Asymmetric cationic Gemini surfactant and preparation method thereof

A surfactant and cation technology, applied in chemical instruments and methods, preparation of amino-substituted functional groups, organic chemistry, etc., to reduce the difficulty and improve the reaction yield.

Inactive Publication Date: 2012-11-21
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the head group distance is short and the length of the hydrophobic chain is extremely asymmetric, whether there

Method used

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  • Asymmetric cationic Gemini surfactant and preparation method thereof
  • Asymmetric cationic Gemini surfactant and preparation method thereof
  • Asymmetric cationic Gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Synthesis of 6-2-18

[0049] (1) synthesis

[0050] In a 250mL round bottom flask, add ethylenediamine and bromo-n-hexane according to the molar ratio of ethylenediamine and bromo-n-hexane in the amount of 5:1, and then add 100mL of absolute ethanol. Magnetic stirring, react at 50°C for 24 hours, then raise the temperature to the reflux temperature of ethanol (80-85°C) and continue to react for 48 hours, cool down, spin the ethanol to dryness, add about 50mL of petroleum ether to the crude product, stir, and let stand to separate layer, the upper layer liquid was poured off, and this operation was repeated three times to obtain a light yellow solid.

[0051] Add octadecyl bromide in a molar amount of 1.2 times the amount of the original n-bromohexane to the washed product, add 100 mL of absolute ethanol, and heat up to 80-85° C. to continue the reaction for 72 hours.

[0052] (2) Purification

[0053] Heat and dissolve the crude product with about 10 mL of absolute e...

Embodiment 2

[0055] Synthesis of 8-2-16

[0056] (1) synthesis

[0057] In a 250mL round bottom flask, add ethylenediamine, n-octane bromide and 100mL absolute ethanol according to the molar ratio of ethylenediamine and n-octane bromide in a molar ratio of 5:1. Stir magnetically and react at 50°C for 24 hours. Then heat up to the reflux temperature of ethanol (80-85° C.) to continue the reaction for 48 hours, cool down, spin the ethanol to dryness, add about 50 mL of petroleum ether to the crude product, stir, let stand to separate layers, pour off the upper liquid, and repeat this operation three times Repeatedly, a light yellow solid was obtained.

[0058] Add hexadecane bromide in a molar amount that is 1.2 times the amount of the original n-octane bromide to the washed product, add 100 mL of absolute ethanol, and heat up to 80-85° C. to continue the reaction for 72 hours.

[0059] (2) Purification

[0060] Heat and dissolve the crude product with about 10mL of absolute ethanol, and ...

Embodiment 3

[0062]Determination of Surface Tension of Asymmetric Cationic Gemini Surfactant

[0063] Adopt ring method to measure the surface tension of product solution under different concentrations, make 6-2-18 and 8-2-16 aqueous solution surface tension change curve with concentration, see Figure 5 and Figure 6 . The critical micelle concentration value (cmc) and the surface tension γ at the critical micelle concentration are obtained from the turning point of the curve in the figure cmc . Experiments have found that the critical micelle concentration and surface tension at the critical micelle concentration of asymmetric cationic Gemini surfactants are low, and the cmc of 6-2-18 and 8-2-16 is not much different at 6mmol / L. Gamma of surface tension 6-2-18 at micellar concentrations cmc 41.9mN·m -1 , 8-2-16's cmc 34.9mN·m -1 .

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Abstract

The present invention relates to an asymmetric cationic Gemini surfactant and a preparation method thereof. The surfactant has a structural formula shown as below. Synthesis of the surfactant comprises a unilateral reaction of a short chain and a reaction of a long chain connecting with the other end. In the molecular structure of the surfactant, a sum of the total length of both carbon chains is 24, but the carbon chains at two sides of a head group have different lengths, so as to form an asymmetric quaternary ammonium salt cationic Gemini surfactant. The structure is helpful to enrich knowledge of the Gemini surfactant self-organization.

Description

technical field [0001] The invention relates to two asymmetric cationic Gemini surfactants and a synthesis method thereof, belonging to the field of surfactant science and application. Background technique [0002] Gemini surfactants are formed by linking two traditional single-headed and single-tailed surfactants near the head group through a linking chain. Compared with traditional surfactants, its molecular structure is more complex, but it also shows its unique properties. The structure of Gemini surfactant is complex, and any change of structural elements may affect the self-organization performance of Gemini surfactant, and then affect the morphology and properties of aggregates. This provides an important way for people to understand and regulate the self-organization behavior of surfactants at the molecular level, and the study of the relationship between the self-organization behavior of surfactants and molecular structure is also conducive to deepening people's un...

Claims

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Application Information

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IPC IPC(8): B01F17/18C07C211/63C07C209/08C09K23/18
Inventor 裴晓梅许宗会崔正刚史慧
Owner JIANGNAN UNIV
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