Plural Phosphori Containing Patents (Class 568/10)
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Patent number: 6720442Abstract: This invention relates to processes for making phosphorus compounds R2P—X—PR2, R2P-M, R2P-L and R3P, and the novel cation R2P+(L)-X—P+(L)R2, where R represents an optionally substituted hydrocarbyl group, X represents a bridging group, L represents a leaving group and M represents an alkali metal atom. The invention relates further to a process for making a compound R2P-L from a compound R—H via a new process for making the compound R—Li followed by its reaction with a compound Hal2P-L. The compound R2P—X—PR2 is a ligand suitable for making catalysts for copolymerizing carbon monoxide and a olefinically unsaturated compound.Type: GrantFiled: January 15, 2003Date of Patent: April 13, 2004Assignee: SRI InternationalInventors: Roelof Van Ginkel, Alexander Van Der Made, Jan De With, Wolf Eilenberg
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Publication number: 20040035293Abstract: One aspect of the present invention relates to ionic liquids comprising a pendant Bronsted-acidic group, e.g., a sulfonic acid group. Another aspect of the present invention relates to the use of an ionic liquid comprising a pendant Bronsted-acidic group to catalyze a Bronsted-acid-catalyzed chemical reaction. A third aspect of the present invention relates to ionic liquids comprising a pendant nucleophilic group, e.g., an amine. Still another aspect of the present invention relates to the use of an ionic liquid comprising a pendant nucleophilic group to catalyze a nucleophile-assisted chemical reaction. A fifth aspect of the present invention relates to the use of an ionic liquid comprising a pendant nucleophilic group to remove a gaseous impurity, e.g., carbon dioxide, from a gas, e.g., sour natural gas.Type: ApplicationFiled: April 4, 2003Publication date: February 26, 2004Inventor: James Hillard Davis
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Publication number: 20040014950Abstract: New ligands and compositions with bridged bis-aromatic ligands are disclosed that catalyze the polymerization of monomers into polymers. These catalysts with metal centers have high performance characteristics, including higher comonomer incorporation into ethylene/olefin copolymers, where such olefins are for example, 1-octene, propylene or styrene. The catalysts also polymerize propylene into isotactic polypropylene.Type: ApplicationFiled: April 23, 2003Publication date: January 22, 2004Applicant: Symyx Technologies, Inc.Inventors: Thomas R. Boussie, Oliver Brummer, Gary M. Diamond, Christopher Goh, Anne M. LaPointe, Margaret K. Leclerc, James A. W. Shoemaker
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Publication number: 20030236433Abstract: P-chiral bisphospholane ligands and methods for their preparation are described. Use of metal/P-chiral bisphospholane complexes to catalyze asymmetric transformation reactions to provide high enantiomeric excesses of formed compounds is also described.Type: ApplicationFiled: April 18, 2003Publication date: December 25, 2003Inventors: Garrett Stewart Hoge, Om Prakash Goel
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Publication number: 20030232991Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include (R,S,S,R)-DIOP*. The ruthenium complex reduces enamide to the corresponding amine with up to 99% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation, hydride transfer, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, isomerization, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.Type: ApplicationFiled: April 10, 2003Publication date: December 18, 2003Applicant: The Penn State Research FoundationInventor: Xumu Zhang
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Publication number: 20030229240Abstract: The invention relates to a process for synthesizing tertiary phosphines by reacting halophosphines with organomagnesium compounds in the presence of copper compounds and optionally of salts.Type: ApplicationFiled: April 17, 2003Publication date: December 11, 2003Inventors: Florian Rampf, Hans-Christian Militzer
