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Preparation method and application of perylene bisimide based organometallic polymer with visible-light photocatalytic performance

A perylene imide and visible light technology, applied in the field of photocatalytic materials, can solve problems such as difficult promotion, high price, and scarce sources, and achieve the effects of easy synthesis, simple synthesis, and difficult dissolution problems

Inactive Publication Date: 2016-07-13
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, ruthenium is a noble metal, and its source is scarce and expensive, so it is difficult to be widely promoted. Moreover, it is difficult to separate from the reaction product as a homogeneous catalyst, which will cause heavy metal pollution.
Titanium dioxide is the best commercial photocatalyst due to its harmlessness to the human body and easy availability of raw materials. However, its structure determines that its absorption of visible light is very weak, so the utilization rate of solar energy is low.
However, the application of this process is limited due to the solubility problem of perylene imides.

Method used

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  • Preparation method and application of perylene bisimide based organometallic polymer with visible-light photocatalytic performance
  • Preparation method and application of perylene bisimide based organometallic polymer with visible-light photocatalytic performance
  • Preparation method and application of perylene bisimide based organometallic polymer with visible-light photocatalytic performance

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The peryleneimide derivative C 28 h 14 N 2 o 8 (5mg, 0.01mmol), Zn(ClO 4 ) 2 ·6H 2 O (3.7mg, 0.01mmol) was dissolved in a mixed solvent of 3mL N,N-dimethylformamide and 7mL water, and NaOH (6mg, 0.1mmol) was added to adjust the solution to weak basicity. The obtained mixture was then placed in an oven, fired at 100°C for 72 hours, closed the oven, cooled to room temperature, red to black diamond-shaped block crystals were precipitated, filtered, and dried to obtain the target material Zn-PDI with a yield of about 44 %. Elemental analysis (%) for C 45 h 29 N 4 o 15 Zn: C, 58.05; H, 3.14; N, 6.02. Found: C, 58.58; H, 3.08; N, 6.23. The schematic diagram of the obtained two-dimensional structure of the target material is as follows figure 1 shown.

Embodiment 2

[0030] Zn-PDI catalyzes the dehalogenation reaction of aryl halides under visible light: aryl halides (0.05mmol), Zn-PDI (5mol%), and 3mL of dry DMF solution are added to a 10mL dry transparent glass tube, and poured into the glass tube Nitrogen (N 2 ) about 20 minutes to remove the oxygen in the reaction tube and the solvent. In pass N 2 The electron sacrificial agent triethylamine (3.6 mmol) was added during the process. The reaction was irradiated with a 455nm blue LED lamp at 40°C. The progress of the reaction was monitored by the gas phase. After the reaction is completed, the catalyst is centrifugally filtered, and the filtrate is directly obtained by the internal standard method of the gas phase after dilution, such as Image 6 shown.

Embodiment 3

[0032] Zn-PDI catalyzes the dehalogenation of aryl halides under visible light and is used for the C-H arylation reaction with N-methylpyrrole: aryl halides (0.1 mmol), Zn-PDI (5mol%), and 3 mL of dry DMF solution are added into a 10mL dry transparent glass tube, and pass nitrogen gas into the glass tube (N 2 ) about 20 minutes to remove the oxygen in the reaction tube and the solvent. In pass N 2 Electron sacrificial agents triethylamine (0.8 mmol) and N-methylpyrrole (2.5 mmol or 5.0 mmol) were added during the process. The reaction was irradiated with a 455nm blue LED lamp at 40°C. The progress of the reaction was monitored by the gas phase. After the reaction was complete, the reaction mixture was transferred to a separatory funnel, and 10 mL of deionized water and 2 mL of saturated saline were added. The mixture was extracted with ethyl acetate (3 x 10 mL) and the resulting organic layer was dried, filtered and concentrated in vacuo. Finally, use ethyl acetate / petrol...

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Abstract

The invention relates to the technical field of photocatalytic materials, in particular to a preparation method and application of a perylene bisimide based organometallic polymer with visible-light photocatalytic performance.The preparation method includes the steps: 1, adding transition metal salt Tm and perylene bisimide derivative H2PDI in the molar ratio of 1:1.0-1.5 into a mixed solvent of N,N-dimethylformamide and water in the volume ratio of 1:2-2.5, and regulating the solution to alkalescence with NaOH; 2, putting the reaction solution prepared in the step 1 in an oven with the temperature controlled between 90 DEG C and 110 DEG C and time controlled between 60h and 80h, closing the oven, cooling to room temperature, crystallizing out, filtering and drying to obtain the target material Zn-PDI.The catalyst is simple to synthesize and easy to operate, the catalyst and the raw materials for catalytic reaction are low in cost, yield is high, visible-light photocatalysis can be realized under mild conditions, and convenience is brought to widespread popularization and application.

Description

technical field [0001] The invention relates to a preparation method and application of a peryleneimide-based metal organic polymer with visible light photocatalytic performance, and belongs to the technical field of photocatalytic materials. Background technique [0002] Solar energy is a clean, sustainable and abundant source of energy, but its dispersion, discontinuity and instability make it difficult to utilize. Visible light photocatalysis can utilize most of the energy in solar energy and convert solar energy into chemical energy that is convenient for storage and transportation, so it has attracted the attention of many scientists. Compared with traditional chemical synthesis, the reaction conditions of visible-light photocatalytic organic synthesis are mild, generally at room temperature and pressure, and avoid the use of strong oxidizing agents or reducing agents, with relatively few side reactions, which is an example of atom economy and green chemistry. represen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07F3/06C07C49/78C07C45/61C07C47/54C07C255/50C07C253/30C07C25/02C07C17/23C07C69/78C07C67/30C07C15/28C07C1/26C07C22/08C07D213/26C07D213/57C07D213/48C07D213/50C07C45/38C07C45/39C07C205/45C07C201/12C07C49/807C07C49/84C07C251/24C07C249/02
CPCC07C1/26C07C17/23C07C45/38C07C45/39C07C45/61C07C67/30C07C201/12C07C249/02C07C253/30C07D213/26C07D213/48C07D213/50C07D213/57C07F3/06B01J31/1691B01J31/22B01J2531/26B01J2231/70B01J2231/4283B01J2231/4205B01J35/39C07C49/78C07C47/54C07C255/50C07C25/02C07C69/78C07C15/28C07C22/08C07C205/45C07C49/807C07C49/84C07C251/24
Inventor 段春迎曾乐何成史岽瑛张飞利
Owner DALIAN UNIV OF TECH
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