Plural Oxygens Containing Patents (Class 568/45)
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Patent number: 4620037Abstract: Sequenced oligomer surfactant has the formula:P--O[C.sub.2 H.sub.3 (CH.sub.2 B)O].sub.n' [C.sub.2 H.sub.3 (CH.sub.2 A)O].sub.m [C.sub.2 H.sub.3 (CH.sub.2 B)O].sub.n Qwherein one of P and Q represents hydrogen and the other represents alkyl having 1-20 carbon atoms; A represents R--CH.sub.2 -- or R'--O-- wherein R is alkyl having 4-16 carbon atoms and R' is alkyl having 4-20 carbon atoms; B is selected from OH, R.sub.1 R.sub.2 N, R.sub.1 R.sub.2 N.fwdarw.O, R.sub.1 R.sub.2 N--O.sup..sym. HV.sup..crclbar., R.sub.1 R.sub.2 N.sup..sym. HV.sup..crclbar., R.sub.1 R.sub.2 R.sub.3 N.sup..sym. Z.sup..crclbar. and R.sub.4 S.fwdarw.(O)a, wherein R.sub.1 and R.sub.2 represent alkyl or hydroxyalkyl, R.sub.3 is methyl or ethyl, R.sub.4 is alkyl, hydroxyalkyl or dihydroxyalkyl, Z.sup..crclbar. is an anion selected from HSO.sub.3.sup..crclbar., CH.sub.3 SO.sub.3.sup..crclbar., CH.sub.3 SO.sub.4.sup..crclbar. and CH.sub.3 --C.sub.6 H.sub.4 --SO.sub.3.sup..crclbar., R.sub.1 R.sub.2 N.sup..sym. HV.sup..crclbar. and R.sub.1 R.Type: GrantFiled: October 6, 1983Date of Patent: October 28, 1986Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4605745Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as akylated phenols.Type: GrantFiled: December 24, 1984Date of Patent: August 12, 1986Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Daniel A. Singleton
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Patent number: 4599451Abstract: The process of the invention involves reacting a phenol with a dialkyl disulfide in the presence of a zirconium phenoxide catalyst to prepare the corresponding ortho-(alkylthio)phenol.Type: GrantFiled: May 31, 1985Date of Patent: July 8, 1986Assignee: E. I. DuPont de Nemours and CompanyInventor: Paul W. Wojtkowski
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Patent number: 4575569Abstract: Thiol alkoxylates having utility, for instance, an nonionic surfactants in detergent formulations are prepared by the reaction of alkane thiols with alkylene oxides in the presence of a catalytically effective amount of one or more basic alkoxylation catalysts and additionally in the presence of as a reaction promoter added thiol alkoxylate having in the alkoxylate molecule from one to about 30 adducts of one or more alkylene oxides. The presence of the added thiol alkoxylate promoter improves the handling of the reaction mixture and facilitates the production of thiol alkoxylates having low content of polyalkylene glycol byproduct.Type: GrantFiled: June 15, 1984Date of Patent: March 11, 1986Assignee: Shell Oil CompanyInventor: Charles L. Edwards
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Patent number: 4571343Abstract: Described are the ortho-dioxybenzaldehyde dimethyl mercaptals having the structure: ##STR1## wherein R represents hydrogen or methyl and the use thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: May 1, 1985Date of Patent: February 18, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Kevin P. Miller, Domenick Luccarelli, Jr.
