Amine Oxides Patents (Class 564/297)
  • Patent number: 5756000
    Abstract: This invention provides perfluoro(alkoxycycloalkane) carbonyl fluoride compounds wherein, pendant from the fluorinated ring, are from 2 to 5 perfluoroalkoxy groups having from 1 to 4, preferably 1 to 2, carbon atoms with the proviso that when one or more of the perfluoroalkoxy groups contain from 3 to 4 carbon atoms, there are no more than 3 pendant groups.In yet another aspect, this invention provides aqueous film-forming foam (AFFF) compositions comprising one or more perfluoro(alkoxycycloalkane) carbonyl group-containing surfactants and one or more water-soluble fluorine-free surfactants selected from the group consisting of nonionic hydrocarbon-containing surfactants with a hydrophilic-lipophilic balance (HLB) value greater than or equal to about 10 and ionic hydrocarbon-containing surfactants having a carbon chain length containing inclusively from about 6 to about 10 carbon atoms.
    Type: Grant
    Filed: February 6, 1996
    Date of Patent: May 26, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: John C. Hansen, George G. I. Moore, Stephen D. Polson, Patricia M. Savu, Richard M. Stern
  • Patent number: 5710332
    Abstract: A method for the manufacture of N,N dialkylglycamine compounds of general formula R.sub.2 NR.sub.1 R.sub.3 (I) by reacting a secondary amine of general formula R.sub.2 NHR.sub.3 (II) in which R.sub.2 is a straight or branched chain alkyl or hydroxyalkyl group having from 1 to 4 carbon atoms and R.sub.3 is a residue from a monosaccharide, with an alkali metal or alkaline earth metal aliphatic sulphate, R.sub.1 SO.sub.4 M, in which R.sub.1 is a straight or branched chain alkyl or alkenyl group having from 8 to 24 carbon atoms.The betaine, suphobetaine and N-oxidised derivatives of (I) are provided for use as mild surfactants.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: January 20, 1998
    Assignee: Albright & Wilson Limited
    Inventors: Brynley Morris Phillips, Ajit Kumar, Alan Smithson
  • Patent number: 5710333
    Abstract: Process for the preparation of tertiary amine oxides by reaction of a tertiary amine with a compound which splits off oxygen. To avoid gel and foam formation, a portion of the amine oxide to be prepared is added before the start of this reaction.
    Type: Grant
    Filed: August 6, 1996
    Date of Patent: January 20, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg Bader, Ramon Joglar Tamargo
  • Patent number: 5668281
    Abstract: A process for preparing a tertiary amine-N-oxide which comprises reacting a tertiary amine with a peroxide in the presence of a catalyst comprising an oxide containing silicon and titanium atoms. According to the process of the present invention, a tertiary amine-N-oxide can be obtained in a high yield, and since the catalyst can easily be separated from the reaction mixture, the tertiary amine-N-oxide can be obtained in a high purity without the contamination by the catalyst.
    Type: Grant
    Filed: January 19, 1996
    Date of Patent: September 16, 1997
    Assignee: Koei Chemical Co., Ltd.
    Inventors: Shinkichi Shimizu, Nanao Watanabe, Hideki Kuranishi
  • Patent number: 5639880
    Abstract: A process for preparing amine oxides of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.30 -alkyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.1 -C.sub.30 -hydroxyalkyl, C.sub.1 -C.sub.30 -aminoalkyl, C.sub.2 -C.sub.30 -alkoxyalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -alkylaryl, C.sub.1 -C.sub.8 -alkyl-, C.sub.1 -C.sub.8 -alkoxy- or halogen-monosubstituted, -disubstituted, -trisubstituted, -tetrasubstituted or -pentasubstituted C.sub.3 -C.sub.12 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -alkylaryl, --[(CH.sub.2).sub.2 --O].sub.n --R.sup.4, --{[CH(CH.sub.3)CH.sub.2 ]--O}.sub.m --R.sup.5, or R.sup.1 and R.sup.2 are together an uninterrupted or oxygen-, nitrogen- or sulfur-interrupted C.sub.3 -C.sub.12 -alkylene diradical chainR.sup.4 and R.sup.5 are each C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -cycloalkyl, hydroxyl, --COR.sup.6 or --CH.sub.2 --COOR.sup.7, C.sub.3 -C.sub.12 -cycloalkyl, aryl, C.sub.7 -C.sub.20 -aralkyl or C.sub.7 -C.
    Type: Grant
    Filed: May 30, 1996
    Date of Patent: June 17, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Muller, Klemens Massonne, Karsten Eller, Michael Schulz
  • Patent number: 5628941
    Abstract: The invention is concerned with a process for the production of cellulose moulded bodies. In this process, cellulose is first dissolved in an aqueous solution of a tertiary amine-oxide, in particular N-methylmorpholine-N-oxide (NMMO), to produce a mouldable cellulose solution. Second, the cellulose solution is molded and conducted into an aqueous precipitation bath, wherein the cellulose is precipitated, which produces a moulded body and a spent precipitation bath. Next, the spent precipitation bath is regenerated. This regenerated aqueous amine-oxide solution is re-used to dissolve cellulose, thereby repeating the process. In the above process, the repeated aqueous amine-oxide solution has a pH within certain defined limits.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 13, 1997
    Assignee: Lenzing Aktiengesellschaft
    Inventors: Wolfram Kalt, Heinrich Firgo, Johann Manner, Eduard Mulleder, Bruno Mangeng, Arnold Nigsch, Franz Schwenninger, Christoph Schrempf
  • Patent number: 5621144
    Abstract: New compounds are described typically having the formula CH.sub.3 C(CH.sub.2 R).sub.3 or ZCH.sub.2 C(CH.sub.2 R).sub.3 where R is a fluorohydrocarbon or perfluorocarbon group, preferably containing 4-16 carbon atoms and more F atoms that H atoms. Z is a hydrophilic group which may make the compound self-emulsifiable. The compounds are useful as oxygen transport agents in vivo, for which purpose aqueous emulsions are used, as a blood substitute.
    Type: Grant
    Filed: January 9, 1995
    Date of Patent: April 15, 1997
    Assignee: Isis Innovation Limited
    Inventor: Stephen R. Cooper
  • Patent number: 5523478
    Abstract: A method for the manufacture of N,N dialkylglycamine compounds of general formula R.sub.2 NR.sub.1 R.sub.3 (I) by reacting a secondary amine of general formula R.sub.2 NHR.sub.3 (II) in which R.sub.2 is a straight or branched chain alkyl or hydroxyalkyl group having from 1 to 4 carbon atoms and R.sub.3 is a residue from a monosaccharide, with an alkali metal or alkaline earth metal aliphatic sulphate, R.sub.1 SO.sub.4 M, in which R.sub.1 is a straight or branched chain alkyl or alkenyl group having from 8 to 24 carbon atoms.The betaine, suphobetaine and N-oxidised derivatives of (I) are provided for use as mild surfactants.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: June 4, 1996
    Assignee: Albright & Wilson Limited
    Inventors: Brynley M. Phillips, Ajit Kumar, Alan Smithson
  • Patent number: 5498373
    Abstract: Amine oxide surfactants contaminated with nitrite are treated under acidic conditions with materials such as maleic acid and diethylenetriaminepentaacetate (DTPA) to reduce nitrite levels below 1 ppm. Thus, C.sub.12-13 dimethyl amine is oxidized with hydrogen peroxide in the presence of maleic acid and DTPA to reduce nitrite levels. The resulting nitrite-free amine oxide is employed in various detergent compositions.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 12, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Larry E. Miller, Gene P. Hawkins, Bernard G. Durham
  • Patent number: 5498791
    Abstract: A synergistic mixture of a carbonate and/or bicarbonate with a phosphonate, especially an organoamino methylene phosphonate or an N-oxide thereof, inhibits or reduces nitrosamine contamination during preparation, storage and/or heating of products which are susceptible to contamination with nitrosamine.
    Type: Grant
    Filed: January 20, 1995
    Date of Patent: March 12, 1996
    Assignee: Albright & Wilson, Limited
    Inventors: Michael Blezard, Glyn R. Jones, Moharam Ghadimi
  • Patent number: 5486315
    Abstract: An amine oxide having the formula: ##STR1## wherein the R.sub.1 groups are independently selected from C.sub.1 -C.sub.4 alkyl or alkoxy groups and R.sub.2 is a branched chain C.sub.11 -C.sub.16 alkyl group; a detersive composition containing such amine oxide with amphoteric surfactants and/or alkalizing agent; and the use of said composition for cleaning hard surfaces.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: January 23, 1996
    Assignee: Lonza Inc.
    Inventor: Chuen-Ing J. Tseng
  • Patent number: 5466870
    Abstract: Amine oxide surfactants contaminated with nitrite are treated under acidic conditions with materials such as maleic acid and diethylenetriaminepentaacetate (DTPA) to reduce nitrite levels below 1 ppm. Thus, C.sub.12-13 dimethyl amine is oxidized with hydrogen peroxide in the presence of maleic acid and DTPA to reduce nitrite levels. The resulting nitrite-free amine oxide is employed in various detergent compositions.
    Type: Grant
    Filed: August 5, 1994
    Date of Patent: November 14, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Larry E. Miller, Gene P. Hawkins, Bernard G. Durham
  • Patent number: 5431901
    Abstract: Selective isotopic-labeling of spin label compounds, used in electron spin resonance spectroscopy to detect, measure and monitor the presence of paramagnetic species, increases the sensitivity of the electron spin resonance technique in assays for paramagnetic species, such as the determination of oxygen tension in solution or in a biological sample, like a living organism. Spin label compounds, such as nitroxides, like 3-carbamoyl-2,2,5,5-tetramethyl-3-pyrroline-1-yloxyl (CTPO), are selectively, but not completely, isotopically-labeled, such as partially deuterated, to increase the sensitivity and reliability of assays employing electron spin resonance spectroscopic measurements.
    Type: Grant
    Filed: August 3, 1988
    Date of Patent: July 11, 1995
    Inventors: Howard J. Halpern, Beverly A. Teicher
  • Patent number: 5409532
    Abstract: Amine-oxides of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are alkyl groups with 1 to 4 C-atoms, R.sub.3 is hydrogen, a hydroxyl group or an alkoxy group with 1 to 4 C-atoms and m and n are whole numbers which fulfil the conditions 1.ltoreq.m.ltoreq.8 and 0.ltoreq.n.ltoreq.4 respectively, with the proviso that n is not 0 if R.sub.3 is a hydroxyl group or an alkoxy group, can be used with advantage for the preparation of mouldable or spinnable cellulose solutions which have a reduced tendency to crystallise.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: April 25, 1995
    Assignee: Lenzing Aktiengesellschaft
    Inventors: Stephan Astegger, Dieter Eichinger, Heinz Falk, Gunter Teubl
  • Patent number: 5359139
    Abstract: A tert-amine which contains an acid-activated color body precursor is treated to prevent it or a derivative thereof, e.g., an amine oxide, betaine, or quaternary ammonium compound, from turning pink when exposed to acidic conditions by contacting it with ascorbic acid.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: October 25, 1994
    Assignee: Albemarle Corporation
    Inventors: Kim R. Smith, James E. Borland, Joe D. Sauer
  • Patent number: 5292955
    Abstract: Novel perhydrates having utility as surfactants and bleaching agents are obtained by reacting an anhydrous amine oxide or an amine oxide monohydrate with hydrogen peroxide in such proportions as to provide a compound corresponding to the formula RR'R"NO.multidot.xH.sub.2 O.multidot.yH.sub.2 O.sub.2 in which R is a primary alkyl group containing 8-24 carbons; R' is methyl, ethyl, or 2-hydroxyethyl; R" is independently selected from methyl, ethyl, 2-hydroxyethyl, and primary alkyl groups containing 8-24 carbons; x is 0 or 1; y is 1 or 2; and x+y is .ltoreq.2.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: March 8, 1994
