Halogen In Acid Moiety Patents (Class 560/83)
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Patent number: 6465700Abstract: Novel 2-substituted 7-haloindenes and methods for synthesizing such indenes are described. The 2-substituted 7-haloindenes may be coupled with any aryl group to produce a metallocene catalyst intermediate.Type: GrantFiled: August 3, 1998Date of Patent: October 15, 2002Assignee: Boulder Scientific CompanyInventors: Jeffrey M. Sullivan, Hamlin H. Barnes
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Patent number: 6395921Abstract: [Bis-(trifluoromethyl)-phenyl]-acetic acids are obtained in an advantageous manner by reacting an appropriate bromo- or iodo-bis-(trifluoromethyl)-benzene with a di-C1-C4-alkyl malonate in the presence of a deprotonating agent and a copper salt and hydrolysing and decarboxylating the reaction product in basic medium. It is possible to obtain a mixture of alkyl [bis-(trifluoromethyl)-phenyl]-acetate and alkyl [bis-(tri-fluoromethyl)-phenyl]-malonate by admixing the reaction mixture which is present before hydrolysis and complete decarboxylation with water and acid and heating. From the mixture, it is possible to obtain alkyl [bis-(trifluoromethyl)-phenyl]-acetate by distillation under reduced pressure and dialkyl [bis-(trifluoromethyl)-phenyl]-malonate by work-up by column chromatography, fractional distillation or film distillation. [Bis-(trifluoromethyl)-phenyl]-malonic esters are novel compounds.Type: GrantFiled: August 9, 2000Date of Patent: May 28, 2002Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Jörn Stölting
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Patent number: 6369264Abstract: A highly flame retardant plasticized polyvinyl chloride compound (PVC) comprises a mixture of dialkyl tetrachlorophthalate and dialkyl tetrabromophthalate and is characterized by an absence of brittleness, and substantial flexibility at low temperatures as required for PVC formed jackets and insulation for wire and cable products.Type: GrantFiled: June 15, 2001Date of Patent: April 9, 2002Inventors: James F. Day, James J. Good
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Patent number: 6358431Abstract: A method of imparting a water repellent surface to a hydrophilic substrate which comprises contacting the substrate with a solution or dispersion of a suitable calixarene in a liquid medium.Type: GrantFiled: February 24, 1999Date of Patent: March 19, 2002Assignee: The University of SheffieldInventors: Charles James Matthew Stirling, Frank Davis
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Patent number: 6337419Abstract: A process for the preparation of dialkyl tetrahalophthalates. A tetrahalophthalic anhydride or acid is dissolved in excess C1-C18 alkanols. Residual sulfuric acid is removed by treatment with magnesium acetate or multiple water washes. The mass is esterified with a tetraalkyl titanate, and residual acidic components are removed by treatment with magnesium silicate. These treatments improve processability, production cycle time, product color, clarity and purity.Type: GrantFiled: February 15, 2000Date of Patent: January 8, 2002Assignee: Unitex Chemical CorporationInventors: James F. Day, James J. Good
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Process for the preparation and uses of derivatives of esters of &agr;-methylene-&bgr;-hydroxy acids
Patent number: 6310237Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with &agr;-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.Type: GrantFiled: July 18, 2000Date of Patent: October 30, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: Xu Wu Feng, Walter Nudenberg -
Patent number: 6258296Abstract: A fluorine-substituted compound of the following general formula (1) or (2), and a ferrielectric liquid crystal composition comprising the above compound and a specific ferrielectric liquid crystal compound, wherein, in the formula (1), each of X1 and X2 is a hydrogen atom, or one of them is a hydrogen atom and the other is a fluorine atom, p is an integer of 0 to 3 and q is an integer of 1 to 3, and in the formula (2), each of X1 and x2 is a hydrogen atom, or one of them is a hydrogen atom and the other is a fluorine atom, p is an integer of 1 to 3 and q is an integer of 1 to 3.Type: GrantFiled: January 19, 2000Date of Patent: July 10, 2001Assignee: Mitsubishi Gas Chemical Company INCInventors: Masahiro Johno, Yuki Motoyama, Takahiro Matsumoto, Hiroshi Mineta, Tomoyuki Yui
