Closed-loop recycling of semi-aromatic polyesters upcycled from poly(ethylene terephthalate)

Foster, Jeffrey C.; Zheng, Jackie; Arifuzzaman, Md; Rahman, Md Anisur; Damron, Joshua T.; Guan, Chao; Popovs, Ilja; Galan, Nick; Demchuk, Zoriana; Saito, Tomonori

doi:10.1016/j.xcrp.2023.101734

Closed-loop recycling of semi-aromatic polyesters upcycled from poly(ethylene terephthalate)

Journal Article · Fri Dec 01 00:00:00 UTC 2023 · Cell Reports Physical Science

DOI:https://doi.org/10.1016/j.xcrp.2023.101734· OSTI ID:2229819

Foster, Jeffrey C.; Zheng, Jackie; Arifuzzaman, Md; Rahman, Md Anisur; Damron, Joshua T.; Guan, Chao; Popovs, Ilja; Galan, Nick; Demchuk, Zoriana; Saito, Tomonori

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division (MSE)

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 2229819

Alternate ID(s):: OSTI ID: 2281145

Journal Information:: Cell Reports Physical Science, Journal Name: Cell Reports Physical Science Journal Issue: 12 Vol. 4; ISSN 2666-3864

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

References (46)

Acyclic diene metathesis (ADMET) depolymerization: Ethenolysis of 1,4-polybutadiene using a ruthenium complex Watson, M. D.; Wagener, K. B. Journal of Polymer Science Part A: Polymer Chemistry, Vol. 37, Issue 12 https://doi.org/10.1002/(SICI)1099-0518(19990615)37:12<1857::AID-POLA15>3.0.CO;2-C	journal	June 1999
Selective Chemical Upcycling of Mixed Plastics Guided by a Thermally Stable Organocatalyst Jehanno, Coralie; Demarteau, Jeremy; Mantione, Daniele Angewandte Chemie International Edition, Vol. 60, Issue 12 https://doi.org/10.1002/anie.202014860	journal	February 2021
Isomerization During Olefin Metathesis: An Assessment of Potential Catalyst Culprits Higman, Carolyn S.; Plais, Lucie; Fogg, Deryn E. ChemCatChem, Vol. 5, Issue 12 https://doi.org/10.1002/cctc.201300886	journal	November 2013
The Frontier of Plastics Recycling: Rethinking Waste as a Resource for High‐Value Applications Mangold, Hannah; von Vacano, Bernhard Macromolecular Chemistry and Physics, Vol. 223, Issue 13 https://doi.org/10.1002/macp.202270030	journal	July 2022
Studying and Suppressing Olefin Isomerization Side Reactions During ADMET Polymerizations Fokou, Patrice A.; Meier, Michael A. R. Macromolecular Rapid Communications, Vol. 31, Issue 4 https://doi.org/10.1002/marc.200900678	journal	February 2010
Combining Ring-Opening Metathesis Polymerization and Thiol-Ene Coupling Chemistries: Facile Access to Novel Functional Linear and Nonlinear Macromolecules Lowe, Andrew B.; Liu, Meina; van Hensbergen, Johannes Arend Macromolecular Rapid Communications, Vol. 35, Issue 4 https://doi.org/10.1002/marc.201300744	journal	January 2014
High‐molecular‐weight aliphatic polycarbonates by melt polycondensation of dimethyl carbonate and aliphatic diols: synthesis and characterization Zhu, Wenxiang; Huang, Xi; Li, Chuncheng Polymer International, Vol. 60, Issue 7 https://doi.org/10.1002/pi.3043	journal	March 2011
A review of how to do an acyclic diene metathesis reaction: A review of how to do an ADMET reaction Li, Hong; Caire da Silva, Lucas; Schulz, Michael D. Polymer International, Vol. 66, Issue 1 https://doi.org/10.1002/pi.5188	journal	July 2016
Postfunctionalization of polyoxanorbornene via sequential Michael addition and radical thiol‐ene click reactions Durmaz, Hakan; Butun, Muge; Hizal, Gurkan Journal of Polymer Science Part A: Polymer Chemistry, Vol. 50, Issue 15 https://doi.org/10.1002/pola.26098	journal	May 2012
Post-functionalization of a ROMP polymer backbone via radical thiol-ene coupling chemistry van Hensbergen, Johannes Arend; Burford, Robert P.; Lowe, Andrew B. Journal of Polymer Science Part A: Polymer Chemistry, Vol. 51, Issue 3 https://doi.org/10.1002/pola.26433	journal	November 2012
Highly selective conversion of mixed polyolefins to valuable base chemicals using phosphorus-modified and steam-treated mesoporous HZSM-5 zeolite with minimal carbon footprint Eschenbacher, Andreas; Varghese, Robin John; Delikonstantis, Evangelos Applied Catalysis B: Environmental, Vol. 309 https://doi.org/10.1016/j.apcatb.2022.121251	journal	July 2022
