GB843273A - Improvements in the preparation of cyclic dimethylsiloxanes - Google Patents
Improvements in the preparation of cyclic dimethylsiloxanesInfo
- Publication number
- GB843273A GB843273A GB17823/57A GB1782357A GB843273A GB 843273 A GB843273 A GB 843273A GB 17823/57 A GB17823/57 A GB 17823/57A GB 1782357 A GB1782357 A GB 1782357A GB 843273 A GB843273 A GB 843273A
- Authority
- GB
- United Kingdom
- Prior art keywords
- siloxane
- parts
- cyclic
- groups
- impure
- 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
- -1 cyclic dimethylsiloxanes Chemical class 0.000 title abstract 9
- 238000002360 preparation method Methods 0.000 title abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 3
- 239000007788 liquid Substances 0.000 abstract 3
- 229910052700 potassium Inorganic materials 0.000 abstract 3
- 239000011591 potassium Substances 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 abstract 2
- 239000000806 elastomer Substances 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 abstract 2
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 150000001923 cyclic compounds Chemical class 0.000 abstract 1
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- XWRLQRLQUKZEEU-UHFFFAOYSA-N ethyl(hydroxy)silicon Chemical class CC[Si]O XWRLQRLQUKZEEU-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229940038384 octadecane Drugs 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 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
- C07F7/20—Purification, separation
-
- 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
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0874—Reactions involving a bond of the Si-O-Si linkage
-
- 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
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Abstract
Cyclic dimethylsiloxanes having from 3 to 7 siloxane units in the molecule are prepared from dimethyl-siloxanes which contain trimethyl-and monomethyl-siloxane groups by heating the impure dimethyl-siloxane at a temperature between 80 DEG and 200 DEG C. in the presence of metallic potassium or an acid or alkaline catalyst and an inert organic liquid which is at least a partial solvent for the impure siloxane. The cyclic compounds are separated from the mixture by distillation. The impure siloxanes contain at least 85 parts by weight of dimethylsiloxane groups and up to 15 parts of combined monoand trimethyl siloxane groups. If the former groups are present in amounts less than 85%, the process must be repeated. The starting materials may be linear, cyclic or cross-linked dimethyl siloxanes, including elastomers which contain fillers. Suitable organic liquids are hydrocarbons and ethers, e.g. diphenyl ether, diisopropyl ether, octadecane, deca- and tetra-hydronaphthalene, biphenyl, terphenyl, ditolylethane, and a mixture of hydrogenated derivatives of terphenyl. The pressure may be varied depending on the boiling point of the liquid. From 5 to 90 parts by weight of the solvent per 100 parts of total weight of solvent and siloxane are generally used. Suitable catalysts, in addition to metallic potassium, are sulphuric acid, alkali metal hydroxides, oxides, carbonates and bicarbonates, tetralkylammonium hydroxides and potassium organosilanolates. Examples are given, and the preparation is also described of an elastomer from a gum derived from the pure cyclic tetramer, ethylsiloxane-coated silica filler and benzoyl peroxide. Reference has been directed by the Comptroller to Specification 799,917.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US843273XA | 1956-06-06 | 1956-06-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB843273A true GB843273A (en) | 1960-08-04 |
Family
ID=22184252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17823/57A Expired GB843273A (en) | 1956-06-06 | 1957-06-05 | Improvements in the preparation of cyclic dimethylsiloxanes |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE558079A (en) |
| DE (1) | DE1083820B (en) |
| FR (1) | FR1176541A (en) |
| GB (1) | GB843273A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2908249A1 (en) * | 1978-03-06 | 1979-09-13 | Asahi Chemical Ind | PROCESS FOR THE PRODUCTION OF OCTAMETHYLCYCLOTETRASILOXANE |
| US4276425A (en) * | 1978-09-12 | 1981-06-30 | Wacker-Chemie Gmbh | Process for preparing cyclic dimethylpolysiloxanes |
| EP0311766A2 (en) * | 1987-08-14 | 1989-04-19 | Wacker-Chemie Gmbh | Preparation and use of mixtures with a high content of cyclosiloxanes |
| FR2723095A1 (en) * | 1994-07-29 | 1996-02-02 | Gen Electric | PROCESS FOR THE PREPARATION OF CYCLIC SILOXANES BY CRACKING |
| NL1003475C2 (en) * | 1996-07-01 | 1998-01-12 | Rhone Poulenc Chimie | Cyclic poly-di:organo-siloxane cpds. for prodn. of silicone(s) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5110972A (en) * | 1991-07-18 | 1992-05-05 | Tremco Incorporated | Process for recycling silicone scrap and products relating thereto |
| DE19934374C1 (en) * | 1999-07-22 | 2000-10-19 | Ge Bayer Silicones Gmbh & Co | Continuous production of cyclic dimethylsiloxanes, e.g. octamethylcyclotetrasiloxane used in silicone elastomer production, includes removal of monomethylsiloxy compounds before recycling unwanted homologues |
-
0
- BE BE558079D patent/BE558079A/xx unknown
-
1957
- 1957-06-05 FR FR1176541D patent/FR1176541A/en not_active Expired
- 1957-06-05 GB GB17823/57A patent/GB843273A/en not_active Expired
- 1957-06-06 DE DEU4580A patent/DE1083820B/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2908249A1 (en) * | 1978-03-06 | 1979-09-13 | Asahi Chemical Ind | PROCESS FOR THE PRODUCTION OF OCTAMETHYLCYCLOTETRASILOXANE |
| FR2419297A1 (en) * | 1978-03-06 | 1979-10-05 | Asahi Chemical Ind | OCTAMETHYLCYCLOTETRASILOXANE PRODUCTION PROCESS |
| US4197251A (en) | 1978-03-06 | 1980-04-08 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for producing octamethylcyclotetrasiloxane |
| US4276425A (en) * | 1978-09-12 | 1981-06-30 | Wacker-Chemie Gmbh | Process for preparing cyclic dimethylpolysiloxanes |
| EP0311766A2 (en) * | 1987-08-14 | 1989-04-19 | Wacker-Chemie Gmbh | Preparation and use of mixtures with a high content of cyclosiloxanes |
| EP0311766A3 (en) * | 1987-08-14 | 1989-07-26 | Wacker-Chemie Gmbh | Preparation and use of mixtures with a high content of cyclosiloxanes |
| FR2723095A1 (en) * | 1994-07-29 | 1996-02-02 | Gen Electric | PROCESS FOR THE PREPARATION OF CYCLIC SILOXANES BY CRACKING |
| NL1003475C2 (en) * | 1996-07-01 | 1998-01-12 | Rhone Poulenc Chimie | Cyclic poly-di:organo-siloxane cpds. for prodn. of silicone(s) |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1176541A (en) | 1959-04-13 |
| BE558079A (en) | |
| DE1083820B (en) | 1960-06-23 |
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