Sulfonic Acids, Salts Or Acid Halides Patents (Class 560/14)
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Patent number: 5072034Abstract: 4-alkoxy-2-hydroxybenzophenone-5-sulfonic acids of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.20 -alkyl which is unsubstituted or substituted by halogen, cyanao, hydroxyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.20 -alkoxycarbonyl, acyloxy and/or phenyl which is unsubstituted or substituted by C.sub.1 -c.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, R.sup.2 and R.sup.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.4 -C.sub.12 -cycloalkylalkyl, cyano, hydroxyl or hydroxyethyl or are each phenoxy, C.sub.7 -C.sub.10 -phenalkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, and R.sup.4 is hydrogen or sulfo, are prepared by reacting a 4-alkoxy-2-hydroxybenzophenone of the general formula II ##STR2## with chlorosulfonic acid at from -20.degree. to +100.degree. C.Type: GrantFiled: December 13, 1990Date of Patent: December 10, 1991Assignee: BASF AktiengesellschaftInventors: Peter Neumann, Heinz Eilingsfeld, Alexander Aumueller
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Patent number: 5069828Abstract: An improved process for preparing benzenesulfonate salts, such as 4-nonanoyloxybenzenesulfonic acid, sodium salt, from an appropriately substituted acid chloride or chloroformate and a hydroxybenzenesulfonic acid in which the reaction is conducted in the presence of a phase transfer catalyst selected from quaternary ammonium and quaternary phosphonium salts.Type: GrantFiled: June 6, 1989Date of Patent: December 3, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Donald J. Dumas, Vinayakam Subramanyam
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Patent number: 5041629Abstract: The preparation is described of compounds of the structure ##STR1## in which the substituents have the meanings indicated in the descripion. The compounds, which are in part new, are used as intermediate products for dyestuffs.Type: GrantFiled: August 21, 1989Date of Patent: August 20, 1991Assignee: Bayer AktiengesellschaftInventors: Karl J. Herd, Wolfgang Harms
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Patent number: 5015762Abstract: Aralkylphenylureas of the formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen, alkoxy or unsubstituted or substituted alkyl, cycloalkyl, alkenyl or alkynyl, or R.sup.1 and R.sup.2 together are unsubstituted or substituted alkylene which may or may not be interrupted by oxygen or sulfur, Y is hydrogen, alkyl, halogen, alkoxy or haloalkyl, A is unsubstituted or substituted alkylene, Z is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, a C.sub.4 H.sub.4 chain which is fused to the benzene ring to give a substituted or unsubstituted naphthyl ring, alkoxy, haloalkoxy, alkylthio, thiocyanato, cyano, ##STR2## R' and R" being hydrogen, alkyl, alkoxy, alkylthio, cycloalkyl or unsubstituted or substituted phenyl and n is 1, 2, 3 or 4, and herbicides containing these ureas.Type: GrantFiled: May 28, 1981Date of Patent: May 14, 1991Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Wolfgang Rohr, Bruno Wuerzer
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 4992429Abstract: Disclosed are novel substituted cyclohexenyl phosphinylhydroxybutyrates as 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula: ##STR1## and pharmaceutically acceptable salts thereof.Type: GrantFiled: August 24, 1989Date of Patent: February 12, 1991Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: John W. Ullrich, Kent W. Neuenschwander, John R. Regan
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Patent number: 4976879Abstract: Anionic, especially sulfoaroyl, NaO.sub.3 S(C.sub.6 H.sub.4) C(O)--preferred, end-capped esters useful as soil release agents in detergent compositions and fabric-conditioner articles. The terephthalate esters contain unsymmetrically substituted oxy-1,2-alkyleneoxy units (oxy-1,2-propyleneoxy units preferred).Type: GrantFiled: August 28, 1989Date of Patent: December 11, 1990Assignee: The Procter & Gamble CompanyInventors: Rene Maldonado, Toan Trinh, Eugene P. Gosselink
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Patent number: 4973735Abstract: There are described new trifluoroethyl esters of phenylacetic acid of general formula I ##STR1## in which R.sub.1 and R.sub.2 have the meanings given in the description and processes for their preparation. The compounds show insecticidal activity so that they can be used as pesticides.Type: GrantFiled: September 5, 1989Date of Patent: November 27, 1990Assignee: Schering AktiengesellschaftInventors: Ulrich Buhman, Ortrud Lammer, Hartmut Joppien, Harald von Keyserlingk
