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Photocuring material containing fluorine and tertiary amine structure and preparing method of photocuring material

A light-curing material and tertiary amine technology, which is applied in the field of fluorine-containing ultraviolet light-curing materials and their preparation, can solve the problems of complex process, difficulty, and low surface energy, and achieve simple synthesis process, avoid serious yellowing, and reduce oxygen resistance. The effect of action

Inactive Publication Date: 2017-04-05
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such as the fluorine-containing polyurethane acrylate prepared by CN102351981B, the hyperbranched polyester acrylate prepared by CN101367992A, in these methods, select fluorine-containing acrylic acid monomer to copolymerize first and then graft acrylate group to participate in the photocuring process, or select fluorine-containing alcohol to prepare , the process is relatively complicated, and it is not easy to control industrially
Moreover, the mobility of the fluorine element in the macromolecular structure is reduced, and it is difficult to migrate to the surface of the coating to play a role, especially the oxygen inhibition effect during the photocuring process, which delays the surface gel time and makes it difficult to obtain a smooth, low surface energy coating.

Method used

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  • Photocuring material containing fluorine and tertiary amine structure and preparing method of photocuring material
  • Photocuring material containing fluorine and tertiary amine structure and preparing method of photocuring material
  • Photocuring material containing fluorine and tertiary amine structure and preparing method of photocuring material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 500 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser, add 211.0 g of dodecafluoroheptyl methacrylate, and drop 50.0 g of diethanolamine into the four-necked flask at 60°C, and react until the infrared The intermediate product A was obtained until the characteristic peak of acrylate was not detected.

[0024] In a 250 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser, add 88.8 g of isophorone diisocyanate, raise the temperature to 65°C, and drop 46.4 g of hydroxyethyl acrylate into the four-necked flask within 5 hours After the dropwise addition, keep the temperature at 70°C until the isocyanate value is around 12.4%, and the intermediate product B is obtained.

[0025] Raise the temperature of the above-mentioned intermediate product B to 80°C, take 101.0 g of the intermediate product A and add it dropwise to B, and react until the characteristic peak of isocyanate group is not detected ...

Embodiment 2

[0031]In a 500 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser, add 73.3 g of trifluoroethyl acrylate, and drop 50.0 g of diethanolamine into the four-necked flask at 60°C, and react until it cannot be detected by infrared The intermediate product A is obtained until the characteristic peak of acrylate.

[0032] In a 250 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser tube, add 69.6 g of toluene diisocyanate, raise the temperature to 65°C, and drop 46.4 g of hydroxyethyl acrylate into the four-necked flask within 5 hours. After the addition is complete, keep warm at 70°C until the isocyanate value is around 14.4%, and the intermediate product B is obtained.

[0033] Raise the temperature of the above-mentioned intermediate product B to 80°C, take 51.8 g of intermediate product A and add it dropwise to B, and react until the characteristic peak of isocyanate group is not detected by the infrared s...

Embodiment 3

[0035] In a 500 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser tube, add 83.8 g of trifluoroethyl methacrylate, and drop 50.0 g of diethanolamine into the four-necked flask at 60°C, and react until infrared detection The intermediate product A was obtained until the characteristic peak of acrylate was reached.

[0036] Add 105.0 g of dicyclohexylmethane diisocyanate to a 250 mL four-necked flask equipped with a stirring device, a nitrogen device, and a condenser tube, raise the temperature to 65°C, and add 54.8 g of hydroxyethyl methacrylate dropwise to the four-necked flask within 5 hours. In the mouth bottle, after the dropwise addition, keep it warm at 70°C until the isocyanic acid value is around 10.5%, and the intermediate product B is obtained.

[0037] Raise the temperature of the above-mentioned intermediate product B to 80°C, take 54.6 g of intermediate product A and add it dropwise to B, and react until the characteristic pea...

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Abstract

The invention relates to a preparing method of a photocuring material containing fluorine and a tertiary amine structure. An intermediate product A containing fluorine and the tertiary amine structure is obtained through a Michael addition reaction of diethanol amine and fluorinated acrylate; an intermediate product B with the isocyanate group seal end is obtained through a reaction of diisocyanate and crylic acid hydroxyl ester; hydroxyl of the intermediate product A and the isocyanate group of the intermediate product B react to obtain the photocuring material containing the fluorine and the tertiary amine structure. The preparing method is simple in synthetic process, free of by-products and easy to control, and the problems that micro-molecule fluorine-containing monomers are high in migration speed and it is too later to participate in curing in the photocuring process are solved; and meanwhile, the tertiary amine group and the polymerizable acrylic ester group are introduced, so that the oxygen blocking effect in the curing process is reduced, and the problem that yellowing is serious due to the fact that micro-molecule tertiary amine is directly added into a photocuring coating is solved.

Description

technical field [0001] The invention relates to a photocurable material, in particular to a fluorine-containing ultraviolet photocurable material and a preparation method thereof. Background technique [0002] UV curing materials are valued at home and abroad for their low VOC content, fast curing speed, energy saving and high efficiency, and are widely used in the surface coating of paper, wood, metal, and plastic stools. With the rapid development of functional materials, the introduction of fluorine-containing substances into UV-curable coatings can effectively reduce the surface energy of materials and improve the coating's waterproof, oil, and stain resistance, durability and chemical corrosion resistance. The most important thing to introduce fluorine-containing substances into photocurable coatings is to directly add the existing fluorine-containing acrylates as monomers. For example, in CN103224722A, directly adding fluorine-containing acrylate as a monomer to the p...

Claims

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Application Information

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IPC IPC(8): C07C271/20C07C269/02C07C269/06C09D4/02
CPCC07C227/08C07C269/02C07C269/06C09D4/00C07C271/20C07C229/16
Inventor 凌丽霞吴建兵
Owner TAIYUAN UNIV OF TECH
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