Polyoxyalkylene Patents (Class 564/294)
  • 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: 5098934
    Abstract: Novel .omega.-mercaptopropanamides and their homologs of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen and ##STR2## R.sub.1 ' is selected from the group consisting of alkyl of 1 to 5 carbon atoms and aryl optionally substituted with at least one member of the group consisting of --OH, alkyl and alkoxy of 1 to 5 carbon atoms, --NO.sub.2 and halogen, n is an integer from 1 to 5, R.sub.2 is selected from the group consisting of hydrogen alkyl of 1 to 5 carbon atoms and aryl and aralkyl of 6 to 15 carbon atoms optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, --OH, halogen and --CF.sub.3, R.sub.3 is selected from the group consisting of a) hydrogen, b) phenyl optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, --OH, --NO.sub.2, halogen, --CF.sub.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: March 24, 1992
    Assignee: Roussel Uclaf
    Inventors: Jean-Paul Vevert, Francoise Delevallee, Rogert Deraedt
  • 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: 5068431
    Abstract: Aliphatic surface active compounds containing a propylene chain bonded at one end to a cationic quaternary ammonium group and at the other end to an amphoteric amine oxide group, and methods of making and using them.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: November 26, 1991
    Assignee: Witco Corporation
    Inventors: Anastasios Karalis, Thomas Morong, Charles Juszkiewicz
  • 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: 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: 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: 4994199
    Abstract: Novel nonionic antimicrobial amine glycidol compounds which may be used in cleaning compositions with anionics, nonionics or cationic surfactants as cleaning agents or a preservative in water-based functional fluids or surface coating compositions are represented by the formula: ##STR1## wherein R is an alkyl group having from about 8 to about 18 carbon atoms, and mixtures thereof, R.sub.1 is selected from the group consisting of benzyl or an alkyl group having from 1 to about 12 carbon atoms, X is Cl, Br, or I, and n and m are from 1 to about 6.
    Type: Grant
    Filed: April 16, 1990
    Date of Patent: February 19, 1991
    Assignee: Olin Corporation
    Inventors: Michael Scardera, Frank R. Grosser
  • Patent number: 4992211
    Abstract: The invention relates to novel alkylene oxide-containing amphoteric compounds and to their use as surface active agents. The novel amphoteric compounds are especially useful in the cosmetics and toiletries areas, e.g., as surfactants in shampoo compositions.
    Type: Grant
    Filed: November 21, 1989
    Date of Patent: February 12, 1991
    Assignee: Sandoz Ltd.
    Inventor: Robert V. Casciani
  • Patent number: 4864060
    Abstract: Aliphatic surface active compounds containing a propylene chain bonded at one end to a cationic quaternary ammonium group and at the other end to an amphoteric amine oxide group, and methods of making and using them.
    Type: Grant
    Filed: August 31, 1987
    Date of Patent: September 5, 1989
    Assignee: Witco Corporation
    Inventors: Anastasios Karalis, Thomas Morong, Charles Juszkiewicz
  • 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: 4820820
    Abstract: Cationic surface-active products of the formula:R.sub.1 --O[C.sub.2 H.sub.3 (R.sub.2)O--].sub.p [C.sub.2 H.sub.3 (CH.sub.2 OH)O].sub.(n-1) CH.sub.2 --CHOH--CH.sub.2 --Gin which R.sub.1 =C.sub.4 -C.sub.20 aliphatic radical, R.sub.2 =C.sub.4 -C.sub.20 alkyl, alkoxymethyl or alkenyloxy radical, p=1-2.5, n=2-20 and G denotes an amine or amine oxide group, and their salts are disclosed for use principally in cosmetics.
    Type: Grant
    Filed: September 23, 1987
    Date of Patent: April 11, 1989
    Assignee: L'Oreal
    Inventors: Henri Sebag, Guy Vanlerberghe
  • Patent number: 4820511
    Abstract: Cosmetic compositions for hair care and aftertreatment include a surface-active quaternary ammonium compound of the following formula: ##STR1## wherein R.sup.1 and R.sup.2 are C.sub.8 -C.sub.22 -alkyl; R.sup.3 is C.sub.1 -C.sub.4 -alkyl, benzyl, or --(C.sub.n H.sub.2n O)z; n is 2 or 3; x, y, and z are 1-20; and A is an anion; as hair revitalizing agents with particularly good emulsifying properties. In one embodiment, the compositions are in the form of oil-in-water emulsions useful as hair rinses and contain from 0.1 to 5% by weight of the quaternary ammonium compound and from 0.2 to 10% by weight of a water-insoluble oil or fatty component, especially a C.sub.12 -C.sub.18 fatty alcohol, a mono- and/or diglyceride of a C.sub.12 -C.sub.18 fatty acid, or a paraffin wax.
