Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines
This work describes a systematic comparison of oxygen and sulfur as covalent linkers on octasubstituted zinc(II) phthalocyaninates. Most photophysical parameters that make phthalocyanines technologically relevant, e.g. molar absorption coefficients, fluorescence, triplet and singlet oxygen quantum y...
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2008
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paper:paper_1474905X_v7_n6_p738_Strassert2023-06-08T16:17:48Z Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines Bilmes, Gabriel Dicelio, Lelia Elina oxygen phthalocyanine derivative sulfur zinc derivative absorption spectroscopy article chemical structure comparative study energy fluorescence photochemistry priority journal Alkylation Amines Cross-Linking Reagents Indoles Molecular Structure Oxygen Photochemistry Singlet Oxygen Spectrophotometry Sulfur Zinc Compounds This work describes a systematic comparison of oxygen and sulfur as covalent linkers on octasubstituted zinc(II) phthalocyaninates. Most photophysical parameters that make phthalocyanines technologically relevant, e.g. molar absorption coefficients, fluorescence, triplet and singlet oxygen quantum yields, are essentially unaffected by the substitution. The energy content of the first triplet state was observed to be close to the first singlet state of molecular oxygen for both spacers, as follows from photoacoustic determinations. Nonetheless, a bathochromic shift of 30 nm in the absorption and emission maxima, and of 60 nm in the triplet-triplet absorption spectra were observed when alkyloxyl and alkylsulfanyl moieties were alternatively present. Fluorescence quantum yields proved to be much more sensitive towards aggregation than the absorption spectra. Therefore, a novel fluorescence data analysis provided aggregation parameters and photophysical properties of the monomeric species. It was observed that the tendency towards dimerization is slightly higher with sulfur linkers. These results set a foundation for the rational design of conveniently substituted phthalocyaninates with different connectors between the macrocycle and the side chains. © The Royal Society of Chemistry and Owner Societies. Fil:Bilmes, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Dicelio, L.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2008 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1474905X_v7_n6_p738_Strassert http://hdl.handle.net/20.500.12110/paper_1474905X_v7_n6_p738_Strassert |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
oxygen phthalocyanine derivative sulfur zinc derivative absorption spectroscopy article chemical structure comparative study energy fluorescence photochemistry priority journal Alkylation Amines Cross-Linking Reagents Indoles Molecular Structure Oxygen Photochemistry Singlet Oxygen Spectrophotometry Sulfur Zinc Compounds |
| spellingShingle |
oxygen phthalocyanine derivative sulfur zinc derivative absorption spectroscopy article chemical structure comparative study energy fluorescence photochemistry priority journal Alkylation Amines Cross-Linking Reagents Indoles Molecular Structure Oxygen Photochemistry Singlet Oxygen Spectrophotometry Sulfur Zinc Compounds Bilmes, Gabriel Dicelio, Lelia Elina Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| topic_facet |
oxygen phthalocyanine derivative sulfur zinc derivative absorption spectroscopy article chemical structure comparative study energy fluorescence photochemistry priority journal Alkylation Amines Cross-Linking Reagents Indoles Molecular Structure Oxygen Photochemistry Singlet Oxygen Spectrophotometry Sulfur Zinc Compounds |
| description |
This work describes a systematic comparison of oxygen and sulfur as covalent linkers on octasubstituted zinc(II) phthalocyaninates. Most photophysical parameters that make phthalocyanines technologically relevant, e.g. molar absorption coefficients, fluorescence, triplet and singlet oxygen quantum yields, are essentially unaffected by the substitution. The energy content of the first triplet state was observed to be close to the first singlet state of molecular oxygen for both spacers, as follows from photoacoustic determinations. Nonetheless, a bathochromic shift of 30 nm in the absorption and emission maxima, and of 60 nm in the triplet-triplet absorption spectra were observed when alkyloxyl and alkylsulfanyl moieties were alternatively present. Fluorescence quantum yields proved to be much more sensitive towards aggregation than the absorption spectra. Therefore, a novel fluorescence data analysis provided aggregation parameters and photophysical properties of the monomeric species. It was observed that the tendency towards dimerization is slightly higher with sulfur linkers. These results set a foundation for the rational design of conveniently substituted phthalocyaninates with different connectors between the macrocycle and the side chains. © The Royal Society of Chemistry and Owner Societies. |
| author |
Bilmes, Gabriel Dicelio, Lelia Elina |
| author_facet |
Bilmes, Gabriel Dicelio, Lelia Elina |
| author_sort |
Bilmes, Gabriel |
| title |
Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| title_short |
Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| title_full |
Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| title_fullStr |
Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| title_full_unstemmed |
Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines |
| title_sort |
comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(ii) phthalocyanines |
| publishDate |
2008 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1474905X_v7_n6_p738_Strassert http://hdl.handle.net/20.500.12110/paper_1474905X_v7_n6_p738_Strassert |
| work_keys_str_mv |
AT bilmesgabriel comparativephotophysicalinvestigationofoxygenandsulfurascovalentlinkersonoctaalkylaminosubstitutedzinciiphthalocyanines AT dicelioleliaelina comparativephotophysicalinvestigationofoxygenandsulfurascovalentlinkersonoctaalkylaminosubstitutedzinciiphthalocyanines |
| _version_ |
1768542237602349056 |