Compositions and methods for altering the rate of hydrolysis of cured oil-based materials
First Claim
1. A method of increasing the in vivo hydrolysis rate of a cured oil coating having cross-linked fatty acids, wherein the method comprises the steps of (i) enriching one or more oils used to form the cured oil coating by adding one or more fatty acid ethyl esters to form an enriched oil, wherein the enriched oil comprises about 75% w/w or more of the one or more fatty acid ethyl esters, and wherein the enriched oil comprises at least 50% w/w polyunsaturated fatty acids and (ii) exposing the enriched oil to curing conditions to form the cured oil coating so that a number of polar hydroxyl functional groups are formed in the cured oil coating during curing that increases the polarity of the cured oil coating compared to what is formed during curing when the one or more oils are cured without the enriching step, thereby increasing the in vivo hydrolysis rate of the cured oil coating and providing the coating with a contact angle of less than 90°
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Abstract
Disclosed herein is the correlation of chemical properties of oils with the physical properties of a resulting cured oil composition. Also disclosed are biocompatible materials and coatings for medical devices prepared using enriched oils and methods for enhancing or modifying the physical and chemical characteristics of cured oils by enriching such oils with fatty acid alkyl esters. Methods of tailoring the properties of biocompatible materials and coatings to deliver one or more therapeutic agents are also provided.
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Citations
30 Claims
- 1. A method of increasing the in vivo hydrolysis rate of a cured oil coating having cross-linked fatty acids, wherein the method comprises the steps of (i) enriching one or more oils used to form the cured oil coating by adding one or more fatty acid ethyl esters to form an enriched oil, wherein the enriched oil comprises about 75% w/w or more of the one or more fatty acid ethyl esters, and wherein the enriched oil comprises at least 50% w/w polyunsaturated fatty acids and (ii) exposing the enriched oil to curing conditions to form the cured oil coating so that a number of polar hydroxyl functional groups are formed in the cured oil coating during curing that increases the polarity of the cured oil coating compared to what is formed during curing when the one or more oils are cured without the enriching step, thereby increasing the in vivo hydrolysis rate of the cured oil coating and providing the coating with a contact angle of less than 90°
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26. A method of increasing the in vivo hydrolysis rate of a cured oil coating having cross-linked fatty acids, wherein the method comprises the steps of:
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enriching one or more oils used to form the cured oil coating by blending in one or more fatty acid alkyl esters to form an enriched oil, wherein the enriched oil comprises about 75% w/w or more of the one or more fatty acid alkyl esters, and exposing the enriched oil to curing conditions to form the cured oil coating so that a number of polar hydroxyl functional groups are formed in the cured oil coating during curing that increases the polarity of the cured oil coating compared to what is formed during curing when the one or more oils are cured without the enriching step, thereby increasing the in vivo hydrolysis rate of the cured oil coating, wherein the coating has a contact angle of less than 90° and
wherein the coating has substantially more polar hydroxyl groups than a coating formed by exposing non-enriched forms of the one or more oils to the curing conditions as indicated by an infrared absorption spectrum having a broad substantial peak at approximately 3300-3600 cm1. - View Dependent Claims (27, 28, 29)
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30. A method of increasing the in vivo hydrolysis rate of a cured oil coating having cross-linked fatty acids, wherein the method comprises the steps of (i) enriching one or more oils used to form the cured oil coating by adding one or more fatty acid ethyl esters to form an enriched oil, wherein the enriched oil comprises about 50% w/w or more of the one or more fatty acid ethyl esters, and wherein the enriched oil comprises at least 50% w/w polyunsaturated fatty acids and (ii) exposing the enriched oil to curing conditions to form the cured oil coating so that a number of polar hydroxyl functional groups are formed in the cured oil coating during curing that increases the polarity of the cured oil coating compared to what is formed during curing when the one or more oils are cured without the enriching step, thereby increasing the in vivo hydrolysis rate of the cured oil coating.
Specification