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Renewable disulfide-based polyesters: highly cross-linked, vitrimers, and biodegradable materials

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Abstract

Due to the large application of polymeric materials, they have received great production demand and therefore increased the research about new synthesis technologies and sources, especially using renewable ones. In this sense, this work used the maleinized grape seed vegetable oil and a polyol with disulfide bonds to produce new renewable materials. The molar proportion between them was evaluated and thermal analysis, mid-infrared spectroscopy, gel, and bio-based contents were used to determine the dependence on properties of disulfide content (2-hydroxyethyl disulfide). Besides the thermal stability, which decreased with the disulfide increasing, the properties of maximum degradation rate, cross-linking density, Young’s modulus, and resistance to basic hydrolysis were high. All materials present elevated bio-based content and completely degrade under basic conditions after 8 h. As thermosetting, they were non-soluble even in nonpolar solvents and do not melt under heating; however, cutting and heating them at mild conditions reshaped them. Therefore, they can be considered as vitrimers.

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Funding

Funding was involved in São Paulo Research Foundation—FAPESP (Grants 2021/02152–9, 2021/14879–0, and 2022/03489–0) and National Council for Scientific and Technological Development-CNPq (Grants 303247/2021–5 and 150233/2022–1) for financial support.

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Authors and Affiliations

  1. São Paulo State University (UNESP), School of Sciences, Bauru, SP, 17033-360, Brazil

    Caroline Gaglieri, Gabriel I. dos Santos & Gilbert Bannach

  2. Instituto de Química de São Carlos, Universidade de São Paulo-USP, São Carlos, SP, 13566‑590, Brazil

    Rafael T. Alarcon

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  1. Caroline Gaglieri
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  2. Rafael T. Alarcon
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  3. Gabriel I. dos Santos
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  4. Gilbert Bannach
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Contributions

All authors contributed to the study’s conception and design. Material preparation, data collection, and analysis were performed by Caroline Gaglieri, Rafael T. Alarcon, and Gabriel I. dos Santos. The first draft of the manuscript was written by Caroline Gaglieri and Rafael T. Alarcon, and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.

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Correspondence to Gilbert Bannach.

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Gaglieri, C., Alarcon, R.T., dos Santos, G.I. et al. Renewable disulfide-based polyesters: highly cross-linked, vitrimers, and biodegradable materials. J Therm Anal Calorim (2024). https://doi.org/10.1007/s10973-024-13102-x

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