Effects of the number of ring substituents of cobalt carboxyphthalocyanines on the electrocatalytic detection of nitrite, cysteine and melatonin
- Matemadombo, Fungisai, Sehlotho, Nthapo, Nyokong, Tebello
- Authors: Matemadombo, Fungisai , Sehlotho, Nthapo , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263408 , vital:53625 , xlink:href="https://doi.org/10.1142/S108842460900125X"
- Description: Cobalt phthalocyanine (CoPc), cobalt tetracarboxy phthalocyanine (CoTCPc) and cobalt octacarboxy phthalocyanine (CoOCPc), adsorbed onto glassy carbon electrodes, have been used for the electrocatalytic detection of nitrite, L-cysteine and melatonin. The modified electrodes electrocatalytically detected nitrite around 800 mV vs.Ag|AgCl, a value less positive compared to that of an unmodified glassy carbon electrode (at 950 mV vs.Ag|AgCl) and also gave detection limits in the 10-7 M range for nitrite detection. L-cysteine was detected by the modified electrodes at potentials between 0.50 to 0.65 V vs.Ag|AgCl, with L-cysteine detection limits also in the 10-7 M range. The detection limits for melatonin ranged from 10-7 to 10-6 M. CoPc-modified electrodes displayed good separation of interferents (tryptophan and ascorbic acid) in the presence of melatonin. Analyses of commercial melatonin tablets using modified electrodes gave excellent agreement with manufacturer's value for all modified electrodes of this work.
- Full Text:
- Date Issued: 2009
- Authors: Matemadombo, Fungisai , Sehlotho, Nthapo , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263408 , vital:53625 , xlink:href="https://doi.org/10.1142/S108842460900125X"
- Description: Cobalt phthalocyanine (CoPc), cobalt tetracarboxy phthalocyanine (CoTCPc) and cobalt octacarboxy phthalocyanine (CoOCPc), adsorbed onto glassy carbon electrodes, have been used for the electrocatalytic detection of nitrite, L-cysteine and melatonin. The modified electrodes electrocatalytically detected nitrite around 800 mV vs.Ag|AgCl, a value less positive compared to that of an unmodified glassy carbon electrode (at 950 mV vs.Ag|AgCl) and also gave detection limits in the 10-7 M range for nitrite detection. L-cysteine was detected by the modified electrodes at potentials between 0.50 to 0.65 V vs.Ag|AgCl, with L-cysteine detection limits also in the 10-7 M range. The detection limits for melatonin ranged from 10-7 to 10-6 M. CoPc-modified electrodes displayed good separation of interferents (tryptophan and ascorbic acid) in the presence of melatonin. Analyses of commercial melatonin tablets using modified electrodes gave excellent agreement with manufacturer's value for all modified electrodes of this work.
- Full Text:
- Date Issued: 2009
Synthesis and photophysical behavior of axially substituted phthalocyanine, tetrabenzotriazaporphyrin, and triazatetrabenzcorrole phosphorous complexes
- Antunes, Edith M, Nyokong, Tebello
- Authors: Antunes, Edith M , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/264518 , vital:53741 , xlink:href="https://doi.org/10.1142/S1088424609000048"
- Description: The synthesis of phosphorous phthalocyanines, triazatetrabenzcorroles, and tetrabenzotriazaporphyrins with a variety of axial ligands is reported. The new complexes are: phosphorous dihydroxy tetrabenzotriazaporphyrin (5, PV(OH)2TBTAP), diphenyl phosphorous phthalocyanine (6, [PV(Ph)2Pc](OH)), diphenyl phosphorous triazatetrabenzcorrole (7, PV(Ph)2TBC), and dioctyl phosphorous triazatetrabenzcorrole (8, PV(C8H17)2TBC). The complexes are not aggregated in dimethylsulfoxide (DMSO) and pyridine. Upon axial coordination of a phenyl or octyl group, the complexes are soluble (and not aggregated) in dichloromethane (DCM) and tetrahydrofuran (THF). The triplet lifetimes range from 395 to 546 μs (for complexes 5 to 8), with the P(Ph)2TBC (7) complex showing the longest triplet lifetime (546 μs), while the smallest triplet quantum yield (ΦT = 0.27) was obtained for the [P(Ph)2Pc](OH) (6) complex. [P(OH)2Pc](OH) (3) showed the shortest triplet lifetime (113 μs) and the largest triplet quantum yield (ΦT = 0.52).
- Full Text:
- Date Issued: 2009
- Authors: Antunes, Edith M , Nyokong, Tebello
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/264518 , vital:53741 , xlink:href="https://doi.org/10.1142/S1088424609000048"
- Description: The synthesis of phosphorous phthalocyanines, triazatetrabenzcorroles, and tetrabenzotriazaporphyrins with a variety of axial ligands is reported. The new complexes are: phosphorous dihydroxy tetrabenzotriazaporphyrin (5, PV(OH)2TBTAP), diphenyl phosphorous phthalocyanine (6, [PV(Ph)2Pc](OH)), diphenyl phosphorous triazatetrabenzcorrole (7, PV(Ph)2TBC), and dioctyl phosphorous triazatetrabenzcorrole (8, PV(C8H17)2TBC). The complexes are not aggregated in dimethylsulfoxide (DMSO) and pyridine. Upon axial coordination of a phenyl or octyl group, the complexes are soluble (and not aggregated) in dichloromethane (DCM) and tetrahydrofuran (THF). The triplet lifetimes range from 395 to 546 μs (for complexes 5 to 8), with the P(Ph)2TBC (7) complex showing the longest triplet lifetime (546 μs), while the smallest triplet quantum yield (ΦT = 0.27) was obtained for the [P(Ph)2Pc](OH) (6) complex. [P(OH)2Pc](OH) (3) showed the shortest triplet lifetime (113 μs) and the largest triplet quantum yield (ΦT = 0.52).
- Full Text:
- Date Issued: 2009
Water-soluble phthalocyanines mediated photodynamic effect on mesothelioma cells
- Saydan, Nil, Durmus, Mahmut, Dizge, Meltem G, Yaman, Hanif, Gürek, Ayşe G, Antunes, Edith M, Nyokong, Tebello, Ahsen, Vefa
- Authors: Saydan, Nil , Durmus, Mahmut , Dizge, Meltem G , Yaman, Hanif , Gürek, Ayşe G , Antunes, Edith M , Nyokong, Tebello , Ahsen, Vefa
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263480 , vital:53631 , xlink:href="https://doi.org/10.1142/S1088424609000863"
- Description: The new peripherally 2-mercaptopyridine tetrasubstituted zinc phthalocyanine (2) and its quaternized derivative (3) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy, electronic spectroscopy and mass spectra. The quaternized compound (3) shows excellent solubility in water, which makes it a potential photosensitizer for use in photodynamic therapy (PDT) of cancer. Fluorescence and singlet oxygen quantum yield measurements were conducted on 2-mercaptopyridine appended zinc phthalocyanines in dimethylsulphoxide (DMSO) for both the non-ionic (2) and quaternized (3) derivatives, and in aqueous media for the water-soluble complex 3. General trends are described for fluorescence and singlet oxygen quantum yields of these compounds. In this study, the cells were incubated with a novel water-soluble zinc phthalocyanine derivative (3) and thereafter the cells were illuminated using broad-band incoherent light source of various energy levels. Cytotoxicity of PDT on two pleural malign mesothelioma cell lines was determined by colorimetric proliferation assay. In addition, after PDT treatment, determination of activity matrix metalloproteinases (MMPs) were evaluated using gelatine zymography.
- Full Text:
- Date Issued: 2009
- Authors: Saydan, Nil , Durmus, Mahmut , Dizge, Meltem G , Yaman, Hanif , Gürek, Ayşe G , Antunes, Edith M , Nyokong, Tebello , Ahsen, Vefa
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263480 , vital:53631 , xlink:href="https://doi.org/10.1142/S1088424609000863"
- Description: The new peripherally 2-mercaptopyridine tetrasubstituted zinc phthalocyanine (2) and its quaternized derivative (3) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy, electronic spectroscopy and mass spectra. The quaternized compound (3) shows excellent solubility in water, which makes it a potential photosensitizer for use in photodynamic therapy (PDT) of cancer. Fluorescence and singlet oxygen quantum yield measurements were conducted on 2-mercaptopyridine appended zinc phthalocyanines in dimethylsulphoxide (DMSO) for both the non-ionic (2) and quaternized (3) derivatives, and in aqueous media for the water-soluble complex 3. General trends are described for fluorescence and singlet oxygen quantum yields of these compounds. In this study, the cells were incubated with a novel water-soluble zinc phthalocyanine derivative (3) and thereafter the cells were illuminated using broad-band incoherent light source of various energy levels. Cytotoxicity of PDT on two pleural malign mesothelioma cell lines was determined by colorimetric proliferation assay. In addition, after PDT treatment, determination of activity matrix metalloproteinases (MMPs) were evaluated using gelatine zymography.
- Full Text:
- Date Issued: 2009
Electrocatalytic and photosensitizing behavior of metallophthalocyanine complexes
- Authors: Nyokong, Tebello
- Date: 2008
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/265908 , vital:53899 , xlink:href="https://doi.org/10.1142/S1088424608000388"
- Description: Electrocatalytic or photosensitizing (photocatalytic) properties of metallophthalocyanine (MPc) complexes are dependent on the central metal. Electrocatalytic behavior is observed for electroactive central metals such as Co, Mn and Fe, whereas photosensitizing behavior is observed for diamagnetic metals such as Al, Zn and Si. In the presence of nanoparticles such as quantum dots, the photosensitizing behavior of MPc complexes is improved. Carbon nanotubes enhance the electrocatalytic behavior of MPc complexes.
- Full Text:
- Date Issued: 2008
- Authors: Nyokong, Tebello
- Date: 2008
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/265908 , vital:53899 , xlink:href="https://doi.org/10.1142/S1088424608000388"
- Description: Electrocatalytic or photosensitizing (photocatalytic) properties of metallophthalocyanine (MPc) complexes are dependent on the central metal. Electrocatalytic behavior is observed for electroactive central metals such as Co, Mn and Fe, whereas photosensitizing behavior is observed for diamagnetic metals such as Al, Zn and Si. In the presence of nanoparticles such as quantum dots, the photosensitizing behavior of MPc complexes is improved. Carbon nanotubes enhance the electrocatalytic behavior of MPc complexes.
