Benzene Ring Bonded Directly To Ring Nitrogen Of The Five-membered Hetero Ring (e.g., N-phenylmaleimide, Etc.) Patents (Class 548/549)
  • Patent number: 10435365
    Abstract: The present invention relates to compounds that inhibit the activity of Type III deiodinase (DIO3). The present invention further relates to methods for treating or preventing depression, depression associated with other psychiatric or general medical diseases or conditions, condition amenable to treatment with known anti-depressants and cancer, particularly by using the compounds of the invention.
    Type: Grant
    Filed: March 16, 2015
    Date of Patent: October 8, 2019
    Assignees: HADASIT MEDICAL RESEARCH SERVICES AND DEVELOPMENT LTD., INDIAN INSTITUTE OF SCIENCE
    Inventors: Bernard Lerer, Mugesh Govindasamy, Tzuri Lifschytz
  • Patent number: 9631033
    Abstract: The present invention provides an N-phenylmaleimide compound that can improve the quality of the obtained copolymer by using N-phenylmaleimide containing impurities in specific amounts or less as at least one component of the copolymerization monomers. The N-phenylmaleimide compound of the present invention contains 0.1% by weight or less of N-(2,5-dioxo-1-phenyl-3-pyrrolidinyl)-N-phenylmaleamic acid (PPMA) and/or 0.3% by weight or less of N-phenylfumaramic acid (PFA).
    Type: Grant
    Filed: March 19, 2012
    Date of Patent: April 25, 2017
    Assignee: NIPPON SHOKUBAI CO., LTD.
    Inventor: Hiroyuki Takaki
  • Publication number: 20150084031
    Abstract: A polymerizable monomer represented by the following formula (1) wherein at least one of Ar1 to Ar3 is substituted by a group represented by the following formula (2) and which is substituted by one or more groups comprising a polymerizable functional group. Ar1 to Ar3 are a substituted or unsubstituted aryl group having 6 to 40 ring carbon atoms, Ar6 is a substituted or unsubstituted aryl group having 6 to 40 ring carbon atoms and Ar4 and Ar5 are a substituted or unsubstituted arylene group having 6 to 40 ring carbon atoms.
    Type: Application
    Filed: December 2, 2014
    Publication date: March 26, 2015
    Inventors: Mitsuru EIDA, Nobohiro YABUNOUCHI, Yumiko MIZUKI, Masami WATANABE, Akinori YOMOGITA
  • Patent number: 8865917
    Abstract: A multifunctional aromatic amine hardener composition including the reaction condensation product of (a) at least one aniline and (b) at least one non-aromatic cyclic dicarboxaldehyde; and a reactive thermosettable resin composition including (i) at least one multifunctional aromatic amine hardener composition curing agent, (ii) at least one thermoset resin, and optionally (c) at least one catalyst; and a process for preparing a thermoset product from the thermosettable composition. The hardener composition above and a thermoset resin may be used to prepare a thermoset product with improved thermo-mechanical behavior.
    Type: Grant
    Filed: May 12, 2011
    Date of Patent: October 21, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Mark B. Wilson, Stephanie L. Potisek, Ashwin Bharadwaj, Michael J. Mullins, Steven J. Guillaudeu
  • Publication number: 20140249244
    Abstract: The present invention relates to polymer, homo- or copolymer or oligomer for the photoalignment of liquid crystals, especially for the planar orientation of liquid crystals, comprising a main chain and a side chain, wherein the side chain and/or main chain comprises a polar group, compositions thereof, and its use for optical and electro optical devices, especially liquid crystal devices (LCDs).
    Type: Application
    Filed: September 28, 2012
    Publication date: September 4, 2014
    Applicant: ROLIC AG
    Inventors: Sabrina Chappellet, Jean-Francois Eckert, Mohammed Ibn-Elhaj, Frederic Lincker, Satish Palika, Hubert Seiberle, Qian Tang, Eva Veenstra
  • Publication number: 20140171444
    Abstract: The present invention provides aryl- or heteroaryl-diketo acid compounds effective to inhibit an activity of a Mycobacterial malate synthase enzyme or to inhibit a malate synthase activity in other bacteria having the enzyme. The compounds may be phenyl- naphthyl-, or thienyl-substituted diketo acids and carboxylate derivatives thereof. Also provided are methods of treating tuberculosis or other pathophysiological conditions associated with a malate synthase enzyme with the inhibitory compounds and methods of in silico design of the inhibitory compounds. In addition, the present invention provides the inhibitory compounds designed by this method. Furthermore, three-dimensional X-ray crystal structures of the Mycobacterial malate synthase complexed with the inhibitory compounds are provided. Further still a method for stabilizing an aromatic or heteroaromatic diketo acid or its prodrug or close analog in solution by derivatizing at least the ortho position on the aromatic ring is provided.
