Bonding bio-active materials to substrate surfaces
First Claim
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1. An implantable medical device comprising:
- a bio-compatible polymeric substrate surface bonded to a pendent bio-active-containing moiety via the reaction of available functional groups on said substrate with said pendent bio-active-containing moiety, said moiety being represented by the formula;
##STR8## wherein R1 is a hydrophilic spacer selected from the group consisting of aliphatic hydrocarbons, poly(oxy olefins), hydrophilic polyethers, hydrophilic polyethylenes, polyolefins, aliphatic polyesters, polyamines, polysiloxanes, polysilazanes, hydrophilic acrylates, hydrophilic methacrylates, polyamino acids, and linear polysaccharides; and
R2 is a bio-active agent selected from the group consisting of antithrombogenic agents, antibiotics, antibacterial agents, antiviral agents, their pharmaceutical salts and mixtures thereof, which is linked to the carbonyl by O or NH, wherein R1 does not contain urea or urethane linkages in its backbone.
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Abstract
A medical device having a bio-active coating is prepared by providing a polymeric substrate having hydroxyl and/or amine functionality on a surface thereof and applying the bio-active coating to the surface. The bio-active coating is the reaction product of two different reactions. The first reaction includes reacting the polymeric substrate with a hydrophilic, isocyanate-terminated spacer having at least one isocyanate group at its first and second ends. The second reaction includes reacting a remaining, unreacted isocyanate-terminated end of the spacer with a bio-active agent to bond the bio-active agent to the spacer.
305 Citations
28 Claims
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1. An implantable medical device comprising:
a bio-compatible polymeric substrate surface bonded to a pendent bio-active-containing moiety via the reaction of available functional groups on said substrate with said pendent bio-active-containing moiety, said moiety being represented by the formula;
##STR8## wherein R1 is a hydrophilic spacer selected from the group consisting of aliphatic hydrocarbons, poly(oxy olefins), hydrophilic polyethers, hydrophilic polyethylenes, polyolefins, aliphatic polyesters, polyamines, polysiloxanes, polysilazanes, hydrophilic acrylates, hydrophilic methacrylates, polyamino acids, and linear polysaccharides; and
R2 is a bio-active agent selected from the group consisting of antithrombogenic agents, antibiotics, antibacterial agents, antiviral agents, their pharmaceutical salts and mixtures thereof, which is linked to the carbonyl by O or NH, wherein R1 does not contain urea or urethane linkages in its backbone.- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10)
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11. An implantable medical device having a bio-active coating, said device being prepared by the steps comprising:
a) providing a bio-compatible polymeric substrate having reactive functionality on a surface thereof, and applying said bio-active coating to said surface, wherein said coating is the reaction product of; i) a first reaction comprising the reaction of said bio-compatible polymeric substrate with a hydrophilic spacer having at least one reactive functional group at its first and second ends, wherein one of said reactive functional groups of said spacer reacts with said reactive functionality on said surface of said bio-compatible polymeric substrate to bond said spacer to said bio-compatible polymeric substrate; and ii) a second reaction comprising the bonding of a remaining unreacted end of said spacer with a bio-active agent to covalently bond said bio-active agent to said spacer by O or NH which is linked to the carbonyl bond of an amide linkage formed between said spacer and said bio-active agent, and wherein said spacer does not contain urea or urethane linkages in its backbone. - View Dependent Claims (12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24)
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25. An implantable medical device having a bio-active coating, said device being prepared by the steps comprising:
a) providing a bio-compatible polymeric substrate having reactive functionality on a surface thereof, and applying said bio-active coating to said surface, wherein said coating is the reaction product of; i) a first reaction comprising the reaction of said bio-compatible polymeric substrate with a hydrophilic spacer having at least one reactive functional group at its first and second ends, wherein one of said reactive functional groups on said spacer reacts with said reactive functionality on said bio-compatible polymeric substrate to bond said spacer to said bio-compatible polymeric substrate; ii) a second reaction comprising the reaction of a chain extending moiety having at least one reactive functional group on its first and second ends with a remaining unreacted end of said spacer, wherein the chain extender is bonded to the spacer by O or NH which is linked to the carbonyl bond of an amide linkage formed between said spacer and said chain extender, and wherein said spacer does not contain urea or urethane linkages in its backbone; and iii) a third reaction comprising the reaction of a remaining unreacted end of said chain extending moiety with a bio-active agent to covalently bond said bio-active agent to said chain extending moiety. - View Dependent Claims (26, 27, 28)
Specification