Plural -c(=o)-halo Groups Bonded Directly To The Same Benzene Ring Patents (Class 562/855)
  • Publication number: 20140100389
    Abstract: A method of producing a phthaloyl dichloride compound, the method including: providing a compound represented by the following formula (1) and a compound represented by the following formula (2); and bringing the compound represented by the following formula (1) and the compound represented by the following formula (2) into reaction, so as to form a compound represented by the following formula (3), in the presence of at least one compound selected from a zirconium compound, a hafnium compound, and zinc oxide; wherein, in formulae, X represents a hydrogen atom, a halogen atom, a nitro group, a methyl group, or a methoxy group; when the X is plural, Xs may be the same or different from each other; n represents an integer of from 0 to 2; R represents a halogen atom, a chlorocarbonyl group, a low carbon number alkyl group, or a halogen-substituted low carbon number alkyl group; when the R is plural, Rs may be the same or different from each other; and m represents an integer of from 0 to 2.
    Type: Application
    Filed: December 6, 2013
    Publication date: April 10, 2014
    Applicants: NIPPON LIGHT METAL COMPANY, LTD., IHARANIKKEI CHEMICAL INDUSTRY CO., LTD.
    Inventors: Yoshikazu KIMURA, Yoshihiro TAKAO, Toshimitsu SUGIYAMA, Takeshi HANAWA, Hiromichi ITO
  • Patent number: 8642805
    Abstract: A method of producing a phthaloyl dichloride compound, the method including: providing a compound represented by the following formula (1) and a compound represented by the following formula (2); and bringing the compound represented by the following formula (1) and the compound represented by the following formula (2) into reaction, so as to form a compound represented by the following formula (3), in the presence of at least one compound selected from a zirconium compound, a hafnium compound, and zinc oxide; wherein, in formulae, X represents a hydrogen atom, a halogen atom, a nitro group, a methyl group, or a methoxy group; when the X is plural, Xs may be the same or different from each other; n represents an integer of from 0 to 2; R represents a halogen atom, a chlorocarbonyl group, a low carbon number alkyl group, or a halogen-substituted low carbon number alkyl group; when the R is plural, Rs may be the same or different from each other; and m represents an integer of from 0 to 2.
    Type: Grant
    Filed: July 27, 2009
    Date of Patent: February 4, 2014
    Assignees: Iharanikkei Chemical Industry Co., Ltd., Nippon Light Metal Company, Ltd.
    Inventors: Yoshikazu Kimura, Yoshihiro Takao, Toshimitsu Sugiyama, Takeshi Hanawa, Hiromichi Ito
  • Publication number: 20120035395
    Abstract: Provided is a process for producing a phthalic acid compound whose aromatic ring has been chlorinated, the process reacting a phthalic acid compound and chlorine in a mixture of chlorosulfonic acid and thionyl chloride in the presence of an iodine compound.
    Type: Application
    Filed: April 23, 2010
    Publication date: February 9, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Hiroshi Souda, Koji Hagiya
  • Publication number: 20120004461
    Abstract: A method for converting an aromatic aldehyde or a mixture of aromatic aldehydes to a reaction product in a reaction medium that is free from xylene. The reaction product may be an aromatic acyl halide or a mixture of aromatic acyl halides. The method includes bringing the aromatic aldehyde or mixture of aromatic aldehydes in contact with a halogen to obtain the reaction product.
    Type: Application
    Filed: March 10, 2010
    Publication date: January 5, 2012
    Applicant: TEIJIN ARAMID B.V.
    Inventors: Hendrikus Bekx, Henk Knoester
  • Publication number: 20110275850
    Abstract: The present invention relates to a process for the preparation of given carboxamido compounds, in particular of 2,4,6-triiodoisophthalic acid derivatives, as useful intermediates for the preparation of X-ray contrast media among which is iopamidol. The said process comprises reacting suitable N-sulfinyl intermediate compounds with a commercially available ?-hydroxyacid or a salt thereof.
    Type: Application
    Filed: March 12, 2010
    Publication date: November 10, 2011
    Applicant: BRACCO IMAGING S.P.A.
    Inventors: Pier Lucio Anelli, Marino Brocchetta, Roberta Fretta, Luciano Lattuada, Armando Mortillaro
  • Publication number: 20110218353
    Abstract: Disclosed are fluorovinyl ether functionalized aromatic diesters and derivatives thereof. The compounds disclosed have utility as functionalized monomers and comonomers in polyesters, polyamides, and the like. It has been found that incorporation of the monomers into polymers provides improved soil resistance to shaped articles produced from the polymers.