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Patent number: 4570018Abstract: A novel chemical, fluorochlorocyclopropane (I) of the following formula: ##STR1## is prepared by the addition of fluorochlorocarbene to the corresponding olefin (II) of the following formula:CH.sub.2 .dbd.CR.sup.1 -R.sup.2The compound is a useful intermediate for synthesizing some chemicals, e.g., some cephalosporins.(wherein R.sup.1 is hydrogen, halogen, 1 to 8C alkylamino, alkoxy, or alkylthio andR.sup.2 is halogen, 1 to 8C alkylamino, alkoxy, or alkylthio).Type: GrantFiled: May 16, 1984Date of Patent: February 11, 1986Assignee: Shionogi & Co., Ltd.Inventors: Tsutomu Aoki, Hiromi Takahashi, Toshiro Konoike, Teruji Tsuji, Wataru Nagata
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Patent number: 4540824Abstract: A compound of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkoxy group, X.sub.2 and Y.sub.2, being the same or different, are each a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, and Z is a hydrogen atom or a halogen atom, which is useful as an intermediate for the production of diphenyl sulfone compounds.Type: GrantFiled: May 15, 1984Date of Patent: September 10, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroyuki Konishi, Naganori Hino, Hiroshi Matsumoto, Ryo Yoshida
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Patent number: 4513141Abstract: A method is provided for making aromatic ethers by effecting the displacement of reactive radicals on an activated aromatic nucleus such as a phthalimide with a mono or bisalkali metal phenoxide in the presence of an organic solvent and a dialkylamino branched alkyl substituted pyridinium salt as a phase transfer catalyst. Improved yields of bis(aromatic ethers) are achieved without the production of undesirable by-products, such as alkylated phenols.Type: GrantFiled: April 28, 1983Date of Patent: April 23, 1985Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Daniel A. Singleton
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Patent number: 4510328Abstract: A novel fluorinated cation exchange membrane containing carboxylic acid groups and sulfonic acid groups, both in the form of a specific pendant structure, the carboxylic acid groups being at least 20% on one surface of the membrane and gradually decreasing toward the innerside of the membrane, which membrane is useful in electrolysis of an aqueous alkali metal halide solution with advantageously stable performance for a long term under more severe operational conditions than those conventionally used. The membrane can be prepared from a novel copolymer of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1, l is an integer of 3 to 5, Z is --S-- or --SO.sub.2 -- and R is C.sub.1 -C.sub.10 alkyl, an aryl, Cl or C.sub.1 -C.sub.10 perfluoroalkyl.Type: GrantFiled: September 3, 1981Date of Patent: April 9, 1985Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kyoji Kimoto, Hirotsugu Miyauchi, Jukichi Ohmura, Mikio Ebisawa, Toshioki Hane
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Patent number: 4495370Abstract: A process for the preparation of a 5-aryloxy-1-chloro-3,3-dimethyl-2-pentanone of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is halogen, alkyl having 1 to 4 carbon atoms, alkoxy or alkylthio each having 1 to 2 carbon atoms, halogenoalkyl, halogenoalkoxy or halogenoalkylthio each having 1 to 2 carbon atoms and 1 to 5 halogen atoms, cyclohexyl, dialkylamino having 1 to 4 carbon atoms in each alkyl moiety, nitro, cyano, alkoxy-carbonyl having 1 to 4 carbon atoms in the alkyl moiety, phenyl or halophenyl, m and n each independently is an integer from 0 to 5, and m+n.ltoreq.5,comprising reacting 1,1,5-trichloro-3,3-dimethyl-1-pentene of the formula ##STR2## with a phenol of the formula ##STR3## in the presence of a base in a diluent, to produce a compound of the formula ##STR4## and subjecting such reaction product to acid hydrolysis.Type: GrantFiled: May 27, 1983Date of Patent: January 22, 1985Assignee: Bayer AktiengesellschaftInventors: Manfred Jautelat, Dieter Arlt, Gerhard Jager
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Patent number: 4493533Abstract: Immersion oils containing aliphatic thio compounds are described. The oils have optical properties and are useful in immersion optics such as fluorescence microscopy.Type: GrantFiled: April 20, 1982Date of Patent: January 15, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Martin Petrzilka, Inge Pracht, Urs Ruf
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Patent number: 4486604Abstract: A compound of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkoxy group and X and Y are, the same or different, each a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a carboxy(lower)alkoxy group or a lower alkoxycarbonyl(lower)-alkoxy group, which is useful as a herbicide.Type: GrantFiled: September 30, 1982Date of Patent: December 4, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroyuki Konishi, Naganori Hino, Hiroshi Matsumoto, Ryo Yoshida
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Patent number: 4481148Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.Type: GrantFiled: March 16, 1981Date of Patent: November 6, 1984Assignee: The B. F. Goodrich CompanyInventor: Changkiu K. Riew
