Four-membered Alicyclic Ring Containing Patents (Class 568/381)
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Patent number: 11926756Abstract: To provide a fluorinated ether compound, a fluorinated ether composition and a coating liquid excellent in chemical resistance, an article having a surface layer excellent in chemical resistance and a method for producing it, and a method for producing a fluorinated ether compound excellent in chemical resistance. A fluorinated ether compound which has a first partial structure represented by the following formula (1) and a second partial structure represented by the following formula (2), and which has at least five first partial structures, or has at least two second partial structures: —ORf12—??(1) —ORf13—??(2) wherein Rf12 is a C1-6 fluoroalkylene group, and Rf13 is a group having a fluorinated cyclic structure which may have a hetero atom.Type: GrantFiled: July 12, 2021Date of Patent: March 12, 2024Assignee: AGC Inc.Inventor: Motoshi Aoyama
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Patent number: 8952192Abstract: Provided are compositions and methods for modulating quorum sensing in microbes. The compounds are AI-2 analogs and as such have structures similar to 4,5-dihydroxy-2,3-pentanedione that can act as agonists/antagonists of quorum sensing. The compounds are useful for modulating quorum sensing in bacteria and can be used in methods for prophylaxis or therapy of bacterial infections and for reduction of biofilms.Type: GrantFiled: March 26, 2012Date of Patent: February 10, 2015Assignee: University of Maryland, College ParkInventors: Herman O. Sintim, William E. Bentley, Varnika Roy, Jacqueline Smith, Reza Ghodssi, Mariana Tsacoumis Meyer
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Publication number: 20140070145Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.Type: ApplicationFiled: November 14, 2013Publication date: March 13, 2014Applicant: NOVALED AGInventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
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Patent number: 8445697Abstract: The present invention relates to squarylium dyes including an anchoring group, to a method of synthesis of such dye, to an electronic device comprising such dye, and to uses of such dye.Type: GrantFiled: October 27, 2008Date of Patent: May 21, 2013Assignee: Sony CorporationInventors: Gerda Fuhrmann, Gabriele Nelles, Ameneh Bamedi Zilai, Akio Yasuda
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Patent number: 8440840Abstract: A dye including an anchoring group in its molecular structure, said anchoring group allowing a covalent coupling of said dye to a surface, for example a surface of a nanoporous semiconductor layer, said anchoring group being represented by formula 1 wherein attachment of said anchoring group within said molecular structure of said dye is at the terminal carbon marked with an asterisk in above formula, wherein G is selected from —COOH, —SO3H, —PO3H2, —BO2H2, —SH, —OH, —NH2, preferably —COOH, wherein A is selected from the group comprising H, —CN, —NO2, —COOR, —COSR, —COR, —CSR, —NCS, —CF3, —CONR2-OCF3, C6H5-mFm, wherein m=1-5, R being H or any straight or branched alkyl chain of general formula —CnH2n+I, n=O-12, preferably 0-4, or any substituted or non-substituted phenyl or biphenyl.Type: GrantFiled: October 27, 2008Date of Patent: May 14, 2013Assignee: Sony CorporationInventors: Gerda Fuhrmann, Gabriele Nelles, Ameneh Bamedi Zilai, Akio Yasuda
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Publication number: 20120294900Abstract: Provided are compositions and methods for modulating quorum sensing in microbes. The compounds are AI-2 analogs and as such have structures similar to 4,5-dihydroxy-2,3-pentanedione that can act as agonists/antagonists of quorum sensing. The compounds are useful for modulating quorum sensing in bacteria and can be used in methods for prophylaxis or therapy of bacterial infections and for reduction of biofilms.Type: ApplicationFiled: March 26, 2012Publication date: November 22, 2012Applicant: UNIVERSITY OF MARYLAND, COLLEGE PARKInventors: Herman Sintim, William E. Bentley, Varnika Roy, Jacqueline Smith
