Plural Alicyclic Rings, Which Are Not Part Of The Same Polycyclo Ring System, Or Ring Systems Bonded Directly To The Same Carbon Patents (Class 564/452)
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Publication number: 20140371252Abstract: Processes for making and using compounds of formula (I): wherein R1, R2, R3, R4a, R4b, R5 and R6 are defined herein, as well as other indene derivatives are disclosed herein. These compounds are disclosed as being useful in treating inflammatory conditions or diseases.Type: ApplicationFiled: January 23, 2014Publication date: December 18, 2014Applicant: Aquinox Pharmaceuticals Inc.Inventors: Jeffery R. Raymond, Kang Han, Yuanlin Zhou, Yuehua He, Bradley Noren, James Gee Ken Yee
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Publication number: 20140235872Abstract: The instant invention provides for novel cationic lipids that can be used in combination with other lipid components such as cholesterol and PEG-lipids to form lipid nanoparticles with oligonucleotides. It is an object of the instant invention to provide a cationic lipid scaffold that demonstrates enhanced efficacy along with lower liver toxicity as a result of lower lipid levels in the liver. The present invention employs low molecular weight cationic lipids with one short lipid chain to enhance the efficiency and tolerability of in vivo delivery of siRNA.Type: ApplicationFiled: April 29, 2014Publication date: August 21, 2014Applicant: SIRNA THERAPEUTICS, INC.Inventors: Brian W. BUDZIK, Steven L. COLLETTI, Jennifer R. DAVIS, Ivory D. HILLS, Darla Danile SEIFRIED, Matthew G. STANTON
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Publication number: 20130178541Abstract: The instant invention provides for novel catiomc lipids that can be used in combination with other lipid components such as cholesterol and PEG-lipids to form lipid nanoparticles with oligonucleotides. It is an object of the instant invention to provide a cationic lipid scaffold that demonstrates enhanced efficacy along with lower liver toxicity as a result of lower lipid levels in the liver. The present invention employs low molecular weight cationic lipids with one short lipid chain to enhance the efficiency and tolerability of in vivo delivery of siRNA.Type: ApplicationFiled: September 20, 2011Publication date: July 11, 2013Inventors: Matthew G. Stanton, Brian W. Budzik, Gregory L. Beutner, Hongbiao Liao
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Patent number: 8362164Abstract: The embodiments of the invention relate to a multifunctional lithiated amine-containing compound comprising at least two molecules of lithiated amine in a molecule of the compound. In one embodiment, the compound has a formula where x is an integer of 1 or more, Q is (a) an element selected from the group consisting of O, S, N, P and Si or (b) an alkylene group having from 1 to 20 methylene groups, and R1 and R2 are the same or different and are selected from the group consisting of alkyls, cycloalkyls and aralkyls containing from 1 to 20 carbon atoms. In another embodiment, the compound comprises cyclic lithio amines and has a formula: where x is 1 or more, R3, R4 and R5 are the same or different and represent alkylene groups containing from 3 to 20 carbon atoms.Type: GrantFiled: October 12, 2011Date of Patent: January 29, 2013Assignee: Bridgestone CorporationInventor: Yan Yan-Yong
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Publication number: 20120309713Abstract: This invention discloses N-cyclopropyl-(20R)-2-methylene-19,26,27-trinor-25-aza-vitamin D analogs, and specifically N-cyclopropyl-(20R)-2-methylene-19,26,27-trinor-25-aza-1?-hydroxyvitamin D3 and pharmaceutical uses therefor. This compound exhibits relatively high binding activity and pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent especially for the treatment or prevention of leukemia, colon cancer, breast cancer, skin cancer or prostate cancer.Type: ApplicationFiled: May 16, 2012Publication date: December 6, 2012Applicant: WISCONSIN ALUMNI RESEARCH FOUNDATIONInventors: DeLuca F. Hector, Clagett-Dame Margaret, Plum A. Lori, Chiellini Grazia
