Multiple light-emitting materials, organic electroluminescent compounds and organic electroluminescent devices containing the same

Abstract

To provide a plurality of light-emitting materials, an organic electroluminescent compound, and an organic electroluminescent device comprising the same.SOLUTION: The present disclosure relates to a plurality of light-emitting materials, an organic electroluminescent compound, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound or a specific combination of compounds according to the present disclosure as a host material and / or a dopant material, it is possible to provide an organic electroluminescent device having improved driving voltage, luminous efficiency and / or lifetime properties compared to conventional organic electroluminescent devices.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to a number of light-emitting materials, organic electroluminescent compounds and organic electroluminescent devices containing the same. [Background technology]

[0002] Electroluminescent devices (EL devices) are self-emitting display devices that have the advantages of providing a wider viewing angle, a larger contrast ratio, and a faster response time. In 1987, Eastman Kodak developed the first organic EL device by using small aromatic diamine molecules and aluminum complexes as materials for forming the light-emitting layer (see Non-Patent Document 1).

[0003] Organic electroluminescent devices (OLEDs) convert electrical energy into light by applying electricity to organic electroluminescent materials and typically include an anode, a cathode, and an organic layer formed between the two electrodes. The organic layers of an OLED may include a hole injection layer, a hole transport layer, a hole auxiliary layer, an emitting auxiliary layer, an electron blocking layer, an emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, etc. Materials used in the organic layers can be classified according to their functions into hole injection materials, hole transport materials, hole auxiliary materials, emitting auxiliary materials, electron blocking materials, emitting materials (including host materials and dopant materials), electron buffer materials, hole blocking materials, electron transport materials, electron injection materials, etc. In an OLED, holes from the anode and electrons from the cathode are injected into the emitting layer by applying a voltage, and high-energy excitons are generated by the recombination of the holes and electrons. The organic light-emitting compound is converted into an excited state by the energy generated when the organic light-emitting compound returns from the excited state to the ground state, and emits light using the energy.

[0004] In recent years, with the increase in the size of displays, there has been a demand for light-emitting materials that can express more delicate and vivid colors. In particular, in the case of blue light-emitting materials, materials such as ADN and DPVBi are used as host materials, and materials such as aromatic amine compounds, copper phthalocyanine compounds, carbazole derivatives, perylene derivatives, coumarin derivatives, and pyrene derivatives are used as dopant materials. However, it is difficult to obtain a deep blue color with high color purity, and the shorter the wavelength, the shorter the light-emitting lifetime.

[0005] Therefore, in order to realize a full-color display, there is a need to develop a deep blue light-emitting material with a long life and other organic materials having an energy level comparable to that of the deep blue light-emitting material.

[0006] Patent Document 1 (published October 1, 2019) and Patent Document 2 (published August 12, 2019) disclose anthracene derivative compounds. However, development to improve the performance of OLEDs is still needed. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Chinese Patent Application Publication No. 110294663A [Patent Document 2] Korean Patent Application Publication No. 2019-0094038A [Patent Document 3] Korean Patent No. 1955647B [Patent Document 4] Korean Patent Application Publication No. 2019-0117531A [Patent Document 5] Korean Patent No. 1423070B [Patent Document 6] Korean Patent Application Publication No. 2017-0056422A [Patent Document 7] Korean Patent Application Publication No. 2014-0131898A [Non-patent literature]

[0008] [Non-Patent Document 1] Appl.Phys.Lett.51,913,1987 Summary of the Invention [Problem to be solved by the invention]

[0009] An object of the present disclosure is to provide an organic electroluminescent material that can provide an organic electroluminescent device with improved luminous efficiency and / or long life characteristics. Another object of the present disclosure is to provide an organic electroluminescent compound having a new structure suitable for an organic electroluminescent device. Yet another object of the present disclosure is to provide an organic electroluminescent device with improved driving voltage, luminous efficiency and / or life characteristics by including a specific compound or a specific combination of compounds as a host material and / or a dopant material. [Means for solving the problem]

[0010] After intensive research to solve the above technical problems, the present inventors have found that the above object can be achieved by using organic electroluminescent compounds represented by the following formula 1 or 11. In addition, the present inventors have found that the above object can be achieved by a plurality of luminescent materials, comprising at least one first compound represented by the following formula 1 and at least one second compound represented by the following formula 2:

[0011] [ka] In Equation 1, T is O, S or CR9R 10 represents; Ring A and ring B each independently represent a substituted or unsubstituted (C6 to C30) aryl or a substituted or unsubstituted (3 to 30-membered) heteroaryl; R1~R10 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L3-N(Ar 11 )(Ar 12 ) represents; L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar1 represents a substituted or unsubstituted (C6 to C30) aryl or a substituted or unsubstituted (3 to 30-membered) heteroaryl; Ar2, Ar 11 and Ar 12 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or substituted or unsubstituted tri(C6-C30)arylsilyl; and t represents an integer of 1 or 2, and when t is 2, each Ar2 may be the same or different.

[0012] [ka] In Equation 2, L's each independently represent a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar4 and Ar5 each independently represent a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, a substituted or unsubstituted (C3-C30) cycloalkyl, a substituted or unsubstituted (C1-C30) alkoxy, a substituted or unsubstituted tri(C1-C30) alkylsilyl, a substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, a substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, a substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14 or Ar4 and Ar5 may be linked together to form a ring; n represents an integer of 0 to 2, and when n is 0, Ar3 is represented by the following formula 2-1, and when n is 2, [ka] may be the same or different; and Ar3 is represented by any one of the following formulas 2-1 to 2-5, provided that in formula 1, both ring A and ring B represent C6 aryl, L2 represents a single bond, and T is CR9R 10 When Ar3 represents the following formulae 2-1, 2-3, 2-4 and 2-5: [ka] wherein: Y1 represents B; X1 and X2 each independently represent NR', O, or S; W and Z each independently represent O, S, NR', or CR. 27 R 28 represents; R' each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14 ) and R' represents B, O, S or CR, either directly or as a linking group. 27 R 28 can be linked to at least one of ring C, ring D, and ring E to form a ring via Ring C, ring D, and ring E each independently represent a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-50 membered) heteroaryl; and ring D and ring E are each independently a substituted or unsubstituted (3-50 membered) heteroaryl or a substituted or unsubstituted (3-50 membered) heteroaryl; and ring D and ring E are each independently a substituted or unsubstituted heteroaryl or ... 27 R 28 can be linked to each other to form a ring via R 11 ~R 14、 R 17 , R 18 and R 21 ~R 26are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14 ) represents; R 15 , R 16 , R 19 , R 20 , R 27 and R 28 each independently represents a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; and R 15 and R 16 , R 19 and R 20 and R 27 and R 28 at least one of which may be fused together to form a spiro structure; L4 each independently represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, a substituted or unsubstituted (3 to 30-membered) heteroarylene, a substituted or unsubstituted (C2 to C30) aliphatic hydrocarbon group, or a substituted or unsubstituted divalent fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring; Ar 13 and Ar 14 each independently represents a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; and a, c, h, and j each independently represent an integer of 1 or 2; b and d each independently represent an integer of 1 to 3; f, k, and l each independently represent an integer of 1 to 6; and e, g, and j each independently represent an integer of 1 to 4; when a to l each independently represent an integer of 2 or greater, R 11 Each of R 12 Each of R 13 Each of R 14 Each of R 17 Each of R 18 Each of R 21 Each of R 22 Each of R 23 Each of R 24 Each of R 25 or R 26 Each of may be the same or different.

[0013] Advantageous Effects of the Invention The organic electroluminescent compound according to the present disclosure can exhibit performance suitable for use in an organic electroluminescent device. In addition, by including a plurality of light-emitting materials according to the present disclosure, an organic electroluminescent device having higher luminous efficiency and / or longer life characteristics than conventional organic electroluminescent devices can be provided. DETAILED DESCRIPTION OF THE INVENTION

[0014] The present disclosure will be described in detail below. However, the following description is intended to illustrate the present disclosure and is not intended to limit the scope of the present disclosure in any way.

[0015] The term "organic electroluminescent compound" in the present disclosure means a compound that can be used in an organic electroluminescent device. If necessary, the organic electroluminescent compound can be included in any layer that constitutes the organic electroluminescent device.

[0016] The term "organic electroluminescent material" in the present disclosure refers to a material that can be used in an organic electroluminescent device and can include at least one compound. If necessary, the organic electroluminescent material can be included in any layer that constitutes an organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, an emitting auxiliary material, an electron blocking material, an emitting material (including a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc.

[0017] The term "multiple light-emitting materials" in the present disclosure refers to a host material and / or a dopant material containing a combination of at least two compounds, which can be contained in any light-emitting layer constituting an organic electroluminescent device. It can refer to both the material before being contained in the organic electroluminescent device (e.g., before deposition) and the material after being contained in the organic electroluminescent device (e.g., after deposition). For example, the multiple light-emitting materials of the present disclosure can be a combination of one or more host materials and one or more dopant materials, and can optionally further contain conventional materials contained in organic electroluminescent materials. The two or more compounds contained in the multiple light-emitting materials of the present disclosure can be contained in one light-emitting layer, or can be contained in different light-emitting layers according to methods used in the art. For example, the two or more compounds can be mixed and evaporated or co-evaporated, or can be evaporated separately.