    Type: Application
    Filed: March 3, 2014
    Publication date: June 19, 2014
    Applicant: THE TEXAS A&M UNIVERSITY SYSTEM
    Inventors: Joel S. Freundlich, James C. Sacchettini, Inna V. Kriger, Thomas R. Ioerger, Vijay Gawandi
  • Patent number: 8669372
    Abstract: The present invention relates to a new process for preparing dithiine-tetracarboxy-diimides.
    Type: Grant
    Filed: April 14, 2011
    Date of Patent: March 11, 2014
    Assignee: Bayer CropScience AG
    Inventor: Thomas Himmler
  • Publication number: 20140031563
    Abstract: New compounds and pharmaceutical compositions comprising active ingredients having inhibition effects on osteoclast differentiation are provided. The pharmaceutical compositions comprising the new compounds can be used as medicines for treating metabolic bone diseases such as bone metastatic cancer, solid cancer bone metastasis, musculoskeletal complication by solid cancer bone metastasis, hypercalcemia by malignant tumor, multiple myeloma, primary bone tumor, osteoporosis, rheumatoid arthritis, osteoarthritis, periodontal disease, inflammatory resorption of alveolar bone, inflammatory resorption of bone, and Paget's disease.
    Type: Application
    Filed: October 30, 2012
    Publication date: January 30, 2014
    Applicant: Metacine, Inc.
    Inventors: Bae Keun Park, Sung-Hwa Yoon, Ju-Young Park, Sung Hoon Park
  • Publication number: 20140011959
    Abstract: The present invention provides an N-phenylmaleimide compound that can improve the quality of the obtained copolymer by using N-phenylmaleimide containing impurities in specific amounts or less as at least one component of the copolymerization monomers. The N-phenylmaleimide compound of the present invention contains 0.1% by weight or less of N-(2,5-dioxo-1-phenyl-3-pyrrolidinyl)-N-phenylmaleamic acid (PPMA) and/or 0.3% by weight or less of N-phenylfumaramic acid (PFA).
    Type: Application
    Filed: March 19, 2012
    Publication date: January 9, 2014
    Applicant: NIPPON SHOKUBAI CO., LTD.
    Inventor: Hiroyuki Takaki
  • Publication number: 20140005248
    Abstract: The present invention relates to novel compounds of formula (I): wherein X is selected from hydrogen, a halogen, or a substituent. and R is selected from hydrogen, a halogen, phenyl , aryl as specified and Y is selected from H, hydroxy, as specified and R1 is selected from H, methyl , alkyl, C1-18 straight, branched or cyclic, saturated, unsaturated and aromatic hydrocarbyl groups, which aromatic groups may be heterocyclic, cyclic or acyclic and which may optionally be substituted by alkyl, alkynyloxycarbonyl, aryl, benzyl, arlyoxy, arylcarbonyl, aryloxycarbonyl, sulphur equivalents of said oxy, carbonyl and oxycarbonyl moieties, and oxo as specified. The invention also relates to their uses as CCK receptor ligands and CCK antagonists and their medicinal applications.
    Type: Application
    Filed: July 2, 2012
    Publication date: January 2, 2014
    Inventors: Padijarethakkal N Balaram, Pornthip Lattmann
  • Publication number: 20130266512
    Abstract: A Diels-Alder adduct of a trans-cyclooctene with a tetrazine is provided, wherein the adduct bears a substituent labeled with a radionuclide. A method of producing a PET or other image of an organ in an animal or human includes forming the Diels-Alder adduct in the animal or human. Trans-cyclooctenes and tetrazines suitable for preparing the adducts are provided.
