Plural Benzene Rings Bonded Directly To The Same Oxygen Patents (Class 568/635)
  • Patent number: 5312930
    Abstract: This invention relates to optical elements capable of second harmonic generation and novel compositions for use in such optical elements comprising polar molecules placed in noncentrosymmetric configuration wherein such optical element has an electron donor moiety linked through a conjugated bonding moiety to an electron acceptor moiety which consists of a selected fluorinated sulfone, fluorinated ketone, fluorinated vinyl sulfone or fluorinated alkyl vinyl sulfone.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: May 17, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lap T. Cheng, Andrew E. Feiring, Wilson Tam
  • Patent number: 5288742
    Abstract: The invention concerns .alpha.,.alpha.-dialkylbenzyl derivatives of the formula I ##STR1## wherein Ar.sup.1 is phenyl or naphthyl, or a 10-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur;A.sup.1 is a direct link to X.sup.1 or is (1-3C)alkylene;X.sup.1 is oxy, thio, sulphinyl or sulphonyl;the phenylene group may optionally bear one or two substituents R.sup.3 ;each of R.sup.1 and R.sup.2, which may be the same or different, is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, fluoro-(1-4C)alkyl, phenyl or phenyl-(1-4C)alkyl, provided that both of R.sup.1 and R.sup.2 are not methyl or fluoromethyl; andQ is cyano, amino, nitro, formyl, (1-4C)alkoxy, thiazolyl or (2-4C)alkanoyl;or a pharmaceutically-acceptable salt thereof;processes for their manufacture; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: February 22, 1994
    Assignees: Imperial Chemical Industries PLC, ICI Pharma
    Inventors: Philip N. Edwards, David Waterson
  • Patent number: 5288922
    Abstract: A process of preparing diaryl ethers, such as diphenyl oxide, involving dehydrating a hydroxy-substituted aromatic compound, such as phenol, over a zeolite catalyst. The preferred zeolites are dealuminated acid mordenite and dealuminated zeolite Y.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: February 22, 1994
    Assignee: The Dow Chemical Company
    Inventors: Gary R. Buske, Juan M. Garces, William P. Dianis
  • Patent number: 5264511
    Abstract: Monomers, B-stage polymers, C-stage polymers, cured polymers and electricy conducting polymers of acetylene-terminated aromatic monomers containing three benzene rings separated by ethylene groups are disclosed. These new polymers can withstand aggressive environments and are particularly adapted for use in high temperature composites in addition to the utilization of their electrical conducting properties. Preparation of these materials is accomplished by melt polymerization and heat treatment at high temperatures.
    Type: Grant
    Filed: June 30, 1992
    Date of Patent: November 23, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Theordore R. Walton
  • 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: 5225436
    Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5183926
    Abstract: Aromatic dicarboxylic acids of the formula ##STR1## in which R.sup.1, R.sup.2, m, n, and X have the meaning mentioned in the description,can be prepared from the bisphenols, on which they are based, of the formula ##STR2## if the bisphenols are first reacted to give the bissulphonates, the sulphonate groups are removed catalytically with H.sub.2 and the hydrocarbons obtained in this way are doubly acylated in a known manner and the acyl groups are oxidized to the carboxyl groups.Many of the aromatic dicarboxylic acids which can be prepared in this way are new.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: February 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Weider, Thomas Scholl
  • Patent number: 5144094
    Abstract: A composite of tungsten oxide on alumina, zirconia, or titania is active in promoting the dehydration of phenols to afford diaryl ethers if the composite is partially reduced with hydrogen at a temperature between 250.degree. and 450.degree. C. Using such a catalyst diaryl ethers may be prepared by the dehydration of phenols in the temperature range of 350.degree. to 550.degree. C.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: September 1, 1992
    Assignee: UOP
    Inventors: John R. Richmond, Saad F. Tahir
  • Patent number: 5132423
    Abstract: Reactions between a solid polar and a non-polar compound, especially nucleophilic aromatic substitution reactions between an alkali metal salt of a hydroxyaromatic compound or thio analog thereof and an activated halo- or nitro-substituted aromatic compound, are conducted in a non-polar organic solvent such as toluene or xylene, in the presence of a hexaalkylguanidinium or .alpha.,.omega.-bis(pentaalkylguanidinium)alkane salt, or a corresponding heterocyclic salt, as a phase transfer catalyst. The method is particularly useful for the preparation of bisimides from bisphenol A or 4,4'-biphenol salts and 4-nitro- or 4-halophthalimides.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: July 21, 1992
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Deborah A. Haitko, James P. Barren, Sunita Singh
  • Patent number: 5120876
    Abstract: This invention relates to optical elements capable of second harmonic generation and novel compositions for use in such optical elements comprising polar molecules placed in noncentrosymmetric configuration wherein such optical element has an electron donor moiety linked through a conjugated bonding moiety to an electron acceptor moiety which consists of a selected fluorinated sulfone, fluorinated ketone, fluorinated vinyl sulfone or fluorinated alkyl vinyl sulfone.
    Type: Grant
    Filed: February 28, 1990
    Date of Patent: June 9, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lap T. Cheng, Andrew E. Feiring, Wilson Tam
  • Patent number: 5117002
    Abstract: A process for the production of diaryl ethers which comprises heating, to a temperature of 80.degree. C. to 220.degree. C., a compound of the formula ##STR1## wherein X and Y are selected from the group consisting of H, CN, CO.sub.2 H, CHO, NO.sub.2, and CF.sub.3, provided that both X and Y may not simultaneously be H, in a solvent, in the presence of an inorganic base selected from the group consisting of the alkali metal carbonates, bicarbonates, and hydroxides, and in the presence of a catalyst selected from the group consisting of benzoic acid, substituted benzoic acids, C2-C4 aliphatic carboxylic acids, and alkali metal salts of said acids.
    Type: Grant
    Filed: January 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Occidental Chemical Corporation
    Inventors: Robert A. Buchanan, Jeffrey S. Stults
  • Patent number: 5107031
    Abstract: The invention is a process to recover 4-phenoxybiphenyl from a phenoxybiphenyl mixture which includes at least 30% by weight of 4-phenoxybiphenyl, the balance being 2-phenoxybiphenyl, 3-phenoxybiphenyl and a minor amount of other compounds. The process involves recrystallizing 4-phenoxybiphenyl as a solid in a single recrystallization step from a solution formed from the mixture and an alcohol solvent. The recovered solid has a 4-phenoxybiphenyl content of at least about 85% by weight of recovered solid and a yield of at least 40% based on the amount of 4-phenoxybiphenyl in the mixture.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: April 21, 1992
    Assignee: The Dow Chemical Company
    Inventors: Gary R. Buske, Jeffrey M. Marra, Guo-shuh J. Lee
  • Patent number: 5104559
    Abstract: A lubricating compound having the structure:R.sup.1 --R.sub.f --O--Ar--R.sup.2wherein R.sup.1 is a monovalent radical selected from the group consisting of fluoride, unsubstituted aryloxys, substituted aryloxys, unsubstituted arylthios, substituted arylthios, perfluoroalkoxys, and perfluoro (3,6-dimethyl-1, 4-dioxanyl-2-oxy), R.sup.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, Muthiah N. Inbasekaran
  • Patent number: 5081273
    Abstract: This invention relates to a process for the preparation of insecticidally active compounds and to novel styrene derivatives useful as intermediates therein.
