The Hydroxy Or Ether Oxygen Is Bonded Directly To A Ring Patents (Class 564/287)
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Patent number: 4599335Abstract: Diamine derivatives of the formula ##STR1## where R.sup.1 is unsubstituted or substituted alkyl, unsubstituted or substituted aryl or aralkyl, bicycloalkyl, alkoxy, acyl or halogen, n is 0, 1, 2 or 3, R.sup.2 is alkyl, alkenyl or alkoxy, A is unsubstituted or substituted alkylene or unsubstituted or substituted cycloalkylene, R.sup.3, R.sup.4 and R.sup.5 are each unsubstituted or substituted alkyl, alkenyl, alkynyl or unsubstituted or substituted benzyl, or R.sup.3 and R.sup.4, together with A and the two nitrogen atoms bonded to A, form an unsubstituted or substituted piperazine or perhydrodiazepine ring, or R.sup.4 and R.sup.5, together with the nitrogen atom, form an unsubstituted or substituted heterocyclic ring, R.sup.6 is alkyl, alkenyl, alkynyl or unsubstituted or substituted aralkyl or aryloxyalkyl, and Z is an anion of an acid, and fungicides containing these compounds.Type: GrantFiled: July 31, 1985Date of Patent: July 8, 1986Assignee: BASF AktiengesellschaftInventors: Costin Rentzea, Ernst Buschmann, Norbert Meyer, Eberhard Ammermann, Ernst-Heinrich Pommer
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Patent number: 4545995Abstract: The novel unsaturated arylalkyl ammonium salts described herein are useful as antiarrhythmic agents. A method of treating arrhythmia by increasing the refractoriness of cardiac tissue is provided, as well as pharmaceutical formulations containing such ammonium salts.Type: GrantFiled: July 12, 1983Date of Patent: October 8, 1985Assignee: Schering A.G.Inventors: William C. Lumma, Jr., Ronald A. Wohl
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Patent number: 4540725Abstract: A quaternary ammonium group-containing material which is obtained from reacting a polyepoxide with an amine containing at least one acyclic group of about 8 to 30 carbon atoms and optionally an amine containing an alkylarylpoly ether moiety is disclosed. The resins are useful as pigment grinding vehicles and in the formulation of pigment paste, particularly pigment paste with high pigment loadings. When formulated into cationic electrodepositable compositions, the pigment grinding vehicles provide for cured electrodeposited coatings of excellent corrosion resistance, particularly over untreated and oily steel.Type: GrantFiled: August 15, 1984Date of Patent: September 10, 1985Assignee: PPG Industries, Inc.Inventors: Robert D. Jerabek, Jeffrey G. Koren, Mark W. Johnson
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Patent number: 4490473Abstract: Sandwich immunoassays are provided wherein an anti-analyte antibody is coupled with a detector labeled antibody, the anti-analyte antibody being substituted with a N,N,N-trimethylammoniumphenyl group and the detector labeled antibody is an antibody specific to the N,N,N-trimethylammoniumphenyl group. The invention includes novel assays, antigens and antibodies.Type: GrantFiled: March 28, 1983Date of Patent: December 25, 1984Assignee: PanAbInventor: Robert F. Brunhouse
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Patent number: 4485048Abstract: Novel compounds having the general formula: ##STR1## are disclosed, wherein R.sub.1 is selected from the group including C.sub.5 -C.sub.22 alkyl or alkenyl; R.sub.3 and R.sub.5 are independently selected from the group including hydrogen or C.sub.1 -C.sub.12 alkyl or alkenyl; R.sub.4 is either --(CH.sub.2 CH.sub.2 O).sub.z H, or ##STR2## or C.sub.5 -C.sub.22 alkyl or alkenyl; x, y, and z are integers of 1 or more and whose sum is between 2 and 15; and X.sup..crclbar. is an anion, preferably bis-(ethylene)borate. These ethoxylated quaternary benzyl compounds are useful as fabric softeners.Type: GrantFiled: August 9, 1982Date of Patent: November 27, 1984Assignee: Akzona IncorporatedInventors: James M. Richmond, Keith D. Stanley
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Patent number: 4476323Abstract: The invention relates to new surface-active quaternary ammonium compounds having the general formula: ##STR1## wherein: R.sub.1 and R.sub.2 are each hydrocarbon groups having from about twelve to about forty carbon atoms;R.sub.3 and R.sub.4 are selected from the group consisting of methyl, ethyl and hydroxyethyl;A is an oxyalkylene group derived from both ethylene oxide and propylene oxide, having a ratio of oxyethylene units to the total number of oxyalkylene groups within the range from about 1:6 to about 5:6;m is a number corresponding to the valence of X;n.sub.1 and n.sub.2 represent the average number of oxyalkylene units and are within the range from about 6 to about 30; andX is an anion.The compounds impart to the treated textiles and cellulosic materials a reduced tendency to retain an electrostatic charge and/or improved softness and/or reduced mechanical strength due to a reduction in interfiber bonding, and at the same time preserve good hydrophilic properties.Type: GrantFiled: February 24, 1981Date of Patent: October 9, 1984Inventors: Karl M. E. Hellsten, Jan G. Emanuelsson, Svante L. Wahlen, Axel I. Thebrin
