Polyoxy Patents (Class 562/587)
  • Patent number: 5731467
    Abstract: Process for the manufacture of xylaric acid, characterized in that it consists of the oxidative degradation of 5-ketogluconic acid in alkaline medium using oxygen or a gas containing it.The xylaric acid obtained is of use as a calcium-chelating agent or as a component of polyhydroxypolyamides or as an intermediate in the synthesis of xylitol.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: March 24, 1998
    Assignee: Roquette Freres
    Inventor: Guy Fleche
  • Patent number: 5679740
    Abstract: Mechanically stable, self-inverting water-in-oil polymer emulsions for use in industrial water treatment, waste water treatment, sludge conditioning, ore dressing, papermaking, secondary and tertiary oil recovery containing carboxylated ethoxylated phenols and alcohols are provided.
    Type: Grant
    Filed: June 13, 1996
    Date of Patent: October 21, 1997
    Assignee: Cytec Technology Corp.
    Inventor: Howard Ivan Heitner
  • Patent number: 5662966
    Abstract: A process for producing an aqueous polyurethane coating is provided. A polyisocyanate, a polyol and a dimethylol alkane acid of the following formula, ##STR1## where R is an alkyl group of 2 to 10 carbon atoms, are simultaneously reacted in the presence of an organic solvent having a boiling point of 50.degree. to 120.degree. C. to thereby prepare an urethane polymer solution. The organic solvent is removed from the urethane polymer solution after the polymer has been dissolved or dispersed in water. The coating is of a substantially solvent-free form without reliance on any solvent having a high boiling point which results in impaired coating environment and reduced coat quality. The coat therefrom is widely useful for construction materials, automotive parts, electrical parts and textile products in particular and also is highly effective for preventing volatile of organic compound from becoming emitted in the atmosphere.
    Type: Grant
    Filed: March 15, 1996
    Date of Patent: September 2, 1997
    Assignee: Mitsubishi Chemical Corporation
    Inventor: Tatsuhiko Kobayashi
  • Patent number: 5648512
    Abstract: Compounds having the active site of natural lipoxins, but a longer tissue hlf-life are disclosed. These small molecules are useful for treating vasoconstrictive, inflammatory, myeloid suppressive, cardiovascular, and gastrointestinal diseases.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: July 15, 1997
    Assignee: Brigham & Womens Hospital
    Inventor: Charles N. Serhan
  • Patent number: 5631389
    Abstract: The present invention relates to a new class of carbohydrate based nonionic surfactant, i.e., alkyl and alkenyl glycasuccinimide, and a process for their manufacture.
    Type: Grant
    Filed: April 30, 1996
    Date of Patent: May 20, 1997
    Assignee: Lever Brothers Company, Division of Conopco, Inc.
    Inventors: Robert Vermeer, Van Au, Bijan Harichian
  • Patent number: 5599977
    Abstract: Rapid temperature rises which characterize carbohydrate-nitric acid oxidation reactions used to form carbohydrate-derived acids may be moderated and temperature control readily maintained by blowing a gas such as air, oxygen, nitrogen or the like into the reaction mixture as needed to control the temperature of the reaction. The more moderate reaction conditions afford higher yield of the desired product with a concomitant reduction of byproducts which may be difficult to remove and usually are unwanted as well. Upon completion the oxidation mixture is made basic (e.g. with an alkali metal base hydroxide or carbonate, ammonia or an amine) to a pH at which the the carboxyl group or groups of the product carbohydrate-derived acid are entirely in the salt form. The aqueous solution is then passed through an ion retardation resin column to recover the carbohydrate-derived salt, using water as the eluent.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: February 4, 1997
    Inventors: Donald E. Kiely, Andy Carter, David P. Shrout
  • Patent number: 5523479
    Abstract: A process for the preparation of carboxylic acids which contain ether groups by the catalytically accelerated addition of alcoholic hydroxyl groups from mono- or polyhydric alcohols to tertiary-alkyl esters of .alpha.,.beta.-unsaturated carboxylic acids, and followed with acid hydrolysis of the tertiary-alkyl .beta.-ethercarboxylate obtained as intermediates in this way.
    Type: Grant
    Filed: April 20, 1994
    Date of Patent: June 4, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Sanders, Klaus Konig
  • Patent number: 5502152
    Abstract: Disclosed is a polyoxyalkylene derivative which is useful for a carboxyl group-containing polyurethane resin, can easily introduce a carboxyl group into a polyurethane resin skeleton, and has a low melting point or is in a liquid state at normal temperature. The polyoxyalkylene derivative is represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms; R.sub.2 represents an alkylene group having from 1 to 6 carbon atoms or an arylene group having from 6 to 8 carbon atoms; A represents an alkylene group having from 4 to 7 carbon atoms; B represents an alkylene group having from 2 to 6 carbon atoms; l represents from 0 to 2; m represents from 0.1 to 35; n represents from 0.1 to 50; and 0.5<(m+n)<50.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: March 26, 1996
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Shigeru Shimada, Susumu Jinbo, Hideyuki Isii
  • Patent number: 5488154
    Abstract: A process for the preparation of an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a stable free radical nitroxide in the presence of a chromium (II) salt, a highly polar solvent, an oxidant and water, at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: October 13, 1994
    Date of Patent: January 30, 1996
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5420350
    Abstract: A novel bis-biguanide compound suitable for use as a disinfectant has the following formula: ##STR1## where n is an integer from 2 to 10 inclusive. A pharmaceutically acceptable salt, particularly gluconate salt of the compound is also useful as a disinfectant. The bis-biguanide compound has germicidal activities comparable to those of widely used chlorhexidine with respect to width of antibacterial spectrum and is superior to chlorhexidine in immediate effectiveness. It exhibits excellent germicidal activities against Pyocyaneus bacilli, on which chlorhexidine has poor effect.
    Type: Grant
    Filed: September 1, 1994
    Date of Patent: May 30, 1995
    Inventors: Akira Nishihara, Akihiro Nakamura, Tsunetoshi Honda, Michio Harada, Maki Takizawa
  • Patent number: 5391771
    Abstract: A process for the preparation of propane-1,2,3-tricarboxylic acid, tetrahydrofurfurylacetic acid and the C.sub.1 - to C.sub.20 -alkyl or C.sub.7 - to C.sub.12 -aralkyl esters thereof, propane-1,2,3-trimethanol, 3-methyltetrahydrofuran, 3-(2'-hydroxyethyl)tetrahydrofuran, 4-hydroxymethyltetrahydropyran, 2-methyl-.gamma.-butyrolactone and/or 3-methyl-.gamma.-butyrolactone, comprises reacting citric acid or the C.sub.1 - to C.sub.20 -alkyl or C.sub.7 - to C.sub.12 -aralkyl esters thereof on hydrogenation catalysts in non-aqueous solvents at from 50.degree. to 400.degree. C. and at from 1 to 400 bar.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: February 21, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Juergen Weyer, Rolf Fischer, Christoph Sigwart
  • Patent number: 5380930
    Abstract: A process for the preparation of an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a stable free radical nitroxide in the presence of a NO.sub.x -generating compound, a solvent and an oxidant, at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: December 17, 1993
    Date of Patent: January 10, 1995
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5374773
    Abstract: A process for the preparation of 3,4-dihydroxybutanoic acid (1) and salts thereof from a glucose source containing 1,4-1inked glucose as a substituent is described. The process uses an alkali metal hdyroxide and hydrogen peroxide to convert the glucose source to (1). The compound (1) is useful as a chemical intermediate to naturally occurring fatty acids and is used to prepare 3,4-dihydroxybutanoic acid-gamma-lactone (2) and furanone (3), particularly stereoisomers of these compounds.
    Type: Grant
    Filed: October 27, 1993
    Date of Patent: December 20, 1994
    Assignee: Board of Trustees operating Michigan State University
    Inventor: Rawle I. Hollingsworth
  • Patent number: 5371287
    Abstract: This invention relates to a composition which has an alkali(ne earth) metal hydroxycarboxylate and an aliphatic carboxylic acid which has a lower pKa than that of the hydroxycarboxylic acid. The hydroxycarboxylate salt, when used e.g. in an aqueous medium which allows dissociation of the salt and the aliphatic carboxylic acid into anions and cations, dissociates into the metal ions and hydroxycarboxylate ions, and the acid into the corresponding carboxylate ions and hydrogen ions. The relative pKa values of the two acids ensure that the aliphatic acid forms the alkali(ne earth metal salt thereby liberating the free hydroxycarboxylic acid in situ. This method masks the unpleasant odors of acids for ensiling etc without causing distress to operatives during storage and use.
