GB802467A - Organopolysiloxanes - Google Patents
OrganopolysiloxanesInfo
- Publication number
- GB802467A GB802467A GB4245/57A GB424557A GB802467A GB 802467 A GB802467 A GB 802467A GB 4245/57 A GB4245/57 A GB 4245/57A GB 424557 A GB424557 A GB 424557A GB 802467 A GB802467 A GB 802467A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- value
- hydrocarbon radical
- group
- reacted
- 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
- 229920001296 polysiloxane Polymers 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- -1 hydroxyalkyl silane Chemical compound 0.000 abstract 6
- 239000004215 Carbon black (E152) Substances 0.000 abstract 5
- 229930195733 hydrocarbon Natural products 0.000 abstract 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000002518 antifoaming agent Substances 0.000 abstract 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 2
- 229910000077 silane Inorganic materials 0.000 abstract 2
- 108010053481 Antifreeze Proteins Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 abstract 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000002528 anti-freeze Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000490 cosmetic additive Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 125000003827 glycol group Chemical group 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 150000001451 organic peroxides Chemical class 0.000 abstract 1
- 150000001282 organosilanes Chemical class 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 229920001843 polymethylhydrosiloxane Polymers 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 abstract 1
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 abstract 1
- 239000005051 trimethylchlorosilane Substances 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
- B01D19/0409—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
-
- 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
-
- 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
-
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Polymers & Plastics (AREA)
- Dermatology (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Silicon Polymers (AREA)
Abstract
Organosilicon compounds of the average general formula <FORM:0802467/III/1> in which each R is a monovalent hydrocarbon radical, R1 is an alkylene radical, each R11 is an alkylene radical containing at least 2 carbon atoms, n has a value of at least 1. R111 is hydrogen, a saturated hydrocarbon or acyl hydrocarbon radical and a has a value from 0 to 3 inclusive (see Group IV (a)), are used as anti-foaming agents. The products of Examples (1) and (2) are good anti-foam agents for ethylene glycol anti-freeze solutions.ALSO:Organosilicon compounds of the average general formula <FORM:0802467/IV (a)/1> in which each R is a monovalent hydrocarbon radical, R1 is an alkylene radical, each R11 is an alkylene radical containing at least 2 carbon atoms, n has a value of at least 1, R111 is hydrogen, a saturated hydrocarbon radical or an aryl hydrocarbon radical, and a has a value from 0 to 3 inclusive, may be made (i) by reacting an unsaturated ether of the general formula R111(OR11)nOB, in which B is an alkenyl radical, with an organosilane or siloxane containing an Si-H group, preferably in the presence of catalysts such as organic peroxides, platinum or chloroplatinic acid. Where R111 is hydrogen it is preferable to block the OH group in the unsaturated ether with a triorganosiloxy group prior to reaction with the silane or siloxane; or (ii) by reacting a hydroxyalkyl silane or siloxane with an alkylene oxide at 70 DEG to 150 DEG C. in the presence of catalysts such as H2SO4, SnCl4 and AlCl3. The R radicals specified are alkyl, cycloaliphatic, aryl, aralkyl or unsaturated aliphatic. The novel siloxanes may be copolymerized with conventional siloxanes containing silicon-bonded hydrocarbon or halogenated hydrocarbon radicals. In typical examples: (1) polyglycol A was reacted with trimethylchlorosilane and the resulting trimethylsiloxy-blocked product was then reacted with a trimethyl end-blocked methylhydrogensiloxane in the presence of chloroplatinic acid. The product was then hydrolysed to remove the trimethylsiloxy groups from the glycol side chain and purified to yield a water-soluble liquid of the formula <FORM:0802467/IV (a)/2> (5) the vinyl ether of ethylene glycol was reacted with tetramethyldisiloxane in toluene and in the presence of chloroplatinic acid to give the compound <FORM:0802467/IV (a)/3> Uses.-The products are useful as emulsifying agents, e.g. for phenylmethylsiloxanes, anti-foaming agents, mould-release agents, lubricants and as cosmetic additives.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US802467XA | 1956-05-23 | 1956-05-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB802467A true GB802467A (en) | 1958-10-08 |
Family
