Oxygen Bonded Directly To Sulfur (e.g., Sulfoxides, Etc.) Patents (Class 568/27)
  • Patent number: 5308512
    Abstract: The process of producing alkoxylated thiodiglycol sulfoxide derivatives and thiodiglycol sulfone derivatives corresponding to formula I ##STR1## wherein X.sub.1 and X.sub.2 may be the same or different and represent a hydroxyl-substituted aklyl radical containing 8 to 30 carbon atoms, an acyl radical of an alkyl monocarboxylic acid containing 8 to 30 carbon atoms, and X.sub.1 or X.sub.2 may be hydrogen, R represents hydrogen or methyl, z is 1 or 2, n is 0 to 25 and m is 1 to 25, by reacting an alkoxylated thiodiglycol with a C.sub.8 14 C.sub.30 .alpha.-olefin expoide or a C.sub.8 -C.sub.30 monocarboxylic acid in a molar ratio of about 1:1 to about 1:2, and oxidizing the mono- and bis- ethers or mono- and bis- esters formed to the sulfoxide or sulfone derivatives.
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: May 3, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Gerhard Stoll, Peter Daute, Ingo Wegener, Faize Berger
  • Patent number: 5304682
    Abstract: Disclosed is a method of making 1,1'-sulfonylbis[3-nitro-5-(trifluoromethyl) benzene] by reacting dibenzotrifluoride sulfide with at least four equivalents of fuming nitric acid and at least four equivalents of fuming sulfuric acid at a temperature below 20.degree. C., until the sulfide link is oxidized to a sulfone link, then raising the temperature to above 20.degree. C. until the reaction is complete. Also disclosed is the preparation of 1,1'-sulfonylbis[3-nitro-(5-trifluoromethyl) benzenamine] by reducing the benzene compound.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: April 19, 1994
    Assignee: Occidental Chemical Corporation
    Inventors: Jeffrey S. Stults, Henry C. Lin
  • Patent number: 5274139
    Abstract: A method of effecting a reaction between oxygen and an organic substance comprising the stages of:a. forming a reaction mixture comprising an N-alkylpyrrolidinone, at least one organic substance capable of reaction with oxygen and a hydroperoxide decomposition catalytically effective amount of a transition metal oxidation catalyst under a partial pressure of oxygen of at least about 16 psig, the molar ratio of organic substance to N-alkylpyrrolidinone being at least about 1:100;b. subjecting the reaction mixture to conditions such that an oxidation reaction occurs, whereby:(1) at least a portion of the N-alkylpyrrolidinone is oxidized, in situ, to the corresponding hydroperoxide;(2) the hydroperoxide is subsequently decomposed by the catalytic action of the transition metal oxidation catalyst to the corresponding N-alkylsuccinimide, the decomposition resulting in the production of active oxygen which reacts with the organic substance;c.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: December 28, 1993
    Assignee: University of Florida
    Inventors: Russell S. Drago, Douglas E. Patton
  • Patent number: 5258433
    Abstract: Sulfoxides of alkylthiomethylphenols of the formula I ##STR1## in which R.sub.1 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, phenyl or C.sub.7 -C.sub.9 phenylalkyl, R.sub.2 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl or a radical --CH.sub.2 --SO--R.sub.5, in which R.sub.5 is C.sub.8 -C.sub.20 alkyl which may be interrupted by --O--, --S-- or --SO-- groups, mono- or dihydroxy-substituted C.sub.2 -C.sub.12 alkyl, phenyl, benzyl, --(CH.sub.2).sub.n COOR.sub.6 or --CH(CH.sub.3)COOR.sub.6, in which R.sub.6 is C.sub.1 -C.sub.20 alkyl and n is 1 or 2, R.sub.3 is hydrogen or a group --CH.sub.2 --SO--R.sub.5, in which R.sub.5 is as defined above, and R.sub.4 has the same meanings as R.sub.2 , with the proviso that only one of the radicals R.sub.2, R.sub.3 or R.sub.4 is the group --CH.sub.2 --SO--R.sub.5 and that, if R.sub.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: November 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Rudolf Meier, Paul Dubs
  • Patent number: 5232915
    Abstract: 9.alpha.-Hydroxy-19,11.beta.-bridged steroids of general formula I ##STR1## are described. The more detailed meaning of A, B, R.sup.1, R.sup.2, G, Z, R.sup.4 --Y and R.sup.4' --Y' follows from the description. The steroids of general formula I have antigestagen and/or antiglucocorticoidal action and can be used for the production of pharmaceutical agents.
