Pressure-sensitive adhesive crosslinked by copolymerizable aromatic ketone monomers

Claim 2

A composition useful as a pressure-sensitive skin adhesive comprising a crosslinked copolymer comprised of A monomers and PX monomers, wherein: A is a monomeric acrylate or methacrylate ester of a non-tertiary alcohol or a mixture of non-tertiary alcohols, said alcohols having from 1 to 14 carbon atoms with the average number of carbon atoms being about 4-12; and PX is a copolymerizable mono-ethylenically unsaturated aromatic ketone monomer free of ortho-aromatic hydroxyl groups and has the formula: ##STR2## wherein R is lower alkyl or phenyl, provided that R may be optionally substituted with one or more halogen atoms, alkoxy groups or hydroxyl groups, further provided that when R is phenyl substituted with one or more hydroxyl groups, any such hydroxyl groups must be meta or para to the aromatic carbonyl, X is halogen, alkoxy or hydroxyl, provided that when X is a hydroxyl group, that X must be meta or para to the aromatic carbonyl, n is an integer from 0 to 4, Y is a divalent linking group, and Z is an alkenyl group or an ethylenically unsaturated acyl group; said PX monomer comprising from about 0.025% to about 0.5% by weight of said copolymer and the degree of polymerization of said copolymer being such that said copolymer has an inherent viscosity of from about 0.5 dl/g to about 1.4 dl/g before crosslinking, whereby upon crosslinking said copolymer by ultraviolet irradiation of said PX containing copolymer the skin adhesive composition has a creep compliance of from about 1.2×10 -5 cm 2 /dyne to about 2.3×10 -5 cm 2 /dyne when measured after about 3 minutes of subjection to stress.

Claim 3

A composition in accordance with claim 2 wherein Y is selected from the group consisting of a covalent bond, an oxygen atom, an amine group, an oxyalkyleneoxy group, and a carbamoylalkyleneoxy group.

Claim 4

A composition in accordance with claim 1 wherein the copolymer is further comprised of a B monomer which is an ethylenically unsaturated compound copolymerizable with said monomeric acrylate ester, the amount by weight of B monomer being up to 25% of the total weight of all monomers.

Claim 5

A composition in accordance with claim 3, wherein the polymer contains B monomer which is selected from the group consisting of acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, acrylonitrile, methacrylonitrile, vinyl acetate and N-vinylpyrrolidone.

Claim 6

A composition in accordance with claim 3 wherein said A monomer is isooctyl acrylate, said PX monomer is p-acryloxybenzophenone and said B monomer is acrylic acid.

Claim 7

A precursor composition useful in making a pressure-sensitive skin adhesive, the precursor composition comprising an uncrosslinked copolymer comprised of A monomers and PX monomers, wherein: A is a monomeric acrylate or methacrylate ester of a non-tertiary alcohol or a mixture of non-tertiary alcohols, said alcohols having from 1 to 14 carbon atoms with the average number of carbon atoms being about 4-12; and PX is a copolymerizable mono-ethylenically unsaturated aromatic ketone monomer free of ortho-aromatic hydroxyl groups and has the formula: ##STR3## wherein R is lower alkyl or phenyl, provided that R may be optionally substituted with one or more halogen atoms, alkoxy groups or hydroxyl groups, further provided that when R is phenyl substituted with one or more hydroxyl groups, any such hydroxyl groups must be meta or para to the aromatic carbonyl, X is halogen, alkoxy or hydroxyl, provided that when X is a hydroxyl group, that X must be meta or para to the aromatic carbonyl, n is an integer from 0 to 4, Y is a divalent linking group, and Z is an alkenyl group or an ethylenically unsaturated acyl group; said PX monomer comprising from about 0.025% to about 0.5% by weight of said copolymer and the degree of polymerization of said copolymer being such that said copolymer has an inherent viscosity of from about 0.5 dl/g to about 1.4 dl/g, whereby said PX containing copolymer is potentially crosslinkable by ultraviolet irradiation of said copolymer such that the skin adhesive composition when crosslinked has a creep compliance of from about 1.2×10 -5 cm 2 /dyne to about 2.3×10 -5 cm 2 /dyne when measured after about 3 minutes of subjection to stress.

