Organic electroluminescent compound and organic electroluminescent element containing the same

Abstract

To provide an organic electroluminescent compound and an organic electroluminescent element containing the same.SOLUTION: The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent element containing the same. By including the organic electroluminescent compound disclosed herein, it is possible to provide the organic electroluminescent element exhibiting lower driving voltages and / or higher efficiency and / or longer lifetime characteristics compared to conventional organic electroluminescent elements.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to organic electroluminescent compounds and organic electroluminescent devices containing the organic electroluminescent compounds. [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 organic electroluminescent devices has progressed rapidly, and OLEDs have been commercialized. Currently, OLEDs mainly use phosphorescent materials with excellent luminous efficiency in panel packaging. Therefore, OLEDs with high luminous efficiency are needed for long-term use and high display resolution.

[0003] Although Patent Document 1 and Patent Document 2 disclose organic electroluminescence devices having a light-emitting unit and a charge-generating layer, they do not specifically disclose organic electroluminescence devices in which a plurality of light-emitting layers and / or a plurality of light-emitting units having a charge-generating layer contain a compound according to the present disclosure as disclosed herein. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Korean Patent Application Publication No. 10-2020-0037654 [Patent Document 2] Korean Patent Application Publication No. 10-2023-0006841 [Patent Document 3] Korean Patent No. 10-2283849 [Patent Document 4] Korean Patent No. 10-1427457 Summary of the Invention [Problem to be solved by the invention]

[0005] The object of the present disclosure is, first, to provide an organic electroluminescent compound that is effective in producing an organic electroluminescent device having low driving voltage and / or high efficiency and / or long life characteristics, and, second, to provide an organic electroluminescent device comprising the organic electroluminescent compound according to the present disclosure. [Means for solving the problem]

[0006] As a result of intensive research to solve the above-mentioned technical problems, the present inventors have found that the above-mentioned object can be achieved by an organic electroluminescent compound represented by the following formula 1, and an organic electroluminescent device comprising the same, thereby completing the present invention. [ka]

[0007] In Equation 1, R1~R 10 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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; However, R1 to R 10 at least one of is -L-Ar; L is a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar is represented by the following formula 1A: [ka] (where, in Equation 1A, X is -O-, -NR'9, or -CR' 10 R' 11 represents; Any one of R'1 to R'8 is a moiety linked to the above-mentioned L, and R'1 to R'8 that are not linked to the above-mentioned L are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to 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 (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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; R'9~R' 11 are each independently substituted or unsubstituted (C1 to 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 (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 with an aromatic ring; or R' 10 and R' 11 may be linked to each other to form a ring).

[0008] Advantageous Effects of the Invention By including the organic electroluminescent compound according to the present disclosure, an organic electroluminescent device having low driving voltage and / or high efficiency and / or long life characteristics can be manufactured. DETAILED DESCRIPTION OF THE INVENTION

[0009] 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.

[0010] The present disclosure relates to an organic electroluminescent compound represented by Formula 1, and an organic electroluminescent device comprising the organic electroluminescent compound.

[0011] The present disclosure relates to an organic electroluminescent device comprising an organic electroluminescent compound represented by Formula 1 and an organic electroluminescent compound represented by Formula 2.

[0012] As used herein, the term "organic electroluminescent compound" in the present disclosure means a compound that can be used in an organic electroluminescent device, and can be contained in any material layer that constitutes the organic electroluminescent device, as needed.

[0013] As used herein, the term "organic electroluminescent material" refers to a material that can be used in an organic electroluminescent device and can contain at least one compound. Such a material can be included in any layer that constitutes the 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.

[0014] In this specification, "(C1 to C 30 The term "(C3-C4 alkyl" means a straight-chain or branched alkyl having 1 to 30 carbon atoms (preferably 1 to 20, more preferably 1 to 10) constituting the chain. Examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, and tert-butyl. In the present specification, the term "(C3-C4 alkyl" means a straight-chain or branched alkyl having 1 to 30 carbon atoms (preferably 1 to 20, more preferably 1 to 10) constituting the chain. 30The term "(3- to 7-membered)cycloalkyl" refers to a saturated or partially unsaturated monocyclic or polycyclic cyclic hydrocarbon substituent having 3 to 30 skeletal carbon atoms (preferably 3 to 20, more preferably 3 to 7). Non-limiting examples of monocyclic cycloalkyls include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, cyclohexadienyl, cycloheptyl, cycloheptatrienyl, and cyclooctyl. In the present disclosure, "(3- to 7-membered)heterocycloalkyl" refers to a saturated or partially unsaturated monocyclic or polycyclic cyclic hydrocarbon substituent having 3 to 20 skeletal carbon atoms (preferably 3 to 7, more preferably 5 to 7) and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably O, S, and N. Examples of the heterocycloalkyl include tetrahydrofuran, pyrrolidine, thiolane, and tetrahydropyran. In this disclosure, "(C6-C 30The term "aryl(ene)" refers to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 skeletal ring carbon atoms, preferably 6 to 20, more preferably 6 to 15 skeletal ring carbon atoms. The aryl may be partially saturated or may contain a spiro structure. Specific examples of aryl 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-fluorenyl]yl (spirobifluorenyl), spiro[fluorene-benzofluorenyl]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. 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,It can be 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-fluoranthenyl, benzofluoranthenyl, and the like. The "(3- to 30-membered) heteroaryl(ene)" in the present disclosure is an aryl having 3 to 30 skeletal ring atoms (wherein the number of skeletal ring atoms is preferably 5 to 25) and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Se, and Ge. The number of heteroatoms in the heteroaryl is preferably 1 to 4. The above-mentioned heteroaryl may be a monocyclic ring or a fused ring fused with at least one benzene ring, or may be partially saturated. Furthermore, the above-mentioned heteroaryl in the present specification may be formed by linking at least one heteroaryl or aryl group to a heteroaryl group via a single bond. Specific examples of heteroaryl include monocyclic heteroaryl (including furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, etc.), and condensed ring heteroaryl (benzofuranyl, benzothiophene, etc.). nyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridinyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl,Examples of heteroaryl include phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizidinyl, acridinyl, silafluorenyl, germafluorenyl, and the like. More specifically, heteroaryl includes 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, and the like. izidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolizidinyl indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl,4-carbazolyl, 9-carbazolyl, 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 toridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-t-butyl pyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-t-butyl-1-indolyl, 4-t-butyl-1-indolyl, 2-t-butyl-3-indolyl, 4-t-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiofenyl phenyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl,It can be 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. Furthermore, "heteroaryl(ene)" can be classified as heteroaryl(ene) having electronic properties or heteroaryl(ene) having hole properties. Heteroaryl(ene) having electronic properties is a substituent in which electrons are relatively abundant in the core, for example, it can be substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted quinolyl, etc. Heteroaryl(ene) having hole properties is a substituent in which electrons are relatively deficient in the core, for example, it can be substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl. As used herein, "(C3-C, 30 ) aliphatic ring and (C6~C 30 The fused ring with an aromatic ring has 3 to 30 ring skeletal carbon atoms (wherein the number of carbon atoms is The term "fused ring" refers to a ring formed by condensing at least one aliphatic ring having 6 to 30 ring skeletal carbon atoms (wherein the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18) with at least one aromatic ring having 6 to 30 ring skeletal carbon atoms (wherein the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18). For example, the fused ring may be a fused ring of at least one benzene and at least one cyclohexane, or a fused ring of at least one naphthalene and at least one cyclopentane. In this specification, the term "fused ring" refers to a ring formed by condensing at least one aliphatic ring having 6 to 30 ring skeletal carbon atoms (wherein the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18). 30 ) aliphatic ring and (C6~C 30 ) A carbon atom in the fused ring with the aromatic ring can be replaced with at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. "Halogen" in this disclosure includes F, Cl, Br, and I.

[0015] Additionally, "ortho (o-)," "meta (m-)," and "para (p-)" are intended to indicate the substitution positions of all substituents. The ortho configuration describes a compound having substituents adjacent to each other, for example, at the 1- and 2-positions on a benzene. The meta configuration describes a compound having substituents at the substitution positions next to the immediately adjacent substitution positions, for example, at the 1- and 3-positions on a benzene. The para configuration describes a compound having substituents at the substitution positions next to the meta positions, for example, at the 1- and 4-positions on a benzene.