    Type: Grant
    Filed: November 30, 1989
    Date of Patent: January 14, 1992
    Assignee: Imperial Chemical Industries plc
    Inventors: Michael J. Bushell, Ralph A. Raphael
  • Patent number: 5041687
    Abstract: This invention relates to the process for preparing partially brominated non-condensed ring polyaromatic product. The process comprises forming a reaction mass by adding a substantially stoichiometric amount of Br.sub.2 to a mixture comprising a non-condensed ring polyaromatic, a solvent selected from a group consisting of methylene dibromide, methylene dichloride and mixtures thereof, and a catalyst selected from the group consisting of zirconium halide, iron, ferric chloride and mixtures thereof, the reaction mass being maintained at a temperature within the range of from about 10.degree. to about 50.degree. C. during at least substantially all of the addition; refluxing the reaction mass after the addition is completed or at least nearly completed; and recovering from the reaction mass the partially brominated non-condensed ring polyaromatic product.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: August 20, 1991
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, David R. Brackenridge
  • Patent number: 4990621
    Abstract: New propene derivatives as intermediates for the preparation of pesticidal silane derivatives. Compounds of the formula ##STR1## wherein R.sup.4 is H, R.sup.5 is a radical of the formula ##STR2## and R.sup.17 is H or halogen are useful intermediates for the preparation of pesticidal silane derivatives.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: February 5, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans H. Schubert, Gerhard Salbeck, Walter Luders, Werner Knauf, Anna Waltersdorfer
  • Patent number: 4987272
    Abstract: Novel dipropargyl ether of alpha, alpha'-bis(4-hydroxyphenyl)-para-diisopropylbenzene is useful in preparing resins having desirable properties as laminates and the like.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: January 22, 1991
    Assignee: Shell Oil Company
    Inventor: Anthony M. Pigneri
  • Patent number: 4982010
    Abstract: The use of 1,3-dimethyl-2-imidazolidinone or sulfolane as a reaction promoter is effective in the production of 4-biphenylyl p-tolyl ether, which is useful as a sensitizer for heat-sensitive recording paper, by reacting p-phenylphenol with a p-halotoluene in the presence of a copper catalyst.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: January 1, 1991
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Naoki Hanayama, Kazuo Nakagawa, Akira Shimada
  • Patent number: 4975451
    Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; and Ar.sup.1 is 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, 2-methyl[1-1'-biphenyl]-3-yl, or 6-phenoxy-2-pyridyl, exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively nontoxic to fish.
    Type: Grant
    Filed: March 2, 1989
    Date of Patent: December 4, 1990
    Assignee: FMC Corporation
    Inventors: Thomas G. Cullen, Scott McN. Sieburth, Gary A. Meier, John F. Engel, Leslie W. Stratton, Alan W. Fritz
  • Patent number: 4942264
    Abstract: This invention relates to a process for the preparation of insecticidally active compounds and to novel styrene derivatives useful as intermediates therein.
    Type: Grant
    Filed: February 12, 1988
    Date of Patent: July 17, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Ralph A. Raphael
  • Patent number: 4937389
    Abstract: A method of separating 3,3',4,4'-tetramethyldiphenyl ether from its solid mixture with 2,3,3',4'-tetramethyldiphenyl ether.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: June 26, 1990
    Assignee: Amoco Corporation
    Inventors: Thomas G. Smith, John M. Weis, Mark W. Meszaros
  • Patent number: 4911754
    Abstract: This invention relates to aryloxy dihydrobenzofuran, oxoindole or benzofuranone derivatives having herbicidal activity and to the use of such compounds to control the growth of noxious plants, i.e., weeds.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: March 27, 1990
    Assignee: American Cyanamid Company
    Inventors: David A. Hunt, James A. Schwindeman
  • Patent number: 4900758
    Abstract: Novel insecticides have the formula ##STR1## in which R.sub.1 is hydrogen, fluoro or trifluoromethyl;R.sub.2 is(a) halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.2 alkoxy or C.sub.1 -C.sub.2 haloalkoxy if R.sub.1 is hydrogen or fluoro; or(b) hydrogen if R.sub.1 is trifluoromethyl;R.sub.3 is hydrogen or halogen; andR.sub.4 is hydrogen or mono- or poly-halogen.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 13, 1990
    Assignee: ICI Americas Inc.
