A kind of pyrene 2-(2-methylthiopyridine) aniline schiff base zn 2+ Preparation and Application of Fluorescent Probes

A technology of methylthiopyridine and fluorescent probes, which is applied in the field of fluorescent probes, can solve problems such as limited applications, and achieve the effects of high sensitivity, low detection limit, and high anti-interference ability

Active Publication Date: 2019-12-06
NANTONG NTEC MONOFILAMENT TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the above methods have high sensitivity, they are limited by factors such as instrument price, operation process and selectivity, which limit the practical application of these methods.

Method used

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  • A kind of pyrene 2-(2-methylthiopyridine) aniline schiff base zn <sup>2+</sup> Preparation and Application of Fluorescent Probes
  • A kind of pyrene 2-(2-methylthiopyridine) aniline schiff base zn <sup>2+</sup> Preparation and Application of Fluorescent Probes
  • A kind of pyrene 2-(2-methylthiopyridine) aniline schiff base zn <sup>2+</sup> Preparation and Application of Fluorescent Probes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] (1), the reaction formula of synthesizing 1-bromopyrene:

[0045]

[0046] (2), the concrete steps of synthetic 1-bromopyrene:

[0047] Weigh 10g pyrene and 9g NBS and dissolve in 100mL chloroform, N 2 Stir and heat to 65°C under protection, react for 10 h, TLC detects that the reaction is complete, rotary evaporation under reduced pressure, and then column chromatography with petroleum ether and ethyl acetate as eluent to obtain 1-bromopyrene. The yield is 75%. 1-Bromopyrene 1 H NMR spectrum as figure 1 shown.

[0048] (3), the reaction formula of synthesizing 1-methoxypyrene:

[0049]

[0050] (4), the concrete steps of synthetic 1-methoxypyrene:

[0051] Weigh 4g of sodium, and 100mLCH 3 OH reaction is complete, weigh 4g 1-bromopyrene and 1.2g CuI and add to the reaction system, add 30mL DMF, fill with N 2 Protected, heated to reflux to 85°C, reacted for 30h, cooled, added ice water, extracted with dichloromethane, washed with water, then dried the orga...

Embodiment 2

[0075] (1), the concrete steps of synthetic 1-bromopyrene:

[0076] Weigh 10g pyrene and 9g NBS and dissolve in 100mL chloroform, N 2 Stir and heat to 70°C under protection and react for 10 h. The reaction is complete as detected by TLC. Rotary evaporation under reduced pressure, and then column chromatography using petroleum ether and ethyl acetate as eluent to obtain 1-bromopyrene. The yield was 77%.

[0077] (2), the concrete steps of synthetic 1-methoxypyrene:

[0078] Weigh 4g of sodium, and 100mLCH 3 OH reaction is complete, weigh 4g 1-bromopyrene and 1.2g CuI and add to the reaction system, add 30mL DMF, fill with N 2 Protected, heated to reflux to 95°C, reacted for 30h, cooled, added ice water, extracted with dichloromethane, washed with water, then dried the organic phase with anhydrous sodium sulfate, filtered under reduced pressure, and the filtrate was evaporated under reduced pressure to remove the solvent, and the Ether as eluent column chromatography, in 1-m...

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Abstract

The invention relates to the field of a fluorescence probe, and particularly relates to preparation and application of a pyrenes 2-(2-methylthiopyridine)aniline Schiff base Zn<2+> fluorescence probe.The probe has the following concrete structure formula shown in the description. The fluorescence probe can be used for recognizing Zn<2+> in a methanol solution. The fluorescence probe has the advantages that the excellent selectivity is shown in other ion competition; higher fluorescence sensing property is realized; the detection limit is low; the sensitivity is high; the fluorescent quantum yield is high.

Description

technical field [0001] The invention relates to the field of fluorescent probes, in particular to a pyrene 2-(2-methylthiopyridine)-aniline Schiff base Zn 2+ Preparation and application of fluorescent probes. Background technique [0002] Zinc is one of the essential trace elements for the human body. Its content in the human body is second only to iron, and it plays a vital role in human life activities. Zinc deficiency in the human body can lead to diseases such as anorexia, Alzheimer's disease, and growth retardation. In addition, zinc ions are also closely related to the growth of plants. For example, zinc deficiency in apple trees can cause lobular disease, and zinc deficiency in rice and corn can cause plant death. Therefore, choosing an efficient and sensitive zinc ion detection method is of great significance to the fields of chemistry, medicine and botany. [0003] There are many detection methods for zinc ions, including atomic absorption spectrophotometry (AAS)...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/32C09K11/06G01N21/64
CPCC07D213/32C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029G01N21/643
Inventor 汤艳峰黄洋朱金丽付利孙同明王淼万永兴施安霁
Owner NANTONG NTEC MONOFILAMENT TECH CO LTD
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