ID=22156152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4245/57A Expired GB802467A (en) | 1956-05-23 | 1957-02-07 | Organopolysiloxanes |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1115927B (en) |
| FR (1) | FR1175305A (en) |
| GB (1) | GB802467A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3280160A (en) * | 1965-03-30 | 1966-10-18 | Union Carbide Corp | Siloxane-oxyalkylene block copolymers |
| US3336428A (en) * | 1963-02-18 | 1967-08-15 | Union Carbide Corp | Formation of wet spun fibers |
| EP0029728A1 (en) * | 1979-11-23 | 1981-06-03 | The Dow Chemical Company | Glycol compositions containing an ether modified silicone |
| US4423041A (en) * | 1979-06-25 | 1983-12-27 | Johnson & Johnson Products, Inc. | Detackifying compositions |
| US4563347A (en) * | 1982-05-20 | 1986-01-07 | Dow Corning Corporation | Compositions used to condition hair |
| US4597962A (en) * | 1983-07-01 | 1986-07-01 | L'oreal | Hair-care composition and hair treatment process |
| US4871529A (en) * | 1988-06-29 | 1989-10-03 | S. C. Johnson & Son, Inc. | Autophobic silicone copolyols in hairspray compositions |
| EP0612754A1 (en) * | 1993-02-25 | 1994-08-31 | Th. Goldschmidt AG | Organopolysiloxanes with polyether sidechains and their use as hydrolytically stable wetting agent in aqueous systems |
| DE10020670A1 (en) * | 2000-04-27 | 2001-08-09 | Clariant Gmbh | Polyalkylene glycol modified organosiloxanyl derivatives |
| WO2003028971A1 (en) * | 2001-09-20 | 2003-04-10 | Great Lakes Supply, Inc. | Release composition and related method of use |
| WO2013083453A1 (en) * | 2011-12-09 | 2013-06-13 | Wacker Chemie Ag | Silicon composition which can be crosslinked into elastomers and which comprises crosslinkable polyglycol ethers |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3249586A (en) * | 1964-06-01 | 1966-05-03 | Dow Corning | Organosilicon compounds |
| CA958140A (en) * | 1970-12-18 | 1974-11-19 | Richard E. Moeller | Polysiloxane surfactants useful for foaming polyurethane foams |
| DE3319788A1 (en) * | 1983-06-01 | 1984-12-06 | Th. Goldschmidt Ag, 4300 Essen | SILICA MODIFIED WITH ORGANIC GROUPS, THE PRODUCTION AND USE THEREOF FOR THE CLEAVING OF EMULSIONS |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL85765C (en) * | 1954-01-07 | |||
| BE537768A (en) | 1954-04-30 | 1900-01-01 |
-
1957
- 1957-02-07 GB GB4245/57A patent/GB802467A/en not_active Expired
- 1957-05-17 FR FR1175305D patent/FR1175305A/en not_active Expired
- 1957-05-21 DE DED25647A patent/DE1115927B/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3336428A (en) * | 1963-02-18 | 1967-08-15 | Union Carbide Corp | Formation of wet spun fibers |
| US3280160A (en) * | 1965-03-30 | 1966-10-18 | Union Carbide Corp | Siloxane-oxyalkylene block copolymers |
| US4423041A (en) * | 1979-06-25 | 1983-12-27 | Johnson & Johnson Products, Inc. | Detackifying compositions |
| EP0029728A1 (en) * | 1979-11-23 | 1981-06-03 | The Dow Chemical Company | Glycol compositions containing an ether modified silicone |
| US4563347A (en) * | 1982-05-20 | 1986-01-07 | Dow Corning Corporation | Compositions used to condition hair |
| US4597962A (en) * | 1983-07-01 | 1986-07-01 | L'oreal | Hair-care composition and hair treatment process |
| US4871529A (en) * | 1988-06-29 | 1989-10-03 | S. C. Johnson & Son, Inc. | Autophobic silicone copolyols in hairspray compositions |
| EP0612754A1 (en) * | 1993-02-25 | 1994-08-31 | Th. Goldschmidt AG | Organopolysiloxanes with polyether sidechains and their use as hydrolytically stable wetting agent in aqueous systems |
| DE10020670A1 (en) * | 2000-04-27 | 2001-08-09 | Clariant Gmbh | Polyalkylene glycol modified organosiloxanyl derivatives |
| WO2003028971A1 (en) * | 2001-09-20 | 2003-04-10 | Great Lakes Supply, Inc. | Release composition and related method of use |
| WO2013083453A1 (en) * | 2011-12-09 | 2013-06-13 | Wacker Chemie Ag | Silicon composition which can be crosslinked into elastomers and which comprises crosslinkable polyglycol ethers |
| CN103958571A (en) * | 2011-12-09 | 2014-07-30 | 瓦克化学股份公司 | Silicon composition which can be crosslinked into elastomers and which comprises crosslinkable polyglycol ethers |
| US20140364565A1 (en) * | 2011-12-09 | 2014-12-11 | Wacker Chemie Ag | Silicone composition which can be crosslinked into elastomers and which comprises crosslinkable polyglycol ethers |
| CN103958571B (en) * | 2011-12-09 | 2015-12-02 | 瓦克化学股份公司 | Crosslinkable elastomer and comprise the silicon-ketone composition of crosslinkable polyglycol ether |
| US9428615B2 (en) | 2011-12-09 | 2016-08-30 | Wacker Chemie Ag | Silicone composition which can be crosslinked into elastomers and which comprises crosslinkable polyglycol ethers |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1175305A (en) | 1959-03-24 |
| DE1115927B (en) | 1961-10-26 |
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