Polyquaternary Ammonium Patents (Class 564/286)
  • Publication number: 20150011761
    Abstract: Among other things, the present invention encompasses methods of synthesizing salicylaldehyde derivatives comprising the steps of: a) providing salicylaldehyde or a derivative thereof, b) forming an anhydro dimer of the provided salicylaldehyde compound, c) performing one or more chemical transformations on the anhydro dimer and d) hydrolyzing the anhydro dimer to provide a salicylaldehyde derivative different from that provided in step (a).
    Type: Application
    Filed: September 25, 2014
    Publication date: January 8, 2015
    Inventors: Jay J. Farmer, Gabriel E. Job
  • Patent number: 8361495
    Abstract: 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: Grant
    Filed: December 23, 2009
    Date of Patent: January 29, 2013
    Assignees: International Business Machines Corporation, Agency For Science, Technology And Research
    Inventors: James Lupton Hedrick, Kazuki Fukushima, Yi Yan Yang
  • Patent number: 8283496
    Abstract: Aminoalkyl vinyl ethers comprising alkylenimine units and of the formula H2C?CH—O—X—NH—[Al—]n—H??(I), in which [Al—]n is a linear or branched oligoalkylenimine chain having n alkylenimine units, n is a number of at least 1 and X is a straight-chain or branched C2- to C6-alkylene group, and salts of the monomers I with mineral acids or organic acids and quaternization products of the monomers I with alkyl halides or dialkyl sulfates, processes for the preparation of the compounds of the formula I by addition reaction of alkylenimines with amino-C2- to C6-alkyl vinyl ethers and use of the aminoalkyl vinyl ethers comprising alkylenimine units and of the formula I as monomers for the preparation of polymers for use in the paper industry, as antimicrobial coating materials, in detergents and for the treatment of metal surfaces.
    Type: Grant
    Filed: October 1, 2008
    Date of Patent: October 9, 2012
    Assignee: BASF SE
    Inventors: Robert Feuerhake, Daniel Schoenfelder, Hans-Joachim Haehnle, Bernd Bruchmann, Paola Uribe Arocha, Alexander Kraus, Christian Huebsch, Bastiaan Bram Pieter Staal, Ralph Baumgaertner
  • Patent number: 8158827
    Abstract: 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: Grant
    Filed: January 14, 2009
    Date of Patent: April 17, 2012
    Assignee: Life Technologies Corporation
    Inventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
  • Patent number: 8110707
    Abstract: A fatty acid salt of an alkyl quaternary ammonium is used as a novel surfactant which is a cationic surfactant having high detergency and low foaming property.
    Type: Grant
    Filed: December 12, 2008
    Date of Patent: February 7, 2012
    Assignees: Aisin AW Co., Ltd., Chuo Chemical Co., Ltd.
    Inventors: Toshiaki Iwase, Jun Kuroiwa, Masanori Yoshida, Katsuya Uenishi, Kouei Murayama
  • Publication number: 20110223058
    Abstract: Novel compounds generally referred to herein as cationic oligomeric phenylene ethynylenes (OPEs), methods of synthesizing OPEs and various uses for the OPEs are described. The compounds can be synthesized in both symmetrical (S-OPE) and non-symmetrical (N-OPE) forms. Suitable uses include sensor and biocidal applications. Reusable structures incorporating the OPEs that are able to capture and release biological species of interest are also described.
    Type: Application
    Filed: June 26, 2009
    Publication date: September 15, 2011
    Applicant: STC.UNM
    Inventors: David Whitten, Yanli Tang, Zhijun Zhou, Linnea Ista, Motokatsu Ogawa, David Keller, Brett Andrzejewski, Gabriel Lopez, Kirk Schanze
  • Publication number: 20110207909
    Abstract: This invention relates to a Salen type ligand including three or more quaternary ammonium salts of nitrate anions, to a trivalent metal complex compound prepared from this ligand and a method of preparing the same, to a method of preparing polycarbonate by copolymerizing an epoxide compound and carbon dioxide using the complex compound as a catalyst, and to a method of separating and collecting the catalyst from the copolymer after copolymerization. This catalyst used to copolymerize an epoxide compound and carbon dioxide can be more simply prepared, and has lower catalyst preparation and recovery costs, and higher activity, compared to conventional catalysts.
