Oxygen Bonded Directly To A Ring Patents (Class 568/51)
  • Patent number: 8980134
    Abstract: Organic materials which possess outstanding stability to oxidative, thermal or light-induced degradation and/or are able to reduce the surface energy of organic materials comprise at least one compound of the formula (I) wherein the general symbols are as defined in claim 1.
    Type: Grant
    Filed: March 31, 2009
    Date of Patent: March 17, 2015
    Assignee: BASF SE
    Inventors: Michèle Gerster, Manuel Mihalic
  • Publication number: 20120308814
    Abstract: The invention relates to polyacrylate-based pressure-sensitive adhesives, containing at least one resin and at least one ortho, meta or para-cresol derivative, the aromatic ring thereof being substituted on at least two carbon atoms, wherein the substitutes are derivatives of thiols and/or thioethers. The invention further relates to adhesive tapes comprising at least one layer of said pressure-sensitive adhesive and to the use of said cresol derivatives as an antioxidant for polyacrylate pressure-sensitive adhesives.
    Type: Application
    Filed: November 18, 2010
    Publication date: December 6, 2012
    Applicant: TESA SE
    Inventors: Manfred Spies, Bernd Lühmann
  • Patent number: 8246859
    Abstract: The invention describes a process for reducing the surface energy of organic materials such as for example increasing the oil and water repellency and stain release of organic materials, which comprises treating the organic material with at least a compound of the formula I wherein the general symbols are as defined in claim 1; especially wherein at least one of the radicals R2, R3 or R4 is —CH(R11)—S(O)p—R12; R11 is hydrogen, C1-C8alkyl, unsubstituted or with C1-C4alkyl substituted phenyl; R12 is a monovalent perfluorinated alkyl or alkenyl, linear or branched organic radical having four to twenty fully fluorinated carbon atoms, and p is 0, 1 or 2.
    Type: Grant
    Filed: June 4, 2007
    Date of Patent: August 21, 2012
    Assignee: BASF SE
    Inventors: Michèle Gerster, Manuel Mihalic
  • Publication number: 20110160357
    Abstract: Organic materials which possess outstanding stability to oxidative, thermal or light-induced degradation and/or are able to reduce the surface energy of organic materials comprise at least one compound of the formula (I) wherein the general symbols are as defined in claim 1.
    Type: Application
    Filed: March 31, 2009
    Publication date: June 30, 2011
    Applicant: BASF SE
    Inventors: Michèle Gerster, Manuel Mihalic
  • Publication number: 20090326145
    Abstract: The invention describes a process for reducing the surface energy of organic materials such as for example increasing the oil and water repellency and stain release of organic materials, which comprises treating the organic material with at least a compound of the formula I wherein the general symbols are as defined in claim 1; especially wherein at least one of the radicals R2, R3 or R4 is —CH(R11)—S(O)p—R12; R11 is hydrogen, C1-C8alkyl, unsubstituted or with C1-C4alkyl substituted phenyl; R12 is a monovalent perfluorinated alkyl or alkenyl, linear or branched organic radical having four to twenty fully fluorinated carbon atoms, and p is 0, 1 or 2.
    Type: Application
    Filed: June 4, 2007
    Publication date: December 31, 2009
    Inventors: Michèle Gerster, Manuel Mihalic
  • Patent number: 7528285
    Abstract: The present invention relates to a process for preparing thiomethylphenol derivatives, and particularly to a simple process of preparing thiophenol derivatives by performing a reaction of a phenol derivative, a mercaptan derivative and paraformaldehyde in a solvent in the presence of a given amount of heterocyclic amine base and acids, thereby capable of maintaining a mild reaction condition and providing thiomethylphenol derivatives with an improved discoloration by purification using acids.
    Type: Grant
    Filed: May 10, 2007
    Date of Patent: May 5, 2009
    Assignee: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Hyung-Jae Lee, Jin-Eok Kim
  • Publication number: 20080119672
    Abstract: The present invention provides a method for producing 2,6-di-tert-butyl-4-mercaptophenol containing reducing bis(3,5-di-tert-butyl-4-hydroxyphenyl)polysulfide with zinc in a mixed solvent of toluene and n-butanol, and provides a method for producing 4,4?-isopropylidenedithiobis[2,6-di-tert-butylphenol] using the above-mentioned method.
