GB782333A - Process for the manufacture of aryl-chlorosilanes - Google Patents
Process for the manufacture of aryl-chlorosilanesInfo
- Publication number
- GB782333A GB782333A GB3518355A GB3518355A GB782333A GB 782333 A GB782333 A GB 782333A GB 3518355 A GB3518355 A GB 3518355A GB 3518355 A GB3518355 A GB 3518355A GB 782333 A GB782333 A GB 782333A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copper
- silicon
- hydrogen
- aryl
- aluminium
- 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
- 239000005046 Chlorosilane Substances 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 7
- 229910052710 silicon Inorganic materials 0.000 abstract 7
- 239000010703 silicon Substances 0.000 abstract 7
- 239000010949 copper Substances 0.000 abstract 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 4
- 239000000956 alloy Substances 0.000 abstract 4
- 229910045601 alloy Inorganic materials 0.000 abstract 4
- 239000004411 aluminium Substances 0.000 abstract 4
- 229910052782 aluminium Inorganic materials 0.000 abstract 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 4
- 229910052802 copper Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 4
- 229910052742 iron Inorganic materials 0.000 abstract 4
- 239000011777 magnesium Substances 0.000 abstract 4
- 229910052749 magnesium Inorganic materials 0.000 abstract 4
- 229910052725 zinc Inorganic materials 0.000 abstract 4
- 239000011701 zinc Substances 0.000 abstract 4
- 239000005749 Copper compound Substances 0.000 abstract 3
- -1 aryl chlorosilanes Chemical class 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 150000001880 copper compounds Chemical class 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 abstract 2
- 239000005750 Copper hydroxide Substances 0.000 abstract 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 2
- 239000005751 Copper oxide Substances 0.000 abstract 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001500 aryl chlorides Chemical class 0.000 abstract 2
- 239000011575 calcium Substances 0.000 abstract 2
- 229910052791 calcium Inorganic materials 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 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
- 150000001879 copper Chemical class 0.000 abstract 2
- 229910001956 copper hydroxide Inorganic materials 0.000 abstract 2
- 229910000431 copper oxide Inorganic materials 0.000 abstract 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 2
- 238000000354 decomposition reaction Methods 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- 229910052759 nickel Inorganic materials 0.000 abstract 2
- 239000008262 pumice Substances 0.000 abstract 2
- 239000004332 silver Substances 0.000 abstract 2
- 229910052709 silver Inorganic materials 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical class ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 abstract 1
- NVLHGZIXTRYOKT-UHFFFAOYSA-N 1-chloro-2,3-dimethylbenzene Chemical class CC1=CC=CC(Cl)=C1C NVLHGZIXTRYOKT-UHFFFAOYSA-N 0.000 abstract 1
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical class C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 abstract 1
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical class ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 abstract 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 abstract 1
- ZUKYLGDWMRLIKI-UHFFFAOYSA-N chloro-ethyl-methylsilicon Chemical compound CC[Si](C)Cl ZUKYLGDWMRLIKI-UHFFFAOYSA-N 0.000 abstract 1
- VIRVTHOOZABTPR-UHFFFAOYSA-N dichloro(phenyl)silane Chemical class Cl[SiH](Cl)C1=CC=CC=C1 VIRVTHOOZABTPR-UHFFFAOYSA-N 0.000 abstract 1
- GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000005054 phenyltrichlorosilane Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 abstract 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 abstract 1
- 239000005052 trichlorosilane 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
A surface-active copper catalyst, used for the preparation of aryl chlorosilanes (see Group IV (a)), may be prepared by decomposition or reduction of a copper compound, or may be in the form of an alloy which may be treated with hydrogen chloride gas above 150 DEG C. The alloy may be with magnesium, zinc, iron, aluminium, calcium, silicon, cobalt, nickel or silver. The preparation from copper compounds includes heating copper chloride with iron, aluminium, zinc, magnesium or silicon; reducing copper oxide in a stream of hydrogen; and applying copper hydroxide or a copper salt, e.g. Cu oxalate, to an inert carrier such as pumice and reducing in hydrogen. The catalytic mass may also contain a substance reactive with hydrogen chloride evolved in the reaction, e.g. silicon.ALSO:Aryl chlorosilanes are prepared by passing a mixture of an aryl chloride, which contains a chlorine atom bound to