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Water‐Soluble Amphiphilic O ‐(Carboxymethyl)cellulose Derivatives – Synthesis and Properties
Author(s) -
Sroková Iva,
Tomanová Vladimíra,
Ebringerová Anna,
Malovíková Anna,
Heinze Thomas
Publication year - 2004
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.200300124
Subject(s) - carboxymethyl cellulose , cellulose , pyridine , amphiphile , organic chemistry , fatty acid , transesterification , chemistry , acetic acid , materials science , methanol , copolymer , sodium , polymer
Summary: Water‐soluble, partially hydrophobized derivatives of O ‐(carboxymethyl)cellulose (CMC) were prepared by esterification of CMC in its ‘gel suspension’ form. The classical esterification method (A) using stearoyl chloride/pyridine as well as two unconventional methods based on reaction with mixed anhydrides (B) and transesterification with vinyl laurate (C) respectively, were compared in terms of the structural, molecular and performance properties of the obtained derivatives. The classical esterification and method B yielded water‐soluble simple fatty acid esters, whereas mixed acetic‐fatty acid esters were obtained by method C. In all cases, molecular degradation of CMC was observed. 1 H and 13 C NMR spectroscopy of the acetyl‐lauroyl derivatives of CMC with a degree of esterification DS E of 0.20 indicated a prevalence of the lauroyl groups ( DS Ac : DS La = 0.03:0.17). Most of the water‐soluble derivatives exhibited excellent emulsifying efficiency. They represent polysaccharide‐based surfactants with effective anti‐redeposition properties as well as good washing power. Suitable derivatives can be prepared under mild reaction conditions by both unconventional methods which implies that they have potential as substitutes for the expensive and invasive conventional method.Preparation of CMC derivatives.