By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/880)
  • Patent number: 6046127
    Abstract: Aldehydes, ketones, esters and lactones may be reduced using a reductant system consisting of a silane derivative and a metal hydride to give good yields of the corresponding alcohols. The reductant system used in the method enables preferential reduction of the carbonyl function. In one embodiment, the reductant system consists of polymethylhydroxysilane and a metal hydride, the hydride being prepared in situ or ex situ from a metal salt or complex by means of a reaction with a reducing agent.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: April 4, 2000
    Assignee: Firmenich SA
    Inventor: Hubert Mimoun
  • Patent number: 5962711
    Abstract: A typical traditional reactor for hydrogenation consists of a tank filled with a liquid and a gas and a small particle catalyst. The reaction is carried out at high pressures and high temperatures. Lack of gas on the catalyst surface limits the velocity of reaction. Much work has been done to increase the quantity of gas on the catalyst. It has not been possible to solve this problem effectively with the techniques of today. According to the invention an extra solvent is added to the reaction mixture. By bringing the whole mixture (solvent, substrate, hydrogen and reaction products) to super-critical or near-critical state, a substantially homogeneous mixture can be obtained. By this method it is possible to control the concentration of gas on the catalyst to the desired level. The velocity of reaction is thereby increased considerably. The hydrogenation reactions principally involved comprise hydrogenation of carbon-carbon double bonds (C.dbd.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: October 5, 1999
    Assignee: Poul Moller Ledelses- OG Ingeniorradgivning APS
    Inventors: Magnus Harrod, Poul M.o slashed.ller
  • Patent number: 5936131
    Abstract: The present invention relates to a process for obtaining .beta.-hydroxy carbonyl compounds and/or .alpha.,.beta.-unsaturated carbonyl compounds, characterized in that at least one aldehyde or one ketone is brought into contact with a solid catalyst of general formula (I):?(Mg.sup.2+).sub.1-x (Al.sup.3+).sub.x (OH.sup.-).sub.2 !.sup.x+ ?(OH.sup.-).sub.x !.sup.x- (H.sub.2 O).sub.n (I)with 0.20.ltoreq.x.ltoreq.0.33 and n<1.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: August 10, 1999
    Assignee: ELF Atochem S,A
    Inventors: Remy Teissier, Maurice Fournier
  • Patent number: 5831133
    Abstract: Aldehydes, ketones, esters and lactones may be reduced using a reductant system consisting of polymethylhydroxysilane (PMHS) and a metal hydride to give good yields of the corresponding alcohols. The reductant system used in the method enables preferential reduction of the carbonyl function.
    Type: Grant
    Filed: May 15, 1996
    Date of Patent: November 3, 1998
    Assignee: Firmenich SA
    Inventor: Hubert Mimoun
  • Patent number: 5756306
    Abstract: A process for producing an .alpha.-hydroxy acid or an .alpha.-hydroxyamide which comprises treating an aldehyde and prussic acid or an .alpha.-hydroxynitrile with a microorganism having nitrilase or nitrile hydratase activity in an aqueous medium and maintaining the aldehyde concentration and/or the .alpha.-hydroxynitrile concentration in the reaction mixture within a predetermined range. Also disclosed is a process for producing an .alpha.-hydroxy acid or an .alpha.-hydroxyamide from an aldehyde and prussic acid with a microorganism in an aqueous medium, which comprises maintaining the cyanogen concentration in the reaction mixture within a predetermined range and supplying the aldehyde to the reaction mixture at a predetermined ratio to the prussic acid.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: May 26, 1998
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Yasumasa Yamaguchi, Masahiro Ushigome, Takeshi Kato
  • Patent number: 5756790
    Abstract: The invention provides a method for preparing an optically active alcohol comprising the step of reacting a ketone compound with a hydride reagent in the presence of an optically active metal compound. The resulting optically active alcohols are useful as intermediates for the synthesis of physiologically active compounds such as drugs and pesticides, functional materials such as liquid crystals, and raw materials for synthesis in fine chemistry. A novel optically active cobalt (II) complex useful as a catalyst is also provided.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: May 26, 1998
