Sulfur, Oxygen, Halogen Or Group Ia Or Iia Light Metal Containing Patents (Class 568/6)
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Patent number: 6624321Abstract: The present invention relates to a process for the preparation of polyether polyols by the reaction of alkylene oxides and compounds containing active hydrogens, in the presence of specific Lewis acid metal compounds as catalysts, novel bis(perfluoroalkylsulfonic acid) compounds of Group 13 of the Periodic Table of the Elements, and to a process for the preparation thereof and the use thereof as catalysts for ring-opening polymerization of cyclic ethers.Type: GrantFiled: October 22, 2002Date of Patent: September 23, 2003Assignee: Bayer AktiengesellschaftInventors: Uwe Denninger, Jörg Hofmann, Pramod Gupta
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Patent number: 6624329Abstract: Tetrakis(fluoroaryl)borate•magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline•hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.Type: GrantFiled: December 21, 2001Date of Patent: September 23, 2003Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Yamamoto
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Publication number: 20030175596Abstract: The present invention relates to a non-aqueous electrolyte additive for improving safety and a lithium secondary battery comprising the same, and more particularly to a non-aqueous electrolyte additive that can improve cycle life and safety properties of a lithium ion secondary battery.Type: ApplicationFiled: December 31, 2002Publication date: September 18, 2003Inventors: Hong-Kyu Park, Jeh-Won Choi, Yeon-hee Lee, Young-Tack An, Hyeong-Jin Kim
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Patent number: 6580007Abstract: The invention concerns a novel method for preparing tetrakis(pentafluorophenyl)borate derivatives of general formula MB(C6F5)4, M being selected among Na+, Li+, or K+, wherein: (a) a C6F5X solution, X being selected among H, Cl, Br or I, in anhydrous butylic ether is contacted with an alkyllithium, the mol ratio of C6F5X/alkyllithium being 1 to 1.1, and the alkyl radical, linear or branched comprising 1 to 10 carbon atoms; (b) the resulting product is contacted with previously non-dissolved BR3, R, identical or different being selected among a chlorine atom, a fluorine atom, a bromine atom, an alkoxy radical comprising between 1 and 4 carbon atoms.Type: GrantFiled: April 23, 2001Date of Patent: June 17, 2003Assignee: Rhodia ChimieInventors: Michel Dury, Christian Priou, Jacques Richard
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Patent number: 6515088Abstract: A new class of “living” free radical initiators that are based on alkylperoxydiarylborane and its derivatives and that may be represented by the general formula. R—[O—O—B—&phgr;1(—&phgr;2)]n wherein n is from 1 to 4, R is a hydrogen or a linear, branched or cyclic alkyl radical having a molecular weight from 1 to about 500, and &phgr;1 and &phgr;2, independently, are selected from aryl radicals, based on phenyl or substituted phenyl groups, with the proviso that &phgr;1 and &phgr;2 can be the chemically bridged to each other with a linking group or with a direct chemical bond between the two aryl groups to form a cyclic ring structure that includes a boron atom are disclosed.Type: GrantFiled: May 30, 2002Date of Patent: February 4, 2003Assignee: The Penn State Research FoundationInventor: Tze-Chiang Chung
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Patent number: 6500949Abstract: An improved process for forming bridged Group 4 transition metal complexes using boron trihalide and a magnesium dicyclopentadienyl compound to form a dicyclopentadienyl boron halide intermediate for subsequent metallation or other synthetic use and novel metal complexes.Type: GrantFiled: April 10, 2001Date of Patent: December 31, 2002Assignee: Dow Global Technologies Inc.Inventors: Richard E. Campbell, Jr., Kevin A. Frazier, David D. Devore, Paul C. Vosejpka
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Patent number: 6476246Abstract: Chiral, unsymmetrical bidentate organophosphorus ligands of the formula (I) are reacted with transition metal centers to form complexes with catalytic activity. The compounds contain chiral bicycloaliphatic skeletons. Synthesis of the bidentate ligands proceeds from norbornyl derivatives.Type: GrantFiled: October 24, 2001Date of Patent: November 5, 2002Assignee: Degussa AGInventors: Axel Monsees, Uwe Dingerdissen, Sabine Laschat, Thorsten Sell
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Patent number: 6476271Abstract: A method is provided for making substantially ether-free alkali metal tetrakis(pentafluorophenyl) borate salts from tetrakis(pentafluorophenyl) borate magnesium bromide and converting the alkali metal tetrakis(pentafluorophenyl) borate salts to essentially ether-free trityl tetrakis(pentafluorophenyl) borate.Type: GrantFiled: May 18, 2001Date of Patent: November 5, 2002Assignee: Honeywell International, Inc.Inventor: Michael Van Der Puy
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Publication number: 20020160273Abstract: The object of the present invention is to supply organic borates highly soluble even in a solvent of a low dielectric constant; nonaqueous electrolytes made from these organic borates and excellent in characteristics; lithium secondary batteries with improved high-temperature storage characteristics; electric appliances that can be free of protection circuits, and; various applications of the electric appliances.Type: ApplicationFiled: September 21, 2001Publication date: October 31, 2002Inventors: Juichi Arai, Hideaki Katayama, Mitsuru Kobayashi, Hiroyuki Yamaguchi, Hideki Takahashi, Masaru Kato
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Publication number: 20020160261Abstract: The invention relates to borate salts and to their use in electro-chemical cells.Type: ApplicationFiled: January 24, 2002Publication date: October 31, 2002Applicant: Merck GmbHInventors: Michael Schmidt, Andreas Kuhner, Klaus-Dieter Franz, Gerd-Volker Roschenthaler, German Bissky, Alexander Kolomeitsev, Alexander Kadyrov
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Patent number: 6455718Abstract: Chloropentafluorobenzene or bromopentafluorobenzene is formed by heating perhalobenzene, C6FnX6-n where n is 0 to 4, and each X is, independently, a chlorine or bromine atom, with alkali metal fluoride, and an aminophosphonium catalyst (e.g., (Et2N)4PBr). The resultant chloropentafluorobenzene or bromopentafluorobenzene can be converted into a pentafluorophenyl Grignard reagent or a pentafluorophenyl alkali metal compound. This in turn can be converted into tris(pentafluorophenylborane), which can be converted into a single coordination complex comprising a labile tetra(pentafluorophenyl)boron anion (e.g., a trialkylammonium tetra(pentafluorophenyl)boron complex or an N,N-dimethylanilinium tetra(pentafluorophenyl)boron complex).Type: GrantFiled: February 21, 2001Date of Patent: September 24, 2002Assignee: Albemarle CorporationInventors: David W. Owens, John F. Balhoff
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Patent number: 6437187Abstract: Novel chemical compounds have an ionic structure and in combination with an organometallic transition metal compound form a catalyst system which is advantageously used for the polymerization of olefins.Type: GrantFiled: August 16, 2000Date of Patent: August 20, 2002Assignee: Targor GmbHInventors: Hans Bohnen, Cornelia Fritze, Frank Kueber
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Patent number: 6420502Abstract: A new class of “living” free radical initiators that are based on alkylperoxydiarylborane and its derivatives and that may be represented by the general formula. R—[O—O—B-&phgr;1(-&phgr;2)]n wherein n is from 1 to 4, R is a hydrogen or a linear, branched or cyclic alkyl radical having a molecular weight from 1 to about 500, and &phgr;1 and &phgr;2, independently, are selected from aryl radicals, based on phenyl or substituted phenyl groups, with the proviso that &phgr;1 and &phgr;2 can be the chemically bridged to each other with a linking group or with a direct chemical bond between the two aryl groups to form a cyclic ring structure that includes a boron atom are disclosed.Type: GrantFiled: June 25, 2001Date of Patent: July 16, 2002Assignee: The Penn State Research FoundationInventor: Tze-Chiang Chung
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Patent number: 6410810Abstract: A mixture of bis- and tris(fluoroaryl)borane compounds expressed by General Formula (1) below is handled in the form of a slurry made with a hydrocarbon solvent: where each of R1, R2, R3, R4 and R5 independently represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group provided that at least one of R1-R5 represents a fluorine atom, X represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, and wherein n represents 2 for the bis(fluoroaryl)borane compounds and 3 for the tris(fluoroaryl)borane compounds. Then, a hydrocarbon solution of the (fluoroaryl)borane compounds having a concentration of the tris(fluoroaryl)borane compounds in a range between 1 wt % and 1 wt % is prepared by dissolving the slurry into a hydrocarbon solvent in a virtually air-tight vessel.Type: GrantFiled: February 24, 2000Date of Patent: June 25, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Hirano
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Patent number: 6399534Abstract: This invention relates to multidentate organic phosphite ligands and their compositions with Group VIII metals.Type: GrantFiled: July 26, 2001Date of Patent: June 4, 2002Assignee: E. I. du Pont de Nemours and CompanyInventors: Emilio E. Bunel, Helen S. M. Lu, Kenneth Gene Moloy, Shawn H. Phillips, Kathryn E. Schwiebert, Wilson Tam, Nora Radu
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Patent number: 6388138Abstract: A solution comprising a halomagnesium tetrakis(Faryl)borate in a liquid organic medium, wherein the liquid organic medium is comprised of one or more liquid dihydrocarbyl ethers, one or more liquid hydrocarbons, one or more liquid halogenated hydrocarbons, or mixtures thereof, is contacted with water. This produces magnesium di[tetrakis(Faryl)borate] in the organic phase of a two-phase water/liquid organic medium. The magnesium di[tetrakis(Faryl)borate] can be, but need not be, isolated. A protic ammonium salt, an onium salt, or a triarylmethyl salt can be reacted with the magnesium di[tetrakis(Faryl)borate] to produce the corresponding protic ammonium, onium, or triarylmethyl tetrakis(Faryl)borate. The magnesium di[tetrakis(Faryl)borate] can instead be reacted with a metal salt to form a metal tetrakis(Faryl)borate.Type: GrantFiled: November 28, 2000Date of Patent: May 14, 2002Assignee: Albemarle CorporationInventor: John Y. Lee
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Patent number: 6380435Abstract: Tetrakis (fluoroaryl)borate.magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline.hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.Type: GrantFiled: February 9, 2001Date of Patent: April 30, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Yamamoto
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Publication number: 20010033964Abstract: The invention relates to a process for the preparation of borate salts, and to their use in electrochemical cells.Type: ApplicationFiled: January 12, 2001Publication date: October 25, 2001Applicant: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Udo Heider, Michael Schmidt, Andreas Kuehner, Andrea Schmenger
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Patent number: 6306555Abstract: Radiation-sensitive compositions comprising (a1) a cationically or acid-catalytically polymerisable or crosslinkable compound or (a2) a compound that increases its solubility in a developer under the action of acid; and (b) at least one diaryliodonium salt of formula I X is branched C3-C20alkyl or C3-C8cycloalkyl; X1 is hydrogen, linear C1-C20alkyl, branched C3-C20alkyl or C3-C8cycloalkyl; with the proviso that the sum of the carbon atoms in X and X1 is at least 4; Y is linear C1-C10alkyl, branched C3-C10alkyl or C3-C8cycloalkyl; A− is a non-nucleophilic anion, selected from the group (BF4)−, (SbF6)−, (PF6)−, (B(C6F5))4−, C1-C20alkylsulfonate, C2-C20haloalkylsulfonate, unsubstituted C6-C10arylsulfonate, camphorsulfonate, and C6-C10arylsulfonate substituted by halogen, NO2, C1-C12alkyl, C1-C12halo-alkyl, C1-C12alkoxy or by COOR1; and R1 is C1-C20alkyl, phenyl, benzyl; or phenyl mono- or poly-substituted by C1-C12alkyl, C1-C12alkoxy or by halogen; with theType: GrantFiled: December 18, 2000Date of Patent: October 23, 2001Assignee: CIBA Specialty Chemicals Corp.Inventors: Reinhard Schulz, Jean-Luc Birbaum, Jean-Pierre Wolf, Stephan Ilg, Hitoshi Yamato, Toshikage Asakura
