Plural Diverse Oxyalkylene Groups Containing Patents (Class 568/625)
  • Patent number: 4624299
    Abstract: 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: Grant
    Filed: June 28, 1985
    Date of Patent: November 25, 1986
    Assignee: Union Carbide Corporation
    Inventors: Ronald H. Harding, George E. Totten
  • Patent number: 4617984
    Abstract: 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: Grant
    Filed: June 28, 1985
    Date of Patent: October 21, 1986
    Assignee: Union Carbide Corporation
    Inventors: Ronald H. Harding, George E. Totten
  • Patent number: 4610222
    Abstract: A method of and apparatus for cooling an internal combustion engine with an oil-in-alcohol containing consolute antifreeze composition.
    Type: Grant
    Filed: July 23, 1984
    Date of Patent: September 9, 1986
    Assignee: Union Carbide Corporation
    Inventors: Errol D. Goddard, Pak S. Leung, Paul H. Mohr
  • Patent number: 4606837
    Abstract: 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: Grant
    Filed: January 30, 1985
    Date of Patent: August 19, 1986
    Assignee: Texaco Inc.
    Inventors: Edward E. McEntire, Edward C. Y. Nieh, Robert A. Grigsby, Jr., David R. McCoy
  • Patent number: 4521326
    Abstract: 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: Grant
    Filed: February 28, 1983
    Date of Patent: June 4, 1985
    Assignee: Akzona Incorporated
    Inventors: Karl Seibert, Klaus Neumann, Ernst Spiess, Hendrik G. Bruil
  • Patent number: 4521572
    Abstract: 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: Grant
    Filed: February 22, 1984
    Date of Patent: June 4, 1985
    Assignee: Texaco Inc.
    Inventors: Michael Cuscurida, Bruce W. Peterson
  • Patent number: 4481123
    Abstract: 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: Grant
    Filed: April 22, 1982
    Date of Patent: November 6, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Heinz Hentschel, Rolf Dhein, Siegfried Kussi, Hans Winter, Herbert Vojacek
  • Patent number: 4476038
    Abstract: 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: Grant
    Filed: December 10, 1982
    Date of Patent: October 9, 1984
    Assignee: Th. Goldschmidt AG
    Inventors: Jurgen Fock, Hans-Ferdi Fink
  • Patent number: 4453023
    Abstract: 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: Grant
    Filed: December 30, 1982
    Date of Patent: June 5, 1984
    Assignee: Union Carbide Corporation
    Inventors: James H. McCain, Louis F. Theiling, Jr.
  • Patent number: 4453022
    Abstract: 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: Grant
    Filed: April 21, 1982
    Date of Patent: June 5, 1984
    Assignee: Union Carbide Corporation
    Inventors: James H. McCain, Louis F. Theiling, Jr.
  • Patent number: 4359589
    Abstract: 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: Grant
    Filed: July 27, 1981
    Date of Patent: November 16, 1982
    Assignee: Shell Oil Company
    Inventor: Thomas F. Brownscombe
  • Patent number: 4355188
    Abstract: 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: Grant
    Filed: September 25, 1981
    Date of Patent: October 19, 1982
    Assignee: The General Tire & Rubber Company
    Inventors: Robert J. Herold, Robert E. Bingham
  • Patent number: 4340766
    Abstract: 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: Grant
    Filed: January 22, 1981
    Date of Patent: July 20, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Erhard Klahr, Albert Hettche, Wolfgang Trieselt, Dieter Stoeckigt, Horst Trapp
  • Patent number: 4340382
    Abstract: 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: Grant
    Filed: December 16, 1980
    Date of Patent: July 20, 1982
    Assignee: Union Carbide Corporation
    Inventors: Robert J. Morlino, Quintin W. Decker, Erich Marcus
  • Patent number: 4317940
    Abstract: 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: Grant
    Filed: December 23, 1980
    Date of Patent: March 2, 1982
    Assignee: Olin Corporation
    Inventors: Michael Scardera, Frank R. Grosser
  • Patent number: 4317938
    Abstract: 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: Grant
    Filed: December 31, 1980
    Date of Patent: March 2, 1982
    Assignee: Shell Oil Company
    Inventor: Eugene F. Lutz
  • Patent number: 4316991
    Abstract: 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: Grant
    Filed: September 2, 1980
    Date of Patent: February 23, 1982
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 4304902
    Abstract: 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: Grant
    Filed: December 19, 1980
    Date of Patent: December 8, 1981
    Assignee: Hercules Incorporated
    Inventor: Leo M. Landoll
  • Patent number: 4303544
    Abstract: 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: Grant
    Filed: May 5, 1980
    Date of Patent: December 1, 1981
    Assignee: Chemische Werke Huels, A.G.
    Inventors: Kurt Kosswig, Ekkehard Wienhoefer
  • Patent number: 4302613
    Abstract: 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: Grant
    Filed: August 22, 1980
    Date of Patent: November 24, 1981
    Assignee: Conoco Inc.
    Inventors: Kang Yang, Gerald L. Nield, Paul H. Washecheck
  • Patent number: 4302349
    Abstract: 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: Grant
    Filed: May 5, 1980
    Date of Patent: November 24, 1981
    Assignee: Chemische Werke Huls, A.G.
    Inventors: Kurt Kosswig, Ekkehard Wienhoefer
  • Patent number: 4299993
    Abstract: 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: Grant
    Filed: March 3, 1980
    Date of Patent: November 10, 1981
    Assignee: The Firestone Tire & Rubber Company
    Inventors: Tristram W. Bethea, Shingo Futamura
  • Patent number: 4299994
    Abstract: 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: Grant
    Filed: February 6, 1980
    Date of Patent: November 10, 1981
    Assignee: Sandoz, Inc.
    Inventor: Franklin H. Stahel
  • Patent number: 4288639
    Abstract: 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: Grant
    Filed: October 22, 1979
    Date of Patent: September 8, 1981
    Assignee: BASF Wyandotte Corporation
    Inventor: Ronald L. Camp
  • Patent number: 4280919
    Abstract: 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: Grant
    Filed: April 29, 1980
    Date of Patent: July 28, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Stoeckigt, Dieter Kiessling, Johannes Perner, Wolfgang Trieselt, Horst Trapp
  • Patent number: 4273946
    Abstract: 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: Grant
    Filed: October 10, 1979
    Date of Patent: June 16, 1981
    Assignee: BASF Wyandotte Corporation
    Inventors: David D. Newkirk, Robert B. Login
  • Patent number: 4230612
    Abstract: 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: Grant
    Filed: January 11, 1979
    Date of Patent: October 28, 1980
    Assignee: Akzona Incorporated
    Inventors: Heinz Praetorius, Karl Seibert, Werner Holtvoigt
  • Patent number: 4228310
    Abstract: 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: Grant
    Filed: March 19, 1979
    Date of Patent: October 14, 1980
    Assignee: Texaco Development Corp.
    Inventors: George P. Speranza, Robert L. Zimmerman, Thomas H. Austin
  • Patent number: 4217390
    Abstract: 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: Grant
    Filed: October 30, 1978
    Date of Patent: August 12, 1980
    Assignee: BASF Wyandotte Corporation
    Inventors: David D. Newkirk, Robert B. Login
  • Patent number: 4207421
    Abstract: 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: Grant
    Filed: April 6, 1979
    Date of Patent: June 10, 1980
    Assignee: Olin Corporation
    Inventors: Michael Scardera, Frank R. Grosser
  • Patent number: 4183821
    Abstract: 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: Grant
    Filed: May 26, 1978
    Date of Patent: January 15, 1980
    Assignee: BASF Wyandotte Corporation
    Inventors: William K. Langdon, Ronald L. Camp
  • Patent number: 4171455
    Abstract: 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: Grant
    Filed: September 19, 1978
    Date of Patent: October 16, 1979
    Assignee: Shiseido Company Ltd.
    Inventors: Kenichi Tomita, Keiichi Uehara, Kenji Torii, Takahiro Okuda, Hakuji Katsura, Isao Hirano
  • Patent number: 4166132
    Abstract: 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: Grant
    Filed: August 18, 1977
    Date of Patent: August 28, 1979
    Assignee: Pfizer Inc.
    Inventor: Allen R. Kraska
  • Patent number: 4134854
    Abstract: 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: Grant
    Filed: July 7, 1975
    Date of Patent: January 16, 1979
    Assignee: Texaco Development Corp.
    Inventor: John G. Milligan