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Patent number: 6242634Abstract: Novel pyrimidin-4-one derivatives of formula [1] are provided, which are useful as active ingredients of herbicides, wherein R1 is hydrogen or alkyl; R2 is alkyl optionally substituted with halogen; R3 is alkyl optionally substituted with halogen, alkenyl, or alkynyl; and Q is substituted phenyl. Also provided are intermediates for their production and processes for producing these intermediates.Type: GrantFiled: May 31, 2000Date of Patent: June 5, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Masayuki Enomoto, Hisayuki Hoshi, Yuzuru Sanemitsu
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Patent number: 6242506Abstract: Radiation curable acrylic compositions are improved with regard to flame resistance by incorporating a reactive compound which is the reaction product of tetrabromophthalic anhydride or acid and a (meth)acrylic compound.Type: GrantFiled: July 22, 1998Date of Patent: June 5, 2001Inventors: Mingxin Fan, Gary W. Ceska, James Horgan
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Patent number: 6197389Abstract: The present invention provides a ferrielectric liquid crystal compound represented by the following general formula (1), wherein R is a linear alkyl group having of 6 to 12 carbon atoms, X is a hydrogen atom or a fluorine atom, m is an integer of 1 to 3, n is an integer of 1 to 3, and C* is an asymmetric carbon atom. The ferrielectric liquid crystal compound of the present invention has a ferrielectric phase in a broad temperature range and shows a high speed response in spite of a small spontaneous polarization, and accordingly, it is very useful as a practical raw material for liquid crystal display device.Type: GrantFiled: July 14, 1999Date of Patent: March 6, 2001Assignee: Mitsubishi Gas Chemical Company IncInventors: Takakiyo Mine, Masahiro Johno, Tomoyuki Yui
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Patent number: 6147251Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with .alpha.-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.Type: GrantFiled: November 6, 1998Date of Patent: November 14, 2000Assignee: Uniroyal Chemical Company, Inc.Inventors: Xu Wu Feng, Walter Nudenberg
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Patent number: 6103925Abstract: The present invention relates to dimethyl-substituted cyclohexanediene derivatives, to a process for their preparation, to their use as pharmaceuticals and to corresponding pharmaceuticals.Type: GrantFiled: September 22, 1998Date of Patent: August 15, 2000Assignee: Bayer AktiengesellschaftInventors: Klaus Urbahns, Frank Mauler
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Patent number: 6051288Abstract: An object of the present invention is to provide a novel liquid crystalline compound having a large dielectric anisotropy, small change in threshold voltage depending on temperature, and an improved solubility to other liquid crystal materials at low temperatures, and expressed by the following general formula (1): ##STR1## wherein R represents, for example, an alkyl group or alkoxy group having 1 to 10 carbon atoms, m and n are independently 0 or 1, A.sub.1, A.sub.2, and A.sub.3 are independently, for example, trans-1,4-cyclohexylene group, 1,4-phenylene group one or more hydrogen atoms on the ring of which may be replaced by F, Z.sub.1, Z.sub.2, and Z.sub.3 independently represent --COO--, --OCO--, --(CH.sub.2).sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, or a covalent bond provided that at least one of Z.sub.1, Z.sub.2, and Z.sub.3 represents ester bond, --CH.sub.2 O--, or --OCH.sub.2 --, X represents, for example, CF.sub.3, CF.sub.2 H, and Y represents H or F.Type: GrantFiled: September 26, 1997Date of Patent: April 18, 2000Assignee: Chisso CorporationInventors: Tomoyuki Kondo, Yasuhiro Haseba, Yasuyuki Koizumi, Kazutoshi Miyazawa, Norihisa Hachiya, Etsuo Nakagawa
