Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Patent
1998-06-23
1999-11-16
McDermott, Corrine
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
524766, 524767, 522149, 522153, 604 20, 604180, 600391, 424448, C08J 9300, A61F 1302, A61N 130
Patent
active
059859903
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
This invention relates to hydrophilic pressure sensitive adhesives, (meth)acrylate-functional polar polymers which serve as precursors to them, and medical products using such adhesives.
BACKGROUND OF THE INVENTION
Hydrophilic pressure sensitive adhesives are used in the medical field for a variety of skin-contacting applications as detailed in "An Overview of Skin Contact Applications for Pressure-sensitive Adhesives", D. G. Pierson, Tappi Journal, 73 (6), 101-107 (June, 1990). These applications include use as adhesives which absorb exudate from wounds, as ionically conductive adhesives in biomedical electrodes, and in iontophoretic (electrically enhanced) transdermal delivery of polar drugs.
Hydrophilic pressure sensitive adhesives are networks of a polar polymer, generally crosslinked and plasticized with a compatible humectant material such as glycerin or poly(ethylene glycol). Water, a salt, or a drug may also be included depending on the application. A relatively thick layer of adhesive is typically used (0.25 to 2.5 mm (10 to 100 mil) or greater).
Several approaches have been developed to prepare these hydrophilic pressure sensitive adhesives. They can be generated by delivering a moderate viscosity solution from solvent or water and drying (exemplified by U.S. Pat. No. 5,276,079); by extrusion coating a high viscosity precursor (exemplified by U.S. Pat. Nos. 4,674,512 and 4,593,053); by polymerization on-web of a low viscosity mixture of monomer, crosslinker, and humectant (exemplified by U.S. Pat. Nos. 4,524,087; 4,539,996; 4,554,924; and 4,848,353); and by crosslinking on-web a moderate viscosity precursor of polymer and humectant. For this final approach the crosslinking can be brought about by exposure of a non-functional polymer to high energy irradiation (exemplified by U.S. Pat. Nos. 4,699,146 and 4,750,482; and PCT Publication WO 93/10163), by mixing in a reactive crosslinking agent during the coating process (exemplified by U.S. Pat. Nos. 4,515,162 and 5,160,328; and PCT Publication WO 93/22380or by exposure of a vinyl functional polymer to a free radical source. Such vinyl functional polymers can be prepared by reaction of amine terminated poly(ethylene oxide) with, for example, vinyl dimethyl azlactone (e.g., PCT Publication WO 94/12585), reaction of isocyanate functional polyoxyalkylene oligomer with hydroxyethyl methacrylate (e.g., EPO Publication EP 271,292), and reaction of poly(vinyl ether/maleic anhydride) with allyl amine or allyl alcohol (e.g., British Publication GB 2,268,495). These approaches are applicable to a relatively narrow range of polar polymers and may require the use of an aprotic solvent during synthesis which must be removed.
SUMMARY OF THE INVENTION
A need exists for a method of functionalization of polar polymers which can be applied to a wider range of materials and that does not require specialized equipment or the use of aprotic solvent, yielding materials that can be rapidly and reliably crosslinked without generating concerns about potentially toxic or irritating unreacted low molecular weight monomers.
A need also exists for materials which allow for efficient manufacture of medical articles and devices in an integrated fashion, reducing the number of steps required and hence reducing waste and expense.
This invention concerns polar polymers which are functionalized with pendant free-radically polymerizable moieties to provide hydrophilic pressure sensitive adhesives when plasticized with humectants and exposed to a free radical source. When this free radical source is a photoinitiator, very rapid, reproducible, and complete crosslinking can be obtained with high intensity UV lights allowing for efficient manufacture of adhesive coated articles and tapes, especially when thick coatings of adhesive are desired. These materials are particularly suited for use as skin contacting pressure sensitive adhesives for medical use where high moisture vapor transmission rates or ionic conductivity may be important.
Thus, this invention pr
REFERENCES:
patent: 5622168 (1997-04-01), Keusch et al.
patent: 5674275 (1997-10-01), Tang et al.
patent: 5859112 (1999-01-01), Overbeck et al.
patent: 5868136 (1999-02-01), Fox et al.
Kantner Steven S.
Kuester Wilhelm
3M Innovative Properties Company
Hayes Michael J.
Maki Eloise J.
McDermott Corrine
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