Structure-property relationships on recrystallized β-cyclodextrin solvates: A focus on X-ray diffractometry, FTIR and thermal analyses

Carbohydr Polym. 2021 Aug 1:265:118079. doi: 10.1016/j.carbpol.2021.118079. Epub 2021 Apr 18.

Abstract

The goal of the study was to evaluate the influence of the solvent properties on the crystal characteristics of β-cyclodextrin (β-CD) recrystallized from alcohol-water solvent mixtures, with possible applications for the preparation, purifying and complexation of β-CD. For the first time, structure-property relationships (QSPRs) between the hydrophobicity of alcohols or dielectric constant of solvents used for recrystallization of β-CD and its properties (such as crystallinity index, CI) have been obtained. Recrystallized β-CD from water and C1-C4 alcohol-water solutions provide β-CD with higher CI values of 99.4(±5.9)% for ethanol-water (1:4, v/v) as recrystallizing system. This property has a parabolic variation with the logP (octanol/water partition coefficient) of the alcohol (r2 = 0.998). Solvent parameters also influence the β-CD crystal characteristics, as was demonstrated by X-ray diffractometry refinement, infrared spectroscopy and thermal analyses.

Keywords: Fourier-transform infrared spectroscopy; Powder X-ray diffractometry; Principal component analysis; Structure-property relationships; Thermal analysis; β-Cyclodextrin recrystallization.

MeSH terms

  • Calorimetry, Differential Scanning / methods
  • Crystallization / methods
  • Ethanol / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Solubility
  • Solvents / chemistry*
  • Spectrophotometry, Infrared / methods
  • Spectroscopy, Fourier Transform Infrared / methods
  • Thermogravimetry / methods
  • Water / chemistry
  • X-Ray Diffraction / methods
  • beta-Cyclodextrins / chemistry*

Substances

  • Solvents
  • beta-Cyclodextrins
  • Water
  • Ethanol
  • betadex