- Full Text:
- Date Issued: 2008
Photophysical, photochemical and bovine serum albumin binding studies on water-soluble gallium (III) phthalocyanine derivatives
- Ogunsipe, Abimbola, Nyokong, Tebello, Durmus, Mahmut
- Authors: Ogunsipe, Abimbola , Nyokong, Tebello , Durmus, Mahmut
- Date: 2007
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/271239 , vital:54524 , xlink:href="https://doi.org/10.1142/S1088424607000746"
- Description: Spectral, photophysical, photochemical and bovine serum albumin binding studies on some gallium(III) derivatives - {1,(4)-(tetrapyridyloxyphthalocyaninato)gallium(III), (αGaPc); 2,(3)-(tetrapyridyloxyphthalocyaninato)gallium(III), (βGaPc); and their quaternized derivatives: QαGaPc and QβGaPc)} are hereby presented. β-Substituted complexes are more fluorescent, but show lower tendencies to undergo intersystem crossing than the α-substituted, as judged by their fluorescence and triplet quantum yield values. The quaternized derivatives (QGaPc) are water-soluble and non-aggregated, which makes them potential photosensitizers of choice for photodynamic therapy applications; these amphiphilic compounds also bind strongly to bovine serum albumin in 1:1 stoichiometries, and with binding constants (Kb) in the order of 106 M−1.
- Full Text:
- Date Issued: 2007
- Authors: Ogunsipe, Abimbola , Nyokong, Tebello , Durmus, Mahmut
- Date: 2007
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/271239 , vital:54524 , xlink:href="https://doi.org/10.1142/S1088424607000746"
- Description: Spectral, photophysical, photochemical and bovine serum albumin binding studies on some gallium(III) derivatives - {1,(4)-(tetrapyridyloxyphthalocyaninato)gallium(III), (αGaPc); 2,(3)-(tetrapyridyloxyphthalocyaninato)gallium(III), (βGaPc); and their quaternized derivatives: QαGaPc and QβGaPc)} are hereby presented. β-Substituted complexes are more fluorescent, but show lower tendencies to undergo intersystem crossing than the α-substituted, as judged by their fluorescence and triplet quantum yield values. The quaternized derivatives (QGaPc) are water-soluble and non-aggregated, which makes them potential photosensitizers of choice for photodynamic therapy applications; these amphiphilic compounds also bind strongly to bovine serum albumin in 1:1 stoichiometries, and with binding constants (Kb) in the order of 106 M−1.
- Full Text:
- Date Issued: 2007
Self-assembled monolayers and electropolymerized thin films of phthalocyanines as molecular materials for electroanalysis
- Nyokong, Tebello, Bedioui, Fethi
- Authors: Nyokong, Tebello , Bedioui, Fethi
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283826 , vital:55994 , xlink:href="https://doi.org/10.1142/S1088424606000454"
- Description: In this review, we report on the newly developed area of research devoted to the formation of self-assembled monolayers of metallophthalocyanines by focusing on some significant examples dedicated to electroanalytical applications. We also summarize recent examples on the use of electropolymerized metallophthalocyanine films in electroanalysis. In both cases, activation and detection of thiols are the main targeted applications.
- Full Text:
- Date Issued: 2006
- Authors: Nyokong, Tebello , Bedioui, Fethi
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283826 , vital:55994 , xlink:href="https://doi.org/10.1142/S1088424606000454"
- Description: In this review, we report on the newly developed area of research devoted to the formation of self-assembled monolayers of metallophthalocyanines by focusing on some significant examples dedicated to electroanalytical applications. We also summarize recent examples on the use of electropolymerized metallophthalocyanine films in electroanalysis. In both cases, activation and detection of thiols are the main targeted applications.
- Full Text:
- Date Issued: 2006
Self-assembled monolayers and electropolymerized thin films of phthalocyanines as molecular materials for electroanalysis
- Nyokong, Tebello, Bedioui, Fethi
- Authors: Nyokong, Tebello , Bedioui, Fethi
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283851 , vital:55996 , xlink:href="https://doi.org/10.1142/S1088424606000454"
- Description: In this review, we report on the newly developed area of research devoted to the formation of self-assembled monolayers of metallophthalocyanines by focusing on some significant examples dedicated to electroanalytical applications. We also summarize recent examples on the use of electropolymerized metallophthalocyanine films in electroanalysis. In both cases, activation and detection of thiols are the main targeted applications.
- Full Text:
- Date Issued: 2006
- Authors: Nyokong, Tebello , Bedioui, Fethi
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283851 , vital:55996 , xlink:href="https://doi.org/10.1142/S1088424606000454"
- Description: In this review, we report on the newly developed area of research devoted to the formation of self-assembled monolayers of metallophthalocyanines by focusing on some significant examples dedicated to electroanalytical applications. We also summarize recent examples on the use of electropolymerized metallophthalocyanine films in electroanalysis. In both cases, activation and detection of thiols are the main targeted applications.
- Full Text:
- Date Issued: 2006
Synthesis and photophysical properties of octa-substituted phthalocyaninato oxotitanium (IV) derivatives
- Tau, Prudence, Nyokong, Tebello
- Authors: Tau, Prudence , Nyokong, Tebello
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283881 , vital:55999 , xlink:href="https://doi.org/10.1142/S1088424606000399"
- Description: The synthesis, spectral and photophysical properties including fluorescence quenching of the following octa-substituted oxotitanium phthalocyanines are reported: 2,3,9,10,16,17,23,24-octaphenoxyphthalocyaninato titanium(IV) oxide, 2,3,9,10,16,17,23,24-[octakis(4-t-butylphenoxyphthalocyaninato)]titanium(IV) oxide, 2,3,9,10,16,17,23,24-{octakis[(4-benzyloxy)phenoxy]phthalocyaninato}titanium(IV) oxide and 2,3,9,10,16,17,23,24-octaphenylthiophthalocyaninato titanium(IV) oxide. The complexes are characterized by 1H NMR, IR and UV-vis spectroscopies. Their photophysical properties are presented where moderate fluorescence quantum yields (0.14-0.19) and lifetimes were determined. Varied triplet quantum yields were obtained and the triplet lifetimes (40-100 μs) were short.
