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

Abstract

The present disclosure relates to organic electroluminescent compounds, a plurality of host materials, and an organic electroluminescent device comprising the same. By including a specific combination of compounds according to the present disclosure as a plurality of host materials, or by including compounds according to the present disclosure, organic electroluminescent devices having improved driving voltage, luminous efficiency, and / or lifetime characteristics compared to conventional organic electroluminescent devices can be provided.

Description

ORGANIC ELECTROLUMINESCENT COMPOUND, A PLURALITY OF HOST MATERIALS, AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

[0001] The present disclosure relates to an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device comprising the same.

[0002] A small molecular green organic electroluminescent device (OLED) was first developed by Tanget al. of Eastman Kodak in 1987, utilizing a TPD / ALq3 bi-layer consisting of a light-emitting layer and a charge transport layer. Thereafter, OLED development progressed rapidly, leading to commercialization. In order to implement a full-color OLED display, three types of RGB light-emitting materials are used, and the development of RGB light-emitting materials with high luminous efficiency, driving voltage, and / or long lifetime and the development of OLEDs with such characteristics are recognized as important tasks in improving the characteristics of the entire organic electroluminescent device, including the resolution.

[0003] In order to improve luminous efficiency, driving voltage, and / or lifetime, various materials or concepts for an organic layer of an organic electroluminescent device have been proposed, but these have not proved to be satisfactory in practical use. Accordingly, there is a continuous demand for the development of an organic electroluminescent device with enhanced performance, such as improved driving voltage, luminous efficiency, power efficiency, and / or lifetime properties, as compared to previously disclosed organic electroluminescent devices.

[0004] The objective of the present disclosure is to provide an organic electroluminescent device having improved driving voltage, luminous efficiency, and / or lifetime properties.

[0005] As a result of intensive studies to solve the technical problems, the present inventors found that the above objective can be achieved by an organic electroluminescent device comprising an anode, a cathode, a first light-emitting layer disposed between the anode and the cathode, and a second light-emitting layer disposed between the first light-emitting layer and the cathode, wherein the first light-emitting layer contains a first compound represented by the following Formula 1 or the following Formula 3 as a first host material, and the second light-emitting layer contains a second compound represented by the following Formula 2 as a second host material, and wherein the first light-emitting layer and the second light-emitting layer are in direct contact:

[0006]

[0007] wherein in Formula 1,

[0008] R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0009] provided that at least one of R1to R16is -(L)a-(Ar)b;

[0010] L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

[0011] Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

[0012] arepresents an integer of 1 to 4;brepresents an integer of 1 to 4; and each L and each Ar may be the same as or different from each other;

[0013]

[0014] wherein in Formula 3,

[0015] R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0016] provided that at least one of R50to R61is -L30-Ar30;

[0017] L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

[0018] Ar30is represented by the following Formula B-1 or Formula B-2,

[0019]

[0020]

[0021] wherein in Formulas B-1 and B-2,

[0022] any one of R62to R71is linked to L30,

[0023] R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0024] R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-;

[0025] R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s),

[0026] Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen; and

[0027] R100to R104each independently represent hydrogen or deuterium;

[0028]

[0029] wherein in Formula 2,

[0030] ArArepresents a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or the following Formula A-1;

[0031]

[0032] wherein in Formula A-1,

[0033] T1represents O, S, CRaRb, or NRc;

[0034] ring A and ring B each independently represent a substituted or unsubstituted (C6-C30)arene ring, or a substituted or unsubstituted (3- to 30-membered)heteroarene ring;

[0035] Ar11represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

[0036] R17to R24each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14);

[0037] R25and R26each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14);

[0038] Raand Rbeach independently represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl, or may be linked to each other to form a ring(s);

[0039] Rcrepresents a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl;

[0040] L11to L13each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; and

[0041] Ar13and Ar14each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, 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, or a substituted or unsubstituted tri(C6-C30)arylsilyl.

[0042] In addition, to achieve the above-described purpose, the present inventors provide an organic electroluminescent compound represented by the following Formula 11 and comprising at least one deuterium, an organic electroluminescent compound represented by the following Formula 12, an organic electroluminescent compound represented by the following Formula 13, an organic electroluminescent compound represented by the following Formula 31, and an organic electroluminescent compound represented by the following Formula 1-5.

[0043]

[0044] In Formula 11,

[0045] R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0046] provided that at least one of R1to R16is -(L)a-(Ar)b;

[0047] L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

[0048] Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; and

[0049] arepresents an integer of 1 to 4;brepresents an integer of 1 to 4; each L and each Ar may be the same as or different from each other.

[0050]

[0051] In Formula 12,

[0052] R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0053] provided that at least one of R1to R16is represented by the following Formula 12-1;

[0054]

[0055] wherein X represents O, S, CR44R45, or NR46;

[0056] L1represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene, L1is linked to one of R36to R46;

[0057] R36to R46are a site linked to L1, or each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl.

[0058]

[0059] In Formula 13,

[0060] R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0061] provided that at least one of R50to R61is -L30-Ar30;

[0062] L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

[0063] Ar30is represented by the following Formula B-1,

[0064]

[0065] wherein any one of R62to R71is linked to L30,

[0066] R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0067] R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-; and

[0068] R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s).

[0069]

[0070] In Formula 31,

[0071] R51to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0072] Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen; and

[0073] R100to R104each independently represent hydrogen or deuterium.

[0074]

[0075] Wherein in Formula 1-5,

[0076] R1to R5and R7to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;

[0077] L represents a single bond;

[0078] Ar represents a substituted or unsubstituted phenanthrenyl; and

[0079] hydrogen in the above formula can be replaced by deuterium.

[0080] By using a plurality of host materials comprising an organic electroluminescent compound according to the present disclosure or by using an organic electroluminescent compound according to the present disclosure, an organic electroluminescent device with improved drive voltage, luminous efficiency, and / or lifetime characteristics can be provided.

[0081] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present disclosure, and is not meant in any way to restrict the scope of the present disclosure.

[0082] The term "organic electroluminescent compound" in the present disclosure means a compound that may be used in an organic electroluminescent device, and may be comprised in any layer constituting an organic electroluminescent device, as necessary. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting auxiliary material, an electron-blocking material, a light-emitting material (including a host material and a dopant material), an electron buffer material, a hole-blocking material, an electron transport material, an electron injection material,etc. The hole transport zone material may be at least one selected from the group consisting of a hole transport material, a hole injection material, an electron-blocking material, a hole auxiliary material, and a light-emitting auxiliary material.

[0083] The term "a plurality of host materials" in the present disclosure means a host material comprising a combination of two or more compounds that may be included in any light-emitting layer constituting an organic electroluminescent device. It may mean both a material before being comprised in an organic electroluminescent device (for example, before vapor deposition) and a material after being comprised in an organic electroluminescent device (for example, after vapor deposition). For example, the plurality of host materials of the present disclosure is a combination of at least two host materials, and may optionally further comprise conventional materials comprised in an organic electroluminescent material. At least two compounds comprised in the plurality of host materials of the present disclosure may be comprised together in one light-emitting layer or may respectively be comprised in different light-emitting layers. For example, the at least two host materials may be mixture-evaporated or co-evaporated, or may be individually evaporated.

[0084] Herein, the "(C1-C30)alkyl" is meant to be a linear or branched alkyl having 1 to 30 carbon atoms constituting the chain. According to one embodiment of the present disclosure, the number of carbon atoms may be 1 to 20, and according to another embodiment of the present disclosure, the number of carbon atoms may be 1 to 10. The above alkyl may include methyl, ethyl,n-propyl, isopropyl,n-butyl, isobutyl,tert-butyl,sec-butyl,etc.

[0085] The term "(C6-C30)aryl", "(C6-C30)arylene", or "(C6-C30)arene" in the present disclosure is meant to refer to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, and may be partially saturated. According to one embodiment of the present disclosure, the number of the ring backbone carbon atoms may be 6 to 20, and according to another embodiment of the present disclosure, the number of the ring backbone carbon atoms may be 6 to 15. The above aryl may comprise a spiro structure. The above aryl may include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthrenyl, benzophenanthrenyl, phenylphenanthrenyl, anthracenyl, benzanthracenyl, indenyl, triphenylenyl, pyrenyl, tetracenyl, perylenyl, chrysenyl, benzochrysenyl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluorene-fluoren]yl, spiro[fluorene-benzofluoren]yl, azulenyl, tetramethyl-dihydrophenanthrenyl,etc. More specifically, the aryl may includeo-tolyl,m-tolyl,p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl,o-cumenyl,m-cumenyl,p-cumenyl,p-tert-butylphenyl,p-(2-phenylpropyl)phenyl, 4′-methylbiphenyl, 4″-tert-butyl-p-terphenyl-4-yl,o-biphenyl,m-biphenyl,p-biphenyl,o-terphenyl,m-terphenyl-4-yl,m-terphenyl-3-yl,m-terphenyl-2-yl,p-terphenyl-4-yl,p-terphenyl-3-yl,p-terphenyl-2-yl,m-quaterphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, 1-chrysenyl, 2-chrysenyl, 3-chrysenyl, 4-chrysenyl, 5-chrysenyl, 6-chrysenyl, benzo[c]phenanthryl, benzo[g]chrysenyl, 1-triphenylenyl, 2-triphenylenyl, 3-triphenylenyl, 4-triphenylenyl, 3-fluoranthenyl, 4-fluoranthenyl, 8-fluoranthenyl, 9-fluoranthenyl, benzofluoranthenyl, 11,11-dimethyl-1-benzo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-10-benzo[a]fluorenyl, 11,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 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, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenanthrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-4-phenanthrenyl,etc.

[0086] The term "(3- to 30-membered)heteroaryl", "(3- to 30-membered)heteroarylene", or "(3- to 30-membered)heteroarene" in the present disclosure is meant to refer to an aryl or arylene having 3 to 30 ring backbone atoms and including at least one heteroatom(s) selected from the group consisting of B, N, O, S, Si, and P. The number of heteroatoms is preferably 1 to 4. The above heteroaryl(ene) may be a monocyclic ring or a fused ring condensed with at least one benzene ring; and may be partially saturated. In addition, the above heteroaryl(ene) may be one formed by linking at least one heteroaryl or aryl group to a heteroaryl(ene) group via a single bond(s), and may comprise a spiro structure. The above heteroaryl may include a monocyclic ring-type heteroaryl such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl,etc., and a fused ring-type heteroaryl such as benzofuranyl, benzothiophenyl, isobenzofuranyl, dibenzofuranyl, benzonaphthofuranyl, benzophenanthrofuranyl, dibenzothiophenyl, benzonaphthothiophenyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzophenanthrothiophenyl, benzoisoxazolyl, benzoxazolyl, phenanthrooxazolyl, phenanthrothiazolyl, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, benzoquinazolinyl, quinoxalinyl, benzoquinoxalinyl, naphthyridinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl,etc. More specifically, the heteroaryl may 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-indolidinyl, 2-indolidinyl, 3-indolidinyl, 5-indolidinyl, 6-indolidinyl, 7-indolidinyl, 8-indolidinyl, 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-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazolyl-1-yl, azacarbazolyl-2-yl, azacarbazolyl-3-yl, azacarbazolyl-4-yl, 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]-benzofuranyl, 8-naphtho-[1,2-b]-benzofuranyl, 9-naphtho-[1,2-b]-benzofuranyl, 10-naphtho-[1,2-b]-benzofuranyl, 1-naphtho-[2,3-b]-benzofuranyl, 2-naphtho-[2,3-b]-benzofuranyl, 3-naphtho-[2,3-b]-benzofuranyl, 4-naphtho-[2,3-b]-benzofuranyl, 5-naphtho-[2,3-b]-benzofuranyl, 6-naphtho-[2,3-b]-benzofuranyl, 7-naphtho-[2,3-b]-benzofuranyl, 8-naphtho-[2,3-b]-benzofuranyl, 9-naphtho-[2,3-b]-benzofuranyl, 10-naphtho-[2,3-b]-benzofuranyl, 1-naphtho-[2,1-b]-benzofuranyl, 2-naphtho-[2,1-b]-benzofuranyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzothiophenyl, 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[1,2-b]-benzothiophenyl, 6-naphtho-[1,2-b]-benzothiophenyl, 7-naphtho-[1,2-b]-benzothiophenyl, 8-naphtho-[1,2-b]-benzothiophenyl, 9-naphtho-[1,2-b]-benzothiophenyl, 10-naphtho-[1,2-b]-benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl, 4-naphtho-[2,3-b]-benzothiophenyl, 5-naphtho-[2,3-b]-benzothiophenyl, 1-naphtho-[2,1-b]-benzothiophenyl, 2-naphtho-[2,1-b]-benzothiophenyl, 3-naphtho-[2,1-b]-benzothiophenyl, 4-naphtho-[2,1-b]-benzothiophenyl, 5-naphtho-[2,1-b]-benzothiophenyl, 6-naphtho-[2,1-b]-benzothiophenyl, 7-naphtho-[2,1-b]-benzothiophenyl, 8-naphtho-[2,1-b]-benzothiophenyl, 9-naphtho-[2,1-b]-benzothiophenyl, 10-naphtho-[2,1-b]-benzothiophenyl, 2-benzofuro[3,2-d]pyrimidinyl, 6-benzofuro[3,2-d]pyrimidinyl, 7-benzofuro[3,2-d]pyrimidinyl, 8-benzofuro[3,2-d]pyrimidinyl, 9-benzofuro[3,2-d]pyrimidinyl, 2-benzothio[3,2-d]pyrimidinyl, 6-benzothio[3,2-d]pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzofuro[3,2-d]pyrazinyl, 6-benzofuro[3,2-d]pyrazinyl, 7-benzofuro[3,2-d]pyrazinyl, 8-benzofuro[3,2-d]pyrazinyl, 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,etc.

