CN112521416A - Preparation method of vinyl triacetoxysilane - Google Patents

Preparation method of vinyl triacetoxysilane Download PDF

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Publication number
CN112521416A
CN112521416A CN202011451362.4A CN202011451362A CN112521416A CN 112521416 A CN112521416 A CN 112521416A CN 202011451362 A CN202011451362 A CN 202011451362A CN 112521416 A CN112521416 A CN 112521416A
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China
Prior art keywords
acetic anhydride
vinyl
reaction
pipe
reaction flask
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CN202011451362.4A
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Chinese (zh)
Inventor
陈道伟
郑云峰
黄亮兵
张镇
于湛川
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ZHEJIANG KAIHUA SYNTHETIC MATERIAL CO Ltd
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ZHEJIANG KAIHUA SYNTHETIC MATERIAL CO Ltd
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Priority to CN202011451362.4A priority Critical patent/CN112521416A/en
Publication of CN112521416A publication Critical patent/CN112521416A/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • C07F7/1872Preparation; Treatments not provided for in C07F7/20
    • C07F7/188Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/20Purification, separation

Abstract

The invention discloses a method for preparing vinyl triacetoxysilane, which takes acetic anhydride and vinyl trichlorosilane as raw materials, can quickly prepare the vinyl triacetoxysilane without any catalyst and reactant, and the method for preparing the vinyl triacetoxysilane comprises the steps of directly reacting the vinyl trichlorosilane generated by the reaction with acetic anhydride solution in a reaction flask, evaporating acetyl chloride in the product by a normal temperature distillation mode, introducing the acetyl chloride into a reaction kettle of sodium acetate by a reflux mode, completing the integral preparation process, ensuring that other solvents are not needed in the whole reaction process, and other products needing to be separated are few, thereby obtaining the product with high speed, simple and convenient method, being capable of being applied to the quick production of the product, and carrying out reflux secondary utilization on the other products, and having low integral cost, the catalyst is safe and environment-friendly, has good stability, and does not need to use other catalysts.