[0018] As used herein, the term "(C1-C30) alkyl" refers to a straight-chain or branched alkyl having 1 to 30 carbon atoms constituting the chain, and in this case, the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. Examples of the alkyl include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, and sec-butyl. The term "(C2-C30) alkenyl" refers to a straight-chain or branched alkenyl having 2 to 30 carbon atoms constituting the chain, and the number of carbon atoms is preferably 2 to 20, and more preferably 2 to 10. Examples of the alkenyl include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, and 2-methylbut-2-enyl. The term "(C2-C30)alkynyl" refers to a straight-chain or branched alkynyl having 2 to 30 carbon atoms constituting the chain, preferably 2 to 20, more preferably 2 to 10. Examples of the alkynyl include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, and 1-methylpent-2-ynyl. The term "(C3-C30)cycloalkyl" refers to a monocyclic or polycyclic hydrocarbon having 3 to 30 ring skeletal carbon atoms, preferably 3 to 20, more preferably 3 to 7. Examples of the cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, and cyclohexylmethyl. The term "(3- to 7-membered)heterocycloalkyl" refers to a cycloalkyl having 3 to 7, preferably 5 to 7, skeletal ring atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably the group consisting of O, S, and N. The heterocycloalkyl may include tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran, etc. The term "(C6-C30)aryl(ene)" refers to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 skeletal ring carbon atoms. The aryl(ene) may be partially saturated and may include a spiro structure. The number of skeletal ring carbon atoms isIt is preferably 6 to 25, more preferably 6 to 18. Examples of the aryl include phenyl, biphenyl, terphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, phenylterphenyl, fluorenyl, phenylfluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenylphenanthrenyl, anthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, naphthacenyl, fluoranthenyl, spirobifluorenyl, azulenyl, and tetramethyldihydrophenanthrenyl. More specifically, aryl includes phenyl, 1-naphthyl, 2-naphthyl, 1-anthryl, 2-anthryl, 9-anthryl, benzanthryl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, naphthacenyl, pyrenyl, 1-chrysenyl, 2-chrysenyl, 3-chrysenyl, 4-chrysenyl, 5-chrysenyl, 6-chrysenyl, benzo [c]phenanthryl, benzo[g]chrysenyl, 1-triphenylenyl, 2-triphenylenyl, 3-triphenylenyl, 4-triphenylenyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, benzo[a]fluorenyl, benzo[b]fluorenyl, benzo[c]fluorenyl, dibenzofluorenyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl Phenylyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-quaterphenyl, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzofluoranthenyl, o-tolyl, m-tolyl, p-tolyl yl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenylyl, 4''-tert-butyl-p-terphenyl-4-yl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl,9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl Methyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 11,11-dimethyl-10-benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl-2-benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c ]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl-8-benzo[c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl, 11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a]fluorenyl,11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl-8-benzo[a]fluorenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl , 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo[b]fluorenyl, 11,11-diphenyl-8-benzo[b]fluorenyl, 11,11-diphenyl-9-benzo[b]fluorenyl, 11,11-diphenyl-10-benzo[b]fluorenyl 11,11-diphenyl-1-benzo[c]fluorenyl, 11,11-diphenyl-2-benzo[c]fluorenyl, 11,11-diphenyl-3-benzo[c]fluorenyl, 11,11-diphenyl-4-benzo[c]fluorenyl, 11,11-diphenyl-5-benzo[c]fluorenyl, 11,11-diphenyl-6-benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl Examples of the fluorenyl include 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthrenyl, and 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl.

[0019] The term "(3- to 30-membered)heteroaryl(ren)" or "(3- to 50-membered)heteroaryl(ren)" refers to an aryl(ren) having 3 to 30 skeletal ring atoms or 3 to 50 skeletal ring atoms and containing at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, and P. The heteroaryl(ren) may be a monocyclic ring or a fused ring fused with at least one benzene ring; may be partially saturated; may be formed by linking at least one heteroaryl or aryl group to a heteroaryl group via a single bond; or may include a spiro structure. Examples of the heteroaryl include monocyclic heteroaryls such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, and pyridazinyl; and monocyclic heteroaryls such as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, naphthobenzofuranyl, naphthobenzothiophenyl, benzofuroquinolinyl, benzofuroquinazolinyl, benzofuronaphthyridinyl, benzofuropyrimidinyl, naphthofuropyrimidinyl, benzothienoquinolinyl, benzothienoquinazolinyl, benzothienonaphthyridinyl, benzothienopyrimidinyl, and naphthothienopyrimidinyl. nopyrimidinyl, pyrimidoindolyl, benzopyrimidoindolyl, benzofuropyrazinyl, naphthofuropyrazinyl, benzothienopyrazinyl, naphthothienopyrazinyl, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzisothiazolyl, benzisoxazolyl, benzoxazolyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, naphthyridinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl, benzotriazolphenazinyl, imidazopyridyl, chromenoquinazolinyl,Included may be fused-ring heteroaryls such as thiochromenoquinazolinyl, dimethylbenzoperimidinyl, indolocarbazolyl, indenocarbazolyl, etc. More specifically, heteroaryls include 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, pyrazinyl, 2-pyridyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 1,2,3-triazin-4-yl, 1,2,4-triazin-3-yl, 1,3,5-triazin-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizinyl, 2-indolizinyl, 3-indolizinyl, 5-indolizinyl, 6-indolizinyl, 7-indolizinyl, 8-indolizinyl, and the like. Lysinyl, 2-imidazopyridyl, 3-imidazopyridyl, 5-imidazopyridyl, 6-imidazopyridyl, 7-imidazopyridyl, 8-imidazopyridyl, 3-pyridyl, 4-pyridyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furyl, 3-furyl, 2-benzofuryl quinolyl, 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 azaquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazolyl-1-yl, azacarbazolyl-2-yl, azacarbazolyl-3-yl, azacarbazolyl-4-yl, azacarbazolyl-5-yl, azacarbazolyl-6-yl, azacarbazolyl-7-yl, azacarbazolyl-8-yl, azacarbazolyl-9-yl, 1-phenanthridinyl, 2-phenanthridinyl,3-Phenanthridinyl, 4-Phenanthridinyl, 6-Phenanthridinyl, 7-Phenanthridinyl, 8-Phenanthridinyl, 9-Phenanthridinyl, 10-Phenanthridinyl, 1-Acridinyl, 2-Acridinyl, 3-Acridinyl, 4-Acridinyl, 9-Acridinyl, 2-Oxazolyl, 4-Oxazolyl, 5-Oxazolyl, 2-Oxadiazolyl, 5-Oxadiazolyl, 3-Furazanyl, 2-Thienyl, 3-Thienyl, 2-Methylpyrrol-1-yl, 2-Methylpyrrol-3-yl, 2-Methylpyrrol-4-yl, 2 -methylpyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-tert-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-naphtho-[1,2-b]-benzofuranyl, 2-naphtho-[1,2-b]-benzofuranyl, 3-naphtho-[1,2-b]-benzofuranyl, 4-naphtho-[1,2-b]-benzofuranyl, 5-naphtho-[1,2-b]-benzofuranyl, 6-naphtho-[1,2-b]-benzofuranyl, 7-naphtho-[1,2-b]-benzo furanyl, 8-naphtho-[1,2-b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[2,3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naphtho-[2,3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl,9-Naphtho-[2,3-b]-benzofuranyl, 10-Naphtho-[2,3-b]-benzofuranyl, 1-Naphtho-[2,1-b]-benzofuranyl, 2-Naphtho-[2,1-b]-benzofuranyl, 3-Naphtho-[2,1-b]-benzofuranyl, 4-Naphtho-[2,1-b]-benzofuranyl, 5-Naphtho-[2,1-b]-benzofuranyl, 6-Naphtho-[2,1-b]-benzofuranyl, 7-Naphtho-[2,1-b]-benzofuranyl, 8-Naphtho-[2,1-b]-benzofuranyl, 9-Naphtho-[2,1-b]-benzofuranyl, 10-Naphtho 1-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophenyl, 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[1,2-b]-benzothiophenyl, 6-naphtho-[1,2-b]-benzothiophenyl, 7-naphtho-[1,2-b]-benzothiophenyl, 8-naphtho-[1,2-b]-benzothiophenyl, 9-naphtho-[1,2-b]-benzothiophenyl, 10-naphtho-[1,2-b] -benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl, 4-naphtho-[2,3-b]-benzothiophenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 1-naphtho-[2,1-b]-benzothiophenyl, 2-naphtho-[2,1-b]-benzothiophenyl, 3-naphtho-[2,1-b]-benzothiophenyl, 4-naphtho-[2,1-b]-benzothiophenyl, 5-naphtho-[2,1-b]-benzothiophenyl nyl, 6-naphtho-[2,1-b]-benzothiophenyl, 7-naphtho-[2,1-b]-benzothiophenyl, 8-naphtho-[2,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d]pyrazinyl,These may include 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 9-benzofuro[3,2-d]pyrazinyl, 2-benzothio[3,2-d]pyrazinyl, 6-benzothio[3,2-d]pyrazinyl, 7-benzothio[3,2-d]pyrazinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl. "Halogen" includes F, Cl, Br and I.

[0020] In addition, "ortho (o-)", "meta (m-)", and "para (p-)" are prefixes that indicate the relative positions of substituents, respectively. Ortho indicates that two substituents are adjacent to each other; for example, when two substituents in a benzene derivative occupy the 1st and 2nd positions, it is called the ortho position. Meta indicates that two substituents are at the 1st and 3rd positions; for example, when two substituents in a benzene derivative occupy the 1st and 3rd positions, it is called the meta position. Para indicates that two substituents are at the 1st and 4th positions; for example, when two substituents in a benzene derivative occupy the 1st and 4th positions, it is called the para position.

[0021] In the formulas of the present disclosure, a ring formed by bonding adjacent substituents means that at least two adjacent substituents are bonded or fused to each other to form a substituted or unsubstituted monocyclic or polycyclic (3 to 30-membered) alicyclic or aromatic ring or a combination thereof, preferably a substituted or unsubstituted monocyclic or polycyclic (5 to 25-membered) alicyclic or aromatic ring or a combination thereof, more preferably a substituted or unsubstituted monocyclic or polycyclic (5 to 18-membered) alicyclic or aromatic ring or a combination thereof. The ring may also contain at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S.

