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Issue 26, 2011
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Relationship between supramolecular assembly and charge-carrier mobility in perylenediimide derivatives: The impact of side chains

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Abstract

Discotic mesophases are known for their ability to self-assemble into columnar structures which serve as semiconducting molecular wires. Charge-carrier mobility along these wires strongly depends on molecular packing which is controlled by intermolecular interactions. Using solid-state NMR and molecular dynamics simulations we relate how conformations of alkyl and glycol side chains affect helical pitch and angular distribution of molecules within the columnar structures of perylenediimide derivatives. Using the high-temperature limit of Marcus theory we then establish a link between the secondary structure and charge-carrier mobility. Simulation results are compared to pulse-radiolysis time-resolved microwave conductivity measurements. We conclude that for achieving high charge-carrier mobilities in discotics, side chains with specific interactions are required in order to minimize the translational and orientational molecular disorder in the columns.

Graphical abstract: Relationship between supramolecular assembly and charge-carrier mobility in perylenediimide derivatives: The impact of side chains

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Publication details

The article was received on 01 Feb 2011, accepted on 20 Apr 2011 and first published on 02 Jun 2011


Article type: Paper
DOI: 10.1039/C1JM10500K
Citation: J. Mater. Chem., 2011,21, 9538-9545
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    Relationship between supramolecular assembly and charge-carrier mobility in perylenediimide derivatives: The impact of side chains

    F. May, V. Marcon, M. R. Hansen, F. Grozema and D. Andrienko, J. Mater. Chem., 2011, 21, 9538
    DOI: 10.1039/C1JM10500K

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