Polythiol Patents (Class 568/66)
  • Patent number: 11827736
    Abstract: Provided is a polythiol composition including a polythiol compound (A) and a compound represented by the following Formula (1), wherein, in high performance liquid chromatography measurement, a peak area of the compound represented by Formula (1) is 9.0 or less with respect to a total peak area 100 of all compounds contained in the polythiol composition. In Formula (1), X represents a carbon atom or a sulfur atom.
    Type: Grant
    Filed: November 9, 2021
    Date of Patent: November 28, 2023
    Assignee: MITSUI CHEMICALS, INC.
    Inventors: Shotaro Nakano, Masaru Kawaguchi
  • Patent number: 11291947
    Abstract: Provided is a composition for removing a sulfur-containing compound present in liquid or vapor, the sulfur-containing compound being hydrogen sulfide, an —SH group-containing compound or a mixture thereof, the composition containing an ?,?-unsaturated aldehyde represented by the following general formula (1) as an active ingredient; wherein R1 and R2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an aryl group having 6 to 12 carbon atoms, or are connected to each other to represent an alkylene group having 2 to 6 carbon atoms; and R3 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, or is connected to R1 to represent an alkylene group having 2 to 6 carbon atoms.
    Type: Grant
    Filed: June 21, 2017
    Date of Patent: April 5, 2022
    Assignee: KURARAY CO., LTD.
    Inventors: Masaki Shimizu, Yuusuke Saitou, Takuo Tsuruta, Takahiro Suzuki, Junichi Fuji
  • Patent number: 10875810
    Abstract: Examples of novel self-repairing cement-polymer composites and processes of making and using are detailed that address various problems in prior art cements. These matrices, compositions and materials that are more mechanically robust, thermally stable and chemically resistant and demonstrate better bonding to various structures and materials, than other self-healing cements known in the prior art. When in place under preselected conditions (the formulation of the slurry can be modified for optimal effectiveness under various conditions) the organic, cross linking and cement forming portions within the slurry form interconnecting chemical bonds and cures to form a self-repairing and self-re-adhering cement polymer composite matrix in the receiving location.
    Type: Grant
    Filed: June 17, 2019
    Date of Patent: December 29, 2020
    Assignee: BATTELLE MEMORIAL INSTITUTE
    Inventors: Carlos A. Fernandez, Phillip K. Koech, Wooyong Um, Vassiliki-Alexandra Glezakou, Jaehun Chun, M. Ian Childers, Manh Thuong Nguyen, Kenton A. Rod
  • Patent number: 9663679
    Abstract: The present invention relates to a curable coating composition, comprising: (a) a curable coating resin comprising thiol-reactive groups, (b) a thiolated norbornene curing agent for the curable coating resin, the thiolated norbornene curing agent comprising on average at least 1.0 thiol group per molecule, and (c) an accelerator for accelerating the reaction between the thiol reactive-groups on the curable coating resin and the thiol groups on the thiolated norbornene curing agent. These coating compositions can be cured at ambient temperature and provide a coated surface that can be walked on after only a couple of hours. The coating compositions in general have a VOC below 250 g/L. The coating compositions can be used for the protection of large steel structures, such as ships, buildings, bridges, industrial plants, and oil production installations.
    Type: Grant
    Filed: January 16, 2013
    Date of Patent: May 30, 2017
    Assignee: AKZO NOBEL COATINGS INTERNATIONAL B.V.
    Inventors: Colin Cameron, Michael Leslie Malthouse, Alastair Robert Marrion, Antony Colin Wright, Matthew George Unthank
  • Patent number: 8772441
    Abstract: A resin composition for an optical material that has excellent balance of refractive index of resin, Abbe number, heat resistance, specific gravity, and resin strength, a resin obtained by curing the resin composition, and an optical material are provided. A polymerizable composition comprising the following is used: An alicyclic isocyanate compound represented by the formula (1) and/or the formula (2): ?(In the formula (1), n represents integer of 0 to 3) ?and (a) at least one compound of the polythiol compound having at least two thiol groups in one molecule and/or the polythiol compound having at least two thiol groups and at least one (poly)sulfide bond other than the thiol group in one molecule, and (b) at least one compound of the polyhydroxy compound having at least two hydroxy groups in one molecule and/or the (poly)hydroxy(poly)mercapto compound having at least one hydroxy group and at least one thiol group.