    Type: Application
    Filed: January 31, 2006
    Publication date: May 22, 2008
    Inventors: Hiroaki Yokoyama, Tomiaki Yamamoto, Haruyuki Inoue
  • Patent number: 7375252
    Abstract: This invention is in the area of methods and compositions for the inhibition of the expression of VCAM-1 and, in particular, for the treatment of diseases mediated by VCAM-1, including cardiovascular and inflammatory diseases.
    Type: Grant
    Filed: April 2, 2002
    Date of Patent: May 20, 2008
    Assignee: AtheroGenics, Inc.
    Inventor: Charles Q. Meng
  • Patent number: 7025904
    Abstract: Flexible and semi-rigid vinyl chloride resin compositions comprising a combination of a latent mercaptan and a zinc salt of oxidized polyethylene (a zinc ionomer) as a heat stabilizer are substantially free from the offensive odor typically associated with mercaptans and are protected during processing by the degradation products of the latent mercaptan and the zinc ionomer. The oxidized polyethylene is split out from the ionomer to act as an adhesion promoter for aqueous inks and paints, and the residual zinc carboxylate functions as a co-stabilizer with the latent mercaptan in the composition. The latent mercaptan is exemplified by a 2-S-(tetrahydropyranyl)thioalkanol, a carboxylic acid ester thereof, a 2-S-(tetrahydropyranyl)-thiocarboxylic acid, an ester thereof, and the furanyl homologs of each.
    Type: Grant
    Filed: September 4, 2003
    Date of Patent: April 11, 2006
    Assignee: Rohm and Haas Company
    Inventors: Tod C. Duvall, Jeffery L. Carpenter
  • Patent number: 6982353
    Abstract: The present invention is directed to C2-disubstituted indan-1-ol systems of the Formula I, physiologically acceptable salts and physiologically functional derivatives thereof, and pharmaceutical compositions comprising such compounds, salts, and derivatives, which are useful for reducing weight, for the prophylaxis or treatment of obesity, and for the prophylaxis or treatment of type II diabetes in mammals. The invention is directed also to methods for reducing weight and such treatments and prophylaxis. The invention is directed also to processes for the preparation of such compounds.
    Type: Grant
    Filed: August 29, 2002
    Date of Patent: January 3, 2006
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias G ssel
  • Patent number: 6812257
    Abstract: Polysubstituted indan-1-ol compounds of formula I, its physiologically acceptable salts and physiologically functional derivatives are disclosed Compositions comprising the same, methods of preparation and methods for the prophylaxis or treatment of obesity are also disclosed herein.
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: November 2, 2004
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias Gossel
  • Publication number: 20040210076
    Abstract: The present invention relates to process wherein (+)-2-carene epoxide is coupled with a compound X-Y that contains nucleophilic and electrophilic moieties, to produce a compound of formula (5). The reaction mixture consists essentially of a source of (+)-2-carene epoxide, compound X-Y, optionally an inert solvent and optionally a pH buffer. No acid catalyst is used in the process.
    Type: Application
    Filed: June 7, 2004
    Publication date: October 21, 2004
    Inventors: Michael Casner, Theodore Maurice Resnick, Lee Jonathan Silverberg
  • Patent number: 6717008
    Abstract: Derivatives of C2-substituted indan-1-ol compounds, processes for their preparation and their use are disclosed. In particular, the invention relates to compounds of the formula I and to their physiologically acceptable salts and physiologically functional derivatives. The compounds are suitable, for example, for use as anorectics.
    Type: Grant
    Filed: August 30, 2002
    Date of Patent: April 6, 2004
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias Gossel
  • Patent number: 6610218
    Abstract: Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan.
    Type: Grant
    Filed: August 4, 1999
    Date of Patent: August 26, 2003
    Assignee: Rohm and Haas Company
    Inventors: Tod C. Duvall, Paul B. Adams, Gene K. Norris
  • Patent number: 6482988
    Abstract: A liquid crystalline sulfur compound exhibiting high anisotropic factor of dipolemoment is provided. A terphenyl skeleton sulfur compound expressed by the general formula (I) is provided. A compound is preferred wherein, in the general formula (I), m is 1, n is 5 to 18, and R3 is an alkyl group wherein the number of carbon atoms is n or fewer than n. A method of synthesisng the terphenyl skeleton sulfur compound wherein, after implementing the synthesizing processes for a methoxy terphenyl derivative, a hydroxy terphenyl derivative, and terphenyl alkyloxy bromide derivative, that bromide derivative and thiourea are caused to react, etc. A self-assembled monolayer made using the terphenyl skeleton sulfur compound noted above is also provided.