[0087] The "(C3-C30)cycloalkyl" is meant to be a mono- or polycyclic hydrocarbon having 3 to 30 ring backbone carbon atoms. According to one embodiment of the present disclosure, the number of ring backbone carbon atoms may be 3 to 20, and according to another embodiment of the present disclosure, the number of ring backbone carbon atoms may be 3 to 7. The above cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, cyclohexylmethyl,etc.

[0088] The "(3- to 7-membered)heterocycloalkyl" is meant to be a cycloalkyl having 3 to 7 ring backbone atoms, and including at least one heteroatom. The number of ring backbone atoms may be 5 to 7. According to one embodiment of the present disclosure, the heteroatom may be at least one selected from the group consisting of B, N, O, S, Si, and P, and according to another embodiment of the present disclosure, the heteroatom may be at least one selected from the group consisting of O, S, and N. The above heterocycloalkyl may include tetrahydrofuran, pyrrolidine, thiolane, tetrahydropyran,etc.

[0089] Herein, "a fused ring of (C3-C30) aliphatic ring and (C6-C30) aromatic ring" means a ring formed by fusing at least one aliphatic ring having 3 to 30 ring backbone carbon atoms in which the number of ring backbone carbon atoms is preferably 3 to 25, more preferably 3 to 18, and at least one aromatic ring having 6 to 30 ring backbone carbon atoms in which the number of ring backbone carbon atoms is preferably 6 to 25, more preferably 6 to 18. For example, the fused ring may be a fused ring of at least one benzene and at least one cyclohexane, or a fused ring of at least one naphthalene and at least one cyclopentane,etc. Herein, the carbon atoms in the fused ring of a (C3-C30) aliphatic ring and a (C6-C30) aromatic ring may be replaced with at least one heteroatom selected from B, N, O, S, Si, and P, for example, at least one heteroatom selected from N, O, and S.

[0090] The "halogen" in the present disclosure includes F, Cl, Br, and I.

[0091] In addition, "ortho-" ("o-"), "meta-" ("m-"), and "para-" ("p-") are prefixes which each represent the relative positions of substituents. The prefix "ortho-" indicates that two substituents are adjacent to each other, and for example, when two substituents in a benzene derivative occupy positions 1 and 2, this is called an "ortho-" configuration. The prefix "meta-" indicates that two substituents are at positions 1 and 3, and for example, when two substituents in a benzene derivative occupy positions 1 and 3, this is called a "meta-" configuration. The prefix "para-" indicates that two substituents are at positions 1 and 4, and for example, when two substituents in a benzene derivative occupy positions 1 and 4, this is called a "para-" configuration.

[0092] Herein, "a ring formed in linking to an adjacent substituent" means a substituted or unsubstituted (3- to 30-membered) mono- or polycyclic, alicyclic, aromatic ring, or a combination thereof, formed by linking or fusing two or more adjacent substituents. The ring, for example, may be a substituted or unsubstituted (5- to 25-membered) mono- or polycyclic, alicyclic, aromatic ring, or a combination thereof. The number of ring backbone atoms of the above ring may be 5- to 20-membered according to one embodiment of the present disclosure, and 5- to 15-membered according to another embodiment. Further, the ring may include at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, for example, N, O, and S. Specific examples of the above ring may be, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzofluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring,etc.

[0093] In addition, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a certain functional group is replaced with another atom or another functional group (i.e., a substituent), and also includes replacement with a group formed by a linkage of two or more substituents. For example, the "group formed by a linkage of two or more substituents" may be pyridine-triazine. That is, pyridine-triazine may be heteroaryl or may be interpreted as one substituent in which two heteroaryls are connected.

[0094] The substituted alkyl, the substituted alkenyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted heteroarylene, the substituted cycloalkyl, the substituted cycloalkenyl, the substituted heterocycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, and the substituted fused ring of aliphatic ring and aromatic ring in the present disclosure each independently may be substituted with least one selected from the group consisting of deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C30)alkyl unsubstituted or substituted with deuterium; 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)heteroaryl unsubstituted or substituted with at least one of deuterium and (C6-C30)aryl; (C6-C30)aryl unsubstituted or substituted with at least one of deuterium, (C1-C30)alkyl, (C6-C30)aryl, and (3- to 30-membered)heteroaryl; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; amino; mono- or di(C1-C30)alkylamino; mono- or di(C2-C30)alkenylamino; mono- or 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; (C6-C30)aryl(3- to 30-membered)heteroarylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylboronyl; (C6-C30)arylphosphine; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl.

[0095] In the present disclosure, "a combination thereof" refers to a combination of one or more elements from the corresponding list to form a known or chemically stable arrangement that can be envisioned by a person skilled in the art from the corresponding list. For example, alkyl and deuterium can be combined to form a partially or fully deuterated alkyl group; halogen and alkyl can be combined to form a halogenated alkyl substituent; and halogen, alkyl, and aryl can be combined to form a halogenated arylalkyl. For example, a preferred combination of substituents includes up to 50 atoms that are not hydrogen or deuterium, or up to 40 atoms that are not hydrogen or deuterium, or up to 30 atoms that are not hydrogen or deuterium, or in many cases, a preferred combination of substituents may comprise up to 20 atoms that are not hydrogen or deuterium.

[0096] In the present disclosure, if a substituent is not indicated in the chemical formula or compound structure, it may mean that all possible positions for the substituent are hydrogen or deuterium. That is, in the case of deuterium, it is an isotope of hydrogen, and some hydrogen atoms may be the isotope deuterium, and in this case, the content of deuterium may be 0% to 100%. In the present disclosure, in cases where a substituent is not indicated in the chemical formula or compound structure, if the deuterium is not explicitly excluded, such as 0% deuterium, 100% hydrogen, and all substituents being hydrogen, hydrogen and deuterium may be used intermixed in a compound. The deuterium is one of the isotopes of hydrogen and an element with a deuteron consisting of one proton and one neutron as its nucleus. It can be represented as hydrogen-2, whose element symbol can also be written as D or2H. The isotopes are atoms with the same atomic number (Z) but different mass numbers (A), and it can also be interpreted as elements with the same number of protons but different numbers of neutrons.

[0097] Hereinafter, an organic electroluminescent device comprising a plurality of host materials according to the present disclosure will be described in detail.

[0098] An organic electroluminescent device according to the present disclosure comprises an anode, a cathode, a first light-emitting layer disposed between the anode and the cathode, and a second light-emitting layer disposed between the first light-emitting layer and the cathode. The first light-emitting layer contains a first compound represented by the following Formula 1 or the following Formula 3 as a first host material.

[0099]

[0100] In Formula 1, R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, provided that at least one of R1to R16is -(L)a-(Ar)b, preferably, two of R1to R16may be -(L)a-(Ar)b.

[0101] According to one embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C20)alkyl, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, R1to R16each independently may be hydrogen, deuterium, phenyl unsubstituted or substituted with naphthyl, biphenyl, naphthyl unsubstituted or substituted with phenyl or naphthyl, phenanthrenyl unsubstituted or substituted with phenyl, unsubstituted 15-membered heteroaryl, triphenylenyl, anthracenyl unsubstituted or substituted with phenyl,o-terphenyl,m-terphenyl,p-terphenyl, 2,3-benzophenanthrenyl unsubstituted or substituted with phenyl, dimethylfluorenyl, dimethyl 2,3-benzofluorenyl, benzo[b]naphtho[2,3-d]furanyl, benzo[b]naphtho[1,2-d]furanyl, phenanthro[4,5-bcd]furanyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl unsubstituted or substituted with phenyl, which may be further substituted with deuterium, provided that at least one of R1to R16is -(L)a-(Ar)b, and preferably, two of R1to R16may be substituted with -(L)a-(Ar)b.

[0102] According to one embodiment of the present disclosure, wherein Formula 1 is represented by any one of the following Formulas 1-1 to 1-4.

[0103]

[0104]

[0105]

[0106]

[0107] In Formula 1, L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene. According to one embodiment of the present disclosure, L each independently represents a single bond, a substituted or unsubstituted (C6-C25)arylene, or a substituted or unsubstituted (3- to 25-membered)heteroarylene. According to another embodiment of the present disclosure, L each independently represents a single bond, a substituted or unsubstituted (C6-C20)arylene, or a substituted or unsubstituted (3- to 20-membered)heteroarylene. For example, L may be a single bond, a phenylene, a biphenylene, a naphthylene, a phenanthrenylene, an anthracenylene, a 2,3-benzophenanthrenylene, or a carbazolylene, which may be further substituted with deuterium.

[0108] In Formula 1, Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to one embodiment of the present disclosure, Ar each independently represents a substituted or unsubstituted (C6-C25)aryl, or a substituted or unsubstituted (3- to 25-membered)heteroaryl. According to another embodiment of the present disclosure, Ar each independently represents a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, Ar each independently may be hydrogen, deuterium, phenyl unsubstituted or substituted with naphthyl, biphenyl, naphthyl unsubstituted or substituted with phenyl or naphthyl, phenanthrenyl unsubstituted or substituted with phenyl, unsubstituted 15-membered heteroaryl, triphenylenyl, anthracenyl unsubstituted or substituted with phenyl,o-terphenyl,m-terphenyl,p-terphenyl, 2,3-benzophenanthrenyl unsubstituted or substituted with phenyl, dimethylfluorenyl, dimethyl 2,3-benzofluorenyl, benzo[b]naphtho[2,3-d]furanyl, benzo[b]naphtho[1,2-d]furanyl, phenanthro[4,5-bcd]furanyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl unsubstituted or substituted with phenyl, which may be further substituted with deuterium.

[0109] Herein, each L and each Ar may be the same as or different from each other.

[0110] In Formula 1,arepresents an integer of 1 to 4, andbrepresents an integer of 1 to 4, and preferably,amay be an integer of 1 to 2, andbmay be an integer of 1 to 2.

[0111]

[0112] In Formula 3, R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R50to R61each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R50to R61each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C6-C20)aryl, a substituted or unsubstituted (3- to 20-membered)heteroaryl, or a substituted or unsubstituted fused ring of (C3-C20)aliphatic ring and (C6-C20)aromatic ring. According to another embodiment of the present disclosure, R50to R61each independently represent hydrogen or deuterium. For example, R50to R61each independently may be hydrogen; deuterium; a phenyl unsubstituted or substituted with fluoro, naphthyl, phenanthrenyl, phenanthro[4,5-bcd]furanyl, or phenanthro[4,5-bcd]thiophenyl; a biphenyl; a naphthyl unsubstituted or substituted with phenyl unsubstituted or substituted with naphthyl, biphenyl, naphthyl unsubstituted or substituted with phenyl, phenanthrenyl, triphenylenyl, or terphenyl; a phenanthrenyl unsubstituted or substituted with deuterium or phenyl; a dimethyl 4,5-methylenephenanthrenyl; a phenanthro[4,5-bcd]furanyl unsubstituted or substituted with deuterium or phenyl; a phenanthro[4,5-bcd]thiophenyl unsubstituted or substituted with phenyl; or a phenanthro[4,5-bcd]carbazolyl substituted with phenyl, which may be further substituted with deuterium;

[0113] provided that in Formula 3, at least one of R50to R61is -L30-Ar30, and preferably, R50may be -L30-Ar30.

[0114] L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene. According to one embodiment of the present disclosure, L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 20-membered)heteroarylene. For example, L30may be a single bond, a phenylene unsubstituted or substituted with fluoro, a biphenylene, a naphthylene, a phenanthro[4,5-bcd]furanylene, a phenanthro[4,5-bcd]thiophenylene, or a phenanthro[4,5-bcd]carbazolylene, which may be further substituted with deuterium.

[0115] Ar30is represented by the following Formula B-1 or Formula B-2,

[0116]

[0117]

[0118] wherein in Formula B-1, any one of R62to R71is linked to L30.

[0119] In formula B-1, R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted fused ring of (C3-C20)aliphatic ring and (C6-C20)aromatic ring. For example, R62to R71each independently are linked to L30, or may be hydrogen, deuterium, a phenyl unsubstituted or substituted with deuterium, or a naphthyl unsubstituted or substituted with deuterium.

[0120] In Formula B-1, R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-.

[0121] In Formula B-1, R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s). According to one embodiment of the present disclosure, R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C20)alkyl, or a substituted or unsubstituted (C6-C20)aryl. For example, R80, R81, and R82each independently may be a methyl or a phenyl.