    Type: Application
    Filed: July 21, 2011
    Publication date: October 10, 2013
    Applicants: University of Southern California, University of Delaware
    Inventors: Joseph M. Fox, Matthew Hassink, Melissa Blackman, Zibo Li, Peter S. Conti, Ramajeyam Selvaraj
  • Publication number: 20130066026
    Abstract: A multifunctional aromatic amine hardener composition including the reaction condensation product of (a) at least one aniline and (b) at least one non-aromatic cyclic dicarboxaldehyde; and a reactive thermosettable resin composition including (i) at least one multifunctional aromatic amine hardener composition curing agent, (ii) at least one thermoset resin, and optionally (c) at least one catalyst; and a process for preparing a thermoset product from the thermosettable composition. The hardener composition above and a thermoset resin may be used to prepare a thermoset product with improved thermo-mechanical behavior.
    Type: Application
    Filed: May 12, 2011
    Publication date: March 14, 2013
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Mark B. Wilson, Stephanie L. Potisek, Ashwin Bharadwaj, Michael J. Mullins, Steven J. Guillaudeu
  • Publication number: 20130025495
    Abstract: Disclosed herein are compositions such as ink or coating compositions that include at least one reactive monomer that includes a maleimide of the general formula (I) A- is or includes an aryl, an alkylaryl, or an arylalkyl. The reactive monomer may be or include 4-butylphenyl maleimide. The composition may also include a reactive co-solvent that may include at least one of a (meth)acryl monomer or prepolymer, a (meth)acryl ester of an epoxy type monomer or prepolymer, and a urethane type monomer or prepolymer.
    Type: Application
    Filed: January 10, 2011
    Publication date: January 31, 2013
    Applicant: ISP Investments Inc.
    Inventors: David K. Hood, Osama M. Musa
  • Publication number: 20120237964
    Abstract: Provided herein are a luminogen compound of formula (I) including a AIE luminophore moiety conjugated with a maleimide moiety and a use of the same for detecting thiol groups in biomolecules. Also provided is a dye molecule, a biosensor or a bioprobe comprising the luminogen compound of formula (I) in use for detecting thiol groups in biomolecules. The detection method of the present subject matter not only has high thio-selectivity and sensitivity, but also is rapid, convenient and handy.
    Type: Application
    Filed: March 16, 2012
    Publication date: September 20, 2012
    Applicant: THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY
    Inventors: Benzhong TANG, Yang Liu, Wing Yip Lam, Yong Yu
  • Publication number: 20120190124
    Abstract: The present invention relates to the use of a compound containing a moiety of formula (I) as a reagent for linking a compound of formula R1—H which comprises a first functional moiety of formula F1 to a second functional moiety of formula F2 wherein X, X?, Y, R1, F1 and F2 are as defined herein. The present invention also provides related processes and products. The present invention is useful for creating functional conjugate compounds, and specifically conjugates in which at least one of the constituent molecules carries a thiol group.
    Type: Application
    Filed: August 9, 2010
    Publication date: July 26, 2012
    Inventors: Mark Smith, Stephen Caddick, James Baker
  • Publication number: 20120146264
    Abstract: A resin composition for laser engraving is provided that includes a low molecular weight compound containing at least one type of polymerizable group selected from the group consisting of an ethylenically unsaturated group, an epoxy group, an oxetanyl group, a hydrolyzable silyl group, and a silanol group and further containing a sulfonamide group, a low molecular weight compound containing a residue selected from the group consisting of a maleimide group, a succinimide group, and a phthalimide group, or a polymer compound containing a constituent unit derived from a compound containing a maleimide group or a constituent unit containing a sulfonamide group.
    Type: Application
    Filed: December 9, 2011
    Publication date: June 14, 2012
    Applicant: FUJIFILM CORPORATION
    Inventor: Takashi KAWASHIMA
  • Publication number: 20110315964
    Abstract: A polymerizable monomer represented by the following formula (1) wherein at least one of Ar1 to Ar3 is substituted by a group represented by the following formula (2) and which is substituted by one or more groups comprising a polymerizable functional group. Ar1 to Ar3 are a substituted or unsubstituted aryl group having 6 to 40 ring carbon atoms, Ar6 is a substituted or unsubstituted aryl group having 6 to 40 ring carbon atoms and Ar4 and Ar5 are a substituted or unsubstituted arylene group having 6 to 40 ring carbon atoms.
    Type: Application
    Filed: March 5, 2010
    Publication date: December 29, 2011
    Inventors: Mitsuru Eida, Nobuhiro Yabunouchi, Yumiko Mizuki, Masami Watanabe, Akinori Yomogita
  • Publication number: 20110124882
    Abstract: The present invention relates to a method of preparing N-substituted maleimide in high purity and high yield, wherein, unlike a conventional method of preparing N-substituted maleimide after preparing N-substituted maleamic acid, an organic solvent, an acid catalyst, a dehydration co-catalyst and a stabilizer are added into a reactor without separately preparing N-substituted maleamic acid, and then a primary amine is added into the reactor to form an amine salt, maleic anhydride is added into the reactor, and the resulting mixture is subjected to a dehydration-cyclization reaction, wherein water produced during the reaction is azeotropically distilled with the organic solvent so as to effectively suppress formation of a maleimide polymer.
    Type: Application
    Filed: June 24, 2009
    Publication date: May 26, 2011
    Applicant: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Jin-Eok Kim, Seung-il Kim, Han-Jin Kwag
  • Publication number: 20110077393
    Abstract: Disclosed herein are novel methods of using polymeric adsorbent resin for chemical synthesis and the purification of product therefrom. Also disclosed herein is a novel method of using silica gel for the combination of chemical reaction and chromatography into a single step. The methods disclosed herein increase the efficiency of chemical synthesis processes. Accordingly, the utility of the methods disclosed herein includes the ability to automate chemical synthesis and purification of the resulting products.
    Type: Application
    Filed: August 9, 2010
    Publication date: March 31, 2011
    Applicant: UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION
    Inventors: Gerald B. Hammond, Bo Xu
  • Publication number: 20100113477
    Abstract: The present invention provides aryl- or heteroaryl-diketo acid compounds effective to inhibit an activity of a Mycobacterial malate synthase enzyme or to inhibit a malate synthase activity in other bacteria having the enzyme. The compounds may be phenyl-naphthyl-, or thienyl-substituted diketo acids and carboxylate derivatives thereof. Also provided are methods of treating tuberculosis or other pathophysiological conditions associated with a malate synthase enzyme with the inhibitory compounds and methods of in silico design of the inhibitory compounds. In addition, the present invention provides the inhibitory compounds designed by this method. Furthermore, three-dimensional X-ray crystal structures of the Mycobacterial malate synthase complexed with the inhibitory compounds are provided. Further still a method for stabilizing an aromatic or heteroaromatic diketo acid or its prodrug or close analog in solution by derivatizing at least the ortho position on the aromatic ring is provided.
    Type: Application
    Filed: October 20, 2009
    Publication date: May 6, 2010
    Inventors: Joel S. Freundlich, James C. Sacchettini, Inna V. Kriger, Thomas R. Ioerger, Vijay Gawandi
  • Patent number: 7622597
    Abstract: Method of preparation of maleimides by thermal cyclization of maleamic acids in the presence of a catalyst consists in that reaction of a substituted maleic anhydride with a primary amine is performed in an organic solvent in the presence of betaine at a temperature of 100 to 180° C., at a ratio of the primary amine to the substituted maleic anhydride of 0.6:1.6. Maleimides, obtained in this way, are further purified by extraction, and finally, they are crystallized. As a catalyst, there may be also used betaine in a mixture with inorganic and organic acids, or betaine may be deposited on a solid carrier, or possibly, betaine may be deposited on a carrier in combination with inorganic acids.
    Type: Grant
    Filed: December 15, 2005
    Date of Patent: November 24, 2009
    Assignee: Vucht A.S.
    Inventors: Zsolt Vegh, Jozef Balko
  • Patent number: 7504430
    Abstract: The present invention features maleiimide compounds, pharmaceutical compositions of maleiimide compounds and methods of treating a patient suffering from cancer, the method comprising administering to a patient one or more maleiimide compounds of the invention.
    Type: Grant
    Filed: August 22, 2006
    Date of Patent: March 17, 2009
    Assignee: The United States of America as represented by the Secretary, Department of Health and Human Services
    Inventors: Maria Michejda, legal representative, Wei Yao, Brian I. Carr, Siddhartha Kar, Christopher J. Michejda
  • Patent number: 7458490
    Abstract: An article carrier assembly for attachment to a vehicle roof panel comprises two siderails and at least one cross-rail releasably stowed on one of the siderails. Attachment of the cross-rail to the siderails is carried out with the use of latching mechanisms. The mechanism is composed of a stanchion mounted on the cross-rail, with a lever pivotally placed therein, and of a lock plate assembly slidably attached to the siderail. For deployment of the assembly, the stanchion is put on the lock plate assembly which becomes engaged therewith upon turning the lever. The structure of the mechanism contributes to preventing the roof panel from being damaged upon the deployment.
