Novel, soluble, FluXoro functional substituted zinc phthalocyanines; synthesis, characterization and photophysicochemical properties
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Date: 2010
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/261258 , vital:53378 , xlink:href="https://doi.org/10.1016/j.dyepig.2010.01.001"
- Description: Three novel phthalonitriles and the respective, peripheral tetrakis zinc phthalocyanines were synthesized and characterized using elemental analysis, IR, 1H NMR, mass spectra and electronic spectroscopy. The phthalocyanines displayed good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene. The presence of a long chain fluorine substitituent was found to result in reduced aggregation. The singlet oxygen, photodegradation, fluorescence quantum yield, triplet quantum yield and triplet life time of the complexes in toluene were determined. The effect of fluoro-functional groups on the photophysical and photochemical parameters of the zinc(II) phthalocyanines are also reported. Fluorescence quantum yields for the complexes ranged from 0.021 to 0.041.
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- Date Issued: 2010
Photophysical and photochemical properties of novel phthalocyanines bearing non-peripherally substituted mercaptoquinoline moiety
- Authors: Yaşa, Göknur , Erdoğmuş, Ali , Uğur, Ahmet Lütf , Şener, M Kasım , Avcıata, Ulvi , Nyokong, Tebello
- Date: 2012
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/244360 , vital:51250 , xlink:href="https://doi.org/10.1142/S1088424612500940"
- Description: The synthesis, photophysical and photochemical properties of nonperipherally (a) mercaptoquinoline substituted Zn(II), TiO(IV) and Mg(II) and quaternized Zn(II) phthalocyanines are described for the first time. These complexes (2 to 5) and their precursor are characterized by elemental analysis, FT-IR, 1 H NMR, electronic spectroscopy as well as mass spectroscopy. Complexes 2, 4 and 5 have good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene and are not aggregated in all solvents within a wide concentration range. Complex 3 showed very good solubility in water as well as DMSO and DMF. General trends are described for singlet oxygen, photodegradation and fluorescence quantum yields of these complexes in DMSO and DMF. While complex 2 has higher singlet oxygen and fluorescence quantum yields than 3, 4 and 5, complex 4 has higher fluorescence quantum yields in DMF and DMSO than 2, 3 and 5. The effect of the solvents and metal on the photophysical and photochemical parameters of the metallophthalocyanines are also reported.
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- Date Issued: 2012
Photophysical properties of newly synthesized fluorinated zinc phthalocyanines in the presence of CdTe quantum dots and the accompanying energy transfer processes
- Authors: Erdoğmuş, Ali , Moeno, Sharon , Litwinski, Christian , Nyokong, Tebello
- Date: 2010
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/262671 , vital:53543 , xlink:href="https://doi.org/10.1016/j.jphotochem.2009.12.014"
- Description: The photophysical properties of two newly synthesized phthalocyanines (Pcs) were studied in the presence and the absence of 3-mercaptopropionic acid (MPA) capped quantum dots (QDs). Energy transfer processes resulting from the combination of QDs and the Pcs: 4-(tetrakis-5-(trifluoromethyl)-2-mercaptopyridinephthalocyaninato)zinc(II) (TtfmMPyZnPc, 3) and 4-(tetrakis-5-(trifluoromethyl)-2-pyridyloxyphthalocyaninato) zinc(II) (TtfmPyZnPc, 4) were also studied. The photophysical properties of the Pcs in the presence of QDs were enhanced and Förster resonance energy transfer (FRET) was observed with the phthalocyanines used. The efficiency of FRET between the QDs and TtfmMPyZnPc and TtfmPyZnPc was found to be 0.31% and 0.45% in DMSO and 0.24% and 0.32% in pyridine, respectively. The triplet state quantum yields for TtfmMPyZnPc and TtfmPyZnPc were found to be 0.86 and 0.74 in DMSO and 0.83 and 0.76 in pyridine.
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- Date Issued: 2010
Synthesis and electrochemical properties of new tetra substituted cobalt phthalocyanine complexes, and their application in electrode modification for the electrocatalysis of l-cysteine
- Authors: Erdoğmuş, Ali , Booysen, Irvin Noel , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247893 , vital:51627 , xlink:href="https://doi.org/10.1016/j.synthmet.2010.11.028"
- Description: This study investigates the synthesis and characterization new peripherally (β) tetra-substituted 4-(2-mercaptoquinoline phthalocyaninato) Co(II) (CoPcSHQn, 3), and 4-(2-phenoxy-4-trifluoromethylpyridine phthalocyaninato) Co(II) (CoPcOHPy, 4). These complexes were characterized by elemental analysis, IR, mass and electronic spectroscopies and electrochemical methods. Both complexes show well resolved redox peaks attributed to both ring and metal based processes. Spectroelectrochemistry was used to confirm the assignments of the redox processes. For CoPcSHQn (3): CoIPc−2/CoIPc−3 (E1/2 = −1.25 V, I), CoIIPc−2/CoIPc−2 (E1/2 = −0.57 V, II), CoIIIPc−2/CoIIPc−2 (E1/2 = +0.45 V, IV) and an irreversible process at Ep = +1.05 V vs Ag|AgCl for CoIIIPc−1/CoIIIPc−2 (V). Redox couple III at E1/2 = −0.15 V was ascribed to aggregation. In the case of CoPcOHPy (4): CoIPc−2/CoIPc−3 (E1/2 = −1.13 V, I), CoIIPc−2/CoIPc−2 (E1/2 = −0.45 V, II), CoIIIPc−2/CoIIPc−2 at E1/2 = +0.21 V (IV), and CoIIIPc−1/CoIIIPc−2 (E1/2 = +1.01 V vs Ag|AgCl, V). Again III is associated with the aggregated species. Both complexes were electrodeposited on a glassy carbon electrode (GCE). For complex 3 self-assembled monolayers was also formed. The modified (CoPc-GCE) electrodes electrocatalytically detected L-cysteine at Ep = 0.62 V (3-GCE) and 0.59 V (4-GCE) vs Ag|AgCl.
