DE69928617T2 - Hydrosilylierungsverfahren mit hoher Ausbeute - Google Patents
Hydrosilylierungsverfahren mit hoher Ausbeute Download PDFInfo
- Publication number
- DE69928617T2 DE69928617T2 DE69928617T DE69928617T DE69928617T2 DE 69928617 T2 DE69928617 T2 DE 69928617T2 DE 69928617 T DE69928617 T DE 69928617T DE 69928617 T DE69928617 T DE 69928617T DE 69928617 T2 DE69928617 T2 DE 69928617T2
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- hydroalkoxysilane
- platinum
- unsaturated hydrocarbon
- amount
- 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
- 238000006459 hydrosilylation reaction Methods 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 21
- 230000008569 process Effects 0.000 title claims description 12
- 239000003054 catalyst Substances 0.000 claims abstract description 27
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims abstract description 10
- 230000002378 acidificating effect Effects 0.000 claims abstract description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 50
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 48
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 41
- 238000006243 chemical reaction Methods 0.000 claims description 30
- 239000000376 reactant Substances 0.000 claims description 27
- 229910052697 platinum Inorganic materials 0.000 claims description 23
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 claims description 21
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- -1 hydrocarbon radical Chemical class 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000001336 alkenes Chemical group 0.000 claims description 7
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical group CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 claims description 6
- KLFRPGNCEJNEKU-FDGPNNRMSA-L (z)-4-oxopent-2-en-2-olate;platinum(2+) Chemical compound [Pt+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O KLFRPGNCEJNEKU-FDGPNNRMSA-L 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical group C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000010970 precious metal Chemical class 0.000 claims description 3
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims description 2
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- MDLRQEHNDJOFQN-UHFFFAOYSA-N methoxy(dimethyl)silicon Chemical compound CO[Si](C)C MDLRQEHNDJOFQN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 150000003624 transition metals Chemical class 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- GAURFLBIDLSLQU-UHFFFAOYSA-N diethoxy(methyl)silicon Chemical compound CCO[Si](C)OCC GAURFLBIDLSLQU-UHFFFAOYSA-N 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- DRUOQOFQRYFQGB-UHFFFAOYSA-N ethoxy(dimethyl)silicon Chemical compound CCO[Si](C)C DRUOQOFQRYFQGB-UHFFFAOYSA-N 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002736 metal compounds Chemical class 0.000 claims 1
- 238000007792 addition Methods 0.000 description 32
- 239000000047 product Substances 0.000 description 13
- 238000009835 boiling Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000007086 side reaction Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 229960003493 octyltriethoxysilane Drugs 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004042 decolorization Methods 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229940082150 encore Drugs 0.000 description 2
