Comparative behavior of conjugates of tantalum phthalocyanines with gold nanoparticles or single walled carbon nanotubes towards bisphenol A electrocatalysis
- Chauke, Vongani P, Antunes, Edith M, Nyokong, Tebello
- Authors: Chauke, Vongani P , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247152 , vital:51551 , xlink:href="https://doi.org/10.1016/j.jelechem.2011.06.019"
- Description: The characterization of tantalum phthalocyanine conjugates with gold nanoparticles and single wall carbon nanotubes as well as their electrocatalytic oxidation of bisphenol A is hereby presented. The formation of the conjugates was confirmed by X-ray diffraction and transmission electron microscope techniques. Single walled carbon nanotube conjugates of TaPc complexes showed the best catalysis as well as less passivation for bisphenol A detection and significant recovery of ∼98% compared to gold nanoparticle conjugates.
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- Authors: Chauke, Vongani P , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247152 , vital:51551 , xlink:href="https://doi.org/10.1016/j.jelechem.2011.06.019"
- Description: The characterization of tantalum phthalocyanine conjugates with gold nanoparticles and single wall carbon nanotubes as well as their electrocatalytic oxidation of bisphenol A is hereby presented. The formation of the conjugates was confirmed by X-ray diffraction and transmission electron microscope techniques. Single walled carbon nanotube conjugates of TaPc complexes showed the best catalysis as well as less passivation for bisphenol A detection and significant recovery of ∼98% compared to gold nanoparticle conjugates.
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Cyclic voltammetry and spectroelectrochemistry of a novel manganese phthalocyanine substituted with hexynyl groups
- Quinton, Damien, Antunes, Edith M, Griveau, Sophie, Nyokong, Tebello, Bedioui, Fethi
- Authors: Quinton, Damien , Antunes, Edith M , Griveau, Sophie , Nyokong, Tebello , Bedioui, Fethi
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248450 , vital:51687 , xlink:href="https://doi.org/10.1016/j.inoche.2010.11.029"
- Description: We report here on the synthesis of a new manganese phthalocyanine complex, namely Mn tetrakis(5-hexyn-oxy) phthalocyanine (3), specifically designed to possess an alkyne moiety for its potential use in controlled immobilization on electrodes via the so called “click” chemistry reaction. The electrochemical activity of complex 3 was investigated by cyclic voltammetry and the nature of the observed redox couples was elucidated by spectroelectrochemistry. This work has also shown that the reduction of Mn(III)Pc complex to Mn(II)Pc is accompanied by the formation of MnPc μ-oxo species. Further reduction results in the formation of Mn(II)Pc(− 3) rather than Mn(I)Pc(− 2).
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- Authors: Quinton, Damien , Antunes, Edith M , Griveau, Sophie , Nyokong, Tebello , Bedioui, Fethi
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248450 , vital:51687 , xlink:href="https://doi.org/10.1016/j.inoche.2010.11.029"
- Description: We report here on the synthesis of a new manganese phthalocyanine complex, namely Mn tetrakis(5-hexyn-oxy) phthalocyanine (3), specifically designed to possess an alkyne moiety for its potential use in controlled immobilization on electrodes via the so called “click” chemistry reaction. The electrochemical activity of complex 3 was investigated by cyclic voltammetry and the nature of the observed redox couples was elucidated by spectroelectrochemistry. This work has also shown that the reduction of Mn(III)Pc complex to Mn(II)Pc is accompanied by the formation of MnPc μ-oxo species. Further reduction results in the formation of Mn(II)Pc(− 3) rather than Mn(I)Pc(− 2).
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Investigation of homogeneous photosensitized oxidation activities of palladium and platinum octasubstituted phthalocyanines
- Ogunbayo, Taofeek B, Antunes, Edith M, Nyokong, Tebello
- Authors: Ogunbayo, Taofeek B , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248394 , vital:51682 , xlink:href="https://doi.org/10.1016/j.molcata.2010.11.008"
- Description: Photosensitized oxidation of 4-nitrophenol was studied in organic solutions with seven octasubstituted thio and aryloxy palladium and platinum phthalocyanines acting as photosensitizers. Kinetic studies conducted also showed that the complexes have different singlet oxygen quenching constants with direct implication on the quantum yield of photodegradation of 4-nitrophenol (Φ4-NP). Palladium analogues gave better results than the platinum analogues in terms of Φ4-NP with palladium-(dodecylthio)phthalocyanine giving the highest yield of 1.8 × 10−3. Gas chromatography (GC) and liquid chromatography connected to a mass spectrometer (LC–MS) were used to confirm the photodegradation products which were hydroquinone and 1,4-benzoquinone.
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- Authors: Ogunbayo, Taofeek B , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248394 , vital:51682 , xlink:href="https://doi.org/10.1016/j.molcata.2010.11.008"
- Description: Photosensitized oxidation of 4-nitrophenol was studied in organic solutions with seven octasubstituted thio and aryloxy palladium and platinum phthalocyanines acting as photosensitizers. Kinetic studies conducted also showed that the complexes have different singlet oxygen quenching constants with direct implication on the quantum yield of photodegradation of 4-nitrophenol (Φ4-NP). Palladium analogues gave better results than the platinum analogues in terms of Φ4-NP with palladium-(dodecylthio)phthalocyanine giving the highest yield of 1.8 × 10−3. Gas chromatography (GC) and liquid chromatography connected to a mass spectrometer (LC–MS) were used to confirm the photodegradation products which were hydroquinone and 1,4-benzoquinone.
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Photocatalytic behaviour of tantalum (V) phthalocyanines in the presence of gold nanoparticles towards the oxidation of cyclohexene
- Chauke, Vongani P, Antunes, Edith M, Chidawanyika, Wadzanai J U, Nyokong, Tebello
- Authors: Chauke, Vongani P , Antunes, Edith M , Chidawanyika, Wadzanai J U , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247904 , vital:51628 , xlink:href="https://doi.org/10.1016/j.molcata.2010.11.023"
- Description: This paper presents the photocatalytic oxidation of cyclohexene using (OH)3TaPc derivatives in the absence or presence of gold nanoparticles (AuNPs). The photochemical parameters that include photodegradation (ΦP) and singlet oxygen (ΦΔ) quantum yields are also reported in this work. The ΦΔ values were 0.47 and 0.36 for complexes 1a and 1b, respectively. The ΦΔ values improved drastically in the presence of AuNPs to 0.75 and 0.88, respectively. The ΦP values ranged from 1.02 to 2.45 × 10−6, showing stability of TaPc derivatives in the absence and presence of AuNPs. The photocatalytic products identified using gas chromatograph (GC) are cyclohexene oxide, 2-cyclohexen-1-ol, 2-cyclohexene-1-one and 1,2-cyclohexanediol. The percentage conversion values were higher in the presence of AuNPs. Singlet oxygen was determined to be the main agent involved in the photocatalytic oxidation of cyclohexene. The product yield percentage values for both TaPc complexes (1a and 1b) and TaPc in the presence of AuNPs ranged from 6.3 to 21.2%.
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- Authors: Chauke, Vongani P , Antunes, Edith M , Chidawanyika, Wadzanai J U , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247904 , vital:51628 , xlink:href="https://doi.org/10.1016/j.molcata.2010.11.023"
- Description: This paper presents the photocatalytic oxidation of cyclohexene using (OH)3TaPc derivatives in the absence or presence of gold nanoparticles (AuNPs). The photochemical parameters that include photodegradation (ΦP) and singlet oxygen (ΦΔ) quantum yields are also reported in this work. The ΦΔ values were 0.47 and 0.36 for complexes 1a and 1b, respectively. The ΦΔ values improved drastically in the presence of AuNPs to 0.75 and 0.88, respectively. The ΦP values ranged from 1.02 to 2.45 × 10−6, showing stability of TaPc derivatives in the absence and presence of AuNPs. The photocatalytic products identified using gas chromatograph (GC) are cyclohexene oxide, 2-cyclohexen-1-ol, 2-cyclohexene-1-one and 1,2-cyclohexanediol. The percentage conversion values were higher in the presence of AuNPs. Singlet oxygen was determined to be the main agent involved in the photocatalytic oxidation of cyclohexene. The product yield percentage values for both TaPc complexes (1a and 1b) and TaPc in the presence of AuNPs ranged from 6.3 to 21.2%.
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Photophysical behavior of zinc monoaminophthalocyanines linked to mercaptopropionic acid-capped CdTe quantum dots
- D'Souza, Sarah, Antunes, Edith M, Litwinski, Christian, Nyokong, Tebello
- Authors: D'Souza, Sarah , Antunes, Edith M , Litwinski, Christian , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247634 , vital:51602 , xlink:href="https://doi.org/10.1016/j.jphotochem.2011.03.005"
- Description: Photosensitizing properties of zinc monoaminophthalocyanine (2) {in the absence or presence of mercaptopropionic acid (MPA) capped CdTe quantum dots (QDs)} were compared with those of mono-aminophenoxy zinc phthalocyanine (3), zinc tetrasulfonated phthalocyanine and zinc phthalocyanine. Complexes 2 and 3 were also linked to the MPA capped CdTe quantum dots through the formation of an amide bond. High triplet state quantum yields were obtained for the linked QD–phthalocyanine derivatives (complexes 2 and 3) compared to when complexes 2 and 3 were mixed with MPA QDs without a chemical bond.
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- Authors: D'Souza, Sarah , Antunes, Edith M , Litwinski, Christian , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247634 , vital:51602 , xlink:href="https://doi.org/10.1016/j.jphotochem.2011.03.005"
- Description: Photosensitizing properties of zinc monoaminophthalocyanine (2) {in the absence or presence of mercaptopropionic acid (MPA) capped CdTe quantum dots (QDs)} were compared with those of mono-aminophenoxy zinc phthalocyanine (3), zinc tetrasulfonated phthalocyanine and zinc phthalocyanine. Complexes 2 and 3 were also linked to the MPA capped CdTe quantum dots through the formation of an amide bond. High triplet state quantum yields were obtained for the linked QD–phthalocyanine derivatives (complexes 2 and 3) compared to when complexes 2 and 3 were mixed with MPA QDs without a chemical bond.
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Synthesis and photophysical properties of a novel zinc photosensitizer and its gold nanoparticle conjugate
- Moeno, Sharon, Antunes, Edith M, Nyokong, Tebello
- Authors: Moeno, Sharon , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247100 , vital:51546 , xlink:href="https://doi.org/10.1016/j.jphotochem.2011.07.007"
- Description: The peripherally tetra substituted zinc phthalocyanine with 1,6-hexanedithiol as substituent (THdTZnPc, 3) was synthesized and is reported for the first time in this work. The potential of this zinc complex as a suitable photosensitizer for use in photodynamic therapy was determined through the investigation of the photophysical and photochemical properties. In this work complex 3 is attached to gold nanoparticles through the terminal thiol groups of the phthalocyanine resulting in a 3-AuNP conjugate whose photophysicochemical properties are investigated. Fluorescence lifetimes were determined using time correlated single photon counting and they show an increase in the abundance of the monomeric species (τ2) for the Pc in the 3-AuNP conjugate: ∼1 and 0.71 (with respective lifetimes 2.69 ns and 2.86 ns) compared to the free complex 3 with abundances of 0.12 and 0.13 (with respective lifetimes 3.36 ns and 3.28 ns) in DMSO and DMF, respectively.
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- Authors: Moeno, Sharon , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247100 , vital:51546 , xlink:href="https://doi.org/10.1016/j.jphotochem.2011.07.007"
- Description: The peripherally tetra substituted zinc phthalocyanine with 1,6-hexanedithiol as substituent (THdTZnPc, 3) was synthesized and is reported for the first time in this work. The potential of this zinc complex as a suitable photosensitizer for use in photodynamic therapy was determined through the investigation of the photophysical and photochemical properties. In this work complex 3 is attached to gold nanoparticles through the terminal thiol groups of the phthalocyanine resulting in a 3-AuNP conjugate whose photophysicochemical properties are investigated. Fluorescence lifetimes were determined using time correlated single photon counting and they show an increase in the abundance of the monomeric species (τ2) for the Pc in the 3-AuNP conjugate: ∼1 and 0.71 (with respective lifetimes 2.69 ns and 2.86 ns) compared to the free complex 3 with abundances of 0.12 and 0.13 (with respective lifetimes 3.36 ns and 3.28 ns) in DMSO and DMF, respectively.
