Alicyclic Ring And Polyoxy Containing Patents (Class 568/670)
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Patent number: 5159119Abstract: Radiation curable compositions containing outstanding reactive diluents have been developed. The diluents are lower alkyl ether acrylates and methacrylates of particular alkoxylated and non-alkoxylated polyols.Examples are mono-methoxy trimethylolpropane diacrylate, mono-methoxy neopentyl glycol monoacrylate and mono-methoxy, ethoxylated neopentyl glycol monoacrylate having an average of about two moles of ethylene oxide.Type: GrantFiled: May 6, 1991Date of Patent: October 27, 1992Assignee: Diamond Shamrock Chemicals CompanyInventors: Francis A. Higbie, Robert A. LieBerman, Ira M. Rose
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Patent number: 5126345Abstract: Antiviral activity is exhibited by compounds having the formula ##STR1## and its pharmaceutically acceptable salts wherein R.sub.1 is ##STR2## R.sub.6 is hydrogen, alkyl, substituted alkyl, or aryl; and R.sub.7 and R.sub.Type: GrantFiled: February 8, 1991Date of Patent: June 30, 1992Assignee: E. R. Squibb & Sons, Inc.Inventors: William A. Slusarchyk, Robert Zahler
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Patent number: 5110992Abstract: A process for the preparation of a glycol ether by reacting an olefin oxide with an excess of an alcohol over a catalyst; characterized in that the catalyst comprises a material which has been prepared by calcination of an anionic double hydroxide clay having a structure comprising magnesium and aluminum in combination, followed by rehydration and subsequent recalcination.Type: GrantFiled: September 24, 1990Date of Patent: May 5, 1992Assignee: The British Petroleum Co., p.l.c.Inventors: Martin P. Atkins, William Jones, Malama Chibwe
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Patent number: 5105022Abstract: Dialkoxyethenes of the formula ##STR1## where R.sup.1 to R.sup.4 are identical or different and are each straight-chain or branched alkyl or cycloalkyl or R.sup.2 and R.sup.3 may furthermore be hydrogen, aryl or alkenylaryl, and the aromatic may be substituted by further radicals, such as alkyl, alkoxy or halogens, are prepared by a process in which an alcohol of the formula R.sup.4 OH or R.sup.5 OH is eliminated from a trialkoxyethane of the formula (II) ##STR2## where R.sup.1 to R.sup.4 have the above meanings and R.sup.5 is straight-chain or branched alkyl or cycloalkyl, in the presence of a zeolite and/or a phosphate and/or phosphoric acid or boric acid on a carrier and/or an acidic, untreated metal oxide as a catalyst. Zeolites of the pentasil type are preferably used as catalysts.Type: GrantFiled: September 11, 1990Date of Patent: April 14, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Holderich, KoDieter, Werner Bertleff
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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: 5087612Abstract: A compound of formula ##STR1## wherein R.sup.1 represents a hydrogen atom or a saturated, linear or branched, alkyl radical, having from 1 to 4 carbon atoms, and R.sup.2 designates a lower alkyl radical, saturated or unsaturated, linear or branched;or any mixture containing a predominant amount of said compound (I), together with its isomer of formula ##STR2## wherein R.sup.1 and R.sup.2 are defined as above. Compounds (I) and their mixtures mentioned above develop odor notes of the woody-amber type and are therefore used as perfuming ingredients for the preparation of perfuming compositions and perfumed articles.A process for the preparation of compounds (I) and their mixtures is disclosed.Type: GrantFiled: September 4, 1990Date of Patent: February 11, 1992Assignee: Firmenich SAInventor: Christian Chapuis
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Patent number: 5053554Abstract: Radiation curable compositions containing outstanding reactive diluents have been developed. The diluents are lower alkyl ether acrylates and methacrylates of particular alkoxylated and non-alkoxylated polyols.Examples are mono-methoxy trimethylolpropane diacrylate, mono-methoxy neopentyl glycol monoacrylate and mono-methoxy, ethoxylated neopentyl glycol monoacrylate having an average of about two moles of ethylene oxide.Type: GrantFiled: January 30, 1990Date of Patent: October 1, 1991Assignee: Diamond Shamrock Chemical CompanyInventors: Francis A. Higbie, Robert A. LieBerman, Ira M. Rose
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Patent number: 5041689Abstract: Purified L-quebrachitol is recovered in increased quantities from rubber latex by dissolving concentrated solutions or pulverized solids of the serums in methyl alcohol under specified extraction conditions.Type: GrantFiled: June 28, 1989Date of Patent: August 20, 1991Assignees: The Yokohama Rubber Co., Ltd., The Board of the Rubber Research Institute of MalaysiaInventors: Yoshitaka Udagawa, Morihisa Machida, Seiichiro Ogawa
