Plural Diverse Oxyalkylene Groups Containing Patents (Class 568/625)
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Patent number: 4624299Abstract: A method of indirect liquid phase heat transfer which comprises continuously circulating between a heat generating and a heating source or water-soluble or water-dispersible polymer having a viscosity of less than about 100 centistokes at 100.degree. F., of the formula:R(OAR').sub.xwhereinR is a C.sub.5 to C.sub.36 linear branched or alicyclic aliphatic hydrocarbyl group;O is oxygen;A is a polyoxyalkylene residue having oxyalkylene units derived from ethylene oxide or ethylene oxide and at least one other lower alkylene oxide having 3 or 4 carbon atoms;R' is hydrogen, a C.sub.1 to C.sub.8 alkyl group or nonbornyl; andx is an integer having a value of 1 to 6, wherein for values of x greater than 1 each AR' may be the same or different.Type: GrantFiled: June 28, 1985Date of Patent: November 25, 1986Assignee: Union Carbide CorporationInventors: Ronald H. Harding, George E. Totten
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Patent number: 4617984Abstract: A method of indirect liquid phase heat transfer utilizing as a heat transfer fluid a composition comprising polytetra(methylene oxide) or poly(trimethylene oxide) homopolymers having molecular weights of from about 300 to about 1,000.Type: GrantFiled: June 28, 1985Date of Patent: October 21, 1986Assignee: Union Carbide CorporationInventors: Ronald H. Harding, George E. Totten
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Patent number: 4610222Abstract: A method of and apparatus for cooling an internal combustion engine with an oil-in-alcohol containing consolute antifreeze composition.Type: GrantFiled: July 23, 1984Date of Patent: September 9, 1986Assignee: Union Carbide CorporationInventors: Errol D. Goddard, Pak S. Leung, Paul H. Mohr
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Patent number: 4606837Abstract: Water soluble thickeners made by alkoxylating monohydric alcohol hydrophobes are described. The monohydric alcohol should have at least 18 carbon atoms to be properly hydrophobic. In addition, a large proportion of ethylene oxide must be added, such that the molar ratio of ethylene oxide to monohydric alcohol hydrophobe is at least 40:1. Improved results are obtained if 8-15 moles of propylene oxide are added as a block to the single mole of hydrophobe first. The alkoxylations are necessary to provide the desired viscosities and hydrophilic nature. These thickeners are particularly useful in the glycol-water based fluids of this invention.Type: GrantFiled: January 30, 1985Date of Patent: August 19, 1986Assignee: Texaco Inc.Inventors: Edward E. McEntire, Edward C. Y. Nieh, Robert A. Grigsby, Jr., David R. McCoy
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Patent number: 4521326Abstract: A thickening agent comprising polyether derivatives of the general formula: ##STR1## wherein R.sub.1 is a substituted or unsubstituted hydrocarbon radical or an alkylphenol radical having 10 or more carbon atoms, n is 10 to 100, m is 0 to 25, and p is 1 to 3, and wherein R.sub.2 is an alkyl radical having 8 to 30 carbon atoms. These polyether derivatives are prepared by the gradual addition of a long-chain 1,2-epoxy having a chain length of 10 to 32 carbon atoms at temperatures from 100.degree. to 200.degree. C.Type: GrantFiled: February 28, 1983Date of Patent: June 4, 1985Assignee: Akzona IncorporatedInventors: Karl Seibert, Klaus Neumann, Ernst Spiess, Hendrik G. Bruil
