Anthracene derivative and organic electroluminescent element using the same

Patent metadata

Field	Value
Publication number	US-9373792-B2
Application number	US-201514817765-A
Country	US
Kind code	B2
Filing date	Aug 4, 2015
Priority date	May 29, 2009
Publication date	Jun 21, 2016
Grant date	Jun 21, 2016

Abstract

An anthracene derivative represented by the following formula (1):
In the formula (1), Z is a structure represented by the following formula (2). In the formula (2), at least one pair of adjacent two substituents of R 11 to R 18 form a ring represented by the following formula (3) or (4):

First claim

The invention claimed is:

1. An anthracene derivative represented by the following formula (1):

wherein in the formula (1), at least one of R 1 to R 10 is used for bonding to L 1 , the one used for bonding to L 1 is a single bond, R 1 to R 10 which are not used for bonding to L 1 are independently a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 20 ring carbon atoms, a substituted or unsubstituted arylthio group having 6 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms;
L 1 is a single bond or a linkage group;
a, b and c are independently an integer of 1 to 4; and
Z is a structure represented by the following formula (2):

wherein in the formula (2), R 11 to R 18 are independently a hydrogen atom or a substituent and X 1 is an oxygen atom or a sulfur atom; and
at least one pair of adjacent two substituents of R 11 to R 18 form a ring represented by the following formula (3) or (4):

wherein in the formulas (3) and (4), R 21 to R 24 and R 31 to R 34 are independently a hydrogen atom or a substituent and X 2 is an oxygen atom or a sulfur atom;
any one of R 11 to R 18 which do not form a ring, R 21 to R 24 and R 31 to R 34 is used for bonding to L 1 , and the ones used for bonding to L 1 are a single bond.

2. The anthracene derivative according to claim 1 , wherein Z is represented by any of the following formulas (5) to (7):

wherein in the formulas (5) to (7), R 101 to R 110 , R 111 to R 120 and R 121 to R 130 are independently a hydrogen atom or a substituent; any one of R 101 to R 110 , any one of R 111 to R 120 , and any one of R 121 to R 130 are used for bonding to L 1 , the ones used for bonding to L 1 are a single bond; and
X 1 and X 2 are independently an oxygen atom or a sulfur atom.

3. The anthracene derivative according to claim 1 , wherein Z is represented by any of the following formulas (8) to (10):

wherein in the formulas (8) to (10), R 201 to R 210 , R 211 to R 220 and R 221 to R 230 are independently a hydrogen atom or a substituent; any one of R 201 to R 210 , any one of R 211 to R 220 and any one of R 221 to R 230 are used for bonding to L 1 ; and the ones used for bonding to L 1 are a single bond; and
X 1 is an oxygen atom or a sulfur atom.

4. The anthracene derivative according to claim 1 , wherein b is 1 in the formula (1).

5. The anthracene derivative according to claim 1 , wherein a is 1 or 2 in the formula (1).

6. The anthracene derivative according to claim 1 , wherein L 1 is bonded to R 5 and/or R 10 .

7. The anthracene derivative according to claim 1 , wherein L 1 is bonded to any of R 1 to R 4 .

8. The anthracene derivative according to claim 7 , wherein L 1 is bonded to R 2 .

9. The anthracene derivative according to claim 7 , wherein R 5 is a group selected from a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

10. The anthracene derivative according to claim 7 , wherein R 5 and/or R 10 is a group selected from a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

11. The anthracene derivative according to claim 10 , wherein R 5 has a structure represented by the following formula (11):

wherein in the formula (11), Ar 1 is a group selected from a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms; Ra is independently a hydrogen atom or a substituent; and d is an integer of 1 to 4.

12. The anthracene derivative according to claim 10 , wherein R 5 is a substituted or unsubstituted fused aromatic ring having 10 to 30 ring carbon atoms.

13. The anthracene derivative according to claim 1 , wherein X 1 and X 2 are oxygen atoms.

14. The anthracene derivative according to claim 1 , wherein L 1 is a single bond.

15. The anthracene derivative according to claim 1 , wherein L 1 is a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms.

16. The anthracene derivative according to claim 1 , which is a material for an organic electroluminescence device.

17. The anthracene derivative according to claim 1 , which is an emitting material for an organic electroluminescence device.

18. An organic electroluminescence device which comprises between an anode and a cathode one or more organic thin film layers comprising an emitting layer, wherein at least one layer of the organic thin film layers comprises the anthracene derivative according to claim 1 singly or as a mixture component.

19. The organic electroluminescence device according to claim 18 , wherein the emitting layer comprises the anthracene derivative.

20. The organic electroluminescence device according to claim 19 , wherein the anthracene derivative is a host material.

21. The organic electroluminescence device according to claim 19 , wherein the emitting layer further comprises a dopant material.

22. The organic electroluminescence device according to claim 21 , wherein the dopant material is an arylamine compound.

23. The organic electroluminescence device according to claim 21 , wherein the dopant material is a styrylamine compound.

24. The organic electroluminescence device according to claim 22 , wherein the dopant material is a fused polycyclic amine derivative represented by the following formula (12):

wherein in the formula (12), Y is a substituted or unsubstituted fused aryl group having 10 to 50 ring carbon atoms; Ar 101 and Ar 102 are independently an aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms; and n is an integer of 1 to 4.

25. The organic electroluminescence device according to claim 24 , wherein the dopant material is a fused polycyclic amine derivative which is represented by the following formula (13):

wherein in the formula (13), R e is independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alk

Assignees

• Idemitsu Kosan Co

Inventors

• Kawamura Masahiro
• Hosokawa Chishio
• Numata Masaki

Classifications

• C07D307/79 Primary

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring · CPC title

• H01L51/006

  Electricity · mapped topic

• H01L51/0074

  Electricity · mapped topic

• H01L51/0058

  Electricity · mapped topic

• C07D493/04

  Ortho-condensed systems · CPC title