Halogen Attached Indirectly To The Sulfonate Group By Nonionic Bonding Patents (Class 562/83)
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Patent number: 8853444Abstract: Processes for preparing 4-chlorobenzenesulfonic acid from 2-chlorobenzenesulfonic acid and/or 3-chlorobenzenesulfonic acid, which processes include the conversion of 2-chlorobenzenesulfonic acid and/or 3-chlorobenzenesulfonic acid to 4-chlorobenzenesulfonic acid in the presence of sulfuric acid at a temperature of 100 to 300° C.; as well as processes for preparing 4,4?-dichlorodiphenyl sulfone, which include such described processes for preparing 4-chlorobenzenesulfonic acid.Type: GrantFiled: March 7, 2011Date of Patent: October 7, 2014Assignee: BASF SEInventors: Patrick Deck, Heiner Schelling, Florian Garlichs
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Publication number: 20130037753Abstract: Disclosed is an organic electronic material comprising charge transporting compounds and ionic compounds having electron-accepting properties and high solubility in a solvent. The organic electronic material is characterized by comprising charge transporting compounds and ionic compounds, and in that at least one of the ionic compounds is any one kind of compounds represented by general formulas (1b)-(3b). (In the formulas Y1-Y6 each independently represent a divalent linking group, R1-R6 each independently represent an electron-attracting organic substituent (these structures can further have substituents and hetero-atoms, and R1, R2 and R3, or, R4-R6 can respectively combine and become a ring shape or a polymer shape) and L+ represents a monovalent cation.Type: ApplicationFiled: April 20, 2011Publication date: February 14, 2013Applicant: HITACHI CHEMICAL COMPANY, LTDInventors: Kenichi Ishitsuka, Shigeaki Funyuu, Yousuke Hoshi
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Publication number: 20120164558Abstract: Provided are a biphenyltetrasulfonic acid compound represented by the formula (1): wherein R1 represents a hydrogen atom, a cation, a hydrocarbon group, or the like; R2 represents a hydrogen atom, an alkyl group, an aryl group, an aryloxy group, an aralkyl group, an aralkyoxy group, or the like; and X1 represents a chlorine atom, a bromine atom, an iodine atom, a hydroxyl group, an amino group, or the like, and a polymer containing a structural unit originating from the biphenyltetrasulfonic acid compound.Type: ApplicationFiled: September 9, 2010Publication date: June 28, 2012Applicant: Sumitomo Chemical Company, LimitedInventors: Noriyuki Hida, Hiroaki Hibino, Toru Onodera
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Patent number: 8173354Abstract: A sulfonium salt having a triphenylsulfonium cation and a sulfite anion within the molecule is best suited as a photoacid generator in chemically amplified resist compositions. Upon exposure to high-energy radiation, the sulfonium salt generates a sulfonic acid, which facilitates efficient scission of acid labile groups in chemically amplified positive resist compositions. Because of substantial non-volatility under high vacuum conditions in the EB or EUV lithography, the risk of the exposure tool being contaminated is minimized.Type: GrantFiled: July 7, 2010Date of Patent: May 8, 2012Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Youichi Ohsawa, Masaki Ohashi
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Publication number: 20110218357Abstract: The invention relates to a process for preparing 4-chlorobenzenesulfonic acid from 2-chlorobenzenesulfonic acid and/or 3-chlorobenzenesulfonic acid, comprising the conversion of 2-chlorobenzenesulfonic acid and/or 3-chlorobenzenesulfonic acid to 4-chlorobenzenesulfonic acid in the presence of sulfuric acid at a temperature of 100 to 300° C. The present invention further relates to a process for preparing 4,4?-dichlorodiphenyl sulfone, comprising said process for preparing 4-chlorobenzenesulfonic acid.Type: ApplicationFiled: March 7, 2011Publication date: September 8, 2011Applicant: BASF SEInventors: Patrick Deck, Heiner Schelling, Florian Garlichs
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Patent number: 8003821Abstract: A Brønsted acid is a compound represented by formula (I): wherein n represents an integer of from 1 to 4, RHL('s) each independently represents Cl or F, and R1 represents an alkyl group having from 8 to 20 carbon atoms.Type: GrantFiled: November 14, 2006Date of Patent: August 23, 2011Assignee: Fuji Xerox Co., Ltd.Inventors: Yuki Sasaki, Hirotaka Matsuoka, Satoshi Hiraoka, Fumiaki Mera, Yasuo Matsumura
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Publication number: 20100041917Abstract: The invention provides a process for the preparation of a carbonyl compound in high efficiency by oxidizing an alcohol. The process for the preparation of a carbonyl compound of the present invention includes a step of oxidizing an alcohol in the presence of a compound of the formula (I) or a derivative or a salt thereof, and an oxidant, wherein R1 and R2 independently represent hydrogen, a halogen, a nitro or acidic group, or an alkyl or alkoxy group, each of which optionally has a substituent, or R1 and R2 combine the two carbon atoms to which they are boned to form an aromatic ring.Type: ApplicationFiled: August 29, 2008Publication date: February 18, 2010Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Kazuaki Ishihara, Muhammet Uyanik, Yukihiro Isogai, Suguru Ohara
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Publication number: 20090004525Abstract: Disclosed herein are an ion-dissociative functional compound, a method for production thereof, an ionic conductor, and an electrochemical device, the ion-dissociative functional compound being thermally and chemically stable under the condition required of fuel cells and being suitable for use as a material such as protonic conductor in fuel cells. The proton-dissociative functional compound shown in FIG. 1A is composed of a fullerene C60 molecule and about 10 sulfonic acid groups —SO3H as proton-dissociative groups each attached to the fullerene through a difluoromethane group —CF2—. The proton-dissociative functional compound shown in FIG. 1B is composed of fullerene molecules three-dimensionally connected to each other through a linking group —CF2SO2NHSO2CF2—. It contains, as the proton-dissociative group, sulfoneimide groups —SO2NHSO2— and sulfoneamide groups —SO2H2 in addition to sulfonic acid groups.Type: ApplicationFiled: August 4, 2004Publication date: January 1, 2009Inventors: Kazuaki Fukushima, Shuichi Takizawa, Koichiro Hinokuma, Atsushi Nishimoto, Kazuhiro Noda
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Publication number: 20080287646Abstract: A dihalobenzene compound represented by the formula (1): wherein A represents a C3-C20 alkoxy group etc., R1 represents a hydrogen atom, a fluorine atom, a C1-C20 alkyl group, etc., X1 represents a chlorine atom, etc., m represents 1 or 2, and k represents 4-m, and a polyarylene comprising a repeating unit represented by the formula (2): wherein A, R1, m and k represent the same meanings as defined above.Type: ApplicationFiled: September 6, 2006Publication date: November 20, 2008Inventors: Noriyuki Hida, Seiji Oda, Takashi Kamikawa, Toru Onodera
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Publication number: 20080227032Abstract: Novel classes of ionic photoacid generator (PAGs) compounds having relatively environmentally friendly anions with no perfluorooctyl sulfonate (no-PFOS) are provided and photoresist composition that comprise such compounds. The new PAGs produce a photoacid having a short or no perfluoro alkyl chain (i.e., no-PFOS) attached to a variety of functional groups. The PAGs of the invention are useful as photoactive component in the chemically amplified resist compositions used for microfabrication.Type: ApplicationFiled: May 29, 2008Publication date: September 18, 2008Applicant: Cornell Research Foundation, Inc.Inventors: Christopher K. Ober, Ramakrishnan Ayothi, Kyung-Min Kim, Xiang-Qian Liu
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Patent number: 7341817Abstract: A photosensitive composition comprising a compound capable of generating a specific sulfonic acid upon irradiation with actinic rays or a radiation; a compound capable of generating a specific sulfonic acid upon irradiation with an actinic ray or a radiation; and a pattern forming method using a photosensitive composition comprising a compound capable of generating a specific sulfonic acid upon irradiation with an actinic ray or a radiation.Type: GrantFiled: November 22, 2004Date of Patent: March 11, 2008Assignee: FUJIFILM CorporationInventors: Kenji Wada, Kunihiko Kodama
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Publication number: 20020026067Abstract: A process for the halogenation of activated methylene and methine compounds with at least equimolar amounts of an electrophilic halogenation reagent, which comprises reacting said activated methylene and methine compounds in the presence of catalytic amounts of a titanium compound of the formula I or of a titanium compound of the formula IIType: ApplicationFiled: May 2, 2001Publication date: February 28, 2002Inventors: Lukas Hintermann, Antonio Togni
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Patent number: 6235949Abstract: A process for the preparation of halide compounds, preferably aryl halides, by contacting a gaseous mixture of hydrohalic acid and a compound selected from an aryl halogen formate, an aryl carbonate and equivalents thereof with a Lewis acid catalyst.Type: GrantFiled: March 10, 1997Date of Patent: May 22, 2001Assignee: Rhodia ChimieInventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