    Type: Grant
    Filed: September 22, 2004
    Date of Patent: December 2, 2008
    Assignee: Sportrack LLC
    Inventors: John E. Klinkman, Terry L. Obermesik, Kevin D. Wilson, Robert G. Cronce
  • Publication number: 20080262191
    Abstract: Provided herein are methods for preparing maleimides, polyimides and maleimide-terminated polyimides. Specifically disclosed are methods for preparing maleimides from N-substituted maleamic acids in the presence of an alcohol catalyst and an acid co-catalyst in a solvent. Also disclosed are methods for preparing polyimides by reacting a diamine with a dianhydride in a reaction medium that includes a solvent and a polar protic co-solvent. Further provided are methods for preparing maleimide-terminated polyimides from diamines in an aromatic solvent containing a polar protic co-solvent.
    Type: Application
    Filed: January 28, 2008
    Publication date: October 23, 2008
    Inventor: Farhad G. Mizori
  • Patent number: 7256419
    Abstract: Disclosed herein is a composition for forming an organic insulating film and an organic insulating film formed from the composition. An exemplary composition comprises an insulating polymer having a maleimide structure, a crosslinking agent and a photoacid generator so as to form a crosslinked structure. The organic insulating film has excellent chemical resistance to organic solvents used in a subsequent photolithographic process and can improve the electrical properties of transistors.
    Type: Grant
    Filed: June 10, 2004
    Date of Patent: August 14, 2007
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Eun Jeong Jeong, Bon Won Koo, Joo Young Kim, In Nam Kang
  • Patent number: 6881342
    Abstract: An optically active poly(N-?-methylbenzylmaleimide) represented by the following formula (1): wherein n is a number within a range of from 2 to 10,000, and symbol * represents optically active carbon, and having a specific rotation ([?]43525) of at least +30°.
    Type: Grant
    Filed: August 6, 2003
    Date of Patent: April 19, 2005
    Assignee: Tosoh Corporation
    Inventor: Tsutomu Oishi
  • Patent number: 6746722
    Abstract: A fluorine-containing phenylmaleimide derivative having a specific structure. A polymer obtained by polymerizing monomers containing the derivative. A polymer containing a specific structural unit and having a weight-average molecular weight of 2,000 to 200,000. A chemically amplified resist composition containing the polymer and a photo acid generator, wherein the proportion of the polymer relative to the total of the polymer and the photo acid generator is 70 to 99.8% by mass. A method for pattern formation, which comprises coating the above composition on a to-be-processed substrate, exposing with a light of 180 nm or less wavelength, and conducting baking and development.
    Type: Grant
    Filed: July 22, 2002
    Date of Patent: June 8, 2004
    Assignee: NEC Corporation
    Inventors: Katsumi Maeda, Kaichiro Nakano
  • Patent number: 6712971
    Abstract: An optically active poly(N-&agr;-methylbenzylmaleimide) represented by the following formula (1): wherein n is a number within a range of from 2 to 10,000, and symbol * represents optically active carbon, and having a specific rotation ([&agr;]43525) of at least +30°.
    Type: Grant
    Filed: November 13, 2002
    Date of Patent: March 30, 2004
    Assignee: Tosoh Corporation
    Inventor: Tsutomu Oishi
  • Patent number: 6603035
    Abstract: Provided is a method for producing high purity cyanate derived from a phenol compound represented by the following formula (I): in the formula, each of A independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, X represents a single bond, an organic group having 1 to 20 carbon atoms, a carbonyl group, a sulfone group, a divalent sulfur atom or an oxygen atom, i and n represent an integer from 0 to 4. The cyanate contains low amount of impurities such as unreacted phenols and imidecarbonate, and is preferably used as a thermosetting resin for a sealing, laminate, composite material, molding material and adhesive for electric parts.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: August 5, 2003
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Satoshi Okamoto, Hisashi Watabu
  • Patent number: 6576780
    Abstract: The current invention discloses hydroxyamidino derivatives useful as nitric oxide synthase inhibitors.
