Organic electroluminescent compounds and organic electroluminescent devices containing the same

Abstract

To provide an organic electroluminescent compound and an organic electroluminescent device including the same.SOLUTION: The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device including the same. According to the present disclosure, the organic electroluminescent device having a low driving voltage and / or a high luminous efficiency may be provided by including the organic electroluminescent compound.SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] A green-emitting TPD / Alq3 bilayer small molecule organic electroluminescent device (OLED), consisting of an emissive layer and a charge transport layer, was first developed by Tang et al. at Eastman Kodak in 1987. Since then, research on OLEDs has been rapidly commercialized.

[0003] The most important factor determining the luminous efficiency in OLEDs is the emissive material. To date, fluorescent materials have been widely used as emissive materials. However, phosphorescent emissive materials have been widely studied because they theoretically increase the luminous efficiency by four times compared to fluorescent emissive materials in terms of electroluminescence mechanism. To date, iridium(III) complexes are widely known as phosphorescent emissive materials, including bis(2-(2'-benzothienyl)-pyridinato-N,C-3')iridium(acetylacetonate) [(acac)Ir(btp)], tris(2-phenylpyridine)iridium [Ir(ppy)], and bis(4,6-difluorophenylpyridinato-N,C)picolinatoiridium (Firpic) as red, green, and blue emissive materials, respectively.

[0004] In the prior art, 4,4'-N,N'-dicarbazole-biphenyl (CBP) is the most widely known phosphorescent host material. Recently, Pioneer (Japan) et al. developed high-performance OLEDs using bathocuproine (BCP) and aluminum(III) bis(2-methyl-8-quinolinato)(4-phenylphenolate) (BAlq) as host materials, which is known as a hole-blocking material.

[0005] However, while conventional materials offer good luminescence properties, they have the following drawbacks: (1) Due to low glass transition temperatures and insufficient thermal stability, these degradations can occur during high-temperature vacuum deposition processes, reducing the device lifetime. (2) The power efficiency of an OLED is given by [(π / voltage) × current efficiency], and the power efficiency is inversely proportional to the voltage. OLEDs containing phosphorescent host materials offer higher current efficiencies (cd / A) than OLEDs containing fluorescent materials, but require very high driving voltages. Therefore, they offer no advantage in terms of power efficiency (lm / W). (3) Furthermore, the operating lifetime of OLEDs is short, and improvements in luminous efficiency are still needed.

[0006] Various materials or concepts have been proposed for the organic layers of OLEDs to improve luminous efficiency, operating voltage and / or lifetime, but these have not been sufficient for practical application. Summary of the Invention [Problem to be solved by the invention]

[0007] The objectives of the present disclosure are, first, to provide an organic electroluminescent compound that is effective for fabricating an organic electroluminescent device having a low driving voltage and / or high luminous efficiency, and, second, to provide an organic electroluminescent device comprising the organic electroluminescent compound. [Means for solving the problem]

[0008] 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 an organic electroluminescent compound represented by the following formula 1, and as a result, have completed the present invention. [ka]

[0009] In Equation 1, A1 and A2 each independently represent N-L1-Ar1, O, or S; X1 to X8 each independently represent N or CR1; L1 represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar1 and R1 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L a -N-(Ar a )(Ar b ) or may be joined to adjacent substituents to form a ring, L a represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene, and Ar a and Ar b each independently represents hydrogen, a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted fused ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; However, when at least one of A1 and A2 represents N-L1-Ar1, X1 to X8 each independently represent N or CR1, and when both A1 and A2 are not N-L1-Ar1, at least one of X1 to X8 represents CR1.

[0010] Advantageous Effects of the Invention By including the organic electroluminescent compound according to the present disclosure, an organic electroluminescent device having a low driving voltage and / or high luminous efficiency can be prepared. DETAILED DESCRIPTION OF THE INVENTION

[0011] The present disclosure will be described in detail below. However, the following description is intended to illustrate the present invention and is not intended to limit the scope of the present invention in any way.

[0012] The present disclosure relates to organic electroluminescent compounds represented by Formula 1, organic electroluminescent materials comprising the organic electroluminescent compounds, and organic electroluminescent devices comprising the organic electroluminescent compounds.

