Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 21st October 2020 from 07:00 AM to 07:00 PM (BST).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 26, 2016
Previous Article Next Article

Efficient synthesis of 2-methylene-4-phenyl-1,3-dioxolane, a cyclic ketene acetal for controlling the NMP of methyl methacrylate and conferring tunable degradability

Author affiliations

Abstract

The efficient and reliable synthesis of 2-methylene-4-phenyl-1,3-dioxolane (MPDL), a highly effective cyclic ketene acetal for radical ring-opening polymerization, was reported from three different acetal halides and thoroughly characterized by 1H and 13C NMR spectroscopy, IR spectroscopy, elemental analysis and mass spectrometry. MPDL was then employed as a controlling comonomer for nitroxide-mediated polymerization using methyl methacrylate (MMA) as the principal monomer to produce well-defined, degradable PMMA-rich copolymers (Mn ∼ 20–30 kg mol−1, Đ = 1.3–1.4) when sufficient MPDL was initially introduced into the monomer feed (fMPDL,0 > 0.2). Hydrolytic degradation was tuned by varying the amount of MPDL in the monomer feed. The insertion of MPDL into the polymethacrylate backbone only moderately affected the glass transition temperature compared to the poly(methyl methacrylate) homopolymer, while giving low molar mass degradation products after hydrolysis.

Graphical abstract: Efficient synthesis of 2-methylene-4-phenyl-1,3-dioxolane, a cyclic ketene acetal for controlling the NMP of methyl methacrylate and conferring tunable degradability

Back to tab navigation

Supplementary files

Article information


Submitted
04 May 2016
Accepted
03 Jun 2016
First published
06 Jun 2016

Polym. Chem., 2016,7, 4427-4435
Article type
Paper

Efficient synthesis of 2-methylene-4-phenyl-1,3-dioxolane, a cyclic ketene acetal for controlling the NMP of methyl methacrylate and conferring tunable degradability

J. Tran, E. Guégain, N. Ibrahim, S. Harrisson and J. Nicolas, Polym. Chem., 2016, 7, 4427
DOI: 10.1039/C6PY00778C

Social activity

Search articles by author

Spotlight

Advertisements