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Effect of solvents on the curing and properties of fully bio-based thermosets for coatings

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Abstract

With the increasing concern about the depletion of fossil reserves and greenhouse gas emissions, it is desired to replace coatings which are made using petrochemical-based materials with renewable alternatives such as bio-based polymers. In this paper, fully bio-based thermosets for coatings were prepared from epoxidized sucrose soyate derived from sucrose and soybean oil fatty acid along with citric and malic acids found naturally in juices with the assistance of different solvents. The solvents with reasonable boiling point and good miscibility with citric acid and malic acid, such as water, ethanol, 1-propanol, 2-propanol, and 1,4-dioxane, were screened and used to investigate their effects on the curing and properties of the fully bio-based thermosets. The curing reactivity was studied by examining the gel time and nonisothermal curing process with DSC. The thermal and mechanical properties as well as coating performance properties were also investigated.

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References

  1. Ma, SQ, Liu, X, Jiang, Y, Tang, Z, Zhang, C, Zhu, J, “Bio-based Epoxy Resin from Itaconic Acid and Its Thermosets Cured with Anhydride and Comonomers.” Green Chem., 15 (1) 245–254 (2013)

    Article  Google Scholar 

  2. Auvergne, R, Caillol, S, David, G, Boutevin, B, Pascault, JP, “Biobased Thermosetting Epoxy: Present and Future.” Chem. Rev., 114 (2) 1082–1115 (2014)

    Article  Google Scholar 

  3. Shen, L, Haufe, J, Patel, MK, Product Overview and Market Projection of Emerging Bio-based Plastics PRO-BIP 2009. Report for European Polysaccharide Network of Excellence (EPNOE) and European Bioplastics, 243 (2009)

  4. Chen, GQ, Patel, MK, “Plastics Derived from Biological Sources: Present and Future: A Technical and Environmental Review.” Chem. Rev., 112 (4) 2082–2099 (2012)

    Article  Google Scholar 

  5. Halden, RU, “Plastics and health risks.” Ann. Rev. Public Health, 31 179–194 (2010)

    Article  Google Scholar 

  6. Delidovich, I, Hausoul, PJC, Deng, L, Pfützenreuter, R, Rose, M, Palkovits, R, “Alternative Monomers Based on Lignocellulose and Their Use for Polymer Production.” Chem. Rev., 116 (3) 1540–1599 (2016)

    Article  Google Scholar 

  7. Ma, S, Li, T, Liu, X, Zhu, J, “Research Progress on Bio-based Thermosetting Resins.” Polym. Int., 65 (2) 164–173 (2016)

    Article  Google Scholar 

  8. Ma, S, Webster, DC, Jabeen, F, “Hard and Flexible, Degradable Thermosets from Renewable Bioresources with the Assistance of Water and Ethanol.” Macromolecules, 49 (10) 3780–3788 (2016)

    Article  Google Scholar 

  9. Dai, J, Ma, S, Liu, X, Han, L, Wu, Y, Dai, X, Zhu, J, “Synthesis of Bio-based Unsaturated Polyester Resins and Their Application in Waterborne UV-Curable Coatings.” Prog. Org. Coat., 78 49–54 (2015)

    Article  Google Scholar 

  10. Dai, J, Ma, S, Wu, Y, Zhu, J, Liu, X, “High Bio-Based Content Waterborne UV-Curable Coatings with Excellent Adhesion and Flexibility.” Prog. Org. Coat., 87 197–203 (2015)

    Article  Google Scholar 

  11. Pan, X, Sengupta, P, Webster, DC, “Novel Biobased Epoxy Compounds: Epoxidized Sucrose Esters of Fatty Acids.” Green Chem., 13 (4) 965–975 (2011)

    Article  Google Scholar 

  12. Pan, X, Webster, DC, “Impact of Structure and Functionality of Core Polyol in Highly Functional Biobased Epoxy Resins.” Macromol. Rapid Commun., 32 (17) 1324–1330 (2011)