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- Date Issued: 2011
Synthesis, photophysical and photochemical properties of novel soluble tetra [4-(thiophen-3yl)-phenoxy] phthalocyaninato zinc (II) and Ti (IV) O complexes
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263318 , vital:53617 , xlink:href="https://doi.org/10.1016/j.ica.2009.07.015"
- Description: The synthesis, photophysical and photochemical properties of zinc and oxo-titanium phthalocyanine derivatives 4-(tetra[4-(thiophen-3yl)-phenoxy]phthalocyaninato)zinc(II), (2); and 4-(tetra[4-(thiophen-3yl)-phenoxy]phthalocyaninato)oxo-titanium(IV), (3), are described for the first time. These peripherally substituted complexes (2 and 3) have been synthesized and characterized by elemental analysis, IR, 1H NMR and electronic spectroscopy. The compounds (2 and 3) have good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene and are not aggregated within a wide concentration range. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO, DMF and THF. Compound 2 has higher fluorescence quantum yields, triplet quantum yields and triplet life times than 3, however, the former has lower singlet oxygen quantum yields and photodegradation quantum yields than the latter.
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- Date Issued: 2009
Synthesis, photophysics and photochemistry of novel tetra (quinoxalinyl) phthalocyaninato zinc (II) complexes
- Authors: Erdoğmuş, Ali , Ogunsipe, Abimbola , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263441 , vital:53628 , xlink:href="https://doi.org/10.1016/j.jphotochem.2009.04.007"
- Description: The syntheses and spectral, photophysical and photochemical properties of some zinc phthalocyanine derivatives – {2, (3)-tetra(quinoxalinyl)phthalocyaninato zinc(II), (β-ZnPc) and 1, (4)-tetra(quinoxalinyl)phthalocyaninato zinc(II), (α-ZnPc)} – are presented. The β-substituted complex is more fluorescent and exhibits lower tendencies to undergo intersystem crossing than its α-substituted counterpart, as judged by the former's higher fluorescence quantum yield (ΦF) and lower triplet quantum yield (ΦT) than the latter's in three solvents (DMSO, DMF and toluene). Singlet oxygen quantum yield (ΦΔ) values show the same trends as ΦT values. The differences in the spectral and photophysical properties of α-ZnPc and β-ZnPc are partly attributed to greater molecular distortions in the former. Studies of the interaction of the triplet states of α-ZnPc and β-ZnPc with triplet oxygen showed that α-ZnPc is more vulnerable to oxygen quenching than β-ZnPc. Also, the smallest quenching rate constants were observed in DMSO, which is attributed to the higher viscosity of DMSO than DMF and toluene.
- Full Text:
- Date Issued: 2009
The synthesis and photophysicochemical behaviour of novel water-soluble cationic indium (III) phthalocyanine
- Authors: Durmus, Mahmut , Erdoğmuş, Ali , Ogunsipe, Abimbola , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263419 , vital:53626 , xlink:href="https://doi.org/10.1016/j.dyepig.2009.01.008"
- Description: The syntheses and characterization of 2,3-octakis-(3-pyridyloxyphthalocyaninato) indium(III) and quaternized 2,3-octakis-(3-pyridyloxyphthalocyaninato) indium(III) are described. The ground state electronic absorption spectra, photophysics and photochemistry of both dyes in DMSO as well as that of the quaternized compound in aqueous solution are also presented. A comparison of the photophysical and photochemical parameters of the two dyes revealed that quaternized 2,3-octakis-(3-pyridyloxyphthalocyaninato) indium(III) was a better photosensitizer than its unquaternized counterpart. The quantum yield values of fluorescence (ΦF), triplet state formation (ΦT) and singlet oxygen formation (ΦΔ) for the cationic dye were found to be 0.03, 0.68 and 0.66 respectively in DMSO; these values were higher than those for 2,3-octakis-(3-pyridyloxyphthalocyaninato) indium(III), which exhibited values of 0.02, 0.66 and 0.63, respectively in DMSO. The values for the cationic dye in aq. solution were 0.02, 0.59 and 0.56 respectively, suggesting that the water-soluble quaternized 2,3-octakis-(3-pyridyloxyphthalocyaninato) indium(III) offers potential as a photosensitizer in photodynamic therapy treatment.
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- Date Issued: 2009