Polyhydroxy (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/506)
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Patent number: 5399763Abstract: A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.Type: GrantFiled: January 14, 1994Date of Patent: March 21, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hisao Satoh, Taichi Koshigoe
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Patent number: 5391476Abstract: Water-soluble, non-ionic surface active compounds are provided having the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently hydrogen or an alkyl group having from 1 to 4 carbon atoms;X is a hydrophobic substituted or unsubstituted arylene group or a hydrophobic substituted or unsubstituted alkylene group;Y.sup.1 and Y.sup.2 are each independently a chemical bond, --CO-- or --(CH.sub.2).sub.m NR.sup.3 CO--;m is an integer from 1 to 6;R.sup.3 is as defined for R.sup.1 and R.sup.2 ; and,Z.sup.1 and Z.sup.2 are each independently a hydrophilic polyhydroxyalkyl group. The compounds are particularly useful as coating aids for the coating of hydrophilic colloid layers in the preparation of photographic materials.Type: GrantFiled: September 17, 1993Date of Patent: February 21, 1995Assignee: Eastman Kodak CompanyInventors: Alan R. Pitt, Ian M. Newington
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Patent number: 5352836Abstract: Optically active Lewis acid catalysts of the early transition metals which are useful in the catalysis of asymmetric additions have been prepared. The catalyst complexes comprise an alkoxide of a group IV or group V metal and an optically active trialkanolamine or dialkanolamine ligand.Type: GrantFiled: April 19, 1993Date of Patent: October 4, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: William A. Nugent, Jr.
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Methods for regenerating a sulfur scavenging compound from a product of a sulfur scavenging reaction
Patent number: 5347003Abstract: Methods are provided whereby an N-C-N compound is regenerated from a product of a sulfur scavenging reaction, in which said N-C-N compound removes a sulfur atom from a sulfur compound, to form the original N-C-N compound. The N-C-N compound is represented by the formula (I): ##STR1## The product includes a hetero compound having sulfur, carbon and nitrogen atoms in its backbone. In one embodiment, the product is mixed with (1) a nitrogen compound represented by the formula (II): ##STR2## and (2) an alkaline compound selected from alkali metal, alkaline earth metal and transition metal compounds, to form a solution, slurry or dispersion. The hetero compound is reacted with the nitrogen compound in the presence of the alkaline compound, such that a sulfur atom of the hetero compound is replaced by a nitrogen atom of the nitrogen compound. If necessary, the pH of the solution may be adjusted to about 8 to about 13 to facilitate the reaction. In alternative embodiments, the product also includes an amine complex.Type: GrantFiled: March 5, 1993Date of Patent: September 13, 1994Assignee: Quaker Chemical CorporationInventors: Edward A. Trauffer, Robert D. Evans -
Patent number: 5326873Abstract: A method of forming 4-amino-2-buten-1-ol using 3,4-epoxy-1-butene is disclosed. A nitrogen nucleophile (e.g., an amine) is reacted with 3,4-epoxy-1-butene in the presence of a polymer-bound complex of palladium having up to four phosphine ligands.Type: GrantFiled: June 5, 1992Date of Patent: July 5, 1994Assignee: Eastman Kodak CompanyInventors: Stephen A. Godleski, Yann Hung
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Patent number: 5315041Abstract: A tertiary aminoalcohol having a tert-amino group(s) in the main chain and hydroxyl groups at the terminals. The use of this compound for purposes different from that of ordinary amines and amine derivatives is expected.A process for producing the tertiary aminoalcohol wherein a catalyst comprising copper, a transition metal element of the fourth period and a platinum group element of the group VIII, and further optionally containing an alkali metal or an alkaline earth metal is used.A process for producing polyurethane using the above-mentioned tertiary aminoalcohol which can solve the problems occurring in the production of a polyurethane using a tertiary amine which has a strong irritating odor and is highly irritant to the skin as a catalyst, for example, deteriorations of working atmosphere and sales appeal of the polyurethane.Type: GrantFiled: March 4, 1992Date of Patent: May 24, 1994Assignee: Kao CorporationInventors: Hiroshi Abe, Tetsuaki Fukushima, Kohshiro Sotoya, Shoichiro Harada, Hiroshi Kitagawa, Masayoshi Morii, Yasutoshi Isayama
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Patent number: 5292958Abstract: Processes for eliminating the diethanolamine present in triethanolamine and the preparation of triethanolamine or compositions containing triethanolamine substantially free from diethanolamine in which the triethanolamine containing diethanolamine is treated with glyoxal in a molar ratio of glyoxal to diethanolamine greater than or equal to 1, then if desired the triethanolamine obtained or the composition containing it is isolated, and their use.Type: GrantFiled: October 29, 1992Date of Patent: March 8, 1994Assignee: Societe Francaise HoechstInventors: Gabrielle Claud, Alain Blanc
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Patent number: 5274054Abstract: Adducts which are obtainable by reacting cycloaliphatic or heterocycloaliphatic polyamines containing at least two primary groups with polyfunctional epoxides containing more than two epoxy groups per molecule in such amounts as to supply 10-100 equivalents of active hydrogen atoms bound to amino nitrogen per one epoxide equivalent, are suitable hardeners for epoxy adhesives, especially adhesives for metals and thermosetting plastics.Type: GrantFiled: April 1, 1992Date of Patent: December 28, 1993Assignee: Ciba-Geigy CorporationInventors: Roland Moser, Hans Lehmann, Daniel Bar
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Patent number: 5231230Abstract: This invention relates to a process for making amines having a high yield weight percent of diethylenetriamine (DETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a metallic phosphate having a cyclic structure or an acyclic structure which is transformed into a cyclic structure during the process, a metallic polyphosphate having a condensed structure, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in DETA.Type: GrantFiled: March 30, 1990Date of Patent: July 27, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Lloyd M. Burgess, Arthur R. Doumaux, Jr., Stephen W. King, David J. Schreck
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Patent number: 5225600Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a Group VIB metal-containing condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).Type: GrantFiled: August 26, 1992Date of Patent: July 6, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Arthur R. Doumaux, Jr., David J. Schreck
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Patent number: 5225599Abstract: This invention relates to a process for making amines having a high yield weight percent of linear triethylenetetramine (L-TETA) and aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-TETA and AEEA.Type: GrantFiled: March 30, 1990Date of Patent: July 6, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumax, Jr.
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Patent number: 5225598Abstract: This invention relates to a process for making amines having a high yield weight percent of linear pentaethylenehexamine (L-PEHA) and hydroxyethyldiethylenetriamine (HEDETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-PEHA and HEDETA.Type: GrantFiled: March 30, 1990Date of Patent: July 6, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Arthur R. Doumaux, Jr., Stephen W. King, Lloyd M. Burgess
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Patent number: 5214142Abstract: A process for preparing aminoethers, particularly bis[2-(N,N-dialkylamino)alkyl]ethers, which comprises contacting a carboxylated aminoether with a metal oxide catalyst under conditions effective to produce the aminoether. Many of these aminoethers are useful as catalysts in the production of polyurethanes, especially cellular polyurethanes.Type: GrantFiled: September 20, 1990Date of Patent: May 25, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 5214215Abstract: This invention relates to a process for making amines having a high yield weight percent of aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in AEEA.Type: GrantFiled: March 30, 1990Date of Patent: May 25, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumaux, Jr.
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Patent number: 5214213Abstract: This invention relates to a process for making amines having a high yield weight percent of linear tetraethylenepentamine (L-TEPA) and hydroxyethyldiethylenetriamine (HEDETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-TEPA and HEDETA.Type: GrantFiled: March 30, 1990Date of Patent: May 25, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumaux, Jr.
