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Preparation method of quaternary ammonium salt type trisiloxane gemini surfactant

A technology of trisiloxane and gemini surface, which is applied in the preparation of quaternary ammonium salt type trisiloxane gemini surfactant and the field of quaternary ammonium salt type trisiloxane gemini surfactant, which can solve the limitation of research and industrial production , harsh experimental conditions, long reaction time and other problems, to achieve the effect of easy control, simple steps and simple reaction conditions

Active Publication Date: 2017-07-07
SHANTOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] It can be seen from the existing reports that the synthesis of cationic trisiloxane surfactants generally has complex steps, harsh experimental conditions, long reaction time, low conversion rate, and many by-products, which limit its further research and industrialization. Production

Method used

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  • Preparation method of quaternary ammonium salt type trisiloxane gemini surfactant
  • Preparation method of quaternary ammonium salt type trisiloxane gemini surfactant
  • Preparation method of quaternary ammonium salt type trisiloxane gemini surfactant

Examples

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Effect test

Embodiment 1

[0042] Example 1: Quaternary ammonium trisiloxane gemini surfactant MR 6 Preparation of M

[0043] (1) Synthesis of tertiary amines containing silyl groups (hydrosilylation reaction)

[0044] Add N,N-dimethylallylamine (20.6mmol) and heptamethyltrisiloxane (20.6mmol) into a 100mL three-necked flask with a magnetic stirrer, stir and heat up to 75°C under nitrogen protection, Stir for 30 minutes, add chloroplatinic acid in isopropanol solution (75ppm of heptamethyltrisiloxane) as a catalyst, raise the temperature to 100°C, and reflux for 3 hours. The obtained product was rotary evaporated at 40°C under reduced pressure to remove isopropanol to obtain a colorless transparent liquid.

[0045] (2)MR 6 Synthesis of M (quaternization reaction)

[0046] Take 20mL of ethanol and place it in a 100mL three-necked flask, add the silyl-containing tertiary amine (12mmol) and 1,6-dibromohexane (5mmol) obtained in the above step 1, raise the temperature to 80°C, and reflux for 48h. After...

Embodiment 2

[0049] Example 2: Quaternary ammonium trisiloxane gemini surfactant MR 8 Preparation of M

[0050] (1) Synthesis of tertiary amines containing silyl groups (hydrosilylation reaction)

[0051] Add N,N-dimethylallylamine (20.8mmol) and heptamethyltrisiloxane (20mmol) into a 100mL three-neck flask with a magnetic stirrer, stir under nitrogen protection and raise the temperature to 60°C, and stir for 30min , add chloroplatinic acid in isopropanol solution (the amount used is 30ppm of heptamethyltrisiloxane) as a catalyst, raise the temperature to 120°C, and reflux for 3h. The obtained product was rotary evaporated at 60°C under reduced pressure to remove isopropanol to obtain a colorless transparent liquid.

[0052] (2)MR 8 Synthesis of M (quaternization reaction)

[0053] Take 20mL of n-propanol and put it in a 100mL three-necked flask, add the silane-containing tertiary amine (10.5mmol) and 1,8-dibromooctane (5mmol) obtained in the above step 1, raise the temperature to 80°C...

Embodiment 3

[0056] Embodiment 3: Preparation of quaternary ammonium salt type trisiloxane gemini surfactant MDM

[0057] (1) Synthesis of tertiary amines containing silyl groups (hydrosilylation reaction)

[0058] Add N,N-dimethylallylamine (26mmol) and heptamethyltrisiloxane (20mmol) into a 100mL three-necked flask with a magnetic stirrer, stir and raise the temperature to 80°C under nitrogen protection, and stir for 30min. Add a solution of chloroplatinic acid in isopropanol (50 ppm of heptamethyltrisiloxane) as a catalyst, raise the temperature to 90° C., and reflux for 5 hours. The obtained product was rotary evaporated at 70°C under reduced pressure to remove isopropanol to obtain a colorless transparent liquid.

[0059] (2) Synthesis of MDM (quaternization reaction)

[0060] Take 20mL of ethyl acetate and place it in a 100mL three-necked flask, add the above intermediate (14mmol) and 1,4-bis(bromomethyl)benzene (5mmol), heat up to 100°C, and reflux for 96h. After the reaction was...

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Abstract

The invention discloses a preparation method of a quaternary ammonium salt type trisiloxane gemini surfactant. The preparation method comprises the following steps: (1) carrying out hydrosilylation reaction on heptamethyltrisiloxane and N,N-dimethylallyl under the action of an isopropyl alcohol solution, serving as a catalyst, of chloroplatinic acid to obtain silyl group-containing tertiary amine; and (2) carrying out quaterisation reaction on the silyl group-containing tertiary amine obtained in the step (1) and Br-R-Br in a solvent to obtain the quaternary ammonium salt type trisiloxane gemini surfactant, wherein a chemical formula is described in the description. The preparation method has simple reaction conditions and is liable to control; and an obtained product has the advantages of both of a quaternary ammonium salt type gemini surfactant and a siloxane surfactant at the same time, has good surface activity and can lower the surface tension, which is far lower than that of the traditional hydrocarbon chain surfactant, of a water / air interface to 20-24mN / m when being in an aqueous solution.

Description

technical field [0001] The present invention relates to a preparation method of a trisiloxane surfactant, in particular to a preparation method of a quaternary ammonium salt trisiloxane gemini surfactant and a quaternary ammonium salt trisiloxane prepared by the method. Alkane Gemini Surfactants. Background technique [0002] Trisiloxane surfactants have excellent superdispersive properties. Hydrophobic chains of well-known hydrocarbon surfactants are upright on the interface, and their surface tension is about 30mN / m. The silicon atom of the trisiloxane surfactant is in the center of the tetrahedron, which is supported by a flexible siloxane chain and lies flat on the liquid surface, and the methyl group is perpendicular to this plane; the longer Si-C bond leads to the The hydrogen on the surface is closely arranged on the interface, like an open umbrella, which increases its hydrophobicity and reduces the surface tension of water to about 20mN / m, which is obviously bette...

Claims

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Application Information

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IPC IPC(8): C07F7/10B01F17/54C09K23/54
CPCC07F7/0838C09K23/00
Inventor 佟庆笑陈彩萍卢峰
Owner SHANTOU UNIV
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