Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of gemini surfactant containing adamantane and its synthetic method

A technique for surfactants and synthetic methods, applied in chemical instruments and methods, preparation, transportation and packaging of organic compounds, etc., can solve problems such as Gemini surfactants that have not been reported in literature, and achieve improved amphiphilicity and easy raw materials The effect of mild reaction conditions

Active Publication Date: 2022-02-15
HEZHOU UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, Gemini surfactants that simultaneously introduce two amphiphilic molecules at position 1 have not been reported in the literature.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of gemini surfactant containing adamantane and its synthetic method
  • A kind of gemini surfactant containing adamantane and its synthetic method
  • A kind of gemini surfactant containing adamantane and its synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: Gemini surfactant containing adamantane (R=C 12 h 25 )Synthesis

[0026] Weigh 1.8g (0.01mol) of 1-adamantanecarboxylic acid into a 100mL three-necked flask (installed with a thermometer, constant pressure dropping funnel, condenser tube, magnetic stirring), and drop 2.4g of thionyl chloride into the bottle to form a suspension liquid, heated up to 80°C under the protection of nitrogen to react until the solution was a transparent clear liquid, and evaporated to dryness under reduced pressure after completion to obtain yellow 1-adamantanecarbonyl chloride solid with a yield of 95%.

[0027] Under the protection of nitrogen, dissolve 2.0g (0.01mol) of 1-adamantanecarbonyl chloride in ether, keep the temperature at 0°C, and add 2.4g (0.013mol) of 3,3'-iminobis(N, The solution formed by N-dimethylpropylamine) and diethyl ether has a white precipitate. After the dropwise addition, the temperature is raised to 40°C for 5 hours. The precipitate is filtered to ...

Embodiment 2

[0029] Embodiment 2: Gemini surfactant containing adamantane (R=C 16 h 33 )Synthesis

[0030] Weigh 1.8g (0.01mol) of 1-adamantanecarboxylic acid and add it to a 100mL three-necked flask (installed with a thermometer, constant pressure dropping funnel, condenser tube, magnetic stirring), and drop 6.0g of thionyl chloride into the bottle to form a suspension , N 2 In the atmosphere, the temperature was raised to 60° C. to react until the solution was a transparent clear liquid, and then evaporated to dryness under reduced pressure to obtain a yellow 1-adamantanecarbonyl chloride solid with a yield of 97%.

[0031] Under the protection of nitrogen, dissolve 2.0g (0.01mol) of 1-adamantanecarbonyl chloride in ether, keep the temperature at 20°C, and add 2.2g (0.012mol) of 3,3'-iminobis(N, The solution formed by N-dimethylpropylamine) and diethyl ether has white precipitates. After the dropwise addition, the temperature is raised to 30°C for 10 hours of reaction. The precipitate...

Embodiment 3

[0033] Embodiment 3: Gemini surfactant containing adamantane (R=C18 h 37 )Synthesis

[0034] Weigh 1.8g (0.01mol) of 1-adamantanecarboxylic acid and add it to a 100mL three-necked flask (installed with a thermometer, constant pressure dropping funnel, condenser tube, magnetic stirring), and drop 4.8g of thionyl chloride into the bottle to form a suspension , N 2 In the atmosphere, the temperature was raised to 70° C. to react until the solution was a transparent clear liquid. After completion, it was evaporated to dryness under reduced pressure to obtain a yellow 1-adamantanecarbonyl chloride solid with a yield of 96%.

[0035] Under the protection of nitrogen, dissolve 2.0g (0.01mol) of 1-adamantanecarbonyl chloride in ether, keep the temperature at 15°C, and add 2.1g (0.011mol) of 3,3'-iminobis(N, The solution formed by N-dimethylpropylamine) and diethyl ether produced white precipitates. After the dropwise addition, the temperature was raised to 25°C for 8 hours, and the ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
surface tensionaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of organic chemical surface activity, and in particular relates to the synthesis of an adamantane-containing Gemini surfactant. The structural formula of the adamantane-containing Gemini surfactant designed and prepared by the present invention is: wherein: R represents C n h 2n+1 , n=12, 16 or 18. Gemini surfactant of the present invention is to be raw material with 1-adamantane carboxylic acid, obtains by three-step reaction: first carry out acyl chloride reaction synthesis 1-adamantane carboxylic acid chloride by 1-adamantane carboxylic acid and thionyl chloride, then Carry out amidation reaction with 3,3'-iminobis(N,N-dimethylpropylamine) to prepare the key intermediate bis(N,N-dimethylpropylamine) adamantane-1-carboxamide, and finally The intermediate is quaternized with long-chain brominated alkanes to form adamantane-containing Gemini surfactants. The invention has mild reaction conditions for obtaining the adamantane-containing Gemini surfactant, easy-to-obtain raw materials, simple and easy operation, and has potential application prospects in the fields of supramolecular chemistry, nanometer materials, special washing and the like.

Description

technical field [0001] The invention relates to an adamantane-containing Gemini surfactant and a synthesis method thereof. Background technique [0002] Gemini surfactants, also known as gemini surfactants, are formed by two identical or almost identical amphiphilic molecules linked together by chemical bonds at or near their hydrophilic headgroups A new class of surfactants. Compared with traditional surfactants, Gemini surfactants have higher surface activity, very low Krafft point, good water solubility, and better application performance, and are known as a new generation of surfactants. Adamantane (tricyclo[3.3.1.1 3,7 ]Decane) is a cyclic tetrahedral hydrocarbon composed of 10 carbon atoms and 16 hydrogen atoms, and the entire ring system has a symmetrical and highly stable structural feature. This rigid ring system and positive symmetric structure determine that adamantane and its derivatives have unique physical and chemical properties: non-toxic, tasteless, high ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C231/12C07C233/62C09K23/22
Inventor 钟星严小威胡彩霞朱东建郭建维邓慧秋刘伟珍王邦均
Owner HEZHOU UNIV