A kind of tetrabenzylthiuram monosulfide and its preparation method and application

Abstract

The invention discloses sulfide tetrabenzyl thiuram and a preparation method and application thereof. The preparation method comprises the following steps: enabling dibenzylamine, sodium hydroxide and carbon disulfide to react in a solvent to generate an intermediate sodium dibenzyldithiocarbamape, then oxidizing the sodium dibenzyldithiocarbamape into the disulfide tetrabenzyl thiuram by use of hydrogen peroxide, and then desulfurizing the disulfide tetrabenzyl thiuram by use of hydrogen to obtain the sulfide tetrabenzyl thiuram. The sulfide tetrabenzyl thiuram disclosed by the invention is high in purity, high in melting point, and white in appearance, the vulcanization rate can be obviously accelerated, the sulfide tetrabenzyl thiuram can express good scorching security and fast vulcanization performance whether to increase the vulcanization temperature and change the sulfur dosage or to add the white carbon black, and the use of the sulfide tetrabenzyl thiuram has no bad influence to the physical performance of the sulfide rubber.

Description

technical field

[0001] The invention relates to tetrabenzylthiuram monosulfide, and also relates to a low-cost, environmentally-friendly preparation method of the product and the application of the product as a rubber additive, belonging to the technical field of fine chemicals. 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 big gap in product intrinsic quality and "green" environmental protection technology. In particular, the international community has increasingly paid attention ...

Examples

Embodiment 1

[0040] A preparation method of tetrabenzylthiuram monosulfide, the steps are as follows:

[0041] 1. Weigh each raw material: 100g of dibenzylamine, 21g of solid sodium hydroxide, 40g of carbon disulfide, 31g of 30wt% hydrogen peroxide solution, and 300g of water.

[0042] 2. Add dibenzylamine and solid sodium hydroxide into water according to the proportion, add carbon disulfide dropwise at room temperature, and react for 0.5-1 hour after the drop to obtain a reaction solution.

[0043] 3. Add 25wt% sulfuric acid dropwise to the reaction solution in step 2, adjust the pH to 5-6, add aqueous hydrogen peroxide solution dropwise, and react for 2.5-3 hours after dropping to obtain a reaction solution.

[0044] 4. Add 10wt% sodium hydroxide to the reaction liquid in step 3, adjust the pH to 7-8, feed hydrogen with a hydrogen bottle, control the pressure at 0.8MPa, control the reaction temperature at 145°C, and react for 2 hours. Filter, wash, and dry under vacuum to obtain 124.49...

Embodiment 2

[0046] Prepare tetrabenzylthiuram monosulfide according to the method of Example 1, the difference is: the amount of each raw material is: dibenzylamine 100g, solid sodium hydroxide 21g, carbon disulfide 43g, 30wt% hydrogen peroxide solution 34g, water 300g, The hydrogen reaction pressure is 0.8MPa, and the reaction temperature is 140°C. The obtained product was 123.71g, the appearance was white, the melting point measured by the automatic capillary melting point apparatus was 94.3°C, the purity measured by the high performance liquid chromatography analyzer was 98.2%, and the yield was 95.2%.

Embodiment 3

[0048] Prepare tetrabenzylthiuram monosulfide according to the method of Example 1, the difference is: the amount of each raw material is: dibenzylamine 100g, solid sodium hydroxide 21g, carbon disulfide 43g, 30wt% hydrogen peroxide solution 34g, volume fraction 10 % ethanol aqueous solution 300g, hydrogen reaction pressure 0.8MPa, reaction temperature 150°C to obtain 124.10g of the product, the appearance is white, the melting point measured by the automatic capillary melting point instrument is 93.5°C, and the purity measured by the high performance liquid chromatography analyzer is 98.4%. The yield was 95.5%.

technical field

[0001] The invention relates to tetrabenzylthiuram monosulfide, and also relates to a low-cost, environmentally-friendly preparation method of the product and the application of the product as a rubber additive, belonging to the technical field of fine chemicals. 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 big gap in product intrinsic quality and "green" environmental protection technology. In particular, the international community has increasingly paid attention ...

Examples

Embodiment 1

[0040] A preparation method of tetrabenzylthiuram monosulfide, the steps are as follows:

[0041] 1. Weigh each raw material: 100g of dibenzylamine, 21g of solid sodium hydroxide, 40g of carbon disulfide, 31g of 30wt% hydrogen peroxide solution, and 300g of water.

[0042] 2. Add dibenzylamine and solid sodium hydroxide into water according to the proportion, add carbon disulfide dropwise at room temperature, and react for 0.5-1 hour after the drop to obtain a reaction solution.

[0043] 3. Add 25wt% sulfuric acid dropwise to the reaction solution in step 2, adjust the pH to 5-6, add aqueous hydrogen peroxide solution dropwise, and react for 2.5-3 hours after dropping to obtain a reaction solution.

[0044] 4. Add 10wt% sodium hydroxide to the reaction liquid in step 3, adjust the pH to 7-8, feed hydrogen with a hydrogen bottle, control the pressure at 0.8MPa, control the reaction temperature at 145°C, and react for 2 hours. Filter, wash, and dry under vacuum to obtain 124.49...

Embodiment 2

[0046] Prepare tetrabenzylthiuram monosulfide according to the method of Example 1, the difference is: the amount of each raw material is: dibenzylamine 100g, solid sodium hydroxide 21g, carbon disulfide 43g, 30wt% hydrogen peroxide solution 34g, water 300g, The hydrogen reaction pressure is 0.8MPa, and the reaction temperature is 140°C. The obtained product was 123.71g, the appearance was white, the melting point measured by the automatic capillary melting point apparatus was 94.3°C, the purity measured by the high performance liquid chromatography analyzer was 98.2%, and the yield was 95.2%.

Embodiment 3

[0048] Prepare tetrabenzylthiuram monosulfide according to the method of Example 1, the difference is: the amount of each raw material is: dibenzylamine 100g, solid sodium hydroxide 21g, carbon disulfide 43g, 30wt% hydrogen peroxide solution 34g, volume fraction 10 % ethanol aqueous solution 300g, hydrogen reaction pressure 0.8MPa, reaction temperature 150°C to obtain 124.10g of the product, the appearance is white, the melting point measured by the automatic capillary melting point instrument is 93.5°C, and the purity measured by the high performance liquid chromatography analyzer is 98.4%. The yield was 95.5%.

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