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Degradable thioester core-crosslinked star-shaped polymers

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Laurel, Matthew, MacKinnon, Daniel, Becker, Jonas, Terracciano, Roberto, Drain, Ben, Houck, Hannes A. and Becer, C. Remzi (2022) Degradable thioester core-crosslinked star-shaped polymers. Polymer Chemistry, 13 (39). pp. 5579-5589. doi:10.1039/D2PY00901C ISSN 1759-9954.

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Official URL: http://dx.doi.org/10.1039/D2PY00901C

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Abstract

Degradable polymers are considered to present a promising solution to combat plastic pollution. However, many polymers are based on ester and amide bonds, which often require high temperatures and acidic/basic catalysis and hence do not easily degrade under typical environmental conditions. Thus, more readily degradable polymer structures that enable the use of milder conditions are highly sought after. Herein, degradable core-crosslinked star-shaped branched polymers have been synthesised via a two-step one-pot reversible addition–fragmentation chain transfer polymerisation. For the first time, a bifunctional thiomethacrylate crosslinker was used to prepare a range of star-shaped poly(methyl methacrylate) structures which were characterised by advanced viscometry gel permeation chromatography. The increased reactivity of thioesters over their oxoester analogues was exploited to degrade the resulting star-shaped polymers via amidation, as evidenced by the complete degradation of the crosslinked core upon heating in the presence of amines. The successful degradation of polymers containing thioesters shows the potential of thioester chemistry for producing more sustainable/degradable polymers with more complex and defined architectures.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
T Technology > TP Chemical technology
Divisions: Other > Institute of Advanced Study
Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH): Biodegradable plastics, Polymerization, Polymers, Organosulfur compounds , Plastics -- Biodegradation
Journal or Publication Title: Polymer Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1759-9954
Official Date: 21 October 2022
Dates:
DateEvent
21 October 2022Published
31 August 2022Available
30 August 2022Accepted
Volume: 13
Number: 39
Page Range: pp. 5579-5589
DOI: 10.1039/D2PY00901C
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Open Access (Creative Commons)
Date of first compliant deposit: 18 October 2022
Date of first compliant Open Access: 19 October 2022
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
859416H2020 Marie Skłodowska-Curie Actionshttp://dx.doi.org/10.13039/100010665
945380H2020 Marie Skłodowska-Curie Actionshttp://dx.doi.org/10.13039/100010665

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