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CN-122011008-A - Preparation method of 3-octanoyl thiopropyl triethoxysilane

CN122011008ACN 122011008 ACN122011008 ACN 122011008ACN-122011008-A

Abstract

The invention belongs to the technical field of organic compounds, and particularly relates to a preparation method of 3-octanoyl thiopropyl triethoxysilane. The preparation method of the 3-octanoyl thiopropyl triethoxysilane comprises the following steps of dissolving sodium hydrosulfide solid and sodium hydroxide solid in water under a protective atmosphere, adding a first phase transfer catalyst, then dropwise adding octanoyl chloride to perform a first substitution reaction to obtain an intermediate, adding a second phase transfer catalyst into a system after the first substitution reaction, dropwise adding chloropropyl triethoxysilane to perform a second substitution reaction, and performing post-treatment to obtain the 3-octanoyl thiopropyl triethoxysilane, wherein the post-treatment comprises the following steps of separating the solution after the second substitution reaction system is cooled, taking an organic phase, washing the organic phase with water, and sequentially dehydrating and distilling the organic phase to realize low boiling. The preparation method is simple and easy to operate, and the prepared 3-octanoyl thiopropyl triethoxysilane has higher purity and yield.

Inventors

  • DU MINGYU
  • KONG FANZHEN
  • LI ZHIMIN
  • KONG LINGYOU
  • Cao Qiantong
  • JI ZHONGYIN

Assignees

  • 山东硅科新材料有限公司

Dates

Publication Date
20260512
Application Date
20260127

Claims (10)

  1. 1. A method for preparing 3-octanoyl thiopropyl triethoxysilane, which is characterized by comprising the following steps: dissolving sodium hydrosulfide solid and sodium hydroxide solid in water under a protective atmosphere, and adding a first phase transfer catalyst to obtain a first mixed solution; Dropwise adding octanoyl chloride into the first mixed solution to perform a first substitution reaction to obtain an intermediate; Adding a second phase transfer catalyst into the system after the first substitution reaction, then dropwise adding chloropropyl triethoxysilane to perform a second substitution reaction, and obtaining the 3-octanoyl thiopropyl triethoxysilane after post-treatment; The post-treatment comprises the steps of cooling the second substitution reaction system, standing for liquid separation, taking an organic phase, washing the organic phase with water, and sequentially dehydrating and distilling to obtain the 3-octanoyl thiopropyl triethoxysilane.
  2. 2. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the molar ratio of sodium hydrosulfide solid to sodium hydroxide solid is 0.8-1.2:1, and the dissolution temperature is 45-50 ℃.
  3. 3. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the first phase transfer catalyst is tetrabutylammonium bromide, and the molar ratio of the first phase transfer catalyst to octanoyl chloride is 0.16-0.18:100.
  4. 4. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the molar ratio of octanoyl chloride to sodium hydrosulfide is 0.8-1.2:1, the dropping rate of the dropwise octanoyl chloride is 20-22 mL/min, stirring is carried out during the dropwise adding process of octanoyl chloride, the temperature of the first substitution reaction is 20-30 ℃, and the time of the first substitution reaction is 0.5-1 h.
  5. 5. The method for producing 3-octanoyl thiopropyl triethoxysilane according to claim 1 or 4, wherein said first substitution reaction is carried out by absorbing the acid gas generated by water or sodium hydroxide solution.
  6. 6. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the second phase transfer catalyst is tetrabutylammonium bromide, and the molar ratio of the second phase transfer catalyst to chloropropyl triethoxysilane is 1.15-1.17:100.
  7. 7. The preparation method of 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the molar ratio of chloropropyl triethoxysilane to octanoyl chloride is 0.9-1.1:1, the time for dropwise adding chloropropyl triethoxysilane is 0.4-0.6 h, the temperature of the second substitution reaction is 88-92 ℃, and the time of the second substitution reaction is 4-6 h.
  8. 8. The preparation method of 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the temperature after cooling is 25-35 ℃, the volume ratio of an organic phase to water in the water washing process is 0.8-1.2:1, and the number of times of water washing is 2-3.
  9. 9. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the dehydration condition comprises a negative pressure vacuum degree of 700-730 mmHg and a temperature of 99-101 ℃.
  10. 10. The method for preparing 3-octanoyl thiopropyl triethoxysilane according to claim 1, wherein the distillation low-boiling temperature is 150-160 ℃.

Description

Preparation method of 3-octanoyl thiopropyl triethoxysilane Technical Field The invention belongs to the technical field of organic compounds, and particularly relates to a preparation method of 3-octanoyl thiopropyl triethoxysilane. Background The 3-octanoyl thiopropyl triethoxy silane and the like can be widely applied to the fields of surface treatment, sealing agents, adhesives and the like as an organic silicon compound, and form a silicon-oxygen bond network through hydrolysis condensation reaction to provide waterproof, anticorrosion and bonding enhancement effects. Along with the improvement of new material technology and environmental protection requirements, the application range of organosilicon compounds such as 3-octanoyl thiopropyl triethoxysilane can be gradually expanded to the field of green chemicals, especially in the fields of high-efficiency catalysts and biodegradation research, so that the demand of the 3-octanoyl thiopropyl triethoxysilane is increased. Along with the improvement of the performance requirement of the cross-linking agent in the photovoltaic industry, the requirement of high-purity 3-octanoyl thiopropyl triethoxysilane is promoted to be increased, for example, in the production of a photovoltaic EVA adhesive film, the high-purity 3-octanoyl thiopropyl triethoxysilane can ensure uniform cross-linking reaction and improve the light transmittance and ageing resistance of the adhesive, and in the modification of electronic grade plastics, the high-purity 3-octanoyl thiopropyl triethoxysilane can avoid the influence of impurities on the insulation performance of the material and meet the high-end manufacturing requirement. However, the purity of the 3-octanoyl thiopropyl triethoxysilane prepared by the existing preparation method of the 3-octanoyl thiopropyl triethoxysilane is low, and is mostly about 90 percent. Disclosure of Invention In view of the above, the invention provides a preparation method of 3-octanoyl thiopropyl triethoxysilane, and the preparation method provided by the invention can be used for preparing the 3-octanoyl thiopropyl triethoxysilane with higher purity. In order to solve the technical problems, the invention provides a preparation method of 3-octanoyl thiopropyl triethoxysilane, which comprises the following steps: dissolving sodium hydrosulfide solid and sodium hydroxide solid in water under a protective atmosphere, and adding a first phase transfer catalyst to obtain a first mixed solution; Dropwise adding octanoyl chloride into the first mixed solution to perform a first substitution reaction to obtain an intermediate; Adding a second phase transfer catalyst into the system after the first substitution reaction, then dropwise adding chloropropyl triethoxysilane to perform a second substitution reaction, and obtaining the 3-octanoyl thiopropyl triethoxysilane after post-treatment; The post-treatment comprises the steps of cooling the second substitution reaction system, standing for liquid separation, taking an organic phase, washing the organic phase with water, and sequentially dehydrating and distilling to obtain the 3-octanoyl thiopropyl triethoxysilane. Preferably, the molar ratio of the sodium hydrosulfide solid to the sodium hydroxide solid is 0.8-1.2:1, and the dissolution temperature is 45-50 ℃. Preferably, the first phase transfer catalyst is tetrabutylammonium bromide, and the molar ratio of the first phase transfer catalyst to octanoyl chloride is 0.16-0.18:100. Preferably, the molar ratio of octanoyl chloride to sodium hydrosulfide is 0.8-1.2:1, the dropping speed of the dropwise adding octanoyl chloride is 20-22 mL/min, stirring is carried out in the process of dropwise adding octanoyl chloride, the temperature of the first substitution reaction is 20-30 ℃, and the time of the first substitution reaction is 0.5-1 h. Preferably, the acid gas produced is absorbed during the first substitution reaction with water or sodium hydroxide solution. Preferably, the second phase transfer catalyst is tetrabutylammonium bromide, and the molar ratio of the second phase transfer catalyst to chloropropyl triethoxysilane is 1.15-1.17:100. Preferably, the mol ratio of the chloropropyl triethoxysilane to the octanoyl chloride is 0.9-1.1:1, the time for dropwise adding the chloropropyl triethoxysilane is 0.4-0.6 h, the temperature of the second substitution reaction is 88-92 ℃, and the time of the second substitution reaction is 4-6 h. Preferably, the temperature after cooling is 25-35 ℃, the volume ratio of the organic phase to water in the water washing process is 0.8-1.2:1, and the frequency of water washing is 2-3. Preferably, the dehydration conditions comprise a negative pressure vacuum degree of 700-730 mmHg and a temperature of 99-101 ℃. Preferably, the distillation low-boiling temperature is 150-160 ℃. The invention provides a preparation method of 3-octanoyl thiopropyl triethoxysilane, which comprises the following steps of dissolving sodiu