Radiation activated addition reaction

Claim 2

In a hydrosilation process which comprises reacting a composition comprising a compound having aliphatic unsaturation and a compound containing at least one silicon-bonded hydrogen atom and not having more than two hydrogen atoms attached to any one silicon atom, in the presence of a platinum catalyst, the improvement which comprises using as the platinum catalyst, a (η-diolefin)(σ-aryl) platinum complex having an ultraviolet displaceable group.

Claim 3

The process of claim 1 wherein said reaction is carried out by means of exposing said composition to actinic radiation.

Claim 4

The process of claim 2 wherein the platinum complex is represented by the formula: ##STR12## wherein R 1 is an alkadiene that is π-bonded to platinum, the alkadiene having a straight or branched chain or a cyclic ring, the alkadiene further being unsubstituted or substituted by one or more groups that are inert in a hydrosilation reaction; R 2 and R 3 are aryl radicals that are σ-bonded to platinum and are independently selected from monocyclic and polycyclic aryl radicals, said aryl radicals being unsubstituted or substituted by one or more radicals that are inert in a hydrosilation reaction; R 4 and R 5 are independently hydrogen or an ortho-alkenyl radical, said alkenyl radical being in a straight or branched chain or in a 5- or 6-membered ring, the unsaturated bond of the alkenyl radical being in the 2- or 3-position with respect to the σ-bonded position; a is zero or one, being zero only when both R 4 and R 5 are ortho-alkenyl radicals, and one when either R 4 or R 5 is not an ortho-alkenyl radical.

Claim 5

The process of claim 3 wherein the platinum complex is selected from the group consisting of (η 4 -1,5-COD)-bis(4-methoxyphenyl)platinum (η 4 -1,5-COD)-bis-(4-trimethylsilylphenyl)platinum (η 4 -1,5-COD)-bis(4-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(3-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2,4,6-trifluorophenyl)platinum.

Claim 6

The process of claim 1 wherein the composition comprises from 0.1 to 10.0 equivalent weights of the compound having silicon-bonded hydrogen per equivalent weight of the compound having aliphatic unsaturation, and, per 1,000,000 parts by weight of the total composition, from 5 to 1000 parts by weight of the platinum catalyst.

Claim 7

The process of claim 1 wherein the compound containing aliphatic unsaturation is a polyorganosiloxane having the general formula: ##STR13## wherein each R 8 is independently an unhalogenated or halogenated ethylenically-unsaturated radical, an unhalogenated or halogenated alkyl radical or cycloalkyl radical, or a phenyl radical, at least 90% of all R 8 radicals being methyl radicals, but no more than 10% of all R 8 radicals being vinyl or propenyl, and at least two of the R 8 radicals being vinyl or propenyl, h is a number having a value from about 75 to 250 such that the polyorganovinylsiloxane has a viscosity from about 0.3 to 3 pascal-seconds (300 to 3000 centipoise) at 25° C., and g is 0,1,2, or 3.

Claim 8

The process of claim 1 wherein the compound containing silicon-bonded hydrogen is a polyorganohydrosiloxane having the general formula: ##STR14## wherein each R 10 is independently an alkyl radical, a cycloalkyl radical, a phenyl radical, a hydroxyalkyl radical, a (polyalkoxy)alkyl radical, or hydrogen, at least two but no more than 50% of all R 10 groups being hydrogen, m is 0, 1, 2 or 3, and n is a number having an average value from one to 275 such that when considered with the value of provides a molecular weight to the polyorganohydrosiloxane of between 134 and 20,000.

Claim 9

The process of claim 7 wherein the composition comprises from 1 to 40 parts by weight of the polyorganohydrosiloxane, from 60 to 99 parts by weight of the compound having aliphatic unsaturation, and, per 1,000,000 parts by weight of the total composition, from 5 to 1000 parts by weight of the platinum complex.