[0022] As used herein, the term "substituted or unsubstituted" refers to a hydrogen atom in a specific functional group being replaced with another atom or another functional group, i.e., a substituent, and also encompasses a hydrogen atom being replaced with a group formed by the bonding of two or more substituents. For example, a group formed by the bonding of two or more substituents may be pyridine-triazine. That is, pyridine-triazine may be interpreted as a heteroaryl substituent or as a substituent to which two heteroaryls are bonded. In the present disclosure, substituents of substituted alkyl, substituted alkenyl, substituted aryl(ylene), substituted heteroaryl(ylene), substituted cycloalkyl, substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted aliphatic hydrocarbon group, and substituted fused ring group of an aliphatic ring and an aromatic ring are each independently selected from the group consisting of deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, unsubstituted or (C1-C30) alkyl substituted with at least one of deuterium and halogen, halo(C1-C30) alkyl, (C2-C30) alkenyl, (C2-C30) alkynyl, (C1-C30) alkoxy, (C1-C30) alkylthio, (C3-C30) cycloalkyl, (C3-C30) cycloalkenyl, (3 (C6-C30)aryloxy; (C6-C30)arylthio; (3-30 membered)heteroaryl unsubstituted or substituted with at least one of (C1-C30)alkyl, (C6-C30)aryl, and di(C6-C30)arylamino; (C6-C30)aryl unsubstituted or substituted with at least one of deuterium, (C1-C30)alkyl, (3-30 membered)heteroaryl, and di(C6-C30)arylamino; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; amino; mono- or di-(C1-C30)alkylamino; mono- or di-(C2-C30)alkenylamino;Mono- or di-(C6-C30)arylamino which is unsubstituted or substituted with at least one of (C1-C30)alkyl, (3-30 membered)heteroaryl, and di(C6-C30)arylamino; mono- or di-(3-30 membered)heteroarylamino; (C1-C30)alkyl(C2-C30)alkenylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkyl(3-30 membered)heteroarylamino; (C2-C30)alkenyl(C6-C30)arylamino; (C2-C30)alkenyl(3-30 membered)heteroarylamino; unsubstituted or at least one selected from the group consisting of (C6-C30)aryl(3-30 membered)heteroarylamino substituted with (C6-C30)aryl; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; (C6-C30)arylphosphine; di(C6-C30)arylboronyl; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl. According to one embodiment of the present disclosure, the substituents are each independently selected from the group consisting of deuterium, halogen, cyano, unsubstituted (C1-C20) alkyl or substituted with at least one of deuterium and halogen, (5-25 membered) heteroaryl or substituted with (C1-C20) alkyl, (C6-C25) aryl or substituted with at least one of deuterium, (C1-C20) alkyl, (5-20 membered) heteroaryl, and di(C6-C25) arylamino, tri(C1-C20) alkylsilyl, tri(C6-C25) arylsilyl, (C1-C20) aryldi(C6-C30) arylsilyl, mono- or di-(C6-C25) arylamino or substituted with at least one of (C1-C20) alkyl and di(C6-C25) arylamino,and (C6-C25)aryl(5-20 membered)heteroarylamino unsubstituted or substituted with (C6-C18)aryl. According to another embodiment of the present disclosure, the substituents are each independently selected from the group consisting of deuterium; halogen; cyano; (C1-C10)alkyl unsubstituted or substituted with at least one of deuterium and halogen; (5-20 membered)heteroaryl unsubstituted or substituted with (C1-C10)alkyl; (C6-C18)aryl unsubstituted or substituted with at least one of deuterium, (C1-C10)alkyl, and (5-20 membered)heteroaryldi(C6-C18)arylamino; tri(C tri(C6-C18)arylsilyl; (C1-C10)alkyldi(C6-C18)arylsilyl; mono- or di-(C6-C18)arylamino that is unsubstituted or substituted with at least one of (C1-C10)alkyl and di(C6-C18)arylamino; and (C6-C18)aryl(5-20 membered)heteroarylamino that is unsubstituted or substituted with (C6-C18)aryl. For example, the substituents are each independently deuterium; cyano; fluorine; methyl which is unsubstituted or substituted with at least one of deuterium and fluorine; ethyl; tert-butyl; phenyl which is unsubstituted or substituted with at least one of deuterium, methyl, tert-butyl, carbazolyl, dibenzofuranyl, diphenylamino, phenoxazinyl, phenothiazinyl, and methyl-substituted dihydroacridinyl; naphthyl; biphenyl; terphenyl; triphenylenyl; carbazolyl; dibenzofuranyl; phenoxazinyl; phenothiazinyl; dihydroacridinyl substituted with methyl; xanthenyl substituted with methyl; trimethylsilyl; triphenylsilyl; diphenylmethylsilyl; diphenylamino which is unsubstituted or substituted with at least one of methyl, tert-butyl, and diphenylamino; phenylnaphthylamino; phenylbiphenylamino which is unsubstituted or substituted with tert-butyl; dinaphthylamino; dibiphenylamino; phenyldibenzofuranylamino;and carbazolylphenylamino substituted with phenyl.

[0023] As used herein, heteroaryl, heteroarylene, and heterocycloalkyl may each independently contain at least one heteroatom selected from B, N, O, S, Si, and P. Furthermore, the heteroatom may be bonded to at least one selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, substituted or unsubstituted mono- or di-(C1-C30) alkylamino, substituted or unsubstituted mono- or di-(C6-C30) arylamino, and substituted or unsubstituted (C1-C30) alkyl(C6-C30) arylamino.

[0024] In the following, several luminescent materials according to one embodiment are described.

[0025] According to one embodiment, the plurality of light-emitting materials includes at least one first compound represented by Formula 1 and at least one second compound represented by Formula 2. Specifically, the present disclosure provides an organic electroluminescent device that exhibits high luminous efficiency and / or long lifetime characteristics by including multiple light-emitting materials in at least one organic layer, such as at least one light-emitting layer of an organic electroluminescent device. More specifically, the first compound and the second compound can be used together in the light-emitting layer to enhance charge mobility and stability, thereby improving device efficiency, such as external quantum efficiency and lifetime characteristics.

[0026] According to one embodiment, the present disclosure provides a host / dopant combination, i.e., a host compound represented by Formula 1 and a dopant compound represented by Formula 2. Additionally, the present disclosure provides an organic electroluminescent device comprising the host / dopant combination.

[0027] An emissive material according to one embodiment includes at least one anthracene derivative represented by Formula 1. For example, the compound represented by Formula 1 can be a fluorescent host, and further, it can be a blue-emitting fluorescent host.

[0028] In Formula 1, T is O, S, or CR9R 10 Represents.

[0029] In Formula 1, ring A and ring B each independently represent a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl. According to one embodiment of the present disclosure, ring A and ring B each independently represent a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, ring A and ring B each independently represent a (C6-C18) aryl that is unsubstituted or substituted with at least one of deuterium and (C1-C10) alkyl; or a (5-20 membered) heteroaryl that is unsubstituted or substituted with at least one of deuterium and (C6-C18) aryl. For example, ring A and ring B may each independently be an unsubstituted or deuterium-substituted benzene ring, an unsubstituted or deuterium-substituted naphthalene ring, a fluorene ring substituted with at least one of deuterium and methyl, a deuterium-substituted dibenzofuran ring, a carbazole ring substituted with at least one of deuterium and phenyl, or the like.

[0030] In formula 1, R1 to R 10are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L3-N(Ar 11 )(Ar 12 According to one embodiment of the present disclosure, R1 to R 10 each independently represents hydrogen, deuterium, a substituted or unsubstituted (C1-C20) alkyl, a substituted or unsubstituted (C6-C18) aryl, or a substituted or unsubstituted (5-20 membered) heteroaryl. 10 each independently represent hydrogen, deuterium, or unsubstituted or deuterium-substituted (C1-C10) alkyl. For example, R1 to R8 can each independently be hydrogen or deuterium; and R9 and R 10 may each independently be unsubstituted or deuterium-substituted methyl.

[0031] In Formula 1, L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3-30 membered) heteroarylene. According to one embodiment of the present disclosure, L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6-C25) arylene, or a substituted or unsubstituted (5-25 membered) heteroarylene. According to another embodiment of the present disclosure, L1 to L3 each independently represent a single bond; a (C6-C18) arylene that is unsubstituted or substituted with at least one of deuterium and (C6-C18) aryl; or a (5-20 membered) heteroarylene that is unsubstituted or substituted with deuterium. For example, L1 to L3 may each independently be a single bond; unsubstituted phenylene or phenyl substituted with at least one of deuterium and phenyl; unsubstituted naphthylene or deuterium-substituted carbazolylene.

[0032] In Formula 1, each Ar1 independently represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl. According to one embodiment of the present disclosure, each Ar1 independently represents a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, each Ar1 independently represents a (C6-C25) aryl that is unsubstituted or substituted with at least one of deuterium and (C1-C10) alkyl; or a (5-20 membered) heteroaryl that is unsubstituted or substituted with at least one of deuterium and (C6-C18) aryl. For example, each Ar1 can be independently unsubstituted or deuterium-substituted phenyl, naphthyl, biphenyl, dimethylfluorenyl, diphenanthrenyl, dimethylbenzofluorenyl, terphenyl, triphenylenyl, spirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, phenylcarbazolyl, benzonaphthofuranyl, or benzonaphthothiophenyl.

[0033] In Formula 1, Ar2, Ar 11and Ar 12 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, or substituted or unsubstituted tri(C6-C30) arylsilyl. For example, Ar2 can be hydrogen or deuterium.

[0034] In Formula 1, t represents an integer of 1 or 2, and when t is 2, each Ar2 can be the same or different.

[0035] According to one embodiment of the present disclosure, Formula 1 is represented by the following Formulas 1-1 and 1-2: [ka] (In the formula, L1, L2, Ar1, Ar2, T, ring A, ring B, R1 to R8, and t are as defined in formula 1.) It can be represented by at least one of:

[0036] In Formula 2, each L independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3-30 membered) heteroarylene. According to one embodiment of the present disclosure, each L independently represents a single bond or a substituted or unsubstituted (C6-C25) arylene. According to another embodiment of the present disclosure, each L independently represents a single bond or a (C6-C25) arylene that is unsubstituted or substituted with a (C1-C10) alkyl. For example, each L independently may be a single bond; phenylene; naphthylene; or fluorenylene substituted with ethyl.

