Alicyclic Ring Containing Patents (Class 570/186)
  • Patent number: 11945831
    Abstract: The present invention relates to the use of novel adducts of general formula (I) TPPxTPOP(1-x), wherein TPP is triphenylphosphine, TPOP is triphenylphosphite and x is a real number between 0.05 and 0.9. These novel adducts are useful for the bromination of primary alcohols, in particular for the bromination of primary alcohols.
    Type: Grant
    Filed: October 21, 2019
    Date of Patent: April 2, 2024
    Assignee: MELCHIOR MATERIAL AND LIFE SCIENCE FRANCE
    Inventor: Olivier Guerret
  • Patent number: 9790152
    Abstract: A process for removing one or more undesired (hydro)halocarbon compounds containing a ?CF2 moiety from a (hydro)fluoroalkene that does not contain a ?CF2 moiety, the process comprising contacting a composition comprising the (hydro)fluoroalkene and one or more undesired (hydro)halocarbon compounds with an aluminum-containing absorbent, activated carbon, or a mixture thereof, wherein the or each undesired (hydro)halocarbon compound is present in an amount of from about 0.1 to about 1000 ppm, based on the weight of the composition comprising the R-1234yf and one or more undesired (hydro)halocarbon compounds.
    Type: Grant
    Filed: January 17, 2017
    Date of Patent: October 17, 2017
    Assignee: Mexichem Amanco Holding S.A. de C.V.
    Inventors: Andrew P. Sharratt, Claire E. McGuinness, John Hayes
  • Patent number: 9012705
    Abstract: The invention relates to a process for the preparation of formula (I) which process comprises pyrolyzing a compound of formula (II) wherein X is chloro or bromo, and to compounds which may be used as intermediates for the manufacture of the compound of formula I and to the preparation of said intermediates.
    Type: Grant
    Filed: August 22, 2011
    Date of Patent: April 21, 2015
    Assignees: Syngenta Paticipations AG, Syngenta Limited
    Inventors: George Robert Hodges, Dominik Faber, Alan James Robinson, Andrew Charles Shaw
  • Publication number: 20140308188
    Abstract: A promoted activated carbon sorbent is described that is highly effective for the removal of mercury from flue gas streams. The sorbent comprises a new modified carbon form containing reactive forms of halogen and halides. Optional components may be added to increase reactivity and mercury capacity. These may be added directly with the sorbent, or to the flue gas to enhance sorbent performance and/or mercury capture. Mercury removal efficiencies obtained exceed conventional methods. The sorbent can be regenerated and reused. Sorbent treatment and preparation methods are also described. New methods for in-flight preparation, introduction, and control of the active sorbent into the mercury contaminated gas stream are described.
    Type: Application
    Filed: June 27, 2014
    Publication date: October 16, 2014
    Inventors: Edwin S. Olson, Michael J. Holmes, John Henry Pavlish
  • Patent number: 8765011
    Abstract: To provide a liquid crystal compound having general physical properties required for the compound, namely, a high stability to heat, light and so forth, a small viscosity, a refractive index anisotropy value having a suitable magnitude, a dielectric constant anisotropy value having a suitable magnitude and steep electro-optical characteristics, a wide temperature range of a nematic phase, and an excellent compatibility with other liquid crystal compounds, in particular, a liquid crystal compound having a wide temperature range of the nematic phase; the compound is represented by formula (1): wherein R is alkenyl having 2 to 20 carbons; ring A1 and ring A2 are independently 1,4-cyclohexylene, or 1,4-phenylene in which at least one of hydrogen may be replaced by fluorine; Z1 and Z2 are independently a single bond, —CH2CH2—, —CH?CH—, —CH2O— or —OCH2—; and n is 0 or 1.
    Type: Grant
    Filed: May 10, 2012
    Date of Patent: July 1, 2014
    Assignees: JNC Corporation, JNC Petrochemical Corporation
    Inventors: Teizi Satou, Yasuyuki Goto
  • Publication number: 20130281744
    Abstract: The invention relates to a process for the preparation of formula (I) which process comprises pyrolysing a compound of formula (II) wherein X is chloro or bromo, and to compounds which may be used as intermediates for the manufacture of the compound of formula I and to the preparation of said intermediates.
    Type: Application
    Filed: August 22, 2011
    Publication date: October 24, 2013
    Applicant: Syngenta Crop Protection LLC
    Inventors: George Robert Hodges, Dominik Faber, Alan James Robinson, Andrew Charles Shaw
  • Publication number: 20130165658
    Abstract: This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.
    Type: Application
    Filed: June 9, 2011
    Publication date: June 27, 2013
    Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
  • Patent number: 8071826
    Abstract: A process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf). HFO-1234yf is a refrigerant with low global warming potential. A process comprises a) reacting chlorotrifluoroethylene with a methyl halide to form an intermediate product stream; and b) reacting the intermediate product stream with hydrogen fluoride to thereby produce a result comprising 2,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: February 24, 2009
    Date of Patent: December 6, 2011
    Assignee: Honeywell International Inc.
    Inventor: Michael Van Der Puy
  • Patent number: 8049042
    Abstract: To provide a resist polymer comprising, as a structural unit, an acid-decomposable unit having a structure represented by formula (1) or (2) which exhibits a small line edge roughness and produces little defects in DUV excimer laser lithography or the like.
    Type: Grant
    Filed: March 26, 2009
    Date of Patent: November 1, 2011
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hikaru Momose, Atsushi Ootake, Tadashi Nakamura, Akifumi Ueda
  • Publication number: 20100291299
    Abstract: Cyclopentadienyl and Indenyl barium/strontium metal precursors and Lewis base adducts thereof are described. Such precursors have utility for forming Ba- and/or Sr-containing films on substrates, in the manufacture of microelectronic devices or structures.
    Type: Application
    Filed: August 3, 2008
    Publication date: November 18, 2010
    Applicant: ADVANCED TECHNOLOGY MATERIALS, INC.
    Inventors: Thomas M. Cameron, Chongying Xu
  • Patent number: 7592407
    Abstract: A polymerizable fluorinated compound having formula (2a) or (2b) wherein R1 and R2 are H or C1-C20 alkyl or fluoroalkyl, R3 is H, F or C1-C4 alkyl or fluoroalkyl, and R is H or a protective group is polymerized into a fluorinated polymer which is used as a base polymer to formulate a resist composition having transparency to laser light of wavelength?300 nm, alkali development amenability, and dry etch resistance.
    Type: Grant
    Filed: October 27, 2005
    Date of Patent: September 22, 2009
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuji Harada, Jun Hatakeyama, Takeru Watanabe, Takeshi Kinsho
  • Patent number: 7312288
    Abstract: Polymerizable fluorinated ester compounds having formulae (1) and (2) are novel wherein R1 is H, methyl or trifluoromethyl, R2 and R3 are H or a monovalent hydrocarbon group, R2 and R3 may form a ring, R4 is H, OH or a monovalent hydrocarbon group, and R5 is an acid labile group.
    Type: Grant
    Filed: October 6, 2004
    Date of Patent: December 25, 2007
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Takeru Watanabe
  • Patent number: 7288614
    Abstract: Substituted 7- to 12-membered cycloalkanes which have leaving groups, in particular chlorine atoms, on tertiary ring carbons, a process for preparing them and their use as initiators for cationic polymerization, in particular the cationic polymerization of isobutene are described. Preferred compounds are 1,4-dichloro-1,4-dimethylcyclooctane, 1,5-dichloro-1,5-dimethylcyclooctane and mixtures thereof. They are prepared by addition of hydrogen chloride onto appropriately substituted cycloalkapolyenes.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: October 30, 2007
    Assignees: BASF Aktiengesellschaft, Ludwig-Maximilians-Universitaet
    Inventors: Darijo Mijolovic, Mirjam Herrlich-Loos, Gabriele Lang, Herbert Mayr
  • Patent number: 7074464
    Abstract: A compound represented by the formula (1). wherein Ra is alkyl having 1 to 10 carbon(s) and, in that alkyl, any of —CH2— may be replaced with —O—, —S—, —CO—, —CH?CH— or —C?C— or any of hydrogens may be replaced with halogen or —CN; A1, A2 and A3 are independently 1,4-cycolohexylene, 1,4-cyclohexenylene, 1,4-phenylene, naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,4-bicyclo[2.2.2]octylene and, in such a ring, any —CH2— may be replaced with —O—, any —CH? may be replaced with —N? and any hydrogen may be replaced with halogen; Z1, Z2 and Z3 are independently a single bond, —(CH2)2—, —(CF2)2—, —COO—, —OCO—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —CH?CH—, —CF?CF—, —C?C—, —(CH2)4—, —(CH2)3O— or —O(CH2)3—; p and q are independently 0 or 1. Also provided is a liquid crystal composition containing the same and a liquid crystal display element containing the composition.
    Type: Grant
    Filed: May 13, 2004
    Date of Patent: July 11, 2006
    Assignees: Chisso Petrochemical Corporation, Chisso Corporation
    Inventor: Takashi Kato
  • Patent number: 6403846
    Abstract: A composition containing less than 95 mol % of a trihydrofluorinated saturated hydrocarbon represented by the following formula (I) Rf1—R1—Rf2  (I) (wherein R1 represents a carbon chain in which CHF and CH2 are bound, and Rf1 and Rf2 are bound to each other to form a ring by a perfluoroalkylene chain of 2 to 4 carbon atoms) and the balance of a tetrahydrofluorinated saturated hydrocarbon having the same carbon number and the same carbon structure as the trihydrofluorinated saturated hydrocarbon, as represented by the following formula (II) Rf1—R2—Rf2  (II) (wherein R2 represents a carbon chain in which CH2 and CH3 are bound, and Rf1 and Rf2 are as defined above) is provided as a composition containing, in a high proportion, trihydrofluorocarbon, a hydrofluorocarbon (HFC) known to have a small global heating coefficient, which has less influence on the global environment, shows less toxicity to animals, and is chemically stable.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: June 11, 2002
    Assignees: Japan as Represented by Director General of Agency of Industrial Science and Technology, Nippon Zeon Co., Ltd.
    Inventors: Akira Sekiya, Toshirou Yamada, Takashi Uruma, Tatsuya Sugimoto
  • Publication number: 20020058765
    Abstract: The present invention relates to a metal-free cyclopentadienide compound which, in conjunction with a metallocene, is able to form a catalyst system that can be used for the polymerization of olefins. It is thus possible to dispense with the use of methylaluminoxane (MAO) or boron-containing compounds as co-catalyst and nevertheless achieve a high degree of catalytic activity. The invention relates also to a process for the preparation of the metal-free cyclopentadienide compound and to the use thereof as a catalyst component in the preparation of polyolefins.
    Type: Application
    Filed: August 3, 2001
    Publication date: May 16, 2002
    Inventors: Sigurd Becke, Uwe Denninger, Steffen Kahlert, Werner Obrecht, Claudia Schmid, Heike Windisch
  • Patent number: 6388151
    Abstract: A method for synthesizing tetramethylcyclopentadiene from 2,3-dibromobutane is described. A 2-bromo-2-butene Grignard is reacted with an ethyl formate to produce a 3,5-dimethyl-2,5-heptadiene-4-ol magnesium bromide which is then quenched with acetic acid to produce 3,5-dimethyl-2,5-hepadiene-4-ol.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: May 14, 2002
    Assignee: Boulder Scientific Company
    Inventors: Jeffrey M. Sullivan, Richard D. Crawford
  • Patent number: 6063971
    Abstract: A process for producing a compound of the formula (I) ##STR1## wherein Hal is chlorine or bromine, and R.sup.1 to R.sup.5 are, each independently, hydrogen, unsubstituted or substituted C.sub.1 -C.sub.10 -alkyl, or unsubstituted or substituted C.sub.6 -C.sub.10 -aryl;comprising reacting a compound of the formula (II) ##STR2## wherein R.sup.1 to R.sup.5 are the same as above with chlorine or bromine, the chlorine or bromine being in an excess of at least 5 mol % compared to the compound of formula (I), with an organic phosphorus compound of the formula (III) ##STR3## wherein each Ar is independently an unsubstituted or substituted C.sub.6 -C.sub.10 -aryl, the process yielding the compound of formula (I) having a purity of over 95%.
    Type: Grant
    Filed: June 28, 1999
    Date of Patent: May 16, 2000
    Assignee: Bayer AG
    Inventors: Joachim Komoschinski, Reinhold Gehring
  • Patent number: 5955627
    Abstract: According to the present invention, a process for the preparation of a cyclopropylacetylene derivative represented by the following formula (III): ##STR1## is provided, which comprises reacting a cyclopropylacrylic acid derivative represented by the following formula (I): ##STR2## with a halogenating agent to obtain a halogenocyclopropylpropionic acid derivative represented by the following formula (II): ##STR3## and reacting the halogenocyclopropylpropionic acid derivative with a base.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: September 21, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Makoto Nakazawa, Toshimichi Mitani, Yoichi Satake, Shigeo Oozono, Goro Asanuma, Manzo Shiono
  • Patent number: 5734061
    Abstract: The invention is directed to an improved process for the preparation of spirocyclic lactams which utilizes diiodides in the spiro alkylation of lactams N-substituted with a tertiary amine group. The resultant spirocyclic lactams are useful in the production of various substituted azaspiranes which are useful as immunomodulatory agents.
    Type: Grant
    Filed: June 13, 1996
    Date of Patent: March 31, 1998
    Assignee: SmithKline Beecham Corporation
    Inventor: David Ryckman
  • Patent number: 5593619
    Abstract: This invention relates to compositions containing improved granulated hexabromocyclododecane flame retardant products, flame retardant formulations containing products, and to a process for forming the improved granulated flame retardant products, wherein the granulated product is characterized as having a friability loss of less than about 8 percent.
    Type: Grant
    Filed: March 16, 1995
    Date of Patent: January 14, 1997
    Assignee: Albemarle Corporation
    Inventors: Scott A. Bottelberghe, Dustin H. Thomas, Terry M. Shurtleff, Roland G. Poertner
  • Patent number: 5498734
    Abstract: The magnesium complexes of cyclic hydrocarbons containing conjugated dienes, such as 1,2-dimethylenecycloalkanes, and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4 diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: March 12, 1996
    Assignee: University of Nebraska
    Inventor: Reuben D. Rieke
  • Patent number: 5384065
    Abstract: The invention relates to a matrix liquid-crystal display based on the principle of electrically controlled birefringence, havingtwo plane-parallel outer plates, which, together with a frame, form a cell,integrated nonlinear elements for switching individual pixels on the outer plates,a nematic liquid-crystal mixture of negative dielectric anisotropy and high specific resistance which is located in the cell,electrode layers covered by alignment layers on the insides of the outer plates, anda tilt angle between the longitudinal axis of the molecules at the surface of the outer plates and the outer plates of from about 85 degrees to 95 degrees,in which the nematic liquid-crystal mixture contains at least one compound which contains a structural element of the formula 1, 2 or 3 ##STR1## and to a process for the production thereof and to the nematic liquid-crystal mixture it contains.
    Type: Grant
    Filed: September 4, 1991
    Date of Patent: January 24, 1995
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Thomas Geelhaar, Bernhard Rieger, Volker Reiffenrath, Ekkehard Bartmann, David Coates
  • Patent number: 5356560
    Abstract: 2-Fluoroperfluoroalkylcyclohexene derivatives of the formula I ##STR1## where R is an alkyl or alkenyl radical having up to 18 carbon atoms which is unsubstituted or substituted by CN or by at least one halogen and in which one or more non-adjacent CH.sub.2 groups may be replaced by a radical selected from the group consisting of --O--, --S--, --CO--, --O--CO--, --CO--O-- and --C.ident.C--,A.sup.1 and A.sup.2 are each, independently of one another,a) a 1,4-phenylene radical, in which one or two CH groups may be replaced by N,b) a 1,4-cyclohexylene radical, in which one or two non-adjacent CH.sub.2 groups may be replaced by --O-- or --S--,c) a 1,4-cyclohexenylene, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or naphthalene-2,6-diyl radical,where the radicals a) and b) may be monosubstituted or polysubstituted by halogen atoms, cyano groups and/or methyl groups,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --C.ident.C--, --CH.dbd.CH--, --OCH.sub.
    Type: Grant
    Filed: August 20, 1993
    Date of Patent: October 18, 1994
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Herbert Plach
  • Patent number: 5288932
    Abstract: The present invention relates to a method for the production of substituted or unsubstituted chloromethyl and bromomethyl cyclopropane having a degree of purity above 85%, particularly above 90%, by reacting a hydroxymethyl cyclopropane of the formula ##STR1## where R is H, or one or two R groups are alkyl of from 1 to 10 carbon atoms or phenyl, with methane sulfonic acid chloride or methane sulfonic acid bromide in the presence of a trialkylamine and, if necessary, an organic solvent, preferably an organic solvent containing oxygen, at a temperature of from -20.degree. C. to +30.degree. C. over a period of time of from 1 to 30 hours, then heating the reaction mixture to a temperature of from 40.degree. to 80.degree. C., or to reflux temperature, without isolating the intermediate mesylate.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: February 22, 1994
    Assignee: Huels Aktiengesellschaft
    Inventor: Manfred Kaufhold
  • Patent number: 5246601
    Abstract: This invention relates to an improvement in a process for centrifuging a polyhalogenated product, the improvement comprising enhancing the porosity of a centrifuge filter cloth subsequent to one or more centrifugation cycles by effectively treating the centrifuge filter cloth with an amount of filter cloth treatment solution and at a temperature which are sufficient to enhance the centrifuge filter cloth porosity.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: September 21, 1993
    Assignee: Ethyl Corporation
    Inventor: Wayne D. Jensen
  • Patent number: 5231205
    Abstract: The magnesium complexes of cyclic hydrocarbons, such as 1,2-dimethylenecycloalkanes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4-diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, or bromoalkylnitriles serve as a convenient method for synthesizing spirocyclic systems. Significantly, spirocarbocycles prepared by thisThe present invention was made with Government support under Contract No. GM35153 awarded by the National Institute of Health. The Government has certain rights in the invention.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: July 27, 1993
    Assignee: Board of Regents of the University of Nebraska
    Inventor: Reuben D. Rieke
  • Patent number: 5177272
    Abstract: The invention relates to a process for preparing perhalogenated olefins which comprises reacting a perhalogenated alkane, having at least one atom of a halogen different from fluorine, with a tris-dialkylamino phosphine at temperature not higher than 60.degree. C.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: January 5, 1993
    Assignee: Ausimont S.p.A.
    Inventors: Vittorio Montanari, Darryl D. Desmarteau, Walter Navarrini
  • Patent number: 5157174
    Abstract: Hydrocarbons are oxychlorinated by reaction with gaseous HCl and an oxygen-containing gas, in the presence of a catalytically effective amount of a ternary copper/molybdenum chalcogenide having the formula:Cu.sub.x Mo.sub.6 Ch.sub.8wherein x is a number ranging up to 4 and Ch is sulfur, selenium or tellurium, advantageously, in the added presence of a known oxychlorination catalyst and, optionally, a proportion of inert particulate solids; the ternary molybdenum chalcogenides of the formula M.sub.x Mo.sub.6 S.sub.8 are also prepared, wherein M is a metal, advantageously by the hydrogen gas reduction of intimate admixture of MoS.sub.2 and metal M, or precursors thereof.
    Type: Grant
    Filed: October 2, 1991
    Date of Patent: October 20, 1992
    Assignee: Atochem
    Inventors: Murielle Rabiller-Baudry, Annick Faure, Jean Lesparre, Marcel Sergent, Roger Chevrel
  • Patent number: 5077444
    Abstract: A flame retardant product predominant in hexabromocyclododecane is prepared and dried by a process wherein gaseous ammonia is injected into the dryer system to prevent the formation of color bodies which contaminant the product.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: December 31, 1991
    Assignee: Ethyl Corporation
    Inventors: George W. Cook, Jr., George H. Ransford
  • Patent number: 5043492
    Abstract: A process for obtaining an improved yield of hexabromocyclododecane by utilizing a solvent in the reaction mass containing a minor amount of water.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: August 27, 1991
    Assignee: Ethyl Corporation
    Inventor: George H. Ransford
  • Patent number: 5004847
    Abstract: Methods for purifying and agglomerating hexabromocyclododecane particles by heating an admixture formed with wetcake and water.
    Type: Grant
    Filed: December 27, 1989
    Date of Patent: April 2, 1991
    Assignee: Ethyl Corporation
    Inventors: Phillip R. Beaver, Peter M. DiGiacinto, Donald O. Hutchinson, Julio J. Vega
  • Patent number: 4814524
    Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of an organic quaternary salt, e.g., quaternary ammonium or phosphonium salts, for a time sufficient to convert the haloformate to the corresponding halide.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: March 21, 1989
    Assignee: PPG Industries, Inc.
    Inventors: Robert G. Briody, James A. Manner
  • Patent number: 4792618
    Abstract: Fluoro-substituted carbocyclic compounds are prepared by(A) reacting hydrogen fluoride with a chloro-cyclohexenyl compound of the formula ##STR1## where R.sub.1 and R.sub.2 are independently selected from the group consisting of --H, --CH.sub.2 OH, --COF, --COCl, --CF.sub.3, --CN, ##STR2## and --CH.sub.2 R, where R is --H or alkyl of 1-4 carbon atoms, to form a gem-dihalocyclohexane compound of the formula ##STR3## where X is chlorine and R.sub.1 and R.sub.
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: December 20, 1988
    Assignee: Occidental Chemical Corporation
    Inventors: Joseph F. Bieron, David Y. Tang
  • Patent number: 4783563
    Abstract: Hexabromocyclododecane may be synthesized at a high yield in pure form by brominating 1,5,9-cyclododecatriene with bromine in a C.sub.4 -C.sub.8 saturated aliphatic alcohol in the presence of a boron trifluoride complex, neutralizing the reaction mixture with a non-aqueous base, and recovering the resulting crystals of hexabromocyclododecane.
    Type: Grant
    Filed: January 28, 1988
    Date of Patent: November 8, 1988
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Akira Taniuchi, Takuji Nakano, Setsuo Nishibori
  • Patent number: 4720591
    Abstract: Chloro-olefins which contain a group of the formula ##STR1## where Y is chlorine or hydrogen, which are prepared by a process in which a trichloromethyl compound which contains a group of the general formula ##STR2## where X is hydrogen or an organic radical, is reduced with a chromium(II) salt in an aqueous medium.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: January 19, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Steckhan, Reinhard Wolf, Hermann Puetter
  • Patent number: 4714785
    Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of a carbon catalyst for a time sufficient to convert the haloformate to the corresponding halide.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: December 22, 1987
    Assignee: PPG Industries, Inc.
    Inventor: James A. Manner
  • Patent number: 4694104
    Abstract: The invention relates to polyoxyalkylene quaternized salts as phase transfer catalysts for liquid/liquid phase cyclopropanation, substitution or addition reactions involving a normally liquid or solvent soluble olefinically unsaturated hydrocarbon and the process in which said quaternary compound is utilized. The involved quaternized salts are defined by the formula: ##STR1## wherein R is alkyl having 8 to 30 carbon atoms, blends thereof or alkyl-substituted phenyl of 10 to 24 carbon atoms;n has a value of from 2 to 14 and includes mixtures within said range;R.sub.1 and R.sub.2 are hydrogen atoms or one of R.sub.1 and R.sub.2 is methyl;R.sub.3, R.sub.4 and R.sub.5 are independently hydrogen, an alkyl radical of 1 to 6 carbon atoms or phenyl or one of R.sub.3, R.sub.4 and R.sub.5 is an .beta.-ethyl-alkali metal sulfonate;A is a phosphorous or a nitrogen atom; and halo is a chlorine or bromine ion.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: September 15, 1987
    Assignee: GAF Corporation
    Inventors: Paritosh M. Chakrabarti, Sureshchandra G. Desai, Lindley S. Wood, Jr.
  • Patent number: 4686310
    Abstract: Described are the 2-isopropenyl-5-methylcyclopentanealkanols and esters thereof having the generic structure: ##STR1## wherein R.sub.1 represents hydrogen or C.sub.2 -C.sub.3 acyl and wherein n represents 0 or 1 and uses thereof in augmenting or enhancing the aroma of consumable materials including perfume compositions, colognes and perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, cosmetic compositions, fabric softener compositions, fabric softener articles and hair preparations.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: August 11, 1987
    Assignee: International Flavors & Fragrances Inc.
    Inventor: John B. Hall
  • Patent number: 4665247
    Abstract: The present invention provides a process which is adapted for cyclodimerization of 1,3-butadiene to 4-vinylcyclohexene-1 under Diels-Alder conditions in the presence of a copper-containing ZSM-12.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: May 12, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Ralph M. Dessau
  • Patent number: 4627933
    Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 or R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: December 9, 1986
    Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defense in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
  • Patent number: 4622334
    Abstract: Combating fungi with a 3-cycloalkyl-1-(1,3-dioxan-5-yl)-2-(1,2,4-triazol-1-yl)-propan-1-one or -propan-1-ol of the formula ##STR1## in which R.sup.1 is optionally substituted cycloalkyl,R.sup.2 is hydrogen or alkyl,R.sup.3 is hydrogen or alkyl andX is ##STR2## or a plant-tolerated addition product with an acid or metal salt.
    Type: Grant
    Filed: August 3, 1984
    Date of Patent: November 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf Reiser, Wolfgang Kramer, Karl H. Buchel, Wilhelm Brandes, Paul Reinecke
  • Patent number: 4571438
    Abstract: A process for the preparation of olefinic aldehydes and intermediates is disclosed. The condensation of an .alpha.,.omega.-dihalide with a metal acetylide gives an acetylenic halide which can be reduced to give an olefinic halide, then oxidized to give the desired olefinic aldehyde or the acetylenic halide can be oxidized first to give an acetylenic aldehyde and then reduced to give the desired olefinic aldehyde.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: February 18, 1986
    Assignee: Phillips Petroleum Company
    Inventors: Jim D. Byers, Dennis S. Banasiak
  • Patent number: 4551264
    Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.
    Type: Grant
    Filed: March 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Michael Romer, Georg Weber
  • Patent number: 4540826
    Abstract: A process for the preparation of olefinic aldehydes and intermediates is disclosed. The condensation of an .alpha.,.omega.-dihalide with a metal acetylide gives an acetylenic halide which can be reduced to give an olefinic halide, then oxidized to give the desired olefinic aldehyde or the acetylenic halide can be oxidized first to give an acetylenic aldehyde and then reduced to give the desired olefinic aldehyde.
    Type: Grant
    Filed: August 12, 1983
    Date of Patent: September 10, 1985
    Assignee: Phillips Petroleum Company
    Inventors: Dennis S. Banasiak, Jim D. Byers
  • Patent number: 4272456
    Abstract: New derivatives of 8-dehydro-vitamin A obtained by vinylating or ethynylating and subsequently partially hydrogenating, 1-[3-methyl-octa-1-yne,3,5,-dien-7-on-1-yl]-2,6-dimethyl-cyclohex-1-ene or its 5- and/or 6-methyl derivatives, converting the resulting alcohols to the corresponding derivatives of 8-dehydro-vitamin A halides by reacting with thionyl chloride or phosgene, and if required converting the resulting alcohols or halides to the corresponding trialkylphosphonium salts or triarylphosphonium salts, or reacting the 8-dehydro-vitamin A halide derivatives with alkali metal salts or alkaline earth metal salts or anhydrides of lower carboxylic acids. The new compounds can be partially hydrogenated to the corresponding polyene compounds, in which case the cis-trans isomer mixtures first obtained can be rearranged in the conventional manner to the physiologically active all-trans compounds.
    Type: Grant
    Filed: January 12, 1979
    Date of Patent: June 9, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Baumann, Werner Hoffmann
  • Patent number: 4233251
    Abstract: There is disclosed a process for the production of hexachlorocyclopentadiene comprising the steps of:(a) reacting liquid cyclopentadiene and chlorine at a temperature of from about 0 to about 100 degrees centigrade until a minimum of four chlorine atoms has been added per mole of cyclopentadiene to form a first-stage product;(b) heating the resultant liquid reaction product of step (a) in a second stage at a temperature of from about 140 degrees centigrade to below about 200 degrees centigrade with chlorine in the presence of from about 0.0001 percent to about 5.0 percent (by weight) of a phosphorus compound until the reaction products of step (a) contain an average of about six chlorine atoms per molecule, based on cyclopentadiene starting material, wherein said phosphorus compound is ##STR1## wherein a, b, c, d, e, f, and g are integers independently selected from the group consisting of 0 and 1, and R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: November 11, 1980
    Assignee: Velsicol Chemical Corporation
    Inventors: Glendon D. Kyker, Kalidas Paul