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Patent number: 5166415Abstract: This invention relates to a process for making amines having a high yield weight percent of diethylenetriamine (DETA) and aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in DETA and AEEA.Type: GrantFiled: March 30, 1990Date of Patent: November 24, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Arthur R. Doumaux, Jr., Stephen W. King, Lloyd M. Burgess
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Patent number: 5003107Abstract: Poly(oxytetramethylene) diamines useful in the preparation of polyamide and polyurea elastomers are prepared by the catalytic reductive amination of a poly(oxytetramethylene) glycol feedstock under reductive amination conditions in the presence of ammonia and hydrogen using a hydrogenation/dehydrogenation catalyst composed of, on an oxide-free basis, about 70 to 75 wt. % of nickel, about 20 to about 25 wt. % of copper, about 0.5 to 5 wt. % of chromium and about 1 to 5 wt. % of molybdenum.Type: GrantFiled: December 18, 1989Date of Patent: March 26, 1991Assignee: Texaco Chemical CompanyInventors: Robert L. Zimmerman, John M. Larkin
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Patent number: 4970307Abstract: A process for formation of a base from a base precursor, which comprises decomposing the base precursor in the presence of a catalyst. The base precursor has the following formula (I) or (II):(R.sup.1 --C.tbd.C--CO.sub.2 H).sub.x .multidot.B (I)R.sup.2 (--C.tbd.C--CO.sub.2 H).sub.2 .multidot.B.sub.y (II)wherein R.sup.1 is a monovalent group selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an aralkyl group, an acyl group, an alkoxycarbonyl group, carbamoyl, --CO.sub.2 M (M is an alkali metal) and --CO.sub.2 H.B, each of which may have one or more substituent groups; R.sup.Type: GrantFiled: August 13, 1987Date of Patent: November 13, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiji Takeda, Jiro Tsukahara, Kozo Sato
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Patent number: 4946992Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formulas HO[--CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H or HO[--CH.sub.2 C(CH.sub.2 X--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H are prepared from halogenated neopentyl glycols or oxetanes and thiols of the formula R.sub.f --E--SH, amines of the formuls R.sub.f --E--NH--R, alcohols of the formula R.sub.f --E--OH or perfluoro-amides, wherein R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms.The polymeric reaction products of said fluorinated diols, and optionally other diols with isocyanates to prepare polyurethanes; with amines and isocyanated to prepare polyureas/polyurethanes; with acids or derivatives to prepare polyesters or polycarbonates are disclosed. These include polymeric, random or block urethane, and/or urea, and/or ester compositions containing the residue of at least one R.sub.Type: GrantFiled: April 14, 1989Date of Patent: August 7, 1990Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Kirtland P. Clark, Athanasios Karydas, Michael Jacobson
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Patent number: 4886610Abstract: The invention relates to compositions comprising a lubricant or a hydraulic fluid and at least one compound of the general formula ##STR1## wherein n is 2, 3 or 4, X is --S--, --O--, --O--CO--or --CH.sub.2 --, R.sup.1 is C.sub.1 -C.sub.22 alkyl, C.sub.5 -C.sub.6 cycloalkyl or phenyl, and R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.4 alkyl which is substituted by an --OH group, or a group of the formula --CH.sub.2 --CH(OH)--CH.sub.2 --X--R.sup.1, wherein X and R.sup.1 have the given meanings, and to novel compounds of the formula indicated above. The glucamine derivatives of formula I are especially suitable for use as antiwear agents and as extreme pressure additives for mineral and synthetic lubricant oils and hydraulic fluids, and also as amphipolar ligands for imparting lipophilic properties to intrinsically hydrophilic metal salts, metal oxides, metal hydroxides and to protic acids. The complex compounds so obtained of the formulaM.sub.n.sup.m .multidot.X.sub.m.sup.n .multidot.pY.Type: GrantFiled: December 15, 1988Date of Patent: December 12, 1989Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich
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Patent number: 4885392Abstract: Polyamines based on derivatives of 1,3-bissubstituted 2-propanol containing a multiplicity of amino groups, the latter containing at least one primary amino group and additionally further N-basic groupings, prepared by reacting 1,2,3-trisubstituted propane compounds with bis(primary amines or with monoamines and bis(primary amines).The polyamines according to the invention are clear to yellowish or yellow products which, at room temperature, form viscous to highly viscous liquids or may be paste-like or wax-like. They may be used, inter alia, advantageously as starting products for the preparation of thermosetting, in particular water-dispersible and cataphoretically depositable binders based on aminourethanes for coating solid substrates, in particular metals.Type: GrantFiled: December 22, 1987Date of Patent: December 5, 1989Assignee: Hoechst AGInventors: Rudiger Lenz, Gerd Walz, Michael Honel, Peter Ziegler
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Patent number: 4642303Abstract: The present invention is directed to catalyst compositions containing nickel, copper, chromium and iron which are useful for promoting reductive amination reactions, such as the conversion of feedstocks containing one or more hydroxyl groups to corresponding amine compounds including acyclic, cyclic and heterocyclic amines. For example, the catalyst compositions of the present invention may be utilized to convert monoethanolamine to ethylenediamine and piperazine, for the conversion of diethylene glycol to morpholine and diglycolamine, etc.Type: GrantFiled: December 27, 1985Date of Patent: February 10, 1987Assignee: Texaco Inc.Inventor: Terry L. Renken
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Patent number: 4624980Abstract: An N-t-alkyl-N-sec-alkyl secondary amine compound of the formula: ##STR1## wherein X, Y and Z are each independently selected from --H, --OH, or an alkyl group having from 1 to about 15 carbon atoms; and n is an integer of from 3 to about 6.Type: GrantFiled: March 28, 1985Date of Patent: November 25, 1986Assignee: Milliken Research CorporationInventors: John W. Rekers, Edward W. Kluger
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Patent number: 4605772Abstract: N-alkane-N-alkanolamines are prepared by (a) contacting an N-alkane-N-alkanolamine having more N-alkanolamine moieties than the product compound, with a haloalkane; (b) contacting the product of step (a) with a strong base; and (c) deprotonating the product of step (b). The method of the invention produces relatively pure compounds in high yield, from low-value starting materials. The compounds produced by the invention are useful for the absorption of sulfur compounds from gases produced by the combustion of sulfur-containing hydrocarbon materials.Type: GrantFiled: December 24, 1984Date of Patent: August 12, 1986Assignee: The Dow Chemical CompanyInventors: Nicholas Darby, Gordon C. Dunmore
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Patent number: 4491583Abstract: A process for inducing the production of endogenous interferon in a vertebrate animal which comprises parenterally, intranasally or topically adminstering to the animal an interferon-inducing effective amount of composition containing as the essential active ingredient a compound of the formula ##STR1## or a non-toxic acid addition salt thereof wherein R.sub.7 and R.sub.8 are each alkyl of from 12 to 30 carbon atoms and Z is selected from the group consisting of N-(lower alkyl)-piperazino and N-(W-hydroxy-lower alkyl)-piperazino, said lower alkyl groups having from 1 to 4 carbon atoms.Type: GrantFiled: July 18, 1983Date of Patent: January 1, 1985Assignee: Pfizer Inc.Inventors: Timothy H. Cronin, Hermann Faubl, William W. Hoffman, James J. Korst
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Patent number: 4433170Abstract: The alkylene oxide adduct of bis(aminoethyl)ether may be reacted with formaldehyde in the presence of hydrogen and a hydrogenation-dehydrogenation catalyst to produce new compounds of the formula ##STR1## where R is hydrogen or lower alkyl and R" is methyl or ##STR2## These compounds show unexpectedly high efficiency as polyurethane catalysts. Fewer equivalents of this amine are required to produce foams having the same reaction profile as foams made with piror art amine catalysts.Type: GrantFiled: July 20, 1981Date of Patent: February 21, 1984Assignee: Texaco Inc.Inventors: Robert L. Zimmerman, Ernest L. Yeakey
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Patent number: 4405811Abstract: A novel class of severely sterically hindered tertiary amino compounds having a pK.sub.a value at 20.degree. C. greater than 8.6, preferably ranging from 9.3 to about 10.6, and a cumulative -E.sub.s value of at least 1.9 are found to be useful in selective removal of H.sub.2 S from a normally gaseous mixture containing H.sub.2 S and CO.sub.2.Type: GrantFiled: January 18, 1982Date of Patent: September 20, 1983Assignee: Exxon Research and Engineering Co.Inventors: Eugene L. Stogryn, Guido Sartori