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Patent number: 4939305Abstract: Cured resins of high fracture toughness are prepared from N,N'-bisimides of formula I ##STR1## and alkenyl compounds of formula IID(G).sub.m IIin which D is an m-valent group and G represents a phenyl ring having at least one alkenyl (e.g. allyl or 1-propenyl) substituent.Type: GrantFiled: November 30, 1988Date of Patent: July 3, 1990Assignee: Technochemie GmbHInventors: Horst Stenzenberger, Peter Koenig
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Patent number: 4908468Abstract: A novel amphiphatic polymerizable vinyl monomer of the formula: ##STR1## having surface active function and crosslinking catalytic function, as well as increased amphiphatic nature. The invention also provides a preparation method of said amphiphatic polymerizable vinyl monomer, resin particles obtained by using said vinyl monomer, aqueous and organic solvent dispersion of said resin particles which are specifically useful in coating compositions.Type: GrantFiled: November 30, 1987Date of Patent: March 13, 1990Assignee: Nippon Paint Co., Ltd.Inventors: Hisaichi Muramoto, Koichi Saito, Keizou Ishii
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Patent number: 4898944Abstract: Precursors for the preparation of fiber-reactive triphendioxazine dyestuffs correspond to the general formulas: ##STR1## in which Y' is a vinyl, a beta-hydroxyethyl or an ethyl group which contains in the beta-position a substituent which can be eliminated by an alkali;T is an optionally substituted alkyl (e.g.Type: GrantFiled: October 27, 1988Date of Patent: February 6, 1990Assignee: Hoechst AktiengesellschaftInventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
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Patent number: 4889870Abstract: There are provided new 2-(2,2-difluorocyclopropyl)alkyl esters of general formula I ##STR1## in which Y, R.sub.1-7 and n have the meanings given in the description and processes for their preparation. The new compounds can be used to combat insects and mites.Type: GrantFiled: January 29, 1988Date of Patent: December 26, 1989Assignee: Schering AktiengesellschaftInventors: Peter Wegner, Hans-Rudolf Kruger, Dietrich Baumert, Hartmut Joppien
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Patent number: 4883899Abstract: An end carboxyl bearing reactive vinyl monomer represented by the formula: ##STR1## wherein R.sub.1 is hydrogen or methyl group; R.sub.2 is a bivalent aliphatic hydrocarbon having 2 to 10 carbon atoms, a bivalent alicyclic hydrocarbon having 6 to 7 carbon atoms, phenylene substituted with halogen, sulfo or carboxyl group; A is a repeating unit of the formula: ##STR2## R.sub.3 is ethylene or propylene; R.sub.4 is an alkylene having 2 to 7 carbon atoms; R.sub.5 is an alkylene having 2 to 5 carbon atoms; m is an integer of 1 to 10 and n is an integer of 2 to 50. The present reactive vinyl monomer is very useful as a constituting unit of vinyl resin.Type: GrantFiled: April 28, 1989Date of Patent: November 28, 1989Assignee: Nippon Paint Co., Ltd.Inventors: Hisaichi Muramoto, Keizou Ishii, Tadafumi Miyazono
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Patent number: 4877896Abstract: Anionic, especially sulfoaroyl, NaO.sub.3 S(C.sub.6 H.sub.4)C(O)- preferred, end-capped esters useful as soil release agents in detergent compositions and fabric-conditioner articles. The terephthalate esters contain unsymmetrically substituted oxy-1,2-alkyleneoxy units (oxy-1,2-propyleneoxy units preferred).Type: GrantFiled: October 5, 1987Date of Patent: October 31, 1989Assignee: The Procter & Gamble CompanyInventors: Rene Maldonado, Toan Trinh, Eugene P. Gosselink
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Patent number: 4873003Abstract: The present application relates to cationic block polyesters useful as soil release agents, softeners and antistatic agents. In addition to cleaning performance, laundry detergent compositions should have other benefits. One is the ability to impart soil release properties to fabrics woven from polyester fibers.Type: GrantFiled: October 26, 1988Date of Patent: October 10, 1989Assignee: GAF CorporationInventors: Anthony J. O'Lenick, Jr., Joseph J. Fanelli
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Patent number: 4863640Abstract: Fluorinated aromatic hydrocarbons including fluorinated aromatic carboxylic acids fluorinated aromatic dianhydrides and fluorinated aromatic dialkyl esters that serve as precursor monomers for high temperature fluorinated polyimides. The fluorinated aromatic carboxylic acid monomer comprises: ##STR1## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and hydrates of said acids. The fluorinated aromatic dianhydride monomer comprises: ##STR2## wherein x is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro. The fluorinated aromatic dialkyl ester monomer comprises: ##STR3## wherein X is hydrogen, carboxyl, sulfonic acid, hydroxy, alkyl, halogen or nitro and Y is an alkyl group and hydrates of said esters.Type: GrantFiled: May 27, 1986Date of Patent: September 5, 1989Assignee: United Technologies CorporationInventor: Daniel A. Scola
