Plural Chalcogens Double Bonded Directly To The Sulfur (e.g., Sulfonyl Halides, Etc.) Patents (Class 562/828)
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Publication number: 20120116121Abstract: Produce a sulfo-chlorinated hydrocarbon using liquid sulfur dioxide, a chlorinating agent such as chlorine or sulfuryl chloride, and a metal complex catalyst, the catalyst being represented as LnM where L is at least one of an amine, phosphine, chloride or oxide, n is an integer within a range of from 1 to 6, and M is a metal selected from a group consisting of copper (Cu), ruthenium (Ru), iron (Fe), chromium (Cr), lanthanum (La), nickel (Ni), palladium (Pd), rhodium (Rh), rhenium (Re), molybdenum (Mo) and manganese (Mn).Type: ApplicationFiled: July 28, 2010Publication date: May 10, 2012Applicant: Dow Global Technologies LLCInventors: Kurt F. Hirsekorn, William Tenn, Peter N. Nickias
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Patent number: 8067648Abstract: A phenyl tin compound is synthesized by using a derivative having various functional groups and a bromo- or iodo-benzene ring as a labeling material of a radioactive ligand. On the other hand, a novel hydroxytosyl iodobenzene compound having an electron-donating group is obtained by oxidizing iodobenzene having one or more electron-donating groups and reacting it with tosylic acid. Then, a diphenyliodonium salt which is a labeling precursor is synthesized by reacting the resulting compound with various phenyl tin compounds. Finally, a 18F-labeled ligand having various functional groups and a [18F] fluorobenzene ring is synthesized by reacting the resulting diphenyliodonium salt with [18F]F?.Type: GrantFiled: November 29, 2006Date of Patent: November 29, 2011Assignee: National Institute of Radiological SciencesInventors: Kazutoshi Suzuki, Ming-Rong Zhang, Katsushi Kumata
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Patent number: 8043786Abstract: The invention provides novel acid generators which are unproblematic in combustibility and accumulation inside the human body and can generate acids having high acidities and high boiling points and exhibiting properly short diffusion lengths in resist coating films and which permit the formation of resist patterns excellent smoothness with little dependence on the denseness of a mask pattern; sulfonic acids generated from the acid generators; sulfonyl halides useful as raw material in the synthesis of the acid generators; and radiation-sensitive resin compositions containing the acid generators. The acid generators have structures represented by the general formula (I), wherein R1 is a monovalent substituent such as alkoxycarbonyl, alkylsulfonyl, or alkoxysulfonyl; R2 to R4 are each hydrogen or alkyl; k is an integer of 0 or above; and n is an integer of 0 to 5.Type: GrantFiled: February 20, 2004Date of Patent: October 25, 2011Assignee: JSR CorporationInventors: Satoshi Ebata, Yong Wang, Isao Nishimura
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Patent number: 7989661Abstract: The present invention provides compounds useful for inhibiting the ADAM-10 protein, with selectivity versus MMP-1. Such compounds are useful in the in vitro study of the role of ADAM-10 (and its inhibition) in biological processes. The present invention also comprises pharmaceutical compositions comprising one or more ADAM-10 inhibitors according to the invention in combination with a pharmaceutically acceptable carrier. Such compositions are useful for the treatment of cancer, arthritis, and diseases related to angiogenesis. Correspondingly, the invention also comprises methods of treating forms of cancer, arthritis, and diseases related to angiogenesis in which ADAM-10 plays a critical role.Type: GrantFiled: October 23, 2009Date of Patent: August 2, 2011Assignee: Symphony Evolution, Inc.Inventors: Lynne Canne Bannen, Erick W. Co, Vasu Jammalamadaka, John M. Nuss, Moon Hwan Kim, Donna Tra Le, Amy Lew, Morrison B. Mac, Shumeye Mamo, Zhaoyang Wen, Wei Xu, Richard George Khoury
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Patent number: 7842834Abstract: The present invention provides synthetic processes for the preparation of sulfonyl halides of Formula Ar—(R)z—SO2—X and sulfonamides of Formula Ar—(R)z—SO2—NR4R5, where the constituent variables are as defined herein, that are useful as intermediates in the preparation of pharmaceuticals.Type: GrantFiled: July 20, 2006Date of Patent: November 30, 2010Assignee: Wyeth LLCInventors: Ronald S. Michalak, Jean L. Helom, Joseph Zeldis
