Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/503)
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Patent number: 5962533Abstract: Disclosed are polyamines having the formula: ##STR1## or salts or stereoisomers thereof wherein R.sub.1 -R.sub.4 and ALK.sub.1 -ALK.sub.3 are as defined in the specification. Pharmaceutical compositions and therapeutic methods of treatment utilizing the compounds are also disclosed.Type: GrantFiled: February 6, 1996Date of Patent: October 5, 1999Assignee: University of Florida Research Foundation, Inc.Inventor: Raymond J. Bergeron, Jr.
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Patent number: 5929283Abstract: The present invention relates to an amine derivative represented by the following general formula (1): ##STR1## wherein R.sup.2 and R.sup.3 mean individually an alkyl or alkenyl group which may have --OH and has 1-24 carbon atoms, A denotes an alkylene or alkenylene group which may have at least one --OH, --COOH or --SO.sub.3 H and has 1-6 carbon atoms, y.sup.1 is --COOH, --SO.sub.3 H or --OSO.sub.3 H, y.sup.2 means --OH, --OSO.sub.3 H or --OCO--A--COOH, n stands for a number of 0 or 1, and p is an integer of 1-8, or a salt or quaternized product thereof, and a detergent composition containing such a compound. This compound is low in irritativeness to the skin and hair and excellent in foamability, and can give a pleasant feeling to the user's skin and the like.Type: GrantFiled: September 23, 1997Date of Patent: July 27, 1999Assignee: Kao CorporationInventors: Mitsuru Uno, Tomohito Kitsuki, Katsumi Kita, Yoshiaki Fujikura, Akiko Okutsu
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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: 5837092Abstract: A primer for the promotion of bonding of a first plastic substrate to a second plastic substrate, which plastic substrates may either be made of a plastics material which conventionally is difficult to bond or of a plastics material which conventionally is not difficult to bond, with an adhesive such as a cyanoacrylate, consists of a compound of the formula I: ##STR1## wherein --(CH.sub.2).sub.n -- is a straight or branched chain alkyl group of 1 to 6 carbon atoms inclusive; p, q, r and s are each independently 1 to 6 inclusive; and each R is independently --CH.sub.3 or --OH.Type: GrantFiled: February 16, 1993Date of Patent: November 17, 1998Assignee: Pratley Investments (Proprietary) LimitedInventors: Richard Grieves, Kimleigh George Montague Pratley
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Patent number: 5808160Abstract: Hydroxyalkyl-substituted aminoalkynes of the general formula I ##STR1## where at least one of the substituents R.sup.1, R.sup.4 or R.sup.5 is hydroxyalkyl are prepared in a reaction with heterogeneous catalysis.Type: GrantFiled: April 25, 1997Date of Patent: September 15, 1998Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Thomas Preiss, Jochem Henkelmann
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Patent number: 5739354Abstract: The present invention relates to a novel process for preparing preparing N-methyl-D-phenylalanyl-N-?1-?3-?(aminoiminomethyl)amino!propyl!-3,3-diflu oro-2-oxohexyl!-L-prolinamide or a pharmaceutically acceptable salt thereof and to a key intermediate by directly guanylating Dakin-West intermediates.Type: GrantFiled: January 23, 1997Date of Patent: April 14, 1998Assignee: Hoechst Marion Roussel, Inc.Inventor: Duane E. Rudisill
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Patent number: 5723667Abstract: A method of producing optically active tert-leucinol (formula I) of high enantiomeric purity ##STR1## by converting racemic (RS)-tert-leucinol into a diastereomeric salt pair by reaction with an optically active acid, removing the salt pair from solution by fractionated crystallization and separating therefrom the optically active acid to release the optically active tert-leucinol from the salt. The optically active acid used is an N-acylated tert-leucine of general formula VIII: ##STR2## in which R can be hydrogen or an alkyl-, arylalkyl- or aryl group with up to 20 C atoms and * signifies a chirality center.Type: GrantFiled: February 21, 1996Date of Patent: March 3, 1998Assignee: Degussa AktiengesellschaftInventors: Karlheinz Drauz, Wilfried Jahn, Michael Schwarm