[0037] In formula 2, Ar4 and Ar5 each independently represent a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C6-C30) aryl, a substituted or unsubstituted (3-30 membered) heteroaryl, a substituted or unsubstituted (C3-C30) cycloalkyl, a substituted or unsubstituted (C1-C30) alkoxy, a substituted or unsubstituted tri(C1-C30) alkylsilyl, a substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, a substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, a substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14) or Ar4 and Ar5 may be linked to each other to form a ring. According to one embodiment of the present disclosure, Ar4 and Ar5 each independently represent a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl; or Ar4 and Ar5 may be linked to each other to form a ring. According to another embodiment of the present disclosure, Ar4 and Ar5 each independently represent a (C6-C18) aryl that is unsubstituted or substituted with at least one of deuterium, halogen, cyano, (C1-C10) alkyl, tri(C1-C10) silyl alkyl, (C1-C30) alkyldi(C6-C30) arylsilyl, and tri(C6-C30) arylsilyl; or Ar4 and Ar5 may be linked to each other to form a ring. For example, Ar4 and Ar5 may each independently be phenyl that is unsubstituted or substituted with at least one of deuterium, fluorine, cyano, methyl, methyl substituted with fluorine, tert-butyl, trimethylsilyl, triphenylsilyl, diphenylmethylsilyl; naphthyl; biphenyl that is unsubstituted or substituted with at least one of deuterium, fluorine, and cyano; naphthylphenyl that is unsubstituted or substituted with at least one of fluorine and cyano; dimethylfluorenyl; terphenyl that is unsubstituted or substituted with at least one of fluorine, cyano, and methyl; or carbazolyl substituted with phenyl; or Ar4 and Ar5 may be linked to each other to form an indoline ring that is unsubstituted or substituted with at least one of fluorine, cyano, and methyl; a tetrahydroquinoline ring that is unsubstituted or substituted with at least one of cyano and methyl; or an unsubstituted carbazole ring.

[0038] In formula 2, n represents an integer of 0 to 2. When n is an integer of 0, Ar3 is represented by formula 2-1, and when n is 2, [ka] can be the same or different.

[0039] In Formula 2, Ar3 is represented by any one of Formulas 2-1 to 2-5. In Formula 1, both Ring A and Ring B represent C6 aryl, L2 represents a single bond, and T is CR9R 10 In addition, when Ar3 is represented by formula 2-1, n is 0.

[0040] In formula 2-1, Y1 represents B; X1 and X2 each independently represent NR', O, or S. According to one embodiment of the present disclosure, X1 and X2 each independently represent NR' or O.

[0041] In Formula 2-1, ring C, ring D, and ring E each independently represent a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-50 membered) heteroaryl. According to one embodiment of the present disclosure, ring C, ring D, and ring E each independently represent a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-30 membered) heteroaryl; and at least one of ring C, ring D, and ring E is selected from the group consisting of B, O, S, or CR, either directly or as a linking group. 27 R 28 and ring D and ring E can be linked to R' via B, O, S, or CR directly or as a linking group. 27 R 28According to another embodiment of the present disclosure, ring C, ring D and ring E each independently represent a (C6-C18)aryl that is unsubstituted or substituted with at least one of deuterium, (C1-C10)alkyl, (C6-C18)aryl, (5-20 membered)heteroaryl, di(C6-C18)arylamino and (C6-C18)aryl (5-20 membered)heteroaryl; or a (5-25 membered)heteroaryl that is unsubstituted or substituted with at least one of (C6-C18)aryl and di(C6-C18)arylamino. For example, ring C may be a substituted or unsubstituted benzene ring or an unsubstituted naphthyl ring, and the substituent of the substituted benzene ring may be at least one selected from the group consisting of deuterium; methyl which is unsubstituted or substituted with deuterium; tert-butyl; phenyl which is unsubstituted or substituted with at least one of methyl, carbazolyl, dibenzofuranyl, phenoxazinyl, phenothiazinyl, 9,10-dihydro-9,9-dimethylacridinyl, and diphenylamino; naphthyl; biphenyl; terphenyl; triphenylenyl; carbazolyl; phenoxazinyl; phenothiazinyl; 9,10-dihydro-9,9-dimethylacridinyl; diphenylamino which is unsubstituted or substituted with at least one of deuterium, methyl, and tert-butyl; phenylnaphthylamino; phenylbiphenylamino which is unsubstituted or substituted with tert-butyl; dinaphthylamino; dibiphenylamino; and phenyldibenzofuranylamino. For example, ring D and ring E may each independently be a substituted or unsubstituted benzene ring; a naphthalene ring; a dibenzofuran ring; a carbazole ring substituted with at least one of phenyl and diphenylamino; or a 21-membered heteroaryl ring substituted with at least one of phenyl; and ring D and ring E may each independently be a substituted or unsubstituted benzene ring; a substituted or unsubstituted naphthalene ring; a dibenzofuran ring; a carbazole ring substituted with at least one of phenyl and diphenylamino; and 27 R 28The substituents of the substituted benzene rings may be at least one selected from the group consisting of deuterium, methyl, tert-butyl, phenyl, naphthyl, diphenylamino which is unsubstituted or substituted with diphenylamino, phenylnaphthylamino, dibiphenylamino, phenylcarbazolylphenylamino, and dibenzofuranylphenylamino.

[0042] R' each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14 or R' represents B, O, S, or CR directly or as a linking group to at least one of rings C, D, and E. 27 R 28and R' may be linked via a linker to form a ring. According to one embodiment of the present disclosure, each R' independently represents a substituted or unsubstituted (C1-C20) alkyl, a substituted or unsubstituted (C6-C25) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl. According to another embodiment of the present disclosure, each R' independently represents an unsubstituted (C1-C10) alkyl; a (C6-C18) aryl that is unsubstituted or substituted with at least one of deuterium, (C1-C10) alkyl, and di(C6-C18) arylamino; or a (5-20 membered) heteroaryl that is unsubstituted or substituted with (C6-C18) aryl. For example, each R' can be independently methyl; phenyl unsubstituted or substituted with at least one of deuterium, methyl, tert-butyldiphenylamino; naphthyl; biphenyl; or carbazolyl substituted with phenyl; or R' can be linked to at least one of rings C, D, and E by B, O, S, or CR, either directly or as a linking group. 27 R 28 may be linked via a linker to form a ring.

[0043] In formula 2-4, W and Z are each independently O, S, NR', or CR. 27 R 28 According to one embodiment of the present disclosure, W and Z each independently represent O and S.

[0044] In formulas 2-2 to 2-5, R 11 ~R 14、 R 17 , R 18 and R 21 ~R 26are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13 )(Ar 14 According to one embodiment of the present disclosure, R 11 ~R 14 , R 17 , R 18 and R 21 ~R 26 each independently represents hydrogen, a substituted or unsubstituted (C6-C25) aryl, or a substituted or unsubstituted (5-25 membered) heteroaryl. 4、 R 17 , R 18 and R 21 ~R 26 are each independently hydrogen; unsubstituted or deuterium-substituted (C6-C18) aryl; or unsubstituted or deuterium-substituted (5-20 membered) heteroaryl. For example, R 17 , R 18 and R 21 ~R 26 may be hydrogen; and R 11 ~R 14 each independently represents hydrogen; unsubstituted or deuterium-substituted phenyl; or substituted carbazolyl, the substituent of which may be phenyl substituted with tert-butyl, for example.

[0045] In formulas 2-1 to 2-5, R 15 , R 16 , R19 , R 20 , R 27 and R 28 each independently represents a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; and R 15 and R 16 , R 19 and R 20 and R 27 and R 28 may be fused together to form a spiro structure. 15 , R 16 , R 19 , R 20 , R 27 and R 28 each independently represents a substituted or unsubstituted (C1-C20) alkyl or a substituted or unsubstituted (C6-C25) aryl; and R 15 and R 16 , R 19 and R 20 and R 27 and R 28 may be fused together to form a spiro structure. 15 , R 16 , R 19 , R 20 , R 27 and R 28 each independently represents an unsubstituted (C1-C10) alkyl or an unsubstituted (C6-C18) aryl; and R 15 and R 16 , R 19 and R 20 and R 27 and R 28 At least one of R may be fused to each other to form a spiro structure. 15 and R 16 may each independently be methyl or phenyl; or R 15 and R 16 may be fused together to form a spiro structure, such as a fluorene ring. For example, R 19 and R 20may each independently be phenyl; or R 19 and R 20 may be fused together to form a spiro structure, such as a fluorene ring. For example, R 27 and R 28 may each independently be methyl.

[0046] Each L4 independently represents a single bond, a substituted or unsubstituted (C6-C30) arylene, a substituted or unsubstituted (3-30 membered) heteroarylene, a substituted or unsubstituted divalent (C2-C30) aliphatic hydrocarbon group, or a substituted or unsubstituted divalent fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring. For example, each L4 independently represents a single bond.

[0047] Ar 13 and Ar 14 each independently represents a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl. 13 and Ar 14 each independently represents a substituted or unsubstituted (C6-C25) aryl or a substituted or unsubstituted (5-25 membered) heteroaryl. 13 and Ar 14 each independently represents a (C6-C18)aryl that is unsubstituted or substituted with at least one of deuterium, (C1-C10)alkyl, and di(C6-C18)arylamino; or a (5-20 membered)heteroaryl that is unsubstituted or substituted with a (C6-C18)aryl. For example, A 13 and A 14 may each independently be phenyl unsubstituted or substituted with at least one of deuterium, methyl, tert-butyl, and diphenylamino; naphthyl; biphenyl unsubstituted or substituted with tert-butyl; carbazolyl substituted with phenyl; or dibenzofuranyl.

[0048] In formulas 2-2 to 2-5, a, c, h, and i each independently represent an integer of 1 or 2; b and d each independently represent an integer of 1 to 3; f, k, and l each independently represent an integer of 1 to 6; and e, g, and j each independently represent an integer of 1 to 4. When a to l each independently represent an integer of 2 or greater, R 11 Each of R 12 Each of R 13 Each of R 14 Each of R 17 Each of R 18 Each of R 21 Each of R 22 Each of R 23 Each of R 24 Each of R 25 or R 26 Each of may be the same or different.

