Liquid crystal (LC) shape-amphiphiles with a disc tethered to a fullerene have been intensely studied for the application in photovoltaics, and helical nanosegregation of C has been claimed around the π-stacking disks based on X-ray results. The most promising materials reported to date have been resynthesized and studied comprehensively by XRS, density measurements, modelling, and electron density reconstruction. In contrast to previous reports, the results indicate that metal phthalocyanine-fullerene mesogens pack in lamellar columnar phases with p2gm symmetry. Fullerenes assemble in layers and are flanked by phthalocyanine columns, thus explaining the balanced charge carrier mobility of electrons and holes. Such variable donor-acceptor structures are promising for organic electronic applications.
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http://dx.doi.org/10.1002/cplu.202000540 | DOI Listing |
Spectrochim Acta A Mol Biomol Spectrosc
December 2021
G. A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, 1 Akademicheskaya Str., 153045 Ivanovo, Russian Federation.
Donor-acceptor dyads based on manganese porphyrins/phthalocyanines and fullerene derivatives with N-basicity centers have proved as promising photoinduced electron-transfer systems for photovoltaic devices, biologically active compounds, and molecular magnetic materials. The macroheterocyclic chromophore characterized by rich UV-visible-near IR absorption is the basis for the applications above. The problem of the synthesis and the characterization of new effective dyads was solved in this work on the example of the self-organizing system consisting of (octakis-3,5-di-tert-butylphenoxy)phthalocyaninato)manganese(III) acetate, (AcO)MnPc(3,5-di-BuPhO), 2',5-di(pyridin-2'-yl)-3,4-fullero[70]pyrrolidine, PyC, and toluene.
View Article and Find Full Text PDFChempluschem
August 2020
Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany.
Liquid crystal (LC) shape-amphiphiles with a disc tethered to a fullerene have been intensely studied for the application in photovoltaics, and helical nanosegregation of C has been claimed around the π-stacking disks based on X-ray results. The most promising materials reported to date have been resynthesized and studied comprehensively by XRS, density measurements, modelling, and electron density reconstruction. In contrast to previous reports, the results indicate that metal phthalocyanine-fullerene mesogens pack in lamellar columnar phases with p2gm symmetry.
View Article and Find Full Text PDFNanoscale Res Lett
April 2015
Department of Physics, Low Dimensional Materials Research Centre, University of Malaya, Kuala Lumpur, 50603 Malaysia.
The use of templating method to synthesize the vanadyl 2,9,16,23-tetraphenoxy-29H,31H-phthalocyanine (VOPcPhO):[6,6]-phenyl C71 butyric acid methyl ester (PC71BM) composite nanotubes is presented here. VOPcPhO is a p-type material and PC71BM is an n-type material which acts as an electron donor and electron acceptor, respectively. Both materials have been studied due to their potential applications as solar energy converter and organic electronics.
View Article and Find Full Text PDFNanoscale
April 2015
Department of Chemistry, University of North Texas, 1155 Union Circle, #305070, Denton, TX 76203-5017, USA.
A broadband capturing, charge stabilizing, photosynthetic antenna-reaction center model compound has been newly synthesized and characterized. The model compound is comprised of a zinc porphyrin covalently linked to three units of triphenylamine entities and a zinc phthalocyanine entity. The absorption and fluorescence spectra of zinc porphyrin complemented that of zinc phthalocyanine offering broadband coverage.
View Article and Find Full Text PDFChemphyschem
August 2014
Department of Chemistry, University of North Texas, 1155 Union Circle, #305070, Denton, TX 76203-5017 (USA), Fax: (+1) 940-565-4318 francis.
High oxidation potential perfluorinated zinc phthalocyanines (ZnF(n)Pcs) are synthesised and their spectroscopic, redox, and light-induced electron-transfer properties investigated systematically by forming donor-acceptor dyads through metal-ligand axial coordination of fullerene (C60) derivatives. Absorption and fluorescence spectral studies reveal efficient binding of the pyridine- (Py) and phenylimidazole-functionalised fullerene (C60Im) derivatives to the zinc centre of the F(n)Pcs. The determined binding constants, K, in o-dichlorobenzene for the 1:1 complexes are in the order of 10(4) to 10(5) M(-1); nearly an order of magnitude higher than that observed for the dyad formed from zinc phthalocyanine (ZnPc) lacking fluorine substituents.
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