Synthesis and structural characterization of β -cyclodextrin butenate

Yong-Fu Li; Zhu-Xi Tian; Bin Shi; Yang-Bo He; Ming-Xiu Long

doi:10.1080/15685551.2023.2205741

Synthesis and structural characterization of β -cyclodextrin butenate

Des Monomers Polym. 2023 Apr 26;26(1):132-139. doi: 10.1080/15685551.2023.2205741. eCollection 2023.

Authors

Yong-Fu Li¹, Zhu-Xi Tian¹, Bin Shi¹, Yang-Bo He¹, Ming-Xiu Long¹

Affiliation

¹ Integrated Rural Development Center, Guizhou Academy of Agricultural Science, Guiyang, Guizhou, China.

Abstract

β-cyclodextrin butenate was synthesized by using N, N'-Carbonyldiimidazole (CDI) activating reagent and 4-Dimethylaminopyridine (DMAP) as catalyst. The best preparation condition of β-CD butenate was described as below: reaction temperature was 25°C, concentration of 2-butenoic acid was 450 mmol/L, concentration of DMAP was 12.5 mmol/L and reaction time was 20 minutes and at this condition the yield of β-CD butenate was 0.83 mmol/g. According to the results of FT-IR spectrum, NMR spectroscopy and HPLC-QTof-mass spectrum of β-CD butenate, there were four types β-CD butenate synthesized, which were β-CD-2-butenoic acid monoester, β-CD-2-butenoic acid diester, β-CD-2-butenoic acid triester and β-CD-2-butenoic acid tetraester, respectively.

Keywords: N, N’-carbonyldiimidazole; esterification; Β-cyclodextrin; β-cyclodextrin butenate.

Grants and funding

The work was supported by the The Science and technology fund of Guizhou [Grant No. [2018]1420]; The Science and technology fund of Guizhou [Grant No. [2020]1Z029].