Diamino Diphenyl Methanes (i.e., Two Phenyls, Each Having Amino Nitrogen Bonded Directly Thereto, Bonded Directly To The Carbon) Patents (Class 564/330)
  • Patent number: 5453522
    Abstract: Bis-substituted methanes and undissociated methylene salts of the formula (Am).sub.2 Z wherein Am is bis-(1,4 dimethylaminophenyl) and Z is CH.sub.2 or CH.sup.+ X.sup.- wherein X.sup.- is a suitable anion, all useful in the production of deeply colored cations of the formula (Am).sub.2 CH.sup.+. These deeply colored cations are in turn useful in making and using carbonless copy papers, as well as thermal copying papers for use with fax machines.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: September 26, 1995
    Assignee: Indiana University Foundation
    Inventors: Chester Davis, Ford P. Wilgis, Vernon J. Shiner, Jr.
  • Patent number: 5386058
    Abstract: A method for producing polymethine dyes comprising the steps of:(a) reacting a 1,1-diaryl-2-metallo-ethene with an .omega., .omega.,-diaryl-polyalkene-aldehyde in an anhydrous solvent under an inert atmosphere; and(b) neutralizing the reaction mixture from step (a) with an acid, thereby producing a polymethine dye.
    Type: Grant
    Filed: October 29, 1993
    Date of Patent: January 31, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Roger A. Mader
  • Patent number: 5347022
    Abstract: A process for preparing di- or triarylmethane dyes by oxidation of di- or triarylmethanes in the presence of a diluent and of an oxygen transfer catalyst that contains a complexed heavy metal ion or of a catalyst based on molybdenic acid and vanadium compounds comprises using as oxidizing agent peroxomonosulfuric acid or a salt thereof.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: September 13, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Gessner, Udo Mayer
  • Patent number: 5344986
    Abstract: Compounds of the formula: ##STR1## wherein: n=0 or 1;R.sub.1 and R.sub.2 are C.sub.1 to C.sub.3 alkyl groups, or R.sub.2 may be H when n=0; and Y is selected from the group: ##STR2## wherein: m=1-6Z=SO.sub.2, S, C=O, CH.sub.2 or C(CH.sub.3).sub.2 ; and a process for their preparation are described.
    Type: Grant
    Filed: March 7, 1991
    Date of Patent: September 6, 1994
    Assignee: Bromine Compounds, Ltd.
    Inventors: Jakob Oren, Joshua Hermolin, David Feldman, Michael Zviely, Dov Zamir, Hugo Keselman
  • Patent number: 5344982
    Abstract: Diamines containing pendent ethynyl and substituted ethynyl groups are synthesized. These diamines are reacted with dianhydrides to form polyamide acids, which are chemically or thermally cyclodehydrated to form polyimides and copolyimides with pendent ethynyl groups. Upon heating, the pendent ethynyl groups react to form crosslinked resins that are useful as adhesives, composite matrices, coatings, moldings and films.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: September 6, 1994
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Brian J. Jensen
  • Patent number: 5286760
    Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine comprising reacting aniline with an aldehyde, in the presence of a low level of an acid wherein the acid level is reduced before digesting reaction mixture at a high temperature which is sufficient to effect a rearrangement of the intermediates to produce a reaction product containing methylene diphenylamines and low levels of impurities.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: February 15, 1994
    Assignee: Miles, Inc.
