CN101307067B - Preparation method of isocyanate alkoxysilane - Google Patents
Preparation method of isocyanate alkoxysilane Download PDFInfo
- Publication number
- CN101307067B CN101307067B CN200710022617A CN200710022617A CN101307067B CN 101307067 B CN101307067 B CN 101307067B CN 200710022617 A CN200710022617 A CN 200710022617A CN 200710022617 A CN200710022617 A CN 200710022617A CN 101307067 B CN101307067 B CN 101307067B
- Authority
- CN
- China
- Prior art keywords
- alkoxy silane
- preparation
- cracking
- carbamate groups
- oconhch
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Abstract
The invention discloses a method for preparing isocyanato-alkoxy silane by a thermal-cracking method without catalyst. The method has the advantages of simple equipment and easy operation. The method comprises the following steps of: (1) using carbamato-alkoxy silane as a raw material, and adjusting the pH value of the carbamato-alkoxy silane to a value of between 0 and 7; (2) thermally cracking the carbamato-alkoxy silane which is subject to the processing of the step (1) at normal atmosphere to produce a mixture containing alcohol, the carbamato-alkoxy silane and the isocyanato-alkoxy silane; (3) decompressing and distilling the mixture acquired from the step (2) and collecting fractions to produce the isocyanato-alkoxy silane. The method can be widely used for preparing the isocyanato-alkoxy silane in industry.
Description
Technical field
The present invention relates to a kind of method that adopts pyrolysis method to prepare isocyanate alkoxysilane.
Background technology
The Chinese patent publication number is to disclose a kind of preparation method in the patent document of CN1483038, and in the presence of heterogeneous catalyst, thermo-cracking carbamate groups organoalkoxysilane finally obtains isocyanate alkoxysilane.The shortcoming of aforesaid method is: cracking need be used catalyzer, and simultaneously, according to disclosed method in this patent document, product, raw material be polymerization easily in cracking process.
The Chinese patent publication number is to disclose another kind of preparation method in the patent document of CN1839140, and in the presence of heterogeneous catalyst, thermo-cracking carbamate groups organoalkoxysilane finally obtains isocyanate alkoxysilane.The shortcoming of aforesaid method is: need to use specific installation, be difficult to operation.
U.S. Patent number is in the open source literature of USA6008396, discloses a kind of preparation method, is in the thermal lag medium; The carbamate groups organoalkoxysilane is sloughed alcohol, and the carboxylamine root is closed organosilane change into isocyanate alkoxysilane, yet; Even after the short period of time; Impurity concentration also increases in the medium, makes the expection degree of purity of production significantly reduce, and is difficult to use.
Summary of the invention
Technical problem to be solved by this invention is: provide a kind of and need not that catalyzer, equipment are simple, the preparation method of the isocyanate alkoxysilane of easy handling.
For addressing the above problem, the technical scheme that the present invention adopts is: the preparation method of described isocyanate alkoxysilane comprises the steps:
(1) is raw material with the carbamate groups organoalkoxysilane, the pH value of carbamate groups organoalkoxysilane is transferred to 0-7;
(2) the normal pressure thermo-cracking is passed through the carbamate groups organoalkoxysilane after step (1) is handled, and obtains containing the mixture of alcohol, carbamate groups organoalkoxysilane and isocyanate alkoxysilane.
(3) mixture that again step (2) is obtained carries out underpressure distillation and collects cut, obtains isocyanate alkoxysilane.
Above-mentioned carbamate groups organoalkoxysilane is selected from
CH
3OCONHCH
2CH
2CH
2Si(OCH
3)
3
CH
3OCONHCH
2CH
2CH
2CH
3Si(OCH
3)
2
CH
3CH
2OCONHCH
2CH
2CH
2Si(OCH
2CH
3)
3
CH
3CH
2OCONHCH
2CH
2CH
2CH
3Si (OCH
2CH
3)
2In any one.
The optimum range of the pH value in the above-mentioned steps (1) is 4-5.Behind the adjustment pH value, not only make the carbamate groups organoalkoxysilane be easy to cracking, and avoided the polymerization of generation product.