    Type: Grant
    Filed: January 14, 1992
    Date of Patent: August 3, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Eckhard Ottow, Gunter Neef, Rudolf Wiechert, Walter Elger, Sybille Beier, Karl-Heinrich Fritzemeier
  • Patent number: 5225601
    Abstract: Abstract of the Disclosure: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: October 31, 1991
    Date of Patent: July 6, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5167846
    Abstract: Sulfoxides of bisthiomethylated and tristhiomethylated phenols of formulae I and II ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.18 alkyl, cyclohexyl or C.sub.7 -C.sub.9 phenylalkyl,R.sub.2 and R.sub.3 are each independently of the other hydrogen or methyl,R.sub.4 is C.sub.4 -C.sub.18 alkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.1 -C.sub.4 alkyl-substituted phenyl,hydroxyethyl or a radical --(CH.sub.2).sub.r COOR.sub.5, wherein r is 1 or 2 and R.sub.5 is C.sub.1 -C.sub.18 alkyl,Z is sulfur ##STR2## wherein R.sub.2 and R.sub.3 are as defined above, or are a direct bond, and n, m and p are each independently of one another 0 or 1, and mixtures thereof with the corresponding non-oxidized compounds, are suitable stabilizers for materials which are sensitive to oxidative, thermal and/or light-induced degradation.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: December 1, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Rudolf Meier, Rita Pitteloud
  • Patent number: 5123953
    Abstract: Compounds of formula: ##STR1## in which: n=0, 1, 2f=0, 1Ar is an optionally substituted phenyl or pyridyl groupU a chlorine or bromine atomV a bromine or chlorine or iodine atomB is C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 cycloalkyl, which are optionally substituted by 1 to 6 halogen atoms, phenyl or pyridyl or oxidized pyridyl, which are optionally substituted.Use of these compounds as herbicides which are selective but especially antigraminaceous at preemergence.
    Type: Grant
    Filed: April 10, 1990
    Date of Patent: June 23, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philipe Desbordes, Michel Euvrard, Francois De Reinach Hirtzbach, Christopher Pearson
  • Patent number: 5100460
    Abstract: Herbicides of formula: ##STR1## in which: n=0,1, 2f=0,1A is chosen from the groups ##STR2## in which: Ar is chosen from the groups ##STR3## B is chosen from optionally substituted C.sub.1 -C.sub.10 alkyl and C.sub.3 -C.sub.
    Type: Grant
    Filed: July 13, 1989
    Date of Patent: March 31, 1992
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Philippe Desbordes, Michel Euvrard
  • Patent number: 5084478
    Abstract: A compound of the formula ##STR1## wherein X has the formula --CR.sup.5 .dbd.CR.sup.6 --, --C.tbd.C-- or ##STR2## wherein ring A is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl;wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent or each is hydrogen or alkyl, alkoxy or dialkylamino, provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent;wherein R.sup.5 and R.sup.6, each is hydrogen, halogeno or alkylwherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 has the formula --Y--Q--R.sup.9 wherein Y is straight- or branched-chain alkylene or alkenylene; wherein Q is --O--, --S--, --SO-- or --SO.sub.2 --;and wherein R.sup.9 is alkyl of up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: January 28, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, Howard Tucker
  • Patent number: 5082976
    Abstract: Benzaldehydes of the formula ##STR1## can be obtained by reaction of substituted .beta.-amino-styrenes of the formula ##STR2## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.8, R.sup.9, R.sup.10, m, n and o have the scope of meaning indicated in the description, with oxygen in the presence of a Cu compound in the solution of an aprotic polar solvent at 0.degree.-120.degree. C.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: January 21, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Helmut Kraus
  • Patent number: 5082974
    Abstract: 3-Haolgeno-2,3-diphenylacrylaldehyde derivatives represented by the formula ##STR1## wherein R is an alkyl group having 1 to 6 carbon atoms, X and Y each represent a halogen atom, and n is 0, 1, or 2, a process for preparing the derivatives, a medicament for preventing and treating hyperlipidemia containing a pharmacologically effective amount of the derivative, and a method for preventing or treating hyperlipidemia using the medicament.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: January 21, 1992
    Assignee: Otsuka Pharaceutical Factory, Inc.