    Type: Grant
    Filed: January 11, 1994
    Date of Patent: December 6, 1994
    Assignee: BP Chemicals Limited
    Inventor: Johannes A. C. Van Ooijen
  • Patent number: 5360881
    Abstract: Diallyloxyacetic acid and its basic addition salts, their preparation process and their application as cross-linking agents.Diallyloxyacetic acid and its basic addition salts, preparation process and application as cross-linking agents.
    Type: Grant
    Filed: May 24, 1993
    Date of Patent: November 1, 1994
    Assignee: Societe Francaise Hoechst
    Inventors: Paul Mallo, Christian Sidot, Alain Blanc, Yani Christidis
  • Patent number: 5332857
    Abstract: Variously substituted 3,5-dihydroxy-6,8-nonadienoic acids and esters, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.
    Type: Grant
    Filed: July 6, 1992
    Date of Patent: July 26, 1994
    Assignee: Pfizer Inc.
    Inventors: Peter A. McCarthy, Frederick J. Walker
  • Patent number: 5315038
    Abstract: A new microorganism for breaking down moenomycins, a process for the breakdown, and the use of the breakdown products are disclosed. A new Bacillus species and the appropriate enzymes obtained therefrom can be used to break down phosphoglycolipid antibiotics. The breakdown products of moenomycins display antibiotic activity or can be used as building blocks for the synthetic preparation of transglycosylase inhibitors.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: May 24, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Aretz, Dirk Bottger, Gerhard Seibert, Alois Tumulka, Peter Welzel, Kurt Hobert
  • Patent number: 5292939
    Abstract: A process for the preparation of 3,4-dihydroxybutanoic acid (1) and salts thereof from a glucose source containing 1,4-linked glucose as a substituent is described. The process uses an alkali metal hdyroxide and hydrogen peroxide to convert the glucose source to (1). The compound (1) is useful as a chemical intermediate to naturally occurring fatty acids and is used to prepare 3,4-dihydroxybutanoic acid-gamma-lactone (2) and furanone (3), particularly stereoisomers of these compounds.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: March 8, 1994
    Assignee: Board of Trustees Operating Michigan State University
    Inventor: Rawle I. Hollingsworth
  • Patent number: 5282987
    Abstract: A carboxy ether of formula (II):[R--O(C.sub.3 H.sub.6 O).sub.x (C.sub.2 H.sub.4 O).sub.y (C.sub.3 H.sub.6 O).sub.z ].sub.2 CHCOOM (II)is disclosed. In formula (II) R is (i) a saturated or unsaturated, linear or branched group containing 6 to 20 carbon atoms, (ii) an alkylaromatic group or an alkylcycloaliphatic group, each containing a total of 4 to 16 carbon atoms in its alkyl group, (iii) a dialkylaromatic, dialkylcycloaliphatic, or trialkylcycloaliphatic group, each containing a total of 5 to 24 carbon atoms in its alkyl groups, or (iv) a trialkylaromatic group with a total of 7 to 28 carbon atoms in its alkyl groups; x is 0 to 15, y is 1 to 40, z is 0 to 15; and M is an alkali metal cation, an alkaline earth metal cation, an ammonium cation, an alkanolammonium cation, or a proton.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: February 1, 1994
    Assignee: Huels Aktiengesellschaft
    Inventors: Dieter Balzer, Heinz Riemer, Werner Friedrich
  • Patent number: 5239116
    Abstract: A process for the preparation of a secondary alkoxyalkanoic acid by reacting the corresponding secondary alkoxyalkanol with a stable free radical nitroxide in the presence of a NO.sub.x -generating compound and an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the secondary alkoxyalkanoic acid.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: August 24, 1993
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5214197
    Abstract: A novel 2,4-dihydroxyadipic acid derivative of the formula: ##STR1## wherein R.sup.1 and R.sup.4 are the same or different and each a hydrogen atom, an alkyl group, an aralkyl group, an aryl group or a silyl group, and R.sup.2 and R.sup.3 are the same or different and each a hydrogen atom or a protective group of a hydroxy group or together form a ring, which is useful as a common intermediate in the synthesis of HMG-CoA reductase inhibitor.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: May 25, 1993
    Assignee: Kanegafuchi Chemical Industry Co., Ltd.
