Piperazinyl ionic liquid surfactant as well as synthesis method and application thereof

A technology for surfactants and ionic liquids, applied in the field of piperazine-based ionic liquid surfactants and their synthesis, can solve the problems of industrial application obstacles, high production costs, complicated preparation and purification steps, etc., and achieve easy industrial scale-up and operation Simple, effect of changing thermal stability

Active Publication Date: 2021-04-27
GUANGDONG PHARMA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the existing ionic liquid surfactants face the problems of complex preparation and purification steps and high production costs, which hinder their industrial application

Method used

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  • Piperazinyl ionic liquid surfactant as well as synthesis method and application thereof
  • Piperazinyl ionic liquid surfactant as well as synthesis method and application thereof
  • Piperazinyl ionic liquid surfactant as well as synthesis method and application thereof

Examples

Experimental program
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preparation example Construction

[0029] The synthetic method of piperazine-based ionic liquid surfactant of the present invention, comprises the steps:

[0030] Dissolving piperazine derivatives in an organic solvent, gradually adding long-chain carboxylic acid, reacting at room temperature for 3 to 24 hours, removing the solvent, washing, and drying, to obtain the piperazine-based ionic liquid surfactant; wherein, R 1 is hydroxyethyl, phenyl, hydroxypropyl, formyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or tert-butyl.

[0031] Described long-chain carboxylic acid has following general chemical structure formula: R 2 COOH, where R 2 is the general formula for C n h 2n+1 straight-chain alkyl, n is 9-17.

[0032] The molar ratio of the piperazine derivative to the long-chain carboxylic acid is 1:1.

[0033] The organic solvent is one of methanol, ethanol, ether, methylene chloride, chloroform, carbon tetrachloride, and ethyl acetate.

Embodiment 1

[0035] The synthetic method of the piperazine-based ionic liquid surfactant of the present embodiment is as follows:

[0036] (1) Add 0.1mol 1-ethylpiperazine and 100mL dichloromethane in the round bottom flask;

[0037] (2) After dissolving 0.1mol capric acid in 100mL of dichloromethane, gradually add it to the solution of 1-ethylpiperazine in dichloromethane. During this process, keep the round-bottomed flask in an ice-water bath, then stir at room temperature for 3h, the stirring speed 400rpm;

[0038] (3) Distilled under reduced pressure at room temperature, the obtained solid was washed with ether, filtered, and then vacuum-dried at room temperature for 48 hours to obtain the product 1-ethylpiperazine decanoate with a yield of 96.5%.

[0039] Structural characterization of 1-ethylpiperazine caprate:

[0040] (1) Proton NMR spectrum

[0041] Using deuterated chloroform as a solvent, the proton nuclear magnetic resonance spectrum was measured on a Bruker DMX 500MHz nucle...

Embodiment 2

[0048] The synthetic method of the piperazine-based ionic liquid surfactant of the present embodiment is as follows:

[0049] (1) Add 0.05mol 1-(2-hydroxyethyl)piperazine and 30mL methanol into the round bottom flask;

[0050] (2) After dissolving 0.05mol of dodecanoic acid in 90mL of methanol, gradually add it to the methanol solution of 1-(2-hydroxyethyl)piperazine, keep the round bottom flask in an ice-water bath during this process, then stir at room temperature for 12h, Stirring rate 500rpm;

[0051] (3) Distilled under reduced pressure at room temperature, the resulting solid was washed with ethyl acetate, filtered, and then vacuum-dried at 40°C for 24 hours to obtain the product 1-(2-hydroxyethyl)piperazine dodecanoate with a yield of 94.3%.

[0052] Structural characterization of 1-(2-hydroxyethyl)piperazine dodecanoate:

[0053] (1) Proton NMR spectrum

[0054] With deuterated chloroform as solvent, measure proton nuclear magnetic resonance spectrum on Bruker DMX 5...

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Abstract

The invention discloses a piperazinyl ionic liquid surfactant, which has a chemical structural general formula shown in the specification, wherein R1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, hydroxyethyl, hydroxypropyl, formyl or phenyl, and R2 is a straight-chain alkyl group of C9-C17. The invention further discloses a synthetic method of the piperazinyl ionic liquid surfactant, the process is simple, the period is short, and the product purity can reach 97% or above. The invention also discloses application of the piperazinyl ionic liquid surfactant as a microemulsion component and a microemulsion gel component.

Description

technical field [0001] The invention belongs to the technical field of surfactants, in particular to a piperazine-based ionic liquid surfactant and its synthesis method and application. Background technique [0002] Ionic liquids refer to organic molten salts with low melting points (generally lower than 100°C). Through different combinations of anions and cations, ionic liquids can have specific physical and chemical properties. When the anions and cations have sufficiently long alkyl chains, they can exhibit significant surface activity and become a new class of surfactants. [0003] In the current literature reports, it is often used to insert long-chain alkyl groups in the cationic part to become cationic surfactants. For example, the invention patent document with publication number CN111646935A provides a method for synthesizing a pyridine-based ionic liquid surfactant and its application as a bacteriostatic component and a surface active component in toiletries. Si...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/037C07D295/088C07D295/185C07C53/126C07C51/41B01F17/32B01F17/16B01J13/00C09K23/16C09K23/32
CPCC07D295/037C07D295/088C07D295/185C07C53/126C07C51/412B01J13/0065C09K23/00Y02P20/54
Inventor 陆晓星
Owner GUANGDONG PHARMA UNIV
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