Korean Chemical Engineering Research

The Korean Institute of Chemical Engineers (한국화학공학회)
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Feedstock Recycling Technology from Polyester Wastes

폴리에스터 폐자원의 화학 원료화 기술

  • Jo, Sanghwan (Department of Chemical Engineering, Chungnam National University) ;
  • Kim, Gunhyung (Department of Chemical Engineering, Chungnam National University) ;
  • Cho, Minjeong (Department of Chemical Engineering, Chungnam National University) ;
  • Han, Myungwan (Department of Chemical Engineering, Chungnam National University) ;
  • Kang, Kyungsuk (Siontech)
  • Received : 2013.09.11
  • Accepted : 2013.11.24
  • Published : 2014.02.01
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Abstract

Wide spread application and non-biodegradability of the poly(ethylene terephthalate) generate a huge amount of waste and disposal, posing serious environmental problems. Disposal of the PET wastes also can be thought as an economic loss of valuable chemical resources. We present various ways of feedstock recycling of PET waste to deal with environmental and economic problems. Feedstock recycling is one of promising technologies. It is based on the concept of depolymerizing the condensation polymer such as PET through solvolytic chain cleavage into low molecular products which can be purified and reused as raw materials for the production of high quality chemical products.

PET는 자연 미생물에 의해서는 완전히 분해되지 않고, 산업의 발달과 소비 증가에 따른 PET의 광범위한 사용과 보급에 의한 많은 PET 폐기물의 발생은 심각한 환경문제를 야기한다. 이를 처리하기 위한 매립 및 소각은 소중한 화학자원의 경제적 손실이기도 하다. 이러한 환경 및 경제적 문제들을 다룰 수 있는 PET의 재활용 및 재 처리에 관한 다양한 방법들을 제시하였다. 그 중 폴리에스터 폐자원의 화학원료화가 매력적인 방법으로 각광받고 있다. 화학 원료화는 화학반응을 통해 고분자 PET 사슬을 분해시키고, 그 후 분리 정제과정을 통해 단량체와 같은 원료 화합물을 만드는 것이다. 이 원료 화합물로부터 새로운 폴리에스터를 재합성할 수 있기 때문에 폐 PET의 처리에 좋은 대안이라 할 수 있다.