    Type: Grant
    Filed: February 22, 2005
    Date of Patent: July 8, 2014
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Shigetoshi Kuma, Koichi Tokunaga, Hiroyuki Morijiri, Seiichi Kobayashi
  • Publication number: 20130316368
    Abstract: A component or device is provided for the detection or the measurement in parallel of one or more specific types of biological or chemical target products. This component includes a group of nanotubes selected and/or functionalized to interact with the target product, around an optical waveguide. Thus, an optical coupling is produced between the optical waveguide and one or more optical characteristics of these nanotubes, the modifications of which are evaluated in the presence of the target product. In addition, a method is provided for manufacturing and preparing such a component or device, and a detection method using them, as well as a post-manufacture preparation method comprising a specific functionalization for different target products starting from the same type of pluripotent generic component. Also provided is a family of PFO-based functionalization polymers.
    Type: Application
    Filed: February 9, 2012
    Publication date: November 28, 2013
    Applicants: UNIVERSITE PARIS SUD 11, COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Laurent Vivien, Etienne Gaufres, Nicolas Izard, Eric Doris, Edmond Gravel, Didier Boquet
  • Patent number: 8440736
    Abstract: The present invention provides modified multifunctional thiol-ene monomers wherein one or more thiols are reacted with a Michael addition reactive double bond compound. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers including the modified multifunctional thiols. The present invention further discloses photocurable thiol-ene formulations comprising thiol-ene monomers and Michael addition reactive double bond molecules and a Michael catalyst. The formulations of the present invention can be photocured to make films or coatings. In a further disclosure, the formulations, including those comprised of unmodified multifunctional thiols and multifunctional enes, are photocured to form films applied to non-flexible or flexible polymer or non-polymer substrates suitable for food packaging, electronic products, optical products and other applications and free-standing films.
    Type: Grant
    Filed: April 6, 2009
    Date of Patent: May 14, 2013
    Assignee: University of Southern Mississippi
    Inventors: Charles E. Hoyle, Sergei Nazarenko, Huanyu Wei
  • Publication number: 20120318317
    Abstract: An enormous order-dependent quantum enhancement of thermoelectric effects in the vicinity of higher-order interferences has been discovered in the transmission spectrum of nanoscale junctions. Significant enhancements due to both transmission nodes and resonances across such junctions are exemplified by single-molecule junctions (SMJs) based on 3,3?-biphenyl and polyphenyl ether (PPE). Thermoelectric devices employing such SMJs offer superior efficiency and performance. Moreover, the enhanced thermoelectric response is not limited to only SMJs, but may be obtained from any junction exhibiting transmission nodes or resonances arising from coherent electronic transport.
    Type: Application
    Filed: February 10, 2011
    Publication date: December 20, 2012
    Applicant: Arizona Board of Regents on behalf of the University of Arizona
    Inventors: Charles A. Stafford, Justin P. Bergfield
  • Patent number: 8049042
    Abstract: To provide a resist polymer comprising, as a structural unit, an acid-decomposable unit having a structure represented by formula (1) or (2) which exhibits a small line edge roughness and produces little defects in DUV excimer laser lithography or the like.
    Type: Grant
    Filed: March 26, 2009
    Date of Patent: November 1, 2011
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hikaru Momose, Atsushi Ootake, Tadashi Nakamura, Akifumi Ueda
  • Publication number: 20110207967
    Abstract: Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) is defined including a step in which (i) a compound of formula (II) is reacted formula (III) wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.
    Type: Application
    Filed: September 24, 2009
    Publication date: August 25, 2011
    Inventors: Lars Skattebol, Inger Aukrust, Marcel Sandberg
  • Publication number: 20110040126
    Abstract: Corrosion of both ferrous and non-ferrous metals, induced by a variety of corrosive aqueous-based environments, may be inhibited or controlled through use of corrosion inhibiting compositions comprising at least one member of certain formula-specified categories of mercaptan-based compounds. Where the compounds are appropriately selected, and particularly at low inhibitor concentrations, the compositions may inhibit corrosion to a degree that is comparable to or significantly greater than the inhibition provided by an equal amount of certain other corrosion inhibitor compounds. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.
