Aromatic Polyimides Containing Main-Chain Diphenylaminofluorene–Benzothiazole Motif: Fluorescence Quenching, Two-Photon Properties, and Exciplex Formation in a Solid State

A new bis(4-aminophenoxy) monomer containing a two-photon absorbing (2PA) and fluorescent diphenylaminodiethylfluorene–benzothiazole chromophore (AF240) was synthesized and used as a comonomer in preparing a series of heat-resistant, 2PA-active polyimides. Highly organo-soluble, these polymers easily formed optically clear, but nonfluorescent, films that contained covalently bound, AF240-like dye in concentrations up to ∼1.0 M. For comparison purposes, a model compound (AF349) with phthalimido end-caps was also prepared. From the fluorescence data, the presence of phthalimido moieties in both the model compound and the polymers drastically quenched the fluorescence emission from the 2PA moieties of these materials in solution as well as in solid state. Their intrinsic (at 780 nm and with 160 fs pulses) and effective (at 800 nm and 8 ns pulses) two-photon properties in THF solutions (0.02 M), and film samples (40–65 μm thick) were determined by a direct nonlinear transmission technique. Thus, their intrins...

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