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Photoinduced controlled radical polymerization of methacrylates with benzaldehyde derivatives as organic catalysts

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Abstract

A photo-induced controlled radical polymerization of methacrylates with perfluoro-1-iodohexane as an initiator and benzaldehyde derivatives, including p-anisaldehyde, p-cyanobenzaldehyde and 2,4-dimethoxy benzaldehyde, as organic photocatalysts is demonstrated by using 23 W compact fluorescent lamps as the light source in the presence of a potential reductant N,N-dimethylaniline. Linear evolution of the molecular weight with monomer conversion is observed under the optimized conditions. Additionally, successful chain extension reactions are obtained by a one-pot process and with the as-prepared polymers as macroinitiators. Specifically, the one-pot synthesis of PPEGMA (conversion = 85%) with a high molecular weight and relatively narrow molecular weight distribution (Mn,GPC = 44 000 g mol−1, PDI = 1.54) is achieved by using PPEGMA-I (Mn,GPC = 10 200 g mol−1, PDI = 1.33) as a macroinitiator and p-anisaldehyde as an organocatalyst. Although the current technology exhibits a somewhat low controllability for preparing block copolymers, compared with the common ATRP and RAFT polymerization process, it offers a promising alternative as a metal-free organo-catalyzed photo-induced variant of ATRP.

Graphical abstract: Photoinduced controlled radical polymerization of methacrylates with benzaldehyde derivatives as organic catalysts

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Publication details

The article was received on 10 Mar 2017, accepted on 08 May 2017 and first published on 09 May 2017


Article type: Paper
DOI: 10.1039/C7PY00408G
Citation: Polym. Chem., 2017, Advance Article
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    Photoinduced controlled radical polymerization of methacrylates with benzaldehyde derivatives as organic catalysts

    W. Ma, X. Zhang, Y. Ma, D. Chen, L. Wang, C. Zhao and W. Yang, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY00408G

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