Poly(alkylene terephthalate)s: From current developments in synthetic strategies towards applications De Vos, Lobke; Van de Voorde, Babs; Van Daele, Lenny European Polymer Journal, Vol. 161 https://doi.org/10.1016/j.eurpolymj.2021.110840	journal	December 2021
Electrospinning of poly(decamethylene terephthalate) to support vascular graft applications Van de Voorde, Babs; Sensu, Berna; De Vos, Lobke European Polymer Journal, Vol. 165 https://doi.org/10.1016/j.eurpolymj.2022.111003	journal	February 2022
Manufacturing energy and greenhouse gas emissions associated with plastics consumption Nicholson, Scott R.; Rorrer, Nicholas A.; Carpenter, Alberta C. Joule https://doi.org/10.1016/j.joule.2020.12.027	journal	January 2021
Potential of poly(alkylene terephthalate)s to control endothelial cell adhesion and viability Van de Voorde, Babs; Benmeridja, Lara; Giol, Elena Diana Materials Science and Engineering: C, Vol. 129 https://doi.org/10.1016/j.msec.2021.112378	journal	October 2021
Next-generation polymers: Isosorbide as a renewable alternative Saxon, Derek J.; Luke, Anna M.; Sajjad, Hussnain Progress in Polymer Science, Vol. 101 https://doi.org/10.1016/j.progpolymsci.2019.101196	journal	February 2020
Enzymes’ Power for Plastics Degradation Tournier, Vincent; Duquesne, Sophie; Guillamot, Frédérique Chemical Reviews, Vol. 123, Issue 9 https://doi.org/10.1021/acs.chemrev.2c00644	journal	March 2023
Regioselective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes with Ether Side Chains. Kobayashi, Shingo; Fukuda, Kousaku; Kataoka, Maiko Macromolecules, Vol. 49, Issue 7 https://doi.org/10.1021/acs.macromol.6b00273	journal	March 2016
Precision Polyketones by Ring-Opening Metathesis Polymerization: Effects of Regular and Irregular Ketone Spacing Arrington, Kyle J.; Murray, Clifton B.; Smith, Emily C. Macromolecules, Vol. 49, Issue 10 https://doi.org/10.1021/acs.macromol.6b00590	journal	May 2016
Highly Selective Olefin Metathesis with CAAC-Containing Ruthenium Benzylidenes Butilkov, Danielle; Frenklah, Alexander; Rozenberg, Illya ACS Catalysis, Vol. 7, Issue 11 https://doi.org/10.1021/acscatal.7b02409	journal	October 2017
Tandem ROMP/Hydrogenation Approach to Hydroxy-Telechelic Linear Polyethylene Sample, Caitlin S.; Kellstedt, Elizabeth A.; Hillmyer, Marc A. ACS Macro Letters, Vol. 11, Issue 5 https://doi.org/10.1021/acsmacrolett.2c00144	journal	April 2022
Tandem Heterogeneous Catalysis for Polyethylene Depolymerization via an Olefin-Intermediate Process Ellis, Lucas D.; Orski, Sara V.; Kenlaw, Grace A. ACS Sustainable Chemistry & Engineering, Vol. 9, Issue 2 https://doi.org/10.1021/acssuschemeng.0c07612	journal	January 2021
Prevention of Undesirable Isomerization during Olefin Metathesis Hong, Soon Hyeok; Sanders, Daniel P.; Lee, Choon Woo Journal of the American Chemical Society, Vol. 127, Issue 49 https://doi.org/10.1021/ja052939w	journal	December 2005
Regio- and Stereoselective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes Kobayashi, Shingo; Pitet, Louis M.; Hillmyer, Marc A. Journal of the American Chemical Society, Vol. 133, Issue 15, p. 5794-5797 https://doi.org/10.1021/ja201644v	journal	March 2011
Chemical Recycling of Polyethylene by Tandem Catalytic Conversion to Propylene Wang, Nicholas M.; Strong, Garrett; DaSilva, Vanessa Journal of the American Chemical Society, Vol. 144, Issue 40 https://doi.org/10.1021/jacs.2c07781	journal	September 2022
In Situ Methylene Capping: A General Strategy for Efficient Stereoretentive Catalytic Olefin Metathesis. The Concept, Methodological Implications, and Applications to Synthesis of Biologically Active Compounds Xu, Chaofan; Shen, Xiao; Hoveyda, Amir H. Journal of the American Chemical Society, Vol. 139, Issue 31 https://doi.org/10.1021/jacs.7b06552	journal	July 2017
(P(C₆H₅)₃)CpRu⁺-Catalyzed Deprotection of Allyl Carboxylic Esters Kitamura, Masato; Tanaka, Shinji; Yoshimura, Masahiro The Journal of Organic Chemistry, Vol. 67, Issue 14 https://doi.org/10.1021/jo020281o	journal	May 2002
Acyclic diene metathesis (ADMET) polymerization: the synthesis of unsaturated polyesters Patton, J. T.; Boncella, J. M.; Wagener, K. B. Macromolecules, Vol. 25, Issue 15 https://doi.org/10.1021/ma00041a006	journal	July 1992
