Of An Alkylene Oxide Patents (Class 564/475)
  • Publication number: 20020120167
    Abstract: High-purity alkanolamines, whose iron content is less than 50 ppb, are provided. Said high-purity alkanolamines can be produced by covering with an alkanolamine-resistant material at least a part of the inner wall of equipment that contacts alkanolamines from the top of the distillation tower to the storage tank in producing a high-purity alkanolamine from a crude alkanolamine by using distillation towers.
    Type: Application
    Filed: January 24, 2002
    Publication date: August 29, 2002
    Applicant: NIPPON SHOKUBAI CO., LTD.
    Inventors: Kenji Muraoka, Toshiaki Saito, Yukio Kadono
  • Patent number: 6403834
    Abstract: The invention concerns a method for preparing tris(ether-amines) of formula (I): N[A—O—(B—O)n—R]3 wherein R, A, B and n are as defined in Claim 1, comprising the reaction, in liquid phase, of an alkylene-glycol monoether of formula (II): HO—A—O—(B—O)nR wherein R, A, B and n are as defined in Claim 1, with an ammonolysis agent selected among ammonia and an etheramine of formula (I′): H3-pN[A—O—(B—O)nR]p wherein: A, B, n and R are as defined in Claim 1 and p represent 1 or 2, at a temperature ranging between 100 and 250° C., by contacting reagents with a hydrogenation-dehydrogenation catalyst.
    Type: Grant
    Filed: July 23, 2001
    Date of Patent: June 11, 2002
    Assignee: Rhodia Chimie
    Inventors: Michel Alas, Albert Bouniot
  • Patent number: 6388041
    Abstract: Disclosed are polyoxyethylene derivatives having different functional groups at both ends of the molecule represented by the following formula (I) and a process for producing the derivatives by anionic living polymerization. The present invention provides polymers which are especially suitable for use as medical materials. wherein A′ and B′ are organosilyl type amino-protecting groups, R is a hydrogen atom or a C1-6 alkyl group, and Y is a hydrogen atom, an alkali metal or a certain functional group.
    Type: Grant
    Filed: November 7, 2000
    Date of Patent: May 14, 2002
    Assignee: Nano Carrier Co Ltd
    Inventors: Kazunori Kataoka, Masao Kato, Yukio Nagasaki, Takahisa Hayashida, Michihiro Iijima, Teruo Okano
  • Patent number: 6388137
    Abstract: Method of purifying triethanolamine prepared by reacting aqueous ammonia with ethylene oxide in the liquid phase under pressure and at elevated temperature by removing excess ammonia, water and monoethanolamine from the reaction product, reacting the resulting crude product with ethylene oxide at temperatures of from 110 to 180° C., and then rectifying the mixture in the presence of phosphorous or hypophosphorous acid or compounds thereof.
    Type: Grant
    Filed: May 31, 2001
    Date of Patent: May 14, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Günther Ruider, Karl-Heinz Ross
  • Patent number: 6365708
    Abstract: This invention relates to novel polyamines which are the reaction product of A) at least one nonaromatic diamine containing from 2 to 40 carbon atoms, wherein the amine groups are primary amine groups; and B) at least one epihalohydrin of the formula  where R is hydrogen or methyl and X is chlorine or bromine; and the coatings resulting from the reaction between the above reaction product and nonaromatic epoxy resins.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: April 2, 2002
    Assignee: Cognis Corporation
    Inventors: Shailesh Shah, Anbazhagan Natesh, Joseph Mulvey, Ronald C. LaFreeda, Gaetano D. DeAngelis, Ronald T. Cash, Jr.
