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Potential alternatives for 3,3′-dichlorobenzidine as tetrazo components for diarylide yellow and orange pigments, Part 1: p-Phenylenediamine and its derivatives
Dyes and Pigments ( IF 4.1 ) Pub Date : 2008-07-19 , DOI: 10.1016/j.dyepig.2008.07.006
Robert M. Christie , Bruce D. Howie

A series of diarylide yellow pigments based on selected p-phenylenediamine derivatives as tetrazo components have been synthesised and their application performance assessed. Among the most interesting products were a range of new metal-salt disazo pigments synthesised from 2,5-phenylenediamine-1,6-disulphonic acid, which is of potential interest as an alternative to 3,3-dichlorobenzidine, as it is likely to be of low toxicity, non-carcinogenic, non-mutagenic and potentially low cost. The synthesis of disazo metal-salt pigments is in this case complicated by the requirement for a two-stage diazotisation/azo coupling process, although this offers a versatility advantage with an easy route to unsymmetrical derivatives. The colouristic properties, overpaint fastness, lightfastness and heat stability of the metal-salt pigments were comparable in some cases, inferior in others, to commercial dichlorobenzidine-based pigments selected as standards. Lightfastness was, in some cases, comparable in full strength although inferior in tint; solvent resistance was superior to that of the commercial pigments, as expected for metal-salt type pigments.



中文翻译:

3,3'-二氯联苯胺作为二芳基化合物黄色和橙色颜料的四唑组分的潜在替代物,第1部分:苯二胺及其衍生物

一系列基于选定p的二芳基黄色颜料已经合成了作为四唑组分的-苯二胺衍生物,并评估了其应用性能。在最有趣的产品中,有一系列由2,5-苯二胺-1,6-二磺酸合成的新型金属盐二偶氮颜料,作为3,3-二氯联苯胺的替代品,它具有潜在的吸引力。具有低毒性,无致癌性,无诱变和潜在的低成本。在这种情况下,对二偶氮金属盐颜料的合成由于需要两步重氮化/偶氮偶合工艺而变得复杂,尽管这提供了通用性优势,并且易于获得不对称衍生物。在某些情况下,金属盐颜料的色泽性,涂料坚牢度,耐光性和热稳定性可比拟,在其他情况下则较差,选用市售的基于二氯联苯胺的颜料作为标准。在某些情况下,尽管坚牢度较差,但耐晒牢度在全强度上是可比的;如金属盐型颜料所预期的,耐溶剂性优于市售颜料。

更新日期:2008-07-19
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