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Selective access to novel aryl alkyl disulfonates via photosulfochlorination process: An eco-benign approach to a highly active class of surfactants
Journal of Surfactants and Detergents ( IF 1.6 ) Pub Date : 2022-02-15 , DOI: 10.1002/jsde.12585
Hadda Daoudi 1, 2 , Moussa Sehailia 3 , Amel Tazerouti 1
Affiliation  

In this work we report the synthesis of a new family of surfactants based on aryl alkyl disulfonates; the latter compounds were derived from a mixture of linear alkylbenzene with the resulting disulfonate groups residing on the linear alkyl side-chain rather than the usual aromatic ring structure. The Reed sulfochlorination reaction was successfully utilized to selectively promote the formation of disulfonates on the alkyl group. A number of analytical methods in the form of liquid chromatography–mass spectrometry (LC–MS), gas chromatography–mass spectrometry (GC–MS), Fourier-transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (NMR) were used to characterize the resulting compounds and intermediates. The critical micelle concentration, the surface tension at the critical micelle concentration, the surface excess concentration at surface tension, and the area per molecule were measured at different concentrations and temperatures. Thermodynamic parameters and Krafft temperature were also determined. The obtained results were compared to those of commercial n-dodecylbenzene sulfonates and linear alkylbenzene sulfonates surfactants, showing that these new synthesized surfactants present good surface properties.

中文翻译:

通过光磺氯化过程选择性获得新型芳基烷基二磺酸盐:一种高活性表面活性剂的生态友好方法

在这项工作中,我们报告了基于芳基烷基二磺酸盐的新型表面活性剂家族的合成;后一种化合物衍生自直链烷基苯的混合物,所得二磺酸酯基团位于直链烷基侧链上,而不是通常的芳环结构上。里德磺氯化反应被成功地用于选择性地促进烷基上二磺酸盐的形成。液相色谱-质谱 (LC-MS)、气相色谱-质谱 (GC-MS)、傅里叶变换红外光谱 (FTIR) 和核磁共振 (NMR) 等多种分析方法用于表征得到的化合物和中间体。临界胶束浓度,临界胶束浓度下的表面张力,在不同浓度和温度下测量表面张力下的表面过量浓度和每个分子的面积。还确定了热力学参数和克拉夫特温度。将所得结果与商业结果进行比较十二烷基苯磺酸盐和直链烷基苯磺酸盐表面活性剂,表明这些新合成的表面活性剂具有良好的表面性能。
更新日期:2022-02-15
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