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Publication number: 20110309309Abstract: The present invention relates to oxocarbon-, pseudooxocarbon- and radialene compounds as well as to their use as doping agent for doping an organic semiconductive matrix material, as blocker material, as charge injection layer, as electrode material as well as organic semiconductor, as well as electronic components and organic semiconductive materials using them.Type: ApplicationFiled: July 8, 2011Publication date: December 22, 2011Applicant: NOVALED AGInventors: Horst Hartmann, Olaf Zeika, Andrea Lux, Steffen Willmann
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Publication number: 20100300521Abstract: The present invention relates to squarylium dyes including an anchoring group, to a method of synthesis of such dye, to an electronic device comprising such dye, and to uses of such dye.Type: ApplicationFiled: October 27, 2008Publication date: December 2, 2010Applicant: Sony CorporationInventors: Gerda Fuhrmann, Gabriele Nelles, Ameneh Bamedi Zilai, Akio Yasuda
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Publication number: 20080226983Abstract: The invention provides a non-aqueous electrolyte including: at least one kind selected from the compounds represented by Chemical formula 1: wherein R1 and R2 each represent a hydrogen group, a hydrocarbon group or an alkylsilyl group, or any of these groups part or all of the hydrogen atoms of which is/are substituted with a halogen, R1 and R2 may be bonded to each other, and n is an integer of 1 or larger.Type: ApplicationFiled: March 14, 2008Publication date: September 18, 2008Applicant: SONY CORPORATIONInventors: Toru Odani, Tadahiko Kubota
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Publication number: 20040039201Abstract: The present invention relates to improved covalent coupling of two or more entities such as biomolecules, polymer compositions, organic/inorganic molecules/materials, and the like, including their combinations, through one or more novel reactive groups attached to linker groups of 2-1000 atoms length. The present invention also contemplates the use of bifunctional bridge molecules to link two or more entities, wherein the functional groups of the bridge molecules are the novel reactive groups of the present invention.Type: ApplicationFiled: November 14, 2002Publication date: February 26, 2004Inventors: Ananda G. Lugade, Kurt D. Hoffacker, Adam J. Jenkins, Karri L. Michael-Ballard, Leonid Patsenker, Ewald Terpetchnixg
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Patent number: 6641871Abstract: The present invention relates to compounds containing a cyclobutanone group of the formula I where the various parameters are as defined in the text, and to liquid-crystal media which comprise these compounds, and to their use in electro-optical displays, in particular in PA LCDs.Type: GrantFiled: September 24, 2001Date of Patent: November 4, 2003Assignee: Merck Patent Gesellschaft mitInventors: Marcus Reuter, Michael Heckmeier, Volker Reiffenrath
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Patent number: 6602692Abstract: In a method for immobilizing biomolecules and affinity ligands water insoluble matrices, having amino groups and selected from test tubes, microtiter plates, microscope slides, beads, membranes, resins, and filters, are reacted with a cyclobutene carboxylic acid derivative, such as cyclobutene carboxylic acid diester, cyclobutene carboxylic acid halide, cyclobutene carboxylic acid ester halide, cyclobutene carboxylic acid dialkoxyester, and cyclobutene carboxylic acid imidazole, as an activating compound in methanol and triethylamine to form active matrices with active groups. A protein containing at least one primary or secondary amino group, is dissolved and added to the matrices. The activated matrices and the dissolved protein are incubated at pH of 7-10 and a temperature of +4° C. to +60° C. in an aqueous buffer system, free of primary and secondary amines, to thereby immobilize the protein on the matrices.Type: GrantFiled: June 6, 1996Date of Patent: August 5, 2003Inventors: Karl-Heinz Glüsenkamp, Gertrud Eberle-Adamkiewics
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Patent number: 6518283Abstract: Squaric acid Derivatives of formula (1) are described: wherein R1 is an integrin binding group; R2 is a hydrogen atom or a C1-6alkyl group; L1 is a covalent bond or a linker atom or group; n is zero or the integer 1; Alk1 is an optionally substituted aliphatic chain; R3 is a hydrogen atom or an optionally substituted heteroaliphatic, cycloaliphatic, heterocycloaliphatic, polycycloaliphatic, polyheterocycloaliphatic, aromatic or heteroaromatic group: and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of integrins to their ligands and are of use in the prophylaxis and treatment of immune of inflammatory disorders, or disorders involving the inappropriate growth or migration of cells.Type: GrantFiled: May 25, 2000Date of Patent: February 11, 2003Assignee: Celltech R&D LimitedInventors: Barry John Langham, Rikki Peter Alexander, John Clifford Head, Janeen Marsha Linsley, John Robert Porter, Sarah Catherine Archibald, Graham John Warrellow
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Publication number: 20030006399Abstract: The present invention relates to compounds containing a cyclobutanone group of the formula I 1Type: ApplicationFiled: September 24, 2001Publication date: January 9, 2003Applicant: Merck Patent GmbHInventors: Marcus Reuter, Michael Heckmeier, Volker Reiffenrath
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Patent number: 6395724Abstract: Disclosed are multibinding compounds which inhibit cyclooxygenase-2 (COX-2), an enzyme which catalyzes the first committed step in the biosynthesis of prostaglandins. The multibinding compounds of this invention containing from 2 to 10 ligands covalently attached to one or more linkers. Each ligand is a moiety capable of binding to COX-2. The multibinding compounds of this invention are useful in the treatment inflammation, pain, fever and the like.Type: GrantFiled: June 7, 1999Date of Patent: May 28, 2002Assignee: Advanced Medicine, Inc.Inventors: J. Kevin Judice, Deborah L. Higgins, John H. Griffin
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Patent number: 5500156Abstract: Compositions for use in non-linear optical devices. The compositions have first molecular electronic hyperpolarizability (.beta.) either positive or negative in sign and therefore display second order non-linear optical properties when incorporated into non-linear optical devices.Type: GrantFiled: April 11, 1994Date of Patent: March 19, 1996Assignee: California Institute of TechnologyInventors: Seth R. Marder, Chin-Ti Chen, Lap-Tak Cheng
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Patent number: 5498734Abstract: 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: GrantFiled: July 30, 1993Date of Patent: March 12, 1996Assignee: University of NebraskaInventor: Reuben D. Rieke
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Patent number: 5405598Abstract: Compounds of formula I and II ##STR1## in which B contains a carboranyl group and one of R.sub.3 and R.sub.4 is a carboranyl group or a boronic acid or ester are useful sensitizing agents for boron neutron capture therapy.Type: GrantFiled: February 24, 1992Date of Patent: April 11, 1995Inventors: Raymond F. Schinazi, Dennis C. Liotta
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Patent number: 5235052Abstract: The present invention relates to a process for the preparation of substantially pure enantiomer of the purines substituted with cyclobutanes.Type: GrantFiled: March 11, 1991Date of Patent: August 10, 1993Assignee: Bristol-Myers Squibb CompanyInventors: Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin, Elizabeth M. Doherty
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Patent number: 5130492Abstract: A process for the production of squaric acid by halogenation either of pure 3-acetoxy-2-cyclobuten-1-one or of a distillation residue of diketene production containing 3-acetoxy-2-cyclobuten-1-one to a cyclobutenone of formula: ##STR1## and then hydrolysis of these cyclobutenones to squaric acid. The halogenated cyclobutenones are intermediate products in the process.Type: GrantFiled: February 7, 1991Date of Patent: July 14, 1992Assignee: Lonza Ltd.Inventors: Thomas Scholl, Barry Jackson
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Patent number: 5118847Abstract: 3-Hydroxy-2-cyclobuten-1-one salts of the general formula: ##STR1## wherein R is an ammonium group of the general formula: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: ##STR3## wherein R.sub.1, R.sub.2, and R.sub.3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.Type: GrantFiled: April 9, 1991Date of Patent: June 2, 1992Assignee: Lonza Ltd.Inventors: Barry Jackson, Thomas Scholl