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Patent number: 4521572Abstract: Novel modified polyether polyols made by first optionally alkoxylating, subsequent reaction with epoxy resins and final alkoxylation of mixtures of initiators is described. The initiator mixture is made up of about 60 to 90 wt. % of a partially alkoxylated trifunctional initiator and 10 to 40 wt. % of a secondary partially alkoxylated initiator having an active hydrogen functionality of from 4 to 8. Preferably, the alkylene oxide component is a blend of ethylene oxide and propylene oxide, and the resulting modified polyol molecules have 0.25 to 2.5 wt. % internally located epoxy resin. Flexible polyurethane foams made from these polyether polyols have improved load bearing properties as compared with those made from prior art polyols.Type: GrantFiled: February 22, 1984Date of Patent: June 4, 1985Assignee: Texaco Inc.Inventors: Michael Cuscurida, Bruce W. Peterson
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Patent number: 4481123Abstract: The new polyethers obtainable by polymerization of an 1,2-epoxyalkane with 8 to 26 carbon atoms, and a tetrahydrofuran in the presence of a hydroxyl compound of the formulaH-OR.sup.1in which R.sup.1 denotes hydrogen, an alkyl radical having 1 to 24 carbon atoms or a hydroxyalkyl radical having 2 to 40 carbon atoms are disclosed together with their use as lubricants.Type: GrantFiled: April 22, 1982Date of Patent: November 6, 1984Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz Hentschel, Rolf Dhein, Siegfried Kussi, Hans Winter, Herbert Vojacek
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Patent number: 4476038Abstract: The invention relates to a defoaming agent. The active compounds having the formula ##STR1## wherein z=a whole number from 1 to 3;R.sup.1 =a hydrocarbon radical having a functionality of z, and when z is l, a hydrogen radical;R.sup.2 =hydrogen, alkyl, aryl, --CONHR.sup.3, ##STR2## or a --SiR.sub.3.sup.3 radical, in which at most 100/z % of all R.sup.2 radicals may be hydrogen radicals;R.sup.3 =a monofunctional hydrocarbon radical;R.sup.4 =a linear alkyl radical with an average of 4 to 16 carbon atoms, a methyl, or hydrogen radical, in which case, however, no more than 90 mole percent of the R.sup.4 radicals may be methyl or hydrogen radicals; andn=is a whole number not less than 2.Type: GrantFiled: December 10, 1982Date of Patent: October 9, 1984Assignee: Th. Goldschmidt AGInventors: Jurgen Fock, Hans-Ferdi Fink
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Patent number: 4453023Abstract: The process for preparing nonionic surfactants wherein a narrower molecular weight distribution is obtained by the use of a barium catalyst which comprises reacting a reactive hydrogen compound selected from the group consisting of monohydric alcohols having from about 8 to about 20 carbon atoms and a difunctional polypropylene oxide polymer having an average molecular weight in the range of 1000 to 5000 with an alkylene oxide having 2 to 4 carbon atoms at a temperature at which the reaction proceeds in the presence of at least a catalytic amount of a barium salt selected from the group consisting of barium hydroxide, barium alkoxides, barium phenoxides, hydrates thereof or mixtures thereof and a catalytic amount of an oxyalkylation catalyst promoter.Type: GrantFiled: December 30, 1982Date of Patent: June 5, 1984Assignee: Union Carbide CorporationInventors: James H. McCain, Louis F. Theiling, Jr.
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Patent number: 4453022Abstract: The process for preparing nonionic surfactants wherein a narrower molecular weight distribution is obtained by the use of a calcium and/or strontium catalyst which comprises reacting a reactive hydrogen compound selected from the group consisting of monohydric alcohols having from about 8 to about 20 carbon atoms and a difunctional polypropylene oxide polymer having an average molecular weight in the range of 1000 to 5000 with an alkylene oxide having 2 to 4 carbon atoms at a temperature at which the reaction proceeds in the presence of at least a catalytic amount of a basic salt of calcium and/or strontium selected from the group consisting of hydroxide, alkoxide and phenoxides and a catalytic amount of an oxyalkylation catalyst promoter.Type: GrantFiled: April 21, 1982Date of Patent: June 5, 1984Assignee: Union Carbide CorporationInventors: James H. McCain, Louis F. Theiling, Jr.