    Type: Application
    Filed: September 1, 2010
    Publication date: September 8, 2011
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Neville Everton Drysdale, Surbhi Mahajan, Kenneth Gene Moloy, Fredrik Nederberg, Joel M. Pollino, Joachim C. Ritter
  • Publication number: 20110203990
    Abstract: A chlorine resistant polyamide is formed from the reaction product of an amine and an acid chloride monomer wherein the acid chloride monomer is modified with electron-withdrawing groups that exhibit sufficient activity to (i) minimize any chlorination on both the amine and acid chloride side and (ii) minimize N-chlorination. A membrane is made from the polyamide and, in one application, the membrane is used in a desalination unit.
    Type: Application
    Filed: August 23, 2010
    Publication date: August 25, 2011
    Inventors: Andrew Patrick Murphy, Balasingam Murugaverl, Robert Lee Riley
  • Publication number: 20110178336
    Abstract: A method of producing a phthaloyl dichloride compound, the method including: providing a compound represented by the following formula (1) and a compound represented by the following formula (2); and bringing the compound represented by the following formula (1) and the compound represented by the following formula (2) into reaction, so as to form a compound represented by the following formula (3), in the presence of at least one compound selected from a zirconium compound, a hafnium compound, and zinc oxide; wherein, in formulae, X represents a hydrogen atom, a halogen atom, a nitro group, a methyl group, or a methoxy group; when the X is plural, Xs may be the same or different from each other; n represents an integer of from 0 to 2; R represents a halogen atom, a chlorocarbonyl group, a low carbon number alkyl group, or a halogen-substituted low carbon number alkyl group; when the R is plural, Rs may be the same or different from each other; and m represents an integer of from 0 to 2.
    Type: Application
    Filed: July 27, 2009
    Publication date: July 21, 2011
    Inventors: Yoshikazu Kimura, Yoshihiro Takao, Toshimitsu Sugiyama, Takeshi Hanawa, Hiromichi Ito
  • Patent number: 6605743
    Abstract: The invention relates to a continuous process for the preparation of pivaloyl chloride and of aroyl chloride, in particular of benzoyl chloride, which consists in reacting pivalic acid with a trichloromethylated aromatic compound in the presence of a catalyst at a temperature of between 60° C. and 180° C. under reduced pressure. The products formed are continuously removed from the reaction region, the hydrogen chloride formed being treated in a washing region in which a trichloromethylated compound moves countercurrentwise.
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: August 12, 2003
    Assignee: Elf Atochem S.A.
    Inventors: Christophe Ruppin, Philippe Corbiere
  • Patent number: 5965772
    Abstract: A process for the preparation of 5-[acetyl(2,3-dihydroxypropyl)amino]-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-t riiodo-1,3-benzenedicarboxamide of formula (I), starting from 5-amino-1,3-benzenedicarboxylic acid of formula (II), comprising the following steps:step a) is the reaction in heterogeneous phase between 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid and thionyl chloride in a solvent selected from the group consisting of: straight or branched (C.sub.7 -C.sub.16) hydrocarbons, (C.sub.7 -C.sub.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: October 12, 1999
    Assignee: Dibra S.p.A.
    Inventor: Nicola Desantis
  • Patent number: 5856570
    Abstract: A process for the preparation of 5-amino-2,4,6-triiodoisophthalic acid dichloride by chlorinating 5-amino-2,4,6-triiodoisophthalic acid with thionyl chloride in the presence of a suitable solvent and of a tertiary amine salt or quaternary ammonium salt in a molar ratio from 1;1 to 1;2 with respect to 5-amino-2,4,6-triiodoisophathalic acid is described. 5-amino-2,4,6-triiodoisophthalic acid dichloride is an intermediate useful for the preparation of iodinated contrast agents.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: January 5, 1999
    Assignee: Bracco International B.V.
