Article
  • Synthesis of Biomass-based Reactive Plasticizer and Its Effects on the Processing Properties of Poly(vinyl chloride)
  • Jae-Koo Kim and Kang Moo Huh

  • Department of Polymer Science and Engineering, Chungnam National University, 99, Daehak-ro, Yuseong-gu, Daejeon 34134, Korea

  • 바이오매스 기반의 반응형 가소제 합성 및 Poly(vinyl chloride)의 가공 특성에 대한 영향
  • 김재구 · 허강무

  • 충남대학교 고분자공학과

  • Reproduction, stored in a retrieval system, or transmitted in any form of any part of this publication is permitted only by written permission from the Polymer Society of Korea.

References
  • 1. Mazubert, A.; Poux, M.; Aubin, J. Intensified Processes for FAME Production from Waste Cooking Oil. Chem. Eng. J. 2013, 233, 201-223.
  •  
  • 2. Cordero, R. V.; Schallenberg, R. J. Biodiesel Production as a Solution to Waste Cooking Oil (WCO) Disposal. Will any Type of WCO do for a Transesterification Process? a Quality Assessment. J. Environ. Manag. 2018, 228, 117-129.
  •  
  • 3. Gupt, Y.; Sahay, S. Review of Extended Producer Responsibility: a Case Study Approach. Waste Manag. Res. 2015, 33, 595-611.
  •  
  • 4. Kumar, S.; Negi, S. Miscanthus as Cellulosic Biomass for Bioethanol Production. Biotech. 2015, 10, 847-851.
  •  
  • 5. Pleissner, D.; Kwan, T. H.; Lin, C. S. K. Fungal Hydrolysis in Submerged Fermentation for Food Waste Treatment and Fermentation Feedstock Preparation. Bioresour. Technol. 2014, 158, 48-54.
  •  
  • 6. Gallezot, P. Conversion of Biomass to Selected Chemical Products. Chem. Soc. Rev. 2012, 41, 1538-1558.
  •  
  • 7. Firdaus, M.; Meier, M. R. A.; Biermann, U.; Metzger, J. O. Renewable Co-polymers Derived from Castor Oil and Limonene. Eur. J. Lipid Sci. Technol. 2014, 116, 31-36.
  •  
  • 8. Pleissner, D.; Lam, W. C.; Sun, Z.; Lin, C. S. K. Food Waste as Nutrient Source in Heterotrophic Microalgae Cultivation. Bioresour. Technol. 2013, 137, 139-146.
  •  
  • 9. Petrovic, Z. S.; Zlatanic, A.; Lava, C. C.; Sinadinovic, S. Epoxidation of Soybean Oil in Toluene with Peroxoacetic and Peroxoformic Acids - Kinetics and Side Reactions. Eur. J. Lipid Sci. Technol. 2002, 104, 293-299.
  •  
  • 10. Akintayo, E. T.; Ziegler, T.; Onipede, A. Gas Chromatographic and Spectroscopic Analysis of Epoxidized Canola Oil. Bull. Chem. Soc. Ethiop. 2006, 6, 75-81.
  •  
  • 11. Campanella, A.; Fontanini, C.; Baltans, M. A. High Yield Epoxidation of Fatty Acid Methyl Esters with Performic Acid Generated. In Situ Chem. Eng. J. 2008, 144, 466-475.
  •  
  • 12. Faria-Machado, A. F.; da Silva, M. A.; Adeodato Vieira, M. G.; Beppu, M. M. Epoxidation of Modified Natural Plasticizer Obtained from Rice Fatty Acids and Application on Polyvinylchloride Films. J. Appl. Polym. Sci. 2013, 127, 3543-3549.
  •  
  • 13. Doll, K. M.; Erhan, S. Z. Synthesis and Performance of Surfactants Based on Epoxidized Methyl Oleate and Glycerol. J. Surfactants Deterg. 2006, 9, 377-383.
  •  
  • 14. Puyou, J.; Haoyu, X.; Kehan, T.; Yonghong, Z. Plasticizers Derived from Biomass Resources: A Short Review. Polymers 2018, 10, 1303.
  •  
  • 15. Borugadda, V. B.; Goud, V. V. Synthesis of Waste Cooking Oil Epoxide as a Bio-lubricant Base Stock: Characterization and Optimization Study. J. Bioprocess Eng. Biorefinery 2014, 3, 57-72.
  •  
  • 16. Jia, P.; Zhang, M.; Hu, L.; Zhou, Y. Green Plasticizers Derived from Soybean Oil for Poly(Vinyl Chloride) as a Renewable Resource Material. Korean J. Chem. Eng. 2016, 33, 1080-1087.
  •  
  • 17. Mulla, E. A. Z. A.; Yunus, W. M. Z. W.; Ibrahim, N. A.; Rahman, M. Z. A. Properties of Epoxidized Palm Oil Plasticized Polylactic Acid. J. Mater. Sci. 2010, 45, 1942-1946.
  •  
  • 18. Chen, J.; Liu, Z.; Wang, K.; Huang, J.; Li, K.; Nie, X.; Jiang, J. Epoxidized Castor Oil-based Diglycidyl-phthalate Plasticizer: Synthesis and Thermal Stabilizing Effects on Poly(Vinyl Chloride). J. Appl. Polym. Sci. 2018, 135, 47142.
  •  
  • 19. Chen, J.; Wang, Y.; Huang, J.; Li, K.; Nie, X. Synthesis of Tung-oil-based Triglycidyl Ester Plasticizer and its Effects on Poly(Vinyl Chloride) Soft Films. ACS Sustain. Chem. Eng. 2018, 6,642-651.
  •  
  • 20. Benaniba, M. T.; Bensemra, N. B.; Gelbard, G. Stabilizing Effect of Epoxidized Sunflower Oil on the Thermal Degradation of Poly(Vinyl Chloride). Polym. Degrad. Stab. 2001, 74, 501-505.
  •  
  • 21. Nihul, P. G.; Mhaske, S. T.; Shertukde, V. V. Epoxidized Rice Bran Oil (ERBO) as a Plasticizer for Poly(Vinyl Chloride) (PVC). Iran. Polym. J. 2014, 23, 599-608.
  •  
  • 22. Dutta, K.; Das, S.; Kundu, P. P. Epoxidized Esters of Palm Kernel Oil as an Effective Plasticizer for PVC: A Study of Mechanical Properties and Effect of Processing Conditions. Int. Polym. Proc. 2014, 29, 495-506.
  •  
  • 23. Fenollar, O.; Garcia-Sanoguera, D.; Sanchez-Nacher, L.; Lopez, J.; Balart, R. Effect of the Epoxidized Linseed Oil Concentration as Natural Plasticizer in Vinyl Plastisols. J. Mater. Sci. 2010, 45, 4406-4413.
  •  
  • 24. Bi, X.; Pan, X.; Yuan, S.; Wang, Q. Plasticizer Contamination in Edible Vegetable Oil in a U.S. Retail Market. J. Agric. Food Chem. 2013, 61, 9502-9509.
  •  
  • 25. Sun, T.; Thom, R. The Effect of Epoxidized Safflower Oil on The Properties of Polyvinyl Chloride Films. J. Elastomers Plast. 2010, 42, 129-137.
  •  
  • 26. Patil, S. S.; Jena, H. M. Synthesis of Epoxidized Citrullus Lanatus Seed Oil: Experimental Investigation and Statistical Optimization. Arab. J. Sci. Eng. 2019, 44, 9965-9976.
  •  
  • 27. Alfredo, C. V.; David, G. S.; Amparo, J. V.; Lourdes, S. N.; Rafael B. A New Biobased Plasticizer for Poly(Vinyl Chloride) Based on Epoxidized Cottonseed Oil. J. Appl. Polym. Sci. 2016, 133, 43642.
  •  
  • 28. Joseph, R.; Alex, R.; Vinod, V. S.; Premalatha, C. K. Studies on Epoxidized Rubber Seed Oil as Plasticizer for Acrylonitrile Butadiene Rubber. J. Appl. Polym. Sci. 2003, 89, 668-673.
  •  
  • 29. Suzuki, A. H.; Botelho, B. G.; Oliveira, L. S.; Franca, A. S. Sustainable Synthesis of Epoxidized Waste Cooking Oil and its Application as a Plasticizer for Polyvinyl Chloride Films. Eur. Polym. J. 2018, 99, 142-149.
  •  
  • 30. Feng, G.; Ma, Y.; Zhang, M.; Jia, P.; Liu, C.; Zhou, Y. Synthesis of Bio-base Plasticizer Using Waste Cooking Oil and its Performance Testing in Soft Poly(Vinyl Chloride) Films. JB&B 2019, 4, 99-110.
  •  
  • 31. Zheng, T.; Zhenyu, W.; Xie, Q.; Fang, J. Structural Modification of Waste Cooking Oil Methyl Esters as Cleaner Plasticizer to Substitute Toxic Dioctyl Phthalate. J. Clean. Prod. 2018, 186, 1021-1030.
  •  
  • 32. Silviana, S.; Anggoro, D. D.; Kumoro, A. C. Waste Cooking Oil Utilization as Bio-plasticizer Through Epoxidation Using Inorganic Acids as Homogenous Catalysts. Chem. Eng. Trans. 2017, 56, 1861-1866.
  •  
  • 33. https://echa.europa.eu/regulations/reach.
  •  
  • 34. Hosney, H.; Nadiem, B.; Ashour, I.; Mustafa, I.; El-Shibiny, A. Epoxidized Vegetable Oil and Bio-based Materials as PVC Plasticizer. J. Appl. Polym. Sci. 2018, 135, 46270.
  •  
  • 35. Tsimidou, M.; Macrae, R. Authentication of Virgin Olive Oils Using Principal Component Analysis of Triglyceride and Fatty Acid Profiles: Part 2-Detection of Adulteration with Other Vegetable Oils. Food Chem. 1987, 25, 251-258.
  •  
  • 36. Rezanka, T.; Rezankova, H. Characterization of Fatty Acids and Triacylglycerols in Vegetable Oils by Gas Chromatography and Statistical Analysis. Anal. Chim. Acta 1999, 398, 253-261.
  •  
  • 37. Chen, J.; Liu, Z.; Li, K.; Huang, J.; Nie, X.; Zhou, Y. Synthesis and Application of a Natural Plasticizer Based on Cardanol for Poly(Vinyl Chloride). J. Appl. Polym. Sci. 2015, 132, 42465.
  •  
  • 38. Omrani, I.; Ahmadi, A.; Farhadian, A.; Shendi, H. K.; Babanejad, N.; Nabid, M. R. Synthesis of a Bio-based Plasticizer from Oleic Acid and its Evaluation in PVC Formulations. Polym. Test. 2016, 56, 237-244.
  •  
  • 39. Gupta, N. K.; Yadav, P. K. S.; Eadara, R.; Singh, R. P. Synthesis of Epoxy Resin from Waste Ricebran Oil. Polym. Renew. Resour. 2016,7, 21-32.
  •  
  • 40. Wilkes, C. E.; Summers, J. W.; Daniels, C. A. PVC Handbook; Hanser Publications: Munchen, 2005.
  •  
  • 41. Yu, B. Y.; Kwak, S. Y. Viscoelastic Behavior of PVC Plastisol with Cyclodextrin Derivative and Antimigration of Plasticizers in Flexible PVC. Annual Transactions of the Nordic Rheology Society,2011, 19.
  •  
  • 42. Yu, B. Y.; Lee, A. R.; Kwak, S. Y. Gelation/Fusion Behavior of PVC Plastisol with a Cyclodextrin Derivative and an Anti-migration Plasticizer in Flexible PVC. Eur. Polym. J. 2012, 48, 885-895.
  •  
  • 43. Verdu, J.; Zoller, A.; Marcilla, A. Plastisol Gelation and Fusion Rheological Aspects. J. Appl. Polym. Sci. 2013, 129, 2840.
  •  
  • 44. Chen, J.; Nie, X. A.; Jiang, J. C.; Zhou, Y. H. Thermal Degradation and Plasticizing Mechanism of Poly(Vinyl Chloride) Plasticized with a Novel Cardanol Derived Plasticizer. IOP Conf. Ser. Mater. Sci. Eng. 2018, 292, 012008.
  •  
  • 45. Li, T.; Zhao, P.; Lei, M.; Li, Z. Understanding Hydrothermal Dechlorination of PVC by Focusing on the Operating Conditions and Hydrochar Characteristics. Appl. Sci. 2017, 7, 256.
  •  
  • 46. Yoshioka, T.; Kameda, T.; Ieshige, M.; Okuwaki, A. Dechlorination Behaviour of Flexible Poly(Vinyl Chloride) in NaOH/EG Solution. Polym. Degrad. Stabil. 2008, 93, 1822-1825.
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2022 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 2021; 45(3): 380-389

    Published online May 25, 2021

  • 10.7317/pk.2021.45.3.380
  • Received on Nov 17, 2020
  • Revised on Dec 29, 2020
  • Accepted on Jan 4, 2021

Correspondence to

  • Jae-Koo Kim
  • Department of Polymer Science and Engineering, Chungnam National University, 99, Daehak-ro, Yuseong-gu, Daejeon 34134, Korea

  • E-mail: jack70@megen.co.kr