Publication: Trimethylsilyl-substituted triazole-based ligand for copper-mediated single-electron transfer living radical polymerization of methyl methacrylate
Issued Date
2014-01-01
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ISSN
10970126
09598103
09598103
DOI
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2-s2.0-84908236250
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Mahidol University
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SCOPUS
Bibliographic Citation
Polymer International. Vol.63, No.10 (2014), 1869-1874
Suggested Citation
Preeyanuch Sangtrirutnugul, Kritdikul Wised, Purmpoon Maisopa, Nisalak Trongsiriwat, Pramuan Tangboriboonrat, Vichai Reutrakul Trimethylsilyl-substituted triazole-based ligand for copper-mediated single-electron transfer living radical polymerization of methyl methacrylate. Polymer International. Vol.63, No.10 (2014), 1869-1874. doi:10.1002/pi.4719 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/34119
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Title
Trimethylsilyl-substituted triazole-based ligand for copper-mediated single-electron transfer living radical polymerization of methyl methacrylate
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Abstract
© 2014 Society of Chemical Industry. The tripodal 'click' ligand tris(4-trimethylsilyl-1,2,3-triazolylmethyl)amine (TTTA) is effective at promoting copper-catalysed single-electron transfer living radical polymerization of methyl methacrylate in bulk. The corresponding copper species allow well-controlled polymerizations under aerobic conditions. The tripodal 'click' compound tris(4-trimethylsilylmethyl-1,2,3-triazolylmethyl)amine (TTTA) was prepared and investigated as a ligand for copper-catalysed single-electron transfer living radical polymerization of methyl methacrylate (MMA). Bulk polymerizations catalysed by Cu0/CuBr2/TTTA with a molar ratio of [MMA]0/[ethyl-2-bromoisobutyrate]0/[CuBr2]0/[TTTA]0=200:2:1:1 and a 1.0×1.0cm2 Cu0 sheet were fast and well controlled (76% conversion with Mw/Mn=1.19 after 3.5h). Greater amounts of added air generally gave slower polymerizations although Mw/Mn remained low (<1.3) even when the polymerization was carried out under aerobic conditions. Decreasing initial concentrations of the Cu0/CuBr2/TTTA catalyst system or polymerization temperatures also resulted in slower polymerizations and yielded polymers with broader dispersity. Kinetic studies in the temperature range 40-90°C revealed an apparent activation energy of 22.6 kJmol-1.