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Patent number: 5672599Abstract: Compounds of the formula ##STR1## wherein X is O or S--(O).sub.t ; n is one; m is zero or one; Y is CH.sub.2, O, or S--(O).sub.t provided that Y is O or S--(O).sub.t only when m is one; and A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective ACE inhibitors. Also disclosed are methods of preparation and intermediates.Type: GrantFiled: November 22, 1995Date of Patent: September 30, 1997Assignee: Bristol-Myers Squibb Co.Inventor: Jeffrey A. Robl
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Patent number: 5637772Abstract: The present invention provides fluorinated diamines and polymers formed therefrom, such as polyureas, polyurethane ureas, polyamides, polyimides, etc. The fluorinated diamines of the present invention are highly nucleophilic and are structured to provide polymeric materials having optimum surface properties. In the fluorinated diamines of the present invention, the end groups are primary amino groups which are substantially removed from the perfluoroalkyl groups. Moreover, the fluorine is present in the side chains which allows the fluorocarbon segments to migrate to the polymer/air interface, thereby providing polymer surfaces with high fluorine concentrations. As such, the polymers formed from the fluorinated diamines of the present invention have a variety of commercial applications as stain and oil resistant coatings, fouling release coatings, encapsulants for electrical devices, curing agents for epoxies, etc.Type: GrantFiled: September 22, 1995Date of Patent: June 10, 1997Assignee: Aerojet General CorporationInventors: Aslam A. Malik, Roland P. Carlson
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Patent number: 5633293Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition consisting essentially of 0-50 mole % compound I and 50-100 mole % compound II: ##STR1## wherein R is hydrogen, a C.sub.1 -C.sub.4 alkly, C.sub.6 -C.sub.8 aryl, or C.sub.7 -C.sub.9 aralkyl group; andn is 2 to 8.Type: GrantFiled: November 30, 1995Date of Patent: May 27, 1997Assignee: Air Products and Chemicals, Inc.Inventors: Richard Van Court Carr, Mark L. Listemann, Ann C. L. Savoca
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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: 5614548Abstract: Quaternary amine-containing ether lipid analogs of the formulaR.sub.1 --X--R.sub.2 --N.sup.+ (R.sub.3) (R.sub.4) (R.sub.5) Z.sup.-are disclosed. R.sub.1 represents a hydrophobic group and R.sub.2 represents the backbone of the molecule, with the quaternary amine being linked directly to the backbone. Pharmaceutical compositions including these compounds and methods of combating tumors with these compounds are disclosed. Also disclosed is a method of combating viral infections with both these compounds and ET-18-OMe and its analogs.Type: GrantFiled: September 8, 1994Date of Patent: March 25, 1997Assignee: Wake Forest UniversityInventors: Claude Piantadosi, Khalid S. Ishaq, Canio J. Marasco, Jr., Larry W. Daniel, Louis S. Kucera, Edward J. Modest, Barry P. Goz
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Patent number: 5600001Abstract: Azines of formula (I): ##STR1## in which R and R' either are identical and represent an alkyl radical containing 1 to 4 carbon atoms or an alkenyl radical containing 3 to 5 carbon atoms, or together form a radical of formula (II):--CHR.sub.1 --(CR.sub.2 R.sub.3).sub.n --CHR.sub.4 -- (II)in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, identical or different, represent a hydrogen atom or an alkyl radical containing 1 to 4 carbon atoms and n represents 0 or 1, in their different stereoisomer forms, their preparation process and their use.Type: GrantFiled: February 22, 1996Date of Patent: February 4, 1997Assignee: Societe Francaise HoechstInventors: Alain Schouteeten, Yani Christidis
