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2,5-dyhydroxyl paraphthaloyl chloride and preparation method thereof

A technology of hydroxyterephthaloyl dichloride and hydroxyterephthalic acid, which is applied in the field of 2,5-dihydroxyterephthaloyl dichloride and its preparation, can solve the problems such as the decline of mechanical properties of products, the erosion of fiber surface, and the degradation of materials. , to achieve the effect of improving the bulk density and crystallinity, resisting erosion damage, and simple reaction equipment

Active Publication Date: 2019-01-18
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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  • 2,5-dyhydroxyl paraphthaloyl chloride and preparation method thereof
  • 2,5-dyhydroxyl paraphthaloyl chloride and preparation method thereof
  • 2,5-dyhydroxyl paraphthaloyl chloride and preparation method thereof

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Effect test

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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PUM

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Abstract

The invention discloses a 2,5-dyhydroxyl paraphthaloyl chloride, which can be used as an intermediate of organic synthesis, and has a very good application prospect in the fields of pharmaceutical synthesis, aromatic polyamide and functional polymer materials. The invention also discloses a preparation method of the 2,5-dyhydroxyl paraphthaloyl chloride, comprising the following steps: mix the 2,5-dyhydroxyl terephthalic acid with thionyl chloride, and add a catalyst for ultrasound reflux reaction under ultrasonic conditions; after the reaction is completed, reduce pressure to distill off thethionyl chloride and the catalyst, add ferric iron salt into the obtained roughcast 2,5-dyhydroxyl paraphthaloyl chloride for co-heating, and then vacuum distill to obtain the high purity 2,5-dyhydroxyl paraphthaloyl chloride. The method can quickly, simplely and efficiently produce the target product with high purity, the reaction temperature is low, the time is shortened, the reaction conditionsare mild; the reaction equipment is simple, the yield is greatly improved, and the purity of the prepared product can be increased to 97% or more.

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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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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