RU98106865A - METHOD FOR PRODUCING OCTAPHENYLICYCLOTETRASYLOXANE AND SYMTETRAMETHYL TETRAPHENYL CYCLOTETRASYLOXANE - Google Patents
METHOD FOR PRODUCING OCTAPHENYLICYCLOTETRASYLOXANE AND SYMTETRAMETHYL TETRAPHENYL CYCLOTETRASYLOXANEInfo
- Publication number
- RU98106865A RU98106865A RU98106865/04A RU98106865A RU98106865A RU 98106865 A RU98106865 A RU 98106865A RU 98106865/04 A RU98106865/04 A RU 98106865/04A RU 98106865 A RU98106865 A RU 98106865A RU 98106865 A RU98106865 A RU 98106865A
- Authority
- RU
- Russia
- Prior art keywords
- solvent
- base
- group
- formula
- acetone
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 12
- 239000002904 solvent Substances 0.000 claims 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- HUCVOHYBFXVBRW-UHFFFAOYSA-M Caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 claims 4
- CPRMKOQKXYSDML-UHFFFAOYSA-M Rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 239000000460 chlorine Substances 0.000 claims 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 4
- VSIKJPJINIDELZ-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VSIKJPJINIDELZ-UHFFFAOYSA-N 0.000 claims 3
- 239000003960 organic solvent Substances 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 150000004292 cyclic ethers Chemical class 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 239000011630 iodine Substances 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 238000010992 reflux Methods 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 1
- VDCSGNNYCFPWFK-UHFFFAOYSA-N diphenylsilane Chemical class C=1C=CC=CC=1[SiH2]C1=CC=CC=C1 VDCSGNNYCFPWFK-UHFFFAOYSA-N 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
Claims (21)
(а) взаимодействие дигалогендифенилсилана, имеющего формулу (C6H5)2Si(X)2, где Х представляет галоген, выбранный из группы, состоящей из хлора, брома и йода, со спиртом, имеющим формулу ROH, где R является одновалентным углеводородным радикалом, имеющим от одного до десяти атомов углерода, дающее, таким образом, диалкоксидифенилсилан, имеющий формулу (C6H5)2Si(OR)2, где R имеет значения, определенные ранее:
(b) смешение диалкоксидифенилсилана с растворителем, в котором октафенилциклотетрасилоксан плохо растворим, с образованием смеси;
(с) добавление к ней основания в качестве катализатора в количестве, обеспечивающем концентрацию основания примерно 1 - 5000 ч/млн., и воды для гидролиза диалкоксидифенилсилана, и
(d) нагревание смеси с обратным холодильником, с помощью чего октафенилциклотетрасилоксан выпадает в осадок из растворителя.1. The method of producing octaphenylcyclotetrasiloxane, comprising the reaction of dihalogenated diphenylsilane with alcohol, characterized in that they carry out:
(a) reacting a dihalogenodiphenylsilane having the formula (C 6 H 5 ) 2 Si (X) 2 , where X is a halogen selected from the group consisting of chlorine, bromine and iodine, with an alcohol having the formula ROH, where R is a monovalent hydrocarbon a radical having from one to ten carbon atoms, giving, thus, dialkoxyphenylsilane having the formula (C 6 H 5 ) 2 Si (OR) 2 , where R has the meanings defined previously:
(b) mixing dialkoxydiphenylsilane with a solvent in which octaphenylcyclotetrasiloxane is poorly soluble to form a mixture;
(c) adding to it a base as a catalyst in an amount providing a base concentration of about 1-5,000 ppm and water for hydrolysis of dialkoxydiphenylsilane, and
(d) heating the mixture under reflux, whereby octaphenylcyclotetrasiloxane precipitates from the solvent.
(а) взаимодействие дигалогенметилфенилсилана, имеющего формулу (СН3)(С6Н5)Si(Х)2, где Х представляет галоген, выбранный из группы, состоящей из хлора, брома и йода, со спиртом, имеющим формулу ROH, где R является одновалентным углеводородным радикалом, имеющим от одного до десяти атомов углерода, дающее, таким образом, метилфенилдиалкоксисилан, имеющий формулу (СН3) (C6H5)Si (OR)2, где R имеет значения, определенные ранее;
(b) смешение диалкоксиметилфенилсилана с растворителем, в котором сим-тетраметилтетрафенилциклотетрасилоксан плохо растворим, с образованием смеси;
(с) добавление к ней основания в качестве катализатора в количестве, обеспечивающем концентрацию основания 1 - 5000 ч/млн., и воды для гидролиза диалкоксидифенилсилана, и
(d) нагревание смеси с обратным холодильником, с помощью чего выпадает в осадок из растворителя сим-тетраметилтетрафенилциклотетрасилоксан.11. A method of producing sim-tetramethyltetraphenylcyclotetrasiloxane, comprising essentially:
(a) the interaction of dihalogenomethylphenylsilane having the formula (CH 3 ) (C 6 H 5 ) Si (X) 2 , where X is a halogen selected from the group consisting of chlorine, bromine and iodine, with an alcohol having the formula ROH, where R is a monovalent hydrocarbon radical having from one to ten carbon atoms, thus giving methylphenyl dialkoxysilane having the formula (CH 3 ) (C 6 H 5 ) Si (OR) 2 , where R is as previously defined;