- Full Text:
- Date Issued: 2006
- Authors: Tau, Prudence , Nyokong, Tebello
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/283881 , vital:55999 , xlink:href="https://doi.org/10.1142/S1088424606000399"
- Description: The synthesis, spectral and photophysical properties including fluorescence quenching of the following octa-substituted oxotitanium phthalocyanines are reported: 2,3,9,10,16,17,23,24-octaphenoxyphthalocyaninato titanium(IV) oxide, 2,3,9,10,16,17,23,24-[octakis(4-t-butylphenoxyphthalocyaninato)]titanium(IV) oxide, 2,3,9,10,16,17,23,24-{octakis[(4-benzyloxy)phenoxy]phthalocyaninato}titanium(IV) oxide and 2,3,9,10,16,17,23,24-octaphenylthiophthalocyaninato titanium(IV) oxide. The complexes are characterized by 1H NMR, IR and UV-vis spectroscopies. Their photophysical properties are presented where moderate fluorescence quantum yields (0.14-0.19) and lifetimes were determined. Varied triplet quantum yields were obtained and the triplet lifetimes (40-100 μs) were short.
- Full Text:
- Date Issued: 2006
Unique electrochemical behavior of tantalum (V) phthalocyanine
- Tau, Prudence, Nyokong, Tebello
- Authors: Tau, Prudence , Nyokong, Tebello
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286139 , vital:56243 , xlink:href="https://doi.org/10.1142/S1088424606000090"
- Description: The electrochemical and spectroscopic behavior of tantalum(V) phthalocyanine are presented. The NMR spectra is consistent with the lack of symmetry of the complex. Cyclic (CV) and square wave (SWV) voltammetries, and spectroelectrochemistry, were employed in the study of the complex. Two one-electron reductions and a simultaneous 4-electron reduction were observed. Reduction occurs first at the metal to form a Ta(IV) species, followed by ring based processes.
- Full Text:
- Date Issued: 2006
- Authors: Tau, Prudence , Nyokong, Tebello
- Date: 2006
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286139 , vital:56243 , xlink:href="https://doi.org/10.1142/S1088424606000090"
- Description: The electrochemical and spectroscopic behavior of tantalum(V) phthalocyanine are presented. The NMR spectra is consistent with the lack of symmetry of the complex. Cyclic (CV) and square wave (SWV) voltammetries, and spectroelectrochemistry, were employed in the study of the complex. Two one-electron reductions and a simultaneous 4-electron reduction were observed. Reduction occurs first at the metal to form a Ta(IV) species, followed by ring based processes.
- Full Text:
- Date Issued: 2006
Effects of central metal on the photophysical and photochemical properties of non-transition metal sulfophthalocyanine
- Ogunsipe, Abimbola, Nyokong, Tebello
- Authors: Ogunsipe, Abimbola , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289337 , vital:56623 , xlink:href="https://doi.org/10.1142/S1088424605000186"
- Description: The photophysical and photochemical properties and quenching (by 1,4-benzoquinone) of metallophthalocyanine sulfonates of aluminium (AlPcSmix), zinc (ZnPcSmix), silicon (SiPcSmix), germanium (GePcSmix) and tin (SnPcSmix) are presented. The quantum yield values of fluorescence (ΦF), triplet state (ΦT), singlet oxygen (ΦΔ) and photodegradation (Φd) were determined and the observed trends in their variation among the complexes discussed in terms of aggregation and the heavy atom effect. 1,4-benzoquinone effectively quenched the fluorescence of the complexes. Quenching analyses gave positive deviations from Stern-Volmer behavior, suggesting the existence of static quenching in addition to dynamic quenching. The static and dynamic components of the quenching were separated using a modified Stern-Volmer equation and the “sphere of action quenching model”. The quenching constant was found to be a function of the radius of the central metal ion.
- Full Text:
- Date Issued: 2005
- Authors: Ogunsipe, Abimbola , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289337 , vital:56623 , xlink:href="https://doi.org/10.1142/S1088424605000186"
- Description: The photophysical and photochemical properties and quenching (by 1,4-benzoquinone) of metallophthalocyanine sulfonates of aluminium (AlPcSmix), zinc (ZnPcSmix), silicon (SiPcSmix), germanium (GePcSmix) and tin (SnPcSmix) are presented. The quantum yield values of fluorescence (ΦF), triplet state (ΦT), singlet oxygen (ΦΔ) and photodegradation (Φd) were determined and the observed trends in their variation among the complexes discussed in terms of aggregation and the heavy atom effect. 1,4-benzoquinone effectively quenched the fluorescence of the complexes. Quenching analyses gave positive deviations from Stern-Volmer behavior, suggesting the existence of static quenching in addition to dynamic quenching. The static and dynamic components of the quenching were separated using a modified Stern-Volmer equation and the “sphere of action quenching model”. The quenching constant was found to be a function of the radius of the central metal ion.
- Full Text:
- Date Issued: 2005
Photochemical and photophysical properties of pentoxy-and naphthaloxy appended magnesium and zinc phthalocyanines
- Maqanda, Wesiwe, Nyokong, Tebello, Maree, David M
- Authors: Maqanda, Wesiwe , Nyokong, Tebello , Maree, David M
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289260 , vital:56613 , xlink:href="https://doi.org/10.1142/S1088424605000435"
- Description: Photochemical and photophysical measurements were conducted on pentoxy and naphthaloxy appended zinc and magnesium phthalocyanines. We describe in this paper the synthesis as well as unexpected photodegradation behavior of naphthaloxy appended magnesium phthalocyanines. General trends are described for quantum yields of photodegradation, triplet lifetimes and triplet quantum yields as well as singlet oxygen quantum yields of these compounds.
