Three-component fluorescent polymer, preparation method thereof, fluorescence sensor and application of fluorescence sensor

A fluorescent polymer and fluorescent sensor technology, applied in the field of fluorescent sensing, can solve the problems of slow response speed of nitro explosives

Active Publication Date: 2019-05-24
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing fluorescent polymers have the problem of slow response (more than about 30s) to nitro explosives.

Method used

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  • Three-component fluorescent polymer, preparation method thereof, fluorescence sensor and application of fluorescence sensor
  • Three-component fluorescent polymer, preparation method thereof, fluorescence sensor and application of fluorescence sensor
  • Three-component fluorescent polymer, preparation method thereof, fluorescence sensor and application of fluorescence sensor

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preparation example Construction

[0047] The present invention also provides a method for preparing the three-component fluorescent polymer described in the above technical solution, comprising the following steps:

[0048] Mix boric acid or boric acid ester corresponding to structural unit A, dihalide corresponding to structural unit M, dihalide corresponding to structural unit N, palladium catalyst, potassium carbonate and solvent, and a coupling reaction occurs in a protective atmosphere to obtain three Component fluorescent polymer;

[0049] In the present invention, the structure of the boronic acid corresponding to the structural unit A is shown in formula IV:

[0050]

[0051] The structure of the borate ester corresponding to the structural unit A is shown in formula V:

[0052]

[0053] In the present invention, the structure of the dihalide corresponding to the structural unit M is shown in formula VI:

[0054]

[0055] Said X is preferably chlorine, bromine or iodine.

[0056] In the pre...

Embodiment 1

[0093] The chemical reaction formula of the present embodiment is as shown in formula (1):

[0094]

[0095] 204.4 mg (0.45 mmol) of 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaboron) pyrene, 74 mg (0.15 mmol) of N-dodecyl- Mix 2,7-dibromocarbazole, 147.6mg (0.3mmol) 9,9-dihexyl-2,7-dibromofluorene, 3mL toluene, 2mL potassium carbonate solution (concentration is 2M) and 1mL absolute ethanol in Under the protection of argon, the raw material mixture was frozen by liquid nitrogen for 8 minutes, then vacuumized for 5 minutes, then 2.3 mg of tetrakis(triphenylphosphine) palladium was added, and the above freezing-vacuumization operation was repeated three times, and the temperature was raised to 100°C and refluxed for 72 hours ; After the reaction was completed, the resulting reaction solution was cooled to room temperature. The reaction solution was added dropwise into 200 mL of methanol, and after filtration, the filtered solid was washed with water and acetone for 18 h, and then...

Embodiment 2

[0102] The chemical reaction formula of the present embodiment is shown in formula (2):

[0103]

[0104]193.6mg (0.45mmol) 9,10-two (4,4,5,5-tetramethyl-1,3,2-dioxaboron) anthracene, 74mg (0.15mmol) N-dodecyl- Mix 2,7-dibromocarbazole, 147.6mg (0.3mmol) 9,9-dihexyl-2,7-dibromofluorene, 3mL toluene, 2mL potassium carbonate solution (concentration is 2M) and 1mL absolute ethanol in Under the protection of argon, the raw material mixture was frozen by liquid nitrogen for 8 minutes, then vacuumized for 5 minutes, 2.3 mg of tetrakis(triphenylphosphine) palladium was added, and the above freezing-vacuumization operation was repeated three times, and the temperature was raised to 100° C. and refluxed for 72 hours; After the reaction was completed, the resulting reaction solution was cooled to room temperature. The reaction solution was added dropwise into 200 mL of methanol, and after filtration, the filtered solid was washed with water and acetone for 18 h, and then the washed ...

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Abstract

The invention provides a three-component fluorescent polymer and belongs to the technical field of fluorescence sensing. The provided three-component fluorescent polymer is a copolymer consisting of structural units A, M and N, wherein the structure of the structural unit A is one of structures shown in a formula I-1, a formula I-2 ... and a formula I-10 and derivatives thereof, the structural unit M is shown in a formula II, and the structural unit N is shown in a formula III. The provided three-component fluorescent polymer has a rigid structure, wherein the structural unit A can reduce accumulation of molecules pi-pi to a certain degree, is conducive to formation of a film with high permeability and facilitates diffusion of nitro explosive gas. The structural unit M (which is a carbazole unit) can improve the electron supply capability of polymers, and the structural unit N (which is a fluorene unit) can ensure that the conjugated polymers has high fluorescence efficiency, so that the response speed of the three-component fluorescent polymer to nitro explosives is increased.

Description

technical field [0001] The invention relates to the technical field of fluorescent sensing, in particular to a three-component fluorescent polymer and a preparation method thereof, a fluorescent sensor and applications thereof. Background technique [0002] As the anti-terrorism situation becomes more and more serious, the rapid and efficient detection of nitro explosives has received more and more attention. At present, the methods for detecting nitro-type explosives have made great progress, but most of them require expensive and bulky spectroscopic instruments, and these instruments usually require professionals to carry out on-site sampling, detection and calibration during the detection process. This brings inconvenience to the on-site real-time detection of explosives. Therefore, it is necessary to develop new detection methods to realize real-time detection of nitro explosives on site. [0003] Fluorescent sensing method is one of the current research hotspots in th...

Claims

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Application Information

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IPC IPC(8): C08G61/12C09K11/06G01N21/64
Inventor 张明刘广娟李峰
Owner JILIN UNIV
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