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CN-122011007-A - Preparation method of cyclohexyl methyl dimethoxy silane

CN122011007ACN 122011007 ACN122011007 ACN 122011007ACN-122011007-A

Abstract

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of cyclohexyl methyl dimethoxy silane. The preparation method of the cyclohexyl methyl dimethoxy silane comprises the steps of mixing cyclohexene, methyl dichloro silane and a platinum catalyst in a mixed atmosphere of oxygen and nitrogen, performing hydrosilylation reaction to obtain the cyclohexyl methyl dichloro silane, mixing the cyclohexyl methyl dichloro silane and methanol, performing substitution reaction, and purifying a system after the substitution reaction to obtain the cyclohexyl methyl dimethoxy silane. The cyclohexyl methyl dimethoxy silane prepared by the preparation method provided by the invention has higher purity and yield.

Inventors

  • YANG TIANTIAN
  • KONG FANZHEN
  • Yao Yinlu
  • KONG LINGYOU
  • Qi shuang
  • LU HAIFENG

Assignees

  • 山东硅科新材料有限公司

Dates

Publication Date
20260512
Application Date
20260127

Claims (10)

  1. 1. The preparation method of the cyclohexyl methyl dimethoxy silane is characterized by comprising the following steps: Mixing cyclohexene, methyldichlorosilane and a platinum catalyst in a mixed atmosphere of oxygen and nitrogen, and performing hydrosilylation reaction to obtain cyclohexylmethyldichlorosilane, wherein the content of oxygen in the mixed atmosphere of oxygen and nitrogen is 100-200 ppm; And mixing the cyclohexylmethyldichlorosilane with methanol, performing substitution reaction, and purifying the system after the substitution reaction to obtain the cyclohexylmethyldimethoxysilane.
  2. 2. The preparation method according to claim 1, wherein the content of oxygen in the mixed atmosphere of oxygen and nitrogen is 110-150 ppm.
  3. 3. The preparation method according to claim 1, wherein the molar ratio of cyclohexene to methyldichlorosilane is 1:1-1.2; the content of the platinum catalyst in the mixed system of cyclohexene, methyldichlorosilane and platinum catalyst is 5-200 ppm.
  4. 4. The method according to any one of claims 1 to 3, wherein the hydrosilylation reaction is carried out at a temperature of 110 to 120 ℃ for 2 to 3 hours.
  5. 5. The preparation method according to claim 1, wherein the substitution reaction is performed in an esterification tower, the esterification tower comprises a filling column positioned at the upper part of the esterification tower and a receiving kettle positioned at the lower part, a first dripping device is arranged in the filling column, a condenser is connected above the filling column, and a second dripping device is arranged at the joint of the filling column and the receiving kettle.
  6. 6. The method according to claim 5, wherein the cyclohexylmethyldichlorosilane is added dropwise to the packed column by means of a first dropping device and the methanol is added dropwise to the receiving tank by means of a second dropping device; The dropping speed of dropping methanol is 3-50 mL/min; the dripping speed of dripping the cyclohexyl methyl dichlorosilane is 5-50 mL/min.
  7. 7. The preparation method according to claim 5 or 6, wherein the temperature of the receiving kettle is 100-140 ℃, and the temperature in the filling column is 120-130 ℃; the time of the substitution reaction is 0.5-1.5 h.
  8. 8. The method according to claim 1, wherein the purification treatment comprises vacuum treatment, neutralization and fractionation of the system after the substitution reaction in this order.
  9. 9. The preparation method according to claim 8, wherein the vacuum degree of the vacuum treatment is 700-730 mmHg, the time of the vacuum treatment is 0.5-3 h, and the temperature is 50-90 ℃.
  10. 10. The preparation method of the sodium methoxide, according to claim 8, is characterized in that the neutralization is carried out by mixing a sodium methoxide methanol solution with the mass concentration of 18-22% with a vacuum treatment system, wherein the mass ratio of the vacuum treatment system to the sodium methoxide methanol solution is 2.5-5:1.