- Full Text:
- Date Issued: 2005
- Authors: Maqanda, Wesiwe , Nyokong, Tebello , Maree, David M
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289260 , vital:56613 , xlink:href="https://doi.org/10.1142/S1088424605000435"
- Description: Photochemical and photophysical measurements were conducted on pentoxy and naphthaloxy appended zinc and magnesium phthalocyanines. We describe in this paper the synthesis as well as unexpected photodegradation behavior of naphthaloxy appended magnesium phthalocyanines. General trends are described for quantum yields of photodegradation, triplet lifetimes and triplet quantum yields as well as singlet oxygen quantum yields of these compounds.
- Full Text:
- Date Issued: 2005
Photophysical properties of a water-soluble adjacently substituted bisnaphthalophthalocyanine
- Seotsanyana-Mokhosi, Itumeleng, Nyokong, Tebello
- Authors: Seotsanyana-Mokhosi, Itumeleng , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286091 , vital:56237 , xlink:href="https://doi.org/10.1142/S1088424605000599"
- Description: Spectral properties of a water soluble metal free tetracarboxyphenoxy bisnaphthalo-phthalocyanine (3) were studied in water and organic solvents. It was found that in protic solvents, complex 3 was highly aggregated. The surfactant, Triton X100, and bovineserum albumin (BSA) do not effect disaggregation while cetyl trimethylammonium chloride (CTAC) caused the molecule to disaggregate. The fluorescence quantum yields were higher in the presence of CTAC. Studying the interaction of BSA with complex 3 using fluorometry revealed that BSA is highly quenched by the latter. A 1:1 stoichiometric binding ratio between BSA and the Pc was found. Triplet quantum yields in water containing CTAC were higher than in organic solvents.
- Full Text:
- Date Issued: 2005
- Authors: Seotsanyana-Mokhosi, Itumeleng , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286091 , vital:56237 , xlink:href="https://doi.org/10.1142/S1088424605000599"
- Description: Spectral properties of a water soluble metal free tetracarboxyphenoxy bisnaphthalo-phthalocyanine (3) were studied in water and organic solvents. It was found that in protic solvents, complex 3 was highly aggregated. The surfactant, Triton X100, and bovineserum albumin (BSA) do not effect disaggregation while cetyl trimethylammonium chloride (CTAC) caused the molecule to disaggregate. The fluorescence quantum yields were higher in the presence of CTAC. Studying the interaction of BSA with complex 3 using fluorometry revealed that BSA is highly quenched by the latter. A 1:1 stoichiometric binding ratio between BSA and the Pc was found. Triplet quantum yields in water containing CTAC were higher than in organic solvents.
- Full Text:
- Date Issued: 2005
Synthesis and photophysical properties of a covalently linked porphyrin-phthalocyanine conjugate
- Zhao, Zhixin, Ogunsipe, Abimbola O, Maree, M David, Nyokong, Tebello
- Authors: Zhao, Zhixin , Ogunsipe, Abimbola O , Maree, M David , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/300358 , vital:57922 , xlink:href="https://doi.org/10.1142/S1088424605000253"
- Description: The synthesis of a phthalocyanine-porphyrin heteropentamer (zinc(II) tetra(5-phenoxy-10,15,20-triphenylporphyrin)) zinc(II) phthalocyanine, (ZnPc-(ZnTPP)4), containing four units of zinc tetraphenylporphyrin linked to a central zinc phthalocyanine macrocycle via an ether linkage is reported. The photophysical parameters of the pentamer are reported in toluene and dimethyl sulfoxide (DMSO). The observed differences in the fluorescence behavior of the pentamer in the two solvents is explained in terms of emission from different states; charge transfer state in DMSO and locally excited state in toluene. The rate constants for fluorescence, intersystem crossing, internal conversion, and of charge and energy transfer are reported for the pentamer. Quantum yields for fluorescence, internal conversion, triplet state and of charge and energy transfer are also reported for the pentamer, ZnPc-(ZnTPP)4 and the mixture of ZnPc and ZnTPP. The latter two parameters are higher in the pentamer compared to a mixture containing ZnPc and ZnTPP.
- Full Text:
- Date Issued: 2005
- Authors: Zhao, Zhixin , Ogunsipe, Abimbola O , Maree, M David , Nyokong, Tebello
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/300358 , vital:57922 , xlink:href="https://doi.org/10.1142/S1088424605000253"
- Description: The synthesis of a phthalocyanine-porphyrin heteropentamer (zinc(II) tetra(5-phenoxy-10,15,20-triphenylporphyrin)) zinc(II) phthalocyanine, (ZnPc-(ZnTPP)4), containing four units of zinc tetraphenylporphyrin linked to a central zinc phthalocyanine macrocycle via an ether linkage is reported. The photophysical parameters of the pentamer are reported in toluene and dimethyl sulfoxide (DMSO). The observed differences in the fluorescence behavior of the pentamer in the two solvents is explained in terms of emission from different states; charge transfer state in DMSO and locally excited state in toluene. The rate constants for fluorescence, intersystem crossing, internal conversion, and of charge and energy transfer are reported for the pentamer. Quantum yields for fluorescence, internal conversion, triplet state and of charge and energy transfer are also reported for the pentamer, ZnPc-(ZnTPP)4 and the mixture of ZnPc and ZnTPP. The latter two parameters are higher in the pentamer compared to a mixture containing ZnPc and ZnTPP.
