Diazo Or Diazonium (e.g., -n=n-c, Etc.) Patents (Class 534/558)
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Patent number: 5487770Abstract: Method for detecting marked mineral oils by treating the marked mineral oil with an extractant comprising water, a solvent and a base comprises using as marker an azo dye of the formula ##STR1## where ring A may be benzofused,m is from 1 to 4,X.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, cyano or nitro,X.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, cyano, nitro, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.16 -alkoxycarbonyl,X.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, cyano or C.sub.1 -C.sub.16 -alkoxycarbonyl, andX.sup.4 is hydrogen, hydroxyl, substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.4 -alkoxy, amino, C.sub.1 -C.sub.4 -dialkylamino or substituted or unsubstituted C.sub.1 -C.sub.16 -monoalkylamino,as solvent a partially or completely water-miscible organic solvent, and as base an alkali or alkaline earth metal hydroxide, an alkali metal carbonate or a quaternary ammonium hydroxide, the use of azo dyes as markers for mineral oils, and novel azo dyes.Type: GrantFiled: October 12, 1994Date of Patent: January 30, 1996Assignee: BASF AktiengesellschaftInventors: Rainer Dyllick-Brenzinger, Friedrich-Wilhelm Raulfs, Ulrike Schlosser, Karin H. Beck, Gerhard Scholz
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Patent number: 5459243Abstract: For large scale preparation of pyrimidine ribonucleosides, the intermediate 2-O-methyl-(or ethyl)-1,3,5-tri-O-benzoyl-.alpha.-D-ribose can be prepared using a diazomethane (or diazoethane) reaction that is controlled via an inert solvent transferring system. This transfer system allows for large scale preparations of the pyrimidine ribonucleosides.Type: GrantFiled: March 10, 1994Date of Patent: October 17, 1995Assignee: Isis Pharmaceuticals, Inc.Inventors: Oscar Acevedo, Bruce Ross, Robert S. Andrews, Robert Springer, Phillip D. Cook
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Patent number: 5446134Abstract: Bis(perfluorosulphonyl)methanes, process for preparing same and uses thereof. The compounds of the invention are based on the formula (1/nM)+[(R.sub.F SO.sub.2).sub.2 CY].sup.- in which Y denotes an electron-attracting group chosen from --C.dbd.N and RZ groupings in which Z denotes a carbonyl grouping, sulphonyl grouping or a phosphonyl grouping and R denotes an organic monovalent grouping, M denotes a metal having valency n or an organic group capable of existing in the cationic form, R.sub.F denotes a perfluoroalkyl or perfluoroaryl grouping. Said compounds are especially useful in the production of electrochemical devices.Type: GrantFiled: July 8, 1993Date of Patent: August 29, 1995Assignees: Centre National de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Djamila Benrabah, Jean-Yves Sanchez
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Patent number: 5439897Abstract: This invention relates to certain azoxycyanobenzene derivatives of the general formula. ##STR1## in which R represents an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl group; R.sup.1 represents a halogen atom, nitro, cyano or optionally substituted alkyl, alkoxy, aryl or aryloxy group; and R.sup.2 represents a hydrogen or halogen atom, nitro, cyano or optionally substituted alkyl or alkoxy group; process for their preparation, compositions containing such compounds and their use as fungicides.Type: GrantFiled: August 16, 1994Date of Patent: August 8, 1995Assignee: American Cyanamid CompanyInventor: Werner E. J. Simon
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Patent number: 5430130Abstract: An photosensitive polyfunctional aromatic diazo compound having at least two groups of Formula (uD) in the molecule, and a photosensitive composition using the same. The diazo compound can be handled under visible light free from ultraviolet, is highly photosensitive, has good shelf life, and is adequate as a photosensitive agent for lithographic printing plates and screen printing plates: ##STR1## wherein G.sup.1 is a substituent derived from alcoholic hydroxyl group; R.sup.1 and R.sup.2 are hydrogen, or alkyl or alkyloxy of 1 to 8 carbon atoms;R.sup.3 is alkyl or substituted alkyl of 1 to 8 carbon atoms, aralkyl or substituted aralkyl of 7 to 14 carbon atoms, or --CH.sub.2 CHG.sup.2 --CH.sub.2 --;X.sup.- is an anion based on protonic acid from which a proton is removed.Type: GrantFiled: July 21, 1993Date of Patent: July 4, 1995Assignee: Toyo Gosei Kogyo Co., Ltd.Inventors: Hirotada Iida, Noriaki Tochizawa, Yasuo Kuniyoshi, Masaharu Watanabe, Katsuyo Tokuda, Ichiro Hozumi