    Type: Application
    Filed: February 23, 2011
    Publication date: August 25, 2011
    Applicant: SK INNOVATION CO., LTD.
    Inventors: Ji Su Jeong, Sujith Sudevan, Myung Ahn Ok, Sung Jae Na, Yong Gyu Han, Kwang Jin Chung, Bun Yeoul Lee, Kodiyan Varghese Jobi
  • Publication number: 20100191014
    Abstract: A fatty acid salt of an alkyl quaternary ammonium is used as a novel surfactant which is a cationic surfactant having high detergency and low foaming property.
    Type: Application
    Filed: December 12, 2008
    Publication date: July 29, 2010
    Applicant: AISIN AW CO., LTD
    Inventors: Toshiaki Iwase, Jun Kuroiwa, Masanori Yoshida, Katsuya Uenishi, Kouei Murayama
  • Patent number: 7601872
    Abstract: 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 w
    Type: Grant
    Filed: January 21, 2005
    Date of Patent: October 13, 2009
    Assignee: Life Technologies Corporation
    Inventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
  • Patent number: 7479573
    Abstract: 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 w
    Type: Grant
    Filed: January 21, 2005
    Date of Patent: January 20, 2009
    Assignee: Invitrogen Corporation
    Inventors: Yongliang Chu, Malek Masoud, Gulilat Gebeyehu
  • Patent number: 7371887
    Abstract: Amphiphilic oligo(p-phenylene vinylene) compounds and methods of use en route to self-assembled composites and device fabrication.
    Type: Grant
    Filed: December 6, 2004
    Date of Patent: May 13, 2008
    Assignee: Northwestern University
    Inventors: Samuel I. Stupp, James F. Hulvat, Marina Sofos, Keisuke Tajima
  • Publication number: 20080027075
    Abstract: The present invention provides novel quaternary amino-functional chalcone derivatives and analogues exhibiting interesting antibacterial activity. The compounds have the general formula (Y1)m—Ar1(X1)—C(=O)VAr2(X2)?(Y2)p (I), wherein V designates —CH2—CH2—, —CH?CH— or —C?C—; Ar1 and Ar2 independently are aryl and heteroaryl; m=0, 1, 2, p=0, 1, 2, m+p>0; each Y1 and Y2 independently is -Z—N+(R1)(R2)R4 Q? (A); —NR3-Z—N+(R1)(R2)R4 Q? (B), or —O-Z—N+(R1)(R2)R4 Q? (C), R1, R2, R3, R4, X1, X2 are substituents, and Q? is an anion. The present invention also relates to the compounds for use as pharmaceutically active agents, in particular against bacterial infections (such as Gram-negative and Gram-positive bacteria, including antibiotic-sensitive or resistant strains), and in the medical treatment of bacterial infections in mammals.
    Type: Application
    Filed: October 28, 2004
    Publication date: January 31, 2008
    Applicant: Lica Pharmaceuticals A/S
    Inventor: Simon Feldbaek Nielsen
  • Patent number: 7193111
    Abstract: 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: Grant
    Filed: August 2, 2004
    Date of Patent: March 20, 2007
    Assignee: Surfa Tech Corporation
    Inventors: Thomas G. O'Lenick, Anthony J. O'Lenick, Jr.
  • Patent number: 7094929
    Abstract: 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: Grant
    Filed: March 15, 2004
    Date of Patent: August 22, 2006
    Assignee: The Regents of the University of California
    Inventors: Guillermo C. Bazan, Bernhard Koehler, Alexander Mikhailovsky, Hadjar Benmansour, Bin Liu, Janice W. Hong
  • Publication number: 20040010106
    Abstract: Monomer compounds comprising several cationic groups are provided. The invention also relates to a process for making these monomer compounds. The process is highly selective and prevents unwanted reactions leading to undesired structures. The invention relates also to polymers, including copolymers, comprising units deriving from said monomer compounds. The monomer compounds comprise several cationic groups, e.g.