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Patent number: 7531610Abstract: A compound containing two fluorosulfonyl groups which are groups convertible to sulfonic acid groups, an intermediate therefor, and methods for their production with high productivity, are provided. Also provided are a fluorosulfonyl group-containing polymer obtained by polymerizing such a compound, and a sulfonic acid group-containing polymer obtained from such a polymer.Type: GrantFiled: January 28, 2008Date of Patent: May 12, 2009Assignee: Asahi Glass Company, LimitedInventors: Isamu Kaneko, Atsushi Watakabe, Jyunichi Tayanagi, Susumu Saito
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Patent number: 7321061Abstract: The present invention provides processes for the preparation of arylalkylsulfonyl halides and heteroarylalkylsufonyl halides of Formula I: Ar—R—SO2—X, that are useful as intermediates in the preparation of pharmaceuticals.Type: GrantFiled: February 23, 2005Date of Patent: January 22, 2008Assignee: WyethInventors: Ronald S. Michalak, Mousumi Ghosh, Mahmut Levent
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Patent number: 6872849Abstract: The present invention relates to halo sulfonyl aryl boronates of the general formula (I): wherein Arylene designates a carbocyclic or heterocyclic, aromatic ring system comprising 1-3 rings; R1, R2 and R3 are, independently, hydrogen, C1-6alkyl, C1-6alkoxy, halogen, nitro, cyano or phenyl; X is fluoro, chloro or bromo; and Y is a boroxine moiety attached via a bond from Arylene to one of the boron atoms of a boroxine ring which ring has a group of the formula -Arylene(R1)(R2)(R3)SO2X, wherein Arylene, R1, R2, R3 and X are as defined above, at each of the other two boron atoms of the boroxine ring, or Y is a boronic acid group or a boronic ester group. The invention also relates to the preparation of the compounds of formula (I) and to their use in organic synthesis.Type: GrantFiled: October 30, 2003Date of Patent: March 29, 2005Assignee: Novo Nordisk A/SInventors: Per Vedso, Preben Houlberg Olesen, Thomas Hoeg-Jensen
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Patent number: 6852883Abstract: In the process according to the invention for the manufacture of an alkanesulphonyl chloride RCH2—SO2Cl by oxidative chlorolysis of the corresponding mercaptan RCH2—SH, the mercaptan and water are introduced into the reaction mixture in the form of a dispersion of water in the mercaptan. This makes it possible to obtain both an alkanesulphonyl chloride of very good quality and a hydrochloric acid of commercial grade.Type: GrantFiled: September 10, 2001Date of Patent: February 8, 2005Assignee: AtofinaInventors: Jean Ollivier, Gisele Haurat
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Patent number: 6642416Abstract: A process for the preparation of 2-[alkyl(aryl)]sulfonylbenzene sulfonyl chlorides of the following formula is provided: in which R is alkyl or aryl substituted at the ortho or meta positions with alkyl, aryl, NHAc or alkoxy, comprising the steps of: a) reacting 2-chloronitrobenzene, 2-fluoronitrobenzene or 2-bromonitrobenzene with a compound of the following formula: RSO2−M+ wherein R is defined above; and M is sodium, potassium, lithium, ammonium or quaternary ammonium, in a polar aprotic solvent at a temperature of about 50 to 190° C.; b) reacting the material prepared in step (a) with hydrogen at a pressure of about 20 to about 60 psi in a polar aprotic solvent at a temperature of about 20 to about 60° C.Type: GrantFiled: October 31, 2002Date of Patent: November 4, 2003Assignee: WyethInventors: Lalitha Krishnan, Bogdan K. Wilk, Jennifer P. Varriano
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Publication number: 20030109750Abstract: A process for the preparation of 2-[alkyl(aryl)]sulfonylbenzene sulfonyl chlorides of the following formula is provided: 1Type: ApplicationFiled: October 31, 2002Publication date: June 12, 2003Applicant: WyethInventors: Jennifer P. Varriano, Lalitha Krishnan, Bogdan K. Wilk
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Patent number: 6531605Abstract: A process is described for the manufacture of a pyridinesulfonyl chloride or a benzenesulfonyl chloride in which the benzene ring bears one or more electron-withdrawing groups, the process comprising reacting a diazonium salt of an aminopyridine or aminobenzene in which the benzene ring bears one or more electron withdrawing groups with a mixture of thionyl chloride in water, in the presence of an electron transfer catalyst.Type: GrantFiled: October 25, 1999Date of Patent: March 11, 2003Assignee: Zeneca LimitedInventor: Philip John Hogan
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Patent number: 6455684Abstract: A method for analyzing an objective substance, comprising reacting a labeled probe with an objective substance on a biological sample, said probe comprising a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, which is bonded to a probe selected from the group consisting of nucleic acid, nucleic acid binding protein, low molecular ligand and receptor for ligand (except antibody) to give a fluorescent complex, reacting the complex with an objective substance on a biological sample and assaying fluorescence of the resultant fluorescent complex, a labeled nucleic acid probe and a labeled nucleotide. According to the method of the present invention, defects such as hindrance of fluorescence due to contaminant substance, low sensitivity and the like can be resolved, thereby enabling analysis on a tissue.Type: GrantFiled: September 28, 2001Date of Patent: September 24, 2002Assignees: Toyo Boseki Kabushiki KaishaInventors: Kazuhiro Matsui, Katsunori Ikeda, Shinichi Teshima, Yoshihisa Kawamura, Kazuko Matsumoto
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Patent number: 6441229Abstract: Higher-alkane sulfonyl halides are prepared by contacting a sulfur-containing compound, a halogen-containing compound, and a phase transfer agent within a reaction zone under reaction conditions.Type: GrantFiled: June 23, 2000Date of Patent: August 27, 2002Assignee: Phillips Petroleum CompanyInventor: James E. Shaw
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Patent number: 6388022Abstract: The present invention provides a linker binding carrier for organic synthesis represented by the formula: —Z—W—(SO2X)m wherein  is a carrier, X is a leaving group, Y is a bond or spacer, Z is a bivalent group, when Z is a bivalent electron attractive group, W is an aromatic ring which may be substituted and when Z is a bivalent non-electron attractive group, W is an aromatic ring which is substituted by an electron attractive group and may be further substituted and m is 1 or 2, or a salt thereof, which is useful for synthesizing a novel organic compound.Type: GrantFiled: August 30, 1999Date of Patent: May 14, 2002Assignee: Takeda Chemical Industires, Ltd.Inventors: Katsunori Nagai, Tetsuo Miwa
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Patent number: 6384167Abstract: The present invention provides a monomer having the formula A-B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is—OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.Type: GrantFiled: April 6, 2001Date of Patent: May 7, 2002Assignee: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Patent number: 6339172Abstract: A method for analyzing an objective substance, comprsing reacting a labeled probe with an objective substance on a biological sample, said probe comprsing a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, which is bonded to a probe selected from the group consisting of nucleic acid, nudeic acid binding potein, low molecular ligand and receptor for ligand (except antibody) to give a fluorescent complex, reacting the complex with an objective substance on a biolgical sample and assaying fluorescence of the resultant fluorescent complex, a labeled nucleic acid probe and a labeled nucleotide. According to the method of the present invention, defects such as hindrance of fluorescence due to contaminant substance, low sensitivity and the like can be resolved, thereby enabling analysis on a tissue.Type: GrantFiled: April 28, 1999Date of Patent: January 15, 2002Assignees: Toyo Boseki Kabushiki KaishaInventors: Kazuhiro Matsui, Katsunori Ikeda, Shinichi Teshima, Yoshihisa Kawamura, Kazuko Matsumoto
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Patent number: 6303814Abstract: N-(Triazoloazinyl)arylsulfonamide compounds, such as 2,6-dimethoxy-N-(8-chloro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide, 2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)pyridine-3-sulfonamide, and 2-methoxy-6-methoxycarbonyl-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzenesulfonamide were prepared from appropriately substituted 2-amino[1,2,4]triazolo [1,5-c]pyrimidine and 2-amino[1,2,4]triazolo[1,5-a]pyridine compounds and appropriately substituted benzene sulfonyl chloride and pyridine-3-sulfonyl chloride compounds. The compounds were found to be useful as herbicides.Type: GrantFiled: March 16, 2000Date of Patent: October 16, 2001Assignee: Dow AgroSciences LLCInventors: Timothy C. Johnson, Robert J. Ehr, Mark A. Pobanz, Richard K. Mann, Timothy P. Martin, John C. Van Heertum
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Patent number: 6291710Abstract: A process for preparing compounds of the general formula (I) from compounds of the general formula (II) and sulfite salts with subsequent halogenation. The solvent which is used for halogenation is an organic solvent which is fully or partly miscible with water. The sulfonyl halides are useful for synthesizing bio active substances.Type: GrantFiled: August 25, 1999Date of Patent: September 18, 2001Assignee: Degussa AGInventors: Christoph Weckbecker, Erich Kraus, Karlheinz Drauz
