Formation Of Diazonium Group Patents (Class 534/565)
-
Patent number: 11542662Abstract: Absorbent sheet is manufactured utilizing a low charge density debonder composition comprising an imidazolinium surfactant-containing constituent selected from the group consisting of: (i) cationic imidazolinium surfactants with alkylalkenylhydroxy substitution; (ii) zwitterionic imidazolinium surfactants; and (iii) an ion paired surfactant mixture including a zwitterionic imidazolinium surfactant and a cationic surfactant and, in admixture with the imidazolinium surfactant-containing constituent, (iv) a nonionic surfactant.Type: GrantFiled: March 2, 2020Date of Patent: January 3, 2023Assignee: GPCP IP Holdings LLCInventors: Yu Chen, Kevin M. Holtman, Brian S. Hammes, Jeffery J. Boettcher
-
Patent number: 11331641Abstract: Provided is a reactor capable of generating a proposed target solution in a short time by reacting the raw material solutions with each other while allowing a mixed raw material solution containing a plurality of kinds of raw material solutions mixed with each other to flow, and restraining the temperature of the mixed raw material solution from excessively rising. The reactor includes a reaction channel allowing the mixed raw material solution to flow and a solvent channel allowing a solvent dissolvable in the mixed raw material solution to flow. The solvent channel is connected to the reaction channel between the upstream end and the downstream end of the reaction channel so that the solvent flowing in the solvent channel is mixed with the mixed raw material solution flowing in the reaction channel from the middle of the reaction channel.Type: GrantFiled: July 2, 2019Date of Patent: May 17, 2022Assignee: Kobe Steel, Ltd.Inventor: Akira Matsuoka
-
Patent number: 9593073Abstract: The present invention relates to a method of forming diazoalkanes. One aspect of the present invention provides a method for the production of a N-alkyl-N-nitroso compound from a starting material, comprising the use of a tribasic acid to acidify an amine. A second aspect of the present invention provides a method for the production of a diazoalkane, comprising reacting a N-alkyl-N-nitroso compound with a base and a phase transfer catalyst, wherein no organic solvent is used.Type: GrantFiled: January 23, 2013Date of Patent: March 14, 2017Assignee: BAKHU LIMITEDInventor: Lee Proctor
-
Patent number: 9493657Abstract: This invention relates to disperse azo dye mixtures, which have Navy or Black color and are AOX-free.Type: GrantFiled: January 6, 2014Date of Patent: November 15, 2016Assignee: DyStar Colours Distribution GmbHInventors: Fanny Vermandel, Adrian Murgatroyd, Clemens Grund, Manfred Hoppe, Ulrich Weingarten
-
Patent number: 9394445Abstract: Disclosed is a method for continuously preparing a water-soluble azo dye by coupling a nebulizer with a pipeline. According to the method, the nebulizer is coupled with a pipeline with an interception tower plate, atomized and mixed reaction liquid flow flows through the pipeline with the interception tower plate, and mixing and reacting are further enhanced through turbulent mixing on the tower plate, so that instant separation of reaction heat generated in an atomizing contact reaction from a reactant is achieved, and normal-temperature rapid continuous production of the water-soluble azo dye is achieved. Fog drops which are atomized by using the nebulizer have small particle diameter and large specific surface area, so that a diazo salt and a coupling component are sprayed separately, move face to face and can be fully contacted, and mixing and reacting speeds are increased.Type: GrantFiled: November 30, 2012Date of Patent: July 19, 2016Assignee: DALIAN UNIVERSITY OF TECHNOLOGYInventors: Shufen Zhang, Bingtao Tang, Rongwen Lv, Dong Liang
-
