Synthesis of Functionalized Cyclic Carbonates through Commodity Polymer Upcycling

Coralie Jehanno; Jeremy Demarteau; Daniele Mantione; Maria C. Arno; Fernando Ruipérez; James L. Hedrick; Andrew P. Dove; Haritz Sardon

doi:10.1021/acsmacrolett.0c00164

Synthesis of Functionalized Cyclic Carbonates through Commodity Polymer Upcycling

Coralie Jehanno, Jeremy Demarteau, Daniele Mantione, Maria C. Arno, Fernando Ruipérez, James L. Hedrick, Andrew P. Dove, Haritz Sardon

Chemistry

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

15 Citations (Scopus)

Abstract

Functionalized cyclic carbonates are attractive monomers for the synthesis of innovative polycarbonates or polyurethanes for various applications. Even though their synthesis has been intensively investigated, doing so in a sustainable and efficient manner remains a challenge. Herein, we propose an organocatalytic procedure based on the depolymerization of a commodity polymer, bisphenol A based polycarbonate (BPA-PC). Different carbonate-containing heterocycles are obtained in good to excellent yields employing BPA-PC as a sustainable and inexpensive source of carbonate, including functionalized six-membered cyclic carbonates.

Original language	English
Pages (from-to)	443-447
Number of pages	5
Journal	ACS Macro Letters
Volume	9
Issue number	4
DOIs	https://doi.org/10.1021/acsmacrolett.0c00164
Publication status	Published - 21 Apr 2020

Bibliographical note

Funding Information:
The authors are thankful for technical and human support provided by IZO-SGI SGIker of UPV/EHU and European funding (ERDF and ESF). Tessa Kintail and Dr Kayla Delle Chiaie (University of Birmingham) are thanked for useful comments on the draft manuscript. This work was supported by the EU through project SUSPOL-EJD 642671, WBI International, the Gobierno Vasco/Eusko Jaurlaritza (IT 999-16), and the University of Birmingham.

Publisher Copyright:
Copyright © 2020 American Chemical Society.

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

Access to Document

10.1021/acsmacrolett.0c00164

Cite this

@article{5f7724f6ffa24432bbf0990105580556,

title = "Synthesis of Functionalized Cyclic Carbonates through Commodity Polymer Upcycling",

abstract = "Functionalized cyclic carbonates are attractive monomers for the synthesis of innovative polycarbonates or polyurethanes for various applications. Even though their synthesis has been intensively investigated, doing so in a sustainable and efficient manner remains a challenge. Herein, we propose an organocatalytic procedure based on the depolymerization of a commodity polymer, bisphenol A based polycarbonate (BPA-PC). Different carbonate-containing heterocycles are obtained in good to excellent yields employing BPA-PC as a sustainable and inexpensive source of carbonate, including functionalized six-membered cyclic carbonates.",

author = "Coralie Jehanno and Jeremy Demarteau and Daniele Mantione and Arno, {Maria C.} and Fernando Ruip{\'e}rez and Hedrick, {James L.} and Dove, {Andrew P.} and Haritz Sardon",

note = "Funding Information: The authors are thankful for technical and human support provided by IZO-SGI SGIker of UPV/EHU and European funding (ERDF and ESF). Tessa Kintail and Dr Kayla Delle Chiaie (University of Birmingham) are thanked for useful comments on the draft manuscript. This work was supported by the EU through project SUSPOL-EJD 642671, WBI International, the Gobierno Vasco/Eusko Jaurlaritza (IT 999-16), and the University of Birmingham. Publisher Copyright: Copyright {\textcopyright} 2020 American Chemical Society.",

year = "2020",

month = apr,

day = "21",

doi = "10.1021/acsmacrolett.0c00164",

language = "English",

volume = "9",

pages = "443--447",

journal = "ACS Macro Letters",

issn = "2161-1653",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - Synthesis of Functionalized Cyclic Carbonates through Commodity Polymer Upcycling

AU - Jehanno, Coralie

AU - Demarteau, Jeremy

AU - Mantione, Daniele

AU - Arno, Maria C.

AU - Ruipérez, Fernando

AU - Hedrick, James L.

AU - Dove, Andrew P.

AU - Sardon, Haritz

N1 - Funding Information: The authors are thankful for technical and human support provided by IZO-SGI SGIker of UPV/EHU and European funding (ERDF and ESF). Tessa Kintail and Dr Kayla Delle Chiaie (University of Birmingham) are thanked for useful comments on the draft manuscript. This work was supported by the EU through project SUSPOL-EJD 642671, WBI International, the Gobierno Vasco/Eusko Jaurlaritza (IT 999-16), and the University of Birmingham. Publisher Copyright: Copyright © 2020 American Chemical Society.

PY - 2020/4/21

Y1 - 2020/4/21

N2 - Functionalized cyclic carbonates are attractive monomers for the synthesis of innovative polycarbonates or polyurethanes for various applications. Even though their synthesis has been intensively investigated, doing so in a sustainable and efficient manner remains a challenge. Herein, we propose an organocatalytic procedure based on the depolymerization of a commodity polymer, bisphenol A based polycarbonate (BPA-PC). Different carbonate-containing heterocycles are obtained in good to excellent yields employing BPA-PC as a sustainable and inexpensive source of carbonate, including functionalized six-membered cyclic carbonates.

AB - Functionalized cyclic carbonates are attractive monomers for the synthesis of innovative polycarbonates or polyurethanes for various applications. Even though their synthesis has been intensively investigated, doing so in a sustainable and efficient manner remains a challenge. Herein, we propose an organocatalytic procedure based on the depolymerization of a commodity polymer, bisphenol A based polycarbonate (BPA-PC). Different carbonate-containing heterocycles are obtained in good to excellent yields employing BPA-PC as a sustainable and inexpensive source of carbonate, including functionalized six-membered cyclic carbonates.

UR - https://doi.org/10.1021/acsmacrolett.0c00164

U2 - 10.1021/acsmacrolett.0c00164

DO - 10.1021/acsmacrolett.0c00164

M3 - Article

SN - 2161-1653

VL - 9

SP - 443

EP - 447

JO - ACS Macro Letters

JF - ACS Macro Letters

IS - 4

ER -

Synthesis of Functionalized Cyclic Carbonates through Commodity Polymer Upcycling

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this