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Preparation method of double-longchain alkyl methyl carboxyl glycine betaine

A technology of long-chain alkylmethyl carboxylate and betaine, which is applied in the field of preparation of double long-chain alkylmethyl carboxybetaine, and can solve problems such as increased hydrolysis of chloroacetic acid or sodium chloroacetate, poor emulsification, waste of resources, etc. , to avoid hydrolysis

Inactive Publication Date: 2015-08-12
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Even if some betaine is formed during the reaction, its emulsification is far inferior to that of mono-long-chain alkyl dimethyl betaine, so the heterogeneity of the reaction cannot be improved by emulsification
On the other hand, although increasing the reaction temperature can increase the conversion rate of tertiary amine, it also intensifies the hydrolysis of chloroacetic acid or sodium chloroacetate
Studies have shown that whether it is to increase the molar ratio of chloroacetic acid in the initial stage or to add chloroacetic acid after the reaction, the conversion rate of tertiary amines is difficult to exceed 80%, and the residual tertiary amines are not easy to separate. On the one hand, it affects The performance of the product, on the other hand, wastes resources and leads to increased costs

Method used

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  • Preparation method of double-longchain alkyl methyl carboxyl glycine betaine
  • Preparation method of double-longchain alkyl methyl carboxyl glycine betaine
  • Preparation method of double-longchain alkyl methyl carboxyl glycine betaine

Examples

Experimental program
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Effect test

Embodiment 1

[0021] The preparation of embodiment 1 lithium chloroacetate ethanol solution

[0022] Add 50 mL of absolute ethanol and 4.87 g of chloroacetic acid (0.05 mol) into a 250 mL Erlenmeyer flask, shake gently until the chloroacetic acid is completely dissolved, then add 0.055 mol of lithium hydroxide (LiOH·H 2 O) Solid particles. Place the Erlenmeyer flask on a magnetic stirrer, and stir the reaction at room temperature for about 30 minutes until the LiOH solid particles disappear and the solution becomes clear. Add an appropriate amount of anhydrous Na to the Erlenmeyer flask 2 SO 4 , shake evenly to absorb the water generated in the reaction, let stand for 10 minutes and then suction filter, collect the filtrate to obtain lithium chloroacetate ethanol solution, the concentration of lithium chloroacetate is about 1mol / L.

Embodiment 2

[0023] Embodiment 2 Didodecylmethylcarboxybetaine (diC 12 B) Preparation

[0024] Add 0.04mol (about 15g) didodecylmethyl tertiary amine (diC 12 A) and 0.06mol lithium chloroacetate (60mL ethanol solution), then add 60mL acetone and KI accounting for 3% of the total mass of the reaction system (including the solvent), put into a magnetic stirring bar, cover, and tighten the seal. Put it into an oil bath, control the temperature of the oil bath at 100±2°C, and continue the reaction for 20 hours at an appropriate rotation speed. After the reaction, cool down, remove the outer cover, take a sample, extract the unreacted tertiary amine in the product with petroleum ether under alkaline conditions, titrate with hydrochloric acid-isopropanol solution, and calculate the conversion rate of the tertiary amine. The conversion rate of tertiary amine reaches 91%.

Embodiment 3

[0025] Embodiment 3 Asymmetric double long-chain alkyl methyl carboxy betaine (C m+n B) Preparation

[0026]Add 0.04mol (about 15g) homemade unsymmetrical double long-chain alkylmethyl tertiary amine (C 14+10 A, C 16+8 A, C 18+6 A) and 0.06mol lithium chloroacetate (60mL ethanol solution), then add 60mL acetone and KI accounting for 3% of the total mass of the reaction system (including the solvent), put into a magnetic stirring bar, cover, and tighten the seal. Put it into an oil bath, control the temperature of the oil bath at 100±2°C, and continue the reaction for 20 hours at an appropriate rotation speed. After the reaction, cool down, remove the outer cover, take a sample, extract the unreacted tertiary amine in the product with petroleum ether under alkaline conditions, titrate with hydrochloric acid-isopropanol solution, and calculate the conversion rate of the tertiary amine. to C 14+10 A.C 16+8 A and C 18+6 A three kinds of unsymmetrical double long-chain alkyl...

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Abstract

The invention relates to a preparation method of double-longchain alkyl methyl carboxyl glycine betaine, belonging to the technical field of organic synthesis and chemical displacement of reservoir oil. Chloroacetic acid lithium is used for replacing traditional sodium chloroacetate, dissolved in absolute ethyl alcohol and reacted with double-longchain alkyl tertiary amine in a closed hydrothermal reaction kettle or high-pressure reaction kettle; the tertiary amine conversion rate in single-pass reaction is 90% and above under the best reaction condition; and the tertiary amine conversion rate can be further increased by adding a proper amount of chloroacetic acid lithium. Compared with a traditional sodium chloroacetate process, the preparation method disclosed by the invention has the advantages that tertiary amine and chloroacetic acid lithium can be reacted in homogeneous phase without water at high temperature; the reaction speed is increased; hydrolysis of chloroacetic acid is retarded; and in addition, compared with that of the traditional sodium chloroacetate process, for synthesizing surface active agents for oil displacement, namely double-longchain alkyl methyl carboxyl glycine betaine and double-longchain alkyl polyoxyethylene ether methyl carboxyl glycine betaine, the single-pass tertiary amine conversion rate of the method is increased by about 40%.

Description

technical field [0001] The invention relates to a preparation method of double-long-chain alkylmethyl carboxy betaine, which belongs to the technical fields of organic synthesis and chemical flooding. Background technique [0002] At present, many old oil fields in my country have entered the late stage of water flooding, and the water content of the produced fluid has reached more than 90%, facing the natural decline of crude oil production. But on the other hand, about 60% of the residual oil remains underground, and about 20-30% of it can be recovered by tertiary oil recovery techniques such as chemical flooding. [0003] The principle of chemical flooding is to reduce the interfacial tension between crude oil and water by injecting surfactant solution, so as to overcome the capillary effect, so that the residual oil droplets trapped in the pores of porous rocks after water flooding can flow to production under normal water injection pressure. well. Studies have shown t...

Claims

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Application Information

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IPC IPC(8): C07C229/12C07C227/08C09K8/584
Inventor 崔正刚宋冰蕾宋洪娟胡欣裴晓梅
Owner JIANGNAN UNIV
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