Cutin, one of the main structural components of tomato peels, is a waxy biopolymer rich in hydroxylated fatty acids. In this study, 10,16-dihydroxyhexadecanoic acid (10,16-diHHDA) was extracted and isolated from tomato peels and exploited to develop fully crosslinked polyesters as potential candidates for replacing fossil-based metal protective coatings. A preliminary screening was conducted to select the base formulation, and then a design of experiments (DoE) was used as a methodology to identify the optimal composition to develop a suitable coating material. Different formulations containing 10,16-diHHDA and other biorefinery monomers, including 2,5-furandicarboxylic acid, were considered. To this end, all polyesters were characterized through differential scanning calorimetry (DSC) and gel content measurements to determine their T-g value and crosslinking efficiency. Compositions exhibiting the best trade-off between T-g value, chemical resistance, and sufficiently high 10,16-diHHDA content between 39 and 48 wt.% were used to prepare model coatings that were characterized for assessing their wettability, scratch hardness, chemical resistance, and adhesion to metal substrates. These polyester coatings showed a T-g in the range of 45-55 degrees C, a hydrophobic behavior with a water contact angle of around 100 degrees, a good solvent resistance (>100 MEK double rubs), and an adhesion strength to steel higher than 2 MPa. The results obtained confirmed the potential of cutin-based resins as coatings for metal protection, meeting the requirements for ensuring physicochemical properties of the final product, as well as for optimizing the valorization of such an abundant agri-food waste as tomato peels.

Crosslinked Polyesters as Fully Biobased Coatings with Cutin Monomer from Tomato Peel Wastes / E. Ruffini, A. Bianchi Oltolini, M. Magni, G. Beretta, M. Cavallaro, R. Suriano, S. Turri. - In: POLYMERS. - ISSN 2073-4360. - 16:5(2024 Mar 02), pp. 682.1-682.18. [10.3390/polym16050682]

Crosslinked Polyesters as Fully Biobased Coatings with Cutin Monomer from Tomato Peel Wastes

M. Magni;G. Beretta;
2024

Abstract

Cutin, one of the main structural components of tomato peels, is a waxy biopolymer rich in hydroxylated fatty acids. In this study, 10,16-dihydroxyhexadecanoic acid (10,16-diHHDA) was extracted and isolated from tomato peels and exploited to develop fully crosslinked polyesters as potential candidates for replacing fossil-based metal protective coatings. A preliminary screening was conducted to select the base formulation, and then a design of experiments (DoE) was used as a methodology to identify the optimal composition to develop a suitable coating material. Different formulations containing 10,16-diHHDA and other biorefinery monomers, including 2,5-furandicarboxylic acid, were considered. To this end, all polyesters were characterized through differential scanning calorimetry (DSC) and gel content measurements to determine their T-g value and crosslinking efficiency. Compositions exhibiting the best trade-off between T-g value, chemical resistance, and sufficiently high 10,16-diHHDA content between 39 and 48 wt.% were used to prepare model coatings that were characterized for assessing their wettability, scratch hardness, chemical resistance, and adhesion to metal substrates. These polyester coatings showed a T-g in the range of 45-55 degrees C, a hydrophobic behavior with a water contact angle of around 100 degrees, a good solvent resistance (>100 MEK double rubs), and an adhesion strength to steel higher than 2 MPa. The results obtained confirmed the potential of cutin-based resins as coatings for metal protection, meeting the requirements for ensuring physicochemical properties of the final product, as well as for optimizing the valorization of such an abundant agri-food waste as tomato peels.
2,5-furandicarboxylic acid; agro-waste; coatings; cutin; polyester resins
Settore CHIM/07 - Fondamenti Chimici delle Tecnologie
Settore CHIM/08 - Chimica Farmaceutica
Settore ING-IND/22 - Scienza e Tecnologia dei Materiali
Settore CHEM-06/A - Fondamenti chimici delle tecnologie
   Cutin from tomato-peel waste: green source for plurality of engineered polymer products (CutToPro)
   CutToPro
   FONDAZIONE CARIPLO
   2021-0651
2-mar-2024
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/1118844
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