CA1182422A - Separation of chlorosilanes - Google Patents
Separation of chlorosilanesInfo
- Publication number
- CA1182422A CA1182422A CA000431846A CA431846A CA1182422A CA 1182422 A CA1182422 A CA 1182422A CA 000431846 A CA000431846 A CA 000431846A CA 431846 A CA431846 A CA 431846A CA 1182422 A CA1182422 A CA 1182422A
- Authority
- CA
- Canada
- Prior art keywords
- boiling
- sulfolane
- chlorosilane
- chlorosilanes
- close
- 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
- 239000005046 Chlorosilane Substances 0.000 title claims abstract description 63
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 238000000926 separation method Methods 0.000 title abstract description 7
- 238000009835 boiling Methods 0.000 claims abstract description 50
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 18
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000005055 methyl trichlorosilane Substances 0.000 claims abstract description 14
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 238000004821 distillation Methods 0.000 claims description 18
- 238000007701 flash-distillation Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 abstract description 11
- 238000000895 extractive distillation Methods 0.000 abstract description 8
- 239000000463 material Substances 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 5
- 150000004756 silanes Chemical class 0.000 description 5
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 description 2
- GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 239000005048 methyldichlorosilane Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 239000005054 phenyltrichlorosilane Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 2
- 239000005051 trimethylchlorosilane Substances 0.000 description 2
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- ZNSMNVMLTJELDZ-UHFFFAOYSA-N Bis(2-chloroethyl)ether Chemical compound ClCCOCCCl ZNSMNVMLTJELDZ-UHFFFAOYSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 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
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- VEUUMBGHMNQHGO-UHFFFAOYSA-N ethyl chloroacetate Chemical compound CCOC(=O)CCl VEUUMBGHMNQHGO-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- ZTOMUSMDRMJOTH-UHFFFAOYSA-N glutaronitrile Chemical compound N#CCCCC#N ZTOMUSMDRMJOTH-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 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
- C07F7/20—Purification, separation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Silicon Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US419,854 | 1982-09-20 | ||
| US06/419,854 US4411740A (en) | 1982-09-20 | 1982-09-20 | Separation of chlorosilanes by extractive distillation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1182422A true CA1182422A (en) | 1985-02-12 |
Family
ID=23664033
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000431846A Expired CA1182422A (en) | 1982-09-20 | 1983-07-05 | Separation of chlorosilanes |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4411740A (enExample) |
| EP (1) | EP0103827B1 (enExample) |
| JP (1) | JPS5976094A (enExample) |
| CA (1) | CA1182422A (enExample) |
| DE (1) | DE3379047D1 (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5545743A (en) * | 1995-11-02 | 1996-08-13 | Dow Corning Corporation | Process for heat-fractionation of organosilanes |
| US5567836A (en) * | 1995-11-29 | 1996-10-22 | Dow Corning Corporation | Process for separation of methyltrichlorosilane from dimethyldichlorosilane |
| US5569775A (en) * | 1995-11-29 | 1996-10-29 | Dow Corning Corporation | Process for separation of dimethyldichlorosilane from methyltrichlorosilane |
| DE19842154C2 (de) * | 1998-09-15 | 2000-11-09 | Aventis Res & Tech Gmbh & Co | Verfahren zur Verbesserung der rektifikativen Trennung von Methyltrichlorsilan und Dimethyldichlorsilan |
| KR101409726B1 (ko) * | 2005-12-06 | 2014-06-19 | 다우 코닝 코포레이션 | 클로로실란의 분리방법 |
| US8551339B2 (en) * | 2009-03-06 | 2013-10-08 | Heritage Environmental Services Llc | Use of silica for the removal of organosilanes |
| US9279022B1 (en) | 2014-09-08 | 2016-03-08 | Sirrus, Inc. | Solution polymers including one or more 1,1-disubstituted alkene compounds, solution polymerization methods, and polymer compositions |
| US9828324B2 (en) | 2010-10-20 | 2017-11-28 | Sirrus, Inc. | Methylene beta-diketone monomers, methods for making methylene beta-diketone monomers, polymerizable compositions and products formed therefrom |
| US9249265B1 (en) | 2014-09-08 | 2016-02-02 | Sirrus, Inc. | Emulsion polymers including one or more 1,1-disubstituted alkene compounds, emulsion methods, and polymer compositions |
