Crosslinkable pressure-sensitive adhesive for skin

Abstract

It is an object of the invention to provide a crosslinkable pressure-sensitive adhesive for skin that exhibits satisfactory adhesion and releasability for human skin and low irritation to skin, and a crosslinkable pressure-sensitive adhesive sheet for skin that is suitable for medical and cosmetic use, as well as to provide a composition for production of a crosslinkable pressure-sensitive adhesive for skin that has superior storage properties and is suitable for preparation of the crosslinkable pressure-sensitive adhesive for skin. The crosslinkable pressure-sensitive adhesive for skin of the invention is formed by 100 parts by weight of an acrylic copolymer (copolymer A) comprising a (meth) acrylic acid alkyl ester as the main constituent component and 3-45 wt % diacetoneacrylamide as an essential constituent component, and containing no free carboxyl groups, and 0.1-30 parts by weight of an acrylic copolymer (copolymer B) comprising a (meth)acrylic acid alkyl ester as the main constituent component and a primary amino group and/or carboxyhydrazide group on a side chain, and containing no free carboxyl groups. A composition of copolymer A and copolymer B dissolved in a solvent containing at least 5.0 wt % acetone and/or butanone with respect to the total amount of solvent can be stored for prolonged periods.

1 . A crosslinkable pressure-sensitive adhesive for skin, formed by 100 parts by weight of an acrylic copolymer (copolymer A) comprising a (meth)acrylic acid alkyl ester as the main constituent component and 3-45 wt % diacetoneacrylamide as an essential constituent component, and containing no free carboxyl groups, and 0.1-30 parts by weight of an acrylic copolymer (copolymer B) comprising a (meth)acrylic acid alkyl ester as the main constituent component and a primary amino group and/or carboxyhydrazide group on a side chain, and containing no free carboxyl groups.  
   
   
       2 . A crosslinkable pressure-sensitive adhesive for skin according to  claim 1 , characterized in that the copolymer B is an acrylic copolymer obtained by copolymerizing a (meth)acrylic acid alkyl ester as the main constituent component with a (meth)acrylic monomer having a primary amino group on a side chain.  
   
   
       3 . A crosslinkable pressure-sensitive adhesive for skin according to  claim 1 , characterized in that the copolymer B is an acrylic copolymer obtained by copolymerizing a (meth)acrylic acid alkyl ester as the main constituent component with (meth)acrylic acid, and then reacting the free carboxyl groups in the obtained copolymer with an imine, diamine and/or dicarboxylic acid dihydrazide.  
   
   
       4 . A crosslinkable pressure-sensitive adhesive for skin according to  claim 1 , characterized in that the copolymer B is an acrylic copolymer obtained by copolymerizing a (meth)acrylic acid alkyl ester as the main constituent component with diacetoneacrylamide, and then reacting the carbonyl groups in the obtained copolymer with a diamine and/or dicarboxylic acid dihydrazide.  
   
   
       5 . A crosslinkable pressure-sensitive adhesive sheet for skin comprising a crosslinkable pressure-sensitive adhesive for skin comprising 100 parts by weight of an acrylic copolymer (copolymer A) comprising a (meth)acrylic acid alkyl ester as the main constituent component and 3-45 wt % diacetoneacrylamide as an essential constituent component, and containing no free carboxyl groups, and 0.1-30 parts by weight of an acrylic copolymer (copolymer B) comprising a (meth)acrylic acid alkyl ester as the main constituent component and a primary amino group and/or carboxyhydrazide group on a side chain, and containing no free carboxyl groups, said crosslinkable pressure-sensitive adhesive being formed on a sheet-like support.  
   
   
       6 . A crosslinkable pressure-sensitive adhesive sheet for skin according to  claim 5  which comprises 25-200 parts by weight of a plasticizer with respect to 100 parts by weight of copolymer A.  
   
   
       7 . A crosslinkable pressure-sensitive adhesive sheet according to  claim 5  which comprises a medical or cosmetic transdermal component.  
   
   
       8 . A composition for production of a crosslinkable pressure-sensitive adhesive for skin, obtained by dissolving in a solvent 100 parts by weight of an acrylic copolymer (copolymer A) comprising a (meth)acrylic acid alkyl ester as the main constituent component and 3-45 wt % diacetoneacrylamide as an essential constituent component, and containing no free carboxyl groups, and 0.1-30 parts by weight of an acrylic copolymer (copolymer B) comprising a (meth)acrylic acid alkyl ester as the main constituent component and a primary amino group and/or carboxyhydrazide group on a side chain, and containing no free carboxyl groups.  
   
   
       9 . A composition for production of a crosslinkable pressure-sensitive adhesive for skin according to  claim 8 , which is prepared by dissolution in a solvent containing at least 5.0 wt % acetone and/or butanone with respect to the total amount of solvent.  
   
   
       10 . A process for production of a crosslinkable pressure-sensitive adhesive for skin, characterized by evaporating off the solvent by heat from a composition for production of a crosslinkable pressure-sensitive adhesive for skin, obtained by dissolving in a solvent 100 parts by weight of an acrylic copolymer (copolymer A) comprising a (meth)acrylic acid alkyl ester as the main constituent component and 3-45 wt % diacetoneacrylamide as an essential constituent component, and containing no free carboxyl groups, and 0.1-30 parts by weight of an acrylic copolymer (copolymer B) comprising a (meth)acrylic acid alkyl ester as the main constituent component and a primary amino group and/or carboxyhydrazide group on a side chain, and containing no free carboxyl groups.