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Anthracene main chain type polymer of intrinsic microporosity as well as synthetic method and application thereof

A technology of microporous polymer and main chain type, which is applied in the direction of organic compound/hydride/coordination complex catalysts, chemical instruments and methods, water treatment of special compounds, etc. Microporous polymers, large planar rigid structures, etc., to achieve the effect of strong visible light absorption and fluorescence emission capabilities

Inactive Publication Date: 2020-03-06
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the unique π-conjugation effect and large planar rigid structure of the anthracene group make it difficult to directly use the developed synthetic method to prepare anthracene-based self-porous polymers.

Method used

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  • Anthracene main chain type polymer of intrinsic microporosity as well as synthetic method and application thereof
  • Anthracene main chain type polymer of intrinsic microporosity as well as synthetic method and application thereof
  • Anthracene main chain type polymer of intrinsic microporosity as well as synthetic method and application thereof

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Experimental program
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Embodiment 1

[0030] figure 1 It is the synthetic route of the anthracene main chain type self-porous polymer (PAn) of the present invention. In the present invention, the preparation method of anthracene main chain type self-porous polymer (PAn) comprises the following steps:

[0031] (1) 2,6-diaminoanthracene (4.8mmol, 1g) and N-phenylmaleimide (4.8mmol, 0.83g) were dissolved in N,N-dimethylformamide (10mL) After deoxygenation in a solvent, place it at 60° C., stir and react for 12 hours, and then separate and purify with a chromatographic column to obtain monomer DBM-1.

[0032] (2) Polycondensate DBM-1 by Chaoger base reaction to obtain polymer PDBM-1. Synthesis of polymers using this method is an existing technology, see: (M.Carta et al.Science 2013, 339, 303).

[0033] (3) After heating the polymer at 120° C. for 8 hours, the anthracene main chain-type self-porous polymer PAn was obtained, with a yield of 98.1%.

Embodiment 2

[0035] In the present invention, the preparation method of anthracene main chain type self-porous polymer (PAn) comprises the following steps:

[0036] (1) 2,6-diaminoanthracene (4.8mmol, 1g) and N-methylmaleimide (4.8mmol, 0.53g) were dissolved in N,N-dimethylformamide (10mL) After deoxygenation in the solvent, place it at 60° C., stir and react for 12 hours, and then separate and purify it with a chromatographic column to obtain the monomer DBM-2.

[0037] (2) Polycondensate DBM-2 by Chaoger base reaction to obtain polymer PDBM-2.

[0038] (3) After heating the polymer at 120° C. for 8 hours, the anthracene main chain-type self-porous polymer PAn was obtained, with a yield of 98.9%.

Embodiment 3

[0040] figure 1It is the synthetic route of the anthracene main chain type self-porous polymer (PAn) of the present invention. The preparation method of PAn among the present invention comprises the following steps:

[0041] (1) 2,6-diaminoanthracene (4.8mmol, 1g) and N-phenylmaleimide (4.8mmol, 0.83g) were dissolved in N,N-dimethylformamide (10mL) After deoxygenation in a solvent, place it at 70° C., stir and react for 12 hours, and then separate and purify with a chromatographic column to obtain monomer DBM-1.

[0042] (2) Polycondensate DBM-1 by Chaoger base reaction to obtain polymer PDBM-1.

[0043] (3) After heating the polymer at 120° C. for 8 hours, the anthracene main chain-type self-porous polymer PAn was obtained, with a yield of 97.7%.

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Abstract

The invention relates to an anthracene main chain type polymer of intrinsic microporosity as well as a synthetic method and application thereof, and belongs to the field of polymers. The molecular weight of the polymer is 4000-400000, the molecular weight distribution is 1.15-3.50, and the specific surface area is 50-800 m<2> / g. The preparation method comprises the following steps: performing a Diels-Alder reaction on anthracene-2,6-diamine and maleimide, or performing a Diels-Alder reaction on anthracene-2,6-diamine and a maleimide derivative to obtain a dianiline monomer; performing a polycondensation reaction on the dianiline monomer by using a Troger base reaction to obtain a polymer; and performing a reverse reaction of the Diels-Alder reaction to remove the maleimide or the maleimidederivative to obtain the anthracene main chain type polymer of intrinsic microporosity. According to the method, the maleimide or the maleimide derivative is used as a protective group of an anthracene functional group, the synthesized polymer has a microporous structure, solubility and light sensitive characteristic, and can be used as a photosensitizer in the fields of organic contaminant degradation and photodynamic preparations.

Description

technical field [0001] The invention belongs to the field of macromolecular polymers, and more specifically relates to an anthracene main chain self-porous polymer, a synthesis method and application thereof. Background technique [0002] The self-porous polymer inhibits the free rotation of the chain conformation in space by constructing a polymer chain combining rigidity and twisted structure, and the introduction of the twisted structure makes it difficult for the polymer chain to be regular in space stacking, resulting in holes or larger free volume. Compared with three-dimensional framework porous materials, self-porous polymers have both high specific surface area and processability, making them have significant applications in membrane separation, catalysis and other fields and have attracted much attention. [0003] At present, the synthesis methods of self-porous polymers mainly include nucleophilic substitution reaction (P.M.Budd et al.Chem.Commun.2004,230) and Ch...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06B01J31/06C02F1/30C02F1/00C02F101/30
CPCC08G73/0694B01J31/063C02F1/30C02F1/00C02F2101/30C02F2305/10B01J35/39
Inventor 赵强唐清泉董志月
Owner HUAZHONG UNIV OF SCI & TECH
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