Chalcogen And The Hetero Ring Bonded Directly To The Same Carbon (e.g., Glycidyl Ethers, Etc.) Patents (Class 549/555)
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Patent number: 5532225Abstract: Acyclic purine phosphonate nucleotide analogs useful to treat herpes viral infections are provided in enantiomerically pure form. These antiviral agents have the structural formula (Ia) or (Ib) ##STR1## and may be in acid, salt or ester form. Such compounds may also be dehydrated to provide antiviral agents in cyclic form. Pharmaceutical compositions are provided containing the antiviral agents, as is a chiral synthesis which may be used to prepare the agents in enantiomerically pure form or as a racemic mixture.Type: GrantFiled: July 31, 1992Date of Patent: July 2, 1996Assignee: SRI InternationalInventors: Elmer J. Reist, Beatrice Ruhland-Fritsch, Pricilla A. Sturm
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Patent number: 5514818Abstract: A method of resolving a mixture of stereoisomers of an aliphatic epoxide containing two or less oxygen atoms is provided. The method comprises utilizing a polysaccharide or a derivative thereof as a resolving agent.Type: GrantFiled: February 10, 1995Date of Patent: May 7, 1996Assignee: Daicel Chemical Industries, Ltd.Inventor: Kozo Tachibana
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Patent number: 5478954Abstract: Process for preparing highly pure enantiomers of oxirane alcohols, which comprises recrystallizing a mixture of the isomeric oxirane alcohols, in which the desired enantiomer is present in an excess of at least 60% ee, in a solvent or solvent mixture at a temperature just below the melting point of the oxirane alcohol.Oxirane alcohols prepared according to the invention are distinguished by high enantiomer purity. Ferroelectric liquid crystals, which contain highly pure enantiomers of oxirane alcohols according to the invention and/or derivatives derived therefrom, have particularly short switching times.Type: GrantFiled: July 28, 1993Date of Patent: December 26, 1995Assignee: Hoechst AktiengesellschaftInventor: Javier Manero
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Patent number: 5391773Abstract: Disclosed is a process for the homogeneous, catalytic hydrogenation of epoxyalkenes and epoxycycloalkenes, especially conjugated .gamma.,.delta.-epoxyalkenes and .gamma.,.delta.-epoxycycloalkenes, to the corresponding epoxyalkanes and epoxycycloalkanes using a solution of a complex rhodium catalyst whereby the olefinic unsaturation is hydrogenated without significant hydrogenolysis of the conjugated epoxy group.Type: GrantFiled: June 17, 1994Date of Patent: February 21, 1995Assignee: Eastman Chemical CompanyInventor: Thomas A. Puckette
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Patent number: 5391552Abstract: A diphenylpiperazine derivative represented by general formula (1), salt thereof, and drug for the circulatory organs containing the same as the active ingredient: ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different from each other and each represents hydrogen, halogen, alkyl, alkoxy, nitro, amino, hydroxy, optionally esterified carboxyl or trifluoromethyl; R.sup.3 represents hydrogen, alkyl, aralkyl, acyl, nitro or optionally esterified carboxymethyl; Ar represents phenyl or naphthyl which may have one to three substituents such as halogen, alkyl, alkoxy, aryloxy, aralkyloxy, nitro, amino, cyano, acyl, hydroxy, optionally esterified carboxyl, substituted sulfonyl, aryl or trifluoromethyl; Z represents sulfur or -NR.sup.4 - wherein R.sup.4 represents hydrogen, alkyl, aralkyl, acyl, aryl, substituted sulfonyl or optionally esterified carboxyl; m represents a number of 1 to 5; and n represents a number of 0 to 5.Type: GrantFiled: May 10, 1993Date of Patent: February 21, 1995Assignee: Pola Chemical Industries, Inc.Inventors: Masato Inazu, Yoshiyuki Miyata, Toshihiro Morimoto, Takeshi Yamamoto, Yuji Yoshiko, Kazunori Harada, Yoshiharu Momota, Masayuki Yanagi, Ryoko Yokota, Tetsuo Katoh, Takayuki Namiki, Makoto Kimura, Nobuyuki Kawakatsu
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Patent number: 5391735Abstract: The present invention relates to a new process for the preparation of 3-substituted derivatives of 1-amino-2-hydroxy-propane in the form of single diastereoisomers, to certain of these diastereoisomers, and to compounds which are intermediates in the new process of the invention.Type: GrantFiled: April 12, 1994Date of Patent: February 21, 1995Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Piero Melloni, Arturo D. Torre, Ettore Lazzari, Giuseppe Mazzini
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Patent number: 5387692Abstract: Agents for the diagnosis or treatment of hypoxic cells comprise a bioreductive moiety such as 2-nitroimidazole, and a metal chelating moiety which is a bis-amine oxime of which a carbon atom adjacent a nitrogen atom is linked to the bioreductive moiety. A chelated metal atom or ion preferably Technetium-99m. The agent diffuses into cells where the 2-nitroimidazole is reduced thus trapping the chelated metal in the cell.Type: GrantFiled: June 16, 1992Date of Patent: February 7, 1995Assignee: Amersham International plcInventors: Anthony L. Riley, James D. Kelly
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Patent number: 5364912Abstract: Thermoplastic resins are prepared by reacting polyglycidyl esters containing one or more mesogenic moieties with compounds having an average of more than one active hydrogen atom per molecule. These resins exhibit ordering of the molecular chains in the melt phase and are susceptible to orientation during processing which can result in enhanced unidirectional mechanical properties. These resins are useful in coatings, laminates, castings and the like.Type: GrantFiled: August 16, 1993Date of Patent: November 15, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5360576Abstract: Compounds of the formula (I) in which the symbols have the following meanings: R.sup.1 is straight-chain or branched (C.sub.3 -C.sub.2)alkenyl containing a terminal double bond, it being possible for one or two non-adjacent CH.sub.2 groups to be replaced by O and/or S atoms, A and B, independently of one another, are phenyl, diazine-2,5-diyl or diazine-3,6-diyl, with the proviso that one of the groups A or B is phenyl and the other is diazine, X is O or S, R.sup.2, R.sup.3 and R.sup.4, independently of one another, are H, straight-chain (C.sub.1 -C.sub.10)alkyl or branched (C.sub.3 -C.sub.10 )alkyl, R.sup.2, R.sup.3 and R.sup.4 not simultaneously being H, have the property of increasing the phase width in CC mixtures or depressing the melting point.Type: GrantFiled: January 21, 1993Date of Patent: November 1, 1994Assignee: Hoechst AktiengesellschaftInventors: Karsten Blatter, Claus Escher, Takamasa Harada, Peter Harnischfeger, Wolfgang Hemmerling
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Patent number: 5352832Abstract: The present invention comprises a process for the asymmetric synthesis of florfenicol, thiamphenicol or chloramphenicol, from a derivative of trans-cinnamic acid, comprising the steps:(a) converting the acid to an acid chloride using a chlorinating agent, and reducing the acid chloride to a trans allylic alcohol with a reducing agent;(b) asymmetrically epoxidizing the allylic alcohol of step (a), by reacting with t-butylhydroperoxide in the presence of a chiral epoxidation catalyst prepared from titanium (IV) isopropoxide and L-diisopropyltartaric acid, to form a chiral epoxide;(c) regioselectively opening the epoxide of step (b) by sequentially treating with sodium hydride, zinc chloride and dichloroacetonitrile to form an oxazoline;(d) stereoselective inversion/isomerization of the oxazoline of step (c) by sequentially treating with: (i) a lower alkylsulfonyl chloride and a tertiary amine base; (ii) sulfuric acid and water; (iii) an alkali metal hydroxide; to form an oxazoline;(e) optionally treating the oxType: GrantFiled: December 18, 1992Date of Patent: October 4, 1994Assignee: Schering CorporationInventors: Guang-Zhong Wu, Wanda I. Tormos
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Patent number: 5336436Abstract: Optically active oxirane derivatives containing a mesogenic molecular unit are suitable as dopes in liquid-crystal mixtures. They give liquid-crystalline ferroelectric phases having short response times and electroclinic phases having large electroclinic coefficients. A further advantage is that they induce a helix of very small pitch, so that they are also suitable for helix compensation in LC mixtures.Type: GrantFiled: June 22, 1992Date of Patent: August 9, 1994Assignee: Hoechst AktiengesellschaftInventors: Gunter Scherowsky, Kirsten Gruneberg
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Patent number: 5310956Abstract: The present invention is optically active epoxides and its production characterized in that the process comprises reacting alkenyl ethylene glycols with 0.5 to 2.0 equivalents of a titanium-tetraalkoxyde, a peroxide and an L-(+)- or D-(-)-dialkyl tartrate at a temperature of -78.degree. to 50.degree. C. to asymmetrically oxidize the alkenyl ethylene glycols. The production of the present invention is an excellent method for producing chiral epoxides in which steric configuration of three asymmetric points can be perfectly controlled, the reaction is performed by mild conditions and the chemical yield and the optical yield are extremely high. The optically active epoxides which can be efficiently produced by the production of the present invention are useful as stating materials of several kinds of compounds.Type: GrantFiled: May 19, 1993Date of Patent: May 10, 1994Assignee: Chisso CorporationInventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5304662Abstract: A compound having the formula (I): ##STR1## in which n is an integer ranging from 2 to 6; X is the residue of an optionally substituted primary or secondary aliphatic or cycloaliphatic polyol of formula II:X(OH).sub.n IIin which X and n have their previous significance; and Z is a group of formula:--CH.sub.2 --CH(CH.sub.2 OY)--in which Y is the residue of an optionally substituted primary or secondary aliphatic or cycloaliphatic monohydric alcohol, or Z is a group of formula: ##STR2## in which W is an optionally substituted aliphatic carbon chain, which may contain one or more heteroatoms, or Z is a group of formula--CH.sub.2 --CH(T)--in which T is an aliphatic or cycloaliphatic alkyl group.Type: GrantFiled: January 6, 1993Date of Patent: April 19, 1994Assignee: Ciba-Geigy CorporationInventors: Michael R. Thoseby, Bryan Dobinson
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Patent number: 5266660Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with curing agents which will normally cure epoxy resins. These curable compositions can be oriented by the application of an electric field, magnetic field drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical or mechanical properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: July 17, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical Co.Inventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
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Patent number: 5264596Abstract: Isotactic poly(glycidyl nitrate) useful in solid propellants is produced by polymerizing chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate. Chiral (R) glycidyl nitrate or its enantiomer is prepared by sequential treatment of chiral (S) glycidyl tosylate or its enantiomer with nitric acid and sodium hydroxide. Chiral (S) glycidyl tosylate or its enantiomer, (R) glycidyl tosylate, can be produced by Sharpless epoxidation of allyl alcohol or by direct tosylation or commercially available chiral glycidol. Likewise, chiral (R) glycidyl nitrate or its enantiomer, (S) glycidyl nitrate, can be prepared directly via nitration of (S) or (R) glycidol, respectively.Type: GrantFiled: August 13, 1992Date of Patent: November 23, 1993Assignee: Thiokol CorporationInventors: Rodney L. Willer, Alfred G. Stern, Robert S. Day
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Patent number: 5260461Abstract: Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, an aqueous solution, a base, a ferricyanide salt and an osmium-containing compound are combined. The chiral ligand is an alkaloid or alkaloid derivative linked to an organic substituent of at least 300 daltons molecular weight through a planar aromatic spacer group. The organic substituent can be another alkaloid or alkaloid derivative. With the described chiral ligands, asymmetric dihydroxylation of olefins with high yields and enantiomeric excesses are achieved.Type: GrantFiled: October 10, 1991Date of Patent: November 9, 1993Assignee: Massachusetts Institute of TechnologyInventors: Jens Hartung, K. Barry Sharpless
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Patent number: 5254704Abstract: The present invention is optically active epoxides and its production characterized in that the process comprises reacting alkenyl ethylene glycols with 0.5 to 2.0 equivalents of a titanium-tetraalkoxyde, a peroxide and an L-(+)- or D-(-)-dialkyl tartrate at a temperature of -78.degree. to 50.degree. C. to asymmetrically oxidize the alkenyl ethylene glycols. The production of the present invention is an excellent method for producing chiral epoxides in which steric configuration of three asymmetric points can be perfectly controlled, the reaction is performed by mild conditions and the chemical yield and the optical yield are extremely high. The optically active epoxides which can be efficiently produced by the production of the present invention are useful as stating materials of several kinds of compounds.Type: GrantFiled: May 20, 1992Date of Patent: October 19, 1993Assignee: Chisso CorporationInventors: Seiichi Takano, Kunio Ogasawara
