論文

査読有り
2020年5月5日

Mechanistic role of protonated polar additives in ethanol for selective transformation of biomass-related compounds

Applied Catalysis B: Environmental
  • Haixin Guo
  • ,
  • Alif Duereh
  • ,
  • Yaqiong Su
  • ,
  • Emiel J.M. Hensen
  • ,
  • Xinhua Qi
  • ,
  • Richard Lee Smith

264
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1016/j.apcatb.2019.118509
出版者・発行元
ELSEVIER

© 2019 Elsevier B.V. We report on a combined experimental, spectroscopic and theoretical study of acid catalysed dehydration-etherification of fructose in ethanol for understanding the mechanistic role of polar solvent additives and product selectivity. Herein, we show that polar solvent additives (e.g. tetrahydrofuran, acetone, acetonitrile, gamma-valerolactone, dimethyl sulfoxide) protonated with a common solid acid catalyst in ethanol allow transformation of biomass-related compounds into desired dehydration or etherification products. Fructose in ethanol with DMSO additive is selectively transformed into 5-hydroxymethylfurfural with negligible formation of 5-ethoxymethylfurfural due to preferential DMSO protonation according to its polarity. Spectroscopic methods and density functional theory show that additives having higher polarity than ethanol are readily protonated and act as the key catalytic protonation species and as the key stabilization species for reaction intermediates. Understanding the mechanism of protonated polar additives in reaction systems allows one to tailor selectivity in acid-catalyzed dehydration-etherification schemes and to develop sustainable chemistry for biomass resources.

Web of Science ® 被引用回数 : 12

リンク情報
DOI
https://doi.org/10.1016/j.apcatb.2019.118509
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000515195200027&DestApp=WOS_CPL
Scopus
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85075970227&origin=inward
Scopus Citedby
https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=85075970227&origin=inward
ID情報
  • DOI : 10.1016/j.apcatb.2019.118509
  • ISSN : 0926-3373
  • eISSN : 1873-3883
  • SCOPUS ID : 85075970227
  • Web of Science ID : WOS:000515195200027

エクスポート
BibTeX RIS