CN114369113A - Methylphenyldimethoxysilane and synthetic method thereof - Google Patents
Methylphenyldimethoxysilane and synthetic method thereof Download PDFInfo
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- CN114369113A CN114369113A CN202210038171.8A CN202210038171A CN114369113A CN 114369113 A CN114369113 A CN 114369113A CN 202210038171 A CN202210038171 A CN 202210038171A CN 114369113 A CN114369113 A CN 114369113A
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- methylphenyldimethoxysilane
- sodium
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- sodium metal
- metal
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- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 238000010189 synthetic method Methods 0.000 title description 11
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims abstract description 34
- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical compound C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000000034 method Methods 0.000 claims abstract description 28
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000001308 synthesis method Methods 0.000 claims abstract description 19
- 239000012043 crude product Substances 0.000 claims abstract description 16
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000001914 filtration Methods 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 45
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 31
- 239000011734 sodium Substances 0.000 claims description 31
- 229910052708 sodium Inorganic materials 0.000 claims description 31
- 229910052751 metal Inorganic materials 0.000 claims description 26
- 239000002184 metal Substances 0.000 claims description 26
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 20
- 230000002194 synthesizing effect Effects 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 11
- HSOYYCLJBUIKMI-UHFFFAOYSA-N C[SiH2]OC(Cl)Cl Chemical compound C[SiH2]OC(Cl)Cl HSOYYCLJBUIKMI-UHFFFAOYSA-N 0.000 claims description 6
- 239000005055 methyl trichlorosilane Substances 0.000 claims description 5
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 claims description 5
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 230000006837 decompression Effects 0.000 claims description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 14
- 230000015572 biosynthetic process Effects 0.000 abstract description 12
- 239000000047 product Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 230000002349 favourable effect Effects 0.000 abstract description 2
- 239000011368 organic material Substances 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 6
- 238000011084 recovery Methods 0.000 description 5
- GYQKYMDXABOCBE-UHFFFAOYSA-N chloro-dimethoxy-methylsilane Chemical compound CO[Si](C)(Cl)OC GYQKYMDXABOCBE-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000003071 polychlorinated biphenyls Chemical group 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 238000003747 Grignard reaction Methods 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- QXIVZVJNWUUBRZ-UHFFFAOYSA-N dichloro-methoxy-methylsilane Chemical compound CO[Si](C)(Cl)Cl QXIVZVJNWUUBRZ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Abstract
The invention discloses methyl phenyl dimethoxy silane and a synthesis method thereof, belonging to the technical field of organic material synthesis. Which comprises the following steps: mixing methyltrimethoxysilane and sodium metal, heating to melt the sodium metal, and slowly dropwise adding a mixture of methylchlorosilane and chlorobenzene under stirring to react; after removing the unreacted sodium metal, neutralizing and filtering to obtain a crude product; rectifying the crude product, and removing methyl chlorosilane under reduced pressure to obtain the methyl phenyl dimethoxy silane. The synthesis method has the advantages of simple process, short synthesis time, high synthesis efficiency, and high yield of finished products up to 95%, and is favorable for industrial mass production.
Description
Technical Field
The invention relates to the technical field of organic material synthesis, in particular to methyl phenyl dimethoxy silane and a synthesis method thereof.
Background
The methyl phenyl dimethoxy silane is an intermediate with wide application, is an important organic silicon monomer, has more active property, can generate a plurality of organic silicon derivatives with excellent performance on the basis of the methyl phenyl dimethoxy silane, and is also an important raw material for preparing methyl phenyl silicone oil and methyl phenyl silicone rubber. The preparation method of the methylphenylalkoxysilane mainly comprises a Grignard method and a sodium condensation method, wherein the sodium condensation method is a classical method for preparing the methylphenylalkoxysilane, and the preparation method has the advantages of cheap and easily-obtained raw materials, capability of recycling the raw materials, simple process, mild experimental conditions, fewer byproducts and the like.
However, the above synthesis method has many disadvantages, such as too high synthesis cost in the grignard synthesis method, relatively expensive magnesium and solvent, too large amount of solvent used in the synthesis, and too low yield per unit of decrease in density of the magnesium salt. The sodium thermal shrinkage method has the problems that hydrochloric acid as a byproduct is generated during synthesis, polychlorinated biphenyl as a carcinogenic substance is generated, environment pollution cannot be harmlessly treated, and the reaction pressure equipment investment is too large, so that the two methods are limited during synthesis.
Disclosure of Invention
The invention aims to provide methyl phenyl dimethoxy silane and a synthesis method thereof, which are used for solving the problems in the synthesis of the existing methyl phenyl dimethoxy silane.
The technical scheme for solving the technical problems is as follows:
a synthetic method of methyl phenyl dimethoxy silane comprises the following steps:
mixing methyltrimethoxysilane and sodium metal, heating to melt the sodium metal, and slowly dropwise adding a mixture of methylchlorosilane and chlorobenzene under stirring to react;
after removing the unreacted sodium metal, neutralizing and filtering to obtain a crude product;
rectifying the crude product, and removing methyl chlorosilane under reduced pressure to obtain the methyl phenyl dimethoxy silane.
Further, in the synthetic method of the methyl phenyl dimethoxy silane, the methyl trimethoxy silane and the metal sodium are mixed and heated to 97-104 ℃.
Further, in the method for synthesizing methylphenyldimethoxysilane, the methylchlorosilane comprises: one or more of methyltrichlorosilane, methyldichloromethoxysilane, and methyldichloromethoxysilane.
Further, in the synthesis method of the methyl phenyl dimethoxy silane, the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1 (4-10) to (2-4).
Further, in the synthetic method of the methyl phenyl dimethoxy silane, the reaction temperature is 60-130 ℃.
Further, in the synthetic method of the methyl phenyl dimethoxy silane, the dripping time is 2-10 h.
Further, in the synthetic method of the methyl phenyl dimethoxy silane, methanol is adopted to remove the unreacted metal sodium, and the mass ratio of the methanol to the added metal sodium is 1 (0.1-1.4).
Further, in the synthesis method of the methyl phenyl dimethoxy silane, sodium methoxide is adopted for neutralization, and the mass ratio of the sodium methoxide to the added metal sodium is 1 (0.01-0.1); and the pH value of the neutralized solution is 5-8.
Further, in the synthetic method of the methyl phenyl dimethoxy silane, the rectification temperature is 30-190 ℃, and preferably 70-150 ℃; the rectification pressure is (0-0.1) Mpa; the pressure for decompression and removal is (0-0.08) Mpa.
The invention also provides the methyl phenyl dimethoxy silane prepared by the synthesis method of the methyl phenyl dimethoxy silane.
The invention has the following beneficial effects:
1. the synthesis method has the advantages of simple process, short synthesis time, high synthesis efficiency, and high yield of finished products up to 95%, and is favorable for industrial mass production.
2. The synthetic method can optimize the conventional synthetic method of the methyl phenyl dimethoxy silane on the basis of reducing the input cost of raw materials, has the advantages of equivalent synthetic selectivity to a Grignard synthetic method, cheap and recycled raw materials, less solvent used for sodium salt density, higher relative yield and higher yield than Grignard. Compared with a thermal shrinkage process, the synthesis method does not produce polychlorinated biphenyl, and the synthesis process is a normal-pressure reaction device with less investment and is easier to carry out large-scale production.
3. The synthesis method of the invention adopts methyl trimethoxy as solvent, methyl dimethoxy chlorosilane and chlorobenzene as raw materials to directly synthesize methyl phenyl dimethoxy silane, the chlorine on the silicon atom of the methyl dimethoxy silane is more active than alkoxy, the methyl phenyl dimethoxy silane can be generated singly basically, and the product selectivity is high. The product can be synthesized only by three steps of reaction, filtration and rectification in the whole reaction process, and the reaction has the characteristics of simple process, high selectivity and low cost, and is a great breakthrough in the aspect of synthesizing the product. The product has the quality purity of over 99.5 percent, high purity and strong market competitiveness. The synthesis method directly adopts methyl trimethoxy solvent, which is also contained in a large amount in the raw materials of the reaction, has wide sources, and can avoid specially distilling the solvent during distillation. The sodium, chlorobenzene, methyldimethoxysilane, methyltrimethoxysilane, sodium methoxide and methanol which are adopted in the synthesis method are very low-price raw materials, the production cost is low, and the profit is large.
Detailed Description
The principles and features of this invention are described below in conjunction with embodiments, which are included to explain the invention and not to limit the scope of the invention. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
It should be noted that the synthesis reaction device selected in the following embodiments of the present invention is a fully automatic organic synthesis reaction device, and is made of non-enamel material.
