Halogen, Bonded Directly To Carbon, Containing Patents (Class 564/510)
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Patent number: 8766012Abstract: A process for the preparation of 2,2-difluoroethylamine of the formula (I) CHF2CH2NH2??(I) comprising the stages (i) and (ii): stage (i): reaction of 2,2-difluoro-1-haloethane of the formula (II) CHF2—CH2Hal??(II) in which Hal is chlorine, bromine or iodine, with prop-2-en-1-amine of the formula (III) to give N-(2,2-difluoroethyl)prop-2-en-1-amine of the formula (IV) preferably in the presence of an acid scavenger, and stage (ii): removal of the allyl group from the N-(2,2-difluoroethyl)prop-2-en-1-amine of the formula (IV) obtained in stage (i) to give 2,2-difluoroethylamine of the formula (I) or a salt thereof.Type: GrantFiled: November 9, 2011Date of Patent: July 1, 2014Assignee: Bayer Cropscience AGInventors: Norbert Lui, Christian Funke, Jens-Dietmar Heinrich, Thomas Norbert Müller
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Patent number: 8754153Abstract: The present invention relates to a non-thermosetting composition made by reacting epichlorohydrin and a primary amine, to the use of that composition for making thermosetting (curable) adhesives suitable for bonding composites, to a method of preparing composites using the thermosetting (curable) adhesives, and to the related composites bonded with the thermosetting (curable) adhesives.Type: GrantFiled: September 26, 2012Date of Patent: June 17, 2014Assignee: Georgia-Pacific Chemicals LLCInventors: Bobby Lee Williamson, Richard M. Rammon
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Publication number: 20130123513Abstract: The present invention relates to a non-thermosetting composition made by reacting epichlorohydrin and a primary amine, to the use of that composition for making thermosetting (curable) adhesives suitable for bonding composites, to a method of preparing composites using the thermosetting (curable) adhesives, and to the related composites bonded with the thermosetting (curable) adhesives.Type: ApplicationFiled: September 26, 2012Publication date: May 16, 2013Applicant: GEORGIA-PACIFIC CHEMICALS LLCInventor: Georgia-Pacific Chemicals LLC
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Patent number: 8367846Abstract: The present invention provides a method of producing 2-alkyl-3-aminothiophene derivative represented by Formula (4), the method comprising oxidizing a compound represented by the following Formula (1) to produce a compound represented by the following Formula (3) and reducing the compound represented by the following Formula (3): wherein in Formula (1), Formula (3), and Formula (4), R represents an alkyl group, a cycloalkyl group, or a bicycloalkyl group; and X represents a hydroxyl group, a halogen atom acyloxy group, an alkylsulfonyl group, or an arylsulfonyl group.Type: GrantFiled: April 16, 2010Date of Patent: February 5, 2013Assignee: Mitsui Chemicals Agro, Inc.Inventors: Yasuaki Fukazawa, Yoji Aoki, Haruko Mita, Hironori Komatsu
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Patent number: 8093429Abstract: Provided are a fluorous-tag-introduced fluoroamine of a general formula (I), its production method, a method of fluorination of a substrate having functional group containing oxygen with the fluoroamine serving as a fluorinating agent, and a method of recovering a fluorous-tag-introduced amide after the fluorination. The fluoroamine and its production method, as well as the fluorination method with the fluoroamine and the method of recovery of a fluorous-tag-introduced amide are ecological and advantageous in industrial use, as the load for separating and collecting the product after the fluorination with the fluoroamine serving as a fluorinating agent is small. (In the formula, R0 is an alkyl group or an aryl group having substituent(s) of Rf—(CH2)m—; Rf is a perfluoroalkyl group; m is from 0 to 2; R1 and R2 each are an alkyl group or an aryl group.Type: GrantFiled: May 31, 2007Date of Patent: January 10, 2012Assignees: National University Corporation Hokkaido University, Mitsubishi Gas Chemical Company, Inc.Inventors: Toshio Hidaka, Takafumi Yoshimura, Shoji Hara, Tsuyoshi Fukuhara