[0122] In Formula B-2, Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen.

[0123] In Formula B-2, R100to R104each independently represent hydrogen or deuterium.

[0124] According to one embodiment of the present disclosure, the second light-emitting layer contains a second compound represented by the following Formula 2 as a second host material.

[0125]

[0126] In Formula 2, Ar11represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to one embodiment of the present disclosure, Ar11represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (13- to 30-membered)heteroaryl. According to another embodiment of the present disclosure, Ar11represents a substituted or unsubstituted (C6-C25)aryl, or a substituted or unsubstituted (13- to 25-membered)heteroaryl. For example, Ar11may be phenyl unsubstituted or substituted with naphthyl; naphthyl unsubstituted or substituted with phenyl, naphthyl, or biphenyl; biphenyl unsubstituted or substituted with naphthyl;o-terphenyl unsubstituted or substituted with phenyl;m-terphenyl;p-terphenyl; dimethylfluorenyl; diphenylfluorenyl; phenanthrenyl unsubstituted or substituted with phenyl; carbazolyl unsubstituted or substituted with phenyl; 1,2-benzocarbazolyl; 2,3-benzocarbazolyl; 3,4-benzocarbazolyl; dibenzofuranyl; dibenzothiophenyl; benzo[b]naphtho[2,3-d]furanyl; benzo[b]naphtho[2,3-d]thiophenyl; dimethyl 2,3-benzofluorenyl; dimethyl 3,4-benzofluorenyl; spirobifluorenyl; or triphenylenyl, which may be further substituted with deuterium.

[0127] In Formula 2, R17to R24each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14). According to one embodiment of the present disclosure, R17to R24each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14). For example, R17to R24each independently may be hydrogen or deuterium.

[0128] In Formula 2, ArArepresents a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or the following Formula A-1.

[0129]

[0130] According to one embodiment of the present disclosure, in Formula 2, ArArepresents a substituted or unsubstituted (C6-C25)aryl, a substituted or unsubstituted (3- to 25-membered)heteroaryl, or Formula A-1. According to another embodiment of the present disclosure, ArArepresents a substituted or unsubstituted (C6-C20)aryl, a substituted or unsubstituted (3- to 20-membered)heteroaryl, or Formula A-1. For example, ArAmay be phenyl unsubstituted or substituted with naphthyl or phenanthrenyl; naphthyl unsubstituted or substituted with phenyl, biphenyl or naphthyl; biphenyl unsubstituted or substituted with naphthyl; phenanthrenyl unsubstituted or substituted with phenyl;o-terphenyl;m-terphenyl;p-terphenyl; phenanthro[4,5-bcd]furanyl; 2,3-diphenyl-1,2-dihydronaphthyl; or Formula A-1, which may be further substituted with deuterium.

[0131] In Formula A-1, T1represents O, S, CRaRb, or NRc. For example, T1may be O, S, or CRaRb.

[0132] In Formula A-1, ring A and ring B each independently represent a substituted or unsubstituted (C6-C30)arene ring, or a substituted or unsubstituted (3- to 30-membered)heteroarene ring. According to one embodiment of the present disclosure, ring A and ring B each independently represent a substituted or unsubstituted (C6-C25)arene ring. According to another embodiment of the present disclosure, ring A and ring B each independently represent a substituted or unsubstituted (C6-C18)arene ring. For example, ring A and ring B each independently may be a substituted or unsubstituted benzene ring or a naphthalene ring, and their substituents can be at least one selected from the group consisting of deuterium, phenyl, naphthyl, biphenyl, and combinations thereof.

[0133] In Formula A-1, R25and R26each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14). According to one embodiment of the present disclosure, R25and R26each independently represent a site linked to L12, or hydrogen, deuterium, or a substituted or unsubstituted (C6-C25)aryl. According to another embodiment of the present disclosure, R25and R26each independently are a site linked to L12, or represent hydrogen, deuterium, or a (C6-C18)aryl unsubstituted or substituted with deuterium. For example, R25and R26each independently may be a site linked to L12, or represent hydrogen, deuterium, phenyl, naphthyl, or biphenyl,etc., which may be further substituted with deuterium.

[0134] Raand Rbeach independently represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl, or may be linked to each other to form a ring(s). According to one embodiment of the present disclosure, Raand Rbeach independently represent a substituted or unsubstituted (C1-C20)alkyl. According to another embodiment of the present disclosure, Raand Rbeach independently represent a substituted or unsubstituted (C1-C10)alkyl. For example, Raand Rbeach independently may be a methyl unsubstituted or substituted with deuterium.

[0135] Rcrepresents a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl. According to one embodiment of the present disclosure, Rcrepresents a substituted or unsubstituted (C1-C20)alkyl, or a substituted or unsubstituted (C6-C20)aryl.

[0136] L11to L13each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene.

[0137] According to one embodiment of the present disclosure, L11to L13each independently represent a single bond, a substituted or unsubstituted (C6-C25)arylene, or a substituted or unsubstituted (5- to 25-membered)heteroarylene. According to another embodiment of the present disclosure, L11to L13each independently represent a single bond, a substituted or unsubstituted (C6-C18)arylene, or a substituted or unsubstituted (5- to 20-membered)heteroarylene. For example, L11to L13each independently represent a single bond, a phenylene, a naphthylene, a biphenylene, or a phenanthrenylene, which may be further substituted with deuterium.

[0138] Ar13and Ar14each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, 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, or a substituted or unsubstituted tri(C6-C30)arylsilyl.

[0139] Meanwhile, the first light-emitting layer and the second light-emitting layer are in direct contact.

[0140] According to one embodiment of the present disclosure, Ar11and ArAeach independently are selected from the group consisting of a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a phenanthrenyl unsubstituted or substituted with deuterium, or a combination thereof. According to another embodiment of the present disclosure, Ar11is selected from the group consisting of a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a phenanthrenyl unsubstituted or substituted with deuterium, or a combination thereof, and ArAis a dibenzofuranyl unsubstituted or substituted with deuterium, or a dibenzothiophenyl unsubstituted or substituted with deuterium.

[0141] According to one embodiment of the present disclosure, wherein ArAis represented by the following Formula b-1.

[0142]

[0143] In Formula b-1, R27to R32each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s). According to another embodiment of the present disclosure, R27to R32each independently are a site linked to L12, or represent hydrogen, deuterium, a substituted or unsubstituted (C6-C25)aryl, or may be linked to an adjacent substituent to form a ring(s). According to another embodiment of the present disclosure, R27to R32each independently are a site linked to L12, or represent hydrogen, deuterium, a substituted or unsubstituted (C6-C18)aryl, or may be linked to an adjacent substituent to form a substituted or unsubstituted (3- to 20-membered) monocyclic or polycyclic aromatic ring. For example, R27to R32each independently are a site linked to L12, or represent a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, or may be linked to an adjacent substituent each other to form a benzene ring unsubstituted or substituted with deuterium.

[0144] T1, R25, R26, L13, Ar13, and Ar14are as defined in Formula 2 above.

[0145] According to one embodiment of the present disclosure, wherein Formula 2 is represented by the following Formulas 2-1 and 2-2:

[0146]

[0147]

[0148] wherein in Formulas 2-1 and 2-2, R27to R32each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s).

[0149] In Formulas 2-1 and 2-2, R33to R35each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s). According to one embodiment of the present disclosure, R33to R35each independently are a site linked to L12, or represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C25)aryl, or may be linked to an adjacent substituent to form a ring(s). According to another embodiment of the present disclosure, R33to R35each independently are a site linked to L12, or represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C18)aryl, or may be linked to an adjacent substituent to form a substituted or unsubstituted (3- to 20-membered) monocyclic or polycyclic aromatic ring. For example, R33to R35each independently are a site linked to L12, or represent a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, or a naphthyl unsubstituted or substituted with deuterium, or may be linked to an adjacent substituent to form a benzene ring unsubstituted or substituted with deuterium.

[0150] T1, R17to R26, L11to L13, Ar11, Ar13, and Ar14are as defined in Formula 2.

[0151] According to one embodiment of the present disclosure, at least one of Formulas 1 and 2 has a compound comprising deuterium.

[0152] The compound represented by Formula 1 may be selected from the following compounds, but is not limited thereto.

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166]

[0167]

[0168]

[0169]

[0170]

[0171]

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187]

[0188]

[0189]

[0190]

[0191]

[0192]

[0193]

[0194]

[0195]

[0196]

[0197]

[0198]

[0199]

[0200]

[0201]

[0202]

[0203]

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246]

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 1, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 1 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0254] According to one embodiment of the present disclosure, the compound represented by Formula 2 may be selected from the following compounds, but is not limited thereto.

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266]

[0267]

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277]

[0278]

[0279]

[0280]

[0281]

[0282]

[0283]

[0284]

[0285]

[0286]

[0287]

[0288]

[0289]

[0290]

[0291]

[0292]

[0293]

[0294]

[0295]

[0296]

[0297]

[0298]

[0299]

[0300]

[0301]

[0302]

[0303]

[0304]

[0305]

[0306]

[0307]

[0308]

[0309]

[0310]

[0311]

[0312]

[0313]

[0314]

[0315]

[0316]

[0317]

[0318]

[0319]

[0320]

[0321]

[0322]

[0323]

[0324]

[0325]

[0326]

[0327]

[0328]

[0329]

[0330]

[0331]

[0332]

[0333]

[0334]

[0335]

[0336]

[0337]

[0338]

[0339]

[0340]

[0341]

[0342]

[0343]

[0344]

[0345]

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358]

[0359]

[0360]

[0361]

[0362]

[0363]

[0364]

[0365]

[0366]

[0367]

[0368]

[0369]

[0370]

[0371]

[0372]

[0373]

[0374]

[0375]

[0376]

[0377]

[0378]

[0379]

[0380]

[0381]

[0382]

[0383]

[0384]

[0385]

[0386]

[0387]

[0388]

[0389]

[0390]

[0391]

[0392]

[0393]

[0394]

[0395]

[0396]

[0397]

[0398]

[0399]

[0400]

[0401]

[0402]

[0403]

[0404]

[0405]

[0406]

[0407]

[0408]

[0409]

[0410]

[0411]

[0412]

[0413]

[0414]

[0415]

[0416]

[0417]

[0418]

[0419]

[0420]

[0421]

[0422]

[0423]

[0424]

[0425]

[0426]

[0427]

[0428]

[0429]

[0430]

[0431]

[0432]

[0433]

[0434]

[0435]

[0436]

[0437]

[0438]

[0439]

[0440]

[0441]

[0442]

[0443]

[0444]

[0445]

[0446]

[0447]

[0448]

[0449]

[0450]

[0451]

[0452]

[0453]

[0454]

[0455]

[0456]

[0457]

[0458]

[0459]

[0460]

[0461]

[0462]

[0463]

[0464]

[0465]

[0466]

[0467]

[0468]

[0469]

[0470]

[0471]

[0472]

[0473]

[0474]

[0475]

[0476]

[0477]

[0478]

[0479]

[0480]

[0481]

[0482]

[0483]

[0484]

[0485]

[0486]

[0487]

[0488]

[0489]

[0490]

[0491]

[0492]

[0493]

[0494]

[0495]

[0496]

[0497]

[0498]

[0499]

[0500]

[0501]

[0502]

[0503]

[0504]

[0505]

[0506]

[0507]

[0508]

[0509]

[0510]

[0511]

[0512]

[0513]

[0514]

[0515]

[0516]

[0517]

[0518]

[0519]

[0520]

[0521]

[0522]

[0523]

[0524]

[0525]

[0526]

[0527] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 2, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 2 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0528] According to one embodiment of the present disclosure, the compound represented by Formula 3 may be selected from the following compounds, but is not limited thereto.

[0529]

[0530]

[0531]

[0532]

[0533]

[0534]

[0535]

[0536]

[0537]

[0538]

[0539]

[0540]

[0541]

[0542]

[0543]

[0544]

[0545]

[0546]

[0547]

[0548]

[0549]

[0550]

[0551]

[0552]

[0553]

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561]

[0562]

[0563]

[0564]

[0565]

[0566]

[0567]

[0568]

[0569]

[0570]

[0571]

[0572]

[0573]

[0574]

[0575]

[0576]

[0577]

[0578]

[0579]

[0580]

[0581]

[0582]

[0583]

[0584]

[0585]

[0586]

[0587]

[0588]

[0589]

[0590]

[0591]

[0592]

[0593]

[0594]

[0595]

[0596]

[0597]

[0598]

[0599]

[0600]

[0601]

[0602]

[0603]

[0604]

[0605]

[0606]

[0607]

[0608]

[0609]

[0610]

[0611]

[0612]

[0613]

[0614]

[0615]

[0616]

[0617] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 3, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 3 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0618] The compound represented by Formula 1 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be produced by referring to the following Reaction Scheme 1, but is not limited thereto.

[0619] [Reaction Scheme 1]

[0620]

[0621] In Reaction Scheme 1, R1to R16, L, Ar,a, andbare as defined in Formula 1.

[0622] The compound represented by Formula 2 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be produced by referring to the following Reaction Scheme 2, but is not limited thereto.

