Synthesis And Properties Of A Novel Fluorescent Object

With the well-known optoelectronic properties, Oligo(p-phenylenevinylene, OPV) has received enormous attention due to its well-defined molecular structure and excellent tunable optical properties. On the other hand, fluorescent molecular rotaxane has been attracted increasing attention because of its high sensitivity, selectivity and application in analytical chemistry and supramolecular chemistry. In this thesis, a series of dicationic OPV derivatives have been successfully synthesized and evaluated. Furthermore, various analysis methods involving fluorescence emission spectroscopy, Isothermal Titration Calorimetry(ITC),have been adopted to indentify the supramolecular assemble structures and properties of the interaction complexes of cucurbit[n]urils(Q[n]) with above guests and the features as the fluorescent probe.This thesis mainly completed the following contents:(1) Synthesis and properties of OPV fluorescence moleculars. Bromoalkanes with different lengths of carbon chain, carboxylic acids, 4-Methyl-pyridine,Benzene-1,4-dicarbaldehyde were seavered as the reagents to synthesize different lengths of carbon chain molecules. The recognition and sensing properties of these probes to metal ions,anions, Q[n] and biomacromolecule were investigated by the using of UV-vis spectrum and fluorescent spetrum and the recognition mechanism was investigated by ITC,1H NMR and ES-MS. The recognition properties of the target compounds to metal ions,anions,Q[n] and biomacromolecule were investigated by florescence and UV-vis absorption spectra.Acoordingly, the recognition mechanism, composition, sites and control conditions of the complexation were discussed hereinto.(2) Probe bpeb exhibited a unique ratio of fluorescence recognition performance, and showed good selectivity, sensitivity for Hg2+, which can be used as fluorescence quenching probe. The 2:1 coordination ratio of bpeb and Hg2+was confirmed by the evidences of spectral titration, MS and ITC experiments.(3) Probe 1, 2, 3 showed the good colorimetric recognition for NO3-. The optimal performance of probe 2 was used for anions detection in living cells by the cell imagingtechniques.(4)The supramolecular self-assembly of Q[n] with 9,10,11 guests with UV-vis spectroscopy, fluorescent spectroscopy and ITC. First, we researched the interactions of Q[7],Q[6], Q[8], TMeQ[6] and guest moleculars by the fluorescence emission spectroscopy method. The results revealed that interaction complexes of Q[8] with guest molecular 9, 10 and 11 had very obvious fluorescence signal. When the molar ratio of host and guests changed,the maximum emission wavelength shifted red and fluorescence intensity increased.The analysis results indicated that the interaction complexes of Q[6], Q[7] with guests were mostly in ratio of 1:1, in the cases of interaction of Q[8] with 9, 10, 11, there were different models, including ratios of 0.5:1, 1:1and 1:2.