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Patent number: 5599587Abstract: A process for the preparation of compounds of formula (I) in which Z is hydrogen or --NHZ is an activated amine group capable of reacting with a surface, the groups R are the same or different and each is a straight or branched C.sub.1 -C.sub.4 alkyl group, preferably methyl, n is from 2 to 6, and X is a straight or branched C.sub.1-20 alkylene group, or X is a group of formula --(CH.sub.2 CH.sub.2 O).sub.b --, or --(CH.sub.2).sub.c --Ar--(CH.sub.2).sub.d -- where b is from 1 to 20, c and d are the same or different and each is from 0 to 5, and Ar is a para- or meta- disubstituted phenyl group (preferably a para-disubstituted phenyl group) which is optionally further substituted by one or more C.sub.1 -C.sub.4 alkyl groups, or an acid addition salt thereof or a hydrate thereof, new compounds of formula (I) and salts and hydrates thereof and the use of compounds of formula (I) and salts and hydrates thereof in treating surfaces to render them more biocompatible.Type: GrantFiled: April 30, 1993Date of Patent: February 4, 1997Assignee: Biocompatibles LimitedInventors: Roderick W. J. Bowers, Peter W. Stratford, Stephen A. Jones, Jeremy C. Russell, Michael J. Driver
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Patent number: 5554793Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: December 19, 1994Date of Patent: September 10, 1996Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, Robert G. Bowman, David C. Molzahn
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Patent number: 5545757Abstract: 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: GrantFiled: March 17, 1995Date of Patent: August 13, 1996Assignee: BASF AktiengesellschaftInventors: Hans Hammer, Werner Reutemann
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Patent number: 5536888Abstract: A diol compound, for example, hexanediol, is produced with a high efficiency by esterifying a carboxylic acid mixture, collected from a reaction product mixture of a liquid phase oxidation of cyclohexane, with an esterifying agent and hydrogenate-decomposing the resultant esterification product mixture with hydrogen.Type: GrantFiled: December 27, 1994Date of Patent: July 16, 1996Assignee: UBE Industries, Ltd.Inventors: Yasushi Shiomi, Hiroyuki Fukushima, Toshihiko Sumida, Shinichi Furusaki
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Patent number: 5536879Abstract: Optically active amino alcohols are prepared by reducing optically active amino acids with hydrogen in the presence of ruthenium catalysts.Type: GrantFiled: August 2, 1995Date of Patent: July 16, 1996Assignee: Bayer AktiengesellschaftInventors: Stefan Antons, Bernhard Beitzke
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Patent number: 5508272Abstract: Compounds of the formula ##STR1## wherein X is O or S--(O).sub.t ; n is one or two; m is zero or one; Y is CH.sub.2, O, or S--(O).sub.t provided that Y is O or S--(O).sub.t only when m is one; and A is ##STR2## are dual inhibitors of NEP and ACE. Compounds wherein A is ##STR3## are selective ACE inhibitors. Also disclosed are methods of preparation and intermediates.Type: GrantFiled: May 5, 1994Date of Patent: April 16, 1996Assignee: Bristol-Myers Squibb CompanyInventor: Jeffrey A. Robl
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Patent number: 5491263Abstract: A process is disclosed for producing a substituted ethylenediamine, the process comprising reacting an oxazolidinone with a secondary amine or an alkanolamine. The process includes, in one aspect, reacting precursors of the oxazolidinone in situ.Type: GrantFiled: December 21, 1993Date of Patent: February 13, 1996Assignee: The Dow Chemical CompanyInventors: Peter C. Rooney, Michael O. Nutt
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Patent number: 5475119Abstract: Ionic monomeric diallylammonium compounds having a targeted combination of diallylammonium cations with selected anions have particularly high and constant charge control properties and very good heat stabilities and dispersibilities.The compounds according to the invention are outstandingly suitable for use as colorless charge control agents in toners and developers for electrophotographic recording processes and for use as charge-improving agents in powders and paints for surface coating, in particular in triboelectrically or electrokinetically sprayed powder paints.Type: GrantFiled: December 17, 1992Date of Patent: December 12, 1995Assignee: Hoechst AktiengesellschaftInventors: Rudiger Baur, Hans-Tobias Macholdt
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Patent number: 5463130Abstract: A process for the preparation of peralkylated amines of the general formula I ##STR1## in which R.sup.1, R.sup.2 denote C.sub.1 -C.sub.200 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.20 alkylcycloalkyl, C.sub.4 -C.sub.20 cycloalkylalkyl, C.sub.2 -C.sub.20 alkoxyalkyl, aryl, C.sub.7 -C.sub.20 alkylaryl, C.sub.7 -C.sub.20 aralkyl, C.sub.2 -C.sub.8 hydroxyalkyl, C.sub.2 -C.sub.8 mercaptoalkyl, C.sub.8 -C.sub.20 phenoxyalkyl, C.sub.2 -C.sub.8 aminoalkyl, C.sub.2 -C.sub.8 (NHR.sup.4)alkyl, C.sub.2 -C.sub.8 (NR.sup.4 R.sup.5)alkyl or together form a saturated or unsaturated C.sub.2 -C.sub.6 alkylene chain optionally mono- to tri-substituted by C.sub.1 -C.sub.4 alkyl and optionally interrupted by oxygen or nitrogenX denotes a C.sub.2 -C.sub.20 alkylene or C.sub.2 -C.sub.20 alkenylene or C.sub.4 -C.sub.8 cycloalkylene chain optionally mono- to penta-substituted by R.sup.3, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 dialkylamino, phenoxy, diphenylamino and/or C.sub.2 -C.sub.Type: GrantFiled: February 28, 1995Date of Patent: October 31, 1995Assignee: BASF AktiengesellschaftInventors: Tom Witzel, Eberhard Fuchs, Horst Zimmermann
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Patent number: 5457085Abstract: The invention relates to (1S,aRS)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-metho1xy-1-methylethyl)a cetamide, a novel method of preparation, herbicidal compositions comprising said compound and methods of combatting weeds employing said compound.Type: GrantFiled: September 21, 1994Date of Patent: October 10, 1995Assignee: Sandoz Ltd.Inventors: Karl Seckinger, Reynold Chollet, Stefan Blarer, Thomas Vettiger
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Patent number: 5446027Abstract: Amino derivatives represented by the following general formula (1): ##STR1## and external skin care preparations containing such an amide derivative, are useful for preventing or curing skin roughness. Intermediates useful for the preparation of such amides are also disclosed.Type: GrantFiled: November 2, 1993Date of Patent: August 29, 1995Assignee: Kao CorporationInventors: Taketoshi Fujimori, Yukihiro Ohashi, Akira Kawamata
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Patent number: 5430190Abstract: 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: GrantFiled: June 14, 1994Date of Patent: July 4, 1995Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Craig R. Williams
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Patent number: 5426231Abstract: This invention relates to an improved process for the preparation of 3-aminopropanol and a primary amine by reacting a cyanoethyl ketoxime with hydrogen in the presence of a hydrogenation catalyst to generate the primary amine and aminopropanol. The sequence of reactions to form the aminopropanol and primary amine involves the reaction of hydroxylamine with a ketone to generate a ketoxime followed by reaction of acrylonitrile with the ketoxime to generate a cyanoethyl ketoxime followed by complete hydrogenation of the cyanoethyl ketoxime in the presence of a hydrogenation catalyst to generate the primary amine and aminopropanol. The significant advantage associated with this process is the high degree of selectivity to 3-aminopropanol and the primary amine.Type: GrantFiled: January 5, 1994Date of Patent: June 20, 1995Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Barry J. Koehler
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Patent number: 5414132Abstract: The invention concerns pharmaceutically useful trifluoromethyl ketone substituted di-, tri- and tetra-peptide derivatives of the formulae Ia, Ib, Ic set out hereinafter, and salts thereof, which are inhibitors of human leukocyte elastase. Also described herein are pharmaceutical compositions containing a peptide derivative and processes and intermediates for use in the manufacture of the peptide derivatives.Type: GrantFiled: September 4, 1992Date of Patent: May 9, 1995Assignee: Zeneca Inc.Inventors: Mark M. Stein, Diane A. Trainor
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Patent number: 5410087Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.Type: GrantFiled: November 17, 1993Date of Patent: April 25, 1995Assignee: The Dow Chemical CompanyInventors: George E. Hartwell, David C. Molzahn, Robert G. Bowman
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Patent number: 5399763Abstract: A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.Type: GrantFiled: January 14, 1994Date of Patent: March 21, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hisao Satoh, Taichi Koshigoe
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Patent number: 5391476Abstract: Water-soluble, non-ionic surface active compounds are provided having the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently hydrogen or an alkyl group having from 1 to 4 carbon atoms;X is a hydrophobic substituted or unsubstituted arylene group or a hydrophobic substituted or unsubstituted alkylene group;Y.sup.1 and Y.sup.2 are each independently a chemical bond, --CO-- or --(CH.sub.2).sub.m NR.sup.3 CO--;m is an integer from 1 to 6;R.sup.3 is as defined for R.sup.1 and R.sup.2 ; and,Z.sup.1 and Z.sup.2 are each independently a hydrophilic polyhydroxyalkyl group. The compounds are particularly useful as coating aids for the coating of hydrophilic colloid layers in the preparation of photographic materials.Type: GrantFiled: September 17, 1993Date of Patent: February 21, 1995Assignee: Eastman Kodak CompanyInventors: Alan R. Pitt, Ian M. Newington
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Patent number: 5367073Abstract: The present invention relates to a process for the synthesis of chiral enantiomerically pure .beta.-amino alcohols which are extraordinarily important as therapeutic agents for the treatment of a variety of human disorders and as chiral auxiliaries in organic synthesis. The hydroboration of enamines is a versatile and convenient method for the synthesis of both racemic and enantiomerically pure .beta.-amino alcohols in high yields. This methodology enables the synthesis of virtually any .beta.-amino alcohol. Hydroboration of these enamines with chiral organic borohydrides, e.g. either mono- or diisopinocampheylborane, followed by oxidation with aqueous or solid NaOH/30% H.sub.2 O.sub.2 or Me.sub.3 NO, gives the corresponding chiral .beta.-amino alcohol. Enantiomeric excesses ranged from 60% for reactions run at 25.degree. C. to greater than 99% for reactions run at -25.degree. C.Type: GrantFiled: October 15, 1993Date of Patent: November 22, 1994Assignee: The Regents of the University of CaliforniaInventors: Bakthan Singaram, Gary B. Fisher, Christian T. Goralski, Lawrence W. Nicholson
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Patent number: 5364971Abstract: The present invention relates to a process for the reduction of the color of polyamines by reacting at elevated temperature, e.g. 120.degree.-170.degree. C., and pressure, e.g. 500 to 6000 psig. the colored polyamines, e.g. triethylenetetramine and tetraethylenepentamine, in the presence of a ruthenium on alumina hydrogenation catalyst. The catalyst for the polyamine decolorization process preferably has at least 0.5 wt. % Ru. In the process of the present invention, the polyamines can either be distilled into a narrow product composition and then hydrogenareal, or a crude polyamine product can be hydrogenated and then distilled to produce the desired product composition.Type: GrantFiled: August 25, 1993Date of Patent: November 15, 1994Assignee: Texaco Chemical Inc.Inventor: Wei-Yang Su
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Patent number: 5362914Abstract: The present invention relates to a process for the reduction of the color of polyamines by reacting at elevated temperature, e.g. 120.degree.-170.degree. C., and pressure, e.g. 500 to 6000 psig. the colored polyamines, e.g. triethylenetetramine and tetraethylenepentamine, in the presence of a cobalt on alumina hydrogenation catalyst promoted with copper and chromium. In the process of the present invention, the polyamines can either be distilled into a narrow product composition and then hydrogenated, or a crude polyamine product can be hydrogenated and then distilled to produce the desired product composition.Type: GrantFiled: August 25, 1993Date of Patent: November 8, 1994Assignee: Texaco Chemical Inc.Inventor: Wei-Yang Su
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Patent number: 5352836Abstract: Optically active Lewis acid catalysts of the early transition metals which are useful in the catalysis of asymmetric additions have been prepared. The catalyst complexes comprise an alkoxide of a group IV or group V metal and an optically active trialkanolamine or dialkanolamine ligand.Type: GrantFiled: April 19, 1993Date of Patent: October 4, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: William A. Nugent, Jr.
