Quaternary Ammonium Containing Patents (Class 564/281)
  • Patent number: 5132425
    Abstract: 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: Grant
    Filed: January 28, 1991
    Date of Patent: July 21, 1992
    Assignee: Kao Corporation
    Inventors: Kohshiro Sotoya, Uichiro Nishimoto, Hiroshi Abe
  • Patent number: 5130391
    Abstract: The present invention provides crosslinked ampholytic copolymers that are highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: July 14, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Iqbal Ahmed, Henry L. Hsiehp
  • Patent number: 5118847
    Abstract: 3-Hydroxy-2-cyclobuten-1-one salts of the general formula: ##STR1## wherein R is an ammonium group of the general formula: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: ##STR3## wherein R.sub.1, R.sub.2, and R.sub.3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.
    Type: Grant
    Filed: April 9, 1991
    Date of Patent: June 2, 1992
    Assignee: Lonza Ltd.
    Inventors: Barry Jackson, Thomas Scholl
  • Patent number: 5118717
    Abstract: 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: Grant
    Filed: February 13, 1990
    Date of Patent: June 2, 1992
    Assignee: Ionics, Incorporated
    Inventors: Russell B. Hodgdon, Russell J. MacDonald, Samuel S. Alexander
  • Patent number: 5116921
    Abstract: The present invention provides crosslinked ampholytic copolymers that are highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: October 28, 1991
    Date of Patent: May 26, 1992
    Assignee: Phillips Petroleum Company
    Inventor: Henry L. Hsieh
  • Patent number: 5110887
    Abstract: The present invention provides an article of manufacture which contains a crosslinked ampolytic copolymer that is highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: September 18, 1991
    Date of Patent: May 5, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Henry L. Hsieh, Iqbal Ahmed
  • Patent number: 5098970
    Abstract: The present invention provides crosslinked ampolytic copolymers that are highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: March 24, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Henry L. Hsieh, Iqbal Ahmed
  • Patent number: 5076828
    Abstract: This invention relates to novel oxyalkylated quaternary ammonium compounds, processes for their production and plant growth regulating compositions containing the same compounds. Each of these oxyalkylated quaternary ammonium compounds consists of an oxyalkylated quaternary ammonium cation and an anion selected from among carboxylic acid residues, aminosulfonic acid residues and phosphoric acid ester residues. These oxyalkylated quaternary ammonium compounds are least phytotoxic, produce marked growth regulating effects on a broad species of plants and are not easily decomposed by microorganisms.
    Type: Grant
    Filed: November 20, 1989
    Date of Patent: December 31, 1991
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Akira Taniuchi, Hironori Kataoka
  • Patent number: 5075399
    Abstract: The present invention provides crosslinked ampholytic copolymers that are highly absorbent to aqueous electrolyte solutions.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: December 24, 1991
  • Patent number: 5030757
    Abstract: A quaternary ammonium salt catalyst is recovered from mixtures where the salt is in contact with an aqueous alkaline phase by adding water to completely dissolve the salt and adding base to cause the dissolved catalyst to separate as a hydroxide which forms an oily upper phase.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: July 9, 1991
    Assignee: Ethyl Corporation
    Inventor: Bruce C. Berris
  • Patent number: 5008454
    Abstract: Novel compounds having the formula:R.sup.1 --OCH.sub.2 CH.sub.2 CH.sub.2 O--(CH.sub.2).sub.n --R.sup.2wherein R.sup.1 stands for a higher alkyl group; R.sup.2 stands for a primary to tertiary amino group or a quaternary ammonium group; and n denotes an integer of 3 to 10; and salts thereof, have excellent anti-tumor action and therefore are useful as anti-tumor agents.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: April 16, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Hiroaki Nomura, Akihiro Tasaka
  • Patent number: 4891159
    Abstract: Novel surface active agents of the formula: ##STR1## wherein R is selected from the group consisting of alkyl, aryl, alkylaryl groups of 2-18 carbons and alkoxymethyl wherein the alkoxy group is of 2-18 carbon atoms,R.sup.2 and R.sup.3 are individually selected from the group consisting of methyl; alkyl of 2 to 6 carbon atoms wherein said alkyl group is substituted by an electron-donating group on the beta carbon atoms thereof; polyoxyethylene and polyoxypropylene or R.sup.2 R.sup.3 may jointly form a --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 -- or CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.2 -- group so as to form, together with the nitrogen atom to which they are bound, to form a morpholine or thiomorpholine ringQ is a covalent bond or ##STR2## wherein R.sup.1 is independently selected from the same groups as R.sup.2 and R.sup.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: January 2, 1990
    Assignee: Miranol Inc.
    Inventor: Richard J. Nadolsky
  • 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: 4794197
    Abstract: 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: Grant
    Filed: January 31, 1986
    Date of Patent: December 27, 1988
    Inventors: Walter Schneider, Isidor Erni, Hans K. Hegetschweiler
  • Patent number: 4709083
    Abstract: A method of synthesizing boron analogues of choline and choline related mrials is disclosed. The method comprises reacting N,N dimethylethanolamine with hydrogen chloride or an acid chloride to form an ester hydrochloride. The resulting aminoalcohol hydrochloride or ester hydrochloride is further reacted with tetraethyl NBH.sub.4.Also disclosed are pharamaceutically interesting compounds of acetylcholine.
    Type: Grant
    Filed: May 19, 1986
    Date of Patent: November 24, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Bernard F. Spielvogel
  • 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: 4487698
    Abstract: A process for removing onium salts from aqueous solutions comprising adding a phenolic compound to an onium salt containing aqueous solution, contacting the solution with a water-immiscible organic material whereby the onium salt migrates into the water-immiscible organic material and separating the aqueous hase from the onium salt in the water-immiscible organic material.
    Type: Grant
    Filed: April 20, 1983
    Date of Patent: December 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karsten Idel, Dieter Freitag, Edgar Ostlinning
  • Patent number: 4441884
    Abstract: The present invention relates to a process for treating a polyamide textile substrate to increase the affinity thereof for anionic dyes or to reserve the same against cationic dyes comprising applying thereto, in a weakly alkaline medium, a compound of formula I, ##STR1## wherein R is phenyl; naphthyl; (C.sub.5-6)cycloalkyl; or phenyl or naphthyl substituted by a total of up to 3 substituents selected from the group consisting of (C.sub.1-4)alkyl, chlorine and bromine (maximum of two of each of these);each of R.sub.1 and R.sub.2, independently, is (C.sub.1-4)alkyl, and X.sup..crclbar. is a non-chromophoric anion.
    Type: Grant
    Filed: November 9, 1978
    Date of Patent: April 10, 1984
    Assignee: Sandoz Ltd.
    Inventors: Hans-Peter Baumann, Urs Mosimann
  • 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: 4369041
    Abstract: A technique is described for dyeing and printing textile materials of cellulose fibers and blends thereof with polyester fibers. The technique involves exposing the textile before and/or during the dyeing or printing sequence to the action of quaternary ammonium compound and a compound capable of releasing ammonia at a temperature within the range of 180.degree.-230.degree. C.
    Type: Grant
    Filed: May 12, 1981
    Date of Patent: January 18, 1983
    Assignee: Vyzkumny ustav zuslechtovaci
    Inventors: Drahomir Dvorsky, Karel Cerovsky, Jaromir Socha
  • Patent number: 4354006
    Abstract: Described is a novel process for producing quaternary ammonium compounds containing halohydrin functionality from tertiary amines without the use of epihalohydrin as the quaternization agent. The process of this invention comprises reacting an amino compound containing at least one tertiary amine group with an allyl halide to quaternize the amine and then reacting the quaternized product with hypohalous acid to convert the allyl substituents to halohydrin moieties.
    Type: Grant
    Filed: May 30, 1980
    Date of Patent: October 12, 1982
    Assignee: Hercules Incorporated
    Inventor: Ralph A. Bankert
  • 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