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Porous condensed-ring semiconductor fluorescent polymer, fluorescent sensing film, preparation method and application thereof

A fluorescent polymer and fluorescent sensing technology, applied in the field of fluorescent sensing materials, can solve the problems that cannot further meet the requirements of fast, sensitive, and high selectivity of fluorescent sensors, and achieve enhanced monomer fluorescence intensity and high commercial application value. , the effect of suppressing the problem of fluorescence quenching

Active Publication Date: 2022-01-28
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In recent years, fluorescent sensors based on conjugated polymers have attracted widespread attention due to the advantages of convenient, fast, and sensitive testing processes, and no need for sample pretreatment. However, the polymers used in existing fluorescent sensors cannot further meet the needs of fluorescent sensors for fast Therefore, it is urgent to develop a new polymer, which can be used in fluorescent sensors to detect dangerous goods more efficiently and sensitively.

Method used

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  • Porous condensed-ring semiconductor fluorescent polymer, fluorescent sensing film, preparation method and application thereof
  • Porous condensed-ring semiconductor fluorescent polymer, fluorescent sensing film, preparation method and application thereof
  • Porous condensed-ring semiconductor fluorescent polymer, fluorescent sensing film, preparation method and application thereof

Examples

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Embodiment 1

[0049] This embodiment provides an intermediate 2-4, the synthesis route of which is as follows:

[0050] ;

[0051] The preparation method of monomer 2-4 specifically comprises the following steps:

[0052] 1) Synthesis of compound 2-1

[0053]

[0054] Put anthracene (3.55 g, 20.0 mmol), 1,4-benzoquinone (1.30 g, 12.0 mmol), 2,3,5,6-tetrachlorobenzoquinone (4.90 g, 20.0 mmol) into the reaction flask, add Glacial acetic acid (125 mL) was heated under reflux and stirred for 16 h. After the reaction, return to room temperature and filter under vacuum using a Buchner funnel to obtain a solid filter cake. Wash the solid with glacial acetic acid, methanol, and ether to obtain a crude product. The crude product was separated and purified by column chromatography, the eluent used was a mixed solvent of dichloromethane and ethyl acetate at a volume ratio of 50: 1, and finally yellow solid 2-1 (3.10 g, 68%) was obtained. The H NMR spectrum of compound 2-1 is as follows figure...

Embodiment 2

[0066] This example provides a porous fused-ring polymer fluorescent polymer (polymer 1), and the synthesis route of polymer 1 is as follows:

[0067] ;

[0068] The preparation method of polymer 1 specifically comprises the following steps:

[0069] Under argon atmosphere, the compound pentadecene 2-4 (0.478 g, 1 mmol), 1,7-dibromo-3,4,9,10-perylenetetracarboxylic dianhydride (0.556 g, 1 mmol), Catalyst Pd(PPh 3 ) 4 (0.058 g, 0.05 mmol) and cuprous iodide CuI (0.010 g, 0.05 mmol) were put into the reaction flask, and the nitrogen gas was exhausted three times with a double-row tube, and ultra-dry toluene (12 mL) treated with potassium-sodium alloy was added and isopropylamine ( i -Pr 2 NH) (6 mL), heated to 130 o C stirred and reacted for two days. After the reaction was completed, the reaction mixture cooled to room temperature was poured into deionized water, extracted five times with dichloromethane, and the combined organic layers were dried with anhydrous sodium ...

Embodiment 3

[0071] This example provides a porous fused-ring polymer fluorescent polymer (polymer 2), and the synthesis route of polymer 2 is as follows:

[0072] ;

[0073] The preparation method of polymer 2 specifically comprises the following steps:

[0074] Under argon atmosphere, the compound pentadecene 2-4 (0.478 g, 1 mmol), 3,9-dibromoperylene (0.410 g, 1 mmol), catalyst Pd(PPh 3 ) 4 (0.058 g, 0.05 mmol) and cuprous iodide CuI (0.010 g, 0.05 mmol) were put into the reaction flask, and the nitrogen gas was exhausted three times with a double-row tube, and ultra-dry toluene (12 mL) treated with potassium-sodium alloy was added and isopropylamine ( i -Pr 2 NH) (6 mL), heated to 130 o C stirred and reacted for two days. After the reaction was completed, the reaction mixture cooled to room temperature was poured into deionized water, extracted five times with dichloromethane, and the combined organic layers were dried with anhydrous sodium sulfate and concentrated under vacuum ...

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Abstract

The invention relates to the technical field of fluorescent sensing materials, in particular to a porous condensed-ring semiconductor fluorescent polymer, a fluorescent sensing film, a preparation method and application thereof. The polymer provided by the present invention has a structure shown in Formula 1-Formula 3, and it is prepared into a fluorescent sensing film, which has a sensitive response signal, fast and high selectivity, and can be widely used in gaseous trace nitro explosives, excessive Fluorescent detection of oxide explosives, biomolecules, heavy metals, and drugs.

Description

technical field [0001] The invention relates to the technical field of fluorescent sensing materials, in particular to a porous condensed-ring semiconductor fluorescent polymer, a fluorescent sensing film, a preparation method and application thereof. Background technique [0002] In recent years, with the continuous improvement of the industrial level, the use of chemicals has become more and more common. While chemicals have greatly improved living standards and convenience, they also pose threats to the ecological environment, public safety, and public health due to their dangers. , therefore, in industrial control, environmental monitoring, public safety and other related fields, the rapid and trace monitoring of chemicals, especially hazardous chemicals, has become an urgent need. [0003] Hazardous chemicals refer to highly toxic chemicals and other chemicals that are toxic, corrosive, explosive, flammable, and combustion-supporting, and are harmful to human bodies, fa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C09D165/00G01N21/64
CPCC08G61/12C08G61/122C09D165/00G01N21/643C08G2261/124C08G2261/3242C08G2261/3422C08G2261/522G01N2021/6432
Inventor 陈海波李鹏李灵锋
Owner SUZHOU UNIV
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