Polyoxy Patents (Class 568/672)
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Patent number: 6037482Abstract: A process for the catalytic addition of nucleophilic agents to alkynes or allenes to form alkenes substituted by the nucleophile which may further react with the nucleophile and/or isomerize comprises using a catalyst comprising a wholly or partly ionized complex of univalent gold.Type: GrantFiled: June 15, 1998Date of Patent: March 14, 2000Assignee: BASF AktiengesellschaftInventors: Michael Schulz, Joaquim Henrique Teles
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Patent number: 6011071Abstract: To provide a novel ether compound which is useful such as an oil agent and a surfactant having the formula (I): R.sup.1 --O--(AO).sub.n --R.sup.2, wherein R.sup.1 is an alpha-branched alkyl group or an alkyl group having two or more branched chains or a cycloalkyl having 5 to 7 carbon atoms, R.sup.2 is an alkyl or alkenyl each being either branched or straight, each having 10 to 30 carbon atoms, A is an alkylene having 2 to 12 carbon atoms, n is a number from 0 to 30, A's being same as or different from one another.Type: GrantFiled: November 17, 1997Date of Patent: January 4, 2000Assignee: Kao CorporationInventors: Yasuyuki Fujii, Hisakazu Furugaki, Katsumi Kita, Hideharu Morimoto, Mitsuru Uno, Yasushi Kajihara
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Patent number: 5994595Abstract: The present invention provides a process for producing a (poly)alkylene glycol monoalkyl ether with high selectivity and high yield. In this process, the (poly)alkylene glycol monoalkyl ether is produced by reacting an olefin and a (poly)alkylene glycol in the presence of a catalyst, wherein: 1) a crystalline metallosilicate is used as the catalyst, and at least a portion of the used catalyst is regenerated, and the regenerated catalyst is recycled as the catalyst for the reaction; or 2) the reaction between the olefin and the (poly)alkylene glycol is carried out in the presence of either or both of a (poly)alkylene glycol dialkyl ether and an alcohol.Type: GrantFiled: December 1, 1997Date of Patent: November 30, 1999Assignee: Nippon Shokubai Co., Ltd.Inventors: Yoshiyuki Onda, Masaru Kirishiki, Hideaki Tsuneki, Yukio Kadono
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Patent number: 5990360Abstract: A novel process for the manufacture of a .gamma.-halotiglic aldehyde HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CHO [I], wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H.sub.2 C.dbd.CH-C (CH.sub.3).dbd.CH-OR.sup.1 [II], wherein R.sup.1 signifies C.sub.1-4 -alkyl, using a particular halogenating agent in a C.sub.1-4 -alkanol (R.sup.2 OH) and hydrolyzing the thus-obtained .gamma.-halotiglic aldehyde dialkyl acetal HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CH (OR.sup.1)(OR.sup.2) [III] to the desired .gamma.-chloro- or .gamma.-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus manufactured .gamma.Type: GrantFiled: May 12, 1998Date of Patent: November 23, 1999Assignee: Roche Vitamins Inc.Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
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Patent number: 5986147Abstract: A method and apparatus is provides for decontamination of soil from contaminates such as polychlorinated biphenyls. The method involves (a) admixing a short chain alcohol and a ethoxylated alcohol to provide a solvent composition, (b) admixing the solvent composition with the contaminated soil to extract the contaminant from the soil into the solvent to form contaminated solvent, (c) separating the soil from the contaminated solvent, (d) washing of the decontaminated soil with water to remove residual solvent from the soil, and (e) distillation of the contaminated solvent to separate the reusable short chain alcohol as a light fraction from a heavy fraction containing the ethoxylated alcohol and the contaminant.Type: GrantFiled: March 24, 1997Date of Patent: November 16, 1999Inventor: Erle L. Plunkett
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Patent number: 5977404Abstract: The invention relates to amphiphilic compounds of the general formula (I) with at least two hydrophilic and at least two hydrophobic groups based on di, oligo or polyolethers. The amphiphilic compounds of this invention are highly surface active and are suitable as emulsifiers, demulsifiers, detergents, dispersants and hydrotropes for industrial and domestic purposes, e.g. in the fields of metalworking, ore separation, surface treatment, washing and cleaning, cosmetics, medicine and food processing and preparation.Type: GrantFiled: June 26, 1997Date of Patent: November 2, 1999Assignee: Huels AktiengesellschaftInventors: Klaus Kwetkat, Wolfgang Schroder
