Synthesis And Properties Of The Novel Amino Acid Schiff Based Organic Gelators

In this thesis, we designed and synthesised the C12-L- lysine Schiff bases gelator G1, and C15-L- valine Schiff bases gelator S1, S2, S3 with the raw materials of the chiral amino acids acylhydrazone and different substituted benzaldehyde. We also characterized these gelators by 1H NMR, 13 C NMR, MS and other testing methods.We tested the gelating behavior of these gelators in various organic solvents by using the “stable to inversion of test tube method. When ultrasound was applied to G1 in morpholine at room temperature, a light yellow gel was produced. The gel state is maintained by the addition of R-BINOL, while the gel collapsed after the S-BINOL was added. This provided a new reliable method to visual recognition BINOL just by the naked eye. G1 can also form a stable gel in nitrobenzene at room temperature. After the Mg ion was added, it still able to form a gel, but the Zn ions made the gel collapse. Through the change of fluorescence and gel state recovery of D, L- tartaric acid were added. This provide a new method to visual recognition of tartaric acids. The novel gelator S1, its solution appears high fluorescence upon addition of Zn2+. More interestingly, the addition of D-tartaric acid led to the gel reservation、fluorescence quenching and color changing, which can be clearly observed by the naked eye for direct visual enantioselective recognition. The gelator S2 could form a stable gel in DMSO at room temperature,which can form a metal stimuli-responsive gel.