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Gemini surfactant containing triazine ring

A surfactant and triazine ring technology, applied in the field of anionic Gemini surfactants, can solve the problems of unsatisfactory surface activity and other properties, long synthesis steps, expensive raw materials, etc., and achieve excellent surface activity and high The effect of stability

Inactive Publication Date: 2009-01-14
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] Although Gemini surfactants have many excellent properties as a new generation of surfactants, and a few varieties have been industrialized, but at present Gemini surfactants have disadvantages such as long synthesis steps and expensive raw materials. There are still some difficulties in large-scale industrial production and replacing traditional surfactants
Moreover, since the oil-soluble groups of the existing Gemini surfactants are mostly carbon-hydrogen groups, their surface activity and other performances are still unsatisfactory.

Method used

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  • Gemini surfactant containing triazine ring
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  • Gemini surfactant containing triazine ring

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] The synthesis of surfactant (I) represented by the following formula:

[0053]

[0054] 1. Synthesis of 2,4-dichloro-6-n-octylamino-1,3,5-s-triazine

[0055] Add 100mL of toluene to a 250mL four-necked bottle, keep the temperature between 0 and 5°C with an ice bath, add 18.45g of cyanuric chloride, stir to dissolve it, and slowly drop 50mL of toluene solution in which 15.48g of n-octylamine is dissolved , maintain a pH value of 7-8 during the reaction.

[0056] Adopt thin-layer chromatography (TLC) method to track the reaction process, with toluene: acetone=1: 1 (V / V) as developing solvent, the reaction solution is carried out thin-layer chromatography, when the spot of cyanuric chloride disappears substantially , that is to say, the reaction has reached the end point, and the reaction ends.

[0057] After the reaction finished, the reaction solution was moved to a separatory funnel to stand for layering, and the separated organic layer was washed with 0.1mol / L hyd...

Embodiment 2

[0069] Synthesis of surfactant (II) represented by the following formula:

[0070]

[0071] 1. Synthesis of 2,4-dichloro-6-n-octylamino-1,3,5-s-triazine

[0072] With embodiment 1.

[0073] 2. Synthesis of 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3,5-s-triazine

[0074] With embodiment 1.

[0075] 3. Synthesis of Gemini Surfactant (II)

[0076] Add 1.11g of propylenediamine and 50mL of water into the reactor, raise the temperature to 80-110°C, slowly add 9.69g of 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3 into the reactor dropwise, 50 mL of aqueous solution of 5-s-triazine, and react at constant temperature for a certain period of time.

[0077] Carry out thin-layer chromatography with methanol:toluene=6:1 (V / V) as developing solvent, when 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3,5-s-triazine When the spot disappears substantially, can think that reaction finishes, obtains Gemini tensio-active agent (II).

Embodiment 3

[0079] The synthesis of surfactant (III) represented by the following formula:

[0080]

[0081] 1. Synthesis of 2,4-dichloro-6-n-octylamino-1,3,5-s-triazine

[0082] With embodiment 1.

[0083] 2. Synthesis of 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3,5-s-triazine

[0084] With embodiment 1.

[0085] 3. Synthesis of Gemini Surfactant (III)

[0086] Add 1.74g of hexamethylenediamine and 50mL of water into the reactor, raise the temperature to 80-110°C, slowly add 9.69g of 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3 into the reactor dropwise, 50 mL of aqueous solution of 5-s-triazine, and react at constant temperature for a certain period of time.

[0087] Carry out thin-layer chromatography with methanol:toluene=6:1 (V / V) as developing solvent, when 2-chloro-4-sulfoethylamino-6-n-octylamino-1,3,5-s-triazine When the spot disappears substantially, can think that reaction finishes, obtains Gemini tensio-active agent (III).

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Abstract

Disclosed is a Gemini surface active agent as indicated in a general formula (I), the surface active agent has a molecular structure taking a triazine ring as a linking group and possesses rather high stability, and the critical surface tension thereof is far weaker than that of the common surface active agent, the critical micelle concentration is lower than that of the common surface active agent by 2 to 3 orders of magnitude, and the surface activity is excellent.

Description

technical field [0001] The present invention relates to a kind of Gemini surfactant, specifically, the present invention relates to a kind of anionic Gemini surfactant containing triazine ring. Background technique [0002] Gemini (twinned) surfactants are a type of surfactant that is chemically bonded by two hydrophilic headgroups (or close hydrophilic headgroups) of surfactant monomers with the same (or similar) structure through a spacer group. A surfactant. Different from the molecular structure of ordinary surfactants, Gemini surfactant molecules contain at least two hydrophilic groups and two hydrophobic groups. [0003] From the molecular structure of Gemini surfactants, it can be seen that the active ingredients of Gemini surfactants are in close contact without destroying the hydrophilic characteristics of their head groups, so that this type of surfactants exhibits extremely high surface activity. The surfactant not only enhances the hydrophobic effect of the hyd...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/70B01F17/32C09K23/32
Inventor 胡志勇王文生朱海林郭建峰王建龙曹端林李歆赵素粉
Owner ZHONGBEI UNIV
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