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Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5243058Abstract: A naphthalene derivative of the following general formula (1) having at least one allyl or propenyl group is described. ##STR1## In the formula, each G represents a hydrogen atoms or ##STR2## R.sup.1 's independently represent a hydrogen atom, an allyl group or a propenyl group provided that at least one or R.sup.1 's is an allyl group or a propenyl group, and R.sup.2 's independently represent a hydrogen atom, an unsubstituted or substituted monovalent hydrocarbon group having from 1 to 6 carbon atoms, or a halogen atom. The derivative is useful for modifying curable resins or resin compositions to provide cured products which have a low water absorption, high strength and a high glass transition temperature. The derivative has good working properties and a good heat resistance.Type: GrantFiled: January 24, 1992Date of Patent: September 7, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Kazutoshi Tomiyoshi, Hisashi Shimizu, Manabu Narumi
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Patent number: 5232897Abstract: Herbicidal pyrimidine compound having the formula ##STR1## wherein the substitutents A, R.sup.1, R.sup.2, X, Y.sup.1, Y.sup.2, Y.sup.3 and Z are as defined herein below.Type: GrantFiled: November 2, 1992Date of Patent: August 3, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunori Hiratsuka, Naonori Hirata, Kazuo Saitoh, Hideyuki Shibata
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Patent number: 5227375Abstract: Novel aromatase inhibitors are disclosed for use in therapeutic preparations for treatment of estrogen-dependent diseases. The compounds are specified 7.alpha.-substituted androstanedione and androstenedione derivatives which show a strong inhibitory activity towards aromatase. The invention includes synthesis and pharmaceutical compositions of said compounds.Type: GrantFiled: February 8, 1990Date of Patent: July 13, 1993Assignee: Endorecherche, Inc.Inventors: Fernand Labrie, Yves Merand
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Patent number: 5216180Abstract: A herbicidal hydroxyethyl-cyclopropyl-azolyl derivative of the formula ##STR1## in which R.sup.1 represents halogen, phenyl or the grouping --Z-R.sup.3, whereinZ represents oxygen, sulphur, SO or SO.sub.2 andR.sup.3 represents alkyl, phenyl or benzyl,R.sup.2 represents alkenyl, optionally substituted furyl, optionally substituted thienyl or the radical of the formula ##STR2## wherein R.sup.4 represents difluoromethoxy, 1,1,2,2-tetrafluoroethoxy, 1,1,2-trifluoro-2-chloro-ethoxy, cyano, formyl, alkoximinoalkyl, carbalkoxy, dialkoxyalkyl, phenoxyalkyl which is optionally substituted in the phenyl moiety by halogen, or benzyloxy which is optionally substituted in the phenyl moiety by halogen andR.sup.5 represents hydrogen or halogen, orR.sup.4 and R.sup.5 are linked in the ortho-position and together represent --O--CH.sub.2 --O--, orR.sup.2 represents the radical of the formula ##STR3## in which R.sup.6 represents difluoromethoxy, 1,1,2,2-tetrafluoroethoxy or 1,1,2-trifluoro-2-chloro-ethoxy, orR.sup.Type: GrantFiled: November 1, 1991Date of Patent: June 1, 1993Assignee: Bayer AktiengesellschaftInventors: Jurgen Scherkenbeck, Monika Frie, Klaus Stroech, Thomas Himmler, Georg-W. Ludwig, Wilhelm Brandes, Stefan Dutzmann
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Patent number: 5187298Abstract: Novel laser-optical recording elements which can be repeatedly erased and recorded on contain recording layers (a) which exhibit enantiotropic, ferroelectric smectic liquid crystalline (S.sub.C*) behavior, so that they can be switched back and forth between two thermodynamically stable, optically distinguishable ferroelectric smectic liquid crystlaline S.sub.C* order states on exposure to a laser beam of sufficient luminous power, by applying an external electric field. The recording layers (a) themselves consist mainly or exclusively of novel polymers P having chiral mesogenic side groups.Type: GrantFiled: May 18, 1990Date of Patent: February 16, 1993Assignee: BASF AktiengesellschaftInventors: Kark-Heinz Etzbach, Gerhard Wagenblast, Wolfgang Brox, Axel Paul, Volker Bach
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Patent number: 5162547Abstract: An improved process for the preparation of glycidyl ethers of formula I ##STR1## wherein Q is an aliphatic, cycloaliphatic or araliphatic radical of a valency m, R is --H or --CH.sub.3, and m is an integer from 1 to 10,by reacting an alcohol of formula Q--(OH).sub.m with m mol of an epihalohydrin of formula II ##STR2## in the presence of a catalyst to the corresponding halohydrin ether, and dehydrohalogenating said halohydrin ether with an alkali metal hydroxide to give a compound of formula I, wherein Q, m and R are as defined above and Hal is halogen,which process comprises using as catalysta) tin difluoride orb) a divalent tin halide in conjunction with a co-catalyst.Type: GrantFiled: December 9, 1991Date of Patent: November 10, 1992Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Heinz Wolleb, Marc-Andre Truffer
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Patent number: 5155233Abstract: Compositions are provided containing epoxysilanes and diphenylamine in an amount at least sufficient to inhibit degradation. Methods for producing such compositions are also provided.Type: GrantFiled: December 24, 1991Date of Patent: October 13, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Shiu-Chin Su, Frederick D. Osterholtz
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Patent number: 5153337Abstract: Novel processes and intermediates for the preparation of tetrahydro-5-hydroxy-3-methylene-2-furan-methanol and of tetrahydro-5-[lower alkoxy (C.sub.1 -C.sub.3)]-3-methylene-2-furanmethanol useful as intermediates in the synthesis of various modified nucleosides having antiviral and other biological activity.Type: GrantFiled: May 10, 1991Date of Patent: October 6, 1992Assignee: American Cyanamid CompanyInventor: Yuri E. Raifeld
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Patent number: 5136062Abstract: A method of preparing a nitrate ester of an epoxy alcohol, which consists of reacting an epoxy alcohol with N.sub.2 O.sub.5 in an inert solvent at a temperature of -10.degree. C. to -40.degree. C., followed by quenching the reaction mixture in aqueous solution. Quenching separates the nitric acid and nitrate ester coproducts into aqueous and organic phases respectively to prevent subsequent reaction between the two. Reaction between the nitric acid coproduct and epoxy alcohol reagent to produce acyclic contaminants is supressed by adding the epoxy alcohol to excess N.sub.2 O.sub.5, thereby rapidly converting available alcohol to nitrate ester.Type: GrantFiled: March 22, 1991Date of Patent: August 4, 1992Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Ross W. Millar, Norman C. Paul, Peter Golding
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Patent number: 5081269Abstract: The invention relates to oligomer epoxy resins which are derived especially from diphenols or from diglycidyl ethers based on these phenols, oligomer epoxy resins containing oxazolidinone groups and based on the novel diglycidyl ethers and curable mixtures containing the novel oligomer epoxy resins, and the reaction products of the novel oligomer epoxy resins with unsaturated carboxylic acids, preferably in the presence of a vinyl monomer to give phenacrylate resins, and phenacrylate resins containing oxazolidinone groups and based on the novel diglycidyl ethers.Type: GrantFiled: June 11, 1990Date of Patent: January 14, 1992Assignee: Bayer AktiengesellschaftInventors: Bernhard Hess, Dieter Freitag, Karsten-Josef Idel
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Patent number: 5061814Abstract: Chiral nonracemic molecules which are useful in the preparation of high polarization density FLC compositions and which have the following structure are provided: ##STR1## wherein Ph is a 1,4 substituted phenyl group, m=2 and n=1 or m=1 and n=2, asymmetric carbons are indicated by *. R is an alkyl group having three to fifteen carbon atoms, and R' is an alkyl group having one to seven carbons. The invention in particular provides compounds having the R,R or S,S configuration in the epoxide tail. The epoxy phenylbenzoates of this invention display a property of inducing a tilt angle greater than expected in FLC compositions in which they are combined.Type: GrantFiled: June 1, 1989Date of Patent: October 29, 1991Assignee: Displaytech, Inc.Inventors: Michael D. Wand, Rohini T. Vohra, David M. Walba
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Patent number: 5004817Abstract: Compounds having the formula (I): ##STR1## wherein: M is an alkali or alkaline-earth metal or a C.sub.1 -C.sub.18 alkyl group;X is a group selected from --CH.sub.2 --, --CO--, --CH.sub.2 --CO--, --CH(CH.sub.3)--CO--,p is 0 or 1;Ar is a simple or condensed aromatic ring or Ar represents two or more aromatic nuclei bonded either by a simple bond or by an --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CS--, or --NH-- group;y is H or CH.sub.3 ;m is 1 when Y=--CH.sub.3, or an integer from 1 to 5 (including both values) when Y=H; n is a number ranging from 1 to 500 (including both values); andZ is H; a C.sub.1 -C.sub.18 alkyl; benzyl; glycidyl; acetyl; allyl; --CO--NH--R or --CO--NH--R.sub.1 --NCO group.Type: GrantFiled: February 27, 1989Date of Patent: April 2, 1991Assignee: Montefibre, S.p.A.Inventors: Catia Bastioli, Salvatore Garlisi, Dario Fornara, Vittorio Bellotti
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Patent number: 4983748Abstract: Polysaccharide aldehydes having the formula Sacch--O--CH.sub.2 --CH.dbd.CH--CHO, Saach--O--CH.sub.2 --C.tbd.C--CHO, ##STR1## starch, cellulose, and gum aldehydes, are useful for imparting wet, dry, or temporary wet strength to paper. They are prepared by a non-oxidative method which involves reacting the polysaccharide base, in the presence of alkali, with a derivatizing acetal reagent having the general structure ##STR2## and then hydrolyzing the acetal by adjusting the pH to less than 7, preferably 2-4. In the formulas, n is 1-3; R.sup.11 and R.sup.12 are independently an alkyl, aryl, aralkyl, or alkaryl group when n is 1, R.sup.11 or R.sup.12 is one of the groups when n is 2, or R.sup.11 and R.sup.12 are not present when n is 3; R.sup.13 is an alkyl group, optionally containing an ether linkage, or an aralkyl group; R.sup.14 and R.sup.15 are individually a hydrogen or a methyl group; R.sup.16, R.sup.17, and R.sup.18 are individually an alkyl group; Y.sup.Type: GrantFiled: December 28, 1988Date of Patent: January 8, 1991Assignee: National Starch and Chemical Investment Holding CorporationInventors: John J. Tsai, Patrick G. Jobe, Diane J. Lamb, Robert L. Billmrs, Martin M. Tessler
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Patent number: 4981605Abstract: A liquid modified ethylenic random copolymer selected from an epoxidization product of a liquid ethylenic random copolymer of ethylene and an alpha-olefin having 3 to 20 carbon atoms and a hydroxylation product of a liquid ethylenic random copolymer of ethylene and an alpha-olefin having 3 to 20 carbon atoms. The modified copolymer is characterized in that (i) the liquid modified ethylenic random copolymer has an ethylene component content of 10 to 85 mole % and an alpha-olefin component content of 15 to 90 mole %, (ii) in the .sup.13 C-NMR spectrum of the liquid modified ethylenic random copolymer, signals of .alpha..beta. and .beta..gamma.Type: GrantFiled: June 1, 1988Date of Patent: January 1, 1991Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toshiyuki Tsutsui, Akinori Toyota, Norio Kashiwa
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Patent number: 4946974Abstract: Optically active derivatives of glycidol are disclosed. These compounds, (2S) and (2R) glycidyl tosylate and (2S) and (2R) glycidyl 4-chloro-3-nitrobenzenesulfonate can be readily crystallized to high enantiomeric purity. Their use in other synthesis reactions is also described.Type: GrantFiled: October 1, 1986Date of Patent: August 7, 1990Assignee: Massachusetts Institute of TechnologyInventors: Karl B. Sharpless, Janice M. Klunder, Tetsuo H. Onami
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Patent number: 4908227Abstract: This invention relates to divinyl epoxy ethers having the formula ##STR1## wherein x and x' are integers each having a value of from 0 to 3 and to the preparation and use of the above divinyl epoxy ethers for metal, wood or plastic coatings which possess high resistance to solvents and improved flexibility over saturated epoxy compounds.Type: GrantFiled: August 29, 1988Date of Patent: March 13, 1990Assignee: GAF Chemicals CorporationInventors: James A. Dougherty, Fulvio J. Vara, Lowell R. Anderson
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Patent number: 4863949Abstract: The present invention provides compounds of the general formula: ##STR1## wherein Ar is a substituted or unsubstituted aromatic or heteroaromatic radical, A is a straight-chained or branched alkylene chain containing up to 8 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms, B is a straight-chained mono- or bicyclic, optionally branched, saturated or unsaturated alkylene chain containing up to 12 carbon atoms, a --CH.sub.2 -- group of which can be replaced by a cycloalkylene radical containing 3 to 7 carbon atoms and/or up to two --CH.sub.2 -- groups of which can be replaced by an oxygen or a sulphur atom or by an --S(.dbd.O) or --S(.dbd.O).sub.2 group, X is a valency bond, an oxygen atom or an --NR.sup.1 group, in which R.sup.1 is a hydrogen atom or a straight-chained or branched, saturated or unsaturated alkyl or nitroxyalkyl radical containing up to 6 carbon atoms or R.sup.1, together with the nitrogen atom of the --NR.sup.Type: GrantFiled: September 21, 1987Date of Patent: September 5, 1989Assignee: Boehringer Mannheim GmbHInventors: Herbert Simon, Helmut Michel, Wolfgang Bartsch, Klaus Strein
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Patent number: 4806685Abstract: A novel 1,1,2-triphenylpropene derivative, namely: ##STR1## acts on the endocrine system of rats. It exerts oestrogenic or antioestrogenic effects of varying strength in rats, and furthermore inhibits the growth of the mammary tumor induced by 7,12-dimethyl-benz(a)anthracene in rats.Type: GrantFiled: January 31, 1986Date of Patent: February 21, 1989Assignee: Gyogyszerkutato Inteezet/Pharmaceutical Research InstituteInventors: Gizella Abraham, Tibor Horvath, Lajos Toldy, Janos Borvendeg, Endre Csanyi, Eva Kiss, Ilona S. nee Hermann, Kalman Tory
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Patent number: 4782176Abstract: Phenoxycarboxylic acids of the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 R.sub.5, Z and n are as hereinafter set forth, are as described. The compounds of formula I are antagonists of slow reacting substance of anaphylaxis (SRS-A), which renders them useful as agents for the treatment of allergic conditions.Type: GrantFiled: May 23, 1983Date of Patent: November 1, 1988Assignee: Hoffmann-La Roche Inc.Inventors: Matthew Carson, Ronald A. LeMahieu, William C. Nason
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Patent number: 4772727Abstract: A multistage method for producing R-(+)-.alpha.-lipoic acid and S-(-)-.alpha.-lipoic acid (thioctic acid) by reacting a compound of formula II ##STR1## by means of enantioselective epoxidation to the epoxy alcohol of formula III, ##STR2## reduction to 1,3-diol-dihydroxynone-8-ene of formula IV, ##STR3## reaction with a substituted sulfonic acid chloride to 1,3-disulfoxynone-8-ene of formula V, ##STR4## oxidation with ruthenium tetroxide to 6,8-disulfoxyoctanoic acid of formula VI ##STR5## and subsequent reaction with sodium sulfide/sulfur.Type: GrantFiled: August 7, 1987Date of Patent: September 20, 1988Assignee: DegussaInventors: Ian O. Sutherland, Philip C. B. Page, Christopher M. Rayner
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Patent number: 4762648Abstract: The present invention relates to a novel mono-functional and bis-functional anthraquinone-(oxy-2,3-oxido-propanes) and to a process for their preparation. The compounds according to the invention are useful as intermediates in the preparation of drugs possessing a .beta.-receptor blocker action and as crosslinking agents in the preparation of polymers, and moreover exhibit cytostatic activity.Type: GrantFiled: August 29, 1984Date of Patent: August 9, 1988Assignee: Hoechst AktiengesellschaftInventors: Ulrich Stache, Hans P. Kraemer, Hans-Harald Sedlacek
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Patent number: 4758262Abstract: This invention relates to herbicidally active propylene oxide derivatives, agriculturally suitable compositions thereof, and a method of using them as herbicides or plant growth regulants.Type: GrantFiled: December 13, 1985Date of Patent: July 19, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventor: Rafael Shapiro
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Patent number: 4758582Abstract: Novel fungicidally active compounds of the formula ##STR1## in which X is nitrogen or the CH group,Y is hydrogen, bromine or iodine,Z is oxygen, sulphur, the --SO-- group or the --SO.sub.2 -- group, andAR is optionally substituted aryl,or physiologically tolerated additon products thereof with acids or metal salts.Type: GrantFiled: January 6, 1986Date of Patent: July 19, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Jager, Manfred Jautelat, Dieter Arlt, Paul Reinecke, Wilhelm Brandes, Gerd Hanssler
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Patent number: 4724031Abstract: 2,6-Disubstituted 4-epoxypropyl glycidyl ethers of the formula ##STR1## wherein X is a group R' or X is a group of the formula ##STR2## and each of R and R' independently of the other is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, a halogen atom or C.sub.6 -C.sub.10 aryl, can be used, together with customary epoxy resin hardeners, for the preparation of cured products, in particular for application in the electronics industry, or as adhesives. Compounds of the formula are also valuable reactive diluents for curable epoxy resin mixtures.Type: GrantFiled: June 4, 1986Date of Patent: February 9, 1988Assignee: Ciba-Geigy CorporationInventors: Charles E. Monnier, Sheik Abdul-Cader Zahir, Sameer H. Eldin
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Patent number: 4711950Abstract: A polyether polymer or copolymer with a pendant group of the formula ##STR1## in its molecule, said polymer or copolymer consisting essentially of (1) 1 to 100 mole % of recurring units represented by the following formula (I) ##STR2## and (2) 0 to 99 mole % of at least one type of recurring units represented by the following formula (II) ##STR3## and having a reduced viscosity .eta..sub.red, determined at 45.degree. C. in its 0.1% benzene solution or at 80.degree. C. in its 0.1% monochlorobenzene solution, of at least 0.01; a process for producing thereof and novel epoxyether compound therefor.Type: GrantFiled: October 31, 1986Date of Patent: December 8, 1987Assignee: Osaka Soda Co., Ltd.Inventors: Katsuhito Miura, Tetsuya Nakata
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Patent number: 4705874Abstract: Ferroelectric (chiral) smectic liquid crystal compounds having an achiral core and chiral tail units derived from (2,3)-epoxyalkyloxiranemethanols possess a high ferroelectric polarization density. These newly made compounds exhibit high speed, multistate electro-optic switching properties which make them ideally suited to certain electro-optic display device applications.Type: GrantFiled: October 31, 1986Date of Patent: November 10, 1987Assignee: University Patents, Inc.Inventors: David M. Walba, Rohini Vohra
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Patent number: 4654426Abstract: Antimicrobial activity is exhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen or aryl;R.sub.2 is hydroxymethyl, carboxyaldehyde, propenalyl, 3-hydroxy-1-propenyl, or 3-hydroxy-1,2-epoxypropyl; andn is 2 and m is 1 or n is 3 and m is 0; with the proviso that if R.sub.1 is hydrogen, n is 2 and m is 1.Type: GrantFiled: January 22, 1986Date of Patent: March 31, 1987Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, William H. Koster
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Patent number: 4649160Abstract: Substituted phenoxy-aminopropanols of the formula ##STR1## wherein R is a branched-chain alkyl of 3 or 4 carbon atoms, R.sup.1 is hydrogen, halogen or lower alkyl and R.sup.2 and R.sup.3, independently, are hydrogen, halogen, lower alkyl, lower alkoxy or lower alkylthio, and pharmaceutically acceptable acid addition salts thereof, are described. A process for their preparation, as well as pharmaceutical preparations containing them are also described. The compounds of formula I and their salts possess cardioselective .beta.-adrenergic blocking activity and antihypertensive activity.Type: GrantFiled: September 6, 1985Date of Patent: March 10, 1987Assignee: Hoffmann-La Roche Inc.Inventor: Peter J. Machin
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Patent number: 4645842Abstract: A novel compound useful in detecting leukocytes, esterase and protease in a test sample. The compound has the structure ##STR1## in which: A is an acid residue, R is lower alkyl, aryl, carboxyl, carboxyl ester, amido or cyano, R* is H or lower alkyl, and X is O, S, or NR', in which R' is H, lower alkyl or aryl.Type: GrantFiled: April 6, 1984Date of Patent: February 24, 1987Assignee: Miles Laboratories, Inc.Inventors: Paul F. Corey, Frederick E. Ward, Kin F. Yip, Meitak T. Yip
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Patent number: 4638073Abstract: Ferroelectric (chiral) smectic liquid crystal compounds having an achiral core and chiral tail units derived from (2,3)-epoxyalkyloxiranemethanols possess a high ferroelectric polarization density. These newly made compounds exhibit high speed, multistate electro-optic switching properties which make then ideally suited to certain electro-optic display device applications.Type: GrantFiled: October 1, 1985Date of Patent: January 20, 1987Inventors: David M. Walba, Rohini Vohra
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Patent number: 4612381Abstract: Fungicidal triazoles and imidazoles of the formula ##STR1## and stereoisomers thereof, wherein Z is --CH.dbd. or .dbd.N-- and X and Y are oxygen or sulphur. As illustrative values for the other substituents, there may be mentioned alkyl or cycloalkyl for R.sup.1 ; hydrogen and alkyl for R.sup.2 ; alkyl or alkenyl for R.sup.3 and R.sup.4 ; hydrogen or alkyl for R.sup.5 and R.sup.6. Acid salts and metal complexes are included. Also disclosed are various intermediates for preparing the compounds of (I).Type: GrantFiled: October 15, 1984Date of Patent: September 16, 1986Assignee: Imperial Chemical Industries PLCInventor: John M. Clough
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Patent number: RE33367Abstract: A polyether polymer or copolymer with a pendant group of the formula ##STR1## in its molecule, said polymer or copolymer consisting essentially of (1) 1 to 100 mole % of recurring units represented by the following formula (I) ##STR2## and (2) 0 to 99 mole % of at least one type of recurring units represented by the following formula (II) ##STR3## and having a reduced vicsocisty .eta..sub.red, determined at 45.degree. C. in its 0.1% benzene solution or at 80.degree. C. in its 0.1% monochlorobenzene solution, of at least 0.01; a process for producing thereof and novel epoxyether compound therefor.Type: GrantFiled: June 9, 1988Date of Patent: October 2, 1990Assignee: Osaka Soda Co., Ltd.Inventors: Katsuhito Miura, Tetsuya Nakata