Novel, soluble, FluXoro functional substituted zinc phthalocyanines; synthesis, characterization and photophysicochemical properties
- Erdoğmuş, Ali, Nyokong, Tebello
- 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.
- Full Text:
- Date Issued: 2010
- 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.
- Full Text:
- Date Issued: 2010
Photophysical properties of newly synthesized fluorinated zinc phthalocyanines in the presence of CdTe quantum dots and the accompanying energy transfer processes
- Erdoğmuş, Ali, Moeno, Sharon, Litwinski, Christian, Nyokong, Tebello
- 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.
- Full Text:
- Date Issued: 2010
- 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.
- Full Text:
- Date Issued: 2010
Novel, soluble, FluXoro functional substituted zinc phthalocyanines; synthesis, characterization and photophysicochemical properties
- Erdoğmuş, Ali, Nyokong, Tebello
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7235 , http://hdl.handle.net/10962/d1019686
- 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 , Original publication is available at http://dx.doi.org/10.1016/j.dyepig.2010.01.001
- Full Text: false
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7235 , http://hdl.handle.net/10962/d1019686
- 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 , Original publication is available at http://dx.doi.org/10.1016/j.dyepig.2010.01.001
- Full Text: false
Synthesis and electrochemical properties of new cobalt and manganese phthalocyanine complexes tetra-substituted with 3,4-(methylendioxy)-phenoxy
- Erdoğmuş, Ali, Akinbulu, Isaac Adebayo, Nyokong, Tebello
- Authors: Erdoğmuş, Ali , Akinbulu, Isaac Adebayo , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7234 , http://hdl.handle.net/10962/d1019672
- Description: The synthesis and electrochemical properties of new cobalt and manganese phthalocyanine complexes, tetra-substituted with 3,4-(methylendioxy)-phenoxy at the peripheral (complexes 3 and 5) and non-peripheral (complexes 4 and 6) positions, are reported. Complexes 3 and 4 showed Q-band absorption, in DMF, at 668 and 686 nm, respectively while Q-band due to complexes 5 and 6 appeared at 732 and 760 nm, respectively in CHCl3. All the complexes showed well resolved redox processes attributed to both metal and ring based processes. Complexes 3 and 4 showed four redox processes, labeled I, II, III and IV. For complex 3, process I (CoIPc−2/CoIPc−3) was observed at −1.45 V, II (CoIIPc−2/CoIPc−2) at −0.38 V, III (CoIIIPc−2/CoIIPc−2) at +0.49 V and IV (CoIIIPc−1/CoIIIPc−2) at +0.97 V versus Ag|AgCl. Similar processes were observed for complex 4 at −1.36 V, −0.27 V, +0.56 V, +1.03 V versus Ag|AgCl, respectively. Complexes 5 and 6 showed two redox processes (I and II). For complex 5, these processes appeared at −0.79 V (MnIIPc−2/MnIIPc−3, I) and −0.07 V versus Ag|AgCl (MnIIIPc−2/MnIIPc−2, II), while for complex 6, they were observed at −0.86 V and −0.04 V versus Ag|AgCl. Spectroelectrochemistry was used to probe and confirm the origin of these processes. , Original publication is availabe at http://dx.doi.org/10.1016/j.poly.2010.05.012
- Full Text: false
- Authors: Erdoğmuş, Ali , Akinbulu, Isaac Adebayo , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7234 , http://hdl.handle.net/10962/d1019672
- Description: The synthesis and electrochemical properties of new cobalt and manganese phthalocyanine complexes, tetra-substituted with 3,4-(methylendioxy)-phenoxy at the peripheral (complexes 3 and 5) and non-peripheral (complexes 4 and 6) positions, are reported. Complexes 3 and 4 showed Q-band absorption, in DMF, at 668 and 686 nm, respectively while Q-band due to complexes 5 and 6 appeared at 732 and 760 nm, respectively in CHCl3. All the complexes showed well resolved redox processes attributed to both metal and ring based processes. Complexes 3 and 4 showed four redox processes, labeled I, II, III and IV. For complex 3, process I (CoIPc−2/CoIPc−3) was observed at −1.45 V, II (CoIIPc−2/CoIPc−2) at −0.38 V, III (CoIIIPc−2/CoIIPc−2) at +0.49 V and IV (CoIIIPc−1/CoIIIPc−2) at +0.97 V versus Ag|AgCl. Similar processes were observed for complex 4 at −1.36 V, −0.27 V, +0.56 V, +1.03 V versus Ag|AgCl, respectively. Complexes 5 and 6 showed two redox processes (I and II). For complex 5, these processes appeared at −0.79 V (MnIIPc−2/MnIIPc−3, I) and −0.07 V versus Ag|AgCl (MnIIIPc−2/MnIIPc−2, II), while for complex 6, they were observed at −0.86 V and −0.04 V versus Ag|AgCl. Spectroelectrochemistry was used to probe and confirm the origin of these processes. , Original publication is availabe at http://dx.doi.org/10.1016/j.poly.2010.05.012
- Full Text: false
Synthesis of zinc phthalocyanine derivatives with improved photophysicochemical properties in aqueous media
- Erdoğmuş, Ali, Nyokong, Tebello
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7236 , http://hdl.handle.net/10962/d1019687
- Description: The synthesis, photophysical and photochemical properties of new peripherally (β) tetra-substituted thioquinoline Zn(II) (2) and quaternized thioquinoline Zn(II) phthalocyanines (3) and quaternized fluoro functional thiopyridine Zn(II) (5) are described for the first time. These complexes (2, 3 and 5) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy and electronic spectroscopy. Complexes 2, 4 and 6have good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene and are not aggregated in all solvents (except for 2 in DMSO) within a wide concentration range. Complexes 3 and 5 showed very good solubility in water as well as DMSO and DMF. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO (2, 4 and 6) and water (3 and 5). Complex 3 gave a very large triplet quantum yield in aqueous media (ΦT = 0.8 in water plus Triton X-100) and a reasonable triplet lifetime of 110 μs. Photophysical and photochemical properties of the phthalocyanines complexes 2–6 are very useful for PDT. , Original publication is available at http://dx.doi.org/10.1016/j.molstruc.2010.04.048
- Full Text: false
- Authors: Erdoğmuş, Ali , Nyokong, Tebello
- Language: English
- Type: Article
- Identifier: vital:7236 , http://hdl.handle.net/10962/d1019687
- Description: The synthesis, photophysical and photochemical properties of new peripherally (β) tetra-substituted thioquinoline Zn(II) (2) and quaternized thioquinoline Zn(II) phthalocyanines (3) and quaternized fluoro functional thiopyridine Zn(II) (5) are described for the first time. These complexes (2, 3 and 5) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy and electronic spectroscopy. Complexes 2, 4 and 6have good solubility in organic solvents such as CHCl3, DCM, DMSO, DMF, THF and toluene and are not aggregated in all solvents (except for 2 in DMSO) within a wide concentration range. Complexes 3 and 5 showed very good solubility in water as well as DMSO and DMF. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO (2, 4 and 6) and water (3 and 5). Complex 3 gave a very large triplet quantum yield in aqueous media (ΦT = 0.8 in water plus Triton X-100) and a reasonable triplet lifetime of 110 μs. Photophysical and photochemical properties of the phthalocyanines complexes 2–6 are very useful for PDT. , Original publication is available at http://dx.doi.org/10.1016/j.molstruc.2010.04.048
- Full Text: false
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