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Self-healing castor oil-based polyurethane networks featuring cyclodextrin–adamantane host–guest interactions

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Abstract

Urethanization of castor oil (CO), β-cyclodextrin (CD), and 1-adamantanol (AdOH) with hexamethylene diisocyanate (HDI) at a CD/AdOH molar ratio of 1:1 and various feed CO fractions produced castor oil-based polyurethane network films (CAPUs) incorporating cyclodextrin and adamantane units as host and guest components, respectively. For comparison, similar urethanization reactions were performed with CO/CD/HDI and CO/AdOH/HDI to produce network films that lacked guest or host moieties (CDPU and ADPU, respectively). The results of Fourier transform infrared spectroscopy and gel fraction measurements confirmed the formation of polyurethane networks. The glass transition temperatures, tensile strengths, and tensile moduli of the network films increased with decreasing CO fractions. All CAPU films demonstrated healing properties at room temperature; however, the CDPU and ADPU films did not. The healing efficiency also increased with decreasing CO fraction.

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Acknowledgements

The authors would like to thank Chiba Institute of Technology for the opportunity to bring this work to life.

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  1. Department of Applied Chemistry, Faculty of Engineering, Chiba Institute of Technology, 2-17-1, Tsudanuma, Narashino, Chiba, 275-0016, Japan

    Takumi Sekiya & Mitsuhiro Shibata

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  1. Takumi Sekiya
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  2. Mitsuhiro Shibata
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Correspondence to Mitsuhiro Shibata.

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Sekiya, T., Shibata, M. Self-healing castor oil-based polyurethane networks featuring cyclodextrin–adamantane host–guest interactions. Polym. Bull. 80, 10125–10138 (2023). https://doi.org/10.1007/s00289-022-04555-x

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  • DOI: https://doi.org/10.1007/s00289-022-04555-x

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