GB1359956A - Process for production of organosilicon compounds - Google Patents
Process for production of organosilicon compoundsInfo
- Publication number
- GB1359956A GB1359956A GB4345372A GB4345372A GB1359956A GB 1359956 A GB1359956 A GB 1359956A GB 4345372 A GB4345372 A GB 4345372A GB 4345372 A GB4345372 A GB 4345372A GB 1359956 A GB1359956 A GB 1359956A
- Authority
- GB
- United Kingdom
- Prior art keywords
- rhcl
- those prepared
- reacting
- substituted
- catalysts
- 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
- 150000003961 organosilicon compounds Chemical class 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- -1 diphenylphosphinolithium Chemical compound 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- WBWAUFJXONIXBV-UHFFFAOYSA-N 2-triethoxysilylethyl acetate Chemical compound CCO[Si](OCC)(OCC)CCOC(C)=O WBWAUFJXONIXBV-UHFFFAOYSA-N 0.000 abstract 1
- DXYXZPDAEJYSJL-UHFFFAOYSA-N 2-triethoxysilylpropanenitrile Chemical compound CCO[Si](OCC)(OCC)C(C)C#N DXYXZPDAEJYSJL-UHFFFAOYSA-N 0.000 abstract 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-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
- 239000004793 Polystyrene Substances 0.000 abstract 1
- 229910021604 Rhodium(III) chloride Inorganic materials 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- XHFZOJCNDUQBKJ-UHFFFAOYSA-N cyclohexyl(triethyl)silane Chemical compound CC[Si](CC)(CC)C1CCCCC1 XHFZOJCNDUQBKJ-UHFFFAOYSA-N 0.000 abstract 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 abstract 1
- 229940116441 divinylbenzene Drugs 0.000 abstract 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- UMLUMTLXJSATEW-UHFFFAOYSA-N hexyl(tripropyl)silane Chemical compound CCCCCC[Si](CCC)(CCC)CCC UMLUMTLXJSATEW-UHFFFAOYSA-N 0.000 abstract 1
- 238000006459 hydrosilylation reaction Methods 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 229920000620 organic polymer Polymers 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
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229920002246 poly[2-(dimethylamino)ethyl methacrylate] polymer Polymers 0.000 abstract 1
- 229920000193 polymethacrylate Polymers 0.000 abstract 1
- 229920002223 polystyrene Polymers 0.000 abstract 1
- 150000003284 rhodium compounds Chemical class 0.000 abstract 1
- SONJTKJMTWTJCT-UHFFFAOYSA-K rhodium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Rh+3] SONJTKJMTWTJCT-UHFFFAOYSA-K 0.000 abstract 1
- FMYXZXAKZWIOHO-UHFFFAOYSA-N trichloro(2-phenylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CCC1=CC=CC=C1 FMYXZXAKZWIOHO-UHFFFAOYSA-N 0.000 abstract 1
- WDVUXWDZTPZIIE-UHFFFAOYSA-N trichloro(2-trichlorosilylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CC[Si](Cl)(Cl)Cl WDVUXWDZTPZIIE-UHFFFAOYSA-N 0.000 abstract 1
- OOXSLJBUMMHDKW-UHFFFAOYSA-N trichloro(3-chloropropyl)silane Chemical compound ClCCC[Si](Cl)(Cl)Cl OOXSLJBUMMHDKW-UHFFFAOYSA-N 0.000 abstract 1
- MMJWAVCCBPOYAP-UHFFFAOYSA-N trichloro(4-trichlorosilylbutyl)silane Chemical compound Cl[Si](Cl)(Cl)CCCC[Si](Cl)(Cl)Cl MMJWAVCCBPOYAP-UHFFFAOYSA-N 0.000 abstract 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 abstract 1
- SRQHGWJPIZXDTA-UHFFFAOYSA-N trichloro(heptyl)silane Chemical compound CCCCCCC[Si](Cl)(Cl)Cl SRQHGWJPIZXDTA-UHFFFAOYSA-N 0.000 abstract 1
- WVEKDHFNOMWIPR-UHFFFAOYSA-N triethoxy(2-ethoxyethyl)silane Chemical compound CCOCC[Si](OCC)(OCC)OCC WVEKDHFNOMWIPR-UHFFFAOYSA-N 0.000 abstract 1
- XVKXMTGNOIVVLP-UHFFFAOYSA-N triethyl(octyl)silane Chemical compound CCCCCCCC[Si](CC)(CC)CC XVKXMTGNOIVVLP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005050 vinyl 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
- C07F7/0801—General processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
- B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/828—Platinum
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Silicon Polymers (AREA)
Abstract