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Publication number: 20120270901Abstract: Compounds of formula (Ia): wherein R1, R2, R3, R4a, R4b, R5, and R6 are defined herein, as well as other indene derivatives are disclosed herein. Pharmaceutical compositions containing the compounds and methods of using the compounds are also disclosed.Type: ApplicationFiled: December 8, 2011Publication date: October 25, 2012Applicant: Aquinox Pharmaceuticals Inc.Inventors: Jeffery R. Raymond, Kang Han, Yuanlin Zhou, Yuehua He, Bradley Noren, James Gee Ken Yee
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Publication number: 20120116099Abstract: The present invention relates to a method of continuously conveying a liquid which is used as starting material in a chemical reaction by means of a displacement pump having physically separate forward-transport valves and a liquid-filled bidirectional flow line between displacement pump and forward-transport valves, wherein an auxiliary liquid which is a product or a starting material of the chemical reaction and has a melting point which is below the melting point or below the saturation temperature of the liquid to be conveyed is present in the bidirectional flow line. The present invention additionally provides for the use of a product formed by hydrogenation of an aromatic compound as auxiliary liquid for conveying an aromatic compound and also the use of an alcohol or an ester derived from alcohol and carboxylic acid as auxiliary liquid for conveying carboxylic acids or carboxylic acid derivatives.Type: ApplicationFiled: July 6, 2010Publication date: May 10, 2012Applicant: BASF SEInventors: Joachim Pfeffinger, Willi Gilcher, Juergen Morell
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Publication number: 20120035269Abstract: Methods of applying cyclopropene amine derivatives and compositions thereof to inhibit ethylene receptors in plants and plant material are disclosed. Methods include applying to the plant an effective ethylene response-inhibiting amount of at least one cyclopropene amine compound or composition thereof. Cyclopropene amine compounds, enantiomers, stereoisomers or salts thereof are also provided.Type: ApplicationFiled: September 29, 2011Publication date: February 9, 2012Inventor: Edward C. Sisler
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Publication number: 20110288111Abstract: Provided are compounds that are capable of modulating the activity of the influenza A virus via interaction with the M2 transmembrane protein. Also provided are methods for treating an influenza A-affected disease state or infection comprising administering a composition comprising one or more compounds that have been identified as being capable of interaction with the M2 protein.Type: ApplicationFiled: August 21, 2009Publication date: November 24, 2011Applicant: The Trustees of the University of PennsylvaniaInventors: William F. DeGrado, Jun Wang
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Patent number: 7795468Abstract: This invention is directed to functionalized higher diamondoids having at least one functional group. Preferably these derivatives have the following Formula I: wherein D is a higher diamondoid nucleus and wherein R1, R2, R3, R4, R5 and R6 are independently selected from a group consisting of hydrogen and functional groups, provided that there is at least one functional group on the derivative. The functionalized higher diamondoid compounds may also be of the formula D—L—(D)n wherein D is a higher diamondoid nucleus and L is a linking group and n is 1 or more. The functionalized higher diamondoid compounds additionally may be of the formula R38—D—D—R39 wherein D is a higher diamondoid nucleus and R38 and R39 are substituents.Type: GrantFiled: December 6, 2002Date of Patent: September 14, 2010Assignee: Chevron U.S.A. Inc.Inventors: Shenggao Liu, Robert M. Carlson, Jeremy E. Dahl, Waqar R. Qureshi
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Publication number: 20100144671Abstract: Bromoacetoxycalcidiol (B3CD), which is structurally related to calcidiol, exhibits cytotoxic and apoptotic activity toward cancer cells, including highly aggressive neuroblastoma cells. A series of small molecules designed around the structure of B3CD is expected to have growth inhibitory and apoptogenic activities toward a wide range of malignancies. B3CD shows no apparent toxicity in vivo, indicating potential value as a chemotherapeutic agent which will be particularly useful in treating highly aggressive tumors.Type: ApplicationFiled: March 3, 2006Publication date: June 10, 2010Applicant: Women and Infants Hospital of RI, Inc.Inventors: Narasimha Swamy, Hema Malini K. Sundaresha
