Oxygen Containing Patents (Class 568/22)
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Patent number: 5136096Abstract: 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: GrantFiled: March 26, 1991Date of Patent: August 4, 1992Assignee: University of South FloridaInventors: George R. Newkome, Charles N. Moorefield
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Patent number: 5104910Abstract: 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: GrantFiled: January 3, 1991Date of Patent: April 14, 1992Assignee: The Dow Chemical CompanyInventors: Robert B. Turner, Ralph D. Priester, Jr., Stephen R. Burkes
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Patent number: 5091593Abstract: 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: GrantFiled: May 26, 1989Date of Patent: February 25, 1992Assignee: ATOCHEM North America, Inc.Inventors: Michael J. Lindstrom, Glenn T. Carroll, Jeffrey Hsing-Gan Yen, Roger T. Clark
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Patent number: 5068445Abstract: 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: GrantFiled: April 3, 1989Date of Patent: November 26, 1991Assignee: Societe Nationale Elf Aquitaine (Production)Inventor: Emmanuel Arretz
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Patent number: 5062977Abstract: 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: GrantFiled: May 14, 1990Date of Patent: November 5, 1991Assignee: Elf FranceInventors: Laurent Germanaud, Patrick Azorin, Lhopital Michel
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Patent number: 4992589Abstract: 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: GrantFiled: August 10, 1988Date of Patent: February 12, 1991Assignee: Hoechst AktiengesellschaftInventors: Hermann Fuchs, Theodor Papenfuhs, Werner Brodt, Folker Kohlhaas
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Patent number: 4990675Abstract: 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: GrantFiled: April 12, 1989Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Michael Sauerbier, Karl Nutzel, Kurt Schilling
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Patent number: 4980508Abstract: 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: GrantFiled: February 10, 1989Date of Patent: December 25, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventor: Ekkehard Bartmann
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Patent number: 4902438Abstract: 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: GrantFiled: May 5, 1988Date of Patent: February 20, 1990Assignee: Bp Chemicals LimitedInventor: Sean P. O'Connor
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Patent number: 4880552Abstract: 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: GrantFiled: April 21, 1988Date of Patent: November 14, 1989Assignee: Societe Nationale Elf Aquitaine (Production)Inventors: Patrice Guesnet, Tetsuchi Kawamura, Gerard Savin, Sabine Poncet, Charles Castera
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Patent number: 4879249Abstract: 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: GrantFiled: March 17, 1986Date of Patent: November 7, 1989Inventors: Thomas O. Baldwin, Thomas F. Holzman, Paul S. Satoh, Frederick S. Yein
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Patent number: 4853486Abstract: 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: GrantFiled: June 7, 1988Date of Patent: August 1, 1989Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Masao Kitano, Tsunemasa Ueno, Kouichi Kojima, Yutaka Morimoto
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Patent number: 4727105Abstract: 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: GrantFiled: January 25, 1985Date of Patent: February 23, 1988Assignee: The Goodyear Tire & Rubber CompanyInventor: Roger J. Hopper
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Patent number: 4721813Abstract: 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: GrantFiled: August 25, 1986Date of Patent: January 26, 1988Assignee: Phillips Petroleum CompanyInventors: Harold W. Mark, John S. Roberts
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Patent number: 4705899Abstract: 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: GrantFiled: February 18, 1983Date of Patent: November 10, 1987Assignee: The United States of America as represented by the Secretary of the NavyInventors: Michael E. Sitzmann, William H. Gilligan
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Patent number: 4665088Abstract: 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: GrantFiled: November 14, 1984Date of Patent: May 12, 1987Assignee: The Research Foundation of State University of New YorkInventors: Rafael J. Apitz-Castro, Mahendra K. Jain
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Patent number: 4643994Abstract: 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: GrantFiled: December 17, 1984Date of Patent: February 17, 1987Assignee: The Research Foundation of State University of New YorkInventors: Eric Block, Saleem Ahmad
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Patent number: 4622066Abstract: 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: GrantFiled: January 10, 1984Date of Patent: November 11, 1986Assignee: Daikin Kogyo Co., Ltd.Inventors: Katsuhiko Kitahara, Tetsuya Masutani, Takashi Yamaoka, Tetsuo Kitahaba, Takasi Nisioka, Yasuo Itami
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Patent number: 4499309Abstract: 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: GrantFiled: February 18, 1983Date of Patent: February 12, 1985Assignee: The United States of America as represented by the Secretary of the NavyInventors: Michael E. Sitzmann, William H. Gilligan
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Patent number: 4449000Abstract: 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: GrantFiled: February 18, 1983Date of Patent: May 15, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventors: Michael E. Sitzmann, William H. Gilligan
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Patent number: 4407825Abstract: 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: GrantFiled: January 29, 1982Date of Patent: October 4, 1983Assignee: Sandoz Ltd.Inventors: Peter Hiestand, Michael Strasser
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Patent number: 4395415Abstract: 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: GrantFiled: April 21, 1981Date of Patent: July 26, 1983Assignee: BASF AktiengesellschaftInventors: Helmut Hagen, Hans Ziegler, Celia J. Mappes, Ernst-Heinrich Pommer
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Patent number: 4258212Abstract: 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: GrantFiled: December 17, 1979Date of Patent: March 24, 1981Assignee: The B. F. Goodrich CompanyInventor: William N. Schenk
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Patent number: 4246127Abstract: 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: GrantFiled: January 11, 1979Date of Patent: January 20, 1981Assignee: Ciba-Geigy CorporationInventors: Klaus P. Michaelis, Hermann O. Wirth
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Patent number: 4238397Abstract: 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: GrantFiled: May 18, 1979Date of Patent: December 9, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles
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Patent number: 4207238Abstract: 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: GrantFiled: September 1, 1977Date of Patent: June 10, 1980Assignee: The B. F. Goodrich CompanyInventor: Jack C. Gilles