The Nitro Or Nitroso Is In A Compound Which Contains Hydroxy, Bonded Directly To Carbon, Or Ether Patents (Class 564/495)
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Patent number: 8722936Abstract: A compound having formula (I) wherein R1, R2, R3, R4, R5 and R6 independently are hydrogen, C1-C10 alkyl, C5-C10 cycloalkyl, C6-C10 aryl or C7-C20 aralkyl; X is a difunctional group selected from the group consisting of C2-C20 alkyl, C5-C20 cycloalkyl, C6-C10 aryl, C8-C20 aryl alkyl, C4-C20 heteroalkyl or C10-C20 aryl heteroalkyl.Type: GrantFiled: October 8, 2010Date of Patent: May 13, 2014Assignee: ANGUS Chemical CompanyInventor: Raymond John Swedo
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Patent number: 8697915Abstract: A new class of compounds, namely diamino alcohols, is described, along with a process for their production and their use as dispersing additives for coating formulations.Type: GrantFiled: December 15, 2010Date of Patent: April 15, 2014Inventors: Asghar A. Peera, Ian A. Tomlinson
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Patent number: 8692031Abstract: A method for preparing a compound having formula (II) wherein R1 and R2 independently are methyl or ethyl, or R1 and R2 combine to form a C5 or C6 cycloalkyl or cycloalkenyl group. The method includes a step of combining R1R2CHNO2, glutaraldehyde and an amine. The compound is useful in coating compositions and other applications for pH adjustment.Type: GrantFiled: October 8, 2010Date of Patent: April 8, 2014Assignees: Dow Global Technologies LLC, ANGUS Chemical CompanyInventors: Ian Anthony Tomlinson, Glenn Nelson Robinson, Asghar Akber Peera
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Patent number: 8674139Abstract: Provided is a process for making a tertiary aminoalcohol compound. The process comprises using an excess amount of a carbonyl compound in a condensation step between the carbonyl compound and a nitroalkane, and conducting a hydrogenation/alkylation step to produce the tertiary aminoalcohol. The process uses fewer steps than conventional processes.Type: GrantFiled: September 21, 2011Date of Patent: March 18, 2014Inventors: David W. Moore, Raymond J. Swedo, Asghar A. Peera
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Patent number: 8480800Abstract: Provided are aminoalcohol compounds for use as neutralizing agents for paints and coatings. The compounds are of the formula (I): or salt thereof, wherein R1, R2, R3, R4, R5, and n are as defined herein. Also provided are precursors of the aminoalcohol compounds and processes for making and using them.Type: GrantFiled: December 1, 2010Date of Patent: July 9, 2013Inventors: Ian A. Tomlinson, Asghar A. Peera, George David Green
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Publication number: 20130172622Abstract: Provided is a process for making a tertiary aminoalcohol compound. The process comprises using an excess amount of a carbonyl compound in a condensation step between the carbonyl compound and a nitroalkane, and conducting a hydrogenation/alkylation step to produce the tertiary aminoalcohol. The process uses fewer steps than conventional processes.Type: ApplicationFiled: September 21, 2011Publication date: July 4, 2013Applicant: ANGUS CHEMICAL COMPANYInventors: David W. Moore, Raymond J. Swedo, Asghar A. Peera
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Publication number: 20120202934Abstract: A method for preparing a compound having formula (II) wherein R1 and R2 independently are methyl or ethyl, or R1 and R2 combine to form a C5 or C6 cycloalkyl or cycloalkenyl group. The method includes a step of combining R1R2CHNO2, glutaraldehyde and an amine. The compound is useful in coating compositions and other applications for pH adjustment.Type: ApplicationFiled: October 8, 2010Publication date: August 9, 2012Inventors: Ian Anthony Tomlinson, Glenn Nelson Robinson, Asghar Akber Peera
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Publication number: 20120165521Abstract: A method for producing a polyamino-polyalcohol. The method comprises steps of: (a) combining an aminoalcohol of formula (I) with a nitro-diol of formula (II) to produce a nitro amino diol; and (b) contacting the nitro amino diol with a reducing agent capable of reducing aliphatic nitro groups.Type: ApplicationFiled: December 12, 2011Publication date: June 28, 2012Inventors: Ian A. Tomlinson, Asghar A. Peera
