New stable donor–acceptor dyads for molecular electronics

A series of new donor-bridge-acceptor dyads with high chemical, electrochemical, thermal and conformational stability were synthesized by Stille coupling of oligo(3,4-ethylenedioxy)thiophenes (nEDOTs) and 1,4,5,8-naphthalenetetracarboxydiimide (NDI) building blocks. The molecular design provides for...

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Bibliographic Details
Published in:Journal of materials chemistry 2011-01, Vol.21 (5), p.1470-1478
Main Authors: Kondratenko, Mykola, Moiseev, Andrey G., Perepichka, Dmitrii F.
Format: Article
Language:English
Subjects:
Anchoring
Coupling (molecular)
Electrodes
Inspection
Mathematical analysis
Nondestructive testing
Optoelectronics
Stability
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Summary:A series of new donor-bridge-acceptor dyads with high chemical, electrochemical, thermal and conformational stability were synthesized by Stille coupling of oligo(3,4-ethylenedioxy)thiophenes (nEDOTs) and 1,4,5,8-naphthalenetetracarboxydiimide (NDI) building blocks. The molecular design provides for complete separation of HOMO and LUMO orbitals. A thiol functionality allows for selective anchoring of the dyads to metal electrodes, through either the donor or acceptor sides of the molecule. The optoelectronic properties of the dyads, both in solution and in self-assembled monolayers on gold, were characterized by electrochemistry, spectroelectrochemistry and UV-Vis absorption/emission spectroscopy and the results were further supported by DFT calculations.
ISSN:0959-9428
1364-5501
DOI:10.1039/C0JM02545C