Unsaturated Patents (Class 562/595)
  • Patent number: 4370253
    Abstract: A stable, isotropic emulsion of a water-insoluble material comprising alkenylsuccinic acid-in-water is prepared without an emulsifying agent. The emulsion is prepared by heating an admixture of a water-insoluble material comprising less than 95 weight percent alkenylsuccinic acid and water at a temperature of at least about 50.degree. C., cooling the heated mixture to below about 30.degree. C. and subjecting the cooled mixture to brisk agitation at a temperature below about 40.degree. C. to form a stable emulsion. The remaining water-insoluble material can be an oleophilic material, such as high molecular weight olefins, paraffin wax, long chain alkyl aromatics, pine oil, or the like. The average particle diameter of the emulsion particles is less than about 30 microns.
    Type: Grant
    Filed: June 19, 1980
    Date of Patent: January 25, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Charles M. Selwitz, Johann G. Schulz
  • Patent number: 4369123
    Abstract: A stable, isotropic emulsion of substantially pure alkenylsuccinic acid-in-water is prepared without using an emulsifying agent. The emulsion is prepared by heating an admixture of substantially pure alkenylsuccinic acid and water at a temperature of at least about 63.degree. C., cooling the heated mixture to below about 40.degree. C. and subjecting the cooled mixture to brisk agitation at a temperature below about 50.degree. C. to form a stable emulsion. The average particle diameter of the alkenylsuccinic acid particles is less than about 30 microns.
    Type: Grant
    Filed: June 19, 1980
    Date of Patent: January 18, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Charles M. Selwitz, Johann G. Schulz
  • Patent number: 4346235
    Abstract: A novel fluorine-containing compound of the formulaR.sub.1 --A--R.sub.2whereinA is ##STR1## R.sub.1 and R.sub.2 are each hydrogen or R.sub.3 OOC--CH.sub.2).sub.n, while R.sub.1 and R.sub.2 may not be hydrogen at the same time; X is hydrogen or halogen; R.sub.3 is hydrogen or a lower alkyl group; m is an integer of 1 to 5; and n is an integer of 4 to 11, and a process for preparing the same.
    Type: Grant
    Filed: June 10, 1980
    Date of Patent: August 24, 1982
    Assignees: Okamura Oil Mill Limited, Daikin Kogyo Co., Ltd.
    Inventors: Noboru Sonoda, Shinji Murai, Kazuhisa Takii
  • Patent number: 4329286
    Abstract: Metal salts and amides of alkyl-lactam acetic acids are prepared by reacting gamma-hydrocarbyl butyrolactone acetic acid compounds derived from alkenylsuccinic anhydrides with metal compounds and amines or amines alone. High molecular weight lactam acid salts and amides and metal complexes and metal carbamates thereof are useful as detergents or dispersants in organic industrial fluids. Another aspect of this invention is a method of preparing lactone acetic acids in yields up to 90% conversion from alkenylsuccinic anhydrides.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: May 11, 1982
    Assignee: Mobil Oil Corporation
    Inventors: El-Ahmadi I. Heiba, Albert L. Williams
  • Patent number: 4314071
    Abstract: Monoesters of symmetrical dicarboxylic acids and symmetrical diols are prepared in high yield by reacting a diacid or a diol with a monohydric alcohol or monocarboxylic acid, respectively, in an aqueous solution. The resultant monoester is removed from the aqueous solution immediately after its formation by continuous extraction with a nonpolar solvent.
    Type: Grant
    Filed: May 12, 1980
    Date of Patent: February 2, 1982
    Inventor: James H. Babler
  • Patent number: 4307034
    Abstract: An inert organic solvent dispersion of alkali hydroxide is prepared by mixing an alkali hydroxide, an inert organic solvent and a stabilizer and heating and stirring at the temperature for forming the pasty alkali hydroxide and cooling the dispersion. The dispersion of alkali hydroxide is used in a reaction of an active methylene compound with an organoalkyl halide such as a reaction of a halophenylacetonitrile with an isopropyl halide to obtain .alpha.-isopropyl halophenylacetonitrile.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: December 22, 1981
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Yoshiki Nakayama, Taro Izawa, Yasushi Higuchi, Yutaka Ohishi, Chihiro Yazawa
  • Patent number: 4306079
    Abstract: Novel polyfunctional compounds and a novel process for their preparation are disclosed. These compounds may be converted into the acid or salt forms of cis and trans aconitic acids as well as into a racemic mixture of isocitric acid, alloisocitric acid and the lactones of isocitric acid and alloisocitric acid and their salts. All of the acid and salt forms produced are useful as metal sequestrants and/or detergent builders. The novel polyfunctional compounds can also be saponified to their corresponding alkali metal salts which, in turn, are also metal ion sequestering agents and detergent builders. The polyfunctional compounds are the reaction products obtained from the reaction of selected salts of monoalkyl esters of maleic acid with selected active hydrogen containing compounds.
    Type: Grant
    Filed: September 12, 1979
    Date of Patent: December 15, 1981
    Assignee: Lever Brothers Company
    Inventors: Eddie N. Gutierrez, Vincent Lamberti
  • Patent number: 4301266
    Abstract: An improved process for the production of polymers of acrylic acid or methacrylic acid by polymerizing acrylic acid or methacrylic acid in isopropanol or in a water-isopropanol mixture containing at least 40% by weight of isopropanol in the presence of polymerization initiators at a temperature of from 120.degree. to 200.degree. C. under pressure. The polymers obtained are used as dispersing agents for inorganic pigments.
    Type: Grant
    Filed: December 1, 1978
    Date of Patent: November 17, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Muenster, Michael Rohmann
  • Patent number: 4277453
    Abstract: Device and method for removing dissolved organic acids from entrained liquid droplets in a waste gas stream comprising (1) heating the liquid droplets in the waste gas stream to the vaporization temperature, and (2) contacting the waste gas stream with a collecting means whereby the dissolved organic acids are deposited on the means of evaporization of the liquid droplets to thereby produce the heated gas stream substantially free of the liquid droplets.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: July 7, 1981
    Assignee: United States Steel Corporation
    Inventors: John E. Aiken, William J. Didycz
  • Patent number: 4275229
    Abstract: Monoethylenically unsaturated beta-carbonyl-containing carboxyl functional monomers and addition polymers containing them and other monoethylenically unsaturated monomers are disclosed, as are methods of coating substrates with the polymers to provide films of improved water resistance. The monomers are especially stable in the form of a salt with a volatile base, and the removal of the base when a polymer containing the monomer is cured causes decarboxylation, and the removal of the carboxyl groups improves the water resistance.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: June 23, 1981
    Assignee: DeSoto, Inc.
    Inventors: Stamatios G. Mylonakis, Anthony J. Tortorello
  • Patent number: 4273935
    Abstract: Novel polyfunctional compounds and a novel process for their preparation are disclosed. These compounds may be converted into the acid or salt forms of cis and trans aconitic acids as well as into a racemic mixture of isocitric acid, alloisocitric acid and the lactones of isocitric acid and alloisocitric acid and their salts. All of the acid and salt forms produced are useful as metal sequestrants and/or detergent builders. The novel polyfunctional compounds can also be saponified to their corresponding alkali metal salts which, in turn, are also metal ion sequestering agents and detergent builders. The polyfunctional compounds are the reaction products obtained from the reaction of selected salts of monoalkyl esters of maleic acid with selected active hydrogen containing compounds.
    Type: Grant
    Filed: September 12, 1979
    Date of Patent: June 16, 1981
    Assignee: Lever Brothers Company
    Inventors: Eddie N. Gutierrez, Vincent Lamberti
  • Patent number: 4260437
    Abstract: Metals such as copper and the transition elements may give rise to serious problems in conventional rubber based solid propellant binders. These metals may accelerate the curing action to such a degree that the pot life of the freshly mixed propellant is reduced. Also the metals may promote oxidative degradation of cured and uncured binder systems. These undesirable effects can be prevented by adding to the uncured binder certain binder soluble agents which are capable of forming stable complexes with the undesirable metals in which the valence of the metal ion is fixed. A wide variety of chelating agents can be used and include, particularly, the condensation products of salicylaldehyde with aliphatic di- and polyamines and with o-aminophenols.
    Type: Grant
    Filed: May 4, 1979
    Date of Patent: April 7, 1981
    Assignee: United Technologies Corporation
    Inventors: Toshio W. Nakagawa, Thomas P. Rudy
  • Patent number: 4259519
    Abstract: Conjugated diolefins (e.g., 1,3-butadiene) are carbonylated by the palladium-catalyzed addition of carbon monoxide and an alcohol of the formula ROH (e.g., benzyl alcohol) whereby polycarboxylic esters are formed in which the pair of double bonds of the conjugated diolefin has been transformed into a moiety having the formula: ##STR1## In the process, the olefin, carbon monoxide, and alcohol are reacted in the presence of a palladium(II) salt, a copper(II) salt, and a base, at certain concentrations and at a pressure and temperature sufficient to effect the carbonylation. The resulting unsaturated diester can be hydrolyzed and hydrogenated or vice versa to obtain the corresponding linear diacid (e.g., adipic acid).
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: March 31, 1981
    Assignee: Polymer Sciences Corporation
    Inventor: John K. Stille
  • Patent number: 4235786
    Abstract: An improved process for preparing oil-soluble derivatives of unsaturated C.sub.4 -C.sub.10 dicarboxylic acid materials, e.g. the product of the reaction of polyisobutylene and maleic anhydride, under Ene reaction conditions characterized in that said Ene reaction is conducted under acidic conditions as by conducting said reaction in the presence of from 0.01 to 5 wt. %, based on total weight of the reactants, of an oil-soluble strong organic acid containing a hydrogen dissociating moiety which has a pK of less than about 4.0, as exemplified by a C.sub.15 to C.sub.76 hydrocarbyl-substituted sulfonic acid, whereby sediment resulting from said Ene reaction is markedly reduced to less than 1 wt. %.
    Type: Grant
    Filed: October 1, 1979
    Date of Patent: November 25, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventor: Max J. Wisotsky
  • Patent number: 4218263
    Abstract: A process for preparing an oxygen-containing wax obtained by reacting a mixture of saturated and unsaturated hydrocarbon waxes with an unsaturated polycarboxylic acid thereby to prepare the oxygen-containing wax. In one embodiment, this invention relates to the oxygen-containing waxes so prepared.
    Type: Grant
    Filed: November 17, 1978
    Date of Patent: August 19, 1980
    Assignee: Nippon Oil Company, Ltd.
    Inventors: Nobuaki Kawabata, Nobuo Yokoyama
  • Patent number: 4158664
    Abstract: A process for improving the color of crude alkenyl succinic anhydrides which comprises treating said anhydrides with water.
    Type: Grant
    Filed: June 17, 1977
    Date of Patent: June 19, 1979
    Assignee: Gulf Research & Development Company
    Inventors: Charles M. Selwitz, Helen I. Thayer
  • Patent number: 4158736
    Abstract: Polymers of esters of acrylic acid having an average chain length of about 6 to about 30 mers are prepared by an anionic polymerization reaction, carried out in the presence of a catalytic amount of an alkoxide anion. These polymers, their hydrolysis products, and their derivatives have a wide variety of applications, including among others use as components in films, coatings, fibers, impregnants, adhesives, and binders, and use as modifiers, plasticizers, melt flow improvers, and leveling agents.
