DE60209377T2 - Alken-platin-silyl komplexe - Google Patents
Alken-platin-silyl komplexe Download PDFInfo
- Publication number
- DE60209377T2 DE60209377T2 DE60209377T DE60209377T DE60209377T2 DE 60209377 T2 DE60209377 T2 DE 60209377T2 DE 60209377 T DE60209377 T DE 60209377T DE 60209377 T DE60209377 T DE 60209377T DE 60209377 T2 DE60209377 T2 DE 60209377T2
- Authority
- DE
- Germany
- Prior art keywords
- platinum
- cod
- carbon
- multiple bond
- sih
- 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 - Lifetime
Links
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 title claims description 126
- 229910052697 platinum Inorganic materials 0.000 title claims description 52
- -1 ALKINE PLATINUM SILYL Chemical class 0.000 title claims description 29
- QHGSGZLLHBKSAH-UHFFFAOYSA-N hydridosilicon Chemical compound [SiH] QHGSGZLLHBKSAH-UHFFFAOYSA-N 0.000 claims description 50
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 35
- 125000003118 aryl group Chemical group 0.000 claims description 35
- 229910000077 silane Inorganic materials 0.000 claims description 35
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 32
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 31
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims description 27
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 14
- 125000000962 organic group Chemical group 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 11
- 238000011065 in-situ storage Methods 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 10
- 239000011368 organic material Substances 0.000 claims description 9
- 150000004756 silanes Chemical class 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 claims description 7
- 239000004912 1,5-cyclooctadiene Substances 0.000 claims description 7
- 239000004615 ingredient Substances 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 3
- 239000004594 Masterbatch (MB) Substances 0.000 claims 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 24
- 239000003054 catalyst Substances 0.000 description 20
- 125000000217 alkyl group Chemical group 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 6
- 150000003058 platinum compounds Chemical class 0.000 description 6
- 238000006555 catalytic reaction Methods 0.000 description 5
- 239000003446 ligand Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000004809 Teflon Substances 0.000 description 4
- 229920006362 Teflon® Polymers 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000004913 cyclooctene Substances 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004423 acyloxy group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 238000006317 isomerization reaction Methods 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 description 2
- KKRMHVJQWMXYBZ-UHFFFAOYSA-N dichloro-hexyl-methylsilane Chemical compound CCCCCC[Si](C)(Cl)Cl KKRMHVJQWMXYBZ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000005048 methyldichlorosilane Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 1
- QAUCEYVYCBYVDK-UHFFFAOYSA-N (2-dimethylsilylphenyl)-dimethylsilane Chemical compound C[SiH](C)C1=CC=CC=C1[SiH](C)C QAUCEYVYCBYVDK-UHFFFAOYSA-N 0.000 description 1
- VEJOYRPGKZZTJW-FDGPNNRMSA-N (z)-4-hydroxypent-3-en-2-one;platinum Chemical compound [Pt].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O VEJOYRPGKZZTJW-FDGPNNRMSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 238000004294 195Pt NMR spectroscopy Methods 0.000 description 1
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 1
- YZJSARUCMYJHNV-UHFFFAOYSA-N 2-dimethylsilylethyl(dimethyl)silane Chemical compound C[SiH](C)CC[SiH](C)C YZJSARUCMYJHNV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- YTEISYFNYGDBRV-UHFFFAOYSA-N [(dimethyl-$l^{3}-silanyl)oxy-dimethylsilyl]oxy-dimethylsilicon Chemical compound C[Si](C)O[Si](C)(C)O[Si](C)C YTEISYFNYGDBRV-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- SLLGVCUQYRMELA-UHFFFAOYSA-N chlorosilicon Chemical compound Cl[Si] SLLGVCUQYRMELA-UHFFFAOYSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 1
