Reversible addition‐fragmentation chain transfer polymerization of methacrylates containing hole‐ or electron‐transporting groups |
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Authors: | Ping Zhao Qi‐Dan Ling Wei‐Zhi Wang Jie Ru Sheng‐Biao Li Wei Huang |
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Institution: | 1. Institute of Advanced Materials (IAM), Fudan University, Shanghai 200433, People's Republic of China;2. Qi‐Dan Ling, Institute of Advanced Materials (IAM), Fudan University, Shanghai 200433, People's Republic of China;3. Wei Huang, Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing 210003, People's Republic of China;4. Institute of Advanced Materials (IAM), Nanjing University of Posts and Telecommunications, Nanjing 210003, People's Republic of China |
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Abstract: | The controlled/living radical polymerization of 2‐(N‐carbazolyl)ethyl methacrylate (CzEMA) and 4‐(5‐(4‐tert‐butylphenyl‐1,3,4‐oxadiazol‐2‐yl)phenyl) methacrylate (t‐Bu‐OxaMA) via reversible addition‐fragmentation chain transfer polymerization has been studied. Functional polymers with hole‐ or electron‐transfer ability were synthesized with cumyl dithiobenzoate as a chain transfer agent (CTA) and AIBN as an initiator in a benzene solution. Good control of the polymerization was confirmed by the linear increase in the molecular weight (MW) with the conversion. The dependence of MW and polydispersity index (PDI) of the resulting polymers on the molar ratio of monomer to CTA, monomer concentration, and molar ratio of CTA to initiator has also been investigated. The MW and PDI of the resulting polymers were well controlled as being revealed by GPC measurements. The resulting polymers were further characterized by NMR, UV‐vis spectroscopy, and cyclic voltammetry. The polymers functionalized with carbazole group or 1,3,4‐oxadiazole group exhibited good thermal stability, with an onset decomposition temperature of about 305 and 323 °C, respectively, as determined by thermogravimetric analysis. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 242–252, 2007 |
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Keywords: | carbazole controlled/living radical polymerization electron‐transport hole‐transport oxadiazole RAFT |
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