Kinetic Study of the Reaction of α-Bromoxylene and 2, 4, 6-Tribromophenol via Phase Transfer Catalysis at Low Alkalinity
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概要
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The reaction of 2,4,6-tribromophenol and α-bromoxylenes (o-, p- and m-) catalyzed by tetrabutylammonium bromide was carried out in an alkaline solution of KOH of low concentration/organic solvent two-phase medium. The concentration of tetrabutylammonium 2,4,6-tribromophenoxide (ArOQ) is constant throughout the path of reaction while more than 98% of the catalyst exists as tetrabutylammonium 2,4,6-tribromophenoxide (ArOQ) in the organic phase. The mass transfer resistance of ArOQ between the two phases is negligible compared to the rate of organic-phase reaction. The reaction in the organic phase is a rate-determining step. A pseudo-first-order rate law is proposed to express the kinetic data. The effects of potassium hydroxide, organic solvents, agitation speed, amount of aqueous-phase reactant (2,4,6-tribromophenol), amount of catalyst, organic-phase reactant (α-bromoxylene), inorganic salts and temperature on the conversion are investigated in detail. It is found that the reaction rate is not well-correlated to the polarity of the organic solvent. The solvolysis effect, which concerns with the polarity and Lewis-base of the organic solvents, is used to explain the characteristics of the reaction satisfactorily at low alkaline concentration. The stability of carbonium ions of different α-bromoxylenes is used to explain their reaction rates satisfactorily.
- 社団法人 化学工学会の論文
- 2004-11-01
著者
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Yang Chau-yun
Department Of Chemical Engineering National Tsing Hua University
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Wang Maw-ling
Department Of Environmental Engineering Hungkuang University
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HSIEH Yu-Ming
Department of Electronic Materials, Chin Min Institute of Technology
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Hsieh Yu-ming
Department Of Electronic Materials Chin Min Institute Of Technology
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Wang Maw-ling
Department Of Environmental Engineering Hung-kuang University
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Wang Maw-ling
Department Of Environmental Engineering Hung Kuang University
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Wang Maw-ling
Department Of Chemical Engineering National Tsing Hua University
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HSIEH Yu-Ming
Department of Chemical Engineering, National Tsing Hua University
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Yang Chou-Yun
Department of Chemical Engineering, National Tsing Hua University
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