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Publication number: 20030216599Abstract: This invention provides a process for the preparation of a diphosphinoarene, a corresponding phosphine oxide, or a corresponding phosphine sulphide, and derivatives thereof, which comprises reacting a primary or secondary phosphine, phosphine oxide, or phosphine sulphide with an aryl compound bearing two leaving groups attached to two different carbon atoms of the arylene bring system, in the presence of a catalyst comprising a Group VIIIa metal. Diphosphinoarenes may be used as ligands for metal catalysts, as solvent extractants for certain metals, and as flame retardants in polyester and polyurethane applications.Type: ApplicationFiled: April 22, 2003Publication date: November 20, 2003Inventor: John Henry Hillhouse
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Publication number: 20030163003Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include phospholanes, P,N ligands, N,N ligands, biphenols, and chelating phosphines. The ferrocene-based irridium (R,R)-f-binaphane complex reduces imines to the corresponding amines with 95-99.6% enantioselectivity and reduces &bgr;-substituted-&agr;-arylenamides with 95% enantioselectivity.Type: ApplicationFiled: December 13, 2002Publication date: August 28, 2003Applicant: The Penn State Research FoundationInventors: Xumu Zhang, Dengming Xiao
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Patent number: 6608120Abstract: Compounds of the formula: having two double bonds which are activated so that they will take part in a polymerization reaction, the double bonds being sufficiently close together to ensure that cyclopolymerization will preferentially occur. These compounds are used as monomers which preferentially are cyclopolymerized under the influence of ultraviolet or thermal radiation in the production of network polymers, for example coatings or binders.Type: GrantFiled: January 17, 2001Date of Patent: August 19, 2003Assignee: Qinetiq LimitedInventors: Paul E Milne, Keith M Blackwood, Steven M Kelly, Alan W Hall, John W Goodby
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Publication number: 20030144138Abstract: A novel phosphine compound having excellent properties (chemical selectivity, enantioselectivity, catalytic activity) as a catalyst for asymmetric syntheses, especially asymmetric hydrogenation.Type: ApplicationFiled: November 12, 2002Publication date: July 31, 2003Inventors: Kazuhiko Matsumura, Takao Saito
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Publication number: 20030144521Abstract: The present invention provides a process for the preparation of a nonracemic diastereomer of 1-(4-benzoxy-phenyl)-2-(4-hydroxy-4-phenyl-piperidin-1-yl)-1-propanol by hydrogenation of a corresponding nonracemic 1-(4-benzoxy-phenyl)-2-(4-hydroxy-4-phenyl-piperidin-1-yl)-1-propanone using a catalyst system comprising ruthenium, a nonracemic diphosphine ligand, a bidentate amine ligand selected from amino-thioethers and achiral diamines, and a base.Type: ApplicationFiled: January 24, 2002Publication date: July 31, 2003Applicant: DSM CATALYTICA PHARMACEUTICALS, INC.Inventors: Charles E. Tucker, Qiongzhong Jiang
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Publication number: 20030139285Abstract: A phosphine compound having excellent properties (chemical selectivity, enantioselectivity, catalytic activity) as a catalyst for asymmetric syntheses, especially asymmetric hydrogenations.Type: ApplicationFiled: December 10, 2002Publication date: July 24, 2003Inventors: Kazuhiko Matsumura, Takao Saito
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Publication number: 20030073868Abstract: Non-C2-symmetric bisphospholane ligands and methods for their preparation are described. Use of metal/non-C2-symmetric bisphospholane complexes to catalyze asymmetric transformation reactions to provide high enantiomeric excesses of formed compounds is also described.Type: ApplicationFiled: September 18, 2002Publication date: April 17, 2003Inventors: Garrett Stewart Hoge, Om Prakash Goel