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Patent number: 5420254Abstract: A compound of the formula I ##STR1## in which D is a diazo component,K is an aromatic group of formula a, b or c, ##STR2## Y is C.sub.2-3 alkylene and the remaining symbols are as defined in the specification. These compounds are useful for dyeing or printing textile substrates based on synthetic or semisynthetic, hydrophobic, high molecular weight organic materials. Preferably, the textile substrate is made from a linear aromatic polyester, cellulose 21/2 acetate or cellulose tri-acetate. The dyeings and prints obtained show good all round fastness properties such as good thermomigration properties, lightfastness, thermofixation, blistering properties as well as good wet fastness properties, especially after thermal fixation.Type: GrantFiled: October 19, 1993Date of Patent: May 30, 1995Assignee: Sandoz Ltd.Inventors: Ruedi Altermatt, Robert Egli, Beat Henzi
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Patent number: 5391549Abstract: A novel cinnoline derivative having an antagonistic activity against serotonin 5-HT.sub.3 receptor, its pharmaceutically acceptable salts, its N-oxide derivatives or solvates thereof, and pharmaceutical formulations containing the same for the prevention and/or treatment of various disorders such as nausea and/or emesis caused by anticancer drugs or X-ray treatment, central nervous disorders such as anxiety and/or neuropathy, gastroenteric diseases such as indigestion, chronic gastritis, digestive ulcer, irritable bowel syndromes and the like, hemicrania, cluster headache, trigeminal neuralgia, arrhythmia and the like.Type: GrantFiled: March 10, 1993Date of Patent: February 21, 1995Assignee: Mitsubishi Kasei CorporationInventors: Akira Maruyama, Shigeru Ogawa, Satoshi Yamazaki, Akihiro Tobe
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Patent number: 5340927Abstract: A novel process for preparing 2-diazo-3-trisubstituted silyloxy-3-butenoates, synthons useful in the conversion of 3-substituted-4-acetoxy azetidinones and penicillin to thienamycin, imipenem and other carbapenem antibiotic compounds is provided, comprising the reaction of the appropriate diazo acetoacetate with the substituted silane, base and salt.Type: GrantFiled: March 2, 1992Date of Patent: August 23, 1994Assignee: Merck & Co., Inc.Inventor: David L. Hughes
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Patent number: 5310618Abstract: A light-sensitive composition comprising either an alkali-soluble resin or radical-polymerizable, unsaturated compound, and a diazonium compound represented by general formula (I) or (II):(S).sub.1 --(L.sup.1).sub.m --(D).sub.n (I)--(L.sup.2 (S)).sub.o --(L.sup.3 (D)).sub.P -- (II)wherein D is a diazonium salt group, S is a light absorbing group, L.sup.1, L.sup.2 and L.sup.3 are connecting groups connecting S and D, provided that S and D are not conjugated by L.sup.1, L.sup.2 and L.sup.3 ; l, m, n, o and p are integers.Type: GrantFiled: May 24, 1991Date of Patent: May 10, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Kouichi Kawamura
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Patent number: 5227474Abstract: The present invention provides bifunctional chelating agents comprising a unique substrate reactive moiety incorporated into a carboxymethyl arm of a polyaminopolycarboxylate chelating framework capable of forming stable complexes with metal ions.Type: GrantFiled: May 28, 1991Date of Patent: July 13, 1993Assignee: Abbott LaboratoriesInventors: David K. Johnson, Steven J. Kline
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Patent number: 5216135Abstract: A diazodisulfone of the formula: ##STR1## wherein R.sup.1 is a C.sub.3-8 branched or cyclic alkyl group, and R.sup.2 is a C.sub.1-8 straight-chain, branched or cyclic alkyl group, is effective as a photoacid generator when used in a photoresist material for light of 300 nm or less.Type: GrantFiled: October 16, 1992Date of Patent: June 1, 1993Assignee: Wako Pure Chemical Industries, Ltd.Inventors: Fumiyoshi Urano, Masaaki Nakahata, Hirotoshi Fujie, Keiji Oono
