JP4340257B2 - メチルクロロシランの製造方法 - Google Patents
メチルクロロシランの製造方法 Download PDFInfo
- Publication number
- JP4340257B2 JP4340257B2 JP2005274507A JP2005274507A JP4340257B2 JP 4340257 B2 JP4340257 B2 JP 4340257B2 JP 2005274507 A JP2005274507 A JP 2005274507A JP 2005274507 A JP2005274507 A JP 2005274507A JP 4340257 B2 JP4340257 B2 JP 4340257B2
- Authority
- JP
- Japan
- Prior art keywords
- copper
- catalyst
- silicon
- catalyst formulation
- methylchlorosilane
- 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.)
- Expired - Fee Related
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- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical compound C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title description 13
- 239000003054 catalyst Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 27
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 26
- 238000009472 formulation Methods 0.000 claims description 22
- 239000010703 silicon Substances 0.000 claims description 21
- 229910052710 silicon Inorganic materials 0.000 claims description 21
- 239000010949 copper Substances 0.000 claims description 19
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 18
- 230000015572 biosynthetic process Effects 0.000 claims description 18
- 229910052802 copper Inorganic materials 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 10
- 238000003786 synthesis reaction Methods 0.000 claims description 10
- 239000011701 zinc Substances 0.000 claims description 10
- 229910052725 zinc Inorganic materials 0.000 claims description 10
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 7
- 229910052712 strontium Inorganic materials 0.000 claims description 7
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 7
- 239000005751 Copper oxide Substances 0.000 claims description 6
- 229910052787 antimony Inorganic materials 0.000 claims description 6
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 6
- 229910000431 copper oxide Inorganic materials 0.000 claims description 6
- 229910052718 tin Inorganic materials 0.000 claims description 6
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 3
- 229910000881 Cu alloy Inorganic materials 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 21
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 10
- 239000002245 particle Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 5
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000011856 silicon-based particle Substances 0.000 description 2
- 238000011425 standardization method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 101100496858 Mus musculus Colec12 gene Proteins 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011863 silicon-based powder Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 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
- C07F7/12—Organo silicon halides
- C07F7/16—Preparation thereof from silicon and halogenated hydrocarbons direct synthesis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Description
a)全ての量は質量に対するものであり、
b)全ての圧力は0.10MPa(絶対)であり、
c)全ての温度は20℃である。
加熱コイル、ガス分布フリット(Gasverteilerfritte)、ブライン循環式冷却及び受けフラスコを有する蒸留橋を備えた研究室用流動層反応器(内径25mmと高さ500mmを有する鉛直ガラス管。
銅触媒、0.8gの助触媒としての金属亜鉛、8mgのスズ粉末及びSrCl2*6H2Oを完全に混合し、120gのケイ素と混合し、それを反応器中に充填し、そして40l/時間の窒素流下で340℃に加熱する。引き続き40l/時間のクロロメタンを反応器中に供給し、そして触媒配合物を395℃に加熱する。2〜30分の範囲の導入時間後にシラン形成が開始し、反応温度を360℃に下げ、そして50mlのメチルクロロシランを回収する(開始段階)。引き続き更に30mlのメチルクロロシランを回収する。この30mlのシランが形成するまでの時間を生産段階と呼称し、生産率(PR2)は式
触媒配合物中でSr量が少なすぎても、多すぎても、ジメチルジクロロシランの比形成率BRM2に悪影響が生ずる。
同等のCu触媒の場合に、Me2SiCl2の比形成率BRM2は、本発明の範囲のSrの存在下に高まる。
Claims (5)
- クロロメタンとケイ素、銅触媒及び10〜90ppmのストロンチウムを含有する触媒配合物との反応によるメチルクロロシランの直接合成方法。
- ストロンチウムを、ケイ素及び触媒から選択される原料と一緒に触媒配合物中に導入する、請求項1記載の方法。
- 銅の形態が、金属の銅、銅合金、酸化銅及び塩化銅から選択される、請求項1又は2記載の方法。
- 亜鉛を促進剤として使用する、請求項1から3までのいずれか1項記載の方法。
- 亜鉛の他に、スズ及びアンチモンから選択される更なる促進剤を使用する、請求項4記載の方法。
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004046181A DE102004046181A1 (de) | 2004-09-23 | 2004-09-23 | Verfahren zur Herstellung von Methylchlorsilanen |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2006089481A JP2006089481A (ja) | 2006-04-06 |
JP4340257B2 true JP4340257B2 (ja) | 2009-10-07 |
Family
ID=35448368
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2005274507A Expired - Fee Related JP4340257B2 (ja) | 2004-09-23 | 2005-09-21 | メチルクロロシランの製造方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US7205426B2 (ja) |
EP (1) | EP1640375B1 (ja) |
JP (1) | JP4340257B2 (ja) |
KR (1) | KR100705633B1 (ja) |
CN (1) | CN100378110C (ja) |
DE (2) | DE102004046181A1 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101811057B (zh) * | 2010-04-27 | 2012-05-30 | 昆明硅环催化科技有限责任公司 | 用于合成甲基氯硅烷的粉末催化剂 |
DE102013209604A1 (de) | 2013-05-23 | 2014-11-27 | Wacker Chemie Ag | Verfahren zur Herstellung von Methylchlorsilanen |
CN106000429B (zh) * | 2016-06-15 | 2019-09-27 | 苏州铜宝锐新材料有限公司 | 一种催化剂及其应用 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1037183A (fr) | 1950-05-19 | 1953-09-15 | Bayer Ag | Masse de contact |
FR2577929B1 (fr) | 1985-02-22 | 1987-06-05 | Rhone Poulenc Spec Chim | Procede et catalyseur avec le baryum et/ou le strontium comme additif pour la synthese directe du dimethyldichlorosilane |
US4973725A (en) * | 1988-06-28 | 1990-11-27 | Union Carbide Chemicals And Plastics Company Inc. | Direct synthesis process for organohalohydrosilanes |
DE4408113A1 (de) * | 1994-03-10 | 1995-09-14 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Methylchlorsilanen |
DE19530292A1 (de) * | 1995-08-17 | 1997-02-20 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Dimethyldichlorsilan |
-
2004
- 2004-09-23 DE DE102004046181A patent/DE102004046181A1/de not_active Withdrawn
-
2005
- 2005-09-14 DE DE502005000476T patent/DE502005000476D1/de active Active
- 2005-09-14 EP EP05020015A patent/EP1640375B1/de not_active Not-in-force
- 2005-09-21 US US11/231,509 patent/US7205426B2/en not_active Expired - Fee Related
- 2005-09-21 JP JP2005274507A patent/JP4340257B2/ja not_active Expired - Fee Related
- 2005-09-23 CN CNB2005101069096A patent/CN100378110C/zh not_active Expired - Fee Related
- 2005-09-23 KR KR1020050088595A patent/KR100705633B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
US7205426B2 (en) | 2007-04-17 |
CN100378110C (zh) | 2008-04-02 |
KR20060051566A (ko) | 2006-05-19 |
DE502005000476D1 (de) | 2007-04-26 |
JP2006089481A (ja) | 2006-04-06 |
EP1640375A1 (de) | 2006-03-29 |
DE102004046181A1 (de) | 2006-03-30 |
KR100705633B1 (ko) | 2007-04-09 |
CN1752091A (zh) | 2006-03-29 |
US20060063946A1 (en) | 2006-03-23 |
EP1640375B1 (de) | 2007-03-14 |
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