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland, Joe D. Sauer
  • Patent number: 5292954
    Abstract: A pourable amine oxide composition which is suitable for use in detergent compositions is obtained by reacting a tert-amine with aqueous hydrogen peroxide in a nonionic surfactant as the sole organic solvent, at least a portion of the nonionic surfactant being an alkylphenol ethoxylate or other compound corresponding to the formula Z[OC(Z')HCH.sub.2 ].sub.m OH in which Z is an alkylphenyl group wherein the alkyl group contains 4-30 carbons, Z' is hydrogen or an alkyl or hydroxyalkyl group containing 1-3 carbons, and m is an integer of 1-100. When the composition has a low water content, it is suitable for use in water-sensitive formulations, such as bar soaps and detergent concentrates.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: March 8, 1994
    Assignee: Ethyl Corporation
    Inventors: James E. Borland, Joe D. Sauer, Kim R. Smith
  • Patent number: 5254735
    Abstract: A solid amine oxide is prepared by reacting a tert-amine with at least a stoichiometric amount of an aqueous hydrogen peroxide having a concentration of at least 50% by weight in the presence as the reaction medium of a normally gaseous material which (a) has a critical temperature <160.degree. C. and a critical pressure <12 MPa, (b) is in a liquefied, densified, or supercritical state in which it has a density of at least 0.1 g/cc, and (c) is present in an amount sufficient to maintain the reaction mixture stirrable throughout the reaction.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: October 19, 1993
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, Y.-D. Mark Chen, Rebecca F. Smith, James E. Borland, Joe D. Sauer
  • Patent number: 5208374
    Abstract: A non-aromatic tert-amine is oxidized with hydrogen peroxide at about 20.degree.-100.degree. C. by a carbon dioxide-accelerated high solids process in which discoloration of the amine oxide product is minimized by diluting the carbon dioxide before allowing it to contact the reaction mixture so that the entire reaction is conducted in an atmosphere composed of carbon dioxide and an amount of inert gas, such as nitrogen or air, which is at least equal in volume to the amount of carbon dioxide.
    Type: Grant
    Filed: September 23, 1992
    Date of Patent: May 4, 1993
    Assignee: Ethyl Corporation
    Inventors: James E. Borland, Fred J. Impastato, Kim R. Smith
  • Patent number: 5164121
    Abstract: A pourable amine oxide composition which is suitable for use in detergent compositions is obtained by reacting a tert-amine with aqueous hydrogen peroxide in a normally liquid polyethylene glycol as the sole organic solvent. When the composition has a low water content, it is suitable for use in water-sensitive formulations, such as bar soaps and detergent concentrates.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: November 17, 1992
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland, Joe D. Sauer
  • Patent number: 5162408
    Abstract: N-Alkenyl substituted hydroxylamines of formula I ##STR1## where R.sub.1 and R.sub.2 are independently hydrogen, alkyl, aryl or phenylalkyl, and R.sub.3 to R.sub.7 are independently hydrogen, alkyl or substituted alkyl are very effective process stabilizers for polymeric systems providing melt flow stabilization and resistance to discoloration during processing at elevated temperatures as well as effective stabilizers for lubricant compositions.
