Plural Rings Each Having Boron, Carbon And Oxygen As Ring Members Patents (Class 558/290)
  • Patent number: 11851448
    Abstract: The present disclosure relates to a novel boron-containing compound and an electrolyte additive for a secondary battery containing the same. An electrolyte for a secondary battery provided in one embodiment contains the novel boron-containing compound, such that decomposition of the electrolyte may be suppressed, thereby improving a capacity and a lifespan of the battery.
    Type: Grant
    Filed: December 6, 2022
    Date of Patent: December 26, 2023
    Assignee: SK ON CO., LTD.
    Inventors: Myoung Lae Kim, Chanwoo Kim, Yu Na Shim, Jaechan Ryu, Cholho Lee, Han Sol Lee
  • Patent number: 11649249
    Abstract: The present application relates to bridged triarylamines conforming to a defined formula. These compounds are suitable for use in electronic devices. The present application further relates to processes for preparing the compounds, and to electronic devices comprising the compounds.
    Type: Grant
    Filed: April 24, 2018
    Date of Patent: May 16, 2023
    Assignee: MERCK PATENT GMBH
    Inventors: Amir Parham, Jonas Kroeber, Dominik Joosten, Aurélie Ludemann, Tobias Grossmann
  • Patent number: 11560393
    Abstract: The present invention relates to solid forms of a substituted benzoxaborole compound, specifically crystalline forms of a compound of formula I, compositions comprising crystalline forms of the compound of formula (I), and methods of their use.
    Type: Grant
    Filed: January 15, 2021
    Date of Patent: January 24, 2023
    Assignee: 5Metis, Inc.
    Inventors: Chun Yu Liu, Marissa Caroline Aubrey, Yong-Kang Zhang, Michael Samuels
  • Patent number: 9847552
    Abstract: A solvent-free mixture of a crude lithium borate salt and lithium hydride, wherein the lithium hydride is at least 0.001 wt. % and at most 10 wt. %, relative to the weight of crude lithium borate salt, wherein the mixture has a water content of at most 100 ?mol/g and an acid content of at most 10 ?mol H+/g of crude lithium borate salt, method for producing the same, and use thereof for battery electrolytes.
    Type: Grant
    Filed: July 31, 2015
    Date of Patent: December 19, 2017
    Assignee: ALBERMARLE GERMANY GMBH
    Inventors: Rainer Dietz, Ulrich J. Wietelmann, Uwe Lischka, Ute Emmel
  • Publication number: 20150133402
    Abstract: This invention provides, among other things, novel compounds useful for treating bacterial infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.
    Type: Application
    Filed: November 7, 2014
    Publication date: May 14, 2015
    Inventors: STEPHEN J. BAKER, VINCENT S. HERNANDEZ, RASHMI SHARMA, JAMES A. NIEMAN, TSUTOMU AKAMA, YONG-KANG ZHANG, JACOB J. PLATTNER, MICHAEL RICHARD KEVIN ALLEY, RAJESHWAR SINGH, FERNANDO ROCK
  • Publication number: 20150025262
    Abstract: A bis(aryl)acetal has the formula wherein Y1 and Y2 are each independently chloro, bromo, iodo, mesylate, tosylate, triflate, or Bx, provided that Y1 and Y2 are not both selected from chloro, bromo, and iodo; each occurrence of Bx is independently a boron-containing functional group bonded to Ar1 or Ar2 via a boron atom; Ar1 and Ar2 are each independently unsubstituted or substituted C6-18 arylene, or unsubstituted or substituted C3-18 heteroarylene; provided that Ar1 and Ar2 are not covalently linked to each other to form a ring structure that includes -Ar1-O—C—O-Ar2-; and R1 and R2 are each independently hydrogen, unsubstituted or substituted C1-18 linear or branched alkyl, unsubstituted or substituted C3-20 cycloalkyl, unsubstituted or substituted C6-18 aryl, or unsubstituted or substituted C3-20 heteroaryl. The bis(aryl)acetal is useful as a monomer for oligoacetal and polyacetal synthesis via Suzuki polycondensation.
    Type: Application
    Filed: July 16, 2013
    Publication date: January 22, 2015
    Inventors: Matthias S. OBER, Duane R. ROMER, John B. ETIENNE, Pulikkottil J. THOMAS
  • Publication number: 20150014598
    Abstract: The invention relates to polymers containing dibenzocycloheptene structural units, to a method for the production thereof, and to blends and formulations containing said polymers. The invention further relates to the use of the polymers or blends according to the invention in electronic devices and to electronic devices, in particular OLEDs, containing the polymers or blends according to the invention.