- Full Text:
- Date Issued: 2005
Synthesis and photochemical studies of substituted adjacent binaphthalophthalocyanines
- Seotsanyana-Mokhosi, Itumeleng, Nyokong, Tebello
- Authors: Seotsanyana-Mokhosi, Itumeleng , Nyokong, Tebello
- Date: 2004
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289883 , vital:56689 , xlink:href="https://doi.org/10.1142/S1088424604000568"
- Description: Adjacent phthalocyanines with a binaphthalo backbone and phenoxy substituents were synthesized and their photochemical properties were investigated. The adjacent phthalocyanines are the binaphthalophthalocyanines, with the phenoxy, 4-tert-butylphenoxy and the sulfophenoxy substituents, respectively and bis-binaphthalophthalocyanine which has an extended π conjugation system and larger singlet oxygen quantum yield compared to the other compounds. The presence of the phenoxy substituents as well as the binaphthalo bridge does not cause a marked difference on the fluorescing properties of these complexes when compared to zinc phthalocyanine. The binaphthalo backbone allowed the molecules to photoswitch during photolysis affording them very high photostability.
- Full Text:
- Date Issued: 2004
- Authors: Seotsanyana-Mokhosi, Itumeleng , Nyokong, Tebello
- Date: 2004
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289883 , vital:56689 , xlink:href="https://doi.org/10.1142/S1088424604000568"
- Description: Adjacent phthalocyanines with a binaphthalo backbone and phenoxy substituents were synthesized and their photochemical properties were investigated. The adjacent phthalocyanines are the binaphthalophthalocyanines, with the phenoxy, 4-tert-butylphenoxy and the sulfophenoxy substituents, respectively and bis-binaphthalophthalocyanine which has an extended π conjugation system and larger singlet oxygen quantum yield compared to the other compounds. The presence of the phenoxy substituents as well as the binaphthalo bridge does not cause a marked difference on the fluorescing properties of these complexes when compared to zinc phthalocyanine. The binaphthalo backbone allowed the molecules to photoswitch during photolysis affording them very high photostability.
- Full Text:
- Date Issued: 2004
The renaissance in optical spectroscopy of phthalocyanines and other tetraazaporphyrins
- Nyokong, Tebello, Isago, Hiroaki
- Authors: Nyokong, Tebello , Isago, Hiroaki
- Date: 2004
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289388 , vital:56628 , xlink:href="https://doi.org/10.1142/S1088424604000453"
- Description: Spectral properties of metallophthalocyanines and other tetraazaporphyrins are governed mainly by the Q band which originates from the π-π* transitions within the ring. The position and intensity of the Q band is important in tailoring new phthalocyanine derivatives for particular applications. Aggregation, the nature of the central metal, π conjugation, symmetry of the molecules, and axial, peripheral or non-peripheral substitutions affect the spectra and hence the properties of the phthalocyanine molecule. This review gives a brief outline on how optical spectroscopy provides useful informations on molecular and electronic structures, chemistry and physics of phthalocyanines and other tetraazaporphyrins.
- Full Text:
- Date Issued: 2004
- Authors: Nyokong, Tebello , Isago, Hiroaki
- Date: 2004
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289388 , vital:56628 , xlink:href="https://doi.org/10.1142/S1088424604000453"
- Description: Spectral properties of metallophthalocyanines and other tetraazaporphyrins are governed mainly by the Q band which originates from the π-π* transitions within the ring. The position and intensity of the Q band is important in tailoring new phthalocyanine derivatives for particular applications. Aggregation, the nature of the central metal, π conjugation, symmetry of the molecules, and axial, peripheral or non-peripheral substitutions affect the spectra and hence the properties of the phthalocyanine molecule. This review gives a brief outline on how optical spectroscopy provides useful informations on molecular and electronic structures, chemistry and physics of phthalocyanines and other tetraazaporphyrins.
- Full Text:
- Date Issued: 2004
Influence of cyclodextrins on the fluorescence, photostability and singlet oxygen quantum yields of zinc phthalocyanine and naphthalocyanine complexes
- Tau, Prudence, Ogunsipe, Abimbola O, Maree, Suzanne, Maree, M David, Nyokong, Tebello
- Authors: Tau, Prudence , Ogunsipe, Abimbola O , Maree, Suzanne , Maree, M David , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304775 , vital:58488 , xlink:href="https://doi.org/10.1142/S1088424603000562"
- Description: The effects of formation of cyclodextrin inclusion complexes on the photochemical and photophysical properties of zinc phthalocyanine (ZnPc) and various peripherally substituted zinc phthalocyanines as well as zinc naphthalocyanine (ZnNPc) are investigated. The cyclodextrins employed were the hydroxypropyl-γ-cyclodextrin and unsubstituted β-cyclodextrin. Job's plots were employed to confirm the stoichiometry of the inclusion complexes and showed 2:1 and 4:1 (cyclodextrin:phthalocyanine) inclusion behavior. The phthalocyanine inclusion complexes showed larger singlet oxygen quantum yield (ϕΔ) values when compared to the free phthalocyanines before inclusion, for complexes 1 (zinc naphthalocyanine), 2 (zinc tetranitrophthalocyanine) and 4 (zinc tetra-tert-butylphenoxyphthalocyanine). The fluorescence quantum yields generally remained unchanged following inclusion.
