Chemistry, Physics and Technology of Surface, 2024, 15 (2), 291-300.

Mechanical properties, chemical and thermo-oxidative resistance of biopolymer matrices based on the epoxy resin and functionalized soybean oil



DOI: https://doi.org/10.15407/hftp15.02.291

O. G. Purikova, L. A. Gorbach, O. O. Brovko

Abstract


Biopolymer matrices has been synthesized on the basis of ED-20 epoxy resin and soybean oil (SbO) bearing cyclocarbonate and epoxy groups. Mono(cyanoethyl)diethylenetriamine (UP) and tris(2-hydroxyethyl)amine (TEA) were used as hardeners. Chemical structure, mechanical properties, thermo-oxidative resistance of the samples and their changes after contact with distilled water, alkaline or acidic environment were studied. By means of ATR-FTIR the possible formation of H-NIPU (hybrid non-isocyanate polyurethane) fragments between cyclocarbonate groups of SbO and amino groups of the hardener was demonstrated. Influence of the curing mode and the type of hardener on water absorption, chemical and thermal oxidation resistance of the developed biopolymer matrices was thoroughly investigated. UP-based biopolymer matrices showed water and alkali resistance similar to the ones of neat epoxy polymers, while TEA-based biopolymer matrices showed better resistance to the acidic medium. The thermo-oxidative stability of the chosen samples was revealed by the TGA method in an air atmosphere. It was demonstrated that epoxy polymer cured with TEA hardener were more stable than the one cured with UP hardener. The similar dependence is observed for biopolymer matrices based on TEA hardener. At the same time, the curing mode has almost no effect on ultimate tensile strength value of the samples with ED-20/UP composition. However, the addition of functionalized SbO to the epoxy matrix cured with both TEA and UP hardeners increases the ultimate tensile strength values regardless of the type of oil functionalization. As expected, all biopolymer matrices exhibited higher ultimate tensile strength compared with unmodified epoxy polymers, which provides the possibility of their further application to obtain multi-layered bioplastics.


Keywords


biopolymer matrices; epoxy resin; epoxidized and cyclocarbonated soybean oil; chemical and thermo-oxidative resistance, mechanical properties

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References


1. Hоfer R., Selig M. Green chemistry and green polymer chemistry. Polymer Science: A Comprehensive Reference. 2012. 10: 5. https://doi.org/10.1016/B978-0-444-53349-4.00252-1

2. Meier M.A.R., Metzger J.O., Schubert U.S. Plant oil renewable resources as green alternatives in polymer science. Chem. Soc. Rev. 2007. 36(11): 1788. https://doi.org/10.1039/b703294c

3. Khalifa M., Anandhan S., Wuzella G., Lammer He., Mahendran A.R. Thermoplastic Polyurethane Composites Reinforced with Renewable and Sustainable Fillers. Polym.-Plast. Technol. Mater. 2020. 59(16): 1751. https://doi.org/10.1080/25740881.2020.1768544

4. Mahmud S., Hasan K.M.F., Jahid Md.A., Mohiuddin K., Zhang R., Zhu J. Comprehensive review on plant-fiber reinforced polymeric biocomposites. J. Mater. Sci. 2021. 56: 7231. https://doi.org/10.1007/s10853-021-05774-9

5. Mosiewicki M.A., Aranguren M.I. A Short Review on Novel Biocomposites Based on Plant Oil Precursors. Eur. Polym. J. 2013. 49(6): 1243. https://doi.org/10.1016/j.eurpolymj.2013.02.034

6. Mohanty A.K., Misra M., Drzal L.T. Sustainable Bio-Composites from Renewable Resources: Opportunities and Challenges in the Green Materials World. J. Polym. Environ. 2002. 10: 19.

7. Chang B.P., Mohanty A.K., Misra M. Studies on durability of sustainable biobased composites: a review. RSC Adv. 2020. 10: 17955. https://doi.org/10.1039/C9RA09554C

8. Zhang C., Garrison T.F., Madbouly S.A., Kessler M.R. Recent advances in vegetable oil-based polymers and their composites. Prog. Polym. Sci. 2017. 71: 91. https://doi.org/10.1016/j.progpolymsci.2016.12.009

9. Sharma V., Kundu P. Addition Polymers from Natural Oils. Prog. Polym. Sci. 2006. 31: 983. https://doi.org/10.1016/j.progpolymsci.2006.09.003

10. Lligadas G., Ronda J.C., Galia M., Cadiz V. Renewable Polymeric Materials from Vegetable Oils: A Perspective. Mater. Today. 2013. 16: 337. https://doi.org/10.1016/j.mattod.2013.08.016

11. Ammar S., Iling A.W.M., Ramesh K., Ramesh S. Development of fully organic coating system modified with epoxidized soybean oil with superior corrosion protection performance. Prog. Org. Coat. 2020. 140: 105523. https://doi.org/10.1016/j.porgcoat.2019.105523

12. Khalifa M., Anandhan S., Wuzella G, Lammer H., Mahendran A.R. Thermoplastic polyurethane composites reinforced with renewable and sustainable fillers - a review. Polym.-Plast. Technol. Mater. 2020. 59(16): 1751. https://doi.org/10.1080/25740881.2020.1768544

13. Aydoğmuş E., Dağ M., Yalçın Z.G., Arslanoğlu H. Synthesis and characterization of EPS reinforced modified castor oil-based epoxy biocomposite. J. Build. Eng. 2022. 47(8): 103897. https://doi.org/10.1016/j.jobe.2021.103897

14. Ecochard Y., Caillol S. Hybrid polyhydroxyurethanes: How to overcome limitations and reach cutting edge properties? Eur. Polym. J. 2020. 137(15): 109915. https://doi.org/10.1016/j.eurpolymj.2020.109915

15. Gupta A.P., Ahmad S., Dev A. Modification of novel bio‐based resin‐epoxidized soybean oil by conventional epoxy resin. Polym. Eng. Sci. 2011. 51: 1087. https://doi.org/10.1002/pen.21791

16. Park S.J., Jin F.L., Lee J.R. Thermal and mechanical properties of tetrafunctional epoxy resin toughened with epoxidized soybean oil. Mater. Sci. Eng. A. 2004. 374(1-2): 109. https://doi.org/10.1016/j.msea.2004.01.002

17. Czub P. Characterization of an epoxy resin modified with natural oil‐based reactive diluents. Macromol. Symp. 2006. 245-246(1): 533. https://doi.org/10.1002/masy.200651377

18. Zhu J., Chandrashekhara K., Flanigan V., Kapila Sh. Curing and mechanical characterization of a soy‐based epoxy resin system. J. Appl. Polym. Sci. 2004. 91: 3513. https://doi.org/10.1002/app.13571

19. Gorbach L.A., Babkyna N.V., Purikova O.H., Barantsova A.V., Gryshchenko V.K., Brovko O.O. Physico-mechanical and viscoelastic properties of polymer compositions based on synthetic oligomer ED-20 and epoxidized soybean oil. Polym. J. 2021. 43: 95. [in Ukrainian]. https://doi.org/10.15407/polymerj.43.02.095

20. Parzuchowski P.G., Jurczyk-Kowalska M., Ryszkowska J., Rokicki G. Epoxy Resin Modified with Soybean Oil Containing Cyclic Carbonate Groups. J. Appl. Polym. Sci. 2006. 102: 2904. https://doi.org/10.1002/app.24795

21. Patent US N 7045577. Wilkes G.L., Sohn S., Tamami B. Nonisocyanate polyurethane materials, and their preparation from epoxidized soybean oils and related epoxidized vegetable oils, incorporation of carbon dioxide into soybean oil, and carbonation of vegetable oils. 2006.

22. Ghasemlou M., Daver F., Ivanova E.P., Adhikari B. Bio-based routes to synthesize cyclic carbonates and polyamines precursors of non-isocyanate polyurethanes: A review. Eur. Polym. J. 2019. 118: 668. https://doi.org/10.1016/j.eurpolymj.2019.06.032

23. Cornille A., Auvergne R., Figovsky O., Boutevin B., Caillol S. A Perspective Approach to Sustainable Routes for Non-Isocyanate Polyurethanes Eur. Polym. J. 2017. 87: 535. https://doi.org/10.1016/j.eurpolymj.2016.11.027

24. Gudzenko N.V., Gryshchenko V.K., Barantsova A.V., Busko N.A., Falchenko Z.V. Cyclocarbonates of methyl esters of rapeseed oil acids as monomers for urethane compositions. Iss. Chem. Chem. Technol. 2021. 2: 30. [in Ukrainian]. https://doi.org/10.32434/0321-4095-2021-135-2-30-38

25. Bähr M., Bitto A., Mülhaupt R. Cyclic limonene dicarbonate as a new monomer for non-isocyanate oligo- and polyurethanes (NIPU) based upon terpenes. Green Chem. 2012. 14(5): 1447. https://doi.org/10.1039/c2gc35099h




DOI: https://doi.org/10.15407/hftp15.02.291

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