    Type: Grant
    Filed: October 13, 2000
    Date of Patent: June 10, 2003
    Assignee: GD Searle & Company
    Inventors: Rolando E. Gapud, Timothy J. Hagen, E. Ann Hallinan, Donald W. Hansen, Jr., Barnett S. Pitzele, Suzanne S. Metz, R. Keith Webber, Foe S. Tjoeng, Robert E. Manning, Mihaly V. Toth
  • Publication number: 20030105337
    Abstract: A method for producing maleimides. The method comprises reacting maleic anhydride and a primary amine at 100-180° C. in an organic solvent using a solid acidic catalyst, and purifying the maleimide produced therefrom by extraction and crystallization. The molar ratio of the primary amine to maleic anhydride is about 0.8-1.6. With the present invention, high production yield with high purity of maleimides can be achieved. In addition, the solid acidic catalyst can be easily separated and recycled for subsequent use. Thus, the present invention provides a number of distinct advantages, including substantially improved yield, conveniently reusable catalyst, reduced waste disposal and lower costs.
    Type: Application
    Filed: June 4, 2002
    Publication date: June 5, 2003
    Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Kuo-Ching Wu, Yu-Lan Tung, Chiou-Hwang Lee, Jyh-Chang Dai, Chiung-Hui Huang
  • Patent number: 6509478
    Abstract: An optically active poly(N-&agr;-methylbenzylmaleimide) represented by the following formula (1): wherein n is a number within a range of from 2 to 10,000, and symbol * represents optically active carbon, and having a specific rotation ([&agr;]43525) of at least +30°.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: January 21, 2003
    Assignee: Tosoh Corporation
    Inventor: Tsutomu Oishi
  • Publication number: 20020143191
    Abstract: Process for the preparation of stable activated derivatives of carbamic acid, comprising at least one protected amino group and an activated carbamic acid function, from an amino acid derivative in which the amino group is protected. The process includes: a) a step of transformation of the —COOH group of the amino acid derivative into a —CON3 group to obtain an acyl azide; b) a step of transformation of the —CON3 group of the acyl azide into a —NCO group to obtain an isocyanate; c) a step of treating the isocyanate to obtain a stable derivative of carbamic acid.
    Type: Application
    Filed: July 16, 2001
    Publication date: October 3, 2002
    Inventors: Gilles Guichard, Marc Rodriguez, Vincent Semetey, Jean-Paul Briand, Marie-Christine Galas-Rodriguez, Pierre Rodriguez, Elisa Rodriguez, Romain Rodriguez
  • Patent number: 6436967
    Abstract: This invention is in the field of antiinflammatory pharmaceutical agents and specifically relates to prodrugs of compounds which selectively inhibit cyclooxygenase-2. The use of non-steroidal antiinflammatory drugs (NSAIDs) in treating pain and the swelling associated with inflammation also produce severe side effects, including life threatening ulcers. The recent discovery of an inducible enzyme associated with inflammation (“prostaglandin G/H synthase II” or “cyclooxygenase-2 (COX-2)”) provides a viable target of inhibition which more effectively reduces inflammation and produces fewer and less drastic side effects.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: August 20, 2002
    Assignee: Pharmacia Corporation
    Inventors: John J Talley, James W Malecha, Stephen Bertenshaw, Matthew J Graneto, Jeffery Carter, Jinglin Li, Srinivasan Nagarajan, David L Brown, Donald J Rogier, Jr., Thomas D Penning, Ish K Khanna, Xiangdong Xu, Richard M Weier
  • Patent number: 6392104
    Abstract: In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2): wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n=1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.
    Type: Grant
    Filed: November 10, 1998
    Date of Patent: May 21, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Naruhisa Hirai
  • Patent number: 6359147
    Abstract: Reactions of ring systems, such as aziridines, oxetanes and oxiranes with carboxylic acids, anhydrides, imides, lactones and carbonate esters are catalyzed by C3-C60, substituted or unsubstituted, straight or branched-chained, alkyl, aryl, or aralkyl carboxylate Cr+3 salts, preferably chromium +3 octoate. The catalysts also accelerate the reaction of hydroxy compounds with anhydrides, and of thiiranes with anhydrides. The catalysts selectively enhance the conversion of ring systems to form monomers, prepolymers, copolymers, functional end-group monomers, functional end-group prepolymers, and functional end-group polymers rather than forming homopolymers. By varying the catalyst concentration, molar ratios, and reaction temperatures, the reaction time required to form the desired product can be controlled.