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Teruaki Mukaiyama, Kiyotaka Yorozu, Takushi Nagata, Toru Yamada, Kiyoaki Sugi
  • Patent number: 5495055
    Abstract: A deactivated supported ruthenium catalyst which has been used to continuously hydrogenate an aqueous acetone stream is regenerated by contacting with steam at an elevated temperature. Periodic regeneration in this manner serves to maintain a high rate of reaction in a process which converts acetone to isopropanol.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: February 27, 1996
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Michael A. Rueter
  • Patent number: 5463137
    Abstract: A propylene stream which contains propane as an impurity is contacted with carbon monoxide and hydrogen in the presence of a hydroformylation catalyst thereby producing a product stream containing butyraldehyde and/or n-butyl alcohol, unreacted propylene and propane. A gas mixture containing propylene and propane is separated from the product stream and subjected to adsorption at a temperature of 0.degree. to 250.degree. C. in a bed of adsorbent which selectively adsorbs propylene, thereby adsorbing substantially all of the propylene from the gas mixture. The propylene is desorbed from the adsorbent and recycled to the reaction zone. The process is operated on a low per pass conversion with recycle of unreacted propylene. In the system of the invention the propylene adsorption unit may be upstream or downstream of the hydroformylation reactor.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: October 31, 1995
    Assignee: The BOC Group, Inc.
    Inventors: Ramakrishnan Ramachandran, Loc H. Dao
  • Patent number: 5395991
    Abstract: A hydrogenation process is described for the production of a hydroxylic compound selected from alcohols and diols by hydrogenation of a corresponding unsaturated organic compound selected from esters, diesters and lactones which involves use of two hydrogenation zones (11, 36), each containing a charge of a hydrogenation catalyst (12, 37). In a first phase of operation one of the hydrogenation zones (36 or 11) is in standby condition and a stream of hot hydrogen-containing gas is passed therethrough. Meanwhile a vaporous feed stream comprising a hydrogen-containing gas and the unsaturated organic compound to be hydrogenated, e.g. dimethyl 1,4-cyclohexanedicarboxylate, is fed to the active zone (11 or 36). This feed stream can include the gas stream from the first mentioned hydrogenation zone (36 or 11).
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: March 7, 1995
    Assignee: Eastman Chemical Company
    Inventors: John Scarlett, Michael W. M. Tuck, Michael A. Wood
  • Patent number: 5395990
    Abstract: A process is described for the production of a hydroxylic compound selected from alcohols and diols by hydrogenation of a hydrogenatable material selected from monoesters of carboxylic acids, monoesters of dicarboxylic acids, diesters of dicarboxylic acids, aldehydes, olefinically unsaturated aldehydes, and mixtures of two or more thereof, which process comprises the steps of:(a) providing a hydrogenation zone containing a charge of a granular hydrogenation catalyst which has a total surface area of at least about 15 m.sup.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: March 7, 1995
    Assignee: Eastman Chemical Company
    Inventor: John Scarlett
  • Patent number: 5360938
    Abstract: This invention relates to asymmetric syntheses in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active product.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: November 1, 1994
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: James E. Babin, Gregory T. Whiteker
  • Patent number: 5334779
    Abstract: Disclosed are catalyst compositions comprised of the oxides of copper, zinc, and a third element selected from the group consisting of aluminum, magnesium, zirconium, and mixtures thereof, and the use of such catalyst compositions in the hydrogenation of carbonyl compounds such as carboxylate esters to obtain the alcohol corresponding to the acid residue of the ester.