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Patent number: 5914430Abstract: Ether compounds, which are useful as solvents, cosmetics, detergents, lubricants, emulsifiers and so on, are produced by reacting (a) a hydroxy compound with a carbonyl compound of (b) a carbonyl compound under hydrogen atmosphere in the presence of a catalyst with ease and at a low cost. The reaction is carried out while removing out produced water by using a dehydrating agent during the reaction; by distilling off the water by azeotropic dehydration and the like; or by blowing gases such as hydrogen gas to flow through the reaction system.Type: GrantFiled: July 5, 1996Date of Patent: June 22, 1999Assignee: Kao CorporationInventors: Yasuyuki Fujii, Hisakazu Furugaki, Katsumi Kita, Mitsuru Uno, Eiko Tamura, Hiromasa Matsumoto
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Patent number: 5869702Abstract: Polyol ether derivatives, a method for producing the polyol ether derivatives, and a working fluid composition for a refrigerating machine containing a hydrofluorocarbon and a refrigeration oil containing the polyol ether derivatives as a base oil.Type: GrantFiled: June 4, 1997Date of Patent: February 9, 1999Assignee: Kao CorporationInventors: Shoji Nakagawa, Hiroki Sawada, Hiroyasu Togashi, Toshiya Hagihara
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Patent number: 5827929Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.Type: GrantFiled: April 12, 1996Date of Patent: October 27, 1998Assignee: FMC CorporationInventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
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Patent number: 5779942Abstract: This dialkylmagnesium is represented by the formula R--(CH.sub.2 --CH.sub.2).sub.n --Mg--(CH.sub.2 --CH.sub.2).sub.n' --R', (E--O--E').sub.x, where R and R' each independently represent a C.sub.1 -C.sub.20 hydrocarbon residue, branched or not, substituted or not, of the alkyl, cycloalkyl or aralkyl type; n and n', identical or substantially identical, represent an average number of --CH.sub.2 --CH.sub.2 -- linkages such that the average number of carbon atoms in each of the two chains borne by Mg is greater than 20; E and E', identical or different, each represent an alkyl radical, linear or cyclical, branched or not; and 0.ltoreq.x.ltoreq.2, x being the average value of the number of moles of E--O--E' ether complexed to the dialkylmagnesium. In order to prepare a dialkylmagnesium of this type, ethylene is polymerized in an anhydrous, de-oxygenated hydrocarbonaceous solution by means of a catalyst Cp*.sub.2 MCl.sub.2 Li(OEt.sub.2).sub.Type: GrantFiled: April 5, 1996Date of Patent: July 14, 1998Assignees: Enichem S.p.A., Universite des Sciences et Technologies de LilleInventors: Jean-Fran.cedilla.ois Pelletier, Karel Bujadoux, Xavier Olonde, Emmanuel Adisson, Andre Mortreux, Thomas Chenal
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Patent number: 5763682Abstract: A hydrophilic polyol having a molecular weight of less than about 4500 and comprising ethylene oxide units and alkylene oxide units selected from propylene oxide, butylene oxide and mixtures thereof in a weight ratio of ethylene oxide units to alkylene oxide units in the range of from about 95:5 to about 60:40, the polyol having a secondary hydroxyl content of at least about 80% based on the total hydroxyl content of the polyol. A process for producing the hydrophilic polyol is also described.Type: GrantFiled: December 21, 1995Date of Patent: June 9, 1998Assignee: Woodbridge Foam CorporationInventor: Terry L. Moore
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Patent number: 5763683Abstract: A novel 2-Methylbutoxy ethoxyethanol and a method for the preparation thereof. The use of the novel 2-Methylbutoxy ethoxyethanol as a solvent or a coalescing aid in aqueous formulations used as coatings and paints, a cleaning solvent for electronic components, a domestic and industrial hard surface cleaner, a component of oil well drilling muds, a fuel additive, and a solvent for liquid detergents.Type: GrantFiled: September 15, 1995Date of Patent: June 9, 1998Assignee: BP Chemicals LimitedInventors: Richard George Chapman, Nicholas John Hazel, Nevin John Stewart, Stephen Paul Goodwin, Andrew Richard Lucy
