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Physicochemical characterization of 2-hydroxybenzophenone with β-cyclodextrin in solution and solid state.

Matias I Sancho, Marcos G Russo, M Sergio Moreno1

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The Journal of Physical Chemistry. B
|April 21, 2015
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Summary
This summary is machine-generated.

This study characterizes the 2-hydroxybenzophenone (2OHBP) and β-cyclodextrin (βCD) inclusion complex. The complex demonstrated enhanced solubility and thermal stability, forming nanometric aggregates.

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Pharmaceutical Sciences

Background:

  • 2-hydroxybenzophenone (2OHBP) is a UV absorber with limited solubility.
  • Cyclodextrins, like β-cyclodextrin (βCD), are known for their ability to form inclusion complexes with various molecules.
  • Enhancing the solubility and stability of active compounds is crucial for their applications.

Purpose of the Study:

  • To characterize the solid-state inclusion complex of 2-hydroxybenzophenone (2OHBP) with β-cyclodextrin (βCD).
  • To investigate the impact of complexation on the solubility, stability, and physical properties of 2OHBP.
  • To determine the thermodynamic parameters governing the complex formation.

Main Methods:

  • Solid-state characterization using Fourier transform infrared spectroscopy (FTIR), powder X-ray diffractometry (PXRD), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and transmission electron microscopy (TEM).
  • Determination of apparent formation constant via phase solubility diagrams and High-Performance Liquid Chromatography (HPLC).
  • Solubility and thermal stability assessments in various dissolution media.

Main Results:

  • Formation of the inclusion complex was confirmed by FTIR shifts and the observation of a new crystalline phase in PXRD.
  • Transmission electron microscopy (TEM) revealed the formation of nanometric-sized aggregates.
  • The 2OHBP-βCD inclusion complex exhibited significantly higher solubility and enhanced thermal stability compared to free 2OHBP.
  • Apparent formation constants were determined at different temperatures, indicating complex stability.

Conclusions:

  • The formation of an inclusion complex between 2OHBP and βCD was successfully achieved and characterized.
  • Complexation with βCD effectively enhances the solubility and thermal stability of 2OHBP.
  • The encapsulation process is thermodynamically dependent on the solvent system, being endothermic in water and exothermic in methanol-water mixtures.