Photocrosslinkable starch cinnamyl ethers as bioinspired bio-based polymers

被引:0
作者
Petroni, Simona [1 ]
Orsini, Sara Fernanda [2 ]
Bugnotti, Daniele [3 ]
Callone, Emanuela [3 ]
Dire, Sandra [3 ,4 ]
Zoia, Luca [5 ]
Bongiovanni, Roberta [6 ,7 ]
Vacche, Sara Dalle [6 ,7 ]
Vitale, Alessandra [6 ,7 ]
Raimondo, Luisa [2 ]
Sassella, Adele [2 ]
Mariani, Pietro [2 ]
D'Arienzo, Massimiliano [2 ]
Cipolla, Laura [1 ]
机构
[1] Univ Milano Bicocca, Dept Biotechnol & Biosci, Pza Sci 2, I-20126 Milan, Italy
[2] Univ Milano Bicocca, Dept Mat Sci, Via R Cozzi 55, I-20125 Milan, Italy
[3] Univ Trento, Dept Ind Engn, Klaus Muller Magnet Resonance Lab, Via Sommarive 9, I-38123 Trento, Italy
[4] Univ Trento, Dept Ind Engn, Via Sommarive 9, I-38123 Trento, Italy
[5] Univ Milano Bicocca, Dept Earth & Environm Sci, Bldg U01,Piazza Sci 1, I-20126 Milan, Italy
[6] Politecn Torino, Dept Appl Sci & Technol, DISAT, Corso Duca Abruzzi 24, I-10129 Turin, Italy
[7] Consorzio Interuniv Nazl Sci & Tecnol Materiali, INSTM, Via G Giusti 9, I-50121 Florence, Italy
关键词
MOLECULAR-STRUCTURE; FILMS; PHOTOREACTION; PHOTOCYCLOADDITION; NANOPARTICLES; TOPOCHEMISTRY;
D O I
10.1039/d4tb01406e
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
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.
引用
收藏
页码:943 / 954
页数:12
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