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Publication number: 20090018278Abstract: The present invention provides epoxy curing agent compositions comprising alkylated aminopropylated methylene-di-(cyclohexylamine) compounds. Amine-epoxy compositions and articles produced from these amine-epoxy compositions are also disclosed.Type: ApplicationFiled: August 6, 2008Publication date: January 15, 2009Applicant: AIR PRODUCTS AND CHEMICALS, INC.Inventors: Gamini Ananda Vedage, Williams Rene Raymond, Maw Lin Foo
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Patent number: 7453011Abstract: Conformationally restricted polyamine compounds useful in treatment of cancer and other diseases marked by abnormal cell proliferation are disclosed. Improved methods of synthesizing such compounds are also disclosed. In one method of the invention, a carbene-bearing or carbene equivalent-bearing compound is reacted with the double bond of an alkene compound to form a cyclopropyl ring as the first step in the synthesis.Type: GrantFiled: June 4, 2007Date of Patent: November 18, 2008Assignee: Progen Pharmaceuticals, Inc.Inventors: Linda Clifford, legal representative, Aldonia L. Valasinas, Andrei V. Blokhin, Aparajita Sarkar, Hirak S. Basu, Venodhar K. Reddy, Laurence J. Marton, Yu Wang, Benjamin Frydman
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Patent number: 7196226Abstract: The present invention relates to fluorination reagents comprising 1-fluoro-1-aminoolefins and also processes for preparing fluorination reagents comprising 1-fluoro-1-aminoolefins.Type: GrantFiled: December 16, 2004Date of Patent: March 27, 2007Assignee: Lanxess Deutschland GmbHInventors: Wolfgang Ebenbeck, Albrecht Marhold
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Patent number: 6794545Abstract: Novel conformationally restricted polyamine analogs are provided, as well as compositions comprising these novel polyamine analogs. Methods of using the novel polyamine analogs in treatment of diseases such as cancer are also provided. Also provided is a method of delivering these analogs specifically to tumor cells by covalently attaching polyamine analogs to, porphyrin compounds, along with novel polyamine-porphyrin covalent conjugates.Type: GrantFiled: April 27, 2000Date of Patent: September 21, 2004Assignee: SLIL Biomedical CorporationInventors: Benjamin Frydman, Laurence J. Marton, Venodhar K. Reddy, Aldonia Valasinas, Andrei V. Blokhin, Hirak S. Basu
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Publication number: 20030199710Abstract: This invention is directed to functionalized higher diamondoids having at least one functional group.Type: ApplicationFiled: December 6, 2002Publication date: October 23, 2003Inventors: Shenggao Liu, Robert M. Carlson, Jeremy E. Dahl, Waqar R. Qureshi
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Patent number: 6605645Abstract: Nobel polyamine compounds and polyamine compounds having carcinostatic action are provided. There are also provided anticancer agents containing as active ingredient at least one of polyamine compounds represented by the following Formula (I) or (III) and/or pharmaceutically acceptable salts thereof. Specifically, there are provided anticancer agents containing as active ingredient at least one of 1,18-bis(ethylamino)-5,14-diazaoctadecane, 1,16-bis(cyclopropylmethylamino)-5,12-diazahexadecane, 1,17-bis(cyclopropylmethylamino)-5,13-diazaheptadecane and/or pharmaceutically acceptable salts thereof.Type: GrantFiled: October 16, 2001Date of Patent: August 12, 2003Assignee: RikenInventor: Masaaki Iwata
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Publication number: 20020193357Abstract: A compound of formula (I): 1Type: ApplicationFiled: May 2, 2002Publication date: December 19, 2002Inventors: Ching Song, Shutsung Liao
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Patent number: 6448445Abstract: The invention relates to a method for disubstituting carboxylic acid amides on the geminal carbonyl-C-atom using at least one grignard reagent in the presence of a metal alcoholate compound used as a catalyst and in the presence of another organometallic compound used as a co-catalyst.Type: GrantFiled: February 23, 2001Date of Patent: September 10, 2002Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Herwig Buchholz, Urs Welz-biermann, Armin Meijere
