Acyclic Patents (Class 568/840)
  • Patent number: 4599454
    Abstract: Higher ketones are prepared by contacting, under suitable reaction conditions, a feed stream comprising (a) a primary alcohol of 2-6 carbon atoms per molecule (preferably ethanol, 1-propanol or 1-butanol) and (b) carbon monoxide with a catalyst composition containing copper oxide, zinc oxide and, optionally, alumina.
    Type: Grant
    Filed: April 22, 1985
    Date of Patent: July 8, 1986
    Assignee: Phillips Petroleum Company
    Inventors: David J. Elliott, Filippo Pennella
  • Patent number: 4598162
    Abstract: Novel, liquid mixtures of isomeric aldehydes and alcohols are described in the C.sub.11 -C.sub.16 carbon range, the compounds being characterized by a main carbon branched at the position and moderate additional branching in most isomers; the aldehyde mixtures are prepared by an economic route from olefins involving oxo and aldol reaction with the reaction conducted in such a way as to give a high percentage of aldolable product, and preferably with a base catalyzed aldol reaction conducted under conditions to make high conversions attainable. The aldehyde mixtures can be hydrogenated to alcohols and converted to novel ethoxylates or sulfate compositions suitable for use as biodegradable detergents; or hydrogenated and oxidized to novel carboxylic acid compositions also suitable for detergent use.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: July 1, 1986
    Assignee: Monsanto Company
    Inventors: Denis Forster, George F. Schaefer, George E. Barker
  • Patent number: 4595784
    Abstract: A compound having the general formula R.sub.x COH[COR].sub.y, wherein R is a lower alkyl hydrocarbon radical, y is 0 or 1, and x is 2 when y is 1 and 3 when y is 0, is prepared by admixing carbon monoxide, a transition metal halide, and an organomonolithium compound or an anionic equivalent thereof.
    Type: Grant
    Filed: November 7, 1984
    Date of Patent: June 17, 1986
    Assignee: Board of Control of Michigan Technological University
    Inventors: G. David Mendenhall, Hsiang T. Chen
  • Patent number: 4593129
    Abstract: A process for making an alkali metal alkoxide (e.g. sodium alkoxide) of a halogen-substituted alcohol (e.g. fluorine-substituted alcohols) by dispersing an alkali metal (e.g. sodium) in a cycloalkane (e.g. cyclohexane) containing a phenol (e.g. o-allylphenol) and adding the resultant dispersion to an ether (e.g. THF) solution of a halogen-substituted alcohol. The resultant alkali metal haloalkoxide solution contains phenoxides and can be reacted with a phosphonitrilic chloride polymer to introduce haloalkoxide and phenoxide substituents.
    Type: Grant
    Filed: April 18, 1984
    Date of Patent: June 3, 1986
    Assignee: Ethyl Corporation
    Inventors: R. Woodrow Wilson, Jr., Dustin H. Thomas
  • Patent number: 4572795
    Abstract: The invention is concerned with compounds of the formula: ##STR1## wherein: R.sup.1 is selected from the group consisting of hydrogen and methyl;R.sup.2 is selected from the group consisting of normal or terminally singly branched alkyl or alkenyl groups having four to seven carbon atoms provided that:(i) when R.sup.1 is hydrogen the alkyl group must have at least five carbon atoms, and(ii) when R.sup.1 is methyl, R.sup.2 is an alkyl group.This invention is also concerned with odorant compositions containing these compounds.
    Type: Grant
    Filed: January 26, 1983
    Date of Patent: February 25, 1986
    Assignee: Givaudan Corporation
    Inventors: Roman Kaiser, Dietmar Lamparsky
  • Patent number: 4551553
    Abstract: The process of decomposing a hydroperoxide by contacting the hydroperoxide with a catalytic quantity of a catalyst system comprised of chromium and ruthenium. The catalyst system is characterized by its high stability while exhibiting improved activity for hydroperoxide decomposition and selectivity to desired alcohol and ketone products.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 5, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Paul D. Taylor, Michael T. Mocella
  • Patent number: 4547598
    Abstract: A method for decomposing organic hydroperoxides to their corresponding alcohols is described. A solution containing the organic hydroperoxides is contacted with cobalt borate or cobalt borate on titanium dioxide catalyst. The hydroperoxide is reduced to at least 0.2 wt. % of the effluent and often less than 0.09 wt. %. Cobalt borate has the added advantage of not leaching cobalt into the effluent unlike known cobalt oxide decomposition catalysts.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: October 15, 1985
    Assignee: Texaco, Inc.
