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Pyridine sulfonic acid salt ion liquid and its preparing process and application

A technology of pyridine sulfonate and ionic liquid, which is applied in the field of pyridine sulfonate ionic liquid, can solve the problems of unsuitability for large-scale industrial application, high viscosity of ionic liquid, complicated synthesis process, etc., and achieve cheap raw materials and low preparation cost , the effect of high reaction conversion rate

Inactive Publication Date: 2005-03-16
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this ionic liquid is that the synthesis process is complex and the cost is high. The ionic liquid with quaternary phosphorus as a cation has a high viscosity and a high melting point (80 degrees Celsius), which is not suitable for large-scale industrial applications.

Method used

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  • Pyridine sulfonic acid salt ion liquid and its preparing process and application
  • Pyridine sulfonic acid salt ion liquid and its preparing process and application
  • Pyridine sulfonic acid salt ion liquid and its preparing process and application

Examples

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preparation example Construction

[0050] The preparation method of described pyridine sulfonate ionic liquid:

[0051] 1) Pyridine sulfonic acid inner salt and acid in equimolar ratio: HBF 4 、H PF 6 、CF 3 SO 3 H, CH 3 (C 6 h 4 ) SO 3 H, HCl, H 2 SO 4 、HNO 3 、H 3 PO 4 、C n h 2n+1 COOH, N(C 2 f 5 SO 2 ) 2 H, C (CF 3 SO 2 - ) 3 H, C n h 2n+1 SO 3 H, or CF 3 CO 2 Mix H and its solution, stir and react at 0-100°C for 1-24 hours; where 1 9.

[0052] 2) After the reaction is completed, the moisture is distilled off under reduced pressure at 50-100° C. to obtain the pyridinesulfonate ionic liquid.

[0053] 3) Wash the ionic liquid with ether for 1-5 times.

[0054] 4) Distill under reduced pressure at 40-100°C to obtain high-purity pyridinesulfonate ionic liquid.

[0055] The inner salt of pyridinesulfonic acid is a compound with the following molecular structure,

[0056]

[0057] Among them, R 1 , R 2 , R 3 , R 4 , R 5 The same...

Embodiment 1

[0070] Implementation Example 1: Synthesis of [PrSPy] + .pTSA - Ionic liquid (pyridinepropanesulfonic acid-p-toluenesulfonic acid)

[0071] 0.153mol (31.55g) internal salt of pyridine propanesulfonic acid and 0.153mol (29.02g) p-toluenesulfonic acid hydrate (pTSA.H 2 O), stirred at 70°C for 12 hours. The white solid liquefies slowly and completely. The product was washed 3 times with 20 ml of ether. Transferred to a rotary evaporator, 100 ° C, 20 Torr vacuum distillation. [PrSPy].pTSA was obtained as a colorless transparent liquid at room temperature. The ionic liquid is stable to water and has no obvious vapor pressure. The molecular structure of used pyridine propane sulfonic acid inner salt is as follows:

[0072]

Embodiment 2

[0073] Implementation Example 2: Synthesis of [PrSPy] + .BF 4 - Ionic liquid (pyridinepropanesulfonic acid-boron tetrafluoride)

[0074] 0.490mol (98.66g) inner salt of pyridine propanesulfonic acid and 0.490mol (104.9g) 0.HBF 4 Aqueous solution (40%w), stirred at 40°C for 24 hours. Transferred to a rotary evaporator, 100 ° C, 20 Torr vacuum distillation to remove water. 60ml ether washed 3 times. 50°C, 20Torr and distilled again under reduced pressure. get[PrSPy] + .BF 4 - , a colorless transparent liquid at room temperature. The ionic liquid is stable to water and has no obvious vapor pressure.

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Abstract

The invention provides a pyridine sulfonic acid salt ion liquid and its preparing process use thereof, wherein the preparation comprises the steps of, mixing pyridinesulfonic acid inner salt with equal mol ratio of acids or their solution, heating with stirring simultaneously, reacting 1-24 hrs, and distilling distillation.

Description

technical field [0001] The invention belongs to the technical field of chemical material preparation, in particular to a pyridine which can be used as a solvent and a catalyst for organic chemical reactions, and is especially suitable for acid-catalyzed organic chemical reactions of esterification, Beckman rearrangement, carbonylation or alcohol dehydration into ethers Sulfonate ionic liquid and its preparation and application. Background technique [0002] As a green solvent or catalyst, ionic liquids are often used in some chemical reaction processes such as organic synthesis, chemical separation, and electrochemistry, and have dual-functional characteristics of solvent and catalyst. Ionic liquids refer to salts composed of organic cations and inorganic or organic anions that are liquid at room temperature or near room temperature. Compared with traditional organic solvents, ionic liquids have invisible vapor pressure and are less volatile; liquid state temperature range ...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07C213/00
CPCY02P20/582
Inventor 王涛邢华斌周震寰戴猷元
Owner TSINGHUA UNIV
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