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: November 10, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Odorisio, Joseph E. Babiarz
  • Patent number: 5130488
    Abstract: Discrete tert-amine oxides, including non-hygroscopic tert-amine oxide dihydrates, are prepared by (A) reacting a concentrated aqueous hydrogen peroxide with a tert-amine corresponding to the formula RR'R"N in which R is a primary alkyl group containing 8-24 carbons; R' is methyl, ethyl, or 2-hydroxyethyl; and R" is independently selected from methyl, ethyl, 2-hydroxyethyl, and primary alkyl groups containing 8-24 carbons in a reaction mixture which is maintained stirrable throughout the reaction by the use, at least during the latter part of the reaction, of an organic solvent which solubilizes the reaction mixture at the reaction temperature but permits precipitation of the tert-amine oxide at a lower temperature and (B) adjusting the water content of the product, if necessary, to achieve a water/tert-amine oxide mol ratio not higher than about 2.1/1 before recovering the tert-amine oxide.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: July 14, 1992
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland
  • Patent number: 5128348
    Abstract: Certain hexane and heptane amines including geometric and stereoisomers, agricultural compositions containing them and their use as fungicides.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: July 7, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gregory S. Basarab
  • Patent number: 5087752
    Abstract: The subject invention relates to a method of synthesizing nitroxides from secondary amines. This method uses a suitable dioxirane compound such as dimethyldioxirane (DMD), which is relatively stable and simple to synthesize, as the oxidizing agent. A quantity of a secondary amine having no hydrogen atoms directly attached to the alpha carbon atoms is mixed with a 2x molar ratio of the dioxirane. In a first reaction, the secondary amine is oxidized to form a hydroxylamine; in a second reaction, the hydroxylamine is further oxidized to form a nitroxide. When the dioxirane loses an oxygen atom it converts into a ketone; for example, dimethyldioxirane is converted into acetone. This is very convenient, since the ketone byproduct is a solvent that can be easily removed after the reaction without causing interfering reactions. This method provides a simple, highly selective, rapid reaction with very high yields.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: February 11, 1992
    Assignee: Curators of the University of Missouri
    Inventors: Robert W. Murray, Megh Singh
  • Patent number: 5082940
    Abstract: Aromatic tertiary amines are oxidized by means of hydrogen peroxide in an inert solvent medium in the presence of a catalyst selected from metal selenium and compounds of selenium.The process is applied to the preparation of oxides of heterocyclic aromatic tertiary amines and oxides of non-heterocyclic tertiary amines, in which the nitrogen atom is substituted by at least 1 aromatic nucleus.
    Type: Grant
    Filed: September 5, 1990
    Date of Patent: January 21, 1992
    Assignee: Interox (Societe Anonyme)
    Inventors: Franz Legrand, Andre Lecloux, Paul Deschrijver
  • Patent number: 5081300
    Abstract: N-substituted hydroxylamines of formula I ##STR1## where R.sub.1 and R.sub.2 are independently hydrogen, alkyl, alkenyl, aryl or phenylalkyl, and R.sub.3 to R.sub.7 are independently hydrogen, alkyl or substituted alkyl are very effective process stabilizers for polymeric systems providing melt flow stabilization and resistance to discoloration during processing at elevated temperatures as well as effective stabilizers for lubricant compositions.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: January 14, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Odorisio, Joseph E. Babiarz
  • Patent number: 5075501
    Abstract: Novel compounds which have particular utility in the preparation of dry formulations, such as laundry powders, are mixed tert-amine oxides wherein the molecules correspond to the formula RR'R"NO.multidot.nH.sub.2 O in which R is a primary alkyl group containing 8-24 carbons; R' is methyl, ethyl, or 2-hydroxyethyl; R" is independently selected from methyl, ethyl, 2-hydroxyethyl, and primary alkyl groups containing 8-24 carbons; and n is 0, 1, or 2; at least some of the molecules being dihydrate molecules. The pure dihydrates are non-hygroscopic solids.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: December 24, 1991
    Assignee: Ethyl Corporation
    Inventors: James E. Borland, Kim R. Smith
  • Patent number: 5068430
