Supramolecular Polymer As Fluorescent Probe Based On Triphenylamine(TPA)

Triphenylamine(TPA),which is structured a propelle-like geometry with a nitrogen atom in the center,is widely used in photoelectric materials and hole-transporting materials due to its larger steric hindrance factors,super conjugate electronic effect and high hole mobility.The three benzene rings linked with the nitrogen atom of triphenylamine,with its high activity,structural diversity and easily modified characteristics,can be connected with external different functional groups at appropriate positions and a series of luminescent materials with specific functions can be produced.In this paper,with a comprehensive survey of application studies of triphenylamine derivatives,we have prepared a series of triphenylamine(TPA)derivatives with recognition group through Suzuki-Miyaura coupling reaction.Optical properties and supramolecular Polymer fluorescent probe performance of these triphenylamine(TPA)derivatives will be investigated.The main research contents are as follows:1.Two triphenylamine(TPA)derivatives with strong blue-light-emitting photoluminescence material had been synthesized through Suzuki-Miyaura coupling reaction.The luminescent properties were investigated through UV-vis and fluorescence spectroscopy.These triphenylamine(TPA)derivatives serve as highly selective and sensitive supramolecular polymer fluorescent probes for picric acid(PA)in DMSO and The detection limit and quenching constant Ksv were determined respectively.The quenching mechanism of TAPA and theoretical study revealed that the ground-state electron transfer interaction arises between the electron-deficient PA and the electron-rich TAPA.In addition,TAPA-coated TCL strips have been prepared by dip-coating thin layer chromatography(TCL)for trace detection of PA at attogram level.2.A novel triphenylamine-based supramolecular polymer fluorescent sensor tris((4-amino)phenylduryl)amine(m-TAPA)for Fe3+/Cu2+ion has been developed.m-TAPA shows high selectivity and sensitivity toward Fe3+/Cu2+ over alkali and transition metal ions in aqueous solution.The possible mechanism of fluorescence quenching was that Fe3+/Cu2+ can be captured by the NH2 groups of m-TAPA to form non-fnuorescent complexes,resulting in strong quenching.The detection limits of Fe3+and Cu2+ were calculated to be 230 nM and 620 nM,respectively.Furthermore,fluorescent test strips have been prepared for convenient detection of Fe3+ and Cu2+ions in environmental water samples,even in drinking water.3.Two categories of triphenylamine(TPA)derivatives had been synthesized through Suzuki-Miyaura coupling reaction.TCEPA and TCPA serve as supramolecular polymer fluorescent probe exhibit superior detection capability for PA in solution state at the ppb level(40ppb and 5ppb respectively)and efficient quenching behaviours in the vapor phase at room temperature.In addition,fluorescent test strips have been prepared by dip-coating Thin layer chromatography(TCL)for trace detection of PA at the attogram level.4.The TAPS with emissive electron donor-acceptor(D-A)conjugated structure were designed and synthesized based on schiff base reaction.Decoration of with salicylic aldehyde group changes their emission behaviors from ACQ to AIE,making resulting TAPS nonluminescent in common solvents but highly emissive when aggregated as supramolecular polymer,solid powders owing to their highly twisted configurations,compounds also display a bathochromic effect due to its intramolecular charge transfer(ICT)attribute.Combined ICT and AIE features render TAPS intense solid yellow emitters with quantum efficiencies of 43.8%.More interesting is that TAPS show very stable low-molecular-mass organic gelator(LMOG)properties in the organic solvents.Furthermore,the TAPS with ICT,AIE and gelator properties inspires us to explore its potential applications as a fluorescent probe for PA.