Acyclic Patents (Class 568/589)
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Patent number: 11230508Abstract: The present disclosure generally pertains to green oxidizer compositions and method of synthesizing and using the same. Such green oxidizers are stable, may be used in conventional bipropellant thrusters, including, but not limited to LDACS applications, and offer several benefits over conventional oxidizers with respect to toxicity and/or corrosion. The present disclosure also relates to methods of synthesizing poly-nitrated oxetane, a green oxidizer, in an Argon-rich environment.Type: GrantFiled: July 23, 2018Date of Patent: January 25, 2022Assignee: Board of Trustees of the University of Alabama, for and on behalf of the University of Alabama in HuntsvilleInventors: James Edwin Smith, Jr., Chen Zhang, Yu Lei
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Patent number: 8871983Abstract: The present invention provides compounds, or pharmaceutically acceptable salts or analogs thereof, which exhibit anti-tumor activity. The present invention also includes methods for inhibiting the growth of cancer cells by contacting an effective amount of a compound of the present invention with the cancer cells in vitro or in vivo.Type: GrantFiled: August 10, 2009Date of Patent: October 28, 2014Assignee: University of Florida Research Foundation, Inc.Inventors: Stanislav I. Svetlov, Anatoliy Vakulenko
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Patent number: 8802896Abstract: Disclosed is a polyether compound which is useful as a curing agent or the like, a curing agent using the compound and a producing method of the compound. The polyether compound of the present invention is represented by the following general formula (1). (In the formula, R1 represents a hydrogen atom or a methyl group and R2 represents a hydrogen atom or —C(?O)—C(R3)?CH2. R3 represents a hydrogen atom or a methyl group. R1, R2 and R3 may be the same as or different from each other.Type: GrantFiled: September 30, 2013Date of Patent: August 12, 2014Assignee: FUJIFILM CorporationInventors: Akihito Amao, Hirotaka Kitagawa
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Patent number: 8664247Abstract: The present invention provides acyclic, geminal-dinitro organic compounds, methods of synthesizing the compounds, pharmaceutical compositions, therapeutic methods, and medical kits for treating various conditions using such compounds and pharmaceutical compositions. The compounds and compositions are useful in the treatment of cancer.Type: GrantFiled: August 24, 2012Date of Patent: March 4, 2014Assignees: RadioRx, Inc., Alliant Techsystems Inc.Inventors: Jan Scicinski, Bryan T. Oronsky, Robert Wardle, Louis Cannizzo, Nicholas A. Straessler
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Patent number: 8641816Abstract: Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R1, R2, and R3 are as defined herein.Type: GrantFiled: October 21, 2010Date of Patent: February 4, 2014Assignee: Dow Global Technologies LLCInventors: Matthias S. Ober, Edward D. Daugs, Wanglin Yu, Cynthia L. Rand
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Patent number: 8410316Abstract: The compound (I) or a salt thereof has an excellent controlling activity against pests. Then the compound (I) or a salt thereof is useful for an active ingredient of a pesticidal composition.Type: GrantFiled: August 31, 2011Date of Patent: April 2, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Shigeyuki Itoh, Atsushi Iwata
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Publication number: 20130053418Abstract: The present invention provides acyclic, geminal-dinitro organic compounds, methods of synthesizing the compounds, pharmaceutical compositions, therapeutic methods, and medical kits for treating various conditions using such compounds and pharmaceutical compositions. The compounds and compositions are useful in the treatment of cancer.Type: ApplicationFiled: August 24, 2012Publication date: February 28, 2013Inventors: Jan Scicinski, Bryan T. Oronsky, Robert Wardle, Louis Cannizzo, Nicholas A. Straessler
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Publication number: 20110105507Abstract: Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R1, R2, and R3 are as defined herein.Type: ApplicationFiled: October 21, 2010Publication date: May 5, 2011Inventors: Matthias S. Ober, Edward D. Daugs, Wanglin Yu, Cynthia L. Rand
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Publication number: 20100130749Abstract: The invention related to a novel process, novel process steps and novel intermediates useful in the synthesis of pharmaceutically active compounds, especially renin inhibitors, such as Aliskiren Inter alia the invention relates to a process for the manufacture of a compound of the formula I. or a salt thereof, wherein R1 as well as Act are as defined in the specification, and processes of manufacturing this compound as well as intermediates in this process.Type: ApplicationFiled: April 1, 2008Publication date: May 27, 2010Inventor: Gottfried Sedelmeier
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Publication number: 20100094062Abstract: A cetane number increasing process and additive for diesel fuel, this additive being obtained by means of a less complex and more economic process which seeks to use by products in excess of supply on the market and to optimize the installed capacity of existing plants, the process producing a mixture of nitrated glycerol diethers is represented by the following general formula (I) where R can be: a hydrogen atom; or an R?—O group; and where R? can be an alkene or alkyne or an unsaturated hydrocarbon formed by a number of carbon atoms ranging from 4 to 10 carbons.Type: ApplicationFiled: April 18, 2007Publication date: April 15, 2010Inventors: Carlos René Klotz Rabello, Yuri Kokitsu Ferreira, Raphael Bezerra de Menezes
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Publication number: 20090176893Abstract: The present invention provides for a composition comprising a siloxane having the formula: M1DM2 wherein M1=(R1)(R2)(R3)SiO1/2; M2=(R4)(R5)(R6)SiO1/2 and D=(R7)(Z)SiO2/2 where R1, R2, R3, R4, R5, R6 and R7 are each independently selected from the group consisting of 1 to 4 carbon monovalent hydrocarbon radicals, aryl, and a hydrocarbon group of 4 to 9 carbons containing an aryl group; Z is a pendant hydrophilic ionic group selected from the group consisting of R8—RA, R9—RC, and R10—RZ; RA being an anionic substituent, RC a cationic substituent or RZ a zwitterionic substituent on the D group wherein the composition is resistant to hydrolysis under either basic or acidic conditions.Type: ApplicationFiled: December 26, 2007Publication date: July 9, 2009Applicant: MOMENTIVE PERFORMANCE MATERIALS INC.Inventors: Mark D. Leatherman, George A. Policello, Wenqing N. Peng, Liping Zheng, Roland Wagner, Suresh K. Rajaraman, Zijun Xia
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Publication number: 20090143623Abstract: Provided is a production process of a cyanoethyl ether by reacting an alcohol and acrylonitrile in a two-phase system of a non-ether solvent/an aqueous alkali solution.Type: ApplicationFiled: November 24, 2008Publication date: June 4, 2009Applicant: FUJIFILM CorporationInventors: Taiji Katsumata, Takayuki Ito, Masayuki Harada
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Patent number: 7432399Abstract: A polyol monomer comprising the formula: R1 and R3 are —H, aliphatic, aromatic, or ether; R2 is aliphatic, aromatic, ester, ether, or acrylic, and R1 contains a hydroxyl group, R3 contains a hydroxyl group, R2 contains —O—CH2—CH(OH)—, or any combination thereof. The polyol monomer may be made by reacting an epoxy and an amine. Either the epoxy contains more than one epoxide groups, the amine contains a hydroxyl group, or both. A thermoset made by reacting the polyol monomer with a polyisocyanate.Type: GrantFiled: November 2, 2004Date of Patent: October 7, 2008Assignee: The United States of America as represented by the Secretary of the NavyInventors: Jozef Verborgt, Arthur Anthony Webb
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Patent number: 7288681Abstract: A synthesis of an energetic prepolymer used as a high-energy binder for an insensitive and high performance explosive is disclosed. More specifically, provided are a novel compound 2-nitratoethyl oxirane expressed by formula III, a novel compound poly(2-nitratoethyl oxirane) expressed by formula IV, obtained by polymerization of 2-nitratoethyl oxirane used as a monomer and a preparation method thereof.Type: GrantFiled: April 22, 2004Date of Patent: October 30, 2007Assignee: Agency for Defense A Korean Non-Profit OrganizationInventors: Jin Seuk Kim, Jin Rai Cho, Keun Deuk Lee, Jae Kyoung Kim
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Patent number: 7223803Abstract: An activated, substantially water soluble poly(ethylene glycol) is provided having of a linear or branched poly(ethylene glycol) backbone and at least one terminus linked to the backbone through a hydrolytically stable linkage, wherein the terminus is branched and has proximal reactive groups. The free reactive groups are capable of reacting with active moieties in a biologically active agent such as a protein or peptide thus forming conjugates between the activated poly(ethylene glycol) and the biologically active agent.Type: GrantFiled: December 21, 2005Date of Patent: May 29, 2007Assignee: Nektar Therapeutics AL, CorporationInventors: J. Milton Harris, Antoni Kozlowski
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Patent number: 7135600Abstract: The present invention relates to novel compounds of Formula (I), to a process for their manufacture, to pharmaceutical compositions containing them, and to their use in therapy, in particular their use in the prophylaxis and treatment of respiratory diseases.Type: GrantFiled: February 11, 2002Date of Patent: November 14, 2006Assignee: Glaxo Group LimitedInventors: Keith Biggadike, Diane Mary Coe, Stephen Barry Guntrip, Brian Edgar Looker, Panayiotis Alexandrou Procopiou
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Patent number: 7030278Abstract: An activated, substantially water soluble poly(ethylene glycol) is provided having of a linear or branched poly(ethylene glycol) backbone and at least one terminus linked to the backbone through a hydrolytically stable linkage, wherein the terminus is branched and has proximal reactive groups. The free reactive groups are capable of reacting with active moieties in a biologically active agent such as a protein or peptide thus forming conjugates between the activated poly(ethylene glycol) and the biologically active agent.Type: GrantFiled: September 23, 2003Date of Patent: April 18, 2006Inventors: J. Milton Harris, Antoni Kozlowski
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Patent number: 6984759Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C. to 150° C. and under a pressure between 1 and 50 atm.Type: GrantFiled: July 31, 2003Date of Patent: January 10, 2006Assignee: Solvay Solexis S.p.A.Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
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Patent number: 6649780Abstract: Cationic lipids are provided which are useful in the preparation of liposomes and other lipid vesicle carriers. The lipids of the invention are particularly useful as carriers of nucleic acids and other negatively charged substances, for delivery to cells.Type: GrantFiled: December 17, 1999Date of Patent: November 18, 2003Assignees: Valentis, Inc., Max-Planck-Gesellschaft zur Foerderung der Wissaschaften B.V.Inventors: Hansjörg Eibl, Jinkang Wang, Yi Lin Zhang
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Patent number: 6608230Abstract: A single-stage method for producing &agr;-hydroxy ethers by oxidizing olefinic substrates with organic hydroperoxides and opening the resultant oxirane ring by means of monovalent or polyvalent alcohols wherein a molybdenum compound in combination with a compound selected from the group consisting of boron trifluoride, aluminum oxides, 1,8-diazabicyclo-[5.4.0]-undec-7-ene or 1,4-diazabicyclo-[2.2.2]-octane, and mixtures thereof is used as a catalyst system.Type: GrantFiled: November 8, 2001Date of Patent: August 19, 2003Assignee: WE-DEA Aktiengesellschaft für Mineraloel und ChemieInventors: Mark Rüsch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
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Patent number: 6458837Abstract: The invention discloses stable diesters of chelating agents of divalent metal ions, processes for their preparation and pharmaceutical compositions thereof. Most preferred compounds according to the present invention are stable lipophilic diesters comprising a covalent conjugate of a BAPTA and a pharmaceutically acceptable alcohol. The diesters are useful in a method for treating a condition or disease related to an excess of divalent metal ions, and in particular for the treatment of a condition or disease related to elevated levels of intracellular calcium ions, such as in brain or cardiac ischemia, stroke, epilepsy, Alzheimer's disease or cardiac arrhythmia and in open heart surgery.Type: GrantFiled: March 27, 2000Date of Patent: October 1, 2002Assignee: D-Pharm Ltd.Inventors: Alexander Kozak, Israel Shapiro
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Patent number: 6380439Abstract: A single-stage method for producing &agr;-hydroxy ethers by oxidizing olefinic substrates with organic hydroperoxides and opening the resultant oxirane ring by means of monovalent or polyvalent alcohols wherein a molybdenum compound in combination with a compound selected from the group consisting of boron trifluoride, aluminum oxides, 1,8-diazabicyclo-[5.4.0]-undec-7-ene or 1,4-diazabicyclo-[2.2.2]-octane, and mixtures thereof is used as a catalyst system.Type: GrantFiled: January 25, 2000Date of Patent: April 30, 2002Assignee: RWE-DEA Aktiengesellschaft fur Mineraloel und ChemieInventors: Mark Rüsch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
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Patent number: 6372927Abstract: The process for preparing an alkylene oxide adduct, including the steps of feeding an organic compound having active hydrogen and an alkylene oxide to a reaction column packed with a solid catalyst, and carrying out addition reaction of the organic compound having active hydrogen with an alkylene oxide in a gas-liquid fixed bed reaction, wherein the alkylene oxide is in a state of gas and the organic compound having active hydrogen is in a state of liquid.Type: GrantFiled: August 10, 1998Date of Patent: April 16, 2002Assignee: Kao CorporationInventors: Nobuhiro Tatsumi, Yoshikazu Ogura, Takanobu Katayama, Osamu Tabata
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Patent number: 6362254Abstract: An activated, substantially water soluble poly(ethylene glycol) is provided having of a linear or branched poly(ethylene glycol) backbone and at least one terminus linked to the backbone through a hydrolytically stable linkage, wherein the terminus is branched and has proximal reactive groups. The free reactive groups are capable of reacting with active moieties in a biologically active agent such as a protein or peptide thus forming conjugates between the activated poly(ethylene glycol) and the biologically active agent.Type: GrantFiled: March 11, 1999Date of Patent: March 26, 2002Assignee: Shearwater CorporationInventors: J. Milton Harris, Antoni Kozlowski
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Patent number: 6191315Abstract: Most generally, the invention provides a method for making a neutralized polyether polyol, comprising the steps of a) Polymerizing one or more alkylene oxides in the presence of an alkaline catalyst to form a polyalkylene oxide intermediate; and b) Neutralizing the intermediate, after the polymerization step a) is complete, with an organic acid of general formula where R1 is hydrogen, methyl, or ethyl; R2 is methyl or ethyl; and R3 is an alkyl, aryl, or aralkyl group containing one to twelve carbon atoms. The invention also comprises the novel compositions made by the above process.Type: GrantFiled: February 11, 1999Date of Patent: February 20, 2001Assignee: BASF CorporationInventors: Chacko Thankachan, Brian J. Betke, Michael C. Welch
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Patent number: 6133211Abstract: Block copolyethers having general formula (I):RX--(CH.sub.2 --CHR.sub.1 --O--).sub.x --(--CH.sub.2 CHR.sub.2 --O--).sub.y --(--CH.sub.2 --CHR.sub.3 --O--).sub.z --R.sub.4wherein:R is selected from H, alkyl, alkylaryl;X is selected from O, S and N;R.sub.1, R.sub.2 and R.sub.3 are selected from H, CH.sub.3, and C.sub.2 -C.sub.10 alkyl radicals;R.sub.4 is selected from H, alkyl, acyl;x,y,z represent the number of ether units and are integers which have such values that the molecular weight of the compound having general formula (I) is between 600 and 4000, and in addition (x+z)/y is between 1.5 and 5.0; with the proviso that:a) either R.sub.1 and R.sub.3 are selected from H and CH.sub.3, in which case R.sub.2 is selected from C.sub.2 to C.sub.10 alkyl radicals,b) or R.sub.1 and R.sub.3 are selected from C.sub.2 -C.sub.10 alkyl radicals, in which case R.sub.2 is selected from H and CH.sub.3.Type: GrantFiled: October 30, 1997Date of Patent: October 17, 2000Assignee: Agip Petroli S.p.A.Inventors: Sandra Cobianco, Alessandro Lezzi, Alberto Forlini, Emilio Gatti
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Patent number: 6037455Abstract: The present invention is directed to novel propoxyphene derivatives which are synthesized for the covalent attachment to antigens (proteins or polypeptides) for the preparation of antibodies or receptors to propoxyphene and propoxyphene metabolites. The resulting novel antigens may be used for the production of antibodies or receptors using standard methods. Once generated, the antibodies or receptors and the novel derivatives which are covalently attached to proteins, polypeptides or labels may be used in the immunoassay process.Type: GrantFiled: November 9, 1992Date of Patent: March 14, 2000Assignee: Biosite Diagnostics IncorporatedInventor: Kenneth F. Buechler
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Patent number: 6037496Abstract: 3-{N-[2-(N',N'-dimethylamino ethoxy)ethyl]-N-methylamino}propionamide is a new compound which is useful as a catalyst in the production of polyurethane foams.Type: GrantFiled: March 26, 1999Date of Patent: March 14, 2000Assignee: Air Products and Chemicals, Inc.Inventors: Richard Van Court Carr, Ning Chen, Mark Leo Listemann, Richard Paul Underwood
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Patent number: 5871675Abstract: The invention relates to a novel process for the production of tinted mouldings, in particular tinted contact lenses, in which a crosslinkable tinted polymer comprising units containing a crosslinkable group and units containing a reactive dye radical is crosslinked in solution, and to tinted mouldings, in particular tinted contact lenses, obtainable by this process.Type: GrantFiled: September 18, 1997Date of Patent: February 16, 1999Assignee: Novartis AG.Inventors: Achim Muller, Thomas Pohlmann, Bernhard Seiferling
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Patent number: 5869715Abstract: For use in transporting biologically active species into and through membrane barriers, a cationic amine compound is utilized that has the general structure: ##STR1## wherein R.sub.4 and R.sub.5 are a pair of same or different lipoyl moieties selected from a group consisting of an alkyl, alkenyl, alkynyl, alkanoyl, alkenoyl, or alkynoyl groups and for R.sub.1 R.sub.2, and R.sub.3 at least two are hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl groups or at least one amine bonded halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group or a mixture of at least one halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group and at least one hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl group, and X.sup.- is an anion.Type: GrantFiled: September 27, 1995Date of Patent: February 9, 1999Assignee: The Reagents of the University of CaliforniaInventors: Michael H. Nantz, Michael J. Bennett, Rajiv P. Balasubramaniam
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Patent number: 5801260Abstract: Novel substrates of phospholipases, lysophospholipases and lipases are disclosed.Type: GrantFiled: June 7, 1995Date of Patent: September 1, 1998Assignee: LaJolla Pharmaceuticals Co.Inventors: Lin Yu, Robert John Termansky
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Patent number: 5708092Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: April 12, 1996Date of Patent: January 13, 1998Assignee: FMC CorporationInventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
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Patent number: 5616745Abstract: New lipopolyamines of general formula (I), their salts, their preparation and their use. ##STR1## n=1 to 5 and m=2 to 6 R represents a radical ##STR2## (R.sub.1 and R.sub.2 : aliphatic radical containing 12 to 22 carbon atoms; R: hydrogen atom or alkyl radical optionally substituted with phenyl), or a radical ##STR3## (X=CH.sub.2, CO; R.sub.3 and R.sub.4 aliphatic radical containing 11 to 21 carbon atoms), their preparation and their use.The lipopolyamines of general formula (I) are especially useful as vectors for the transfection of eukaryotic cells.Type: GrantFiled: June 7, 1995Date of Patent: April 1, 1997Assignee: Centre National de la Recherche ScientifiqueInventors: Jean-Paul Behr, Jean-Philippe Loeffler
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Patent number: 5491261Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.Type: GrantFiled: July 1, 1994Date of Patent: February 13, 1996Assignee: Ciba-Geigy CorporationInventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
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Patent number: 5468841Abstract: The present invention provides an improved method of carrying out cationic polymerization of cyclic ether monomers substituted with high-energy, electron-withdrawing pendant groups (e.g., BAMO and NMMO). Such cyclic ether monomers are polymerized with an initiator precursor (i.e., an alcohol) and boron trifluoride tetrahydrofuranate (BF.sub.3 .cndot.THF). It has been discovered that when boron trifluoride tetrahydrofuranate is used as a catalyst in the cationic polymerization of cyclic ether monomers substituted with high-energy, electron-withdrawing pendant groups (e.g., BAMO and NMMO), polymers are produced that have improved functionality and low poly-dispersity. The polymers formed using the method of the present invention are useful for forming cross-linked elastomers which, in turn, are useful for forming elastomeric binders for high-energy compositions, such as propellants, explosives, gasifiers or the like.Type: GrantFiled: April 13, 1994Date of Patent: November 21, 1995Assignee: Aerojet General CorporationInventors: Aslam A. Malik, Thomas G. Archibald, Roland P. Carlson, Gerald E. Manser
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Patent number: 5387718Abstract: Alkylphenyl alkyl ethers or alkylphenyl alkyl thioethers, of the formula ##STR1## where U represents O or S; and R.sub.1 -R.sub.6 each independently represent an alkyl or aryl group with 1-6 C atoms, but R.sub.1 -R.sub.5 may each independently represent a functional group other than these, particularly --COOR (R=C.sub.1-4 alkyl), --NO.sub.2, --NH.sub.2, --O--CH.sub.2 --CH.sub.2 --OH, --OH, --CHO, --H, or -halogen;R.sub.1 -R.sub.5 may be bridged by suitable bifunctional substituents, such as, e.g., --(CH.sub.2).sub.x --, or --(CH.sub.2).sub.x --Z--(CH.sub.2).sub.y -- (where Z represents a hetero atom; x=0-7 and y=0-7), or by unsaturated substituents or anellated ring systems; may be produced in high space-time yield by reacting the corresponding phenol or thiophenol with a arylalkyl carbonate at a temperature of 70.degree.-300.degree. C. under elevated or normal pressure, in the presence of a monocyclic, bicyclic, polycyclic, or acyclic amidine as a catalyst.Type: GrantFiled: July 14, 1992Date of Patent: February 7, 1995Assignee: Huels AktiengesellschaftInventors: Gunther Kohler, Peter Bickert
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Patent number: 5380777Abstract: This invention is first, a difunctional poly(glycidyl nitrate) oligomer (PGN oligomer), second, nitrated PGN oligomer and third, the use of the nitrated PGN oligomer as a plasticizer, particularly as a plasticizer for binders used in and/or as energetic formulations. Examples of energetic formulations are propellants, pyrotechnics and explosives and other such compositions. More particularly, this invention is a difunctional poly(glycidyl nitrate) oligomer of the formula ##STR1## where n is 0 to 3, having a M.sub.n of from about 304 to about 994. Another embodiment is the nitrated difunctional poly(glycidyl nitrate) oligomer of the formula ##STR2## where n is 0 to 3, having a M.sub.n of from about 394 to about 1084.Type: GrantFiled: March 28, 1994Date of Patent: January 10, 1995Assignee: Thiokol CorporationInventors: Rodney Willer, Alfred G. Stern, Robert S. Day
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Patent number: 5326829Abstract: Disclosed herein is a method of preparing an activated polyether polyol by reacting an aminoalcohol with a polyether terminated with a leaving group.Type: GrantFiled: October 7, 1992Date of Patent: July 5, 1994Assignee: Miles Inc.Inventors: William E. Slack, Rick L. Adkins
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Patent number: 5290912Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.Type: GrantFiled: January 10, 1992Date of Patent: March 1, 1994Assignee: Asahi Glass Company Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
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Patent number: 5258544Abstract: Disclosed is a process for the preparation of 2-aryl-1-cyclohexene-1-carboxaldehydes from 1-arylcyclohexenes which are intermediates for trans-6-[(2-arylsubstituted cycloalkenyl and substituted cycloalkyl)alkenyl and alkyl]-3,4,5,6-tetrahydro-2H-pyran-2-ones.Type: GrantFiled: March 5, 1991Date of Patent: November 2, 1993Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: Laurence W. Reilly, Jr., Ching T. Tsuei, Walter Rodriquez, Thomas Goetzen
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Patent number: 5117055Abstract: A perfluoroalkyl halogenide represented by the formula: ##STR1## wherein X stands for one element selected from the group consisting of iodine and bromine, R.sub.f for a perfluorohydrocarbon group, n for an integer in the range of 1 to 3, and m for an integer in the range of 1 to 3, provided that n and m satisfy the relationship, n.gtoreq.m, is produced by a method which consists essentially in subjecting a perfluorocarboxylic acid fluoride represented by the formula, ##STR2## wherein R.sub.f and n have the same meanings as defined above, to a thermal reaction with a lithium halogenide represented by XI, wherein X has the same meaning as defined above.Type: GrantFiled: February 22, 1990Date of Patent: May 26, 1992Assignees: Agency of Industrial Science and Technology, Ministry of International Trade & IndustryInventors: Takashi Abe, Eiji Hayashi, Haruhiko Fukaya
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Patent number: 5017718Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.Type: GrantFiled: January 26, 1984Date of Patent: May 21, 1991Assignee: Sagami Chemical Research CenterInventors: Iwao Ojima, Takamasa Fuchikami
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Patent number: 4855508Abstract: The invention comprises a novel preparation of energetically substituted diether compounds and novel diether compounds not previously reported. In one embodiment certain isomeric forms of dibromoalkanes are converted to corresponding isomers of bromoalkyl trifluoromethanesulfonate esters by reaction with silver trifluoromethanesulfonate (triflate) in a variety of solvents. The triflate substituent in the bromoalkyl triflate esters is then easily displaced by alcohols, including non-nucleophilic ones such as those that contain nitro. The intermediates are similarly reacted to make energetic diethers, selectively under mild conditions. The energetically substituted diether compounds are particularly useful as energetic curatives and plasticizers for rocket propellant binders as well as stable solid oxidizers and industrial explosives.Type: GrantFiled: September 4, 1987Date of Patent: August 8, 1989Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Robert D. Chapman, John L. Andreshak, Scott A. Shackelford
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Patent number: 4745208Abstract: 2,2,2-trinitroethyl 2-nitroxyethyl ether (TNEN), C(NO.sub.2).sub.3 CH.sub.2 CH.sub.2 CH.sub.2 ONO.sub.2, which is prepared by the following reaction sequence:C(NO.sub.2).sub.3.sup.- K.sup.+ +ClCH.sub.2 OCH.sub.2 CH.sub.2 BR.fwdarw.C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 Br C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 Br+AgNO.sub.3 .fwdarw.C(NO.sub.2).sub.3 CH.sub.2 OCH.sub.2 CH.sub.2 ONO.sub.2.2,2,2-trinitroethyl 2-nitroxyethyl ether is useful an an energetic plasticizer, for example in LOVA gun propellants.Type: GrantFiled: April 27, 1987Date of Patent: May 17, 1988Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Kyung E. Kim
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Patent number: 4727199Abstract: Active-hydrogen compounds, for example, primary and secondary alcohols or diols, are alkoxylated, for example, ethoxylated, using solid anion-bound metal oxide catalysts, such as, zirconium oxysulfate catalyst. Hydrous zicronium oxide is treated with solutions of sulfate phosphate, nitrate or tetrafluoroborate and calcined in air at 300.degree. to 950.degree. C. to produce highly active heterogeneous alkoxylation catalysts. The amorphous catalysts afford narrow molecular weight products. The catalyst can be removed from the product by filtration and reused with no significant loss in activity. Reaction temperatures of 50.degree. to 140.degree. C. are employed for alkoxylation.Type: GrantFiled: July 10, 1985Date of Patent: February 23, 1988Assignee: Union Carbide CorporationInventor: Stephen W. King
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Patent number: 4594430Abstract: Geminal dinitro compounds are prepared by reacting an organic nitro compound having a replaceable hydrogen on the carbon to which the nitro group is attached with a source of nitrite ions in the presence of an oxidizing agent and a catalytic amount of an alkali metal ferricyanide.Type: GrantFiled: January 31, 1985Date of Patent: June 10, 1986Assignee: United States of America as represented by the Secretary of the Air ForceInventors: Vytautas Grakauskas, Lee C. Garver, Kurt Baum
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Patent number: 4549015Abstract: New hydroquinone ether compounds of formula I are described: ##STR1## wherein p is 1 or 2 and q is 0 or 1, provided that p+q is 1 or 2, R is a residue of formula II ##STR2## and R.sub.o, R.sub.oo, R.sub.1, R.sub.2, R.sub.3, Q, n and k are as defined in the specification.The new compounds are useful e.g. as stabilizers in photographic material.Type: GrantFiled: June 14, 1983Date of Patent: October 22, 1985Assignee: Ciba-Geigy AGInventor: Frederick H. Howell
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Patent number: 4433179Abstract: A process for the preparation of allyl ethers of the formulaR--O--CH.sub.2 --CH.dbd.CH.sub.2).sub.nin which R and n are as defined in claim 1, by reacting hydroxy compounds of the formulaR--OH).sub.nwith allyl chloride or allyl bromide by phase transfer catalysis, 0.8 to 5 mols of allyl chloride or allyl bromide, 1 to 6 mols of aqueous or solid sodium hydroxide and, as the phase transfer catalyst, 2 to 20 mol % of a quaternary ammonium salt, a quaternary ammonium base or a crown ether being employed per hydroxyl equivalent of the compound of the formula II, and the reaction being carried out in the temperature range from 20.degree. to 100.degree. C.Type: GrantFiled: August 17, 1981Date of Patent: February 21, 1984Assignee: Ciba-Geigy CorporationInventors: Friedrich Lohse, Charles E. Monnier
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Patent number: 4426540Abstract: Vinyl ethers are prepared by reacting divinyl ether with a primary alcohol in the presence of a catalytic amount of red mercuric oxide and trifluoroacetic acid. The vinyl ethers so produced are particularly useful as monomers which can be polymerized into energetic macromolecular binder materials with excellent mechanical, physical and energetic properties.Type: GrantFiled: June 10, 1976Date of Patent: January 17, 1984Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Scott A. Shackelford, Raymond R. McGuire, Robert E. Cochoy
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Patent number: 4424398Abstract: A process for synthesizing energetic ethers, esters and acetals is disclosed that comprises reacting certain alcohols with certain alkenes or alkynes in the presence of mercuric or mercurous sulfate. The products obtained are particularly useful as plasticizers, monomers or prepolymers for propellant binder systems.Type: GrantFiled: September 25, 1974Date of Patent: January 3, 1984Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Raymond R. McGuire, Robert E. Cochoy, Scott A. Shackelford