ADMET polymerization of $\alpha$,$\omega$-unsaturated glycolipids: synthesis and physico-chemical properties of the resulting polymers

Bibliographic Details
Title: ADMET polymerization of $\alpha$,$\omega$-unsaturated glycolipids: synthesis and physico-chemical properties of the resulting polymers
Authors: Hibert, Geoffrey, Grau, Etienne, Pintori, Didier, Lecommandoux, Sébastien, Cramail, Henri
Source: Polymer Chemistry, Royal Society of Chemistry - RSC, 2017, pp.3731-3739
Publication Year: 2019
Collection: Condensed Matter
Physics (Other)
Subject Terms: Physics - Applied Physics, Condensed Matter - Materials Science
More Details: Trehalose diesters exhibiting $\alpha$,$\omega$-unsaturation are glycolipids which can be easily polymerized by ADMET (acyclic diene metathesis) polymerization. In this paper, enzymatic esterification was performed to selectively esterify primary hydroxyl groups of trehalose (6 and 6'-positions) with vinyl undecenoate. The vinyl ester was beforehand obtained by palladium-catalyzed transesterification of undecenoic acid with vinyl acetate. The resulting trehalose diundecenoate was homopolymerized and copolymerized with undecenyl undecenoate in order to obtain random copolymers with different compositions. The synthesis of such copolymers was confirmed by 1 H NMR spectroscopy and size exclusion chromatography (SEC). Their solid-state phase separation were investigated by DSC and X-ray scattering as function of temperature and their solution self-assembly was investigated by dynamic light scattering (DLS) in water.
Document Type: Working Paper
DOI: 10.1039/C7PY00788D
Access URL: http://arxiv.org/abs/1911.09462
Accession Number: edsarx.1911.09462
Database: arXiv
More Details
DOI:10.1039/C7PY00788D