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Patent number: 5331102Abstract: Color-containing alkanolamines or alkyleneamines, having color numbers of up to 100 PtCo or higher, can be treated with inorganic solid acidic catalysts. Inorganic support materials having bonded inorganic acid functionalities may be used as the inorganic solid acidic catalysts. In the presence of water, these inorganic solid acidic catalysts produce decolorized alkanolamines or alkyleneamines having color numbers of 20 PtCo or less. The process of decolorization can be carried out in batch or continuous mode processes thus providing low cost, high quality and high purity end products.Type: GrantFiled: June 28, 1993Date of Patent: July 19, 1994Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Charles A. Gibson
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Patent number: 5326873Abstract: 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: GrantFiled: June 5, 1992Date of Patent: July 5, 1994Assignee: Eastman Kodak CompanyInventors: Stephen A. Godleski, Yann Hung
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Patent number: 5324446Abstract: Disclosed herein are compositions comprising an effective combination of an amine terminated polyether and a urea compound, and melamine/polyol blends containing the same.Type: GrantFiled: September 13, 1991Date of Patent: June 28, 1994Assignee: Miles Inc.Inventor: Edmund J. Madaj
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Patent number: 5296633Abstract: The methylated tertiary amines are selectively prepared by reacting a primary or secondary amine, or a nitrile or aminonitrile, including an aminoalcohol, etheramine, a polyamine or fatty polyamine or amidoamine, or amidopolyamine or dinitrile, with hexamethylenetetramine ("HMTA"), under hydrogen pressure at a temperature no greater than about 160.degree. C. and in the presence of a catalytically effective amount of a hydrogenation catalyst, e.g., nickel deposited onto appropriate support substrate therefor.Type: GrantFiled: December 30, 1992Date of Patent: March 22, 1994Inventor: Stephane Fouquay
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Patent number: 5288911Abstract: Preparation of .alpha.,.omega.-aminoalcohols of the general formula IHO--CH.sub.2 --X--CH.sub.2 --NH.sub.2 (I),in which x denotes a C.sub.1 -C.sub.20 -alkylene chain optionally substituted by inert radicals and/or optionally interrupted by oxygen or nitrogen,by the reaction of .alpha.,.omega.-alkanediols of the general formula IIHO--CH.sub.2 --X--CH.sub.2 --OH (II),in which the connecting member x has the meanings stated above, with ammonia and a catalyst at a temperature ranging from 150.degree. to 300.degree. C. and under a pressure of from 50 to 300 bar, wherein the catalyst used is one whose catalytically active material consists of iron to an extent of from 5 to 100% w/w.Type: GrantFiled: April 22, 1992Date of Patent: February 22, 1994Assignee: BASF AktiengesellschaftInventors: Gerhard Koppenhoefer, Wolfgang Schroeder, Dieter Voges
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Patent number: 5288910Abstract: 4-amino-2-buten-1-ol is formed by the regioselective addition of primary amines or ammonia to 3,4-epoxy-1-butene. A quantity of a the primary amine or ammonia is reacted with 3,4-epoxy-1-butene in a reaction medium in the presence of a catalyst. The reaction medium is a liquid which has an E.sub.T (30) no less than about 32. The catalyst is a complex of palladium and phosphine ligands.Type: GrantFiled: September 4, 1992Date of Patent: February 22, 1994Assignee: Eastman Kodak CompanyInventor: Yann Hung
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Patent number: 5288833Abstract: The present invention relates to quaternary .beta.-hydroxy-alkyl-ammonium halides and quaternary .beta.-hydroxy-cycloalkylammonium halides, which are liquid at temperatures lower than 60.degree. C., are easily and rapidly miscible in liquid epoxides, as well as in liquid poly-isocianates, generating liquid compositions which spontaneously polymerize, with fast polymerization rate, already at temperatures comprised within the range of from 0.degree. C. to 60.degree. C., yielding a solid, insoluble polymeric material endowed with very high values of softening temperature.Type: GrantFiled: May 20, 1992Date of Patent: February 22, 1994Assignee: Istituto Guido Donegani S.p.A.Inventors: Fabrizio Parodi, Carlo Belgiovine, Carla Zannoni
