Polycyclic aromatic compounds, materials for organic devices, organic electroluminescent devices, display devices and lighting devices

Abstract

To provide a novel compound as a material for an organic device such as an organic electroluminescent element.SOLUTION: The present invention relates to a polycyclic aromatic compound represented by the following formula.SELECTED DRAWING: None

Claims

1. A polycyclic aromatic compound represented by the following formula (2); 【Chemistry 1】 In formula (2), X 1 , X 2 , X 3 and X 4 These are, independently, >O, >N-R, or >S, The R in >N-R is independently an aryl group having 6 to 10 carbon atoms (which may be substituted with alkyl, cyano, or halogen groups having 1 to 6 carbon atoms), and the R in >N-R is -O-, -S-, -C(-R) ２ -, or may be bonded to the a, b, c and / or d rings by a single bond, -C(-R) ２ The R in - is hydrogen or an alkyl group having 1 to 6 carbon atoms. R 1 、 R 2 、 R 3 、 R 4 、 R 8 、 and R 9 are all hydrogen, R 5 , R 6 , R 7 , R 10 , R 11 and R 12 Each of these is independently a C6-C10 aryl, which may be substituted with hydrogen, cyano, or halogen; a C3-C12 cycloalkyl, which may be substituted with cyano, or halogen; or a C1-C6 alkyl, which may be substituted with cyano, or halogen. Z 1 and Z 2 Each of these groups is independently one of the following groups, where aryl is always phenyl, biphenylyl, or terphenylyl; heteroaryl is always a heteroaryl having 2 to 15 carbon atoms; alkyl is always an alkyl having 1 to 6 carbon atoms; and cycloalkyl is always a cycloalkyl having 3 to 10 carbon atoms: Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted aryl; Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted heteroaryl; Diarylaminos that may be substituted with aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen; Diheteroarylaminos which may be substituted with aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen; Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted arylheteroarylaminos; Aryl, heteroaryl, alkyl-substituted silyl, cyano, or halogen-substituted alkyl; Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted cycloalkyl; Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted aryloxy; aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or possibly halogen-substituted heteroaryloxy; Aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted arylthio; aryl, heteroaryl, alkyl, alkyl-substituted silyl, cyano, or halogen-substituted heteroarylthio; Cyano; or halogen, At least one hydrogen atom in the compound represented by formula (2) may be substituted with deuterium. However, the following compounds are excluded. 【Chemistry 2】

2. X 1 , X 2 , X 3 and X 4 The polycyclic aromatic compound according to claim 1, wherein at least one of the elements is >N-R.

3. R 5 , R 6 , R 7 , R 10 , R 11 and R 12 The polycyclic aromatic compound according to claim 1 or 2, wherein each of the atoms is an alkyl group having 1 to 6 carbon atoms, which may be independently substituted with hydrogen, cyano, or halogen.

4. A polycyclic aromatic compound according to claim 1, represented by formula (1-307), formula (1-313), formula (1-321), or formula (1-331); 【Transformation 3】 In the formula, Me represents methyl and tBu represents t-butyl.

5. A green light-emitting material containing a polycyclic aromatic compound according to any one of claims 1 to 4.

6. A material for organic devices containing a polycyclic aromatic compound according to any one of claims 1 to 4.

7. The organic device material according to claim 6, wherein the organic device material is a material for an organic electroluminescent device, a material for an organic field-effect transistor, or a material for an organic thin-film solar cell.

8. A light-emitting layer material for forming a light-emitting layer of an organic electroluminescent device, comprising a polycyclic aromatic compound according to any one of claims 1 to 4.

9. An organic electroluminescent element comprising a pair of electrodes consisting of an anode and a cathode, and a light-emitting layer disposed between the pair of electrodes and containing the light-emitting layer material described in claim 8.

10. The organic electroluminescent element according to claim 9, wherein the light-emitting layer further contains one or more compounds selected from the group consisting of a compound represented by the following formula (3), a compound represented by the following formula (4), and a compound represented by the following formula (5); 【Chemistry 4】 In formula (3), L 1 These are arylenes with 6 to 24 carbon atoms. In formula (4), L 2 and L 3 Each of these is independently an aryl group having 6 to 30 carbon atoms or a heteroaryl group having 2 to 30 carbon atoms. In formula (5), L 4 , L 5 and L 6 Each of these is independently an aryl group having 6 to 30 carbon atoms or a heteroaryl group having 2 to 30 carbon atoms. In each of the compounds represented by the above formulas, at least one hydrogen atom may be substituted with an alkyl, cyano, halogen, or deuterium atom having 1 to 6 carbon atoms.

11. A display device comprising an organic electroluminescent element according to claim 9 or 10.

12. A lighting device comprising an organic electroluminescent element according to claim 9 or 10.

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