DE2625108A1 - Verfahren zum herstellen von methyltriacetoxysilan - Google Patents
Verfahren zum herstellen von methyltriacetoxysilanInfo
- Publication number
- DE2625108A1 DE2625108A1 DE19762625108 DE2625108A DE2625108A1 DE 2625108 A1 DE2625108 A1 DE 2625108A1 DE 19762625108 DE19762625108 DE 19762625108 DE 2625108 A DE2625108 A DE 2625108A DE 2625108 A1 DE2625108 A1 DE 2625108A1
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- iron
- carried out
- methyltriacetoxysilane
- ekm
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims description 24
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 title description 11
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 43
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 36
- 229910052742 iron Inorganic materials 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000000376 reactant Substances 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims description 6
- 150000001805 chlorine compounds Chemical class 0.000 claims description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 3
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- 235000015096 spirit Nutrition 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 230000000536 complexating effect Effects 0.000 claims 1
- 239000008139 complexing agent Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 25
- 239000012429 reaction media Substances 0.000 description 11
- 229960000583 acetic acid Drugs 0.000 description 10
- 238000004821 distillation Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 239000006227 byproduct Substances 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- 239000005055 methyl trichlorosilane Substances 0.000 description 7
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- RQVFGTYFBUVGOP-UHFFFAOYSA-N [acetyloxy(dimethyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(C)OC(C)=O RQVFGTYFBUVGOP-UHFFFAOYSA-N 0.000 description 5
- 239000012362 glacial acetic acid Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- MCZCJVXEOMJCBE-UHFFFAOYSA-N [dimethyl(triacetyloxysilyloxy)silyl] acetate Chemical compound CC(=O)O[Si](C)(C)O[Si](OC(C)=O)(OC(C)=O)OC(C)=O MCZCJVXEOMJCBE-UHFFFAOYSA-N 0.000 description 4
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 4
- 238000004587 chromatography analysis Methods 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000005046 Chlorosilane Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- -1 acetic acid and Chemical class 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 239000005725 8-Hydroxyquinoline Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ZHQWKZFDUALPKV-UHFFFAOYSA-N [diacetyloxy-[diacetyloxy(trimethylsilyloxy)silyl]oxysilyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)O[Si](OC(C)=O)(OC(C)=O)O[Si](C)(C)C ZHQWKZFDUALPKV-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960003540 oxyquinoline Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000010959 steel Substances 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
- C07F7/1896—Compounds having one or more Si-O-acyl linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/609,181 US3974198A (en) | 1975-09-02 | 1975-09-02 | Process for producing methyltriacetoxysilane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2625108A1 true DE2625108A1 (de) | 1977-03-10 |
Family
ID=24439682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762625108 Withdrawn DE2625108A1 (de) | 1975-09-02 | 1976-06-04 | Verfahren zum herstellen von methyltriacetoxysilan |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3974198A (enExample) |
| JP (1) | JPS6033839B2 (enExample) |
| BE (1) | BE845507A (enExample) |
| DE (1) | DE2625108A1 (enExample) |
| FR (1) | FR2322868A1 (enExample) |
| GB (1) | GB1547878A (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3974198A (en) * | 1975-09-02 | 1976-08-10 | General Electric Company | Process for producing methyltriacetoxysilane |
| DE2801780A1 (de) | 1978-01-17 | 1979-07-19 | Wacker Chemie Gmbh | Verfahren zum herstellen von acyloxysilanen und gegebenenfalls acyloxysiloxanen |
| US4332956A (en) * | 1981-06-26 | 1982-06-01 | General Electric Company | Process for preparing acyloxysilanes |
| US4329484A (en) * | 1981-06-29 | 1982-05-11 | General Electric Company | Continuous process for preparing acyloxysilanes |
| DE4112650A1 (de) * | 1991-04-18 | 1992-10-22 | Huels Chemische Werke Ag | Verfahren zur gleichzeitigen und kontinuierlichen herstellung von carbonoyloxysilanen und carbonsaeurechloriden |
| US5488038A (en) | 1992-11-27 | 1996-01-30 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | Dibekacin derivatives and arbekacin derivatives active against resistant bacteria |
| US5387706A (en) | 1994-06-27 | 1995-02-07 | Dow Corning Corporation | Process for preparing acyloxysilanes |
| KR100342576B1 (ko) * | 1995-02-08 | 2002-11-23 | 고려화학 주식회사 | 실리콘실란트용초산형가교제의제조방법 |
| DE19649027A1 (de) * | 1996-11-27 | 1998-05-28 | Huels Chemische Werke Ag | Verfahren zur Herstellung von Organocarbonoyloxysilanen |
| FR2836473B1 (fr) * | 2002-02-26 | 2004-07-30 | Atofina | Procede de fabrication d'organoacyloxysilanes |
| KR100506998B1 (ko) * | 2002-06-21 | 2005-08-08 | 애경유화 주식회사 | 아실옥시실란의 제조방법 |
| JP2006510690A (ja) * | 2002-12-20 | 2006-03-30 | シグマ・コーテイングス・ベー・ブイ | ヒドロカルビルシリルカルボン酸エステル化合物の製造方法 |
| CN101323625B (zh) * | 2008-06-30 | 2011-09-07 | 湖北环宇化工有限公司 | 乙酰氧基硅烷的制备方法 |
| DE102010002358A1 (de) * | 2010-02-25 | 2011-08-25 | Evonik Degussa GmbH, 45128 | Carboxyfunktionalisierte Silicium enthaltende Vorläuferverbindung verschiedener organischer Carbonsäuren |
| CN105246907B (zh) | 2013-05-30 | 2017-12-01 | 明治制果药业株式会社 | 阿贝卡星衍生物及其制造和利用 |
| CN107746413B (zh) * | 2017-11-06 | 2020-04-28 | 浙江衢州硅宝化工有限公司 | 一种三乙酰氧基烃基硅烷的制备方法 |
| ES3035011T3 (en) * | 2020-06-02 | 2025-08-27 | Evonik Operations Gmbh | Linear acetoxy group bearing siloxanes and secondary products |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3819674A (en) * | 1971-03-10 | 1974-06-25 | Bayer Ag | Process for the production of acetoxysilylethyl-substituted organopolysiloxanes |
| BE787487A (fr) * | 1971-08-13 | 1973-02-12 | Ciba Geigy | Agents pour la regulation de la croissance des plantes |
| US3974198A (en) * | 1975-09-02 | 1976-08-10 | General Electric Company | Process for producing methyltriacetoxysilane |
-
1975
- 1975-09-02 US US05/609,181 patent/US3974198A/en not_active Expired - Lifetime
-
1976
- 1976-05-28 GB GB22314/76A patent/GB1547878A/en not_active Expired
- 1976-06-04 DE DE19762625108 patent/DE2625108A1/de not_active Withdrawn
- 1976-06-07 JP JP51065712A patent/JPS6033839B2/ja not_active Expired
- 1976-08-25 BE BE170067A patent/BE845507A/xx unknown
- 1976-08-27 FR FR7625963A patent/FR2322868A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| BE845507A (fr) | 1976-12-16 |
| FR2322868B1 (enExample) | 1981-07-31 |
| GB1547878A (en) | 1979-06-27 |
| JPS6033839B2 (ja) | 1985-08-05 |
| FR2322868A1 (fr) | 1977-04-01 |
| US3974198A (en) | 1976-08-10 |
| JPS5233629A (en) | 1977-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8141 | Disposal/no request for examination |