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.

Highlights

  • Complex oligosaccharides could be attached to homo-polymer of (1-4)-α-D-GalpA (HGA) at 2 or 3 positions of GalpA and onosaccharides ollowed by transesterification/transacetalisation followed by transesterification/transacetalisation processes with fatty processes alcohols, with fatty alcohols, des (APGs) that are currently widely present in the world market such as xylan orthe agarose, into alkylglucosides as non-ionic surfactants structure of cellulose remains highly challenging

  • In general,surfactants we find that the galacturonate by a cascadesurfactants process that involves the hydrolysis/butanolysis of pectins into butyl products galacturonate give similar or better values than standard used as references

  • 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, Molecules 2021, 26,and

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Summary

Introduction

With the focus reducing dependency on fossil resources, carbohydrate-based by2021, a for cascade process that involves theon hydrolysis/butanolysis of pectins intofuel butyl galacturonate bmitted possible open access h cules. With the focus on reducing dependency on fossil fuel resources, carbohydrate-based (acetalization) or for coupling of D-glucose surfactants are an important class of amphiphilic compounds and the most representative bstract: The present article describes the one-pot synthesis of double- and single-tailed surfactants y a cascade process that involves the hydrolysis/butanolysis of pectins into butyl galacturonate monosaccharides followed by transesterification/transacetalisation processes with fatty alcohols, nd subsequent aqueous basic and acid treatments. With the focus on reducing dependency on fossiladded fuel resources, carbohydrate-based were to the by-products in order to form the semi-purified mixture CO2 HPectC18 , urfactants are an important class of amphiphilic compounds and the g).

Selective transformation offor into alkyl
D OH O OH
Characterisation
Synthesis
March 2021 ditions of the Creative Commonscan
We then attempted to minimise yield the acetal
Transformation of pectinespecially into
Reaction
23 March 2021 1 1
18 GalC18are
23 March on
C PectC βf αp βp
Transformation of pectin into acids
March 2021 alcohol chain
Measurements of Interfacial Tension
Values of interfacial tension of purified compounds
HGalC12 is
Values of the interfacial tension surfactantcompositions compositions derived
Measurements of Surface
Measurements of Surface Tension
Ecotoxicity Studies
Materials and Methods
CHalcohol
Physico-Chemistry
Introduction ccepted
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