[0623] [Reaction Scheme 2]

[0624]

[0625] In Reaction Scheme 2, ArA, Ar11, R17to R24, L11, and L12are as defined in Formula 2.

[0626] The compound represented by Formula 3 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be produced by referring to the following Reaction Scheme 3, but isnot limited thereto.

[0627] [Reaction Scheme 3]

[0628]

[0629] In Reaction Scheme 3, R50to R61, L30, and Ar30are as defined in Formula 3.

[0630] Although illustrative synthesis examples of the compounds represented by Formulas 1, 2, and 3 are described above, one skilled in the art will be able to readily understand that all of these are based on a Suzuki cross-coupling reaction, a Wittig reaction, a Buchwald-Hartwig cross coupling reaction, a Miyaura borylation reaction, aN-arylation reaction, an H-mont-mediated etherification reaction, an intramolecular acid-induced cyclization reaction, a Pd(II)-catalyzed oxidative cyclization reaction, a Grignard reaction, a Heck reaction, a cyclic dehydration reaction, an SN1 substitution reaction, an SN2 substitution reaction, a phosphine-mediated reductive cyclization reaction,etc., and the above reactions proceed even when substituents defined in Formulas 1 to 3 other than the substituents specified in the specific synthesis examples are bonded.

[0631] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 11 and comprises at least one deuterium.

[0632]

[0633] In Formula 11, R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C20)alkyl, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, R1to R16each independently may be hydrogen, deuterium, a phenyl unsubstituted or substituted with naphthyl, biphenyl, naphthyl unsubstituted or substituted with phenyl or naphthyl, phenanthrenyl unsubstituted or substituted with phenyl, unsubstituted 15-membered heteroaryl, triphenylenyl, anthracenyl unsubstituted or substituted with phenyl,o-terphenyl,m-terphenyl,p-terphenyl, 2,3-benzophenanthrenyl unsubstituted or substituted with phenyl, dimethylfluorenyl, dimethyl 2,3-benzofluorenyl, benzo[b]naphtho[2,3-d]furanyl, benzo[b]naphtho[1,2-d]furanyl, phenanthro[4,5-bcd]furanyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl unsubstituted or substituted with phenyl, which may be further substituted with deuterium;

[0634] provided that at least one of R1to R16is -(L)a-(Ar)b.

[0635] In Formula 11, L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene. According to one embodiment of the present disclosure, L each independently represents a single bond, a substituted or unsubstituted (C6-C25)arylene, or a substituted or unsubstituted (3- to 25-membered)heteroarylene. According to another embodiment of the present disclosure, L each independently represents a single bond, a substituted or unsubstituted (C6-C20)arylene, or a substituted or unsubstituted (3- to 20-membered)heteroarylene. For example, L may be a single bond, a phenylene, a biphenylene, a naphthylene, a phenanthrenylene, an anthracenylene, a 2,3-benzophenanthrenylene, or a carbazolylene, which may be further substituted with deuterium.

[0636] In Formula 11, Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to one embodiment of the present disclosure, Ar each independently represents a substituted or unsubstituted (C6-C25)aryl, or a substituted or unsubstituted (3- to 25-membered)heteroaryl. According to another embodiment of the present disclosure, Ar each independently represents a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, Ar each independently may be hydrogen, deuterium, a phenyl unsubstituted or substituted with naphthyl, biphenyl, naphthyl unsubstituted or substituted with phenyl or naphthyl, phenanthrenyl unsubstituted or substituted with phenyl, unsubstituted 15-membered heteroaryl, triphenylenyl, anthracenyl unsubstituted or substituted with phenyl,o-terphenyl,m-terphenyl,p-terphenyl, 2,3-benzophenanthrenyl unsubstituted or substituted with phenyl, dimethylfluorenyl, dimethyl 2,3-benzofluorenyl, benzo[b]naphtho[2,3-d]furanyl, benzo[b]naphtho[1,2-d]furanyl, phenanthro[4,5-bcd]furanyl, dibenzofuranyl, dibenzothiophenyl, or carbazolyl unsubstituted or substituted with phenyl, which may be further substituted with deuterium.

[0637] Herein, each L and each Ar may be the same as or different from one another.

[0638] In Formula 11,arepresents an integer of 1 to 4, andbrepresents an integer of 1 to 4, and preferably,amay be an integer of 1 to 2, andbmay be an integer of 1 to 2.

[0639] The residual percentage of hydrogen in the organic electroluminescent compound may be from 10% to 20%, preferably from 20% to 30%.

[0640] The compound represented by Formula 11 may be selected from the following compounds, but is not limited thereto.

[0641]

[0642]

[0643]

[0644]

[0645]

[0646]

[0647]

[0648]

[0649]

[0650]

[0651]

[0652]

[0653]

[0654]

[0655]

[0656]

[0657]

[0658]

[0659]

[0660]

[0661]

[0662]

[0663]

[0664]

[0665]

[0666]

[0667]

[0668]

[0669]

[0670]

[0671]

[0672]

[0673]

[0674]

[0675]

[0676]

[0677]

[0678]

[0679]

[0680]

[0681]

[0682]

[0683] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 11, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 11 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0684] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 12.

[0685]

[0686] In Formula 12, R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R1to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, R1to R16each independently may be hydrogen, deuterium, a phenyl, or an unsubstituted 15-membered heteroaryl, which may be further substituted with deuterium;

[0687] provided that at least one of R1to R16is represented by the following Formula 12-1.

[0688]

[0689] In Formula 12-1, X represents O, S, CR44R45, or NR46.

[0690] In Formula 12-1, L1represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene. According to one embodiment of the present disclosure, L1represents a single bond, a substituted or unsubstituted (C6-C20)arylene, or a substituted or unsubstituted (3- to 20-membered)heteroarylene. For example, L1may be a single bond.

[0691] In Formula 12-1, L1may be linked to one of R36to R46.

[0692] In Formula 12-1, R36to R46are a site linked to L1, or each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to one embodiment of the present disclosure, R36to R46each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to another embodiment of the present disclosure, R36to R46each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (3- to 20-membered)heteroaryl. For example, R36to R46each independently may be hydrogen, deuterium, a phenyl, or an unsubstituted 15-membered heteroaryl.

[0693] The compound represented by Formula 12 may be selected from the following compounds, but is not limited thereto.

[0694]

[0695]

[0696]

[0697]

[0698]

[0699] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 12, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 12 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0700] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 13.

[0701]

[0702] In Formula 13, R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R50to R61each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R50to R61each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C20)aryl, a substituted or unsubstituted (3- to 20-membered)heteroaryl, or a substituted or unsubstituted fused ring of (C3-C20)aliphatic ring and (C6-C20)aromatic ring. For example, R50to R61each independently may be hydrogen; deuterium; a phenyl unsubstituted or substituted with fluoro, naphthyl, phenanthrenyl, phenanthro[4,5-bcd]furanyl, or phenanthro[4,5-bcd]thiophenyl; a biphenyl; a naphthyl unsubstituted or substituted with phenanthrenyl; a phenanthrenyl unsubstituted or substituted with deuterium or phenyl; a dimethyl 4,5-methylenephenanthrenyl; a phenanthro[4,5-bcd]furanyl unsubstituted or substituted with deuterium or phenyl; a phenanthro[4,5-bcd]thiophenyl unsubstituted or substituted with phenyl; or a phenanthro[4,5-bcd]carbazolyl substituted with phenyl, which may be further substituted with deuterium;

[0703] provided that at least one of R50to R61is -L30-Ar30, preferably, R50may be -L30-Ar30.

[0704] L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene. According to one embodiment of the present disclosure, L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 20-membered)heteroarylene. For example, L30may be a single bond, a phenylene unsubstituted or substituted with fluoro, a biphenylene, a naphthylene, a phenanthro[4,5-bcd]furanylene, a phenanthro[4,5-bcd]thiophenylene, or a phenanthro[4,5-bcd]carbazolylene, which may be further substituted with deuterium.

[0705] Ar30is represented by the following Formula B-1.

[0706]

[0707] In Formula B-1, any one of R62to R71is linked to L30.

[0708] In Formula B-1, any one of R62to R71is linked to L30, or each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R62to R71each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R62to R71each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted fused ring of (C3-C20)aliphatic ring and (C6-C20)aromatic ring. For example, R62to R71each independently may be hydrogen, deuterium, a phenyl unsubstituted or substituted with deuterium, or a naphthyl unsubstituted or substituted with deuterium.

[0709] R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-.

[0710] R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s). According to one embodiment of the present disclosure, R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C20)alkyl, or a substituted or unsubstituted (C6-C20)aryl. For example, R80, R81, and R82each independently may be a methyl or a phenyl.

[0711] According to one embodiment of the present disclosure, wherein Formula B-1 is represented by the following Formula B-1-1 or Formula B-1-2.

[0712]

[0713]

[0714] In Formulas B-1-1 and B-1-2, R62to R66and R69to R71are as defined in Formula B-1 above.

[0715] In Formulas B-1-1 and B-1-2, R67and R68each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring.

[0716] In Formulas B-1-1 and B-1-2, T2represents -O-, -S-, -NR80-, or -CR81R82-.

[0717] In Formulas B-1-1 and B-1-2, R80, R81, and R82are as defined in Formula B-1 above.

[0718] According to one embodiment of the present disclosure, wherein Formula 13 is represented by any one of the following Formulas 13-2 to 13-5.

[0719]

[0720]

[0721]

[0722]

[0723] In Formulas 13-2 to 13-5, T2represents -O-, -S-, -NR80-, or -CR81R82-.

[0724] In Formulas 13-2 to 13-5, R50to R71, L30, R80, R81, and R82are as defined in Formula 13 above.

[0725] In Formulas 13-2 to 13-5, L30is linked to one of R62to R71.

[0726] According to one embodiment of the present disclosure, wherein Formula 13 is represented by the following Formula 13-6 or 13-7.

[0727]

[0728]

[0729] In Formulas 13-6 and 13-7, R50to R71and L30are as defined in Formula 13 above.

[0730] In Formulas 13-6 and 13-7, L30may be linked to one of R64to R67.

[0731] According to one embodiment of the present disclosure, formula 13 includes deuterium.

[0732] The compound represented by Formula 13 may be selected from the following compounds, but is not limited thereto.

[0733]

[0734]

[0735]

[0736]

[0737]

[0738]

[0739]

[0740]

[0741]

[0742]

[0743]

[0744]

[0745]

[0746]

[0747]

[0748]

[0749]

[0750]

[0751]

[0752]

[0753]

[0754]

[0755]

[0756]

[0757]

[0758]

[0759]

[0760]

[0761]

[0762]

[0763]

[0764]

[0765]

[0766]

[0767]

[0768]

[0769]

[0770]

[0771]

[0772]

[0773]

[0774]

[0775]

[0776]

[0777]

[0778]

[0779]

[0780]

[0781]

[0782]

[0783]

[0784]

[0785]

[0786]

[0787]

[0788] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 13, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 13 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0789] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 31.

[0790]

[0791] In Formula 31, R51to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R51to R61each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to another embodiment of the present disclosure, R51to R61each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C6-C20)aryl, a substituted or unsubstituted (3- to 20-membered)heteroaryl, or a substituted or unsubstituted fused ring of (C3-C20)aliphatic ring and (C6-C20)aromatic ring. For example, R51to R61each independently may be hydrogen or deuterium.

[0792] In Formula 31, Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen. According to one embodiment of the present disclosure, Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C20)aryl, provided that Ar1and Ar2are not both hydrogen. For example, Ar1and Ar2each independently may be hydrogen; deuterium; a phenyl unsubstituted or substituted with naphthyl; a biphenyl; a terphenyl; a naphthyl unsubstituted or substituted with phenyl; a phenanthrenyl; a triphenylenyl, and Ar1and Ar2are not both hydrogen, and they may be further substituted with deuterium.

[0793] In Formula 31, R100to R104each independently represent hydrogen or deuterium.

[0794] The compound represented by Formula 31 may be selected from the following compounds, but is not limited thereto.

[0795]

[0796]

[0797]

[0798]

[0799]

[0800]

[0801]

[0802]

[0803]

[0804]

[0805]

[0806]

[0807]

[0808]

[0809]

[0810]

[0811]

[0812]

[0813]

[0814]

[0815]

[0816]

[0817]

[0818]

[0819]

[0820]

[0821]

[0822]

[0823]

[0824]

[0825]

[0826]

[0827] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 31, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 31 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved lifetime characteristics.

[0828] The organic electroluminescent compound according to one embodiment of the present disclosure is represented by the following Formula 1-5.

[0829]

[0830] In Formula 1-5, R1to R5and R7to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring. According to one embodiment of the present disclosure, R1to R5and R7to R16each independently represent hydrogen, deuterium, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl. According to another embodiment of the present disclosure, R1to R5and R7to R16each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl. For example, R1to R5and R7to R16each independently may be hydrogen, deuterium, or phenyl,etc.

[0831] In Formula 1-5, L represents a single bond.

[0832] In Formula 1-5, Ar represents a substituted or unsubstituted phenanthrenyl. For example, Ar may be a phenanthrenyl substituted with phenyl.

