Polyquaternary Ammonium Patents (Class 564/290)
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Patent number: 8361495Abstract: Biodegradable cationic block copolymers are disclosed, comprising a hydrophilic block comprising first repeat units derived from a first cyclic carbonyl monomer by ring-opening polymerization, wherein more than 0% of the first repeat units comprise a side chain moiety comprising a quaternary amine group; a hydrophobic block comprising second repeat units derived from a second cyclic carbonyl monomer by ring-opening polymerization; an optional endcap group; and a chain fragment derived from an initiator for the ring opening polymerization. The cationic block copolymers form aqueous micelle mixtures suitable for antimicrobial applications.Type: GrantFiled: December 23, 2009Date of Patent: January 29, 2013Assignees: International Business Machines Corporation, Agency For Science, Technology And ResearchInventors: James Lupton Hedrick, Kazuki Fukushima, Yi Yan Yang
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Patent number: 8362074Abstract: The present invention provides a synergistic insecticidal composition comprising as essential active ingredients a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nucleopolyhedroviruses capable of expressing an insect toxin, organophosphates, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA antagonists and acetylcholine receptor ligands. Also provided are methods for synergistic insect control and crop protection.Type: GrantFiled: October 31, 2007Date of Patent: January 29, 2013Assignee: BASF AktiengesellschaftInventors: Michael Frank Treacy, Raymond Frank Borysewicz, Kurt Allen Schwinghammer, Paul E. Rensner, Hassan Oloumi-Sadeghi
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Patent number: 8222455Abstract: Viscoelastic compositions are disclosed herein containing an effective amount of one or more random or structurally defined polycationic quaternary ammonium compounds for controlling the viscoelasticity of the composition. In one aspect, the present technology provides polycationic quaternary ammonium compounds that comprise bis-quaternary compound. The bis-quaternary compounds of the present technology can be symmetric or dissymmetric. In another aspect, the present technology provides viscoelastic well bore treatment fluids comprising water, and at least one polycationic quaternary ammonium compound that comprises a bis-quaternary compound. In another aspect, the present technology provides polycationic carboxylates. Preferred viscoelastic compositions of the present technology maintain viscoelasticity at a temperature greater than about 80° C., preferably greater than about 100° C. or 110° C.Type: GrantFiled: January 31, 2011Date of Patent: July 17, 2012Assignee: Stepan CompanyInventor: Paul Knox
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Patent number: 8158827Abstract: Disclosed are cationic lipid compounds and compositions of lipid aggregates for delivery of macromolecules and other compounds into cells. The compounds can be used alone or in combination with other compounds to prepare liposomes and other lipid aggregates suitable for transfection or delivery of compounds to target cells, either in vitro or in vivo. The compounds are preferably polycationic and preferably form highly stable complexes with various anionic macromolecules, particularly polyanions such as nucleic acids. These compounds have the property, when dispersed in water, of forming lipid aggregates which associate strongly, via their cationic portion, with polyanions. Also disclosed are intermediates for preparing the compound and compositions of the invention and methods of using the compounds to introduce other compounds into cells.Type: GrantFiled: January 14, 2009Date of Patent: April 17, 2012Assignee: Life Technologies CorporationInventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
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Publication number: 20110318280Abstract: Polymeric anti-microbial agents produced by substituting the nitrogen atoms in the backbone of ethylenimine polymers, for example, substitution with aralkyl groups, are provided. The agents are believed to have low human toxicity while being effective against a variety of pathogens and are useful in applications involving human contact, such as cosmetics, hair care products and textiles, as well as in applications with much less human contact, such as coatings.Type: ApplicationFiled: September 7, 2011Publication date: December 29, 2011Inventors: Xinyu Huang, Ted Deisenroth, Andrea Preuss, Sophie Marquais-Bienewald, Carmen Hendricks-Guy, John Jennings
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Publication number: 20110061180Abstract: Disclosed are cationic oligomeric dye, comprising a low molecular weight polyamine comprising the repeating units (1a) or (1b), wherein at least 90% of the polyamine molecules are selected from tetramines, pentamines and hexamines; and R is the residue of a cationic dye, which is covalently bonded, optionally via a linker, to the nitrogen atoms of the polyamine; or hydrogen; wherein the polyamine repeating units (1a) and (1b) comprise at least one carionic dye residue; and n is a number from 3-12. The dyes are distinguished by their depth of shade and their good fastness properties to washing, such as, for example, fastness to light, shampooing and rubbing.Type: ApplicationFiled: January 7, 2009Publication date: March 17, 2011Applicant: BASF SEInventors: Christian Cremer, Sophie Marquais-Bienewald, Olof Wallquist
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Publication number: 20100081844Abstract: A chemical compound having the general formula (I): wherein: each group R1, R2, R3, R?1, R?2, and R?3 is alkyl, aryl, or aralkyl; each R4, R?4, R5 and R?5 is alkyl, aryl, aralkyl or —(CH2)a—(CHY)b—(CH2)c—N+R1R2R3An?; each Y is —H, —OH, —OR6, halo, alkyl, aryl or aralkyl, wherein -R6 may be alkyl or —(CH2)a—(CHOH)b—(CH2)c—N+R1R2R3An?, and at least one Y is other than —OH or —OR6; each q and z is from 0 to about 6, and q+z is 1 to about 6; each a, b, and c is from 0 to 2, and a+b+c in any fragment is from 3 to 6; and each An? independently may be one or more or a mixture of organic or inorganic, monovalent or polyvalent anion as needed to obtain a neutral compound.Type: ApplicationFiled: December 4, 2009Publication date: April 1, 2010Inventors: Charles Little, Victor van de Pas, Barry Haymore