Example 1:
the synthesis method of methylphenyldimethoxysilane of this example includes the following steps:
(1) mixing methyltrimethoxysilane and sodium metal, heating to 97 ℃ until the sodium metal is melted, slowly dropwise adding a mixture of methylchlorosilane and chlorobenzene under stirring to react at 60 ℃, wherein the dropwise adding time is 2 hours; wherein the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1:4: 2.
(2) Removing the unreacted metal sodium by using methanol, wherein the mass ratio of the methanol to the added metal sodium is 1:0.1, and the mass ratio of the sodium methoxide to the added metal sodium is 1:0.01 for neutralization; the pH value of the neutralized solution is 5, and a crude product is obtained by filtration;
(3) rectifying the crude product at 30 ℃ and 0Mpa, and removing methylchlorosilane under 0Mpa to obtain methylphenyldimethoxysilane.
Wherein the methylchlorosilane is methyltrichlorosilane.
The methylphenyldimethoxysilane prepared by the method for synthesizing methylphenyldimethoxysilane of the embodiment has a purity of 99.3% and a recovery rate of 95.5%.
Example 2:
the synthesis method of methylphenyldimethoxysilane of this example includes the following steps:
(1) mixing methyltrimethoxysilane and sodium metal, heating to 100 ℃, slowly dripping a mixture of methylchlorosilane and chlorobenzene for reaction at the temperature of 80 ℃ under stirring after the sodium metal is melted, wherein the dripping time is 4 hours; wherein the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1:6: 2.5.
(2) Removing the unreacted metal sodium by using methanol, wherein the mass ratio of the methanol to the added metal sodium is 1:0.5, and the mass ratio of the sodium methoxide to the added metal sodium is 1: 0.03; the pH value of the neutralized solution is 5.5, and a crude product is obtained by filtration;
(3) rectifying the crude product at 70 ℃ and 0.05Mpa, and removing methylchlorosilane under reduced pressure of 0.02Mpa to obtain the methylphenyldimethoxysilane.
Wherein, the methylchlorosilane is methyldichloromethoxysilane.
The methylphenyldimethoxysilane prepared by the method for synthesizing methylphenyldimethoxysilane of the present example had a purity of 99.6% and a recovery rate of 96.0%.
Example 3:
the synthesis method of methylphenyldimethoxysilane of this example includes the following steps:
(1) mixing methyltrimethoxysilane and sodium metal, heating to 102 ℃, slowly dripping a mixture of methylchlorosilane and chlorobenzene for reaction at the temperature of 100 ℃ under stirring after the sodium metal is melted, wherein the dripping time is 6 hours; wherein the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1:7: 3.
(2) Removing the unreacted metal sodium by using methanol, wherein the mass ratio of the methanol to the added metal sodium is 1:0.75, and the mass ratio of the sodium methoxide to the added metal sodium is 1: 0.05; the pH value of the neutralized solution is 6.5, and a crude product is obtained by filtration;
(3) rectifying the crude product at 100 deg.C and 0.02Mpa, and removing methylchlorosilane under 0.04Mpa to obtain methylphenyldimethoxysilane.
Wherein the methylchlorosilane is methyl monochlorodimethoxysilane.
The methylphenyldimethoxysilane prepared by the method for synthesizing methylphenyldimethoxysilane of the present example has a purity of 99.7% and a recovery rate of 95.6%.
Example 4:
the synthesis method of methylphenyldimethoxysilane of this example includes the following steps:
(1) mixing methyltrimethoxysilane and sodium metal, heating to 100 ℃, slowly dripping a mixture of methylchlorosilane and chlorobenzene for reaction at the temperature of 110 ℃ under stirring after the sodium metal is melted, wherein the dripping time is 8 hours; wherein the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1:8: 3.5.
(2) Removing the unreacted metal sodium by using methanol, wherein the mass ratio of the methanol to the added metal sodium is 1:1.1, and the mass ratio of the sodium methoxide to the added metal sodium is 1: 0.07; the pH value of the neutralized solution is 7, and a crude product is obtained by filtration;
(3) rectifying the crude product at 150 deg.C under 0.07Mpa, and removing methylchlorosilane under 0.06Mpa to obtain methylphenyldimethoxysilane.
Wherein the methyl chlorosilane is methyl trichlorosilane and methyl dichloro-methoxy silane with equal mass ratio.
The methylphenyldimethoxysilane prepared by the method for synthesizing methylphenyldimethoxysilane of the present example had a purity of 99.8% and a recovery rate of 96.7%.