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: November 19, 2002
    Assignees: Seiko Epson Corporation, National Institute of Advanced Industrial Science and Technology
    Inventors: Hitoshi Fukushima, Takashi Tamaki
  • Patent number: 6479519
    Abstract: The invention is directed to physiologically active compounds of formula (I): wherein: R1 is hydrogen, halogen, hydroxy, lower alkyl or lower alkoxy; X1, X2 and X6 independently represent N or CR10; and one of X3, X4 and X5 represents CR11 and the others independently represents N or CR10; where R10 is hydrogen, amino, halogen, hydroxy, lower alkyl, lower alkoxy, lower alkylthio, lower alkylsulphinyl, lower alkylsulphonyl, nitro or trifluoromethyl; and R11 represents a group —L1—Ar1—L2—Y; and the corresponding N-oxides, and their prodrugs; and pharmaceutically acceptable salts and solvates of such compounds and their N-oxides and prodrugs. Such compounds have valuable pharmaceutical properties, in particular the ability to regulate the interaction of VCAM-1 and fibronectin with the integrin VLA-4 (&agr;4&bgr;1).
    Type: Grant
    Filed: April 26, 2000
    Date of Patent: November 12, 2002
    Assignee: Aventis Pharma Limited
    Inventors: Peter Charles Astles, David Edward Clark, Alan John Collis, Paul Joseph Cox, Paul Robert Eastwood, Neil Victor Harris, Justine Yeun Quai Lai, Andrew David Morley, Barry Porter
  • Patent number: 6384273
    Abstract: The invention concerns a method for orthometalation of a carbocyclic aromatic derivative bearing at least an electron donor group, characterised in that it consists in reacting said carbocyclic aromatic derivative with an efficient amount of at least one alkaline metal in the presence of a compound of formula (I): RX, wherein: R represents a hydrocarbon radical having 1 to 20 carbon atoms which can be a saturated or unsaturated, linear or branched, acyclic aliphatic radical; a saturated or unsaturated, monocyclic or polycyclic cycloaliphatic radical; a saturated or unsaturated, linear or branched aliphatic radical bearing a cyclic substituent; and X represents a bromine or chlorine atom.
    Type: Grant
    Filed: January 24, 2001
    Date of Patent: May 7, 2002
    Assignee: Rhodia Chimie
    Inventors: Virginie Pevere, Jean Roger Desmurs, Charles Mioskowski, Alain Wagner, Arnaud Gissot
  • Patent number: 6379590
    Abstract: A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: April 30, 2002
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan
  • Patent number: 6365781
    Abstract: There is disclosed an improved process for the preparation of a compound of the formula I wherein n is 0 or 1, R1 is C1-C12alkyl or —CH2SR3, R2 is C1-C12alkyl, C7-C9phenylalkyl, C7-C9-phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; or —CH2SR3, R3 is C6-C18alkyl, phenyl or benzyl, R4 is hydrogen or methyl, R5 is hydrogen or methyl, with the proviso that R4 and R5 are not simultaneously methyl, by reacting a compound of the formula II wherein n, R4 and R5 are as previously defined, R11 is hydrogen or C1-C12alkyl; and R12 is hydrogen, C1-C12alkyl, C7-C9phenylalkyl, C7-C9phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; with formaldehyde or a compound that liberates formaldehyde under the reaction conditions and with at least one compound of the formula III R3SH  (III) wherein R3 is as previously defined, in the presence of a base, said base being mono- or dimethylamine or mono- or diethylamin
    Type: Grant
    Filed: January 5, 2001
    Date of Patent: April 2, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Fabio Pizzoli, Reto Luisoli, Gerrit Knobloch, Hans-Rudolf Meier
  • Patent number: 6326518
    Abstract: Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan.
    Type: Grant
    Filed: August 4, 1999
    Date of Patent: December 4, 2001
    Assignee: Morton International, Inc.
