Process for preparing cyclic esters comprising unsaturated functional groups and polyesters prepared from same
View Patent ↗Disclosed herein are process for preparing cyclic esters comprising unsaturated functional groups. Also disclosed are copolymers prepared from the cyclic esters. The copolymers can be used to form microparticles, polymer micelles, etc., which are useful in drug delivery applications.
1. A copolymer having the formula:
wherein n and m are each independent integers ranging from 1 to 10,000;
wherein x is an integer ranging from 0 to 12;
wherein each R 1a and each R 1b , when present, is independently hydrogen, hydroxy, amino, thio, halogen, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 1 -C 6 alkylthio, substituted or unsubstituted C 1 -C 6 alkylamino, or substituted or unsubstituted C 1 -C 6 hydroxyalkyl;
wherein R 2 is hydrogen, hydroxy, amino, thio, halogen, substituted or unsubstituted C 1 -C 6 alkyl, substituted or unsubstituted C 1 -C 6 alkoxy, substituted or unsubstituted C 1 -C 6 alkylthio, substituted or unsubstituted C 1 -C 6 alkylamino, or substituted or unsubstituted C 1 -C 6 hydroxyalkyl;
wherein Q 1 is —COOH or
and
wherein Q 2 is —[(CH)CH 3 ]—, —(CH 2 )—, or —[(CH 2 ) 5 ]—.
2. The copolymer of claim 1 , wherein x is 1.
3. The copolymer of claim 1 , wherein x is 2.
4. The copolymer of claim 1 , wherein R 2 is hydrogen.
5. The copolymer of claim 1 , wherein R 1a is hydrogen.
6. The copolymer of claim 1 , wherein R 1b is hydrogen.
7. A microparticle comprising a matrix formed from the copolymer of claim 1 .
8. The microparticle of claim 7 , further comprising a bioactive agent encapsulated in the matrix.
9. A polymer micelle comprising the copolymer of claim 1 .
10. The polymer micelle of claim 8 , wherein the copolymer further comprises one or more blocks of poly(ethylene glycol) (PEG), polyvinylpyrrolidone (PVP), or a combination thereof.