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Patent number: 4851561Abstract: New quaternary ammonium salts are provided having advantageous utility as charge agents in electrostatographic toners and developers. The salts have the structure ##STR1## wherein R is alkyl having 12 to 18 carbon atoms.Type: GrantFiled: December 17, 1987Date of Patent: July 25, 1989Assignee: Eastman Kodak CompanyInventors: Douglas E. Bugner, Peter S. Alexandrovich
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Patent number: 4844841Abstract: Compounds of formula ##STR1## wherein X is long-chain alkyloxy, long-chain alkylamino or long-chain dialkylamino,M is alkali metal, pyridinium or ammonium,Y is hydroxy or long-chain alkyloxy,which are especially useful in photometric and fluorimetric investigations of lipids and lipid-water interactions and of cationic biomolecules such as nicotine adenine dinucleotide.Type: GrantFiled: September 11, 1987Date of Patent: July 4, 1989Inventors: Ernst Koller, Otto S. Wolfbeis
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Patent number: 4782177Abstract: Acrylic acid derivatives of the general formula ##STR1## where R.sup.1 and R.sup.2 independently of one another are each alkyl, X is hydrogen, halogen, alkoxy, trifluoromethyl, cyano or nitro, Y is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, an unsubstituted or substituted C.sub.4 H.sub.4 chain which is fused to the benzene radical, alkoxy, haloalkoxy, NO.sub.2, alkylthio, thiocyanato, cyano, ##STR2## R' and R" independently of one another are each hydrogen, alkyl, alkoxy, alkylthio or cycloalkyl or are each unsubstituted or substituted phenyl, and n is from 1 to 4, and fungicides containing these compounds.Type: GrantFiled: December 15, 1986Date of Patent: November 1, 1988Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Stefan Karbach, Ernst-Heinrich Pommer, Eberhard Ammermann, Wolfgang Steglich, Barbara A. M. Schwalge, Timm Anke
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Patent number: 4723034Abstract: Stilbene derivatives of the formula ##STR1## where R.sup.1 and R.sup.2 independently of one another are each C.sub.1 -C.sub.8 -alkyl, X is hydrogen, halogen, C.sub.1 -C.sub.4 -alkoxy, trifluoromethyl, cyano or nitro, Y is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, an unsubstituted or substituted C.sub.4 H.sub.4 chain which is fused to the benzene radical, alkoxy, haloalkoxy, NO.sub.2, alkylthio, thiocyanato, cyano, aralkyloxy, aryloxymethyl, ##STR2## and R' and R" independently of one another are each hydrogen, alkyl, alkoxy, alkylthio or cycloalkyl or are each phenyl which is unsubstituted or substituted by alkyl, halogen or alkoxy, and n is from 1 to 4, and fungicides containing these compounds.Type: GrantFiled: May 28, 1986Date of Patent: February 2, 1988Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Stefan Karbach, Ernst-Heinrich Pommer, Eberhard Ammermann, Wolfgang Steglich, Barbara A. M. Schwalge, Timm Anke
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Patent number: 4709078Abstract: Acrylates of the general formula ##STR1## wherein R.sup.1 and R.sup.2 independently of one another are each C.sub.1 -C.sub.8 -alkyl, X is hydrogen, C.sub.1 -C.sub.4 -alkyl, halogen, C.sub.1 -C.sub.4 -alkoxy, haloalkyl, cyano or nitro, W is unsubstituted or alkyl-substituted, saturated or unsaturated C.sub.1 -C.sub.10 -alkylene, Y is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, an unsubstituted or substituted C.sub.4 H.sub.4 chain fused to the benzene radical, alkoxy, haloalkoxy, alkylthio, thiocyanato, cyano, NO.sub.2, aralkyloxy, ##STR2## and R' and R" independently of one another are each hydrogen, alkyl, alkoxy, alkylthio or cycloalkyl or are each phenyl which is unsubstituted or substituted by alkyl, halogen or alkoxy, and n is from 1 to 4, and fungicides containing them.Type: GrantFiled: May 21, 1986Date of Patent: November 24, 1987Assignee: BASF AktiengesellschaftInventors: Ulrich Schirmer, Stefan Karbach, Ernst-Heinrich Pommer, Eberhard Ammermann, Wolfgang Steglich, Barbara A. M. Schwalge, Timm Anke
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Patent number: 4675335Abstract: Pharmaceutical compounds are described of the formula ##STR1## in which R.sup.1 is (i) R.sup.4 O(CH.sub.2 CH.sub.2 O).sub.n (CH.sub.2).sub.m --, where R.sup.4 is hydrogen or C.sub.1-5 alkyl, n is 0 or 1 to 5 and m is 1 to 7, or (ii) R.sup.5 --X-- where R.sup.5 is a polar group and X is a C.sub.6-20 alkylene or a C.sub.6-20 alkenylene radical containing from 1 to 3 double bonds, R.sup.2 is a group of the formula A--B-- where A is --COOH or ##STR2## where R.sup.6 is hydrogen or a protecting group, and B is C.sub.1-6 alkylene, and R.sup.3 is --COOH or ##STR3## where R.sup.7 is hydrogen or a protecting group; or a salt or ester thereof.Type: GrantFiled: January 27, 1986Date of Patent: June 23, 1987Assignee: Lilly Industries LimitedInventors: Stephen R. Baker, William J. Ross