    Inventors: Tod C. Duvall, Paul B. Adams, Gene K. Norris
  • Publication number: 20010031873
    Abstract: A compound of Formula I, providing tetrapartate prodrugs is provided 1
    Type: Application
    Filed: January 12, 2001
    Publication date: October 18, 2001
    Inventors: Richard B. Greenwald, Hong Zhao
  • Patent number: 6068834
    Abstract: This invention relates to compositions, compounds and methods for lightening skin, using active compounds having the structure: ##STR1## wherein: (i) each X is, independently, selected from the group consisting of halo, alkyl, substituted alkyl, aryl, OR, OCOR, COR, CONRR COOR, CN, SR, SOR, SO.sub.2 R, SO.sub.3 R and NRR, wherein X is other than hydroxy, amino and thio, if this X is attached ortho to the phenol hydroxy;(ii) m is an integer from 0 to 4;(iii) each R' and each R" is, independently, selected from the group consisting of hydrogen, halo, alkyl, substituted alkyl, aryl, OR, OCOR, OCRROR, COR, CR(OR)OR, CONRR, COOR, CRROR, CN, SR, and NRR; wherein halo, when it appears, is other than geminal to a hydroxy, NH.sub.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: May 30, 2000
    Assignee: The Procter & Gamble Company
    Inventors: Kalla Lynn Kvalnes, Mitchell Anthony DeLong, Barton James Bradbury, Curtis Bobby Motley, John David Carter
  • Patent number: 5840724
    Abstract: This invention is directed to the pharmaceutical use of phenyl compounds, which are linked to an aryl moiety by various linkages, for inhibiting tumor necrosis factor. The invention is also directed to the compounds, their preparation and pharmaceutical compositions containing these compounds. Furthermore, this invention is directed to the pharmaceutical use of the compounds for inhibiting cyclic AMP phosphodiesterase.
    Type: Grant
    Filed: June 24, 1997
    Date of Patent: November 24, 1998
    Assignee: Rhone-Poulenc Rorer Limited
    Inventors: Garry Fenton, Andrew David Morley, Malcolm Norman Palfreyman, Andrew James Ratcliffe, Brian William Sharp, Keith Alfred James Stuttle, Sukanthini Thurairatnam, Bernard Yvon Jack Vacher
  • Patent number: 5679696
    Abstract: This invention is directed to the pharmaceutical use of phenyl compounds, which are linked to an aryl moiety by various linkages, for inhibiting tumor necrosis factor. The invention is also directed to the compounds, their preparation and pharmaceutical compositions containing these compounds. Furthermore, this invention is directed to the pharmaceutical use of the compounds for inhibiting cyclic AMP phosphodiesterase.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 21, 1997
    Assignee: Rhone-Poulenc Rorer Limited
    Inventors: Garry Fenton, Andrew David Morley, Malcolm Norman Palfreyman, Andrew James Ratcliffe, Brian William Sharp, Keith Alfred James Stuttle, Sukanthini Thurairatnam, Bernard Yvon Jack Vacher
  • Patent number: 5534557
    Abstract: The composition of the present invention is excellent in compatibility, transparency and curability and give a cured coat of excellent gloss and of less smell, and cured products of excellent properties can be obtained by curing the composition.The present invention relates to an onium salt represented by the following formula (1): ##STR1## wherein Ar is a mono- to tetra-valent aromatic group, X is a bisphenylsulfonio group which may have a substituent, a is 1-4, b is 0 or 1-3, a+b is 1-4, n is 1-4, and Z is a halide represented by the following formula (3): ##STR2## where M is a boron atom, a phosphorus atom, an arsenic atom or an antimony atom, Q is a halogen atom, m is 3-6, l is 0 or 1, and m+l is 4-6; a photopolymerization initiator containing the onium salt as an active ingredient; an energy ray-curable composition containing the initiator; and a cured product.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 9, 1996
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Tetsuya Abe, Kazuhiko Ishii, Minoru Yokoshima
  • Patent number: 5393776
    Abstract: This invention relates to structurally novel acyclic tocotrienol analogs, which are useful for cholesterol/lipid lowering in cases of hypercholesterolemia and hyperlipidemia, and for atherosclerosis. Also provided are pharmaceutical compositions and a method of use employing those compositions.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: February 28, 1995
    Assignee: Bristol-Myers Squibb Company
    Inventor: Bradley C. Pearce
  • Patent number: 5371284
    Abstract: Phenyl acetylenic acetals and thioacetals and their use in the treatment of allergy, asthma, inflammation, arthritis, hyperproliferative skin disease, psoriasis or contact dermatitis are disclosed. Also disclosed are intermediates useful for producing said phenyl acetylenic acetals and thioacetals.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: December 6, 1994
    Assignee: Schering Corporation
    Inventors: Richard J. Friary, Michael J. Green, Anil K. Saksena, Vera A. Seidl
  • Patent number: 5354511
    Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: October 11, 1994
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5347050
    Abstract: The compounds of formula I, ##STR1## wherein the substituents have various significances, and physiologically acceptable hydrolyzable derivatives thereof having the hydroxy group in the 2 position of the 3-aminopropoxy side chain in esterified form, are useful as cardioselective .beta.-adrenoceptor blocking agents.
