Reversible polymerization of novel monomers bearing furan and plant oil moieties: a double click exploitation of renewable resources

authors	Vilela, C; Cruciani, L; Silvestre, AJD; Gandini, A
nationality	International
journal	RSC ADVANCES
keywords	DIELS-ALDER REACTION; VEGETABLE-OILS; CHEMISTRY; POLYMERS; SERVICE; ACID; SCIENCE
abstract	Monomers based on plant oil derivatives bearing furan heterocycles appended through thiol-ene click chemistry were prepared and, subsequently, polymerized via a second type of click reaction, i. e. the Diels-Alder (DA) polycondensation between furan and maleimide complementary moieties. 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 a protected AB monomer incorporating both furan and maleimide end groups. This study clearly showed that both strategies were successful, albeit with different outcomes, in terms of the nature of the ensuing products. The application of the retro-DA reaction to these polymers confirmed their thermoreversible character, i. e. the clean-cut return to their respective starting monomers, opening the way to original macromolecular materials with interesting applications, like mendability and recyclability.
publisher	ROYAL SOC CHEMISTRY
issn	2046-2069
year published	2012
volume	2
issue	7
beginning page	2966
ending page	2974
digital object identifier (doi)	10.1039/c2ra20053h
web of science category	Chemistry, Multidisciplinary
subject category	Chemistry
unique article identifier	WOS:000301459900057