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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: 5004843Abstract: Process for preparing predominantly Z-substituted allylic alcohols of the formula: ##STR1## wherein R.sup.1 is a straight or branched C.sub.1 -C.sub.25 alkyl group optionally bearing at least one substituent and/or at least one unsaturated linkage and R.sup.2 is a hydrogen atom or a methyl group, which comprises reacting a vinyl epoxide of the formula: ##STR2## wherein R.sup.2 is as defined above with an organolithium compound of the formula above. More particularly, there is disclosed a process for R.sup.1 --Li wherein R.sup.1 is as defined above; particularly, process for preparing .alpha.-santalol of the formula: ##STR3## which comprises reacting 3-methyl-3,4-epoxybutene-1 with lithiomethyl-2,3-dimethyltricyclo[2.2.1.0.sup.2,6 ]heptane.Type: GrantFiled: May 29, 1990Date of Patent: April 2, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsuhisa Tamura, Gohu Suzukamo, Ken-ichi Hirose
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Patent number: 4960946Abstract: 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## wherein A is ##STR2## 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 to 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: October 13, 1989Date of Patent: October 2, 1990Assignee: BASF K&FInventors: Robert Eilerman, Philip Christenson, John Yurecko, Jr., Thomas Zebovitz
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Patent number: 4927976Abstract: What is provided herein is a process for preparing 2,3-bis(hydroxyethoxymethyl) bicyclo [2,2,1] heptane (BHEMBCH). In accordance with another feature of the invention, a polyester which is chain extended with BHEMBCH also is provided herein.Type: GrantFiled: September 5, 1989Date of Patent: May 22, 1990Assignee: GAF Chemicals CorporationInventor: Kou-Chang Liu
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Patent number: 4895987Abstract: Ruthenium-cobalt- or cobalt-containing catalysts which have been promoted with phosphonites or phosphinites effectively catalyze the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of these phosphonite- or phosphinite-promoted cobalt or ruthenium- cobalt catalysts to form the monomethyl ether of ethylene glycol. In a like manner acetaldehyde may be converted to the corresponding propylene glycol monoether. The process may advantageously be carried out with high yields and selectivities in the presence of a polar or non-polar organic solvent in combination with the catalyst system of this invention.The invention is also directed to the phosphonite- or phosphonite-promoted cobalt and ruthenium-cobalt catalyst system per se.Type: GrantFiled: June 6, 1986Date of Patent: January 23, 1990Assignee: Sun Refining and Marketing CompanyInventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Robert E. Ledley
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Patent number: 4762952Abstract: A perfluorosulphonic acid polymer suitable for use as a catalyst contains units of the formula:[(SO.sub.3).sub.w M(SO.sub.3 R).sub.z-w ] (I)whereinM is a multivalent metal cation,R is a C.sub.1 to C.sub.8 fluorinated alkyl group,z is the valency of M, andw is an integer having a value between 1 and z-1.Also use of a polymer of formula (I) wherein M is aluminum as a catalyst in the production of glycol ethers by the reaction of an alkylene oxide and an alcohol.Type: GrantFiled: March 10, 1987Date of Patent: August 9, 1988Assignee: BP Chemicals LimitedInventor: Michael J. Green
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Patent number: 4754076Abstract: A process for producing a phenoxycycloalkanol comprising reacting an aromatic alcohol with an (optionally substituted) C.sub.5 -C.sub.6 cycloalk-1,2-ylene oxide in the presence of an effective amount of a sodium-containing catalyst selected from the group consisting of sodium metal, C.sub.1 -C.sub.8 sodium alkoxide, C.sub.6 -C.sub.10 sodium aryloxide, C.sub.7 -C.sub.9 sodium alkaryloxide and sodium hydride at between about 170.degree. C. and about 225.degree. C.Type: GrantFiled: February 19, 1986Date of Patent: June 28, 1988Assignee: Uniroyal Chemical Company, Inc.Inventors: Rupert A. Covey, Shih Y. Ma
