C. Vacagarcia et al., CELLULOSE ESTERIFICATION WITH FATTY-ACIDS AND ACETIC-ANHYDRIDE IN LITHIUM-CHLORIDE N,N-DIMETHYLACETAMIDE MEDIUM, Journal of the American Oil Chemists' Society, 75(2), 1998, pp. 315-319
Homogeneous esterification of cellulose with saturated fatty acids (n-
octanoic to n-octadecanoic) was accomplished with acetic anhydride co-
reactant in lithium chloride/N,N-dimethylacetamide (LiCl/DMAc) medium.
Cellulose mixed triesters (CMT) were obtained after 5 h at 130 degree
s C with an average of 2.2 acetyl groups and 0.8 fatty substituents pe
r anhydroglucose unit. A mixed acetic-fatty anhydride, formed in situ,
accounts for the grafting of the fatty moiety. The purified products
were characterized and compared to the analogous cellulose simple fatt
y triesters (CST) that were synthesized from fatty acid chlorides in p
yridine medium. Dynamic contact angle with water, glass transition, an
d storage moduli were correlated with the length of the fatty substitu
ents. The CMT proved to be highly hydrophobic and more mechanically re
sistant than the CST.