C1-C 30 ) Alkyl (C6-C 30 ) arylboronyl, (C6-C 30 ) Aryl (C1-C 30 ) alkyl, (C1-C 30 ) Alkyl (C6-C 30 ) aryl and combinations thereof, which may be further substituted with deuterium. According to one embodiment of the present disclosure, the substituents are each independently selected from the group consisting of deuterium, unsubstituted, or deuterium-substituted (C1-C 20 ) alkyl and unsubstituted or deuterium-substituted (C6-C 25 According to another embodiment of the present disclosure, the substituents may each independently be at least one selected from the group consisting of deuterium, unsubstituted, or deuterium-substituted (C1-C 10 ) alkyl and unsubstituted or deuterium-substituted (C6-C 18For example, the substituents may each independently be at least one selected from the group consisting of deuterium, methyl which may be substituted with deuterium, phenyl, naphthyl, biphenyl, and phenanthrenyl.

[0025] In this specification, if a substituent is not shown in a formula or compound structure, it can mean that all positions where a substituent can be present are hydrogen or deuterium. That is, in the case of deuterium, it is an isotope of hydrogen, and some hydrogen atoms can be the isotope deuterium, and the deuterium content can be 0% to 100%. In this disclosure, if a substituent is not shown in a formula or compound structure, hydrogen and deuterium can be used together in the compound unless a substituent is explicitly excluded, such as 0% deuterium, 100% hydrogen, and all substituents are hydrogen. Deuterium is an isotope of hydrogen and is an element with a deuteron consisting of one proton and one neutron as its nucleus. It can be represented as hydrogen-2, and its element symbol is D or 2 It can also be written as H. Isotopes can be understood as atoms with the same atomic number (Z) but different mass numbers (A), and can also be understood as elements with the same number of protons but different numbers of neutrons.

[0026] As used herein, "combinations thereof" refers to combinations of one or more elements from the corresponding list to form known or chemically stable configurations that one skilled in the art can envision from the corresponding list. For example, alkyl and deuterium can combine to form partially or fully deuterated alkyl groups; halogen and alkyl can combine to form halogenated alkyl substituents; halogen, alkyl, and aryl can combine to form halogenated arylalkyl. For example, preferred combinations of substituents include up to 50 atoms that are not hydrogen or deuterium, up to 40 atoms that are not hydrogen or deuterium, or up to 30 atoms that are not hydrogen or deuterium, although in many cases preferred combinations of substituents may include up to 20 atoms that are not hydrogen or deuterium.

[0027] In the formulae of the present disclosure, when there are multiple substituents represented by the same symbol, each substituent represented by the same symbol can be the same or different from one another.

[0028] According to one embodiment of the present disclosure, at least one of Formula 1 and Formula 2 may include deuterium.

[0029] In Formula 1, L represents a single bond, unsubstituted or deuterium-substituted phenylene, unsubstituted or deuterium-substituted naphthylene, unsubstituted or deuterium-substituted biphenylene, or unsubstituted or deuterium-substituted phenanthrenylene.

[0030] In Formula 1, each Ar1 is independently substituted or unsubstituted (C6 to C 30 )aryl or substituted or unsubstituted (3-30 membered) heteroaryl. According to one embodiment of the present disclosure, each Ar1 independently represents a substituted or unsubstituted (C6-C 25 According to another embodiment of the present disclosure, each Ar1 independently represents an unsubstituted or deuterium-substituted (C6-C 18 ) aryl. For example, each Ar can independently be unsubstituted or deuterium-substituted phenyl, unsubstituted or deuterium-substituted biphenyl, unsubstituted or deuterium-substituted terphenyl, unsubstituted or deuterium-substituted naphthyl, unsubstituted or deuterium-substituted phenanthrenyl, or a combination thereof.

[0031] In formula 1, R and R1 to R8 each independently represent hydrogen or deuterium.

[0032] In Formula 1, a represents an integer of 1 or 2, b represents an integer of 4, and c represents an integer of 5; and each Ar1 can be the same as or different from each other.

[0033] In Equation 2, Ar 11 is substituted or unsubstituted (C6-C30 ) aryl or substituted or unsubstituted (13-30 membered) heteroaryl. According to one embodiment of the present disclosure, Ar 11 is substituted or unsubstituted (C6-C 25 ) aryl or substituted or unsubstituted (13-25 membered) heteroaryl. According to another embodiment of the present disclosure, Ar 11 is substituted or unsubstituted (C6-C 25 ) aryl or substituted or unsubstituted (13-17 membered) heteroaryl. The substituents are deuterium, (C1-C 10 ) Alkyl, (C6-C 30 ) alkyl, and combinations thereof. For example, Ar 11 may be phenyl, phenanthrenyl-substituted phenyl, naphthyl, naphthylphenyl, phenylnaphthyl, biphenyl, phenanthrenyl, terphenyl, triphenylenyl, dimethylfluorenyl, diphenylfluorenyl, dimethylbenzofluorenyl, spirobifluorenyl, unsubstituted or phenyl-substituted carbazolyl, benzocarbazolyl, unsubstituted or phenyl-substituted dibenzofuranyl, unsubstituted or phenyl-substituted dibenzothiophenyl, benzonaphthofuranyl, or benzonaphthothiophenyl, etc., which may be further substituted with deuterium.

[0034] In Equation 2, R 11 ~R 18 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) For example, R 11 ~R 18 may each independently represent hydrogen or deuterium.

[0035] In Equation 2, Ar A is substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (13-30 membered) heteroaryl, or the above formula A-1. According to one embodiment of the present disclosure, Ar A is substituted or unsubstituted (C6-C 25 ) aryl, substituted or unsubstituted (13-25 membered) heteroaryl, or the above formula A-1. According to another embodiment of the present disclosure, Ar A is unsubstituted or deuterium-substituted (C6-C 20 ) aryl or (C6-C 30 ) aryl, or the above formula A-1. For example, Ar A can be of formula A-1 or phenyl, phenyl substituted with phenanthrenyl, naphthyl, phenylnaphthyl, naphthylphenyl, biphenyl, phenanthrenyl, or terphenyl, etc., which can be further substituted with deuterium.

[0036] In formula A-1, T1 is O, S or CR a R b Represents.

[0037] In formula A-1, ring A and ring B are each independently substituted or unsubstituted (C6 to C 30According to one embodiment of the present disclosure, ring A and ring B each independently represent a substituted or unsubstituted (C6-C 25 According to another embodiment of the present disclosure, ring A and ring B each independently represent an unsubstituted or deuterium-substituted (C6-C 18 For example, ring A and ring B may each independently be a substituted or unsubstituted benzene or naphthalene ring, the substituent of which may be at least one selected from the group consisting of deuterium, phenyl, naphthyl, biphenyl, and combinations thereof.

