IP Library Granted Patent US 10,763,441
Granted Patent B2
US 10,763,441 · App. 16/593,775 · Granted Sep 1, 2020

Organic electroluminescence device and electronic apparatus provided with the same

Inventors: Yuki Nakano (Sodegaura, JP); Taro Yamaki (Sodegaura, JP); Satomi Tasaki (Sodegaura, JP); Tomoki Kato (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H01L51/0071H01L51/008H01L51/0052H01L51/0059H01L51/5056H01L51/5072H01L51/5092H01L51/5206
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Quick Facts
Patent No.
US 10,763,441
App. No.
16/593,775
Granted
Sep 1, 2020
Kind
B2
Abstract

An organic electroluminescence device including a cathode, an anode, and an emitting layer disposed between the cathode and the anode, wherein the emitting layer includes a compound represented by the following formula (1) and one or more compounds selected from the group consisting of compounds represented by formulas (11), (21), (31), (41), (51), (61), (71) and (81). In the formula (1), at least one of R 1 to R 8 is a deuterium atom, and Ar 2 is a monovalent group represented by following formula (2), (3) or (4).

Claims (33)

1. An organic electroluminescence device comprising:

a cathode,

an anode, and

an emitting layer disposed between the cathode and the anode, wherein

the emitting layer comprises a compound represented by the following formula (1A) and a compound represented by the following formula (43D):

wherein in the formula (1A),

R 1A to R 8A are independently a hydrogen atom, and at least one of R 1A to R 8A is a deuterium atom;

L 1A and L 2A are independently a single bond, an unsubstituted phenylene group, or an unsubstituted naphthylene group;

Ar 1A is a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group, and the substituent for Ar 1A is a phenyl group;

Ar 2 A is a monovalent group represented by the following formula (2A), (3A) or (4A):

wherein in the formulas (2A) to (4A),

any one of R 13A to R 14A is a single bond that binds to L 2A ; and R 11A , R 12A , R 15A to R 20A , as well as R 13A to R 14A that are not a single bond bonding to L 2A are independently a hydrogen atom or an unsubstituted aryl group including 6 to 50 ring carbon atoms;

wherein in the formula (43D),

R 4611 is a hydrogen atom, an unsubstituted alkyl group including 1 to 6 carbon atoms, an unsubstituted cycloalkyl group including 3 to 10 ring carbon atoms, —Si(R 911 )(R 912 )(R 913 ), or —N(R 914 )(R 915 );

R 4612 to R 4615 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms, an unsubstituted cycloalkyl group including 3 to 10 ring carbon atoms, or —Si(R 911 )(R 912 )(R 913 );

R 911 to R 913 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms or an unsubstituted aryl group including 6 to 18 ring carbon atoms; and

R 914 to R 915 are independently an unsubstituted aryl group including 6 to 18 ring carbon atoms.

2. The organic electroluminescence device according to claim 1 , wherein in the formula (1A), at least two of R 1A to R 8A are deuterium atoms.

3. The organic electroluminescence device according to claim 1 , wherein in the formula (1A), R 1A to R 8A are all deuterium atoms.

4. The organic electroluminescence device according to claim 1 , wherein in the formula (1A), at least one hydrogen atom contained in Ar 1A is a deuterium atom.

5. The organic electroluminescence device according to claim 1 , wherein in the formula (1A), R 11A , R 12A , R 15A to R 20A , as well as R 13A to R 14A that are not a single bond bonding to L 2A are hydrogen atoms.

6. The organic electroluminescence device according to claim 1 , wherein in the formula (1A), at least one of R 11A , R 12A , R 15A to R 20A , as well as R 13A to R 14A that are not a single bond bonding to L 2A is a deuterium atoms.

7. The organic electroluminescence device according to claim 1 , wherein in the emitting layer, based on the total of the compound represented by the formula (1A) and the compound having the same structure as the compound represented by the formula (1A) except that the compound represented by the formula (1A) contains only protium atoms as hydrogen atoms, the content ratio of the latter is 99 mol % or less.

8. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), R 4611 is a hydrogen atom, an unsubstituted alkyl group including 1 to 6 carbon atoms, or —N(R 914 )(R 915 ).

9. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), R 4612 to R 4615 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms, or an unsubstituted cycloalkyl group including 3 to 10 ring carbon atoms.

10. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), R 4611 is —N(R 914 )(R 915 ), and R 4612 to R 4615 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms.

11. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), R 4611 is an unsubstituted alkyl group including 1 to 6 carbon atoms, and R 4612 to R 4615 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms.

12. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), R 4611 is a hydrogen atom, and R 4612 to R 4615 are independently an unsubstituted alkyl group including 1 to 6 carbon atoms, or an unsubstituted cycloalkyl group including 3 to 10 ring carbon atoms.

13. The organic electroluminescence device according to claim 1 , wherein in the formula (43D), at least one of the hydrogen atoms included in one or more selected from the group consisting of R 914 and R 915 is a deuterium atom.

14. The organic electroluminescence device according to claim 1 , wherein the compound represented by the formula (1A) is one or more selected from the group consisting of the compound represented by the formulas BH-1 to BH-3, BH-5 to BH-13 and BH-15 to BH-17, and the compound represented by the formula (43D) is one or more selected from the group consisting of the compound represented by the formulas BD-9, BD-10, BD-11 and BD-12.

15. The organic electroluminescence device according to claim 1 , which further comprises a hole-transporting layer between the anode and the emitting layer.

16. The organic electroluminescence device according to claim 1 , which further comprises an electron-transporting layer between the cathode and the emitting layer.

17. An electronic apparatus wherein the organic electroluminescence device according to claim 1 is provided.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 16, 2019
From: NAKANO, YUKI; YAMAKI, TARO; TASAKI, SATOMI; KATO, TOMOKI
To: IDEMITSU KOSAN CO., LTD.
Reel/Frame 050730/0956 →
Priority Claims (2)
JP 2018-191297 · Oct 9, 2018 · national
JP 2019-101674 · May 30, 2019 · national
Continuity (1)
Related Publication 20200111968A1 · Apr 9, 2020
Cited By (4)
US 12,284,916 US 12,446,466 US 12,615,959 US 12,707,891