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Low potential electrochemical polymerization of diphenyl ether and characterization of its polymers
Authors:Jingkun Xu  Liang Wan  Yuzhen Li  Houting Liu  Shouzhi Pu  Liang Shen
Affiliation:1. Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, ChinaJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, China;2. Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, China;3. Sino‐Germany Joint Research Institute, The State Key Laboratory of Food Science and Technology, Nanchang University, Nanchang 330047, China;4. College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
Abstract:
High‐quality poly(diphenyl ether) (PDPE) films with electrical conductivity of 4.4 × 10?1 S cm?1 were synthesized electrochemically by direct anodic oxidation of diphenyl ether (DPE) in boron trifluoride diethyl etherate (BFEE) containing 5% concentrated sulfuric acid (SA) (by volume). The oxidation potential onset of DPE in pure BFEE was measured to be only 1.37 V versus a saturated calomel electrode (SCE), which was much lower than that determined in acetonitrile + 0.1 mol L?1 tetrabutylammonium tetrafluoroborate (1.98 V vs. SCE). The addition of SA to BFEE can further decrease the oxidation potential onset of the monomer to 1.18 V versus SCE in the mixed electrolyte of BFEE + 5% SA. PDPE films obtained from this medium showed good redox activity and stability even in concentrated SA. Dedoped PDPE films were partly soluble in the strong polar organic solvent dimethyl sulfoxide. Fluorescent spectral studies indicated that soluble PDPE was a good blue‐light emitter with a quantum yield of 0.30. Infrared spectroscopy and quantum chemistry calculations indicated that the electropolymerization of DPE occurred mainly at C4 and C4′. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 5932–5941, 2007
Keywords:boron trifluoride diethyl etherate  conducting polymers  electrochemical  electrochemistry  polymerization  poly(diphenyl ether)  thin films
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