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Patent number: 4465860Abstract: Non-ionic products of the formula:R--X-- [C.sub.2 H.sub.3 (OCH.sub.2 CH.sub.2).sub.n (OH)-- CH.sub.2 --Y--R'in which R and R' denote alkyl or alkenyl radicals having from 6 to 20 carbon atoms, the sum of the numbers of carbon atoms in R and R' being 24 to 32; X denotes an oxygen atom, a sulphur atom or a sulphoxide group; Y denotes a sulphur atom, a sulphoxide group or a methylene group (if Y denotes methylene, the sum of the numbers of carbon atoms in R and R' is 22 to 30); and n denotes an integer or decimal number from 1 to 40 are disclosed. These non-ionic compounds are suitable for use in pharmaceutical or cosmetic applications, in particular for the care of the skin or hair.Type: GrantFiled: December 21, 1982Date of Patent: August 14, 1984Assignee: Societe Anonyme dite: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4460791Abstract: The instant invention relates to the recovery of oil from subterranean oil reservoirs involving the injection of an aqueous based liquid containing a fluorochemical surfactant possessing an oleophobic-hydrophobic fluoroaliphatic group, a hydrophilic group and an oleophilic group, optionally in conjugation with a conventional enhanced oil recovery surfactant.Type: GrantFiled: May 20, 1982Date of Patent: July 17, 1984Assignee: Ciba-Geigy CorporationInventor: Thomas W. Cooke
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Patent number: 4442042Abstract: An improved process for making propane sulfonates without isolating intermediates is provided comprising using an aqueous NaOH system instead of metallic sodium and recycling a portion of the product phase transfer as catalyst.Type: GrantFiled: April 30, 1981Date of Patent: April 10, 1984Assignee: Mobil Oil CorporationInventor: Kirk D. Schmitt
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Patent number: 4438282Abstract: Sulfides prepared by reacting a sulfoxide with a hydrazine or hydroxylamine derivative or a quaternary salt thereof are useful starting materials for the preparation of drugs, pesticides and dyes.Type: GrantFiled: June 23, 1982Date of Patent: March 20, 1984Assignee: BASF AktiengesellschaftInventors: Hartmut Lardon, Guenther Seybold
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Patent number: 4429162Abstract: The instant invention relates to compounds of the formula ##STR1## wherein each R.sub.f is independently straight or branched chain perfluoroalkyl of 2 to 18 carbon atoms or perfluoroalkoxy-perfluoroalkyl of 4 to 18 carbon atoms;each R.sub.1 is independently straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, chloro, bromo, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 additionally may, together with the carbon atoms to which they are attached, form a fused benzo ring;R.sub.Type: GrantFiled: February 1, 1982Date of Patent: January 31, 1984Assignee: Ciba-Geigy CorporationInventors: Thomas W. Cooke, Robert A. Falk
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Patent number: 4399313Abstract: Non-ionic products of the formula:R--X--[C.sub.2 H.sub.3 (OCH.sub.2 CH.sub.2).sub.n (OH)--CH.sub.2 --Y--R'in which R and R' denote alkyl or alkenyl radicals having from 6 to 20 carbon atoms, the sum of the numbers of carbon atoms in R and R' being 24 to 32; X denotes an oxygen atom, a sulphur atom or a sulphoxide group; Y denotes a sulphur atom, a sulphoxide group or a methylene group (if Y denotes methylene, the sum of the numbers of carbon atoms in R and R' is 22 to 30); and n denotes an integer or decimal number from 1 to 40 are disclosed. These non-ionic compounds are suitable for use in pharmaceutical or cosmetic applications, in particular for the care of the skin or hair.Type: GrantFiled: October 14, 1980Date of Patent: August 16, 1983Assignee: Societe Anonyme dite: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4366307Abstract: A non-crystallizing, water, solvent, fuel and temperature resistant liquid polythioether having two to four terminating radicals which do not substantially reduce the water, solvent, fuel and temperature resistance and a water, solvent, fuel and temperature resistant polymeric backbone having repeating units of the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is hydrogen or lower alkyl providing that a sufficient number of R.sub.1, R.sub.2, R.sub.3 and/or R.sub.4 are lower alkyl in said polymeric backbone to render said backbone non-crystallizing; X is a divalent organic radical selected from --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --S--CH.sub.2 --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CH.sub.2 --; n is 8 to 200; and p is 0 or 1.Type: GrantFiled: March 30, 1981Date of Patent: December 28, 1982Assignee: Products Research & Chemical Corp.Inventors: Hakam Singh, Jack W. Hutt, Morris E. Williams
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Patent number: 4358616Abstract: The present invention provides a process for the preparation of an alkylthiomethylphenol or arylthiomethylphenol of the general formula ##STR1## in which m, n, R and R.sup.1 have the meaning mentioned in the specification, in which a hydroxymethylphenol of the general formula ##STR2## is reacted with a mercaptan or thiophenol at a temperature of from 20.degree. to 200.degree. C., if appropriate in the presence of a diluent.Type: GrantFiled: December 1, 1980Date of Patent: November 9, 1982Assignee: Bayer AktiengesellschaftInventors: Karlfried Wedemeyer, Helmut Fiege
