Oxygen Bonded Directly To A Ring Patents (Class 568/51)
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Patent number: 8980134Abstract: 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: GrantFiled: March 31, 2009Date of Patent: March 17, 2015Assignee: BASF SEInventors: Michèle Gerster, Manuel Mihalic
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Publication number: 20120308814Abstract: 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: ApplicationFiled: November 18, 2010Publication date: December 6, 2012Applicant: TESA SEInventors: Manfred Spies, Bernd Lühmann
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Patent number: 8246859Abstract: 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: GrantFiled: June 4, 2007Date of Patent: August 21, 2012Assignee: BASF SEInventors: Michèle Gerster, Manuel Mihalic
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Publication number: 20110160357Abstract: 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: ApplicationFiled: March 31, 2009Publication date: June 30, 2011Applicant: BASF SEInventors: Michèle Gerster, Manuel Mihalic
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Publication number: 20090326145Abstract: 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: ApplicationFiled: June 4, 2007Publication date: December 31, 2009Inventors: Michèle Gerster, Manuel Mihalic
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Patent number: 7528285Abstract: 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: GrantFiled: May 10, 2007Date of Patent: May 5, 2009Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Hyung-Jae Lee, Jin-Eok Kim
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Publication number: 20080119672Abstract: 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: ApplicationFiled: January 31, 2006Publication date: May 22, 2008Inventors: Hiroaki Yokoyama, Tomiaki Yamamoto, Haruyuki Inoue
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Patent number: 7375252Abstract: 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: GrantFiled: April 2, 2002Date of Patent: May 20, 2008Assignee: AtheroGenics, Inc.Inventor: Charles Q. Meng
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Patent number: 7025904Abstract: 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: GrantFiled: September 4, 2003Date of Patent: April 11, 2006Assignee: Rohm and Haas CompanyInventors: Tod C. Duvall, Jeffery L. Carpenter
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Patent number: 6982353Abstract: 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: GrantFiled: August 29, 2002Date of Patent: January 3, 2006Assignee: Aventis Pharma Deutschland GmbHInventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias G ssel
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Patent number: 6812257Abstract: 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: GrantFiled: October 27, 2003Date of Patent: November 2, 2004Assignee: Aventis Pharma Deutschland GmbHInventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias Gossel
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Publication number: 20040210076Abstract: 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: ApplicationFiled: June 7, 2004Publication date: October 21, 2004Inventors: Michael Casner, Theodore Maurice Resnick, Lee Jonathan Silverberg
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Patent number: 6717008Abstract: 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: GrantFiled: August 30, 2002Date of Patent: April 6, 2004Assignee: Aventis Pharma Deutschland GmbHInventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias Gossel
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Patent number: 6610218Abstract: 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: GrantFiled: August 4, 1999Date of Patent: August 26, 2003Assignee: Rohm and Haas CompanyInventors: Tod C. Duvall, Paul B. Adams, Gene K. Norris
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Patent number: 6482988Abstract: 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: GrantFiled: February 23, 2001Date of Patent: November 19, 2002Assignees: Seiko Epson Corporation, National Institute of Advanced Industrial Science and TechnologyInventors: Hitoshi Fukushima, Takashi Tamaki
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Patent number: 6479519Abstract: 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: GrantFiled: April 26, 2000Date of Patent: November 12, 2002Assignee: Aventis Pharma LimitedInventors: 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
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Patent number: 6384273Abstract: 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: GrantFiled: January 24, 2001Date of Patent: May 7, 2002Assignee: Rhodia ChimieInventors: Virginie Pevere, Jean Roger Desmurs, Charles Mioskowski, Alain Wagner, Arnaud Gissot
