GB633732A - Production of organohalosilanes - Google Patents
Production of organohalosilanesInfo
- Publication number
- GB633732A GB633732A GB14706/47A GB1470647A GB633732A GB 633732 A GB633732 A GB 633732A GB 14706/47 A GB14706/47 A GB 14706/47A GB 1470647 A GB1470647 A GB 1470647A GB 633732 A GB633732 A GB 633732A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aliphatic
- pressure
- butadiene
- styrene
- benzene
- 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
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 6
- 229930195733 hydrocarbon Natural products 0.000 abstract 5
- 239000004215 Carbon black (E152) Substances 0.000 abstract 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 abstract 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 abstract 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- -1 alicyclic hydrocarbon radical Chemical class 0.000 abstract 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 abstract 2
- 239000005052 trichlorosilane Substances 0.000 abstract 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 abstract 1
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 abstract 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical group CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 abstract 1
- VUQPJRPDRDVQMN-UHFFFAOYSA-N 1-chlorooctadecane Chemical compound CCCCCCCCCCCCCCCCCCCl VUQPJRPDRDVQMN-UHFFFAOYSA-N 0.000 abstract 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 abstract 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- YBFJZDDPQHRNPH-UHFFFAOYSA-N bromo(dichloro)silane Chemical compound Cl[SiH](Cl)Br YBFJZDDPQHRNPH-UHFFFAOYSA-N 0.000 abstract 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical group CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- FRALJFRRPFOSQB-UHFFFAOYSA-N dichloro(fluoro)silane Chemical compound F[SiH](Cl)Cl FRALJFRRPFOSQB-UHFFFAOYSA-N 0.000 abstract 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 abstract 1
- 229940069096 dodecene Drugs 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 abstract 1
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 abstract 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N propyl ethylene Natural products CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 229940095068 tetradecene Drugs 0.000 abstract 1
- IBOKZQNMFSHYNQ-UHFFFAOYSA-N tribromosilane Chemical compound Br[SiH](Br)Br IBOKZQNMFSHYNQ-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07F7/14—Preparation thereof from optionally substituted halogenated silanes and hydrocarbons hydrosilylation reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Abstract
A copolymer of butadiene and styrene is employed as a hydrocarbon containing an olefinic linkage in an aliphatic portion of the molecule for reaction with a trichlorosilane in the presence of benzene at a superatmospheric pressure, and at an elevated temperature below 400 DEG C., to form an organo silicon compound, which forms a gum after removing the benzene. The product reacts with water to form a brittle solid.ALSO:Organohalosilanes of the general formula R(SiX3)n, wherein R represents an aliphatic, aryl-aliphatic or an alicyclic hydrocarbon radical, X represents halogen and n is a whole number, are prepared by reacting at super-atmospheric pressures and at elevated temperatures below 400 DEG C. a hydrocarbon having an olefinic linkage in an aliphatic position of the molecule, with a trihalosilane having a hydrogen atom attached to the silicon atom, e.g. at a pressure of at least 100 pounds per square inch and a reaction temperature below 385 DEG C., or at a pressure of at least 200 pounds per square inch. The pressure employed may exceed 2500 pounds per square inch. Suitable trihalosilanes are trichloro- and tribromosilane, dichloromonofluorosilane and monobromodichlorosilane. Suitable hydrocarbons given are ethylene, 1- and 2-butene, isobutene, 1- and 2-pentene, hexene, octene, decene, dodecene, tetradecene, hexadecene, octadecene, butadiene, hexadiene, cyclohexene, styrene, rubber and a copolymer of butadiene and styrene. A number of detailed examples are given. The Specification as open to inspection under Sect. 91 refers to the use of alkyl halides for the above process to form the unsaturated compound in situ, e.g. ethyl- or propyl bromide and butyl-, dodecyl- or octadecyl chloride. This subject-matter does not appear in the Specification as accepted.ALSO:Rubber is employed as a hydrocarbon containing an olefinic linkage in an aliphotic position of the molecule for reaction with trichlorosilane in the presence of benzene at a superatmospheric pressure and at an elevated temperature below 400 DEG C. to form an organo silicon compound.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US633732XA | 1946-06-06 | 1946-06-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB633732A true GB633732A (en) | 1949-12-19 |
Family
ID=22048756
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14706/47A Expired GB633732A (en) | 1946-06-06 | 1947-06-03 | Production of organohalosilanes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB633732A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2715060A (en) * | 1951-10-31 | 1955-08-09 | Dow Corning | Process of making silica |
-
1947
- 1947-06-03 GB GB14706/47A patent/GB633732A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2715060A (en) * | 1951-10-31 | 1955-08-09 | Dow Corning | Process of making silica |
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