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Patent number: 4341716Abstract: Polyether polyamines of the formula 1 ##STR1## in which R.sub.1 and R.sub.2 are identical or different and denote C.sub.8 -C.sub.30 -alkyl, -2-hydroxyalkyl or -alkenyl or C.sub.8 -C.sub.24 -alkoxypropyl, m and n are 2 or 3, R.sub.3 is hydrogen or methyl and the sum of o+p+q+r is an integer from 4 to 600, process for their manufacture and their use as dispersing agents, corrosion inhibitors, demulsifiers and acid retarders.Type: GrantFiled: September 22, 1980Date of Patent: July 27, 1982Assignee: Hoechst AktiengesellschaftInventors: Helmut Diery, Wolfgang Wagemann, Joachim Weide, Reinhold Deubel, Martin Hille
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Patent number: 4337280Abstract: A desensitizer composition for color developing agents which color upon reaction with colorless compounds comprising an adduct of an amine represented by the following general formula (I) with one or more alkylene oxides, said one or more alkylene oxides comprising at least 40 mole % butylene oxide: ##STR1## wherein R represents a hydrogen atom or an alkyl group, m represents zero or an integer from 1 to 8, and n represents an integer from 1 to 12. A method of using the same is also disclosed.Type: GrantFiled: November 5, 1980Date of Patent: June 29, 1982Assignee: Fuji Photo Film Co., Ltd.Inventors: Akio Miyamoto, Teruo Kobayashi, Hiroharu Matsukawa
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Patent number: 4328371Abstract: Tertiary amino polyols are formed by reacting an amino alcohol with an alkylene oxide material.Type: GrantFiled: December 15, 1980Date of Patent: May 4, 1982Assignee: Henkel CorporationInventor: Edgar R. Rogier
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Patent number: 4324916Abstract: Decaprenylamine derivatives and their acid addition salts are described which are useful for the control of virus infections of vertebrate animals.Type: GrantFiled: November 19, 1980Date of Patent: April 13, 1982Assignee: Nisshin Flour Milling Co. Ltd.Inventors: Yoshiyuki Tahara, Hiroyasu Koyama, Yasuhiro Komatsu, Reiko Kubota, Toshihiro Takahashi
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Patent number: 4281201Abstract: This invention relates to compounds of the formula: ##STR1## including derivatives thereof. The subject compounds have been found to be particularly useful as cationic emulsifiers and exhibit many desirable properties in connection with personal care compositions.Type: GrantFiled: December 10, 1979Date of Patent: July 28, 1981Assignee: Quad Chemical CorporationInventor: Phillip G. Abend
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Patent number: 4270912Abstract: A leather tanning composition is comprised of the reaction product of a polyaldehydic compound, a secondary amine and a monohydric alcohol.Type: GrantFiled: June 26, 1979Date of Patent: June 2, 1981Assignee: Seton CompanyInventor: William C. Prentiss
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Patent number: 4233245Abstract: Tris(hydroxymethyl)aminomethane, an intermediate of organic synthesis, in ystalline form is made by formylation followed by hydrogenation. Nitromethane and formaldehyde in a molar ratio on the order of 1:3 are reacted in a concentrated alcohol medium made up of a 2 to 5% mixture of methylene chloride in methanol, in the presence of 1 to 10 milliequivalents per mole of nitromethane of a solid base catalyst selected from sodium or potassium, with agitation for a period between 3 and 36 hours at a temperature below 50.degree. C.Type: GrantFiled: January 25, 1979Date of Patent: November 11, 1980Assignee: Societe Chimique de La Grande Paroisse, Azote et Produits ChimiquesInventors: Jean Bourguignon, Marcel-Xavier Sion, Michel Moreau
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Patent number: H78Abstract: Energetic diols of the formula ##STR1## wherein R is --H, --NO, --NO.sub.2, --CN, or --CH.sub.2 COOH, and diesters of the formula ##STR2## wherein R is --H, --NO, --NO.sub.2, --CN, --CH.sub.2 COOCH.sub.3, --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.3, or --CH.sub.2 COOCH.sub.2 C(NO.sub.2).sub.3 and R' is an alkyl, fluoroalkyl, chloroalkyl, aryl, fluoroaryl, chloroalkyl, aralkyl, fluoroaralkyl, chloroaralkyl, or alkene group.Type: GrantFiled: May 6, 1983Date of Patent: July 1, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventors: Horst G. Adolph, Michael E. Sitzmann