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Siloxy alkyl sulfur ether compound and preparation method thereof

A technology of siloxyalkyl sulfide and compound, which is applied in the field of siloxyalkyl sulfide compound and its preparation, can solve the problems of poor anti-vulcanization reversion performance of vulcanized rubber, and improve the anti-vulcanization reversion performance, Effect of shortening reaction time, improving processability and mechanical properties

Active Publication Date: 2014-09-10
BEIJING RED AVENUE INNOVA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to solve the problem of poor anti-reversion performance of vulcanized rubber, and to provide a siloxyalkyl sulfide compound

Method used

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  • Siloxy alkyl sulfur ether compound and preparation method thereof
  • Siloxy alkyl sulfur ether compound and preparation method thereof
  • Siloxy alkyl sulfur ether compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] A 100mL three-necked flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 15.0g (0.06mol) of γ-mercaptopropyltriethoxysilane (purchased from Bailingwei Technology Co., Ltd.) was added to the vessel. Stirring conditions Add 15.0 g of NaOH solution with a concentration of 30% by mass, and pour the solution into the dropping funnel after stirring for 10 min;

[0039] A 200mL four-neck flask equipped with a stirring device, a thermometer and a reflux condenser was used as a reaction vessel, and 11.7g (0.03mol) of hexamethylene 1,6-dithiosulfate disodium dihydrate (HTS, purchased from Flexsys ) into a four-neck flask, add 100g of water, stir to dissolve the HTS, drop the mercaptosilane solution in the dropping funnel, stir and react at 30°C for 4h, take a sample from the solution and pass it through liquid chromatography (HPLC) , with HTS as the internal standard, the residual HTS content in the solution is tested by...

Embodiment 2

[0044] A 100mL three-neck flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 10.6g (0.054mol) of γ-mercaptopropyltrimethoxysilane (purchased from Bailingwei Technology Co., Ltd.) was added to the vessel. Add 15.0 g of NaOH solution with a mass percent concentration of 30%, and pour the solution into the dropping funnel after stirring for 10 min;

[0045] A 200mL four-necked flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 11.7g (0.03mol) of HTS was weighed and added to the four-necked flask, and 100g of water was added, stirred to dissolve the HTS, and then added dropwise After the mercaptosilane solution in the funnel was stirred and reacted at 30° C. for 4 hours, the residual HTS content in the solution was tested according to the HPLC test method in Example 1 to be about 0.03%, and the conversion rate was calculated to be about 99.5%.

[0046] Stop sti...

Embodiment 3

[0049] A 100mL three-necked flask equipped with a stirring device, a thermometer and a reflux condenser was used as a reaction vessel, and 13.5g (0.06mol) of 2-mercaptoethyltriethoxysilane was added to the vessel, and 15.0g of mass percent concentration was added under stirring conditions. 20% NaOH solution, after stirring for 10 minutes, pour the solution into the dropping funnel;

[0050] A 200mL four-necked flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 11.7g (0.03mol) of HTS was weighed and added to the four-necked flask, and 100g of water was added, stirred to dissolve the HTS, and then added dropwise After the mercaptosilane solution in the funnel was stirred and reacted at 30° C. for 4 hours, the residual HTS content in the solution was tested according to the HPLC test method in Example 1 to be about 0.05%, and the conversion rate was calculated to be about 99.4%.

[0051] Stop stirring, filter the above ...

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Abstract

The invention relates to the chemical field and in particular relates to a siloxy alkyl sulfur ether compound and a preparation method thereof. One the one hand, the compound can be involved into the sulfuration reaction process of a sizing material after being added into the sizing material and soft alkyl chain is connected to sizing material macromolecule to improve the crosslinking density of the sizing material and improve the anti-sulfuration reversion characteristics of the sizing material, and on the other hand, alkoxy / hydroxyl of end group of the compound can be used for improving consistency of an inorganic filler and rubber macromolecule to improve the processing property and the mechanical property of the sizing material. The invention also provides the preparation method of the compound. Under alkaline conditions, a matter with double bunte salt structure is used as a raw material to be reacted with sulfydryl silane to obtain the siloxy alkyl sulfur ether compound. The method is simple in process, low in energy consumption, low in aftertreatment pollution, high in modified efficiency and good in repeatability, and has great industrial application prospect.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular to a siloxyalkyl sulfide compound and a preparation method thereof. Background technique [0002] Silica is an important reinforcing filler in the rubber industry. In 1992, the French Michelin Company used a large amount of silica in the tread rubber of car tires to manufacture the first generation of energy-saving and environmentally friendly tires, which became "green tires". The rolling resistance of green tires is about 20% lower than that of ordinary tires, and it has the characteristics of low heat generation, good tear resistance and wet skid resistance. However, due to the small particle size of silica, it is easy to fly and aggregate, and it is not easy to disperse in rubber, so the application of silica is limited. [0003] The use of silane coupling agent to modify the white carbon black solves the affinity between the white carbon black and the rubber and improves the p...

Claims

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Application Information

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IPC IPC(8): C07F7/18C07F7/08
Inventor 甄博鸣赵丽丽董栋
Owner BEIJING RED AVENUE INNOVA
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