JPH0436289A - Production of tertiary-butylmethyldimethoxysilane - Google Patents
Production of tertiary-butylmethyldimethoxysilaneInfo
- Publication number
- JPH0436289A JPH0436289A JP14366390A JP14366390A JPH0436289A JP H0436289 A JPH0436289 A JP H0436289A JP 14366390 A JP14366390 A JP 14366390A JP 14366390 A JP14366390 A JP 14366390A JP H0436289 A JPH0436289 A JP H0436289A
- Authority
- JP
- Japan
- Prior art keywords
- tert
- butylmethyldimethoxysilane
- butylmethylchlorosilane
- methanol
- tertiary
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 48
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims abstract description 16
- 229910001629 magnesium chloride Inorganic materials 0.000 claims abstract description 8
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 claims abstract description 3
- 229910001623 magnesium bromide Inorganic materials 0.000 claims abstract description 3
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 claims abstract description 3
- 150000002681 magnesium compounds Chemical class 0.000 claims description 13
- CQRPUKWAZPZXTO-UHFFFAOYSA-M magnesium;2-methylpropane;chloride Chemical compound [Mg+2].[Cl-].C[C-](C)C CQRPUKWAZPZXTO-UHFFFAOYSA-M 0.000 claims description 3
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 claims description 2
- 229910001641 magnesium iodide Inorganic materials 0.000 claims description 2
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 claims description 2
- VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- -1 MgCl2 Chemical class 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 239000003607 modifier Substances 0.000 abstract description 3
- 239000000843 powder Substances 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 229920002050 silicone resin Polymers 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 2
- 239000012442 inert solvent Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 238000007599 discharging Methods 0.000 abstract 1
- NETBVGNWMHLXRP-UHFFFAOYSA-N tert-butyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C(C)(C)C NETBVGNWMHLXRP-UHFFFAOYSA-N 0.000 description 16
- TWRVYXVQOJCHIF-UHFFFAOYSA-N tert-butyl-chloro-methylsilane Chemical compound C[SiH](Cl)C(C)(C)C TWRVYXVQOJCHIF-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- HXLWJGIPGJFBEZ-UHFFFAOYSA-N tert-butyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(C)(C)C HXLWJGIPGJFBEZ-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000012756 surface treatment agent Substances 0.000 description 2
- CAJIIZKPZKCXOG-UHFFFAOYSA-N tert-butyl-dichloro-methylsilane Chemical compound CC(C)(C)[Si](C)(Cl)Cl CAJIIZKPZKCXOG-UHFFFAOYSA-N 0.000 description 2
- WUHJOAPDGMVQFK-UHFFFAOYSA-N tert-butyl-methoxy-methylsilane Chemical compound CO[SiH](C)C(C)(C)C WUHJOAPDGMVQFK-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- UKZCGMDMXDLAGZ-UHFFFAOYSA-M magnesium;2-methylpropane;bromide Chemical compound [Mg+2].[Br-].C[C-](C)C UKZCGMDMXDLAGZ-UHFFFAOYSA-M 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明はターシャリイー(以下tert−と略記する)
−ブチルメチルジメトキシシランの製造方法、特にはシ
リコーン樹脂の原料、樹脂改質材、無機質粉末の表面処
理剤として有用とされる、tert−ブチルメチルジメ
トキシシランの製造方法に関するものである。Detailed Description of the Invention (Industrial Field of Application) The present invention relates to tertiary (hereinafter abbreviated as tert-)
The present invention relates to a method for producing -butylmethyldimethoxysilane, particularly tert-butylmethyldimethoxysilane, which is useful as a raw material for silicone resin, a resin modifier, and a surface treatment agent for inorganic powder.
(従来の技術)
tert−ブチルメチルジメトキシシランは各種シリコ
ーン樹脂の原料、樹脂改質材、無機質粉末の表面処理剤
として有用とされるものであるが、このものは従来下記
の式に示されるように、tertブチルメチルクロロシ
ランを塩化物溶媒中で塩素と反応させてtert−ブチ
ルメチルジクロロシランとしたのち、ついでこれを塩化
水素を補足する中和剤の存在下にメタノールと反応させ
るという方法で作られている。(Prior Art) Tert-butylmethyldimethoxysilane is useful as a raw material for various silicone resins, a resin modifier, and a surface treatment agent for inorganic powder. First, tert-butylmethylchlorosilane was reacted with chlorine in a chloride solvent to form tert-butylmethyldichlorosilane, which was then reacted with methanol in the presence of a neutralizing agent to capture hydrogen chloride. It is being
(発明が解決しようとする課題)
しかし、この方法では反応が2段階で行なわれるし、こ
の前段の塩素化反応においてはtert−ブチルメチル
クロロシランのCH8基が塩素化によってC1tCH2
基に変換されるために、生成物の純度が低くなり、収率
も低くなるという不利がある。(Problem to be Solved by the Invention) However, in this method, the reaction is carried out in two stages, and in the first stage chlorination reaction, the CH8 group of tert-butylmethylchlorosilane is chlorinated to C1tCH2
The disadvantage is that the purity of the product is low and the yield is low due to the conversion into groups.
(課題を解決するための手段)
本発明はこのような不利を解決したtert−ブチルメ
チルジメトキシシランの製造方法に関するものであり、
これはtert−ブチルメチルクロロシランをマグネシ
ウム化合物の存在下でメタノールと反応させることを特
徴とするものである。(Means for Solving the Problems) The present invention relates to a method for producing tert-butylmethyldimethoxysilane that solves the above disadvantages,
This is characterized by reacting tert-butylmethylchlorosilane with methanol in the presence of a magnesium compound.
すなわち、本発明者らはtert−ブチルメチルジメト
キシシランの効率的な製造方法について種々検討した結
果、tert−ブチルメチルクロロシランとメタノール
とをマグネシウム化合物の存在下に反応させるとこのマ
グネシウム化合物の触媒作用によってtert−ブチル
メチルジメトキシシランが工程で容易に、かつ高い収率
で得られるし、この場合にはメチル基のi CH2基へ
の変換もないので目的とするtert−ブチルメチルメ
トキシシランを純度高く得ることができることを見出し
、ここに使用するマグネシウム化合物の種類、添加量な
どの反応条件についての研究を進めて本発明を完成させ
た。That is, as a result of various studies on efficient production methods of tert-butylmethyldimethoxysilane, the present inventors found that when tert-butylmethylchlorosilane and methanol are reacted in the presence of a magnesium compound, a reaction occurs due to the catalytic action of the magnesium compound. Tert-butylmethyldimethoxysilane can be easily obtained in a high yield through the process, and in this case there is no conversion of methyl groups to iCH2 groups, so the desired tert-butylmethylmethoxysilane can be obtained with high purity. The present invention was completed by conducting research on reaction conditions such as the type of magnesium compound used and the amount added.
以下にこれをさらに詳述する。This will be explained in further detail below.
(作用)
本発明はtert−ブチルメチルジメトキシシランの新
規な製造方法に関するものである。(Function) The present invention relates to a novel method for producing tert-butylmethyldimethoxysilane.
本発明はtert−ブチルメチルクロロシランとメタノ
ールとの反応によりtert−ブチルメチルジメトキシ
シランを製造するものであるが、ここに使用されるte
rt−ブチルメチルクロロシランとメタノールは従来公
知のものでよいし、これらは蒸溜により精製されたもの
とすればよい。The present invention produces tert-butylmethyldimethoxysilane by the reaction of tert-butylmethylchlorosilane and methanol.
The rt-butylmethylchlorosilane and methanol may be conventionally known ones, or they may be purified by distillation.
本発明はこのtert−ブチルメチルクロロシランとメ
タノールとをマグネシウム化合物の存在下で反応させる
ものであるが、この反応系にマグネシウム化合物を存在
させると、このマグネシウム化合物の触媒作用によって
tert−ブチルメチルクロロシランの=SiCIl基
およびxsi−H基が効果的に豐Si(OCH3)基に
変換されるし、この際他の=Si−C)l。In the present invention, this tert-butylmethylchlorosilane and methanol are reacted in the presence of a magnesium compound. When a magnesium compound is present in this reaction system, tert-butylmethylchlorosilane is reacted by the catalytic action of this magnesium compound. The =SiCIl and xsi-H groups are effectively converted into Si(OCH3) groups, and in this case the other =Si-C)l.
には何の影響もないので、容易にかつ高い収率で、しか
も高い純度で目的とするtert−ブチルメチルジメト
キシシランを得ることかできる。tert-butylmethyldimethoxysilane can be easily obtained with high yield and high purity.
本発明によるtert−ブチルメチルジメトキシシラン
の製造は前記したようにtert−ブチルメチルクロロ
ジシランとメタノールとの反応によるものであるが、こ
こに使用されるメタノールはtertブチルメチルクロ
ロシランに対し2〜10倍モル添加すればよいが、この
好ましい範囲は2〜2.5倍モルとすればよい。The production of tert-butylmethyldimethoxysilane according to the present invention is carried out by the reaction of tert-butylmethylchlorodisilane and methanol as described above, but the amount of methanol used here is 2 to 10 times that of tert-butylmethylchlorosilane. The amount may be added in moles, but the preferred range is 2 to 2.5 times the mole.
また、ここに使用されるマグネシウム化合物としては塩
化マグネシウム、臭化マグネシウム、沃化マグネシウム
などのマグネシウムハライド、メチルマグネシウムクロ
ライド、メチルマグネシウムブロマイド、メチルマグネ
シウムアイオダイド、tert−ブチルマグネシウムク
ロライド、tertブチルマグネシウムブロマイド、t
ert−ブチルマグネシウムアイオダイドなどの有機マ
グネシウムハライドなどが例示されるが、この添加量は
te「t−ブチルメチルクロロシランに対して001〜
30モル%の範囲とすればよく、この好ましい範囲は0
1〜lOモル%の範囲とすればよいが、この反応温度は
0〜120℃の範囲とすればよく、この好ましい範囲は
30〜70℃とされる。In addition, the magnesium compounds used here include magnesium halides such as magnesium chloride, magnesium bromide, and magnesium iodide, methylmagnesium chloride, methylmagnesium bromide, methylmagnesium iodide, tert-butylmagnesium chloride, tert-butylmagnesium bromide, t
Examples include organomagnesium halides such as ert-butylmagnesium iodide;
It may be in the range of 30 mol%, and this preferable range is 0
The reaction temperature may be in the range of 0 to 120°C, with a preferable range of 30 to 70°C.
また、この反応をさらに加速させるためには、この反応
系に不活性の窒素ガスを導入して、ここに発生する副生
ガスとしてのHCβやH2ガスを系外に速やかに排出さ
せるようにすればよいが、この反応系をより均一にする
ためにここにベンゼン、トルエンなどのような不活性な
溶媒を添加することもよい。In addition, in order to further accelerate this reaction, it is necessary to introduce inert nitrogen gas into the reaction system and quickly discharge the HCβ and H2 gases generated as by-product gases out of the system. However, in order to make the reaction system more uniform, an inert solvent such as benzene or toluene may be added here.
なお、このtert−ブチルメチルクロロシランとメタ
ノールとの反応についてはH2PtCJ2sなどのよう
な白金系触媒を用いることもできるが、この場合には=
Si−CHs基が脱離するために結果としてかなりの量
の
が生じてしまうために高い収草で、しかも純度高< t
ert−ブチルメチルジメトキシシランを得ることがで
きないことが認識されたので、本発明によるマグネシウ
ム化合物はすぐれた触媒であることが確認された。Note that a platinum-based catalyst such as H2PtCJ2s can also be used for the reaction of tert-butylmethylchlorosilane and methanol, but in this case =
As a result, a considerable amount of Si-CHs group is eliminated, resulting in high yield and high purity.
Since it was recognized that ert-butylmethyldimethoxysilane could not be obtained, the magnesium compounds according to the invention were confirmed to be excellent catalysts.