[0833] In Formula 1-5, hydrogen in the above formula can be replaced by deuterium.

[0834] The compound represented by Formula 1-5 may be selected from the following compounds, but is not limited thereto.

[0835]

[0836]

[0837]

[0838]

[0839]

[0840]

[0841]

[0842]

[0843]

[0844] In the above compounds, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound. Specifically,nis at least 1 and is an integer as large as the maximum number of hydrogens in the compound. According to one embodiment of the present disclosure, when hydrogen is substituted with deuterium in any one of the compounds represented by Formula 1-5, the deuterium substitution rate is preferably about 100% or less of the total number of hydrogens, more preferably about 90% or less, still more preferably about 85% or less, and most preferably about 80% or less. The compound of Formula 1-5 substituted with the above deuterium substitution rate can increase the bond dissociation energy due to deuteration, thereby enhancing the stability of the compound, and an organic electroluminescent device including the compound can exhibit improved life characteristics.

[0845] The compound represented by Formula 11 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be synthesized by referring to the following Reaction Scheme 3 synthetic methods disclosed in Korean Patent Publication Nos. 10-2283849 and 10-1427457,etc., but is not limited thereto.

[0846] [Reaction Scheme 3]

[0847]

[0848] In Reaction Scheme 3, R1to R16, L, Ar,a, andbare as defined in Formula 11. In addition, in Reaction Scheme 3, Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.

[0849] The compound represented by Formula 12 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be synthesized by referring to the following Reaction Scheme 4 or Reaction Scheme 5, but is not limited thereto.

[0850] [Reaction Scheme 4]

[0851]

[0852] [Reaction Scheme 5]

[0853]

[0854] In Reaction Schemes 4 and 5, R1to R16, X, L1, and R36to R43are as defined in Formula 12.

[0855] The compound represented by Formula 13 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be synthesized by referring to the following Reaction Scheme 6, but is not limited thereto.

[0856] [Reaction Scheme 6]

[0857]

[0858]

[0859]

[0860] The compound represented by Formula 31 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be synthesized by referring to the following Reaction Scheme 7, but is not limited thereto.

[0861] [Reaction Scheme 7]

[0862]

[0863]

[0864] The compound represented by Formula 1-5 according to the present disclosure may be synthesized by referring to synthetic methods known to one skilled in the art. For example, it may be synthesized by referring to the following Reaction Scheme 8, but is not limited thereto.

[0865] [Reaction Scheme 8]

[0866]

[0867]

[0868] Although illustrative synthesis examples of the compounds represented by Formulas 11, 12, 13, 31, and 1-5 are described above, one skilled in the art will be able to readily understand that all of them are based on a Suzuki cross-coupling reaction, a Wittig reaction, a Buchwald-Hartwig cross coupling reaction, a Miyaura borylation reaction, aN-arylation reaction, an H-mont-mediated etherification reaction, an intramolecular acid-induced cyclization reaction, a Pd(II)-catalyzed oxidative cyclization reaction, a Grignard reaction, a Heck reaction, a cyclic dehydration reaction, an SN1 substitution reaction, an SN2 substitution reaction, a phosphine-mediated reductive cyclization reaction,etc., and the above reactions proceed even when substituents defined in Formulas 11, 12, 13, 31, and 1-5 other than the substituents specified in the specific synthesis examples are bonded.

[0869] The organic electroluminescent compound represented by Formula 11 above and containing at least one deuterium may have a residual percentage of hydrogen of 10% to 20%, preferably 20% to 30%.

[0870] The organic electroluminescent material according to one embodiment may be used as light-emitting materials for a white organic light-emitting device. The white organic light-emitting device has been various suggested to have various structures such as a parallel side-by-side arrangement method, a stacking arrangement method, or a CCM (color conversion material) method,etc., depending on the arrangement of R (red), G (green), YG (yellowish green), or B (blue) light-emitting units. In addition, the organic electroluminescent compound according to one embodiment may also be applied to the organic electroluminescent device comprising a QD (quantum dot).

[0871] In the organic electroluminescent device according to the present disclosure, in addition to the compound described above, the first light-emitting layer further comprises an additional host material, the second light-emitting layer further comprises an additional host material, or both layers further comprise an additional host material.

[0872] In the organic electroluminescent device according to the present disclosure, the light-emitting dopant of the first light-emitting layer is the same as or different from the light-emitting dopant of the second light-emitting layer.

[0873] In the organic electroluminescent device according to the present disclosure, both the first light-emitting layer and the second light-emitting layer are light-emitting layers that emit blue light.

[0874] In addition to the light-emitting layer, the organic electroluminescent device according to the present disclosure may further include one or more layers selected from a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron injection layer, an interlayer, a hole-blocking layer, an electron-blocking layer, and an electron buffer layer. The organic electroluminescent device may further include 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, the hole transport layer, the hole auxiliary layer, the light-emitting layer, the light-emitting auxiliary layer, or the electron-blocking layer may include an amine-based compound, for example, an arylamine-based compound, a styrylarylamine-based compound, or the like, as a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting material, a light-emitting auxiliary material, and an electron-blocking material. In addition, the electron transport layer, the electron injection layer, the electron buffer layer and the hole-blocking layer may include an azine-based compound as an electron transport material, an electron injection material, an electron buffer material and a hole-blocking material. Also, the organic layer may further comprise at least one metal selected from the group consisting of metals of Group 1, metals of Group 2, transition metals of the 4thperiod, transition metals of the 5thperiod, lanthanides, and organic metals of the d-transition elements of the Periodic Table, or at least one complex compound comprising such a metal.

[0875] A hole injection layer, a hole transport layer, an electron-blocking layer, or a combination thereof can be used between the anode and the light-emitting layer. The hole injection layer may be multi-layers in order to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron-blocking layer, wherein each of the multi-layers may use two compounds simultaneously. Also, the hole injection layer may be doped as a p-dopant. The electron-blocking layer may be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can confine the excitons within the light-emitting layer by blocking the overflow of electrons from the light-emitting layer to prevent a light-emitting leakage. A plurality of layers may be used in the hole transport layer or electron-blocking layer, and a plurality of compounds may be used in each layer.

[0876] An electron buffer layer, a hole-blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer and the cathode. The electron buffer layer may be multi-layers in order to control the injection of the electron and improve the interfacial properties between the light-emitting layer and the electron injection layer, wherein each of the multi-layers may use two compounds simultaneously. The hole-blocking layer may be placed between the electron transport layer (or electron injection layer) and the light-emitting layer, and blocks the arrival of holes to the cathode, thereby improving the probability of recombination of electrons and holes in the light-emitting layer. The hole-blocking layer or the electron transport layer may also be multi-layers, wherein each layer may use a plurality of compounds. Also, the electron injection layer may be doped as an n-dopant.

[0877] The light-emitting auxiliary layer may be a layer placed between the anode and the light-emitting layer or between the cathode and the light-emitting layer. When the light-emitting auxiliary layer is placed between the anode and the light-emitting layer, it can be used for promoting the hole injection and / or the hole transport, or for preventing the overflow of electrons. When the light-emitting auxiliary layer is placed between the cathode and the light-emitting layer, it can be used for promoting the electron injection and / or the electron transport, or for preventing the overflow of holes. In addition, the hole auxiliary layer is located between the hole transport layer (or hole injection layer) and the light-emitting layer, and can exhibit the effect of facilitating or blocking the hole transport speed (or injection speed), thereby controlling the charge. When the organic electroluminescent device includes two or more hole transport layers, the additionally included hole transport layer can also be used as the hole auxiliary layer or the electron-blocking layer. The light-emitting auxiliary layer, the hole auxiliary layer, or the electron-blocking layer may have an effect of improving the efficiency and / or the lifetime of the organic electroluminescent device.

[0878] In the organic electroluminescent device of the present disclosure, preferably at least one layer (hereinafter, "a surface layer") selected from a chalcogenide layer, a halogenated metal layer, and a metal oxide layer may be placed on an inner surface(s) of one or both of a pair of electrodes. Specifically, a chalcogenide (including oxides) layer of silicon and aluminum is preferably placed on an anode surface of an electroluminescent medium layer, and a halogenated metal layer or a metal oxide layer is preferably placed on a cathode surface of an electroluminescent medium layer. The operation stability for the organic electroluminescent device may be obtained by the surface layer. Preferably, the chalcogenide includes SiOX(1≤X≤2), AlOX(1≤X≤1.5), SiON, SiAlON,etc.; the halogenated metal includes LiF, MgF2, CaF2, a rare earth metal fluoride,etc.; and the metal oxide includes Cs2O, Li2O, MgO, SrO, BaO, CaO,etc.

[0879] In addition, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reductive dopant, or a mixed region of a hole transport compound and an oxidative dopant may be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to an anion, and thus it becomes easier to inject and transport electrons from the mixed region to an electroluminescent medium. Furthermore, the hole transport compound is oxidized to a cation; thus, it becomes easier to inject and transport holes from the mixed region to the electroluminescent medium. Preferably, the oxidative dopant includes various Lewis acids and acceptor compounds, and the reductive dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. Also, a reductive dopant layer may be employed as a charge generating layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0880] The organic electroluminescent device according to the present disclosure may further comprise one or more dopants in the light-emitting layer.

[0881] The dopant comprised in the organic electroluminescent device of the present disclosure may be at least one phosphorescent or fluorescent dopant, and is preferably a fluorescent dopant. The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but may be preferably selected from the group consisting of the metallated complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably selected from the group consisting of ortho-metallated complex compounds of iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably ortho-metallated iridium complex compounds.

[0882] The dopant comprised in the organic electroluminescent device of the present disclosure may be a compound represented by the following Formula D, but is not limited thereto.

[0883]

[0884] In Formula D,

[0885] R101to R111each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 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, or -L′4-N-(Ar′4)(Ar′5); or may be linked to an adjacent substituent(s) to form a ring(s);

[0886] Y′1represents B;

[0887] X′1and X′2each independently represent NR′;

[0888] each R′ independently represents hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 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, or -L′4-N-(Ar′4)(Ar′5); or may be linked to at least one of R101, R108, R109, and R111to form a ring(s);

[0889] L′4each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted(3- to 30-membered)heteroarylene;

[0890] Ar′4and Ar′5each independently represent hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl.

[0891] Preferably, R101to R111each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C20)alkyl, a substituted or unsubstituted (C6-C25)aryl, a substituted or unsubstituted (5- to 25-membered)heteroaryl, or -L′4-N-(Ar′4)(Ar′5); or may be linked to an adjacent substituent(s) to form a ring(s).

[0892] More preferably, R101to R111each independently represent hydrogen, deuterium, an unsubstituted (C1-C10)alkyl; a (C6-C18)aryl unsubstituted or substituted with at least one of (C1-C10)alkyl, (13- to 18-membered)heteroaryl, and di-(C6-C18)arylamino; a (5- to 18-membered)heteroaryl unsubstituted or substituted with at least one of (C1-C10)alkyl; or -L′4-N-(Ar′4)(Ar′5); or may be linked to an adjacent substituent(s) to form a ring(s). For example, R101to R111each independently may be selected from hydrogen, a methyl, atert-butyl, a substituted or unsubstituted phenyl, a biphenyl, a terphenyl, a triphenylenyl, a carbazolyl, a phenoxazinyl, a phenothiazinyl, a dimethylacridinyl, a dimethylxanthenyl, a diphenylamino unsubstituted or substituted with at least one of methyl and diphenylamino, a phenylnaphthylamino, a dibiphenylamino, a phenylamino substituted with phenylcarbazolyl or dibenzofuranyl, a (17- to 21-membered)heteroaryl substituted with at least one of methyl and phenyl, or may be linked to an adjacent substituent to form a benzene ring, an indole ring substituted with at least one of phenyl and diphenylamino, a benzofuran ring, a benzothiophene ring, or a 19-membered hetero ring substituted with at least one of methyl. The substituent of the substituted phenyl may be one or more of a methyl, a carbazolyl, a dibenzofuranyl, a diphenylamino, a phenoxazinyl, a phenothiazinyl, and a dimethylacridinyl.

[0893] According to one embodiment of the present disclosure, the following compounds may be particularly exemplified, but are not limited thereto.

[0894]

[0895]

[0896]

[0897]

[0898]

[0899]

[0900]

[0901]

[0902]

[0903]

[0904]

[0905]

[0906]

[0907]

[0908]

[0909]

[0910]

[0911]

[0912]

[0913]

[0914]

[0915]

[0916]

[0917]

[0918]

[0919]

[0920]

[0921]

[0922]

[0923]

[0924]

[0925]

[0926]

[0927]

[0928]

[0929]

[0930]

[0931]

[0932]

[0933]

[0934]

[0935]

[0936]

[0937]

[0938]

[0939] In the above compounds, D2 to D5 mean that 2 to 5 hydrogens are replaced by deuterium, respectively.

