Photocrosslinkable starch cinnamyl ethers as bioinspired bio-based polymers
A novel starch-based ether bearing cinnamyl functionalities, conferring photo-crosslinking properties, is synthesised by reaction with cinnamyl chloride in the presence of sodium hydroxide. Natural yuca was selected as a sustainable source of starch. Three different molar equivalents of reagents are used, affording starch-cinnamyl ethers with different degrees of substitution, ranging from 0.09 to 1.24, as determined by liquid phase nuclear magnetic resonance (NMR). The double bonds in the cinnamyl moieties show reactivity towards photodimerization upon irradiation at 254 nm, affording a novel cross-linked bio-inspired polymer. The formation of the covalent ether linkage and the [2+2] cycloaddition of the cinnamyl units are confirmed by a combination of spectroscopic techniques, including solid state NMR. The materials are further characterized by gel permeation chromatography (GPC), thermogravimetric analysis (TGA), and X-ray diffraction analysis (XRD). Starch-cinnamyl ethers with a DS of 0.09 are water soluble, and suitable for the preparation of transparent films potentially exploitable for biodegradable packaging materials.
Authors
- Sandra Dirè (ORCID: https://orcid.org/0000-0002-6000-6231)
- Sara Fernanda Orsini (ORCID: https://orcid.org/0000-0003-3736-6762)
- Roberta Maria Bongiovanni (ORCID: https://orcid.org/0000-0002-2607-9461)
- Luca Zoia (ORCID: https://orcid.org/0000-0002-0125-6476)
- Pietro Mariani (ORCID: https://orcid.org/0009-0008-2892-2433)
- Simona Petroni (ORCID: https://orcid.org/0000-0002-4570-6846)
- Daniele Bugnotti
- Laura Cipolla (ORCID: https://orcid.org/0000-0003-2678-8329)
- Alessandra Vitale (ORCID: https://orcid.org/0000-0002-8682-3125)
- Luisa Raimondo (ORCID: https://orcid.org/0000-0002-7651-9891)
- Sara Dalle Vacche (ORCID: https://orcid.org/0000-0001-5459-5714)
- Emanuela Callone (ORCID: https://orcid.org/0000-0003-4888-1321)
- A. Sassella (ORCID: https://orcid.org/0000-0002-1833-7483)
- Massimiliano D′Arienzo (ORCID: https://orcid.org/0009-0008-8310-5276)
Institutions
- Politecnico di Torino (IT)
- University of Trento (IT)
- National Interuniversity Consortium of Materials Science and Technology (IT)
- University of Milano-Bicocca (IT)
Publication Details
- Journal
- Journal of Materials Chemistry B
- Published
- 2024-11-27
- DOI
- https://doi.org/10.1039/d4tb01406e
- Citations
- 2
- Primary Topic
- biodegradable polymer synthesis and properties
- Type
- article
- Field-Weighted Citation Impact
- 0.35
Funders
- European Commission
- Fondazione Cariplo