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A kind of fluorescent compound and preparation method and application of fluorescent probe and visual test paper based on the same

A fluorescent compound and compound technology, applied in the field of fluorescent compounds, can solve problems such as difficulty in dissolving, affecting processing and performance, and achieve the effects of increasing solubility, good photochemical stability, and strong van der Waals stacking interaction.

Active Publication Date: 2016-11-23
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the large π structure of oligophenylene makes it difficult to dissolve due to π-π stacking, which affects its processing and use properties

Method used

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  • A kind of fluorescent compound and preparation method and application of fluorescent probe and visual test paper based on the same
  • A kind of fluorescent compound and preparation method and application of fluorescent probe and visual test paper based on the same
  • A kind of fluorescent compound and preparation method and application of fluorescent probe and visual test paper based on the same

Examples

Experimental program
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preparation example Construction

[0059] 1. Preparation of fluorescent compounds

[0060] 1) Preparation of compound 1

[0061] Under an argon protective atmosphere, iodine, potassium iodate and concentrated sulfuric acid aqueous solution with a mass fraction of 9%-12% are respectively added to the acetic acid solution of p-methoxybenzene. Wherein the molar ratio of p-methoxybenzene, iodine, potassium iodate, acetic acid and concentrated sulfuric acid is: 1: (0.8-1.2): (0.2-0.5): (80-100): (2-3). React at 70-80°C for 8-12 hours, transfer the reaction solution to saturated sodium thiosulfate solution and stir, filter with suction, wash with ethanol, and dry in vacuum to obtain a white solid. Its reaction equation is as follows:

[0062]

[0063] 2) Preparation of compound 2

[0064] Under the protection of argon, compound 1 was dissolved in dichloromethane, and boron tribromide was added dropwise to the solution at -78°C. After the dropwise addition, stir at room temperature for 14-18 hours. Wherein the...

Embodiment 1

[0101] 1. Preparation of fluorescent compounds

[0102] ①Synthesis of compound 1

[0103] Under an argon atmosphere, 6 g of p-methoxybenzene, 12 g of iodine, 3.66 g of potassium iodate and 45 mL of 10% sulfuric acid aqueous solution were added to 200 mL of acetic acid solution. The molar ratio of p-methoxybenzene, iodine, potassium iodate, acetic acid and concentrated sulfuric acid is 1:1.1:0.4:80:2. React at 80°C for 10 hours. After the reaction, transfer the reaction solution to sodium thiosulfate Stir in a saturated solution, filter with suction, and dry in vacuo to obtain a white solid.

[0104] ② Synthesis of Compound 2

[0105] Under an argon atmosphere, 15.6 g of compound 1 was dissolved in 100 mL of dichloromethane, and 8.18 mL of boron tribromide was added dropwise to the solution at -78°C. Wherein the molar ratio of compound 1, boron tribromide and dichloromethane is: 1:2.2:40. The reaction was stirred for 16 hours. After the reaction was completed, the reaction ...

Embodiment 2

[0124] In this example, in step ① of the synthesis of compound 1, 6 g of p-methoxybenzene, 9.6 g of iodine, 3.66 g of potassium iodate and 45 mL of 10% sulfuric acid aqueous solution were added to 200 mL of acetic acid solution. The molar ratio of p-methoxybenzene, iodine, potassium iodate, acetic acid and concentrated sulfuric acid is 1:0.88:0.4:80:2. React at 80°C for 10 hours. After the reaction, transfer the reaction solution to sodium thiosulfate Stir in a saturated solution, filter with suction, and dry in vacuo to obtain a white solid.

[0125] In the step ② of synthesizing compound 2, under the protection of argon, 15.6 g of compound 1 was dissolved in 100 mL of dichloromethane, and 7.44 mL of boron tribromide was added dropwise to the solution at -78°C. Wherein the molar ratio of compound 1, boron tribromide and methylene chloride is: 1:2:40. The reaction was stirred for 16 hours. After the reaction was completed, the reaction solution was transferred to an ice-water...

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Abstract

The invention discloses a fluorescent compound and a fluorescent probe based on the fluorescent compound as well as a preparation method and an application of visible test paper, and belongs to the technical field of the preparation of the fluorescent compound. Cholesterol (cholic acid) and 8-hydroxyquinoline are respectively used as a side-chain structure and an end-capping structure to be simultaneously introduced into para-position di-benzyne substituted benzene so that a novel fluorescent compound is synthesized and has all supermolecule characteristics. The fluorescent probe prepared by utilizing the fluorescent compound is good in photochemical stability in a water phase and capable of high sensitively and selectively identifying sarin nerve gas and simulants thereof. The preparation method of the fluorescent compound is simple to operate and moderate in reaction condition; the prepared fluorescent probe is good in photochemical stability, high in sensitivity and good in selectivity; when the fluorescent molecular probe is combined with a commodity fluorescent instrument, the environmental sarin poison gas and simulants thereof can be sensitively detected.

Description

technical field [0001] The invention belongs to the technical field of preparation of fluorescent compounds and fluorescent probes thereof, and specifically relates to a preparation method and application of a fluorescent compound, a fluorescent probe based on the fluorescent compound, and a visualization test paper. Background technique [0002] Chemical warfare agents (CWAs) refer to various chemical substances that are used for war purposes and can poison or kill enemy humans, animals and plants on a large scale. Because of its easy production, strong toxicity, high lethality, wide range of damage, and long-lasting poisonous effect, it was used as a weapon of mass destruction in the two world wars and some local wars, not only causing a large number of deaths of people and animals , leading to the formation of large-scale poisoning areas and poison cloud transmission belts, and will affect the utilization of soil, water sources and other facilities for a long time afterwa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/26C09K11/06G01N21/64
Inventor 房喻祁彦宇孙晓环常兴茂崔红贺美霞王刚
Owner SHAANXI NORMAL UNIV
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