Example 5:
the synthesis method of methylphenyldimethoxysilane of this example includes the following steps:
(1) mixing methyltrimethoxysilane and sodium metal, heating to 104 ℃ until the sodium metal is melted, slowly dropwise adding a mixture of methylchlorosilane and chlorobenzene under stirring to react at 130 ℃, wherein the dropwise adding time is 10 hours; wherein the mass ratio of the metal sodium to the methyl chlorosilane to the chlorobenzene is 1:10: 4.
(2) Removing the unreacted metal sodium by using methanol, wherein the mass ratio of the methanol to the added metal sodium is 1:1.4, and the mass ratio of the sodium methoxide to the added metal sodium is 1: 0.1; the pH value of the neutralized solution is 8, and a crude product is obtained by filtration;
(3) rectifying the crude product at 190 deg.C under 0.1Mpa, and removing methylchlorosilane under 0.08Mpa to obtain methylphenyldimethoxysilane.
Wherein the methylchlorosilane is methyltrichlorosilane, methyldichloromethoxysilane and methylchlorodimethoxysilane in equal mass ratio.
The methylphenyldimethoxysilane prepared by the method for synthesizing methylphenyldimethoxysilane of the embodiment has a purity of 99.4% and a recovery rate of 95.2%.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (10)
1. The synthesis method of the methyl phenyl dimethoxy silane is characterized by comprising the following steps:
mixing methyltrimethoxysilane and sodium metal, heating to melt the sodium metal, and slowly dropwise adding a mixture of methylchlorosilane and chlorobenzene under stirring to react;
after removing the unreacted sodium metal, neutralizing and filtering to obtain a crude product;
rectifying the crude product, and removing methyl chlorosilane under reduced pressure to obtain the methyl phenyl dimethoxy silane.
2. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 1, wherein the temperature of the methyltrimethoxysilane is increased to 97-104 ℃ after the methyltrimethoxysilane is mixed with the sodium metal.
3. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 1, wherein the methylchlorosilane comprises: one or more of methyltrichlorosilane, methyldichloromethoxysilane, and methyldichloromethoxysilane.
4. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 3, wherein the mass ratio of metal sodium, methylchlorosilane and chlorobenzene is 1 (4-10) to (2-4).
5. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 3, wherein the reaction temperature is 60 to 130 ℃.
6. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 3, wherein the dropping time is 2 to 10 hours.
7. The method for synthesizing methylphenyldimethoxysilane as claimed in any one of claims 1 to 6, wherein unreacted sodium metal is removed by using methanol, and the mass ratio of methanol to the added sodium metal is 1 (0.1-1.4).
8. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 7, wherein sodium methoxide is used for neutralization, and the mass ratio of sodium methoxide to added metallic sodium is 1 (0.01-0.1); and the pH value of the neutralized solution is 5-8.
9. The method for synthesizing methylphenyldimethoxysilane as claimed in claim 7, wherein the temperature of the rectification is 30 to 190 ℃, preferably 70 to 150 ℃; the rectification pressure is (0-0.1) Mpa; the pressure for decompression and removal is (0-0.08) Mpa.
10. The methylphenyldimethoxysilane prepared by the method for synthesizing the methylphenyldimethoxysilane as claimed in any one of claims 1 to 9.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101077877A (en) * | 2007-05-15 | 2007-11-28 | 盐城市华业医药化工有限公司 | Phenyl alkoxy silane prepared by sodium condensation method |
| CN104610340A (en) * | 2015-01-27 | 2015-05-13 | 荆州市江汉精细化工有限公司 | Preparation method for dimethoxymethylphenylsilane |
| CN105732692A (en) * | 2016-03-30 | 2016-07-06 | 湖北省化学工业研究设计院 | Synthetic method of methyl phenyl dimethoxysilane |
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- 2022-01-13 CN CN202210038171.8A patent/CN114369113A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101077877A (en) * | 2007-05-15 | 2007-11-28 | 盐城市华业医药化工有限公司 | Phenyl alkoxy silane prepared by sodium condensation method |
| CN104610340A (en) * | 2015-01-27 | 2015-05-13 | 荆州市江汉精细化工有限公司 | Preparation method for dimethoxymethylphenylsilane |
| CN105732692A (en) * | 2016-03-30 | 2016-07-06 | 湖北省化学工业研究设计院 | Synthetic method of methyl phenyl dimethoxysilane |
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