    Abstract: Amine oxides, such as amine oxide dihydrates, which have become discolored by being prepared from tert-amines and hydrogen peroxide in a liquid medium constituting not more than 50% of the weight of the reaction mixture and in the presence of carbon dioxide are bleached by exposing them to visible light, preferably incandescent light having a luminosity of at least about 1750 lumens.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: November 26, 1991
    Assignee: Ethyl Corporation
    Inventors: James E. Borland, Y.-D. Mark Chen, Joe D. Sauer, Kim R. Smith, Rebecca F. Smith
  • Patent number: 5059625
    Abstract: The present invention relates to novel compounds represented by the formula: ##STR1## wherein R is an alkyl group having from about 8 to about 18 carbon atoms, and mixtures thereof, n has a value of from 1 to 6, R.sub.1 is selected from the group consisting of an alkyl group having from 1 to about 12 carbon atoms, or ##STR2## where the sum of n+m=2 to 12. These compounds possess antimicrobial activity and are useful as cleaning agents and preservatives, particularly in water-based functional fluids and surface coating compositions.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: October 22, 1991
    Assignee: Olin Corporation
    Inventors: Michael Scardera, Frank R. Grosser
  • Patent number: 5055614
    Abstract: A pourable amine oxide composition which is suitable for use in detergent compositions is obtained by reacting a tert-amine with aqueous hydrogen peroxide in a nonionic surfactant as the sole organic solvent, at least a portion of the nonionic surfactant being a fatty alkanolamide corresponding to the formula ZC(O)NZ'Z" in which Z is an alkyl group containing 4-30 carbons, Z' is hydrogen or an alkyl or hydroxyalkyl group containing 1-3 carbons, and Z" is a hydroxyalkyl group containing 1-3 carbons. When the composition has a low water content, it is suitable for use in water-sensitive formulations, such as bar soaps and detergent concentrates.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: October 8, 1991
    Assignee: Ethyl Corporation
    Inventors: Joe D. Sauer, Kim R. Smith, James E. Borland
  • Patent number: 4820820
    Abstract: Cationic surface-active products of the formula:R.sub.1 --O[C.sub.2 H.sub.3 (R.sub.2)O--].sub.p [C.sub.2 H.sub.3 (CH.sub.2 OH)O].sub.(n-1) CH.sub.2 --CHOH--CH.sub.2 --Gin which R.sub.1 =C.sub.4 -C.sub.20 aliphatic radical, R.sub.2 =C.sub.4 -C.sub.20 alkyl, alkoxymethyl or alkenyloxy radical, p=1-2.5, n=2-20 and G denotes an amine or amine oxide group, and their salts are disclosed for use principally in cosmetics.
    Type: Grant
    Filed: September 23, 1987
    Date of Patent: April 11, 1989
    Assignee: L'Oreal
    Inventors: Henri Sebag, Guy Vanlerberghe
  • Patent number: 4748275
    Abstract: A solid non-hygroscopic flakeable di-C.sub.14-30 alkyl C.sub.1-2 alkylamine oxide is made by reacting di-C.sub.14-30 alkyl C.sub.1-2 alkylamine with aqueous hydrogen peroxide containing at least 40 weight percent H.sub.2 O.sub.2 in the absence of a solvent.
    Type: Grant
    Filed: September 8, 1986
    Date of Patent: May 31, 1988
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland
  • Patent number: 4661433
    Abstract: Aryl nitrones, of the type used in contrast enhancement photolithography techniques, are stabilized by adding thereto a drying agent such as molecular sieve, silica gel or an alkylalkoxysilane. The resulting compositions are substantially storage stable.
    Type: Grant
    Filed: December 31, 1984
    Date of Patent: April 28, 1987
    Assignee: General Electric Company
    Inventor: Gary C. Davis
  • Patent number: 4659565
    Abstract: Shampoo containing a di-C.sub.6-18 primary alkyl methylamine oxide hair conditioning agent, e.g. didecylmethylamine oxide, is very effective in improving hair body and flyaway control.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: April 21, 1987
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, Raymond O. Johannessen, James E. Borland
  • Patent number: 4650904
    Abstract: A process for producing an aqueous solution of a straight-chain alkyl tertiary amine oxide and a branched-chain alkyl tertiary amine oxide by reacting aliphatic tertiary amines with an aqueous solution of hydrogen peroxide is disclosed. In this process, a tertiary amine which mainly consists of a branched-chain tertiary amine is first reacted with excess hydrogen peroxide, and then, a straight-chain alkyl tertiary amine which is substantially free of a branched-chain alkyl group is added to the reaction mixture for permitting further reaction with hydrogen peroxide. The process achieves a high overall conversion of the starting amines, and the final product has an extremely low level of residual hydrogen peroxide.
