Method for coating silicone hydrogels
View Patent ↗The invention relates to a process for producing biomedical articles, in particular, silicone hydrogel contact lenses having durable hydrophilic chitosan coating. The chitosan coating is covalently attached to the medical device by performing a crosslinking reaction between chitosan and the carboxylic groups on the surface of a medical device directly in a sealed package during autoclave. The coated biomedical articles obtainable by the process of the invention have desirable characteristics regarding adherence to the substrate, durability, hydrophilicity, wettability, biocompatibility and permeability and are thus especially useful in the field of ophthalmic devices.
1. A process for coating a medical article comprises the steps of:
(a) providing an uncoated medical article, wherein the article comprises a hydrophobic bulk material made of a silicone hydrogel containing carboxylic acid groups;
(b) contacting the medical article with a C 2 -C 4 alcohol for a treating period of ≦5 minutes;
(c) contacting the medical article treated in step (b) in a lens package containing a packaging solution comprising chitosan and a crosslinking agent selected from the group consisting of aliphatic C 2 -C 10 -dialdehydes, formaldehyde and genipin; and
(d) autoclaving said package with the medical article and the packaging solution therein thereby forming a covalently attached coating resulting from the reaction of the chitosan with the carboxylic acid groups on the medical article surface in the presence of the crosslinking agent, wherein the resultant medical article has a hydrophilicity characterized by an average water contact angle of about 80 degrees or less.
2. A process claim 1 , wherein the step (b) is performed at a temperature of from 15° C. to 75° C., wherein the C 2 -C 4 alcohol is selected from the group consisting of ethanol, 1-propanol and 2-propanol, wherein the chitosan solution has a pH value in the range of 5.8-6.3, wherein the crosslinking agent is selected from the group consisting of glutardialdehyde, formaldehyde and genipin.
3. A process according to claim 2 , wherein the medical article is a silicone hydrogel contact lens.
4. A process according to claim 3 , wherein the silicone hydrogel contact lens comprises copolymerized acrylic acid moieties.
5. A process according to claim 4 , wherein the crosslinking agent is glutardialdhyde.
6. A process according to claim 5 , wherein during step (b) the medical article is contacted with 2-propanol at a temperature of from 60° C. to 75° C. over a time period of ≦1 minute.
7. A process according to claim 2 , wherein the crosslinking agent is formaldehyde.
8. A process according to claim 7 , wherein the article is contacted with ethanol at a temperature of from 15° C. to 30° C. over a time period of ≦1 minute.
9. A process according to claim 2 , wherein the crosslinking agent is genipin.