A curable composition and a method for applying the same

Patent metadata

Field	Value
Publication number	US-2022380515-A1
Application number	US-201917774171-A
Country	US
Kind code	A1
Filing date	Nov 15, 2019
Priority date	Nov 15, 2019
Publication date	Dec 1, 2022
Grant date	—

Abstract

Described is a curable composition comprising a silane modified polymer; an epoxy resin terminated with epoxy terminal group; a compatibilizer having at least one silane group and at least one epoxy terminal group or at least one nitrogen-containing groups; and optionally a hardening agent; wherein the composition further optionally comprises at least one of a nitrogen-containing unsaturated heterocyclic compound catalyst and a nitrogen-containing phenol catalyst. The curable composition exhibits high hermeticity, fast curing speed, quick adhesion build up, dry surface and strong adhesion strength. 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; at least one compatibilizer which has at least one silane group and at least one epoxy terminal group, or has at least one silane group and at least one nitrogen-containing group in the same molecule; optionally, at least one hardening agent; at least one nitrogen-containing unsaturated heterocyclic compound catalyst at a concentration in a range of 0.5 to 20 wt % when the compatibilizer is an epoxy silane compatibilizer and in a range of zero to 20 wt % when the compatibilizer is an amino-silane compatibilizer with wt % relative to weight of curable composition; and optionally, at least one nitrogen-containing phenol catalyst; wherein the curable composition is a two-component curable composition comprising a component A and a component B, wherein the component A comprises the silane modified polymer, the epoxy resin and the compatibilizer which has at least one silane group and at least one epoxy terminal group, and the component B comprises the hardening agent, the nitrogen-containing unsaturated heterocyclic compound catalyst and the nitrogen-containing phenol catalyst; or wherein the component A comprises the silane modified polymer, the compatibilizer which has at least one silane group and at least one nitrogen-containing group in the same molecule and optionally, the nitrogen-containing unsaturated heterocyclic compound catalyst, and the component B comprises the epoxy resin; and wherein the curable composition comprises water in component B at a concentration in a range of 0.5 wt % to 4 wt % based on weight of the curable composition.

2 . (canceled)

3 . (canceled)

4 . The curable composition according to claim 1 , wherein the nitrogen-containing unsaturated heterocyclic compound catalyst is selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene, 1,5-diazabicyclo[4.3.0]non-5-ene, 2,3-diazabicyclo[2.2.0] hex-1-ene and 1,3-diazabicyclo[3.1.0]hex-3-ene.

5 . The curable composition according to claim 1 , wherein the nitrogen-containing phenol catalyst is selected from the group consisting of 2,4,6-tris(R 0 )phenol, 2,4-bis(R 0 )phenol, 2,3-bis(R 0 )phenol, 3,4-bis(R 0 )phenol, 2,6-bis(R 0 )phenol, 2,5-bis(R 0 )phenol and 3,5-bis(R 0 )phenol, wherein each R 0 is independently selected from the group consisting of amino(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylamino(C 1 -C 6 )alkyl and di(C 1 -C 6 )alkylamino(C 1 -C 6 )alkyl.

6 . 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 , R 2 , R 3 , R 4 , R 5 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.

7 . The curable composition according to claim 1 , wherein hardening agent is selected from the group consisting of aliphatic amine, alicyclic amine, aromatic amine, polyaminoamide, imidazole, dicyandiamides, epoxy-modified amines, Mannich-modified amines, Michael addition-modified amines and ketimines.

8 . The curable composition according to claim 1 , wherein the compatibilizer is a compound having at least one silane group and at least one epoxy terminal group, and is 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, —(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.

9 . The curable composition according to claim 8 , 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, —(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.

10 . The curable composition according to claim 8 , wherein the co

Assignees

• Dow Global Technologies Llc

Inventors

• Chen Yongchun
• Tang Zhengming
• Chen Hongyu
• Kang Jian
• Xu Xiuqing
• Wang Nan
• Meng Qingwei
• Zuo Chuanwei

Classifications

• C08G18/246

  containing also tin-carbon bonds · CPC title

• C08G18/289 Primary

  containing silicon · CPC title

• C08G18/1825

  having hydroxy or primary amino groups · CPC title

• C08G59/686 Primary

  containing nitrogen · CPC title

• C08G18/4825

  Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence) · CPC title