Halogen Containing Patents (Class 568/614)
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Patent number: 5013472Abstract: New chlorotrifluoroethylene telomers and process for preparing them. Chlorotrifluoroethylene is reacted, at a temperature ranging from -100.degree. to +40.degree. C., with a fluoroxy compound of formula R.sub.x --CF.sub.2 OF, wherein R.sub.x represents among others a perhalogenated alkyl radical containing from 1 to 10 carbon atoms. There are obtained telomer mixtures having, among others, the following formulae: R.sub.x --CF.sub.2 --O--(M).sub.n --F; R.sub.x --CF.sub.2 --O--(M).sub.n --O--CF.sub.2 --R.sub.x ; R.sub.x --(M).sub.n --F; R.sub.x (M).sub.n --R.sub.x ; R.sub.x --CF.sub.2 --O--(M).sub.n --R.sub.x and F--(M).sub.n --F; wherein M is CF.sub.2 --CFCL and "N" ranges from 2 to 20. Most of these telomers are new compounds.Type: GrantFiled: December 23, 1988Date of Patent: May 7, 1991Assignee: Ausimont S.R.L.Inventors: Antonio Marraccini, Gabriele Perego, Giovanni Guastalla
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Patent number: 5002678Abstract: A heat transfer composition comprising a heat transfer medium and a lubricant, wherein said heat transfer medium is a low boiling organic compound and wherein said lubricant is a halogenated polyoxyalkylene monoalcohol having the empirical structural formula:R.sub.1 X.sub.m (OR.sub.2).sub.n --OHwherein R.sub.1 and R.sub.2 are independently selected from the group having 1 to 18 carbon atoms, an aryl group having from 6 to 18 carbon atoms, and combinations thereof, X is a halogen, m is an integer of between 1 and 37, and n is an integer from 5-350. Also claimed is the process for making the lubricant and the lubricant composition itself.Type: GrantFiled: June 29, 1990Date of Patent: March 26, 1991Assignee: Olin CorporationInventors: Arthur R. Vanover, Jerry D. Necessary, Kiran B. Chandalia, John W. Reisch, James M. O'Connor, Kevin Delaney, Philip R. Miller
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Patent number: 5000864Abstract: Perfluoropolyethers having antirust properties, suitable for being used as lubricating oils or as components of lubricating greases or as antirust additives for lubricating oils and greases based on perfluoropolyethers.Type: GrantFiled: February 8, 1990Date of Patent: March 19, 1991Assignee: Ausimont S.r.l.Inventors: Ezio Strepparola, Costante Corti, Piero Gavezotti, Alba Chittofrati
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Patent number: 5001278Abstract: A fluorovinyl ether of the formula:XCH.sub.2 CF.sub.2 CF.sub.2 --(OCH.sub.2 CF.sub.2 CF.sub.2).sub.m --(OCFYCF.sub.2).sub.n --OCF.dbd.CF.sub.2 (I)wherein X is a hydrogen atom or a halogen atom (e.g. fluorine, chlorine, bromine and iodine); Y is a fluorine atom or a trifluoromethyl group; m is an integer of 0 to 5; and n is 0, 1 or 2, which can modify a polymer of at least one ethylenically unsaturated compound.Type: GrantFiled: March 24, 1988Date of Patent: March 19, 1991Assignee: Daikin Industries, Ltd.Inventors: Masahiko Oka, Yuji Yutani, Masayasu Tomoda, Mitsuru Kishine, Tetsuo Shimizu
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Patent number: 5001277Abstract: Tetrahydrofuran has been polymerized and copolymerized to form polymers of 1000 to 10,000 molecular weight using fuming sulfuric acid with a cocatalyst selected from salts of Group VA metal halides and superacid salts. The cocatalyst salts may be, for example, NaPF.sub.6, NaSbF.sub.6, and LiO.sub.3 SCF.sub.3.Type: GrantFiled: April 30, 1990Date of Patent: March 19, 1991Assignee: Arco Chemical Technology, Inc.Inventor: Jonathan L. Schuchardt
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Patent number: 4987271Abstract: A method for purifying a polyoxyalkylene alcohol, which comprises treating with a treating agent consisting essentially of a pH buffer, a polyoxyalkylene alcohol containing a double metal cyanide complex catalyst, synthesized by ring-opening polymerization of an alkylene oxide in the presence of said catalyst, and then removing the catalyst and the treating agent from the polyoxyalkylene alcohol.Type: GrantFiled: February 14, 1990Date of Patent: January 22, 1991Assignee: Asahi Glass Company, Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Takao Doi, Nobuaki Kunii
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Patent number: 4973762Abstract: A polyfluoroiodide is produced by reacting an acid halide of a polyfluorocarbon in a perhalogenated solvent with I.sub.2 and at least one salt selected from the group consisting of an alkali metal carbonate and an alkaline earth metal carbonate.Type: GrantFiled: June 27, 1989Date of Patent: November 27, 1990Assignee: Daikin Industries Ltd.Inventors: Takashi Tohzuka, Koji Fujiwara
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Patent number: 4963535Abstract: Cosmetic compositions for cleaning hair, the skin or for removing make-up from the face or from the eyes, containing (a) a foaming surface-active agent, (b) an aqueous, hydroalcoholic or oily carrier and (c) a nonfoaming, nonionic product, poorly soluble in water, of general formula (I):R--O--[C.sub.2 H.sub.3 --CH.sub.2 R.sub.1 --O].sub.p [C.sub.2 H.sub.3 O--CH.sub.2 OH].sub.n H (I)in which R denotes a C.sub.8 -C.sub.20 alkyl radical, R.sub.1 denotes a C.sub.7 -C.sub.17 alkyl radical or an alkoxy radical containing from 8 to 20 carbon atoms, R+R.sub.1 containing from 21 to 31 carbon atoms and preferably from 23 to 27, p denotes the exact value of 1 or a statistical mean value of between 1 and 2, and n denotes a statistical mean value of between 2 and 10 and preferably between 2.5 and 7.The presence of the component (c) improves the compatibility of the foaming surface-active agents (a) with the skin and the mucosa.Type: GrantFiled: February 2, 1988Date of Patent: October 16, 1990Assignee: L'OrealInventors: Henri Sebag, Guy Vanlerberghe
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Patent number: 4929769Abstract: A halogenated polyether is provided having a chemical structure which has been found to possess the requisite characteristics for satisfactory service as a promoter of good adhesion between a polymeric surface (e.g., a polyethylene terephthalate tire cord) and an elastomeric material (e.g., rubber). The halogenated polyether may be formed by (1) the reaction of an organic polyhydroxy compound with epihalohydrin (e.g., epichlorohydrin) to create ether linkages, (2) the epoxidation of the ends of the ether chains which extend from the residual portion of the organic polyhydroxy compound, and (3) the substantial hydrolysis of the epoxy groups (as described). The resulting halogenated polyether is substantially free of epoxy groups, contains at least one 2-halomethyloxyethylene unit, and contains 2,3-dihydroxypropyl end groups (as described). Such halogenated polyether optionally may be provided in the form of an oligomer (as described).Type: GrantFiled: April 28, 1989Date of Patent: May 29, 1990Assignees: Hoechst Celanese Corporation, Alkaril Chemicals, Inc.Inventors: Norman S. Anderson, Albert L. Promislow, Randy L. Rayborn, Rastko Vukov
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Patent number: 4900872Abstract: Improved process for the preparation of fluorohalogenated ethers by reaction of a fluorinated fluorooxycompound with a halogenated olefin, performed in liquid phase, in the presence of an inert solvent, at low temperature, the fluoroxycompound being continuously fed in form of solution in an inert solvent.Type: GrantFiled: May 26, 1989Date of Patent: February 13, 1990Assignee: Ausimont S.p.A.Inventors: Giorgio Guglielmo, Gian P. Gamberetto
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Patent number: 4886917Abstract: Narrow, balanced alkoxylation product mixture distributions having at least one alkoxylation product constituting more than 20 weight percent of the mixture can be provided by modified, calcium-containing catalysts. Catalysts for alkoxylation processes can be produced from lime and can, with modification, be used to make the narrow, balanced alkoxylation product mixture distribution.Type: GrantFiled: October 6, 1986Date of Patent: December 12, 1989Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Robert J. Knopf, Louis F. Theiling, Jr.
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Patent number: 4879419Abstract: Hydroxyl terminated polyepichlorohydrin having a polydispersity of less than 1.2 and a molecular weight of at least 2000, and method of preparation using stannic chloride and strong carboxylic acid co-catalysts.Type: GrantFiled: July 1, 1985Date of Patent: November 7, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventor: Birger Johannessen
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Patent number: 4845268Abstract: A halogen-containing polyether comprising repeating units of the formula:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.2 --(CHClCF.sub.2 CF.sub.2 O).sub.b --(CCl.sub.2 CF.sub.2 CF.sub.2 O).sub.c --(CHFCF.sub.2 CF.sub.2 O).sub.d --(CFClCF.sub.2 CF.sub.2 O).sub.e --(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.f --(I)wherein a, b, c, d, e and f are each an integer not less than 0 and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200and1.ltoreq.a+c+d+f,which may be prepared by ring-opening polymerizing 2,2,3,3-tetrafluorooxetane in the presence of an polymerization initiator to give a polyether comprising repeating units of the formula:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a -- (II)wherein a is the same as defined above, and optionally fluorinating and/or chlorinating the polyether (II).Type: GrantFiled: December 9, 1986Date of Patent: July 4, 1989Assignee: Daikin Industries, Ltd.Inventors: Yohnosuke Ohsaka, Takashi Tohzuka, Shoji Takaki
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Patent number: 4814524Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of an organic quaternary salt, e.g., quaternary ammonium or phosphonium salts, for a time sufficient to convert the haloformate to the corresponding halide.Type: GrantFiled: July 31, 1986Date of Patent: March 21, 1989Assignee: PPG Industries, Inc.Inventors: Robert G. Briody, James A. Manner
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Patent number: 4798906Abstract: Alkyl-, aryl- or alkylaryl-alkoxy halides are prepared by reacting the corresponding alcohol, phenol or alkyl phenol with ethylene oxide and/or propylene oxide in the presence of an amine catalyst to form an alkoxy alcohol, and directly reacting the latter with a halogenating agent in the continuing presence of the amine catalyst.Neutralization of the product and/or catalyst removal from the first stage is no longer necessary and reaction rates and yields are increased in the second stage.Type: GrantFiled: July 29, 1987Date of Patent: January 17, 1989Assignee: The British Petroleum Company p.l.c.Inventors: Philip K. G. Hodgson, Nevin J. Stewart
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Patent number: 4788344Abstract: Polyene aldehydes are made by reaction of a carbonyl compound of formula: ##STR1## in which R denotes a hydrocarbon radical and R' denotes hydrogen or alkyl, with a metal derivative of a halogen compound of formula: ##STR2## in which X denotes halogen (preferably bromine), R.sub.3 is alkyl, and either R.sub.1 denotes hydrogen and R.sub.2 denotes an alkoxy radical indentical with OR.sub.3 or R.sub.1 and R.sub.2 together form a bond, followed by hydrolysis of the product obtained.Type: GrantFiled: March 14, 1988Date of Patent: November 29, 1988Assignee: Rhone-Poulenc SanteInventors: Lucette Duhamel, Pierre Duhamel, Jean-Pierre Lecouve
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Patent number: 4754075Abstract: Narrow, balanced alkoxylation product mixture distributions having at least one alkoxylation product constituting more than 20 weight percent of the mixture can be provided by modified, calcium-containing catalysts. Catalysts for alkoxylation processes can be produced from lime and can, with modification, be used to make the narrow, balanced alkoxylation product mixture distribution.Type: GrantFiled: October 6, 1986Date of Patent: June 28, 1988Assignee: Union Carbide CorporationInventors: Robert J. Knopf, Louis F. Theiling, Jr.
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Patent number: 4734535Abstract: Aliphatic chlorine compounds of the formulaX--R.sup.1 --Cl Iwhere R.sup.1 is alkylene which may be interrupted by one or more oxygen atoms and which may be substituted by halogen, alkyl or aryl, and X is hydrogen, chlorine or OR.sup.2, where R.sup.2 is alkyl, cycloalkyl, aryl or aralkyl, are prepared by decarboxylating chloroformic acid esters or diesters at elevated temperatures by decarboxylating in the presence of a quaternary ammonium or phosphonium salt as catalyst.Type: GrantFiled: March 25, 1987Date of Patent: March 29, 1988Assignee: BASF AktiengesellschaftInventors: Norbert Greif, Knut Oppenlaender
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Patent number: 4714720Abstract: Polyetherpolyols corresponding to the general formula: ##STR1## in which: Y denotes oxyalkylene radicals derived from alkene oxides,m denotes a number such that 1.ltoreq.m.ltoreq.2 and n.sub.1 and n.sub.2 denote numbers such that 2.ltoreq.(n.sub.1 +n.sub.2).ltoreq.5.The brominated polyetherpolyols are prepared by the condensation of (m+1) moles of 2-butyne-1,4-diol with m moles of epichlorohydrin in the presence of m moles of a strong base, followed by the addition of (n.sub.1 +n.sub.2) moles of alkene oxide and, finally, by a partial bromination.These brominated polyetherpolyols may be employed, by themselves, or mixed with conventional unhalogenated polyetherpolyols, in the manufacture of rigid polyurethane foams.Type: GrantFiled: October 10, 1986Date of Patent: December 22, 1987Assignee: Solvay & Cie (Societe Anonyme)Inventor: Andre Collin
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Patent number: 4714785Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of a carbon catalyst for a time sufficient to convert the haloformate to the corresponding halide.Type: GrantFiled: September 15, 1986Date of Patent: December 22, 1987Assignee: PPG Industries, Inc.Inventor: James A. Manner
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Patent number: 4666711Abstract: The invention relates to non-ionic surface-active agents which correspond to the formula ##STR1## in which R denotes a linear or branched, saturated or unsaturated aliphatic radical containing 4 to 20 carbon atoms, R.sub.1 denotes (1) a, preferably linear, alkyl radical, (2) a linear or branched alkoxymethyl radical or (3) an alkenyloxymethyl radical, the alkyl or alkenyl parts of these radicals containing from 4 to 20 carbon atoms,and Z denotes a polyether linkage corresponding to the formula ##STR2## in which n denotes an average statistical value of 2 to 20 and A denotes (a) the group OH,(b) the group ##STR3## in which u denotes 0 or 1, or (c) the group ##STR4## in which u dentoes 0 or 1, the radicals R and R.sub.1 containing a total of 12 to 38 carbon atoms, as well as to the derivatives of the above compounds which result from the reaction of ethylene oxide or glycidol with the OH groups.Type: GrantFiled: September 18, 1985Date of Patent: May 19, 1987Assignee: L'OrealInventors: Guy Vanlerberghe, Henri Sebag
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Patent number: 4622431Abstract: Organic chloroformate compounds are decomposed to their corresponding chlorides by heating the chloroformate, e.g., between 100.degree. and 175.degree. C., in the presence of a catalytic amount of solid poly(vinylpyridine), e.g., poly(4-vinylpyridine), for a time sufficient to convert the chloroformate to the corresponding chloride.Type: GrantFiled: April 4, 1985Date of Patent: November 11, 1986Assignee: PPG Industries, Inc.Inventors: Robert G. Briody, Henry C. Stevens
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Patent number: 4621104Abstract: Liquid bromine-containing alkoxylation products of butyne-(1,4)-diol which are storage stable are produced. More specifically, 1.5 to 2.5 mols alkylene oxide are reacted with each mol of butyne-(1,4)-diol present at elevated temperature in the presence of a catalyst. The catalyst is selected from (1) thioethers having a molecular weight of up to 5000 obtained by adding a mercaptan and/or mercaptoalcohol to an unsaturated hydrocarbon and/or (2) thioethers other than those of (1) having a molecular weight of from 500 to 5000 and/or (3) alkali metal chlorides. This alkoxylation product is then reacted with bromine at -10.degree. to 80.degree. C. The bromide is reoxidized with aqueous hydrogen peroxide solution, stabilized with a relatively non-volatile epoxide and dehydrated. The product thus obtained is particularly useful in the production of flame resistant isocyanate addition products such as polyurethane foams.Type: GrantFiled: October 9, 1985Date of Patent: November 4, 1986Assignee: Bayer AktiengesellschaftInventors: Manfred Dietrich, Manfred Schmidt, Rolf Wiedermann, Klaus Konig
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Patent number: 4605784Abstract: Disclosed is a process for the preparation of ether-containing chlorides by reacting an ether-alcohol, ether-glycol or ether-polyglycol with a chlorinating agent such as thionyl chloride in the presence of a catalytic amount of a quaternary ammonium salt, the reaction being conducted at a temperature of about 25.degree. C. to about 90.degree. C.Type: GrantFiled: July 18, 1985Date of Patent: August 12, 1986Assignee: Eastman Kodak CompanyInventors: Robert J. I. Eubanks, James G. Pacifici
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Patent number: 4585592Abstract: In polyoxybutylene polyoxyalkylene glycols obtained by copolymerization of tetrahydrofuran with a 1,2-alkylene oxide in the presence of a compound containing reactive hydrogen and under the catalytic action of a bleaching earth, the content of oligomeric cyclic ethers is reduced by distillation under reduced pressure at above 200.degree. C. after first treating the copolymer with oxygen or an oxygen-containing gas (air) at a temperature of from 20.degree. to 110.degree. C.Type: GrantFiled: February 28, 1985Date of Patent: April 29, 1986Assignee: BASF AktiengesellschaftInventor: Herbert Mueller
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Patent number: 4511742Abstract: Cyclic oligomers are extracted from liquid polyethers, especially polymers of epihalohydrin, by contacting the polyethers with a hydrocarbon solvent containing 3 to 8 carbon atoms while agitating the polyethers.Type: GrantFiled: August 30, 1982Date of Patent: April 16, 1985Assignee: The B. F. Goodrich CompanyInventor: Simon H. Yu
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Patent number: 4504685Abstract: Hydroxyl compounds are oxyalkylated by contacting them with an alkylene oxide, such as ethylene oxide or propylene oxide, in the presence of a perfluorocarbon polymer containing pendant sulfonic acid groups.Type: GrantFiled: August 19, 1980Date of Patent: March 12, 1985Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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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: 4431845Abstract: A method for the preparation of hydroxyl-terminated poly(haloalkylene ethers) is disclosed wherein a catalyst system comprising a fluorinated acid and a polyvalent tin compound is utilized.Type: GrantFiled: March 5, 1982Date of Patent: February 14, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Loren L. Barber, Jr.
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Patent number: 4409403Abstract: This invention relates to oxyalkylations which take place in the presence of solid acid catalysts. More particularly this invention relates to increasing the selectivity of such processes employing a solid acid catalyst, preferably a polyfluorosulfonic acid catalyst, in which an hydroxylic compound reactant reacts with an alkylene oxide reactant to produce a desired mono-oxyalkylated product which tends to react with the alkylene oxide to produce an undesired second product.Type: GrantFiled: September 28, 1981Date of Patent: October 11, 1983Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4405497Abstract: A catalyst system is provided which comprises a fluorinated acid and a polyvalent tin compound. The catalyst system can be used to prepare hydroxyl-terminated poly(haloalkylene ethers).Type: GrantFiled: March 5, 1982Date of Patent: September 20, 1983Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Loren L. Barber, Jr.
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Patent number: 4393248Abstract: A flame retardant, halogenated polyol having the formula ##STR1## wherein R is an aliphatic radical substituted with at least 1 hydroxyl groups, X is a halogen, and X' is a halogen or hydrogen, is used in the reaction mixture for preparing flame retarded polyurethanes.Type: GrantFiled: August 20, 1981Date of Patent: July 12, 1983Assignee: Pennwalt CorporationInventors: Stanley R. Sandler, Joseph M. Bohen
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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: 4391970Abstract: In a process for the polymerization of an epihalohydrin wherein the catalyst (initiator) employed is a trialkyl oxonium salt of an HMF.sub.6 acid wherein M is a Group V element selected from the group consisting of phosphorus, arsenic and antimony, and the polymerization is conducted in the presence of controlled amounts of water or a polyol to obtain hydroxyl containing low molecular weight polymers, a colorless polymer is obtained when the reaction product is washed with an aqueous solution of an alkal metal carbonate.Type: GrantFiled: May 6, 1982Date of Patent: July 5, 1983Assignee: The B. F. Goodrich CompanyInventor: Yoshihisa Okamoto
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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: 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: 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: 4371713Abstract: In the process for preparing polyether glycol comprising (A) polymerizing tetrahydrofuran or a mixture of tetrahydrofuran and other copolymerizable cyclic ether(s) in the presence of a ring-opening polymerization catalyst comprising fuming sulfuric acid and/or fluorosulfuric acid as principal component, (B) adding water or an aqueous alkali solution to the polymerization product, and heating said reaction product under the strongly acidic condition to hydrolyze the same and (C) washing the hydrolysis product comprising polytetramethylene glycol and polyether glycol having oxytetramethylene groups as principal constituent, the polymerization of the tetrahydrofuran or the mixture of tetrahydrofuran and other copolymerizable cyclic ether(s) in the (A) step is carried out by (1) contacting the same with a ring-opening polymerization catalyst at a temperature within the range of -30.degree. C. to 10.degree. C.Type: GrantFiled: October 29, 1981Date of Patent: February 1, 1983Assignee: Japan Synthetic Rubber Co., Ltd.Inventors: Shuichi Matsumoto, Kenji Yasuda, Masayuki Endoh, Kunihiro Harada
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Patent number: 4360698Abstract: A process to form glycol ethers by reacting an organic compound (A) having at least one aliphatic hydroxyl group with an oxirane compound (B) under reaction conditions in the presence of a catalytic amount of a polymeric material that is substantially insoluble in the reaction mixture, said polymeric material having a plurality of pendant sulfonate moieties with divalent metal counterions. Preferential formation of the mono adduct of glycol ethers is noted.Type: GrantFiled: July 22, 1981Date of Patent: November 23, 1982Assignee: The Dow Chemical CompanyInventor: James H. Sedon
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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: 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: 4284826Abstract: Low viscosity chlorine containing polyether polyols, and more specifically a low molecular weight, low viscosity diol oligomer of 4,4,4-trichloro-1,2-epoxybutane of the formula ##STR1## wherein R and R' are each selected from hydrogen and --CH.sub.2 CCl.sub.3,wherein R and R' are different, and wherein n is an integer from 2 to 4; is useful in preparing flame retardant polyurethanes.Type: GrantFiled: November 16, 1979Date of Patent: August 18, 1981Assignee: Makhteshim Chemical Works Ltd.Inventor: David Aelony
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Patent number: 4283577Abstract: This invention relates to the method for making ethylene oxide, characterized by the fact that ethylene oxide in the gaseous state is made to react with anhydrous gaseous hydrochloric acid, with the reaction medium likewise being maintained in the gaseous state during the reaction.Type: GrantFiled: August 31, 1979Date of Patent: August 11, 1981Assignee: Produits Chimiques Ugine KuhlmannInventors: William Jequier, Elie Ghenassia, Francois Fine, Gerard Krempf
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Patent number: 4282332Abstract: The instant invention is directed to a polyol having a molecular weight of 2,000 to 8,000 which is especially suited for use in the production of heat sealable foams, comprising the adduct obtained by sequentially reacting:(a) a polyhydroxyl initiator, with a functionality of 2 to 5 and a weight average molecular weight as determined by gel permeation chromatography of from 62 to 200; with(b) 10 to 90%, by weight, based on the total oxide present in (b)+(c)+(d), a first alkylene oxide; and subsequently reacting the product with(c) 10 to 80%, by weight, based on the total oxide present in (b)+(c)+(d), 4,4,4-trichloro-1,2-epoxybutane and/or epihalohydrin; and subsequently reacting the product with(d) 10 to 60%, by weight, based on the total oxide present in (b)+(c)+(d), a second alkylene oxide.Type: GrantFiled: May 5, 1980Date of Patent: August 4, 1981Assignee: Mobay Chemical CorporationInventors: Barry A. Phillips, Keith G. Spitler, Richard E. Keegan
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Patent number: 4234745Abstract: The instant invention is directed to a polyol having a molecular weight of 2,000 to 8,000 which is especially suited for use in the production of heat sealable foams, comprising the adduct obtained by sequentially reacting:(a) a polyhydroxyl initiator, with a functionality of 2 to 5 and a weight average molecular weight as determined by gel permeation chromatography of from 62 to 200; with(b) 10 to 90%, by weight, based on the total oxide present in (b)+(c)+(d), a first alkylene oxide; and subsequently reacting the product with(c) 10 to 80%, by weight, based on the total oxide present in (b)+(c)+(d), 4,4,4-trichloro-1,2-epoxybutane and/or epihalohydrin; and subsequently reacting the product with(d) 10 to 60%, by weight, based on the total oxide present in (b)+(c)+(d), a second alkylene oxide.Type: GrantFiled: January 31, 1979Date of Patent: November 18, 1980Assignee: Mobay Chemical CorporationInventors: Barry A. Phillips, Keith G. Spitler, Richard E. Keegan
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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: 4200733Abstract: Iodine-containing block copolymers which contain from 5 to 25% by weight of bonded iodine, and which are based on iodine-free compounds of the formula IR(AB).sub.z Iwhereif z=1, R is hydrogen or a C.sub.1 -C.sub.18 -aliphatic hydrocarbon radical,if z.noteq.1, R is a z-valent aliphatic hydrocarbon radical of 2 to 8 carbon atoms, which may or may not carry up to z ethylene oxide units,z is from 1 to 6,A is a polymer or copolymer block of from 4 to 100 1,4-butylene oxide units and from 0 to 25 ethylene oxide units andB is a polymer or copolymer block of from 0 to 50 1,4-butylene oxide units and from 1 to 100 ethylene oxide units, the proportion of 1,4-butylene oxide being >50 mole % in A and <50 mole % in B.Type: GrantFiled: March 29, 1979Date of Patent: April 29, 1980Assignee: BASF AktiengesellschaftInventors: Johannes Perner, Norbert Greif, Rolf Fikentscher, Paul Diessel
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Patent number: 4196250Abstract: Polyether derivatives are provided having the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.5 and R.sup.6 are the same or different and are hydrogen, halogen, nitro, lower alkyl or cyano; R.sup.3 and R.sup.4 are the same or different and are hydrogen, halogen or together represent .dbd.O; and n is 1 to 5. These compounds are useful as coccidiostats and anti-inflammatory agents.Type: GrantFiled: February 16, 1979Date of Patent: April 1, 1980Assignee: E. R. Squibb & Sons, Inc.Inventor: Rudiger D. Haugwitz
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Patent number: 4177194Abstract: A method of synthesizing 2S*, 3R*-6E-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-5-oxo-7-nonenyl)-oxe pan-3-ol, one of the active ingredients in the zoapatle plant, is described. The natural product is useful as a utero-evacuant agent.Type: GrantFiled: June 29, 1978Date of Patent: December 4, 1979Assignee: Ortho Pharmaceutical CorporationInventor: Robert H. K. Chen
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Patent number: 4173710Abstract: New halogenated polyether polyols for the production of permanently fire-proof polyurethane foams, said halogenated polyether polyols corresponding to the general formula: ##STR1## in which z represents a number between 2 and 6, x and y represent numbers between 0 and 12 such that the mean value x+y per chain is between 0 and 12, and that z (x+y), in which x+y represents the mean value of x+y in the entire molecule, is between 1 and 72, and Z represents the residue of a halogenated polyhydroxyl compound initiator and comprises a C.sub.2 to C.sub.6 halogenated aliphatic radical of valence z, the halogen being selected from the group consisting of chlorine and bromine.Type: GrantFiled: November 14, 1977Date of Patent: November 6, 1979Assignee: Solvay & CieInventors: Jean-Claude Boulet, Rene Walraevens, Gerard Bonnety, Jacques Lolivier, Paul Trouillet