Search

A novel ionic responsive Schiff base organic gelator was successfully designed and synthesized. The solvent selection experiment showed that the gelator showed good thermoreversible gelator behavior in aniline, valerate alcohol and isopropyl alcohol. FT-IR studies have shown that C=O and N–H of molecules participate in the formation of intermolecular hydrogen bonds, thus promoting the formation of gelator states. The XRD and SEM results show that the molecules self-assemble in the dry gelator to form the entangled network structure. In addition, the fluorescence spectrum test of gelling agent G showed that gelling agent G could specifically recognize Cu2+. Gelator G has good selectivity, low detection limit (2.92 × 10–8 M) and high sensitivity, which can be applied to the detection of Cu2+ in biology, environment and other fields. The results show that gelator G has broad application prospects in materials science, chemistry, biomedicine and other fields. It also confirms that benzopyran-derived hydrazone Schiff base compounds have far-reaching research significance. [ABSTRACT FROM AUTHOR]

Herein, a novel ferrocenyl pyrazoline–based organic gelator (Z) was synthesised and studied. Adding Z in various solvents could form stable organic gels, the state of which could be reversibly converted to the solution form from the gel form by heating or cooling. X-ray diffraction, Fourier-transform infrared spectroscopy and scanning electron microscopy revealed that intermolecular hydrogen bonding, π-π stacking and van der Waals interaction are the key to form organogels via the self-assembly of Z. The optical properties and fluorescence spectra of the compound were studied using ultraviolet–visible spectrophotometry. We found that the fluorescence of Z is highly selective and responsive to different metal ions, including Cu2+. Z was further used for intracellular imaging of living BHK-21 cells, showing excellent bioactivity and thereby, indicating its potential in broad applications. In addition, Z can respond to radiation, heating and vibration, thus giving the organic gel more stimulation. [ABSTRACT FROM AUTHOR]

Two triphenylamine chalcone derivatives 1 and 2 were synthesized through the Vilsmeier-Haack reaction and Claisen-Schmidt condensation reaction. Through ultraviolet absorption spectroscopy and fluorescence emission spectroscopy experiments, it was confirmed that these two compounds exhibited good aggregation-induced emission (AIE) behavior in ethanol/water mixtures. The solvent effect test showed with the increase of the orientation polarizability of the solvent, the Stokes shift in the solvent of compound 1 and compound 2 shows a linear change trend. Through solid state fluorescence test and universal density function theory (DFT), the existence of π-π stacking interaction in the solid state of the compound has been studied, resulting in weak fluorescence emission. pH has no effect on the fluorescence intensity of the aggregate state of excited state intramolecular proton transfer (ESIPT) molecules in an acidic environment, but greatly weakens its fluorescence intensity in an alkaline environment. Cyclic voltammetry (CV) test shows that compound 1 was more prone to oxidation reaction than compound 2. The results of thermal stability test show that the thermal stability of compound 1 was better than that of compound 2, indicating that triphenylamine chalcone derivatives can improve the thermal stability of compounds by increasing the number of branches. [ABSTRACT FROM AUTHOR]

Firstly, a novel pyrazole-pyrazoline fluorescent probe was developed and synthesized. The probe can be used to determine Fe3+ ions in a series of cations in tetrahydrofuran aqueous solution with high selectivity and high sensitivity. After the addition of iron ions, the fluorescence intensity is significantly reduced, Its structure was characterized by 1H NMR, 13C NMR and HR-ESI-MS. UV absorption spectra and Fluorescence spectroscopy were used to study the selective recognition of probe M on metal ions. The probe M can selectivity and sensitivity to distinguish the target ion from other ions through different fluorescence phenomena. In addition, the binding modes of M with Fe3+ were proved to be 1:1 stoichiometry in the complexes by Job's plot, IR results. The combination of probe M and iron ions is 1:1, and the detection limit is 3.9 × 10−10 M. The binding mode and sensing mechanism of M with Fe3+ was verified by theoretical calculations using Gaussian 09 based on B3LYP/6-31G(d) basis. [ABSTRACT FROM AUTHOR]

A novel coumarin-derived acylhydrazone Schiff base fluorescent organogel (G 1) was designed and synthesized. Gelator G 1 can form stable organogels in isopropanol, tert-amyl alcohol, n -butanol and phenylamine. The organogel could be converted to solution by heating and the solution could be restored to gel state by cooling. The self-assemble mechanism of G1 was investigated by XRD, FT-IR and SEM techniques. The results indicated the intermolecular hydrogen bonding, Van der Waals interaction and π-π stacking are the forces for the self-assembly of the gelator to form the organogel. The optical properties of the compound were studied by UV–visible spectroscopy and fluorescence spectra. Further study presented that gelator G1 could selectively and sensitively response to Fe3+ only among tested cations. Beside the above functions, the organic gel factor G1 could also response to irradiation, heating and shaking, thus endowing the organogel with multi stimulus responsive properties. Unlabelled Image • A novel coumarin-derived hydrazide Schiff based fluorescent organogel was synthesized. • The gelator G1 can form stable organogels in isopropanol, tert-amyl alcohol, n -butanol and phenylamine. • The G 1 can response to heating, irradiation and shaking. • The gel factor could selectively and sensitively respond to Fe3+ only among common metal cations. [ABSTRACT FROM AUTHOR]

[Display omitted] • A novel pyrazoline fluorescent probe for detection of Fe3+was designed. • The probe A displays an excellent selective response to Fe3+ ion over other metal ions. • The probe A exhibit high absorption intensity and long emission wavelength. A novel coumarin-based pyrazoline fluorescent probe A was synthesized through a four-step reaction. The structure was characterized by 1H NMR(Nuclear magnetic resonance), 13C NMR and HR-ESI-MS(High resolution electrospray ionization mass spectrometry). The optical properties of the fluorescent probe was investigated by UV–vis absorption and fluorescence emission spectra. The results showed that the addition of Fe3+ makes the fluorescence emission spectra of A quenched and displayed a linear fluorescence response to Fe3+ with a detection limit of 1.01 × 10−7 M. It also shows good reversibility upon addition of EDTA(Ethylene diamine tetraacetic acid). The structure of the fluorescent probe was optimized by DFT(Density functional theory) calculations, and the binding mechanism between the fluorescent probe and the recognition ion was explained. Moreover, the probe also has practical application in cell imaging. [ABSTRACT FROM AUTHOR]