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Patent number: 6268532Abstract: The present invention provides a monomer having the formula A—B, wherein A is represented by Formula I: wherein B is selected from —OCF═CF2 and —A; wherein, when B is —OCF═CF2, the orientation of B is meta or para to the trifluorovinyloxy group of A; wherein, when B is A, the bond joining the A groups is para to the trifluorovinyloxy group of each A; and wherein each Z is independently selected from —SO2F, —SO2Cl, —SO3H, —SO2—N(M)—SO2CF3, and —SO2—N(M)—SO2Rf; wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group. The present invention also provides a monomer according to Formula II: wherein X is F, Cl, or N(M)SO2Rf, wherein M is any suitable cation and Rf is a C1 to C10 fluorocarbon or fluorinated ether group.Type: GrantFiled: June 5, 2000Date of Patent: July 31, 2001Assignee: 3M Innovative Properties CompanyInventors: Darryl D. DesMarteau, Charles W. Martin, Lawrence A. Ford, Yuan Xie
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Patent number: 6262300Abstract: The present invention provides process for the preparation of chlorocarbonyl chlorides of the formula I R1—CHCl—Y—COCl (I), where R1 is for example hydrogen or C1- to C20-alkyl and Y is for example a saturated or mono- or polyolefinically unsaturated C2-C8-alkylene chain, by reacting lactones with a chlorinating agent in the presence of a urea compound.Type: GrantFiled: April 20, 2000Date of Patent: July 17, 2001Assignee: BASF AktiengesellschaftInventors: Hans-Jürgen Weyer, Armin Stamm, Theodor Weber, Jochem Henkelmann
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Patent number: 6166251Abstract: Disclosed are labeling reagents containing fluorescent compounds represented by the general formula ##STR1## where R is a group capable of combining with proteins, Ar is a conjugated double bond system, and n is a whole number. These labeling reagents have high fluorescence emission intensities, give high synthesis yields, permit both solid-phase measurements and liquid-phase measurements in immunoassays, and require less measuring steps.Type: GrantFiled: December 31, 1998Date of Patent: December 26, 2000Assignees: Kazuko Matsumoto, Suzuki Motor CorporationInventors: Kazuko Matsumoto, Jingli Yuan
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Patent number: 6124497Abstract: A process for preparing alkane sulfonic acids and sulfonyl chlorides by oxidation of alkanethiols or dialkyl disulfides in the presence of nitric acid or nitric oxides as a catalyst and in the presence of bromide as a cocatalyst.Type: GrantFiled: October 22, 1999Date of Patent: September 26, 2000Assignee: Innochem Inc.Inventor: Johnson Chen
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Patent number: 5859297Abstract: Disclosed are labeling reagents containing fluorescent compounds represented by the general formula ##STR1## where R is a group capable of combining with proteins, Ar is a conjugated double bond system, and n is a whole number. These labeling reagents have high fluorescence emission intensities, give high synthesis yields, permit both solid-phase measurements and liquid-phase measurements in immunoassays, and require less measuring steps.Type: GrantFiled: October 23, 1996Date of Patent: January 12, 1999Assignees: Kazuko Matsumoto, Suzuki Motor CorporationInventors: Kazuko Matsumoto, Jingli Yuan
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Patent number: 5801283Abstract: The process for the purification of an alkanesulphonyl chloride (ASC) in order to reduce the sulphate content thereof consists in washing the alkanesulphonyl chloride with water or with an aqueous solution of an acid having a pH of between -0.57 and 7 and then in separating the alkanesulphonyl chloride thus purified from the aqueous phase.This purified ASC leads, by total hydrolysis, to alkanesulphonic acid with a low content of sulphuric acid.Type: GrantFiled: April 24, 1997Date of Patent: September 1, 1998Assignee: Elf Atochem S.A.Inventors: Jean Ollivier, Annie Commarieu
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Patent number: 5750779Abstract: A preparation process of acyl halide or sulfonyl halide which comprises reacting corresponding carboxylic acid or sulfonic acid with a haloiminium salt represented by the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are same or different lower alkyl groups, X is a halogen atom, and n is an integer of 2 or 3.Type: GrantFiled: May 31, 1996Date of Patent: May 12, 1998Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Teruyuki Nagata, Hidetoshi Hayashi, Hideki Mizuta
