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Conjugate microporous polymer based on BODIPY derivative and preparation method thereof

A conjugated microporous and polymer technology, applied in the field of conjugated microporous polymers and their preparation, to achieve good chemical and thermal stability, good porosity, and high specific surface area

Active Publication Date: 2016-09-28
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Currently, few attempts to introduce the BODIPY chromophore into CMP have been reported

Method used

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  • Conjugate microporous polymer based on BODIPY derivative and preparation method thereof
  • Conjugate microporous polymer based on BODIPY derivative and preparation method thereof
  • Conjugate microporous polymer based on BODIPY derivative and preparation method thereof

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Embodiment 1

[0040] A conjugated microporous polymer based on BODIPY derivatives of the present invention, the conjugated microporous polymer uses 9-anthracene formaldehyde and 2,4-dimethylpyrrole as raw materials, and obtains anthracene-containing groups through multi-step reactions The BODIPY chromophore, and then the BODIPY chromophore containing anthracene group and 1,3,5-triethynylbenzene in tetrakis (triphenylphosphine) palladium (Pd (PPh 3 ) 4 ) and CuI catalyzed by the Sonogashira reaction. Its concrete preparation steps are as follows:

[0041] (1) Weigh 9-anthracene formaldehyde (4mmol, 825mg), dissolve 2,4-dimethylpyrrole (8mmol, 761mg) in dry dichloromethane (DCM), add 4 drops of trifluoroacetic acid (TFA), The color of the solution changed from initial yellow to black, and the reaction was carried out under nitrogen protection for 12 h at room temperature. After the reaction was completed, dichlorodicyanoquinone (DDQ) (4 mmol, 908 mg) was added and stirred for 3 h, at this ...

Embodiment 2

[0049] A conjugated microporous polymer based on BODIPY derivatives of the present invention, the conjugated microporous polymer uses 9-anthracene formaldehyde and 2,4-dimethylpyrrole as raw materials, and obtains anthracene-containing groups through multi-step reactions The BODIPY chromophore, and then the BODIPY chromophore containing anthracene group with 1,3,5-triethynylbenzene in Pd(PPh 3 ) 4 It is prepared by Sonogashira reaction under the catalysis of CuI. Its concrete preparation steps are as follows:

[0050] (1) Weigh 9-anthracene formaldehyde (4mmol, 825mg), dissolve 2,4-dimethylpyrrole (10mmol, 951mg) in dry dichloromethane, add 4 drops of trifluoroacetic acid, the solution color changes from initial yellow Turned black, nitrogen protection reaction at room temperature for 18h. After the reaction was completed, dichlorodicyanoquinone (4 mmol, 908 mg) was added and stirred for 4 h. At this time, the color of the solution was slightly green. Add 7ml of N,N-diisop...

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Abstract

The invention discloses a novel conjugate microporous polymer based on a BODIPY derivative. The conjugate microporous polymer integrally forms a large conjugate skeleton and has high specific surface area, a good porous character, good heat stability and chemical stability and wide application prospects in the fields of gas separation, ion detection, gas absorption, catalysis and the like. The invention further discloses a preparation method of the conjugate microporous polymer. According to the method, 9-anthraldehyde and 2,4-dimethyl-1H-pyrrole serve as raw materials, BODIPY chromophore containing an anthracene group is obtained through multiple steps, then, the BODIPY chromophore containing the anthracene group and 1,3,5-triethynylbenzene are subjected to Sonogashira reaction under catalysis of tetrakis(triphenylphosphine)platinum and CuI, and the conjugate microporous polymer is obtained.

Description

technical field [0001] The invention belongs to the technical field of organic porous polymers, in particular to a conjugated microporous polymer based on BODIPY derivatives and a preparation method thereof. Background technique [0002] Conjugated microporous polymers (CMP), as a class of organic porous polymers, have conjugated skeletons and stable channels. tunnel. As a new type of organic porous polymer material, this type of compound generally has good porous properties, excellent chemical and thermal stability, and adjustable structure. At the same time, there are many types of reactions used to prepare the material, and the tolerance to various groups is good, and there is a large room for the selectivity of monomers. Since Copper first discovered conjugated microporous polymers in 2007, more and more scientists in chemistry and materials science have devoted themselves to research in this field, further promoting the development of conjugated microporous polymers (...

Claims

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Application Information

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IPC IPC(8): C08G61/12
CPCC08G61/124C08G2261/148C08G2261/15C08G2261/312C08G2261/3221C08G2261/3328C08G2261/415
Inventor 张翼尹家福旷桂超朱云龙纪亚建王德高
Owner CENT SOUTH UNIV
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