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Patent number: 7601872Abstract: Disclosed are compounds capable of facilitating transport of biologically active agents or substances into cells having the general structure: wherein Q is selected from the group consisting of N, O and S; L is any bivalent organic radical capable of linking each Q, such as C, CH, (CH2)l, or {(CH2)i-Y—(CH2)j}k, wherein Y is selected from the group consisting of CH2, an ether, a polyether, an amide, a polyamide, an ester, a sulfide, a urea, a thiourea, a guanidyl, a carbamoyl, a carbonate, a phosphate, a sulfate, a sulfoxide, an imine, a carbonyl, and a secondary amino group and wherein Y is optionally substituted by —X1-L?-X2-Z or -Z; R1-R6, independently of one another, are selected from the group consisting of H, —(CH2)p-D-Z, an alkyl, an alkenyl, an aryl, and an alkyl or alkyl ether optionally substituted by one or more of an alcohol, an aminoalcohol, an amine, an amide, an ether, a polyether, a polyamide, an ester, a mercaptan, an alkylthio, a urea, a thiourea, a guanidyl, or a carbamoyl group, and wType: GrantFiled: January 21, 2005Date of Patent: October 13, 2009Assignee: Life Technologies CorporationInventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
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Patent number: 7470817Abstract: Disclosed are compounds capable of facilitating transport of biologically active agents or substances into cells having the general structure: wherein Q is selected from the group consisting of N, O and S; L is any bivalent organic radical capable of linking each Q, such as C, CH, (CH2)I, or {(CH2)i-Y—(CH2)j}k, wherein Y is selected from the group consisting of CH2, an ether, a polyether, an amide, a polyamide, an ester, a sulfide, a urea, a thiourea, a guanidyl, a carbamoyl, a carbonate, a phosphate, a sulfate, a sulfoxide, an imine, a carbonyl, and a secondary amino group and wherein Y is optionally substituted by —X1-L?-X2-Z or -Z; R1-R6, independently of one another, are selected from the group consisting of H, —(CH2)p-D-Z, an alkyl, an alkenyl, an aryl, and an alkyl or alkyl ether optionally substituted by one or more of an alcohol, an aminoalcohol, an amine, an amide, an ether, a polyether, a polyamide, an ester, a mercaptan, an alkylthio, a urea, a thiourea, a guanidyl, or a carbamoyl group, and wType: GrantFiled: December 28, 2006Date of Patent: December 30, 2008Assignee: Invitrogen CorporationInventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
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Patent number: 7371887Abstract: Amphiphilic oligo(p-phenylene vinylene) compounds and methods of use en route to self-assembled composites and device fabrication.Type: GrantFiled: December 6, 2004Date of Patent: May 13, 2008Assignee: Northwestern UniversityInventors: Samuel I. Stupp, James F. Hulvat, Marina Sofos, Keisuke Tajima
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Patent number: 7323594Abstract: Disclosed are compounds capable of facilitating transport of biologically active agents or substances into cells having the general structure: wherein Q is selected from the group consisting of N, O and S; L is any bivalent organic radical capable of linking each Q, such as C, CH, (CH2)l, or {(CH2)i-Y—(CH2)j}k, wherein Y is selected from the group consisting of CH2, an ether, a polyether, an amide, a polyamide, an ester, a sulfide, a urea, a thiourea, a guanidyl, a carbamoyl, a carbonate, a phosphate, a sulfate, a sulfoxide, an imine, a carbonyl, and a secondary amino group and wherein Y is optionally substituted by -X1-L?-X2-Z or -Z; R1-R6, independently of one another, are selected from the group consisting of H, —(CH2)p-D-Z, an alkyl, an alkenyl, an aryl, and an alkyl or alkyl ether optionally substituted by one or more of an alcohol, an aminoalcohol, an amine, an amide, an ether, a polyether, a polyamide, an ester, a mercaptan, an alkylthio, a urea, a thiourea, a guanidyl, or a carbamoyl group, andType: GrantFiled: December 28, 2006Date of Patent: January 29, 2008Assignee: Invitrogen CorporationInventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
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Patent number: 7214806Abstract: This invention pertains to novel multiple quaternary ammonium salts and their derivatives represented by the formula: wherein each R1, R?1, R2, R?2, R3, R?3, R4 or R5 is independently selected from the group consisting alkyl, aryl, aralkyl and —CH2—CH(OR6)—CH2N+R1R2R3; wherein one or more R6 group is selected from the group consisting of: and wherein An? is an anion. This invention also pertains to novel multiple quaternary ammonium salts and their derivatives represented by the formula: wherein each R1, R?1, R2, R?2, R3 or R?3 group is independently selected from the group consisting of alkyl, aryl, aralkyl and —CH2—CH(OR4)—CH2N+R1R2R3; wherein one or more R4 group is selected from the group consisting of: and wherein An? is an anion.Type: GrantFiled: March 8, 2004Date of Patent: May 8, 2007Assignee: Sachem, Inc.Inventors: Weilian Lang, Charles Little, Victor van de Pas
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Patent number: 7193111Abstract: The present invention relates to a novel class of polymeric compounds having specific quaternized amine based upon a dimer acid reacted with an dimethyl amino propyl amine to make an amido amine, which is subsequently reacted to make a polymeric quaternary compound. Dimer acid is a C-36 diacid having a cyclic structure and two amine groups that allow for the synthesis of a high molecular weight cationic compound which is extremely substantitive to human skin and are well tolerated by human tissue making them suitable for use preparation of barrier products for personal care applications.Type: GrantFiled: August 2, 2004Date of Patent: March 20, 2007Assignee: Surfa Tech CorporationInventors: Thomas G. O'Lenick, Anthony J. O'Lenick, Jr.
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Patent number: 7166745Abstract: Disclosed are compounds capable of facilitating transport of biologically active agents or substances into cells having the general structure: wherein Q is selected from the group consisting of N, O and S; L is any bivalent organic radical capable of linking each Q, such as C, CH, (CH2)1, or {(CH2)i—Y—(CH2)j}k, wherein Y is selected from the group consisting of CH2, an ether, a polyether, an amide, a polyamide, an ester, a sulfide, a urea, a thiourea, a guanidyl, a carbamoyl, a carbonate, a phosphate, a sulfate, a sulfoxide, an imine, a carbonyl, and a secondary amino group and wherein Y is optionally substituted by —X1—L?—X2—Z or —Z; R1–R6, independently of one another, are selected from the group consisting of H, —CH2)p—D—Z, an alkyl, an alkenyl, an aryl, and an alkyl or alkyl ether optionally substituted by one or more of an alcohol, an aminoalcohol, an amine, an amide, an ether, a polyether, a polyamide, an ester, a mercaptan, an alkylthio, a urea, a thiourea, a guanidyl, or a carbamoyl group, andType: GrantFiled: November 12, 1999Date of Patent: January 23, 2007Assignee: Invitrogen CorporationInventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
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Patent number: 7094929Abstract: Two-photon or multi-photon chromophores having a conjugated pi-electron system with donating groups at each end of the pi-electron system providing charge-transfer properties, and having quaternary amine groups that can enhance the solubility of the chromophore in water. In a particular embodiment, the chromophore is based on a distyrylbenzene core, with donor or acceptor groups attached to the central benzene ring.Type: GrantFiled: March 15, 2004Date of Patent: August 22, 2006Assignee: The Regents of the University of CaliforniaInventors: Guillermo C. Bazan, Bernhard Koehler, Alexander Mikhailovsky, Hadjar Benmansour, Bin Liu, Janice W. Hong
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Laundry detergent compositions comprising zwitterionic polyamines and mid-chain branched surfactants
Patent number: 6914041Abstract: The present invention relates to laundry detergent compositions which provide enhanced hydrophilic soil cleaning benefits comprising a zwitterionic polyamine, a surfactant system comprising a mid-chain branched surfactant, and carrier and other adjunct ingredients.Type: GrantFiled: October 6, 2003Date of Patent: July 5, 2005Assignee: The Procter & Gamble CompanyInventors: Kenneth Nathan Price, Eugene Paul Gosselink -
Patent number: 6903059Abstract: The present invention relates to detergent compositions comprising a polyamine with defined end capping units and a mid-chain branched surfactant and also optionally containing a bleach agent, aluminosilicate, silicate, and/or detersive enzyme.Type: GrantFiled: October 14, 2003Date of Patent: June 7, 2005Assignee: The Procter & Gamble CompanyInventors: Kenneth Nathan Price, Eugene Paul Gosselink, Randall Scott Deinhammer
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Patent number: 6900313Abstract: The invention relates to chiral ionic liquids of the general formula [A]n+[Y]n?, whereby n=1 or 2, the anion [Y]n? is the anion of an organic or inorganic proton acid and the cation [A]+ an optically active organic ammonium cation with up to 50 carbon atoms, at least one chirality center and at least one functional group that can produce a coordination by forming hydrogen bridges or by providing free electron pairs. At least one chirality center is provided with a distance of up to 5 atomic bonds from the functional group. The invention also relates to a method for producing said chiral ionic liquids and to the use thereof in methods for the asymmetric synthesis, the asymmetric catalysis and for separating racemates.Type: GrantFiled: January 29, 2001Date of Patent: May 31, 2005Inventors: Peter Wasserscheid, Wilhelm Keim, Carsten Bolm, Andreas Bösmann
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Patent number: 6812198Abstract: The present invention relates to hydrophobically modified polyamines and laundry detergent compositions which comprise said polyamines, said compositions comprising: A) from about 0.01%, preferably from about 0.Type: GrantFiled: August 30, 2002Date of Patent: November 2, 2004Assignee: The Procter & Gamble CompanyInventors: Jeffrey Scott Dupont, Eugene Paul Gosselink, Kenneth Nathan Price, Robert Henry Rohrbaugh
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Patent number: 6673890Abstract: A zwitterionic polyamine comprising a linear or branched hydrophobic polyamine backbone having 2 to 10 tertiary amino nitrogen atoms and a spacer between two tertiary nitrogen atoms wherein the spacer is, for example selected from C8-C16-alkylene, C5-C15-cyloalkylene, wherein in formula (IV) R═C1- to C22-alkyl or C7-C22-aralkyl and n=3 to 6, at least one tertiary amine end group of the polyamine backbone contains two groups having formula (V) or (VI), wherein A means an ethylene oxide unit, a propylene oxide unit, a unit of butylene oxides and a tetrahydrofuran unit, n is a number of from 1 to 50, X is an anionic group such as —SO3M, with the proviso that in formula (VI) one X may also be hydrogen and M is hydrogen, alkai metal or ammonium, or contains one group of formula (V) or (VI) and one group selected from radicals consisting of formula (VII), C1- to C22-alkyl and C7-C22-aralkyl the meaning of A and n is the same as in formula (V) or (VI), said zwitterionic polyetherpolyamine having aType: GrantFiled: January 16, 2002Date of Patent: January 6, 2004Assignee: BASF AktiengesellschaftInventors: Dieter Boeckh, Oliver Borzyk, Michael Ehle, Ralf Nöerenberg, Eugene P. Gosselink, Jeffrey S. DuPont, Robert H. Rohrbaugh, Kenneth N. Price, Randall S. Deinhammer
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Patent number: 6664224Abstract: The novel quaternary ammonium salt according to the invention has two quaternary ammonium groups connected to a benzene ring, wherein two C4-12 alkyl groups and one C1-2 alkyl group are connected per one nitrogen atom constituting the quaternary ammonium. The compound is used as an antimicrobial agent, exhibits a high safety to human as compared with known antimicrobial agents, exerts an excellent sterilizing effect itself and exhibits a wide sterilizing spectrum. In particular, the compound is used as a presevative for eye drop.Type: GrantFiled: May 15, 2001Date of Patent: December 16, 2003Assignee: Toagosei Co., Ltd.Inventors: Hiroki Kourai, Shigeyuki Shibata, Katsuyoshi Harada, Masayoshi Kume
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Patent number: 6638321Abstract: The invention relates to novel monobenzene oxidation bases containing at least one cationic group Z, Z being chosen from aliphatic chains containing at least one quaternized unsaturated ring, to their use for the oxidation dyeing of keratin fibers, to dye compositions containing them and to oxidation dyeing processes using them.Type: GrantFiled: June 7, 1999Date of Patent: October 28, 2003Assignee: L'OrealInventors: Alain Genet, Alain Lagrange
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Patent number: 6525012Abstract: The present invention relates to liquid laundry detergent compositions which provide enhance hydrophilic soil cleaning benefits, said compositions comprising: a) from about 0.01 to about 20% by weight, of a zwitterionic polymer which comprises a polyamine backbone, said backbone comprising two or more amino units wherein at least one of said amino units is quaternized and wherein at least one amino unit is substituted by one or more moieties capable of having an anionic charge wherein further the number of amino unit substitutions which comprise an anionic moiety is less than or equal to the number of quaternized backbone amino units; b) from about 0.1% to about 7% by weight, of a polyamine dispersant; c) from about 0.01% to about 80% by weight, of a surfactant system comprising one or more surfactants selected from the group consisting of nonionic, anionic, cationic, zwitterionic, ampholytic surfactants, and mixtures thereof; and d) the balance carriers and adjunct ingredients.Type: GrantFiled: February 21, 2001Date of Patent: February 25, 2003Assignee: The Procter & Gamble CompanyInventors: Kenneth Nathan Price, Axel Meyer
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Patent number: 6479543Abstract: The present invention provides a synergistic insecticidal composition comprising as essential active ingredients a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nucleopolyhedroviruses capable of expressing an insect toxin, organophosphates, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA antagonists and acetylcholine receptor ligands. Also provided are methods for synergistic insect control and crop protection.Type: GrantFiled: March 9, 2000Date of Patent: November 12, 2002Assignee: BASF AktiengesellschaftInventors: Michael Frank Treacy, Raymond Frank Borysewicz, Kurt Allen Schwinghammer, Paul E. Rensner, Hassan Oloumi-Sadeghi
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Patent number: 6379398Abstract: Dibenzenic ortho-phenylenediamines comprising at least one cationic group Z, Z being chosen from quaternized aliphatic chains, aliphatic chains comprising at least one quaternized saturated ring, and aliphatic chains comprising at least one quaternized unsaturated ring, to their use as oxidation base, coupler or autooxidizable dye for the oxidation dyeing of keratin fibers, to dye compositions containing them, and to oxidation dyeing processes using them.Type: GrantFiled: September 1, 1999Date of Patent: April 30, 2002Assignee: L'OrealInventors: Alain Genet, Alain Lagrange
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Patent number: 6315991Abstract: The present invention is directed to monomeric and polymeric compositions based upon polymeric urethane surfactants which are derived from linear, branched, or aromatic compounds of synthetic or natural origin, preferably from tertiary amines and diisocyanate compounds. The urethane polymers of the present invention may be in the form of betaines, quaternium salts, tertiary amine salts or N-oxides. The compounds of the present invention may be incorporated into personal care formulations such as cosmetics, dental care products and toiletries to improve at least one and preferably two or more characteristics of such formulations.Type: GrantFiled: March 24, 1999Date of Patent: November 13, 2001Assignee: Fleet Bank, National AssociationInventors: Albert Zofchak, Madeline Kenney, John Obeji, Michael Mosquera
