Hydroxy, Bonded Directly To Carbon, Or Ether Containing (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/285)
  • 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: 4708966
    Abstract: The present invention relates to novel specifically-substituted phenyl compounds, especially substituted di-tert-butyl phenol derivatives, which are effective as anti-inflammatory, analgesic and/or antipyretic agents. These phenyl compounds are substituted with a low molecular weight alkyl chain which terminates in a specific unsaturated functional group. These unsaturated functionalities are --C.tbd.CH, C.dbd.CH.sub.2, C.dbd.C.dbd.CH.sub.2, and aldehydes in the form of their acetals.The present invention further relates to pharmaceutical compositions which contain an anti-inflammatory agent of the present invention and a pharmaceutically-acceptable carrier.Finally, the present invention relates to methods for treating diseases characterized by inflammation, such as rheumatoid arthritis and osteoarthritis, in humans or lower animals.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: November 24, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
  • Patent number: 4705860
    Abstract: Quaternary ammonium salts of the formulaR.sub.1 --K.sup..sym. A.sup..crclbar.in whichR.sub.1 denotes C.sub.12 -C.sub.26 -alkyl or C.sub.12 -C.sub.26 -alkenyl,K.sup..sym. denotes a group of the formula ##STR1## or --.sup..sym. N(R.sub.2).sub.3, R.sub.2 denotes C.sub.1 -C.sub.3 -alkyl, preferably methyl, and A.sup..crclbar. denotes an anion of one of the following formulae: R.sub.3 SO.sub.3.sup..crclbar., in which R.sub.3 is C.sub.6 -C.sub.9 -alkyl or alkenyl and the sum of C atoms in R.sub.1 and R.sub.3 should be at least 21; ##STR2## in which Hal is fluorine, chlorine, bromine or iodine, R.sub.4 is C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.5 -alkoxy in positions 3, 4, 5 or 6, R.sub.5 is hydrogen or hydroxyl in positions 2 or 3, R.sub.6 is COO.sup.- or SO.sub.3.sup.- and R.sub.7 is hydrogen or methyl, with the exception of the salicylate and m-halogenobenzoate ions when combined with C.sub.16 -alkylpyridinium and C.sub.16 -alkyltrimethylammonium.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: November 10, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Ohlendorf, Heinz Hoffmann, Werner Interthal, Ulrich Pintschovius
  • Patent number: 4694104
    Abstract: The invention relates to polyoxyalkylene quaternized salts as phase transfer catalysts for liquid/liquid phase cyclopropanation, substitution or addition reactions involving a normally liquid or solvent soluble olefinically unsaturated hydrocarbon and the process in which said quaternary compound is utilized. The involved quaternized salts are defined by the formula: ##STR1## wherein R is alkyl having 8 to 30 carbon atoms, blends thereof or alkyl-substituted phenyl of 10 to 24 carbon atoms;n has a value of from 2 to 14 and includes mixtures within said range;R.sub.1 and R.sub.2 are hydrogen atoms or one of R.sub.1 and R.sub.2 is methyl;R.sub.3, R.sub.4 and R.sub.5 are independently hydrogen, an alkyl radical of 1 to 6 carbon atoms or phenyl or one of R.sub.3, R.sub.4 and R.sub.5 is an .beta.-ethyl-alkali metal sulfonate;A is a phosphorous or a nitrogen atom; and halo is a chlorine or bromine ion.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: September 15, 1987
    Assignee: GAF Corporation
    Inventors: Paritosh M. Chakrabarti, Sureshchandra G. Desai, Lindley S. Wood, Jr.
  • Patent number: 4638089
    Abstract: A fluorine-containing quaternary ammonium compound of the formula: ##STR1## wherein R.sub.f is a fluorine-containing straight or branched aliphatic hydrocarbon or polyether group, R.sub.1, R.sub.2 and R.sub.3 are each a C.sub.1 -C.sub.21 straight or branched alkyl, hydroxyalkyl or alkenyl group or a substituted or unsubstituted aryl or aralkyl group, R.sub.4 is a hydrogen atom or a acyl group, X.sup.- is an anion and n is an integer of 1 to 3, having a capability of reducing the surface tension of water and the interfacial tension between water and oil.
    Type: Grant
    Filed: April 24, 1981
    Date of Patent: January 20, 1987
    Assignee: Daikin Kogyo Co., Ltd.
    Inventors: Iwao Hisamoto, Chiaki Maeda, Mitsuhiro Nishiwaki
  • 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: 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: 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: 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: 4452745
    Abstract: Fluorenes bearing a 9-aminoalkyl substituent are useful antiarrhythmic agents. Pharmaceutical formulations containing such compounds are provided, as well as a method of treatment.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: June 5, 1984
    Assignee: Eli Lilly and Company
    Inventors: William B. Lacefield, Richard L. Simon
  • 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: 4421739
    Abstract: The invention provides compounds which are particularly valuable for use as the active ingredient in sun tan lotions and creams and the like. These compounds have the general formula: ##STR1## in which Y denotes hydrogen or the radical SO.sub.3 H or a salt thereof with an organic or inorganic base, and Z denotes the radical --CH.sub.2 Br or --CHBrBr or a radical Z' which denotes the radical --CH.sub.2 I, --CH.sub.2 R, --CHR'R', --CHO or --COOR", in which R denotes --NR.sub.1 R.sub.2, --N.sup.+ R.sub.1 R.sub.2 R.sub.3, --OR.sub.4, --OCOR.sub.5, --SR.sub.6, --CN, -COOR" or --SSO.sub.3 Na, in which R.sub.1 and R.sub.2 independently denote hydrogen, C.sub.1-18 alkyl or hydroxyalkyl, or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, denote a heterocyclic ring, R.sub.3 denotes C.sub.1-4 alkyl or hydroxyalkyl or sulphonatopropyl, R.sub.4 denotes hydrogen, alkyl, polyoxyethylene, aryl which is optionally substituted, menthyl or dialkylaminoalkyl, R.sub.
    Type: Grant
    Filed: March 14, 1978
    Date of Patent: December 20, 1983
    Assignee: L'Oreal
    Inventors: Claude Bouillon, Charles Vayssie
  • 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: 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: 4399076
    Abstract: 2-Vinyl- and 2-ethylcyclopropanes having an aryl group and a nitrogen-containing radical substituted at the 1-position on the ring are provided. The novel 1,1-disubstituted 2-vinylcyclopropane and 2-ethylcyclopropane compounds of this invention have utility in herbicidal applications and are useful reactants. The 2-vinylcyclopropane derivatives are useful monomers for anionic and radical polymerizations.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: August 16, 1983
    Assignee: National Distillers and Chemical Corporation
    Inventors: Richard G. Fayter, Jr., Allen L. Hall
  • 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: 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: 4331441
    Abstract: Compound for use in the dyeing of cellulosic fibers by anionic dyes, method of making such compound and method of dyeing involving the use of such compound. The compound has the general formula ##STR1## wherein R.sub.1 and R.sub.2 are alkyls with 1-3 carbon atoms, R.sub.3 is alkylene with 1-2 carbon atoms, R.sub.4 is a hydrogen atom or an alkyl with 1-2 carbon atoms, and X is an anion of a strong inorganic ore organic acid. Such compound may be produced by a method in which 70 to 80 parts by weight of 35% hydrochloric acid are gradually added to 100 parts by weight of N,N-dimethylbenzylamine whereupon the temperature of the reaction compound is adapted to the value of 40.degree. to 80.degree. C. and 55 to 75 parts by weight of epichlorhydrin are gradually added, wherein the temperature of the resulting compound is kept between 60.degree. to 100.degree. C. over the course of 60 to 120 minutes since the last addition of epichlorhydrin.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: May 25, 1982
    Assignee: Vyzkumny ustav zuslechtovaci
    Inventors: Drahomir Dvorsky, Karel Cerovsky
  • Patent number: 4327224
    Abstract: Alpha-[(lower alkylamino)alkyl]-4-hydroxy-3-(alkylthio, akylsulfinyl or alkylsulfonyl)benzenemethanols which have .beta.-adrenergic blocking activity and which are therefore useful in controlling tachycardia are prepared by reduction of the corresponding (lower alkylamino)alkyl 4-hydroxy-3-(akylthio, akylsulfinyl or alkylsulfonyl)phenyl ketones.
    Type: Grant
    Filed: June 25, 1976
    Date of Patent: April 27, 1982
    Assignee: Sterling Drug Inc.
    Inventor: Sydney Archer
  • Patent number: 4277471
    Abstract: Biphenylylalkylamines which have anti-arrhythmic activity have been prepared. Pharmaceutical formulations containing such compounds and a method of treating cardiac arrhythmias are provided.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: July 7, 1981
    Assignee: Eli Lilly and Company
    Inventors: William B. Lacefield, Richard L. Simon
  • Patent number: 4268439
    Abstract: Basic azo dyestuffs which are free from sulfonic acid and carboxylic acid groups and correspond to the formula ##STR1## wherein the radical have the below mentioned meaning, water-solubility and drawing speed and are used for dyeing and printing of polymers and copolymers of acrylnitrile, acid-modified polyesters or polyamides, and for dyeing of leather, tanned cotton, polyurethanes, writing liquids, lignin-containing fibres and for coloring of printing pastes.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: May 19, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Winfried Kruckenberg
  • 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: 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
  • 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