Claim 10

The process of claim 1 wherein the compound having aliphatic unsaturation is one having olefinic unsaturation.

Claim 11

A composition which comprises (a) a silicon compound containing at least one hydrogen atom attached to silicon per molecule, there being not more than two hydrogen atoms attached to any one silicon atom, (b) a compound containing aliphatic unsaturation, and (c) a (η-diolefin)(σ-aryl)platinum complex having an ultraviolet displaceable group.

Claim 12

A composition which comprises (a) a silicon compound containing at least one hydrogen atom attached to silicon per molecule, there being not more than two hydrogen atoms attached to any one silicon atom, (b) a compound containing aliphatic unsaturation, and (c) a (η-diolefin)(σ-aryl)platinum complex having an ultraviolet displaceable group.

Claim 13

The composition of claim 10 wherein the platinum complex is represented by the formula: ##STR15## wherein R 1 is an alkadiene that is π-bonded to platinum, the alkadiene being a straight or branched chain or a cyclic ring, the alkadiene further being unsubstituted or substituted by one or more groups that are inert in a hydrosilation reaction; R 2 and R 3 are aryl radicals that are σ-bonded to platinum and are independently selected from monocyclic and polycyclic aryl radicals said aryl radicals being unsubstituted or substituted by one or more radicals that are inert in a hydrosilation reaction; R 4 and R 5 are independently hydrogen or an ortho-alkenyl radical, said alkenyl radical being in a straight or branched chain or in a ring, the unsaturated bond of the alkenyl radical being in the 2- or 3-position with respect to the σ-bonded position; a is zero or one, being zero only when both R 4 and R 5 are ortho-alkenyl radicals, and one when either R 4 or R 5 is not an ortho-alkenyl radical.

Claim 14

The composition of claim 11 wherein the platinum complex is selected from the group consisting of (η 4 -1,5-COD)-bis(4-methoxyphenyl)platinum (η 4 -1,5-COD)-bis(4-trimethylsilylphenyl)platinum (η 4 -1,5-COD)-bis(4-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(3-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2,4,6-trifluorophenyl)platinum.

Claim 15

The composition of claim 10, said composition comprising from 0.1 to 10.0 equivalent weights of the compound having silicon-bonded hydrogen per equivalent weight of the compound having aliphatic unsaturation, and, per 1,000,000 parts by weight of the total composition, from 5 to 1000 parts by weight of the platinum complex.

Claim 16

Radiation curable composition comprising (a) polyorganohydrosiloxane having the general formula: ##STR16## wherein each R 10 is independently an alkyl radical, a cycloalkyl radical, a phenyl radical, a hydroxyalkyl radical, a (polyalkoxy)alkyl radical or hydrogen, at least two but no more than 50% of all R 10 groups being hydrogen; m is 0, 1, 2 or 3, and n is a number having an average value from one to 275 such that when considered with the value of m provides a molecular weight to the polyorganohydrosiloxane of between 134 and 20,000, (b) a polyorganosiloxane having the general formula: ##STR17## wherein each R 8 is independently an unhalogenated or halogenated ethylenically unsaturated radical; an unhalogenated or halogenated alkyl radical or cycloalkyl radical, or the phenyl radical, at least 90% of all R 8 radicals being methyl radicals, but no more than 10% of all R 8 radicals being vinyl or propenyl, and at least two of the R 8 radicals being vinyl or propenyl, h is a number having a value from about 75 to 250 such that the polyorganovinylsiloxane has a viscosity from about 0.3 to 3 pascal-seconds (300 to 3000 centipoise) at 25° C., and g is 0,1,2, or 3, (c) a platinum complex represented by the formula: ##STR18## wherein R 1 is an alkadiene that is π-bonded to platinum, the alkadiene being a straight or branched chain or a cyclic ring, the alkadiene further being unsubstituted or substituted by one or more groups that are inert in a hydrosilation reaction; R 2 and R 3 are aryl radicals that are σ-bonded to platinum and are independently selected from monocyclic and polycyclic aryl radicals, said aryl radicals being unsubstituted or substituted by one or more radicals that are inert in a hydrosilation reaction; R 4 and R 5 are independently hydrogen or an ortho-alkenyl radical, said alkenyl radical being in a straight or branched chain or in a ring, the unsaturated bond of the alkenyl radical being in the 2- or 3-position with respect to the σ-bonded position; a is zero or one, being zero only when both R 4 and R 5 are ortho-alkenyl radicals, and one when either R 4 or R 5 is not an ortho-alkenyl radical.

Claim 17

Radiation curable composition comprising (a) polyorganohydrosiloxane having the general formula: ##STR16## wherein each R 10 is independently an alkyl radical, a cycloalkyl radical, a phenyl radical, a hydroxyalkyl radical, a (polyalkoxy)alkyl radical or hydrogen, at least two but no more than 50% of all R 10 groups being hydrogen; m is 0, 1, 2 or 3, and n is a number having an average value from one to 275 such that when considered with the value of m provides a molecular weight to the polyorganohydrosiloxane of between 134 and 20,000, (b) a polyorganosiloxane having the general formula: ##STR17## wherein each R 8 is independently an unhalogenated or halogenated ethylenically unsaturated radical; an unhalogenated or halogenated alkyl radical or cycloalkyl radical, or the phenyl radical, at least 90% of all R 8 radicals being methyl radicals, but no more than 10% of all R 8 radicals being vinyl or propenyl, and at least two of the R 8 radicals being vinyl or propenyl, h is a number having a value from about 75 to 250 such that the polyorganovinylsiloxane has a viscosity from about 0.3 to 3 pascal-seconds (300 to 3000 centipoise) at 25° C., and g is 0,1,2, or 3, (c) a platinum complex represented by the formula: ##STR18## wherein R 1 is an alkadiene that is π-bonded to platinum, the alkadiene being a straight or branched chain or a cyclic ring, the alkadiene further being unsubstituted or substituted by one or more groups that are inert in a hydrosilation reaction; R 2 and R 3 are aryl radicals that are σ-bonded to platinum and are independently selected from monocyclic and polycyclic aryl radicals, said aryl radicals being unsubstituted or substituted by one or more radicals that are inert in a hydrosilation reaction; R 4 and R 5 are independently hydrogen or an ortho-alkenyl radical, said alkenyl radical being in a straight or branched chain or in a ring, the unsaturated bond of the alkenyl radical being in the 2- or 3-position with respect to the σ-bonded position; a is zero or one, being zero only when both R 4 and R 5 are ortho-alkenyl radicals, and one when either R 4 or R 5 is not an ortho-alkenyl radical.

Claim 18

The composition of claim 14, said composition comprising from 60 to 99 parts by weight of the polyorganosiloxane, from about 1 to about 40 parts by weight of the polyorganohydrosiloxane, and, per 1,000,000 parts by weight of the total composition, from 5 to 1000 parts by weight of the platinum complex.

Claim 19

The composition of claim 14 wherein the platinum complex is selected from the group consisting of (η 4 -1,5-COD)-bis(4-methoxyphenyl)platinum (η 4 -1,5-COD)-bis(4-trimethylsilylphenyl)platinum (η 4 -1,5-COD)-bis(4-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(3-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2-trifluoromethylphenyl)platinum (η 4 -1,5-COD)-bis(2,4,6-trifluorophenyl)platinum.

Claim 20

A substrate bearing on at least one major surface a layer prepared by applying the composition of claim 14 to said surface and then exposing said composition to actinic radiation.

Claim 21

Sheet material provided with a release surface prepared by applying on at least one side of said sheet material the composition of claim 14 and then exposing said composition to actinic radiation, and a layer of normally tacky and pressure-sensitive adhesive bonded firmly to the other side of said sheet material, thereby forming a pressure-sensitive adhesive tape.