    Type: Application
    Filed: October 12, 2010
    Publication date: February 17, 2011
    Applicant: BAKER HUGHES INCORPORATED
    Inventors: Michael D. Greaves, Carlos M. Menendez, Qingjiang Meng
  • Publication number: 20100298521
    Abstract: A process for producing a (poly)thiol compound for an optical material. The process involves reacting an organic (poly)halogen compound or a (poly)alcohol compound with thiourea to produce an isothiuronium salt and hydrolyzing the isothiuronium salt in the presence of ammonia water to thereby produce the (poly)thiol compound, wherein the thiourea has a calcium content of not more than 1.0 wt %.
    Type: Application
    Filed: July 19, 2010
    Publication date: November 25, 2010
    Applicant: MITSUI CHEMICALS, INC.
    Inventors: Shigetoshi KUMA, Michiharu SAKATA, Seiichi KOBAYASHI
  • Publication number: 20100112258
    Abstract: A crosslinked polysulfide-containing cycloaliphatic compound, useful as a crosslinker for filled sulfur-vulcanizable elastomer compositions, is represented by the general formula: [(CaH2a-)mG1(-CbH2bSx—)n?m]o[CcH2c-G2-CdH2dSy—]p[R]q wherein G1 is a saturated, monocyclic aliphatic group of valence n containing from 5 to 12 carbon atoms and optionally containing at least one halogen or a saturated monocyclic silicone [RSiO—]n[R2SiO—]r group of valence n; G2 is a saturated, divalent cyclic aliphatic group of valence 2 containing from 5 to 12 carbon atoms and optionally containing at least one halogen or a saturated monocyclic silicone [RSiO—]n[R2SiO—]r group of valence n; each R independently is a selected from the group consisting of a hydrogen atom, monovalent hydrocarbon of up to 20 carbon atoms and a halogen atom; each occurrence of subscripts a, b, c, d, m, n, o, p, q, x and y independently is an integer wherein a is 2 to 6; b is 2 to 6; c is 1 to 6; d is 1 to 6; m is 1 or 2; n is 3 to 5; o is a positiv
    Type: Application
    Filed: October 30, 2008
    Publication date: May 6, 2010
    Inventors: Richard W. Cruse, William Michael York, Carla Recker
  • Publication number: 20090264613
    Abstract: Disclosed is a process for producing a (poly)thiol compound for an optical material. The process comprises reacting an organic (poly)halogen compound or a (poly)alcohol compound with thiourea to produce an isothiuronium salt and hydrolyzing the isothiuronium salt to thereby produce the (poly)thiol compound, wherein the thiourea has a calcium content of not more than 1.0 wt %.
    Type: Application
    Filed: April 12, 2007
    Publication date: October 22, 2009
    Applicant: MITSUI CHEMICALS, INC.
    Inventors: Shigetoshi Kuma, Michiharu Sakata, Seiichi Kobayashi
  • Publication number: 20090149666
    Abstract: Process for the preparation of bisepoxides, wherein a conjugated diene of the formula I where R1 is selected from hydrogen and C1-C12-alkyl, unsubstituted or substituted by one or more S—H or O—H groups, is reacted in the presence of a catalyst which is obtainable by bringing at least one manganese compound selected from A2MnX4, AMnX3, MnY, MnX2 and MnX3 into contact with at least one ligand L of the formula II where X are identical or different and are selected from monovalent anions, Y is a divalent anion, A is selected from alkali metal and ammonium, which may be alkylated, R2 are identical or different and are selected from C1-C20-alkyl, and at least one coligand which is derived from monocarboxylic acids, dibasic or polybasic carboxylic acids or diamines, with at least one peroxide, up to 4 equivalents of peroxide being used per equivalent of C—C double bond.
