Plural Amino Nitrogens Containing Patents (Class 564/511)
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Patent number: 4568747Abstract: The invention is a process for obtaining pure BAEE from the crude reaction mixture of H.sub.2 SO.sub.4 and monoethanolamine. It consists of five major operations, which are:1. Separation of 2-aminoethyl hydrogen sulfate (AEHS) from BAEE.2H.sub.2 SO.sub.4 by mixing the molten crude product with crushed ice and filtering out the resulting AEHS which precipitates;2. precisely neutralizing the acidity in the filtrate with alkali or alkaline earth hydroxides, NaOH to form Na.sub.2 SO.sub.4 and free BAEE;3. extracting the BAEE and small amounts of other amines from this neutralized solution with an alcohol solvent having limited solubility in water, such as n-butanol;4. concentrating the amine extract by precipitating the amines in a separate, liquid layer by saturating the extract with carbon dioxide gas; and5. obtaining pure BAEE from this concentrate by distillation (at atmospheric pressure through an efficient distillation column).Type: GrantFiled: October 30, 1981Date of Patent: February 4, 1986Assignee: The Dow Chemical CompanyInventors: Russell T. McFadden, William P. Coker
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Patent number: 4564707Abstract: This invention relates to the following compounds: ##STR1## Process for their preparation and uses thereof, where R.sub.1 and R.sub.2 are substituted groups, and R.sub.6, R.sub.5, R.sub.4 and R.sub.3 are hydrogen or substituted groups.Type: GrantFiled: March 19, 1981Date of Patent: January 14, 1986Assignee: Petrolite CorporationInventor: Bernardus A. Oude Alink
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Patent number: 4564477Abstract: There are provided polyprenyl compounds of the formula ##STR1## wherein ##STR2## represent a trans-isoprene unit and a cis-isoprene unit, respectively, n is an integer of 11-19, Z.sup.1 and Z.sup.2 combinedly represent .dbd.O, .dbd.CH--COOH,.dbd.CH--COOR.sup.1, .dbd.CH--CN, .dbd.C(CN)COOR.sup.2, .dbd.CH--CO--NH.sub.2, .dbd.CH--CO--N(R.sup.3) (R.sup.4), .dbd.CH--CO--NHR.sup.5, .dbd.CH--CH.sub.2 --N(R.sup.3) (R.sup.4), .dbd.CH--CH.sub.2 --NHR.sup.5 or .dbd.CH--CHO or Z.sup.1 is a hydrogen atom and Z.sup.2 is --CH.sub.2 COOH, --CH.sub.2 COOR.sup.6, --CH(CN)COOR.sup.2, --CH.sub.2 CN, --CH.sub.2 --CO--NH.sub.2, --CH.dbd.CH--N(R.sup.3) (R.sup.4) or --CH.sub.2 --CH.dbd.N--R.sup.5, R.sup.1, R.sup.2 and R.sup.6 each being a lower alkyl group, R.sup.3 and R.sup.4 each independently being a lower-alkyl, cycloalkyl, aryl or aralkyl group or R.sup.3 and R.sup.4 combinedly representing an alkylene group containing 2-5 carbon atoms, and R.sup.5 being a lower-alkyl, cycloalkyl, aryl or aralkyl group.Type: GrantFiled: February 17, 1983Date of Patent: January 14, 1986Assignee: Kuraray Co., Ltd.Inventors: Tetsuo Takigawa, Koichi Ibata, Masafumi Okada, Masao Mizuno, Takashi Nishida
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Patent number: 4539430Abstract: Method for the preparation of ethylenediamine dinitrate. Ethylenediamine dinitrate, a useful explosive, may readily be prepared by solvent extraction of nitrate ion from an acidic aqueous solution thereof using a high-molecular-weight, water-insoluble amine dissolved in an organic solvent, and reacting the resulting organic solution with ethylenediamine. The process of the instant invention avoids the use of concentrated nitric acid, as is currently practiced, resulting in a synthesis which is far less hazardous especially for large quantities of the explosive, and more efficient.Type: GrantFiled: May 17, 1984Date of Patent: September 3, 1985Assignee: The United States of America as represented by the United States Department of EnergyInventor: Kien-yin Lee
