Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

7-nitro-1,2,3-benzooxadiazole derivative and synthesis method and application thereof

A technology of benzoxadiazole and synthesis method, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve problems such as mercury pollution, human health hazards, protein and enzyme dysfunction, etc., and achieve simple and convenient detection methods. , The operation is simple and convenient, and the results are clear and identifiable.

Active Publication Date: 2019-05-21
SHANXI UNIV
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Heavy metal mercury is a toxic and harmful pollutant that poses serious hazards to human health
Despite its toxicity, mercury is widely used in a variety of industrial products such as batteries, paints, and electrical equipment, resulting in high levels of mercury pollution in the atmosphere and surface water, it bioaccumulates through the food chain in the brain and kidneys, and affects the central nervous system Severe neurological and endocrine damage
This eventually leads to diseases such as gout (pink disease) and Hunter-Trussell syndrome, in addition, mercury forms strong complexes with sulfur-containing biomolecules and leads to malfunctioning of proteins and enzymes

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 7-nitro-1,2,3-benzooxadiazole derivative and synthesis method and application thereof
  • 7-nitro-1,2,3-benzooxadiazole derivative and synthesis method and application thereof
  • 7-nitro-1,2,3-benzooxadiazole derivative and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Synthesis and characterization of embodiment 1NBD derivatives

[0037] In the first step, 0.1g (0.5mmol) NBD-Cl and 0.13g (3.5mmol) anhydrous piperazine were dissolved in 7ml 2-methoxyethanol, in N 2 Heated under protection and refluxed for 6h. After the reaction, suction filtered and separated by column chromatography to obtain compound 1. 1HNMR (DMSO-d6) δ: 8.47 (d, 1H, ArH), 6.66 (d, 1H, ArH), 4.08 (m ,4H,CH 2 ),2.92(m,4H,CH 2 ).

[0038] In the second step, 75 mg of anhydrous K 2 CO 3 Add 0.175g (1mmol) of 2,6-bis(chloromethyl)pyridine in acetone solution, heat to reflux for 1h, dropwise add the acetone solution containing 8-hydroxyquinoline (0.036g, 0.25mmol) in the mixture, and react The mixture was heated to reflux for 6 h, filtered, and the solvent was removed in vacuo to obtain a white solid, and then the crude product was chromatographed on a silica gel column to obtain compound 2. 1H NMR (DMSO-d6) δ: 9.07 (s, 1H, ArH), 8.23 (d,1H,ArH),7.74(t,1H,ArH),7.6...

Embodiment 2

[0040] Embodiment 2NBD derivatives are used for Hg 2+ Fluorescence spectrometry

[0041] Prepare 1mM NBD derivative stock solution in DMSO and 0.01M Hg in distilled water 2+ Solution, and configure HEPES buffer solution with pH = 7.4 and concentration of 0.025M; take 20 μL of NBD derivative stock solution and add it to a clean colorimetric tube, and add different volumes of Hg 2+ (2μL, 4μL, 6μL, 8μL, 10μL, 12μL, 14μL), 0.5mL HEPES buffer, dilute to 5mL with secondary water, shake well, take 2.5mL into a clean cuvette, and put it on the fluorescence spectrophotometer detection, with Hg 2+ The addition of , the solution gradually changed from orange to yellow, and the fluorescence intensity at 545 nm gradually increased. For the fluorescence spectrum, see figure 1 .

Embodiment 3

[0042] Embodiment 3 NBD derivative measures Hg 2+ linear relationship

[0043] Take 20 μL of NBD derivative stock solution and add it to a clean colorimetric tube, and add different volumes of Hg 2+ (2μL, 4μL, 6μL, 8μL, 10μL, 12μL, 14μL), 0.5mL HEPES buffer, dilute to 5mL with secondary water, shake well, take 2.5mL into a clean cuvette, and put it on the fluorescence spectrophotometer detection, with Hg 2+ Adding, the solution gradually changes from orange yellow to yellow, the fluorescence intensity at 545nm gradually increases, and the fluorescence intensity of the system at 545nm I 545nm and [Hg 2+ ]Concentration in 0-8×10 -6 A good linear relationship is exhibited in the range of M (R 2 =0.9914), in Hg 2+ The concentration is the abscissa, and the fluorescence intensity I 545nm Plot the ordinate to get Hg 2+ Linear equation of concentration and fluorescence intensity: F=120.9378+147.7267[Hg 2+ ], [Hg 2+ ] has a unit of 10 -6 mol / L; working linear diagram see ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a 7-nitro-1,2,3-benzoxadiazole (NBD) derivative and a synthesis method and application thereof, and belongs to the field of detection of NBD derivatives and mercury ions. The synthesis method of the NBD derivatives comprises the following steps of: first, dissolving 4-chlorine-7-nitrobenzo-1,2,3-benzoxadiazole and anhydrous piperazine in 2-methoxyethanol, heating and refluxing, and separating by column chromatography to obtain a compound 1; then, heating and refluxing 2,6-bis (chloromethyl) pyridine and 8-hydroxyquinoline in an acetone solution, and separating by the column chromatography to obtain a compound 2; finally, dissolving the compound 1 and the compound 2 in acetonitrile, refluxing for 12 hours, and separating by the column chromatography to obtain the product NBD derivative. The invention also provides a method for detecting the mercury ions, which comprises the step of quantitatively detecting the content of Hg<2+> in a solution of all water (pH = 7.4) by using the NBD derivative as a probe. The detection method can detect the mercury ions in an aqueous solution with high selectivity and sensitivity, and is simple, convenient and rapid to operate.Meanwhile, test paper for detecting the mercury ions is provided, so that the Hg<2+> detection is more convenient.

Description

technical field [0001] The invention relates to mercury ion detection reagents, in particular to a 7-nitro-1,2,3-benzoxadiazole (NBD) derivative and its synthesis method and its ability to detect Hg 2+ in the application. Background technique [0002] The heavy metal mercury is a toxic and harmful pollutant, which causes serious harm to human health. Despite its toxicity, mercury is widely used in a variety of industrial products such as batteries, paints, and electrical equipment, resulting in high levels of mercury pollution in the atmosphere and surface water, it bioaccumulates through the food chain in the brain and kidneys, and affects the central nervous system Serious damage to nerves and endocrine. This eventually leads to diseases such as gout (pink disease) and Hunter-Trussell syndrome, in addition, mercury forms strong complexes with sulfur-containing biomolecules and leads to malfunctioning of proteins and enzymes. U.S. Environmental Protection Agency (EPA) de...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D413/14C09K11/06G01N21/64
Inventor 王煜王建华
Owner SHANXI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products