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Bola type surfactant with anion and cation reversal capability and preparation method thereof

A surfactant, anion and cation technology, used in chemical instruments and methods, organic chemistry, transportation and packaging, etc., can solve the problems of backward technology, simple structure, single variety of surfactants, etc.

Active Publication Date: 2020-12-29
庆阳佰纳川新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the weak foundation of the surfactant industry for a long time, the surfactant still has defects such as single variety, simple structure, and backward technology.

Method used

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  • Bola type surfactant with anion and cation reversal capability and preparation method thereof
  • Bola type surfactant with anion and cation reversal capability and preparation method thereof
  • Bola type surfactant with anion and cation reversal capability and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Add 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-ene dicarboxylic anhydride (49.6g, 0.4mol) dropwise in a 250mL three-necked flask equipped with a reflux condenser , blowing nitrogen three times, and then heated to 180° C. for 3 h, and TLC (Thin Layer Chromatography, thin layer chromatography) monitored the completion of the reaction. After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted three times with 80 mL of ethyl acetate, dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure to obtain a crude product, and finally separated by a column to obtain a colorless oily imide.

[0038] (2) Add 80 mL of tetrahydrofuran dried with sodium metal into a 250 mL three-necked flask, cool to 0°C in an ice-salt bath, and slowly add 7.6 g of LiAlH 4 After stirring for 3 minutes, the imide dissolved in tetrahydrofuran was slowly added dropwise into the three-necked flask, and after ...

Embodiment 2

[0042] (1) Add 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-ene dicarboxylic anhydride (49.6g, 0.4mol) dropwise in a 250mL three-necked flask equipped with a reflux condenser , blowing nitrogen for 3 times, and then heated to 150° C. for 2 h, and TLC (Thin Layer Chromatography, thin layer chromatography) monitored the completion of the reaction. After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted three times with 80 mL of ethyl acetate, dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure to obtain a crude product, and finally separated by a column to obtain a colorless oily imide.

[0043] (2) Add 90 mL of tetrahydrofuran dried with sodium metal into a 250 mL three-necked flask, cool to 0°C in an ice-salt bath, and slowly add 8.36 g of LiAlH 4 After stirring for 3 minutes, the imide dissolved in tetrahydrofuran was slowly added dropwise into the three-necked flask, and after...

Embodiment 3

[0047] (1) Add 1,12-diaminododecane (20.0g, 0.1mol) and cyclobut-3-ene dicarboxylic anhydride (49.6g, 0.4mol) dropwise in a 250mL three-necked flask equipped with a reflux condenser , blowing nitrogen three times, and then heated to 200° C. for 5 h, and TLC (Thin Layer Chromatography, thin layer chromatography) monitored the completion of the reaction. After the reaction was completed, it was cooled to room temperature, 50 mL of distilled water was added, extracted three times with 80 mL of ethyl acetate, dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure to obtain a crude product, and finally separated by a column to obtain a colorless oily imine.

[0048] (2) Add 100 mL of tetrahydrofuran dried with sodium metal into a 250 mL three-necked flask, cool to 0°C in an ice-salt bath, and slowly add 9.12 g of LiAlH 4 After stirring for 3 minutes, the imide dissolved in tetrahydrofuran was slowly added dropwise into the three-necked flask, and afte...

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Abstract

The invention discloses a Bola type surfactant with anion and cation reversal capability and a preparation method thereof, and the preparation method comprises the following steps: 1) adding 1,12-diaminododecane and cyclobutane-3-ene dicarboxylic anhydride into a three-neck flask, introducing nitrogen, and carrying out nucleophilic addition-elimination reaction to generate imide; and then reducingcarbonyl by using LiAlH4; and 2) diluting the product, adding potassium permanganate, heating, and carrying out oxidation reaction to generate carboxyl; and after the reaction is finished, adding sodium sulfite to remove excessive potassium permanganate, filtering by adopting diatomite and extracting impurities by adopting ethyl acetate, collecting a water phase, filtering and drying to constantweight to obtain a final product. The surfactant has excellent anion and cation inversion characteristics, and the type of the surfactant can be changed according to the external environment. The surfactant is an anionic surfactant under an alkaline condition in an external environment, and the surfactant is a cationic surfactant under an acidic condition in the external environment.

Description

technical field [0001] The invention belongs to the field of functional surfactants, in particular to a Bola-type surfactant with anion-cation reversal capability and a preparation method thereof. Background technique [0002] Surfactants refer to amphiphilic compounds containing non-polar lipophilic groups and polar hydrophilic groups in the molecular structure, which can form directional arrangements at the gas-liquid and solid-liquid interfaces, and adding a small amount to the solution can significantly reduce the concentration of the solution. Surface tension can effectively change the physical and chemical properties of the interface. Therefore, it is widely used in daily life, industry and agriculture, high-tech and other fields, and has become one of the important industries of chemical technology. Due to the weak foundation of the surfactant industry for a long time, surfactants still have defects such as single variety, simple structure, and backward technology. ...

Claims

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Application Information

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IPC IPC(8): C07D207/16B01F17/32C09K23/32
CPCC07D207/16C09K23/00
Inventor 张康李旭红王晨杨晓武李刚辉
Owner 庆阳佰纳川新材料科技有限公司
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