    Type: Application
    Filed: June 3, 2003
    Publication date: January 15, 2004
    Inventor: Leo Zhaoqing Liu
  • Publication number: 20030124727
    Abstract: A multivalent cationic lipid having a positively-charged head group including two quaternary amine groups and a hydrophobic portion including four hydrocarbon chains, which may be the same or different and which are optionally substituted alkyl and alkenyl groups, two alkyl chains attached to each of the two quaternary amine groups can be used for the introduction of polyanionic materials such a nucleic acid polymers into cells. Specific cationic lipids are N,N,N′,N′-tetraoleyl-N-N′-dimethyl-1,3-propanediammonium chloride and N,N,N′,N′-tetraoleyl-N-N′-dimethyl-1,6-hexanediammonium chloride.
    Type: Application
    Filed: December 18, 2002
    Publication date: July 3, 2003
    Inventors: Jerome Gaucheron, Kim Wong, Pieter Cullis
  • Patent number: 6426436
    Abstract: The present invention is related to a series of derivatives of novel ether diamine compounds prepared by the cynobutylation reaction of an alcohol having 3 to 22 carbon atoms with 2-pentenenitrile to form a branched alkyl ether nitrile. The etheraminonitriles formed by the process are hydrogenated to form alkylether amines. The resulting product can be reacted with 2-pentenenitrile and or acrylonitrile and in subsequent step, hydrogenated to yield a diamine. Specifically, the present invention deals with two types of tertiary amines one made by the reaction of novel ether diamines compounds with ethylene oxide, propylene oxide or butylene oxide or mixtures thereof, producing alkoxylated tertiary amines and the other made by the reaction of novel ether amine compounds with formaldehyde and hydrogen producing methylated tertiary amines. The invention also disclosed novel amine oxides, and quaternary compounds made from said tertiary amines.
    Type: Grant
    Filed: January 22, 2002
    Date of Patent: July 30, 2002
    Assignee: Nova Molecular Technologies Inc.
    Inventors: Thomas J. Daly, Michael Clumpner, Anthony J. O'Lenick, Jr.
  • Patent number: 6221954
    Abstract: The preparation and use of quarternized bis hydroxy alkyl amines by the reaction of a tertiary amine and an alkylene oxide in a strong acid system are disclosed. Cationic polyurethane compositions containing pendent hydroxy alkyl groups and methods for their preparation are also disclosed.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: April 24, 2001
    Assignee: Witco Corporation
    Inventors: Ibrahim Bechara, Thomas R. Baranowski
  • Patent number: 6211201
    Abstract: A quaternary ammonium cholinergic agent is complexed with a multivalent anion, or with multiple monovalent anions. The complex may be administered orally to a patient to treat pain, or for some other purpose. Numerous modifications are contemplated, including modifications to the ring structure of the compound, substitution and functionalization of the ring. Other contemplated modifications include the use of different anions, including various monovalent and polyvalent anions, and both organic and inorganic anions. The compounds have utility as cholinergic agents, and especially in the treatment of mysasthenia gravis, chest pain, and carpal tunnel syndrome.
    Type: Grant
    Filed: June 29, 1999
    Date of Patent: April 3, 2001
    Assignee: ICN Pharmaceuticals, Inc.
    Inventors: Colin Granger, Robert Orr, Kandasamy Ramasamy
  • Patent number: 5576459
    Abstract: 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: Grant
    Filed: June 6, 1995
    Date of Patent: November 19, 1996
    Assignee: Sachem, Inc.
    Inventor: Morey E. Osborn
  • Patent number: 5207937
    Abstract: Amine salts of sulfur-containing alkylated phenols or alkylated naphthols, have been found to be effective multifunctional antioxidant and antiwear additives for lubricants.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: May 4, 1993
    Assignee: Mobil Oil Corp.
    Inventors: Shih-Ying Hsu, Arjun K. Goyal, Andrew G. Horodysky, Liwen Wei
  • Patent number: 5152916
    Abstract: Aqueous aldehyde solutions for trapping hydrogen sulfide comprising 5 to 50% by weight of an aldehyde and 1 to 5% by weight, relative to the aldehyde solution of a formulation comprising10 to 80% by weight of an ester of oxalkylated alkylalkylenediamines, which may be quaternized and 20 to 90% by weight of water or of a C.sub.1 -C.sub.4 -alcohol.
    Type: Grant
    Filed: August 21, 1990
    Date of Patent: October 6, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Hoffmann, Frederic Mabire
  • Patent number: 5136095
    Abstract: 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: Grant
    Filed: December 1, 1988
    Date of Patent: August 4, 1992
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Thomas L. Tarnowski, Cheng-I Lin, Edwin F. Ullman
  • Patent number: 5057556
    Abstract: A non-gelled amine-epoxide reaction product and acid addition salts thereof where the product is obtained by co-reacting;a) a secondary amine NHR.sup.1 R.sup.2, wherein R.sup.1 and R.sup.2 the same or different are C.sub.2 or C.sub.3 hydroxyalkyl groups,b) a polyepoxide,c) optionally a polyoxyalkylene polyamine,d) a product of the reaction between an epoxide with at least two epoxy groups and which contains less than 40% by weight of aromatic groups, and an amine of formula (1):NR.sup.3 R.sup.4 (CH.sub.2)n NH.sub.2 (1)in which n is from 2 to 6, and where R.sup.3 and R.sup.4, the same or different are methyl or ethyl, and optionally,e) a monoepoxidethe components of product (D) being chosen so that the non-gelled amine epxoide reaction product is a liquid at temperature above -5.degree. C.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: October 15, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventor: Richard P. Redman
  • Patent number: 5015754
    Abstract: 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: Grant
    Filed: August 21, 1989
    Date of Patent: May 14, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes P. Dix, Rolf Fikentscher, Ingrid Steenken-Richter
  • Patent number: 4997912
    Abstract: Fatty acid esters of oxalkylated alkylalkylenediamines, which may be quaternized:Esters of oxalkylated alkylalkylenediamines, which may be quaternized, of the formula ##STR1## where the individual symbols have the meaning given in the description, process for their production and their use as corrosion inhibitors, particularly in crude oil recovery plants and crude oil treatment plants.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: March 5, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Herbert Wirtz, Hermann Hoffmann, Werner Ritschel, Manfred Hofinger, Michael Mitzlaff, Dietrich Wolter
  • Patent number: 4880894
    Abstract: Novel quaternary ammonium salts of general formula (I) ##STR1## wherein: R is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.8.R' is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.12, or a benzyl radical.n is a number equal to 2 or 3.X.sup..theta. is a halogenide anion, such as Cl.sup..theta., Br.sup..theta., I.sup..theta., are used as phase transfer catalysts, in heterogeneous ionic reactions wherein the reagents are in different phase and have different polarity.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 14, 1989
    Assignee: Alter, S.A.
    Inventors: Carlos Sunkel, Miguel Fay de Casa Juana, Fernando Dorrego, Basilio Pando, Julio Alvarez-Builla, Juan J. Vaquero, Carlos Galera, Maria L. Vazquez
  • Patent number: 4845289
    Abstract: A process for the removal or reduction of residual trimethyl amine odor resulting from the quaternization of a halogen containing precursor with trimethyl amine. Odor reduction is achieved by reacting the residual trimethyl amine with at least an equivalent amount of methyl chloride at a temperature of at least 50.degree. C. for a period of time to convert substantially all of the trimethyl amine to tetramethyl ammonium chloride.
