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Anilino-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative as well as preparation method and application thereof

A technology of fluoroboron dipyrrole and derivatives is applied in the field of supramolecular fluorescence sensing thin film materials, which can solve the problems of complicated operation, high instrument cost, slow detection speed, etc., and achieves simple preparation method, low detection limit, high detection rate and so on. selective effect

Active Publication Date: 2018-04-20
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the means for DCP detection mainly include electrochemical method, spectrophotometer method, gas chromatography, ion mobility spectrometry, enzyme sensor, etc., but they still have some shortcomings, such as complicated operation, slow detection speed, higher cost of equipment
Therefore, it is still a big challenge to achieve real-time high-sensitivity detection of DCP.

Method used

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  • Anilino-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative as well as preparation method and application thereof
  • Anilino-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative as well as preparation method and application thereof
  • Anilino-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] 1. Preparation of the compound of formula III-1

[0031] Under nitrogen protection conditions, 620.97mg (1.0mmol) formula II-1 compound, 990.70mg (2.5mmol) formula I-1 compound, 460.70mg (2.0mmol) potassium carbonate and 220.12mg (0.3mmol) palladium dichloride Add it to a mixture of 30mL dioxane and 1.5mL distilled water, heat and reflux at 90°C and stir for 12 hours, distill off dioxane and distilled water under reduced pressure, add 60mL dichloromethane to the residue to dissolve, and then Wash with ultrapure water (20mL×2 times) and saturated NaCl aqueous solution (20mL×2 times), combine the organic phases and filter and dry with anhydrous sodium sulfate, dichloromethane is distilled off under reduced pressure, and the obtained oily substance is washed with ethyl acetate and petroleum A mixed solvent with an ether volume ratio of 7:3 was used as the mobile phase and silica gel as the stationary phase for column chromatography separation and purification, and vacuum-d...

Embodiment 2

[0039] The use of the aniline-containing amphiphilic fluoroborate dipyrrole derivatives prepared in Example 1 in the detection of DCP gas, the specific detection method is as follows:

[0040] Aniline-containing amphiphilic fluoroboron dipyrrole derivatives were dissolved in PEG200 to prepare a stock solution of 18 μmol / L aniline-containing amphiphilic fluoroborate derivatives; The dipyrrole derivative stock solution is in contact with the gold substrate with hydrophilic and hydrophobic micro-regions, and an ordered pattern with a droplet diameter of 50 μm is formed in the hydrophilic mercaptoundecanoic acid monolayer region, and an aniline-containing amphiphile is prepared. The PEG200 microarray monolayer fluorescent sensing film of the active fluoroboron dipyrrole derivative (see figure 1 and figure 2 ).

[0041] Place the above-mentioned PEG200 microarray monolayer fluorescent sensing film containing aniline-containing amphiphilic fluoroborate dipyrrole derivatives in th...

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Abstract

The invention discloses an aniline-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative as well as a preparation method and application thereof. A structural formula of thederivative is shown in the description; in the formula, n is an integer of 3 to 5; R1, R2, R3 and R4 are independently H or CH3; the derivative takes an anilino-containing 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene main body molecule as an amphiphilic fluorescent molecule with a hydrophobic head group and an ether-oxygen chain as a hydrophobic tail. The preparation method of the aniline-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative has the advantages of simplicity, mild reaction conditions, high yield and self assembly characteristics; the aniline-containing amphiphilic 4-difuoro-4-borata-3a-azonia-4a-aza-s-indacene derivative can be self assembled on a PEG200 gas-liquid interface to form a monomolecular layer fluorescent sensing film; the fluorescent sensing film can be used for quick high-selectivity trace detection of diethyl chlorophosphate (DCP) gas and realizing reversible detection.

Description

technical field [0001] The invention belongs to the technical field of supramolecular fluorescent sensing thin film materials, and specifically relates to an aniline-containing amphiphilic fluoroborate dipyrrole derivative, a preparation method and an application of the derivative. Background technique [0002] Neurotoxins, such as sarin, sandman, tabun, etc., as highly toxic volatile liquids, can cause irreversible damage to the nervous central system of organisms, leading to paralysis of the respiratory system and even death. Reagents are used worldwide. It can harm the body through skin, eye contact, inhalation through the respiratory tract, or ingestion through the mouth, and it can exert great toxicity at a very small concentration. Even nonlethal doses of neurotoxins can cause symptoms such as miosis, difficulty seeing in the dark, chest tightness, headaches, nausea, and vomiting. Moreover, these toxicities will accumulate in the body, and if the concentration is gre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/022C09K11/06C09K2211/1029C09K2211/1096G01N21/64G01N21/643G01N2021/6417
Inventor 刘静马源严军林雷海瑞杨颖超
Owner SHAANXI NORMAL UNIV
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