    Type: Application
    Filed: January 26, 2013
    Publication date: January 15, 2015
    Applicant: Merck Patent GmbH
    Inventors: Anna Hayer, Niels Schulte, Eva Maria Reis
  • Patent number: 8933239
    Abstract: A bis(aryl)acetal has the formula wherein Y1 and Y2 are each independently chloro, bromo, iodo, mesylate, tosylate, triflate, or Bx, provided that Y1 and Y2 are not both selected from chloro, bromo, and iodo; each occurrence of Bx is independently a boron-containing functional group bonded to Ar1 or Ar2 via a boron atom; Ar1 and Ar2 are each independently unsubstituted or substituted C6-18 arylene, or unsubstituted or substituted C3-18 heteroarylene; provided that Ar1 and Ar2 are not covalently linked to each other to form a ring structure that includes —Ar1—O—C—O—Ar2—; and R1 and R2 are each independently hydrogen, unsubstituted or substituted C1-18 linear or branched alkyl, unsubstituted or substituted C3-20 cycloalkyl, unsubstituted or substituted C6-18 aryl, or unsubstituted or substituted C3-20 heteroaryl. The bis(aryl)acetal is useful as a monomer for oligoacetal and polyacetal synthesis via Suzuki polycondensation.
    Type: Grant
    Filed: July 16, 2013
    Date of Patent: January 13, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Matthias S. Ober, Duane R. Romer, John B. Etienne, Pulikkottil J. Thomas
  • Publication number: 20150010810
    Abstract: An additive, the additive being for an electrolyte for a lithium secondary battery and represented by Chemical Formula 1: R1 to R4 each independently being hydrogen or a non-polar hydrocarbon group, is disclosed. An electrolyte, the electrolyte being for a lithium secondary battery and including: a non-aqueous organic solvent; a lithium salt; and the additive is also disclosed. A lithium secondary battery including: a positive electrode; a negative electrode facing the positive electrode; and a separator between the positive electrode and the negative electrode, the separator being impregnated with an electrolyte including the additive, is also disclosed.
    Type: Application
    Filed: May 19, 2014
    Publication date: January 8, 2015
    Applicant: Samsung SDI Co., Ltd.
    Inventors: In-Haeng Cho, Woo-Cheol Shin, Sang-Il Han, Sang-Hoon Kim, Byung-Joo Chung, Duck-Hyun Kim, Myung-Hwan Jeong, Jung-Yi Yu, Jung-Hyun Nam, Seung-Tae Lee, Tae-Hyun Bae, Mi-Hyun Lee, Eon-Mi Lee, Ha-Rim Lee, Moon-Sung Kim, E-Rang Cho, Dong-Myung Choi, Pavel Alexandrovich Shatunov, Alexey Tereshchenko, Denis Chernyshov, Makhmut Khasanov, Vladimir Egorov
  • Publication number: 20140024785
    Abstract: An electronic device that serves as a high-brightness electroluminescent device includes a layer containing a polymer compound having one or more structural units selected from a structural unit represented by formula (1) and a structural unit represented by formula (7) as a charge injection layer and/or a charge transport layer: Wherein R1, R2, R6 and R7 represent certain groups; m1 and m5 represent an integer of 0 or more; when R2 and R7 are plurally present, they may be the same or different; and a hydrogen atom in formula (1) or (7) may be replaced with a substituent other than the certain groups.
    Type: Application
    Filed: March 27, 2012
    Publication date: January 23, 2014
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Masanobu Tanaka, Rui Ishikawa, Ken Sakakibara, Hideyuki Higashimura
  • Publication number: 20140014935
    Abstract: A polymer compound is provided having a constitutional unit represented by the following formula (1): wherein: R1 and R2 represent an alkyl group, an aryl group, a mono-valent aromatic heterocyclic group, an alkoxy group or an aryloxy group, and Ar1 represents an arylene group or a di-valent condensed polycyclic aromatic heterocyclic group.
    Type: Application
    Filed: March 16, 2012
    Publication date: January 16, 2014
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Daisuke Fukushima, Tomoyasu Yoshida, Yoshihiro Kawada, Takashi Kuragano, Makoto Anryu
  • Publication number: 20140011970
    Abstract: Disclosed herein are novel metal bis(malonato)borate monomers and polymers formed by polymerizing the monomers. The monomers and the polymers have conductive properties, making them particularly useful in applications requiring materials with conductive properties. When the metal is lithium, the polymers are particularly well suited for use in lithium ion batteries.