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Patent number: 5663431Abstract: The invention relates to 1-Benzenesulfonyl-1,3-dihydroindol-2-one derivatives of the formula ##STR1## and their salts, where appropriate, to their preparation and to pharmaceutical compositions in which they are present. These compounds have an affinity for the vasopressin and/or ocytocin receptors.Type: GrantFiled: June 7, 1995Date of Patent: September 2, 1997Assignee: SanofiInventors: Alain Di Malta, Loic Foulon, Georges Garcia, Dino Nisato, Richard Roux, Claudine Serradeil-Legal, Gerard Valette, Jean Wagnon
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Patent number: 5627292Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: March 9, 1994Date of Patent: May 6, 1997Assignees: Centre National de la Recherche Scientifique, Hydro-QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5530066Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one group R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: May 3, 1995Date of Patent: June 25, 1996Assignees: Centre Nationale de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5504248Abstract: Halogenated compounds are prepared by ring opening reactions of highly fluorinated cyclopropanes with chlorine, bromine, iodine, or mixtures thereof at temperatures over 100.degree. C. A novel compound, which is one type of compound produced, is a highly fluorinated and halogenated ether and other novel compounds are starting materials or products. The products of the process are useful as chain transfer agents for certain free radical polymerizations, and as chemical intermediates in the preparation of various products such as surfactants and textile surface treatments.Type: GrantFiled: July 28, 1994Date of Patent: April 2, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Paul J. Krusic, Zhen-Yu Yang
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Patent number: 5459228Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups R.sup.3 O--CF.sub.2 -- or R.sup.3 -- R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: February 21, 1995Date of Patent: October 17, 1995Assignees: Centre National de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5436370Abstract: In a method for preparing 3-nitrobenzene sulphonic acid chloride from nitrobenzene and chlorosulphonic acid, nitrobenzene is reacted with chlorosulphonic acid at approximately 90.degree. to approximately 120.degree. C. and an inorganic acid chloride is then allowed to act on the resultant reaction mixture at approximately 40.degree. to approximately 90.degree. C.Type: GrantFiled: September 2, 1992Date of Patent: July 25, 1995Assignee: Hoechst AgInventors: Michael Meier, Reinhard Wagner
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Patent number: 5414117Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: March 8, 1994Date of Patent: May 9, 1995Assignees: Centre National de la Recherche Scientifique, Hydro QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5136043Abstract: A process for the preparation of aromatic sulfonyl chlorides of the formula I ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are identical or different and are hydrogen, fluorine, chlorine, bromine or iodine atoms, alkyl(C.sub.1 -C.sub.4), acetamido, nitro or carboxyl groups, or R.sub.1 and R.sub.2 together form an aromatic or heteroaromatic ring having 5 or 6 ring members, which can be substituted by fluorine, chlorine, bromine or iodine atoms, alkyl(C.sub.1 -C.sub.4), acetamido, nitro or carboxyl groups, by reaction of aromatic compounds of the formula II ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 have the abovementioned meanings, with chlorosulfonic acid in excess or with chlorosulfonic acid or oleum and thionyl chloride, by reacting in the presence of sulfamic acid as a catalyst.Type: GrantFiled: August 16, 1991Date of Patent: August 4, 1992Assignee: Hoechst AktiengesellschaftInventors: Michael Meier, Wolfgang Tronich
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Patent number: 5095150Abstract: A formylated alkylbenzenesulfonyl halide compound represented by the following general formula (I): ##STR1## wherein R.sub.1 is an alkyl group having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are each a member selected from the group consisting of a hydrogen atom and alkyl groups having 1 to 5 carbon atoms; X is a halogen atom; the sulfonyl halide group is present at the ortho or para position while the formyl group at the para or ortho position relative to the group R.sub.1 when R.sub.2 and R.sub.3 are both a hydrogen atom, while the sulfonyl halide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 is an alkyl group and R.sub.3 is a hydrogen atom, or the sulfonylhalide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 and R.sub.Type: GrantFiled: March 25, 1991Date of Patent: March 10, 1992Assignee: Agency of Industrial Science & TechnologyInventors: Yoshie Souma, Jun Iyoda, Hirosi Sano