    Type: Grant
    Filed: November 30, 1984
    Date of Patent: March 17, 1987
    Assignee: Mitsubishi Petrochemical Company, Limited
    Inventor: Koichi Fujita
  • Patent number: 4548744
    Abstract: Water-soluble ethoxylated amine oxides having clay soil removal/anti-redeposition properties are disclosed herein. These amine oxides are selected from ethoxylated monoamine oxides, ethoxylated diamine oxides, ethoxylated polyamine oxides, ethoxylated amine oxide polymers, and mixtures thereof. These amine oxides are useful at from about 0.05 to about 95% by weight in detergent compositions which further comprise from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof. In addition to these detergent surfactants, the detergent composition can optionally comprise from 0 to about 80% by weight of a detergent builder.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: October 22, 1985
    Inventor: Daniel S. Connor
  • Patent number: 4508651
    Abstract: The invention is directed to a process and intermediates for the preparation of 1.alpha.,25-dihydroxyergocalciferol as well as substantially pure and crystalline 1.alpha.,25-dihydroxyergocolciferol. The end-product 1.alpha.,25-dihydroxyergocalciferol is useful in the treatment of disease states which are characterized by insufficient amounts of 1.alpha.,25-dihydroxycholecalciferol.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: April 2, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Enrico G. Baggiolini, Andrew D. Batcho, Alfred Boris, Milan R. Uskokovic
  • Patent number: 4492642
    Abstract: Lubricant and liquid fuel compositions containing a product made by reacting a borating agent with an ammoninated hydrocarbyl epoxide are provided. The invention also provides the product per se and a method of reducing fuel consumption in an internal combustion engine using fuel and lubricant compositions containing same.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: January 8, 1985
    Assignee: Mobil Oil Corporation
    Inventor: Andrew G. Horodysky
  • Patent number: 4425243
    Abstract: Foaming agents for use in oil and gas production comprising n-octyl dimethylamine oxide, n-decyl dimethylamine oxide, branched decyl dimethylamine oxide, and mixtures thereof, all of which generate copious quantities of stable foam even in the presence of brine and hydrocarbons.
    Type: Grant
    Filed: October 21, 1982
    Date of Patent: January 10, 1984
    Assignee: Millmaster Onyx Group, Inc.