    Type: Grant
    Filed: August 26, 1987
    Date of Patent: April 11, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Horst Hoeffkes, Fritz Lange, Karl Giede
  • Patent number: 4722978
    Abstract: A cationic ring-opening polymerization of a cyclic ether ("CE") in conjunction with an unsaturated alcohol (propagator) having an allyl double bond, produces a polyether macromer having an allylic group near one end and a hydroxyl group at the other. The polymerization proceeds by polyaddition of the CE to the OH group which is the propagating species. The CE is an alkylene oxide or an aliphatic or aromatic glycidyl ether; the propagator is a primary or secondary alcohol which, if cyclic may have a single internal double bond in one ring. The catalyst is a Friedel-Crafts acid, strong protic organic or inorganic acid, oxonium salt, or the like.
    Type: Grant
    Filed: August 30, 1985
    Date of Patent: February 2, 1988
    Assignee: The B. F. Goodrich Company
    Inventor: Simon H. Yu
  • Patent number: 4695653
    Abstract: Cationic surface-active agents which are polyhydroxylated tertiary amines or the quaternary ammonium salts thereof and which are usefully employed in cosmetic compositions, are prepared by condensing on a fatty alcohol, glycerol epihalohydrin alone or together with an epoxide to form polyhalogenated polyethers, which in turn are converted to polyhalogenated glycidyl ethers, the latter being reacted with a secondary amine to form polyhalogenated tertiary amines which are then reacted with sodium or potassium acetate in the presence of a diol to form said polyhydroxylated tertiary amines.
    Type: Grant
    Filed: August 23, 1983
    Date of Patent: September 22, 1987
    Assignee: L'Oreal
    Inventors: Gregoire Kalopissis, Guy Vanlerberghe
  • Patent number: 4661288
    Abstract: Water-soluble zwitterionic compounds having clay soil removal/anti-redeposition properties. The zwitterionic compounds are selected from monozwitterionic compounds, dizwitterionic compounds, polyzwitterionic compounds, and zwitterionic polymers. These zwitterionic compounds are useful in detergent compositions at from about 0.05 to about 95% by weight. In addition to the zwitterionic compounds, the detergent compositions further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof.
    Type: Grant
    Filed: March 8, 1985
    Date of Patent: April 28, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Donn N. Rubingh, Eugene P. Gosselink
  • Patent number: 4659802
    Abstract: Water-soluble cationic compounds having clay soil removal/anti-redeposition properties. The cationic compounds are selected from ethoxylated cationic diamines, ethoxylated cationic polyamines, ethoxylated cationic polymers and mixtures thereof. These cationic compounds are useful in detergent compositions.
    Type: Grant
    Filed: November 22, 1983
    Date of Patent: April 21, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Donn N. Rubingh, Eugene P. Gosselink
  • 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: 4544506
    Abstract: Quaternary ammonium compounds having the general formula: ##STR1## wherein m is either 0, 1, 2, or 3; each R.sub.5 may be the same or different and are selected from the groups including straight- or branched-chain alkyl or alkenyl radicals having from 1 to 30 carbon atoms, inclusive, or a phenyl or benzyl radical; R.sub.2 is H-, a C.sub.1 to C.sub.10 straight- or brached-chain alkyl or alkenyl radical, a phenyl group, a benzyl group, or a halogenated alkyl group; R.sub.3 and R.sub.4 are different or the same and are selected from the group including H-, or a C.sub.1 to C.sub.10 straight- or branched-chain alkyl or alkenyl radical, a phenyl group, or a benzyl group, and wherein n is an integer between 0 and 30, inclusive, and methods for their manufacture are described.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: October 1, 1985
    Assignee: Akzona Incorporated
    Inventors: Kenneth B. White, James M. Richmond, Keith D. Stanley
  • Patent number: 4540521
    Abstract: This invention relates to improved liquid quaternary ammonium compositions obtained by quaternizing a mixture of amines with essentially a stoichiometric amount of a di(C.sub.1-4 alkyl)sulfate, said amine mixture containing 80 to 99.5 weight percent of an alkoxylated ether amine of the formula ##STR1## where R is an aliphatic hydrocarbon radical having from 2 to 20 carbon atoms, R' is hydrogen or methyl and x and y are integers from 1 to 20, and 0.5 to 20 weight percent of a trialkanolamine of the formula ##STR2## where z is an integer from 1 to 6. The quaternary ammonium compositions are useful as antistatic agents for a variety of synthetic fibers, yarns and fabrics.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: September 10, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: Roger H. Garst, Frank N. Tuller, Charles R. Tucker
  • 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: 4505839
    Abstract: Polyalkanolamines of controlled molecular weights and their uses as demulsifiers and/or flotation agents.
