Application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as catalyst

A technology of hexahydrate and trichloride, applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, catalytic reaction, etc. The effect of reaction cost, reduction of reaction energy consumption and raw material consumption, and broad application prospects

Inactive Publication Date: 2018-10-26
HAINAN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current decarboxylation methods still face many problems: first, they basically need an external hydrogen source or reducing agent; second, the decarboxylation technology requires high energy consumption conditions such as high temperature

Method used

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  • Application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as catalyst
  • Application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as catalyst
  • Application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as catalyst

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0025] Example 1: Application of tris(2,2'-bipyridine)ruthenium(II) hexahydrate as a catalyst in the preparation of benzyl alcohol by decarboxylation of benzoic acid

[0026] Step a, add benzoic acid to N-(hydroxy)phthalimide, 4-dimethylaminopyridine, and dichloromethane in a three-necked flask and mix well, then add dicyclohexylcarbodiimide at 25°C The reaction is carried out under the following conditions, and after the reaction is completed, the phenyl N-(acyloxy)phthalimide is obtained by washing and purifying.

[0027] Wherein the molar amount of benzoic acid (mol) in step a: the molar amount of N-(hydroxy) phthalimide (mol): the molar amount of 4-dimethylaminopyridine (mol): the mole of dichloromethane Amount (mol): The molar amount (mol) of dicyclohexylcarbodiimide=1:1.1:0.1:0.1:0.1.

[0028] Step b, dissolve the phenyl N-(acyloxy) phthalimide obtained in step a in the solvent N,N-dimethylformamide in a three-necked flask, and add the reducing agent 2, 2, 6 ,6-Tetramethylpip...

Example

[0035] Proportional Examples 4-7: Application of tris(2,2'-bipyridyl)ruthenium(II) hexahydrate as a catalyst in the preparation of benzyl alcohol by decarboxylation of benzoic acid

[0036] The reaction conditions of the steps a and c of Examples 4-7 are the same as those of Example 1. In step b of Examples 4-7, under the condition that other reaction conditions are consistent with Example 1, by adjusting the reducing agent 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate The amount of diethyl acid, the yield of decarboxylation of benzoic acid to benzyl alcohol is as follows:

[0037]

[0038] Under the same reaction conditions, when the amount of diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is 0.2 mmol, the decarboxylation of benzoic acid is converted into benzyl alcohol. The highest rate is 95%.

Example Embodiment

[0039] Example 8 Application of tris(2,2'-bipyridyl)ruthenium(II) hexahydrate as a catalyst in the preparation of pentadecanol by decarboxylation of hexadecanoic acid

[0040] Step a, add hexadecanoic acid to N-(hydroxy)phthalimide, 4-dimethylaminopyridine, and dichloromethane in a three-necked flask and mix well, then add dicyclohexylcarbodiimide at 25°C The reaction is carried out under the conditions, and after the reaction is completed, the pentadecyl N-(acyloxy) phthalimide is obtained by washing and purifying.

[0041] Wherein the molar amount of hexadecanoic acid (mol) in step a: the molar amount of N-(hydroxy) phthalimide (mol): the molar amount of 4-dimethylaminopyridine (mol): that of dichloromethane The molar amount (mol): the molar amount (mol) of dicyclohexylcarbodiimide=1:1.1:0.1:0.1:0.1.

[0042] Step b, dissolve the pentadecyl N-(acyloxy)phthalimide obtained in step a in the solvent N,N-dimethylformamide in a three-necked flask, and add the reducing agent 2,2, 6,6-T...

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Abstract

The invention relates to application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as a catalyst for preparing fatty alcohol through decarboxylation of aliphatic carboxylic acid. The application has the advantages that chemical selectivity is high, and materials are extensive and easy to acquire; defects in aliphatic carboxylic acid conversion based on conventional thermochemical methods, including high energy consumption such as high temperature and high pressure, and harsh reaction conditions, are avoided; the reaction process is simple, convenient, and easy to operate, and repeated extraction is avoided; additional injection of high-purity hydrogen is not needed, and reaction energy consumption and raw material consumption are greatly reduced; environment protection is realized, and environment pollution is small; a wide application prospect is achieved.

Description

technical field [0001] The invention relates to the technical field of energy and chemical engineering, in particular to the application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as a catalyst in the decarboxylation of fatty carboxylic acids to prepare fatty alcohols. Background technique [0002] With the rapid consumption of fossil resources, more and more attention has been paid to the development and utilization of renewable clean energy. Biomass is an important renewable energy, and it is the only renewable organic carbon source, which can provide abundant organic carbon resources. Biomass is the only source that can be converted into liquid fuels and is an alternative to fossil fuels. Carboxylic acids are an important class of biomass platform molecules, which are widespread in nature, stable in nature, and low in toxicity. Decarboxylation of carboxylic acids can provide a route to convert fatty carboxylic acids into fatty alcohols. The current decar...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C29/132C07C31/125C07C33/22
CPCB01J31/1815B01J2231/64B01J2531/0213B01J2531/828C07C29/132C07D209/48C07D211/94C07C33/22C07C31/125
Inventor 郑超李小宝郑彩娟陈光英王玉婷徐杨蕊魏俊杰
Owner HAINAN NORMAL UNIVERSITY
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