Synthesis, photophysical and electrochemical properties of perfluoroisopropyl substituted binuclear phthalocyanine conjugated with a butadiyne linker

Shibata, Norio; Das, Banibrata; Hayashi, Masamichi; Nakamura, Shuichi; Toru, Takeshi

doi:10.1016/j.jfluchem.2009.06.023

Cited by 20 publications

(3 citation statements)

References 68 publications

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“…The authors relied on spectroscopic and computational studies to demonstrate that the presence of the trifluoroethoxy moieties triggered fluorophobic repulsion and resulted in full disaggregation in solution and high fluorescence. A similar derivative, that is, 51 b , which lacks the oxygen in the alkylfluoro substituents, was later described by the authors and exhibited higher photostability (Scheme ) 51…”

Section: Synthetic Examples Of Advanced Pc‐based Architecturesmentioning

confidence: 78%

Modern Synthetic Tools Toward the Preparation of Sophisticated Phthalocyanine‐Based Photoactive Systems

Ragoussi

Torres

2014

Chemistry An Asian Journal

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Phthalocyanines are ideal components in a variety of electronic applications due to their extraordinary photophysical characteristics combined with their synthetic versatility and robustness. They have attracted substantial attention in recent decades and are now established building blocks of sophisticated molecular materials. Synthetically, a great deal of this progress is attributed to the use of modern synthetic tools, which gave rise to phthalocyanine-based systems that could not have been envisaged in the past. In particular, Pd-catalyzed cross-coupling reactions, together with other transition-metal-catalyzed procedures, "click" chemistry, and ruthenium metathesis have been employed extensively en route to an abundant range of elaborate phthalocyanine mono- and multicomponent photoactive architectures. Herein, we describe the synthesis of a selection of key examples that are representative in certain optoelectronic applications.

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Section: Synthetic Examples Of Advanced Pc‐based Architecturesmentioning

confidence: 78%

Modern Synthetic Tools Toward the Preparation of Sophisticated Phthalocyanine‐Based Photoactive Systems

Ragoussi

Torres

2014

Chemistry An Asian Journal

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“…Due to their possible linkage to other molecules, and coordinating nature of their rings, Pcs can be modified into multinuclear forms which include dimers and trimers [1][2][3][4][5][6][7][8][9][10] and multi-decker forms [11,12]. In this work, we present a binuclear phthalocyanines (Bi-Pcs) where the Pc molecules are held together by an organic molecule acting as a bridge.…”

Section: Introductionmentioning

confidence: 99%

Nonlinear optical behavior of neodymium mono- and bi-nuclear phthalocyanines linked to zinc oxide nanoparticles and incorporated into poly acrylic acid

2016

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“…These properties arise from their further extension of 18 p conjugation and are greatly dependent on their solubility and aggregation states [23]. Therefore, enhancing of the solubility and investigation of the aggregation behavior of phthalocyanines is very important aspect for the researchers into the chemistry of Pcs due to the efficiently limitation of using for many applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and aggregation properties of functionalized polyfluorinated metallo-phthalocyanines

Özçeşmeci

Özkan

Hamuryudan

2013

J. Porphyrins Phthalocyanines

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The reaction of 4-(2′,3′,4′,5′,6′-pentafluorobenzyloxy)phthalonitrile with 2,2,3,3,4,4,5,5octafluoropentanol leads to the formation of 4-[2′,3′,5′,6′-tetrafluoro-4′-(octafluoropentoxy) benzyloxy]phthalonitrile. The reaction was achieved by regioselective substitution reaction of the p-fluorine atoms of pentafluorobenzyloxy group by perfluoroalkoxy group. The tetramerization of the new dinitrile derivative in the presence of zinc, cobalt, copper or manganese salts results in the corresponding phthalocyanines. The prepared compounds have been characterized by elemental analyses, FT-IR, UVvis, 1 H NMR, 13 C NMR, 19 F NMR and mass spectroscopies, consistent with the proposed structures. The influence of solvent and concentrations on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy.

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Synthesis, photophysical and electrochemical properties of perfluoroisopropyl substituted binuclear phthalocyanine conjugated with a butadiyne linker

Cited by 20 publications

References 68 publications

Modern Synthetic Tools Toward the Preparation of Sophisticated Phthalocyanine‐Based Photoactive Systems

Modern Synthetic Tools Toward the Preparation of Sophisticated Phthalocyanine‐Based Photoactive Systems

Nonlinear optical behavior of neodymium mono- and bi-nuclear phthalocyanines linked to zinc oxide nanoparticles and incorporated into poly acrylic acid

Synthesis, characterization, and aggregation properties of functionalized polyfluorinated metallo-phthalocyanines

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