Polyoxyethylene alkylphenol ether ester cationic gemini surfactant and preparation method thereof

A technology of alkylphenol polyoxyethylene ether and alkylphenol polyoxyethylene chloroacetate, which is applied in the field of preparation of the surfactant, can solve the problems of complex reaction process, difficult product purification, and few varieties, and achieves the preparation method Simple, rich source of raw materials, good emulsifying effect

Inactive Publication Date: 2011-07-20
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] Generally speaking, there are few varieties of alkylphenol gemini surfactants, and most of them react with formaldehyde, amines

Method used

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  • Polyoxyethylene alkylphenol ether ester cationic gemini surfactant and preparation method thereof
  • Polyoxyethylene alkylphenol ether ester cationic gemini surfactant and preparation method thereof
  • Polyoxyethylene alkylphenol ether ester cationic gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Add 11.4 g of nonylphenol polyoxyethylene ether (3), 8.1 g of chloroacetic acid, 0.7 g of anhydrous calcium chloride, and 15 mL of benzene into the reaction flask and stir to raise the temperature to reflux. Heating was stopped after reflux for 5 h, benzene was removed by rotary evaporation, the residual liquid was neutralized to pH = 6~7 with 10% potassium carbonate solution, washed several times with saturated brine, and dried over anhydrous sodium sulfate to obtain 10.312 g of light brown liquid chlorine Acetate nonylphenol polyoxyethylene ether (3) ester, yield 73.7%.

[0034] Tablet, cm -1 ):2966.2,2933.5,2872.2,1760.7,1609.5,1580.9,1511.5,1454.3,1413.4,1380.7,1360.3,1290.8,1249.9,1188.6,1139.6,1070.2,1037.5,959.8,927.1,865.8,829.1,775.9,751.4,730.9, 698.3, 681.9, 567.5.

[0035] 1 3 δ (*10 -6 ): 0.48 ~ 0.88(m, 9H), 1.03 ~ 1.73(m, 8H), 3.65 ~ 3.74(m, 8H), 3.83 ~ 3.86 (t, J = 9.3 Hz, 2H), 4.08~ 4.13(m, 2H), 4.33 ~4.35(m, 2H), 6.82 ~ 6.84(d, J = 8.7 Hz, 2...

Embodiment 2

[0037]Add 10.1 g of octylphenol polyoxyethylene ether (6), 5.0 g of chloroacetic acid, 0.5 g of anhydrous calcium chloride, and 30 mL of benzene into the reaction flask, stir and raise the temperature to reflux. Heating was stopped after reflux for 5 h, benzene was removed by rotary evaporation, the residual liquid was neutralized to pH = 6~7 with 10% potassium carbonate solution, washed several times with saturated brine, and dried over anhydrous sodium sulfate to obtain 7.398 g of light brown liquid chlorine Acetate octylphenol polyoxyethylene ether (6) ester, yield 67.8%.

[0038] Tablet, cm -1 ):3038.6, 2957.7, 2923.4, 2871.9, 1758.5, 1609.6, 1580.8, 1512.2, 1458.8, 1413.1, 1377.6, 1351.1, 1293.9, 1249.9, 1186.9, 1127.5, 1039.8, 951.2, 830.6, 782.0, 731.0, 681.9, 568.3。

[0039] 1 3 δ (*10 -6 ): 0.48 ~ 0.88(m, 9H), 1.06 ~ 1.73(m, 8H), 3.48 ~ 3.75(m, 20H), 3.84 ~ 3.86(t, J = 9.6 Hz, 2H), 4.06 ~ 4.12(m, 2H), 4.33~4.35(s, 2H), 6.82 ~ 6.84(d, J = 8.7 Hz, 2H), 7.13 ~...

Embodiment 3

[0041] Add 9.7 g of octylphenol ethoxylate (10), 3.6 g of chloroacetic acid, 0.5 g of anhydrous calcium chloride, and 15 mL of benzene into the reaction flask, stir and raise the temperature to reflux. Heating was stopped after reflux for 6 h, benzene was removed by rotary evaporation, the residual liquid was neutralized to pH = 6~7 with 10% potassium carbonate solution, washed several times with saturated brine, and dried over anhydrous sodium sulfate to obtain 9.464 g of light yellow liquid Octylphenol polyoxyethylene ether (10) chloroacetate, yield 87%.

[0042] Tablet, cm -1 ): 2953.9, 292994, 2872.2, 1748.5, 1605.4, 1578.8, 1511.5, 1454.3, 1417.5, 1380.7, 1348.0, 1290.81249.9, 1188.9, 947.6, 788.2, 730.9, 575.7.

[0043] 1 3 δ (*10 -6 ): 0.48 ~ 0.88(m, 9H), 1.06 ~ 1.60(m, 8H), 3.62 ~ 3.74(m, 24H), 3.84 ~ 3.86(t, J = 9.6 Hz, 2H), 4.10 ~ 4.11(m, 2H), 4.33~4.35(m, 2H), 6.82 ~ 6.84(d, J = 8.7Hz, 2H), 7.13 ~ 7.17(m, 2H).

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Abstract

The invention discloses a polyoxyethylene alkylphenol ether (n) ester cationic gemini surfactant using glycine ester group as linker and a preparation method thereof. The preparation method comprises the following steps: adding solvent, polyoxyethylene alkylphenol ether (n) chloroacetate and tetramethylethylenediamine in a reactor, stirring, heating and refluxing to react for serveral hours and obtain the surfactant solution; and further removing reaction solvent, purifying with mixed solvent, performing vacuum drying to obtain the polyoxyethylene alkylphenol ether (n) ester cationic gemini surfactant which uses glycine ester group as linker and has higher purity. The surfactant of the invention has higher surface activity and better emulsifying ability. The preparation method is simple, the conditions are easy to control, the product is easy to separate and the sources of raw materials are rich.

Description

technical field [0001] The invention relates to an alkylphenol polyoxyethylene ether (n) ester dipolycation surfactant, and also relates to a preparation method of the surfactant. Background technique [0002] Gemini surfactants, also known as Gemini, Gemini, Double Star, Dimeric surfactants, etc., are two identical or similar surfactant monomers that are connected at or near their hydrophilic head groups. Surfactants whose spacer groups are joined together by chemical bonds. The use of chemical bonds rather than simple physical methods not only ensures the close contact between the active ingredients of gemini surfactants, but also does not destroy the hydrophilic characteristics of their head groups, so this type of surfactants exhibits extremely high surface activity. Due to their superior properties, the synthesis, performance and application of gemini surfactants have attracted the attention of researchers, among which nitrogen-containing alkylphenol gemini surfactants...

Claims

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Application Information

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IPC IPC(8): C07C229/16C07C227/08B01F17/18B01F17/44C08G65/00C09K23/18C09K23/44
Inventor 贾丽华郭祥峰周伟
Owner QIQIHAR UNIVERSITY
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