Energy and Electron Transfer in a Poly(fluorene-alt-phenylene) Bearing Perylenediimides as Pendant Electron Acceptor Groups

Abstract

We describe the synthesis and characterization of a novel poly(fluorene-alt-phenylene) substituted with perylenediimide (PDI) moieties as pendant groups. Cyclic voltammetry experiments show the amphoteric nature of the material, which combines the good electron donor ability of the polymeric chain with the acceptor properties of the pendant PDI moieties. Absorption spectroscopy suggests the presence of PDI aggregates, whereas the emission spectra show a strong emission quenching of both the polymeric backbone and the PDI units. Further investigation on the energy and/or electron-transfer processes involved is carried out by temperature-dependent excitation spectra and photoluminescence lifetimes. These studies show the presence of electron transfer not only from the electron donor polymeric chain to the pendant PDI units but also, and more remarkably, to PDI aggregates both in solution and in solid state, as is further confirmed by photoinduced absorption spectroscopy.

Optical and electrochemical properties of polyether derivatives of perylenediimides adsorbed on nanocrystalline metal oxide films

“…The fluorescence lifetime of SA films are measured to be between 15.7-18.2 ns, which are significantly longer than those in CHCl 3 . The longer fluorescence lifetime in SA films is in agreement with literature and explained by the formation of excimer type species in films [48,53] The experimental data clearly points that the presence of new species which could be an excimer type of aggregates or complexes of PDIs in SA films. The fluorescence spectra of PDIs in PS and NA thin films are similar to those in solutions but lower in fluorescence intensity.…”

“…The absorption maxima are changed from 522 to 488 nm whenever the dye environment is changed from CHCl 3 solvent to film matrix. Although the nature of this shift is not very well known, it is related to the intermolecular interactions and aggregation tendency of these dyes in thin films [45][46][47][48]. The ratio of absorbances of 522 to 488 nm band decreases, which often indicates aggregation of these dye molecules [48].…”

Synthesis, Ensemble, and Single Molecule Characterization of a Diphenyl-Acetylene Linked Perylenediimide Trimer

“…[1][2][3][4][5][6][7][8][9][10][11] The use of multiple chromophores in one synthetic architecture increases the versatility and functionality even more. However, bringing multiple chromophores in close proximity introduces interactions between the chromophores and opens up new photophysical pathways.…”

Spectral characteristics and fluorescence quenching of N,N′-bis(4-pyridyl)-3,4:9,10-perylenebis(dicarboximide) (BPPD)

“…A very active area of research involving PBI systems involves their use in photoinduced electron and energy transfer processes [26]. In this regard, electroactive unites have been connected to the PBI dye to generate molecular assemblies in which such electronic interactions can occur efficiently [27]. PBI dyes are of interest because of its n-type characteristics [28].…”