Plural Amino Methylene Groups Bonded Directly To The Same Benzene Ring Patents (Class 564/388)
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Patent number: 9024070Abstract: Provided is a method for stably and economically producing xylylenediamine with a high yield and long catalyst service life by hydrogenating dicyanobenzene that is obtained by ammoxidating xylene. By bringing an aqueous basic solution into contact with a dicyanobenzene-absorbed liquid, which is obtained by bringing an ammoxidation reaction gas into contact with an organic solvent, under specified temperature conditions, and subjecting a base and a carboxylic acid in the dicyanobenzene-absorbed liquid to a neutralization reaction so as to form an aqueous phase that contains a water-soluble salt, and then subjecting an organic phase and the aqueous phase to liquid-liquid separation so as to remove the aqueous phase, it is possible to remove the carboxylic acid contained in the dicyanobenzene-absorbed liquid with high selectivity while inhibiting loss of the dicyanobenzene.Type: GrantFiled: January 30, 2012Date of Patent: May 5, 2015Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tatsuyuki Kumano, Yukiya Ibi, Kuniaki Arasuna, Shinichi Nagao
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Patent number: 8859001Abstract: Formulations of fenoldopam are disclosed for repeated administration or continued slow release administration, over prolonged periods of time or targeted slow and regulated delivery. The formulations include those formulations that increase the bioavailability of fenoldopam after oral intake, particularly lipid based nano dispersions and pronanodispersions and surfactant rich formulations. This may be accomplished by entrapment in nanoparticles or liposomal formulations or conjugation to a polymer or small molecule via a soft bond.Type: GrantFiled: October 20, 2008Date of Patent: October 14, 2014Inventors: Mia Levite, Avi Domb
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Publication number: 20140248236Abstract: The disclosure provides methods of use of certain compounds that are useful for treating certain symptoms of endocrine disturbances, and in particular those associated with hot flashes.Type: ApplicationFiled: November 7, 2012Publication date: September 4, 2014Inventors: Michael G. Natchus, Richard Arrendale
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Patent number: 8704002Abstract: Process for the preparation of substituted dimethyl-(3-aryl-butyl)-amine compounds. The process comprises dehydration by heterogeneous catalysis of substituted 4-dimethylamino-2-aryl-butan-2-ol compounds, to form substituted dimethyl-(3-aryl-but-3-enyl)-amine intermediates, which are then converted by hydrogenation with hydrogen to substituted dimethyl-(3-aryl-butyl)-amine compounds.Type: GrantFiled: November 2, 2012Date of Patent: April 22, 2014Assignee: Grünenthal GmbHInventors: Utz-Peter Jagusch, Wolfgang Hoelderich, Monika Voerckel
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Publication number: 20140107313Abstract: The present invention concerns a low-odor, low-viscosity hardener for epoxy resins comprising the amine of formula (I), as well as a method for thinning of hardeners for epoxy resins by adding the amine of formula (I). These hardeners harden with epoxy resins quickly and without blushing to form films of high hardness and little brittleness, even without non-incorporable thinners such as benzyl alcohol. They are especially suitable for low-emission coatings.Type: ApplicationFiled: July 9, 2012Publication date: April 17, 2014Applicant: SIKA TECHNOLOGY AGInventors: Urs Burckhardt, Andreas Kramer, Ursula Stadelmann, Edis Kasemi
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Publication number: 20130303805Abstract: The present invention relates to a process for producing an amino compound by subjecting a polyamine and an alkenyl compound to addition reaction in the presence of an alkali metal hydride compound which is capable of supplying the amino compound in a stable manner without occurrence of odor.Type: ApplicationFiled: January 16, 2012Publication date: November 14, 2013Applicant: Mitsubishi Gas Chemical Company, Inc.Inventors: Hisayuki Kuwahara, Tomotaka Wada
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Publication number: 20130296609Abstract: Provided is a method for stably and economically producing xylylenediamine with a high yield and long catalyst service life by hydrogenating dicyanobenzene that is obtained by ammoxidating xylene. By bringing an aqueous basic solution into contact with a dicyanobenzene-absorbed liquid, which is obtained by bringing an ammoxidation reaction gas into contact with an organic solvent, under specified temperature conditions, and subjecting a base and a carboxylic acid in the dicyanobenzene-absorbed liquid to a neutralization reaction so as to form an aqueous phase that contains a water-soluble salt, and then subjecting an organic phase and the aqueous phase to liquid-liquid separation so as to remove the aqueous phase, it is possible to remove the carboxylic acid contained in the dicyanobenzene-absorbed liquid with high selectivity while inhibiting loss of the dicyanobenzene.Type: ApplicationFiled: January 30, 2012Publication date: November 7, 2013Applicant: Mitsubishi Gas Chemical Company, INC.Inventors: Tatsuyuki Kumano, Yukiya Ibi, Kuniaki Arasuna, Shinichi Nagao
