GB1365431A - Process for preparing organosilicon products - Google Patents
Process for preparing organosilicon productsInfo
- Publication number
- GB1365431A GB1365431A GB593972A GB593972A GB1365431A GB 1365431 A GB1365431 A GB 1365431A GB 593972 A GB593972 A GB 593972A GB 593972 A GB593972 A GB 593972A GB 1365431 A GB1365431 A GB 1365431A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copolymers
- units
- dimethylsiloxane
- sio
- denotes
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- -1 C3S Organosilicon compounds Chemical class 0.000 abstract 13
- 229920001577 copolymer Polymers 0.000 abstract 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 5
- 229910052759 nickel Inorganic materials 0.000 abstract 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- RMCOJEZDSRZFOF-UHFFFAOYSA-N but-1-enyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=CCC RMCOJEZDSRZFOF-UHFFFAOYSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 229920001843 polymethylhydrosiloxane Polymers 0.000 abstract 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- VYXHVRARDIDEHS-QGTKBVGQSA-N (1z,5z)-cycloocta-1,5-diene Chemical compound C\1C\C=C/CC\C=C/1 VYXHVRARDIDEHS-QGTKBVGQSA-N 0.000 abstract 1
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-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
- SLDNUUHDLHCRRB-UHFFFAOYSA-N 2,2-diphenylethenylsilane Chemical compound C=1C=CC=CC=1C(=C[SiH3])C1=CC=CC=C1 SLDNUUHDLHCRRB-UHFFFAOYSA-N 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XYYQWMDBQFSCPB-UHFFFAOYSA-N dimethoxymethylsilane Chemical compound COC([SiH3])OC XYYQWMDBQFSCPB-UHFFFAOYSA-N 0.000 abstract 1
- GWLINUUZNGNWIH-UHFFFAOYSA-N dimethyl(octyl)silane Chemical compound CCCCCCCC[SiH](C)C GWLINUUZNGNWIH-UHFFFAOYSA-N 0.000 abstract 1
- VDCSGNNYCFPWFK-UHFFFAOYSA-N diphenylsilane Chemical compound C=1C=CC=CC=1[SiH2]C1=CC=CC=C1 VDCSGNNYCFPWFK-UHFFFAOYSA-N 0.000 abstract 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 1
- WAMKWBHYPYBEJY-UHFFFAOYSA-N duroquinone Chemical compound CC1=C(C)C(=O)C(C)=C(C)C1=O WAMKWBHYPYBEJY-UHFFFAOYSA-N 0.000 abstract 1
- XVSBWQYHSLNOCU-UHFFFAOYSA-N ethenyl(dimethyl)silicon Chemical compound C[Si](C)C=C XVSBWQYHSLNOCU-UHFFFAOYSA-N 0.000 abstract 1
- GCSJLQSCSDMKTP-UHFFFAOYSA-N ethenyl(trimethyl)silane Chemical compound C[Si](C)(C)C=C GCSJLQSCSDMKTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 238000006459 hydrosilylation reaction Methods 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 229920000620 organic polymer Polymers 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 abstract 1
- 229930015698 phenylpropene Natural products 0.000 abstract 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 229920001296 polysiloxane Polymers 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 150000003377 silicon compounds Chemical class 0.000 abstract 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 abstract 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 abstract 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-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
- C07F7/0801—General processes
-
- 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
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0876—Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
- C07F7/0878—Si-C bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Abstract
1365431 Hydrosilation of olefines DOW CORNING Ltd 31 Jan 1973 [9 Feb 1972] 5939/72 Heading C3S Organosilicon compounds having the group # Si CH = CHR, wherein R denotes H, a mono valent hydrocarbon radical or a group -X n SiR<SP>1</SP> 3 , X denotes a divalent hydrocarbon radical, n is 0 or 1, and each R<SP>1</SP> denotes H, a monovalent optionally halogenated hydrocarbon radical, alkoxy, alkoxyalkoxy or an oxygen atom of a siloxane linkage, are prepared by reacting a hydrosilane having at least one # SiH group with an olefin CH 2 = CHR in the presence of a polyolefinic, pi-allyl, olefinicnitrile, quinone, phosphine or phosphite complex of nickel. In the above compounds the free silicon valencies are satisfied with the same values as R<SP>1</SP>. Specified