CN102286018A - Preparation method of acetoxysilane - Google Patents
Preparation method of acetoxysilane Download PDFInfo
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- CN102286018A CN102286018A CN2011102253097A CN201110225309A CN102286018A CN 102286018 A CN102286018 A CN 102286018A CN 2011102253097 A CN2011102253097 A CN 2011102253097A CN 201110225309 A CN201110225309 A CN 201110225309A CN 102286018 A CN102286018 A CN 102286018A
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- acetoxysilane
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- organochlorosilane
- acetic acid
- organic solvent
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Abstract
The invention discloses a preparation method of acetoxysilane. The preparation method comprises the following steps: reacting organochlorosilane with anhydrous acetate in an organic solvent for 1-5 hours at the reaction temperature of 0-120 DEG C, wherein the molar ratio of the organochlorosilane to acetic radicals in the anhydrous acetate is 1:(3-5); after the reaction is finished, filtering a reaction liquid at room temperature and removing the organic solvent in filtrate at reduced pressure so as to obtain acetoxysilane. The acetoxysilane prepared with the method in the invention has the characteristics of environmental friendliness, high efficiency, simplicity for postprocessing and the like.
Description
Technical field
The present invention relates to a kind of method for preparing acetoxysilane by organochlorosilane.
Background technology
Acetoxysilane is the important organic chemicals that has, and mainly is used as tackiness agent etc., and wherein most widely used is methyl triacetoxysilane, and structure is suc as formula shown in the I.Methyl triacetoxysilane is mainly used in the vulcanizing agent of single-component room-temperature vulcanized silicone rubber.The tackiness agent that also can be used as plastics, nylon, pottery, aluminium etc. and silicon rubber, the insulated enclosure perfusion putty solidifying agent of silicon rubber, and as the adhesive accelerant of medical grade silicon rubber goods.
Formula I
The method for preparing at present acetoxysilane mainly contains following 2 kinds:
1, be organochlorosilane and acetic anhydride (US5387706A), the defective of this method is as follows:
A, the optimum rate of utilization of diacetyl oxide is 57.9% (massfraction) in theory, and other part that does not have to utilize is used to generate by product fully, and it is poor therefore to make the reactant Atom economy with diacetyl oxide, and Atom economy is an important indicator weighing green chemical industry;
B, diacetyl oxide price are higher, and again because its Atom economy is poor, so the consumption of diacetyl oxide is also more, thereby causes the rising of cost;
Chlorine ion concentration is higher in C, the product, causes poor product quality.
2, be organochlorosilane and acetic acidreaction (in CN101323625A), the defective of this method is as follows:
A, this byproduct of reaction are hydrogenchloride, very easily are dissolved in product, the difficult separation, can cause quality product to descend; If will obtain the quality better products, the aftertreatment cost is higher;
B, hydrogenchloride have in various degree corrodibility to metal, so this method is also higher to the requirement of equipment, can increase equipment cost again undoubtedly.
Summary of the invention
The technical problem to be solved in the present invention provides the preparation method of a kind of green, the efficient and simple acetoxysilane of aftertreatment.
In order to solve the problems of the technologies described above, the invention provides a kind of preparation method of acetoxysilane: organochlorosilane and anhydrous acetic acid salt react in organic solvent, the mol ratio of acetate moiety is 1: 3～5 in organochlorosilane and the anhydrous acetic acid salt, temperature of reaction is 0～120 ℃, and the reaction times is 1～5 hour;
Reaction is at room temperature filtered reaction solution after finishing, and decompression removes the organic solvent in the filtrate, gets acetoxysilane.
Improvement as the preparation method of acetoxysilane of the present invention:
When organic chlorosilane is a METHYL TRICHLORO SILANE, the acetoxysilane of gained is a methyl triacetoxysilane;
When organic chlorosilane is an ethyl trichlorosilane, the acetoxysilane of gained is the ethyl triacetoxysilane;
When organic chlorosilane is a vinyl trichloro silane, the acetoxysilane of gained is a vinyltriacetoxy silane.
Further improvement as the preparation method of acetoxysilane of the present invention: anhydrous acetic acid salt is anhydrous sodium acetate, anhydrous acetic acid potassium, anhydrous acetic acid ammonium or anhydrous acetic acid calcium.
