Oxygen Containing Patents (Class 568/22)
  • Patent number: 5136096
    Abstract: The bis-homotris compounds 4-amino-4-[1-(3-hydroxypropyl)]-1,7-heptanediol and 4-[1-(3-aminopropyl)]-4-[1-(3-hydroxypropyl)]-1, 7-heptanediol, and organic synthetic methods for their preparation are described. Unique multifunctional aminotriols, as well as their percursors, quaternary nitroalkanes are disclosed as building blocks for unimolecular micelles, as well as new series of cascade polymers. The quaternary nitro compounds which are disclosed allow the synthesis of a new aminotriol containing a quaternary carbon.
    Type: Grant
    Filed: March 26, 1991
    Date of Patent: August 4, 1992
    Assignee: University of South Florida
    Inventors: George R. Newkome, Charles N. Moorefield
  • 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: 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: 5062977
    Abstract: This invention relates to additives to lubricants with antiwear and extreme-pressure effect consisting of asymmetric dihydrocarbyl polysulphides containing a hydrocarbyl polysulphide group R-S.sub.x - in a vicinal position of a secondary or tertiary alcohol, and to lubricating compositions containing these additives. The additives are prepared by reaction of a basic salt of a hydrocarbyl (poly)sulphide either with a compound containing at least one epoxy group or with an alpha-hydroxylated organic thiosulphate.
    Type: Grant
    Filed: May 14, 1990
    Date of Patent: November 5, 1991
    Assignee: Elf France
    Inventors: Laurent Germanaud, Patrick Azorin, Lhopital Michel
  • Patent number: 4992589
    Abstract: Compounds of the formula (1) ##STR1## in which X denotes a sulfur atom or the group ##STR2## in which R denotes a hydrogen atom, an alkylene-C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.6 - or alkyl-C.sub.1 -C.sub.6 - group, each of which can be substituted by hydroxyl, sulfo, carboxyl or cyano groups, R.sub.1 denotes a hydrogen atom or an alkyl-C.sub.1 -C.sub.6 -group which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), hydroxyl, amino, methylamino, acetylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino, methoxy, ethoxy, .beta.-hydroxyethylsulfonyl, phenyl, monosulfophenyl, disulfophenyl, or 4-[.beta.-hydroxyethylsulfonyl]-2-sulfophenyl groups, or represents a phenyl or naphthyl group, each of which can be substituted by --SO.sub.3 M or COOM groups (where M denotes an H, Li, Na, K or Ca atom), alkyl-C.sub.1 -C.sub.4 -, alkoxy-C.sub.1 -C.sub.4 -, amino, methylamino, alkyl-C.sub.1 -C.sub.4 -sulfonylamino or acetylamino groups, and R.sub.
    Type: Grant
    Filed: August 10, 1988
    Date of Patent: February 12, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Fuchs, Theodor Papenfuhs, Werner Brodt, Folker Kohlhaas
  • 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: 4980508
    Abstract: The invention relates to a process for the preparation of 1,2-disulfone compounds by oxidation of corresponding 1,2-disulfonylhydrazine compounds with the aid of concentrated nitric acid as the oxidizing agent.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: December 25, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventor: Ekkehard Bartmann
  • Patent number: 4902438
    Abstract: Compounds suitable for use as EP/AW additives in lubricating oil compositions which compounds have the formula: ##STR1## wherein X is independently either a carboxylic acid group, a carboxylic acid ester group, a hydroxyl group or the group YZ wherein Z=X and Y is either an alkylene, aralkylene or cycloalkene group,R.sup.1 is an aliphatic hydrocarbyl group, andR.sup.2 is either hydrogen, a hydrocarbyl group or the group YZ.
    Type: Grant
    Filed: May 5, 1988
    Date of Patent: February 20, 1990
    Assignee: Bp Chemicals Limited
    Inventor: Sean P. O'Connor
  • Patent number: 4880552
    Abstract: This invention relates to the use of water-soluble 3-mercaptopropionic acid disulphide salts as extreme pressure additives for aqueous functional fluids.These salts may be prepared by the oxidation of 3-mercaptopropionic acid followed by bringing the disulphide obtained into contact with an organic or inorganic base.Functional fluids are used during industrial operations such as, for example, the machining of metals.
    Type: Grant
    Filed: April 21, 1988
    Date of Patent: November 14, 1989
    Assignee: Societe Nationale Elf Aquitaine (Production)
    Inventors: Patrice Guesnet, Tetsuchi Kawamura, Gerard Savin, Sabine Poncet, Charles Castera
  • Patent number: 4879249
    Abstract: Novel immunoassay which utilizes an enzyme linked ligand or receptor wherein the enzyme is bacterial luciferase; mercantile kit useful in performing said immunoassay; and compounds utilized in performing said assay.
    Type: Grant
    Filed: March 17, 1986
    Date of Patent: November 7, 1989
    Inventors: Thomas O. Baldwin, Thomas F. Holzman, Paul S. Satoh, Frederick S. Yein
  • Patent number: 4853486
    Abstract: In a method for the production of a dithiodialdehyde represented by the formula II: ##STR1## wherein R.sup.1 and R.sup.2 are independently alkyl group of 1 to 8 carbon atoms, by condensation of an active hydrogen-containing aldehyde represented by the formula I: ##STR2## wherein R.sup.1 and R.sup.2 have the same meanings as defined above, with sulfur monochloride, the improvement which comprises simultaneously supplying said active hydrogen-containing aldehyde and sulfur monochloride to an inactive solvent, or adding said active hydrogen-containing aldehyde to a mixture of said inactive solvent with the sulfur monochloride.
    Type: Grant
    Filed: June 7, 1988
    Date of Patent: August 1, 1989
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Masao Kitano, Tsunemasa Ueno, Kouichi Kojima, Yutaka Morimoto
  • Patent number: 4727105
    Abstract: There is disclosed a compound having the structureA--S--X--S--A' Iwherein A and A' are radicals independently selected from the group consisting of the following structures: ##STR1## wherein R.sub.1 and R.sub.2 are tertiary alkyl radicals having 4 to 8, preferably 4 to 6 carbon atoms, n is a whole number of 1 to 8, R.sub.3 and R.sub.4 are the same or different radicals selected from the group consisting of hydrogen and alkyl radicals having 1 to 18 carbon atoms, R.sub.5 is hydrogen or methyl and Z is --O-- or ##STR2## A' can also be hydrogen; and X is a divalent oligomeric segmer having the structure: ##STR3## wherein m ranges from an average of 4 to about 24. There is also disclosed a polymeric cmposition comprising a polymer susceptible to the degradative effects of oxidation having incorporated therein an antidegradant amount of a compound of Structure I.
    Type: Grant
    Filed: January 25, 1985
    Date of Patent: February 23, 1988
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Roger J. Hopper
  • Patent number: 4721813
    Abstract: A method for the conversion of mercaptoalkanols to dithiodiglycols having good color properties and low residual odor is provided. Mercaptalkanols are reacted in the presence of small amounts of anhydrous ammonia and an oxygen-containing gas in the absence of any metal-containing catalysts to produce the desired dithiodiglycol products.
    Type: Grant
    Filed: August 25, 1986
    Date of Patent: January 26, 1988
    Assignee: Phillips Petroleum Company
    Inventors: Harold W. Mark, John S. Roberts
  • Patent number: 4705899
    Abstract: 1:3 "mixed" orthocarbonates of the formula[CF(NO.sub.2).sub.2 CH.sub.2 O].sub.3 C--ORwherein R is--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,--CH.sub.2 CH.sub.2 NO.sub.2,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OC[OCH.sub.2 CF(NO.sub.2).sub.2 ].s3,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH,--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OC[OCH.sub.2 CF(NO.sub.2).sub.2 ].sub.3,--CH.sub.2 CF.sub.3,--CH.sub.2 CH.sub.3, and ##STR1## and a method of preparation.
    Type: Grant
    Filed: February 18, 1983
    Date of Patent: November 10, 1987
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Michael E. Sitzmann, William H. Gilligan
  • Patent number: 4665088
    Abstract: This invention relates to compounds of the structures: ##STR1## which structure includes its isomers, conventionally designated (E,Z)-4,5,9-trithiadodeca-1,6,11-triene 9-oxide and commonly termed (E,Z)-ajoene. This invention also relates to a process for preparing the compounds which comprises extracting and isolating allyl disulfide oxide (allyl 2-propenethiosulfinate) from the bulbs of garlic plants and thereafter treating it with a lower alkyl alcohol to produce such compound and the compounds as antibiotic and particularly as antithrombotic agents.
    Type: Grant
    Filed: November 14, 1984
    Date of Patent: May 12, 1987
    Assignee: The Research Foundation of State University of New York
    Inventors: Rafael J. Apitz-Castro, Mahendra K. Jain
  • Patent number: 4643994
    Abstract: This invention relates to novel organic trithio oxides of the formula:R.sup.1 --X --R--X.sup.1 --R.sup.1wherein R is selected from --CH.sub.2 CH.dbd.CH--, ##STR1## and (CH.sub.2).sub.3 ; X is selected from ##STR2## X.sup.1 is selected from --S--S, ##STR3## and, each R.sup.1 is independently selected from carboxyalkyl, alkoxy, alkylthio, amino, alkylamino and acyl substituted and unsubstituted lower alkyl, lower alkenyl, lower alkynyl, phenyl and lower alkylphenyl; provided when R is --CH.sub.2 CH.dbd.CH--, X is ##STR4## and X.sup.1 is --S--S--, then R.sup.1 is not in both instances --CH.sub.2 CH.dbd.CH.sub.2.This invention also relates to a method of preparing the above-identified compounds by heating and further oxidizing various oxides of organic disulfides and to antithrombotic uses of the compounds.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: February 17, 1987
    Assignee: The Research Foundation of State University of New York
    Inventors: Eric Block, Saleem Ahmad
  • Patent number: 4622066
    Abstract: A fluorine-containing benzophenone derivative of the formula: ##STR1## wherein R.sup.1 is a group of the formula: --OM (in which M is hydrogen or alkali metal), lower alkoxy, lower acyloxy, a group of the formula: ##STR2## (in which R.sup.3 and R.sup.4 are same or different and hydrogen or lower alkyl) or a group of the formula: --OCH.sub.2 COOR.sup.5 (in which R.sup.5 is hydrogen, lower alkyl or alkali metal); R.sup.2 is halogen, nitro, chlorosulfonyl, sulfo, trifluoromethyl or a group of the formula: --SCF.sub.2 H; and m and n are each an integer of 1 to 4 provided that the sum of m and n is not more than 5 having selective herbicidal activities on grasses and crops.
    Type: Grant
    Filed: January 10, 1984
    Date of Patent: November 11, 1986
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Katsuhiko Kitahara, Tetsuya Masutani, Takashi Yamaoka, Tetsuo Kitahaba, Takasi Nisioka, Yasuo Itami
  • Patent number: 4499309
    Abstract: Energetic orthoformates of the formula ##STR1## wherein R and R' vary independently and R is --CH.sub.2 C(NO.sub.2).sub.2 H.sub.3,--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 CF.sub.2 (NO.sub.2), or--CH.sub.2 CF.sub.3,R' is--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 F.sub.2 (NO.sub.2), or--CH.sub.2 CF.sub.3,and Y is --F, --N.sub.3, --C.tbd.N, ##STR2## and methods of preparation.
    Type: Grant
    Filed: February 18, 1983
    Date of Patent: February 12, 1985
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Michael E. Sitzmann, William H. Gilligan
  • Patent number: 4449000
    Abstract: A 1:1:2 mixed orthocarbonate of the formula ##STR1## wherein R and R" are each one of the following groups--CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,--CH.sub.2 C(NO.sub.2).sub.3,--CH.sub.2 CF(NO.sub.2).sub.2,--CH.sub.2 CF.sub.2 (NO.sub.2), and--CH.sub.2 CF.sub.3, andR' is one of the followingCH.sub.2 CF(NO.sub.2).sub.2,CH.sub.2 CF.sub.2 (NO.sub.2), andCH.sub.2 CF.sub.3,provided that R.noteq.R', R.noteq.R", and R'.noteq.R". These 1:1:2 orthoconates are produced by the following reaction sequence: ##STR2## wherein R, R', and R" are as defined above. By choosing R and R" to be the same and either --CH.sub.2 (NO.sub.2).sub.2 CH.sub.3 or --CH.sub.2 C(NO.sub.2).sub.3 in the above reaction, 1:3 mixed orthocarbonates of the formula ##STR3## wherein R.noteq.R', R".noteq.R', R=R", and R and R" are each CH.sub.2 C(NO.sub.2).sub.2 CH.sub.3,CH.sub.2 C(NO.sub.2).sub.3,CH.sub.2 CF.sub.2 (NO.sub.2), orCH.sub.2 CF.sub.3,and R' is CH.sub.2 CF(NO.sub.2).sub.2, CH.sub.2 CF.sub.2 (NO.sub.2) or CH.sub.2 CF.sub.3 may be prepared.
    Type: Grant
    Filed: February 18, 1983
    Date of Patent: May 15, 1984
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Michael E. Sitzmann, William H. Gilligan
  • Patent number: 4407825
    Abstract: Compounds of formulaR.sub.1 O--(CH.sub.2).sub.m --S--S--(CH.sub.2).sub.p --S].sub.x S--(CH.sub.2).sub.n --OR.sub.2wherein R.sub.1 and R.sub.2 are, independently, hydrogen, C.sub.1-5 alkyl or a physiologically-hydrolyzable and -acceptable acid residue; m and n are, independently, 2 or 3; p is an integer of fron 2 to 6; and x is 1, 2 or 3; whereby when x is 2 or 3, each p may be the same or different, having immunostimulant activity.
    Type: Grant
    Filed: January 29, 1982
    Date of Patent: October 4, 1983
    Assignee: Sandoz Ltd.
    Inventors: Peter Hiestand, Michael Strasser
  • Patent number: 4395415
    Abstract: 4-Nitro-2-trichloromethylbenzenesulfenic acid derivatives of the formula ##STR1## where R.sup.1 is nitroimidazolyl, which is substituted by alkyl, phenyl or benzyl, or R.sup.1 is S-alkyl, which is substituted by an S--S-phenyl radical, itself substituted in the phenyl moiety by nitro and trichloromethyl, or which is substituted by --O--CO--R.sup.2, where R.sup.2 is unsubstituted or substituted alkyl, unsubstituted or phenyl-substituted alkenyl, or unsubstituted or chlorine- or nitro-substituted phenyl, or monoalkylamino or dialkylamino, or unsubstituted or mono-chlorine-substituted or polychlorine-substituted aminophenyl, or R.sup.1 is --S--R.sup.3, where R.sup.3 is unsubstituted or carboxyl-substituted aryl, triazolyl, unsubstituted or alkyl-substituted thiadiazolyl, unsubstituted or alkyl-, cyano- or oxo-substituted pyridyl, or unsubstituted or alkyl-, amino-, hydroxy- or oxo-substituted pyrimidinyl, and fungicides containing these compounds.
    Type: Grant
    Filed: April 21, 1981
    Date of Patent: July 26, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Hans Ziegler, Celia J. Mappes, Ernst-Heinrich Pommer
  • Patent number: 4258212
    Abstract: A process is disclosed for preparing a mixture of hydroxyl containing di- and trisulfides, from either 2-mercaptoethanol or 3-mercaptopropanol, directly in two steps, without the formation of deleterious byproducts. Precise control of process conditions (a) in a first step in which the disulfide is formed, includes oxidation of mercapto-lower alkanol with a stoichiometric amount of H.sub.2 O.sub.2 while maintaining the pH and temperature of a relatively dilute aqueous reaction mixture within a specific narrow range; and, (b) in a second step in which a predetermined portion of the disulfide is converted substantially exclusively to the trisulfide, requires controlled heating of the reaction mixture to a temperature not to exceed 100.degree. C. The process may be carried out in a single reaction vessel, and directly yields a preselected distribution of disulfide and trisulfide in the mixture.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: March 24, 1981
    Assignee: The B. F. Goodrich Company
    Inventor: William N. Schenk
  • Patent number: 4246127
    Abstract: Compounds of the general formula I, and mixtures thereof, ##STR1## in which R is linear alkyl having 12 to 24 C atoms, branched alkyl having 8 to 30 C atoms or alkylated phenyl or phenylalkyl having 8 to 24 C atoms, X is an oxygen or sulphur atom, n is a value from 0.5 to 8 or an integer from 1 to 8 and R.sup.1 is a hydrogen atom or a radical of the formula ##STR2## in which m is 0 or integers from 1 to 3, are excellent extreme-pressure additives in lubricants.
    Type: Grant
    Filed: January 11, 1979
    Date of Patent: January 20, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus P. Michaelis, Hermann O. Wirth
  • Patent number: 4238397
    Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.
    Type: Grant
    Filed: May 18, 1979
    Date of Patent: December 9, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Jack C. Gilles
  • Patent number: 4207238
    Abstract: Hydroxyl-terminated liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one vinylidene monomer having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) a mixture of at least one hydroxyl-containing disulfide and at least one hydroxyl-containing trisulfide. Use of the above disulfide-trisulfide mixture permits viscosity control during polymerization with substantially less disulfide required than if the disulfide alone were used, and the resulting polymers have less odor and discolor less upon heating than if the disulfide alone were used.
    Type: Grant
    Filed: September 1, 1977
    Date of Patent: June 10, 1980
    Assignee: The B. F. Goodrich Company
    Inventor: Jack C. Gilles