Lubricious coating for medical devices
View Patent ↗Medical devices having at least a portion thereof coated with a lubricious polymer are disclosed. The lubricious polymer can be, for instance, a hydrogel polymer, such as a quaternary amine acrylate polymer. To bond the lubricious polymer to the surface of the medical device, the medical device is first subjected to a solvent and a multi-functional monomer. The solvent causes the multi-functional monomer to become imbibed into the surface of the medical device. Thereafter, a polymer having lubricious properties is polymerized on the surface of the device. The multi-functional monomer reacts with the polymer coating securely affixing the polymer coating to the device.
1. A process for applying a lubricious coating to a surface of a medical device comprising:
providing a medical device made from a polymer;
contacting a surface of the medical device with a solvent and a multi-functional monomer, the solvent causing the surface of the medical device to swell and/or partially dissolve allowing the multi-functional monomer to be imbibed into the surface of the medical device;
drying the surface of the medical device; and
providing and polymerizing a hydrogel polymer on the surface of the medical device, the hydrogel polymer reacting with the multi-functional monomer imbibed into the surface of the device to form a lubricious coating.
2. A process as defined in claim 1 , wherein the surface of the medical device is made from a thermoplastic or a thermoset polymer.
3. A process as defined in claim 1 , wherein the surface of the medical device is made from polyvinyl chloride.
4. A process as defined in claim 1 , wherein the solvent comprises dimethyl sulphoxide, acetone, methylethyl ketone, toluene, alcohol, or xylene.
5. A process as defined in claim 1 , wherein the surface of the medical device is further contacted with an initiator.
6. A process as defined in claim 5 , wherein the initiator comprises 1-hydroxycyclohexyl phenyl ketone, α-hydroxy-1, αdimethylacetophenone, benzoyl peroxide, azo-bis-isobutyro-nitrile, di-t-butyl peroxide, bromyl peroxide, cumyl peroxide, lauroyl peroxide, isopropyl percarbonate, methylethyl ketone peroxide, cyclohexane peroxide, t-butyihydroperoxide, di-t-amyl peroxide, dicumyl peroxide, t-butyl perbenzoate, a benzoin alkyl ether, a benzophenone, a acetophenone, a thioxanthone, benzyl 2-ethyl anthraquinone, methylbenzoyl formate, 2-hydroxy-2-methyl-1-phenyl propane-1-one, 2-hydroxy-4′-isopropyl-2-methyl propiophenone, e-hydroxy ketone, tet-remethyl thiuram monosulfide, an allyl diazonium salt, camphorquinone or4-(N,N-dimethylamino) benzoate.
7. A process as defined in claim 1 , wherein the multi-functional monomer and solvent are combined into a solution when contacting the surface of the medical device and wherein the multi-functional monomer cross-links the hydrogel polymer.
8. A process as defined in claim 1 , wherein the multi-functional monomer comprises:
methylene-bis-acrylamide, diethylene glycol diacrylate, ethylene glycol diacrylate, triethylene glycol-bis-methacrylate, ethylene glycol-bis-methacrylate, ethylene glycol-dimethacrylate, bisacrylamide, triethyleneglycol-bis-acrylate, 3,3′-ethylidene-bis (N-vinyl-2-Pyrrolidone), trimethylolpropate trimethacrylate, glycerol trimethacrylate or polyethylene glycol dimethacrylate.
9. A process as defined in claim 1 , wherein the hydrogel polymer comprises:
wherein n is an integer of 2 to 3; R′, R″and R″′ are independently selected from the group consisting of H,C 1 to C 16 alkyl, aryl, arylamine, alkylamine, alkaryl and aralkyl; X is selected from the group consisting of O and NH; and Y − is an acceptable anionic counterion to the N + of the quaternary amine.
10. A process as defined in claim 1 , wherein the hydrogel polymer is polymerized by: contacting the surface of the medical device with a monomer comprising:
wherein R′, R″and R″′ are independently selected from the group consisting of H,C 1 to C 16 alkyl, aryl, arylamine, alkylamine, alkaryl and aralkyl; X is selected from the group consisting of O and NH; Y is an acceptable anionic counterion to the N + of the quaternary amine; m is an integer greater than 50,000;
and thereafter initiating polymerization.
11. A process as defined in claim 10 , whereas polymerization is initiated by exposing the surface of the medical device with ultraviolet light.
12. A process as defined in claim 1 , whereas a medical device is a tracheal suction device, a catheter, a guidewire, a stylet, an introducer, an enternal feeding device, or an endotracheal tube.
13. A process as defined in claim 1 , wherein the surface of the medical device comprises a silicone or a urethane.
14. A process as defined in claim 1 , wherein the hydrogel polymer is made from a monomer comprising an acryloyloxyalkyl-trialkyl-substituted amonimum salt, an acryloloxyalchyl-aryl-substituted ammonium salt, an acrylamidioalkyl-trialkyl-substituted ammonium salt, or an acrylamedoalkyl-aryl-substituted ammonium salt.
15. A process as defined in claim 1 , wherein the hydrogel polymer is made from a monomer comprising acryloyloxyethyltrimethyl ammonium chloride, or acryloyloxyethyltrimethyl ammonium methyl sulfate.
