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A kind of azo chiral metal complex, its synthesis method and application

A technology of metal complexes and synthesis methods, applied in chemical instruments and methods, preparation of imino compounds, color-changing fluorescent materials, etc., can solve the problem of not paying attention to the relationship between photo-induced cis-trans isomerism of azobenzene, etc., and achieve good application Potential, mild reaction conditions, and the effect of readily available starting materials

Inactive Publication Date: 2016-08-17
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

It is a pity that the researchers did not pay attention to the photoinduced cis-trans isomerization of azobenzene in the complex and its relationship with the structure and metal center ion

Method used

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  • A kind of azo chiral metal complex, its synthesis method and application
  • A kind of azo chiral metal complex, its synthesis method and application
  • A kind of azo chiral metal complex, its synthesis method and application

Examples

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Embodiment 1

[0047] (1) Aniline (5.0mmol, 0.46g) was dissolved in 3.5mL of 5mol / L dilute hydrochloric acid solution (1.5ml of 12mol / L concentrated hydrochloric acid dissolved in 2ml of distilled water), placed in an ice bath and stirred; dropwise added 5 % sodium nitrite solution (5.5mmol, 0.38g was dissolved in 7.2ml water) until the starch potassium iodide test paper just turned blue, and continued to stir in an ice bath for half an hour to complete the diazotization reaction to obtain a diazonium salt solution; The diazonium salt solution was added dropwise to ethanol or acetonitrile solution containing 10ml salicylaldehyde (5mmol, 0.61g), and the pH was adjusted to 7-8 with an aqueous solution of sodium carbonate or sodium hydroxide. Among the present examples, hydrogen Aqueous solution of sodium oxide (5mmol, 0.02g dissolved in 2ml of water) adjust pH to 7~8, continue to react in ice bath for 2h, filter to obtain precipitate, and wash the precipitate with a mixed solvent of ethanol and...

Embodiment 2

[0062] (1) Dissolve p-methoxyaniline (5.0mmol, 0.47g) in 3.5mL of 5mol / L dilute hydrochloric acid solution (1.5ml of 12mol / L concentrated hydrochloric acid dissolved in 2ml of distilled water), place in an ice bath and stir Add dropwise 5% sodium nitrite solution (5.5mmol, 0.38g dissolved in 7.2ml water) until the starch potassium iodide test paper just turns blue, continue to stir in the ice bath for half an hour to complete the diazotization reaction, and obtain the diazonium salt solution The diazonium salt solution that will make is added dropwise in the ethanol or the acetonitrile solution that contains 10ml salicylaldehyde (5mmol, 0.61g), adjusts pH to with the aqueous solution of sodium hydroxide (5mmol, 0.02g is dissolved in the water of 2ml) 7-8, continue to react in an ice bath for 5 hours, filter to obtain a brownish-yellow precipitate, wash the precipitate with a mixed solvent of ethanol and water with a volume ratio of 1:1, and dry it in vacuum. The obtained precip...

Embodiment 3

[0077] (1) Dissolve p-nitroaniline (5.0mmol, 0.46g) in 3.5mL of 5mol / L dilute hydrochloric acid solution (1.5ml of 12mol / L concentrated hydrochloric acid dissolved in 2ml of distilled water), and stir in an ice bath; Add dropwise 5% sodium nitrite solution (5.5mmol, 0.38g dissolved in 7.2ml water) until the starch potassium iodide test paper just turns blue, and continue to stir in an ice bath for half an hour to complete the diazotization reaction to obtain a diazonium salt solution; The prepared diazonium salt solution was added dropwise to ethanol or acetonitrile solution containing 10ml of salicylaldehyde (5mmol, 0.61g), and the pH was adjusted to 7 with an aqueous solution of sodium hydroxide (5mmol, 0.02g dissolved in 2ml of water) ~8, continue to react in an ice bath for 2 hours, filter to obtain a brownish-yellow precipitate, wash the precipitate with a mixed solvent of ethanol and water with a volume ratio of 1:1, and dry it in vacuum. The obtained precipitate is the i...

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Abstract

The present invention discloses azo chiral metal coordination compounds, a synthesis method and applications thereof, and relates to a variety of azobenzene group-containing chiral Schiff base metal coordination compounds substituted with different substituents. According to the present invention, the obtained metal coordination compounds have characteristics of reversible photochromism property of the azobenzene function group, light-emitting property of the Schiff base metal coordination compound, and the chiral characteristic of the molecule, and have good application potential in the photochromism field, and the preparation method has characteristics of simple preparation conditions, easy operation, mild reaction conditions and easily available raw materials, and is suitable for popularization and application.

Description

technical field [0001] The invention relates to an azo chiral metal complex, its synthesis method and application. Background technique [0002] Aromatic azo compounds containing azo units have good optical activity, and can undergo reversible trans-cis and cis-trans isomerization transformations under light or heat conditions. The reversible photocis-trans isomerization of azo groups in azobenzene compounds is accompanied by changes in molecular refractive index, molecular conformation, geometric size, and dipole moment, which lead to changes in the optical, electrical, and even magnetic properties of molecules. reversible change. Based on these characteristics of azobenzene compounds, azobenzene compounds have great application potential in the fields of optoelectronic information storage materials, molecular switches, nonlinear optical materials, and biological research. [0003] The research on azobenzene compounds as functional materials mainly focuses on small organi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/24C07C249/02C09K9/02
Inventor 林丽榕汤慧慧魏高宁张静丽
Owner XIAMEN UNIV
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