GB706703A - Improvements in or relating to organosilicon compositions - Google Patents
Improvements in or relating to organosilicon compositionsInfo
- Publication number
- GB706703A GB706703A GB3575/51A GB357551A GB706703A GB 706703 A GB706703 A GB 706703A GB 3575/51 A GB3575/51 A GB 3575/51A GB 357551 A GB357551 A GB 357551A GB 706703 A GB706703 A GB 706703A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radicals
- silane
- bis
- methyl
- formula
- 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
- 239000000203 mixture Substances 0.000 title abstract 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 11
- 239000007788 liquid Substances 0.000 abstract 10
- -1 p-bromo-phenoxyphenyl Chemical group 0.000 abstract 10
- 229910000077 silane Inorganic materials 0.000 abstract 10
- 229920001296 polysiloxane Polymers 0.000 abstract 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 4
- 229910052794 bromium Inorganic materials 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 4
- 239000000460 chlorine Substances 0.000 abstract 4
- 229910052731 fluorine Inorganic materials 0.000 abstract 4
- 239000011737 fluorine Chemical group 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 3
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 3
- 230000003301 hydrolyzing effect Effects 0.000 abstract 3
- 239000000314 lubricant Substances 0.000 abstract 3
- 229910052749 magnesium Inorganic materials 0.000 abstract 3
- 239000011777 magnesium Substances 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052582 BN Inorganic materials 0.000 abstract 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- JKNZUZCGFROMAZ-UHFFFAOYSA-L [Ag+2].[O-]S([O-])(=O)=O Chemical compound [Ag+2].[O-]S([O-])(=O)=O JKNZUZCGFROMAZ-UHFFFAOYSA-L 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000008119 colloidal silica Substances 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 2
- 239000010439 graphite Substances 0.000 abstract 2
- 229910002804 graphite Inorganic materials 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000010445 mica Substances 0.000 abstract 2
- 229910052618 mica group Inorganic materials 0.000 abstract 2
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 abstract 2
- 239000000843 powder Substances 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- XCUPBHGRVHYPQC-UHFFFAOYSA-N sulfanylidenetungsten Chemical compound [W]=S XCUPBHGRVHYPQC-UHFFFAOYSA-N 0.000 abstract 2
- 239000000454 talc Substances 0.000 abstract 2
- 229910052623 talc Inorganic materials 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- VLPXBRQTVDBXBY-UHFFFAOYSA-N FC1=CC(=C(C=C1)[SiH](O[SiH3])C1=C(C=C(C=C1)F)OC1=CC=CC=C1)OC1=CC=CC=C1 Chemical class FC1=CC(=C(C=C1)[SiH](O[SiH3])C1=C(C=C(C=C1)F)OC1=CC=CC=C1)OC1=CC=CC=C1 VLPXBRQTVDBXBY-UHFFFAOYSA-N 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 230000005540 biological transmission Effects 0.000 abstract 1
- HLEHLYAKJIVGCK-UHFFFAOYSA-N chloro-(4-chlorophenyl)-methyl-(phenoxymethyl)silane Chemical compound ClC1=CC=C(C=C1)[Si](Cl)(COC1=CC=CC=C1)C HLEHLYAKJIVGCK-UHFFFAOYSA-N 0.000 abstract 1
- ZXPDYFSTVHQQOI-UHFFFAOYSA-N diethoxysilane Chemical class CCO[SiH2]OCC ZXPDYFSTVHQQOI-UHFFFAOYSA-N 0.000 abstract 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical class CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- UIUXUFNYAYAMOE-UHFFFAOYSA-N methylsilane Chemical compound [SiH3]C UIUXUFNYAYAMOE-UHFFFAOYSA-N 0.000 abstract 1
- CEOCDNVZRAIOQZ-UHFFFAOYSA-N pentachlorobenzene Chemical class ClC1=CC(Cl)=C(Cl)C(Cl)=C1Cl CEOCDNVZRAIOQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
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- 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
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- 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
- C07F7/08—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
- C07F7/122—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions involving the formation of Si-C linkages
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- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
- C10M2201/042—Carbon; Graphite; Carbon black halogenated, i.e. graphite fluoride
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/061—Carbides; Hydrides; Nitrides
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
- C10M2201/066—Molybdenum sulfide
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/081—Inorganic acids or salts thereof containing halogen
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/082—Inorganic acids or salts thereof containing nitrogen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/084—Inorganic acids or salts thereof containing sulfur, selenium or tellurium
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/102—Silicates
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/105—Silica
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/16—Carbon dioxide
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/18—Ammonia
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/09—Metal enolates, i.e. keto-enol metal complexes
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/04—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having a silicon-to-carbon bond, e.g. organo-silanes
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Lubricants (AREA)
Abstract
A liquid organopolysiloxane is made by hydrolysing and condensing either (1) at least one silane of the formula <FORM:0706703/IV (a)/1> where X is selected from chlorine, bromine, fluorine and halophenoxy radicals, m is an integer from 1 to 5, Y is a hydrolysable radical and n is 1 or 2, or (2) a mixture of 1 mol. of the above silane and 1 to 49 mols. of a silane of formula R2-Si-Y2, where R is a monovalent radical selected from methyl and phenyl radicals, the phenyl radicals not exceeding the number of methyl radicals. The resulting liquid polymers may be mixed in amount of at least 0.1 per cent. by weight with liquid organo-polysiloxanes of the formula R(2a+2)-SiaO(a-1) where each R is an alkyl, cycloalkyl, aryl, alkaryl or aralkyl radical, a major proportion of the radicals being either methyl or methyl and phenyl radicals and the latter, if present, comprising at least 10 per cent. of the R radicals, and a is at least 2. The liquid polymers may be stabilized with the metal chelates as disclosed in Specification 630,319, and may be mixed with 1 to 100 per cent. of solid lubricant materials, e.g. molybdenum disulphide, silver sulphate, tungsten sulphide and boron nitride, and with fillers, e.g. colloidal silica, talc, titania, mica powder, zinc oxide and graphite. Examples disclose the preparation of bis(p-bromophenyl)-, bis(p-chlorophenyl)-, bis(p-fluorophenyl)-, bis(p-chlorophenoxyphenyl)-, bis(p-bromo-phenoxyphenyl)-and bis(p-fluorophenoxyphenyl)-disiloxanes and corresponding polysiloxanes tetramethyl. The liquids, pastes or greases may be used as lubricants, and the liquids may be used as power transmission media in hydraulic machines. Specification 544,143 also is referred to.ALSO:A liquid organopolysiloxane is made by hydrolyzing and condensing either (1) at least one silane of the formula <FORM:0706703/IV (b)/1> where X is selected from chlorine, bromine, fluorine and halophenoxy radicals, m is an integer from 1 to 5. Y is a hydrolyzable radical and N is 1 or 2, or (2) a mixture of 1 mol of the above silane and 1 to 49 mols of a silane of the formula R2-Si-Y2, where R is selected from methyl and phenyl radicals, the phenyl radicals not exceeding the number of methyl radicals. Examples disclose the preparation of bis (p-bromophenyl)-, bis (p-chlorophenyl)-, bis- (p-fluorophenyl)- and the corresponding bis (halo-phenoxyphenyl)-tetramethyldisoloxanes. The above silane (1) may be made by reacting magnesium in ether with a polysubstituted benzene compound, wherein one of the substituents will react with magnesium to form a Grignard reagent the other substituent(s) on the benzene ring being selected from chlorine, bromine, fluorine and halophenoxy radicals, and admixing one mol of the Grignard reagent thus formed with at least 1 mol of a methyl silane having not more than 2 methyl radicals, the remaining radicals being hydrolyzable. Alternatively, the polysubstituted benzene compound may be added slowly to the magnesium in ether, with subsquent refluxing of the mixture and separation of the required silane. Polysubstituted benzenes specified are o-, m- and pdibromo-, trichlorobromo-, difluoroiodo-, 1-chloro-2-fluoro-4-bromo-, 4-bromo- (p-chlorophenoxy)-, tetrabromo-iodo- and pentachlorobenzenes. Examples disclose the preparation of p-bromo-, p-chloro- and p-fluorophenyldimethylchloro-and ethoxy silanes, the corresponding methyldichloro- and diethoxy silanes, and p-chlorophenoxyphenyldimethylchlorosilane.ALSO:A lubricating composition comprises a polysiloxane made by hydrolyzing and condensing at least one silane of the formula <FORM:0706703/III/1> where X is selected from chlorine, bromine, fluorine and halophenoxy radicals, m is from 1 to 5, Y is a hydrolyzable radical and n is 1 or 2, with or without a silane of the formula R2SiY2, where R is selected from methyl and phenyl radicals (see Group IV (a)). The liquid polymers may be mixed in amount of at least 0.1 per cent. by weight with liquid polysiloxanes of the formula R (2a+2) Sia O(a-1) where each R is an alkyl, cycloalkyl, aryl, alkaryl or aralkyl radical and a is at least 2, or they may be stabilised with the metal chelates as disclosed in Specification 630,319, (Group IV (a)). Solid lubricant materials, e.g. molybdenum disulphide, silver sulphate, tungsten sulphide, and boron nitride may be added in amounts of 1 to 100 per cent. of the liquid polymers, and fillers, e.g. colloidal silica, talc, titania, mica powder, zinc oxide and graphite may also be added.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15182150A | 1950-03-24 | 1950-03-24 | |
| US537888A US2891981A (en) | 1950-03-24 | 1955-09-30 | Bis (chlorophenyl)-tetramethyl-disiloxanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB706703A true GB706703A (en) | 1954-04-07 |
Family
ID=26848999
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3575/51A Expired GB706703A (en) | 1950-03-24 | 1951-02-14 | Improvements in or relating to organosilicon compositions |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2891981A (en) |
| GB (1) | GB706703A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2967192A (en) * | 1958-05-13 | 1961-01-03 | Gen Electric | Lubricant composition |
| US3114759A (en) * | 1960-11-25 | 1963-12-17 | Gen Electric | High temperature fluids |
| US3269928A (en) * | 1961-04-19 | 1966-08-30 | Pennsalt Chemicals Corp | Perfluoroaromatic compounds |
| US3270070A (en) * | 1961-04-19 | 1966-08-30 | Pennsalt Chemicals Corp | Process for the production of hydro-fluoroaromatic compounds |
| EP1607743A1 (en) * | 2004-05-06 | 2005-12-21 | Interuniversitair Microelektronica Centrum ( Imec) | Silane molecules with pre-activated and protein-resistant functionalities and silane films comprising such molecules |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3507898A (en) * | 1968-01-15 | 1970-04-21 | Chevron Res | Halogenated phenylalkoxysilanes as high temperature fire resistant fluids |
| US4122109A (en) * | 1977-08-02 | 1978-10-24 | Dow Corning Corporation | Method for preparing a thermal-stability additive and a thermally stabilized methylpolysiloxane and compositions therefrom |
| KR900006209B1 (en) * | 1987-05-19 | 1990-08-25 | 히다찌가세이고오교 가부시끼가이샤 | Process for producing 1,3-bis(dicarboxyphenyl)-disiloxane derivative or dianhydride thereof |
| US5166363A (en) * | 1987-05-19 | 1992-11-24 | Hitachi Chemical Company, Ltd. | Process for producing 1,3-bis(dicarboxyphenyl)-disiloxane derivative or dianhydride thereof |
| JPH02124893A (en) * | 1988-11-01 | 1990-05-14 | Hitachi Chem Co Ltd | 1,3-bis(dicarboxyphenyl)-1,1,3,3-tetraphenyldisiloxane derivative, production thereof and production of polyimide using same compound |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2486162A (en) * | 1942-02-26 | 1949-10-25 | Corning Glass Works | Organo-siloxanes |
| US2398187A (en) * | 1943-06-11 | 1946-04-09 | Corning Glass Works | Hydraulic fluid |
| US2426122A (en) * | 1944-10-17 | 1947-08-19 | Montclair Res Corp | Production of organo-silicon compounds |
| US2468869A (en) * | 1946-02-15 | 1949-05-03 | Corning Glass Works | Organosilicon compositions and methods of making them |
| US2483158A (en) * | 1946-10-11 | 1949-09-27 | Gen Electric | Liquid organo-substituted polysiloxanes |
| US2640066A (en) * | 1947-11-17 | 1953-05-26 | Corning Glass Works | Organo silicon compounds and their preparation |
| US2561178A (en) * | 1949-07-28 | 1951-07-17 | Gen Electric | Organopolysiloxanes |
| US2636896A (en) * | 1949-09-29 | 1953-04-28 | Westinghouse Electric Corp | Organosiloxanes containing trifluoromethylphenyl groups |
| US2571090A (en) * | 1949-10-27 | 1951-10-16 | Corning Glass Works | Fluorohydrocarbon substituted methylsiloxanes |
| US2689859A (en) * | 1950-02-24 | 1954-09-21 | Gen Electric | Chlorinated organopolysiloxanes |
| BE528260A (en) * | 1953-04-21 | 1900-01-01 |
-
1951
- 1951-02-14 GB GB3575/51A patent/GB706703A/en not_active Expired
-
1955
- 1955-09-30 US US537888A patent/US2891981A/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2967192A (en) * | 1958-05-13 | 1961-01-03 | Gen Electric | Lubricant composition |
| US3114759A (en) * | 1960-11-25 | 1963-12-17 | Gen Electric | High temperature fluids |
| US3269928A (en) * | 1961-04-19 | 1966-08-30 | Pennsalt Chemicals Corp | Perfluoroaromatic compounds |
| US3270070A (en) * | 1961-04-19 | 1966-08-30 | Pennsalt Chemicals Corp | Process for the production of hydro-fluoroaromatic compounds |
| EP1607743A1 (en) * | 2004-05-06 | 2005-12-21 | Interuniversitair Microelektronica Centrum ( Imec) | Silane molecules with pre-activated and protein-resistant functionalities and silane films comprising such molecules |
| US7285674B2 (en) | 2004-05-06 | 2007-10-23 | Interuniversitair Microelektronica Centrum (Imec) | Silane molecules with pre-activated and protein-resistant functionalities and silane films comprising such molecules |
Also Published As
| Publication number | Publication date |
|---|---|
| US2891981A (en) | 1959-06-23 |
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