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Mechanochemical Reaction of DDT with Calcium Oxide

机译：滴滴涕与氧化钙的机械化学反应

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摘要

Evidence is presented that, in the mechanochemical destruction of DDT [2,2-bis(4-chlorophenyl)-1,1,1-trichloroethane] by ball milling in the presence of calcium oxide, a complex series of reactions occurs along the pathway to a product that appears to be essentially graphitic, though aromatic chloro and hydroxy substituents are retained to some degree. The production of the various intermediates can be understood in terms of processes initiated at both CaO and steel (of the milling device) surfaces. With the exception of DDE [2,2-bis(4-chlorophenyl)-1,1-dichloroethene], most of these intermediates attain maximum concentrations corresponding to < 1 mol% of the original DDT and have been characterized only by their mass spectra. In the case of dichlorotolane [bis(4-chlorophenyl)ethyne], however, yields are sufficient for it to be isolated chromatographically as a pure, crystalline solid and characterized further by NMR spectroscopy. After 12 h of milling, no organic materials volatile enough to be detected by conventional GC/MS procedures are present, but the black, graphitic residue does retain some chlorine that is only slowly removed by extended milling.
机译：证据表明，在存在氧化钙的情况下，通过球磨对DDT [2,2-双（4-氯苯基）-1,1,1-三氯乙烷]进行机械化学破坏时，沿该路径发生了一系列复杂的反应尽管芳族的氯和羟基取代基保留了一定程度，但生成的产物看起来基本上是石墨的。可以从在CaO和（铣削设备的）钢表面上引发的过程来理解各种中间体的生产。除DDE [2,2-双（4-氯苯基）-1,1-二氯乙烯]外，大多数这些中间体达到的最大浓度对应于原始DDT的<1 mol％，并且仅通过质谱进行了表征。但是，在二氯甲苯酮[双（4-氯苯基）乙炔]的情况下，其收率足以将其色谱分离为纯净的结晶固体，并通过NMR光谱进一步表征。研磨12小时后，不存在足以通过常规GC / MS程序检测到的挥发性有机物，但是黑色的石墨残留物确实保留了一些氯，只有通过长时间研磨才能缓慢除去。

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