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Patent number: 5744461Abstract: Lipid-containing prodrugs are provided for treating viral infections due to herpes, influenza, hepatitis B, Epstein-Barr, and varicella zoster viruses, as well as cytomegalovirus and derivatives of antiviral agents. The compounds comprise phosphonoacids having antiviral activity which are linked, either through the phosphate group or carboxyl group of the phosphonoacid, to one of a selected group of lipids. Phosphonoacetic acid and phosphonoformic acid are thus linked to phospholipids, glycerolipids, sphingolipids, glycolipids, or fatty acids. The compounds persist, after intracellular hydrolysis, as the antiviral phosphonoacids. The lipid prodrugs are effective in improving the efficacy of antiviral phosphonoacids by prolonging their antiviral activity following administration.Type: GrantFiled: May 26, 1995Date of Patent: April 28, 1998Assignee: NeXstar Pharmaceuticals, Inc.Inventors: Karl Y. Hostetler, Raj Kumar
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Patent number: 5726321Abstract: Process for carrying out gas/liquid reactions at from (-50.degree.) to 300.degree. C. and from 0.1 to 100 bar by carrying out the reaction in the absence of a continuous gas phase, and, as a special case, a process for the batchwise reaction of acetylene in the liquid phase at from 0.degree. to 300.degree. C. and from 2 to 30 bar, in which acetylene is introduced a) in the absence of a continuous gas phase and b) under isobaric conditions to a degree of saturation of from 5 to 100%.Type: GrantFiled: March 22, 1996Date of Patent: March 10, 1998Assignee: BASF AktiengesellschaftInventors: Klaus Bittins, Marc Heider, Martin Schmidt-Radde, Jochen Kellenbenz, Kurt Josef Wagner, Peter Zehner, Stefan Berg
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Patent number: 5696277Abstract: Lipid prodrugs of phosphonoacids and their analogs that have increased antiviral activity over the parent drugs in inhibiting cytomegalovirus and other susceptible viruses.Type: GrantFiled: November 15, 1994Date of Patent: December 9, 1997Assignee: Karl Y. HostetlerInventors: Karl Y. Hostetler, Ganesh D. Kini
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Patent number: 5672769Abstract: Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitriles thereof.These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure ##STR1## in which X is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Trp, L-Thr or an amide such as NHCH.sub.2 C.sub.6 H.sub.5 or NH(CH.sub.2).sub.2 C.sub.6 H.sub.5.Type: GrantFiled: November 4, 1996Date of Patent: September 30, 1997Assignee: G. D. Searle & Co.Inventors: Sean T. Nugent, Richard A. Mueller
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Patent number: 5663450Abstract: This invention encompasses a substantially homogeneous lipid chemoattractant released from stressed mammalian tissue which is a neutral lipid which is acid labile and stable to base and is stable in boiling water. This lipid recruits macrophages but not neutrophils to stressed tissue. The invention also encompasses a method for detecting injured tissue by detecting the presence of the above described lipid chemoattractant in body fluids such as urine, serum and saliva. The invention also includes a method for reducing recruitment of macrophages to injured tissue by reducing the amount of the above lipid chemoattractant or by blocking the interaction of this lipid chemoattractant with its macrophage binding site. The addition of this lipid chemoattractant to injured skin tissue promotes healing.Type: GrantFiled: June 6, 1995Date of Patent: September 2, 1997Assignee: CV TherapeuticsInventors: George F. Schreiner, Louis G. Lange, III
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Patent number: 5648499Abstract: A safe and reliable method of decomposing halogenated aromatic compounds, wherein a heat-resistant alkaline polar solvent containing halogenated aromatic compounds is contacted with a alkali at a temperature ranging from about 100.degree. C. to 300.degree. C. in order to decompose the halogenated aromatic compounds. The used solvent is removed of solid contents of salts, alkalis and the like, whereby it can be recycled.Type: GrantFiled: March 23, 1995Date of Patent: July 15, 1997Assignees: Mitsui & Co., Ltd., Neos Co., Ltd, Research Institute for Production DevelopmentInventors: Fumio Tanimoto, Tsuneo Yano
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Patent number: 5621084Abstract: This invention relates to a process for the removal of an allyl or allyloxycarbonyl group from an allyl or allyloxycarbonyl group protected compound (such as an allylic ester, carbonate, carbamate, O-allyl derivatives or N-allyl derivatives), which comprises contacting the allyl or allyloxycarbonyl group protected compound with a sulfinic acid compound, in the presence of a palladium catalyst in a reaction-inert solvent. Preferably, the sulfinic acid compound is represented by the formula:X--SO.sub.2 M (I)wherein X is C.sub.1-20 alkyl, substituted C.sub.1-20 alkyl (wherein the substituent(s) are independently halo, nitro, sulfo, oxo, amino, cyano, carboxy, hydroxy or moieties derived therefrom), phenyl, substituted phenyl (wherein the substituent(s) are independently C.sub.1-3 alkyl, halo nitro, sulfo, oxo, amino, cyano, carboxy, hydroxy, acetamido or moieties derived therefrom), furyl or thienyl; and M is hydrogen, an alkali metal or ammonium salt residue.Type: GrantFiled: April 3, 1995Date of Patent: April 15, 1997Assignee: Pfizer Inc.Inventors: Msanori Honda, Hiromasa Morita, Isao Nagakura
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Patent number: 5616745Abstract: New lipopolyamines of general formula (I), their salts, their preparation and their use. ##STR1## n=1 to 5 and m=2 to 6 R represents a radical ##STR2## (R.sub.1 and R.sub.2 : aliphatic radical containing 12 to 22 carbon atoms; R: hydrogen atom or alkyl radical optionally substituted with phenyl), or a radical ##STR3## (X=CH.sub.2, CO; R.sub.3 and R.sub.4 aliphatic radical containing 11 to 21 carbon atoms), their preparation and their use.The lipopolyamines of general formula (I) are especially useful as vectors for the transfection of eukaryotic cells.Type: GrantFiled: June 7, 1995Date of Patent: April 1, 1997Assignee: Centre National de la Recherche ScientifiqueInventors: Jean-Paul Behr, Jean-Philippe Loeffler
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Patent number: 5543560Abstract: A method for the hydrogenolytic reduction of peroxidic ozonolysis products to the corresponding carbonyl compounds in the presence of an inert organic diluting agent and in the presence of a monolith catalyst at hydrogen pressures of 0.01 to 2.0 MPa and at temperatures of -10.degree. to 150.degree. C., and a device for the catalytic hydrogenolysis of chemical compounds which yield uniform, new products by means of hydrogenolysis with hydrogen.Type: GrantFiled: March 11, 1994Date of Patent: August 6, 1996Assignee: Chemie Linz Gesellschaft m.b.H.Inventors: Stefan Pollhammer, Josef Scaller, Willibald Winetzhammer
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Patent number: 5412122Abstract: Olefins are epoxidized by hydrogen peroxide in the presence of a modified titanium-containing molecular sieve having a framework structure isomorphous with zeolite beta and comprised of Si, Ti, and Al. The molecular sieve is modified by substituting the aluminum-associated cationic sites with ammonium, alkali metal, or alkaline earth cations instead of protons.Type: GrantFiled: December 23, 1993Date of Patent: May 2, 1995Assignee: Arco Chemical Technology, L.P.Inventors: Robert J. Saxton, John G. Zajacek, Guy L. Crocco
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Patent number: 5399631Abstract: A method of production of an ether compound from an acetal compound or a ketal compound which is excellent in conversion and selectivity and does not cause corrosion of apparatuses and a novel useful polyvinyl ether compound as lubricating oil for compression-type refrigerators, electric insulation oil and the like are disclosed. The method of production of the present invention comprises reaction of an acetal compound or a ketal compound with hydrogen in the presence of a solid catalyst having acidic property and hydrogenation ability to produce the corresponding ether compound. The polyvinyl ether compound of the present invention comprises the constituting unit expressed by the general formula: ##STR1## (characters in the general formula are the same as those described in the specification), contains none of unsaturated bond, acetal structure and aldehyde structure in the molecule and has weight average molecular weight in the range of 300 to 3000.Type: GrantFiled: May 25, 1993Date of Patent: March 21, 1995Assignee: Idemitsu Kosan Co., Ltd.Inventors: Tatsuya Egawa, Yasuhiro Kawaguchi, Kenji Mogami, Nobuaki Shimizu
