Terpene and Dextran Renewable Resources for the Synthesis of Amphiphilic Biopolymers
Author(s) -
Marie-Hélène Alvès,
Huda Sfeir,
JeanFrançois Tranchant,
Emilie Gombart,
Gilles Sagorin,
Sylvain Caillol,
Laurent Billon,
Maud Save
Publication year - 2013
Publication title -
biomacromolecules
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.689
H-Index - 220
eISSN - 1526-4602
pISSN - 1525-7797
DOI - 10.1021/bm401521f
Subject(s) - amphiphile , dextran , terpene , chemistry , renewable resource , organic chemistry , polymer science , renewable energy , chemical engineering , polymer , copolymer , engineering , biology , ecology
The present work shows the synthesis of amphiphilic polymers based on the hydrophilic dextran and the hydrophobic terpenes as renewable resources. The first step concerns the synthesis of functional terpene molecules by thiol-ene addition chemistry involving amino or carboxylic acid thiols and dihydromyrcenol terpene. The terpene-modified polysaccharides were subsequently synthesized by coupling the functional terpenes with dextran. A reductive amination step produced terpene end-modified dextran with 94% of functionalization, while the esterification step produced three terpene-grafted dextrans with a number of terpene units per dextran of 1, 5, and 10. The amphiphilic renewable grafted polymers were tested as emulsifiers for the stabilization of liquid miniemulsion of terpene droplets dispersed in an aqueous phase. The average hydrodynamic diameter of the stable droplets was observed at about 330 nm.
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