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Bisilan coupler contg. methyl thiocarbamate structural unit, and prepn. thereof

A technology containing thiourethane and silane coupling agent, which is applied in chemical instruments and methods, compounds of group 4/14 elements of the periodic table, organic chemistry, etc., and can solve rubber scorch and Mooney viscosity Larger, not conducive to the dispersion of silica particles, large porosity of rubber materials, etc., to achieve the effects of not being easy to scorching rubber, obvious coupling effect, and increasing crosslinking density

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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  • Bisilan coupler contg. methyl thiocarbamate structural unit, and prepn. thereof
  • Bisilan coupler contg. methyl thiocarbamate structural unit, and prepn. thereof
  • Bisilan coupler contg. methyl thiocarbamate structural unit, and prepn. thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The method for preparing silane coupling agent with gamma-isocyanatopropyl trimethoxysilane and n-propylene mercaptan as raw material:

[0026] Add 780ml of benzene into a round-bottomed three-neck flask equipped with a reflux condenser, a stirrer and a thermometer, add 0.2mol (41g) of γ-isocyanatopropyltrimethoxysilane to make a solution with a mass concentration of 5%, add 0.2mol (12g) n-propylene mercaptan, 38mg triethylamine, control the temperature at 40°C, react under mechanical stirring and reflux conditions for 24h, carry out vacuum distillation on the filtrate to remove low-boiling fractions, and obtain a light yellow liquid product with a yield of 79.2% .

Embodiment 2

[0028] The method for preparing silane coupling agent with gamma-isocyanatopropyltriethoxysilane and n-dodecanethiol as raw material:

[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 0.1mol (18.6g) of n-dodecylmercaptan, 460mg of tri-n-propylamine, the temperature is controlled at 100°C, and the reaction is carried out under mechanical stirring and reflux conditions for 5h, and the filtrate is subjected to vacuum distillation to remove low-boiling fractions to obtain a light yellow liquid product. Yield 95.1%.

Embodiment 3

[0031] The method for preparing silane coupling agent with gamma-isocyanatopropyl trimethoxysilane and n-heptyl mercaptan as raw material:

[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 0.2mol (23.2g) of n-heptyl mercaptan, 130mg of tri-n-butylamine, the temperature is controlled at 70°C, and the reaction is carried out under mechanical stirring and reflux conditions for 15h, and the filtrate is subjected to vacuum distillation to remove low-boiling fractions to obtain a light yellow liquid product. Yield 81.5%.

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Abstract

This invention discloses a kind of silicone coupling reagent that contains thiocarbamate unit and its preparation method, that is, mercaptoalkylsilane and alkyl monoisocyanate react with each other at a mole ratio of 1:1 in organic solvent with the existence of tertiary amine catalyst. The mixture is then vacuum distilled to obtain a silicone coupling reagent that has one thiocarbamate unit and six alkoxyls. This method has the advantages of simple technique flow, high yield and high practicability. The sulphur-containing 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 silane coupling agent containing a thiourethane structural unit 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 ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C08K5/5419C08C19/00
Inventor 宋义虎郑强周明孙晋何力谭红
Owner ZHEJIANG UNIV
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