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Bis(2-picoline)amine modified pyrene derivative fluorescent probe and its synthesis method and application

A technology of picoline and pyrene derivatives, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of large sample consumption and cumbersome data collection and processing, and achieve good biocompatibility and production High efficiency and simple operation

Active Publication Date: 2020-04-24
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional sensor arrays mostly use a large number of sensing units to achieve interactive responses. Although they have good fingerprint recognition capabilities, they often lead to problems such as large sample consumption and cumbersome data acquisition and processing processes.

Method used

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  • Bis(2-picoline)amine modified pyrene derivative fluorescent probe and its synthesis method and application
  • Bis(2-picoline)amine modified pyrene derivative fluorescent probe and its synthesis method and application
  • Bis(2-picoline)amine modified pyrene derivative fluorescent probe and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] 1. Synthesis of pyrenesulfonyl derivatives

[0054] Under the conditions of nitrogen protection and ice-bath stirring at a flow rate of 0.6mL / s, 1.48g (9.97mmol) of 1,8-diamino-3,6-dioxoctane was added to a three-necked flask containing 60mL of chloroform , and then 0.3g (0.997mmol) pyrenesulfonyl chloride was dissolved in 50mL chloroform and then added dropwise to the three-necked flask at a rate of 6 s / drop, after the dropwise addition, stirred at room temperature for 2 hours, and the reaction solution was washed with saturated saline for 5 ~8 times, then dried overnight with anhydrous sodium sulfate, washed with 1mol / L hydrochloric acid, and then neutralized with 3mol / L aqueous sodium hydroxide solution to make the pH value of the solution 7, then extracted with chloroform, collected organic layer, spin-dried to obtain pyrenesulfonyl derivatives (Py-EOA), and its reaction equation is as follows:

[0055]

[0056] 2. Synthesis of two (2-picoline) amine derivatives...

Embodiment 2

[0065] The pyrene derivative fluorescent probe modified by bis(2-picoline)amine with the following structural formula was synthesized:

[0066]

[0067] In step 1 of the synthesis of pyrenesulfonyl derivatives in Example 1, the 1,8-diamino-3,6-dioxoctane used was mixed with an equimolar amount of 3,6,9-trioxaundecane - 1,11-diamine replacement, the other steps are the same as in Example 1 to obtain a bis(2-picoline)amine-modified pyrene derivative fluorescent probe.

Embodiment 3

[0069] The pyrene derivative fluorescent probe modified by bis(2-picoline)amine with the following structural formula was synthesized:

[0070]

[0071] In step 1 of the synthesis of pyrenesulfonyl derivatives in Example 1, the 1,8-diamino-3,6-dioxoctane used was mixed with an equimolar amount of 3,6,9,12-tetraoxadecane Hexane-1,16-diamine was replaced, and the other steps were the same as in Example 1 to obtain a bis(2-picoline)amine-modified pyrene derivative fluorescent probe.

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PUM

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Abstract

The invention discloses a di(2-methylpyridine)amine modified pyrene derivative fluorescence probe, and a synthetic method and applications thereof. The structure of the di(2-methylpyridine)amine modified pyrene derivative fluorescence probe is disclosed in the invention, wherein n=2, 3, or 4. According to the di(2-methylpyridine)amine modified pyrene derivative fluorescence probe, fluorescence reporting group pyrene is connected with metal ion acceptors via flexible connecting arms, and distinguishing and detection on 13 kinds of metal ions, including Cu2+, Co2+, Ni2+, Cr3+, Hg2+, Fe3+, Zn2+, Cd2+, Al3+, Pb2+, Ca2+, Mg2+, and Ba2+, are realized via regulating effect of lauryl sodium sulfate assembling body and combination effect of the acceptors. The di(2-methylpyridine)amine modified pyrene derivative fluorescence probe is high in chemical stability, response speed, sensitivity, and distinguish capacity, and low in sample consumption amount; data collection is simple; and real-time on-line detection of metal ions can be realized.

Description

technical field [0001] The invention belongs to the technical field of metal ion detection, and in particular relates to a bis(2-picoline)amine-modified pyrene derivative fluorescent probe for detecting metal ions in water phase and a synthesis method thereof. Background technique [0002] Heavy metal ions permeate all aspects of people's production and life, and are highly toxic and difficult to remove. Therefore, the detection of heavy metal ions has attracted much attention. Accurate and rapid detection and identification of heavy metal ions in the environment is of great significance to food safety, ecological environment improvement and human health. However, the use of traditional "lock-and-key" high-selectivity sensors cannot meet the detection requirements for complex samples, so it is urgent to develop high-throughput detection methods that can effectively analyze complex samples. [0003] The sensor array is developed based on the understanding of the working prin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/74C09K11/06G01N21/64
CPCC07D213/74C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029G01N21/6428
Inventor 丁立平张莉君曹源加乔乔
Owner SHAANXI NORMAL UNIV