    Type: Grant
    Filed: November 5, 1975
    Date of Patent: June 19, 1979
    Assignee: Rohm and Haas Company
    Inventors: Sheldon N. Lewis, Richard A. Haggard
  • Patent number: 4151297
    Abstract: 1-Alkylamino-3-(3- or 4-[2-(endobicyclo[3.1.0]-hex-6-yl)ethylaminocarbonyl]-1-phenoxy)-2-propano l and substituted derivatives thereof and methods for preparing such compounds are disclosed. 5-(3- Or 4-[2-(endobicyclo[3.1.0]hex-6-yl)ethylaminocarbonyl]-phenoxy)methyl 3-alkyl-2-optionally substituted oxazolidine and derivatives thereof, and methods for preparing such compounds are also disclosed. These compounds exhibit cardiovascular acitivity and are useful in the treatment of abnormal heart condition as well as hypertension in mammals. The former compounds are prepared by treatment of the corresponding 1,2-epoxy-3-(3- or 4-[2-(endobicyclo[3.1.0]hex-6-yl)-ethylaminocarbonyl]phenoxy)propane with the desired alkylamine or by base or acid hydrolysis of the corresponding 5-(3- or 4-[2-(endobicyclo[3.1.0]hex-6-yl)-ethylaminocarbonyl)-3-alkyl oxazolidine. The latter compounds are prepared from the corresponding 1-alkylamino-3-(3- or 4-[2-(endobicyclo[3.1.
    Type: Grant
    Filed: October 31, 1977
    Date of Patent: April 24, 1979
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Karl G. Untch, Stefan H. Unger, Brian Lewis
  • Patent number: 4150241
    Abstract: Pure racemic acid (dl-tartaric acid) and meso tartaric acid are produced by reaction of an alkali maleate with aqueous hydrogen peroxide in the presence of an alkali tungstate in a process wherein the molar ratio of hydrogen peroxide to maleic acid is greater than 1:1 and the alkali salt of cis-epoxysuccinic acid formed together with the alkali tungstate, in a given case after destroying the excess hydrogen peroxide, are converted to free cis-epoxysuccinic acid and free tungstic acid by leading them over a strongly acidic cation exchanger, whereupon the hydrolysis of the free cis-epoxysuccinic acid to racemic acid and meso-tartaric acid can take place either in the presence of or the absence of the free tungstic acid, whereby the tungstic acid in the case of catalyst free hydrolysis before, and in the case of catalyst containing hydrolysis after this hydrolysis is removed with an anion exchanger and the racemic acid is then in known manner crystallized out of the tungstic acid free hydrolysis mixture by lower
    Type: Grant
    Filed: February 9, 1976
    Date of Patent: April 17, 1979
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Gunter Prescher, Gerd Schreyer
  • Patent number: 4146543
    Abstract: Novel polyfunctional compounds and a process for their preparation are disclosed. These compounds and their alkali metal salts are useful metal sequestrants and/or detergent builders. Selected compounds are also intermediates useful in the syntheses of aconitic acid as well as isocitric and alloisocitric acids and their lactones. The novel polyfunctional compounds are obtained from the reaction of maleic anhydride with selected active methylene or methine containing compounds.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: March 27, 1979
    Assignee: Lever Brothers Company
    Inventor: Eddie N. Gutierrez
  • Patent number: 4123458
    Abstract: Novel polyfunctional compounds and a novel process for their preparation are disclosed. These compounds may be converted into the acid or salt forms of cis and trans aconitic acids as well as into a racemic mixture of isocitric acid, alloisocitric acid and the lactones of isocitric acid and alloisocitric acid and their salts. All of the acid and salt forms produced are useful as metal sequestrants and/or detergent builders. The novel polyfunctional compounds can also be saponified to their corresponding alkali metal salts which, in turn, are also metal ion seqestering agents and detergent builders. The polyfunctional compounds are the reaction products obtained from the reaction of selected salts of monoalkyl esters of maleic acid with selected active hydrogen containing compounds.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: October 31, 1978
    Assignee: Lever Brothers Company
    Inventors: Eddie N. Gutierrez, Vincent Lamberti
  • Patent number: 4123459
    Abstract: Novel methods for preparing polycarboxylic compounds which are useful as metal sequestrants and food acidulants are disclosed. These compounds are aconitic and a mixture of aconitic acid, and the lactones of isocitric acid and alloisocitric acid. The compounds can be neutralized to the corresponding salts which, in turn, are metal sequestering agents. The novel methods include chlorination of propane-1,1,2,3-tetracarboxyalic tetraesters.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: October 31, 1978
    Assignee: Lever Brothers Company
    Inventors: Eddie N. Gutierrez, Vincent Lamberti