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Water soluble quarternizable gallium and indium phthalocyanines bearing quinoline 5-sulfonic acid: Synthesis, aggregation, photophysical and electrochemical studies

Paper ID Volume ID Publish Year Pages File Format Full-Text
26598 43965 2015 10 PDF Available
Title
Water soluble quarternizable gallium and indium phthalocyanines bearing quinoline 5-sulfonic acid: Synthesis, aggregation, photophysical and electrochemical studies
Abstract

•Synthesis and characterization of water soluble α- and β- substituted metallophthalocyanines.•Singlet oxygen quantum yields, photodegradation quantum yields and photophysical properties of α-ZnPc and β-ZnPc strong.•Electrochemical properties of novel α- and β- substituted metal based phthalocyanines.

In this work, we have presented the synthesis, characterization, photophysical properties and electrochemical characterization of new tetra α and β-substituted indium and gallium phthalocyanines MPcX(α- or β-HQSA)4 {M = Ga(III) (3) (4) and In(III) (5) (6); X = Cl} attached with 1-hydroxy quinoline-5-sulfonic acid groups on non-periphery and their water-soluble quaternized counterpart. The non-periphery substituted phthalocyanines with axially counter chlorine anion exhibit high solubility and low aggregation tendency owing to bulky HQSA steric hindrance moieties. The novel phthalocyanine precursors, 3, 4, 5, 6 synthesis, characterization, photochemical properties (singlet oxygen quantum yields and photodegradation quantum yields) and photophysical properties (fluorescence quantum yields and flouresans behavior) of their peripherally tetra substituted gallium and indium phthalocyanines are reported in this study. The new compounds (3, 4, 5, 6) have been characterized by using spectroscopic methods, FT-IR, 1H NMR spectroscopy, electronic spectroscopy and Maldi-TOF spectra in addition to elemental analysis. General trends focus on fluorescence, photodegradation and singlet oxygen quantum yields of these compounds in dimethylsulfoxide (DMSO), water (H2O). The nature of the substituent and solvent effect on the photophysical and photochemical parameters of the substituted phthalocyanines (3, 4, 5, 6) are also reported. The effect of point of substitution on the electrochemical properties of newly synthesized phthalocyanine compounds, periphery (β-) and non-periphery (α-) substituted with 8-hydroxyquinoline-5-sulfonic acid group were evaluated.

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Keywords
Phthalocyanine; Gallium; Indium; Fluorescence quenching; Electrochemistry
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Water soluble quarternizable gallium and indium phthalocyanines bearing quinoline 5-sulfonic acid: Synthesis, aggregation, photophysical and electrochemical studies
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 310, 1 September 2015, Pages 155–164
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us