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Patent number: 6252071Abstract: A process for the production of a Mannich reagent comprises reacting formaldehyde, especially paraformaldehyde, with a secondary amine in the complete or almost complete absence of a solvent. An alternative comprises reacting a diaminomethane produced from a secondary amine, formaldehyde, especially paraformaldehyde, as well as water with one another in about equimolar amounts. The invention is also concerned with a process for the aminomethylation of &dgr;-tocopherol or of tocopherol mixtures containing this and comprises using a Mannich reagent which has been produced in the above manner. After completion of this aminomethylation process excess Mannich reagent can be separated by distillation and can be reacted with water and formaldehyde, especially paraformaldehyde, in order to regenerate further Mannich reagent suitable for use in the aminomethylation, this regeneration representing a further aspect of the invention. Finally, the invention includes certain novel bis(aminomethyl)-&ggr;-tocopherols.Type: GrantFiled: March 21, 2000Date of Patent: June 26, 2001Assignee: Roche Vitamins Inc.Inventors: Robert Karl Müller, Heinz Schneider
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Patent number: 5912386Abstract: The present invention relates to compounds of the formula (I)R.sup.1 --NH--B--NH--R.sup.2 (I),whereinR.sup.1 and R.sup.2 independently of one another denote an unsubstituted or substituted radical of the formula ##STR1## and B represents an unsubstituted or substituted cycloalkylene-containing bridge member, which are suitable for bulk dyeing of plastics.Type: GrantFiled: February 6, 1998Date of Patent: June 15, 1999Assignee: Bayer AktiengesellschaftInventors: Dietmar Kalz, Karl-Heinz Reinhardt, Helmut Blaser
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Patent number: 5663443Abstract: Novel ruthenium catalysts additionally contain carbonates, hydroxides and/or hydrated oxides of cerium and manganese or of manganese and/or dehydration products thereof. They can optionally be present on a support material and can be prepared by converting soluble compounds of ruthenium, cerium and manganese by treatment with alkaline compounds into insoluble compounds and optionally further treating these. Such catalysts are particularly suitable for the preparation of cycloaliphatic polyamines by hydrogenation of corresponding aromatic amines.Type: GrantFiled: February 3, 1995Date of Patent: September 2, 1997Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kiel, Eberhard Zirngiebl, Joerg-Dietrich Jentsch
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Patent number: 5550294Abstract: A process for increasing the rate of catalytic hydrogenation of aromatic amines by reacting aromatic amines with hydrogen in the presence of a noble metal catalyst, a water miscible organic solvent, lithium hydroxide catalyst promoter, and water in an effective amount to increase the rate of the hydrogenation reaction without an appreciable increase in total amounts of by-products.Type: GrantFiled: September 16, 1994Date of Patent: August 27, 1996Assignee: Olin CorporationInventor: Peter J. Whitman
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Patent number: 5521220Abstract: The present invention relates to novel acyclic ethylenediamine derivatives of nitrogen containing heterocyclic compounds, and specifically, to compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are defined as in the specification. It also relates to novel intermediates used in the synthesis of such derivatives.Compounds of the formula I and their pharmaceutically acceptable salts are useful in the treatment of inflammatory and central nervous system disorders, as well as other disorders.Type: GrantFiled: July 20, 1994Date of Patent: May 28, 1996Assignee: Pfizer Inc.Inventor: Brian T. O'Neill
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Patent number: 5488168Abstract: A tertiary amino alcohol, being useful as an emulsifier, is defined by the formula (1) or (2): ##STR1## where R is a C.sub.2 to C.sub.24 straight-chain or branched alkylene group, an alicyclic alkylene group, an aralkylene group or --CH.sub.2 CH.sub.2 O).sub.p (CH.sub.2 CH.sub.2).sub.q (where p is 0 or a positive integer and q is a positive integer), R' is a C.sub.1 to C.sub.24 straight-chain or branched alkyl group or an aralkyl group and n is a positive integer of 2 to 50.Type: GrantFiled: April 14, 1993Date of Patent: January 30, 1996Assignee: Kao CorporationInventors: Kohshiro Sotoya, Hiroshi Abe, Jun Aikawa, Hideki Taniguchi, Uichiro Nishimoto
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Patent number: 5463128Abstract: A 1,4-bis(4,4-diphenyl-1,3-butadienyl)benzene derivative represented by formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each independently represents a lower alkyl group which may be substituted, an aralkyl group which may be substituted, or an aryl group which may be substituted, and an electrophotographic photoreceptor using the compound are disclosed. The photoreceptor provides a high carrier drift mobility.Type: GrantFiled: April 28, 1994Date of Patent: October 31, 1995Assignee: Takasago International CorporationInventors: Yoshimasa Matsushima, Toshimitsu Hagiwara
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Patent number: 5360934Abstract: This invention relates to an improved hydrogenation process wherein aromatic amines are hydrogenated to their ring hydrogenated counterparts. These aromatic amines are presented by the formulas: ##STR1## wherein R is hydrogen or C.sub.1-6 aliphatic, R1 and R2 are hydrogen or C.sub.1-6 aliphatic, A is C.sub.1-4 or NH; n is 0-2, x is 1-3 and y is 1 to 2 except the sum of the y groups in Formula I may be 1. The improvement resides in the utilization of a catalyst comprising rhodium carried on a support of kappa, theta or delta alumina.Type: GrantFiled: June 25, 1993Date of Patent: November 1, 1994Assignee: Air Products and Chemicals, Inc.Inventors: Gamini A. Vedage, John N. Armor
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Patent number: 5256824Abstract: The compound (-)-N-t-butyl-4,4-diphenyl-2-cyclopentenylamine, or its hydrochloride salt has anticholinergic activity, and thus has a variety of pharmaceutical utilities.Type: GrantFiled: March 7, 1991Date of Patent: October 26, 1993Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Youichi Shiokawa, Kazuo Okumura, Kazuhiko Take, Kazunori Tsubaki
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Patent number: 5245082Abstract: Di-(4-aminocyclohexyl)-methane containing 15 to 25% by weight of the trans-trans isomer can be obtained by the catalytic hydrogenation of di-(4-aminophenyl)-methane at elevated temperature and elevated hydrogen pressure in the presence of a ruthenium-containing supported catalyst containing 0.05 to 5% by weight ruthenium on an Al.sub.2 O.sub.3 support which has been treated with compounds of rare earth metals and manganese.Type: GrantFiled: January 14, 1993Date of Patent: September 14, 1993Assignee: Bayer AktiengesellschaftInventors: Otto Immel, Gerhard Darsow, Rudolf Braden, Hans-Helmut Schwarz, Helmut Waldmann
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Patent number: 5196594Abstract: The present invention is directed to a process for the catalytic hydrogenation of a starting material containing 4,4'-diamino-diphenylmethane (4,4'-MDA) or its mixtures with 2,4'-diamino-diphenylmethane, 2,2'-diamino-diphenylmethane and/or higher ring compounds of the diphenylmethane series to a hydrogenation product having a trans-trans isomer content of 4,4'-diamino-dicyclohexylmethane (4,4'-HMDA) of about 15 to 40 weight percent, based on the diamine content of the hydrogenated product, by continuously hydrogenating in at least one fixed bed reactor at a temperature of about 100.degree. to 190.degree. C. and a pressure of about 50 to 350 bar in the presence of a ruthenium catalyst on a catalyst support having a BET surface area of about 70 to 280 m.sup.2 /g and an average pore diameter d.sub.p of about 10 to 320 .ANG., the catalyst being prepared by impregnating the catalyst support to a penetration depth of at least about 50 .mu.Type: GrantFiled: September 21, 1989Date of Patent: March 23, 1993Assignees: Miles, Inc., Huls AktiengesellschaftInventors: George H. Schmelzer, Gary F. Allen, Guenther K. H. Bub, Werner Otte
