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Tris(2,4,6-trimethoxyphenyl)phosphine based ionic liquid catalyst and preparation method thereof

A trimethoxyphenyl, ionic liquid technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc. Difficult to recycle

Active Publication Date: 2019-03-12
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the sulfonic acid-type ionic liquid used has strong acidity and high catalytic activity, its catalyst stability is low and it is not suitable for repeated use.
[0007] In summary, although ionic liquids based on imidazolium salts, pyridinium salts, and quaternary ammonium salts have received extensive attention, they have problems of low catalytic activity, weak stability, and difficult recycling.
The basicity of imidazole, pyridine and amine compounds is weak, so that the dissociation constant of the formed ionic liquid is low, which limits the number of free protons, so the catalytic activity is not good

Method used

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  • Tris(2,4,6-trimethoxyphenyl)phosphine based ionic liquid catalyst and preparation method thereof
  • Tris(2,4,6-trimethoxyphenyl)phosphine based ionic liquid catalyst and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Weigh 5mmol (2.66g) of tris(2,4,6-trimethoxyphenyl)phosphine and dissolve it in 100ml of toluene, add 1.2 times molar amount (6mmol, 0.73g) of 1,3-propane sultone dropwise, React in a water-bath stirring reactor at 60°C for 12h; after the reaction, suction filter, wash and dry the product in a drying oven at 60°C for 6h to obtain the ylide; dissolve 2mmol (1.31g) of the ylide in 60ml of anhydrous Add an equimolar amount (2mmol, 0.20g) of concentrated sulfuric acid dropwise to ethanol, stir and react at 60°C for 12h, then evaporate the solvent by rotary evaporation, wash and dry at 60°C for 12h to obtain an ionic liquid catalyst.

[0022] The structural formula of the ionic liquid catalyst is:

[0023]

[0024] Catalyst activity test comprises the following steps:

[0025] Add methanol and palm oil to the autoclave at an alcohol-to-oil molar ratio of 12:1, and then add a tris(2,4,6-trimethoxyphenyl)phosphine-based ionic liquid catalyst, the amount of catalyst added i...

Embodiment 2

[0027] Weigh 5mmol (2.66g) of tris(2,4,6-trimethoxyphenyl)phosphine and dissolve it in 100ml of N-methylpyrrolidone, add 1.5 times molar amount (7.5mmol, 0.92g) of 1,3-propanesulfonate dropwise Acid lactone, react in a water-bath stirred reactor at 60°C for 10h; after the reaction, filter, wash and dry the product in a drying oven at 60°C for 6h to obtain the ylide; dissolve 2mmol (1.31g) of the ylide In 60ml of absolute ethanol, an equimolar amount (2mmol, 0.39g) of p-toluenesulfonic acid was added dropwise, stirred and reacted at 60°C for 12h, the solvent was removed by rotary evaporation, washed and dried at 60°C for 12h to obtain an ionic liquid catalyst.

[0028] The structural formula of the ionic liquid catalyst is:

[0029] .

[0030] Catalyst activity test comprises the following steps:

[0031] Add propanol and tung oil to the autoclave at an alcohol-to-oil molar ratio of 20:1, then add a tris(2,4,6-trimethoxyphenyl)phosphine ionic liquid catalyst, the amount of ...

Embodiment 3

[0033] Weigh 5mmol (2.66g) of tris(2,4,6-trimethoxyphenyl)phosphine and dissolve it in 100ml of N-methylpyrrolidone, add 2.0 times molar amount (10.0mmol, 1.22g) of 1,3-propanesulfonate dropwise Acid lactone, react in a water-bath stirred reactor at 130°C for 8h; after the reaction, filter, wash and dry the product in a drying oven (60°C) for 6h to obtain the ylide; 2mmol (1.31g) ylide Dissolve the salt in 60ml of absolute ethanol, add an equimolar amount (2mmol, 0.30g) of trifluoromethanesulfonic acid dropwise, stir and react at 55°C for 12h, then evaporate the solvent by rotary evaporation, wash and dry (60°C) for 12h to obtain an ionic liquid catalyst.

[0034] The structural formula of the ionic liquid catalyst is:

[0035] .

[0036] Catalyst activity test comprises the following steps:

[0037]Add ethanol and soybean oil to the autoclave at an alcohol-to-oil molar ratio of 24:1, and then add tris(2,4,6-trimethoxyphenyl)phosphine ionic liquid catalyst, the amount of ...

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Abstract

The invention discloses an ionic liquid catalyst based on tri(2,4,6-trimethoxy phenyl)phosphine and a preparation method thereof. The tri(2,4,6-trimethoxy phenyl)phosphine used as a parent, and 1.0 to5.0 times of molar weight of 1,3-propane sultone or 1,4-butyl sultone are dissolved in an organic solvent; stirring is performed for reaction for 8 to 24h at 20 to 130 DEG C to obtain ylide; then, the ylide and organic acid or inorganic acid are stirred in methyl alcohol, ethyl alcohol or deionized water at 0 to 80 DEG C for reaction for 12 to 24h; after the reaction stops, the solvent is removedto obtain ionic liquid. The ionic liquid prepared by the method has the advantages of high catalytic activity, high heat stability, low equipment corrosion and the like.

Description

technical field [0001] The invention belongs to the field of synthesis and preparation of ionic liquids, in particular to a tris(2,4,6-trimethoxyphenyl)phosphine-based ionic liquid catalyst and a preparation method thereof. technical background [0002] Biodiesel is a kind of green energy produced by transesterification using renewable resources such as vegetable oil, animal oil and waste oil, and is regarded as a substitute for future fossil fuels. At present, the common catalysts for transesterification are mainly alkaline and acidic catalysts. Alkaline catalysts generally use sodium alkoxide, but it is easily hydrolyzed and deactivated by water, and is difficult to recycle, causing a series of problems such as high production costs and environmental pollution; common acidic catalysts such as sulfuric acid are highly corrosive to reaction equipment, and there are also Difficult to recycle and other issues. Therefore, the development of efficient and stable catalysts to r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07F9/54
CPCB01J31/0288C07F9/5442
Inventor 林小城叶长燊易楠邱挺李玲王晓达杨臣黄智贤
Owner FUZHOU UNIV
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