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Fast, High Monomer Yield from Post-consumer Polyethylene Terephthalate via Combined Microwave and Deep Eutectic Solvent Hydrolytic Depolymerization
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    Research Article

    Fast, High Monomer Yield from Post-consumer Polyethylene Terephthalate via Combined Microwave and Deep Eutectic Solvent Hydrolytic Depolymerization
    Click to copy article linkArticle link copied!

    • Olivia A. Attallah*
      Olivia A. Attallah
      Materials Research Institute, Technological University of the Shannon, Midlands Midwest, Athlone N37 HD68, Ireland
      Pharmaceutical Chemistry Department, Faculty of Pharmacy, Heliopolis University, Cairo - Belbeis Desert Road, El Salam, Cairo 11777, Egypt
      *Email: [email protected]
    • Arno Janssens
      Arno Janssens
      Institut Meurice, Haute École Lucia de Brouckère, Avenue Emile Gryson 1, 1070 Bruxelles, Belgium
    • Muhammad Azeem
      Muhammad Azeem
      Materials Research Institute, Technological University of the Shannon, Midlands Midwest, Athlone N37 HD68, Ireland
    • Margaret Brennan Fournet
      Margaret Brennan Fournet
      Materials Research Institute, Technological University of the Shannon, Midlands Midwest, Athlone N37 HD68, Ireland
    Other Access OptionsSupporting Information (1)

    ACS Sustainable Chemistry & Engineering

    Cite this: ACS Sustainable Chem. Eng. 2021, 9, 50, 17174–17185
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acssuschemeng.1c07159
    Published December 10, 2021
    Copyright © 2021 American Chemical Society

    Abstract

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    Efficient low carbon foot print methods are critical to achieving circularity for the dominant post-consumer plastic polyethylene terephthalate (PET). In a strong sustainability advancement over previous technologies, depolymerization of waste PET bottles was performed using a dissolution/degradation approach optimized in accordance with polymer mechanical parameter inter-relationships. A dual functioning deep eutectic solvent (DES), comprising m-cresol and choline chloride, served as both the solubilizing and catalyzing agent for alkaline hydrolysis of PET using high energy efficiency microwave (MW) irradiation. The PET depolymerization process was optimized using Box–Behnken design while tailoring the DES volume, concentration of the depolymerizing agent (sodium hydroxide), and MW irradiation time as independent variables. The percentage PET weight loss as high as 84% was obtained using 15 mL of DES containing 10% (w/v) NaOH under 90 s MW irradiation. Simple, cost-effective purification steps were afforded by the DES’s advantageous physicochemical nature and were implemented to provide the terephthalic acid (TPA) monomer with acceptable yield. Validation of the PET depolymerization and identification of obtained monomers were carried out by a range of characterization techniques including FTIR, NMR, DSC, and HPLC. Post-consumer PET bottle depolymerization was evaluated, and a 91.55% TPA monomer yield ready for repolymerization as virgin PET demonstrates the high potential market application of this low energy, low carbon solvent virgin to virgin approach to PET circularity.

    Copyright © 2021 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acssuschemeng.1c07159.

    • Calibration curve for TPA quantification and 3D surface plots of response surface analysis of BBD (PDF)

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    Cited By

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    This article is cited by 12 publications.

