Diarylamine-based compound, anti-aging agent, and polymer composition

Patent metadata

Field	Value
Publication number	US-11254802-B2
Application number	US-201816489834-A
Country	US
Kind code	B2
Filing date	Feb 22, 2018
Priority date	Mar 3, 2017
Publication date	Feb 22, 2022
Grant date	Feb 22, 2022

Abstract

The present invention provides a diarylamine-based compound represented by General Formula (1):(where A1 and A2 each independently represent a C6 to C18 arylene group which may have a substituent, and A3 and A4 each independently represent an organic group having a cyclic imide structure which may have a substituent).

First claim

The invention claimed is:

1. A diarylamine-based compound represented by General Formula (1):

where, in General Formula (1), A 1 and A 2 each independently represent a C 6 to C 18 arylene group which may have a substituent, and A 3 and A 4 each independently represent any of organic groups represented by General Formulae (4) to (9):

where, in General Formula (4), R 3 and R 4 each represent a hydrogen atom, in General Formulae (5), (6), (8) and (9), R 3 to R 8 each independently represent a hydrogen atom, a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, —O—R 9 , —O—C(═O)—R 9 , —C(═O)—O—R 9 , —C(═O)—NR 9 (R 10 ), —NR 9 —C(═O)—R 10 , —CN, —SR 9 , —S(═O)—R 9 , or —S(═O) 2 —R 9 ; R 9 and R 10 each independently represent a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, or a C 6 to C 12 aromatic group; in General Formula (7), R 3 to R 6 each represent a hydrogen atom; and when two or more R 3 to R 8 are present, these may be the same or may be different.

2. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (10) to 13):

where, in General Formula (10), R 11 to R 14 each represent a hydrogen atom, in General Formulae (11) and (13), R 11 to R 22 each independently represent a hydrogen atom, a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, —OR 23 , —O—C(═O)—R 23 , —C(═O)—OR 23 , —C(═O)—NR 23 (R 24 ), —NR 23 —C(═O)—R 24 , —CN, —SR 23 , —S(═O)—R 23 , or —S(═O) 2 —R 23 , R 23 and R 24 each independently represent a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, or a C 6 to C 12 aromatic group; in General Formula (12), R 11 to R 18 each represent a hydrogen atom; and A 1 and A 2 are the same as those in General Formula (1).

3. The diarylamine-based compound according to claim 1 , wherein A 1 and A 2 are a 1,4-phenylene group.

4. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (14) to (18):

5. The diarylamine-based compound according to claim 1 , wherein A 3 and A 4 each independently represent any of organic groups represented by General Formulae (5) to (9).

6. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (11) to (13):

where, in General Formulae (11) and (13), R 11 to R 22 each independently represent a hydrogen atom, a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, alkenyl group, —OR 23 , —O—C(═O)—R 23 , —C(═O)—OR 23 , —C(═O)—NR 23 (R 24 ), —NR 23 —C(═O)—R 24 , —CN, —SR 23 , —S(═O)—R 23 , or —S(═O) 2 —R 23 ; R 23 and R 24 each independently represent a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, or a C 6 to C 12 aromatic group; in General Formula (12), R 11 to R 18 each represent a hydrogen atom; and A 1 and A 2 are the same as those in General Formula (1).

7. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (15) to (18):

8. The diarylamine-based compound according to claim 1 , wherein A 3 and A 4 each independently represent any of organic groups represented by General Formulae (6) to (9).

9. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (12) to (13):

where, in General Formula (12), R 11 to R 18 each represent a hydrogen atom; in General Formula (13), R 11 to R 22 each independently represent a hydrogen atom, a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, —OR 23 , —O—C(═O)—R 23 , —C(═O)—OR 23 , —C(═O)—NR 23 (R 24 ), —NR 23 —C(═O)—R 24 , —CN, —SR 23 , —S(═O)—R 23 , or —S(═O) 2 —R 23 ; R 23 and R 24 each independently represent a C 1 to C 30 alkyl group, a C 1 to C 30 alkenyl group, or a C 6 to C 12 aromatic group; and A 1 and A 2 are the same as those in General Formula (1).

10. The diarylamine-based compound according to claim 1 , wherein the diarylamine-based compound is any of compounds represented by General Formulae (17) to (18):

Assignees

• Zeon Corp

Inventors

• Sugawara Mitsuru
• Kiriki Satoshi
• Ejiri Kazuhiro

Classifications

• C08K5/3417 Primary

  condensed with carbocyclic rings · CPC title

• C07D279/36

  [b, e]-condensed, at least one with a further condensed benzene ring · CPC title

• C07D209/76

  with oxygen atoms in positions 1 and 3 · CPC title

• C09D133/08

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C08F120/18 Primary

  with acrylic or methacrylic acids · CPC title