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Method for making unsymmetrically substituted fluorenyl compounds for nonlinear optical applications
Patent number: 6379590Abstract: 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 solventType: GrantFiled: December 2, 1994Date of Patent: April 30, 2002Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan -
Patent number: 6365781Abstract: 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 diethylaminType: GrantFiled: January 5, 2001Date of Patent: April 2, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Fabio Pizzoli, Reto Luisoli, Gerrit Knobloch, Hans-Rudolf Meier
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Patent number: 6326518Abstract: 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: GrantFiled: August 4, 1999Date of Patent: December 4, 2001Assignee: Morton International, Inc.Inventors: Tod C. Duvall, Paul B. Adams, Gene K. Norris
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Publication number: 20010031873Abstract: A compound of Formula I, providing tetrapartate prodrugs is provided 1Type: ApplicationFiled: January 12, 2001Publication date: October 18, 2001Inventors: Richard B. Greenwald, Hong Zhao
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Patent number: 6068834Abstract: 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: GrantFiled: February 24, 1995Date of Patent: May 30, 2000Assignee: The Procter & Gamble CompanyInventors: Kalla Lynn Kvalnes, Mitchell Anthony DeLong, Barton James Bradbury, Curtis Bobby Motley, John David Carter
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Patent number: 5840724Abstract: 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: GrantFiled: June 24, 1997Date of Patent: November 24, 1998Assignee: Rhone-Poulenc Rorer LimitedInventors: Garry Fenton, Andrew David Morley, Malcolm Norman Palfreyman, Andrew James Ratcliffe, Brian William Sharp, Keith Alfred James Stuttle, Sukanthini Thurairatnam, Bernard Yvon Jack Vacher
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Patent number: 5679696Abstract: 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: GrantFiled: June 7, 1995Date of Patent: October 21, 1997Assignee: Rhone-Poulenc Rorer LimitedInventors: Garry Fenton, Andrew David Morley, Malcolm Norman Palfreyman, Andrew James Ratcliffe, Brian William Sharp, Keith Alfred James Stuttle, Sukanthini Thurairatnam, Bernard Yvon Jack Vacher
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Patent number: 5534557Abstract: 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: GrantFiled: June 2, 1995Date of Patent: July 9, 1996Assignee: Nippon Kayaku Kabushiki KaishaInventors: Tetsuya Abe, Kazuhiko Ishii, Minoru Yokoshima
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Patent number: 5393776Abstract: 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: GrantFiled: May 13, 1994Date of Patent: February 28, 1995Assignee: Bristol-Myers Squibb CompanyInventor: Bradley C. Pearce
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Patent number: 5371284Abstract: 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: GrantFiled: July 23, 1993Date of Patent: December 6, 1994Assignee: Schering CorporationInventors: Richard J. Friary, Michael J. Green, Anil K. Saksena, Vera A. Seidl
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Patent number: 5354511Abstract: 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: GrantFiled: November 27, 1992Date of Patent: October 11, 1994Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5347050Abstract: 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: GrantFiled: April 13, 1993Date of Patent: September 13, 1994Inventors: Richard Berthold, William J. Louis
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Patent number: 5225472Abstract: 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: GrantFiled: May 19, 1992Date of Patent: July 6, 1993Assignee: Courtaulds Aerospace, Inc.Inventors: Randy Cameron, Jonathan Zook
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Patent number: 5220037Abstract: 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: GrantFiled: January 27, 1992Date of Patent: June 15, 1993Assignee: BASF AktiengesellschaftInventors: Reinhold Schwalm, Andreas Boettcher
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Patent number: 5110978Abstract: 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: GrantFiled: December 21, 1990Date of Patent: May 5, 1992Assignee: Ciba-Geigy CorporationInventors: Werner Stegmann, Reto Luisoli
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Patent number: 5105021Abstract: 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: GrantFiled: April 12, 1990Date of Patent: April 14, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hideyuki Akieda, Naoki Sato, Koichi Morinaga, Yoshinori Ide, Ryuichi Mita, Mitsumasa Umemoto