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Publication number: 20110301383Abstract: The present invention provides metal-containing compounds that include at least one ?-diketiminate ligand, and methods of making and using the same. In certain embodiments, the metal-containing compounds include at least one ?-diketiminate ligand with at least one fluorine-containing organic group as a substituent. In other certain embodiments, the metal-containing compounds include at least one ?-diketiminate ligand with at least one aliphatic group as a substituent selected to have greater degrees of freedom than the corresponding substituent in the ?-diketiminate ligands of certain metal-containing compounds known in the art. The compounds can be used to deposit metal-containing layers using vapor deposition methods. Vapor deposition systems including the compounds are also provided. Sources for ?-diketiminate ligands are also provided.Type: ApplicationFiled: August 15, 2011Publication date: December 8, 2011Applicant: MICRON TECHNOLOGY, INC.Inventors: Dan Millward, Timothy A. Quick
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Patent number: 7968751Abstract: A method of fluorination comprising reacting monosaccharides, oligosaccharides, polysaccharides, composite saccharides formed by bonding of these saccharides with proteins and lipids and saccharides having polyalcohols, aldehydes, ketones and acids of the polyalcohols, and derivatives and condensates of these compounds with a fluorinating agent represented by general formula (I) thermally or under irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region. In accordance with the method, the fluorination at a selected position can be conducted safely at a temperature in the range of 150 to 200° C. where the reaction is difficult in accordance with conventional methods. The above method comprising the irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region can be applied to substrates other than saccharides.Type: GrantFiled: February 7, 2008Date of Patent: June 28, 2011Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Shoji Hara, Tsuyoshi Fukuhara
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Publication number: 20110124782Abstract: Compounds represented by formula (Rf-Q-X)s—Z. Each Rf is independently a partially fluorinated or fully fluorinated group selected from Rfa-(O)r—CHF—(CF2)n—; [Rfb-(O)tC(L)H—CF2—O]m—W—; CF3CFH—O—(CF2)p—; CF3—(O—CF2)z—; and CF3—O—(CF2)3—O—CF2—. Methods of reducing surface tension of a liquid, making foams, and treating a surface using the compounds are also disclosed.Type: ApplicationFiled: July 15, 2009Publication date: May 26, 2011Inventors: Rudolf J. Dams, Michael S. Terrazas, Klaus Hintzer, Zai-Ming Qiu, Miguel A. Guerra, Andreas R. Maurer, Harald Kaspar, Kai H. Lochhaas, Michael Juergens, Tilman C. Zipplies, Werner Schwertfeger
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Publication number: 20110060167Abstract: The present invention relates to a process for preparing 2,2-difluoroethylamine proceeding from 2,2-difluoro-1-haloethane using ammonia in a solvent which has a maximum water content of 15% by volume and in the presence of a catalyst which accelerates the reaction with ammonia.Type: ApplicationFiled: July 27, 2010Publication date: March 10, 2011Applicant: Bayer CropScience AGInventors: Norbert LUI, Sergii Pazenok, Yuriy Grigorievich Shermolovich
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Patent number: 7871602Abstract: The use of bis-amines to enhance the antimicrobial activity of pharmaceutical compositions is described. The bis-amines are particularly useful for enhancing the antimicrobial activity of aqueous ophthalmic compositions, such as artificial tears or ocular lubricants, and solutions for disinfecting contact lenses.Type: GrantFiled: October 3, 2008Date of Patent: January 18, 2011Assignee: Alcon, Inc.Inventors: Nissanke L. Dassanayake, Thomas Christopher Carey, Ronald L. Schlitzer, David L. Meadows
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Patent number: 7829741Abstract: A process for producing an ?,?-difluoroamine which comprises using hydrogen fluoride and a Lewis base in specific amounts in the halogen-fluorine exchange reaction using an ?,?-dihaloamine as the substrate. The process can be industrially applied, enables to obtain the object compound in a short time at a great yield and can be conducted easily with excellent productivity.Type: GrantFiled: October 20, 2005Date of Patent: November 9, 2010Assignees: National University Corporation, Mitsubishi Gas Chemical Company, Inc.Inventors: Tsuyoshi Fukuhara, Shoji Hara, Toshio Hidaka