[0013] The term "organic electroluminescent compound" in the present disclosure means 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.

[0014] In this specification, "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and can contain at least one compound. The organic electroluminescent material can be included in any layer that constitutes an organic electroluminescent device as needed. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting auxiliary material, an electron blocking material, a light-emitting material (including a host and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material.

[0015] As used herein, "(C1-C30) alkyl" refers to a straight-chain or branched alkyl having 1 to 30 carbon atoms constituting the chain, in which case the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10. The alkyl may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, and the like. As used herein, the term "(C3-C30) cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring skeletal carbon atoms, in which case the number of carbon atoms is preferably 3 to 20, more preferably 3 to 7. The cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the like. As used herein, "(C6-C30) aryl(ylene)" refers to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 ring skeletal carbon atoms, in which case the number of ring skeletal carbon atoms is preferably 6 to 20, more preferably 6 to 15, and may be partially saturated and may include a spiro structure. Examples of aryl specifically 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, and the like. More specifically, aryl is o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, p-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-t-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, 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, It can be 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-fluoranthenyl, benzofluoranthenyl, and the like. As used herein, "(3- to 30-membered) heteroaryl(ene)" refers to an aryl having 3 to 30 ring skeletal atoms, preferably 5 to 25 ring skeletal atoms, and preferably 5 to 25 heteroatoms, including at least one selected from the group consisting of B, N, O, S, Si, P, and Ge, and preferably 1 to 4 heteroatoms. The heteroaryl may be a monocyclic ring or a fused ring fused with at least one benzene ring, and may be partially saturated. Furthermore, the heteroaryl in this specification may be formed by bonding at least one heteroaryl group or aryl group to a heteroaryl group via a single bond. Specific examples of heteroaryl include furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl,It may include single-ring heteroaryls such as pyridazinyl and the like, and fused-ring heteroaryls such as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizidinyl, acriridinyl, silafluorenyl, germafluorenyl and the like. More specifically, heteroaryl is 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolyl, 2-imidazopyridinyl indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl,5-Isoquinolyl, 6-Isoquinolyl, 7-Isoquinolyl, 8-Isoquinolyl, 2-Quinoxalinyl, 5-Quinoxalinyl, 6-Quinoxalinyl, 1-Carbazolyl, 2-Carbazolyl, 3-Carbazolyl, 4-Carbazolyl, 9-Carbazolyl, 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 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-methylpyrrolidinyl pyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-t-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-t-butyl-1-indolyl, 4-t-butyl- Examples of halogen include 1-indolyl, 2-t-butyl-3-indolyl, 4-t-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, and 4-germafluorenyl. As used herein, "halogen" includes F, Cl, Br, and I.

[0016] Additionally, "ortho (o)," "meta (m)," and "para (p)" are meant to indicate the substitution positions of all substituents. The ortho position is, for example, a compound having substituents adjacent to each other at the 1- and 2-positions of a benzene. The meta position is the substitution position next to the immediately adjacent substitution position, for example, a compound having substituents at the 1- and 3-positions of a benzene. The para position is the substitution position next to the meta position, for example, a compound having substituents at the 1- and 4-positions of a benzene.

[0017] As used herein, the term "ring formed by bonding adjacent substituents" refers to a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic, alicyclic, aromatic ring, or combination thereof formed by bonding or fusing two or more adjacent substituents, and preferably a substituted or unsubstituted (3- to 26-membered) monocyclic or polycyclic, alicyclic, aromatic ring, or combination thereof. Furthermore, the formed ring may contain at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably at least one heteroatom selected from the group consisting of N, O, and S. In one embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 20. According to another embodiment of the present disclosure, the number of atoms in the ring skeleton is 5 to 15. The bonded or fused ring may be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring.

[0018] Additionally, the term "substituted" in the expression "substituted or unsubstituted" used in the present disclosure means that a hydrogen atom of a specific functional group is replaced with another atom or functional group, i.e., a substituent. Examples of such groups include substituted (C1-C30) alkyl, substituted (C2-C30) alkenyl, substituted (C6-C30) aryl(ylene), substituted (3-30 membered) heteroaryl(ylene), substituted (C3-C30) cycloalkyl, substituted (C1-C30) alkoxy, substituted tri(C1-C30) alkylsilyl, substituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted tri(C6-C30) arylsilyl, and (C3-C30) aliphatic rings and (C6-C 30) Substituents of a substituted fused ring with an aromatic ring are each independently deuterium, halogen, cyano, carboxyl, nitro, hydroxy, (C1-C30) alkyl, halo(C1-C30) alkyl, (C2-C30) alkenyl, (C2-C30) alkynyl, (C1-C30) alkoxy, (C1-C30) alkylthio, (C3-C30) cycloalkyl, (C3-C30) cycloalkenyl, (3- to 7-membered) heterocycloalkyl, (C6-C30) aryloxy, (C6-C30) arylthio, or unsubstituted or unsubstituted aryl. Substituted or (C6-C30)aryl-substituted (5-30 membered) heteroaryl, unsubstituted or (5-30 membered)heteraryl-substituted (C6-C30)aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)arylsilyl, fused rings of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, amino, mono- or di-(C1-C30)alkylamino , mono- or di-(C2-C30)alkenylamino, (C1-C30)alkyl(C2-C30)alkenylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, (C1-C30)alkyl(C6-C30)arylamino, mono- or di-(3-30 membered)heteroarylamino, (C1-C30)alkyl(3-30 membered)heteroarylamino, (C2-C30)alkenyl(C6-C30)arylamino, (C2-C30)alkenyl(3-30 membered)heteroarylamino,The substituent is at least one selected from the group consisting of (C6-C30)aryl(3-30 membered)heteroarylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)arylcarbonyl, di(C6-C30)arylboronyl, di(C1-C30)alkylboronyl, (C1-C30)alkyl(C6-C30)arylboronyl, (C6-C30)aryl(C1-C30)alkyl, and (C1-C30)alkyl(C6-C30)aryl. For example, the substituent may be phenyl, naphthyl, p-biphenyl, m-biphenyl, triazinyl, or the like.

[0019] In the following, an organic electroluminescent compound according to one embodiment is described.

[0020] The organic electroluminescent compound according to one embodiment is represented by Formula 1 below: [ka]

[0021] In Equation 1, A1 and A2 each independently represent N-L1-Ar1, O, or S; X1 to X8 each independently represent N or CR1; L1 represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar1 and R1 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L a -N-(Ar a )(Ar b ) or may be joined to adjacent substituents to form a ring, L a represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene, and Ar a and Ar b each independently represents hydrogen, a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted fused ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; However, when at least one of A1 and A2 represents N-L1-Ar1, X1 to X8 each independently represent N or CR1, and when both A1 and A2 are not N-L1-Ar1, at least one of X1 to X8 represents CR1.

[0022] In one embodiment, A1 and A2 each independently represent N-L1-Ar1, O, or S; for example, A1 can be O or S and A2 can be N-L1-Ar1, O, or S.

[0023] In one embodiment, L amay be a single bond or a substituted or unsubstituted (C6-C30) arylene, preferably a single bond or a substituted or unsubstituted (C6-C25) arylene, more preferably a single bond or a substituted or unsubstituted (C6-C18) arylene. For example, L a can be a single bond or substituted or unsubstituted phenylene or substituted or unsubstituted biphenylene.

[0024] In one embodiment, Ar a and Ar b may each independently be a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (5-30 membered) heteroaryl, preferably a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl, more preferably a substituted or unsubstituted (C6-C18) aryl or a substituted or unsubstituted (5-18 membered) heteroaryl. For example, Ar a and Ar b may each independently be substituted or unsubstituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, or substituted or unsubstituted carbazolyl.

[0025] According to one embodiment, the organic electroluminescent compound of Formula 1 can be represented by any one of the following Formulas 2-1 to 2-6: [ka]

[0026] In formulas 2-1 to 2-6, X1 to X8, L1 and Ar1 are each independently as defined in formula 1.

[0027] In one embodiment, L1 can be a single bond, substituted or unsubstituted (C6-C30) arylene, or substituted or unsubstituted (5-30-membered) heteroarylene, preferably a single bond, substituted or unsubstituted (C6-C25) arylene, or substituted or unsubstituted (5-25-membered) heteroarylene, more preferably a single bond, substituted or unsubstituted (C6-C18) arylene, or substituted or unsubstituted (5-18-membered) heteroarylene. For example, L1 can be a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted quinazolinylene, substituted or unsubstituted quinoxalinylene, substituted or unsubstituted benzoquinazolinylene, substituted or unsubstituted benzothienopyrimidylene, or substituted or unsubstituted benzofuropyrimidylene.