Acyclic Diene Metathesis (ADMET) Segmented Copolymers Tindall, Debra; Wagener, Kenneth B. Macromolecules, Vol. 37, Issue 9 https://doi.org/10.1021/ma030489r	journal	April 2004
Synthesis and Characterization of Unsaturated Thermotropic Polyesters Prepared via Acyclic Diene Metathesis Polymerization Qin, Haihu; Chakulski, Brian J.; Rousseau, Ingrid A. Macromolecules, Vol. 37, Issue 14 https://doi.org/10.1021/ma0497456	journal	June 2004
Solvent-Free Olefin Metathesis Depolymerization of 1,4-Polybutadiene Watson, Mark D.; Wagener, Kenneth B. Macromolecules, Vol. 33, Issue 5 https://doi.org/10.1021/ma991560p	journal	March 2000
Efficient Synthesis of Macrocyclic Paracyclophanes by Ring-Closing Metathesis Dimerization and Trimerization Reactions Tae, Jinsung; Yang, Young-Keun Organic Letters, Vol. 5, Issue 5 https://doi.org/10.1021/ol027557z	journal	February 2003
Understanding Structural Isomerization during Ruthenium-Catalyzed Olefin Metathesis: A Deuterium Labeling Study Courchay, Florence C.; Sworen, John C.; Ghiviriga, Ion Organometallics, Vol. 25, Issue 26 https://doi.org/10.1021/om0509894	journal	November 2006
Chemical synthesis of perfectly isotactic and high melting bacterial poly(3-hydroxybutyrate) from bio-sourced racemic cyclic diolide Tang, Xiaoyan; Chen, Eugene Y. -X. Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-04734-3	journal	June 2018
Stereocontrolled acyclic diene metathesis polymerization Hsu, Ting-Wei; Kempel, Samuel J.; Felix Thayne, Alyssa P. Nature Chemistry, Vol. 15, Issue 1 https://doi.org/10.1038/s41557-022-01060-6	journal	October 2022
Chemical recycling of waste plastics for new materials production Rahimi, AliReza; García, Jeannette M. Nature Reviews Chemistry, Vol. 1, Issue 6 https://doi.org/10.1038/s41570-017-0046	journal	June 2017
Closed-loop recycling of polyethylene-like materials Häußler, Manuel; Eck, Marcel; Rothauer, Dario Nature, Vol. 590, Issue 7846 https://doi.org/10.1038/s41586-020-03149-9	journal	February 2021
Chemical and biological catalysis for plastics recycling and upcycling Ellis, Lucas D.; Rorrer, Nicholas A.; Sullivan, Kevin P. Nature Catalysis, Vol. 4, Issue 7 https://doi.org/10.1038/s41929-021-00648-4	journal	July 2021
Organocatalysis for depolymerisation Jehanno, Coralie; Pérez-Madrigal, Maria M.; Demarteau, Jeremy Polymer Chemistry, Vol. 10, Issue 2 https://doi.org/10.1039/C8PY01284A	journal	January 2019
Polymers from sugars and unsaturated fatty acids: ADMET polymerisation of monomers derived from d-xylose, d-mannose and castor oil Piccini, Marco; Leak, David J.; Chuck, Christopher J. Polymer Chemistry, Vol. 11, Issue 15 https://doi.org/10.1039/C9PY01809C	journal	January 2020
Chemolytic depolymerisation of PET: a review Barnard, Elaine; Rubio Arias, Jose Jonathan; Thielemans, Wim Green Chemistry, Vol. 23, Issue 11 https://doi.org/10.1039/D1GC00887K	journal	January 2021
Selective deconstruction of mixed plastics by a tailored organocatalyst Arifuzzaman, Md; Sumpter, Bobby G.; Demchuk, Zoriana Materials Horizons, Vol. 10, Issue 9 https://doi.org/10.1039/D3MH00801K	journal	January 2023
Insertion metathesis depolymerization Schulz, Michael D.; Ford, Rachel R.; Wagener, Kenneth B. Polymer Chemistry, Vol. 4, Issue 13 https://doi.org/10.1039/c3py00531c	journal	January 2013
Mixed plastics waste valorization through tandem chemical oxidation and biological funneling Sullivan, Kevin P.; Werner, Allison Z.; Ramirez, Kelsey J. Science, Vol. 378, Issue 6616 https://doi.org/10.1126/science.abo4626	journal	October 2022
Chemically circular, mechanically tough, and melt-processable polyhydroxyalkanoates Zhou, Li; Zhang, Zhen; Shi, Changxia Science, Vol. 380, Issue 6640 https://doi.org/10.1126/science.adg4520	journal	April 2023
Innovations Toward the Valorization of Plastics Waste Hinton, Zachary R.; Talley, Michael R.; Kots, Pavel A. Annual Review of Materials Research, Vol. 52, Issue 1 https://doi.org/10.1146/annurev-matsci-081320-032344	journal	July 2022

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Closed-loop recycling of semi-aromatic polyesters upcycled from poly(ethylene terephthalate)

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