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A kind of 2,5-dihydroxyterephthaloyl chloride and preparation method thereof

A technology of hydroxyterephthaloyl chloride and hydroxyterephthalic acid, which is applied in the field of 2,5-dihydroxyterephthaloyl chloride and its preparation, and can solve the problems of product mechanical performance degradation, embrittlement, cracking, etc.

Active Publication Date: 2021-04-23
ZHUZHOU TIMES NEW MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the lack of active groups on the surface of aramid 1414 fiber and its strong inertness, it causes defects such as low compressive strength and weak bonding force between the surface and resin, which restricts the popularization and application of aramid 1414 fiber; in addition, aramid 1414 fiber is in the Under UV radiation, the ends of the polymer chains on the fiber surface will be oxidized in the air, and the crystal structure on the fiber surface will be rearranged, resulting in erosion of the fiber surface, resulting in degradation, aging and deterioration of the material, which will lead to a gradual decline in the mechanical properties of the product, resulting in become brittle, cracked and yellowed or completely destroyed and unusable

Method used

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  • A kind of 2,5-dihydroxyterephthaloyl chloride and preparation method thereof
  • A kind of 2,5-dihydroxyterephthaloyl chloride and preparation method thereof
  • A kind of 2,5-dihydroxyterephthaloyl chloride and preparation method thereof

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Embodiment 1

[0035] A kind of preparation method of high-purity 2,5-dihydroxy terephthaloyl chloride of the present invention, comprises the steps:

[0036](1) Add 50g of 2,5-dihydroxyterephthalic acid, 61.1g of thionyl chloride and 0.4g of 2,2'-bipyridine into a round-bottomed flask with a reflux condenser, and put it into an ultrasonic instrument, Ultrasonic power 250W, ultrasonic reflux reaction at 80°C for 2h, the hydrogen chloride and sulfur dioxide generated by the reaction were passed into the potassium hydroxide solution with a mass concentration of 20% in time, and then the reaction was ended after no tail gas appeared, and the thionyl chloride and sulfur dioxide were distilled out under reduced pressure. Catalyst 2,2'-bipyridine to obtain 60.6 g of crude 2,5-dihydroxyterephthaloyl chloride, with an isolated yield of 90%;

[0037] (2) Add 0.31g FeCl to the crude 2,5-dihydroxyterephthaloyl chloride obtained after step (1) 3 Heated to 120°C, kept at constant temperature for 1 hour,...

Embodiment 2

[0042] A kind of preparation method of high-purity 2,5-dihydroxy terephthaloyl chloride of the present invention, comprises the steps:

[0043] (1) Add 50g of 2,5-dihydroxyterephthalic acid, 61.1g of thionyl chloride and 0.4g of 2,2'-bipyridine into a round-bottomed flask with a reflux condenser, and put it into an ultrasonic instrument, Ultrasonic power 250W, ultrasonic reflux reaction at 70°C for 2.5h, the hydrogen chloride and sulfur dioxide generated by the reaction were passed into the potassium hydroxide solution with a mass concentration of 20% in time, and then the reaction was ended after no tail gas appeared, and the thionyl chloride was distilled out under reduced pressure and catalyst 2,2'-bipyridine to obtain 58 g of crude 2,5-dihydroxyterephthaloyl chloride, with an isolation yield of 86%;

[0044] (2) Add 0.3g FeCl to the crude 2,5-dihydroxyterephthaloyl chloride obtained after step (1) 3 Heated to 120°C, kept at constant temperature for 1 hour, and vacuum dist...

Embodiment 3

[0048] A kind of preparation method of high-purity 2,5-dihydroxy terephthaloyl chloride of the present invention, comprises the steps:

[0049] (1) Add 50g of 2,5-dihydroxyterephthalic acid, 61.1g of thionyl chloride and 0.4g of 2,2'-bipyridine into a round-bottomed flask with a reflux condenser, and put it into an ultrasonic instrument, Ultrasonic power 250W, ultrasonic reflux reaction at 75°C for 3h, the hydrogen chloride and sulfur dioxide generated by the reaction were passed into the potassium hydroxide solution with a mass concentration of 20% in time, and then the reaction was ended after no tail gas was observed, and the thionyl chloride and sulfur dioxide were distilled out under reduced pressure. Catalyst 2,2'-bipyridine to obtain 60 g of crude 2,5-dihydroxyterephthaloyl chloride with an isolated yield of 89%;

[0050] (2) Add 0.3g FeCl to the crude 2,5-dihydroxyterephthaloyl chloride obtained after step (1) 3 Heated to 120°C, kept at constant temperature for 1 hour...

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Abstract

The invention discloses 2,5-dihydroxyterephthaloyl chloride, which can be used as an intermediate in organic synthesis and has very good application prospects in the fields of pharmaceutical synthesis, aromatic polyamides and functional polymer materials. Also discloses a preparation method of 2,5-dihydroxyterephthaloyl chloride, comprising the steps of: mixing 2,5-dihydroxyterephthalic acid with thionyl chloride, adding a catalyst under ultrasonic conditions and ultrasonically Reflux reaction, after reaction finishes, distill out sulfur oxychloride and catalyzer under reduced pressure, add ferric salt in the obtained crude 2,5-dihydroxy terephthaloyl chloride and carry out co-heating, then vacuum distillation obtains described high Purity 2,5‑Dihydroxyterephthaloyl chloride. The method can quickly and easily produce the target product with high efficiency and high purity, the reaction temperature is low, the time is shortened, the reaction condition is mild, the reaction equipment is simple, the yield is greatly improved, and the purity of the prepared product can be increased to more than 97%.

Description

technical field [0001] The invention belongs to the field of material preparation, and in particular relates to 2,5-dihydroxyterephthaloyl chloride and a preparation method thereof. Background technique [0002] Aramid 1414, chemically known as poly-p-phenylene terephthalamide, was the first high-performance fiber of value and is still produced and used in large quantities. Aramid 1414 has the advantages of high strength (6 times the strength of steel), high temperature resistance, solvent corrosion resistance, and excellent dielectric properties. It is usually used as short fibers, soft wires, nets, fabrics, etc. Reinforcement materials exert their high performance and can be used as reinforcement materials such as glass fibers, steel fibers, and steel bars. However, due to the lack of active groups on the surface of aramid 1414 fiber and strong inertness, it causes defects such as low compressive strength and weak bonding force between the surface and resin, which restric...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/60C07C65/03C07C51/64
CPCC07C51/60C07C51/64C07C65/03
Inventor 曹凯凯李忠良杨军高敬民伍威宋志成杨佑甘顺昌曹卓刘玉峰
Owner ZHUZHOU TIMES NEW MATERIALS TECH
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