Keywords

References

  1. Jansen, J. W., Holman, J. L. and Stephenson, J. B., "Recycling and Disposal of Waste Plastics," Ann Arbor Science(1974).
  2. Carraher, C. E., "Polymer Chemistry," Marcel Dekker Inc., New York(2000).
  3. Imran, M., Kim, B., Han, M., Cho, B. and Kim, D., "Sub- and Supercritical Glycolysis of Polyethylene Terephthalate(PET) into the Monomer Bis(2-hydroxyethyl) Terephthalate(BHET)," Polym. Degrad. Stab., 95, 1686-1693(2010). https://doi.org/10.1016/j.polymdegradstab.2010.05.026
  4. Imran, M., Lee, K., Imtiaz, Q., Kim, B., Han, M., Cho, B. and Km, D., "Metal-Oxide-Doped Silica Nanopaticles for the Catalytic Glycolysis of Polyethylene Terephthalate," J. Nanosci. Nanotechnol., 11, 824-828(2011). https://doi.org/10.1166/jnn.2011.3201
  5. Bartolome, L., Imran, M., Cho, B. G., Al-Masry, W. A. and Kim, D. H., "Recent Developments in the Chemical Recycling of PET," Material Recycling-Trends and Perspectives, 406(2012).
  6. Han, M., Kang, K. S. and Song, J. K., "Chemical Recycling Technology from Polyester Wastes," Elastomers and Composites, 47(2), 96-103(2012). https://doi.org/10.7473/EC.2012.47.2.96
  7. Sinha, V., Patel, M. R. and Patel, J. V., "Pet Waste Management by Chemical Recycling: a Review," J. Polym. Environ., 18, 8-25 (2010). https://doi.org/10.1007/s10924-008-0106-7
  8. Han, M. W., "Chemical Recycling of PET Waste," Journal of the Research Institute of Industrial Technology., 21(1), 139-146(2006).
  9. Hwang, H. D., Kim, B. K., Woo, D. S. and Han, M. W., "Depolymerization of PET by Ethylene Glycol," Korean Chem. Eng. Res(HWAHAK KONGHAK)., 47(6), 683-687(2009).
  10. Hopewell, J., Dvorak, R. and Kosior, E., "Plastics Recycling: Challenges and Opportunities," Phil. Trans. R. Soc. B, 364, 2115-2126 (2009). https://doi.org/10.1098/rstb.2008.0311
  11. Sulkla, S., Harad, A. and Jawale, L., "Recycling of Waste PET Into Useful Textile Auxiliaries," Waste manage., 28, 51(2008). https://doi.org/10.1016/j.wasman.2006.11.002
  12. Kurokawa, H., Ohshima, M., Sugiyama, K. and Miura, H., "Methanolysis of Polyethylene Terephthalate in the Presence of Aluminium Isopropoxide Catalyst to form Dimethyl Terephthalate and Ethylene Glycol," Polym. Degrad. Stab., 79, 529(2012).
  13. Wan, B. Z., Kao, C. Y. and Cheng, W. H., "Kinetics of Depolymerization of Poly(ethylene terephthalate) in a Potassium Hydroxide Solution," Ind. Eng. Chem. Res., 40, 509(2001). https://doi.org/10.1021/ie0005304
  14. Kim, J., Jeong, D., Son, C., Lee, Y., Kim, E. and Moon, I., "Synthesis and Applications of Unsaturated Polyester Resins Based on PET Waste," Korean J. Chem. Eng., 24, 1076(2007). https://doi.org/10.1007/s11814-007-0124-5
  15. Mandoki, J. W., "Depolymerization of Condensation Polymers," U.S. Patent., 4, 605-762(1986).
  16. Gamble, W. J., Naujoksa, A. A. and Debrum, B. R., "Process of Recovering Components from Scrap Polyester," U.S. Patent., No. 298,860(1994).
  17. Grzebienek, K. and Wesolowski, J., "Glycolysis of PET Waste and the Use of Glycolysis Products in the Synthesis of Degradable co-polyesters," Fibers & Textiles in Eastern Europe, 12, 19-22(2004).
  18. Achilias, D. and Karayannidis, G., "The Chemical Recycling of PET in the Framework of Sustainable Development," Water Air Soil Pollut.: Focus, 4, 385-396(2004). https://doi.org/10.1023/B:WAFO.0000044812.47185.0f
  19. Lee, J. H., Cho, I. P., Jo, S. H., Cho, M. J., Han, M. W. and Kang, K. S., "Transesterification of Dimethyl terephthalate with Ethylene Glycol," Korean Chem. Eng. Res.(HWAHAK KONGHAK), 51(1), 144-150(2013). https://doi.org/10.9713/kcer.2013.51.1.144
  20. Wang, H., Li, Z., Liu, Y., Zhang, X. and Zhang, S., "Degradation of Poly(ethylene terephthalate) Using Ionic Liquids," Green Chem., 11, 1568-1575(2009). https://doi.org/10.1039/b906831g
