Plural Rings Containing Patents (Class 568/609)
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Patent number: 4587365Abstract: The instant invention relates to a process which comprises modifying a conventional polyoxyalkylene polyol by capping all the hydroxyl groups of the polyol with benzyl, aryl, substituted benzyl, substituted aryl or alkyl groups having 1 to 4 carbon atoms. This process comprises reacting the conventional polyoxyalkylene polyol with an alkali metal methoxide followed by reaction with an alkali metal hydride which in turn is followed by reaction with an organic halide.Type: GrantFiled: October 29, 1984Date of Patent: May 6, 1986Assignee: BASF CorporationInventor: Michael J. Anchor
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Patent number: 4578525Abstract: A process is presented for extracting polar organic compounds, in particular lower aliphatic alcohols, out of their aqueous solutions, which is based on the use of fluids which contain a significant amount of polyoxaalkanols, polyoxaalkanediols and/or polyoxaalkanepolyols. These compounds, by virtue of their high molar masses, their low solubility in water and their good affinity for polar organic compounds, are particularly suitable for use as extractants.Type: GrantFiled: September 26, 1983Date of Patent: March 25, 1986Assignees: Krupp Industrietechnik Werk Buckau-Wolf, Starcosa GmbH, Versuchs- und Lehranstalt fur Spiritusfabrikation und Fermentationstechno logie in BerlinInventor: Harald Bruckner
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Patent number: 4568480Abstract: A microemulsion of water and an alkoxylated phenol derivative which may also contain an oil and an additional surfactant.Type: GrantFiled: November 17, 1983Date of Patent: February 4, 1986Assignee: BASF Wyandotte CorporationInventors: Basil Thir, Edward M. Dexheimer
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Patent number: 4552894Abstract: A 2-fluoroethoxy-substituted benzene derivative represented by the general formula ##STR1## wherein X represents an oxygen or sulfur atom, R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkyl group, n represents 0 or 1, and A represents a group of the general formula ##STR2## in which R.sup.3 and R.sup.4 represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower haloalkyl group, a lower haloalkylthio group or a methylenedioxy group, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and p and m represent 0 or 1.This compound is useful as an active ingredient of insecticidal and acaricidal agents, and can be produced by reacting a compound of the general formula ##STR3## with a compound of the general formulaA--D (IV)wherein in general formulae (III) and (IV), A, R.sup.1, R.sup.Type: GrantFiled: January 24, 1984Date of Patent: November 12, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tsuneo Inoue, Kiyoshi Nakatani, Kengo Oda, Tutomu Ishii, Takatoshi Udagawa, Shiro Shiraishi
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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: 4490560Abstract: Water-clear liquid polymers of epihalohydrin are obtained by passing said polymers or their solutions, that are yellow to dark brown, through a column of amorphous silica.Type: GrantFiled: September 29, 1982Date of Patent: December 25, 1984Assignee: The B. F. Goodrich CompanyInventors: Simon H. Yu, Daniel A. Versace
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Patent number: 4470914Abstract: This invention relates to a process for preparing a polyoxyalkylene compound comprising reacting in the presence of a base catalyst at least one alkylene oxide with a blend of diethylene glycol and a Bisphenol A component selected from the group consisting of Bisphenol A and the reaction product of one mole of Bisphenol A with 1 to 10 moles of propylene oxide and mixtures thereof.Type: GrantFiled: November 15, 1982Date of Patent: September 11, 1984Assignee: BASF Wyandotte CorporationInventors: Basil Thir, Stephen E. Eisenstein
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Patent number: 4460486Abstract: The process and polyoxyalkylene compound prepared by reacting 4,4'-thiodiphenol with at least one alkylene oxide in the presence of a base catalyst.Type: GrantFiled: November 1, 1982Date of Patent: July 17, 1984Assignee: BASF Wyandotte CorporationInventor: David D. Newkirk
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Patent number: 4450304Abstract: Compounds of the formula ##STR1## in which Y denotes an aryloxy group, which is possibly substituted, R.sub.4 and R.sub.5 denote hydrogen or C.sub.1 -C.sub.4 -alkyl, m denotes 0 to 12 and Z denotes polyalkylene glycol radicals having about 8 to about 200 ethylene glycol units --(CH.sub.2 --CH.sub.2 O)-- or up to about 200 ethylene glycol units and alkylene glycol units of the formula ##STR2## in which R.sub.6 is methyl or ethyl and in which at least 8 ethylene glycol units are present. These compounds are prepared by initially reacting epoxide with a phenol or naphthol and subsequently oxalkylating. The reaction products are used as dispersants for the preparation of aqueous pigment dispersions.Type: GrantFiled: July 21, 1982Date of Patent: May 22, 1984Assignee: Hoechst AktiengesellschaftInventors: Helmut Diery, Reinhold Deubel, Joachim Weide
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Patent number: 4391994Abstract: Oxyalkylene group of an alkylene oxide is inserted into a chain-type ether compound having at least one lower alkyl group by reacting the latter with the alkylene oxide in the presence of a catalyst prepared by mixing boron trifluoride and/or stannic chloride with an active-hydrogen compound exemplified by water or a lower aliphatic alcohol. The reaction results reduced formation of by-product dimer of the alkylene oxide even under an increased charging ratio of the alkylene oxide to the chain-type ether.Type: GrantFiled: October 19, 1981Date of Patent: July 5, 1983Assignee: Nisso Petrochemical Industrie Co., Ltd.Inventors: Kiyoshi Kogoma, Yu Ohashi, Jiro Niizeki, Norio Sone, Takashi Tobita
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Patent number: 4385190Abstract: A process for the production of a mono- or poly-alkylene glycol diether which consists of reacting an ether having at least one lower alkyl group with alkylene oxide in the presence of a heteropoly acid or a heteropoly acid acidic salt. Heteropoly acids and their acidic salts whose ratio of the hetero and coordinate atom is 1:6 and 1:12 are preferably used.Type: GrantFiled: May 11, 1981Date of Patent: May 24, 1983Assignee: Nisso Petrochemical Industry Company LimitedInventors: Yu Ohashi, Norio Sone, Takashi Tobita
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Patent number: 4379913Abstract: Chain extended random alkoxylated polyols having branched configurations are useful as internal antistatic additives for polymeric structures. A polyol having a branched configuration is alkoxylated with a mixture of ethylene oxide and propylene oxide and then chain extended to produce a high viscosity fluid additive which is compatible as a dispersed phase with polymer melts and does not agglomerate or separate from the melt during spinning. From about 0.1% to about 15% by weight of the additive is incorporated in polymeric structures as an antistatic agent. A useful additive composition is obtained using pentaerythritol tetrapropoxylate as the polyol and Bisphenol A diglycidyl ether as the difunctional reactant.Type: GrantFiled: May 4, 1982Date of Patent: April 12, 1983Assignee: Diamond Shamrock CorporationInventor: Calvin J. Waitkus
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Patent number: 4376868Abstract: Cresylic acid ethoxylation is catalyzed by basic compounds and salts of alkaline earth metals. Ethoxylates from such reactions have narrow ethylene oxide distributions, lower pour points and lower by-products as compared to alkali base catalyzed ethoxylation. Suitable catalysts include strontium-containing and barium-containing materials. The catalyst also includes co-catalyst combinations using these materials with one or more promoters including polyols, amines, amides, carboxylic acids and phenols. The co-catalyst combinations can be preformed prior to introduction into the reaction mixture.Type: GrantFiled: February 14, 1980Date of Patent: March 15, 1983Assignee: Conoco Inc.Inventors: Gerald L. Nield, Kang Yang, Paul H. Washecheck
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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: 4326047Abstract: Polyether hydroxyl-containing compounds are prepared by reacting a monoepoxy-containing compound such as propylene oxide with a compound containing one or more OH and/or SH groups such as a low molecular weight adduct of glycerine and propylene oxide in the presence of a solid calcium naphthenate catalyst. The solid form of the catalyst is more efficient than the liquid form.Type: GrantFiled: November 6, 1980Date of Patent: April 20, 1982Assignee: The Dow Chemical CompanyInventor: Ronald L. Yates
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Patent number: 4323658Abstract: A method of preparing polyether polyols in the 200-1000 molecular weight range by modifying a polyol initiator with an epoxy resin and one or more alkylene oxides is described. The modified polyols may be used in preparing rigid isocyanurate foams with improved compressability and flammability properties.Type: GrantFiled: September 2, 1980Date of Patent: April 6, 1982Assignee: Texaco Inc.Inventors: George P. Speranza, Robert L. Zimmerman
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Patent number: 4322312Abstract: Non-ionic emulsifiers which are of the type comprising addition products of alkylene oxides and compounds containing hydroxyl groups, carboxyl groups or carboxamide groups and are free from impurities originating from their preparation are obtained by dissolving the reaction mixtures in organic, water-immiscible organic solvents, treating the solutions with water, separating off the aqueous layer and, if appropriate, isolating the emulsifiers by removing the organic solvents.Type: GrantFiled: November 30, 1979Date of Patent: March 30, 1982Assignee: Bayer AktiengesellschaftInventor: Gunther Boehmke
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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: 4310653Abstract: A method of producing essentially monomeric etherified formaldehyde condensates with a bisphenol having a plurality of formaldehyde-reactive sites is disclosed in which the bisphenol is reacted with at least about 2 moles of formaldehyde per mole of bisphenol in solution in etherifying alcohol in the presence of an insoluble strong acid cation exchange resin. The reaction is carried out at a reaction temperature of from about 30.degree. C. to about 100.degree. C. to simultaneously provide the desired methylolation and etherification without introducing soluble ionic contaminants.Type: GrantFiled: October 8, 1980Date of Patent: January 12, 1982Assignee: DeSoto, Inc.Inventors: John J. Krajewski, Edward J. Murphy
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Patent number: 4294976Abstract: A biphenyl compound is produced from a corresponding aromatic monocyclic compound at a high yield thereof and a high percent selectivity thereto, by dehydrogenatively dimerizing the aromatic monocyclic compound with molecular oxygen in the presence of oxalic acid together with a organic palladium salt catalyst, under a pressure higher than the atmospheric pressure.Type: GrantFiled: August 31, 1979Date of Patent: October 13, 1981Assignee: UBE Industries, Ltd.Inventors: Hiroshi Itatani, Hataaki Yoshimoto, Akinori Shiotani, Akiyoshi Yokota, Motozoh Yoshikiyo
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Patent number: 4289915Abstract: This invention relates to halogenated polyhydroxy compounds of the formulaAr[OR(OH).sub.n-1 ].sub.mwherein Ar is a halogenated polyphenyl or halogenated polyphenylbenzene containing 2 to 5 aromatic rings with each of said rings having at least 3 halogen atoms thereon, R is an aliphatic hydrocarbon, an aliphatic ether or an alicyclic hydrocarbon containing 2 to 40 carbon atoms and n and m each is an integer 2, 3 or 4 and when R is a saturated aliphatic hydrocarbon n and/or m is 3 or 4.This invention also relates to a process for preparing halogenated polyhydroxy compounds of the formulaAr[OR(OH).sub.n-1 ].sub.mwherein Ar is a halogenated polyphenyl or halogenated polyphenylbenzene containing 2 to 5 aromatic rings with each of said rings having at least 3 halogen atoms thereon, R is an aliphatic hydrocarbon, an aliphatic ether or an alicyclic hydrocarbon containing 2 to 40 carbon atoms and n and m each is an integer 2, 3 or 4 which comprises:(a) reacting in a temperature range between about 80.degree. and 230.Type: GrantFiled: September 20, 1971Date of Patent: September 15, 1981Assignee: Produits Chimiques Ugine KuhlmannInventors: Jacques Vuillemenot, Edouard Grimaud
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Patent number: 4282386Abstract: Mono- and polyalkylene glycol diethers are prepared by reacting the corresponding alkyl monethers with a C.sub.5-6 cycloalkene in the presence of an acid ion-exchange resin.Type: GrantFiled: May 2, 1980Date of Patent: August 4, 1981Assignee: The Dow Chemical CompanyInventors: Felipe A. Donate, Zonia G. Cutie
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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: 4270003Abstract: The novel hydroquinone derivatives of the formula (I) are useful intermediates for the preparation of coenzyme Q, vitamin K and the polyprenyltrimethylquinones: ##STR1## wherein R.sup.1 is lower alkyl, lower alkoxy lower alkyl or methoxyethoxymethyl, R.sup.2 and R.sup.3 are each methyl or methoxy, or R.sup.2 and R.sup.3, taken together with the carbon atoms from which they depend, define a benzene ring, and R.sup.4 is a substituted or unsubstituted aromatic hydrocarbon. The compounds (I) are readily prepared either by reacting a Grignard reagent of the formula (II) with a halosulfone (III) in the presence of a copper compound, or by reacting a copper derivative (II') of the Grignard reagent (II) with a halo-sulfone (III), as follows: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are defined as above, and X is a halogen atom or a tosyl group.Type: GrantFiled: July 30, 1979Date of Patent: May 26, 1981Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Takashi Ohnishi, Takashi Nishida
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Patent number: 4260730Abstract: A bisphenol is reacted with formaldehyde in solution in alcohol in the presence of an alkali metal hydroxide, preferably at a pH of from 7-10, to provide a polymethylol derivative. Nitric acid is then added to precipitate the hydroxide and an excess is preferably used to provide an acid pH, preferably pH 1-3, and the acidic mixture is heat reacted to remove water of etherification. The nitric acid catalyst is then precipitated with alkali metal hydroxide to enable easy removal of both acid and alkali as an insoluble salt.Type: GrantFiled: January 3, 1980Date of Patent: April 7, 1981Assignee: DeSoto, Inc.Inventors: Kazys Sekmakas, Thomas H. Plaisance
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Patent number: 4251385Abstract: A polyol composition consisting essentially of a homogeneous liquid or low melting solid admixture of propylene glycol and a diol obtained by alkoxylating a propylene glycol dispersion of 3,3',5,5' tetrabromobisphenol A with ethylene oxide, propylene oxide or mixtures thereof. These polyol compositions are useful in preparing fire and chemical resistant thermosetting resinous compositions.Type: GrantFiled: September 11, 1978Date of Patent: February 17, 1981Assignee: Sherex Chemical Company, Inc.Inventors: Jack W. Sigan, James G. Fuller
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Patent number: 4249024Abstract: The present invention discloses an improved method for the in situ end point determination of the oxyethylation of phenols. In the present invention, the oxyethylation reactions occur in the presence of catalysts and at temperatures in excess of 100.degree. C. The reaction end point is monitored by continuous measurements of the electrical conductivity of the reaction mixture and the reaction is terminated when a preselected rate of change of conductance is attained.The method of the present invention may be used with complex phenolic systems wherein alkali metal hydroxides, quarternary ammonium salts, or alkali metal alkoxides are used as oxyethylation catalysts.Type: GrantFiled: August 22, 1979Date of Patent: February 3, 1981Assignee: Great Lakes Chemical Corp.Inventor: David C. Sanders
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Patent number: 4237320Abstract: Oxyalkylated 1,3-bis-aryl-glycerol ethers of the formula ##STR1## where R and R.sup.1 are aromatic substituents, R.sup.2 is --CH.sub.3 or --C.sub.2 H.sub.5, R.sup.3 is --H or --CH.sub.3, n is from 0 to 10 and m is from 8 to 50.The compounds of the formula I are used as emulsifiers, preferably in the preparation of print pastes.Type: GrantFiled: August 27, 1979Date of Patent: December 2, 1980Assignee: BASF AktiengesellschaftInventors: Heinz Krapf, Knut Oppenlaender, Guenter Uhl
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Patent number: 4189445Abstract: Oxyalkylated bisphenols are obtained from 2,2-(p,p'-bishydroxydiphenyl)-propane and styrene in the presence of an acid catalyst and are then oxyalkylated, after which they may or may not be sulfated.Type: GrantFiled: October 4, 1978Date of Patent: February 19, 1980Assignee: BASF AktiengesellschaftInventors: Knut Oppenlaender, Karl Stork, Ewald Daubach, Manfred Herrmann
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Patent number: 4154767Abstract: Reaction of the diphenyl ether with formaldehyde, an alcohol, water and acid catalyst produces a mixture of condensation products that can be cured to useful, thermally stable resins. These condensation products are also useful as functional fluids in capacitors and other electrical devices.Type: GrantFiled: March 7, 1977Date of Patent: May 15, 1979Assignee: The Dow Chemical CompanyInventors: Raymond A. Plepys, Edgar F. Hoy
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Patent number: 4146736Abstract: Oxalkylene groups of oxacycloalkanes are inserted into chain-type ethers by reacting the latter with the oxacycloalkanes in the presence of Lewis acids. The ethers or ether mixtures obtained can be used for many purposes owing to their hydrophilic-hydrophobic character, for example as absorption and extraction agents, as solvents and as additives to hydraulic fluids.Type: GrantFiled: August 26, 1977Date of Patent: March 27, 1979Assignee: Hoechst AktiengesellschaftInventors: Gunter Scheffel, Reinhold Obermeier
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Patent number: 4143072Abstract: This invention relates to a process for the removal of troublesome secondary products, particularly small quantities of water, solvents, low molecular weight glycols, and pungent-smelling substances, from polyethers by means of a tubular coil evaporator.Type: GrantFiled: April 27, 1978Date of Patent: March 6, 1979Assignee: Bayer AktiengesellschaftInventors: Hartmut Hetzel, Pramod Gupta, Hans-Joachim Sandhagen
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Patent number: 4132706Abstract: The trisubstituted (2,5-dihydroxyphenyl)phosphonium hydroxide inner salts and their hydrolyzed derivatives are novel latent catalysts for promoting reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.Type: GrantFiled: April 5, 1976Date of Patent: January 2, 1979Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Lawrence G. Duquette
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Patent number: 4131556Abstract: A method for manufacturing bromine and bromine-iodine agents with detergent and disinfecting activity which comprises reacting a complex dibromineiodine ion [IBr.sub.2 ].sup.- or iodine bromide IBr with non-ionic surfactants, e.g. fatty alcohols extended with ethylene oxide, alkylphenols extended with ethylene oxide etc. When [IBr.sub.2 ].sup.- -ion is used in the synthesis, a bromine complex compound corresponding to the general formulaR--(OC.sub.n H.sub.2n).sub.x --OH . . . Br--Br . . . HO--(C.sub.n H.sub.2n O).sub.x --R,wherein R represents an alkyl, alkylamido, aryl or alkylaryl radical of 6-32 carbon atoms n is an integer from 2 to 4 and x is an integer representing the number of oxyalkylene groups and has a value from 2 to 50, is obtained.When using an IBr compound in the synthesis, a bromine-iodine complex compound corresponding to the formulaR--(OC.sub.n H.sub.2n).sub.x --OH . . . I--Br . . . HO--(C.sub.n H.sub.2n O).sub.x --R,wherein R, n and x have the meanings given above, is obtained.Type: GrantFiled: November 14, 1977Date of Patent: December 26, 1978Assignee: Instytut Chemii PrzemyslowejInventors: Alojzy Klopotek, Jerzy Uminski, Gabriela Dziala
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Patent number: 4129718Abstract: An improvement in the process of alkaline catalyst removal from crude polyoxyalkylene ether polyols is achieved by treating a mixture of crude polyol, adsorbent, and water with carbon dioxide just prior to filtration.Type: GrantFiled: December 1, 1977Date of Patent: December 12, 1978Assignee: BASF Wyandotte CorporationInventor: John A. Muzzio