- 125000000522 cyclooctenyl group Chemical group C1(=CCCCCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- XUKFPAQLGOOCNJ-UHFFFAOYSA-N dimethyl(trimethylsilyloxy)silicon Chemical compound C[Si](C)O[Si](C)(C)C XUKFPAQLGOOCNJ-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000003057 platinum Chemical class 0.000 description 1
- QCSGLAMXZCLSJW-UHFFFAOYSA-L platinum(2+);diacetate Chemical compound [Pt+2].CC([O-])=O.CC([O-])=O QCSGLAMXZCLSJW-UHFFFAOYSA-L 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 125000005023 xylyl group Chemical group 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
- C07F7/14—Preparation thereof from optionally substituted halogenated silanes and hydrocarbons hydrosilylation reactions
-
- 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0086—Platinum compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17229 | 1979-03-05 | ||
| US10/017,229 US6605734B2 (en) | 2001-12-07 | 2001-12-07 | Alkene-platinum-silyl complexes |
| PCT/US2002/036026 WO2003050130A1 (en) | 2001-12-07 | 2002-11-08 | Alkene-platinum-silyl complexes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60209377D1 DE60209377D1 (de) | 2006-04-27 |
| DE60209377T2 true DE60209377T2 (de) | 2006-10-12 |
Family
ID=21781443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60209377T Expired - Lifetime DE60209377T2 (de) | 2001-12-07 | 2002-11-08 | Alken-platin-silyl komplexe |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6605734B2 (https=) |
| EP (1) | EP1453842B1 (https=) |
| JP (1) | JP4351058B2 (https=) |
| CN (1) | CN100347181C (https=) |
| AU (1) | AU2002359373A1 (https=) |
| DE (1) | DE60209377T2 (https=) |
| WO (1) | WO2003050130A1 (https=) |
Families Citing this family (104)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1499661B1 (en) * | 2002-05-01 | 2007-05-30 | Dow Corning Corporation | Organohydrogensilicon compounds |
| AU2003231175A1 (en) * | 2002-05-01 | 2003-11-17 | Dow Corning Corporation | Compositions having improved bath life |
| ATE396220T1 (de) * | 2002-12-20 | 2008-06-15 | Dow Corning | Verzweigte polymere aus organohydrogensilicon- zusammensetzungen |
| US7432338B2 (en) * | 2002-12-20 | 2008-10-07 | Dow Corning Corporation | Branched polymers from organohydrogensilicon compounds |
| US7138520B2 (en) * | 2003-01-13 | 2006-11-21 | Massachusetts Institute Of Technology | Coordination complexes having tethered therapeutic agents and/or targeting moieties, and methods of making and using the same |
| CN100374525C (zh) * | 2003-03-17 | 2008-03-12 | 陶氏康宁公司 | 具有改进的高温粘结强度的无溶剂硅氧烷压敏粘合剂 |
| WO2006055233A1 (en) * | 2004-11-18 | 2006-05-26 | Dow Corning Corporation | Silicone release coating compositions |
| US7906605B2 (en) * | 2005-07-28 | 2011-03-15 | Dow Corning Corporation | Release coating compositions having improved release force profiles |
| JP5424866B2 (ja) * | 2006-03-21 | 2014-02-26 | ダウ・コーニング・コーポレイション | シリコーンポリエーテルエラストマーゲル |
| EP2001934B9 (en) | 2006-03-21 | 2016-02-24 | Dow Corning Corporation | Silicone-organic elastomer gels |
| US8110630B2 (en) | 2006-03-21 | 2012-02-07 | Dow Corning Corporation | Silicone elastomer gels |
| KR20090094044A (ko) * | 2006-12-29 | 2009-09-02 | 다우 코닝 코포레이션 | 실리콘 엘라스토머 겔을 함유하는 퍼스널 케어 조성물 |
| KR20100075855A (ko) * | 2007-09-25 | 2010-07-05 | 다우 코닝 코포레이션 | 실리콘 엘라스토머 및 실리콘 유기 엘라스토머 겔의 에멀젼 |
| KR20100065161A (ko) * | 2007-09-26 | 2010-06-15 | 다우 코닝 코포레이션 | 소수성 실리콘-유기 겔 배합물을 함유하는 퍼스널 케어 조성물 |
| US8222363B2 (en) * | 2007-09-26 | 2012-07-17 | Dow Corning Corporation | Silicone organic elastomer gels from organopolysiloxane resins |
| WO2010080755A2 (en) | 2009-01-07 | 2010-07-15 | Dow Corning Corporation | Silicone paste compositions |
| US20140010963A1 (en) | 2011-03-18 | 2014-01-09 | Dow Corning Corporation | Silicone Release Coating Compositions |
| US10000611B2 (en) | 2014-06-13 | 2018-06-19 | Momentive Performance Materials Inc. | Platinum catalyzed hydrosilylation reactions utilizing cyclodiene additives |
| JP6689005B2 (ja) * | 2014-06-13 | 2020-04-28 | モーメンティブ・パフォーマンス・マテリアルズ・インク | シクロジエン添加剤を使用する白金触媒ヒドロシリル化反応 |
| WO2016014127A1 (en) | 2014-07-23 | 2016-01-28 | Dow Corning Corporation | Pituitous silicone fluid |
| WO2016118472A1 (en) | 2015-01-20 | 2016-07-28 | Dow Corning Corporation | Silicone pressure sensitive adhesives |
| WO2016118256A1 (en) | 2015-01-22 | 2016-07-28 | Momentive Performance Materials Inc. | Platinum catalyzed hydrosilylation reactions utilizing cyclodiene additives |
| US10441527B2 (en) | 2015-04-08 | 2019-10-15 | Dow Silicones Corporation | Fluid compositions and personal care |
| US10940099B2 (en) | 2015-04-08 | 2021-03-09 | Dow Silicones Corporation | Pituitous silicone emulsions |
| EP3280770A1 (en) | 2015-04-08 | 2018-02-14 | Dow Corning Corporation | Pituitous silicone fluid composition |
| US10047108B2 (en) | 2015-08-27 | 2018-08-14 | Momentive Performance Materials Inc. | Platinum (II) diene complexes with chelating dianionic ligands and their use in hydrosilylation reactions |
| US10933012B2 (en) | 2016-03-14 | 2021-03-02 | Dow Silicones Corporation | Siloxane composition |
| US10933011B2 (en) | 2016-03-14 | 2021-03-02 | Dow Silicones Corporation | Composition and method of preparation |
| WO2017189703A1 (en) | 2016-04-27 | 2017-11-02 | Dow Corning Corporation | Detergent composition comprising a carbinol functional trisiloxane |
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Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3000768A1 (de) | 1980-01-10 | 1981-07-16 | Wacker-Chemie GmbH, 8000 München | Verfahren zum anlagern von si-gebundenem wasserstoff an aliphatische mehrfachbindung |
| EP0177454B1 (de) * | 1984-10-04 | 1988-12-21 | Ciba-Geigy Ag | Silane, Verfahren zu deren Herstellung und deren Verwendung |
| US5567848A (en) | 1996-01-16 | 1996-10-22 | Dow Corning Corporation | Alkyne hydrosilation using cycloalkadiene-platinum complex as catalyst |
| US5563287A (en) | 1996-01-17 | 1996-10-08 | Dow Corning Corporation | Alkyne hydrosilation using cycloalkadiene as catalyst modifier |
| US5756795A (en) | 1996-12-30 | 1998-05-26 | Dow Corning Corporation | Unsaturated accelerators for hydrosilation |
| US5874603A (en) * | 1997-07-15 | 1999-02-23 | Gelest, Inc. | Branched higher alkylsilanes |
| JP3856081B2 (ja) | 2000-05-15 | 2006-12-13 | 信越化学工業株式会社 | ハロプロピルジメチルクロロシラン化合物の製造方法 |
| DE10053037C1 (de) | 2000-10-26 | 2002-01-17 | Consortium Elektrochem Ind | Herstellung von Organosilanen |
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2001
- 2001-12-07 US US10/017,229 patent/US6605734B2/en not_active Expired - Lifetime
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2002
- 2002-11-08 AU AU2002359373A patent/AU2002359373A1/en not_active Abandoned
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- 2002-11-08 CN CNB028228561A patent/CN100347181C/zh not_active Expired - Fee Related
- 2002-11-08 DE DE60209377T patent/DE60209377T2/de not_active Expired - Lifetime
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| CN1694890A (zh) | 2005-11-09 |
| AU2002359373A1 (en) | 2003-06-23 |
| EP1453842B1 (en) | 2006-02-22 |
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| US20030109732A1 (en) | 2003-06-12 |
| US6605734B2 (en) | 2003-08-12 |
| EP1453842A1 (en) | 2004-09-08 |
| JP2005511750A (ja) | 2005-04-28 |
| CN100347181C (zh) | 2007-11-07 |
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