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Patent number: 8481722Abstract: Polyionic liquid salts are provided comprising polycationic or polyanionic molecules. Further provided are solvents comprising one or more polyionic liquid salts, and the use of such polyionic liquid salts as stationary phases in gas chromatography, and as a reagent in electrospray ionization-mass spectrometry (ESI-MS).Type: GrantFiled: December 13, 2011Date of Patent: July 9, 2013Assignee: Sigma-Aldrich Co. LLCInventors: Daniel W Armstrong, Junmin Huang
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Publication number: 20130079435Abstract: A curing agent composition including at least one benzylated polyamine compound. The benzylated polyamine compound is a reaction product of a benzaldehyde compound or benzyl halide compound and a polyamine according to the following formula: H2N—CH2-A-CH2-NH2 where A is a phenylene group or a cyclohexylene group. A method for making the curing agent composition and an amine-epoxy composition are also disclosed.Type: ApplicationFiled: September 23, 2011Publication date: March 28, 2013Applicant: Air Products and Chemicals, Inc.Inventors: Williams Rene Edouard Raymond, Gamini Ananda Vedage
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Publication number: 20120083603Abstract: Polyionic liquid salts are provided comprising polycationic or polyanionic molecules. Further provided are solvents comprising one or more polyionic liquid salts, and the use of such polyionic liquid salts as stationary phases in gas chromatography, and as a reagent in electrospray ionization-mass spectrometry (ESI-MS).Type: ApplicationFiled: December 13, 2011Publication date: April 5, 2012Applicant: Sigma-Aldrich Co. LLCInventors: Daniel W. Armstrong, Junmin Huang
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Publication number: 20100247439Abstract: Provided are dendritic nano-antioxidant compounds according to Formula I, which may further comprise active agents covalently or non-covalently attached. Further provided are compositions comprising the disclosed compounds. Also disclosed are cosmetic compositions and dietary supplements comprising the compounds according to Formula I. The invention additionally provides methods of reducing free radicals or oxidative stress in a cell, a method of treating a subject, and a method of treating a condition comprising administering the compounds according to Formula I.Type: ApplicationFiled: March 29, 2010Publication date: September 30, 2010Inventor: Choon Young Lee
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Patent number: 7449604Abstract: An aromatic dinitrile compound is hydrogenated in an amide solvent in the presence of a solid catalyst and in the absence of ammonia to produce an aromatic ring-containing amino compound by reducing at least one cyano group to aminomethyl group. The solid catalyst is a supported palladium catalyst in which palladium is substantially present on the outer surface of carrier and in a surface layer within a depth of 200 ?m from the outer surface. Using such a solid catalyst, the aromatic dinitrile compound is efficiently hydrogenated to the aromatic ring-containing amino compound under mild conditions.Type: GrantFiled: September 8, 2006Date of Patent: November 11, 2008Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Atsushi Okamoto, Toshio Watanabe
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Patent number: 7445645Abstract: The present disclosure relates to novel N-alkylhydroxylated secondary para-phenylenediamine compounds, to a composition for dyeing keratin fibers, for instance human keratin fibers such as the hair, comprising, in a medium that is suitable for dyeing, at least one ortho- and/or meta-substituted N-alkylhydroxylated secondary para-phenylenediamine, to a process for dyeing keratin fibers comprising applying this composition, and also a dyeing “kit.Type: GrantFiled: February 28, 2005Date of Patent: November 4, 2008Assignee: L'Oreal S.A.Inventors: Stéphane Sabelle, Philippe Breton, Alex Junino