(実施例) つぎに本発明の実施例、比較例をあげる。(Example) Next, examples of the present invention and comparative examples will be given.
実施例1
攪拌機、還流器、滴下ロートおよび温度計を備えた20
0ffiρの四ツロフラスコに、メタノール42g(1
,3モル)と塩化マグネシウム2.4 g (0,02
5モル)を入れ、滴下ロートからtert−ブチルメチ
ルクロロシラン75g (0,5モル)を1時間かけて
滴下し、50〜60℃で反応させ、滴下終了後も温度を
50〜60℃に保持してさらに3時間熟成させ、この際
発生する塩化水素と水素ガスを反応溶液中に窒素ガスを
バブリングさせることによって系外に排出させた。Example 1 20 units equipped with stirrer, reflux, dropping funnel and thermometer
42 g of methanol (1
,3 mol) and 2.4 g of magnesium chloride (0,02
75 g (0.5 mol) of tert-butylmethylchlorosilane was added dropwise from the dropping funnel over 1 hour to react at 50 to 60°C, and the temperature was maintained at 50 to 60°C even after the dropping was completed. The mixture was further aged for 3 hours, and the hydrogen chloride and hydrogen gas generated at this time were discharged from the system by bubbling nitrogen gas into the reaction solution.
反応終了後、反応溶液をナトリウムメチラートのメタノ
ール溶液を用いて完全に中和し、塩を除去したのち蒸溜
したところ、tert−ブチルメチルジメトキシシラン
79.5g (0,49モル)をt弗点134〜135
℃の溜分として収率98%で得ることができ、この場合
tert−ブチルトリメトキシシランの生成は全くなか
った。After the reaction was completed, the reaction solution was completely neutralized using a methanol solution of sodium methylate, the salt was removed, and then distilled. 134-135
It could be obtained as a fraction at 98% in yield, and in this case no tert-butyltrimethoxysilane was produced.
実施例2
実施例1における塩化マグネシウムをtert−ブチル
マグネシウムクロライド2.9g (0,025モル)
としたほかは実施例1と同様に処理したところ、収率9
6%でtert−ブチルメチルジメトキシシランが得ら
れ、この場合もtert−ブチルトリメトキシシランの
生成は全く認められなかった。Example 2 Magnesium chloride in Example 1 was replaced with 2.9 g (0,025 mol) of tert-butylmagnesium chloride.
The process was carried out in the same manner as in Example 1 except that the yield was 9.
Tert-butylmethyldimethoxysilane was obtained at 6%, and no formation of tert-butyltrimethoxysilane was observed in this case as well.
比較例1
実施例1における塩化マグネシウムをH2PtCILa
・6H20としたほかは実施例1と同様に処理したとこ
ろ、tert−ブチルメチルジメトキシシランと共に多
量のtert−ブチルトリメトキシシランが得られ、蒸
溜後もtert−ブチルメチルジメトキシシランを純粋
なものとして得ることができなかった。Comparative Example 1 Magnesium chloride in Example 1 was replaced with H2PtCILa
- When treated in the same manner as in Example 1 except that 6H20 was used, a large amount of tert-butyltrimethoxysilane was obtained along with tert-butylmethyldimethoxysilane, and tert-butylmethyldimethoxysilane was obtained as pure even after distillation. I couldn't.
比較例2
実施例1における塩化マグネシウムを添加しないほかは
実施例1と同様に処理したところ、この場合にはtar
t−ブチルメチルジメトキシシランとC)13 C8
3C)13 C)+3C)+3 C−5iH5i
CCHsは得られたが、CH3HHCH3
tert−ブチルメチルメトキシシランは殆んど得られ
なかフた。Comparative Example 2 The same process as in Example 1 was carried out except that magnesium chloride was not added. In this case, tar
t-Butylmethyldimethoxysilane and C)13C8
3C)13 C)+3C)+3 C-5iH5i
CCHs were obtained, but CH3HHCH3 tert-butylmethylmethoxysilane was hardly obtained.
