Diamino Diphenyl Methanes (i.e., Two Phenyls, Each Having Amino Nitrogen Bonded Directly Thereto, Bonded Directly To The Carbon) Patents (Class 564/330)
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Patent number: 9156780Abstract: The present invention provides a novel sulfonic acid group-containing diamine compound represented by formula (1) below, and a method for producing the same. This compound has a fluorene skeleton with sulfonic acid groups or derivatives thereof. In this compound, a substituent having an amino group is bonded to each of carbon atoms at the 2-position and the 7-position in the skeleton, and no substituent is bonded to a carbon atom at the 9-position in the skeleton. A in formula (1) denotes an optionally-substituted divalent aliphatic group (having a carbon number of 10 or less) or an optionally-substituted divalent aromatic group (having the number of rings of 4 or less), for example.Type: GrantFiled: March 12, 2012Date of Patent: October 13, 2015Assignee: Nitto Denko CorporationInventor: Tooru Sugitani
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Patent number: 8986825Abstract: The invention relates to a resin curing agent having the formula (I), wherein R1 to R4 are each individually selected from linear or branched C1 to C5 alkyl, a process for its manufacture, blends of the reaction products, and two-component curable resin systems.Type: GrantFiled: March 1, 2011Date of Patent: March 24, 2015Assignee: Hexcel Composites LimitedInventors: Steve Mortimer, Neal Patel, John Cawse
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Patent number: 8871979Abstract: A process for providing methylene-bridged polyphenyl polyamines from aniline and formaldehyde according to the invention comprises the subsequent steps of a) condensing aniline and formaldehyde; b) reacting, in a first catalytic reaction step, said condensate over a solid catalyst, whereby an intermediate mixture is provided; c) converting, in a subsequent catalytic reaction step, said intermediate mixture into methylene-bridged polyphenyl polyamines in presence of a subsequent solid catalyst, thereby providing said methylene-bridged polyphenyl polyamines.Type: GrantFiled: November 26, 2009Date of Patent: October 28, 2014Assignee: Huntsman International LLCInventors: Christopher John Mitchell, Avelino Corma Canos, Robert Henry Carr, Pablo Botella Asuncion
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Patent number: 8853457Abstract: A method for producing a polyamine is described that provides excellent safety, a lot of flexibility regarding a variety of its productions, and that can produce a polyamine of high-molecular weight easily and inexpensively. The polyamine includes a combination of units of formula (1) or (2): —(NH—(CH2)m—NH—(CH2)n)—??(1) (in the formula (1), independently in every unit, “m” indicates an integral number of 0 or more and “n” indicates an integral number of 3 or more.) —(NH—y—NH —Z)—??(2) (in the formula (2), independently in every unit, “Y” and “Z” are the same as or different from each other, and they indicate substituted or unsubstituted groups including unsaturated aliphatic, cyclic aliphatic or aromatic hydrocarbon radicals that can include hetero atoms.).Type: GrantFiled: December 17, 2010Date of Patent: October 7, 2014Assignee: Rhodia OperationsInventors: Hiroyuki Kitayama, Hironao Sajiki, Yasunari Monguchi
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Publication number: 20140135528Abstract: According to the present invention, a chemical installation is provided. The chemical installation comprises A first unit for providing a first aqueous waste stream comprising nitrobenzene; At least a second unit for providing a second aqueous waste stream comprising aniline. The chemical installation comprises an aniline cleaning apparatus for removing nitrobenzene from aniline, and further comprising a stripping column for stripping aniline from an aqueous stream. The first and second aqueous waste stream are provided to the stripping column, stripping aniline and nitrobenzene from the first and the aqueous waste stream, and the stripped aniline and nitrobenzene is provided to the aniline cleaning apparatus.Type: ApplicationFiled: January 21, 2014Publication date: May 15, 2014Applicant: Huntsman International LLCInventors: Arend-Jan Zeeuw, Mark Geoffrey Bent
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Patent number: 8697913Abstract: According to the present invention, a chemical installation is provided. The chemical installation comprises A first unit for providing a first aqueous waste stream comprising nitrobenzene; At least a second unit for providing a second aqueous waste stream comprising aniline. The chemical installation comprises an aniline cleaning apparatus for removing nitrobenzene from aniline, and further comprising a stripping column for stripping aniline from an aqueous stream. The first and second aqueous waste stream are provided to the stripping column, stripping aniline and nitrobenzene from the first and the aqueous waste stream, and the stripped aniline and nitrobenzene is provided to the aniline cleaning apparatus.Type: GrantFiled: May 21, 2010Date of Patent: April 15, 2014Assignee: Huntsman International LLCInventors: Arend-Jan Zeeuw, Mark Geoffrey Bent
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Patent number: 8614352Abstract: The invention relates to a process for preparing methylenediphenyldiamine (MDA) by reacting formaldehyde and aniline in the presence of an acidic catalyst, wherein the oxygen content in the process for preparing MDA is <10 000 ppm, based on all compounds present in the process. The invention further relates to the phosgenation of MDA to methylenediphenyl diisocyanate (MDI).Type: GrantFiled: April 20, 2010Date of Patent: December 24, 2013Assignee: BASF SEInventors: Eckhard Stroefer, Heiner Schelling, Robert Reinhardt, Michael Zoellinger, Daniel Breuninger, Markus Kraemer, Kai Thiele, Peter Van Den Abeel
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Patent number: 8466320Abstract: The invention relates to a process for recovering acids from product streams of organic syntheses, which comprises the steps a) neutralization of the acid with a base, b) removal of the base by means of adsorption, c) recovery of the acid.Type: GrantFiled: June 9, 2008Date of Patent: June 18, 2013Assignee: BASF SEInventors: Veronika Wloka, Torsten Mattke, Carsten Knösche, Daniel Breuninger, Nils Bottke
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Publication number: 20130066026Abstract: A multifunctional aromatic amine hardener composition including the reaction condensation product of (a) at least one aniline and (b) at least one non-aromatic cyclic dicarboxaldehyde; and a reactive thermosettable resin composition including (i) at least one multifunctional aromatic amine hardener composition curing agent, (ii) at least one thermoset resin, and optionally (c) at least one catalyst; and a process for preparing a thermoset product from the thermosettable composition. The hardener composition above and a thermoset resin may be used to prepare a thermoset product with improved thermo-mechanical behavior.Type: ApplicationFiled: May 12, 2011Publication date: March 14, 2013Applicant: DOW GLOBAL TECHNOLOGIES LLCInventors: Mark B. Wilson, Stephanie L. Potisek, Ashwin Bharadwaj, Michael J. Mullins, Steven J. Guillaudeu
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Publication number: 20120315498Abstract: Disclosed is a laminate structure including a substrate, a wettability changing layer, and an electrical conductor layer, wherein the wettability changing layer and the electrical conductor layer are laminated on the substrate in order, wherein the wettability changing layer contains a polyimide, wherein the polyimide is obtainable by dehydrating and ring-opening a polyamic acid, wherein the polyamic acid is obtainable by ring-opening and addition-polymerizing a diamine and a tetracarboxylic acid dianhydride, wherein the diamine includes a compound represented by a general formula of: or a compound represented by a general formula of: wherein each of R1 and R2 in formula (1) is defined in the specification, and wherein R1 in formula (2) is defined in the specification.Type: ApplicationFiled: June 6, 2012Publication date: December 13, 2012Applicant: Ricoh Company, Ltd.Inventors: Takanori TANO, Koei Suzuki, Yusuke Tsuda
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Patent number: 8236990Abstract: The present invention relates to triarylamine compounds, compositions comprising such compounds, and electronic devices and applications comprising at least one layer containing at least one of the new compounds. The compounds can be used as monomers to create homopolymers or copolymers.Type: GrantFiled: April 7, 2009Date of Patent: August 7, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Eric Maurice Smith, Nora Sabina Radu, Norman Herron, Arthur Dabrowski, Frederick P. Gentry, Gene M. Rossi, Gary A. Johansson
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Publication number: 20120078015Abstract: According to the present invention, a chemical installation is provided. The chemical installation comprises A first unit for providing a first aqueous waste stream comprising nitrobenzene; At least a second unit for providing a second aqueous waste stream comprising aniline. The chemical installation comprises an aniline cleaning apparatus for removing nitrobenzene from aniline, and further comprising a stripping column for stripping aniline from an aqueous stream. The first and second aqueous waste stream are provided to the stripping column, stripping aniline and nitrobenzene from the first and the aqueous waste stream, and the stripped aniline and nitrobenzene is provided to the aniline cleaning apparatus.Type: ApplicationFiled: May 21, 2010Publication date: March 29, 2012Applicant: Huntsman International LLCInventors: Arend-Jan Zeeuw, Mark Geoffrey Bent
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Publication number: 20110282099Abstract: A process for providing methylene-bridged polyphenyl polyamines from aniline and formaldehyde according to the invention comprises the subsequent steps of a) condensing aniline and formaldehyde, providing a condensate, the molar ratio of aniline to formaldehyde being chosen in the range of 2 to 3.5; b) reacting, in a first catalytic reaction step, at a reaction temperature within the range of about 30° C. to about 100° C., said condensate over a solid catalyst being chosen from the group consisting of clays, silicates, silica-aluminas and ion exchange resins, whereby an intermediate mixture is provided, the intermediate mixture comprising amino benzyl amines; c) converting, in a subsequent catalytic reaction step, at a temperature within the range of about 70° C. to about 250° C.Type: ApplicationFiled: November 26, 2009Publication date: November 17, 2011Applicant: Huntsman International LLCInventors: Christopher John Mitchell, Avelino Corma Canos, Robert Henry Carr, Pablo Botella Asuncion
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Patent number: 7947975Abstract: A dopant composition for organic semiconductors is an electron acceptor characterized by an evaporation point above 150° C. or a glass phase. The dopant composition includes a compound represented by structural formula (1): wherein R1 to R5 are independently hydrogen, chlorine, fluorine, nitro, or cyano; or a phenyl or annulated aromatic group optionally substituted with chlorine or fluorine. Also included are doped organic semiconductors and organic electronic components comprising the dopant composition, and methods of preparing the doped organic semiconductor.Type: GrantFiled: August 28, 2006Date of Patent: May 24, 2011Assignee: Osram Opto Semiconductors GmbHInventor: Andreas Kanitz
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Patent number: 7893301Abstract: The present invention provides a method of preparing polymethylene-polyphenyl-polyamine (briefly referred to as polyamine, DAM), in which a high gravity rotating bed is used as the mixing reactor of formaldehyde and aniline hydrochloride, the mixing solution of aniline hydrochloride and circulation solution and the formaldehyde are fed into the high gravity rotating bed reactor proportionally to carry out mixing and condensation reaction under a condition of a very high gravity; the materials leaving the high gravity rotating bed reactor is introduced into a stirred vessel to proceed with the pre-condensation reaction and obtain a condensation solution; and the process steps of heating, molecular rearrangement, neutralization, water washing and purification, etc. are completed to obtain the refined DAM.Type: GrantFiled: October 16, 2007Date of Patent: February 22, 2011Assignees: Ningbo Wanhua Polyurethanes Co., Ltd., Beijing University of Chemical TechnologyInventors: Jiansheng Ding, Jianfeng Chen, Hongke Zhang, Haikui Zou, Weiqi Hua, Pengyuan Zhang, Shuchang Sun, Guangwen Chu, Limin Xu
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Patent number: 7767160Abstract: An apparatus for continuously producing polyisocyanate is provided for quickly contacting polyamine and carbonyl chloride in order to suppress an undesirable reaction between polyamine and polyisocyanate so that a by-product can be reduced and the yield of polyisocyanate can be improved. In a circulatory line 7, a material-mixing portion 8, a high-shear pump 3, a reactor 4, a liquid-feeding pump 5 and a cooler 6 are interposed in series along the direction of the flow of a reaction solution, thereby forming a closed line. In this apparatus 1, after polyamine and carbonyl chloride are supplied in the material-mixing portion 8, the reaction solution is sheared by the high-shear pump 3 in a state where the contact of the polyamine with the reaction solution is minimized. Thus, the formation of a urea compound as a by-product can be suppressed and the yield of polyisocyanate can be improved.Type: GrantFiled: March 30, 2006Date of Patent: August 3, 2010Assignee: Mitsui Chemicals, Inc.Inventors: Masaaki Sasaki, Kouji Maeba, Mitsunaga Douzaki, Hirofumi Takahashi, Osamu Hososaka
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Publication number: 20100185011Abstract: The present invention relates to a process for preparing mixtures of diphenylmethane diisocyanates and polyphenyl polymethylene polyisocyanates by sequential reaction of benzene to nitrobenzene to aniline to polyphenyl polymethylene polyamines to polyphenyl polymethylene polyisocyanates wherein the benzene used as the starting material contains 500 to 5000 ppm w/w toluene and/or xylenes.Type: ApplicationFiled: April 25, 2008Publication date: July 22, 2010Applicant: Huntsman International LLCInventors: Robert Carr, Nicolaas Van Wiechen
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Publication number: 20100044888Abstract: A bis(aminophenol) derivative having substituents at positions adjacent to two amino groups is provided. The bis(aminophenol) derivative is used as a raw material of a polyamide resin for a positive-tone photosensitive resin composition. A polyamide resin comprising bis(aminophenol) and a structure derived from a carboxylic acid is also provided, the bis(aminophenol) having substituents at positions adjacent to the two amino groups. A positive-tone photosensitive resin composition comprising a polybenzooxazole precursor resin, exhibiting high sensitivity and a high cyclization rate even when cured at a low temperature is provided. Also provided is a positive-tone photosensitive resin composition comprising a polyamide resin having an imide structure, an imide precursor structure, or an amide acid ester structure. The composition exhibits high sensitivity and produces a cured product having low water absorption even when cured at a low temperature.Type: ApplicationFiled: October 23, 2007Publication date: February 25, 2010Applicant: SUMITOMO BAKELITE COMPANY LIMITEDInventor: Koji Terakawa
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Publication number: 20080262187Abstract: This invention provides a blend which comprises (i) at least one aromatic primary diamine, with which has been blended a color-minimizing amount of at least one N,N-dmydrocarbylhydroxylamine, wherein the aromatic primary diamine is in the form of one benzene ring having two primary amino groups on the ling, which amino groups are meta or para relative to each other, and in which each position ortho to a primary amino group bears an alkyl group, and (ii) at least one aromatic secondary diamine having a Gardner color number no more than about 7, wherein said aromatic secondary diamine either is in the form of one benzene ring having two secondary amino groups on the ring, or is in the form of two benzene rings connected by an alkylene bridge and having one secondary amino group on each ring. Optionally, at least one N,N-dihydrocarbylhydroxylamine has been blended with the aromatic secondary diamine.Type: ApplicationFiled: December 21, 2006Publication date: October 23, 2008Applicant: ALBEMARLE CORPORATIONInventors: John Y. Lee, David W. Owens, Paul L. Wiggins, Richard D. Glass, Michael J. Wilhelm, Robert Phillip Slicker
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Patent number: 7435853Abstract: Di- and polyamines of the diphenylmethane series are produced by a) converting nitrobenzene and methanol in the presence of a catalyst to aniline, formaldehyde and carbon monoxide, and then b) converting the aniline and formaldehyde produced in step a) in the presence of an acid catalyst to di- and polyamines of the diphenylmethane series, and c) converting the carbon monoxide produced in step a) with chlorine to phosgene.Type: GrantFiled: February 9, 2006Date of Patent: October 14, 2008Assignee: Bayer MaterialScience AGInventors: Stefan Grabowski, Markus Dugal, Aurel Wolf
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Publication number: 20080196177Abstract: This invention relates to unsubstituted and polymeric leuco colorants for use as consumer product additives to indicate a product function by color change, to make attractive or distinctive visual effects, or to provide latent or delayed color generation. The colorants may be present in a stable, colorless state and may be transformed to an intense colored state upon exposure to certain physical or chemical changes. Alternatively, the colorants may be transformed from one color to another color upon exposure to certain physical or chemical changes. The colored form of the unsubstituted or polymeric leuco colorant may be transient, since the colorant can revert back to its colorless form or its original color after the physical or chemical activation has been removed or changed. Polymeric leuco colorants are typically comprised of at least two components: at least one leuco chromophore component and at least one polymeric component.Type: ApplicationFiled: February 6, 2008Publication date: August 21, 2008Inventors: Patrick D. Moore, Eduardo Torres
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Publication number: 20080196176Abstract: This invention relates to unsubstituted and polymeric leuco colorants for use as consumer product additives to indicate a product function by color change, to make attractive or distinctive visual effects, or to provide latent or delayed color generation. The colorants may be present in a stable, colorless state and may be transformed to an intense colored state upon exposure to certain physical or chemical changes. Alternatively, the colorants may be transformed from one color to another color upon exposure to certain physical or chemical changes. The colored form of the unsubstituted or polymeric leuco colorant may be transient, since the colorant can revert back to its colorless form or its original color after the physical or chemical activation has been removed or changed. Polymeric leuco colorants are typically comprised of at least two components: at least one leuco chromophore component and at least one polymeric component.Type: ApplicationFiled: February 6, 2008Publication date: August 21, 2008Inventors: Eduardo Torres, Patrick D. Moore, Joe Clark
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Patent number: 7226949Abstract: The present invention provides pharmaceutical preparations and the uses thereof for preventing and/or treating seizures and other electroconvulsive disorders by administering a pharmaceutically effective amount of a therapeutic compound having the following formula (I): Embodiments include administering an effective amount of 4,4?-thiodianiline, 4,4?-diaminobenzophenone, 4,4?-methylenedianiline, 4,4?-diaminodiphenyl ether, or (3-aminophenyl)-(4-aminophenyl) amine, an analog, or a pharmaceutically accepted salt or complex thereof to a mammal in need of treatment or prevention of epilepsy, seizure, or other electroconvulsive disorder.Type: GrantFiled: May 14, 2004Date of Patent: June 5, 2007Assignee: University of KentuckyInventors: Peter A. Crooks, Aimee Karis Bence, David Robert Worthern
