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Unsymmetrical benzenesulfonic acid sodium salt 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., which can solve the problem of cumbersome synthesis routes, difficulty in large-scale production, and complex synthesis, purification and separation processes and other problems, to achieve the effect of good hydrophilicity, low critical micelle concentration and low price

Active Publication Date: 2020-02-07
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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  • Unsymmetrical benzenesulfonic acid sodium salt gemini surfactant and preparation method thereof
  • Unsymmetrical benzenesulfonic acid sodium salt gemini surfactant and preparation method thereof
  • Unsymmetrical benzenesulfonic acid sodium salt gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033]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.

[0034] 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

[0037] Embodiment 2: the surface performance measurement of unsymmetrical benzenesulfonic acid sodium salt Gemini surfactant

[0038] 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 ).

[0039] With the increase of surfactant concentration, the surface tension of benzenesulfonic acid sodium salt Gemini surfactant gradually decreased, and its critical micelle concentration was 0.80×10 -4 mol / L, γ cmc It is 25.1mN / m. ...

Embodiment 3

[0040] Embodiment 3: the emulsification performance measurement of unsymmetrical benzene sulfonic acid sodium salt Gemini surfactant

[0041] 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.

[0042] The emulsifying power measurement result of table 1 besylate type Gemini surfactant

[0043] Surfactant type Emulsification (water separation time s) Benzenesulfonate Gemini Surfactant 283 SDBS 176

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Abstract

The invention relates to an unsymmetrical benzenesulfonic acid sodium salt Gemini surfactant and a preparation method thereof, which uses p-aminophenol and dodecanoic acid to carry out amidation reaction to synthesize 4-(dodecylamide) phenol, and maleic anhydride and decanoic acid Diol carries out esterification reaction and synthesizes dodecyl alcohol maleic acid monoester; Then 4-(dodecylamide) phenol and dodecyl alcohol maleic acid monoester carry out esterification reaction and synthesize Gemini surfactant intermediate; finally with NaHSO 3 Carry out sulfonation reaction, obtain unsymmetrical benzene sulfonic acid sodium salt Gemini surfactant. The present invention is based on cheap and easy-to-obtain natural fatty acids as raw materials, and the prepared surfactant has excellent properties such as low critical micelle concentration, high surface activity, and good emulsifying ability to oils, and because the molecule contains two sulfonic acid groups, It has good hydrophilicity and is an environmentally 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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Patent Type & Authority Patents(China)
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