    Inventor: Karl J. Fisher
  • Patent number: 4898982
    Abstract: A method is disclosed for the preparation of diaryl ethers and diaryl sulfides by heating a phenol, a thiophenol, a .beta.-hydroxy-substituted fused armomatic ring-system compound or a .beta.-thio-substituted fused aromatic ring-system compound in the presence of thoria deposited on a neutral support.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: February 6, 1990
    Assignee: Amoco Corporation
    Inventor: Gregory P. Hussmann
  • Patent number: 4886619
    Abstract: Compounds are provided which comprise a fluorocarbon terminal portion and a chiral hydrocarbon terminal portion, said terminal portions being connected by a central core, said compounds having tilted smectic mesophases or having latent tilted smectic mesophases which develop when said compounds having said latent mesophases are in admixture with said compounds having tilted smectic mesophases or said compounds having latent tilted smectic mesophases.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: December 12, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Eugene P. Janulis
  • Patent number: 4879292
    Abstract: A nitrogen-containing heterocyclic compound of the formula: ##STR1## wherein R.sub.1 is either one of the following groups: ##STR2## (in which 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, R.sub.16 and R.sub.17 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 alkylthio group, a trifluoromethyl group or a nitro group, R.sub.18, R.sub.19, R.sub.20 and R.sub.21 are, the same or different, each a hydrogen atom or a methyl group, k is an integer of 0 to 1 and l is an integer of 0 to 3);R.sub.2 and R.sub.3 are, the same or differnt, each a hydrogen atom, a halogen atom or a methyl group;R.sub.4 is a halogen atom or a methyl group;R.sub.5 and R.sub.6 are, the same or different, each a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkyl group or a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 22, 1988
    Date of Patent: November 7, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Sumio Nishida, Noritada Matsuo, Makoto Hatakoshi, Hirosi Kisida
  • Patent number: 4871882
    Abstract: A process for the preparation of Decabromodiphenyl ether is disclosed, which employs dibromomethane as the reaction medium, at temperatures not exceeding 80.degree. C.The product obtained by the process of the invention possesses improved thermal stability.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: October 3, 1989
    Assignee: Bromine Compounds Limited
    Inventors: Hyman Stollar, Khaim Khariton, Mark Grinberg, Eva Ellmann
  • Patent number: 4864027
    Abstract: The compounds of the formula (I) ##STR1## in which X denotes CH.sub.2, O, S or NR.sup.6,R.sup.1 denotes alkyl, cycloalkyl, alkenyl, (substituted) phenyl, or (substituted) naphthyl,R.sup.2 and R.sup.3 denote alkyl, alkenyl or phenyl, or R.sup.2 and R.sup.3 together denote an alkylene chain,R.sup.4 denotes --H, --CN, --CCl.sub.3, --C.tbd.CH, alkyl, F, or --C(S)--NH.sub.2,R.sup.5 denotes pyridyl, furyl, thienyl, phthalimidyl, di(C.sub.1 -C.sub.4)alkylmaleinimidyl, thiophthalimidyl, dihydrophthalimidyl or tetrahydrophthalimidyl, which may all be substituted, or substituted phenyl, orR.sup.4 and R.sup.5 --together with the carbon atom bridging them--denote an optionally substituted indanyl, cyclopentenoyl or cyclopentenyl radical,with the proviso that compounds of the formula I in whichR.sup.1 denotes phenyl which is substituted in the para-position by (C.sub.1 -C.sub.4)alkoxy, halogen or (C.sub.1 -C.sub.4)alkyl;R.sup.2 and R.sup.3 denote CH.sub.3 ;X denotes O;R.sup.4 denotes H andR.sup.
    Type: Grant
    Filed: June 22, 1988
    Date of Patent: September 5, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans H. Shubert, Gerhard Salbeck, Walter Luders, Werner Knauf
  • 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: 4814483
    Abstract: Optionally substituted 2-benzyl-toluenes can be prepared by reaction of optionally substituted 2-benzyl-tert.-alkyl-toluenes with an optionally substituted aromatic hydrocarbon in the presence of anhydrous iron-(III) halide. The reaction is carried out at ambient to elevated temperature. The optionally substituted aromatic hydrocarbon is employed in molar excess, relative to the 2-benzly-tert.-alkyl-toluenes.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: March 21, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Gunter Silber
  • Patent number: 4814340
    Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphtyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group, and R.sup.3 stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to processes for the preparation of these compounds and the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.
    Type: Grant
    Filed: November 6, 1986
    Date of Patent: March 21, 1989
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Nakatani Kiyoshi, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
  • Patent number: 4808762
    Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, naphthyl, or thienyl; Z is oxygen, sulfur, or methylene; and Ar' is 2-methyl[1,1'-biphenyl]-3-yl, 3-phenoxyphenyl, 4-fluoro-3-phenoxyphenyl, or 6-phenoxy-2-pyridyl exhibit pyrethroid-like insecticidal and acaricidal activity and are relatively harmless to aquatic fauna.
    Type: Grant
    Filed: September 9, 1987
    Date of Patent: February 28, 1989
    Assignee: FMC Corporation
    Inventors: Gary A. Meier, Scott M. Sieburth, Thomas G. Cullen, John F. Engel
  • Patent number: 4808750
    Abstract: Novel fluorophenoxyphenoxypropionates and derivatives thereof possess herbicidal activity selectively in the presence of broadleaf crops. Preemergent and postemergent applications are contemplated.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: February 28, 1989
    Assignee: The Dow Chemical Company
    Inventors: Richard B. Rogers, B. Clifford Gerwick, III
  • Patent number: 4791139
    Abstract: A compound of formula: ##STR1## wherein W represents one or more substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Y is a group of formula ##STR2## wherein X is a group of formula --(CF.sub.2).sub.n R.sup.3, where R.sup.3 is selected from hydrogen, chloro and fluoro, and n is one or two, R.sup.1 is selected from hydrogen, chloro, fluoro and hydroxy and R.sup.2 is selected from methyl, cyano, ethynyl and hydrogen; Q is selected from carbon bearing a hydrogen atom and nitrogen; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy, chlorophenoxy, fluorophenoxy and bromophenoxy, or any isomer thereof. Processes for preparing these compounds and intermediates for use therein, insecticidal compositions containing these compounds and the use thereof are also disclosed.
    Type: Grant
    Filed: February 25, 1987
    Date of Patent: December 13, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Robin A. E. Carr
  • Patent number: 4772633
    Abstract: This invention relates to a novel compound represented by the following general formula (I), its production, and an insecticidal and acaricidal composition containing it as an active ingredient: ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are a hydrogen atom, a halogen atom, a lower alkyl group, a trifluoromethyl group, a lower alkoxyl group, a lower alkenyloxy group or a halogenated lower alkoxyl group or are, taken together, a methylenedioxy group; R.sub.3 is a vinyl group or a ethynyl group; R.sub.4 is a hydrogen atom or a lower alkyl group; R.sub.5 is a hydrogen atom or a fluorine atom; R.sub.6 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or a trifluoromethyl group; Z is a nitrogen atom or a group represented by the formula --CH.dbd.; when Z is a nitrogen atom, Y is an oxygen atom; and when Z is a group of the formula --CH.dbd., Y is an oxygen atom, a sulfur atom, a methylene group or a group represented by the formula --NH--.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: September 20, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noritada Matsuo, Kazunori Tsushima, Sumio Nishida, Toshihiko Yano, Masachika Hirano
  • Patent number: 4744812
    Abstract: Substituted diphenyl ethers of the formula ##STR1## where Z.sub.1, Z.sub.2 and Z.sub.3 are hydrogen, halogen, nitro, cyano, carboxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylmercapto, haloalkylmercapto, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl or haloalkylsulfonyl, Z.sub.4 is hydrogen, cyano, alkyl, alkoxy, acetoxy or alkylmercapto, Y is hydrogen, halogen, cyano or nitro, X is oxygen, sulfur, sulfinyl or sulfonyl, and A is hydrogen, unsubstituted or substituted alkyl ##STR2## and can also be sulfonyl ##STR3## when X is oxygen, and, when Z.sub.4 is alkoxy or alkylmercapto, can also be a methylene chain --(CH.sub.2).sub.m -- by which the radicals Z.sub.4 --CH--X-- are bonded to form a ring, R.sub.1 is hydrogen, methyl, ethyl or n-propyl, R.sub.2 is cyano, methoxy, ethoxy or ##STR4## where B is OH, ONa, O--alkyl, unsubstituted or substituted phenoxy, --NH.sub.2, --NH--alkyl or --N(alkyl).sub.2, n is 1, 2 or 3, R.sub.3 and R.sub.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: May 17, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Adolf Parg, Bruno Wuerzer, Gerhard Hamprecht
  • Patent number: 4740638
    Abstract: Novel substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular cis-1,2-dihydroxy-3-trifluoromethyl-cyclohexa-3,5-diene. A process for producing the novel compounds is also claimed.
    Type: Grant
    Filed: June 9, 1987
    Date of Patent: April 26, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stephen C. Taylor, Michael D. Turnbull
  • Patent number: 4699727
    Abstract: Thermally stable heat transfer fluids are disclosed which are polyoxyethylene polymers initiated with bisphenols. These polymers do not smoke excessively, volatilize, nor form sludge in high temperature heat transfer operations in open and closed systems.
    Type: Grant
    Filed: November 22, 1985
    Date of Patent: October 13, 1987
    Assignee: BASF Corporation
    Inventor: Edward M. Dexheimer
  • Patent number: 4683333
    Abstract: Substituted bis-ethers, such as .alpha.,107 -bis-(4-aminophenoxy)-alkyls, are prepared in process which involves sequential addition of reactants, reagents or neutralizing compounds without recovery of intermediate products such as diamides and diamine acid salts. When water is used as the solvent, the process is simplified and product yields in excess of about 70% are obtained.
    Type: Grant
    Filed: November 22, 1985
    Date of Patent: July 28, 1987
    Assignee: The Dow Chemical Company
    Inventors: Thomas R. Britt, Willie C. Burton
  • Patent number: 4668296
    Abstract: An alkylated diphenyloxide composition is prepared by reacting diphenyloxide with isobutylene in the presence of sulfuric acid and applications for the composition.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: May 26, 1987
    Assignee: Phillips Petroleum Company
    Inventors: R. Lynn Cobb, Michael D. Mitchell
  • Patent number: 4661501
    Abstract: The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): ##STR1## wherein Ar stands for a substituted or unsubstituted phenyl or naphthyl group, R.sup.1 stands for a methyl, ethyl or isopropyl group and R.sup.2 stands for a hydrogen atom or a methyl group, or R.sup.1 and R.sup.2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group and R.sup.3, stands for a fundamental group of an alcohol which is usually used in a form of R.sup.3 OH as to natural or synthetic pyrethroids, and also to the uses of these compounds.These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.
