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Method for purifying 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer

A technology of dihydroquinoline and trimethyl, applied in the direction of organic chemistry, etc., can solve the problems of high content of primary amine and no quantitative intermediate control method

Pending Publication Date: 2022-04-12
SINOPEC NANJING RES INST OF CHEM IND CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0013] At present, in the production method of anti-aging agent 2,2,4-trimethyl-1,2-dihydroquinoline polymer at home and abroad, the control of primary amine is mainly through the adjustment of process conditions and the detection of finished products. Quantitative intermediate control method, the content of primary amine in the finished product is too high (6-8%, weight percentage, the same below)

Method used

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  • Method for purifying 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer
  • Method for purifying 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer

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Embodiment 1

[0032] Add 100 grams of 2,2,4-trimethyl-1,2-dihydroquinoline polymer (containing 6% of primary amine) and 300 grams of toluene to the reactor, stir until a uniform solution is formed, then heat up, Add 3.5g (purity 90%) formic acid and 50g benzene mixed solution dropwise to the reactor under stirring at 80-90°C, the dropwise addition time is 30 minutes, after the addition is complete, raise the reaction temperature to 110-120°C and maintain The reaction was stirred for 120 minutes, and the water generated by the reaction was azeotropically removed by the solvent. After the reaction was completed, 50 grams of 0.1% sodium hydroxide solution was added to neutralize the unreacted formic acid, the water layer was separated, and the solvent was distilled off to obtain the finished product. Analysis and detection of primary amine content was 3ppm.

Embodiment 2

[0034] Other conditions are the same as in Example 1, except that the amount of formic acid added is 3.0 grams, and the primary amine content is 41 ppm after testing.

Embodiment 3

[0036] Other conditions were the same as in Example 1, except that 4.1 grams of 99.5% acetic acid was used instead of formic acid. After testing, the primary amine content was 10 ppm.

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Abstract

The invention belongs to the technical field of fine chemical engineering, aniline, a catalyst and acetone are subjected to condensation polymerization to generate a 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer crude product containing a large amount of primary amine, the 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer crude product reacts with carboxylic acid compounds, and a 2, 2, 4-trimethyl-1, 2-dihydroquinoline polymer finished product with low primary amine content is obtained through neutralization, water separation and distillation. Therefore, the generation of primary amine cancerogens is reduced.

Description

technical field [0001] The invention relates to a method for removing impurity primary amines in an antioxidant 2,2,4-trimethyl-1,2-dihydroquinoline polymer, and belongs to the technical field of fine chemicals. Background technique [0002] Antiaging agent 2,2,4-trimethyl-1,2-dihydroquinoline polymer, which is a two, three, four polymers of 2,2,4-trimethyl-1,2-dihydroquinoline , also known as anti-aging agent RD, TMQ, is mainly used as an antioxidant for rubber and rubber products, suitable for natural rubber, synthetic rubber and latex, and has a strong inhibitory effect on the catalytic oxidation of harmful metal ions such as copper and manganese. Good rubber compatibility, low volatility, low blooming, high extraction resistance. [0003] The anti-aging agent 2,2,4-trimethyl-1,2-dihydroquinoline polymer is widely used in the rubber processing industry at home and abroad, whether it is ordinary tires, radial tires or other rubber products, it needs to be added for achie...

Claims

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Application Information

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IPC IPC(8): C07D215/06
Inventor 付春韦志强高留冕吕明倩
Owner SINOPEC NANJING RES INST OF CHEM IND CO LTD
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