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Poly(Alkyl Glycidate Carbonate)s as Degradable Pressure‐Sensitive Adhesives
Author(s) -
Beharaj Anjeza,
Ekladious Iriny,
Grinstaff Mark W.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201811894
Subject(s) - acrylate , polymer chemistry , carbonate , chemistry , copolymer , alkyl , ethyl acrylate , glass transition , thermal decomposition , polymer , acrylate polymer , methyl acrylate , organic chemistry
Abstract Insertion of CO 2 into the polyacrylate backbone, forming poly(carbonate) analogues, provides an environmentally friendly and biocompatible alternative. The synthesis of five poly(carbonate) analogues of poly(methyl acrylate), poly(ethyl acrylate), and poly(butyl acrylate) is described. The polymers are prepared using the salen cobalt(III) complex catalyzed copolymerization of CO 2 and a derivatized oxirane. All the carbonate analogues possess higher glass‐transition temperatures ( T g =32 to −5 °C) than alkyl acrylates ( T g =10 to −50 °C), however, the carbonate analogues ( T d ≈230 °C) undergo thermal decomposition at lower temperatures than their acrylate counterparts ( T d ≈380 °C). The poly(alkyl carbonates) exhibit compositional‐dependent adhesivity. The poly(carbonate) analogues degrade into glycerol, alcohol, and CO 2 in a time‐ and pH‐dependent manner with the rate of degradation accelerated at higher pH conditions, in contrast to poly(acrylate)s.