Flame-retardant composition

Patent metadata

Field	Value
Publication number	US-12460136-B2
Application number	US-202418792792-A
Country	US
Kind code	B2
Filing date	Aug 2, 2024
Priority date	Aug 2, 2023
Publication date	Nov 4, 2025
Grant date	Nov 4, 2025

Abstract

A flame-retardant composition is provided. The flame-retardant composition comprises:
(A) a compound having the structure of formula (I),

(B) a maleimide compound; and
(C) an allyl-containing compound, having a structure different from formula (I),
wherein the flame-retardant composition has a phosphorus content ranging from 0.5 wt % to 1.4 wt % based on the total weight of the flame-retardant composition excluding solvent.

First claim

What is claimed is:

1 . A flame-retardant composition, comprising:
(A) a compound having the structure of formula (I),

(B) a maleimide compound; and
(C) an allyl-containing compound, having a structure different from formula (I),
wherein the flame-retardant composition has a phosphorus content ranging from 0.5 wt % to 1.4 wt % based on the total weight of the flame-retardant composition excluding solvent.

2 . The flame-retardant composition of claim 1 , wherein based on the total weight of the flame-retardant composition excluding solvent, the content of the compound (A) ranges from 8 wt % to 20 wt %.

3 . The flame-retardant composition of claim 2 , further comprising a thermosetting resin selected from the group consisting of an epoxy resin, a thermosetting phenolic resin, a thermosetting benzoxazine resin, a thermosetting polyphenylene ether resin, and combinations thereof.

4 . The flame-retardant composition of claim 2 , further comprising an additive selected from the group consisting of a hardening promoter, a catalyst, an elastomer, a filler, a toughener, and combinations thereof.

5 . The flame-retardant composition of claim 1 , wherein based on the total weight of the flame-retardant composition excluding solvent, the content of the maleimide compound (B) ranges from 20 wt % to 55 wt %.

6 . The flame-retardant composition of claim 5 , further comprising a thermosetting resin selected from the group consisting of an epoxy resin, a thermosetting phenolic resin, a thermosetting benzoxazine resin, a thermosetting polyphenylene ether resin, and combinations thereof.

7 . The flame-retardant composition of claim 3 , further comprising an additive selected from the group consisting of a hardening promoter, a catalyst, an elastomer, a filler, a toughener, and combinations thereof.

8 . The flame-retardant composition of claim 1 , wherein based on the total weight of the flame-retardant composition excluding solvent, the content of the allyl-containing compound (C) ranges from 20 wt % to 55 wt %.

9 . The flame-retardant composition of claim 1 , wherein the maleimide compound (B) is a multi-functional maleimide compound.

10 . The flame-retardant composition of claim 5 , wherein the maleimide compound (B) is selected from the group consisting of

and combinations thereof, wherein n is an integer ranging from 1 to 10.

11 . The flame-retardant composition of claim 9 , wherein the maleimide compound (B) is selected from the group consisting of 1,2-bismaleimidoethane, 1,6-bismaleimidohexane, 1,3-bismaleimidobenzene, 1,4-bismaleimidobenzene, 2,4-bismaleimidotoluene, 4,4′-bismaleimidodiphenylmethane, 4,4′-bismaleimidodiphenyl ether, 3,3′-bismaleimidodiphenyl sulfone, 4,4′-bismaleimidodiphenyl sulfone, 4,4′-bismaleimidodicyclohexylmethane, 3,5-bis(4-maleimidophenyl)pyridine, 2,6-bismaleimidopyridine, 1,3-bis(maleimidomethyl)cyclohexane, 1,3-bis(maleimidomethyl)benzene, 1,1-bis(4-maleimidophenyl)cyclohexane, 1,3-bis(dichloromaleimido)benzene, 4,4′-biscitraconimidodiphenylmethane, 2,2-bis(4-maleimidophenyl)propane, 1-phenyl-1,1-bis(4-maleimidophenyl)ethane, α,α-bis(4-maleimidophenyl)toluene, 3,5-bismaleimido-1,2,4-triazole, N,N′-ethylenebismaleimide, N,N′-hexamethylenebismaleimide, N,N′-m-phenylenebismaleimide, N,N′-p-phenylenebismaleimide, N,N′-α,α′-4,4′-dimethylenecyclohexane bismaleimide, N,N′-m-dimethylphenylbismaleimide, N,N′-4,4′-diphenylcyclohexane bismaleimide, a phenylmethane maleimide oligomer, and combinations thereof.

12 . The flame-retardant composition of claim 1 , wherein the allyl-containing compound (C) is a multi-functional allyl-containing compound.

13 . The flame-retardant composition of claim 12 , wherein the allyl-containing compound (C) is selected from the group consisting of diallyl bisphenol A, diallyl bisphenol F, diallyl bisphenol S, and combinations thereof.

14 . The flame-retardant composition of claim 1 , further comprising a prepolymer of the compound (A), the maleimide compound (B) and the allyl-containing compound (C).

15 . The flame-retardant composition of claim 14 , wherein the prepolymer has a structure of the following formula (II) or formula (III):

wherein R B is a structural unit derived from the maleimide compound (B), and R C is a structural unit derived from the allyl-containing compound (C).

16 . The flame-retardant composition of claim 1 , further comprising a thermosetting resin selected from the group consisting of an epoxy resin, a thermosetting phenolic resin, a thermosetting benzoxazine resin, a thermosetting polyphenylene ether resin, and combinations thereof.

17 . The flame-retardant composition of claim 1 , further comprising an additive selected from the group consisting of a hardening promoter, a catalyst, an elastomer, a filler, a toughener, and combinations thereof.

18 . A metal-clad laminate, which is prepared by coating the flame-retardant composition of claim 1 onto a metal foil and drying the coated metal foil.

19 . A prepreg, which is prepared by impregnating a substrate with the flame-retardant composition of claim 1 or by coating the flame-retardant composition of claim 1 onto a substrate and drying the impregnated or coated substrate.

20 . A metal-clad laminate, which is prepared by laminating the prepreg of claim 19 and a metal foil.

Assignees

• Chang Chun Plastics Co Ltd

Inventors

• Tu An-Pang
• Yang Shih-De

Classifications

• C09D5/18 Primary

  Fireproof paints {including high temperature resistant paints} · CPC title

• H05K2201/012

  Flame-retardant; Preventing of inflammation · CPC title

• H05K1/0366

  reinforced, e.g. by fibres, fabrics (H05K1/036 takes precedence) · CPC title

• C08J5/24

  Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs · CPC title

• C08J2329/10

  Homopolymers or copolymers of unsaturated ethers (C08J2335/08 takes precedence) · CPC title