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Three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, preparation method and application

A technology of excitation wavelength and fluorescence, applied in the field of chemistry, can solve the problem that three-color anti-counterfeiting materials have not yet appeared, and achieve the effect of irreplaceability and convenient inspection.

Active Publication Date: 2021-06-04
HUZHOU TEACHERS COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of pure organic small molecules to achieve excitation-dependent three-color anti-counterfeiting materials has not yet appeared.

Method used

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  • Three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, preparation method and application
  • Three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, preparation method and application
  • Three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, preparation method and application

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preparation example Construction

[0020] The invention discloses a preparation method of a three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, comprising the following steps:

[0021] Its synthetic route is as follows:

[0022]

[0023] Weigh 4-o-carborane bromobenzene (I), triphenylene boronic acid (II), tetrakistriphenylphosphine palladium and sodium carbonate and dissolve them in tetrahydrofuran; wherein, 4-carborane bromobenzene (I): triphenylene Boric acid (II): tetrakistriphenylphosphine palladium: sodium carbonate: tetrahydrofuran 1mmol: 1-1.2mmol: 0.05-0.1mmol: 0.5-1mmol: 30-40ml; under the protection of nitrogen atmosphere, heat and stir the reaction at 80-100°C , reacted for 10-15h; Thin layer chromatography (TLC) determined the reaction process, after the termination of the reaction, the reaction system was extracted three times with water and dichloromethane system, the extraction phase was collected, spin-dried, and then used petroleum ether and dichl...

Embodiment 1

[0025] A method for preparing a three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, comprising the following steps:

[0026] Weigh 0.299g (1mmol) of 4-carborane bromobenzene (I), 0.272g (1mmol) of triphenylene boronic acid (II), 0.057g (0.05mmol) of tetrakistriphenylphosphine palladium and 0.0525g (0.5mmol) of sodium carbonate ) was dissolved in 30ml of tetrahydrofuran; under the protection of nitrogen atmosphere, heated and stirred at 80°C for 10h; at the same time, combined with thin layer chromatography (TLC) to determine the reaction process, after the reaction was terminated, the reaction system was extracted three times with water and dichloromethane, and then Purify by column chromatography with petroleum ether and dichloromethane eluent at a volume ratio of 10:1 to obtain 0.134 g of white powder with a yield of 30%, which is the target product carborane derivative (III), and the characterization data are as follows: 1 HNMR (4...

Embodiment 2

[0029] A method for preparing a three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, comprising the following steps:

[0030] Weigh 0.299g (1mmol) of 4-carborane bromobenzene (I), 0.326g (1.2mmol) of triphenylene boronic acid (II), 0.057g (0.05mmol) of tetrakistriphenylphosphine palladium and 0.0525g (0.5mmol) of sodium carbonate mmol) was dissolved in 30ml tetrahydrofuran; under the protection of nitrogen atmosphere, heated and stirred at 80°C for 12h; at the same time, combined with thin layer chromatography (TLC) to determine the reaction process, after the reaction was terminated, the reaction system was extracted three times with water and methylene chloride, Purify by column chromatography with petroleum ether and dichloromethane 10:1 eluent to obtain 0.147 g of white powder with a yield of 33%, which is the target product carborane derivative (III);

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Abstract

A preparation method based on excitation wavelength-dependent three-color fluorescent anti-counterfeiting materials, comprising the following steps: utilizing Suzuki coupling reaction to couple triphenylene boronic acid and 4-o-carborane bromobenzene to form carborane derivatives, and the obtained Carborane derivatives are melted, ground into powder, and mixed into colorless aloe vera paste to make patterns. The pattern made of the carborane derivative of the present invention has the characteristics of multi-color fluorescence, and the material exhibits three fluorescent colors under three excitation wavelengths, and can be used as an anti-counterfeiting material.

Description

technical field [0001] The invention belongs to the technical field of chemistry, and in particular relates to a three-color fluorescent anti-counterfeiting material based on excitation wavelength dependence, a preparation method and an application. Background technique [0002] At present, counterfeiting has become an increasingly serious worldwide problem. Therefore, the society needs more advanced anti-counterfeiting technology to protect important information and things, such as luxury goods, banknotes and certificates. Over the past few decades, various anti-counterfeiting technologies have been developed, including more recently magnetic response technology, plasma security labels and luminescent printing, etc. Among them, because luminescent printing is easy to design, easy to operate, and easy to industrialize, it is most widely used in daily anti-counterfeiting. Traditional luminescent materials used for anti-counterfeiting usually exhibit single-color, two-color, a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06B41M3/14
CPCB41M3/14C07F5/025C09K11/06C09K2211/1007C09K2211/1096
Inventor 张玉建吕春燕杨合一唐培松臧启光杨圣晨
Owner HUZHOU TEACHERS COLLEGE
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