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Phenyl polydiacetylene acid as well as preparation method, application and recovery thereof

A technology of phenyl polydiynoic acid and diynoic acid, applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc., can solve the problem of unfavorable phenyl polydiynes The commercial production and practical application of similar materials can improve product performance, improve the photocatalytic degradation effect, and realize the effect of recycling and regeneration.

Active Publication Date: 2022-07-29
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unconventional high-pressure polymerization is obviously not conducive to the commercial production and practical application of phenyl polydiyne materials; and unconventional polymerization conditions are not suitable for phenyldiyne monomers containing other active side groups

Method used

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  • Phenyl polydiacetylene acid as well as preparation method, application and recovery thereof
  • Phenyl polydiacetylene acid as well as preparation method, application and recovery thereof
  • Phenyl polydiacetylene acid as well as preparation method, application and recovery thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1: Preparation of PBDA

[0044] 30 mg of BDA monomer powder was weighed into a 10 mL glass bottle, and 6 mL of DMF solvent was added to prepare a 5 mg / mL BDA solution. The BDA solution was heated in a 90°C water bath for 10 min, taken out after the solution turned into a white emulsion, and cooled to 25°C at room temperature. To the white emulsion was added 151.55 μL of NMA monomer. Quickly shake and mix evenly, and the solution turns into a yellow transparent liquid. After standing at 25°C for 24h, yellow particles were precipitated in the solution. The solution was placed under a 365nm ultraviolet mercury lamp for 1 hour of irradiation. After the irradiation, 100 μL of 12 mol / L hydrochloric acid was added to the solution. Shake and mix evenly, centrifuge and wash with deionized water to obtain PBDA powder.

Embodiment 2

[0045] Example 2: Preparation of PBDA (BDA low concentration)

[0046] Weigh 10 mg of BDA monomer powder into a 10 mL glass bottle, add 5 mL of DMF solvent to prepare a 2 mg / mL BDA solution. The BDA solution was placed in a 90°C water bath and heated for 10 min. After the solution became clear and transparent, it was taken out and cooled to 25°C at room temperature. To this was quickly added 50.48 μL of NMA monomer. Quickly shake and mix evenly, and the solution turns into a yellow transparent liquid. After standing at 25°C for 24h, yellow particles were precipitated in the solution. The solution was placed under a 365nm ultraviolet mercury lamp for irradiation for 1 h, and after the irradiation was completed, 50 μL of 12 mol / L hydrochloric acid was added thereto. Shake and mix evenly, centrifuge and wash with deionized water to obtain PBDA powder.

Embodiment 3

[0047] Example 3: Preparation of PBDA (BDA high concentration)

[0048] 27 mg of BDA monomer powder was weighed into a 10 mL glass bottle, and 3 mL of DMF solvent was added to prepare a 9 mg / mL BDA solution. The BDA solution was heated in a 90°C water bath for 10 min, taken out after the solution turned into a white emulsion, and cooled to 25°C at room temperature. To the white emulsion was added 151.55 μL of NMA. Quickly shake and mix evenly, and the solution turns into a yellow transparent liquid. After standing at 25°C for 24h, yellow particles were precipitated in the solution. The solution was placed under a 365nm ultraviolet mercury lamp for 1 hour of irradiation. After the irradiation, 100 μL of 12 mol / L hydrochloric acid was added to the solution. Shake and mix evenly, centrifuge and wash with deionized water to obtain PBDA powder.

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PUM

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Abstract

The invention belongs to the field of material preparation, and discloses phenyl polydiacetylene acid as well as a preparation method, application and recovery thereof. According to the method, 1, 4-di (4 '-carboxybenzene)-1, 3-butadiyne (BDA) which cannot be subjected to topological polymerization under conventional conditions is taken as a monomer, and 1-naphthyl methylamine (NMA) is added to be complexed with the monomer to form the eutectic. And high-efficiency topological polymerization of the phenyl diyne monomer can be realized through ultraviolet irradiation at normal temperature and normal pressure. And pickling and recovering NMA to obtain the phenyl polydiacetylene acid with the side chain containing active carboxyl. The high-polymerization-degree phenyl polydiacetylene acid prepared by the method can catalyze efficient degradation of organic matters in water under visible light illumination, and recovery and regeneration of the catalyst can be realized through reversible compounding and dissociation of the polydiacetylene acid and the magnetic nano material.

Description

technical field [0001] The invention belongs to the technical field of photocatalytic degradation materials, in particular to a phenyl polydiynoic acid and a preparation method, application and recovery thereof. Background technique [0002] Polydiynes are smart materials with excellent properties. For example, common polydiynes will undergo a blue-to-red transition under the action of external stimuli, so they are often used in the field of sensing. In recent years, with the in-depth research on polydiacetylene materials, their application prospects in different fields have been continuously explored. Phenyl polydiynes with pendant benzene rings can effectively catalyze the degradation of organic pollutants in water under visible light irradiation. This is because the main chain of the phenyl polydiyne contains a conjugated enyne structure, and the benzene ring of the side group greatly increases the conjugation effect of the main chain, making it easier for electrons to m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F138/00C08F2/48C02F1/30C08J11/06B01J31/06B01J31/40B01J38/60B01J38/48B01J38/00C02F101/34C02F101/38C08L49/00
CPCC08F138/00C08F2/48C02F1/30C08J11/06B01J31/06B01J31/4007B01J38/60B01J38/48B01J38/00C02F2101/34C02F2101/38C02F2101/40C02F2305/10C08J2349/00B01J35/39Y02W10/37
Inventor 江力胡丽马超群蒋陈晶黄文艳蒋其民蒋必彪
Owner CHANGZHOU UNIV
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