US 5,288,827 AGranted

Copolymer of (meth)acryloxy-alkyl-siloxysilane and alkyl(meth)acrylates and the use thereof as pressure sensitive adhesives

AssigneeCiba-Geigy Corporation

InventorsXiaoling Li, Bret Berner

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Abstract

A new polymer, the feed monomers and molar percents of which, exclusive of a polymerization initiator and crosslinker, are: A. (I) 42 mole % to 58 mole % of a siloxy silane of formula I, (II) 42 mole % to 58 mole % of an unsubstituted alkyl (meth)acrylate of formula II, (III) 0 to 5 mole % of a Group A monomer, and (IV) 0 to 16 mole % of an additional vinylic copolymerizable monomer; B. (I) 42 mole % to 58 mole % of a siloxy silane of formula I, (II) 21 mole % up to less than 42 mole % of an unsubstituted alkyl (meth)acrylate of formula II, (III) 0 to 5 mole % of a Group A monomer, and (IV) 0 to 29 mole % of an additional vinylic copolymerizable monomer, or C. (I) 16 mole % up to less than 42 mole % of a siloxy silane of formula I, (II) 42 mole % of 58 mole % of an unsubstituted alkyl (meth)acrylate of formula II, (III) 0 to 5 mole % of a Group A monomer, and (IV) 0 to 36 mole % of an additional vinylic copolymerizable monomer, where formula I is ##STR1## where formula II is ##STR2## where Group A is a vinylic acid or a (meth)acrylate as defined herein. Methods of manufacture of the polymer and the use thereof as a pressure adhesive, especially a transdermal and/or transmucosal delivery system pressure sensitive adhesive, are also claimed.

A polymer having a polymerization feed mixture of

(a) an effective amount of a polymerization initiator,
(b) 0 to 5 mole %, based on the total of all monomers present, of a vinylic copolymerizable crosslinker;
and
(c) one of the following groups (i), or (iii);
where (i) is
(I) 42 mole % to 58 mole % of a siloxy silane of formula I,
(II) 42 mole % to 58 mole % of an unsubstituted alkyl (meth)acrylate of formula II,
(III) 0 to 5 mole % of a Group A monomer, and
(IV) 0 to 16 mole % of an additional vinylic copolymerizable monomer of Group B;
or
where (iii) is
(I) 16 mole % up to less than 42 mole % of a siloxy silane of formula I,
(II) 42 mole % to 58 mole % of an unsubstituted alkyl (meth)acrylate of formula II,
(III) 0 to 5 mole % of a Group A monomer, and
(IV) 0 to 36 mole % of an additional vinylic copolymerizable monomer of Group B;
in which formula I is ##STR11## in which R.sub.1 is hydrogen or methyl;
R.sub.2 is alkylene of 1-6 carbon atoms;
and
n is an integer of from 0 to 2;
and where formula II is ##STR12## in which R.sub.3 is hydrogen or methyl;
and R.sub.4 is methyl or a linear or branched chain C.sub.2-10 alkyl which is unsubstituted;
and where Group A monomer is a monomer selected from (meth)acrylic acid, maleic acid, fomaric acid, itaconic acid, cinnamic acid, crotonic acid, 2-(methy)acroyloxyethyl sulfonic acid, 2-(meth)acrylamido-2-methylpropane sulfonic acid, vinyl sulfonic acid, p-styrene sulfonic acid, allyl sulfonic acid and monomers of formula III ##STR13## in which R.sub.5 is hydrogen or methyl;
and R.sub.6 is a substituted linear or branched alkyl group of up to 10 carbon atoms, said substituent being selected from the group consisting of hydroxy, C.sub.1-4 alkoxy, Cl, Br, F, carboxy, C.sub.1-4 alkoxycarbonyl, C.sub.1-4 alkylcarbonyloxy, and amino;
and said additional vinylic copolymerizable monomer of Group B is neither a polymerization initiator, a crosslinker, nor a member of the group of compounds of formulae I, or II, nor a member of Group A monomers as defined above, but is a mono-unsaturated monomer which is copolymerizable with compounds of formulae I, II, and Group A monomers.

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Abstract

Claims9