[0038] In Formula A-1, R 19 and R 20 are each independently, L 12 or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14According to one embodiment of the present disclosure, R 19 and R 20 are each independently, L 12 or hydrogen, deuterium, or substituted or unsubstituted (C6-C 25 ) aryl. According to another embodiment of the present disclosure, R 19 and R 20 are each independently, L 12 or hydrogen, deuterium, or unsubstituted or deuterium-substituted (C6-C 18 ) represents aryl. For example, R 19 and R 20 are each independently, L 12 or represents hydrogen, deuterium, phenyl, naphthyl, biphenyl, or the like, which may be further substituted with deuterium.

[0039] R a and R b are each independently substituted or unsubstituted (C1 to C 30 ) alkyl or substituted or unsubstituted (C6-C 30 ) aryl, or may be joined together to form a ring. According to one embodiment of the present disclosure, R a and R b are each independently substituted or unsubstituted (C1 to C 20 ) alkyl. According to another embodiment of the present disclosure, R a and R b are each independently substituted or unsubstituted (C1 to C 10 ) represents alkyl. For example, R a and R b may each independently be unsubstituted or deuterium-substituted methyl.

[0040] L 11 ~L 13 are each independently a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene or substituted or unsubstituted (3- to 30-membered) heteroarylene. According to one embodiment of the present disclosure, L 11~L 13 are each independently a single bond, a substituted or unsubstituted (C6 to C 25 ) arylene or substituted or unsubstituted (5- to 25-membered) heteroarylene. According to another embodiment of the present disclosure, L 11 ~L 13 are each independently a single bond; an unsubstituted or deuterium-substituted (C6-C 18 ) arylene, (C1-C 30 ) alkyl and / or (C6-C 30 ) aryl; or unsubstituted or deuterium-substituted (5- to 20-membered) heteroarylene. For example, L 11 ~L 13 each independently represents a single bond, unsubstituted or methyl- or phenyl-substituted phenylene, unsubstituted or phenyl-substituted naphthylene, biphenylene, phenanthrenylene, carbazolylene, dibenzofuranylene, dibenzothiophenylene, or the like, which may be further substituted with deuterium.

[0041] Ar 13 and Ar 14 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30) arylsilyl or (C3-C 30 ) aliphatic ring and (C6~C 30 ) represents a substituted or unsubstituted fused ring group with an aromatic ring.

[0042] According to one embodiment of the present disclosure, Ar 11 and Ar A may each independently be selected from unsubstituted or deuterium-substituted phenyl, unsubstituted or deuterium-substituted biphenyl, unsubstituted or deuterium-substituted terphenyl, unsubstituted or deuterium-substituted naphthyl, unsubstituted or deuterium-substituted phenanthrenyl, or a combination thereof. 11 may be selected from unsubstituted or deuterium-substituted phenyl, unsubstituted or deuterium-substituted biphenyl, unsubstituted or deuterium-substituted terphenyl, unsubstituted or deuterium-substituted naphthyl, unsubstituted or deuterium-substituted phenanthrenyl, or a combination thereof; Ar A may represent unsubstituted or deuterium-substituted dibenzofuranyl or unsubstituted or deuterium-substituted dibenzothiophenyl.

[0043] According to one embodiment of the present disclosure, Ar A is expressed by the following formula B-1. [ka] In formula B-1, R 21 ~R 26 are each independently, L 12 or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) or can be connected to adjacent substituents to form a ring. According to one embodiment of the present disclosure, R 21 ~R 26 are each independently, L 12 or hydrogen, deuterium, or substituted or unsubstituted (C6-C 25 ) aryl, or may be joined to adjacent substituents to form a substituted or unsubstituted monocyclic or polycyclic (3-30 membered) alicyclic or aromatic ring, or a combination thereof. According to another embodiment of the present disclosure, R 21 ~R 26 are each independently, L 12 or hydrogen, deuterium, or substituted or unsubstituted (C6-C 18 ) aryl, or may be joined to adjacent substituents to form a substituted or unsubstituted monocyclic or polycyclic (3-20 membered) aromatic ring. For example, R 21 ~R 26 are each independently, L 12 or hydrogen, deuterium, or unsubstituted or deuterium-substituted (C6-C 18 ) aryl, or may be joined to adjacent substituents to form an unsubstituted or deuterium-substituted benzene ring.

[0044] In formula B-1, T1, R 19 , R 20 , L 13 , Ar 13 and Ar 14 is as defined in Equation 2 above.

[0045] Formula 2 can be expressed by the following formula 2-1 or 2-2. [ka] In equations 2-1 and 2-2, R 21 ~R 26 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C3-C 30 ) cycloalkenyl, substituted or unsubstituted (3-7 membered) heterocycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) or can be joined to adjacent substituents to form a ring; R 27 ~R 29 are each independently, L12 or hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) Arylsilyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring group with an aromatic ring or -L 13 -N(Ar 13 )(Ar 14 ) or may be joined to adjacent substituents to form a ring; and T1, R 11 ~R 20 , L 11 ~L 13 , Ar 11 , Ar 13 and Ar 14 is as defined in Equation 2 above.

[0046] More specifically, the compound represented by formula 1 can be at least one selected from the group consisting of the following compounds, but is not limited thereto: [ka] [ka] [ka] [ka]

[0047] In the above compound, D n indicates that n hydrogen atoms are substituted with deuterium atoms, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer from 1 to the maximum number of hydrogen atoms in the compound. According to one embodiment of the present disclosure, when deuterium is contained in the compound represented by Formula 1, the deuterium substitution rate is preferably about 100% or less, more preferably about 95% or less, even more preferably about 90% or less, and even more preferably about 85% or less of the total number of hydrogen atoms. The compound of Formula 1 substituted with the above deuterium substitution rate can increase the bond dissociation energy through deuteration, thereby improving the stability of the compound, and organic electroluminescent devices containing this compound can exhibit improved life characteristics.

[0048] More specifically, the compound represented by formula 2 can be at least one selected from the group consisting of the following compounds, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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[0049] In the above compound, D n indicates that n hydrogen atoms are substituted with deuterium atoms, and n is an integer from 1 to the maximum number of hydrogen atoms in the compound. Specifically, n is an integer from 1 to the maximum number of hydrogen atoms in the compound. According to one embodiment of the present disclosure, when deuterium is contained in the compound represented by Formula 2, the deuterium substitution rate is preferably about 100% or less, more preferably about 95% or less, even more preferably about 90% or less, and even more preferably about 85% or less of the total number of hydrogen atoms. The compound of Formula 2 substituted with the above deuterium substitution rate can increase the bond dissociation energy through deuteration, thereby increasing the stability of the compound, and organic electroluminescent devices containing this compound can exhibit improved life characteristics.

[0050] The following describes an organic electroluminescent compound according to one embodiment.

[0051] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following formula 11: [ka] In Equation 11, D n indicates that n hydrogen atoms are substituted with deuterium atoms, and n is an integer from 1 to 28. According to one embodiment of the present disclosure, n is an integer from 8 to 27. According to another embodiment of the present disclosure, the deuterium substitution rate may be preferably about 100% or less, more preferably about 95% or less, even more preferably about 90% or less, and even more preferably about 85% or less of the total number of hydrogen atoms. The compound of Formula 11 substituted with the above deuterium substitution rate can increase the bond dissociation energy through deuteration, thereby increasing the stability of the compound, and an organic electroluminescent device including this compound may exhibit improved life characteristics.

[0052] The compound represented by formula 11 can be, but is not limited to, at least one selected from the group consisting of the following compounds: [ka]

[0053] The compounds represented by Formula 1, Formula 2, and Formula 11 according to the present disclosure can be prepared by synthetic methods known to those skilled in the art. For example, the compounds of the present disclosure can be prepared by referring to, but not limited to, Patent Document 4. Of the compounds of the present disclosure, deuterium-substituted compounds can be prepared by referring to, but not limited to, Patent Document 5, Patent Document 6, and the like.

[0054] The following describes organic electroluminescent devices that use several of the host materials or organic electroluminescent compounds described above.

[0055] According to one embodiment of the present disclosure, an organic electroluminescent device comprises an anode, a cathode, and at least one organic layer between the anode and the cathode, wherein the organic layer comprises at least one light-emitting layer or at least two light-emitting layers, and at least one of the light-emitting layers comprises multiple host materials, including at least one first host compound represented by Formula 1 and at least one second host compound represented by Formula 2, wherein the first host compound and the second host compound are different from each other. The multiple host materials can be comprised in the same organic layer, for example, the light-emitting layer, or in different light-emitting layers.

[0056] According to another embodiment of the present disclosure, an organic electroluminescent device comprises an anode; a cathode; and at least one organic layer between the anode and the cathode, wherein the organic layer comprises at least one light-emitting layer or at least two light-emitting layers, and at least one of the light-emitting layers comprises an organic electroluminescent compound represented by Formula 11. The compound can be contained in the same organic layer, for example, the light-emitting layer, or can be contained in different light-emitting layers.

[0057] According to one embodiment, the organic electroluminescent material of the present disclosure includes an organic electroluminescent compound represented by Formula 11, and the organic electroluminescent material can be included in an organic layer, for example, an emissive layer.

[0058] According to another embodiment of the present disclosure, an organic electroluminescent device includes an anode; a cathode; and at least two light-emitting layers between the anode and the cathode, wherein at least one of the light-emitting layers includes a compound represented by Formula 1 as a host material.

[0059] The organic layer includes an emissive layer and may further include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole auxiliary layer, an emissive auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer. In addition to the emissive material of the present disclosure, the organic layer may further include an amine-based compound and / or an azine-based compound. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the emissive layer, the emissive auxiliary layer, or the electron blocking layer may include, for example, an amine-based compound, such as an arylamine-based compound or a styrylarylamine-based compound, as the hole injection material, hole transport material, hole auxiliary material, emissive material, emissive auxiliary material, and electron blocking material. Furthermore, the electron transport layer, the electron injection layer, the electron buffer layer, and the hole blocking layer may include an azine-based compound as the electron transport material, electron injection material, electron buffer material, and hole blocking material. Additionally, the organic layer may further comprise at least one metal selected from the group consisting of metals from Group 1, metals from Group 2, metals from Periodic Table transition period 4, metals from Periodic Table transition period 5, lanthanides, and organometallic d-transition elements, or at least one complex compound containing said metal.

[0060] The host materials or organic electroluminescent compounds according to an embodiment of 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 side-by-side structure or a stacked structure, depending on the arrangement of R (red), G (green) or YG (yellow-green) and B (blue) emitting parts or a color conversion material (CCM) method. The host materials or organic electroluminescent compounds according to an embodiment of the present disclosure can also be used in organic electroluminescent devices containing quantum dots (QDs).

[0061] 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 to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, and two compounds can be used simultaneously in each of the multiple layers. In addition, the hole injection layer can be doped with a p-type dopant. The electron blocking layer is located between the hole transport layer (or hole injection layer) and the light-emitting layer and can prevent light leakage by blocking electron overflow from the light-emitting layer and trapping excitons within the light-emitting layer. The hole transport layer or electron blocking layer can be a multilayer, and multiple compounds can be used in each of these multiple layers.

[0062] Between the light-emitting layer and the cathode, an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used. The electron buffer layer can be a multilayer structure to control electron injection and improve the interface properties between the light-emitting layer and the electron injection layer, and two compounds can be used simultaneously in each of the multiple layers. The hole blocking layer is located between the electron transport layer (or electron injection layer) and the light-emitting layer, and can improve the probability of recombination of electrons and holes in the light-emitting layer by preventing holes from reaching the cathode. The hole blocking layer or electron transport layer can be a multilayer structure, and multiple compounds can be used in each of the multiple layers. In addition, the electron injection layer can be doped with an n-dopant.

[0063] The light-emitting auxiliary layer can be disposed between the anode and the light-emitting layer or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is disposed between the anode and the light-emitting layer, it can be used to promote hole injection and / or transport or prevent electron overflow. When the light-emitting auxiliary layer is disposed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or transport or prevent hole overflow. In addition, a hole auxiliary layer can be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can be effective in promoting or blocking the hole transport rate (or hole injection rate), thereby enabling charge balance to be controlled. When an organic electroluminescent device includes two or more hole transport layers, the additional hole transport layer can be used as a hole auxiliary layer or an electron blocking layer. The light-emitting auxiliary layer, hole auxiliary layer, or electron blocking layer can be provided to improve the efficiency and / or life of the organic electroluminescent device.

[0064] In the organic electroluminescent device of the present disclosure, at least one layer selected from the group consisting of a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter referred to as a "surface layer") may be disposed on the inner surface of one or both electrodes. Specifically, a silicon or aluminum chalcogenide (including oxide) layer may be disposed on the anode surface of the electroluminescent medium layer, and a metal halide or metal oxide layer may be disposed on the cathode surface of the electroluminescent medium layer. Such a surface layer provides operational stability to the organic electroluminescent device. For example, the chalcogenide may be SiO X (1≦X≦2), AlO X (1≦X≦1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0065] In addition, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reductive dopant or a mixed region of a hole transport compound and an oxidative dopant can be disposed on the surface of at least one of a pair of electrodes. In this manner, the electron transport compound is reduced to an anion, thereby making it easier to inject and transport electrons from the mixed region to the emissive medium. Furthermore, the hole transport compound is oxidized to a cation, thereby making it easier to inject and transport holes from the mixed region to the emissive medium. Specifically, the oxidative dopant includes various Lewis acids and acceptor compounds, and the reductive dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. The reductive dopant layer can be used as a charge generation layer to produce an organic electroluminescent device having two or more emissive layers and emitting white light.

[0066] The organic electroluminescent device according to an embodiment may further include one or more dopants in the light-emitting layer.

[0067] The dopant contained in the organic electroluminescent device of the present disclosure can be at least one phosphorescent or fluorescent dopant, preferably a fluorescent dopant.The phosphorescent dopant material can be, but is not limited to, a complex compound of a metal selected from the group consisting of iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt), preferably an ortho-metallated complex compound of a metal selected from the group consisting of iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt), more preferably an ortho-metallated iridium complex compound.

[0068] Compounds represented by the following Formula D can be used as dopants in the organic electroluminescent devices of the present disclosure, but are not limited to these. [ka] In equation D, R 101 ~R 111are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl or -L'4-N-(Ar'4)(Ar'5), or may be connected to adjacent substituents to form a ring; Y'1 represents B; X'1 and X'2 each independently represent NR'; R' is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C 30 ) cycloalkyl, substituted or unsubstituted (C1-C 30 ) alkoxy, substituted or unsubstituted tri(C1-C 30 ) alkylsilyl, substituted or unsubstituted di(C1-C 30 ) Alkyl (C6-C 30 ) arylsilyl, substituted or unsubstituted (C1-C 30 ) Alkyldi(C6~C 30 ) arylsilyl, substituted or unsubstituted tri(C6-C 30 ) arylsilyl or -L'4-N-(Ar'4)(Ar'5), or R 101 , R 108 , R 109 and R 111to at least one of the following to form a ring; L'4 each independently represents a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene or substituted or unsubstituted (3 to 30 membered) heteroarylene; and Ar'4 and Ar'5 are each independently hydrogen, substituted or unsubstituted (C1 to C 30 ) alkyl, substituted or unsubstituted (C2-C 30 ) alkenyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) Substituted or unsubstituted fused ring groups with aromatic rings, substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl.

[0069] Preferably, R 101 ~R 111 are each independently hydrogen, deuterium, substituted or unsubstituted (C1 to C 20 ) alkyl, substituted or unsubstituted (C6-C 25 ) aryl, or substituted or unsubstituted (5-20 membered) heteroaryl, or -L'4-N-(Ar'4)(Ar'5), or can be connected to adjacent substituents to form a ring.

[0070] More preferably, R 101 ~R 111 are each independently hydrogen; deuterium; unsubstituted (C1-C 10 ) alkyl; unsubstituted or (C1-C 10 ) alkyl, (13-18 membered) heteroaryl and di(C6-C 18 ) substituted with at least one arylamino (C6-C 18 ) aryl; unsubstituted or at least one (C1-C 10 ) alkyl-substituted (5-18 membered) heteroaryl; or -L'4-N-(Ar'4)(Ar'5); or may be connected to adjacent substituents to form a ring. For example, R 101 ~R 111are each independently hydrogen, methyl, tert-butyl, substituted or unsubstituted phenyl, biphenyl, terphenyl, triphenylenyl, carbazolyl, phenoxazinyl, phenothiazinyl, dimethylacridinyl, dimethylxanthenyl, unsubstituted or substituted diphenylamino with at least one of methyl and diphenylamino, phenylnaphthylamino, dibiphenylamino, phenylcarbazolyl, or dibenzofuranyl, or a (17- to 21-membered) heteroaryl substituted with at least one of methyl and phenyl, or can be linked to adjacent substituents to form a benzene ring, an indole ring substituted with at least one of phenyl and diphenylamino, a benzofuran ring, a benzothiophene ring, or a 19-membered heterocycle substituted with methyl. The substituent of the substituted phenyl may be at least one of methyl, carbazolyl, dibenzofuranyl, diphenylamino, phenoxazinyl, phenothiazinyl, and dimethylacridinyl.

[0071] Specific examples of the dopant compound are as follows, but are not limited to these. [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0072] In the above compounds, D2 to D5 indicate that 2 to 5 hydrogen atoms have been replaced with deuterium atoms, respectively.

[0073] The formation of each layer of the organic electroluminescent device of the present disclosure can be achieved by applying any one of dry film-forming methods such as vacuum deposition, sputtering, plasma, and ion plating, or wet film-forming methods such as spin coating, dip coating, and flow coating. When using a wet film-forming method, a thin film can be formed by dissolving or dispersing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, and dioxane. The solvent can be any solvent that can dissolve or disperse the material forming each layer and has no problem in film formation.

[0074] According to one embodiment of the present disclosure, when forming a layer of a first host material and a second host material, the layer can be formed by the methods listed above, and in many cases can be formed by a co-evaporation or mixed deposition process. Co-evaporation is a method in which two or more materials are mixed in separate crucible sources, and current is applied to both cells simultaneously to evaporate the materials. Mixed deposition is a method in which two or more materials are mixed in one crucible source before deposition, and then current is applied to one cell to evaporate the materials.

[0075] According to one embodiment of the present disclosure, when the first host material and the second host material are present in the same layer or different layers of an organic electroluminescent device, the two host compounds can be formed into films separately. For example, the second host material can be deposited after the first host material is deposited.

[0076] According to one embodiment of the present disclosure, a display system can be provided that includes a plurality of host materials, including a first host compound represented by Formula 1 and a second host compound represented by Formula 2; or an organic electroluminescent compound represented by Formula 11. In addition, the organic electroluminescent device of the present disclosure can be used to manufacture a display system, such as a display system for a smartphone, a tablet, a notebook, a PC, a TV, or an automobile, or a lighting system, such as an outdoor or indoor lighting system.

[0077] The preparation method of the compound according to the present disclosure and its properties, and the driving voltage, conversion efficiency and life characteristics of the OLED according to the present disclosure are described below.However, the following examples are only provided to explain the properties of the compound and OLED according to the present disclosure for a detailed understanding of the present disclosure, and the present disclosure is not limited to the following examples. [Example]

[0078] Example 1: Preparation of Compound H1-72-D8 [ka] Synthesis of Compound 1-1 Compound A-1 (47 g, 250 mmol) was dissolved in chlorobenzene (1.3 L) in a flask, and N-bromosuccinimide (NBS) (49 g, 275 mmol) was added thereto. The mixture was then reacted at 100 °C for 7 hours. After completion of the reaction, the mixture was neutralized with KCO and aqueous sodium thiosulfate solution, and the organic layer was extracted with dichloromethane and treated with MgSO. The organic layer was filtered and concentrated, and the resulting mixture was purified by column chromatography to obtain compound 1-1 (49.6 g, yield: 74%).

[0079] Synthesis of Compound 1-2 Compound 1-1 (49.6 g, 186 mmol), [1,1'-biphenyl]-2-ylboronic acid (44.3 g, 224 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (13.1 g, 18.6 mmol), aliquot (7.5 g, 18.6 mmol), sodium carbonate (39.4 g, 372 mmol), 1.2 L of toluene, and 372 mL of distilled water were added to a 3 L round-bottom flask (RBF), and the mixture was stirred under reflux at 140 °C for 4 h. After completion of the reaction, the mixture was cooled to room temperature, and the organic layer was extracted with dichloromethane and treated with MgSO. The organic layer was filtered and concentrated, and the resulting mixture was purified by column chromatography to give compound 1-2 (54 g, yield: 85%).

[0080] Synthesis of compounds 1-3 Compound 1-2 (54 g, 159 mmol) was dissolved in dichloromethane (1.1 L) in a flask, and N-bromosuccinimide (42.5 g, 239 mmol) was added thereto. The mixture was then reacted at 35° C. for 20 hours. After the reaction was completed, the mixture was neutralized with KCO and aqueous sodium thiosulfate solution, and the organic layer was extracted with dichloromethane and treated with MgSO. The organic layer was filtered and concentrated, and the resulting mixture was purified by column chromatography to obtain compound 1-3 (50 g, yield: 77%).

[0081] Synthesis of compound H1-72-D8 Compound 1-3 (12.4 g, 30 mmol), compound 1-4 (10 g, 30 mmol), Pd(OAc) (337 mg, 1.5 mmol), SPhos (1.2 g, 3 mmol), KPO (16 g, 75 mmol), toluene (150 mL), ethanol (40 mL), and distilled water (40 mL) were added to a flask, and the mixture was stirred under reflux for 3 hours. The mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H1-72-D8 (13 g, 80% yield).

[0082] [Table 1]

[0083] Example 2: Preparation of Compound H1-43 [ka] Compound 2-1 (11 g, 42 mmol), compound 2-2 (15 g, 40 mmol), Pd(OAc) (449 mg, 2.0 mmol), SPhos (1.7 g, 4.0 mmol), KPO (22 g, 105 mmol), toluene (200 mL), ethanol (40 mL), and distilled water (40 mL) were added to a flask, and the mixture was stirred under reflux for 3 hours. The mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H1-43 (6.4 g, yield: 32%).

[0084] [Table 2]

[0085] Example 3: Preparation of Compound H1-2 [ka] Compound 3-1 (20 g, 71 mmol), compound 3-2 (24 g, 64 mmol), Pd(OAc) (797 mg, 3.55 mmol), SPhos (2.9 g, 7.1 mmol), KPO (38 g, 178 mmol), toluene (360 mL), ethanol (90 mL), and distilled water (90 mL) were added to a flask, and the mixture was stirred under reflux for 5 hours. The mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate (EA) and dried over magnesium sulfate. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H1-2 (24 g, yield: 70%).

[0086] [Table 3]

[0087] Example 4: Preparation of Compound H1-40 [ka] A flask was charged with 1-bromophenanthrene (15 g, 58.33 mmol), (10-([1,1'-biphenyl]-2-yl)anthracen-9-yl)boronic acid (24.01 g, 64.17 mmol), Pd(OAc) (0.65 g, 2.91 mmol), SPhos (2.39 g, 5.83 mmol), KCO (20.15 g, 145.8 mmol), 400 mL of toluene, 100 mL of distilled water, and 50 mL of ethanol, and the mixture was stirred under reflux. After 2 hours, the mixture was cooled to room temperature. Distilled water was added, and the organic layer was extracted with EA. Magnesium sulfate was added to the organic layer, which was then dried and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H1-40 (14.0 g, yield: 47.37%).

[0088] [Table 4]

[0089] Example 5: Preparation of Compound H2-256 [ka] Synthesis of compound 5-2 Compound 5-1 (30 g, 156.07 mmol) was dissolved in 900 mL of methylene chloride (MC), and NBS (30.5 g, 171.67 mmol) was added. The mixture was stirred under reflux for 2 hours, cooled to room temperature, and stirred for 15 hours. Aqueous sodium thiosulfate solution was added to the mixture and stirred. The organic layer was separated and neutralized by adding aqueous Na2CO3 solution to the organic layer. The organic layer was separated, dried over magnesium sulfate, filtered under reduced pressure, and distilled under reduced pressure. The residue was separated by column chromatography to give compound 5-2 (36 g, yield: 85.10%).

[0090] Synthesis of compound H2-256 Compound 5-2 (20 g, 73.77 mmol), (10-phenylanthracen-9-yl)boronic acid (24.19 g, 81.14 mmol), Pd(OAc) (0.66 g, 2.95 mmol), SPhos (3.63 g, 8.85 mmol), 400 mL of toluene, KPO (39.1 g, 184.4 mmol), 90 mL of distilled water, and 90 mL of ethanol were added to a flask, and the mixture was stirred under reflux. After 4 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H2-256 (26 g, yield: 79.38%).

[0091] [Table 5]

[0092] Example 6: Preparation of compound H2-691-D14 [ka] Compound H2-256 was synthesized by the deuteration method disclosed in (Patent Document 5) or (Patent Document 6), and compound H2-691-D14 (16.4 g, yield: 72.34%, MS: [M+H] + =459.3).

[0093] [Table 6]

[0094] Example 7: Preparation of Compound H2-259 [ka] Compound 7-1 (16 g, 59.01 mmol), compound 7-2 (24.29 g, 64.91 mmol), Pd(OAc) (0.53 g, 2.36 mmol), SPhos (2.42 g, 5.90 mmol), 400 mL of toluene, KPO (25.05 g, 118.03 mmol), 80 mL of distilled water, and 40 mL of ethanol were added to a flask, and the mixture was stirred under reflux. After 2 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to give compound H2-259 (14.4 g, yield: 46.87%).

[0095] [Table 7]

[0096] Example 8: Preparation of compound H2-694-D9 [ka] Compound H2-259 was synthesized by the deuteration method disclosed in (Patent Document 5) or (Patent Document 6), and compound H2-694-D9 (7.4 g, yield: 60.70%, MS: [M+H] + =530.1).

[0097] [Table 8]

[0098] Device Examples 1-1 to 1-6: Fabrication of OLEDs Comprising Compounds According to the Present Disclosure as Hosts An OLED according to the present disclosure was fabricated. A transparent indium tin oxide (ITO) thin film (10 Ω / sq) (GEOMATEC CO., LTD.) 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 was introduced into one cell of the vacuum evaporation system, and compound HT-1 was introduced into another cell of the vacuum evaporation system. The two materials were evaporated at different rates, and compound HI was deposited at a doping amount of 5 wt. % based on the total amount of compound HI and compound HT-1 to form a hole injection layer with a thickness of 10 nm. Compound HT-1 was then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Compound HT-2 was then introduced into another cell of the vacuum evaporation system, and evaporated by passing a current through the cell, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After forming the hole injection layer and hole transport layer, an emitting layer was formed thereon as follows. The compounds shown in Table 1 below were introduced into two cells of a vacuum evaporation apparatus in a 1:1 ratio as hosts, and compound BD was introduced into another cell as a dopant. The host material was evaporated and the dopant material was simultaneously evaporated at different rates. The dopant was deposited at a doping amount of 2 wt % based on the total amount of host and dopant to form an emitting layer with a thickness of 22.5 nm on the second hole transport layer. Compound ET-1 was deposited on the emitting layer with a thickness of 5 nm as an electron buffer layer. Compounds EI-1 and EI-2 were then introduced into two other cells and evaporated in a 2:1 ratio to deposit an electron transport layer with a thickness of 25 nm on the electron buffer layer. In the other two cells, compound Yb (ytterbium) and compound LiF (lithium fluoride) were added and evaporated at a rate of 2:1 (Yb:LiF) to deposit an electron injection layer with a thickness of 1 nm on the electron transport layer, and an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum evaporation device. In this way, OLEDs were manufactured. All materials used to manufacture OLEDs were 10 -6 It was purified by vacuum sublimation at torr.

[0099] Comparative Example 1-1: Preparation of an OLED containing a comparative compound as a host An OLED was fabricated in the same manner as in Device Example 1-1, except that the compound shown in Table 1 below was used as the host in the light-emitting layer.

[0100] The driving voltage, conversion efficiency, and time it takes for the brightness to decrease from 100% to 95% (lifetime; T 95 ) are shown in Table 1 below. In this specification, the conversion efficiency [EFF / Y] means the current efficiency [cd / A] divided by the CIE Y coordinate value.

[0101] [Table 9]

[0102] Device Example 2-1: Fabrication of an OLED by depositing a compound according to the present disclosure as the sole host An OLED was fabricated in the same manner as in Device Example 1-1, except that the compound shown in Table 2 below was used as the sole host in the emissive layer.

[0103] Comparative Examples 2-1 and 2-2: Fabrication of OLEDs by depositing the comparative compound as the sole host OLEDs were fabricated in the same manner as in Device Example 2-1, except that the compounds shown in Table 2 below were used as the sole host in the emissive layer.

[0104] The driving voltage, conversion efficiency, and time it takes for the brightness to decrease from 100% to 95% (lifetime; T 95 ) are provided in Table 2 below. In this specification, the conversion efficiency [EFF / Y] means the current efficiency [cd / A] divided by the CIE Y coordinate value.

[0105] [Table 10]

[0106] Device Example 3-1: Fabrication of a Tandem OLED Comprising a Compound According to the Present Disclosure as a Host An OLED according to the present disclosure was fabricated. A transparent indium tin oxide (ITO) thin film (10 Ω / sq) (GEOMATEC CO., LTD.) 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 was introduced into one cell of the vacuum evaporation system, and compound HT-1 was introduced into another cell of the vacuum evaporation system. The two materials were evaporated at different rates, and compound HI was deposited at a doping amount of 5 wt. % based on the total amount of compound HI and compound HT-1 to form a hole injection layer with a thickness of 10 nm. Compound HT-1 was then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Compound HT-2 was then introduced into another cell of the vacuum evaporation system, and evaporated by passing a current through the cell, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After forming the hole injection layer and hole transport layer, an emitting layer was formed thereon as follows. Compound H1-2 was introduced as a host into one cell of a vacuum evaporation apparatus, and compound BD was introduced as a dopant into the other cell. The two materials were evaporated at different rates, and the dopant was deposited at a doping amount of 2 wt % based on the total amount of the host and dopant to form a first emitting layer with a thickness of 22.5 nm on the second hole transport layer. Compound ET-1 was then deposited on the first emitting layer as a first hole blocking layer material to form a first hole blocking layer with a thickness of 5 nm. Compound EI-1 was used as an electron transport layer material to form a first electron transport layer with a thickness of 12 nm on the first hole blocking layer. Then, 1 wt % of Li was deposited on compound n-CGL to form an n-type charge generation layer with a thickness of 12 nm on the first electron transport layer. Then, Compound HI was introduced into one cell of a vacuum evaporation system, and Compound HT-1 was introduced into another cell of the vacuum evaporation system. The two materials were evaporated at different rates, and Compound HI was deposited at a doping amount of 15 wt % based on the total amount of Compound HI and Compound HT-1 to form a p-type charge generation layer with a thickness of 10 nm.Next, compound HT-1 was vapor-deposited to a thickness of 80 nm to form a third hole-transporting layer, and then compound HT-2 was vapor-deposited to form a fourth hole-transporting layer with a thickness of 15 nm. A second emitting layer was then formed thereon as follows: Compound H1-2 was introduced as a host into one cell of a vacuum vapor deposition apparatus, and compound BD was introduced as a dopant into the other cell. The two materials were evaporated at different rates, and the dopant was vapor-deposited at a doping amount of 2 wt. % based on the total amount of host and dopant to form a second emitting layer with a thickness of 22.5 nm on the fourth hole-transporting layer. Compound ET-1 was vapor-deposited on the second emitting layer to form a second hole-blocking layer with a thickness of 5 nm. Compounds EI-1 and EI-2 were added to the other two cells of the vacuum vapor deposition apparatus and evaporated in a 2:1 ratio to vaporize a second electron-transporting layer with a thickness of 25 nm. Then, compound Yb and compound LiF were added to the other two cells and evaporated at a rate of 2:1 (Yb:LiF) to deposit a 1 nm thick electron injection layer on the second electron transport layer. An 80 nm thick Al cathode was then deposited on the electron injection layer using a separate vacuum deposition system. Thus, an OLED was fabricated. All materials used to fabricate the OLED were 10. -6 It was purified by vacuum sublimation at torr.

[0107] The driving voltage, conversion efficiency, and time it takes for the brightness to decrease from 100% to 95% (lifetime; T 95 ) are provided in Table 3 below.

[0108] [Table 11]

[0109] Device Examples 5-1 to 5-6: Fabrication of OLEDs Comprising Compounds According to the Present Disclosure as Hosts OLEDs were fabricated in the same manner as in Device Example 1-1, except that the compounds shown in Table 4 below were used as hosts in the emissive layer.

[0110] Comparative Examples 5-1 to 5-3: Preparation of OLEDs containing comparative compounds as hosts OLEDs were fabricated in the same manner as in Device Example 5-1, except that the compounds shown in Table 4 below were used as hosts in the emissive layer.

[0111] The driving voltage, conversion efficiency, and time it takes for the brightness to decrease from 100% to 95% (lifetime; T 95 ) are provided in Table 4 below. In this specification, the conversion efficiency [EFF / Y] means the current efficiency [cd / A] divided by the CIE Y coordinate value.

[0112] [Table 12]

[0113] From Tables 1 to 4 above, it can be seen that the organic electroluminescent devices comprising the compounds or specific combinations of compounds according to the present disclosure as host materials exhibit significantly improved life characteristics while exhibiting the same or lower driving voltage and / or the same or higher current efficiency compared to the organic electroluminescent devices comprising the comparative compounds as host materials.

[0114] The compounds used in the above device examples and comparative examples are listed in Table 5 below.

[0115] [Table 13]

Claims

1. A plurality of host materials including at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following Formula 1: 【Chemical 1】 (In formula 1, L １ represents a single bond, unsubstituted or deuterium-substituted phenylene, unsubstituted or deuterium-substituted naphthylene, or unsubstituted or deuterium-substituted phenanthrenylene; Ar １ are each independently substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; R and R １ ~R ８ each independently represent hydrogen or deuterium; and a represents an integer of 1 or 2, b represents an integer of 4, and c represents an integer of 5; and each Ar １ may be the same as or different from each other; However, Equation 1 is 【Chemistry 2】 (not represented as is represented by The second host compound has the following formula 2: 【Chemistry 3】 (In formula 2, Ar Ａ is substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (13- to 30-membered) heteroaryl, or the following formula A-1: 【Chemistry 4】 (In the formula, T １ is O, S or CR ａ R ｂ Ring A and ring B each independently represent a substituted or unsubstituted group (C ６ ~C ３０ ) arene or substituted or unsubstituted (3- to 30-membered) heteroarene) represents; Ar １１ is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (13- to 30-membered) heteroaryl; R １１ ~R １８ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring group with an aromatic ring or -L １３ -N(Ar １３ ) (Ar １４ ) represents; R １９ and R ２０ are each independently L １２ or represents a position connected to hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring group with an aromatic ring or -L １３ -N(Ar １３ ) (Ar １４ ) represents; R ａ and R ｂ are each independently substituted or unsubstituted (C １ ~C ３０ ) alkyl or substituted or unsubstituted (C ６ ~C ３０ ) aryl, or may be joined together to form a ring; L １１ ~L １３ are each independently a single bond, a substituted or unsubstituted (C ６ ~C ３０ ) arylene or substituted or unsubstituted (3- to 30-membered) heteroarylene; and Ar １３ and Ar １４ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl or (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) represents a substituted or unsubstituted fused ring group with an aromatic ring and A plurality of host materials, wherein the first host compound and the second compound are different from each other.

2. Ar １ each independently represent an unsubstituted or deuterium-substituted phenyl, an unsubstituted or deuterium-substituted biphenyl, an unsubstituted or deuterium-substituted terphenyl, an unsubstituted or deuterium-substituted naphthyl, an unsubstituted or deuterium-substituted phenanthrenyl, or a combination thereof.

3. Ar １１ and Ar Ａ are each independently selected from unsubstituted or deuterium-substituted phenyl, unsubstituted or deuterium-substituted biphenyl, unsubstituted or deuterium-substituted terphenyl, unsubstituted or deuterium-substituted naphthyl, unsubstituted or deuterium-substituted phenanthrenyl, or combinations thereof.

4. Ar １１ is selected from unsubstituted or deuterium-substituted phenyl, unsubstituted or deuterium-substituted biphenyl, unsubstituted or deuterium-substituted terphenyl, unsubstituted or deuterium-substituted naphthyl, unsubstituted or deuterium-substituted phenanthrenyl, or a combination thereof; and Ar Ａ 10. The host materials of claim 1, wherein: represents unsubstituted or deuterium-substituted dibenzofuranyl or unsubstituted or deuterium-substituted dibenzothiophenyl.

5. Ar Ａ is represented by the following formula B-1: 【Chemistry 5】 (In formula B-1, R ２１ ~R ２６ are each independently L １２ or represents a position connected to hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring group with an aromatic ring or -L １３ -N(Ar １３ ) (Ar １４ ) or may be joined to adjacent substituents to form a ring; and T １ , R １９ , R ２０ , L １３ , Ar １３ and Ar １４ is as defined in claim 1) 10. The plurality of host materials of claim 1, represented by:

6. Formula 2 is the following formula 2-1 or 2-2: 【Chemistry 6】 (In formulas 2-1 and 2-2, R ２１ ~R ２６ are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) alkenyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring group with an aromatic ring or -L １３ -N(Ar １３ ) (Ar １４ ) or can be joined to adjacent substituents to form a ring; R ２７ ~R ２９ are each independently L １２ or represents a position connected to hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) arylsilyl, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring group with an aromatic ring or -L １３ -N(Ar １３ ) (Ar １４ ) or may be joined to adjacent substituents to form a ring; and T １ , R １１ ~R ２０ , L １１ ~L １３ , Ar １１ , Ar １３ and Ar １４ is as defined in claim 1) 10. The plurality of host materials of claim 1, represented by:

7. 10. The host materials of claim 1, wherein at least one of Formula 1 and Formula 2 contains deuterium.

8. The substituted alkyl, the substituted alkenyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted heteroarylene, the substituted cycloalkyl, the substituted cycloalkenyl, the substituted heterocycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted fused ring group of an aliphatic ring and an aromatic ring, the substituted arene, and the substituted heteroarene each independently represent deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C １ ~C ３０ ) alkyl, halo (C １ ~C ３０ ) alkyl, (C ２ ~C ３０ ) alkenyl, (C ２ ~C ３０ ) alkynyl, (C １ ~C ３０ ) alkoxy, (C １ ~C ３０ ) alkylthio, (C ３ ~C ３０ ) cycloalkyl, (C ３ ~C ３０ ) cycloalkenyl, (3- to 7-membered) heterocycloalkyl, (C ６ ~C ３０ ) aryloxy, (C ６ ~C ３０ ) arylthio, (3- to 30-membered) heteroaryl, (C ６ ~C ３０ ) aryl, tri(C １ ~C ３０ ) alkylsilyl, tri(C ６ ~C ３０ ) arylsilyl, di(C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylsilyl, (C １ ~C ３０ ) alkyldi(C ６ ~C ３０ ) arylsilyl, amino, mono- or di-(C １ ~C ３０ ) alkylamino, mono- or di-(C ２ ~C ３０ ) alkenylamino, mono- or di-(C ６ ~C ３０ ) arylamino, mono- or di(3- to 30-membered) heteroarylamino, (C １ ~C ３０ ) alkyl(C ２ ~C ３０ ) alkenylamino, (C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylamino, (C １ ~C ３０ ) alkyl(3-30 membered)heteroarylamino, (C ２ ~C ３０ ) alkenyl (C ６ ~C ３０ ) arylamino, (C ２ ~C ３０ ) alkenyl(3-30 membered)heteroarylamino, (C ６ ~C ３０ ) aryl(3-30 membered)heteroarylamino, (C １ ~C ３０ ) alkylcarbonyl, (C １ ~C ３０ ) alkoxycarbonyl, (C ６ ~C ３０ ) arylcarbonyl, di(C ６ ~C ３０ ) arylboronyl, (C ６ ~C ３０ ) arylphosphinyl, di(C １ ~C ３０ ) alkylboronyl, (C １ ~C ３０ ) alkyl(C ６ ~C ３０ ) arylboronyl, (C ６ ~C ３０ ) aryl (C １ ~C ３０ ) alkyl, (C １ ~C ３０ ) alkyl(C ６ ~C ３０ 10. The host materials of claim 1, wherein the host materials are substituted with at least one selected from the group consisting of aryl, aryl, aryl, and combinations thereof, which may be further substituted with deuterium.

9. The compound represented by formula 1 is the following compound: 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 (In the formula, D ｎ indicates that n hydrogens are replaced with deuterium, and n is an integer from 1 to the maximum number of hydrogens in the compound.

10. The plurality of host materials of claim 1, wherein the host material is at least one selected from:

10. The compound represented by formula 2 is the following compound: 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 【Chemistry 18】 【Chemistry 19】 【Chemistry 20】 【Chemical 21】 【Chemical 22】 【Chemical 23】 【Chemistry 24】 【Chemistry 25】 【Chemical 26】 【Chemical 27】 【Chemical 28】 【Chemical 29】 【Chemistry 30】 【Chemical 31】 【Chemical 32】 【Chemical 33】 【Chemical 34】 【Chemistry 35】 【Chemical 36】 (In the formula, D ｎ indicates that n hydrogens are replaced with deuterium, and n is an integer from 1 to the maximum number of hydrogens in the compound.

10. The plurality of host materials of claim 1, wherein the host material is at least one selected from:

11. The compound represented by formula 2 is the following compound: 【Chemical 37】 【Chemical 38】 【Chemical 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemical 44】 【Chemistry 45】 【Chemistry 46】 (In the formula, D ｎ indicates that n hydrogens are replaced with deuterium, and n is an integer from 1 to the maximum number of hydrogens in the compound.

10. The plurality of host materials of claim 1, wherein the host material is at least one selected from:

12. 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.

13. 13. The organic electroluminescent device of claim 12, comprising: an anode; a cathode; and at least two light-emitting layers 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.

14. Formula 11 below: 【Chemistry 47】 (In the formula, D ｎ indicates that n hydrogen atoms are replaced with deuterium atoms, and n is an integer from 1 to 28.

1. An organic electroluminescent compound represented by the formula:

15. 15. The organic electroluminescent compound according to claim 14, wherein n is an integer from 8 to 27.

16. The following compounds: 【Chemistry 48】 15. The organic electroluminescent compound according to claim 14, selected from:

17. 15. 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 the organic electroluminescent compound according to claim 14.

18. 18. The organic electroluminescent device of claim 17, comprising: an anode; a cathode; and at least two light-emitting layers between the anode and the cathode, wherein at least one of the light-emitting layers comprises the organic electroluminescent compound of claim 14.

19. 1. An organic electroluminescent device comprising: an anode; a cathode; and at least two light-emitting layers between the anode and the cathode, wherein at least one of the light-emitting layers comprises, as a host material, a compound of Formula 1: 【Chemistry 49】 (In formula 1, L １ represents a single bond, unsubstituted or deuterium-substituted phenylene, unsubstituted or deuterium-substituted naphthylene, or unsubstituted or deuterium-substituted phenanthrenylene; Ar １ are each independently substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; R and R １ ~R ８ each independently represent hydrogen or deuterium; and a represents an integer of 1 or 2, b represents an integer of 4, and c represents an integer of 5; and each Ar １ may be the same as or different from each other; However, Equation 1 is 【Chemistry 50】 (not represented as 1. An organic electroluminescent device comprising an organic electroluminescent compound represented by:

20. The compound represented by formula 1 is the following compound: 【Chemistry 51】 【Chemistry 52】 【Chemistry 53】 【Chemical 54】 【Chemistry 55】 (In the formula, D ｎ indicates that n hydrogens are replaced with deuterium, and n is an integer from 1 to the maximum number of hydrogens in the compound.

20. The organic electroluminescent device of claim 19, wherein the organic electroluminescent device is selected from:

Images