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Patent number: 5087756Abstract: 3-Hydroxy-2-cyclobuten-1-one salts of the general formula: ##STR1## wherein R is an ammonium group of the general formula: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: ##STR3## wherein R.sub.1, R.sub.2 , and R.sub.3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.Type: GrantFiled: February 21, 1991Date of Patent: February 11, 1992Assignee: Lonza Ltd.Inventors: Barry Jackson, Thomas Scholl
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Patent number: 5021602Abstract: Novel compounds have at least one perfluorocyclobutane ring and at least two functional groups suitable for forming condensation polymers. Preferably the compounds have a structures represented by Formula II: ##STR1## wherein R and R' independently represent optionally inertly substituted groups; X and X' represent any molecular structures which link R and R' with the perfluorocyclobutane ring; n and n' are the number of G and G' groups, respectively; and G and G' independently represent any reactive functional groups or any groups convertible into reactive functional groups. The compound are preferably prepared by a process of thermally dimerizing trifluorovinyl compound to form a compounds of Formula IG.sub.n --R--X--CF.dbd.CF.sub.2wherein G represents G or G' in Formula II; X represents X or X' of Formual II; and n represents n or n' of Formula II, to form a compound having a perfluorocyclobutane group.Type: GrantFiled: June 9, 1989Date of Patent: June 4, 1991Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
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Patent number: 4992577Abstract: A process for preparing a compound of the formula ##STR1## in which Y is halogen, alkyl or cycloalkyl optionally substituted by halogen or C.sub.1-4 -alkoxy, alkenyl optionally substituted by halogen, aryl, heteroaryl or alkoxycarbonyl,X is hydrogen, halogen or optionally halogen-substituted alkyl, orX and Y, together with the adjacent C atom, form a saturated cycloalkphatic ring having up to 6 C atoms, andR is hydrogen or C.sub.1 -C.sub.4 -alkyl, comprising reacting an aldehyde of the formula ##STR2## with 2-methylbutan-3-one of the formula ##STR3## in the presence of a hydrohalic acid thereby to form a 4,4-dimethyl-3-halogeno-1-hexen-5-one of the formula ##STR4## in which Hal is halogen, halogenating said compound to produce a compound of the formula ##STR5## and reacting said compound with a base of the formulaR--OM (VI)in whichM is one equivalent of an alkali or alkaline earth metal ion.Compounds IV and V are new. By suitable conditions the trans isomer is selectively produced.Type: GrantFiled: May 22, 1989Date of Patent: February 12, 1991Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Dieter Arlt, Manfred Jautelat
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Patent number: 4894483Abstract: Vinylglyoxal derivatives of the general formula I ##STR1## where R is straight-chain or branched alkyl or alkenyl, cycloalkyl or unsubstituted or substituted phenyl, are prepared by a process in which bicyclo[2.2.1]hept-5-enecarbaldehyde of the formula V ##STR2## is either (a) subjected to autocondensation with formation of a compound of the formula VII ##STR3## or (b) reacted with a compound of the general formula IIR-CH.dbd.O (II)where R has the above meanings, with formation of a mixture of the compounds of the general formulae VIII (a) and (b) ##STR4## where R is as defined above, in the presence of a catalyst, and the compound of the formula VII or the compounds of the formulae VIII (a) and (b) is or are oxidized to the corresponding dicarbonyl compounds, after which gas-phase pyrolysis is carried out at from 500.degree. to 700.degree. C. and under reduced pressure, in particular less than 10.sup.-1 mbar, and, if desired, the resulting compound of the general formula I is further purified.Type: GrantFiled: October 28, 1987Date of Patent: January 16, 1990Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Hans-Dieter Martin, Roland Kramme, Ralf T. Weimann
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Patent number: 4855460Abstract: 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: GrantFiled: July 11, 1988Date of Patent: August 8, 1989Assignee: Rhone-Poulenc ChimieInventors: Marc Tordeux, Claude Wakselman, Catherine Francese
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Patent number: 4691052Abstract: Pyrethroid acids are prepared by conducting a cycloaddition reaction of a conjugated diene and a dihaloketene to form a dihalo-vinylcyclobutanone product; reducing the dihalo-vinylcyclobutanone product to a monohalo-vinylcyclobutanone product and then conducting a ring contraction with a base to form the desired acid product.Type: GrantFiled: May 30, 1986Date of Patent: September 1, 1987Assignee: S.C. Johnson & Son, Inc.Inventors: William T. Brady, Scott J. Norton, Jinrea Ko
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Patent number: 4625066Abstract: Novel substituted acetylene-ketones of the formulaR.sup.2 --C.tbd.C--CO--R.sup.1 (I)in whichR.sup.1 represents optionally substituted cycloalkyl with 4 to 7 carbon atoms or the groupings ##STR1## or represents optionally substituted aryl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.2 represents alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl or optionally substituted aralkyl;R.sup.3 represents halogen;R.sup.4 represents hydrogen or halogen;R.sup.5 represents alkyl with more than 1 carbon atom, alkenyl, alkinyl or the CHO group or a derivative thereof, or represents methyl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.6 represents cyano, optionally substituted aryl or the groupings --XR.sup.7 or --CONR.sup.8 R.sup.9 ;R.sup.Type: GrantFiled: November 29, 1984Date of Patent: November 25, 1986Assignee: Bayer AktiengesellschaftInventor: Hans-Ludwig Elbe
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Patent number: 4529813Abstract: Insecticidally active vinyl-cyclopropane carboxylic acid esters of the formula ##STR1## are prepared by reacting ##STR2## in which R.sup.12 is a radical selected from the group consisting of ##STR3## with an alcoholate of the formulaM--O--R.sup.8.Various processes for making the intermediates are also described. Many of the intermediates and end products are new.Type: GrantFiled: March 14, 1980Date of Patent: July 16, 1985Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Willy Hartmann
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Patent number: 4523980Abstract: A process is disclosed for the recovery of high purity squaric acid from squarate containing solids from the electrochemical cyclization of carbon monoxide, involving contacting the squaric acid containing product with a two-phase mixture of strong, nonoxidizing aqueous acid and an immiscible organic solvent, followed by separating the solid, substantially pure squaric acid from the resulting three-phase mixture.Type: GrantFiled: August 31, 1984Date of Patent: June 18, 1985Assignee: The Halcon SD Group, Inc.Inventor: James J. Barber
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Patent number: 4385185Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.Type: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4351961Abstract: Compounds of the formula I ##STR1## wherein X is chlorine or fluorine, are suitable for producing 2,2-dimethyl-3-(2'-chloro-3',3',3'-trifluoroprop-1'-en-1'-yl)- and 2,2-dimethyl-3-(2',3'-dichloro-3',3'-difluoroprop-1'-en-1'-yl)-cyclopropan ecarboxylic acids and insecticidally effective esters thereof (pyrethroids). The cyclobutanones (I) can be produced by the addition reaction of 2,4,4,5-tetrachloro-5,5-difluoro- or 2,4,4-trichloro-5,5,5-trifluoropentane-1-carboxylic acid chloride with isobutylene, and rearrangement of the resulting 2-chloro-2-(2',2',3'-trichloro-3',3'-difluoropropyl)- or 2-chloro-2-(2',2'-dichloro-3',3',3'-trifluoropropyl)-3,3-dimethylcyclobuta n-1-one in the presence of catalysts.Type: GrantFiled: November 28, 1980Date of Patent: September 28, 1982Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Eginhard Steiner, Daniel Bellus
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Patent number: 4291176Abstract: Insecticidally active vinyl-cyclopropane carboxylic acid esters of the formula ##STR1## are prepared by reacting ##STR2## in which R.sup.12 is a radical selected from the group consisting of ##STR3## with an alcoholate of the formulaM--O--R.sup.8.Various processes for making the intermediates are also described. Many of the intermediates and end products are new.Type: GrantFiled: August 24, 1977Date of Patent: September 22, 1981Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Heine, Willy Hartmann
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Patent number: 4284821Abstract: Dichlorovinylcyclobutanones of the formula ##STR1## wherein one of R.sub.1 and R.sub.2 is methyl and the other is hydrogen or methyl, or R.sub.1 and R.sub.2 together are alkylene having 2-4 C atoms, X is chlorine and Y is hydrogen, or X is hydrogen and Y is chlorine; processes for preparing them, and their use as intermediates for producing pesticidal compositions.Type: GrantFiled: November 20, 1978Date of Patent: August 18, 1981Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Daniel Bellus
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Patent number: 4272633Abstract: A process for preparing tetrachlorocyclobutenone from hexachlorocyclobutene comprises reacting (a) hexachlorocyclobutene withI. (b) anhydrous sulphuric acid and (c) sulphur trioxide; orII. (b) anhydrous sulphuric acid and (d) phosphorus pentoxideat a temperature of 30.degree.-140.degree. C.;the starting materials being present in the following molar ratios at the start of the reaction:for I,(a):(c)=0.67-10, and(b):(c)=0.1-10;and for II,(a):(d)=0.67-10 and(b):(d)=0.5-20.Type: GrantFiled: March 9, 1979Date of Patent: June 9, 1981Assignee: Chemische Werke Huls AktiengesellschaftInventors: Gunther Maahs, Konrad Rombusch
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Patent number: 4258175Abstract: There is provided a process for preparing a compound of the formula ##STR1## wherein X.sup.1, X.sup.2, X.sup.3, and X.sup.4 are independently selected from the group consisting of fluorine, chlorine, bromine and iodine; n is an integer of from 1 to about 100; a, b, c, and d are each integers of from about 0 to about 4; Z.sup.1 and Z.sup.2 are independently selected from the group consisting of halogen and alkyl of from about 1 to about 15 carbon atoms; R.sup.1 and R.sup.2 are independently selected from the group consisting of alkylene containing from about 1 to about 12 carbon atoms, alkylenyl containing from about 2 to about 12 carbon atoms, cycloalkylene of the formula ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 are independently selected from the group consisting of alkylene of from about 1 to about 5 carbon atoms, and cycloalkylenyl of the formula ##STR3## and A is selected from the group consisting of R.sup.3 CR.sup.Type: GrantFiled: July 6, 1979Date of Patent: March 24, 1981Assignee: Velsicol Chemical CorporationInventor: Sun-Mao Chen
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Patent number: 4255351Abstract: Compounds of the formulae Ia, Ib, IIa and IIb ##STR1## are described, wherein R represents alkyl, haloalkyl, benzyl, naphthyl or substituted or unsubstituted phenyl and one of R.sub.1 and R.sub.2 represents methyl and the other represents hydrogen or methyl, or R.sub.1 and R.sub.2 together represent alkylene of 2 or 3 carbon atoms. The compound of the formulae Ia, Ib, IIa and IIb are valuable intermediates for the manufacture of pyrethroid pesticides or precursors thereof.Type: GrantFiled: March 5, 1979Date of Patent: March 10, 1981Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Hans Greuter, Daniel Bellus
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Patent number: 4242278Abstract: A process for the preparation of 2-(2',2',2',-trihalogenoethyl)-4-halogenocyclobutan-1-ones of the formula ##STR1## in which one of the radicals R.sub.1 and R.sub.2 is methyl and the other is hydrogen or methyl, or R.sub.1 and R.sub.2 together are an alkylene group having 2 to 4 carbon atoms, and X and Y are each chlorine or bromine, comprising reacting a 2,4,4,4-tetrahalogenobutyric acid chloride in the presence of an organic base with an ethylene compound which is disubstituted in 1-position by the radicals R.sub.1 and R.sub.Type: GrantFiled: October 3, 1978Date of Patent: December 30, 1980Assignee: Ciba-Geigy CorporationInventors: Pierre Martin, Hans Greuter, Eginhard Steiner, Daniel Bellus
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Patent number: 4234517Abstract: Novel 2-(2',2'-dihalovinyl)-cyclobutan-1-ones and 2-(2',240 ,2'-trihaloethyl)-cyclobutan-1-ones of the formula ##STR1## are disclosed, wherein R.sub.1 represents --CH.dbd.CX.sub.2 or --CH.sub.2 --CX.sub.3, and X in each case represents chlorine or bromine, one of R.sub.2 and R.sub.3 represents methyl and the other represents hydrogen or methyl, or R.sub.2 and R.sub.3 together represent an alkylene group having 2 to 4 carbon atoms. The invention relates also to the production and the use of the said cyclobutanones.Type: GrantFiled: March 16, 1979Date of Patent: November 18, 1980Assignee: Ciba-Geigy CorporationInventors: Hans Greuter, Pierre Martin, Daniel Bellus