Thermoresponsive and Biodegradable Amphiphilic Block Copolymers with Pendant Functional Groups.
10.1007/s13770-018-0121-2y
- Author:
Bo Keun LEE
1
;
Jung Hyun NOH
;
Ji Hoon PARK
;
Seung Hun PARK
;
Jae Ho KIM
;
Se Heang OH
;
Moon Suk KIM
Author Information
1. Department of Molecular Science and Technology, Ajou University, 206 Worldcup-ro, Yeongtong-gu, Suwon 16499, Republic of Korea. moonskim@ajou.ac.kr
- Publication Type:Original Article
- Keywords:
Thermoresponsive;
Amphiphilic block copolymers;
Pendant group;
Solution-to-hydrogel phase transitions;
Biodegradation
- MeSH:
Emulsions;
Hydrogel;
Magnetic Resonance Spectroscopy;
Phase Transition;
Polymerization;
Polymers;
Suspensions
- From:
Tissue Engineering and Regenerative Medicine
2018;15(4):393-402
- CountryRepublic of Korea
- Language:English
-
Abstract:
BACKGROUND: To develop the biodegradability and thermoresponsive hydrogel, in this work we designed a pendant-functionalized, thermoresponsive, amphiphilic block copolymer. METHODS: Methoxy poly(ethylene glycol) (MPEG)-b-[poly(ε-caprolactone)-ran-poly(ε-caprolactone-3-one)-ran-polylactic acid] (MCL) and (MPEG-b-[PCL-ran-POD-ran-PLA]) [MCL-(CO)] block copolymers were prepared by ringopening polymerization of ε-caprolactone, OD and lactide monomers. The subsequent derivatization of MCL-(CO) provided MPEG-b-[PCL-ran-poly(ε-caprolactone-3-COOH)-ran-PLA] [MCL-(COOH)] with COOH pendant groups and MPEG-b-[PCL-ran-poly(ε-caprolactone-3-NH2)-ran-PLA] [MCL-(NH2)] with NH2 pendant groups. RESULTS: The measured segment ratios of MCL-(CO), MCL-(COOH), and MCL-(NH2) agreed well with the target ratios. The abundances of the COOH and NH2 groups in the MCL-(COOH) and MCL-(NH2) copolymers were determined by 1H- and 13C-nuclear magnetic resonance spectroscopy, and agreed well with the target abundances. MCL-(CO), MCL-(COOH), and MCL-(NH2) formed homogeneous, white, opaque emulsions at room temperature. Rheological analysis of the block copolymer suspensions indicated a solution-to-hydrogel phase transition as a function of temperature. The solution-to-hydrogel phase transitions and the biodegradation of MCL-(CO), MCL-(COOH), and MCL-(NH2) were affected by varying the type (ketone, COOH, or NH2) and abundance of the pendant groups. CONCLUSION: MCL-(CO), MCL-(COOH), and MCL-(NH2) with ketone, COOH, and NH2 pendant groups showed solution-to-hydrogel phase transitions and biodegradation behaviors that depended on both the type and number of pendant groups.