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Patent number: 5371299Abstract: Preparation of diethers of the formula ##STR1## wherein R is an alkyl, cycloalkyl, aryl, or aralkyl radical, by formation of an unsaturated aldehyde of the formula ##STR2## wherein R is as defined above, by means of an aldol condensation reaction, reduction of said aldehyde to form the corresponding saturated compound, transformation of the saturated compound into the corresponding diol, and consequent methylation of the diol into diether.Type: GrantFiled: February 9, 1993Date of Patent: December 6, 1994Assignee: Himont IncorporatedInventor: Giampietro Borsotti
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Patent number: 5248787Abstract: Volatile organic barium, strontium and calcium compounds, which consist of the complex of a barium-, strontium- or calcium-.beta. diketonate and one or more coordinating ligands, characterized in that at least one coordinating ligand of the barium or strontium compound is formed by a neutral oxygen or a neutral nitrogen donor ligand, or one of the coordinating ligands of the calcium compound is formed by a neutral oxygen donor ligand.Type: GrantFiled: June 5, 1990Date of Patent: September 28, 1993Assignee: Nederlandse Organisatie voor Toegepast Natuurwetenschappelijk Onderzoek - TNOInventors: Klaas Timmer, Carolus I. M. A. Spee, Adrianus Mackor, Harmen A. Meinema
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Patent number: 5095153Abstract: Diethers of general formula: ##STR1## where R, R.sup.I, R.sup.II, R.sup.III, R.sup.IV and R.sup.V are the same or different and are H, C.sub.1-18 linear or branched alkyl, C.sub.5-18 cycloalkyl, C.sub.6.about. aryl, C.sub.7-18 alkylaryl or C.sub.7-18 arylalkyl radicals, provided that when R is alkyl, R.sup.I is other than H or alkyl and when R.sup.I is alkyl, R is other than H or alkyl; R.sup.VI and R.sup.VIII are the same or different and are C.sub.1-18 linear or branched alkyl, C.sub.5-18 cycloalkyl, C.sub.6-18 aryl, or C.sub.7-18 arylalkyl radicals; and two or more of R to R.sup.V may be bonded to form a cyclic structure having 5 to 18 carbon atoms.The diethers are particularly useful in the preparation of Ziegler-Natta catalysts.Type: GrantFiled: October 11, 1990Date of Patent: March 10, 1992Assignee: HIMONT IncorporatedInventors: Giovanni Agnes, Giampietro Borsotti, Giuliana Schimperna, Elisabetta Barbassa
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Patent number: 5037802Abstract: The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: ##STR1## and wherein R.sub.1 is methyl or ethyl, R.sub.2 -R.sub.7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R.sub.2 -R.sub.7 are methyl, and R.sub.8 is hydrogen, lower alkyl (C.sub.1 or C.sub.5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.Type: GrantFiled: July 10, 1990Date of Patent: August 6, 1991Assignee: BASF K & F CorporationInventors: Robert Eilerman, Philip Christenson, John Yurecko, Jr., Thomas Zebovitz
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Patent number: 5032305Abstract: A lubricant composition for refrigerators using Flon 134a comprises at least 80 percent by weight of a specific type of polyoxethylene glycol dialkyl ether having a kinematic viscosity of 6 to 500 cSt at 40 degree centigrade.Type: GrantFiled: April 13, 1990Date of Patent: July 16, 1991Assignee: Asahi Denka Kogyo K.K.Inventors: Tamiji Kamakura, Yuzi Baba, Kimiyoshi Namiwa
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Patent number: 4898992Abstract: In the novel process alkylene glycol monoalkyl ethers of the formula ##STR1## in which R.sup.1 is an alkyl radical having 1 to 25 carbon atoms, R.sup.2 is H, CH.sub.3 or C.sub.2 H.sub.5 and, within the chain of the polyoxyalkylene radical, arranged randomly or in blocks, can also assume all three meanings, R.sup.3 is CH.sub.3 or C.sub.2 H.sub.5 and n denotes 1 to 100, are hydrogenated to give the corresponding alkylene glycol dialkyl ethers in the presence of a supported nickel catalyst using hydrogen without pressure.Type: GrantFiled: January 26, 1989Date of Patent: February 6, 1990Assignee: Hoechst AGInventors: Achim Stankowiak, Hildegard Schulz
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Patent number: 4845219Abstract: A compound of the general formula [I]: ##STR1## wherein R.sub.1 represents a higher alkyl group or an N-(higher alkyl)carbamoyl group, R.sub.2 represents a lower alkyl group, an acyl group having at least three carbon atoms, an N-(lower alkyl)carbamoyl group, an N-(lower alkyl)thiocarbamoyl group or a benzyl group, R represents a primary, secondary or tertiary amino group or a quaternary ammonium group, x is 1 or 2, y is a number of 0, 1 or 2, and z is an integer of 2-10, or a pharmaceutically acceptable salt thereof. The novel substances have both anti-tumor activity and platelet activating factor-inhibiting property, and they are effective as an anti-tumor agent without circulatory trouble.Type: GrantFiled: July 23, 1987Date of Patent: July 4, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Aono