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Patent number: 4734522Abstract: Six-membered ring compounds of the formula I ##STR1## wherein A is a benzene or cyclohexane ring,X.sup.1 to X.sup.6 independently of one another in each case are H, --OR, --COOR, --SR, --SOR, --SO.sub.2 R or, if A is a cyclohexane ring, also --O--COR, andR is in each case an alkyl group which has up to 15 C atoms and in which one or two CH.sub.2 groups can be replaced by O atoms, at least three of the substituents X.sup.1 to X.sup.6 being other than H,can be used as constituents of discotic liquid-crystal phases for liquid-crystal display elements.Type: GrantFiled: January 7, 1986Date of Patent: March 29, 1988Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Rudolf Eidenschink, Bernhard Scheuble
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Patent number: 4707302Abstract: 2-Substituted 4,4,7,7-tetramethyl-1,3-dioxacycloheptanes of the general formula I ##STR1## where R.sup.1 is a straight-chain or branched alkyl of 1 to 10 carbon atoms which additionally may contain oxygen in the form of an ether group or is 5- to 8-membered cycloalkyl of up to 10 carbon atoms which may additionally contain oxygen in the form of an ether group, of which particularly interesting representatives are 2,4,4,7,7-pentamethyl-1,3-dioxacycloheptane, 2-tert.-butyl-4,4,7,7-tetramethyl-1,3-dioxacycloheptane and 2-isopropyl-4,4,7,7-tetramethyl-1,3-dioxacycloheptane, are prepared and used as scents.Type: GrantFiled: February 3, 1987Date of Patent: November 17, 1987Assignee: BASF AktiengesellschaftInventors: Walter Gramlich, Hardo Siegel
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Patent number: 4701540Abstract: A process for producing cycloketones of a 5 or 6 carbon chain length through which said ketones are known intermediates for producing carotenoids.Type: GrantFiled: March 12, 1984Date of Patent: October 20, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Teodor Lukac, Milan Soukup, Erich Widmer
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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: 4691048Abstract: The invention concerns a process for reducing carbonylation of an aldehyde wherein the aldehyde is used as hemiacetalester, the reaction being conducted in the presence of a catalyst consisting of a cobalt carbonyl complex.The hemiacetal-ester may be formed in situ by reacting an acetal with an anhydride of acid.The process preferentially yields alkylene-glycol mono-esters, free of esterified, for a ratio H.sub.2 /CO ranging from 1:1 to 3:1 and preferentially 2-alkoxy aldehydes, for a ratio H.sub.2 /CO ranging from 0.1:1 to 0.5:1.Type: GrantFiled: May 10, 1985Date of Patent: September 1, 1987Assignee: Institut Francais du PetroleInventors: Francois Hugues, Dominique Commereuc, Yves Chauvin
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Patent number: 4663489Abstract: The cobalt carbonyl catalyst R.sup.5 CCo.sub.3 (CO).sub.9, desirably with Ru.sub.3 (CO).sub.12, wherein R.sup.5 is hydrogen; alkyl, preferably C.sub.1-5 lower alkyl; cycloalkyl or substituted cycloalkyl; cycloalkenyl, such as cyclohexenyl or cyclooctenyl; C.sub.1-12 alkoxy, such as methoxy or propoxy; aryl or alkyl-, cycloalkyl-, alkoxy-, halo-, or cyano-substituted aryl; cyano; or a silyl carbyne moiety of the formula R.sub.3.sup.6 Si, wherein R.sup.6 is alkyl or aryl, effectively catalyzes the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas; i.e., CO and H.sub.2, in the presence of this catalyst system to form the corresponding ethylene glycol monomethyl ether.The novel catalyst combination of R.sup.5 CCo.sub.3 (CO).sub.9 and Ru.sub.3 (CO).sub.12 is likewise claimed herein.Type: GrantFiled: May 5, 1986Date of Patent: May 5, 1987Assignee: Sun Refining and Marketing CompanyInventors: D. Michael Duggan, Harry K. Myers, Jr., James E. Lyons
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Patent number: 4654167Abstract: p-Alkoxycyclohexylalkanols and their esters of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.7 -alkyl, in particular tert.-butyl, or is cyclohexyl, R.sup.2 is C.sub.1 -C.sub.3 -alkyl, in particular methyl or ethyl, and R.sup.3 is hydrogen, acetyl, propionyl or butyryl, and scent compositions containing these compounds I and processes for their preparation. The novel compounds have fine woody or sandalwood notes and can be used as scents and as components of scent compositions.Type: GrantFiled: November 4, 1985Date of Patent: March 31, 1987Assignee: BASF AktiengesellschaftInventors: Dieter Degner, Walter Gramlich, Werner Hoffmann, Ludwig Schuster
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Patent number: 4618729Abstract: The ruthenium-cobalt carbonyl metal cluster catalyst Co.sub.2 Ru(CO).sub.11 effectively catalyzes the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this ruthenium-cobalt cluster catalyst to form the monomethyl ether of ethylene glycol.Type: GrantFiled: October 2, 1985Date of Patent: October 21, 1986Assignee: Sun Refining and Marketing CompanyInventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Jr.
