10108-80-2Relevant articles and documents
An NMR study of chain transfer to diols containing both primary and secondary hydroxy groups in the polymerization of ε-caprolactone
Kavros, Alexander,Huckerby, Thomas N.,Rimmer, Stephen
, p. 1071 - 1076 (1999)
ε-Caprolactone has been polymerized in the presence of various diols, viz. propane-1,2-diol (PD), butane-1,3-diol (BD) and hexane-1,5-diol (HD). 1H and 13C NMR spectroscopy were used to evaluate the structures. The final products were found to be a function of the diol used. It was shown that reactions incorporating PD gave low conversions and/or low degrees of polymerizations when compared with those involving BD or HD. In polymerizations involving BD two 13C resonances could be seen in the carbonyl region, assignable to the ester carbonyls adjacent to the oxymethine and oxymethylene groups derived from the residues of the diol units. Thus, both primary and secondary hydroxy groups were shown to be active in the transfer reaction. Selective decoupling was used to assign the down-field resonance to the carbonyl adjacent to oxymethylene and the up-field resonance to the carbonyl adjacent to oxymethine. However, in the case of the polymerization incorporating BD, approximately 10% of end groups were shown to be secondary alcohols, which are derived from the secondary hydroxy group of BD that does not transfer. In polymerizations involving HD only one carbonyl resonance, which could be assigned to an ester adjacent to the diol residue, was observed. From COSY spectra it was possible to assign a peak due to the ester of the secondary hydroxy. The fraction of secondary chain ends was thus observed to be greater, at ca. 13%, than in the BD polymerizations.
Physical Properties of Fatty Acid Esters of 1,2-Propane Diol. Part-I: 1-Monoesters and Monoacid Diesters
Lewis, J. I.,Subrahmanyam, V. V. R.
, p. 1062 - 1064 (2007/10/02)
Pure monoacid diesters and 1-monoesters of 1,2-propane diol of odd chain fatty acids as well as of two higher even chain fatty acids were prepared and their physical properties determined.The odd and even chain fatty acid esters behave as two separate series, with respect to their melting behaviour: when considered as one series, alternation in the m.p. is evident.The changes in density and refractive index due to graded increases in molecular weight of the diesters, differ slightly for short and long chain fatty acid esters; dipropionate has the lowest viscosity amongst the diesters.