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Bio-based mesoporous sponges of chitosan conjugated with amino acid-diketopiperazine through oil-in-water emulsions

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Abstract

Fully bio-based chitosan derivative was synthesized using 3-benzyl-2,5-diketopiperazine-6-acetic acid (DKP) activated by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide. From IR and 1H NMR spectra, the structure of the bioconjugated chitosan and the quantitative modification were confirmed. Oil-in-water (o/w) emulsion of the obtained product was presented with the various ratios of water and benzene solution. Continuously the obtained o/w emulsions were freeze-dried to produce the mesoporous sponge, depended on the ratio of the water and benzene. These amphiphilic properties were observed by the property of the pendant DKP moieties in chitosan. The pore size in the sponges was controlled in a range from 0.1 to 0.3 μm by changing the solvent ratios.

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Acknowledgments

This work has been financially supported mainly by Advanced Low Carbon Technology Research and Development Program (5100270) (JST-ALCA) and partially by Center of Innovation (COI) program “Construction of next-generation infrastructure using innovative materials – Realization of a safe and secure society that can coexist with the earth for centuries – supported by MEXT and JST”.

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Authors and Affiliations

  1. School of Advanced Science and Technology, Energy and Environment Area, Japan Advanced Institute of Science and Technology, 1-1 Asahidai, Nomi, Ishikawa, 923-1292, Japan

    Kenji Takada, Hongrong Yin, Tomoyuki Matsui, Mohammad Asif Ali & Tatsuo Kaneko

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  1. Kenji Takada
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  2. Hongrong Yin
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  3. Tomoyuki Matsui
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  4. Mohammad Asif Ali
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  5. Tatsuo Kaneko
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Correspondence to Tatsuo Kaneko.

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This article is part of the Topical Collection on Bio-Based Polymers

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Takada, K., Yin, H., Matsui, T. et al. Bio-based mesoporous sponges of chitosan conjugated with amino acid-diketopiperazine through oil-in-water emulsions. J Polym Res 24, 216 (2017). https://doi.org/10.1007/s10965-017-1372-7

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  • DOI: https://doi.org/10.1007/s10965-017-1372-7

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