Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties

Novel, zinc (II) phthalocyanines substituted with 2-adamantanol and 1-adamantanethiol moieties were prepared from the corresponding phthalonitriles employing commercially available 3- and 4-nitrophthalonitrile as the starting material. The Q-band of tetra-α-substituted phthalocyanines occurred at lo...

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Autores principales: García Vior, M.C., Dicelio, L.E., Awruch, J.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_01437208_v83_n3_p375_GarciaVior
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spelling todo:paper_01437208_v83_n3_p375_GarciaVior2023-10-03T14:59:24Z Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties García Vior, M.C. Dicelio, L.E. Awruch, J. Fluorescence Nucleophilic displacement Photo-stability Phthalonitrile derivatives Singlet oxygen Zinc(II) phthalocyanines 4-Nitrophthalonitrile Adamantane Nucleophilic displacement Photo-stability Phthalonitrile derivatives Phthalonitriles Singlet oxygen Singlet oxygen generation Starting materials Zinc complex Fluorescence Gas generators Isomers Oxygen Stability Sulfur Synthesis (chemical) Zinc Zinc compounds dye fluorescence inorganic compound oxygen stability Novel, zinc (II) phthalocyanines substituted with 2-adamantanol and 1-adamantanethiol moieties were prepared from the corresponding phthalonitriles employing commercially available 3- and 4-nitrophthalonitrile as the starting material. The Q-band of tetra-α-substituted phthalocyanines occurred at longer wavelengths than those of the corresponding, tetra-β-substituted phthalocyanines. Substituents at the β position increased ΦF values; all phthalocyanines studied displayed excellent singlet oxygen generations ability, with α-substituted dyes showing higher ΦΔ values than their β-isomers. The dyes exhibited good photo-stability, with α-substituted phthalocyanines proving to be of higher stability than the corresponding β-isomers. © 2009 Elsevier Ltd. All rights reserved. Fil:Dicelio, L.E. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01437208_v83_n3_p375_GarciaVior
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Fluorescence
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Singlet oxygen
Zinc(II) phthalocyanines
4-Nitrophthalonitrile
Adamantane
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Phthalonitriles
Singlet oxygen
Singlet oxygen generation
Starting materials
Zinc complex
Fluorescence
Gas generators
Isomers
Oxygen
Stability
Sulfur
Synthesis (chemical)
Zinc
Zinc compounds
dye
fluorescence
inorganic compound
oxygen
stability
spellingShingle Fluorescence
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Singlet oxygen
Zinc(II) phthalocyanines
4-Nitrophthalonitrile
Adamantane
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Phthalonitriles
Singlet oxygen
Singlet oxygen generation
Starting materials
Zinc complex
Fluorescence
Gas generators
Isomers
Oxygen
Stability
Sulfur
Synthesis (chemical)
Zinc
Zinc compounds
dye
fluorescence
inorganic compound
oxygen
stability
García Vior, M.C.
Dicelio, L.E.
Awruch, J.
Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
topic_facet Fluorescence
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Singlet oxygen
Zinc(II) phthalocyanines
4-Nitrophthalonitrile
Adamantane
Nucleophilic displacement
Photo-stability
Phthalonitrile derivatives
Phthalonitriles
Singlet oxygen
Singlet oxygen generation
Starting materials
Zinc complex
Fluorescence
Gas generators
Isomers
Oxygen
Stability
Sulfur
Synthesis (chemical)
Zinc
Zinc compounds
dye
fluorescence
inorganic compound
oxygen
stability
description Novel, zinc (II) phthalocyanines substituted with 2-adamantanol and 1-adamantanethiol moieties were prepared from the corresponding phthalonitriles employing commercially available 3- and 4-nitrophthalonitrile as the starting material. The Q-band of tetra-α-substituted phthalocyanines occurred at longer wavelengths than those of the corresponding, tetra-β-substituted phthalocyanines. Substituents at the β position increased ΦF values; all phthalocyanines studied displayed excellent singlet oxygen generations ability, with α-substituted dyes showing higher ΦΔ values than their β-isomers. The dyes exhibited good photo-stability, with α-substituted phthalocyanines proving to be of higher stability than the corresponding β-isomers. © 2009 Elsevier Ltd. All rights reserved.
format JOUR
author García Vior, M.C.
Dicelio, L.E.
Awruch, J.
author_facet García Vior, M.C.
Dicelio, L.E.
Awruch, J.
author_sort García Vior, M.C.
title Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
title_short Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
title_full Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
title_fullStr Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
title_full_unstemmed Synthesis and properties of phthalocyanine zinc(II) complexes replaced with oxygen and sulfur linked adamantane moieties
title_sort synthesis and properties of phthalocyanine zinc(ii) complexes replaced with oxygen and sulfur linked adamantane moieties
url http://hdl.handle.net/20.500.12110/paper_01437208_v83_n3_p375_GarciaVior
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AT diceliole synthesisandpropertiesofphthalocyaninezinciicomplexesreplacedwithoxygenandsulfurlinkedadamantanemoieties
AT awruchj synthesisandpropertiesofphthalocyaninezinciicomplexesreplacedwithoxygenandsulfurlinkedadamantanemoieties
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