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Patent number: 6531566Abstract: A polyoxyalkylene polyol or monool (I) of the general formula (1) below, in which not less than 40% of the terminally located hydroxyl-containing groups, namely —AO—H groups, are primary hydroxyl-containing groups of the general formula (2) below, or; a method of producing ring-opening polymerization products, by subjecting a heterocyclic compound to ring-opening addition polymerization with an active hydrogen-containing compound, using as a catalyst tris(pentafluorophenyl)borane, tris(pentafluorophenyl)aluminum, etc.Type: GrantFiled: March 7, 2001Date of Patent: March 11, 2003Assignee: Sanyo Chemical Industries, Ltd.Inventor: Munekazu Satake
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Publication number: 20030045713Abstract: The invention relates to the preparation and use as catalysts of diphosphines of the formula (I) 1Type: ApplicationFiled: August 15, 2002Publication date: March 6, 2003Inventors: Birgit Driessen-Holscher, Joachim Kralik, Inga Ritzkopf, Christian Steffens, Guido Giffels, Claus Dreisbach, Thomas Prinz, Walter Lange
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Publication number: 20020156049Abstract: The present invention discloses highly packed polycationic ammonium, sulfonium and phosphonium lipid compounds useful for making lipid aggregates for delivery of macromolecules and other compounds into cells. They are especially useful for the DNA-dependent transformation of cells. Methods for their preparation and use as intracellular delivery agents are also disclosed.Type: ApplicationFiled: April 23, 2002Publication date: October 24, 2002Inventors: Alberto Haces, Valentina C. Ciccarone
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Patent number: 6469224Abstract: A substituted aromatic compound substituted with Q is obtained by reacting a phosphazenium compound represented by formula (1) (in the formula, Q− represents an anion in a form derived by elimination of a proton from an inorganic acid, or an active hydrogen compound having an active hydrogen on an oxygen atom, a nitrogen atom or a sulfur atom; a, b, c and d, each independently, is 0 or 1, but all of them are not 0 simultaneously; and R groups represent the same or different hydrocarbon groups having 1 to 10 carbon atoms, or two Rs on each common nitrogen atom may be bonded together to form a ring structure) with a halogenated aromatic compound having halogen atoms; whereby, at least one halogen atom in the halogenated aromatic compound is substituted with Q (where, Q represents an inorganic group or an organic group in a form derived by elimination of one electron from Q− in formula (1)).Type: GrantFiled: December 20, 2001Date of Patent: October 22, 2002Assignee: Mitsui Chemicals, Inc.Inventors: Tadahito Nobori, Setsuko Fujiyoshi, Isao Hara, Takaomi Hayashi, Atsushi Shibahara, Katsuhiko Funaki, Kazumi Mizutani, Shinji Kiyono
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Patent number: 6451904Abstract: Novel polymer stabilizers are disclosed. The novel stabilizers have the general formula (R)qSn-(MR″-OCH2-R′CH]m-OT)4-q, P-[(OCH2-R′CH)mOT]3′ wherein M is O or S and R″is (CH2)pCO-, CO-(CH3)p, or CO(CH2)p-. About 0.005 to about 65 phr of the stabilizer can be used in a polymer having a halogen-containing repeating unit, such as poly(vinyl chloride), to reduce yellowing of an article made from the polymer after the article has been exposed to gamma radiation.Type: GrantFiled: October 9, 2001Date of Patent: September 17, 2002Assignee: Occidental Chemical CorporationInventors: Qi Wang, Sandor Nagy
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Ortho substituted chiral phosphines and phosphinites and their use in asymmetric catalytic reactions
Publication number: 20020128501Abstract: 3,3′-Substituted chiral biaryl phosphine and phosphinite ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition, epoxidation, kinetic resolution and [m+n] cycloaddition. The metal complexes are particularly effective in Ru-catalyzed asymmetric hydrogenation of beta-ketoesters to beta-hydroxyesters and Ru-catalyzed asymmetric hydrogenation of enamides to beta amino acids.Type: ApplicationFiled: November 16, 2001Publication date: September 12, 2002Applicant: The Penn State Research FoundationInventor: Xumu Zhang -