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Publication number: 20110146536Abstract: Provided are aminoalcohol compounds for use as neutralizing agents for paints and coatings. The compounds are of the formula (I): or salt thereof, wherein R1, R2, R3, R4, R5, and n are as defined herein. Also provided are precursors of the aminoalcohol compounds and processes for making and using them.Type: ApplicationFiled: December 1, 2010Publication date: June 23, 2011Inventors: Ian A. Tomlinson, Asghar A. Peera, George D. Green
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Publication number: 20110152574Abstract: A new class of compounds, namely diamino alcohols, is described, along with a process for their production and their use as dispersing additives for coating formulations.Type: ApplicationFiled: December 15, 2010Publication date: June 23, 2011Inventors: Asghar A. Peera, Ian A. Tomlinson
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Publication number: 20110028731Abstract: Provided is a process for the formation of 2-nitropropane and/or 2,2-dinitropropane by the nitration of propane with dilute nitric acid.Type: ApplicationFiled: April 8, 2009Publication date: February 3, 2011Inventors: Daniel M. Trauth, Richard L. James
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Patent number: 7453012Abstract: A process for the hydrogenation of compounds comprising nitrile or nitro functional groups to amine, aminonitrile or aminonitro compounds is provided. The process can be a continuous process conducted in the presence of a heterogeneous hydrogenation catalyst in divided form and a basic compound. The reaction can be conducted in a stirred reactor comprising an external loop for circulating the reaction mixture, allowing one portion of the hydrogenated products to be separated without withdrawing the catalyst, by using tangential filtration. The process may be especially useful in the hydrogenation of adiponitrile to an aminocapronitrile/hexamethylenediamine mixture.Type: GrantFiled: January 20, 2003Date of Patent: November 18, 2008Assignee: Rhodia Polyamide IntermediatesInventors: Gérald Bocquenet, André Chesnais, Jean-Michel Desire, Philippe Leconte, Lionel Sever
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Patent number: 7250534Abstract: A compound consists of a fractal-like, plain or organometallic array useful for energy storage devices. A dendrimer useful in the synthesis of the fractal-like compound includes a single ligating moiety bound to a surface of each quadrant of the dendrimer. A method of making metallo-based (macro) molecules includes the steps of combining monomers selected from the group consisting of bipyridal- and terpyridal-based ligands with connecting metals and self assembling macrocycles wherein the monomes are interconnected by the metals.Type: GrantFiled: July 20, 2000Date of Patent: July 31, 2007Assignee: University of South FloridaInventor: George R. Newkome
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Patent number: 6509504Abstract: Disclosed is a method for preparing serinol (2-amino-1,3-proanediol). From nitromethane, para-formaldehyde and sodium hydroxide, 1-nitro-1,3-propanediol sodium salt is prepared as a medical intermediate. In a fixed bed, this intermediate is allowed to undergo the continuous hydrogenation of 2-nitro-1,3-propanediol sodium salt and methanol as shown in reaction (1). In addition to being simple, the method is economically favorable and affords the high yield and high purity of serinol.Type: GrantFiled: December 12, 2001Date of Patent: January 21, 2003Assignee: SK CorporationInventors: Byong-Sung Kwak, Ki-Nam Chung, Choon-Gil Kim, Ki-Ho Koh
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Patent number: 6262307Abstract: A shaped, activated metal, fixed-bed catalyst with a pore volume of 0.05 to 1 ml/g and an outer activated layer consisting of a sintered, finely-divided, catalyst alloy and optionally promoters. The catalyst alloy has metallurgical phase domains, resulting from the method of preparation of the alloy, in which the largest phase by volume has a specific interface density of more than 0.5 &mgr;m−1.Type: GrantFiled: May 19, 1998Date of Patent: July 17, 2001Assignee: Degussa-Huls AktiengesellschaftInventors: Andreas Freund, Monika Berweiler, Barbara Bender, Bernd Kempf
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Patent number: 6140539Abstract: In a process for preparing amines, in which at least one compound containing at least one nitro group is reacted with hydrogen in the presence of a supported catalyst comprising, as catalytically active metal, nickel, if desired together with at least one metal of transition group I, V, VI and/or VIII, the reduced and stabilized supported catalyst comprises nickel crystallites having a bimodal nickel crystallite size distribution having maxima at 30-80 Angstrom and 81-150 Angstrom on a support comprising ZrO.sub.2, ZrO.sub.2 --HfO.sub.2 and/or SiO.sub.2 --ZrO.sub.2 and/or SiO.sub.2 --ZrO.sub.2 --HfO.sub.2 and in the reduced and passivated state has a nickel content of 60-80 percent by mass, an SiO.sub.2 content of 0-20 percent by mass, a ZrO.sub.2 content of 0-40 percent by mass, an HfO.sub.2 content of 0-4 percent by mass and after further reduction for one hour at 100.degree. C. has a degree of reduction of at least 70%.Type: GrantFiled: March 3, 2000Date of Patent: October 31, 2000Assignee: BASF AktiengesellschaftInventors: Michael Sander, Dietmar Peisker, Klaus Werner, Holger Braunsberg, Gunter Georgi, Ulrich Penzel
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Patent number: 6069281Abstract: The invention relates to the preparation of organic nitrogen compounds, in particular of aminoalkanes, alkyloximes, alkylnitrones or mixtures thereof, which have only one nitrogen-functional group and no alcoholic hydroxyl groups in the molecule, from nitro-containing reaction products of polymers of C.sub.2 -C.sub.6 -olefins with an average degree of polymerization P=5-100 with nitrogen oxides or mixtures of nitrogen oxides and oxygen by hydrogenation of these reaction products. The invention also relates to particular mixtures of such aminoalkanes, alkyloximes and/or alkylnitrones and to individual compounds of these types themselves. The designated products are suitable as additives to fuels and lubricants.Type: GrantFiled: January 13, 1998Date of Patent: May 30, 2000Assignee: BASF AktiengesellschaftInventors: Rudolf Kropp, Wolfgang Siegel, Boris Breitscheidel, Wolfgang Harder, Harald Schwahn, Wolfgang Reif
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Patent number: 5879420Abstract: Reaction products of polyisobutenes having an average degree of polymerization P of from 10 to 100 and a content E of from 60 to 90% of double bonds which can react with maleic anhydride, E=100% corresponding to the theoretical value for the case where each molecule of the polyisobutene has such a reactive double bond, with oxides of nitrogen or mixtures of oxides of nitrogen and oxygen, are suitable as additives for fuels, in particular for gasoline engines, and for lubricants.Type: GrantFiled: January 21, 1997Date of Patent: March 9, 1999Assignee: BASF AktiengesellschaftInventors: Rudolf Kropp, Eckhard Hickmann, Klaus Ebel, Wolfgang Gunther, Hans Peter Rath, Harald Schwahn
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Patent number: 5618966Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.This method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.Type: GrantFiled: May 16, 1995Date of Patent: April 8, 1997Assignee: Pharm-Eco Laboratories, IncorporatedInventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard Gabriel
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Patent number: 5220020Abstract: A process is provided whereby organic carbonyl substrates, including esters, lactones, ketones, amides and imides are reduced in a reaction with a silane reducing reagent and a catalyst. Exemplary catalysts include metal alkoxides and metal aryloxides.Type: GrantFiled: November 14, 1991Date of Patent: June 15, 1993Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Alberto Gutierrez, Scott C. Berk, Kristina A. Kreutzer
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Patent number: 5210309Abstract: The bis-homotris compounds 4-amino-4-[1-(3-hydroxy-propyl)]-1,7-heptanediol and 4-[1-(3-aminopropyl)]-4-[1-(3-hydroxypropyl)]-1, 7-heptanediol, and organic synthetic methods for their preparation are described. Unique multifunctional aminotriols, as well as their percursors, quaternary nitroalkanes are disclosed as building blocks for unimolecular micelles, as well as new series of cascade polymers. The quaternary nitro compounds which are disclosed allow the synthesis of a new aminotriol containing a quaternary carbon.Type: GrantFiled: March 9, 1992Date of Patent: May 11, 1993Assignee: University of South FloridaInventors: George R. Newkome, Charles N. Moorefield
