Phosphorus Attached Directly To The Five-membered Hetero Ring By Nonionic Bonding Patents (Class 548/412)
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Patent number: 5410060Abstract: Arenebisphosphine oxides of the general formula ##STR1## where R.sup.1 to R.sup.4 independently of one another are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.5 -C.sub.10 -aryl, C.sub.5 -C.sub.12 -aryloxy or C.sub.7-C.sub.14 -arylalkoxy, R.sup.5 and R.sup.6 independently of one another may each be C.sub.1 -C.sub.6 -alkyl, C.sub.5 -C.sub.10 -cycloalkyl or C.sub.5 -C.sub.12 -aryl, each of which may furthermore contain one or two nitrogen or sulfur atoms in the ring system or carry one or two halogen atoms or C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkoxy groups as substituent on the ring system, or C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -alkoxyalkoxy, C.sub.5 -C.sub.12 -aryloxy or C.sub.7 -C.sub.14 -arylalkoxy, or R.sup.5 and R.sup.6 together form a bridge of 2 to 10 carbon atoms, in which some of the carbon atoms may furthermore be part of an aromatic ring.Type: GrantFiled: December 2, 1993Date of Patent: April 25, 1995Assignee: BASF AktiengesellschaftInventors: Jochen Schroeder, Wolfgang Siegel, Matthias Lokai
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Patent number: 5393754Abstract: Insecticidal, acaricidal or nematocidal compositions which comprise a series of organophosphorus compounds represented by the following representative structural formulae: ##STR1## show excellent effect for controlling harmful insects, mites and nematodes, do not give off a bad or irritating smell and exhibit very low toxicity to warm-blooded animals.Type: GrantFiled: September 9, 1993Date of Patent: February 28, 1995Assignee: Agro-Kanesho Co., Ltd.Inventors: Katsumi Nanjo, Akinori Kariya, Shinya Henmi, Hideyo Fujii, Syuichi Usui
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Patent number: 5368985Abstract: Bisacylphosphine sulfides of formula I ##STR1## wherein R.sub.1 is unsubstituted C.sub.1 -C.sub.18 or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, --CN, C.sub.1 -C.sub.12 alkoxy or halogen, C.sub.2 -C.sub.18 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.8 cycloalkyl which is substituted by C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy or halogen, unsubstituted C.sub.6 -C.sub.12 aryl or C.sub.6 -C.sub.12 aryl which is substituted by halogen, C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.12 alkoxy, or a 5- or 6-membered aromatic heterocyclic radical which contains oxygen, sulfur and/or nitrogen and is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, andR.sub.2 and R.sub.3 are each independently of the other unsubstituted C.sub.1 -C.sub.18 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, halogen or C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.6 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.Type: GrantFiled: February 28, 1994Date of Patent: November 29, 1994Assignee: Ciba-Geigy CorporationInventors: Werner Rutsch, Gebhard Hug, Manfred Kohler
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Patent number: 5360563Abstract: There are disclosed compounds of formulae I and Ia ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other C.sub.1 -C.sub.13 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR2## R is hydrogen or methyl, R.sub.3 is hydrogen or C.sub.1 -C.sub.13 alkyl, andR.sub.4 and R.sub.5 are each independently of the other hydrogen, C.sub.1 -C.sub.18 alkyl which may be interrupted by oxygen, C.sub.5 -C.sub.6 cycloalkyl or, together with the linking N-atom, are a group of formula ##STR3## withe proviso that R.sub.3, R.sub.4 and R.sub.5 are not simultaneously hydrogen and HNR.sub.1 R.sub.2 are not identical with NR.sub.3 R.sub.4 R.sub.5.The compounds are suitable for use as lubricant additives.Type: GrantFiled: May 27, 1993Date of Patent: November 1, 1994Assignee: Ciba-Geigy CorporationInventors: Horst Zinke, Rolf Schumacher