    Inventors: Shigeo Hayashi, Noboru Ueyama, Kenji Inoue, Teruyoshi Koga, Satomi Takahashi
  • Patent number: 5179232
    Abstract: A process for solubilizing solid formaldehyde oligomers without contaminating the solution product with undesirable solvent products by treating the oligomer with heated hydroxyacetic acid.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: January 12, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Edward J. Balthazar, Harold E. Bellis, Charles J. Denham
  • Patent number: 5175359
    Abstract: A process for the preparation of an alkoxyalkanoic acid of the formulaRO(CH.sub.2 CHR'O).sub.n CH.sub.2 CO.sub.2 Hwherein R is an alkyl group of from 1 to about 22 carbon atoms, R' is hydrogen or methyl or mixtures thereof (on the individual molecule) and n is an integer of from 1 to about 20, which comprises reacting the corresponding alkoxyalkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, a NO.sub.x -generating compound selected from the group consisting of an alkali metal nitrosodisulfonate, nitric acid, nitrous acid and mixtures thereof, and a chloride ion-containing compound in the presence of an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: December 29, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5166422
    Abstract: A process for the preparation of an alkanoic acid which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and an alkali metal nitrosodisulfonate in the presence of an oxidant at a temperature in the range of from about -10.degree. C. to about 60.degree. C. and thereafter separating out the alkanoic acid.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: November 24, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5166423
    Abstract: A process for the preparation of an alkanoic acid which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and nitric acid in the presence of an oxidant at a temperature in the range of from about 25.degree. C. to about 65.degree. C. and thereafter separating out the alkanoic acid.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: November 24, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5162579
    Abstract: A process for the preparation of an alkoxyalkanoic acid of the formulaRO(CH.sub.2 CHR'O).sub.n CH.sub.2 CO.sub.2 Hwherein R is an alkyl group of from 1 to about 22 carbon atoms, R' is hydrogen or methyl or mixtures thereof (on the individual molecule) and n is an integer of from 1 to about 12, which comprises reacting the corresponding alkoxyalkanol with a stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and nitric acid in the presence of an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: November 10, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5151545
    Abstract: Variously substituted 3,5-dihydroxy-6,8-nonadienoic acids and esters, are blood cholesterol lowering agents and so are useful in the prevention and treatment of cardiovascular diseases such as atherosclerosis.
    Type: Grant
    Filed: March 27, 1990
    Date of Patent: September 29, 1992
    Assignee: Pfizer Inc.
    Inventors: Peter A. McCarthy, Frederick J. Walker
  • Patent number: 5145611
    Abstract: Carboxylic acid derivatives of the formula ##STR1## R.sub.1 is alkoxy, alkylthio, alkylsulphinyl, alkulsulphonyl, alkylamino, cycloalkyl, or cycloalkoxy or optionally substituted aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino. R.sub.2 is optionally substituted aryl or, when B is alkylene also a hydrogen atom. A is a straight-chained or branched, saturated or unsaturated alkylene containing 3 to 10 carbon atoms which is optionally interrupted by a heteratom attached to a saturated carbon and has a chain length of at least 3 atoms. Y is S(O).sub.n group or oxygen, n being 0, 1 or 2. B is a valency bond or a straight-chained or branched, saturated or unsaturated alkylene containing 1 to 18 carbon atoms. Physiologically acceptable salts, esters and amides thereof are also included. The compounds are useful in the treatment of metabolic diseases.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: September 8, 1992
    Assignee: Boehringer Mannheim GmbH
    Inventors: Hans P. Wolff, Ernst-Christian Witte, Hans-Frieder Kuehnle
  • Patent number: 5099042
    Abstract: Polymers are produced from 4 and 5 member cyclic ethers, which polymers have hydroxyl functionalities of 4.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: March 24, 1992
    Assignee: Thiokol Corporation
    Inventors: Robert B. Wardle, Jerald C. Hinshaw
  • Patent number: 5087751
    Abstract: The present invention presents a method for preparation of S-3,4-dihydroxy butyronitrile expressed by the structural formula (II) ##STR1## characterized by causing R-3-chloro-1,2-propanediol expressed by the structural formula (I) ##STR2## to react with a cyanating agent. According to this invention, optically active 3,4-dihydroxy butyronitrile and 3,4-dihydroxy butyric acid derivatives may be manufactured economically and efficiently.
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: February 11, 1992
    Assignee: Kanegafuchi Kagaku Kogyo K.K.
    Inventors: Kenji Inoue, Mitsunori Matsumoto, Satomi Takahashi
  • Patent number: 5084480
    Abstract: Salts of pentamidine, formulations containing such salts and the use of such salts of treatment or prophylaxis of pneumocystis carinii. Pentamidine gluconate and lactate has been discovered and found to have high water solubility while providing potentially less toxic alternatives to pentamidine isethionate, especially for aerosolized administration to patients suffering from acquired immunodeficiency syndrome, AIDS, or AIDS related complex, ARC.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: January 28, 1992
    Assignee: Fujisawa USA, Inc.
    Inventors: Sadanand Pai, Abu S. Alam, John N. Kapoor
  • Patent number: 5068422
    Abstract: A carboxy ether of formula (II):[R--O(C.sub.3 H.sub.6 O).sub.x (C.sub.2 H.sub.4 O).sub.y (C.sub.3 H.sub.6 O).sub.z ].sub.2 CHCOOM (II)is disclosed. In formula (II) R is (i) a saturated or unsaturated, linear or branched group containing 6 to 20 carbon atoms, (ii) an alkylaromatic group or an alkylcycloaliphatic group, each containing a total of 4 to 16 carbon atoms in its alkyl group, (iii) a dialkylaromatic dialkylcycloaliphatic, or trialkylcycloaliphatic group, each containing a total of 5 to 24 carbon atoms in it alkyl groups, or (iv) a trialkylaromatic group with a total of 7 to 28 carbon atoms in its alkyl groups; x is 0 to 15, y is 1 to 40, z is 0 to 15; and M is an alkali-earth metal cation, an alkaline earth metal cation, an ammonium cation, an alkylammonium cation, or a proton.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: November 26, 1991
    Assignee: Huels Aktiengesellschaft
    Inventors: Dieter Balzer, Heinz Reimer, Werner Friedrich
  • Patent number: 5055230
    Abstract: A composition, in contact with a corrodable metal surface, comprising:a) an aqueous-based or oil-based system; andb) as an inhibitor for protecting the metal surface against corrosion, at least one compound having the formula I or II: ##STR1## in which R is C.sub.4 -C.sub.20 alkyl, C.sub.4 -C.sub.20 alkyl interrupted by one or more oxygen atoms, C.sub.4 -C.sub.20 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 alkaryl, C.sub.7 -C.sub.15 aralkyl or C.sub.5 -C.sub.12 cycloalkyl;R.sup.1, R.sup.2 and R.sup.3 are the same or different and each is methyl or, preferably, hydrogen;M is hydrogen, a metal ion, ammonium or substituted ammonium ion;a is 0 or 1;b is 0 or an integer from 1 to 6, preferably 0, 1, 2 or 3 especially 0 or 1; andc is an integer from 1 to 6; and/or at least one compound having the formula II: ##STR2## in which R, R.sup.3 and a are as defined above.
    Type: Grant
    Filed: May 15, 1990
    Date of Patent: October 8, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Brian G. Clubley, David C. Parker
  • Patent number: 5030748
    Abstract: New composition of monomers and polymers and their methods of use are disclosed. The polymers are water soluble and are composed of repeat units formed from an ethylenically unsaturated compound, and repeat units formed from substituted allyloxy alkylenes.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: July 9, 1991
    Assignee: Betz Laboratories, Inc.
    Inventors: Fu Chen, William Carey
  • Patent number: 5015760
    Abstract: Preparation of glyoxylic acid or derivatives thereof of the formula ##STR1## in which R denotes an alkyl radical with 1 to 10 C atoms and R.sub.1 denotes an alkyl radical with 1 to 4 C atoms, by ozonolysis of a dialkyl maleate, in which the alkyl radicals each have 1 to 10 C atoms, with the equivalent amount of ozone in an aliphatic alcohol of the formula R.sub.1 OH, and subsequent catalytic hydrogenation, in which the ozonolysis product is continuously introduced into a suspension of the hydrogenation catalyst in the alcohol of the formula R.sub.1 OH such that the peroxide content of the hydrogenation solution is not more than 0.1 mole/liter during the hydrogenation. Glyoxylic acid can be obtained from the resulting acetals of the formula I by hydrolysis.
    Type: Grant
    Filed: March 29, 1989
    Date of Patent: May 14, 1991
    Assignee: Chemie Linz Aktiengesellschaft
    Inventor: Alexander Sajtos
  • Patent number: 5001245
    Abstract: A preparation of metallic salt of ethercarboxylic acid in a pure form by restraining the formation of fumaric acid likely to occur when maleic acid and/or maleic anhydride react with oxycarboxylic acid. The ethercarboxylic product is a useful chelating agent.
    Type: Grant
    Filed: February 13, 1989
    Date of Patent: March 19, 1991
    Assignee: Nippon Shokubai Kagaku Kogyo Company, Ltd.
    Inventors: Masao Nakano, Miaki Asakawa, Yusei Nagamura, Akio Fukui, Yoichi Nakagawa
  • Patent number: 4996356
    Abstract: Biodegradable and little skin-roughening carboxylic acids being an excellent surfactant in a wide pH range and having the general formula (1): ##STR1## wherein R is a linear or branched alkyl or alkenyl group containing from 4 to 34 carbon atoms; one or both of X.sub.1 and X.sub.2 are --(CH.sub.2).sub.n --COOM, any other is a hydrogen atom; M is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, a lower alkanol amine cation, a lower alkyl-amine cation or a basic amino acid cation; and n is 1 or 2; and simple methods of preparing the same.
    Type: Grant
    Filed: May 6, 1988
    Date of Patent: February 26, 1991
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Hiroshi Takahashi, Atushi Ohta, Sayumi Akasaki
  • Patent number: 4845268
    Abstract: 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: Grant
    Filed: December 9, 1986
    Date of Patent: July 4, 1989
    Assignee: Daikin Industries, Ltd.
    Inventors: Yohnosuke Ohsaka, Takashi Tohzuka, Shoji Takaki
  • Patent number: 4827004
    Abstract: Novel Isoprene Derivatives which have mucosa-protective and gastric acid secretion-inhibiting properties and are useful for combatting ulcers both by treating and as a prophylaxis against gastric and/or duodenal ulcers.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: May 2, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Albert Fischli, Max Schmid, Rudolf Schmid
  • Patent number: 4766153
    Abstract: The invention relates to novel alkyl polyoxyalkylene carboxylate esters and to their use as surface active agents. The novel esters are especially useful as emollients in skin care compositions.
    Type: Grant
    Filed: April 1, 1987
    Date of Patent: August 23, 1988
    Assignee: Sandoz Ltd.
    Inventor: Robert V. Casciani
  • Patent number: 4759931
    Abstract: Liquid iodophors are provided containing as surface-active agent a product of the formula RO--(C.sub.3 H.sub.6 O).sub.m --(C.sub.2 H.sub.4 O).sub.n --CH.sub.2 COOM, wherein RO is the residue of an alcohol of at least 8 carbon atoms or of an alkylphenol of at least 10 carbon atoms which is substantially free of olefinic unsaturation, m is a number having an average value of 0-10, n is a number having an average value of 2-20 and M is hydrogen or a monovalent cation. Preferably the iodophors contain at least 20% of iodine. The novel iodophors are prepared by dissolving at room temperature the desired amount of iodine in the surface-active agent.
    Type: Grant
    Filed: April 10, 1984
    Date of Patent: July 26, 1988
    Assignee: 501 Stamicarbon B.V.
    Inventor: Nicolaas A. I. van Paassen
  • Patent number: 4758594
    Abstract: Novel compounds and compositions which inhibit SRS-A in mammals are disclosed. Methods for preparing said compounds and compositions and methods for their use for treating allergic reactions, inflammation and for reducing the severity of myocardial infarction resulting from heart attack are disclosed.Useful intermediates for preparing said compounds are also disclosed.
