Abstract
Substituted 5-arylazopyrimidines and 2-arylazopyrimidines have been synthesized and investigated as dichroic dyes with positive dichroism, for liquid crystals. A promising series of 2-aryl-5-arylazopyrimidine dyes has been found, and a method is proposed for their synthesis by condensation of 2-aryl-5-aminopyrimidines with nitrosobenzenes in a superbasic medium.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. V. Ivashchenko and V. G. Rumyantsev, Mol. Cryst. Liq. Cryst. A., 150, 1 (1987).
V. V. Titov and A. V. Ivashchenko, Zh. Vses. Khim. Ova., 28, 176 (1983)
“Dichroic dyes for liquid-crystal displays,” in series: The Aniline Dye Industry [in Russian], Review Information of MNPO “NIOPiK,” NIITÉKhM, Moscow (1987).
M. Kaneko, T. Ozawa, T. Yoneyama, S. Imazeki, A. Mucoh, and M. Sato, Eur. Pat. 76633; Chem. Abstr., 99, 46062 (1983).
M. Kaneko, T. Yoneyama, J. Iwanami, S. Imazeki, A. Muhoo, and M. Sato, Eur. Pat. 98522; Chem. Abstr., 100, 148633 (1984).
D. J. Brown, The Pyrimidines, Supplement 2, Wiley, New York (1985), p. 153.
N. Whittaker, J. Chem. Soc., No. 6, 1565 (1951).
S. B. Gashev and L. D. Smirnov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 678 (1979).
R. Huisgen and K. von Fraunberg, Tetrahedron Lett., No. 30, 2595 (1969).
G. G. Moskalenko, V. F. Sedova, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 7, 962 (1989).
R. G. Anderson and G. Nickless, Analyst, 93, No. 1102, 20 (1968).
H. Seki, T. Uchida, and Y. Shibata, Mol. Cryst. Liq. Cryst., 138, 349 (1986).
E. V. Brown and G. R. Granneman, J. Am. Chem. Soc., 97, 621 (1975).
Houben-Weyl Methoden der Organischen Chemie, Vol. 10/3 (1985), p. 332.
B. A. Trofimov, Zh. Org. Khim., 22, 1991 (1986).
E. I. Kovshov and V. P. Sevost'yanov, Élektron. Promst., No. 5–6, 7 (1982).
M. A. Mikhaleva, V. T. Lazareva, M. F. Grebenkin, V. A. Savelev, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 11, 1545 (1982).
Author information
Authors and Affiliations
Additional information
Deceased.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 209–214, February, 1993.
Rights and permissions
About this article
Cite this article
Mikhaleva, M.A., Igonina, G.A., Lazareva, V.T. et al. Arylazopyrimidines as dichroic dyes for liquid crystals. Chem Heterocycl Compd 29, 181–185 (1993). https://doi.org/10.1007/BF00531662
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00531662