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Patent number: 4355185Abstract: 2-Mercaptoalkylsulphides and 2-mercaptoalkylethers are obtained by the hydrazinolysis of 3-thiaalkylisothiuronium salts and 3-oxaalkylisothiuronium salts.Type: GrantFiled: August 25, 1980Date of Patent: October 19, 1982Assignee: Agfa-Gevaert AktiengesellschaftInventors: Peter Bergthaller, Peter Wenzl
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Patent number: 4341905Abstract: Hydroxyalkylphenyl ether or thioether compounds are prepared by reaction of cyclic organic carbonate compounds with phenols or thiophenols in the presence of an alkali metal halide catalyst.Type: GrantFiled: August 18, 1980Date of Patent: July 27, 1982Assignee: The Dow Chemical CompanyInventor: Paul E. Strege
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Patent number: 4330677Abstract: The invention relates to polyethers having an an average molecule weight of 3000 to 5000 and having a propylene oxide proportion of 60 to 80% and an ethylene oxide proportion of 20 to 40%. Also included in the invention are compositions containing said polyethers and methods for the use of said polyethers and compositions, particularly for their anti-lipidaemic effect.Type: GrantFiled: October 31, 1979Date of Patent: May 18, 1982Assignee: Bayer AktiengesellschaftInventors: Siegfried Linke, Mithat Mardin, Hans P. Krause, Rudiger Sitt
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Patent number: 4322442Abstract: 1-Halo-1-propyn-3-ols of the formula ##STR1## in which R is optionally substituted phenyl, pyridyl, furyl, thienyl or pyrazolyl,R' is optionally substituted phenyl, andX is halogen,which possess fungicidal properties.Type: GrantFiled: September 8, 1980Date of Patent: March 30, 1982Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Erich Klauke, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4310698Abstract: Fluorochemical surfactants of the formula ##STR1## wherein R.sub.f is perfluoroalkyl of 4-20 carbon atoms or perfluoroalkoxyperfluoroalkyl of 4-20 carbon atoms;A is straight or branched chain alkylene of 1-10 carbon atoms which is unsubstituted or substituted by halo;n is 1 to 50;R.sub.1 is hydrogen or alkyl of 1-4 carbon atoms and R.sub.2 is hydrogen or alkyl of 1-4 carbon atoms.Type: GrantFiled: July 7, 1980Date of Patent: January 12, 1982Assignee: Ciba-Geigy CorporationInventor: Thomas W. Cooke
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Patent number: 4310706Abstract: Hydroxyalkylphenyl ether or thioether compounds are prepared by reaction of cyclic organic carbonate compounds with phenols or thiophenols in the presence of an imidazole catalyst.Type: GrantFiled: August 18, 1980Date of Patent: January 12, 1982Assignee: The Dow Chemical CompanyInventor: Paul E. Strege
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Patent number: 4310708Abstract: Hydroxyalkylphenyl ether or thioether compounds are prepared by reaction of cyclic organic carbonate compounds with phenols or thiophenols in the presence of phosphonium catalysts.Type: GrantFiled: August 28, 1980Date of Patent: January 12, 1982Assignee: The Dow Chemical CompanyInventors: Paul E. Strege, George A. Doorakian
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Patent number: 4304940Abstract: In the preparation of a 1-alkyl- and 2-aryl-thio-methylphenol of the formula ##STR1## in which R.sup.1 is, or the radicals R.sup.1 are, in the 3-, 5- and/or 6-positions relative to the hydroxyl group and each independently is a hydrogen or halogen atom, or an alkyl, cycloalkyl, aryl, aralkyl or alkoxy group,n is 1, 2, or 3, andR.sup.2 is an optionally substituted alkyl group having 1 to 12 carbon atoms, an optionally substituted cycloalkyl group having 3 to 6 carbon atoms, an optionally substituted phenyl radical or an optionally substituted aralkyl radical,by reacting a phenol of the formula ##STR2## with formaldehyde or an formaldehyde producing compound and with a mercaptan or a thiophenol of the formulaR.sup.2 --S--H.the improvement which comprises effecting the reaction at a temperature of about 90.degree. to 220.degree. C.Type: GrantFiled: August 27, 1980Date of Patent: December 8, 1981Assignee: Bayer AktiengesellschaftInventors: Karlfried Wedemeyer, Helmut Fiege
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Patent number: 4287125Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.Type: GrantFiled: June 20, 1980Date of Patent: September 1, 1981Assignee: Rhone-Poulenc IndustriesInventor: Gerard Soula
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Patent number: 4266080Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.Type: GrantFiled: February 2, 1978Date of Patent: May 5, 1981Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Karl F. Mueller
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Patent number: 4246127Abstract: Compounds of the general formula I, and mixtures thereof, ##STR1## in which R is linear alkyl having 12 to 24 C atoms, branched alkyl having 8 to 30 C atoms or alkylated phenyl or phenylalkyl having 8 to 24 C atoms, X is an oxygen or sulphur atom, n is a value from 0.5 to 8 or an integer from 1 to 8 and R.sup.1 is a hydrogen atom or a radical of the formula ##STR2## in which m is 0 or integers from 1 to 3, are excellent extreme-pressure additives in lubricants.Type: GrantFiled: January 11, 1979Date of Patent: January 20, 1981Assignee: Ciba-Geigy CorporationInventors: Klaus P. Michaelis, Hermann O. Wirth