DE2163213C2 - Verfahren zur Herstellung von Dimethyldichlorsilan einschließenden Methylchlorsilanen - Google Patents
Verfahren zur Herstellung von Dimethyldichlorsilan einschließenden MethylchlorsilanenInfo
- Publication number
- DE2163213C2 DE2163213C2 DE19712163213 DE2163213A DE2163213C2 DE 2163213 C2 DE2163213 C2 DE 2163213C2 DE 19712163213 DE19712163213 DE 19712163213 DE 2163213 A DE2163213 A DE 2163213A DE 2163213 C2 DE2163213 C2 DE 2163213C2
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- catalyst
- hydrogen
- mol
- hours
- 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
- 238000000034 method Methods 0.000 title claims description 28
- 230000008569 process Effects 0.000 title claims description 20
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 title claims description 13
- 238000002360 preparation method Methods 0.000 title claims description 3
- YGZSVWMBUCGDCV-UHFFFAOYSA-N chloro(methyl)silane Chemical class C[SiH2]Cl YGZSVWMBUCGDCV-UHFFFAOYSA-N 0.000 title description 2
- 239000003054 catalyst Substances 0.000 claims description 49
- 239000007858 starting material Substances 0.000 claims description 27
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 claims description 26
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 15
- 239000011777 magnesium Substances 0.000 claims description 15
- 229910052749 magnesium Inorganic materials 0.000 claims description 15
- 239000011541 reaction mixture Substances 0.000 claims description 15
- 239000005051 trimethylchlorosilane Substances 0.000 claims description 13
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 230000035484 reaction time Effects 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 6
- 238000005727 Friedel-Crafts reaction Methods 0.000 claims description 2
- 150000001367 organochlorosilanes Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 91
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 27
- 229910000077 silane Inorganic materials 0.000 description 27
- 239000001257 hydrogen Substances 0.000 description 25
- 229910052739 hydrogen Inorganic materials 0.000 description 25
- 125000001309 chloro group Chemical group Cl* 0.000 description 21
- 150000002431 hydrogen Chemical class 0.000 description 16
- 239000000047 product Substances 0.000 description 15
- 230000003197 catalytic effect Effects 0.000 description 13
- 239000000376 reactant Substances 0.000 description 13
- 239000005046 Chlorosilane Substances 0.000 description 12
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 239000000460 chlorine Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 238000007323 disproportionation reaction Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 230000000996 additive effect Effects 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- -1 Hydrogen silanes Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 4
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 3
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- ZXRRHFSTAFVGOC-UHFFFAOYSA-N [AlH3].[K] Chemical compound [AlH3].[K] ZXRRHFSTAFVGOC-UHFFFAOYSA-N 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 230000009849 deactivation Effects 0.000 description 2
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 239000011949 solid catalyst Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 241000158147 Sator Species 0.000 description 1
- 229910003902 SiCl 4 Inorganic materials 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 241001233037 catfish Species 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000003039 volatile agent 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
- C07F7/12—Organo silicon halides
- C07F7/121—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20
- C07F7/125—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions involving both Si-C and Si-halogen linkages, the Si-C and Si-halogen linkages can be to the same or to different Si atoms, e.g. redistribution reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10045670A | 1970-12-21 | 1970-12-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2163213A1 DE2163213A1 (de) | 1972-07-13 |
| DE2163213C2 true DE2163213C2 (de) | 1984-10-31 |
Family
ID=22279860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712163213 Expired DE2163213C2 (de) | 1970-12-21 | 1971-12-20 | Verfahren zur Herstellung von Dimethyldichlorsilan einschließenden Methylchlorsilanen |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE776863A (enExample) |
| CA (1) | CA977769A (enExample) |
| DE (1) | DE2163213C2 (enExample) |
| FR (1) | FR2119477A5 (enExample) |
| GB (1) | GB1361434A (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2467855A1 (fr) * | 1979-10-23 | 1981-04-30 | Rhone Poulenc Ind | Procede de preparation de dimethylchlorosilane par reaction de redistribution entre le methylchlorosilane et le trimethylchlorosilane |
| FR2552434B1 (fr) * | 1983-09-28 | 1985-10-25 | Rhone Poulenc Spec Chim | Procede de fabrication de silane a partir de methyldichlorosilane et de chlorosilanes |
| FR2552436B1 (fr) * | 1983-09-28 | 1985-10-25 | Rhone Poulenc Spec Chim | Nouveau procede de fabrication d'hydrogeno-silanes par reaction de redistribution |
| DE3410644A1 (de) * | 1984-03-23 | 1985-09-26 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von dimethyldichlorsilan |
| US4599441A (en) * | 1985-09-30 | 1986-07-08 | Union Carbide Corporation | Process for preparing organohalosilanes utilizing copper halide-aluminum halide catalysts |
| FR2749848B1 (fr) * | 1996-06-12 | 1998-08-21 | Rhone Poulenc Chimie | Procede ameliore d'obtention d'organosilanes mettant en oeuvre une reaction de redistribution |
| FR2761360B1 (fr) * | 1997-03-27 | 1999-05-21 | Rhodia Chimie Sa | Procede ameliore d'obtention d'organosilanes mettant en oeuvre une reaction de redistribution |
| FR2761359B1 (fr) * | 1997-03-27 | 1999-05-28 | Rhodia Chimie Sa | Procede ameliore d'obtention d'organosilanes mettant en oeuvre une reaction de redistribution |
| FR2772380B1 (fr) * | 1997-12-12 | 2000-03-10 | Rhodia Chimie Sa | Procede de preparation d'alkylmonohydrogenohalogenosilanes (ahhs) par redistribution puis distillation, dispositif pour la mise en oeuvre de ce procede |
| DE102006010989A1 (de) * | 2006-03-09 | 2007-09-13 | Wacker Chemie Ag | Verfahren zur Herstellung von Organylhydrogenchlorsilanen |
| CN112625058B (zh) * | 2020-12-16 | 2022-10-28 | 浙江佳汇新材料有限公司 | 一种多乙烯基硅烷歧化反应制备单乙烯基氯硅烷的方法 |
| CN113480567B (zh) * | 2021-08-20 | 2022-11-22 | 唐山偶联硅业有限公司 | 均相歧化反应制备二甲基氢氯硅烷的方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2732282A (en) * | 1956-01-24 | Cjhssihclj | ||
| US851868A (en) * | 1906-02-24 | 1907-04-30 | Western Electric Co | Locking device for conataining-cases. |
| BE483533A (enExample) * | 1947-07-19 | |||
| BE497954A (enExample) * | 1949-09-06 | |||
| US3362977A (en) * | 1964-03-27 | 1968-01-09 | Gen Electric | Method for making organosilanes |
| FR1457139A (fr) * | 1965-01-29 | 1966-10-28 | Dow Corning | Substitutions réciproques de l'hydrogène et du chlore dans les silanes |
| GB1192256A (en) * | 1967-07-24 | 1970-05-20 | Dow Corning | Rearrangement of Phenylsilanes. |
-
1971
- 1971-11-30 GB GB5542171A patent/GB1361434A/en not_active Expired
- 1971-11-30 CA CA128,901A patent/CA977769A/en not_active Expired
- 1971-12-17 BE BE776863A patent/BE776863A/xx not_active IP Right Cessation
- 1971-12-20 DE DE19712163213 patent/DE2163213C2/de not_active Expired
- 1971-12-20 FR FR7145698A patent/FR2119477A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2163213A1 (de) | 1972-07-13 |
| CA977769A (en) | 1975-11-11 |
| BE776863A (fr) | 1972-04-17 |
| GB1361434A (en) | 1974-07-24 |
| FR2119477A5 (enExample) | 1972-08-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |