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Synthesis of two β-cyclodextrin derivatives containing a vinyl group

Yong-Fu Li,Yi-Ming Ha,Qin Guo,Qing-Peng Li

β-CD maleate (CDM) and β-CD itaconate (CDI) were prepared by esterification of β-cyclodextrin (β-CD) with maleic acid and itaconic acid using phosphate as a catalyst in a semi-dry process. The esterification of β-CD was carried out using [Itaconic acid ] or [Maleic acid ] 4   mol/mol of CD; M / L ratio 1:0.6; temperature 110   °C; [4-methoxyphenol] 2.5% amount of acid; reaction time 3.5   h. The esterification rates of CDM and CDI are 70.38% and 21.02%, respectively. We found that CDM and CDI were both monoesters. Here, we also established a new evaluation method for the rate of esterification.