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Patent number: 5099077Abstract: A method of using a chiral phosphorus-containing ligands comprising at least one amine radical and at least one dihydrocarbylphosphioxy radical of the formula W=OP (R).sub.2 ; from the group consisting of:those of the formula ##STR1## those of the formula ##STR2## those of the formula ##STR3## those of the formula ##STR4## in a hydrogenation reaction for the synthesis of optically active organic compounds comprising reacting at least one organic compound that does not possess a center of asymmetry with (A), on the one hand, at least one transition metal complex of the formula MZq in which M is a metal in group VIII of the Periodic Classification, q is the coordination number of the metal M, and Z is an atom or molecule capable of complexing the metal M and (B), on the other hand, at least one ligand L.Type: GrantFiled: October 11, 1989Date of Patent: March 24, 1992Assignee: Societe Chimique des Charbonnages S.A.Inventors: Michele Petit, Andre Mortreux, Francis Petit, Gerard Buono, Gilbert Peiffer
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Patent number: 5084592Abstract: Azulenesquaric acid dyes of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each have specified meanings are prepared from azulene derivatives of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each have specified meanings as intermediates, and used in an optical recording medium.Type: GrantFiled: September 30, 1988Date of Patent: January 28, 1992Assignee: BASF AktiengesellschaftInventors: Wolfgang Schrott, Peter Neumann, Sibylle Brosius, Helmut Barzynski, Klaus D. Schomann, Harald Kuppelmaier
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Patent number: 5066764Abstract: This invention relates to ditertiary-butyl substituted bridged di(cyclohexylamines) where the tert-butyl substituent is alpha to the amine group and to polyepoxide formulations incorporating the di(cyclohexylamine). The formula of the diamine is: ##STR1## wherein R is tert-butyl. The di(tertiary butyl)methylene bridged cyclohexylamines have delayed reactivity when incorporated in epoxy resins and they also enhance physical properties in high resilience polyurethane foams.Type: GrantFiled: June 26, 1990Date of Patent: November 19, 1991Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Peter A. Lucas, Menas S. Vratsanos
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Patent number: 4946998Abstract: This invention relates to an improved hydrogenation process wherein methylenedianiline is reduced to form bis(para-aminocyclohexyl)methane (PACM). The process contemplates contacting methylenedianiline and hydrogen in the presence of a two component metal catalyst comprising rhodium and ruthenium under mild hydrogenation conditions. Use of the mixed metal catalyst system allows one to obtain a preselected isomer ratio having from about 5-40% by weight, typically 14`28% by weight of the trans,trans- configurational isomer.Type: GrantFiled: February 10, 1988Date of Patent: August 7, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Michael J. Fasolka
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Patent number: 4897425Abstract: Cyclohexylamines of the formula ##STR1## where X is a single bond or an alkylene chain, Y is hydrogen or an aryl, cyclohexyl, 4-cyclohexylcyclohexyl, perhydro-1- or 2-naphthyl or piperidyl radical, R.sup.1 and R.sup.2 are hydrogen, alkyl, alkenyl, alkynyl, hydroxyalkyl, cycloalkyl, cycloalkenyl or arylalkyl, or R.sup.1 and R.sup.2 together form an alkylene group and, togehter with the N atom, form a ring, and acid addition salts thereof, with the exception of compounds in which X is a single bond, Y is cyclohexyl, R.sup.1 and R.sup.2 are hydrogen or methyl, and the compounds in which X is C.sub.6 -, C.sub.7 - and C.sub.8 -alkyl, Y is hydrogen and R.sup.1 and R.sup.2 together with the N atom whose substituents they are form a 2,6-dimethylmorpholine radical, and fungicides containing such cyclohexylamines.Type: GrantFiled: November 16, 1987Date of Patent: January 30, 1990Assignee: BASF AktiengesellschaftInventors: Bernhard Zipperer, Ernst Buschmann, Norbert Goetz, Ulrich Schirmer, Eberhard Ammermann, Ernst-Heinrich Pommer
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Patent number: 4894181Abstract: Carbocyclic compounds of the formula I ##STR1## wherein Q is a benzene or cyclohexane ring or a naphthalene system, X is in each case --CH.sub.2 --(CH.sub.2).sub.p -- where it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O--, --S--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,p is 0, 1 or 2,A.sup.1 and A.sup.2 independently of one another are each a 1,4-phenylene group which is unsubstituted or monosubstituted or polysubstituted by halogen atoms and/or CH.sub.3 groups and/or CN groups and in which it would also be possible for one or more CH groups to be replaced by N atoms, a 1,4-cyclohexylene group wherein it would also be possible for one or two non-adjacent CH.sub.2 groups to be replaced by --O-- and/or --S--, a piperidine-1,4-diyl group or a 1,4-bicyclo[2.2.2]octylene group,Z is --CO--O--, --O--CO--, --O--, --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CHCN--CH.sub.2 --, --CH.sub.2 --CHCN--, --CH.dbd.CH--, --CH.dbd.N--, --N.dbd.CH--, --NO.Type: GrantFiled: May 16, 1988Date of Patent: January 16, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Klaus Praefcke, Bernd Kohne, Eike Poetsch
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Patent number: 4754070Abstract: This invention relates to an improved hydrogenation process wherein methylenedianiline is reduced to form bis(para-aminocyclohexyl)methane (PACM). The process contemplates contacting methylenedianiline and hydrogen in the presence of a two component metal catalyst comprising rhodium and ruthenium under mild hydrogenation conditions. Use of the mixed metal catalyst system allows one to obtain a preselected isomer ratio having from about 5-40% by weight, typically 14-28% by weight of the trans,trans- configurational isomer.Type: GrantFiled: January 23, 1986Date of Patent: June 28, 1988Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Michael J. Fasolka
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Patent number: 4751278Abstract: The adducts of monoepoxides with selected diamines, preferably m-xylylenediamine, are useful as curing agents for the curing of epoxy resin compositions at very low temperatures (25.degree.-50.degree. F., -4.degree. to 10.degree. C.).Type: GrantFiled: April 29, 1987Date of Patent: June 14, 1988Assignee: Ciba-Geigy CorporationInventor: Vincent Brytus
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Patent number: 4716248Abstract: New compounds having the formula:X--(YQNH.sub.2).sub.p Iwherein p is 1 or 2 and the residues QNH.sub.2 are the same or different and each is a residue of formula: ##STR1## wherein n is an integer from 1 to 15; R.sub.1 is C.sub.1 -C.sub.8 alkyl; R.sub.2 is C.sub.1 -C.sub.4 alkyl; or R.sub.1 and R.sub.2 ; together with the carbon atom to which they are attached, from a C.sub.5 -C.sub.8 cycloalkylene residue; R.sub.3 is H or C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 cycloalkyl or C.sub.6 -C.sub.10 aryl; and Y is a divalent residue of formula: ##STR2## wherein R.sub.4 and R.sub.5 are H or C.sub.1 -C.sub.4 alkyl or, when p is 1, the group R.sub.4, together with the group X, can form a tetramethylene chain substituted by the group QNH.sub.2, X is NH.sub.2 or QNH.sub.2 or X may be combined with R.sub.4 as hereinbefore defined; and, when p is 2, X is a direct bond or a --CH.sub.Type: GrantFiled: October 12, 1984Date of Patent: December 29, 1987Assignee: Ciba-Geigy CorporationInventors: Frederick H. Howell, Josef Pfeifer
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Patent number: 4566900Abstract: Aniline derivatives of the formula ##STR1## where R.sup.1, Y, A, Z and n have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: December 1, 1982Date of Patent: January 28, 1986Assignee: BASF AktiengesellschaftInventors: Peter Plath, Ulrich Schirmer, Gernot Reissenweber, Bruno Wuerzer, Guenter Retzlaff
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Patent number: 4506099Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.Type: GrantFiled: September 30, 1982Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
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Patent number: 4503249Abstract: Iron (II) hexacyanocobaltate and ruthenium (III) hexacyanocobaltate have been found to be useful in the catalytic hydrogenation of organic materials.Type: GrantFiled: September 21, 1982Date of Patent: March 5, 1985Assignee: Phillips Petroleum CompanyInventors: Gerhard P. Nowack, Marvin M. Johnson, Donald C. Tabler
