Plural Diverse Oxyalkylene Groups Containing Patents (Class 568/624)
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Patent number: 4649224Abstract: Polyethers having molecular weights of about 1000 to about 75,000 modified with alpha-olefin oxides having about 12 to about 18 carbon atoms exhibit increased thickening efficiency in aqueous systems. About 1 to about 20 percent by weight based upon the weight of the polyether is required, the proportion of alpha-olefin oxide modifier varying inversely with the molecular weight of the polyether. Modified polyethers, processes for the preparation of thickened aqueous systems, and thickened aqueous compositions are disclosed. The modified polyether thickening agents of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: May 2, 1986Date of Patent: March 10, 1987Assignee: BASF CorporationInventors: Edward J. Panek, Pauls Davis
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Patent number: 4642391Abstract: The present invention describes the production of high molecular weight polyhydric alcohols and their derivatives. In particular the urethane reaction products of polyisocyanates and polyhydric alcohols are described.Type: GrantFiled: May 20, 1983Date of Patent: February 10, 1987Assignee: Henkel CorporationInventor: Edgar R. Rogier
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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: 4595537Abstract: A novel randomly polymerized polyglycerol, polytrimethylene- or -tetramethylene-oxide condensate of an 8-36 carbon aliphatic alcohol or fatty acid useful as a non-ionic surface active agent.Type: GrantFiled: June 28, 1985Date of Patent: June 17, 1986Assignee: Pola Chemical Industries, Inc.Inventors: Michio Ochiai, Hiromichi Sagitani
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Patent number: 4581470Abstract: Novel polyols, useful in, for example, reaction injection molding, high resiliency foams and the preparation of polymer/polyols, characterized by the following formula: ##STR1## wherein A and A', which may be the same or different, are conductive atoms - carbon, oxygen or combinations thereof with hydrogen atoms or the like satisfying the valences; B is nitrogen (N) or CR, R being hydrogen, alkyl, aryl or the like; Q is 0, CH.sub.2 O, C.sub.2 H.sub.4 O, C.sub.3 H.sub.6 O, or C.sub.4 H.sub.8 O; D is an oxyalkylene or ##STR2## X and X', which may be the same or different, are OH, NH.sub.2 or H; Z is OH; n and d are integers of 0 to 10 and the sum of n and d does not exceed 10; s is 0 or 1, and m is an integer of at least about 16, with the proviso that when B is N and either n or d is zero, X and X' are other than H, provide processing advantages and are highly compatible with low molecular weight extenders such as ethylene glycol.Type: GrantFiled: September 27, 1983Date of Patent: April 8, 1986Assignee: Union Carbide CorporationInventors: Kenneth L. Hoy, Glenn A. Taylor
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Patent number: 4552671Abstract: Spin finish compositions having as base oil polyether compounds which are .omega.-methoxy-poly (oxyethylene/oxypropylene) ether derivatives of a specified type and containing 0.05 to 10 weight % of polyalkylene oxide modified polysiloxane of another specified type are particularly desirable for application to polyester and polyamide yarns for ultra-high speed texturing because they have the characteristics of preventing fuzz on the yarns, thermally degraded substances and tacky white powder as well as reducing tackiness of such white powder.Type: GrantFiled: October 15, 1984Date of Patent: November 12, 1985Assignee: Takemoto Yushi Kabushiki KaishaInventors: Osamu Ogiso, Hisao Yamamoto, Akira Suzuki
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Patent number: 4528112Abstract: Novel polyether polyols made by alkoxylating a mixture of initiators are 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 to be reacted with the initiator mixture is a blend of ethylene oxide and propylene oxide. Flexible polyurethane foams made from these polyether polyols have improved load bearing properties as compared with those made from prior art polyols.Type: GrantFiled: July 26, 1983Date of Patent: July 9, 1985Assignee: Texaco Inc.Inventors: George P. Speranza, Michael Cuscurida