    Inventors: Jeffrey S. Bolton, Robert L. Mayen
  • Patent number: 5208379
    Abstract: Waste or scrap polyurethane may be conveniently and economically converted to useful active-hydrogen containing polyethers and polyamines by contacting the polyurethane with water, strong base, and an activating agent such as a quaternary ammonium compound containing at least 15 carbon atoms or an organic sulfonate containing at least 7 carbon atoms. The activating agent helps to accelerate the rate of base catalyzed hydrolysis.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: May 4, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Lau S. Yang, Diane A. Macarevich
  • Patent number: 5196583
    Abstract: The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof.These compounds are useful as coating material or sealer or rim-injection molding material.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5185467
    Abstract: 2,2-Bis-(aminophenyl)-propane having a content of the 4,4'-isomers of at least 70% can be prepared by nitrating 2,2-diphenyl-propane to give 2,2-bis-(nitrophenyl)-propane and reducing the latter in a subsequent step to give 2,2-bis-(aminophenyl)-propane.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: February 9, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Dieter Arlt
  • Patent number: 5117061
    Abstract: Novel anilines of the 2,6-dialkyl-4-dialkylaminomethylaniline type are prepared by reacting a secondary amine and an aldehyde with a primary aniline reactant having a free para position and substituents in both ortho positions in the presence of an acid catalyst, the amounts of amine and acid employed being at least equimolar with respect to the amount of aldehyde, and the reaction being conducted by adding the primary aniline reactant to a preformed mixture of the secondary amine, aldehyde, and acid.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: May 26, 1992
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: 5081251
    Abstract: Stilbene compounds of the general formula Ia, Ib or IcR.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.3 R.sup.4 R.sup.5 R.sup.6 (Ia)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 R.sup.4 R.sup.5 R.sup.6 --CH.dbd.CH--Ar.sup.3 R.sup.7 R.sup.8 R.sup.9 (Ib)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 (CH.sub.2).sub.n Ar.sup.3 --CH.dbd.CH--Ar.sup.4 R.sup.4 R.sup.5 R.sup.6 (Ic)where Ar.sup.1 to Ar.sup.4 are identical or different aromatic or quasi-aromatic radicals and n is from 0 to 20 and where either at least one of the radicals R.sup.1 to R.sup.6 or R.sup.9 is hydrocarbon-solubilizing alkyl, alkoxy, dialkylamino or diarylamino of 4 or more carbon atoms in the alkyl moiety or, if formula Ic contains no radicals R.sup.1 to R.sup.6, n is not less than 4, are prepared by metalating a toluene/xylene analog R.sup.1 R.sup.2 R.sup.3 ArCH.sub.3 or H.sub.3 CR.sup.4 R.sup.5 R.sup.6 ArCH.sub.
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Bender, Klaus Bronstert
  • Patent number: 5077436
    Abstract: Bis(3-nitrophenoxy) derivatives of aromatic or bridged aromatic hydrocarbons are derived from m-dinitrobenzene and dihydroxy derivatives of said hydrocarbons and certain substituted derivatives thereof by a condensation reaction in dipolar aprotic solvents in the presence of bases. The bis(3-nitrophenoxy) derivatives and derivatives obtained are successively reduced to afford bis-(3-aminophenoxy)derivatives. This is a new method for reacting the dihydroxy-derivatives with m-dinitrobenzene, and hence can prepare novel bis(3-aminophenoxy) derivatives such as 4,4'-bis(3-amino-phenoxy)biphenyl, 1-[4-(3-aminophenoxy)phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)indan, 6,6'-bis(3-aminophenoxy)3,3,3',3'-tetramethyl-1,1'spirobiindan, and methyl substituted 2,2'-bis[4-(3-aminophenoxy)phenyl]propane.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: December 31, 1991
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yukihiro Yoshikawa, Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Akihiro Yamaguchi
  • Patent number: 5072045
    Abstract: The invention relates to an improved process for producing alkenylated aromatic amines which involves the catalytic reaction of an aromatic amine with a diene. The improvement resides in using a solvent in which the aromatic amine and diene are soluble in the proportions present in the reaction but inert to the reaction.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: December 10, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 5068435
    Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In the process an aromatic amine is reacted with an olefin using gamma alumina as a catalyst. Under the conditions of the process the catalyst is extremely active and with amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.The catalyst is also effective for producing unsymmetrical disubstituted alkyl aromatic amines, e.g., ethyl or propyl toluidine where one ortho position is substituted with a methyl group and the other substituted with an ethyl or propyl group.
    Type: Grant
    Filed: March 25, 1988
    Date of Patent: November 26, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Dale D. Dixon
  • Patent number: 5047591
    Abstract: Bis-(amino-nitrophenyl)-methane can be produced in one stage with an approximately quantitative yield by condensing o-nitraniline and formaldehyde in water at a temperature of between 20.degree. and 40.degree. C. in the presence of sulfuric acid, and subsequently rearranging the formed methylene-bis-(o-nitraniline) by treatment of the reaction mixture at a temperature of between 90.degree. and 100.degree. C.