    Inventors: John R. Sanderson, Kenneth P. Keating, Edward T. Marquis, Steven H. Vanderpool
  • Patent number: 4536188
    Abstract: Aliphatic alcohol compositions that burn with a luminous flame. Lower aliphatic alcohols such as methanol, ethanol, and propanol burn with an essentially colorless flame. This is particularly hazardous when such alcohols are used as fuels for racing cars or other motor vehicles. If such alcohol fuels ignite during, for example, refueling or following a collision, the fire may initially go unnoticed because of virtually colorless flames. The alcohol compositions of the invention contain alcohol-soluble metal compounds such as compounds of sodium, barium and boron, which impart luminosity to the flames of such alcohol compositions. The alcohol compositions of the invention find utility as fuels for racing cars or other motor vehicles, as fuels for alcohol stoves and in other applications where lack of a luminous flame creates a safety hazard.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: August 20, 1985
    Inventors: Clinton J. de Witt, Ron Reese
  • Patent number: 4536584
    Abstract: A process is provided for the thermochemical conversion of biomass to useful gaseous and liquid organic products. The inventive process utilizes a catalyst to obtain increased yields of gaseous and liquid organic products and decreased yields, if any, of solid and semisolid tar/oils.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 20, 1985
    Assignee: The Standard Oil Company (Ohio)
    Inventors: Abolghassem Eskamani, Warren H. Krause
  • Patent number: 4532361
    Abstract: Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel methyl substituted-2-oxohexane derivatives produced by dimerizing isoamylene (2-methyl-2-butene) and then oxidizing the resulting product using formic acid and hydrogen peroxide; and optionally reacting the resulting product with a methyl Grignard reagent such as methyl magnesium chloride followed by hydrolysis; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations, perfumed polymers and deodorant compositions as well as bleaching compositions containing same.Also covered is the genus of compounds defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together represent oxygen; or wherein, taken separately, R.sub.1 is hydroxyl and R.sub.2 is methyl or R.sub.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: July 30, 1985
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Lambert Dekker, Frederick L. Schmitt, Augustinus G. Van Loveren
  • Patent number: 4523040
    Abstract: This invention relates to solid acidic or metal catalyst-promoted halogenation of methane to produce methyl monohalides in high selectivity. Concurrent or simultaneous hydrolysis provides methyl alcohol and/or dimethyl ether in good yields.
    Type: Grant
    Filed: May 16, 1983
    Date of Patent: June 11, 1985
    Inventor: George A. Olah
  • Patent number: 4523043
    Abstract: Organosulfur compounds containing a C-S bond are decomposed by reaction with a reagent made from an alkali metal, a polyglycol or a monoalkyl ether thereof and oxygen, which effects decomposition by cleavage of the C-S bond.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: June 11, 1985
    Assignee: The Franklin Institute
    Inventors: Louis L. Pytlewski, Kenneth Krevitz, Arthur B. Smith
  • Patent number: 4518809
    Abstract: A novel, liquid mixture of C.sub.14 isomeric alcohols is described which is suitable for use in forming effective and biodegradable detergents, the alcohols being characterized by a 5-carbon branch at the 2-position and moderate additional branching in most isomers; the alcohols are prepared by a novel economic route from propylene dimer, involving oxo, aldol and hydrogenation reactions with the oxo reaction conducted in such a way as to give a high percentage of aldolable product and preferably with a base-catalyzed aldol reaction conducted under particular conditions to make high conversions attainable.
