Synthesis and characterization of polyfluoroalkoxysulfonyl phthalonitriles and corresponding zinc and cobalt phthalocyanines

The reaction of 1,2-dicyanobenzene-4-sulfonyl chloride with different polyfluoro alcohols leads to the formation of 1,2-dicyano-4-polyfluoroalkoxysulfonyl benzenes. The tetramerization of such nitriles in the presence of zinc or cobalt salts results in the corresponding phthalocyanines. The influenc...

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Bibliographic Details
Published inDyes and pigments Vol. 41; no. 1; pp. 101 - 109
Main Authors Kondratenko, Natalya V, Tretyakova, Irina N, Luk’yanets, Eugene A, Volkov, Sergey V, Orlova, Raisa K, Nemykin, Victor N, Yagupolskii, Lev M
Format Journal Article
LanguageEnglish
Russian
Published Oxford Elsevier Ltd 1999
Elsevier
Subjects
Aggregation
Fluorinated phthalonitriles
Substituted phthalocyanine complexes
Aggregation
Fluorinated phthalonitriles
Substituted phthalocyanine complexes
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Summary:The reaction of 1,2-dicyanobenzene-4-sulfonyl chloride with different polyfluoro alcohols leads to the formation of 1,2-dicyano-4-polyfluoroalkoxysulfonyl benzenes. The tetramerization of such nitriles in the presence of zinc or cobalt salts results in the corresponding phthalocyanines. The influence of solvent and substituents on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy. The polyfluoroalkoxysulfonyl groups were shown to stabilize both HOMO and LUMO of the complexes in comparison with alkoxy- or polyfluoroalkoxy-substituted analogs. The first oxidation potential for zinc-containing complexes was estimated as 1.47–1.65 V ©
ISSN:0143-7208
1873-3743
DOI:10.1016/S0143-7208(98)00066-7