16. A medical device comprising:
a surface configured to move in relation to an adjacent surface; and
a lubricious coating applied to the surface, the lubricious coating comprising a quaternary amine acrylate polymer that has been cross-linked by a multi-functional monomer, the multi-functional monomer having been imbibed into the surface of the medical device.
17. A medical device as defined in claim 16 , wherein the surface of the device is made from a thermoplastic or a thermoset.
18. A medical device as defined in claim 16 , wherein the surface of the device is made from polyvinyl chloride.
19. A medical device as defined in claim 16 , wherein the multi-functional monomer comprises:
methylene-bis-acrylamide, diethylene glycol diacrylate, ethylene glycol diacrylate, triethylene glycol-bis-methacrylate, ethylene glycol-bis-methacrylate, ethylene glycol-dimethacrylate, bisacrylamide, triethyleneglycol-bis-acrylate, 3,3′-ethylidene-bis (N-vinyl-2-Pyrrolidone), trimethylolpropate trimethacrylate, or polyethylene glycol dimethacrylate.
20. A medical device as defined in claim 16 , wherein the quaternary amine acrylate polymer comprises:
wherein n is an integer of 2 to 3; R′, R″ and R″′ are independently selected from the group consisting of H,C 1 to C 16 alkyl, aryl, arylamine, alkylamine, alkaryl and aralkyl; X is selected from the group consisting of O and NH; and Y − is an acceptable anionic counterion to the N + of the quaternary amine.
21. A medical device as defined in claim 16 , wherein the medical device comprises tracheal suction device, a catheter, a guidewire, a stylet, an enteral feeding device, an introducer, or an endotracheal tube.
22. A medical device as defined in claim 16 , wherein the surface of the device is made from a silicone or a urethane.
23. A medical device as defined in claim 16 , wherein the quaternary amine acrylate polymer comprises acryloyloxyalkyl-trialkyl-substituted amonimum salt, an acryloyloxyalkyl-aryl-substituted ammonium salt, an acrylamidioalkyl-trialkyl-substituted ammonium salt, or an acrylamedoalkyl-aryl-substituted ammonium salt.
24. A medical device as defined in claim 16 , wherein the quaternary amine acrylate polymer comprises acryloyloxyethyltrimethyl ammonium chloride, or acryloyloxyethyltrimethyl ammonium methyl sulfate.
25. A process for applying a lubricious coating to the surface of a medical device comprising:
providing a medical device having a surface comprising polyvinyl chloride;
contacting the surface of the medical device with a solvent, an initiator, and a multi-functional monomer, the solvent causing the surface of the medical device to swell and/or partially dissolve allowing the multi-functional monomer to be imbibed into the surface of the medical device;
drying the surface of the medical device;
thereafter contacting the surface of the medical device with a monomer comprising:
wherein R′, R″ and R″′ are independently selected from the group consisting of H,C 1 to C 16 alkyl, aryl, arylamine, alkylamine, alkaryl and aralkyl; X is selected from the group consisting of O and NH; Y − is an acceptable anionic counterion to the N + of the quaternary amine; m is an integer greater than 50,000;
thereafter initiating polymerization;
polymerizing the monomer by exposing the monomer to ultraviolet light, the monomer polymerizing and forming a lubricious coating attached to the medical device.
26. A process as defined in claim 25 , wherein the solvent causes the surface of the medical device to swell.
27. A process as defined in claim 25 , wherein the solvent causes the surface of the medical device to partially dissolve.
28. A process as defined in claim 25 , wherein the solvent comprises dimethyl sulphoxide, acetone, methylethyl ketone, toluene, alcohol, or xylene.
29. A process as defined in claim 25 , wherein the multi-functional monomer comprises methylene-bis-acrylamide, diethylene glycol diacrylate, ethylene glycol diacrylate, triethylene glycol-bis-methacrylate, ethylene glycol-bis-methacrylate, ethylene glycol-dimethacrylate, bisacrylamide, triethyleneglycol-bis-acrylate, 3,3′-ethylidene-bis (N-vinyl-2-Pyrrolidone), trimethylolpropate trimethacrylate, or polyethylene glycol dimethacrylate.
30. A process as defined in claim 25 , whereas a medical device is a tracheal suction device, a catheter, a guidewire, a stylet, an introducer, an enteral feeding device, or an endotracheal tube.
31. A process as defined in claim 25 , wherein the hydrogel polymer is made from a monomer comprising an acryloyloxyalkyl-trialkyl-substituted amonimum salt, an acryloloxyalchyl-aryl-substituted ammonium salt, an acrylamidioalkyl-trialkyl-substituted ammonium salt, or an acrylamedoalkyl-aryl-substituted ammonium salt.
32. A process as defined in claim 25 , wherein the hydrogel polymer is made from a monomer comprising acryloyloxyethyltrimethyl ammonium chloride, or acryloyloxyethyltrimethyl ammonium methyl sulfate.
33. A process as defined in claim 25 , wherein the multi-functional monomer forms a mechanical bond with the surface of the medical device during the process.