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Patent number: 6214435Abstract: A novel aminium compound exhibiting excellent solubility for solvents and high safety in terms of handling and environment is provided. An aminium compound represented by the following formula (1): wherein R1 represents substituted or unsubstituted alkyl and A2− represents a divalent organic anion.Type: GrantFiled: December 20, 1999Date of Patent: April 10, 2001Assignee: Nippon Kayaku Kabushiki KaishaInventors: Masao Onishi, Tadayuki Kiyoyanagi
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Patent number: 6201149Abstract: The invention features the use of fluorosulphonates to release the organic bases from their fluorohydrate. This use is characterised in that a hydrogenofluorosulphonate of an organic base is formed and in that the hydrofluoric acid which is associated with the said base or with one of its precursors is separated therefrom. The invention is useful in organic synthesis applications.Type: GrantFiled: January 19, 1999Date of Patent: March 13, 2001Assignee: Rhodia ChimieInventors: Laurent Saint-Jalmes, Marcel Morel
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Patent number: 6169194Abstract: Oligonucleotides and other biomolecules are immobilized in high density on solid substrates through covalent forces using either a permanent thioether bond, or a chemoselectively reversible disulfide bond to a surface thiol. Substrates which have hydroxyl groups on their surfaces can be first silanized with a trichlorosilane containing 2-20 carbon atoms in its hydrocarbon backbone, terminating in a protected thiol group. The oligonucleotides or other biomolecules are first connected to a tether consisting of a hydrocarbon or polyether chain of 2-20 units in length which terminates in a thiol group. This thiol may be further modified with a halobenzylic-bifunctional water soluble reagent which allows the conjugate to be immobilized onto the surface thiol group by a permanent thioether bond. Alternatively, the oligonucleotide-tether-thiol group can be converted to a pyridyldisulfide functionality which attaches to the surface thiol by a chemoselectively reversible disulfide bond.Type: GrantFiled: October 16, 1997Date of Patent: January 2, 2001Inventors: Michael Thompson, Mark E. McGovern
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Patent number: 6118016Abstract: A process for preparing phenoxyphenylsulfonyl halides, which are useful intermediates for the preparation of matrix metalloproteinase inhibitors.Type: GrantFiled: April 7, 1999Date of Patent: September 12, 2000Assignee: Pfizer Inc.Inventor: Joel M. Hawkins
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Patent number: 6031126Abstract: A process for the production of a fluorescent whitening agent of formula: ##STR1## in which X and Z are as defined herein, comprising A) rearranging a hydrazobenzene compound having the formula: ##STR2## in which Z is as defined herein, to produce in situ a compound having the formula: ##STR3## B) diazotising the compound of formula (3) to produce a compound having the formula: ##STR4## in which Z has its previous significance and G.sub.1 is a counter ion; and C) reacting the compound of formula (4) with 2 moles of a compound having the formula: ##STR5## in which X and n have their previous significance, in the presence of an inorganic or organic palladium salt, or a mixture thereof, as catalyst-precursor, to produce a compound having the formula (1).Type: GrantFiled: April 23, 1998Date of Patent: February 29, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Victor Eliu, Werner Kanert, Adriano Indolese, Philipp Wyser, Anita Schnyder
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Patent number: 5929270Abstract: A process is provided for the production of compounds having the formula: ##STR1## in which R is hydrogen, C.sub.1 -C.sub.5 alkyl, cyano or halogen; M is hydrogen or a salt-forming colorless cation; and n is 2;which process comprises reductively de-aminating a compound having the formula: ##STR2## in which R and n have their previous significance and M' is hydrogen, a salt-forming colorless cation or optionally substituted phenyl; and converting any optionally substituted phenyl group M' to a group M.The present invention also provides processes for the production of the compounds of formula (2) and various novel intermediates for use in the new processes.The compounds of formula (1) are useful as fluorescent whitening agents.Type: GrantFiled: May 19, 1998Date of Patent: July 27, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Dietmar Huglin, Robert Hochberg, Oliver Becherer, Reinhard Weigmann
