Diazo Or Diazonium (e.g., -n=n-c, Etc.) Patents (Class 534/558)
  • Patent number: 7132515
    Abstract: The invention relates to reactive dyes according to the given, defined general formula (I) wherein D1 and D2 , R and R*, in addition to M are defined as per claim 1.
    Type: Grant
    Filed: April 15, 2003
    Date of Patent: November 7, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Joachim Eichhorn
  • Patent number: 7109311
    Abstract: A chemical amplification type resist composition comprising a specific benzenesulfonyldiazomethane containing a long-chain alkoxyl group at the 2-position on benzene ring has many advantages including improved resolution, improved focus latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris left after coating, development and peeling, and improved pattern profile after development and is thus suited for microfabrication.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: September 19, 2006
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Youichi Ohsawa, Katsuhiro Kobayashi, Yoshitaka Yanagi, Kazunori Maeda
  • Patent number: 7109312
    Abstract: The present invention provides a family of dark quenchers, termed Black Hole Quenchers (“BHQs”), that are efficient quenchers of excited state energy but which are themselves substantially non-fluorescent. Also provided are methods of using the BHQs, probes incorporating the BHQs and methods of using the probes.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: September 19, 2006
    Assignee: Biosearch Technologies, Inc.
    Inventors: Ronald M. Cook, Matt Lyttle, Daren Dick
  • Patent number: 7101651
    Abstract: A chemical amplification type resist composition comprising a specific sulfonyldiazomethane containing long-chain alkoxyl groups has many advantages including improved resolution, improved focus latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris left after coating, development and peeling, and improved pattern profile after development and is thus suited for microfabrication.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: September 5, 2006
    Assignee: Shin-Etsu Chemical Co.,Ltd.
    Inventors: Youichi Ohsawa, Katsuhiro Kobayashi, Yoshitaka Yanagi, Kazunori Maeda
  • Patent number: 7056640
    Abstract: Sulfonyldiazomethane compounds containing a long-chain alkyl- or alkoxy-naphthyl group are novel and useful as photoacid generators. Chemical amplification type resist compositions comprising the same are suited for microfabrication because of many advantages including improved resolution, improved focus latitude, and minimized line width variation or shape degradation even on long-term PED.
    Type: Grant
    Filed: August 8, 2003
    Date of Patent: June 6, 2006
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Youichi Ohsawa, Satoshi Watanabe, Kazunori Maeda
  • Patent number: 7034129
    Abstract: A process for the surface functionalisation of a polymeric substrate, which process comprises: (a) contacting the substrate with a diarylcarbene precursor, (b) generating a carbene reactive intermediate from the diarylcarbene precursor so that it reacts with the substrate to functionalise the surface, and (c) further functionalising the activated substrate obtained in step (b).
    Type: Grant
    Filed: December 19, 2003
    Date of Patent: April 25, 2006
    Assignee: Isis Innovation Limited
    Inventors: Mark Gerard Moloney, Warren Ebenezer, Karim Awenat
  • Patent number: 6962983
    Abstract: 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: Grant
    Filed: December 15, 2000
    Date of Patent: November 8, 2005
    Assignee: Phoenix Chemicals Limited
    Inventors: Antony John Warr, Lee Proctor
  • Patent number: 6875750
    Abstract: Aziridine derivatives of formula (I) are disclosed which can be used as cofactor for S-adenosyl-L-methionine-dependent methyltransferases.
    Type: Grant
    Filed: July 28, 1999
    Date of Patent: April 5, 2005
    Assignee: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften E.V.
    Inventors: Marc Pignot, Elmar Weinhold
  • Patent number: 6806357
    Abstract: A method of effecting a nucleophilic substitution of an alcohol to produce a target product includes the steps of: reacting the alcohol and a nucleophile with an azodicarboxylate and a phosphine. At least one of the azodicarboxylate and the phosphine includes at least one fluorous tag. In several embodiments, the azodicarboxylate includes at least one fluorous tag, and the phosphine includes at least one fluorous tag. A compound has the formula: In the above formula n1, n2, n3, n4, n5, n6, n7, n8, n9 and n10 are independently 1 or 0. X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, X17, X18, X19 and X20 are independently H, F, Cl, an alkyl group, an aryl group or an alkoxy group.
    Type: Grant
    Filed: August 20, 2001
    Date of Patent: October 19, 2004
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Sivaraman Dandapani
  • Patent number: 6787281
    Abstract: An acid generating agent useful for imaging photosensitive elements selected from compounds of formulae (I), (II) and (III). wherein R1 is selected from the group consisting of an unsubstituted and substituted hydrocarbon or aryl group; wherein X is selected from the group consisting of oxygen, sulfur and selenium; wherein Y is selected from the group consisting of sulfur, selenium and tellurium; wherein Ar1 is selected from the group consisting of an unsubstituted and substituted aryl group; wherein R2, R3 and R4 are individually selected from the group consisting of an unsubstituted and substituted hydrocarbon or aryl group or any two of them are bonded together to form a ring structure; and wherein R5 and R6 are individually selected from the group of an unsubstituted and substituted hydrocarbon or aryl group, or are bonded to each other to form a ring structure.
    Type: Grant
    Filed: May 24, 2002
    Date of Patent: September 7, 2004
    Assignee: Kodak Polychrome Graphics LLC
    Inventors: Ting Tao, Jianbing Huang
  • Publication number: 20040166432
    Abstract: A chemical amplification type resist composition comprising a specific sulfonyldiazomethane containing long-chain alkoxyl groups has many advantages including improved resolution, improved focus latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris left after coating, development and peeling, and improved pattern profile after development and is thus suited for microfabrication.
    Type: Application
    Filed: February 12, 2004
    Publication date: August 26, 2004
    Inventors: Youichi Ohsawa, Katsuhiro Kobayashi, Yoshitaka Yanagi, Kazunori Maeda
  • Patent number: 6765079
    Abstract: Novel cross linked polymer films prepared from poly4-[(4-cardanylazo]benzoic acid and poly4-[(4-acryloylcardanylazo]benzoic acid are disclosed. The invention also relates to novel monomers 4-[(4-cardanylazo] benzoic acid and 4-[(4-acryloylcardanylazo] benzoic acid and polymers thereof as well processes for the preparation thereof.
    Type: Grant
    Filed: March 24, 2003
    Date of Patent: July 20, 2004
    Assignee: Council of Scientific and Industrial Research
    Inventors: Muthusamy Saminathan, Chennakkattu Krishna Sadasivan Pillai
  • Publication number: 20040127691
    Abstract: An alternative technique whereby highly reactive carbene or nitrene species are generated from inert precursors under less harsh photolytic, and sometimes thermolytic, conditions has also been investigated for application to dyeing and other surface modifying processes of various natural and synthetic polymers. The chemistry of cargenes and nitrenes is well documented, and these reactive entities are known to form covalent bonds with many types of functional group groups. The application of these species to the surface modification or organic solids using different approaches both for the generation of the required carbenes or nitrenes, and for their reaction with the solid surface has been reported. Interestingly, although nitrenes (often generated from an azide or sulfonylazide precursor under photolytic or thermolytic conditions) are more stable, and therefore less reactive, than their carbene analogues, they have used much more widely for the dyeing of polymeric substrates.
    Type: Application
    Filed: December 19, 2003
    Publication date: July 1, 2004
    Inventors: Mark Gerard Moloney, Warren Ebenezer, Karim Awenat
  • Patent number: 6740741
    Abstract: 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: Grant
    Filed: July 3, 2002
    Date of Patent: May 25, 2004
    Assignees: Consiglio Nazionale delle Ricerche, Universita'degli Studi di Udine
    Inventors: Antonio Zappala', Andrea Gorassini, Angelo Guimanini, Giancarlo Verardo
  • Patent number: 6716563
    Abstract: This invention relates to nano-lithography with &pgr;-conjugated azo dyes and azo-metal complexes represented by formula 1 or formula 2(Korea Pat. Appln. Nos. 2001-6879˜6880), which has both electron-donating and electron-accepting groups in the molecular structures, as a resist on Si substrate by using an AFM anodization. lithography. Developing optimum conditions of scan speed, bias voltage, and resist materials are key issues for achieving a high resolution patterning on various substrates. We accomplished nanometer-scale patterning in approximately 35 nm dimensions.