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Patent number: 7183323Abstract: The invention provides sodium channel modulating compounds of formula I: wherein X, Y, Q, R1, w, and R2 have any of the values defined in the specification, and salts thereof, which are useful for treating diseases or conditions associated with sodium channel activity, such as neuropathic pain. The invention also provides pharmaceutical compositions comprising a compound of formula (I) or a salt thereof, as well as therapeutic methods comprising administering such a compound or salt to a mammal (e.g. a human).Type: GrantFiled: April 15, 2004Date of Patent: February 27, 2007Assignee: Theravance, Inc.Inventors: Jason P. Chinn, Seok-Ki Choi, Paul R. Fatheree, Daniel Marquess, S. Derek Turner
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Patent number: 7105700Abstract: A process for preparing methane diphenyl diamine (MDA) or a mixture of methane diphenyl diamine (MDA) and its higher homologues with a controlled isomer distribution using a modified zeolite having “shape selectivity”. The mixture contains compounds having the following general formula (I): where R represents a hydrogen atom or a C1 to C8 (iso)alkyl group, a C4 to C10 cycloalkyl group or a C6 to C12 aromatic group and n is a whole number greater than or equal to one so as to give a functionality of 2 to 6.Type: GrantFiled: April 29, 2002Date of Patent: September 12, 2006Assignee: Dow Global Technologies Inc.Inventors: Alberto De Angelis, Carlo Perego, Otello Farias, Aldo Bosetti
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Patent number: 7041776Abstract: The invention relates to a method of producing polyisocyanates of the diphenylmethane series including the steps of a) reacting aniline and formaldehyde in the presence of HCl to provide a product mixture containing polyamines of the diphenylmethane series, HCl, aniline and water; b) removing excess aniline and water by distillation to provide a product mixture comprising polyamines of the diphenylmethane series, HCl, no more than 10 wt. % aniline based on the polyamines, and no more than 5 wt. % water based on the polyamines; and c) phosgenating the product mixture in (b).Type: GrantFiled: September 26, 2003Date of Patent: May 9, 2006Assignee: Bayer AktiengesellschaftInventors: Daniel Koch, Hans-Georg Pirkl, Torsten Hagen, Stefan Wershofen
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Patent number: 6962964Abstract: This invention relates to improved polyepoxide resins cured with a mixture of methylene bridged poly(cycloaliphatic-aromatic)amines and a process for preparing such polyepoxide resins as well as to the methylene bridged poly(cycloaliphatic-aromatic)amine compositions and a method of making them. The improvement resides in using a curative (herein referred to as “Heavy MPCA”) comprised of the partially hydrogenated condensation product of formaldehyde and aniline or methyl substituted aniline containing a substantial amount (from 35 to 85% by weight, preferably 40 to 60% by weight) of oligomers in the form of 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 and 15 aniline or methyl substituted aniline derivatives.Type: GrantFiled: February 6, 2003Date of Patent: November 8, 2005Assignee: Air Products and Chemicals, Inc.Inventors: Michael Ulman, Gamini Ananda Vedage, David Alan Dubowik, Stephen Michael Boyce
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Patent number: 6936737Abstract: A process for preparing methane diphenyl diamine (MDA) or a mixture of methane diphenyl diamine (MDA) and its higher homologues with a controlled isomer distribution using a silanised zeolite have “shape selectivity”. The mixture contains compounds having the following general formula (I): where R represents a hydrogen atom or a C1 to C8 (iso) alkyl group, a C4 to C10 cycloalkyl group or a C6 to C12 aromatic group and n is a whole number greater than or equal to one so as to give a functionally of 2 to 6.Type: GrantFiled: September 7, 2001Date of Patent: August 30, 2005Assignee: Dow Global Technologies Inc.Inventors: Alberto De Angelis, Cristina Flego, Otello Farias, Aldo Bosetti
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Patent number: 6861560Abstract: A bis-o-aminophenol has a formula I These bis-o-aminophenols permit the preparation of polybenzoxazoles stabilized at high temperatures. The bis-o-aminophenols are preferably prepared from the corresponding diols, which are first nitrosated. The nitroso compound is then reduced to the amino compound by hydrogenation with Pd/C and H2.Type: GrantFiled: June 27, 2003Date of Patent: March 1, 2005Assignee: Infineon Technologies AGInventors: Andreas Walter, Ingo Gnüchtel, Anna Maltenberger, Recai Sezi, Horst Hartmann
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Patent number: 6831192Abstract: A process for preparing methylenedianiline by reacting aniline with formaldehyde in the presence of acid catalysts comprising, in a semicontinuous process, introducing aniline with or without acid catalyst, feeding formaldehyde with or without acid catalyst through a mixing element into a circuit in which aniline with or without acid catalyst and with or without previously added formaldehyde is circulated and, after feeding in at least 50% of the total amount of formaldehyde to be fed in, heating the reaction mixture to a temperature above 75° C. In addition, the invention relates to a process for preparing polyisocyanates by phosgenation of amines obtainable in this manner and to the polyisocyanates obtainable by this process.Type: GrantFiled: May 21, 2002Date of Patent: December 14, 2004Assignee: BASF AktiengesellschaftInventors: Eckhard Ströfer, Jan Jacobs, Wilfried Seyfert, Hans Volkmar Schwarz, Olaf Schweers, Volker Scharr, Ulrich Penzel
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Patent number: 6765079Abstract: Novel cross linked polymer films prepared from poly4-[(4-cardanylazo]benzoic acid and poly4-[(4-acryloylcardanylazo]benzoic acid are disclosed. The invention also relates to novel monomers 4-[(4-cardanylazo] benzoic acid and 4-[(4-acryloylcardanylazo] benzoic acid and polymers thereof as well processes for the preparation thereof.Type: GrantFiled: March 24, 2003Date of Patent: July 20, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Muthusamy Saminathan, Chennakkattu Krishna Sadasivan Pillai
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Patent number: 6720455Abstract: Polyisocyanates of the diphenylmethane series are produced by a) reacting aniline and formaldehyde in the presence of an acidic catalyst to produce a polyamine, b) neutralizing the reaction mixture from step a) with a base at a temperature of more than 110° C. or neutralizing the reaction mixture from step a) with a base and heating the neutralized mixture to a temperature of more than 110° C., and c) phosgenating the polyamine from step b) to convert it to the corresponding polyisocyanate.Type: GrantFiled: August 20, 2002Date of Patent: April 13, 2004Assignee: Bayer AktiengesellschaftInventors: Torsten Hagen, Friedhelm Kämper, Daniel Koch, Heinz-Herbert Müller
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Patent number: 6699296Abstract: p-Diaminobenzene derivatives of general formula (I) or physiologically tolerated water-soluble salts thereof and their use as developers in oxidation colorants for keratin fibers.Type: GrantFiled: November 9, 2001Date of Patent: March 2, 2004Assignee: Wella AktiengesellschaftInventor: Laurent Chassot
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Patent number: 6673970Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine, comprising reacting aniline and formaldehyde in the presence of an acid catalyst wherein the acid level of the resulting reaction mixture is reduced during digestion of the reaction mixture.Type: GrantFiled: December 29, 1999Date of Patent: January 6, 2004Assignee: Bayer Polymers LLCInventors: Louis Renbaum, Mark S. Solomon, William D. Tippins
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Patent number: 6639102Abstract: Polyisocyanates of the diphenyl methane series having reduced color values are obtained by a) reacting aniline and formaldehyde in the presence of an acid catalyst to form a polyamine, b) neutralizing the reaction mixture containing polyamine with a base, c) separating the neutralized mixture into the aqueous and the organic phases, d) adding a base to the organic phase and then e) phosgenating the resulting polyamine to produce the corresponding polyisocyanate.Type: GrantFiled: March 10, 2003Date of Patent: October 28, 2003Assignee: Bayer AktiengesellschaftInventors: Torsten Hagen, Friedhelm Kämper, Daniel Koch, Rudolf Uchdorf, Stefan Wershofen
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Publication number: 20030181726Abstract: This invention relates to new aminoalcohol derivatives or salts thereof represented by the following formula [I]: 1Type: ApplicationFiled: March 4, 2003Publication date: September 25, 2003Applicant: Fujisawa Pharmaceutical Co. Ltd.Inventors: Kiyoshi Taniguchi, Naoaki Fujii, Minoru Sakurai, Yasuyo Tomishima, Hisashi Takasugi
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Patent number: 6610888Abstract: A method of reacting a solution comprising a mixture of chemical compounds which are in chemical equilibrium with one another with at least one further chemical compound (9) is provided. The method comprises the following steps: fractionation of the solution by means of a separation method to give at least two fractions (5, 6) which are enriched in different chemical compounds of the mixture; and reaction of a fraction (5) with the further chemical compound or compounds (9). The fractionation is advantageously carried out using a film evaporator (1). Unreacted fractions (6) can be recirculated via a residence time vessel (3) back to the fractionation step. The method is particularly suitable for reactions of an aqueous formaldehyde solution in which various components of the solution (formaldehyde, methylene glycol, polyoxymethylene glycols) react in different ways.Type: GrantFiled: May 31, 2000Date of Patent: August 26, 2003Assignee: BASF AktiengesellschaftInventors: Eckhard Ströfer, Stephan Scholl, Hans Hasse