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Patent number: 6005136Abstract: The invention relates to a series of novel alkoxylated fluoro esters which contain a terminal carboxy group. This class of compounds provides unique solubility in many organic solvents as well as very substantive salts of the carboxylic acid when neutralized with base. In addition, the compounds of the present invention have tremendous spreadability when applied to substrate. The compounds of the present invention are prepared by reacting a the hydroxyl group in a fluoro alcohol with an anhydride.Type: GrantFiled: December 30, 1998Date of Patent: December 21, 1999Assignee: Hansotech IncInventors: Anthony J. O'Lenick, Jr., Jeff K. Parkinson, Robert T. Torbush
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Patent number: 5972243Abstract: A ferrielectric liquid crystal compound of the following general formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms; X is a hydrogen atom or a fluorine atom; m and n are the same or different from each other, each being an integer of 1 to 3; and C* is an asymmetric carbon atom,the ferrielectric liquid crystal compound being remarkably valuable as a raw material for a liquid crystal display device since it shows a ferrielectric phase in a broad temperature range and shows a high-speed response in spite of its small spontaneous polarization.Type: GrantFiled: July 23, 1998Date of Patent: October 26, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takakiyo Mine, Masahiro Johno, Tomoyuki Yui, Yasue Yoshioka
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Patent number: 5968413Abstract: Novel anti-ferroelectric liquid crystal compounds of the formula (1), ##STR1## wherein R is a linear alkyl group having 6 to 12 carbon atoms, X is a hydrogen atom or a fluorine atom, n is an integer of 2 to 7, p is an integer of 0 to 2 and C* is an asymmetric carbon atom. The above anti-ferroelectric liquid crystal compounds have an anti-ferroelectric phase in a broad temperature range and have a low melting point, so that they can be advantageously used as a main component for a practically valuable liquid crystal material or as a component for a liquid crystal composition.Type: GrantFiled: January 27, 1998Date of Patent: October 19, 1999Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takakiyo Mine, Tomoyuki Yui, Masahiro Johno, Hiroshi Mineta
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Patent number: 5955501Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from phorboids of the diterpene- and benzolactam-classes.Type: GrantFiled: June 7, 1995Date of Patent: September 21, 1999Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5922243Abstract: A liquid crystal composition which comprises at least one phenylbenzoate derivative represented by formula (1) ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl group of 1-10 carbons and others; X is a hydrogen atom or a halogen atom; A and B each independently represent a 1,4-phenylene group or a trans-1,4-cyclohexylene group and others; Z.sub.1 and Z.sub.2 each independently represent --CH.sub.2 CH.sub.2 --, --CO--O--, a covalent bond and others; m and n each independently represent 0 or 1.Type: GrantFiled: August 11, 1997Date of Patent: July 13, 1999Assignee: Chisso CorporationInventors: Shuichi Matsui, Tomoyuki Kondo, Kazutoshi Miyazawa, Noriyuki Ohnishi, Yasuyuki Goto, Etsuo Nakagawa, Shinichi Sawada
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Patent number: 5874608Abstract: The present invention relates to a process for the preparation of compounds of the formula (1)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOR (1)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms or OR, NHR, NR.sub.2, SR or COOR, in which R is an alkyl radical having 1 to 4 carbon atoms, Ar is an aryl radical having 6 to 12 carbon atoms and the radical R shown in formula (1) has the above meaning, by reacting a compound of the formula (2)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOH (2)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms, OH, NH.sub.2, NHR, SH or COOH and Ar has the same meaning as in formula (1), with a sulfate of the formula (RO).sub.2 SO.sub.2, in which R has the above meaning, in the presence of a water-insoluble tertiary amine and water at a temperature of 10.degree.Type: GrantFiled: May 19, 1997Date of Patent: February 23, 1999Assignee: Hoechst AktiengesellschaftInventors: Ralf Pfirmann, Theodor Papenfuhs
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Patent number: 5861109Abstract: Liquid crystal compounds of formula I may be used by themselves or they may be mixed with other liquid crystal compounds to give useful liquid crystal mixtures which may then be used in liquid crystal devices. The materials exhibit smectic mesophases and may therefore be used in ferroelectric, ferrielectric, antiferroelectric, themochromic and electroclinic devices. They may also be used as long pitch materials.Type: GrantFiled: January 24, 1996Date of Patent: January 19, 1999Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland of Defence Evaluation Research AgencyInventors: John W. Goodby, Peter Styring, Christa Loubser, Philippus L Wessels
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Patent number: 5856557Abstract: A 2,2',5,5',6,6'-hexafluorobiphenyl-3,3',4,4'-tetracarboxylic acid precursor as an intermediate material for a highly functional fluororesin may be produced at a high yield by reacting tetrafluorophthalonitrile with an alkali metal iodide.Type: GrantFiled: June 12, 1997Date of Patent: January 5, 1999Assignee: Ube Industries, Ltd.Inventors: Yumiki Noda, Takashi Honma
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Patent number: 5840209Abstract: ?I! An optically active compound of the formula (1), ##STR1## wherein R.sup.1 is a linear alkyl group, each of X.sup.1 and X.sup.2 is a hydrogen atom or one of X.sup.1 and X.sup.2 is a hydrogen atom and the other is a fluorine atom, each of Y.sup.1 and Y.sup.2 is a hydrogen atom or one of Y.sup.1 and Y.sup.2 is a hydrogen atom and the other is a fluorine atom, m is an integer of 3 to 10, and C* is an asymmetric carbon atom,?II! an anti-ferroelectric liquid crystal composition consisting essentially of the optically active compound of the above formula (1) and a compound of the formula (2), ##STR2## and ?III! a ferrielectric liquid crystal composition consisting essentially of the optically active compound of the formula (1) and a compound of the formula (3).Type: GrantFiled: May 14, 1997Date of Patent: November 24, 1998Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno, Seiji Adachi, Yuki Motoyama
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Patent number: 5824241Abstract: Novel brominated tetrabromophthalate diesters, such as bis(2,3-dibromopropyl) tetrabromophthalate, and flame retardant organic polymer compositions containing such brominated diesters are provided.Type: GrantFiled: May 19, 1997Date of Patent: October 20, 1998Assignee: Albemarle CorporationInventor: Stephen G. Horvat
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Patent number: 5755997Abstract: Compounds of the following formula exhibit broad chiral smectic C phases and have excellent stability: ##STR1## wherein R represents a hydrocarbon group having 1 to 14 carbon atoms, X is a halogen atom, and R.sup.1 represents a branched alkyl group having 3 to 8 carbon atoms.Type: GrantFiled: October 3, 1996Date of Patent: May 26, 1998Assignee: Samsung Display Devices Co., Ltd.Inventor: Bagavant Shivkumar
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Patent number: 5756815Abstract: A process for the preparation of dialkyl arylmalonates of formula I, ##STR1## comprises treating an arylmethlhalide of formula II ##STR2## with magnesium in an inert solvent, and a dialkyl carbonate or an alkyl chloroformate. A and R are as defined. The process is useful in the preparation of intermediate agro or pharmaceutical chemicals, or liquid crystals.Type: GrantFiled: March 18, 1997Date of Patent: May 26, 1998Assignee: American Cyanamid CompanyInventor: Marcus Knell
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Patent number: 5723069Abstract: An anti-ferroelectric liquid crystal compound of the following general formula (1), and an anti-ferroelectric liquid crystal composition containing it, ##STR1## wherein R is a linear alkyl group, A is --O-- or --COO--, m is an integer of 5 or greater, n is an integer of 1 to 3, each of X and Y is independently a hydrogen atom or a fluorine atom, and C* is asymmetric carbon.Type: GrantFiled: December 17, 1996Date of Patent: March 3, 1998Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno, Teruyo Tomiyama
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Patent number: 5719310Abstract: The present invention relates to a new 3-aryl-4-hydroxy-.DELTA..sup.3 -dihydrofuranone derivatives of the general formula (I) ##STR1## in which the radicals A, B, G, X, Y, Z and n have the meaning given in the description, to a plurality of processes for their preparation, and to their use as pesticides.Type: GrantFiled: November 5, 1996Date of Patent: February 17, 1998Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Thomas Bretschneider, Bernd-Wieland Kruger, Hans-Joachim Santel, Markus Dollinger, Ulrike Wachendorff-Neumann, Christoph Erdelen
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Patent number: 5686633Abstract: Inks, particularly inks for ink jet printing, contain at least one compound of the formula I ##STR1## as a stabilizer. The symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.3 ' and R.sub.4 ' are as defined in claim 1. The compounds are in part novel and are suitable for use as light stabilizers for organic materials.Type: GrantFiled: December 31, 1991Date of Patent: November 11, 1997Assignee: Ciba Specialty Chemicals CorporationInventors: Eric Vieira, Hugh Stephen Laver
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Patent number: 5676881Abstract: Antiferroelectric liquid crystals represented by the following formula (1) and (2). ##STR1## In the formula (1), each of m and n is an integer satisfying 6.ltoreq.m.ltoreq.14 and 2.ltoreq.n.ltoreq.10, and each of Z.sub.1, Z.sub.2 and Z.sub.3 is independently a substituent selected from the group consisting H, F, Cl, Br, CN and CH.sub.3. ##STR2## In the formula (2), each of m and n is an integer satisfying 6.ltoreq.m.ltoreq.14 and 3.ltoreq.k.ltoreq.10, and each of Z.sub.1, Z.sub.2 and Z.sub.3 is independently a substituent selected from the group consisting H, F, Cl, Br, CN and CH.sub.3.Type: GrantFiled: January 23, 1996Date of Patent: October 14, 1997Assignee: Nippon Soken Inc.Inventors: Kenji Takigawa, Naohisa Oyama, Hitoshi Hayashi
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Patent number: 5643948Abstract: Compounds having anti-inflammatory and other activities are disclosed. The compounds are derived from diterpenes of the phorbol-, resiniferonol- and ingenol-classes.Type: GrantFiled: September 13, 1993Date of Patent: July 1, 1997Assignee: Procyon Pharmaceuticals, Inc.Inventors: Paul E. Driedger, James Quick
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Patent number: 5637765Abstract: A process for the preparation of 2-chloro-4,5-difluorobenzoic acid and 2,4,5-trifluorobenzoic acid as well as synthetic intermediates useful in and prepared according thereto, comprising reacting a nitrobenzene having the formula ##STR1## wherein X is chloro or fluoro, with an appropriate carbanion to form a compound having the formula ##STR2## wherein one of Y and Z is chloro and the other is nitro, and R is a radical selected from the group consisting of --CCl.sub.3, --CH.sub.2 NO.sub.2, --CH(NO.sub.2)R.sup.1, --CH(CO.sub.2 R.sup.1).sub.2, --CH(C(O)R.sup.2).sub.2, --CH(CN)CO.sub.2 R.sup.1, --CH(CO.sub.2 R.sup.1)COR.sup.2 and --COR.sup.2 where R.sup.1 is alkyl or arylalkyl and R.sup.2 is alkyl, aryl or arylalkyl and, where appearing more than once in such a radical, R.sup.1 and R.sup.2 may be the same or different at each occurrence.Type: GrantFiled: June 5, 1995Date of Patent: June 10, 1997Assignee: Abbott LaboratoriesInventors: Xiu C. Wang, Panos Kalaritis, Michelle L. Chang
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Patent number: 5523476Abstract: A process for producing tetrafluorophthalic anhydride, which comprises chlorinating tetrachlorophthalic anhydride to obtain 3,3,4,5,6,7-hexachloro-1-[3H]-isobenzofuranone, then fluorinating it to obtain 3,4,5,6-tetrafluorophthaloyldifluoride and/or 3,3,4,5,6,7-hexafluoro-1-[3H]-isobenzofuranone, and further reacting the tetrafluorophthalolyldifluoride and/or the hexafluoro-1-[3H]-isobenzofuranone with an inorganic base or an organic acid to obtain tetrafluorophthalic anhydride.Type: GrantFiled: February 21, 1995Date of Patent: June 4, 1996Assignee: Asahi Glass Company Ltd.Inventors: Ryuji Seki, Koji Sugimoto, Seisaku Kumai