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Patent number: 4532317Abstract: Aromatic polyamines containing aromatic primary amino groups as well as urethane and polyester groups are made by hydrolyzing an isocyanate in the presence of a basic material and water to form a carbamate and then converting the carbamate groups to amino groups. The isocyanate starting material contains aromatic isocyanate groups (as well as urethane and polyester groups) and has an NCO content of from 0.5 to 11.5 wt %. The basic compound is selected from alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal silicates, alkali metal sulfides, alkali metal cyanides, tetraalkylammonium hydroxides and mixtures thereof. Water is used in a quantity such that at least one mole of water is present for each equivalent of NCO groups. The carbamate groups may be converted to amino groups by treating the carbamate-containing mixture with a proton donor or with heat or with a solvent. The product polyamines are particularly useful in the production of polyurethanes.Type: GrantFiled: June 21, 1983Date of Patent: July 30, 1985Assignee: Bayer AktiengesellschaftInventor: Werner Rasshofer
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Patent number: 4532266Abstract: Polyether-based urethane-group-containing polyamines containing polymers and/or copolymers of unsaturated monomers and, optionally, urea and/or biuret and/or allophanate groups are produced by (a) reacting an NCO-prepolymer in aqueous alkaline solution at 0.degree. to 40.degree. C. to form a carbamate; (b) converting this carbamate to an amine by adding an ion exchanger to the reaction mixture; and (c) separating the polyamine from the reaction mixture. The NCO-prepolymers used as starting materials are prepolymers of (i) polyalkylene ether polyols having a molecular weight of from 1,000 to 10,000 containing from 1 to 60 wt. % of graft (co)polymers of unsaturated monomers; and (ii) excess molar quantities of organic polyisocyanate; and optionally, (iii) a low molecular weight chain-extending agent. The product polyamines have a molecular weight of from 1,000 to 10,000 and contain from 0.65 to 59.3 wt. % graft (co)polymer and from 0.11 to 2.9 wt. % terminal NH.sub.Type: GrantFiled: March 19, 1982Date of Patent: July 30, 1985Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Balle, Dieter Dieterich, Holger Meyborg
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Patent number: 4521627Abstract: The disclosure is of a method of preparing alkaline metal salts of organic diamines. The method comprises, in brief, reacting the alkaline metal with a molar excess of the diamine in the presence of a catalytic proportion of a transition metal compound, at a temperature of from about 20.degree. C. to reflux temperature for the reaction mixture.Type: GrantFiled: February 6, 1984Date of Patent: June 4, 1985Assignee: Union Camp CorporationInventor: Peter W. D. Mitchell
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Patent number: 4515923Abstract: Polyamines containing aromatically bound primary amino groups having an NH.sub.2 -content of from 0.19 to 20.3 wt % are produced by a single stage process. A compound containing aromatically bound NCO-groups and having an isocyanate content of from 0.5 to 40 wt % is hydrolyzed with an excess of water in the presence of a water-miscible polar solvent and optionally a catalyst. The hydrolysis is carried out at a temperature of from -10.degree. to 150.degree. C. in a manner such that the reaction mixture is substantially homogeneous. The water-miscible polar solvent generally has a boiling point of from 56.degree. to 250.degree. C. and a dielectric constant of at least 10. This polar solvent is used in a quantity of at least 5 parts solvent for every 100 parts of isocyanate. Tertiary amines are the preferred catalysts. These polyamines are particularly useful in the production of polyurethanes.Type: GrantFiled: June 21, 1983Date of Patent: May 7, 1985Assignee: Bayer AktiengesellschaftInventors: Rudolf Fauss, Hans J. Meiners, Werner Rasshofer, Holger Meyborg
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Patent number: 4506099Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.Type: GrantFiled: September 30, 1982Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
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Patent number: 4460790Abstract: There are described novel substituted 1,11-diaminoundecanes, particularly those of the formula ##STR1## [R.sub.1 is alkyl having 1-12 C atoms, R.sub.2 is hydrogen or alkyl having 1-12 C atoms, R.sub.3 is alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, aralkyl having 7 or 8 C atoms, unsubstituted or substituted aryl, pyridyl, furyl or thienyl, R.sub.4 is hydrogen, alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, or unsubstituted or substituted aryl, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together are alkylene having 3-11 C atoms], and processes for prducing them. The compound of the formula I can be used for example for producing polycondensation products, particularly polyamides. They can be used also as curing agents for epoxide resins.Type: GrantFiled: July 31, 1981Date of Patent: July 17, 1984Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Josef Pfeifer