    Inventors: Kinji Hashimoto, Makoto Inoue, Junichi Minamikawa
  • Patent number: 5075339
    Abstract: The invention relates to benzylketone phospholipase A.sub.2 inhibitors, pharmaceutical compositions containing them, and methods of treating phospholipase A.sub.2 -mediated conditions in mammals by administration of a therapeutically effective amount of such a benzylketone phospholipase A.sub.2 inhibitor. These compounds are also intermediates in the synthesis of other PLA.sub.2 inhibitors.
    Type: Grant
    Filed: June 1, 1990
    Date of Patent: December 24, 1991
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventor: Wendell W. Wilkerson
  • Patent number: 5068408
    Abstract: A process for oxidizing an organic compound selected from an aliphatic, aromatic, aliphatic/aromatic, cycloaliphatic and heterocyclic alcohol, thiol, sulfide, aldehyde, amine, amide, ketone, acid, ether, ester, and organic compounds containing an activated carbon-carbon double bond, which process comprises contacting said organic compound dissolved in an organic solvent with a hypochlorous acid solution.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: November 26, 1991
    Assignee: Olin Corporation
    Inventors: Robert J. Raynor, Budd L. Duncan
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5032592
    Abstract: A compound of the formula ##STR1## wherein X has the formula ##STR2## wherein ring a is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl; wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent selected from halogeno, nitro, cyano, trifluoromethyl, alkylthio, alkylsulphinyl, and alkylsulphonyl or each is hydrogen, alkyl, alkoxy or dialkylamino provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substituent; wherein R.sup.5 and R.sup.6, which may be the same or different, each is hydrogen, halogeno or alkyl; wherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 is carbamoyl, alkyl, cycloalkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkanoyl, alkylcarbamoyl, dialkylcarbamoyl or aroyl; or wherein R.sup.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: July 16, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, John Oldfield, Howard Tucker
  • Patent number: 5004841
    Abstract: Aromatic compounds, such as benzene or biphenyl, are alkylated with an alkylating agent having from one to eight carbons atoms, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted aromatic compounds enriched in the linear alkylated isomers, such as p-diisopropylbenzene or p,p'-di(isopropyl)biphenyl, respectively. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: April 2, 1991
    Assignee: The Dow Chemical Company
    Inventors: Guo-shuh J. Lee, Juan M. Garces, Joseph J. Maj, Stephen C. Rocke
  • Patent number: 4990676
    Abstract: A process for preparing single enantiomers of chiral sulphoxides is provided. The process involves (a) reacting an achiral sulphur-containing, e.g. a disulphide, with a single enantiomer of a chiral template having the formula T--(CO)--CH.sub.2 R.sup.1, wherein T is suitably (eta.sup.5 --C.sub.5 H.sub.5)Fe(CO)(PPh.sub.3)-- (Ph=phenyl) and (b) thereafter sterospecifically oxidizing the sulphur atom with an oxidizing agent. A single enantiomer of the chiral sulphoxide can then be generated by reacting the oxidized product with a carbanion. In a preferred embodiment the reaction mixture is thereafter treated with further achiral sulphide to provide a process which is catalytic on the chiral template.
    Type: Grant
    Filed: February 17, 1989
    Date of Patent: February 5, 1991
    Assignee: British Petroleum Company p.l.c.
    Inventor: Stephen G. Davies
  • Patent number: 4980509
    Abstract: An aromatic polycyclic compound has the formula ##STR1## wherein R represents --SO.sub.3 H, SO.sub.2 NHR.sub.3, ##STR2## --SO.sub.2 R.sub.3, --SOR.sub.3 or --SR.sub.3, R.sub.3 represents lower alkyl, monohydroxyalkyl, polyhydroxyalkyl, aminoalkyl, carboxyalkyl, aminocarboxyalkyl or alkoxyalkyl,R' represents hydrogen, lower alkyl, lower alkoxy, hydroxy, C.sub.1 -C.sub.4 acyloxy or amino,R" represents hydrogen, lower alkyl or lower alkoxy, orR' and R", taken together, form an oxo, methano or hydroxyimino radical,R.sub.1 represents hydrogen or lower alkyl,n is 0 or 1,when n=1, R.sub.2 represents hydrogen or lower alkyl, or R.sub.1 and R.sub.2, taken together form a vinylene radical, andAr represents an aromatic radical selected from ##STR3## wherein R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.11 represent hydrogen or lower alkyl, at least one of R.sub.4 and/or R.sub.5 being other than hydrogen, and at least two of R.sub.8 -R.sub.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: December 25, 1990
    Assignee: Societe Anonyme dite: L'Oreal
    Inventors: Jean Maignan, Gerard Lang, Gerard Malle, Serge Restle
  • Patent number: 4963535
    Abstract: Cosmetic compositions for cleaning hair, the skin or for removing make-up from the face or from the eyes, containing (a) a foaming surface-active agent, (b) an aqueous, hydroalcoholic or oily carrier and (c) a nonfoaming, nonionic product, poorly soluble in water, of general formula (I):R--O--[C.sub.2 H.sub.3 --CH.sub.2 R.sub.1 --O].sub.p [C.sub.2 H.sub.3 O--CH.sub.2 OH].sub.n H (I)in which R denotes a C.sub.8 -C.sub.20 alkyl radical, R.sub.1 denotes a C.sub.7 -C.sub.17 alkyl radical or an alkoxy radical containing from 8 to 20 carbon atoms, R+R.sub.1 containing from 21 to 31 carbon atoms and preferably from 23 to 27, p denotes the exact value of 1 or a statistical mean value of between 1 and 2, and n denotes a statistical mean value of between 2 and 10 and preferably between 2.5 and 7.The presence of the component (c) improves the compatibility of the foaming surface-active agents (a) with the skin and the mucosa.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: October 16, 1990
    Assignee: L'Oreal
    Inventors: Henri Sebag, Guy Vanlerberghe
  • Patent number: 4959494
    Abstract: A method for oxidizing organic compounds by contacting organic compounds with molecular oxygen in the presence of a noble metal pyrochlore having the formula:A.sub.2+x B.sub.2-x O.sub.7-ywherein A is a pyrochlore structure metal cation, and B is one or more of Ru, Rh, Ir, Os, and Pt; x and y are greater than or equal to 0 and less than or equal to 1.0, at a temperature up to about 200.degree. C.
    Type: Grant
    Filed: July 6, 1987
    Date of Patent: September 25, 1990
    Assignee: Monsanto Company
    Inventor: Timothy R. Felthouse
  • Patent number: 4954165
    Abstract: An herbicidally effective benzoyl derivative having the formula: ##STR1## wherein X.sub.1 is C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.5 is hydrogen or fluorine;Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is C.sub.1 -C.sub.4 alkyl;R.sub.4 is C.sub.1 -C.sub.3 alkyl;n is an integer of 0, 1 or 2 is discosed.In addition, the herbicidally effective benzoyl derivative having the formula: ##STR2## wherein: X.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy halogen;X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen;X.sub.5 is hydrogen or fluorine;Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;R.sub.1 is C.sub.1 -C.sub.4 alkyl;R.sub.4 is C.sub.1 -C.sub.3 alkyl;n is an integer of 0, 1 or 2;L is C.sub.1 -C.sub.4 alkylene is disclosed.