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Patent number: 5206349Abstract: An aromatic diazo compound having at least two groups of Formula (I) in the molecule.This aromatic diazo compound can be handled under visible light free from ultraviolet, is high in photosensitivity, and can be produced by a simple synthesis method.The diazo compound has a high solubility in organic solvents, appropriate for use as a photosensitive material for a lithographic printing plate, can be easily developed by an alkaline developing solution mainly based on an alkaline aqueous solution, and has a water solubility appropriate for use in a screen printing plate. ##STR1## wherein Z.sup.1 indicates ##STR2## wherein .phi..sup.1 is arylene or substituted arylene; and -.phi..sup.2 is >C.dbd.O, lower alkyl, lower alkylene, or aryl or substituted aryl.R.sup.1 and R.sup.2 are H, alkyl of C.sub.1 to C.sub.8, or alkyloxy of C.sub.1 to C.sub.8 ; X.sup.- is anion; and R.sup.Type: GrantFiled: August 5, 1991Date of Patent: April 27, 1993Assignee: Toyo Gosei Kogy Co., Ltd.Inventors: Hirotada Iida, Hajime Arai, Hitoshi Sugiura, Katsuhiko Sugou, Kieko Harada
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Patent number: 5198322Abstract: A positively operating radiation-sensitive mixture comprising a binder which is insoluble in water but soluble or at least swellable in aqueous alkaline solution, and as a photoactive component a polyfunctional .alpha.-diazo-.beta.-keto ester of the general formula I ##STR1## in which R.sup.1 denotes an aliphatic, cycloaliphatic or araliphatic or aromatic radical having 4 to 20 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by ##STR2## or NH groups and/or contain keto groups, X denotes an aliphatic, cycloaliphatic, carbocyclic, heterocyclic or araliphatic radical having 2 to 22 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by the groups --NR.sup.2 --, --C(O)--O--, --C(O)--NR.sup.2 --, --C(O)-- ##STR3## --NR.sup.2 --C(O)--NR.sup.3 --, --O--C(O)--NR.sup.2 --, --C(O)-- ##STR4## or --O--C(O)--O--, or CH groups can be replaced by ##STR5## in which R.sup.2 and R.sup.Type: GrantFiled: January 12, 1990Date of Patent: March 30, 1993Assignee: Hoechst AktiengesellschaftInventors: Peter Wilharm, Hans-Joachim Merrem, Georg Pawlowski, Ralph Dammel
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Patent number: 5192640Abstract: A process for preparing 7-hydroxy-1,2-naphthoquinone-2-diazide-4-sulfonic acid or salts thereof, of the general formula Z ##STR1## is disclosed in which X=hydrogen, a metal or an ammonium group, preferably an alkali metal or alkaline earth metal, especially sodium or potassium and the ammonium group.The compounds can be used as much or as intermediates or starting materials for the production of light-sensitive compounds and radiation-sensitive mixtures and materials.Type: GrantFiled: August 9, 1990Date of Patent: March 9, 1993Assignee: Hoechst AktiengesellschaftInventors: Siegfried Scheler, Gerhard Buhr, Klaus Bergmann
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Patent number: 5151129Abstract: A process for the production of a pigment composition comprising precipitating a pigment coupling component from alkaline solution by adding to it an acid, in the presence of a pre-formed, water-soluble azo dyestuff; and subsequently coupling the precipitated coupling component, containing the azo dyestuff, with a pigment diazo or tetrazo component, ensuring that at no time is any substantial amount of uncoupled diazo or tetrazo component present, to form a pigment composition containing the water-soluble azo dyestuff.Type: GrantFiled: March 28, 1991Date of Patent: September 29, 1992Assignee: Ciba-Geigy CorporationInventors: Donald J. Morrison, David McGregor, James M. McCrae
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Patent number: 5100462Abstract: A method of inhibiting an ethylene response in a plant is disclosed herein. The method comprises applying to the plant an effective ethylene response-inhibiting amount of diazocyclopentadiene (DACP). Derivatives of DACP given by Formula (I) below may also be employed: ##STR1## wherein: n is from 1 to 4; andR is selected from the group consisting of halogen, hydroxy, C1-C4 alkyl, C1-C4 alkoxy, carboxy, and amino. DACP is preferred.Also disclosed are methods of inhibiting abscission in plants and methods of prolonging the life of cut flowers.Type: GrantFiled: April 1, 1991Date of Patent: March 31, 1992Assignee: North Carolina State UniversityInventors: Edward C. Sisler, Sylvia M. Blankenship
