Bisamide bissulfosalt double surface active agent, and its synthesizing method

A surfactant and gemini surface technology, applied in the field of new gemini surfactants and their synthesis, can solve the problems of late Gemini surfactants and limited types of Gemini surfactants, and achieve a simple synthesis method, excellent surface activity, and easy operation. simple effect

Inactive Publication Date: 2007-03-28
SOUTHWEST PETROLEUM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the late start of research on Gemini surfactants in China, the types of Gemini surfactants developed are relatively limited.

Method used

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  • Bisamide bissulfosalt double surface active agent, and its synthesizing method
  • Bisamide bissulfosalt double surface active agent, and its synthesizing method
  • Bisamide bissulfosalt double surface active agent, and its synthesizing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1 Preparation of TM-10:

[0026] (1) Synthesis of intermediate product N, N'-diethylsulfonic acid (sodium) ethylenediamine

[0027] Add ethylenediamine (0.06mol) and a small amount of water into a 250mL three-neck flask equipped with a stirrer, a thermometer, and a reflux condenser, and slowly add a solution of 2-bromoethylsulfonate (0.1mol) dropwise, at 50-70 ℃ in a constant temperature water bath for 6-8 hours. Then adding absolute ethanol, solids were precipitated, filtered by suction, and dried at 50° C. to obtain 18.84 g of white solids (the yield was about 59%).

[0028] (2) Synthesis of TM-10

[0029] Add 8.921g (0.0276mol) of the intermediate to a 500mL three-neck flask, then add 200mL of distilled water / acetone mixed solution (v:v=1:1) to dissolve it, and slowly add lauroyl chloride dropwise under strong stirring 15.097g (0.0690mol), while adding dropwise triethylamine / acetone solution, keeping the pH value at about 8, and reacting at room temperatur...

Embodiment 2

[0030] Example 2 Preparation of TM-8

[0031] (1) The intermediate product N, N'-diethylsulfonic acid (sodium) ethylenediamine was synthesized according to the method in Example 1.

[0032] (2) Synthesis of TM-8

[0033] Add 5.425g (0.0169mol) of the intermediate to a 500mL three-neck flask, then add 200mL of distilled water / acetone mixed solution (v:v=1:1) to dissolve it, and slowly add decanoyl chloride dropwise under strong stirring 8.048g (0.0423mol), while adding triethylamine / acetone solution dropwise, keeping the pH value at about 8, and reacting at room temperature for 5-8 hours. The reaction solution was cooled in the refrigerator overnight, and precipitates were precipitated, filtered with suction, washed with absolute ethanol three times, and dried at 40°C to obtain a white solid powder, namely TM-8, weighing 3.352g (yield: 29%).

Embodiment 3

[0034] The surface activity measurement of embodiment 3 TM series surfactants

[0035] Surface tension is an important property of liquid. The ability of surfactant to reduce the surface tension of water is an important parameter to evaluate its surface activity. The surface tension of the product solution at different concentrations was measured by the ring method, and the TM-10 aqueous solution was prepared. The surface tension change curve with concentration is shown in Figure 3. The critical micelle concentration value (cmc) and the surface tension (γ cmc ). Experiments have found that the critical micelle concentration of TM series surfactants and the surface tension at critical micelle concentration are low, such as the critical micelle concentration of TM-10 is 5.0×10 -4 mol / L, the surface tension at the critical micelle concentration (γ cmc ) is 29.7mN / m.

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Abstract

The present invention relates to a kind of bisamide disulfonate double-component surfactant. Said surfactant is ethylene-bis (N-ethyl sulfonate group-alkylamide). Its synthesis method includes the following steps: (1), adding ethylenediamine aqueous solution into a reactor, slowly-drop-adding sodium 2-bromoethyl sulfonate solution, refluxing, stirring, making reaction for 6-8 hr in constant temperature water bath, retaining pH and making it be 8-10, water bath temperature is 50-70deg.C, adding ethyl alcohol, drying separated out solid to obtain sodium N1N1-diethylsulfonate ethylenediamine; and (2), adding the above-mentioned product into a reactor, stirring and adding acyl chloride, at the same time drop-adding triethylamine/acetone solution, retaining pH and making it be about 8, making reaction for 5-8 hr at room temperature, cooling, making precipitation, filtering, washing by using absolute alcohol and drying so as to obtain the invented surfactant.

Description

technical field [0001] The invention relates to a novel gemini surfactant and a synthesis method thereof, in particular to a bisamide disulphonate gemini surfactant and a synthesis method thereof. Background technique [0002] In 1971, Bunton et al on the alkyl-α, ω-bis-dialkyl dimethyl alkyl ammonium bromide [C m h 2m+1 N + (CH 3 ) 2 Br - ] 2 (CH 2 ) 5 Recorded as (m-x-m, 2Br - ) surface properties and critical micelle concentration were studied, and the properties of gemini surfactants with hydrophilic, hydrophobic, flexible and rigid linking groups were investigated. These surfactants are called "biquaternary ammonium salts" "Gemini surfactants", "dimeric surfactants" etc. (C.A.Bunton, L.Robinson.Catalysis of nucleophilc substitutions by micelles of dietic detergent[J]F.J.Org.Chem, 1971.(36):2346-2352). In 1974, Deinega et al. synthesized a new group of amphiphilic molecules. The molecular structure is centered on the linking group, connecting two hydrophilic io...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/24C09K23/24
Inventor 胡星琪赵田红
Owner SOUTHWEST PETROLEUM UNIV
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