V. E. Maizlish

A new water-soluble sulfonated cobalt(II) phthalocyanines: Synthesis, spectral, coordination and catalytic properties

Novel complexes of cobalt(II) with sulfonated derivatives of phthalocyanines are synthesized. The influence of the sulfonated groups number in peripheral substituent on solubility of macrocycle and ability to form ordered structures in solution is showed. Transition from H-aggregates to monomeric phthalocyanine structures and sandwich-type dimers was found during formation of metallophthalocyanine complexes with 1,4-diazabicyclo(2.2.2)octane. The catalytic activity of metallophthalocyanines was studied on the model of Merox process.

Novel aqueous soluble cobalt(II) phthalocyanines of tetracarboxyl-substituted: Synthesis and catalytic activity on oxidation of sodium diethyldithiocarbamate

Enhancement of the catalytic activity of phthalocyanine catalysts by immobilizing them on polymer matrix has been studied. It has been found that the immobilization of cobalt(II) phthalocyanines on polymers enhances their catalytic activity in the oxidation of sodium diethyldithiocarbamate by air oxygen under mild conditions.

Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: X. Synthesis of 4-(1-benzotriazolyl)-5-(1(2)-naphthyloxy)-phthalodinitriles and related phthalocyanines

Abstract4-(1-Benzotriazolyl)-5-[1(2)-naphthyloxy]phthalodinitriles were obtained by nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile. These compounds were used for the synthesis of the corresponding octa-substituted phthalocyanines. Spectral data of the compounds obtained were examined.

Symmetrical and difunctional substituted cobalt phthalocyanines with benzoic acids fragments: Synthesis and catalytic activity

Difunctional and symmetric phthalonitriles were synthesized by nucleophilic substitution of brome and nitro-group in 4-bromo-5-nitro-phthalonitrile for residues 4-amino-, 4-hydroxyl- and 4-sulfanyl benzoic acid. Symmetrical and difunctional substituted cobalt phthalocyanines were obtained by template synthesis based on mentioned phthalonitriles. Their spectral properties and catalytic activity in aerobic oxidation of sodium N,N-carbomoditiolate were investigated.

Nucleophilic substitution of 4-bromo-5-nitrophthalodinitrile: XIII. Synthesis and properties of 4-(1-benzotriazolyl)-5-(4-tritylphenoxy)phthalonitrile and phthalocyanines based thereon

Abstract4-(1-Benzotriazolyl)-5-(4-tritylphenoxy)phthalonitrile was synthesized by nucleophilic substitution of bromine and nitro group of 4-bromo-5-nitrophthalonitrile, and on its basis the corresponding octa-substituted phthalocyanines were obtained. Spectral properties of the synthesized compounds were investigated.

Effect of the solvation properties of the solvent on the formation of associated structures of water-soluble Co(II) phthalocyanines

Self-association processes of sulfonated cobalt phthalocyanine derivatives were studied. The effects of the size of peripheral substituent and the solvation properties of the solvent on the formation of H- and J-aggregates of metal phthalocyanines were demonstrated. The possibility to control the associative equilibrium of metal phthalocyanines via coordination to DABCO was established. The introduction of DABCO was found to induce dissociation of H- and J-aggregates followed by the formation of sandwich type dimers.

Erratum to: “Nucleophilic Substitution in 4-Bromo-5-nitrophthalodinitrile: XI. Preparation, Properties, and Prediction of Mesomorphism in Mixed-Substituted Phthalocyanines Containing Aryloxy and Benzotriazole Fragments”

Stepwise nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile has led to a series of phthalonitriles containing benzotriazole and aryloxy fragments; basing on them, the mixed-substituted phthalocyanines have been prepared. The spectral properties of products have been studied. According to simulation of columnar mesomorphism only one of the products is not capable of mesomorphism characteristic of discotic mesogens; the result has been confirmed with the experiment.

Phthalonitriles containing ester groups and copper phthalocyanines based on them

Phthalonitriles containing ester groups were obtained by acylation of 4-hydroxyphthalonitrile and esterification of 4-(p-carboxyphenyloxy)phthalonitriles. On the basis of these phthalonitriles the respective copper phthalocyanines were synthesized. Spectral and some other physical and chemical properties of the synthesized compounds were investigated.

Bifunctionally Substituted Cobalt(II) Phthalocyanines with Benzoic Acid Fragments

Phthalonitriles with fragments of 4-amino-, 4-hydroxy-, and 4-sulfanylphenylbenzoic acids were synthesized by nucleophilic substitution in 4-bromo-5-nitrophthalonitrile. A disubstituted phthalonitrile containing 1H-1,2,3-benzotriazole and p-hydroxybenzoic acid fragments was obtained by the substitution of the nitro group in 4-(4-carboxyphenoxy)-5-nitrophthalonitrile by a 1H-1,2,3-benzotriazol-1-yl group. The synthesized phthalocyanines were used as starting materials in the template synthesis of bifunctional cobalt phthalocyanines. Spectral properties of the latter products were studied.

Synthesis and properties of tetra-(4-tert-butyl-5-nitro)phthalocyanines

The interaction of 4-tert-butyl-5-nitrophthalonitrile with a series of metal acetates has yielded the corresponding metal phthalocyaninates. The treatment of magnesium tetra(4-tert-butyl-5-nitro)phthalocyaninate with hydrochloric acid has afforded tetra(4-tert-butyl-5-nitro)phthalocyanine. Spectral properties of the prepared macrocycles have been studied. The nature of the organic solvent and the complex forming metal marginally affect the position of the Q band in the electron absorption spectra of the studied compounds. It has been demonstrated that the prepared phthalocyanines can dye polymer materials and are catalytically active towards oxidation of a model sulfur-containing compound.