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Synthesis method of vulcanization accelerator CBBS (N-cyclohexyl-bis(benzothiazole) sulfonamide)

A technology of benzothiazole sulfenamide and vulcanization accelerator, applied in the direction of organic chemistry, etc., to achieve the effects of long scorch time, high product yield and quality, short reaction time and process

Inactive Publication Date: 2017-05-24
SHANDONG YANGGU HUATAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there is no relevant report on the synthesis of CBBS at home and abroad.

Method used

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  • Synthesis method of vulcanization accelerator CBBS (N-cyclohexyl-bis(benzothiazole) sulfonamide)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A kind of synthetic method of vulcanization accelerator N-cyclohexyl-bis(benzothiazole)sulfenamide (CBBS), the steps are as follows:

[0028] (1) After nitrogen replacement in the reactor, put 600kg of n-heptane, 600kg of 120# solvent oil and 390kg of acetic anhydride, mix evenly, after heating up to 68-70°C, stir and add 500kg of CBS, add CBS in 4 times, each time 125kg, each interval of 15min, after adding all the CBS, continue to stir at this temperature for 70min to obtain the mixture;

[0029] (2) Add sodium hydroxide solution with a mass concentration of 5-10% into the reaction kettle, adjust the pH value to 7, stir and heat up to 85-95°C, and recover the solvent by distillation. After the solvent distillation is completed, collect it in a storage tank as Organic solvents are recycled. The material in the reaction kettle was filtered, and the obtained filter cake was wet product CBBS. The wet product was dried to obtain 383 kg of off-white solid CBBS. The melting...

Embodiment 2

[0031] According to the method of Example 1 and the synthesis of the vulcanization accelerator N-cyclohexyl-bis(benzothiazole)sulfenamide CBBS, the difference is that the acid anhydride used is maleic anhydride. The obtained CBBS product was 333kg, and its melting point was 118-119°C when tested by a capillary melting point analyzer, its purity was 94% by HPLC, and its yield was 82% based on CBS.

Embodiment 3

[0033] According to the method of Example 1 and the synthesis of the vulcanization accelerator N-cyclohexyl-bis(benzothiazole)sulfenamide CBBS, the difference is that the acid anhydride used is phthalic anhydride. The obtained CBBS product was 325kg, and its melting point was 116-118°C when tested by a capillary melting point analyzer. The purity was 92% by HPLC, and the yield was 80% based on CBS.

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Abstract

The invention discloses a synthesis method of vulcanization accelerator CBBS (N-cyclohexyl-bis(benzothiazole) sulfonamide). The synthesis method comprises steps as follows: anhydride and an organic solvent are mixed, an accelerator N-cyclohexylbenzothiazole-2-sulphenamide is added to the mixed liquid in batches for a synthesis reaction, and CBBS is produced; after the reaction, an alkaline water solution is added to the mixture until the pH is neutral, the mixture is heated, the organic solvent is recovered, the remaining mixture is filtered after recovery is completed, a filter cake is washed and dried, and the vulcanization accelerator CBBS is obtained. The synthesis process is simple, equipment investment is low, and the obtained CBBS product does not produce nitrosamine which is a carcinogenic substance during application, has longer scorching time and slow vulcanization speed and can effectively replace toxic and harmful accelerators such as NOBS, DZ and the like.

Description

technical field [0001] The invention relates to a method for synthesizing vulcanization accelerator N-cyclohexyl-bis(benzothiazole)sulfenamide (CBBS), which belongs to the technical field of synthesizing rubber additives. Background technique [0002] Rubber is widely used in modern civilized society. Natural rubber or synthetic rubber must be used in tires of automobiles, airplanes, bicycles, pipes and joints in various industries, and various cable rubber sleeves, rubber shoes, rubber hoses, etc. in daily life. , through various specifications of rubber products, to meet the needs of industrial and agricultural production and daily life. In order to enhance the service time of rubber products in hot and cold weather, appropriate rubber additives, such as rubber vulcanizing agents, accelerators, etc. must be added. N-cyclohexyl-bis(benzothiazole)sulfenamide (CBBS) is a kind of rubber vulcanization accelerator, mainly used as a vulcanization accelerator for natural rubber, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/80
CPCC07D277/80
Inventor 王德楼王文博杜孟成孟祥克
Owner SHANDONG YANGGU HUATAI CHEM
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