  • Patent number: 6291714
    Abstract: A continuous process for the production of polyadducts of alkylene oxide on a chain initiator with at least one active hydrogen comprises the step of: (a) providing n reaction units constituted by a tubular reactor (11), and a heat exchanger (14) downstream of the tubular reaction (11); (b) supplying the preheated chain initiator and the alkylene oxide to the reactor of the first reaction unit; (c) reacting the chain initiator with the alkylene oxide to obtain a first mixture; (d) cooling the first mixture by means of the heat exchanger (14); (e) supplying the reactor of the following reaction unit with the cooled mixture and with alkylene oxide; (f) repeating the procedure until the last reaction unit and then discharging the last mixture containing the desired product. The tubular reactors are vertical and the chain initiator and alkylene oxide are sprayed into the top of the reactor where a gas liquid reaction occurs.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: September 18, 2001
    Assignee: Linde Aktiengesellschaft
    Inventor: Pasquale Fanelli
  • Patent number: 6222075
    Abstract: A process is described for the production of N,N,N′,N′-tetra-(2-hydroxyethyl)-ethylene diamine in a solvent, in which ethylene diamine is reacted selectively with ethylene oxide in the absence of water in one or more saturated C3-C9 alcohols at a temperature from 120 to 220° C. and at a pressure from 2 to 60 bar in a molar ratio of 1:4, with a high yield. The conversion is preferably carried out in isopropanol, isomeric C7-C9 alcohol mixtures, C8 alcohol mixtures or C9 alcohol mixtures at a temperature from 140 to 180° C.
    Type: Grant
    Filed: July 8, 1999
    Date of Patent: April 24, 2001
    Assignee: Akzo Nobel NV
    Inventors: Klaus Ihrig, Manfred Bergfeld, Christian Blaufelder
  • Patent number: 6207121
    Abstract: Alkanolamines of the formula R—NHCH2CH(OH)CH2CH3  (I) or mixtures thereof wherein R is H, —CH2CH(OH)CH2CH3, an alkyl group having from 1 to 6 carbon atoms, an aryl group having from 6 to 12 carbon atoms, an aralkyl group having from 6 to 12 carbon atoms, or a cycloalkyl group having from 3 to 6 carbon atoms in combination with a tertiary alkano/amine are effective in the removal of acidic gases from a fluid stream containing same and show superior degradation properties as compared to alkanolamines conventionally used in the gas purification applications.
    Type: Grant
    Filed: September 30, 1998
    Date of Patent: March 27, 2001
    Assignee: The Dow Chemical Company
    Inventor: Peter C. Rooney
  • Patent number: 6169207
    Abstract: The invention provides a process for producing dialkanolamines through amination of alkylene oxide with ammonia at liquid phase, in which side formation of trialkanolamines is inhibited and dialkanolamines can be produced with high selectivity and high efficiency. Said process is carried out in the presence of a catalyst which possesses such reaction characteristics that render the rate constant &agr; of the reaction between ammonia and alkylene oxide not less than 0.10, when the reaction rate constant between monoalkanolamine and alkylene oxide is 1, and the rate constant &bgr; of the reaction between dialkanolamine and alkylene oxide not more than 0.7, when the reaction rate constant between monoalkanolamine and alkylene oxide is 1.
    Type: Grant
    Filed: March 12, 1999
    Date of Patent: January 2, 2001
    Assignee: Nippon Shokubai Co Ltd
    Inventors: Hideaki Tsuneki, Atusi Moriya, Hideyuki Baba
  • Patent number: 6140541
    Abstract: Polyalkeneamines of the formula (I) ##STR1## where R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may have different meanings, are prepared by a process in which a polyalkene epoxide is reacted with an amine and the amino alcohol is dehydrated and reduced to give the compound of the formula (I).
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: October 31, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Johann-Peter Melder, Gerhard Blum, Wolfgang Gunther, Dietmar Posselt, Knut Oppenlander
  • Patent number: 6060625
    Abstract: A process for the alkoxylation of a polyetheramine to form an etheramine alkoxylate. In the process, a polyetheramine is reacted with an alkylene oxide in the presence of an alcohol to form the etheramine alkoxylate. The alcohol serves as a catalyst to allow the reaction proceed at a heightened temperature as compared to the reaction in the absence of alcohol, while at the same time limiting the amount of glycol by-product production which would otherwise typically form when higher polyetheramines are to be alkoxylated. The alcohol may be, for instance, ethanol or methanol.
    Type: Grant
    Filed: April 30, 1999
    Date of Patent: May 9, 2000
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Mike W. McKinney, Timothy L. Lambert, Edward T. Marquis
  • Patent number: 5994585
    Abstract: The present invention relates to an amination process for the manufacture of polyamines. The purpose of the process is to increase the selectivity of linear aminated products and to prevent the formation of discoloring by-products or by-products which may later cause discoloration. According to the process this is achieved by performing, in a first part of the process, the amination to a conversion degree of between 50 and 98% by weight, calculated on the total yield of polyamines, at a proportionally time-weighted average temperature, which is at least 15.degree. C. higher than the proportionally time-weighted average temperature in the remaining part.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: November 30, 1999
    Assignee: Akzo Nobel N.V.
    Inventor: Johan Gunther-Hanssen
  • Patent number: 5874624
    Abstract: Disclosed are a process for the preparation of a dihydroxyamino compound in which water and discoloring ingredients are removed while preventing decomposition of a dihydroxyamino compound by distilling a crude reaction liquid containing an epoxy compound and an amino compound at a specified temperature and pressure, a process for improving a yield of a dihydroxyamino compound having high purity by recirculating an aqueous solution of an amino compound recollected from a crude reaction liquid into a reaction step, and a process in which there are prevented discoloration and a yield decline of a dihydroxyamino compound.
    Type: Grant
    Filed: October 21, 1997
    Date of Patent: February 23, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Akira Horiguchi, Akihisa Takabe, Etsuo Takemoto
  • Patent number: 5854312
    Abstract: Described are aqueous emulsions of active amino groups-displaying epoxide adduct hardeners for curing epoxy resin systems, which are obtained by converting an aqueous solution of a conventional hardener, which contains reactive amino groups and can emulsify the epoxy resin used for adduct formation, under increase of the amine-H-equivalent weight, to an emulsion by mixing with an epoxy resin having a functionality of 1,2-3,5. The viscosity generally is 5 to 40 Pa.s. The values lie on an emulsion viscosity curve with a rising and falling viscosity profile. The hardeners are especially suitable for curing aqueous epoxy resin systems and for application together with epoxy resins as additive for hydraulic binders such as cement.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: December 29, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Achim Klippstein
  • Patent number: 5840995
    Abstract: A precursor for alkoxylation catalysts is prepared by reacting a chelating anionic or nonionic phase transfer catalyst with an alkaline earth metal compound in the presence of a compound which can be alkoxylated. Suitable phase transfer catalysts are, in particular, ethoxylated fatty alcohols, ether carboxylic acids, ether sulfonic acids or ether phosphonic acids. Addition of sulfuric acid to such a precursor produces an alkaline earth metal sulfato complex which is the actual catalyst for the alkoxylation.
    Type: Grant
    Filed: December 13, 1996
    Date of Patent: November 24, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Mayer, Joachim Hess, Alfred Babiel
  • Patent number: 5786405
    Abstract: Clear, amine-initiated polyether polyols are made by epoxidizing an amine in the presence of an alkali metal hydroxide catalyst. After the desired degree of epoxidation has been achieved, a hydroxy-carboxylic acid is added to the epoxidized mixture in an amount sufficient to neutralize any remaining alkali metal hydroxide. The polyols produced in this manner are particularly useful for the production of polyurethane and apolyisocyanurate foams.
