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Ring Opening Copolymerization of ε-Caprolactone and Diselenic Macrolide Carbonate for Well-Defined Poly (ester-co-carbonate) : Kinetic Evaluation and ROS/GSH Responsiveness

Abstract

A resurgence of interest has recently propelled poly(ε-caprolactone) (PCL) back into the biomaterials-arena. Herein, we reported a new poly(ester-co-carbonate) via the copolymerization of ε-CL and diselenic macrolide carbonate monomer (MSeSe). The structure of the copolymer was confirmed by NMR, FTIR and GPC. The kinetic experimental studies showed that the monomer reactivity ratios of ε-CL (r1) and MSeSe (r2) was different and the final sequence distribution of copolymer was random, which agreed well with the theoretical result based on density functional theory (DFT) calculation. The results of DSC and XRD consistently indicated that the copolymers were inclined to be amorphous with increasing of MSeSe fraction. The UV, DLS and TEM technique was employed to demonstrate the variation of transmittance, size and the morphology of copolymer micelles subjected to the GSH and ROS environment, and the mechanism was clarified by FTIR and GPC, which demonstrated that the copolymer had rich environment responsiveness. Therefore, the poly (ester-co-carbonate) with higher ROS and GSH sensitivity have a great potential in biomaterial field.

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Supplementary files

Article information


Submitted
26 Nov 2019
Accepted
03 Jan 2020
First published
07 Jan 2020

Polym. Chem., 2020, Accepted Manuscript
Article type
Paper

Ring Opening Copolymerization of ε-Caprolactone and Diselenic Macrolide Carbonate for Well-Defined Poly (ester-co-carbonate) : Kinetic Evaluation and ROS/GSH Responsiveness

J. Wang, C. Sun, J. Hu, Y. Huang, Y. Lu and Y. Zhang, Polym. Chem., 2020, Accepted Manuscript , DOI: 10.1039/C9PY01788G

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