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Patent number: 5276190Abstract: The invention relates to a method for the preparation of an .alpha.,.alpha.-disubstituted .alpha.-amino alcohol from the corresponding amide with the aid of sodium in the presence of an alcohol as solvent. The conversion of amino acid amide to amino alcohol proceeds virtually quantitatively. Moreover, the reduction of the amino acid amide to the corresponding amino alcohol proceeds with retention of optical activity.Type: GrantFiled: September 25, 1992Date of Patent: January 4, 1994Assignee: DSM N.V.Inventors: Wilhelmus H. J. Boesten, Harold M. Moody, Quirinus B. Broxterman
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Patent number: 5273686Abstract: Organic-solvent soluble magnesium hydrides or formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine, ##STR2## is a chelating ligand, E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.Type: GrantFiled: August 28, 1991Date of Patent: December 28, 1993Assignee: Studiengesellschaft Kohle mbHInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5266468Abstract: .beta.-Hydroxy-.alpha.-amino acids are obtained via serine hydroxymethyltransferase catalyzed condensation of aldehydes with glycine. The predominant product with most aldehydes is the L-erythro diastereomer. For example, succinic semialdehyde methylester is condensed with glycine in the process to provide L-erythro .alpha.-amino hydroxy adipic acid mono methyl ester.Type: GrantFiled: July 22, 1992Date of Patent: November 30, 1993Assignee: University of Notre Dame du LacInventor: Marvin J. Miller
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Patent number: 5245032Abstract: A process for preparing N,N,N-trisubstituted nitrogen-containing compounds which comprises contacting a carboxylated N,N,N-trisubstituted nitrogen-containing compound with a mixed metal oxide catalyst under conditions effective to produce the N,N,N-trisubstituted nitrogen-containing compound.Type: GrantFiled: September 20, 1990Date of Patent: September 14, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 5235052Abstract: The present invention relates to a process for the preparation of substantially pure enantiomer of the purines substituted with cyclobutanes.Type: GrantFiled: March 11, 1991Date of Patent: August 10, 1993Assignee: Bristol-Myers Squibb CompanyInventors: Richard J. Pariza, Steven M. Hannick, Thomas J. Sowin, Elizabeth M. Doherty
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Patent number: 5231221Abstract: Compounds of the formula ##STR1## can advantageously be prepared by reacting compounds the formula II ##STR2## in which the substituents R.sup.1 -R.sup.4 have the meanings given, with the anhydride of the formula III ##STR3## in the presence of dimethyl sulfoxide and the acid corresponding to the anhydride of the formula III.Type: GrantFiled: March 18, 1991Date of Patent: July 27, 1993Assignee: Hoechst AktiengesellschaftInventors: Winfried Hertzsch, Gerhard Jahne
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Patent number: 5225600Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a Group VIB metal-containing condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).Type: GrantFiled: August 26, 1992Date of Patent: July 6, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Arthur R. Doumaux, Jr., David J. Schreck
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Patent number: 5214142Abstract: A process for preparing aminoethers, particularly bis[2-(N,N-dialkylamino)alkyl]ethers, which comprises contacting a carboxylated aminoether with a metal oxide catalyst under conditions effective to produce the aminoether. Many of these aminoethers are useful as catalysts in the production of polyurethanes, especially cellular polyurethanes.Type: GrantFiled: September 20, 1990Date of Patent: May 25, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 5202490Abstract: A continuously generated alkyleneamines producers composition comprising based on 100% of the moles of the compostion and exclusive of any MEA and water present,a) about 15 to about 35 mole % DETA,b) about 15 to about 55 mole % EDA (net generated),c) about 10 to about 35 mole % AEEA,d) about 3 to about 25 mole % of the combination of PIP, AEP and HEP,e) about 3 to about 10 mole % of one or more of TETAs and TEPAs,f) less than about 1 mole % of other polyalkylene polyamines, andg) a DETA to AEEA mole ratio greater than about 0.77 to less than 1.35,and the process of producing the same, which comprises feeding hydrogen, ammonia, MEA and EDA, preferably provided from a recycle stream, to a reaction zone containing a fixed bed of a reductive amination catalyst in a tubular reactor, wherein the hydrogen comprises about 10 to about 50 mole percent of the feed in the reaction zone, the mole ratio of EDA to MEA is less than about 0.Type: GrantFiled: May 25, 1990Date of Patent: April 13, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Lloyd M. Burgess, Charles A. Gibson, David J. Schreck