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Patent number: 4399307Abstract: The distillation of 2,2'bis(4-aminocyclohexyl)propane to yield high purity product is effectively carried out using high boiling organic solvents.Type: GrantFiled: March 11, 1982Date of Patent: August 16, 1983Assignee: Phillips Petroleum CompanyInventor: Tod K. Shioyama
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Patent number: 4332969Abstract: Novel substituted 11-aminoundecanols of the formula ##STR1## and a process for their preparation are described; in the formula, R.sub.1 and R.sub.3 independently of one another are hydrogen or alkyl having 1-8 C atoms and R.sub.2 and R.sub.4 independently of one another are alkyl having 1-8 C atoms, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together with the bonding C atom form a cycloaliphatic ring having 4-8 C atoms, and R.sub.5 and R.sub.6 independently of one another are hydrogen or alkyl having 1-4 C atoms. The compounds of the formula I are valuable active compounds for combating plant pests.Type: GrantFiled: February 26, 1980Date of Patent: June 1, 1982Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Adolf Hubele
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Patent number: 4328368Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.Type: GrantFiled: May 5, 1980Date of Patent: May 4, 1982Assignee: General Motors CorporationInventors: Robert J. Salloum, Clifford C. Duff
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Patent number: 4326067Abstract: The process of the invention for preparing a N-(2-substituted aminoethyl)amide of the formula: ##STR1## comprises contacting one or more compounds of the formula: ##STR2## with an amine of the formula: ##STR3## wherein A is nitrogen or a quaternary nitrogen of the formula: ##STR4## wherein B is ##STR5## when A is nitrogen and B is ##STR6## when A is IV; whereinX.sup..crclbar. is a counterion;b is zero or one; andR.sub.1 -R.sub.9 are as defined in the specification.In a preferred embodiment, the process is catalyzed by a Lewis acid or a protonic acid with a non-nucleophilic counterion.Type: GrantFiled: December 3, 1980Date of Patent: April 20, 1982Assignee: The Dow Chemical CompanyInventor: Michael J. Fazio
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Patent number: 4316003Abstract: An adduct suitable for curing epoxy resins, particularly in water-borne systems, comprises first reacting an epoxy resin, preferably a saturated epoxy resin, with a primary monoamine and then reacting the resulting condensate with a polyfunctional amine.Type: GrantFiled: October 23, 1980Date of Patent: February 16, 1982Assignee: Shell Oil CompanyInventors: Mark F. Dante, Roy A. Allen
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Patent number: 4310695Abstract: Stable adducts suitable for curing epoxy resins are prepared by reacting a saturated epoxy resin with an excess of an amine and then reacting resulting epoxy-amine condensate with a base, preferably a strong base such as potassium or sodium hydroxide to remove at least 75% of the chlorine present in the condensate.Type: GrantFiled: November 17, 1980Date of Patent: January 12, 1982Assignee: Shell Oil CompanyInventor: Mark F. Dante
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Patent number: 4293687Abstract: New biscyclohexylamine derivatives represented by the following formula ##STR1## wherein R.sup.1 to R.sup.4 represent identical or different alkyl groups having 1 to 6 carbon atoms;X is a single bond,a divalent aliphatic straight-chain or branched-chain group having from 2 to 10 carbon atoms,a methylene group, when at least one of the substituents R.sup.1 to R.sup.4 has more than 1 carbon atom,a divalent cycloaliphatic group having from 6 to 12 carbon atoms,a divalent aliphatic straight-chain or branched-chain group with cycloaliphatic substituents having from 6 to 8 carbon atoms,a divalent straight-chain or branched-chain dialkyl cyclohexane group having from 8 to 12 carbon atoms and a divalent straight-chain or branched-chain dialkyl benzene group having from 8 to 12 carbon atoms.Type: GrantFiled: May 5, 1980Date of Patent: October 6, 1981Assignee: Bayer AktiengesellschaftInventors: Oskar Weissel, Volker Serini, Hans-Josef Buysch