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

Preparation method and application of turn-on type mercury ion fluorescence probe

A fluorescent probe, mercury ion technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of weak anti-interference ability, long response time, poor water solubility, etc., to achieve high selectivity and sensitivity, Sensitive, easy-to-synthesize effects

Active Publication Date: 2018-11-23
SHANXI UNIV
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Molecular fluorescent probes are currently one of the important methods for detecting mercury ions. Most of the reported mercury ion molecular fluorescent probes have problems such as poor water solubility, weak anti-interference ability, long response time, and poor sensitivity.

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
  • Preparation method and application of turn-on type mercury ion fluorescence probe
  • Preparation method and application of turn-on type mercury ion fluorescence probe
  • Preparation method and application of turn-on type mercury ion fluorescence probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment one: the synthesis of compound 3

[0032] Add (5.821g, 0.0625mol) 4-picoline, (6.100g, 0.05mol) 4-hydroxybenzaldehyde and 10mL acetic anhydride solution to a 25mL three-neck flask equipped with a magnetic stirrer, and heat to reflux for 12h. After the reaction, add 500mL of ice water and stir for 1h to produce a precipitate, which is washed with water and recrystallized with ethanol, then refluxed in a solution containing 90mL of ethanol and (3.780g, 0.0675mol) potassium hydroxide for 1.5h, and then added acetic acid to Precipitation occurred, washed with water and dried to obtain compound 4-(4-hydroxystyryl)pyridine, namely compound 3, 7.232g, yield 73.4%. 1 HNMR (400MHz, DMSO, 25℃, TMS) δ9.83 (broad, -OH), 8.50 (d, J = 5.6, 2H), 7.51 (d, J = 6.4, 4H), 7.45 (d, J = 16.4 ,1H),7.02(d,J=16.4,1H),6.82(d,J=8.4,2H). 13 CNMR (100MHz, CDCl 3 , 25℃, TMS) δ158.2, 149.9, 144.8, 133.0, 128.7, 127.2, 122.4, 120.5, 115.7.

Embodiment 2

[0033] Embodiment two: the synthesis of compound 3

[0034] Add (5.588g, 0.06mol) 4-picoline, (6.100g, 0.05mol) 4-hydroxybenzaldehyde and 10mL acetic anhydride solution to a 25mL three-neck flask equipped with a magnetic stirrer, and heat to reflux for 10h. After the reaction, add 500mL of ice water, stir for 0.8h, a precipitate occurs, wash the precipitate with water and recrystallize with ethanol, then reflux in a solution containing 90mL of ethanol, (3.528g, 0.063mol) potassium hydroxide for 1.4h, add acetic acid When precipitation occurs, it is washed with water and dried to obtain compound 4-(4-hydroxystyryl)pyridine, namely compound 3, 6.895 g, yield 70.0%. 1 HNMR (400MHz, DMSO, 25°C, TMS) δ9.82 (broad, -OH), 8.51 (d, J = 5.6, 2H), 7.50 (d, J = 6.4, 4H), 7.46 (d, J = 16.4 ,1H),7.02(d,J=16.4,1H),6.82(d,J=8.4,2H). 13 CNMR (100MHz, CDCl 3 , 25℃, TMS) δ158.0, 149.9, 144.7, 133.0, 128.7, 127.2, 122.3, 120.5, 115.4.

Embodiment 3

[0035] Embodiment three: the synthesis of compound 3

[0036] Add (7.264g, 0.078mol) 4-picoline, (6.100g, 0.05mol) 4-hydroxybenzaldehyde and 10mL acetic anhydride solution successively into a 25mL three-neck flask equipped with a magnetic stirrer, and heat to reflux for 11h. After the reaction, add 500mL of ice water, stir for 1.2h, a precipitate occurs, wash the precipitate with water and recrystallize with ethanol, then reflux in a solution containing 90mL of ethanol, (4.032g, 0.072mol) potassium hydroxide for 1.6h, add acetic acid When precipitation occurs, it is washed with water and dried to obtain compound 4-(4-hydroxystyryl)pyridine, namely compound 3, 6.402 g, yield 65.0%. 1 HNMR (400MHz, DMSO, 25℃, TMS) δ9.83 (broad, -OH), 8.49 (d, J = 5.6, 2H), 7.52 (d, J = 6.4, 4H), 7.47 (d, J = 16.4 ,1H),7.02(d,J=16.4,1H),6.80(d,J=8.4,2H). 13 CNMR (100MHz, CDCl 3 , 25℃, TMS) δ158.1, 149.9, 144.7, 133.1, 128.7, 127.1, 122.4, 120.5, 115.7.

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 discloses a preparation method and application of a turn-on type mercury ion fluorescence probe. For the mercury ion fluorescence probe, the molecular formula is C21H18INO2S, and the preparation method comprises the following steps of (1) performing reaction on 4-hydroxybenzaldehyde and 4-methyipyridine to obtain 4-(4-hydroxy-diphenyl) pyridine, i.e. a compound 3; (2) performing reaction on the compound 3 and 2-(2-pyridyldithio) benzoic acid to obtain 4-[4-(2-pyridyldithio) benzoate] styrylpyridine, i.e. a compound 2; and (3) performing ionization on the compound 2 through CH3I to obtain 4-[4-(2-mercapto) benzoate] styryl-1-methylpyridinium iodide, i.e. a probe molecule 1. In a pure PBS buffer solution, the probe molecule performs reaction with mercury ions, and the concentration of the mercury ions can be detected by utilizing the change of the fluorescence strength. The probe provided by the invention is simple to prepare, rapid in response to the mercury ions, good inselectivity and high in sensitivity.

Description

technical field [0001] The invention relates to a preparation method and application of a turn-on mercury ion fluorescent probe, belonging to the technical field of fluorescent probes for metal ion detection. Background technique [0002] Mercury ions are currently one of the most concerned environmental pollutants in the world. After mercury ions are absorbed and metabolized by bacteria, they will be transformed from inorganic mercury into more toxic organic methylmercury. Organic mercury is lipophilic, easy to absorb and difficult to excrete. It easily crosses the blood-brain barrier and accumulates in the brain, causing severe irreversible neurological damage to the brain and other organs, causing forebrain damage, severe cognitive or motor Diseases such as dysfunction. Therefore, it is very important to develop efficient, accurate and rapid methods for the detection of mercury ions. [0003] Molecular fluorescent probes are one of the important methods for detecting me...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30C07D213/71C09K11/06G01N21/64
CPCC07D213/30C07D213/71C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029G01N21/643
Inventor 张彩红李苗张红红姚庆佳张国梅董川双少敏
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

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com