Preparation, properties and structures of 1-methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium crystals with various counter anions

• Published in: Journal of crystal growth Vol. 310; no. 4; pp. 836 - 842
• Main Authors: Ogawa, Junko, Okada, Shuji, Glavcheva, Zornitza, Nakanishi, Hachiro
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 15.02.2008; Elsevier
• Subjects: A1. Crystal structure; A1. Solubility; A2. Growth from solutions; B1. Aromatic compounds; B1. Organic compounds; B2. Nonlinear optical materials; Condensed matter: structure, mechanical and thermal properties; Cross-disciplinary physics: materials science; rheology; Exact sciences and technology; Fundamental areas of phenomenology (including applications); Growth from solutions; Materials science; Methods of crystal growth; physics of crystal growth; Nonlinear optical crystals; Optical materials; Optics; Organic compounds; Physics; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Thermal expansion; thermomechanical effects and density; Thermal properties of condensed matter; Thermal properties of crystalline solids; 61.66.Hq; B1. Aromatic compounds; A1. Crystal structure; 42.65.Ky; 42.70.Mp; A2. Growth from solutions; B2. Nonlinear optical materials; B1. Organic compounds; 81.10.Dn; A1. Solubility; Crystal growth; Second harmonic generation; Solubility; Crystal perfection; Aromatics; Thermal properties; Diffraction pattern analysis; Slow cooling; Optical materials; Ion exchange; Nonlinear optics; Organic compounds; Methanol; Crystal structure
• ISSN: 0022-0248; 1873-5002
• DOI: 10.1016/j.jcrysgro.2007.11.148

1-Methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium p-toluenesulfonate (DAST) is known to be an excellent second-order nonlinear optical (NLO) crystalline material. However, studies on property variation caused by anion exchange are still an interesting subject to find out new compounds not only with large NLO properties but also with easy crystal-growing ability. In this report, some 1-methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium derivatives with p- or m-substituted benzenesulfonate or 2-naphthalenesulfonate were prepared and their thermal properties, solubility in methanol and SHG activity were investigated. Their crystal growth was performed by the slow cooling method, and quality crystals for X-ray crystallographic analysis were obtained for three compounds. Among them, crystal structures of p-ethylbenzenesulfonate and p-styrenesulfonate derivatives were found to be almost the same as those of DAST.