Cure-on-demand, moisture-curable compositions having reactive silane functionality
Assignee3M Innovative Properties Company
InventorsJunkang Jacob Liu, Charles M. Leir, George G. I. Moore, Audrey A. Sherman, Albert I. Everaerts, Marie A. Boulos
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Abstract
Cure-on-demand, moisture-curable compositions of one or more compounds comprising molecules having reactive silane functional groups and an acid generating material are taught herein. The acid generating material releases an acid upon exposure to heat, ultraviolet light, visible light, electron beam irradiation or microwave irradiation to initiate and accelerate the crosslinking reaction. Articles prepared using the moisture curable materials are also disclosed, as are methods of curing those materials.
Claims52
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups having the structure:
- wherein:
- moiety A is an m-valent radical selected from fluoroalkyl radicals, fluoroaryl radicals, and polymeric radicals comprising a polymer selected from polysiloxane, polyolefin, polyester, polyphosphazene, fluorosilicone, fluorinated polyacrylate, fluorinated polyether, fluorinated polyester, and derivatives and combinations thereof;
- p is an integer from 1 to 3;
- m is an integer greater than or equal to 1;
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- and
- G is an optional linking moiety which, when present, links radical A to the reactive silane functional groups;
- and
- (b) an acid generating material that is free of ammonium salt and that liberates an acid that is capable of curing the moisture-curable composition;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition and wherein average reactive silane functionality of the moisture-curable composition is greater than two.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups;
- and
- (b) an acid generating material having the structure:
- wherein:
- R3 is selected from the group consisting of alkyl and fluoroalkyl groups;
- R4 represents hydrogen or an alkyl group;
- and
- R5 and R6 each independently represent an alkyl group, or R5 and R6 together with the carbon atom to which they are attached form a ring.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups;
- and
- (b) an acid generating material having the structure:
- wherein:
- R7 is a fluoroalkyl group;
- and
- each of R8, R9 and R10 independently represent an alkyl group, or R8 and R9 together with the carbon to which they are attached form a ring.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups having the structure:
- wherein:
- moiety A is an m-valent radical;
- p is an integer from 1 to 3;
- m is an integer greater than or equal to 1;
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- and
- G has the structure:
- wherein each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- q is an integer from 1 to 40;
- and
- v is 0 or 1;
- and
- (b) an acid generating material that is free of ammonium salt;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups and comprising a polymeric material that is essentially free of basic groups selected from the group consisting of amide, urea, urethane, and sulfonamide groups;
- and
- (b) an acid generating material that is free of ammonium salt and that liberates an acid that is capable of curing of the moisture-curable composition;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition and wherein average reactive silane functionality of the moisture-curable composition is greater than two.
An article comprising:
- (A) a release liner comprising:
- (a) a substrate;
- and
- (b) a layer of a cure-on-demand moisture-curable composition on the substrate,
- wherein the cure-on-demand, moisture-curable composition comprises:
- (1) a compound comprising molecules bearing reactive silane functional groups;
- and
- (2) an acid generating material that is free of ammonium salt;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition;
- and
- (B) an adhesive layer.
An electrostatically-assisted coatable, cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups;
- and
- (b) an acid generating material that is free of ammonium salt and is electroconductivity enhancing;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition.
A silicone pressure-sensitive adhesive composition comprising:
- (a) 20 to about 80 parts by weight of an urea-linked reactive silane functional polysiloxane having the structure:
- wherein:
- p is an integer from 1 to 3;
- each R1 is individually selected from the group consisting of alkyl radicals and acyl radicals;
- each R2 is individually selected from the group consisting of hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- Y is a divalent radical that independently is an alkylene radical of 1 to 10 carbon atoms, an aralkylene radical or an arylene radical;
- and
- A corresponds to the following formula:
- wherein R3 is a vinyl radical or an alkyl moiety and x=100-2000;
- (b) 80 to about 20 parts by weight of a silicate tackifying resin, wherein the sum of (a) and (b) is 100 parts by weight;
- (c) and about 0.5 to about 20 parts by weight of a condensation catalyst or an acid generating material, based on 100 parts by weight of (a) plus (b).
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups having the structure:
- wherein:
- moiety A is an m-valent radical selected from fluorosilicone, fluorinated polyacrylate, fluorinated polyether, fluorinated polyester, and combinations thereof;
- p is an integer from 1 to 3;
- m is an integer greater than or equal to 1;
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- and
- G is an optional linking moiety which, when present, links radical A to the reactive silane functional groups;
- and
- (b) an acid generating material that is free of ammonium salt and that liberates an acid that is capable of curing the moisture-curable composition;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups having the structure:
- wherein:
- moiety A is an m-valent radical selected from the group consisting of fluoroalkyl radicals, fluoroaryl radicals, and polymeric radicals comprising a polymer selected from polysiloxane, polyolefin, polyester, polyphosphazene, fluorosilicone, fluorinated polyacrylate, fluorinated polyether, fluorinated polyester, and derivatives and combinations thereof;
- p is an integer from 1 to 3;
- m is an integer greater than or equal to 1;
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- and
- G is a linking moiety that links radical A to the reactive silane functional groups and is selected from oxygen, alkylene radicals, arylene radicals and
- wherein:
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- q is an integer from 1 to 40;
- and
- v is 0 or 1;
- and
- (b) an acid generating material that is free of ammonium salt and that liberates an acid that is capable of curing the moisture-curable composition;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition.
A cure-on-demand, moisture-curable composition comprising:
- (a) a compound comprising molecules bearing reactive silane functional groups having the structure:
- wherein:
- moiety A is an m-valent radical selected from the group consisting of fluoroalkyl radicals, fluoroaryl radicals, and polymeric radicals comprising a polymer selected from polysiloxane, polyolefin, polyester, polyphosphazene, fluorosilicone, fluorinated polyacrylate, fluorinated polyether, fluorinated polyester, and derivatives and combinations thereof;
- p is an integer from 1 to 3;
- m is an integer greater than or equal to 1;
- each R1 is individually selected from alkyl radicals and acyl radicals;
- each R2 is individually selected from hydrogen, alkyl radicals, acyl radicals and aryl radicals;
- and
- G is an optional linking moiety which, when present, links radical A to the reactive silane functional groups;
- and
- (b) an acid generating material that is free of ammonium salt and that liberates an acid that is capable of curing the moisture-curable composition;
- wherein the reactive silane functional groups are the only acid curable groups present in the composition and wherein the composition comprises:
- (i) 0 to about 100 parts by weight of a compound according to structure (I) wherein A is a polymeric radical;
- (ii) 0 to about 100 parts by weight of a compound according to structure (I) wherein A is a non-polymeric radical, the sum of (i) and (ii) being 100 parts by weight;
- (iii) about 0.5 to about 20 parts by weight of an onium salt based on 100 parts by weight of (i) plus (ii);
- and
- (iv) about 0.03 to about 0.1 parts by weight of a sensitizer based on 100 parts by weight (i) plus (ii).
Dependencies are inferred from the claim text.