- Full Text:
- Date Issued: 2003
- Authors: Tau, Prudence , Ogunsipe, Abimbola O , Maree, Suzanne , Maree, M David , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304775 , vital:58488 , xlink:href="https://doi.org/10.1142/S1088424603000562"
- Description: The effects of formation of cyclodextrin inclusion complexes on the photochemical and photophysical properties of zinc phthalocyanine (ZnPc) and various peripherally substituted zinc phthalocyanines as well as zinc naphthalocyanine (ZnNPc) are investigated. The cyclodextrins employed were the hydroxypropyl-γ-cyclodextrin and unsubstituted β-cyclodextrin. Job's plots were employed to confirm the stoichiometry of the inclusion complexes and showed 2:1 and 4:1 (cyclodextrin:phthalocyanine) inclusion behavior. The phthalocyanine inclusion complexes showed larger singlet oxygen quantum yield (ϕΔ) values when compared to the free phthalocyanines before inclusion, for complexes 1 (zinc naphthalocyanine), 2 (zinc tetranitrophthalocyanine) and 4 (zinc tetra-tert-butylphenoxyphthalocyanine). The fluorescence quantum yields generally remained unchanged following inclusion.
- Full Text:
- Date Issued: 2003
Photochemical studies of binuclear phenoxysubstituted phthalocyanines containing catecholate bridges
- Seotsanyana-Mokhosi, Itumeleng, Maree, Suzanne, Maree, M David, Nyokong, Tebello
- Authors: Seotsanyana-Mokhosi, Itumeleng , Maree, Suzanne , Maree, M David , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304808 , vital:58492 , xlink:href="https://doi.org/10.1142/S1088424603000239"
- Description: Binuclear ZnPc complexes covalently bridged by catechol units have been synthesized and their absorption and photochemical properties examined. The complexes studied are 1,2-bis-2',9',16',23'-triphenoxyphthalocyaninatozinc benzene (6a), 1,2-bis-2'-9',16',23'-tri-4-carboxyphe-noxyphthalocyaninatozinc benzene (6b), 1,2-bis-2',9',16',23'-tri-4-nitrophenoxyphthalocyaninato- zinc benzene (6c) and 1,2-bis-2'-9',16',23'-tri-4-tert-butylphenoxyphthalocyaninatozinc benzene (6d). Larger intramolecular coupling was observed for 6b and 6c, containing the carboxyphenoxy and nitrophenoxy substituents, respectively, than for 6a and 6d. A single Q band peak was observed for the fluorescence spectra of 6b and 6c, whereas, 6a and 6d showed a split Q band. The absence of the high energy fluorescence peaks corresponding to absorbance peaks in the 640 nm region, suggests that the intramolecular coupling is broken by excitation for complexes 6b and 6c.
- Full Text:
- Date Issued: 2003
Photochemical studies of binuclear phenoxysubstituted phthalocyanines containing catecholate bridges
- Authors: Seotsanyana-Mokhosi, Itumeleng , Maree, Suzanne , Maree, M David , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304808 , vital:58492 , xlink:href="https://doi.org/10.1142/S1088424603000239"
- Description: Binuclear ZnPc complexes covalently bridged by catechol units have been synthesized and their absorption and photochemical properties examined. The complexes studied are 1,2-bis-2',9',16',23'-triphenoxyphthalocyaninatozinc benzene (6a), 1,2-bis-2'-9',16',23'-tri-4-carboxyphe-noxyphthalocyaninatozinc benzene (6b), 1,2-bis-2',9',16',23'-tri-4-nitrophenoxyphthalocyaninato- zinc benzene (6c) and 1,2-bis-2'-9',16',23'-tri-4-tert-butylphenoxyphthalocyaninatozinc benzene (6d). Larger intramolecular coupling was observed for 6b and 6c, containing the carboxyphenoxy and nitrophenoxy substituents, respectively, than for 6a and 6d. A single Q band peak was observed for the fluorescence spectra of 6b and 6c, whereas, 6a and 6d showed a split Q band. The absence of the high energy fluorescence peaks corresponding to absorbance peaks in the 640 nm region, suggests that the intramolecular coupling is broken by excitation for complexes 6b and 6c.
- Full Text:
- Date Issued: 2003
Synthesis, spectral and electrochemical properties of a new family of pyrrole substituted cobalt, iron, manganese, nickel and zinc phthalocyanine complexes
- Obirai, Joe, Rodrigues, Nazaré Pereira, Bedioui, Fethi, Nyokong, Tebello
- Authors: Obirai, Joe , Rodrigues, Nazaré Pereira , Bedioui, Fethi , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304852 , vital:58496 , xlink:href="https://0-doi.org.wam.seals.ac.za/10.1142/S1088424603000641"
- Description: A new family of pyrrole substituted metallophthalocyanine complexes, namely cobalt(II), iron(II), manganese(III), nickel(II) and zinc(II) tetrakis-4-(pyrrol-1-yl)phenoxy phthalocyanines (noted as M(TPhPyrPc), where M is the metallic cation) have been synthesized and fully characterized. In particular, the UV-visible spectra of the iron and nickel complexes showed extensive aggregation even at low concentrations. The cyclic voltammetry of the cobalt, iron and manganese complexes showed three to four redox couples assigned to metal and ring based processes. Spectroelectrochemistry of the manganese derivative confirmed that the synthesized complex is MnIII(TPhPyrPc-2) and that the reduction of MnII(TPhPyrPc-2) to be centred on the ring and rather than on the metal, forming the MnII(TPhPyrPc-4) species. Also, the electrochemical polymerization of these newly synthesized pyrrole-substituted phthalocyanines has been demonstrated in the case of the cobalt complex and the electrocatalytic activity of the obtained film has been tested towards the oxidation of L-cysteine.