(発明の効果)
本発明はtert−ブチルメチルジメトキシシランの製
造方法に関するもので、これは前記したようにtert
−ブチルメチルクロロシランとメタノールとをマグネシ
ウム化合物の存在下に反応させるものであるが、これに
よればマグネシウム化合物がこの反応触媒となるので、
tert−ブチルメチルクロロシランを予しめ塩素化し
てtert−ブチルメチルジクロロシランとしなくても
tert−ブチルメチルクロロシランとメタノールを直
接反応させることができるし、この場合には副反応が起
ることもないので、目的とするtert−ブチルメチル
ジメトキシシラン
ができるという有利性が与えられる。(Effects of the Invention) The present invention relates to a method for producing tert-butylmethyldimethoxysilane, and as described above, this invention relates to a method for producing tert-butylmethyldimethoxysilane.
-Butylmethylchlorosilane and methanol are reacted in the presence of a magnesium compound, and since the magnesium compound serves as a catalyst for this reaction,
It is possible to directly react tert-butylmethylchlorosilane and methanol without pre-chlorinating tert-butylmethylchlorosilane to form tert-butylmethyldichlorosilane, and in this case, no side reactions occur. , the advantage is that the desired tert-butylmethyldimethoxysilane can be produced.
特許出願人 信越化学工業株式会社 代理大・弁理士 山 本 亮 手続補正書 dPatent applicant: Shin-Etsu Chemical Co., Ltd. Agent/Patent Attorney Ryo Yamamoto Procedural amendment d
Claims (1)
シウム化合物の存在下でメタノールと反応させることを
特徴とするターシヤリイーブチルメチルジメトキシシラ
ンの製造方法。 2、マグネシウム化合物が塩化マグネシウム、臭化マグ
ネシウム、沃化マグネシウム、メチルマグネシウムクロ
ライド、メチルマグネシウムブロマイド、メチルマグネ
シウムアイオダイド、ターシヤリイーブチルマグネシウ
ムクロライド、ターシヤリイーブチルマグネシウムブロ
マイド、ターシヤリイーブチルマグネシウムアイオダイ
ドから選択されるものである請求項1に記載したターシ
ヤリイーブチルメチルジメトキシシランの製造方法。[Claims] 1. A method for producing tertiary-butylmethyldimethoxysilane, which comprises reacting tertiary-butylmethylchlorosilane with methanol in the presence of a magnesium compound. 2. Magnesium compounds include magnesium chloride, magnesium bromide, magnesium iodide, methylmagnesium chloride, methylmagnesium bromide, methylmagnesium iodide, tertiary-butylmagnesium chloride, tertiary-butylmagnesium bromide, tertiary-butylmagnesium iodide The method for producing tertiary-butylmethyldimethoxysilane according to claim 1, wherein the tertiary-butylmethyldimethoxysilane is selected from the following.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14366390A JPH0737468B2 (en) | 1990-06-01 | 1990-06-01 | Method for producing tert-butyl-methyldimethoxysilane |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14366390A JPH0737468B2 (en) | 1990-06-01 | 1990-06-01 | Method for producing tert-butyl-methyldimethoxysilane |
Publications (2)
Publication Number | Publication Date |
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JPH0436289A true JPH0436289A (en) | 1992-02-06 |
JPH0737468B2 JPH0737468B2 (en) | 1995-04-26 |
Family
ID=15344040
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14366390A Expired - Fee Related JPH0737468B2 (en) | 1990-06-01 | 1990-06-01 | Method for producing tert-butyl-methyldimethoxysilane |
Country Status (1)
Country | Link |
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JP (1) | JPH0737468B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001139583A (en) * | 1999-11-13 | 2001-05-22 | Degussa Huels Ag | Method for producing alkoxysilane |
-
1990
- 1990-06-01 JP JP14366390A patent/JPH0737468B2/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001139583A (en) * | 1999-11-13 | 2001-05-22 | Degussa Huels Ag | Method for producing alkoxysilane |
Also Published As
Publication number | Publication date |
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JPH0737468B2 (en) | 1995-04-26 |
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