    Type: Grant
    Filed: September 6, 1988
    Date of Patent: September 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Werner Stegmann
  • Patent number: 5041668
    Abstract: Aromatic diamines having one or two benzene rings, two ar-N-methylamino substituents, and ar-alkyl substituents in all positions ortho to the amino substituents are novel compounds which can be used in the preparation of polyurethanes, polyureas, polyurethane-urea polymers, and epoxy resins.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: August 20, 1991
    Assignee: Ethyl Corporation
    Inventors: Christopher J. Nalepa, J. Kenneth Presswood, Gordon G. Knapp
  • Patent number: 5028728
    Abstract: Process for the preparation of compounds of the formula I ##STR1## in which R.sup.1 denotes NO.sub.2 or NH.sub.2 andR.sup.2 denotes a radical of a cycloaliphatic amine having 6 ring atoms and a total of not more than 10 carbon atoms, a benzylamine radical, an aniline radical which contains up to three substituents belonging to the group comprising alkyl, alkoxy, chlorine and bromine, not more than two of which can be halogen and not more than one of which can be alkoxy, and contains a total of not more than 10 carbon atoms, or which contains a trifluoromethyl or phenoxy group, or R.sup.2 denotes the phenylmercapto radical or the benzylmercapto radical, compounds of the formula I in which R.sup.1 is NO.sub.2 or NH.sub.2 and R.sup.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: July 2, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Klaus-Albert Schneider, Gunter Siegemund
  • Patent number: 5011997
    Abstract: This invention is an improved process for preparing 2,2-bis(4-aminophenyl)hexafluoropropane which comprises subjecting 2,2-bis(4-aminocarbonylphenyl)hexafluoropropane to the Hofmann reaction and then treating that reaction product under reducing conditions to produce the desired amine in high yield.
    Type: Grant
    Filed: October 7, 1987
    Date of Patent: April 30, 1991
    Assignee: Hoechst Celanese Corp.
    Inventors: James R. Hazen, William R. Lee
  • Patent number: 4978790
    Abstract: Compounds of the formula ##STR1## in which A represents the radicals ##STR2## in which R.sup.1 and R.sup.2 are different from one another and denote hydrogen, --NO.sub.2 or --NH.sub.2, R.sup.3 is hydrogen or halogen, X represents --NO.sub.2 or --NH.sub.2, with the proviso that R.sup.1 is hydrogen, if R.sup.2 is --NO.sub.2 or --NH.sub.2 and R.sup.2 is hydrogen, if R.sup.1 is --NO.sub.2 or --NH.sub.2.The compounds are prepared from 4,4'-bis[2-(4-hydroxyphenyl)hexafluoroisopropyl]diphenyl ether by nitration or reaction with nitrobenzenes followed by reduction of the nitro groups. They are used for the preparation of high-temperature-resistant polycondensates.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: December 18, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Lau, Gunter Siegemund
  • Patent number: 4978791
    Abstract: 2,2'-Dichloro-6,6'-diethylmethylene-bis-aniline or mixtures thereof with compounds of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are straight-chained or branched alkyl radicals having 2 to 4 C atoms, or R.sub.1 and/or R.sub.3 are chlorine and the remaining R's have the above-mentioned significance, as chain-extension means or cross-linkage means for polyurethanes or epoxide resins. Process for the production of 2,2'-dichloro-6,6'-diethylmethylene-bis-aniline or such mixtures. 2-ethyl-6-chloroaniline is condensed with itself or an aniline having the formula: ##STR2## wherein R.sub.5 and R.sub.6 are the same or different and are straight-chained or branched having 2 to 4 C atoms, with the proviso that R.sub.5 can also be chlorine, in acidic medium with formaldehyde or compounds which form formaldehyde. The compounds in the mixture can be condensation products of two molecules of such aniline derivatives.
    Type: Grant
    Filed: June 25, 1985
    Date of Patent: December 18, 1990
    Assignee: Lonza Ltd.
