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A method of black phosphorus nanosheets promoting cis-trans isomerization of azobenzene derivatives

A technology of azobenzene derivatives and cis-trans isomerization, applied in organic chemistry methods, chemical instruments and methods, physical/chemical process catalysts, etc., can solve problems such as long operation period and complicated methods, and achieve simple and easy operation , accelerated rate, accelerated cis-trans isomerization effect

Active Publication Date: 2020-05-19
NANJING UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the existing synthetic methods have a certain regulating effect, the operation cycle is long and the method is complicated. Therefore, it is necessary to find a new and convenient operation method for regulating the Z-to-E of azobenzene derivatives.

Method used

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  • A method of black phosphorus nanosheets promoting cis-trans isomerization of azobenzene derivatives
  • A method of black phosphorus nanosheets promoting cis-trans isomerization of azobenzene derivatives
  • A method of black phosphorus nanosheets promoting cis-trans isomerization of azobenzene derivatives

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preparation example Construction

[0026] The preparation steps of the present invention are as follows.

[0027] (1) Grind black phosphorus crystals into powder and mix uniformly in DMSO solvent. Argon was passed through the solution for 5 minutes, and then sealed with parafilm. Ultrasonic dispersion is carried out under water bath conditions, and the ultrasonic dispersion time is 4 to 8 hours. Finally, after centrifugation at 10,000 rpm, the supernatant was taken out for use.

[0028] (2) Mix the prepared above-mentioned black phosphorus supernatant with solutions of different azobenzene derivatives with a concentration of 0.0001~0.01mmol / L according to different volume ratios of 1~10, stir the mixed solution for 2 hours, and place under dark conditions Keep for 48 hours.

[0029] (3) The azobenzene mixed solution is irradiated with ultraviolet light with a wavelength of 365nm for 5 to 10 minutes to transform it into the Z configuration, and use the ultraviolet-visible spectrometer (Shimadzu UV-2600) and i...

Embodiment 1

[0033] Put the black phosphorus powder into dimethyl sulfoxide (DMSO) solvent, put the DMSO solution of black phosphorus in the water bath under the condition of ultrasonic, ultrasonic for 8h, the temperature is controlled at 10-30°Centrifuge at the speed of 10000rpm after the ultrasonic , the centrifuged supernatant and the concentration of 0.0001mmol / L azobenzene derivative AB-OC 4 h 8 -NMe 3 + I - The DMSO solution was uniformly mixed with a volume ratio of 1:10, the mixed solution was stirred at room temperature for 2 hours, sealed and stored in dark conditions for 24 hours, and then irradiated with ultraviolet light with a wavelength of 365nm for 5 to 20 minutes to make the even The composite of azobenzene derivatives and black phosphorus nanosheets changed from E configuration to Z configuration, and the isomerization rate constant of Z-to-E of azobenzene derivatives was measured by UV-visible spectroscopy.

Embodiment 2

[0037] The basic steps are roughly the same as in Example 1. The difference is that the azobenzene derivative AB-OC with an amino terminal group is used 4 h 8 -NH 2 .

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Abstract

The invention discloses a method for promoting cis-trans isomerization of an azobenzene derivative by utilizing black phosphorus nano-sheets. The method comprises the following steps: putting ground black phosphorus powder into an organic solvent; carrying out ultrasonic dispersion in a water bath, wherein the ultrasonic time is 6 to 8h; carrying out centrifugal separation on dispersed black phosphorus and taking supernatant; after mixing the supernatant and a solution of the azobenzene derivative, stirring for 1 to 2h to obtain a mixture solution; placing the mixture solution under a light-shielding environment. The method is more convenient and feasible to operate, the cis-trans isomerization speed of the azobenzene derivative can be effectively increased, and the highest speed can reachabout 20 times. An obtained black phosphorus and azobenzene derivative has excellent photoelectric properties of the black phosphorus and photo-isomerization properties of the azobenzene derivative,and has a certain application in the aspects of molecular switches, photoelectric materials and energy storage.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis. The invention relates to a method for accelerating the cis-trans isomerization process of azobenzene derivatives by black phosphorus nanosheets. Background technique [0002] Azobenzene is a common photoisomerization molecule. Under different light conditions, a series of physical and chemical changes can occur, for example, the maximum absorption peak wavelength of the ultraviolet-visible absorption spectrum, geometric structure, isomerization Changes in relative energy between bodies, etc. Azobenzene can reversibly transform between two states E(trans)trans and Z(cis)cis. The transformation of E-to-Z (trans→cis) needs to be driven by ultraviolet light. Since the energy of the Z isomer is higher than that of the E isomer, the Z-to-E (cis→trans) isomerization can be performed at a specific Spontaneously under certain conditions, but at a rather slow rate. [0003] The application of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C245/08C07C319/22C07C323/12B01J27/14B01J37/34
CPCB01J27/14B01J37/0036B01J37/343C07B2200/09C07C245/08C07C319/22C07C323/12
Inventor 马晶郑东丁梦宁
Owner NANJING UNIV
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