Transformation of Pectins into Non-Ionic or Anionic Surfactants Using a One-Pot and Cascade Mode Process

Molecules. 2021 Mar 31;26(7):1956. doi: 10.3390/molecules26071956.

Abstract

The present article describes the one-pot synthesis of double- and single-tailed surfactants by a cascade process that involves the hydrolysis/butanolysis of pectins into butyl galacturonate monosaccharides followed by transesterification/transacetalisation processes with fatty alcohols, and subsequent aqueous basic and acid treatments. The cascade mode allows the depolymerisation to proceed more efficiently, and the purification conditions are optimised to make the production of single-tailed surfactants more manufacturable. These products in a pure form or as mixtures with alkyl glycosides resulting from butanolysis and transglycosylation of pectin-derived hexoses, exhibit attractive surface-tension properties, especially for the n-oleyl ᴅ-galactosiduronic acid products. In addition, a readily biodegradability and an absence of aquatic ecotoxicity are shown for the galacturonic acid derivatives possessing an oleyl alkyl chain at the anomeric position.

Keywords: cascade process; galacturonates; non-ecotoxicity; pectins; polysaccharide depolymerisation; readily biodegradability; surfactants.

MeSH terms

  • Biodegradation, Environmental
  • Hydrolysis
  • Pectins / chemistry*
  • Surface Tension
  • Surface-Active Agents / chemical synthesis*
  • Surface-Active Agents / chemistry*

Substances

  • Surface-Active Agents
  • Pectins