GB681387A - Manufacture of organic silicon compounds with the aid of improved catalysts - Google Patents
Manufacture of organic silicon compounds with the aid of improved catalystsInfo
- Publication number
- GB681387A GB681387A GB2005/50A GB200550A GB681387A GB 681387 A GB681387 A GB 681387A GB 2005/50 A GB2005/50 A GB 2005/50A GB 200550 A GB200550 A GB 200550A GB 681387 A GB681387 A GB 681387A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- alloy
- reacted
- copper
- hydrogen
- 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
Links
- 239000003054 catalyst Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000003377 silicon compounds Chemical class 0.000 title 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract 8
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 7
- 238000006243 chemical reaction Methods 0.000 abstract 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 4
- 229910000676 Si alloy Inorganic materials 0.000 abstract 4
- 239000012190 activator Substances 0.000 abstract 4
- 229910045601 alloy Inorganic materials 0.000 abstract 4
- 239000000956 alloy Substances 0.000 abstract 4
- 239000010949 copper Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 239000002184 metal Substances 0.000 abstract 4
- 229910052751 metal Inorganic materials 0.000 abstract 4
- 229940050176 methyl chloride Drugs 0.000 abstract 4
- 229910021592 Copper(II) chloride Inorganic materials 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052802 copper Inorganic materials 0.000 abstract 3
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 3
- 229940045803 cuprous chloride Drugs 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 2
- -1 H(CuCl2) or H(CuCl3) Chemical compound 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001502 aryl halides Chemical class 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 229960003280 cupric chloride Drugs 0.000 abstract 2
- 230000005484 gravity Effects 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 2
- 229910000531 Co alloy Inorganic materials 0.000 abstract 1
- 229910000881 Cu alloy Inorganic materials 0.000 abstract 1
- 229910000519 Ferrosilicon Inorganic materials 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- NNIYFVYSVUWTOA-UHFFFAOYSA-N copper hydrochloride Chemical compound Cl.[Cu] NNIYFVYSVUWTOA-UHFFFAOYSA-N 0.000 abstract 1
- 229960004643 cupric oxide Drugs 0.000 abstract 1
- 229960003750 ethyl chloride Drugs 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 239000012255 powdered metal Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 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)
- Catalysts (AREA)
Abstract
Alkyl or aryl halogenosilanes are prepared by the reaction of an alkyl or aryl halide with a silicon alloy at a raised temperature wherein there is used an alloy of silicon with copper and a metal or other alloyable element of groups 5 to 8 of the periodic system, e.g. iron, cobalt, nickel or phosphorus, the said alloy being activated with a finely powdered metal of specific gravity greater than 5, or with a salt or salt-forming acid of such a metal, e.g. copper, cuprous chloride, a copper hydrochloric acid, i.e. H(CuCl2) or H(CuCl3), or a salt thereof. The activator may consist of a plurality of salts of a metal of specific gravity greater than 5 which may contain the metal in different states of valency. The activator may contain the metalliferous residue which remains behind after the alloy has been reacted. The valency state of the activator may be produced before or during the reaction. The silicon alloy may be prepared by fusing the components together under hydrogen or a compound liberating hydrogen, e.g. gaseous ammonia. It is preferred to introduce the activator in the form of a paste, spray or solution, e.g. the paste obtained by mixing cuprous and cupric chloride with conc. nitric acid. The preferred reaction temperature range is from 200 DEG to 450 DEG C. Gaseous hydrogen chloride in an amount equal to 1 to 15 per cent based on the weight of alkyl or aryl halide may be added during the reaction. In examples: (1) ethyl chloride is reacted with an alloy of silicon, copper and cobalt which is mixed with a mixture of cuprous chloride and cupric chloride; (2) methyl chloride is reacted with the alloy of (1) which has been treated with the acid H[CuCl2]; (3) methyl chloride is reacted with the contact mass of (2) which has been mixed with pyrophoric copper (prepared by reducing cupric oxide with hydrogen or reacting the conversion mass used in the present process with hydrogen halides); (4) methyl chloride is reacted with the contact mass of each of examples 1 to 3 in the presence of hydrogen chloride; (5) methyl chloride is reacted with an alloy prepared from ferrosilicon and copper which has been treated with the acid H[CuCl2].