    Type: Grant
    Filed: April 13, 1993
    Date of Patent: September 13, 1994
    Inventors: Richard Berthold, William J. Louis
  • Patent number: 5225472
    Abstract: A method and composition for decreasing the viscosity of mercaptan terminated polymers. The method involves adding thiol terminated trithio-orthoformate polycondensates to the mercaptan terminated polymer to achieve desired decreases in viscosities without adversely affecting other physical properties. The polycondensates have the formula(HS--R--S--).sub.2 CH--S--R'--S[--CH(--S--R"--S).sub.2 --].sub.n (H).sub.xwherein R, R', and R" are alkylene, arylene, alkylene thioether, or alkylene ether, either the same or different; n is 0-10; and x is n+1.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: July 6, 1993
    Assignee: Courtaulds Aerospace, Inc.
    Inventors: Randy Cameron, Jonathan Zook
  • Patent number: 5220037
    Abstract: Novel sulfonium salts useful as photoinitiators for cationic polymerization and for producing relief patterns and relief images have the general formula (I) ##STR1## where A.sup..crclbar. is a non-nucleophilic counterion,x is 1, 2 or 3,R is a hydrocarbon radicalR' is arylene or substituted arylene, andR" is ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each alkyl or monohalogenated or polyhalogenated alkyl orR.sup.1 and R.sup.2 are each hydrogen or alkyl, and R.sup.3 is phenyl, alkenyl or cycloalkenyl, orR.sup.1 is hydrogen, and R.sup.2 and R.sup.3 form ethylenically unsaturated ring, orR.sup.1 and R.sup.2 are each hydrogen, alkyl, cycloalkyl or aryl, and R.sup.3 is alkoxy orR.sup.1 is hydrogen or alkyl and R.sup.2 and R.sup.3 are each alkoxy, aryloxy or substituted aryloxy.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: June 15, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Schwalm, Andreas Boettcher
  • Patent number: 5110978
    Abstract: A process for the preparation of compounds of formula I ##STR1## by reacting a phenol with formaldehyde and a thiol of formula HS--C.sub.n H.sub.2n --COO--R.sub.3 under excess pressure and in the presence of dimethylamine.The symbols R.sub.1 and R.sub.2 are independently alkyl, R.sub.3 is alkyl or alkyl interrupted by --O-- or --S--, and n is 1 or 2.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: May 5, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Stegmann, Reto Luisoli
  • Patent number: 5105021
    Abstract: A higher yield of the difluorohalomethoxybenzene produced by the reaction of a metal phenolate with dibromodifluoromethane or bromochlorodifluoromethane can be obtained by conducting the addition of a metal alcoholate or a metal hydride as a reaction initiator to a solution or a suspension of an aprotic polar solvent containing the metal phenolate and dibromodifluoromethane or bromochlorodifluoromethane.