    Type: Grant
    Filed: June 1, 1993
    Date of Patent: August 2, 1994
    Assignee: Eastman Kodak Company
    Inventor: Yeong-Jen Kuo
  • Patent number: 5258558
    Abstract: Solid solutions of magnesium oxide-aluminum oxide related to hydrotalcite and what previously has been referred to as synthetic hydrotalcites, have been prepared with a surface area in excess of 250 m.sup.2 /g, especially at low Mg/Al atom ratios. Such high surface area materials are found to be quite effective in the aldol condensation of aldehydes, and in particular in the conversion of n-butyraldehyde to 2-ethyl-2-hexenal in high yield and with good selectivity in a liquid phase reaction at temperatures under about 200.degree. C.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: November 2, 1993
    Assignee: UOP
    Inventors: Blaise J. Arena, Jennifer S. Holmgren
  • Patent number: 5254758
    Abstract: In a hydrogenation process, an organic feedstock, such as an unsaturated organic compound containing at least one unsaturated linkage selected from >C.dbd.C<, >C.dbd.O, --C.tbd.C--, and --C.tbd.
    Type: Grant
    Filed: February 12, 1992
    Date of Patent: October 19, 1993
    Assignee: Davy McKee (London) Limited
    Inventors: Andrew G. Hiles, Michael W. M. Tuck
  • Patent number: 5243095
    Abstract: In one embodiment, the invention relates to a catalyst in powdered form comprising the oxides of copper, iron, aluminum and manganese wherein the atomic ratio of copper to iron is at least 1:1. In another embodiment, the invention relates to a process for preparing such hydrogenation catalysts which comprises the steps of(A) preparing a first aqueous solution containing at least one water-soluble copper salt, at least one water-soluble iron salt, and at least one water-soluble manganese salt;(B) preparing a second solution containing at least one water-soluble basic aluminum salt and at least one alkaline precipitating agent;(C) mixing the first and second solutions wherein an insoluble solid is formed;(D) recovering the soluble solid; and(E) calcining the recovered solid to form the desired catalyst.The invention also relates to a process for hydrogenating aldehydes, ketones, carboxylic acids and carboxylic acid esters.
    Type: Grant
    Filed: April 24, 1992
    Date of Patent: September 7, 1993
    Assignee: Engelhard Corporation
    Inventors: Brian D. Roberts, Deepak S. Thakur, Thomas J. Sullivan, Robert A. Plundo
  • Patent number: 5214220
    Abstract: The invention relates to a process for the preparation of an alcohol by hydrogenation of an aldehyde at elevated temperature and superatmospheric pressure in the presence of a homogeneous catalytic system comprising a source of a Group VIII metal compound and a bidentate phosphine.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: May 25, 1993
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 5202502
    Abstract: A chemically and optically pure B-halodiiso-2-ethylapopinocampheylborane of essentially 100% ee represented by the formula: ##STR1## wherein B is borane and X is halo, and a process of using such for the production of optically active alcohols.
    Type: Grant
    Filed: March 23, 1992
    Date of Patent: April 13, 1993
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5196601
    Abstract: Disclosed herein is a process for producing an alcohol or an amine by reducing a compound having a formyl, keto, nitro, oxirane, ester, nitrile, amide or halogenated carboxyl group with an alkali metal boro-hydride in the presence of a compound having a hydroxyl group and ether linkage. According to the present invention, a functional group having a great steric hindrance can be reduced, and a corresponding alcohol or amine can efficiently be produced under very mild conditions on an industrial scale.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: March 23, 1993
    Assignee: Kao Corporation
    Inventors: Tomohito Kitsuki, Yoshiaki Fujikura
  • Patent number: 5146012
    Abstract: Neopentyl glycol is made from isobutyraldehyde and paraformaldehyde; the aldol reaction product is directly mixed with a lower alcohol for hydrogenolysis.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: September 8, 1992
    Assignee: Aristech Chemical Corporation
    Inventors: Jeffrey S. Salek, Joseph Pugach, Carole L. Elias, Leonard A. Cullo
  • Patent number: 5144039
    Abstract: The process for producing an optically active alcohol of the present invention comprises allowing(A) an optically active amino alcohol represented by the general formula (I) ##STR1## (R.sup.1 is an aryl group, R.sup.2 is a lower alkyl group, R.sup.3 is a hydrogen atom or a lower alkyl group, and the carbon atoms having a mark * are each an asymmetric carbon atom) and an acid, or a salt of the optically active amino alcohol (I) and an acid,(B) a metal borohydride, and(C) at least one member selected from the group consisting of water, sulfides, cyclic ethers, ethers of mono alcohol to react witha prochiral ketone represented by the general formula (II) ##STR2## [R.sup.4 and R.sup.5 are different and each a lower alkyl group, an aryl group, an aralkyl group or a 2-substituted-1-triazoleethylene group represented by the general formula (III) ##STR3## (R.sup.6 is a halogen- or haloalkyl-substituted or unsubstituted phenyl group or a cycloalkyl group)].
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: September 1, 1992
    Assignee: Sumitomo Electric Company, Limited
    Inventors: Yukio Yoneyoshi, Gohfu Suzukamo, Naoto Konya, Takaharu Ikeda
  • Patent number: 5144088
    Abstract: Neopentyl glycol is made by reacting isobutyraldehyde with paraformaldehyde in the presence of a tertiary amine and one or more oxides of elements of Groups IB, IVA, IVB, VA, VB, VIB and VIII of the periodic table; then hydrogenating the resulting hydroxypivaldehyde-containing product.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: September 1, 1992
    Assignee: Aristech Chemical Corporation
    Inventors: Jeffrey S. Salek, Joseph Pugach
  • Patent number: 5128488
    Abstract: The asymmetric hydrogenation of carbonyl compounds is carried out in the presence of at least one transition metal complex MZq(M=metal of group VIII of the Periodic Classication; Z=ligand selected among the atoms and the molecules which may complex the metal M; and q=degree of corrdination of M) and of at least one chiral phosphorous-containing ligand having formula (I), wherein R is hydrocarbonated radical (alkyl, cycloalkyl and aryl); R.sup.1 is H, hydrocarbonated radical or PR.sub.2 ; R.sup.2 is H or hydrocarbonated radical R.sup.3,R.sup.4, necessarily different, are H and optionally functionalized hydrocarbonated radicals; R.sup.5 and R.sup.6 are H and optionally functionalized hydrocarbonated radicals; one of the radicals R.sup.3 and R.sup.4 possibly carrying a function - OPR.sub.2 or NPR.sub.2, R.sup.5 and R.sup.6 being in this case H when R.sup.1 is PR.sub.2 ; R.sup.2 and R.sup.3 and the atoms of N and C which cary them respectively forming a heterocycle; or R.sup.2 and R.sup.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: July 7, 1992
    Assignee: Societe Chimique des Charbonnages S.A.
    Inventors: Andre Mortreux, Francis Petit
  • Patent number: 5120853
    Abstract: The optically active benzylamine derivatives of the present invention are very useful for use as the asymmetric ligand of an asymmetric reducing agent. By using the optically active amine-boron complex prepared from the compound of the present invention, optically active products can be obtained in a specifically high optical yield. Moreover, the separation and recovery of the reaction products and asymmetric ligand can be easily achieved.
    Type: Grant
    Filed: February 8, 1991
    Date of Patent: June 9, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukio Yoneyoshi, Gohfu Suzukamo, Yoji Sakito
  • Patent number: 5059718
    Abstract: Improved oxo process for preparing higher alcohols by hydrolyzing prior to hydrogenation a demetalled hydroformylation reaction product in the presence of an alumina catalyst having a surface area between 40 to about 60 m.sup.2 /g.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: October 22, 1991
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Vargas, Jose M., Jean A. Hanin, John C. Reisch
  • Patent number: 5030774
    Abstract: A catalytic process for the hydroformylation of olefinic, sulfur containing thermally cracked petroleum streams to produce aldehydes and/or alcohols is disclosed. The catalysts are homogeneous transition metal carbonyl complexes. Especially preferred catalysts for low and medium pressure hydroformylation are cobalt and rhodium carbonyl hydride complexes in which some of the carbonyl ligands have been replaced by trivalent phosphorus ligands. In a preferred high pressure hydroformylation, the sulfur-containing naphtha and gas oil distillate feeds are proudced from vacuum residue by high temperature thermal cracking. Such feeds contain more than 20% olefins with 1-n-olefins as the single major types. These olefin components are hydroformylated in the presence of a cobalt cabonyl complex to produce a novel type of semilinear aldehyde and/or alcohol product containing an average of less than one alkyl branch per molecule.
