Bisilane coupler contg. sulfur and nitrogen element and prepn. thereof

A technology of double silane coupling agent and nitrogen element, which is applied in the field of double silane coupling agent containing sulfur and nitrogen elements and its preparation, can solve the problem of rubber scorch, increased Mooney viscosity, and unfavorable white carbon black particles. Dispersion, rubber porosity and other problems, to achieve the effect of not easy to scorching rubber, obvious coupling effect, and conducive to dispersion

Inactive Publication Date: 2006-09-20
ZHEJIANG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the mixing temperature is higher than 160°C, the polysulfide bond of the polysulfide silane coupling agent will break, causing scorching of the rubber compound and increasing the Mooney viscosity, which is not conducive to the dispersion of silica particles in the rubber
The use of polysulfide silane coupling agent to modify silica also has disadvantages such as long mixing time, many mixing stages (3-6 stages), large porosity of the rubber material, and defective products due to scorch.

Method used

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  • Bisilane coupler contg. sulfur and nitrogen element and prepn. thereof
  • Bisilane coupler contg. sulfur and nitrogen element and prepn. thereof
  • Bisilane coupler contg. sulfur and nitrogen element and prepn. thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Using γ-isocyanatopropyltrimethoxysilane and 1,2-propanedithiol as raw materials to prepare a sulfur- and nitrogen-containing disilane coupling agent:

[0026] Add 7.80L of benzene into a reaction vessel equipped with a reflux condenser, a stirrer and a thermometer, add 2mol (410g) of γ-isocyanatopropyltrimethoxysilane to make a solution with a mass concentration of 5%, add 1mol (100g) 1,2-Propanedithiol, 380mg triethylamine, controlled temperature at 40°C, reacted under mechanical stirring and reflux conditions for 24h, and distilled the filtrate under reduced pressure to remove low-boiling fractions to obtain a light yellow liquid product with a yield of 75.6 %.

Embodiment 2

[0028] Using γ-isocyanatopropyltriethoxysilane and 1,2-butanedithiol as raw materials to prepare a sulfur- and nitrogen-containing disilane coupling agent:

[0029] Add 99ml of toluene into a round-bottomed three-necked flask equipped with a reflux condenser, a stirrer and a thermometer, add 0.1mol (24.7g) of γ-isocyanatopropyltriethoxysilane to make a solution with a mass concentration of 20%, add 0.05mol (5.7g) 1,2-butanedithiol, 280mg tri-n-propylamine, controlled temperature at 100°C, reacted for 5h under mechanical stirring and reflux conditions, and distilled the filtrate under reduced pressure to remove low-boiling fractions to obtain light yellow Liquid product, yield 92.3%.

Embodiment 3

[0031] Using γ-isocyanatopropyltrimethoxysilane and 1,2-pentanedithiol as raw materials to prepare a sulfur- and nitrogen-containing disilane coupling agent:

[0032] Add 370ml of ethylbenzene into a three-necked round-bottomed flask equipped with a reflux condenser, a stirrer and a thermometer, add 0.2mol (41g) of γ-isocyanatopropyltrimethoxysilane to form a solution with a mass concentration of 10%, and add 0.1mol (12.8g) of 1,4-butanedithiol, 130mg of tributyltin hydroxide, controlled temperature at 80°C, reacted under mechanical stirring and reflux conditions for 15h, distilled the filtrate under reduced pressure to remove low-boiling fractions, and obtained Yellow liquid product, yield 84.7%.

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Abstract

This invention discloses a kind of sulphur- and nitrogen-containing silicone coupling reagent and its preparation method, that is, gamma-isocyanate propyl trialkoxyl silicane and dithiol compound react with each other at a mole ratio of 2:1 in organic solvent with the existence of organic catalyst. The mixture is then vacuum distilled to obtain a silicone coupling reagent that has two thiocarbamate units and six alkoxyls. This method has the advantages of simple technique flow, high yield and high practicability. The silicone coupling reagent based on this invention has good thermo stability and considerable coupling effect. It is a good substitution of conventional silicone coupling reagent and can be used in fumed silica-containing rubber so as to promote the comprehensive properties of vulcanized rubber.

Description

technical field [0001] The invention relates to a bissilane coupling agent containing sulfur and nitrogen elements and a preparation method thereof. Background technique [0002] Carbon black is widely used as a main reinforcing agent in rubber compounds including tires, endowing vulcanized rubber with ideal mechanical properties. However, it is impossible to balance or improve the wear resistance, wet road traction and rolling resistance of tire tread rubber at the same time only by changing the grade and amount of carbon black. As a filler, silica has obvious advantages in terms of tread rubber wear resistance, wet road traction and rolling resistance. It is used as the main reinforcing agent for a new generation of low rolling resistance and low fuel consumption "green tires". Ultrafine particle silica reinforced vulcanizate has the advantages of low loss and wet skid resistance. [0003] The surface of silica particles contains a large number of silanol groups, which h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18
Inventor 宋义虎郑强周明孙晋何力谭红
Owner ZHEJIANG UNIV
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