Plural Diverse Oxyalkylene Groups Containing Patents (Class 568/624)
  • Patent number: 5637673
    Abstract: Improved double metal cyanide (DMC) catalysts are disclosed. The catalysts comprise a DMC compound, an organic complexing agent, and from about 5 to about 80 wt. % of a polyether polyol that has tertiary hydroxyl groups. Compared with other DMC catalysts, those of the invention have excellent activity for epoxide polymerization, and they can be used to make polyols having very low unsaturation even at high epoxide polymerization temperatures.
    Type: Grant
    Filed: May 16, 1996
    Date of Patent: June 10, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Bi Le-Khac
  • Patent number: 5596059
    Abstract: Polyoxyalkylene polyether polyols suitable for preparation of flexible polyurethane foams are prepared by oxyalkylating an aqueous solution of one or more polyhydric, hydroxyl-functional solid initiators under conditions where both water as well as initiator are oxyalkylated. The polyols have calculated functionalities of between about 2.2 and 4.0 and hydroxyl numbers in the range of 10 to 180. The polyols may be used to prepare soft, high resiliency polyurethane flexible foams at low isocyanate indexes.
    Type: Grant
    Filed: July 26, 1995
    Date of Patent: January 21, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Stanley L. Hager, James E. Knight, Gregory F. Helma, Ben J. Argento
  • Patent number: 5585458
    Abstract: A method for preparing polyether glycol is disclosed. An ester end-capped polyalkylene ether and an alcohol are subjected to alcoholysis at a temperature of 35.degree.-150.degree. C. and a pressure of 1-10 atm in the presence of a mixed metal oxide as a catalyst. The mixed metal oxide includes an alkaline earth metal oxide and at least one component selected from alumina, silica, and zinc oxide.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: December 17, 1996
    Assignee: Industrial Technology Research Institute
    Inventors: Wen-Fa Lin, Yu-Wen Chen, Jih-Chen Huang, Hsueh-Ying Chen
  • Patent number: 5576275
    Abstract: A sequential block copolymer of the formula:R.sup.1 X--[C.sub.y H.sub.2y O).sub.m)C.sub.x H.sub.2x O).sub.n --H](I)containing: (i) a moiety R.sup.1 X derived from a starter molecule having at least one active hydrogen wherein R.sup.1 X is either a C.sub.10 -C.sub.24 alkyl or a C.sub.9 -C.sub.24 alkaryl group, X is O, S or N, (ii) a polymeric block derived from at least one alkylene oxide of formula C.sub.x H.sub.x2 O wherein x is either 3 or 4, and (iii) a polymeric block derived from at least one alkylene oxide of formula C.sub.y H.sub.2y O wherein y is an integer in the range from 12 to 16, and wherein q is 1 when X is O or S, and q is 2 when X is N; and m and n are such that the molecular weight is in the range from 600 to 4000; and the (C.sub.y H.sub.2y O) polymeric block derived from the alkylene oxide of formula C.sub.y H.sub.2y O forms from 1 to 40% by weight of the copolymer, and the polymeric block derived from the alkylene oxide of formula C.sub.y H.sub.
    Type: Grant
    Filed: January 24, 1995
    Date of Patent: November 19, 1996
    Assignee: BP Chemicals Limited
    Inventor: John R. Moxey
  • Patent number: 5567859
    Abstract: The present invention comprises novel preparations of polyoxypropylene/polyoxyethylene copolymers which retain the therapeutic activity of the commercial preparations, but substantially reduce the undesirable effects which are inherent in the prior art preparations. Because the preparations of polyoxypropylene/polyoxyethylene copolymers which comprise the present invention are a less polydisperse population of molecules than the prior art polyoxypropylene/polyoxyethylene copolymers, the biological activity of the copolymers is better defined and more predictable and the cardiotoxicity inherent in the native copolymers is substantially reduced.
    Type: Grant
    Filed: August 9, 1994
    Date of Patent: October 22, 1996
    Assignee: CytRx Corporation
    Inventors: R. Martin Emanuele, Mannarsamy Balasubramanian, Hameedsulthan S. Allaudeen
  • Patent number: 5563221
    Abstract: A process for making high-primary, low-unsaturation polyols is disclosed. A polyol made by double metal cyanide (DMC) catalysis is blended with a polyol made by basic catalysis, and the polyol blend is reacted with ethylene oxide to produce an ethylene oxide-capped potyol. The process overcomes problems of the conventional recatalysis approach to making EO-capped polyols from DMC-catalyzed polyols.
    Type: Grant
    Filed: June 21, 1995
    Date of Patent: October 8, 1996
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Jos e F. Pazos
  • Patent number: 5536427
    Abstract: A non-flammable electric discharge machining fluid for electric discharge machining which comprises a non-flammable water base solution, a block copolymer represented by the general formula: ##STR1## wherein n ranges from 1 to 5 and n/(m+p) ranges from 0.5 to 2.5. The fluid contributes to a lowered electrode wear rate and an improved machining removal rate.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: July 16, 1996
    Assignee: Sodick Co., Ltd.
    Inventors: Nobuyuki Takahashi, Makoto Sugai
  • Patent number: 5536881
    Abstract: A polyoxyalkylene glycol derivative which has at least one constitutional unit represented by the general formula: ##STR1## wherein R.sup.1 to R.sup.4 are each hydrogen, a monovalent hydrocarbon group having 1 to 10 carbon atoms or a group represented by the general formula: ##STR2## wherein R.sup.5 and R.sup.6 are each hydrogen, a monovalent hydrocarbon group having 1 to 10 carbon atoms or an alkoxyalkyl group having 2 to 20 carbon atoms, R.sup.7 is an alkylene group having 2 to 5 carbon atoms, a substituted alkylene group having 3 to 5 total carbon atoms with an alkyl group as a substituent, or a substituted alkylene group having 4 to 10 total carbon atoms with an alkoxyalkyl group as a substituent, n' is an integer of 0 to 20 and R.sup.8 is a monovalent hydrocarbon group having 1 to 10 carbon atoms with at least one of R.sup.1 to R.sup.4 being a group represented by the general formula (II).
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: July 16, 1996
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Yasuhiro Kawaguchi, Nobuaki Shimizu, Masato Kaneko
  • Patent number: 5523492
    Abstract: The present invention comprises novel preparations of polyoxypropylene/polyoxyethylene copolymers which retain the therapeutic activity of the commercial preparations, but are substantially free from the undesirable effects which are inherent in the prior art preparations. Because the preparations of polyoxypropylene/polyoxyethylene copolymers which comprise the present invention are a less polydisperse population of molecules than the prior art polyoxypropylene/polyoxyethylene copolymers, the biological activity of the copolymers is better defined and more predictable.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: June 4, 1996
    Assignee: CYTRX Corporation
    Inventors: R. Martin Emanuele, Robert L. Hunter, Paula H. Culbreth
  • Patent number: 5505878
    Abstract: Water-in-oil emulsions are broken by the use of adducts prepared by reacting high molecular weight polyalkylene glycol with ethylene oxide, or diglycidyl ether, or both ethylene oxide and diglycidyl ether. The adduct demulsifiers may be used alone or as a blend with other demulsifiers.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: April 9, 1996
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Grahame N. Taylor, Richard Mgla
  • Patent number: 5488180
    Abstract: This invention relates to complex hydrophobe compounds and to alkoxylation products, i.e., condensation reaction products of alkylene oxides and complex hydrophobe compounds having at least one active hydrogen. This invention also relates to alkoxylation products that have beneficial, narrow molecular weight ranges.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: January 30, 1996
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Richard D. Jenkins, David R. Bassett, Danny E. Smith, John N. Argyropoulos, James E. Loftus, Gregory D. Shay
  • Patent number: 5483008
    Abstract: The present invention relates to a bifunctional polyether having groups different from each other at both ends, with a polymerization degree of 5 to 10000 and consisting of repeating units each represented by the following formula (I): ##STR1## (wherein R.sub.1, represents a hydrogen atom, halogen atom, or a lower alkyl group optionally substituted by a halogen atom, and R.sub.1 in each repeating unit may be the same or different), as well as to a process for the preparation thereof and a polymerization initiator therefor. The process of production and polymerization initiator of the present invention enable 100% introduction of a primary amino group into one of the ends of polyether.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: January 9, 1996
    Assignee: Research Development Corporation of Japan
    Inventors: Yasuhisa Sakurai, Teruo Okano, Masayuki Yokoyama, Kazunori Kataoka, Yukio Nagasaki, Nobuyuki Ohsako, Masao Kato
  • Patent number: 5468796
    Abstract: In the manufacture of soft tissue products such as facial and bath tissue, a creping adhesive composition comprising from about 0.05 to about 20 dry weight percent of an ethoxylated acetylenic diol has been found to reduce skulch, improve creping blade life, and improve crepe quality. The creping adhesive composition is particularly useful for creping throughdried tissue webs.
    Type: Grant
    Filed: August 17, 1994
    Date of Patent: November 21, 1995
    Assignee: Kimberly-Clark Corporation
    Inventors: Franklin M. C. Chen, Frank G. Druecke
  • Patent number: 5426242
    Abstract: Compounds of the structure:H(OCH.sub.2 CH.sub.2).sub.k ORO X.sub.m (CH.sub.2 CH.sub.2 O).sub.n H (I)where R is a divalent hydrocarbyl or hetero-substituted hydrocarbylgroup having up to 10 carbon atoms,X is --CH.sub.2 CH(R.sup.1)O-- or --(CH.sub.2).sub.4 O--,R.sup.1 is methyl or ethyl,m is from 0.5 to 3.0 andk+n is from 3 to 10the number of X groups not exceeding 25% by weight of the compound are disclosed. Such compounds are useful as hydraulic fluids. R is typically --(CH.sub.2).sub.x -- where x is from 4 to 10. A process for preparing an alkoxylating agent with a diol HOROH in a first step and further reacting the product of the first step with ethylene oxide is also disclosed. A typical diol is 1,6-hexanediol; a typical alkoxylating agent is propylene oxide.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: June 20, 1995
    Assignee: International Specialty Chemicals Limited
    Inventor: John R. Moxey
  • Patent number: 5425894
    Abstract: Polyhydroxypolyethers as low foam surfactants comprising a compound of the general formula ##STR1## wherein R.sup.1 is a linear or branched C.sub.2 - to C.sub.18 -alkylene radical;R.sup.2 is H, ##STR2## R.sup.3, R.sup.4 are linear or branched C.sub.2 to C.sub.18 alkyl radicals;Z is a number of from 1 to 3;with the proviso that at least one R.sup.2 is ##STR3## n is a number of from 2 to 8; m is a number of from 15 to 34; andl is a number of from 0 to 3.These compounds are useful in cleaning compositions and rinse aids which are low foaming and biodegradable.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: June 20, 1995
    Assignee: BASF Corporation
    Inventors: Michael C. Welch, Jay G. Otten, Glenis R. Schenk
  • Patent number: 5407968
    Abstract: The invention relates to a polyether polyol, a water-curable polyurethane prepolymer prepared by using the polyether polyol, and a composition containing the prepolymer. The above polyether polyol is obtainable by subjecting an active hydrogen compound to addition polymerization reaction with ethylene oxide and an alkylene oxide of 3 to 4 carbon atoms in a specified ratio. The above water-curable polyurethane prepolymer is obtainable by reacting the polyether polyol with a polyisocyanate compound. The above composition comprises a mixture of the water-curable polyurethane prepolymer and the polyisocyanate. The above water-curable polyurethane prepolymer and composition provide a foam of fine and uniform cell structure with improved strength on curing with water.
    Type: Grant
    Filed: January 4, 1993
    Date of Patent: April 18, 1995
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventor: Takashi Sano
  • Patent number: 5357038
    Abstract: The present invention relates to a process for improving the polyurethane-forming reactivity of a propylene oxide-based ethylene oxide-free polyol produced using a double metal cyanide complex catalyst by incorporating therein a minor amount of a base prior to employing the polyol in a polyurethane-forming reaction. Also claimed is the base-containing polyol composition produced in accordance with the present invention.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: October 18, 1994
    Assignee: Olin Corporation
    Inventors: John W. Reisch, Deborah M. Capone, Ronald S. Blackwell
  • Patent number: 5340916
    Abstract: The present invention relates to a process for the preparation of a hard foam containing urethane groups or urethane and isocyanurate groups by the polyisocyanate polyaddition process, by reactinga) a polyoxypropylene- or polyoxyethylene-polyoxypropylene-polyol containing secondary hydroxyl groups, having a functionality of from 3.5 to 4.3, a hydroxyl number of from 350 to 650 and a viscosity of from 500 to 2,500 mPa.multidot.s at 23.degree. C.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: August 23, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Henn, Werner Hinz, Ludwig Schuster, Klaus Vorspohl
  • Patent number: 5313000
    Abstract: This invention relates to the production of hydroxy-terminated polymers in the 2,000-20,000 MW range suitable for use as prepolymers in curing reactions with isocyanates to produce elastomers. The process involves the continuous addition over periods of 25-50 hours of an oxirane (monoepoxide) or a mixture of an oxirane and an oxetane to a reaction mixture, consisting of stoichiometric excesses of oxonium ion-forming catalyst such as BF.sub.3 -etherate and a diol initiator dissolved in an inert solvent. Under these conditions, chain extension of the diol occurs and the formation of cyclic oligomers and other impurities is minimised. The mole ratio of the initiator to catalyst is maintained at above 10:1 to suppress the formation of cationic terminal species on the growing polymer chain.
    Type: Grant
    Filed: January 27, 1992
    Date of Patent: May 17, 1994
    Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Britain and Northern Ireland
    Inventor: Malcolm J. Stewart
  • Patent number: 5290912
    Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 1, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
  • Patent number: 5254745
    Abstract: Polyoxyalkylene polyols initiated with melamine and coinitiated with toluene diamine and oxyalkylated with one or more alkylene oxides have relatively low viscosity and are suitable for preparing polyurethane foams.
    Type: Grant
    Filed: November 12, 1991
    Date of Patent: October 19, 1993
    Assignee: BASF Corporation
    Inventor: Joachim Jahme
  • Patent number: 5210322
    Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Kurt D. Olson
  • Patent number: 5208379
    Abstract: Waste or scrap polyurethane may be conveniently and economically converted to useful active-hydrogen containing polyethers and polyamines by contacting the polyurethane with water, strong base, and an activating agent such as a quaternary ammonium compound containing at least 15 carbon atoms or an organic sulfonate containing at least 7 carbon atoms. The activating agent helps to accelerate the rate of base catalyzed hydrolysis.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: May 4, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Lau S. Yang, Diane A. Macarevich
  • Patent number: 5171747
    Abstract: The derivatives of the formula: ##STR1## wherein: R.sub.1 is H or C.sub.1 -C.sub.4 alkyl;X is an oxygen atom, a methylene group or a --CH.dbd.CH-- group;n is 1 or 2 when X is an oxygen atom or a methylene group and 0 or 1 when X is a --CH.dbd.CH-- group;D is an oxygen atom or a NOR group, wherein R.dbd.H or C.sub.1 -C.sub.4 alkyl;R.sub.3 is a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl, phenyl or benzyl group;each of R.sub.2 and R'.sub.2 independently is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl, phenyl or benzyl group; andR'.sub.2 and R.sub.3 may further form together a --(CH.sub.2).sub.3 -- or --(CH.sub.2).sub.4 -- chain,useful as drugs.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: December 15, 1992
    Assignee: Delalande S.A.
    Inventors: Francois X. Jarreau, Vincenzo Rovei, Jean-Jacques Koenig, Alain R. Schoffs
  • Patent number: 5160450
    Abstract: Novel surface active agents in the form of compounds of formulas (I) and (II) show higher surface activity. ##STR1## R.sup.1 and R.sup.2 are alkyl or alkenyl groups having 6 to 20 carbon atoms, Z is H, SO.sub.3 H, PO(OH).sub.2, CH.sub.2 COOH, (CH.sub.2).sub.2 SO.sub.3 H or a salt thereof, R.sup.3 and R.sup.4 are alkyl or alkenyl groups having 5 to 19 carbon atoms, R.sup.5 and R.sup.6 are alkyl groups having 1 to 4 carbon atoms, and n is a number of from 1 to 20.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: November 3, 1992
    Assignee: Lion Corporation
    Inventors: Mitsuo Okahara, Araki Masuyama
  • Patent number: 5124074
    Abstract: A novel anti-foaming agent is described which contains a compound produced by an addition reaction ofa mono-substituted poly(alkylene glycol) represented by the general formula:RO(AO).sub.x H (I)wherein R represents a monovalent hydrocarbon group having from 1 to 20 carbon atoms, AO represents a structural unit of an oxyalkylene chain, said structural unit having from 2 to 4 carbon atoms, and x represents a number of 1 to 80, witha polyepoxy compound represented by the general formula: ##STR1## wherein Q represents a residue of an organic compound containing in the molecule thereof 2 or more hydroxyl groups and either of a hydrocarbon chain having from 2 to 20 carbon atoms and an oxyalkylene chain having a polymerization degree of from 2 to 100, said residue having a valence of y and being formed by removing from 2 to 8 active hydrogen atoms from the organic compound, and y represents a number of 2 to 8.
    Type: Grant
    Filed: May 20, 1991
    Date of Patent: June 23, 1992
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Yoshitaka Uchiyama, Harumi Suzuki
  • Patent number: 5104987
    Abstract: This invention relates to a process for the alkoxylation of an active hydrogen-containing compound comprising contacting the active hydrogen-containing compound with an alkylene carbonate in the presence of a mixed metal oxide catalyst under conditions effective to alkoxylate the active hydrogen-containing compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: April 14, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5073283
    Abstract: Antifreeze composition and composition concentrates are disclosed which comprise an alcohol, such as, for example ethylene glycol, a surface modifier, such as, for example, an organophosphate which adheres to the interior surfaces of a cooling system, and a pseudo oil, such as, for example a polypropylene glycol, which forms a film on the surface-modified, interior surfaces of the cooling system. Also disclosed are methods of making and using the composition and composition concentrates.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: December 17, 1991
    Assignee: First Brands Corporation
    Inventors: Pak S. Leung, Errol D. Goddard
  • Patent number: 5025094
    Abstract: Active-hydrogen compounds, for example, primary and secondary alcohols or diols, are alkoxylated, for example, ethoxylated, using solid anion-bound metal oxide catalysts, such as, zirconium oxysulfate catalyst. Hydrous zirconium oxide is treated with solutions of sulfate phosphate, nitrate or tetrafluoroborate and calcined in air at 300.degree. to 950.degree. C. to produce highly active heterogeneous alkoxylation catalysts. The amorphous catalysts afford narrow molecular weight products. The catalyst can be removed from the product by filtration and reused with no significant loss in activity. Reaction temperatures of 50.degree. to 140.degree. C. are employed for alkoxylation.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: June 18, 1991
    Assignee: Union Carbide Chemicals and Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5003111
    Abstract: Novel polyether polyols are disclosed which contain an internal block of isobutylene oxide or a mixture of isobutylene oxide and a mono- or unsaturated alkylene oxide and an end-cap of a mono- or unsubstituted alkylene oxide to provide reactive primary or secondary hydroxyl end-groups. The polyether polyols are useful intermediates in the production of segmented elastomers. A process for the preparation of the novel polyols is also described in which an alkali metal catalyst and a crown ether cocatalyst are employed to afford polyols containing relatively low levels of unsaturation.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: March 26, 1991
    Assignee: Arco Chemical Technology, Inc.
    Inventor: Stephen D. Harper
  • Patent number: 4978805
    Abstract: Polyethers I ##STR1## R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.20 -alkyl, n and m are each from 1 to 30 and r is from 0 to 20, are used mainly as surfactants in detergent and cleaning agent formulations.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Richard Baur, Stefan Birnbach, Alfred Oftring, Ekhard Winkler
  • Patent number: 4970295
    Abstract: A process for the preparation of polyethers is disclosed in which an oxetane monomer, or a mixture of an oxetane monomer and an oxolane monomer, and a carboxylic acid anhydride are contacted with a bleaching earth catalyst. The process yields ester-terminated polyethers which may be saponified to obtain hydroxy-terminated polyether polyols.
    Type: Grant
    Filed: February 27, 1989
    Date of Patent: November 13, 1990
    Assignee: ARCO Chemical Technology, Inc.
    Inventor: Jonathan L. Schuchardt
  • Patent number: 4943626
    Abstract: Polyether active hydrogen compounds having at least two terminal active hydrogen groups on primary carbon atoms are prepared by (a) forming polyoxyalkylene molecules each having at least one active hydrogen precursor, (b) linking at least two of the polyoxyalkylene molecules, and (c) converting the active hydrogen precursor groups to active hydrogen groups on primary carbon atoms. The polyoxyalkylene molecule is formed by exposing a reaction mixture comprising at least one alkylene oxide and at least one protective initiator to conditions effective for the polymerization of the alkylene oxides. Linking is accomplished at polyether chain ends distal to the protected active hydrogen precursor groups, such that the active hydrogen precursors remain on the linked polyether chains until they are converted to active hydrogen groups.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: July 24, 1990
    Assignee: The Dow Chemical Company
    Inventors: James E. McGrath, Youngtai Yoo, Robert B. Turner, Diane M. Lewis
  • Patent number: 4917993
    Abstract: A silver halide photographic material comprising a support having thereon at least one light-sensitive silver halide emulsion layer and at least one other hydrophilic colloid layer, wherein at least one compound represented by formula (I) is contained in at least one layer of the silver halide photographic material and wherein an organic material selected from the group consisting of a natural or synthetic water-soluble polymer is contained in at least one of the light-sensitive silver halide emulsion layer and the other hydrophilic colloid layer such that at least 10% by weight of the organic material originally present in the layers of the silver halide photographic material is washed out from the layer during development processing:A--X--Y--B (I)wherein A represents an alkyl group, an alkenyl group or an aryl group, which has from 8 to 25 carbon atoms; X represents ##STR1## wherein R represents an alkyl group having from 1 to 10 carbon atoms or --Y--B; Y represents a group consisting of at least one of eac
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuo Mukunoki, Masakazu Yoneyama, Sumito Yamada
  • Patent number: 4886917
    Abstract: 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: Grant
    Filed: October 6, 1986
    Date of Patent: December 12, 1989
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Robert J. Knopf, Louis F. Theiling, Jr.
  • Patent number: 4857218
    Abstract: Lubricant compositions having good dilution viscosity characteristics and high viscosity/pressure coefficients can be produced using a connected branch copolymer having a core segment, non-crosslinked branched polymer segments connected to the core segment and a group of linear polymer segments connected to the branched polymer segments and bearing terminal groups capable of effecting hydrogen bonding. These connected branch copolymers are used in aqueous lubricant compositions, which may include a co-solvent such as ethylene or diethylene glycol.
    Type: Grant
    Filed: August 22, 1985
    Date of Patent: August 15, 1989
    Assignee: Union Carbide Corporation
    Inventors: Debra J. Meschke, Kenneth L. Hoy
  • Patent number: 4814515
    Abstract: A method of manufacturing a modified polyhydroxy compound, which is characterized in that a polyhydroxy compound is heated for 30 minutes or more at a temperature ranging from 150.degree. to 250.degree. C. under stirring and in the presence of tin, tin compounds such as tin halogenide, tin hydroxide and tin oxide. The polyhydroxy compound modified by this method is effective in improving the foamability and mechanical strength of urethane foam, when it is used as a raw material in the manufacture of urethane foam.
    Type: Grant
    Filed: May 18, 1987
    Date of Patent: March 21, 1989
    Assignee: Human Industry Corporation
    Inventors: Sadao Kumasaka, Satomi Tada, Hirokazu Wakabayashi
  • Patent number: 4751012
    Abstract: Synthetic lubricants comprising 15 to 45 weight percent of an ester of a monohydric alcohol of 4 to 18 carbon atoms with one or more aromatic or alkane dicarboxylic acids having 4 to 18 carbon atoms blended with 85 to 55 weight percent of one or more polyether polyols having a number average molecular weight from about 400 to 5000. The blends are compounded with antioxidants, corrosion inhibitors, and metal deactivators to produce a superior lubricant for reciprocating air compressors which gives a long life to the compressors.
    Type: Grant
    Filed: November 4, 1986
    Date of Patent: June 14, 1988
    Assignee: The Dow Chemical Company
    Inventors: Eldon L. Ward, Philip W. McGraw, Thomas J. Appleman
  • Patent number: 4745230
    Abstract: Relates to deodorizing a polyoxypropylene group terminated polyoxyalkylene polyether polyol composition by removing allyloxypropan-2-ol in sufficient amount to reduce the content to less than 200 ppm.
    Type: Grant
    Filed: September 8, 1987
    Date of Patent: May 17, 1988
    Assignee: BASF Corporation
    Inventors: Jay G. Otten, Edward J. Parker
  • Patent number: 4745231
    Abstract: Block polymers usable as defoamers have the following formula ##STR1## in which R represents a glycerol or polyglycerol function having a degree of polymerization x of from 1 to 6 and the indices y is equal to (x-z+2), z is equal to (x-y+2), a is equal to 1 to 15, b is equal to 50 to 200 c is equal to 1 to 15, d is equal to 20 to 150 and e is equal to 1 to 15, with the proviso that the sums (a+c+e) is equal to 2 to 20, (b+d) is equal to 50 to 250 and (c+e) is equal to 1 to 15, and y has a value of at least 1.The block polymers are prepared by reaction of glycerol or polyglycerol having a degree of polymerization x with ethylene oxide, then with propylene oxide and, finally, again with ethylene oxide, preferably in the presence of alkaline etherification catalysts.
    Type: Grant
    Filed: August 6, 1986
    Date of Patent: May 17, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Fritz Lange, Rainer Hoefer, Karl-Heinz Schmid, Adolf Asbeck, Klaus Herrmann
  • Patent number: 4728722
    Abstract: A process for the batchwise preparation of polyoxybutylene polyoxyalkylene glycols by copolymerizing tetrahydrofuran with a 1,2-alkylene oxide in the presence of compounds containing reactive hydrogen, the polymerization being carried out over a bleaching earth catalyst or zeolite catalyst, and the 1,2-alkylene oxide being fed to the reaction mixture in such manner that the concentration of the 1,2-alkylene oxide in the reaction mixture is kept at below 2% by weight during the polymerization.
    Type: Grant
    Filed: February 12, 1987
    Date of Patent: March 1, 1988
    Assignee: BASF Aktiengesellschaft
    Inventor: Herbert Mueller
  • Patent number: 4721816
    Abstract: Alkylene oxide adducts of higher alkanols are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more C.sub.2 to C.sub.4 vicinal alkylene oxides with an alkanol reactant comprising one or more C.sub.6 to C.sub.30 alkanols in the presence of a catalytically effective amount of a catalyst which combines (i) one or more sulfur-containing acids with (ii) one or more aluminum compounds selected from the group consisting of aluminum alcoholates and aluminum phenolates, the relative molar ratio of component (i) to component (ii) being in the range from about 0.1:1 to 1:1. Alkanol alkoxylates, and particularly alkanol ethoxylates, prepared in this manner are characterized by a relatively narrow-range distribution of alkylene oxide adducts and by a relatively low content of residual alkanol. The products of this process are nonionic surfactants, particularly useful as components of detergent formulations.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: January 26, 1988
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 4719032
    Abstract: Cyclohexane derivatives of formula IR.sup.1 --Cy--CH.sub.2 --Q--(Cy).sub.m --O--(CO).sub.n --CH.sub.2 --R.sup.2 IwhereR.sup.1 denotes alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --CH.dbd.CH--,R.sup.2 denotes H, alkyl with 1 to 12 C atoms in which also one or two non-adjacent CH.sub.2 groups may be replaced by --O--, --CO--, --O--CO-- or --CO--O--,Cy denotes trans-1,4-cyclohexyleneQ denotes --CH.sub.2 -- or --O--,m denotes 1 or 2, andn denotes 0 or 1,are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: January 12, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Andreas Wachtler, Joachim Krause, Reinhard Hittich, Bernhard Scheuble
  • Patent number: 4709099
    Abstract: 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: Grant
    Filed: May 2, 1986
    Date of Patent: November 24, 1987
    Assignee: BASF Corporation
    Inventors: Edward J. Panek, Pauls Davis
  • Patent number: 4703114
    Abstract: Polyethers of the formula: ##STR1## wherein: R is the residue of a starting active hydrogen compound with removal of the active hydrogen atom, R.sub.1 is a C.sub.1 -C.sub.10 alkyl or aryl, R.sub.2 is a C.sub.1 -C.sub.10 alkyl, R.sub.3 is H, CH.sub.3, C.sub.2 H.sub.5 or phenyl, x is 5-100, y is 1-5, and z is 2-8 are less active than those having primary or secondary alcoholic function at terminals.
    Type: Grant
    Filed: August 9, 1985
    Date of Patent: October 27, 1987
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Shigeo Mori, Junichiro Matsumoto
  • Patent number: 4703069
    Abstract: This invention relates to polyether polyols having an average hydroxyl value in the range of 100 to 250 mgKOH/g, which are alkoxylated derivatives of a polyhydric alcohol being a mixture of compounds according to formula (I) or/and (II) ##STR1## wherein R.sup.1 is H, CH.sub.3 or OCH.sub.3,R.sup.2 is H, CH.sub.2 OH or CH.sub.2 C(CH.sub.2 OH).sub.3, andR.sup.3 and R.sup.4 areH, CH.sub.2 OH or CH.sub.2 OCH.sub.3.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: October 27, 1987
    Assignee: Imperial Chemical Industries plc
    Inventors: James P. Brown, Ronald N. May, David Randall
  • Patent number: 4673518
    Abstract: This invention relates to synthetic polyether thickeners and thickened aqueous systems containing them. The thickeners are unique because they can be used in aqueous systems at less than ten percent weight concentration which will flow in a Vickers 104(C) Vane pump at use temperatures. These properties make them particularly useful for thickening hydraulic fluids used in high pressure vane and gear pumps. The thickeners are prepared by reacting conventional polyether polyols with alpha-olefin epoxides having an average of 6 to 12 total carbon atoms to obtain products with specific epoxide-to-hydroxyl ratios.
    Type: Grant
    Filed: March 7, 1986
    Date of Patent: June 16, 1987
    Assignee: BASF Corporation
    Inventors: James P. Owens, Charles F. Deck
  • Patent number: 4665239
    Abstract: 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: Grant
    Filed: May 31, 1984
    Date of Patent: May 12, 1987
    Assignee: BASF Corporation
    Inventors: Edward J. Panek, Pauls Davis
  • Patent number: 4654377
    Abstract: The instant invention relates to an improved process for the preparation of low molecular weight polyalcohols by the catalytic hydrogenation of a mixture of different low molecular weight hydroxy aldehydes, hydroxy ketones and optionally also polyhydric alcohols such as is formed from the autocondensation of formaldehyde (such a mixture will hereinafter be referred to as "formose"). The invention also relates to the use of these polyalcohols for the production of polyurethane resins.
    Type: Grant
    Filed: April 28, 1986
    Date of Patent: March 31, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Edgar Mohring, Kuno Wagner, Hanns P. Muller
  • Patent number: RE33658
    Abstract: Synthetic lubricants comprising 15 to 45 weight percent of an ester of a monohydric alcohol of 4 to 18 carbon atoms with one or more aromatic or alkane dicarboxylic acids having 4 to 18 carbon atoms blended with 85 to 55 weight percent of one or more polyether polyols having a number average molecular weight from about 400 to 5000. The blends are compounded with antioxidants, corrosion inhibitors, and metal deactivators to produce a superior lubricant for reciprocating air compressors which gives a long life to the compressors.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: August 6, 1991
    Assignee: The Dow Chemical Company
    Inventors: Eldon L. Ward, Philip W. McGraw, Thomas J. Appleman