State and Kinetic Stability of Chloro Derivatives of Copper(II) Phthalocyanine in Concentrated Sulfuric Acid

摘要

The electronic absorption spectra in aprotic organic solvents and in various-concentration sulfuric acid and the kinetic stability of copper tetra(3-chloro)-and tetra(4-chloro)phthalocyanines in concentrated sufuric acid were examined as a function of solvent composition and temperature. The kinetic equations and the parameters of the dissociation of the complexes by the donor-acceptor bonds were determined. The previously reported kinetic parameters of related nitro, nitrobromo, and carboxy derivatives were used to construct a universal (with respect to solvent composition) stability order of functional derivatives of copper phthalocyanines. The places of the compounds in the stability order are discussed in terms of the electronic and steric effects of the substituents on the electron density on the Cu-N bonds with account for the #sigma#,#pi# nature of these bonds and the nature of activation of the reacting system copper phthalocyanine-sulfuric acid.