Synthesis Of Chiral Tetraphenylethene Derivative With Aggregation Induced Emission And Investigation On Chiral Recognition

The organic molecule with aggregation-induced emission （AIE） effect which generates astrong fluorescence in aggregation phase and has not emission in solution has receivedincreasing interest in recent year, due to broad application in organic light-emittingmaterials, biological and chemical sensors. Fluorescent sensors have many advantages suchas efficiency, sensitivity, accuracy and convenience in chiral recognition of enantiomers.Based on the above reasons, a new chiral compound with AIE effect was synthesized andthe properties of chiral recognition were investigated in this thesis.（1）. A new chiral tetraphenylethene derivative36bearing an optical activity aminol groupwas synthesized and characterized by¹H-NMR,¹³C-NMR, MS and IR. It was found thatthis compound has AIE effect.（2）. In different solvents, compound36showed not only exceptionally highenantioselectivity but also very wide applicability for a broad variety of chiral acids.（3）. The fluorescence intensity ratio （enantioselectivity） aroused by two enantiomes ofchiral acids could change as concentration and solvent（s） were changed. Even at5×10^-6M,36also led to a high intensity ratio up to16. So it showed very high sensitivity forquantitative determination of enantiomer purity.（4）. There are significant differences in aggregates morphology aroused by enantiomers.Finally, the feasibility of chiral recognition are proved again by¹HNMR titration andparticle size analysis.