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Bio-based primary amine cationic surfactant and preparation method thereof

A technology of surfactant and primary amine cation, applied in the field of bio-based primary amine cationic surfactant and its preparation, can solve the problem of limited research breadth and depth, high synthesis cost, and insufficient types of primary amine cationic surfactants and other problems, to reduce the difficulty, improve the reaction yield, and enhance the water transfer and aggregation capacity.

Active Publication Date: 2018-04-06
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, compared with quaternary ammonium salt surfactants, the types of primary amine cationic surfactants are not rich enough, the breadth and depth of research are limited, and the synthesis cost is relatively high

Method used

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  • Bio-based primary amine cationic surfactant and preparation method thereof
  • Bio-based primary amine cationic surfactant and preparation method thereof
  • Bio-based primary amine cationic surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Embodiment 1: synthetic route of bio-based primary amine cationic surfactant

[0049] Bio-based primary amine cationic surfactant, the structural formula is as follows:

[0050]

[0051] The synthetic route of bio-based primary amine cationic surfactant is as follows:

[0052]

[0053] The preparation method of the novel bio-based primary amine cationic surfactant is characterized in that, the method first takes oleic acid and methanol as the starting raw materials to successively undergo esterification, reduction, and replacement of synthetic oleyl alcohol, oleyl alcohol and 3-hydroxybenzene Formaldehyde undergoes substitution, substitution, reduction, and acidification reactions to obtain the final bio-based primary amine cationic surfactant.

Embodiment 2

[0054] Embodiment 2: the synthesis of methyl oleate

[0055] Centrifuge the centrifuge bottle containing oleic acid at a low temperature of 5°C, and a white solid is precipitated at the bottom. After the solid is filtered off, the liquid can be used for subsequent reactions. Add oleic acid (200g 0.71mol), anhydrous methanol (160g 5mol) and concentrated sulfuric acid (3g) into a 500ml single-necked bottle, and react at 72°C for 4 hours. After the reaction, the methanol is removed by rotary evaporation. Then the organic layer was washed with water, and finally the organic layer was dried with magnesium sulfate, and the pure product of methyl oleate was obtained by suction filtration and vacuum distillation. 172℃~175℃ / 5mmHg. Yield 71%.

Embodiment 3

[0056] Embodiment 3: the synthesis of oleyl alcohol

[0057] Put lithium aluminum hydride (12g, 0.316mol) and 220ml of tetrahydrofuran into a 500ml single-necked bottle, then put it in an ethanol ice bath, then slowly add methyl oleate (90g, 0.3mol) to the reaction with a constant pressure separatory funnel In the system, stir at -10°C for half an hour after the addition, then raise the temperature of the system to 30°C for 3 hours, cool the reactant to -10°C, add 12g of water, 12g of sodium hydroxide dilute solution, 40g of Sodium Sulphate of Water. Mix well and filter, then spin the filtrate to remove the solvent to obtain oleyl alcohol. Yield 80%.

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Abstract

The invention discloses a bio-based primary amine cationic surfactant and a preparation method thereof, and belongs to the technical field of surfactant science and application. The synthesis of the surfactant comprises the following steps that oleic acid and methyl alcohol are used as raw materials for sequentially carrying out esterification, reduction and substitution, so that oleyl alcohol issybthesized; substitution is carried out on the oleyl alcohol and 3-hydroxybenzaldehyde, and substitution, reduction, acidification reaction are carried out, so that the final bio-based primary aminecationic surfactant is obtained. The bio-based primary amine cationic surfactant has wide raw material sources, is biologically renewable, is green and environmentally friendly, and has high biodegradability, the types of biological-based surfactants with renewable resources as raw materials are enriched, and the bio-based primary amine cationic surfactant can be widely applied to research of a surfactant self-organizing system.

Description

technical field [0001] The invention relates to a bio-based primary amine cationic surfactant and a preparation method thereof, belonging to the technical field of surfactant science and application. Background technique [0002] Biobased surfactants have attracted increasing attention due to their reproducibility and excellent surface activity. The invention uses oleic acid as a starting material to obtain a novel bio-based primary amine cationic surfactant through a seven-step reaction, and investigates its surface tension properties. [0003] Most of the cationic surfactants are nitrogen-containing organic compounds, that is, derivatives of organic amines. Simple amine hydrochloric acid (or other inorganic acid) salts and acetates, etc., when the pH>7, free amines are easy to precipitate from the aqueous solution, thus losing surface activity. [0004] Cationic surfactants have excellent properties, and their properties are closely related to their molecular configur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C217/58C07C213/08B01F17/16C09K23/16
CPCC07C217/58C09K23/00
Inventor 裴晓梅李朝旺宋冰蕾李文楷崔正刚
Owner JIANGNAN UNIV
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