DE3518605A1 - Verfahren zur herstellung von organo(poly)siloxanen mit an silicium direkt gebundenem halogen - Google Patents
Verfahren zur herstellung von organo(poly)siloxanen mit an silicium direkt gebundenem halogenInfo
- Publication number
- DE3518605A1 DE3518605A1 DE19853518605 DE3518605A DE3518605A1 DE 3518605 A1 DE3518605 A1 DE 3518605A1 DE 19853518605 DE19853518605 DE 19853518605 DE 3518605 A DE3518605 A DE 3518605A DE 3518605 A1 DE3518605 A1 DE 3518605A1
- Authority
- DE
- Germany
- Prior art keywords
- silicon
- allyl
- poly
- organo
- siloxanes
- 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.)
- Withdrawn
Links
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 27
- 239000010703 silicon Substances 0.000 title claims abstract description 27
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000002367 halogens Chemical class 0.000 title description 8
- -1 acetoxysiloxanes Chemical class 0.000 claims abstract description 65
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 53
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims abstract description 20
- 125000000962 organic group Chemical group 0.000 claims abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000001257 hydrogen Substances 0.000 claims abstract description 14
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract description 14
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 11
- 239000010948 rhodium Substances 0.000 claims abstract description 11
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 10
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 3
- 125000005843 halogen group Chemical group 0.000 claims abstract 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 21
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 8
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 6
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 claims description 2
- HFEHLDPGIKPNKL-UHFFFAOYSA-N allyl iodide Chemical compound ICC=C HFEHLDPGIKPNKL-UHFFFAOYSA-N 0.000 claims description 2
- 239000010970 precious metal Substances 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 abstract description 22
- 150000001875 compounds Chemical class 0.000 abstract description 4
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 22
- 239000000203 mixture Substances 0.000 description 12
- 238000003756 stirring Methods 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 8
- 238000005160 1H NMR spectroscopy Methods 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- XUKFPAQLGOOCNJ-UHFFFAOYSA-N dimethyl(trimethylsilyloxy)silicon Chemical compound C[Si](C)O[Si](C)(C)C XUKFPAQLGOOCNJ-UHFFFAOYSA-N 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- DMEXFOUCEOWRGD-UHFFFAOYSA-N chloro-[chloro(dimethyl)silyl]oxy-dimethylsilane Chemical compound C[Si](C)(Cl)O[Si](C)(C)Cl DMEXFOUCEOWRGD-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000003003 phosphines Chemical class 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical class C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 3
- KWEKXPWNFQBJAY-UHFFFAOYSA-N (dimethyl-$l^{3}-silanyl)oxy-dimethylsilicon Chemical compound C[Si](C)O[Si](C)C KWEKXPWNFQBJAY-UHFFFAOYSA-N 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- PIYVNGWKHNMMAU-UHFFFAOYSA-N [O].O Chemical compound [O].O PIYVNGWKHNMMAU-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ULOIAOPTGWSNHU-UHFFFAOYSA-N 2-butyl radical Chemical compound C[CH]CC ULOIAOPTGWSNHU-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- PQGAHNJECSVDEI-UHFFFAOYSA-N [CH2]CCCCC Chemical compound [CH2]CCCCC PQGAHNJECSVDEI-UHFFFAOYSA-N 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- LFOBOFBSSXPQGD-UHFFFAOYSA-N chloro-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)Cl LFOBOFBSSXPQGD-UHFFFAOYSA-N 0.000 description 1
- BBCITGBFGUITMR-UHFFFAOYSA-N chloro-tris(trimethylsilyloxy)silane Chemical compound C[Si](C)(C)O[Si](Cl)(O[Si](C)(C)C)O[Si](C)(C)C BBCITGBFGUITMR-UHFFFAOYSA-N 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000005388 dimethylhydrogensiloxy group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- PAACUFVRGGJVQQ-UHFFFAOYSA-N iodo-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)I PAACUFVRGGJVQQ-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- QBERHIJABFXGRZ-UHFFFAOYSA-M rhodium;triphenylphosphane;chloride Chemical compound [Cl-].[Rh].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QBERHIJABFXGRZ-UHFFFAOYSA-M 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- XAASNKQYFKTYTR-UHFFFAOYSA-N tris(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)O[Si](C)(C)C XAASNKQYFKTYTR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853518605 DE3518605A1 (de) | 1985-05-23 | 1985-05-23 | Verfahren zur herstellung von organo(poly)siloxanen mit an silicium direkt gebundenem halogen |
| US06/859,296 US4680365A (en) | 1985-05-23 | 1986-05-05 | Method for preparing acetoxysiloxanes and organo(poly)siloxanes having halogen bonded to silicon |
| CA000508585A CA1275414C (en) | 1985-05-23 | 1986-05-07 | Method for preparing acetoxysiloxanes and organo(poly)siloxanes having halogen bonded to silicon |
| JP61116319A JPS61271293A (ja) | 1985-05-23 | 1986-05-22 | アセトキシシロキサンまたはケイ素に直接結合したハロゲンを有するオルガノ（ポリ）シロキサンの製造法 |
| EP86106927A EP0205932B1 (de) | 1985-05-23 | 1986-05-22 | Verfahren zur Herstellung von Acetoxysiloxanen oder Organo(poly)-siloxanen mit an Silicium direkt gebundenem Halogen |
| DE8686106927T DE3666955D1 (en) | 1985-05-23 | 1986-05-22 | Process for preparing organopolysiloxanes containing acetoxy groups or halogen atoms which are linked directly to silicon |
| AT86106927T ATE48007T1 (de) | 1985-05-23 | 1986-05-22 | Verfahren zur herstellung von acetoxysiloxanen oder organo(poly)-siloxanen mit an silicium direkt gebundenem halogen. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853518605 DE3518605A1 (de) | 1985-05-23 | 1985-05-23 | Verfahren zur herstellung von organo(poly)siloxanen mit an silicium direkt gebundenem halogen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3518605A1 true DE3518605A1 (de) | 1986-11-27 |
Family
ID=6271479
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19853518605 Withdrawn DE3518605A1 (de) | 1985-05-23 | 1985-05-23 | Verfahren zur herstellung von organo(poly)siloxanen mit an silicium direkt gebundenem halogen |
| DE8686106927T Expired DE3666955D1 (en) | 1985-05-23 | 1986-05-22 | Process for preparing organopolysiloxanes containing acetoxy groups or halogen atoms which are linked directly to silicon |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8686106927T Expired DE3666955D1 (en) | 1985-05-23 | 1986-05-22 | Process for preparing organopolysiloxanes containing acetoxy groups or halogen atoms which are linked directly to silicon |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4680365A (enExample) |
| EP (1) | EP0205932B1 (enExample) |
| JP (1) | JPS61271293A (enExample) |
| AT (1) | ATE48007T1 (enExample) |
| CA (1) | CA1275414C (enExample) |
| DE (2) | DE3518605A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6284907B1 (en) | 1999-12-23 | 2001-09-04 | Wacker-Chemie Gmbh | Process for the preparation of 1,3-dihalo-1,1,3,3-tetra(organyl) disiloxanes |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0679160B2 (ja) * | 1986-12-15 | 1994-10-05 | 富士通株式会社 | ネガ型レジスト組成物及びそれを用いたパターン形成方法 |
| US4912242A (en) * | 1989-05-15 | 1990-03-27 | Dow Corning Corporation | Process for preparing silicon esters |
| US4954597A (en) * | 1989-08-11 | 1990-09-04 | Dow Corning Corporation | Methylhydrosiloxane paper coatings |
| US4954401A (en) * | 1989-08-11 | 1990-09-04 | Dow Corning Corporation | Process of curing methylhydrosiloxanes |
| US5091445A (en) * | 1990-05-04 | 1992-02-25 | Dow Corning Corporation | Silicone sealants |
| US5256754A (en) * | 1990-10-31 | 1993-10-26 | Shin-Etsu Chemical Co., Ltd. | Hydrogenpolysiloxanes and methods of making |
| JP3186820B2 (ja) * | 1992-02-28 | 2001-07-11 | ダウ・コ−ニング・コ−ポレ−ション | 反応性ポリシロキサンおよびその製造方法 |
| JP2766130B2 (ja) * | 1992-07-03 | 1998-06-18 | 信越化学工業株式会社 | トリオルガノモノハロゲノシランの製造方法 |
| DE4240717A1 (de) * | 1992-12-03 | 1994-06-09 | Wacker Chemie Gmbh | Verfahren zur Entfernung von wasserstoffhaltigen Silanen aus Mehtylchlorsilanen |
| EP0652245B2 (en) * | 1993-11-05 | 2005-02-09 | Shin-Etsu Chemical Co., Ltd. | Process for preparing organic functional group-containing organopolysiloxanes, organopolysiloxanes obtained by the process and mercapto group and alkoxy group-containing organopolysiloxanes and preparation thereof |
| US5464801A (en) * | 1993-12-30 | 1995-11-07 | Dow Corning Corporation | Catalyst compositions comprising rhodium catalyst complexes |
| DE4405245A1 (de) * | 1994-02-18 | 1995-08-24 | Wacker Chemie Gmbh | Hitzestabilen Siliconkautschuk ergebende additionsvernetzende Massen |
| JP4222662B2 (ja) * | 1998-09-14 | 2009-02-12 | ダウ・コ−ニング・コ−ポレ−ション | Ｓｉ−Ｃ結合を介してケイ素原子に結合した官能基を有するアシロキシシラン化合物の製造方法 |
| RU2357978C1 (ru) * | 2008-02-04 | 2009-06-10 | Общество с ограниченной ответственностью "Пента-91" (ООО "Пента-91") | Способ получения полиорганоацетоксисилоксанов |
| EP2356712A4 (en) * | 2008-11-04 | 2016-12-14 | California Inst Of Techn | HYBRID ELECTROCHEMICAL GENERATOR WITH A SOLUBLE ANODE |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE499006A (enExample) * | 1949-09-21 | |||
| DE1058476B (de) * | 1957-08-03 | 1959-06-04 | Europ Res Associates S A | Verfahren zur Substituierung von Wasserstoffatomen gegen Halogenatome in Silanen undaehnlichen kovalenten Hydriden |
| GB1221675A (en) * | 1967-11-07 | 1971-02-03 | Inst Silikon & Fluorkarbonchem | Process for the preparation of organo-fluorosilanes |
| US3664985A (en) * | 1970-07-27 | 1972-05-23 | Us Navy | Preparation of silicon-fluoride silicones |
| US4160775A (en) * | 1978-03-28 | 1979-07-10 | Union Carbide Corporation | Process for the preparation of novel organosilicon compounds |
-
1985
- 1985-05-23 DE DE19853518605 patent/DE3518605A1/de not_active Withdrawn
-
1986
- 1986-05-05 US US06/859,296 patent/US4680365A/en not_active Expired - Fee Related
- 1986-05-07 CA CA000508585A patent/CA1275414C/en not_active Expired - Lifetime
- 1986-05-22 DE DE8686106927T patent/DE3666955D1/de not_active Expired
- 1986-05-22 AT AT86106927T patent/ATE48007T1/de not_active IP Right Cessation
- 1986-05-22 JP JP61116319A patent/JPS61271293A/ja active Granted
- 1986-05-22 EP EP86106927A patent/EP0205932B1/de not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6284907B1 (en) | 1999-12-23 | 2001-09-04 | Wacker-Chemie Gmbh | Process for the preparation of 1,3-dihalo-1,1,3,3-tetra(organyl) disiloxanes |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3666955D1 (en) | 1989-12-21 |
| EP0205932A1 (de) | 1986-12-30 |
| EP0205932B1 (de) | 1989-11-15 |
| JPH0577674B2 (enExample) | 1993-10-27 |
| JPS61271293A (ja) | 1986-12-01 |
| ATE48007T1 (de) | 1989-12-15 |
| US4680365A (en) | 1987-07-14 |
| CA1275414C (en) | 1990-10-23 |
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