Phenylalanine Derivatives As Low Molecular Mass Organogels For Fluorescent Sensing

Low molecular mass organogels with specific functions as a novelsupramolecular functional materials, Since the application of intelligent sensing areasattracted the attention of many chemists. After introducing a specific functional group,which holds on the basis of the original function of the gel, it can also intelligentresponse to external stimuli, such as the detection and identification of heat, light,electricity, chemical stimulation, etc. after removing the external stimuli, and can bequickly restored to its original state, exhibit good sensitivity and reversibility.Therefore, to build a small molecule organic gel materials with intelligent responsefunction has important applications in the preparation of supramolecular devices andinformation processing and delivery process.We have synthesized some Phenylalanine derivatives Low Molecular MassOrganogels, studied their self-assembling and photophysical properties, andfluorescence sensing properties. Innovative research results obtained are summarizedas follows:1. N-lauroyl phenylalanines (C12Ph) and1,4-bis(2-(pyridin-4-yl)vinyl)-benzene (BPVB) have been synthesized. The test of their gelation abilities before andafter the formation of composite gel suggested that the introduction of BPVBincreases the gelation ability of C12Ph. Moreover, C12PhBPVB has low criticalgelation concentration in nonpolar aliphatic solvents. Such fibrous films wereprepared using the gels of C12PhBPVB for detecting and discriminating the types ofamine. Therefore, this work contributes to the expansion of the design concept ofsensory materials for detecting organic amines.2. Two D-π-A-π-D carbazole derivatives (DQC、DQTC) with quinoxalinemoiety was designed and synthesized, It was found that the molecular conjugationcan influence the photophysical property. The addition of electronacceptor(C12C60COOH) would quench the DQC and DQTC emission, whichindicates the occurrence of photo-induced electron transfer from aggregates of DQC and DQTC to C12C60COOH. In addition, we have constructed DQC film, andfound that they had an excellent response to volatile acids such as hydrochloric acid,TFA, and so on. The emission of these films could be reversibly recovered byexposure to NH3. This work suggests that these films can be used for detectionvolatile acids.