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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: 4504464Abstract: Disclosed herein is a novel 2,3-dialkoxypropyl glyceryl ether and the preparation process for it. The above diglycerin dialkyl ether is readily prepared with high yield and purity by reacting its corresponding glycidyl ether with a protected glycerin to form a 1,3-dioxolan compound, followed by etherifying the thus formed 1,3-dioxolan compound into a dialkyl ether dioxolan compound, and then hydrolyzing the resultant dialkyl ether dioxolan compound. This diglycerin dialkyl ether is useful as an emulsifier, cleaner etc., and is preferably used as a component of cosmetic compositions. A cosmetic composition comprising the above 2,3-dialkoxypropyl glyceryl ether is also disclosed.Type: GrantFiled: June 24, 1982Date of Patent: March 12, 1985Assignee: Kao Soap Co., Ltd.Inventors: Naotake Takaishi, Yoshiaki Inamoto, Kouichi Urata, Junichi Kawano, Hisao Tsutsumi
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Patent number: 4485031Abstract: Incompatible compositions containing a relatively high molecular weight polyol containing terminal primary amine groups and a relatively low molecular weight polyol containing primary hydroxyl groups are rendered compatible by the addition thereto of a substituted urea such as dimethyl urea.Type: GrantFiled: September 12, 1983Date of Patent: November 27, 1984Assignee: The Dow Chemical CompanyInventors: Franciszek Olstowski, Richard D. Peffley
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Patent number: 4485032Abstract: Compositions containing a relatively high molecular weight polyol and ethylene glycol which compositions are incompatible, i.e. separate into two distinct phases upon storage, are compatibilized by the admixture therewith of urea or a substituted urea.Type: GrantFiled: September 12, 1983Date of Patent: November 27, 1984Assignee: The Dow Chemical CompanyInventors: Franciszek Olstowski, Richard D. Peffley
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Patent number: 4482750Abstract: A process for removing alkali material from a polyether polyol. From 1-20 wt. % water and 0-30 wt. % inert organic solvent are added to an alkaline polyether polyol. The resultant emulsion is maintained at a temperature of at least 70.degree. C. for a period of at least 30 minutes with little or no stirring to effect separation of the emulsion into an organic and an aqueous phase. The aqueous phase is then separated from the organic phase and the organic phase is treated by known methods to remove residual alkali material.Type: GrantFiled: December 22, 1982Date of Patent: November 13, 1984Assignee: Bayer AktiengesellschaftInventors: Hartmut Hetzel, Pramod Gupta, Roland Nast, Herbert Echterhof, Ulrich Brocker
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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: 4465663Abstract: Clear aqueous gels prepared from certain polyoxybutylene-polyoxyethylene block polymers are used for topically applied cosmetic and pharmaceutical compositions and remain gels at refrigerator and freezer temperatures.Type: GrantFiled: July 27, 1981Date of Patent: August 14, 1984Assignee: BASF Wyandotte CorporationInventor: Irving R. Schmolka
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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: 4430250Abstract: The invention provides surface-active random oligomers of the general formula:R.sub.1 --O--C.sub.2 H.sub.3 (Z)--O].sub.n H (I)in which R.sub.1 denotes a linear or branched, saturated or unsaturated aliphatic hydrocarbon radical or a cyclo-aliphatic, aromatic or alkylaromatic radical containing 1 to 30 carbon atoms, Z denotes a group A and/or at least one group corresponding to the formula (II)R.sub.2 --O--C.sub.2 H.sub.3 (A)--O].sub.m CH.sub.2 -- (II)in which R.sub.2 denotes a hydrocarbon radical having the meaning indicated for R.sub.1 and containing a number of carbon atoms from 8 to 30, n denotes an average statistical value from 1 to 20, m denotes an average statistical value from 0.5 to 10 and A denotes a group of hydrophilic character. These oligomers can be used in cosmetic or pharmaceutical compositions.Type: GrantFiled: July 20, 1981Date of Patent: February 7, 1984Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4428860Abstract: Polyether-based thickeners for aqueous systems having molecular weights of about 1000 to about 75,000 which are modified with at least one glycidyl ether having about 12 to about 18 carbon atoms exhibit increased thickening efficiency in the presence of certain organic additives. These are ethoxylated phosphate esters or mixtures of said esters with water-soluble amines. The polyethers contain about 1 to about 20 percent by weight based upon the weight of the polyether of an alpha-olefin oxide. Polyether-based thickeners containing at least one of an ethoxylated phosphate ester, or said ester in admixture with a water-soluble amine, processes for the preparation of thickened aqueous systems, and thickened aqueous compositions are disclosed. The polyether-based thickeners of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: April 27, 1981Date of Patent: January 31, 1984Assignee: BASF Wyandotte CorporationInventors: Edward J. Panek, Pauls Davis
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Patent number: 4411819Abstract: Polyethers having molecular weights of about 1000 to about 75,000 modified with alpha-olefin oxides having about 12 to about 18 carbon atoms exhibit increased thickening efficiency in aqueous systems. About 1 to about 20 percent by weight based upon the weight of the polyether is required, the proportion of alpha-olefin oxide modifier varying inversely with the molecular weight of the polyether. Modified polyethers, processes for the preparation of thickened aqueous systems, and thickened aqueous compositions are disclosed. The modified polyether thickening agents of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: November 24, 1980Date of Patent: October 25, 1983Assignee: BASF Wyandotte CorporationInventors: Edward J. Panek, Pauls Davis
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Patent number: 4398045Abstract: The invention relates to new polyethylene glycol derivatives.These compounds correspond to the general formula: ##STR1## in which R denotes an alkyl and/or alkoxymethyl and/or alkenyloxymethyl radical or a mixture of these radicals, n denotes an average number of units from 20 to 500 and preferably from 30 to 200, and x and y denote average numbers of units from 0 to 8, it being possible for (x+y) to vary from 1 to 8.They can be used in cosmetic or pharmaceutical compositions, in particular as thickeners.Type: GrantFiled: October 8, 1981Date of Patent: August 9, 1983Assignee: L'OrealInventor: Henri Sebag
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Patent number: 4396780Abstract: The proposed method resides in that alkylene oxide is subjected to interaon with a polyhydric alcohol in a multisectional reaction zone. A monomer and a polyhydric alcohol are introduced into the first section of the reaction zone, the polyhydric alcohol containing a catalyst in the form of a solution of an alkali metal alcoholate with an alkaline content of 1-20 wt. % as calculated for KOH and with a water content in the solution from 0.05 to 0.5 wt. %. The reaction is conducted in such a way that the initial components interact in the first section at a molar ratio of 1-5:1.The proposed method makes it possible to produce polyethers that are uniform with respect to the chemical composition (molecular-weight distribution and distribution according to the types of the functionality) and with minimum impurity content.Type: GrantFiled: October 2, 1980Date of Patent: August 2, 1983Assignees: Vsesojuzny Nauchno-Issledovatelsky Institute Sinteticheskikh Smol, VEB Synthesewerk SchwarzheideInventors: Vladimir S. Shtykh, Alexandr A. Evstratov, Vladimir S. Lebedev, Gleb A. Gladkovsky, Viktor S. Kopenin, Ljudmila P. Gladush, Nikolai V. Kia-Oglu, Mark I. Prigozhin, Jury V. Sharikov, Jury F. Petrov, Wolf-Dieter Habicher
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Patent number: 4395351Abstract: Polyether-based thickeners for aqueous systems, said polyethers having molecular weights of about 1000 to about 25,000 which are modified by reaction with at least one glycidyl ether having a carbon chain length of about 12 to about 18 carbon atoms, exhibit increased thickening efficiency in the presence of certain organic additives. These are ethoxylated phosphate esters or mixtures of said esters with water-soluble amines. The polyethers contain about 1 to about 20 percent by weight, based upon the weight of the liquid polyether, of a glycidyl ether. Polyether-based thickeners containing an ethoxylated phosphate ester, or said ester in admixture with a water-soluble amine, and thickened aqueous compositions are disclosed together with processes for the preparation of thickened aqueous systems. The polyether-based thickeners of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: April 8, 1981Date of Patent: July 26, 1983Inventor: Ronald L. Camp
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Patent number: 4387217Abstract: An iodophor containing a polyoxybutylene-polyoxy-ethylene nonionic block copolymer has unexpectedly high foam.Type: GrantFiled: April 7, 1982Date of Patent: June 7, 1983Assignee: BASF Wyandotte CorporationInventor: Irving R. Schmolka
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Patent number: 4381205Abstract: A process of quenching metal using as the quenching medium an aqueous solution containing from about 0.5% to 50% by weight of a liquid, water-soluble, capped polyether polyol obtained by reacting ethylene oxide and at least one lower alkylene oxide having 3 to 4 carbon atoms, e.g. propylene oxide, with an active hydrogen compound, such as a lower glycol, to prepare a heteric or block copolymer, and further reacting the copolymer with an alpha olefin oxide, the polyol having a molecular weight of from about 7000 to 15,000.Type: GrantFiled: April 5, 1982Date of Patent: April 26, 1983Assignee: E. F. Houghton & CompanyInventor: Joseph F. Warchol
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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: 4335003Abstract: Disclosed are a process for the preparation of synthetic filaments or fibers and a composition for use as an auxiliary agent in the production of such fibers and filaments. The composition comprises a butylene oxide adduct of a fatty alcohol oxyethylate having the formulaR--O--(C.sub.2 H.sub.4 O).sub.n --(C.sub.4 H.sub.8 O).sub.m HwhereinR=C.sub.8 -C.sub.26,n=1-20, andm=1-5and preferably at least one additional chemical treating agent for the synthetic fibers and filaments. The process includes the step of applying this composition to a fiber or filament.Type: GrantFiled: July 3, 1980Date of Patent: June 15, 1982Assignee: Schill & Seilacher GmbH & Co.Inventors: Christlieb Nordschild, Paul Rathfelder, Horst Rieckert, Dieter Wolber
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Patent number: 4328368Abstract: A method if provided for continuously hydrolyzing urethane foam in a vertically oriented hydrolysis reactor. In a preferred practice, a bed of foam particles is formed in the reactor. Superheated steam is flowed continuously upward through the bed at a temperature and rate such that only the foam particles then adjacent the bottom of the reactor are hydrolyzed and the bulk of the bed is not fluidized. Unreacted steam heats the unhydrolyzed foam. Liquid hydrolysis products are drained as they are formed to prevent hydrolysis-impeding liquid saturation of unhydrolyzed particles.Type: GrantFiled: May 5, 1980Date of Patent: May 4, 1982Assignee: General Motors CorporationInventors: Robert J. Salloum, Clifford C. Duff
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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: 4312775Abstract: Polyether-based thickeners for aqueous systems having molecular weights of about 1000 to about 75,000 which are modified with alpha-olefin epoxides having about 12 to about 18 carbon atoms exhibit increased thickening efficiency in the presence of certain organic additives. These are ethoxylated phosphate esters or mixtures of said esters with water-soluble amines. The polyethers contain about 1 to about 20 percent by weight based upon the weight of the polyether of an alpha-olefin oxide. Polyether-based thickeners containing at least one of an ethoxylated phosphate ester, or said ester in admixture with a water-soluble amine, processes for the preparation of thickened aqueous systems, and thickened aqueous compositions are disclosed. The polyether-based thickeners of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: October 22, 1979Date of Patent: January 26, 1982Assignee: BASF Wyandotte CorporationInventors: Edward J. Panek, Pauls Davis
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Patent number: 4312768Abstract: Water-based hydraulic fluids and metalworking lubricants are disclosed which are thickened with a polyether polyol having a molecular weight of about 1000 to about 75,000 modified with an alpha-olefin epoxide having about 12 to about 18 carbon atoms. Unexpectedly, synergistic thickening results from a combination of said polyether polyol with the components of a water-based hydraulic fluid or metalworking lubricant. The particularly effective components of the hydraulic fluid or metalworking lubricant are the phosphate ester and water-soluble amine corrosion inhibitor components. The hydraulic fluid and metalworking fluids of the invention also contain a water-soluble polyoxyethylated ester of an aliphatic acid and a monohydric or polyhydric aliphatic alcohol, either one or both said acid and said alcohol being polyoxyethylated, a sulfurized molybdenum or antimony compound and a metal deactivator as well as other adjuvants conventional in this art.Type: GrantFiled: April 24, 1980Date of Patent: January 26, 1982Assignee: BASF Wyandotte CorporationInventors: Assadullah Nassry, Jerrold F. Maxwell, John W. Compton, Edward J. Panek, Pauls Davis
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Patent number: 4310436Abstract: Polyether-based thickeners for aqueous systems, said polyethers having molecular weights of about 1000 to about 25,000 which are modified by reaction with alpha-olefin oxides having about 12 to about 18 carbon atoms, exhibit increased thickening efficiency in the presence of certain organic additives. These are ethoxylated phosphate esters or mixtures of said esters with water-soluble amines. The polyethers contain about 1 to about 20 percent by weight, based upon the weight of the liquid polyether, of an alpha-olefin oxide. Polyether-based thickeners containing an ethoxylated phosphate ester, or said ester in admixture with a water-soluble amine, and thickened aqueous compositions are disclosed together with processes for the preparation of thickened aqueous systems. The polyether-based thickeners of the invention are particularly useful for thickening water or water-glycol mixtures which are useful as hydraulic fluids.Type: GrantFiled: October 22, 1979Date of Patent: January 12, 1982Assignee: BASF WyandotteInventor: Ronald L. Camp
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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: 4299737Abstract: This invention relates to clear, stable aqueous or aqueous-alcoholic solutions of fat-soluble perfume oils which contain hydroxyalkylether alkoxylates as solubilizers. Said solubilizers are prepared by reacting epoxyalkanes with mono- or polyfunctional alcohols and then reacting the reaction product thereof successively with propylene oxide and ethylene oxide.Type: GrantFiled: March 17, 1980Date of Patent: November 10, 1981Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Alfred Meffert, Fanny Scheuermann, Achim Werdehausen
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Patent number: 4287078Abstract: A material formed by the reaction of (1) a poly-2-hydroxyalkyl derivative of a polyol having at least five hydroxyl groups, with at least three, and preferably nearly all, of said hydroxyl groups being substituted with one or more 2-hydroxyalkyl groups and (2) a polyglycidyl ether of a polyol, preferably a di- or triglycidyl ether of a polyoxyalkylene diol or triol. These materials have surfactant and defoaming abilities, and are useful in hard surface cleaning, textile and paper applications, and as defoaming agents. The compounds are especially useful as defoaming agent for glycol based antifreeze mixtures, and such antifreeze mixtures are also provided.Type: GrantFiled: January 28, 1980Date of Patent: September 1, 1981Assignee: BASF Wyandotte CorporationInventors: William K. Langdon, Lester G. Lundsted
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Patent number: 4282387Abstract: The invention describes an improved process for preparing polyols by reacting a mono-epoxy compound such as propylene oxide with a hydroxyl-containing initiator compound such as glycerine in the presence of a catalyst, the improvement being that the catalyst is added in the form of a calcium, strontium or barium salt of an organic acid such as acetic acid.Polyols prepared by this process can be employed to prepare polyurethanes without removing the catalyst.Type: GrantFiled: December 26, 1979Date of Patent: August 4, 1981Assignee: The Dow Chemical CompanyInventors: Franciszek Olstowski, John L. Nafziger
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Patent number: 4275244Abstract: Linear polypropylene ether glycols of high molecular weight are made by reacting a linear polypropylene ether glycol of lower molecular weight first with an alkaline agent such as sodium hydroxide or other suitable base to form an alcoholate, and then coupling the alcoholate with a suitable difunctional coupling agent, such as the benzene-sulfonic acid diester of ethylene glycol or with some other suitable arylsulfonic acid diester of a C.sub.2 to C.sub.6 alcohol, thereby obtaining a 100 percent linear polypropylene ether glycol of a desirably higher molecular weight. Materials so produced find use in an aqueous medium as defoaming agents, thickeners, or emulsifiers, and use as protective colloids to improve the low-temperature stability of polyurethane and other latices.Type: GrantFiled: July 13, 1979Date of Patent: June 23, 1981Assignee: BASF Wyandotte CorporationInventors: Herbert Helfert, Pauls Davis
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Patent number: 4260504Abstract: PCT No. PCT/FR78/00008 Sec. 371 Date Mar. 22, 1979 Sec. 102(e) Date Mar. 22, 1979 PCT Filed July 10, 1978The invention concerns a process for preventing the formation of deposits on the walls of the heating or cooling circuits of heat exchangers in which an aqueous heat-exchange liquid circulates.This process comprises mixing with the heat-exchange liquids from about 0.3 to about 5% by weight of a product of polyaddition of ethylene oxide and propylene oxide on a monohydric alcohol, water, a diol or a triol, the ethylene oxide representing from 60% to 90% by weight of the fixed alkylene oxides.This process can be used in particular in internal combustion engine cooling circuits.Type: GrantFiled: March 22, 1979Date of Patent: April 7, 1981Assignee: NaphtachimieInventors: Marcel J. Tucoulat, Jacques Lonchampt
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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: 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: 4151269Abstract: A hairdressing preparation comprising at least one polyether compound resulting from the addition polymerization of 20 to 90 moles of propylene oxide to 1 mole of a polyhydric alcohol to form a main chain, and the subsequent addition polymerization of 1 to 10 moles of ethylene oxide to the resulting main chain, the amount of ethylene oxide being further within the range of 1 to 10% by weight based on the total amount of propylene oxide and ethylene oxide. The hairdressing preparation has good dressability, good feeling in use, good washability from the hair and wearing apparel and extremely low eye irritation and toxicity.Type: GrantFiled: April 11, 1977Date of Patent: April 24, 1979Assignee: Shiseido Co., Ltd.Inventors: Kenji Torii, Kenichi Tomita
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Patent number: 4138427Abstract: Polyhydroxylated sequenced oligomer surfactants of the formula:HO--C.sub.2 H.sub.3 (CH.sub.2 OH)O--.sub.n --C.sub.2 H.sub.3 (CH.sub.2 ZR)O--.sub.m --C.sub.2 H.sub.3 (CH.sub.2 OH)O--.sub.n, Hwhere R is C.sub.14 -C.sub.18 alkyl, Z represents NR.sub.1, HN.sup.30 R.sub.1 V.sup.-, R.sub.1 N.fwdarw.O, R.sub.1 NO.sup.+ HV.sup.-, R.sub.1 N.sup.+ CH.sub.2 COO.sup.-, R.sub.1 R.sub.2 N.sup.+ Y.sup.-, R.sub.1 R.sub.2 NX.sup.- or S.fwdarw.(O)a wherein R.sub.1 and R.sub.2 are methyl, ethyl or hydroxyethyl; X is Cl or Br, Y is an anion and V is an anion. The oligomers are prepared by successively telomerizing on tertiobutyl alcohol, tertiobutyl glycidyl ether, then epihalohydrin. The tertiobutoxy and halogen substituents are then replaced by OH and Z groups respectively. These compounds can be used as surfactants in, particularly, cosmetic compositions.Type: GrantFiled: July 14, 1977Date of Patent: February 6, 1979Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4129717Abstract: Lubricants comprising a random polyalkylene oxide copolymer are disclosed. The lubricants are random copolymers made from ethylene oxide or propylene oxide or a mixture thereof, and a monomer selected from the group consisting of aliphatic, non-substituted, 1,2-alkylene oxides containing from about 6 to about 40 carbon atoms, and mixtures thereof are disclosed.Type: GrantFiled: December 14, 1977Date of Patent: December 12, 1978Assignee: Akzona IncorporatedInventors: Heinz Praetorius, Karl Seibert, Werner Holtvoigt
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Patent number: 4105580Abstract: A process for preparing non-ionic surface active agents comprises condensing crude glycidol, in the presence of an alkaline catalyst on an organic compound containing an active hydrogen atom. The crude glycidol is prepared by dehydrochlorinating glycerol monochlorohydrin with sodium or potassium hydroxide in the presence of a solvent, neutralizing excess sodium or potassium hydroxide with a strong acid and separating the major portion of the sodium or potassium chloride formed.Type: GrantFiled: October 20, 1976Date of Patent: August 8, 1978Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe