Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 4, Pages 1141-1152Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0108313
Keywords
-
Categories
Ask authors/readers for more resources
A series of novel and soluble C-60-(pi-conjugated oligomer) dyads were synthesized, starting from suitably functionalized oligomer precursors (i.e., dihexyloxynaphthalene, dibexyloxynaphthalene-thiophene, and dihexyloxybenzene-thiophene). A systematic change in the nature of the oligomeric component allowed (i) tailoring the light absorption of the chromophore by shifting the ground-state absorption from the ultraviolet to the visible region and (ii) varying the oxidation potential of the donor. The resulting electro- and photoactive dyads were examined by electrochemical and photophysical means. In general, both singlet-singlet energy transfer and intramolecular electron transfer were found to take place and, most importantly, to compete with each other in the overall deactivation of the photoexcited oligomer. The selection of polar solvents in combination with the dihexyloxybenzene-thiophene donor shifted the reactivity from an all energy (1a; dihexyloxynaphthalene) to an all electron-transfer scenario (1d, dihexyloxybenzene-thiophene). Encouraged by the favorable electron-transfer properties of dyad 1d, we prepared photodiodes by embedding 1d between asymmetric metal contacts, which showed external monochromatic efficiencies (IPCE) close to 10% at the maximum absorption of the molecule.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available