CN1746174A - Preparation of long-chain alkyl silane - Google Patents
Preparation of long-chain alkyl silane Download PDFInfo
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- CN1746174A CN1746174A CN 200410041990 CN200410041990A CN1746174A CN 1746174 A CN1746174 A CN 1746174A CN 200410041990 CN200410041990 CN 200410041990 CN 200410041990 A CN200410041990 A CN 200410041990A CN 1746174 A CN1746174 A CN 1746174A
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Abstract
Production of long-chain alkyl silane is carried out by taking unsaturated long-chain olefin and hydrogen-contained silane as raw materials, reacting at particular temperature with palladium as catalyst proportionally and generating mixture containing long-chain alkyl silane. It is characterized by adding into catalyst promoter which is expressed in formula: NH2CH2CH2NH2CH2CH2SCH2CH2CH2R. Among them, R is saturated alkyl, length of carbon chain is C1-C18 or is alkoxy silica-base and length of alkyl carbon chain is C1-C6. It has higher catalytic activity and purity.
Description
Technical field
The present invention relates to the preparation method of long chain alkyl silane.
Background technology
In research to the synthetic method of long chain alkyl silane, be that employing silane containing hydrogen and unsaturated long-chain olefin are raw material mostly, by a certain percentage at a certain temperature, be in the presence of the platinum catalyst of preparation of raw material mainly with the Platinic chloride, the directly synthetic mixture that contains long chain alkyl silane is collected the target substance long chain alkyl silane by rectification under vacuum technology at last; Its synthesis mechanism can be represented with following equation:
The shortcoming of above-mentioned synthetic method is: because unsaturated long-chain olefin is sterically hindered excessive, silane containing hydrogen and unsaturated long-chain olefin addition have been hindered, thereby must select extraordinary catalyst adjuvant, and improve its catalytic activity, make the effectively addition of unsaturated long-chain olefin and silane containing hydrogen.
Summary of the invention
At the problems referred to above, method of the present invention will provide a kind of new catalyst adjuvant, and it can impel effective addition of unsaturated long-chain olefin and silane containing hydrogen.
The extraordinary catalyst adjuvant that the present invention selects, its structural formula be,
NH
2CH
2CH
2NH
2CH
2CH
2SCH
2CH
2CH
2R
In the formula: R is a saturated alkyl, and carbon chain lengths is C
1～C
18Perhaps be alkoxysilyl group, wherein alkyl carbon chain length is C
1～C
6
The concrete technical scheme that the present invention adopts is: the preparation method of described long chain alkyl silane, be mainly: adopting unsaturated long-chain olefin and silane containing hydrogen is raw material, under the platinum catalyst effect, reaction generates the mixture that contains long chain alkyl silane by a certain percentage at a certain temperature; Be characterized in: also added promotor in reaction process, described promotor can be represented with following structural formula:
NH
2CH
2CH
2NH
2CH
2CH
2SCH
2CH
2CH
2R
In the formula: R is a saturated alkyl, and carbon chain lengths is C
1～C
18Perhaps be alkoxysilyl group, wherein alkyl carbon chain length is C
1～C
6
The structural formula of described long chain alkyl silane is:
C
nH
2n+1SiX
aR
3-a
In the formula: R is an alkyl group, and the alkyl group carbon chain lengths is C
1～C
8X is the alkoxy grp that halogen atom, alkoxy base, trialkyl silica base group or alkoxyl group replace; A is 1～3 integer; The n value is 12～18 integer.
The structural formula of described unsaturated long-chain olefin is as follows:
C
nH
2n
The unsaturated double-bond position is C in the formula
1～C
8The n value is 12～18 integer.
Described silane containing hydrogen can be represented with following structural formula:
HSiX
aR
3-a
In the formula: R is an alkyl, and carbon chain lengths is C
1～C
8X is the alkoxy grp that halogen atom, alkoxy base, trialkyl silica base group or alkoxyl group replace; A is 1～3 integer.
Described platinum catalyst is a Platinic chloride, and structural formula is: H
6PtCl
66H
2O.
The temperature range of described certain temperature is 90～150 ℃.
Described silane containing hydrogen and unsaturated long-chain olefin react by a certain percentage, and its molar ratio is 1: 1～1: 5.
Advantage of the present invention is: improved the catalytic activity of catalyzer greatly, the purity of products obtained therefrom is greater than 95%, and yield is more than 80%.
Embodiment
The invention will be further described below by specific embodiment.
Embodiment one
In 51 autoclaves (8.0MPa), add Trimethoxy silane 1000g (98%), a-C
12Alkene 1377g (98%), in the catalyzer 16g of Platinic chloride, sulfo-amine and tetrahydrofuran (THF) preparation (wherein: with platiniferous Pt, 25ppm; Promotor sulfo-amine substance: 10ppm), be warmed up to 100 ℃ under stirring, direct draught reaction 6 hours.Reaction finishes the postcooling cooling, and 170～190 ℃/1.3kPa～13kPa fraction 1947g is collected in the reaction solution rectification under vacuum, adopts the GC-14C chromatograph to detect, and its purity reaches 95.7%, and yield reaches 80%.
Embodiment two
In 51 autoclaves (8.0MPa), add Trimethoxy silane 1000g (98%), a-C
16Alkene 1836g (98%), in the catalyzer 25g of Platinic chloride, sulfo-amine and tetrahydrofuran (THF) preparation (wherein: with platiniferous Pt, 30ppm; Promotor sulfo-amine substance: 10ppm), be warmed up to 100 ℃ under stirring, direct draught reaction 6 hours.Reaction finishes the postcooling cooling, and 180～200 ℃/1.3kPa～13kPa fraction 2377g is collected in the reaction solution rectification under vacuum, adopts the GC-14C chromatograph to detect, and its purity reaches 95.2%, and yield reaches 81%.
