4.4 Article

Novel synthesis of hydroxyvinylethyl xylan using 4-vinyl-1, 3-dioxolan-2-one

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 37, Pages 4200-4202

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.08.009

Keywords

Xylan; Hydroxyalkylation; Vinyl ethylene carbonate; Quantitative C-13 NMR

Funding

  1. WoodWisdom-EraNet
  2. German funding agency Fachagentur fur nachwachsende Rohstoffe [2202214]
  3. Federal Ministry of Food and Agriculture

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A novel synthesis for the incorporation of vinyl groups into the bio-polymer xylan is presented. For derivatization the cyclic organic carbonate 4-vinyl-1,3-dioxolan-2-one was used in DMSO under alkaline conditions. As a result xylans containing vinyl functionalities are obtained. This is increasing the reactivity, for example for radical induced reactions. Derivatization was carried out at different temperatures and reaction times. Products were characterized regarding their degree of substitution, molar substitution and tendencies for homopolymerization by C-13 NMR-, HSQC-NMR-, and FTIR-spectroscopy. (C) 2016 Elsevier Ltd. All rights reserved.

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