Description

Preparation method of vinyl triacetoxysilane
Technical Field
The invention belongs to the technical field of preparation of vinyl triacetoxysilane, and particularly relates to a preparation method of vinyl triacetoxysilane.
Background
The organosilicon material has excellent high and low temperature resistance, atmospheric aging resistance, hydrophobicity, moisture resistance, electrical insulation, physiological inertia and other performances, and is an indispensable novel chemical matching material in modern national defense military industry, industrial and agricultural production, medical treatment and sanitation and even daily life of people. The vinyl group of the vinyltriacetoxysilane can react with certain monomers, especially with Si-H bonds. It allows the polymer to cure at room temperature. And acetic acid is released. The treated glass or filler is chemically linked with organic resin and paint to increase its service life, especially in wet condition.
At present, the method for preparing the vinyl triacetoxysilane is various, most of the methods need to use a catalyst and need high temperature and high pressure in the preparation process, so that the integral preparation needs more equipment and is high in cost, the number of byproducts for preparing the finished product is large, the separation is not convenient enough, the consumption in the preparation process is large, and the efficiency is low.
Disclosure of Invention
The invention aims to provide a preparation method of vinyl triacetoxysilane, which solves the problems in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme:
a preparation method of vinyl triacetoxysilane comprises the following steps:
s1: putting a certain amount of vinyl trichlorosilane into a five-mouth reaction flask with magnetic stirring, an acetic anhydride liquid-through pipe, a thermometer, a low-temperature condenser and a reflux pipe;
s2: introducing a certain amount of acetic anhydride solution into the reaction flask through an acetic anhydride liquid-through pipe, starting magnetic stirring at room temperature, and stirring for 10-20 minutes;
s3: after stirring, placing the reaction flask into a water bath heating pot, slowly heating the mixed solution of acetic anhydride and vinyl trichlorosilane in the reaction flask until boiling for 3-7 hours to ensure that the acetic anhydride and the vinyl trichlorosilane completely react;
s4: in the process of boiling and heating acetic anhydride and vinyl trichlorosilane, sealing an acetic anhydride liquid through pipe and a low-temperature condensing pipe all the time, introducing the other end of a return pipe into a reaction kettle containing sodium acetate, and stirring and mixing the reaction kettle;
s5: simultaneously, after the reaction of acetic anhydride and vinyl trichlorosilane is finished, acetyl chloride in the reaction mixed liquid is evaporated out by adopting a normal pressure distillation mode, the evaporated acetyl chloride is continuously introduced into the reaction kettle through a return pipe, and the distillation time is controlled to be 1-3 hours;
s6: and after the distillation of the acetyl chloride is finished, closing the communication between the reaction flask and the reflux pipe, opening the low-temperature condenser, communicating the low-temperature condenser and a vacuum pump through a vacuum connecting pipe, opening the vacuum pump, adjusting the vacuum degree, switching on condensed water, starting reduced pressure distillation, evaporating the vinyl triacetoxysilane generated in the mixed solution, condensing the vinyl triacetoxysilane, and storing the vinyl triacetoxysilane in a receiving bottle to obtain a finished product solution.
Preferably, in S1, the vinyltrichlorosilane added is a product obtained by distilling acetylene and trichlorosilane under a Pt catalyst.
Preferably, in S2, the molar ratio of the acetic anhydride solution added to the reaction flask to the vinyltrichlorosilane added is 1: 2-4.
Preferably, in S5, acetyl chloride and sodium acetate regenerate acetic anhydride in the reaction kettle, and the produced acetic anhydride is stored and used for being added into the reaction flask through the acetic anhydride liquid through tube for reacting with the vinyl trichlorosilane again, so as to realize circulation.
Preferably, in S6, when the vacuum pump is used to pump air, a safety bottle should be installed at the front end of the pump to prevent the water flow from sucking back when the negative pressure is reduced, and when the distillation is stopped, the pump should be closed after air is released.
The invention has the technical effects and advantages that: according to the preparation method of the vinyl triacetoxysilane, the vinyl trichlorosilane generated by reaction directly reacts with acetic anhydride solution in a reaction flask, acetyl chloride in the product is evaporated out in a normal-temperature distillation mode, and the acetyl chloride is introduced into a reaction kettle of sodium acetate in a reflux mode, so that the whole preparation process is completed, other solvents are not needed in the whole reaction process, and the rest products needing to be separated are few, so that the product is obtained at a high speed, the method is simple and convenient, the method can be applied to the rapid production of the product, the rest products can be subjected to reflux reutilization, and the preparation method is low in whole cost, safe, environment-friendly, good in stability and free of other catalysts.
Detailed Description
The technical solutions in the present invention will be described clearly and completely with reference to the contents of the present invention, and it is obvious that the described contents are only a part of the contents of the present invention, and not all of the contents. All other matters which can be obtained by a person skilled in the art without making creative efforts based on the contents of the present invention belong to the protection scope of the present invention.
Example 1
The invention provides a preparation method of vinyl triacetoxysilane, which comprises the following steps:
s1: putting a certain amount of vinyl trichlorosilane into a five-mouth reaction flask with magnetic stirring, an acetic anhydride liquid-through pipe, a thermometer, a low-temperature condenser and a reflux pipe;
s2: introducing a certain amount of acetic anhydride solution into the reaction flask through an acetic anhydride liquid-communicating tube, starting magnetic stirring at room temperature, and stirring for 10 minutes;
s3: after stirring, placing the reaction flask into a water bath heating pot, slowly heating the mixed solution of acetic anhydride and vinyl trichlorosilane in the reaction flask until boiling for 3 hours to ensure that the acetic anhydride and the vinyl trichlorosilane completely react;
s4: in the process of boiling and heating acetic anhydride and vinyl trichlorosilane, sealing an acetic anhydride liquid through pipe and a low-temperature condensing pipe all the time, introducing the other end of a return pipe into a reaction kettle containing sodium acetate, and stirring and mixing the reaction kettle;
s5: simultaneously, after the reaction of acetic anhydride and vinyl trichlorosilane is finished, acetyl chloride in the reaction mixed liquid is evaporated out by adopting a normal pressure distillation mode, the evaporated acetyl chloride is continuously introduced into the reaction kettle through a return pipe, and the distillation time is controlled to be 1 hour;
