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Preparation, characterization and the release kinetics of mentha-8-thiol-3-one-β-cyclodextrin inclusion complex

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Abstract

Mentha-8-thiol-3-one, with a characteristic black currant flavor, has been widely used in blending flavors and perfumes. To improve its shelf-life and stability, and control its release, mentha-8-thiol-3-one-β-cyclodextrin inclusion complex was produced. The inclusion complex was characterized by transmission electron microscopy, Fourier transform infrared spectroscopy and X-ray diffraction. Kinetics and release characteristics of mentha-8-thiol-3-one from the inclusion complex were determined by thermogravimetric analysis. The results showed that mentha-8-thiol-3-one was successfully encapsulated in β-cyclodextrin, and the loading capacity was about 13.5 %. The inclusion complex aggregates had many geometric shapes and the particle size was mostly in the range of 1–3 μm. The distributions of S, C and O can be observed element maps of mentha-8-thiol-3-one-β-CD inclusion complex. Mentha-8-thiol-3-one release from the inclusion complex mainly occurred in the first stage of pyrolysis. At 236.3 °C, the release rate of mentha-8-thiol-3-one attained the maximum value. The release reaction order was 1.5. The apparent activation energy and pre-exponential factor were 290.8 kJ/mol and 3.19 × 1024, respectively.

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Acknowledgments

This work was financially supported by the National Natural Science Fund of China (No. 21276157, No. 21476140) and the Shanghai Plateau Discipline “Chemical Engineering and Technology (Perfume and Aroma Technology)”.

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Authors and Affiliations

  1. School of Perfume and Aroma Technology, Shanghai Institute of Technology, No. 100 Haiquan Road, Shanghai, 201418, People’s Republic of China

    Guangyong Zhu & Zuobing Xiao

  2. 14846, 43 Ave., Edmonton, AB, T6H 5S1, Canada

    Guangxu Zhu

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  1. Guangyong Zhu
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  2. Zuobing Xiao
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  3. Guangxu Zhu
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Correspondence to Zuobing Xiao.

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Zhu, G., Xiao, Z. & Zhu, G. Preparation, characterization and the release kinetics of mentha-8-thiol-3-one-β-cyclodextrin inclusion complex. Polym. Bull. 74, 2263–2275 (2017). https://doi.org/10.1007/s00289-016-1835-8

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  • DOI: https://doi.org/10.1007/s00289-016-1835-8

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