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical class CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000007420 reactivation Effects 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 1
- GFJUOMJGSXRJJY-UHFFFAOYSA-N 2-methylprop-1-ene Chemical compound CC(C)=C.CC(C)=C GFJUOMJGSXRJJY-UHFFFAOYSA-N 0.000 description 1
- NNOAPAKAIIYKJW-UHFFFAOYSA-N 2-methylprop-1-ene 2,4,4-trimethylpent-1-ene Chemical compound CC(C)=C.CC(C)=C.CC(=C)CC(C)(C)C NNOAPAKAIIYKJW-UHFFFAOYSA-N 0.000 description 1
- PKXHXOTZMFCXSH-UHFFFAOYSA-N 3,3-dimethylbut-1-ene Chemical group CC(C)(C)C=C PKXHXOTZMFCXSH-UHFFFAOYSA-N 0.000 description 1
- RYKZRKKEYSRDNF-UHFFFAOYSA-N 3-methylidenepentane Chemical compound CCC(=C)CC RYKZRKKEYSRDNF-UHFFFAOYSA-N 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- BODAWKLCLUZBEZ-UHFFFAOYSA-N diethoxy(phenyl)silicon Chemical compound CCO[Si](OCC)C1=CC=CC=C1 BODAWKLCLUZBEZ-UHFFFAOYSA-N 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical class CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical group 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 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
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 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
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/151,642 US6015920A (en) | 1998-09-11 | 1998-09-11 | Hydrosilation reaction process with recycle |
| US151642 | 1998-09-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69928617D1 DE69928617D1 (de) | 2006-01-05 |
| DE69928617T2 true DE69928617T2 (de) | 2006-06-29 |
Family
ID=22539636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69928617T Expired - Lifetime DE69928617T2 (de) | 1998-09-11 | 1999-09-07 | Hydrosilylierungsverfahren mit hoher Ausbeute |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6015920A (enExample) |
| EP (1) | EP0985675B1 (enExample) |
| JP (1) | JP4897131B2 (enExample) |
| KR (1) | KR100651094B1 (enExample) |
| CN (1) | CN1109038C (enExample) |
| AT (1) | ATE311395T1 (enExample) |
| BR (1) | BR9904134A (enExample) |
| CY (1) | CY1106951T1 (enExample) |
| DE (1) | DE69928617T2 (enExample) |
| DK (1) | DK0985675T3 (enExample) |
| ES (1) | ES2251810T3 (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19857223C5 (de) * | 1998-12-11 | 2010-02-04 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Propylsilanen |
| JP2001002681A (ja) * | 1999-06-21 | 2001-01-09 | Dow Corning Asia Ltd | Ｓｉ−Ｃ結合を介してケイ素原子に結合した置換基を有するケイ素化合物の製造方法 |
| US6166238A (en) * | 2000-01-12 | 2000-12-26 | Crompton Corporation | High purity organofunctional alkyldialkoxysilanes |
| JP4488582B2 (ja) * | 2000-04-13 | 2010-06-23 | 東レ・ダウコーニング株式会社 | 連続的ヒドロシリル化反応方法、変性された液状有機珪素化合物の連続的製造方法および連続的ヒドロシリル化反応装置 |
| US6809213B2 (en) * | 2000-05-05 | 2004-10-26 | General Electric Company | Preparation of secondary aminoisobutylalkoxysilanes |
| US6946174B1 (en) * | 2000-10-12 | 2005-09-20 | Boston Scientific Scimed, Inc. | Moisture curable balloon materials |
| US6593436B2 (en) | 2000-11-29 | 2003-07-15 | Crompton Corporation | Continuous manufacture of silicone copolymers via static mixing plug flow reactors |
| CN1247598C (zh) | 2001-03-02 | 2006-03-29 | 克鲁普顿公司 | 烷氧基有机硅化合物的连续酯交换法 |
| US6897280B2 (en) * | 2002-09-23 | 2005-05-24 | General Electric Company | Continuous manufacture of silicone copolymers via multi-stage blade-mixed plug flow tubular reactor |
| ATE258179T1 (de) * | 2002-09-26 | 2004-02-15 | Goldschmidt Ag Th | Neue siloxanverbindungen und deren verwendung als homogenisierungsmittel in trennmitteln mit mattierungseffekt zur herstellung von formkörpern aus kunststoffen mit mattierten oberflächen |
| US6872845B2 (en) * | 2003-03-03 | 2005-03-29 | General Electric Company | Process for making haloorganoalkoxysilanes |
| ATE475665T1 (de) * | 2004-05-20 | 2010-08-15 | Momentive Performance Mat Inc | Verfahren zur herstellung von halogenorganischen alkoxysilanen |
| DE102005029169A1 (de) * | 2005-06-23 | 2006-12-28 | Wacker Chemie Ag | Kontinuierliche polymeranaloge Umsetzung von reaktiven Silanmonomeren mit funktionalisierten Polymeren |
| US20080033136A1 (en) * | 2006-07-13 | 2008-02-07 | Rinard Chauncey J | Selective hydrosilylation conditions |
| US7259220B1 (en) * | 2006-07-13 | 2007-08-21 | General Electric Company | Selective hydrosilylation method |
| DE102007007185A1 (de) | 2007-02-09 | 2008-08-14 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Glycidyloxyalkyltrialkoxysilanen |
| DE102008002552A1 (de) * | 2008-06-20 | 2009-12-24 | Wacker Chemie Ag | Verfahren zur Hydrosilylierung |
| US8715388B2 (en) | 2011-04-29 | 2014-05-06 | Momentive Performance Materials | Process of precious metal recovery and color removal from an organosilicon product-containing liquid reaction medium |
| US9556208B2 (en) | 2012-10-12 | 2017-01-31 | Momentive Performance Materials Inc. | Hydrosilylation synthesis of haloalkylorganosilanes using peroxide promoters |
| JP6128247B2 (ja) * | 2016-03-10 | 2017-05-17 | 信越化学工業株式会社 | 有機ケイ素化合物、並びにそれを用いたゴム用配合剤およびゴム組成物 |
| JP6183497B2 (ja) * | 2016-05-23 | 2017-08-23 | 信越化学工業株式会社 | ゴム組成物 |
| ES2881271T3 (es) * | 2017-03-08 | 2021-11-29 | Evonik Operations Gmbh | Procedimiento para preparar tris[3-(alcoxisilil)propil]isocianuratos |
| EP3441397B1 (de) | 2017-08-09 | 2019-10-09 | Evonik Degussa GmbH | Verfahren zur herstellung von 3-glycidyloxypropyltrialkoxysilanen |
| DK3473631T3 (da) | 2017-10-19 | 2020-03-30 | Evonik Operations Gmbh | Nye epoxy-funktionelle alkoxysilaner, fremgangsmåde til deres fremstilling og deres anvendelse |
| DE102018210886A1 (de) * | 2018-07-03 | 2020-01-09 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Alkylalkoxysilanen |
| JP6981949B2 (ja) * | 2018-10-16 | 2021-12-17 | 信越化学工業株式会社 | ケイ素化合物の製造方法 |
| US12269834B2 (en) * | 2019-12-18 | 2025-04-08 | Dow Silicones Corporation | Selective preparation of vinyl- and ethyl-functionalized chlorosilanes |
| CN113444121B (zh) * | 2021-06-08 | 2023-02-07 | 天津大学 | 一种脱除二甲基二氯硅烷中乙基二氯硅烷杂质的方法 |
| EP4516821A4 (en) | 2022-04-27 | 2026-04-29 | Agc Inc | PROCESS FOR PRODUCING AN ORGANIC POLYMER CONTAINING A REACTIVE SILICON GROUP |
| JP7849816B2 (ja) * | 2022-04-27 | 2026-04-22 | Ａｇｃ株式会社 | 反応性ケイ素基含有有機重合体の製造方法 |
| EP4516822A4 (en) | 2022-04-27 | 2026-04-29 | Agc Inc | PROCESS FOR PRODUCING AN ORGANIC POLYMER CONTAINING A REACTIVE SILICON GROUP |