    Type: Grant
    Filed: April 12, 1990
    Date of Patent: April 14, 1992
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hideyuki Akieda, Naoki Sato, Koichi Morinaga, Yoshinori Ide, Ryuichi Mita, Mitsumasa Umemoto
  • 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: 5008459
    Abstract: Novel compositions are described which comprise an elastomer or a lubricant and at least one compound of the formulae I or II ##STR1## The symbols R.sub.1, R.sub.2, R.sub.3, Z.sub.1 and Z.sub.2 are as defined in claim 1.The compounds of the formula II and some of the compounds of the formula I are novel, and they are used especially as antioxidants.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: April 16, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans R. Meier, Samuel Evans, Paul Dubs
  • Patent number: 4877899
    Abstract: Sulfur-substituted alkenyl compounds, synthesis thereof, intermediates therefor, and the use of the compounds to control pests.
    Type: Grant
    Filed: November 23, 1983
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventors: Robert L. Carney, Thomas L. Brown
  • Patent number: 4874885
    Abstract: There is disclosed a process for the preparation of compounds of formula I or II ##STR1## from phenols by reaction with formaldehyde and mercaptans in the presence of mono-, di- or trimethylamine or mono- or diethylamine.The symbols R.sub.1 is alkyl, hydroxy or alkoxycarbonyl substituted alkyl; alkyl; aryl, cycloalkyl or aralkyl, R.sub.2 is hydrogen, alkyl, alkenyl or halogen, R.sub.3 and R.sub.4 are independently alkyl, allyl, cycloalkyl, phenyl, benzyl, halogen or --CH.sub.2 --S--R.sub.1, Z.sub.1 is --S-- or alkylene, and Z.sub.2 is hydrogen, alkyl or --CH.sub.2 --S--R.sub.1.The mercaptomethylphenols are valuable antioxidants for plastics, elastomers, mineral oils and synthetic lubricants.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 17, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Stegmann, Hans R. Meier, Samuel Evans, Roger Martin, Reto Luisoli
  • Patent number: 4820756
    Abstract: Novel compounds of the formula I ##STR1## in which R.sub.1, R.sub.2, R.sub.8, R.sub.9 and R.sub.10 are independently alkyl, alkenyl, cycloalkyl, phenyl, naphthyl, alkylphenyl or aralkyl and R.sub.1 and R.sub.2 may also be independently hydrogen or alkoxycarbonylmethyl, are described.The novel phenols are suitable as stabilizers in organic polymers and lubricants.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: April 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rita Pitteloud, Paul Dubs
  • Patent number: 4788012
    Abstract: A process for the preparation of a benzyl trifluoromethyl sulfide by bringing a benzyl thiocyanate and trifluoromethyl bromide into contact with zinc in a polar aprotic solvent or a pyridine. The invention also relates to a process for the preparation of trifluoromethane sulfonyl chloride by bringing a benzyl trifluoromethyl sulfide into contact with chlorine and water.
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: November 29, 1988
    Assignee: Rhone-Poulenc Chimie
    Inventors: Catherine Francese, Marc Tordeux, Claude Wakselman
  • Patent number: 4741846
    Abstract: Novel compounds of the formula I ##STR1## are described. The radicals R.sup.1, R.sup.2 and R.sup.3 are hydroxyl-substituted alkyl, --C(R.sup.4 R.sup.5)--(CHR.sup.6).sub.m --W, --(CH.sub.2).sub.2 --OCOR.sup.10 or ##STR2## and W is --COR.sup.7, --COOR.sup.7, --CON(R.sup.9 R.sup.15) or CN. The other radicals are customary hydrocarbon radicals.The novel substances can be employed as stabilizers for organic polymers or for lubricants.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: May 3, 1988
    Assignee: CIBA-GEIGY Corporation
    Inventor: Samuel Evans
  • Patent number: 4700006
    Abstract: Novel carbamoylimidazole derivatives of the formula (I) ##STR1## in which R.sup.1 represents lower alkyl, lower alkoxy-lower alkyl or cycloalkyl having 3 to 8 carbon atoms,R.sup.2 represents fluoro-substituted lower alkyl,X represents oxygen or sulfur,Y represents halogen or lower alkyl,m represents the numbers 0, 1 or 2, andn represents the numbers 2, 3, 4, 5 or 6,and the use of the new compounds as agricultural and horticultural fungicides.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: October 13, 1987
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Toyohiko Kume, Yoshio Kurahashi, Kunihiro Isono, Shinji Sakawa, Noboru Matsumoto
  • 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: 4570018
    Abstract: A novel chemical, fluorochlorocyclopropane (I) of the following formula: ##STR1## is prepared by the addition of fluorochlorocarbene to the corresponding olefin (II) of the following formula:CH.sub.2 .dbd.CR.sup.1 -R.sup.2The compound is a useful intermediate for synthesizing some chemicals, e.g., some cephalosporins.(wherein R.sup.1 is hydrogen, halogen, 1 to 8C alkylamino, alkoxy, or alkylthio andR.sup.2 is halogen, 1 to 8C alkylamino, alkoxy, or alkylthio).
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: February 11, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventors: Tsutomu Aoki, Hiromi Takahashi, Toshiro Konoike, Teruji Tsuji, Wataru Nagata
  • Patent number: 4439615
    Abstract: Compounds of the formula V ##STR1## wherein R.sup.2 is straight-chain or branched alkyl of 1 to 8 carbon atoms, cycloalkyl, aryl, alkaryl or aralkyl, L is a bivalent radical, for example --SCH.sub.2 CO.O(CH.sub.2 CH.sub.2 S).sub.y --CH.sub.2 CH.sub.2 -- or --O.COC.sub.p H.sub.2p -- wherein y is a number from 1 to 3 and p is a number from 1 to 18.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: March 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Rosenberger, Samuel Evans, Bernard Gilg
  • Patent number: 4358616
    Abstract: The present invention provides a process for the preparation of an alkylthiomethylphenol or arylthiomethylphenol of the general formula ##STR1## in which m, n, R and R.sup.1 have the meaning mentioned in the specification, in which a hydroxymethylphenol of the general formula ##STR2## is reacted with a mercaptan or thiophenol at a temperature of from 20.degree. to 200.degree. C., if appropriate in the presence of a diluent.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: November 9, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Wedemeyer, Helmut Fiege
  • Patent number: 4322442
    Abstract: 1-Halo-1-propyn-3-ols of the formula ##STR1## in which R is optionally substituted phenyl, pyridyl, furyl, thienyl or pyrazolyl,R' is optionally substituted phenyl, andX is halogen,which possess fungicidal properties.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: March 30, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Jager, Erich Klauke, Wilhelm Brandes, Paul-Ernst Frohberger
  • Patent number: 4314086
    Abstract: Aliphatic/aromatic ethers are prepared by reacting an aliphatic halide with either an alkali or alkaline earth metal, or ammonium phenolate or naphtholate, in an inert organic solvent, and in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: February 2, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: Gerard Soula, Daniel Michelet
  • Patent number: 4304940
    Abstract: In the preparation of a 1-alkyl- and 2-aryl-thio-methylphenol of the formula ##STR1## in which R.sup.1 is, or the radicals R.sup.1 are, in the 3-, 5- and/or 6-positions relative to the hydroxyl group and each independently is a hydrogen or halogen atom, or an alkyl, cycloalkyl, aryl, aralkyl or alkoxy group,n is 1, 2, or 3, andR.sup.2 is an optionally substituted alkyl group having 1 to 12 carbon atoms, an optionally substituted cycloalkyl group having 3 to 6 carbon atoms, an optionally substituted phenyl radical or an optionally substituted aralkyl radical,by reacting a phenol of the formula ##STR2## with formaldehyde or an formaldehyde producing compound and with a mercaptan or a thiophenol of the formulaR.sup.2 --S--H.the improvement which comprises effecting the reaction at a temperature of about 90.degree. to 220.degree. C.
    Type: Grant
    Filed: August 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Wedemeyer, Helmut Fiege
  • Patent number: 4287125
    Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: September 1, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Gerard Soula
  • Patent number: 4266080
    Abstract: Perfluoroalkyl compounds containing ether groups have the formulaR.sub.f R.sub.1 SCH.sub.2 CH.sub.2 O T Zwherein R.sub.f is a perfluoroalkyl, R.sub.1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR.sub.3 R.sub.4, where R.sub.3 and R.sub.4 each is alkyl or together with nitrogen form a heterocyclic ring; N.sup.+ R.sub.3 R.sub.4 (R.sub.5)X.sub.z.sup.-y, where R.sub.5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is --OCH.sub.2 CH.sub.2 SR.sub.1 R.sub.f ; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.
    Type: Grant
    Filed: February 2, 1978
    Date of Patent: May 5, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Karl F. Mueller