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Preparation method and application of tridentate isonitrile and metal-organic micro-porous framework material MOMFs

A technology of organometallic and framework materials, applied in organic substitution, organic chemistry, organic compound/hydride/coordination complex catalysts, etc., can solve problems such as difficult recycling, low catalytic activity, and complicated preparation methods, and achieve catalyst The effect of low loss, short reaction time and simple preparation method

Active Publication Date: 2019-12-13
SHANDONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Because the current COFs still have the problems of low catalytic activity, complicated preparation methods and difficult recycling.

Method used

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  • Preparation method and application of tridentate isonitrile and metal-organic micro-porous framework material MOMFs
  • Preparation method and application of tridentate isonitrile and metal-organic micro-porous framework material MOMFs
  • Preparation method and application of tridentate isonitrile and metal-organic micro-porous framework material MOMFs

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Experimental program
Comparison scheme
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Embodiment approach

[0066] A typical implementation of the present disclosure provides a tridentate carboxamide organic ligand, whose chemical structural formula is:

[0067]

[0068] Another embodiment of the present disclosure provides a method for preparing the above-mentioned organic ligand, which is obtained by sonogashira coupling reaction of 2,6-diisopropyl-p-iodobenzamide and 1.3.5 triynylbenzene.

[0069] In one or more examples of this embodiment, the sonogashira coupling reaction conditions are: 2,6-diisopropyl p-iodobenzamide and 1.3.5 triynylbenzene in Pd(pph2)Cl and CuI catalyst Under catalysis, tetrahydrofuran was added as solvent to DIEA and reacted at 50°C for 14 hours.

[0070] The third embodiment of the present disclosure provides monomers for preparing MOMFs, the chemical structural formula of which is:

[0071]

[0072] The fourth embodiment of the present disclosure provides a method for preparing the above-mentioned monomer, which is prepared by adding tridentate fo...

Embodiment 1

[0092] Example 1: Preparation of tridentate benzamide organic ligand (A).

[0093] (1) Under nitrogen atmosphere, add 2.6 diisopropyl p-iodobenzamide (3mmol, 0.994g) and 1.3.5 triynylbenzene (1mmol, 0.150g), then add the catalyst [1,1'-bis (Diphenylphosphine) ferrocene] palladium dichloride (II) Pd (pph2) cl2 (0.1mmol, 75mg) and cocatalyst CuI (0.3mmol, 114mg), then add 20ml of THF and DIEA in the reaction flask (3mmol, 0.496ml), react at 50°C for 14h, cool to room temperature after the reaction, filter with suction, and wash the resulting solid with dichloromethane to remove the raw material. The product was then further purified on silica gel with the ratio of dichloromethane to methanol (50:1) as the eluent to give the pure product as a yellow solid. The yield was (0.494 g, 64%).

[0094] The structural characterization of the prepared A is as follows Figure 1~2 shown.

[0095] The synthetic route of A is as follows:

[0096]

Embodiment 2

[0097] Example 2: Preparation of monomer (B) of MOMFs.

[0098] Under nitrogen, A (1 mmol, 0.759 g) and triethylamine (10 mmol, 1.011 g, 4.17 ml) were mixed in 50 mL of anhydrous dichloromethane and placed in a 100 mL Schlenk flask. After stirring for 20min at 0°C in nitrogen, add POCl to the reaction system 3 (2mmol, 0.306g, 1.96ml), then stirred at 0°C for 1h, and added 10% Na 2 CO 3 Adjust the pH value of the aqueous solution to be neutral, then extract with dichloromethane, wash with saturated sodium chloride solution, and rotary evaporate to obtain the crude product. The product is further purified with a silica gel column, and the eluent is ethyl acetate to petroleum ether at a ratio of 100:1. .Obtain B as a brick red solid (0.635g, 90.0%), and the structural characterization is as follows Figure 3-4 shown.

[0099] The synthetic route of B is as follows:

[0100]

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Abstract

The invention provides a preparation method and an application of a tridentate isonitrile and metal-organic micro-porous framework material MOMFs. The g chemical structural formula of the MOMFs is shown in the description. The MOMFs can be used to obtain a catalyst for catalyzing a Suzuki coupling reaction, and the catalyst has the advantages of high catalytic activity, low cost, small use amountand reusability.

Description

technical field [0001] The invention belongs to the technical field of catalyst preparation, and relates to tridentate isonitrile organic ligands, 2D MOMFs formed by isonitrile and palladium iodide and applications thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Porous coordination polymers (PCPs) have attracted extensive attention due to their promising applications in separation, heterogeneous catalysis, and gas storage. Among them, Metal Organic Framework metal organic framework (MOFs) and Covalent organic frameworks covalent metal organic framework (COFs). Both are defined as coordination compounds with porosity. This kind of material has the advantages of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00B01J31/22C07B37/04C07C1/32C07C15/14
CPCC08G83/008B01J31/1691B01J31/2282C07C1/321C07B37/04B01J2231/4211B01J2231/4227B01J2531/824C07C2531/22C07C15/14
Inventor 董英董育斌鞠晶晶
Owner SHANDONG NORMAL UNIV
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