2-(1-Pyrrolyl, Diazolyl, and Triazolyl)-Substituted 5-Nitropyridines for Nonlinear Optical Materials

Autor: Hiroo Fukunaga, Makoto Ishihara, Kubo Kazumi, Masaki Okazaki
Rok vydání: 1994
Předmět:
Zdroj: Bulletin of the Chemical Society of Japan. 67:1936-1940
ISSN: 1348-0634
0009-2673
DOI: 10.1246/bcsj.67.1936
Popis: 2-Azolyl-5-nitropyridines (the generic name “azoles” is hereafter used for pyrrole, diazoles, and triazoles, and “azolyls” for any substituents derived from them) were examined from the viewpoints of the UV-vis absorption properties, the molecular hyperpolarizabilities (β), the second-harmonic generation (SHG) activities and the crystal structure compared with N-(4-nitrophenyl)azoles. In the azolyl-5-nitropyridines, although an expected remarkable hypsochromic shift of the absorption maxima (λmax) was not observed, a hypsochromic shift of the absorption edge (λcutoff) was observed. All of derivatives discussed in the present paper, except for 2-(3,5-dimethyltriazolyl)-5-nitropyridine (14), did not show any SHG activity. The inactive results in SHG suggest that the displacement of benzene to pyridine causes a significant change in the molecular arrangement in the crystalline state. The phase-matchable property in the SHG of 14 is suggested by its crystal structure as well as an SHG experiment.
Databáze: OpenAIRE