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Patent number: 5478964Abstract: The invention describes N-fluorosulfonimides which are useful as fluorinating agents. The N-fluorosulfonimides are stable, easily synthesized, and allow the introduction of fluorine into organic compounds under mild conditions.Type: GrantFiled: December 10, 1992Date of Patent: December 26, 1995Assignee: Allied-Signal Inc.Inventor: Edmond Differding
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Patent number: 5466433Abstract: Compounds having the structure ##STR1## wherein Z--COO).sub.m is the residue of a polyiodinated aromatic acid; m is 1, 2, 3 or 4;n is an integer from 1 to 20;R.sup.1 and R.sup.2 are independently H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy or aryloxy;R.sup.3 and R.sup.4 are independently H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy, aryloxy, halogen, hydroxy or acylamino; andR.sup.5 is H, alkyl, cycloalkyl, aryl, aralkyl, alkoxyalkyl or acetamidoalkyl;are useful as contrast agents in x-ray imaging compositions and methods.Type: GrantFiled: June 20, 1994Date of Patent: November 14, 1995Assignee: Eastman Kodak CompanyInventors: Edward R. Bacon, Sol J. Daum, Paul P. Spara
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Patent number: 5453468Abstract: The invention relates to two classes of prepolymers containing a perfluoropolyethereal chain and carboxylic end groups, suitable as cross-linking agents for epoxy prepolymers. The first class contains anhydride-derived end groups; the second lactone-derived end groups; prepolymers therefrom are also disclosed. Additional non-fluorinated curing agents may also be added.Type: GrantFiled: January 24, 1995Date of Patent: September 26, 1995Assignee: Ausimont S.p.A.Inventors: Leno Mascia, Claudio Tonelli, Giovanni Simeone
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Patent number: 5393820Abstract: Flame retardant polyesters are disclosed comprising esters of tribromoneopentyl alcohol with orthophthalic acid and its halogenated derivatives, particularly tetrabromo-orthophthalic acid an hydride.Type: GrantFiled: November 3, 1992Date of Patent: February 28, 1995Assignee: The Associated Octel Company LimitedInventors: Paul Ashworth, Michael J. Schneider
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Patent number: 5364560Abstract: An antiferroelectric liquid crystal compound which is a compound represented by ##STR1## wherein R denotes a linear aliphatic alkyl group having 6 to 14 carbon atoms; A denotes a single bond or an oxygen atom; X and Y independently denote a hydrogen atom or a fluorine atom but they are not hydrogen atoms at the same time; h and i are independently 1 or 2; m is an integer of 3 to 10; Z denotes CH.sub.3, C.sub.2 H.sub.5 or CF.sub.3 ; k is 0 or an integer of 5 to 8; l is 0 or 1; n is an integer of 1 to 6; W denotes CH.sub.3 or CF.sub.3 ; when W is CH.sub.3, p and q are both 0 and r is 8; when W is CF.sub.3, p is 5 to 8, q is 1 and r is 1 to 4; and C* denotes an asymmetric carbon atom,and a liquid crystal display device using same.Type: GrantFiled: January 29, 1992Date of Patent: November 15, 1994Assignee: Mitsubishi Gas Chemical Co., Inc.Inventors: Masamichi Mizukami, Tomoyuki Yui, Masahiro Johno, Yoshihisa Arai, Hiroshi Mineta
