Pyrene Sulfonate Synthesis And Performance Research

Pyrene was an aromatics organism with strong fluorescence activity. The fluorescence properties and photosensitive of Pyrene and its Derivatives play an important role as Fluorescent probes, Light-emitting materials and dyes.Pyrene-1-sulfonic acid sodium,1,6-pyrenedisulfonate,1,3,6,8-Pyrenetetrasulfonic acid tetrasodiumsalt was synthesized form pyrene by sulfonation. The structures of these compounds were characterized by FI-IR, H1NMR/C13NMR, MS, and Atomic emission. Effects of reaction temperature, time, and ratio of reactants on the yield of Pyrene-1-sulfonic acid sodium was explored. The yield was 73.0% when the mole ratio of pyrene and concentrated sulfuric acid was 1:2.5, reaction temperature was 15℃and time was 12 h. Effects of concentrated sulfuric acid with different concentrations on the reaction when 1,6-Pyrenedisulfonate was synthesized was studied. The yield was 31.28% when the mole ratio of Pyrene-1-sulfonic acid sodium and concentrated sulfuric acid(98%) was 1:2.3, reaction temperature was 20℃and time was 23-25 h. The optimum synthesis conditions for 1,3,6,8-pyrenetetrasulfonic acid tetrasodium salt was with 50% Fuming sulfuric acid and a higher temperature at 40℃, and on this condition the yield was 71.01%.The poly (Pyrene-1-sulfonic acid sodium salt) (PPyS) films were successfully electropolymerized. The impedance spectra of PPyS films indicated that the electron transfer resistance was about 23Ω. the fluorescent results exhibited that the emission band of PPyS(471 nm) was red-shifed at least 76 nm in comparison with the monomer. Both the impedance and the fluorescent spectra demonstrated that the PPyS films were good semiconducting polymer and excellent blue-light-emitting material, respectively.UV and fluorescence spectras of 1.3,6.8-Pyrenetetrasulfonic acid tetrasodiumsalt in solves of water, Methanol, DMSO and DMF were assayed, and the quantum yields were calculated. As the solvent polarity increased, Stocke'S shift and the quantum yield increased. The quantum yield was 0.511, the Maximum fluorescence emission wavelength was 388 nm in water whicd was consistent with the calculated value 381nm.