    Type: Grant
    Filed: February 26, 1986
    Date of Patent: April 28, 1987
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Kiyoshi Nakatani, Satoshi Numata, Kenji Kodaka, Kengo Oda, Shiro Shiraishi, Takatoshi Udagawa
  • Patent number: 4634771
    Abstract: There is disclosed a method for the conversion of a carboxylic acid group on the ring of an aromatic or N-heteroaromatic compound to a trichloromethyl group which comprises contacting the aromatic or N-heteroaromatic compound with a phenylphosphonous dichloride, phosphorus trichloride and chlorine.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: January 6, 1987
    Assignee: Stauffer Chemical Company
    Inventors: Kyung S. Shim, Arthur D. F. Toy, James B. Heather
  • Patent number: 4596680
    Abstract: A asymmetrical aryl ether of the formulaX--Ar--O--Ar'--Y,wherein Ar and Ar' are each a divalent aromatic radical, X and Y are electron attracting atoms or groups which differ from each other or have different positions on the corresponding aromatic radicals, is produced by heating together, in the presence of a basic catalyst, equimolecular amounts of two aryl carbonates of the formulas:X--Ar--O--CO--O--Ar--X,andY--Ar'--O--CO--O--Ar'--Y
    Type: Grant
    Filed: April 8, 1983
    Date of Patent: June 24, 1986
    Assignees: Institut Francais du Petrole, Centre National de la Recherche Scientifique (CNRS)
    Inventors: Philippe Jost, Pierre Le Perchec, Bernard Sillion
  • Patent number: 4564712
    Abstract: Diphenyl ethers are prepared by Ullmann reaction of alkali metal phenolates with halobenzenes in the presence of basic copper carbonate and/or copper salts of lower aliphatic carboxylic acids as catalysts. These special catalysts have a better catalytic activity than other copper catalysts known for the Ullmann reaction.The diphenyl ethers prepared or obtainable according to the invention are mainly intermediates in diverse fields such as pharmaceuticals or plant protecting agents.
    Type: Grant
    Filed: November 23, 1983
    Date of Patent: January 14, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Herbert Kuckertz, Georg Schaeffer
  • Patent number: 4558166
    Abstract: Process for the preparation of benzal chlorides from benzotrichlorides, according to which benzotrichlorides are reacted with thiols in the presence of metal salts at elevated temperatures.
    Type: Grant
    Filed: March 21, 1984
    Date of Patent: December 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Baasner, Erich Klauke
  • Patent number: 4542233
    Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: September 17, 1985
    Assignee: Biaschim S.p.A.
    Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
  • Patent number: 4528114
    Abstract: Compounds of the formula ##STR1## wherein ring B stands for 1,4-phenylene or a trans-1,4-disubstituted cyclohexane ring and A stands for a group with 1 to 3 six-membered rings, which together with ring B represents a central group of formulae II-XIII; R.sup.1 signifies a straight-chain alkyl group containing 1 to 9 carbon atoms or when R.sup.1 is attached to a benzene, monofluorinated benzene or pyrimidine, ring R.sup.1 also signifies a straight-chain alkoxy group with 1 to 9 carbon atoms; and R.sup.2 signifies hydrogen, cyano or a straight-chain alkyl group containing 1 to 7 carbon atoms,their manufacture, liquid crystalline mixtures which contain said compounds and their use for electro-optical purposes are described.The compounds of formula I are especially valuable as components in liquid crystal mixtures and for the most part themselves have liquid crystalline properties.
    Type: Grant
    Filed: December 3, 1982
    Date of Patent: July 9, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Martin Petrzilka
  • Patent number: 4474932
    Abstract: Aromatic ethers or polyethers are produced by reacting aromatic fluorine compounds, in which one or more fluorine substituents are attached to an aromatic nucleus, with trialkyl silyl derivatives of phenols, in which one or more trialkyl silyl groups are attached to the residue of a mono- or polyphenol, or by reacting trialkyl silyl derivatives of fluorophenols with elimination of trialkylfluorosilane.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: October 2, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bier, Hans R. Kricheldorf
  • Patent number: 4419124
    Abstract: The herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: December 6, 1983
    Assignee: Rohm and Haas Company
    Inventor: Colin Swithenbank
  • Patent number: RE33307
    Abstract: Novel substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular cis-1,2-dihydroxy-3-trifluoromethyl-cyclohexa-3,5-diene. A process for producing the novel compounds is also claimed.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: August 21, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stephen C. Taylor, Michael D. Turnbull