    1. Ion Olazabal, Emelin J. Luna Barrios, Steven De Meester, Coralie Jehanno, Haritz Sardon. Overcoming the Limitations of Organocatalyzed Glycolysis of Poly(ethylene terephthalate) to Facilitate the Recycling of Complex Waste Under Mild Conditions. ACS Applied Polymer Materials 2024, 6 (7) , 4226-4232. https://doi.org/10.1021/acsapm.4c00326
    2. Robbie A. Clark, Michael P. Shaver. Depolymerization within a Circular Plastics System. Chemical Reviews 2024, 124 (5) , 2617-2650. https://doi.org/10.1021/acs.chemrev.3c00739
    3. Suthawan Muangmeesri, Kiran Reddy Baddigam, Kranti Navare, Varvara Apostolopoulou-Kalkavoura, Kuntawit Witthayolankowit, Helena Håkansson, Aji P. Mathew, Karel Van Acker, Joseph S. M. Samec. Recycling of Polyesters by Organocatalyzed Methanolysis Depolymerization: Environmental Sustainability Evaluated by Life Cycle Assessment. ACS Sustainable Chemistry & Engineering 2024, 12 (10) , 4114-4120. https://doi.org/10.1021/acssuschemeng.3c07435
    4. Sara E. Skrabalak (Editor-in-Chief). 35 Voices from Chemistry of Materials: Sustainability as Inspiration for the Next Generation of Talent. Chemistry of Materials 2023, 35 (12) , 4581-4586. https://doi.org/10.1021/acs.chemmater.3c01340
    5. Jing Tang, Xiangshuai Meng, Xiujie Cheng, Qingqing Zhu, Dongxia Yan, YuJin Zhang, Xingmei Lu, Chunyan Shi, Xiaomin Liu. Mechanistic Insights of Cosolvent Efficient Enhancement of PET Methanol Alcohololysis. Industrial & Engineering Chemistry Research 2023, 62 (12) , 4917-4927. https://doi.org/10.1021/acs.iecr.2c04419
    6. Amruta Kulkarni, Greg Quintens, Louis M. Pitet. Trends in Polyester Upcycling for Diversifying a Problematic Waste Stream. Macromolecules 2023, 56 (5) , 1747-1758. https://doi.org/10.1021/acs.macromol.2c02054
    7. Sathiyaraj Subramaniyan, Nasim Najjarzadeh, Sudarsana Reddy Vanga, Anna Liguori, Per-Olof Syrén, Minna Hakkarainen. Designed for Circularity: Chemically Recyclable and Enzymatically Degradable Biorenewable Schiff Base Polyester-Imines. ACS Sustainable Chemistry & Engineering 2023, 11 (8) , 3451-3465. https://doi.org/10.1021/acssuschemeng.2c06935
    8. Marco Rollo, Francesca Raffi, Elisa Rossi, Matteo Tiecco, Elisa Martinelli, Gianluca Ciancaleoni. Depolymerization of polyethylene terephthalate (PET) under mild conditions by Lewis/Brønsted acidic deep eutectic solvents. Chemical Engineering Journal 2023, 456 , 141092. https://doi.org/10.1016/j.cej.2022.141092
    9. Yanyan Li, Hongling Yi, Mengjuan Li, Mingqiao Ge, Donggang Yao. Synchronous degradation and decolorization of colored poly(ethylene terephthalate) fabrics for the synthesis of high purity terephthalic acid. Journal of Cleaner Production 2022, 366 , 132985. https://doi.org/10.1016/j.jclepro.2022.132985
    10. Muhammad Azeem, Margaret Brennan Fournet, Olivia A. Attallah. Ultrafast 99% Polyethylene terephthalate depolymerization into value added monomers using sequential glycolysis-hydrolysis under microwave irradiation. Arabian Journal of Chemistry 2022, 15 (7) , 103903. https://doi.org/10.1016/j.arabjc.2022.103903
    11. Beatriz Agostinho, Armando J. D. Silvestre, Andreia F. Sousa. From PEF to rPEF: disclosing the potential of deep eutectic solvents in continuous de-/re-polymerization recycling of biobased polyesters. Green Chemistry 2022, 24 (8) , 3115-3119. https://doi.org/10.1039/D2GC00074A
    12. Olivia A. Attallah, Muhammad Azeem, Efstratios Nikolaivits, Evangelos Topakas, Margaret Brennan Fournet. Progressing Ultragreen, Energy-Efficient Biobased Depolymerization of Poly(ethylene terephthalate) via Microwave-Assisted Green Deep Eutectic Solvent and Enzymatic Treatment. Polymers 2022, 14 (1) , 109. https://doi.org/10.3390/polym14010109

    ACS Sustainable Chemistry & Engineering

    Cite this: ACS Sustainable Chem. Eng. 2021, 9, 50, 17174–17185
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acssuschemeng.1c07159
    Published December 10, 2021
    Copyright © 2021 American Chemical Society

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