Green Synthesis of Thiuram Disulfides with CO2 as an Acid Agent for Sustainable Development,Industrial & Engineering Chemistry Research

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Green Synthesis of Thiuram Disulfides with CO2 as an Acid Agent for Sustainable Development
Industrial & Engineering Chemistry Research ( IF 3.8 ) Pub Date : 2018-11-26 , DOI: 10.1021/acs.iecr.8b05091
JiaYu Hu ₁ , Kai Wang ₁ , Jian Deng ₁ , Guangsheng Luo ₁

Affiliation

A green synthesis method for the oxidation of sodium dialkyldithiocarbamate to the corresponding thiuram disulfides was developed in the presence of CO₂ as the neutralizing agent, H₂O₂ as the oxidant, and water as the solvent. The method could provide much greener reaction conditions, convert CO₂ to a relatively high-quality product without H₂SO₄ consumption, and obtain high yields and purity of products. The effects of CO₂ flow rate, reaction temperature, concentration, dropping speed, and excess degree of hydrogen peroxide, as well as the concentration of sodium dimethyldithiocarbamate, were investigated. By HPLC-MS detection of the mother liquor, it was found that the organic byproducts of this oxidation process were the hydrolysis product of TMTD (tetramethyl thiuram disulfide), sodium dimethylcarbamothioate, and the peroxidation product of sodium dimethyldithiocarbamate, sodium (dimethylamino)(thioxo)methanesulfonate, which have been rarely proven experimentally by previous work. These byproducts were generated in the latter stage of the oxidation process. Therefore, possible chemical reactions of this synthesis process were proposed. On the basis of these reactions, a 0.6 stoichiometric hydrogen peroxide dosage was added, the mother liquor was recycled, and no organic byproduct was found after five stages of recycling. As a result, the discharge of wastewater was greatly reduced. Tetraethyl thiuram disulfide was also synthesized by this method to demonstrate its universality.

中文翻译：

以CO ₂为酸剂绿色合成秋兰姆二硫化物以促进可持续发展

在CO ₂作为中和剂，H ₂ O ₂作为氧化剂，水为溶剂的情况下，开发了一种绿色合成方法，用于将二烷基二硫代氨基甲酸钠氧化为相应的秋兰姆二硫化物。该方法可以提供更绿色的反应条件，无需消耗H ₂ SO ₄即可将CO ₂转化为相对高质量的产物，并获得高产率和纯度的产物。CO ₂的作用研究了流速，反应温度，浓度，滴速和过氧化氢的过量程度以及二甲基二硫代氨基甲酸钠的浓度。通过母液的HPLC-MS检测，发现该氧化过程的有机副产物是TMTD（四甲基秋兰姆二硫化物），二甲基氨基甲磺酸钠的水解产物和二甲基二硫代氨基甲酸钠钠（二甲基氨基）（硫代）的过氧化产物。甲磺酸盐，以前的工作很少通过实验证明。这些副产物在氧化过程的后期产生。因此，提出了该合成过程的可能的化学反应。在这些反应的基础上，添加0.6化学计量的过氧化氢，回收母液，经过五个回收阶段，未发现有机副产物。结果，大大减少了废水的排放。该方法还合成了四乙基秋兰姆二硫化物，以证明其通用性。

更新日期：2018-11-27

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