Synthesis, characterization and VOCs adsorption kinetics of diethylstilbestrol-substituted metallophthalocyanines

Abstract

Compound (4,4[Formula: see text] -hex-3-ene-3,4-diyl)bis(4,1-phenylene)bis(oxy)diphthalonitrile 3 was synthesized by the reaction of 4-nitrophthalonitrile 1 and diethylstilbestrol 2 in dry DMF in presence of dry K 2 CO 3 . New mononuclear phthalocyanines 4-6 were obtained from compound 3 by addition of the corresponding metal salts [Co(OAc) 2 ⋅ 4H 2 O, Zn(OAc) 2 ⋅ 2H 2 O and Cu(OAc) 2 ]. The novel compounds were characterized by elemental analysis and FT-IR, UV-vis, 1 H-NMR and MALDI-TOF mass spectroscopy techniques. The effects of four main groups of organic vapors on these novel compounds were studied and discussed. The adsorption kinetics of alkanes ([Formula: see text]-hexane and [Formula: see text]-octane), alcohols (methanol and 2-proponal), chlorinated hydrocarbons (dichloromethane and trichloromethane) and amines (diethylamine and triethylamine) on 4-6 were examined using three adsorption kinetic models: the Elovich equation, the pseudo-first-order equations and Ritchie’s equation. Results show that the linear regression analysis with respect to the pseudo-second-order rate equations generates a straight line that best fits the data of adsorption of alcohols and chlorinated hydrocarbons on Pc films. On the other hand, the Elovich equation generates a straight line that best fits the data of adsorption of alkanes and amines.