[0016] As used herein, the term "ring formed by linking adjacent substituents" refers to a substituted or unsubstituted (3-30 membered), monocyclic or polycyclic, alicyclic ring, aromatic ring, or combination thereof formed by linking or fusing two or more adjacent substituents, and preferably, it may be a substituted or unsubstituted (3-26 membered), monocyclic or polycyclic, alicyclic ring, 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 N, O, and S. According to one embodiment of the present disclosure, the number of ring skeletal atoms is 5 to 20; according to another embodiment of the present disclosure, the number of ring skeletal atoms is 5 to 15.

[0017] Furthermore, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced with another atom or another functional group, i.e., a substituent. Unless otherwise specified, a substituent may not be limited to the hydrogen at the position where the substituent can be substituted, and when two or more hydrogen atoms in a functional group are each replaced with a substituent, the substituents may be the same or different from each other. For a functional group, the maximum number of substituents that can be substituted can be the total number of valences that can be substituted for each atom that forms the functional group. Preferably, in the formulas of the present disclosure, the substituted alkyl, substituted alkenyl, substituted aryl(ene), substituted heteroaryl(ene), substituted cycloalkyl, substituted cycloalkenyl, substituted heterocycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted fused ring of an aliphatic ring and an aromatic ring, substituted mono- or dialkylamino, substituted mono- or dialkenylamino, substituted mono- or diarylamino, substituted mono- or diheteroarylamino, substituted alkylalkenylamino, substituted alkylarylamino, substituted alkylheteroarylamino, substituted alkenylarylamino, substituted alkenylheteroarylamino, substituted arylheteroarylamino, substituted arene ring, and substituted heteroarene ring are each independently: deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; unsubstituted or deuterium-substituted (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; unsubstituted or deuterium and (C6-C 30(3-30 membered) heteroaryl substituted with at least one of aryl; unsubstituted or deuterium, (C1-C 30 ) Alkyl, (C6-C 30 )aryl, and (3-30 membered)heteroaryl substituted with at least one of (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(3-30 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(3-30 membered)heteroarylamino; (C1-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 )ar(C1~C 30 ) alkyl; and (C1-C 30) Alkyl (C6-C 30 ) aryl; for example, the substituents may be substituted or unsubstituted methyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, and the like.

[0018] In the chemical formulas or compound structures herein, if no substituents are indicated, this can mean that all positions where a substituent could be located are occupied by hydrogen or deuterium. That is, in the case of deuterium, an isotope of hydrogen, some hydrogen atoms can be replaced by deuterium, and the deuterium content can range from 0% to 100%. In the chemical formulas or compound structures herein, if no substituents are indicated and the deuterium content is 0% and the hydrogen content is 100%, and a substituent such as hydrogen is not specifically excluded, hydrogen and deuterium can be used interchangeably within the compound. The deuterium mentioned above is an isotope of hydrogen consisting of one proton and one neutron, and has an atomic nucleus called a deuteron. Deuterium can be represented as hydrogen 2, and its element symbol is D or . 2 It can be written as H. Isotopes with the same atomic number (Z) but different mass numbers (A) refer to atoms with the same number of protons but different numbers of neutrons.

[0019] As used herein, "combinations thereof" refers to the formation of known or chemically stable combinations that can be envisioned by those skilled in the art through the combination of one or more elements from the applicable list. For example, alkyl and deuterium can be combined to form a partially or fully deuterated alkyl group; halogen and alkyl can be combined to form a halogenated alkyl substituent; halogen, alkyl and aryl can be combined to form a halogenated arylalkyl. For example, preferred combinations of substituents can contain up to 50 non-hydrogen and non-deuterium atoms, or up to 40 non-hydrogen and non-deuterium atoms, or up to 30 non-hydrogen and non-deuterium atoms, and in many cases preferred combinations of substituents can contain up to 20 non-hydrogen and non-deuterium atoms.

[0020] In the formulae of the present disclosure, when multiple substituents are represented by the same symbol, each substituent represented by the same symbol may be the same or different.

[0021] The organic electroluminescent compound according to one embodiment will be described in detail below.

[0022] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 1: [ka]

[0023] In Equation 1, R1~R 10 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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; However, R1 to R 10 at least one of is -L-Ar; L is a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar is represented by the following formula 1A: [ka] Here, in Equation 1A: X is -O-, -NR'9, or -CR' 10 R' 11 represents; Any one of R'1 to R'8 is a moiety linked to the above-mentioned L, and R'1 to R'8 that are not linked to the above-mentioned L are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to 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 (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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; R'9~R' 11 are each independently substituted or unsubstituted (C1 to 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 (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 with an aromatic ring; or R' 10 and R' 11 may be linked to each other to form a ring.

[0024] According to one embodiment, the organic electroluminescent compound represented by Formula 1 can include at least one deuterium atom.

[0025] In one embodiment, R to R 10are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C6 to C 30 ) aryl, substituted or unsubstituted (5 to 30 membered) heteroaryl, or (C3 to C 30 ) aliphatic ring and (C6~C 30 ) a substituted or unsubstituted fused ring with an aromatic ring, preferably hydrogen, deuterium, or an unsubstituted or (C6-C 30 ) aryl-substituted (C6-C 25 ) aryl, unsubstituted or (C6-C 30 ) (5-25 membered) heteroaryl substituted with aryl, or (C5-C 25 ) aliphatic ring and (C6~C 25 ) a substituted or unsubstituted fused ring with an aromatic ring, more preferably hydrogen, deuterium, or an unsubstituted or (C6-C 30 ) aryl-substituted (C6-C 18 ) aryl, unsubstituted or (C6-C 30 ) (5-18 membered) heteroaryl substituted with aryl, or (C5-C 18 ) aliphatic ring and (C6~C 18 ) may be a substituted or unsubstituted fused ring with an aromatic ring. For example, R to R 10 are each independently hydrogen, deuterium, unsubstituted or tert-butyl- or naphthyl-substituted phenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted o-biphenyl, unsubstituted or phenyl-substituted naphthyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted pyrenyl, substituted or unsubstituted phenanthrenyl, 1,1,4,4-tetramethyltetralinyl, unsubstituted or phenyl-substituted benzoxazolyl, or substituted or unsubstituted indolo[3,2,1-jk]carbazolyl.

[0026] In one embodiment, R3 can be -L-Ar, preferably R3 can be -L-Ar, and R8 can be deuterium, halogen, cyano, substituted or unsubstituted (C1-C 30 ) alkyl, substituted or unsubstituted (C6-C 30 )aryl, or substituted or unsubstituted (3-30 membered) heteroaryl, more preferably R3 can be -L-Ar and R8 can be substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3-30 membered) heteroaryl.

[0027] In one embodiment, L is a single bond or a substituted or unsubstituted (C6-C 30 ) arylene, preferably a single bond, or unsubstituted or (C6-C 30 ) aryl-substituted (C6-C 25 ) arylene, more preferably a single bond, or unsubstituted or (C6-C 30 ) aryl-substituted (C6-C 18 For example, L can be a single bond; phenyl that is unsubstituted or substituted with tert-butyl; naphthyl; or phenylene that is unsubstituted or substituted with 1,1,4,4-tetramethyltetralinyl.

[0028] In one embodiment, X can be —O—.

[0029] In one embodiment, any one of R'1 to R'8 may be a moiety linked to the above-mentioned L, and R'1 to R'8 that are not linked to the above-mentioned L are each independently hydrogen, deuterium, or a substituted or unsubstituted (C6 to C 30 ) aryl; or, in combination with adjacent substituents, may be a ring, preferably hydrogen, or a substituted or unsubstituted (C6-C 25 or can be linked with adjacent substituents to form a substituted or unsubstituted (3-30 membered) monocyclic polycyclic, alicyclic or aromatic ring, or a combination thereof, more preferably hydrogen, or a substituted or unsubstituted (C6-C18 or can be linked to adjacent substituents to form a substituted or unsubstituted (3 to 30-membered) monocyclic or polycyclic aromatic ring. For example, R'1 to R'8 not linked to L above may each independently be hydrogen, deuterium, substituted or unsubstituted phenyl, or substituted or unsubstituted naphthyl, or may be linked to adjacent substituents to form a benzene ring.

[0030] The organic electroluminescent compound represented by Formula 1 according to one embodiment can be represented by the following Formula 1-1: [ka]

[0031] In Equation 1-1, R1 to R4 and R8 to R 10 is as defined in Equation 1; R 11 ~R 14 are 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 (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 with an aromatic ring; or may be linked to adjacent substituents to form a ring.