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Patent number: 6270533Abstract: The invention relates to novel dibenzene oxidation bases containing at least one cationic group Z, Z being chosen from quaternized aliphatic chains, aliphatic chains containing at least one quaternized saturated ring and aliphatic chains containing at least one quaternized unsaturated ring, to their use for the oxidation dyeing of keratin fibres, to dye compositions containing them and to oxidation dyeing processes using them.Type: GrantFiled: June 7, 1999Date of Patent: August 7, 2001Assignee: L'Oreal S.A.Inventors: Alain Genet, Alain Lagrange
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Patent number: 5846907Abstract: Pyrazol-4-ylbenzoyl compounds of the formula I ##STR1## where Z is a 5- or 6-membered heterocyclic saturated or unsaturated radical, Q is a pyrazole ring and L and M are as defined in the specification, their use as herbicidal compounds and to processes for preparing the compounds.Type: GrantFiled: July 30, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventors: Wolfgang von Deyn, Regina Luise Hill, Uwe Kardorff, Stefan Engel, Martina Otten, Marcus Vossen, Peter Plath, Harald Rang, Albrecht Harreus, Hartmann Konig, Helmut Walter, Karl-Otto Westphalen, Ulf Misslizt
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Patent number: 5650099Abstract: A dicationic surfactant for enhancing the chemiluminescence of chemiluminescent compounds particularly dioxetanes which are triggerable is described. The surfactant has the formulaX.sup.- (R.sub.1).sub.3 A.sup.+ CH.sub.2 -Link-CH.sub.2 A.sup.+ (R.sub.2).sub.3 X.sup.-wherein A is selected from the group consisting of phosphorus and nitrogen atoms separately or together, wherein X is an anionic counterion and R.sub.1 and R.sub.2 are selected from the group consisting of unsubstituted and substituted alkyl and aralkyl groups containing 1 to 20 carbon atoms and R.sub.1 and R.sub.2 can be the same or different, and wherein Link is a carbon chain group selected from the group consisting of dialkylenearyl, aryl, alkylene, alkenylene and alkynylene groups containing 4 to 20 carbon atoms. The surfactants are particularly useful in Western and Southern blot assays.Type: GrantFiled: May 16, 1995Date of Patent: July 22, 1997Assignee: Lumigen, Inc.Inventors: M. Hashem Akhavan-Tafti, Zahra Arghavani
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Patent number: 5625089Abstract: Anilines of the formula ##STR1## where rings A and B may each be benzofused,X is a bridge member,R.sup.1 and R.sup.2 are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, hydroxysulfonyl, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,R.sup.3 is hydrogen, amino, C.sub.1 -C.sub.4 -alkanoylamino or nitro, andY is vinyl or a radical of the formula C.sub.2 H.sub.4 --Q, where Q is a group detachable under alkaline reaction conditions.Type: GrantFiled: February 28, 1996Date of Patent: April 29, 1997Assignee: BASF AktiengesellschaftInventor: Manfred Patsch
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Bisquaternary ammonium compounds of 2,2'-dimethyl-1,1'-binaphythyl and process for their preparation
Patent number: 5599989Abstract: The invention relates to bisquaternary ammonium compounds of the formula (I) ##STR1## and their preparation, where: R.sup.1, R.sup.2, R.sup.3 are, for example, identical or different (C.sub.1 -C.sub.12)alkyl which can also contain oxygen atoms or N--R.sup.4 moieties, where R.sup.4 is (C.sub.1 -C.sub.4)alkyl, in the chain and A is a chlorine, bromine, iodine atom or a OSO.sub.3 R.sup.5 radical, where R.sup.5 is (C.sub.1 -C.sub.4) alkyl or aryl.Type: GrantFiled: May 24, 1995Date of Patent: February 4, 1997Assignee: Hoechst AktiengesellschaftInventor: Hans Millauer -
Patent number: 5576459Abstract: An optically-active or chiral compound is described which comprises(A) at least one quaternary nitrogen or phosphorus cation provided that if the cation is a quaternary nitrogen cation containing a hydroxyalkyl group, the hydroxyalkyl group is free of chlorine, and(B) at least one optically-active anion.In one embodiment, the optically-active anion is an optically-active carboxylic acid anion. The process for preparing such optically-active compounds also is described and such compounds may be prepared by reacting(A) at least one quaternary nitrogen or phosphorus salt with(B) at least one optically-active reactant capable of reacting with the salt provided that if the salt is a quaternary nitrogen salt containing a hydroxyalkyl group, the hydroxyalkyl group is free of chlorine.Type: GrantFiled: June 6, 1995Date of Patent: November 19, 1996Assignee: Sachem, Inc.Inventor: Morey E. Osborn
