IP Library › Granted Patent US 10,158,084
Granted Patent B2
US 10,158,084 · App. 15/635,561 · Granted Dec 18, 2018

Aromatic amine derivative and electroluminescence device using the same

Inventors: Nobuhiro Yabunouchi (Chiba, JP); Tetsuya Inoue (Chiba, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H01L51/0061C07D307/91C07D333/76C09B57/00C09B57/008C09K11/06H01L51/006H01L51/0054H01L51/0073H01L51/0074H05B33/14C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1088C09K2211/1092H01L51/0052H01L51/0058H01L51/0081H01L51/5012H01L51/5024H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/56
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Quick Facts
Patent No.
US 10,158,084
App. No.
15/635,561
Granted
Dec 18, 2018
Kind
B2
Abstract

Provided are a novel aromatic amine derivative having a specific structure and an organic electroluminescence device in which an organic thin layer comprising a single layer or plural layers including a light emitting layer is interposed between a cathode and an anode, wherein at leas one layer of the above organic thin layer contains the aromatic amine derivative described above in form of a single component or a mixed component. Thus, the organic electroluminescence device is less liable to be crystallized in molecules, improved in a yield in producing the organic electroluminescence device and extended in a lifetime.

Claims (60)

1. An organic electroluminescence device, comprising an organic thin layer comprising a single layer or plural layers including at least a light emitting layer interposed between a cathode and an anode,

wherein at least one layer of the organic thin layer comprises an aromatic amine derivative represented by the following formula (5) in the form of a single component or a mixed component,

wherein at least one of Ar 7 to Ar 9 is represented by the following formula (3):

wherein

R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms, a substituted or non-substituted alkyl group having 1 to 50 carbon atoms, a substituted or non-substituted alkoxy group having 1 to 50 carbon atoms, a substituted or non-substituted aralkyl group having 6 to 50 carbon atoms, a substituted or non-substituted aryloxy group having 5 to 50 ring carbon atoms, a substituted or non-substituted arylthio group having 5 to 50 ring carbon atoms, a substituted or non-substituted alkoxycarbonyl group having 2 to 50 carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group;

X is a sulfur atom or an oxygen atom;

f and h each are an integer of 0 to 4;

g is an integer of 0 to 3; and

i is an integer of 1 to 3;

in formula (5), among Ar 7 to Ar 9 , the groups which are not represented by formula (3) each are independently a substituted or non-substituted aryl group having 10 to 50 ring carbon atoms.

2. The organic electroluminescence device of claim 1 ,

wherein R 4 is a hydrogen atom or a non-substituted aryl group having 5 to 50 ring carbon atoms.

3. The organic electroluminescence device of claim 1 ,

wherein R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms.

4. The organic electroluminescence device of claim 1 ,

wherein X is an oxygen atom.

5. The organic electroluminescence device of claim 1 ,

wherein R 4 to R 6 each are independently phenyl, naphthyl, biphenyl, anthranyl, phenanthryl, pyrenyl, chrysenyl, fluoranthenyl or fluorenyl.

6. The organic electroluminescence device of claim 1 ,

wherein R 4 to R 6 each are independently phenyl, naphthyl or biphenyl.

7. The organic electroluminescence device of claim 1 ,

wherein R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms; and

X is an oxygen atom.

8. The organic electroluminescence device of claim 1 ,

wherein R 4 to R 6 each are independently a hydrogen atom, phenyl, naphthyl or biphenyl; and

X is an oxygen atom.

9. The organic electroluminescence device of claim 1 ,

wherein the organic thin layer comprises a hole injecting layer or a hole transporting layer;

the hole injecting layer or the hole transporting layer is interposed between the anode and the light emitting layer; and

the hole injecting layer or the hole transporting layer comprises the aromatic amine derivative.

10. The organic electroluminescence device of claim 9 ,

wherein the hole transporting layer comprises the aromatic amine derivative.

11. The organic electroluminescence device of claim 9 ,

wherein the hole injecting layer comprises the aromatic amine derivative.

12. The organic electroluminescence device of claim 9 ,

wherein R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms.

13. The organic electroluminescence device of claim 9 ,

wherein R 4 to R 6 each are independently a hydrogen atom, phenyl, naphthyl or biphenyl.

14. The organic electroluminescence device of claim 9 ,

wherein R 4 to R 6 each are independently a hydrogen atom, phenyl, naphthyl or biphenyl; and

X is an oxygen atom.

15. An aromatic amine derivative represented by the following formula (5):

wherein at least one of Ar 7 to Ar 9 is represented by the following formula (3):

wherein

R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms, a substituted or non-substituted alkyl group having 1 to 50 carbon atoms, a substituted or non-substituted alkoxy group having 1 to 50 carbon atoms, a substituted or non-substituted aralkyl group having 6 to 50 carbon atoms, a substituted or non-substituted aryloxy group having 5 to 50 ring carbon atoms, a substituted or non-substituted arylthio group having 5 to 50 ring carbon atoms, a substituted or non-substituted alkoxycarbonyl group having 2 to 50 carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group;

X is a sulfur atom or an oxygen atom;

f and h each are an integer of 0 to 4;

g is an integer of 0 to 3; and

i is an integer of 1 to 3;

in formula (5), among Ar 7 to Ar 9 , the groups which are not represented by formula (3) each are independently a substituted or non-substituted aryl group having 10 to 50 ring carbon atoms.

16. The aromatic amine derivative of claim 15 ,

wherein R 4 is a hydrogen atom or a non-substituted aryl group having 5 to 50 ring carbon atoms.

17. The aromatic amine derivative of claim 15 ,

wherein R 4 to R 6 each are independently a hydrogen atom, a non-substituted aryl group having 5 to 50 ring carbon atoms.

18. The aromatic amine derivative of claim 15 ,

wherein X is an oxygen atom.

19. The aromatic amine derivative of claim 15 ,

wherein R 4 to R 6 each are independently phenyl, naphthyl, biphenyl, anthranyl, phenanthryl, pyrenyl, chrysenyl, fluoranthenyl or fluorenyl.

20. The aromatic amine derivative of claim 15 ,

wherein R 4 to R 6 each are independently phenyl, naphthyl or biphenyl.

Priority Claims (1)
JP 2006-121672 · Apr 26, 2006 · national
Continuity (6)
Continuation 15234211 · Aug 11, 2016
Continuation 14838414 · Aug 28, 2015
Continuation 14093892 · Dec 2, 2013
Continuation 13360513 · Jan 27, 2012
Continuation In Part 11696514 · Apr 4, 2007
Related Publication 20170294588A1 · Oct 12, 2017