    Type: Grant
    Filed: May 19, 1986
    Date of Patent: July 19, 1988
    Assignee: Schering Corporation
    Inventors: Anil K. Saksena, Jesse K. Wong, Pietro Mangiaracina
  • Patent number: 4721579
    Abstract: A new type of ionic thickener for water-based products including functional fluids such as hydraulic fluids, cosmetic emulsions, etc. These new thickeners are prepared from polyoxyalklylene glycols, higher alkyl monoepoxides, lower alkyl monohalo lower alkyl carboxylates, and alkali metal hydroxide. These novel thickeners are generally characterized by the following formula: ##STR1## wherein R is a methylene or lower polymethylene group, R' is a higher alkyl group and R" is selected from the group consisting of oxyethylene groups and heteric or block copolymer mixtures of oxyethylene and other lower oxyalkylene groups, said copolymer containing at least 75 percent oxyethylene groups.
    Type: Grant
    Filed: August 15, 1980
    Date of Patent: January 26, 1988
    Assignee: BASF Corporation
    Inventor: Bongsub Kim
  • Patent number: 4719084
    Abstract: Water-soluble corrosion-inhibiting mixtures containing(a) one or more ammonium salts of fatty acids corresponding to the following general formula ##STR1## in which n=1 or 2 while R.sup.1, R.sup.2, R.sup.3 and R.sup.4 may be the same or different and represent hydrogen, unbranched or branched C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 hydroxyalkylene groups or C.sub.1 -C.sub.8 aminoalkylene groups and R.sup.5 represents C.sub.6 -C.sub.10 alkyl groups, and(b) one or more polyol fatty acids and/or salts thereof corresponding to the following general formula ##STR2## in which R.sup.6 is a C.sub.1 -C.sub.19 alkyl or alkylene group and R.sup.7 represents an organic residue formed from a dihydroxy or polyhydroxy compound by elimination of a hydroxyl group, M.sup.(+) =H.sup.(+), Na.sup.(+), K.sup.(+) or an ammonium ion [R.sup.1 R.sup.2 R.sup.3 R.sup.4 N].sup.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: January 12, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Karl H. Schmid, Alfred Meffert, Bert Gruber
  • Patent number: 4713487
    Abstract: Novel ether carboxylates of the following formula (I) ##STR1## in which R represents a linear or branched alkyl or alkenyl group having from 4 to 32 carbon atoms, and A and B independently represent hydrogen or a --CH.sub.2 COOM group wherein M represents hydrogen, alkali metal, ammonium, alkanolammonium or lower alkylammonium, provided that A and B are not hydrogen at the same time are prepared by a simple reaction in which a monohaloacetic acid or a salt thereof is reacted with a mono and/or dialcoholate of an alkyl glyceryl ether of the general formula (II) ##STR2## in which R has the same meaning as defined above. Optionally, the resulting product may be converted into a free acid or a salt thereof.Highly pure ether carboxylates can be produced from inexpensive and readily available starting materials with high yield. The carboxylates are useful as a surfactant of low stimulus and have wide utility in the fields of cosmetics, detergents, medicines, paints and so on.
    Type: Grant
    Filed: May 22, 1986
    Date of Patent: December 15, 1987
    Assignee: Kao Corporation
    Inventors: Fumimaro Sekine, Tomihiro Kurosaki, Toshinao Ukena, Hiroshi Kamitani
  • Patent number: 4701550
    Abstract: There is described a process for preparing alkyl esters of methyltartronic acid by hydroxylation of methacrylic acid to alpha-methylglyceric acid with H.sub.2 O.sub.2, in an aqueous medium, in the presence of H.sub.2 WO.sub.4 and optionally of H.sub.3 PO.sub.4 or H.sub.3 AsO.sub.4 or alkaline salts thereof as catalysts, at pH<2 and at temperatures of from 50.degree. to 100.degree. C., by subsequent oxidation of alpha-methylglyceric acid to methyltartronic acid with HNO.sub.3 in excess or with O.sub.2, in an aqueous-alkaline medium, in the presence of Pd or Pt carried on carbon or oxides thereof as catalysts, at temperatures of 60.degree.-100.degree. C., and final esterification of methyltartronic acid with alcohols C.sub.1 -C.sub.4.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: October 20, 1987
    Assignee: Istituto Guido Donegani S.p.A.
