Synthetic sealants
A biocompatible synthetic macromer composition is provided which includes a first polymer having stiffening linkages and at least one amine group, and a second component having at least one amine-reactive group. The biocompatible synthetic macromer composition can be used as an adhesive or sealant in human and/or animal medical applications.
1. A biocompatible synthetic macromer composition comprising a first polymer of formula
H 2 N—[R 1 -Q-R 2 ]—NH 2 (I)
where R 1 and R 2 are the same or different and can be alkoxy or alkoxy with bioabsorbable groups, and Q is selected from the group consisting of bisphenol A, biphenyl, diglycidyl ethers of bisphenol A, ethoxylated bisphenol A, phenylene diamines, toluene diamine, and imides;
a second component having amine-reactive groups of the formula
R 3 (X) n (IV)
wherein n>1, X is selected from the group consisting of succinimidyl groups, isocyanate groups, and combinations thereof, and R 3 is derived from a compound selected from the group consisting of sorbitol, mannitol, dextran, cyclodextrin, polyalkylene oxides, polyethylene glycols with lactide linkages, and polyethylene oxide copolymers with polypropylene oxide; and,
a coupling agent,
wherein the composition has a viscosity from about 200 centipoise to about 100,000 centipoise.
2. A biocompatible synthetic macromer composition as in claim 1 , wherein R 1 or R 2 is a polyethylene oxide.
3. A biocompatible synthetic macromer composition as in claim 1 wherein the bioabsorbable groups are derived from a compound selected from the group consisting of esters, aliphatic esters, carbonates, orthoesters, phosphoesters, glycolic acid, glycolide, lactic acid, lactide, 1,4-dioxane-2-one, 1,3-dioxane-2-one, ε-caprolactone, and combinations thereof.
4. A biocompatible synthetic macromer composition as in claim 1 , wherein the first polymer is present in an amount from about 10% to about 90% by weight of the synthetic macromer composition.
5. A biocompatible synthetic macromer composition as in claim 1 , wherein the second component is selected from the group consisting of di-functional polymers, tri-functional polymers, tetra-functional polymers, and mixtures thereof.
6. A biocompatible synthetic macromer composition as in claim 1 , wherein the second component is a polyethylene glycol having multiple isocyanate groups.
7. A biocompatible synthetic macromer composition as in claim 1 , wherein the second component is present in an amount from about 90% to about 10% by weight of the synthetic macromer composition.
8. A biocompatible synthetic macromer composition as in claim 1 , wherein the first polymer is combined with hydrolytically degradable components.
9. A biocompatible synthetic macromer composition as in claim 1 , wherein the first polymer is combined with enzymatically degradable components.
10. A biocompatible synthetic macromer composition as in claim 1 , wherein the second component is combined with hydrolytically degradable components.
11. A biocompatible synthetic macromer composition as in claim 1 , wherein the second component is combined with enzymatically degradable components.
12. A biocompatible synthetic macromer composition as in claim 1 , wherein the coupling agent comprises a carbodiimide.
13. A biocompatible synthetic macromer composition as in claim 12 , wherein the carbodiimide is 1-ethyl-3(3-dimethyl-aminopropyl)-carbodiimide hydrochloride.
14. An adhesive for wound closure comprising the biocompatible synthetic macromer composition of claim 1 .
15. A sealant for use in a medical application comprising the biocompatible synthetic macromer composition of claim 1 .
16. A biocompatible synthetic macromer composition as in claim 1 , wherein the composition has a viscosity of from about 500 centipoise to about 10,000 centipoise.