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Patent number: 4617287Abstract: Ruthenium carbonyl-cobalt carbonyl catalyst mixtures effectively catalyze the dealkoxyhydroxymethylation of aldehyde acetals, wherein said acetal may be prepared separately or in situ from an aldehyde and an alcohol. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this ruthenium carbonyl-cobalt carbonyl catalyst to form the monomethyl ether of ethylene glycol.The invention also is directed to the ruthenium carbonyl-promoted cobalt carbonyl catalysts per se, including novel precipitated forms of these ruthenium-cobalt carbonyl catalyst mixtures.Type: GrantFiled: October 2, 1985Date of Patent: October 14, 1986Assignee: Sun Refining and Marketing CompanyInventor: James E. Lyons
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Patent number: 4614747Abstract: This invention relates to novel compounds having pharmaceutical activity and having the general structure ##STR1## wherein the Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, n and m are defined within.Type: GrantFiled: November 29, 1984Date of Patent: September 30, 1986Assignee: USV Pharmaceutical Corp.Inventors: Bernard Loev, Howard Jones, Wan-kit Chan
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Patent number: 4608445Abstract: The compounds of formulaX--CH.sub.2 --CH(OH)--CH.sub.2 --R (I)wherein symbol R represents a C.sub.1 -C.sub.3 alkyl radical and X a substituted cyclohexyloxy group of formula ##STR1## wherein index n stands for zero or one, the dashed lines indicate a single bond (n=1) or a double bond in position 2 (n=0) or 3 (n=1) and each of symbols R.sup.1 to R.sup.6 designates a hydrogen atom or a methyl radical, are new and can be conveniently utilized as perfuming and flavoring ingredients. They develop in particular woody-ambery notes.Type: GrantFiled: November 23, 1982Date of Patent: August 26, 1986Assignee: Firmenich SAInventors: Wolfgang K. Giersch, Karl H. Schulte-Elte, Gunther Ohloff
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Patent number: 4526999Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are inhibitors of leukotriene biosynthesis. These compounds inhibit lipoxygenase, thus preventing the metabolism of arachidonic acid to the leukotrienes. These compounds are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.Type: GrantFiled: April 25, 1983Date of Patent: July 2, 1985Assignee: Merck & Co., Inc.Inventors: Philippe L. Durette, Timothy F. Gallagher
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Patent number: 4506102Abstract: 2-Methoxyethyl cyclododec-1-enyl ether is of interest as a precursor for the saturated ether, 2-methoxyethyl cyclododecyl ether, which can be obtained therefrom by catalytic hydrogenation, in a high purity and with a good fragrance quality. The saturated ether is a valuable fragrance component having a woody note. A process for producing 2-methylethyl cyclododec-1-enyl ether comprises the step of reacting cyclododecanone, 2-methoxyethanol and a tri(lower alkyl) orthoformate, at a temperature of 50.degree.-250.degree. C., in the presence of an acid catalyst, removing resultant low-boiling compounds by distillation, and recovering resultant 2-methoxyethyl cyclododec-1-enyl ether.Type: GrantFiled: May 27, 1983Date of Patent: March 19, 1985Assignees: Chemische Werke Huls AG, Naarden International N.V.Inventors: Manfred Kaufhold, Hendrik J. Takken
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Patent number: 4501687Abstract: Novel cyclopentanols of the formula ##STR1## wherein R.sub.1 and R.sub.2 are identical and are selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.3 is selected from the group consisting of --OH, alkoxy of 1 to 8 carbon atoms and acyloxy of an organic carboxylic acid of 1 to 18 carbon atoms, R.sub.4 is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R.sub.5 and R.sub.8 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and alkenyl and alkynyl of 2 to 8 carbon atoms and R.sub.6 and R.sub.7 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --CN, --COCH.sub.3 and --COOAlK.sub.2 and AlK.sub.2 is alkyl of 1 to 8 carbon atoms useful as perfumery agents and their preparation and novel intermediates.Type: GrantFiled: November 30, 1981Date of Patent: February 26, 1985Assignee: Roussel UclafInventors: Jacques Martel, Jean Buendia, Francois Nezot
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Patent number: 4501705Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.Type: GrantFiled: June 14, 1983Date of Patent: February 26, 1985Assignee: Ube Industries, Ltd.Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
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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: 4479016Abstract: The invention relates to ethoxylates of diacetylene dialcohols as well as the use of these compounds as surfactants.Type: GrantFiled: June 23, 1982Date of Patent: October 23, 1984Assignee: BASF AktiengesellschaftInventors: Erhard Klahr, Walter Rebafka, Axel Nissen, Wolfgang Trieselt, Albert Hettche
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Patent number: 4459425Abstract: 3-l-Menthoxypropane-1,2-diol having the formula: ##STR1##Type: GrantFiled: August 25, 1982Date of Patent: July 10, 1984Assignee: Takasago Perfumery Co., Ltd.Inventors: Akira Amano, Michio Moroe, Toshio Yoshida
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Patent number: 4431845Abstract: A method for the preparation of hydroxyl-terminated poly(haloalkylene ethers) is disclosed wherein a catalyst system comprising a fluorinated acid and a polyvalent tin compound is utilized.Type: GrantFiled: March 5, 1982Date of Patent: February 14, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Loren L. Barber, Jr.
