- Synthesis and characterization of perfluorohexylated poly(3,4-ethylenedioxythiophene)
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The perfluorohexylated 3,4-ethylenedioxythiophene 5 was prepared via Mitsunobu reaction of perfluorohexylatyed diol 2 with diethyl 3,4-dihydroxythiophenedicarboxylate followed by decarboxylation. The polymerization of 5 was conducted with both oxidative chemical and electrochemical polymerizations. The polymers were characterized by cyclic voltammogram, UV, IR, TGA and DSC.
- Zuo, Liangbin,Qing, Feng-Ling,Meng, Wei-Dong,Huang, Xiaoyu,Zhang, Sen,Wu, Qiang
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p. 1441 - 1446
(2007/10/03)
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- Chemistry of [(perfluoroalkyl)methyl] oxiranes. Regioselectivity of ring opening with O-nucleophiles and the preparation of amphiphilic monomers
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The reactions of oxiranes RFCH2CH(-O-)CH2 (RF≡C4F9, C6F13, C8F17; 4a-4c) with a series of alkanols in the presence of a Lewis acid took place at the terminal carbon atom with complete regioselectivity. 2-Hydroxyethyl methacrylate and acrylate reacted similarly. The reaction with alkane diols was controlled to proceed with one or two molecules of the oxiranes chemoselectively. Non-regioselective, base-catalysed ring opening by methacrylic acid (83% terminal attack) was discussed on the basis of the hard and soft acids and bases (HSAB) concept. A convenient transformation of the oxiranes to the corresponding diols 13a-13c via dioxolane intermediates, and their conversion to bis-methacrylates, was accomplished with overall yields of 75%-79%. Thiourea converted the oxiranes into the corresponding thiiranes (15a-15c). The reactions afforded products generally in yields of 82%-98%.
- Cirkva, Vladimir,Ameduri, Bruno,Boutevin, Bernard,Paleta, Oldrich
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