the nucleus and which does not excessively decompose below 400 DEG C., and a chlorosilane containing at least one hydrogen atom bound to silicon, in vapour phase over a surface-active copper catalyst at 400 DEG to 700 DEG C. Examples of aryl chlorides are mono-and tri-chlorobenzenes, dichlorotoluenes, chloroxylenes and chloronaphthalenes. Suitable chlorosilanes are trichlorosilane, methyl and phenyl dichlorosilanes, dimethyl chlorosilane and methyl ethyl chlorosilane. The copper may be in the form of an alloy with, for example, magnesium, zinc, iron, aluminium, calcium, silicon, cobalt, nickel or silver, and some of these alloys may be treated with hydrogen chloride gas above 150 DEG C. The catalyst may also be prepared by decomposition or reduction of a copper compound, e.g. a copper chloride may be heated with iron, aluminium, zinc, magnesium or silicon; copper oxide may be reduced by hydrogen; or a copper salt or copper hydroxide may be applied to an inert carrier such as pumice and reduced in a current of hydrogen. Certain copper powders are also suitable. It is desirable to add to the catalytic mass a substance which reacts with hydrogen chloride which splits off during the reaction, e.g. silicon. The examples describe the preparation of phenyl trichlorosilane and phenylmethyl dichlorosilane. Japanese Specification 16 (1951) is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEW15509A DE1046619B (en) | 1954-12-07 | 1954-12-07 | Process for the preparation of arylchlorosilanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB782333A true GB782333A (en) | 1957-09-04 |
Family
ID=7595522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3518355A Expired GB782333A (en) | 1954-12-07 | 1955-12-07 | Process for the manufacture of aryl-chlorosilanes |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1046619B (en) |
| FR (1) | FR1144231A (en) |
| GB (1) | GB782333A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003099829A1 (en) * | 2002-05-20 | 2003-12-04 | General Electric Company | Method for preparing a contact mass |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2552438B1 (en) * | 1983-09-28 | 1985-11-08 | Rhone Poulenc Spec Chim | PROCESS AND CATALYST WITH AN ALKALINE AS AN ADDITIVE FOR THE DIRECT SYNTHESIS OF DIMETHYLDICHLOROSILANE |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB635645A (en) * | 1946-06-06 | 1950-04-12 | Dow Corning | Production of organohalosilanes |
-
1954
- 1954-12-07 DE DEW15509A patent/DE1046619B/en active Pending
-
1955
- 1955-12-07 FR FR1144231D patent/FR1144231A/en not_active Expired
- 1955-12-07 GB GB3518355A patent/GB782333A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003099829A1 (en) * | 2002-05-20 | 2003-12-04 | General Electric Company | Method for preparing a contact mass |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1144231A (en) | 1957-10-10 |
| DE1046619B (en) | 1958-12-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4864044A (en) | Tin containing activated silicon for the direct reaction | |
| Audrieth | Inorganic Syntheses, Volume 3 | |
| Urry | Systematic synthesis in the polysilane series | |
| US3057686A (en) | Process for preparing silanes | |
| US3099672A (en) | Reduction of halogen-containing silicon compounds | |
| JP2744106B2 (en) | Method for producing alkylhalogenosilane | |
| JPS6362446B2 (en) | ||
| CA2019691C (en) | Preparation of tertiary-hydrocarbylsilyl compounds | |
| GB681387A (en) | Manufacture of organic silicon compounds with the aid of improved catalysts | |
| GB782333A (en) | Process for the manufacture of aryl-chlorosilanes | |
| GB777086A (en) | Improvements in or relating to the production of phenylchlorosilanes | |
| EP0459499A1 (en) | Process for preparing silacycloalkanes | |
| JP2016141631A (en) | Method for producing trimethyl aluminum-dimethyl aluminum hydride composition | |
| JP3272689B2 (en) | Direct synthesis of methylchlorosilane | |
| US2666775A (en) | Preparation of organosilanes by reaction of silicon with organic halides | |
| US4255348A (en) | Preparation of dimethylaminosilanes | |
| KR20140093946A (en) | A method for preparing a diorganodihalosilane | |
| US3069452A (en) | Process for the production of a silane mixture | |
| JP2015520015A (en) | Process for the preparation of palladium intermetallic compounds and use of the compounds to prepare organohalosilanes | |
| US3013862A (en) | Purification of titanium diboride | |
| ES322311A1 (en) | Contact mass for preparing halogenosilanes and process therefor | |
| GB817098A (en) | Process for the manufacture of organo-halogen-silanes | |
| US2904574A (en) | Preparation of organo-halo-silanes | |
| US3109014A (en) | Method for preparing monomethyldichlorosilane | |
| US4704264A (en) | Process for production of silane |