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Patent number: 5100460Abstract: 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: GrantFiled: July 13, 1989Date of Patent: March 31, 1992Assignee: Rhone-Poulenc AgrochimieInventors: Philippe Desbordes, Michel Euvrard
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Patent number: 5008459Abstract: 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: GrantFiled: December 22, 1987Date of Patent: April 16, 1991Assignee: Ciba-Geigy CorporationInventors: Hans R. Meier, Samuel Evans, Paul Dubs
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Patent number: 4877899Abstract: Sulfur-substituted alkenyl compounds, synthesis thereof, intermediates therefor, and the use of the compounds to control pests.Type: GrantFiled: November 23, 1983Date of Patent: October 31, 1989Assignee: Sandoz Ltd.Inventors: Robert L. Carney, Thomas L. Brown
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Patent number: 4874885Abstract: 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: GrantFiled: December 15, 1987Date of Patent: October 17, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Stegmann, Hans R. Meier, Samuel Evans, Roger Martin, Reto Luisoli
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Patent number: 4820756Abstract: 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: GrantFiled: June 22, 1987Date of Patent: April 11, 1989Assignee: Ciba-Geigy CorporationInventors: Rita Pitteloud, Paul Dubs
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Patent number: 4788012Abstract: 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: GrantFiled: May 21, 1987Date of Patent: November 29, 1988Assignee: Rhone-Poulenc ChimieInventors: Catherine Francese, Marc Tordeux, Claude Wakselman
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Patent number: 4741846Abstract: 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: GrantFiled: July 24, 1985Date of Patent: May 3, 1988Assignee: CIBA-GEIGY CorporationInventor: Samuel Evans
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Patent number: 4700006Abstract: 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: GrantFiled: April 3, 1986Date of Patent: October 13, 1987Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Toyohiko Kume, Yoshio Kurahashi, Kunihiro Isono, Shinji Sakawa, Noboru Matsumoto
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Patent number: 4621098Abstract: 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: GrantFiled: July 2, 1984Date of Patent: November 4, 1986Assignee: Boehringer Mannheim GmbHInventors: Robert Umminger, Walter-Gunar Friebe, Wolfgang Kampe, Androniki Roesch, Otto-Henning Wilhelms
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Patent number: 4570018Abstract: 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: GrantFiled: May 16, 1984Date of Patent: February 11, 1986Assignee: Shionogi & Co., Ltd.Inventors: Tsutomu Aoki, Hiromi Takahashi, Toshiro Konoike, Teruji Tsuji, Wataru Nagata
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Patent number: 4439615Abstract: 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: GrantFiled: July 19, 1982Date of Patent: March 27, 1984Assignee: Ciba-Geigy CorporationInventors: Siegfried Rosenberger, Samuel Evans, Bernard Gilg
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Patent number: 4358616Abstract: 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: GrantFiled: December 1, 1980Date of Patent: November 9, 1982Assignee: Bayer AktiengesellschaftInventors: Karlfried Wedemeyer, Helmut Fiege
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Patent number: 4322442Abstract: 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: GrantFiled: September 8, 1980Date of Patent: March 30, 1982Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Erich Klauke, Wilhelm Brandes, Paul-Ernst Frohberger
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Patent number: 4314086Abstract: 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: GrantFiled: June 20, 1980Date of Patent: February 2, 1982Assignee: Rhone-Poulenc IndustriesInventors: Gerard Soula, Daniel Michelet
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Patent number: 4304940Abstract: 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: GrantFiled: August 27, 1980Date of Patent: December 8, 1981Assignee: Bayer AktiengesellschaftInventors: Karlfried Wedemeyer, Helmut Fiege
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Patent number: 4287125Abstract: 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: GrantFiled: June 20, 1980Date of Patent: September 1, 1981Assignee: Rhone-Poulenc IndustriesInventor: Gerard Soula
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Patent number: 4266080Abstract: 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: GrantFiled: February 2, 1978Date of Patent: May 5, 1981Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Karl F. Mueller