  21. Wang, H., Li, Z., Liu, Y., Zhang, X., Zhang, S. and Zhang, Y. "Glycolysis of Poly(ethylene terephthalate) Catalyzed by Ionic Liquids," Eur. Polym. J., 45, 1535-1544(2009). https://doi.org/10.1016/j.eurpolymj.2009.01.025
  22. Goto, M., Koyamoto, A., Kodama, T., Hiose, T., Nagaoka, S. and MCcoy, B. J., "Degradation Kinetics of Polyethylene Terephthalate in Supercritical Methanol," AIChE J., 48, 136(2002). https://doi.org/10.1002/aic.690480114
  23. Sulkla, S. and Kulkarni K., "Depolymerization of Poly(ethylene terephthalate) Waste," J. Appl. Polym. Sci., 85, 1765-1770(2008).
  24. Daniel, P. and Tadeusz, S., "Chemical Recycling of Poly(ethylene terephthalate)," Ind. Eng. Chem. Res., 36, 1373(1997). https://doi.org/10.1021/ie960563c
  25. Viana, M. E., Riul, A., Carvalho, G. M., Rubira, A. F. and Muniz, E. C., "Chemical Recycling of PET by Catalyzed Glycolysis: Kinetics of the Heterogeneous Reaction," Chem. Eng. J., 173, 210(2011). https://doi.org/10.1016/j.cej.2011.07.031
  26. Chen, J. and Chen, L., "The Glycolysis of Poly(ethylene terephthalate)," J. Appl. Polym. Sci., 73, 35-40(1999). https://doi.org/10.1002/(SICI)1097-4628(19990705)73:1<35::AID-APP4>3.0.CO;2-W
  27. Sulkla, S. and Harad, A., "Glycolysis of Polyethylene Terephthalate Waste Fibers," J. Appl. Polym. Sci., 97, 513-517(2005). https://doi.org/10.1002/app.21769
  28. Brown, G. E., Jr.; O'Brien, R. C., "Method for Recovering Terephthalic Acid and Ethylene Glycol from Polyester Materials," U.S. Patent., No. 3,952,053(1976).
  29. Launay, A., Thominette, F. and Verdu, J., "Hydrolysis of Poly(ethylene terephthalate): a Kinetic Study," Polym. Degrad. Stab., 46, 319 (1994). https://doi.org/10.1016/0141-3910(94)90148-1
  30. Campanelli, J. R., Kamal, M. R. and Cooper, D. G., "A Kinetic Study of the Hydrolytic Degration of Polyethylene Terephthalate at High Temperatures," J. Appl. Polym. Sci., 48, 443(1993). https://doi.org/10.1002/app.1993.070480309
  31. Carta, D., Cao, G. and D'Angeli, C., "Chemical Recycling of Poly(ethylene terephthalate) (PET) by Hydrolysis and Glycolysis," Environ. Sci. Pollut. Res., 10(6), 390-394(2003). https://doi.org/10.1065/espr2001.12.104.8
  32. Mittal, A., Soni, R. K., Dutt, K. and Singh, S., "Scanning Electron Microscopic Study of Hazardous Waste Flakes of Polyethylene Terephthalate (PET) by Aminolysis and Ammonolysis," J. Hazard. Mater., 178, 390-396(2010). https://doi.org/10.1016/j.jhazmat.2010.01.092
  33. Jain, A. and Soni, R. K., "Spectroscopic Investigation of end Products Obtained by Ammonolysis of Poly(ethylene terephthalate) Waste in the Presence of Zinc Acetate as a Catalyst," J. Polym. Res., 14(6), 475-481(2007). https://doi.org/10.1007/s10965-007-9131-9
  34. Sulkowski, W., Ossowski, J. and Makaruka, B., "Aminolysis of Waste Poly(ethylene terephthalate)," Ser Conferences, Plastics Recycling, 117-123(2000).
  35. Awaja, F. and Pavel, D., "Recycling PET," Eur. Polym. J., 41(7), 1453-1477(2005). https://doi.org/10.1016/j.eurpolymj.2005.02.005
  36. Dayang, R., Ahmad, I., "Chemical Recycling of PET Waste from Softdrink Bottles to Produce a Thermosetting Polyester Resin," Malaysian Journal of chemistry, 8, 22-26(2006).
  37. Song, H., Park, Y. and Hyun, J., "Optimization for the Minimum Reaction time of PET Esterification," Korean J. Chem. Eng., 13, 369(1996). https://doi.org/10.1007/BF02705964
  38. Cho, I. P., Lee, J. H., Jo, S. H., Cho, M. J., Han, M. W. and Kang, K. S., "Transesterification Kinetics of Dimethyl Terephthalate with 1,4-butanediol," Korean Chem. Eng. Res.(HWAHAK KONGHAK), 51(1), 58-67(2013). https://doi.org/10.9713/kcer.2013.51.1.58

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