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Patent number: 5089486Abstract: Compounds of the general formulaR--N.dbd.NX (I)or N-oxides thereof, where R represents on amidophenyl group, and X represents a cyano group, a group --COOH or a salt, ester or amino derivative thereof; are fungicidal.Type: GrantFiled: July 27, 1990Date of Patent: February 18, 1992Assignee: Shell Research LimitedInventors: William W. Wood, Thomas W. Naisby, Andrew C. G. Gray
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Patent number: 5071966Abstract: A process for preparing an enol silyl ether compound from a diazoacetoacetic acid ester having the general formula (IV): ##STR1## wherein R.sup.1 is a lower alkyl group having 1 to 6 carbon atoms, phenyl group, a substituted phenyl group, an aralkyl group or allyl group, and R.sup.2, R.sup.3 and R.sup.4 are the same or mutually different and each is a lower alkyl group having 1 to 6 carbon atoms, which comprises reacting a diazoacetoacetic acid ester having the general formula (I): ##STR2## wherein R.sup.1 is the same as defined above, with a trialkylsilyl chloride having the general formula (II): ##STR3## wherein R.sup.2, R.sup.3 and R.sup.4 are the same as defined above, in an inert solvent in the presence of an organic base and an alkali halide having the general formula (III):MX (III)wherein M is an alkaline metal and X is bromine atom or iodine atom. The desired compound is useful as an intermediate for synthesis of carbapenem .beta.-lactam antibiotics.Type: GrantFiled: September 10, 1990Date of Patent: December 10, 1991Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Kazunori Kan, Hiroshi Murakami, Nobuo Nagashima, Noboru Ueyama, Takehisa Ohashi
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Patent number: 5055367Abstract: Disclosed is an imaging member which comprises a conductive substrate and a photogenerating layer containing a compound selected from the group consisting of: ##STR1## and mixtures thereof, wherein Cp represents a coupler group.Type: GrantFiled: May 31, 1990Date of Patent: October 8, 1991Assignee: Xerox CorporationInventor: Kock-Yee Law
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Patent number: 5037961Abstract: Aryldiazosulphonates having polymerizable ethylenically unsaturated groups are excellent starting materials for water-soluble homopolymers and copolymers, which can be converted to water-soluble polymers by irradiation. Thus, the polymers can be utilized for the preparation of aqueous coating compositions.Type: GrantFiled: April 12, 1989Date of Patent: August 6, 1991Inventors: Oskar Nuyken, Thomas Knepper, Brigitte Voit, Stephen D. Pask
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Patent number: 5024698Abstract: Monoazo pigments are provided which have improved properties achieved by incorporating certain azomethine compounds. The pigment compositions are prepared by reacting a primary amine-terminated alkylene oxide polymer and an acetoacetanilide to form an azomethine coupler and subsequently preparing the monoazo pigment composition by reacting the desired diazo component and coupling component in the presence of the azomethine coupler so as to form an azomethine composition of matter and the desired pigment.Type: GrantFiled: March 22, 1990Date of Patent: June 18, 1991Assignee: Sun Chemical CorporationInventors: Russell J. Schwartz, Manuel Z. Gregorio
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Patent number: 4996301Abstract: Polyfunctional .alpha.-diazo-.beta.-keto esters of the general formula I are described ##STR1## in which R.sup.1 denotes an aliphatic, cycloaliphatic or araliphatic or aromatic radical having 4 to 20 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by N-- or NH groups and/or contain keto groups,X denotes an aliphatic, cycloaliphatic, carbocyclic, heterocyclic or araliphatic radical having 2 to 22 carbon atoms, in which individual CH.sub.2 groups can be replaced by oxygen or sulfur atoms or by the groups ##STR2## in which R.sup.2 and R.sup.3 independently of one another represent hydrogen or an aliphatic, carbocyclic or araliphatic radical,m denotes an integer from 2 to 10 andn denotes an integer from 0 to 2,whereinm-n is .gtoreq.2.The compounds mentioned are used as photoactive components in radiation-sensitive mixtures.Type: GrantFiled: January 12, 1990Date of Patent: February 26, 1991Assignee: Hoechst AktiengesellschaftInventors: Peter Wilharm, Hans-Joachim Merrem, Georg Pawlowski
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Patent number: 4987221Abstract: Bisdiazonium salts of the formula (1) ##STR1## in which R denotes a linear or branched alkyl or alkoxyalkyl radical having 3-5 carbon atoms and X.sup.- represents the radical of a strong acid or of a zinc chloride double salt, and a process for their preparation by diazotizing a 4,4'-diamino-3,3'-dialkoxybiphenyl of the formula (2) ##STR2## in which R has the meaning mentioned, in an aqueous, strong, non-oxidizing inorganic or organic acid at temperatures from about -10.degree. C. to about +40.degree. C. by means of an alkali metal nitrite, and precipitating the resulting bisdiazonium salts by adding an alkali metal chloride, bisulfate, monosulfonate of 1,5-naphthalenedisulfonic acid or tetrafluoroborate or zinc chloride.These salts are useful in dyeing and printing textile fiber materials by the methods of the ice color technique, using suitable coupling components; they are also useful for preparing photographic tracings by the methods of reprography.Type: GrantFiled: March 27, 1986Date of Patent: January 22, 1991Assignee: Hoechst AktiengesellschaftInventors: Hasso Hertel, Klaus Hunger, Heinrich Frolich
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Patent number: 4952677Abstract: Reddish-brown to yellow shade colorants suitable for ribbon and ball point inks are produced from the glassy waste by-product of pararosaniline manufacture by slurrying the residue in mineral acid, diazotizing, and coupling. the resulting colorants are useful in preparing inks.Type: GrantFiled: September 15, 1988Date of Patent: August 28, 1990Assignee: BASF CorporationInventors: Floyd G. Spence, Louis R. de Alvare, Robert J. Allen
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Patent number: 4939241Abstract: The invention relates to compounds of antitumor activity of the formula: ##STR1## ps in which R.sup.1 is hydrogen, lower allkyl, halo(lower)alkyl or aryl,R.sup.2 is hydrogen, hydroxy or protected hydroxy,R.sup.3 is hydrogen,R.sup.4 is aminocarboxy(lower)alkyl, protected amino(lower)alkyl or protected aminocarboxy(lower)alkyl, andR.sup.5 is hydrogen or lower alkyl, or its pharmaceutical acceptable salt.Type: GrantFiled: March 25, 1988Date of Patent: July 3, 1990Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masakuni Okuhara, Toshio Goto, Masami Ezaki, Miho Tanaka, Shigehiro Takase, Hidenori Nakajima, Hideo Hirai, Akira Katayama
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Patent number: 4933436Abstract: Azo dyes are obtained by diazotizing an aromatic amine and combining the resulting diazonium salt solution with a sulpho-containing coupling component when the sole acid donor used for the diazotization reaction--instead of the otherwise customary mineral or fatty acids--is a low molecular weight, nonsurfactantlike aromatic sulphonic acid.Type: GrantFiled: January 27, 1987Date of Patent: June 12, 1990Assignee: Bayer AktiengesellschaftInventors: Joachim Wolff, Karl-Heinz Wolf, Reinhold M. Klipper
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Patent number: 4920222Abstract: 3,3-Diarylacrylic acid amides are prepared by the reaction of a benzophenone with an acetamide in the presence of a base characterized in that a sodium alcoholate is used as the base.Type: GrantFiled: January 30, 1989Date of Patent: April 24, 1990Assignee: Shell Internationale Research Maatschappij B.V.Inventors: Jurgen Curtze, Ludwig Schroder, Paul H. Briner
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Patent number: 4904764Abstract: 4-Diazo-3-methoxy-2,5-cyclohexandien-1-one, and pharmaceutically acceptable salts thereof, are antibiotics having antibacterial activity against a variety of gram positive and gram negative bacteria, particularly against anaerobic bacteria. The compound can be prepared by culturing aerobically Penicillium funiculosum A.T.C.C. No. 20783 in a culture medium containing assimilable sources of carbohydrates and nitrogen.Type: GrantFiled: December 12, 1985Date of Patent: February 27, 1990Assignee: E. R. Squibb & Sons, Inc.Inventors: Joseph O'Sullivan, Pushpa Singh
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Patent number: 4891424Abstract: 4-Aralkyl-2-nitro-2'-hydroxy-3',5'-dialkyl (or cumyl)-azobenzenes are made by coupling the corresponding diazotized 4-aralkyl-o-nitroaniline with the corresponding phenol. These azobenzene intermediates are used to prepare the corresponding 2H-benzotriazole UV absorber stabilizers substituted on the 5-position of the benzo ring by an aralkyl group, preferably alpha,alpha-dimethylbenzyl.Type: GrantFiled: April 1, 1988Date of Patent: January 2, 1990Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Patent number: 4886920Abstract: An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride wherein the diazotized reaction mixture includes an oxidizing agent such as nitrosonium ion from excess diazotization agent. The improvement includes, prior to decomposing the diazonium fluoride, adding to the diazotized reaction mixture a member selected from hydrazine, aromatic hydrazine, semi-carbazide, thio-semicarbazide, acid salts thereof, sulfur dioxide, sodium sulfate, and sodium bisulfite to remove at least a portion of the oxidizing agent. Urea was found to be ineffective.Type: GrantFiled: April 5, 1988Date of Patent: December 12, 1989Assignee: Mallinckrodt, Inc.Inventor: Gary L. Cantrell
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Patent number: 4874847Abstract: Amines which are sparingly soluble in water are diazotised by first preparing a melt or solution of said amines and then precipitating them from the melt or a solution in an organic solvent by adding water, and then diazotising the resultant suspension. In this procedure, the reaction times are appreciably shorter than those of conventional processes.Type: GrantFiled: December 22, 1987Date of Patent: October 17, 1989Assignee: Ciba-Geigy CorporationInventors: Rudiger Oxenius, Ernst Burgi, Vladimir Arnold, Ferenc Rakoczi
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Patent number: 4874846Abstract: Process for the preparation of aryloxy-benzoic acids containing a sulphonamide group by the direct reaction of a phenoxy-benzoic acid with a sulphonamide, in the presence of a halogenating agent such as P(O)Cl.sub.3.Type: GrantFiled: May 26, 1987Date of Patent: October 17, 1989Assignee: Rhone-Poulenc Agrochimie S.A.Inventor: Alain Chene
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Patent number: 4847367Abstract: 4-Higher alkyl-2-nitro-2'-hydroxy-3',5'-di-higher alkyl (or cumyl)-azobenzenes are made by coupling the corresponding diazotized 4-higher alkyl-o-nitroaniline with the corresponding substituted phenol. These azobenzene intermediates are used to prepare the corresponding 2H-benzotriazole UV absorber stabilizers substituted on the 5-position of the benzo ring by a higher alkyl group, preferably tert-octyl or n-dodecyl.Type: GrantFiled: November 13, 1987Date of Patent: July 11, 1989Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Patent number: 4844729Abstract: Substituted N-phenylpyridazone derivatives of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, halogen, cyano, phenyl, phenoxy, or phenylthio and Z is a straight-chain, saturated alkylene group of 1 to 5 carbon atoms, herbicides containing these compounds, and a process for combating the growth of unwanted plants.Type: GrantFiled: May 28, 1987Date of Patent: July 4, 1989Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Ulrich Wriede, Ulrich Schirmer, Adolf Parg, Bruno Wuerzer, Norbert Meyer
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Patent number: 4818771Abstract: Diphenic acid bis(dicyclohexylamide) represented by the following formula: ##STR1## A process for producing diphenic acid bis(dicyclohexylamide) represented by the above formula, which comprises dimerizing a diazonium salt of o-aminobenzoic acid in the presence of a reducing agent, followed by acidification to give 2,6'-dicarboxylbiphenyl; converting this dicarboxylic acid to 2,6'-dichloroformylbiphenyl by chlorination; and reacting this acid chloride with dicyclohexylamine.Sustained release antimicrobial compositions comprising a clathrate compound consisting of a microbial agent and diphenic acid bis(dicyclohexylamide) represented by the above formula.Type: GrantFiled: December 12, 1986Date of Patent: April 4, 1989Assignee: Kurita Water Industries, Ltd.Inventors: Fumio Toda, Ayako Sekikawa, Hideo Sugi, Kenji Tahara
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Patent number: 4777246Abstract: The invention relates to a process for the preparation of 1-diazo-2-naphthol-4-sulfonic acid by diazotizing 1-amino-2-naphthol-4-sulfonic acid in weakly acid medium and in the presence of iron ions, using only 1 to 30 millimoles of an iron compound per mole of 1-amino-2-naphthol-4-sulfonic acid. Such an insignificant amount is sufficient to protect the 1-amino-2-naphthol-4-sulfonic acid effectively from being oxidized to 1,2-naphthoquinonesulfonic acid and to afford the desired reaction product in good yield.Type: GrantFiled: March 19, 1986Date of Patent: October 11, 1988Assignee: Ciba-Geigy CorporationInventor: Bruno Fortsch