    Inventors: Carlo Venturello, Enzo Alneri, Alfredo Coassolo, Rino D'Aloisio
  • Patent number: 4697025
    Abstract: Carboxylates having the general formula: ##STR1## and a method of flavoring foodstuff and tobacco compositions therewith wherein R.sub.1 is an alkyl having from 1 to 14 carbons, alkenyl having from 2 to 14 carbons, cycloalkyl, cycloalkenyl, aryl, or furyl having from 4 to 14 carbons; R.sub.2 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, or cycloalkynyl of from 1 to 7 carbons, aryl or oxyaryl of from 5 to 18 carbons, or a cycloaliphatic ether of from 5 to 6 carbons; and R.sub.3 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, or cycloalkynyl of from 1 to 7 carbons, aryl, or oxyaryl of from 5 to 18 carbons, or a cycloaliphatic ether of from 5 to 6 carbons, or a radical of the general formula: ##STR2## where R.sub.4 and R.sub.5 independently are hydrogen or alkyl of from 1 to 6 carbons; and R.sub.6 is aryl, alkylaryl, aryloxy, alkoxy, cyclic acetal of from 3 to 7 carbons, dioxyalkyenyl ether of from 4 to 8 carbons; and M is cation other than hydrogen ion.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: September 29, 1987
    Assignee: Hercules Incorporated
    Inventor: Brian Byrne
  • Patent number: 4692547
    Abstract: The invention relates to a process for the preparation of glyoxylic hemiacetal esters, in which first glycolic esters are oxydehydrogenated to give glyoxylic esters, and then the latter are reacted with an alcohol. The gaseous reaction mixture formed in the oxydehydrogenation is introduced, together with an excess of an alcohol which is suitable as an entraining agent, into a distillation column and then the water of reaction is distilled overhead together with other low-boilers and part of the excess alcohol, the glyoxylic hemiacetal ester and the remainder of the excess alcohol resulting as the bottom product.In a variant of the process, use is made of an additional inert entraining agent whose azeotrope with water boils below 90.degree. C. and below the alcohol which is used, and then the water of reaction is distilled overhead with the assistance of this entraining agent.
    Type: Grant
    Filed: December 18, 1985
    Date of Patent: September 8, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Robert K. Driscoll, Ernst I. Leupold, Wolfgang Ebertz
  • Patent number: 4692551
    Abstract: The process involving the reaction of an alcohol ether, RY(OCH.sub.2 CH.sub.2).sub.n --OH, with a metal hydroxide, MOH, to produce the corresponding intermediate salt RY(OCH.sub.2 CH.sub.2).sub.n OM and reacting said salt with a butyrolactone, ##STR1## to produce the corresponding carboxypropylated productRY(OCH.sub.2 CH.sub.2).sub.n --O--CHR.sub.1 CHR.sub.2 --CHR.sub.3 --CO--OMwherein R is a saturated or olefinically unsaturated aliphatic radical having from 4 to 50 carbon atoms; Y is a direct bond or phenyl optionally substituted with halogen, trihalomethyl, cyano, nitro, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen or C.sub.1-4 alkyl; M is a sodium, potassium or lithium cation and n is an integer having a value of from 2 to 50.
    Type: Grant
    Filed: July 23, 1986
    Date of Patent: September 8, 1987
    Assignee: GAF Corporation
    Inventor: Kou-Chang Liu
  • Patent number: 4590291
    Abstract: An ether derivative of a dihydroxybenzene of the formula ##STR1## in which R.sup.1 is 1 to 3 identical or different substituents selected from hydrogen, halogen, trifluoromethyl, carboxyl, alkyl, alkoxy, alkylmercapto and carbalkoxy, with in each case 1 to 4 carbon atoms in the alkyl and alkoxy groups, andR.sup.2 and R.sup.3 are different and each is an alkyl or alkenyl chain in which 1 or 2 CH.sub.2 chain members are optionally replaced by O, S, CO or a phenylene group, and/or in which the chain is optionally substituted by 1 to 3 identical or different substituents selected from hydroxyl, halogen, trifluoromethyl, phenyl, carboxyl, alkyl, alkoxy, alkylmercapto, carbalkoxy, and acyl, the phenyl radical in turn optionally being substituted by halogen, trifluoromethyl, carboxyl, alkyl, alkoxy, alkylmercapto or carbaloxy, and the abovementioned alkyl, alkoxy and acyl groups in each case containing 1 to 4 carbon atoms, and in which at least one of the radicals R.sup.2 or R.sup.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: May 20, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Boshagen, Ulrich Horlein, Gerd Reinhardt, Friedel Seuter, Elisabeth Perzborn