    Type: Grant
    Filed: October 18, 1988
    Date of Patent: September 4, 1990
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Masatoshi Baba, Takuya Kakuta, Norio Tanaka, Eiichi Oya, Takashi Ikai, Tsutomu Nawamaki, Shigeomi Watanabe, Koichi Suzuki
  • Patent number: 4952235
    Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: August 28, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4937388
    Abstract: The invention provides insecticidally active compounds of formula I: ##STR1## wherein A is selected from oxygen and a group of formula S(O).sub.n, where n represents 0, 1 or 2; W represents one or two substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy, or W represents a bidentate group linking adjacent carbon atoms, selected from alkylene and alkylenedioxy; Y represents a substituted aryl group where each substituent is selected from halo, alkyl, aryl, aralkyl, aryloxy and arylamino; Z represents a fluoroalkyl group of up to two carbon atoms; and either X' represents hydrogen and X is selected from hydrogen, halo, hydroxy, alkoxy and acyloxy, or X and X' together represent a second bond between the adjacent carbon atoms.The invention also provides processes and intermediates useful for the preparation of the compounds of formula I, insecticidal compositions comprising the compounds of formula I, and methods of combating and controlling pests therewith.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: June 26, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Robin A. E. Carr
  • Patent number: 4911754
    Abstract: This invention relates to aryloxy dihydrobenzofuran, oxoindole or benzofuranone derivatives having herbicidal activity and to the use of such compounds to control the growth of noxious plants, i.e., weeds.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: March 27, 1990
    Assignee: American Cyanamid Company
    Inventors: David A. Hunt, James A. Schwindeman
  • Patent number: 4891448
    Abstract: Polycyclic aromatic compounds, such as biphenyl, are alkylated with an alkylating agent, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted polycyclic aromatic compounds enriched in the para alkylated isomers, such as p,p'-di(isopropyl)biphenyl. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of polycyclic aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: January 2, 1990
    Assignee: The Dow Chemical Company
    Inventors: Juan Garces, Joseph J. Maj, G. John Lee, Stephen C. Rocke
  • Patent number: 4876381
    Abstract: The invention relates to a compound of the formula (II) ##STR1## and the corresponding isomers and salts, in which formula: a and b are integers which independently of one another can assume the values 0 or 1,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent, independently, a hydrogen atom, a linear or branched C.sub.1 -C.sub.6 -alkyl radical or a C.sub.1 -C.sub.4 -alkoxy radical,R.sub.6 represents a C.sub.1 -C.sub.6 -alkyl radical,R.sub.5 and R.sub.12 represent a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl radical, with the proviso that R.sub.5 cannot represent hydrogen if a=b=0 andR.sub.11 has various meanings.These compounds have useful dermatological properties.
    Type: Grant
    Filed: August 18, 1987
    Date of Patent: October 24, 1989
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Maignan, Serge Forestier, Serge Restle, Alain Lagrange, Braham Shroot
  • 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: 4833164
    Abstract: 2-Substituted-1-naphthols are 5-lipoxygenase inhibitors which make them useful in the treatment of inflammation, obstructive lung diseases and/or psoriasis. Useful 2-substituent groups are alkyls, alkenyls, alkynyls, cycloalkyls, cycloalkenyls, the groups CH.sub.2 --C.tbd.C--(CH.sub.2).sub.m R.sup.5 and CH.dbd.CH--(CH.sub.2).sub.n R.sup.5 (where m is 1-4, n is 0-3 and R.sup.5 includes phenyl, COOR.sup.9, where R.sup.9 is H or alkyl of 1-4 carbons, AR.sup.6 (where A is a methylene chain and R.sup.6 is a variety of groups including Cl, Br, I, CHO, CN, COOR.sup.9, NH.sub.2, SC(NH)NH.sub.2, phenyl, P(O)(OR.sup.9).sub.2, etc.), and CHR.sup.7 R.sup.21 (where R.sup.7 is a variety of aromatic and heterocyclic groups and R.sup.21 is H, optionally substituted phenyl and a variety of heterocyclic groups).
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: May 23, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Douglas G. Batt
  • Patent number: 4822869
    Abstract: A method for introducing gases into liquids, wherein a stirred kettle is used which has the form of a cylindrical vessel in which the length/diameter ratio should be at least 1; and wherein the stirred kettle is filled to a level of more than 70% with the liquid into which gas is to be introduced, the gas feed rate is adapted to the absorption capacity of the liquid, and the stirrer speed is adjusted such that the largest coherent amount of gas is 10% of the volume of the stirred kettle.
    Type: Grant
    Filed: September 16, 1986
    Date of Patent: April 18, 1989
    Assignee: Chemische Werke Huls Aktiengesellschaft
    Inventors: Franz-Michael Bollenrath, Martin Bartmann, Bernhard Hentschel
  • Patent number: 4802912
    Abstract: This invention relates to haloalkyl-sulfenoxyl-2, 3-dibromopropane compounds and their use as antidotes for thiocarbamate herbicides.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: February 7, 1989
    Assignee: Stauffer Chemical Co.
    Inventor: Don R. Baker
  • Patent number: 4795831
    Abstract: Novel cyclopentane derivatives which are useful as an intermediate for the preparation of N-(L-aspartyl)-N'-(2,2,5,5-tetramethylcyclopetanecarbonyl)-R-1,1-diaminoet hane are represented by the formula (I) ##STR1## wherein R.sub.1 is hydrogen and R.sub.2 is cyano, formyl, carbamoyl, alkanesulfonyloxy, or ##STR2## wherein R.sub.3 and R.sub.4 are the same or different and represent alkyl, substituted alkyl or R.sub.1 and R.sub.2 are combined to be methylsulfinylmethylene, acetoxymethylthiomethylene, halomethylthiomethylene, methylthiomethylene, alkoxymethylene, or --CH.sub.2 --O--.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: January 3, 1989
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shunichi Ikeda, Kentaro Tamaki
  • Patent number: 4734522
    Abstract: Six-membered ring compounds of the formula I ##STR1## wherein A is a benzene or cyclohexane ring,X.sup.1 to X.sup.6 independently of one another in each case are H, --OR, --COOR, --SR, --SOR, --SO.sub.2 R or, if A is a cyclohexane ring, also --O--COR, andR is in each case an alkyl group which has up to 15 C atoms and in which one or two CH.sub.2 groups can be replaced by O atoms, at least three of the substituents X.sup.1 to X.sup.6 being other than H,can be used as constituents of discotic liquid-crystal phases for liquid-crystal display elements.
    Type: Grant
    Filed: January 7, 1986
    Date of Patent: March 29, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Rudolf Eidenschink, Bernhard Scheuble
  • Patent number: 4716241
    Abstract: Novel cyclopentane derivatives which are useful as an intermediate for the preparation of N-(L-aspartyl)-N'-(2,2,5,5-tetramethylcyclopentanecarbonyl)-R-1,1-diaminoe thane are represented by the formula (I) ##STR1## wherein R.sub.1 is hydrogen and R.sub.2 is cyano, formyl, carbamoyl, alkanesulfonyloxy, or ##STR2## wherein R.sub.3 and R.sub.4 are the same or different and represent alkyl, substituted alkyl or R.sub.1 and R.sub.2 are combined to be methylsulfinylmethylene, acetoxymethylthiomethylene, halomethylthiomethylene, methylthiomethylene, alkoxy-methylene, or --CH.sub.2 --O--.
    Type: Grant
    Filed: February 28, 1986
    Date of Patent: December 29, 1987
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Takayoshi Yamauchi, Kaneaki Hattori, Shunichi Ikeda, Kentaro Tamaki
  • Patent number: 4687871
    Abstract: A racemate may be resolved into its enantiomers by stereoselective adsorption on a crystalline molecular sieve having an assymetric crystal structure for example zeolite ZSM11. The resolution may be assisted by the presence of an enantiomer of a compound separable from that of the racemate either preadsorbed on the molecular sieve or included in a polar solvent solution of the racemate to be treated. Resolution of an alkyl aryl sulphoxide racemate is exemplified.
    Type: Grant
    Filed: November 7, 1985
    Date of Patent: August 18, 1987
    Assignee: Laporte Industries Limited
    Inventors: Alan E. Comyns, Gareth W. Morris, John P. Sankey
  • Patent number: 4670495
    Abstract: Novel o-bridged polynuclear polyphenols of the formula I ##STR1## which contain at least one organic radical, such as alkyl, cycloalkyl or aryl, per phenyl nucleus and are formed by condensation of the monomeric phenolic components with customary bridging reagents, such as formaldehyde, acetone or sulfur dichloride, or by oxidative coupling of the monomeric phenolic components, and which, depending on the reaction procedure, can contain between 2 and 50 monomer units, are described.The substances according to the invention can be used for stabilizing plastics from oxidative degradation and have a good resistance to extraction.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: June 2, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Samuel Evans
  • Patent number: 4666711
    Abstract: The invention relates to non-ionic surface-active agents which correspond to the formula ##STR1## in which R denotes a linear or branched, saturated or unsaturated aliphatic radical containing 4 to 20 carbon atoms, R.sub.1 denotes (1) a, preferably linear, alkyl radical, (2) a linear or branched alkoxymethyl radical or (3) an alkenyloxymethyl radical, the alkyl or alkenyl parts of these radicals containing from 4 to 20 carbon atoms,and Z denotes a polyether linkage corresponding to the formula ##STR2## in which n denotes an average statistical value of 2 to 20 and A denotes (a) the group OH,(b) the group ##STR3## in which u denotes 0 or 1, or (c) the group ##STR4## in which u dentoes 0 or 1, the radicals R and R.sub.1 containing a total of 12 to 38 carbon atoms, as well as to the derivatives of the above compounds which result from the reaction of ethylene oxide or glycidol with the OH groups.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: May 19, 1987
    Assignee: L'Oreal
    Inventors: Guy Vanlerberghe, Henri Sebag
  • Patent number: 4661636
    Abstract: Compounds of the formula I ##STR1## where R.sup.1 is hydrogen, lower alkyl, lower alkoxy, amino or dialkylamino; R.sup.2 and R.sup.3 are O-alkyl, N-dialkyl or S-alkyl, or R.sup.2 and R.sup.3 together represent --X--(CH.sub.2).sub.m --X, a carbonyl group or an imino group NR, and m is 2-6; where R.sup.4 is lower alkyl, cycloalkyl, alkenyl or dialkylamino, and where R.sup.5 is lower alkyl or cycloalkyl, and where n is 1 or 2, have excellent cytoprotective effects.They are prepared by reacting compounds II ##STR2## with formaldehyde or a reagent producing formaldehyde.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: April 28, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinrich C. Englert, Hans-Jochen Lang, Dieter Mania, Martin Bickel
  • Patent number: 4628087
    Abstract: Process for the preparation of pharmacologically active compounds containing a sulfoxide group by oxidation of a thioether with hypochlorite in an alkaline medium at a pH higher than 10 and at a temperature comprised between 0.degree. and 40.degree. C.
    Type: Grant
    Filed: May 7, 1984
    Date of Patent: December 9, 1986
    Assignee: Zambon S.p.A.
    Inventor: Mariano Meneghin
  • Patent number: 4625065
    Abstract: A method for the production of trimethylsulfoxonium salts is described in which trimethylsulfonium salts are oxidized with ruthenium tetroxide in the presence of an inert solvent to form the corresponding trimethylsulfoxonium salts.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: November 25, 1986
    Assignee: Stauffer Chemical Company
    Inventor: James B. Heather
  • Patent number: 4621098
    Abstract: The present invention provides thioethers of the general formula: ##STR1## wherein Ar is a phenyl radical which is optionally substituted one, two or three times by alkyl, alkenyl, alkoxy, alkylthio, alkanoyl, hydroxyl, hydroxyalkyl, carboxyl, alkoxycarbonyl, carbamoyl, nitro, amino or halogen, Q is an oxygen or sulphur atom or an NH group, A is a straight-chained or branched C.sub.2 -C.sub.8 alkylene radical which is optionally substituted by a hydroxyl group or can be interrupted by an ethenylene or ethynylene group, n is 0, 1 or 2, and R is a hydrogen atom or a straight-chained or branched alkyl radical which is optionally substituted one or more times by the same or different radicals selected from alkoxycarbonyl, alkoxy, hydroxyl, carboxyl or optionally substituted carbamoyl or amino; as well as the pharmacologically acceptable salts thereof, with the proviso that A cannot be ethylene when Ar is a phenyl radical, Q is an oxygen atom and R is the group --CH.sub.2 COOH.
    Type: Grant
    Filed: July 2, 1984
    Date of Patent: November 4, 1986
    Assignee: Boehringer Mannheim GmbH
    Inventors: Robert Umminger, Walter-Gunar Friebe, Wolfgang Kampe, Androniki Roesch, Otto-Henning Wilhelms
  • Patent number: 4613703
    Abstract: An isomeric mixture of C- and O-allylated aromatic compounds is prepared by contacting an allyl halide, a hydroxyaromatic reactant, an alkaline agent, water and a quaternary salt catalyst. This mixture may be thermally isomerized to obtain the C-allylated compounds in high yield.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: September 23, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4609712
    Abstract: Bis(dicarboxyphenyl) sulfone compounds, including the free tetracarboxylic acids and their functional derivatives such as salts, esters, amides, anhydrides and imides, are prepared by oxidizing the corresponding sulfides with a relatively strong oxidizing agent, preferably a peroxy reagent such as acetyl peroxide or m-chloroperbenzoic acid. The reaction is especially useful for the preparation of sulfone polyimides, since films of the sulfide polyimides may be oxidized without dissolving or otherwise degrading their structural integrity.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: September 2, 1986
    Assignee: General Electric Company
    Inventors: Thomas L. Evans, Marsha M. Grade
  • Patent number: 4578210
    Abstract: Six-membered ring compounds of the formula I ##STR1## wherein A is a benzene or cyclohexane ring,X.sup.1 to X.sup.6 independently of one another in each case are H, --OR, --COOR, --SR, --SOR, --SO.sub.2 R or, if A is a cyclohexane ring, also --O--COR, andR is in each case an alkyl group which has up to 15 C atoms and in which one or two CH.sub.2 groups can be replaced by O atoms, at least three of the substituents X.sup.1 to X.sup.6 being other than H,can be used as constituents of discotic liquid-crystal phases for liquid-crystal display elements.
    Type: Grant
    Filed: September 13, 1984
    Date of Patent: March 25, 1986
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Klaus Praefcke, Bernd Kohne, Wadi Poules, Rudolf Eidenschink, Bernhard Scheuble
  • Patent number: 4558129
    Abstract: Novel compounds of the general formula: ##STR1## and the pharmaceutically acceptable esters and acid addition salts thereof, wherein:R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 are each independently hydrogen, lower alkyl, lower alkoxy, trifluoromethyl, halo, lower alkylthio, lower alkyl sulfinyl, lower alkyl sulfonyl; orR.sup.2 and R.sup.3 together form --OCH.sub.2 O--; andR.sup.10 and R.sup.11 are each independently hydrogen or lower alkyl.These compounds combine .beta.-blockade and calcium entry blockade properties in the same compound and therefore are useful in therapy in the treatment of cardiovascular diseases, including hypertension, arrhythmias and variant and exercise induced angina.
    Type: Grant
    Filed: May 18, 1983
    Date of Patent: December 10, 1985
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Arthur F. Kluge, Robin D. Clark, Arthur M. Strosberg
  • 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: 4517384
    Abstract: Perfluoroalkyl alkylene vinyl sulfoxides and sulfones of the formula ##STR1## wherein R.sub.f is perfluoroalkyl of 3 to 18 carbon atoms, R.sub.1 is hydrogen or lower alkyl, m is 1 to 3 and n is 1 or 2, intermediates thereof, methods for their preparation, and the uses of such compounds to render cellulosic, and natural and synthetic polyamide, materials hydrophobic and oleophobic are described.
    Type: Grant
    Filed: January 21, 1983
    Date of Patent: May 14, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Neal O. Brace
  • Patent number: 4507492
    Abstract: Allyl derivatives of phenols, thiophenols and arylamines are prepared by contacting such aromatic reactant with an allyl lower alkyl carbonate in the presence of a molybdenum, tungsten or Group VIII metal.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: March 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • Patent number: 4502973
    Abstract: Electroviscous (EV) fluids consisting of solid hydrophilic particles dispersed in hydrophobic liquids, where the liquid contains a diaryl derivative component of general formula I ##STR1## in which R is CY.sub.2,O,S,SO,SO.sub.2,SiF.sub.2, or O--SiY.sub.2 --O,X.sup.1 and X.sup.2 are halogens, (m+n) is between 1 and 3 on average, and (p+q) is between 0 and 1 on average. EV fluids containing these novel components possess generally improved properties in terms of lower viscosities, electrical conductivities, toxicities and freezing points. In a preferred embodiment, the component is a mixture of brominated diphenyl methanes in which R is CH.sub.2,n=O,X.sup.1 =Br,(m+n) is approximately one, and (p+q)=0.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: March 5, 1985
    Assignee: National Research Development Corporation
    Inventor: James E. Stangroom
  • Patent number: 4501902
    Abstract: A process for removing compounds from aprotic solvents in which aprotic solvent containing at least one acidic compound is contacted with a solid inorganic compound chosen from alkaline earth carbonates, alkaline earth hydroxides, alkaline earth oxides, and alumina in which the contact of the solvent with a solid inorganic compound is by the process of fluidized bed contact, stirred slurry contact or trickle bed contact. Contaminated NMP from poly(phenylene sulfide) production is substantially freed of acidic contaminants by a series of fractionations with a treatment of the kettle liquid of at least one fractionation by the method described above and/or a treatment of the overhead of the last fractionation in series by the method described above.
    Type: Grant
    Filed: December 21, 1982
    Date of Patent: February 26, 1985
    Assignee: Phillips Petroleum Company
    Inventor: James W. Cleary