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Patent number: 4390734Abstract: Propylene glycol monoalkyl ethers are prepared in good yield by reacting acetaldehyde and an alkanol (or by reacting an acetal) with carbon monoxide and hydrogen in the presence of a catalyst comprising a cobalt-containing compound and a cocatalyst comprising a member of the group consisting of rhodium-containing compounds, ruthenium-containing compounds and nickel-containing compounds, and heating the resulting mixture at moderate temperatures and pressures for sufficient time to produce the desired glycol monoalkyl ether, and then recovering the same from the reaction mixture.Type: GrantFiled: January 13, 1982Date of Patent: June 28, 1983Assignee: Texaco Inc.Inventor: John F. Knifton
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Patent number: 4360698Abstract: A process to form glycol ethers by reacting an organic compound (A) having at least one aliphatic hydroxyl group with an oxirane compound (B) under reaction conditions in the presence of a catalytic amount of a polymeric material that is substantially insoluble in the reaction mixture, said polymeric material having a plurality of pendant sulfonate moieties with divalent metal counterions. Preferential formation of the mono adduct of glycol ethers is noted.Type: GrantFiled: July 22, 1981Date of Patent: November 23, 1982Assignee: The Dow Chemical CompanyInventor: James H. Sedon
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Patent number: 4317942Abstract: Odorferous 2-alkoxyethyl-cycloalkyl-ethers of the formula ##STR1## wherein R is a saturated or unsaturated aliphatic hydrocarbon residue of 1-3 carbon atoms andn is an integer of 5 to 11 are valuable odoriferous substances possessing a woodsy scent and good fixative properties.Type: GrantFiled: July 11, 1980Date of Patent: March 2, 1982Assignee: Chemische Werke Huels, AktiengesellschaftInventor: Klaus Burzin
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Patent number: 4310700Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: January 12, 1982Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4310709Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.Type: GrantFiled: April 23, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventor: Walter Rebafka
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Patent number: 4309565Abstract: The present invention is directed to a process for synthesizing A-nor and A-nor-18-homo-steroids. The invention is concerned with providing a total synthesis for the compounds called Dinordin and 18-homo-Dinordin. The preparation of other compounds will also be evident.Type: GrantFiled: April 15, 1980Date of Patent: January 5, 1982Assignee: World Health OrganizationInventor: Pierre Crabbe
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Patent number: 4299998Abstract: Ethers are prepared by reacting olefins and alcohols in the presence of a catalyst system comprising a palladium component and a copper component. The catalyst system can also contain an alkali metal or alkaline earth metal halide with an optional surfactant component also being present in the reaction system. The reaction proceeds in high yield under relatively mild conditions without the presence of a strong acid.Type: GrantFiled: October 26, 1979Date of Patent: November 10, 1981Assignee: Phillips Petroleum Co.Inventor: Paul R. Stapp
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Patent number: 4291175Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 22, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4291174Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 22, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4289910Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 15, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288630Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288633Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288632Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4288629Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.Type: GrantFiled: April 3, 1980Date of Patent: September 8, 1981Assignee: American Cyanamid CompanyInventors: Allan Wissner, Middleton B. Floyd, Jr.
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Patent number: 4287127Abstract: Tetrahydrofuran is produced by converting allyl alcohol to an allyl t-alkyl or -cycloalkyl ether of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.Type: GrantFiled: April 11, 1980Date of Patent: September 1, 1981Assignee: Davy McKee (Oil & Chemicals) LimitedInventors: Norman Harris, Alan J. Dennis, George E. Harrison
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Patent number: 4282386Abstract: Mono- and polyalkylene glycol diethers are prepared by reacting the corresponding alkyl monethers with a C.sub.5-6 cycloalkene in the presence of an acid ion-exchange resin.Type: GrantFiled: May 2, 1980Date of Patent: August 4, 1981Assignee: The Dow Chemical CompanyInventors: Felipe A. Donate, Zonia G. Cutie