    Type: Grant
    Filed: November 1, 1996
    Date of Patent: July 28, 1998
    Assignee: Bayer Corporation
    Inventors: Steven L. Schilling, Herman P. Doerge, Lotar H. Hanusa
  • Patent number: 5672761
    Abstract: The viscosity of polyether polyols characterized by functionalities greater than or equal to 1, viscosities greater than 500 mPa.multidot.s at 25.degree. C. and at least 20% terminal secondary hydroxyl groups is reduced by converting at least one terminal hydroxyl group of the polyether to a leaving group and then reacting the conversion product with a primary amine or ammonia at a temperature of from about 70.degree. to 250.degree. C.
    Type: Grant
    Filed: May 2, 1996
    Date of Patent: September 30, 1997
    Assignee: Bayer Corporation
    Inventors: Rick L. Adkins, William E. Slack
  • Patent number: 5672662
    Abstract: Active esters of PEG acids and related polymers are provided that have a single propionic or butanoic acid moiety and no other ester linkages. These polymer acids have a half life in water of from about 10 to 25 minutes. For example, alpha-methoxy, omega-propionic acid succinimidyl ester of PEG ("methoxy-PEG-SPA") has a nearly ideal reactivity with amino groups on proteins and other biologically active substances. The half life of methoxy-PEG-SPA is about 16.5 minutes in water. The invention also provides conjugates with proteins, enzymes, polypeptides, drugs, dyes, nucleosides, oligonucleotides, lipids, phospholipids, liposomes, and surfaces of solid materials that are compatible with living organisms, tissue, or fluid.
    Type: Grant
    Filed: October 2, 1995
    Date of Patent: September 30, 1997
    Assignee: Shearwater Polymers, Inc.
    Inventors: J. Milton Harris, Antoni Kozlowski
  • Patent number: 5633408
    Abstract: A process for preparing alkanolamines which comprises steps of reacting ammonia with an alkylene oxide in the presence of a carbonate of ammonia to obtain a crude alkanolamine solution, distilling off ammonia, carbon dioxide and water to regulate the content of carbon dioxide in the crude alkanolamine solution to 1% by weight or less, and distilling the crude alkanolamine solution to separate and collect the alkanolamines, whereby the production ratio of a monoalkanolamine can be increased and impurities can be decreased.
    Type: Grant
    Filed: June 22, 1995
    Date of Patent: May 27, 1997
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Hiroyoshi Watanabe, Mutsuo Matsumura, Takashi Ohkawa, Kenji Suzuki
  • Patent number: 5616811
    Abstract: Etheramine alkoxylates are described which have the formula: ##STR1## where R.sup.1 is a straight or branched alkyl, aryl or alkylaryl group of 6 to 22 carbon atoms; R.sup.3 are independently hydrogen or C.sub.1 to C.sub.3 alkyl; m averages from about 1 to about 20; and x and y each independently average from about 0 to 30, where x+y averages from about 2 to about 60. These etheramine alkoxylates have surfactant properties. Further, they may be quaternized to make other compounds which will have useful surfactant properties.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: April 1, 1997
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Jeffrey J. Vipond, John M. Larkin, Terry L. Renken, Howard M. Stridde
  • Patent number: 5599999
    Abstract: A process is provided which comprises using a catalyst comprises a rare earth element supported on an inorganic heat-resisting carrier, when a monoethanolamine is selectively prepared by reacting an alkylene oxide with ammonia in a liquid phase. This catalyst has excellent monoalkanolamine selectivity and heat resistance; and therefore, even when the ratio of ammonia to the alkylene oxide is lower compared with cases where other catalysts are used, an equal or more amount of the monoalkanolamine can be formed, and thus the recovery cost of the unreacted ammonia is reduced. Further, since the total amount of the feed raw materials is reduced, apparatuses for the reaction system and recovery system can be made smaller, and thus the cost of equipment is reduced.
    Type: Grant
    Filed: November 2, 1994
    Date of Patent: February 4, 1997
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Atusi Moriya, Hideaki Tsuneki
  • Patent number: 5594150
    Abstract: Process for the preparation of a hydroxylated secondary or tertiary amine compound having a hydroxyl function .beta. to the amine function, according to which a primary or secondary amine compound is reacted with a compound containing an epoxy function in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: July 6, 1994
    Date of Patent: January 14, 1997
    Assignee: Chemoxal S.A.
    Inventors: Catherine David, Gilles Teral, Henry Ledon, Jean-Pierre Boiteux
  • Patent number: 5545757
    Abstract: A process for producing mixtures of mono-, di- and triethanol-amine by reacting ammonia and ethylene oxide in a cooled tubular reactor at temperatures from 110.degree. to 160.degree. C. and pressures from 50 to 120 bar comprises using ammonia and ethylene oxide in a molar ratio from 1:1 to 100:1 and ammonia in the form of a from 60 to 99.99% strength aqueous solution and adding from 1 to 80% of the ethylene oxide in from one to ten aliquots over from 10 to 70% of the total length of the tubular reactor.
    Type: Grant
    Filed: March 17, 1995
    Date of Patent: August 13, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Hammer, Werner Reutemann
  • Patent number: 5483008
    Abstract: The present invention relates to a bifunctional polyether having groups different from each other at both ends, with a polymerization degree of 5 to 10000 and consisting of repeating units each represented by the following formula (I): ##STR1## (wherein R.sub.1, represents a hydrogen atom, halogen atom, or a lower alkyl group optionally substituted by a halogen atom, and R.sub.1 in each repeating unit may be the same or different), as well as to a process for the preparation thereof and a polymerization initiator therefor. The process of production and polymerization initiator of the present invention enable 100% introduction of a primary amino group into one of the ends of polyether.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: January 9, 1996
    Assignee: Research Development Corporation of Japan
    Inventors: Yasuhisa Sakurai, Teruo Okano, Masayuki Yokoyama, Kazunori Kataoka, Yukio Nagasaki, Nobuyuki Ohsako, Masao Kato
  • Patent number: 5476969
    Abstract: The invention relates to highly reactive polyoxyalkylene-polyols prepared by oxyalkylation of an initiator molecule containing, in bonded form, at least 2 reactive hydrogen atoms and at least one tertiary amino group bonded via a spacer bridge, which preferably comprises an alkylene radical having at least 3 carbon atoms, by means of at least one alkylene oxide, preferably ethylene oxide and/or 1,2-propylene oxide, to a process for the preparation of these polyoxyalkylene-polyols, and to their use for the production of compact or cellular, preferably flexible polyisocyanate polyaddition products.
    Type: Grant
    Filed: September 28, 1992
    Date of Patent: December 19, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Hinz, Stefan Adams, Ulrich Koehler, Christian Maletzko, Klaus Vorspohl, Ruth Zschiesche
  • Patent number: 5430190
    Abstract: A one-pot reaction process for the coproduction of two polyurethane catalysts which comprises reacting excess diethylenetriamine (DETA) in a reaction vessel with propylene oxide in the presence of a hydrogenation catalyst under conditions and for a period of time to essentially completely react the propylene oxide to give a mixture of DETA and N-2-hydroxypropyldiethylenetriamine (HPDETA), adding formaldehyde and hydrogen to the reaction vessel, reacting the DETA and HPDETA with the formaldehyde and hydrogen under conditions to effect permethylation of the DETA and HPDETA to afford N,N,N',N',N"-pentamethyldiethylenetriamine (PMDETA), a polyurethane catalyst, and N-2-hydroxypropyl-N,N',N',N"-tetramethyldiethylenetriamine (HPTMDETA) a nonfugitive polyurethane catalyst.
    Type: Grant
    Filed: June 14, 1994
    Date of Patent: July 4, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Craig R. Williams
  • Patent number: 5395973
    Abstract: An improved process for reducing the amount of at least the glycol ether byproducts formed in a process for making unsubstituted ethanolamines from the reaction of ethylene oxide and ammonia or in a process for making substituted ethanolamines via the reaction of ethylene oxide and a substituted amine, wherein carbon dioxide or a material which will evolve carbon dioxide is fed to a reactor for making the unsubstituted or substituted ethanolamine.
