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Visible light catalyzed styrene bifunctionalization reaction metal-organic framework material as well as preparation method and application thereof

A styrene bifunctional, organic framework technology, applied in the field of photocatalytic materials, can solve the problems of high synthesis cost, low cycle stability, poor utilization of visible light, etc., achieves low cost, easy large-scale preparation, and promotes light induction. Effects of Electron Transfer Process

Active Publication Date: 2020-11-10
XUZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in order to really apply the currently researched MOFs materials to the efficient visible light-catalyzed bifunctionalization of styrene, researchers still need to solve the following problems: (1) Most MOFs have poor visible light utilization and high synthesis costs; (2) ) MOFs with photocatalytic activity in the visible spectral region are still relatively rare and have low cycle stability

Method used

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  • Visible light catalyzed styrene bifunctionalization reaction metal-organic framework material as well as preparation method and application thereof
  • Visible light catalyzed styrene bifunctionalization reaction metal-organic framework material as well as preparation method and application thereof
  • Visible light catalyzed styrene bifunctionalization reaction metal-organic framework material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A method for preparing a metal-organic framework material that catalyzes the difunctionalization reaction of styrene with visible light, and the specific steps are as follows:

[0029] (1) Weigh 8.2mg 2',7'-dichlorofluorescein (DCF), 6.3mg 4,4'-bipyridine (bpy) and 15mg Co(NO 3 ) 2 ·6H 2 O, placed in a 10mL glass sample bottle, add 4mL of a mixed solvent of water and methanol (1:1 by volume), and stir well.

[0030] Among them, the structural formulas of 2',7'-dichlorofluorescein (DCF) and 4,4'-bipyridine (bpy) are as follows:

[0031]

[0032] (2) Put the glass sample bottle in the hydrothermal synthesis reaction kettle, then place the hydrothermal synthesis reaction kettle in an electric blast drying oven, keep the temperature at 80°C, and react for 24 hours.

[0033] (3) After the reaction is finished, cool down to obtain red blocky crystals, filter, wash, and dry at 100°C for 6 hours to obtain the metal-organic framework material for the visible light-catalyze...

Embodiment 2

[0040] Example 2 Solid UV-visible absorption spectrum test of Co-DCFB

[0041] Weigh 10 mg of the material Co-DCFB in Example 1 and load it as a sample for solid ultraviolet testing. Test results such as image 3As shown, it can be seen that the wide absorption band of Cd-EY in the range of 340-550nm indicates that the material has a response in the visible light range, which provides a prerequisite for improving the utilization rate of visible light and the high efficiency of photocatalysts.

Embodiment 3

[0042] Example 3 Catalytic Performance Test of Co-DCFB on Styrene Difunctionalization Reaction

[0043] To containing styrene (1.0mmol) and NH 4 Add photocatalyst Co-DCFB (2.5μmol) to 3mL acetonitrile solution of SCN (1.2mmol), and irradiate with 2.50W green LED lamp (λ=535nm), the specific reaction formula is as follows:

[0044]

[0045] The resulting mixture was stirred at room temperature for 6 h, and the reaction was monitored by TLC. 1 H-NMR analysis confirmed the yield. The test results are shown in Table 2. It can be seen that the catalyst has good catalytic efficiency whether it is an electron-withdrawing olefinic substrate or an electron-donating olefinic substrate.

[0046] Table 2 Test results

[0047]

[0048]

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Abstract

The invention discloses a visible light catalyzed styrene bifunctionalization reaction metal organic framework material as well as a preparation method and application thereof. The molecular formula of the material is C30H17Cl2N2O5.5Co0.5, the crystal system is monoclinic, the space group is C2 / c, and the cell parameters are as follows: alpha = 90.00 degrees, beta = 104.889 (2) degrees, gamma = 90.00 degrees and the number of molecules in cells is 8. The general chemical formula of the material is Co0.5(DCF)(bpy)(H2O)0.5, wherein the DCF is 2',7'-dichlorofluorescein, and the bpy is 4,4'-dipyridyl. The material provided by the invention has high-efficiency performance of catalyzing styrene bifunctionalization reaction to synthesize 1,3-oxa-thiacyclopentane-2-imino under the condition of visible light, and is simple in preparation process, high in catalytic efficiency, good in cycling stability and easy for large-scale preparation.

Description

technical field [0001] The invention belongs to the technical field of photocatalytic materials, and in particular relates to a metal-organic framework material for visible light-catalyzed bifunctionalization of styrene and its preparation method and application. Background technique [0002] In terms of catalysis, the ecologically sustainable synthesis of 1,3-oxathiolane-2-imino derivatives is very attractive both academically and industrially, as they are very valuable intermediates in organic synthesis , and has been used as a core structure for the development of anticancer drugs. In the reported literature, the difunctionalization of styrene via visible light-photoredox catalysis is an effective strategy, which utilizes the cheapest visible light and can utilize oxygen in the air to form free radicals in situ as oxidants. Facilitates the catalytic cycle. [0003] Fluorescein, 2',7'-dichlorofluorescein, etc. are cheap, environmentally friendly organic dyes with visible...

Claims

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Application Information

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IPC IPC(8): C07F15/06C08G83/00B01J35/10B01J35/00B01J31/22C07D327/04
CPCC07F15/065C08G83/008B01J31/1691B01J31/2213C07D327/04C07B2200/13B01J2531/845B01J35/39B01J35/60Y02P20/584
Inventor 王健胡媛媛朱振艳户奥南武鹏彦
Owner XUZHOU NORMAL UNIVERSITY
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