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: March 19, 2002
    Assignee: Dimension Technology Chemical Systems, Inc.
    Inventors: Renato R. Rindone, W. Kenneth Musker
  • Patent number: 6313314
    Abstract: The present invention provides a novel method for the preparation of N-azidosulfonyl-arylimides, which are known as photo-initiators. At the outset, substitution reaction of 4-acetamidobenzenesulfonyl halide with MN3 (M denotes hydrogen or alkaline metal) provides the corresponding azide. After de-protection to remove the actyl group, aminoarylsulfonyl azide is extracted with organic solvent, and the extract is directly used for addition reaction with maleic anhydride without concentration. Finally, end products are obtained by dehydration of the addition products using acetic anhydride/metal acetate, followed by re-crystallization in alcohol solvent. The end products are obtained in purer form and greater yield than that in conventional methods.
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: November 6, 2001
    Assignee: Industrial Technology Research Institute
    Inventors: Kung-Lung Cheng, Shu-Chen Lin, Woan-Shiow Tzeng, Se-Tsun Hong
  • Patent number: 6258954
    Abstract: The present invention relates to compounds of formula I provided that R1 and R2 not simultaneously stand for phenyl, the use thereof in, for example, electroluminescent devices and as void detection compounds.
    Type: Grant
    Filed: August 22, 2000
    Date of Patent: July 10, 2001
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Kazuhiko Kunimoto, Junji Otani, Kunihiko Kodama, Hiroshi Yamamoto, Patrick Verhoustraeten, Sonia Megert, Adalbert Braig
  • Patent number: 6153662
    Abstract: Aromatic maleimides and methods using the same are disclosed. Polymerization of compositions which include the compounds of the invention may be activated by irradiating the composition with radiation.
    Type: Grant
    Filed: May 26, 1998
    Date of Patent: November 28, 2000
    Assignees: University of Southern Mississippi, First Chemical Corp.
    Inventors: Christopher W. Miller, Charles E. Hoyle, E. Sonny Jonsson
  • Patent number: 6124435
    Abstract: The invention provides heterobifunctional cross-linking reagents and methods of using the cross-linking reagents. The cross-linking reagents of the invention combine a nucleophilic hydrazide residue with an electrophilic maleimide residue, allowing coupling of aldehydes to free thiols. In the methods of the invention, human immunodeficiency virus (HIV) infected cells can be detected using conjugates that include CD4 molecules conjugated to detectable markers via the disclosed cross-linking reagents.
    Type: Grant
    Filed: December 22, 1998
    Date of Patent: September 26, 2000
    Assignee: Genetech, Inc.
    Inventors: Avi J. Ashkenazi, Steven M. Chamow, Timothy P. Kogan
  • Patent number: 6037477
    Abstract: An ether is oxidized with oxygen under an oxidation catalyst comprising an imide compound (such as N-hydroxyphthalimide) or the imide compound and a co-catalyst to produce the corresponding chain or cyclic ester or anhydride. The co-catalyst may be a transition metal compound. The above process provides a process for oxidizing an ether by oxygen efficiently to produce the corresponding oxide (such as an ester, an hydride) with high conversion and selectivity.
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: March 14, 2000
    Assignees: Daicel Chemical Industries, Ltd., Yasutaka Ishii
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 6037475
    Abstract: The present invention provides a method for synthesizing indolylmaleimides by reacting an activated maleimide preferably with an optionally substituted organometalic-3-indole in the presence of a transition metal catalyst.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: March 14, 2000
    Assignee: Eli Lilly & Company
    Inventors: Margaret M. Faul, Michael R. Jirousek, John H. McDonald, III, David Andrew Neel
  • Patent number: 6034067
    Abstract: The invention relates to a compound having formula (I), wherein A, B, X, N, Z and Q are defined as described in the description. The compounds of the invention have anticoagulant activity and can be used in treating or preventing thrombin-related diseases.
    Type: Grant
    Filed: August 12, 1998
    Date of Patent: March 7, 2000
    Assignee: Akzo Nobel, N.V.
