Curable composition

Patent metadata

Field	Value
Publication number	US-12545753-B2
Application number	US-202017786692-A
Country	US
Kind code	B2
Filing date	Oct 26, 2020
Priority date	Dec 19, 2019
Publication date	Feb 10, 2026
Grant date	Feb 10, 2026

Abstract

Provided is a curable composition having excellent workability and being capable of forming a cured product having super heat resistance by curing. The curable composition of the present disclosure includes a curable compound represented by Formula (1) below and a radical polymerization initiator. In the following formula, R 1 and R 2 each represent a curable functional group, and D 1 and D 2 each represent a single bond or a linking group. L represents a divalent group having a repeating unit containing a structure represented by Formula (I) below and a structure represented by Formula (II) below. Ar 1 to Ar 3 each represent an arylene group or a group in which two or more arylene groups are bonded via a single bond or a linking group. X represents —CO—, —S—, or —SO 2 —, and Y represents —S—, —SO 2 —, —O—, —CO—, —COO—, or —CONH—. n represents an integer of 0 or greater.

First claim

The invention claimed is:

1 . A curable composition comprising a curable compound represented by Formula (1) and a radical polymerization initiator:

where R 1 and R 2 are each, identically or differently, a curable functional group, and D 1 and D 2 are each, identically or differently, a single bond or a linking group; L is a divalent group having a repeating unit containing a structure represented by Formula (I) and a structure represented by Formula (II):

where Ar 1 to Ar 3 are each, identically or differently, an arylene group or a group in which two or more arylene groups are bonded via a single bond or a linking group; X is —CO—, —S—, or —SO 2 —;
Y is each, identically or differently, —S—, —SO 2 —, —O—, —CO—, —COO—, or —CONH—; and n is an integer of 0 or greater,
wherein the radical polymerization initiator is a peroxide or a peracid ester,
wherein D 1 and D 2 in Formula (1) are each, identically or differently, a group selected from groups having structures represented by Formulas (d-1) to (d-4):

2 . The curable composition according to claim 1 , wherein R 1 and R 2 in Formula (1) are each, identically or differently, a curable functional group having a cyclic imide structure.

3 . The curable composition according to claim 1 , wherein R 1 and R 2 in Formula (1) are each, identically or differently, a group selected from groups represented by Formulas (r-1) to (r-6):

where a bond from a nitrogen atom in each of the formulas bonds to D 1 or D 2 .

4 . The curable composition according to claim 1 , wherein Ar 1 to Ar 3 in Formula (I) and Formula (II) are each, identically or differently, an arylene group having from 6 to 14 carbons or a group in which two or more arylene groups having from 6 to 14 carbons are bonded via a single bond, a linear or branched alkylene group having from 1 to 5 carbons, or a group in which one or more hydrogen atoms of a linear or branched alkylene group having from 1 to 5 carbons are substituted by a halogen atom.

5 . The curable composition according to claim 1 , wherein the structure represented by Formula (I) is a structure derived from benzophenone.

6 . The curable composition according to claim 5 , wherein a proportion of a structural unit derived from benzophenone in a total amount of the compound represented by Formula (1) is 5 wt. % or greater.

7 . The curable composition according to claim 1 , wherein the structure represented by Formula (II) is a structure derived from at least one compound selected from the group consisting of hydroquinone, resorcinol, 2,6-naphthalenediol, 2,7-naphthalenediol, 4,4′-dihydroxybiphenyl, 4,4′-dihydroxydiphenyl ether, 4,4′-dihydroxybenzophenone, 4,4′-dihydroxydiphenyl sulfide, 4,4′-dihydroxydiphenyl sulfone, and bisphenol A.

8 . The curable composition according to claim 7 , wherein a proportion of a structural unit derived from hydroquinone, resorcinol, 2,6-naphthalenediol, 2,7-naphthalenediol, 4,4′-dihydroxybiphenyl, 4,4′-dihydroxydiphenyl ether, 4,4′-dihydroxybenzophenone, 4,4′-dihydroxydiphenyl sulfide, 4,4′-dihydroxydiphenyl sulfone, and bisphenol A in a total amount of the compound represented by Formula (1) is 5 wt. % or greater.

9 . A cured product of the curable composition described in claim 1 .

10 . A semi-cured product of the curable composition described in claim 1 .

11 . A structural body comprising a cured product or a semi-cured product of the curable composition described in claim 1 .

12 . A laminate having a configuration in which a cured product or semi-cured product of the curable composition described in claim 1 and a substrate are laminated.

13 . A method for producing a laminate, comprising placing the curable composition described in claim 1 on a substrate and performing heat treatment to obtain a laminate having a configuration in which a cured product or semi-cured product of the curable composition and the substrate are laminated.

14 . The method for producing a laminate according to claim 13 , wherein the method comprises applying a molten product of the curable composition on a support made of plastic, solidifying the applied molten product to form a thin film containing the curable compound, peeling the formed thin film from the support, laminating the formed thin film on a substrate, and performing heat treatment.

15 . A composite material comprising a cured product or a semi-cured product of the curable composition described in claim 1 and a fiber.

16 . An adhesive agent comprising the curable composition described in claim 1 .

17 . A paint comprising the curable composition described in claim 1 .

18 . A sealing agent comprising the curable composition described in claim 1 .

Assignees

• Daicel Corp

Inventors

• Ito Daisuke

Classifications

• C09J135/00

  Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers · CPC title

• C09D135/00

  Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers · CPC title

• C08L35/00

  Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers · CPC title

• C08K5/14

  Peroxides · CPC title

• H10W74/47

  comprising organic materials, e.g. plastics or resins · CPC title