Highly pure curing agent from tomato waste for bio-based anti-corrosion epoxy coatings
• A highly pure (92 % avg.) dihydroxy-carboxylic acid was obtained from tomato waste. • Bisphenol A-free epoxy resins with bio-based compounds were successfully developed. • The newly developed coatings showed remarkable thermal and mechanical properties. • High long-lasting corrosion protection was assessed by a 7-times longer aging test. Tomato peels have been proposed as a promising biowaste for producing bio-derived anti-corrosion polymer coatings potentially more sustainable than traditional petrol-based ones. Nonetheless, there is no proof that the cutin monomer, i.e. 10,16-dihydroxy hexadecanoic acid (10,16-diHHDA) largely found in tomato peel, can be used as a curing agent, due to a lack of sufficiently pure samples of this fatty acid. In this work, the cutin monomer was firstly successfully isolated by up-cycling tomato-dried peels with a purity averaging 92 % and a 67 % recovery rate. 10,16-diHHDA was then used as a trifunctional reactive component to develop fully bio-based epoxy coatings formulated with three different epoxidized precursors. Using a phloroglucinol epoxidized precursor, an increase in the ratio between epoxy groups and hydrogen-active nucleophiles increased the glass transition temperature, up to an average of 104 °C, along with enhanced hardness and adhesion to steel and aluminum alloy surfaces. Additionally, all the cutin-derived coatings exhibited higher hydrophobicity than a reference bisphenol-A-containing coating. The most promising bio-based resin formulations were finally used to coat carbon steel samples and the protection ability against corrosion in a 3.5 wt% NaCl solution was assessed through a multi-step electrochemical testing protocol to investigate continuum phenomena at both medium|coating and coating|metal interfaces. As a result, two resin compositions (namely PC_4:1_5 and PC_5:1_3, differing for the amounts of the cutin monomer and catalyst) were identified as the most protective coatings in terms of both instant and long-term performance. Pore resistance, initially ≥ 100 GΩ cm 2 on average, double that of the reference petrol-based coating, decreased to a still well-satisfactory 1 GΩ cm 2 value even after one week of accelerated aging test. Within the same time frame (i.e., 7 times longer than the recommended period by the ASTM industrial standard test) the water uptake was finally set at <5 % values without any delamination.
Authors
- Mirko Magni (ORCID: https://orcid.org/0000-0001-9776-2973)
- Raffaella Suriano (ORCID: https://orcid.org/0000-0002-7448-359X)
- Stefano Turri (ORCID: https://orcid.org/0000-0001-8996-0603)
- Riccardo Ciapponi
- Vincenzo Dal Re
- Rita Nasti (ORCID: https://orcid.org/0000-0001-8207-9450)
- Giangiacomo Beretta (ORCID: https://orcid.org/0000-0003-0987-0857)
- Marinella Levi (ORCID: https://orcid.org/0000-0001-5921-7202)
- Marco Cavallaro (ORCID: https://orcid.org/0000-0001-6760-4296)
- Beatrice Tagliabue
Institutions
- University of Milan (IT)
- Politecnico di Milano (IT)
Publication Details
- Journal
- European Polymer Journal
- Published
- 2024-12-10
- DOI
- https://doi.org/10.1016/j.eurpolymj.2024.113629
- Citations
- 3
- Primary Topic
- Corrosion Behavior and Inhibition
- Type
- article
- Field-Weighted Citation Impact
- 0.35
Funders
- Fondazione Cariplo
- Ministero dell’Istruzione, dell’Università e della Ricerca
- European Social Fund