[0049] According to one embodiment of the present disclosure, Formula 2 can be represented by at least one of the following Formulas 2-11 to 2-18. [ka]

[0050] In Equation 2-11, R 31 ~R 41 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L4-N(Ar 13)(Ar 14 ) or R 31 ~R 41 and R' are connected directly or by a linking group, B, O, S, or CR 27 R 28 According to one embodiment of the present disclosure, R 31 ~R 41 are each independently hydrogen, deuterium, a substituted or unsubstituted (C1-C20) alkyl, a substituted or unsubstituted (C6-C25) aryl, a substituted or unsubstituted (5-25 membered) heteroaryl, or -L4-N(Ar 13 )(Ar 14 ) or R 31 ~R 41 and R' are connected directly or by a linking group, B, O, S, or CR 31 ~R 41 According to another embodiment of the present disclosure, R 31 ~R 41 are each independently hydrogen; deuterium; unsubstituted or deuterium-substituted (C1-C10) alkyl; unsubstituted or (C6-C18) aryl substituted with at least one of (C1-C10) alkyl, (5-20 membered) heteroaryl, and di(C6-C18) arylamino; or -L4-N(Ar 13 )(Ar 14 ) or R 31 ~R 41 and R' are connected directly or by a linking group, B, O, S, or CR 27 R 28 For example, R 31 ~R 41 are each independently hydrogen; deuterium; unsubstituted or deuterium-substituted methyl; tert-butyl; substituted or unsubstituted phenyl; naphthyl; biphenyl; terphenyl; triphenylenyl; carbazolyl; phenoxazinyl; phenothiazinyl; 9,10-dihydro-9,9-dimethylacridinyl; or L4-N(Ar 13 )(Ar14 ) or R 31 ~R 41 and R' are connected directly or by a linking group, B, O, S, or CR 27 R 28 and the substituted phenyl rings may be linked to each other via a group consisting of: a benzene ring; an indole ring substituted with at least one of phenyl and diphenylamino; a benzofuran ring; a benzoxazine ring; a benzothiazine ring; or a (17- to 18-membered) heteroaryl ring substituted with methyl and phenyl; the substituent of the substituted phenyl may be at least one of methyl, carbazolyl, dibenzofuranyl, phenoxazinyl, phenothiazinyl, 9,10-dihydro-9,9-dimethylacridinyl, and diphenylamino.

[0051] In formulas 2-12 to 2-18, n′ and n″ each independently represent 0 or 1, and at least one of n′ and n″ is 1.

[0052] In formulas 2-12 to 2-18, b' and d' each independently represent an integer of 1 or 2; e' each independently represent an integer of 1 to 3; f', k', and l' each independently represent an integer of 1 to 5; and h' and i' each independently represent an integer of 1.

[0053] In formulas 2-11 to 2-18, Y1, X1, X2, R 11 ~R 28 , L4, Ar 13 , Ar 14 , a, c, g, and j are each independently as defined in Formula 2.

[0054] Specifically, the compound represented by formula 1 can be at least one selected from the group consisting of the following compounds, but is not limited thereto: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0055] In the above compound, D n represents that n hydrogen atoms are replaced with deuterium atoms; and n represents an integer of 1 to 50. According to one embodiment of the present disclosure, each n independently represents an integer of 4 to 45. According to another embodiment of the present disclosure, each n independently represents an integer of 6 to 40. For example, n may be an integer of 1 to 32. When deuteration is performed to a number equal to or greater than the lower limit, the bond dissociation energy associated with deuteration increases, and improved lifetime characteristics may be exhibited. The upper limit of n is determined by the number of hydrogen atoms that can be substituted in each compound.

[0056] Specifically, the compound represented by formula 2 can be at least one selected from the group consisting of the following compounds, but is not limited thereto: [ka] [ka]

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[0057] A combination of at least one of the compounds H1-1 to H1-295 and at least one of the compounds C-1 to C-465 can be used in an organic electroluminescent device. According to one embodiment, at least one of the compounds H1-1 to H1-295 can be used as a host material, and at least one of the compounds C-1 to C-465 can be used as a dopant material.

[0058] The present disclosure provides a compound of formula 11: [ka] (In the formula, T is O, S or CR9R 10 represents; Ring A and ring B each independently represent a substituted or unsubstituted (C6 to C30) aryl or a substituted or unsubstituted (3 to 30-membered) heteroaryl; R1~R 10 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted or unsubstituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted or unsubstituted tri(C6-C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, or -L3-N(Ar 11 )(Ar 12 ) represents; L1 to L3 each independently represent a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Each Ar1 independently represents a substituted or unsubstituted (C6 to C30) aryl or a substituted or unsubstituted (3 to 30-membered) heteroaryl; Ar2, Ar11 and Ar 12 each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3-30 membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring, substituted or unsubstituted tri(C1-C30)alkylsilyl, substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or substituted or unsubstituted tri(C6-C30)arylsilyl; and t represents an integer of 1 or 2, and when t is 2, each Ar2 may be the same or different; However, when both ring A and ring B represent a C6 aryl and L2 represents a single bond, L1, Ar1, Ar2, R1 to R 10 , provided that at least one of ring A and ring B contains at least one deuterium atom. The present invention provides an organic electroluminescent compound represented by the formula:

[0059] In Formula 11, when both ring A and ring B represent a C6 aryl and L2 represents a single bond, L1, Ar1, Ar2, R1 to R 10 At least one of ring A and ring B may be deuterium, or L1, Ar1, Ar2, R1 to R 10 At least one substituent of ring A and ring B may be deuterium. The number of deuterium is preferably 1 to 50, more preferably 4 to 45, and even more preferably 6 to 40.

[0060] In Formula 11, ring A, ring B, R to R 10 , L1, L2, Ar1, and Ar2 are each independently as disclosed in Formula 1.

[0061] Specifically, the compound represented by formula 11 can be at least one compound selected from the group consisting of compounds H1-151 to H1-170, H1-201 to H1-250, and H1-256 to H1-295, but is not limited to these.

[0062] According to one embodiment of the present disclosure, an organic electroluminescent device can be provided, comprising the organic electroluminescent compound represented by Formula 11, and the organic electroluminescent compound can be preferably included in the light-emitting layer as a host material.

[0063] Non-deuterated analogs of compounds represented by Formula 1 or 11 can be prepared by known coupling and substitution reactions. Compounds of Formula 1 or 11 can also be prepared in a similar manner by using deuterated precursor materials, or more commonly, by treating the non-deuterated compound with a deuterated solvent or D6-benzene in the presence of a Lewis acid, e.g., aluminum trichloride or ethylaluminum chloride, a H / D exchange catalyst, such as trifluoromethanesulfonic acid or trifluoromethanesulfonic acid-D. Furthermore, the degree of deuteration can be controlled by varying reaction conditions, such as reaction temperature. For example, the number of deuterium atoms in Formula 1 or 11 can be controlled by adjusting the reaction temperature and time, the amount of acid equivalents, etc.

[0064] The compounds represented by Formula 1 or 11 according to the present disclosure can be prepared by synthetic methods known to those skilled in the art. For example, the compounds represented by Formula 1 or 11 can be prepared by referring to, but not limited to, Patent Document 1 (published on October 1, 2019).

[0065] Compounds represented by formula 1 or 11 in which hydrogen is replaced with deuterium and L2 is not a single bond can be prepared with reference to, but not limited to, the following reaction schemes. [ka]

[0066] In Reaction Schemes 1 to 3, T, ring A, ring B, R1 to R8, L1, L2, Ar1, Ar2, t, and D n is as defined in Equation 1. [ka]

[0067] In Reaction Scheme 4, T, ring A, ring B, R1 to R8, L1, Ar1, and t are as defined in Formula 1, and L2 represents a substituted or unsubstituted (C6 to C30) arylene or a substituted or unsubstituted (5 to 30-membered) heteroarylene.

[0068] Illustrative synthetic examples of compounds represented by Formula 1 or 11 are described above, but one skilled in the art will readily appreciate that all of these are based on Buchwald-Hartwig cross-coupling reactions, N-arylation reactions, Miyaura borylation reactions, Suzuki cross-coupling reactions, Pd(II)-catalyzed oxidative cyclization reactions, Heck reactions, cyclodehydration reactions, SN1 substitution reactions, SN2 substitution reactions, phosphine-mediated reductive cyclization reactions, Ullmann reactions, Wittig reactions, and the like, and that the above reactions will proceed even when substituents defined in Formula 1 or 11 above, but not specified in the specific synthetic examples above, are attached.

[0069] The compound represented by formula 2 according to the present disclosure can be prepared by a synthetic method well known to those skilled in the art. For example, the compound represented by formula 2 can be prepared by referring to (Patent Document 3) (published March 7, 2019), (Patent Document 4) (published October 16, 2019), (Patent Document 5) (published July 28, 2014), (Patent Document 6) (published March 23, 2017), (Patent Document 7) (published November 14, 2014), etc., but is not limited thereto.

[0070] In the following, an organic electroluminescent device comprising multiple light-emitting materials as described above is described.

[0071] An organic electroluminescent device according to one embodiment of the present disclosure includes a first electrode, a second electrode, and at least one organic layer between the first electrode and the second electrode. The organic layer can include an emissive layer, and the emissive layer can include a plurality of emissive materials. The plurality of emissive materials includes at least one first compound represented by Formula 1 and at least one second compound represented by Formula 2. The first compound can be represented by Formula 11. According to one embodiment of the present disclosure, the emissive layer can include the organic electroluminescent compound represented by Formula 11, and the organic electroluminescent compound can be included in the emissive layer.

[0072] The light-emitting layer is a light-emitting layer containing a host and a dopant, and may be a single layer or a multilayer structure consisting of two or more stacked layers. The host primarily functions to promote the recombination of electrons and holes and confine excitons in the light-emitting layer, while the dopant functions to efficiently emit light from the excitons obtained by recombination. In the light-emitting materials according to the present disclosure, the first compound and the second compound may be contained in the same layer or in different layers. The dopant compound in the light-emitting layer may be doped in an amount of less than 25% by weight, preferably less than 20% by weight, and more preferably less than 17% by weight, based on the total amount of the host compound and the dopant compound.

[0073] One of the first and second electrodes can be an anode, and the other can be a cathode. The second electrode can be a semi-transparent or reflective electrode, and can be a top-emitting, bottom-emitting, or dual-emitting type depending on the material. The organic layer includes an emitting layer and can further include at least one layer selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, an emitting auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer.