[0940] The formation of the layers of the organic electroluminescent devices can be achieved by any one of a dry deposition method such as vacuum deposition, sputtering, plasma, or ion plating, or a wet deposition method such as spin coating, dip coating, or flow coating. When using a wet film-forming method, a thin film may be formed by dissolving or diffusing materials forming each layer into any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane,etc. The solvent may be any solvent where the materials forming each layer can be dissolved or diffused, and where there are no problems in film-formation capability.

[0941] According to one embodiment of the present disclosure, when forming a layer by the first host material and the second host material, the layer can be formed by the above-listed methods, and can often be formed by co-deposition or mixture-deposition. The co-deposition is a mixed deposition method in which two or more materials are put into respective individual crucible sources, and a current is applied to both cells simultaneously to evaporate the materials; and the mixture-deposition is a mixed deposition method in which two or more materials are mixed in one crucible source before deposition, and a current is then applied to one cell to evaporate the materials.

[0942] According to one embodiment of the present disclosure, when the first host material and the second host material are present in the same layer or different layers within the organic electroluminescent device, the two host compounds can be deposited separately. For example, the first host compound may be deposited and then the second host compound may be deposited.

[0943] According to one embodiment of the present disclosure, the present invention can provide a display device comprising a plurality of host materials, including a first host material represented by Formula 1 and a second host material represented by Formula 2; an organic electroluminescent compound represented by Formula 11; or an organic electroluminescent compound represented by Formula 12. It is also possible to manufacture a display device,etc., a display device for a smartphone, tablet, laptop, PC, TV, or vehicle, or a lighting device,etc., an outdoor or indoor lighting device, using the organic electroluminescent device of the present disclosure.

[0944] Hereinafter, the preparation methods of the compounds according to the present disclosure and the properties thereof, and the driving voltage, conversion efficiency, and lifetime characteristics of an organic electroluminescent device (OLED) according to the present disclosure will be explained in detail. However, the following examples only describe the properties of the organic electroluminescent compound according to the present disclosure and the OLED comprising the same, and the present disclosure is not limited to the following examples.

[0945] Example 1: Preparation of Compound C-19

[0946]

[0947]

[0948] 1) Synthesis of Compound1-1

[0949] In a flask, Compound A (50 g, 277 mmol) was dissolved in 250 mL of THF, zinc (81.6 g, 1248 mmol) and ZnCl2(49.8 g, 360 mmol) were added and the mixture was reacted at room temperature for 1 hour. After the reaction was completed, the organic layer was extracted with ethyl acetate and treated with MgSO4. After filtering and concentrating the organic layer, the obtained mixture was purified by column chromatography to obtain Compound1-1(42 g, yield: 85%).

[0950] 2) Synthesis of Compound1-2

[0951] Compound 1-1 (40 g, 110 mmol) was dissolved in 600 mL of CHCl3in a 1 L round bottom flask (RBF), the reactant was cooled to 0℃, trifluoromethanesulfonic acid (128 mL, 1446 mmol) was added thereto, and the reaction mixture was stirred at 60℃ for 18 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, extracted with dichloromethane, and treated with MgSO4. The organic layer was filtered and concentrated. The obtained mixture was purified by column chromatography to obtain Compound1-2(14.3 g, yield: 40%).

[0952] 3) Synthesis of Compound1-3

[0953] In a flask, Compound 1-2 (7.72 g, 23.5 mmol) was dissolved in 240 mL of dichloromethane, bromine (1.21 mL, 23.5 mmol) was added, and the mixture was reacted for 12 hours. At the completion of the reaction, the reaction mixture was neutralized with an aqueous solution of K2CO3and sodium thiosulfate, extracted with dichloromethane, and treated with MgSO4. After filtering and concentrating the organic layer, the obtained mixture was purified by column chromatography to obtain Compound 1-3 (6.9 g, yield: 73%).

[0954] 4) Synthesis of CompoundC-19

[0955] In a flask, Compound 1-3 (6.9 g, 16.9 mmol), Compound B (5.5 g, 22 mmol), Pd(PPh3)4(580 mg, 0.507 mmol), K2CO3(11.7 g, 84.7 mmol), 45 mL of toluene, 10 mL of ethanol, and 45 mL of distilled water was stirred under reflux for 15 hours. The mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. The organic layer was then distilled under reduced pressure and separated by column chromatography to obtain CompoundC-19(1.3 g, yield: 14%).

[0956]

[0957] Example 2: Preparation of Compound C-4

[0958]

[0959] In a flask, Compound 1-3 (7 g, 17 mmol), Compound 2-1 (4.4 g, 22.34 mmol), Pd(PPh3)4(590 mg, 0.515 mmol), K2CO3(11.8 g, 85.93 mmol), 45 mL of toluene, 1 mL of ethanol, and 45 mL of distilled water were stirred under reflux for 8 hours. The mixture was cooled to room temperature, and the organic layer was extracted with ethyl acetate and dried over magnesium sulfate. The organic layer was then distilled under reduced pressure and separated by column chromatography to obtain CompoundC-4(1.6 g, yield: 20%).

[0960]

[0961] Example 3: Preparation of Compound H2-256

[0962]

[0963] 1) Synthesis of Compound5-2

[0964] Compound 5-1 (30 g, 156.07 mmol) was dissolved in 900 mL of methylene chloride (MC), andN-bromosuccinimide (NBS, 30.5 g, 171.67 mmol) was added. The mixture was stirred under reflux for 2 hours, cooled to room temperature, and stirred for 15 hours. An aqueous solution of sodium thiosulfate was added and the mixture was stirred. The organic layer was separated, and was neutralized by adding an aqueous solution of Na2CO3. The organic layer was separated, dried over magnesium sulfate, filtered under reduced pressure, and distilled under reduced pressure. The residue was separated by column chromatography, Compound5-2was obtained (36 g, yield: 85.10%).

[0965] 2) Synthesis of CompoundH2-256

[0966] In a flask, Compound 5-2 (20 g, 73.77 mmol), (10-phenylanthracen-9-yl)boronic acid (24.19 g, 81.14 mmol), Pd(OAc)2(0.66 g, 2.95 mmol), SPhos (3.63 g, 8.85 mmol), 400 mL of toluene, K3PO4(39.1 g, 184.4 mmol), 90 mL of distilled water, and 90 mL of ethanol were stirred under reflux. The reactant was cooled to room temperature after 4 hours. The reaction mixture was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundH2-256(26 g, yield: 79.38%).

[0967]

[0968] Example 4: Preparation of Compound H2-691-D14

[0969]

[0970] Compound H2-256 was synthesized by the deuteration method disclosed in Korean Patent Publication No. 10-2283849 or 10-1427457 to obtain CompoundH2-691-D14(16.4 g, yield: 72.34%, MS: [M+H]+=459.3).

[0971]

[0972] Example 5: Preparation of Compound H2-259

[0973]

[0974] In a flask, Compound 7-1 (16 g, 59.01 mmol), Compound 7-2 (24.29 g, 64.91 mmol), Pd(OAc)2(0.53 g, 2.36 mmol), SPhos (2.42 g, 5.90 mmol), 400 mL of toluene, K3PO4(25.05 g, 118.03 mmol), 80 mL of distilled water, and 40 mL of ethanol were stirred under reflux. After 2 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundH2-259(14.4 g, yield: 46.87%).

[0975]

[0976] Example 6: Preparation of Compound H2-694-D9

[0977]

[0978] Compound H2-259 was synthesized by the deuteration method disclosed in Korean Patent Publication No. 10-2283849 or 10-1427457 to obtain CompoundH2-694-D9(7.4 g, yield: 60.70%, MS: [M+H]+=530.1).

[0979]

[0980] Example 7: Preparation of Compound C3-1

[0981]

[0982] 1) Synthesis of CompoundC3-1P-2

[0983] In a flask, 1-bromo-7-chlorophenanthrin (30 g, 124.2 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (47.3 g, 186.3 mmol), PdCl2(PPh3)2(1.57 g, 6.21 mmol), KOAc (30.47 g, 310.54 mmol), and 600 mL of 1,4-dioxane were mixed and stirred under reflux. After 2 hours, the mixture was cooled to room temperature. 1,4-dioxane was distilled off under reduced pressure, and then the residue was separated by column chromatography to obtain CompoundC3-1P-2(32.0 g, yield: 89.28%).

[0984] 2) Synthesis of CompoundC3-1P-1

[0985] In a flask, 7-bromotetraphene (30.0 g, 97.66 mmol), Compound C3-1P-2 (31 g, 107.42 mmol), Pd(PPh3)4(5.64 g, 4.88 mmol), TBAB (3.14 g, 9.76 mmol), K2CO3(33.74 g, 244.14 mmol), 800 mL of toluene, and 200 mL of distilled water were mixed and stirred under reflux. After 4 hours and 30 minutes, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain Compound C3-1P-1 (33.0 g, yield: 86.89%).

[0986] 3) Synthesis of CompoundC3-1

[0987] Compound C3-1P-1 (15.0 g, 38.57 mmol), phenylboronic acid (7.05 g, 57.85 mmol), Pd(OAc)2(0.43 g, 1.20 mmol), XPhos (2.2 g, 4.62 mmol), K2CO3(15.99 g, 115.71 mmol), 400 mL of toluene, 80 mL of distilled water, and 60 mL of ethanol were mixed and stirred under reflux. After 2 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain Compound C3-1 (13.5 g, yield: 81.29%).

[0988]

[0989] Example 8: Preparation of Compound C3-5

[0990]

[0991] In a flask, Compound C3-1P-1 (14.0 g, 35.99 mmol), 2-naphthylboronic acid (9.28 g, 53.99 mmol), Pd(OAc)2(0.40 g, 1.79 mmol), XPhos (2.06 g, 4.32 mmol), K2CO3(14.92 g, 107.9 mmol), 400 mL of toluene, 80 mL of distilled water, and 60 mL of ethanol were mixed and stirred under reflux. After 2 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain Compound C3-5 (12.2 g, yield: 70.52%).

[0992]

[0993] Example 9: Preparation of Compound C-366

[0994]

[0995] 1) Synthesis of CompoundC-366P-1

[0996] In a flask, 3-chlorophenanthrin (30.0 g, 141.1 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis(1,3,2-dioxaborolane) (53.7 g, 211.6 mmol), Pd2(dba)3(6.5 g, 7.05 mmol), SPhos (5.8 g, 14.1 mmol), KOAc (27.7 g, 282.1 mmol), and 750 mL of 1,4-dioxane were mixed and stirred under reflux. After 2 hours, the mixture was cooled to room temperature. 1,4-dioxane was distilled off under reduced pressure, and then the residue was separated by column chromatography to obtain Compound C-366P-1 (34.9 g, yield: 81.31%).

[0997] 2) Synthesis of CompoundC-366

[0998] In a flask, Compound C-366P-1 (20.1 g, 66.1 mmol), 2-chlorodibenzo[g,p]chrysin (20.0 g, 55.1 mmol), Pd(OAc)2(0.62 g, 2.76 mmol), XPhos (2.6 g, 5.5 mmol), K2CO3(19.0 g, 137.8 mmol), 400 mL of toluene, 80 mL of distilled water, and 80 mL of ethanol were stirred under reflux. After 4 hours, the mixture was cooled to room temperature. Distilled water was then added to the mixture, and the organic layer was extracted with dichloromethane. The organic layer was further extracted by adding dichloromethane again to the remaining aqueous layer, and the extracted organic layers were combined and dried over magnesium sulfate. The dried mixture was filtered under reduced pressure and then distilled under reduced pressure and separated by column chromatography to obtain CompoundC-366(25.1 g, yield: 90.27%).

[0999]

[1000] Example 10: Preparation of Compound C-541

[1001]

[1002] In a flask, 7-bromotetraphene (12 g, 39.06 mmol), 4,4,5,5-tetramethyl-2-(phenanthro[4,5-bcd]furan-8-yl)-1,3,2-dioxaborolane (14.91 g, 46. 87 mmol), Pd(OAc)2(0.33 g, 1.56 mmol), SPhos (1.92 g, 4.68 mmol), K3PO4(20.73 g, 97.66 mmol), 300 mL of toluene, 80 mL of distilled water, and 80 mL of ethanol were mixed and stirred under reflux. After 3 hour 30 min, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-541(13.5 g, yield: 82.61%).

[1003]

[1004] Example 11: Preparation of Compound C-502

[1005]

[1006] In a flask, 7-bromotetraphene (5.0 g, 16.27 mmol), 4,4,5,5-tetramethyl-2-(phenanthren-1-yl)-1,3,2-dioxaborolane (6.0 g, 19.72 mmol), Pd(OAc)2(0.14 g, 0.65 mmol), SPhos (0.8 g, 1.94 mmol), K3PO4(8.64 g, 40.70 mmol), 125 mL of toluene, 35 mL of distilled water, and 35 mL of ethanol were mixed and stirred under reflux. After 1 hour and 10 minutes, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-502(1.8 g, yield: 27.35%).

