van de Streek Jacco, Brüning Jürgen, Ivashevskaya Svetlana N, Ermrich Martin, Paulus Erich F, Bolte Michael, Schmidt Martin U
Institute of Inorganic and Analytical Chemistry, Goethe University, Max-von-Laue-Strasse 7, D-60438 Frankfurt am Main, Germany.
Acta Crystallogr B. 2009 Apr;65(Pt 2):200-11. doi: 10.1107/S0108768108041529. Epub 2009 Mar 16.
The crystal structures of six industrially produced benzimidazolone pigments [Pigment Orange 36 (beta phase), Pigment Orange 62, Pigment Yellow 151, Pigment Yellow 154 (alpha phase), Pigment Yellow 181 (beta phase) and Pigment Yellow 194] were determined from laboratory X-ray powder diffraction data by means of real-space methods using the programs DASH and MRIA, respectively. Subsequent Rietveld refinements were carried out with TOPAS. The crystal phases correspond to those produced industrially. Additionally, the crystal structures of the non-commercial compound 'BIRZIL' (a chloro derivative of Pigment Yellow 194) and of a dimethylsulfoxide solvate of Pigment Yellow 154 were determined by single-crystal structure analyses. All eight crystal structures are different; the six industrial pigments even exhibit five different hydrogen-bond topologies. Apparently, the good application properties of the benzimidazolone pigments are not the result of one specific hydrogen-bonding pattern, but are the result of a combination of efficient molecular packing and strong intermolecular hydrogen bonds.
通过分别使用程序DASH和MRIA的实空间方法，从实验室X射线粉末衍射数据中确定了六种工业生产的苯并咪唑酮颜料（颜料橙36（β相）、颜料橙62、颜料黄151、颜料黄154（α相）、颜料黄181（β相）和颜料黄194）的晶体结构。随后使用TOPAS进行了Rietveld精修。晶体相与工业生产的相一致。此外，通过单晶结构分析确定了非商业化合物“BIRZIL”（颜料黄194的氯衍生物）和颜料黄154的二甲基亚砜溶剂化物的晶体结构。所有八种晶体结构均不相同；六种工业颜料甚至呈现出五种不同的氢键拓扑结构。显然，苯并咪唑酮颜料良好的应用性能并非源于一种特定的氢键模式，而是高效分子堆积和强分子间氢键共同作用的结果。