    Type: Grant
    Filed: April 5, 1994
    Date of Patent: March 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Samuel J. Washington, Tony F. Grant
  • Patent number: 5364973
    Abstract: A productive process for making conventional and low-unsaturation polyether polyols is disclosed. The process involves continuous removal of allyl alcohol and lower allyl alcohol propoxylates from the polyol during manufacture. The process can be performed at high temperatures and/or low catalyst concentrations. Polyether polyols with exceptionally low monol contents can be prepared.
    Type: Grant
    Filed: May 6, 1993
    Date of Patent: November 15, 1994
    Assignee: Arco Chemical Technology
    Inventor: Jose F. Pazos
  • Patent number: 5334763
    Abstract: A process for reducing the amount of the ethoxylated amine byproducts MEAGE, DEAGE and TEAGE formed in a process for making ethanolamines from the reaction of ethylene oxide and ammonia, comprising feeding carbon dioxide or a material which will evolve carbon dioxide to a reactor for conducting such process.
    Type: Grant
    Filed: April 22, 1993
    Date of Patent: August 2, 1994
    Assignee: The Dow Chemical Company
    Inventors: Samuel J. Washington, Tony F. Grant
  • Patent number: 5326873
    Abstract: A method of forming 4-amino-2-buten-1-ol using 3,4-epoxy-1-butene is disclosed. A nitrogen nucleophile (e.g., an amine) is reacted with 3,4-epoxy-1-butene in the presence of a polymer-bound complex of palladium having up to four phosphine ligands.
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: July 5, 1994
    Assignee: Eastman Kodak Company
    Inventors: Stephen A. Godleski, Yann Hung
  • Patent number: 5210325
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalyst which comprises one or more compounds comprising a rare earth element and phosphorus supported on an inert porous support. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: May 11, 1993
    Assignee: Shell Oil Company
    Inventors: Richard A. Kemp, Paul R. Weider
  • Patent number: 5194641
    Abstract: Alkoxidation products are prepared from amines, fatty acids and oils, which are low in alkylene oxides and 1,4-dioxane by reacting an amine, fatty acid, ester or oil with an alkylene oxide in the presence of a catalyst of an alkali fatty alkoxide obtained by reaction of an alkali hydroxide with a fatty alcohol at elevated temperature.
    Type: Grant
    Filed: May 9, 1991
    Date of Patent: March 16, 1993
    Assignee: Huels Aktiengesellschaft
    Inventors: Egbert Schroer, Klaus Schulze, Ekkehard Wienhofer
  • Patent number: 5183923
    Abstract: The invention concerns a method for the preparation of polyurethane, polyester, polyamide, and polyurea diols which contain essentially all primary hydroxyl groups without capping by ethylene oxide. The method comprises coupling an alkylene oxide adduct of propylene glycol t-butyl ether or butylene glycol t-butyl ether or its aminated derivative with organic diisocyanates or dibasic acids followed by cleavage of the t-butyl group with an acid catalyst.The resulting diol is useful in many types of urethane applications including foams, elastomers and coatings.
    Type: Grant
    Filed: March 28, 1990
    Date of Patent: February 2, 1993
    Assignee: Texaco Chemical Company
    Inventors: Michael Cuscurida, George P. Speranza
  • Patent number: 5169989
    Abstract: An improved process for preparing a polyether polyol of reduced scorching properties comprising buffering of the alkaline polyether polyol before heating to remove water, and the use of said polyether polyol to prepare flexible foam slabstocks.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: December 8, 1992
    Assignee: Miles Inc.
    Inventors: Alfred L. Peterson, Mark S. Solomon, Kenneth E. Reed, Edward P. Squiller
  • Patent number: 5166433
    Abstract: Catalysts whose active material contains, in addition to from 20 to 85% by weight, calculated as ZrO.sub.2, of oxygen-containing zirconium compounds, from 1 to 30% by weight, calculated as CuO, of oxygen-containing compounds of copper and from 1 to 40% by weight each, calculated as CoO or NiO, respectively, of oxygen-containing compounds of cobalt and of nickel are used for the amination of alcohols under hydrogenating conditions.
    Type: Grant
    Filed: January 7, 1991
    Date of Patent: November 24, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Irgang, Juergen Schossig, Wolfgang Schroeder, Siegfried Winderl
  • Patent number: 5162589
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of sodium barium phosphate or potassium barium phosphate. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvent, and chemical intermediates.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: November 10, 1992
    Assignee: Shell Oil Company
    Inventors: Rudolf J. Wijngaarden, Kees Latjes
  • Patent number: 5129917
    Abstract: The reaction product of certain epoxy resins and secondary amines improve the low-temperature properties of distillate fuels.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: July 14, 1992
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Susan W. Johnson
  • Patent number: 5126493
    Abstract: Alkoxylates of active hydrogen compounds having a peaked molecular weight distribution are prepared by reacting the active hydrogen compound with an alkylene oxide of from 2 to 4 carbon atoms using iron oxides as alkoxylation catalysts.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: June 30, 1992
    Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird
  • Patent number: 5118870
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of a xerogel comprising one or more compounds comprising a rare earth element and phorphorus. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: April 23, 1990
    Date of Patent: June 2, 1992
    Assignee: Shell Oil Company
    Inventor: Richard A. Kemp
  • Patent number: 5068431
    Abstract: Aliphatic surface active compounds containing a propylene chain bonded at one end to a cationic quaternary ammonium group and at the other end to an amphoteric amine oxide group, and methods of making and using them.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: November 26, 1991
    Assignee: Witco Corporation
    Inventors: Anastasios Karalis, Thomas Morong, Charles Juszkiewicz
  • Patent number: 5059719
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more C.sub.2 to C.sub.4 vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more soluble basic compounds of one or more elements of the lanthanum series (atomic numbers 57-71, inclusive). The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates. When the process is applied to the preparation of alkylene oxide, particularly ethylene oxide, adducts of alkanols, particularly primary alkanols in the C.sub.6 to C.sub.24 range, the product is a valuable narrow range nonionic surfactant, characterized by relatively narrow distribution of alkylene oxide adducts.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: October 22, 1991
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 5057627
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more of the phosphate salts of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: October 15, 1991
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 5057628
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more compounds of one or more of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: October 15, 1991
    Assignee: Shell Oil Company
    Inventors: Charles L. Edwards, Richard A. Kemp
  • Patent number: 5026923
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more of the borate salts of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: June 25, 1991
    Assignee: Shell Oil Company
    Inventor: Richard A. Kemp
  • Patent number: 5015774
    Abstract: A process for preparing polyoxyalkylene polyamine having secondary amino groups at the end of polymer chain by reaction of polyoxyalkylene polyol with primary amine is disclosed.Polyoxyalkylene polyamine having higher content of the secondary amino groups can be obtained by using a catalyst containing (1) Ni and Zn, (2) Co and Zn, or (3) Ni, Co and Zn; by using a conventionally known catalyst in the presence of monohydric alcohol; or by using the catalyst containing (1) Ni and Zn, (2) Co and Zn, or (3) Ni, Co and Zn, in the presence of monohydric alcohol.
    Type: Grant
    Filed: November 14, 1989
    Date of Patent: May 14, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Ariko Suekane, Fumio Yamazaki, Takayoshi Masuda
  • Patent number: 5003107
    Abstract: Poly(oxytetramethylene) diamines useful in the preparation of polyamide and polyurea elastomers are prepared by the catalytic reductive amination of a poly(oxytetramethylene) glycol feedstock under reductive amination conditions in the presence of ammonia and hydrogen using a hydrogenation/dehydrogenation catalyst composed of, on an oxide-free basis, about 70 to 75 wt. % of nickel, about 20 to about 25 wt. % of copper, about 0.5 to 5 wt. % of chromium and about 1 to 5 wt. % of molybdenum.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: March 26, 1991
    Assignee: Texaco Chemical Company
    Inventors: Robert L. Zimmerman, John M. Larkin
  • Patent number: 4996364
    Abstract: Alkaline earth salts of polycarboxylic acid monoesters corresponding to general formula I[R-(OC.sub.m H.sub.2m).sub.n -O-CO-A(COO.sup.-).sub.o ].sub.p M.sup.2+(I)in whichR is a radical selected from the group consisting of a linear or branched C.sub.1 -C.sub.22 alkyl or C.sub.3 -C.sub.22 alkenyl, phenyl, alkylphenyl containing 1 to 3 C.sub.1 -C.sub.15 alkyl groups, benzyl and phenethyl,A is a saturated or unsaturated, acyclic or cyclic C.sub.2 -C.sub.6 hydrocarbon radical with two or three bonds or a benzene group with two or three bonds,M is an alkaline earth metal selected from the group consisting of Ca, Ba and Sr;m is the number 2 or 3;n is a number from 1 to 20;o is the number 1 and p is the number 2 or o is the number 2 and p is the number 1, are employed as catalysts for the ethoxylation or propoxylation of compounds containing active hydrogen atoms.
    Type: Grant
    Filed: April 11, 1989
    Date of Patent: February 26, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Ansgar Behler, Uwe Ploog
  • Patent number: 4994621
    Abstract: Aminated, alkoxylated hydroxyl-terminated polymers are made by a process involving first polymerizing one or more unsaturated hydrocarbons, such as butadiene, to form a liquid polymer. Next, the liquid polymer is provided with terminal hydroxyl groups. Then, the hydroxylated liquid polymer is alkoxylated with one or more alkylene oxides, such as ethylene oxide, propylene oxide, butylene oxide, and mixtures thereof, to provide secondary terminal hydroxyl groups. Finally, the alkoxylated liquid polymer is aminated over a transition metal oxide catalyst, such as a combination of nickel oxide/copper oxide/chromium oxide. If the alkoxylated, hydroxyl-terminated liquid polymer is terminated with primary hydroxyl groups, then the amination does not proceed well.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: February 19, 1991
    Assignee: Texaco Chemical Company
    Inventors: Ernest L. Yeakey, Robert L. Zimmerman, Michael Cuscurida
  • Patent number: 4992590
    Abstract: A process in which a polyamine initiator is oxyalkylated to form the corresponding polyamine polyoxyalkylene glycol which is then catalytically aminated to provide a polyoxyalkylenepolyamine is disclosed. These compounds are useful as curing agents for epoxy resins and for reaction with isocyanates to manufacture articles, such as automotive body panels, by reaction injection molding.
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: February 12, 1991
    Assignee: Texaco Chemical Company
    Inventors: Michael Cuscurida, John M. Larkin, Kathy B. Sellstrom, Robert A. Grigsby, Jr.
  • Patent number: 4992587
    Abstract: Process for preparing a ruthenium promoted, halogen-containing, nickel and/or cobalt catalyst includes impregnating, in one or more steps, a porous metal oxide support with a nickel compound and/or a cobalt compound, and a ruthenium compound to form a catalyst intermediate; reducing the nickel compound and/or cobalt compound, and ruthenium compound, in one or more steps, to the respective metal by reacting the catalyst intermediate with hydrogen gas at an elevated temperature sufficient to reduce the respective compounds to the metal; and introducing halogen by adding a halide compound at any stage in the process. Catalyst prepared by the above process and use thereof.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: February 12, 1991
    Assignee: Berol Kemi AB
    Inventor: Juhan Koll