    Type: Grant
    Filed: June 1, 1983
    Date of Patent: May 21, 1985
    Assignee: Monsanto Company
    Inventors: Denis Forster, George F. Schaefer
  • Patent number: 4508923
    Abstract: There is disclosed an improved process for oxidizing a hydrocarbon to produce a reaction mixture containing the corresponding organic hydroperoxide of said hydrocarbon and decomposing said hydroperoxide to provide a mixture containing reaction products of said decomposition reaction, including alcohol and/or ketone products, comprising effecting said oxidation and/or decomposition in the presence of a catalytic quantity of a catalyst system comprised of ruthenium and chromium.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: April 2, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Paul D. Taylor, Michael T. Mocella
  • Patent number: 4503259
    Abstract: Described are methods for augmenting or enhancing the aroma of perfumes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of novel methyl substituted-2-oxohexane derivatives produced by dimerizing isoamylene (2-methyl-2-butene) and then oxidizing the resulting product using formic acid and hydrogen peroxide; and optionally reacting the resulting product with a methyl Grignard reagent such as methyl magnesium chloride followed by hydrolysis; as well as perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, hair preparations, perfumed polymers and deodorant compositions as well as bleaching compositions containing same.Also covered is the genus of compounds defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together represent oxygen; or wherein, taken separately, R.sub.1 is hydroxyl and R.sub.2 is methyl or R.sub.
    Type: Grant
    Filed: May 24, 1983
    Date of Patent: March 5, 1985
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Lambert Dekker, Frederick L. Schmitt, Augustinus G. Van Loveren
  • Patent number: 4495359
    Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds; wherein the wavy line represents a carbon-carbon single bond or no bond; wherein when the wavy line represents a carbon-carbon single bond, Z represents methylene and when the wavy line represents no bond, Z represents hydrogen or C.sub.2 -C.sub.
    Type: Grant
    Filed: May 5, 1983
    Date of Patent: January 22, 1985
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4460801
    Abstract: New unsaturated fatty alcohols of the formula: ##STR1## in which n=2 or 4 are provided and are prepared by the novel process of reacting butadiene with water in the presence of a palladium salt and orthoboric acid, B(OH).sub.3, in a polar aprotic solvent.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: July 17, 1984
    Assignee: Rhone-Poulenc Industries
    Inventor: Didier Morel
  • Patent number: 4440961
    Abstract: Described are compounds defined according to the structure: ##STR1## taken alone or in admixture wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines are carbon-carbon single bonds; wherein R.sub.1 represents C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.1 -C.sub.4 alkyl; Z represents oxygen or sulfur; R.sub.3 represents hydrogen, MgX, Li, C.sub.1 -C.sub.3 lower alkyl or C.sub.1 -C.sub.3 lower acyl; and wherein X represents chloro, bromo or iodo and uses thereof in augmenting or enhancing the aroma and/or taste of consumable materials such as perfume compositions, colognes, perfumed articles, e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions or dryer-added fabric softener articles, smoking tobaccos, chewing gums, chewing tobaccos, medicinal products or toothpastes.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: April 3, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4438286
    Abstract: A novel substituted diene alcohol represented by a general formula: ##STR1## wherein X represents a group of the formula ##STR2## and a process for the preparation thereof wherein a lower alkoxycarbonyl group of a substituted diene carboxylic acid ester having an E configuration obtained by the treatment of a chrysanthemic acid ester with Bronsted acid or a substituted diene carboxylic acid ester having a Z configuration obtained by the thermal cleavage of a chrysanthemic acid ester is reduced to methylol derivative.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: March 20, 1984
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Gohfu Suzukamo, Mitsuhisa Tamura, Masami Fukao
  • Patent number: 4429151
    Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds; wherein the wavy line represents a carbon-carbon single bond or no bond; wherein when the wavy line represents a carbon-carbon single bond, Z represents methylene and when the wavy line represents no bond, Z represents hydrogen or C.sub.2 -C.sub.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: January 31, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4424399
    Abstract: New unsaturated fatty alcohols of the formula: ##STR1## in which n=2 or 4 are provided and are prepared by the novel process of reacting butadiene with water in the presence of a palladium salt and orthoboric acid, B(OH).sub.3, in a polar aprotic solvent.
    Type: Grant
    Filed: September 9, 1980
    Date of Patent: January 3, 1984
    Assignee: Rhone-Poulenc Industries
    Inventor: Didier Morel
  • Patent number: 4417079
    Abstract: n-Octanol is obtained by (i) reacting butadiene with water in a solution containing water, a carbonate and/or bicarbonate salt of a monodentate tertiary amine, and sulpholane in the presence of a palladium compound and a hydrophilic monodentate phosphine, to form 2,7-octadien-1-ol; (ii) extracting 2,7-octadien-1-ol from at least part of the reaction mixture obtained in step (i) with a saturated aliphatic hydrocarbon, a monoolefinic hydrocarbon or an alicyclic hydrocarbon, and recycling the extraction residue to the 2,7-octadien-1-ol synthesis step (i); (iii) subjecting the extract layer containing 2,7-octadien-1-ol as obtained in step (ii) to distillation to distill off a large proportion of the extracting solvent therefrom, followed by distillation in the presence of water, whereby the extracting solvent remaining is distilled off in the form of an azeotropic mixture with water, to obtain a distillation residue; (iv) recovering 2,7-octadien-1-ol from the distillation residue obtained in step (iii) by distill
    Type: Grant
    Filed: February 10, 1982
    Date of Patent: November 22, 1983
    Assignee: Kuraray Company, Limited
    Inventors: Noriaki Yoshimura, Masuhiko Tamura
  • Patent number: 4406810
    Abstract: Described for augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, perfumed articles (e.g., solid or liquid anonionic, cationic, nonionic, and zwitterionic detergents), colognes, foodstuffs, chewing gums, toothpastes, chewing tobaccos and medicinal products are certain Prins reaction products and derivatives thereof of diisobutylene defined according to the generic structures: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represent a carbon-carbon single bond and wherein "R" represents hydrogen or acetyl.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: September 27, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4405820
    Abstract: Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of methyl and isopropyl alcohol and wherein the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco or smoking tobacco articles.
    Type: Grant
    Filed: March 2, 1982
    Date of Patent: September 20, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4399301
    Abstract: Methylenically-substituted undecadiene compounds having the structural formula: ##STR1## wherein X is selected from the group consisting of lower acyloxy, aryloxy having from 6 to 14 carbon atoms, lower alkoxy and hydroxy, and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, R.sub.14, R.sub.15 and R.sub.16 are independently selected from the group consisting of hydrogen and lower alkyl, with the proviso that at least one of R.sub.3, R.sub.5 and R.sub.6 and at least one of R.sub.9, R.sub.10, R.sub.11 and R.sub.12 must be hydrogen, are prepared by reacting a diene having the structural formula: ##STR2## with a conjugated diene having the structural formula: ##STR3## in the presence of a rhodium/trivalent phosphorus catalyst, with the atomic ratio of the trivalent phosphorus to the rhodium therein being at least 1.5. The compounds can be hydrogenated and saponified to form known alcohols which are precursors for biodegradable detergents.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: August 16, 1983
    Assignee: Rhone-Poulenc Industries
    Inventor: Didier Morel
  • Patent number: 4391999
    Abstract: Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including a solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco and smoking tobacco articles.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: July 5, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4380675
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are equal or different aliphatic radicals, if desired, branched, and R.sub.3 stands for H or CH.sub.3. The invention also relates to a process for making these compounds and their use as fragrant and flavoring products.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: April 19, 1983
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Walter Hafner
  • Patent number: 4375005
    Abstract: Described are compounds defined according to the structure: ##STR1## taken alone or in admixture wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines are carbon-carbon single bonds; wherein R.sub.1 represents C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.1 -C.sub.4 alkyl; Z represents oxygen or sulfur; R.sub.3 represents hydrogen, MgX, Li, C.sub.1 -C.sub.3 lower alkyl or C.sub.1 -C.sub.3 lower acyl; and wherein X represents chloro, bromo or iodo and uses thereof in augmenting or enhancing the aroma and/or taste of consumable materials such as perfume compositions, colognes, perfumed articles, e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions or dryer-added fabric softener articles, smoking tobaccos, chewing gums, chewing tobaccos, medicinal products or toothpastes.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: February 22, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4359412
    Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds; wherein the wavy line represents a carbon-carbon single bond or no bond; wherein when the wavy line represents a carbon-carbon single bond, Z represents methylene and when the wavy line represents no bond, Z represents hydrogen or C.sub.2 -C.sub.
    Type: Grant
    Filed: May 28, 1981
    Date of Patent: November 16, 1982
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4357214
    Abstract: Method for the use of heat, especially "Waste Heat", from geothermal steam or brines for the manufacture of chemicals such as alcohol, which comprises, according to one embodiment, flashing the brine to produce steam, passing the steam to a turbine for electrical energy generation, and employing the steam from the turbine discharge and/or the flashed brine to provide some or all of the heat requirements for the fermentation-distillation process for production of alcohols, e.g. (methanol and/or ethanol) from agricultural wastes. The method can also be utilized for the production by distillation and/or by industrial fermentation and/or by hydrolysis of other chemicals (such as furfural and acetone).
    Type: Grant
    Filed: February 8, 1980
    Date of Patent: November 2, 1982
    Assignee: Occidental Research Corporation
    Inventors: Phillip N. La Mori, Raymond L. Zahradnik
  • Patent number: 4357474
    Abstract: Synthesis of the insect pheromone (9Z,11E)-9,11-hexadecadienal of the sugarcane borer, Diatraea saccharalis (F.), and intermediates therefor.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: November 2, 1982
    Assignee: Zoecon Corporation
    Inventors: Robert L. Carney, Alfred S. T. Lui
  • Patent number: 4356333
    Abstract: A process for preparing n-octadienol comprising the steps of:(i) reacting butadiene with water in an aqueous sulfolane solution having a water/sulfolane weight ratio in the range of 20/80 to 70/30 and containing carbonate and/or bicarbonate ions in the presence of (A) palladium or a palladium compound, (B) a monodentate phosphine of the formula: ##STR1## [wherein R.sup.1 is an aliphatic, alicyclic or substituted or unsubstituted aromatic hydrocarbon group having 1 to 8 carbon atoms; R.sup.
    Type: Grant
    Filed: March 25, 1981
    Date of Patent: October 26, 1982
    Assignee: Kuraray Company, Limited
    Inventors: Noriaki Yoshimura, Masuhiko Tamura
  • Patent number: 4347388
    Abstract: 3,6-Dimethyl-3-hydroxy-oct-1-ynes and -oct-1-enes and their esters with lower alkanoic acids, of the general formula I ##STR1## where X and Y are H or the two X's and/or the two Y's together are a further bond between the carbon atoms on which they are present, and R is H, --CO--CH.sub.3, --CO--C.sub.2 H.sub.5 or --CO--C.sub.3 H.sub.7, their use as scents, and a process for the preparation of 3,6-dimethyl-3-hydroxy-octane. The novel compounds exhibit interesting, predominantly floral, woody, herbal and fruity notes. The alcohols of the formula I are of particular importance because they serve as intermediates for a novel and particularly advantageous method of obtaining 3,6-dimethyl-3-hydroxy-octane, a compound required in large amounts as a fragrance for soaps and detergents.
    Type: Grant
    Filed: July 2, 1981
    Date of Patent: August 31, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Gramlich, Werner Hoffmann, Leopold Hupfer, Bernd Meissner, Juergen Paetsch
  • Patent number: 4345103
    Abstract: This invention relates to the manufacture of alcohols and derivatives thereof from the carbon residue of an organosilicon compound such that the resulting alcohol and derivatives thereof contain one carbon and one oxygen more than said carbon residue.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: August 17, 1982
    Assignee: Union Carbide Corporation
    Inventor: Leonard Kaplan
  • Patent number: 4341910
    Abstract: A process for the production of cis and trans isomers of compounds having the formula ##STR1## in which R, R' and R" are independently hydrogen or alkyl groups having from 1 to 20 carbon atoms, comprising(a) reacting the corresponding cis or trans isomer of a compound having the formula ##STR2## in which Q is an alkyl group having from 1 to 20 carbon atoms, with paraformaldehyde and(b) hydrolyzing the resulting product to produce the unsaturated alcohol.
    Type: Grant
    Filed: January 25, 1979
    Date of Patent: July 27, 1982
    Assignee: Texas Alkyls, Inc.
    Inventors: Dennis B. Malpass, G. Scott Yeargin
  • Patent number: 4328368
    Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: May 4, 1982
    Assignee: General Motors Corporation
    Inventors: Robert J. Salloum, Clifford C. Duff
  • Patent number: 4327235
    Abstract: In an organic compound having a methlene group attached to a tertiary carbon atom thereof, preferential hydrogenation of the methylene group of the compound is effected by bringing hydrogen into contact with the compound in the presence of a nickel boride colloid.
    Type: Grant
    Filed: December 16, 1980
    Date of Patent: April 27, 1982
    Assignees: Agency of Industrial Science & Technology, Ministry of Inernational Trade & Industry
    Inventors: Yukimichi Nakao, Shoei Fujishige
  • Patent number: 4326070
    Abstract: Beta deuterated 2-ethylhexanol and derivatives thereof, particularly esters of 2-d-2-ethylhexanol and mono- or dicarboxylic acids which are useful as lubricants, are provided. Improved resistance to oxidation is obtained with the deuterated ester products.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: April 20, 1982
    Assignee: Emery Industries, Inc.
    Inventors: Bruce J. Beimesch, Clarence E. Clark, Jr.
  • Patent number: 4323495
    Abstract: Novel branched-chain monoalcohols and derivatives thereof are disclosed. Such derivatives are selected from the group consisting of(a) esters of aromatic, aliphatic or cycloaliphatic acids having at least 2 carbon atoms and 1, 2 or 3 carboxyl groups;(b) urethanes of aromatic, aliphatic or cycloaliphatic isocyanates;(c) monoethers of polyalkylene oxide glycols having 2 to 50 alkylene oxide units each containing 2 or 3 carbon atoms and the alkylpolyoxyalkylene sulfates derived therefrom;(d) sulfates.The branched-chain monoalcohols are obtained by reduction of branched-chain monocarboxylic acids or esters thereof. Said acids are telomeric acids obtained by the free radical addition of 1 mole of acetic anhydride to at least three moles of hexene and/or higher olefins containing up to 30 or more carbon atoms (C.sub.30+) in the presence of a trivalent manganese compound. The products of this invention are suitable for use in engine lubricating oils, lubricant compositions for polymers and wax compositions.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: April 6, 1982
    Assignee: Akzona Incorporated
    Inventors: Jacobus J. Zeilstra, Willem J. de Klein, Joannes D. Bik
  • Patent number: 4322560
    Abstract: Exothermic hydroperoxide decomposition reactions catalyzed by solid polymeric acid catalysts are controlled by contacting the reactants with a thin film of the acid catalyst supported on the surface of an impermeable heat exchanger element and contacting the opposite side of the heat exchanger element with a heat transfer fluid.
    Type: Grant
    Filed: March 20, 1980
    Date of Patent: March 30, 1982
    Assignee: Varen Technology
    Inventor: Ronald J. Vaughan
  • Patent number: 4305876
    Abstract: A process for asymmetrically hydrogenating through the use of microorganisms a double bond connected to tertiary carbon atom in an olefinic aliphatic compound to produce a tertiary, optically active aliphatic compound useful as an intermediate for optically active Vitamins E and K.
    Type: Grant
    Filed: November 24, 1978
    Date of Patent: December 15, 1981
    Assignee: Hoffmann-La Roche, Inc.
    Inventors: Richard Barner, Walter Boguth, Hans G. W. Leuenberger, Max Schmid, Reinhard Zell
  • Patent number: 4271323
    Abstract: Process for hydrogenating unsaturated compounds in the liquid phase in the presence of a soluble catalyst obtained by reacting an organometal derivative or a metal hydride with a synergistic mixture of (a) a compound of zinc, zirconium, manganese, molybdenum, or iron and (b) a nickel or cobalt compound.
    Type: Grant
    Filed: October 10, 1975
    Date of Patent: June 2, 1981
    Assignee: Institut Francais du Petrole
    Inventors: Daniel Durand, Gerard Hillion, Christian Lassau, Lucien Sajus
  • Patent number: 4267363
    Abstract: Synthesis and intermediates for making an insect pheromone useful in the control of the yellow scale.
    Type: Grant
    Filed: June 26, 1978
    Date of Patent: May 12, 1981
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4264518
    Abstract: Synthesis and intermediates for making an insect pheromone useful in the control of the San Jose scale, Quadraspidiotus perniciosus.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: April 28, 1981
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4262157
    Abstract: Decarboxylation of carboxylic acids using diazabicycloalkenes and, if desired, also a simple copper salt, as the means for decarboxylation.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: April 14, 1981
    Assignee: Abbott Laboratories
    Inventors: Yuji Hori, Yoshiaki Nagano, Hiroshi Taniguchi
  • Patent number: 4260712
    Abstract: The characteristics of barium t-alkoxide salts used with organolithium compounds as catalyst complexes in the solution polymerization of unsaturated or oxirane monomers to make polymers such as rubbers is improved by reducing or eliminating the nitrogen content of the barium salt and, further, by using a certain mixture of tertiary carbinols and water in forming the barium salt. In certain instances water may be eliminated.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: April 7, 1981
    Assignee: The General Tire & Rubber Company
    Inventors: Sundar L. Aggarwal, Ivan G. Hargis, Russell A. Livigni, Hubert J. Fabris
  • Patent number: 4215834
    Abstract: A compound aerostat employing a primary lifting mixture of helium and methanol in a first enclosure and a secondary lifting mixture of ammonia in a second enclosure. Both enclosures are contained within a single envelope. The methanol in the primary enclosure gradually condenses out as the altitude increases yielding a decreasing lift with altitude up to the stratosphere to provide passive altitude stability to the system. An absorbent, metallic lithium is provided within a separate container and connected to controllably absorb the ammonia and thereby control the displacement of the secondary enclosure. The process is reversible with the application of heat by means of propane combustion or solar heating. Other absorbents are LiNO.sub.3, LiCl and CaCl.sub.2. This controllable displacement system can compensate for solar superheat and snow and ice accumulation and facilitate long endurance flights, especially in the troposphere.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: August 5, 1980
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Richard M. Dunlap
  • Patent number: 4215048
    Abstract: A method for the total synthesis of (1RS,4SR,5RS)-4-(4,8-dimethyl-5-hydroxy-7-nonenyl)-4-methyl-3,8-dioxabicyc lo[3.2.1]octane-1-acetic acid is described. The compound is active as a utero-evacuant agent.
    Type: Grant
    Filed: May 18, 1979
    Date of Patent: July 29, 1980
    Assignee: Ortho Pharmaceutical Corporation
    Inventors: Robert H. K. Chen, Zoltan G. Hajos
  • Patent number: 4202822
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.1 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: May 13, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: RE32084
    Abstract: A process for preparing glycol aldehyde by reacting formaldehyde, hydrogen and carbon monoxide at elevated temperature and superatmospheric pressure in the presence of rhodium catalyst and conversion thereof to ethylene glycol as the substantially exclusive polyol product.
    Type: Grant
    Filed: October 4, 1983
    Date of Patent: February 18, 1986
    Assignee: National Distillers and Chemical Corporation
    Inventor: Richard Goetz