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Ligand used for metal-organic frameworks, and synthetic method thereof

A metal-organic framework and a synthesis method technology, applied in the field of C3 symmetrical aromatic tricarboxylic acid ligands and their synthesis, can solve the problems of limited application, no porous structure, etc., and achieve easy purification, mild reaction conditions, and yield. high effect

Inactive Publication Date: 2016-05-25
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the metal organophosphate (sulfonate) salts formed after the coordination of organophosphate ligands and organosulfonic acid ligands to metals are not metal organic framework materials and do not have a porous structure, which limits their applications.

Method used

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  • Ligand used for metal-organic frameworks, and synthetic method thereof
  • Ligand used for metal-organic frameworks, and synthetic method thereof
  • Ligand used for metal-organic frameworks, and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] A ligand for metal-organic frameworks, named C 3 The symmetrical aromatic tricarboxylic acid ligand is a semi-rigid Schiff base structure composed of multiple benzene rings; it contains O=C-NH-functional groups; its appearance is yellow solid powder; its structure is as follows:

[0032]

[0033] The concrete steps of its synthetic method are as follows:

[0034] Step 1, the preparation of intermediate product A

[0035] Add 30mL of dichloromethane solution containing 1.57g (11.4mmol) p-nitroaniline to a 100mL container, add 1.60mL triethylamine as an acid-binding agent, slowly add 20mL solution of 1.00g (3.79 mmol) of 1,3,5-benzenetricarbonyl chloride in dichloromethane, reacted for 4 hours, filtered to obtain a light yellow-green solid, washed several times with ethanol solution, and dried in vacuo to finally obtain 1.90 g of the product with a yield of 88.0%.

[0036] Step 2, the preparation of intermediate product B

[0037] Add 20 mL of DMF solution in which ...

Embodiment 2

[0041] A ligand for metal-organic frameworks, named C 3 The symmetrical aromatic tricarboxylic acid ligand is a semi-rigid Schiff base structure composed of multiple benzene rings; it contains O=C-NH-functional groups; its appearance is yellow solid powder; its structure is as follows:

[0042]

[0043] The concrete steps of its synthetic method are as follows:

[0044] Step 1, the preparation of intermediate product A

[0045] Add 50mL of dichloromethane solution containing 2.48g (18.0mmol) of p-nitroaniline into a 100mL container, add 1.1mL of pyridine as an acid-binding agent, slowly add 10mL of 0.50g (1.90mmol) of p-nitroaniline dropwise under stirring in an ice bath The dichloromethane solution of 1,3,5-benzenetricarboxylic acid chloride was reacted for 3 hours and then filtered to obtain a light yellow-green solid, which was washed several times with ethanol solution and then vacuum-dried to finally obtain 0.90 g of the product with a yield of 84.9%.

[0046] Step 2...

Embodiment 3

[0051] A ligand for metal-organic frameworks, named C 3 The symmetrical aromatic tricarboxylic acid ligand is a semi-rigid Schiff base structure composed of multiple benzene rings; it contains O=C-NH-functional groups; its appearance is yellow solid powder; its structure is as follows:

[0052]

[0053] The concrete steps of its synthetic method are as follows:

[0054] Step 1, the preparation of intermediate product A

[0055] Add 20 mL of dichloromethane solution containing 1.24 g (9.0 mmol) p-nitroaniline into a 50 mL container, add 2.3 mL of pyridine as an acid-binding agent, slowly add 10 mL of 0.50 g (1.90 mmol) The dichloromethane solution of 1,3,5-benzenetricarboxylic acid chloride was reacted for 2 hours to obtain a light yellow-green solid, which was washed several times with ethanol solution and then vacuum-dried to obtain 0.96 g of the product with a yield of 88.6%.

[0056] Step 2, the preparation of intermediate product B

[0057] Add 20 mL of DMF solution ...

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Abstract

The invention relates to a ligand used for metal-organic frameworks and a synthetic method thereof, and especially relates to a C3 symmetric aromatic tricarboxylic acid ligand, and a synthetic method thereof, and belongs to the field of organic synthesis method. The synthetic method comprises following steps: 1,3,5-benzenetricarboxylic acid chloride and paranitroaniline are subjected to amide condensation so as to obtain a nitro intermediate; the nitro intermediate is subjected to reduction so as to obtain an amino intermediate; and at last the amino intermediate and 4-benzoylbenzoic acid are subjected to aldehydeamine condensation so as to obtain the target ligand. The synthetic method is simple; yield is relatively high; reaction conditions are mild; purification is convenient; and the ligand can be used for preparation of metal-organic frameworks as a novel organic ligand, so that practical applications in the fields of gas preferential adsorption and chemical recognition are realized.

Description

technical field [0001] The present invention relates to a ligand for metal organic framework and its synthesis method, in particular to a C 3 A symmetrical aromatic tricarboxylic acid ligand and a synthesis method thereof belong to the field of organic synthesis methodology. Background technique [0002] Metal-organic frameworks (Metal-Organic Frameworks, MOFs) materials are crystalline materials with infinitely extended network structures formed by self-assembly of organic ligands and metal ions. Material. Compared with traditional inorganic porous materials, MOFs materials have larger porosity and specific surface area, especially adjustable pore size and variable functional groups. At present, MOFs materials have been applied in chemical sensors, gas selective adsorption and separation, drug delivery, catalytic reactions, etc. [0003] Searching for new ligands that can prepare metal-organic framework materials with different application potentials by coordinating with...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C249/02C07C251/24
Inventor 蔺鹏超李燕月束庆海金韶华李丽洁陈树森
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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