Patent number: 9249088Abstract: A process for producing a reaction product of a diazo compound, which process comprises: a. continuously supplying to a first reactor a precursor of a diazo compound; a water-miscible solvent; a base and water; b. mixing the precursor of a diazo compound; the water-miscible solvent; the base and water to generate a diazo compound; c. continuously removing from the first reactor, through a hydrophobic membrane, into a second reactor the formed diazo compound; d. continuously removing from the first reactor all reaction products that have not passed into the second reactor; e. continuously supplying to the second reactor a substrate in a non-water-miscible solvent; f. mixing the above components to generate a reaction product of a diazo compound; and g. continuously removing from the second reactor the non-water-miscible solvent and the reaction product of the diazo compound, and apparatus suitable for carrying out such a process.Type: GrantFiled: November 1, 2011Date of Patent: February 2, 2016Assignee: DPx Holdings B.V.Inventors: Peter Poechlauer, Rafael Wilhelmus Elisabeth Ghislain Reintjens, Hubertus Johannes Adrianus Dielemans, Mehul Thathagar, Jeroen Hubertina Gerardus Konings
-
Publication number: 20150038687Abstract: The present invention relates to a method of forming diazoalkanes. One aspect of the present invention provides a method for the production of a N-alkyl-N-nitroso compound from a starting material, comprising the use of a tribasic acid to acidify an amine. A second aspect of the present invention provides a method for the production of a diazoalkane, comprising reacting a N-alkyl-N-nitroso compound with a base and a phase transfer catalyst, wherein no organic solvent is used.Type: ApplicationFiled: January 23, 2013Publication date: February 5, 2015Inventor: Lee Proctor
-
Patent number: 8592565Abstract: The invention relates to carbon surfaces modified with one or more azide groups. The invention also relates to methods of modifying carbon surfaces with one or more azide groups.Type: GrantFiled: January 10, 2008Date of Patent: November 26, 2013Assignee: The Board of Trustees of the Leland Stanford Junior UniversityInventors: Christopher E. D. Chidsey, Anando Devadoss, Neal K. Devaraj
-
Patent number: 8350014Abstract: A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.Type: GrantFiled: November 17, 2009Date of Patent: January 8, 2013Assignee: Wisconsin Alumni Research FoundationInventors: Ronald Thaddeus Raines, Eddie Leonard Myers
-
Patent number: 8329880Abstract: The invention relates to a process for preparing naphthalen-2-yl-pyrazol-3-one intermediates, tautomers, and salts thereof, to novel intermediates, and to the use of the intermediates in the preparation of sigma receptor inhibitors.Type: GrantFiled: April 24, 2009Date of Patent: December 11, 2012Assignee: Laboratorios del Dr. Esteve, S.A.Inventors: Antoni Torrens Jover, Jordi Corbera Arjona, Maria Rosa Cuberes-Altisent
-
Patent number: 8309695Abstract: The present invention relates to a labeling reagent of formula: in which: R1 represents at least one detectable label, L and A are each a linker arm, n is an integer equal to 1, and u is an integer between 0 and 2. The present invention also describes a method of synthesizing said markers and also applications for the labeling of biological molecules, more particularly nucleic acids, with a labeling reagent bearing diazo and nitro functions. The invention is particularly suitable for use in the diagnostics field.Type: GrantFiled: June 9, 2008Date of Patent: November 13, 2012Assignees: Biomerieux, CNRS, Universite de StrasbourgInventors: Alain Laurent, Ali Laayoun, Mitsuharu Kotera
-
Patent number: 7902342Abstract: The invention relates to a method for producing diazoalkanes, which is characterized by dissolving a diazoalkane precursor in a first solvent, dissolving a base in a second solvent, allowing the substances to react in a reactor while forming the diazoalkane and removing the diazoxaline under reduced pressure. The inventive method is especially suitable for producing diazomethane.Type: GrantFiled: June 23, 2005Date of Patent: March 8, 2011Assignee: Dynamit Nobel GmbH Explosivstoff-und SystemtechnikInventor: Jürgen Hasse
-
Publication number: 20110011307Abstract: The present invention relates to a method of preparing a modified colored pigment comprising a pigment having attached at least one organic group. The method comprises the step of combining, in any order, a) a solution of an organic colorant in a solvent, b) at least one aromatic amine comprising the organic group, c) at least one diazotizing agent, d) an aqueous medium, e) optionally at least one acid, and f), optionally at least one second solvent, to form the modified colored pigment.Type: ApplicationFiled: July 21, 2010Publication date: January 20, 2011Inventors: Alexander I. Shakhnovich, Yuan Yu, Friedrich K. von Gottberg
-
Publication number: 20100041876Abstract: A process is described for preparing aromatic diazonium salts, wherein the starting compound is an aromatic amide and the amide bond is first split hydrolytically and the amine compound thus obtained is diazotized with an inorganic nitrite salt. The diazonium salts thus obtained can be converted to stable salts and then serve as starting materials for further reactions, such as the Heck reaction.Type: ApplicationFiled: November 7, 2007Publication date: February 18, 2010Applicant: ZYLUM BETEILIGUNGSGESELLSCHAFT MBH & CO. PATENTE II KGInventors: Bernd Schmidt, Frank Holter
-
Patent number: 7384815Abstract: The present invention is directed towards processes for covalently attaching molecular wires and molecular electronic devices to carbon nanotubes and compositions thereof. Such processes utilize diazonium chemistry to bring about this marriage of wire-like nanotubes with molecular wires and molecular electronic devices.Type: GrantFiled: August 1, 2003Date of Patent: June 10, 2008Assignee: William Marsh Rice UniversityInventors: James M. Tour, Jeffrey L. Bahr, Jiping Yang
-
Patent number: 6962983Abstract: A method for the production of diazomethane comprising the steps of a) feeding a base and a diazomethane precursor into a reactor vessel; b) generating gaseous diazomethane by allowing the base and the gaseous diazomethane precursor to react; and c) removing the gaseous diazomethane using a diluent gas.Type: GrantFiled: December 15, 2000Date of Patent: November 8, 2005Assignee: Phoenix Chemicals LimitedInventors: Antony John Warr, Lee Proctor
-
Patent number: 6740741Abstract: Novel diazo derivatives useful for the deacidification of paper material and the process for their preparation comprising three steps starting from an amine and ethyl chlorocarbonate, are described.Type: GrantFiled: July 3, 2002Date of Patent: May 25, 2004Assignees: Consiglio Nazionale delle Ricerche, Universita'degli Studi di UdineInventors: Antonio Zappala', Andrea Gorassini, Angelo Guimanini, Giancarlo Verardo
-
Patent number: 6469147Abstract: Azo colorants are prepared by conducting the diazotization of aromatic or hetaromatic amines or the azo coupling reaction or the diazotization and the azo coupling reaction in a microreactor.Type: GrantFiled: February 9, 2001Date of Patent: October 22, 2002Assignee: Clariant Finance (BVI) LimitedInventors: Uwe Nickel, Rüdiger Jung, Klaus Saitmacher, Leonhard Unverdorben
-
Patent number: 6437104Abstract: A process for preparing disazo condensation pigments by diazotization of an aromatic amine, azo coupling with a coupling component to form an azocarboxylic acid or azodicarboxylic acid, formation of an azocarbonyl chloride or azodicarbonyl dichloride and condensation of the azocarbonyl chloride with an aromatic diamine or of the azodicarbonyl dichloride with an aromatic amine comprises effecting the acyl chloride formation and/or the condensation and optionally the diazotization and optionally the azo coupling in a microreactor.Type: GrantFiled: June 28, 2001Date of Patent: August 20, 2002Assignee: Clariant GmbHInventors: Uwe Nickel, Klaus Kund, Frank Alfter
-
Patent number: 6207809Abstract: An aqueous solution of diazonium salts is prepared in the absence of organic solvents by reducing a water-soluble aromatic nitro compound in aqueous solution with hydrogen and a hydrogenation catalyst to give the aromatic amino compound, and diazotizing this amino compound in the aqueous solution.Type: GrantFiled: May 2, 2000Date of Patent: March 27, 2001Assignee: Clariant GmbHInventor: Bernd Nestler