olefinic starting materials include ethylene, propylene, butylene, pentene-1, hexene, octene, styrene, vinyltoluene, vinylcyclohexene, allylbenzene, vinyltrimethylsilane, allyltrimethoxysilane, vinyldimethylsilane, butenyltriethoxysilane, butenyltriethoxysilane, diphenylvinylsilane, 1,3 - divinyl - 1,3 - tetramethyldisiloxane, copolymers of methylvinylsiloxane and dimethylsiloxane units, copolymers of methylvinylsiloxane, dimethylsiloxane and phenylmethylsiloxane units, and copolymers of dimethylsiloxane, methyl- (trifluoropropyl)siloxane and dimethylvinylsiloxane units. Specified hydrosilane starting materials include trimethylsilane, dimethoxymethylsilane, triethoxysilane, dimethyloctylsilane, diphenylsilane, methylhydrogen polysiloxanes, copolymers of dimethylsiloxane, methylhydrogensiloxane and trimethylsiloxane units, copolymers of methylphenylsiloxane and methylhydrogensiloxane units, and copolymers of dimethylsiloxane and dimethylhydrogensiloxane units. In examples (Me 3 SiO) 2 SiMeH and Me 3 SiOSiMe 2 vinyl are reacted together in the presence of bis-(cycloocta-1,5-diene)nickel or cycloocta - 1,5 - diene - (duroquinone) - nickel to give as a product (Me 3 SiO) 2 SiMeCH = CHSiMe 2 OSiMe 3 in admixture with small quantities of (Me 3 SiO) 2 SiMeCH 2 CH 2 SiMe 2 OSiMe 3 . Uses.-The products may be used to prepare cured silicon compounds, glass sizes and crosslinkable organic polymers.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB593972A GB1365431A (en) | 1973-01-31 | 1973-01-31 | Process for preparing organosilicon products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB593972A GB1365431A (en) | 1973-01-31 | 1973-01-31 | Process for preparing organosilicon products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1365431A true GB1365431A (en) | 1974-09-04 |
Family
ID=9805466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB593972A Expired GB1365431A (en) | 1973-01-31 | 1973-01-31 | Process for preparing organosilicon products |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1365431A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668812A (en) * | 1985-12-31 | 1987-05-26 | Union Carbide Corporation | Process for the preparation of olefinic silanes and siloxanes |
| WO1995007312A1 (en) * | 1993-09-07 | 1995-03-16 | Rhone-Poulenc Chimie | Method for the preparation of polyorganosiloxanes with insaturated functions by dehydrogenocondensation in the presence of complexes of metals of group iv |
| CN103819127A (en) * | 2014-01-22 | 2014-05-28 | 南雄鼎成化工有限公司 | Preparation method of efficient organic silicon emulsion water-proofing agent for reinforcing cement mortar concrete |
-
1973
- 1973-01-31 GB GB593972A patent/GB1365431A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668812A (en) * | 1985-12-31 | 1987-05-26 | Union Carbide Corporation | Process for the preparation of olefinic silanes and siloxanes |
| AU598780B2 (en) * | 1985-12-31 | 1990-07-05 | Union Carbide Corporation | Process for the preparation of olefinic silanes and siloxanes |
| WO1995007312A1 (en) * | 1993-09-07 | 1995-03-16 | Rhone-Poulenc Chimie | Method for the preparation of polyorganosiloxanes with insaturated functions by dehydrogenocondensation in the presence of complexes of metals of group iv |
| FR2709757A1 (en) * | 1993-09-07 | 1995-03-17 | Rhone Poulenc Chimie | Process for the preparation of unsaturated polyorganosiloxanes by dehydrogenocondensation in the presence of Group IV metal complexes |
| US5767217A (en) * | 1993-09-07 | 1998-06-16 | Rhone-Poulenc Chimie | Process for the preparation of polyorganosiloxanes containing unsaturated functions, by dehydrogenative condensation in the presence of titanium, zirconium or hafnium |
| CN103819127A (en) * | 2014-01-22 | 2014-05-28 | 南雄鼎成化工有限公司 | Preparation method of efficient organic silicon emulsion water-proofing agent for reinforcing cement mortar concrete |
| CN103819127B (en) * | 2014-01-22 | 2015-06-24 | 南雄鼎成化工有限公司 | Preparation method of efficient organic silicon emulsion water-proofing agent for reinforcing cement mortar concrete |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |