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

A technology of hexahydrate and trichloride, which is applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, catalytic reactions, etc. Reaction energy consumption and raw material consumption, reduction of reaction cost, effect of good chemical selectivity

Inactive Publication Date: 2021-02-26
HAINAN NORMAL UNIV
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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 and high pressure; third, the reaction process is complicated and difficult to realize
At present, there is no report of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as a catalyst for the preparation of fatty alcohols from fatty acids

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

Embodiment 1

[0025] Embodiment 1: the application of tri(2,2'-bipyridyl) ruthenium(II) chloride hexahydrate as catalyst in the preparation of benzyl alcohol by decarboxylation of phenylacetic acid

[0026] Step a, add phenylacetic acid to N-(hydroxy)phthalimide, 4-dimethylaminopyridine, and dichloromethane in a three-necked flask and mix evenly, then add dicyclohexylcarbodiimide at 25°C After the reaction is completed, the reaction is carried out by washing and purifying to obtain phenyl N-(acyloxy)phthalimide.

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

[0028] Step b, dissolving the phenyl N-(acyloxy)phthalimide obtained in step a in the solvent N,N-dimethylformamide in a three-necked flask, adding reducing agents 2, 2, 6 , 6-tetramethylpiperidine ni...

proportion Embodiment 4～7

[0035]Proportional examples 4-7: Application of three (2,2'-bipyridyl) ruthenium (II) hexahydrate chloride as catalyst in the preparation of benzyl alcohol by decarboxylation of phenylacetic acid

[0036] Step a and step c process reaction conditions of embodiment 4~7 are consistent with embodiment 1. In step b of Examples 4-7, when other reaction conditions are consistent with Example 1, by adjusting the reducing agent 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate The consumption of acid diethyl ester, the productive rate that phenylacetic acid decarboxylation is converted into benzyl alcohol is as follows:

[0037]

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

Embodiment 8

[0039] Example 8 Application of three (2,2'-bipyridyl) ruthenium (II) chloride hexahydrate as a catalyst in the decarboxylation of hexadecanoic acid to prepare pentadecyl alcohol

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

[0041] Wherein the molar weight (mol) of hexadecanoic acid in step a: the molar weight (mol) of N-(hydroxyl) phthalimide: the molar weight (mol) of 4-dimethylaminopyridine: dichloromethane Molar weight (mol): molar weight (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, add reducing agent 2,2, 6,6-tet...

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Abstract

The invention relates to the application of tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate as a catalyst in the decarboxylation of fatty carboxylic acid to prepare fatty alcohol. The application of the present invention has good chemical selectivity and wide and easy-to-obtain material sources. The invention avoids the disadvantages of high temperature, high pressure, and harsh reaction conditions of the traditional thermochemical method for converting aliphatic carboxylic acid. Energy consumption and raw material consumption, and more green environmental protection, less environmental pollution, has a wide range of application prospects.

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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Patent Type & Authority Patents(China)
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 UNIV
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