    Type: Grant
    Filed: February 29, 1988
    Date of Patent: July 4, 1989
    Assignee: Nalco Chemical Company
    Inventors: Donald G. Ries, Allan W. Smith
  • Patent number: 4778813
    Abstract: Novel capped polymeric quaternary ammonium compositions formed by reacting ionene type polymers with tertiary amines are useful as microbicides, corrosion inhibitors, debonding agents, flocculants, softeners, and demulsifiers.
    Type: Grant
    Filed: January 30, 1985
    Date of Patent: October 18, 1988
    Assignee: Buckman Laboratories International, Inc.
    Inventors: Joseph G. Fenyes, John D. Pera
  • Patent number: 4661633
    Abstract: The specification discloses a method for preparing quaternary ammonium salts by reacting a tertiary amine salt with a 2-oxazoline or 2-oxazine compound.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: April 28, 1987
    Assignee: The Dow Chemical Company
    Inventor: Michael J. Fazio
  • Patent number: 4602087
    Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1-3 -alkylene-CON(R.sub.4)--CON(R.sub.4)--, --O--C.sub.1-3 alkylene-COO--, OCO or --COO--, with the proviso that if n+n'=O, X and X' may not be --CON(R.sub.4)-- or O--C.sub.1-3 -alkylene-CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)-- or --COO--, A.sup..crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1-20 -alkyene, R.sub.1 and R.sub.1 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, R.sub.1 together with R.sub.2, or R.sub.1 ' together with R.sub.2 ', is a heterocyclic ring, R.sub.2 and R.sub.2 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2 ' together with R.sub.1 ', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1 ' and R.sub.
    Type: Grant
    Filed: May 18, 1984
    Date of Patent: July 22, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Luthi, Hans R. Meyer, Kurt Weber
  • Patent number: 4579560
    Abstract: Novel quaternary alkoxyalkylammonium compounds of the formula 1 ##STR1## in which R denotes C.sub.8 -C.sub.20 --, preferably C.sub.12 -C.sub.18 --, alkyl or C.sub.8 -C.sub.20 --, preferably C.sub.12 -C.sub.18 --, alkenyl, R.sub.1, R'.sub.1 and R".sub.1, which can be identical or different, denote methyl, ethyl or benzyl and at least one of the radicals R.sub.1, R'.sub.1 and R".sub.1 denotes a group of the formula --(C.sub.S H.sub.2S O).sub.x H,R.sub.2 and R.sub.3, which can be identical or different, denote methyl, ethyl or benzyl,a denotes 0 or 1, b denotes 0 or 1, of which either a or b has to be=1, m denotes 0 or 1, n denotes 2 or 3, p denotes 1, 2 or 3, S denotes 2 or 3, x denotes 1, 2, 3 or 4, and A denotes a halide, methosulfate, ethosulfate or methophosphate ion. These compounds are used as retarders and leveling agents in the dyeing of polyacrylonitrile and acid-modified polyester fibers.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: April 1, 1986
    Assignee: Hoechst Italia S.p.A.
    Inventors: Francesco Cargnino, Marco Levis
  • Patent number: 4567302
    Abstract: Quaternary ammonium salts exhibiting strong antimicrobial activity are disclosed along with the method of using them as antimicrobial agents. The salts having the formulas I or II: ##STR1## wherein R is C.sub.1-20 alkyl, C.sub.5-7 cycloalkyl or an aralkyl group, R.sup.
    Type: Grant
    Filed: July 20, 1984
    Date of Patent: January 28, 1986
    Inventor: Kallidaikurichi N. Sivaramakrishnan
  • Patent number: 4505833
    Abstract: Process for treating a clayey geological formation to prevent, inhibit or reduce swelling or migrating of clay particles in a formation by treating the formation with an effective amount of a quaternized oligomer which is the reaction product of a polyamine having a primary amino group and a tertiary amino group with a difunctional reactant to form a precondensate monomer which is then chain extended and quaternized by reaction with a dihalogenated hydrocarbon ether.A preferred oligomer is a product of:(I) about 1.0 mole of a precondensate which is the reaction product of(A) from about 2.0 to about 3.0 mole of a polyamine having a primary amino group and a tertiary amino group, the polyamine having a non-cyclic backbone containing between 1 and 6 carbon atoms, with(B) about 1.0 mole of a difunctional reactant which is a diester of a mixture of dicarboxylic acids such as adipic, glutaric and succinic acid, with(II) from about 1.0 to about 1.2 mole of a chain extender such as dichloroethylether.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: March 19, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr., Martin J. Schick
  • Patent number: 4500735
    Abstract: Quaternary crosslinked products obtained by reacting triethanolamine condensates of the formula ##STR1## wherein n is an integer of from 1 to 3, with xylylene dichloride and their use as demulsifiers for oil-water emulsions, as lubricants and as auxiliaries in the paper industry.
