Curable resin and process for preparing the same

Claim 2

A curable resin having a number average molecular weight of 1,000 to 100,000 of a copolymer of a prepolymer (F) having a number average molecular weight of 250 to 60,000 with a vinyl monomer (D) having a molecular weight of 53 or greater, said prepolymer (F) having the formula (III): ##STR16## wherein R 1 is an alkyl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group having 1 to 10 carbon atoms selected from the group consisting of alkylene groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or (different and each is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; X is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acyloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloxy groups; Z is a residue of an oligomer (A) having a number average molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloxy groups; R 6 is an alkyl, aryl or aralkyl group having 1 to 30 carbon atoms or a group having the formula: (C 2 H 5 O) 3 --Si--(CH 2 ) 3 --; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of 1 to 3, and m is an integer of 1 to 10 wherein the amount of said prepolymer (F) is at least 0.1 part per weight per 100 parts by weight of said vinyl monomer.

Claim 3

A process for preparing a curable resin having a number average molecular weight of 1,000 to 100,000, which comprises copolymerizing a prepolymer (F) having a number average molecular weight of 250 to 60,000 with a vinyl monomer (D) having a molecular weight of 53 or greater, said prepolymer (F) having the formula (III): ##STR17## wherein R 1 is an alkyl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group having 1 to 10 carbon atoms selected from the group consisting of alkylene groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or different and each is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; X is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acyloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloyy groups; Z is a residue of an oligomer (A) having a number average molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloyloxy groups; R 6 is an alkyl, aryl or aralkyl group having 1 to 30 carbon atoms or a group having the formula: (C 2 H 5 O) 3 --Si--(CH 2 ) 3 --; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of 1 to 3, and m is an integer of 1 to 10 wherein the amount of said prepolymer (F) is at least 0.1 part per weight per 100 parts by weight of said vinyl monomer.

Claim 4

A process for preparing a curable resin having a number average molecular weight of 1,000 to 100,000, which comprises copolymerizing a prepolymer (F) having a number average molecular weight of 250 to 60,000 with a vinyl monomer (D) having a molecular weight of 53 or greater, said prepolymer (F) having the formula (III): ##STR17## wherein R 1 is an alkyl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group having 1 to 10 carbon atoms selected from the group consisting of alkylene groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or different and each is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; X is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acyloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloyy groups; Z is a residue of an oligomer (A) having a number average molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloyloxy groups; R 6 is an alkyl, aryl or aralkyl group having 1 to 30 carbon atoms or a group having the formula: (C 2 H 5 O) 3 --Si--(CH 2 ) 3 --; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of 1 to 3, and m is an integer of 1 to 10 wherein the amount of said prepolymer (F) is at least 0.1 part per weight per 100 parts by weight of said vinyl monomer.

Claim 5

A curable resin of claim 1, wherein said prepolymer (F) is prepared by blocking active hydrogen of the amino group of a prepolymer (C) with a monofunctional isocyanate compound (E) having the formula (IV): R.sup.6 --NCO wherein R 6 is an alkyl, aryl or on aralkyl group having 1 to 30 carbon atoms or group having the formula: (C.sub.2 H.sub.5 O).sub.3 --Si--(CH.sub.2).sub.3, said prepolymer (C) having the formula (I): ##STR18## wherein R 1 is an alkyl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group having 1 to 10 carbon atoms selected from the group consisting of alkyene groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or different and each is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; X is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acyloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloxy groups; Y is --S-- or ##STR19## in which R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; Z is a residue of an oligomer (A) having a number averatge molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloyloxy groups; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of 1 to 3, and m is an integer of 1 to 10, and said prepolymer (C) is prepared by reacting at least one group selected from the group consisting of acryloyl group and methacryloyl group of said oligomer (A) with a silane coupling agent (B) in the substantial absence of water.

Claim 6

The curable resin of claim 1, wherein said prepolymer (F) is prepared by blocking active hydrogen of the amino group of a prepolymer (C) with a monofunctional isocyonate compound (E) having the formula (IV): R.sup.6 --NCO wherein R 6 is an alkyl, aryl or on aralkyl group having 1 to 30 carbon atoms or group having the formula: (C.sub.2 H.sub.5 O).sub.3 --Si--(CH.sub.2).sub.3, said prepolymer (C) having the formula (I): ##STR20## wherein R 1 is an lkayl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group having 1 to b 10 carbon atoms selected from the group consisting of alkylene groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or different and each is a hydrogen atom or an alkyl (group having 1 to 10 carbon atoms; x is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acryloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloxy groups; Y is --S-- or ##STR21## in which R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; Z is a residue of an oligomer (A) having a number average molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloyloxy groups; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of 1 to 3, and m is an integer of 1 to 10, and said prepolymer (C) is prepared by selectively reacting the acryloyl group of said oligomer (A) having both an acryloyl group and a methacryloyl group with a silane coupling agent (B) in the substantial absence of water.

Claim 7

The process of claim 2, wherein said prepolymer (F) is prepared by blocking active hydrogen of the amino group in a prepolymer (C) having the formula (I): ##STR22## where R 1 is an alkyl, aryl, or aralkyl group having 1 to 10 carbon atoms; R 2 is a bivalent group ahving 1 to 10 carbon atoms selected form the group consisting of alkyelne groups, arylene groups and aralkylene groups; R 4 and R 5 are the same or different and each is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; x is a hydrolyzable group selected from the group consisting of halogen atoms, alkoxyl groups, acyloxyl groups, ketoxymate groups, amino groups, acid amide groups, aminooxy groups, mercapto groups and alkenyloxy groups; Y is --S-- or ##STR23## in which R 3 is hydrogen atom or an alkyl group having 1 to 10 carbon atoms; Z is a residue of an oligomer (A) having a number average molecular weight of 100 to 50,000 and having at least two groups selected from the group consisting of acryloyloxy groups and methacryloyloxy groups; p and q are an integer of one or more satisfying the equation of 2<p+q<8; n is an integer of I to 3, and m is an integer of 1 to 10, with a monofunctional isocyanate compound (E) having the formula (IV): R.sup.6 --NCO wherein R 6 is an alkyl, aryl or an aralkyl group having 1 to 30 carbon atoms or group having the formula: (C.sub.2 H.sub.5 O).sub.3 --Si--(CH.sub.2).sub.3.

Claim 8

The curable resin of claim 1, wherein the main chain of said oligomer (A) is mainly a polyester.