    Type: Grant
    Filed: May 18, 1981
    Date of Patent: March 19, 1985
    Assignee: Petrolite Corporation
    Inventors: Thomas J. Bellos, Eva G. Lovett
  • Patent number: 4492802
    Abstract: Process for the manufacture of quaternary ammonium compounds by reacting a compound having a terminal epoxide troup with a salt of a tertiary amine in the presence of a quaternary ammonium compound as catalyst.
    Type: Grant
    Filed: April 19, 1982
    Date of Patent: January 8, 1985
    Assignees: Henkel Kommanditgesellschaft auf Aktien, Degussa Aktiengesellschaft
    Inventors: Horst Rutzen, Peter Nikolaus, Martin Bischoff, Rudolf Lehmann
  • Patent number: 4482713
    Abstract: Novel quaternary ammonium salts of the general formula[R.sup.1 R.sup.2 R.sup.3 N(A--O).sub.n --R.sup.4 ].sup.+ Z.sup.-where R.sup.1 and R.sup.2 are identical or different and each is alkyl, aryl, aralkyl, alkylaryl, alkoxyalkyl, or a (poly)alkylene glycol radical, or R.sup.1 and R.sup.2, together with the nitrogen atom, are a heterocyclic ring, or one or more substituents R.sup.1 or R.sup.2 are polyfunctional so that the salt contains not less than 2 ammonium groups, R.sup.3 and R.sup.4 are identical or different monovalent radicals of one or more alkylating agents R.sup.3 X or R.sup.4 X, for example an (ar)alk(en)yl halide, sulfate or methosulfate or an (alkyl)aryl-sulfonate or -sulfonic acid ester, A is alkylene of 2 to 10 carbon atoms, n is an integer and Z is either X or another salt-forming anion or a hydroxyl ion, are prepared by N-alkylation and O-alkylation of an alkanolamine with the aid of a phase transfer catalyst and are useful as cationic surfactants, etc.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: November 13, 1984
    Assignee: BASF Aktiengesellschaft
    Inventor: Rainer Strickler
  • 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: 4450295
    Abstract: Process for manufacturing anhydrous 2-hydroxy-3-chlorophropane trialkylammonium chloride by conversion of trialkylammonium chloride with epichlorohydrin by forming an aqueous solution of trialkylammonium chloride in an organic solvent inert to epichlorohydrin, the solvent forming an azeotrope with ater which boils at temperatures up to the normal boiling point of the solvent, distilling off the azeotrope to form a suspension of trialkylammonium chloride in the solvent reaction product and reacting the reaction product in the solvent with epuichlorohydrin at a temperature of 20.degree. to 120.degree. C.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: May 22, 1984
    Assignee: Chemische Fabriek Zaltbommel, B.V.
    Inventor: Hendrikus J. H. van der Mass
  • Patent number: 4436909
    Abstract: Cationic surface-active agents which are polyhydroxylated tertiary amines or the quaternary ammonium salts thereof and which are usefully employed in cosmetic compositions, are prepared by condensing on a fatty alcohol, glycerol epihalohydrin alone or together with an epoxide to form polyhalogenated polyethers, which in turn are converted to polyhalogenated glycidyl ethers, the latter being reacted with a secondary amine to form polyhalogenated tertiary amines which are then reacted with sodium or potassium acetate in the presence of a diol to form said polyhydroxylated tertiary amines.
    Type: Grant
    Filed: January 11, 1980
    Date of Patent: March 13, 1984
    Assignee: L'Oreal
    Inventors: Gregoire Kalopissis, Guy Vanlerberghe
  • Patent number: 4421932
    Abstract: Process for the manufacture of quaternary ammonium compounds by reacting a compound having a terminal epoxy group with a tertiary amine which is partly present as the free amine and partly present in the form of a salt, followed by the addition of sufficient acid at the end of the reaction to complete salt formation of the quaternary ammonium compound.
    Type: Grant
    Filed: April 19, 1982
    Date of Patent: December 20, 1983
    Assignee: Henkel KGaA
    Inventors: Horst Rutzen, Manfred Petzold
  • Patent number: 4416808
    Abstract: Bis-betaine-amine oxides of the formula ##STR1## in which R is a saturated or an olefinically unsaturated hydrocarbon radical having 1 to 3 double bonds and 8 to 22 carbon atoms,n.sup.1 and n.sup.2 each is an integer of from 2 to 3, n.sup.1 and n.sup.2 optionally being identical or different,m.sup.1 and m.sup.2 each is an integer of from 1 to 4, m.sup.1 and m.sup.2 optionally being identical or different, anda, b, c and d, being identical or different, each is a number of from 1 to 5, with the proviso that the sum (a+b+c+d) is at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2, by dicyanoalkylation, hydrogenation, ethoxylation, reaction with alkali metal salts of .omega.-halocarboxylic acids, and subsequent oxidation with hydrogen peroxide. They are surfactants of mild action and suitable for formulating cosmetic and industrial cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 22, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4415487
    Abstract: Bis-betaines of the formula ##STR1## in which R denotes a saturated or an olefinically unsaturated hydrocarbon radical which has 1 to 3 double bonds and 8 to 22 carbon atoms,n.sup.1 and n.sup.2 represent an integer from 2 to 3, and n.sup.1 and n.sup.2 can be identical or different,m.sup.1 and m.sup.2 represent an integer from 1 to 4, and m.sup.1 and m.sup.2 can be identical or different, anda, b, c and d, which are identical or different, each is a number from 1 to 5, but the sum (a+b+c+d) should be at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2, by dicyanoalkylation, hydrogenation, ethoxylation and reaction with alkali metal salts of .omega.-halogenocarboxylic acids. They are suitable for formluating cosmetic and industrial cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 15, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • 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: 4401577
    Abstract: This disclosure relates to fabric softening compositions containing quaternary ammonium dihydroborates and to methods of softening textiles employing such compounds and compositions. Such softening compositions have unusually and unexpectedly favorable stabilities in 3% dispersions in water.
    Type: Grant
    Filed: February 23, 1982
    Date of Patent: August 30, 1983
    Assignee: Akzona Incorporated
    Inventor: James M. Richmond
  • 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: 4281196
    Abstract: This invention is directed to quaternary compounds of the formula ##STR1## wherein R.sup.1 represents an aliphatic hydrocarbon radical of from about 1 to 21 carbon atoms; R.sup.2 represents hydrogen or has the same meaning as R.sup.1, the total number of carbon atoms in R.sup.1 and R.sup.2 being from 6 to 22, and, when R.sup.2 is hydrogen, R.sup.1 has from 6 to 21 carbon atoms; R.sup.3 represents an alkyl or hydroxyalkyl group having from 1 to 4 carbon atoms or a radical of formula ##STR2## wherein R and R are devined above, X and Y are each either hydrogen or a methyl group, with the proviso that X and Y cannot both be a methyl group, and p is an integer of from 1 to 20; R.sup.4 represents an alkyl radical of from 1 to 4 carbon atoms; m and n are integers of from about 1 to 20; and A.crclbar. is an anion. The quaternary compounds are useful as fabric softeners.
    Type: Grant
    Filed: October 11, 1979
    Date of Patent: July 28, 1981
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Horst Rutzen, Jochen Heidrich, Martin Bischoff, Udo Kloubert, Peter Waltenberger, Ingo Wegener
  • Patent number: 4259217
    Abstract: Laundry detergent compositions containing no phosphate or low levels of phosphate materials and specific mixtures of selected nonionic surfactants and selected cationic surfactants are disclosed. The nonionic/cationic surfactant mixtures are formulated to have "cloud point" characteristics and, preferably, reduced cationic monomer concentrations as defined herein. These compositions are unusually effective in removing greasy and oily soils and body soils from fabrics; they are also effective in the removal of particulate soils. A process is disclosed for laundering fabrics using compositions containing nonionic surfactants and cationic surfactants.
    Type: Grant
    Filed: June 26, 1978
    Date of Patent: March 31, 1981
    Assignee: The Procter & Gamble Company
    Inventor: Alan P. Murphy