Aryl-oxy-alkenyl Or Aryl-oxy-alkynyl Patents (Class 568/657)
  • Patent number: 9284201
    Abstract: The present invention relates to amine modified clay sorbents and methods for their use. The sorbents of the present invention have particular application for the sorption of hydrophobic contaminants, particularly constituents of AFFFs, surfactants and/or perfluorinated or polyfluorinated compounds.
    Type: Grant
    Filed: December 7, 2010
    Date of Patent: March 15, 2016
    Assignee: CRC CARE Pty Ltd
    Inventors: Venkata Subba Rao Kambala, Ravendra Naidu
  • Publication number: 20110084230
    Abstract: The present application discloses a process for preparing a compound of the general formula R1-M1-Ad.zLiX (I) by reacting a compound R1-A (III) with an element M1 in the presence of lithium salts. The application also discloses a process for preparing a compound of the general formula R1m-M3-Tm.zLiX (II) by reacting a compound R1-A (III) with an M3-containing compound in the presence of lithium salts and in the presence of an elemental metal M2. The metal M3 may be selected from Al, Mn, Cu, Zn, Sn, Ti, In, La, Ce, Nd, Y, Li, Sm, Bi, Mg, B, Si and S.
    Type: Application
    Filed: April 3, 2007
    Publication date: April 14, 2011
    Inventors: Paul Knochel, Andrei Gavryushin, Vladimir Malakhov, Arkady Krasovskiy
  • Patent number: 7842843
    Abstract: To provide a C4 fraction that contains significantly reduced amounts of butynes and methylallene and to provide a process for low-cost and effective production of ethers in which the C4 fraction is used as the starting material for a telomerization process. A mixture containing 25 to 80 mass % 1,3-butadiene, 13 to 68 mass % butenes and 2 to 15 mass % butanes with butynes and methylallene being contained in amounts of 50 ppm or less and 5 to 800 ppm, respectively.
    Type: Grant
    Filed: November 29, 2006
    Date of Patent: November 30, 2010
    Assignee: Kuraray Co., Ltd.
    Inventors: Jin Tokuyasu, Hideharu Iwasaki
  • Publication number: 20100261936
    Abstract: A process of producing ?,?-unsaturated ethers includes pyrolyzing an acetal represented by Formula (2) below in a gas phase in the presence of a catalyst and a compound having at least one hydrogen atom capable of hydrogen bonding to produce an ?,?-unsaturated ether represented by Formula (3) below: R1R2CH—CR3(OR4)2??(2) R1R2C?C—R3(OR4)??(3) In Formulae (2) and (3), R1, R2 and R3 are each independently a hydrogen atom, an alkyl group, an alkenyl group or an aryl group; R4 is an alkyl group, an alkenyl group or an aryl group; the plurality of R4 in Formula (2) may be the same or different from each other.
    Type: Application
    Filed: November 6, 2008
    Publication date: October 14, 2010
    Applicant: SHOWA DENKO K.K.
    Inventors: Yoshikuni Okumura, Hiroto Kouka, Takanori Aoki
  • Patent number: 7622616
    Abstract: A process for obtaining vinyl compounds by dehalogenation of halofluorinated compounds having a linear, branched or cyclic structure, said halofluorinated compounds containing in the molecule at least one group: wherein Y1 and Y2, equal to or different from each other, are selected from Cl, Br, I; wherein the halofluorinated compounds are dehalogenated in the presence of a transition metal, or of transition metal couples, by operating in a biphasic system of solvents immiscible among each other, formed of a (per)fluorinated solvent and a dipolar aprotic or protic solvent (co-solvent), wherein the ratio moles co-solvent/equivalents of the halofluorinated compound ranges from 0.5 to 10, preferably from 0.5 to 5, still more preferably from 1 to 3.
    Type: Grant
    Filed: May 4, 2006
    Date of Patent: November 24, 2009
    Assignee: Solvay Solexis S.p.A.
    Inventors: Ivan Wlassics, Vito Tortelli
  • Patent number: 7119222
    Abstract: A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a multidentate phosphite compound.
    Type: Grant
    Filed: August 27, 2003
    Date of Patent: October 10, 2006
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masaki Takai, Yoshiyuki Tanaka
  • Patent number: 7115784
    Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.
    Type: Grant
    Filed: January 4, 2005
    Date of Patent: October 3, 2006
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
  • Patent number: 7094918
    Abstract: Novel ultraviolet absorbing compounds that are liquid in nature, are low in color (and thus permit use without the concomitant necessity of adding large amounts of other coloring agents to combat such discoloring), and are highly effective in providing protection in wavelength ranges for which previous attempts at low-color ultraviolet absorbers have failed are provided herein. Such compounds provide such excellent, inexpensive, and beneficial protection from ultraviolet exposure within various media, including, but not limited to, clear thermoplastics. The particular compounds are generally polymeric in nature including various chain lengths of polyoxyalkylenes thereon and are liquid in nature to facilitate handling and introduction within the target media. In addition, such ultraviolet absorbers also exhibit extremely low migratory properties thereby providing long-term protective benefits to the target media as well.
    Type: Grant
    Filed: April 28, 2003
    Date of Patent: August 22, 2006
    Assignee: Milliken & Company
    Inventors: Jusong Xia, Mary E. Mason, Eric B. Stephens
  • Patent number: 6891058
    Abstract: Novel ultraviolet absorbing compounds that are liquid in nature, are extremely low in color (and thus permit use without the concomitant necessity of adding large amounts of other coloring agents to combat such discoloring), and are highly effective in providing protection in wavelength ranges for which previous attempts at low-color ultraviolet absorbers have failed are provided herein. Such compounds provide such excellent, inexpensive, and beneficial protection from ultraviolet exposure within various media, including, but not limited to, clear thermoplastics. The particular compounds are generally polymeric in nature including various chain lengths of polyoxyalkylenes thereon and are liquid in nature to facilitate handling and introduction within the target media. In addition, such ultraviolet absorbers also exhibit extremely low migratory properties thereby providing long-term protective benefits to the target media as well.
    Type: Grant
    Filed: January 3, 2003
    Date of Patent: May 10, 2005
    Assignee: Milliken & Company
    Inventors: Xiaodong E. Zhao, Todd D. Danielson, Mary E. Mason, Daniel M. Connor, Eric B. Stephens, Jason D. Sprinkle, Jusong Xia
  • Patent number: 6809223
    Abstract: An improved method is described for making 9-deoxy-PGF1-type compounds. In contrast to the prior art, the method is stereoselective and requires fewer steps than the known methods for making these compounds. “Also described are novel intermediate compounds used in the process described for making 9-deoxy-PGF1-type compounds.
    Type: Grant
    Filed: August 27, 2003
    Date of Patent: October 26, 2004
    Assignee: United Therapeutics Corporation
    Inventors: Robert M. Moriarty, Hitesh Bhatra
  • Patent number: 6559216
    Abstract: Novel ultraviolet absorbing compounds that are liquid in nature, are extremely low in color (and thus permit use without the concomitant necessity of adding large amounts of other coloring agents to combat such discoloring), and are highly effective in providing protection in wavelength ranges for which previous attempts at low-color ultraviolet absorbers have failed are provided herein. Such compounds provide such excellent, inexpensive, and beneficial protection from ultraviolet exposure within various media, including, but not limited to, clear thermoplastics. The particular compounds are generally polymeric in nature including various chain lengths of polyoxyalkylenes thereon and are liquid in nature to facilitate handling and introduction within the target media. In addition, such ultraviolet absorbers also exhibit extremely low migratory properties thereby providing long-term protective benefits to the target media as well.
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: May 6, 2003
    Assignee: Milliken & Company
    Inventors: Xiaodong E. Zhao, Todd D. Danielson, Mary E. Mason, Daniel M. Connor, Eric B. Stephens, Jason D. Sprinkle, Jusong Xia
  • Patent number: 6399837
    Abstract: A method of polymerizing at least one olefin comprising contacting the olefin with a catalyst composition comprising: 1) a procatalyst composition comprising a magnesium and titanium-containing component and an electron donor compound of the structure: wherein R1 is ethoxy, and R2 is an alkoxy group having from one to ten carbon atoms, and R3-R6 are each individually, hydrogen, hydrocarbyl, hydrocarboxy, nitro, a silyl group or a halogen, 2) a cocatalyst and optionally 3) a selectivity control agent.
    Type: Grant
    Filed: June 5, 2000
    Date of Patent: June 4, 2002
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stanley Edward Wilson, Robert Converse Brady, III
  • Patent number: 6271423
    Abstract: A process for preparing butenyl ethers of the formula I CH3—CH═CH—CH2—OR  I by reacting butadiene or butadiene-containing hydrocarbon streams with alcohols of the formula II ROH  II at elevated temperature and superatmospheric pressure in the presence of transition metal complexes containing ligands of compounds of elements of group V of the Periodic Table of the Elements to form an isomer mixture of butenyl ethers of the formula I and butenyl ethers of the formula III CH2═CH—CH(OR)—CH3  III and, optionally, isomerizing the butenyl ethers of the formula III to butenyl ethers of the formula I, where R is as defined in the specification and the catalyst used is a complex of a transition metal of group VIII of the Periodic Table of the Elements with ligands of the formula IV where M is an iron, cobalt, nickel, or ruthenium atom, X is a bridge and where n, y and R1-R6 are as defined in the specification.
    Type: Grant
    Filed: December 8, 1999
    Date of Patent: August 7, 2001
    Assignee: BASF Aktiengesellschaft
    Inventor: Jürgen Dahlhaus
  • Patent number: 6211416
    Abstract: Enol ethers of the formula I where R1 is an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical which may carry further substituents which do not react with acetylenes or allenes, and the radicals R, independently of one another, are hydrogen or aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radicals, which may be bonded to one another to form a ring, and m is 0 or 1, are prepared by reacting an acetal or ketal of the formula II with an acetylene or allene of the formula III or IV where R and R1 have the abovementioned meanings, in the gas phase at elevated temperatures in the presence of a zinc- or cadmium- and silicon- and oxygen-containing heterogeneous catalyst.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: April 3, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Joaquim Henrique Teles, Norbert Rieber, Klaus Breuer, Dirk Demuth, Hartmut Hibst, Heinz Etzrodt, Udo Rheude
  • Patent number: 6166226
    Abstract: A method for preparing an aryl ether compound is provided in which an alcohol is reacted with an aromatic compound in the presence of a base, and a transition metal catalyst selected from the group consisting of platinum and nickel to form an aryl ether. The aromatic compound comprises an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa of less than 5.0. The catalyst is preferably a soluble palladium complex in the presence of supporting ligands.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: December 26, 2000
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, Michael Palucki
  • Patent number: 6156889
    Abstract: The subject matter of the present invention relates to a reagent and a process useful for cleaving a functional group protected by an alkoxycarbonyl group during an organic synthesis. This reagent comprises: a) an aqueous phase; b) a catalyst comprising at least one group VIII element in the periodic table of elements and at least one water-soluble ligand, wherein the group VIII element in the periodic table is maintained in the aqueous phase by the formation of a complex with at least one water-soluble ligand; and c) a nucleophilic compound soluble in the aqueous phase; and optionally d) an organic phase.
    Type: Grant
    Filed: October 9, 1998
    Date of Patent: December 5, 2000
    Assignee: Rhodia Chimie
    Inventors: Jean-Marie Bernard, Errol Blart, Jean-Pierre Genet, Monique Savignac, Sandrine Lemaire-Audoire
  • Patent number: 6124507
    Abstract: Novel compositions of the structure ##STR1## wherein R.sup.1 and R.sup.2 are each an alkoxy group which may be the same or different and have from one to ten carbon atoms, and R.sup.3 -R.sup.6 are each individually, hydrogen, hydrocarbyl, hydrocarboxy, nitro, a silyl group or a halogen, with the provisos that if either R.sup.1 or R.sup.2 are methoxy, then at least one of R.sup.3 -R.sup.6 is not hydrogen, if R.sup.1 and R.sup.2 are both ethoxy, then at least one of R.sup.3 -R.sup.6 is not hydrogen, and R.sup.1 and R.sup.2 cannot both be methoxy, are taught herein, which may be used as electron donors, either internal or external, for catalysts used in the polymerization of olefins.
    Type: Grant
    Filed: December 10, 1997
    Date of Patent: September 26, 2000
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stanley Edward Wilson, Robert Converse Brady, III
  • Patent number: 6106908
    Abstract: Liquid crystalline compounds useful in super twisted nematic liquid crystal displays are described and have the formula: ##STR1## wherein n is 1-5;m is 0-5;p is 0, 1 or 2;q is 0, 1 or 2p+q is less than or equal to 3;A.sub.1, A.sub.2, A.sub.3 are independently chosen from 1,4-disubstituted benzene 2,5-disubstituted pyrimidine, 1,5-disubstituted pyridine, 2,6-disubstituted naphthalene which may be laterally substituted with F, Cl, Br or CN, trans-1,4-disubstituted cyclohexane 2,5-disubstituted dioxane, 2,5-disubstituted thiophene, 2,5-disubstituted furan, 2,5-disubstituted thiodiazoleZ.sub.1 may be COO, OOC, OCH.sub.2, O;Z.sub.2, Z.sub.3 are independently chosen from a direct bond, COO, OOC, C.sub.2 H.sub.4, CH.sub.2 O, OCH.sub.2, C.sub.4 H.sub.8, C.sub.3 H.sub.6 O, (E)--CH.dbd.CHC.sub.2 H.sub.4, (E)--CH.dbd.CHCH.sub.2 O, --C.tbd.C--;R.sub.1 is alkyl, and may contain up to 20 carbon atoms and may be branched or a straight chain; provided that at least one of, A.sub.1, A.sub.2, A.sub.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: August 22, 2000
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Warren L Duffy, John W Goodby, Stephen M Kelly
  • Patent number: 5986137
    Abstract: A process and reagent for allylating a nucleophile preferably of formula (V).(R).sub.n Ar--Y--H (V)The nucleophile is reacted with a reagent containing an allyl derivative and a catalyst in an aqueous phase containing at least lone element of group VIII of the Classification of the elements. A water-soluble phosphine may also be present in the reagent, and the reagent may also contain at least one organic phase.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: November 16, 1999
    Assignee: Rhodia Chimie
    Inventors: Jean-Michel Grosselin, Hubert Kempf, Jean-Pierre LeCouve
  • Patent number: 5847166
    Abstract: A method for preparing an aryl ether compound is provided in which an alcohol is reacted with an aromatic compound in the presence of a base, and a transition metal catalyst selected from the group consisting of platinum and nickel to form an aryl ether. The aromatic compound comprises an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa of less than 5.0. The catalyst is preferably a soluble palladium complex in the presence of supporting ligands.
    Type: Grant
    Filed: October 10, 1996
    Date of Patent: December 8, 1998
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, Michael Palucki
  • Patent number: 5847117
    Abstract: The subject matter of the present invention relates to a reagent and a process useful for cleaving a functional group protected by an alkoxycarbonyl group during an organic synthesis. This reagent comprises: a) an aqueous phase; b) a catalyst comprising at least one group VIII element in the periodic table of elements and at least one water-soluble ligand, wherein the group VIII element in the periodic table is maintained in the aqueous phase by the formation of a complex with at least one water-soluble ligand; and c) a nucleophilic compound soluble in the aqueous phase; and optionally d) an organic phase.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: December 8, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Marie Bernard, Errol Blart, Jean-Pierre Genet, Monique Savignac, Sandrine Lemaire-Audoire
  • Patent number: 5786520
    Abstract: Carbocyclic/aliphatic ethers, for example anisole, quaicol, guaethol, p-methoxyphenol and ethylene dioxybenzene, are selectively prepared, in good yield, by reacting a phenolic compound, for example a phenol, hydroquinone, pyrocatechin, naphthol, or the like, with an alcohol, for example methanol, ethanol, isopropanol, ethylene glycol, etc., in gaseous phase, in the presence of a catalytically effective amount of a trivalent rare earth metal orthophosphate, for example a lanthanum, cerium or samarium orthophosphate, optionally doped with an alkali or alkaline earth metal, preferably cesium.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: July 28, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Laurent Gilbert, Marcelle Janin, Anne-Marie Le Govic, Philippe-Jean Tirel
  • Patent number: 5633411
    Abstract: Allylic styrene ether compounds of the formula: ##STR1## where R.sup.1 is an optionally substituted allylic or propargyl hydrocarbon group, and R.sup.2, R.sup.3, and R.sup.4 are independently H, C.sub.1-6 hydrocarbon or C.sub.1-6 hydrocarbonoxy groups, are prepared in a single pot reaction from relatively low cost materials. The method includes the steps of reacting a 4-acyloxystyrene of the formula ##STR2## where R is an acyl group, with at least one mole of a base which can readily saponify or hydrolyze the phenolic ester bond per mole of acyloxystyrene, and then adding to the reaction mixture an alloylating agent of the formula R.sup.1 X, where R.sup.1 is as previously defined and X is chloride, bromide, iodide, a sulfonic ester or a hydrocarbon sulfate group, to form said allylic styrene ether compound. The method may be employed to prepare mono-styryl functional compounds or di-styryl functional compounds such as 1,4-bis(4'-vinylphenoxy)but-2-ene.
    Type: Grant
    Filed: May 28, 1996
    Date of Patent: May 27, 1997
    Assignee: Loctite Corporation
    Inventors: John G. Woods, Maria Masterson
  • Patent number: 5393776
    Abstract: This invention relates to structurally novel acyclic tocotrienol analogs, which are useful for cholesterol/lipid lowering in cases of hypercholesterolemia and hyperlipidemia, and for atherosclerosis. Also provided are pharmaceutical compositions and a method of use employing those compositions.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: February 28, 1995
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5242996
    Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: September 7, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
  • Patent number: 5141970
    Abstract: A method of forming high-temperature resistant polymers by a 2 step curing process comprising(a) curing a polymerizable composition at least one aromatic compound having alpha and/or beta instruction which is not substantially reactive under the curing condition of step a, particularly allyl or properyl, and(b) heating the cured composition of step a in the presence of acid to form a crosslinked resin.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: August 25, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: Ciaran B. McArdle, Joseph Burke, John G. Woods, Edward K. Welch, II
  • Patent number: 5084490
    Abstract: Styryloxy compounds of the formula IV ##STR1## wherein R.sup.1 and R.sup.2 are H, or one of R.sup.1 and R.sup.2 is H and the other is methyl;R.sup.7 and R.sup.8 (which may be the same or different) are H, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkenyl; or one of R.sup.7 and R.sup.8 may be --OR.sup.6 or C.sub.1 -C.sub.5 alkoxy or C.sub.1 -C.sub.5 alkenyloxy if R.sup.2 is not methyl;R.sup.6 is selected from the group consisting of: ##STR2## where R.sup.10 is C.sub.1 -C.sub.5 alkyl; and R.sup.11, R.sup.12 and R.sup.13, which may be the same or different, are H or C.sub.1 -C.sub.5 alkyl, are described as new low viscosity liquid styryloxy monomers which can be photocured and which form transparent polymers. They have an advantageous effect in a mixture with 4-allyloxystyrene, and this mixture has a synergistic effect in combination with divinyl ethers of a polyalkylene oxide.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: January 28, 1992
    Assignee: Loctite (Ireland) Limited
    Inventors: Ciaran B. McArdle, Joseph Burke, John G. Woods
  • Patent number: 4931589
    Abstract: A compound of formula (I) ##STR1## its isomers and its salts in which R.sub.1, R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, halogen, C.sub.1 -C.sub.8 acyloxy or hydroxyl;R' is hydrogen or C.sub.1 -C.sub.6 -alkyl;R" is either a polyene chain or a benzene ring are useful in cosmetics and in the treatment of various dermatological and other complaints.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: June 5, 1990
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Maignan, Serge Restle, Braham Shroot
  • Patent number: 4846998
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.4 --,A is a trans-1,4-cyclohexylene group which can be substituted in the 2-, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, and which may also be substituted in the 1- and/or 4-position,A.sup.2, A.sup.3 and A.sup.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 11, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
  • Patent number: 4847429
    Abstract: Process is disclosed for the preparation of phenylhydroquinones by the alkylation of hydroquinone (or derivatives thereof) with the cyclohexyl moieties, cyclohexanol or cyclohexene (or derivatives thereof), followed by dehydrogenation of the intermediate cyclohexylhydroquinone.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: July 11, 1989
    Assignee: Eastman Kodak Company
    Inventors: Carl M. Lentz, Bruce L. Gustafson, Dale E. Van Sickle, Joseph S. Bowers, Jr.
  • Patent number: 4835272
    Abstract: A process for formation of a base, which comprises reacting an acetylide compound with a salt. The acetylide compound has the following formula:(R--C.tbd.C--).sub.n Mwherein R is a monovalent group selected from the group consisting of an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group and a heterocyclic group, each of which may have one or more substituent groups; M is an n-valent transition metal atom; and n is 1, 2 or 3. The salt is composed of an anion having an affinity for the transition metal (M) (the affinity of the anion for the transition metal is more than that of the acetylide anion (R--C.tbd.C.crclbar.)), and a cation derived from one selected from the group consisting of an alkali metal, an alkaline earth metal, ammonia and an organic base. A light-sensitive material containing the acetylide compound and the salt is also disclosed.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: May 30, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Shunichi Ishikawa, Ken Kawata
  • Patent number: 4831183
    Abstract: A process for the telomerization of a conjugated alkadiene with an organic hydroxy compound to produce an organo-oxyalkadiene is disclosed. A palladium catalyst having an ionic ligand is employed in a substantially oxygen-free environment in the presence of an aprotic polar solvent so that the reaction products may be separated from the catalyst by solvent extraction with a hydrocarbon solvent.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: May 16, 1989
    Assignee: National Distillers and Chemical Corporation
    Inventor: Ronnie M. Hanes
  • Patent number: 4825005
    Abstract: The invention relates to a novel process for the preparation of ether and thioether compounds of formula ##STR1## by reacting compounds of formula ##STR2## with compounds of formulaR.sub.1 --Ywherein R, R.sub.1, X, Y and n are as defined in claim 1, in the presence of an acid acceptor and in an aliphatic ketone, which process is carried out under pressure in the temperature range from 115.degree. to 200.degree. C.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: April 25, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Frey, Bernd Dill
  • Patent number: 4740330
    Abstract: The aromatic hydroxyl groups of aromatic hydroxyl-containing compounds can be allylated to greater than 95% conversion by reacting the alkali metal salt of said aromatic hydroxyl-containing compounds with an allyl halide such as allyl chloride in the presence of a polar aprotic solvent such as dimethylformamide. These compounds are useful in preparing epoxy resins containing a low halogen content.
    Type: Grant
    Filed: September 3, 1986
    Date of Patent: April 26, 1988
    Assignee: The Dow Chemical Company
    Inventors: Chun S. Wang, Zeng-kun Liao
  • Patent number: 4663478
    Abstract: By reacting a phenol compound with an organic halide selected from the group consisting of a haloform, a carbon tetrahalide and a substituted or unsubstituted allyl halide in the presence of an alkali metal hydroxide, using as a catalyst a fixed cyclodextrin having hydroxyl groups crosslinked with a bivalent hydrocarbon group having free valences at its both ends, said hydrocarbon group having at least one hydrogen atom substituted or unsubstituted with a member selected from the group consisting of an alkyl group, a halogen atom and a hydroxyl group and containing or not containing at least one combination of two neighboring carbon atoms having therebetween at least one member selected from the group consisting of an oxygen atom, a sulfur atom and a phenylene, various useful para-substituted phenol derivatives can be advantageously obtained.
    Type: Grant
    Filed: April 18, 1985
    Date of Patent: May 5, 1987
    Assignee: Hidefuni Hirai
    Inventors: Hidefuni Hirai, Makoto Komiyama, Izuru Sugiura
  • Patent number: 4642349
    Abstract: Aromatic ethers or polyethers are prepared by reacting an organic halide such as a hydrocarbon halide with an aryl lower alkyl carbonate in the presence of an initiator.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: February 10, 1987
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4642392
    Abstract: A process for the telomerization of a conjugated alkadiene with an alkanol is disclosed for the production of an organo-oxyalkadiene. A palladium catalyst having a phosphine or stibene ligand is employed in a substantially oxygen-free environment and in the presence of a high boiling solvent so that the reaction products may be separated from the catalyst by distillation. Vacuum fractional distillation is a preferred method for separating the products.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: February 10, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventor: Ronnie M. Hanes
  • Patent number: 4613703
    Abstract: An isomeric mixture of C- and O-allylated aromatic compounds is prepared by contacting an allyl halide, a hydroxyaromatic reactant, an alkaline agent, water and a quaternary salt catalyst. This mixture may be thermally isomerized to obtain the C-allylated compounds in high yield.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: September 23, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4560786
    Abstract: .DELTA..sup.8,9 -Prostane derivatives of Formula I ##STR1## wherein R.sub.1 is CH.sub.2 OH or ##STR2## wherein R.sub.2 is hydrogen, alkyl, cycloalkyl, aryl, or a heterocyclic residue; or R.sub.1 is ##STR3## wherein R.sub.3 is an acid residue or R.sub.2 ; A is --CH.sub.2 --CH.sub.2 -- or cis--CH.dbd.CH;B is --CH.sub.2 --CH.sub.2 --, trans--CH.dbd.CH-- or --C.tbd.C--W is a free or functionally modified hydroxymethylene group or free or functionally modified ##STR4## wherein the OH--group can be in the .alpha.-- or .beta.-- position; D and E jointly are a direct bond orD is straight chain or branched alkylene or alkenylene of 1-10 carbon atoms which can optionally be substituted by fluorine atoms, and E is oxygen, sulfur, a direct bond, --C.tbd.C-- or --CR.sub.6 .dbd.CR.sub.7 --, wherein R.sub.6 and R.sub.7 differ from each other and each is hydrogen, chlorine or alkyl;R.sub.4 is free or functionally modified hydroxy andR.sub.
    Type: Grant
    Filed: June 24, 1982
    Date of Patent: December 24, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Raduechel, Norbert Schwarz, Helmut Vorbrueggen, Walter Elger, Olaf Loge, Michael-Harold Town
  • Patent number: 4523031
    Abstract: By reacting, using as a catalyst a modified or unmodified cyclodextrin, a phenol compound with an organic halide selected from the group consisting of a carbon tetrahalide and a substituted or unsubstituted allyl halide in the presence of an alkali metal hydroxide, a substituent group derived from said organic halide can be introduced to the para-position of the phenol compound with high selectivity, whereby various useful para-substituted phenol derivatives can be advantageously obtained.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: June 11, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hidefumi Hirai, Makoto Komiyama
  • Patent number: 4523037
    Abstract: By reacting, using as a catalyst a modified or unmodified cyclodextrin, a phenol compound with a haloform in the presence of an alkali metal hydroxide, while maintaining the molar ratio of the cyclodextrin to the haloform at 0.5 to 10, a substituent group derived from the haloform can be introduced to the para-position of the phenol compound with high selectivity, whereby useful para-substituted phenol derivatives can be advantageously obtained.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: June 11, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hidefumi Hirai, Makoto Komiyama
  • Patent number: 4507492
    Abstract: Allyl derivatives of phenols, thiophenols and arylamines are prepared by contacting such aromatic reactant with an allyl lower alkyl carbonate in the presence of a molybdenum, tungsten or Group VIII metal.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: March 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • 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: 4393249
    Abstract: A process for removing alkynes from hydrocarbon mixtures, particularly those containing butadiene by reacting the alkynes with hydroxyl group containing organic compounds in the presence of a silver exchanged ion-exchange resin and separating the products formed from the unreacted components of said mixture.
    Type: Grant
    Filed: October 23, 1981
    Date of Patent: July 12, 1983
    Assignee: The Dow Chemical Company
    Inventors: Albert Heuvelsland, Fritz F. F. Jann, Greet de Block-Martens
  • Patent number: 4314086
    Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4219677
    Abstract: A process for the telomerization of dienes with a telomerizing compound containing a mobile hydrogen atom is disclosed wherein the reaction between the diene and the telomerizing agent is effected in the presence of a catalytic system comprising a water-soluble sulfonated triaryl phosphine compound, preferably a water-soluble salt of a mono-, di-, or trisulfonated triphenyl phosphine and a transition metal compound, preferably palladium or a palladium-containing compound. Water is added either before or after the reaction is completed and the reaction products can easily be separated from the aqueous catalyst solution.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: August 26, 1980
    Assignee: Rhone-Poulenc Industries
    Inventor: Emile Kuntz
  • Patent number: 4209639
    Abstract: This disclosure describes novel 13-thia prostanoic acids and derivatives thereof useful in causing prostaglandin-like biological responses.
    Type: Grant
    Filed: September 22, 1975
    Date of Patent: June 24, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4142060
    Abstract: A process for the telomerization of dienes with a telomerizing compound containing a mobile hydrogen atom is disclosed wherein the reaction between the diene and the telomerizing agent is effected in the presence of a catalytic system comprising a water-soluble sulfonated triaryl phosphine compound, preferably a water-soluble salt of a mono-, di-, or trisulfonated triphenyl phosphine and a transition metal compound, preferably palladium or a palladium-containing compound. Water is added either before or after the reaction is completed and the reaction products can easily be separated from the aqueous catalyst solution.
    Type: Grant
    Filed: July 21, 1977
    Date of Patent: February 27, 1979
    Assignee: Rhone-Poulenc Industries
    Inventor: Emile Kuntz
  • Patent number: 4138411
    Abstract: Aromatic alkenyl compounds, for example, eugenol and safrole, are isomerized, for example to isoeugenol and isosafrole, by contact with a ruthenium or osmium catalyst.
    Type: Grant
    Filed: April 14, 1976
    Date of Patent: February 6, 1979
    Assignee: Rhone-Poulenc S. A.
    Inventor: Pierre Gandilhon