Benzene Ring Containing Patents (Class 568/25)
  • Patent number: 6133481
    Abstract: Improved low density polyurethane foams are prepared from an isocyanate-terminated prepolymer having an NCO content of more than about 31 to about 33.5% by weight comprising:(a) a polyphenylene polymethylene polyisocyanate comprising(i) about 30 to about 100% by weight of diphenylmethane diisocyanate and(ii) the remainder selected from the group consisting essentially of higher homologues of polyphenylene polymethylene polyisocyanate, isocyanate-containing ester groups, urea groups, biuret groups, aliphatic groups, carbodiimide groups, isocyanurate groups, uretdione groups and urethane groups; and(b) a polyoxyalkylene polyol having an oxyethylene content of about 30 to about 90%, a molecular weight of about 1000 to about 12000 and a functionality of about 2 to about 8.
    Type: Grant
    Filed: February 10, 1998
    Date of Patent: October 17, 2000
    Inventors: Sachchida Nand Singh, Michael John Cartmell, James Holloway
  • Patent number: 6114586
    Abstract: A process for stabilizing and deodorizing a raw organic polysulfide by treating it with an alkylene carbonate in the presence of a basic catalyst and, optionally, a sulfur donor.
    Type: Grant
    Filed: January 22, 1999
    Date of Patent: September 5, 2000
    Assignee: Elf Atochem S.A.
    Inventors: Jean-Fran.cedilla.ois Devaux, Georges Fremy, Yves Labat
  • Patent number: 6013839
    Abstract: The invention relates to a process for preparing a 2-(thiosubstituted)-4-haloacetophenone such as those of formula (I), which comprises reacting a 2,4-dihaloacetophenone with a thiolating agent under substantially anhydrous conditions. In formula (I), R.sup.1 and R.sup.2 have the meanings given in the description and R.sup.3 is halogen. The compounds prepared are useful as intermediates in the preparation of herbicidally active compounds.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: January 11, 2000
    Assignee: Rhone-Poulenc Agriculture Limited
    Inventor: Susan Mary Cramp
  • Patent number: 5998670
    Abstract: Disclosed is a method of making a substituted diphenyldisulfide from a substituted thiophenol. A two phase reaction mixture is prepared which comprises a substituted thiophenol having the general formula ##STR1## hydrogen peroxide, water, an organic solvent, a basic salt that will give a pH between about 7 and about 10, and an optional flocculating agent. In the formula, R is selected from the group consisting of halogen, alkyl from C.sub.1 to C.sub.6, alkoxy from C.sub.1 to C.sub.6, or nitro. After the exothermic reaction is complete, the reaction mixture is cooled to crystallize the substituted diphenyldisulfide product. The symmetrical product precipitates preferentially over the unsymmetrical product, thereby enhancing the purity of the product over the purity of the starting material. Optionally, the organic solvent and the aqueous phase are recycled.
    Type: Grant
    Filed: March 18, 1998
    Date of Patent: December 7, 1999
    Assignee: Occidental Chemical Corporation
    Inventors: David Y. Tang, Michael C. Hausladen, Viktor D. Sorokin
  • Patent number: 5986143
    Abstract: The present invention relates to a method of producing bis(4-alkylthiophenyl) disulfides characterized by (a) reducing directly a 4-alkylthiobenzenesulfonyl chloride, or (b) oxidizing a 4-alkylthiobenzenethiol obtained by reducing a 4-alkylthiobenzenesulfonyl chloride. The present invention is capable of producing the compound below useful as an intermediate of pharmaceuticals.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: November 16, 1999
    Assignee: Toray Industries, Inc.
    Inventors: Hiromi Uchiro, Norio Kawabe, Kouichi Tsuruta, Teiji Kawano
  • Patent number: 5907064
    Abstract: A process for producing an organic trisulfide compound comprises contacting, in the presence of a catalyst, a mercaptan with an organic polysulfide compound to produce a product mixture and optionally contacting the product mixture with an acid wherein the catalyst comprises a base and surfactant and the organic polysulfide contains about 4 or more sulfur atoms per molecule.
    Type: Grant
    Filed: May 19, 1998
    Date of Patent: May 25, 1999
    Assignee: Phillips Petroleum Co.
    Inventor: James E. Shaw
  • Patent number: 5792787
    Abstract: Dithiocarboxylates, and in particular, dithiocarbamates, block the induced expression of the endothelial cell surface adhesion molecule VCAM-1, and are therefor useful in the treatment of cardiovascular disease, including atherosclerosis, post-angioplasty restenosis, coronary artery diseases, and angina, as well as noncardiovascular inflammatory diseases that are mediated by VCAM-1.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 11, 1998
    Assignee: Emory University
    Inventors: Russell M. Medford, R. Wayne Alexander, Margaret K. Offermann
  • Patent number: 5786511
    Abstract: The preparation of organic disulphides and polysulphides by reaction of sulphur with a mercaptan or with a polysulphide of lower sulphur order in order to convert it into polysulphide of higher order, or alternatively by reaction of a mercaptan with an organic polysulphide of high sulphur order in order to convert it into polysulphide of lower sulphur order, in the presence of a catalyst in the form of a resin with a basic function, characterized in that the resin is based on polystyrene-divinylbenzene (PS-DVB) functionalized with primary amino groups and having the general formula (I): ##STR1## being the PS-DVB resin support, L being a linear organic radical which is as long as or longer than the methylene radical (--CH.sub.2 --).
    Type: Grant
    Filed: December 11, 1996
    Date of Patent: July 28, 1998
    Assignee: Elf Aquitaine Production
    Inventor: Emmanuel Arretz
  • Patent number: 5783596
    Abstract: Dithiocarboxylates, and in particular, dithiocarbamates, block the induced expression of the endothelial cell surface adhesion molecule VCAM-1, and are therefor useful in the treatment of cardiovascular disease, including atherosclerosis, post-angioplasty restenosis, coronary artery diseases, and angina, as well as noncardiovascular inflammatory diseases that are mediated by VCAM-1.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 21, 1998
    Assignee: Emory University
    Inventors: Russell M. Medford, Margaret K. Offermann, R. Wayne Alexander, Sampath Parthasarathy
  • Patent number: 5773231
    Abstract: A method for the treatment of cardiovascular diseases and noncardiovascular inflammatory diseases that are mediated by VCAM-1 is provided that includes the removal, decrease in the concentration of, or prevention of the formation of oxidized polyunsaturated fatty acids, or interferes with a complex formed between a polyunsaturated fatty acid or an oxidized polyunsaturated fatty acid and a protein or peptide that mediates the expression of VCAM-1. A method is also provided for suppressing the expression of a redox-sensitive gene or activating a gene that is suppressed through a redox-sensitive pathway, that includes administering an effective amount of a substance that prevents the oxidation of the oxidized signal, and typically, the oxidation of a polyunsaturated fatty acid, or interferes with a complex formed between the oxidized signal and a protein or peptide that mediates the expression of the redox gene.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 30, 1998
    Assignee: Emory University
    Inventors: Russell M. Medford, R. Wayne Alexander, Sampath Parthasarathy, Bobby V. Khan
  • Patent number: 5773209
    Abstract: A method for the treatment of cardiovascular diseases and noncardiovascular inflammatory diseases that are mediated by VCAM-1 is provided that includes the removal, decrease in the concentration of, or prevention of the formation of oxidized polyunsaturated fatty acids, or interferes with a complex formed between a polyunsaturated fatty acid or an oxidized polyunsaturated fatty acid and a protein or peptide that mediates the expression of VCAM-1. A method is also provided for suppressing the expression of a redox-sensitive gene or activating a gene that is suppressed through a redox-sensitive pathway, that includes administering an effective amount of a substance that prevents the oxidation of the oxidized signal, and typically, the oxidation of a polyunsaturated fatty acid, or interferes with a complex formed between the oxidized signal and a protein or peptide that mediates the expression of the redox gene.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 30, 1998
    Assignee: Emory University
    Inventors: Russell M. Medford, R. Wayne Alexander, Sampath Parthasarathy, Bobby V. Khan
  • Patent number: 5710256
    Abstract: The present invention is directed to novel methadone derivatives which are synthesized for the covalent attachment to antigens (proteins or polypeptides) for the preparation of antibodies or receptors to methadone and methadone metabolites. The resulting novel antigens may be used for the production of antibodies or receptors using standard methods. Once generated, the antibodies or receptors and the novel derivatives which are covalently attached to proteins, polypeptides or labels may be used in the immunoassay process.
    Type: Grant
    Filed: April 3, 1995
    Date of Patent: January 20, 1998
    Assignee: Biosite Diagnostics Incorporated
    Inventor: Kenneth F. Buechler
  • Patent number: 5676884
    Abstract: Nonlinear optical (NLO) compositions are disclosed which contain polar disulfone-functionalized molecules (PDFMs) incorporated in a polymeric material. when aligned noncentrosymmetrically in the polymeric material, the PDFMs generate a second-order NLO response. There is also disclosed: a method of preparing a NLO composition; novel PDFMs and novel polymers; and a new process for preparing PDFMs.
    Type: Grant
    Filed: November 20, 1996
    Date of Patent: October 14, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: George V. Tiers, Robert J. Koshar, Louis M. Leichter
  • Patent number: 5659086
    Abstract: A process which can be used for producing an organic disulfide is provided. The process comprises the steps of: (1) contacting a base and a mercaptan under an effective condition for forming a brine phase comprising the base and a basic salt of a mercaptan; (2) contacting the brine phase with a mercaptan and hydrogen peroxide under a condition sufficient to effect the formation of an aqueous phase and an organic phase; (3) separating the aqueous phase from the organic phase; (4) recovering the organic phase; and optionally, (5) removing a portion of water from the aqueous phase and thereafter repeating the steps of (2) to (5).
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 19, 1997
    Assignee: Phillips Petroleum Company
    Inventors: Alex Pauwels, Dean E. Stinn
  • Patent number: 5599959
    Abstract: The present invention provides a salicylate analogue having the structure ##STR1## wherein R is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl; pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, phenyl, naphthyl and cyclohexyl; wherein R1 is selected from the group consisting of hydrogen, a C1-C12 alkyl group, F, Cl, Br, I, CO.sub.2 H, CONHR, CONR.sub.2, CO.sub.2 R, C.tbd.N, CHO, COR, SO.sub.3, SO.sub.2 NHR, SO.sub.2 NR.sub.2, OH, OR, OCOR, SH, SR, OCONHR, OCONR.sub.2, SCOR, SCONHR, SCONR.sub.2 and NH2, NHR, NHCOR and NR2; and wherein R1 is in the 3-, 4-, 5- or 6-position, or a combination thereof. Also provided are various pharmaceutical compositions of the novel compounds of the present invention.
    Type: Grant
    Filed: January 31, 1995
    Date of Patent: February 4, 1997
    Assignee: University of Maryland
    Inventors: Ramachandra S. Hosmane, Paddada R. Rao
  • Patent number: 5565517
    Abstract: A process for preparing an organic polysulfide polymer, such as polyethylene trisulfide, is provided which comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a basic catalyst wherein the dimercaptan, elemental sulfur, and basic catalyst are each present in an effective amount to effect the preparation of the organic polysulfide polymer. A process for controlling the molecular weight of an organic polysulfide polymer is also provided which comprises contacting a mercaptan with a dimercaptan and sulfur, in the presence of a basic catalyst, under conditions sufficient to prepare an organic polysulfide polymer.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: October 15, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Howard F. Efner, James E. Shaw
  • Patent number: 5559271
    Abstract: A composition which comprises a major amount of an organic polysulfide and an odor-masking amount of an odor-masking compound selected from the group consisting of wintergreen, cinnamons, vanillins, terpenes, sesquiterpenes, and combinations of any two or more thereof is provided wherein the composition has a more pleasant odor than the organic polysulfide.
    Type: Grant
    Filed: July 26, 1995
    Date of Patent: September 24, 1996
    Assignee: Phillips Petroleum Company
    Inventors: James E. Shaw, Howard F. Efner
  • Patent number: 5516441
    Abstract: A metal salt or boron compound of a hydrocarbyl-substituted aromatic hydroxy compound having at least two hydroxy-substituted aromatic rings bridged by sulfur, where at least one aromatic ring bears a substituent ortho to a hydroxy group, provides a useful lubricant additive. The substituent on the aromatic ring is an .alpha.-hydroxy aliphatic hydrocarbyl group or a --C(O)R.sup.2 group, where R.sup.2 is hydrogen or aliphatic hydrocarbyl. Preferred salts are magnesium.
    Type: Grant
    Filed: April 26, 1994
    Date of Patent: May 14, 1996
    Assignee: The Lubrizol Corporation
    Inventor: Richard A. Denis
  • Patent number: 5514826
    Abstract: The present invention is directed to novel vinyl sulfenic acid derivatives, useful for the synthesis of benzo b!thiophenes, in particular 2-arylbenzo b!thiophenes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 7, 1996
    Assignee: Eli Lilly and Company
    Inventors: David W. Hoard, Wayne D. Luke
  • Patent number: 5512701
    Abstract: The present invention is directed to a new process for the synthesis of vinyl sulfenic acid derivatives. These compounds are useful for the synthesis of benzo b!thiophenes, in particular 2-aryl-benzo b!thiophenes.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 30, 1996
    Assignee: Eli Lilly and Company
    Inventors: David W. Hoard, Wayne D. Luke
  • Patent number: 5502256
    Abstract: 2,2'-Dinitrodiphenyl disulphide is obtained in particularly good yields and purities in a simple manner by reacting 2-chloronitrobenzene with an aqueous alkali metal disulphide solution in the presence of phase transfer catalysts and an organic solvent.
    Type: Grant
    Filed: December 7, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ferdinand Hagedorn, Helmut Fiege, Robert So/ llner, Rudolf Helm
  • Patent number: 5407960
    Abstract: Mercaptocycloacyl aminoacid inhibitors of endopeptidase of the formula ##STR1## or a pharmaceutically acceptable salt thereof, alone or in combination with an ACE inhibitor or an ANF, in the treatment of cardiovascular disorders such as hypertension, congestive heart failure, edema and renal insufficiency, and treatment of nephrotoxicity pain conditions, and pharmaceutical compositions containing said compounds are disclosed.
    Type: Grant
    Filed: June 11, 1992
    Date of Patent: April 18, 1995
    Assignee: Schering Corporation
    Inventor: Bernard R. Neustadt
  • Patent number: 5396011
    Abstract: An aromatic compound (such as benzene) is alkylated with a alkene (such as propylene) by contacting the two compounds together in the presence of a tungsten on zirconia catalyst. The reaction preferably takes place at elevated temperature and elevated pressure. The process of the invention has very high selectivity and conversion, and produces no or only very low amounts of undesirable oligomers (as measured by bromine number).
    Type: Grant
    Filed: December 28, 1992
    Date of Patent: March 7, 1995
    Assignee: Mallinckrodt Chemical, Inc.
    Inventor: Deborah K. Kuhn
  • Patent number: 5312992
    Abstract: A process for removing sulfur from an organic sulfide containing three or more chemically bound sulfur atoms is disclosed wherein said sulfide is contacted with a defined catalyst at elevated temperature to increase the disproportionation rate and the corresponding sulfide of lower sulfur rank is continuously removed from the reaction zone.
    Type: Grant
    Filed: October 23, 1991
    Date of Patent: May 17, 1994
    Assignee: Elf Atochem North America, Inc.
    Inventors: Roger T. Clark, Michael J. Lindstrom, Glenn T. Carroll, Jeffrey H.-G. Yen
  • Patent number: 5225586
    Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: July 6, 1993
    Assignee: The Dow Chemical Company
    Inventors: Theodore L. Parker, Thomas W. Regulski
  • Patent number: 5157164
    Abstract: This invention is addressed to antioxidants which are polymerizable using the Ziegler catalyst system. The antioxidant of the present invention has the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each aryl groups containing a hindered antioxidant structure imparting antioxidant properties to the compounds. The compounds of the present invention are useful in the polymerization of olefin compounds using Ziegler catalyst systems whereby the antioxidant of the invention becomes chemically bound to the polymer while, at the same time, imparting antioxidant properties thereto.
    Type: Grant
    Filed: May 8, 1991
    Date of Patent: October 20, 1992
    Assignee: Copolymer Rubber & Chemical Corp.
    Inventor: Errol J. Olivier
  • Patent number: 5146000
    Abstract: Hydrocarbyl mercaptan is reacted with sulfur in the presence of added alumina catalyst. With tertiary alkyl mercaptans high yields of di-tert-alkyl trisulfides are formed with excellent selectivity. With primary alkyl mercaptans the process can be controlled to form products enriched in either dialkyl disulfides or dialkyl trisulfides, and in either case little or no tetrasulfides are formed. The process is environmentally friendly in that halogen-containing reactants such as sulfur chlorides are not used and thus the products are not contaminated with significant amounts of halogen residues.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: September 8, 1992
    Assignee: Ethyl Corporation
    Inventor: Nubar Ozbalik
  • Patent number: 5136114
    Abstract: The invention relates to a new process for the preparation of geminal diarylalkanes of the formula ##STR1## by Friedel-Crafts alkylation of aromatic compounds with specific aliphatic halogen compounds (addition compounds of CCl.sub.4 , to .alpha.-olefins), to new geminal diarylalkanes and the aralkyl compounds resulting as intermediates.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: August 4, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Arlt
  • Patent number: 5118839
    Abstract: A process for preparing nitro substituted polyarylketones of the formula: ##STR1## is disclosed. The process involves the condensation of ##STR2## where R.sub.A is hydrogen, --COOH, or C.sup.1 to C.sub.12 linear or branched alkyl, Y and Y' are the same or different and are a chemical bond ##STR3## or --Si(CH.sub.3).sub.2 -- and m is 0 or 1 and X is halo. These nitro groups of these compounds can be reduced to provide the corresponding amines, which are useful for the preparation of thermally stable high melting polyimides.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: June 2, 1992
    Assignee: Ethyl Corporation
    Inventors: Allan A. Eisenbraun, Venkataraman Ramachandran
  • Patent number: 5104910
    Abstract: Described herein is an isocyanate-reactive compound containing at least one linkage of the formula:--X--X--wherein X is independently in each occurrence --NR--, --S--, or --O--; R is independently in each occurrence hydrogen, C.sub.1-10 alkyl, aryl, or arylene; and at least one N, S, or O atom of the above formula is bonded to an aryl or arylene group. Also disclosed are isocyanate-reactive compositions containing the above compound and flexible polyurethane foams prepared therefrom.
    Type: Grant
    Filed: January 3, 1991
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert B. Turner, Ralph D. Priester, Jr., Stephen R. Burkes
  • Patent number: 5091593
    Abstract: A process for removing sulfur from an organic sulfide containing three or more chemically bound sulfur atoms is disclosed wherein said sulfide is contacted with a defined catalyst at elevated temperature to increase the disproportionation rate and the corresponding sulfide of lower sulfur rank is continuously removed from the reaction zone.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: February 25, 1992
    Assignee: ATOCHEM North America, Inc.
    Inventors: Michael J. Lindstrom, Glenn T. Carroll, Jeffrey Hsing-Gan Yen, Roger T. Clark
  • Patent number: 5087769
    Abstract: A method of forming 6-substituted-2-vinyl naphthalene from a 2-substituted naphthalene compound wherein the substituent in the 2-position is an ortho-para directing electron-donating group not reactive with hydrogen fluoride, comprises contacting the naphthalene compound and an acylating agent with substantially anhydrous hydrogen fluoride to acylate the naphthalene compound to a 6-substituted-2-acylnaphthalene compound, hydrogenating the 6-substituted-2-acylnaphthalene compound to convert the 2-acyl substituent to an alcohol substituent, dehydrating the product of hydrogenation in the presence of a free radical inhibitor to convert the alcohol substituent to an olefinic substituent, and isolating the formed 6-substituted-2-vinylnaphthalene subsequent to the dehydration.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Henry C. Linstid, III., Kenneth G. Davenport
  • Patent number: 5068445
    Abstract: The invention relates to the preparation of organic disulphides and polysulphides by the action of sulphur on a mercaptan or on a polysulphide which is lower in sulphur, in the presence of a basic catalyst.In the process according to the invention, an anion exchange resin is used as catalyst.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: November 26, 1991
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventor: Emmanuel Arretz
  • Patent number: 5051198
    Abstract: The present invention deals with compositions containing sulfur and oxygen which are useful in lubricants and automatic transmission fluids.
    Type: Grant
    Filed: January 4, 1990
    Date of Patent: September 24, 1991
    Assignee: The Lubrizol Corporation
    Inventor: Mary F. Salomon
  • Patent number: 5017727
    Abstract: This invention is addressed to antioxidants which are polymerizable using the Ziegler catalyst system. The antioxidant of the present invention has the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each aryl groups containing a hindered antioxidant structure imparting antioxidant properties to the compounds. The compounds of the present invention are useful in the polymerization of olefin compounds using Ziegler catalyst systems whereby the antioxidant of the invention becomes chemically bound to the polymer while, at the same time, imparting antioxidant properties thereto.
    Type: Grant
    Filed: July 10, 1990
    Date of Patent: May 21, 1991
    Assignee: Copolymer Rubber & Chemical Corporation
    Inventor: Errol J. Olivier
  • Patent number: 4990675
    Abstract: A process for the production of diorganodisulfides by oxidation of meraptans in which the mercaptan is reacted with a halogen compound capable of releasing at least one halogen atom and taking up a hydrogen atom instead, the reaction being carried out at 0.degree. to 100.degree. C. in the presence of base and, optionally, a phase transfer catalyst.
    Type: Grant
    Filed: April 12, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Sauerbier, Karl Nutzel, Kurt Schilling
  • Patent number: 4977236
    Abstract: A process for preparation of a copoly(arylene sulfide) corresponding to the structure ##STR1## wherein A is a divalent substituted or unsubstituted aromatic radical, T is a monovalent aromatic radical, x is in the range of 0.5 to 0.001 and n is an integer from 1 to 100.
    Type: Grant
    Filed: December 5, 1989
    Date of Patent: December 11, 1990
    Assignee: Eastman Kodak Company
    Inventors: David R. Fagerburg, Joseph J. Watkins, Paul B. Lawrence, Mark Rule
  • Patent number: 4959488
    Abstract: Polyfunctional hexasubstituted benzene derivatives wherein at least three of the substituents are saturated carbon chains having from 1 to 21 carbon atoms and functional groups containing hetero functionalities at the ends of the carbon chains and the remainder of the 6 substituents are either saturated carbon chains containing from 1 to 21 carbon atoms or saturated carbon chains containing from 1 to 21 carbon atoms having a functional group including a hetero functional group containing N, O, S, P, or Si at the end of the chains. These derivatives are made by reacting a disubstituted alkyne wherein one or both of the substituents are saturated carbon chains having 1 to 21 carbon atoms to which hetero functional groups are attached with a palladium catalyst and isolating the resulting hexasubstituted benzene derivative.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: September 25, 1990
    Assignee: Henkel Research Corporation
    Inventors: James M. Renga, Alan G. Olivero, Mark Bosse
  • Patent number: 4885403
    Abstract: A process for preparing an aromatic propargyl ether, preferably bispropargyl ether, from phenolic compounds comprising vigorously stirring a propargyl halide, preferably propargyl chloride, with a phenolic compound, such as bisphenol A, in an aqueous sodium hydroxide solution at a temperature of from about 0.degree. C. to about 100.degree. C., in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The mixture is then filtered to recover a solid product. That product is washed with water and propanol. This process provides a product having greater than 98% purity in yields ranging from 85 to 97% of theoretical.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: December 5, 1989
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Stoil K. Dirlikov
  • Patent number: 4868336
    Abstract: A method for preparing disulfides comprising combining at least one mercaptan of the general formula R-SH wherein R is selected from the group consisting of an alkyl, aryl, aralkyl, cycloalkyl, arylcycloalkyl radical, and mixtures thereof; at least one oxidizing agent; at least one aqueous base; at least one oxygen containing water miscible organic compound; and at least one divalent transition metal carboxylic acid salt and/or divalent transition metal sulfate salt.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: September 19, 1989
    Assignee: Phillips Petroleum Company
    Inventor: Stewart H. Presnall
  • Patent number: 4853028
    Abstract: Compounds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, (S(O).sub.n R wherein R is C.sub.1 -C.sub.4 alkyl and n is the integer 0, 1 or 2; and R.sup.2 through R.sup.8 are hydrogen or certain substituents, their salts, herbicidal compositions containing the compound or salts and the herbicidal use thereof.
    Type: Grant
    Filed: December 4, 1987
    Date of Patent: August 1, 1989
    Assignee: Stauffer Chemical Company
    Inventors: Charles G. Carter, David L. Lee, William J. Michaely
  • Patent number: 4816178
    Abstract: An optically active 4-alkylbenzenethiol and an optically active bis(4-alkylphenyl)disulfide represented by the formula: ##STR1## respectively, wherein R.sub.1 * and R.sub.2 * are respectively an alkyl group having 4-12 carbon atoms including an asymmetric carbon atom, may be prepared, e.g., through halogenation or sulfonation of an optically active alcohol, followed by reaction with a phenylmagnesium halide, chlorosulfonylation and reduction. The optically active thiol or disulfide is effective, e.g., in preventing occurrence of reverse domain when added to a nematic liquid crystal, and also can be bonded to an intermediate to provide a functional material including a mesomorphic compound represented by the formula: ##STR2## wherein R.sub.3 is an alkyl or alkoxy group having 1-18 carbon atoms, n is 1 or 2, and C* is an asymmetric carbon atom.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: March 28, 1989
    Assignee: Canon Kabushiki Kaisha
    Inventors: Kazuharu Katagiri, Kenji Shinjo, Kazuo Yoshinaga
  • Patent number: 4745226
    Abstract: Polychlorinated polyphenyl materials are reacted with sulfur in the presence of an effective amount of a sulfur chloride compound to result in a product having a lowered residue of chlorinated polyphenyl as compared to a reaction practiced without the use of the compound.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: May 17, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Kyung S. Shim
  • Patent number: 4670470
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: August 29, 1985
    Date of Patent: June 2, 1987
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4670602
    Abstract: There are disclosed a method and apparatus for effecting a chemical reaction. There is provided an aspirator-mixer or zone to which the reaction mass is pumped to activate the same and into which another reactant is furnished and from which admixed reaction mass and reactant are discharged into a reaction zone in which the concentration or proportion of a vaporous or gaseous reactant is maintained at a level as desired by sucking therefrom into the suction side of the aspirator-mixer or zone any excess of such reactant. In one embodiment, a mercaptan is oxidized to corresponding disulfides with oxygen and the oxygen level in the reaction zone is maintained as desired by sucking off into the suction side of the aspirator-mixer any oxygen in the reaction zone in excess of that desired therein.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: June 2, 1987
    Assignee: Phillips Petroleum Co.
    Inventor: Rector P. Louthan
  • Patent number: 4608433
    Abstract: Disclosed herein are inert monovalent hydrocarbon terminated polysulfide copolymers having the general structure ##STR1## wherein n is an integer from about 2 to about 8, l is zero or a positive integer, m is a positive integer, each R is independently an organic polyradical with the radicals residing on carbon atoms, p is zero or a positive integer which is the difference between the number of radicals on R and 2, and each Y is a terminal substituent that is an inert monovalent hydrocarbon radical.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: August 26, 1986
    Assignee: The Dow Chemical Company
    Inventors: Victor E. Meyer, Thomas E. Dergazarian
  • Patent number: 4562292
    Abstract: Novel compounds are provided which have the formula ##STR1## where R is a substituent having at least five multivalent atoms. The compounds are reversible inhibitors of hydrolytic enzymes, and offer potential as drug and pesticide synergists and antagonists. Some are extremely potent inhibitors of juvenile hormone esterases. The compounds having the single 1,1,1-trifluoro-3-substituted thiopropan-2-one moiety can be immobilized to solid supports and used as ligands in affinity chromatography.
    Type: Grant
    Filed: August 18, 1983
    Date of Patent: December 31, 1985
    Assignee: The Regents of the University of California
    Inventors: Bruce D. Hammock, Christopher A. Mullin
  • Patent number: 4558071
    Abstract: Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or K.sub.cat type.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: December 10, 1985
    Assignee: Merck & Co., Inc.
    Inventor: Raymond A. Firestone
  • Patent number: 4552565
    Abstract: Hair dyes containing oxidation dye precursors in a cosmetic carrier contain as coupler substances compounds corresponding to formula I ##STR1## in which Z is a sulfur atom, an >SO group or an >SO.sub.2 group or salts thereof. As developer substances, the hair dyes contain the developers normally used in oxidation hair dyes, preferably aromatic and/or heterocyclic diamines or a 2,4,5,6-tetraamino pyrimidine. The new couplers produce color tones in the brown range with good fastness properties and a negligible tendency towards skin staining.
    Type: Grant
    Filed: November 1, 1984
    Date of Patent: November 12, 1985
    Assignee: Henkel KGaA
    Inventors: Norbert Maak, Edgar Lieske
  • Patent number: H106
    Abstract: Novel energetic sulfate salts which form a eutectic with ammonium nitrate ntaining explosive formulations are disclosed. The eutectic quality of such formulations facilitates melt loading thereof. Two typical novel sulfate salts of the invention are 1-(2-ammonium sulfatoethyl)-2,4,6-trinitrobenzene and 1,3-Bis-2(2-ammonium sulfoethyl)-2,4,6-trinitrobenzene. Also disclosed is a method for the synthesis of such sulfate salts together also with a method for the synthesis of the necessary alkanol substituted trinitrobenzene derivative precursor.
    Type: Grant
    Filed: August 21, 1985
    Date of Patent: August 5, 1986
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Everett E. Gilbert