Among the present invention, adopt CO when transferring pH value in the above-mentioned steps (1)
2, HCl, or can produce the low-boiling compound of HCl.Described low-boiling compound is selected from: SiCl
4, CH
3SiCl
3, (CH
3)
2SiCl
2, (CH
3)
3SiCl, CH
3CH
2CH
2SiCl
3, ClCH
3CH
2CH
2SiCl
3, HSiCl
3, CH
3HSiCl
2, SnCl
4, CH
3SnCl
3, (CH
3)
2SnCl
2, (CH
3)
3SnCl.Described low-boiling compound optimum is SiCl
4Or SnCl
4
The thermo-cracking temperature is 300 ℃～500 ℃ in the above-mentioned steps (2).Optimum is 350 ℃～450 ℃.
The invention has the beneficial effects as follows: through regulating suitable substance P H value, avoid polymeric generation in cracking process, simultaneously, cracking process need not add catalyzer, and equipment is simple, and no solid or other refuse produce, easy handling.
Embodiment
Utilize specific embodiment that the present invention is done further description below.
Example one
Claim 298g urethanum triethoxyl silane, add anhydrous SnCl
40.02g the PH of dissolving back urethanum triethoxyl silane is about 4.Under normal pressure, the there-necked flask of band TM, condensing surface, constant voltage addition funnel is heated to 450 ℃, be that 4 urethanum triethoxyl silane is added drop-wise in this flask with pH value; Carry out thermo-cracking, dropping needs about 1h, collects cut and carries out underpressure distillation; Collect the cut 236g of 130 ℃/20mmHg; Detect through GC-14C, purity is greater than 98% again, yield 94.5%.Through IR spectroscopy, at 2276cm
-1Strong and sharp absorption peak is arranged, prove N=C=O group charateristic avsorption band.
Example two
Claim 240g Urethylane Trimethoxy silane, add anhydrous SiCl
40.01g the PH of dissolving back Urethylane Trimethoxy silane is about 5.Under normal pressure, the there-necked flask of band TM, condensing surface, constant voltage addition funnel is heated to 355 ℃ (directly making use-case one device), be that 5 Urethylane Trimethoxy silane is added drop-wise in this flask with pH value; Carry out thermo-cracking, dropping needs about 1h, collects cut and carries out underpressure distillation; Collect the cut 219g of 125 ℃/20mmHg; Detect through GC-14C, purity is greater than 98%, yield 95.6%.Through IR spectroscopy, at 2276cm
-1Strong and sharp absorption peak is arranged, prove N=C=O group charateristic avsorption band.
Claims (4)
1. the preparation method of isocyanate alkoxysilane is characterized in that: comprise the steps:
(1) is raw material with the carbamate groups organoalkoxysilane, the pH value of carbamate groups organoalkoxysilane is transferred to 4-5; Use low-boiling compound SiCl during described adjust pH
4Or SnCl
4
(2) the normal pressure thermo-cracking is passed through the carbamate groups organoalkoxysilane after step (1) is handled, and obtains containing the mixture of isocyanate alkoxysilane;
(3) mixture that again step (2) is obtained distills and collects cut, obtains isocyanate alkoxysilane.
2. preparation method according to claim 1 is characterized in that: described carbamate groups organoalkoxysilane is selected from
CH
3OCONHCH
2CH
2CH
2Si(OCH
3)
3
CH
3OCONHCH
2CH
2CH
2CH
3Si(OCH
3)
2
CH
3CH
2OCONHCH
2CH
2CH
2Si(OCH
2CH
3)
3
CH
3CH
2OCONHCH
2CH
2CH
2CH
3Si(OCH
2CH
3)
2
In any one.
3. preparation method according to claim 1 and 2 is characterized in that: the thermo-cracking temperature is 300
0C ~ 500
0C.
