Plant Oil-Based Long-Chain C-26 Monomers and Their Polymers

abstract

The self-metathesis of erucic acid with ruthenium-based catalysts, followed by the hydrogenation of the double bond, yielded 1,26-hexacosanedioic acid (AA). Polycondensation of this biobased long-chain alpha,omega-dicarboxylic acid with hexacosane-1,26-diol (B B), generated from the former by reduction, yielded the polyester 26,26. Monomer AA was also polymerized with short-chain alkanediols, namely dodecane1,12-diol and butane-1,4-diol, generating polyesters 12,26 and 4,26, respectively. The properties of these aliphatic polyesters were investigated by various techniques, revealing high crystallinity, melting, and degradation temperatures, depending on the monomers used. These materials are an attractive alternative to fossil resource-based polymeric materials.

keywords

FATTY-ACID ESTERS; RENEWABLE RESOURCES; OLEFIN METATHESIS; ALIPHATIC POLYESTERS; CATALYTIC METATHESIS; DICARBOXYLIC-ACIDS; VEGETABLE-OILS; POLYETHYLENE; SCIENCE; DIOLS

subject category

Polymer Science

authors

Vilela, C; Silvestre, AJD; Meier, MAR

our authors

acknowledgements

The authors wish to thank the Portuguese Foundation for Science and Technology (FCT) for a doctorate grant to Carla Vilela (SFRH/BD/44884/2008). CV also thanks the Institute of Organic Chemistry of the Karlsruhe Institute of Technology (KIT).

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