Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Sulfonating method of unsaturated alkane of electron withdrawing group

An electron-withdrawing group and unsaturated technology, which is applied in the field of sulfonation of unsaturated alkanes, can solve the problems of long time, increased production cost, and high reaction pressure

Pending Publication Date: 2022-04-12
QINGDAO UNIV OF SCI & TECH
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Patent CN105622833B discloses a kind of sulfonation reaction with unsaturated alkane polymer, using fuming sulfuric acid or sulfur trioxide as sulfonation reagent to carry out the reaction, the reaction pressure is between 0.1Mpa ~ 4Mpa, the reaction pressure is relatively high, do not use response control
[0007] Although the sulfonation methods described in the above literature can realize the sulfonation reaction of unsaturated alkanes, it usually takes a long time, and additionally added initiators, etc., and requires relatively harsh reaction conditions, resulting in an increase in production costs.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Sulfonating method of unsaturated alkane of electron withdrawing group

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Pyridine (39.5 g, 0.5 mol) was dissolved in 300 mL of water, and then sulfur dioxide was passed into the pyridine aqueous solution at 60 degrees Celsius, and the pH value was controlled between 6.0 and 6.2. In the case of continuous feeding of sulfur dioxide, the methyl acrylate (86.0 g, 1 mol) was slowly dropped into the reaction liquid system, and the pH value was controlled between 6.0 and 6.2, and the dropping time was 1 hour. At the end, the pH value was controlled between 6.0 and 6.2, and then kept for 1 hour. An aqueous solution of methyl sulfonate propionate was obtained, and after evaporating the water to dryness, 149.6 g (0.89 mol) of crystals of methyl sulfonate propionate were obtained, with a yield of 89%.

Embodiment 2

[0030] Pyridine (39.5 g, 0.5 mol) was dissolved in 300 mL of water, and then sulfur dioxide was passed into the pyridine aqueous solution at 50 degrees Celsius, and the pH value was controlled between 6.0 and 6.2. In the case of continuous feeding of sulfur dioxide, methyl acrylate (86.0 g, 1 mol) was slowly dropped into the reaction liquid system, and the pH value was controlled between 6.0 and 6.2, and the dropping time was 1 hour. At the end, the pH value was controlled between 6.0 and 6.2, and then kept for 1 hour. An aqueous solution of methyl sulfopropionate was obtained, and after evaporating the water to dryness, 141.3 g (0.84 mol) of methyl sulfopropionate crystals were obtained, with a yield of 84%.

Embodiment 3

[0032] Pyridine (39.5 g, 0.5 mol) was dissolved in 300 mL of water, and then sulfur dioxide was introduced into the aqueous ammonia solution at 60 degrees Celsius to control the pH value between 8.0 and 8.5. (86.0 g, 1 mol) was slowly dropped into the reaction liquid system, and the pH value was controlled between 8.0 and 8.5, and the dropping time was 1 hour. At the end, the pH value was controlled between 8.0 and 8.5, and then kept for 1 hour. An aqueous solution of methyl sulfonate propionate was obtained, and the water was evaporated to dryness to obtain 154.7 g (0.92 mol) of propyl methyl sulfonate crystals, with a yield of 92%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

As an important intermediate and product in production, sulfonate is widely applied to various fields, such as anionic surfactants, reaction intermediates and the like. However, in the sulfonation process, sulfur trioxide is generally adopted as a sulfonating agent, and in the sulfonation reaction process, the mixing effect with raw materials is poor, the heat release is severe, and the purity is low. The invention provides a method for carrying out sulfonation reaction on sulfur dioxide serving as a sulfonating agent and unsaturated alkane of an electron withdrawing group in the presence of an acid-binding agent. The method has the advantages of mild reaction conditions, simple process, short reaction time and high yield.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a method for sulfonating unsaturated alkanes with electron-withdrawing groups. Background technique [0002] As one of the important reactions in industrial production, sulfonation plays a very important role in the chemical industry. Sulfonate is an important intermediate for the synthesis of various chemical products. It is used in the application of medicine, food additives, petroleum and surfactants. wider. The sulfonation of unsaturated olefins is usually relatively rapid, but the heat release is huge, and the sulfonating agent is mostly SO in the process of sulfonation reaction 3 , which has a poor mixing effect with the reactants, and at the same time due to the SO 3 The characteristics of the sulfonation reaction lead to the disadvantages of local overheating, poor selectivity, and difficult control of the process. And sodium bisulfite, as another commonly used sulfona...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/20C07C303/32C07C303/44C07C309/17
CPCC07C309/17C07C303/32C07C303/20C07C303/44
Inventor 岳涛肖正光吴耀寰邢伶杨旭贾卫斌王灏
Owner QINGDAO UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products