Synthesis,Photochemical Properties,Aggregating And Deaggregating Study Of Organic Amphiphile Material

In this dissertation, two series of single chain amphiphiles weresynthesized starting from 1,5'-dihydroxylnaphathalene and 2,6'-dihydroxylnaphathalene chromophore. These two series of amphiphilesare characterized with long-chain alkyl group as hydrophobic group and–N⁺(CH3)3 as hydrophilic group. The aggregate state and photochemicalproperties of their dilute aqueous solution are investigated in details.By TEM technique, self-organization behavior of dilute aqueoussolution of single chain naphthalene-containing amphiphile wereobserved as spheric vesicle, a bilayer membrane structure which wasconfirmed by DSC test for the existence of liquid-crystal state.Synthetic bilayer membrane, for its fluidity and organizationfunction, can be utilized not only as simulation model of biologicalmembrane to evaluate its various function, but also as a photo-inducedenergy carrier. In this dissertation, binary energy transfer system,C₁₆Naph(2,6)C₄N⁺/titan yellow, C₁₆Naph(2,6)C₄N⁺/fluo-yellow sodium,C₁₂Naph(1,5)C₄N⁺/titan yellow, and ternary energy transfer system,C₁₆Naph(2,6)C₄N⁺/titan yellow/fluo-yellow sodium were studied, whichcontained 1,5'-linked naphthalene and 2,6'-linked naphthalene as energydonor, respectively.Experimental results demonstrated that vesicles with bilayermembrane structure of single chain naphyhalene-based amphiphile is adesired system to study energy transfer for the self-organization behaviorof amphiphile. Binary energy transfer systems, C₁₆Naph(2,6)C₄N⁺/titanyellow, C16Naph(2,6)C4N+/fluo-yellow sodium, C₁₂Naph(1,5)C₄N⁺/titanyellow are in agreement with Foster mechanism, and thereby, the energytransfer efficiency of C16Naph(2,6)C4N+/fluo-yellow sodium,C12Naph(1,5)C4N+/titan yellow were calculated with the former high as70.89%. As quencher, fluo-yellow sodium and titan yellow correspond toStern-Volmer quenching dynamics, and thereby, the quenching constantof fluo-yellow sodium to C16Naph(2,6)C4N+ and titan yellow toC12Naph(1,5)C4N+ were calculated as 5.65×105L?M-1 and 1.75×105L?M-1,respectively. For C16Naph(2,6)C4N+/fluo-yellow sodium energy transfersystem, the overlap of emission band of C16Naph(2,6)C4N+ and excitedband of fluo-yellow sodium was small, however, energy transferefficiency was high as 70.89%. This can be attributed to the increasedconcentration of fluo-yellow sodium on the surface of vesicle ofC16Naph(2,6)C4N+ resulted from electrostatic attraction between anionsof fluo-yellow sodium and cations of C16Naph(2,6)C4N+ vesicles. Under proper conditions, bilayer membrane of single chain1,5'-linked naphthalene chromophore can form excimer or exciplexe,which generally resulted from the interaction of one excited moleculeand another ground state molecule. The molecular aggregate, anorganized molecule system formed by weak non-covalence bond action,exhibit macroscopic properties and functions otherwise for the simplepacking of single and multiple molecules. For instance, fluorescenceband of excimer is red-shifted compared with its monomer. Theformation conditions and deaggregating behavior of excimer based onC10Naph(1,5)C4N+ were probed from the aspects of molecular structure,temperature, concentration. CAgC (critical aggregate concentration ) forthe formation of excimer was deterimined by fluorescence spectrum as5.4×10-5mol/L. The study of deaggregating behavior of excimer is attempted tosearch for an intoxic, water-soluble deaggregator with high efficience.