Synthesis and Spectral Properties of Low-Symmetry Phenoxy(chloro) and Phenylsulfanyl(chloro) Substituted Phthalocyanines

Andrey I. Koptyaev, Nikolay E. Galanin,^@ and Gennady P. Shaposhnikov

Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

^@Corresponding author E-mail: nik-galanin@yandex.ru

DOI: 10.6060/mhc140925g

Macroheterocycles 2015 8(2) 156-161

Low-symmetry phthalocyanines of the A3B, AABB and ABAB types were synthesized by mixed condensation of 4,5-diphenoxyphthalonitrile or 4,5-bis(phenylsulfanyl)phthalonitrile (components A) with tetrachlorophthalonitrile (component B). The compounds are isolated and purified by column chromatography. The composition and structure of the phthalocyanines were confirmed by elemental analysis, mass spectrometry, NMR and UV-Vis spectroscopy. On the basis of the UV-Vis and NMR spectroscopic data, strong aggregation of these compounds in solutions of polar and non-polar solvents was demonstrated.

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Synthesis and Spectral Properties of Low-Symmetry Phenoxy(chloro) and Phenylsulfanyl(chloro) Substituted Phthalocyanines

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