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Silanol organic compound and preparation method thereof

A technology of organic compounds and silanols, applied in the direction of silicon organic compounds, etc., can solve the problems of expensive chlorosilane raw materials, difficulty in industrialized production, and difficult to handle organic waste, etc., and achieve the effect of cheap catalysts, wide application range, and clean oxidants

Inactive Publication Date: 2019-06-25
YUNNAN MINZU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] (1) Silanol is obtained by hydrolysis of chlorosilane, and the raw material price of chlorosilane is expensive
[0008] (2) The hydrolysis of silicon ether by strong base to obtain silanol, the separation process is cumbersome and the atom economy is poor
[0009] (3) Silane is oxidized to obtain silanol. This method has high toxicity, low yield, poor selectivity, and many toxic by-products will be generated.
[0010] (4) Transition metal catalyzed silane oxidation reaction to obtain silanol, which uses a noble metal catalyst, which is expensive and difficult to realize industrial production
[0011] (5) With small molecule perfluoroalkyl aryl ketone as catalyst, H 2 o 2 Catalytic silane oxidation process as an oxidant, perfluoroalkyl aryl ketone is used as a catalyst in a large amount (10%), and the synthesis is relatively difficult, and it is a kind of organic waste that is difficult to handle

Method used

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  • Silanol organic compound and preparation method thereof
  • Silanol organic compound and preparation method thereof
  • Silanol organic compound and preparation method thereof

Examples

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preparation example Construction

[0037] Such as figure 1 As shown, the preparation method of the silanol organic compound provided by the embodiments of the present invention comprises:

[0038] S101: using silane and water as reaction raw materials, using sulfoxide as a catalyst, and reacting under a protective gas atmosphere at 30° C. to 180° C. to prepare corresponding silanol products.

[0039] S102: After extraction, the organic solvent is removed under reduced pressure to obtain the target product silanol organic compound.

[0040] In the present invention, water is selected from domestic water, and the molar ratio of silane:water is 1:1-500.

[0041] In the present invention, sulfoxide is selected from one of dimethyl sulfoxide, diphenyl sulfoxide, dibenzyl sulfoxide, methylphenyl sulfoxide, benzyl methyl sulfoxide, and tetramethylene sulfoxide. A mixture of one or more sulfoxides, the volume ratio of silane to organic solvent is 1:2-20.

[0042] In the present invention, the protective gas is selec...

Embodiment 1

[0054] In a 15ml reaction tube equipped with a magnetic stirring bar, send it to the glove box, add 81.6mg 1,3-dimethylphenylsilane, 2ml dimethyl sulfoxide, 324ul water, under argon atmosphere, temperature The temperature is 120°C, the magnetic stirrer is 800rpm, and the reaction process is detected by TLC. After the silane reaction is complete, the target product is extracted and concentrated. The product is 1,3-dimethylphenylsilanol, a colorless oily liquid, and the yield is 93% (according to silane), 1 H NMR (400MHz, CDCl 3 )δ:7.61-7.59(2H,m),7.42-7.37(3H,m),2.47(1H,br),0.41(6H,s); 13 C NMR (100MHz, CDCl 3 )δ139.2, 133.2, 129.7, 128.0, 0.1, such as figure 2 shown.

Embodiment 2

[0055] Example 2: In a 15ml reaction tube equipped with a magnetic stirring bar, send it to a glove box, add 118.8mg diphenylmethyl silane, 2ml dimethyl sulfoxide, 324ul water, under an argon atmosphere, the temperature The temperature is 120°C, the magnetic stirrer is 800rpm, and the reaction process is detected by TLC. After the silane reaction is complete, the target product is extracted and concentrated. The product is diphenylmethylsilanol, a colorless oily liquid, and the yield is 96% (according to silane meter), 1 H NMR (400MHz, CDCl 3 )δ:7.68-7.59(4H,m),7.47-7.34(6H,m),3.66(1H,br),0.68(3H,s); 13 C NMR (100MHz, CDCl 3 )δ137.1, 133.9, 129.6, 127.8, -1.1.

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Abstract

The invention belongs to the technical field of chemical industry, and discloses a silanol organic compound and a preparation method thereof. The preparation method of the silanol organic compound takes silane and water as reaction raw materials and sulfoxide as a catalyst, and carries out reaction by heating under an argon atmosphere to prepare a corresponding silanol product. The product prepared by the method has the advantages of high yield, good selectivity, mild reaction, cheap catalyst, no metal participation, environmental protection, good atom economy, and wide application range, andthe use of the water as an oxygen source accords with the development concept of green chemistry.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and in particular relates to a silanol organic compound and a preparation method. Background technique [0002] At present, the existing technologies commonly used in the industry are as follows: [0003] As the primary raw material for the production of silicone downstream products, silanols play a pivotal role in the production of organic chemicals and pharmaceutical chemicals, such as nucleophiles, directing groups or catalysts in organic reactions, and linear polysiloxanes The capping agent and the molecular weight regulator in the polymerization reaction are used for the pharmacological research of pheromone analogues, as a potential drug target in vivo, etc. [0004] There are three traditional methods for synthesizing silanols, including hydrolysis of chlorosilanes, hydrolysis of silicon ethers with strong bases, and oxidation of silanes. In the hydrolysis reaction of chlorosil...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08C08G77/38
Inventor 樊保敏陈景超周永云樊瑞峰孙蔚青曾广智尹俊林林成源吕海平
Owner YUNNAN MINZU UNIV
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