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Patent number: 5099067Abstract: The present invention relates to a method of converting .beta.-nitro compounds, specifically alcohols, into the corresponding hydroxy amines with retention of configuration by the use of ammonium formate.Type: GrantFiled: August 15, 1991Date of Patent: March 24, 1992Assignee: Northwestern UniversityInventors: Anthony G. M. Barrett, Christopher D. Spilling
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Patent number: 5053545Abstract: A method of preparing an amino alcohol of the formula ##STR1## where R.sub.1 is H, lower alkyl or R.sub.2, R.sub.2 is R.sub.3 CHOH in which R.sub.3 is H, alkyl or aryl. R.sub.3 preferably is hydrogen, lower alkyl or monocyclic aryl such as phenyl. The inventive method involves the reaction of halonitroalcohol with hydrogen in the presence of methanol, a suitable buffering agent such as ammonia, and a hydrogenation catalyst to form amino alcohol salt, neutralizing the amino alcohol salt, and recovering the resultant amino alcohol.Type: GrantFiled: August 7, 1990Date of Patent: October 1, 1991Assignee: Angus Chemical CompanyInventors: Thomas H. Marman, Vincent Nocito
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Patent number: 4924029Abstract: A homogeneous catalytic hydrogenation of nitroalcohols to amino alcohols is described in which a solution of nitroalcohol is contacted with hydrogen under low temperatures and in the presence of a soluble complex of an organometallic compound of Rh, Ir, Pt or Pd and an organophosphine.Type: GrantFiled: June 24, 1988Date of Patent: May 8, 1990Assignee: W. R. Grace & Co.-Conn.Inventor: Stephen G. Harsy
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Patent number: 4902831Abstract: Described is a process for preparing 1,2-diaminoethane having the formula ##STR1## where R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.15 aralkyl, unsubstituted or substituted aryl or heteroaryl or alternatively, R.sub.1 and R.sub.2 together with the carbon atom form a 3 to 12 member cycloalkyl group, or with a heteroatom form a 3 to 12 member heterocyclic group and R.sub.3 and R.sub.4 together with the nitrogen atom form a 3 to 12 member heterocyclic group, optionally including oxygen, sulfur or phosphorus as a second heteroatom, the process comprising: reacting a preformed Schiff base with a nitroalkane as a neat mixture in the presence of a catalytic amount of an inorganic base to form the 1-nitro-2-aminoethane intermediate, which was then hydrogenated to give 1,2-diaminoethane.Type: GrantFiled: November 9, 1987Date of Patent: February 20, 1990Assignee: E. I. Du Pont de Nemours & Co.Inventors: Khuong H. X. Mai, Ghanshyam Patil
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Patent number: 4448999Abstract: 2-Aminopropanediol-1,3 (serinol) can be prepared by hydrogenation of the alkali salt of 2-nitro-1,3-propanediol with assuredly high yields by maintaining a narrow range of temperatures of extending from 50.degree.-80.degree. C. by use of a cooling device.Type: GrantFiled: July 30, 1982Date of Patent: May 15, 1984Assignee: Dynamit Nobel AktiengesellschaftInventors: Klaus Thewalt, Gunter Bison, Heinz Egger
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Patent number: 4362856Abstract: Poly-(2-aminoalkyl)polyamine compounds are provided having the following formula: ##STR1## wherein: n is an integer of from 2 to about 12;R.sub.1 is selected from H and an alkyl group containing from 1 to about 10 carbon atoms;R.sub.2 and R.sub.3 are each independently selected from H and a lower alkyl group containing from 1 to about 6 carbon atoms;R.sub.4 is selected from H and ##STR2## and R.sub.5 is selected from an amine terminated polyol moiety having a molecular weight of from about 150 to about 5,000, from about 2 to about 80 ether linkages, and a valence of from about 2 to about 12.Type: GrantFiled: September 16, 1981Date of Patent: December 7, 1982Assignee: Milliken Research CorporationInventor: Edward W. Kluger