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Patent number: 5356564Abstract: A liquid crystal composition containing an optically active or a ferroelectric liquid crystal compound represented by the following formula: ##STR1## wherein: A is selected from the group consisting of oxygen and sulfur; B is selected from the group consisting of --(CH.sub.2).sub.m -- and --(CH.sub.2).sub.n --O--; R is an alkyl or alkoxyl group having 1 to 22 carbons; R' is an alkyl group having 2 to 8 carbons or an ether group having 2 to 8 carbons; m is an integer from 0 to 4; n is an integer from 2 to 5; k is an integer of 0 or 1; l is an integer of 0 or 1; C and D are selected form the group consisting of hydrogen atom and halogen atoms, and * represents a chiral center. The ferroelectric liquid crystals of the present invention exhibit optical and chemical stabilities, high-speed switching characteristic and high spontaneous polarization, and thus are excellent materials for use in liquid crystal devices and liquid crystal light switching elements.Type: GrantFiled: July 8, 1993Date of Patent: October 18, 1994Assignee: Industrial Technology Research InstituteInventors: Wen-Liang Tsai, Hwei-Long Kuo, Shu-Hui Yang
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Patent number: 5344638Abstract: Disclosed are contrast agents of the formula ##STR1## contained in aqueous compositions and methods for their use in diagnostic radiology of the gastrointestinal tract whereinwhereinZ=H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, or halo-lower-alkyl, optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently lower-alkyl, optionally substituted with halo;x is 1-3y is 1-4;n is 1-5;m is 1-15;p is 1-10; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkylin an aqueous, pharmaceutically acceptable carrier.Type: GrantFiled: March 11, 1993Date of Patent: September 6, 1994Assignee: Sterling Winthrop Inc.Inventors: Carl R. Illig, Brent D. Douty
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Patent number: 5340498Abstract: A novel anti-ferroelectric liquid crystal of the formula (I), ##STR1## wherein: is an integer of 3 to 8,each of X and Y is independently a hydrogen atom or a fluorine atom,Z is --CF.sub.3, --CH.sub.3 or --C.sub.2 H.sub.5,q is 0 or 5,m is 0 or 1,n is an integer of 2 to 8, andC* is an asymmetric carbon, provided that when m is 0, q is 0 and n is an integer of 4 to 8 and that when m is 1, q is 5 and z is --CF.sub.3,and use of tile above liquid crystal as a liquid crystal display device.Type: GrantFiled: August 19, 1993Date of Patent: August 23, 1994Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yoshihisa Arai, tomoyuki Yui, Yoshihiro Gocho
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Patent number: 5332859Abstract: Described is a batchwise process for producing tetrabromophthalic diester flame retardants having consistent product characteristics.Type: GrantFiled: November 3, 1992Date of Patent: July 26, 1994Assignee: Great Lakes Chemical Europe, Ltd.Inventor: Brian Tarbit
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Patent number: 5330739Abstract: Compounds having the structure ##STR1## wherein (Z--COO is the residue of an iodinated aromatic acid; R is alkyl, cycloalkyl, aryl, aralkyl, ##STR2## or alkenyl; R.sup.1 is H, alkyl, cycloalkyl, aryl, aralkyl, or --CH.sub.2 --.sub.m CO.sub.2 R.sup.3 ;R.sup.2 is H, alkyl, cycloalkyl, aryl, aralkyl, --CH.sub.2 --.sub.n CO.sub.2 R.sup.4, or a ##STR3## group, wherein Z, R and R.sup.1 are as defined above;or R.sup.1 and R.sup.2, taken together with the carbon atom to which they are attached represent cycloalkyl;R.sup.3 is H, alkyl, cycloalkyl, aryl or aralkyl;R.sup.4 is H, alkyl, cycloalkyl, aryl or aralkyl; andm, n and p are independently an integer of from 0 to 17;provided that R.sup.1 and R.sup.2 can not both be H;are useful in the preparation of x-ray contrast compositions for medical imaging.Type: GrantFiled: December 4, 1992Date of Patent: July 19, 1994Assignee: Sterling Winthrop Inc.Inventor: Carl R. Illig
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Patent number: 5322954Abstract: Disclosed is a method of making a 4-substituted phthalic anhydride. A halomaleic (including halofumaric anhydride (or the acid or ester thereof) is made by the reaction of-maleic anhydride with chlorine or bromine. The halomaleic anhydride is reacted with a conjugated diene to form a first cycloadduct having the formula ##STR1## The first cycloadduct is heated to eliminate HX and produce a second cycloadduct having the formula ##STR2## The second cyclo adduct is dehydrogenated to produce a 4substituted phthalic anhydride which has the formula ##STR3## where R.sub.1, R.sub.2, and R.sub.4 are preferably H and R.sub.3 is preferably Cl or F.Type: GrantFiled: May 28, 1993Date of Patent: June 21, 1994Assignee: Occidental Chemical CorporationInventors: Karl W. Seper, Jeffrey S. Stults, Gary H. Olsen