| CN120303278A (zh) * | 2022-12-15 | 2025-07-11 | 迈图高新材料有限责任公司 | 铱催化的卤代烷基有机硅烷的氢化硅烷化合成中的过酸促进剂 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3271362A (en) * | 1966-02-07 | 1966-09-06 | Gen Electric | Process for reaction of silanic hydrogen with unsaturated organic compounds |
| SU415268A1 (ru) * | 1972-06-07 | 1974-02-15 | Способ получения аминоалкилалкоксисиланов | |
| US4481364A (en) * | 1983-09-26 | 1984-11-06 | Union Carbide Corporation | Preparation of aminopropyltrialkoxysilanes and/or aminoalkylalkoxysilanes |
| US5041595A (en) * | 1990-09-26 | 1991-08-20 | Union Carbide Chemicals And Plastics Technology Corporation | Method for manufacturing vinylalkoxysilanes |
| US5559264A (en) * | 1994-02-24 | 1996-09-24 | Osi Specialities, Inc. | Process for making chloroorganosilicon compounds |
| DE4434200C2 (de) * | 1994-09-24 | 2002-06-27 | Degussa | Verfahren zur Herstellung von 3-Acryloxypropylalkoxysilanen |
| CA2161181A1 (en) * | 1994-10-25 | 1996-04-26 | Frank Kropfgans | Process for the preparation of 3-halo- and -pseudohaloalkylsilane esters |
| US5986124A (en) * | 1995-12-24 | 1999-11-16 | Dow Corning Asia, Ltd. | Method for making compounds containing hydrocarbonoxysilyi groups by hydrosilylation using hydrido (hydrocarbonoxy) silane compounds |
| US5756795A (en) * | 1996-12-30 | 1998-05-26 | Dow Corning Corporation | Unsaturated accelerators for hydrosilation |
| JP4540141B2 (ja) * | 1997-12-24 | 2010-09-08 | ダウ コーニング コーポレーション | ヒドリド｛ハイドロカーボンオキシ｝シラン化合物を用いたヒドロシリル化による｛ハイドロカーボンオキシ｝シリル基含有化合物の製造方法 |
| JP4266400B2 (ja) * | 1997-12-24 | 2009-05-20 | ダウ・コ−ニング・コ−ポレ−ション | ヒドリド｛ハイドロカーボンオキシ｝シラン化合物を用いる選択的ヒドロシリル化方法 |
| JP4392869B2 (ja) * | 1997-12-24 | 2010-01-06 | ダウ コ−ニング コ−ポレ−ション | ハイドロカーボンオキシシリル基を有するトリアリールアミンの製造方法 |
| EP1035126A3 (en) * | 1999-03-11 | 2002-05-29 | Crompton Corporation | Promoted hydrosilation reactions |
-
1998
- 1998-09-11 US US09/151,642 patent/US6015920A/en not_active Expired - Lifetime
-
1999
- 1999-09-07 EP EP99117415A patent/EP0985675B1/en not_active Expired - Lifetime
- 1999-09-07 DK DK99117415T patent/DK0985675T3/da active
- 1999-09-07 DE DE69928617T patent/DE69928617T2/de not_active Expired - Lifetime
- 1999-09-07 AT AT99117415T patent/ATE311395T1/de not_active IP Right Cessation
- 1999-09-07 ES ES99117415T patent/ES2251810T3/es not_active Expired - Lifetime
- 1999-09-10 BR BR9904134-0A patent/BR9904134A/pt not_active Application Discontinuation
- 1999-09-10 KR KR1019990038498A patent/KR100651094B1/ko not_active Expired - Lifetime
- 1999-09-10 JP JP25645699A patent/JP4897131B2/ja not_active Expired - Lifetime
- 1999-09-11 CN CN99122127A patent/CN1109038C/zh not_active Expired - Fee Related
-
2005
- 2005-12-22 CY CY20051101582T patent/CY1106951T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69928617D1 (de) | 2006-01-05 |
| JP4897131B2 (ja) | 2012-03-14 |
| CN1109038C (zh) | 2003-05-21 |
| EP0985675A3 (en) | 2001-04-04 |
| JP2000095785A (ja) | 2000-04-04 |
| ES2251810T3 (es) | 2006-05-01 |
| KR20000023040A (ko) | 2000-04-25 |
| BR9904134A (pt) | 2000-10-03 |
| EP0985675A2 (en) | 2000-03-15 |
| ATE311395T1 (de) | 2005-12-15 |
| CY1106951T1 (el) | 2012-09-26 |
| EP0985675B1 (en) | 2005-11-30 |
| US6015920A (en) | 2000-01-18 |
| DK0985675T3 (da) | 2006-04-03 |
| HK1027816A1 (en) | 2001-01-23 |
| CN1252405A (zh) | 2000-05-10 |
| KR100651094B1 (ko) | 2006-11-29 |
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