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

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[0033] In the above compound, D n indicates that n hydrogen atoms have been replaced with deuterium, where n ranges from 1 to the total number of hydrogen atoms in the compound.

[0034] An organic electroluminescent compound according to another embodiment of the present disclosure is represented by Formula 2: [ka]

[0035] 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-C30 ) 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 ) represents; L 11 and L 12 are each independently a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar 11 is substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; Ar A is substituted or unsubstituted (C6-C 30 ) aryl, substituted or unsubstituted (3 to 30 membered) heteroaryl, or the following formula A-1: [ka] (Here, in formula A-1, T1 is -O-, -S-, -CR a R b , or -NR c represents; Ring A and ring B are each independently substituted or unsubstituted (C6 to C 30 ) arene ring or substituted or unsubstituted (3 to 30 membered) heteroarene ring; R 19 and R20 are each independently, L 12 or a moiety connected to 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 ) represents; 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 linked together to form a ring; R c is substituted or unsubstituted (C1 to C 30 ) alkyl or substituted or unsubstituted (C6-C 30 ) represents aryl; L 13 is a single bond, substituted or unsubstituted (C6-C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; Ar13 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, (C3-C 30 ) aliphatic ring and (C6~C 30 ) substituted or unsubstituted fused rings with aromatic rings, 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, or substituted or unsubstituted tri(C6-C 30 ) represents arylsilyl).

[0036] In one embodiment, R 11 ~R 18 may each independently be hydrogen or deuterium.

[0037] In one embodiment, R 19 and R 20 are each independently, L 12 The moiety linked to may be hydrogen or deuterium.

[0038] In one embodiment, L 11 and L 12 are each independently a single bond, or a substituted or unsubstituted (C6 to C 30 ) arylene, preferably a single bond, or unsubstituted or (C6-C 30 ) aryl-substituted (C6-C 25) arylene, more preferably a single bond, or unsubstituted or C6-C 30 ) aryl-substituted (C6-C 18 ) arylene. For example, L 11 and L 12 may each independently be unsubstituted or phenyl-substituted phenylene, unsubstituted or phenyl-substituted naphthylene, or substituted or unsubstituted phenanthrenylene, where these substituents may be further substituted with at least one deuterium.

[0039] In one embodiment, Ar 11 and Ar A are each independently substituted or unsubstituted (C6 to C 30 )aryl or substituted or unsubstituted (5-30 membered) heteroaryl, preferably substituted or unsubstituted (C6-C 30 )aryl or substituted or unsubstituted (5-25 membered) heteroaryl, more preferably substituted or unsubstituted (C6-C 25 ) aryl or substituted or unsubstituted (5-18 membered) heteroaryl. For example, Ar 11 and Ar Amay each independently be unsubstituted or naphthyl-substituted phenyl, unsubstituted or phenyl-substituted naphthyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted dimethylfluorenyl, substituted or unsubstituted diphenylfluorenyl, substituted or unsubstituted dimethylbenzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted naphthobenzofuranyl, or substituted or unsubstituted naphthobenzothiophenyl, wherein these substituents may be further substituted with at least one deuterium. For example, Ar 11 can 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. For example, Ar A can 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, unsubstituted or deuterium-substituted dibenzofuranyl, unsubstituted or deuterium-substituted dibenzothiophenyl, or a combination thereof.

[0040] In one embodiment, Ar A can be a substituent represented by formula A-1.

[0041] In one embodiment, T1 in formula A-1 is -O-, -S-, or -CR aR b It could be.

[0042] In one embodiment, ring A and ring B in formula A-1 can each independently be a benzene ring or a naphthalene ring.

[0043] In one embodiment, rings A and B in formula A-1 are all substituted or unsubstituted benzene rings, preferably unsubstituted or deuterium or (C6-C 30 ) an aryl-substituted benzene ring, more preferably an unsubstituted or substituted benzene ring with deuterium, phenyl, naphthyl, or biphenyl.

[0044] According to one embodiment, the organic electroluminescent compounds represented by Formula 2 can be more specifically exemplified by, but not limited to, the following compounds: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

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[0045] In these compounds, D n indicates that n hydrogen atoms have been replaced with deuterium, where n ranges from 1 to the total number of hydrogen atoms in the compound.

[0046] An organic electroluminescent device to which the above-mentioned organic electroluminescent compound is applied will be described below.

[0047] According to another embodiment of the present disclosure, there is provided an organic electroluminescent device comprising: a first electrode; a second electrode opposite the first electrode; and a plurality of light-emitting layers disposed between the first electrode and the second electrode. The light-emitting layers include a first light-emitting layer and a second light-emitting layer adjacent to each other, wherein the first light-emitting layer comprises an organic electroluminescent compound represented by Formula 1 as a first host compound. The first light-emitting layer can further comprise an additional host compound in addition to the organic electroluminescent compound represented by Formula 1.

[0048] According to one embodiment, the second light-emitting layer comprises an organic electroluminescent compound represented by Formula 2 as a second host compound. The second light-emitting layer can also further comprise an additional host compound in addition to the organic electroluminescent compound represented by Formula 2.

[0049] According to another embodiment, both the first and second light-emitting layers can further comprise an additional host compound.

[0050] In one embodiment, both the first and second light-emitting layers can be blue light-emitting layers.

[0051] The organic electroluminescent device according to the embodiment may further include a third light-emitting layer adjacent to the second light-emitting layer.

[0052] An organic electroluminescent device according to an embodiment may further include organic layers, such as a hole transport layer, an emitting layer, a hole auxiliary layer, an electron blocking layer, and an emitting auxiliary layer, in addition to a first electrode; a second electrode; and a plurality of emitting layers disposed between the first and second electrodes. In addition to the hole transport layer, the emitting layer, the hole auxiliary layer, the electron blocking layer, and the emitting auxiliary layer, the organic electroluminescent device may further include at least one layer selected from a hole injection layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron buffer layer. The organic layer may further include an amine-based compound and / or an azine-based compound other than the emitting material according to the present disclosure. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the emitting layer, the emitting auxiliary layer, or the electron blocking layer may include 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, emitting material, emitting auxiliary material, or electron blocking material. The electron transport layer, electron injection layer, electron buffer layer, or hole blocking layer may contain an azine compound as the electron transport material, electron injection material, electron buffer material, or hole blocking material.The organic layer may further contain at least one metal selected from the group consisting of metals of Group 1, Group 2, transition metals of Period 4, transition metals of Period 5, lanthanides, and d-transition elements of the periodic table, or at least one complex compound metal containing such metals.

[0053] The organic electroluminescent compound according to one embodiment can be used as a light-emitting material for a white organic light-emitting device. It has been suggested that the white organic light-emitting device has various structures, such as a parallel side-by-side arrangement, a stacking arrangement, or a CCM (color conversion material) arrangement, according to the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units. Furthermore, the organic electroluminescent compound according to one embodiment can also be applied to an organic electroluminescent device containing QDs (quantum dots).

[0054] According to one embodiment, one of the first electrode and the second electrode can be an anode, and the other can be a cathode. Here, the first electrode and the second electrode can be formed from a transparent conductive material, or a semi-transparent or 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.

[0055] 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, two types of compounds can be used simultaneously in each multi-layered layer. The hole injection layer can also be doped with a p-dopant. An electron blocking layer can also be placed between the hole transport layer (or hole injection layer) and the light-emitting layer to prevent electrons from overflowing from the light-emitting layer, thereby confining excitons within the light-emitting layer and preventing light leakage. The hole transport layer or electron blocking layer can be multi-layered, in which case each layer can use multiple compounds.

[0056] 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. To control electron injection and improve the interface characteristics between the light-emitting layer and the electron injection layer, the electron buffer layer can be multilayered, and in this case, each multilayer can simultaneously use two different compounds. A hole blocking layer can be disposed between the electron transport layer (or electron injection layer) and the light-emitting layer to prevent holes from reaching the cathode, thereby improving the possibility of electrons and holes recombining in the light-emitting layer. The hole blocking layer or electron transport layer can also be multilayered, and in this case, each layer can use multiple compounds. The electron injection layer can also be doped with an n-dopant.

[0057] A 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 to 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 to prevent hole overflow. Furthermore, a hole auxiliary layer can be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer, which can be effective in promoting or blocking the hole transport rate (or hole injection rate), thereby making it possible to control the charge balance. 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.

