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A kind of phenolphthalein Schiff base fluorescent probe and its preparation method and application

A fluorescent probe, Schiff base technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of complex synthesis methods, low fluorescence quantum yield, etc., and achieve high detection sensitivity and high anti-interference. Ability, the effect of low detection limit

Active Publication Date: 2022-04-22
南通敏言生物医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, traditional fluorescent probes have disadvantages such as low fluorescence quantum yield and complex synthesis methods.

Method used

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  • A kind of phenolphthalein Schiff base fluorescent probe and its preparation method and application
  • A kind of phenolphthalein Schiff base fluorescent probe and its preparation method and application
  • A kind of phenolphthalein Schiff base fluorescent probe and its preparation method and application

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Embodiment 1

[0033] A kind of phenolphthalein Schiff base fluorescent probe of the present invention, concrete structural formula is as follows:

[0034]

[0035] The above-mentioned phenolphthalein Schiff base fluorescent probe can be applied to identify Al in DMSO solvent 3+ .

[0036] The preparation method of the phenolphthalein Schiff base fluorescent probe comprises the following steps:

[0037] S1. Synthesis of phenolphthalein dialdehyde: Dissolve 2.5466g (8mmol) of phenol and 1.6148g (11.5mmol) of hexamethylenetetramine in 40mL of trifluoroacetic acid, stir and heat to 70°C and react for 8h, then rotary evaporate to remove excess Add 60mL of water, stir for 30mins under heating; then cool in an ice bath, a white solid is precipitated, which is phenolphthalein dialdehyde, yield: 1.30g.

[0038] S2. Synthesis of isoquinoline hydrazide: prepare isoquinoline hydrazide by one-pot method, dissolve 3.2g (18.5mmol) isoquinoline carboxylic acid in 180mL methanol, slowly add 8mL of conc...

Embodiment 2

[0052] The preparation method of the phenolphthalein Schiff base fluorescent probe comprises the following steps:

[0053] S1. Synthesis of phenolphthalein dialdehyde: 2.5466g (8mmol) phenolphthalein and 1.3458g (9.6mmol) hexamethylenetetramine were dissolved in 35mL trifluoroacetic acid, stirred and heated to 95°C and reacted for 7h, then rotary evaporated to remove excess Trifluoroacetic acid; add 60mL of water, heat at 60°C, stir for 30mins; cool in an ice bath, a white solid is precipitated, which is phenolphthalein dialdehyde, yield: 1.15g;

[0054] S2. Synthesis of isoquinoline hydrazide: One-pot method was used to prepare isoquinoline hydrazide, 3.4736 g (20 mmol) of isoquinoline carboxylic acid was dissolved in 185 mL of methanol, 8 mL of concentrated sulfuric acid was slowly added dropwise, stirred and heated to 80°C After reacting for 18 hours, cooling in an ice bath, adding saturated sodium bicarbonate solution, extracting the solution with dichloromethane, taking t...

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Abstract

The invention discloses a phenolphthalein Schiff base fluorescent probe, a preparation method and application thereof, and relates to the field of fluorescent molecular probes. Phenolphthalein Schiff base fluorescent probe of the present invention is used to identify Al in solvent 3+ The preparation method of the present invention comprises taking phenolphthalein as a raw material to synthesize the intermediate phenolphthalein dialdehyde, taking isoquinoline carboxylic acid as a raw material to synthesize the intermediate isoquinoline hydrazide, and then using the intermediate phenolphthalein dialdehyde and the intermediate isoquinoline hydrazide Synthesize phenolphthalein-based Schiff base fluorescent probes as raw materials. The fluorescence signal of the fluorescent probe of the present invention interacts with other common ions basically does not change. 3+ It has specific selective recognition, high anti-interference ability, high sensitivity and low detection limit.

Description

technical field [0001] The invention belongs to the field of fluorescent molecular probes, in particular to a phenolphthalein Schiff base fluorescent probe and its preparation method and application. Background technique [0002] al 3+ As the third most abundant metal element in the earth's crust, it is widely used in food packaging, pharmaceutical packaging and food additives. Excessive intake of aluminum ions will bring some hidden dangers to the human health system, such as senile dementia, Alzheimer's disease, Parkinson's disease and so on. In addition, the excessively high aluminum ion concentration in surface water will hinder the growth of plants, and have a significant inhibitory effect on the growth of their roots and seeds. Molecular fluorescent probes have the advantages of fast reaction rate, low detection limit, and generally no damage to living organisms, and are research hotspots in recent years. However, traditional fluorescent probes have disadvantages su...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/14C09K11/06G01N21/64
CPCC07D405/14C09K11/06G01N21/643C09K2211/1029C09K2211/1088G01N2021/6443
Inventor 朱金丽陆麟霞王敏敏孙同明王淼丁津津黄洋王纯潘锦洋
Owner 南通敏言生物医药科技有限公司
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