Organosilicon compound and method for preparing same, compounding agent for rubber, and rubber composition.
An organosilicon compound, organic technology, applied in the fields of rubber compositions and tires, to achieve the effect of improving operability, low scorch, and low fuel consumption
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[0057] The by-product produced in the production process of the present invention is hydrogen, so there is no filtrate. In addition, the reaction proceeds well without solvent, and as a result, the production method is very high in productivity.
[0058] When preparing the organosilicon compound of the present invention, a solvent may be used if necessary. The type of solvent is not critical as long as it is not reactive to the organosilicon compound having a mercapto group and the organosilicon compound having a Si—H bond starting material. Specifically, aliphatic hydrocarbon solvents such as pentane, hexane, heptane, decane or the like, ether solvents such as diethyl ether, tetrahydrofuran, 1,4-dioxane or the like, amide solvents such as Dimethylformamide, N-methylpyrrolidone or similar, or aromatic solvents such as benzene, toluene, xylene or similar.
[0059] In this case, in order to obtain the organosilicon compound of the above chemical formulas (1)-(9), an organosili...
Embodiment 1
[0083] 238.4 g (1.0 mol) of γ-mercaptopropyltriethoxysilane (KBE-803, manufactured by Shin-Etsu Chemical Co., Ltd.) and 0.069 g (7.5×10 -5 mol)RhCl(PPh 3 ) 3 Place in a 1 liter separable flask equipped with stirrer, reflux condenser, dropping funnel and thermometer and heat at 80° C. on an oil bath. After that, 116.3 g (1.0 mol) of triethylsilane (LS-1320, manufactured by Shin-Etsu Chemical Co., Ltd.) was added dropwise. The mixture was heated at 90°C for 5 hours with stirring, and then, by using IR measurement, it was confirmed that the Si-H bond in the starting material had completely disappeared, thereby completing the reaction. Subsequently, 349.3 g of the resulting reaction product obtained by concentrating under reduced pressure by a rotary evaporator was a transparent yellow liquid. according to 1 The H NMR spectrum confirmed that the reaction product had a structure represented by the following chemical structural formula (10). The compound is shown below 1 H NMR...
Embodiment 2
[0088] 238.4 g (1.0 mol) of γ-mercaptopropyltriethoxysilane (KBE-803, manufactured by Shin-Etsu Chemical Co., Ltd.) and 0.069 g (7.5×10 -5 mol)RhCl(PPh 3 ) 3 Place in a 1 liter separable flask equipped with stirrer, reflux condenser, dropping funnel and thermometer and heat at 80° C. on an oil bath. Thereafter, 116.3 g (1.0 mol) of tert-butyldimethylsilane was added dropwise. The mixture was heated at 90° C. for 5 hours with stirring, and then by using IR measurement, it was confirmed that the Si—H bond in the starting material had completely disappeared, thereby completing the reaction. Subsequently, 347.7 g of the reaction product obtained by concentrating by a rotary evaporator under reduced pressure was a transparent yellow liquid. according to 1 The H NMR spectrum confirmed that the reaction product had a structure represented by the following chemical structural formula (11). The compound is shown below 1 H NMR spectral data.
[0089] 1 H NMR (300MHz, CDCl 3 , δ...
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