Spiropyrane coordination compound photochromic material and preparation method thereof

A technology of photochromic materials and complexes, applied in the direction of color-changing fluorescent materials, organic compounds/hydrides/coordination complex catalysts, organic chemical methods, etc., can solve the problem of small changes in absorption spectrum and thermal stability of cis-azobenzene Poor performance, poor thermal stability, etc.

Pending Publication Date: 2021-06-29
JIAXING UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the thermal stability of cis-azobenzene is poor, and under the action of visible light or heat, a reversible reaction occurs to return to the trans structure. Because this type of photochromic compound not only has poor thermal stability, but also the absorption spectrum changes before and after photochromic Small, so to some extent, the practical application of azobenzene compounds is limited

Method used

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  • Spiropyrane coordination compound photochromic material and preparation method thereof
  • Spiropyrane coordination compound photochromic material and preparation method thereof
  • Spiropyrane coordination compound photochromic material and preparation method thereof

Examples

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Embodiment 1

[0039] Spiropyran complex photochromic material, including the following raw materials: nickel nitrate, N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and ethylenediamine, the molar volume ratio is 0.3mmol: 0.1mmol: 0.1mL;

[0040] The preparation method of the above-mentioned spiropyran complex photochromic material specifically comprises the following steps:

[0041] (1) take each raw material by above-mentioned molar volume ratio;

[0042] (2) Add 0.3mmol nickel nitrate, 0.1mmol N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and 0.1mL aliphatic diamine to 1mL N,N`-dimethyl In formamide and 3mL of n-propanol, place it at a constant temperature at 80°C for 72h to obtain the photochromic material of the spiropyran complex (brown yellow crystal, the structural formula is as follows: figure 1 shown).

Embodiment 2

[0044] A spiropyran complex photochromic material, comprising the following raw materials: copper nitrate, N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and propylenediamine, with a molar volume ratio of 0.2mmol: 0.2mmol: 0.2mL;

[0045] The preparation method of the above-mentioned spiropyran complex photochromic material, specifically comprises the following steps:

[0046] (1) each raw material is weighed by above-mentioned molar volume ratio;

[0047] (2) Add 0.3 mmol copper nitrate, 0.1 mmol N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and 0.1 mL aliphatic diamine to 2 mL N,N`-dimethylmethane amide and 3 mL of n-propanol, and placed at a constant temperature of 75 ° C for 70 h, to obtain the spiropyran complex photochromic material (brown yellow crystal, the structural formula is as follows: figure 2 shown).

Embodiment 3

[0049] A spiropyran complex photochromic material, comprising the following raw materials: nickel nitrate, N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and ethylenediamine, with a molar volume ratio of 0.4mmol: 0.1mmol: 0.1mL;

[0050] The preparation method of the above-mentioned spiropyran complex photochromic material, specifically comprises the following steps:

[0051] (1) each raw material is weighed by above-mentioned molar volume ratio;

[0052] (2) Add 0.3 mmol of nickel nitrate, 0.1 mmol of N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran and 0.1 mL of aliphatic diamine to 1 mL of N,N'-dimethyl The spiropyran complex photochromic material (brown-yellow crystal) was obtained by placing it in formamide and 4 mL of n-propanol at a constant temperature of 80 °C for 75 h.

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Abstract

The invention discloses a spiropyran coordination compound photochromic material, which is prepared from the following raw materials: nitrate, N-hydroxyethyl-3,3-dimethyl-6-nitro indoline spiropyran and aliphatic diamine. The preparation method comprises the following steps: (1) weighing raw materials; and (2) adding nitrate, N-hydroxyethyl-3,3-dimethyl-6-nitro indoline spiropyran and aliphatic diamine into N,N'-dimethylformamide and n-propyl alcohol, and standing at a constant temperature of 75-85 DEG C for 70-75 hours to obtain the product. According to the invention, a metal organic framework coordination compound is synthesized by using N-hydroxyethyl-3,3-dimethyl-6-nitroindoline spiropyran as a ligand through a hydrothermal synthesis method, characterization results find that the spiropyran ligand is subjected to an in-situ reaction with ethanediamine and propane diamine to form a Schiff base ligand, the metals Ni and Cu are coordinated with the Schiff base ligand to form a tetra-coordinated coordination compound, and the photocatalytic degradation of dyes can be realized under the irradiation of ultraviolet light.

Description

technical field [0001] The invention relates to the technical field of photochromic materials, in particular to a spiropyran complex photochromic material and a preparation method thereof. Background technique [0002] Photochromism is a chemical and physical phenomenon, including inorganic, organic, biological and polymer light-induced chemical and physical reactions. For photochromic materials, the photochromic process is realized through electronic transition after molecules absorb photons of different wavelengths, and directly realizes information storage without the conversion of light and heat, so it is called photon-type storage. Under the irradiation of light of a certain intensity and wavelength, a compound A can be converted into a product B through a specific photochemical reaction. Due to the change of the structure and electronic configuration of the compound, the absorption spectrum of the compound also changes significantly, that is, the color changes. ; Conv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/04C07F1/08C09K9/02B01J31/22C02F1/30
CPCC07F15/045C07F1/005C09K9/02B01J31/2217B01J35/004C02F1/30C09K2211/187C09K2211/188C07B2200/13B01J2531/847B01J2531/16B01J2531/0252B01J2531/0238C02F2305/10C02F2101/308
Inventor 谢景力马驰枭唐鹏飞徐昊
Owner JIAXING UNIV
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