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Patent number: 5756000Abstract: 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: GrantFiled: February 6, 1996Date of Patent: May 26, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: John C. Hansen, George G. I. Moore, Stephen D. Polson, Patricia M. Savu, Richard M. Stern
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Patent number: 5659074Abstract: Compounds of the formula: ##STR1## wherein R is CH.sub.2 X or CHX.sub.2 and X is chloro or bromo and R.sup.1 is chloro, bromo or nitro which are useful as intermediates for preparing herbicidal 2-(2'-substituted)-4'-(alkylsulfonyl)benzoyl-1,3-cyclohexanedione compounds.Type: GrantFiled: June 12, 1995Date of Patent: August 19, 1997Assignee: Zeneca LimitedInventors: Richard D. Gless, Jr., Nancy Kerlinger
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Patent number: 5648522Abstract: Process for the preparation of a fluorinated sulphonic acid compound by hydrolysis of a corresponding fluorinated sulphonyl fluoride, wherein the hydrolysis is carried out in the presence of a tertiary amine, comprising steps of recovering a mixture of a salt of hydrolysed fluorinated sulphonyl fluoride with the tertiary amine and an ammonium fluoride salt of the tertiary amine;reacting the salt mixture with a sulphonyl compound of the general formula R--SO.sub.2 X, whereinR=an alkyl group, Cl, F;andX=Br, Clthereby exchanging fluoride of the ammonium fluoride salt in the mixture with the X atom of the sulphonyl compound and converting the sulphonyl compound to a sulphonyl fluoride; anddistilling off the sulphonyl fluoride from the reacted salt mixture.Type: GrantFiled: February 5, 1996Date of Patent: July 15, 1997Assignee: Haldor Topsoe A/SInventors: Sven Ivar Hommeltoft, Ole Ekelund, John Zavilla
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Patent number: 5637763Abstract: A process for the preparation of substituted benzenes or benzenesulfonic acid and its derivatives comprising diazotisation of an aminobenzene or ortho-amino-benzenesulfonic acid derivative followed by homogeneous palladium-catalyzed coupling with an olefine and heterogeneous palladium-catalyzed hydrogenation of the olefinic substituent, wherein the homogeneous catalyst is reduced and precipitated as metal after the coupling in the reaction mixture and used as a heterogeneous palladium catalyst for the hydrogenation step. The process is particular suitable for the preparation N-benzenesulfon-N'-triazinyl-urea herbicides.Type: GrantFiled: June 5, 1995Date of Patent: June 10, 1997Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
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Patent number: 5487846Abstract: A general-purpose organic rust initiator which can effectively prevent corrosion of metals comprising a compound of formula (1): ##STR1## wherein R.sub.1 is a perfluoroalkyl group having 1 to 6 carbon atoms; R.sub.2 is a hydrogen atom or a group defined for R.sub.1 ; R.sub.4 is an acid group selected from --OH, --COOH, --SH, --SO.sub.2 OH, --PO(OH).sub.2, --SCH.sub.2 COOH, --SO.sub.2 NHCH.sub.2 COOH or a salt thereof; R.sub.3 is a hydrogen atom or a group defined for R.sub.4 ; or R.sub.3 and R.sub.4 together form an acid group selected from --N.dbd.N--NH--, --CH.dbd.N--N--, --SO.sub.2 --NH--CO--, --S--C(SH).dbd.N-- or a salt thereof.Type: GrantFiled: October 4, 1994Date of Patent: January 30, 1996Assignee: Union Chemical Co., Ltd.Inventor: Shigeru Otomo
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Patent number: 5286901Abstract: Precursors and methods for the synthesis of mono- and difunctionalized acetylenes are described. The invention includes novel tricoordinate iodonium transfer reagents and novel alkynyldi(phenyliodonium) salts, both of which are precursors for the functionalized acetylenes. The iodonium transfer reagents take the general form of mixed iodonium sulfonates PhI.sup.+ (X)OSO.sub.2 R.sub.f, where X may be OAc, NHAc, NCO, or CN. These mixed iodonium sulfonates are produced by reaction of iodosobenzene with certain substituted trimethylsilanes.To make the alkynyldi(phenyliodonium) salt PhI.sup.+ C.tbd.CI.sup.+ Ph.cndot.2 R.sub.f SO.sub.3.sup.-,a mixed iodonium sulfonate is reacted with a bistin acetylene of the kind R'.sub.3 SnC.tbd.CSnR".sub.3. Alternatively, the reaction may be performed with disubstituted tin diacetylenes to produce PhI.sup.+ C.tbd.C-C.tbd.CI.sup.+ Ph.cndot.2 R.sub.f SO.sub.3.sup.- to produce a dialkynyldi(phenyliodonium) salt.Type: GrantFiled: July 19, 1991Date of Patent: February 15, 1994Assignee: University of Utah Research FoundationInventors: Peter J. Stang, Charles M. Crittell, Bobby L. Williamson, Viktor Zhdankin
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Patent number: 5206427Abstract: Aromatic (di)chlorosulphonic acids and (di)bromosulphonic acids can be prepared by reacting aromatic sulphonic acids with chlorine or bromine respectively, the reaction advantageously being carried out in the melt of the aromatic sulphonic acids.Type: GrantFiled: August 6, 1991Date of Patent: April 27, 1993Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Uwe Heinz