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Patent number: 4814322Abstract: The invention relates to 1,2-dialkoxyalkenes of the formula ##STR1## in which R denotes an alkyl group having 1 to 3 carbon atoms, andn denotes an integer from 2 to 8 and to the use of 1,2-dialkoxyalkanes and -alkenes of the formula ##STR2## in which R denotes an alkyl group having 1 to 3 carbon atoms,n denotes an integer from 2 to 8, and ##STR3## denotes the CH.sub.3 --CH.sub.2 -- or CH.sub.2 50 CH-- group, as scents.Type: GrantFiled: March 23, 1988Date of Patent: March 21, 1989Assignee: Haarmann & Reimer GmbHInventors: Fritz Exner, Detlef Hagena, Rudolf Hopp, Jurgen Nienhaus, Wilhelm Gottsch
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Patent number: 4698180Abstract: A perfume composition comprises a perfumery carrier and isobornyl 2-hydroxypropyl ether.Type: GrantFiled: May 23, 1986Date of Patent: October 6, 1987Assignee: Union Camp CorporationInventor: Mark S. Pavlin
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Patent number: 4678858Abstract: A process for producing ethanol which comprises reacting methanol, carbon monoxide and water in the presence of a catalyst comprising cobalt or a cobalt compound and a tertiary phosphine as an effective component is disclosed. A gaseous mixture obtained by burning heavy oil or coal having a relatively high content of carbon can be used as a raw material for producing ethanol.Type: GrantFiled: March 26, 1986Date of Patent: July 7, 1987Assignee: Agency of Industrial Science and TechnologyInventors: Nobuo Isogai, Takashi Okawa, Motoyuki Hosokawa, Tomoji Tsuji, Natsuko Wakui
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Patent number: 4619780Abstract: Described are ether carbinols defined according to the generic structure: ##STR1## wherein X.sub.1 represents a moiety selected from the group consisting of: ##STR2## and wherein Y.sub.1 represents C.sub.4 or C.sub.5 alkylene; C.sub.4 or C.sub.5 alkenylene or C.sub.4 or C.sub.5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxo reaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols.Type: GrantFiled: August 24, 1984Date of Patent: October 28, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Futoshi Fujioka, Richard M. Boden, William L. Schreiber
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Patent number: 4608446Abstract: The instant invention relates to an improved process for the preparation of low molecular weight polyalcohols by the catalytic hydrogenation of a mixture of different low molecular weight hydroxy aldehydes, hydroxy ketones and optionally also polyhydric alcohols such as is formed from the autocondensation of formaldehyde (such a mixture will hereinafter be referred to as "formose"). The invention also relates to the use of these polyalcohols for the production of polyurethane resins.Type: GrantFiled: May 25, 1982Date of Patent: August 26, 1986Assignee: Bayer AktiengesellschaftInventors: Edgar Mohring, Kuno Wagner, Hanns P. Muller
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Patent number: 4608443Abstract: The preparation of 1,4-butandial (succindialdehyde) is obtained using acrolein. The acrolein is first converted with an alkanol into 3,3-dialkoxy-1-propene and this is then hydroformylated in the presence of hydridotristriphenylphosphine-rhodiumcarbonyl mixed with triphenylphosphine or triphenylphosphite as the catalyst. The thereby obtained 4,4-dialkoxy-butanal is removed from the hydroformylation product by means of distillation and is then hydrolyzed to 1,4-butandial.Type: GrantFiled: January 24, 1985Date of Patent: August 26, 1986Assignee: Degussa AktiengesellschaftInventors: Juan Andrade, Gunter Prescher, Marc Samson