    Type: Grant
    Filed: August 8, 2002
    Date of Patent: April 6, 2004
    Assignee: Hanyang Hakwon Co., Ltd.
    Inventors: Haiwon Lee, Hyeyoung Park
  • Patent number: 6713612
    Abstract: Sulfonyldiazomethane compounds containing a long-chain alkylcyclohexyl group are novel and useful as photoacid generators. Chemical amplification type resist compositions comprising the same are suited for microfabrication because of many advantages including improved resolution, improved focus latitude, minimized line width variation or shape degradation even on long-term PED, minimized debris left after coating, development and peeling, and improved pattern profile after development.
    Type: Grant
    Filed: May 1, 2003
    Date of Patent: March 30, 2004
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Katsuhiro Kobayashi, Youichi Ohsawa, Koji Hasegawa, Takao Yoshihara, Kazunori Maeda, Toshihiko Fujii
  • Patent number: 6703345
    Abstract: The present invention provides a diazonium salt represented by the following general formula (1) wherein R1 represents a branched alkyl group; R2 and R3 separately represent an alkyl group and may bond to each other to form a ring; R4, R5, and R6 separately represent a hydrogen atom, an alkyl group, or an aryl group and R4 and R5 may bond to each other to form a ring; and X− represents an anion and a heat-sensitive recording material comprising a heat-sensitive recording layer including the diazonium salt and a coupler.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: March 9, 2004
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kimiatsu Nomura, Tatsuo Kawabuchi, Hisato Nagase, Satoshi Higuchi, Kimi Ikeda, Yoshihiro Jinbo
  • Patent number: 6699975
    Abstract: Oligonucleotide-fluorophore-quencher conjugates wherein the fluorophore moiety has emission wavelengths in the range of about 300 to about 800 nm, and or where the quencher includes a substituted 4-(phenyldiazenyl)phenylamine structure provide improved signal to noise ratios and other advantageous characteristics in hybridization and related assays. The oligonucleotide-fluorophore-quencher conjugates can be synthesized by utilizing novel phosphoramidite reagents that incorporate the quencher moiety based on the substituted 4-(phenyidiazenyl)phenylamine structure, and or novel phosphoramidite reagents that incorporate a fluorophore moiety based on the substituted coumarin, substituted 7-hydroxy-3H-phenoxazin-3-one, or substituted 5,10-dihydro-10-[phenyl]pyrido[2,3-d;6,5-d′]dipyrimidine-2,4,6,8-(1H,3H,7H,9H,10H)-tetrone structure.
    Type: Grant
    Filed: March 7, 2002
    Date of Patent: March 2, 2004
    Assignee: Epoch Biosciences, Inc.
    Inventors: Michael W. Reed, Eugeny Alexander Lukhtanov, Alexander A. Gall, Robert O. Dempcy
  • Publication number: 20040033432
    Abstract: Sulfonyldiazomethane compounds containing a long-chain alkyl- or alkoxy-naphthyl group are novel and useful as photoacid generators. Chemical amplification type resist compositions comprising the same are suited for microfabrication because of many advantages including improved resolution, improved focus latitude, and minimized line width variation or shape degradation even on long-term PED.
    Type: Application
    Filed: August 8, 2003
    Publication date: February 19, 2004
    Inventors: Youichi Ohsawa, Satoshi Watanabe, Kazunori Maeda
  • Patent number: 6689870
    Abstract: Protein macromolecular dyes, A(B)b are disclosed, wherein A are protein macromolecules including natural protein macromolecules and modified natural protein macromolecules such as casein, gelatin and fur-protein; B are dyes including azo dyes, azo metal complex dyes and anthraquinone dyes which can react with the amino groups of the natural and modified protein macromolecules; b are integers between 1˜2500. The protein macromolecular dyes have excellent properties of crosslinking ability, better dyeing fastness, fixation ration than conventional dyes and the function of normal macromolecules such as compatibility, abilities of filling and forming membranes. They may be used in dyeing protein materials such as leather, wool and silk.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: February 10, 2004
    Assignees: China Petro-Chemical Corporation, Dalian University of Technology
    Inventors: Jinzong Yang, Shufen Zhang
  • Patent number: 6689530
    Abstract: A chemical amplification type resist composition contains as a photoacid generator a sulfonyldiazomethane compound of formula (1) wherein R is H or C1-4 alkyl or alkoxy, G is SO2 or CO, R3 is C1-10 alkyl or C6-14 aryl, p is 1 or 2, q is 0 or 1, p+q=2, n is 0 or 1, m is 3 to 11, and k is 0 to 4. The composition is suited for microfabrication, especially by deep UV lithography because of many advantages including improved resolution and improved pattern profile after development.
