Thiocyanate Esters (i.e., Compounds Having The Thiocyano Group, -scn, Bonded Directly To Carbon, Which Carbon May Be Single Bonded To Any Atom But May Be Multiple Bonded Only To Carbon) Patents (Class 558/10)
  • Patent number: 8652353
    Abstract: A novel liquid crystalline carbonate and the mixture containing the same: wherein R3 is an alkyl (H2n+1Cn) or an alkenyl (H2n?1Cn) group, each of 1 to 12 carbon atoms, the ring A is laterally unsubstituted benzene or pyridine or pyrimidine or trans-substituted cyclohexane ring, symbol r is 0 to 2; the lateral substituents: X2, X3, X4 and X5 in the benzene rings represent independently hydrogen or fluorine or chlorine atoms, X1 is hydrogen or fluorine atom and simultaneously at least one of the substituents: X2, X3 and X4 is fluorine or chlorine atoms, Y is an alkyl or an alkyloxy or an alkenyl or an alkenyloxy group, each of 1 to 12 carbon atoms or hydrogen or fluorine or chlorine atom or NCS group are described.
    Type: Grant
    Filed: July 19, 2012
    Date of Patent: February 18, 2014
    Assignee: Wojskowa Akademia Techniczna
    Inventors: Roman Slawomir Dabrowski, Przemyslaw Kula, Artur Choluj, Jerzy Dziaduszek, Katarzyna Garbat
  • Publication number: 20130116203
    Abstract: The present invention provides glucosinolate and isothiocyanate compounds and related methods for synthesizing these compounds and analogs. In certain embodiments, these glucosinolate and isothiocyanate compounds are useful and chemopreventive and or chemotherapeutic agents.
    Type: Application
    Filed: November 7, 2011
    Publication date: May 9, 2013
    Inventors: Scott R. Rajski, Jared Rae Mays
  • Publication number: 20110245526
    Abstract: A process for producing an essential oil. The essential oil can be white mustard essential oil. The white mustard essential oil can include a moisture sensitive isothiocyanate compound. The moisture sensitive isothiocyanate compound can be 4-HBITC. The essential oil can be produced from mustard seed, which can comprise a precursor sinalbin and myrosinase enzyme. The mustard seed can be reduced into a powder. Activation of the myrosinase enzyme by using a water solvent and a promoter to form a slurry can be performed, wherein the myrosinase enzyme catalyzes the production of an essential oil comprising an isothiocyanate from the sinalbin precursor.
    Type: Application
    Filed: March 31, 2010
    Publication date: October 6, 2011
    Inventors: Athula Ekanayake, Scott Alan Vandiest, Jeffrey John Kester, Paul Henry Zoutendam, Jairus R.D. David
  • Patent number: 7923584
    Abstract: A method of reacting a toluenesulfonyl-terminated polyoxyethylene compound having the formula CH3—C6H4—SO2—(O—CH2—CH2)n—O—R1 with an ammonium salt having the formula NR24X to form a compound having the formula X—CH2—CH2—(O—CH2—CH2)n-1—R3. The value n is a positive integer. X is a halogen, cyanide, cyanate, thiocyanate, or azide. R1 is a terminating group. Each R2 is hydrogen or an alkyl group. —R3 is —O—R1 or —X.
    Type: Grant
    Filed: January 23, 2009
    Date of Patent: April 12, 2011
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Brian T Holmes, Arthur W Snow
  • Publication number: 20030195310
    Abstract: Polymers and copolymers synthesized by means that yield a narrow range of molecular weights can have different properties than polymers synthesized by conventional means. In order to obtain such polymers, however, polymerization must be controlled. One type of controlled polymerization is the reversible addition-fragmentation chain transfer (RAFT) process, which has characteristics of a living polymerization. The present invention discloses a group of dithioesters and trithioesters suitable as chain transfer agents for RAFT polymerization. The present invention also discloses RAFT polymerizations conducted in aqueous media.
