Aie-based polymer ratiometric fluorescent sensor capable of rapidly detecting hypochlorous acid and its preparation method and application

A technology for detecting hypochlorous acid and ratiometric fluorescence, applied in the field of preparation of AIE fluorescence sensors, can solve the problems of reduced feasibility, limited applicability, and unresolved ACQ

Active Publication Date: 2021-05-18
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when it comes to small molecule sensors, first of all, most small molecule sensors work in pure organic solvents or mixed solvents, because the biotoxicity of organic solvents limits its applicability; The π-π interactions between lead to aggregation-induced fluorescence quenching (ACQ), further limiting the applicability
This also leads to a reduction in the feasibility of using this type of sensor in actual detection.
Although some polymer-based hypochlorous acid ratiometric fluorescent sensors have been developed (CN201610689409.8, CN201610834650.5), these polymeric fluorescent probes still do not solve the shortcomings of ACQ

Method used

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  • Aie-based polymer ratiometric fluorescent sensor capable of rapidly detecting hypochlorous acid and its preparation method and application
  • Aie-based polymer ratiometric fluorescent sensor capable of rapidly detecting hypochlorous acid and its preparation method and application
  • Aie-based polymer ratiometric fluorescent sensor capable of rapidly detecting hypochlorous acid and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]Example 1: A preparation of a polymer ratio fluorescence sensor based on AIE-based polyethylene chloric acid, specific steps:

[0028](1) 2- (1- (2-hydroxyethyl) -2-methyl quinoline-4 (1) prepared according to the prior artH) - subunit) proprialonitrile (2 mmol) and hard ester chloride (3 mmol) were dissolved in 25 mL of tetrahydrofuran, triethylamine (3 mmol) was added, placed in N.2Under the conditions of protecting and expanding light, at room temperature 24 h, the reaction was rotated after the reaction was completed, and most (85 to 95%) of the solvent was removed, the column was separated from the pure product, dried in vacuo, and product 1;

[0029](2) The product 1 (0.387 mmol) and hydrocetaldehyde (0.774 mmol) were dissolved in a mixed solution of acetonitrile (15 mL) and tetrahydrofuran (15 mL), and a small amount of piperidine (5 droplets) was added to N.2Under the conditions of protecting and expanding light, the reflux 24 h, and the reaction was rotated after the reacti...

Embodiment 2

[0031]Example 2: An AIE-based speed detecting hypochlorous acid polymer ratio fluorescence sensor is prepared, and the specific steps are:

[0032](1) 2- (1- (2-hydroxyethyl) -2-methyl quinoline-4 (1) prepared according to the prior artH) - subunit) proprialonitrile (1.5 mmol) and hard ester chloride (3 mmol) were dissolved in 20 mL of tetrahydrofuran, triethylamine (3 mmol) was added, placed in N.2Under the conditions of protecting and expanding light, at room temperature 24 h, the reaction was rotated after the reaction was completed, and most (85 to 95%) of the solvent was removed, the column was separated from the pure product, dried in vacuo, and product 1;

[0033](2) The product 1 (0.25 mmol) and hydrocetaldehyde (0.774 mmol) were dissolved in a mixed solution of acetonitrile (10 mL) and tetrahydrofuran (10 mL), and a small amount of piperidine (2 droplets) was added to N.2Under the conditions of protecting and expanding light, reflux 20 h, and the reaction was evaporated after the...

Embodiment 3

[0035]Example 3: An AIE-based faster detection hypochlorous acid-based polymer ratio fluorescence sensor, specific steps:

[0036](1) 2- (1- (2-hydroxyethyl) -2-methyl quinoline-4 (1) prepared according to the prior artH) - subunit) propennitrile (3 mmol) and hard ester chloride (3 mmol) were dissolved in 30 mL of tetrahydrofuran, triethylamine (3 mmol) was added, placed in N2Under the conditions of protecting and expanding light, at room temperature 24 h, the reaction was rotated after the reaction was completed, and most (85 to 95%) of the solvent was removed, the column was separated from the pure product, dried in vacuo, and product 1;

[0037](2) The product 1 (0.5 mmol) and hydrocetaldehyde (0.774 mmol) were dissolved in a mixed solution of acetonitrile (20 mL) and tetrahydrofuran (20 mL), and a small amount of piperidine (10 droplets) was added to N.2Under the conditions of protecting and protected, refluxed 30 h, and the reaction was rotated after the reaction was evaporated, and ...

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Abstract

The invention discloses a polymer ratio fluorescence sensor capable of rapidly detecting hypochlorous acid based on aggregation-induced emission (AIE) fluorophore and its application. The fluorescence sensor is made of polyethylene oxide-co- Polystyrene, 2‑(1‑(2‑hydroxyethyl)‑2‑methylquinoline‑4(1 H )-subunit) malononitrile, stearic acid, and pyrene formaldehyde are a novel polymer ratiometric fluorescent sensor prepared as raw materials. The polymer fluorescent sensor can achieve high selectivity and high sensitivity rapid ratiometric detection of hypochlorous acid in pure aqueous solution. Compared with the existing fluorescence detection technology, the fluorescence sensor obtained by the present invention has the advantages of high selectivity ratio and rapid response to hypochlorous acid, which can effectively avoid the fluorescence quenching phenomenon induced by aggregation, and has the advantages of low input cost and simple synthesis route, etc. It is suitable for scale-up synthesis and practical production application, and has great application prospects in technical fields such as analytical chemistry, life science, and environmental science.

Description

Technical field[0001]The present invention relates to the preparation and application of AIE fluorescence sensors that can be used for hypochlorous acid, and in particular, the preparation of AIE fluorescence sensors of secondary chloric acid, which belongs to chemical material preparation and analysis detection.Background technique[0002]Senchlorous acid (HCLO) is a very important active oxygen species in biological cells, which plays a very important role in cellular immunity in biological cells. However, ROS has high activity in the organism, low content, uneven distribution, and thus explores its function in the organism. In addition, hypochlorous acid (HCLO) is also applied to some food products, the disinfection treatment of life water, which is inevitable to residue a certain amount of HCLO, long-term intake of water or food containing HCLO, and the digestive system A adverse effects. The hypochlorous acid is caused by hydroximitation and bleaching, so that HOCL has a lot of i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/12C09K11/06G01N21/64
CPCC07D215/12C09K11/06C09K2211/1011C09K2211/1029G01N21/643
Inventor 陈建王宏洪永想张培盛
Owner HUNAN UNIV OF SCI & TECH
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