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Patent number: 4775745Abstract: This invention relates to a diazonium compound of the formula: ##STR1## wherein Z is selected from the group consisting of biotin, an antigen, an antibody, a photoreactive group, a fluorescent group and heavy metal-containing compounds;X is an alkylene group containing up to 18 carbon atoms in the principle chain and a total of up to 24 carbon atoms or a substituted alkylene group containing up to 18 carbon atoms in the principle chain with substituents selected from the group consisting of solubility-enhancing groups and cleavable --S--S-- containing moieties;Ar is an unsubstituted or substituted aryl or heteroaryl; andY is an anion and n is an integer from 1-3.Such compounds are useful as components for nucleic acid probes.Type: GrantFiled: December 8, 1986Date of Patent: October 4, 1988Assignee: National Distillers and Chemical CorporationInventors: John P. Ford, Bernard F. Erlanger, C. William Blewett
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Patent number: 4772714Abstract: Disclosed is a process for the preparation of alpha-aryl and alpha-heteroaryl ketones useful as intermediates in the synthesis of various pharmaceutical and agricultural chemicals, which process operates according to the following reaction scheme: ##STR1##Type: GrantFiled: July 7, 1986Date of Patent: September 20, 1988Assignee: Agency of Industrial Science & TechnologyInventors: Masato Tanaka, Toshiyasu Sakakura
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Patent number: 4771005Abstract: The invention provides a stable solid reagent for use in a prepackaged test kit for the detection of cannabinoids comprising a diazonium salt which undergoes characteristic color change when combined with a cannabinoid under basic conditions, the salt comprising an anion capable of causing the entire salt including the diazonium cation thereof to dissolve in an organic solvent when combined therewith to form a stable liquid reagent for the detection of cannabinoids. The invention also provides a stable liquid reagent comprising the aforementioned diazonium salt and an organic solvent as well as providing prepackaged reagent test kits containing the aforementioned reagents and methods for detecting cannabinoids using the reagents of the invention.Type: GrantFiled: June 12, 1984Date of Patent: September 13, 1988Assignee: Erez Forensic Technology Ltd.Inventor: Baruch Spiro
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Patent number: 4737430Abstract: An electrophotographic photosensitive member having a photesensitive layer containing an azo compound represented by the following Formula [I],Formula [I] ##STR1## wherein Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 each is a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom; A.sub.1 and A.sub.2 each represents ##STR2## wherein Z is a group of atoms necessary to complete a substituted or unsubstituted aromatic carbocyclic ring of a substituted or unsubstituted aromatic heterocyclic ring; Q.sub.3 is substituted or unsubstituted carbamoyl group or a substituted or unsubstituted sulfamoyl group; R.sub.1 is a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted carbamoyl group, a carboxyl group, a carboxyl group or ester group thereof, or a cyano group; A' is a substituted or unsubstituted aryl group; and R.sub.2 and R.sub.Type: GrantFiled: August 21, 1985Date of Patent: April 12, 1988Assignee: Konishiroku Photo Industry Co., Ltd.Inventors: Akira Kinoshita, Naohiro Hirose, Kiyoshi Sawada
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Patent number: 4730037Abstract: The invention relates to a method of determining and controlling the diazonium ion concentration in diazotization solutions and/or in azo coupling reactions, which comprises determining said diazonium ion concentration by means of IR spectroscopy from the intensity of the N.tbd.N stretching frequency.The method is extremely selective and virtually trouble-free and permits the simultaneous determination of the concentration of different diazonium salts in mixtures.Type: GrantFiled: August 22, 1986Date of Patent: March 8, 1988Assignee: Ciba-Geigy CorporationInventors: Ferenc Rakoczi, Rudiger Oxenius
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Patent number: 4725683Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.Type: GrantFiled: August 12, 1985Date of Patent: February 16, 1988Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, B. Clifford Gerwick, III