    Type: Grant
    Filed: January 4, 1990
    Date of Patent: July 9, 1991
    Assignee: Exxon Research and Engineering Co.
    Inventors: Alexis A. Oswald, Ram N. Bhatia, Edmund J. Mozeleski, Alexandr P. Glivicky, Barry G. Brueggeman, John R. Hooton, Charles M. Smith, Chang S. Hsu
  • Patent number: 5004844
    Abstract: A process for the preparation of a primary or secondary alcohol, which comprises hydrogenating respectively an aldehyde or ketone in the presence of a catalyst system comprising a platinum compound, an acid having a pKa in the range from about 2 to about 10.5 and a phosphorus compound of the formula R.sup.1 R.sup.2 POH, wherein R.sup.1 and R.sup.2 each independently represents an alkyl group or a phenyl group, at a temperature in the range from about 20.degree. to about 150.degree. C. and at a pressure in the range from about 1 to about 100 bar.
    Type: Grant
    Filed: June 28, 1989
    Date of Patent: April 2, 1991
    Assignee: Shell Oil Company
    Inventors: Petrus W. N. M. Van Leeuwen, Cornelis F. Roobeek
  • Patent number: 4973768
    Abstract: Unsaturated alcohols are prepared by hydrogenation of the corresponding carbonyl compounds in the presence of a platinum-cobalt bi-metallic catalyst having an alloy structure.
    Type: Grant
    Filed: March 6, 1989
    Date of Patent: November 27, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Georges Cordier, Pierre Fouilloux, Jean-Michel Grosselin
  • Patent number: 4912265
    Abstract: A process for the reduction of carbonyl compounds by an alkali or alkaline-earth metal borohydride in the presence of a phase transfer catalyst which is an N-benzyl-N,N-bis (2-hydroxyethyl)cocoammonium halide.
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: March 27, 1990
    Assignee: Akzo America Inc.
    Inventor: Ralph Franklin
  • Patent number: 4877909
    Abstract: A process for reducing an aldehyde or ketone in the presence of a stable, highly active catalyst which is insoluble in a solvent and which can be recovered easily from the reaction system after completion of the reaction and used repeatedly, characterized in that an aldehyde or ketone having a carbonyl group is reacted with an alcohol in the presence of hydrous zirconium oxide as the catalyst.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: October 31, 1989
    Assignee: Japan Tobacco, Inc.
    Inventors: Sigenobu Mizusaki, Hajime Matsushita, Shigeo Ishiguro, Hiroshi Ichinose, Akira Izumi
  • Patent number: 4837368
    Abstract: Process for the hydrogenation of carbonyl-containing compouds at mild conditions of temperature and pressure to produce alcohols or amines is disclosed, employing catalysts comprising palladium and zinc on an inorganic support. A method for the preparation of these supported catalysts which are useful for the desired reductive conversion is also disclosed.
    Type: Grant
    Filed: February 1, 1988
    Date of Patent: June 6, 1989
    Assignee: Eastman Kodak Company
    Inventors: Bruce L. Gustafson, Paul S. Wehner
  • Patent number: 4783559
    Abstract: Disclosed is a process of reduction of aldehydes or ketones by means of reaction with alcohols, in the presence of a catalyst, to produce alcohols which correspond to said respective aldehyde or ketone. A solid of partially dehydrated one or more metal hydroxides whose metal is selected from the group consists of titanium, tin, ion, aluminium, cerium, and niobium is used as the catalyst. This process can be conducted either in a gas phase or in a liquid phase.
    Type: Grant
    Filed: March 25, 1987
    Date of Patent: November 8, 1988
    Assignee: Japan Tobacco Inc.
    Inventors: Hajime Matsushita, Kyoko Takahashi, Makoto Shibagaki
  • Patent number: 4756840
    Abstract: Described is the novel compound genus, the beta-alkylidene phenethyl alcohols of our invention, defined according to the generic structure: ##STR1## (wherein R.sub.1 represents hydrogen or methyl, useful in augmenting or enhancing the aroma of consumable materials including perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener articles, fabric softener compositions, cosmetic powders and hair preparations).
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: July 12, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert P. Belko
  • Patent number: 4647406
    Abstract: The invention relates to 2-ethyl-2-prenyl-3-hexenol, its preparation by the reduction of 2-ethyl-2-prenyl-3-hexenal, and its use as an aromatic substance by itself or as an ingredient in cosmetic compositions.
    Type: Grant
    Filed: September 27, 1985
    Date of Patent: March 3, 1987
    Assignee: Consortium fur Elketrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Hans Mehlin
  • Patent number: 4532347
    Abstract: The instant invention relates to a membrane solvent extraction and reaction system. More particularly it pertains to an improvement in the membrane solvent extraction system wherein a solute is extracted through a polymeric membrane from one solvent liquid phase to an extracting solvent liquid without direct contact between the liquid phases which are separated by the membrane and in which the extracting solvent has no greater solubility and usually substantially less solubility for the solute than the feed solvent. The impovement comprises converting the solute permeating across the membrane to a different chemical compound, whereby a high concentration gradient for the solute across the membrane is maintained to improve the separation of the solute from the feed solvent liquid phase.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: July 30, 1985
    Assignee: Varen Technology
    Inventor: Ronald J. Vaughan
  • Patent number: 4514521
    Abstract: A process is provided for reacting carbon monoxide and hydrogen in the presence of halogen-containing ruthenium carbonyl complexes as catalysts to produce acetaldehyde and/or ethanol.
    Type: Grant
    Filed: January 10, 1983
    Date of Patent: April 30, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventor: David W. Smith
  • Patent number: 4418227
    Abstract: A novel class of compounds, anionic Group VIII metal hydrides containing phosphorus, arsenic and antimony organoligands is described, such as potassium tris and bis(triphenylphosphine) ruthenium hydride. The compounds are useful as homogeneous catalysts in the hydrogenation of aldehydes, ketones, olefins or alkynes. Processes for producing the compounds are also described.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: November 29, 1983
    Assignee: Allied Corporation
    Inventors: Guido P. Pez, Roger A. Grey
  • 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: 4313891
    Abstract: This invention relates to a process for synthesizing compounds of aluminium and alkaline earth metals containing hydride hydrogens and alkoxy radicals, of compositionM[A1H.sub.4-n (OR).sub.n ].sub.2.xBin which 0.5.ltoreq.n.ltoreq.3.5; OR is an alkoxy radical derived from a primary, secondary or tertiary alcohol; R is an aliphatic, cycloaliphatic or aromatic hydrocarbon radical; M is an alkaline earth metal; B is a Lewis base; x can vary between 0 and 4; and R can also contain functional groups OR', SR', NR'.sub.2 ect., consisting of reacting together:(a) a halide of an alkaline earth metal;(b) an alanate of an alkaline earth metal of formula M' A1H.sub.4 (M'.apprxeq.alkaline metal);(c) an alcohol chosen from primary, secondary or tertiary aliphatic, cycloaliphatic or aromatic alcohols containing 1 to 20 carbon atoms.
    Type: Grant
    Filed: October 26, 1979
    Date of Patent: February 2, 1982
    Assignee: Anic S.p.A.
    Inventors: Giovanni Dozzi, Salvatore Cucinella
  • Patent number: 4299986
    Abstract: Mixed alkoxy-hydride derivatives of aluminum and alkaline-earth metals are disclosed having the formulaM[AlH.sub.4-n (OR).sub.n ].sub.2which may be complexed with a Lewis base wherein M is an alkaline-earth metal, R is selected from an aliphatic, cycloaliphatic or aromatic group having from 1 to 20 carbon atoms and n is a number between 0.5 and 3.5. There is also disclosed a novel process for preparing said derivatives which are useful as reducing agents.
    Type: Grant
    Filed: December 18, 1979
    Date of Patent: November 10, 1981
    Assignee: Anic, S.p.A.