[0028] In one embodiment, Ar1 is a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, or -L a -N-(Ar a )(Ar b), preferably substituted or unsubstituted (C6-C25) aryl, substituted or unsubstituted (5-30 membered) heteroaryl, substituted or unsubstituted mono- or di-(C6-C30) arylamino or substituted or unsubstituted (C6-C30) aryl(5-30 membered) heteroarylamino, more preferably substituted or unsubstituted (C6-C18) aryl, unsubstituted or (5-25 membered) heteroaryl substituted with at least one substituted or unsubstituted (C6-C18) aryl, substituted or unsubstituted di(C6-C25) arylamino or substituted or unsubstituted (C6-C25) aryl(5-25 membered) heteroarylamino. For example, Ar1 can be substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinazolyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted benzoquinazolyl, substituted or unsubstituted benzothienopyrimidyl, or substituted or unsubstituted benzofuropyrimidyl, or amino substituted with at least one of substituted or unsubstituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, and substituted or unsubstituted carbazolyl.

[0029] In the organic electroluminescent compounds represented by the above formulas 2-1 and 2-2 according to one embodiment, L1 can be a single bond, a substituted or unsubstituted (C6-C30) arylene or a substituted or unsubstituted (5-30 membered) heteroarylene, and Ar1 can be a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (5-30 membered) heteroaryl, or a substituted or unsubstituted fused ring of a (C5-C18) aliphatic ring and a (C6-C18) aromatic ring.

[0030] In one embodiment, X1 to X8 may each independently be N or CR1, and preferably all of X1 to X8 may be CR1. In this case, R1 according to one embodiment may each independently be hydrogen, substituted or unsubstituted (C6-C30) aryl, or substituted or unsubstituted (3-30 membered) heteroaryl, or -L a -N-(Ar a )(Ar b ), preferably hydrogen, substituted or unsubstituted (C6-C25) aryl or substituted or unsubstituted (5-25 membered) heteroaryl or -L a -N-(Ar a )(Ar b ), in which case L a can be a single bond or a substituted or unsubstituted (C6-C25) arylene, and Ar a and Ar b are each independently a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl, more preferably a hydrogen atom, a (C6-C18) aryl that is unsubstituted or substituted with at least one substituted or unsubstituted (5-18 membered) heteroaryl, or a (5-25 membered) heteroaryl that is unsubstituted or substituted with at least one substituted or unsubstituted (C6-C18) aryl, or -L a -N-(Ar a )(Ar b ), in which case L a can be a single bond or a substituted or unsubstituted (C6-C18) arylene, and Ar a and Ar b are each independently a substituted or unsubstituted (C6-C18) aryl or a substituted or unsubstituted (5-18 membered) heteroaryl. For example, R1 is hydrogen, or a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted triazinyl, a substituted or unsubstituted quinazolinyl, a substituted or unsubstituted quinoxalinyl, a substituted or unsubstituted benzoquinazolinyl, a substituted or unsubstituted benzothienopyrimidyl, or a substituted or unsubstituted benzofuropyrimidyl, or -L a -N-(Ar a )(Ar b ), in which case La may be substituted or unsubstituted phenylene, Ar a and Ar b may each independently be substituted or unsubstituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, or substituted or unsubstituted carbazolyl.

[0031] In the organic electroluminescent compound represented by the above formula 1 according to one embodiment, when at least one of A1 and A2 represents N-L1-Ar1, X1 to X8 each independently represent N or CR1, and when both A1 and A2 are not N-L1-Ar1, at least one of X1 to X8 represents CR1.

