A curable composition and a method for adhering substrates with the same

Patent metadata

Field	Value
Publication number	US-2022389295-A1
Application number	US-201917767108-A
Country	US
Kind code	A1
Filing date	Nov 15, 2019
Priority date	Nov 15, 2019
Publication date	Dec 8, 2022
Grant date	—

Abstract

Described is a curable composition, and particularly a two-component composition comprising a silane modified polymer; an epoxy resin terminated with epoxy terminal group; wherein the composition further comprises a hardening agent and a compatibilizer which has at least one silane group and at least one epoxy terminal group. The curable composition exhibits enhanced adhesion strength and good elongation at break. A method for applying the curable composition on the surface of a substrate is also provided.

First claim

1 . A curable composition, comprising
at least one silane modified polymer; at least one epoxy resin terminated with epoxy group; wherein the composition further comprises a hardening agent, and a compatibilizer which has at least one silane group and at least one epoxy terminal group.

2 . The curable composition according to claim 1 , wherein the curable composition is a two-component curable composition comprising a component A and a component B, wherein the silane modified polymer and the hardening agent are contained in the component A, and the epoxy resin and the compatibilizer are contained in the component B.

3 . The curable composition according to claim 1 , wherein the silane modified polymer is represented by formula I:
R 1 m (R 2 O) (3-m) Si—R 7 -(polymeric main chain)-R 8 —SiR 3 n (R 4 O) (3-n)   Formula I
wherein the polymeric main chain is derived from a polyol, or derived from at least one polyisocyanate and at least one polyol, and is optionally functionalized with at least one —R 9 —SiR 5 s (R 6 O) (3-s) , each of R 1 , and R 6 independently represents a hydrogen atom or a C 1 -C 6 alkyl group, each of m, n and s represents an integrate of 0, 1 or 2, each of R 7 , R 8 and R 9 independently represents a direct bond, —O—, a divalent (C 1 to C 6 alkylene) group, —O—(C 1 to C 6 alkylene) group, (C 1 to C 6 alkylene)-O— group, —O—(C 1 to C 6 alkylene)-O— group, —N(R N )—(C 1 to C 6 alkylene) group or —C(═O)—N(R N )—(C 1 to C 6 alkylene) group, wherein R N represents a hydrogen atom or a C 1 -C 6 alkyl group.

4 . The curable composition according to claim 3 , wherein the polymeric main chain is derived from polyether polyol, polyester polyol, or copolymer thereof.

5 . The curable composition according to claim 1 , wherein the compatibilizer is a compound represented by formula II, or a condensation oligomer/polymer thereof:

wherein R 10 is selected a group consisting of

wherein * represents the linkage site,
R 11 is selected from a group consisting of C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 [O—Si(C 1 -C 6 alkyl) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, and —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -[O—Si(C 1 -C 6 alkoxy) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene,
wherein each of R 12 and R 13 independently represents a hydrogen atom or a C 1 -C 6 alkyl group optionally substituted with C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, halogen atom, C 2 -C 6 alkeny group, C 2 -C 6 alkynyl group, —Si(C 1 -C 4 alkyl) 3 , —Si(C 1 -C 4 alkoxy) 3 , —Si—{O—[Si(C 1 -C 4 alkoxy) 3 ] 3 , —(C 1 -C 6 )alkylene-Si(C 1 -C 4 alkyl) 3 , —(C 1 -C 6 )alkylene —Si(C 1 -C 4 alkoxy) 3 or —(C 1 -C 6 )alkylene-Si—{O—[Si(C 1 -C 4 alkoxy) 3 ] 3 ,
t represents an integer of 0, 1 or 2, and x represents an integer of 1 to 100.

6 . The curable composition according to claim 5 , wherein the compatibilizer is a condensation oligomer or condensation polymer represented by formula III,

wherein R 10 is selected a group consisting of

wherein * represents the linkage site,
R 11 is selected from a group consisting of C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -[O—Si(C 1 -C 6 alkyl) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, and —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -[O—Si(C 1 -C 6 alkoxy) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene,
R 13 represents a hydrogen atom or a C 1 -C 6 alkyl group optionally substituted with C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, halogen atom, C 2 -C 6 alkeny group, C 2 -C 6 alkynyl group, —Si(C 1 -C 4 alkyl) 3 , —Si(C 1 -C 4 alkoxy) 3 , —Si—{O—[Si(C 1 -C 4 alkoxy) 3 ] 3 , —(C 1 -C 6 )alkylene-Si(C 1 -C 4 alkyl) 3 , —(C 1 -C 6 )alkylene —Si(C 1 -C 4 alkoxy) 3 or —(C 1 -C 6 )alkylene-Si—{O—[Si(C 1 -C 4 alkoxy) 3 ] 3 ,
r represents an integer of 1 to 50, and x represents an integer of 1 to 100.

7 . The curable composition according to claim 1 , wherein the compatibilizer is selected from a group consisting of

wherein x represents an integer of 1 to 100,

wherein R′ is selected from a group consisting of C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene, —C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkyl) 2 [O—Si(C 1 -C 6 alkyl) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, and —(CH 2 —O)—C 2 -C 6 alkylene-Si(C 1 -C 6 alkoxy) 2 -[O—Si(C 1 -C 6 alkoxy) 2 ] x -C 2 -C 6 alkylene-(O—CH 2 )—CH(OH)—CH 2 —NH—C 2 -C 6 alkylene, R represents a hydrogen atom or a C 1 -C 6 alkyl group optionally substituted with C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, halogen atom, C 2 -C 6 alkeny group, C 2 -C 6 alkynyl group, —Si(C 1 -C 4 alkyl) 4 , —Si(C 1 -C 4 alkoxy) 3 , —Si—{O—[Si(C 1 -C 4 alkoxy) 4 ] 3 , —(C 1 -C 6 )alkylene-Si(C 1 -C 4 alkyl) 3 , —(C 1 -C 6 )alkylene —Si(C 1 -C 4 alkoxy) 3 or —(C 1 -C 6 )alkylene-Si—{O—[Si(C 1 -C 4 alkoxy) 3 ] 3 , and y represents an integer of 1 to 50.

8 . The curable composition according to claim 3 , wherein the polymeric main chain is derived from a polyol, or derived from at least one polyisocyanate and at least one polyol,
the polyisocyanate is selected from the group consisting of C 4 -C 12 aliphatic polyisocyanate comprising at least two isocyanate groups, C 6 -C 15 cycloaliphatic or aromatic polyisocyanate comprising at least two isocyanate groups, C 7 -C 15 araliphatic polyisocyanate comprising at least two is

Assignees

• Dow Global Technologies Llc

Inventors

• Tang Zhengming
• Chen Yongchun
• Xu Xiuqing
• Chen Hongyu
• Zhai Xuemei
• Shi Ke
• Wang Nan
• Meng Qingwei

Classifications

• C09J163/00 Primary

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title

• C09J7/10

  without carriers · CPC title

• C09J2301/408

  additives as essential feature of the adhesive layer · CPC title

• C09J183/14 Primary

  in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms (C09J183/10 takes precedence) · CPC title

• C09J183/04

  Polysiloxanes · CPC title