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Patent number: 4599467Abstract: A process is provided for production of vicinal alkylene glycols by hydrolysis of an epoxyalkane having from 6 to 24 carbon atoms in the presence of water and a basic catalyst and under carbon dioxide pressures of from 100 to 300 bars and temperatures of from about 200.degree. C. to 350.degree. C. Also disclosed are homogeneous mixtures of epoxyalkanes and/or vicinal alkylene glycols having from 6 to 24 carbon atoms, water, a basic catalyst and carbon dioxide in an amount corresponding to a carbon dioxide partial pressure of from about 100 to 300 bars, provided at temperatures from about 200.degree. C. to 350.degree. C. The process provides high yields, selectivities and reaction velocities and the resulting products are of high purity.Type: GrantFiled: April 10, 1985Date of Patent: July 8, 1986Assignee: AKZO NVInventors: Hilde Kersten, Gerhard Meyer
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Patent number: 4579980Abstract: An ether compound is advantageously produced by an ether exchange reaction of a different ether compound and a hydroxy group containing compound in the presence of a heteropoly acid or an acidic salt thereof as the catalyst. The catalyst is novel and is extremely effective to the present process and brings about less by-products compared to other processes or other catalysts.Type: GrantFiled: February 19, 1985Date of Patent: April 1, 1986Assignee: Nippon Soda Co. Ltd.Inventors: Kiyoshi Kogoma, Norio Sone, Takashi Tobita, Masahiro Shiozaki
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Patent number: 4540831Abstract: A process is disclosed for performing an exothermic reaction such as the etherification of isobutylene with methanol. The feed is charged to a vertical reaction zone containing a solid catalyst. Heat released by the exothermic reaction partially vaporizes the reactants, with the vapors traveling upward to a condensing zone. All of the condensable vapors entering the condensing zone are condensed and returned downward to the catalyst bed. A single effluent stream made up of the product, excess reactants and any unreactive compounds present in the feed streams is removed from the bottom of the reaction zone. This total reflux reaction zone allows temperature control within a catalyst bed without the use of indirect heat exchangers located within the reaction zone.Type: GrantFiled: May 17, 1984Date of Patent: September 10, 1985Assignee: UOP Inc.Inventor: Bruce A. Briggs
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Patent number: 4504685Abstract: Hydroxyl compounds are oxyalkylated by contacting them with an alkylene oxide, such as ethylene oxide or propylene oxide, in the presence of a perfluorocarbon polymer containing pendant sulfonic acid groups.Type: GrantFiled: August 19, 1980Date of Patent: March 12, 1985Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4484009Abstract: A process for the manufacture of the monoether of monoethylene glycol by the hydrogenolysis of a 2-alkyl-1,3-dioxolane, with a co-catalytic system of palladium and an acid of phosphorus or a phosphoric ester of ethylene glycol and in the presence of ethylene glycol.Type: GrantFiled: April 4, 1983Date of Patent: November 20, 1984Assignee: AtochemInventors: Elie Ghenassia, Andre Lakodey
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Patent number: 4482753Abstract: The composition of and method for preparing a novel catalyst is disclosed for use in the hydrogenolysis of methyl glycol formals. The novel catalyst is prepared by impregnating a porous alumina substrate with a solution of compounds of nickel and ruthenium, and evaporating and reducing the resulting slurry to provide a substrate impregnated with a catalytic surface composition comprised of a mixture of metallic nickel and metallic ruthenium. When this catalyst is used as the catalyst in the hydrogenolysis of methyl glycol formals, improved reaction rates in the formation of the desired glycol dimethyl ether are obtained.Type: GrantFiled: March 28, 1983Date of Patent: November 13, 1984Assignee: Olin CorporationInventors: Tai-Nang Huang, Carlos G. Fernandez
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Patent number: 4479017Abstract: In a process for producing an ether compound by the catalytic hydrogenolysis of an acetal compound in the presence of a catalyst, the improvement wherein an acetal compound of the following formula (2) ##STR1## wherein R represents a hydrogen atom or a lower alkoxy group, Y represents an alkylene group having 2 to 12 carbon atoms, n represents a positive number of from 1 to 6, the two groups R(YO).sub.n may, together with the carbon atom to which they are bonded, represent a 1,3-dioxolane ring, and R.sup.1 and R.sup.2, independently from each other, represent a hydrogen atom or a C.sub.1 -C.sub.6 alkyl group, provided that at least one of R.sup.1 and R.sup.2 represents a hydrogen atom,is catalytically hydrogenolyzed in the presence of a palladium catalyst on a carbon carrier in the absence of an acid substance added, thereby to form an ether compound of the following formula (1)R(YO).sub.n CHR.sup.1 R.sup.2 (1)whereinR, R.sup.1, R.sup.2, Y and n are as defined.Type: GrantFiled: June 23, 1982Date of Patent: October 23, 1984Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Tadashi Ayusawa, Tadamichi Aoki, Yutaka Nomura