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Patent number: 7435268Abstract: The present disclosure relates to novel N-alkylhydroxylated secondary para-phenylenediamines and a process for making these compounds. The present disclosure further relates to a composition for dyeing keratin fibers, including human keratin fibers such as hair, containing, in a medium that is suitable for dyeing, at least one such N-alkylhydroxylated secondary para-phenylenediamine, a process for dyeing keratin fibers using the composition, and a device or kit for dyeing keratin fibers that contains the composition.Type: GrantFiled: February 28, 2005Date of Patent: October 14, 2008Assignee: L'Oreal S.A.Inventors: Stéphane Sabelle, Eric Metais
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Patent number: 7432399Abstract: A polyol monomer comprising the formula: R1 and R3 are —H, aliphatic, aromatic, or ether; R2 is aliphatic, aromatic, ester, ether, or acrylic, and R1 contains a hydroxyl group, R3 contains a hydroxyl group, R2 contains —O—CH2—CH(OH)—, or any combination thereof. The polyol monomer may be made by reacting an epoxy and an amine. Either the epoxy contains more than one epoxide groups, the amine contains a hydroxyl group, or both. A thermoset made by reacting the polyol monomer with a polyisocyanate.Type: GrantFiled: November 2, 2004Date of Patent: October 7, 2008Assignee: The United States of America as represented by the Secretary of the NavyInventors: Jozef Verborgt, Arthur Anthony Webb
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Patent number: 6908982Abstract: An object of the present invention is to provide an amino composition which provides, when used as a curing agent for epoxy resin, a long pot life and an excellent appearance of a coating film to an epoxy resin composition without deteriorating the reactivity of the composition. The amino composition is obtained by addition reaction of diamine such as metaxylylenediamine and 1,3-bis(aminomethyl) cyclohexane and styrene, wherein the content of the diamine is less than 15% by weight based upon the total weight of the amino composition and the content of 1-addition product of having one phenethyl group is 50 to 100% by weight based upon the total weight of amino compound(s) obtained by the addition reaction.Type: GrantFiled: June 18, 2003Date of Patent: June 21, 2005Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tetsushi Ichikawa, Hisayuki Kuwahara, Masatoshi Echigo
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Patent number: 6646163Abstract: In a method for producing xylylenediamine by hydrogenating phthalonitrile separated from a gas produced by causing xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, (1) the gas is brought into contact with an organic solvent to trap phthalonitrile; (2) a liquid in which phthalonitrile is trapped is distilled, to thereby recover phthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of phthalonitrile; (3) the organic solvent is recovered from the top of the column and liquefied phthalonitrile of high purity is recovered at the bottom of the column; and (4) the phthalonitrile is hydrogenated after mixing with liquid ammonia and at least one solvent selected from aromatic hydrocarbon and saturated hydrocarbon. Thus, high-purity phthalonitrile is produced at high yield industrially efficiently.Type: GrantFiled: July 2, 2002Date of Patent: November 11, 2003Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Kenichi Nakamura, Kazuhiko Amakawa, Takuji Shitara
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Patent number: 6562934Abstract: An amino compound obtained by addition reaction of diamine represented by the following formula (1) and an alkenyl compound and a process for producing the same. H2N—H2C—A—CH2—NH2 (1) wherein A is a phenylene group or a cyclohexylene group.Type: GrantFiled: September 10, 2001Date of Patent: May 13, 2003Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Shinichi Yonehama, Tetsushi Ichikawa
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Patent number: 6495496Abstract: Low molecular weight Mannich base condensates of hydroxy aromatic compounds, an aldehyde; and an amine, wherein the combined number of substituent carbon atoms does not exceed 80. Such compounds are useful as soot dispersants in lubricating oils when used alone, or in combination with high molecular weight dispersants.Type: GrantFiled: December 22, 2000Date of Patent: December 17, 2002Assignee: Infineum International Ltd.Inventors: Antonio Gutierrez, Mark G. Stevens, Ricardo A. Bloch, Robert A. Kleist
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Patent number: 6476269Abstract: A method for producing xylylenediamine by hydrogenating phthalonitrile synthesized through ammoxidation of xylene, wherein phthalonitrile is trapped in an organic solvent (A) by bringing a gas produced through ammoxidation into direct contact with the organic solvent (A), and hydrogenation including adding liquid ammonia to the resultant mixture is carried out without separation of phthalonitrile trapped in the organic solvent (A). Through this method, the phthalonitrile can be readily recovered from the produced gas and at high yield without need for new equipment, and xylylenediamine can be efficiently produced through hydrogenation. Xylylenediamine of high purity can be obtained by subjecting the produced xylylenediamine to extraction by use of an organic solvent (B) and water.Type: GrantFiled: September 17, 2001Date of Patent: November 5, 2002Assignee: Mitsubishi Gas Chemical Co. Inc.Inventors: Kenichi Nakamura, Susumu {overscore (O)}tsuka, Fumisada Kosuge, Takuji Shitara, Kazuhiko Amakawa
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Publication number: 20020115576Abstract: Low molecular weight Mannich base condensates of hydroxy aromatic compounds, an aldehyde; and an amine, wherein the combined number of substituent carbon atoms does not exceed 80. Such compounds are useful as soot dispersants in lubricating oils when used alone, or in combination with high molecular weight dispersants.Type: ApplicationFiled: December 22, 2000Publication date: August 22, 2002Inventors: Antonio Gutierrez, Mark G. Stevens, Ricardo A. Bloch, Robert A. Kleist
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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: 5847215Abstract: A process for the racemization of optically active amines of the formula (I), where Ar is an unsubstituted or substituted aryl and R is alkyl, in whicha) (I) is reacted with the ketone (II) in which Ar and R have the same meanings as for (I), to give the condensation product (III), ##STR1## b) (III) is racemized by treatment with base, ##STR2## c) the arylalkylamine (I) is liberated as racemate from racemic (III) by reaction with optically active (I).Type: GrantFiled: February 10, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventor: Klaus Ditrich
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Patent number: 5578685Abstract: Curing components containing amino groups for curing epoxy resins are obtained by the reaction of alkylated polyhydroxy aromatics (A) with polyamines (B) and aldehydes (C) by the mechanism of the Mannich reaction. The preparation of curable mixtures and varnish formulations is also disclosed. The curing components and curable mixtures can also be employed at a low temperature.Type: GrantFiled: June 2, 1995Date of Patent: November 26, 1996Assignee: Hoechst AktiengesellschaftInventors: Uwe Neumann, Claus Godau
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Patent number: 5576108Abstract: Curing components containing amino groups for curing epoxy resins are obtained by the reaction of alkylated polyhydroxy aromatics (A) with polyamines (B) and aldehydes (C) by the mechanism of the Mannich reaction. The preparation of curable mixtures and varnish formulations is also disclosed. The curing components and curable mixtures can also be employed at a low temperature.Type: GrantFiled: September 9, 1994Date of Patent: November 19, 1996Assignee: Hoechst AktiengesellschaftInventors: Uwe Neumann, Claus Godau
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Patent number: 5428065Abstract: Pharmaceutical compounds of the formula: ##STR1## R.sup.1 to R.sup.8 are each hydrogen or C.sub.1-4 alkyl, m, n and p are each 0, 1, or 2, q is 0, 1, 2 or 3, X and Z are each C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, halo, trihalomethyl, carboxy, C.sub.1-4 alkoxy-carbonyl or phenyl, and in addition z, together with the phenyl ring to which it is attached, can be: ##STR2## Y is --O--, --S-- or --CH.sub.2 --, V is --(CH.sub.2).sub.r -- or --(CH.sub.2).sub.r S-- where r is 1 to 15, and W is hydrogen or optionally substituted phenyl; and salts thereof.Type: GrantFiled: September 27, 1994Date of Patent: June 27, 1995Assignee: Lilly Industries LimitedInventors: Barry P. Clark, Graham H. Timms
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Patent number: 5380721Abstract: Aryl-fused- and hetaryl-fused-2,4-diazepines of formula XXXVI, benzodiazocines of formula XXX, benzodiazepines of formula II ##STR1## .delta.-aminoamides of formula III and aryldimethanamines of formula XXXVII ##STR2## wherein A is an aryl or hetaryl ring;R.sup.1 is hydrogen, alkyl, aryl or hetaryl;R.sup.2 is hydrogen, alkyl, substituted alkyl, or aryl;R.sup.3 is alkyl, aryl, aralkyl or heteroatom substituted alkyl or aralkyl;R.sup.4 is hydrogen or alkyl;R.sup.5 is hydrogen, alkyl, aryl or hetaryl;R.sup.6 is hydrogen, alkyl, alkoxy, halogen or a fused benzene ring;R.sup.9 is hydrogen, alkyl, or substituted alkyl; andR.sup.10 is hydrogen, alkyl, or substituted alkyl.The invention further relates to processes for the preparation of, pharmaceutical compositions containing, and methods of treating cardiac arrhythmia with the compounds of formulas XXXVI, XXX, II, III, and XXXVII.Type: GrantFiled: May 31, 1994Date of Patent: January 10, 1995Assignee: Sterling Winthrop Inc.Inventors: Robert E. Johnson, Donald C. Schlegel, Alan M. Ezrin
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Patent number: 5274106Abstract: A vulcanizable elastomeric compound and products such as pneumatic tires and the like, are formed from a functionalized polymer having a functional group derived from an anionic polymerization initiator. The anionic polymerization initiator comprises the general formula ##STR1## where R.sup.1 -R.sup.5 are the same or different and are selected from the group consisting of hydrogen; alkyls having from alkyls having from 1 to about 12 carbon atoms; aralkyls having from 7 to about 20 carbon atoms; dialkylaminos having from 2 to about 20 carbon atoms; and, dialkylaminoalkyls having from 3 to about 20 carbon atoms. At least one of R.sup.1 -R.sup.5 is selected from the group consisting of the dialkylaminos and the dialkylaminoalkyls. Methods of the present invention include preparing functionalized polymers and reducing the hysteresis of vulcanizable elastomeric compounds.Type: GrantFiled: December 30, 1991Date of Patent: December 28, 1993Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, Mark L. Stayer, Jr., John R. Schreffler, Hideki Komatsu
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Patent number: 5234946Abstract: The substituted alkylamine derivatives represented by formula (I) ##STR1## wherein R.sup.1 represents (a) substituted or unsubstituted C.sub.2-6 alkenyl group, (b) substituted or unsubstituted C.sub.3-6 cycloalkenyl group, (c) substituted or unsubstituted C.sub.2-6 alkynyl group, (d) substituted or unsubstituted aryl group, (e) substituted or unsubstituted heterocyclic group, (f) fused heterocyclic group which may be substituted, or (g) group represented by the formula Ru.sup.11 -Ar wherein R.sup.11 is a heterocyclic group and Ar is a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and which may be substituted; ##STR2## represents a 5- or 6-membered aromatic ring which may contain a hetero N, O or S atom, and may be substituted by R.sup.7,X and Y are linking groups,R.sup.2 is H or lower alkyl,R.sup.3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl or lower cycloalkyl,R.sup.4 and R.sup.5 are independently hydrogen or halogen atoms,R.sup.Type: GrantFiled: August 30, 1991Date of Patent: August 10, 1993Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Hiroshi Takezawa, Masahiro Hayashi, Yoshikazu Iwasawa, Masaaki Hosoi, Yoshiaki Iida, Yoshimi Tsuchiya, Masahiro Horie, Toshio Kamei
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Patent number: 5130454Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.Type: GrantFiled: December 19, 1990Date of Patent: July 14, 1992Assignee: BASF AktiengesellschaftInventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
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Patent number: 4973746Abstract: Scrap poly(ethyleneterephthalate) is converted to useful amine and diamine monomers such as para-xylylenediamine, 1,4-bis(aminomethyl)cyclohexane and 4-aminomethyl benzoic acid for the production of various polyamides. The conversion of poly(ethyleneterephthalate) to diamine monomers is achieved by a three step process involving (a) ammonolysis of the poly(ethyleneterephthalate) to produce terephthalamide and ethylene glycol; (b) pyrolytic dehydration of the terephthalamide to produce terephthalonitrile; and (c) hydrogenation of the terephthalonitrile to produce the para-xylylene diamine and/or 1,4-bis(aminomethyl)cyclohexane. The conversion of poly(ethyleneterephthalate) to 4-aminomethyl benzoic acid involves the steps of (a) ammonolysis of the poly(ethyleneterephthalate) to produce terephthalamide; (b) partial pyrolytic dehydration of said terephthalamide to produce 4-cyanobenzoic acid; and (c) hydrogenation of said 4-cyanobenzoic acid to produce 4-aminomethylbenzoic acid.Type: GrantFiled: October 24, 1988Date of Patent: November 27, 1990Assignee: General Electric CompanyInventors: Kenneth P. Blackmon, Daniel W. Fox, Sheldon J. Shafer
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Patent number: 4888283Abstract: Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I ##STR1## wherein X is a group C--R.sup.4 or a nitrogen atom, R.sup.1 and R.sup.2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkoxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenoxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R.sup.3, R.sup.4 or R.sup.5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carbonyl or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.Type: GrantFiled: May 11, 1988Date of Patent: December 19, 1989Assignee: Consiglio Nazionale Delle RicercheInventors: Vincenzo Bertini, Angela De Munno, Francesco Lucchesini, Franca Buffoni, Barbara Bertocci
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Patent number: 4879414Abstract: Polythiols prepared by the reaction of hydrogen sulfide or organic dithiols with polyglycidyl substituted amines have been found to be outstanding curing agents for epoxy resins. Epoxy resins cured with these polythiols are characterized by not only improved gel times, but also improved cure rates, better heat resistance and greater resistance to absorption of water.A useful polythiol is the reaction product of N,N,N',N'-tetraglycidyl-m-xylylenediamine with hydrogen sulfide.Type: GrantFiled: February 17, 1988Date of Patent: November 7, 1989Assignee: Henkel CorporationInventors: Grannis S. Johnson, Reuben H. Grinstein, Stuart J. Hartman, Raymond P. Dallago
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Patent number: 4792355Abstract: This invention relates to an aqueous, acidic composition useful to deposit a corrosion inhibiting and adhesion promoting coating on a metal substrate and a method for doing same. The composition has a pH of between about 2 and about 6 and comprises water-soluble or water-dispersible metal-chelating o-hydroxybenzylamine compound, wherein the amine moiety contains pendant ethanol or propanol moiety.Type: GrantFiled: January 20, 1987Date of Patent: December 20, 1988Assignee: Ford Motor CompanyInventors: Walter O. Siegl, Mohinder S. Chattha
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Patent number: 4790878Abstract: This invention relates to an aqueous composition useful to deposit a corrosion inhibiting and adhesion promoting coating on a corrodible metal substrate and a method for doing same. The composition has a pH of between about 2 and about 10 and comprises water-soluble or water-dispersible metal-chelating diphenolamine compounds.Type: GrantFiled: January 20, 1987Date of Patent: December 13, 1988Assignee: Ford Motor CompanyInventors: Walter O. Siegl, Mohinder S. Chattha
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Patent number: 4550206Abstract: Tetrahalobenzene compounds of the formula (I): ##STR1## in which X is independently chloro or, preferably, fluoro and Y is hydrogen or --N.sup.+ R.sub.3 A.sup.- in which each R is independently C.sub.1-4 alkyl and A is a radical capable of forming an anion A.sup.-, are prepared by(a) alkylating a compound of formula (II): ##STR2## or a salt thereof, to form a compound of formula (III): ##STR3## (b) treating the compound of formula (III) with a quaternizing agent of formula RA to form a compound of formula (IV): ##STR4## and (c) partially or completely reductively cleaving the compound of formula (IV) to replace one or both --N.sup.+ R.sub.3 A.sup.- groups by hydrogen.Compounds (I), in which Y is --N.sup.+ R.sub.3 A.sup.-, (III) and (IV) are novel. Compound (I) is useful in the synthesis of insecticides.Type: GrantFiled: January 11, 1984Date of Patent: October 29, 1985Assignee: Imperial Chemical Industries LimitedInventor: Peter J. Richardson
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Patent number: 4514573Abstract: This invention relates to new isoprenylamine derivatives and acid addition salts thereof, which are useful for controlling virus infection of vertebrate animals.Type: GrantFiled: May 12, 1982Date of Patent: April 30, 1985Assignee: Nisshin Flour Milling Co., Ltd.Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
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Patent number: 4499264Abstract: An improved method is disclosed for producing amino polyols useful in preparing polyurethane foams. The improvement concerns charging ammonia, a primary amine or a secondary amine to the reaction vessel at the end of the oxide digestion step. The amine or ammonia scavenges the residual oxide and the resulting alkanol amine becomes one of the components of the polyol mixture. Alkanol amines are beneficial components of urethane polyols.In prior art industrial practice, residual oxide is vented to a scrubber system and then stripped to a low concentration.Type: GrantFiled: June 27, 1983Date of Patent: February 12, 1985Assignee: Texaco Inc.Inventor: Kenneth G. McDaniel
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Patent number: 4414220Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.Type: GrantFiled: March 1, 1982Date of Patent: November 8, 1983Assignee: Pfizer Inc.Inventor: John L. Belletire
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Patent number: 4383102Abstract: An improved method for the production of polyols useful in the application of sprayed high density polyurethane foams is described. The improvement involves varying the formaldehyde to phenol mole ratio to range between 1.25:1 to 1.75:1 to produce a polyol with the desired viscosity. Ordinarily such polyols are prepared by reacting 4.65 to 5 moles of propylene oxide with 1 mole of the Mannich reaction product of a mole of phenol or nonylphenol with 1 or 2 moles of diethanolamine and 1 or 2 moles of formaldehyde. It is particularly surprising that such changes in the formulation may be made without adversely affecting the resultant properties of the spray foam.Type: GrantFiled: January 29, 1982Date of Patent: May 10, 1983Assignee: Texaco Inc.Inventors: Kenneth G. McDaniel, George P. Speranza