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Patent number: 4659855Abstract: Certain novel aryl sulfonyl fluorides, their preparation, and their use in inhibiting serine proteases with chymotrypsin-like and elastase-like specificity.Type: GrantFiled: May 9, 1983Date of Patent: April 21, 1987Assignee: Georgia Tech Research CorporationInventor: James C. Powers
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Patent number: 4633007Abstract: A process for the preparation of a benzylidene compound of the formula ##STR1## in which R.sup.1 is hydrogen or one or two substituents independently selected from the group consisting of nitro, cyano, halogen, SO.sub.3 H, alkyl, alkoxy and fluorinated alkyl, each with 1 to 4 C atoms and two or three fluorine substituents, andR.sup.3 is alkyl with 1 to 10 C atoms, which is optionally interrupted by an oxygen in the chain or is optionally substituted by fluorine, chlorine, hydroxyl or a methylbenzylamine group, comprising reacting an acetal of the formula ##STR2## in which R.sup.2 each independently is alkyl with 1 to 6 C atoms, which is optionally substituted by phenyl, or the two radicals R.sup.2 conjointly form an alkylene radical with 1-6 C atoms,with a .beta.-ketocarboxylic acid ester of the formulaCH.sub.3 CO--CH.sub.2 --COOR.sup.3in the presence of an acid at a temperature between about 40.degree. and 120.degree..Type: GrantFiled: February 21, 1986Date of Patent: December 30, 1986Assignee: Bayer AktiengesellschaftInventor: Michael Preiss
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Patent number: 4567004Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.Type: GrantFiled: July 18, 1984Date of Patent: January 28, 1986Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters
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Patent number: 4558149Abstract: A low molecular weight, film-forming, polymerizable, ethylenically-unsaturated compound is water- and organic solvent-soluble (i.e., soluble in both water and organic solvents) but is readily converted on exposure to actinic radiation to a polymer that is solvent-insoluble (i.e., not soluble in water, organic solvents, or mixtures of water and organic solvents) and, in certain examples, is hydrophobic. The compound comprises the ethylenically-unsaturated derivative (i.e., an ester or an amide) of a sulfopolyol or sulfopolyamine having an ethylenic unsaturated functionality of 2 to 18 and an equivalent weight per ethylenic unsaturated functionality of less than 2500.Type: GrantFiled: December 16, 1983Date of Patent: December 10, 1985Assignee: Minnesota Mining and Manufacturing CompanyInventor: Wayne K. Larson
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Patent number: 4506083Abstract: Thioxanthonecarboxylic acid esters, thioesters or amides of the formula I ##STR1## in which X and Z are hydrogen or one of the substituents defined in more detail in claim 1 and Y is --OR.sub.1, --SR.sub.1 or --N(R.sub.1)(R.sub.2), in which R.sub.1 is C.sub.1-24 alkyl and R.sub.2 is H or R.sub.1, are suitable, if desired together with amines, as initiators for the photopolymerization of ethylenically unsaturated compounds or for photochemical crosslinking of polyolefines. They are also used an sensitizers for photocrosslinkable polymers. They can be prepared by methods known per se, for example by cyclization of phenylthio-phthalic, -isophthalic or -terephthalic acids, which can be correspondingly substituted, and subsequent reaction with suitable alcohols, thiols or amines.Type: GrantFiled: June 28, 1982Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventors: Vratislav Kvita, Hans Zweifel, Martin Roth, Louis Felder
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Patent number: 4469882Abstract: A process for producing aromatic carbamates in high yield is described, which comprises reacting aromatic nitro compounds, organic compounds containing a hydroxy group, and carbon monoxide in the presence of a catalyst comprising: (1) a platinum group metal or its compound, (2) metallic vanadium or its compound, (3) metallic iron or its compound, (4) a halogen atom, and (5) a tertiary amine, wherein the amount of each component used and the composition are adjusted within specific ranges.Type: GrantFiled: June 23, 1982Date of Patent: September 4, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Tsutomu Takeuchi, Mineo Nishi, Toshio Irie, Hirotaka Ryuto
