Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst

Frances N Singer; Arron C Deacy; Thomas M McGuire; Charlotte K Williams; Antoine Buchard

doi:10.1002/anie.202201785

Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst

Frances N Singer, Arron C Deacy, Thomas M McGuire, Charlotte K Williams, Antoine Buchard

Research output: Contribution to journal › Article › peer-review

51 Citations (SciVal)

Abstract

Chemical recycling of polymers to true monomers is pivotal for a circular plastics economy. Here, the first catalyzed chemical recycling of the widely investigated carbon dioxide derived polymer, poly(cyclohexene carbonate), to cyclohexene oxide and carbon dioxide is reported. The reaction requires dinuclear catalysis, with the di-MgII catalyst showing both high monomer selectivity (>98 %) and activity (TOF=150 h-1 , 0.33 mol %, 120 °C). The depolymerization occurs via a chain-end catalyzed depolymerization mechanism and DFT calculations indicate the high selectivity arises from Mg-alkoxide catalyzed epoxide extrusion being kinetically favorable compared to cyclic carbonate formation.

Original language	English
Article number	e202201785
Journal	Angewandte Chemie (International ed. in English)
Volume	61
Issue number	26
Early online date	20 Apr 2022
DOIs	https://doi.org/10.1002/anie.202201785
Publication status	Published - 27 Jun 2022

Bibliographical note

Funding Information:
UK Catalysis Hub (EP/R027129/1), the EPSRC (EP/S018603/1, Fellowship to C.K.W) and the Royal Society are acknowledged for research funding (UF/160021, Fellowship to A.B.)

Data Availability Statement
The data that support the findings of this study are available in the Supporting Information of this article

Keywords

Carbon Dioxide
Catalysis
Depolymerization
Epoxide
Recycling

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.202201785Licence: CC BY

Cite this

@article{dc182d5bf29942bb90bbca41bbc114e0,

title = "Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst",

abstract = "Chemical recycling of polymers to true monomers is pivotal for a circular plastics economy. Here, the first catalyzed chemical recycling of the widely investigated carbon dioxide derived polymer, poly(cyclohexene carbonate), to cyclohexene oxide and carbon dioxide is reported. The reaction requires dinuclear catalysis, with the di-MgII catalyst showing both high monomer selectivity (>98 %) and activity (TOF=150 h-1 , 0.33 mol %, 120 °C). The depolymerization occurs via a chain-end catalyzed depolymerization mechanism and DFT calculations indicate the high selectivity arises from Mg-alkoxide catalyzed epoxide extrusion being kinetically favorable compared to cyclic carbonate formation.",

keywords = "Carbon Dioxide, Catalysis, Depolymerization, Epoxide, Recycling",

author = "Singer, {Frances N} and Deacy, {Arron C} and McGuire, {Thomas M} and Williams, {Charlotte K} and Antoine Buchard",

note = "Funding Information: UK Catalysis Hub (EP/R027129/1), the EPSRC (EP/S018603/1, Fellowship to C.K.W) and the Royal Society are acknowledged for research funding (UF/160021, Fellowship to A.B.) Data Availability Statement The data that support the findings of this study are available in the Supporting Information of this article",

year = "2022",

month = jun,

day = "27",

doi = "10.1002/anie.202201785",

language = "English",

volume = "61",

journal = "Angewandte Chemie (International ed. in English)",

issn = "1433-7851",

publisher = "WILEY-V C H VERLAG GMBH",

number = "26",

}

TY - JOUR

T1 - Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst

AU - Singer, Frances N

AU - Deacy, Arron C

AU - McGuire, Thomas M

AU - Williams, Charlotte K

AU - Buchard, Antoine

N1 - Funding Information: UK Catalysis Hub (EP/R027129/1), the EPSRC (EP/S018603/1, Fellowship to C.K.W) and the Royal Society are acknowledged for research funding (UF/160021, Fellowship to A.B.) Data Availability Statement The data that support the findings of this study are available in the Supporting Information of this article

PY - 2022/6/27

Y1 - 2022/6/27

N2 - Chemical recycling of polymers to true monomers is pivotal for a circular plastics economy. Here, the first catalyzed chemical recycling of the widely investigated carbon dioxide derived polymer, poly(cyclohexene carbonate), to cyclohexene oxide and carbon dioxide is reported. The reaction requires dinuclear catalysis, with the di-MgII catalyst showing both high monomer selectivity (>98 %) and activity (TOF=150 h-1 , 0.33 mol %, 120 °C). The depolymerization occurs via a chain-end catalyzed depolymerization mechanism and DFT calculations indicate the high selectivity arises from Mg-alkoxide catalyzed epoxide extrusion being kinetically favorable compared to cyclic carbonate formation.

AB - Chemical recycling of polymers to true monomers is pivotal for a circular plastics economy. Here, the first catalyzed chemical recycling of the widely investigated carbon dioxide derived polymer, poly(cyclohexene carbonate), to cyclohexene oxide and carbon dioxide is reported. The reaction requires dinuclear catalysis, with the di-MgII catalyst showing both high monomer selectivity (>98 %) and activity (TOF=150 h-1 , 0.33 mol %, 120 °C). The depolymerization occurs via a chain-end catalyzed depolymerization mechanism and DFT calculations indicate the high selectivity arises from Mg-alkoxide catalyzed epoxide extrusion being kinetically favorable compared to cyclic carbonate formation.

KW - Carbon Dioxide

KW - Catalysis

KW - Depolymerization

KW - Epoxide

KW - Recycling

UR - http://www.scopus.com/inward/record.url?scp=85129431571&partnerID=8YFLogxK

U2 - 10.1002/anie.202201785

DO - 10.1002/anie.202201785

M3 - Article

C2 - 35442558

SN - 1433-7851

VL - 61

JO - Angewandte Chemie (International ed. in English)

JF - Angewandte Chemie (International ed. in English)

IS - 26

M1 - e202201785

ER -

Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

AP19: Developing Catalyst Strategies for a Truly Circular Plastic Economy

Cite this

Chemical Recycling of Poly(Cyclohexene Carbonate) Using a Di-MgII Catalyst

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Projects

AP19: Developing Catalyst Strategies for a Truly Circular Plastic Economy

Cite this