[1007]

[1008] Example 12: Preparation of Compound C-503

[1009]

[1010] In a flask, 7-bromotetraphene (5.0 g, 16.27 mmol), 4,4,5,5-tetramethyl-2-(phenanthren-2-yl)-1,3,2-dioxaborolane (6.0 g, 19.72 mmol), Pd(OAc)2(0.14 g, 0.65 mmol), SPhos (0.8 g, 1.94 mmol), K3PO4(8.64 g, 40.70 mmol), 125 mL of toluene, 35 mL of distilled water, and 35 mL of ethanol were mixed and stirred under reflux. After 1 hour and 40 minutes, the mixture was cooled to room temperature. Distilled water was added, and the organic layer was extracted with EA. Magnesium sulfate was added to the organic layer, and the organic layer was dried and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-503(4.0 g, yield: 60.77%).

[1011]

[1012] Example 13: Preparation of Compound C-571

[1013]

[1014] 1) Synthesis of CompoundC-571 P-2

[1015] In a flask, 7-bromotetraphene (12.0 g, 39.06 mmol), 4-chlorophenylboronic acid (7.33 g, 46.87 mmol), PdCl2(AMPHOS)2(1.10 g, 1.56 mmol), TBAB (1.26 g, 3.90 mmol), Na2CO3(12.42 g, 117.19 mmol), 300 mL of toluene, and 80 mL of distilled water were mixed and stirred under reflux. After 1 hour, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-571 P-2(12.0 g, yield: 90.87%).

[1016] 2) Synthesis of CompoundC-571 P-1

[1017] In a flask, Compound C-571 P-2 (12 g, 35.49 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (13.51 g, 53.24 mmol), Pd2(dba)3(1.62 g, 1.77 mmol), SPhos (1.45 g, 3.55 mmol), KOAc (10.44 g, 106.48 mmol), and 400 mL of 1,4-dioxane were mixed and stirred under reflux. After 6 hours, this was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-571 P-1(13.0 g, 85.11%).

[1018] 3) Synthesis of CompoundC-571

[1019] In a flask, Compound C-571 P-1 (13.0 g, 30.20 mmol), 8-bromophenanthro[4,5-bcd]furan (9.0 g, 33.22 mmol), Pd(OAc)2(0.27 g, 1.20 mmol), SPhos (1.48 g, 3.62 mmol), K3PO4(16.03 g, 75.52 mmol), 300 mL of toluene, 70 mL of distilled water, and 50 mL of ethanol were mixed and stirred under reflux. After 4 hours and 10 minutes, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-571(8.8 g, yield: 58.91%).

[1020]

[1021] Example 14: Preparation of Compound C-576

[1022]

[1023] 1) Synthesis of CompoundC-576 P-2

[1024] In a flask, 7-bromotetraphene (12.0 g, 39.06 mmol), (4-chloro-2-fluorophenyl)boronic acid (8.1 g, 46.87 mmol), PdCl2(AMPHOS)2(1.10 g, 1.56 mmol), TBAB (1.26 g, 3.90 mmol), Na2CO3(12.42 g, 117.19 mmol), 300 mL of toluene, and 80 mL of distilled water were mixed and stirred under reflux. After 1 hour, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-576 P-2(13.0 g, yield: 93.27%).

[1025] 2) Synthesis of CompoundC-576 P-1

[1026] In a flask, Compound C-576 P-2 (13 g, 36.43 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis(1,3,2-dioxaborolane) (13.87 g, 54.65 mmol), Pd2(dba)3(1.66 g, 1.82 mmol), SPhos (1.49 g, 3.64 mmol), KOAc (10.72 g, 109.29 mmol), and 400 mL of 1,4-dioxane were mixed and stirred under reflux. After 6 hours, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-576 P-1(8.0 g, 48.97%).

[1027] 3) Synthesis of CompoundC-576

[1028] In a flask, Compound C-576 P-1 (8.0 g, 17.84 mmol), 8-bromophenanthro[4,5-bcd]furan (5.8 g, 21.41 mmol), Pd(OAc)2(0.16 g, 7.13 mmol), SPhos (0.88 g, 2.14 mmol), K3PO4(9.47 g, 44.61 mmol), 200 mL of toluene, 40 mL of distilled water, and 20 mL of ethanol were mixed and stirred under reflux. After 3 hours and 10 minutes, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-576(7.3 g, yield: 79.83%).

[1029]

[1030] Example 15: Preparation of Compound C-501

[1031]

[1032] In a flask, 7-bromotetraphene (22.83 g, 74.30 mmol), phenanthrene-9-ylboronic acid (15.0 g, 67.55 mmol), Pd(OAc)2(0.76 g, 3.37 mmol), SPhos (3.05 g, 7.43 mmol), K3PO4(35.85 g, 168.88 mmol), 300 mL of toluene, 150 mL of distilled water, and 150 mL of ethanol were mixed and stirred under reflux. After 1 hour and 10 minutes, the mixture was cooled to room temperature. The organic layer was extracted with EA and washed with distilled water. The organic layer was dried over magnesium sulfate and filtered under reduced pressure. The organic layer was distilled under reduced pressure and separated by column chromatography to obtain CompoundC-501(20.0 g, yield: 66.54%).

[1033]

[1034] Example 16: Preparation of Compound C-531

[1035]

[1036] Compound C-501 was synthesized by a method selected from the deuteration methods disclosed in Korean Patent Publication Nos. 10-2283849, 10-1427457,etc. to obtain Compound C-531 (12.2 g, yield: 63.8%, MS: [M+H]+=421.2).

[1037] Example 17: Preparation of Compound C-532

[1038]

[1039] Compound C-502 was synthesized by a method selected from the deuteration methods disclosed in Korean Patent Publication Nos. 10-2283849, 10-1427457,etc. to obtain Compound C-532 (11.0 g, yield: 46.2%, MS: [M+H]+=423.3).

[1040] Hereinafter, for a detailed understanding of the present disclosure, a method of manufacturing an organic electroluminescent device comprising an organic electroluminescent compound according to the present disclosure and characteristics thereof will be described.

[1041] Device Examples 1 to 3: Preparation of OLEDs comprising the compound according to the present disclosure as a host

[1042] An OLED according to the present disclosure was prepared. First, a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (GEOMATEC CO., LTD., Japan) was subjected to an ultrasonic washing with acetone and isopropyl alcohol, sequentially, and thereafter was stored in isopropyl alcohol and then used. Thereafter, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition apparatus. CompoundHIwas then introduced into a cell of the vacuum vapor deposition apparatus, and CompoundHT-1was introduced into another cell. The two materials were evaporated at different rates, and CompoundHIwas deposited in a doping amount of 5 wt% based on the total amount of CompoundsHIandHT-1to form a hole injection layer having a thickness of 10 nm. CompoundHT-1was then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Thereafter, CompoundHT-2was introduced into another cell of the vacuum vapor deposition apparatus and was evaporated by applying an electric current to the cell, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After formation of the hole injection layer and the hole transport layers, a light-emitting layer was deposited thereon as follows: the first light-emitting layer host in Table 1 was introduced into a cell of the vacuum vapor deposition apparatus as a host, and CompoundBDwas introduced into another cell as a dopant. The two materials were evaporated at different rates, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a first light-emitting layer with a thickness of 5 nm on the second hole transport layer. Next, the second light-emitting layer host in Table 1 was introduced into a cell of the vacuum vapor deposition apparatus as a host, and CompoundBDwas introduced into another cell as a dopant. The two materials were evaporated at different rates, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a second light-emitting layer with a thickness of 13 nm on the first light-emitting layer. CompoundET-1was deposited as an electron buffer layer to a thickness of 5 nm. Thereafter, CompoundEI-1and CompoundEI-2were introduced into another two cells and then evaporated at a rate of 2:1 to form an electron transport layer having a thickness of 25 nm on the electron buffer layer. Compounds Yb:LiF were introduced into another two cells and evaporated at a rate of 2:1 to deposit an electron injection layer with a thickness of 1 nm. An Al cathode was deposited with a thickness of 80 nm on the electron injection layer by using another vacuum vapor deposition apparatus, thereby producing an OLED. All of the materials used for producing the OLED were purified by vacuum sublimation at 10-6Torr.

[1043] Comparative Example 1: Preparation of an OLED comprising the conventional compound as a host

[1044] An OLED was produced in the same manner as in Device Example 1, except that a single 18 nm thick light-emitting layer was deposited on the second hole transfer layer by using only the host of Table 1 below as the host of the light-emitting layer.

[1045] The driving voltage, and conversion efficiency at a luminance of 1,000 nits, and minimum time taken for luminance to decrease from 100% to 95% (lifespan:T95) at the CIE color coordinate of the organic electroluminescent devices according to Device Examples 1 to 3 and Comparative Example 1 prepared as described above are shown in Table 1 below. Here, the conversion efficiency [Eff / Y] is the current efficiency [cd / A] divided by the Y coordinate value of the CIE.

[1046]

[1047] From Table 1 above, it can be confirmed that the organic electroluminescent device comprising a specific combination of compounds according to the present disclosure as host materials have significantly improved conversion efficiency compared to an organic electroluminescent device comprising the conventional compound as a host material. Furthermore, it may be more stable in terms of thermal degradation.

[1048] The compounds used in Device Examples 1 to 3 and Comparative Example 1 are shown in Table 2 below.

[1049]

[1050]

[1051] Device Example 4: Preparation of an OLED comprising the compound according to the present disclosure as a host

[1052] An OLED according to the present disclosure was prepared. First, a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (GEOMATEC CO., LTD., Japan) was subjected to an ultrasonic washing with acetone and isopropyl alcohol, sequentially, and thereafter was stored in isopropyl alcohol and then used. Thereafter, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition apparatus. CompoundHIwas then introduced into a cell of the vacuum vapor deposition apparatus, and CompoundHT-1was introduced into another cell. The two materials were evaporated at different rates, and CompoundHIwas deposited in a doping amount of 3 wt% based on the total amount of CompoundsHIandHT-1to form a hole injection layer having a thickness of 10 nm. CompoundHT-1was then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Thereafter, CompoundHT-2was introduced into another cell of the vacuum vapor deposition apparatus and was evaporated by applying an electric current to the cell, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After formation of the hole injection layer and the hole transport layers, a first light-emitting layer was deposited thereon as follows: the compound in Table 3 was introduced into a cell of the vacuum vapor deposition apparatus as a host, and Compound BD was introduced into another cell as a dopant. The two materials were evaporated at different rates, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a first light-emitting layer with a thickness of 5 nm on the second hole transport layer. A second light-emitting layer was then deposited on the first light-emitting layer as follows: Compounds H4-11:H2-231 (1:1) were introduced into two cells of the vacuum vapor deposition apparatus as a host, and Compound BD was introduced into another cell as a dopant. Then, the host was deposited in a weight ratio of 1:1, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a second light-emitting layer with a thickness of 13 nm on the first light-emitting layer. After deposition of the light-emitting layers, CompoundET-1was deposited in a thickness of 5 nm as the hole blocking layer material. Next, CompoundEI-1and CompoundEI-2were introduced into two cells of the vacuum vapor deposition apparatus then evaporated at a weight ratio of 2:1 as electron transport layer materials to form an electron transport layer having a thickness of 25 nm on the hole blocking layer. CompoundsYb:LiFwere evaporated on the electron transport layer at a weight ratio of 2:1 to deposit the electron injection layer with a thickness of 1 nm. An Al cathode was deposited with a thickness of 80 nm on the electron injection layer by using another vacuum vapor deposition apparatus, thereby producing an OLED. All of the materials used for producing the OLED were purified by vacuum sublimation at 10-6Torr.

[1053] Comparative Example 2: Preparation of an OLED comprising the conventional compound as a host

[1054] An OLED was produced in the same manner as in Device Example 4, except that the compound in Table 3 below was used as the first light-emitting layer host.

[1055] The drive voltage and current efficiency at a luminance of 1,000 nits, and time taken for the luminance to decrease from 100% to 95% (lifespan:T95) when checking the lifespan with double acceleration of the organic electroluminescent devices according to Device Example 4 and Comparative Example 2 prepared as described above were measured, respectively, and the results are shown in Table 3 below.

[1056]

[1057] From Table 3 above, it can be confirmed that the organic electroluminescent device comprising the compound according to the present disclosure as a host has significantly improved lifetime characteristics compared to the organic electroluminescent device comprising the conventional compound as a host. Furthermore, it may be more stable in terms of thermal degradation.

[1058] The compounds used in Device Example 4 and Comparative Example 2 are shown in Table 4 below.

[1059]

[1060] Device Examples 5 to 22: Preparation of OLEDs comprising the compound according to the present disclosure as a host

[1061] An OLED according to the present disclosure was prepared. First, a transparent electrode indium tin oxide (ITO) thin film (10 Ω / sq) on a glass substrate for an OLED (GEOMATEC CO., LTD., Japan) was subjected to an ultrasonic washing with acetone and isopropyl alcohol, sequentially, and thereafter was stored in isopropyl alcohol and then used. Thereafter, the ITO substrate was mounted on a substrate holder of a vacuum vapor deposition apparatus. CompoundHIwas then introduced into a cell of the vacuum vapor deposition apparatus, and CompoundHT-1was introduced into another cell. The two materials were evaporated at different rates, and CompoundHIwas deposited in a doping amount of 5 wt% based on the total amount of CompoundsHIandHT-1to form a hole injection layer having a thickness of 10 nm. CompoundHT-1was then deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Thereafter, CompoundHT-2was introduced into another cell of the vacuum vapor deposition apparatus and was evaporated by applying an electric current to the cell, thereby forming a second hole transport layer with a thickness of 15 nm on the first hole transport layer. After formation of the hole injection layer and the hole transport layers, a light-emitting layer was deposited thereon as follows: the first light-emitting layer host in Table 5 was introduced into a cell of the vacuum vapor deposition apparatus as a host, and CompoundBDwas introduced into another cell as a dopant. The two materials were evaporated at different rates, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a first light-emitting layer with a thickness of 5 nm on the second hole transport layer. Next, the second light-emitting host layer in Table 5 was introduced into a cell of the vacuum vapor deposition apparatus as a host, and CompoundBDwas introduced into another cell as a dopant. The two materials were evaporated at different rates, and the dopant was deposited in a doping amount of 2 wt% based on the total amount of the host and dopant to form a second light-emitting layer with a thickness of 13 nm on the first light-emitting layer. CompoundET-1was deposited as an electron buffer layer with a thickness of 5 nm. CompoundEI-1and CompoundEI-2were then evaporated at a rate of 2:1 as an electron transport material to form an electron transport layer having a thickness of 25 nm on the second light-emitting layer. CompoundsYb:LiFwere introduced into another two cells and evaporated at a rate of 2:1 to deposit an electron injection layer with a thickness of 1 nm. An Al cathode was deposited in a thickness of 80 nm on the electron injection layer by using another vacuum vapor deposition apparatus, thereby producing an OLED. All of the materials used for producing the OLED were purified by vacuum sublimation at 10-6Torr.

[1062] Comparative Example 3: Preparation of an OLED comprising the conventional compound as a host

[1063] An OLED was produced in the same manner as in Device Example 6, except that a single 18 nm thick light-emitting layer was deposited on the second hole transport layer by using only the host of Table 5 below as the host of the light-emitting layer.

[1064] The driving voltage, and conversion efficiency at a luminance of 1,000 nits, and minimum time taken for luminance to decrease from 100% to 95% (lifespan:T95) at the CIE color coordinate of the organic electroluminescent devices according to the Device Examples and the Comparative Examples prepared as described above are shown in Table 5 below. Here, the conversion efficiency [Eff / Y] is the current efficiency [cd / A] divided by the Y coordinate value of the CIE.

[1065]

[1066]

[1067]

[1068] From Table 5 above, it can be confirmed that the organic electroluminescent device comprising a specific combination of compounds according to the present disclosure as host materials have significantly improved conversion efficiency and lifespan, while maintaining the driving voltage, compared to the organic electroluminescent device including the conventional compound as a host material. Furthermore, it may be more stable in terms of thermal degradation.

[1069] The compounds used in the Device Examples and the Comparative Examples are shown in Table 6 below.

[1070]

[1071]

[1072]

Claims

1.An organic electroluminescent device comprisingan anode,a cathode,a first light-emitting layer disposed between the anode and the cathode,and a second light-emitting layer disposed between the first light-emitting layer and the cathode,wherein the first light-emitting layer contains a first compound represented by the following Formula 1 or the following Formula 3 as a first host material,and the second light-emitting layer contains a second compound represented by the following Formula 2 as a second host material,and wherein the first light-emitting layer and the second light-emitting layer are in direct contact:wherein in Formula 1,R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;provided that at least one of R1to R16is -(L)a-(Ar)b;L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; andarepresents an integer of 1 to 4;brepresents an integer of 1 to 4; and each L and each Ar may be the same as or different from each other;wherein in Formula 3,R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;provided that at least one of R50to R61is -L30-Ar30;L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;Ar30is represented by the following Formula B-1 or Formula B-2,wherein in Formulas B-1 and B-2,any one of R62to R71is linked to L30,R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-;R80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s),Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen; andR100to R104each independently represent hydrogen or deuterium;wherein in Formula 2,ArArepresents a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or the following Formula A-1;wherein in Formula A-1,T1represents O, S, CRaRb, or NRc;ring A and ring B each independently represent a substituted or unsubstituted (C6-C30)arene ring, or a substituted or unsubstituted (3- to 30-membered)heteroarene ring;Ar11represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;R17to R24each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14);R25and R26each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14);Raand Rbeach independently represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl, or may be linked to each other to form a ring(s);Rcrepresents a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl;L11to L13each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; andAr13and Ar14each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, 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, or a substituted or unsubstituted tri(C6-C30)arylsilyl.2.The organic electroluminescent device according to claim 1, wherein two of R1to R16in Formula 1 are -(L)a-(Ar)b.3.The organic electroluminescent device according to claim 1, wherein Formula 1 is represented by any one of the following Formulas 1-1 to 1-4:wherein in Formulas 1-1 to 1-4,R1to R16, L, Ar,a, andbare as defined in claim 1.4.The organic electroluminescent device according to claim 1, wherein Ar11and ArAeach independently are selected from the group consisting of a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a phenanthrenyl unsubstituted or substituted with deuterium, or a combination thereof.5.The organic electroluminescent device according to claim 1, wherein Ar11is selected from the group consisting of a phenyl unsubstituted or substituted with deuterium, a biphenyl unsubstituted or substituted with deuterium, a terphenyl unsubstituted or substituted with deuterium, a naphthyl unsubstituted or substituted with deuterium, a phenanthrenyl unsubstituted or substituted with deuterium, or a combination thereof, and ArAis a dibenzofuranyl unsubstituted or substituted with deuterium, or a dibenzothiophenyl unsubstituted or substituted with deuterium.6.The organic electroluminescent device according to claim 1, wherein ArAis represented by the following Formula b-1:wherein in Formula b-1,R27to R32each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s), andT1, R25, R26, L13, Ar13, and Ar14are as defined in claim 1.7.The organic electroluminescent device according to claim 1, wherein Formula 2 is represented by one of the following Formulas 2-1 and 2-2:wherein in Formulas 2-1 and 2-2,R27to R32each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s),R33to R35each independently are a site linked to L12, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 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 of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring, or -L13-N(Ar13)(Ar14), or may be linked to an adjacent substituent to form a ring(s); andT1, R17to R26, L11to L13, Ar11, Ar13, and Ar14are as defined in claim 1.8.The organic electroluminescent device according to claim 1, wherein Formula 3 is represented by the following Formula 3-1:wherein R51to R61, L30, and Ar30are as defined in claim 1.9.The organic electroluminescent device according to claim 1, wherein at least one of Formulas 1 and 2 is a compound comprising deuterium.10.The organic electroluminescent device according to claim 1, wherein the substituted alkyl, the substituted alkenyl, the substituted aryl, the substituted arylene, the substituted heteroaryl, the substituted heteroarylene, the substituted cycloalkyl, the substituted heterocycloalkyl, the substituted alkoxy, the substituted trialkylsilyl, the substituted dialkylarylsilyl, the substituted alkyldiarylsilyl, the substituted triarylsilyl, the substituted fused ring of an aliphatic ring and an aromatic ring, the substituted arene ring, and the substituted heteroarene ring each independently are substituted with at least one selected from the group consisting of deuterium; halogen; cyano; carboxyl; nitro; hydroxyl; phosphine oxide; (C1-C30)alkyl unsubstituted or substituted with deuterium; 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)heteroaryl unsubstituted or substituted with at least one of deuterium and (C6-C30)aryl; (C6-C30)aryl unsubstituted or substituted with at least one of deuterium, (C1-C30)alkyl, (C6-C30)aryl, and (3- to 30-membered)heteroaryl; tri(C1-C30)alkylsilyl; tri(C6-C30)arylsilyl; di(C1-C30)alkyl(C6-C30)arylsilyl; (C1-C30)alkyldi(C6-C30)arylsilyl; amino; mono- or di(C1-C30)alkylamino; mono- or di(C2-C30)alkenylamino; mono- or 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; (C6-C30)aryl(3- to 30-membered)heteroarylamino; (C1-C30)alkylcarbonyl; (C1-C30)alkoxycarbonyl; (C6-C30)arylcarbonyl; di(C6-C30)arylboronyl; (C6-C30)arylphosphine; di(C1-C30)alkylboronyl; (C1-C30)alkyl(C6-C30)arylboronyl; (C6-C30)aryl(C1-C30)alkyl; and (C1-C30)alkyl(C6-C30)aryl.11.The organic electroluminescent device according to claim 1, wherein the compound represented by Formula 1 is at least one selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.12.The organic electroluminescent device according to claim 1, wherein the compound represented by Formula 2 is at least one selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.13.The organic electroluminescent device according to claim 1, wherein the compound represented by Formula 3 is at least one selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.14.The organic electroluminescent device according to claim 1, wherein the first light-emitting layer further comprises an additional host material, the second light-emitting layer further comprises an additional host material, or both layers further comprise an additional host material.15.The organic electroluminescent device according to claim 1, wherein the light-emitting dopant of the first light-emitting layer is the same as or different from the light-emitting dopant of the second light-emitting layer.16.The organic electroluminescent device according to claim 1, wherein both the first light-emitting layer and the second light-emitting layer are light-emitting layers that emit blue light.17.An organic electroluminescent compound represented by the following Formula 11 and comprising at least one deuterium:wherein in Formula 11,R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;provided that at least one of R1to R16is -(L)a-(Ar)b;L each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;Ar each independently represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; andarepresents an integer of 1 to 4;brepresents an integer of 1 to 4; and each L and each Ar may be the same as or different from each other.18.The organic electroluminescent compound according to claim 17, wherein the residual percentage of hydrogen is from 10% to 20%.19.The organic electroluminescent compound according to claim 17, wherein the residual percentage of hydrogen is from 20% to 30%.20.The organic electroluminescent compound according to claim 17, wherein the compound represented by Formula 11 is selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.21.An organic electroluminescent compound represented by the following Formula 12:wherein in Formula 12,R1to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;provided that at least one of R1to R16is represented by the following Formula 12-1;X represents O, S, CR44R45, or NR46;L1represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene, and L1is linked to one of R36to R46; andR36to R46are sites linked to L1, or each independently represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl.22.The organic electroluminescent compound according to claim 21, wherein the compound represented by Formula 12 is selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.23.An organic electroluminescent compound represented by the following Formula 13:wherein in Formula 13,R50to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;provided that at least one of R50to R61is -L30-Ar30;L30represents a single bond, a substituted or unsubstituted (C6-C12)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;Ar30is represented by the following Formula B-1:any one of R62to R71is linked to L30,R62to R71each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;R67and R68may be linked to each other to form -O-, -S-, -NR80-, or -CR81R82-; andR80, R81, and R82each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, or a substituted or unsubstituted (C3-C30)cycloalkyl; R81and R82may be linked to each other to form a ring(s).24.The organic electroluminescent compound according to claim 23, wherein the compound represented by Formula 13 is selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.25.The organic electroluminescent compound according to claim 23, wherein Formula B-1 is represented by the following Formula B-1-1 or Formula B-1-2:wherein in Formulas B-1-1 and B-1-2,R62to R66and R69to R71are as defined in claim 25;R67and R68each independently are linked to L30, or represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;T2represents -O-, -S-, -NR80-, or -CR81R82-; andR80, R81, and R82are as defined in claim 25.26.The organic electroluminescent compound according to claim 23, wherein Formula 13 is represented by any one of the following Formulas 13-2 to 13-5:wherein in Formulas 13-2 to 13-5,T2represents -O-, -S-, -NR80-, or -CR81R82-;R50to R71, L30, R80, R81, and R82are as defined in claim 23; andL30is linked to one of R62to R71.27.The organic electroluminescent compound according to claim 23, wherein Formula 13 is represented by the following Formula 13-6 or 13-7:wherein in Formulas 13-6 and 13-7,R50to R71and L30are as defined in claim 23; andL30may be linked to one of R64to R67.28.The organic electroluminescent compound according to claim 23, wherein Formula 13 comprises deuterium.29.An organic electroluminescent compound represented by the following Formula 31:wherein in Formula 31,R51to R61each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;Ar1and Ar2each independently represent hydrogen, deuterium, or a substituted or unsubstituted (C6-C30)aryl, provided that Ar1and Ar2are not both hydrogen; andR100to R104each independently represent hydrogen or deuterium.30.The organic electroluminescent compound according to claim 29, wherein the compound represented by Formula 31 is selected from the following compounds:wherein Dnmeans thatnnumber of hydrogens is replaced with deuterium, whereinnis an integer from 1 to the maximum number of hydrogens in the compound.31.An organic electroluminescent compound represented by the following Formula 1-5:wherein in Formula 1-5,R1to R5and R7to R16each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C3-C30)cycloalkenyl, a substituted or unsubstituted (3- to 7-membered)heterocycloalkyl, 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, or a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring and a (C6-C30)aromatic ring;L represents a single bond;Ar represents a substituted or unsubstituted phenanthrenyl; andhydrogen in the above formula can be replaced by deuterium.32.The organic electroluminescent compound according to claim 31, wherein the compound represented by Formula 1-5 is selected from the following compounds:

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