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Patent number: 5543573Abstract: The present invention relates to a hydrazinecarboxamide derivative of the general formula (I) shown below: ##STR1## wherein the substituents are as defined in the specification, which has a wide insecticidal spectrum at a low dosage, a process for producing said derivative, and utilization of said derivative as an insecticide.Type: GrantFiled: April 14, 1994Date of Patent: August 6, 1996Assignee: Nihon Nohyaku Co., Ltd.Inventors: Kazuhiro Takagi, Takashi Ohtani, Tateki Nishida, Hiroshi Hamaguchi, Tetsuyoshi Nishimatsu, Atsushi Kanaoka
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Patent number: 5284879Abstract: A water or alcohol-water soluble divinyl monomer having anion exchange group(s) and a free exchangable anion is disclosed. These bifunctional divinyl monomers are capable of forming ion exchange materials (membranes and ion exchange resin beads) upon polymerization with added vinyl catalysts which convert them into insoluble and infusible polymers. They are also capable of being co-polymerized with other ion exchange (ion containing) monomers to give unique anion exchange resins or membranes.Type: GrantFiled: March 26, 1992Date of Patent: February 8, 1994Assignee: Ionics, IncorporatedInventors: Russell B. Hodgdon, Russell J. MacDonald, Samuel S. Alexander
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Patent number: 5275744Abstract: A composition of polyalkylenepolyamine derivatives useful as a corrosion inhibitor in aqueous media produced by reacting a starting polyalkylenepolyamine composition comprising a mixture of:(i) at least one C-alkyl-ethylene diamine; and(ii) at least one di-(C-alkyl)-diethylenetriamine;wherein each C-alkyl group on the ethylene diamine and diethylenetriamine independently contain between 8-26 carbon atoms;with a derivatizing agent which is either an alkylating agent or an alkylene oxide. Methods for preparing this composition and using it to inhibit the corrosion of corrodible metal alloys are also disclosed.Type: GrantFiled: September 9, 1992Date of Patent: January 4, 1994Assignee: Chevron Research and Technology CompanyInventor: Andrew W. Ho
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Patent number: 5223626Abstract: Compounds of the formula ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are each independently of the others hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen or C.sub.1 -C.sub.4 alkanoylamino,R is hydrogen or unsubstituted or C.sub.1 -C.sub.4 alkoxy substituted C.sub.1 -C.sub.12 alkyl or an --(alk)--NA.sup..sym. X.sup..crclbar. radical or,R forms together with an R.sub.1 in the ortho-position relative to the amino group a partially hydrogenated, substituted or unsubstituted 5- to 7-membered heterocyclic ring which may contain additional N, S or O atoms as ring members, (alk) is a substituted or unsubstituted C.sub.1 -C.sub.6 alkylene radical,--NA.sup..sym. is the radical of an amino compound of formula ##STR2## where R.sub.4, R.sub.5 and R.sub.6 are each independently of the others substituted or unsubstituted C.sub.1 -C.sub.6 alkyl, substituted or unsubstituted C.sub.7 -C.sub.12 aralkyl or substituted or unsubstituted aryl, R.sub.8 and R.sub.Type: GrantFiled: November 16, 1989Date of Patent: June 29, 1993Assignee: Ciba-Geigy CorporationInventors: Janos Vincze, Wilfried Herter
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Patent number: 5164110Abstract: New oxygen scavengers for boiler waters have been discovered, which oxygen scavengers are based upon N,N,N',N'-tetra substituted phenylenediamines. These compounds provide oxygen scavenging capabilities, metal passivating capabilities, volatility such that condensate systems in an operating boiler are protected, and may be formulated with other oxygen scavengers and other common treatment agents used in boiler waters.The preferred tetra substituted phenylenediamines are N,N,N',N'-tetramethyl-1,4-phenylenediamines, or its precursors.Type: GrantFiled: October 11, 1991Date of Patent: November 17, 1992Assignee: Nalco Chemical CompanyInventors: Scott R. Haraer, Cynthia A. Soderquist, Claudia C. Pierce
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Patent number: 5136095Abstract: Compounds and methods are disclosed for reversibly aggregating particles suspended in a liquid medium. The method comprises combining the liquid medium containing the particles with a polyionic polymer capable of aggregating the particles under conditions suitable for such aggregation. Thereafter, the particles are contacted with a chemical reagent capable of cleaving the polyionic polymer under conditions sufficient to reverse the aggregation. Optionally, magnetic particles are added to the liquid medium in the present method under conditions for non-specific binding and the medium including the aggregates is subjected to a magnetic field gradient to separate the aggregates from the medium. The compounds of the present invention are polyions. The aggregation of the particles is reversible upon contact with chemical agents which cleave at least some of the bonds within the polyionic polymer.Type: GrantFiled: December 1, 1988Date of Patent: August 4, 1992Assignee: Syntex (U.S.A.) Inc.Inventors: Thomas L. Tarnowski, Cheng-I Lin, Edwin F. Ullman
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Patent number: 5132425Abstract: Novel quaternary ammonium compounds of formula (1) and (2): ##STR1## wherein R represents a straight or branched alkylene group containing from 2 to 24 carbon atoms, an alicyclic alkylene group, an aralkylene group or a group of the formula --CH.sub.2 CH.sub.2 O).sub.p (CH.sub.2 CH.sub.2).sub.q (in which p and q each represents a positive integer), R' represents a straight or branched alkyl group containing from 1 to 24 carbon atoms, an alkenyl group or an aralkyl group, R" represents an alkyl group containing 1 to 5 carbon atoms or an aralkyl group, X.sup.- represents an anionic group and n represents a positive integer of from 2 to 50 are disclosed. The quaternary ammonium compounds are useful as surfactants capable of serving as softening agents and antistatic agents for fabrics, hair and the like.Type: GrantFiled: January 28, 1991Date of Patent: July 21, 1992Assignee: Kao CorporationInventors: Kohshiro Sotoya, Uichiro Nishimoto, Hiroshi Abe
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Patent number: 5118717Abstract: A water or alcohol-water soluble divinyl monomer having anion exchange group(s) and a free exchangeable anion is disclosed. These bifunctional divinyl monomers are capable of forming ion exchange materials (membranes and ion exchange resin beads) upon polymerization with added vinyl catalysts which convert them into insoluble and infusible polymers. They are also capable of being co-polymerized with other ion exchange (ion containing) monomers to give unique anion exchange resins or membranes.Type: GrantFiled: February 13, 1990Date of Patent: June 2, 1992Assignee: Ionics, IncorporatedInventors: Russell B. Hodgdon, Russell J. MacDonald, Samuel S. Alexander
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Patent number: 5093370Abstract: A quaternary ammonium having a muscle relaxation activity compound represented by the formula (I): ##STR1## wherein R.sub.1 represents a methylene, a lower alkylenoxy, a lower alkenylene, a lower alkynylene, --CO--, --COO--, a lower alkylene carbonyloxy, --CH(OR.sub.5)--, a lower alkylenecarbonyl, a hydroxy lower alkylene, --O--, --S--, --SO--, or --SO.sub.2 --; R.sub.2 represents a hydrogen atom, a hydroxy lower alkyl, an aldehyde, a lower alkyl carbonyl, --NO.sub.2, or --NHR.sub.6 ; R.sub.3 represents a hydrogen atom of a group --R.sub.1 --(CH.sub.2).sub.a --[CH(CH.sub.2 A)--CH.sub.2 ].sub.b --A; R.sub.4 represents an anion; R.sub.5 and R.sub.6 represent a hydrogen atom or a acetyl; A represents a quaternary ammonium group; a represents an integer of 1 to 8; b represents 0 or 1; m represents an integer of 1 to 4; and (Z) represents a trivalent benzene ring, a trivalent naphthalene ring, a trivalent diphenyl or a trivalent ethane radical.Type: GrantFiled: April 9, 1990Date of Patent: March 3, 1992Assignee: Tobishi Yakuhin Kogyo Kabushiki KaishaInventors: Masayasu Kimura, Kenji Naito, Osamu Sakuma, Tadashi Morita
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Patent number: 5015754Abstract: Quaternized condensation products useful as aftertreating agents for fixing reactive dyeings and prints on textile materials which contain cellulose fibers are formed fromA) a precondensate of one or more trialkanolamines I ##STR1## (R.sup.1 -R.sup.3 =C.sub.2 -C.sub.4 -1,2-alkylene), B) a) a carboxylic acid or a derivative thereof IIa ##STR2## [n=0, 1; R.sup.4, R.sup.5 =OH (except if n=0), C.sub.1 -C.sub.8 -alkoxy (possibly joined together to form a 5- or 6-membered ring if n=0), Cl, Br; R.sup.6 =C.sub.1 -C.sub.50 -alkylene (possibly interrupted by one or more nonadjacent oxygen atoms)],b) a carboxamide IIb ##STR3## [m, n, r=0, 1; R.sup.7 =H, C.sub.1 -C.sub.4 -alkyl; R.sup.8 =H, C.sub.1 -C.sub.25 -alkyl, C.sub.2 -C.sub.25 -alkenyl, Ph (possibly substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, F, Cl, Br)],c) an epihalohydrin IIc, ##STR4## d) a monofunctional compound IIdR.sup.9 --Y IId[R.sup.9 =C.sub.1 -C.sub.25 -alkyl, C.sub.2 -C.sub.25 -alkenyl, Ph (possibly substituted by C.sub.1 -C.sub.Type: GrantFiled: August 21, 1989Date of Patent: May 14, 1991Assignee: BASF AktiengesellschaftInventors: Johannes P. Dix, Rolf Fikentscher, Ingrid Steenken-Richter
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Patent number: 4999441Abstract: Tetrakis(dialkylamino)aromatics Ia to Ic ##STR1## where the radicals A may be identical or different and are n-C.sub.1 -C.sub.6 -alkyl and the radicals R may be identical or different and are hydrogen or C.sub.1 -C.sub.6 -alkyl, and their charge transfer complexes with electron acceptors, and the preparation of Ia to Ic from the corresponding N-unsubstituted amines by alkylation with A'--CHO (where A'.dbd.H or N-C.sub.1 -C.sub.5 -alkyl) and reduction with NaBH.sub.3 CN.The charge transfer complexes of Ia and Ic are used to prepare electrically conductive polymers.Type: GrantFiled: April 17, 1989Date of Patent: March 12, 1991Assignee: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.Inventors: Heinz A. Staab, Karin Elbl
