Metallophthalocyanines Bearing Polymerizable {[5‐({(1E)‐[4‐(Diethylamino)phenyl]methylene}amino)‐ 1‐naphthy1]oxy} Groups as Electrochemical Pesticide Sensor

Abstract

The synthesis and characterization of novel metallophthalocyanines (MPcs(ea)) carrying {[5‐({(1E)‐[4‐(diethylamino)phenyl]methylene}amino)‐1‐naphthyl]oxy} groups on four peripheral positions have been reported. These complexes have been characterized by a combination of FT‐IR, 1H and 13C NMR, mass and UV‐Vis spectroscopy techniques. Redox active metal centers in the core of the Pc rings (Co (II) [CoPc(ea)], Mn(III) [Cl–MnPc(ea)], and Ti(IV)O [TiOPc(ea)]) and electropolymerizable substituents on the peripheral positions of Pc rings were used to increase redox activity and electrochemically polymerization ability of the complexes. The redox properties of MPcs(ea) were determined with voltammetry and in situ spectroelectrochemistry techniques. Then, GCE/MPc(ea) electrodes were constructed with the electropolymerization of MPcs and these electrodes were tested as the pesticide sensors. Sensing studies indicated that type of the metal center of the complexes effectively influenced the sensing activities. While all complexes showed interaction abilities for the fenitrothion, parathion and eserine, GCE/CoPc(ea) electrode detected the parathion selectively with LOD value of 4.52×10−7 mol dm−3 among studied three pesticides. Moreover, GCE/MnClPc(ea) electrode selectively detected eserine with LOD value of 6.43×10−7 mol dm−3 and GCE/TiOPc(ea) electrode detected parathion with LOD value of 8.64×10−7 mol dm−3. All GCE/MPcs(ea) electrodes showed high sensitivity and wide linear ranges for those pesticides. These sensing data illustrated the usability of these modified electrodes in real samples such as seawater with good selectivity and sensitivity.

Amphiphilic Cobalt Phthalocyanine Boosts Carbon Dioxide Reduction

“…As shown in Figure S11 (Supporting Information), when the cathodic potentials of TC ‐CoPc were scanned in TBAPF/DMF electrolyte system, the characteristic signals of [Co II Pc 2− ]/[Co I Pc 2− ] 1− and [Co I Pc 2− ] 1− /[Co I Pc 3− ] 2− were observed at −0.28 V vs saturated calomel electrode (SCE) and −1.30 V vs SCE, respectively. [ 13 ] Moreover, the controlled compound TE ‐CoPc gave similar redox peaks at −0.29 V vs SCE and −1.30 V vs SCE. The result was very close to that of unmodified CoPc, indicating the similar electronic effects of TE ‐CoPc and TC ‐CoPc.…”

“…As shown in Figure S11 were observed at −0.28 V vs saturated calomel electrode (SCE) and −1.30 V vs SCE, respectively. [13] Moreover, the controlled compound TE-CoPc gave similar redox peaks at −0.29 V vs SCE and −1.30 V vs SCE. The result was very close to that of unmodified CoPc, indicating the similar electronic effects of TE-CoPc and TC-CoPc.…”

CO2 electrochemical catalytic reduction with a highly active cobalt phthalocyanine

“…The cobalt complex is obtained and used as a mixture of the different regioisomers, which exhibit identical electronic and steric properties 36,37 , and CoPc2 thus gives a unique electrochemical signature (Supplementary Fig. 1) with three reversible Faradaic waves that could be assigned to the Co II /Co I redox couple and to ligand reduction peaks 38,39 . With relatively low catalyst loadings of CoPc2 dispersed into porous films of carbon black powder or carbon nanotubes on a carbon paper cathode, the modified electrode functions as highly effective CO 2 RR electrocatalysts in acidic (pH 4), neutral (pH 7.3), and basic conditions (pH 14).…”

Synthesis of nonperipherally tetra-[5-(diethylamino)-2-formylphenoxy] substituted metallophthalocyanines and their electrochemistry

“…In addition, electrochemical features of diethylamino groups are significant. In literature showed that the introduction of diethylamino groups into the peripheral/nonperipheral positions of phthalocyanines increased the electrochemical and electropolymerization properties of phthalocyanines [24][25][26][27]. Here, we wondered how the presence of phthalocyanines in the non-peripheral positions of the diethylamino group affects the electrochemical properties of phthalocyanine compounds.…”