Tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound as well as preparation method and application thereof

A nitrogen heterocyclic compound and tetraphenylethylene technology, which is applied in the field of supramolecular chemistry, can solve the problems of difficult identification of metal ions, sensitivity to pH value of radius environment, etc., and achieves the effect of strong anti-interference performance and high sensitivity

Active Publication Date: 2021-08-13
BEIJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Metal ions play an important role in life systems and environments. The identification of metal ions has always been a field that supramolecular chemists attach great impo

Method used

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  • Tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound as well as preparation method and application thereof
  • Tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound as well as preparation method and application thereof
  • Tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
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Example Embodiment

[0032] Example 1 Synthesis of a 4styrene-based polyprazole-containing heterocyclic compound

[0033] The addition of 20 ml of 1,1,2,2,2-tetra (4-bromophenyl) ethylene (1.23 g, 1.91 mmol) ethylene (1.23 g, 1.91 mmol) and tetrafi (330 mg, 0.14 mmol) were added. Nioliol and 10 ml of water, loaded with reflux, 4ml of 2M potassium carbonate, 1- (tetrahydropyran-4-yl) -1H-pyrazole-4-boric acid frequency is added under gas (nitrogen) protective Which alkoxide (4.00 g, 14.38 mmol) was stirred at 120 ° C for 72 hours.

[0034] The solvent was evaporated under reduced pressure, dissolved in dichloromethane, extracted three times with water, take an organic layer, remove the solvent; separated from the product 1, 1, 2, 2- 4 (4- (1- (tetrahydroduction) with silica gel chromatography Glopyran-4-yl) -1H-pyrazole-4-yl) phenyl) ethylene. The product 1, 1, 2, 2-4 (4- (1- (tetrahydropyran-4-yl) -1H-pyrazole-4-yl) phenyl) ethylene is dissolved in methanol 20 ml, and Hydrochloric acid (2 m, 5 mL), st...

Example Embodiment

[0040] Embodiment 2 The ion identification body of the present invention to metallic mercury ion

[0041] 4.8 mg The compound of the formula (I) of the present invention is an ion identifier, and the ionic recognition body is added to the sample bottle, and the solution is prepared with DMA into 0.01 mm clear solution. HG with deionized water (NO 3 ) 2 Mercury ion solution, concentration of 0.01 m, mixed aqueous solution of other transition metal ions, respectively, Zn (NO 3 ) 2 , Cu (NO 3 ) 2 , CD (NO 3 ) 2 , CO (NO 3 ) 2 , Ni (NO) 3 ) 2 Al (no " 3 ) 3 , Fe (NO 3 ) 3 AG (NO 3 ), Al (NO 3 ) 3 K 2 CO 3 The concentration was 0.01m.

[0042]The series of metal ionic aqueous solution is added to the system. Only the addition of mercury ions causes a significant solution color to become green, and the fluorescence is excited at 378 nm, and the fluorescence intensity is about 15 times in 520 nm. figure 1 .This result indicates that the ion identification body of the present invention ha...

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Abstract

The invention provides a tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound as well as a preparation method and application thereof. The tetraphenylethylene-based polypyrazole nitrogen-containing heterocyclic compound is 1,1,2,2-tetra(4-(pyrazol-4-yl)phenyl)ethylene has a chemical formula of C38H28N8 and has a structure as shown in a formula (I) which is described in the specification. According to the invention, 1,1,2,2-tetra(4-(pyrazol-4-yl)phenyl)ethylene is an important hydrogen bond acceptor and can be used for constructing an hydrogen bond organic grid structure by using the weak hydrogen bond interaction of 1,1,2,2-tetra(4-(pyrazol-4-yl)phenyl)ethylene; and meanwhile, a pyrazole group has abundant coordination active action points, so metal ions are bonded or recognized through a metal-organic coordination effect. The tetraphenylethylene tetrapyrazole nitrogen-containing heterocyclic compound provided by the invention, as a metal ion identifier, shows high sensitivity to metal mercury ions in a water system and an organic solvent system, and is not interfered by other anions.

Description

technical field [0001] The invention relates to the field of supramolecular chemistry, in particular to a tetrastyrylpolypyrazole nitrogen-containing heterocyclic compound, a preparation method and application thereof. Background technique [0002] Pyrazole compounds are compounds with nitrogen heterocyclic structure, which have excellent biological and physiological activities. In recent years, many pyrazole compound pesticides have been commercialized one after another. The bactericidal performance of pyrazole compounds has also become a research hotspot. In terms of health care and plant protection, many pyrazole compounds have shown wide application and development prospects. [0003] Metal ions play an important role in life systems and environments. The identification of metal ions has always been a field that supramolecular chemists attach great importance to. The characteristics of position configuration and sensitivity to environmental pH make the identification of...

Claims

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Application Information

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IPC IPC(8): C07D231/12C09K11/06G01N21/64
CPCC07D231/12C09K11/06G01N21/643C09K2211/1007C09K2211/1044
Inventor 童金崔波赵利荣于澍燕
Owner BEIJING UNIV OF TECH
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