Formation of perfluorinated polyphenylenes by multiple pentafluorophenylation using C6F5Si(CH3)3 |
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Authors: | Masakazu Nishida Yoshio Hayakawa Taizo Ono |
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Affiliation: | National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Shimoshidami, Moriyama-ku, Nagoya 463-8560, Japan |
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Abstract: | Pentafluorophenylation of perfluoroarenes with C6F5Si(CH3)3 was investigated by using NMR and MALDI-TOF-MS techniques. Successive multiple pentafluorophenylation easily occurred not only on the para-position but also on the ortho-positions to provide perfluorinated p-phenylene and m-phenylene compounds. The perfluoroarenes having electron-withdrawing substituents provided oligo- to poly-(phenylene)s depending on the added amounts of C6F5Si(CH3)3, while the perfluoroarenes having electron-donor substituents gave H(C6F4)nF polymers produced from C6F5H, which was the decomposed product of C6F5Si(CH3)3. |
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Keywords: | Perfluoroarene Nucleophilic substitution Successive pentafluorophenylation 19F NMR MALDI-TOF-MS |
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