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Photochromic coating based on organic-inorganic hybridization and preparation method of photochromic coating

A photochromic and hybrid technology, used in organic chemistry, multi-color effect coatings, polyurea/polyurethane coatings, etc., can solve the problems of low discoloration efficiency, loss of discoloration performance of coatings, unstable chemical properties of organic compounds, etc., to achieve excellent Fluorescence performance, enhanced stability and longevity, effect of improved chemical stability

Active Publication Date: 2019-12-20
ZHEJIANG YUTONG NEW MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the deficiencies of the prior art, the present invention provides a photochromic coating based on organic-inorganic hybridization and its preparation method, which solves the problem that the current inorganic photochromic coating has a low discoloration efficiency, the color change is not obvious, and the discoloration is reversible. At the same time, it solves the problem that the matrix organic matter of the organic system photochromic coating is unstable, and it is easily oxidized and decomposed when exposed to the air for a long time, resulting in the loss of the color-changing performance of the coating.

Method used

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preparation example Construction

[0032] Its preparation method comprises the following steps:

[0033] (1) Add 200-800mL of anhydrous N,N-dimethylformamide into the hydrothermal automatic reaction kettle, then weigh 1,4,5,8-naphthalene tetracarboxylic anhydride and azobenzene compounds in sequence Add glacial acetic acid slowly to the reaction kettle, the molar ratio of the three substances is 1:2.4-2.8:0.1-0.15, raise the temperature of the reaction kettle to 120-130°C, stir and react at a constant speed for 24-30h, and the reaction passes TLC Thin-layer chromatography was used to observe the reaction process. After the reaction of 1,4,5,8-naphthalene tetracarboxylic anhydride was complete, the solution was cooled to room temperature, and an appropriate amount of distilled water and ethyl acetate were added for extraction, and the organic phase of ethyl acetate was extracted. 3-5 times, the ethyl acetate organic phase was distilled off under reduced pressure by a rotary evaporator to remove ethyl acetate, an...

Embodiment 1

[0040] (1) Preparation of naphthalene tetracarbonyl diimide azobenzene derivatives: add 400mL of anhydrous N, N-dimethylformamide to the hydrothermal automatic reaction kettle, and then weigh 1, 4, 5, 8 - Add naphthalene tetracarboxylic anhydride and azobenzene into the reactor, and then slowly add it into glacial acetic acid, the molar ratio of the three substances is 1:2.4:0.1, raise the temperature of the reactor to 120°C, and stir at a constant speed for 30 hours, The reaction was observed by TLC thin-layer chromatography. After the reaction of 1,4,5,8-naphthalene tetracarboxylic anhydride was complete, the solution was cooled to room temperature, and an appropriate amount of distilled water and ethyl acetate were added for extraction. The organic phase was extracted 5 times, and the ethyl acetate organic phase was distilled off under reduced pressure by a rotary evaporator to remove ethyl acetate, and then the concentrated mixture was separated by thin-layer chromatography...

Embodiment 2

[0045](1) Preparation of naphthalene tetracarbonyl diimide azobenzene derivatives: add 800mL of anhydrous N,N-dimethylformamide to the hydrothermal automatic reaction kettle, and then weigh 1,4,5,8 - Naphthalene tetracarboxylic anhydride and azobenzene compounds are added to the reactor, and then slowly added into glacial acetic acid, the molar ratio of the three substances is 1:2.5:0.11, the temperature of the reactor is raised to 130°C, and the reaction is stirred at a constant speed 30h, the reaction was observed by TLC thin-layer chromatography. After the reaction of 1,4,5,8-naphthalene tetracarboxylic anhydride was complete, the solution was cooled to room temperature, and an appropriate amount of distilled water and ethyl acetate were added for extraction. The ethyl acetate organic phase was extracted 4 times, and the ethyl acetate organic phase was distilled off under reduced pressure by a rotary evaporator to remove ethyl acetate, and then the concentrated mixture was s...

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Abstract

The invention relates to the technical field of photochromic coatings, and discloses a photochromic coating based on organic-inorganic hybridization and a preparation method of the photochromic coating. The photochromic coating comprises the following formula raw materials: a naphthalene tetraformyl diimide azobenzene derivative, phosphotungstic acid hydrate, lanthanum nitrate hexahydrate, a polyurethane dispersion, a film-forming auxiliary agent, a dispersing agent and a defoaming agent. According to the photochromic coating based on organic-inorganic hybridization and the preparation methodof the photochromic coating, when the C38H20N6O4R2 receives illumination, a -N=N- group generates a reversible cis-trans isomerization reaction, so that the yellow trans-C38H20N6O4R2 is converted intored cis-C38H20N6O4R2, and La<3+> in La3-PW12O40-C38H20N6O4R2 is very easily reduced; the generated electrons form electron radiation transition between PW12O40 and the ligand C38H20N6O4R2, so that the ultraviolet-visible absorption spectrum of the C38H20N6O4R2 has red shift to produce a good fluorescence emission phenomenon; and a ligand free radical is formed through the excited state electron transfer and the C38H20N6O4R2 to oxidize W<5+> into W<6+> to further promote the reversible photochromic phenomenon of a complex.

Description

technical field [0001] The invention relates to the technical field of photochromic coatings, in particular to a photochromic coating based on organic-inorganic hybridization and a preparation method thereof. Background technique [0002] Photochromic materials refer to materials that can change color after being exposed to light. Some compounds change their molecular structure under the action of light of a certain wavelength and intensity, resulting in a corresponding change in the absorption peak of light and their own color. The photochromic effect of inorganic systems in photochromic materials is usually accompanied by reversible oxidation-reduction reactions, such as transition metal oxides WO 3 、MoO 3 Inorganic semiconductor materials, calcium iodide and mercury iodide mixed crystals, silver chloride and other photochromic metal halides, photochromic organic systems are usually accompanied by chemical reactions related to photochemistry, such as cis-trans isomerizati...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09D175/04C09D5/29C07D471/06
CPCC07D471/06C09D5/29C09D175/04C08K5/0091
Inventor 陈炜姬芳芳万惠林
Owner ZHEJIANG YUTONG NEW MATERIAL
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