    Type: Grant
    Filed: September 27, 2002
    Date of Patent: February 10, 2004
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Youichi Ohsawa, Katsuhiro Kobayashi, Kazunori Maeda
  • Patent number: 6667392
    Abstract: This invention relates to colorants comprising a chromophore having a single azo acetoacetanilide moiety, wherein said moiety each have at least one poly(oxyalkylene) chain. Such colorants exhibit extremely good base stability and lightfastness, particularly when incoporated within certain media and/or on the surface of certain substrates. These poly(oxyalkylene) chains provide solubility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates. Compositions and articles comprising such colorants are provided as are methods for producing such inventive colorants.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: December 23, 2003
    Assignee: Milliken & Company
    Inventors: Jusong Xia, Eric B. Stephens, Mary G. Mason, John W. Miley, Leonard J. Starks, Eugene K. Stephenson
  • Publication number: 20030219673
    Abstract: An acid generating agent useful for imaging photosensitive elements selected from compounds of formulae (I), (II) and (III).
    Type: Application
    Filed: May 24, 2002
    Publication date: November 27, 2003
    Inventors: Ting Tao, Jianbing Huang
  • Publication number: 20030187233
    Abstract: Perfluoroisopropylbenzene derivatives of the general formula (I) or salts thereof, useful as intermediates or raw materials in the synthesis of various industrial materials including agricultural chemicals, drugs and surfactants, wherein X1 is H, halogeno, formyl, optionally halogenated C1-6 alkyl, —C(═O)—R1 (wherein R1 is H, halogeno, hydroxyl, C1-6 alkyl, or NR2R3, with R2 and R3 being each H, C1-6 alkyl, or the like), or the like; X3 is H, halogeno, hydroxyl, cyano, isocyanato, hydrazino, diazo, —C(═O)—R1, —SO2—R4 (wherein R4 is halogeno, hydroxyl, C1-6 alkyl, or NR5R6, with R5 and R6 being each H or C1-6 alkyl), or the like; and X4 is H, halogeno, C1-6 alkyl, or C1-6 alkoxy, with publicly known compounds being excepted.
    Type: Application
    Filed: September 11, 2002
    Publication date: October 2, 2003
    Inventors: Masanobu Onishi, Kenichi Ikeda, Takashi Shimaoka, Masanori Yoshida
  • Publication number: 20030180653
    Abstract: A chemical amplification type resist composition contains as a photoacid generator a sulfonyldiazomethane compound of formula (1) wherein R is H or C1-4 alkyl or alkoxy, G is SO2 or CO, R3 is C1-10 alkyl or C6-14 aryl, p is 1 or 2, q is 0 or 1, p+q=2, n is 0 or 1, m is 3 to 11, and k is 0 to 4. The composition is suited for microfabrication, especially by deep UV lithography because of many advantages including improved resolution and improved pattern profile after development.
    Type: Application
    Filed: September 27, 2002
    Publication date: September 25, 2003
    Inventors: Youichi Ohsawa, Katsuhiro Kobayashi, Kazunori Maeda
  • Patent number: 6559323
    Abstract: A process for the preparation of an oxirane, aziridine or cyclopropane of formula (I), wherein X is oxygen, NR4 or CHR5; R1 is hydrogen, alkyl, aryl, heteroaromatic, heterocyclic or cycloalkyl; R2 is hydrogen, alkyl, aryl, heteroaromatic, CO2R8, CHR14NHR13, heterocyclic or cycloalkyl; or R1 and R2 join together to form a cycloalkyl ring; R3 and R10 are, independently, hydrogen, alkyl, aryl, heteroaromatic, CO2R8, R83Sn, CONR8R9, trialkylsilyl or triarylsilyl; R4 is an electron withdrawing group; R5 is alkyl, cycloalkyl, aryl, heteroaromatic, SO2R8, SO3R8, COR8, CO2R8, CONR8R9, PO(R8)2, PO(OR8)2 or CN; R8 and R9 are independently alkyl or aryl; and R13 and R14 are independently hydrogen, alkyl or aryl is provided. The process comprises degrading a compound of formula (II), (IIa), (IIb) or (IIc): wherein R3 and R10 are as defined above; Y is a cation; depending on the nature of Y, r is 1 or 2; and L is a suitable leaving group, to form a diazo compound.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: May 6, 2003
    Assignees: Avecia Limited, University of Sheffield
    Inventors: John Richard Studley, Varinder Kumar Aggarwal
  • Publication number: 20030065153
    Abstract: 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: Application
    Filed: July 3, 2002
    Publication date: April 3, 2003
    Inventors: Antonio Zappala, Andrea Gorassini, Angelo Guimanini, Giancarlo Verardo
  • Publication number: 20030045122
    Abstract: This invention relates to nano-lithography with &pgr;-conjugated azo dyes and azo-metal complexes represented by formula 1 or formula 2(Korea Pat. Appln. Nos. 2001-6879˜6880), which has both electron-donating and electron-accepting groups in the molecular structures, as a resist on Si substrate by using an AFM anodization. lithography. Developing optimum conditions of scan speed, bias voltage, and resist materials are key issues for achieving a high resolution patterning on various substrates. We accomplished nanometer-scale patterning in approximately 35 nm dimensions.
    Type: Application
    Filed: August 8, 2002
    Publication date: March 6, 2003
    Applicant: Hanyang Hakwon Co., Ltd.
    Inventors: Haiwon Lee, Hyeyoung Park
  • Patent number: 6514917
    Abstract: Colorless markers for petroleum products and methods and composition for detecting them.
    Type: Grant
    Filed: June 7, 2000
    Date of Patent: February 4, 2003
    Assignee: United Color Manufacturing, Inc.
    Inventors: Michael J. Smith, Bharat Desai, Justin J. Frederico
  • Patent number: 6504045
    Abstract: The invention relates to six new crystal polymorphs, &agr; (alpha), &bgr; (beta), &ggr; (gamma), &dgr; (delta), &zgr; (zeta), and &eegr; (eta), of the disazo colorant of the formula I, having characteristic reflections in the X-ray diffraction spectrum. The novel crystal polymorphs are prepared by treatment in organic solvents.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: January 7, 2003
    Assignee: Clariant GmbH
    Inventors: Ruediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
  • Patent number: 6451497
    Abstract: The present invention relates to a positive photosensitive composition, and in particular to a material for plate printing for heat mode printing. The positive photosensitive composition of the present invention comprises at least a diazo compound represented by the following General Formula 1, and a water-insoluble but alkaline water-soluble polymer: (where Z represents an organic group in which the pKa of dissociating H in Ph—NH—Z is 14 or less; and Q1 and Q2 represent organic groups, where Q1 and Q2 may be bonded to form an aliphatic ring or aromatic ring).
    Type: Grant
    Filed: May 16, 2000
    Date of Patent: September 17, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kazuto Kunita
  • Patent number: 6172171
    Abstract: Macroazo compounds, which comprise a repeating unit composed of a moiety of the formula (a), a (b) and a moiety of the formula (c) wherein X, E, Z and T are independently a lower alkylene group, R1, R2, R3 and R4 are independently a lower alkyl group or a cyano group, R5, R6, R7 and R8 are independently a lower alkyl group or an aryl group, and m and n are independently a positive integer, those moieties being bound with one another through a carboxylic acid ester linkage or a carboxylic acid amido linkage, make it possible, for instance, in a case of using the compound as a polymerization initiator, to produce easily and at high efficiency a block polymer containing both polyorganosiloxane units and polyoxyalkylene units in its molecule.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: January 9, 2001
    Assignee: Wako Pure Chemical Industries Ltd.
    Inventors: Kazuo Shiraki, Hiroyuki Tsurumoto, Tomomitsu Abe
  • Patent number: 6143460
    Abstract: A novel diazodisulfone compound capable of generating acid having high sensitivity to far ultraviolet rays typified by a KrF excimer laser and the like and capable of providing a resist with superior resolution and patterns when used as a photoacid generator for a chemically amplified resist, and a radiation-sensitive resin composition comprising the diazodisulfone compound. The diazodisulfone compound is represented by the following formulas (1) and (2). ##STR1## The radiation-sensitive resin composition comprises the diazodisulfone compound and resin represented by 4-hydroxystyrene/4-(1'-ethoxyethoxy)styrene copolymer.
    Type: Grant
    Filed: May 19, 1999
    Date of Patent: November 7, 2000
    Assignee: JSR Corporation
    Inventors: Eiichi Kobayashi, Ken-ichi Yokoyama, Yong Wang, Shin-ichiro Iwanaga
  • Patent number: 6077942
    Abstract: A process for producing a naphthoquinone diazide ester of a phenolic compound that is useful in a photoresist composition, which process comprises providing a naphthoquinone diazide ester solution in an organic polar solvent; adding the resulting naphthoquinone diazide ester solution to a precipitation bath that is maintained at a temperature of from about 0.degree. C. to about -30.degree. C.; and filtering the resulting naphthoquinone diazide ester.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: June 20, 2000
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Joseph E. Oberlander
  • Patent number: 6011141
    Abstract: Polyazo dyes of the formula ##STR1## where n, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, X, R.sup.1, R.sup.2 and R.sup.3 are each as defined in more detail in the description are useful for dyeing natural or synthetic substrates.
    Type: Grant
    Filed: June 19, 1998
    Date of Patent: January 4, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
  • Patent number: 6005128
    Abstract: The present invention provides a silacyclopentadiene derivative represented by the following Formula (1): ##STR1## wherein X.sub.1 and Y.sub.1 represent independently a halogen atom, an amino group, a hydroxyl group, or an amino group or a hydroxyl group each having a substituent; R.sub.1 to R.sub.4 represent independently a hydrogen atom, a halogen atom, an alkyl group, an amino group, a silyl group, an aryl group, a cyano group, or the respective groups describe above each having a substituent; out of the groups represented by R.sub.1 to R.sub.4, those adjacent may be combined with each other to form rings; when R.sub.1 and R.sub.4 are phenyl groups or when combined are R.sub.1 with R.sub.2 and R.sub.3 with R.sub.4 respectively to form benzene rings, X.sub.1 and Y.sub.1 are not a chlorine atom or a hydroxyl group; and when R.sub.1 and R.sub.4 are methyl groups, X.sub.1 and Y.sub.1 are not bromine atoms.
    Type: Grant
    Filed: March 10, 1998
    Date of Patent: December 21, 1999
    Assignee: Chisso Corporation
    Inventors: Kohei Tamao, Shigehiro Yamaguchi, Manabu Uchida
  • Patent number: 5986075
    Abstract: The present invention relates to a process for desalting aqueous suspensions containing an organic diazonium compound and electrolytes containing Na ions, in which the aqueous suspension is passed through a semipermeable membrane.
    Type: Grant
    Filed: January 20, 1999
    Date of Patent: November 16, 1999
    Assignees: Bayer Corporation, Bayer Aktiengesellschaft
    Inventors: John C. DuBose, Andrew D. Johnson, Samuel Shaun Murphree, Edzard Tholema, Helmut Hoffmann, Wolfgang Zarges, Wolfgang Frank, Bettina Burkhardt
  • Patent number: 5945517
    Abstract: Proposed is a positive- or negative-working chemical-sensitization photoresist composition having advantages in respect of the contrast and resolution of patterning, photo-sensitivity and cross sectional profile of the patterned resist layer as well as in respect of stability of the latent image formed by pattern-wise exposure to light before post-exposure baking treatment. The composition comprises: (A) 100 parts by weight of a film-forming resinous ingredient which causes a change, i.e. increase or decrease, of solubility in an aqueous alkaline solution by the interaction with an acid; and (B) from 0.5 to 20 parts by weight of a radiation-sensitive acid-generating agent which is a diazomethane compound represented by the general formulaR.sup.1 --SO.sub.2 --C(=N.sub.2)--SO.sub.2 --R.sup.2,in which R.sup.1 and R.sup.2 are each, independently from the other, a monovalent cyclic group substituted on the cyclic nucleus by an acid-dissociable group such as a tert-butoxycarbonyl and acetal groups.
    Type: Grant
    Filed: July 21, 1998
    Date of Patent: August 31, 1999
    Assignees: Tokyo Ohka Kogyo Co., Ltd., Daito Chemix Corporation
    Inventors: Kazuyuki Nitta, Kazufumi Sato, Toshiharu Shimamaki, Kunio Hayakawa, Shin-ya Kuramoto
  • Patent number: 5935756
    Abstract: A diazonium salt for a color-forming layer of a thermosensitive recording medium, having formula (1): ##STR1## wherein R is an alkyl group having four carbon atoms which is selected from the group consisting of n-butyl, t-butyl, and sec-butyl, and X.sup.- is selected from the group consisting of hexafluorophosphate ion PF.sub.6.sup.-, tetrafluoroborate ion BF.sub.4.sup.- and tetraphenylborate ion (C.sub.6 H.sub.5).sub.4 B.sup.-. In a first embodiment, a thermosensitive recording medium has a color-forming layer which includes a diazonium salt as described above, a basic compound and a coupler. In a second embodiment, a thermosensitive recording medium has a color-forming layer which includes: a diazonium salt, a basic compound, and a coupler, wherein the diazonium salt has a formula (2): ##STR2## where R.sup.1 and R.sup.2 are alkyl groups each having one or more carbon atoms, and X.sup.- is selected from the group consisting of hexafluorophosphate ion PF.sub.6.sup.-, tetrafluoroborate ion BF.sub.4.sup.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: August 10, 1999
    Assignee: Oki Electric Industry Co., Ltd.
    Inventors: Katsuaki Kaifu, Akihiko Nishiki, Takeshi Koyano
  • Patent number: 5919846
    Abstract: A novel colorant compound is provided which is the addition product of an organic chromophore having at least one reactive hydroxyl or amine substituent, a polyisocyanate, and a carboxylic acid, sulfonic acid, or salt of either thereof. The polyisocyanate, added in a molar excess relative to the number of such reactive substituents, reacts with the reactive hydroxyl or amine groups to provide terminal isocyanate groups. Subsequently, the carboxylic acid or salt thereof, also added in an amount excessive in relation to the number of terminal isocyanate groups, reacts therewith to from urethane moieties on the colorant. Such a compound provides excellent ink compositions upon dilution and are very soluble within all the standard ink diluents. Furthermore, such colorants provide good jettability, waterfastness, washfastness, and the like, within ink-jet applications on various types of printing substrates.
    Type: Grant
    Filed: February 19, 1998
    Date of Patent: July 6, 1999
    Assignee: Milliken Research Corporation
    Inventors: Raj Batlaw, John W. Miley
  • Patent number: 5866295
    Abstract: The present invention relates to novel photosensitive quinolone compounds, specifically novel 3-diazo 2,4-quinolinedione compounds, that may be used in a variety of applications, such as, photosensitive coating compositions, pharmaceuticals, agricultural, amongst others. The invention further relates to a process for making the novel photosensitive 3-diazo 2,4-quinolinedione compounds. These compounds are particularity useful as a photoactive component in a positive working photoresist composition, particularity for use as a deep ultraviolet (UV) photoresist.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: February 2, 1999
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Joseph E. Oberlander, Dana L. Durham, Dinesh N. Khanna
  • Patent number: 5854405
    Abstract: 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: Grant
    Filed: November 13, 1997
    Date of Patent: December 29, 1998
    Assignee: Aerojet-General Corporation
    Inventors: Thomas G. Archibald, James C. Barnard, Harlan F. Reese
  • Patent number: 5821373
    Abstract: Solid solutions consisting of 3,6-bis(biphenyl-4-yl)- 2,5-dihydropyrrolo?3,4-c!pyrrole-1,4-dione and either a) a second 1,4-diketopyrrolopyrrole or b) a quinacridone, which are further defined herein, are outstandingly suited to pigmenting high molecular weight organic material.
    Type: Grant
    Filed: September 12, 1996
    Date of Patent: October 13, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Zhimin Hao, Olof Wallquist
  • Patent number: 5817778
    Abstract: 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: Grant
    Filed: November 13, 1997
    Date of Patent: October 6, 1998
    Assignee: Aerojet-General Corporation
    Inventors: Thomas G. Archibald, Der-Shing Huang, Mark H. Pratton, James C. Barnard
  • Patent number: 5808124
    Abstract: Compounds of the formula ##STR1## where the symbols have the meaning described in the application, have retinoid-like or retinoid antagonist-like biological activity.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: September 15, 1998
    Assignee: Allergan
    Inventors: Richard L. Beard, Min Teng, Alan T. Johnson, Vidyasagar Vuligonda, Roshantha A. Chandraratna
  • Patent number: 5756689
    Abstract: The invention relates to a method of increasing the sensitivity of laser induced thermal imaging by using certain diazo compounds. The diazo compounds contain functional groups adjacent the diazo substituent capable of stabilizing these compounds. The invention is useful in the field of thermal transfer imaging for the production of various graphic arts media.
    Type: Grant
    Filed: May 19, 1997
    Date of Patent: May 26, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Stanley C. Busman, Gregory D. Cuny, Krzysztof A. Zaklika, Richard J. Ellis
  • Patent number: 5717076
    Abstract: There are provided a derivative of a metal-encapsulated fullerene having application as a functional material, superconducting material, electronics material or pharmaceutical material, and a method of synthesizing this derivative. The derivative of a metal-encapsulated fullerene having the following structure is synthesized by adding a substituted diazomethane to a metal-encapsulated fullerene and denitrifying in a solvent.
    Type: Grant
    Filed: September 10, 1996
    Date of Patent: February 10, 1998
    Assignee: Doryokuro Kakunenryo Kaihatsu Jigyodan
    Inventors: Kazunori Yamamoto, Hideyuki Funasaka, Takeshi Takahashi, Toshiyasu Suzuki, Yusei Maruyama, Tatsuhisa Kato, Takeshi Akasaka
  • Patent number: 5627175
    Abstract: The invention is directed to azoxycyanobenzene derivatives of the formula: ##STR1## wherein n is 0-3; each R represents halogen, nitro, cyano, alkyl, haloalkyl, alkoxy, or haloalkoxy; and each R.sup.1 and R.sup.2 represents an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, or aralkyl group. The compounds may be used as fungicides.
    Type: Grant
    Filed: July 24, 1995
    Date of Patent: May 6, 1997
    Assignee: ShellInternationale Research Maatschappij B.V.
    Inventor: Werner E. J. Simon
  • Patent number: 5627077
    Abstract: Anilines of the formula ##STR1## where R.sup.1 and R.sup.2 are each hydrogen, unsubstituted or substituted alkyl, alkenyl or unsubstituted or substituted phenyl orR.sup.1 and R.sup.2, together with the nitrogen atom linking them are a heterocyclic radical or R.sup.1 may furthermore be unsubstituted or substituted hydroxyl or unsubstituted or substituted amino,R.sup.3 and R.sup.7 are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cyano, nitro, acyl, acylamino, unsubstituted or substituted hydroxyl, unsubstituted or substituted carboxymethyl, unsubstituted or substituted amino, unsubstituted or substituted mercapto or unsubstituted or substituted sulfamoyl or, together with R.sup.2, are alkylene, alkenylene or phenylalkenylene,R.sup.4 is hydrogen, unsubstituted or substituted alkyl, alkenyl, unsubstituted or substituted hydroxyl, unsubstituted or substituted amino, unsubstituted or substituted carboxyl or unsubstituted or substituted sulfamoyl andR.sup.5 and R.sup.
    Type: Grant
    Filed: June 22, 1995
    Date of Patent: May 6, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Dyllick-Brenzinger, Friedrich-Wilhelm Raulfs, Ulrike Schlosser
  • Patent number: 5587464
    Abstract: 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: Grant
    Filed: August 14, 1995
    Date of Patent: December 24, 1996
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Ichiro Kawahara, Isao Wada, Michio Sasaoka