A multi-stimuli-responsive fluorescence material based on 1,8-naphthalimide.
Meihui ChenYi LiHaixia TianDonghong XieYuping ZhuYuanbin WuXiazhong ZhangMingguang ZhuPublished in: Luminescence : the journal of biological and chemical luminescence (2024)
A pair of 1,8-naphthalimides (NPIs) were designed and successfully synthesized through embellishing amino-containing NPI with 4-diethylaminosalicyladehyde and 4-diethylaminobenzaldehyde, respectively. Their structures were fully confirmed by 1 H/ 13 C NMR, HR-MS and FT-IR spectroscopic studies. Their photophysical properties were systematically investigated in different solvents of varied polarity, in THF/water mixtures with varying water fractions (f w ), and in THF solvent with varying concentrations of NPIs. It inferred that the distinct differences in emission between two NPIs during self-assembled process could be ascribed that the hydroxyl-containing NPI allowed the excited-state intramolecular proton transfer process between -OH and CH=N units in the aggregation state. Interestingly, the solid of 4-diethylaminosalicyladehyde-functionalized NPI exhibited multi-stimuli-responsive fluorescence changes involving mechanofluorochromism and HCl/NH 3 vapor stimulus-induced conversion. However, no remarkable change was observed in the photoluminescence (PL) spectra for the solid of 4-diethylaminobenzaldehyde-functionalized NPI under the stimuli of mechanical force and organic solvent.
Keyphrases
- ionic liquid
- energy transfer
- quantum dots
- room temperature
- single molecule
- high resolution
- cancer therapy
- mass spectrometry
- magnetic resonance
- multiple sclerosis
- atomic force microscopy
- molecular docking
- solid state
- high glucose
- molecularly imprinted
- diabetic rats
- case control
- oxidative stress
- molecular dynamics
- liquid chromatography
- light emitting