IP Library Granted Patent US 9,466,800
Granted Patent B2
US 9,466,800 · App. 14/850,357 · Granted Oct 11, 2016

Aromatic amine derivative, and organic electroluminescent element comprising the same

Inventors: Yumiko Mizuki (Sodegaura, JP); Masakazu Funahashi (Sodegaura, JP); Masahiro Kawamura (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H01L51/0061C07D307/91C07D333/76C07F7/0812C07F7/0818C09K11/06H01L51/006H01L51/0054H01L51/0065H01L51/0068H01L51/0094H05B33/18H05B33/20C09K2211/1088C09K2211/1092H01L51/0052H01L51/0058H01L51/0067H01L51/0073H01L51/0074H01L51/5012
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Quick Facts
Patent No.
US 9,466,800
App. No.
14/850,357
Granted
Oct 11, 2016
Kind
B2
Abstract

An aromatic amine derivative represented by the following formula (1) wherein at least one of Ar 1 to Ar 4 is a heterocyclic group represented by the following formula (2) wherein X 1 is an oxygen atom or a sulfur atom.

Claims (28)

1. An organic electroluminescence device comprising one or more organic thin film layers comprising an emitting layer between an anode and a cathode,

wherein at least one layer of the organic thin film layers comprises:

an aromatic amine derivative represented by the following formula (A1):

wherein R 101 to R 108 are independently a hydrogen atom, and

Ar 101 to Ar 104 are independently a group selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenylyl, substituted or unsubstituted terphenyl, 2-fluorenyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 2-dibenzothiophenyl, pyridinyl and quinolyl,

provided that at least one of Ar 101 to Ar 104 is a heterocyclic group represented by the following formula (A2):

wherein R 111 to R 117 are independently a hydrogen atom, or a group selected from the group consisting of methyl, t-butyl, trimethylsilyl and phenyl,

adjacent substituents of R 111 to R 117 may be bonded to each other to form a saturated or unsaturated ring, and

X 101 is an oxygen atom or a sulfur atom; and

an anthracene derivative represented by the following formula (5):

wherein Ar 11 and Ar 12 are independently a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted fused ring group having 8 to 50 ring atoms, or a group formed by combination of the monocyclic group and the fused ring group and

R 101 to R 108 are independently a group selected from a hydrogen atom, a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted fused ring group having 8 to 50 ring atoms, a group formed by combination of the monocyclic group and the fused ring group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, a substituted or unsubstituted silyl group, a halogen atom and a cyano group.

2. The organic electroluminescence device according to claim 1 wherein in formula (5), Ar 11 and Ar 12 are independently a substituted or unsubstituted fused ring group having 10 to 50 ring carbon atoms.

3. The organic electroluminescence device according to claim 1 wherein in formula (5), one of Ar 11 and Ar 12 is a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms, and the other is a substituted or unsubstituted fused ring group having 10 to 50 ring atoms.

4. The organic electroluminescence device according to claim 3 wherein in formula (5), Ar 12 is a naphthyl group, a phenanthryl group, a benzanthryl group or a dibenzofuranyl group, and Ar 11 is a phenyl group which is unsubstituted or substituted by a monocyclic group or fused ring group.

5. The organic electroluminescence device according to claim 3 wherein in formula (5), Ar 12 is a substituted or unsubstituted fused ring group having 8 to 50 ring atoms, and Ar 11 is an unsubstituted phenyl group.

6. The organic electroluminescence device according to claim 1 wherein in formula (5), Ar 11 and Ar 12 are independently a substituted or unsubstituted monocyclic group having 5 to 50 ring atoms.

7. The organic electroluminescence device according to claim 6 wherein in formula (5), Ar 11 and Ar 12 are independently a substituted or unsubstituted phenyl group.

8. The organic electroluminescence device according to claim 7 wherein in formula (5), Ar 11 is an unsubstituted phenyl group and Ar 12 is a phenyl group having a monocyclic group or a fused ring group as a substituent.

9. The organic electroluminescence device according to claim 7 wherein in formula (5), Ar 11 and Ar 12 are independently a phenyl group having a monocyclic group or a fused ring group as a substituent.

10. The organic electroluminescence device according to claim 1 , wherein

the substituents for any substituted groups in the formula (A1) are independently selected from the group consisting of methyl, ethyl, isopropyl, 2,2-dimethylpropyl, t-butyl, trimethylsilyl, methoxy, phenyl, 2-phenylpropane-2-yl, cyclopentyl, cyclohexyl, fluorine, trifluoromethyl and cyano.

11. An electronic equipment comprising the organic electroluminescence device according to claim 1 .

12. The organic electroluminescence device according to claim 1 , wherein Ar 11 and Ar 12 are independently a phenyl group or naphthyl group which is unsubstituted or substituted by a phenyl group or naphthyl group.

13. The organic electroluminescence device according to claim 12 , wherein Ar 11 is a phenyl group which is unsubstituted or substituted by a phenyl group or a naphthyl group, and Ar 12 is a naphthyl group which is unsubstituted or substituted by a phenyl group or naphthyl group.

14. The organic electroluminescence device according to claim 13 , wherein Ar 12 is a naphthyl group substituted by a phenyl group.

15. The organic electroluminescence device according to claim 1 , wherein Ar 11 and Ar 12 are independently a naphthyl group which is unsubstituted or substituted by a phenyl group or naphthyl group.

16. The organic electroluminescence device according to claim 1 , wherein Ar 101 to Ar 104 are independently a group selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a 2-dibenzofuranyl group, a 3-dibenzofuranyl group, and a 4-dibenzofuranyl group.

Priority Claims (2)
JP 2009-105963 · Apr 24, 2009 · national
JP 2009-195976 · Aug 26, 2009 · national
Continuity (3)
Continuation 13773203 · Feb 21, 2013
Continuation 13138750
Related Publication 20160005976A1 · Jan 7, 2016