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Trimethylsilyl‐substituted triazole‐based ligand for copper‐mediated single‐electron transfer living radical polymerization of methyl methacrylate |
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| Authors: | Preeyanuch Sangtrirutnugul Kritdikul Wised Purmpoon Maisopa Nisalak Trongsiriwat Pramuan Tangboriboonrat Vichai Reutrakul |
| Affiliation: | 1. Center for Catalysis, Department of Chemistry, Faculty of Science, Mahidol University, , Bangkok, 10400 Thailand;2. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, , Bangkok, 10400 Thailand;3. Department of Chemistry, Faculty of Science, Mahidol University, , Bangkok, 10400 Thailand |
| Abstract: | 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 × 1.0 cm2 Cu0 sheet were fast and well controlled (76% conversion with Mw/Mn = 1.19 after 3.5 h). 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 kJ mol?1. © 2014 Society of Chemical Industry |
| Keywords: | SET‐LRP copper catalyst triazole ligand activation energy kinetics |