    Inventors: Harold A. Green, Morris Weinstein, Kenneth W. Prodo
  • Patent number: 4416808
    Abstract: Bis-betaine-amine oxides of the formula ##STR1## in which R is a saturated or an olefinically unsaturated hydrocarbon radical having 1 to 3 double bonds and 8 to 22 carbon atoms,n.sup.1 and n.sup.2 each is an integer of from 2 to 3, n.sup.1 and n.sup.2 optionally being identical or different,m.sup.1 and m.sup.2 each is an integer of from 1 to 4, m.sup.1 and m.sup.2 optionally being identical or different, anda, b, c and d, being identical or different, each is a number of from 1 to 5, with the proviso that the sum (a+b+c+d) is at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2, by dicyanoalkylation, hydrogenation, ethoxylation, reaction with alkali metal salts of .omega.-halocarboxylic acids, and subsequent oxidation with hydrogen peroxide. They are surfactants of mild action and suitable for formulating cosmetic and industrial cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 22, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4415488
    Abstract: Triamine-trioxides of the formula ##STR1## in which R denotes a saturated or an olefinically unsaturated hydrocarbon radical which has 1 to 3 double bonds and 8 to 22 carbon atoms, n.sup.1 and n.sup.2 represent an integer from 2 to 3, and n.sup.1 and n.sup.2 can be identical or different, and a, b, c and d, which are identical or different, each is a number from 1 to 5, with the proviso that the sum (a+b+c+d) should be at most 10.The compounds are prepared from primary amines of the formula RNH.sub.2 by dicyanoalkylation, hydrogenation, ethoxylation and oxidation with hydrogen peroxide. They are suitable for formulating industrial and also cosmetic cleaning agents.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: November 15, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Blaschke, Alwin Reng, Jochen M. Quack
  • Patent number: 4399077
    Abstract: Perfluorinated surface-active block or random oligomers of the formula ##STR1## where R denotes a C.sub.2 -C.sub.18 -hydrocarbon or- hydrofluorocarbon radical,Y denotes a C.sub.6 -C.sub.13 -fluorocarbon or- hydrofluorocarbon radical which can contain a chain oxygen atom,Z denotes a group which confers solubility in water and p and q denote integers or decimal numbers from 0.5 to 30 are provided. They are suitable for use in cosmetic compositions for the treatment of hair. They slow down the flow of sebum and the rate at which hair becomes greasy again.
    Type: Grant
    Filed: June 4, 1980
    Date of Patent: August 16, 1983
    Assignee: L'Oreal
    Inventors: Guy Vanlerberghe, Henri Sebag
  • Patent number: 4347381
    Abstract: The pink color content often produced in products such as amine salts, amine oxides, betaines, quaternary ammonium compounds or other compounds derived from long chain alkyl amines is eliminated by treating the products with trace amounts of a bleaching agent. Heating of the treated amine at relatively low temperatures for a short period of time enhances the effectiveness of the bleaching agent. Long chain alkyl amines having a pink color may be similarly treated.
    Type: Grant
    Filed: January 24, 1978
    Date of Patent: August 31, 1982
    Assignee: Ethyl Corporation
    Inventor: Melvin E. Tuvell
  • Patent number: 4307249
    Abstract: An improved process for preparing p-aminophenol by the catalytic hydrogenation of nitrobenzene in an aqueous acidic reaction medium containing a dimethylalkylamine oxide whereby the hydrogenation rate is increased and the selectivity of the reaction for p-aminophenol is improved.
    Type: Grant
    Filed: January 7, 1981
    Date of Patent: December 22, 1981
    Assignee: Mallinckrodt, Inc.
    Inventor: Edward L. Derrenbacker
  • Patent number: 4275236
    Abstract: Disclosed are tertiary amine oxides which comprise an amine oxide nucleus substituted with an organic group and with two hydroxy groups which have carbon atoms in at least the .alpha., .beta. and .gamma. positions, a hydroxyl group on the .beta.-carbon atom, and have an effective chain length of at least 4 carbon atoms, said amine oxide being capable of being provided in ostensibly anhydrous form and being capable of being made at a concentration by weight of at least about 80% by oxidizing the corresponding tertiary amine with an oxidizing agent without solvent and without gelling during said oxidation.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: June 23, 1981
    Assignee: Sherex Chemical Company, Inc.
    Inventors: Gary W. Earl, Howard M. Hickman
  • Patent number: 4263177
    Abstract: Disclosed is an amine oxide foam stabilizer for stabilizing a foam of an alkyl benzene sulfonate foaming agent, wherein said amine oxide foam stabilizer is represented by the following general structure: ##STR1## where, R.sub.1 is a C.sub.4 -C.sub.11 alkyl groupR.sub.2 is a C.sub.2 -C.sub.4 alkylene groupR.sub.3, R.sub.4 each, independently, is a C.sub.1 -C.sub.4 hydroxyalkyl group.
    Type: Grant
    Filed: June 27, 1979
    Date of Patent: April 21, 1981
    Assignee: Sherex Chemical Company, Inc.
    Inventors: Richard R. Egan, Michelle M. Watts