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Patent number: 4678497Abstract: Triazine-substituted azobenzenesulfonamides useful as preemergent and postemergent herbicides, selected from compounds of Formulae I or II ##STR1## or agriculturally suitable salts thereof, wherein R, R.sub.1, R.sub.2, R.sub.3 and A are as defined herein.Type: GrantFiled: January 13, 1986Date of Patent: July 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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Patent number: 4670175Abstract: An electrolyte for electrolytic capacitor containing within an aprotic solvent a hexafluorophosphate of a tetraalkyl ammonium cation, a diazonium cation or a triarylcarbonyl cation.Type: GrantFiled: October 21, 1986Date of Patent: June 2, 1987Assignee: Nippon Chemi-Con CorporationInventors: Fumihiko Shinozaki, Yutaka Yokoyama
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Patent number: 4668792Abstract: Substituted [1,1'-biphenyl]-3-ylmethyl compounds carrying leaving groups are intermediates to insecticidal esters.Type: GrantFiled: December 20, 1983Date of Patent: May 26, 1987Assignee: FMC CorporationInventor: Ernest L. Plummer
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Patent number: 4661432Abstract: A light-sensitive, diazonium group-containing polycondensation product is described which comprises(a) an optionally substituted diphenylamine-dianzonium salt I.(b) a compound corresponding to the formula IIR.sup.4 --O--CH.sub.2 --R.sup.5 (II)whereinR.sup.4 is H, alkyl or acyl, andR.sup.5 is an optionally substituted aromatic radical, and(c) a compound corresponding to the formula IIIR.sup.6 --O--CH.sub.2 --R.sup.8 --CH.sub.2 --O--R.sup.7 (III)whereinR.sup.6 and R.sup.7 are H, alkyl, or acyl andR.sup.8 is the radical of a compound selected from the group consisting of aromatic hydrocarbons, phenols, phenolethers, aromatic thioethers, aromatic heterocyclic compounds, and organic acid amides,with the radicals resulting from compound II being directing linked to the units of the diazonium salt I.In the production of the polycondensation product, I is first condensed with II and then with III.Type: GrantFiled: January 23, 1986Date of Patent: April 28, 1987Assignee: Hoechst AktiengesellschaftInventors: Walter Lutz, Hartmut Steppan
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Patent number: 4650740Abstract: A heat-sensitive recording material is described, comprising a support having provided thereon a recording layer comprising a binder containing a diazonium compound and a coupling component, said diazonium compound being a diazonium salt represented by formula (I)ArN.sub.2.sup.+ X.sup.- (I)wherein Ar represents a substituted or unsubstituted aromatic moiety; and X.sup.- represents an acid anion containing an alkyl group having three or more fluorine atoms.Type: GrantFiled: September 13, 1984Date of Patent: March 17, 1987Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshimasa Usami, Toshiharu Tanaka, Fumiaki Shinozaki
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Patent number: 4642338Abstract: Novel intermediates useful in the preparation of fluorophenoxyphenoxypropionates and derivatives thereof which possess herbicidal activity selectively in the presence of broadleaf crops.Type: GrantFiled: March 7, 1985Date of Patent: February 10, 1987Assignee: The Dow Chemical CompanyInventors: Richard B. Rogers, B. Clifford Gerwick, III
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Patent number: 4622420Abstract: A simple method for making EDTA, ED3A or DTPA analogs from amide derivatives of alpha amino acids is disclosed. These EDTA, ED3A or DTPA analogs are useful chelating agents, and preferably are useful as bifunctional chelating agents which may be attached to biological molecules and which form physiologically stable chelates with a variety of metal ions.Type: GrantFiled: February 5, 1985Date of Patent: November 11, 1986Assignee: The Regents of the University of CaliforniaInventors: Claude F. Meares, Simon M. Yeh, David G. Sherman
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Patent number: 4601969Abstract: A lithographic resin for use with deep ultraviolet radiation comprises a weakly acidic resin and an alpha phosphoryl substituted diazo carbonyl compound as a sensitizer.Type: GrantFiled: March 28, 1985Date of Patent: July 22, 1986Assignee: International Business Machines CorporationInventors: Nicholas J. Clecak, Barbara D. Grant, Robert D. Miller, Terry C. Tompkins, Carlton G. Willson