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N-(2-mercaptobenzothiazole) phthalimide and preparation method and application thereof

A technology of phthalimide and phthalimide salt, applied in the field of new compound, N-(2-mercaptobenzothiazole) phthalimide and its preparation, capable of Solve the problems of insufficient scorch time, general anti-scorch performance, and few varieties and quantities of multi-functional rubber additives, and achieve good scorch safety, rapid vulcanization performance, white appearance, and prolonged scorch time

Inactive Publication Date: 2018-09-28
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 are many types and quantities of vulcanization accelerators with rubber vulcanization acceleration in the domestic market, and there are also many types and quantities of anti-scorch agents with anti-scorch properties, but multi-functional rubber additives with both rubber vulcanization acceleration and anti-scorch properties Very little variety and quantity
At present, the commonly used multifunctional rubber additives with both rubber vulcanization acceleration and anti-scorch properties are mainly sulfenamide accelerators TBBS, CBS, DCBS, etc. For multi-functional rubber additives with anti-scorch performance, it has a good vulcanization acceleration effect, but the anti-scorch performance is average, and the scorch time is not long enough.

Method used

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  • N-(2-mercaptobenzothiazole) phthalimide and preparation method and application thereof
  • N-(2-mercaptobenzothiazole) phthalimide and preparation method and application thereof
  • N-(2-mercaptobenzothiazole) phthalimide and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] 1. Inject 21.30g of chlorine gas into a container containing 25.05g of 2-mercaptobenzothiazole (the molar ratio of chlorine gas to 2-mercaptobenzothiazole is 2.0:1), 200.4g of methyl silicone oil (the 2-mercaptobenzothiazole The mass ratio of thiazole to organic solvent is 1:8), and the closed and chlorination reaction is carried out at a temperature of 120 ° C. The total reaction time is 3 hours, and the reaction liquid of 2-sulfenyl chloride benzothiazole is obtained , with a purity of 99.6%;

[0035] 2. Add 14.7g of phthalimide and 13.13g of 32% sodium hydroxide solution (the molar ratio of phthalimide and sodium hydroxide is 1:1.05) into the reactor , stirred at low temperature for 2 hours at 10°C to obtain a reaction solution of sodium phthalimide with a purity of 99.4%;

[0036] 3. the reaction solution of the above-mentioned prepared sodium phthalimide and 2-sulfenyl chloride benzothiazole according to the mol ratio of phthalimide sodium and 2-sulfenyl chloride ...

Embodiment 2

[0039]1. Pass chlorine gas into the container filled with 2-mercaptobenzothiazole (the molar ratio of chlorine gas and 2-mercaptobenzothiazole is 1.8:1), C 5 -C 9 In the still body of paraffin solvent oil (the mass ratio of 2-mercaptobenzothiazole and organic solvent is 1:5), the airtight and chlorination reaction is carried out at a temperature of 150°C, and the total reaction time is 2h , to obtain the reaction solution of 2-sulfenyl chloride benzothiazole, the purity is 98.5%;

[0040] 2. Add phthalimide and 20% sodium hydroxide solution into the reaction kettle according to the molar ratio of 1:1, stir and react at 0°C for 3 hours to obtain phthalimide The reaction solution of sodium amine, the purity is 99.1%;

[0041] 3. the reaction solution of the above-mentioned prepared sodium phthalimide and 2-sulfenyl chloride benzothiazole according to the mol ratio of phthalimide sodium and 2-sulfenyl chloride benzothiazole Mixed at a ratio of 1:1.0, stirred and reacted at 0°C...

Embodiment 3

[0044] 1. Pass chlorine gas into a container containing 2-mercaptobenzothiazole (the molar ratio of chlorine gas to 2-mercaptobenzothiazole is 2.5:1), methyl silicone oil (the mass of 2-mercaptobenzothiazole and organic solvent In the still body with a ratio of 1:10), the airtight and chlorination reaction was carried out at a temperature of 80°C. The total reaction time was 4 hours, and the reaction liquid of 2-sulfenyl chloride benzothiazole was obtained with a purity of 98.9%;

[0045] 2. Add phthalimide and 32% sodium hydroxide solution into the reaction kettle at a molar ratio of 1:1.05, and stir at 20°C for 1 hour to obtain phthalimide The reaction solution of sodium amine, the purity is 99.3%;

[0046] 3. the reaction solution of the above-mentioned prepared sodium phthalimide and 2-sulfenyl chloride benzothiazole according to the mol ratio of phthalimide sodium and 2-sulfenyl chloride benzothiazole Mixed at a ratio of 1:1.5, stirred and reacted at 20°C for 2 hours at ...

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Abstract

The invention discloses an N-(2-mercaptobenzothiazole) phthalimide and a preparation method and application thereof. The N-(2-mercaptobenzothiazole) phthalimide is obtained by 2-subsulfonyl chlorbenzothiazole reacting with phthaloyl imine salt twice. The N-(2-mercaptobenzothiazole) phthalimide has high purity and white appearance, can significantly quicken the vulcanization rate, the scorching time is significantly lengthened, whether the vulcanizing temperature is improved, the usage of sulphur changes, or white carbon black is added, the N-(2-mercaptobenzothiazole) phthalimide can still showgood scorching safety and rapid vulcanizing performance, and can be used for improving the chemical performance of a sizing material in a rubber technology. The N-(2-mercaptobenzothiazole) phthalimide and the preparation method and application thereof have the advantages that the production technology is simple, the cost is lower, the preparation method is green and environmentally friendly, thecontrollability is strong, the production efficiency is high, the product yield is high, the energy consumption is low, and the preparation method has an industrialized application prospect.

Description

technical field [0001] The present invention relates to a new compound, specifically to a kind of N-(2-mercaptobenzothiazole) phthalimide and its preparation method, and also relates to the N-(2-mercaptobenzothiazole) o-phthalimide The application of dicarboximide as a multifunctional rubber auxiliary agent belongs to the technical field of chemical industry and rubber auxiliary agent. Background technique [0002] In recent years, with the rapid development of the rubber processing industry, the rapid development of the domestic automobile industry and communication industry has driven the rapid growth of the rubber processing industry and provided unprecedented good opportunities for the development of the rubber additives industry. Since my country's accession to the WTO, although the production of rubber accelerator products in China has been greatly improved, compared with foreign developed countries, there is still a large gap in the variety and quantity of environment...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/12C08K5/47C08L7/00
CPCC07D417/12C08K5/47C08L7/00
Inventor 王文博张朋龙李云峰杜孟成李剑波李庆朝董玉标
Owner SHANDONG YANGGU HUATAI CHEM
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