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A kind of perfluoropolyether imidazoline compound and its preparation method and application

A technology of perfluoropolyether imidazoline and perfluoropolyether carboxylic acid is applied in the field of perfluoropolyether imidazoline compounds and their preparation, which can solve the problems of refractory degradation, harmful bioaccumulation, biological and human harm, etc. Low environmental pollution, high yield and strong adsorption

Active Publication Date: 2021-10-01
RUYUAN DONGYANG LIGHT FLUORIDE CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The fluorine-containing groups introduced in the above patents are all perfluoroalkyl groups, which are difficult to degrade in nature and are potentially harmful to organisms and humans. In order to introduce perfluoroalkyl groups, the perfluorooctyl groups in the raw materials used Sulfonyl fluoride and perfluorooctanoic acid have been defined as substances that persist in the environment, bioaccumulate and are harmful to humans, and have been banned by many countries

Method used

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  • A kind of perfluoropolyether imidazoline compound and its preparation method and application
  • A kind of perfluoropolyether imidazoline compound and its preparation method and application
  • A kind of perfluoropolyether imidazoline compound and its preparation method and application

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preparation example Construction

[0030] The perfluoropolyether imidazoline compound is prepared from perfluoropolyether carboxylic acid, diethylenetriamine and perfluoropolyether acid halide. The specific preparation method may include: firstly mix perfluoropolyether carboxylic acid, diethylenetriamine and water-carrying agent, stir and raise the temperature to 140-160°C, and maintain the reaction temperature for 0.5-5h to obtain the first intermediate; then continue Stir and heat up to 180-210°C, and maintain the reaction temperature for 0.5-5 hours; then cool and purify to obtain the second intermediate; continue to mix the obtained second intermediate with the acid-binding agent, and add dropwise in a protective gas atmosphere After the perfluoropolyether acid halide is added dropwise, the temperature is raised to 40-80°C, and the reaction temperature is maintained for 20-30 hours to obtain the perfluoropolyether imidazoline compound.

[0031] The structure of the perfluoropolyether carboxylic acid used in...

Embodiment 1

[0051] Mix 50g of perfluoropolyether carboxylic acid (994g / mol, m=5), 6.23g of diethylenetriamine, and 11g of xylene, stir and raise the temperature to 160°C, and maintain this temperature for 2.5h to obtain the first intermediate; then The temperature of the reaction was further raised to 200° C., and the reaction temperature was maintained for 2.5 h. After cooling, 51.28 g of the second intermediate was obtained by distillation and purification under reduced pressure, with a yield of 96.08%.

[0052] Mix 50g of the second intermediate and 3ml of triethylamine, and add 50g of perfluoropolyetheryl fluoride (996g / mol, n=5) dropwise under anhydrous and oxygen-free nitrogen atmosphere. After the dropwise addition, the temperature is raised to 55°C, After reacting for 25 hours, 92.80 g of perfluoropolyether imidazoline compound was obtained, with a yield of 96.68%. The perfluoropolyether imidazoline compound obtained here is designated as corrosion inhibitor A.

Embodiment 2

[0054] Mix 100g of perfluoropolyether carboxylic acid (828g / mol, m=4), 13.71g of diethylenetriamine, and 40g of xylene, stir and raise the temperature to 155°C, and maintain this temperature for 2h to obtain the first intermediate; then The temperature of the reaction was continued to rise to 190° C., and the reaction temperature was maintained for 2 h. After cooling, 104.56 g of the second intermediate was obtained by distillation and purification under reduced pressure, with a yield of 96.73%.

[0055] Mix 100g of the second intermediate and 3ml of triethylamine, and add 125g of perfluoropolyetheryl fluoride (996g / mol, n=5) dropwise under an anhydrous and oxygen-free nitrogen atmosphere. After reacting for 24 hours, 195.45 g of perfluoropolyether imidazoline compound was obtained, with a yield of 93.49%. The perfluoropolyether imidazoline compound obtained here is designated as corrosion inhibitor B.

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Abstract

The invention relates to the technical field of metal corrosion inhibitors, and discloses a perfluoropolyether imidazoline compound, a preparation method and application thereof. The perfluoropolyether imidazoline compound is prepared from perfluoropolyether carboxylic acid, diethylenetriamine and perfluoropolyether halide as raw materials, and has a simple preparation method and high yield. When the prepared perfluoropolyether imidazoline compound is used as a metal corrosion inhibitor to treat metal substrates, it has the characteristics of strong adsorption, high temperature resistance, and high corrosion inhibition rate. Corrosion and other characteristics, and the compound has no bioaccumulative toxicity, has little environmental pollution, and meets the requirements of green environmental protection.

Description

technical field [0001] The invention relates to the technical field of metal corrosion inhibitors, and more specifically relates to a perfluoropolyether imidazoline compound and its preparation method and application. Background technique [0002] With the development of global industry, the problem of corrosion is becoming more and more serious. Although the anti-corrosion technical measures are constantly developing, the corrosion problem has been alleviated to some extent, but in general, the corrosion of metals is still very serious. In metal corrosion, steel corrosion is the main one, and in steel corrosion, marine conditions, humid atmosphere and atmospheric corrosion in industrial intensive areas play an important role. Compared with many strong medium corrosion, although the corrosion intensity of this kind of weak medium corrosion is relatively low, but because of its large amount and wide area, the loss and impact caused are more prominent. [0003] Imidazoline c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D233/22C23F11/04C23F11/14
CPCC07D233/22C23F11/04C23F11/149
Inventor 李义涛贾渊侯琴卿阳峰兰小斌程珍
Owner RUYUAN DONGYANG LIGHT FLUORIDE CO LTD
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