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Preparation method of tall oil acid-based imidazoline biquaternary ammonium salt surfactant

A technology of oleic acid alkylimidazoline and surfactant, which is applied in the direction of sulfonate preparation, chemical instruments and methods, organic chemistry, etc., can solve problems such as unfavorable industrialization and surfactant product residue, and improve alkali resistance And electrolyte resistance, enhanced hydrophilicity, good effect of alkali and acid resistance

Pending Publication Date: 2021-11-05
SHANGHAI FINE CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Xylene is a toxic solvent, which will volatilize during the high-temperature synthesis process, and there are certain residues in the final surfactant product, which is not conducive to industrialization (Li Shuan. Synthesis of alkyl imidazoline sulfonate amphoteric surfactants[J] .Fine Chemical Industry, 1990(Z1):75-79.)

Method used

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  • Preparation method of tall oil acid-based imidazoline biquaternary ammonium salt surfactant
  • Preparation method of tall oil acid-based imidazoline biquaternary ammonium salt surfactant
  • Preparation method of tall oil acid-based imidazoline biquaternary ammonium salt surfactant

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Experimental program
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Effect test

Embodiment 1

[0044] The synthetic route of the present invention is as follows:

[0045]

[0046] Among them, R is mainly oleic acid alkyl group, linoleic acid alkyl group, a small amount of rosin acid alkyl group and a small amount of saturated fatty acid alkyl group.

[0047] Alkyl group of oleic acid: CH 3 (CH 2 ) 7 CH=CH(CH 2 ) 7 -

[0048] Alkyl group of linoleic acid: CH 3 (CH 2 ) 4 CH=CHCH 2 CH=CH(CH 2 ) 7 -

[0049] Alkyl group of rosin acid:

[0050] Saturated fatty acid alkyl group: CH 3 (CH 2 ) 14 -CH 3 (CH 2 ) 16 -.

[0051] In a 500mL four-necked flask equipped with an electric stirrer, a thermometer, and a condenser tube, add a tall oleic acid alkylimidazoline intermediate (0.15 moles, 53.1 grams), 176.2 grams of deionized water, raise the temperature to 70°C, and then add Sodium 3-chloro-2-hydroxypropanesulfonate (0.15 moles, 29.5 grams), reacted for 4 hours, then added chloroacetic acid (0.15 moles, 14.2 grams) and potassium hydroxide (0.45 moles,...

Embodiment 2

[0054] In a 500mL four-necked flask equipped with an electric stirrer, a thermometer, and a condenser tube, add a tall oleic acid alkylimidazoline intermediate (0.15 moles, 53.1 grams), 161.7 grams of deionized water, heat up to 80°C, and then add Sodium 3-chloro-2-hydroxypropanesulfonate (0.12 moles, 23.6 grams), reacted for 2.5 hours, then added chloroacetic acid (0.18 moles, 17.0 grams) and sodium hydroxide (0.465 moles, 18.6 grams) at the same time, after reacting for 3 hours A light yellow transparent liquid was obtained, and a tall oleic acid alkyl imidazoline diquaternary ammonium surfactant was obtained. The conversion rate of the tall oleic acid alkyl imidazoline intermediate was measured to be 97.7%, and the solid content was 45%.

Embodiment 3

[0056] In a 500mL four-necked flask equipped with an electric stirrer, a thermometer, and a condenser tube, add the tall oleic acid alkyl imidazoline intermediate (0.15 mol, 53.1 g) and 184.6 g of deionized water, raise the temperature to 75°C, and then add Sodium 3-chloro-2-hydroxypropanesulfonate (0.18 moles, 32.4 grams), reacted for 3.0h, then added chloroacetic acid (0.165 moles, 15.57 grams) and potassium hydroxide (0.48 moles, 26.9 grams) at the same time, reacted for 4.5h Afterwards, a light yellow transparent liquid was obtained, and a tall oleic acid alkyl imidazoline diquaternary ammonium surfactant was obtained. The conversion rate of the tall oleic acid alkyl imidazoline intermediate was measured to be 96.5%, and the solid content was 40%.

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Abstract

The invention discloses a preparation method of a tall oil acid-based imidazoline biquaternary ammonium salt surfactant, which comprises the following steps: dissolving a tall oil acid alkyl imidazoline intermediate in deionized water, conducting heating to 40-100 DEG C, adding sodium alkyl sulfonate, conducting reacting for 0.5-6 hours, adding chloroacetic acid or sodium chloroacetate, adding alkali at the same time, and conducting reacting for 1-6 hours to obtain the tall oil acid-based imidazoline biquaternary ammonium salt surfactant. The process is simple, the solid content is high, the product is green and environment-friendly, the development requirements of national economy can be met, and obvious social and economic benefits can be generated.

Description

technical field [0001] The invention belongs to the technical field of surfactants, and in particular relates to a preparation method of a tall oleic acid-based imidazoline diquaternary ammonium salt surfactant. Background technique [0002] Alkyl imidazoline amphoteric surfactants are widely used in daily chemical, corrosion inhibition and textile industries due to their good emulsification, hard water resistance, corrosion inhibition, biodegradability and low toxicity and low irritation. The alkyl imidazoline type surfactants currently in the market basically belong to the structure type of alkyl imidazoline carboxylate, such as BASF’s Dehyton ML-CN sodium lauroamphoacetate, Solvay’s L32 sodium lauryl amphoacetate imidazole Lin, sodium lauryl amphoacetate imidazoline from Guangzhou Star Industry, TC-MAB40CD disodium cocoamphoacetate from Guangzhou Tianci, its carbon chain is mainly 12 carbons, and the quaternization reagent is mostly sodium chloroacetate, due to carboxyl ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/38C07C309/08C07C303/32C09K23/38
CPCC07C303/32C07D233/22C07C309/08
Inventor 张高飞张威王丰收刘兵司丽丽李蕊
Owner SHANGHAI FINE CHEM CO LTD
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