    Article  Google Scholar 

  13. Monono, EM, Bahr, JA, Pryor, SW, Webster, DC, Wiesenborn, DP, “Optimizing Process Parameters of Epoxidized Sucrose Soyate Synthesis for Industrial Scale Production.” Org. Process Res. Dev., 19 (11) 1683–1692 (2015)

    Article  Google Scholar 

  14. Pan, X, Sengupta, P, Webster, DC, “High Biobased Content Epoxy-Anhydride Thermosets from Epoxidized Sucrose Esters of Fatty Acids.” Biomacromolecules, 12 (6) 2416–2428 (2011)

    Article  Google Scholar 

  15. Kovash, CS, Pavlacky, E, Selvakumar, S, Sibi, MP, Webster, DC, “Thermoset Coatings from Epoxidized Sucrose Soyate and Blocked, Bio-Based Dicarboxylic Acids.” ChemSusChem, 7 (8) 2289–2294 (2014)

    Article  Google Scholar 

  16. Ma, S, Webster, DC, “Naturally Occurring Acids as Cross-Linkers To Yield VOC-Free, High-Performance, Fully Bio-Based, Degradable Thermosets.” Macromolecules, 48 (19) 7127–7137 (2015)

    Article  Google Scholar 

  17. Penniston, KL, Nakada, SY, Holmes, RP, Assimos, DG, “Quantitative Assessment of Citric Acid in Lemon Juice, Lime Juice, and Commercially-Available Fruit Juice Products.” J. Endourol., 22 (3) 567–570 (2008)

    Article  Google Scholar 

  18. Eisele, TA, Drake, SR, “The Partial Compositional Characteristics of Apple Juice from 175 Apple Varieties.” J. Food Compos. Anal., 18 (2–3) 213–221 (2005)

    Article  Google Scholar 

  19. Monono, EM, Bahr, JA, Pryor, SW, Webster, DC, Wiesenborn, DC, “Optimizing Process Parameters of Epoxidized Sucrose Soyate Synthesis for Industrial Scale Production.” Org. Process Res. Dev., 19 (11) 1683–1692 (2015)

    Article  Google Scholar 

  20. Ma, S, Liu, X, Fan, L, Jiang, Y, Cao, L, Tang, Z, Zhu, J, “Synthesis and Properties of a Bio-Based Epoxy Resin with High Epoxy Value and Low Viscosity.” ChemSusChem, 7 (2) 555–562 (2014)

    Article  Google Scholar 

  21. Scanlan, J, “The Effect of Network Flaws on the Elastic Properties of Vulcanizates.” J. Polym. Sci., 43 (142) 501–508 (1960)

    Article  Google Scholar 

  22. Hill, LW, “Calculation of Cross-Link Density in Short Chain Networks.” Prog. Org. Coat., 31 (3) 235–243 (1997)

    Article  Google Scholar 

  23. Aouf, C, Nouailhas, H, Fache, M, Caillol, S, Boutevin, B, Fulcrand, H, “Multi-functionalization of Gallic Acid. Synthesis of a Novel Bio-based Epoxy Resin.” Eur. Polym. J., 49 (6) 1185–1195 (2013)

    Article  Google Scholar 

  24. Chiu, YC, Chou, IC, Tseng, WC, Ma, CCM, “Preparation and Thermal Properties of Diglycidylether Sulfone Epoxy.” Polym. Degrad. Stab., 93 (3) 668–676 (2008)

    Article  Google Scholar 

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Acknowledgments

This work was supported by the National Science Foundation under Grant No. NSF EPSCoR Award IIA-1355466.

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Correspondence to Dean C. Webster.

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This paper was presented at the American Coatings Conference, April 11–13, 2016 in Indianapolis, IN.

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Ma, S., Kovash, C.S. & Webster, D.C. Effect of solvents on the curing and properties of fully bio-based thermosets for coatings. J Coat Technol Res 14, 367–375 (2017). https://doi.org/10.1007/s11998-016-9863-8

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