Publication number: 20020077479Abstract: The invention relates to the combinatorial approaches to the preparation of novel polymer-supported heteroatom bidentate (PN, PO, PS) ligand libraries and the corresponding free compounds after cleavage from the supports. These compounds are useful as novel ligands in the preparation of metal-containing catalysts.Type: ApplicationFiled: April 11, 2001Publication date: June 20, 2002Inventor: George Y. Li
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Publication number: 20020072636Abstract: The present invention relates to optically active diphosphines. It is also targeted at their preparation according to a process for the resolution of the racemic mixture of the said phosphines to optically active isomers.Type: ApplicationFiled: February 19, 2002Publication date: June 13, 2002Inventors: Francois Mathey, Frederic Robin, Francois Mercier, Michel Spagnol
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Publication number: 20020035285Abstract: A novel phosphine ligand is an enantiomerically enriched compound of formula 5 1Type: ApplicationFiled: June 4, 2001Publication date: March 21, 2002Inventors: Mark Joseph Burk, Christophe Guillaume Malan
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Publication number: 20020016484Abstract: Bidentate ligand of formula II,Type: ApplicationFiled: May 17, 2001Publication date: February 7, 2002Inventors: Eit Drent, Michael Rolf Eberhard, Paul Gerard Pringle
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Publication number: 20020012917Abstract: A compound of the following formula:Type: ApplicationFiled: December 8, 2000Publication date: January 31, 2002Applicant: Fuji Photo Film Co., Ltd.Inventors: Yoshihiko Makino, Kazunobu Takahashi, Makoto Takagi, Shigeori Takenaka, Kenichi Yamashita
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Patent number: 6310232Abstract: Bromide source such as alkali metal bromide, alkaline earth metal bromide, or onium bromide, present as part of a catalyst mixture in an organic oxidative carbonylation mixture further comprising diaryl carbonate and a hydroxyaromatic compound, is often at least partially converted to organic bromide such as bromophenols. The bromide source can be recycled after reaction through treatment with an aqueous acidic bromide solution such as hydrogen bromide, preferably after removal of a major proportion of hydroxyaromatic compound such as phenol.Type: GrantFiled: November 10, 2000Date of Patent: October 30, 2001Assignee: General Electric CompanyInventors: John Yaw Ofori, Eric James Pressman, Ben Purushotam Patel, Phillip Oscar Moreno, Richard Anthony Battista
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Patent number: 6248848Abstract: A 2′-diarylphosphino-1,1′-biphenylen-2-yloxy(6,6′-divinyl-1,1′-binaphthalene-2,2′-diyloxy)phosphine derivative is disclosed, which is represented by general formula (I): wherein Ar is an optionally substituted phenyl or naphthyl; R1 and R2 each independently is a hydrogen atom, a lower alkyl, a lower alkoxy, etc.; and R3 is a lower alkyl, a lower alkoxy, etc.; provided that R2 and R3 may be bonded to each other to form a hydrocarbon ring, which may have one or more substituents selected from lower alkyl groups, halogen atoms, vinyl, etc. Also disclosed are a polymer having structural units derived from the phosphine derivative and a transition metal complex obtained by causing a transition metal compound to act on the phosphine derivative.Type: GrantFiled: June 27, 2000Date of Patent: June 19, 2001Assignee: Takasago International CorporationInventors: Kyoko Tamao, Yohei Itoi
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Patent number: 6169179Abstract: A method for manufacturing (3S,4R)-4-[(R)-1′-formylethyl]azetidin-2-one derivatives represented by formula (3) wherein R1 represents a hydrogen atom or a protective group, through asymmetric hydroformylation of 4-vinylazetidin-2-one represented by formula (1) wherein R1 has the same meaning as described above; in the presence of a rhodium complex and a (2S,4S)-diphosphine compound represented by formula (2) wherein R2 represents a phenyl group which may be substituted with 1-5 substituent(s) selected from a lower alkyl group, a lower alkoxy group, and a halogen atom. By use of both an inexpensive optically active diphosphine compound and a rhodium complex as catalysts, intermediate compounds important for carbapenem antibiotics can be manufactured with high selectivity and efficiency.Type: GrantFiled: June 10, 1999Date of Patent: January 2, 2001Assignee: Takasago International CorporationInventors: Howard Alper, Takao Saito, Takashi Miura
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Patent number: 5973174Abstract: A method is provided to prepare a cationic transition metal catalyst, the method including the steps of: providing a disubstituted phosphine selected from the group consisting of RPH and R.sub.1 R.sub.2 PH wherein R is a divalent group selected from substituted and nonsubstituted hydrocarbon groups, R.sub.1 and R.sub.2 are independently selected from substituted and nonsubstituted hydrocarbon groups; combining the disubstituted phosphine with a salt of the formula R.sub.3 X.sub.n wherein X is a good leaving group and is a weakly coordinating anion and R.sub.3 is a substituted or nonsubstituted aliphatic hydrocarbon and n is 1, 2, or 3 to form a phosphonium salt of a formula selected from R.sub.3 (RP.sup.+ H).sub.n nX.sup.- and R.sub.3 (R.sub.1 R.sub.2 P.sup.+ H).sub.n nX.sup.- ; and combining the phosphonium salt with a transition metal salt of the formula MY.sub.m wherein M is a transition metal, and Y is the anion of a weak acid thereby forming a cationic transition metal catalyst.Type: GrantFiled: November 24, 1998Date of Patent: October 26, 1999Assignee: Shell Oil CompanyInventors: Pui Kwan Wong, Manuel Soler Rodriguez, Andrew Allison Moxey
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Patent number: 5902904Abstract: The invention is an improved method for the preparation of tertiary phosphines by way of cross-coupling of aryl, alkenyl, cycloalkenyl or aralkyl halides or aryl, alkenyl, cycloalkenyl or aralkyl sulfonate esters with chlorophosphines in the presence of a catalyst and a reductant. The general reaction scheme is shown below: ##STR1## wherein R.sup.1 is aryl, alkenyl, cycloalkenyl or aralkyl, any of which may be substituted by one or more of the following: alkyl, aryl, aralkyl, alkoxy, alkanoyl, chloro, fluoro, alkoxycarbonyl, cyano, trifluoromethyl, cycloalkyl, or CONR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently hydrogen, alkyl, aryl or aralkyl; R.sup.2 and R.sup.3 are independently aryl, alkyl, aralkyl, any of which may be substituted by one or more of the following: alkyl, aryl, aralkyl, alkoxy, alkanoyl, chloro, fluoro, alkoxycarbonyl, cyano, trifluoromethyl, cycloalkyl or CONR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently hydrogen, alkyl, aryl or aralkyl; and n is 2 where R.Type: GrantFiled: August 21, 1998Date of Patent: May 11, 1999Assignee: Monsanto CompanyInventors: Scott A. Laneman, David J. Ager, Amihia Eisenstadt
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Patent number: 5855867Abstract: A compound and method of making a compound for use as a diagnostic or therapeutic pharmaceutical comprises at least one functionalized hydroxyalkyl phosphine donor group and one or more sulfur or nitrogen donor and a metal combined with the ligand.Type: GrantFiled: March 14, 1997Date of Patent: January 5, 1999Assignee: The Curators of the University of MissouriInventors: Kattesh V. Katti, Srinivasa Rao Karra, Douglas E. Berning, C. Jeffrey Smith, Wynn A. Volkert, Alan R. Ketring
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Patent number: 5854227Abstract: Novel chemotherapeutic agents having utility in treating infectious diseases such as periodontal disease, certain urinary tract infections, infectious urinary tract stones, and bone cancer, are obtained by combining chemically a diphosphonate compound with a therapeutic agent effective against the foregoing diseases.Type: GrantFiled: June 7, 1995Date of Patent: December 29, 1998Inventors: John F. Hartmann, Dan Farcasiu
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Patent number: 5824822Abstract: A phosphine-phosphinite compound represented by formula (I): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, each represent a substituted or unsubstituted phenyl group or a substituted or unsubstituted naphthyl group, and a process for preparing a 4-?(R)-1'-formylethyl!azetidin-2-one derivative using the compound (I). The compound (I), either in combination, or as a complex, with a transition metal compound, is useful as a catalyst for asymmetric hydroformylation and makes it possible to easily synthesize an important intermediate for carbapenem antibiotics or a precursor thereof at high regioselectivity and diastereo-selectivity.Type: GrantFiled: July 9, 1996Date of Patent: October 20, 1998Assignee: Takasago International CorporationInventors: Takao Saito, Akifumi Yoshida, Kazuhiko Matsumura, Takashi Miura, Hidenori Kumobayashi
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Patent number: 5808162Abstract: A novel chiral unsymmetric diphosphine compound of formula (I): ##STR1## wherein Ar.sup.1 and Ar.sup.2, which are different from each other, each represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a pyridyl group, a quinolyl group, an isoquinolyl group, a furfuryl group, a benzofurfuryl group, a thienyl group, or a benzothienyl group, and a transition metal complex containing the diphosphine compound as a ligand. The complex catalyzes various asymmetric synthesis reactions, e.g., asymmetric hydrogenation or asymmetric hydrosilylation, exhibiting excellent performance in selectivity, conversion and catalytic activity, to provide a product of desired absolute configuration at high optical purity and in high yield.Type: GrantFiled: July 18, 1996Date of Patent: September 15, 1998Assignee: Takasago International CorporationInventors: Noboru Sayo, Xiaoyong Zhang, Tatsuya Omoto, Tohru Yokozawa, Tetsuro Yamasaki, Hidenori Kumobayashi
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Patent number: 5650099Abstract: A dicationic surfactant for enhancing the chemiluminescence of chemiluminescent compounds particularly dioxetanes which are triggerable is described. The surfactant has the formulaX.sup.- (R.sub.1).sub.3 A.sup.+ CH.sub.2 -Link-CH.sub.2 A.sup.+ (R.sub.2).sub.3 X.sup.-wherein A is selected from the group consisting of phosphorus and nitrogen atoms separately or together, wherein X is an anionic counterion and R.sub.1 and R.sub.2 are selected from the group consisting of unsubstituted and substituted alkyl and aralkyl groups containing 1 to 20 carbon atoms and R.sub.1 and R.sub.2 can be the same or different, and wherein Link is a carbon chain group selected from the group consisting of dialkylenearyl, aryl, alkylene, alkenylene and alkynylene groups containing 4 to 20 carbon atoms. The surfactants are particularly useful in Western and Southern blot assays.Type: GrantFiled: May 16, 1995Date of Patent: July 22, 1997Assignee: Lumigen, Inc.Inventors: M. Hashem Akhavan-Tafti, Zahra Arghavani
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Patent number: 5635158Abstract: The peptides described are modified with the phosphine group and are useful for marking with .sup.99m Tc and .sup.186-188 Re or paramagnetic agents for use in diagnosis and radiotherapy; in particular chelating compounds having the co-ordinating sets PN.sub.2 X, where X is --S, --O, COO--, PN.sub.3, P.sub.2 N.sub.3 and P.sub.2 N.sub.2 are described.Type: GrantFiled: June 23, 1995Date of Patent: June 3, 1997Assignee: Sorin Radiofarmaci SRLInventors: Ulderico Mazzi, Fabio Lunghi
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Patent number: 5320826Abstract: Methods of providing an image of the gastrointestinal region of a patient and diagnosing the presence of any tumorous tissue in that region using contrast media comprising a combination of at least one polyphosphorylated aliphatic or polyphosphorylated alicyclic compound and at least one paramagnetic ion, wherein the aliphatic and alicyclic compounds comprise at least five carbon atoms, is described. Also described are diagnostic kits for gastrointestinal imaging which include the subject contrast media.Type: GrantFiled: April 10, 1992Date of Patent: June 14, 1994Inventor: Evan C. Unger
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Patent number: 5250736Abstract: Allylphosphines and vinylphosphines are prepared by reaction of a phosphine with an allylhalide or a vinylhalide, respectively. Preferably the phosphine is a secondary phosphine, so that there is formed an allyldialkylphosphine or a dialkylvinylphosphine. The allyldialkylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,3-bis-(dialkylphosphino)propane. The dialkylvinylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,2 bis-(dialkylphosphino)ethane. These compounds are useful as bidentate ligands.Type: GrantFiled: August 11, 1992Date of Patent: October 5, 1993Assignee: Cyanamid Canada Inc.Inventors: Colleen E. Micklethwaite, Allan J. Robertson
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Patent number: 5227506Abstract: The invention relates to acyloxymethyl esters of bisphosphonic acids, halo-bisphosphonic acids and hydroxy-bisphosphonic acids which exhibit oral bioavailability and are useful in the treatment of disturbances involving calcium or phosphate metabolism, in particular, the treatment and prevention of diseases involving bone resorption, especially osteoporosis, Paget's disease, malignant hypercalcemia, and metastatic bone disease.Type: GrantFiled: July 12, 1990Date of Patent: July 13, 1993Assignee: Merck & Co., Inc.Inventors: Walfred S. Saari, Paul S. Anderson
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Patent number: 5208381Abstract: Phosphonium salts of the formula ##STR1## wherein A signifies aryl and Y.sup.- signifies C.sub.1 -C.sub.6 -alkanoate or hydroxytrifluoroborate, as well as their manufacture from 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with a triarylphosphine and with a C.sub.1 -C.sub.6 -alkanoic acid or a boron trifluoride etherate and, if desired after conversion into the phosphonium salt of a strong acid, further reaction to give lycopene.Type: GrantFiled: June 29, 1992Date of Patent: May 4, 1993Assignee: Hoffmann-La Roche Inc.Inventor: Karl Meyer
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Patent number: 5206398Abstract: Chiral 2,5-disubstituted phospholanes useful as transition metal ligands in asymmetric catalysis and processes for their preparation are disclosed.Type: GrantFiled: June 26, 1992Date of Patent: April 27, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 5177230Abstract: Chiral 2,5-disubstituted phospholanes useful as transition metal ligands in asymmetric catalysis and processes for their preparation are disclosed.Type: GrantFiled: January 23, 1991Date of Patent: January 5, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 5008457Abstract: Chiral 2,5-disubstituted phospholanes useful as transition metal ligands in asymmetric catalysis and processes for their preparation are disclosed.Type: GrantFiled: May 17, 1990Date of Patent: April 16, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 4943380Abstract: An antistatic resin composition with transparency contains 90-99.9 wt % of a synthetic resin selected from polycarbonate or polymethyl methacrylate and 0.1-10 wt % of a heat-resistant antistat containing phosphonium sulfonate shown by the general formula (I) below: ##STR1## where A is alkyl group with 1-36 carbon atoms, alkenyl group with 4-24 carbon atoms, phenyl group, phenyl group substituted by alkyl group with 1-18 carbon atoms, naphthyl group or naphthyl group substituted by alkyl group with 1-18 carbon atoms, R.sup.1, R.sup.2 and R.sup.3 are identical, each being an aliphatic hydrocarbon group with 1-8 carbon atoms or aromatic hydrocarbon group, and R.sup.4 is a hydrocarbon group with 1-18 carbon atoms.Type: GrantFiled: February 27, 1989Date of Patent: July 24, 1990Assignee: Takemoto Yushi Kabushiki KaishaInventors: Masato Sugiura, Hideo Shimizu, Shigeru Imamura, Fumitoshi Sugiura
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Patent number: 4824977Abstract: A hydroformylation process including contacting hydroformylation stock in a reaction zone at a temperature of from about 20.degree. C. to about 250.degree. C. and a pressure of from about 15 psig to about 800 psig with hydrogen and carbon monoxide wherein the catalyst comprises rhodium in chemical complex with one or more ligands of the formulae ##STR1## wherein: Z, when present, represents the atoms necessary to form with adjacent carbons on the benzene nucleus a fused divalent ring structure having up to about 20 ring carbons;each ring is either unsubstituted or one or more of the hydrogens thereof is replaced with a substituent R selected independently from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl or cyano;each R.sub.1 and R.sub.Type: GrantFiled: March 11, 1988Date of Patent: April 25, 1989Assignee: Eastman Kodak CompanyInventors: Thomas J. Devon, Gerald W. Phillips, Thomas A. Puckette, Jerome L. Stavinoha, Jr., Jeffrey J. Vanderbilt
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Patent number: 4692504Abstract: A method is disclosed for deactivating a hydrocarbyl phosphonium salt catalyst of an epoxy resin fusion reaction. The method involves contacting the hydrocarbyl phosphonium salt catalyst with a sulfonic acid, such as p-toluenesulfonic acid or methane sulfonic acid. The method is particularly suited for deactivation of moisture-resistant phosphonium salts such as methylene bis(triphenyl phosphonium halide)s.Type: GrantFiled: April 30, 1986Date of Patent: September 8, 1987Assignee: Shell Oil CompanyInventor: Harry Frank
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Patent number: 4620020Abstract: Novel bis-phosphonium salts of the general formula ##STR1## in which R.sup.1 stands for a straight or branched alkyl group having from 1 to 12 carbon atoms,R.sup.2 stands for methyl, ethyl, n-propyl or iso-propyl, andX.sup..crclbar. stands for a monovalent anion or complex anion, or2 X.sup..crclbar. stands for a bivalent inorganic anion, are made.To this end, a triorganylphosphonium alkylide of the general formula R.sub.3.sup.1 P=CHR.sup.2 is reacted with an anhydrous copper(II)-halide in a solvent at temperatures of -78.degree. C. to 0.degree. C. with agitation, precipitated bis-phosphonium dihalogenocuprate(I) is separated and, if desired, converted by metathesis into another bis-phosphonium salt.Type: GrantFiled: April 4, 1985Date of Patent: October 28, 1986Assignee: Hoecht AktiengesellschaftInventors: Hubert Schmidbaur, Cornelia Dorzbach, Graham Bowmaker
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Patent number: 4540823Abstract: Novel advanced epoxy resins are prepared using phosphine or phosphonium salt initiators bearing at least one hydroxyphenyl or thiophenyl groups. These phosphonium salt initiators are novel compositions of matter. The resulting resins contain reduced quantities of extractable phosphorus containing moieties.Type: GrantFiled: June 15, 1984Date of Patent: September 10, 1985Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Joseph W. Hanafin
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Patent number: 4429161Abstract: Process for producing organic tertiary polyphosphine monooxides which comprises reacting an organic tertiary polyphosphine with an organic monofunctional alkylating agent to form an intermediate monophosphonium salt of the polyphosphine starting material and then hydrolyzing the salt so produced to the desired polyphosphine monooxide product.Type: GrantFiled: August 17, 1981Date of Patent: January 31, 1984Assignee: Union Carbide CorporationInventors: Anthony G. Abatjoglou, Louis A. Kapicak
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Patent number: 4341714Abstract: Certain aryloxyphosphonium salts have been found to be effective as curing agents for various cationically polymerizable organic materials, such as epoxy resins, when incorporated into such materials. The materials are found to be moisture curable coating compositions.Type: GrantFiled: April 25, 1980Date of Patent: July 27, 1982Assignee: General Electric CompanyInventors: Robert H. Ellison, Martin A. Byrne
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Patent number: 4326055Abstract: This invention is directed to 5,6,7,8-tetrahydro-naphthyl or indanyl stilbene derivatives which are useful as tumor inhibiting agents, in the treatment of neoplasms, dermatological conditions and rheumatic illnesses.Type: GrantFiled: December 15, 1978Date of Patent: April 20, 1982Assignee: Hoffmann-La Roche Inc.Inventor: Peter Loeliger