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Reversibly light-control fluorine-containing azo surfactant and preparation method thereof

A surfactant, fluorine-containing azo technology, applied in the preparation of organic compounds, chemical instruments and methods, preparation of aminohydroxy compounds, etc., can solve problems such as limiting the development and application of azo surfactants, and achieve improved performance, The effect of broadening the field of study

Active Publication Date: 2018-10-09
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation method of the present invention is simple, and solves the problem that the hydrophobic end of the azo surfactant in the prior art is mainly an ordinary alkyl chain, and the hydrophobicity is poor compared with the fluorine-containing segment, which greatly limits the azo surfactant. development and application issues

Method used

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  • Reversibly light-control fluorine-containing azo surfactant and preparation method thereof
  • Reversibly light-control fluorine-containing azo surfactant and preparation method thereof
  • Reversibly light-control fluorine-containing azo surfactant and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0054] A preparation method of a reversible photocontrollable fluorine-containing azo surfactant, comprising the steps of:

[0055] (1) Preparation of 4-tetrafluoropropoxynitrobenzene

[0056] (11) Add 0.1mol tetrafluoropropanol, 0.12mol potassium hydroxide, 150ml N,N-dimethylformamide to the three-necked flask, reflux the spherical condenser, fill the flask with nitrogen for 30min to remove excess oxygen in the flask, and Heat to 60°C with stirring until potassium hydroxide is completely dissolved;

[0057] (12) Add 0.1mol p-chloronitrobenzene dropwise to the system, control the temperature at 60°C and stir and reflux for 12h;

[0058] (13) After the reaction is over, filter the yellow liquid, drop it dropwise into ice water to precipitate, filter it with suction to get a yellow crystalline solid, and then recrystallize it with a mixed solution of absolute ethanol ethanol and water with a volume ratio of 1:10 to obtain the purity higher yellow solid;

[0059](2) Preparatio...

Embodiment 2

[0089] Replace the solvent N,N-dimethylformamide in step (11) in Example 1 with N,N-dimethylacetamide, and the rest of the conditions are the same as in Example 1, and the reversible light-controlled fluorine-containing azo Surfactants are not described here one by one.

Embodiment 3

[0091] The solvent N,N-dimethylformamide in step (11) in Example 1 was replaced by tetrahydrofuran, and the rest of the conditions were the same as in Example 1, and a reversible light-controlled fluorine-containing azo surfactant was also obtained, which will not be repeated here. Let me repeat them one by one.

[0092] In summary, the present invention successfully prepares a reversible light-controllable fluorine-containing azo surfactant, realizes the conversion between ultraviolet light and visible light region, and expands the application field of the surfactant.

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Abstract

The invention discloses a reversibly light-control fluorine-containing azo surfactant and a preparation method thereof, and belongs to the technical field of organic synthesis. The above reversibly light-control fluorine-containing azo surfactant has the structural formula shown in the specification, wherein n is equal to 1, 2 or 3. Fluorine-containing alkyl is imported to serve as a dewatering side to give a priority to the improvement of the performance of the dewatering side of the azo surfactant, the improvement of the performance of the azo surfactant is taken as a basis to prepare the novel fluorine-containing azo surfactant with reversible photoresponse, and the research field of the azoic surfactant is widened.

Description

technical field [0001] The invention relates to the technical field of organic synthesis and its application, in particular to a reversible light-controllable fluorine-containing azo surfactant and a preparation method thereof. Background technique [0002] Azo organic compounds have the characteristic of reversible photoresponse, and produce cis-trans isomerism under the stimulation of ultraviolet and visible light, thus producing different properties. Fluorine-containing materials have good hydrophobic properties, thermal stability, chemical resistance, and weather resistance, and are widely used in petrochemical, coating and other industrial production, and have a wide range of uses. At present, the hydrophobic ends of azo surfactants are mainly ordinary alkyl chains, and their hydrophobicity is poorer than that of fluorine-containing chains. Therefore, adding fluorine-containing functional groups on the basis of azo surfactants will greatly improve the performance of th...

Claims

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Application Information

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IPC IPC(8): B01F17/18B01F17/42C07C245/08C09K23/18C09K23/42
CPCC07C201/12C07C213/02C07C245/08C09K23/00
Inventor 宗传永岳文策陈旭张炉青张亚彬窦英茜张书香
Owner UNIV OF JINAN
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