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Method for catalyzing hydrosilylation with ruthenium compound

A ruthenium compound and hydrogen addition technology are applied in chemical instruments and methods, compounds of group 4/14 elements of the periodic table, organic chemistry, etc., which can solve problems such as harsh requirements and unfavorable environmental protection, and achieve less side reactions and low cost. Low, high yield effect

Active Publication Date: 2012-10-03
ZHEJIANG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The report discloses the hydrosilylation reaction of 1-octene and triethoxysilane under a specific catalyst, but it requires harsh conditions (such as reaction temperature) and needs to be carried out in the presence of benzene, which is not conducive to environmental protection

Method used

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  • Method for catalyzing hydrosilylation with ruthenium compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] In a 500mL round bottom flask, add α-hexadecene 134.66g (0.6mol) and trimethoxysilane 75.76g (0.62mol), then add the catalyst carbonyl ruthenium chloride [RuCl 2 (CO) 3 ] 2 1.0mL of 1,4-dioxane solution (wherein, the ruthenium content is 3000mg / L) constitutes the reaction system, the concentration of ruthenium in the reaction system is 14.19mg / kg, stirring reaction under 35 ℃, after 76 hours, the reaction The GC detection results of the liquid showed that the composition of the reaction system did not change any more, the GC-FID area normalized content of the β addition product was 81.27%, and the other compositions were trimethoxysilane 0.03%, tetramethoxysilane 1.82%, Non-α hexadecene 3.47%, α-hexadecene 0.65%, hexadecane 0.27%, α addition products and other addition product isomers 5.81%.

Embodiment 2~10

[0026] Add α-hexadecene 134.66g (0.6mol), change the type and amount of alkoxyhydrogensilane, the type and amount of catalyst, reaction temperature, one or more conditions in the reaction time, other operations are the same as in Example 1 , The GC-FID area-normalized content of the β-addition products is listed in Table 1.

[0027] Table 1

[0028] Example

2

3

4

5

6

7

8

9

10

Alkoxyhydrosilane *

a

a

a

b

b

b

c

c

d

Alkoxyhydrosilane dosage

(mol)

0.50

0.60

0.70

0.48

0.60

0.72

0.55

0.63

0.66

Alkoxyhydrosilane and α-

The molar ratio of olefins

0.83

1

1.17

0.80

1

1.2

0.92

1.05

1.1

catalyst **

h

h

g+h

g

i

j

j

...

Embodiment 11~19

[0032] Add α-hexene 63.12g (0.75mol), change the kind of alkoxyhydrogensilane, consumption, catalyst type, dosage, reaction temperature, one or more conditions in the reaction time, other conditions are identical with embodiment 1, β The GC-FID area normalized content of the addition products is listed in Table 2.

[0033] Table 2

[0034] Example

11

12

13

14

15

16

17

18

19

Alkoxyhydrosilane *

a

a

a

b

b

b

c

c

d

Alkoxyhydrosilane dosage

(mol)

0.63

0.75

0.87

0.60

0.75

0.90

0.80

0.63

0.82

Alkoxyhydrosilane and α-

The molar ratio of olefins

0.84

1

1.16

0.80

1

1.2

0.92

1.07

1.09

catalyst **

h

h

g+h

g

i

j

j

...

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Abstract

The invention discloses a method for catalyzing hydrosilylation with a ruthenium compound, which comprises the step of performing the hydrosilylation in a reaction system which consists of alpha-olefin, alkoxysilane and the ruthenium compound catalyst at the temperature of between 0 and 50 DEG C. When the method of the invention is used, the hydrosilylation of the alpha-olefin and the alkoxysilane can be performed under mild conditions. The method has the advantages of few side reactions, high yield, low cost, high safety and suitability for industrial production.

Description

technical field [0001] The invention relates to a method for catalyzing the hydrosilylation reaction in the field of organic chemistry, in particular to a method for catalyzing the hydrosilylation reaction of alkoxyhydrosilane and alpha-olefin with a ruthenium compound. Background technique [0002] The introduction of long-chain alkyl groups into silicone molecules can endow silicone products with new properties. Long-chain alkyl alkoxysilane, as a kind of organic silicon coupling agent, can be used to treat inorganic materials such as glass, silica, alumina, kaolin, ceramics, mica, silicon carbide, talc, etc., to improve the relationship between inorganic materials and The compatibility of organic materials such as plastics, rubber oils, adhesives, etc., enhances the mechanical properties of products; it can be used as an anti-fogging agent for glass, to protect blank glass and film-treated glass such as optical anti-reflection coating, vacuum anti-reflection coating, refl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18
Inventor 陈关喜管雁吴清洲
Owner ZHEJIANG UNIV