[0058] In the organic electroluminescent device of the present disclosure, at least one layer (hereinafter referred to as "surface layer") selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer can be preferably disposed on the inner surface of one or both of the electrode pairs. Specifically, a silicon and aluminum chalcogenide (including oxide) layer is preferably disposed on the anode surface of the electroluminescent medium layer, and a metal halide or metal oxide layer is preferably disposed on the cathode surface of the electroluminescent medium layer. The operational stability of the organic electroluminescent device can be obtained by the surface layer. 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.; metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0059] 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 disposed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, thereby making it easier to inject and transport electrons from the mixed region into the electroluminescent medium. Furthermore, the hole transport compound is oxidized to a cation, thereby making it easier to inject and transport holes from the mixed region into 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. Furthermore, an organic electroluminescent device having two or more light-emitting layers and emitting white light can be fabricated by using a reductive dopant layer as a charge generation layer.

[0060] According to another embodiment of the present disclosure, there is provided an organic electroluminescent device comprising: a first electrode; a second electrode opposite the first electrode; two or more light-emitting units (each comprising at least one light-emitting layer) disposed between the first and second electrodes; and an n-type charge generating layer disposed between each of the light-emitting units, wherein at least one of the light-emitting units comprises a first light-emitting layer and a second light-emitting layer adjacent to each other, and the n-type charge generating layer comprises at least one compound having a skeleton selected from the group consisting of phenanthroline, quinazoline, quinoxaline, terpyridine, and phenanthrooxazole.

[0061] According to one embodiment, the organic electroluminescent device further includes an electron transport layer located between the light-emitting unit and the second electrode, and the electron transport layer can include an organic electroluminescent compound represented by the following Formula 3: [ka]

[0062] In Equation 3, R 31 ~R 38 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 with an aromatic ring; R 39 is hydrogen, or a substituted or unsubstituted (C1-C 30 ) represents alkyl; L 31 and L 32 are each independently a single bond, or a substituted or unsubstituted (C6 to C 30 ) represents arylene; Ar 31 is substituted or unsubstituted (C6-C 30 ) aryl or substituted or unsubstituted (3 to 30 membered) heteroaryl; X 31 and X 32 are each independently, NR 40 represents; R 40 L 32or a hydrogen, deuterium, or substituted or unsubstituted (C1-C 30 ) alkyl.

[0063] In one embodiment, the first light-emitting layer can include a compound having a fused ring system containing four or more rings. For example, the first light-emitting layer can include at least one compound having a skeleton selected from pyrene, benzanthracene, xanthene, chrysene, fluoranthene, triphenylene, benzoxanthene, dibenzochrysene, benzophenanthrene, and phenanthrofuran.

[0064] In one embodiment, the second light-emitting layer can include a compound having an anthracene skeleton.

[0065] In one embodiment, at least one of the first light-emitting layer and the second light-emitting layer can include at least one deuterium-containing compound.

[0066] In one embodiment, the n-type charge generating layer may include, but is not limited to, at least one of the following specific compounds. [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0067] In these compounds, Dₙ indicates that n hydrogen atoms have been replaced with deuterium atoms, where n is an integer ranging from 1 to the maximum number of hydrogen atoms present in the compound.

[0068] According to another embodiment of the present disclosure, there is provided an organic electroluminescent device comprising: a first electrode; a second electrode opposite the first electrode; and two or more light-emitting units (each comprising at least one light-emitting layer, wherein at least one of the light-emitting units comprises, in order, a first light-emitting layer, a second light-emitting layer, and a third light-emitting layer that are adjacent to one another in order) disposed between the first electrode and the second electrode. The first light-emitting layer is disposed adjacent to the first electrode, and the third light-emitting layer is disposed adjacent to the second electrode, and the first and third light-emitting layers comprise the same compound.

[0069] According to another embodiment of the present disclosure, there is provided an organic electroluminescent device, comprising: a first electrode; a second electrode opposite the first electrode; and a first light-emitting layer, a second light-emitting layer, and a third light-emitting layer adjacent to one another and sequentially disposed between the first electrode and the second electrode, wherein the first light-emitting layer is disposed adjacent to the first electrode and the third light-emitting layer is disposed adjacent to the second electrode, and the host materials of these adjacent light-emitting layers are different from one another.

[0070] According to one embodiment, the host materials of each of the first, second, and third light-emitting layers can include different compounds.

[0071] According to another embodiment, the host material of each of the first and third light-emitting layers can comprise the same compound.

[0072] In one embodiment, the host material of at least two layers in each of the first, second, and third light-emitting layers can comprise a composition including two or more compounds, where the composition of each layer can include the same compounds, but the ratio of the compounds in each composition can be different.

[0073] An organic electroluminescent device according to one embodiment of the present disclosure may be an organic electroluminescent device having a tandem structure. In a tandem organic electroluminescent device according to one embodiment, a single light-emitting unit (light-emitting unit) may be formed by connecting two or more units via a charge-generating layer. The organic electroluminescent device may include a plurality of two or more light-emitting units, for example, a plurality of three or more light-emitting units, each having a first electrode and a second electrode facing each other on a substrate, and an light-emitting layer emitting light in a specific wavelength range stacked between the first and second electrodes. The organic electroluminescent device may include a plurality of light-emitting units, each of which may include a hole-transporting zone, a light-emitting layer, and a hole-transporting zone, the hole-transporting zone may include a hole-injection layer and a hole-transporting layer, and the electron-transporting zone may include an electron-transporting layer and an electron-injection layer. According to one embodiment, three or more light-emitting layers may be included in the light-emitting unit. The plurality of light-emitting units may emit the same color or different colors. Furthermore, one light-emitting unit can include one or more light-emitting layers, and the multiple light-emitting layers can be light-emitting layers of the same or different colors. This can include one or more charge-generating layers located between each light-emitting unit. A charge-generating layer refers to a layer in which holes and electrons are generated when a voltage is applied. When three or more light-emitting units are present, a charge-generating layer can be located between each light-emitting unit. In this case, the multiple charge-generating layers can be the same or different from each other. By arranging a charge-generating layer between the light-emitting units, the current efficiency in each light-emitting unit can be increased and charge can be distributed smoothly. Specifically, a charge-generating layer can be provided between two adjacent stacks, which can be useful for driving a tandem organic electroluminescent device using only an anode-cathode pair without a separate internal electrode located between the stacks.

[0074] The charge generation layer may be composed of an n-type charge generation layer and a p-type charge generation layer. The n-type charge generation layer may be doped with an alkali metal, an alkaline earth metal, or a compound of an alkali metal and an alkaline earth metal. The alkali metal may include a metal selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb, and combinations thereof. The alkaline earth metal may include a metal selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra, and combinations thereof. The p-type charge generation layer may be made of a metal or organic material doped with a p-type dopant. For example, the metal may be an alloy of one or more metals selected from the group consisting of Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni, and Ti. Furthermore, commonly used materials may be used as p-type dopants and host materials for the p-type doped organic material.

[0075] According to one embodiment, the light-emitting layer may further comprise one or more dopants.

[0076] As the dopant in the organic electroluminescent device of the present disclosure, one or more phosphorescent or fluorescent dopants can be used, and fluorescent dopants are preferred.The fluorescent dopant material that is applied to the organic electroluminescent device of the present disclosure can be, but is not limited to, the compound represented by the following formula D: [ka]

[0077] In formula D R 101 ~R 111 are 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 linked to adjacent substituents to form a ring; Y'1 represents B; X'1 and X'2 each independently represent NR'; R' is 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 111 can be linked to at least one of to form a ring; L'4 is a single bond, a substituted or unsubstituted (C6 to C 30 ) arylene, or substituted or unsubstituted (3 to 30 membered) heteroarylene; AR'4 and AR'5 each independently represent hydrogen, a substituted or unsubstituted (C1 to C 30 ) alkyl, substituted or unsubstituted (C2-C 30) alkenyl, (C3-C 30 ) aliphatic ring and (C6~C 30 ) A substituted or unsubstituted fused ring with an aromatic ring, substituted or unsubstituted (C6-C 30 ) aryl, or substituted or unsubstituted (3 to 30 membered) heteroaryl. 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, substituted or unsubstituted (5-20 membered) heteroaryl, or -L'4-N-(AR'4)(AR'5), or may be linked to adjacent substituents to form a ring.

[0078] 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 (C1-C 10 or -L'4-N-(AR'4)(AR'5), or may be linked 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, diphenylamino unsubstituted or substituted with at least one of methyl and diphenylamino, phenylnaphthylamino, dibiphenylamino, phenylcarbazolyl, or dibenzofuranyl, phenylamino substituted with at least one of methyl and phenyl, (17-21 membered) heteroaryl substituted with at least one of methyl and phenyl, or may be linked with 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 at least one methyl. The substituent of the substituted phenyl may be at least one of methyl, carbazolyl, dibenzofuranyl, diphenylamino, phenoxazinyl, phenothiazinyl, and dimethylacridinyl.

[0079] According to one embodiment, the following compounds can be specifically exemplified, but are not limited to: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0080] In these compounds, D2-D5 indicate that 2-5 hydrogens are replaced by deuterium, respectively.

[0081] To form each layer of the organic electroluminescent device of the present disclosure, a dry film-forming method such as vacuum deposition, sputtering, plasma, ion plating, etc., or a wet film-forming method such as spin coating, dip coating, flow coating, etc., can be used. When using a wet film-forming method, a thin film can be formed by dissolving or diffusing the material that forms each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent that can dissolve or diffuse the material that forms each layer and has no problems in film-forming ability.

[0082] When forming a layer by using the organic electroluminescent compound according to an embodiment, the layer can be formed by the method listed above, and in many cases can be formed by co-evaporation or mixed deposition.Co-evaporation is a mixed deposition method, in which two or more materials are respectively placed in separate evaporation sources, and current is passed through both cells simultaneously to evaporate the materials; mixed deposition is a method in which two or more materials are mixed in one evaporation source before deposition, and then current is passed through one cell to evaporate the materials.

[0083] According to one embodiment, the present disclosure can provide a display device comprising an organic electroluminescent compound represented by Formula 1 and an organic electroluminescent compound represented by Formula 2. Furthermore, by using the organic electroluminescent element of the present disclosure, display devices such as smartphones, tablets, notebooks, PCs, TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting can be produced.

[0084] To provide a detailed understanding of the present disclosure, methods for preparing compounds according to the present disclosure will be described below with reference to methods for synthesizing representative compounds or intermediate compounds. [Example]

[0085] [Example 1] Preparation of Compound C-2 [ka] 1) Synthesis of Compound 1-1 1,6-Dibromopyrene (50 g, 138.86 mmol), phenylboronic acid (20.31 g, 166.64 mmol), Pd(PPh3)4 (6.41 g, 5.55 mmol), 1,000 mL of toluene, K2CO3 (38.38 g, 277.73 mmol), 300 mL of distilled water, and 100 mL of ethanol were added to a flask and stirred under reflux. After 40 minutes, the reaction mixture was cooled to room temperature. Distilled water was then added to the reaction mixture, and the organic layer was extracted with ethyl acetate and then treated with MgSO4. The organic layer was then filtered and concentrated, and the resulting mixture was purified by column chromatography to give compound 1-1 (27 g, 54.4%).

[0086] 2) Synthesis of Compound 1-2 Compound 1-1 (26 g, 72.77 mmol), PdCl(PPh) (2.55 g, 3.63 mmol), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane) (33.26 g, 131.00 mmol), KOAc (17.90 g, 181.94 mmol), and 700 mL of 1,4-dioxane were added to a flask and stirred under reflux at 160 °C. After 2 h, the reaction mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and then treated with MgSO. The organic layer was then filtered and concentrated, and the resulting mixture was purified by column chromatography to give compound 1-2 (16 g, 54.38%).

[0087] 3) Synthesis of Compound C-2 Compound 1-2 (16 g, 39.57 mmol), 8-bromophenanthro[4,5-bcd]furan (11.8 g, 43.52 mmol), Pd(OAc) (0.35 g, 1.58 mmol), SPhos (1.95 g, 4.74 mmol), KPO (21.0 g, 98.93 mmol), 400 mL of toluene, 100 mL of distilled water, and 50 mL of ethanol were added to a flask and stirred under reflux at 120 °C. After 2 hours and 30 minutes, the reaction mixture was cooled to room temperature, distilled water was added to the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was then treated with MgSO, filtered, and concentrated. The resulting mixture was purified by column chromatography to give compound C-2 (16 g, 86.29%).

[0088] [Table 1]

[0089] [Example 2] Preparation of Compound C-467-D16 [ka] Compound C-2 was synthesized by selecting the deuteration method disclosed in (Patent Document 3), (Patent Document 4), etc., to obtain compound C-467-D16 (7.6 g, yield: 55.51%, MS: [M+H] + =485.1).

[0090] [Table 2]

[0091] [Example 3] Preparation of Compound C-991 [ka] 1) Synthesis of Compound 3-1 4-Bromo-2-chlorophenanthrene (30 g, 103 mmol), 2-bromophenylboronic acid (22.7 g, 113 mmol), Pd(PPh3)4 (5.9 g, 5.0 mmol), K2CO3 (27.2 g, 257 mmol), 520 mL of toluene, 130 mL of ethanol, and 130 mL of distilled water were added to a flask and dissolved. The reaction mixture was then refluxed at 120 °C for 4 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate, dried using magnesium sulfate to remove residual water, and then separated using column chromatography to obtain compound 3-1 (37.8 g, yield: 100%).

[0092] 2) Synthesis of Compound 3-2 Compound 3-1 (37.8 g, 102 mmol), Pd(PPh)Cl (7.2 g, 10 mmol), and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (77 mL, 514 mmol) were added to 510 mL of DMF and dissolved. The reaction mixture was then refluxed at 165 °C for 4 hours. After the reaction was completed, the organic layer was extracted with ethyl acetate, dried using magnesium sulfate to remove residual water, and then separated using column chromatography to obtain compound 3-2 (4 g, yield: 13.5%).

[0093] 3) Synthesis of Compound C-991 Compound 3-2 (7.9 g, 27.5 mmol), compound 3-3 (8.8 g, 27.5 mmol), Pd(OAc) (309 mg, 1.38 mmol), SPhos (1.1 g, 2.75 mmol), KPO (14.6 g, 69 mmol), toluene (140 mL), ethanol (35 mL), and distilled water (35 mL) were added to a flask and refluxed at 120 °C for 3 h. After the reaction was completed, the organic layer was extracted with ethyl acetate, dried using magnesium sulfate, and then separated using column chromatography to obtain compound C-991 (8.4 g, yield: 69%).

[0094] [Table 3]

[0095] To aid in a detailed understanding of the present disclosure, a method for producing an organic electroluminescent device containing the organic electroluminescent compound according to the present disclosure and the characteristics of the device will be described below.

[0096] [Device Examples 1-3] Fabrication of OLEDs containing multiple light-emitting layers vapor-deposited with compounds according to the present disclosure An OLED according to the present disclosure was fabricated. First, a transparent indium tin oxide (ITO) thin film (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED was ultrasonically cleaned in acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. The ITO substrate was then mounted on a substrate holder in a vacuum evaporation system. Compound HI-1 was then introduced into one cell of the vacuum evaporation system, and compound HT-3 was introduced into another cell. These two materials were evaporated at different rates, and compound HI-1 was deposited at a doping amount of 5 wt. % based on the total amount of compounds HI-1 and HT-3 to form a hole injection layer with a thickness of 10 nm. Compound HT-3 was then deposited on the hole injection layer as a first hole transport layer with a thickness of 80 nm. Next, compound HT-4 was introduced into another cell of the vacuum evaporation apparatus and evaporated by passing a current through the cell, thereby forming a second hole-transporting layer having a thickness of 15 nm on the first hole-transporting layer. After the hole-injection layer and hole-transporting layer were formed, a first emitting layer was formed thereon as follows: a compound listed in Table 1 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-2 was introduced into another cell as a dopant. These two materials were evaporated at different rates, and compound HI-1 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 having a thickness of 5 nm on the second hole-transporting layer. Next, a second emitting layer was formed on the first emitting layer as follows: a compound listed in Table 1 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-2 was introduced into another cell as a dopant. These two materials were evaporated at different rates to form a second emitting layer with a thickness of 13 nm on the first emitting layer, with a doping amount of 2 wt % based on the total amount of the host and dopant. After the emitting layer was formed, compound ET-1 was evaporated as a hole-blocking layer material to form a hole-blocking layer with a thickness of 5 nm. Next, compound ET-3 and compound EI-1 were introduced into two cells of a vacuum evaporation system as electron-transporting layer materials, and these two materials were evaporated in a 2:1 ratio to form an electron-transporting layer with a thickness of 25 nm.Next, Yb and LiF were evaporated in a 2:1 ratio to form a 1-nm-thick electron injection layer on the electron transport layer. An 80-nm-thick Al cathode was then deposited on the electron injection layer using a separate vacuum evaporation system. Thus, an OLED was fabricated. Each of the compounds used in all materials was 10%. -6 It was purified by vacuum sublimation at torr.

[0097] [Comparative Device Example 1] Fabrication of an OLED containing a single light-emitting layer OLED was fabricated in the same manner as in Device Example 1, except that an emitting layer having a thickness of 18 nm was formed by adding Compound H3-11 in Table 1 below as the host material of a single emitting layer, and adding Compound D-2 as a dopant, and then doping with the dopant in an amount of 2 wt % based on the total amount of the host and the dopant.

[0098] The driving voltage and current efficiency at a luminance of 1,000 nits of the OLEDs of Device Examples 1 to 3 and Device Comparative Example 1 prepared as described above were measured, and the results are shown in Table 1 below.

[0099] [Table 4]

[0100] Referring to Table 1 above, it can be seen that an organic electroluminescent device comprising multiple light-emitting layers, each of which comprises an organic electroluminescent compound according to the present invention, has lower driving voltage and / or higher efficiency characteristics compared to an organic electroluminescent device comprising only a single light-emitting layer.

[0101] The compounds used in Device Examples 1 to 3 and Device Comparative Example 1 are specifically shown in Table 2 below.

[0102] [Table 5]

[0103] Device Examples 4 and 5: Fabrication of OLEDs Comprising Multiple Light-Emitting Layers and an n-Type Charge-Generating Layer Deposited with Compounds According to the Present Disclosure An OLED according to the present disclosure was fabricated. First, a transparent indium tin oxide (ITO) thin film (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED was ultrasonically cleaned in acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. The ITO substrate was then mounted on a substrate holder in a vacuum evaporation system. Compound HI-1 was then introduced into one cell of the vacuum evaporation system, and compound HT-1 was introduced into another cell. These two materials were evaporated at different rates, and compound HI-1 was deposited at a doping amount of 3 wt. % based on the total amount of compound HI-1 and compound HT-1 to form a hole injection layer with a thickness of 5 nm. Next, compound HT-1 was deposited on the hole injection layer as a first hole transport layer with a thickness of 30 nm. Next, compound HT-2 was introduced into another cell of the vacuum evaporation apparatus and evaporated by passing a current through the cell, thereby forming a second hole-transporting layer having a thickness of 5 nm on the first hole-transporting layer. After the hole-injection layer and hole-transporting layer were formed, a first emitting layer was formed thereon as follows: the compound listed in Table 3 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-1 was introduced into another cell as a dopant. These two materials were evaporated at different rates and deposited with a doping amount of 2 wt % based on the total amount of the host and dopant to form a first emitting layer having a thickness of 5 nm on the second hole-transporting layer. Next, a second emitting layer was formed on the first emitting layer as follows: the compound listed in Table 3 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-1 was introduced into another cell as a dopant. These two materials were evaporated at different rates to form a second emitting layer with a thickness of 15 nm on the first emitting layer at a doping amount of 2 wt % based on the total amount of the host and dopant. After the deposition of the emitting layer, compound ET-1 was deposited as a hole blocking layer material to form a hole blocking layer with a thickness of 5 nm. Compound ET-2 was then deposited as an electron transport layer material to form a first electron transport layer with a thickness of 10 nm.Li was then deposited at a doping amount of 0.5 wt% based on the compound in Table 3 below to form an n-type charge generation layer with a thickness of 4 nm. Compound HI-1 was then deposited at a doping amount of 6 wt% based on the total amount of compound HI-1 and compound HT-3 to form a p-type charge generation layer with a thickness of 10 nm. Compound HT-3 was then deposited thereon to form a third hole transport layer with a thickness of 30 nm, and then compound HT-4 was deposited thereon to form a fourth hole transport layer with a thickness of 5 nm. A third emissive layer was then deposited thereon as follows: the compound in Table 3 was introduced into one cell of a vacuum evaporation system as a host, and compound D-1 was introduced into another cell as a dopant. These two materials were evaporated at different rates and deposited at a doping amount of 2 wt% based on the total amount of the host and dopant to form a third emissive layer with a thickness of 5 nm on the fourth hole transport layer. A fourth emitting layer was deposited on the third emitting layer as follows: the compound in Table 3 was introduced into one cell of a vacuum deposition apparatus as a host, and compound D-1 was added as a dopant. These two materials were evaporated at different rates to form a 15 nm-thick fourth emitting layer on the fourth hole-transporting layer at a doping amount of 2 wt % based on the total amount of the host and dopant. Compound ET-1 was then deposited thereon as a second hole-blocking layer material to form a 5 nm-thick hole-blocking layer. Compounds ET-2 and EI-1 were added to two cells of the vacuum deposition apparatus as second electron-transporting layer materials, respectively, and these two materials were deposited in a 2:1 weight ratio to form a 25 nm-thick second electron-transporting layer. After depositing Yb as a 1 nm-thick electron-injecting layer on the second electron-transporting layer, an 80 nm-thick Al cathode was deposited on the electron-injecting layer using another vacuum deposition apparatus. In this way, OLEDs were fabricated. Each of the compounds used in all materials was 10. -6 It was purified by vacuum sublimation at torr.

[0104] [Comparative Device Example 2] Fabrication of an OLED Containing a Single Emitting Layer An OLED was fabricated in the same manner as in Device Example 4, except that instead of the first and second emitting layers, the compound in Table 3 below was added as a host material, and compound D-1 was deposited as a dopant at a doping amount of 2 wt % based on the total amount of the host and dopant, thereby depositing a first emitting layer having a thickness of 20 nm; and instead of the third and fourth emitting layers, the compound in Table 3 below was added as a host material for the second emitting layer, and deposition was performed in the same manner as for the first emitting layer. The OLEDs of Device Examples 4 and 5 and Device Comparative Example 2, which were fabricated as described above, were measured for the driving voltage at a brightness of 1,000 nits, the luminous efficiency, and the time required for the light intensity to decrease from 100% to 95% when the lifetime was measured at 2× acceleration (lifetime; T 95 The results are shown in Table 3 below.

[0105] [Table 6]

[0106] Referring to Table 3 above, it can be seen that an organic electroluminescent device including at least two light-emitting units having multiple light-emitting layers according to the present disclosure has lower driving voltage and / or higher efficiency and / or longer lifespan characteristics compared to an organic electroluminescent device including only a single light-emitting layer.

[0107] The compounds used in Device Examples 4 and 5 and Device Comparative Example 2 are specifically shown in Table 4 below.

[0108] [Table 7]

[0109] [Table 8]

[0110] Device Example 6: Fabrication of an OLED Comprising Multiple Emitting Layers Vapor-Deposited with Compounds According to the Present Disclosure An OLED according to the present disclosure was fabricated. First, a transparent indium tin oxide (ITO) thin film (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED was ultrasonically cleaned in acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. The ITO substrate was then mounted on a substrate holder in a vacuum evaporation system. Compound HI-1 was then introduced into one cell of the vacuum evaporation system, and compound HT-3 was introduced into another cell. These two materials were evaporated at different rates, and compound HI-1 was deposited at a doping amount of 5 wt. % based on the total amount of compounds HI-1 and HT-3 to form a hole injection layer with a thickness of 10 nm. Compound HT-3 was then deposited on the hole injection layer as a first hole transport layer with a thickness of 80 nm. Next, compound HT-4 was introduced into another cell of the vacuum evaporation apparatus and evaporated by passing a current through the cell, thereby forming a second hole-transporting layer having a thickness of 15 nm on the first hole-transporting layer. After the hole-injection layer and hole-transporting layer were formed, a first emitting layer was formed thereon as follows: the compound listed in Table 5 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-2 was introduced into another cell as a dopant. These two materials were evaporated at different rates and deposited with a doping amount of 2 wt % based on the total amount of the host and dopant to form a first emitting layer having a thickness of 5 nm on the second hole-transporting layer. Next, a second emitting layer was formed on this first emitting layer as follows: the compound listed in Table 5 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-2 was introduced into another cell as a dopant. These two materials were evaporated at different rates to form a second emitting layer with a doping amount of 2 wt % based on the total amount of the host and dopant, forming a 13 nm-thick layer on the first hole-transporting layer. After the deposition of the emitting layer, compound ET-1 was evaporated as a hole-blocking layer material to form a 5 nm-thick hole-blocking layer. Next, compound ET-3 and compound EI-1 were introduced into two cells of a vacuum evaporation system, respectively, as electron-transporting layer materials, and these two materials were evaporated in a 2:1 ratio to form a 25 nm-thick electron-transporting layer.Then, Yb and LiF were evaporated in a 2:1 ratio to form a 1-nm-thick electron injection layer on the electron transport layer. An 80-nm-thick Al cathode was then evaporated on the electron injection layer using a separate vacuum evaporation system. Thus, an OLED was fabricated. Each of the compounds used in all materials was 10%. -6 It was purified by vacuum sublimation at torr.

[0111] Device Example 7: Fabrication of an OLED Comprising Multiple Emitting Layers Vapor-Deposited with Compounds According to the Present Disclosure An OLED was fabricated in the same manner as in Device Example 6, except that a third light-emitting layer having a thickness of 5 nm was formed on the second light-emitting layer by introducing the compound in Table 5 as a host into one cell of a vacuum evaporation apparatus, introducing Compound D-2 as a dopant into another cell, and then evaporating these two materials at different rates to deposit them with a doping amount of 2 wt % based on the total amount of the host and dopant.

[0112] [Comparative Device Example 3] Manufacture of an OLED in which the compound according to the present disclosure is vapor-deposited as an emitting layer OLED is prepared in the same manner as in Device Example 6, except that the compound in Table 5 below is introduced as a host material, and Compound D-2 is introduced as a dopant, and the doping amount is 2 wt % based on the total amount of host and dopant, and the OLED is deposited to form a single light-emitting layer with a thickness of 18 nm.

[0113] The OLEDs of Device Examples 6 and 7 and Device Comparative Example 3, fabricated as described above, were measured for current efficiency at 1,000 nits, external quantum efficiency (EQE), and the time required for the light intensity to decrease from 100% to 95% when tested at 2× accelerated lifetime (lifetime; T 95 The results are shown in Table 5 below.

[0114] [Table 9]

[0115] Referring to Table 5 above, it can be seen that an organic electroluminescent device comprising an organic electroluminescent compound according to the present disclosure in each of a plurality of light-emitting layers according to the present disclosure not only exhibits high current efficiency and / or high external quantum efficiency, but also has excellent life characteristics, compared to an organic electroluminescent device comprising only a single light-emitting layer.

[0116] The compounds used in Device Examples 6 and 7 and Device Comparative Example 3 are specifically shown in Table 6 below.

[0117] [Table 10]

[0118] [Device Examples 8 to 17] Preparation of OLEDs in which the compounds according to the present disclosure are vapor-deposited as light-emitting layers An OLED according to the present disclosure was fabricated. First, a transparent indium tin oxide (ITO) thin film (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED was ultrasonically cleaned in acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. The ITO substrate was then mounted on a substrate holder in a vacuum evaporation system. Compound HI-1 was then introduced into one cell of the vacuum evaporation system, and compound HT-3 was introduced into another cell. These two materials were evaporated at different rates, and compound HI-1 was deposited at a doping amount of 5 wt. % based on the total amount of compounds HI-1 and HT-3 to form a hole injection layer with a thickness of 10 nm. Compound HT-3 was then deposited on the hole injection layer as a first hole transport layer with a thickness of 80 nm. Next, compound HT-4 was introduced into another cell of the vacuum evaporation apparatus 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 the hole injection layer and hole transport layer were formed, a first emitting layer was formed thereon as follows: the compound listed in Table 7 below was introduced into one cell of the vacuum evaporation apparatus as a host, and compound D-2 was introduced into another cell as a dopant. These two materials were evaporated at different rates and co-deposited with a doping amount of 2 wt % based on the total amount of the host and dopant to form a 5 nm-thick first emitting layer on the second hole transport layer. Next, a second emitting layer was formed on this first emitting layer as follows: compound H2-1 and compound H2-2 were introduced into two cells of the vacuum evaporation apparatus as hosts, respectively, and compound D-2 was introduced into another cell as a dopant. The host material was evaporated at the same rate, and the dopant was evaporated at a different rate. The doping amount was 2 wt % based on the total amount of the host and dopant. A second emitting layer with a thickness of 13 nm was formed on the first emitting layer. After the deposition of the emitting layer, compound ET-1 was evaporated as a hole-blocking layer material to form a hole-blocking layer with a thickness of 5 nm. Compounds ET-3 and EI-1 were then introduced into two cells of a vacuum deposition apparatus, respectively, as electron-transporting layer materials.These two materials were then evaporated in a 2:1 ratio to form a 25 nm thick electron transport layer. Then, Yb and LiF were evaporated in a 2:1 ratio to form an electron injection layer with a thickness of 1 nm on the electron transport layer. An 80 nm thick Al cathode was then evaporated on the electron injection layer using a separate vacuum evaporation system. In this way, an OLED was fabricated. Each of the compounds used in all materials was 100%. -6 It was purified by vacuum sublimation at torr.

[0119] [Comparative Device Example 4] Fabrication of an OLED containing a single light-emitting layer An OLED was fabricated in the same manner as in Device Example 8, except that instead of the first light-emitting layer and the second light-emitting layer, the compounds in Table 7 below were used as host materials in the same ratio, and Compound D-2 was deposited as a dopant in a doping amount of 2 wt % based on the total amount of the host and the dopant, thereby forming a single light-emitting layer with a thickness of 18 nm.

[0120] The OLEDs of Device Examples 8 to 17 and Device Comparative Example 4, which were fabricated as described above, were measured for the driving voltage at a brightness of 1,000 nits, the luminous efficiency, and the time required for the light intensity to decrease from 100% to 95% when the lifetime was measured at 2× acceleration (lifetime; T 95 ) were measured, and the results are shown in Table 7 below.

[0121] [Table 11]

[0122] Referring to Table 7 above, it can be seen that an organic electroluminescent device comprising an organic electroluminescent compound according to the present disclosure in each of a plurality of light-emitting layers according to the present disclosure has lower driving voltage and / or higher current efficiency and / or longer life characteristics compared to an organic electroluminescent device comprising only a single light-emitting layer.

[0123] The compounds used in Device Examples 8 to 17 and Device Comparative Example 4 are specifically shown in Table 8 below.

[0124] [Table 12]

[0125] [Table 13]

Claims

1. The following formula 1: 【Chemistry 1】 (In the formula, R １ ~R １０ 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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; However, R １ ~R １０ at least one of is -L-Ar; L is a single bond, substituted or unsubstituted (C ６ ~C ３０ ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar is represented by the following formula 1A: 【Chemistry 2】 During the ceremony, X is —O—, —NR′ ９ , or -CR' １０ R' １１ represents; R' １ ~R' ８ is a moiety linked to the above-mentioned L, and R' is not linked to the above-mentioned L. １ ~R' ８ are each independently 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 (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 with an aromatic ring; or may be linked to adjacent substituents to form a ring; R' ９ ~R' １１ are each independently 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 (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 with an aromatic ring; or R' １０ and R' １１ may be linked to each other to form a ring).

2. R ３ ~R ５ 2. The organic electroluminescent compound according to claim 1, wherein at least one of the following is -L-Ar.

3. 2. The organic electroluminescent compound according to claim 1, wherein the organic electroluminescent compound represented by Formula 1 contains at least one deuterium atom.

4. The organic electroluminescent compound represented by the formula 1 is represented by the following formula 1-1: 【Transformation 3】 (In the formula, R １ ~R ４ and R ８ ~R １０ is as defined in claim 1; R １１ ~R １４ are each independently 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 (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 2. The organic electroluminescent compound according to claim 1, wherein: R represents a substituted or unsubstituted fused ring with an aromatic ring; or R may be linked to adjacent substituents to form a ring.

5. The organic electroluminescent compound represented by the formula 1 is the following compound: 【Chemistry 4】 【Transformation 5】 【Transformation 6】 【Transformation 7】 【Transformation 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 [Chemistry 18] 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemistry 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 【Chemistry 29】 【Transformation 30】 【Chemistry 31】 【Chemistry 32】 【Transformation 33】 【Transformation 34】 【Chemistry 35】 【Transformation 36】 【Chemistry 37】 【Transformation 38】 【Chemistry 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 (In these compounds, D ｎ indicates that n hydrogen atoms are replaced with deuterium atoms, where n is an integer ranging from 1 to the maximum number of hydrogen atoms present in the compound.

6. a first electrode; a second electrode opposite the first electrode; and a plurality of light-emitting layers disposed between the first electrode and the second electrode; (wherein the light-emitting layer includes a first light-emitting layer and a second light-emitting layer adjacent to each other, and the first light-emitting layer includes the organic electroluminescent compound according to claim 1 as a first host compound).

7. The second light-emitting layer contains a compound represented by the following formula 2 as a second host compound: 【Chemistry 46】 (In the formula, 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 with an aromatic ring, or -L １３ -N(Ar １３ ) (Ar １４ ) represents; L １１ and L １２ are each independently a single bond, a substituted or unsubstituted (C ６ ~C ３０ ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; Ar １１ is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; Ar Ａ is substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, or represented by the following formula A-1: 【Chemistry 47】 During the ceremony, T １ is -O-, -S-, -CR ａ R ｂ , or -NR ｃ represents; Ring A and ring B are each independently substituted or unsubstituted (C ６ ~C ３０ ) arene ring or substituted or unsubstituted (3- to 30-membered) heteroarene ring; R １９ and R ２０ are each independently L １２ or a moiety linked 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 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 linked together to form a ring; R ｃ is substituted or unsubstituted (C １ ~C ３０ ) alkyl or substituted or unsubstituted (C ６ ~C ３０ ) represents aryl; L １３ is a single bond, substituted or unsubstituted (C ６ ~C ３０ ) arylene, or substituted or unsubstituted (3- to 30-membered) heteroarylene; 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, (C ３ ~C ３０ ) an aliphatic ring and (C ６ ~C ３０ ) a substituted or unsubstituted fused ring with an aromatic ring, a 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, or substituted or unsubstituted tri(C ６ ~C ３０ ) represents arylsilyl) 7. The organic electroluminescent device according to claim 6, comprising an organic electroluminescent compound represented by the formula:

8. Ar １１ 8. The organic electroluminescence device according to claim 7, wherein represents 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.

9. Ar Ａ represents 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, an unsubstituted or deuterium-substituted dibenzofuranyl, an unsubstituted or deuterium-substituted dibenzothiophenyl, or a combination thereof.

10. 8. The organic electroluminescence device according to claim 7, wherein ring A and ring B in formula A-1 each independently represent a benzene ring or a naphthalene ring.

11. 8. The organic electroluminescence device according to claim 7, wherein at least one of the first host compound and the second host compound contains deuterium.

12. The organic electroluminescent compound represented by the formula 2 is the following compound: 【Chemistry 48】 【Chemistry 49】 [Transformation 50] 【Chemistry 51】 【Chemistry 52】 【Chemistry 53】 【Chemistry 54】 【Transformation 55】 【Transformation 56】 【Chemistry 57】 【Transformation 58】 【Chemistry 59】 【Transformation 60】 【Chemistry 61】 【Transformation 62】 【Transformation 63】 【Chemistry 64】 【Transformation 65】 【Chemical Formula 66】 【Transformation 67】 【Transformation 68】 【Transformation 69】 【Transformation 70】 【Chemistry 71】 【Chemistry 72】 【Transformation 73】 【Chemistry 74】 【Chemistry 75】 【Transformation 76】 【Chemical 77】 【Transformation 78】 【Transformation 79】 【Chemistry 80】 【Chemistry 81】 【Chemistry 82】 【Chemistry 83】 【Chemical 84】 【Chemical 85】 【Chemical 86】 (In these compounds, D ｎ indicates that n hydrogen atoms are replaced with deuterium atoms, where n is an integer ranging from 1 to the maximum number of hydrogen atoms present in the compound.

13. 7. The organic electroluminescent device according to claim 6, wherein the first light-emitting layer further comprises an additional host material, or the second light-emitting layer further comprises an additional host material, or both the first light-emitting layer and the second light-emitting layer further comprise an additional host material.

14. The organic electroluminescence device according to claim 6 , further comprising a third light-emitting layer adjacent to the second light-emitting layer.

15. 7. The organic electroluminescence device according to claim 6, wherein both the first light-emitting layer and the second light-emitting layer are light-emitting layers that emit blue light.

16. a first electrode; a second electrode opposite the first electrode; two or more light-emitting units disposed between the first electrode and the second electrode and including at least one light-emitting layer; and an n-type charge generating layer disposed between each light-emitting unit; (wherein at least one of the light-emitting units includes a first light-emitting layer and a second light-emitting layer adjacent to each other, and the n-type charge-generating layer includes at least one compound having a skeleton selected from the group consisting of phenanthroline, quinazoline, quinoxaline, terpyridine, and phenanthroxazole.) An organic electroluminescent device comprising:

17. The present invention further includes an electron transport layer located between the light-emitting unit and the second electrode, wherein the electron transport layer is represented by the following formula 3: 【Chemistry 87】 (In the formula, R ３１ ~R ３８ 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 with an aromatic ring; R ３９ is hydrogen, or a substituted or unsubstituted (C １ ~C ３０ ) represents alkyl; L ３１ and L ３２ are each independently a single bond, or a substituted or unsubstituted (C ６ ~C ３０ ) arylene; Ar ３１ is substituted or unsubstituted (C ６ ~C ３０ ) aryl or substituted or unsubstituted (3- to 30-membered) heteroaryl; X ３１ and X ３２ are each independently NR ４０ represents; R ４０ Is, L ３２ or a moiety linked to hydrogen, deuterium, or substituted or unsubstituted (C １ ~C ３０ ) represents alkyl) 17. The organic electroluminescent device according to claim 16, comprising an organic electroluminescent compound represented by:

18. The organic electroluminescence device according to claim 16 , wherein the first light-emitting layer contains a compound having a fused ring containing four or more rings.

19. 17. The organic electroluminescence device according to claim 16, wherein at least one of the first light-emitting layer and the second light-emitting layer contains a compound having at least one deuterium atom.

20. 17. The organic electroluminescence device according to claim 16, wherein the first light-emitting layer contains at least one compound having a skeleton selected from the group consisting of pyrene, benzanthracene, xanthene, chrysene, fluoranthene, triphenylene, benzoxanthene, dibenzochrysene, benzophenanthrene, and phenanthrofuran, and the second light-emitting layer contains a compound having a skeleton selected from the group consisting of anthracene and phenanthrofuran.

21. The n-type charge generating layer comprises the following compound: 【Chemical 88】 【Chemistry 89】 [Chemical 90] 【Chemistry 91】 【Chemistry 92】 【Chemistry 93】 【Chemical 94】 【Chemical 95】 【Chemistry 96】 【Chemistry 97】 【Chem.98】 【Chem.99】 【Chemistry 100】 【Chemistry 101】 【Chemical Engineering 102】 【Chemistry 103】 【Chemical 104】 (In these compounds, D ｎ indicates that n hydrogen atoms have been replaced with deuterium atoms, where n is an integer ranging from 1 to the maximum number of hydrogen atoms present in the compound. The organic electroluminescence device according to claim 16 , comprising at least one of the following:

22. a first electrode; a second electrode opposite the first electrode; and two or more light-emitting units disposed between the first electrode and the second electrode and including at least one light-emitting layer; wherein at least one of the light-emitting units comprises a first light-emitting layer, a second light-emitting layer, and a third light-emitting layer adjacent to one another in that order, wherein the first light-emitting layer is located near the first electrode and the third light-emitting layer is located near the second electrode, and wherein the first light-emitting layer and the third light-emitting layer comprise the same compound. An organic electroluminescent device comprising:

23. a first electrode; a second electrode opposite the first electrode; and a first light-emitting layer, a second light-emitting layer, and a third light-emitting layer, which are successively adjacent to each other between the first electrode and the second electrode; wherein the first light-emitting layer is located near the first electrode, the third light-emitting layer is located near the second electrode, and the host materials of two adjacent light-emitting layers are different from each other. An organic electroluminescent device comprising:

24. 24. The organic electroluminescence device according to claim 23, wherein the host materials of the first light-emitting layer, the second light-emitting layer, and the third light-emitting layer each contain a different compound.

25. 24. The organic electroluminescent device according to claim 23, wherein the host materials of the first light-emitting layer and the third light-emitting layer each comprise the same compound.

26. 24. The organic electroluminescent device of claim 23, wherein the host material of at least two of the first, second, and third light-emitting layers comprises a composition containing two or more compounds, and wherein the composition of each layer contains the same compounds but the content ratios of the compounds are different.

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