-
Patent number: 5874547Abstract: A process for diazotizing an amine comprises the steps of oxidizing nitric oxide in solution with an oxidizing agent to maintain an equilibrium concentration of a diazotizing agent and reacting a primary aromatic amine in situ with said diazotizing agent in said solution.Type: GrantFiled: June 5, 1997Date of Patent: February 23, 1999Assignee: Crompton & Knowles CorporationInventors: John W. Larsen, Tracey McCracken, Jay E. Rowe, Lee A. Schaeffer
-
Patent number: 5854405Abstract: Diazomethane is produced in a continuous process with little or no explosion hazard, by dissolving an N-methyl-N-nitroso amine in a mixture of a water-miscible organic solvent that dissolves the N-methyl-N-nitroso amine and a water-immiscible organic solvent that dissolves diazomethane, and combining a stream of this solution with a stream of an aqueous inorganic base, allowing the aqueous and organic phases to settle after a suitable residence time, and phase separating the phases, all on a continuous basis. When using N-methyl-N-nitrosourea as the amine, the diazomethane process is preceded by a continuous nitrosation process involving combining aqueous solutions of methyl urea and a nitrite salt with an organic solution of a mineral or organic acid, the solvent in the organic solution being a mixture of the two organic solvents referred to above, allowing the aqueous and organic phases to settle after a suitable residence time, and phase separating the phases, all on a continuous basis.Type: GrantFiled: November 13, 1997Date of Patent: December 29, 1998Assignee: Aerojet-General CorporationInventors: Thomas G. Archibald, James C. Barnard, Harlan F. Reese
-
Patent number: 5817778Abstract: Diazomethane is prepared in a batch process on a scale of at least 50 gram-moles per batch, from an N-methyl-N-nitroso amine in an organic solvent and an inorganic base in an aqueous solution by the use of a phase transfer catalyst and by controlling the choice of solvent, reagent concentrations, addition rate and reaction temperature to cause codistillation of the product and the organic solvent in such a manner that the concentration of diazomethane in both liquid and vapor phases are controlled within limits that will prevent detonation of the diazomethane.Type: GrantFiled: November 13, 1997Date of Patent: October 6, 1998Assignee: Aerojet-General CorporationInventors: Thomas G. Archibald, Der-Shing Huang, Mark H. Pratton, James C. Barnard
-
Patent number: 5618928Abstract: Compounds of formula I: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently hydrogen, alkyl or acyl, R.sup.5 is alkyl, X represents a hydrophobic substituent and n is an integer from 1 to 3, and R.sup.6 and R.sup.7 each represent alkyl, cycloalkyl, or aralkyl, or R.sup.6 and R.sup.7 together with the nitrogen to which they are attached form a heterocyclic ring, with the proviso that one or both of R.sup.6 and R.sup.7, or the heterocyclic ring including R.sup.6 and R.sup.7, carries and/or includes at least one oxygen or sulphur atom, or a salt or N-oxide thereof may be used in the treatment of P. carinii infections.Type: GrantFiled: January 13, 1995Date of Patent: April 8, 1997Assignee: British Technology Group LimitedInventors: Malcolm F. G. Stevens, Daniel L. Rathbone, Dennis M. O'Shea
-
Patent number: 5606034Abstract: The invention discloses a process for the preparation of azo dyes using an aminodiphenylamine as diazo component. The process comprises reacting the amine, an alkali metal nitrite and a mineral acid continuously in the temperature range from 35.degree. to 65.degree. C. to give the diazo compound, using a 3 to 15% excess of alkali metal nitrite, and thereafter coupling the diazo compound to a coupling component. Azo dyes of superior quality constancy and in high yield are obtained by the novel process.Type: GrantFiled: February 16, 1995Date of Patent: February 25, 1997Assignee: Ciba-Geigy CorporationInventors: Horst Langfeld, Karl-Friedrich Haarburger, Herbert Mauser
-