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Patent number: 6476266Abstract: Provided is a diamino compound suitable for obtaining a polyimide which can form a liquid crystal alignment film capable of providing a liquid crystal display element, an intermediate therefor and a production process for the same. The above production process is characterized by reacting a cyclohexylbenzene derivative represented by Formula (3): with an acid halide represented by Formula (4): by the Frieldel-Crafts reaction to produce a cyclohexylphenylcarbonyl compound, and reducing the above compound after nitrating, whereby a compound represented by Formula (1) is obtained: (wherein A1 represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms; A2 represents a single bond or an alkylene group having 1 to 5 carbon atoms, and one or optional methylene groups which are not adjacent in the group may be substituted with an oxygen atom; X is Br or Cl; m represents an integer of 0 to 3, and n represents an integer of 1 to 5).Type: GrantFiled: December 23, 1999Date of Patent: November 5, 2002Assignee: Chisso CorporationInventors: Takahiro Mori, Toshiya Sawai, Shizuo Murata, Masaaki Yazawa, Satoshi Tanioka, Kumiko Hara
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Patent number: 6433219Abstract: A process for preparing methylenedianiline by reacting aniline with formaldehyde in the presence of acid catalysts comprising, in a semicontinuous process, introducing aniline with or without acid catalyst, feeding formaldehyde with or without acid catalyst through a mixing element into a circuit in which aniline with or without acid catalyst and with or without previously added formaldehyde is circulated and, after feeding in at least 50% of the total amount of formaldehyde to be fed in, heating the reaction mixture to a temperature above 75° C. In addition, the invention relates to a process for preparing polyisocyanates by phosgenation of amines obtainable in this manner and to the polyisocyanates obtainable by this process.Type: GrantFiled: September 8, 2000Date of Patent: August 13, 2002Assignee: BASF AktiengesellschaftInventors: Eckhard Ströfer, Jan Jacobs, Wilfried Seyfert, Hans Volkmar Schwarz, Olaf Schweers, Volker Scharr, Ulrich Penzel
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Patent number: 6410789Abstract: In a process for preparing aromatic polyamine mixtures which contain compounds of the formula (I), H2N—A—CH2—B—NH2 (I) where A and B are 1,4-phenylene radicals each of which independently of one another can have 1 to 4 substituents selected from C1-20 alkyls and halogens, a compound of the formula (IV) H—A—NH—CH2—HN—B—H (IV) and/or a compound of the formula (V) H—A—NH—CH2—B—NH2 (V) where A and B are substituted as above, are reacted at from 20° C. to 200° C.Type: GrantFiled: August 24, 1999Date of Patent: June 25, 2002Assignee: BASF AktiengesellschaftInventors: Rainer Becker, Karsten Eller, Hans-Werner Langensiepen, Michael Hesse
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Patent number: 6380433Abstract: Process for the production of diaminodiphenylmethane and its higher homologues products, which comprises reacting aniline, or one of its derivatives, and formaldehyde, or a compound capable of producing formaldehyde under the reaction conditions, in the presence of a zeolite in acid form having a spaciousness index ranging from 2.5 to 19.Type: GrantFiled: May 11, 2000Date of Patent: April 30, 2002Assignees: Enichem S.p.A., Eni S.p.A., Enitecnologie S.p.A.Inventors: Carlo Perego, Alberto de Angelis, Otello Farias, Aldo Bosetti
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Patent number: 6329551Abstract: A phenylenediamine derivative represented by following formula (I) or (II): wherein R1 and R2 each represents a hydrogen atom, a lower alkyl group, or a lower alkoxy group; R3 represents a hydrogen atom or a methyl group; R4 represents a methyl group or an ethyl group; and n and m each is 1, 2, or 3; wherein R1 and R2 each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, or a cyano group; and n and m each is 1, 2, or 3, is disclosed. These phenylenediamine derivatives are effectively used as antioxidants for rubbers, which scarcely cause vanishing by evaporation or a thermal denaturation even under a high-temperature condition of 150° C. or higher.Type: GrantFiled: April 7, 2000Date of Patent: December 11, 2001Assignee: NOK CorporationInventors: Seiji Nakagome, Akihiko Toda
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Patent number: 6090170Abstract: The present invention relates to derivatives of polyalkenyl amine substituted with numerous hydroxy groups of the following formula (I) useful as a novel fuel detergent. ##STR1## wherein polyalkenyl denotes a branched alkyl derived from polyolefin which has a molecular weight of 400.about.5,000 and is prepared with olefin having 2 to 6 carbon atoms; m is an integer ranging from 2 to 10, R.sup.1, R.sup.2 and R.sup.3 may be identical or different, and represent a hydrogen atom or a linear or branched alkyl having 1 to 4 carbon atoms: R.sup.4 and R.sup.5 may be identical or different, and denote a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group, a hydroxyalkyl, a phenyl, naphthyl, an aminoalkyl of formula (II) or a polyaminoalkylene of formula (III) ##STR2## wherein R.sup.6 denotes a C.sub.2 -C.sub.10 alkylene group: R.sup.7 and R.sup.8 may be identical or different, and denote a hydrogen atom, a C.sub.1 -C.sub.10 alkyl group, a phenyl, a naphthyl or a C.sub.1 -C.sub.Type: GrantFiled: December 31, 1998Date of Patent: July 18, 2000Assignee: Daelim Industrial Co., Ltd.Inventors: Hyun-ki Yun, Jung-jin Kim, Yong-hwa Yeom, Il-seung Kim, Myeong-seog Kim, Byung-keel Sohn, Kyu-shon Jung
