The Hydroxy Or Ether Oxygen Is Bonded Directly To A Ring Patents (Class 564/287)
  • Patent number: 4599335
    Abstract: 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: Grant
    Filed: July 31, 1985
    Date of Patent: July 8, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Ernst Buschmann, Norbert Meyer, Eberhard Ammermann, Ernst-Heinrich Pommer
  • Patent number: 4545995
    Abstract: 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: Grant
    Filed: July 12, 1983
    Date of Patent: October 8, 1985
    Assignee: Schering A.G.
    Inventors: William C. Lumma, Jr., Ronald A. Wohl
  • Patent number: 4540725
    Abstract: 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: Grant
    Filed: August 15, 1984
    Date of Patent: September 10, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Robert D. Jerabek, Jeffrey G. Koren, Mark W. Johnson
  • Patent number: 4490473
    Abstract: 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: Grant
    Filed: March 28, 1983
    Date of Patent: December 25, 1984
    Assignee: PanAb
    Inventor: Robert F. Brunhouse
  • Patent number: 4485048
    Abstract: 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: Grant
    Filed: August 9, 1982
    Date of Patent: November 27, 1984
    Assignee: Akzona Incorporated
    Inventors: James M. Richmond, Keith D. Stanley
  • Patent number: 4476323
    Abstract: 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: Grant
    Filed: February 24, 1981
    Date of Patent: October 9, 1984
    Inventors: Karl M. E. Hellsten, Jan G. Emanuelsson, Svante L. Wahlen, Axel I. Thebrin
  • Patent number: 4429162
    Abstract: 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: Grant
    Filed: February 1, 1982
    Date of Patent: January 31, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas W. Cooke, Robert A. Falk
  • Patent number: 4400380
    Abstract: 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: Grant
    Filed: June 22, 1981
    Date of Patent: August 23, 1983
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Harry W. Ritter, Michael L. Edwards
  • 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: 4366036
    Abstract: 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: Grant
    Filed: September 8, 1981
    Date of Patent: December 28, 1982
    Assignee: Occidental Chemical Corporation
    Inventors: Ronald J. Lash, Roy W. Herr
  • 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: 4290974
    Abstract: 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: Grant
    Filed: July 10, 1979
    Date of Patent: September 22, 1981
    Assignee: L'Oreal
    Inventors: Claude Bouillon, Charles Vayssie
  • Patent number: 4289787
    Abstract: 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: Grant
    Filed: December 10, 1979
    Date of Patent: September 15, 1981
    Assignee: Eli Lilly and Company
    Inventors: Bryan B. Molloy, Mitchell I. Steinberg
  • Patent number: 4260826
    Abstract: 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: Grant
    Filed: May 29, 1979
    Date of Patent: April 7, 1981
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Earl H. Wagener
  • Patent number: 4257859
    Abstract: 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: Grant
    Filed: July 12, 1979
    Date of Patent: March 24, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Fischer, Werner Kuesters, Erich Penzel, Wolfgang Rehder, Walter Trautmann
  • Patent number: 4241088
    Abstract: 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: Grant
    Filed: March 24, 1977
    Date of Patent: December 23, 1980
    Assignee: The Regents of the University of Michigan
    Inventors: Raymond E. Counsell, Benedict R. Lucchesi
  • Patent number: 4240982
    Abstract: 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: Grant
    Filed: May 29, 1979
    Date of Patent: December 23, 1980
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Earl H. Wagener