    Inventor: Salvatore Cucinella
  • Patent number: 4291179
    Abstract: Acetaldehyde and ethanol are produced by the catalyzed reaction of formaldehyde, carbon monoxide and hydrogen using a halogen-containing rhodium catalyst.
    Type: Grant
    Filed: April 21, 1980
    Date of Patent: September 22, 1981
    Assignee: National Distillers and Chemical Corp.
    Inventors: Richard W. Goetz, Lawrence D. Meixsel, David W. Smith
  • Patent number: 4281206
    Abstract: Trickle-type fixed-bed catalytic reactions are improved, prior to starting or resuming an on-stream period, by purging air from the catalyst bed and reaction zone by downward flow of an inert gas therethrough, flooding the purged reaction zone by flowing a liquid upwardly through the catalyst bed to cover same, then removing the liquid and instituting the on-stream period by introducing gaseous and liquid reactants at the upper end of the catalyst bed to flow downwardly therethrough.
    Type: Grant
    Filed: January 30, 1975
    Date of Patent: July 28, 1981
    Assignee: Deutsche Texaco Aktiengesellschaft
    Inventors: Gunter Brandes, Johannes Wollner, Wilhelm Neier, Werner Webers
  • Patent number: 4271320
    Abstract: An industrially suitable process for producing a higher carbonyl compound by the oxidation of an olefinic compound having at least six carbon atoms is provided. Said improved process comprises oxidizing the olefinic compound in aqueous medium containing palladium or salt thereof and a copper salt in the presence of a specific water-soluble polyoxyalkylene compound in an amount of from about 1/4 to about 3 parts by weight per 1 part by weight of water contained in the reaction mixture. The improvement is demonstrated in terms of yield, selectivity, separation of the product, and recycle of the catalyst.
    Type: Grant
    Filed: August 31, 1979
    Date of Patent: June 2, 1981
    Assignee: Kuraray Co., Ltd.
    Inventors: Yasuo Tokitoh, Noriaki Yoshimura, Masuhiko Tamura
  • Patent number: 4268454
    Abstract: A novel class of compounds, anionic Group VIII metal hydrides containing phosphorus, arsenic and antimony organoligands is described, such as potassium tris and bis(triphenylphosphine) ruthenium hydride. The compounds are useful as homogeneous catalysts in the hydrogenation of aldehydes, ketones, olefins or alkynes. Processes for producing the compounds are also described.
    Type: Grant
    Filed: August 29, 1979
    Date of Patent: May 19, 1981
    Assignee: Allied Chemical Corporation
    Inventors: Guido P. Pez, Roger A. Grey
  • Patent number: 4208354
    Abstract: New bis-thioaralkyl/alkyl alkyl boranes for use in hydroboration and reduction reactions are disclosed. They have the formula:R.sub.4 R.sub.3 HB:R.sub.1 SASR.sub.2 :BHR.sub.3 R.sub.4wherein:A stands for a straignt, branched or cyclic hydrocarbon chain containing from 1 to 9 carbon atoms,R.sub.1 and R.sub.2 stand each for a straight or branched alkyl rest containing up to 5 carbon atoms in the longest chain, or benzyl radicals optionally substituted by one or more lower alkyl containing up to 5 carbon atoms or a halogen, andR.sub.3 and R.sub.4 stand for a hydrogen atom, a lower alkyl up to C.sub.6 or a mono or bicycloalkyl group.
    Type: Grant
    Filed: September 25, 1978
    Date of Patent: June 17, 1980
    Assignee: Expansia
    Inventors: Claude G. Demosthene, Christian R. Aspisi
  • Patent number: 4165330
    Abstract: An asymmetric synthesis process which involves addition of optically active chelated organometal compounds of lithium, sodium, beryllium, magnesium, zinc, copper and cadmium to prochiral unsaturated substrates. The optically active chelating agent is not consumed and can be recycled.
    Type: Grant
    Filed: February 13, 1978
    Date of Patent: August 21, 1979
    Assignee: Exxon Research & Engineering Co.
    Inventors: Thomas A. Whitney, Arthur W. Langer, Jr.