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A Dual‐Mode Colorimetric/Fluorescent Sensor Comprising Rhodamine B and Piperazine: Response to Acidic pH Values and Investigation of Recognition Mechanism
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-03-17 , DOI: 10.1002/slct.202000140
Fang‐hui Wu 1 , Xiang‐rui Luo 1 , Jun‐qing Yang 1 , Mei‐juan Ren 1 , Xian‐wen Wei 1 , Zhengquan Yan 2
Affiliation  

A dual‐mode “turn‐on” fluorescent‐colorimetric sensor, 1‐methyl piperazine rhodamine amide (MPRA), has been identified and developed for acidic pH detection in practice. After its structure and photophysical property were characterized and investigated in detail, it was noted to find that nonfluorescent and colorless MPRA would present rose Bengal color and emit strong saffron yellow fluorescence simultaneously with pH decreasing from 7.2 to 1.8 in PBS/acetonitrile (1 : 1, v/v). Under the optimized conditions, MPRA expressed an excellent partitioned and dual‐mode response to pH, i. e., ranging from 1.8 to 3.6 and 3.6 to 7.2 for fluorescent analysis, and 1.8 to 4.0 and 4.0 to 7.2 for colorimetric one with the acidity constant (Ka) of 1.75 obtained from Henderson‐Hasselbach equation. Importantly, the sensing was real‐time and reversible, which was successfully applied for pH detection in real fruit aqueous samples with R.S.D. less than 5.0%. The selective recognition mechanism for MPRA to H+ was confirmed to be the ring‐opened amide form mechanism by 1H NMR and theoretical calculation. MPRA will be a potential dual‐mode sensor for on‐site monitoring pH in acidic environments.

中文翻译:

包含若丹明B和哌嗪的双模式比色/荧光传感器:对酸性pH值的响应和识别机制的研究

一种双模式“开启”荧光比色传感器,即1-甲基哌嗪若丹明酰胺(MPRA)已被识别出来,并已在实际中开发用于酸性pH检测。在对其结构和光物理性质进行表征和详细研究后,我们发现发现无荧光和无色的MPRA会呈现玫瑰色孟加拉色并发出强的藏红黄色荧光,同时在PBS /乙腈中pH从7.2降至1.8(1:1 ,v / v)。在最佳条件下,MPRA对pH表现出出色的分区和双模响应,即。例如,对于荧光分析而言,其色度范围为1.8至3.6和3.6至7.2,对于色度为1的酸度常数为(K a从Henderson-Hasselbach方程获得的1.75)。重要的是,传感是实时且可逆的,已成功应用于RSD小于5.0%的真实水果水性样品的pH检测。通过1 H NMR和理论计算,证实MPRA对H +的选择性识别机制是开环酰胺形式的机制。MPRA将成为潜在的双模式传感器,用于在酸性环境中现场监测pH值。
更新日期:2020-03-19
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