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Main chain azobenzene type organic porous polymer material and preparation method thereof

A technology of porous polymer and azobenzene, which is applied in separation methods, chemical instruments and methods, water pollutants, etc., can solve problems such as the need to improve the preparation efficiency, and achieve the effects of good dispersibility, simple preparation and large pore volume

Active Publication Date: 2019-03-01
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology describes an improved way to make strong absorbents that are stable under harsh conditions such as acid or alkaline environments. These absorbers have multiple layers made up mostly of highly crosslinkable molecules called diazobenzene groups (azo). They also contain fluorescent dyes attached at their ends, allowing them to detect changes caused by various substances on surfaces. Overall these improvements improve its effectiveness over existing methods while being more ecofriendly than previous ones due to environmental friendliness.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding ways to create macroswitch-shaped or perpendicular coplanar compounds with high stability without being made into nanopore structures due to their rigidity. Existing methods involve synthesis processes involving complicated chemical substances like diazotrienes, naphthols, acetylchloroarsenanes, etc., making it challenging to produce these compounds at scale while maintaining desired characteristics.

Method used

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  • Main chain azobenzene type organic porous polymer material and preparation method thereof
  • Main chain azobenzene type organic porous polymer material and preparation method thereof
  • Main chain azobenzene type organic porous polymer material and preparation method thereof

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preparation example Construction

[0058] refer to figure 1 , which shows a flowchart of an embodiment of a method for preparing a main chain azobenzene-type organic porous polymer material of the present invention, which may specifically include:

[0059] Step 101, using the aryldiamine shown in the structural formula IV to prepare the diazonium salt shown in the structural formula III, X is Cl, BF 4 、PF 6 ;

[0060] Step 102, use the diazonium salt shown in the structural formula III to undergo an azo coupling polymerization reaction with the aryl diphenol shown in the structural formula II, and perform post-processing to obtain the main chain azobenzene organic compound shown in the structural formula I porous polymer material.

[0061]

[0062] In the embodiment of the present invention, X in the diazonia salt is Cl, BF 4 、PF 6 , the three-dimensional structure of the aryl diamine shown in the structural formula IV is a rigid twisted configuration.

[0063] In the embodiment of the present inventio...

Embodiment 1

[0089] A main chain azobenzene type organic porous polymer material, the structural formula is as follows:

[0090]

[0091] A kind of preparation method of main chain azobenzene type organic porous polymer material of the present invention, the steps are as follows:

[0092] Step 1: Preparation of 9,9'-bis(4-phenyldiazotetrafluoroborate)fluorene.

[0093] In an ice-water bath, disperse 9,9'-bis(4-aminophenyl)fluorene (3.48g, 10mmol, 1eq) in 250mL of deionized water, and add HBF to it after the dispersion is uniform 4 (15.35mL, 100mmol, 10eq), stirred for 5min to completely dissolve 9,9'-bis(4-aminophenyl)fluorene. Then pre-cooled 10mL sodium nitrite aqueous solution (1.415g, 20.5mmol, 2.05eq) in ice water was added dropwise to the reaction system at a speed of 3 seconds / drop, and after reacting for 20min, the solid product was obtained by suction filtration. The solid was washed with deionized water and freeze-dried to obtain 4.02 g of solid (90% yield).

[0094] The em...

Embodiment 2

[0119] A main chain azobenzene type organic porous polymer material, the structural formula is as follows:

[0120]

[0121] A preparation method of a main chain azobenzene type organic porous polymer material, the specific steps are as follows:

[0122] Step 1: Preparation of 9,9'-bis(4-phenyldiazonium hydrochloride)fluorene.

[0123] In an ice-water bath, disperse 9,9'-bis(4-aminophenyl)fluorene (0.348g, 1mmol, 1eq) in 100mL of deionized water, and add HCl (0.667mL, 8mmol, 8eq ), and stirred for 5 minutes to completely dissolve 9,9'-bis(4-aminophenyl)fluorene. Then 10mL of potassium nitrite aqueous solution (0.172g, 2.05mmol, 0.205eq) pre-cooled in ice water was added dropwise to the reaction system at a rate of 3 seconds / drop, and after 25min of reaction, 9,9'-bis(4- phenyldiazonium hydrochloride) fluorene solution.

[0124] Step 2: Preparation of main chain azobenzene type organic porous polymer LAB-POP-2.

[0125] Under an ice-water bath, adjust the pH value of the...

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Abstract

The invention relates to a main chain azobenzene type organic porous polymer material and a preparation method thereof and belongs to the field of new materials. The structural formula of the organicporous polymer material is shown in the description. The method comprises the steps as follows: dispersing aryl diamine in a first solvent at ice-water bath temperature, adding an acid medium after uniform dispersion to enable aryl diamine to be completely dissolved; dropwise adding a nitrosation agent for a diazotization reaction to obtain diazonium salt; adjusting the Ph value of the diazonium salt solution to be neutral by an alkaline solution to obtain a neutral solution; dissolving aryl diphenol in a second solvent, then, dropwise adding the solution to the neutral solution for an azo coupling polymerization reaction, and performing treatment to obtain the organic porous polymer material. The preparation method has the characteristics that preparation is simple, raw materials are easyto obtain, the reaction condition is mild and the like. The obtained main chain azobenzene type organic porous polymer material has the characteristics of solubility, good thermal stability, high specific surface area, large pore volume and the like.

Description

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Claims

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Application Information

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Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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