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Patent number: 4892944Abstract: A process for producing quaternary salts of high purity is disclosed, comprising reacting a tertiary amine or phosphine with a carbonic acid diester to form a corresponding quaternary carbonate and further mixing it with an acid to perform decarboxylation. The quaternary salts thus obtained are useful compounds which can be used in wide fields as various catalysts, electrolytes, additives, medicaments, etc.Type: GrantFiled: May 11, 1988Date of Patent: January 9, 1990Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Shoichiro Mori, Kazuhiko Ida, Makoto Ue
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Patent number: 4794197Abstract: All-cis-1,3,5-Triamino-2,4,6-trihydroxycyclohexane derivatives corresponding to the general formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are identical or different and represent hydrogen atoms, alkyl groups or --CO-alkyl groups wherein the alkyl in the alkyl or --CO-alkyl group has 1 to 18 carbon atoms and the alkyl and --CO-alkyl groups may contain, independently of one another, one or more identical or different functional groups, and at least one of the groups R.sub.1 to R.sub.6 is one of the above mentioned unsubstituted or substituted alkyl groups or --CO-alkyl groups, and their salts with pharmacologically conventionally used inorganic or organic acids and their quaternary ammonium salts, processes for their preparation and their use, and pharmaceutical preparations containing these compounds.Type: GrantFiled: January 31, 1986Date of Patent: December 27, 1988Inventors: Walter Schneider, Isidor Erni, Hans K. Hegetschweiler
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Patent number: 4451671Abstract: Thus, the invention relates to compounds of the formula I ##STR1## where R is aromatic, preferably phenylene, R.sub.1 and R.sub.2 denote C.sub.1 -C.sub.4 -alkyl, preferably C.sub.1 -C.sub.2 -alkyl, R.sub.3 denotes methyl or ethyl, x and z together denote a number from 2 to 360, preferably from 2 to 140, y denotes a number from 15 to 70, preferably 25 to 60, n denotes a number from 1 to 10 and A.sup.- denotes an anion, preferably chloride or bromide, a process for their preparation and their use as demulsifiers for demulsifying crude oil emulsions and as corrosion inhibitors in equipment for lifting and processing natural gas and crude oil.Type: GrantFiled: August 30, 1982Date of Patent: May 29, 1984Assignee: Hoechst AktiengesellschaftInventors: Helmut Diery, Norbert Wester, Martin Hille
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Patent number: 4335259Abstract: The present invention relates to quaternized polyamines having the basic structure of formula I, ##STR1## in which each R independently, is (C.sub.10-22)alkyl, (C.sub.10-22)alkenyl, phenyl(C.sub.1-3)alkyl or naphthyl(C.sub.1-3)alkyl,each R.sub.1, independently, is phenyl(C.sub.1-3)alkyl or naphthyl(C.sub.1-3)alkyl,z, is 1 to 5,each y.sub.1, independently is an integer from 2 to 8,y.sub.2, is an integer from 2 to 8, with the proviso that when z=1, y.sub.1 .noteq.y.sub.2 and when z>1 and the y.sub.1 's are the same y.sub.2 .noteq.y.sub.1and wherein an average of 0.5 to 2.0 nitrogen atoms are quaternized with alkyl radicals containing from 1 to 6 carbon atoms and mixtures of such quaternized polyamimes with further quaternized polyamines, such polyamines and mixtures being useful as dye retarders/levelling agents.Type: GrantFiled: January 5, 1981Date of Patent: June 15, 1982Assignee: Sandoz Ltd.Inventor: Hans-Peter Baumann
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Patent number: 4297296Abstract: The present invention relates to quaternized polyamines having the basic structure of formula I, ##STR1## in which each R independently, is (C.sub.10-22)alkyl, (C.sub.10-22)alkenyl, phenyl(C.sub.1-3)alkyl or naphthyl(C.sub.1-3)alkyl,each R.sub.1, independently, is phenyl(C.sub.1-3)alkyl or naphthyl (C.sub.1-3)alkyl, z, is 1 to 5,each y.sub.1, independently is an integer from 2 to 8,y.sub.2, is an integer from 2 to 8, with the proviso that when z=1,y.sub.1 .noteq.y.sub.2 and when z>1 and the y.sub.1 's are the same y.sub.2 .noteq.y.sub.1and wherein an average of 0.5 to 2.0 nitrogen atoms are quaternized with alkyl radicals containing from 1 to 6 carbon atoms and mixtures of such quaternized polyamines with further quaternized polyamines, such polyamines and mixtures being useful as dye retarders/levelling agents.Type: GrantFiled: June 21, 1979Date of Patent: October 27, 1981Assignee: Sandoz Ltd.Inventor: Hans-Peter Baumann
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Patent number: 4271053Abstract: This invention relates to quaternary ammonium graft copolymers comprised of polymeric units characterized by the general formula: ##STR1## wherein n, y and z represent the relative molar equivalent fractions of each of the respective polymeric units in the graft copolymer, the sum of n, y and z being 1.0, the value of n varying from 0.00 to 0.99, the value of y varying from 0.00 to 0.99 and the value of z varying from 0.01 to 0.Type: GrantFiled: June 29, 1979Date of Patent: June 2, 1981Assignee: Union Carbide CorporationInventors: Donald R. Kelsey, Russell L. Kreeger