Key Laboratory of Nanobiosensing and Nanobioanalysis at Universities of Jilin Province, Faculty of Chemistry, Northeast Normal University, Changchun 130024, PR China.
Key Laboratory of Nanobiosensing and Nanobioanalysis at Universities of Jilin Province, Faculty of Chemistry, Northeast Normal University, Changchun 130024, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Jun 5;233:118191. doi: 10.1016/j.saa.2020.118191. Epub 2020 Feb 24.
A well-designed naphthopyran-diaminomaleonitrile dyad (sensor 1) has been synthesized successfully, its molecular structure was well characterized by NMR and mass spectrometry. Sensor 1 exhibits excellent photochromic and photochromic fluorescence switch performance with reversible color change and good fatigue resistance upon alternating ultraviolet irradiation and thermal bleaching. In addition, sensor 1 displayed excellent fluorescent and colorimetric sensing ability towards Cu ions with high selectivity and sensitivity. The addition of 5.0 equiv. of Cu ions into sensor 1 (1 × 10) in CHCN solution significantly quenched the fluorescence of sensor 1 by 80.0%. Furthermore, the addition of Cu ions also caused the complete disappearance of the absorbance band at 350-450 nm in absorbance spectra of sensor 1 and accompanied by the distinct color change form yellow to colorless. Job's plot, mass spectrometry, H NMR titration and DFT calculations proved that sensing performance was attributed to the formation of 1:1 sensor 1-Cucomplexes. Sensor 1 can monitor the existence of Cu ions in living cells via the fluorescence images. Sensor 1 showed great potential applications as chemosensor and photochromic materials.
成功合成了一种设计良好的萘并吡喃-二氨基马来腈二聚体（传感器 1），其分子结构通过 NMR 和质谱法得到了很好的表征。传感器 1 表现出优异的光致变色和光致荧光开关性能，具有可逆的颜色变化和良好的耐疲劳性，可通过交替的紫外光照射和热漂白进行。此外，传感器 1 对 Cu 离子表现出优异的荧光和比色传感能力，具有高选择性和灵敏度。在 CHCN 溶液中，将 5.0 当量的 Cu 离子加入到传感器 1（1×10）中，传感器 1 的荧光显著猝灭了 80.0%。此外，加入 Cu 离子还导致传感器 1 的吸收光谱中 350-450nm 处的吸收带完全消失，同时伴随着明显的颜色从黄色变为无色。Job 图、质谱、1H NMR 滴定和 DFT 计算证明，这种传感性能归因于 1:1 传感器 1-Cu 配合物的形成。传感器 1 可以通过荧光图像监测活细胞中 Cu 离子的存在。传感器 1 作为化学传感器和光致变色材料具有很大的应用潜力。