(b) mixing dialkoxymethylphenylsilane with a solvent in which sim-tetramethyltetraphenylcyclotetrasiloxane is poorly soluble to form a mixture;
(c) adding to it a base as a catalyst in an amount providing a base concentration of 1-5,000 ppm and water for hydrolysis of dialkoxydiphenylsilane, and
(d) heating the mixture under reflux, whereby sim-tetramethyltetraphenylcyclotetrasiloxane precipitates from the solvent.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/825,863 US5739370A (en) | 1997-04-02 | 1997-04-02 | Process the production of octaphenylcyclotetrasiloxane |
US08/825,863 | 1997-04-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU98106865A true RU98106865A (en) | 2000-01-27 |
RU2201934C2 RU2201934C2 (en) | 2003-04-10 |
Family
ID=25245090
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU98106865/04A RU2201934C2 (en) | 1997-04-02 | 1998-04-01 | Octaphenylcyclotetrasiloxane and sim-tetramethylteraphenylcyclotetrasiloxane production process |
Country Status (6)
Country | Link |
---|---|
US (1) | US5739370A (en) |
EP (1) | EP0869128B1 (en) |
JP (1) | JP4219438B2 (en) |
CN (1) | CN1096467C (en) |
DE (1) | DE69806832T2 (en) |
RU (1) | RU2201934C2 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6160151A (en) * | 1999-12-08 | 2000-12-12 | Nusil Technology | Process for production of diphenyl-dialkoxysilane, phenylalkyl-dialkoxysilane, octaphenylcyclotetrasilozane and sym-tetraalkyltetraphenyl-cyclotetrasiloxane |
US6805712B2 (en) * | 2002-03-20 | 2004-10-19 | Bausch & Lomb Incorporated | Process for the production of polysiloxane-based polymeric compositions for use in medical devices |
KR20080063499A (en) * | 2005-10-18 | 2008-07-04 | 디시이 아프릴리스, 인코포레이티드 | Photopolymerizable medium comprising siloxane compounds that support cationic polymerization for holographic storage |
US7612626B2 (en) * | 2006-12-12 | 2009-11-03 | Qualcomm, Incorporated | Programmable varactor for VCO gain compensation and phase noise reduction |
CN101182329B (en) * | 2007-12-26 | 2010-11-10 | 中昊晨光化工研究院 | Method for hydrolyzing methyl phenyl siloxane |
CN101343285B (en) * | 2008-08-28 | 2011-01-19 | 杭州师范大学 | Methyl-phenyl hybrid ring siloxane preparing method |
CN101525347B (en) | 2009-04-15 | 2011-07-20 | 天惠有机硅(深圳)有限公司 | Production formula of diphenyl tetracyclic aspect and technique thereof |
CN103145753B (en) * | 2013-04-02 | 2016-04-20 | 南开大学 | A kind of method preparing siloxanes with carbene catalyzed silane hydrolyzate |
CN105622663A (en) * | 2016-02-29 | 2016-06-01 | 山东东岳有机硅材料有限公司 | Preparation method of methylphenylcyclosiloxane |
CN106977538B (en) * | 2017-02-27 | 2019-11-12 | 广东省稀有金属研究所 | A kind of purification process of octaphenylcyclotetrasiloxane |
CN106967108B (en) * | 2017-02-27 | 2020-02-14 | 广东省科学院产业技术育成中心 | Preparation method of octaphenylcyclotetrasiloxane |
CN111072715A (en) * | 2019-12-31 | 2020-04-28 | 仙桃市格瑞化学工业有限公司 | Preparation method of bis (phenylcyclosiloxane) |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL129878C (en) * | 1966-01-17 | |||
US3842110A (en) * | 1973-10-11 | 1974-10-15 | Gen Electric | Process for producing octaphenyltetracyclosiloxane |
DE2536010C3 (en) * | 1975-08-13 | 1981-09-10 | Bayer Ag, 5090 Leverkusen | Process for the preparation of octaphenylcyclotetrasiloxane |
US4383145A (en) * | 1979-11-26 | 1983-05-10 | Lighting Systems, Inc. | Matrix switch |
US4382145A (en) * | 1981-09-02 | 1983-05-03 | General Electric Company | Method of hydrolyzing organochlorosilanes |
US4390713A (en) * | 1982-05-21 | 1983-06-28 | Sws Silicones Corporation | Quaternary ammonium-functional silicon compounds |
US4507455A (en) * | 1984-05-11 | 1985-03-26 | Dow Corning Corporation | Silicones bearing acylated diaminohydrocarbyl radicals and method therefor |
DE4211256A1 (en) * | 1992-04-03 | 1993-10-07 | Wacker Chemie Gmbh | Crosslinkable composition based on aminosilicone |
DE4211269A1 (en) * | 1992-04-03 | 1993-10-07 | Wacker Chemie Gmbh | Emulsions containing acylated amino functional organopolysiloxane |
JPH07309950A (en) * | 1994-05-17 | 1995-11-28 | Toray Dow Corning Silicone Co Ltd | Organosilicon polymer and its production |
-
1997
- 1997-04-02 US US08/825,863 patent/US5739370A/en not_active Expired - Lifetime
-
1998
- 1998-03-30 DE DE69806832T patent/DE69806832T2/en not_active Expired - Lifetime
- 1998-03-30 EP EP98302446A patent/EP0869128B1/en not_active Expired - Lifetime
- 1998-04-01 RU RU98106865/04A patent/RU2201934C2/en not_active IP Right Cessation
- 1998-04-02 JP JP08913098A patent/JP4219438B2/en not_active Expired - Lifetime
- 1998-04-02 CN CN98108269A patent/CN1096467C/en not_active Expired - Lifetime
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