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

Multifunctional fluorescent probe having ESIPT and AIE properties and preparation method and application thereof

A fluorescent probe, multi-functional technology, applied in chemical instruments and methods, fluorescence/phosphorescence, organic chemistry, etc., can solve the problems of complex synthesis process, unfavorable environmental protection, poor solubility, etc., and achieve simple synthesis method and good sensitivity , the effect of simplifying the recognition process

Active Publication Date: 2019-07-05
BOHAI UNIV
View PDF2 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Many of the currently reported fluorescent probes that can be used for relay recognition of copper ions and pyrophosphate need to be used in mixed solvents containing more organic solvents, which is not conducive to environmental protection.
Few fluorescent probes that can relay copper ions and pyrophosphate in aqueous solution have the disadvantage of complex synthesis process
[0003] Using the excited-state intramolecular proton transfer (ESIPT) property, it is possible to obtain longer fluorescence emission from small molecule fluorophores, but when this type of probe is used in a mixed solvent with high water content, it is often due to poor solubility. However, it is constrained by the aggregation-induced quenching (ACQ) effect
[0004] At present, it has ESIPT and AIE properties, and can relay recognition of copper ions and pyrophosphate fluorescent probes in solvents with high water content, which has not been reported in the literature.

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
  • Multifunctional fluorescent probe having ESIPT and AIE properties and preparation method and application thereof
  • Multifunctional fluorescent probe having ESIPT and AIE properties and preparation method and application thereof
  • Multifunctional fluorescent probe having ESIPT and AIE properties and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0036] (1) The reaction formula of the synthetic relay type multifunctional fluorescent probe:

[0037]

[0038] (2) Concrete steps for synthesizing relay-type multifunctional fluorescent probes:

[0039] Weigh 0.185g of 2-pyridinecarboxylic acid and dissolve it in 15mL of dry dichloromethane, add 0.682g of benzotriazole-N,N,N',N'-tetramethyluronium hexafluorophosphate (HBTU) and stir for 30 minutes, then added 0.226g 2-(2′-aminophenyl)benzothiazole and 0.181g triethylamine, and stirred at 25°C for 12h. After the reaction was completed, the solvent was distilled off under reduced pressure, and the residue was separated by column chromatography with the eluent of ethyl acetate and petroleum ether at a volume ratio of 1:10 to obtain a relay-type multifunctional fluorescent probe N-(2-(2 '-Benzothiazolyl)phenyl)pyridinamide, yield 90%. Melting point: 165.5-166.1°C.

[0040] The results of NMR analysis are as Figure 1-3 Shown: 1 H NMR (400MHz, DMSO-d 6 )δ14.15(s,1H),8.98...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to a multifunctional fluorescent probe having ESIPT and AIE properties and a preparation method and application thereof. The preparation method of the fluorescent probe includesthe steps that 2-picolinic acid is dissolved in dried dichloromethane, benzotriazole-N,N,N',N'-tetramethylurea hexafluorophosphate is added for stirring for 30 minutes, then 2-(2'-aminophenyl)benzothiazole and triethylamine are added, and the whole mixture is stirred at the room temperature and placed overnight; after a reaction is completed, a solvent is evaporated and removed under reduced pressure, residues are subjected to column chromatography isolation, and the fluorescent probe N-(2-(2'-benzothiazolyl)phenyl)picolinamide is obtained. A synthesis method of the fluorescent probe is simple, a product separation and purification process is simple, and the fluorescent probe has the ESIPT and AIE properties, can be used for monitoring analysis and tracing of copper ions and pyrophosphatein a water environment system, and has high sensitivity in determination of target ions.

Description

technical field [0001] The invention relates to the field of functional materials, in particular to a multifunctional fluorescent probe with ESIPT and AIE properties and its preparation method and application. Background technique [0002] Fluorescent recognition of copper ions and pyrophosphate (PPi) is of great significance in life sciences and environmental monitoring, and has attracted much attention in recent years. Relay identification enables the identification of two ions to be performed continuously under the same test conditions, which has the obvious advantage of simple operation. Many of the currently reported fluorescent probes that can be used for relay recognition of copper ions and pyrophosphate need to be used in mixed solvents containing more organic solvents, which is not conducive to environmental protection. Few fluorescent probes that can recognize copper ions and pyrophosphate in aqueous solution have the disadvantage of complicated synthesis process....

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): C09K11/06C07D417/12G01N21/64
CPCC09K11/06C07D417/12G01N21/643C09K2211/1007C09K2211/1029C09K2211/1037G01N2021/6432
Inventor 汤立军夏俊影钟克利
Owner BOHAI 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