Journal
JOURNAL OF MATERIALS CHEMISTRY
Volume 21, Issue 47, Pages 19049-19057Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1jm13397g
Keywords
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Funding
- AFOSR [FA9550-08-1-0331]
- Polyera Corp.
- ANSER Center, an Energy Frontier Research Center
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences [DE-SC0001059]
- NSF-MRSEC
- Grants-in-Aid for Scientific Research [23750223] Funding Source: KAKEN
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A series of donor-acceptor molecules consisting of core-brominated and -cyanated perylene-3,4: 9,10-bis(dicarboximide) (PDI) structures covalently linked to two terminal pendant alkylanthracenes (A) is described. These hybrid molecules, having varying alkyl tether lengths as well as PDI electron affinities, were synthesized by condensation of a 1,7-dibromoperylene tetracarboxylic acid anhydride with the appropriate aminoalkylanthracene, followed by cyanation with CuCN. Thermal, optical, and electrochemical properties were characterized. PDI moiety photoexcitation results in pendant anthracene oxidation, generating (1)(A(+center dot)-PDI-center dot-A) species. The solution dynamics of this one-electron charge separation were characterized by ultrafast transient absorption spectroscopy, and charge separation rates are found to vary with alkyl tether length. Trends in these rates are attributed to solution phase geometric variations of the PDI-A structure, reflecting the flexibility of the spacer.
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