[0074] The organic layer may further contain an amine-based compound and / or an azine-based compound in addition to the light-emitting material of the present disclosure. Specifically, the hole injection layer, hole transport layer, hole auxiliary layer, light-emitting layer, light-emitting auxiliary layer, and / or electron blocking layer may contain, for example, an amine-based compound, such as an arylamine-based compound or a styrylarylamine-based compound, as the hole injection material, hole transport material, hole auxiliary material, light-emitting material, light-emitting auxiliary material, and / or electron blocking material. In addition, the electron transport layer, electron injection layer, electron buffer layer, and / or hole blocking layer may contain an azine-based compound as the electron transport material, electron injection material, electron buffer material, and / or hole blocking material.

[0075] Additionally, the organic layer may further comprise at least one metal selected from the group consisting of metals from Group 1, metals from Group 2, metals from Periodic Table transition period 4, metals from Period 5, lanthanides and d-transition elements, or organometallic compounds of at least one complex containing the aforementioned metals.

[0076] A hole injection layer, a hole transport layer, or an electron blocking layer, or a combination thereof, can be used between the anode and the light-emitting layer. The hole injection layer can be a multilayer to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, and in this case, each of the multilayers can use two compounds simultaneously. The electron blocking layer can be disposed between the hole transport layer (or hole injection layer) and the light-emitting layer to prevent electron overflow from the light-emitting layer and trap excitons in the light-emitting layer to prevent light leakage. The hole transport layer or the electron blocking layer can be a multilayer, and in this case, each of the multilayers can use multiple compounds.

[0077] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the light-emitting layer and the cathode. The electron buffer layer may be multi-layered to control electron injection and improve the interfacial properties between the light-emitting layer and the electron injection layer, in which case each layer may use two compounds simultaneously. The hole blocking layer or the electron transport layer may also be multi-layered, in which case each layer may use multiple compounds.

[0078] The light-emitting auxiliary layer can be disposed between the anode and the light-emitting layer or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is disposed between the anode and the light-emitting layer, it can be used to promote hole injection and / or hole transport or prevent electron overflow. When the light-emitting auxiliary layer is disposed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or electron transport or prevent hole overflow.

[0079] In addition, a hole-assisting layer may be disposed between the hole-transporting layer (or hole-injecting layer) and the light-emitting layer, and may be effective in promoting or blocking the hole transport rate (or hole injection rate), thereby enabling charge balance to be controlled. When an organic electroluminescent device includes two or more hole-transporting layers, the additional hole-transporting layer may be used as a hole-assisting layer or an electron-blocking layer. The light-emitting assisting layer, hole-assisting layer, or electron-blocking layer may have the effect of improving the efficiency and / or life of the organic electroluminescent device.

[0080] In the organic electroluminescent device of the present disclosure, at least one layer selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter referred to as a "surface layer") may be preferably disposed on the inner surface of one or both electrodes. Specifically, a silicon or aluminum chalcogenide (including oxide) layer is preferably disposed on the anode side of the electroluminescent medium layer, and a metal halide or metal oxide layer is preferably disposed on the cathode side of the electroluminescent medium layer. Such a surface layer may provide operational stability to the organic electroluminescent device. Preferably, the chalcogenide is SiO X (1≦X≦2), AlO X (1≦X≦1.5), SiON, SiAlON, etc., metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc., and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0081] 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 is preferably disposed on the surface of at least one of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, 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. The reductive dopant layer can be used as a charge generation layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0082] Various structures have been proposed for white organic electroluminescent devices, such as a parallel structure or a stacked structure according to the arrangement of R (red), G (green) or YG (yellow-green) and B (blue) light-emitting components or a color conversion material (CCM) method, etc. Also, the multiple light-emitting materials of the present disclosure can be applied to such white organic electroluminescent devices.

[0083] Additionally, the light-emitting materials according to an embodiment of the present disclosure can be applied to organic electroluminescent devices including QDs (quantum dots).

[0084] The present disclosure can provide a display system by using a plurality of light-emitting materials according to one embodiment of the present disclosure. That is, a display system or a lighting system can be manufactured by using a compound of the present disclosure or a combination of compounds of the present disclosure. Specifically, a display system such as a display system for a smartphone, tablet, notebook, PC, TV, or automobile, or a lighting system such as an outdoor or indoor lighting system can be manufactured by using a compound of the present disclosure or a combination of compounds of the present disclosure.

[0085] To form each layer of the organic electroluminescent device of the present disclosure, dry film forming methods such as vacuum evaporation, sputtering, plasma and ion plating methods, or wet film forming methods such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating and flow coating methods can be used.When using wet film forming methods, thin films can be formed by dissolving or diffusing the materials forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc.The solvent can be any solvent as long as it can dissolve or diffuse the materials forming each layer and has no problem in film formation ability.

[0086] The dopant and host compound of the present disclosure can be co-evaporated or mixed-evaporated. Co-evaporation is a mixed vapor deposition method in which two or more isomeric materials are placed in separate crucible sources, and current is passed through both cells simultaneously to evaporate the materials. Mixed vapor deposition is a mixed vapor deposition method in which two or more isomeric materials are mixed in one crucible source before evaporating them, and current is passed through the cells to evaporate the materials.

[0087] Hereinafter, the preparation methods of the compounds of the present disclosure and their properties will be described in detail with reference to representative compounds of the present disclosure. However, the present disclosure is not limited by the following examples. [Example]

[0088] Example 1: Preparation of compound H1-226-D8 [ka] Synthesis of compound H1-1-1 9-Phenylanthracene (5 g, 19.67 mmol) and benzene-D6 (100 mL, 1128.9 mmol) were placed in a flask and stirred under reflux. Trifluoromethanesulfonic acid (2.55 g, 16.99 mmol) was added to the mixture at 35 °C. After 3 hours, the mixture was cooled to ambient temperature. 10 mL of heavy water (DO) was added to the mixture, and the mixture was stirred for 10 minutes. The mixture was neutralized with aqueous KPO solution, and the organic layer was extracted with ethyl acetate. Residual water was removed with magnesium sulfate, and the residue was distilled under reduced pressure and separated by column chromatography to obtain 3.7 g of compound H1-1-1 (yield: 71.52%).

[0089] Synthesis of compound H1-1-2 In a flask, compound H1-1-1 (66 g, 250.9 mmol) was dissolved in dichloromethane (1700 mL), N-bromosuccinimide (67 g, 377.86 mmol) was added, and the mixture was stirred under reflux. After 4 hours, the mixture was cooled to ambient temperature. The organic layer was washed with aqueous K2PO3 and then washed again with aqueous sodium thiosulfate. Residual water was removed with magnesium sulfate, and the organic layer was distilled under reduced pressure. The resulting mixture was separated by column chromatography to obtain 75 g of compound H1-1-2 (yield: 87.61%).

[0090] Synthesis of compound H1-1-3 Compound H1-1-2 (75 g, 220.58 mmol), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaneborolane) (72.8 g, 286.7 mmol), PdCl2(PPh3)2 (7.74 g, 11.03 mmol), KOAc (43.4 g, 441.17 mmol), and 1,4-dioxane (1200 mL) were placed in a flask. The mixture was heated to 155 °C. After 4 h, the mixture was cooled to ambient temperature. Distilled water was added, and the organic layer was extracted with ethyl acetate. Residual water was removed with magnesium sulfate, and the residue was distilled under reduced pressure and separated by column chromatography to obtain 46 g of compound H1-1-3 (yield: 53.70%).

[0091] Synthesis of compound H1-226-D8 Compound H1-1-3 (6.3 g, 16.23 mmol), 8-bromophenanthro[4,5-bcd]furan (4.0 g, 14.75 mmol), Pd2(dba)3 (0.54 g, 0.59 mmol), S-Phos (0.72 g, 1.77 mmol), K3PO4 (7.8 g, 36.88 mmol), toluene (100 mL), distilled water (18 mL), and ethanol (25 mL) were stirred in a flask, and the mixture was heated to 140 °C. After 3 h, the mixture was cooled to ambient temperature, distilled water was added, and the organic layer was extracted with ethyl acetate. Residual water was removed with magnesium sulfate, and the residue was distilled under reduced pressure and separated by column chromatography to obtain 5.2 g of compound H1-226-D8 (yield: 77.96%).

[0092] [Table 1]

[0093] Example 2: Preparation of Compound H1-202 [ka] Synthesis of compound H1-202-1 A mixture of 3-methoxynaphthalene-2-boronic acid (10.253 g, 50.75 mmol), 1-bromo-3-fluoro-2-iodobenzene (20.2 g, 67 mmol), Pd(PPh3)4 (2.99 g, 2.59 mmol), K2CO3 (10.5 g, 76.1 mmol), 1,2-dimethoxyethane (235 mL), and water (137 mL) was degassed and stirred at 78 °C under a nitrogen atmosphere for 20 hours. The mixture was then cooled, diluted with water (200 mL), and extracted with dichloromethane (three times). The extract was then dried over anhydrous sodium sulfate, and the dichloromethane was evaporated to give 25.8 g of the mixture. The mixture was dissolved in dichloromethane, absorbed onto Celite, and separated by chromatography on a silica gel column using hexane and dichloromethane. The solvent was removed by distillation under reduced pressure, and the residue was dried in vacuo to obtain 12.7 g of compound H1-202-1 (yield: 75.59%).

[0094] Synthesis of compound H1-202-2 Compound H-202-1 (31.7 g, 95.71 mmol) was dissolved in anhydrous tetrahydrofuran (610 mL), stirred under a nitrogen atmosphere, and cooled in an acetone / dry ice bath. nBuLi (62.8 mL of a 1.6 M solution in hexane, 100.5 mmol) was added dropwise to the mixture, maintaining the internal temperature below −70°C. The mixture was then stirred at −78°C for 60 minutes, and then iodine (26.73 g, 105.3 mmol) was added to the mixture in one portion. The mixture was stirred overnight while cooling in a dry ice / acetone bath. The reaction mixture was then warmed to ambient temperature using a water bath, and water and sodium bisulfate solution were slowly added. The tetrahydrofuran layer was separated, and the aqueous layer was extracted with ether. The resulting organic layer was passed through a silica gel-filled filter and then ether was passed through. The solvent was removed using a rotary evaporator. After partial evaporation of the ether, the precipitate was collected in small amounts. The pure fractions were combined to give 28.8 g of compound H1-202-2 (yield: 79.55%).

