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Asymmetric sodium benzenesulfonate Gemini surfactant and preparation method thereof

A technology of surfactant and sodium benzenesulfonate, which is applied in the preparation of sulfonate, carboxylate and carboxamide, etc. It can solve the complex synthesis and purification separation process, difficulty in large-scale production, and cumbersome synthesis route and other problems, to achieve the effect of low critical micelle concentration, low price and good hydrophilicity

Active Publication Date: 2017-12-22
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the different hydrophilic groups and lipophilic groups of asymmetric Gemini surfactants, the synthesis, purification and separation process is very complicated, and the synthesis route is relatively cumbersome, making it difficult to achieve large-scale production

Method used

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  • Asymmetric sodium benzenesulfonate Gemini surfactant and preparation method thereof
  • Asymmetric sodium benzenesulfonate Gemini surfactant and preparation method thereof
  • Asymmetric sodium benzenesulfonate Gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]Step 1: get 20.1 parts by weight of dodecanoic acid, the p-aminophenol of 11.5 parts by weight, add 0.5% ethyl acetate of dodecanoic acid and the total mass of p-aminophenol as a catalyst, 1% of the total mass of dodecanoic acid and p-aminophenol 0.4% mixture of sodium bisulfite and sodium borohydride (mixing ratio m (sodium bisulfite): m (sodium borohydride) = 3:2) as an antioxidant, dimethyl sulfoxide as a solvent to dissolve p-amino Phenol was added into a 250mL hydrothermal kettle, and the hydrothermal kettle was put into an oven for reaction. The temperature was raised to 160° C., and the reaction was carried out for 5 hours to obtain the crude product 4-(dodecylamide)phenol. Mix and extract the crude product with ethyl acetate and distilled water; then rotary evaporate, dry and recrystallize to obtain the purified product.

[0035] Step 2: get the dodecyl alcohol of 18.6 weight parts, the maleic anhydride of 9.8 weight parts, join in the 250mL four-necked flask, ad...

Embodiment 2

[0038] Embodiment 2: the surface performance measurement of unsymmetrical benzenesulfonic acid sodium salt Gemini surfactant

[0039] The reduction of surface tension of water by surfactant is an important parameter to evaluate its surface activity. In this study, the surface tension of a series of surfactant solutions with different concentrations was measured by the method of pulling up the liquid film with a ring, and the curve of the surface tension changing with the concentration was drawn, and the data was read from the inflection point of the curve. The concentration at this time is the critical micelle concentration , the corresponding surface tension is the surface tension corresponding to the critical micelle concentration (γ cmc ).

[0040] Depend on figure 1 It can be seen that with the increase of surfactant concentration, the surface tension of benzenesulfonic acid sodium salt Gemini surfactant gradually decreases, and its critical micelle concentration is 0.80...

Embodiment 3

[0041] Embodiment 3: the emulsification performance measurement of unsymmetrical benzene sulfonic acid sodium salt Gemini surfactant

[0042] In this study, the emulsifying ability of modified rapeseed oil was tested by water separation time method. It can be seen from Table 1 that the emulsification time of benzenesulfonic acid sodium salt Gemini surfactant to modified rapeseed oil is 283s, compared with traditional dodecylbenzenesulfonic acid sodium salt, benzenesulfonic acid sodium salt Gemini surfactant The emulsifying property is better, and it has a good emulsifying effect on oil.

[0043] The emulsifying power measurement result of table 1 besylate type Gemini surfactant

[0044] Surfactant type

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Abstract

The invention relates to an asymmetric sodium benzenesulfonate Gemini surfactant and a preparation method thereof. 4-(dodecanamide) phenol is synthesized from 4-aminophenol and dodecanoic acid through an amidation reaction, and dodecanol monomaleate is synthesized from maleic anhydride and dodecanol through an esterification reaction; then a Gemini surfactant intermediate is synthesized from 4-(dodecanamide) phenol and dodecanol monomaleate through an esterification reaction; finally, the intermediate and NaHSO3 are subjected to a sulfonation reaction, and the asymmetric sodium benzenesulfonate Gemini surfactant is obtained. The surfactant prepared on the basis of cheap and available natural fatty acid as a raw material has the excellent performance of low critical micelle concentration, high surface activity, good grease emulsifying capacity and the like, has good hydrophilicity by means of amphiphilic sulfonic acid groups contained in molecules and is an environment-friendly material with excellent performance.

Description

technical field [0001] The invention relates to a surfactant, in particular to an unsymmetrical benzenesulfonic acid sodium salt Gemini surfactant and a preparation method thereof. Background technique [0002] With the development of the tanning industry and the continuous emergence of new technologies, new processes and new materials, the application range of surfactants is also becoming wider and wider. Gemini surfactants are composed of two single-chain single-head group traditional surfactant molecules connected together by chemical bonds at the ionic head group, resulting in a strong interaction between the hydrophobic hydrocarbon chains, thereby inhibiting the surfactant in the active state. The separation force of the head group in the sequenced aggregation process strengthens the bonding between the hydrophobic hydrocarbon chains, making it easier to aggregate into micelles. It is a new type of surfactant. Compared with traditional surfactants, it has a stronger hy...

Claims

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Application Information

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IPC IPC(8): C07C303/32C07C309/51C07C231/12C07C231/02C07C233/25C07C67/08C07C69/60B01F17/22B01F17/12C09K23/12C09K23/22
CPCC07C67/08C07C69/60C07C231/02C07C231/12C07C233/25C07C303/32C07C309/51C09K23/00
Inventor 吕斌余亚金高党鸽王岳峰
Owner SHAANXI UNIV OF SCI & TECH
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