Abstract

The reaction of carbon disulfide and o‐phenylene diamine in an alkaline solution of KOH/organic solvent to produce potassium salt of MBI (C6H4(N)(NH)CS–K+) (ArS–K+) is catalyzed by the addition of an effective weak‐base tetrabutylammonium hydroxide (TBAOH or QOH). The role of KOH is to enhance the reaction rate and the conversion. Water is added to dissolve potassium hydroxide and to provide an environment for the reaction of active intermediate (C6H4(N)(NH)CS–Q+, ArSQ; Q+: (C4H9)4N+) and KOH to produce potassium salt of MBI (ArSK). Based on the experimental data, a rational mechanism of the two‐phase reaction is proposed. A simplified kinetic model is developed to describe the behavior of the reaction. The resistance to mass transfer of the catalyst and the reacting species between two phases can be neglected compared with the rate of reaction in the organic phase. Effects of the reaction conditions, including the amount of carbon disulfide, the amount of o‐phenylene diamine, the amount of catalyst, the amount of water, the organic solvent, the amount of KOH, the agitation speed and temperature on the conversion of o‐phenylene diamine are investigated. Potassium hydroxide in an appropriate amount and organic solvent of high dielectric constant are recommended to obtain a large reaction rate.

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