    Inventors: Theodor Volker, Hans Althaus
  • Patent number: 4973754
    Abstract: Bis(p-aminocumyl)benzenes are prepared by treating diisopropylbenzene derivatives with a primary or secondary aniline in the presence of a catalytic amount of an acidic perfluorinated polymer.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: November 27, 1990
    Assignee: Shell Oil Company
    Inventor: Simon M. Li
  • Patent number: 4922020
    Abstract: A compound of the formula: ##STR1## wherein A is ##STR2## B is a group of the formula: ##STR3## when B is of Formula III, X is of Formula III;when B is of Formula IV,X is selected from H, phenyl, substituted phenyl, naphthyl, substituted naphthyl, thienyl, substituted thienyl, thiazol-5-yl and substituted thiazol-5-yl in which the substituents are selected from NR.sup.7 R.sup.8, NO.sub.2, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.2-4 -alkenyl, halogen, cyano and phenyl;each Q is independently selected from H, C.sub.1-4 -alkyl, phenyl and benzyl;and wherein each benzene ring in Formulae II, III and IV has no further substituents or carries 1 or 2 further substituents selected from halogen, C.sub.1-4 -alkyl and C.sub.1-4 -alkoxy.The compound is suitable for use as a charge transport material in organic photoconductors, as a charge control agent in electroreprographic toners and as a color former in pressure sensitive recording materials.
    Type: Grant
    Filed: March 17, 1988
    Date of Patent: May 1, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Peter Gregory, Nigel Hughes
  • Patent number: 4922019
    Abstract: The invention relates to compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or an acyl group in which a non-aromatic hydrocarbon group of 1 to 6 carbon atoms is attached to the CO-group and R.sup.2 is H or NO.sub.2, if R.sup.1 is an acyl group, or is NO.sub.2, if R.sup.1 is hydrogen.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: May 1, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Lau, Gunter Siegemund
  • Patent number: 4906741
    Abstract: The invention is directed toward compounds having the formula: ##STR1## wherein A is a substituent independently selected from the group consisting of lower alkyl having from 1 to 3 carbon atoms, chloro or fluoro; n is an integer independently selected from 0 to 2; and X is a halogen selected from the group consisting of chloro and fluoro.Compounds of this invention are useful as intermediates in the preparation of the corresponding diamine compounds resulting from the reductive cleavage of the azo linkage. They may also be used to prepare dyestuffs and photosensitive materials.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: March 6, 1990
    Assignee: Hoechst Celanese Corporation
    Inventors: James R. Hazen, William R. Lee
  • Patent number: 4898941
    Abstract: A process for preparing a diphenylalkene derivative of the formula [II] ##STR1## which comprises oxidizing a diphenylalkanoic acid derivative of the formula [I] ##STR2## wherein R.sub.1 and R.sub.2 are each substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aralkyl or substituted or unsubstituted aryl, R.sub.1 and R.sub.2 may form a heteroring together theirwith or with an adjacent benzene ring, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10 and R.sub.11 are each hydrogen atom, halogen atom, substituted or unsubstituted alkyl, substituted or unsubstituted hydroxyl or substituted or unsubstituted amino, R.sub.12 and R.sub.13 are each hydrogen atom or substituted or unsubstituted alkyl, X is carboxyl, amide, ester or halide thereof.
    Type: Grant
    Filed: August 11, 1987
    Date of Patent: February 6, 1990
    Assignee: Kanzaki Paper Manufacturing Co., Ltd.
    Inventors: Nobuo Kanda, Haruo Omura, Yukihiro Abe, Mitsuru Kondo
  • Patent number: 4876377
    Abstract: This invention pertains to an improved process for the alkylation of aromatic amines. The improvement resides in the use with particular aromatic amines and olefins a catalyst which is a highly acidic partially dealuminated zeolite having an increased silica to alumina molar ratio over the original zeolite and an acidity factor of at least 0.3. The partially dealuminated zeolites are preferably exchanged with hydrogen or rare earth metal and are particularly effective for producing an alkylated aromatic amine where the alkyl group is ortho to the amine. The highly acidic partially dealuminated H-mordenite and partially dealuminated HY faujasite are very effective for the alkylation of aniline with propylene.
