IP Library Granted Patent US 10,672,989
Granted Patent B2
US 10,672,989 · App. 16/201,984 · Granted Jun 2, 2020

Organic electroluminescence device and novel compound

Inventors: Ryota Takahashi (Sodegaura, JP); Hidetsugu Ikeda (Sodegaura, JP); Keita Seda (Sodegaura, JP); Yuki Nakano (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H01L51/0061C07D487/22C09K11/06C09K2211/1007C09K2211/1018H01L51/001H01L51/0072H01L51/5012H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5206H01L51/5221H01L51/56H01L2251/301H01L2251/308H01L2251/558
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Quick Facts
Patent No.
US 10,672,989
App. No.
16/201,984
Granted
Jun 2, 2020
Kind
B2
Abstract

Disclosed is a compound useful as a material for an organic electroluminescence device with high luminous efficiency. A compound is represented by the following formula (1) or (2):

Claims (58)

1. A compound represented by the following formula (1) or (2):

wherein in the formulas (1) and (2),

one or more pairs of adjacent two or more of R 1 to R 7 and R 10 to R 16 may form a substituted or unsubstituted, saturated or unsaturated ring;

R 17 , and R 1 to R 7 and R 10 to R 16 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 20 ring atoms;

two R 17 s may be the same or different; and

Ar 1 to Ar 4 are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms.

2. A compound according to claim 1 , which is represented by the following formula (1-1) or (2-1):

wherein in the formulas (1-1) and (2-1),

R 5 to R 7 , R 14 to R 17 and Ar 1 to Ar 4 are as defined in the formulas (1) and (2).

3. A compound according to claim 1 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group.

4. A compound according to claim 1 , wherein two R 17 are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms.

5. A compound according to claim 1 , wherein two R 17 s are independently a substituted or unsubstituted phenyl group.

6. A compound according to claim 1 , wherein two R 17 s are hydrogen atoms.

7. A compound according to claim 1 , wherein R 5 to R 7 and R 14 to R 16 are hydrogen atoms.

8. A compound according to claim 1 , wherein a substituent in the “substituted or unsubstituted” is selected from the group consisting of an alkyl group including 1 to 20 carbon atoms, an aryl group including 6 to 20 ring carbon atoms, and a monovalent heterocyclic group including 5 to 20 ring atoms.

9. A compound according to claim 1 , wherein a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 5 carbon atoms.

10. A compound according to claim 2 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group; and

two R 17 s are hydrogen atoms.

11. A compound according to claim 2 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group;

two R 17 s are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms;

R 5 to R 7 and R 14 to R 16 are hydrogen atoms; and

a substituent in the “substituted or unsubstituted” is selected from the group consisting of an alkyl group including 1 to 20 carbon atoms, an aryl group including 6 to 20 ring carbon atoms, and a monovalent heterocyclic group including 5 to 20 ring atoms.

12. A compound according to claim 2 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group;

two R 17 s are independently a substituted or unsubstituted phenyl group;

R 5 to R 7 and R 14 to R 16 are hydrogen atoms; and

a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 5 carbon atoms.

13. An organic electroluminescence device comprising:

a cathode,

an anode, and

at least one organic layer disposed between the cathode and the anode, wherein

at least one layer of the at least one organic layer comprises a compound represented by the following formula (1) or (2):

wherein in the formulas (1) and (2),

one or more pairs of adjacent two or more of R 1 to R 7 and R 10 to R 16 may form a substituted or unsubstituted, saturated or unsaturated ring;

R 17 , and R 1 to R 7 and R 10 to R 16 that do not form the substituted or unsubstituted, saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms or a substituted or unsubstituted monovalent heterocyclic group including 5 to 20 ring atoms;

two R 17 s may be the same or different; and

Ar 1 to Ar 4 are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms.

14. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (1) or (2) is represented by the following formula (1-1) or (2-1):

wherein in the formulas (1-1) and (2-1),

R 5 to R 7 , R 14 to R 17 and Ar 1 to Ar 4 are as defined in the formulas (1) and (2).

15. The organic electroluminescence device according to claim 13 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group.

16. The organic electroluminescence device according to claim 13 , wherein two R 17 s are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms.

17. The organic electroluminescence device according to claim 13 , wherein two R 17 s are independently a substituted or unsubstituted phenyl group.

18. The organic electroluminescence device according to claim 13 , wherein two R 17 s are hydrogen atoms.

19. The organic electroluminescence device according to claim 13 , wherein R 5 to R 7 and R 14 to R 16 are hydrogen atoms.

20. The organic electroluminescence device according to claim 13 , wherein a substituent in the “substituted or unsubstituted” is selected from the group consisting of an alkyl group including 1 to 20 carbon atoms, an aryl group including 6 to 20 ring carbon atoms, and a monovalent heterocyclic group including 5 to 20 ring atoms.

21. The organic electroluminescence device according to claim 13 , wherein a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 5 carbon atoms.

22. The organic electroluminescence device according to claim 14 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group; and

two R 17 s are hydrogen atoms.

23. The organic electroluminescence device according to claim 14 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group;

two R 17 s are independently a substituted or unsubstituted aryl group including 6 to 20 ring carbon atoms;

R 5 to R 7 and R 14 to R 16 are hydrogen atoms; and

a substituent in the “substituted or unsubstituted” is selected from the group consisting of an alkyl group including 1 to 20 carbon atoms, an aryl group including 6 to 20 ring carbon atoms, and a monovalent heterocyclic group including 5 to 20 ring atoms.

24. The organic electroluminescence device according to claim 14 , wherein Ar 1 to Ar 4 are independently a substituted or unsubstituted phenyl group;

two R 17 s are independently a substituted or unsubstituted phenyl group;

R 5 to R 7 and R 14 to R 16 are hydrogen atoms; and

a substituent in the “substituted or unsubstituted” is an alkyl group including 1 to 5 carbon atoms.

25. The organic electroluminescence device according to claim 13 , wherein the at least one layer of the at least one organic layer is an emitting layer.

26. An electronic apparatus provided with the organic electroluminescence device according to claim 13 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2018
From: TAKAHASHI, RYOTA; IKEDA, HIDETSUGU; SEDA, KEITA; NAKANO, YUKI
To: IDEMITSU KOSAN CO., LTD.
Reel/Frame 047872/0041 →
Priority Claims (2)
JP 2017-234331 · Dec 6, 2017 · national
JP 2018-114580 · Jun 15, 2018 · national
Continuity (1)
Related Publication 20190221747A1 · Jul 18, 2019
Cited By (3)
US 12,338,234 US 12,550,610 US 12,735,633