4. preparation method according to claim 3 is characterized in that: thermo-cracking temperature optimum is 350
0C ~ 450
0C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200710022617A CN101307067B (en) | 2007-05-16 | 2007-05-16 | Preparation method of isocyanate alkoxysilane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200710022617A CN101307067B (en) | 2007-05-16 | 2007-05-16 | Preparation method of isocyanate alkoxysilane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101307067A CN101307067A (en) | 2008-11-19 |
| CN101307067B true CN101307067B (en) | 2012-10-24 |
Family
ID=40123769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200710022617A Active CN101307067B (en) | 2007-05-16 | 2007-05-16 | Preparation method of isocyanate alkoxysilane |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101307067B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109503647B (en) * | 2017-09-15 | 2021-09-21 | 张家港市国泰华荣化工新材料有限公司 | Process for preparing 3-isocyanatopropyltrimethoxysilane |
| PL3546465T3 (en) * | 2018-03-28 | 2021-03-22 | Evonik Operations Gmbh | Method for producing alkoxysilane group-containing isocyanates |
| CN109232638A (en) * | 2018-11-16 | 2019-01-18 | 大连鼎燕医药化工有限公司 | A method of preparing 3- isocyanate group propyl trimethoxy silicane |
| CN111793081B (en) * | 2020-07-14 | 2023-01-03 | 江苏华盛锂电材料股份有限公司 | Isocyanatopropyl alkoxysilane and process for preparing same |
| CN111662319A (en) * | 2020-07-24 | 2020-09-15 | 浙江皇马科技股份有限公司 | Preparation method of low-color 3-isocyanatopropyl trimethoxy silane |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5393910A (en) * | 1993-10-20 | 1995-02-28 | Osi Specialties, Inc. | Process for making isocyanatoorganosilanes |
| CN1572793A (en) * | 2003-06-05 | 2005-02-02 | 瓦克化学有限公司 | Process for preparing organosilicon compounds containing isocyanate groups |
| CN1631893A (en) * | 2003-12-22 | 2005-06-29 | 张家港市国泰华荣化工新材料有限公司 | Process for preparing silicane containing isocyanate group |
-
2007
- 2007-05-16 CN CN200710022617A patent/CN101307067B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5393910A (en) * | 1993-10-20 | 1995-02-28 | Osi Specialties, Inc. | Process for making isocyanatoorganosilanes |
| CN1572793A (en) * | 2003-06-05 | 2005-02-02 | 瓦克化学有限公司 | Process for preparing organosilicon compounds containing isocyanate groups |
| CN1631893A (en) * | 2003-12-22 | 2005-06-29 | 张家港市国泰华荣化工新材料有限公司 | Process for preparing silicane containing isocyanate group |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101307067A (en) | 2008-11-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101307067B (en) | Preparation method of isocyanate alkoxysilane | |
| CN101348497B (en) | Preparation technique of methyl trimethoxysilane | |
| JP5623296B2 (en) | Method for producing trisilylamine | |
| CN104448284B (en) | A kind of preparation method of diallyl end capped polyether | |
| WO2008146741A1 (en) | Process and apparatus for producing trichlorosilane and process for producing polycrystalline silicon | |
| CN101519428B (en) | L-alanyl-L-glutamine compound and synthetic method thereof | |
| CN105131028A (en) | Preparation method of methyl triethoxysilane | |
| CN102532548A (en) | Low-temperature-resisting crude silicon rubber | |
| CN102660030A (en) | Preparation method of Si-C-N ceramic precursor | |
| CN101417960B (en) | Method for preparing 1,1-cyclohexanediacetic acid mono amide | |
| CN101781328A (en) | Preparation method of cyclosiloxane | |
| CN101591438B (en) | Preparation method for liquid polycarbosilane precusor | |
| CN108586516B (en) | Preparation method of carbamate alkoxy silane and isocyanate alkoxy silane | |
| JP2012525484A5 (en) | ||
| CN112110950A (en) | Preparation method of disilane | |
| CN102504269A (en) | Preparation method of polyborosilazane precursor | |
| US20050014964A1 (en) | Method of producing polycarbosilane using zeolite as catalyst | |
| JP2008201728A (en) | Method for producing dimethylchlorosilane | |
| CN110684045B (en) | Preparation method of vinyl tri (2,2, 2-trifluoroethoxy) silane | |
| WO2008144987A1 (en) | Preparation of isocyanate-containing alkyl silane | |
| CN102161766A (en) | Preparation method of dihydroxyalkyl polysiloxane | |
| CN111925386B (en) | Preparation method of novel silicon carbide ceramic precursor | |
| CN102898455B (en) | A kind of p-methylphenyl diethoxymethylsilane and preparation method thereof | |
| CN109319790B (en) | Method for producing chlorosilane by using fine silicon powder and chlorosilane product | |
| CN104230977B (en) | A kind of ethylphenyl dimethoxysilane and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CP02 | Change in the address of a patent holder | ||
| CP02 | Change in the address of a patent holder |
Address after: 215600 No.35 Nanhai Road, Jiangsu Yangzijiang International Chemical Industrial Park, Zhangjiagang, Suzhou, Jiangsu Province Patentee after: Zhangjiagang Guotai-Huarong New Chemical Materials Co.,Ltd. Address before: 215631 Jiangsu province Zhangjiagang City gold town after Cheng Cheng Road No. 112 Patentee before: Zhangjiagang Guotai-Huarong New Chemical Materials Co.,Ltd. |