Furfuryl alcohol was polymerized by trifluoroacetic acid in methylene chloride to give a colored polymer. This polymer possesses two main sequences in which the furan rings are connected by methylene groups (sequence 1) or by dimethylene ether groups (sequence 2). The polymer is not linear but highly branched, as detected by ' H and 13C NMR spectroscopy. Variations of the experimental conditions, such as the presence of air, the trifluoroacetic acid concentration, the reaction temperature and the solvent, do not allow a significant increase in the linear structure of the polymer. However, an increase in the acid concentration or an increase in temperature produce a decrease in the ether-bridged structure (sequences 2).
ABSTRACT:The structural characterization of polyesters of citric acid (CA) with ethylene glycol and long-chain aliphatic alcohols (ROH), prepared by the composition of the reaction mixture being adjusted slightly away from stoichiometric equivalence, was performed with 1 H-and 13 C-NMR spectroscopy. The aliphatic alcohols employed were 1-decanol, 1-dodecanol, and 1-octadecanol. The 13 C-NMR carbonyl region presented four groups of signals, two corresponding to the ester groups and two corresponding to the acid groups. However, symmetric and asymmetric groups of CA moieties were identified in the 13 C-NMR spectra. The ester yield from ROH decreased as the number of carbon atoms in the alcohols increased.
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