Kinetic Studies of Poly(ethylene terephthalate) Aminolysis Process without Catalyst

Document Type : Research Paper

Authors

Faculty of Petrochemicals, Iran Polymer and Petrochemical Institute, P.O. Box 14975-112, Tehran, Iran

Abstract

Hypothesis: Chemical recycling of poly(ethylene terephthalate) bottle waste and production of value-added materials are the most appropriate ways in accordance with the principles of sustainable development and environmental protection. To design and build industrial-scale recycling plants, kinetic data and the relationship between reaction rate and material concentration and temperature and, most importantly, the degradation reaction constant are required.
Methods: Chemical recycling of poly(ethylene terephthalate) was performed using more than five times the stoichiometric amount of monoethanolamine and without any catalyst. The product was characterized using the conventional polymer characterization methods such as Fourier-transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), thermogravimetric (TGA), and the elemental analysis. The aminolysis reaction was carried out at three temperatures of 120, 140, and 160°C and the kinetics of the aminolysis reaction and its relationship with temperature were determined by sampling and weighing the residual or unreacted amount of PET at consecutive times.
Findings: Complete chemical degradation or aminolysis of poly(ethylene terephthalate) and its conversion to bis(hydroxyethyl) terephthalamide (BHETA) were performed in the presence of an excessive amount of monoethanolamine. The assumption of the first-order degree kinetics regime was used and its accuracy was confirmed by calculation error values. Experiments were performed at three temperatures to determine the rate of PET aminolysis reaction with respect to reaction temperature. Degradation of aminolysis under heating conditions using a jacket system for the reactor showed less activation energy than heating conditions with microwave radiation.

Keywords

References

  1. https://www.statista.com/statistics/723191/production-of-polyethylene-terephthalate-bottles-worldwide.
  2. Tondgooyan Petrochemical Com. Annual Report 2016, https://www.stpc.ir.
  3. http://www.farsnews.com/printable.php?nn=8906030244, Fars News agency/Social Group/News Code: 8906030244.1389.03.06.
  4. Geyer B., Lorenz G., and Kandelbauer A., Recycling of Poly(ethylene terephthalate) a Review Focusing on Chemical Methods, eXPRESS Polym. Lett. 10, 559-586, 2016.
  5. Goje A.S., Thakur S.A., Diware V.R., Chauhan Y.P, ‎and Mishra S., Aminolysis of Poly(ethylene terephthalate) Waste for Recovery ‎of Value Added Comonomeric Product, Polym. Plast. Technol. Eng., ‎43, 407-426, 2004.‎
  6. Achilias D.S., Tsintzou G.P., Nikolaidis A.K., Bikiaris D.N., Karayannidis G.P., Aminolyticde Polymerization of Poly(ethylene terephthalate) Waste in a Microwave Reactor, Polym. Int., 60, 500-506, 2011.
  7. Jamdar V., Kathalewar M., and Sabni S., Depolymerization Study of PET Waste Using Aminoethylethanolamineand Recycled Product Application as Polyesteramide Synthesis, J. Polym. Environ., 26, 2601-2618, 2018.
  8. Soni R.K. and Singh S., Synthesis and Characterization of Terephthalamides from Poly(ethylene terephthalate) Waste, J. Appl. Polym. Sci., 96, 1515-1528, 2005.
  9. Wang Y., Zhang Y., Song H., Wang Y., Deng T., and Hou X., Zinc-catalyzed Ester Bond Cleavage: Chemical Degradation of Polyethylene Terephthalate, J. Clean Prod., 208, 1469-1475, 2019.
  10. López-Fonseca R., González-Marcos M.P, González-Velasco J.R., Gutiérrez-Ortiz J.R., A Kinetic Study of the Depolymerisation of Poly(ethylene terephthalate) by Phase Transfer Catalysed Alkaline Hydrolysis, J. Chem. Tech. Biotech., 84, 92-99, 2009.
  11. Elsaeed S.M. and Farag R.K., Synthesis and Characterization of Unsaturated Polyestersbased on the Aminolysis of Poly(ethylene terephthalate), J. Appl. Polym. Sci., 112, 3327-3336, 2009.
  12. More A.P., Kute R.A., and Mhaske S.T., Chemical conversion of ‎PET Waste Using Ethanolamine to Bis(2-hydroxyethyl) Terephthalamide ‎‎(BHETA) Through Aminolysis and a Novel Plasticizer for PVC, Iran. ‎Polym. J., 23, 59-67, 2014.‎
  13. Parab Y.S., Wasekar P.A., Mhaske S.T., and Shukla S.R., Novel ‎Synthesis, Characterization and Application of Dibutyratebis(2-‎hydroxyethyl) Terephthalamide as a Plasticizer in PVC Compounding, ‎Polym. Bull., 71, 2695-2707, 2014.‎
  14. Atta A.M., Abdel-Rauf M.E., Maysour N.E., Abdul-‎Rahiem A.M., and Abdel-Azim A., Surfactants from Recycled Poly‎‎(ethylene terephthalate) Waste as Water Based Oil Spill Dispersants, J. ‎Polym. Res., 13, 39-52, 2006.‎
  15. El-Hameed R.S.A., Aminolysis of Polyethylene Terephthalate Waste as Corrosion Inhibitor for Carbon Steel in HCl Corrosive Medium, Adv. Appl. Sci. Res., 2, 483-499, 2011.
  16. Pingale N.D. and Shukla R.S., Microwave-assisted Aminolyticde Polymerization of PET Waste, Eur. Polym. J., 45, 2695-2700, 2009.‎
  17. Tawfik M.E., Ahmed N.M., and Eskander S.B., Aminolysis of Poly(ethylene terephthalate) Wastes Based on Sunlight and Utilization of the End Product [Bis(2-hydroxyethylene) Terephthalamide] as an Ingredient in the Anticorrosive Paints for the Protection of Steel Structures, J. Appl. Polym. Sci., 120, 2842-2855, 2011.
  18. Palekar V.S. and Shah R.V., and Shukla S.R., Ionic Liquid-Catalyzed Aminolysis of Poly(ethyleneterephthalate) Waste, J. Appl. Polym. Sci., 126, 1174-1181, 2012.
  19. Fukushima K., Lecuyer J.M., Wei D.S., Horn H.W., Jones G.O., Al-Megren H.A.,  Alabdulrahman A.M., Alsewailem F.D., McNeil M.A., Rice J.E., and Hedrick J.L., Advanced Chemical Recycling of Poly(ethyleneterephthalate) Through Organocatalytic Aminolysis, Polym. Chem., 4, 1610-1616, 2013.

 

 

Iranian Journal of Polymer Science and Technology
Volume 33, Issue 5 - Serial Number 169
January and February 2021
Pages 435-443

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