Description

Preparation method of cyclohexyl methyl dimethoxy silane Technical Field The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of cyclohexyl methyl dimethoxy silane. Background The cyclohexyl methyl dimethoxy silane is a kind of silane coupling agent containing six-membered ring, can be used as an auxiliary agent of a high-efficiency carrier type catalyst for propylene polymerization, and can be widely applied to the production process of plastics such as polypropylene, polyethylene and the like. In addition, the compound can be used for synthesizing and modifying other organosilicon compounds. At present, the preparation method of the cyclohexyl methyl dimethoxy silane mainly comprises a Grignard reagent method, a hydrosilylation method and an alkali metal method. The method of using organic reagent increases the variety of reactant, increases the process route, introduces new impurity easily in the synthesis process, and most of organic solvents have high toxicity, are easy to damage the health of human body, and are not suitable for industrial production. The alkali metal method uses some active metals with high risk, and is difficult to transfer to industrial production. The current well-controlled process is a hydrosilylation method, however, the yield of the cyclohexyl methyl dimethoxy silane prepared by the prior hydrosilylation method is lower by only 70-80%. Disclosure of Invention In view of the above, the invention provides a preparation method of cyclohexylmethyldimethoxy silane, and the cyclohexylmethyldimethoxy silane prepared by the preparation method provided by the invention has higher purity and higher yield. In order to solve the technical problems, the invention provides a preparation method of cyclohexylmethyl dimethoxy silane, which comprises the following steps: Mixing cyclohexene, methyldichlorosilane and a platinum catalyst in a mixed atmosphere of oxygen and nitrogen, and performing hydrosilylation reaction to obtain cyclohexylmethyldichlorosilane, wherein the content of oxygen in the mixed atmosphere of oxygen and nitrogen is 100-200 ppm; And mixing the cyclohexylmethyldichlorosilane with methanol, performing substitution reaction, and purifying the system after the substitution reaction to obtain the cyclohexylmethyldimethoxysilane. Preferably, the content of oxygen in the mixed atmosphere of oxygen and nitrogen is 110-150 ppm. Preferably, the molar ratio of cyclohexene to methyldichlorosilane is 1:1-1.2; the content of the platinum catalyst in the mixed system of cyclohexene, methyldichlorosilane and platinum catalyst is 5-200 ppm. Preferably, the temperature of the hydrosilylation reaction is 110-120 ℃, and the time of the hydrosilylation reaction is 2-3 hours. Preferably, the substitution reaction is carried out in an esterification tower, the esterification tower comprises a filling column positioned at the upper part of the esterification tower and a receiving kettle positioned at the lower part of the esterification tower, a first dripping device is arranged in the filling column, a condenser is connected above the filling column, and a second dripping device is arranged at the joint of the filling column and the receiving kettle. Preferably, the first dripping device is used for dripping the cyclohexyl methyl dichlorosilane into the filling column, and the second dripping device is used for dripping the methanol into the receiving kettle; The dropping speed of dropping methanol is 3-50 mL/min; the dripping speed of dripping the cyclohexyl methyl dichlorosilane is 5-50 mL/min. Preferably, the temperature of the receiving kettle is 100-140 ℃, and the temperature in the filling column is 120-130 ℃; the time of the substitution reaction is 0.5-1.5 h. Preferably, the purification treatment comprises vacuum treatment, neutralization and fractionation of the system after the substitution reaction. Preferably, the vacuum degree of the vacuum treatment is 700-730 mmHg, the time of the vacuum treatment is 0.5-3 h, and the temperature is 50-90 ℃. Preferably, the neutralization is carried out by mixing a sodium methoxide methanol solution with the mass concentration of 18-22% with a vacuum treatment system, wherein the mass ratio of the vacuum treatment system to the sodium methoxide methanol solution is 2.5-5:1. The invention provides a preparation method of cyclohexyl methyl dimethoxy silane, which comprises the following steps of mixing cyclohexene, methyl dichloro silane and a platinum catalyst in a mixed atmosphere of oxygen and nitrogen, performing hydrosilylation reaction to obtain the cyclohexyl methyl dichloro silane, mixing the cyclohexyl methyl dichloro silane and methanol, performing substitution reaction, and purifying a system after the substitution reaction to obtain the cyclohexyl methyl dimethoxy silane. The cyclohexyl methyl dimethoxy silane prepared by the preparation method provided by the invention has