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Publication number: 20100267963Abstract: The present invention provides a method of producing 2-alkyl-3-aminothiophene derivative represented by Formula (4), the method comprising oxidizing a compound represented by the following Formula (1) to produce a compound represented by the following Formula (3) and reducing the compound represented by the following Formula (3): wherein in Formula (1), Formula (3), and Formula (4), R represents an alkyl group, a cycloalkyl group, or a bicycloalkyl group; and X represents a hydroxyl group, a halogen atom acyloxy group, an alkylsulfonyl group, or an arylsulfonyl group.Type: ApplicationFiled: April 16, 2010Publication date: October 21, 2010Applicant: MITSUI CHEMICALS AGRO, INC.Inventors: Yasuaki FUKAZAWA, Yoji Aoki, Haruko Mita, Hironori Komatsu
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Publication number: 20100184054Abstract: A process for the selective binding of an aggregating abnormal form of a protein in the presence of the nonaggregating normal form of the protein, including contacting under selective binding conditions a material containing both the abnormal and normal forms with a binding agent which is a polyionic material having a binding avidity for the aggregating form of the protein as present in the sample.Type: ApplicationFiled: December 22, 2009Publication date: July 22, 2010Applicant: MICROSENS BIOPHAGE LIMITEDInventors: Amin R. Lane, Christopher J. Stanley, Stuart M. Wilson
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Publication number: 20100158818Abstract: The present application relates to N-chlorinated cationic compounds of Formula I or a salt thereof, and associated compositions and methods of use as antimicrobial agents.Type: ApplicationFiled: November 6, 2009Publication date: June 24, 2010Inventors: Rakesh K. Jain, Eddy Low, Charles Francavilla, Timothy P. Shiau, Satheesh K. Nair
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Publication number: 20100036119Abstract: The present invention relates to ?,?-difluoroamines, fluorinating reagents comprising ?,?-difluoroamines and also processes for preparing ?,?-difluoroamines and fluorinating reagents comprising ?,?-difluoroamines.Type: ApplicationFiled: October 16, 2009Publication date: February 11, 2010Applicant: LANXESS DEUTSCHLAND GMBHInventors: WOLFGANG EBENBECK, PETRA HILGERS, ALBRECHT MARHOLD, JAN ALEXANDER BARTEN, ALEXANDER KOLOMEITSEV, GERD-VOLKER ROSCHENTHALER
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Patent number: 7659317Abstract: Methods and reagents for labeling synthesis of organohalides by transition metal mediated carbonylation reactions using carbon-isotope labeled carbon monoxide are provided. The resultant carbon-isotope labeled organohalides are useful as radiopharmaceuticals, especially for use as precursors in Positron Emission Tomography (PET). Associated PET tracers and kits for PET studies are also provided.Type: GrantFiled: March 10, 2005Date of Patent: February 9, 2010Assignee: GE Healthcare LimitedInventors: Jonas Eriksson, Bengt Langstrom, Gunnar Antoni
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Publication number: 20090320718Abstract: The present invention relates to the use of end groups Y, where Y stands for CF3(CH2)aS— or CF3CF2S— or [CF3—(CH2)a]2N—, where a stands for an integer selected from the range from 0 to 5, as end group in surface-active compounds, to corresponding novel compounds, and to processes for the preparation of these compounds.Type: ApplicationFiled: July 2, 2007Publication date: December 31, 2009Inventors: Wolfgang Hierse, Nikolai (Mykola) Ignatyev, Martin Seidel, Elvira Montenegro, Peer Kirsch, Andreas Bathe
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Publication number: 20090198086Abstract: Provided are a fluorous-tag-introduced fluoroamine of a general formula (I), its production method, a method of fluorination of a substrate having functional group containing oxygen with the fluoroamine serving as a fluorinating agent, and a method of recovering a fluorous-tag-introduced amide after the fluorination. The fluoroamine and its production method, as well as the fluorination method with the fluoroamine and the method of recovery of a fluorous-tag-introduced amide are ecological and advantageous in industrial use, as the load for separating and collecting the product after the fluorination with the fluoroamine serving as a fluorinating agent is small. (In the formula, R0 is an alkyl group or an aryl group having substituent(s) of Rf—(CH2)m—; Rf is a perfluoroalkyl group; m is from 0 to 2; R1 and R2 each are an alkyl group or an aryl group.Type: ApplicationFiled: May 31, 2007Publication date: August 6, 2009Inventors: Toshio Hidaka, Takafumi Yoshimura, Shoji Hara, Tsuyoshi Fukuhara
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Publication number: 20090075488Abstract: The present invention provides metal-containing compounds that include at least one ?-diketiminate ligand, and methods of making and using the same. In certain embodiments, the metal-containing compounds include at least one ?-diketiminate ligand with at least one fluorine-containing organic group as substituent. In other certain embodiments, the metal-containing compounds include at least one ?-diketiminate ligand with at least one aliphatic group as a substituent selected to have greater degrees of freedom than the corresponding substituent in the ?-diketiminate ligands of certain metal-containing compounds known in the art. The compounds can be used to deposit metal-containing layers using vapor deposition methods. Vapor deposition systems including the compounds are also provided. Sources for ?-diketiminate ligands are also provided.Type: ApplicationFiled: October 7, 2008Publication date: March 19, 2009Applicant: MICRON TECHNOLOGY, INC.Inventors: Dan Millward, Timothy A. Quick
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Publication number: 20090062558Abstract: The present invention relates to a new process for preparing estrogen-antagonistic 11?-fluoro-17?-alkylestra-1,3,5(10)-triene-3,17-diols of the general formula I having a 7?-(?-alkylamino-?-perfluoroalkyl)alkyl side chain and to ?-alkyl(amino)-?-perfluoro(alkyl)alkanes of the general formula II, to processes for their preparation and to the intermediates required for this purpose.Type: ApplicationFiled: August 29, 2008Publication date: March 5, 2009Inventors: Michael SANDER, Danja Grossbach, Christian Dinter, Jorma Hassfeld, David Voigtlaender
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Publication number: 20090036628Abstract: The present invention relates to oxonium salts having [(Ro)3O]+ cations and sulfonium salts having [(Ro)3S]+ cations, where Ro denotes straight-chain or branched alkyl groups having 1-8 C atoms or phenyl which is unsubstituted or substituted by Ro, ORo, N(Ro)2, CN or halogen, and anions selected from the group of [PFx(CyF2y+1?zHz)6?x]? anions, where 2?x?5, 1?y?8 and 0?z?2y+1, or anions selected from the group of [BFn(CN)4?n]? anions, where n=0, 1 , 2 or 3, or anions selected from the group of [(Rf1SO2)2N]? anions or anions selected from the group of [BFwRf24?w]? anions, to processes for the preparation thereof, and to the use thereof, in particular for the preparation of ionic liquids.Type: ApplicationFiled: January 5, 2007Publication date: February 5, 2009Inventors: Nikolai (Mykola) Ignatyev, German Bissky, Helge Willner
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Patent number: 7445771Abstract: The use of bis-amines to enhance the antimicrobial activity of pharmaceutical compositions is described. The bis-amines are particularly useful for enhancing the antimicrobial activity of aqueous ophthalmic compositions, such as artificial tears or ocular lubricants, and solutions for disinfecting contact lenses.Type: GrantFiled: December 9, 2004Date of Patent: November 4, 2008Assignee: Alcon, Inc.Inventors: Nissanke L. Dassanayake, Thomas Christopher Carey, Ronald L. Schlitzer, David L. Meadows
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Publication number: 20080221360Abstract: An alkylamino group-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nNR1R2 (where Rf is a perfluoro lower-alkyl group, R1 is an alkyl group having 1-12 carbon atoms, R2 is a hydrogen atom, or an alkyl group having 1-12 carbon atoms, m is an integer of 0-10, and n is an integer of 3-8) is a novel compound, and is produced by reaction of an iodide-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI with an alkylamine compound, represented by the following general formula: NHR1R2Type: ApplicationFiled: August 9, 2006Publication date: September 11, 2008Inventors: Keisuke Kokin, Takehiro Sonoi, Kimihiko Urata
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Publication number: 20080154064Abstract: A method of fluorination comprising reacting monosaccharides, oligosaccharides, polysaccharides, composite saccharides formed by bonding of these saccharides with proteins and lipids and saccharides having polyalcohols, aldehydes, ketones and acids of the polyalcohols, and derivatives and condensates of these compounds with a fluorinating agent represented by general formula (I) thermally or under irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region. In accordance with the method, the fluorination at a selected position can be conducted safely at a temperature in the range of 150 to 200° C. where the reaction is difficult in accordance with conventional methods. The above method comprising the irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region can be applied to substrates other than saccharides.Type: ApplicationFiled: February 7, 2008Publication date: June 26, 2008Inventors: Shoji Hara, Tsuyoshi Fukuhara
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Patent number: 7232930Abstract: A process for preparing (S)-(?)-N-[4-[4-[ethyl(6-fluoro-6-methylheptyl)amino]-1-hydroxy]phenyl]methanesulfonamide hemifumarate salt, which comprises reacting N-[4-[(2S)-tetrahydro-5-hydroxy-2-furanyl]phenyl]methanesulfonamide(IIa) with fluoroamine (III) in the presence of triacetoxyborohydride and ethyl acetate to provide [4-[-4-[ethyl(6-fluoro-6-methylheptyl)amino]-1-hydroxylphenyl]methanesulfonamide (I) and then converting I into the hemifumarate salt Ia. A process for preparing IIa is also claimed as well as intermediates IIa-IId.Type: GrantFiled: February 28, 2005Date of Patent: June 19, 2007Assignee: Pharmacia & Upjohn CompanyInventors: Sonja Suzanne MacKey, Michael E. Matison, Haifeng Wu, Michael Paul Goble, Moses W. McMillan, Vikram Gurudath Kalthod
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Patent number: 7189680Abstract: The invention relates to novel triazolopyrimidines of the formula in which R1, R2, R3 and X have the meanings given in the disclosure, and acid addition salts thereof, to a plurality of processes for preparing these novel substances, and to their use for controlling unwanted microorganisms. The invention further relates to novel amines and carbamates of the formulae indicated in the description and to processes for preparing these intermediates.Type: GrantFiled: April 16, 2002Date of Patent: March 13, 2007Assignee: Bayer Cropscience AGInventors: Olaf Gebauer, Jörg Nico Greul, Ulrich Heinemann, Hans-Ludwig Elbe, Bernd-Wieland Krüger, Ralf Dunkel, Arnd Voerste, Ronald Ebbert, Astrid Mauler-Machnik, Ulrike Wachendorff-Neumann, Karl-Heinz Kuck, Yoshinori Kitagawa
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Patent number: 7060850Abstract: The present invention includes methods and compositions for increasing the fluorous nature of an organic compound by reacting it with at least one fluorous compound to produce a fluorous tagged organic compound. The increased fluorous nature of the fluorous tagged organic compound can then be utilized to separate the fluorous organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom. The resultant fluorous tagged organic compound can be subjected to subsequent chemical transformations, wherein the fluorous nature of the tagged compound is utilized to increase the ease of separation of the fluorous tagged organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom, after each chemical transformation.Type: GrantFiled: July 11, 2003Date of Patent: June 13, 2006Assignee: Fluorous Technologies IncorporatedInventors: Wei Zhang, Zhiyong Luo, Tadamichi Nagashima, Christine Hiu-Tung Chen, Marvin S. Yu
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Patent number: 6951962Abstract: A water-dispersible oil/grease-sizing and water-sizing agent that provides oil/grease and water-sizing for paper and other cellulosic materials. The agent works effectively for both oil/grease and water sizing at high temperatures. The polymeric agent's key features include a polyamine component which is a repeating monomer unit with cellulose-reactive and fluorinated groups substituted on the polyamine.Type: GrantFiled: April 12, 2002Date of Patent: October 4, 2005Assignee: Hercules IncorporatedInventor: Kyle J. Bottorff
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Patent number: 6924396Abstract: The present invention describes immobilized haloenamine reagents, immobilized tertiary amides, methods for their preparation, and methods of use.Type: GrantFiled: September 17, 2003Date of Patent: August 2, 2005Assignee: Pharmacia CorporationInventor: Dennis P. Phillion
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Patent number: 6774270Abstract: A method of removing hexafluoropropylene dimers (“HFP dimers”), dimer hydrides and other oligomers from a fluid is described. The method comprises heating the fluid to isomerize the HFP dimers to the thermodynamic isomer, and contacting the fluid with a tertiary amine (or salts thereof) to form a hexafluoropropylene dimer—tertiary amine adduct. The method may further comprise the step of separating the dimer adducts from the reaction mixture.Type: GrantFiled: April 1, 2003Date of Patent: August 10, 2004Assignee: 3M Innovative Properties CompanyInventors: Zhongxing Zhang, Zai-Ming Qiu, Daniel R. Vitcak, Richard M. Flynn
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Publication number: 20040073054Abstract: The present invention includes methods and compositions for increasing the fluorous nature of an organic compound by reacting it with at least one fluorous compound to produce a fluorous tagged organic compound. The increased fluorous nature of the fluorous tagged organic compound can then be utilized to separate the fluorous organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom. The resultant fluorous tagged organic compound can be subjected to subsequent chemical transformations, wherein the fluorous nature of the tagged compound is utilized to increase the ease of separation of the fluorous tagged organic compound from untagged reagents, reactants, catalysts and/or products derived therefrom, after each chemical transformation.Type: ApplicationFiled: July 11, 2003Publication date: April 15, 2004Inventors: Wei Zhang, Zhiyong Luo, Tadamichi Nagashima, Christine Hiu-Tung Chen, Marvin S. Yu
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Publication number: 20040073052Abstract: The present invention relates to a novel process for the preparation of bis(trifluoromethyl)imido salts of the general formula (I):Type: ApplicationFiled: August 14, 2003Publication date: April 15, 2004Inventors: Udo Heider, Michael Schmidt, Peter Sartori, Nikolai Ignatyev, Andrij Kucherina, Ludmila Zinovyeva
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Patent number: 6677487Abstract: The present invention describes immobilized haloenamine reagents, immobilized tertiary amides, methods for their preparation, and methods of use.Type: GrantFiled: February 1, 2002Date of Patent: January 13, 2004Assignee: Pharmacia CorporationInventor: Dennis P. Phillion
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Patent number: 6653512Abstract: Described are compositions comprising perfluoroalkyl haloalkyl ethers and, optionally, surfactant; uses for perfluoroalkyl haloalkyl ether compounds and compositions thereof, optionally comprising surfactant; and perfluoroalkyl haloalkyl ethers.Type: GrantFiled: January 14, 1999Date of Patent: November 25, 2003Assignee: 3M Innovative Properties CompanyInventors: Frederick E. Behr, Richard M. Flynn
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Patent number: 6617157Abstract: Methods and compositions for selectively modifying nucleic acid molecules in biological compositions, including contacting the composition with an inactivating agent having the formula: where each of R1, R2, R3, R4, R6, R7, and R8 is, independently, H or a monovalent hydrocarbon moiety containing between 1 and 4 carbon atoms, inclusive, provided that R1, R2, R3, R4, R6, R7, and R8 cannot all be H; R5 is a divalent hydrocarbon moiety containing between 2 and 4 carbon atoms, inclusive; X is a pharmaceutically acceptable counter-ion; and n is an integer between 2 and 10, inclusive are disclosed.Type: GrantFiled: December 16, 1998Date of Patent: September 9, 2003Assignee: V.I. Technologies, Inc.Inventors: Edward I. Budowsky, Samuel K. Ackerman, Andrei A. Purmal, Clark M. Edson
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Publication number: 20030004348Abstract: Disclosed are a fluorinating agent represented by the general formula (1): 1Type: ApplicationFiled: July 10, 2002Publication date: January 2, 2003Inventors: Hiroshi Sonoda, Kazunari Okada, Akira Takahashi, Kouki Fukumura, Hidetoshi Hayashi, Teruyuki Nagata, Yasuhiro Takano
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Patent number: 6392098Abstract: Compounds of Formula I: E—NH—D—NH—B—A—B—NH—D—NH—E (I) wherein A is C2-C6 alkene, C3-C6 cycloalkyl, cycloalkenyl, or cycloaryl; B is independently a single bond, C1-C6 alkyl alkenyl; D is independently C1-C6 alkyl or alkenyl, or C3-C6 cycloalkyl, cycloalkenyl, or cycloaryl; and E is independently H, C3-C6 alkyl or alkenyl; and pharmaceutically-suitable salts thereof; a synthetic method therefor, pharmaceutical dosage forms containing one of more of these compounds, and use of these compounds in the treatment of neoplastic cell growth, are disclosed.Type: GrantFiled: March 29, 1999Date of Patent: May 21, 2002Assignee: Wisconsin Alumni Research FoundationInventors: Benjamin J. Frydman, Laurence J. Marton, Venodhar K. Reddy, Aldonia L. Valasinas, Donald T. Witiak
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Patent number: 6252116Abstract: The invention encompasses a process for making compounds of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases.Type: GrantFiled: January 21, 2000Date of Patent: June 26, 2001Assignee: Merck & Co., Inc.Inventors: Edward G. Corley, Ian W. Davies, Robert D. Larsen, Philip J. Pye, Kai Rossen
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Patent number: 6156222Abstract: Perfluoroalkyl-allyloxy- and perfluoroalkyl-iodopropyloxy-substituted polyaminoacids or poly-R.sub.F -fluoroallyl-substituted polyaminoacids which contain, in random distribution, q units of A-1, r units of A-2, s units of A-3 and t units of A-4 in which A-1 and A-2 are perfluoroalkyl-substituted amino groups of the formulae ##STR1## A-3 is a hydrophilically substituted amino or amido group of the formula ##STR2## and A-4 is a substituted amino or amido group of the formula ##STR3## where the variables are as defined herein, are useful to provide oil repellency to paper and as foam stabilizers in alcohol resistant--aqueous fire-fighting foam fire-fighting foam compositions.Type: GrantFiled: January 20, 1999Date of Patent: December 5, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: John Jennings, Ted Deisenroth, Marlon Haniff
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Patent number: 6127583Abstract: A preparation process of an acetylene derivative comprising reacting a compound having a skeleton represented by the formula (1): ##STR1## in the molecular formula with a compound represented by the formula (2): ##STR2## wherein R.sup.1, R.sup.2 R.sup.3 and R.sup.4 are individually an alkyl group having 1 to 6 carbon atoms and can be the same or different, R.sup.1 and R.sup.3 can bond each other to form a ring, and R.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 can be bond each other to form one or two heterocyclic rings: or with a compound represented by the formula (3): wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same as in the formula (2), and X.sub.1 is a ##STR3## chlorine, bromine or iodine atom.Type: GrantFiled: March 31, 1999Date of Patent: October 3, 2000Assignee: Mitsui Chemicals, Inc.Inventors: Hiroshi Sonoda, Kazunari Okada, Kenichi Goto, Kouki Fukumura, Junko Naruse, Hidetoshi Hayashi, Teruyuki Nagata, Akira Takahashi
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Patent number: 6074622Abstract: The present invention relates to a catalyst based on titanosilicalites having a content by weight of alkali metal or metals of between 0.05 and 2%. The subject of the invention is more particularly a process for producing N,N-disubstituted hydroxylamine from hydrogen peroxide and the corresponding disubstituted amine.Type: GrantFiled: August 6, 1998Date of Patent: June 13, 2000Assignee: Elf Atochem S.A.Inventors: Remy Teissier, Eric Jorda
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Patent number: 6054615Abstract: Selected quaternary ammonium salts containing fluoroalkyl, preferably perfluoroalkyl, groups that are stable to bases are described. They are useful as phase transfer reaction catalysts, especially in basic media.Type: GrantFiled: May 27, 1999Date of Patent: April 25, 2000Assignee: E.I. du Pont de Nemours and CompanyInventor: Weiming Qiu
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Patent number: 5889061Abstract: Compounds of Formula I:E-NH-D-NH-B-A-B-NH-D-NH-E (I)wherein A is C.sub.2 -C.sub.6 alkene, C.sub.3 -C.sub.6 cycloalkyl, cycloalkenyl, or cycloaryl; B is independently a single bond, C.sub.1 -C.sub.6 alkyl alkenyl; D is independently C.sub.1 -C.sub.6 alkyl or alkenyl, or C.sub.3 -C.sub.6 cycloalkyl, cycloalkenyl, or cycloaryl; and E is independently H, C.sub.1 -C.sub.6 alkyl or alkenyl; and pharmaceutically-suitable salts thereof; a synthetic method therefor, pharmaceutical dosage forms containing one of more of these compounds, and use of these compounds in the treatment of neoplastic cell growth, are disclosed.Type: GrantFiled: October 15, 1997Date of Patent: March 30, 1999Assignee: Wisconsin Alumni Research FoundationInventors: Benjamin J. Frydman, Laurence J. Marton, Vendohar K. Reddy, Aldonia L. Valasinas, Donald T. Witiak
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Patent number: 5852189Abstract: Relatively pure tertiaryaminoalkyllithium initiators suitable for anionic polymerization reactions are prepared at low temperatures in an organic ether by reacting an equivalent excess of lithium metal with a tertiaryaminoalkylhalide. The lithium initiators are very stable at moderate temperatures when the ether is replaced by an aliphatic, a cycloaliphatic, or an aromatic solvent. Yields of the initiator in excess of 98% are readily achieved.Type: GrantFiled: December 31, 1996Date of Patent: December 22, 1998Assignee: Bridgestone CorporationInventors: William L. Hergenrother, Michael L. Kerns, David F. Lawson
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Patent number: 5753776Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: June 6, 1995Date of Patent: May 19, 1998Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5712418Abstract: The present invention is directed to the process of preparing a peptide comprising reacting a first amino acid or peptide with an amino acid fluoride of the formula: ##STR1## or the acid fluoride salts thereof wherein BLK is an N-amino protecting groupAA is an amino acid residue andX is H or a protecting group useful,and the first amino and peptide have a free amino group and a blocked carboxy end.Type: GrantFiled: August 2, 1994Date of Patent: January 27, 1998Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Ayman Ahmed El-Faham
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Patent number: 5621144Abstract: New compounds are described typically having the formula CH.sub.3 C(CH.sub.2 R).sub.3 or ZCH.sub.2 C(CH.sub.2 R).sub.3 where R is a fluorohydrocarbon or perfluorocarbon group, preferably containing 4-16 carbon atoms and more F atoms that H atoms. Z is a hydrophilic group which may make the compound self-emulsifiable. The compounds are useful as oxygen transport agents in vivo, for which purpose aqueous emulsions are used, as a blood substitute.Type: GrantFiled: January 9, 1995Date of Patent: April 15, 1997Assignee: Isis Innovation LimitedInventor: Stephen R. Cooper
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Patent number: 5571870Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.Type: GrantFiled: May 10, 1994Date of Patent: November 5, 1996Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5508311Abstract: The invention relates to a series of propargylamines, their salts and pharmaceutical compositions containing a compound of formula (III) wherein R.sub.1, R.sub.3 and R.sub.4 are the same or different and represent hydrogen or a straight chain or branched lower alkyl; y is an integer ranging from 0 to 5; z is an integer ranging from 0 to 5; and R.sub.2 is a straight chain or branched alkyl, alkenyl, alkynyl, alkoxy, alkylthio or alkyl sulphinyl group having from 3 to 11 carbon atoms, said group being unsubstituted or substituted with at least one of the substituents selected from hydroxy, aldehyde, oxo, loweracyloxy, halogen, thio, sulfoxide, sulfone, phenyl, halogen-substituted phenyl, hydroxy-substituted phenyl, cycloalkyl having from 3 to 6 carbon atoms and heterocyclic substituents having between 3 and 6 atoms, of which form 1 to 3 are heteroatoms selected from O, S and/or N, and pharmaceutically acceptable salts thereof, in admixture with a pharmaceutically acceptable carrier, excipient or adjuvant.Type: GrantFiled: December 23, 1993Date of Patent: April 16, 1996Assignee: University of SaskatchewanInventors: Peter H. Yu, Bruce A. Davis, Alan A. Boulton
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Patent number: 5476934Abstract: A nitrogen-containing perfluoroalkanoyl peroxide is provided which is represented by the formula: ##STR1## wherein Rf.sub.1 and Rf.sub.2 independently stand for an alkyl group of 1 to 5 carbon atoms, provided that Rf.sub.1 and Rf.sub.2 are joined to each other in one of the three patterns of union, 1) direct union, 2) union through the medium of an oxygen atom or 3) union through the medium of a nitrogen atom to form one of the three rings, i.e. five-membered ring, six-membered ring or seven-membered ring.Type: GrantFiled: August 23, 1994Date of Patent: December 19, 1995Assignee: Agency of Industrial Science & Technology, Ministry of International Trade & IndustryInventors: Haruhiko Fukaya, Takashi Abe, Eiji Hayashi, Yoshio Hayakawa