    Type: Grant
    Filed: March 22, 1988
    Date of Patent: October 24, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Rakesh Agrawal, Steven R. Auvil, Michel Deeba
  • Patent number: 4835224
    Abstract: Polyamines are produced by hydrolyzing an isocyanate compound in the presence of at least one of a selected group of catalysts and a water miscible polar organic solvent in substantially homogeneous phase at 40.degree.-170.degree. C. The catalyst employed is selected from potassium hydroxide, rubidium hydroxide, cesium hydroxide, potassium alcoholates, rubidium alcoholates, cesium alcoholates, potassium carboxylates, rubidium carboxylates and cesium carboxylates. These polyamines are useful in the production of polyurethane(urea)s.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: May 30, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Ruckes, Werner Rasshofer, Klaus Konig, Richard Kopp
  • Patent number: 4798909
    Abstract: An arylamine such as aniline is condensed with formaldehyde in the presence of aqueous hydrochloric acid to form a mass containing the hydrogen chloride salt of a polyarylpolyamine. The mass is contacted with additional aniline thereby forming an organic phase and an aqueous phase, the 4,4'-polyarylpolyamine overwhelmingly being liberated from its salt form in the aqueous phase and being transferred to the organic phase. High recoveries of the 4,4'-diamino polycondensate are achieved.
    Type: Grant
    Filed: November 23, 1983
    Date of Patent: January 17, 1989
    Inventor: Efim Biller
  • Patent number: 4788336
    Abstract: In accordance with the present invention there is provided an organic compound having the formula selected from the group consisting of: ##STR1## wherein x is an integer from 0 to 2, y is an integer from 1 to 6, and z is an integer from 0 to 2; ##STR2## wherein L is aliphatic, alicyclic or aromatic and a is an integer from 2 to 6; and wherein G has the formula ##STR3## wherein n is an integer from 0 to 6 and Q.sub.1, Q.sub.2, Q.sub.3, Q.sub.5, Q.sub.6, and Q.sub.7, which may be the same or different, represent H or CH.sub.3, and Q.sub.4 represents H or CH.sub.3 when x and z are 0 or n is greater than 0, or Q.sub.4 represents CH.sub.3 when x or z are 1 or 2 and n is 0.The compounds, which exhibit unexpectedly high T.sub.g and unexpectedly high resistance to oxidation, are useful in electrophotographic elements.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: November 29, 1988
    Assignee: Eastman Kodak Company
    Inventor: Norman G. Rule
  • Patent number: 4774359
    Abstract: The synthesis and characterization of several polyenamine ketones are discussed wherein conjugated diacetylenic diketones and aromatic diamines are used as a route to the formation of high molecular weight polyenamine ketones which exhibit good mechanical properties and can be cast into creasible films. Typical polymerization conditions involved the reaction of stoichiometric amounts of 1,4- or 1,3-PPPO and a diamine at 60.degree.-130.degree. C. in m-cresol at (w/w) solids content of 8-26% for a specified period of time under a nitrogen atmosphere. Novel polyenamine ketones were prepared with inherent viscosities as high as 1.99 dl/g and tough, clear amber films with tensile strengths of 12,400 psi and tensile moduli of 397,000 psi were cast from solutions of the polymers in chloroform. The polymers exhibited T.sub.g s as high as 235.degree. C. and weight losses of 14% after aging at 232.degree. C. in circulating air for sixty hours.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: September 27, 1988
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Robert G. Bass, Mark S. Sinsky, John W. Connell
  • Patent number: 4760184
    Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In accordance with this process an aromatic amine is reacted with an olefin, diolefin or an alcohol using a non-zeolitic molecular sieve as a catalyst. Under the conditions of the process the catalyst is extremely active, and with aromatic amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: July 26, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Ronald Pierantozzi
  • Patent number: 4740620
    Abstract: This invention relates to a process for producing ring alkylated aromatic amines. In the process an aromatic amine is reacted with an olefin using an acidic crystalline molecular sieve as a catalyst. Under the conditions of the process the catalyst is extremely active and with amines that are capable of alkylation at the ortho and para positions, high selectivity to the ortho alkylated isomer can be achieved.
    Type: Grant
    Filed: November 8, 1985
    Date of Patent: April 26, 1988
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dale D. Dixon, William F. Burgoyne, Jr.
  • Patent number: 4714779
    Abstract: A polymer of the formula ##STR1## wherein .PHI.=phenyl or phenyleneb=0, 1, 2 or 3n=3 or greater.
    Type: Grant
    Filed: November 20, 1980
    Date of Patent: December 22, 1987
    Assignee: Xerox Corporation
    Inventors: S. Richard Turner, John F. Yanus
  • Patent number: 4714512
    Abstract: The polyurethanes resulting from curing isocyanate-terminated urethane prepolymers with a N,N'-dialkylmethylenedianiline are broadly useful as coatings on the surface of objects made of metal, wood, glass, or plastic. Such coatings may be made based on either a 1-pack systemor 2-pack system. The diamine N,N'-di(2-butyl)4,4'-methylenedianiline is a particularly useful diamine.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: December 22, 1987
    Assignee: UOP Inc.
    Inventors: David W. House, Ray V. Scott, Jr.
  • Patent number: 4663483
    Abstract: The synthesis and characterization of several polyenamine ketones are discussed wherein conjugated diacetylenic diketones and aromatic diamines are used as a route to the formation of high molecular weight polyenamine ketones which exhibit good mechanical properties and can be cast into creasible films. Typical polymerization conditions involved the reaction of stoichiometric amounts of 1,4- or 1,3-PPPO and a diamine at 60.degree.-130.degree. C. in m-cresol at (w/w) solids content of 8-26% for a specified period of time under a nitrogen atmosphere. Novel polyenamine ketones were prepared with inherent viscosities as high as 1.99 dl/g and tough, clear amber films with tensile strengths of 12,400 psi and tensile moduli of 397,000 psi were cast from solutions of the polymers in chloroform. The polymers exhibited T.sub.g s as high as 235.degree. C. and weight losses of 14% after aging at 232.degree. C. in circulating air for sixty hours.
    Type: Grant
    Filed: May 15, 1985
    Date of Patent: May 5, 1987
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Robert G. Bass, Mark S. Sinsky, John W. Connell
  • Patent number: 4656192
    Abstract: New tropolone derivatives of the general formula: ##STR1## wherein R.sup.1 represents H or an alkyl group, R.sup.2 represents an alkyl, aryl, aralkyl or heterocyclic group and R.sup.3 represents an alkoxyl, aryl or heterocyclic group or a group of the formula: ##STR2## or R.sup.2 and R.sup.3 may form together a part of a heterocyclic group, their metal complex salts, processes for the preparation thereof and the use thereof as anti-tumor agents.
    Type: Grant
    Filed: June 14, 1984
    Date of Patent: April 7, 1987
    Assignee: Mect Corporation
    Inventor: Masatoshi Yamato
  • Patent number: 4654443
    Abstract: Liquid distillation residue formed in the phosgenation of polyamines to form polyisocyanates are hydrolyzed to reform the polyamine. The process comprises forming an adduct of the distillation residue with additional polyamine and then hydrolyzing the resulting adduct to convert the adduct to said polyamine.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: March 31, 1987
    Assignee: The Dow Chemical Company
    Inventors: Maurice J. Marks, James R. Porter, Raymond A. Plepys
  • Patent number: 4554378
    Abstract: Polyamines are prepared from aromatic amines and aliphatic aldehydes or ketones using cationic or acid ion exchange resins as a catalyst in an essentially oxygen-free atmosphere with the aromatic amines being distilled and protected from the atmosphere.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 19, 1985
    Assignee: The Dow Chemical Company
    Inventors: John L. Nafziger, Laura A. Rader, Irwin J. Seward, Jr.
  • Patent number: 4551536
    Abstract: A class of N,N',N"-trisubstituted bis-(p-aminobenzyl) anilines are found to be effective antioxidants in a broad spectrum of petroleum and petroleum related products. N,N',N"-Tri(arylmethyl) and tri(heteroarylmethyl) substituted materials of the parent compound are especially effective at concentrations as low as about 0.0005 percent by weight.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: November 5, 1985
    Assignee: UOP Inc.
    Inventor: John T. Roberts
  • Patent number: 4540818
    Abstract: Preparation of 3,3'- or 3,4'-diaminodiphenylmethane by catalytically reducing and dechlorinating, in the presence of a reduction catalyst, a dinitrobenzophenone compound having the formula ##STR1## wherein X is chlorine and attached to a position 4 or 6 on the benzene ring, and Y is hydrogen or chlorine with the proviso that when Y is hydrogen, the nitro group is attached to a position 3' or 4', and when Y is chlorine, Y is attached to a position 4' and the nitro group is attached to a position 3'.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: September 10, 1985
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keizaburo Yamaguchi, Kenichi Sugimoto, Yoshimitsu Tanabe, Saburo Kawashima, Akihiro Yamaguchi
  • Patent number: 4532350
    Abstract: Process for the selective preparation of metachloroanilines.It is carried out by the hydrodechlorination of polychloroanilines or polychloronitrobenzenes with hydrogen, in the liquid phase and in an acid medium, under the action of heat and under pressure, in the presence of a noble metal used in association with a heavy metal.These meta-chloroanilines are intermediates especially for active plant-protection substances.
    Type: Grant
    Filed: December 30, 1982
    Date of Patent: July 30, 1985
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Georges Cordier, Pierre Fouilloux
  • Patent number: 4418213
    Abstract: Process for the selective preparation of meta-chloroanilines.It is carried out by the hydrodechlorination of polychloroanilines or polychloronitrobenzenes with hydrogen, in the liquid phase, under the action of heat, at atmospheric pressure or under pressure, in the presence of a noble metal, in an anhydrous organic medium and in the presence of a Lewis acid.These meta-chloroanilines are intermediates especially for active plant-protection substances.
    Type: Grant
    Filed: July 14, 1981
    Date of Patent: November 29, 1983
    Assignee: Rhone-Poulenc Agrochimie
    Inventors: Georges Cordier, Pierre Fouilloux
  • Patent number: 4370501
    Abstract: A simplified process for converting bis-phenols to dianilines is disclosed. Selected catalytic complexes are used to cause a nucleophilic displacement reaction between a bis-phenol and a quinazoline to occur thereby yielding a bis-quinazoline that may be subsequently converted into a bis-quinazolinone and hydrolyzed to form the desired dianiline.
    Type: Grant
    Filed: October 5, 1981
    Date of Patent: January 25, 1983
    Assignee: Hughes Aircraft Company
    Inventor: Kreisler S. Y. Lau
  • Patent number: 4351959
    Abstract: A process for the dechlorination of aromatic nitro or amino compounds consists in reacting anilines or nitrobenzenes which are polysubstituted by chlorine, with hydrogen, under the action of heat, in the presence of iodide or bromide ions, in the liquid phase and at low pressure.The process makes it possible selectively to obtain anilines which are chlorine-substituted in the meta-position.
    Type: Grant
    Filed: January 28, 1980
    Date of Patent: September 28, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Georges Cordier
  • Patent number: 4340759
    Abstract: A process for the dechlorination of aromatic nitro or amino compounds consists in reacting anilines or nitrobenzenes which are polysubstituted by chlorine, with hydrogen, under the action of heat, in the presence of cations (Bi, Pb, Sn, Tl, Hg and Ag), in the liquid phase and at low pressure.The process makes it possible selectively to obtain anilines which are chlorine-substituted in the meta-position.
    Type: Grant
    Filed: January 24, 1980
    Date of Patent: July 20, 1982
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Georges Cordier
  • Patent number: 4328368
    Abstract: 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: Grant
    Filed: May 5, 1980
    Date of Patent: May 4, 1982
    Assignee: General Motors Corporation
    Inventors: Robert J. Salloum, Clifford C. Duff
  • Patent number: 4289906
    Abstract: Aromatic amine hydrochloride having an unsubstituted ortho or para position reacts with dimethylsulfoxide forming methylenebis aromatic amine.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: September 15, 1981
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: T101101
    Abstract: Preparing a dispersion of methylenedianiline/inorganic salt complex curing agent of small particle size which comprises: (a) agitating while reacting 3 moles of 4,4'-methylenedianiline with not less than 1 mole of a salt selected from the group consisting of sodium chloride, sodium bromide, sodium iodide, lithium chloride, lithium bromide and lithium iodide in the presence of water and a benzenoid hydrocarbon solvent for the methylenedianiline; (b) separating the resulting complex having an average particle size diameter of less than about 10 .mu.m from the bulk of the hydrocarbon solvent; (c) drying said complex; and (d) dispersing said complex in a substantially nonvolatile liquid carrier that is inert to the complex; with the proviso that steps (c) and (d) can be carried out in any order or substantially simultaneously.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 6, 1981
    Inventor: Irving C. Kogon