Azo-Fe complexes and their sodium salts are well-known charge-control agents (CCAs) used widely in electrophotography. Aside from the CCA performance, a high thermal stability is also required because pulverized toners are prepared by kneading CCA with various toner components at about 130-180 °C. Therefore, thermal stability has been investigated in azo-Fe complexes from the standpoint of the crystal structure. X-ray analysis revealed that the ammonium cations bridge neighboring azo-Fe complex anions through intermolecular NH…O hydrogen bonds. On the other hand, the Na cations are also found to connect different azo-Fe complex anions through the formation of Na complexes. These facts lead us to conclude that the high thermal stability of azo-Fe complexes is attributed to the intermolecular bonds formed by ammonium or sodium cations.
Yohei Sato, Kazuya Uta, Jin Mizuguchi, "The role of cations in thermal stability of azo-Fe complexes used as charge-control agents from the standpoint of the crystal structure" in Proc. IS&T Int'l Conf. on Digital Printing Technologies and Digital Fabrication (NIP24), 2008, pp 50 - 53, https://doi.org/10.2352/ISSN.2169-4451.2008.24.1.art00013_1