Reactions of (Hydroxo)(tetrakis(3,5-dicarboxy)-and (Hydroxo)(tetrakis(4,5-dicarboxy)phthalocyaninato)aluminum(III) with Sulfuric Acid: Simulation and Kinetic Experiments |
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| Authors: | T N Sokolova T N Lomova S V Zaitseva S A Zdanovich V E Maizlish |
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| Institution: | (1) Institute of Solution Chemistry, Russian Academy of Sciences, Akademicheskaya ul. 1, Ivanovo, 153045, Russia;(2) Ivanovo State University of Chemistry and Technology, pr. F. Engelsa 7, Ivanovo, 153460, Russia |
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| Abstract: | The interaction of the octacarboxy-substituted aluminum(III) phthalocyanines (hydroxo)(tetrakis(3,5-dicarboxy)- and (hydroxo)(tetrakis(4,5-dicarboxy)phthalocyaninato)aluminum(III) with sulfuric acid is reported. It has been demonstrated by computer simulation (PM3 method) and by studying the dependence of the electronic absorption spectra of the complexes in sulfuric acid on the acidity of the medium that ((OH)AlPc(4-COOH)4(5-COOH)4 has three protonated forms (mono-, di-, and trication) both in the gas phase and in concentrated sulfuric acid and (OH)AlPc(3-COOH)4(5-COOH)4 has three protonated forms in the gas phase and two ones in concentrated sulfuric acid. The destruction kinetics of the aluminum(III) phthalocyanines in hot sulfuric acid is investigated. A destruction mechanism is suggested in which the rate-limiting step is the dissociation of an Al-N bond and the transition state consists of one aluminum(III) phthalocyanine molecule and one hydronium ion. A stability series is established for a set of differently carboxy-substituted aluminum(III) phthalocyanines. The major factors in the stability of the complexes are the negative inductive effect and the number of carboxyl groups. |
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