IP Library Granted Patent US 7,820,734
Granted Patent B2
US 7,820,734 · App. 11/930,790 · Granted Oct 26, 2010

Antimicrobial lubricious coating

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Quick Facts
Patent No.
US 7,820,734
App. No.
11/930,790
Granted
Oct 26, 2010
Kind
B2
Abstract

The present disclosure provides lubricious antimicrobial coating vehicles for medical devices capable of reducing the coefficient of friction of such devices upon exposure thereof to moisture and imparting antimicrobial properties to said devices. The coating vehicle allows the introduction of a pharmacological additive having a release rate that is within acceptable pharmacokinetic criteria.

Claims (33)

1. A lubricant composition comprising:

an alcohol selected from the group consisting of ethanol, denatured alcohol, and combinations thereof;

an isocyanate-terminated prepolymer;

a hydrophilic polymer other than an isocyanate-terminated prepolymer; and

at least one antimicrobial agent.

2. The composition of claim 1 , wherein said isocyanate-terminated prepolymer is selected from the group consisting of polyoxyethylene-based isocyanate prepolymers, toluene diisocyanate-based prepolymers, isophorone diisocyanate-based prepolymers, hexamethylene isocyanate-terminated polyether prepolymers, and combinations thereof.

3. The composition of claim 1 , wherein said hydrophilic polymer is selected from the group consisting of polyvinylpyrrolidone, polyvinyl alcohol, polyacrylic acid, polyethylene oxide, and combinations thereof.

4. The composition of claim 1 , further comprising a solvent selected from the group consisting of dimethylformamide, tetrahydrofuran, methylene chloride, cyclohexanone, and combinations thereof.

5. The composition of claim 1 , wherein the antimicrobial agent selected from the group consisting of biguanides, biguanide salts, silver, silver salts, aminoglycosides, quinolones, penicillins, cephalosporins, and combinations thereof.

6. The composition of claim 1 , wherein the antimicrobial agent is selected from the group consisting of chlorhexidine, chlorhexidine acetate, chlorhexidine gluconate, chlorhexidine hydrochloride, chlorhexidine sulfate, hexamethylene biguanides, oligo-hexamethyl biguanides, silver acetate, silver benzoate, silver carbonate, silver chloride, silver iodate, silver iodide, silver lactate, silver laurate, silver nitrate, silver oxide, silver palmitate, silver protein, silver sulfadiazine, polymyxin, tetracycline, tobramycin, gentamicin, rifampician, bacitracin, neomycin, chloramphenical, miconazole, tolnaftate, oxolinic acid, norfloxacin, nalidix acid, pefloxacin, enoxacin, ciprofloxacin, ampicillin, amoxicillin, piracil, vancomycin, and combinations thereof.

7. The composition of claim 1 , wherein the antimicrobial agent is selected from the group consisting of polyhexamethylene biguanide, polyhexamethylene biguanide hydrochloride, polyhexamethylene biguanide hydrobromide, polyhexamethylene biguanide borate, polyhexamethylene biguanide acetate, polyhexamethylene biguanide gluconate, polyhexamethylene biguanide sulfonate, polyhexamethylene biguanide maleate, polyhexamethylene biguanide ascorbate, polyhexamethylene biguanide stearate, polyhexamethylene biguanide tartrate, polyhexamethylene biguanide citrate, and combinations thereof.

8. A method for producing a lubricant composition comprising:

contacting an alcohol selected from the group consisting of ethanol, denatured alcohol, and combinations thereof with an isocyanate-terminated prepolymer, a hydrophilic polymer other than an isocyanate-terminated prepolymer, and at least one antimicrobial agent; and

recovering the lubricant composition.

9. The method of claim 8 , wherein said isocyanate-terminated prepolymer is selected from the group consisting of polyoxyethylene-based isocyanate prepolymers, toluene diisocyanate-based prepolymers, isophorone diisocyanate-based prepolymers, hexamethylene isocyanate-terminated polyether prepolymers, and combinations thereof.

10. The method of claim 8 , wherein said hydrophilic polymer is selected from the group consisting of polyvinylpyrrolidone, polyvinyl alcohol, polyacrylic acid, polyethylene oxide, and combinations thereof.

11. The method of claim 8 , further comprising adding a solvent selected from the group consisting of dimethylformamide, tetrahydrofuran, methylene chloride, cyclohexanone, and combinations thereof.

12. The method of claim 8 , wherein the antimicrobial agent selected from the group consisting of biguanides, biguanide salts, silver, silver salts, aminoglycosides, quinolones, penicillins, cephalosporins, and combinations thereof.

13. The method of claim 8 , wherein the antimicrobial agent is selected from the group consisting of chlorhexidine, chlorhexidine acetate, chlorhexidine gluconate, chlorhexidine hydrochloride, chlorhexidine sulfate, hexamethylene biguanides, oligo-hexamethyl biguanides, silver acetate, silver benzoate, silver carbonate, silver chloride, silver iodate, silver iodide, silver lactate, silver laurate, silver nitrate, silver oxide, silver palmitate, silver protein, silver sulfadiazine, polymyxin, tetracycline, tobramycin, gentamicin, rifampician, bacitracin, neomycin, chloramphenical, miconazole, tolnaftate, oxolinic acid, norfloxacin, nalidix acid, pefloxacin, enoxacin, ciprofloxacin, ampicillin, amoxicillin, piracil, vancomycin, and combinations thereof.

14. The method of claim 8 , wherein the antimicrobial agent is selected from the group consisting of polyhexamethylene biguanide, polyhexamethylene biguanide hydrochloride, polyhexamethylene biguanide hydrobromide, polyhexamethylene biguanide borate, polyhexamethylene biguanide acetate, polyhexamethylene biguanide gluconate, polyhexamethylene biguanide sulfonate, polyhexamethylene biguanide maleate, polyhexamethylene biguanide ascorbate, polyhexamethylene biguanide stearate, polyhexamethylene biguanide tartrate, polyhexamethylene biguanide citrate, and combinations thereof.

15. The method of claim 8 , further comprising curing the lubricant composition.

16. A medical device at least partially coated with a lubricious composition comprising:

an alcohol selected from the group consisting of ethanol, denatured alcohol, and combinations thereof;

an isocyanate-terminated prepolymer;

a hydrophilic polymer other than an isocyanate-terminated prepolymer; and

at least one antimicrobial agent.

17. The composition of claim 16 , wherein said isocyanate-terminated prepolymer is selected from the group consisting of polyoxyethylene-based isocyanate prepolymers, toluene diisocyanate-based prepolymers, isophorone diisocyanate-based prepolymers, hexamethylene isocyanate-terminated polyether prepolymers, and combinations thereof.

18. The composition of claim 16 , wherein said hydrophilic polymer is selected from the group consisting of polyvinylpyrrolidone, polyvinyl alcohol, polyacrylic acid, polyethylene oxide, and combinations thereof.

19. The composition of claim 16 , further comprising a solvent selected from the group consisting of dimethylformamide, tetrahydrofuran, methylene chloride, cyclohexanone, and combinations thereof.

20. The composition of claim 16 , wherein the antimicrobial agent selected from the group consisting of biguanides, biguanide salts, silver, silver salts, aminoglycosides, quinolones, penicillins, cephalosporins, and combinations thereof.

21. The composition of claim 16 , wherein the antimicrobial agent is selected from the group consisting of chlorhexidine, chlorhexidine acetate, chlorhexidine gluconate, chlorhexidine hydrochloride, chlorhexidine sulfate, hexamethylene biguanides, oligo-hexamethyl biguanides, silver acetate, silver benzoate, silver carbonate, silver chloride, silver iodate, silver iodide, silver lactate, silver laurate, silver nitrate, silver oxide, silver palmitate, silver protein, silver sulfadiazine, polymyxin, tetracycline, tobramycin, gentamicin, rifampician, bacitracin, neomycin, chloramphenical, miconazole, tolnaftate, oxolinic acid, norfloxacin, nalidix acid, pefloxacin, enoxacin, ciprofloxacin, ampicillin, amoxicillin, piracil, vancomycin, and combinations thereof.

22. The composition of claim 16 , wherein the antimicrobial agent is selected from the group consisting of polyhexamethylene biguanide, polyhexamethylene biguanide hydrochloride, polyhexamethylene biguanide hydrobromide, polyhexamethylene biguanide borate, polyhexamethylene biguanide acetate, polyhexamethylene biguanide gluconate, polyhexamethylene biguanide sulfonate, polyhexamethylene biguanide maleate, polyhexamethylene biguanide ascorbate, polyhexamethylene biguanide stearate, polyhexamethylene biguanide tartrate, polyhexamethylene biguanide citrate, and combinations thereof.

23. The medical device of claim 16 , wherein said medical device is selected from the group consisting of catheters, arterial venous shunts, gastroenteric feed tubes, endotracheal tubes, urological catheters, and wound dressings.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 6, 2017
From: COVIDIEN LP
To: KPR U.S., LLC
Reel/Frame 044141/0458 →
CHANGE OF NAME Recorded Jan 9, 2013
From: TYCO HEALTHCARE GROUP LP
To: COVIDIEN LP
Reel/Frame 029595/0101 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2010
From: COVIDIEN AG
To: TYCO HEALTHCARE GROUP LP
Reel/Frame 024204/0625 →
CORRECTIVE ASSIGNMENT TO CORRECT THE MISSPELLING OF THE ASSIGNOR ENTITY NAME ON THE COVERSHEET FROM TYCO HEALTHCARE GROUP LP TO TYCO HEALTHCARE GROUP AG PREVIOUSLY RECORDED ON REEL 024160 FRAME 0827. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME FROM TYCO HEALTHCARE GROUP AG TO COVIDIEN AG. Recorded Apr 5, 2010
From: TYCO HEALTHCARE GROUP AG
To: COVIDIEN AG
Reel/Frame 024185/0243 →
CHANGE OF NAME Recorded Mar 31, 2010
From: SHERWOOD SERVICES AG
To: COVIDIEN AG
Reel/Frame 024166/0418 →
MERGER Recorded Mar 31, 2010
From: COVIDIEN AG
To: TYCO HEALTHCARE GROUP AG
Reel/Frame 024160/0824 →
CHANGE OF NAME Recorded Mar 31, 2010
From: TYCO HEALTHCARE GROUP LP
To: COVIDIEN AG
Reel/Frame 024160/0827 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2010
From: MCGHEE, DIANE
To: SHERWOOD SERVICES AG
Reel/Frame 024160/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 2, 2008
From: MCGHEE, DIANE L.
To: TYCO HEALTHCARE GROUP LP
Reel/Frame 020305/0710 →