Azo compound, composition, film, laminate, and display device

Patent metadata

Field	Value
Publication number	US-12305104-B2
Application number	US-202118039667-A
Country	US
Kind code	B2
Filing date	Nov 18, 2021
Priority date	Dec 2, 2020
Publication date	May 20, 2025
Grant date	May 20, 2025

Abstract

An azo compound is represented by formula (1A). L 1 and L 2 each represent a divalent linking group or a single bond. y represents 1 or 2. p and q each represent 0 or 1, and at least one of p and q is 1. X represents an oxygen atom or NR 5 , and R 5 represents a hydrogen atom or an aliphatic hydrocarbon group. R 12 , R 13 , and R 14 each represent an aliphatic hydrocarbon group, and may each have a polymerizable group. Q represents a single bond or a group selected from —OC(═O)—, —C(—O)O—, —C═C—, —CH═CH—, —N═N—, —NHC(═O)—, and —C(═O)NH—. Ar 1 , Ar 2 , and Ar 3 each represent a 1,4-phenylene group or a divalent sulfur-containing aromatic heterocyclic group. When y is 2, two Ar 3 s may be the same or different.

First claim

The invention claimed is:

1. An azo compound represented by the following formula (1):

wherein in formula (1), L represents a divalent linking group or a single bond formed from at least one selected from the group consisting of a methylene group, an oxygen atom, and a carbonyl group;
y represents an integer of 1 or 2;
R 1 represents one group selected from the group consisting of a methylamino group, an ethylamino group, a dimethylamino group, a diethylamino group, an ethylmethylamino group, a pyrrolidyl group, an oxazolidinyl group, a piperidyl group, a morpholino group, a methoxy group, and an ethoxy group, and a hydrogen atom of each of these groups may be replaced with a polymerizable group;
R 2 , R 3 , and R 4 each independently represent an aliphatic hydrocarbon group having 1 to 10 carbon atoms, and a hydrogen atom of R 2 , R 3 , or R 4 may be replaced with a polymerizable group;
Q represents one group selected from the group consisting of —OC(═O)—, —C(═O)O—, —C═C—, —CH═CH—, —N═N—, —NHC(—O)—, and —C(═O)NH—;
Ar 1 , Ar 2 , and Ar 3 each independently represent a 1,4-phenylene group optionally having a substituent or a divalent sulfur-containing aromatic heterocyclic group optionally having a substituent; and
when y is 2, two Ar 3 may be the same or different.

2. A composition comprising the azo compound according to claim 1 , and a liquid crystalline compound containing at least one of a polymerizable liquid crystal compound and a liquid crystalline polymer compound.

3. The composition according to claim 2 , wherein the liquid crystalline compound is a smectic liquid crystalline compound.

4. A film comprising the composition according to claim 2 as a forming material.

5. A laminate comprising the film according to claim 4 .

6. A display device comprising the film according to claim 4 .

7. A display device comprising the laminate according to claim 5 .

8. The azo compound according to claim 1 , wherein Q is —N═N— in the formula (1).

9. The azo compound according to claim 1 , wherein at least one of Ar 1 and Ar 2 is a divalent sulfur-containing aromatic heterocyclic group in the formula (1).

Assignees

• Sumitomo Chemical Co

Inventors

• Nakano Masaya
• Asano Masashi
• Yoshikawa Eiji

Classifications

• G02B5/3016 Primary

  involving passive liquid crystal elements (optical properties of liquid crystals G02F1/0063; polarising elements associated with active liquid crystal devices G02F1/133528) · CPC title

• H10K59/8793

  Arrangements for polarized light emission (H10K59/8791 takes precedence) · CPC title

• C09B46/00

  Azo dyes not provided for in groups C09B27/00 - C09B45/00 · CPC title

• G02F1/1337

  Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers · CPC title

• G02F1/1335

  Structural association of cells with optical devices, e.g. polarisers or reflectors · CPC title