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP41780A DE921566C (en) | 1949-05-05 | 1949-05-05 | Process for the preparation of alkyl- or arylhalosilanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB681387A true GB681387A (en) | 1952-10-22 |
Family
ID=27184988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2005/50A Expired GB681387A (en) | 1949-05-05 | 1950-01-25 | Manufacture of organic silicon compounds with the aid of improved catalysts |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2666776A (en) |
| CH (1) | CH282375A (en) |
| DE (1) | DE921566C (en) |
| GB (1) | GB681387A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2877254A (en) * | 1954-09-25 | 1959-03-10 | Wacker Chemie Gmbh | Process for preparing organohalosilanes |
| US3141899A (en) * | 1960-06-02 | 1964-07-21 | Philadelphia Quartz Co | Preparation of organo-halogenosilanes |
| US5714131A (en) * | 1993-07-01 | 1998-02-03 | Pechiney Electrometallurgie | Metallurgical silicon containing phosphorus for the preparation of organohalogenosilanes |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2903473A (en) * | 1954-03-19 | 1959-09-08 | Takami Yasuo | Process for the production of phenylchlorosilanes |
| US3110721A (en) * | 1960-06-24 | 1963-11-12 | Philadelphia Quartz Co | Preparation of organo-halogenosilanes |
| US4181673A (en) * | 1979-01-23 | 1980-01-01 | Veb Chemiewerk Nunchritz | Process for preparing dimethylhydrogenchlorosilane |
| US4487950A (en) * | 1982-04-16 | 1984-12-11 | General Electric Company | Method for making methylchlorosilanes |
| US4500724A (en) * | 1983-07-28 | 1985-02-19 | General Electric Company | Method for making alkylhalosilanes |
| USRE33452E (en) * | 1983-07-28 | 1990-11-20 | General Electric Company | Method for making alkylhalosilanes |
| US5281739A (en) * | 1992-12-23 | 1994-01-25 | Dow Corning Corporation | Process for manufacture of alkylhalosilanes |
| US20080262258A1 (en) * | 2004-05-04 | 2008-10-23 | Dow Corning Corporation | Container For Forming Self-Baking Electrodes |
| JP6725510B2 (en) * | 2014-12-18 | 2020-07-22 | ダウ シリコーンズ コーポレーション | Method for producing aryl functional silanes |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1777174A (en) * | 1929-04-04 | 1930-09-30 | P M G Metal Trust Ltd | Method of improving copper or copper alloys and hardener for use therein |
| US2380995A (en) * | 1941-09-26 | 1945-08-07 | Gen Electric | Preparation of organosilicon halides |
| US2488487A (en) * | 1946-02-07 | 1949-11-15 | Dow Chemical Co | Production of alkyl silicon halides |
| BE481523A (en) * | 1947-02-27 |
-
1949
- 1949-05-05 DE DEP41780A patent/DE921566C/en not_active Expired
-
1950
- 1950-01-07 CH CH282375D patent/CH282375A/en unknown
- 1950-01-25 GB GB2005/50A patent/GB681387A/en not_active Expired
- 1950-04-19 US US156947A patent/US2666776A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2877254A (en) * | 1954-09-25 | 1959-03-10 | Wacker Chemie Gmbh | Process for preparing organohalosilanes |
| US3141899A (en) * | 1960-06-02 | 1964-07-21 | Philadelphia Quartz Co | Preparation of organo-halogenosilanes |
| US5714131A (en) * | 1993-07-01 | 1998-02-03 | Pechiney Electrometallurgie | Metallurgical silicon containing phosphorus for the preparation of organohalogenosilanes |
Also Published As
| Publication number | Publication date |
|---|---|
| CH282375A (en) | 1952-04-30 |
| DE921566C (en) | 1954-12-20 |
| US2666776A (en) | 1954-01-19 |
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