Comparative example one
In 51 autoclaves (8.0MPa), add Trimethoxy silane 1000g (98%), a-C
12Alkene 1377g (98%), (wherein: with platiniferous Pt, 25ppm), be warmed up to 100 ℃ under stirring, direct draught reacted 6 hours the catalyzer 16g for preparing in Platinic chloride and tetrahydrofuran (THF).Reaction finishes the postcooling cooling, and 170～190 ℃/1.3kPa～13kPa fraction 730g is collected in the reaction solution rectification under vacuum, adopts the GC-14C chromatograph to detect, and its purity reaches 95.7%, and yield reaches 30%.
Comparative example one
In 51 autoclaves (8.0MPa), add Trimethoxy silane 1000g (98%), a-C
16Alkene 1836g (98%), (wherein: with platiniferous Pt, 25ppm), be warmed up to 100 ℃ under stirring, direct draught reacted 6 hours the catalyzer 25g for preparing in Platinic chloride and tetrahydrofuran (THF).Reaction finishes the postcooling cooling, and 180～200 ℃/1.3kPa～13kPa fraction 729g is collected in the reaction solution rectification under vacuum, adopts the GC-14C chromatograph to detect, and its purity reaches 95.2%, and yield reaches 25%.
Claims (7)
1, the preparation method of long chain alkyl silane is mainly: adopting unsaturated long-chain olefin and silane containing hydrogen is raw material, and under the platinum catalyst effect, reaction generates the mixture that contains long chain alkyl silane by a certain percentage at a certain temperature; It is characterized in that: also added promotor in reaction process, described promotor can be represented with following structural formula:
NH
2CH
2CH
2NH
2CH
2CH
2SCH
2CH
2CH
2R
In the formula: R is a saturated alkyl, and carbon chain lengths is C
1～C
18Perhaps be alkoxysilyl group, wherein alkyl carbon chain length is C
1～C
6
2, preparation method according to claim 1 is characterized in that: the structural formula of described long chain alkyl silane is:
C
nH
2n+1SiX
aR
3-a
In the formula: R is an alkyl group, and the alkyl group carbon chain lengths is C
1～C
8X is the alkoxy grp that halogen atom, alkoxy base, trialkyl silica base group or alkoxyl group replace; A is 1～3 integer; The n value is 12～18 integer.
3, preparation method according to claim 1 is characterized in that: the structural formula of described unsaturated long-chain olefin is as follows:
C
nH
2n
The unsaturated double-bond position is C in the formula
1～C
8The n value is 12～18 integer.
4, preparation method according to claim 1 is characterized in that: described silane containing hydrogen can be represented with following structural formula:
HSiX
aR
3-a
In the formula: R is an alkyl, and carbon chain lengths is C
1～C
8X is the alkoxy grp that halogen atom, alkoxy base, trialkyl silica base group or alkoxyl group replace; A is 1～3 integer.
5, preparation method according to claim 1 is characterized in that: described platinum catalyst is a Platinic chloride, and structural formula is: H
6PtCl
66H
2O.
6, preparation method according to claim 1 is characterized in that: described certain temperature, its temperature range are 90～150 ℃.
7, preparation method according to claim 1 is characterized in that: the mol ratio of described silane containing hydrogen and unsaturated long-chain olefin is 1: 1～1: 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410041990 CN1746174A (en) | 2004-09-11 | 2004-09-11 | Preparation of long-chain alkyl silane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410041990 CN1746174A (en) | 2004-09-11 | 2004-09-11 | Preparation of long-chain alkyl silane |
Publications (1)
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|---|---|
| CN1746174A true CN1746174A (en) | 2006-03-15 |
Family
ID=36165915
Family Applications (1)
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|---|---|---|---|
| CN 200410041990 Pending CN1746174A (en) | 2004-09-11 | 2004-09-11 | Preparation of long-chain alkyl silane |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101519413B (en) * | 2009-04-08 | 2011-06-15 | 荆州市江汉精细化工有限公司 | Method for circularly producing silane coupling agent |
| CN103936782A (en) * | 2014-04-03 | 2014-07-23 | 山东硅科新材料有限公司 | Method for preparing long-chain alkyl siloxane by virtue of catalyzed hydrosilylation |
| CN109824713A (en) * | 2019-03-05 | 2019-05-31 | 荆州市江汉精细化工有限公司 | A kind of preparation method of chain alkyl trialkoxy silane |
-
2004
- 2004-09-11 CN CN 200410041990 patent/CN1746174A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101519413B (en) * | 2009-04-08 | 2011-06-15 | 荆州市江汉精细化工有限公司 | Method for circularly producing silane coupling agent |
| CN103936782A (en) * | 2014-04-03 | 2014-07-23 | 山东硅科新材料有限公司 | Method for preparing long-chain alkyl siloxane by virtue of catalyzed hydrosilylation |
| CN109824713A (en) * | 2019-03-05 | 2019-05-31 | 荆州市江汉精细化工有限公司 | A kind of preparation method of chain alkyl trialkoxy silane |
| CN109824713B (en) * | 2019-03-05 | 2021-07-09 | 湖北江瀚新材料股份有限公司 | Preparation method of long-chain alkyl trialkoxysilane |
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