A kind of silfluorenyl conjugated porous polymer and preparation method thereof

A porous polymer and silfluorenyl technology, applied in the field of silfluorenyl conjugated porous polymer and its preparation, can solve the problems of poor light stability, photobleaching, etc., achieve short synthesis route, simple preparation method, and raw material preparation technology mature effect

Active Publication Date: 2022-06-21
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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  • A kind of silfluorenyl conjugated porous polymer and preparation method thereof
  • A kind of silfluorenyl conjugated porous polymer and preparation method thereof
  • A kind of silfluorenyl conjugated porous polymer and preparation method thereof

Examples

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Embodiment 1

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

[0039] Step 1: In an argon atmosphere, using 2,7-dibromo-3,6-dimethoxy-9,9-dimethylsilylfluorene and trimethylsilyne as raw materials, through Sonogashira coupling reaction to obtain 2,7-Ditrimethylsilyne-3,6-dimethoxy-9,9-dimethylsilylfluorene, of which 2,7-dibromo-3,6-dimethoxy-9,9 - The molar ratio of dimethylsilylfluorene 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 ( 2.32 g, 2 mmol) in the reaction device, and under stirring, the argon was replaced by vacuum three times. Trimethylsilyne (2.94 g, 30 mmol) was added dropwise to a glass bottle placed on a balance, 50 mL of distilled piperidine was added, deoxygenated for 15 minutes, and then transferred to an argon-filled reaction d...

Embodiment 2

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

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

[0057] Step S2, impurity removal process: t...

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Abstract

The invention belongs to the field of organic fluorescent porous materials, and provides a silfluorenyl conjugated porous polymer and a preparation method thereof, using 3,6-dimethoxy-2,7-diethynyl-9,9-dimethyl The silfluorene-based conjugated porous polymer is obtained through the Sonogashira coupling reaction at 75°C to 85°C through the Sonogashira coupling reaction. The polymer has a three-dimensional structure, spherical and tubular, and has a hollow structure. The fluorescence intensity will increase with the extension of the ultraviolet lamp (365nm) irradiation time. It has a light-induced fluorescence enhancement effect and has good photobleaching resistance. sex. The polymer will be widely used in fluorescence analysis, tracking detection, biological imaging and other aspects. At the same time, the preparation method is simple, the synthesis route is short, the operation is very convenient, the raw material preparation technology is mature, and the yield is high, which has important guiding and reference functions for the development of similar fluorescent dyes or organic fluorescent polymers.

Description

technical field [0001] The invention belongs to the field of organic fluorescent porous materials, in particular to a silicon fluorene-based conjugated porous polymer and a preparation method thereof. Background technique [0002] Organic porous polymers have the characteristics of being composed of only light elements (C, H, O, N, etc.), which can achieve functional improvement of polymers, and are relatively stable and can be applied to more stringent conditions. It has a wide range of applications in gas storage and so on. Conjugated polyarylacetylene polymers have been synthesized by Sonogashira-Hagihara coupling reaction, and these polymers have a porous structure with a specific surface area as high as 834 m 2 g -1 . Unlike MOFs and COFs, these conjugated porous polymers (CMPs) are formed under kinetic control and thus are amorphous, and the arrangement of their internal atoms or molecules is aperiodic. But compared to many MOFs, this polyalkyne network consists o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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