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Sulfonate-type anion dimeric surfactant and preparation method thereof

A Gemini surface, sulfonate-type technology, applied in chemical instruments and methods, dissolution, chemical/physical processes, etc., can solve the problems of large loss, low product yield and purity, and achieve good surface activity, yield and The effect of high purity and simple preparation process

Active Publication Date: 2016-03-30
WUHAN INSTITUTE OF TECHNOLOGY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Patent CN200510022477.0 reports a new type of bis-ether bis-benzene sulfonate gemini surfactant and its preparation method. The preparation process includes the reaction of long-chain brominated alkanes and bisphenols and the sulfonation reaction of bis-ether compounds and chlorosulfonic acid , this method has the disadvantages of excessive loss in the product separation process, low product yield and purity, etc.

Method used

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  • Sulfonate-type anion dimeric surfactant and preparation method thereof
  • Sulfonate-type anion dimeric surfactant and preparation method thereof
  • Sulfonate-type anion dimeric surfactant and preparation method thereof

Examples

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Embodiment 1

[0031] A sulfonate type anionic gemini surfactant with an ether oxygen bond in the connecting chain, wherein R=-CH 2 CH 2 -, n=2, brominated alkane selects dodecane bromide for use, and preparation method comprises the following steps:

[0032] (1) Synthetic steps of the intermediate product 4-dodecyloxyphenol: mix hydroquinone and bromododecane in a molar ratio of 5:1, add 2.5 times the amount of bromododecane 2 CO 3 , using N,N-dimethylformamide as solvent at 150°C for 4h. After the reaction is completed, pour it into 200mL of 5% KOH aqueous solution, filter, wash three times with 50mL of distilled water, then adjust the pH to 7 with 30mL of 5% dilute HCl, and finally wash with 50mL of acetone to obtain 4-dodecyloxyphenol as a white solid , the yield reached 90%.

[0033] (2) Synthesis steps of the intermediate product 4-alkoxyphenol glycidyl ether: mix the obtained 4-dodecyloxyphenol with 1,4-dibromobutane in a molar ratio of 3:1, add 4- Dodecyloxyphenol equivalent sod...

Embodiment 2

[0037] A sulfonate type anionic gemini surfactant with an ether oxygen bond in the connecting chain, wherein R=-CH 2 CH 2 -, n=4, brominated alkane selects bromohexane for use, and preparation method comprises the following steps:

[0038] (1) Synthetic steps of the intermediate product 4-hexaalkoxyphenol: mix hydroquinone and hexane bromide in a molar ratio of 6:1, add 3 times the amount of hexane bromide 2 CO 3 , using N,N-dimethylformamide as solvent at 150°C for 4h. After the reaction was completed, it was poured into 200 mL of 5% KOH aqueous solution, filtered, washed three times with 50 mL of distilled water, then adjusted to pH=7 with 30 mL of 5% dilute HCl, and finally washed with 50 mL of acetone to obtain 4-hexaalkoxyphenol as a white solid. The yield was 87.58%.

[0039](2) Synthesis steps of the intermediate product 4-alkoxyphenol glycidyl ether: mix the obtained 4-hexaalkoxyphenol with 1,8-dibromooctane in a molar ratio of 5:1, add 4-hexa Alkoxyphenol equival...

Embodiment 3

[0043] A sulfonate type anionic gemini surfactant with an ether oxygen bond in the connecting chain, wherein R=-CH 2 CH 2 -, n=6, bromoalkane selects bromodecane, and preparation method comprises the following steps:

[0044] (1) Synthetic steps of the intermediate product 4-decadecyloxyphenol: mix hydroquinone and decane bromide in a molar ratio of 4:1, add 2 times the amount of K dodecane bromide 2 CO 3 , using N,N-dimethylformamide as solvent at 150°C for 5h. After the reaction was completed, it was poured into 200 mL of 5% KOH aqueous solution, filtered, washed three times with 50 mL of distilled water, then adjusted to pH=7 with 30 mL of 5% dilute HCl, and finally washed with 50 mL of acetone to obtain 4-decyloxyphenol as a white solid. The yield reached 89.75%.

[0045] (2) Synthesis steps of the intermediate product 4-alkoxyphenol glycidyl ether: mix the obtained 4-decyloxyphenol with 1,12-dibromododecane in a molar ratio of 6:1, add 4- The equivalent amount of sod...

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Abstract

The invention provides a sulfonate-type anion dimeric surfactant and a preparation method thereof. The preparation method comprises the following steps: performing a substitution reaction on hydroquinone and brominated alkanes so as to obtain 4-alkoxy phenol; performing a substitution reaction on 4-alkoxy phenol and dibromo alkane or dibromo-poly-dihydric alcohol to obtain 4-alkoxy phenol glycidyl ether; and performing a sulfonation reaction on 4-alkoxy phenol glycidyl ether and chlorosulfonic acid to obtain the dimeric surfactant. Raw materials adopted in the method are easily available; the preparation process is simple, the reaction product yield and the reaction product purity are relatively high, and the sulfonate-type anion dimeric surfactant has favorable surface activity.

Description

technical field [0001] The invention belongs to the technical field of surfactants, in particular to a sulfonate-type anionic gemini surfactant and a preparation method thereof. Background technique [0002] Surfactants are a large class of organic compounds that can effectively reduce surface and interfacial tension. Its application involves many fields such as detergent, cosmetics, tertiary oil recovery, textile, printing and dyeing, antisepsis, medicine, etc. It is known as "industrial monosodium glutamate". Gemini surfactants are a new class of surfactants that are formed by connecting two hydrophilic head groups and two hydrophobic tail groups through a spacer group at or near the hydrophilic head group. Compared with traditional surfactants, gemini surfactants have excellent properties such as the ability to efficiently reduce the surface tension of water, low critical micelle concentration (CMC), special rheological properties, and good synergistic effects with other...

Claims

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Application Information

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IPC IPC(8): B01F17/12B01F17/42C09K23/12C09K23/42
CPCC09K23/00
Inventor 刘治田王璇王成高翔
Owner WUHAN INSTITUTE OF TECHNOLOGY
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