JPS6250404B2 - - Google Patents
Info
- Publication number
- JPS6250404B2 JPS6250404B2 JP59202154A JP20215484A JPS6250404B2 JP S6250404 B2 JPS6250404 B2 JP S6250404B2 JP 59202154 A JP59202154 A JP 59202154A JP 20215484 A JP20215484 A JP 20215484A JP S6250404 B2 JPS6250404 B2 JP S6250404B2
- Authority
- JP
- Japan
- Prior art keywords
- mol
- amine
- tris
- sicl
- formula
- 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
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 25
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229910000077 silane Inorganic materials 0.000 claims abstract description 23
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 13
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 9
- 125000005843 halogen group Chemical group 0.000 claims abstract 4
- 238000006243 chemical reaction Methods 0.000 claims description 140
- 229910052739 hydrogen Inorganic materials 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 21
- XGLVDUUYFKXKPL-UHFFFAOYSA-N 2-(2-methoxyethoxy)-n,n-bis[2-(2-methoxyethoxy)ethyl]ethanamine Chemical compound COCCOCCN(CCOCCOC)CCOCCOC XGLVDUUYFKXKPL-UHFFFAOYSA-N 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 230000000536 complexating effect Effects 0.000 claims description 17
- 239000003352 sequestering agent Substances 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- 150000002367 halogens Chemical group 0.000 claims description 9
- -1 vinyl aromatic compounds Chemical class 0.000 claims description 9
- 239000007983 Tris buffer Substances 0.000 claims description 8
- 150000001768 cations Chemical class 0.000 claims description 8
- 239000008139 complexing agent Substances 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 8
- 229920000570 polyether Polymers 0.000 claims description 8
- 239000012429 reaction media Substances 0.000 claims description 7
- 239000007858 starting material Substances 0.000 claims description 6
- XZGIHWAIIZHXKX-UHFFFAOYSA-N 2-(2-ethoxyethoxy)-n,n-bis[2-(2-ethoxyethoxy)ethyl]ethanamine Chemical compound CCOCCOCCN(CCOCCOCC)CCOCCOCC XZGIHWAIIZHXKX-UHFFFAOYSA-N 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 229920000620 organic polymer Polymers 0.000 claims description 5
- MKIXXGAFSXWETQ-UHFFFAOYSA-N 2-butoxy-n,n-bis(2-butoxyethyl)ethanamine Chemical compound CCCCOCCN(CCOCCCC)CCOCCCC MKIXXGAFSXWETQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 4
- CAYDJHOYFLLLLM-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]-n,n-bis[2-[2-(2-ethoxyethoxy)ethoxy]ethyl]ethanamine Chemical compound CCOCCOCCOCCN(CCOCCOCCOCC)CCOCCOCCOCC CAYDJHOYFLLLLM-UHFFFAOYSA-N 0.000 claims description 3
- 101150065749 Churc1 gene Proteins 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 102100038239 Protein Churchill Human genes 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- RULYNRDLKTTWGC-UHFFFAOYSA-N 2-(2-butoxyethoxy)-n,n-bis[2-(2-butoxyethoxy)ethyl]ethanamine Chemical compound CCCCOCCOCCN(CCOCCOCCCC)CCOCCOCCCC RULYNRDLKTTWGC-UHFFFAOYSA-N 0.000 claims description 2
- YLZHYYKWIIHFLZ-UHFFFAOYSA-N 2-(2-propoxyethoxy)-n,n-bis[2-(2-propoxyethoxy)ethyl]ethanamine Chemical compound CCCOCCOCCN(CCOCCOCCC)CCOCCOCCC YLZHYYKWIIHFLZ-UHFFFAOYSA-N 0.000 claims description 2
- GAOZDOLDFJFIBO-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]-n,n-bis[2-[2-(2-butoxyethoxy)ethoxy]ethyl]ethanamine Chemical compound CCCCOCCOCCOCCN(CCOCCOCCOCCCC)CCOCCOCCOCCCC GAOZDOLDFJFIBO-UHFFFAOYSA-N 0.000 claims description 2
- HPRCCXIECBBMPJ-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]-n,n-bis[2-[2-(2-methoxyethoxy)ethoxy]ethyl]ethanamine Chemical compound COCCOCCOCCN(CCOCCOCCOC)CCOCCOCCOC HPRCCXIECBBMPJ-UHFFFAOYSA-N 0.000 claims description 2
- CMGGYFAMOBSZDP-UHFFFAOYSA-N 2-[2-(2-propoxyethoxy)ethoxy]-n,n-bis[2-[2-(2-propoxyethoxy)ethoxy]ethyl]ethanamine Chemical compound CCCOCCOCCOCCN(CCOCCOCCOCCC)CCOCCOCCOCCC CMGGYFAMOBSZDP-UHFFFAOYSA-N 0.000 claims description 2
- AZBZSIZLBRMZFW-UHFFFAOYSA-N 2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-n,n-bis[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethyl]ethanamine Chemical compound COCCOCCOCCOCCN(CCOCCOCCOCCOC)CCOCCOCCOCCOC AZBZSIZLBRMZFW-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 230000021148 sequestering of metal ion Effects 0.000 claims description 2
- 230000003381 solubilizing effect Effects 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- UTHAOIUUIWZHTP-UHFFFAOYSA-N 2-(1-methoxypropan-2-yloxy)-n,n-bis[2-(1-methoxypropan-2-yloxy)ethyl]ethanamine Chemical compound COCC(C)OCCN(CCOC(C)COC)CCOC(C)COC UTHAOIUUIWZHTP-UHFFFAOYSA-N 0.000 claims 1
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 150000004756 silanes Chemical class 0.000 abstract description 15
- 125000003118 aryl group Chemical group 0.000 abstract description 5
- 150000003512 tertiary amines Chemical class 0.000 abstract description 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 150000004714 phosphonium salts Chemical group 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- SLLGVCUQYRMELA-UHFFFAOYSA-N chlorosilicon Chemical compound Cl[Si] SLLGVCUQYRMELA-UHFFFAOYSA-N 0.000 description 169
- 239000000203 mixture Substances 0.000 description 74
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 48
- 239000000460 chlorine Substances 0.000 description 41
- 229910003902 SiCl 4 Inorganic materials 0.000 description 34
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 32
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 30
- 229910004721 HSiCl3 Inorganic materials 0.000 description 26
- 238000002474 experimental method Methods 0.000 description 25
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 21
- 239000002904 solvent Substances 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 12
- 238000007323 disproportionation reaction Methods 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 239000004793 Polystyrene Substances 0.000 description 8
- 229910003910 SiCl4 Inorganic materials 0.000 description 8
- 229920002223 polystyrene Polymers 0.000 description 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 150000003983 crown ethers Chemical class 0.000 description 5
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000005052 trichlorosilane Substances 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical class C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 description 2
- BUMGIEFFCMBQDG-UHFFFAOYSA-N dichlorosilicon Chemical compound Cl[Si]Cl BUMGIEFFCMBQDG-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000005048 methyldichlorosilane Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 229920002449 FKM Polymers 0.000 description 1
- JAWMENYCRQKKJY-UHFFFAOYSA-N [3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-ylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]methanone Chemical compound N1N=NC=2CN(CCC=21)CC1=NOC2(C1)CCN(CC2)C(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F JAWMENYCRQKKJY-UHFFFAOYSA-N 0.000 description 1
- XMIJDTGORVPYLW-UHFFFAOYSA-N [SiH2] Chemical compound [SiH2] XMIJDTGORVPYLW-UHFFFAOYSA-N 0.000 description 1
- 150000001343 alkyl silanes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 description 1
- YCITZMJNBYYMJO-UHFFFAOYSA-N chloro(diphenyl)silicon Chemical compound C=1C=CC=CC=1[Si](Cl)C1=CC=CC=C1 YCITZMJNBYYMJO-UHFFFAOYSA-N 0.000 description 1
- GTPDFCLBTFKHNH-UHFFFAOYSA-N chloro(phenyl)silicon Chemical compound Cl[Si]C1=CC=CC=C1 GTPDFCLBTFKHNH-UHFFFAOYSA-N 0.000 description 1
- IPAIXTZQWAGRPZ-UHFFFAOYSA-N chloro-methyl-phenylsilicon Chemical compound C[Si](Cl)C1=CC=CC=C1 IPAIXTZQWAGRPZ-UHFFFAOYSA-N 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- PFMKUUJQLUQKHT-UHFFFAOYSA-N dichloro(ethyl)silicon Chemical compound CC[Si](Cl)Cl PFMKUUJQLUQKHT-UHFFFAOYSA-N 0.000 description 1
- XNAFLNBULDHNJS-UHFFFAOYSA-N dichloro(phenyl)silicon Chemical compound Cl[Si](Cl)C1=CC=CC=C1 XNAFLNBULDHNJS-UHFFFAOYSA-N 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000002972 grafting catalyst Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- LAQFLZHBVPULPL-UHFFFAOYSA-N methyl(phenyl)silicon Chemical compound C[Si]C1=CC=CC=C1 LAQFLZHBVPULPL-UHFFFAOYSA-N 0.000 description 1
- UIUXUFNYAYAMOE-UHFFFAOYSA-N methylsilane Chemical compound [SiH3]C UIUXUFNYAYAMOE-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- PARWUHTVGZSQPD-UHFFFAOYSA-N phenylsilane Chemical class [SiH3]C1=CC=CC=C1 PARWUHTVGZSQPD-UHFFFAOYSA-N 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 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
- C07F7/121—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20
- C07F7/125—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions involving both Si-C and Si-halogen linkages, the Si-C and Si-halogen linkages can be to the same or to different Si atoms, e.g. redistribution reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Silicon Compounds (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8315403A FR2552436B1 (fr) | 1983-09-28 | 1983-09-28 | Nouveau procede de fabrication d'hydrogeno-silanes par reaction de redistribution |
| FR8315403 | 1983-09-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6096519A JPS6096519A (ja) | 1985-05-30 |
| JPS6250404B2 true JPS6250404B2 (en, 2012) | 1987-10-24 |
Family
ID=9292612
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59202154A Granted JPS6096519A (ja) | 1983-09-28 | 1984-09-28 | 再分配反応によるヒドロゲノシランの新製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US4567286A (en, 2012) |
| EP (1) | EP0141702B1 (en, 2012) |
| JP (1) | JPS6096519A (en, 2012) |
| AT (1) | ATE38674T1 (en, 2012) |
| AU (1) | AU3352484A (en, 2012) |
| BR (1) | BR8404851A (en, 2012) |
| CA (1) | CA1217029A (en, 2012) |
| DE (1) | DE3475195D1 (en, 2012) |
| ES (1) | ES536288A0 (en, 2012) |
| FR (1) | FR2552436B1 (en, 2012) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3712098A1 (de) * | 1987-04-10 | 1988-10-20 | Wacker Chemie Gmbh | Verfahren zur herstellung von disproportionierungsprodukten von dichlormethylsilan in gegenwart eines katalysators |
| US5110974A (en) * | 1991-10-24 | 1992-05-05 | Dow Corning Corporation | Thermal disproportionation of arylhalosilanes |
| DE4208152A1 (de) * | 1992-03-13 | 1993-09-16 | Wacker Chemie Gmbh | Verfahren zur herstellung von dimethylchlorsilan |
| DE4304256A1 (de) * | 1993-02-12 | 1994-08-18 | Solvay Deutschland | Katalysator zur Disproportionierung von Aryl- oder Alkylhalogendisilanen zu Aryl- oder Alkylhalogenmono- und Aryl- oder Alkylhalogenpolysilanen |
| DE4419270A1 (de) * | 1994-06-01 | 1995-12-07 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Alkyl- oder Aryldichlorsilanen |
| DE19520737C2 (de) * | 1995-06-07 | 2003-04-24 | Degussa | Verfahren zur Herstellung von Alkylhydrogenchlorsilanen |
| US5550269A (en) * | 1995-11-17 | 1996-08-27 | North Dakota State University Research Foundation | Method for redistribution of trichlorosilane |
| DE19544730A1 (de) | 1995-11-30 | 1997-06-05 | Wacker Chemie Gmbh | Verfahren zur Herstellung von SiH-haltigen Organylchlorsilanen |
| FR2749848B1 (fr) * | 1996-06-12 | 1998-08-21 | Rhone Poulenc Chimie | Procede ameliore d'obtention d'organosilanes mettant en oeuvre une reaction de redistribution |
| FR2761360B1 (fr) * | 1997-03-27 | 1999-05-21 | Rhodia Chimie Sa | Procede ameliore d'obtention d'organosilanes mettant en oeuvre une reaction de redistribution |
| DE10049012B4 (de) * | 2000-10-04 | 2013-10-17 | Evonik Degussa Gmbh | Verfahren zur Reinigung von Silan enthaltenden Abgasströmen |
| US20030194356A1 (en) * | 2002-04-11 | 2003-10-16 | Meier Paul F. | Desulfurization system with enhanced fluid/solids contacting |
| DE102005019252A1 (de) * | 2005-04-26 | 2006-11-09 | Wacker Chemie Ag | Verfahren zur Herstellung von Organylhydrogensilanen |
| DE102009027728A1 (de) * | 2009-07-15 | 2011-01-20 | Evonik Degussa Gmbh | Verfahren zur Behandlung von Katalysator-Präkursoren |
| US8975429B2 (en) | 2010-01-28 | 2015-03-10 | Ndsu Research Foundation | Method of producing cyclohexasilane compounds |
| JP5337749B2 (ja) * | 2010-03-10 | 2013-11-06 | 信越化学工業株式会社 | トリクロロシランの製造方法 |
| WO2018186882A1 (en) * | 2017-04-07 | 2018-10-11 | L'air Liquide, Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude | Catalytic reduction of halogenated carbosilanes and halogenated carbodisilanes |
| EP3620436A1 (en) * | 2018-09-10 | 2020-03-11 | Momentive Performance Materials Inc. | Synthesis of trichlorosilane from tetrachlorosilane and hydridosilanes |
| CN114797801B (zh) * | 2022-06-06 | 2022-11-29 | 哈尔滨工业大学 | 含两类季铵位点同步去除氮磷的污水景观回用深度处理磁性树脂及其制备方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2732282A (en) * | 1956-01-24 | Cjhssihclj | ||
| CA253653A (en) * | 1925-09-15 | G. Kiefer William | Door buck | |
| US2834648A (en) * | 1953-03-25 | 1958-05-13 | Union Carbide Corp | Disproportionation of chlorosilanes employing amine-type catalysts |
| US3322511A (en) * | 1962-10-04 | 1967-05-30 | Dow Corning | Rearrangement of chlorosilanes |
| FR1457139A (fr) * | 1965-01-29 | 1966-10-28 | Dow Corning | Substitutions réciproques de l'hydrogène et du chlore dans les silanes |
| DE1251762B (de) * | 1965-03-19 | 1967-10-12 | Rhone Poulenc SA, Paris | Verfahren zur Dismutation von Chlorhydrogen silanen |
| US3465019A (en) * | 1967-12-20 | 1969-09-02 | Gen Electric | Method for making organofunctional-alkylsiliconhydrides |
| DE1767905B2 (de) * | 1968-06-29 | 1975-08-28 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Verfahren zur katalytischen Disproportionierung von mindestens eine Si-H-Bindung enthaltenden Halogensilanen der Organosilanen |
| FR2096605A1 (en) * | 1970-06-30 | 1972-02-18 | Union Carbide Corp | Halo silane rearrangement - using tertiary amine hydrohalide catalysts |
| CA977769A (en) * | 1970-12-21 | 1975-11-11 | General Electric Company | Redistribution of alkylhydrosilanes |
| US3769310A (en) * | 1972-06-07 | 1973-10-30 | Gen Electric | Redistribution of alkylhydrosilanes |
| FR2503125A1 (fr) * | 1981-04-03 | 1982-10-08 | Rhone Poulenc Spec Chim | Procede de fabrication de silane |
-
1983
- 1983-09-28 FR FR8315403A patent/FR2552436B1/fr not_active Expired
-
1984
- 1984-09-18 DE DE8484401848T patent/DE3475195D1/de not_active Expired
- 1984-09-18 EP EP84401848A patent/EP0141702B1/fr not_active Expired
- 1984-09-18 AT AT84401848T patent/ATE38674T1/de not_active IP Right Cessation
- 1984-09-26 AU AU33524/84A patent/AU3352484A/en not_active Abandoned
- 1984-09-27 BR BR8404851A patent/BR8404851A/pt not_active IP Right Cessation
- 1984-09-27 CA CA000464197A patent/CA1217029A/fr not_active Expired
- 1984-09-27 ES ES536288A patent/ES536288A0/es active Granted
- 1984-09-28 JP JP59202154A patent/JPS6096519A/ja active Granted
- 1984-09-28 US US06/655,722 patent/US4567286A/en not_active Expired - Fee Related
-
1986
- 1986-03-06 US US06/837,053 patent/US4746752A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0141702A3 (en, 2012) | 1985-06-19 |
| FR2552436B1 (fr) | 1985-10-25 |
| ES8505692A1 (es) | 1985-06-01 |
| DE3475195D1 (en) | 1988-12-22 |
| BR8404851A (pt) | 1985-08-13 |
| ES536288A0 (es) | 1985-06-01 |
| US4567286A (en) | 1986-01-28 |
| AU3352484A (en) | 1985-04-04 |
| CA1217029A (fr) | 1987-01-27 |
| JPS6096519A (ja) | 1985-05-30 |
| ATE38674T1 (de) | 1988-12-15 |
| US4746752A (en) | 1988-05-24 |
| EP0141702B1 (fr) | 1988-11-17 |
| EP0141702A2 (fr) | 1985-05-15 |
| FR2552436A1 (fr) | 1985-03-29 |
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