Halogen Attached Indirectly To The Sulfonate Group By Nonionic Bonding Patents (Class 562/83)
  • Patent number: 8853444
    Abstract: 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: Grant
    Filed: March 7, 2011
    Date of Patent: October 7, 2014
    Assignee: BASF SE
    Inventors: Patrick Deck, Heiner Schelling, Florian Garlichs
  • Publication number: 20130037753
    Abstract: 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: Application
    Filed: April 20, 2011
    Publication date: February 14, 2013
    Applicant: HITACHI CHEMICAL COMPANY, LTD
    Inventors: Kenichi Ishitsuka, Shigeaki Funyuu, Yousuke Hoshi
  • Publication number: 20120164558
    Abstract: 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: Application
    Filed: September 9, 2010
    Publication date: June 28, 2012
    Applicant: Sumitomo Chemical Company, Limited
    Inventors: Noriyuki Hida, Hiroaki Hibino, Toru Onodera
  • Patent number: 8173354
    Abstract: 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: Grant
    Filed: July 7, 2010
    Date of Patent: May 8, 2012
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Youichi Ohsawa, Masaki Ohashi
  • Publication number: 20110218357
    Abstract: 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: Application
    Filed: March 7, 2011
    Publication date: September 8, 2011
    Applicant: BASF SE
    Inventors: Patrick Deck, Heiner Schelling, Florian Garlichs
  • Patent number: 8003821
    Abstract: 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: Grant
    Filed: November 14, 2006
    Date of Patent: August 23, 2011
    Assignee: Fuji Xerox Co., Ltd.
    Inventors: Yuki Sasaki, Hirotaka Matsuoka, Satoshi Hiraoka, Fumiaki Mera, Yasuo Matsumura
  • Publication number: 20100041917
    Abstract: 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: Application
    Filed: August 29, 2008
    Publication date: February 18, 2010
    Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY
    Inventors: Kazuaki Ishihara, Muhammet Uyanik, Yukihiro Isogai, Suguru Ohara
  • Publication number: 20090004525
    Abstract: 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: Application
    Filed: August 4, 2004
    Publication date: January 1, 2009
    Inventors: Kazuaki Fukushima, Shuichi Takizawa, Koichiro Hinokuma, Atsushi Nishimoto, Kazuhiro Noda
  • Publication number: 20080287646
    Abstract: 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: Application
    Filed: September 6, 2006
    Publication date: November 20, 2008
    Inventors: Noriyuki Hida, Seiji Oda, Takashi Kamikawa, Toru Onodera
  • Publication number: 20080227032
    Abstract: 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: Application
    Filed: May 29, 2008
    Publication date: September 18, 2008
    Applicant: Cornell Research Foundation, Inc.
    Inventors: Christopher K. Ober, Ramakrishnan Ayothi, Kyung-Min Kim, Xiang-Qian Liu
  • Patent number: 7341817
    Abstract: 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: Grant
    Filed: November 22, 2004
    Date of Patent: March 11, 2008
    Assignee: FUJIFILM Corporation
    Inventors: Kenji Wada, Kunihiko Kodama
  • Publication number: 20020026067
    Abstract: 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 II
    Type: Application
    Filed: May 2, 2001
    Publication date: February 28, 2002
    Inventors: Lukas Hintermann, Antonio Togni
  • Patent number: 6235949
    Abstract: 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: Grant
    Filed: March 10, 1997
    Date of Patent: May 22, 2001
    Assignee: Rhodia Chimie
    Inventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
  • Patent number: 6214435
    Abstract: 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: Grant
    Filed: December 20, 1999
    Date of Patent: April 10, 2001
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Masao Onishi, Tadayuki Kiyoyanagi
  • Patent number: 6201149
    Abstract: 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: Grant
    Filed: January 19, 1999
    Date of Patent: March 13, 2001
    Assignee: Rhodia Chimie
    Inventors: Laurent Saint-Jalmes, Marcel Morel
  • Patent number: 6169194
    Abstract: 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: Grant
    Filed: October 16, 1997
    Date of Patent: January 2, 2001
    Inventors: Michael Thompson, Mark E. McGovern
  • Patent number: 6118016
    Abstract: A process for preparing phenoxyphenylsulfonyl halides, which are useful intermediates for the preparation of matrix metalloproteinase inhibitors.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: September 12, 2000
    Assignee: Pfizer Inc.