Further improvement as the preparation method of acetoxysilane of the present invention: the volume/mol ratio of organic solvent and organochlorosilane is: 80～120ml organic solvent/0.1 organochlorosilane.
Further improvement as the preparation method of acetoxysilane of the present invention: organic solvent is a benzene, toluene, ethylbenzene, dimethylbenzene, diethylbenzene, trimethylbenzene, pentane, pentamethylene, hexanaphthene, normal hexane, sherwood oil, octane, octane-iso, tetrahydrofuran (THF), tetrahydropyrans, acetone, methylethylketone, pimelinketone, methyl iso-butyl ketone (MIBK), acetate, methylene dichloride, ethylene dichloride, chloroform, tetracol phenixin, trichloropropane, chlorobenzene, dichlorobenzene, ether, butyl ether, glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, N, dinethylformamide, N, the N-N,N-DIMETHYLACETAMIDE, acetonitrile, propionitrile, butyronitrile, 1, the 4-dioxane, 1,3-dioxy 5 penta rings or 1,3-dioxy five or six rings.
The preparation method of acetoxysilane of the present invention uses anhydrous acetic acid salt as reactant, have the high characteristics of utilization ratio (utilization ratio is 72%), and the price of acetate is more cheap than diacetyl oxide, therefore can fully reduce production costs.By product of the present invention is inorganic hydrochloride, is insoluble to product, and is promptly separable by simple filtering, therefore has the simple advantage of aftertreatment.The present invention has avoided release hydrogenchloride, environmental friendliness in reaction process; And, therefore equipment there is not particular requirement owing to there is not the generation of corrosive gases; Reaction of the present invention is carried out at a lower temperature, mild condition.Adopt the inventive method to prepare acetoxysilane, have the advantages that technology is simple, yield is high.
Embodiment
Embodiment 1: the preparation method of methyl triacetoxysilane
With 100mL toluene is solvent, adds 26g anhydrous sodium acetate (0.32mol) in still, slowly adds 15g METHYL TRICHLORO SILANE (0.10mol) under 50 ℃, and the insulated and stirred reaction finished in 3 hours.Reaction is cooled to room temperature with reaction solution after finishing, and filters, and decompression (0.01MPa) removes the solvent in the filtrate, gets methyl triacetoxysilane 20g, and yield is 90.86%.Purity is 98%.
Embodiment 2～11:
The kind that changes solvent species among the embodiment 1 (being called for short S), solvent load (being called for short V), organochlorosilane (is called for short R1, mole dosage is constant), anhydrous acetic acid salt kind (be called for short R2) and consumption (being called for short m2), temperature of reaction (being called for short T), reaction times (being called for short t), corresponding acetoxysilane yield is Y, purity is P, and detailed data sees Table 1.
Table 1
At last, it is also to be noted that what more than enumerate only is several specific embodiments of the present invention.Obviously, the invention is not restricted to above embodiment, many distortion can also be arranged.All distortion that those of ordinary skill in the art can directly derive or associate from content disclosed by the invention all should be thought protection scope of the present invention.
Claims (7)
1. the preparation method of acetoxysilane, it is characterized in that: organochlorosilane and anhydrous acetic acid salt react in organic solvent, the mol ratio of acetate moiety is 1: 3～5 in organochlorosilane and the anhydrous acetic acid salt, and temperature of reaction is 0～120 ℃, and the reaction times is 1～5 hour;
Reaction is at room temperature filtered reaction solution after finishing, and decompression removes the organic solvent in the filtrate, gets acetoxysilane.
2. the preparation method of acetoxysilane according to claim 1, it is characterized in that: described organochlorosilane is a METHYL TRICHLORO SILANE, the acetoxysilane of gained is a methyl triacetoxysilane.
3. the preparation method of acetoxysilane according to claim 1, it is characterized in that: described organochlorosilane is an ethyl trichlorosilane, the acetoxysilane of gained is the ethyl triacetoxysilane.
4. the preparation method of acetoxysilane according to claim 1, it is characterized in that: described organochlorosilane is a vinyl trichloro silane, the acetoxysilane of gained is a vinyltriacetoxy silane.
