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Upcycling of BPA-PC into trimethylene carbonate by solvent assisted organocatalysed depolymerisation

(2023) POLYMER CHEMISTRY. 14(19). p.2299-2307
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Abstract
In this study, a solvent assisted organocatalysed method for the depolymerisation of bisphenol A-based polycarbonate (BPA-PC) at low temperature is described. It is shown that the selection of a suitable organic catalyst combined with mild conditions allows for the selective formation of trimethylene carbonate (TMC) in high yields (up to 80%) from the depolymerisation of BPA-PC. The key role of 1-methylimidazole as solvent and imidazole as catalyst is demonstrated and the depolymerisation mechanism is elucidated by H-1 NMR spectroscopy. It is also demonstrated that this methodology could be extended to other nucleophiles, leading to the synthesis of different cyclic carbonyl-containing intermediates. Such selective depolymerisation processes under mild conditions represent a unique and interesting approach for valorising plastic waste into complex molecules that are otherwise difficult to synthesise.
Keywords
RING-OPENING POLYMERIZATION, CYCLIC MONOMERS, BISPHENOL-A, CATALYSIS, IMIDAZOLE, POLY(BISPHENOL, POLYCARBONATES, POLY(LACTIDE), HYDROLYSIS, COMPLEXES

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Citation

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MLA
Olazabal, Ion, et al. “Upcycling of BPA-PC into Trimethylene Carbonate by Solvent Assisted Organocatalysed Depolymerisation.” POLYMER CHEMISTRY, vol. 14, no. 19, 2023, pp. 2299–307, doi:10.1039/d3py00441d.
APA
Olazabal, I., Luna Barrios, E. Y., De Meester, S., Jehanno, C., & Sardon, H. (2023). Upcycling of BPA-PC into trimethylene carbonate by solvent assisted organocatalysed depolymerisation. POLYMER CHEMISTRY, 14(19), 2299–2307. https://doi.org/10.1039/d3py00441d
Chicago author-date
Olazabal, Ion, Emelin Yhoany Luna Barrios, Steven De Meester, Coralie Jehanno, and Haritz Sardon. 2023. “Upcycling of BPA-PC into Trimethylene Carbonate by Solvent Assisted Organocatalysed Depolymerisation.” POLYMER CHEMISTRY 14 (19): 2299–2307. https://doi.org/10.1039/d3py00441d.
Chicago author-date (all authors)
Olazabal, Ion, Emelin Yhoany Luna Barrios, Steven De Meester, Coralie Jehanno, and Haritz Sardon. 2023. “Upcycling of BPA-PC into Trimethylene Carbonate by Solvent Assisted Organocatalysed Depolymerisation.” POLYMER CHEMISTRY 14 (19): 2299–2307. doi:10.1039/d3py00441d.
Vancouver
1.
Olazabal I, Luna Barrios EY, De Meester S, Jehanno C, Sardon H. Upcycling of BPA-PC into trimethylene carbonate by solvent assisted organocatalysed depolymerisation. POLYMER CHEMISTRY. 2023;14(19):2299–307.
IEEE
[1]
I. Olazabal, E. Y. Luna Barrios, S. De Meester, C. Jehanno, and H. Sardon, “Upcycling of BPA-PC into trimethylene carbonate by solvent assisted organocatalysed depolymerisation,” POLYMER CHEMISTRY, vol. 14, no. 19, pp. 2299–2307, 2023.
@article{01H0M9921BRX0FEK87V572X35W,
  abstract     = {{In this study, a solvent assisted organocatalysed method for the depolymerisation of bisphenol A-based polycarbonate (BPA-PC) at low temperature is described. It is shown that the selection of a suitable organic catalyst combined with mild conditions allows for the selective formation of trimethylene carbonate (TMC) in high yields (up to 80%) from the depolymerisation of BPA-PC. The key role of 1-methylimidazole as solvent and imidazole as catalyst is demonstrated and the depolymerisation mechanism is elucidated by H-1 NMR spectroscopy. It is also demonstrated that this methodology could be extended to other nucleophiles, leading to the synthesis of different cyclic carbonyl-containing intermediates. Such selective depolymerisation processes under mild conditions represent a unique and interesting approach for valorising plastic waste into complex molecules that are otherwise difficult to synthesise.}},
  articleno    = {{Article}},
  author       = {{Olazabal, Ion and Luna Barrios, Emelin Yhoany and De Meester, Steven and Jehanno, Coralie and Sardon, Haritz}},
  issn         = {{1759-9954}},
  journal      = {{POLYMER CHEMISTRY}},
  keywords     = {{RING-OPENING POLYMERIZATION,CYCLIC MONOMERS,BISPHENOL-A,CATALYSIS,IMIDAZOLE,POLY(BISPHENOL,POLYCARBONATES,POLY(LACTIDE),HYDROLYSIS,COMPLEXES}},
  language     = {{eng}},
  number       = {{19}},
  pages        = {{Article:2299--Article:2307}},
  title        = {{Upcycling of BPA-PC into trimethylene carbonate by solvent assisted organocatalysed depolymerisation}},
  url          = {{http://doi.org/10.1039/d3py00441d}},
  volume       = {{14}},
  year         = {{2023}},
}

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