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A kind of synthesis technology of alkyl polyglycoside sodium hydroxypropyl sulfonate

A technology of alkyl polyglycoside sodium hydroxypropyl sulfonate and alkyl polyglycoside, which is applied in the field of surfactant preparation, can solve the problems of undisclosed process, complicated operation, and undisclosed removal of solvent alcohol, etc., to solve the problems of poor water solubility, The preparation process is simple and the effect of improving water solubility

Inactive Publication Date: 2021-02-09
JIANGNAN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the defects of poor water solubility and easy precipitation at low temperature in the presence of high salinity, especially high concentration of divalent salts, some of these long-chain alkyl polyglycosides are also limited in practical application. Some modified alkyl polyglycoside surfactants, for example, literature (daily chemical industry, 2011,41 (1)) synthesized alkyl glycoside ethyl sulfonate sodium with alkyl glycoside and sodium chloroethyl sulfonate, However, the alkyl glucoside needs to be treated without water in the process, the operation is complicated, the yield is low, and the cost is high
U.S. Patents 6,627,612, 6,958,315, and 7,507,399 purify alkyl glycosides into different sulfonates, especially 8,124,575 proposes to synthesize alkyl glycosides by reacting 1,3-dichloroisopropanol and hydroxypropyl sulfonate with alkyl glycosides. An assumption of base glycoside sulfonate, but no specific process is disclosed, and it contains equimolar inorganic salts
Although Chinese patent 105418697A discloses a kind of preparation method of alkyl glucoside sulfonate surfactant, without dehydration before reaction, must use a large amount of alcohol and Water mixed solvent, also need to introduce a large amount of alkaline substances to activate the hydroxyl on the alkyl glycoside, produce a large amount of inorganic salts in the product inevitably like this, and do not disclose the technology that removes solvent alcohol and inorganic salts, and yield is also low lower, not more than 50%
In the method disclosed in Chinese patent 104072563A, although only water is used as a solvent, since 3-chloro-2-hydroxypropylsulfonate sodium is used as a raw material, when reacting with alkyl glycosides, still use pure alkyl glycoside quality 11.5-25.5% of 32% liquid caustic soda is used as acid agent, which inevitably produces an equimolar amount of inorganic salts in the product

Method used

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  • A kind of synthesis technology of alkyl polyglycoside sodium hydroxypropyl sulfonate
  • A kind of synthesis technology of alkyl polyglycoside sodium hydroxypropyl sulfonate
  • A kind of synthesis technology of alkyl polyglycoside sodium hydroxypropyl sulfonate

Examples

Experimental program
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Effect test

Embodiment 1

[0024] 73g (0.45mol) of Na 3 PO 4 1. Add 110mL of water into a 250mL four-neck flask at one time to make a 40% aqueous solution, control the temperature at 50°C, add 88.5g (0.45mol) of 3-chloro-2-hydroxypropanesulfonate solid under stirring, and heat up to 55°C After reacting for 4 hours, it was cooled to 10° C., kept for 5 hours to crystallize, and 89 g of solid matter was removed by filtration to obtain 180 g of an aqueous solution of sodium 2,3-epoxypropanesulfonate, with a concentration of 50% and a salt rejection rate of 98%.

Embodiment 2

[0026] In a 500mL four-necked flask equipped with a stirrer, a thermometer, and a condenser tube, add a commercially available 50% solid content of alkyl polyglycoside (APG0810, average degree of polymerization n=1.4) aqueous solution 100g (0.135mol), and implement 43.2g (0.135mol) of the 50% aqueous solution of the intermediate 2,3-epoxypropanesulfonate sodium in Example 1, and 0.72g of solid NaOH catalyst, stirred and heated to 90°C, and after 5 hours of reaction, a transparent light yellow Alkyl polyglycoside sodium hydroxypropyl sulfonate aqueous solution (APG0810, average degree of polymerization n=1.4, 1:1 type).

Embodiment 3

[0028] In a 500mL four-neck flask equipped with a stirrer, a thermometer, and a condenser tube, add a commercially available 50% solid content of alkyl polyglycoside (APG1214, average degree of polymerization n=1.4) aqueous solution 100g (0.115mol), and implement 36.8g (0.115mol) of the 50% aqueous solution of the intermediate 2,3-epoxypropanesulfonate sodium in Example 1, and 0.69g of solid NaOH catalyst, stirred and heated to 100°C, and after 6 hours of reaction, a transparent light yellow Alkyl polyglycoside sodium hydroxypropyl sulfonate aqueous solution (APG1214, average degree of polymerization n=1.4, 1:1 type).

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Abstract

The present invention relates to a kind of synthetic technique of alkyl polyglycoside sodium hydroxypropyl sulfonate, at first taking Na 3 PO 4 Aqueous solution added with Na 3 PO 4 Equimolar amount of 3-chloro-2-hydroxypropanesulfonate solid synthetic intermediate 2,3-epoxypropylene sulfonate, the aqueous solution of intermediate 2,3-epoxypropylene sulfonate and mass fraction are 50% The alkyl polyglycoside aqueous solution is mixed at a molar ratio of 1.0 to 4.0:1 to obtain an aqueous alkyl polyglycoside hydroxypropyl sulfonate aqueous solution, and the water is distilled off under reduced pressure to obtain alkyl polyglycoside hydroxypropyl sulfonate sodium. The preparation process of the present invention is simple, only two steps of reaction can be completed, the steps are easy to operate, the second step of reaction does not need to remove water, and it is easy to industrialized large-scale production; the final product has low salt content, which improves water solubility, thus solving the problem of alkyl polymerization. Glycoside products have defects such as poor water solubility and easy precipitation at low temperature in the presence of high salinity, especially high concentration of divalent salts.

Description

technical field [0001] The invention relates to a synthesis process of alkyl polyglycoside sodium hydroxypropyl sulfonate, belonging to the technical field of surfactant preparation. Background technique [0002] Alkyl polyglycosides are green surfactants synthesized from natural renewable resources such as glucose and fatty alcohols, most of which have been widely recognized by the market. However, due to the defects of poor water solubility and easy precipitation at low temperature in the presence of high salinity, especially high concentration of divalent salts, some of these long-chain alkyl polyglycosides are also limited in practical application. Some modified alkyl polyglycoside surfactants, for example, literature (daily chemical industry, 2011,41 (1)) synthesized alkyl glycoside ethyl sulfonate sodium with alkyl glycoside and sodium chloroethyl sulfonate, However, the alkyl glucoside needs to be treated without water in the process, the operation is complicated, th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/04C07H1/00C07H1/06B01F17/56C09K23/56
CPCC07H1/00C07H1/06C07H15/04C09K23/00
Inventor 刘学民倪邦庆杨春葛新钮腾飞
Owner JIANGNAN UNIV
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