Compound, mixture, curable resin composition and cured product thereof, and method for producing compound

Patent metadata

Field	Value
Publication number	US-12595334-B2
Application number	US-202017777705-A
Country	US
Kind code	B2
Filing date	Nov 16, 2020
Priority date	Nov 19, 2019
Publication date	Apr 7, 2026
Grant date	Apr 7, 2026

Abstract

A compound of formula 1:

where X and Y are each a different optional organic group. When there is a plurality of X, each X in the plurality of X may be the same as or different from each other. When there is a plurality of Y, each Y in the plurality of Y may be the same as or different from each other. R represents a hydrocarbon group having 1 to 10 carbon atoms or a halogenated alkyl group. When there is a plurality of R, each R in the plurality of R may be the same as or different from each other. Variable m is an integer of 0 to 3, n is a repeating unit and satisfies 1≤n≤20, and p is a repeating unit and satisfies 0≤p≤20.

First claim

The invention claimed is:

1 . A compound of formula (1):

wherein:
X and Y are each a different organic group;
when there is a plurality of X, each X in the plurality of X may be the same as or different from each other;
when there is a plurality of Y, each Y in the plurality of Y may be the same as or different from each other;
R is a hydrocarbon group having 1 to 10 carbon atoms or a halogenated alkyl group;
when there is a plurality of R, each R in the plurality of R may be the same as or different from each other;
m is an integer of 0 to 3;
n is a repeating unit and satisfies 1.1≤n≤20; and
p is a repeating unit and satisfies 0≤p≤20.

2 . The compound according to claim 1 , wherein in the formula (1):
X is any one or more of (A) to (D):

 wherein:
S is a hydrocarbon group having 1 to 3 carbon atoms;
a is an integer of 0 to 4;
when there is a plurality of S, each S in the plurality of S may be the same as or different from each other; and
the symbol * indicates a bonding position, and

Y is any one or more of (E) to (K):

 wherein:
T is a hydrocarbon group having 1 to 3 carbon atoms;
b is an integer of 0 to 4;
when there is a plurality of T, each T in the plurality of T may be the same as or different from each other; and
the symbol * indicates a bonding position.

3 . The compound according to claim 2 , wherein in the formula (1), X is (A) or (C), and Y is (E) or (F) described in the formula (3).

4 . The compound according to claim 3 , wherein in the formula (1), p=0.

5 . A mixture comprising the compound according to claim 1 and a polymerization inhibitor.

6 . A curable resin composition comprising the compound according to claim 1 .

7 . The curable resin composition according to claim 6 , further comprising one or more compounds selected from the group consisting of a polyphenylene ether compound, a styrene-butadiene copolymer, a butadiene-based thermoplastic elastomer, and a styrene-based thermoplastic elastomer.

8 . The curable resin composition according to claim 6 , further comprising a radical polymerization initiator.

9 . A cured product obtained by curing the compound according to claim 1 .

10 . A method for producing the compound according to claim 1 , comprising subjecting a compound of formula (4) to a dehydrohalogenation reaction in the presence of a basic catalyst:

wherein:
X and Y are each a different organic group;
when there is a plurality of X, each X in the plurality of X may be the same as or different from each other;
when there is a plurality of Y, each Y in the plurality of Y may be the same as or different from each other;
Z is a halogen element;
each Z in a plurality of Z may be the same as or different from each other;
R is a hydrocarbon group having 1 to 10 carbon atoms or a halogenated alkyl group;
when there is a plurality of R, each R in the plurality of R may be the same as or different from each other;
m is an integer of 0 to 3;
n is a repeating unit and satisfies 1.1≤n≤20; and
p is a repeating unit and satisfies 0≤p≤20.

Assignees

• Nippon Kayaku Kk

Inventors

• TOHJIMA Takayuki
• Hashimoto Masanori
• Yarita Masato
• Nakanishi Masataka
• Hasegawa Atsuhiko

Classifications

• C08G2261/312

  Non-condensed aromatic systems, e.g. benzene · CPC title

• C08G2261/146

  Side-chains containing halogens · CPC title

• C08G2261/1332

  Non-ladder-type, e.g. polyphenylenes, PPVs or polythiophenes · CPC title

• C08F299/02

  from unsaturated polycondensates · CPC title

• C08F283/08

  on to polyphenylene oxides · CPC title