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Patent number: 4465869Abstract: The specification describes a process for the production of a 4-alkoxymethyl-1,3-dioxolan in good yield, in high purity and in a simple manner by reacting an alkyl glycidyl ether with a carbonyl compound in the presence of an acid catalyst. The 4-alkoxymethyl-1,3-dioxolan is useful as an intermediate for the production of an .alpha.-monoalkyl glyceryl ether by hydrolysis.Type: GrantFiled: July 19, 1982Date of Patent: August 14, 1984Assignee: Kao CorporationInventors: Naotake Takaishi, Kouichi Urata, Yoshiaki Inamoto
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Patent number: 4435586Abstract: A high yield process for the polyalkylation of hexitols and hexitol inner ethers is presented wherein aqueous dispersions of monoalkali metal alkoxides thereof in organic solvent are reacted with alkyl monohalides to first form the monoalkylated hexitols or hexitol inner ether and thereafter further alkylated by addition of reactants to form the completely alkylated derivative.Type: GrantFiled: April 28, 1982Date of Patent: March 6, 1984Inventors: Walter M. Kruse, John F. Stephen
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Patent number: 4435604Abstract: Method for the recovery of pentaerythritol from a residual mixture of the synthesis from acetaldehyde and formaldehyde, said mixture containing, besides other byproducts, greater amounts of formals, said method being characterized by a transacetalization of said formals, realized by contact of the residual mixture with a saturated aliphatic alcohol having from 1 to 4 carbon atoms.Type: GrantFiled: May 19, 1982Date of Patent: March 6, 1984Assignee: Montedison S.p.A.Inventors: Gianalvise Carazzolo, Giancarlo Colombo, Giulio Gavella, Silvano Giacomuzzo, Franco Gianetti
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Patent number: 4423238Abstract: A method of purifying trioxane and other acetals by contacting them with an alkali metal and a phase transfer catalyst is described. Trioxane so purified is capable of being polymerized to high molecular weight.Type: GrantFiled: June 17, 1982Date of Patent: December 27, 1983Assignee: Conoco Inc.Inventor: Jeff T. Fenton
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Patent number: 4415747Abstract: This process is concerned with the reductive coupling of .alpha.-halo ethers and/or .alpha.-halo esters to make ethylene glycol derivatives by carrying out the reductive coupling process in the presence of an iron compound having iron in an oxidation state of zero.Type: GrantFiled: September 29, 1981Date of Patent: November 15, 1983Assignee: Union Carbide CorporationInventor: Leonard Kaplan
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Patent number: 4409403Abstract: This invention relates to oxyalkylations which take place in the presence of solid acid catalysts. More particularly this invention relates to increasing the selectivity of such processes employing a solid acid catalyst, preferably a polyfluorosulfonic acid catalyst, in which an hydroxylic compound reactant reacts with an alkylene oxide reactant to produce a desired mono-oxyalkylated product which tends to react with the alkylene oxide to produce an undesired second product.Type: GrantFiled: September 28, 1981Date of Patent: October 11, 1983Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4404408Abstract: Metal or metalloid salts, ansolvo-acids and proton-acids can be so complexed with 1,2,3-triols, glycerol ethers or glycerol thioethers containing at least 6 C atoms in the molecule that they are in the form of compositions which are soluble in organic solvents, especially non-polar, aprotic solvents, such as hydrocarbons. These stable compositions display an outstanding anti-static action and, because of their spectrum of properties, are especially suitable for imparting anti-static characteristics to polymers, lubricants, fuels and also solvents based on hydrocarbons.Type: GrantFiled: September 7, 1977Date of Patent: September 13, 1983Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich