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Synthesis of a polyester plasticizer from rubber seed oil for polyvinyl chloride

Treść / Zawartość
Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
A polyester plasticizer (RSOP) for polyvinyl chloride based on rubber seed oil (RSO) was synthesized. Firstly, RSO monoglyceride were synthesized by the transesterifi cation of RSO with glycerol at 220–240 °C. Secondly, RSOP was synthesized from RSO monoglyceride and adipic acid by esterification. The polyester plasticizer was characterized by GPC, FT-IR, 1H NMR and DSC. Plasticized polyvinyl chloride (PVC) materials with RSOP and dioctyl phthalate (DOP) in varying ratios were prepared via thermal melting process, RSOP was used as a second plasticizer. The properties of the plasticized PVC materials were characterized by a universal testing machine, TGA, DMA and solvent extraction resistance. The obtained PVC materials showed improved thermal stability and lower glass transition temperature than PVC. Solvent extraction resistance and plasticization of plasticized PVC were also improved. This study provides a new strategy for preparing bio-based polyester plasticizer from RSO.
Rocznik
Strony
1--6
Opis fizyczny
Bibliogr. 29 poz., rys., tab., wz.
Twórcy
autor
  • Yellow River Conservancy Technical Institute, Kaifeng 475004, China
  • Henan Engineering Technology Research Center of Green Coating Materials, Kaifeng 475004, China
autor
  • Henan Technical Institute, Kaifeng 475000, China
autor
  • Yellow River Conservancy Technical Institute, Kaifeng 475004, China
  • Henan Engineering Technology Research Center of Green Coating Materials, Kaifeng 475004, China
autor
  • Yellow River Conservancy Technical Institute, Kaifeng 475004, China
  • Henan Engineering Technology Research Center of Green Coating Materials, Kaifeng 475004, China
Bibliografia
  • 1. Abduh, M.Y., Iqbal, M., Picchioni, F., Manurung, R. & Heeres, H.J. (2015). Synthesis and properties of cross-linked polymers from epoxidized rubber seed oil and triethylenetetramine. J. Appl. Polym. Sci. 132 (40). DOI: 10.1002/app.42591.
  • 2. Bordes, P., Pollet, E. & Avérous, L. (2009). Nano-biocomposites: Biodegradable polyester/nanoclay systems. Prog. Polym. Sci. 34 (2), 125–155. DOI: 10.1016/j.progpolymsci.2008.10.002.
  • 3. Chen, T., Yang, W.J., Li, Y.Y., Chen, X. & Xu, S.Q. (2011). Mono-(2-ethylhexyl) phthalate impairs neurodevelopment: Inhibition of proliferation and promotion of differentiation in PC12 cells. Toxicol. Lett. 201 (1), 34–41. DOI: 10.1016/j. toxlet.2010.12.002.
  • 4. Djordjevic, I., Choudhury, N.R., Dutta, N.K. & Kumar, S. (2009). Synthesis and characterization of novel citric acid-based polyester elastomers. Polymer 50 (7), 1682–1691. DOI: 10.1016/j.polymer.2009.01.045.
  • 5. Edlund, U. & Albertsson, A.C. (2002). Degradable aliphatic polyesters. Adv. Polym. Sci. 157, 67.
  • 6. Feng, G.D., Jia, P.Y., Zhang, L.Q., Hu, L.H., Zhang, M. & Zhou, Y.H. (2015). Synthesis of a novel phosphorus-containing plasticizer based on castor oil and its application for flame retardancy of polyvinyl chloride. Korean J. Chem. Eng. 32 (6), 1201–1206. DOI: 10.1007/s11814-014-0288-8.
  • 7. Huang, J., Zhang, J.S., Zhu, G.Q., Yu, X.X., Hu, Y., Shang, Q.Q., Chen, J.Q., Hu, L.H., Zhou, Y.H. & Liu, C.G. (2021). Self-healing, high-performance, and high-biobased-content UV-curable coatings derived from rubber seed oil and itaconic acid. Prog. Org. Coat. 159, 106391. DOI: 10.1016/j. porgcoat.2021.106391.
  • 8. Isa, M.T., Ahmed, A.S., Aderemi, B.O., Taib, R.M. & Mohammed-Dabo, I.A. (2013). Effect of fiber type and combinations on the mechanical, physical and thermal stability properties of polyester hybrid composites. Composites, Part B 52, 217–223. DOI: 10.1016/j.compositesb.2013.04.018.
  • 9. Jia, P.Y., Xia, H.Y., Tang, K.H. & Zhou, Y.H. (2018). Plasticizers Derived from Biomass Resources: A Short Review. Polymers 10 (12), 1303. DOI: 10.3390/polym10121303.
  • 10. Jia, P.Y., Zheng, M.R., Ma, Y.F., Feng, G.D., Xia, H.Y., Hu, L.H., Zhang, M. & Zhou, Y.H. (2019). Clean synthesis of epoxy plasticizer with quaternary ammonium phosphotung-state as catalyst from a byproduct of cashew nut processing. J. Cleaner Prod. 206, 838–849. DOI: 10.1016/j.jclepro.2018.09.238.
  • 11. Kantee, J. & Kajorncheappunngam, S. (2017). Characterization of Epoxidized Rubber Seed Oil. Key Eng. Mater. 728, 295–300. DOI: 10.4028/www.scientific.net/KEM.728.295.
  • 12. Kantee, J. & Kajorncheappunngam, S. (2017). Properties of plasticized polylactic acid films with epoxidized rubber seed oil. Chiang Mai J. Sci. 44 (4), 1591–1600.
  • 13. Li, Q.G., Shu, X.G., Jia, P.Y. & Zhou, Y.H. (2020). Preparation of Biomass-Based Ester End-Capped Hyperbranched Polys via Facile One-Pot Reaction and Their Performance as Non-Toxic Plasticizers Polymers 12 (4), 913. DOI: 10.3390/polym12040913.
  • 14. Liu, C.G., Li, J., Lei, W. & Zhou, Y.H. (2014). Development of biobased unsaturated polyester resin containing highly functionalized castor oil. Ind. Crops Prod. 52, 329–337. DOI: 10.1016/j.indcrop.2013.11.010.
  • 15. Ma, Y.F., Song, F., Hu, Y., Kong, Q.Y., Liu, C.G., Rahman, M.A., Zhou, Y.H. & Jia, P.Y. (2020). Highly branched and nontoxic plasticizers based on natural cashew shell oil by a facile and sustainable way. J. Cleaner Prod. 252, 119597. DOI: 10.1016/j.jclepro.2019.119597.
  • 16. Ma, Y.F., Song, F., Kong, Q.Y., Li, Q.G., Jia, P.Y. & Zhou, Y.H. (2020). Preparation and Performance of Bio-Based Polyol Ester from One-Pot Synthesis of Castor Oil as Nontoxic Poly(Vinyl Chloride) Plasticizer. J. Polym. Environ. 28 (8), 2101–2107. DOI: 10.1007/s10924-020-01754-3.
  • 17. Moffit, J.S., Bryant, B.H., Hall, S.J. & Boekelheide, K. (2007). Dose-dependent effects of sertoli cell toxicants 2,5-hexanedione, carbendazim, and mono-(2-ethylhexyl) phtha-late in adult rat testis. Toxicol. Pathol. 35 (5), 719–727. DOI: 10.1080/01926230701481931.10.
  • 18. Montero de Espinosa, L. & Meier, M.A.R. (2011). Plant oils: The perfect renewable resource for polymer science?! Eur. Polym. J. 47 (5), 837–852. DOI: 10.1016/j.eurpolymj.2010.11.020.
  • 19. Mosiewicki, M., Aranguren, M.I. & Borrajo, J. (2005). Mechanical properties of linseed oil monoglyceride maleate/styrene copolymers. J. Appl. Polym. Sci. 97 (3), 825–836. DOI: 10.1002/app.21790.
  • 20. Okieimen, F.E., Pavithran, C. & Bakare, I.O. (2005). Epoxidation and hydroxlation of rubber seed oil: one-pot multi-step reactions. Eur. J. Lipid Sci. Technol. 107 (5), 330–336. DOI: 10.1002/ejlt.200401126.
  • 21. Salimon, J., Omar, T.A. & Salih, N. (2017). An accurate and reliable method for identification and quantification of fatty acids and trans fatty acids in food fats samples using gas chromatography. Arabian J. Chem. 10, 1875–1882. DOI: 10.1016/j.arabjc.2013.07.016.
  • 22. Sander, M.M., Nicolau, A., Guzatto, R. & Samios, D. (2012). Plasticiser effect of oleic acid polyester on polyethylene and polypropylene. Polym. Test. 31 (8), 1077–1082. DOI: 10.1016/j.polymertesting.2012.08.006.
  • 23. Sathiskumar, P.S. & Madras, G. (2011). Synthesis, characterization, degradation of biodegradable castor oil based polyesters. Polym. Degrad. Stab. 96 (9), 1695–1704. DOI: 10.1016/j.polymdegradstab.2011.07.002.
  • 24. Song, F., Huang, C.X., Zhu, X.B., Liu, C.G., Zhou, Y.H. & Jia, P.Y. (2021). Synthesis and application of an environmental epoxy plasticizer with phthalate-like structure based on tung oil and cardanol for poly(vinyl chloride). J. Appl. Polym. Sci. 138 (33), 50809. DOI: 10.1002/app.50809.
  • 25. Song, F., Jia, P.Y., Xia, H.Y., Zhang, M., Hu, L.H. & Zhou, Y.H. (2020). Rosin-derived poly(vinyl chloride) plasticizer: Synthesis, structure, and properties. J. Vinyl Add. Tech. 26 (2), 180–186. DOI: 10.1002/vnl.21731.
  • 26. Starnes, W.H. (2012). Structural Defects in Poly(vinyl chloride) and the Mechanism of Vinyl Chloride Polymerization: Comments on Recent Studies. Procedia Chem. 4, 1-10. DOI: 10.1016/j.proche.2012.06.001.
  • 27. Sudesh, K., Abe, H. & Doi, Y. (2000). Synthesis, structure and properties of polyhydroxyalkanoates: biological polyesters. Prog. Polym. Sci. 25 (10), 1503–1555. DOI: 10.1016/S0079-6700(00)00035-6.
  • 28. Vieira, M.G.A., da Silva, M.A., dos Santos, L.O. & Beppu, M.M. (2011). Natural-based plasticizers and biopolymer films: A review. Eur. Polym. J. 47 (3), 254–263. DOI: 10.1016/j. eurpolymj.2010.12.011.
  • 29. Wu, Y.M., Xie, Q.W., Gao, C.H., Wang, T. & Wang, C.X. (2014). Synthesis and characterization of a novel aliphatic polyester based on itaconic acid. Polym. Eng. Sci. 54 (11), 2515–2521. DOI: 10.1002/pen.23798.
Uwagi
Opracowanie rekordu ze środków MEiN, umowa nr SONP/SP/546092/2022 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2022-2023).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-31a14f97-7209-442b-9c78-8e46f8edb5ef
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