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Patent number: 5145991Abstract: Distyrylbiphenyl compounds of formula ##STR1## wherein R.sub.1, R.sub.3, R.sub.6 and R.sub.7 are halogen, hydrogen, C.sub.1 -C.sub.4 alkyl or cyano, and M.sup..sym. is a salt-forming cation, are used as fluorescent whitening agents in solid and, preferably, liquid, detergent compositions. They are distinguished by good white effects and insignificant spotting behavior.Type: GrantFiled: May 13, 1991Date of Patent: September 8, 1992Assignee: Ciba-Geigy CorporationInventors: Kurt Weber, Claude Eckhardt
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Patent number: 5105006Abstract: The invention is a novel phosphonium salt, useful as an initiator or catalyst in the reaction of oxirane groups in an epoxy resin with aromatic carbonate and/or ester linkages in monomeric, oligomeric, or polymeric carbonates, esters, or estercarbonates.Type: GrantFiled: May 25, 1989Date of Patent: April 14, 1992Assignee: The Dow Chemical CompanyInventor: Theodore L. Parker
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Patent number: 5068405Abstract: Halogenated N-sulfamyl propionamidine addition salts corresponding to the formula ##STR1## are provided, in which X represents halogen and A represents an acid selected from sulfuric acid, nitric acid, benzenesulfonic acid; toluenesulfonic acid; 2,4,5-trichlorobenzenesulfonic acid; trichloroacetic acid; trifluoroacetic acid or methanesulfonic acid. They are useful as intermediates in the preparation of famotidine. They are prepared by reacting a halogenated propionitrile with the respective acid.Type: GrantFiled: July 6, 1990Date of Patent: November 26, 1991Assignee: Delmar Chemicals Inc.Inventors: Michel Bekhazi, Josef Oren
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Patent number: 5045632Abstract: The invention is a novel bis(phosphoranylidene) ammonium salt useful as an initiator/catalyst in the reaction of oxirane groups in an epoxy resin with aromatic carbonate and/or ester linkages in monomeric, oligomeric, or polymeric carbonates, esters, or estercarbonates.Type: GrantFiled: December 19, 1990Date of Patent: September 3, 1991Assignee: The Dow Chemical CompanyInventor: Theodore L. Parker
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Patent number: 4983773Abstract: Bis-(4-chlorophenyl) sulfone is prepared by reacting chlorobenzene with sulfuric acid at from 200.degree. to 250.degree. C. by a process in which a condensing agent is added.Type: GrantFiled: October 5, 1989Date of Patent: January 8, 1991Assignee: BASF AktiengesellschaftInventors: Michael Stumpp, Peter Neumann, Heinz Eilingsfeld
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Patent number: 4925595Abstract: Liquid detergent compositions which are stable on storage and contain fluorescent whitening agents from the class of the disulfonated distyrylbiphenyl and distyrylphenyl compounds; they do not produce bleach spots on direct contact with textile fabric. Some of the fluorescent whitening agents used are novel.Type: GrantFiled: June 27, 1988Date of Patent: May 15, 1990Assignee: Ciba-Geigy CorporationInventors: Heinz Hefti, Dieter Reinehr, Kurt Weber, Claude Eckhardt
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Patent number: 4873020Abstract: Fluorochemical surfactant compositions are provided. The compositions comprise a fluorochemical amine salt which can be represented by the formula: ##STR1## wherein R.sub.f is a perfluoroaliphatic radical containing 3 to 20 carbon atoms, R is H or CH.sub.3, and R.sup.1 is an alkyl radical containing 1 to 4 carbon atoms. The fluorochemical surfactant compositions are prepared by reacting at least one perfluoroalkyl sulfonyl fluoride having 3 to 20 alkyl carbon atoms, ethylene or propylene oxide, and at least one tertiary amine, (R.sup.1).sub.3 N wherein R.sup.1 is an alkyl radical having 1 to 4 carbon atoms and which may contain a hydroxyl group.Type: GrantFiled: October 4, 1988Date of Patent: October 10, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventor: Imelda A. Muggli
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Patent number: 4873027Abstract: Fluoroalkylaryliodonium compounds having the formula (I): ##STR1## wherein AR, A and Rf are as defined above, are disclosed. The fluoroalkylaryliodonium compounds of the present invention are useful as intermediates for producing N-fluoroalkylanilines or derivatives thereof which are important precursors for fluorine-containing disperse azo dyes having an excellent resistance to light.Type: GrantFiled: September 19, 1988Date of Patent: October 10, 1989Assignee: Sagami Chemical Research CenterInventors: Teruo Umemoto, Yoshihiko Gotoh