Fluorescent probe for identifying fluorine ions and preparation method and use thereof

A technology of fluoride ions and compounds, applied in the field of fluorescent probes, can solve problems such as quantitative measurement problems, difficulty in applying water systems, and interference of fluorescent probes

Active Publication Date: 2011-11-23
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Usually, fluorescent probes obtained through the first and second design principles are often interfered by other anions, causing certain troubles to quantitative measurement; although the third method solves the defects of the first two methods to a certain extent , but it is the same as the first two types of methods, it is difficult to apply to the water system, and it cannot be detected immediately

Method used

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  • Fluorescent probe for identifying fluorine ions and preparation method and use thereof
  • Fluorescent probe for identifying fluorine ions and preparation method and use thereof
  • Fluorescent probe for identifying fluorine ions and preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] Embodiment 1, preparation compound IIC, its molecular structural formula is:

[0096]

[0097] where X=S,

[0098] Its reaction scheme is as follows:

[0099]

[0100]Add 602 mg of benzoic acid and 972 mg of 1,1'-carbonyldiimidazole to 30 ml of toluene, under nitrogen protection, reflux and stir for 6 hours, after the reaction is cooled, add 2-(5-amino-2-hydroxyphenyl ) After the benzothiazole, the reaction was continued to reflux for 6 hours. The reaction solution was filtered, respectively, with CH 2 Cl 2 and CH 3 OH washing and drying to obtain the product.

[0101] Compound IIC: 1 H-NMR (400MHz, d 6 -DMSO) δ 11.39(s, 1H), 10.32(s, 1H), 8.67(s, 1H), 8.16(d, J=7.92Hz, 1H), 8.07(d, J=8.20Hz, 1H), 8.00(d, J=7.80Hz, 2H), 7.86(d, J=3.24Hz, 1H), 7.62-7.53(m, 4H), 7.46(t, J=7.52Hz, 1H), 7.09(d, J =8.84Hz, 1H).ESI-MS (m / z): [M+H] + 347.1. Elemental analysis (C 20 h 14 N 2 o 2 S): C, 69.35%; H, 4.07%; N, 8.09%, measured: C, 69.20%; H, 4.20%; N, 8.11%.

...

Embodiment 2

[0106] Embodiment 2, preparation compound IC, its molecular structural formula is:

[0107]

[0108] where X=S, R 4 tert-butyl

[0109] The specific reflection route is as follows:

[0110] Dissolve 350mg of compound IIC in 20ml of THF, add excess metal sodium, stir at room temperature for 4 hours, remove excess sodium, add twice the amount of tert-butyl-2-phenyl chloride to the remaining suspension Silane, stirred and refluxed overnight, and the volatile components were removed under reduced pressure, and the residue was separated through a silica chromatography plate. The eluent was: THF-cyclohexane (1:7, v / v) to obtain the final product. The above operation All carried out under anhydrous and oxygen-free conditions. 1 H-NMR (400MHz, CDCl 3 )δ8.32(s, 1H), 8.13(d, J=8.11Hz, 1H), 7.98(d, J=8.05Hz, 1H), 7.77-7.83(m, 7H), 7.60(d, J=8.52 Hz, 1H), 7.37-7.53(tqq, J=7.49, 6.73, 7.06Hz, 11H), 6.59(d, J=9.02Hz, 1H), 1.18(s, 9H).MALDI-TOF MS(m / z ): [M+H] + 585.3. Elemental ...

Embodiment 3

[0115] Embodiment 3, preparation of compound IC nanoparticles:

[0116] Configure the THF solution of the compound IC synthesized in Example 2, and the concentration is: 2.0×10 -3 M, at the same time prepare a CTAB aqueous solution with a concentration of 1mM, take 10ml for later use; quickly inject 100 μl of THF solution of Compound IC into the stirred 10ml CTAB aqueous solution to prepare the nanoparticles of Compound IC.

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PUM

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Abstract

The invention discloses a probe compound for identifying fluorine ions by combining spectral detection and bare eyes. The compound is a new compound formed by using excited state proton transfer compounds as a matrix and by silylation. The compound can be used for detecting fluorine ions, in particularly detecting fluorine ions in a water environment. Infiltrated test paper prepared by the compound is quick and convenient, the detection limit is low, and according to different excited wavelengths, two modes, namely an intensity identification mode and a chromaticity identification mode, can be selected respectively for better detection by an instrument and bare eyes.

Description

technical field [0001] The invention relates to a fluorescent probe for optically detecting fluorine ions, especially a fluorescent probe for fluorine ions in water environment. Background technique [0002] Anions in organisms play an important role in many aspects such as signal transduction and maintaining charge balance, which makes the detection of anions particularly important. As an important member of biological anions, fluoride ions are important for the health of the body. The impact is significant. The World Health Organization stipulates that the fluoride ion content in safe drinking water shall not exceed 1ppm. People who drink drinking water with excessive fluoride ion concentration for a long time often suffer from dental fluorosis and even bone fluorosis; if the fluoride ion concentration in drinking water is too low, the can cause dental caries. [0003] So far, the design of fluorescent probes for fluoride ions can be divided into three categories: the fi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C07D277/66C09K11/06G01N21/64
Inventor 杨国强胡睿李沙瑜王双青
Owner INST OF CHEM CHINESE ACAD OF SCI
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