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Patent number: 4405461Abstract: A method and product for use in controlling the deposition of silica-containing scales and their adhesion to the walls of piping and other plant components. The product is an amine to which is attached at least a pair of terminal groups. Each group is selected from the family of compounds consisting of furfuryl and a saturated or unsaturated hydrocarbon radical substituted with one or more members selected from hydroxy and carboxy, or a hydrohalide thereof. The method includes injecting the additive into saline brine or brackish water containing silica which may tend to precipitate as a scale.Type: GrantFiled: March 26, 1982Date of Patent: September 20, 1983Inventor: Alfred N. Rogers
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Patent number: 4404405Abstract: There is disclosed a continuous process for making polyethylene polyamines such as diethylenetriamine, triethylenetetramine, etc. comprising the reaction of ethylene oxide with ammonia to produce a mixture of alkanolamines, the amination of the alkanolamines to ethyleneamines, and the reaction of at least a portion of the ethyleneamines thus produced with ethylene dichloride optionally in the presence of ammonia and/or water.Type: GrantFiled: September 30, 1981Date of Patent: September 13, 1983Assignee: Union Carbide CorporationInventor: John R. Winters
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Patent number: 4402842Abstract: The invention provides products of reaction formed by reacting an amine, a mercaptan and an aldehyde. The invention also provides liquid fuel and lubricant compositions.Type: GrantFiled: August 7, 1981Date of Patent: September 6, 1983Assignee: Mobil Oil CorporationInventors: Andrew G. Horodysky, Joan M. Kaminski
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Patent number: 4399308Abstract: A process for selectively preparing predominantly non-cyclic polyalkylene polyamine compounds is disclosed wherein an alkylene polyamine compound is contacted with an alkanolamine compound in the presence of a catalytically effective amount of a Lewis acid halide substance at a temperature of from 200.degree. to 350.degree. C. under a pressure sufficient to maintain the reaction mixture essentially in liquid phase. The polyalkylene polyamine thus formed is recovered from the reaction mixture.Type: GrantFiled: April 28, 1981Date of Patent: August 16, 1983Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Thomas A. Johnson
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Patent number: 4387249Abstract: The present invention provides a selective process for the manufacture of diethylenetriamine from ethylenediamine, ethanolamine, and urea. The process comprises a reaction cycle in which ethylenediamine, ethanolamine, and urea are first reacted in step (a) to form aminoethylethyleneurea and ethyleneurea, which in turn are hydrolyzed in a second reaction step (b) to diethylenetriamine and ethylenediamine. The ethylenediamine made in the second reaction step (b) may be recycled to the first reaction step (a).Type: GrantFiled: December 18, 1981Date of Patent: June 7, 1983Assignee: The Dow Chemical CompanyInventors: Robert M. Harnden, Donald W. Calvin
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Patent number: 4386218Abstract: A compound having a terminal isocyanate group is hydrolyzed to produce a polyamine having a urethane and/or a urea and/or a biuret group. More particularly, a carbamate is made by mixing an isocyanate prepolymer having urethane and/or urea and/or biuret groups present with aqueous base solutions at a temperature of from 0.degree. to 0.degree. C. and in quantities such that the equivalent ratio of hydroxyl to isocyanate groups is between from 0.3:1 to .gtoreq.1.01 to 1. The carbamate is then treated with an acid ion exchanger to form an amine. The amine is then removed from any other material which may be present. A preferred polyamine thus-produced corresponds to the general formula: ##STR1## in which each R radical may represent a divalent straight or branched-chain aliphatic radical; a divalent cycloaliphatic radical; a 4,4'- and/or a 2,4'-dicyclohexylmethane radical; or a 2,4- and/or 2,6-methyl cyclohexane radical.Type: GrantFiled: October 5, 1981Date of Patent: May 31, 1983Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Dieter Dieterich, Holger Meyborg
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Patent number: 4376217Abstract: This invention provides a general method for the conversion of alkenes to primary vicinal diamines by use of a cobalt alkylnitroso complex and reduction with lithium aluminum hydride.Type: GrantFiled: October 1, 1981Date of Patent: March 8, 1983Assignee: Regents of the University of CaliforniaInventors: Robert G. Bergman, Paul N. Becker, Mary A. White
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Patent number: 4331778Abstract: The present invention relates to a process for the production of polyurethane plastics by reacting compounds containing at least two isocyanate-reactive hydrogen atoms and having a molecular weight in the range of from 400 to 10,000, polyisocyanates and, optionally, chain extenders having a molecular weight of from 32 to 400, foam stabilizers, water and/or organic blowing agents in the presence of catalysts containing tertiary nitrogen. These catalysts are characterized in that mixtures of (a) one or more cross-linking catalysts corresponding to the following general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 which may be the same or different, represent C.sub.1 -C.sub.5 -alkyl radicals, preferably CH.sub.3 -- or C.sub.2 H.sub.5 radicals,R' and R" represent hydrogen or the same or different C.sub.1 -C.sub.3 -alkyl radicals, preferably CH.sub.3 -- or C.sub.2 H.sub.Type: GrantFiled: December 10, 1979Date of Patent: May 25, 1982Assignee: Bayer AktiengesellschaftInventors: Claus-Dieter Sommerfeld, Peter Haas, Kuno Wagner, Manfred Kapps
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Patent number: 4328368Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.Type: GrantFiled: May 5, 1980Date of Patent: May 4, 1982Assignee: General Motors CorporationInventors: Robert J. Salloum, Clifford C. Duff
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Patent number: 4316841Abstract: Process for production of polyalkylene polyamines, preferably non-cyclic polyalkylene polyamines, by reforming of other polyalkylene polyamines. The reforming process is effected by reacting the polyalkylene polyamine starting material in the presence of a phosphate, preferably a boron phosphate, catalyst at elevated temperature and pressure and in the presence of sufficient water and sufficient catalyst, for a reaction period and under reaction conditions otherwise adapted to bring about the desired reforming reaction.Type: GrantFiled: December 8, 1980Date of Patent: February 23, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Thomas A. Johnson
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Patent number: 4316840Abstract: Process for production of polyalkylene polyamines, preferably non-cyclic polyalkylene polyamines, by reforming of other polyalkylene polyamines. The reforming process is effected by reacting the polyalkylene polyamine starting material in the presence of a metal nitrate or sulfate, preferably a sulfate, catalyst at elevated temperature and pressure and in the presence of sufficient water and sufficient catalyst, for a reaction period and under reaction conditions otherwise adapted to bring about the desired reforming reaction.Type: GrantFiled: November 25, 1980Date of Patent: February 23, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Thomas A. Johnson
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Patent number: 4302604Abstract: In a process for hydrogenating an olefinically unsaturated dinitrile in which the reactants in a solvent are passed through a ruthenium on alumina catalyst, the improvement which comprises operating at a reduced pressure during the early contact with the catalyst and slowly increasing the pressure over an extended interval of time to normal operating pressure. This startup procedure greatly increases the run length (life) of the catalyst bed.Type: GrantFiled: July 24, 1980Date of Patent: November 24, 1981Assignee: Phillips Petroleum CompanyInventor: Stanley J. Marwil
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Patent number: 4301081Abstract: The invention includes novel alkali metal complex compounds (and processes for their preparation) which are useful, inter alia for the hydrogenation of alkali metals at room temperature or below room temperature to form hydrides or nitrides.Type: GrantFiled: January 28, 1980Date of Patent: November 17, 1981Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
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Patent number: 4297443Abstract: A method of catalyzing the curing of polyurethane foams formed by reacting a polyol with a diisocyanate in the presence of a blowing agent and a catalyst comprising using as the catalyst a compound of the formula ##STR1## where n is 0 or 1, R is methyl or ethyl and R' is hydrogen, methyl of dimethylamino.Type: GrantFiled: August 28, 1980Date of Patent: October 27, 1981Assignee: International Minerals & chemical CorporationInventors: Paul E. Eckler, William A. Summers, Ollie W. Chandler
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Patent number: 4279834Abstract: New dinitriles are prepared by reacting an alpha, beta saturated nitrile with an alpha, beta unsaturated nitrile. For this preparation subzero temperatures are preferred. Higher diamines can be prepared by hydrogenating the dinitriles thus obtained, such diamines being reacted with a dicarboxylic acid or a salt, ester or chloride of such an acid to prepare polyamides having an amorphous character, i.e. transparent polyamides.Type: GrantFiled: January 17, 1980Date of Patent: July 21, 1981Assignee: Anic S.p.A.Inventors: Aldo Prevedello, Maurizio Brunelli, Edoardo Platone
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Patent number: 4275237Abstract: Heavy reaction product after separation as by distillation of light reaction product or diadduct from a reaction mixture obtained by reaction of olefinically unsaturated nitriles with monoolefinic hydrocarbons containing an allylic hydrogen atom is hydrogenated to produce a polyamine mixture useful as an epoxy resin hardener yielding cured resins exhibiting low water absorption.Type: GrantFiled: August 6, 1979Date of Patent: June 23, 1981Assignee: Philips Petroleum CompanyInventors: Charles A. Drake, Ralph P. Williams
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Patent number: 4275239Abstract: The partially crystalline polyamides according to the invention are obtained by reacting terephthalic acid, or an amide-forming derivative thereof, with a diamine of the formula ##STR1## in which R.sub.1 and R.sub.2 singly or together are organic radicals. The reaction mixture can also contain up to 30% by weight of other amide-forming substances (aminocarboxylic acids or lactams, or mixtures of dicarboxylic acids and diamines), provided the formation of the partial crystallinity of the resulting polyamides is retained. The polyamides are suitable for producing moulded products of the most varied types. They are particularly applicable for producing filaments and fibres.Type: GrantFiled: February 4, 1980Date of Patent: June 23, 1981Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Heinz Peter
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Patent number: 4272455Abstract: A method for the formation of monoalkyleneglycols, monoalkanolamines and alkylenediamines, comprising the steps of: (a) reacting ammonia or ammonium carbonate with an alkylenecarbonate to form a carbamate, (b) heating the carbamate to form a monoalkyleneglycol, an alkyleneurea and a 2-oxazolidinone, (c) further reacting the alkyleneurea and the 2-oxazolidinone with ammonium hydroxide to form ammonia or ammonium carbonate, a monoalkanolamine, and an alkylenediamine, (d) separating the ammonia or ammonium carbonate, the monoalkyleneglycol, the alkylenediamine, and the monoalkanolamine, and (e) recycling the ammonia or ammonium carbonate to reaction step (a).Type: GrantFiled: December 26, 1979Date of Patent: June 9, 1981Assignee: The Dow Chemical CompanyInventors: Frank T. Cook, Daniel W. Baugh, Jr., Robert V. Chambers, Jr.
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Patent number: 4268455Abstract: Chelating tertiary amino metal amides selected from compounds having the formulae: Mg.sup. ++ [Chel N].sub.2.sup..crclbar. wherein [Chel N].sup..crclbar. is not ##STR1## [Chel N].sup..crclbar. M.sup..sym., [Chel N].sup..crclbar. M.sup..sym. M'H.sub.m R.sub.n X.sub.p, Z Mg.sup..sym. [Chel N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar., Mg.sup. ++ --[Chel N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar. [M'H.sub.m R.sub.n X.sub.p Z].sup..crclbar., Chel N-Mg.sym.[N--Mg.sup..sym. H.sub.m R.sub.n X.sub.p Z].sup..crclbar. and Mg.sup. ++ [Chel N--M'H.sub.m R.sub.n X.sub.p ].sub.2 .sup..crclbar., wherein M is a Group IA metal, M' is a metal selected from the group consisting of Li, Na, Mg, Be, Zn, Cd, B, Al, Ga, In, Zr, Ti, Sn and Cu and m and n=0 to 4, p=0 to 3 and (m+n+ p)=the valence of M' and (m+n)= at least 1 and X is a nonreactive group selected from the group consisting of chlorine, bromine, iodine, C.sub.1 to C.sub.20 alkoxide, C.sub.1 to C.sub.20 thioalkoxide, C.sub.2 to C.sub.40 hydrocarbyl secondary amide and C.Type: GrantFiled: August 12, 1976Date of Patent: May 19, 1981Assignee: Exxon Research & Engineering Co.Inventors: Arthur W. Langer, Jr., Thomas A. Whitney
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Patent number: 4264480Abstract: Stable, pumpable, aqueous suspensions of water-insoluble, calcium-binding aluminosilicates suitable as stock suspensions comprising (A) from 20% to 55% by weight of at least one finely-divided, water-insoluble silicate compound having a calcium-binding power of at least 50 mg CaO/gm of anhydrous active substance and having the formula, combined water not shown(M.sub.2/n O).sub.x.Me.sub.2 O.sub.3.(SiO.sub.2).sub.ywhere M is a cation of the valence n, exchangeable with calcium, x is a number of from 0.7 to 1.5, Me is aluminum or boron, and y is a number from 0.8 to 6, (B) from 0.2% to 5% by weight of at least one organic dispersing agent as follows:lower alkylene oxide or glycide adducts of the reaction product of .epsilon.-caprolactam with an N-mono- or di-higher alkyl/alkenyl-alkylenediamine.Type: GrantFiled: June 28, 1979Date of Patent: April 28, 1981Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Hans Andree, Dieter Jung, Martin Bischoff, Jens Conrad, Josef Huppertz, Gunter Jakobi, Peter Krings, Dieter Kuhling, Herbert Reuter, Wolfgang Rupilius, Horst Rutzen, Harald Schnegelberger
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Patent number: 4259262Abstract: The catalytic hydrogenation of an unsaturated dinitrile reactant of the formula ##STR1## wherein each R is an alkylene or an alkylidene radical, and each R' is an alkyl radical, is carried out in the presence of ammonia, hydrogen, a suitable diluent and a catalyst selected from elemental ruthenium, a ruthenium compound which is reducible by hydrogen to elemental ruthenium and mixtures thereof on a granular catalyst support.Type: GrantFiled: August 23, 1979Date of Patent: March 31, 1981Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4235808Abstract: The lifetime and activity of catalysts for the hydrogenation of unsaturated dinitriles are increased by contacting the unsaturated dinitriles with chi-alumina prior to hydrogenation. This process additionally reduces the level of olefin unsaturation in the hydrogenation product below the level of olefin unsaturation of similarly hydrogenated unsaturated dinitriles which have not been contacted with chi-alumina prior to hydrogenation.Type: GrantFiled: September 1, 1978Date of Patent: November 25, 1980Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4235821Abstract: In the process of hydrogenating aliphatic nitriles to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or ruthenium catalyst, the improvement of employing an ether as solvent and carrying out the hydrogenation in the presence of water in an amount of from about 5% to about 15% by volume of the ether solvent whereby the rate of reaction is increased, and selectivity to primary amine products is increased.Type: GrantFiled: February 1, 1979Date of Patent: November 25, 1980Assignee: Suntech, Inc.Inventors: Walter A. Butte, Jr., William J. Murtaugh, Richard E. Mitchell
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Patent number: 4234730Abstract: Covers a process for preparing a mixture of piperazine and ethylenediamine by the hydrogenation reaction of monoethanolamine and ammonia utilizing a nickel-copper-chromium catalyst. The improvement of the invention involves predetermining the ratio of ethylenediamine to piperazine in the product mix by varying the hydrogen feed rate. Increasing said feed rate causes said ratio to decrease.Type: GrantFiled: September 24, 1979Date of Patent: November 18, 1980Assignee: Texaco Development Corp.Inventors: Thomas T. McConnell, Thomas H. Cour