Sulfur Bonded Directly To A Ring Patents (Class 568/54)
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Patent number: 8980124Abstract: 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: GrantFiled: January 19, 2007Date of Patent: March 17, 2015Assignee: National University Corporation Yamaguchi UniversityInventors: Hiroaki Okamoto, Yuki Morita
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Patent number: 8822731Abstract: 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: GrantFiled: November 30, 2009Date of Patent: September 2, 2014Assignee: University of New HampshireInventors: Glen P. Miller, Irvinder Kaur
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Patent number: 8624065Abstract: 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: GrantFiled: June 14, 2012Date of Patent: January 7, 2014Assignee: Hodogaya Chemical Co., Ltd.Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
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Patent number: 8232429Abstract: 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: GrantFiled: July 16, 2009Date of Patent: July 31, 2012Assignee: Hodogaya Chemical Co., Ltd.Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
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Publication number: 20110269985Abstract: Compounds having stable isotopes 13C and/or 2H were synthesized from precursor compositions having solid phase supports or affinity tags.Type: ApplicationFiled: June 2, 2011Publication date: November 3, 2011Applicant: Los Alamos National Security, LLCInventors: Jurgen G. Schmidt, David B. Kimball, Marc A. Alvarez, Robert F. Williams, Rudolfo A. Martinez
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Patent number: 7662891Abstract: 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: GrantFiled: December 13, 2007Date of Patent: February 16, 2010Assignee: The Yokohama Rubber Co., Ltd.Inventors: Takashi Matsuda, Wonmun Choi
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Publication number: 20090275783Abstract: 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: ApplicationFiled: July 16, 2009Publication date: November 5, 2009Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Masateru Yasumura, Yoshikazu Aoki, Masami Ito, Masafumi Umekawa, Naohiro Tarumoto
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Publication number: 20090090891Abstract: 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: ApplicationFiled: January 19, 2007Publication date: April 9, 2009Inventors: Hiroaki Okamoto, Yuki Morita
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Publication number: 20080108823Abstract: 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: ApplicationFiled: October 7, 2005Publication date: May 8, 2008Inventors: Takahiro Itoh, Toshiaki Mase, Atsushi Akao
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Patent number: 7339081Abstract: 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: GrantFiled: July 10, 2006Date of Patent: March 4, 2008Assignee: Air Products and Chemicals, Inc.Inventors: Robert George Syvret, Gauri Sankar Lal
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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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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: 6207838Abstract: 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: GrantFiled: April 30, 1999Date of Patent: March 27, 2001Assignee: The University of ArizonaInventors: Richard S. Glass, Viatcheslav V. Jouikov
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Patent number: 5840991Abstract: 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: GrantFiled: September 17, 1997Date of Patent: November 24, 1998Assignee: Development Center for BiotechnologyInventors: Feng-Wen Yeng, Shan-Shue Wang, Jaw-Yuh Chiu, Chin-Fen Lee, Chia-Lin J. Wang
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Patent number: 5798396Abstract: 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: GrantFiled: September 4, 1996Date of Patent: August 25, 1998Assignee: Nippon Soda Co., Ltd.Inventors: Eiji Takahashi, Hiroo Muramoto
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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: 5463138Abstract: 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: GrantFiled: May 18, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventor: Klaus-Helmut Muller
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Patent number: 5446186Abstract: 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: GrantFiled: November 9, 1993Date of Patent: August 29, 1995Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
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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: 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: 5274002Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.Type: GrantFiled: September 6, 1990Date of Patent: December 28, 1993Assignee: Warner-Lambert CompanyInventor: Lynn D. Hawkins
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Patent number: 5225606Abstract: 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: GrantFiled: June 10, 1991Date of Patent: July 6, 1993Assignee: Isp Investments Inc.Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
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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: 5104559Abstract: 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: GrantFiled: November 26, 1990Date of Patent: April 14, 1992Assignee: The Dow Chemical CompanyInventors: Chester E. Pawloski, Muthiah N. Inbasekaran
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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: 5087724Abstract: 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: GrantFiled: May 7, 1990Date of Patent: February 11, 1992Assignee: Nissan Chemical Industries Ltd.Inventors: Norio Tanaka, Takuya Kakuta, Eiichi Oya, Masatoshi Baba
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Patent number: 5084214Abstract: 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: GrantFiled: May 31, 1989Date of Patent: January 28, 1992Assignee: Shionogi & Co., Ltd.Inventors: Toru Kita, Shuh Narumiya, Masayuki Narisada, Fumihiko Watanabe, Saichi Matsumoto, Masami Doteuchi
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Patent number: 4933377Abstract: 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: GrantFiled: February 29, 1988Date of Patent: June 12, 1990Inventors: Franklin D. Saeva, David T. Breslin
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Patent number: 4837364Abstract: 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: GrantFiled: March 28, 1986Date of Patent: June 6, 1989Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Michel Desbois, Bernard Langlois
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Patent number: 4816596Abstract: 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: GrantFiled: March 28, 1986Date of Patent: March 28, 1989Assignee: Rhone-Polenc Specialites ChimouesInventor: Bernard Langlois
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Patent number: 4792633Abstract: 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: GrantFiled: May 19, 1986Date of Patent: December 20, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul W. Wojtkowski
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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: 4695657Abstract: 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: GrantFiled: December 17, 1985Date of Patent: September 22, 1987Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Desbois
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Patent number: 4602113Abstract: (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: GrantFiled: November 14, 1983Date of Patent: July 22, 1986Assignee: Ethyl CorporationInventors: Bonnie G. McKinnie, Paul F. Ranken
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Patent number: 4599451Abstract: 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: GrantFiled: May 31, 1985Date of Patent: July 8, 1986Assignee: E. I. DuPont de Nemours and CompanyInventor: Paul W. Wojtkowski
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Patent number: 4565859Abstract: 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: GrantFiled: January 29, 1985Date of Patent: January 21, 1986Assignee: Daicel Chemical Industries, Ltd.Inventors: Takaaki Murai, Shoji Watanabe, Kimio Inoue, Toyokazu Yagii
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Patent number: 4547593Abstract: (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: GrantFiled: March 26, 1984Date of Patent: October 15, 1985Assignee: Ethyl CorporationInventor: Paul F. Ranken
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Patent number: 4533753Abstract: (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: GrantFiled: April 12, 1983Date of Patent: August 6, 1985Assignee: Ethyl CorporationInventors: Bonnie G. McKinnie, Paul F. Ranken
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Patent number: 4528384Abstract: 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: GrantFiled: June 30, 1980Date of Patent: July 9, 1985Assignee: The Dow Chemical CompanyInventors: Donald L. Schmidt, Thomas C. Klingler, Ritchie A. Wessling
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Patent number: 4438282Abstract: 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: GrantFiled: June 23, 1982Date of Patent: March 20, 1984Assignee: BASF AktiengesellschaftInventors: Hartmut Lardon, Guenther Seybold
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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: 4330462Abstract: There is disclosed a method for the stabilization of polyester resins by incorporating in the resins certain types of 4-mercaptophenol derivatives.Type: GrantFiled: May 12, 1980Date of Patent: May 18, 1982Assignee: The Goodyear Tire & Rubber CompanyInventors: Max H. Keck, Richard E. Gloth, James J. Tazuma
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Patent number: 4324920Abstract: 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: GrantFiled: July 28, 1980Date of Patent: April 13, 1982Assignee: Ethyl CorporationInventors: Bonnie G. McKinnie, Paul F. Ranken
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Patent number: 4229470Abstract: 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: GrantFiled: January 17, 1979Date of Patent: October 21, 1980Assignee: Montedison S.p.A.Inventors: Paolo Piccardi, Angelo Longoni
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Patent number: RE31771Abstract: 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: GrantFiled: September 30, 1982Date of Patent: December 18, 1984Assignee: Ethyl CorporationInventors: Bonnie G. McKinnie, Paul F. Ranken
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Patent number: RE34423Abstract: 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: GrantFiled: May 20, 1992Date of Patent: October 26, 1993Assignee: Nissan Chemical Industries Ltd.Inventors: Norio Tanaka, Takuya Kakuta, Eiichi Oya, Masatoshi Baba