    Inventors: Peter Diederik Jan Grootenhuis, Adrianus Petrus Antonius de Man, Anton Egbert Peter Adang
  • Patent number: 6002003
    Abstract: Activating groups for cyanine dyes used to label chain terminators in nucleotide sequencing, based on N-hydroxyphthalimide, are disclosed. From these activating groups, activated dyes of the present Invention are prepared which react with the derivitized nucleotide chain terminators to give a labeled chain terminator of the present Invention. The activating groups of the present Invention allow the dye-chain terminator reaction to occur at a much higher yield and with much greater selectivity for the mono-substituted product, compared with the prior art.
    Type: Grant
    Filed: April 14, 1998
    Date of Patent: December 14, 1999
    Assignee: Beckman Instruments, Inc.
    Inventors: Gene G.-Y. Shen, Thomas S. Dobashi
  • Patent number: 5968640
    Abstract: The morphology of multidimensional, thermally stable oligomers is combined with the inclusion of charge carrier linkages within the polymer arms to produce thermally stable advanced composites from cured oligomers that are conductive or semiconductive if suitably doped.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: October 19, 1999
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard, Larry P. Torre
  • Patent number: 5965746
    Abstract: Provided are methods for the synthesis of N-cyclic maleamic acids and N-cyclic maleimide derivatives, as well as N-cyclic maleamic acids and N-cyclic maleimides synthesized thereby. The method for synthesis of an N-cyclic maleamic acid involves reacting an amino group-containing N-cyclic compound with maleic anhydride in acetic acid to obtain an N-cyclic maleamic acid. An N-cyclic maleimide can be formed by adding hexamethyldisilazane to an N-cyclic maleamic acid prepared according to the above-described method, thereby cyclizing a maleamic acid site of the N-cyclic maleamic acid. The described methods allow for the products to be obtained at high yields.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: October 12, 1999
    Assignee: Aisin Seiki Kabushiki Kaisha
    Inventors: Satoshi Fujita, Paidi Yella Reddy, Takeshi Toru
  • Patent number: 5958821
    Abstract: A substrate (e.g., a cycloalkane, a polycyclic hydrocarbon, an aromatic compound having a methyl group or methylene group adjacent to an aromatic ring) is oxidized with oxygen in the presence of an oxidation catalyst comprising an imide compound of the following formula (1) (e.g., N-hydroxyphthalimide), and a co-catalyst (except phosphovanadomolybdic acid) containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals (Group 3A to 7A elements, Group 8 elements, Group 1B elements and Group 2B elements of the Periodic Table of Elements) and Group 3B elements of the Periodic Table of Elements, for the formation of an oxide (e.g., a ketone, an alcohol, a carboxylic acid): ##STR1## wherein R.sup.1 and R.sup.2 represent a substituent such as a hydrogen atom or a halogen atom, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or nonaromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.
    Type: Grant
    Filed: September 24, 1997
    Date of Patent: September 28, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano
  • Patent number: 5773630
    Abstract: N-Substituted cyclic imides are obtained by reacting a cyclic acid anhydride with an amine in the presence of a solvent and an acid catalyst at 80.degree. to 200.degree. C. and with removal of the water formed, it being particularly advantageous to carry out this reaction in the presence of a stabilizer and an inert, dipolar aprotic cosolvent, optionally to add an inert organic solvent of low or zero polarity to the reaction mixture present after the reaction, to add a non-aqueous base in an amount of 0.5 to 50% by weight, based on the cyclic anhydride of the formula (II) used, and to separate off the precipitate formed to give a filtrate containing the N-substituted cyclic imide.
    Type: Grant
    Filed: February 6, 1996
    Date of Patent: June 30, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Torsten Groth, Karl-Erwin Piejko, Winfried Joentgen, Josef Kasbauer, Bernd Alig, Werner Struver
  • Patent number: 5741913
    Abstract: A process for preparing N-substituted maleimide is disclosed, which includes reacting maleic anhydride with a primary amine using both a non-polar solvent and a protic polar solvent in the presence of an acid catalyst.
    Type: Grant
    Filed: January 28, 1997
    Date of Patent: April 21, 1998
    Assignee: Daihachi Chemical Industry Co., Ltd.
    Inventors: Masasuke Oda, Toshimitsu Noda
  • Patent number: RE39744
    Abstract: In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2): wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n=1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.
    Type: Grant
    Filed: March 5, 1998
    Date of Patent: July 24, 2007
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Naruhisa Hirai