Elastomeric segmented hydrophilic polyetherurethane based lubricious coatings

• US 4,990,357 A
• Filed: 05/04/1989
• Issued: 02/05/1991
• Est. Priority Date: 05/04/1989
• Status: Expired due to Fees

• Current Assignee: Becton, Dickinson & Co
• Original Assignee: Becton, Dickinson & Co
• Inventors: Karimi, Houshang, Lee, Min-Shui, Karakelle, Mutlu, Taller, Robert A.
• Primary Examiner(s): LUSIGNAN, MICHAEL R
• Application Number:
  US07/347,133
• Time in Patent Office: 642 Days
• Field of Search: 427/2, 427/336, 427/430.1, 427/353, 523/112, 523/113, 523/105, 604/265, 525/125
• US Class Current: 427/2.12
• CPC Class Codes: A61L 2400/10 Materials for lubricating medical devices
• CPC Class Codes: A61L 29/049 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 29/16 Biologically active materials, e.g. therapeutic substances A61L29/048 takes precedence
• CPC Class Codes: C08L 2666/10 Homopolymers or copolymers according to C08L39/00 - C08L49/00; 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 39/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08L 71/00 Compositions of polyethers obtained by reactions forming an ether link in the main chain of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C09D 175/08 from polyethers

Abstract

A coating composition for an article surface includes a uniform blend of an elastomeric segmented hydrophilic polyetherurethane and a hydrophilic polymer, such as polyvinylpyrrolidone. The invention includes a method for rendering an article surface lubricious which includes coating the composition onto the article surface and contacting the coated surface with an aqueous liquid.

Claims

1. A lubricious and biocompatible coating composition for a substrate comprising a substantially uniform blend of a hydrophilic polymer and an elastomeric segmented hydrophilic polyetherurethane which is the reaction product of a diisocyanate, a hydrophilic polyether glycol and a diol chain extender.

2. The composition of claim 1 wherein said polymer is selected from the group consisting of polyhydroxyethyl methacrylate, polyacrylic acid, polyvinylmethyl ether, polyvinylpyridine, polyethyleneoxide and polyvinylpyrrolidone.

3. The composition of claim 1 wherein said diisocyanate is selected from the group consisting of 4,4'"'"'-diphenylmethane diisocyanate, 4,4'"'"'-dicyclohexylmethane diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.

4. The composition of claim 1 wherein said hydrophilic polyetherglycol is polyethyleneoxide glycol.

5. The composition of claim 1 wherein the ratio of said hydrophilic polyetherurethane to said hydrophilic polymer is about 25 to 0.05.

6. The composition of claim 1 wherein said diol is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, 1,4-bis-hydroxymethyl cyclohexane and hydroquinone dihydroxyethyl ether.

7. The composition of claim 1 further including a reagent selected from the group consisting of an antimicrobial agent, flow aid, flatting agent, plasticizer, heat stabilizer, and surface cure modifier.

8. The composition of claim 1 wherein said elastomeric segmented polyetherurethane has a hard segment content of about 25 to 60% by weight.

9. A lubricious and hemocompatible coating composition comprising a substantially uniform blend of polyvinylpyrrolidone and an elastomeric segmented hydrophilic polyetherurethane which is the reaction product of 4,4'"'"'-diphenylmethane diisocyanate, polyethylene oxide glycol and 1,4-butanediol having a hard segment content of about 25 to 60% by weight.

10. A method for lubricating a polymeric surface comprising coating onto a polymeric surface a composition comprising a substantially uniform blend of a hydrophilic polymer and an elastomeric segmented hydrophilic polyetherurethane which is the reaction product of a diisocyanate, a hydrophilic polyether glycol and a diol chain extender to give a coated surface and contacting said coated surface with a liquid.

11. The method of claim 10 wherein said polymer is selected from the group consisting of polyhydroxyethyl methacrylate, polyacrylic acid, polyvinylmethyl ether, polyvinylpyridine, polyethyleneoxide and polyvinylpyrrolidone.

12. The method of claim 10 wherein said diisocyanate is selected from the group consisting of 4,4'"'"'-diphenylmethane diisocyanate, 4,4'"'"'-dicyclohexylmethane diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.

13. The method of claim 10 wherein said hydrophilic polyether glycol is polyethyleneoxide glycol.

14. The method of claim 10 wherein said coating step is performed by dipping.

15. The method of claim 10 wherein said composition further includes a reagent selected from the group consisting of an antimicrobial agent, flow aid, flatting agent, plasticizer, heat stabilizer, and surface cure modifier.

16. A method for lubricating a polymeric surface comprising:

(a) preparing a composition comprising a substantially uniform blend of polyvinylpyrrolidone and an elastomeric segmented hydrophilic polyetherurethane which is the reaction product of 4,4'"'"'-diphenylmethane diisocyanate, polyethylene oxide glycol and 1,4-butanediol having a hard segment content of about 25 to 60%;

(b) coating said composition onto a polymeric substrate; and

(c) contacting the coated surface with an aqueous liquid.