s6: and after the distillation of the acetyl chloride is finished, closing the communication between the reaction flask and the reflux pipe, opening the low-temperature condenser, communicating the low-temperature condenser and a vacuum pump through a vacuum connecting pipe, opening the vacuum pump, adjusting the vacuum degree, switching on condensed water, starting reduced pressure distillation, evaporating the vinyl triacetoxysilane generated in the mixed solution, condensing the vinyl triacetoxysilane, and storing the vinyl triacetoxysilane in a receiving bottle to obtain a finished product solution.
Specifically, in S1, the vinyltrichlorosilane added is a product obtained by distilling acetylene and trichlorosilane in the presence of a Pt catalyst.
Specifically, in S2, the molar ratio between the acetic anhydride solution added to the reaction flask and the vinyltrichlorosilane added was 1: 2.
Specifically, in S5, acetyl chloride and sodium acetate regenerate acetic anhydride in the reaction kettle, and the produced acetic anhydride is stored and used for being added into the reaction flask through the acetic anhydride liquid through tube for reacting with the vinyl trichlorosilane again, so that circulation is realized.
Specifically, in S6, when the vacuum pump is used to pump air, a safety bottle should be installed at the front end of the pump to prevent the water flow from sucking back when the negative pressure drops, and when distillation is stopped, the pump should be closed after air is released.
Example 2
A preparation method of vinyl triacetoxysilane comprises the following steps:
s1: putting a certain amount of vinyl trichlorosilane into a five-mouth reaction flask with magnetic stirring, an acetic anhydride liquid-through pipe, a thermometer, a low-temperature condenser and a reflux pipe;
s2: introducing a certain amount of acetic anhydride solution into the reaction flask through an acetic anhydride liquid-communicating tube, starting magnetic stirring at room temperature, and stirring for 15 minutes;
s3: after stirring, placing the reaction flask into a water bath heating pot, slowly heating the mixed solution of acetic anhydride and vinyl trichlorosilane in the reaction flask until boiling for 5 hours to ensure that the acetic anhydride and the vinyl trichlorosilane completely react;
s4: in the process of boiling and heating acetic anhydride and vinyl trichlorosilane, sealing an acetic anhydride liquid through pipe and a low-temperature condensing pipe all the time, introducing the other end of a return pipe into a reaction kettle containing sodium acetate, and stirring and mixing the reaction kettle;
s5: simultaneously, after the reaction of acetic anhydride and vinyl trichlorosilane is finished, acetyl chloride in the reaction mixed liquid is evaporated out by adopting a normal pressure distillation mode, the evaporated acetyl chloride is continuously introduced into the reaction kettle through a return pipe, and the distillation time is controlled to be 2 hours;
s6: and after the distillation of the acetyl chloride is finished, closing the communication between the reaction flask and the reflux pipe, opening the low-temperature condenser, communicating the low-temperature condenser and a vacuum pump through a vacuum connecting pipe, opening the vacuum pump, adjusting the vacuum degree, switching on condensed water, starting reduced pressure distillation, evaporating the vinyl triacetoxysilane generated in the mixed solution, condensing the vinyl triacetoxysilane, and storing the vinyl triacetoxysilane in a receiving bottle to obtain a finished product solution.
Specifically, in S1, the vinyltrichlorosilane added is a product obtained by distilling acetylene and trichlorosilane in the presence of a Pt catalyst.
Specifically, in S2, the molar ratio of the acetic anhydride solution added to the reaction flask to the vinyltrichlorosilane added was 1: 3.
Specifically, in S5, acetyl chloride and sodium acetate regenerate acetic anhydride in the reaction kettle, and the produced acetic anhydride is stored and used for being added into the reaction flask through the acetic anhydride liquid through tube for reacting with the vinyl trichlorosilane again, so that circulation is realized.
Specifically, in S6, when the vacuum pump is used to pump air, a safety bottle should be installed at the front end of the pump to prevent the water flow from sucking back when the negative pressure drops, and when distillation is stopped, the pump should be closed after air is released.
Example 3
A preparation method of vinyl triacetoxysilane comprises the following steps:
s1: putting a certain amount of vinyl trichlorosilane into a five-mouth reaction flask with magnetic stirring, an acetic anhydride liquid-through pipe, a thermometer, a low-temperature condenser and a reflux pipe;
s2: introducing a certain amount of acetic anhydride solution into the reaction flask through an acetic anhydride liquid-communicating tube, starting magnetic stirring at room temperature, and stirring for 20 minutes;
s3: after stirring, placing the reaction flask into a water bath heating pot, slowly heating the mixed solution of acetic anhydride and vinyl trichlorosilane in the reaction flask until boiling for 7 hours to ensure that the acetic anhydride and the vinyl trichlorosilane completely react;
s4: in the process of boiling and heating acetic anhydride and vinyl trichlorosilane, sealing an acetic anhydride liquid through pipe and a low-temperature condensing pipe all the time, introducing the other end of a return pipe into a reaction kettle containing sodium acetate, and stirring and mixing the reaction kettle;
s5: simultaneously, after the reaction of acetic anhydride and vinyl trichlorosilane is finished, acetyl chloride in the reaction mixed liquid is evaporated out by adopting a normal pressure distillation mode, the evaporated acetyl chloride is continuously introduced into the reaction kettle through a return pipe, and the distillation time is controlled to be 3 hours;
s6: and after the distillation of the acetyl chloride is finished, closing the communication between the reaction flask and the reflux pipe, opening the low-temperature condenser, communicating the low-temperature condenser and a vacuum pump through a vacuum connecting pipe, opening the vacuum pump, adjusting the vacuum degree, switching on condensed water, starting reduced pressure distillation, evaporating the vinyl triacetoxysilane generated in the mixed solution, condensing the vinyl triacetoxysilane, and storing the vinyl triacetoxysilane in a receiving bottle to obtain a finished product solution.
Specifically, in S1, the vinyltrichlorosilane added is a product obtained by distilling acetylene and trichlorosilane in the presence of a Pt catalyst.
Specifically, in S2, the molar ratio between the acetic anhydride solution added to the reaction flask and the vinyltrichlorosilane added was 1: 4.
Specifically, in S5, acetyl chloride and sodium acetate regenerate acetic anhydride in the reaction kettle, and the produced acetic anhydride is stored and used for being added into the reaction flask through the acetic anhydride liquid through tube for reacting with the vinyl trichlorosilane again, so that circulation is realized.
Specifically, in S6, when the vacuum pump is used to pump air, a safety bottle should be installed at the front end of the pump to prevent the water flow from sucking back when the negative pressure drops, and when distillation is stopped, the pump should be closed after air is released.
Finally, it should be noted that: although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that modifications may be made to the embodiments or portions thereof without departing from the spirit and scope of the invention.

