Issue 29, 2011

Temperature-sensitive aliphatic polyesters: synthesis and characterization of γ-substituted caprolactone monomers and polymers

Abstract

Synthesis and ring-opening polymerization of γ-substituted ε-caprolactone monomers containing octyloxy and 2-[2-(2-methoxyethoxy)ethoxy]ethoxy functional groups is reported. An amphiphilic block copolymer containing hydrophobic poly(γ-octyloxy-ε-caprolactone) and hydrophilic poly{γ-2-[2-(2-methoxyethoxy)ethoxy]ethoxy-ε-caprolactone} forms micelles in aqueous solution above the critical micellar concentration of 1.74 × 10−3 g L−1. Poly{γ-2-[2-(2-methoxyethoxy)ethoxy]ethoxy-ε-caprolactone} and its block copolymer with poly(γ-octyloxy-ε-caprolactone) are thermoresponsive polymers. The LCST measured for poly{γ-2-[2-(2-methoxyethoxy)ethoxy]ethoxy-ε-caprolactone} is 47.5 °C, while the LCST decreased to 37.5 °C for the amphiphilic block copolymer poly{γ-2-[2-(2-methoxyethoxy)ethoxy]ethoxy-ε-caprolactone}-b-poly(γ-octyloxy-ε-caprolactone).

Graphical abstract: Temperature-sensitive aliphatic polyesters: synthesis and characterization of γ-substituted caprolactone monomers and polymers

Supplementary files

Article information

Article type
Communication
Submitted
25 Mar 2011
Accepted
27 May 2011
First published
17 Jun 2011

J. Mater. Chem., 2011,21, 10623-10628

Temperature-sensitive aliphatic polyesters: synthesis and characterization of γ-substituted caprolactone monomers and polymers

J. Hao, J. Servello, P. Sista, M. C. Biewer and M. C. Stefan, J. Mater. Chem., 2011, 21, 10623 DOI: 10.1039/C1JM11288K

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