1359956 Hydrosilation catalysts; chemically modified polymers CESKOSLOVENSKA AKADEMIE VED 20 Sept 1972 [22 Sept 1971 24 Oct 1971 5 Nov 1971 29 March 1972] 43453/72 Headings C3S and C3P Hydrolisation of aliphatic carbon to carbon multiple bonds is conducted in the presence of catalysts comprising platinum or rhodium compounds in which either of such metals is coordinately bound to an organic polymer bearing phosphine, phosphite, amine and/or cyano groups. The polymers are preferably macroreticular substituted polystyrenes or copolymers thereof with divinylbenzene or allyl chloride, substituted P.V.C., and substituted polymethacrylates and copolymers thereof. Specific catalysts are (1) those prepared by reacting a styrene-divinyl-benzene, which has been chloromethylated and treated with diphenylphosphinolithium to introduce -CH 2 P- (Ph) 2 groups, with RhCl 3 .3H 2 O (and optionally subsequently with ethylene), RhCl(PPb 3 ) 3 , hexachloroplatinic acid or H(C 2 H 4 PtCl 3 ); (2) those prepared by reacting a styrene-divinylbenzene, which has been chloromethylated and further treated to introduce -CH 2 N(Me) 2 groups, with RhCl 3 .3H 2 O or hexachloroplatinic acid; (3) those prepared by reacting poly-(2- cyanoethyl methacrylate) with rhodium trichloride or chloroplatinic acid; and (4) those prepared by reacting poly-(2-dimethylaminoethyl methacrylate) with RhCl 3 .3H 2 O or hexachloroplatinic acid. In examples acetylene and various olefinic compounds are hydrosilated to provide as products n-hexyltripropylsilane, nhexyltriethoxysilane, n-octyltriethylsilane, nhexyltriethylsilane, 2-trichlorosilylethyltrichlorosilane, n-heptyltrichlorosilane, 1- and 2-phenylethyl-trichlorosilane, 3-chloropropyltrichlorosilane, 2-ethoxyethyltriethoxysilane, 1-cyanoethyltriethoxysilane, triethoxysilylethyl acetate, cyclohexyltriethylsilane, 1,4-bis- (trichlorosilyl)butane, vinyltrichlorosilane, methylvinyldichlorosilane and triethoxyvinylsilane.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS674371A CS157906B1 (en) | 1971-09-22 | 1971-09-22 | |
| CS746271A CS157917B1 (en) | 1971-10-24 | 1971-10-24 | |
| CS778771A CS159412B1 (en) | 1971-11-05 | 1971-11-05 | |
| CS210372A CS157948B1 (en) | 1972-03-29 | 1972-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1359956A true GB1359956A (en) | 1974-07-17 |
Family
ID=27430089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4345372A Expired GB1359956A (en) | 1971-09-22 | 1972-09-20 | Process for production of organosilicon compounds |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4839441A (en) |
| BE (1) | BE789152A (en) |
| DD (1) | DD100266A5 (en) |
| DE (1) | DE2245187A1 (en) |
| FR (1) | FR2153421A1 (en) |
| GB (1) | GB1359956A (en) |
| IT (1) | IT967714B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141851A (en) * | 1975-11-21 | 1979-02-27 | Castrol Limited | Silane derivatives |
| US6191220B1 (en) * | 1997-03-02 | 2001-02-20 | Dow Corning Asia, Ltd. | Method for manufacturing hydrocarbon oxysilyl functional polymer |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1577715A (en) * | 1975-11-21 | 1980-10-29 | Castrol Ltd | Hydraulic fluids |
| DE2814750C2 (en) * | 1977-04-12 | 1984-10-18 | Chisso Corp., Osaka | Process for the preparation of disubstituted dichlorosilanes |
| US4179403A (en) * | 1977-12-19 | 1979-12-18 | Shell Oil Company | Resin-ligand-metal complex compositions |
| AU535546B2 (en) * | 1980-01-15 | 1984-03-29 | Unisearch Limited | Improved heterogeneous catalyst |
| JPS57140788A (en) * | 1981-02-25 | 1982-08-31 | Sagami Chem Res Center | Preparation of vinylsilane having perfluoro group |
| US4519954A (en) * | 1982-12-29 | 1985-05-28 | The Standard Oil Company | Leach resistant catalyst useful for the dimerization of acrylic compounds |
| JPS59179007U (en) * | 1983-05-19 | 1984-11-30 | 玉津 盛八 | mobile wood processing equipment |
