Di-n-octyl sodium sulfonate itaconate and preparation method thereof

A technology of di-n-octyl sodium sulfonate itaconic acid and sodium itaconic acid sulfonate, applied in the preparation of sulfonic acid, organic chemistry and other directions, can solve problems such as affecting product purity and yield, increase impurity content, etc., and achieve purity and the effect of improving yield, reducing dependence, and eliminating the use of phase transfer catalysts

Inactive Publication Date: 2015-02-18
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the above-mentioned examples of preparing itaconic acid-based surfactants with itaconic acid and its derivatives as raw materials, most of them adopt the synthesis process route of first esterification and then sulfonation, because the esterification product (oil-soluble) and The problem of incompatibility between the two phases of the sulfonating agent (water-soluble), that is, the sulfonation process of itaconate is a heterogeneous reaction process, and it is necessary to add a phase transfer catalyst to improve the yield of the sulfonation reaction, or in the preparation of bis In the process of ester, a small amount of monoester is retained as a phase transfer catalyst for subsequent sulfonation reaction, but the above two methods will lead to an increase in the content of impurities in the product, affecting the purity and yield of the product

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] A kind of itaconic acid di-n-octyl sulfonate sodium salt, it is a kind of itaconic acid, sodium bisulfite and n-octanol as raw materials, under the action of polymerization inhibitor and acidic catalyst respectively, through sulfonation reaction and Prepared by esterification reaction, it has the following molecular structure: .

[0021] The preparation method uses water as a solvent, hydroquinone as a polymerization inhibitor, and sodium bisulfite as a sulfonating agent to sulfonate itaconic acid to obtain a sulfonated product itaconic acid sodium sulfonate solution, which is separated , after purification, white powder of sodium itaconate sulfonate is obtained; under the action of an acidic catalyst, n-octanol and sodium itaconate sulfonate are used for esterification reaction, after cooling, washed with ethanol to obtain di-n-octyl itaconate Sodium salt of ester sulfonate.

Embodiment 2

[0023] The preparation method of di-n-octyl sulfonate sodium salt of itaconate, its material ratio is:

[0024] 1) The mass ratio of sodium bisulfite to itaconic acid is 1.0 / 1;

[0025] 2) The mass ratio of polymerization inhibitor hydroquinone to itaconic acid is 0.05%;

[0026] 3) The mass ratio of acidic catalyst to itaconic acid is 1.0%;

[0027] 4) The mass ratio of n-octanol to sodium itaconate sulfonate is 2.5 / 1.

[0028] The preparation process adopts a batch reaction method, using water as a solvent, and under the action of a polymerization inhibitor, itaconic acid and sodium bisulfite undergo a sulfonation reaction. The sulfonation reaction temperature is controlled between 80 and 120°C. The reaction time is 3.0 ~ 6.0h, and the sulfonated product itaconic acid sodium sulfonate solution is obtained; the temperature is lowered, ethanol is added to the above solution, and then the solution is frozen to obtain a white precipitate, which is filtered and dried for later ...

Embodiment 3

[0031] The preparation method of di-n-octyl sulfonate sodium salt of itaconate, its material ratio is:

[0032] 1) The mass ratio of sodium bisulfite to itaconic acid is 0.8 / 1;

[0033] 2) The mass ratio of polymerization inhibitor hydroquinone to itaconic acid is 0.01%;

[0034] 3) The mass ratio of acid catalyst to itaconic acid is 2.0%;

[0035] 4) The mass ratio of n-octanol to sodium itaconate sulfonate is 1.2 / 1.

[0036] The preparation process adopts a batch reaction method, using water as a solvent, and under the action of a polymerization inhibitor, itaconic acid and sodium bisulfite undergo a sulfonation reaction. The sulfonation reaction temperature is controlled between 80 and 120°C. The reaction time is 3.0 ~ 6.0h, and the sulfonated product itaconic acid sodium sulfonate solution is obtained; the temperature is lowered, ethanol is added to the above solution, and then the solution is frozen to obtain a white precipitate, which is filtered and dried for later us...

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PUM

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Abstract

The invention discloses di-n-octyl sodium sulfonate itaconate and a preparation method thereof. Itaconic acid, sodium bisulfite and n-octanol are taken as raw materials, and the di-n-octyl sodium sulfonate itaconate is prepared by performing sulfonation reaction and esterification reaction under the action of a polymerization inhibitor and an acid catalyst respectively. The molecular structure of the di-n-octyl sodium sulfonate itaconate is shown in the Specification. Compared with a conventional preparation process for a fatty acid ester sodium sulfonate surfactant, an adopted esterification-after-sulfonation synthesis process has the advantages that the problem of insolubility of two phases, i.e. an esterification product (oil-soluble) and a sulfonation agent (water-soluble) in a sulfonation reaction process is successfully solved, the sulfonation reaction process and an esterification reaction process can both be implemented in a homogeneous phase system, the use of a phase transfer catalyst in the conventional process is avoided, a production process route is simplified, and the purity and yield of a product are improved; the di-n-octyl sodium sulfonate itaconate product prepared by the synthesis process is high in yield, and can be used as a lubricant, a penetrating agent and the like.

Description

technical field [0001] The invention belongs to the technical field of novel surfactants, and more specifically relates to the proposal of a di-n-octyl sulfonate itaconate sodium salt surfactant and a preparation method thereof. Background technique [0002] Itaconic acid is an important organic acid, which is a renewable chemical raw material produced by fermentation of corn starch. The molecular structure of itaconic acid determines that its chemical properties are very active, and it can be widely used in many fields such as synthetic resin, rubber, chemical fiber, papermaking, medicine and food. [0003] In 2002, Yu Shitao and others synthesized dimethyl itaconate using itaconic acid and methanol as raw materials under the action of a catalyst; Chinese patents ZL 2009 10231146.6 and ZL 200910231145.1 disclosed di-n-butyl itaconate and Preparation method of diisooctyl ester; Chinese patent application number 201210482578.6 discloses a high molecular weight polybutylene i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/17C07C303/20
Inventor 许军曹凤芝李彤赵文鹏高传慧武玉民
Owner QINGDAO UNIV OF SCI & TECH
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