IP Library Granted Patent US 12,435,266
Granted Patent B2
US 12,435,266 · App. 16/919,291 · Granted Oct 7, 2025

Material for hole-transport layer, material for hole-injection layer, organic compound, light-emitting device, light-emitting apparatus, electronic device, and lighting device

Inventors: Takeyoshi Watabe (Kanagawa, JP); Tomohiro Kubota (Kanagawa, JP); Airi Ueda (Kanagawa, JP); Satoshi Seo (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Yuko Kubota (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
C09K11/06C07C211/61H10K85/633C07C2601/14C07C2601/20C07C2603/18C07C2603/97C09K2211/1007C09K2211/1011C09K2211/1014H10K50/15H10K50/17H10K85/615H10K85/626H10K2101/20H10K2101/25
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Quick Facts
Patent No.
US 12,435,266
App. No.
16/919,291
Granted
Oct 7, 2025
Kind
B2
Abstract

A material for a hole-transport layer includes a monoamine compound. The first aromatic group, the second aromatic group, and the third aromatic group are bonded to the nitrogen atom of the monoamine compound. The first and second aromatic groups each independently include 1 to 3 benzene rings. One or both of the first and second aromatic groups have one or more hydrocarbon groups each having 1 to 12 carbon atoms each forming a bond only by the sp 3 hybrid orbitals. The total number of the carbon atoms in the hydrocarbon group in the first or second aromatic group is 6 or more. The total number of the carbon atoms in all of the hydrocarbon groups in the first and second aromatic groups is 8 or more. The third aromatic group is a substituted or unsubstituted monocyclic condensed ring or a substituted or unsubstituted bicyclic or tricyclic condensed ring.

Claims (21)

1. An organic compound represented by a general formula (G2),

wherein:

n, m, p, and r each independently represent 1 or 2;

s, t, and u each independently represent an integer of 0 to 4;

n+p and m+r are each independently 2 or 3;

R 4 and R 5 each independently represent hydrogen or a hydrocarbon group having 1 to 3 carbon atoms;

R 10 to R 14 and R 20 to R 24 each independently represent hydrogen or a hydrocarbon group having 1 to 12 carbon atoms each forming bonds only by sp 3 hybrid orbitals;

one or more of R 10 to R 14 and R 20 to R 24 represent hydrocarbon groups each independently being an alkyl group having 3 to 8 carbon atoms or a monocyclic cycloalkyl group having 6 to 12 carbon atoms;

a total number of carbon atoms contained in each alkyl group having 3 to 8 carbon atoms and each monocyclic cycloalkyl group having 6 to 12 carbon atoms in R 10 to R 14 and R 20 to R 24 is 8 or more;

a total number of carbon atoms contained in each alkyl group having 3 to 8 carbon atoms and each monocyclic cycloalkyl group having 6 to 12 carbon atoms in either R 10 to R 14 or R 20 to R 24 is 6 or more;

R 1 , R 2 , and R 3 each independently represent an alkyl group having 1 to 4 carbon atoms; and

at least one of s or t is 0.

2. The organic compound according to claim 1 ,

wherein the alkyl group having 3 to 8 carbon atoms is a tert-butyl group, and

wherein the monocyclic cycloalkyl group having 6 to 12 carbon atoms is a cyclohexyl group.

3. The organic compound according to claim 1 , wherein u is 0.

4. A light-emitting device comprising the organic compound according to claim 1 .

5. A light-emitting apparatus comprising:

the light-emitting device according to claim 4 ; and

at least one of a transistor or a substrate.

6. The organic compound according to claim 1 , wherein a proportion of a total number of carbon atoms each forming bonds only by sp 3 hybrid orbitals to a total number of carbon atoms in a molecule of the organic compound is higher than or equal to 23% and lower than or equal to 55%.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 27, 2020
From: WATABE, TAKEYOSHI; KUBOTA, TOMOHIRO; UEDA, AIRI; SEO, SATOSHI; OHSAWA, NOBUHARU; KUBOTA, YUKO
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 053319/0490 →
Priority Claims (4)
JP 2019-126017 · Jul 5, 2019 · national
JP 2020-015450 · Jan 31, 2020 · national
JP 2020-067192 · Apr 3, 2020 · national
JP 2020-078898 · Apr 28, 2020 · national
Continuity (1)
Related Publication 20210005814A1 · Jan 7, 2021
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