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Patent number: 5030752Abstract: A formylated alkylbenzenesulfonyl halide compound represented by the following general formula (I): ##STR1## wherein R.sub.1 is an alkyl group having 1 to 5 carbon atoms; R.sub.2 and R.sub.3 are each a member selected from the group consisting of a hydrogen atom and alkyl groups having 1 to 5 carbon atoms; X is a halogen atom; the sulfonyl halide group is present at the ortho or para position while the formyl group at the para or ortho position relative to the group R.sub.1 when R.sub.2 and R.sub.3 are both a hydrogen atom, while the sulfonyl halide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 is an alkyl group and R.sub.3 is a hydrogen atom, or the sulfonylhalide group and the formyl group are present at the para positions relative to the groups R.sub.1 and R.sub.2, respectively, when R.sub.2 and R.sub.Type: GrantFiled: July 25, 1989Date of Patent: July 9, 1991Assignee: Agency of Industrial Science and TechnologyInventors: Yoshie Souma, Jun Iyoda, Hirosi Sano
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Patent number: 4990637Abstract: Herbicidally active novel substituted 1-benzylsulphonyl-3-heteroaryl(thio)-ureas of the formula ##STR1## in whichQ.sub.1 represents oxygen or sulphur,R.sup.1 represents hydrogen, or represents optionally substituted radicals from the series comprising alkyl, alkenyl, alkynyl and aralkyl,R.sup.2 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino or dialkylamino,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents halogenoalkyl,X represents nitrogen or a --CH grouping,Y represents nitrogen or a --CR.sup.5 grouping,R.sup.5 represents hydrogen, halogen, cyano, alkyl, formyl, alkyl-carbonyl or alkoxy-carbonyl,Z represents nitrogen or a --CR.sup.6 grouping, andR.sup.6 represents hydrogen, halogen, hydroxyl, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, alkylamino or dialkylamino,and salts thereof with metals and basic organic nitrogen compounds. The benzylsulphonyl moieties are also new.Type: GrantFiled: January 30, 1990Date of Patent: February 5, 1991Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Klaus-Helmut Muller, Theodor Pfister, Hans-Jochem Riebel, Ernst Kysela, Hans-Joachim Santel, Robert R. Schmidt, Robert H. Strang
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Patent number: 4956494Abstract: Alkanesulfonic acids and alkanesulfonyl chlorides, free of undesirable side products arising from side-chain chlorination, are prepared by oxidation with hydrogen peroxide of the corresponding alkanethiol, dialkyldisulfide or alkyl alkanethiolsulfonate mixed with aqueous hydrochloric acid.Type: GrantFiled: June 15, 1989Date of Patent: September 11, 1990Assignee: Pennwalt CorporationInventors: Altaf Husain, Gregory A. Wheaton
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Patent number: 4950793Abstract: An aromatic hydrocarbon represented by the following general formula [I]: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 stand for a hydrogen atom or alkyl group, is reacted with a halogenated sulfonic acid in the presence of a Lewis acid to obtain an aromatic sulfone compound represented by the following general formula [II]: ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above and Z stands for a halogen atom or an aromatic hydrocarbon group represented by the following general formula [III]: ##STR3## in which R.sub.1, R.sub.2 and R.sub.3 are as defined above.Type: GrantFiled: February 8, 1989Date of Patent: August 21, 1990Assignee: Agency of Industrial Science & TechnologyInventor: Yoshie Souma
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Patent number: 4880576Abstract: An N-alkylated formamide of the formula ##STR1## wherein R.sup.1 denotes alkylR.sup.2 denotes alkyl with at least 9 carbon atoms or the group ##STR2## wherein A denotes straight-chain or branched alkanediyl,R.sup.1 denotes lower alkyl andn denotes an integer from 2 to 6,a process for the preparation of the same and its use in the replacement of a hydroxyl group in an organic compound by chlorine or bromine the improvement wherein the replacement is carried out in the presence of an N-alkylated formamide.Type: GrantFiled: September 17, 1986Date of Patent: November 14, 1989Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Norbert Langenfeld, Wolfgang Heydkamp
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Patent number: 4874894Abstract: Process comprises the combination of two steps of interacting a R-benzene, sulfuric acid and phosphorus oxychloride to obtain 4-R-benzenesulfonyl chloride and amidating said sulfonyl chloride to produce 4-R-benzenesulfonamide.Type: GrantFiled: April 29, 1987Date of Patent: October 17, 1989Assignee: Hilton Davis Co.Inventor: Ramamurthi Kannan