Bio-based aliphatic primary amines from alcohols through the 'Nitrile route' towards non-isocyanate polyurethanes

摘要

Bio-based primary amines obtained from the corresponding alcohols via nitrite intermediates and their subsequent polymerizations with cyclic carbonates are described. Nitrile compounds were synthesized under mild aerobic oxidation of primary aliphatic alcohols. CuI, bipyridine and TEMPO were used as a catalytic system, in the presence of aqueous ammonia and O-2. A series of bio-sourced alcohols were successfully oxidized into nitriles using this catalytic system. The so-formed bio-based dinitriles were subsequently reduced into primary diamines under H-2 in the presence of Ni Raney. The latter were polymerized with fatty acid-based bis-cyclic carbonates for the design of fully bio-based poly (hydroxyurethane)s. (C) 2016 Elsevier Ltd. All rights reserved.