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Synthetic method for bisamide group-linked disulfonate gemini surfactant

A technology of gemini surface and bissulfonate, which is applied in the preparation of sulfonate, sulfonic acid, carboxylate, etc., can solve the problems such as the method of synthesis of amide-type sulfonate Gemini surfactant, and achieve Conducive to promotion and application, simple and convenient operation, and easy operation and execution

Inactive Publication Date: 2019-09-10
SOUTHWEST PETROLEUM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Among Gemini surfactants, sulfonate products have good water solubility and wide sources of raw materials, and are most likely to realize large-scale industrial production. However, the research on anionic Gemini at home and abroad is mainly focused on sulfonate-type gemini surfactants. However, there is no method for the synthesis of amide-type sulfonate Gemini surfactants.

Method used

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  • Synthetic method for bisamide group-linked disulfonate gemini surfactant
  • Synthetic method for bisamide group-linked disulfonate gemini surfactant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] A kind of synthetic method of the disulfonate gemini surfactant that bisamide group connects, comprises the steps:

[0026] S1, acylation reaction:

[0027] Under room temperature conditions, first add adipic acid into a dry 250ml three-neck flask equipped with a constant temperature magnetic stirring water bath and a reflux condenser, then slowly add thionyl chloride dropwise with a dropping funnel, and add 2 drops of liquid catalyst , while adding N 2 Remove oxygen, heat and stir to reflux state, keep the temperature for 50 minutes until the reaction is completed, raise the temperature to 80°C, reflux for 1 hour, and evaporate excess thionyl chloride to obtain light yellow liquid adipoyl chloride;

[0028] S2, generation of amides:

[0029] Under the condition of ice-water bath, add 45ml of anhydrous diethyl ether as a solvent in a dry 250ml three-neck flask with a constant temperature magnetic stirring water bath and a drying tube, then add p-aminobenzenesulfonic a...

Embodiment 2

[0040] A kind of synthetic method of the disulfonate gemini surfactant that bisamide group connects, comprises the steps:

[0041] S1, acylation reaction:

[0042] Under room temperature conditions, first add adipic acid into a dry 250ml three-neck flask equipped with a constant temperature magnetic stirring water bath and a reflux condenser, then slowly add thionyl chloride dropwise with a dropping funnel, and add 3 drops of liquid catalyst , while adding N 2 Remove oxygen, heat and stir to reflux state, keep the temperature for 60 minutes until the reaction is completed, raise the temperature to 80°C, reflux for 1 hour, and evaporate excess thionyl chloride to obtain light yellow liquid adipoyl chloride;

[0043] S2, generation of amides:

[0044] Under the condition of ice-water bath, add 50ml of anhydrous diethyl ether as a solvent in a dry 250ml three-neck flask equipped with a constant temperature magnetic stirring water bath and a drying tube, then add p-aminobenzenes...

Embodiment 3

[0055] A kind of synthetic method of the disulfonate gemini surfactant that bisamide group connects, comprises the steps:

[0056] S1, acylation reaction:

[0057]Under room temperature conditions, first add adipic acid into a dry 250ml three-neck flask equipped with a constant temperature magnetic stirring water bath and a reflux condenser, then slowly add thionyl chloride dropwise with a dropping funnel, and add 2 drops of liquid catalyst , while adding N 2 Remove oxygen, heat and stir to reflux state, keep the temperature for 70 minutes until the reaction is completed, raise the temperature to 80°C, reflux for 1 hour, and evaporate excess thionyl chloride to obtain light yellow liquid adipoyl chloride;

[0058] S2, generation of amides:

[0059] Under the condition of ice-water bath, add 55ml of anhydrous diethyl ether as a solvent in a dry 250ml three-neck flask with a constant temperature magnetic stirring water bath and a drying tube, then add p-aminobenzenesulfonic ac...

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Abstract

The invention discloses a synthetic method for a bisamide group-linked disulfonate gemini surfactant. The method comprises the following steps: performing an acylation reaction; forming an amide; performing a substitution reaction: adding 200 ml of an ethanol solution into a 250 ml three-necked flask equipped with an air condenser pipe on a water bath with constant-temperature magnetic stirring, taking a clean beaker for dissolving the adipamide obtained in the step 2 by using distilled water, adding the dissolved adipamide into the three-necked flask, adding sodium hydroxide to adjust the pHvalue to 7-8, slowly adding halogenated dodecane dropwise by using a dropping funnel, keeping the temperature at 75 DEG C, performing continuous stirring, after the stirring is completed, so as to complete the reaction, and after the reaction is completed, obtaining a reaction liquid; and performing concentration, and performing crystallization to obtain the pale yellow powdered bisbenzene sulfonic acid gemini surfactant. The method provided by the invention realizes synthesis of the amide-type sulfonate gemini surfactant, the operation is simple and convenient in the whole synthetic process and is convenient to implement, and the method facilitates promotion and application.

Description

technical field [0001] The invention relates to the technical field of gemini surfactants, in particular to a synthesis method of a disulfonate gemini surfactant linked by a bisamide group. Background technique [0002] Compared with common gemini surfactants, bis-amide group-linked bissulfonate gemini surfactants have better surface activity (low cmc, γcmc, etc.), and have excellent synergy with common surfactants effect. Gemini surfactants containing amide functional groups have been a research hotspot at home and abroad in recent years [1] . Due to the introduction of amide functional groups, this type of gemini surfactant has better biodegradability, mildness, thermal stability and hydrolysis resistance. It can be widely used as detergents, antistatic agents, fabric softeners, bactericides, preservatives and petroleum additives, etc., and has attracted widespread attention from academic and industrial circles. In recent years, a lot of research has been done on the s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/51C07C303/32B01F17/12B01F17/22C09K23/12C09K23/22
CPCC07C51/60C07C303/22C07C303/32C09K23/00
Inventor 赵建华柯耀斌邹汶峰马靖淞邓小军杨杰
Owner SOUTHWEST PETROLEUM UNIV
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