Abstract:

Diazotization reaction is a traditional method for synthesizing diazonium salt intermediates. Because of their huge synthesis potential, diazonium salt intermediates are widely used in fine chemical fields such as medicine, pesticides, dyeing and pigment industries. Firstly, the quantitative method of diazonium salt intermediates was established by the azo-coupling reaction and UV-visible spectrophotometry. Precision experiments and reproducibility experiments were performed for this measurement method. The results showed that the accuracy and reproducibility of the method were good, and the relative standard error was less than 1%, indicating that the method could be used in the quantitative study of diazonium salts. Then, a microreactor system for the determination of kinetic parameters of the diazotization reaction was established. Compared with the traditional batch reactor method, this method could strictly control the reaction conditions, such as reaction time and reaction temperature. Finally, under the condition of low red base KD concentration and far excess hydrochloric acid concentration, the reaction was determined to be a secondary reaction, and the pre-exponential factor of the reaction was 1.57×10¹⁴ L/(mol·s), and the activation energy was 72.88 kJ/mol. The reaction kinetics model was established within the experimental research scope, and the verification experiments showed that the simulation results were in good agreement with the experimental results.

Key words: microreactor, microscale, reaction kinetics, diazotization, coupling reaction, azo dye

摘要：

重氮化反应是合成重氮盐中间体的传统方法，重氮盐中间体因其巨大的合成潜力，被广泛地应用于医药、农药、染颜料工业等精细化工领域。首先，利用重氮盐中间体的偶合反应以及紫外可见分光光度法建立了重氮盐中间体的定量方法，并且建立了用于红色基KD重氮化反应动力学参数测定的微反应器系统。在红色基KD低浓度以及远过量的盐酸浓度条件下，确定了该反应为二级反应，得到了反应的指前因子为1.57×10¹⁴ L/(mol·s)，活化能为 72.88 kJ/mol。在实验研究范围内建立了表观反应动力学模型，并且通过验证实验表明，模拟计算值与实验值吻合较好。

关键词: 微反应器, 微尺度, 反应动力学, 重氮化反应, 偶合反应, 偶氮染料