GB1534179A - Process for the preparation of organo-silicon compounds - Google Patents
Process for the preparation of organo-silicon compoundsInfo
- Publication number
- GB1534179A GB1534179A GB613676A GB613676A GB1534179A GB 1534179 A GB1534179 A GB 1534179A GB 613676 A GB613676 A GB 613676A GB 613676 A GB613676 A GB 613676A GB 1534179 A GB1534179 A GB 1534179A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclohex
- enyl
- silicon compounds
- ethyl
- silicon
- 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 abstract 4
- 150000003961 organosilicon compounds Chemical class 0.000 title abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 4
- -1 2 - (cyclohex - 4 - enyl) - ethyl groups Chemical group 0.000 abstract 3
- BBDKZWKEPDTENS-UHFFFAOYSA-N 4-Vinylcyclohexene Chemical compound C=CC1CCC=CC1 BBDKZWKEPDTENS-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- OSJHQOMMKYIFHQ-UHFFFAOYSA-N C1(CCC=CC1)CC[Si] Chemical compound C1(CCC=CC1)CC[Si] OSJHQOMMKYIFHQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000004922 lacquer Substances 0.000 abstract 2
- 150000003377 silicon compounds Chemical class 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- HQONCUXVIZROLX-UHFFFAOYSA-N C1(=CCCCC1)CC[Si] Chemical class C1(=CCCCC1)CC[Si] HQONCUXVIZROLX-UHFFFAOYSA-N 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000007259 addition reaction Methods 0.000 abstract 1
- 238000007605 air drying Methods 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000004756 silanes Chemical class 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 229920002545 silicone oil Polymers 0.000 abstract 1
- BACYXSNZANMSGE-UHFFFAOYSA-N trichloro(2-cyclohex-3-en-1-ylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CCC1CCC=CC1 BACYXSNZANMSGE-UHFFFAOYSA-N 0.000 abstract 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 abstract 1
- 239000005052 trichlorosilane Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
-
- 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
- C07F7/0801—General processes
-
- 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
- C07F7/14—Preparation thereof from optionally substituted halogenated silanes and hydrocarbons hydrosilylation reactions
-
- 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
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
1534179 Preparing cyclohexenylethyl silicon compounds CHEMIEWERK NUNCHRITZ VEB 17 Feb 1976 [24 Feb 1975] 06136/76 Headings C3S and C3T Organo-silicon compounds containing 2 - (cyclohex - 4 - enyl) - ethyl groups are prepared from silicon compounds containing SiH groups, e.g. silanes and siloxanes by a process wherein an SiH group containing silicon compound is reacted in the presence of hexachloroplatinic acid as addition catalyst at atmospheric pressure and at a temperature of from 20‹ to 200‹ C. with vinyl cyclohex-4-ene to give a 2-(cyclohex-4-enyl)-ethyl silicon compound. The amount of catalyst used is from 0À0001 to 5 ml. of 0À1 M hexachloroplatinic acid dissolved in an organic solvent, e.g. isopropanol, per mol. of vinyl cyclohex-4-ene. Suitable starting materials may have the general formula HSi(R) 3 wherein the radicals R are the same or different and are halogen atoms or alkyl, cycloalkyl, cycloalkenyl, aryl, alkoxy, carboxy or aroxy radicals. Other starting materials are siloxanes containing SiH groups, e.g. methyl silicone oils. The process may be carried out continuously. In an example a mixture of 5 mol. of vinylcyclohex-4-ene, 5 mol. trichlorosilane and 0À25 ml. of 0À1 M hexachloroplatinic acid in isopropanol is passed, over the course of one hour, through a 2 metre packed column the upper third of which is initially at ambient temperature; the middle third at 75‹ C.; and the lower third at 50‹ C. During the addition reaction the temperature in the column rises to 120‹ C. and at the end of the reaction a 96À5% yield of 2-(cyclohex-4-enyl)-ethyl trichlorosilane is obtained. The 2 - (cyclohex- 4 - enyl) - ethyl silicon compounds obtained by this process when incorporated in silicon lacquers impart air drying properties to the lacquers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD18437475A DD119237A1 (en) | 1975-02-24 | 1975-02-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1534179A true GB1534179A (en) | 1978-11-29 |
Family
ID=5499289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB613676A Expired GB1534179A (en) | 1975-02-24 | 1976-02-17 | Process for the preparation of organo-silicon compounds |
Country Status (3)
| Country | Link |
|---|---|
| DD (1) | DD119237A1 (en) |
| DE (1) | DE2601913A1 (en) |
| GB (1) | GB1534179A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005052891A1 (en) * | 2005-11-07 | 2007-05-10 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Lacquer material e.g. for use as a coating or adhesive in food packaging to scavenge or indicate the presence of oxygen contains a polymer matrix and a component reactive to oxygen on triggering |
| DE102010031321A1 (en) | 2010-07-14 | 2012-01-19 | Evonik Degussa Gmbh | Process for the catalyst-free preparation of 2- (cyclohex-3-enyl) ethyl-silane |
-
1975
- 1975-02-24 DD DD18437475A patent/DD119237A1/xx unknown
-
1976
- 1976-01-20 DE DE19762601913 patent/DE2601913A1/en not_active Withdrawn
- 1976-02-17 GB GB613676A patent/GB1534179A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DD119237A1 (en) | 1976-04-12 |
| DE2601913A1 (en) | 1976-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |