Organic small molecule probe, and preparation method and application thereof

A small molecule probe and organic technology, applied in the field of organic small molecule probes, can solve the problems of inability to detect quantitatively, expensive instruments and costs, etc., and achieve the effect of simple post-processing method, high yield and fast response

Active Publication Date: 2018-12-28
HENAN UNIVERSITY
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Traditional palladium ion detection methods require expensive instruments and costs and professional technicians
It also has the disadvantage of being unable to quantitatively detect

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
  • Organic small molecule probe, and preparation method and application thereof
  • Organic small molecule probe, and preparation method and application thereof
  • Organic small molecule probe, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The small organic molecule probe (I) of this embodiment,

[0032] Concrete synthetic steps are as follows:

[0033] Add 400 mg of furo[2,3-b]quinoline-3,4(2H,9H)-dione (2 mmol) (i.e. compound a) to 50 mL containing 400 mg Fisher's aldehyde (compound b, 2 mmol) of ethanol solution, slowly add 4 mL of 10wt% sodium hydroxide solution dropwise while stirring, and heat to reflux for 6 hours after the dropwise addition is complete. After the reaction, the solvent was distilled off, and the pH was adjusted to neutral with 10% dilute hydrochloric acid solution. Filter and recrystallize with a mixed solvent of ethanol / n-hexane=1:1 (volume ratio) to obtain 650 mg of small organic molecule probe (I), with a yield of 86%. The NMR spectra of the obtained products are figure 1 , figure 2 shown. The product identification data are as follows:

[0034] 1 H NMR (300 MHz, DMSO- d 6 ) δ 8.10 (d, J = 6 Hz, 1H), 7.58 (s, 1H), 7.48(d, J = 6 Hz, 1H), 7.34 (d, J = 12 Hz, 1H),...

Embodiment 2

[0037] The small organic molecule probe (I) of this embodiment, its synthesis steps are as follows:

[0038] Add 400 mg of furo[2,3-b]quinoline-3,4(2H,9H)-dione (2 mmol) to 50 mL of ethanol solution containing 400 mg Fisher's aldehyde (2 mmol) 4 mmol pyrrolidine was slowly added dropwise while stirring, and after the dropwise addition was completed, it was heated to reflux for 6 hours. After the reaction was finished, the solvent was distilled off, and the pH was adjusted to neutral with a 10% dilute sulfuric acid solution by volume fraction. Filter and recrystallize with ethyl acetate / petroleum ether=1:2 (volume ratio) mixed solvent to obtain 600 mg of small organic molecule probe (I), with a yield of 79%. The product identification data are the same as in Example 1.

Embodiment 3

[0040] The small organic molecule probe (I) of this embodiment, its synthesis steps are as follows:

[0041] Add 400 mg of furo[2,3-b]quinoline-3,4(2H,9H)-dione (2 mmol) to 50 mL of THF solution containing 400 mg Fisher's aldehyde (2 mmol) 4 mmol triethylamine was slowly added dropwise while stirring, and after the dropwise addition was completed, it was heated to reflux for 6 hours. After the reaction was finished, the solvent was distilled off, and the pH was adjusted to neutral with a tetrahydrofuran solution with a volume fraction of 20% malic acid. Filter and recrystallize with a mixed solvent of ethanol / n-hexane=1:1 (volume ratio) to obtain 560 mg of small organic molecule probe (I), with a yield of 74%. The product identification data are the same as in Example 1.

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 an organic small molecule probe, and a preparation method and application thereof, and belongs to the technical field of heavy metal ion detection. The chemical structure of theorganic small molecule probe is as shown in formula (I). The preparation method of the organic small molecule probe has the following synthetic route as shown in the description. The preparation method comprises the following specific preparation steps: mixing furo[2,3-b]quinoline-3,4(2H,9H)-diketone (compound a), trimethyl-2-indoline (compound b) and an organic solvent, then dripping an inorganic base solution or an organic base, heating and refluxing till the reaction is completed, distilling the solvent off, adjusting the pH value to be neutral with an acid, and recrystallizing to obtain the organic small molecule probe.

Description

technical field [0001] The invention belongs to the field of detection of heavy metal ions, and in particular relates to an organic small molecule probe, its preparation method and application. Background technique [0002] Palladium is an indispensable precious metal used in catalysts, batteries, automotive industry, aviation, medicine and other fields. The extensive use of palladium metal in industry has brought certain harm to our living environment and human health. Studies have confirmed that after entering the body, palladium ions will be transported to other tissues and organs such as the liver, and further combine with biological macromolecules such as DNA, amino acids, and proteins in the body to interfere with cell information transmission and physiological processes. [0003] Traditional palladium ion detection methods require expensive instruments and costs and professional technicians. It also has the disadvantage that it cannot be detected quantitatively. In...

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): C07D491/048C09K11/06G01N21/64
Inventor 罗稳吕剑伍房茹赵永梅
Owner HENAN UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap