Effect of oligomerization on the photochemical properties of silicon octaphenoxyphthalocyanine
- Maree, M David, Nyokong, Tebello
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/291542 , vital:56885 , xlink:href="https://doi.org/10.1016/S1010-6030(01)00485-3"
- Description: The photochemical properties of silicon octaphenoxyphthalocyanines (SiOPPc) oligomerized were studied in dimethylsulfoxide (DMSO) solutions. Oligomers containing 2–5 and 9 SiOPPc rings linked with terephthalate linkages were synthesized. Singlet oxygen quantum yields were found to be in the range 0.11–0.34, and increased with the number of rings up to five rings, a decrease in the quantum yield was observed for nine rings. This is explained in terms of the high aggregation of the oligomer containing nine rings.
- Full Text:
- Date Issued: 2001
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/291542 , vital:56885 , xlink:href="https://doi.org/10.1016/S1010-6030(01)00485-3"
- Description: The photochemical properties of silicon octaphenoxyphthalocyanines (SiOPPc) oligomerized were studied in dimethylsulfoxide (DMSO) solutions. Oligomers containing 2–5 and 9 SiOPPc rings linked with terephthalate linkages were synthesized. Singlet oxygen quantum yields were found to be in the range 0.11–0.34, and increased with the number of rings up to five rings, a decrease in the quantum yield was observed for nine rings. This is explained in terms of the high aggregation of the oligomer containing nine rings.
- Full Text:
- Date Issued: 2001
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
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
Silicon octaphenoxyphthalocyanines
- Maree, M David, Kuznetsova, Nina, Nyokong, Tebello
- Authors: Maree, M David , Kuznetsova, Nina , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/291591 , vital:56890 , xlink:href="https://doi.org/10.1016/S1010-6030(01)00409-9"
- Description: Photochemical properties of series of axially substituted silicon octaphenoxyphthalocyanines with aryloxy, siloxy, aminoalkoxy, esters of carboxylic acids and sulphonic acid esters residues as axial ligands were studied in dimethylsulfoxide (DMSO) solution. It was found, that under Q-band excitation axial ligands in compounds studied have the propensity to be changed by hydroxyl groups with quantum yields in the range 10−5 to 10−2 depending on the nature of the axial ligand. Axial substituent phototransformation was followed by slow photobleaching of dihydroxysilicon octaphenoxyphthalocyanine (photoproduct) in self-sensitized singlet oxygen mediated oxidation of the macrocycle. Singlet oxygen quantum yields were found to be in the range 0.15–0.20 for majority of the phthalocyanines (Pc) studied.
- Full Text:
- Date Issued: 2001
- Authors: Maree, M David , Kuznetsova, Nina , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/291591 , vital:56890 , xlink:href="https://doi.org/10.1016/S1010-6030(01)00409-9"
- Description: Photochemical properties of series of axially substituted silicon octaphenoxyphthalocyanines with aryloxy, siloxy, aminoalkoxy, esters of carboxylic acids and sulphonic acid esters residues as axial ligands were studied in dimethylsulfoxide (DMSO) solution. It was found, that under Q-band excitation axial ligands in compounds studied have the propensity to be changed by hydroxyl groups with quantum yields in the range 10−5 to 10−2 depending on the nature of the axial ligand. Axial substituent phototransformation was followed by slow photobleaching of dihydroxysilicon octaphenoxyphthalocyanine (photoproduct) in self-sensitized singlet oxygen mediated oxidation of the macrocycle. Singlet oxygen quantum yields were found to be in the range 0.15–0.20 for majority of the phthalocyanines (Pc) studied.
- Full Text:
- Date Issued: 2001
Solvent-free axial ligand substitution in octaphenoxyphthalocyaninato silicon complexes using microwave irradiation
- Maree, M David, Nyokong, Tebello
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304830 , vital:58494 , xlink:href="https://journals.sagepub.com/doi/epdf/10.3184/030823401103168974"
- Description: Several axially substituted octaphenoxy silicon phthalocyanines were prepared by condensation of the complexes used as axial ligands with octaphenoxyphthalocyaninato (dichloro) silicon under microwave irradiation.
- Full Text:
- Date Issued: 2001
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304830 , vital:58494 , xlink:href="https://journals.sagepub.com/doi/epdf/10.3184/030823401103168974"
- Description: Several axially substituted octaphenoxy silicon phthalocyanines were prepared by condensation of the complexes used as axial ligands with octaphenoxyphthalocyaninato (dichloro) silicon under microwave irradiation.
- Full Text:
- Date Issued: 2001
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, spectroscopy and electrochemistry of octaphenoxyphthalocyaninato silicon complexes
- Maree, M David, Nyokong, Tebello
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304863 , vital:58497 , xlink:href="https://doi.org/10.1002/jpp.361"
- Description: A number of octaphenoxyphthalocyaninato silicon complexes containing a variety of axial ligands, represented by (OPh)8PcSi(X)2 (where X = chloro 3, hydroxy 4, (4-carboxybenzene) acetato 5, isonicatinato 6, propionato 7, nitrophenoxy 8 and dimethylaminoxy 9) have been synthesized using a convenient route starting with the 4,5-diphenoxy-1,2-dicyanobenzene. 1H NMR and UV/vis spectra, and the cyclic voltammetry of the complexes are reported. The complexes are obtained in high yield and are soluble in many organic solvents. Cyclic voltammetry revealed two reduction couples and one oxidation couple for these complexes. Analysis of the cyclic voltammograms showed that compounds 6 and 8 were easier to oxidize and more difficult to reduce than the rest. Also cyclic voltammetry data suggested that electron transfer was not governed only by diffusion.
- Full Text:
- Date Issued: 2001
- Authors: Maree, M David , Nyokong, Tebello
- Date: 2001
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/304863 , vital:58497 , xlink:href="https://doi.org/10.1002/jpp.361"
- Description: A number of octaphenoxyphthalocyaninato silicon complexes containing a variety of axial ligands, represented by (OPh)8PcSi(X)2 (where X = chloro 3, hydroxy 4, (4-carboxybenzene) acetato 5, isonicatinato 6, propionato 7, nitrophenoxy 8 and dimethylaminoxy 9) have been synthesized using a convenient route starting with the 4,5-diphenoxy-1,2-dicyanobenzene. 1H NMR and UV/vis spectra, and the cyclic voltammetry of the complexes are reported. The complexes are obtained in high yield and are soluble in many organic solvents. Cyclic voltammetry revealed two reduction couples and one oxidation couple for these complexes. Analysis of the cyclic voltammograms showed that compounds 6 and 8 were easier to oxidize and more difficult to reduce than the rest. Also cyclic voltammetry data suggested that electron transfer was not governed only by diffusion.
- Full Text:
- Date Issued: 2001
The effect of structure on the electrochemical properties of 14 marine pyrroloquinoline metabolites
- Antunes, Edith M, Maree, Suzanne E, Nyokong, Tebello, Davies-Coleman, Michael T, Maree, M David
- Authors: Antunes, Edith M , Maree, Suzanne E , Nyokong, Tebello , Davies-Coleman, Michael T , Maree, M David
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286126 , vital:56242 , xlink:href="https://doi.org/10.3184/030823405775146915"
- Description: The electrochemical properties of 14 structurally related pyrroloquinoline metabolites (compounds 1–14) isolated from marine sponges were studied in pH-varied experiments using cyclic and square wave voltammetry. In general both substitution patterns and pH were observed to influence the reduction potentials of these molecules.
- Full Text:
- Date Issued: 2005
- Authors: Antunes, Edith M , Maree, Suzanne E , Nyokong, Tebello , Davies-Coleman, Michael T , Maree, M David
- Date: 2005
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/286126 , vital:56242 , xlink:href="https://doi.org/10.3184/030823405775146915"
- Description: The electrochemical properties of 14 structurally related pyrroloquinoline metabolites (compounds 1–14) isolated from marine sponges were studied in pH-varied experiments using cyclic and square wave voltammetry. In general both substitution patterns and pH were observed to influence the reduction potentials of these molecules.
- Full Text:
- Date Issued: 2005
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