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Patent number: 4429162Abstract: The instant invention relates to compounds of the formula ##STR1## wherein each R.sub.f is independently straight or branched chain perfluoroalkyl of 2 to 18 carbon atoms or perfluoroalkoxy-perfluoroalkyl of 4 to 18 carbon atoms;each R.sub.1 is independently straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, chloro, bromo, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 additionally may, together with the carbon atoms to which they are attached, form a fused benzo ring;R.sub.Type: GrantFiled: February 1, 1982Date of Patent: January 31, 1984Assignee: Ciba-Geigy CorporationInventors: Thomas W. Cooke, Robert A. Falk
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Patent number: 4400380Abstract: Compounds of the formula ##STR1## wherein R is H, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, 3,4-methylenedioxy, CF.sub.3, NO.sub.2, NH.sub.2, N(C.sub.1-4 alkyl).sub.2, CN, OH, --S(C.sub.1-4 alkyl) or --SO.sub.2 (C.sub.1-4 alkyl); R.sub.1 and R.sub.2 are independently each H or C.sub.1-4 alkyl or taken together with the attached N atom are morpholino, piperidino, pyrrolidino, piperazino, or N-- C.sub.1-4 -alkyl piperazino; and, when R is halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, x is 0-3 and, otherwise, is 0 or 1;or a pharmaceutically acceptable salt thereof with an acid or for the compounds wherein R.sub.1 and R.sub.2 are both not H, a quaternary ammonium salt thereof with a C.sub.1-4 alkyl halidehave valuable antiviral activity, e.g., for treatment of infections caused by a herpes virus.Type: GrantFiled: June 22, 1981Date of Patent: August 23, 1983Assignee: Merrell Dow Pharmaceuticals Inc.Inventors: Harry W. Ritter, Michael L. Edwards
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Patent number: 4385184Abstract: 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: GrantFiled: February 23, 1981Date of Patent: May 24, 1983Inventors: Hiroyoshi Hamanaka, Tadao Goto, Kazuichi Umeda, Takashi Amagai, Takashi Shishito
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Patent number: 4366036Abstract: Novel alkylated hydroxyl aryl compounds, such as vanillin which has been alkylated with 3-chloro-2-hydroxypropyltrimethylammonium chloride, are useful as additives in alkaline zinc electroplating baths.Type: GrantFiled: September 8, 1981Date of Patent: December 28, 1982Assignee: Occidental Chemical CorporationInventors: Ronald J. Lash, Roy W. Herr
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Patent number: 4339393Abstract: 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: GrantFiled: April 4, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: Christian Luthi, Hans R. Meyer, Kurt Weber
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Patent number: 4290974Abstract: The invention relates to oxybenzylidenebornanones which correspond to the general formula: ##STR1## in which Z and Z' denote hydrogen or a radical SO.sub.3 H, at least one of the two radicals Z and Z' denoting hydrogen, R.sub.1 denotes hydrogen, an alkyl radical having 2 to 18 carbon atoms, an alkenyl radical having 3 to 18 carbon atoms, a radical --(CH.sub.2 CH.sub.2 O).sub.n H, ##STR2## --(CH.sub.2).sub.m CO.sub.2 R, in which R denotes H or an alkyl radical, --(CH.sub.2).sub.3 SO.sub.3 H or a divalent radical --(CH.sub.2).sub.m or --CH.sub.2 --CHOH--CH.sub.2, m having the values 1 to 10, n having the values 1 to 20 and p having the values 1 to 6, and R.sub.3 and R.sub.4 representing hydrogen or an optionally branched or hydroxylic alkyl radical, or forming an aminoaliphatic heterocyclic ring with the nitrogen atom, R.sub.2 denotes a hydrogen atom, an alkoxy radical or a divalent radical --O-- bonded to the radical R.sub.1 if the latter is also divalent, and q denotes 1 or 2; if q has the value 2, R.sub.Type: GrantFiled: July 10, 1979Date of Patent: September 22, 1981Assignee: L'OrealInventors: Claude Bouillon, Charles Vayssie
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Patent number: 4289787Abstract: Quaternary ammonium salts of certain phenylbutylamines are useful antiarrhythmic drugs. A method for treating arrhythmia and prolonging the action potential of cardiac tissue is provided. Pharmaceutical formulations containing such quaternary ammonium salts are disclosed.Type: GrantFiled: December 10, 1979Date of Patent: September 15, 1981Assignee: Eli Lilly and CompanyInventors: Bryan B. Molloy, Mitchell I. Steinberg
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Patent number: 4260826Abstract: Novel onium surfactants are described which correspond to the formula X[(CH.sub.2 CH.sub.2 O)--.sub.m CH.sub.2 --R--CHR'--Q.sup..sym. A.sup..crclbar. ].sub.n, wherein X is an n-valent hydrophobic radical derived by the removal of n-atoms of active hydrogen from an organic compound; m is one or more; R is a divalent aromatic hydrocarbon radical of from 6 to about 14 carbon atoms, the chain-length of which may be interrupted by oxygen or sulfur atoms; R' is hydrogen or methyl and is methyl only when R is m- or p-phenylene; Q.sup..sym. is a quaternized atom of nitrogen or phosphorus or a tertiary atom of sulfur; A.sup..crclbar. is a compatible anion; and n is from 1 to 5. The following compound is an example C.sub.9 H.sub.19 --C.sub.6 H.sub.4 --O--CH.sub.2 CH.sub.2 O--.sub.15 CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 --S.sup..sym. --CH.sub.3).sub.2 Cl.sup..crclbar.. The novel surfactants are prepared in two steps.Type: GrantFiled: May 29, 1979Date of Patent: April 7, 1981Assignee: The Dow Chemical CompanyInventors: Robert F. Harris, Earl H. Wagener
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Patent number: 4257859Abstract: Quaternary ammonium compounds of the formula ##STR1## where R.sup.1 and R.sup.2 are identical or different and each is H, halogen, phenyl, alkyl, alkoxy or alkylthio,R.sup.3 is H or alkyl, hydroxyalkyl, cycloalkyl or aralkyl,R.sup.4 and R.sup.5 are identical or different and each is alkyl, phenyl, cycloalkyl or aralkyl orR.sup.4 and R.sup.5 together are a --(CH.sub.2).sub.4 -- bridge, a --(CH.sub.2).sub.5 -- bridge or a --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 -- bridge,R.sup.6 is alkyl andX.sup..crclbar. is Cl.sup..crclbar., Br.sup..crclbar., I.sup..crclbar., CH.sub.3 SO.sub.4.sup..crclbar. or C.sub.2 H.sub.5 SO.sub.4.sup..crclbar., a process for their preparation from Mannich bases of the formula ##STR2## and alkylating agents, and the use of these quaternary ammonium compounds as initiators for the photopolymerization of polymerizable mixtures containing olefinically unsaturated compounds, especially for the preparation of aqueous polymer dispersions or polymer solutions.Type: GrantFiled: July 12, 1979Date of Patent: March 24, 1981Assignee: BASF AktiengesellschaftInventors: Martin Fischer, Werner Kuesters, Erich Penzel, Wolfgang Rehder, Walter Trautmann
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Patent number: 4241088Abstract: The above captioned compounds exhibit potent and long acting anti-arrhythmic activity while lacking the undesirable side effects, e.g. .beta.-adrenergic receptor blocking activity and local anesthetic activity, characteristic of related prior art compounds.Type: GrantFiled: March 24, 1977Date of Patent: December 23, 1980Assignee: The Regents of the University of MichiganInventors: Raymond E. Counsell, Benedict R. Lucchesi
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Patent number: 4240982Abstract: Novel onium surfactants are described which correspond to the formula X[(CH.sub.2 CH.sub.2 O--.sub.m CH.sub.2 --R--CHR'--Q.sup..sym. A.sup..crclbar. ].sub.n, wherein X is an n-valent hydrophobic radical derived by the removal of n-atoms of active hydrogen from an organic compound; m is one or more; R is a divalent aromatic hydrocarbon radical of from 6 to about 14 carbon atoms, the chain-length of which may be interrupted by oxygen or sulfur atoms; R' is hydrogen or methyl and is methyl only when R is m- or p-phenylene; Q.sup..sym. is a quaternized atom of nitrogen or phosphorus or a tertiary atom of sulfur; A.sup..crclbar. is a compatible anion; and n is from 1 to 5. The following compound is an example C.sub.9 H.sub.19 --C.sub.6 H.sub.4 --O--CH.sub.2 CH.sub.2 O--.sub.15 CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 --S.sup..sym. --CH.sub.3).sub.2 Cl.sup..crclbar.. The novel surfactants are prepared in two steps.Type: GrantFiled: May 29, 1979Date of Patent: December 23, 1980Assignee: The Dow Chemical CompanyInventors: Robert F. Harris, Earl H. Wagener