[0032] According to one embodiment, the organic electroluminescent compounds represented by the above formula 1 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0033] The organic electroluminescent compounds represented by Formula 1 according to the present disclosure can be prepared as shown in the following reaction schemes 1-8, but are not limited thereto, and they can be further prepared by synthetic methods known to those skilled in the art. [Reaction Scheme 1] [ka] [Reaction Scheme 2] [ka] [Reaction Scheme 3] [ka] [Reaction Scheme 4] [ka] [Reaction Scheme 5] [ka] [Reaction Scheme 6] [ka] [Reaction Scheme 7] [ka] [Reaction Scheme 8] [ka]

[0034] In the above reaction schemes 1 to 8, the definitions of the substituents are as defined in the above formula 1, Hal represents a halogen atom, and n represents an integer of 1 or 2.

[0035] As described above, exemplary synthetic examples of the compound represented by Formula 1 according to one embodiment are described, and these are based on Suzuki cross-coupling reaction, Buchwald-Hartwig cross-coupling reaction, N-arylation reaction, H-mont-mediated etherification reaction, Miyaura borylation reaction, intramolecular acid-induced cyclization reaction, Pd(II)-catalyzed oxidative cyclization reaction, Grignard reaction, Heck reaction, cyclodehydration reaction, SN1 substitution reaction, SN2 substitution reaction, and phosphine-mediated reductive cyclization reaction, etc. It will be understood by those skilled in the art that the above reactions will proceed even when other substituents defined in Formula 1 other than the substituents described in the specific synthetic examples are bonded.

[0036] The present disclosure may provide an organic electroluminescent material comprising the organic electroluminescent compound of Formula 1 and an organic electroluminescent device comprising the organic electroluminescent material.

[0037] The organic electroluminescent material may consist solely of the organic electroluminescent compound of the present disclosure, or may further comprise conventional materials contained in organic electroluminescent materials. When two or more materials are contained in one layer, the at least two compounds may be mixed or co-evaporated to form a layer. The organic electroluminescent material according to one embodiment may comprise at least one compound represented by the above formula 1. For example, the compound of formula 1 may be contained in the light-emitting layer, and when the compound of formula 1 is contained in the light-emitting layer, the compound of formula 1 may be contained as a host, more specifically, as a phosphorescent red host.

[0038] The organic electroluminescent material of the present disclosure may further comprise at least one host compound other than the organic electroluminescent compound of the above formula 1. Preferably, the organic electroluminescent material may further comprise at least one dopant.

[0039] The dopant contained in the organic electroluminescent material of the present disclosure can be at least one phosphorescent or fluorescent dopant, preferably phosphorescent dopant.The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but can preferably be a metal complex compound of a metal atom optionally selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt), more preferably an ortho-metal complex compound of a metal atom optionally selected from iridium (Ir), osmium (Os), copper (Cu) and platinum (Pt), and even more preferably an ortho-metal iridium complex compound optionally.

[0040] The dopants included are those of the following formula 101: [ka] Compounds represented by, but not limited to, the following can be used:

[0041] In Formula 101, L is selected from the following structures 1 and 2: [ka] and in structures 1 and 2, R 100 ~R 103 each independently represent hydrogen, deuterium, halogen, unsubstituted or halogen-substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C6-C30) aryl, cyano, substituted or unsubstituted (C3-C30) heteroaryl, or substituted or unsubstituted (C1-C30) alkoxy, or may be bonded to adjacent substituents to form a ring together with the pyridine, such as substituted or unsubstituted quinoline, substituted or unsubstituted benzofuropyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuroquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline; R 104 ~R 107each independently represent hydrogen, deuterium, halogen, unsubstituted or halogen-substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (C3-C30) heteroaryl, cyano, or substituted or unsubstituted (C1-C30) alkoxy, or may be bonded to adjacent substituents to form a ring together with benzene, such as substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuropyridine, or substituted or unsubstituted benzothienopyridine; R 201 ~R 211 each independently represent hydrogen, deuterium, halogen, unsubstituted or halogen-substituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, or substituted or unsubstituted (C6-C30) aryl, or may be bonded to adjacent substituents to form a ring; and s represents an integer of 1 to 3.

[0042] In particular, specific examples of dopant compounds include, but are not limited to, the following: [ka] [ka] [ka] [ka]

[0043] In the following, an organic electroluminescent device to which the above-mentioned organic electroluminescent compounds or organic electroluminescent materials are applied will be described.

[0044] An organic electroluminescent device according to an embodiment can include a first electrode, a second electrode, and at least one organic layer between the first electrode and the second electrode.

[0045] The compound represented by Formula 1 of the present disclosure can be included in one or more layers that constitute an organic electroluminescent device. According to one embodiment, the organic layer comprises an emitting layer that contains the organic electroluminescent compound of the present disclosure. For example, the emitting layer can comprise only the organic electroluminescent compound of the present disclosure or at least two organic electroluminescent compounds of the present disclosure, and can further comprise conventional materials that are included in organic electroluminescent materials.

[0046] In addition to the light-emitting layer, the organic layer may further include at least one layer selected from a hole-injection layer, a hole-transport layer, a hole-assisting layer, a light-emitting assisting 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. Each layer may further include several layers. The organic layer may further include at least one compound selected from the group consisting of arylamine compounds and styrylarylamine compounds, and at least one metal selected from the group consisting of Group 1 metals, Group 2 metals, Group 4 transition metals, Group 5 transition metals, lanthanides of the d-transition elements of the periodic table, and organometallic compounds or at least one complex compound containing such metals.

[0047] The organic electroluminescent material according to one embodiment can be used as a light-emitting material for a white organic light-emitting device. White organic light-emitting devices have suggested various structures, such as a parallel side-by-side arrangement method, a stacked arrangement method, or a color conversion material (CCM) method, depending on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units. In addition, the organic electroluminescent material according to one embodiment can also be applied to an organic electroluminescent device containing QDs (quantum dots).

[0048] One of the first electrode and the second electrode can be an anode, and the other can be a cathode. In this case, the first electrode and the second electrode can be formed as a transparent conductive material, a semi-transparent conductive material, or a reflective conductive material, respectively. The organic electroluminescent device can be a top-emitting, bottom-emitting, or dual-emitting type depending on the type of material forming the first electrode and the second electrode.

[0049] 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 multi-layered to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer. In this case, each of the multi-layered layers can simultaneously use two compounds. The hole injection layer can be doped with a p-type dopant. In addition, an electron blocking layer can be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer, which can confine excitons within the light-emitting layer by preventing electron overflow from the light-emitting layer, thereby preventing light leakage. The hole transport layer or electron blocking layer can be multi-layered, in which case each layer can use multiple compounds.

[0050] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer can be multi-layered to control electron injection and improve the interface characteristics between the light-emitting layer and the electron injection layer, and in this case, each layer can use two compounds simultaneously. The hole blocking layer or the electron transport layer can also be multi-layered, and in this case, each layer can use multiple compounds. The electron injection layer can also be doped with an n-type dopant.

[0051] 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 hole 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 electron transport or prevent hole overflow. In addition, the 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 allowing the 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 have the effect of improving the efficiency and / or life of the organic electroluminescent device.

[0052] In the organic electroluminescent device of the present disclosure, at least one layer selected from 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 chalcogenide (including oxide) layer of silicon and aluminum is preferably disposed on the anode side of the electroluminescent medium layer, and a metal halide or metal oxide layer is preferably disposed on the cathode side of the electroluminescent medium layer. The surface layer may provide operational stability for the organic electroluminescent device. Preferably, the chalcogenide is 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., and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0053] Furthermore, 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 preferably disposed on the surface of at least one of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, which facilitates the injection and transport of electrons from the mixed region to the electroluminescent medium. Furthermore, the hole transport compound is oxidized to a cation, which facilitates the injection and transport of holes from the mixed region to the electroluminescent medium. Preferably, 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. Using the reductive dopant layer as a charge generation layer, an organic electroluminescent device having two or more light-emitting layers and emitting white light can be prepared.

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

[0055] When using a wet film-forming method, a thin film can be formed by dissolving or dispersing the materials that form each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the materials that form each layer can be dissolved or dispersed and which has no problem with film-forming ability.

[0056] When forming a layer using a host compound and a dopant compound according to an embodiment, co-evaporation or mixed evaporation may be used, but is not limited to these. Co-evaporation is a mixed evaporation method in which two or more isomeric materials are placed in separate crucible sources and current is passed through both cells simultaneously to evaporate the materials, thereby performing mixed evaporation. Mixed evaporation is a mixed evaporation method in which two or more isomeric materials are mixed in one crucible source before evaporation, and then current is passed through one cell to evaporate the materials.

[0057] According to one embodiment, the organic electroluminescent device of the present disclosure can be used for manufacturing display devices such as smartphones, tablets, notebooks, PCs, TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting.

[0058] In the following, methods for preparing compounds according to the present disclosure are described with reference to methods for synthesizing representative compounds or intermediate compounds of the present disclosure in order to provide a detailed understanding of the present disclosure. [Example]

[0059] [Example 1] Synthesis of Compound C-1 [ka] 1. Synthesis of Compound A-2 Compound A-1 (85 g, 0.359 mol), bis(pinacolato)diboron (100 g, 0.394 mol), and (1,1'-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (PdCl2(dppf)) (7.87 g, 0.0108 mol) were added to a flask, dissolved in potassium acetate (106 g, 1.08 mol) and 1.8 L of 1,4-dioxane, and then refluxed for 24 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. Compound A-2 (86 g, yield: 84%) was then obtained by column chromatography.

[0060] 2. Synthesis of Compound A-3 Compound A-2 (15 g, 0.0528 mol), 2-bromo-1-fluoro-3-nitrobenzene (23.2 g, 0.106 mol), tripotassium phosphate (K3PO4) (33.6 g, 0.158 mol), palladium acetate (1.19 g, 0.00528 mol), and Xantphos (6.11 g, 0.0106 mol) were added to a flask, dissolved in tetrahydrofuran, and then refluxed for 24 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. Then, compound A-3 (10.9 g, yield: 70%) was obtained by column chromatography.

[0061] 3. Synthesis of Compound A-4 Compound A-3 (8.5 g, 0.0286 mol) and pyridine hydrochloride (49.6 g, 0.429 mol) were added to a flask and refluxed at 200 °C for 2 hours. After the reaction was completed, ethyl acetate was added to the mixture to dissolve it, and then the mixture was neutralized with an aqueous calcium carbonate solution. The organic layer was then extracted and dried over magnesium sulfate. Compound A-4 (5.5 g, yield: 67.9%) was obtained by column chromatography.

[0062] 4. Synthesis of Compound A-5 Compound A-4 (5.5 g, 0.0194 mol) and potassium carbonate (1.34 g, 0.00971 mol) were added to a flask, dissolved in 129 mL of dimethylformamide (DMF), and then heated at 150 °C for 2 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. Compound A-5 (4 g, yield: 78.3%) was obtained by column chromatography.

[0063] 5. Synthesis of Compound A-6 Compound A-5 (4 g, 0.0152 mol) and triphenylphosphine (PPh3) (9.96 g, 0.038 mol) were added to a flask, dissolved in 1,2-dichlorobenzene (o-DCB), and then refluxed for 24 hours. After the reaction was completed, the solvent was removed by distillation and dissolved in ethyl acetate. The organic layer was extracted and dried over magnesium sulfate. Compound A-6 (3.2 g, yield: 91.1%) was then obtained by column chromatography.

[0064] 6. Synthesis of Compound C-1 Compound A-6 (3.2 g, 0.0138 mol), compound B (8.06 g, 0.0208 mol), tris(dibenzylideneacetone)dipalladium(0) (0.630 g, 0.000692 mol), Esphos (0.568 g, 0.00138 mol), and sodium tert-butoxide (3.99 g, 0.0415 mol) were added to a flask, dissolved in 70 mL of o-xylene, and then refluxed for 2 hours. After the reaction was completed, the organic layer was separated with ethyl acetate and dried over magnesium sulfate. Then, compound C-1 (3 g, yield: 40%) was obtained by column chromatography.

[0065] [Table 1]

[0066] [Example 2] Synthesis of Compound C-3 [ka] Compound A-6 (2.3 g, 0.00995 mol), compound D (3.86 g, 0.00995 mol), copper(II) sulfate (0.794 g, 0.00497 mol), and potassium carbonate (2.75 g, 0.0199 mol) were added to a flask, dissolved in 66.3 mL of o-dichlorobenzene, and then refluxed for 24 hours. After the reaction was completed, the solvent was removed by distillation and dissolved in ethyl acetate. The organic layer was separated and dried over magnesium sulfate. Then, the mixture was separated by column chromatography to obtain compound C-3 (2.2 g, yield: 41.1%).

[0067] [Table 2]

[0068] Hereinafter, the luminescent properties of the organic electroluminescent devices containing the organic electroluminescent compounds of the present disclosure will be described for a detailed understanding of the present disclosure.

[0069] Device Examples 1 and 2: Preparation of OLEDs containing host compounds according to the present disclosure An OLED according to the present disclosure was fabricated. First, a transparent indium tin oxide (ITO) thin film (10 Ω / sq) (Geomatec Co., Ltd., Japan) on a glass substrate for the OLED was subjected to ultrasonic cleaning in acetone and isopropanol, followed by storage in isopropanol. The ITO substrate was then attached to a substrate holder in a vacuum evaporation system. Compound HI-1 was introduced into a cell in the vacuum evaporation system, and then compound HT-1 was introduced into another cell in the vacuum evaporation system. The two materials were evaporated at different rates, each with a doping amount of 3 wt %, to form a hole injection layer with a thickness of 10 nm on the ITO substrate. Next, compound HT-1 was introduced into the cell in the vacuum evaporation system, and a current was passed through the cell to cause evaporation, thereby forming a first hole transport layer with a thickness of 80 nm on the first hole injection layer. Next, compound HT-2 was introduced into another cell of the vacuum evaporation system, and a current was passed through the cell to evaporate it, thereby forming a second hole-transporting layer with a thickness of 60 nm on the first hole-transporting layer. After forming the hole-injection layer and hole-transporting layer, an emissive layer was formed thereon as follows. The compounds shown in Table 1 below were introduced into one cell of the vacuum evaporation system as a host, and compound D-39 was introduced into another cell as a dopant. The two materials were evaporated at different rates, each with a doping amount of 3 wt % to form an emissive layer with a thickness of 40 nm on the hole-transporting layer. Next, compounds ET-1 and EI-1 were evaporated in a 1:1 ratio in two other cells to form an electron-transporting layer with a thickness of 35 nm on the emissive layer. After compound EI-1 was deposited on the electron-transporting layer as a 2 nm-thick electron-injection layer, an 80 nm-thick Al cathode was deposited on the electron-injection layer using another vacuum evaporation system. Thus, an OLED was fabricated.

[0070] [Comparative Example 1] Preparation of an OLED containing a conventional host compound An OLED was fabricated in the same manner as in Device Example 1, except that the compound CBP was used as the host in the emissive layer.

[0071] The organic electroluminescent devices according to the device examples 1 and 2 and comparative example 1 prepared as above were measured for driving voltage, luminous efficiency and luminous color at a luminance of 1,000 nits, and the results are shown in Table 1 below.

[0072] [Table 3]

[0073] From the results of the characteristics of the devices of Examples 1 and 2 and Comparative Example 1, it can be seen that by using the organic electroluminescent compound according to the present disclosure as a host compound, the organic electroluminescent device exhibits significantly lower driving voltage and higher luminous efficiency than organic electroluminescent devices containing conventional host compounds.

[0074] The compounds used in the above device examples and comparative examples are shown in Table 2 below.

[0075] [Table 4]

Claims

1. Formula 1 below: 【Chemistry 1】 An organic electroluminescent compound represented by: The formula 1 can be expressed as the following formula 2-1: 【Chemistry 2】 (In the formula, X １ ~X ８ are each independently CR １ represents R １ represents hydrogen or deuterium, L １ represents a substituted or unsubstituted phenylene; Ar １ represents a substituted or unsubstituted triazinyl; the substituent of the substituted triazinyl is (C6-C30)aryl; The substituent of the substituted phenylene is at least one selected from the group consisting of deuterium and (C1-C30) alkyl.

1. An organic electroluminescent compound represented by:

2. In the formula 2-1, L １ represents a deuterium-substituted or unsubstituted phenylene; Ar １ represents a substituted or unsubstituted triazinyl; 2. The organic electroluminescent compound according to claim 1, wherein the substituent of the substituted triazinyl is phenyl.

3. The following compounds: 【Transformation 3】 2. The organic electroluminescent compound according to claim 1, selected from:

4. An organic electroluminescent device comprising the organic electroluminescent compound of claim 1.

5. 5. The organic electroluminescent device according to claim 4, wherein the organic electroluminescent compound is contained in a light-emitting layer.

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