    Inventors: Vincenzo Cannata, Corrado Velgi, Giuseppe Barreca
  • Patent number: 5770763
    Abstract: Novel difunctionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ring; and X and Y are carboxyl, amino, alcohol, isocyanate, acid halide, or bis-acyl halide groups. Exemplary difunctional bitricyclodecatriene monomers are ?2,2'-bidicyclo?2.4.0!octa-1,3,5-triene!-5,5'-dicarboxylic acid (BXTA) and ?2,2'-bitricyclo?6.2.0.0!deca-1,3,(6),7-triene!-7,7'-dicarboxylic acid (QXTA). The difunctionalized bitricyclodecatriene monomers can form part of a polymer backbone chain in which the multiple butane ring functionalities can be easily opened to produce strong, three-dimensional covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 250.degree. C.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: June 23, 1998
    Assignee: The Board of Regents of the Univ. of Michigan
    Inventors: David C. Martin, Jeffrey S. Moore, Larry J. Markoski, Kenneth A. Walker, Gary E. Spilman
  • Patent number: 5663432
    Abstract: A process for the preparation of 5-amino-2,4,6-triiodoisophthalic acid dichloride by chlorination of 5-amino-2,4,6-triiodoisophthalic acid with thionyl chloride in the presence of a suitable solvent characterized in that the reaction is carried out in the presence of catalytic amounts of a tetraalkylammonium salt of formulaR.sub.1 R.sub.2 R.sub.3 R.sub.4 NX (I)wherein X is halogen, mesylate or tosylate; R.sub.1, R.sub.2, R.sub.3 and R.sub.4, the same or different, are C.sub.1 -C.sub.20 alkyl groups so that the total number of carbon atoms of the groups R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is higher than 16.The 5-amino-2,4,6-triiodoisophthalic acid dichloride obtained according to the process of the present invention is useful as intermediate in the synthesis of iodinated contrast media.
    Type: Grant
    Filed: May 17, 1996
    Date of Patent: September 2, 1997
    Assignee: Zambon Group S.p.A.
    Inventors: Marco Villa, Claudio Pozzoli, Laura Russo, Graziano Castaldi
  • Patent number: 5616795
    Abstract: The present invention refers to a process for the preparation of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid dichloride, comprising the reaction in heterogeneous phase between 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid and thionyl chloride, in a solvent selected from the group consisting of: (C.sub.7 -C.sub.16) linear or branched hydrocarbons, (C.sub.7 -C.sub.8) aromatic hydrocarbons, 1,1,1-trichloroethane, n-butylacetate, diglyme (diethylenglycoledimethylether), and in the presence of a catalytic amount of a tertiary amine.
    Type: Grant
    Filed: May 17, 1996
    Date of Patent: April 1, 1997
    Assignee: Fructamine S.p.A.
    Inventors: Marina Mauro, Carlo F. Viscardi, Massimo Gagna
  • Patent number: 5334752
    Abstract: Novel difunctionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ting; and X and Y are carbox amino, alcohol, isocyanate, acid halide, or bis-acyl fluoride groups. In a particularly preferred embodiment, the cyclobutabenzene derivative is 1,2-dihydrocyclobutabenzene-3,6-carboxylic acid. The difunctionalized cyclobutabenzene monomer can form part of a polymer backbone chain, but has an additional functionality, the butane ring, which can be easily opened to produce strong, covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 300.degree. C.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: August 2, 1994
    Assignee: The Board of Regents acting for and on behalf of University of Michigan
    Inventors: David C. Martin, Jeffrey S. Moore, Larry J. Markoski, Kenneth A. Walker
  • Patent number: 5243067
    Abstract: A 3,4,3',4'-substituted biphenyl compound represented by the general formula (II): ##STR1## wherein, one of R.sup.1 and R.sup.2 is a -CH.sub.3 group and the one other is a --COOR.sup.5 group, --COOH group, or --COCl group, and one of R.sup.3 and R.sup.4 is a -CH.sub.3 group and the other one is a --COOR.sup.5 group, --COOH group, or --COCl group, is produced by the steps of oxidatively coupling an o-toluic acid alkyl ester in the presence of a catalyst containing a mixture of palladium salts with 1,10-phenanthroline or .alpha.,.alpha.'-bipyridine, a chelating product of a palladium salt with 1,10-phenanthroline, or a chelating products of a palladium salt with .alpha.,.alpha.
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: September 7, 1993
    Assignee: Ube Industries, Ltd.
    Inventors: Akinori Shiotani, Michinori Suzuki, Fumio Matsuo
  • Patent number: 5206391
    Abstract: A process for the preparation of a halophthalic anhydride, such as chlorophthalic anhydride, comprising the liquid phase reaction of bromine with a halogen substituted hexa- or tetra-hydrophthalic anhydride to produce halophthalic anhydride and gaseous HBr, and reacting the gaseous HBr with chlorine to regenerate bromine.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: April 27, 1993
    Assignee: Occidental Chemical Corporation
    Inventors: Karl W. Seper, Edward J. Colman, David Y. Tang, Mary K. Cocoman, Harry E. Buckholtz
  • Patent number: 4880576
    Abstract: 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: Grant
    Filed: September 17, 1986
    Date of Patent: November 14, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz U. Blank, Norbert Langenfeld, Wolfgang Heydkamp