Sulfur Bonded Directly To A Ring Patents (Class 568/54)
  • Patent number: 8980124
    Abstract: Aromatic compounds having a perfluoroalkyl group and a gelling agent for gelling an organic liquid which is composed of any one of them. This gelling agent can gel many kinds of organic liquids by adding a small amount thereof.
    Type: Grant
    Filed: January 19, 2007
    Date of Patent: March 17, 2015
    Assignee: National University Corporation Yamaguchi University
    Inventors: Hiroaki Okamoto, Yuki Morita
  • Patent number: 8822731
    Abstract: The present invention is directed towards a new class of semi-conducting nonacene derivatives. These compounds are all soluble species and they all possess superior resistance to oxidation as compared to their counterparts that lack the substitution patterns disclosed herein.
    Type: Grant
    Filed: November 30, 2009
    Date of Patent: September 2, 2014
    Assignee: University of New Hampshire
    Inventors: Glen P. Miller, Irvinder Kaur
  • Patent number: 8624065
    Abstract: A method for producing an oxidized cyclic phenol sulfide which comprises the step of oxidizing a cyclic phenol sulfide of the following formula (1) as a raw material: wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, and m is an integer from 4 to 8, in a solvent(s) other than a halogenated hydrocarbon in an amount of 2 or more and less than 10 parts by weight per 1 part by weight of the cyclic phenol sulfide, with an oxidizing agent(s) to obtain an oxidized cyclic phenol sulfide of the following formula (2): wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, m is an integer from 4 to 8, and n is 1 or 2.
    Type: Grant
    Filed: June 14, 2012
    Date of Patent: January 7, 2014
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
  • Patent number: 8232429
    Abstract: A method for producing an oxidized cyclic phenol sulfide which comprises the step of oxidizing a cyclic phenol sulfide of the following formula (1) as a raw material: wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, and m is an integer from 4 to 8, in a solvent(s) other than a halogenated hydrocarbon in an amount of 2 or more and less than 10 parts by weight per 1 part by weight of the cyclic phenol sulfide, with an oxidizing agent(s) to obtain an oxidized cyclic phenol sulfide of the following formula (2): wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, m is an integer from 4 to 8, and n is 1 or 2.
    Type: Grant
    Filed: July 16, 2009
    Date of Patent: July 31, 2012
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
  • Publication number: 20110269985
    Abstract: Compounds having stable isotopes 13C and/or 2H were synthesized from precursor compositions having solid phase supports or affinity tags.
    Type: Application
    Filed: June 2, 2011
    Publication date: November 3, 2011
    Applicant: Los Alamos National Security, LLC
    Inventors: Jurgen G. Schmidt, David B. Kimball, Marc A. Alvarez, Robert F. Williams, Rudolfo A. Martinez
  • Patent number: 7662891
    Abstract: To provide a compound which has a higher vulcanization efficiency and superior heat aging resistance compared to conventional compounding agents for rubber compositions and which is environmentally friendly. An amine salt compound of a carboxylic acid containing a thermal dissociation portion having the Formula (I): wherein R represents an organic group selected from a C1 to C20 alkyl group, a C3 to C10 cycloalkyl group, a C6 to C20 aryl group and a C7 to C30 alkaryl group, R1, R2 and R3 independently represent a hydrogen atom or a C1 to C20 organic group which may have a heteroatom and/or a substituent group and X represents a C2 to C20 organic group which may have a heteroatom and/or a substituent group and a compounding agent for rubber vulcanization and a rubber composition containing the same.
    Type: Grant
    Filed: December 13, 2007
    Date of Patent: February 16, 2010
    Assignee: The Yokohama Rubber Co., Ltd.
    Inventors: Takashi Matsuda, Wonmun Choi
  • Publication number: 20090275783
    Abstract: A method for producing an oxidized cyclic phenol sulfide which comprises the step of oxidizing a cyclic phenol sulfide of the following formula (1) as a raw material: wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, and m is an integer from 4 to 8, in a solvent(s) other than a halogenated hydrocarbon in an amount of 2 or more and less than 10 parts by weight per 1 part by weight of the cyclic phenol sulfide, with an oxidizing agent(s) to obtain an oxidized cyclic phenol sulfide of the following formula (2): wherein R represents a straight or branched alkyl group having 1 to 6 carbon atoms, m is an integer from 4 to 8, and n is 1 or 2.
    Type: Application
    Filed: July 16, 2009
    Publication date: November 5, 2009
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
  • Publication number: 20090090891
    Abstract: Aromatic compounds having a perfluoroalkyl group and a gelling agent for gelling an organic liquid which is composed of any one of them. This gelling agent can gel many kinds of organic liquids by adding a small amount thereof.
    Type: Application
    Filed: January 19, 2007
    Publication date: April 9, 2009
    Inventors: Hiroaki Okamoto, Yuki Morita
  • Publication number: 20080108823
    Abstract: Disclosed is an efficient and widely-applicable method for commercially producing a thioether compound or a thiol compound which is useful as a pharmaceutical compound or a production intermediate of it. Specifically disclosed is a method for producing a thioether compound represented by the general formula [I] below or a salt thereof. This method is characterized in that a compound represented by the following general formula [III]:[III] (wherein X represents a bromine atom, a chlorine atom or a trifluoromethylsulfonyloxy group, and ring A represents an aryl group or a heteroaryl ring group) or a salt thereof is reacted with a thiol compound represented by the following general formula [II]:[II] or a salt thereof in the presence of a palladium compound such as Pd2(dba)3, a base such as i-Pr2NEt and a phosphorus compound represented by the following formula [AA].
    Type: Application
    Filed: October 7, 2005
    Publication date: May 8, 2008
    Inventors: Takahiro Itoh, Toshiaki Mase, Atsushi Akao
  • Patent number: 7339081
    Abstract: A process for preparing bromo-1-oxypentafluorosulfanylbenzene is provided, the process including the step of brominating pentafluorosulfanyloxybenzene with a bromination agent to provide the bromo-1-oxypentafluorosulfanylbenzene. The process is more effective than prior art processes for preparing such compounds.
    Type: Grant
    Filed: July 10, 2006
    Date of Patent: March 4, 2008
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Robert George Syvret, Gauri Sankar Lal
  • 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: 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: 6207838
    Abstract: Electrolysis of organic disulfides in liquid sulfur dioxide is used to obtain organothiating agents, which can then be reacted with appropriate substrates to effect the synthesis of organothioaromatic compounds efficiently and in high yields. With appropriate phenolic compounds, regioselective substitution occurs in which para substitution greatly exceeds ortho substitution.
    Type: Grant
    Filed: April 30, 1999
    Date of Patent: March 27, 2001
    Assignee: The University of Arizona
    Inventors: Richard S. Glass, Viatcheslav V. Jouikov
  • Patent number: 5840991
    Abstract: The invention relates to novel compounds of formula (I) ##STR1## wherein R.sub.1 represents hydrogen, hydroxy or alkoxy;R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be hydrogen or alkyl; andn is 0,1 or 2;and the pharmaceutically acceptable salts thereof.The invention also relates to the processes for preparing the compounds of formula (I), and the pharmaceutical compositions containing them, and their use as a low density lipoprotein peroxidation inhibitors, anti-atherosclerotic agents and/or antihyperlipidemic agents.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: November 24, 1998
    Assignee: Development Center for Biotechnology
    Inventors: Feng-Wen Yeng, Shan-Shue Wang, Jaw-Yuh Chiu, Chin-Fen Lee, Chia-Lin J. Wang
  • Patent number: 5798396
    Abstract: The present invention is directed to sulfonium salt-containing compounds represented by a following general formula; ##STR1## wherein R.sub.1 is alkyl containing from 1 to 18 carbon atoms, hydroxy, alkoxy containing from 1 to 18 carbon atoms, alkylcarbonyloxy containing from 1 to 18 carbon atoms or halogen, n is any of 0, 1, 2 or 3, however, each of R.sub.1 may be different from the others when n is 2 or more, R.sub.2 is alkyl containing from 1 to 6 carbon atoms, R.sub.3 and R.sub.4 are each independently hydrogen or alkyl containing from 1 to 6 carbon atoms, R.sub.5 and R.sub.6 are each independently hydrogen, alkyl containing from 1 to 6 carbon atoms, hydroxy, alkoxy containing from 1 to 6 carbon atoms, alkylcarbonyloxy containing from 1 to 18 carbon atoms or aromatic carbonyloxy, and R.sub.7 is alkyl containing from 4 to 20 carbon atoms or a group represented by a following formula; ##STR2## wherein R.sub.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: August 25, 1998
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Eiji Takahashi, Hiroo Muramoto
  • 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: 5463138
    Abstract: Difluoromethoxyarenes and difluoromethylthioarenes of the general formula (I),Ar--Q--CHF.sub.2 (I)in whichAr represents optionally substituted aryl, andQ represents oxygen or sulphur,(which can be used as intermediates for preparing biologically active products) are obtained in very good yields and in a high degree of purity by reacting hydroxyarenes or mercaptoarenes of the general formulaAr--Q--H (II)with chlorodifluoromethane (ClCHF.sub.2) in the presence of an aqueous alkali metal hydroxide or alkaline earth metal hydroxide at temperatures of between 20.degree. C. and 120.degree. C.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus-Helmut Muller
  • Patent number: 5446186
    Abstract: The synthesis and compound of a new caged calcium which is an ortho-nitrophenyl derivative of EGTA and various intermediates. It is synthesized in ten steps and 24% overall yield. The photosensitive chelator, nitrophenyl-EGTA, has a K.sub.d for Ca.sup.2+ of 80 nM and for Mg.sup.2+ of 8.8 mM. Upon exposure to ultra-violet light (in the region of 350 nm), the chelator is cleaved, yielding iminodiacetic acid photoproducts with known low Ca-affinity (K.sub.d =1 mM). The quantum yield of photolysis of nitrophenyl-EGTA in the presence of Ca.sup.a+ is 0.23 and in the absence of Ca.sup.2+ is 0.20. In experiments with chemically skinned skeletal muscle fibers, a fully relaxed fiber equilibrated with nitrophenyl-EGTA:Ca.sup.2+ complex, in the presence of physiological [Mg.sup.2+ ] (i.e. 1.0 mM), produced maximal contraction after a single flash from a frequency doubled ruby laser (347 nm). Half-maximal tension was achieved in 18 ms at 15.degree. C.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: August 29, 1995
    Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
  • 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: 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: 5274002
    Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: December 28, 1993
    Assignee: Warner-Lambert Company
    Inventor: Lynn D. Hawkins
  • Patent number: 5225606
    Abstract: This invention relates to the alk-1-enyl ether reaction product of a hydroxylated compound and an alk-1-enyloxy oxirane containing from 0 to 95% alkyl epoxide.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: July 6, 1993
    Assignee: Isp Investments Inc.
    Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
  • 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: 5104559
    Abstract: A lubricating compound having the structure:R.sup.1 --R.sub.f --O--Ar--R.sup.2wherein R.sup.1 is a monovalent radical selected from the group consisting of fluoride, unsubstituted aryloxys, substituted aryloxys, unsubstituted arylthios, substituted arylthios, perfluoroalkoxys, and perfluoro (3,6-dimethyl-1, 4-dioxanyl-2-oxy), R.sup.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, Muthiah N. Inbasekaran
  • 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: 5087724
    Abstract: A process for producing a 4-benzoyl-5-hydroxylpyrazole of the formula III: ##STR1## which comprises reacting carbon monoxide and a 5-hydroxypyrazole of the formula II: ##STR2## with a substituted benzene of the formula I: ##STR3## in the presence of a base and a catalyst of Group VIII of the Periodic Table.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: February 11, 1992
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Norio Tanaka, Takuya Kakuta, Eiichi Oya, Masatoshi Baba
  • Patent number: 5084214
    Abstract: Phenolic thioethers of the formula: ##STR1## wherein R is a hydrogen atom or a protective group for carboxyl, X is a straight or branched C.sub.4 -C.sub.15 alkylene group, a straight or branched C.sub.1 -C.sub.15 alkylene group having a phenylene group or a straight or branched C.sub.2 -C.sub.15 alkenylene group, and their salts, which inhibit the denaturation of low density lipoproteins (LDL) and the incorporation of LDL by macrophages and are useful as anti-arteriosclerosis agents.
    Type: Grant
    Filed: May 31, 1989
    Date of Patent: January 28, 1992
    Assignee: Shionogi & Co., Ltd.
    Inventors: Toru Kita, Shuh Narumiya, Masayuki Narisada, Fumihiko Watanabe, Saichi Matsumoto, Masami Doteuchi
  • Patent number: 4933377
    Abstract: Sulfonium and oxysulfonium salts, useful as photoinitiators, have directly attached to the sulfur atom thereof:at least one aromatic or heterocyclic aromatic substituent containing at least 14 aromatic atoms and having a removable positive hydrogen ion, said substituent exhibiting a higher energy occupied molecular orbital than at least one other substituent directly attached to said sulfur atom;and at least one substituent comprising an electron withdrawing group and exhibiting a lower energy unoccupied molecular orbital than at least one other substituent directly attached to said sulfur atom;said salt being capable, upon exposure to visible radiation, of undergoing irreversible intramolecular rearrangement to form a Bronsted acid comprising the anion of said salt and said removable positive hydrogen ion.
    Type: Grant
    Filed: February 29, 1988
    Date of Patent: June 12, 1990
    Inventors: Franklin D. Saeva, David T. Breslin
  • Patent number: 4837364
    Abstract: A process for the preparation of (pentafluoroethoxy)- and (pentafluoroethylthio)benzene derivatives either from phenol, thiophenol or from halobenzene. A halobenzene is reacted with trifluoroethanol or a phenol or a thiophenol is reacted with a compound of the formula CF.sub.3 --CH.sub.2 --O--R'. The product is chlorinated and the chlorinated product is fluorinated in liquid hydrofluoric acid in the presence of a Lewis acid.The compounds obtained by the process of the present invention are used as synthesis intermediates in the phytosanitary, pharmaceutical and veterinary industries, and are used in lubricants.
    Type: Grant
    Filed: March 28, 1986
    Date of Patent: June 6, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Michel Desbois, Bernard Langlois
  • Patent number: 4816596
    Abstract: A process for preparing substituted or unsubstituted trifluoroethoxy- or trifluoroethylthiobenzenes by reaction of a phenol or thiophenol, both of which may be substituted or unsubstituted, with a compound of the formula CF.sub.3 --CH.sub.2 --O--R', where R' is a moiety selected from the group consisting of trifluoroacetyl, methanesulfonyl, paratoluenesulfonyl, trichloromethanesulfonyl and chlorosulfonyl, in the presence of a strong alkaline base and a complexing agent of the formula:N--CHR.sub.1 --CHR.sub.2 --O--(CHR.sub.3 --CHR.sub.4 --O).sub.n --R.sub.5 ].sub.3 (II)wherein n is an integer from 0 to 10 (0 is less than or equal to n is less than or equal to 10), R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, are selected from the group consisting of a hydrogen atom and an alkyl moiety having from 1 to 4 carbon atoms, and R.sub.5 denotes an alkyl or cycloalkyl moiety having from 1 to 12 carbon atoms, a phenyl moiety or a moiety of the formula: --C.sub.m H.sub.2m --C.sub.6 H.sub.
    Type: Grant
    Filed: March 28, 1986
    Date of Patent: March 28, 1989
    Assignee: Rhone-Polenc Specialites Chimoues
    Inventor: Bernard Langlois
  • Patent number: 4792633
    Abstract: Strong acids, e.g., aluminosilicates and sulfonic acids are employed as catalysts for the (alkyl or aryl)thiolation of phenols using dialkyl or diaryl disulfides and/or (alkyl- or arylthio)phenols as thiolating agents, and for the isomerization of (alkyl- or arylthio)phenols, to prepare ortho(alkyl- or arylthio)phenols as the predominant products.
    Type: Grant
    Filed: May 19, 1986
    Date of Patent: December 20, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Paul W. Wojtkowski
  • 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: 4695657
    Abstract: A process for the preparation of compounds containing a difluoromethylene group in a position .alpha. to an oxygen atom. An alcohol or a phenol is brought into contact with trifluoroacetic acid or a halide or anhydride thereof in anhydrous liquid hydrofluoric acid, in the presence of boron trifluoride, in a quantity such that the absolute pressure of boron trifluoride is at least about one bar. The compounds obtained according to the invention are used as synthesis intermediates in the pharmaceutical, plant-protection, and dye industries, as anesthetics and as additives for lubricating oils.
    Type: Grant
    Filed: December 17, 1985
    Date of Patent: September 22, 1987
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventor: Michel Desbois
  • Patent number: 4602113
    Abstract: (Hydrocarbylthio)phenols containing hydrocarbylthio groups in either or both of the meta positions, relative to the hydroxy group, on a phenolic ring are prepared by reacting phenolic compounds with an excess of hydrocarbyl disulfide in the presence of catalytic amounts of an aluminum phenoxide. Novel and useful (hydrocarbylthio)phenols containing hydrocarbylthio groups in either of both of the meta positions, relative to the hydroxy group, on a phenolic ring can be prepared by this process. (Hydrocarbylthio)phenols containing hydrocarbylthio groups in either of both of the meta positions, relative to the hydroxy group, on a phenolic ring are effective antioxidants for organic material normally susceptible to oxidative deterioration, such as mineral oil.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: July 22, 1986
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Paul F. Ranken
  • Patent number: 4599451
    Abstract: The process of the invention involves reacting a phenol with a dialkyl disulfide in the presence of a zirconium phenoxide catalyst to prepare the corresponding ortho-(alkylthio)phenol.
    Type: Grant
    Filed: May 31, 1985
    Date of Patent: July 8, 1986
    Assignee: E. I. DuPont de Nemours and Company
    Inventor: Paul W. Wojtkowski
  • Patent number: 4565859
    Abstract: A polyether compound having ether groups and vinyl double bonds represented by formula (I) ##STR1## wherein R.sub.1 represents a residue of an organic compound having l active hydrogen atoms, n.sub.1 through n.sub.l each represents 0 or an integer of from 1 to 100, the sum of the integers represented by n.sub.1 through n.sub.l is from 1 to 100, andl represents an integer of from 1 to 100, and A represents ##STR2## and a process for production thereof; an epoxy resin represented by formula (II) ##STR3## wherein R.sub.1 and n.sub.1 through n.sub.l are defined above, and B is an oxycyclohexane unit having a substituent and is represented by formula (III) ##STR4## wherein X represents a ##STR5## --CH.dbd.CH.sub.2, or ##STR6## groups, wherein R.sub.
    Type: Grant
    Filed: January 29, 1985
    Date of Patent: January 21, 1986
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Takaaki Murai, Shoji Watanabe, Kimio Inoue, Toyokazu Yagii
  • Patent number: 4547593
    Abstract: (Hydrocarbylthio)phenols, such as 2-(alkylthio)phenols, are prepared by heating one or more (hydrocarbylthio)phenols selected from 2-, 3-, 4-, and poly(hydrocarbylthio)phenols in the presence of a catalytic amount of an aluminum phenoxide to redistribute the starting materials.
    Type: Grant
    Filed: March 26, 1984
    Date of Patent: October 15, 1985
    Assignee: Ethyl Corporation
    Inventor: Paul F. Ranken
  • Patent number: 4533753
    Abstract: (Hydrocarbylthio)phenols containing at least two hydrocarbylthio groups on a phenolic ring are prepared by reacting phenolic compounds with an excess of hydrocarbyl disulfide in the presence of catalytic amounts of an aluminum phenoxide. Novel and useful (hydrocarbylthio)phenols containing at least two hydrocarbylthio groups on a phenolic ring can be prepared by this process. (Hydrocarbylthio)phenols containing at least two hydrocarbylthio groups on a phenolic ring are effective antioxidants for organic material normally susceptible to oxidative deterioration, such as mineral oil.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: August 6, 1985
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Paul F. Ranken
  • Patent number: 4528384
    Abstract: Novel polymers having high activity as cationic surface-active agents are prepared by the addition polymerization of ethylenically unsaturated aromatic sulfonium salts, e.g., ##STR1## When such polymers are heated and/or dried, they are irreversibly converted to inert, nonionic residues without the elimination of odorous by-products.The novel sulfonium salt polymers having relatively low molecular weight and low charge density are particularly useful as surfactants or emulsifiers in the emulsion polymerization of ethylenically unsaturated monomers such as styrene, butadiene, alkyl acrylates and the like. The polymers having high molecular weight and high charge density are useful as thickeners and flocculants.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: July 9, 1985
    Assignee: The Dow Chemical Company
    Inventors: Donald L. Schmidt, Thomas C. Klingler, Ritchie A. Wessling
  • Patent number: 4438282
    Abstract: Sulfides prepared by reacting a sulfoxide with a hydrazine or hydroxylamine derivative or a quaternary salt thereof are useful starting materials for the preparation of drugs, pesticides and dyes.
    Type: Grant
    Filed: June 23, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hartmut Lardon, Guenther Seybold
  • 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: 4330462
    Abstract: There is disclosed a method for the stabilization of polyester resins by incorporating in the resins certain types of 4-mercaptophenol derivatives.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: May 18, 1982
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Max H. Keck, Richard E. Gloth, James J. Tazuma
  • Patent number: 4324920
    Abstract: Disclosed is a process for the preparation of otho-(hydrocarbylthio)-phenols, having at least one hydrogen on a carbon atom ortho to a hydroxy group, with hydrocarbyl disulfides in the presence of catalytic amounts of aluminum phenoxide.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: April 13, 1982
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Paul F. Ranken
  • Patent number: 4229470
    Abstract: Compounds are disclosed which have a juvenile hormone action on insects and also exhibit acaricide action. Said compounds are unsaturated aliphatic compounds having a trichloromethyl end group and the other end group of which is a phenol group which may be substituted and/or condensed, and which are capable of hindering the growth of insects from the larval to the adult stage and also exhibit an acaricide action on both adult acari and their eggs.
    Type: Grant
    Filed: January 17, 1979
    Date of Patent: October 21, 1980
    Assignee: Montedison S.p.A.
    Inventors: Paolo Piccardi, Angelo Longoni
  • Patent number: RE31771
    Abstract: Disclosed is a process for the preparation of .[.otho.]..Iadd.ortho.Iaddend.-hydrocarbylthio)-phenols, having at least one hydrogen on a carbon atom ortho to a hydroxy group, with hydrocarbyl disulfides in the presence of catalytic amounts of aluminum phenoxide.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: December 18, 1984
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Paul F. Ranken
  • Patent number: RE34423
    Abstract: A process for producing a 4-benzoyl-5-hydroxylpyrazole of the formula III: ##STR1## which comprises reacting carbon monoxide and a 5-hydroxypyrazole of the formula II: ##STR2## with a substituted benzene of the formula I: ##STR3## in the presence of a base and a catalyst of Group VIII of the Periodic Table.
    Type: Grant
    Filed: May 20, 1992
    Date of Patent: October 26, 1993
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Norio Tanaka, Takuya Kakuta, Eiichi Oya, Masatoshi Baba