    Type: Grant
    Filed: February 18, 1983
    Date of Patent: February 19, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Diery, Bernhard Mees
  • Patent number: 4480126
    Abstract: Process for the preparation of quaternary ammonium compounds by reacting a tertiary amine with a vicinal halohydrin having at least 6 carbon atoms, and quaternary ammonium compounds prepared thereby.
    Type: Grant
    Filed: April 19, 1982
    Date of Patent: October 30, 1984
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventor: Horst Rutzen
  • Patent number: 4468352
    Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1-3 -alkylene-CON(R.sub.4)----CON(R.sub.4)--, --O--C.sub.1-3 -alkylene-COO--, OCO or --COO--, with the proviso that if n+n'=O, X and Y' may not be --CON(R.sub.4)-- or O--C.sub.1-3 -alkylene-CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)-- or --COO--, A.sup..crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1-20 -alkylene, R.sub.1 and R.sub.1 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.1 together with R.sub.2, or R.sub.1 ' together with R.sub.2 ', is a heterocyclic ring, R.sub.2 and R.sub.2 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2 ' together with R.sub.1 ', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1 ' and R.sub.
    Type: Grant
    Filed: April 28, 1982
    Date of Patent: August 28, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Luthi, Hans R. Meyer, Kurt Weber
  • Patent number: 4451671
    Abstract: 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: Grant
    Filed: August 30, 1982
    Date of Patent: May 29, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Diery, Norbert Wester, Martin Hille
  • Patent number: 4408043
    Abstract: Fluorinated compounds of the formula ##STR1## are disclosed. The cationic amine compounds are useful as surfactants.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 4, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4385184
    Abstract: Cationic surface active agents in which nitrogen atoms are attached to both ends of a long-chain alkylene group or polyoxyalkylene group having at least 6-24 carbon atoms in the molecule, at least one of said nitrogen atoms constituting a quaternary ammonium structure, have also at least one hydroxyphenethyl group bonded to at least one of the two nitrogen atoms. These cationic surface active agents can serve as an accelerator which catalytically promotes changes in a chemical and/or physical change process involving a hydrolyzing, deacidizing or extracting operation using an aqueous solution of an alkaline metal hydroxide or an alkaline earth metal hydroxide.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: May 24, 1983
    Inventors: Hiroyoshi Hamanaka, Tadao Goto, Kazuichi Umeda, Takashi Amagai, Takashi Shishito
  • Patent number: 4377710
    Abstract: A composition represented by the formula: ##STR1## wherein x is an integer of from 2-12; y is an integer or fractional integer of from 1-20; Q is chosen from the group consisting of:(a) chloro, bromo, and iodo halogen radicals, and(b) a cationic nitrolgen radical represented by the formula: ##STR2## wherein R.sub.1, R.sub.2, and R.sub.3 are aliphatic hydrocarbon radicals which contain from 1-30 carbon atoms and are further selected from the group consisting of alkyl, aryl, alkaryl and cyclo aliphatic radicals, with the proviso that when any of R.sub.1, R.sub.2, and R.sub.3 exceed four carbon atoms, the other two hydrocarbon radicals are each chosen from the group consisting of ethyl and methyl hydrocarbon radicals; Z is a halogen anion chosen from the group consisting of chloride, bromide, and iodide with the further proviso that at least 50% of the radicals represented by Q are (b) radicals.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: March 22, 1983