    Type: Application
    Filed: January 6, 2003
    Publication date: October 16, 2003
    Applicant: University of Southern Mississippi
    Inventors: Charles L. McCormick, Michael S. Donovan, Andrew B. Lowe, Brent S. Sumerlin, David B. Thomas
  • Publication number: 20030191027
    Abstract: There are described derivatives of benzoylcyclohexanediones of the formula (I) and their use as herbicides.
    Type: Application
    Filed: September 10, 2002
    Publication date: October 9, 2003
    Inventors: Thomas Seitz, Lothar Willms, Andreas van Almsick, Hermann Bieringer, Thomas Auler, Hubert Menne
  • Publication number: 20020087030
    Abstract: A process for preparing polymerizable biaryl derivatives comprises reacting an aromatic comprising a 6-membered ring which bears ester or benzylic OH groups in the 1,4 position with a second aromatic in a palladium-catalyzed cross-coupling reaction to give a biaryl and converting the ester or benzylic OH groups into polymerizable groups in one or more steps. The biaryls obtained are suitable for preparing polymers which are used as electroluminescence materials.
    Type: Application
    Filed: October 16, 2001
    Publication date: July 4, 2002
    Inventors: Hubert Spreitzer, Willi Kreuder, Heinrich Becker, Jochen Krause
  • Patent number: 5705667
    Abstract: The present invention concerns the use of dendrimeric-type branched macromolecules, comprising polyoxaalkylene chains, as catalysts or coadjuvants of phase transfer catalysis reactions.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: January 6, 1998
    Assignee: Dibra S.p.A.
    Inventors: Christoph De Haen, Luigia Gozzini, Monica Muttoni
  • Patent number: 5675029
    Abstract: A process of making certain compounds using a phase transfer catalyst that permits the recovery and recycle of the phase transfer catalyst.
    Type: Grant
    Filed: September 11, 1995
    Date of Patent: October 7, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Kim L. Johnson
  • Patent number: 5354777
    Abstract: New cyanoalkene derivatives of the formula (I) ##STR1## are described, in which R and R.sup.1 have the meaning given in the description, and a process for their preparation.The new cyanoalkene derivatives are used for combating microorganisms for the protection of industrial materials.
    Type: Grant
    Filed: February 23, 1993
    Date of Patent: October 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wachtler, Wilfried Paulus, Georg-Wilhelm Ludwig
  • Patent number: 5290810
    Abstract: A compound of the formula ##STR1## in which R.sup.1 and R.sup.2 taken together represent a polymethylene chain having 3 or 4 carbon atoms, or a polymethylene chain having 3 or 4 carbon atoms substituted by at least one lower alkyl radical having 1 to 4 carbon atoms, R.sup.3 is hydrogen, hydrocarbyl or substituted hydrocarbyl and X represents cyano, a group --SO.sub.3 M or a group --S--R.sup.4 where M is hydrogen or an alkali metal such as sodium and R.sup.4 is hydrocarbyl or substituted hydrocarbyl. Typically R.sup.1 and R.sup.2 complete a cyclopentene ring, R.sup.3 is alkyl such as methyl and X is a group --SO.sub.3 Na. The compounds have microbiological activity.
    Type: Grant
    Filed: September 24, 1991
    Date of Patent: March 1, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventor: Peter W. Austin
  • Patent number: 5227509
    Abstract: A method for preparing (R)X.sub.m-p A.sub.p by reacting (R)X.sub.m and MA in N-methylpyrrolidone and recovering the by-product MX as a precipitate wherein:X is halide;R contains from 1 to 8 carbon atoms, can be substituted or unsubstituted, and is straight or branched chain alkyl, cycloaliphatic, aralkyl, alkylene, alkenyl, alkenylene, alkynyl or alkynylene with the proviso that X is not attached to a carbon atom having a double bond;A.sup.- is a monovalent anion soft base selected from the group consisting of halide different from X, SCN.sup.-, SH.sup.-, SO.sub.3 H.sup.-, R.sub.2 PO.sub.4.sup.-, PF.sub.6.sup.-, and [SP(Z) (OR.sup.1).sub.2 ].sup.- wherein R.sup.1 is lower alkyl and z i sulfur or oxygen;M is an alkali metal or NH.sub.4.sup.+ ;m is an integer from 1 to 3 with the proviso that m is 1 or 2 when R has one carton; andP is an integer from 1 to m.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: July 13, 1993
    Assignee: ISP Investments Inc.
