Reversible crosslinking reactant composition

Patent metadata

Field	Value
Publication number	US-11247978-B2
Application number	US-202017090325-A
Country	US
Kind code	B2
Filing date	Nov 5, 2020
Priority date	Nov 2, 2017
Publication date	Feb 15, 2022
Grant date	Feb 15, 2022

Abstract

A reversible crosslinking reactant composition is provided. The composition includes at least one furan-group-containing oligomer and a bismaleimide compound having a structure represented by Formula (II)wherein the furan-group-containing oligomer is an oligomer having a structure represented by Formula (IV), an oligomer having a structure represented by Formula (V), or an oligomer having a first repeating unit and a second repeating unit, wherein the first repeating unit has a structure represented by Formula (VI), the second repeating unit has a structure represented by Formula (VII),wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, q, z and E are as defined in specification.

First claim

What is claimed is:

1. A reversible crosslinking reactant composition, comprising:
an oligomer, wherein the oligomer has a number average molecular weight of 1000 to 12000, wherein the oligomer is an oligomer having a structure represented by Formula (IV), an oligomer having a structure represented by Formula (V), or an oligomer having a first repeating unit and a second repeating unit, wherein the first repeating unit has a structure represented by Formula (VI), the second repeating unit has a structure represented by Formula (VII), and the first repeating unit and the second repeating unit are arranged randomly or in blocks,

wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , and R 12 is independently hydrogen, C 1-6 alkyl group, C 1-6 alkoxy group, or halogen; each of R 13 , R 14 , R 15 , R 18 , R 19 , and R 20 is independently hydrogen or C 1-6 alkyl group; each of R 16 and R 17 is independently hydrogen, C 1-6 alkyl group, C 5-8 cycloalkyl group, C 6-12 aryl group, C 5-10 heteroaryl group, or halogen; each of R 21 , R 22 , R 23 , R 24 , and R 25 is independently hydrogen, C 1-6 alkyl group, or halogen; q is an integer of 5 to 50; and z is an integer of 5 to 20; and
a bismaleimide compound having a structure represented by Formula (II):

wherein E is substituted or unsubstituted C 6 -C 25 arylene group, C 7 -C 25 alkyl aryl group, C 7 -C 25 arylalkyl group, C 6 -C 25 heteroarylene group, C 7 -C 25 acylaryl group, C 7 -C 25 alkoxyaryl group, C 7 -C 25 acyloxyaryl group, C 6 -C 25 arylene ether group, or C 6 -C 25 arylene ether group.

2. The reversible crosslinking reactant composition as claimed in claim 1 , wherein E is

wherein each of u, v, and w is an integer of 1 to 5, each of R 5 , R 6 , and R 7 is independently C 1 -C 5 alkyl group, and M is a bonding, —O—, —S—, C 1 -C 12 linear or branched alkyl group.

3. The reversible crosslinking reactant composition as claimed in claim 1 , further comprising a furan-group-containing compound having a structure represented by Formula (III):

wherein y is an integer of 1 to 5, B is a group containing ketone group, amide group, imide group, amine group, imine group, phenyl ether group, or enol ether group, D is a bonding, —O—, —NH—, —Ar 2 —NH—(CH 2 ) d —, —Ar 2 —O—(CH 2 ) b —, —Ar 2 —O—(CH 2 ) c —NH—(CH 2 ) d —, —(CH 2 ) c —NH—(CH 2 ) d —, —(CH 2 ) c —O—(CH 2 ) d —, or —(CH 2 ) c —CH(OH)—(CH 2 ) d —NH—, Ar 2 is substituted or unsubstituted arylene group, c is an integer of 1 to 5, and d is an integer of 0 to 5.

4. The reversible crosslinking reactant composition as claimed in claim 3 , wherein Ar 2 is substituted or unsubstituted phenylene group, biphenylene group, naphthylene group, thienylene group, indolylene group, phenanthrenylene, indenylene group, anthracenylene group, or fluorenylene group.

5. The reversible crosslinking reactant composition as claimed in claim 3 , wherein B is

R is hydrogen, halogen, C 1 -C 8 alkyl group, C 1 -C 8 haloalkyl group, C 5 -C 10 cycloalkyl group, or C 6 -C 12 aryl group, and B is connected to D by the location represented by *.

6. The reversible crosslinking reactant composition as claimed in claim 3 , wherein B is

B is connected to D by the location represented by *, wherein R 8 is CH 3 or C 2 H 5 , t is an integer of 1 to 5, and e is an integer of 1 to 5.

7. The reversible crosslinking reactant composition as claimed in claim 3 , wherein the oligomer and the furan-group-containing compound having a structure represented by Formula (III) have a weight ratio of 20:80 to 80:20.

8. The reversible crosslinking reactant composition as claimed in claim 3 , wherein the equivalent ratio of the total number of furan groups of the oligomer and the furan-group-containing compound having a structure represented by Formula (III) to the maleimide group of the bismaleimide compound having a structure represented by Formula (II) is from 0.7:1 to 1:0.5.

Assignees

• Ind Tech Res Inst

Inventors

• Chuang Kuei-Yi
• Chiou Kuo-Chan
• Tseng Feng-Po

Classifications

• C08G65/44 Primary

  by oxidation of phenols · CPC title

• C08G73/0655

  from polycyanurates · CPC title

• C08G2261/1646

  comprising aromatic or heteroaromatic end groups · CPC title

• C08K5/3415

  Five-membered rings · CPC title

• C08G2261/149

  Side-chains having heteroaromatic units · CPC title