Premium
A Double Click Strategy Applied to the Reversible Polymerization of Furan/Vegetable Oil Monomers
Author(s) -
Vilela Carla,
Cruciani Letizia,
Silvestre Armando J. D.,
Gandini Alessandro
Publication year - 2011
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201100246
Subject(s) - maleimide , furan , monomer , click chemistry , polymerization , polymer chemistry , chemistry , organic chemistry , polymer
Abstract This investigation describes preliminary results related to the preparation of monomers based on vegetable oil derivatives bearing furan heterocycles appended through thiol‐ene click chemistry, and their subsequent polymerization via the Diels‐Alder (DA) polycondensation between furan and maleimide complementary moieties, i.e. a second type of click chemistry. Following the optimization of these interactions with model compounds, two basic approaches were considered for these DA polymerizations, namely (i) the use of monomers with two terminal furan rings in conjunction with bismaleimides (AA + BB systems) and (ii) the use of AB monomers incorporating both furan and maleimide end‐groups. This ongoing study clearly showed that both approaches were successful, albeit with different outcomes, in terms of the nature of the products. The application of the retro‐DA reaction confirmed their thermoreversible character, i.e. the clean‐cut return to their respective starting monomers.