Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene
| Autor: | Wojciech Pisula, Andrea Liscio, Paolo Samorì, Giovanna De Luca, Manuela Melucci, Tobias Schnitzler, Christopher G. Clark, Luigi Monsù Scolaro, Klaus Müllen, Vincenzo Palermo |
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| Rok vydání: | 2010 |
| Předmět: |
chemistry.chemical_classification
Materials science Electron donor 02 engineering and technology General Chemistry Electron acceptor 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Acceptor Polymer solar cell 0104 chemical sciences chemistry.chemical_compound Hexabenzocoronene chemistry Diimide Polymer chemistry Materials Chemistry Organic chemistry 0210 nano-technology Perylene Alkyl |
| Zdroj: | Journal of materials chemistry 20 (2010): 71–82. doi:10.1039/B915484A info:cnr-pdr/source/autori:Giovanna De Luca; Andrea Liscio; Manuela Melucci; Tobias Schnitzler; Wojciech Pisula; Christopher G. Jr. Clark; Luigi Monsù Scolaro; Vincenzo Palermo; Klaus Mullen; Paolo Samorì/titolo:Phase separation and affinity between a fluorinated perylene diimide dye and an alkyl-substituted hexa-peri-hexabenzocoronene/doi:10.1039%2FB915484A/rivista:Journal of materials chemistry (Print)/anno:2010/pagina_da:71/pagina_a:82/intervallo_pagine:71–82/volume:20 |
| ISSN: | 1364-5501 0959-9428 |
| DOI: | 10.1039/b915484a |
| Popis: | Fluorination of alkyl groups is a known strategy for hindering miscibility, thus promoting phase separation, when blends are prepared with a hydrocarbon compound. A new perylene bis(dicarboximide) derivative functionalized with branched N-perfluoroalkyl moieties (BPF-PDI) has been synthesized as electron acceptor to be potentially used in conjunction with the electron donor hexakis(dodecyl) hexabenzocoronene (HBC-C-12) in bulk heterojunction solar cells. Aiming at controlling self-assembly between the two components at the supramolecular level, stoichiometric blends in CHCl3 have been prepared either by spin-or drop-casting onto silicon surfaces, and further subjected to solvent vapour annealing (SVA) treatment in a CHCl3-saturated atmosphere. Spectroscopic investigation in solution shows the formation of supramolecular BPF-PDI-HBC-C-12 dimers, with an association constant K-ass = (2.1 +/- 0.3) x 10(4) M-1, pointing to a strong and unexpected affinity between the two species within the mixture. Characterization through optical and atomic force microscopies of the deposited samples revealed that the self-assembly behaviour of the blends on SiOx is remarkably different from mono-component films, thus confirming the absence of a macroscopic phase-separation between the two components featuring isolated domains of the neat acceptor or donor compound. In addition, X-ray studies provided evidence for the existence of a local-scale phase separation. These findings are of importance for organic photovoltaics, since they offer a new strategy to control the phase separation at different scales in electron acceptor-donor blends. |
| Databáze: | OpenAIRE |
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