Patent number: 5587464Abstract: A process for producing a diazomethane derivative by oxidizing a hydrazone derivative in a two-phase system containing: a) an aqueous solution of a mixture of a caustic alkali and an alkali metal hypochlorite in respective concentrations of 4-14 w/w % and 3-10 w/w % based on the total weight of the solution; b) a hydrophobic organic solvent; c) an inorganic iodine compound, and d) a phase-transfer catalyst.Type: GrantFiled: August 14, 1995Date of Patent: December 24, 1996Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Ichiro Kawahara, Isao Wada, Michio Sasaoka
-
Patent number: 5554739Abstract: Processes for preparing a carbon product having an organic group attached to a carbon material. The carbon material is selected from graphite powder, a graphite fiber, a carbon fiber, a carbon cloth, a vitreous carbon product, and an activated carbon product. In one process at least one diazonium salt reacts with a carbon material in the absence of an externally applied electric current sufficient to reduce the diazonium salt. In another process at least one diazonium salt reacts with a carbon material in a protic reaction medium.Type: GrantFiled: December 15, 1994Date of Patent: September 10, 1996Assignee: Cabot CorporationInventor: James A. Belmont
-
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
-
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
-
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
-
Patent number: 5393874Abstract: The preparation of N-hydroxy-N'-diazenium oxides of the general formula I ##STR1## where R is an aliphatic or cycloaliphatic radical, by reacting a hydroxylamine of the general formula IIR--NH--OH IIor its salt with nitrosyl chloride or nitrosylsulfuric acid in aqueous solution is described.The process products are intermediates for fine chemicals and are used in the form of their metal salts as wood preservatives.Type: GrantFiled: September 14, 1993Date of Patent: February 28, 1995Assignee: BASF AktiengesellschaftInventors: Klemens Massonne, Martin Fischer
-
Patent number: 5286287Abstract: A monoazo lake pigment and a process for its production; the monoazo lake pigment excellent in clearness, transparency, gloss and tinting strength is obtained by coupling a diazo component which is an aromatic amine having a sulfonic acid group with a coupler component which contains .beta.-naphthol or .beta.-oxynaphthoic acid and adding a laking agent during or after the coupling reaction, the coupler component further containing 0.1 to 30 mol %, based the coupler component, of a compound of the following formula, ##STR1## wherein n=1 or 2.Type: GrantFiled: September 9, 1992Date of Patent: February 15, 1994Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Yuuji Hirasawa, Akimitsu Mochizuki
-
Patent number: 5274171Abstract: A "one-pot" process for the palladium catalyzed coupling of a diazonium salt with an olefinic bond, in the aqueous medium in which the diazonium salt is made, by employing a carboxylic acid as a solvent. Arylacrylic acids and their esters, e.g. the cinnamates, can be produced at low catalyst concentration without first isolating the diazonium salt. The process is applied to the synthesis of 2-ethylhexyl p-methoxycinnamate.Type: GrantFiled: January 22, 1992Date of Patent: December 28, 1993Assignee: Givaudan-Roure CorporationInventors: Alan J. Chalk, Joseph A. Virgilio, Laszlo Wertheimer, Theresa B. Wertheimer
-
Patent number: 5256517Abstract: A positive-working radiation-sensitive mixture is described which essentially contains a photoactive component and a water-insoluble binder which is soluble, or at least swellable, in aqueous alkaline solution, wherein a compound is used, as photoactive component, which contains .alpha.-diazo-.beta.-keto ester units and sulfonate units of the formula I ##STR1## in which R.sup.1 and R.sup.2, independently of one another, are an unsubstituted or substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical having 4 to 20 carbon atoms, it being possible for individual CH.sub.2 groups to be replaced by oxygen or sulfur atoms or by N or NH groups and/or contain keto groups,X is an unsubstituted or substituted aliphatic, cycloaliphatic, carbocyclic, heterocyclic or araliphatic radical having 2 to 22 carbon atoms, it being possible for individual CH.sub.2 groups to be replaced by oxygen or sulfur atoms or by the groups --NR.sup.3 --, --C(O)--0--, --C(O)--NR.sup.3 --, ##STR2## --NR.sup.3 --C(O)--NR.sup.Type: GrantFiled: May 1, 1991Date of Patent: October 26, 1993Assignee: Hoechst AktiengesellschaftInventors: Horst Roeschert, Georg Pawlowski, Hans-Joachim Merrem, Ralph Dammel, Walter Spiess
-
Patent number: 5235047Abstract: Provided are certain bathochromic azo dyes which are prepared by reacting 2-aminothiphenes or 2-aminothiazoles, which contain a primary amino group, with 2-chloro-3-negatively-substituted maleimides. These compounds are then diazotized and coupled with azo components, for example, anilines, 1,2,3,4-tetrahydroquinolines, 2,3-dihydroindiles, and 3,4-dihydro-2H-1,4-benzoxazines to form blue-cyan azo dyes.Type: GrantFiled: September 3, 1992Date of Patent: August 10, 1993Assignee: Eastman Kodak CompanyInventors: James J. Krutak, Max A. Weaver
-
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
-
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
-
Patent number: 5200291Abstract: A polymeric compound having the formula ##STR1## wherein x ranges from about 0.05 to about 0.5y ranges from about 0.80 to about 0.35z ranges from about 0.10 to about 0.25n ranges from about 50 to about 1500R is selected from the group consisting of phenyl and C.sub.1 to C.sub.4 alkyl substituted phenyl;K is selected from the group consisting of ##STR2## --S--, --O--, and --CH.sub.2 --, or is absent; P and P.sub.1 are selected from the group consisting of C.sub.1 to C.sub.4 alkyl, methoxy, ethoxy, butoxy, and H; andP.sub.1 may be the same as P or different.Type: GrantFiled: April 11, 1991Date of Patent: April 6, 1993Assignee: Hoechst Celanese CorporationInventor: Stanley F. Wanat
-
Patent number: 5191069Abstract: Polyfunctional compounds containing .alpha.-diazo-.beta.-keto ester units and sulfonate units are disclosed. The polyfunctional compounds have high sensitivity in the deep UV and high thermal stability. Processes for producing the compounds are disclosed. A preferred process first synthesizes .beta.-ketoester/sulfonate precursors and then uses diazo transfer to convert the precursors into the novel compounds. Radiation-sensitive mixtures containing the compounds are also disclosed.Type: GrantFiled: May 1, 1991Date of Patent: March 2, 1993Assignee: Hoechst AktiengesellschaftInventors: Horst Roeschert, Georg Pawlowski, Hans-Joachim Merrem, Ralph Dammel
-
Patent number: 5175258Abstract: A process for the preparation of photogenerating pigments which comprises the reaction of a diaminofluorenone with an alkali nitrite, an acid, and a tetrafluoroborate; thereafter reacting the resulting product with an anilide coupler; and subsequently annealing the product obtained.Type: GrantFiled: December 14, 1990Date of Patent: December 29, 1992Assignee: Xerox CorporationInventors: Kock-Yee Law, Ihor W. Tarnawskyj
-
Patent number: 5107046Abstract: An improved process is disclosed for preparing aromatic fluorides by diazotization-fluorination in hydrogen fluoride. The improvement includes, prior to the decomposition of the diazonium fluoride, adding to the diazotizing reaction mixture, urea or a salt thereof in an amount sufficient to reduce the vapor pressure of hydrogen fluoride over the diazonium solution. Also disclosed is a process for reducing the vapor pressure over diazonium fluoride solutions.Type: GrantFiled: May 23, 1990Date of Patent: April 21, 1992Assignee: Mallinckrodt Specialty Chemicals Co., Inc.Inventor: Gary L. Cantrell
-
