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Silicon fluorene-based conjugated porous polymer and preparation method thereof

A porous polymer and silfluorenyl technology, which is applied in the field of silfluorenyl conjugated porous polymer and its preparation, can solve the problems of photobleaching and poor photostability, and achieve short synthetic route, convenient operation and high yield Effect

Active Publication Date: 2021-12-10
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to solve the problems of poor photostability and photobleaching of organic fluorescent materials, and aims to provide a silicon fluorene-based conjugated porous polymer with light-induced fluorescence enhancement effect and its preparation method

Method used

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  • Silicon fluorene-based conjugated porous polymer and preparation method thereof
  • Silicon fluorene-based conjugated porous polymer and preparation method thereof
  • Silicon fluorene-based conjugated porous polymer and preparation method thereof

Examples

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Embodiment 1

[0038] This example specifically introduces the synthesis process of silicon compound B (3,6-dimethoxy-2,7-diethynyl-9,9-dimethylsilafluorene).

[0039] Step 1: In an argon atmosphere, 2,7-dibromo-3,6-dimethoxy-9,9-dimethylsilafluorene and trimethylsilyne were used as raw materials to obtain 2,7-Ditrimethylsilyne-3,6-dimethoxy-9,9-dimethylsilylfluorene, in which 2,7-dibromo-3,6-dimethoxy-9,9 - The molar ratio of dimethylsilafluorene and trimethylsilyne is 1:3.

[0040]The specific operation is: weigh 3,3'-dibromo-4,4'-dimethoxybiphenyl (3.72g, 10mmol), cuprous iodide (0.20g, 1mmol), tetrakistriphenylphosphine palladium ( 2.32g, 2mmol) in the reaction device, vacuum replacement argon three times under stirring. Add trimethylsilyne (2.94g, 30mmol) dropwise to a glass bottle placed on a balance, add 50mL of distilled piperidine, remove oxygen for 15 minutes, transfer to a reaction device filled with argon, and heat to 80°C, reflux. After reacting for 7 hours, thin-layer chrom...

Embodiment 2

[0055] This example specifically illustrates the synthesis process of the silfluorenyl conjugated porous polymer with light-induced fluorescence enhancement effect.

[0056] Step S1, copolymerization process: first weigh B (50mg, 0.11mmol), cuprous iodide (3mg, 0.02mmol), tetrakistriphenylphosphine palladium (34mg, 0.03mmol) and put them into the reaction device (two-necked bottle, packed There is a reflux tube, with a tee on the reflux tube), vacuumize the argon three times under stirring; then add 1,3,5-triiodobenzene (46 mg, 0.10 mmol), mixed solvent (tetrahydrofuran: triethylamine = 1: 7, 10 mL), heated to 80°C, within 1 hour of the reaction, solids had precipitated and attached to the bottle wall, and the reaction was continued for 3 days. Add saturated ammonium chloride aqueous solution at room temperature to quench, and filter with suction to obtain a light yellow solid, that is, the crude product.

[0057] Step S2, the impurity removal process: the solid is sequential...

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Abstract

The invention belongs to the field of organic fluorescent porous materials, and provides a silicon fluorene-based conjugated porous polymer and a preparation method thereof. The silicon fluorene-based conjugated porous polymer is obtained from 3, 6-dimethoxy-2, 7-diethynyl-9, 9-dimethyl silicon fluorene and 1, 3, 5-triiodobenzene as monomers through a Sonogashira coupling reaction at 75-85 DEG C for copolymerization. The polymer has a three-dimensional structure, can be spherical or tubular, and has a hollow structure. The fluorescence intensity can be enhanced along with the prolonging of the irradiation time of an ultraviolet lamp (365nm). The polymer has a light-induced fluorescence enhancement effect and good photobleaching resistance. The polymer can be widely applied to the aspects of fluorescence analysis, tracking detection, biological imaging and the like. Meanwhile, the preparation method is simple, short in synthesis route, very convenient to operate, mature in raw material preparation technology and high in yield, and has important guidance and reference effects on development of similar fluorescent dyes or organic fluorescent polymers.

Description

technical field [0001] The invention belongs to the field of organic fluorescent porous materials, and in particular relates to a silicon fluorenyl conjugated porous polymer and a preparation method thereof. Background technique [0002] Organic porous polymers have the characteristics of being only composed of light elements (C, H, O, N, etc.), can realize the functional improvement of polymers, are relatively stable and can be applied to stricter conditions, and are widely used in separation and heterogeneous catalysis. It has a wide range of applications in gas storage and other aspects. Some people have synthesized conjugated polyarylene polymers through the Sonogashira-Hagihara coupling reaction. These polymers have a porous structure and a specific surface area of ​​up to 834m 2 g -1 . Unlike MOFs and COFs, these conjugated porous polymers (CMPs) are formed under kinetic control and thus are amorphous, with no periodicity in the arrangement of their internal atoms ...

Claims

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Application Information

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IPC IPC(8): C08G61/12C08G61/10C09K11/06G01N21/64
CPCC08G61/123C08G61/10C09K11/06G01N21/6402G01N21/6428G01N21/6456C09K2211/1441C09K2211/1425C08G2261/124C08G2261/18C08G2261/3244C08G2261/415C08G2261/522C08G2261/312C08G2261/94
Inventor 李良春孙成美苟高章袁宝玲
Owner TONGJI UNIV
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