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Patent number: 5840980Abstract: A diamine compound of the following formula (1): ##STR1## wherein R.sub.1 is a hydrogen atom, a lower alkyl group or a lower alkoxy group, each of A.sub.1, A.sub.2 and A.sub.3 which are independent of one another, is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a group of the following formula (2): ##STR2## wherein R.sub.1 is as defined above, and X is a substituted or unsubstituted arylene group or a substituted or unsubstituted heterocyclic bivalent group.Type: GrantFiled: July 24, 1997Date of Patent: November 24, 1998Assignee: Hodogaya Chemical Co., Ltd.Inventors: Mitsutoshi Anzai, Atsushi Takesue, Takanobu Watanabe, Chieko Inayoshi
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Patent number: 5792879Abstract: 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 comprises using as oxidizing agent hydrogen peroxide, a hydrogen peroxide donor compound, an organic hydroperoxide or a percarboxylic acid and as the oxygen transfer catalyst a member of the class of the porphyrins, tetraaza?14!annulenes, phthalocyanines or tetraazacyclotetradecanes.Type: GrantFiled: May 28, 1997Date of Patent: August 11, 1998Assignee: BASF AktiengesellschaftInventors: Thomas Gessner, Udo Mayer
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Patent number: 5731399Abstract: Compounds are disclosed which correspond to general formula (I) ##STR1## wherein: R and R' each independently represent an alkyl chain of 1 to 10 carbon atoms, which may be branched, and which may be partially or fully fluorinated;n and n' each independently represent an integer of from 0 to 4, the R, respectively R' substituents may be the same or different when n, respectively n' is greater than 1;R.sub.1 and R.sub.2 independently represent hydrogen or an alkyl chain of 1 to 5 carbon atoms, which may be branched, and which may be partially or fully fluorinated, or R.sub.1 and R.sub.2 together represent an alkylene chain of 2 to 6 carbon atoms, which may be substituted by alkyl groups and which may be partially or fully fluorinated;and wherein the amino substituents are situated in ortho, meta or para position with regard to the oxy substituent;with the proviso that said compound does not correspond to bis-(2- and 3- and 4-aminophenoxy)methane.Type: GrantFiled: December 18, 1995Date of Patent: March 24, 1998Assignee: Imperial Chemical Industries PLCInventors: Steve Carter, Gonda Van Essche
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Patent number: 5659053Abstract: 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 comprises using as oxidizing agent hydrogen peroxide, a hydrogen peroxide donor compound, an organic hydroperoxide or a percarboxylic acid and as the oxygen transfer catalyst a member of the class of the porphyrins, tetraaza[14]annulenes, phthalocyanines or tetraazacyclotetradecanes.Type: GrantFiled: March 13, 1996Date of Patent: August 19, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Gessner, Udo Mayer
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Patent number: 5643950Abstract: The invention relates to triphenylalkyl antibacterial compounds of the general formula: ##STR1## pharmaceutical compositions containing the compounds, and methods for their production and use. These compounds are effective in inhibiting the action of a bacterial histidine protein kinase and are thus useful as anti-infective agents against a variety of bacterial organisms, including organisms which are resistant to other known antibiotics.Type: GrantFiled: June 2, 1995Date of Patent: July 1, 1997Assignee: Ortho Pharmaceutical CorporationInventors: James P. Demers, Sigmond Johnson, Michele Ann Weidner-Wells, Ramesh M. Kanojia, Stephanie A. Fraga, Dieter Klaubert
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Patent number: 5631404Abstract: An electrophotographic photoconductor includes an electroconductive support and a photoconductive layer formed thereon containing a diamine compound represented by formula (I): ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 each is independently a substituted or unsubstituted alkyl group or aryl group; R.sup.4 is hydrogen, an alkyl group or an alkoxyl group; n is an integer of 1 to 3; and ##STR2## is a substituted or unsubstituted bivalent arylene group or a bivalent heterocyclic group. This diamine compound is useful as a photoconductive material for electrophotographic photoconductors.Type: GrantFiled: June 1, 1995Date of Patent: May 20, 1997Assignees: Ricoh Company, Ltd., Hodogaya Chemical Co., Ltd.Inventors: Mitsutoshi Anzai, Yasuo Murakami, Atsushi Takesue, Masaomi Sasaki, Tomoyuki Shimada, Tamotsu Aruga, Masafumi Ohta
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Patent number: 5491262Abstract: Bis{[1-(2-A-2-B)ethenyl]} [2-R.sup.2 -4-X-phenyl- or 1-(2-R.sup.2 -4-X-phenyl) ethenyl]methanes useful as color formers, particularly in transfer imaging, pressure sensitive and thermal-responsive carbonless duplicating systems, are prepared by the interaction of two molecular proportions of the corresponding 1-A-1-B-ethene with the appropriate 2-R.sup.2 -4-X-phenyl-(CH.dbd.CH).sub.n --CHO presence of an acidic catalyst.Type: GrantFiled: July 28, 1989Date of Patent: February 13, 1996Assignee: Hilton Davis Chemical Co.Inventor: William M. Hung