In this study, a π-conjugated organic compound based on distyrylbenzenes contains an amino substituent (as an electron-donor group) and a sulfone moiety (as an electron-withdrawing group) was investigated in the viewpoint of solvatochromism effects and the possibility of pH-sensitivity. This fluorescence dye (2-(ethyl(4-((E)-4-((E)-4-(methylsulfonyl)styryl)styryl)phenyl)amino)ethan-1-ol, ASDSB) showed Uv-Vis absorption in the range of 377-407 nm with high molar extinction coefficients (ε = 0.05 × 105-1.05 × 105 M-1.cm-1) in tested solvents with different polarities. This fluorescent compound emits in the region of visible spectrum (513-631 nm) with Stokes shifts of 5077.02-8912.66 cm-1. The combination of ASDSB with poly(methyl methacrylate) (PMMA) and polyvinyl alcohol(PVA) polymers exhibits different photophysical properties which related to the polarity of polymers. By change of pH of dissolved ASDSB in methanol, a hypsochromic shift was observed. This phenomena is correspond to the change of chromophore upon protonation of amino group and its conversion to ammonium salt. In the case of solid samples, the bathochromic shifts (426-535 nm) were observed at the maximum emission wavelength for PMMA polymer. While no significant change in the maximum emission wavelength of ASDSB in PVA polymer were detected.
Keywords: Distyrylbenzenes; Donor-π-acceptor systems; Fluorescence; Thin films; pH sensitive.