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Patent number: 4359589Abstract: An improved process for making linear polyethers having a relatively narrow molecular weight distribution comprises contacting a monoepoxide with a salt selected from the group consisting of fluoborate, fluophosphate, fluoantimonate and fluoarsenate salts of a metal selected from the group consisting of alkali metals, alkaline earth metals, lead, nickel, aluminum, cadmium, cobalt, tin, zinc and copper in the presence of a hydroxyl-containing compound at a controlled temperature of about -78.degree. C. to less than +20.degree. C. and in the absence of any additional acid.Type: GrantFiled: July 27, 1981Date of Patent: November 16, 1982Assignee: Shell Oil CompanyInventor: Thomas F. Brownscombe
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Patent number: 4355188Abstract: Polyetherpolyols containing residues of catalysts of the double metal cyanide complex class are treated with a strong base and ion exchanged or neutralized and filtered to provide a stable polyol with reduced tendency to form allophanates with diisocyanates. Further, the addition of ethylene oxide to the polyol while in contact with the strong base serves to end cap the polyol to provide it with primary hydroxyl groups.Type: GrantFiled: September 25, 1981Date of Patent: October 19, 1982Assignee: The General Tire & Rubber CompanyInventors: Robert J. Herold, Robert E. Bingham
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Patent number: 4340766Abstract: Biodegradable and low-foaming cleaning agents and dishwashing agents containing non-ionic surfactants which have been obtained by reacting one or more adducts of a C.sub.8 -C.sub.20 -alkanol and from 4 to 14 moles of ethylene oxide with 1,2-butylene oxide in a molar ratio of from 1:1.6 to 1:2.4.Type: GrantFiled: January 22, 1981Date of Patent: July 20, 1982Assignee: BASF AktiengesellschaftInventors: Erhard Klahr, Albert Hettche, Wolfgang Trieselt, Dieter Stoeckigt, Horst Trapp
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Patent number: 4340382Abstract: An improved method is provided for treating and processing textile materials which comprises contacting said textile materials with an aqueous composition containing a low-foaming, nonionic surfactive agent having a block-random structure represented by the formula:R--O--Ax--B--Hwhere R is a primary alkyl group having from 7 to 11 carbon atoms; A is oxypropylene groups; x is an integer of from 3 to about 15 and B is a random mixture of oxyethylene and oxypropylene groups having a molar ratio of oxyethylene to oxypropylene of from about 2:1 to about 5:1.Type: GrantFiled: December 16, 1980Date of Patent: July 20, 1982Assignee: Union Carbide CorporationInventors: Robert J. Morlino, Quintin W. Decker, Erich Marcus
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Patent number: 4317940Abstract: Described are biodegradable surfactants useful as agricultural emulsifiers and having the formula: ##STR1## wherein R is a linear, alkyl hydrocarbon chain having an average from about 6 to about 10 carbon atoms; R' is a linear, alkyl hydrocarbon of 1 to about 4 carbon atoms; R" is a linear, alkyl hydrocarbon of from 1 to about 4 carbon atoms; x is an integer from about 8 to about 12; y is an integer from about 19 to about 25; and z is an integer from about 2 to 7.Type: GrantFiled: December 23, 1980Date of Patent: March 2, 1982Assignee: Olin CorporationInventors: Michael Scardera, Frank R. Grosser
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Patent number: 4317938Abstract: A process for the preparation of C.sub.8 to C.sub.20 secondary alkanol alkoxylates from C.sub.8 to C.sub.20 olefins and alkylene and/or polyether glycols, which comprises sulfating the olefins with sulfuric acid to obtain C.sub.8 to C.sub.20 secondary monoalkyl sulfuric acids, introducing said monoalkyl sulfuric acids and said glycols into an alkoxylation reaction zone, and reacting said monoalkyl sulfuric acids and said glycols under specified conditions of time and temperature.Type: GrantFiled: December 31, 1980Date of Patent: March 2, 1982Assignee: Shell Oil CompanyInventor: Eugene F. Lutz
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Patent number: 4316991Abstract: The modification of polyether polyols by their reaction with epoxy resin and alkylene oxides is described. The modified polyols of 2000 to 7000 molecular weight produce flexible polyurethane foams that have higher load bearing properties than foams made with nonmodified polyols. The ability of a modified polyol to make a higher load bearing foam is related to the position in the polyol chain the epoxy resin is added.Type: GrantFiled: September 2, 1980Date of Patent: February 23, 1982Assignee: Texaco Inc.Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
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Patent number: 4304902Abstract: Disclosed are copolymers of ethylene oxide and epoxy-n-alkane of 12 to 25 carbon atoms. These copolymers exhibit greater viscosity in water or in aqueous acid solutions than do ethylene oxide homopolymers of comparable molecular weight and this greater viscosity is more stable to mechanical shear.Type: GrantFiled: December 19, 1980Date of Patent: December 8, 1981Assignee: Hercules IncorporatedInventor: Leo M. Landoll
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Adducts of alcohols and olefin oxides as biodegradable and low-foaming tensides useful in detergents
Patent number: 4303544Abstract: A compound of the formula ##STR1## wherein R is alkyl of 8-22 carbon atoms in the alkyl chain or hydroxyalkyl of 2-22 carbon atoms; and R' and R" each independently is hydrogen or C.sub.1 -C.sub.20 -alkyl provided that R' and R" are not simultaneously hydrogen, and R' and R" in total have 8-20 carbon atoms;andin I, x is 0.5-5 and y is 5-50; andin II, z is freely selectable with the proviso that the sum total of all x for a given z is 0.5-5 and the sum total of all y for a given z is 5-50;and m is 1 or 2.Type: GrantFiled: May 5, 1980Date of Patent: December 1, 1981Assignee: Chemische Werke Huels, A.G.Inventors: Kurt Kosswig, Ekkehard Wienhoefer -
Patent number: 4302613Abstract: Strontium and barium-based catalyzed alkoxylation of alcohols of all classes is carried out more rapidly and produces a more peaked reaction product when carried out in the presence of co-catalysts such as calcium oxide, calcium carbide, calcium hydroxide, magnesium metal, magnesium hydroxides, zinc oxide, and aluminum metal.Type: GrantFiled: August 22, 1980Date of Patent: November 24, 1981Assignee: Conoco Inc.Inventors: Kang Yang, Gerald L. Nield, Paul H. Washecheck
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Patent number: 4302349Abstract: Compounds of the following formula are suitable for reducing the interfacial surface tension of oily phases with respect to water: ##STR1## wherein z is 1 or 2,R, for z=1, is alkyl, aralkyl, or alkylaryl of 8-22 carbon atoms in the alkyl chain, or hydroxyalkyl of 2-22 carbon atoms, and, for z=2, is (aryl)alkylene of 4-18 carbon atoms,R' and R" each independently is hydrogen or C.sub.1 -C.sub.20 -alkyl wherein R' and R" are not simultaneously hydrogen and R' and R" together have 8-20 total carbon atoms,x is 10-40 andy is 1.2-5.Type: GrantFiled: May 5, 1980Date of Patent: November 24, 1981Assignee: Chemische Werke Huls, A.G.Inventors: Kurt Kosswig, Ekkehard Wienhoefer
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Patent number: 4299993Abstract: A method for increasing the primary hydroxyl end groups in polyethers includes the steps of charging a reaction vessel with tetrahydrofuran and propylene oxide, adding BF.sub.3 or a BF.sub.3 -containing catalyst and then polymerizing the first pair of monomers to form a copolymer. After the first copolymerization is at least 60 percent complete, the method further includes the steps of adding ethylene oxide to the copolymer and unreacted monomers in the reaction vessel, and polymerizing the contents therein to form a terpolymer predominantly terminated by primary hydroxyl groups. The reaction is thereafter terminated and the terpolymer is separated from the remaining contents of the reaction vessel, washed and dried. The resulting terpolymer has from about 20 to about 80 weight percent of tetrahydrofuran, from about 10 to about 60 weight percent of propylene oxide, from about five to about 40 weight percent of ethylene oxide and at least 60 mole percent of terminal primary hydroxyl groups.Type: GrantFiled: March 3, 1980Date of Patent: November 10, 1981Assignee: The Firestone Tire & Rubber CompanyInventors: Tristram W. Bethea, Shingo Futamura
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Patent number: 4299994Abstract: The invention relates to novel, polyoxyalkylene condensation products based on mixtures of primary, aliphatic alcohols, at least 70 mol % of which are branched 1-decanols, and to the use of these products as surface active agents.Type: GrantFiled: February 6, 1980Date of Patent: November 10, 1981Assignee: Sandoz, Inc.Inventor: Franklin H. Stahel
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Patent number: 4288639Abstract: New liquid thickeners for aqueous liquids are obtained by capping a liquid straight chain polyoxyalkylene compound derived from ethylene oxide or ethylene oxide and at least one other lower alkylene oxide by reacting said alkylene oxides with at least one active hydrogen-containing initiator having only one active hydrogen atom. The new thickeners are prepared at a molecular weight of about 1000 to about 25,000 utilizing an alpha-olefin oxide having a carbon chain of about 12 to about 18 aliphatic carbon atoms. Both block and heteric polyoxyalkylene compounds are useful. Alternatively, the new thickeners can be made by copolymerizing ethylene oxide or mixed lower alkylene oxides in the presence of said alpha-olefin oxide. The new thickeners exhibit an unexpected increase in viscosity in aqueous systems as compared with prior art liquid polyether thickening agents.Type: GrantFiled: October 22, 1979Date of Patent: September 8, 1981Assignee: BASF Wyandotte CorporationInventor: Ronald L. Camp
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Patent number: 4280919Abstract: A detergent and cleanser which contains an oxyalkylated alcohol of the formula ##STR1## where R is C.sub.8 -C.sub.18 -alkyl, x is from 2 to 4.5 and y is from 2 to 5, as a low-foam, biodegradable surfactant additive.Type: GrantFiled: April 29, 1980Date of Patent: July 28, 1981Assignee: BASF AktiengesellschaftInventors: Dieter Stoeckigt, Dieter Kiessling, Johannes Perner, Wolfgang Trieselt, Horst Trapp
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Patent number: 4273946Abstract: Lubricants and processing aids for synthetic fibers, particularly polyester and nylon fibers, are disclosed comprising compounds having the structural formulas: ##STR1## in which R is an aliphatic group generally having about 3 to about 22 carbon atoms; A is a mixture of residues from ethylene oxide and at least one other lower alkylene oxide, preferably a heteric mixture of oxyethylene and oxypropylene residues in the respective ratio by weight of 20:80 to 90:10; and n has a value to produce a molecular weight of about 300 to about 3000.Where liquid products are desired which contain the higher numbered carbon chain residues, low viscosity compounds can be obtained by oxyalkylating a glycerol-1,3-dialkylether with a mixture of ethylene oxide and 1,2-propylene oxide in the respective ratio as set forth above.Type: GrantFiled: October 10, 1979Date of Patent: June 16, 1981Assignee: BASF Wyandotte CorporationInventors: David D. Newkirk, Robert B. Login
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Patent number: 4230612Abstract: A lubricant for use in the processing of plastics is disclosed. The lubricant comprises a polyalkylene oxide made from a monomer selected from the group consisting of aliphatic, non-substituted, 1,2-alkylene oxides containing from about six to about 40 carbon atoms, and mixtures thereof, said polyalkylene oxide having an average molecular weight from about 1,000 to about 6,000. Also disclosed is a process for using such lubricants in the shaping of thermoplastic polymers.Type: GrantFiled: January 11, 1979Date of Patent: October 28, 1980Assignee: Akzona IncorporatedInventors: Heinz Praetorius, Karl Seibert, Werner Holtvoigt
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Patent number: 4228310Abstract: Covers a method of preparing polyether polyols useful in making a polyisocyanurate polymer by oxyalkylating an alcohol by the catalytic addition of an alkylene oxide to said alcohol in presence of a catalyst selected from the group consisting of carbamate salts, aminophenols, hexahydro-s-triazines and tetrahydrooxadiazines.Type: GrantFiled: March 19, 1979Date of Patent: October 14, 1980Assignee: Texaco Development Corp.Inventors: George P. Speranza, Robert L. Zimmerman, Thomas H. Austin
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Patent number: 4217390Abstract: Lubricants and processing aids for synthetic fibers, particularly polyester and nylon fibers, are disclosed comprising compounds having the structural formulas: ##STR1## and ##STR2## in which R is an aliphatic group generally having about 3 to about 22 carbon atoms; A is a mixture of residues from ethylene oxide and at least one other lower alkylene oxide, preferably a heteric mixture of oxyethylene and oxypropylene residues in the respective ratio by weight of 20:80 to 90:10; and n has a value to produce a molecular weight of about 300 to about 3000.Where liquid products are desired which contain the higher numbered carbon chain residues, low viscosity compounds can be obtained by oxyalkylating a glycerol-1,3-dialkylether with a mixture of ethylene oxide and 1,2-propylene oxide in the respective ratio as set forth above.Type: GrantFiled: October 30, 1978Date of Patent: August 12, 1980Assignee: BASF Wyandotte CorporationInventors: David D. Newkirk, Robert B. Login
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Patent number: 4207421Abstract: Biodegradable, alkali stable, non-ionic surfactants are disclosed which feature the formula: ##STR1## wherein R is a linear, alkyl hydrocarbon radical having an average of from 16 to 18 carbon atoms; R' is methyl or ethyl; a has an average value of 9 to 15 and b has an average value of 3 to 5; the ratio of a:b being from 2.7:1 to 3.5:1.Type: GrantFiled: April 6, 1979Date of Patent: June 10, 1980Assignee: Olin CorporationInventors: Michael Scardera, Frank R. Grosser
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Patent number: 4183821Abstract: There are disclosed polyoxyalkylene compound demulsifying agents derived from tetrahydrofuran and C.sub.2 -C.sub.4 vicinal alkylene oxides which are heteric/block copolymers; a process for the preparation of said polyoxyalkylene compounds; a demulsified petroleum crude oil; and a batch or continuous process for the demulsification of crude petroleum oil.Type: GrantFiled: May 26, 1978Date of Patent: January 15, 1980Assignee: BASF Wyandotte CorporationInventors: William K. Langdon, Ronald L. Camp
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Patent number: 4171455Abstract: A novel nonionic compound, a polyoxypropylene polyoxyethylene addition ether of a higher branched primary saturated alcohol is provided. This nonionic compound is suitable for use, as a solubilizing agent, in a high concentration solution of a lower alcohol in water, for example, in cosmetics such as a transparent liquid hair preparation, a hair cologne, an after-shaving lotion, a skin lotion and the like.Type: GrantFiled: September 19, 1978Date of Patent: October 16, 1979Assignee: Shiseido Company Ltd.Inventors: Kenichi Tomita, Keiichi Uehara, Kenji Torii, Takahiro Okuda, Hakuji Katsura, Isao Hirano
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Patent number: 4166132Abstract: Novel amine and amidine derivatives of di-0-(n-higher alkyl and alkenyl)-glycerols and -propanediols, and their pharmaceutically acceptable acid addition salts, are useful for combating viral infections in mammals. Of particular interest is 1,3-di-0-(n-hexadecyl)-2-0-(3-aminopropyl)-glycerol, and its pharmaceutically acceptable acid addition salts.Type: GrantFiled: August 18, 1977Date of Patent: August 28, 1979Assignee: Pfizer Inc.Inventor: Allen R. Kraska
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Patent number: 4134854Abstract: Nonionic surface-active agents prepared by the addition of ethylene oxide to mixtures of alcohols containing from 8 to 20 carbon atoms are often solids or mixtures of solids and liquids at room temperatures. The pour points of such nonionic surfactants can be lowered without appreciably adversely affecting other properties by the sequential addition of ethylene oxide, propylene oxide and ethylene oxide to the alcohol if the initial oxyethylene block contains from 30% to 60% of the total oxyethylene groups in the molecule.Type: GrantFiled: July 7, 1975Date of Patent: January 16, 1979Assignee: Texaco Development Corp.Inventor: John G. Milligan