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Patent number: 6281389Abstract: A solution containing an organic solvent and a compound including impurities, represented by, for example, general formula (1) (wherein R1 to R10 independently represent H, F, a hydrocarbon group or an alkoxy group, at least one of R1 to R5 is F, at least one of R6 to R10 is F, M is H, alkali metal, alkaline earth metal or alkaline earth metal halide, n is 3 or 4, and m is 2 when M is an alkaline earth metal, or m is 1 when M is the other) is mixed with water. The purified compound is reacted with a compound which forms a monovalent cation seed to prepare a derivative. Thus, a purifying method capable of efficiently and easily separating and removing colored components contained in tetrakis(fluoroaryl)borate compounds can be provided. Moreover, it is possible to provide a method capable of preparing a highly-pure tetrakis(fluoroaryl)borate derivative efficiently and at low costs.Type: GrantFiled: September 7, 1999Date of Patent: August 28, 2001Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Toshiya Iida, Ikuyo Ikeno, Naoko Hirano, Yukiko Ariyoshi
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Publication number: 20010014739Abstract: Tetrakis(fluoroaryl)borate•magnesium halide (Ar4BMgX) expressed by General Formula (1): 1Type: ApplicationFiled: February 9, 2001Publication date: August 16, 2001Applicant: NIPPON SHOKUBAI CO., LTD.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Yamamoto
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Patent number: 6268537Abstract: A synthetic route for forming lithium trisubstituted borohydride compounds comprises the step of reacting a processed lithium hydride reactant with a trisubstituted borane wherein the reaction is maintained for a period of time in a temperature range of approximately 15° C. to approximately 42° C. A method of synthesizing LiH comprises the step of reacting an alkyl lithium (for example, n-butyl lithium) with hydrogen in the presence of tetrahydrofuran. The reaction temperature is preferably maintained in the range of approximately −78° C. to approximately 25° C.Type: GrantFiled: May 25, 1999Date of Patent: July 31, 2001Assignee: Mine Safety Appliances CompanyInventors: Elizabeth R. Burkhardt, Christopher P. Sutton, Joerg Bruening, David F. Rouda
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Patent number: 6258960Abstract: The present invention relates to the synthesis of chiral cis-aziridines (IIIa and IIIb) by reacting an imine (I) with a diazo compound (II) in the presence of a chiral vaulted biary-Lewis Acid complex as shown below:Type: GrantFiled: March 17, 2000Date of Patent: July 10, 2001Assignee: Arch Development CorporationInventors: Jon Antilla, William D. Wulff
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Patent number: 6255531Abstract: The present invention relates to a chemical compound of the formula I where R are, independently of one another, identical or different and are each a halogen atom or a C1-C40-group, X are, independently of one another, identical or different and are each a C1-C40-group, M are, independently of one another, identical or different and are each an element of group IIIa, of the Periodic Table of the Elements, a is an integer from 0 to 10, b is an integer from 0 to 10, c is an integer from 0 to 10 and a=b•c, d is 0 or 1, e is 0 or 1, f is 0 or 1, g is an integer from 0 to 10, h is an integer from 0 to 10, k is an integer from 0 to 10, i is an integer from 0 to 1000, j is an integer from 1 to 6 and is a cation of group Ia, IIa, IIIa or the Periodic Table of the Elements, a carbenium, oxonium or sulfonium cation or a quaternary ammonium compound.Type: GrantFiled: June 2, 1997Date of Patent: July 3, 2001Assignee: Targor GmbHInventors: Cornelia Fritz, Frank Küber, Hans Bohnen
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Patent number: 6248265Abstract: Fluoroaryl Grignard reagents are produced from a hydrocarbyl Grignard reagent and fluoroaromatic compounds via separate additions of different fluoroaromatic compounds, such that the conversion of hydrocarbyl Grignard reagent to the desired fluoroaryl Grignard reagent is essentially complete, and thus the reaction product is free or essentially free of agents that may negatively affect subsequent reactions. The fluoroaryl Grignard reagents may be further reacted with boron trihalides in order to obtain tris(fluoroaryl)boranes or tetrakis(fluoroaryl)borates.Type: GrantFiled: June 16, 2000Date of Patent: June 19, 2001Assignee: Albemarle CorporationInventors: John Y. Lee, David W. Owens, Charles R. Everly, Ronny W. Lin, John M. Power, Steven P. Diefenbach, Niomi L. Krzystowczyk
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Patent number: 6231790Abstract: Pentafluorophenyl Grignard reagents are reacted with a boron trihalide in a non-ethereal solvent such as toluene to produce a tetrakis pentafluorophenyl borate magnesium halide.Type: GrantFiled: November 19, 1996Date of Patent: May 15, 2001Assignee: Boulder Scientific CompanyInventor: Fredric Askham
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Patent number: 6225487Abstract: A new ligand having a backbone comprised of PCCC, where the last carbon atom is sp3 hybridized can be combined with a metal or metal precursor compound or formed into a metal-ligand complex to catalyze a number of different chemical transformations, including C—N bond formation.Type: GrantFiled: April 17, 1998Date of Patent: May 1, 2001Assignee: Symyx Technologies, Inc.Inventor: Anil Guram
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Patent number: 6215025Abstract: Tetrakis(fluoroaryl)borate.magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline.hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.Type: GrantFiled: October 26, 1998Date of Patent: April 10, 2001Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Yamamoto
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Patent number: 6210863Abstract: Compounds of the formula I or I′ in which R1 and R2 independently of one another, for example, are an aromatic hydrocarbon, with the proviso that the aromatic hydrocarbon radical is substituted in at least one o-position, or R1 and R2, for example, independently of one another are C1-C20alkyl, which is substituted by R9R10R11Si; R2a is, for example, a divalent aromatic hydrocarbon radical; R3 is C1-C20alkyl which is substituted by R9R10R11Si or is an aromatic hydrocarbon; R4 is, for example, C1-C20alkyl, C3-C12cycloalkyl or phenyl-C1-C6alkyl; E is R14R15R16P or R8R8aR7N; R7, R8 and R8a and R9, R10 and R11 independently of one another are, for example, C1-C12alkyl; R14, R15 and R16 independently of one another are substituted phenyl and G is a radical which is able to form positive ions, with the proviso that, if R1, R2 and R3 are 2,4,6-trimethylphenyl, R4 is not C2-C20alkyl or C2-C8alkenyl, are suitable for use as particularly reactive photoinitiators.Type: GrantFiled: May 19, 1999Date of Patent: April 3, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
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Patent number: 6198008Abstract: A process is disclosed for the preparation of 5-bromo-2-fluorobenzeneboronic acid, which is useful as an intermediate in the preparation of a non-ester pyrethroid compound. The compound can be, for example, a fluoroolefin, which is useful as a pesticide.Type: GrantFiled: April 1, 1999Date of Patent: March 6, 2001Assignee: American Cyanamid CompanyInventor: Keith D. Barnes
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Patent number: 6169208Abstract: A solution comprising a halomagnesium tetrakis(Faryl)borate in a liquid organic medium, wherein the liquid organic medium is comprised of one or more liquid dihydrocarbyl ethers, one or more liquid hydrocarbons, one or more liquid halogenated hydrocarbons, or mixtures thereof, is contacted with water. This produces magnesium di[tetrakis(Faryl)borate] in the organic phase of a two-phase water/liquid organic medium. The magnesium di[tetrakis(Faryl)borate] can be, but need not be, isolated. A protic ammonium salt, an onium salt, or a triarylmethyl salt can be reacted with the magnesium di[tetrakis(Faryl)borate] to produce the corresponding protic ammonium, onium, or triarylmethyl tetrakis(Faryl)borate. The magnesium di[tetrakis(Faryl)borate] can instead be reacted with a metal salt to form a metal tetrakis(Faryl)borate.Type: GrantFiled: December 3, 1999Date of Patent: January 2, 2001Assignee: Albemarle CorporationInventor: John Y. Lee
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Patent number: 6169076Abstract: The present invention is directed to salt-free and essentially salt-free p-boronophenylalanine-carbohydrate or p-boronophenylalanine-polyol complexes, as well as methods for making such compounds. In addition, the present invention provides methods for substantially solubilizing freeze-dried p-boronophenylalanine-carbohydrate and p-boronophenylalanine-polyol complexes. The present invention further provides compositions and methods for enhancing the solubility of boronophenylalanine.Type: GrantFiled: March 31, 1999Date of Patent: January 2, 2001Assignee: Glcosyn Pharmaceuticals, Inc.Inventors: Brian Shull, David Spielvogel, Gerald Head
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Patent number: 6162950Abstract: An alkali metal fluoride is reacted with a halomagnesium tetrakis(.sup.F aryl)borate to form an alkali metal tetrakis(.sup.F aryl)borate. The alkali metal tetrakis(.sup.F aryl)borate can be isolated, or the alkali metal cation can be replaced by an organic cation.Type: GrantFiled: December 3, 1999Date of Patent: December 19, 2000Assignee: Albemarle CorporationInventors: John Y. Lee, Jamie R. Strickler
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Patent number: 6150560Abstract: This invention relates to methods for separating tris(aryl)boranes from tris(aryl)boranetetrahydrofuran complexes in hydrocarbon solvents via distillation.Type: GrantFiled: April 22, 1999Date of Patent: November 21, 2000Assignee: Albemarle CorporationInventors: John Y. Lee, Jamie R. Strickler
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Patent number: 6143264Abstract: Process for the preparation of undecahydrododecaborate anions [B.sub.12 H.sub.(12-n) (XCN).sub.n ].sup.2- or [B.sub.12 H.sub.11 XH].sup.2- or a nonahydrodecaborate anions [B.sub.10 H.sub.(12-n) (XCN).sub.n ].sup.2- or [B.sub.10 H.sub.9 XH].sup.2- or anions of formula [B.sub.12 H.sub.11 SC(NR.sup.1 R.sup.2).sub.2 ].sup.-1 wherein X=O, S, or Se.Type: GrantFiled: August 26, 1998Date of Patent: November 7, 2000Assignee: The University of StrathclydeInventors: Victor Alexandrovich Brattsev, John Howell Morris
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Patent number: 6140537Abstract: A method of producing a boron-based compound represented by general formula (1) including a first step of reacting lithium, magnesium or a compound containing lithium, a compound represented by general formula (2), and a compound represented by general formula (3): R.sup.2 --Y to produce a borate metal salt represented by general formula (4), and a second step of adding to the borate metal salt an onium halide represented by general formula (5): Z.sup.+ .multidot.X.sup.- to effect ion exchange reaction (the symbols in the formulae have the same meanings as described in the specification).According to the production method of the present invention, a high purity boron-based compound represented by the general formula (1) above useful as a photopolymerization initiator and a light-absorbing decolorizing agent can be obtained in a short time and a high yield as compared with the conventional method.Type: GrantFiled: August 5, 1999Date of Patent: October 31, 2000Assignee: Showa Denko K.K.Inventors: Tsuyoshi Katoh, Morihiko Yamada
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Patent number: 6124476Abstract: The present invention discloses new organic compounds (e.g., ligands), their metal complexes and compositions using those compounds. The invention also relates to the field of catalysis. In particular, this invention relates to new compounds which when combined with suitable metals or metal precursor compounds provide useful catalysts for various bond-forming reactions, including Suzuki cross-coupling reactions. The invention also relates to performing Suzuki cross coupling reactions with unreactive aryl-chlorides.Type: GrantFiled: February 18, 1999Date of Patent: September 26, 2000Assignee: Symyx Technologies, Inc.Inventors: Anil Guram, Xiaohong Bei, Timothy S. Powers, Bernd Jandeleit, Thomas Crevier
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Patent number: 6118026Abstract: A (fluoroaryl)borane compound expressed by General Formula (1): ##STR1## where each of R.sub.1 -R.sub.5 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R.sub.1 -R.sub.5 represents a fluorine atom, X represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, and n represents 2 or 3, is stabilized by letting inorganic metal salts having a fluorine atom coexist with the (fluoroaryl)borane compound in a hydrocarbon solution. After the hydrocarbon solution is concentrated in the presence of the inorganic metal salts, the inorganic metal salts are removed and the fluoroaryl)borane compound is crystallized.Type: GrantFiled: June 25, 1998Date of Patent: September 12, 2000Assignee: Nippon Shokubai Co., Ltd.Inventors: Hitoshi Mitsui, Tsunemasa Ueno, Ikuyo Ikeno, Naoko Yamamoto
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Patent number: 6096928Abstract: A process for preparing tetrakis (pentafluorophenyl) borate is described that involves reaction of a pentafluorophenyl magnesium halide with an alkali metal tetrafluoroborate.Type: GrantFiled: July 14, 1999Date of Patent: August 1, 2000Assignee: Boulder Scientific CompanyInventor: Terry E. Krafft
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Patent number: 6090950Abstract: Novel chiral boron and aluminum hydride complexes, compositions comprising the chiral hydride complexes, and methods for their synthesis and use are described. The novel chiral hydride complexes are of the formulas:MBH.sub.4-n-a (R*).sub.n (R').sub.a ;MBH.sub.2-b (R**) (R').sub.b ;MBH(R***);MBH(R*) (R");MAlH.sub.4-n-a (R*).sub.n (R').sub.a ;MAlH.sub.2-b (R**)(R').sub.b ;MAlH(R***); andMAlH(R*) (R"),whereinM is Na.sup.+, Li.sup.+ or K.sup.+ ;each R* is independently a monodentate chiral ligand;R** is a bidentate chiral ligand;R*** is a tridentate chiral ligand;R' is a monodentate achiral ligand;R" is a bidentate achiral ligand;n is 1-3;a is 0-2; andb is 0-1,with the proviso that n+a.ltoreq.3, and with the further proviso that when R** is S-BINOL, M is not Li.sup.+.Type: GrantFiled: August 23, 1996Date of Patent: July 18, 2000Assignee: Zeeland Chemicals, Inc.Inventor: Glenn L. Heise
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Patent number: 6087062Abstract: Compounds of the formula I and II ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are, for example, unsubstituted or substituted phenyl, where none of the radicals R.sub.1 -R.sub.3 is a phenyl radical which is substituted ortho to the bond to the borate atom;R.sub.1 ', R.sub.2 ', R.sub.3 ' have one of the meanings of R.sub.1 -R.sub.3 ;R.sub.4 and R.sub.5 are OH or OR.sub.6 or have one of the meanings of R.sub.1 -R.sub.3 and the radicals R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 and R.sub.5 can also be substituted ortho to the bond to the borate atom;R.sub.6 is, for example, unsubstituted or C.sub.1 -C.sub.12 alkoxy- or halo-substituted C.sub.1 -C.sub.12 alkyl;X is, for example, C.sub.1 -C.sub.20 alkylene which is unsubstituted or substituted or which is interrupted by one or more aromatic hydrocarbons, or X is, for example, C.sub.3 -C.sub.12 cycloalkylene or polycycloalkylene; andZ.sup.Type: GrantFiled: May 19, 1998Date of Patent: July 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Allan Francis Cunningham, Martin Kunz
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Patent number: 6057480Abstract: A fluoroaryl magnesium derivative is produced by reacting aryl fluoride, hydrocarbon halide, and magnesium with one another in an ether solvent or a mixed solvent of the ether solvent and a hydrocarbon solvent. Also, a (fluoroaryl)borane compound is produced by mixing both a solution prepared by dissolving the fluoroaryl magnesium derivative into the ether solvent and another solvent prepared by dissolving the boron halide in the ether solvent with a hydrocarbon solvent having a higher boiling point than the ether solvent, so that the fluoroaryl magnesium derivative and boron halide react with each other while the ether solvent is being distilled out.Type: GrantFiled: October 16, 1997Date of Patent: May 2, 2000Assignee: Nippon Shokubai Co., Ltd.Inventors: Tsunemasa Ueno, Ikuyo Katsumi, Naoko Yamamoto, Hitoshi Mitsui
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Patent number: 6037388Abstract: A polymerization initiator composition comprising 100 parts by weight of an organic boron compound (A) and 10 to 150 parts by weight of an aprotic solvent (B) having a boiling point of 30 to 150.degree. C.; and a dental or surgical adhesive composition containing the above polymerization initiator composition.Type: GrantFiled: July 6, 1998Date of Patent: March 14, 2000Assignee: Sun Medical Co LtdInventors: Isao Hashimoto, Masami Arata, Weiping Zeng
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Patent number: 6037490Abstract: Novel compounds which are useful for boron neutron capture therapy (BNCT) are disclosed. The compounds comprise a stable boron-containing group and an aminocycloalkane carboxylic acid group or a boronated acyclic hydrocarbon-linked amino carboxylic acid. Methods for synthesis of the compounds and for use of the compounds in BNCT are disclosed.Type: GrantFiled: September 3, 1997Date of Patent: March 14, 2000Assignee: The University of Tennessee Research CorporationInventors: George W. Kabalka, Rajiv R. Srivastava
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Patent number: 6031127Abstract: There is disclosed a process for preparing L-p-boronophenylalanine which comprises subjecting a compound represented by the formula: ##STR1## wherein Y represents a protective group selected from the group consisting of benzyloxycarbonyl group, allyloxycarbonyl group and t-butoxycarbonyl group; and Bn represents benzyl group, to hydrogenation reaction in the presence of a palladium series catalyst, and a synthetic intermediate represented by the above formula for preparing the same.Type: GrantFiled: December 22, 1998Date of Patent: February 29, 2000Assignee: Tohoku UniversityInventors: Yoshinori Yamamoto, Hiroyuki Nakamura, Masaru Fujiwara
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Patent number: 6011180Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is, for example, C.sub.1 -C.sub.20 alkyl or phenyl-C.sub.1 -C.sub.6 alkyl which radicals are unsubstitutedor substituted; R.sub.2, R.sub.3 and R.sub.4 independently of one another are phenyl or biphenyl, which radicals are unsubstituted or substituted; wherein the sum of the Hammett .sigma. constants (.SIGMA..sub..sigma.) of the substitutents on the aromatic radicals R.sub.2, R.sub.3 and R.sub.4 is between +0.36 and +2.58; R.sub.8, R.sub.9, R.sub.14, R.sub.15 and R.sub.16 are, for example, C.sub.1 -C.sub.12 alkyl, phenyl-C.sub.1 -C.sub.6 alkyl or phenyl, and G is a radical which is able to form positive ions. These compounds are suitable as photoinitiators for photopolymerizable compositions which contain acid groups, in the presence of a coinitiator if desired.Type: GrantFiled: November 21, 1996Date of Patent: January 4, 2000Inventors: Allan Francis Cunningham, Martin Kunz, Hisatoshi Kura
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Patent number: 6008414Abstract: Highly reactive hydroborating agents dioxane-monochloroborane and dioxane-dichloroborane are provided. Also provided by this invention are methods for producing dioxane-monochloroborane, dioxane-dichloroborane and methods for hydroborating olefins with these reagents.Type: GrantFiled: February 16, 1999Date of Patent: December 28, 1999Assignee: Aldrich Chemical Company, Inc.Inventor: Herbert C. Brown
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Patent number: 6002044Abstract: A method for producing a borate compound represented by formula (1) is disclosed, comprising a first step of reacting lithium or magnesium or a compound containing lithium or magnesium, a halide represented by formula (2) and a compound represented by formula (3) in a solvent to produce a boronate compound precursor, a second step of reacting lithium or magnesium or a compound containing lithium or magnesium, a halide represented by formula (4) and the boronate compound precursor obtained in the first step in a solvent to produce a borate metal salt, and a third step of adding an onium halide represented by formula (5) to the borate metal salt obtained in the second step to effect ion-exchange reaction (the formulae are as described in the specification).Type: GrantFiled: November 10, 1998Date of Patent: December 14, 1999Assignee: Showa Denko K.K.Inventors: Morihiko Yamada, Tsuyoshi Katoh, Norihide Arai
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Patent number: 5998496Abstract: A compound of the general formula:A-L.sup.+ D.sup.-where A is a moiety which absorbs radiation and enters an excited state in which it accepts an electron; D.sup.- is a moiety which donates an electron to the excited state A and releases a free radical; and L.sup.+ is a cationic linking group which tethers electron acceptor moiety A to electron donor moiety D.sup.-. Cationic linking moiety L.sup.+ has the formula:-L'-G-where L' is a moiety which forms a stable radical with acceptor moiety A upon transfer of an electron from donor moiety D.sup.- to electron acceptor moiety A, and G is a moiety which forms a leaving group upon transfer of the electron from donor moiety D.sup.- to acceptor moiety A.Type: GrantFiled: August 19, 1996Date of Patent: December 7, 1999Assignee: Spectra Group Limited, Inc.Inventors: Salah A. Hassoon, Ananda M. Sarker, Douglas C. Neckers
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Patent number: 5969195Abstract: A process for hydrolyzing alkyl monohalides comprises using activated carbon impregnated with alkali metal hydroxide or alkaline earth metal hydroxide in the presence of water and converting the alkyl monohalides virtually quantitatively into the corresponding alcohols. Apparatus for carrying out the process comprises at least one, preferably two, especially three, reactors (2), especially tubular reactors. The process is also particularly useful for preparing alcohols.Type: GrantFiled: May 12, 1998Date of Patent: October 19, 1999Assignee: BASF AktiengesellschaftInventors: Uwe Stabel, Gerhard Fahrbach, Werner Neumann