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Imidazole triazine isocyanuric acid latent curing agent as well as synthesis method and application thereof

A technology of latent curing agent, imidazolium triazine isocyanate, which is applied in the field of new imidazolium triazine isocyanuric acid latent curing agent and its synthesis, can solve the problems of short pot life and achieve high safety in use, stable performance, Apply a wide range of effects

Pending Publication Date: 2022-04-29
NINGXIA JOIE MATERIAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The invention solves the technical problems of the existing imidazole latent curing agent in epoxy resin such as short application period, and provides a long-acting latent curing agent that is easy to store at room temperature, fast curing and excellent in various properties after curing

Method used

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  • Imidazole triazine isocyanuric acid latent curing agent as well as synthesis method and application thereof
  • Imidazole triazine isocyanuric acid latent curing agent as well as synthesis method and application thereof
  • Imidazole triazine isocyanuric acid latent curing agent as well as synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1: Synthesis of 2,4-diamino-6-[2-(2-methyl-1-imidazole) ethyl]-1,3,5-triazine isocyanuric acid

[0054] Add 2,4-diamino-6-[2-(2-methyl-1-imidazolium)ethyl]-1,3,5-triazine (1mol) into a 250mL circular cylinder with a stirring and condensing reflux device In a bottom flask, add isocyanuric acid (1mol), add ethanol (100mL), and stir the reaction at 80°C for 5 hours. When the residual amount of 2,4-diamino-6-[2-(2-methyl-1-imidazole)ethyl]-1,3,5-triazine detected by liquid chromatography is ≤0.05%, it is confirmed that after the reaction , centrifuged to remove the solvent, and dried to obtain the target product (white solid) - 2,4-diamino-6-[2-(2-methyl-1-imidazole) ethyl]-1,3,5 - Triazine isocyanuric acid, the yield of which is 92%. The synthetic reaction formula is as follows formula IV:

[0055]

[0056] Among them, R 1 is methyl, R 2 for hydrogen.

[0057] The IR data of the product 2,4-diamino-6-[2-(2-methyl-1-imidazole) ethyl]-1,3,5-triazine isocyanu...

Embodiment 2

[0064] Example 2: Synthesis of 2,4-diamino-6-[2-(2-phenyl-1-imidazole) ethyl]-1,3,5-triazine isocyanuric acid

[0065] Add 2,4-diamino-6-[2-(2-phenyl-1-imidazole)ethyl]-1,3,5-triazine (1mol) into a 250mL round bottom flask, and add iso Add methanol (100 mL) to cyanuric acid (1 mol), and stir the reaction at 80°C for 5 hours. When the residual amount of 2,4-diamino-6-[2-(2-phenyl-1-imidazole)ethyl]-1,3,5-triazine detected by liquid chromatography is ≤0.05%, it is confirmed that after the reaction , centrifuged to remove the solvent, and dried to obtain the target product (white solid) - 2,4-diamino-6-[2-(2-phenyl-1-imidazole) ethyl]-1,3,5 - Triazine isocyanuric acid, the yield of which is 98%.

Embodiment 3

[0066] Example 3: Synthesis of 2,4-diamino-6-[2-(2-isopropyl-1-imidazole) ethyl]-1,3,5-triazine isocyanuric acid

[0067] Add 2,4-diamino-6-[2-(2-isopropyl-1-imidazole)ethyl]-1,3,5-triazine (1mol) into a 250mL round bottom flask, and add Isocyanuric acid (1mol), deionized water (100mL) was added, and the reaction was stirred at 110°C for 4 hours. When the residual amount of 2,4-diamino-6-[2-(2-isopropyl-1-imidazole)ethyl]-1,3,5-triazine is detected by liquid chromatography ≤0.05%, it is confirmed that the reaction is complete Afterwards, centrifugal dehydration, drying to obtain the target product (white solid) - 2,4-diamino-6-[2-(2-isopropyl-1-imidazole) ethyl]-1,3,5 - Triazine isocyanuric acid, the yield of which is 99%.

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Abstract

The invention provides a novel imidazole triazine isocyanuric acid latent curing agent as well as a synthesis method and application thereof, and the imidazole triazine isocyanuric acid latent curing agent is prepared by taking 2, 4-diamino-6-[2-(2-phenyl-1-imidazole) ethyl]-1, 3, 5-triazine or other imidazole derivatives and cyanuric acid as raw materials, carrying out a reaction in a green protonic solvent at the temperature of 50-60 DEG C for 1-2 hours, and carrying out post-treatment to obtain the novel imidazole triazine isocyanuric acid latent curing agent. The imidazole triazine isocyanuric acid latent curing agent is simply and efficiently synthesized by a one-step method. The method is mild in reaction condition, simple to operate, high in atom economy, free of emission of three wastes and high in economic benefit, the process is subjected to trial production in a workshop, and industrialization is realized. Meanwhile, the product is good in stability and long in latency period at room temperature, compared with cyanamide and imidazole curing agents, the curing time is short, the product has good mechanical performance after being crosslinked and cured with epoxy resin, and then the product is high in water resistance and good in flame retardant effect.

Description

technical field [0001] The invention relates to a novel imidazolium triazine isocyanuric acid latent curing agent and its synthesis method and application, belonging to the technical field of green chemical industry. Background technique [0002] Imidazole and its derivatives are often used as epoxy resin curing agents. In recent years, more than 90% of the total production capacity of imidazole and its derivatives has been used in electronic packaging. Imidazole epoxy resin curing agents have many advantages: non-toxic, Less dosage, excellent water resistance, corrosion resistance, and electrical insulation performance, but the disadvantage is that it has high curing activity and short storage period after mixing with epoxy resin. Therefore, it has certain research significance to develop an imidazole latent curing agent . [0003] In the prior art, the function of imidazole latent curing agent is improved by modifying imidazole, but there are still defects such as high pr...

Claims

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Application Information

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IPC IPC(8): C07D403/06C07D251/32C08G59/40C08G59/50
CPCC07D403/06C07D251/32C08G59/4028C08G59/5086
Inventor 马成龙雍学锋李学强沈健
Owner NINGXIA JOIE MATERIAL CO LTD
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