| US10414839B2 (en) | 2010-10-20 | 2019-09-17 | Sirrus, Inc. | Polymers including a methylene beta-ketoester and products formed therefrom |
| CN103502198B (zh) | 2010-10-20 | 2016-07-06 | 瑟拉斯公司 | 在传热剂存在下使用快速回收合成亚甲基丙二酸酯 |
| EP2768897B1 (en) | 2011-10-19 | 2019-01-23 | Sirrus, Inc. | Methods for making methylene beta-diketone monomers |
| US9181365B2 (en) | 2012-03-30 | 2015-11-10 | Sirrus, Inc. | Methods for activating polymerizable compositions, polymerizable systems, and products formed thereby |
| EP2831185B1 (en) | 2012-03-30 | 2019-09-25 | Sirrus, Inc. | Ink and coating formulations and polymerizable systems for producing the same |
| WO2013149168A1 (en) | 2012-03-30 | 2013-10-03 | Bioformix, Inc. | Composite and laminate articles and polymerizable systems for producing the same |
| WO2013181600A2 (en) | 2012-06-01 | 2013-12-05 | Bioformix Inc. | Optical material and articles formed therefrom |
| EP2920231B1 (en) | 2012-11-16 | 2020-05-06 | Sirrus, Inc. | Plastics bonding systems and methods |
| CN105164797B (zh) | 2012-11-30 | 2019-04-19 | 瑟拉斯公司 | 用于电子应用的复合组合物 |
| EP2943462B1 (en) | 2013-01-11 | 2018-06-27 | Sirrus, Inc. | Method to obtain methylene malonate via bis(hydroxymethyl) malonate pathway |
| US9315597B2 (en) | 2014-09-08 | 2016-04-19 | Sirrus, Inc. | Compositions containing 1,1-disubstituted alkene compounds for preparing polymers having enhanced glass transition temperatures |
| US9416091B1 (en) | 2015-02-04 | 2016-08-16 | Sirrus, Inc. | Catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
| US10501400B2 (en) | 2015-02-04 | 2019-12-10 | Sirrus, Inc. | Heterogeneous catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
| US9334430B1 (en) | 2015-05-29 | 2016-05-10 | Sirrus, Inc. | Encapsulated polymerization initiators, polymerization systems and methods using the same |
| US9217098B1 (en) | 2015-06-01 | 2015-12-22 | Sirrus, Inc. | Electroinitiated polymerization of compositions having a 1,1-disubstituted alkene compound |
| US9518001B1 (en) | 2016-05-13 | 2016-12-13 | Sirrus, Inc. | High purity 1,1-dicarbonyl substituted-1-alkenes and methods for their preparation |
| US10196481B2 (en) | 2016-06-03 | 2019-02-05 | Sirrus, Inc. | Polymer and other compounds functionalized with terminal 1,1-disubstituted alkene monomer(s) and methods thereof |
| US9567475B1 (en) | 2016-06-03 | 2017-02-14 | Sirrus, Inc. | Coatings containing polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes |
| US10428177B2 (en) | 2016-06-03 | 2019-10-01 | Sirrus, Inc. | Water absorbing or water soluble polymers, intermediate compounds, and methods thereof |
| US9617377B1 (en) | 2016-06-03 | 2017-04-11 | Sirrus, Inc. | Polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes |
| CN116199708B (zh) * | 2023-03-16 | 2025-01-10 | 浙江锦华新材料股份有限公司 | 一种萃取甲基三丁酮肟基硅烷的方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2388575A (en) * | 1943-06-23 | 1945-11-06 | Gen Electric | Resolution of mixtures of chlorosilanes |
| GB675777A (en) * | 1948-10-20 | 1952-07-16 | British Thomson Houston Co Ltd | Improvements in and relating to the rectification of methylchlorosilanes |
| US2738359A (en) * | 1955-02-23 | 1956-03-13 | Dow Corning | Method of separating chlorosilanes |
| US3007956A (en) * | 1960-07-01 | 1961-11-07 | Gen Electric | Process for separating organosilanes |
| US3114678A (en) * | 1961-08-11 | 1963-12-17 | Gen Electric | Method for separating chlorosilanes from mixtures thereof |
| US4012289A (en) * | 1975-10-14 | 1977-03-15 | Phillips Petroleum Company | N-Butane/acetone separation using sulfolane |
| US4024028A (en) * | 1976-09-08 | 1977-05-17 | Phillips Petroleum Company | Extractive distillation of hydrocarbon mixtures |
| DE2724365C3 (de) * | 1977-05-28 | 1979-09-06 | Basf Ag, 6700 Ludwigshafen | Verfahren zum Trennen eines C4 -Kohlenwasserstoffgemisches durch extraktive Destillation |
| SU709630A1 (ru) * | 1977-06-17 | 1980-01-15 | Ярославский политехнический институт | Способ выделени триметилхлорсилана из азеотропной смеси с тетрахлорсиланом |
-
1982
- 1982-09-20 US US06/419,854 patent/US4411740A/en not_active Expired - Fee Related
-
1983
- 1983-07-05 CA CA000431846A patent/CA1182422A/en not_active Expired
- 1983-09-09 DE DE8383108922T patent/DE3379047D1/de not_active Expired
- 1983-09-09 EP EP83108922A patent/EP0103827B1/en not_active Expired
- 1983-09-19 JP JP58171403A patent/JPS5976094A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3379047D1 (en) | 1989-03-02 |
| JPS5976094A (ja) | 1984-04-28 |
| EP0103827A2 (en) | 1984-03-28 |
| US4411740A (en) | 1983-10-25 |
| EP0103827A3 (en) | 1985-11-27 |
| JPS6225674B2 (enExample) | 1987-06-04 |
| EP0103827B1 (en) | 1989-01-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEC | Expiry (correction) | ||
| MKEX | Expiry | ||
| MKEX | Expiry |
Effective date: 20030705 |