Preparation of hydrophilic pressure sensitive adhesives having optimized adhesive properties

a technology of hydrophilic pressure sensitive adhesives and compositions, which is applied in the field of preparation of hydrophilic pressure sensitive adhesive compositions with optimized adhesive properties, can solve the problems of loss of adhesion to hydrated substrates, difficulty in combining diverse requirements in a single system, and normal tacky tacky pressure-sensitive adhesives

Inactive Publication Date: 2015-09-08
CORIUM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Pressure-sensitive adhesives are characterized as being normally tacky and exhibiting instant tack when applied to a substrate.
Such diverse requirements are difficult to combine in a single system.
All of these PSAs are hydrophobic polymers and their common disadvantage is a loss in adhesion toward hydrated substrates.
Bioadhesives become tacky as the crosslinked polymer swells in significant quantities of water.
The ideal performance characteristics of an adhesive intended for use on human skin and / or mucosal tissue present difficult and conflicting technical requirements.
Hydrophilization of hydrophobic adhesives, while somewhat effective, tends to result in a partial loss of adhesion.

Method used

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  • Preparation of hydrophilic pressure sensitive adhesives having optimized adhesive properties
  • Preparation of hydrophilic pressure sensitive adhesives having optimized adhesive properties
  • Preparation of hydrophilic pressure sensitive adhesives having optimized adhesive properties

Examples

Experimental program
Comparison scheme
Effect test

examples 1-16

Preparation of PSA Matrices by Blending PVP and PEG400: Effects of Composition, Hydration and the Thickness of Adhesive Layer

[0121]Adhesive films of 250-300 μm in thickness were prepared by dissolving hydrophilic polymers and PEG (Mw=400) in a common solvent (ethyl alcohol) followed by casting the solution on a backing film and drying. Unsupported PVP-PEG hydrogels were obtained by casting the relevant solutions onto release liner followed by drying at ambient temperature.

[0122]Adhesive joint strength of the adhesive hydrogels to standard polyethylene (PE) film of 100 m in thickness was evaluated by a 180° peel test with an Instron 1221 Tensile Strength Tester at the peeling rate of 10 mm / min. A low-density PE film, crystallinity 45%, contact angle 105°, surface energy 28.5 mJ / m2, was employed as a standard substrate. The adhesives were saturated with water by equilibrating in dessicators with a controlled pressure of water vapor of 50% at ambient temperature for 6-7 days. The time ...

examples 17-47

Preparation of PSA Matrices by Blending PVP with Different Short-chain Plasticizers. Effects of Composition, and the Relation of Adhesion to Phase State

[0130]Using the preparation procedure and evaluation tests described in Example 1, the samples of PVP K-90 blends with various plasticizers were obtained and tested at 50% RH and ambient temperature. The results are set forth in the Table 3. The tacky blends can be obtained by mixing PVP with hydroxyl-terminated (Examples 17-41) or carboxyl terminated (Examples 42-47) short-chain plasticizers. Short-chain plasticizers include: ethylene glycol (Examples 17-19) and its polymers (PEG), ranging in molecular weight from 200 to 600 g / mol (Examples 20-23); low molecular weight 1,3- and 1,2-propylene glycol (PG) (Examples 24, 25); and alkane diols from propane diol up to pentane diols (PD) and hexane diol (HD) inclusive (Examples 27-39). Polypropylene glycol (PPG) has been found to be a good plasticizer for PVP, but does not develop any adhe...

examples 48-64

PSA Compositions Prepared by Mixing Different Hydrophilic Polymers with Complementary Short-chain Plasticizers

[0131]These examples demonstrate that not only PVP but a range of different hydrophilic polymers become tacky upon mixture with short-chain plasticizers bearing complementary reactive groups at the chain ends. Suitable hydrophilic polymers include poly(N-vinyl amides) such as PVP (Examples 1-47), poly(N-vinyl caprolactam) (PVCap) (Examples 48-52) and poly(N-vinyl acetamide) (PVAA, Example 53), poly(N-alkyl acrylamides), exemplified by poly(N-isopropyl acrylamide) (PNIPAM, Example 54), polymethacrylic and polyacrylic acid (PMA, PAA, Examples 55-60), and the copolymers thereof exemplified in the Table 4 (Luviscols VAP®, commercially available from BASF; Examples 61-64). Luviscol VAP 37 is a copolymer of vinylpyrrolidone (VP, 30%) with 70% vinylacetate (VA). Luviscol VAP 73 contains 70% of VP and 30% of VA.

[0132]Among the polymers in Table 4, the best performance properties we...

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Abstract

A method for preparing hydrophilic pressure sensitive adhesive (PSA) compositions is provided, wherein the method enables preparation of adhesives having a particular, optimized degree of adhesion. That is, the hydrophilic PSA is comprised of a hydrophilic polymer and a complementary short-chain plasticizing agent, wherein the hydrophilic polymer and plasticizing agent are capable of hydrogen bonding or electrostatic bonding to each other and are present in a ratio that optimizes key characteristics of the adhesive composition, such as adhesive strength, cohesive strength and hydrophilicity. The adhesive is useful in a wide variety of contexts, e.g., as a biomedical adhesive for application to the skin or other body surface, and as such finds utility in the areas of drug delivery systems (e.g., topical, transdermal, transmucosal, iontophoretic), medical skin coverings and wound healing products and biomedical electrodes.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This applicationMore than one reissue application has been filed for the reissue of U.S. Pat. No. 6,576,712. The reissue applications are the present application and application Ser. No. 11 / 150,811, now U.S. Reissue Pat. No. RE44145. The present application is a continuation reissue of application Ser. No. 11 / 150,811, now U.S. Reissue Pat. No. RE44145, which is an application for reissue of U.S. Pat. No. 6,576,712. U.S. Pat. No. 6,576,712 is a continuation-in-part of U.S. patent application Ser. No. 09 / 847,532, filed May 1, 2001, now abandoned, which claimedclaims priority under 35 U.S.C. §119(e)(1) to U.S. Provisional Patent Application No. 60 / 216,386, filed Jul. 7, 2000.TECHNICAL FIELD[0002]This invention relates to preparation of adhesive compositions. More particularly, the invention relates to preparation of hydrophilic pressure sensitive adhesive (PSA) compositions having optimized adhesive properties and that are useful, for exampl...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C08J3/24C08F26/00A61L15/16A61K9/70A61L15/58
CPCA61K9/0014A61K9/7053A61K9/7069A61L15/44A61L15/585C08L39/06C08L71/02A61L15/58
Inventor FELDSTEIN, MIKHAIL M.PLATE, NICOLAI A.CHALYKH, ANATOLY E.CLEARY, GARY W.
Owner CORIUM INC
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