5. according to the preparation method of any one acetoxysilane in the claim 1～4, it is characterized in that: described anhydrous acetic acid salt is anhydrous sodium acetate, anhydrous acetic acid potassium, anhydrous acetic acid ammonium or anhydrous acetic acid calcium.
6. the preparation method of acetoxysilane according to claim 5, it is characterized in that: the volume/mol ratio of described organic solvent and organochlorosilane is: 80～120ml organic solvent/0.1 organochlorosilane.
7. the preparation method of acetoxysilane according to claim 6, it is characterized in that: described organic solvent is a benzene, toluene, ethylbenzene, dimethylbenzene, diethylbenzene, trimethylbenzene, pentane, pentamethylene, hexanaphthene, normal hexane, sherwood oil, octane, octane-iso, tetrahydrofuran (THF), tetrahydropyrans, acetone, methylethylketone, pimelinketone, methyl iso-butyl ketone (MIBK), acetate, methylene dichloride, ethylene dichloride, chloroform, tetracol phenixin, trichloropropane, chlorobenzene, dichlorobenzene, ether, butyl ether, glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, N, dinethylformamide, N, the N-N,N-DIMETHYLACETAMIDE, acetonitrile, propionitrile, butyronitrile, 1, the 4-dioxane, 1,3-dioxy 5 penta rings or 1,3-dioxy five or six rings.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN2011102253097A CN102286018A (en) | 2011-08-08 | 2011-08-08 | Preparation method of acetoxysilane |
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| CN2011102253097A CN102286018A (en) | 2011-08-08 | 2011-08-08 | Preparation method of acetoxysilane |
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| CN102286018A true CN102286018A (en) | 2011-12-21 |
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| CN2011102253097A Pending CN102286018A (en) | 2011-08-08 | 2011-08-08 | Preparation method of acetoxysilane |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103387585A (en) * | 2013-07-22 | 2013-11-13 | 荆州市江汉精细化工有限公司 | A synthetic method for a silane acidic cross-linking agent |
| CN103755734A (en) * | 2014-01-13 | 2014-04-30 | 湖北新蓝天新材料股份有限公司 | Synthesis method of trimethylsilyl acetate |
| CN114315890A (en) * | 2022-01-05 | 2022-04-12 | 湖北江瀚新材料股份有限公司 | Preparation method of methacryloxypropyl triacetoxysilane |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6084116A (en) * | 1998-08-14 | 2000-07-04 | Degussa Huels Aktiengesellschaft | Process for preparing acetoxysilanes |
| CN101323625A (en) * | 2008-06-30 | 2008-12-17 | 湖北环宇化工有限公司 | Preparation of acetoxylsilane |
-
2011
- 2011-08-08 CN CN2011102253097A patent/CN102286018A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6084116A (en) * | 1998-08-14 | 2000-07-04 | Degussa Huels Aktiengesellschaft | Process for preparing acetoxysilanes |
| CN101323625A (en) * | 2008-06-30 | 2008-12-17 | 湖北环宇化工有限公司 | Preparation of acetoxylsilane |
Non-Patent Citations (1)
| Title |
|---|
| 李飞 等，: "合成乙基三乙酰氧基硅烷的研究进展及应用", 《有机硅材料》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103387585A (en) * | 2013-07-22 | 2013-11-13 | 荆州市江汉精细化工有限公司 | A synthetic method for a silane acidic cross-linking agent |
| CN103387585B (en) * | 2013-07-22 | 2016-04-20 | 荆州市江汉精细化工有限公司 | A kind of synthetic method of silane acidic crosslinking agent |
| CN103755734A (en) * | 2014-01-13 | 2014-04-30 | 湖北新蓝天新材料股份有限公司 | Synthesis method of trimethylsilyl acetate |
| CN114315890A (en) * | 2022-01-05 | 2022-04-12 | 湖北江瀚新材料股份有限公司 | Preparation method of methacryloxypropyl triacetoxysilane |
| CN114315890B (en) * | 2022-01-05 | 2023-11-17 | 湖北江瀚新材料股份有限公司 | Preparation method of methacryloxypropyl triacetoxy silane |
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