Method for preparing low-amine rubber anti-aging agent TMQ

A technology of rubber anti-aging agent and low amine, applied in the field of fine chemical industry, can solve the problems of low effective content, poor effect, and only 20-25% and achieve high effective content, low content of harmful substances, and simple operation Effect

Inactive Publication Date: 2014-01-29
KEMAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage is that the effective content of the product is not high, and the content of quinoline dimer in the product can only reach 20-25%; the content of primary amine compounds is relatively high, generally 8-10%, which is very important for the production of rubber products, especially high-end rubber products ( Such as the rubber used in the belt speed layer of racing tires) the effect is not good

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 100 g of aniline into a reactor equipped with a thermometer and a reflux condenser, turn on the stirring and add 10 g of hydrochloric acid, and slowly raise the temperature to 130°C. After stirring for 30 minutes, 70 g of monomers were added, and the temperature was raised to 120°C to start adding acetone dropwise for 5 hours. After the dropwise addition was completed, the temperature was raised to 140° C. and maintained for 4 hours. Add 20ml of 32% aqueous sodium hydroxide solution and stir for 30 minutes, neutralize to pH 11, and then let stand for 60 minutes. The aqueous phase was separated and removed to obtain an organic phase. Distill to 270°C under vacuum to remove the monomer, and obtain the anti-aging agent TMQ product. The dimer content of the tested product was 51.33%, isopropyl diphenylamine 0.28%, and primary amine compound content 1.16%.

Embodiment 2

[0018] Add 100 g of aniline into a reactor equipped with a thermometer and a reflux condenser, start stirring, add 8 g of hydrochloric acid, and slowly raise the temperature to 130°C. After stirring for 30 minutes, 75g of monomer was added, and the temperature was controlled at 122°C to start adding acetone dropwise for 7 hours. After the dropwise addition was completed, the temperature was raised to 140° C. and maintained for 4 hours. Add 16ml of 32% aqueous sodium hydroxide solution and stir for 30 minutes. After neutralization, the measured pH value is 11, and then stand for 60 minutes. The aqueous phase was separated and removed to obtain an organic phase. Distill to 270°C under vacuum to remove the monomer, and obtain the anti-aging agent TMQ product. The dimer content of the tested product was 53.85%, isopropyl diphenylamine 0.08%, and primary amine compound content 0.62%.

Embodiment 3

[0020] Add 100 g of aniline into a reactor equipped with a thermometer and a reflux condenser, turn on stirring, add 6 g of hydrochloric acid, and slowly raise the temperature to 130°C. After stirring for 30 minutes, 80 g of monomers were added, and the temperature was controlled at 125°C to start adding acetone dropwise for 9 hours. The total amount of dropwise addition was 400 g, and the addition temperature was controlled at 115-150°C. After the dropwise addition was completed, the temperature was raised to 140° C. and maintained for 4 hours. Add 13ml of 32% aqueous sodium hydroxide solution and stir for 30 minutes. After neutralization, the measured pH value is 11, and then stand for 60 minutes. The aqueous phase was separated and removed to obtain an organic phase. Distill to 270°C under vacuum to remove the monomer, and obtain the anti-aging agent TMQ product. The dimer content of the tested product was 52.57%, isopropyl diphenylamine 0.13%, and primary amine compound ...

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PUM

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Abstract

The invention provides a method for preparing a low-amine rubber anti-aging agent TMQ. The method comprises the following steps: adding aniline and hydrochloric acid into a reactor, stirring, heating to 130 DEG C and stirring for 30min, wherein the using amount of the hydrochloric acid is 6-10% of the weight of the aniline; putting 2, 2, 4-trimethyl-1, 2-dihydroquinoline monomers into the reactor, wherein the adding quantity is 70-80% of the mass of the aniline; controlling the temperature at 120-125 DEG C, continuously dropping acetone, keeping the mass ratio of the aniline to the acetone at 1:(1-4), controlling the adding time to be 5-9 hours, controlling the adding temperature at 115-150 DEG C, keeping the temperature at 140 DEG C after the end of dropping, and maintaining the temperature for 4 hours; stopping heating, adding a sodium hydroxide water solution, stirring for 30 minutes, neutralizing, then controlling the pH value at 11, and then standing for 60 minutes; separating to remove a water phase and further obtaining an organic phase; and removing the monomers by distillation in a vacuum state, thus obtaining an anti-aging agent TMQ product. According to the method provided by the invention, the operation is simple, and the content of a primary amine compound is less than 2%.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and in particular relates to a method for preparing low-amine rubber anti-aging agent 2,2,4-trimethyl-1,2-dihydroquinoline polymer (TMQ). Background technique [0002] Anti-aging agent TMQ is one of rubber anti-aging agents with excellent performance. Its relative molecular mass is large, and its volatilization loss is small under long-term high-temperature action, and it has good compatibility with rubber. It has an excellent protective effect on the aging caused by heat and oxygen, and also has a strong inhibitory effect on the catalytic oxidation of metals. It has long-lasting protective performance, low toxicity, and does not contain carcinogens. Therefore, it is widely used in synthetic rubber and natural rubber products such as chloroprene rubber, butadiene rubber, styrene-butadiene rubber, and isoprene rubber, especially in various tires and cable products. [0003] Anti-aging age...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/3437
Inventor 朱洁
Owner KEMAI CHEM
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