- Full Text:
- Date Issued: 2003
- Authors: Obirai, Joe , Rodrigues, Nazaré Pereira , Bedioui, Fethi , Nyokong, Tebello
- Date: 2003
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304852 , vital:58496 , xlink:href="https://0-doi.org.wam.seals.ac.za/10.1142/S1088424603000641"
- Description: A new family of pyrrole substituted metallophthalocyanine complexes, namely cobalt(II), iron(II), manganese(III), nickel(II) and zinc(II) tetrakis-4-(pyrrol-1-yl)phenoxy phthalocyanines (noted as M(TPhPyrPc), where M is the metallic cation) have been synthesized and fully characterized. In particular, the UV-visible spectra of the iron and nickel complexes showed extensive aggregation even at low concentrations. The cyclic voltammetry of the cobalt, iron and manganese complexes showed three to four redox couples assigned to metal and ring based processes. Spectroelectrochemistry of the manganese derivative confirmed that the synthesized complex is MnIII(TPhPyrPc-2) and that the reduction of MnII(TPhPyrPc-2) to be centred on the ring and rather than on the metal, forming the MnII(TPhPyrPc-4) species. Also, the electrochemical polymerization of these newly synthesized pyrrole-substituted phthalocyanines has been demonstrated in the case of the cobalt complex and the electrocatalytic activity of the obtained film has been tested towards the oxidation of L-cysteine.
- Full Text:
- Date Issued: 2003
Cyclic voltammetric studies of octabutylthiophthalo-cyaninato-cobalt (II) and its self-assembled monolayer (SAM) on gold electrode
- Ozoemena, Kenneth, Westbroek, Philippe, Nyokong, Tebello
- Authors: Ozoemena, Kenneth , Westbroek, Philippe , Nyokong, Tebello
- Date: 2002
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289567 , vital:56650 , xlink:href="https://doi.org/10.1142/S1088424602000130"
- Description: The synthesis of thiol-derivatized cobalt phthalocyanine complex, 2,3,9,10,16,17,23,24-octa (butylthiophthalocyaninatocobalt(II) (CoOBTPc) is described. Cyclic voltammetric data of this complex in DMF showed five quasi-reversible and reversible, diffusion-controlled redox couples, comprising both the phthalocyanine ring and central metal redox processes. The CoOBTPc complex forms a self-assembled monolayer (SAM) on gold electrode. The investigation of the integrity of this SAM, using the established cyclic voltammetric methods in aqueous alkaline solutions, gave evidence about the formation of a stable and easily reproducible monolayer. However, due to its susceptibility to destruction via oxidative and reductive desorptions, its potential application as an electrochemical sensor in alkaline pH is limited to a potential window of between −0.20 and +0.55 V vs Ag/AgCl.
- Full Text:
- Date Issued: 2002
- Authors: Ozoemena, Kenneth , Westbroek, Philippe , Nyokong, Tebello
- Date: 2002
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289567 , vital:56650 , xlink:href="https://doi.org/10.1142/S1088424602000130"
- Description: The synthesis of thiol-derivatized cobalt phthalocyanine complex, 2,3,9,10,16,17,23,24-octa (butylthiophthalocyaninatocobalt(II) (CoOBTPc) is described. Cyclic voltammetric data of this complex in DMF showed five quasi-reversible and reversible, diffusion-controlled redox couples, comprising both the phthalocyanine ring and central metal redox processes. The CoOBTPc complex forms a self-assembled monolayer (SAM) on gold electrode. The investigation of the integrity of this SAM, using the established cyclic voltammetric methods in aqueous alkaline solutions, gave evidence about the formation of a stable and easily reproducible monolayer. However, due to its susceptibility to destruction via oxidative and reductive desorptions, its potential application as an electrochemical sensor in alkaline pH is limited to a potential window of between −0.20 and +0.55 V vs Ag/AgCl.
- Full Text:
- Date Issued: 2002
Effects of axial ligands on the photophysical properties of silicon octaphenoxyphthalocyanine
- Maree, M David, Nyokong, Tebello, Suhling, Klaus, Phillips, David
- Authors: Maree, M David , Nyokong, Tebello , Suhling, Klaus , Phillips, David
- Date: 2002
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289582 , vital:56651 , xlink:href="https://doi.org/10.1142/S1088424602000452"
- Description: The photochemistry and photophysics of six axially substituted silicon phthalocyanines are reported and show the importance of the axial groups in the photochemistry of these compounds. The fluorescence quantum yields are especially affected by the axial ligand. A very good correlation was found for the experimentally determined fluorescence lifetimes and the theoretically determined lifetimes using the Strickler-Berg equation for the unaggregated molecules.
- Full Text:
- Date Issued: 2002
- Authors: Maree, M David , Nyokong, Tebello , Suhling, Klaus , Phillips, David
- Date: 2002
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/289582 , vital:56651 , xlink:href="https://doi.org/10.1142/S1088424602000452"
- Description: The photochemistry and photophysics of six axially substituted silicon phthalocyanines are reported and show the importance of the axial groups in the photochemistry of these compounds. The fluorescence quantum yields are especially affected by the axial ligand. A very good correlation was found for the experimentally determined fluorescence lifetimes and the theoretically determined lifetimes using the Strickler-Berg equation for the unaggregated molecules.
- Full Text:
- Date Issued: 2002