Reactive pH molecular probe as well as preparation method and application thereof
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A molecular probe and probe technology, applied in the field of chemical analysis and detection, can solve the problems of being easily interfered by metal ions, poor selectivity, low sensitivity, etc., and achieve strong pH value recognition ability, high synthesis yield, and high sensitivity Effect
Inactive Publication Date: 2017-01-25
UNIV OF JINAN
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[0003] In the prior art, the ubiquitous problem of pH fluorescent probes is that although they have a wide response range to hydroxide ions, up to 7 pH units, they are usually only used for physi
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[0017] Example 1 : Intermediate 1 Synthesis
[0018] Weigh 3.82 g of perylenetetracarboxylic dianhydride and 3 mL of cyclohexylamine, dissolve in 100 mL of DMF, and stir at reflux for 8 hours under nitrogen protection. After the reaction was completed, it was cooled to room temperature, and a large amount of solid was precipitated, which was washed three times with distilled water, 5% KOH solution, and ethanol solution to obtain a dark red solid with a yield of 91%. NMR mass spectrometry is characterized as follows: 1 H NMR (CDCl 3 ), δ ppm: 8.01 (d, J = 10.8 Hz, 4H), 7.83 (d, J = 10.8 Hz, 4H), 5.01 (m, 2H), 2.53 (m, 4H), 1.92 (m, 4H), 1.75 (m, 6H), 1.44 (m, 6H).
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[0019] Example 2: Preparation of molecular fluorescent probe
[0020] Weigh 1.0 g of Intermediate 1, 1.2 g of cerium ammonium nitrate and 3.0 mL of fuming nitric acid, dissolved in 100 mL of dichloromethane, and react for 12 hours under the protection of nitrogen. It was neutralized to neutral with 10% KOH, extracted with dichloromethane, dried, and spin-dried. Using dichloromethane as the eluent, it was purified by silica gel chromatography to obtain 0.67 g of dark red solid. 1 H NMR(CDCl 3 ),δppm:8.74(d,J=6.4Hz,1H),8.62-8.69(m,4H),8.55(d,J=6.0Hz,1H), 8.18(d,J=6.0Hz,1H),5.00 (m, 2H), 2.54 (m, 4H), 1.47-1.91 (m, 14H), 1.34 (m, 2H).
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Abstract
The invention discloses a reactive pH molecular probe as well as a preparation method and application thereof. The invention discloses the application of a perylene imide compound serving as a pH probe, and particularly discloses the application of the perylene imide compound serving as the probe to the measurement of the pH value of a solution. The reactive pH molecular probe is easy to prepare, easy to obtain and stable in structure, is used for detecting the pH value of the solution, and can quickly detect the pH value of the solution through an ultraviolet-visible absorption spectrum or directly through naked-eye observation; a method for detecting the pH value by using the reactive pH molecular probe has the advantages of high sensitivity, good selectivity, rapidness, visibility by naked eyes and the like; the reactive pH molecular probe can detect the pH value under a strongly acid condition, and has a wide application prospect in environment monitoring, disease diagnosis, industrial production and sewage discharge inspection.
Description
technical field [0001] The invention relates to the technical field of chemical analysis and detection, in particular to a preparation method of a reactive pH value molecular probe and the application of the molecule in detecting pH value. Background technique [0002] The conduct or completion of chemical reactions and many important physiological processes in organisms are closely related to pH. Therefore, accurate measurement of pH value is very important for chemical and biological research. The most commonly used method for measuring pH is the glass electrode method. Due to the disadvantages of electrochemical interference, metal ion interference, easy mechanical damage, and cell damage, the glass electrode method has defects such as large errors in the determination of strong acids and alkalis, and is not suitable for pH detection in vivo. Fluorescence spectroscopy is also used in the determination of pH value. It is a detection method based on optical signals. It ha...
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