    Inventor: Joel M. Hawkins
  • Patent number: 6031126
    Abstract: 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: Grant
    Filed: April 23, 1998
    Date of Patent: February 29, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Victor Eliu, Werner Kanert, Adriano Indolese, Philipp Wyser, Anita Schnyder
  • Patent number: 5929270
    Abstract: 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: Grant
    Filed: May 19, 1998
    Date of Patent: July 27, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dietmar Huglin, Robert Hochberg, Oliver Becherer, Reinhard Weigmann
  • Patent number: 5756000
    Abstract: This invention provides perfluoro(alkoxycycloalkane) carbonyl fluoride compounds wherein, pendant from the fluorinated ring, are from 2 to 5 perfluoroalkoxy groups having from 1 to 4, preferably 1 to 2, carbon atoms with the proviso that when one or more of the perfluoroalkoxy groups contain from 3 to 4 carbon atoms, there are no more than 3 pendant groups.In yet another aspect, this invention provides aqueous film-forming foam (AFFF) compositions comprising one or more perfluoro(alkoxycycloalkane) carbonyl group-containing surfactants and one or more water-soluble fluorine-free surfactants selected from the group consisting of nonionic hydrocarbon-containing surfactants with a hydrophilic-lipophilic balance (HLB) value greater than or equal to about 10 and ionic hydrocarbon-containing surfactants having a carbon chain length containing inclusively from about 6 to about 10 carbon atoms.
    Type: Grant
    Filed: February 6, 1996
    Date of Patent: May 26, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: John C. Hansen, George G. I. Moore, Stephen D. Polson, Patricia M. Savu, Richard M. Stern
  • Patent number: 5659074
    Abstract: 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: Grant
    Filed: June 12, 1995
    Date of Patent: August 19, 1997
    Assignee: Zeneca Limited
    Inventors: Richard D. Gless, Jr., Nancy Kerlinger
  • Patent number: 5648522
    Abstract: 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: Grant
    Filed: February 5, 1996
    Date of Patent: July 15, 1997
    Assignee: Haldor Topsoe A/S
    Inventors: Sven Ivar Hommeltoft, Ole Ekelund, John Zavilla
  • Patent number: 5637763
    Abstract: 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: Grant
    Filed: June 5, 1995
    Date of Patent: June 10, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Gottfried Seifert, Heinz Steiner
  • Patent number: 5487846
    Abstract: 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: Grant
    Filed: October 4, 1994
    Date of Patent: January 30, 1996
    Assignee: Union Chemical Co., Ltd.
    Inventor: Shigeru Otomo
  • Patent number: 5286901
    Abstract: 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: Grant
    Filed: July 19, 1991
    Date of Patent: February 15, 1994
    Assignee: University of Utah Research Foundation
    Inventors: Peter J. Stang, Charles M. Crittell, Bobby L. Williamson, Viktor Zhdankin
  • Patent number: 5206427
    Abstract: 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: Grant
    Filed: August 6, 1991
    Date of Patent: April 27, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Uwe Heinz
  • Patent number: 5145991
    Abstract: 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: Grant
    Filed: May 13, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Weber, Claude Eckhardt
  • Patent number: 5105006
    Abstract: 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: Grant
    Filed: May 25, 1989
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventor: Theodore L. Parker
  • Patent number: 5068405
    Abstract: 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: Grant
    Filed: July 6, 1990
    Date of Patent: November 26, 1991
    Assignee: Delmar Chemicals Inc.
    Inventors: Michel Bekhazi, Josef Oren
  • Patent number: 5045632
    Abstract: 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: Grant
    Filed: December 19, 1990
    Date of Patent: September 3, 1991
    Assignee: The Dow Chemical Company
    Inventor: Theodore L. Parker
  • Patent number: 4983773
    Abstract: 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: Grant
    Filed: October 5, 1989
    Date of Patent: January 8, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Stumpp, Peter Neumann, Heinz Eilingsfeld
  • Patent number: 4925595
    Abstract: 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: Grant
    Filed: June 27, 1988
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinz Hefti, Dieter Reinehr, Kurt Weber, Claude Eckhardt
  • Patent number: 4873020
    Abstract: 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: Grant
    Filed: October 4, 1988
    Date of Patent: October 10, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Imelda A. Muggli
  • Patent number: 4873027
    Abstract: 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: Grant
    Filed: September 19, 1988
    Date of Patent: October 10, 1989
    Assignee: Sagami Chemical Research Center
    Inventors: Teruo Umemoto, Yoshihiko Gotoh