IP Library Granted Patent US 12,096,687
Granted Patent B2
US 12,096,687 · App. 17/347,249 · Granted Sep 17, 2024

Plurality of light-emitting materials, organic electroluminescent compound, and organic electroluminescent device comprising the same

Inventors: Yoo-Jin Doh (Gyeonggi-do, KR); Chi-Sik Kim (Gyeonggi-do, KR); Soo-Yong Lee (Gyeonggi-do, KR); Seung-Hoon Yoo (Gyeonggi-do, KR); Viacheslav V Diev (Wilmington, DE); Charles D McLaren (Landenberg, PA); Yunlong Zou (Newark, DE); Mi-Ran Seo (Gyeonggi-do, KR); Denis Yurievich Kondakov (Wilmington, DE)
Assignee: Rohm and Haas Electronic Materials Korea Ltd.
H10K85/6574C07D307/77C09K11/06H10K85/615C09K2211/1018H10K50/11
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Quick Facts
Patent No.
US 12,096,687
App. No.
17/347,249
Granted
Sep 17, 2024
Kind
B2
Abstract

The present disclosure relates to a plurality of light-emitting materials, an organic electroluminescent compound, and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound or a specific combination of compounds according to the present disclosure as a host material and/or a dopant material, it is possible to provide an organic electroluminescent device having improved driving voltage, luminous efficiency and/or lifetime properties compared to conventional organic electroluminescent devices.

Claims (13)

1. An organic electroluminescent compound represented by the following formula 11:

wherein,

T represents O, S, or CR 9 R 10 ;

ring A and ring B, each independently, represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;

R 1 to R 10 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s), or -L 3 -N(Ar 11 )(Ar 12 );

L 1 and L 2 each independently, represent a single bond, a phenylene unsubstituted or substituted with at least one of deuterium and a phenyl, a naphthylene unsubstituted or substituted with deuterium, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

L 3 , each independently, represent a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;

Ar 1 represents a deuterium substituted or unsubstituted (C6-C30)aryl, or a deuterium substituted or unsubstituted (3- to 30-membered)heteroaryl;

Ar 2 , Ar 11 , and Ar 12 , each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted fused ring group of a (C3-C30) aliphatic ring(s) and a (C6-C30) aromatic ring(s), a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or a substituted or unsubstituted tri(C6-C30)arylsilyl; and

t represents an integer of 1 or 2, in which if t is 2, each of Ar 2 may be the same or different;

with the proviso that if both ring A and ring B represent a C6 aryl and L 2 represents a single bond, at least one of L 1 , Ar 1 , Ar 2 , R 1 to R 10 , ring A, and ring B comprises at least one deuterium.

2. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 11 is at least one selected from the group consisting of the following compounds:

wherein, D n represents that n hydrogens are replaced with deuterium; and n represents an integer of 1 to 50.

Assignments (7)
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE CORRECT APPLICATION NUMBER FOR THIS ASSIGNMENT IS 17347249 PREVIOUSLY RECORDED AT REEL: 67609 FRAME: 924. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 5, 2024
From: MCLAREN, CHARLES D; ZOU, YUNLONG; KONDAKOV, DENIS YURIEVICH; DIEV, VIACHESLAV V
To: DUPONT ELECTRONICS, INC.
Reel/Frame 067698/0444 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2024
From: MCLAREN, CHARLES D; ZOU, YUNLONG; KONDAKOV, DENIS YURIEVICH; DIEV, VIACHESLAV V
To: DUPONT ELECTRONICS, INC.
Reel/Frame 067629/0010 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 4, 2024
From: DOH, YOO-JIN; KIM, CHI-SIK; LEE, SOO-YONG; YOO, SEUNG-HOON; SEO, MI-RAN
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 067609/0785 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 4, 2024
From: MCLAREN, CHARLES D; ZOU, YUNLONG; KONDAKOV, DENIS YURIEVICH; DIEV, VIACHESLAV V
To: DUPONT ELECTRONICS, INC.
Reel/Frame 067609/0924 →