The glycerol acetal of acrolein is a cyclic acetal that exists as a mixture of 2-vinyl-4-hydroxymethyl-1, 3-dioxolane and its dioxanyl isomer, each having two geometricisomers. Each of the four isomers was isolated by GL chromatographic method. Structural assignments of the four isomers and acrolein glycerol polymer were made on the basis of 60MHz PMR and IR spectral data correlating with model compounds, 4-hydroxymethyl-1, 3-dioxolane and its dioxanyl isomer. The PMR spectra of the isomers are so complicated that the chemical shift values can only be detected. The orders from upfiled were trans-dioxane, cis-dioxane, trans-dioxolane, cis-dioxolane. The results of the GL chromatography indicated the percentage of the dioxolane and the dioxane isomers as 58.0 and 42.0 respectively. PMR spectra, elemental analysis and GL chromatography results showed that the polymerization of acrolein with glycerol followed the routes ; firstly the formation of cyclic acetal and then, the propagation of the vinyl group.
Acrolein과 glycerol의 축합물인 네 개의 환상 acetal 기하이성채를 gas chromatography 및 분치회장치로 분리회수하였다. 분리회수된 이성체의 조성은 1,3-dioxolane환과 1,3-dioxane환이 각각 58.0, 42.0%이었다. 이성체들은 기기분석에 의해서 확인하였고, 특히 60 MHz PMR 스펙트라의 해석을 위하여 model화합물로서 4-hydroxymethyl-1,3-dioxolane과 그의 dioxane이성체를 합성하여 사용하였다. 한편 acrolein과 glycerol을 축중합시켰으며 이 중합물의 구조를 PMR로 규명하였다. 중합반응기구는 우선 산성 촉매에서 환상 이성체가 형성되고 vinyl기의 전개에 의한 축중합물이 얻어지는 것으로 추정되었다.
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