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Synthesis and photophysical studies of CdTe quantum dot-monosubstituted zinc phthalocyanine conjugates
- D'Souza, Sarah, Antunes, Edith M, Nyokong, Tebello
- Authors: D'Souza, Sarah , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247825 , vital:51621 , xlink:href="https://doi.org/10.1016/j.ica.2010.12.027"
- Description: The linkage of unsymmetrically monosubstituted 4-aminophenoxy zinc phthalocyanine (ZnAPPc, 5) to CdTe quantum dots capped with mercaptopropionic acid (MPA), L-cysteine (L-cys) or thioglycolic acid (TGA) has been achieved using the coupling agents ethyl-N(3-dimethylaminopropyl) carbodiimide and N-hydroxy succinimide, which facilitate formation of an amide bond to form the QD–ZnAPPc-linked conjugate. The formation of the amide bond was confirmed using Raman and IR spectroscopies. Atomic force microscopy (AFM) and UV–Vis spectroscopy were used further to characterise the conjugate. Förster resonance energy transfer (FRET) resulted in stimulated emission of ZnAPPc in both the linked (QD–ZnAPPc-linked) and mixed (QD:ZnAPPc-mixed) conjugates. The linked L-cys and TGA QDs conjugates (QD–ZnAPPc-linked) gave the largest FRET efficiencies hence showing the advantages of covalent linking. Fluorescence quantum yields of QDs were decreased in QD:ZnAPPc-mixed and QD:ZnAPPc-linked.
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- Authors: D'Souza, Sarah , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247825 , vital:51621 , xlink:href="https://doi.org/10.1016/j.ica.2010.12.027"
- Description: The linkage of unsymmetrically monosubstituted 4-aminophenoxy zinc phthalocyanine (ZnAPPc, 5) to CdTe quantum dots capped with mercaptopropionic acid (MPA), L-cysteine (L-cys) or thioglycolic acid (TGA) has been achieved using the coupling agents ethyl-N(3-dimethylaminopropyl) carbodiimide and N-hydroxy succinimide, which facilitate formation of an amide bond to form the QD–ZnAPPc-linked conjugate. The formation of the amide bond was confirmed using Raman and IR spectroscopies. Atomic force microscopy (AFM) and UV–Vis spectroscopy were used further to characterise the conjugate. Förster resonance energy transfer (FRET) resulted in stimulated emission of ZnAPPc in both the linked (QD–ZnAPPc-linked) and mixed (QD:ZnAPPc-mixed) conjugates. The linked L-cys and TGA QDs conjugates (QD–ZnAPPc-linked) gave the largest FRET efficiencies hence showing the advantages of covalent linking. Fluorescence quantum yields of QDs were decreased in QD:ZnAPPc-mixed and QD:ZnAPPc-linked.
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Synthesis and photophysical studies of phthalocyanine–gold nanoparticle conjugates
- Nombona, Nolwazi, Antunes, Edith M, Litwinski, Christian, Nyokong, Tebello
- Authors: Nombona, Nolwazi , Antunes, Edith M , Litwinski, Christian , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248438 , vital:51686 , xlink:href="https://doi.org/10.1039/C1DT11151E"
- Description: This work reports on the synthesis, characterization and photophysical studies of phthalocyanine–gold nanoparticle conjugates. The phthalocyanine complexes are: tris-(5-trifluoromethyl-2-mercaptopyridine)-2-(carboxy)phthalocyanine (3), 2,9,17,23-tetrakis-[(1, 6-hexanedithiol) phthalocyaninato]zinc(II) (8) and [8,15,22-tris-(naptho)-2(amidoethanethiol) phthalocyanato] zinc(II)(10). The gold nanoparticles were characterized using transmission electron microscopy, X-ray diffraction, atomic force microscopy and UV-vis spectroscopy where the size was confirmed to be ∼5 nm. The phthalocyanine Au nanoparticle conjugates showed lower fluorescence quantum yield values with similar fluorescence lifetimes compared to the free phthalocyanines. The Au nanoparticle conjugates of 3 and 10 also showed higher triplet quantum yields of 0.69 to 0.71, respectively. A lower triplet quantum yield was obtained for the conjugate compared to free phthalocyanine for complex 8. The triplet lifetimes ranged from 70 to 92 μs for the conjugates and from 110 to 304 μs for unbound Pc complexes.
