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Coumarin-based light-CO2/N2 double stimuli-responsive surfactant, and preparation method thereof

A dual-stimuli-response, surfactant technology, applied in chemical instruments and methods, chemical/physical processes, organic chemistry, etc., can solve problems such as easy separation of surfactants that are difficult to achieve reversible regulation, increased chemical substance emissions and pollution, etc. Achieving a mild method, easy separation, and inexpensive environment

Active Publication Date: 2016-05-25
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional control methods are generally by changing the temperature or adding chemical agents such as acids, alkalis, salts, and co-surfactants, etc., which inevitably increase the emission and pollution of chemical substances, and it is difficult to achieve reversible control and the change of surfactants. easy separation

Method used

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  • Coumarin-based light-CO2/N2 double stimuli-responsive surfactant, and preparation method thereof
  • Coumarin-based light-CO2/N2 double stimuli-responsive surfactant, and preparation method thereof
  • Coumarin-based light-CO2/N2 double stimuli-responsive surfactant, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] (1) Synthesis of coumarinyl bromodecane

[0029] Add 7-hydroxycoumarin (2g), 1,10-dibromodecane (14.8g) and anhydrous potassium carbonate (3.5g) into a 250ml round bottom flask, and use acetone dried over anhydrous magnesium sulfate as solvent , Reflux reaction at 55°C for more than 24h. After cooling, the solvent was removed by rotary evaporation. The product was dissolved in 100ml of deionized water, extracted twice with dichloromethane, the organic layer was washed three times with deionized water, dried over anhydrous magnesium sulfate, and dichloromethane was removed by rotary evaporation to obtain a yellow-green viscous liquid. Pass the crude product through the column, the eluent is petroleum ether:ethyl acetate=10:1, and the white solid is 1-coumarinyl-10-bromodecane. The resulting product was characterized by mass spectrometry (see figure 2 ),Depend on figure 2 It can be seen that the synthesized product is the target product, that is, 1-coumarinyl-10...

Embodiment 2

[0035] (1) Synthesis of coumarinyl bromohexane

[0036] Add 7-hydroxycoumarin (2g), 1,6-dibromohexane (13.1g) and anhydrous potassium carbonate (3.5g) into a 250ml round-bottomed flask, and use acetone dried over anhydrous magnesium sulfate as a solvent , Reflux reaction at 60°C for more than 24h. After cooling, the solvent was removed by rotary evaporation. The product was dissolved in 100ml of deionized water, extracted twice with dichloromethane, the organic layer was washed three times with deionized water, dried over anhydrous magnesium sulfate, and dichloromethane was removed by rotary evaporation to obtain a yellow-green viscous liquid. Pass the crude product through the column, the eluent is petroleum ether:ethyl acetate=10:1, and the white solid is 1-coumarinyl-6-bromohexane.

[0037](2) Synthesis of coumarin-based tertiary amines

[0038] 1-coumarinyl-6-bromohexane was reacted with 10 equivalents of dimethylamine hydrochloride, excess triethylamine was added to th...

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Abstract

The invention relates to a coumarin-based light-CO2 / N2 double stimuli-responsive surfactant, and belongs to the field of colloid and interface chemistry. The coumarin-based light-CO2 / N2 double stimuli-responsive surfactant is a coumarin-based bicarbonate surfactant. According to the preparation method, the coumarin-based bicarbonate surfactant is obtained by taking a dibromo alkane and 7-hydroxycoumarin as raw materials via O alkylation, ammoniation, and adding of carbon dioxide. The coumarin-based light-CO2 / N2 double stimuli-responsive surfactant possesses excellent surfactant performance, is responsive to ultraviolet light, visible light, CO2, and N2, and possesses double stimulative responsiveness.

Description

technical field [0001] The invention relates to a coumarin-based light-CO 2 / N 2 The invention discloses a double stimulus responsive surfactant, which belongs to the technical field of colloid and interface chemistry. Background technique [0002] Surfactants are known as "industrial monosodium glutamate". Many industrial processes, such as crude oil recovery, soil remediation, emulsion polymerization, food processing, pharmaceutical preparation, etc., require the use of surfactant-stabilized systems. Surfactants are used in these systems It is used to solubilize hydrophobic organic matter, stabilize gas-liquid or liquid-liquid interface, etc., but in most cases, it only works at a certain stage, and it is often difficult to separate after the process is over. [0003] The stimuli-responsive surfactant is to trigger the change of the molecular structure of the surfactant in the aqueous solution through a certain method, so that the corresponding surface tension will chang...

Claims

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Application Information

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IPC IPC(8): B01F17/32B01F17/16C07D311/16C09K23/32C09K23/16
Inventor 蒋建中郑饶君马宇萱
Owner JIANGNAN UNIV
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