| US5041595A (en) * | 1990-09-26 | 1991-08-20 | Union Carbide Chemicals And Plastics Technology Corporation | Method for manufacturing vinylalkoxysilanes |
| GB9126049D0 (en) * | 1991-12-07 | 1992-02-05 | Dow Corning | Hydrosilylation process |
| CN114849756B (en) * | 2022-05-23 | 2023-05-02 | 衢州学院 | Catalyst for synthesizing vinyl trichlorosilane, and preparation method, using method and application thereof |
-
0
- BE BE789152D patent/BE789152A/xx unknown
-
1972
- 1972-09-14 DE DE19722245187 patent/DE2245187A1/en active Pending
- 1972-09-19 DD DD16573772A patent/DD100266A5/xx unknown
- 1972-09-20 GB GB4345372A patent/GB1359956A/en not_active Expired
- 1972-09-21 JP JP9506872A patent/JPS4839441A/ja active Pending
- 1972-09-21 IT IT2949072A patent/IT967714B/en active
- 1972-09-22 FR FR7233667A patent/FR2153421A1/fr not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141851A (en) * | 1975-11-21 | 1979-02-27 | Castrol Limited | Silane derivatives |
| US6191220B1 (en) * | 1997-03-02 | 2001-02-20 | Dow Corning Asia, Ltd. | Method for manufacturing hydrocarbon oxysilyl functional polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| IT967714B (en) | 1974-03-11 |
| JPS4839441A (en) | 1973-06-09 |
| DE2245187A1 (en) | 1973-03-29 |
| DD100266A5 (en) | 1973-09-12 |
| FR2153421A1 (en) | 1973-05-04 |
| BE789152A (en) | 1973-01-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1359956A (en) | Process for production of organosilicon compounds | |
| Grubbs et al. | Catalytic reduction of olefins with a polymer-supported rhodium (I) catalyst | |
| Barton et al. | Chiral discrimination in the covalent binding of bis (phenanthroline) dichlororuthenium (II) to B-DNA | |
| US4083803A (en) | Anchored silylhydrocarbyl phosphine transition metal complex catalysts and their method of preparation | |
| GB1342876A (en) | Catalyst supports and transition metal catalysts supported thereon | |
| ES8303463A1 (en) | Porous inorganic support material coated with an organic stationary phase, for use in chromatography, and process for its preparation. | |
| JP4897131B2 (en) | High yield hydrosilylation process | |
| Drago et al. | Ionic attachment as a feasible approach to heterogenizing anionic solution catalysts. Carbonylation of methanol | |
| Yamamoto et al. | Asymmetric homogeneous hydrosilylation with platinum (II) complexes of chiral phosphines | |
| KR910000758A (en) | Direct Synthesis Method of Organohalohydrosilane | |
| JP3527239B2 (en) | Selective affinity materials, their production by monocular imprinting, and use of said materials | |
| GB1451561A (en) | Preparation of zerovalent phosphorus arsenic or antimony substituted rhodium compounds and their use in the selective carbonylation of olefins | |
| KR950003310A (en) | Homogeneous Hydrosilylation Catalyst | |
| US3336239A (en) | Activated hydrogenation catalysts | |
| Chvalovsky | Carbon-functional organosilicon compounds | |
| KR900012942A (en) | Preparation of Aminopropyl Alkoxy Silanes | |
| JPS61114741A (en) | Supported catalyst for producing monocarboxylic anhydrate | |
| ATE53213T1 (en) | PROCESS FOR THE PREPARATION OF VINYL TRI-(TERTIARY SUBSTITUTE) ALKOXYSILANES. | |
| Hill et al. | The coupling of methylene and vinyl ligands at a ruthenium (II) centre | |
| GB1491898A (en) | Catalyst for hydrogenation isomerization and hydrosilylation of alkenes and a method of preparation of the catalyst | |
| US3907850A (en) | Method of producing unsaturated organosilicon compounds | |
| GB1448090A (en) | Catalytic hydroformylation process employing rhodium coordination complexes | |
| AU4639485A (en) | Production of carboxylic acids from alcohols using rhodium complex catalysts | |
| JPS5930717B2 (en) | Method for adding Si-bonded hydrogen to aliphatic multiple bonds | |
| AU586181B2 (en) | Production of carboxylic anhydrides from methyl carboxylates using rhodium complex catalysts |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |