Amphiphilic pressure sensitive adhesives for human skin adhesion

Patent metadata

Field	Value
Publication number	US-9346982-B2
Application number	US-201113210038-A
Country	US
Kind code	B2
Filing date	Aug 15, 2011
Priority date	Aug 16, 2010
Publication date	May 24, 2016
Grant date	May 24, 2016

Abstract

The present invention relates to amphiphilic pressure sensitive adhesives, specifically, pressure sensitive adhesives with amphiphilic copolymers which improve adhesion under moist environment. The amphiphilic copolymers comprise at least one hydrophobic acrylic monomer or oligomer and at least one hydrophilic or amphiphilic monomer or oligomer. The present invention also relates to the use of such adhesives in securing medical devices to human skin.

First claim

We claim:

1. An amphiphilic pressure sensitive adhesive composition suitable for securing a medical device to human skin, wherein the pressure sensitive adhesive comprises an amphiphilic copolymer of at least one hydrophobic acrylic monomer or oligomer; at least one hydrophilic or amphiphilic monomer or oligomer; and a crosslinker, wherein the hydrophilic or amphiphilic monomer or oligomer is selected from acrylamides, N-alkylacrylamides, N,N-dialkylacrylamides, N-alkylaminoalkylacrylamides, methacrylamides, amino methacrylates, N-alkylamino acrylates, N,N-dialkylamino acrylates, N-alkylamino methacrylates, acrylamido alkylsulfonic acid and its salts, N-vinylpyrrolidones, N-vinylcaprolactams, and combinations thereof; and the crosslinker is selected from polybutadiene dimethacrylate, trimethylolpropane trimethacrylate, and ethylene glycol dimethacrylate, wherein the crosslinker is present at 0.2 to 0.5 wt %; such that the amphiphilic copolymer:
a) is crosslinked in solution and is castable after crosslinking,
b) does not dissolve in aqueous medium,
c) absorbs less than 10% of its weight in the presence of water or moisture,
d) is peelable from human skin and does not leave residue,
e) remains adherent to skin under wet conditions,
f) has a glass transition temperature below 25° C., and
g) wherein the 180-deg peel strength of the adhesive to Stainless Steel plate tested per ASTM D3330 is below 20 N/in with minimal residue on the plate.

2. The pressure sensitive adhesive composition according to claim 1 , wherein the hydrophobic monomer or oligomer is a long chain acrylate selected from butyl acrylate, iso-octyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate, and combinations thereof.

3. The amphiphilic pressure sensitive adhesive composition according to claim 1 , wherein the medical device is an ostomy appliance, wound dressing, surgical device, catheter, intravenous delivery device, or infusion device.

4. The amphiphilic pressure sensitive adhesive composition according to claim 1 , wherein the hydrophobic acrylic monomer is iso-octyl acrylate (IOA) the hydrophilic or amphiphilic monomer is N-isopropylacrylamide (NIPAM), the crosslinker is ethylene glycol dimethacrylate (EGDMA), wherein the IOA, NIPAM, and EGDMA are present in amounts of 75-80 wt %, 20-25 wt % and 0.2 to 0.5 wt %, respectively.

Assignees

• Sambasivam Mahesh
• Yu Xiang
• Salamone Joseph C
• Salamone Ann Beal
• Convatec Technologies Inc

Inventors

• Sambasivam Mahesh
• Yu Xiang
• Salamone Joseph C
• Salamone Ann Beal

Classifications

• C09J2433/00

  Presence of (meth)acrylic polymer · CPC title

• C09J2475/006

  in the substrate · CPC title

• C09J133/08 Primary

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C09J139/04

  Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member · CPC title

• C09J133/26 Primary

  Homopolymers or copolymers of acrylamide or methacrylamide · CPC title