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Chemoselective Alternating Copolymerization of Limonene Dioxide and Carbon Dioxide: A New Highly Functional Aliphatic Epoxy Polycarbonate
Author(s) -
Li Chunliang,
Sablong Rafaël J.,
Koning Cor E.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201604674
Subject(s) - polycarbonate , chemistry , carbon dioxide , lithium hydroxide , copolymer , polymer chemistry , lithium (medication) , catalysis , lithium bromide , bromide , limonene , organic chemistry , glass transition , polymer , medicine , ion , physics , heat exchanger , chromatography , ion exchange , essential oil , thermodynamics , endocrinology
The alternating copolymerization of biorenewable limonene dioxide with carbon dioxide (CO 2 ) catalyzed by a zinc β‐diiminate complex is reported. The chemoselective reaction results in linear amorphous polycarbonates that carry pendent methyloxiranes and exhibit glass transition temperatures ( T g ) up to 135 °C. These polycarbonates can be efficiently modified by thiols or carboxylic acids in combination with lithium hydroxide or tetrabutylphosphonium bromide as catalysts, respectively, without destruction of the main chain. Moreover, polycarbonates bearing pendent cyclic carbonates can be quantitatively prepared by CO 2 insertion catalyzed by lithium bromide.