[0095] Synthesis of compound H1-202-3 A mixture of compound H1-202-2 (28.8 g, 76.16 mmol), trimethylsilylacetylene (43.4 g, 442 mmol), Pd(PPh3)4 (9.81 g, 8.50 mmol), CuI (14.5 g, 76.16 mmol), and triethylamine (750 mL) was degassed and stirred at 93 °C under a nitrogen atmosphere for 4 hours. The reaction mixture was cooled and passed through a filter packed with silica gel and then dichloromethane. After evaporation of the dichloromethane, the residue was absorbed onto Celite and separated by column chromatography using hexane-dichloromethane. The solvent was evaporated and the residue was dried under vacuum to give 19.6 g of compound H1-202-3 (yield: 73.85%).

[0096] Synthesis of compound H1-202-4 Compound H1-202-3 (19.6 g, 56.24 mmol) was dissolved in anhydrous acetonitrile (800 mL) under a nitrogen atmosphere. Silver fluoride (10.33 g, 81.4 mmol) was added to the solution, followed 10 minutes later by the addition of N-iodosuccinimide (18.31 g, 81.4 mmol). The resulting mixture was stirred at room temperature for 1 hour and filtered. The precipitate was washed with acetonitrile, and the acetonitrile was removed using a rotary evaporator. The residue was mixed with approximately 100 mL of hot dichloromethane and passed through a short column packed with silica gel. The dichloromethane was removed using a rotary evaporator, and the residue was dried under vacuum to obtain 22.2 g of compound H1-202-4 (yield: 98.14%).

[0097] Synthesis of compound H1-202-5 A mixture of compound H1-202-4 (22.2 g, 55.2 mmol), platinum chloride (0.734 g, 2.76 mmol), and anhydrous toluene (800 mL) was degassed and stirred at 93 °C for 3 hours. The reaction mixture was cooled and filtered through a pad of silica gel. The toluene was removed using a rotary evaporator to give 25.9 g of a dark red oil. The resulting mixture was dissolved in dichloromethane, absorbed onto Celite, and separated by chromatography on a silica gel column using a hexane-dichloromethane mixture. The solvent was evaporated, and the residue was dried under vacuum to give 9.56 g of compound H1-202-5 (yield: 43.06%).

[0098] Synthesis of compound H1-202-6 Compound H1-202-5 (10.1 g, 25.1 mmol) and dichloromethane (232 mL) were stirred under a nitrogen atmosphere, and boron tribromide (8.81 g, 35.16 mmol) was slowly added to the stirred solution. The reaction mixture was stirred under a nitrogen atmosphere at ambient temperature for 1.5 hours. The reaction mixture was slowly added to approximately 115 mL of water and stirred under a nitrogen atmosphere for 30 minutes. The precipitate was filtered, and the filtrate was filtered again. The precipitate was washed several times with water and dried to obtain 8.77 g of compound H1-202-6 (yield: 90.04%).

[0099] Synthesis of compound H1-202-7 A mixture of compound H1-202-6 (8.0 g, 20.61 mmol), potassium carbonate (14.24 g, 103 mmol), and anhydrous N-methylpyrrolidinone (250 mL) was stirred at 120 °C for 1 hour. The reaction mixture was cooled, and water (100 mL) was added. The precipitate was filtered, washed with water and methanol, and dried under vacuum to give 7.2 g of compound H1-202-7 (yield: 94.98%).

[0100] Synthesis of compound H1-202 A mixture of compound H1-202-7 (7.10 g, 19.28 mmol), 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane (7.70 g, 20.25 mmol), Pd(dba) (353 mg, 0.386 mmol), SPhos (396 mg, 0.964 mmol), and KPO (12.28 g, 57.84 mmol) (94 mL) in toluene (470 mL), ethanol (188 mL), and water (94 mL) was degassed and stirred at slight reflux (94 °C) for 16 h. The reaction mixture was cooled and stirred with 200 mL of water for 10 min. The toluene was separated, and the aqueous layer was extracted with toluene. The resulting organic layer was passed through a small filter filled with Florisil and silica gel, and the solvent was concentrated using a rotary evaporator. The residue was dissolved in approximately 1100 mL of dichloromethane while heating and filtered through a filter filled with silica gel. The dichloromethane was distilled off, and the precipitate was collected by filtration after 30 minutes and dried to obtain 8.15 g of the product solid. The resulting product was dissolved in approximately 700 mL of hot toluene at 90 °C, and the toluene was evaporated to a volume of approximately 110 mL. The mixture was then left at room temperature for 2 hours. The resulting product was collected by filtration, washed with toluene and hexane, and dried under vacuum to obtain 6.76 g of compound H1-202 (yield: 86.66%).

[0101] [Table 2]

[0102] Example 3: Preparation of Compound H1-226-D16 [ka] Compound H1-1 (1 g, 2.25 mmol) and benzene-D6 (25 mL, 280.37 mmol) were placed in a flask and heated to dissolve compound H1-1. Trifluoromethanesulfonic acid (0.3 mL, 3.39 mmol) was added to the flask at 60 °C. After 3 hours, the mixture was cooled to ambient temperature. 1 mL of heavy water (DO) was added to the flask and stirred for 10 minutes. The mixture was neutralized with aqueous KPO, and the organic layer was extracted with ethyl acetate. Residual water was removed with magnesium sulfate, and the residue was distilled under reduced pressure and separated by column chromatography to obtain 0.6 g of compound H1-226-D16 (yield: 57.91%).

[0103] The following describes in detail the preparation method of an organic electroluminescent device (OLED) comprising the compound of the present disclosure and its characteristics.However, the following examples only describe in detail the characteristics of the OLED of the present disclosure, and the present disclosure is not limited to the following examples.

[0104] Device Example 1: Fabrication of an OLED using compounds according to the present disclosure An OLED was fabricated using the organic electroluminescent compound according to the present disclosure as follows: A transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) (Geomatec Co., Ltd., Japan) on a glass substrate for the OLED was subjected to ultrasonic cleaning in acetone, ethanol, and distilled water, successively, and then stored in isopropanol. The ITO substrate was attached to a substrate holder of a vacuum evaporation apparatus. Compound HI-1 was introduced into the cell of the vacuum evaporation apparatus, and then the pressure in the chamber of the apparatus was increased to 10 -6The pressure was controlled at 500 kJ / cm². Then, a current was passed through the cell to evaporate the introduced material, thereby forming a first hole injection layer with a thickness of 60 nm on the ITO substrate. Next, compound HI-2 was introduced into another cell of the vacuum evaporation system, and a current was passed through the cell to evaporate it, thereby forming a second hole injection layer with a thickness of 5 nm on the first hole injection layer. Next, compound HT-1 was introduced into another cell of the vacuum evaporation system, and a current was passed through the cell to evaporate it, thereby forming a first hole transport layer with a thickness of 20 nm on the second hole injection layer. Next, compound HT-2 was introduced into another cell of the vacuum evaporation system, and a current was passed through the cell to evaporate it, thereby forming a second hole transport layer with a thickness of 5 nm on the first hole transport layer. After forming the hole injection layer and hole transport layer, an emitting layer was formed thereon as follows: Compound H1-1 was introduced as a host into one cell of a vacuum evaporation system, and Compound C-326 was introduced as a dopant into the other cell. The two materials were evaporated, and the dopant was deposited at a doping amount of 2 wt % based on the total amount of the host and dopant to form an emitting layer with a thickness of 20 nm on the second hole transport layer. Next, Compound ET-1 and Compound EI-1 were evaporated in a 1:1 ratio in two other cells to deposit an electron transport layer with a thickness of 35 nm on the emitting layer. Compound EI-1 was then deposited as an electron injection layer with a thickness of 2 nm on the electron transport layer, and an Al cathode with a thickness of 80 nm was then deposited on the electron injection layer using another vacuum evaporation system. Thus, an OLED was fabricated.

[0105] Device Examples 2-4: Fabrication of OLEDs using compounds according to the present disclosure An OLED was fabricated in the same manner as in Device Example 1, except that the dopant compounds shown in Table 1 were used instead of compound C-326 as the dopant in the emissive layer.

[0106] Device Examples 5-7: Fabrication of OLEDs using compounds according to the present disclosure An OLED was fabricated in the same manner as in Device Example 1, except that the host compound shown in Table 1 was used as the host material in the light-emitting layer instead of compound H1-1.

[0107] Comparative Example 1: OLED Fabrication Using Conventional Compounds An OLED was fabricated in the same manner as in Device Example 1, except that Compound D-1 was used instead of Compound C-326 as the dopant material in the emissive layer.

[0108] Table 1 shows the driving voltage, luminous efficiency [cd / A] and CIE color coordinates of the OLEDs manufactured in Examples 1 to 7 and Comparative Example 1 of the above devices, based on a luminance of 1000 nits, as well as the minimum time required for the luminance to decrease from 100% to 95% (lifetime; T95) based on a specific luminance (each luminance disclosed in Table 1).

[0109] [Table 3]

[0110] From Table 1, it can be seen that OLEDs using multiple emissive materials, including the compound represented by Formula 1 of the present disclosure and the compound represented by Formula 2 of the present disclosure, have lower driving voltages than OLEDs using conventional compounds, while still having excellent current efficiency and lifetime characteristics. Furthermore, the lifetime of blue organic electroluminescent devices can be significantly improved by including multiple emissive materials of the present disclosure. Therefore, blue organic electroluminescent devices can also exhibit superior performance, which can be comparable to the lifetime performance of red or green organic electroluminescent devices. Therefore, blue organic electroluminescent devices containing multiple emissive materials of the present disclosure are expected to be useful not only in displays but also in various other fields.

[0111] The compounds used in the device examples and comparative examples are shown in Table 2.

