The Journal of the Acoustical Society of Korea (한국음향학회지)

The Acoustical Society of Korea (한국음향학회)
권호 표지
DOI QR코드

DOI QR Code

Ultrasonic Relaxation for Complexation Reaction Between β-Cyclodextrin and Butanoic Acid in Aqueous Solution

사이크로덱스트린과 부탄산의 복합체 형성반응에 의한 초음파 완화

  • Received : 2011.11.21
  • Accepted : 2012.01.27
  • Published : 2012.02.29
Download PDF
⟨ Previous Next ⟩

Abstract

The aim of this work was to reveal the effect of butanoic acid in its dissociated form and undissociated form as a guest molecule on the kinetic parameters in an inclusion reaction with ${\beta}$-cyclodextrin (${\beta}$-CD). Ultrasonic absorption measurements in the frequency range from 0.2 to 45 MHz were carried out for ${\beta}$-CD solutions with butanoic acid at $25^{\circ}C$ by ultrasonic relaxation method. The rate and the equilibrium constants were obtained from the guest concentration dependence of the relaxation frequency, and the standard volume change of the complexation reaction were obtained from the maximum absorption per wavelength. A single relaxational absorption was observed, and the cause of the relaxation was attributed to a perturbation of the chemical equilibrium associated with a complexation reaction between ${\beta}$-CD and butanoic acid. These results were compared with those in solutions containing both ${\beta}$-CD and different guest molecules. It was found that the hydrophobicity of guest molecules played an important role in the formation of the inclusion complex and also that the charge on the carboxylic group had a considerable effect on the kinetic characteristics of the complexation reaction.

Keywords

References

  1. J. Szejtli, "Introduction and general overview of cyclodextrin chemistry" Chem. Rev., vol. 98, no. 5, pp. 1743-1753, 1998. https://doi.org/10.1021/cr970022c
  2. J. Nishijo, S. Moriyama, and S. Shiota, "Interactions of cholesterol with cyclodextrins in aqueous solution" Chem. Pharm. Bull. vol. 51, no. 11, pp. 1253-1257, 2003. https://doi.org/10.1248/cpb.51.1253
  3. J. L. Manzoori and M. Amjadi, "Spectrofluorimetric study of host-guest complexation of ibuprofen with ${\beta}$-cyclodextrin and its analytical application" Spectrochimica Acta Part A, vol 59, pp. 909-916, 2003. https://doi.org/10.1016/S1386-1425(02)00295-0
  4. M. Zhang, J. Li, L. Zhang, and J. Chao, "Preparation and spectral investigation of inclusion complex of caffeic acid with hydroxypropyl-${\beta}$-cyclodextrin" Spectrochimica Acta Part A, vol. 71, pp. 1891-1895, 2009. https://doi.org/10.1016/j.saa.2008.07.014
  5. X. Zhu and S. Xu, " Determination of L-tyrosine by ${\beta}$-cyclodextrin sensitized fluorescence quenching method" Spectrochimica Acta Part A, vol. 77, pp. 566-571, 2010. https://doi.org/10.1016/j.saa.2010.04.028
  6. J.-R. Bae, J. K. Kim, and C. W. Lee, "Complex formation of adenosine 3′, 5′-cyclic monophosphate with ${\beta}$-cyclodextrin: kinetics and mechanism by ultrasonic relaxation" Bull. Korean Chem. Soc. vol. 31, no. 2, pp. 442-446, 2010. https://doi.org/10.5012/bkcs.2010.31.02.442
  7. J.-R. Bae, C. W. Lee, "Low-frequency ultrasonic relaxation of ${\beta}$-cyclodextrin and adenosine 5′-monophosphate in aqueous solution" Bull. Korean Chem. Soc. vol. 30, no. 1, pp. 145-148, 2009. https://doi.org/10.5012/bkcs.2009.30.1.145
  8. J.-R. Bae, J. H. Do, "Ultrasonic relaxation for complexation reaction between ${\alpha}$-cyclodextrin and pentanol isomers in aqueous solution" Journal of the Korean Physical Society, vol. 55, no. 6, pp. 2411-2415, 2009. https://doi.org/10.3938/jkps.55.2411
  9. J-R. Bae, P-K. Choi, and K. Takagi, "Ultrasonic relaxation study in methylcyclohexane and methyl acetate by plano-concave resonator method" J. Acoust. Soc. Jpn. (E), vol. 9, no. 5, pp. 241-245, 1988. https://doi.org/10.1250/ast.9.241
  10. A. M. Matheson, Molecular Acoustics, Wiley-Interscience, New York, 1970.
  11. S. Kato, H. Nomura, and Y. Miyahara, "Ultrasonic relaxation study of aqueous solutions of cyclodentrins", J. Phys. Chem., vol. 89, no. 89, pp. 5417-5421, 1985. https://doi.org/10.1021/j100271a021
  12. M. J. Baandamer, Introduction to Chemical Ultrasonics, Academic press, New York, 1973.
  13. T. Fukahori, S. Nishikawa, and K. Yamaguchi, "Ultrasonic relaxation due to inclusion complex of amino acid by ${\beta}$-cyclodextrin in aqueous solution" J. Acoust. Soc. Am., vol. 115, no. 5, pp. 2325-2330, 2004. https://doi.org/10.1121/1.1695432
  14. S. Nishikawa, T. Fukahori, and K. Ishikawa, "Ultrasonic relaxations in aqueous solutions of propionic acid in the presence and absence of ${\beta}$-cyclodextrin", J. Phys. Chem. A, vol. 106, no. 12, pp. 3029-3033, 2002 https://doi.org/10.1021/jp012065+
  15. T. Fukahori, S. Nishikawa, and K. Yamaguchi, "Kinetics on isomeric alcohols recognition by ${\alpha}$- and ${\beta}$-cyclodextrin using ultrasonic relaxation method" Bull. Chem. Soc. Jpn., vol. 77, no. 12, pp. 2193-2198, 2004. https://doi.org/10.1246/bcsj.77.2193