Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink

A compound and selected technology, applied in the direction of zinc organic compounds, inks, applications, etc., can solve the problems of toxic fluorescent agents or binders, low fluorescent color purity, slow drying and other problems, and achieve good fluorescent effects.

Active Publication Date: 2013-03-27
中国印刷科学技术研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, for the currently used fluorescent inks, they also have their own defects, such as toxic fluoresce

Method used

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  • Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink
  • Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink
  • Zinc complex, preparation method thereof and application thereof in preparing anti-forgery ink

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0035] Example 1. Preparation of 2-benzimidazole quinoline ligand (L1) represented by formula II

[0036] Weigh 2-methylquinoline (1.43g, 10mmol), o-phenylenediamine (1.08, 10mmol) and precipitated sulfur (7.68g, 30mmol) and heat and melt the reaction at 170-190℃ for 12 hours, stop the reaction, while it is hot Add 30ml of methanol to terminate the reaction, cool to room temperature, collect the concentrated reaction solution, load on silica gel, distill under reduced pressure to remove the solvent, pass through a silica gel column, and rinse with eluent. The eluent is composed of petroleum ether and ethyl acetate. The volume of petroleum ether and ethyl acetate is 10:1, the third component is collected and concentrated to obtain a yellow solid powder L1 with a yield of 46%.δ H (400MHz; CDCl 3 ;Me 4 Si) 10.96 (1H, s), 8.56 (1H, d, J = 8.1 Hz), 8.32 (1H, d, J = 8.6 Hz), 8.11 (1H, d, J = 8.5 Hz), 7.89 (2H, t ,J=11.3Hz),7.75(1H,t,J=10.2Hz),7.58(1H,t,J=10.0Hz),7.49(1H,d,J=7.8Hz),7.29...

Example Embodiment

[0037] Example 2. Preparation of 2-benzimidazole-8-methylquinoline ligand (L2) represented by formula II

[0038] Weigh 2,8-dimethylquinoline (1.57g, 10mmol), o-phenylenediamine (1.08, 10mmol) and precipitated sulfur (7.68g, 30mmol), heat and melt the reaction at 170-190°C for 12 hours, stop For the reaction, add 30ml of methanol while it is hot to terminate the reaction, cool to room temperature, collect the concentrated reaction solution, load on silica gel, distill under reduced pressure to remove the solvent, pass the silica gel column, rinse with eluent, the eluent is composed of petroleum ether and ethyl acetate Ester composition, the volume of the petroleum ether and ethyl acetate is 8:1, collect the third component, concentrate to obtain a yellow solid powder L2, the yield is 48%.δ H (400MHz; CDCl 3 ;Me 4 Si) 10.65 (1H, s), 8.52 (1H, d, J = 8.6 Hz), 8.27 (1H, d, J = 8.6 Hz), 7.89 (1H, d, J = 8.4 Hz), 7.76 (1H, t ,J=9.9Hz),7.59(1H,t,J=10.0Hz),7.46(1H,t,J=9.8Hz),7.32(2H,m),...

Example Embodiment

[0039] Example 3. Preparation of 2-benzimidazole-8-ethylquinoline ligand (L3) represented by formula II

[0040] Weigh 2-methyl-8-ethylquinoline (1.71g, 10mmol), o-phenylenediamine (1.08, 10mmol) and precipitated sulfur (7.68g, 30mmol) and heat and melt at 170-190°C for 12 hours , Stop the reaction, add 30ml of methanol while it is hot to terminate the reaction, cool to room temperature, collect the concentrated reaction solution, load on silica gel, distill under reduced pressure to remove the solvent, pass the silica gel column, rinse with eluent, the eluent is made of petroleum ether and It is composed of ethyl acetate. The volume of the petroleum ether and ethyl acetate is 15:1. The third component is collected and concentrated to obtain a yellow solid powder L3 with a yield of 39%.δ H (400MHz; CDCl 3 ;Me 4 Si) 10.51(1H,s), 8.52(1H,d,J=8.5Hz), 8.29(1H,d,J=8.5Hz), 7.90(1H,d,J=7.4Hz), 7.71(1H,d ,J=8.0Hz), 7.61(2H,t,J=8.6Hz), 7.51(1H,t,J=10.1Hz), 7.34(2H,d,J=8.3Hz), 3.39-3.45(2H...

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PUM

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Abstract

The invention discloses a zinc complex, a preparation method thereof and an application thereof in preparing anti-forgery ink. The metal complex provided by the invention has an excellent fluorescent effect when being used for ultraviolet fluorescence anti-forgery ink, is colorless in the sun, and deep purple under the radiation of ultraviolet light. The complex almost satisfies the requirements for preparing ultraviolet fluorescence anti-forgery ink. Moreover, the fluorescent agent and the ink material are uniformly dispersed. Therefore, the complex has an extensive application prospect in the printing filed, and can be used for the anti-counterfeiting of high-end products such as bills, currencies, negotiable securities and the like.

Description

technical field [0001] The invention relates to a transition metal complex, in particular to a zinc complex containing 2-benzimidazole quinolines, a preparation method thereof and an application in the preparation of ultraviolet fluorescent anti-counterfeiting ink. Background technique [0002] With the development of the market economy, the types of goods we can come into contact with are becoming more and more abundant. At the same time, there are more counterfeit and shoddy products. In order to protect the goods and safeguard the rights and interests of consumers, businesses use various anti-counterfeiting technologies to combat counterfeiting and shoddy products. Currently used anti-counterfeiting technologies mainly include anti-counterfeiting paper technology, anti-counterfeiting ink technology, anti-counterfeiting printing technology and packaging technology, among which anti-counterfeiting ink technology is an extremely important anti-counterfeiting technical field w...

Claims

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Application Information

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IPC IPC(8): C07F3/06C07D401/04C09D11/10C09D11/50
Inventor 宋盛菊褚庭亮欧阳芸王晓芳李志杰李家祥
Owner 中国印刷科学技术研究所
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