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Patent number: 4442117Abstract: There are described novel homoserine derivatives of the formula (I) ##STR1## which possess valuable microbicidal properties. In the formula: Ar is substituted phenyl or naphthyl; R.sub.1 is C.sub.2 -C.sub.6 alkyl optionally interrupted by oxygen or sulfur, 2-furyl, 2-tetrahydrofuryl, 1H-1,2,4-triazolylmethyl, 1-imidazolylmethyl, 1-pyrazolylmethyl, C.sub.2 -C.sub.4 alkenyl or cyclopropyl, each of which is optionally substituted by halogen; R.sub.2 is hydrogen or methyl; R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl; and B is halogen or an ester, thioester, sulfonic acid ester or sulfonic acid amide group. Additionally, where B is halogen, R.sub.1 may be halomethyl. The novel derivatives can be used for combating microorganisms harmful to plants, particularly for combating phytopathogenic fungi, and they have for practical requirements a very favorable curative and protective action for protecting cultivating plants, without the plants being impaired as a result of undesirable secondary effects.Type: GrantFiled: October 23, 1980Date of Patent: April 10, 1984Assignee: Ciba-Geigy CorporationInventors: Walter Kunz, Wolfgang Eckhardt, Adolf Hubele, Peter Riebli
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Patent number: 4440943Abstract: 3,7-Substituted phenoxiodinin-5-ium compounds are effective against a variety of aerobic and anaerobic bacteria as well as fungi. The compounds of this invention may be prepared by the direct iodination of a suitably substituted diphenyl ether with iodosyl sulfate in concentrated sulfuric acid. The resulting bisulfate anion may be exchanged with a desired anion by standard metathetic processes.Type: GrantFiled: March 15, 1982Date of Patent: April 3, 1984Assignee: The Dow Chemical CompanyInventor: Edward E. Flagg
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Patent number: 4430271Abstract: This invention relates to a process for neutralizing detergent acid mixes containing unreacted sulfating agent such as sulfuric acid with an alkaline component such as sodium hydroxide. The neutralization process is highly exothermic and contains as a by-product large amounts of sodium sulfate. Due to the exothermic nature of the reaction it is necessary to use heat exchangers to regulate the temperature of the reaction mass following the addition of the alkaline component. When the sodium sulfate is supersaturated in the reaction mass, it has been observed that sulfate salts buildup upon the surfaces of the heat exchanger and eventually the system must be shut down to remove the buildup. This invention is therefore directed to a continuous neutralization and heat exchange process wherein the downtime required for removal of the sulfate salts from the heat exchanger surfaces is effectively eliminated.Type: GrantFiled: July 1, 1976Date of Patent: February 7, 1984Inventors: Brandon H. Barton, John A. Sagel
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Patent number: 4393211Abstract: A process for the preparation of aromatic sulfohalides by reacting an aqueous solution, containing a hydrogen halide, of an aromatic diazonium halide with sulfur dioxide, wherein(a) the aqueous solution, containing the hydrogen halide, of a diazonium salt which is derived from the corresponding aromatic amine and the halogen of the desired sulfohalide is reacted with sulfur dioxide in the presence of an inert organic solvent which is immiscible or only partially miscible with water,(b) the diazonium salt is decomposed, simultaneously or subsequently, by means of a catalyst for diazonium salt decomposition and(c) the resulting reaction mixture, or the organic phase thereof after removal of the aqueous phase, is treated with an oxidizing agent.Type: GrantFiled: November 12, 1981Date of Patent: July 12, 1983Assignee: BASF AktiengesellschaftInventors: Peter Tonne, Hagen Jaedicke
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Patent number: 4390476Abstract: Phosphonium compounds of the formula(R).sub.3 P.sup..sym. --CH.sub.2 --X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar.in which R is preferably alkyl having 1 to 4 C atoms, cyclohexyl or phenyl, R.sub.1 is a substituted or unsubstituted aromatic radical, especially a phenyl radical, X is phenylene, 4,4'-biphenylene or 1,4- or 2,6-naphthylene and Y.sup..crclbar. is SO.sub.3.sup..crclbar., SO.sub.2.sup..crclbar. or COO.sup..crclbar., a process for their preparation and a process for the preparation of asymetrically substituted fluorescent brightening agents of the formulaZ--CH.dbd.CH--X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar. M.sup..sym.in which R.sub.1, X and Y.sup..crclbar. are as defined above, M.sup..sym. is a cation and Z is preferably a substituted or unsubstituted phenyl or 2-phenyl-triazol-4-yl radical, by reacting a bis-phosphonium compound of the formula ##STR1## in which Q.sup..crclbar. is an anion, with an aldehyde of the formula M.sup..sym. Y.sup..crclbar. --R.sub.Type: GrantFiled: November 5, 1981Date of Patent: June 28, 1983Assignee: Ciba-Geigy CorporationInventor: Michael Marky
