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Sulfone-modified conjugated organic polymer as well as preparation method and application thereof

A polymer and organic technology, applied in the field of sulfone-modified conjugated organic polymers, can solve the problems of low polarizability, weak electron affinity, and high carbon-hydrogen bond dissociation energy.

Pending Publication Date: 2022-01-07
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, a greater challenge also emerged, that is, how to overcome CH 4 Inherently inert at room temperature, such as high C-H bond dissociation energy, weak electron affinity, low polarizability

Method used

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  • Sulfone-modified conjugated organic polymer as well as preparation method and application thereof
  • Sulfone-modified conjugated organic polymer as well as preparation method and application thereof
  • Sulfone-modified conjugated organic polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] 1,4-Benzenediboronic acid (124.3 mg, 0.75 mmol), 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (271.4 mg, 0.50 mmol), potassium carbonate ( 172.8 mg) and palladium acetate (7.0 mg) were sequentially added to a dry round bottom flask, then evacuated and replaced with argon three times. After the mixture was uniformly dispersed in dry, argon-saturated dimethylformamide DMF (40.0 ml), it was placed in a microwave reactor (MCR-3) and heated to 150° C. for 1 h. When cooled to room temperature, the mixture was filtered and the collected precipitate was rinsed several times with DMF and water, then stirred in the solution (water / methanol, 1 / 1, v / v) overnight, then with methanol at 70°C Soxhlet extraction for 48h and finally stirring in dichloromethane for 8h. The solid product was dried in an oven at 80° C. for 8 h to obtain a gray powder COP1 (180 mg, 45% yield). During photocatalytic methane oxidation, no liquid-phase products were detected.

Embodiment 2

[0048] Dipinamate 4,4-biphenyl diboronate (181.6 mg, 0.75 mmol), 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (271.4 mg, 0.5 mmol) ), potassium carbonate (172.8 mg) and palladium acetate (7.0 mg) were successively added to the dry round bottom flask, which was then evacuated and replaced with argon three times. After the mixture was uniformly dispersed in dry, argon-saturated DMF (40.0 ml), it was placed in a microwave reactor (MCR-3) and heated to 150° C. for 1 h. When cooled to room temperature, the mixture was filtered and the collected precipitate was rinsed several times with DMF and water, then stirred in the solution (water / methanol, 1 / 1, v / v) overnight, then with methanol at 70°C Soxhlet extraction for 48h and finally stirring in dichloromethane for 8h. The solid product was dried in an oven at 80° C. for 8 h to obtain a gray powder COP2 (201.5 mg, 44% yield). During photocatalytic methane oxidation, no liquid-phase products were detected.

Embodiment 3

[0050] 1,4-Benzenediboronic acid (124.3 mg, 0.75 mmol), 1,3,5-tris(4-bromophenyl)-benzene (271.5 mg, 0.50 mmol), potassium carbonate (172.8 mg) and palladium acetate ( 7.0 mg) were sequentially added to a dry round bottom flask, then evacuated and replaced with argon three times. After the mixture was uniformly dispersed in dry, argon-saturated DMF (40.0 ml), it was placed in a microwave reactor (MCR-3) and heated to 150° C. for 1 h. When cooled to room temperature, the mixture was filtered and the collected precipitate was rinsed several times with DMF and water, then stirred in the solution (water / methanol, 1 / 1, v / v) overnight, then with methanol at 70°C Soxhlet extraction for 48h and finally stirring in dichloromethane for 8h. The solid product was dried in an oven at 80° C. for 8 h to obtain a gray powder COP3 (175 mg, 44% yield). During photocatalytic methane oxidation, no liquid-phase products were detected.

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Abstract

The invention provides a sulfone-modified conjugated organic polymer as well as a preparation method and application thereof, and the method comprises the following steps: sequentially adding thiophene-2,5-diboronic acid di-pinacol ester, a bromophenyl compound, potassium carbonate and palladium acetate, conducting vacuumizing, and then carrying out argon replacement to obtain a mixture, wherein the bromophenyl compound comprises one or more of 2,4,6-tri(4-bromophenyl)-1,3,5-triazine and 1,3,5-tri(4-bromophenyl)-benzene; uniformly dispersing the mixture into DMF (Dimethyl Formamide), and carrying out heating reaction, cooling and filtering; collecting the precipitate, conducting rinsing, conducting stirring in a methanol aqueous solution overnight, and performing Soxhlet extraction; and putting the Soxhlet extraction product into dichloromethane, conducting stirring to obtain a solid product, and conducting drying to obtain a solid. According to the invention, it is found for the first time that sulfuryl on the conjugated organic polymer containing the D-pi-A structure has unique properties of providing electrons and activating CH4 molecules, and the obtained S-CTTP has good photocatalytic ability, light stability and chemical stability.

Description

technical field [0001] The invention belongs to the technical field of catalysts, and in particular relates to a sulfone-modified conjugated organic polymer, a preparation method and application thereof. Background technique [0002] Molecular oxygen ( 3 O 2 ) is not only one of the most environmentally friendly and readily available oxidants, but also a good electron and energy acceptor, but also easily converted to other reactive oxygen species such as hydrogen peroxide (H 2 O 2 ). around photocatalysis 3 O 2 revert to H 2 O 2 , many scholars have carried out a lot of research in recent years, and achieved remarkable results. Under visible light irradiation, silver-decorated C 3 N 4 Nanosheets have high catalytic activity in water (H 2 O 2 Yield 117.95 μmol g cat -1 h -1 ). Under similar experimental conditions, oxygen-enriched g-C 3 N 4 can make H 2 O 2 The yield was significantly improved (2920 μmol g cat -1 h -1 ). But objectively speaking, in th...

Claims

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Application Information

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IPC IPC(8): C08G61/12B01J31/06C07C29/50C07C31/04C07C51/215C07C53/02
CPCC08G61/122C08G61/126B01J31/06C07C29/50C07C51/215B01J2231/70C08G2261/124C08G2261/18C08G2261/3223C08G2261/3221C08G2261/354C08G2261/514C08G2261/411C07C31/04C07C53/02Y02P20/52
Inventor 吴文婷安波郑博士李苗吴明铂
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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