    Assignee: Nalco Chemical Company
    Inventors: Virgil L. Seale, James R. Stanford, James E. Briscoe, Glenn S. Penny
  • Patent number: 4339393
    Abstract: The distyrylbiphenyls of the formula ##STR1## in which X and X' independently of one another are a direct bond, oxygen, sulfur, --O--C.sub.1--3 --alkylene--CON(R.sub.4)--, --CON(R.sub.4)--,--O--C.sub.1--3 --alkylene--COO--, OCO or --COO--, with the proviso that if n+n'=O, X and X' may not be --CON(R.sub.4)--or O--C.sub.1--3 --alkylene--CON(R.sub.4)--, and if n+n'=2 and X and X' are --CON(R.sub.4)--or --COO--, A.crclbar. may not be a phosphite or phosphonate anion, and Y and Y' independently of one another are C.sub.1--20 --alkylene, R.sub.1 and R.sub.1' independently of one another are unsubstituted or substituted C.sub.1--8 --alkyl or C.sub.3--4 --alkenyl, or R.sub.1 together with R.sub.2, or R.sub.1' together with R.sub.2', is a heterocyclic ring, R.sub.2 and R.sub.2' independently of one another are unsubstituted or substituted C.sub.1--8 --alkyl or C.sub.3--4 -- alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2' together with R.sub.1', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1' and R.
    Type: Grant
    Filed: April 4, 1980
    Date of Patent: July 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Luthi, Hans R. Meyer, Kurt Weber
  • Patent number: 4314820
    Abstract: The distyrylbenzenes of the formula ##STR1## in which X and X' independently of one another are --COO-- or --CON(R.sub.4)-- in the o-position, a direct bond, oxygen, sulfur, --O--C.sub.1-3 --alkylene--CON(R.sub.4)--, --SO.sub.2 N(R.sub.4)--, --O--C.sub.1-3 -alkylene--COO-- or --OCO--, Y and Y' independently of one another are C.sub.1-20 -alkylene, R.sub.1 and R.sub.1 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.1 together with R.sub.2, or R.sub.1 ' together with R.sub.2 ', is a heterocyclic ring, R.sub.2 and R.sub.2 ' independently of one another are unsubstituted or substituted C.sub.1-8 -alkyl or C.sub.3-4 -alkenyl, or R.sub.2 together with R.sub.1, or R.sub.2 ' together with R.sub.1 ', is a heterocyclic ring, or R.sub.1 and R.sub.2, or R.sub.1 ' and R.sub.2 ', together with R.sub.3 are a pyridine or picoline ring, R.sub.3 is hydrogen, unsubstituted or substituted C.sub.1-4 -alkyl or C.sub.3-4 -alkenyl, or together with R.sub.1 and R.sub.
    Type: Grant
    Filed: April 2, 1980
    Date of Patent: February 9, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Weber, Hans R. Meyer
  • Patent number: 4252743
    Abstract: This invention relates to quaternaries of halogen derivatives of alkynoxymethyl amines and uses thereof. These may be summarized by the following formulae: ##STR1## where R and R' are substituted groups such as alkyl, aryl, etc.; R" is an alkyldene group; and X is halogen and A is an anion; and ##STR2## where R, R' and R" having the same meaning as in (1) and Z is a bridging group, preferably hydrocarbon such as alkylene, alkinylene, alkenylene, arylene, etc.
    Type: Grant
    Filed: November 3, 1978
    Date of Patent: February 24, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4248796
    Abstract: This invention relates to quaternaries of alkynoxymethyl amines and uses thereof. These may be summarized by the following formulae: ##STR1## where R and R' are substituted groups such as alkyl, aryl, etc.; R'" is an acetylenic group; and X is an anion; and ##STR2## where R and R'" having the same meaning as in (1) and Z is a bridging group, preferably hydrocarbon such as alkylene, alkinylene, alkenylene, arylene, etc.
    Type: Grant
    Filed: November 24, 1978
    Date of Patent: February 3, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan