Polyoxy Alcohol Moiety Patents (Class 560/89)
  • Patent number: 4329490
    Abstract: Aqueous dispersions of oil-modified, carboxyl-containing, urethane polymers are prepared by reacting diisocyanates or their isocyanate-terminated prepolymers, with half-esters of hindered diols, especially 2,2,4-trimethyl-1,3-pentanediol, and anhydrides of polycarboxylic acids, preferably aromatic acids having at least three carboxylic groups, especially trimellitic anhydride. The urethane polymers are "oil-modified", i.e., extended with unsaturated fatty acid esterpolyols; and when neutralized with ammonia or amines can be dispersed in water to form especially desirable coating compositions. An organic phosphite may be incorporated in the compositions to control the development of hardness in films made from the aqueous dispersions and thereby avoid the formation of wrinkles in films that are made from the compositions.
    Type: Grant
    Filed: April 21, 1980
    Date of Patent: May 11, 1982
    Assignee: Textron, Inc.
    Inventors: Roy C. Williams, David R. Rogemoser
  • Patent number: 4301044
    Abstract: Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.
    Type: Grant
    Filed: January 22, 1980
    Date of Patent: November 17, 1981
    Assignee: The Procter & Gamble Company
    Inventors: George E. Wentler, Joseph McGrady, Eugene P. Gosselink, William A. Cilley
  • Patent number: 4290765
    Abstract: Polyoxyalkylene polycarboxylate ester is used for imparting soil release properties to textiles such as all polyester fabric either alone or in combination with other textile chemicals.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: September 22, 1981
    Assignee: Pennwalt Corporation
    Inventor: Stanley R. Sandler
  • Patent number: 4266046
    Abstract: Cyclic carbonate esters are reacted with polycarboxylic acids to produce bis(hydroxyalkyl) esters from aromatic polycarboxylic acids in the presence of selected catalysts comprising at least one of phosphines, phosphonium halides, sulfonium halides, sulfoxonium halides, and ammonium and alkyl ammonium halides. In the preferred embodiment, ethylene carbonate is reacted with terephthalic acid to produce bis(2-hydroxyethyl) terephthalate and/or polymers thereof.
    Type: Grant
    Filed: September 17, 1976
    Date of Patent: May 5, 1981
    Assignee: Phillips Petroleum Company
    Inventor: Yulin Wu
  • Patent number: 4237312
    Abstract: In the oxidation of acyclic conjugated dienes, recovery and recycle of the oxidation catalyst is accomplished by distilling off the oxidation solvent, extraction of the oxidation product with a suitable solvent, and removal of the extraction solvent residue from the catalyst, and recycle of the catalyst to the oxidation step.
    Type: Grant
    Filed: April 2, 1979
    Date of Patent: December 2, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4236022
    Abstract: Mono- and dicarboxylic acid esters of 1,2-dihydroxyalkanes of the formulae ##STR1## wherein A represents a bivalent radical selected from the group consisting of alkylene having from 1 to 16 carbon atoms, hydroxyalkylene having from 1 to 8 carbon atoms and 1 to 4 hydroxys, alkenylene having from 2 to 18 carbon atoms, alkoxyalkylene having from 2 to 6 carbon atoms, phenylene, alkylphenylene having from 1 to 12 carbon atoms in the alkyl; R.sub.1 represents a member selected from the group consisting of hydrogen and alkyl having from 1 to 12 carbon atoms; R.sub.2 is alkyl having from 10 to 22 carbon atoms; and R.sub.
    Type: Grant
    Filed: December 21, 1978
    Date of Patent: November 25, 1980
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)
    Inventors: Ulrich Zeidler, Fanny Scheuermann
  • Patent number: 4229207
    Abstract: Esters of 1,2-diphenyl-cyclohex-1-ene-4-carboxylic-acid are effective plant growth regulating agents. They are useful for controlling wild oats in cereal cultures and for growth inhibition in different cultures, e.g. for the inhibition of suckers in tobacco plants.
    Type: Grant
    Filed: June 22, 1978
    Date of Patent: October 21, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Verena Laanio, Werner Fory, Rolf Schurter
  • Patent number: 4221917
    Abstract: Monoolefins and diolefins are converted to corresponding esters in a process by contacting together at least one monoolefin, diolefin or mixture thereof, oxygen, at least one iodosoaryl dicarboxylate and at least one carboxylic acid, carboxylic acid anhydride or mixture thereof.
    Type: Grant
    Filed: March 3, 1978
    Date of Patent: September 9, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4221916
    Abstract: Saturated vicinal esters produced by reacting olefins with carboxylic acid and anhydrides thereof in the presence of oxygen and a vanadium- or ruthenium-containing catalyst.
    Type: Grant
    Filed: August 25, 1978
    Date of Patent: September 9, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4220800
    Abstract: Saturated vicinal esters are produced by reacting olefins with carboxylic acids and oxygen in the presence of a boron-containing catalyst component.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: September 2, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4219665
    Abstract: Polycarboxylic acid-2-hydroxyalkyl esters of the formula ##STR1## wherein A is an aliphatic, cycloaliphatic, or aromatic radical which is optionally substituted or interrupted by heteroatoms, and/or optionally substituted by hydroxyl groups, R.sub.1 is hydrogen or an alkyl radical having 1 to 12 carbon atoms, and R.sub.2 is an alkyl radical having 10 to 22 carbon atoms, n.gtoreq.0 and m.gtoreq.2, with the proviso that m.gtoreq.n and the total of n+m.gtoreq.3, and their use as emulsifying agents and cosmetic emulsions containing them.
    Type: Grant
    Filed: June 30, 1978
    Date of Patent: August 26, 1980
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)
    Inventors: Ulrich Zeidler, Fanny Scheuermann
  • Patent number: 4216107
    Abstract: The addition of small amounts of organic titanium compounds to polyol compounds reduces the viscosity of said compounds.
    Type: Grant
    Filed: May 11, 1978
    Date of Patent: August 5, 1980
    Assignee: BASF Wyandotte Corporation
    Inventors: Herwart C. Vogt, Bernardas Brizgys, Moses Cenker, John T. Patton, Jr.
  • Patent number: 4192953
    Abstract: Polyprenyl derivatives having the formula ##STR1## in which R.sup.1 and R.sup.2 may be the same or different and each represents hydrogen atom, hydroxyl group, an alkoxy group having 1-8 carbon atoms, an aliphatic acyloxy group having 2-18 carbon atoms, an aromatic acyloxy group or an araliphatic acyloxy group having 2-3 carbon atoms in the aliphatic acyl moiety, R.sup.3 represents hydrogen atom, an alkyl group having 1-8 carbon atoms, an aliphatic acyl group having 2-18 carbon atoms, an aromatic acyl group or an araliphatic acyl group having 2-3 carbon atoms in the aliphatic acyl moiety, n is an integer of 1-4 and, when n is an interger of 2-4, R.sup.2 's may be the same or different; provided that, when n is 1 or 2, at least one of R.sup.2 and R.sup.2 's is hydroxyl group, an alkoxy group, an aliphatic acyloxy group, an aromatic acyloxy group or an araliphatic acyloxy group. These derivatives are useful as medicines for treating peptic ulcer.
    Type: Grant
    Filed: January 4, 1979
    Date of Patent: March 11, 1980
    Assignee: Sankyo Company Limited
    Inventors: Hiroshi Mishima, Akira Ogiso, Shinsaku Kobayashi
  • Patent number: 4180676
    Abstract: A catalyst comprising a uranium compound, an alkali metal ion, and a halide, is effective to convert conjugated dienes in carboxylic acid media to diacyloxy olefins.
    Type: Grant
    Filed: August 25, 1977
    Date of Patent: December 25, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4179578
    Abstract: Stilbene derivatives having at least one further phenyl substituent in the para-position to a benzene ring in the stilbene are optical brighteners particularly suitable for incorporation on spinning masses.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: December 18, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Hans Kittl, Salvatore Valenti
  • Patent number: 4165432
    Abstract: Compounds containing peroxy linkages connecting similar polyol ester constituents are described. These peroxy di-ester polyols are prepared by the direct esterification of peroxy diacids with polyols, in the presence of a strong mineral acid catalyst. The peroxy di-ester polyol products function as free radical initiators and grafting bases in the graft copolymerization of unsaturated monomers with polyols. These graft copolymers are useful in the formulation of polyurethanes.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: August 21, 1979
    Assignee: Olin Corporation
    Inventors: Frank J. Preston, Theodore C. Kraus, Kiran B. Chandalia
  • Patent number: 4164615
    Abstract: A catalyst comprising a titanium compound, an alkali metal ion, and a halide, is effective for the conversion of conjugated diolefins to diacyloxy olefins.
    Type: Grant
    Filed: August 25, 1977
    Date of Patent: August 14, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4162363
    Abstract: Conjugated dienes or monoolefins are converted to diesters in a process utilizing a catalyst system comprising an alkali metal compound and a sulfur source comprising elemental sulfur or a sulfur halide, optionally with a halide source, in carboxylic acid media.
    Type: Grant
    Filed: August 25, 1977
    Date of Patent: July 24, 1979
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4159978
    Abstract: Novel polyacetal polymers are presented. The polymers provide outstanding renewable soil release, anti-soil redeposition and anti-static properties when applied to natural and synthetic textile substrates, especially textile substrates containing polyester fibers.
    Type: Grant
    Filed: March 9, 1978
    Date of Patent: July 3, 1979
    Assignee: Rhone-Poulenc Industries
    Inventors: Robert Violland, Alain Lagasse
  • Patent number: 4156700
    Abstract: Useful hydroxyl-terminated polyolefin prepolymers, e.g. polybutadiene prepolymers, are provided which may be cross-linked with an epoxide to yield a polyether elastomeric material or with a mixture of an anhydride and an epoxide to form a polyester material. One such prepolymer is a carboxyl-terminated polyolefin, e.g. polybutadiene prepared by reacting a hydroxy-terminated polyolefin, e.g. polybutadiene with solid or liquid anhydrides. Polyether and polyester propellants containing up to about 88% of solid ammonium perchlorate in the powder form and aluminum powder may be prepared from the above two materials (binders). The physical and mechanical properties from these propellants depend on the ratios and on the order of addition of each ingredient, the curing temperature and the presence of surface-active agents. Polyester propellants may be made either by using the hydroxy-terminated polyolefin, e.g. polybutadiene prereacted with anhydrides or by mixing simultaneously all ingredients with the solids.
    Type: Grant
    Filed: July 21, 1976
    Date of Patent: May 29, 1979
    Assignee: Her Majesty the Queen in right of Canada, as represented by the Minister of National Defence
    Inventors: Meude Tremblay, Guy Perrault, Gonzague Duchesne
  • Patent number: 4123404
    Abstract: Water-thinnable, di- or polyesters and water-insoluble coatings which are particularly suitable as wood finishes and which are made by reaction of the di- or polyesters with water-soluble aminoplast resins are described. The ester resin intermediates are made by reacting a triol having a carbon/oxygen ratio of about 5:3 to about 7:3 with a polycarboxylic acid selected from lower molecular weight polycarboxylic acids so that the resulting ester resin is water-thinnable. The ratio of triol to polycarboxylic acid is varied to produce either the diester or the polyester.
    Type: Grant
    Filed: July 25, 1977
    Date of Patent: October 31, 1978
    Assignee: Whittaker Corporation
    Inventor: Edward A. Lasher
  • Patent number: 4113971
    Abstract: Diacyloxy olefins are prepared by the reaction of a conjugated diolefin with a carboxylic acid in the presence of free oxygen and a Group VIB metal oxide.
    Type: Grant
    Filed: February 21, 1975
    Date of Patent: September 12, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4107056
    Abstract: Novel polyacetal polymers are presented. The polymers provide outstanding renewable soil release, anti-soil redeposition and anti-static properties when applied to natural and synthetic textile substrates, especially textile substrates containing polyester fibers.
    Type: Grant
    Filed: July 9, 1976
    Date of Patent: August 15, 1978
    Assignee: Rhone-Poulenc Industries
    Inventors: Robert Violland, Alain Lagasse
  • Patent number: 4101274
    Abstract: Process for the even dyeing of synthetic fiber materials and mixtures thereof with natural fibers with water-insoluble disperse dyes according to the exhaustion method, which comprises adding to the dyebath as levelling agents linear water-soluble, or dispersible polyesters containing sulfo groups.
    Type: Grant
    Filed: February 24, 1976
    Date of Patent: July 18, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Beutler, Friedrich Engelhardt, Karl Hintermeier, Joachim Ribka
  • Patent number: 4100354
    Abstract: Mixtures of glycols, monomers and oligomers are disclosed which mixtures are converted to terephthalate ester polyols. These terephthalate ester polyols are useful in the production of polyurethane foams. When these polyols are employed to produce polyurethane foams, the resulting foams exhibit excellent flame properties.
    Type: Grant
    Filed: August 5, 1976
    Date of Patent: July 11, 1978
    Assignee: Owens-Corning Fiberglass Corporation
    Inventor: Gwilym E. Owen, Jr.
  • Patent number: 4096341
    Abstract: Thermally stable, rigid dibasic acids of the formula ##STR1## wherein R.sup.1 is arylene or substituted arylene, are used to prepare thermally stable, rigid polyesters of the formula ##STR2## WHERE R.sup.2 is arylene or substituted arylene, and n is at least 10.
    Type: Grant
    Filed: August 26, 1977
    Date of Patent: June 20, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: August Henry Frazer
  • Patent number: 4087246
    Abstract: Hydrophilic additives are provided which may be introduced into fibrous articles to provide improved water absorbency and charge dissipation properties which resist abrasion and laundering. The fibrous articles are treated by contacting the articles with at least one hydrophilic additive and nitrogen catalyst under conditions sufficient to incorporate additive and catalyst in the article, followed by heating the treated article to obtain the desired fiber characteristics.
    Type: Grant
    Filed: March 4, 1976
    Date of Patent: May 2, 1978
    Assignee: Allied Chemical Corporation
    Inventors: Frank Mares, Theodore Largman
  • Patent number: 4086181
    Abstract: For inhibiting corrosion and scale on ferrous metal parts in a circulating water system there is added to the water in such system from 10 to 500 ppm of a partial ester of a polyfunctional acid having a free carboxylate, phosphonate or sulfonate group and another carboxyl group which is esterified with a polyoxyalkylated derivative of an alkyl, alkaryl, or alkenyl alcohol having a terminal hydrocarbon group of 8-20 carbon atoms. In some preferred embodiments there is added with the partial ester from 10 to 500 ppm of a dispersible oil which may also include a surface active agent for dispersing the oil in water. Preferred partial esters include partial esters of citric, malic, tartaric, maleic, adipic and phthalic acids partially esterified with an alkyl polyoxyethylene alcohol having 2 to 4 ethoxy groups.
    Type: Grant
    Filed: February 14, 1977
    Date of Patent: April 25, 1978
    Assignee: American Cyanamid Company
    Inventors: Tzeng Jiueq Suen, Arthur James Begala, Jr., Martin Grayson
  • Patent number: 4077942
    Abstract: Compounds such as bis[1-(4-anilinophenoxy)-2-propyl] 4,7-dithiadecanedioate and [3-(4-anilinophenoxy)-2-hydroxypropyl] 4,7-dithiadecanedioate are provided by reactions between 4-anilinophenoxy alcohols and epoxides and a dicarboxylic acid. The bis(4-anilinophenoxy) ester products are useful as antioxidants in polymers.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: March 7, 1978
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Richard H. Kline
  • Patent number: 4077945
    Abstract: A batch process for esterifying ethylene glycol and terephthalic acid at elevated temperature and pressure in which a part of the ethylene glycol required for the complete esterification reaction is placed in an autoclave and heated under pressure, and the remainder of the glycol is added to said heated glycol in the form of a paste with terephthalic acid. Preferably the glycol initially present in the autoclave amounts to 0.3 to 0.8 moles per mole of terephthalic acid while the glycol added as a paste amounts to 1.4 to 0.9 moles per mole of terephthalic acid. The glycol initially in the autoclave may be glycol reclaimed from the mixture volatilized during the reaction and may contain up to 20% water, preferably 2-6% water.
    Type: Grant
    Filed: April 18, 1977
    Date of Patent: March 7, 1978
    Assignee: Zimmer Aktiengesellschaft
    Inventors: Helmut Heinze, Eberhard Hackel
  • Patent number: 4075412
    Abstract: Diacyloxy olefins are prepared by the reaction of a conjugated diolefin with a carboxylic acid in the presence of free oxygen and a catalyst system consisting essentially of an indium compound, a halide source and an alkali metal compound.
    Type: Grant
    Filed: April 21, 1976
    Date of Patent: February 21, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4069385
    Abstract: In the preparation of olefin derivatives having an ester group at the allylic position (hereinafter referred to as "allylic ester(s)") which comprises reacting an olefin having at least one hydrogen atom at the allylic position and which will produce an allylic ester having an asymmetric carbon atom with an organic peroxide in the presence of a copper catalyst, a method for producing optically active allylic esters characterized by using, as the copper catalyst, an optically active copper complex derived from an optically active compound selected from the group consisting of Schiff's bases of the formula: ##STR1## and amino acids of the formula: ##STR2## wherein R.sub.0 is an optically active alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, X and Y are each a hydrogen atom, an alkyl, cycloalkyl, aralkyl or aryl group, or a substituent having a hetero atom, R.sub.1 and R.sub.
    Type: Grant
    Filed: June 3, 1976
    Date of Patent: January 17, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masashi Araki, Tsuneyuki Nagase
  • Patent number: 4067857
    Abstract: A polycondensation catalyst system comprising an antimony-containing polycondensation catalyst and selected ethylenically unsaturated compounds, such as pentaerythritol triacrylate. The ethylenically unsaturated compound stabilizes tne antimony-containing catalyst.
    Type: Grant
    Filed: May 21, 1976
    Date of Patent: January 10, 1978
    Assignee: Stauffer Chemical Company
    Inventor: Ronald Lee Muntz
  • Patent number: 4067856
    Abstract: A polycondensation process employing a catalyst system comprising an antimony-containing polycondensation catalyst and selected ethylenically unsaturated compounds, such as allyl glycidyl ether. The ethylenically unsaturated compound stabilizes the antimony-containing catalyst.
    Type: Grant
    Filed: May 21, 1976
    Date of Patent: January 10, 1978
    Assignee: Stauffer Chemical Company
    Inventors: Ronald L. Muntz, Francis A. Via
  • Patent number: 4068082
    Abstract: Esters are prepared by reaction of acyl halides and alcohols or hydroxyalkyl esters and acid halides in the presence of a tertiary amine and polar aprotonic solvents. Bis(2-methacrylatoethyl) phthalate is prepared by the reaction of phthaloyl chloride with 2-hydroxyethyl methacrylate in pyridine and acetone. Bis-phenol-A-bis(2-methacrylatoethyl)ether is prepared from 2,2-bis[4-(2-hydroxyethoxy)phenyl]-propane and methacryl chloride in acetone.
    Type: Grant
    Filed: September 19, 1973
    Date of Patent: January 10, 1978
    Assignee: Lee Pharmaceuticals
    Inventors: Donald G. Stoffey, Jan Alexander Orlowski