Synthetic sealants

Patent metadata

Field	Value
Publication number	US-9707252-B2
Application number	US-88399306-A
Country	US
Kind code	B2
Filing date	Feb 9, 2006
Priority date	Feb 9, 2005
Publication date	Jul 18, 2017
Grant date	Jul 18, 2017

Abstract

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.

First claim

What is claimed is:

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.

Assignees

• Hadba Ahmad R
• Kennedy John
• Roby Mark
• Covidien Lp

Inventors

• Hadba Ahmad R
• Kennedy John
• Roby Mark

Classifications

• C08G18/5039

  containing amide groups · CPC title

• A61L24/043

  Mixtures of macromolecular materials · CPC title

• C08G2190/00

  Compositions for sealing or packing joints · CPC title

• A61K31/77 Primary

  of oxiranes · CPC title

• C08G18/5024

  containing primary and/or secondary amino groups · CPC title