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Light-response intelligent foam formed through dehydroabietic acid surfactant

A technology based on surfactants and dehydroabietic acid, which is applied in the preparation of carboxylic acid esters, cyanide reaction preparations, and organic compounds, and can solve problems such as cumbersome and lengthy synthesis processes

Active Publication Date: 2016-07-27
上海雨木化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Obtaining novel surfactant molecules with rigid structures using conventional synthetic methods requires a tedious and lengthy synthetic process

Method used

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  • Light-response intelligent foam formed through dehydroabietic acid surfactant
  • Light-response intelligent foam formed through dehydroabietic acid surfactant
  • Light-response intelligent foam formed through dehydroabietic acid surfactant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1: Purification of dehydroabietic acid: Weigh 100 g (0.33 mol) of disproportionated rosin that is ground into a beaker, add 500 mL of petroleum ether and 10 mL of ethanol and heat and stir to make it completely dissolved, and add 14.25 g of it at 70 ° C. (0.23mol) ethanolamine, fully stirred and reacted for 20min, solids were precipitated, cooled, and suction filtered to obtain the crude ethanolamine salt, which was recrystallized once with ethanol / water (v / v1:1) to obtain a relatively pure ethanolamine salt. Dehydroabietic acid ethanolamine salt was heated and dissolved in 100mL of 50% ethanol, acidified with 21g (0.35mol) acetic acid, white solid precipitated during the acidification process, added 20mL of water to make it fully crystallized, cooled and filtered. The purity of dehydroabietic acid obtained after drying is 83.7%.

Embodiment 2

[0028] Embodiment 2: Synthesis of methyl dehydroabietic acid (1): Get 50g of dehydroabietic acid in a three-necked flask, slowly add SOCl dropwise at 55°C 2 , after reacting until there are no bubbles in the bottle, continue to add 22g of anhydrous methanol dropwise, and reflux for 3h; Dry over magnesium sulfate, remove magnesium sulfate by suction filtration, remove petroleum ether and methanol from the obtained filtrate under reduced pressure, and recrystallize the residue with methanol. The purity of the obtained methyl dehydroabietate: 98%.

Embodiment 3

[0029] Embodiment 3: the synthesis of 12-bromo-dehydroabietic acid methyl ester (2): get 10g dehydroabietic acid methyl ester and dissolve in 200mL acetonitrile, and add in the there-necked flask, then after 8.5gNBS is dissolved in acetonitrile, Add it dropwise to the acetonitrile solution of methyl dehydroabietate, react at 25°C for 7 hours, a solid is produced, after the reaction, filter with suction to obtain a white solid, recrystallize with ether / methanol to obtain a white needle-like crystal.

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Abstract

The invention relates to light-response intelligent foam formed through dehydroabietic acid surfactant containing azobenzene. The molecular structural formula of the surfactant (R-azo-Na) is as shown in the description. The invention discloses a synthesis method of the dehydroabietic acid surfactant (R-azo-Na) containing azobenzene. R-azo-Na surfactant molecules are of a rigid structure as a whole and have good water solubility. R-azo-Na has good foam stabilizing performance, and the half-life period of the formed foam is 1300 min. The half-life period of the foam becomes 6.5 min after the foam is irradiated by ultraviolet light with the wavelength being 355 nm. It is indicated that the foam has very efficient light-response performance.

Description

technical field [0001] The present invention relates to a light-responsive smart foam formed by a dehydroabietic acid-based surfactant, in particular to a light-responsive smart foam formed by a dehydroabietic acid-based surfactant containing an azophenyl group, belonging to Synthesis and application of natural product surfactants. Background technique [0002] In recent years, a class of surfactants that contain specific functional groups in their molecules and can respond to external stimuli has become a hot spot of attention. This type of molecule is called smart surfactants, which can be divided into light response, electrical response, ultrasonic response and pH response and many other types. Among them, the photoresponse method has the characteristics of cleanness and precise control of the local reaction of the system, so it has attracted people's attention. At present, the hydrophobic chains of most light-responsive smart surfactant molecules are mainly flexible al...

Claims

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Application Information

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IPC IPC(8): B01F17/44C07C245/10C09K23/44
CPCC07C67/08C07C67/307C07C201/10C07C227/04C07C245/10C09K23/00C07C69/753C07C205/55C07C229/50
Inventor 宋冰蕾雷岚冯林
Owner 上海雨木化工有限公司
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