Carboxylate gemini surfactant and preparation method thereof

A technology of surfactant and gemini surface, applied in chemical instruments and methods, dissolving and drilling compositions, etc., can solve the problems of limited research results and few types, and achieve simple synthesis method, easy operation and high surface activity. Effect

Inactive Publication Date: 2010-03-10
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, although there have been reports on the research on carboxylate anionic gemini surfactants at home and abroad, there are few types, and domestic research results in this area are even more limited, basically still in the research and experimental stage.

Method used

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  • Carboxylate gemini surfactant and preparation method thereof
  • Carboxylate gemini surfactant and preparation method thereof
  • Carboxylate gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Further illustrate the present invention below by SGCS-12 synthesis example

[0030] 1. Ring-opening reaction of maleic anhydride

[0031] At room temperature, use argon to exhaust the air in a dry 250mL three-necked flask equipped with a stirrer, a thermometer, and a reflux condenser. Add an appropriate amount of ethanol as a solvent in the three-necked flask, first add maleic anhydride, and then add terephthalate Amine, its consumption molar ratio is 2: 1, then add dropwise catalyst BF 3 - Diethyl ether solution (w=47%), under the protection of argon or nitrogen, stir in a constant temperature water bath at 60-70°C to reflux, react for 24h, wash the crude product with solvent for 3-5 times, filter it with suction, and dry it in vacuum at 40°C for 8 hours, The pure intermediate a was obtained with a yield of 89.36%.

[0032] 2. Bromination reaction

[0033] Add 8.6g of intermediate a, 15mL of DMF, and 30mL of ethanol into a dry 250mL three-necked flask equipped with...

Embodiment 2

[0037] Determination of Surface Activity of SGCS Series Surfactants

[0038] The surface tension of the product solution under different concentrations is measured by the suspension ring method, and the surface tension of the SGCS-12 aqueous solution is changed with the concentration curve, see Figure 4 . The critical micelle concentration value (cmc) and the surface tension (γ cmc ). Experiments have found that the critical micelle concentration of SGCS series surfactants and the surface tension at the critical micelle concentration are low, among which SGCS-12 is the best, such as the critical micelle concentration of SGCS-12 is 0.38mmol / L, at the critical micelle concentration The surface tension at beam concentration is 31.8mN / m.

Embodiment 3

[0040] Infrared spectrum of the intermediate product and NMR of the target product surfactant 1 HNMR spectrum

[0041] The infrared spectrum of the intermediate obtained by example 1, see figure 1 , 2 ; NMR 1 HNMR spectrum see image 3 , SGCS-12γ-C curve see Figure 4 , from the spectrum analysis we know:

[0042] 3080.60cm -1 , 3025.83cm -1 is the C-H stretching vibration absorption peak on the aromatic ring (ν ＝C-H ); 1700.69cm -1 -C=O stretching vibration peak in α, β unsaturated acid; 1625.68cm -1 For -N-C=O stretching vibration peaks; 1554.34, 1511.14 and 1404.35cm -1 is the skeleton stretching vibration absorption peak of the aromatic ring (ν C＝C ); 1329.06, 1260.89 and 1220.18cm -1 It is the in-plane stretching vibration absorption peak of aromatic ring C-H; 849.03cm -1is the out-of-plane variable-angle vibrational absorption peak of C-H on the aromatic ring (ν ＝C-H ).

[0043] figure 2 , intermediate product b: 3099.74 and 3015.23cm -1 is the C-H stre...

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Abstract

The invention discloses a carboxylate gemini surfactant and a preparation method thereof. The carboxylate gemini surfactant is benzene-1,4bis(N-beta- sodium acrylate-N- alkylamine). The synthesis method of the carboxylate gemini surfactant comprises three steps which are the ring-opening reaction, bromination and salt-forming reaction of maleic anhydride. The carboxylate gemini surfactant has theadvantages of high activity, a critical micelle concentration of 0.38mmol / L which is one twenty-fifth of that (908mmol / L) of sodium dodecylbenzenesulphonate, a surface tension under the critical micelle concentration of 31.8mN / m which is 7.4mN / m lower than that (39.2mN / m) of the sodium dodecylbenzenesulphonate, and expected application in daily chemical products such as detergent, solubilizer andemulsifier and an oil extraction formula system. The method has the advantages of mild product preparation reaction conditions, simple and convenient operation and easy product separation and purification.

Description

technical field [0001] The invention relates to a carboxylate gemini surfactant, and also relates to a preparation method of the gemini surfactant. Background technique [0002] Gemini surfactants are a new type of surfactant with excellent performance. Its molecule contains two hydrophobic chains, two hydrophilic heads and a spacer. The spacer can be a flexible group or a rigid group. Compared with traditional surfactants, the critical micelle concentration cmc of gemini surfactants is much lower than that of monomers, and has higher surface activity and good solubilization, emulsification, wetting and dispersion effects. In particular, some gemini surfactants, such as carboxylate gemini surfactants, etc. also have another very prominent characteristic, that is, they can show some outstanding rheological properties at a relatively low concentration, such as viscoelasticity, Gel action and thickening phenomenon, such as carboxylate gemini surfactants, not only have good wat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/16C09K8/584C09K23/16
Inventor 徐群李珊珊王丽艳
Owner QIQIHAR UNIVERSITY
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