Sealant composition
A composition with improved adhesive and sealant properties comprising a pre-polymer comprising a polymeric unit of the general formula (1A1B-) n , wherein A represents a substituted or un-substituted ester, B represents a substituted or un-substituted acid ester comprising at least two acid ester functionalities, and n represents an integer greater than 1, wherein the compositions has a grafted anhydride content of less than about 0.05 mol/mol of polyacid.
1. A composition comprising activated pre-polymers having a moiety derived from a polyol and a moiety derived from a polyacid as depicted in formula (I):
wherein:
each n individually represent an integer equal to or greater than 1 and each p represent an integer from 4-10;
R 6 in each individual unit is independent and can be:
(i) a polymer chain;
(ii) —C(═O)—CR 3 ═CR 4 R 5 , where R 3 , R 4 , R 5 are, independently from one another, selected from H, alkyl, aryl, substituted alkyl, substituted aryl, carboxylic acid, ester, amide, amine, urethane, ether, and carbonyl; or
(iii) —H, alkyl, acyl, aryl, heterocycles, cycloalkyl, aromatic heterocycles, multicycloalkyl, ester, ether, halide, carboxylic acid, amino, alkylamino, dialkylamino, trialkylamino, amido, carbamoyl, thioether, thiol, alkoxy, or ureido groups;
provided that for at least one individual unit in said activated prepolymers, R 6 is —C(═O)—CR 3 ═CR 4 R 5 ;
R 7 is selected from the group consisting of alkyl, aryl, substituted alkyl, substituted aryl, amine, urethane, thiol, or thioester;
wherein at least one of said activated pre-polymers of said composition comprises a terminal carboxyl group that is protected by a group selected from alkyl, aryl, substituted alkyl, substituted aryl, amine, urethane, thiol, or thioester;
wherein when said composition comprises activated prepolymers with grafted anhydride, said composition has a molar ratio of grafted anhydride to the polyacid of less than 0.05 mol/mol; and
wherein the activated prepolymers are formed by activating prepolymers having a weight average molecular weight of from about 3000 to about 5000 Daltons and a polydispersity of less than 3.
2. The composition according to claim 1 , wherein none of said activated prepolymers in said composition comprises grafted anhydride.
3. The composition according to claim 2 , wherein said composition comprises no anhydride.
4. The composition according to claim 3 , further comprising a photo-initiator.
5. The composition according to claim 1 , wherein R 7 is alkyl.
6. The composition according to claim 5 , wherein R 7 is —CH 2 CH 3 .
7. The composition according to claim 1 , wherein —OR 6 in at least one individual unit in formula (I) is:
8. The composition according to claim 1 , wherein each p is 8.
9. The composition according to claim 1 , wherein said activated prepolymers have a degree of activation between about 0.25 and about 0.8 mol/mol of said polyacid.
10. The composition according to claim 1 , wherein said activated prepolymers have a degree of activation of about 0.5 mol/mol of said polyacid.
11. The composition according to claim 1 , further comprising a photo-initiator.
12. The composition according to claim 11 , wherein said composition has a burst performance of greater than about 80 mmHg when cured with light in the presence of said photo-initiator.
13. The composition according to claim 12 , wherein said composition has a burst performance between about 100 to about 200 mmHg.
14. The composition according to claim 12 , wherein said composition has a burst performance of greater than about 200 mmHg.
15. The composition according to claim 1 for use in sealing tissue.
16. The composition according to claim 1 for use as adjunct to sutures in vascular anastomosis.
17. The composition according to claim 1 , wherein the polyol is glycerol and the polyacid is sebacic acid.