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- Authors: Nombona, Nolwazi , Antunes, Edith M , Litwinski, Christian , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/248438 , vital:51686 , xlink:href="https://doi.org/10.1039/C1DT11151E"
- Description: This work reports on the synthesis, characterization and photophysical studies of phthalocyanine–gold nanoparticle conjugates. The phthalocyanine complexes are: tris-(5-trifluoromethyl-2-mercaptopyridine)-2-(carboxy)phthalocyanine (3), 2,9,17,23-tetrakis-[(1, 6-hexanedithiol) phthalocyaninato]zinc(II) (8) and [8,15,22-tris-(naptho)-2(amidoethanethiol) phthalocyanato] zinc(II)(10). The gold nanoparticles were characterized using transmission electron microscopy, X-ray diffraction, atomic force microscopy and UV-vis spectroscopy where the size was confirmed to be ∼5 nm. The phthalocyanine Au nanoparticle conjugates showed lower fluorescence quantum yield values with similar fluorescence lifetimes compared to the free phthalocyanines. The Au nanoparticle conjugates of 3 and 10 also showed higher triplet quantum yields of 0.69 to 0.71, respectively. A lower triplet quantum yield was obtained for the conjugate compared to free phthalocyanine for complex 8. The triplet lifetimes ranged from 70 to 92 μs for the conjugates and from 110 to 304 μs for unbound Pc complexes.
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The determination of the photosensitizing properties of mercapto substituted phthalocyanine derivatives in the presence of quantum dots capped with mercaptopropionic acid
- Moeno, Sharon, Antunes, Edith M, Nyokong, Tebello
- Authors: Moeno, Sharon , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247870 , vital:51625 , xlink:href="https://doi.org/10.1016/j.jphotochem.2010.12.009"
- Description: This work reports on the synthesis of several novel water soluble metallophthalocyanines containing Zn2+, In3+, Ga3+ or Si4+ as central metal ions and tetra substituted with mercaptoacetic acid and mercaptopropionic acid. The complexes were characterized using infra red, nuclear magnetic resonance and mass spectroscopies as well as elemental analysis. All the complexes are water soluble but the majority are highly aggregated in water and organic solvents. The complex containing Zn as a central metal and mercaptopropionic acid as a substituent was not aggregated allowing for the determination of photophysical parameters. This complex had triplet state quantum yield of 0.61 in DMF and 0.88 in DMSO while the fluorescence quantum yield was 0.13 in DMSO. The determination of photophysical properties of the complex containing Zn as a central metal and mercaptopropionic acid were carried out in the presence of mercaptopropionic acid capped CdTe quantum dots. There is an increase in triplet state quantum yield from 0.88 (for the phthalocyanine alone) to 0.94 (in the presence of CdTe quantum dots) in DMSO.
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- Authors: Moeno, Sharon , Antunes, Edith M , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247870 , vital:51625 , xlink:href="https://doi.org/10.1016/j.jphotochem.2010.12.009"
- Description: This work reports on the synthesis of several novel water soluble metallophthalocyanines containing Zn2+, In3+, Ga3+ or Si4+ as central metal ions and tetra substituted with mercaptoacetic acid and mercaptopropionic acid. The complexes were characterized using infra red, nuclear magnetic resonance and mass spectroscopies as well as elemental analysis. All the complexes are water soluble but the majority are highly aggregated in water and organic solvents. The complex containing Zn as a central metal and mercaptopropionic acid as a substituent was not aggregated allowing for the determination of photophysical parameters. This complex had triplet state quantum yield of 0.61 in DMF and 0.88 in DMSO while the fluorescence quantum yield was 0.13 in DMSO. The determination of photophysical properties of the complex containing Zn as a central metal and mercaptopropionic acid were carried out in the presence of mercaptopropionic acid capped CdTe quantum dots. There is an increase in triplet state quantum yield from 0.88 (for the phthalocyanine alone) to 0.94 (in the presence of CdTe quantum dots) in DMSO.
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