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Patent number: 4379913Abstract: Chain extended random alkoxylated polyols having branched configurations are useful as internal antistatic additives for polymeric structures. A polyol having a branched configuration is alkoxylated with a mixture of ethylene oxide and propylene oxide and then chain extended to produce a high viscosity fluid additive which is compatible as a dispersed phase with polymer melts and does not agglomerate or separate from the melt during spinning. From about 0.1% to about 15% by weight of the additive is incorporated in polymeric structures as an antistatic agent. A useful additive composition is obtained using pentaerythritol tetrapropoxylate as the polyol and Bisphenol A diglycidyl ether as the difunctional reactant.Type: GrantFiled: May 4, 1982Date of Patent: April 12, 1983Assignee: Diamond Shamrock CorporationInventor: Calvin J. Waitkus
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Patent number: 4371547Abstract: 2-Benzylideneglutaraldehydes of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently are hydrogen or a substituent selected from the group consisting of halo, lower-alkyl, phenyl, carboxy, lower-alkoxycarbonyl, phenoxycarbonyl, aminocarbonyl, hydroxysulfonyl, nitro, cyano, hydroxy, lower-alkoxy and phenoxy, a method of use thereof as disinfectants, disinfectant compositions comprising them, and 2,6-dialkoxy-3-(.alpha.-alkoxybenzyl)tetrahydropyrans of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are as defined above and R.sup.4 and R.sup.5 independently are alkyl of one to four carbon atoms, which are intermediates for their preparation are disclosed.Type: GrantFiled: August 21, 1981Date of Patent: February 1, 1983Assignee: Sterling Drug Inc.Inventors: Wolfgang Munzenmaier, Heinz Eggensperger, Helmut H. Ehlers, Wolfgang Beilfuss, Lothar Bucklers, Hans-Peter Harke
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Patent number: 4353834Abstract: Biodegradable non-ionic surface-active agents containing carbonate groups can be prepared by reacting hydrophilic polyoxyalkylene glycols derived from the same or different alkylene oxides with hydrophobic amides or sulfonamides. The compositions of the invention contain both hydrophilic and hydrophobic groups in the molecule making them suitable for use as surface-active agents.Type: GrantFiled: March 13, 1981Date of Patent: October 12, 1982Assignee: BASF Wyandotte CorporationInventor: William K. Langdon
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Patent number: 4349471Abstract: A process for the simultaneous preparation of an aromatic sulphonic acid halide and an aromatic carboxylic acid halide or the corresponding carboxylic acid is disclosed wherein an aromatic sulphonic acid or acid anhydride is reacted with an aromatic trihalogenomethyl compound in the presence of a Bronsted acid or Lewis acid at a temperature of 20.degree. to 300.degree. C., if appropriate in the presence of a solvent. Generally, at least half an equivalent of aromatic trihalogenomethyl compound is employed per equivalent of sulphonic acid.Type: GrantFiled: January 22, 1981Date of Patent: September 14, 1982Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters, Norbert Langenfeld
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Patent number: 4338258Abstract: Fluorescent dyestuffs of the general formula ##STR1## wherein R and R.sup.1 independently of one another represent hydrogen, a salt-forming cation, an alkyl radical with 1 to 16 C atoms or an aryl or aralkyl radical which is optionally substituted by non-chromophoric groups,R.sup.2 to R.sup.5 independently of one another represent hydrogen, alkyl, trifluoromethyl, alkoxy, aralkoxy, alkenoxy, aryloxy, halogen or a carboxyl, cyano, alkyl sulphone, aryl sulphone, aralkyl sulphone, carboxamide, sulphonamide or carboxylic acid ester group,o, p, q and s independently of one another represent 1 or 2 andm and n independently of one another denote 0, 1 or 2, it being possible for the sum of m and n to be 2 to 4,processes for their preparation and their use as laser dyestuffs.Type: GrantFiled: September 8, 1980Date of Patent: July 6, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Brinkwerth, Wolfgang Huffer, Roderich Raue, Rudolf Schieder, Helmut Telle
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Patent number: 4335246Abstract: Substituted arylamine dye intermediates and their preparation are disclosed.Type: GrantFiled: September 24, 1979Date of Patent: June 15, 1982Assignee: Aziende Colori Nazionali Affini ACNA S.p.A.Inventors: Francesco De Feo, Giovanni Burei, Roberto Cipolli
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Patent number: 4317782Abstract: Distyryl compounds of the formula ##STR1## wherein A denotes 1,4-phenylene, 4,4'-biphenylylene, 4,4"-terphenylylene, 1,4-, 1,5- or 2,6-naphthylene, 9,10-dihydro-2,7-phenanthrenylene or 2,7-dibenzofuranylene,R.sup.1 denotes an optionally functionally modified phosphonic acid, phosphonyl or phosphinyl group,R.sup.2 denotes hydrogen, an optionally functionally modified phosphonic acid, phosphonyl or phosphinyl group, sulpho, carboxyl, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, aminocarbonyl, cyano, halogen, alkyl, aralkyl, alkenyl, hydroxyl, alkoxy, aralkoxy, cycloalkoxy, aryloxy or alkylmercapto andR.sup.3 and R.sup.Type: GrantFiled: February 22, 1979Date of Patent: March 2, 1982Assignee: Bayer AktiengesellschaftInventors: Udo Eckstein, Edgar Siegel
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Patent number: 4316860Abstract: Phosphonium compounds of the formula(R).sub.3 P.sup..sym. --CH.sub.2 --X--CH.dbd.CH--R.sub.1 --Y.sup..crclbar.in which R is preferably alkyl having 1 to 4 C atoms, cyclohexyl or phenyl, R.sub.1 is a substituted or unsubstituted aromatic radical, especially a phenyl radical, X is phenylene, 4,4'-biphenylene or 1,4- or 2,6-naphthylene and Y.sup..crclbar. is SO.sub.3.sup..crclbar., SO.sub.2.sup..crclbar. or COO.sup..crclbar., a process for their preparation and a process for the preparation of asymetrically substituted fluorescent brightening agents of the formulaZ--CH.dbd.CH--X--CH.dbd.CH--R.sub.1 Y.sup..crclbar. M.sup..sym.in which R.sub.1, X and Y.sup..crclbar. are as defined above, M.sup.61 is a cation and Z is preferably a substituted or unsubstituted phenyl or 2-phenyl-triazol-4-yl radical, by reacting a bis-phosphonium compound of the formula ##STR1## in which Q.sup..crclbar. is an anion, with an aldehyde of the formula M.sup..sym. Y.sup..crclbar. --R.sub.Type: GrantFiled: May 15, 1980Date of Patent: February 23, 1982Assignee: Ciba-Geigy CorporationInventor: Michael Marky
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Patent number: 4309560Abstract: A compound represented by the general formula ##STR1## wherein R.sub.1 and R.sub.2 represent H or CH.sub.3 ; A and A' represent ##STR2## B represents ##STR3## X represents H, NH.sub.4 or an alkali metal; and m and n represent numerals determined by the following formulae, 0.ltoreq.m.ltoreq.25, 5.ltoreq.n.ltoreq.50 and 5.ltoreq.(m+n).ltoreq.50, can impart to fibers or fibrous structures durable excellent antistatic property, water absorption property, softness and pollution-resistant property in a simple heat treatment.Type: GrantFiled: June 20, 1980Date of Patent: January 5, 1982Assignees: Kanebo, Ltd., Kanebo Synthetic Fibers Ltd.Inventors: Kiyoshi Aoki, Saburo Ohara
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Patent number: 4301091Abstract: Fluorescent dyestuffs of the formula ##STR1## wherein: R.sub.1 and R.sub.2 independently of one another represent hydrogen, a salt-forming cation, an alkyl radical with 1 to 8 carbon atoms or an aralkyl radical which is optionally substituted by non-chromophoric groups,R.sub.2 to R.sub.5 independently of one another represent hydrogen, alkyl, trifluoromethyl, alkoxy, aralkoxy, alkenyloxy, halogen or the carboxyl, cyano, alkylsulphonyl, arylsulphonyl, carboxamide or sulphonamide group or a carboxylic acid ester group, m and n independently of one another denote 0, 1 or 2 and the sum of m+n must be at least 2, and o, p, q and r independently of one another represent 0, 1 or 2.processes for their preparation, their use for whitening organic materials and a process for the production of a coherent laser emission using the fluorescent dyestuffs according to formula I.Type: GrantFiled: September 10, 1979Date of Patent: November 17, 1981Assignee: Bayer AktiengesellschaftInventors: Rudolf Schieder, Helmut Telle, Roderich Raue, Wolfgang Brinkwerth
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Patent number: 4290974Abstract: The invention relates to oxybenzylidenebornanones which correspond to the general formula: ##STR1## in which Z and Z' denote hydrogen or a radical SO.sub.3 H, at least one of the two radicals Z and Z' denoting hydrogen, R.sub.1 denotes hydrogen, an alkyl radical having 2 to 18 carbon atoms, an alkenyl radical having 3 to 18 carbon atoms, a radical --(CH.sub.2 CH.sub.2 O).sub.n H, ##STR2## --(CH.sub.2).sub.m CO.sub.2 R, in which R denotes H or an alkyl radical, --(CH.sub.2).sub.3 SO.sub.3 H or a divalent radical --(CH.sub.2).sub.m or --CH.sub.2 --CHOH--CH.sub.2, m having the values 1 to 10, n having the values 1 to 20 and p having the values 1 to 6, and R.sub.3 and R.sub.4 representing hydrogen or an optionally branched or hydroxylic alkyl radical, or forming an aminoaliphatic heterocyclic ring with the nitrogen atom, R.sub.2 denotes a hydrogen atom, an alkoxy radical or a divalent radical --O-- bonded to the radical R.sub.1 if the latter is also divalent, and q denotes 1 or 2; if q has the value 2, R.sub.Type: GrantFiled: July 10, 1979Date of Patent: September 22, 1981Assignee: L'OrealInventors: Claude Bouillon, Charles Vayssie
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Patent number: 4259499Abstract: A method of preparing 2-sulfochloride benzoates which comprises diazotizing any anthranilate to form a 2-diazonium chloride benzoate and thereafter reacting said 2-diazonium chloride benzoate with sulfur dioxide to form a 2-sulfochloride benzoate. The invention also provides for the total synthesis of saccharin which comprises pyrolyzing a 2-sulfochloride benzoate to form an o-sulfobenzoic anhydride and then ammonolyzing the o-sulfobenzoic anhydride to saccharin which is free of bitter tasting contaminants from such reactants.Type: GrantFiled: April 24, 1978Date of Patent: March 31, 1981Assignee: James River Graphics Inc.Inventor: Carmine A. DiPippo
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Patent number: 4226806Abstract: Novel cephalosporin compounds of the following formula are useful as antibiotic agents: ##STR1##Type: GrantFiled: January 8, 1979Date of Patent: October 7, 1980Assignee: Yeda Research and Development Co. Ltd.Inventors: Fortuna Haviv, Abraham Patchornik
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Patent number: 4170708Abstract: Aromatic urethanes are produced by interacting an aromatic nitro compound, an organic compound containing hydroxyl groups and carbon monoxide in the presence of a catalyst composed of elemental selenium or a selenium compound and of a promoter composed of a bicyclic amidine together with a phenolic compound or a carboxylic acid. The interaction proceeds smoothly with the aid of a small amount of the promoter, attended with secondary production of amino compounds only in small amounts. For instance, 2,4-diethyldicarbamatetoluene is obtained at a yield of 87% by interacting 2,4-dinitrotoluene, ethanol and carbon monoxide in the presence of a catalytic system composed of metallic selenium, 1,8-diazabicyclo(5,4,0)-undecene-7 and acetic acid.Type: GrantFiled: March 8, 1976Date of Patent: October 9, 1979Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yutaka Hirai, Katsuharu Miyata, Seiji Hasegawa
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Patent number: 4150216Abstract: Hair-treatment agents having a content of branched copolyesters dispersible or soluble in water and an apparent molecular weight of 600 to 5000, and having a content of SO.sub.3 M groups, wherein M represents an alkali metal ion or ammonium ion or the cationic radical of an organic amine.Type: GrantFiled: July 19, 1977Date of Patent: April 17, 1979Assignee: Hoechst AktiengesellschaftInventors: Jochen M. Quack, Alwin Reng, Friedrich Engelhardt, Karl Hintermeier
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Patent number: 4131736Abstract: The present invention is concerned with novel monomers containing sulfonic acid groups or salts thereof and polymers thereof which are useful for many purposes, such as antistatic agents for textiles and other shaped articles formed of hydrophilic materials. They are useful for making copolymers that are particularly valuable in coating compositions, especially in the form of aqueous latices or organic solvent solutions thereof. Examples of the monomers are of the formula ##STR1## wherein R is hydrogen or lower (C.sub.1 -C.sub.4)alkyl, such as methyl,A is an alkylene group having 2 to 10 carbon atoms, at least 2 of which extend in one chain between the oxygen atoms, andX is an aromatic nucleus or an alkyl group, substituted by a sulfonic acid group and optionally one or more groups selected from sulfonic acid, carboxylic acid, and lower alkyl, such as methyl, ethyl, propyl, or butyl.Type: GrantFiled: August 7, 1972Date of Patent: December 26, 1978Assignee: Rohm and Haas CompanyInventors: William D. Emmons, Graham Swift
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Patent number: 4108887Abstract: Disclosed are compounds of formula I ##STR1## in which R.sub.1 and R.sub.4, independently, are hydrogen, a non-chromophoric second order substituent, or alkyl or alkenyl unsubstituted or substituted by a non-chromophoric group,R.sub.2 and R.sub.5, independently, are hydrogen or alkyl or alkenyl, unsubstituted or substituted by a non-chromophoric group,R.sub.3 and R.sub.6, independently, are hydrogen, alkyl, carboxyl or a non-chromophoric esterified carboxyl group, orR.sub.2, together with R.sub.3, and/or R.sub.5 together with R.sub.6, signify an alkylene bridge,R.sub.7 and R.sub.8, independently, signify hydrogen or a non-chromophoric substituent, or, whenR.sub.7 is in the 3-position and/or R.sub.8 in the 3' position, R.sub.7 together with R.sub.2, and/or R.sub.8 together with R.sub.5 signify an alkylene bridge,With the proviso that no more than one of R.sub.1 and R.sub.2 and no more than one of R.sub.4 and R.sub.5 signify hydrogen, their production and use as optical brightening agents.Type: GrantFiled: January 29, 1976Date of Patent: August 22, 1978Assignee: Sandoz Ltd.Inventors: Fritz Fleck, Juerg Heller