title: Bio-based aliphatic polyurethanes through ADMET polymerization in bulk and green solvent.
abstract: 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.
authors: Laboratoire de Chimie des Polymères Organiques, Université de Bordeaux, ENSCBP, 16 Avenue Pey-Berland, F 33607, Pessac Cedex, France; Laboratoire de Chimie des Polymères Organiques, CNRS, F 33607, Pessac Cedex, France; French Environment and Energy Management Agency, 20 avenue du Grésillé-BP, 90406, F 49004, Angers Cedex 01, France.
authors: Thomas
authors: T
authors: Lebarbé
authors: Arvind Sudhakar
authors: AS
authors: More
authors: Prakash Sudhir
authors: PS
authors: Sane
authors: Etienne
authors: E
authors: Grau
authors: Carine
authors: C
authors: Alfos
authors: Henri
authors: H
authors: Cramail
mesh_terms: D001386:Azides / Q000737:chemistry; D002384:Catalysis; D055772:Green Chemistry Technology; D058105:Polymerization; D011140:Polyurethanes / Q000138:chemical synthesis / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry*; D014476:Undecylenic Acids / Q000737:chemistry
chemical_list: D001386:Azides; D011140:Polyurethanes; D012997:Solvents; D014476:Undecylenic Acids; C538763:undecylenic acid
keywords: ADMET; Curtius rearrangement; fatty acids; polyurethane; solution