Use of Furandicarboxylic Acid and Its Decyl Ester as Additives in the Fischers's Glycosylation of Decanol by D-Glucose: Physiochemical Properties of the Surfactant Compositions Obtained

D.S. van Es, X. Oduber, B. Estrine, S. Marinkovic

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

2,5-Furandicarboxylic acid is a promising bio-based platform chemical that may serve as a ‘green’ substitute for terephthalate in polyesters. In the present work, straightforward glycosylation of decanol with unprotected and non-activated d-glucose was performed under reduced quantities of sulfuric acid as catalyst (down to 0.9 mol%) in the presence of 2,5-furandicarboxylic acid or its n-decyl ester as additive. Yield of decyl monoglucosides was highly improved by the use of the additives. Moreover, the presence of additive also limited the colouration of the reaction. The physical and chemical properties of the surfactant composition produced were studied and compared to reference compositions. The ultimate biodegradability of furan-2,5-dicarboxylic acid (FDCA) and its n-decyl ester formed or produced in the bulk reaction medium was also studied in order to assess its potential use in surfactant industry.
Original languageEnglish
Pages (from-to)147-154
JournalJournal of Surfactants and Detergents
Volume16
Issue number2
DOIs
Publication statusPublished - 2013

Keywords

  • direct conversion
  • one-pot
  • pentosides
  • oxidation
  • chemicals
  • fructose

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