Synthesis, Characterization, Electrochemistry, and Spectroscopic Properties of Some Anthracenyl Functionalized Phthalocyanine Complexes of Ruthenium(II)

Abstract

The synthesis of single- and double-decked anthracenyl functionalized ruthenium(II) phthalocyanine complexes has been achieved through a controlled electrophilic aromatic substitution reaction of the free unsubstituted ruthenium(II) phthalocyanine with preformed 9-bromo-10-(2,3-dimethylacrylic acid)-anthracene and/or 9-bromo-10-(2,3-dimethylacrylic acid)-dianthracene using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as catalyst. The complexes were characterized by IR, UV-Vis, fluorescence,1H,13C NMR, and elemental analyses. A dimeric complex (C3R′′RuPc, whereR′′is 9-dianthracenyl-10-(2,3-dimethylacrylic acid), obtained as the major product of the dianthracenyl-substituted ruthenium phthalocyanine complex displays a strong near-infrared visible absorption band wavelength maxima at 1027 nm (ε=5.47×103 M−1 cm−1), with an interesting photoluminescent and electroredox active properties.

Preparation and optical parameter characterization of two aldehyde derivative thin films for photonic applications by drop casting method

“…[25] A high value for the extinction coefficient is due to the presence of conjugation in molecules. [26] Tauc plots were drawn for the optical band gap showing the direct allowed band gap. The optical band gap for the solution form is shown in Figures 14 and 15 [27] on synthesis and investigation of phenol red dye-doped polymer films, which gave results in the range 4.71-1.61 eV.…”

“…[13][14][15] In this present work, optical properties of samples were determined and studied using spectroscopy techniques. [3,5,[16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32] Optical parameters were also determined from absorption spectra and the effect of doping was studied. [9,11,12] Introducing organic compounds, namely 2-bromomalonaldehyde (2BMA) and 5,6-dihydroimidazo[2,1-b]thiazole-2-carbaldehyde (5DIC), will alter physical properties.…”

The Influence of Some Axial Ligands on Ruthenium–Phthalocyanine Complexes: Chemical, Photochemical, and Photobiological Properties

“…The main concern involving ruthenium–phthalocyanine complexes is their synthesis and difficulties related to impurities are frequently reported. Previous communications described that cis -[RuCl 2 (DMSO) 4 ] is the precursor for the preparation of many substituted and unsubstituted phthalocyanines (pc-R) (Adeloye and Ajibade, 2014 ). The synthesis of [Ru(pc-R)] comprises steps such as addition of phthalonitrile and appropriate reagents to cis -dichlorotetrakis(dimethylsulfoxide)ruthenium(II) in dimethylformamide and heating under reflux for several hours.…”

“…The trans- [RuCl(Pc)DMSO] complex was synthesized according to methodology adapted by Adeloye and Ajibade ( 2014 ). Cis -[RuCl 2 (DMSO) 4 ] (0.200 g, 0.41 mmol), 1,2-dicyanobenzene (0.480 g, 3.7 mmol), and 2.0 ml of DBU were added to 15 ml of previously distilled pentanol.…”

Estudo teórico sobre a transferência de carga fotoinduzida de ftalocianinas de Ru (II) para um fragmento de anatase

“…As ftalocianinas caracterizam uma classe de compostos macrocíclicos intensamente coloridos, que são amplamente estudados, haja vista suas inúmeras aplicações tecnológicas LEVER, 1989;OWENS;ROBINS, 2001;KOBAYASHI et al, 2002;MORANDEIRA et al, 2007;RAWLING;MCDONAGH, 2007;JIANG, 2010;WALTER;RUDINE;WAMSER, 2010;ADELOYE;AJIBADE, 2014). Seu emprego teve grande repercussão na indústria de tintas, sendo considerado um dos desenvolvimentos mais importantes para esse setor devido sua estabilidade à exposição de luz e alta definição de cores LEVER, 1989).…”