Iodine/iodide-containing hot melt coatable adhesive, methods and uses therefor

• US 7,704,602 B2
• Filed: 02/08/2007
• Issued: 04/27/2010
• Est. Priority Date: 04/25/2002
• Status: Expired due to Fees

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Scholz, Matthew T., Daniels, Michael P., Wang, Danli, Zhou, Zhiming, Krampe, Stephen E.
• Primary Examiner(s): Tran; Thao T.
• Application Number:
  US11/672,694
• Publication Number:
  US 20070142499A1
• Time in Patent Office: 1,174 Days
• Field of Search: 526/935, 156/331.6, 156/330.9, 156/327, 428/346
• US Class Current: 428/346
• CPC Class Codes: A61B 5/259 using conductive adhesive means, e.g. gels
• CPC Class Codes: A61L 15/58 Adhesives
• CPC Class Codes: A61L 15/585 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 2300/106 Halogens or compounds thereof, e.g. iodine, chlorite
• CPC Class Codes: A61L 31/041 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C08K 3/16 Halogen-containing compounds
• CPC Class Codes: C08L 21/00 Compositions of unspecified rubbers
• CPC Class Codes: C08L 23/00 Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 29/00 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 33/00 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 53/00 Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 53/02 of vinyl-aromatic monomers and conjugated dienes
• CPC Class Codes: C09D 153/02 Vinyl aromatic monomers and conjugated dienes
• CPC Class Codes: C09J 11/04 inorganic
• CPC Class Codes: C09J 121/00 Adhesives based on unspecified rubbers
• CPC Class Codes: C09J 123/02 not modified by chemical after-treatment
• CPC Class Codes: C09J 133/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C09J 133/16 : Homopolymers or copolymers of esters containing halogen atoms
• CPC Class Codes: C09J 135/06 : Copolymers with vinyl aromatic monomers
• CPC Class Codes: C09J 153/02 : Vinyl aromatic monomers and conjugated dienes
• CPC Class Codes: Y10S 526/935 : Hot melt adhesive
• CPC Class Codes: Y10T 428/2813 : Heat or solvent activated or sealable

Abstract

An iodine/iodide-containing hot melt coatable adhesive is provided. This adhesive is prepared by mixing iodine and an iodide salt, individually or in combination, with solubilizing liquids. The iodine and iodide salt are combined with a pre-adhesive composition in a hot melt mixer, with an iodine/iodide complexing agent being present in the mixture. The mixture is mixed at a temperature from about 130° C. to about 200° C. and sufficiently to form an iodine/iodide-containing hot melt coatable adhesive. Alternatively, the iodide may be generated in situ. The adhesive so prepared may be packaged for coating on a substrate at a later time, or may be immediately coated to form an adhesive composite. Adhesive composites, particularly surgical incise drapes, are provided incorporating this hot melt coatable adhesive.

Claims

1. The hot melt coatable adhesive comprising

solubilized iodine,

solubilized iodide,

a preadhesive composition, and

a non-volatile solubilizing liquid;

wherein the solubilizing liquid is selected from the group consisting of glycols, 3-methoxy-methylbutanol, polyethoxylated phenols, alkyl, aryl, and aralkyl ether glycols, polyethoxylated alkyl phenols, mono or polysubstituted polyethylene glycols, alkyl substituted N-alkyl pyrrolidones, N-butylbenzene sulfonamide, benzoate esters, polyethylene glycols, ethylene oxide propylene oxide random and block copolymers having a molecular weight less than 10,000 daltons, polypropylene glycol, polytetramethylene glycol, random and block copolymers of C2-C4 alkylene oxide groups, and a polymerizable solubilizing liquid.

2. The hot melt adhesive of claim 1, wherein the solubilizing liquid is polymerizable.

3. The hot melt adhesive of claim 1, wherein the solublizing liquid is an iodine/iodide complexing agent.

4. The hot melt adhesive of claim 3, wherein the iodine/iodide complexing agent comprises a compound capable of forming iodophors selected from the group consisting of compounds containing hydroxyl functionalities, compounds containing lactam functionality, compounds containing amide functional groups, compounds containing amine oxide functional groups, and compounds containing polyether functionality.

5. The hot melt adhesive of claim 1, wherein the solubilizing liquid is present in sufficient amount to solubilize the iodine and iodide such that there are no insoluble particles of a substantial size to interfere with a hot melt coating process.

6. The hot melt adhesive of claim 1, wherein the solublizing liquid is a single liquid.

7. The hot melt adhesive of claim 1, further comprising an antimicrobial agent in addition to iodine.

8. The hot melt adhesive of claim 1, wherein the preadhesive composition is selected from the group consisting of natural rubbers, synthetic rubbers, styrene block copolymers, polyvinyl ethers, poly (meth)acrylates, and polyolefins.

9. The hot melt adhesive of claim 8, wherein the polyolefins are selected from the group consisting of polyalpha olefins, silicones, and blends or mixtures thereof.

10. The hot melt adhesive of claim 8, wherein the poly (meth)acrylates further comprise other vinylic non-acrylate monomers.

11. The hot melt adhesive claim 8, wherein the styrene block copolymers are selected from the group consisting of styrene-isoprene-styrene (SIS), styrene-butadiene, styrene-isoprene and derivatives thereof.

12. The hot melt adhesive of claim 10, wherein the vinylic monomers are selected from the group consisting of N-vinyl lactams, (meth)acrylamides, styrene, methylvinyl ether, polystyrene macromers, and vinyl acetate.

13. The hot melt coatable adhesive of claim 1 disposed within a melt processable packaging material.

14. The hot melt coatable adhesive of claim 1 wherein the adhesive is a pressure sensitive adhesive.

15. The hot melt coatable adhesive of claim 14, further comprising a fibrous reinforcing material.

16. The hot melt coatable adhesive of claim 14, wherein the reinforcing material is a semicrystalline polymer distributed in the adhesive and immiscible in the adhesive composition.

17. The hot melt coatable adhesive of claim 14, wherein the reinforcing material is in the form of substantially spherical particles having an average diameter less than about 20 micrometers.

18. An adhesive composite, comprising a substrate and the hot melt adhesive of claim 1.

19. The adhesive composite of claim 18, wherein the composite is a surgical incise drape.

20. The adhesive composite of claim 18, wherein the adhesive coated substrate has antimicrobial efficacy at 120 min. as measured by the Direct Inoculation Assay.

21. The adhesive composite of claim 18, wherein the adhesive coated substrate has antimicrobial efficacy at 60 min. as measured by the Direct Inoculation Assay.

22. The adhesive composite of claim 18, wherein the adhesive coated substrate has antimicrobial efficacy at 30 min. as measured by the Direct Inoculation Assay.