Claim 8

A precursor composition useful in making a pressure-sensitive skin adhesive, the precursor composition comprising an uncrosslinked copolymer comprised of A monomers and PX monomers, wherein: A is a monomeric acrylate or methacrylate ester of a non-tertiary alcohol or a mixture of non-tertiary alcohols, said alcohols having from 1 to 14 carbon atoms with the average number of carbon atoms being about 4-12; and PX is a copolymerizable mono-ethylenically unsaturated aromatic ketone monomer free of ortho-aromatic hydroxyl groups and has the formula: ##STR3## wherein R is lower alkyl or phenyl, provided that R may be optionally substituted with one or more halogen atoms, alkoxy groups or hydroxyl groups, further provided that when R is phenyl substituted with one or more hydroxyl groups, any such hydroxyl groups must be meta or para to the aromatic carbonyl, X is halogen, alkoxy or hydroxyl, provided that when X is a hydroxyl group, that X must be meta or para to the aromatic carbonyl, n is an integer from 0 to 4, Y is a divalent linking group, and Z is an alkenyl group or an ethylenically unsaturated acyl group; said PX monomer comprising from about 0.025% to about 0.5% by weight of said copolymer and the degree of polymerization of said copolymer being such that said copolymer has an inherent viscosity of from about 0.5 dl/g to about 1.4 dl/g, whereby said PX containing copolymer is potentially crosslinkable by ultraviolet irradiation of said copolymer such that the skin adhesive composition when crosslinked has a creep compliance of from about 1.2×10 -5 cm 2 /dyne to about 2.3×10 -5 cm 2 /dyne when measured after about 3 minutes of subjection to stress.

Claim 9

A composition as defined in claim 1 wherein the degree of polymerization of said copolymer is such that said copolymer has an inherent viscosity of from about 0.55 dl/g to about 1.1 dl/g before crosslinking.

Claim 10

A composition as defined in claim 1 wherein the creep compliance of the skin adhesive composition is from about 1.2×10 -5 cm 2 /dyne to about 2.3×10 -5 cm 2 /dyne.

Claim 11

A composition as defined in claim 1 wherein R is phenyl.

Claim 12

A composition as defined in claim 1 wherein R is methyl.

Claim 13

A composition as defined in claim 1 wherein R is phenyl, n is zero such that (X) n is hydrogen, Y is oxygen, and Z is acryloyl, such that said PX monomer is para-acryloxybenzophenone.

Claim 14

A precursor composition as defined in claim 6 wherein Y is selected from the group consisting of a covalent bond, an oxygen atom, an amine group, an oxyalkyleneoxy group, and a carbamoylalkyleneoxy group.

Claim 15

A precursor composition as defined in claim 6 wherein the copolymer is further comprised of a B monomer which is an ethylenically unsaturated compound copolymerizable with said monomer acrylate ester, the amount by weight of B monomer being up to 25% of the total weight of all monomers.

Claim 16

A precursor composition as defined in claim 6 wherein the polymer contains B monomer which is selected from the group consisting of acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, acrylonitrile, methacrylonitrile, vinyl acetate, and N-vinylpyrrolidone.

Claim 17

A precursor composition as defined in claim 6 wherein said A monomer is isooctyl acrylate, said PX monomer is para-acryloxybenzophenone and said B monomer is acrylic acid.

Claim 18

A precursor composition as defined in claim 6 wherein the degree of polymerization of said copolymer is such that said copolymer has an inherent viscosity of from about 0.55 dl/g to about 1. dl/g before crosslinking.

Claim 19

A precursor composition as defined in claim 6 wherein the creep compliance of the skin adhesive composition is from about 1.2×10 -5 cm 2 /dyne to about 2.3×10 -5 cm 2 /dyne.

Claim 20

A precursor composition as defined in claim 6 wherein R is phenyl.

Claim 21

A precursor composition as defined in claim 6 wherein R is methyl.

Claim 22

A precursor composition as defined in claim 6 wherein R is phenyl, n is zero such that (X) n is hydrogen, Y is oxygen, and Z is acryloyl, such that said PX monomer is para-acryloxybenzophenone.