Carbazole-based phosphine oxide compound, and organic electroluminescent device including the same

摘要

The present invention relates to a carbazole-based phosphine oxide compound, and an organic electroluminescent device including the same. According to the present invention, provided are a compound for an organic electroluminescent device which can improve the thermal stability and efficiency characteristics which are unstable and low, respectively, corresponding to problems of known compounds for organic electroluminescent devices, and particularly, can implement excellent efficiency characteristics in a pure blue phosphorescent device, by using the carbazole-based phosphine oxide compound of the compound for the organic electroluminescent device, and the organic electroluminescent device. According to one aspect of the present invention, the carbazole-based phosphine oxide compound of the compound for the organic electroluminescent device is provided, and the organic electroluminescent device containing the same which can implement thermal stability and high efficiency characteristics is also provided.

主权项

1. A compound for an organic electroluminescent device, selected from the group consisting of Chemical Formula 1, 2, 3, 4, 5, 6, 7, and 8, represented by Chemical Formula below: wherein Y1 represents an oxygen atom, a sulfur atom or a selenium atom, Ar1 and Ar2 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, Ar3 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, when one of R1 and R2 is a hydrogen atom, the other of either R1 or R2 is a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, or R1 and R2 are identical or different substituents and each represent a halogen atom, a cyano group, a nitro group, as bstituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar1, Ar2, Ar3, R1 or R2 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y2 and Y3 are identical or different substituents and each represent an oxygen atom, a sulfur atom or a selenium atom, Ar4 to Ar7 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, Ar8 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and when one of R3 and R4 is a hydrogen atom, the other of either R3 and R4 is a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, or R3 and R4 are identical or different substituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar4 to Ar8, R3 or R4 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y4 represents an oxygen atom, a sulfur atom or a selenium atom, Ar9 represents a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, Ar10 and Ar11 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R5 and R6 are independently a hydrogen atom, or R5 and R6 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar9 to Ar11, R5 or R6 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y5 and Y6 are identical or different substituents and each represent an oxygen atom, a sulfur atom or a selenium atom, Ar12 to Ar15 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R7 to R9 are independently a hydrogen atom, or R7 to R9 are identical or different sub substituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar12 to Ar15 and R7 to R9 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y7 and Y8 are identical or different substituents and each represent an oxygen atom, a sulfur atom or a selenium atom, Ar16 to Ar19 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R10 to R12 are independently a hydrogen atom, or R10 to R12 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar16 to Ar19 and R10 to R12 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y9 to Y11 are identical or different substituents and each represent an oxygen atom, a sulfur atom or a selenium atom, Ar20 to Ar25 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R13 to R15 are independently a hydrogen atom, or R13 to R15 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar20to Ar25 and R13 to R15 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y12 represents an oxygen atom, a sulfur atom or a selenium atom, Ar26 and Ar27 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R16 to R20 are independently a hydrogen atom, or R16 to R20 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar26, Ar27 and R16 to R20 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y12 represents an oxygen atom, a sulfur atom or a selenium atom, Ar26 and Ar27 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R16 to R20 are independently a hydrogen atom, or R16 to R20 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar26, Ar27 and R16 to R20 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons, Y13 and Y14 are identical or different substituents and each represent an oxygen atom, a sulfur atom or a selenium atom, Ar28 to Ar31 are identical or different substituents and each represent a substituted or unsubstituted aryl group having 6 to 50 ring carbons, or a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, and part or all of R21 to R25 are independently a hydrogen atom, or R21 to R25 are identical or different sub stituents and each represent a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbons, a substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbons, a substituted or unsubstituted cycloalkyl group having 3 to 50 carbons, a substituted or unsubstituted thio group having 1 to 50 carbons, or a substituted or unsubstituted silyl group having 1 to 50 carbons, wherein the substituted or unsubstituted aryl group having 6 to 50 ring carbons, the substituted or unsubstituted heteroaryl group having 5 to 50 ring atoms, or the substituted or unsubstituted cycloalkyl group having 3 to 50 carbons forms a saturated or unsaturated ring independently or with an adjacent group, wherein a suitable substituent on the Ar28 to Al31 and R21 to R25 is a halogen atom, a cyano group, a nitro group, an aryl group having 6 to 50 ring carbons, a heteroaryl group having 5 to 50 ring atoms, an alkyl group having 1 to 50 carbons, a cycloalkyl group having 3 to 50 carbons, a thio group having 1 to 50 carbons, or a silyl group having 1 to 50 carbons.