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Hydrazine functionalized probes for chromogenic and fluorescent ratiometric sensing of pH and F−: experimental and DFT studies
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2017-09-28 00:00:00 , DOI: 10.1039/c7pp00246g
Additi Roy Chowdhury 1, 2, 3, 4, 5 , Amita Mondal 1, 2, 3, 4, 6 , Biswajit Gopal Roy 4, 6, 7, 8 , Jagadeesh C. Bose K 4, 9, 10, 11 , Sudit Mukhopadhyay 4, 9, 10, 11 , Priyabrata Banerjee 1, 2, 3, 4, 5
Affiliation  

Two novel hydrazine based sensors, BPPIH (N1,N3-bis(perfluorophenyl)isophthalohydrazide) and BPBIH (N1′,N3′-bis(perfluorobenzylidene)isophthalohydrazide), are presented here. BPPIH is found to be a highly sensitive pH sensor in the pH range 5.0 to 10.0 in a DMSO–water solvent mixture with a pKa value of 9.22. Interesting optical responses have been observed for BPPIH in the above mentioned pH range. BPBIH on the other hand turns out to be a less effective pH sensor in the above mentioned pH range. The increase in fluorescence intensity at a lower pH for BPPIH was explained by using density functional theory. The ability of BPPIH to monitor the pH changes inside cancer cells is a useful application of the sensor as a functional material. In addition fluoride (F) selectivity studies of these two chemosensors have been performed and show that between them, BPBIH shows greater selectivity towards F. The interaction energy calculated from the DFT-D3 supports the experimental findings. The pH sensor (BPPIH) can be further interfaced with suitable circuitry interfaced with desired programming for ease of access and enhancement of practical applications.

中文翻译:

肼官能化的探针用于pH和F的发色和荧光比率传感- :实验和研究DFT

两种新型肼基传感器,BPPIHÑ 1Ñ 3 -双(全氟苯基)isophthalohydrazide)和BPBIHÑ 1' Ñ 3' -双(perfluorobenzylidene)isophthalohydrazide),在此提出。BPPIH被发现是在pH范围5.0一个高度敏感的pH传感器对在DMSO-水溶剂混合物与AP 10.0 ķ一个的9.22值。在上述pH范围内,对于BPPIH观察到了有趣的光学响应。BPBIH另一方面,在上述pH范围内,pH传感器的效果较差。使用密度泛函理论解释了BPPIH在较低pH值下荧光强度的增加。BPPIH监测癌细胞内pH值变化的能力是传感器作为功能材料的有用应用。在氟除了(F -已执行这两种化学传感器的选择性研究,并表明它们之间)BPBIH对F显示更大的选择性- 。从DFT-D3计算出的相互作用能支持了实验结果。pH传感器(BPPIH可以进一步与合适的电路接口,该合适的电路与期望的编程接口,以便于访问和增强实际应用。
更新日期:2017-11-08
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