    Inventors: Kolazi S. Narayanan, Paul D. Taylor
  • Patent number: 5227474
    Abstract: The present invention provides bifunctional chelating agents comprising a unique substrate reactive moiety incorporated into a carboxymethyl arm of a polyaminopolycarboxylate chelating framework capable of forming stable complexes with metal ions.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: July 13, 1993
    Assignee: Abbott Laboratories
    Inventors: David K. Johnson, Steven J. Kline
  • Patent number: 5189165
    Abstract: A process for preparing a compound I ##STR1## with A=t-butyl, aryl andR=alkyl, alkenyl, alkynyl, alkenynyl, cycloalkyl(alkyl), aryl, arylalkyl, alkyl-S-(-O)-arylby reacting a compound III ##STR2## with a compound IV ##STR3## under the conditions of a phase-transfer reaction, is described. The process gives excellent yields and is not associated with the unpleasant odor of mercaptans.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: February 23, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Burdinski, Reinhard Kirsch, Hariolf Kottmann
  • Patent number: 5122611
    Abstract: A method for producing an azomethine or indoaniline series dye, which comprises oxidatively condensing an active methylene- or methine-containing compound, except those containing a sulfonic or carboxylic acid group, and p-phenylenediamine, except those containing a sulfonic or carboxylic acid group, in the presence of methylene chloride as a solvent under a basic condition.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: June 16, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Mitsugu Tanaka, Hisashi Mikoshiba
  • Patent number: 5117057
    Abstract: This invention relates to insecticidal compositions containing N'-substituted-N,N'-disubstitutedhydrazines, methods of using such compositions and N'-substituted-N, N'-disubstitutedhydrazines. Specifically, the invention relates to insect growth regulating compositions, and methods of using such compositions, which include compounds having a nucleus of the formula ##STR1## where A', B', D and J are independently any atom or group of atoms; where E is a tertiary carbon containing organic radical, a haloalkyl having a total of at least four carbon and halogen atoms but not more than six halogen atoms, or a non-tertiary carbon containing non-haloalkyl organic or organometallic radical having at least five atoms other than hydrogen, oxygen and halogen, and is attached to the nitrogen shown in the formula by a carbon-to-nitrogen single bond; where one G.sub.1 is C, N, O and S, and both G.sub.2 's and the other G.sub.1 are carbon; or one G.sub.2 is S or P, and both G.sub.1 's and the other G.sub.
    Type: Grant
    Filed: June 14, 1991
    Date of Patent: May 26, 1992
    Assignee: Rohm and Haas Company
    Inventors: Adam C. Hsu, Harold E. Aller, Raymond A. Murphy, Dat P. Le, Donald W. Hamp, Barry Weinstein
  • Patent number: 5099054
    Abstract: In a method of carrying out organic conversions via heterogeneous phase transfer catalysis by contacting immiscible liquid phases containing respective substances capable of interacting, with a solid catalyst to promote the transfer of reactive species from one liquid phase to another, the improvement comprises employing as catalyst a cation exchanged form of a 2:1 layered silicate clay with layer charge densities in the range of above 0.4 to 2.0 containing an onium ion containing one or more alkyl hydrocarbon chains and maintaining the materials in emulsified form by having a sufficient chain length of an alkyl group relative to the charge density of the clay.
    Type: Grant
    Filed: February 14, 1991
    Date of Patent: March 24, 1992
    Assignee: Michigan State University
    Inventors: Thomas J. Pinnavaia, Chi-Li Lin
  • Patent number: 4880894
    Abstract: Novel quaternary ammonium salts of general formula (I) ##STR1## wherein: R is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.8.R' is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.12, or a benzyl radical.n is a number equal to 2 or 3.X.sup..theta. is a halogenide anion, such as Cl.sup..theta., Br.sup..theta., I.sup..theta., are used as phase transfer catalysts, in heterogeneous ionic reactions wherein the reagents are in different phase and have different polarity.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 14, 1989
    Assignee: Alter, S.A.
    Inventors: Carlos Sunkel, Miguel Fay de Casa Juana, Fernando Dorrego, Basilio Pando, Julio Alvarez-Builla, Juan J. Vaquero, Carlos Galera, Maria L. Vazquez
  • Patent number: 4774335
    Abstract: Disclosed herein are thiocyanopyrimidine derivatives represented by the following general formula: ##STR1## wherein R means an alkyl group having 1-3 carbon atoms and X denotes a halogen atom, their production process, and agricultural and horticultural fungicides containing same as active ingredients. The compounds of this invention can provide ideal agricultural and horticultural fungicides, since they exhibit outstanding fungicidal activities against plant pathogens led by late blight and downy mildew, their toxicity to animals are low and they are not phytotoxic.The compounds of this invention can be obtained by reacting pyrimidine derivatives represented by the following general formula: ##STR2## with thiocyanates while using an organic acid as a solvent. Good results can be obtained particularly when formic acid is used as a solvent.
    Type: Grant
    Filed: September 23, 1986
    Date of Patent: September 27, 1988
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Katsutoshi Ishikawa, Hitoshi Shimotori, Noboru Iida, Shuji Ozawa, Shunichi Inami
  • Patent number: 4752648
    Abstract: Chlorophosphines or thiophosphinic acid chlorides of the general formulae RPCl.sub.2, R.sub.2 PCl or R.sub.2 P(.dbd.S)Cl are made from feed materials selected from hydrogen-functional primary or secondary phosphines or secondary phosphine sulfides, where R stands for identical or different, linear or branched, substituted or unsubstituted alkyl radicals having from 1-16 carbon atoms, aryl radicals, aralkyl radicals or alkylaryl radicals having from 6-9 carbon atoms or cycloalkyl radicals having from 5-10 carbon atoms. To this end, the feed materials are reacted with phosphorus pentachloride, or with chlorine gas in the presence of phosphorus trichloride at temperatures within the range -78.degree. to +145.degree. C. It is possible for two radicals R to be linked together by one or two substituted or unsubstituted hydrocarbon chains having from 1-4 carbon atoms.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: June 21, 1988
    Inventors: Norbert Weferling, Werner Klose
  • Patent number: 4675334
    Abstract: Compounds of formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each independently selected from H, OH, C.sub.1 -C.sub.4 alkyl, R.sub.4 --CO and halogen, where R.sub.4 is C.sub.1 -C.sub.4 alkyl; R.sub.5 and R.sub.6 are each independently selected from H, C.sub.1 -C.sub.4 alkyl and optionally-substituted phenyl; R.sub.7 is an alkylene group having from 1 to 4 carbon atoms, optionally containing a substituted or unsubstituted phenyl group; p is 0 or 1; and Z is a 1H-tetrazol-5-yl or a --CN group; and salts thereof, may be prepared by reacting a compound of formula. ##STR2## with a compound of formula ##STR3## wherein R.sub.1 -R.sub.7 are as defined in claim 1, in an organic solvent at a temperature in the range of 40.degree.-120.degree. C.
    Type: Grant
    Filed: July 11, 1984
    Date of Patent: June 23, 1987
    Assignee: Lilly Industries Limited
    Inventors: David J. Steggles, John P. Verge