Unlock instant, AI-driven research and patent intelligence for your innovation.

Optimum Preparation Method of Alkyl Silicon Compounds Based on Addition Reaction

An addition reaction and compound technology, applied in the field of metal catalytic synthesis, can solve the problems of complex catalyst structure, lack of selectivity, low metal platinum content, etc., and achieve the effect of green environmental protection catalytic activity, high reaction efficiency and high yield

Active Publication Date: 2021-06-29
SHANGHAI JIAOTONG UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the low content of metal platinum in the earth's crust, the price is expensive, and this type of platinum catalyst does not have good selectivity when catalyzing the hydrosilylation reaction of olefins, many manufacturers are discouraged from using this type of catalyst.
However, the existing nickel catalyst system is not easy to be put into industrial use due to factors such as complex structure and instability of the catalyst.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Optimum Preparation Method of Alkyl Silicon Compounds Based on Addition Reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] This example relates to the synthesis of diphenyl(4-phenyl)-butylsilane method, specifically including the following steps:

[0018] Weigh the complex compound (1.0mol%, 2.2mg) of nickel chloride and ethylene glycol dimethyl ether, potassium tert-butoxide (3.0mol%, 3.4mg) in the vacuum pumping-baked reaction tube, Add tetrahydrofuran (4.0mL) to start stirring, add diphenylsilane (2.4mmol, 441.8mg) and styrenebutene (2.0mmol, 632.3mg) to the system under nitrogen protection, stir at room temperature under nitrogen atmosphere until TLC detects the reaction of raw materials After removing the solvent in the system, the target product was obtained by column chromatography.

[0019] Present embodiment productive rate: 82%, product measured data is: 1 H NMR (400MHz, CDCl 3 ):δ7.56-7.54(m,4H),7.40-7.34(m,6H),7.27-7.24(s,2H),7.19-7.13(m,3H),4.86(t,J=4.0Hz,1H ),2.59(t,J=7.6Hz,2H),1.74-1.66(m,2H),1.57-1.49(m,2H),1.21-1.17(m,2H). 13 C NMR (100MHz, CDCl 3 ): δ142.7, 135.3, 1...

Embodiment 2

[0022] This example relates to the synthesis of (2-methyl)-pentyldiphenylsilane According to the same operation as in Example 1, the difference is that the reaction raw material olefin is replaced by 2-methylpentene (2.0mmol, 168.2mg).

[0023] The reaction yield of this embodiment: 83%, the product measured data is: 1 H NMR (400MHz, CDCl 3 ):δ7.61-7.58(m,4H),7.43-7.35(m,6H),4.97(t,J=4.0Hz,1H),1.78-1.69(m,1H),1.38-1.21(m,5H ),1.10-1.03(m,1H),0.98(d,J=6.8Hz,3H),0.87-0.84(m,3H). 13 C NMR (100MHz, CDCl 3 ): δ135.4, 135.3, 135.2, 135.1, 129.6, 129.5, 128.1, 128.0, 42.6, 29.5, 22.7, 20.8, 20.2, 14.3.

[0024] The (2-methyl)-pentyldiphenylsilane prepared in this example is further used to synthesize silicon-containing materials.

Embodiment 3

[0026] This example relates to the synthesis of (cyclohexyl)-methyldiphenylsilane According to the same operation as in Example 1, the difference is that the reaction raw material olefin is replaced by methylene cyclohexane (2.0mmol, 192.2mg).

[0027] The reaction yield of this embodiment: 83%, the product measured data is: 1 H NMR (400MHz, CDCl 3 ):δ7.59-7.56(m,4H),7.40-7.34(m,6H),4.96(t,J=4.0Hz,1H),1.81-1.78(m,2H),1.69-1.61(m,3H ),1.55-1.50(m,1H),1.18-1.14(m,5H),1.06-1.00(m,2H). 13 C NMR (100MHz, CDCl 3 ): δ135.3, 135.2, 129.5, 128.1, 36.6, 34.6, 26.6, 26.4, 21.2.

[0028] The (cyclohexyl)-methyldiphenylsilane prepared in this example is further used to synthesize silicon-containing materials.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

An optimized preparation method of alkyl silicon compounds based on addition reaction, using divalent nickel salt and alkoxy metal compound as the catalytic system, catalyzes the reverse Markov addition reaction of terminal aliphatic olefins and silane reagents, so as to realize the alkane Selective synthesis of silicon-based compounds. The catalyst system of the invention is simple and easy to obtain, the synthesis route is simple, efficient and economical, the conditions are mild, and the applicability is wide, which will greatly promote the later industrial production of alkyl silicon compounds.

Description

technical field [0001] The invention relates to a technology in the field of metal catalytic synthesis, in particular to a method for preparing alkyl silicon compounds by catalyzing the addition reaction of olefins and silanes under mild conditions. Background technique [0002] Silicon-containing materials have important applications in the chemical industry due to their excellent properties such as high temperature resistance, corrosion resistance and physiological inertness. For example, alkoxy silicon compounds and long-chain alkyl silicon are often used as important precursors in chemicals such as synthetic lubricants, surfactants, and defoamers; while chlorinated propylsilane, epoxy-containing Both propane-substituted silanes and sulfur-atom-containing silanes can be used as common crosslinking agents and coupling agents in the synthesis of rubber and viscose. [0003] Selective hydrosilylation of alkenes is one of the important routes to synthesize these monomers. I...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/08
CPCC07F7/0805C07F7/081C07F7/0814C07F7/0829
Inventor 张兆国丁广妮谢小敏
Owner SHANGHAI JIAOTONG UNIV