Hydroxy Containing (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/700)
  • Patent number: 4999454
    Abstract: The invention is directed to a new process for the preparation of carbinols of the general formula I ##STR1## by reaction chloral and olefins of the general formula ##STR2## and by optional acylation of the product comprising dissolving a catalyst of the general formula IIIFe.sub.n (NH.sub.4).sub.x Y.sub.m .multidot.A.sub.p IIIin chloral, then adding the olefin of the general formula II in order to produce a complex of the general formula IV ##STR3## from which a complex of the general formula V ##STR4## is formed, and from the reaction mixture a compound of the general formula I is obtained whereafter(a) the residual complex of the general formula V dissolved in the product is decomposed with an acidic solution and if desired the obtained product is distilled or(b) the product in the reaction mixture is acylated.The compounds prepared according to the invention can be utilized as intermediates when preparing e.g., permethrin and other pyrethroid insecticides.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: March 12, 1991
    Assignee: Chinoin Gyogyszer ES Vegyeszeti Termekek Gyara RT.
    Inventors: Rudolf Soos, Jozsef Nemes, Miklos Szelestei, Istvan Schler, Laszlo Vidra, Istvan Szekely
  • Patent number: 4983630
    Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: January 8, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
  • Patent number: 4933508
    Abstract: A method for producing a cycloalkanol, which comprises oxidizing a cycloalkane with a molecular oxygen-containing gas in a liquid phase in the presence of a catalyst, wherein an aromatic nitro compound is present in the oxidation reaction system.
    Type: Grant
    Filed: September 23, 1988
    Date of Patent: June 12, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Haruo Habu, Kouji Watanabe, Takeshi Matsuoka
  • Patent number: 4855460
    Abstract: A process for the preparation of perfluoroalkylated ketones and/or perfluoroalkylated alcohols, comprising the step of contacting a perfluoroalkyl iodide or perfluoroalkyl bromide with an acid anhydride, in the presence of a metal chosen from zinc and cadmium.
    Type: Grant
    Filed: July 11, 1988
    Date of Patent: August 8, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Tordeux, Claude Wakselman, Catherine Francese
  • Patent number: 4762954
    Abstract: The continuous production of 1,2-diols by means of saponification of aliphatic, linear or branched epoxides with 8-30 carbon atoms or high molecular weight cycloaliphatic epoxides with water and acidic catalyst at pressures of 1-5 bar using a vapor-liquid mixture of a solubilizing agent which is stationary in a column. The yields obtained are high and exhibit a high degree of purity. The water added can be recycled as such.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: August 9, 1988
    Assignee: Degussa Aktiengesellschaft
    Inventors: Rainer Siegmeier, Gunther Prescher, Helmut Maurer
  • Patent number: 4759880
    Abstract: A series of alkanoarachidonic acids have been prepared as modulators of the arachidonic acid cascade to increase the production of biologically desirable compounds and minimize the production of biologically undesirable compounds. Examples of desirable compounds in this respect comprise postaglandins and thromboxanes whereas undesirable compounds comprise the mono- and polyhydroxyarachidonic acids and leukotrienes. The alkanoarachidonic acids and their intermediates are of the general formula: ##STR1## and at least one of X, Y, and Z is lower alkano and is hydrogen when not lower alkano; the esters and salts of the acids are also prepared. The acids, esters and salts may be used as anti-anaphylaxis or anti-thrombosis agents.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: July 26, 1988
    Assignee: Research Corporation
    Inventors: Kyriacos C. Nicolaou, Nicos A. Petasis, Wen-Sen Li, Tamara Ladduwahetty, Jared L. Randall, Stephen E. Webber, Pedro E. Hernandez
  • Patent number: 4755626
    Abstract: 4-isopropyl-7-methylene-5-cyclodecen-1-ol is disclosed. The compound allows manufacture of optically active periplanone-B on an industrial scale.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: July 5, 1988
    Assignee: Japan Tobacco, Inc.
    Inventors: Masataka Mori, Kenji Mori, Takeshi Kitahara, Koshi Koseki
  • Patent number: 4714714
    Abstract: Analogs of arachidonic acid are provided having the structure ##STR1## wherein R is CH.sub.2 OH or CO.sub.2 H and m is 1 or 2. These compounds are useful as inhibitors of leukotriene and prostaglandin biosynthesis and as such are useful an antiallergy and antiinflammatory agents.
    Type: Grant
    Filed: March 7, 1986
    Date of Patent: December 22, 1987
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Raj N. Misra
  • Patent number: 4714777
    Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.
    Type: Grant
    Filed: January 6, 1986
    Date of Patent: December 22, 1987
    Assignee: University of Pittsburgh
    Inventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
  • Patent number: 4710482
    Abstract: Olefin polymerization catalyst components having improved activity and morphological properties are disclosed and claimed. In particular, the components are prepared by reacting a magnesium compound of the formula [Mg.sub.4 (OR).sub.6 (R'OH).sub.10 ]X where "X" is a counter ion having a total charge of -2 and R and R', which may be the same or different, are selected from alkyl groups of 1 to 4 carbon atoms, with a halogenated tetravalent titanium component, a halohydrocarbon component and an electron donor.
    Type: Grant
    Filed: June 18, 1986
    Date of Patent: December 1, 1987
    Assignee: Shell Oil Company
    Inventor: Robert C. Job
  • Patent number: 4604480
    Abstract: A method for the preparation of a first sulfone compound of the formula: ##STR1## wherein R.sub.a is ##STR2## where R.sub.b is Br and R.sub.c is H except that R.sub.b and R.sub.c together may be an electron pair when R.sub.6 is a radical of the formula: ##STR3## wherein X.sub.1 is independently chlorine, bromine or iodine and R.sub.1 and R.sub.2 are independently at each occurrence hydrogen or, substituted or unsubstituted, phenyl or alkyl where the substituents are halogen or alkoxy or additional --SO.sub.2 Br groups; provided that, each carbon atom of R.sub.1 or R.sub.2 which contains --SO.sub.2 Br also contains an X.sub.1 group and wherein R.sub.3 through R.sub.9 are independently --OZ,--C.sub.6 M.sub.5,--Z,--SiZ.sub.3 or --X.sub.2, where Z is hydrogen or substituted or unsubstituted phenyl, alkyl, alkenyl or alkynyl; X.sub.2 is chlorine, bromine, iodine or fluorine; M is independently at each occurrence Z or X.sub.2 ; R.sub.3 and R.sub.4 may together be an electron pair; two or more of R.sub.3, R.sub.
    Type: Grant
    Filed: August 15, 1983
    Date of Patent: August 5, 1986
    Assignee: The Research Foundation of State University of New York
    Inventors: Eric Block, Mohammad Aslam
  • Patent number: 4599439
    Abstract: Analogs of arachidonic acid are provided having the structure ##STR1## wherein R is CH.sub.2 OH or CO.sub.2 H and m is 1 or 2. These compounds are useful as inhibitors of leukotriene and prostaglandin biosynthesis and as such are useful an antiallergy and antiinflammatory agents.
    Type: Grant
    Filed: August 6, 1984
    Date of Patent: July 8, 1986
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Raj N. Misra
  • Patent number: 4551566
    Abstract: The process for the liquid-phase hydration of a vicinal alkylene oxide(s) to the corresponding alkylene glycol(s) comprising carrying out such hydration in the presence of a vanadate salt wherein the pH of the liquid phase is between about 5 and 12.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventors: John H. Robson, George E. Keller, II
  • Patent number: 4469901
    Abstract: A process is disclosed for separating 5-isopropyl-m-cresol from other isopropylated m-cresols by treating a mixture of the isopropylated m-cresols with a metal halide salt. The metal halide salt preferentially forms a complex with 5-isopropyl-m-cresol over other related closely-boiling isopropylated m-cresols in the mixture. The preferentially-formed complex of 5-isopropyl-m-cresol may then be isolated from the mixture and the complex decomposed to provide a product substantially enriched in, or substantially entirely composed of, 5-isopropyl-m-cresol. The process is particularly suitable for isolating 5-isopropyl-m-cresol from closely-boiling isomers, and di-isopropylated m-cresols.
    Type: Grant
    Filed: January 3, 1984
    Date of Patent: September 4, 1984
    Assignee: Koppers Company, Inc.
    Inventor: Gerd Leston
  • Patent number: 4370257
    Abstract: A process for producing a magnesium containing support for titanium comprising contacting magnesium metal, a halogenated hydrocarbon and a compound represented by the formula X'.sub.m C(OR').sub.4-m wherein X' is a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.10 alkyl, aryl, cycloalkyl or halogenated alkyl, aryl, cycloalkyl group, R' is a C.sub.1 -C.sub.20 alkyl, aryl or cycloalkyl group and m is 0, 1 or 2 to form a magnesium-containing solid represented by the formula R'OMgX and thereafter contacting the magnesium-containing solid with a Lewis base or a compound which can form an ester such as benzoyl chloride and a titanium compound such as titanium tetrachloride. The obtained magnesium supported titanium composition is useful as a catalyst component in combination with a co-catalyst organoaluminum compound for the polymerization of olefins.
    Type: Grant
    Filed: August 11, 1980
    Date of Patent: January 25, 1983
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Masafumi Imai, Hiroshi Ueno, Naomi Inaba, Makoto Yoda, Shozo Wada
  • Patent number: 4339358
    Abstract: A process and apparatus are provided for the treatment of waste polyurethane particles by alcoholysis or acidolysis. The particles are treated with a solvent at a reaction temperature within the range of 120.degree. C. to 200.degree. C. while being subjected to comminution until the particles are liquified. The resultant liquified product may be converted to a polyurethane by treatment with a polyisocyanate. An apparatus for conducting this process includes shaped blades and fixed heated elements for exerting strong shear forces on the particles or fragments of polyurethane.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: July 13, 1982
    Inventor: Wilhelm Schutz
  • Patent number: 4333852
    Abstract: Alkanols are selectively produced as the major product directly from synthesis gas under mild conditions using a homogeneous ruthenium catalyst, a halogen or halide promoter and a phosphine oxide compound as solvent.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: June 8, 1982
    Assignee: Union Carbide Corporation
    Inventor: Barbara K. Warren
  • Patent number: 4327230
    Abstract: A process for the continuous production of an alkali metal alcoholate of a higher alcohol which comprises continuously introducing a higher alcohol into a reaction vessel, continuously introducing an alkali metal alcoholate of a lower alcohol into said reaction vessel and continuously and simultaneously distilling over and removing from said reaction vessel lower alcohol which forms.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: April 27, 1982
    Assignee: Dynamit Nobel AG
    Inventors: Otto Ackermann, Hans Leuck, Gunther Meyer, Gerhard Schmeling
  • Patent number: 4298756
    Abstract: Preparation of novel alkyl 2,2-dihalovinylcyclopropylacetates (intermediates in the preparation of insecticides) by reaction of a phosphine with a compound generating a dihalocarbene and reaction of the product resulting therefrom with an alkyl formylcyclopropylacetate, both reactions being carried out in a solvent.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: November 3, 1981
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer
  • Patent number: 4283580
    Abstract: A process for the production of alkylene glycols, which comprises causing a corresponding alkylene carbonate to react with water in the presence of a catalyst of at least one member selected from the group consisting of molybdenum and tungsten.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: August 11, 1981
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Hiroshi Odanaka, Minoru Saotome, Toshihiko Kumazawa
  • Patent number: 4277632
    Abstract: A process for the production of alkylene glycols, which comprises causing a corresponding alkylene oxide to react with water in the presence of a catalyst of at least one member selected from the group consisting of molybdenum and tungsten.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: July 7, 1981
    Assignee: Nippon Shokubai Kaguku Kogyo Co., Ltd.
    Inventors: Toshihiko Kumazawa, Takeshi Yamamoto, Hiroshi Odanaka
  • Patent number: 4273947
    Abstract: A process is described for the heterogeneous hydrogenation of fluorine-containing alkyl, cycloalkyl, and benzene carboxylic acids to the corresponding primary alcohols. The hydrogenation can be carried out in the liquid or vapor phase in the presence of a solid rhodium or iridium catalyst, employed as the metal, metallic oxide, or mixture thereof. In the liquid phase, the hydrogenation can be carried out batchwise under mild conditions of temperature and pressure, preferably at about 50.degree.-150.degree. C. and about 5-15 atmospheres, in an atmosphere containing hydrogen gas. A preferred embodiment is the hydrogenation of trifluoroacetic acid in the liquid phase to 2,2,2-trifluoroethanol, said alcohol being useful as an intermediate in the synthesis of the anesthetic, isoflurane, CF.sub.3 CHClOCHF.sub.2.
    Type: Grant
    Filed: January 31, 1979
    Date of Patent: June 16, 1981
    Assignee: Allied Chemical Corporation
    Inventor: Miroslav Novotny
  • Patent number: 4263447
    Abstract: Allylic cycloalkenols and/or allylic cycloalkenol esters are prepared by autoxidation of the corresponding cycloolefins using elemental oxygen contacted with solutions of cycloolefins containing catalytic amounts of soluble cobalt and copper compounds with a carboxylic acid activator.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: April 21, 1981
    Assignee: Union Carbide Corporation
    Inventors: Benjamin Phillips, Walter J. Skraba, Daniel W. McNeil
  • Patent number: 4242279
    Abstract: The invention relates to 2-(2,2-dihalovinyl)-3,3-dimethylcyclopropylacetones which are intermediates for the preparation of pyrethroids which have good insecticidal properties.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: December 30, 1980
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer
  • Patent number: 4223173
    Abstract: This invention relates to solid nonionic cross-linked resins containing amine or phosphine borane adducts and their use as reducing agents for metal ions, aldehydes, ketones, alkenes and the like. This invention also relates to the use of these resins as starting materials for the preparation of novel metal catalysts for use in hydrogenation reactions.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: September 16, 1980
    Assignee: Rohm and Haas Company
    Inventor: Larry Manziek
  • Patent number: 4212825
    Abstract: Aldehydes or ketones of not less than 4 or 5 carbon atoms, respectively, are manufactured in a one stage process in the liquid phase by subjecting aldehydes and/or ketones of not less than 2 or 3 carbon atoms, respectively, to an aldol condensation and hydrogenating the resulting olefinically unsaturated aldehyde, the catalyst used for the aldol condensation and hydrogenation containing a mixture of nickel and cobalt, zinc oxide and at least one of the elements iron, arsenic, antimony, bismuth, gallium, indium, thallium, germanium, tin, lead, cadmium and mercury or compounds of the said elements.
    Type: Grant
    Filed: November 16, 1977
    Date of Patent: July 15, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Axel Nissen, Gerd Heilen, Ekkehard Sapper, Werner Fliege, Arnold Wittwer
  • Patent number: 4191696
    Abstract: A new liquid phase oxidation process in which a metal nitro complex transfers an oxygen atom from the nitro ligand to a substrate; especially such process conducted cyclically or catalytically using molecular oxygen as the oxygen source. Metal nitrosyl complex is formed as a coproduct together with an oxidation product of the substrate. In a catalytic process, molecular oxygen maintains a concentration of nitro ligand in the reaction mixture. In a cyclic process, nitrosyl ligand of the metal nitrosyl coproduct is reoxidized by molecular oxygen in presence of a monodentate base such as pyridine to nitro ligand; and the nitro complex, thus regenerated, can be used again to oxidize the substrate, In particular the metal is a Group VIII metal, especially cobalt and the nitro complex is pyridine cobalt nitro saloph. To accelerate oxidation of the substrate at given temperature, a cocatalyst is included in the reaction mixture, e.g.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: March 4, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Benjamin S. Tovrog, Steven E. Diamond, Frank Mares
  • Patent number: 4187254
    Abstract: An organometallic halide having the formula:(RMX)(MX.sub.2).sub.a (MR.sub.2).sub.b (MH.sub.2).sub.cwherein a.ltoreq.0.45, b.ltoreq.0.15, and c.ltoreq.0.30, X is a halogen, R is a hydrocarbon radical, and M is a metal selected from the group consisting of magnesium, zinc, beryllium, and calcium is prepared by a continuous dry process by reacting an organic monohalide RX and a metal M in the form of convex solid grains of a size between 1 and 15 mm. The reaction temperature is lower than the temperature at which decomposition of the organometallic halide RMX begins and at least 10.degree. C. higher than the boiling point of the organic monohalide. The reaction may also take place in the presence of an organometallic derivative comprising a hydroxy group or an enolysable ketone group. The resulting organometallic halide may be used for the synthesis of anhydrous magnesium halide or for the reduction of titanium tetrachloride.
    Type: Grant
    Filed: November 2, 1977
    Date of Patent: February 5, 1980
    Assignee: Societe Chimique des Charbonnages - CdF Chimie
    Inventors: Karel Bujadoux, Jean-Marie Neyer, Jean-Pierre Houzeaux
  • Patent number: 4110403
    Abstract: A process for preparing .beta.,.gamma.-unsaturated aldehydes which comprises dehydrogenating .beta.,.gamma.-unsaturated alcohols in the vapor phase, preferably in the substantial absence of oxygen, using copper having a specific surface area of 0.01 to 1.5 m.sup.2 /g as a catalyst at a temperature of 150.degree. to 300.degree. C. The .beta.,.gamma.-unsaturated aldehydes can be recovered in pure form by distilling the dehydrogenation reaction mixture in the presence of water. The starting .beta.,.gamma.-unsaturated alcohols can be prepared by reacting olefins with formaldehyde or a derivative capable of forming formaldehyde at a temperature of 180.degree. to 400.degree. C. in the absence of a solvent or in the presence of a non-aqueous organic solvent after pre-heating said formaldehyde or derivative to a temperature of 85.degree. to 150.degree. C.
    Type: Grant
    Filed: April 21, 1975
    Date of Patent: August 29, 1978
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Osamu Kobayashi, Kazuhiko Soma, Tatuyuki Naruchi, Yoshiyuki Yamanaka, Nobuo Suzuki
  • Patent number: 4088700
    Abstract: An improved process for the hydrogenolysis of acetals and ketals of organic hydrocarbons is described. The improvement resides in using a catalyst system including a halide of a Group III A element and a supported platinum or rhodium hydrogenation catalyst or combination thereof, thus enabling the process to be practiced at a temperature of from about -15.degree. C. to about 125.degree. C. and a pressure of from about 50 psia to about 2000 psia. The preferred Group III A halides are boron trifluoride and aluminum trichloride.
    Type: Grant
    Filed: September 27, 1976
    Date of Patent: May 9, 1978
    Assignee: Texaco Development Corporation
    Inventor: Lewis W. Watts, Jr.