Patent number: 5097022Abstract: An electrophotographic photoconductor comprises an electroconductive support and a photoconductive layer formed thereon comprising a bisazo compound having the formula (I) serving as a charge generating material: ##STR1## wherein Y represents a halogen, an alkyl group which may have a substituent, an alkoxyl group, an acyl group, a substituted amino group, a cyano group or a nitro group; R represents hydrogen, or an alkyl group which may have a substitutent; and Ar represents an aryl group which may have a substituent.Type: GrantFiled: November 3, 1989Date of Patent: March 17, 1992Assignee: Ricoh Company, Ltd.Inventors: Masaomi Sasaki, Tomoyuki Shimada, Mitsuru Hashimoto
-
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
-
Patent number: 5055563Abstract: Disclosed is a process for continuous preparation of aromatic diazonium fluoride salts wherein diazotizable aromatic primary amines are continuously diazotized in a series of continuous-stirred tank reactors, wherein a portion of a premixed diazotization solution is cooled prior to being continuously fed into each of the reactors.Type: GrantFiled: June 13, 1990Date of Patent: October 8, 1991Assignee: Mallinckrodt Specialty Chemicals CompanyInventors: Bruce J. Lamb, Nickolas J. Stepaniuk
-
Patent number: 5043435Abstract: Diazonium compounds are disclosed which correspond to the formula ##STR1## in which Y' is vinyl, .beta.-hydroxyethyl of an ethyl group having a substituent in the .beta.-position which is eliminated by means of alkali, R is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxy or halogen, n is the number 0, 1 or 2, M is hydrogen or an alkali metal, and An is an anion, and wherein the diazonium group is bound in the meta- or para-position to the nitrogen of the benzotriazole radical.Also disclosed is a process for the preparation of the diazonium compounds. The compounds are useful as diazo components for the preparation of azo compounds by a coupling reaction.Type: GrantFiled: February 23, 1990Date of Patent: August 27, 1991Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Kurt Hussong
-
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
-
Patent number: 5003051Abstract: A process for the preparation of azo dyes of the formula ##STR1## in which X is --NH.sub.2 or --OH, A is a benzene or naphthalene radical which can be substituted by nitro, halogen, sulfo, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 -alkoxycarbonylamino, sulfonamido and sulfone groups and B is a benzene radical which is monosubstituted or disubstituted by C.sub.1 -C.sub.6 alkyl, or a naphthalene radical which can be substituted by amino, phenylamino, C.sub.1 -C.sub.6 alkylamino and sulfo, or a 1-phenyl-3-methyl-5-pyrazlone radical which can be substituted by halogen, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 alkoy, these radicals being bound to the azo group in the o-position with respect to the hydroxyl or amino groups, comprises diazotizing in aqueous solution an amine of the formula ##STR2## in the presence of at least one ketone of the formula ##STR3## in which R.sub.1 and R.sub.2, independently of one another, are each C.sub.1 -C.sub.Type: GrantFiled: August 23, 1989Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventors: Ulrich Schlesinger, Peter Loew, Alois Puntener
-
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
-
Patent number: 4987258Abstract: The invention relates to 4,4'-diaminodiphenyl compounds of the formula I ##STR1## in which X denotes the n-propyl, isopropyl, n-butyl, isobutyl, 1-methylpropyl, n-propoxy, isopropoxy, isobutoxy, 1-methylpropoxy or 2-methoxyethoxy radical and A is 0 or the equivalent of an inorganic acid.The preparation is effected by reducing ortho-X-substituted nitrobenzene and benzidine rearrangement of the resulting hydrazobenzene derivative. The compounds of the formula (I) are suitable for use as components in the preparation of dyes and pigments.Type: GrantFiled: February 20, 1987Date of Patent: January 22, 1991Assignee: Hoechst AktiengesellschaftInventors: Klaus Hunger, Heinrich Frolich, Kurt C. Habig
-
Patent number: RE40211Abstract: wherein R1 is a C3-8 branched or cyclic alkyl group, and R2 is a C1-8 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: March 15, 2001Date of Patent: April 1, 2008Assignee: Wako Pure Chemical Industries, Ltd.Inventors: Fumiyoshi Urano, Masaaki Nakahata, Hirotoshi Fujie, Keiji Oono