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Bio‐Based Aliphatic Polyurethanes Through ADMET Polymerization in Bulk and Green Solvent
Author(s) -
Lebarbé Thomas,
More Arvind Sudhakar,
Sane Prakash Sudhir,
Grau Etienne,
Alfos Carine,
Cramail Henri
Publication year - 2014
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.201300695
Subject(s) - monomer , diene , polymerization , polymer chemistry , solvent , amide , ether , metathesis , materials science , azide , organic chemistry , chemistry , polymer , natural rubber
A new route to α,ω‐diene urethane monomer is proposed by converting 10‐undecenoic acid into the corresponding acyl azide, followed by urethanization with 10‐undecenol. ADMET polymerizations of this α,ω‐diene urethane monomer as well as other bio‐based α,ω‐dienes bearing various organic functions (ester, carbonate, ether, amide) were carried out in bulk and solution conditions. A screening of the most commonly used metathesis catalysts allows to evaluate their tolerance toward the urethane function as well as toward Polarclean, a “green” and nontoxic high boiling point solvent. The influence of the nature of the central organic function in these α,ω‐diene monomers on the thermomechanical properties is investigated.