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Patent number: 5262086Abstract: (R)- and (S)-enantiomer composition represented by the formula (I) having sufficient high optical purity for exhibiting optically tristable states in S*(3) phase; ##STR1## wherein Ra means a C.sub.5 -C.sub.14 alkyl group or a C.sub.5 -C.sub.14 alkoxy group, preferably a C.sub.5 -C.sub.14 alkyl group, Rb means a C.sub.4 -C.sub.12 normal alkyl group or a C.sub.4 -C.sub.12 branched alkyl group, X means a ##STR2## group or a ##STR3## group, Z means a fluorine containing alkyl group, preferably a trifluoromethyl group and * shows an optically active carbon.Type: GrantFiled: June 26, 1992Date of Patent: November 16, 1993Assignee: Showa Shell Sekiyu Kabushiki KaishaInventors: Yoshiichi Suzuki, Horiyuki Mogamiya, Ichiro Kawamura
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Patent number: 5248817Abstract: A novel procedure for bromination of aromatic moieties utilizes N-bromosuccinimide or dibromodimethylhydantoin in an aqueous alkali medium. The bromination procedure is employed for the preparation of an intermediate used in the preparation of remoxipride, an antipsychotic compound.Type: GrantFiled: July 8, 1992Date of Patent: September 28, 1993Assignee: Merck & Co., Inc.Inventors: Joseph Auerbach, Steven A. Weissman
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Patent number: 5230830Type: GrantFiled: April 15, 1992Date of Patent: July 27, 1993Assignee: The Secrteary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: David Coates, Simon Greenfield, Ian C. Sage
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Patent number: 5225586Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.Type: GrantFiled: September 13, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Theodore L. Parker, Thomas W. Regulski
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Patent number: 5208366Abstract: An improved process is provided for the preparation of esters of polyhalophthalic acids, polyhalobenzoic acids, and polyhalophthalic anhydride useful as flame retardants for thermoplastic and thermosetting resins, which comprises the reaction of the above acids or anhydride with alcohols in the presence of certain metal and metallorganic compounds as catalysts. Also provided are certain esters per se.Type: GrantFiled: August 19, 1991Date of Patent: May 4, 1993Assignee: Elf Atochem North America, Inc.Inventors: Joseph M. Bohen, Anthony J. Mancuso
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Patent number: 5204454Abstract: Prepolymer polyols containing mesogenic moieties useful as reactants for the preparation of resinous materials are disclosed. Synthesized by condensing a polyether polyol with bifunctional mesogenic diacids, or diesters, the compounds of the invention are characterized by their reasonably low melt temperature which renders them suitable as additive materials in polymeric molding compositions and as precursors for the preparation of resinous materials.The liquid crystalline properties of the prepolymers of the invention were found to depend on the type and molecular weight of the glycols and on the molar ratio between the glycols and the mesogenic reactant.Type: GrantFiled: July 19, 1991Date of Patent: April 20, 1993Assignee: Miles Inc.Inventors: Randall A. Rodenhouse, Dittmar K. Nerger, Douglas A. Wicks
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Patent number: 5202469Abstract: Partially fluorinated dicarboxylic acid and the acid chloride thereof, a process for its preparation and its use.The compound of the formula (I) ##STR1## and the acid chloride thereof are prepared by air oxidation in the presence of a catalyst mixture composed of the ions of cobalt, manganese and bromine in an acid organic medium. The compounds can be used for the preparation of linear polycarboxamides and polycarboxylic acid esters.Type: GrantFiled: June 20, 1991Date of Patent: April 13, 1993Assignee: Hoechst AktiengesellschaftInventors: Freimund Rohrscheid, Wolfgang Appel, Gunter Siegemund