Next Article in Journal
Transparent Ultrathin Metal Electrode with Microcavity Configuration for Highly Efficient TCO-Free Perovskite Solar Cells
Previous Article in Journal
An SPH Approach for Non-Spherical Particles Immersed in Newtonian Fluids
Open AccessArticle

Unraveling the History and Revisiting the Synthesis of Degradable Polystyrene Analogues via Radical Ring-Opening Copolymerization with Cyclic Ketene Acetals

Institute of Chemical and Engineering Sciences (ICES), 1 Pesek Road, Jurong Island, Singapore 627833, Singapore
*
Authors to whom correspondence should be addressed.
Materials 2020, 13(10), 2325; https://doi.org/10.3390/ma13102325
Received: 24 April 2020 / Revised: 13 May 2020 / Accepted: 14 May 2020 / Published: 19 May 2020
(This article belongs to the Special Issue Biodegradable Polymers: From Synthesis to the Market)
Degradable analogues of polystyrene are synthesized via radical ring-opening (co)polymerization (rROP) between styrene and two cyclic ketene acetals, namely 2-methylene-1,3-dioxepane (MDO) and 5,6-benzo-2-methylene-1,3-dioxepane (BMDO). This approach periodically inserts ester bonds throughout the main chain of polystyrene, imparting a degradation pathway via ester hydrolysis. We discuss the historical record of this approach, with careful attention paid to the conflicting findings previously reported. We have found a common 1H NMR characterization error, repeated throughout the existing body of work. This misinterpretation is responsible for the discrepancies within the cyclic ketene acetal (CKA)-based degradable polystyrene literature. These inconsistencies, for the first time, are now understood and resolved through optimization of the polymerization conditions, and detailed characterization of the degradable copolymers and their corresponding oligomers after hydrolytic degradation. View Full-Text
Keywords: cyclic ketene acetal; degradable; radical-ring opening polymerization; styrene cyclic ketene acetal; degradable; radical-ring opening polymerization; styrene
Show Figures

Figure 1

MDPI and ACS Style

Jackson, A.W.; Reddy Mothe, S.; Chennamaneni, L.R.; van Herk, A.; Thoniyot, P. Unraveling the History and Revisiting the Synthesis of Degradable Polystyrene Analogues via Radical Ring-Opening Copolymerization with Cyclic Ketene Acetals. Materials 2020, 13, 2325.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop