Polyacrylate and polymethacrylate ester based hydrogel adhesives
First Claim
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1. A biomedical device comprising a hydrogel adhesive containing a copolymer of a first water soluble monomer having the structure (I) ##STR8## where, R1 is selected from the group consisting of H and CH3 ;
- R2 is selected from the group consisting of a straight or branched chain alkyl radical of 2-12 carbon atoms, a straight or branched chain aliphatic ester of 5-12 carbon and oxygen atoms, and a straight or branched chain ether radical of 3-12 carbon and oxygen atoms;
X is an ionic group selected from the group consisting of SO3-, COO- and ##STR9## where R3, R4, and R5 are independently selected from the group consisting of H and alkyl groups of 1-4 carbon atoms;
copolymerized and cross-linked in the presence of water, a multi-functional cross-linking agent, and a humectant with a second water soluble monomer having the structure (II)
space="preserve" listing-type="equation">CH.sub.2 =CH--Y (II)where Y is selected from the group consisting of--COOH, ##STR10## --SO3 H, and --PO3 H where R6, R7 are independently selected from the group consisting of H and alkyl groups of 1-3 carbon atoms;
wherein said first water soluble monomer is selected from the group consisting of potassium-3-sulfopropyl acrylate, potassium-3-sulfopropyl methacrylate, 2-carboxyethylacrylate, 2-sulfoethylmethacrylate, and methacryloxyethyl trimethylammonium chloride; and
wherein said second water soluble monomer is selected from the group consisting of acrylic acid, acrylamide, alkylated acrylamides, vinyl pyrrolidone, vinyl sulfonic acid, and vinyl phosphonic acid.
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Abstract
A hydrogel adhesive made of a polymer formed by polymerizing a water soluble long chain (meth)acrylate ester monomer (structure I); a hydrogel adhesive made of a copolymer formed by copolymerizing a first water soluble long chain (meth)acrylate ester monomer (structure I) with a second water soluble monomer (structure II); biomedical devices having such hydrogel adhesives; a method of preparing hydrogel adhesives; and a method of adhering biomedical devices to skin.
122 Citations
8 Claims
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1. A biomedical device comprising a hydrogel adhesive containing a copolymer of a first water soluble monomer having the structure (I) ##STR8## where, R1 is selected from the group consisting of H and CH3 ;
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R2 is selected from the group consisting of a straight or branched chain alkyl radical of 2-12 carbon atoms, a straight or branched chain aliphatic ester of 5-12 carbon and oxygen atoms, and a straight or branched chain ether radical of 3-12 carbon and oxygen atoms; X is an ionic group selected from the group consisting of SO3-, COO- and ##STR9## where R3, R4, and R5 are independently selected from the group consisting of H and alkyl groups of 1-4 carbon atoms; copolymerized and cross-linked in the presence of water, a multi-functional cross-linking agent, and a humectant with a second water soluble monomer having the structure (II)
space="preserve" listing-type="equation">CH.sub.2 =CH--Y (II)where Y is selected from the group consisting of --COOH, ##STR10## --SO3 H, and --PO3 H where R6, R7 are independently selected from the group consisting of H and alkyl groups of 1-3 carbon atoms; wherein said first water soluble monomer is selected from the group consisting of potassium-3-sulfopropyl acrylate, potassium-3-sulfopropyl methacrylate, 2-carboxyethylacrylate, 2-sulfoethylmethacrylate, and methacryloxyethyl trimethylammonium chloride; and wherein said second water soluble monomer is selected from the group consisting of acrylic acid, acrylamide, alkylated acrylamides, vinyl pyrrolidone, vinyl sulfonic acid, and vinyl phosphonic acid. - View Dependent Claims (2, 3, 4, 5, 6, 7)
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8. A biomedical device comprising:
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(a) a hydrogel adhesive containing a copolymer of a first water soluble monomer having the structure (I) ##STR11## where, R1 is selected from the group consisting of H and CH3 ; R2 is selected from the group consisting of a straight or branched chain alkyl radical of 2-12 carbon atoms, a straight or branched chain aliphatic ester of 5-12 carbon and oxygen atoms, and a straight or branched chain ether radical of 3-12 carbon and oxygen atoms; X is an ionic group selected from the group consisting of SO3-, COO- and ##STR12## where R3, R4, and R5 are independently selected from the group consisting of H and alkyl groups of 1-4 carbon atoms; copolymerized and cross-linked in the presence of water, a multi-functional cross-linking agent, and a humectant with a second water soluble monomer having the structure (II)
space="preserve" listing-type="equation">CH.sub.2 =CH--Y (II)where Y is selected from the group consisting of --COOH, ##STR13## --SO3 H, and --PO3 H where R6, R7 are independently selected from the group consisting of H and alkyl groups of 1-3 carbon atoms; and (b) a gas permeable substrate adjacent to said hydrogel adhesive; wherein said first water soluble monomer is selected from the group consisting of potassium-3-sulfopropyl acrylate, potassium-3-sulfopropyl methacrylate, 2-carboxyethylacrylate, 2-sulfoethylmethacrylate, and methacryloxyethyl trimethylammonium chloride; and wherein said second water soluble monomer is selected from the group consisting of acrylic acid, acrylamide, alkylated acrylamides, vinyl pyrrolidone, vinyl sulfonic acid, and vinyl phosphonic acid; said first water soluble monomer comprising 10-90 weight % of total monomer weight.
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Specification
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Current AssigneeGraphic Controls Corporation (Nissha Co., Ltd.)
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Original AssigneeGraphic Controls Corporation (Nissha Co., Ltd.)
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InventorsTang, Jinsong, Mruk, Norbert J.
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Primary Examiner(s)HENDERSON JR, CHRISTOPHER A
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Application NumberUS08/478,495Time in Patent Office853 DaysField of Search607/153, 607/152, 128/639, 128/640, 128/641, 128/642, 624/304, 624/305, 624/306, 624/307, 624/20US Class Current607/152CPC Class CodesA61L 15/58 AdhesivesA61L 26/0014 obtained by reactions only ...C08L 33/02 Homopolymers or copolymers ...C08L 33/06 of esters containing only c...