Claims (5)

1. A preparation method of vinyl triacetoxysilane is characterized by comprising the following steps: the method comprises the following steps:
s1: putting a certain amount of vinyl trichlorosilane into a five-mouth reaction flask with magnetic stirring, an acetic anhydride liquid-through pipe, a thermometer, a low-temperature condenser and a reflux pipe;
s2: introducing a certain amount of acetic anhydride solution into the reaction flask through an acetic anhydride liquid-through pipe, starting magnetic stirring at room temperature, and stirring for 10-20 minutes;
s3: after stirring, placing the reaction flask into a water bath heating pot, slowly heating the mixed solution of acetic anhydride and vinyl trichlorosilane in the reaction flask until boiling for 3-7 hours to ensure that the acetic anhydride and the vinyl trichlorosilane completely react;
s4: in the process of boiling and heating acetic anhydride and vinyl trichlorosilane, sealing an acetic anhydride liquid through pipe and a low-temperature condensing pipe all the time, introducing the other end of a return pipe into a reaction kettle containing sodium acetate, and stirring and mixing the reaction kettle;
s5: simultaneously, after the reaction of acetic anhydride and vinyl trichlorosilane is finished, acetyl chloride in the reaction mixed liquid is evaporated out by adopting a normal pressure distillation mode, the evaporated acetyl chloride is continuously introduced into the reaction kettle through a return pipe, and the distillation time is controlled to be 1-3 hours;
s6: and after the distillation of the acetyl chloride is finished, closing the communication between the reaction flask and the reflux pipe, opening the low-temperature condenser, communicating the low-temperature condenser and a vacuum pump through a vacuum connecting pipe, opening the vacuum pump, adjusting the vacuum degree, switching on condensed water, starting reduced pressure distillation, evaporating the vinyl triacetoxysilane generated in the mixed solution, condensing the vinyl triacetoxysilane, and storing the vinyl triacetoxysilane in a receiving bottle to obtain a finished product solution.
2. The method for preparing vinyltriacetoxysilane according to claim 1, wherein: in S1, the vinyltrichlorosilane added is a product obtained by distilling acetylene and trichlorosilane in the presence of a Pt catalyst.
3. The method for preparing vinyltriacetoxysilane according to claim 1, wherein: in S2, the molar ratio of the acetic anhydride solution added into the reaction flask to the added vinyl trichlorosilane is 1: 2-4.
4. The method for preparing vinyltriacetoxysilane according to claim 1, wherein: in S5, acetyl chloride and sodium acetate regenerate acetic anhydride in the reaction kettle, and the produced acetic anhydride is stored and used for being added into the reaction flask through an acetic anhydride liquid through tube for reacting with the vinyl trichlorosilane again, so that circulation is realized.
5. The method for preparing vinyltriacetoxysilane according to claim 1, wherein: in S6, when the vacuum pump is used to pump air, a safety bottle should be installed at the front end of the pump to prevent the water flow from sucking back when the negative pressure drops, and when the distillation is stopped, the pump should be closed after air is released.
CN202011451362.4A 2020-12-11 2020-12-11 Preparation method of vinyl triacetoxysilane Pending CN112521416A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5387706A (en) * 1994-06-27 1995-02-07 Dow Corning Corporation Process for preparing acyloxysilanes
CN1693307A (en) * 2005-04-28 2005-11-09 陈俊光 Alkyl acyloxy silicane and its preparation process and process for preparing RTV room temp silicon sulfide rubber acetic acid type crosslinking agent
CN102321114A (en) * 2011-08-11 2012-01-18 浙江大学 Method for synthesizing acetoxylsilane

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5387706A (en) * 1994-06-27 1995-02-07 Dow Corning Corporation Process for preparing acyloxysilanes
CN1693307A (en) * 2005-04-28 2005-11-09 陈俊光 Alkyl acyloxy silicane and its preparation process and process for preparing RTV room temp silicon sulfide rubber acetic acid type crosslinking agent
CN102321114A (en) * 2011-08-11 2012-01-18 浙江大学 Method for synthesizing acetoxylsilane

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