DE1035136B - Verfahren zur Dehydrochlorierung von Chloralkylchlorsilanen - Google Patents
Verfahren zur Dehydrochlorierung von ChloralkylchlorsilanenInfo
- Publication number
- DE1035136B DE1035136B DEU3407A DEU0003407A DE1035136B DE 1035136 B DE1035136 B DE 1035136B DE U3407 A DEU3407 A DE U3407A DE U0003407 A DEU0003407 A DE U0003407A DE 1035136 B DE1035136 B DE 1035136B
- Authority
- DE
- Germany
- Prior art keywords
- dehydrochlorination
- trichlorosilane
- hydrogen chloride
- amine
- reaction
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 15
- 238000007033 dehydrochlorination reaction Methods 0.000 title claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 20
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 17
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 17
- 238000010992 reflux Methods 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 150000003512 tertiary amines Chemical class 0.000 claims description 5
- 125000005265 dialkylamine group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 150000003335 secondary amines Chemical class 0.000 claims 1
- 239000005052 trichlorosilane Substances 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 10
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 10
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 9
- 238000004821 distillation Methods 0.000 description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- -1 quinoline Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- NTSLROIKFLNUIJ-UHFFFAOYSA-N 5-Ethyl-2-methylpyridine Chemical compound CCC1=CC=C(C)N=C1 NTSLROIKFLNUIJ-UHFFFAOYSA-N 0.000 description 4
- 239000005046 Chlorosilane Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 3
- 229910000077 silane Inorganic materials 0.000 description 3
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- ZNAZUSRQWRROFU-UHFFFAOYSA-N trichloro(prop-1-ynyl)silane Chemical compound CC#C[Si](Cl)(Cl)Cl ZNAZUSRQWRROFU-UHFFFAOYSA-N 0.000 description 2
- 241000237858 Gastropoda Species 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000007038 hydrochlorination reaction Methods 0.000 description 1
- LPFHMAKISUGBIO-UHFFFAOYSA-N n-ethylethanamine;hypochlorous acid Chemical compound ClO.CCNCC LPFHMAKISUGBIO-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IJAFRFUNWNVYFX-UHFFFAOYSA-N trichloro(3-chloroprop-1-enyl)silane Chemical compound ClCC=C[Si](Cl)(Cl)Cl IJAFRFUNWNVYFX-UHFFFAOYSA-N 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
- C07F7/127—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions not affecting the linkages to the silicon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Silicon Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US439891A US2737520A (en) | 1954-06-28 | 1954-06-28 | Dehydrochlorination of polychloroalkyl chlorosilanes employing dialkylamines as catalysts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1035136B true DE1035136B (de) | 1958-07-31 |
Family
ID=23746559
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEU3407A Pending DE1035136B (de) | 1954-06-28 | 1955-06-27 | Verfahren zur Dehydrochlorierung von Chloralkylchlorsilanen |
| DEU5113A Pending DE1036257B (de) | 1954-06-28 | 1955-06-27 | Verfahren zur Dehydrochlorierung von Chloralkylchlorsilanen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEU5113A Pending DE1036257B (de) | 1954-06-28 | 1955-06-27 | Verfahren zur Dehydrochlorierung von Chloralkylchlorsilanen |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US2737520A (index.php) |
| BE (1) | BE539088A (index.php) |
| DE (2) | DE1035136B (index.php) |
| FR (1) | FR1132949A (index.php) |
| GB (1) | GB779846A (index.php) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1056609B (de) * | 1957-08-24 | 1959-05-06 | Inst Silikon & Fluorkarbonchem | Verfahren zur Herstellung von Alkenylhalogensilanen aus Halogenalkylhalogensilanen |
| US4347376A (en) * | 1980-12-24 | 1982-08-31 | Fluorchem Inc. | Method of making and polymerizing perfluoroalkylene acetylene compounds |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2512390A (en) * | 1949-06-03 | 1950-06-20 | Dow Corning | Alpha-chlorovinylsilanes |
-
0
- US US2735859D patent/US2735859A/en not_active Expired - Lifetime
- BE BE539088D patent/BE539088A/xx unknown
-
1954
- 1954-06-28 US US439891A patent/US2737520A/en not_active Expired - Lifetime
-
1955
- 1955-06-15 FR FR1132949D patent/FR1132949A/fr not_active Expired
- 1955-06-24 GB GB18270/55A patent/GB779846A/en not_active Expired
- 1955-06-27 DE DEU3407A patent/DE1035136B/de active Pending
- 1955-06-27 DE DEU5113A patent/DE1036257B/de active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2512390A (en) * | 1949-06-03 | 1950-06-20 | Dow Corning | Alpha-chlorovinylsilanes |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1132949A (fr) | 1957-03-19 |
| US2735859A (en) | 1956-02-21 |
| GB779846A (en) | 1957-07-24 |
| DE1036257B (de) | 1958-08-14 |
| BE539088A (index.php) | |
| US2737520A (en) | 1956-03-06 |
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