[0112] [Table 4]

Claims

1. Formula 1 below: 【Chemistry 1】 (In the formula, T represents O or S; Ring A and ring B each independently represent a substituted or unsubstituted (C6 to C30) aryl or a substituted or unsubstituted (3 to 30-membered) heteroaryl; R １ ~R １０ each independently represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ３ -N(Ar １１ ) (Ar １２ ) represents; L １ ~L ３ each independently represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar １ represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl; Ar ２ , Ar １１ and Ar １２ each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C30) alkyl, substituted or unsubstituted (C2 to C30) alkenyl, substituted or unsubstituted (C6 to C30) aryl, substituted or unsubstituted (3 to 30-membered) heteroaryl, substituted or unsubstituted (C3 to C30) cycloalkyl, substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, substituted or unsubstituted tri(C1 to C30) alkylsilyl, substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, or substituted or unsubstituted tri(C6 to C30) arylsilyl; and t represents an integer of 1 or 2, and when t is 2, Ar ２ may be the same or different) at least one first compound represented by Formula 2 below: 【Chemistry 2】 (In the formula, Each L independently represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar ４ and Ar ５ each independently represents a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ４ -N(Ar １３ ) (Ar １４ ) or Ar ４ and Ar ５ can be linked together to form a ring; n represents an integer of 0 to 2, and when n is 0, Ar ３ is represented by the following formula 2-1, and when n is 2, 【Transformation 3】 may be the same or different; and Ar ３ is represented by any one of the following formulas 2-1 to 2-5, provided that in formula 1, both ring A and ring B represent C6 aryl, and L ２ represents a single bond, and T is CR ９ R １０ When Ar represents ３ is represented by any one of the following formulas 2-1, 2-3, 2-4, and 2-5: 【Chemistry 4】 During the ceremony, Y １ represents B; X １ and X ２ each independently represents NR′, O, or S; W and Z are each independently O, S, NR′, or CR ２７ R ２８ represents; R' each independently represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ４ -N(Ar １３ ) (Ar １４ ) and R′ represents B, O, S or CR directly or as a linking group. ２７ R ２８ can be linked to at least one of ring C, ring D, and ring E to form a ring via Ring C, ring D, and ring E each independently represent a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-50 membered) heteroaryl; and ring D and ring E are each independently a substituted or unsubstituted (3-50 membered) hetero ... ２７ R ２８ may be linked to each other to form a ring via R １１ ~R １４ , R １７ , R １８ and R ２１ ~R ２６ each independently represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ４ -N(Ar １３ ) (Ar １４ ) represents; R １５ , R １６ , R １９ , R ２０ , R ２７ and R ２８ each independently represents a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; and R １５ and R １６ , R1 ９ and R ２０ and R ２７ and R ２８ at least one of which may be fused together to form a spiro structure; L ４ each independently represent a single bond, a substituted or unsubstituted (C6 to C30) arylene, a substituted or unsubstituted (3 to 30-membered) heteroarylene, a substituted or unsubstituted divalent (C2 to C30) aliphatic hydrocarbon group, or a substituted or unsubstituted divalent fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring; Ar １３ and Ar １４ each independently represent a substituted or unsubstituted (C1-C30) alkyl, a substituted or unsubstituted (C2-C30) alkenyl, a substituted or unsubstituted (C6-C30) aryl, or a substituted or unsubstituted (3-30 membered) heteroaryl; and a, c, h, and i each independently represent an integer of 1 or 2; b and d each independently represent an integer of 1 to 3; f, k, and l each independently represent an integer of 1 to 6; and e, g, and j each independently represent an integer of 1 to 4, and when a to l each independently represent an integer of 2 or greater, R １１ Each of R １２ Each of R １３ Each of R １４ Each of R １７ Each of R １８ Each of R ２１ Each of R ２２ Each of R ２３ Each of R ２４ Each of R ２５ or R ２６ may be the same or different) At least one second compound represented by A plurality of light-emitting materials including:

2. The substituents of the substituted alkyl, the substituted alkenyl, the substituted aryl(ylene), the substituted heteroaryl(ylene), the substituted cycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted aliphatic hydrocarbon group, and the substituted fused ring group of an aliphatic ring and an aromatic ring are each independently deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; or unsubstituted or at least one of deuterium and halogen. Substituted (C1-C30) alkyl; halo(C1-C30) alkyl; (C2-C30) alkenyl; (C2-C30) alkynyl; (C1-C30) alkoxy; (C1-C30) alkylthio; (C3-C30) cycloalkyl; (C3-C30) cycloalkenyl; (3- to 7-membered) heterocycloalkyl; (C6-C30) aryloxy; (C6-C30) arylthio; (3- to 30-membered) heteroaromatic groups that are unsubstituted or substituted with at least one of (C1-C30) alkyl, (C6-C30) aryl, and di(C6-C30) arylamino. (C6-C30)aryl which is unsubstituted or substituted with at least one of deuterium, (C1-C30)alkyl, (3- to 30-membered)heteroaryl, and di(C6-C30)arylamino; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; amino; mono- or di-(C1-C30)alkylamino; mono- or di-(C2-C30)alkenylamino; unsubstituted or (C1- mono- or di-(C6-C30)arylamino substituted with at least one of C30)alkyl, (3- to 30-membered)heteroaryl, and di(C6-C30)arylamino; mono- or di-(3- to 30-membered)heteroarylamino; (C1-C30)alkyl(C2-C30)alkenylamino; (C1-C30)alkyl(C6-C30)arylamino; (C1-C30)alkyl(3- to 30-membered)heteroarylamino; (C2-C30)alkenyl(C6-C30)arylamino; (C2-C30)alkenyl(3- to 30-membered)heteroarylamino;10. The plurality of light-emitting materials of claim 1, which is at least one selected from the group consisting of unsubstituted or (C6-C30)aryl-substituted (C6-C30)aryl(3-30 membered)heteroarylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; (C6-C30)arylphosphine; di(C6-C30)arylboronyl; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl;

3. The formula 1 is represented by the following formulas 1-1 and 1-2: 【Transformation 5】 (In the formula, L １ , L ２ , Ar １ , Ar ２ , T, ring A, ring B, R １ ~R ８ and t is as defined in claim 1.

10. The plurality of luminescent materials of claim 1, represented by at least one of:

4. The formula 2 is represented by the following formulas 2-11 to 2-18: 【Transformation 6】 (In the formula, R ３１ ~R ４１ each independently represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ４ -N(Ar １３ ) (Ar １４ ) or R ３１ ~R ４１ and R′ are connected directly or by a linking group such as B, O, S, or CR ２７ R ２８ may be linked to each other to form a ring via n′ and n″ each independently represent 0 or 1, and at least one of n′ and n″ is 1; b' and d' each independently represent an integer of 1 to 3; e' each independently represent an integer of 1 to 4; f', k', and l' each independently represent an integer of 1 to 6; and h' and i' each independently represent an integer of 1 or 2; and Y １ , X １ , X ２ , R １１ ~R ２８ , L ４ , Ar １３ , Ar １４ , a, c, g and j are each independently as defined in claim 1.

10. The plurality of luminescent materials of claim 1, represented by at least one of:

5. The compound represented by formula 1 is the following compound: 【Transformation 7】 【Transformation 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 (In the formula, D ｎ represents that n hydrogens have been replaced with deuterium; and n represents an integer from 1 to 50.

10. The plurality of luminescent materials of claim 1, wherein the luminescent materials are at least one selected from the group consisting of:

6. The compound represented by formula 2 is the following compound: 【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】 10. The plurality of luminescent materials of claim 1, wherein the luminescent materials are at least one selected from the group consisting of:

7. Formula 11 below: 【Transformation 36】 (In the formula, T represents O or S; Ring A and ring B each independently represent a substituted or unsubstituted benzene, a substituted or unsubstituted naphthalene, or a substituted or unsubstituted (3- to 30-membered) heteroaryl; R １ ~R １０ each independently represents hydrogen, deuterium, halogen, cyano, a substituted or unsubstituted (C1 to C30) alkyl, a substituted or unsubstituted (C6 to C30) aryl, a substituted or unsubstituted (3 to 30-membered) heteroaryl, a substituted or unsubstituted (C3 to C30) cycloalkyl, a substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted tri(C1 to C30) alkylsilyl, a substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, a substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, a substituted or unsubstituted tri(C6 to C30) arylsilyl, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, or -L ３ -N(Ar １１ ) (Ar １２ ) represents; L １ ~L ３ each independently represents a single bond, a substituted or unsubstituted (C6 to C30) arylene, or a substituted or unsubstituted (3 to 30-membered) heteroarylene; Ar １ represents a substituted or unsubstituted (C6-C30) aryl or a substituted or unsubstituted (3-30 membered) heteroaryl; Ar ２ , Ar １１ and Ar １２ each independently represent hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C30) alkyl, substituted or unsubstituted (C2 to C30) alkenyl, substituted or unsubstituted (C6 to C30) aryl, substituted or unsubstituted (3 to 30-membered) heteroaryl, substituted or unsubstituted (C3 to C30) cycloalkyl, substituted or unsubstituted (C1 to C30) alkoxy, a substituted or unsubstituted fused ring group of a (C3 to C30) aliphatic ring and a (C6 to C30) aromatic ring, substituted or unsubstituted tri(C1 to C30) alkylsilyl, substituted or unsubstituted di(C1 to C30) alkyl(C6 to C30) arylsilyl, substituted or unsubstituted (C1 to C30) alkyldi(C6 to C30) arylsilyl, or substituted or unsubstituted tri(C6 to C30) arylsilyl; and t represents an integer of 1 or 2, and when t is 2, Ar ２ each of which may be the same or different; However, both ring A and ring B represent substituted or unsubstituted benzene, and L ２ When represents a single bond, L １ , Ar １ , Ar ２ , R １ ~R １０ , provided that at least one of ring A and ring B contains at least one deuterium atom.

1. An organic electroluminescent compound represented by the formula:

8. The following compounds: 【Chemistry 37】 【Transformation 38】 【Chemistry 39】 【Chemistry 40】 (In the formula, D ｎ represents that n hydrogens have been replaced with deuterium; and n represents an integer from 1 to 50.

8. The organic electroluminescent compound according to claim 7, which is at least one selected from the group consisting of:

9. An organic electroluminescent device comprising a plurality of light-emitting materials according to claim 1.

10. 10. The organic electroluminescent device of claim 9, wherein the first compound is included as a host material and the second compound is included as a dopant material.

11. An organic electroluminescent device comprising the organic electroluminescent compound of claim 7.

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