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Patent number: 5344930Abstract: Compounds of the general formula: ##STR1## are useful as surfactants in the preparation of fluorocarbon emulsions, which can be used as oxygen-carrying blood substitutes, and for many other therapeutic and diagnostic applications. They are further useful in liposomal formulations which are themselves therapeutic agents or provide a vehicle for such agents.Type: GrantFiled: November 8, 1993Date of Patent: September 6, 1994Assignee: Alliance Pharmaceutical Corp.Inventors: Jean G. Riess, Francois Jeanneaux, Marie-Pierre Krafft, Catherine Santaella, Pierre Vierling
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Patent number: 5334766Abstract: A process for the resolution of racemic diphosphine oxides into the optically active antipodes by reacting the racemate with a resolving agent comprising using a carbamate or thiocarbamate of an optically active .alpha.-hydroxycarboxylic acid or .alpha.-aminocarboxylic acid as the resolving agent.Type: GrantFiled: April 9, 1992Date of Patent: August 2, 1994Assignee: Hoffmann-La Roche Inc.Inventors: Marco Cereghetti, Alain Rageot
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Patent number: 5274125Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy or a protected hydroxy group, R.sup.1 signifies a five membered heteroaromatic ring, R.sup.2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. The compounds of formula I serve in the form of complexes with a metal of Group VIII as catalyst for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.Type: GrantFiled: November 13, 1992Date of Patent: December 28, 1993Assignee: Hoffmann-La Roche Inc.Inventors: Emil A. Broger, Joseph Foricher, Bernd Heiser, Rudolf Schmid
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Patent number: 5244857Abstract: Compounds of formula II ##STR1## wherein the groups (R.sub.1).sub.2 P(CH.sub.2).sub.m and n are in o- or m-position to each other and the substituents R.sub.1 are identical or different radicals, m and n are each independently of the other 0 or 1, R.sub.1 is linear or branched C.sub.1 -C.sub.12 alkyl, unsubstituted C.sub.5 -C.sub.6 cycloalkyl or C.sub.5 -C.sub.6 cycloalkyl which is substituted by C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, or is phenyl or benzyl, or both substituents R.sub.1 in a group (R.sub.1).sub.2 P together are o,o'-diphenylene, --R.sub.2 --X-- is a bond or --(C.sub.x H.sub.2x --O).sub.y --, or X-- is O-- and R.sub.2 is C.sub.1 -C.sub.6 alkylene, x is an integer from 2 to 6 and y is an integer from 2 to 6, R.sub.3 is C.sub.2 -C.sub.18 alkylene, phenylene or benzylene, and R.sub.4 is C.sub.1 -C.sub.6 alkyl or phenyl, can be applied to solid carriers, such as silica gel or aerosils, and complexed with rhodium or iridium compounds.Type: GrantFiled: January 21, 1992Date of Patent: September 14, 1993Assignee: Ciba-Geigy CorporationInventors: Benoit Pugin, Manfred Muller, Felix Spindler
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Patent number: 5212304Abstract: The compounds of the invention include novel linking agents comprising 2-substituted-3-protected-1,3,2-oxazaphosphacycloalkanes and their phosphoramidite precursors. The compounds of the invention further include conjugates of the above linking agents with oligonucleotides and polymer supports. The compounds of the present invention are useful for linking organic moieties, such as fluorescent or chromogenic dyes, to polymer supports and oligonucleotides, particularly single- and double-stranded DNA and RNA fragments.Type: GrantFiled: July 8, 1988Date of Patent: May 18, 1993Assignee: Applied Biosystems, Inc.Inventors: Steven Fung, Sam L. Woo, Lloyd M. Smith
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Patent number: 5147865Abstract: The invention relates to new phosphonopyrrolidine- and piperidine-containing pseudopeptides, to a process for their preparation and to their use as medicaments, in particular as antiviral agents in human and veterinary medicine.Type: GrantFiled: August 15, 1991Date of Patent: September 15, 1992Assignee: Bayer AktiengesellschaftInventors: Dieter Habich, Jutta Hansen, Arnold Paessens
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Patent number: 5103007Abstract: Lipid derivatives represented by the formula: ##STR1## wherein R.sup.1 stands for an optionally substituted higher alkyl group, R.sup.2 stands for an optionally substituted lower alkyl group or an optionally substituted nitrogen-containing heterocyclic group, R.sup.3 stands for a tertiary amino group or a quaternary ammonium group, J stands for oxygen atom or S(O)t (where t deontes 0, 1 or 2), m and n respectively denotes 1 or 2, p denotes 0, 1 or 2, q and r respectively denote an integer of 2 to 5.and salts thereof have antitumor activities including differentiation-inducing activity and are useful as antitumor agents.Type: GrantFiled: October 27, 1989Date of Patent: April 7, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Hiroshi Akimoto, Keizo Inoue
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Patent number: 5081245Abstract: A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;R.sup.1 represents a higher alkyl group which may be substituted;R.sup.2 represents a hydrogen atom or a lower alkyl group, a lower alkanoyl group or a nitrogen-containing 5- to 7-membered heterocyclic group each of which may be substituted; X represents a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --wherein p represents an integer of 1 to 5, a divalent group represented by the formula:--O(CH.sub.2).sub.q --wherein q represents an integer of 3 to 8, or a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --J--(CH.sub.2).sub.q --wherein J represents an oxygen atom or a group represented by the formula: --S(O).sub.Type: GrantFiled: August 18, 1989Date of Patent: January 14, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Hiroshi Akimoto, Eiko Imamiya, Keizo Inoue
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Patent number: 5059687Abstract: A process for the condensation of imides and alcohols or amines to ester acyl lactams, ester amide acyl lactams or amide acyl lactams by reacting a polyol or polyamine in the liquid phase with an acyl lactam compound is disclosed.Type: GrantFiled: April 12, 1990Date of Patent: October 22, 1991Assignee: Stamicarbon B.V.Inventors: Christiaan Schroder, Albert A. Van Geenen, Josefina M. A. Schiffer
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Patent number: 5036153Abstract: (R,R)-2,5-Diazabicyclo[ 2.2.1]heptanes are prepared from a compound of the formula ##STR1## wherein X and R.sub.2 are as defined herein, by heating with tosylchloride in pyridine, reacting the formed compound of the formula ##STR2## with a C.sub.1 -C.sub.6 alkylamine or ammonia, and reducing or hydrolyzing the formed compound of the formula ##STR3## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.6 alkyl.Type: GrantFiled: October 18, 1989Date of Patent: July 30, 1991Inventors: Tamim F. Braish, Darrell E. Fox
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Patent number: 5006663Abstract: A nitroxide radical of the formula (I) or (II): ##STR1## in which R.sub.1 and R.sub.2 are independently chosen from among the optionally deuterated alkyl, alkoxyl, dialkylaminyl and phenyl radicals, H, D or Cl; R.sub.3, R.sub.8 and R.sub.9 are independently chosen from among the optionally deuterated alkyl, alkoxyl and phenyl radicals; R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are independently chosen from among the optionally deuterated alkyl, alkoxyl, dialkylaminyl and phenyl radicals, COOH, OH, OD, H, D, a halogen, COOR (in which R is an alkyl radical); R.sub.10 and R.sub.11 are independently chosen from among optionally deuterated alkyl, alkoxyl, dialkylaminyl and phenyl radicals, COOH, OH, OD, H, D, a halogen, COOR (in which R is an alkyl radical) or represent an oxygen atom linked with the cycle of the radical by a double bond is described.Type: GrantFiled: November 8, 1989Date of Patent: April 9, 1991Assignee: Commissariat a l'Energie AtomiqueInventors: Yves Berchadsky, Nelly Kernevez, Francois Le Moigne, Anne Mercier, Liliane Secourgeon, Paul Tordo
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Patent number: 4985567Abstract: New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R.sup.1 is hydrogen or --COA.sup.1, --COOA.sup.2, --CONHA.sup.3, --SO.sub.2 A.sup.4 or --PO(A.sup.5).sub.2, A.sup.1, A.sup.2, A.sup.3, A.sup.4 and A.sup.5 each represents independently alkyl or aryl, R.sup.2 is phenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, and R.sup.3 is phenyl, lower-alkylphenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, with the proviso that R.sup.2 and R.sup.3 may not simultaneously by phenyl, p-di(lower-alkyl)-aminophenyl or p-lower-alkoxyphenyl, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.Type: GrantFiled: March 6, 1989Date of Patent: January 15, 1991Assignees: Kazuo Achiwa, Fuji Yakuhin Kogyo Kabushiki KaishaInventors: Kazuo Achiwa, Hideo Takeda
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Patent number: 4973704Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-6 alkyl not containing an asymmetric carbon atom, C.sub.3-7 cycloalkyl or ##STR2## wherein R.sub.5, R.sub.6 and R.sub.7 are as defined below, R.sub.2 is C.sub.1-6 alkyl not containing an asymmetric carbon atom, C.sub.3-7 cycloalkyl or ##STR3## wherein R.sub.8, R.sub.9 and R.sub.10 are as defined below, R.sub.3 is hydrogen, C.sub.1-6 alkyl not containing an asymmetric carbon atom, C.sub.3-7 cycloalkyl or ##STR4## wherein R.sub.11, R.sub.12 and R.sub.13 are as defined below, R.sub.4 is hydrogen, C.sub.1-6 alkyl not containing an asymmetric carbon atom, C.sub.3-7 cycloalkyl or ##STR5## wherein R.sub.14, R.sub.15 and R.sub.16 are as defined below, X is --(CH.sub.2).sub.m --, --CH.dbd.CH--, --CH.dbd.CH--CH.sub.2 --or --CH.sub.2 --CH.dbd.CH--, wherein m is 0, 1, 2 or 3, andZ is ##STR6## wherein R.sub.17 is hydrogen or C.sub.1-3 alkyl, andR.sub.18 is hydrogen, R.sub.19 or M,whereinR.sub.Type: GrantFiled: April 14, 1989Date of Patent: November 27, 1990Assignee: Sandoz Pharm. Corp.Inventor: James R. Wareing
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Patent number: 4923996Abstract: The invention relates to rhodium complexes of the formula[A--O--(CH.sub.2 CH.sub.2 O).sub.n --A].sup.2+ 2 X.sup.- Iaand[A--O--(CH.sub.2 CH.sub.2 O).sub.m --CH.sub.3 ].sup.+ X.sup.-Ibin whichn=5-1,000,m=5-250,X.sup.- denotes a tetrafluoroborate, hexafluorophosphate or per-chlorate anion,A denotes a radical of the formula ##STR1## (en).sub.2 denotes two molecules of a monoolefin or one molecule of a diolefinAr denotes phenyl or phenyl which is substituted by one or two alkyl groups having 1 or 2 carbon atoms andR.sup.1 denotes an arylene or alkylene bridge, and their use for the preparation of L-phosphinothricin and its derivatives by enantioselective catalytic hydrogenation of 2,3-dehydrophosphinothricin (derivatives).Type: GrantFiled: February 17, 1989Date of Patent: May 8, 1990Assignee: Hoechst AktiengesellschaftInventors: Wolf-Dieter Muller, Hans-Jerg Kleiner
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Patent number: 4879389Abstract: New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom, --COR, --COOR, --CONHR or --SO.sub.2 --R where R is an alkyl or aryl group, R.sup.2 and R.sup.3 each represents independently an aryl group which may have a substituent or substituents, and R.sup.4 and R.sup.5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.Type: GrantFiled: June 25, 1987Date of Patent: November 7, 1989Inventor: Kazuo Achiwa
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Patent number: 4876339Abstract: A reaction medium of ethanol condensed with 1-20, most preferably 4-6 moles, of ethylene or propylene oxide per mole of ethanol greatly improves the practicality of the preparation of azacycloalkane-2,2-diphosphonic acids of the general formula I: ##STR1## where R means a hydrogen or a lower alkyl radical with from 1 to 3 carbon atoms, and n means an integer between 3 and 11, by phosphonylating the corresponding lactams with phosphonic acid and phosphorous trihalides in the presence of water.Type: GrantFiled: March 10, 1989Date of Patent: October 24, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Helmut Blum, Siglinde Hemmann
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Patent number: 4857214Abstract: Oil-soluble reaction products of inorganic phosphorus containing acids or anhydrides with a boron compound and ashless dispersants such as alkenyl succinimides are useful as antiwear/EP additives in lubricants.Type: GrantFiled: September 16, 1988Date of Patent: August 15, 1989Assignee: Ethylk Petroleum Additives, Inc.Inventors: Andrew G. Papay, Rolfe J. Hartley
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Patent number: 4851525Abstract: Process for the conversion of an organophosphonic acid of the formula ##STR1## in which n=3-5 and R=H or C.sub.1 -C.sub.3 alkyl, into an alkali metal or ammonium salt comprising reacting the moist filter cake which accumulates during the production of organophosphonic acids by known processes (water content 10 to 40% by weight) with anhydrous or concentrated aqueous alkali metal hydroxide or ammonia and exposing the paste formed, which has a water content of from 20 to 80% by weight, to intense shear forces in mixing, dispersing, or kneading units, water being removed from the paste under reduced pressure and with application of heat until the paste changes into a free-flowing powder.Type: GrantFiled: August 12, 1987Date of Patent: July 25, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Willi Wuest, Hubert Harth, Dirk Springer, Franz Foerg
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Patent number: 4743618Abstract: Novel compounds useful as dopamine receptor agonists for the treatment of various diseases of the central nervous system such as Parkinson's disease and related disorders having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H, and OA; A is selected from the group consisting of hydrocarbyl radicals; ##STR2## where X is S or O: and pharmaceutically acceptable salts thereof. Also disclosed is a method for inducing a dopaminergic response in a patient by adminstering a pharmacologically-effective amount of one of the foregoing compounds.Type: GrantFiled: July 28, 1986Date of Patent: May 10, 1988Assignee: Nelson Research & Development Co.Inventor: Alan S. Horn
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Patent number: 4668795Abstract: Optically active 1-benzyl-3,4-bis-(diphenylphosphino)-pyrrolidine is produced in a three-step process from optically active 1-benzyl-2,5-dioxo-3,4-dihydroxy-pyrrolidine. The product is useful as a chiral ligand in rhodium complexes which serve as catalysts for the homogeneous asymmetric hydrogenation of prochiral substrates.Type: GrantFiled: December 4, 1985Date of Patent: May 26, 1987Assignee: Degussa AktiengesellschaftInventors: Juan G. Andrade, G/u/ nter Prescher, Ulrich Nagel
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Patent number: 4668823Abstract: A process for the selective production of bulky alkyldiarylphosphines and unsymmetrical dialkylarylphosphines comprising reacting a first Grignard reagent having a bulky alkyl group with an aryldichlorophosphine and thereafter and without isolating the resulting bulky alkylarylchlorophosphine intermediate, reacting said intermediate with a second Grignard reagent having a different, less bullky alkyl group or an aryl group to provide the product phosphine.Type: GrantFiled: December 30, 1983Date of Patent: May 26, 1987Assignee: Union Carbide CorporationInventor: Rex E. Murray
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Patent number: 4645800Abstract: A composition containing lactam functional materials, which are useful in the preparation of nylon block polymers, selected from the group consisting of: ##STR1## wherein, Q is ##STR2## with Y=C.sub.3 -C.sub.11 alkylene; b is an integer equal to 2 or more;R.sub.1 is an alkyl, aryl, aralkyl, alkyloxy, halogen, aryloxy, or aralkyloxy group;Z is a segment of: (1) a polyether, provided said polyether is not solely polyarylene polyether; (2) a polyester containing polyether or polymeric hydrocarbon segments (3) a hydrocarbon; (4) a polysiloxane; or (5) combinations thereof.Type: GrantFiled: July 3, 1985Date of Patent: February 24, 1987Assignee: DSM Rim Nylon VOFInventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
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Patent number: 4634775Abstract: There are described new optically active 3,4-bis-(diphenylphosphino)-pyrrolidines of the formula ##STR1## wherein Ph is a phenyl group and R is hydrogen, an alkyl group, an arylalkyl group or an acyl group, rhodium complexes containing a compound of formula (I) as its chiral ligands, said rhodium complexes having the formula[RH(en).sub.2 A].sup.+ X.sup.- (II),where (en).sub.2 is two molecules of a monoolefin or one molecule of a diolefin, A is an optically active compound of formula (I) and X.sup.- is a tetrafluoroborate, hexafluorophosphate or a perchlorate ion, and use of the rhodium complexes as catalysts for the homogeneous asymmetric hydrogenation of unsubstituted or .beta.-substituted .alpha.-acylamino-acrylic acids.Type: GrantFiled: January 2, 1985Date of Patent: January 6, 1987Assignee: Degussa AktiengesellschaftInventors: Wolfgang Beck, Ulrich Nagel
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Patent number: 4620013Abstract: Novel chiral phosphines are disclosed which when complexed with rhodium provide catalyst compositions for asymmetric hydrogenations.Type: GrantFiled: June 14, 1985Date of Patent: October 28, 1986Assignee: Hoffmann-La Roche Inc.Inventors: Emil A. Broger, Yvo Crameri
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Patent number: 4605647Abstract: New oxaazaphosphorine compounds corresponding to the formula: ##STR1## in which R is alkyl, cycloalkyl or alkoxy,phenyl, phenylalkyl, phenoxy or thiophenoxy in which the phenyl ring may be substituted by alkyl or alkoxy or by halogen.mono- or di-alkylamino optionally mono- or di-substituted by halogen, orpyrrolidinyl, piperidyl or morpholinyl or optionally substituted piperazinyl.These compounds may be used for antineoplastic therapy especially in the treatment of tumors.Type: GrantFiled: July 5, 1985Date of Patent: August 12, 1986Assignee: ADIR, S.A.R.L.Inventors: Gilbert Lavielle, Claude Cudennec
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Patent number: 4588838Abstract: The invention is directed to the electrodeposition of a coating of a phosphorylated amide on a metal such as aluminum and the formation of a chemical bond between the metal and the coating, such amide being in the form of (a) an organic polymer consisting of a poly (phosphinohydrazide), a poly (phosphinoguanide) or a poly (phosphinoureide), including homopolymers and copolymers thereof, and their thio analogs or (b) a 2:1 molar adduct of a nitrogen=containing compound such as hydrazine, guanidine or urea or its thio analog, and an organic phosphite or phosphonate. In the method of electrolytically depositing such coating on the metal substrate, e.g., aluminum, the substrate is employed as the anode in a non-aqueous or aqueous electrolyte containing a phosphorylated amide of the type noted above, e.g.Type: GrantFiled: May 27, 1983Date of Patent: May 13, 1986Assignee: McDonnell Douglas CorporationInventor: Norman R. Byrd
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Patent number: 4567190Abstract: Substituted phenylhydrazonopyrrolidine derivatives of the formula ##STR1## wherein R is halogen or C.sub.1 -C.sub.4 -alkyl,n is zero, 1 or 2, andR* is the group --CH.dbd.N--R.sub.1 or ##STR2## in which R.sub.1 is a pyridine group which is bound by way of a carbon atom, and which is unsubstituted or substituted by a methyl group, or is a 2-thiazolyl group, andR.sub.2 is methyl or ethyl,R.sub.3 is C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.2 -alkoxy or C.sub.1 -C.sub.4 -alkylthio, andX is oxygen or sulfur,have valuable properties for controlling pests, such as phytoparasitic and zooparasitic insects and acarids, including in particular ectoparasites.Type: GrantFiled: June 21, 1984Date of Patent: January 28, 1986Assignee: Ciba-Geigy CorporationInventors: Jean-Claude Gehret, Walter Traber
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Patent number: 4551540Abstract: N-substituted 2,5-dimethylpyrroles and a method for their preparation. The method requires the reaction of a 2,5-hexadione such as acetonylacetone with a urethane or a phosphoroamidate. The reaction is carried out at elevated temperatures, preferably in a water-immiscible solvent.Type: GrantFiled: October 17, 1984Date of Patent: November 5, 1985Assignee: Borg-Warner Chemicals, Inc.Inventors: Ingenuin Hechenbleikner, William P. Enlow
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Patent number: 4551539Abstract: N-substituted 2,5-dimethylpyrroles and a method for their preparation. The method requires the reaction of a 2,5-hexadione such as acetonylacetone with a urethane or a phosphoroamidate. The reaction is carried out at elevated temperatures, preferably in a water-immiscible solvent.Type: GrantFiled: October 17, 1984Date of Patent: November 5, 1985Assignee: Borg-Warner Chemicals, Inc.Inventors: Ingenuin Hechenbleikner, William P. Enlow
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Patent number: 4539411Abstract: Novel chiral phosphines are disclosed which when complexed with rhodium provide catalyst compositions for asymmetric hydrogenations.Type: GrantFiled: January 17, 1983Date of Patent: September 3, 1985Assignee: Hoffmann-La Roche Inc.Inventors: Emil A. Broger, Yvo Crameri
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Patent number: 4522735Abstract: Amines are reacted with phosphorous trichloride to form N-dichlorophosphinoamines that are then reacted with a bisphenol in about equimolar amounts to provide polyphosphoramidite oligomers. The polyphosphoramidite oligomers are effective as stabilizers for polymers such as polyolefins, and form even more efficient stabilizer combinations with hydroxyphenylalkyleneyl isocyanurates.Type: GrantFiled: June 17, 1983Date of Patent: June 11, 1985Assignee: The B. F. Goodrich CompanyInventor: Dwight W. Chasar
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Patent number: 4522693Abstract: Acylphosphine sulfides of the formula ##STR1## where R.sup.1 is alkyl, cycloalkyl or an unsubstituted or substituted phenyl, naphthyl or heterocyclic radical; R.sup.2 has the meaning of R.sup.1 and can be identical to or different from R.sup.1, or is alkoxy, unsubstituted or substituted phenoxy or phenoxyalkyl, or R.sup.1 or R.sup.2 are linked together to form a ring, which may contain further alkyl substituents and fused-on benzene rings; R.sup.3 is alkyl, a cycloaliphatic radical, substituted phenyl, an unsubstituted or substituted naphthyl or heterocyclic radical or the group ##STR2## where X is unsubstituted or substituted phenylene or an aliphatic or cycloaliphatic divalent radical; and where one or more of R.sup.1, R.sup.2 and R.sup.3 may be olefinically unsaturated.These acylphosphine sulfides can be prepared from acylphosphines and sulfur and can be used as photoinitiators in photopolymerizable compositions.Type: GrantFiled: June 2, 1983Date of Patent: June 11, 1985Assignee: BASF AktiengesellschaftInventors: Andreas Henne, Anton Hesse, Guenter Heil, Gunnar Schornick
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Patent number: 4421549Abstract: This invention relates to a new class of organic chemical compounds. More particularly, this invention is concerned with amido and hydrazido derivatives of N-trifluoroacetyl-N-phosphinothioylmethylglycine. This class of compounds has been found to be useful as intermediates in producing amido and hydrazido derivatives of N-phosphinothioylmethylglycine esters which show herbicidal activity. Some of the class of compounds of this invention also show herbicidal activity when applied to certain varieties of weeds or undesired plants.Type: GrantFiled: December 26, 1979Date of Patent: December 20, 1983Assignee: Monsanto CompanyInventors: John E. Franz, Robert J. Kaufman
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Patent number: 4359332Abstract: This disclosure relates to alkyl N-trifluoroacetyl-N-phosphonomethylglycine amide and hydrazide derivatives, to herbicidal compositions containing same and to the herbicidal use thereof. These amide and hydrazide derivatives are useful as pre-emergent and/or post-emergent herbicides.Type: GrantFiled: July 10, 1978Date of Patent: November 16, 1982Assignee: Monsanto CompanyInventors: John E. Franz, Robert J. Kaufman
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Patent number: 4343741Abstract: Novel substituted diphenyl tertiary phosphines of a pyrrolidine carboxylic acid derivative and their use as catalysts in the enantioselective hydrogenation of .alpha.-keto-.beta.,.beta.-dimethyl-.gamma.-butyrolactone.Type: GrantFiled: April 22, 1981Date of Patent: August 10, 1982Assignee: Hoffmann-La Roche Inc.Inventors: John M. Townsend, Donald Valentine, Jr.
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Patent number: 4341772Abstract: S-(Diarylamino)thiophosphates are useful as miticides, insecticides, fungicides and ovicides.Type: GrantFiled: May 5, 1980Date of Patent: July 27, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gary D. Grantham