Monomers, polymers and articles containing the same from sugar derived compounds
Disclosed herein are monomers formed by reacting a sugar derived compound(s) comprising a lactone and two hydroxyls with a compound(s) comprising an isocyanate and an acrylate or methacrylate. Polymers formed from such monomers, and articles formed from the polymers are also disclosed.
1. A compound of formula V below:
where R and R′ are independently selected from the following:
in which R 1 is independently selected from:
where X is a linking group;
n is an integer greater than or equal to 1; and
R 2 is hydrogen, or an alkyl.
2. The compound according to claim 1 , wherein X is selected from hydrocarbons, esters and ethers.
3. The compound according to claim 1 , wherein X is a C 1 to C 6 alkyl.
4. The compound according to claim 1 , where R and R′ are independently
5. The compound according to claim 4 , wherein R 1 is
6. The compound according to claim 5 , wherein R 2 is hydrogen or a C 1 to C 3 alkyl.
7. The compound according to claim 1 comprising glucarodilactone methacrylate (GDMA).
8. The compound according to claim 1 comprising mannarodilactone methacrylate (MDMA).
9. The compound according to claim 1 formed by reacting a sugar derived compound(s) comprising a lactone and two hydroxyls with a compound(s) comprising an isocyanate and an acrylate or methacrylate.
10. The compound according to claim 9 , wherein the sugar derived compound comprises glucarodilactone, mannarodilactone, or a combination thereof.
11. The compound according to claim 9 , wherein the compound comprising an isocyanate and an acrylate or methacrylate comprises 2-isocyanoethyl methacrylate (ICM).
12. The compound according to claim 9 comprising glucarodilactone methacrylate (GDMA).
13. The compound according to claim 9 comprising mannarodilactone methacrylate (MDMA).
14. A polymer formed by polymerizing at least a compound of formula V below:
where R and R′ are independently selected from the following:
in which R 1 is independently selected from:
where X is a linking group;
n is an integer greater than or equal to 1; and
R 2 is hydrogen, or an alkyl.
15. The polymer according to claim 14 , wherein X is selected from hydrocarbons, esters and ethers.
16. The polymer according to claim 14 , wherein X is a C 1 to C 6 alkyl.
17. The polymer according to claim 14 , where R and R′ are independently
and R 1 is
18. The polymer according to claim 14 wherein the compound according to formula V is glucarodilactone methacrylate (GDMA), mannarodilactone methacrylate (MDMA), or a combination thereof.
19. The polymer according to claim 14 , wherein the polymer was formed from at least one monomer of formula V and a monomer not of formula V selected from:
urethane dimethacrylate (UDMA),
bisphenol A glycidyl methacrylate (bis-GMA),
where R is selected from the following:
in which R 1 is independently selected from:
where X is a linking group;
n is an integer greater than or equal to 1; and
R 2 is hydrogen, or an alkyl,
and combinations thereof.
20. A drug delivery article comprising a polymer polymerized from a monomer of formula V
where R and R′ are independently selected from the following:
in which R 1 is independently selected from:
where X is a linking group;
n is an integer greater than or equal to 1; and
R 2 is hydrogen, or an alkyl.