    Type: Application
    Filed: February 12, 2009
    Publication date: June 11, 2009
    Applicant: BASF Aktiengesellschaft
    Inventors: Holger BUHLER, Joaquim Henrique Teles, Gunther Pabst, Tilman Ludecke Taeger
  • Publication number: 20080297044
    Abstract: A metal sulfide nanocrystal manufactured by a method of reacting a metal precursor and an alkyl thiol in a solvent, wherein the alkyl thiol reacts with the metal precursor to form the metal sulfide nanocrystals, wherein the alkyl thiol is present on the surface of the metal sulfide nanocrystal, wherein the alkyl thiol is bonded to the sulfur crystal lattice. A metal sulfide nanocrystal manufactured with a core-shell structure by a method of reacting a metal precursor and an alkyl thiol in a solvent to form a metal sulfide layer on the surface of a core, wherein the alkyl thiol is present on the surface of the metal sulfide nanocrystal, wherein the alkyl thiol is bonded to the sulfur crystal lattice. These metal sulfide nanocrystals can have a uniform particle size at the nanometer-scale level, selective and desired crystal structures, and various shapes.
    Type: Application
    Filed: July 17, 2008
    Publication date: December 4, 2008
    Applicant: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Shin Ae Jun, Eun Joo Jang, Seong Jae Choi
  • Publication number: 20080181813
    Abstract: Corrosion of both ferrous and non-ferrous metals, induced by a variety of corrosive aqueous-based environments, may be inhibited or controlled through use of corrosion inhibiting compositions comprising at least one member of certain formula-specified categories of mercaptan-based compounds. Where the compounds are appropriately selected, and particularly at low inhibitor concentrations, the compositions may inhibit corrosion to a degree that is comparable to or significantly greater than the inhibition provided by an equal amount of certain other corrosion inhibitor compounds. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.
    Type: Application
    Filed: October 9, 2007
    Publication date: July 31, 2008
    Applicant: BAKER HUGHES INCORPORATED
    Inventors: Michael D. Greaves, Carlos M. Menendez, Qingjiang Meng
  • Patent number: 7183441
    Abstract: A vicinal dithiol is produced by the reaction of an episulfide compound having at least one thiirane ring in its molecule and a thiocarboxylic S-acid.
    Type: Grant
    Filed: February 16, 2005
    Date of Patent: February 27, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Mitsuteru Kondo, Motoharu Takeuchi, Masahiro Johno, Kenji Ishii
  • Patent number: 7173156
    Abstract: A method of thioacetate deprotection by providing a compound of the formula R1—S—CO—R2, and reacting the compound with a quaternary ammonium cyanide salt in the presence of a protic solvent in an inert atmosphere to convert the compound to a product of the formula R1—SH. R1 is an organic group in which the bonding to sulfur is through a saturated carbon, and R2 is an aliphatic group.
    Type: Grant
    Filed: April 10, 2006
    Date of Patent: February 6, 2007
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Brian T Holmes, Arthur W Snow
  • Patent number: 6379590
    Abstract: A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: April 30, 2002
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan
  • Patent number: 6248687
    Abstract: Presulfurizing process and presulfurization promoter for a desulfurization catalyst to be used in a hydrodesulfurization unit of petroleum refinery of high molecular hydrocarbons, in which fresh metal oxide in said desulfurization catalyst is sulfurized with hydrogen sulfide produced from sulfur-containing compounds in a feed stream. In the invention, a compound having mercapto alkylthio group: HS—CmH2m—S— (in which “m” is an integer of 2 to 4) is added as promoter at a proportion of 10 ppm to 0.5% by weight and presulfurization is promoted at 180 to 260° C.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: June 19, 2001
    Assignees: Nippon Shokubai Co., LTD, Elf Atochem S.A.
    Inventors: Hirokazu Itoh, Kazuaki Abe, Yoshihiro Arita, Einosuke Jodo, Kazuya Hata, Tetsushi Kawamura
  • Patent number: 5981809
    Abstract: A process for preparing a difunctional compound having high enantiomeric purity that is a 1,2-, 1,3-, or 1,4-diol, dithiol, or mercapto alcohol from an optically active starting material that includes an .alpha.-, .beta.-, or .gamma.-hydroxy (or mercapto) aldehyde, ketone, ester, or amide is described. The process is carried out in an anhydrous solvent medium and comprises (1) reducing the starting material with a metal hydride (e.g., sodium borohydride), (2) adding a coreactant that is substituted by at least one, but preferably two, hydroxyl or mercapto groups (e.g., pyrocatechol), and (3) directly distilling the product from the reaction medium. The coreactant preferably has a higher boiling point at normal atmospheric pressure than the difunctional compound. The difunctional compounds are used as reactants for syntheses of agrochemicals or pharmaceuticals, or as precursors for polymers.
    Type: Grant
    Filed: March 4, 1996
    Date of Patent: November 9, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventor: Xavier Radisson
  • Patent number: 5741884
    Abstract: Processes for making poly(thioether ether)s and hydroxy-terminated poly(thioether ether)s are disclosed. The poly(thioether ether)s are made by bulk free-radical polymerization of diallyl ether and an aliphatic C.sub.2 -C.sub.10 dithiol. Liquid polymers are obtained when mixtures of two or more dithiols are used. Hydroxy-terminated products are obtained by reacting the poly(thioether ether)s with allyl alcohol under free-radical conditions.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: April 21, 1998
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Gangfeng Cai, Robert G. Gastinger
  • Patent number: 5712357
    Abstract: A process for the preparation of organic compounds or polymers containing one or more sulphur atoms and including one or more double bonds in a hydrocarbon chain is described. An acyclic sulphur-containing olefin or an unsaturated sulphur-containing cyclic hydrocarbon undergoes a self metathesis reaction or a cross metathesis reaction with a non-sulphur-containing acyclic olefin or a non-sulphur-containing unsaturated cyclic hydrocarbon to produce novel olefins, novel dienes, and/or olefinic polymers containing one or more sulphur atoms.
    Type: Grant
    Filed: April 10, 1997
    Date of Patent: January 27, 1998
    Assignee: Elf Aquitaine
    Inventors: Jean-Marie Basset, Jean-Luc Couturier, Michel Leconte, Jean Ollivier, Katsumi Tanaka
  • Patent number: 5608115
    Abstract: A novel polythiol having four or more functional groups, a process for producing the polythiol comprising reacting thiourea with a specific compound, a sulfur-containing urethane-based resin prepared from the polythiol and a lens made of the resin. The resin has a high refractive index, and low dispersion of refractive index, is lightweight, colorless and transparent, has no optical distortion, and has excellent characteristics in weatherability, dye-affinity, heat resistance, impact resistance and machinability.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: March 4, 1997
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Koju Okazaki, Yoshinobu Kanemura, Teruyuki Nagata
  • Patent number: 5600035
    Abstract: Photoreactive compounds are synthesized from 2,5- or 2,6-dintrobenzyl groups. Also disclosed are methods of synthesizing reactive monomers containing 2,5- or 2,6-dintrobenzyl groups.
    Type: Grant
    Filed: July 13, 1994
    Date of Patent: February 4, 1997
    Assignee: PPG Industries, Inc.
    Inventors: Charles F. Kahle, II, Neil D. McMurdie, Raphael O. Kollah, Daniel E. Rardon, Gregory J. McCollum
  • Patent number: 5457235
    Abstract: The present invention provides liquid crystals that are diphenyldiacetylenes of the general formulas: ##STR1## where W, X, Y and Z are, independently of one another, a halogen atom, a hydrogen atom or a trihalomethyl group, T.sub.1 and T.sub.2, independently of one another can be an alkyl, alkene, alkoxy, alkenoxy, ether, thioalkyl, thioalkenyl, haloalkyl, haloalkoxy or haloalkylether groups having from three to twenty carbon atoms or a silylalkyl, silylalkenyl, silylalkoxy or silylthioalkyl group having from three to twenty-eight carbon atoms and wherein M.sub.1 and M.sub.2 can both be single bonds or one of M.sub.1 or M.sub.2 can be a trans-1,4-cyclohexylene or a --CH.sub.2 CH.sub.2 -trans-1,4-cyclohexylene.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: October 10, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Sean D. Monahan, William N. Thurmes, Kundalika M. More
  • Patent number: 5354511
    Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: October 11, 1994
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5352758
    Abstract: A mercapto compound represented by the following formula (1): ##STR1## is obtained by reacting, in the presence of a mineral acid, thiourea with a compound represented by the following formula (2): ##STR2## wherein X means a hydroxyl group or a chlorine or bromine atom, and then adding a base to alkalinize the reaction mixture so that the reaction product is hydrolyzed.The mercapto compound represented by the formula (1) can be reacted with at least one cyanate compound selected from the group consisting of polyisocyanate compounds, polyisothiocyanate compounds and isocyanate-group-containing isothiocyanate compounds to form a sulfur- containing urethane resin. A lens made of the resin is colorless and transparent, has high refractive index and low dispersion characteristics, and is excellent especially in heat resistance.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: October 4, 1994
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Seiichi Kobayashi
  • Patent number: 5338886
    Abstract: Disclosed is a process for preparation of an aromatic thiol corresponding to the structureA-(SH)nwhereinA is a substituted or unsubstituted aromatic radical and n is 1, 2, 3, 4, 5 or 6 comprising contacting at a temperature of at least 80.degree. C. an aromatic halide corresponding to the structureA-XmwhereinA is the same as above, X is bromine oriodine and n is 1, 2, 3, 4, 5, or 6with thiourea in the presence of nickel metal.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: August 16, 1994
    Assignee: Eastman Chemical Company
    Inventors: Mark Rule, James T. Tanner, III
  • Patent number: 5283312
    Abstract: A mercapto compound represented by the following formula (1): ##STR1## is obtained by reacting, in the presence of a mineral acid, thiourea with a compound represented by the following formula (2): wherein X means a hydroxyl group or a chlorine or bromine atom, and then adding a base to alkalinize the reaction mixture so that the reaction product is hydrolyzed.The mercapto compound represented by the formula (1) can be reacted with at least one cyanate compound selected from the group consisting of polyisocyanate compounds, polyisothiocyanate compounds and isocyanate-group-containing isothiocyanate compounds to form a sulfur-containing urethane resin lens made of the resin is colorless and transparent, has high refractive index and low dispersion characteristics, and is excellent especially in heat resistance.
    Type: Grant
    Filed: August 4, 1992
    Date of Patent: February 1, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Seiichi Kobayashi
  • Patent number: 5274182
    Abstract: Saturated, liquid, low molecular weight and low-viscosity isobutylene polymers terminally functionalized by special groups, which correspond to the following formula ##STR1## are produced by solution ozonolysis of high molecular weight isobutylene/diene copolymers containing diene monomers, stabilization of the products obtained after the ozone treatment by addition of peroxide decomposers and subsequent reduction with hydrogen in the presence of hydrogenation catalysts under pressures of 10 to 300 bar and at temperatures of 20.degree. to 300.degree. C., optionally in the presence of sulfur or amines or ammonia.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Weider, Thomas Scholl
  • Patent number: 5216181
    Abstract: Liquid telechelic polymers are made from dienes and are produced via anionic polymerization. While having low molecular weight, for example less than 15,000, the telechelic polymers are generally gel-free, have high amounts of trans-1,4 structure, low vinyl unsaturation and low bulk viscosities. The liquid telechelic polymers are made utilizing a trimetallic initiator comprised of (1) an organopolylithium compound and (2) a complex of a trialiphatic substituted aluminum compound or derivative thereof and a barium salt of an organic alcohol.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: June 1, 1993
    Assignee: GenCorp Inc.
    Inventors: I. Glen Hargis, Hubert J. Fabris, John A. Wilson, Russell A. Livigni
  • Patent number: 5210216
    Abstract: Calixarene and oxacalixarene derivatives of the formula IV: ##STR1## wherein m'+m"=0-8n=0-8m'.gtoreq.1/2(m'+m")3.ltoreq.m'+m"+n.ltoreq.8if n=0, m'+m".gtoreq.4R.sup.3 is H, halogen, or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof and R.sup.3 may be the same or different on each aryl group;R.sup.15 is H or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof;X is selected from ##STR2## wherein R.sup.7 and R.sup.8 which may be the same or different are H or hydrocarbyl (including a cycloaliphatic ring formed by R.sup.7 and R.sup.8 together), aryl, hydrocarbylaryl or a substituted derivative thereof; R.sup.9 is --OH, --NH.sub.2, --NHC(O)NH.sub.2 or --NHAr, wherein Ar is aryl or a substituted derivative thereof,n' is 0 or 1.Use of the compounds for sequestration of metals is also described.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: May 11, 1993
    Assignee: Loctite (Ireland) Limited
    Inventors: Stephen J. Harris, John Guthrie, Maureen MacManus, Ciaran McArdle, Michael A. McKervey
  • Patent number: 5105028
    Abstract: Process for preparing one or more hetero-atoms containing hydrocarbons by contacting one or more hydrocarbons with a plasma-generated system derived from a source containing hydrogen atoms(s) and at least one hetero-atom in which process the plasma-generated system in contacted with the hydrocarbon(s) in liquid for and/or in gaseous form under conditions which allow absorption of heat released during the process of preparing said hetero-atom(s) containing hydrocarbons.
    Type: Grant
    Filed: November 29, 1990
    Date of Patent: April 14, 1992
    Assignee: Shell Oil Company
    Inventors: Jacques J. J. Dufour, Laurent Pelsez, Bruno Peltier
  • Patent number: 5087759
    Abstract: The invention relates to the manufacture of vicinal alkanedithiols from the corresponding alkylene trithiocarbonates.The method according to the invention consists in treating alkylene trithiocarbonate with an alkaline sulfide, followed by acidification of the reaction medium.The method is particularly well-suited for the synthesis of ethanedithiol from ethylene trithiocarbonate.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: February 11, 1992
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Yannick Vallee, Yves Labat
  • Patent number: 4985582
    Abstract: Bicyclo-[2,2,1]-heptanes, bicyclo-[2,2,2]-octanes and bicyclo-[2,2,3]-nonanes, having 2 or 3 ring hetero atoms selected from O, S and N substituted at the 1-position by a carbocyclic group other than an alkynylphenyl group, and substituted at the 4-position and optionally substituted at the 3 and/or 5 position, are valuable pesticides, particularly insecticides and acaricides. Various cyclization processes are disclosed to form the various bicyclo ring systems.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignee: The Wellcome Foundation Ltd.
    Inventor: John P. Larkin
  • Patent number: 4943662
    Abstract: The invention relates to the synthesis of dithiols and more particularly that of .alpha.,.omega.-dithiols having 5 to 20 carbon atoms.The process according to the invention comprises reacting a di-(tertiary-alkylthio)alkane with hydrogen sulphide in the presence of a solid acid catalyst. The alkane dithiol is obtained selectively and a tertiary-alkyl mercaptan is obtained as by-product. It is possible to reuse the latter in a cyclical process to produce the original di-(tertiary-alkylthio)alkane.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: July 24, 1990
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventor: Emmanuel Arretz
  • Patent number: 4857179
    Abstract: A process for the recovery of minerals from an ore or concentrate containing the same wherein the minerals are recovered in a froth from an aqueous pulp containing the ore or concentrate and wherein one or more mineral flotation agents are employed in the aqueous pulp to control the type of minerals in the froth is provided. The mineral flotation agents used in carrying out the process comprise compounds formed by the addition of hydrogen sulfide to dicyclopentadiene.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: August 15, 1989
    Assignee: Phillips Petroleum Company
    Inventors: Kenneth B. Kimble, Gary D. Macdonell, Harold W. Mark
  • Patent number: 4835317
    Abstract: Novel compounds, 4-tert.-butyl-1,2-benzenedithiol and bis(4-tert.-butyl-1,2-dithiophenolate) metal complexes having the general formula of ##STR1## wherein M represents a trivalent transition metal, and A represents a quarternary ammonium are provided.The novel benzenedithiol is produced by reacting 4-tert.-butylbenzenethiol or di(4-tert.-butylphenyl)disulfide with sulfur monochloride in the presence of iodine or a Lewis acid in a solvent, and then reducing the resultant product with a metal selected from the group consisting of zinc, tin, iron and aluminum in the presence of an acid.The novel Cu, Co and Ni complexes are produced by reacting the benzenedithiol with a salt of the corresponding divalent transition metal in the presence of an alkoxide metal or a hydride metal and a quarternary ammonium salt in a solvent under an oxidative atmosphere.
    Type: Grant
    Filed: January 13, 1988
    Date of Patent: May 30, 1989
    Assignee: Seitetsu Kagaku Co., Ltd.
    Inventors: Michio Suzuki, Masao Kawamura, Kunioki Kato, Masahide Takahashi, Tsuyoshi Morishita, Kazuyuki Nakayama, Akio Nakatsuka
  • Patent number: 4783285
    Abstract: The nucleophilic substitution upon unactivated monocyclic or polycyclic aromatic or heteroaromatic substrates bearing suitable leaving groups can be achieved by catalyzing the substitution of said leaving groups by an anionic nucleophile with a cyclic or acyclic polydentate chelating ligand. Specific products of this reaction can be used in preparing sulfonylurea herbicides.
    Type: Grant
    Filed: February 3, 1987
    Date of Patent: November 8, 1988
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Alden D. Josey
  • Patent number: 4721814
    Abstract: Compounds of formula I or II ##STR1## in which formulae R.sup.1 and R.sup.2 are each independently of the other hydrogen, alkyl, alkenylmethyl, cyclohexyl, phenyl, benzyl or tolyl, or are a --CH.sub.2 CHR.sup.3 --CH.sub.2 --S--H group, R.sup.3 and R.sup.4 are each independently of the other hydrogen or methyl, X is alkylene, --S--, --SO--, --SO.sub.2 -- or substituted alkylene, R.sup.5 and R.sup.6 are each independently of the other hydrogen or alkyl, R.sup.8 is hydrogen, alkyl, alkenylmethyl or phenyl, and wherein n is an integer from 1 to 10, can be used as hardeners for epoxy resins.The compositions containing epoxy resins and these hardeners are particularly suitable for use as adhesive formulations. The cured products have good moisture resistance.
    Type: Grant
    Filed: January 16, 1987
    Date of Patent: January 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Sheik A. Zahir, Karl Mechera
  • Patent number: 4683091
    Abstract: The nucleophilic substitution upon unactivated monocyclic or polycyclic aromatic or heteroaromatic substrates bearing suitable leaving groups can be achieved by catalyzing the substitution of said leaving groups by an anionic nucleophile with a cyclic or acyclic polydentate chelating ligand. Specific products of this reaction can be used in preparing sulfonylurea herbicides.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: July 28, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Alden D. Josey
  • Patent number: 4631143
    Abstract: Triphenylene derivatives of the formula I ##STR1## wherein X.sup.1 to X.sup.6 are each, independently of one another, --SH, --SR, --SOR, --SO.sub.2 R or --S--COR, and each R is an alkyl group with up to 20 C atoms, it being possible for one or two CH.sub.2 groups to be replaced by O atoms and/or by unsubstituted or substituted vinylene or vinylidene groups, may be used as components of discotic liquid-crystalline phases.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: December 23, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Eike Poetsch
  • Patent number: 4542233
    Abstract: Improvement in the process for preparing biaryl compounds via coupling of an arylamine with an arene in the presence of a nitrite, an acid and copper metal or a derivative thereof; the improvement is consisting in adding to the reaction mixture a trialkylorthoformate. The process may be used for preparing drugs such as Flurbiprofen and Xenbucin or intermediate compounds particularly useful for preparing Flurbiprofen, Flufenisal, Chlordimorin, Xenbucin, Xenysalate, Xenyhexenic acid and the like.
    Type: Grant
    Filed: July 20, 1983
    Date of Patent: September 17, 1985
    Assignee: Biaschim S.p.A.
    Inventors: Oreste Piccolo, Aldo Belli, Giovanni Villa, Enrico Zen, Attilio Citterio
  • Patent number: 4231970
    Abstract: Unsaturated hydrocarbons such as ethylene, propylene, butylene, pentene, cyclohexene and 1,3-butadiene among others are reacted with P.sub.4 S.sub.10 and PSX.sub.3, wherein X is selected from the group consisting of Cl and Br, under autogenous pressure at temperatures from about 90.degree. C. to about 250.degree. C. The reaction products obtained are useful as intermediates in preparation of agricultural chemicals; lubricant and polymer additives; mercaptoethyl- and mercaptobutylphosphonic acids; and mercaptobutylphosphinic acids.
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: November 4, 1980
    Assignee: Stauffer Chemical Company
    Inventor: Eugene H. Uhing