    Type: Application
    Filed: March 12, 2013
    Publication date: January 9, 2014
    Inventors: Mahesh Kalyana Mahanthappa, Ryan Lee Weber
  • Patent number: 8563761
    Abstract: The present invention relates to boron and aluminum complexes, to the preparation thereof, and to the use thereof for solubilizing ionic compounds. The complexes have one of the following formulae: in which D represents B or Al; R1 represents R, RF, NO2, CN, C(?O)OR, RSO2, or RFSO2; —X1—, —X2—, —X3— and X4 each represent a divalent group >C?O, >C?NC?N, >C?C(C?N)2, >CR2R3 or >SO2; —Y1—, —Y2— and —Y3— each represent a divalent group —O—, >N(C?N), >N(CORF), >N(SO2R4), >NR4, >N(COR4) or >N(SO2RF); R, R2 and R3 each represent H, an alkyl group, an aryl group, an alkylaryl group, an arylalkyl group, an oxaalkyl group or an alkenyl group; R4 represents an alkyl group, an aryl group, an alkylaryl group, a heteroaryl group, an arylalkyl group, an oxaalkyl group, an alkenyl group or an RFCH2— group; RF is a perfluoroalkyl group, a partially fluorinated alkyl group, or a partially or totally fluorinated phenyl group; each of the R?2 and R?3 groups represents R or F.
    Type: Grant
    Filed: March 19, 2009
    Date of Patent: October 22, 2013
    Assignees: Centre National de la Recherche, Universite de Picardie Jules Verne
    Inventors: Michel Armand, Jean-Marie Tarascon, Nadir Recham, Sylvie Grugeon, Stephane Laruelle, Shanmukaraj Devaraj
  • Publication number: 20130236776
    Abstract: Disclosed are an electrolyte additive represented by the following Chemical Formula, an electrolyte including the same, and a rechargeable lithium battery. The electrolyte may have high dissolution capability in a non-aqueous organic solvent and high affinity for the surface of a negative electrode while promoting formation of a passivation film on the surface of a positive electrode and/or a negative electrode.
    Type: Application
    Filed: September 5, 2012
    Publication date: September 12, 2013
    Applicant: SAMSUNG SDI CO., LTD.
    Inventors: Vladimir Egorov, Woo-Cheol Shin, Denis Chernyshov, Makhmut Khasanov, Pavel Shatunov, Alexey Tereshchenko
  • Publication number: 20130220621
    Abstract: Polyboronic compounds useful as delayed crosslinking agents may be produced by using a polyamine as base scaffold and incorporating boron via reaction with intermediate borates which may be formed in the condensation reaction between boric acid and a diol. A di-aldehyde, such as glyoxal, may be introduced following caustic treatment of the reaction mixture of polyaminoboronate to form the polyboronic compound.
    Type: Application
    Filed: January 8, 2013
    Publication date: August 29, 2013
    Applicant: BAKER HUGHES INCORPORATED
    Inventor: Baker Hughes Incorporated
  • Patent number: 8487054
    Abstract: A polymerization initiator based on boroesters of benzopinacol for curing unsaturated polymers is disclosed. Methods of preparing the benzopinacol boroester initiator and using the initiator in polymerization reactions are additionally disclosed.
    Type: Grant
    Filed: June 21, 2012
    Date of Patent: July 16, 2013
    Assignee: ELANTAS PDG, Inc.
    Inventors: Thomas James Murray, David L. Vines
  • Publication number: 20130165411
    Abstract: Provided herein are antimicrobial tricyclic boron compounds of the following formula I: or pharmaceutically acceptable salts, complexes, or tautomers thereof that are antibacterial agents, pharmaceutical compositions containing them, methods for their use, and methods for preparing these compounds.
    Type: Application
    Filed: December 20, 2012
    Publication date: June 27, 2013
    Applicant: MICURX PHARMACEUTICALS, INC.
    Inventor: MICURX PHARMACEUTICALS, INC.
  • Publication number: 20130146852
    Abstract: Light-emitting and/or charge transporting polymers, methods of making the same, and organic light emitting devices comprising such polymers, the polymers comprising a repeat unit of formula (I): —(Ar)q-Sp-CT-Sp-(Ar)q—??(I) in which CT represents a conjugated charge-transporting group, each Ar independently represents an optionally substituted aryl or heteroaryl group, q is at least 1, and each Sp independently represents a spacer group forming a break in conjugation between Ar and CT.
    Type: Application
    Filed: May 12, 2011
    Publication date: June 13, 2013
    Applicants: SUMITOMO CHEMICAL COMPANY LIMITED, CAMBRIDGE DISPLAY TECHNOLOGY LIMITED
    Inventors: Annette Steudel, Richard Owoare
  • Publication number: 20120328938
    Abstract: Lithium salts with fluorinated chelated orthoborate anions are prepared and used as electrolytes or electrolyte additives in lithium-ion batteries. The lithium salts have two chelate rings formed by the coordination of two bidentate ligands to a single boron atom. In addition, each chelate ring has two oxygen atoms bonded to one boron atom, methylene groups bonded to the two oxygen atoms, and one or more fluorinated carbon atoms bonded to and forming a cyclic bridge between the methylene groups.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 27, 2012
    Applicants: Clemson University, GM GLOBAL TECHNOLOGY OPERATIONS LLC
    Inventors: Olt E. Geiculescu, Ion C. Halalay, Darryl D. Desmarteau, Stephen E. Creager
  • Publication number: 20120326140
    Abstract: It is an object of the invention to provide a polymer compound that, when used in a light-emitting device, results in excellent luminance life for the obtained light-emitting device. The invention provides a polymer compound comprising a constitutional unit represented by formula (1). [In formula (1), R1A, R1B, R2A, R2B represent an unsubstituted alkyl group, R3 and R4 represented an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkoxy group, an unsubstituted or substituted aryl group, an unsubstituted or substituted aryloxy group, an unsubstituted or substituted heterocyclic group, an unsubstituted or substituted silyl group, a halogen atom, an alkoxycarbonyl group, a carboxyl or a cyano group, and R5 and R6 represent an unsubstituted or substituted alkyl group, an unsubstituted or substituted alkoxy group or an unsubstituted or substituted aryl group. The letters a, b, c and d each represent an integer of 0 to 3.
    Type: Application
    Filed: January 28, 2011
    Publication date: December 27, 2012
    Applicants: CAMBRIDGE DISPLAY TECHNOLOGY LIMITED, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Daisuke Fukushima, Brian Tierney, Natasha Conway, Mary Mckiernan
  • Publication number: 20120329967
    Abstract: A polymerization initiator based on boroesters of benzopinacol for curing unsaturated polymers is disclosed. Methods of preparing the benzopinacol boroester initiator and using the initiator in polymerization reactions are additionally disclosed.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 27, 2012
    Applicant: ELANTAS PDG, Inc.
    Inventors: Thomas James Murray, David L. Vines
  • Publication number: 20120061617
    Abstract: The present invention relates to polymers which contain substituted indenofluorene derivatives as structural unit, to substituted indenofluorene derivatives, to a process for the preparation of the polymers according to the invention, to mixtures and solutions which comprise the polymers according to the invention, and to the use of the polymers according to the invention in electronic devices, in particular in organic electroluminescent devices, so-called OLEDs (OLED=organic light emitting diode).
    Type: Application
    Filed: May 3, 2010
    Publication date: March 15, 2012
    Applicant: Merck Patent GmbH
    Inventors: Susanne Heun, Aurélie Ludemann, Rémi Manouk, Junyou Pan, Thomas Eberle
  • Publication number: 20110256550
    Abstract: Described herein are methods, compositions and articles of manufacture involving neutral conjugated polymers including methods for synthesis of neutral conjugated water-soluble polymers with linkers along the polymer main chain structure and terminal end capping units. Such polymers may serve in the fabrication of novel optoelectronic devices and in the development of highly efficient biosensors. The invention further relates to the application of these polymers in assay methods.
    Type: Application
    Filed: March 17, 2011
    Publication date: October 20, 2011
    Applicant: Sirigen, Inc.
    Inventors: Brent S. Gaylord, Jean M. Wheeler, Glenn P. Bartholomew, Frank Peter Uckert, Janice W. Hong, William H. Huisman, Yongchao Liang
  • Publication number: 20110171112
    Abstract: The present invention relates to boron and aluminum complexes, to the preparation thereof, and to the use thereof for solubilizing ionic compounds. The complexes have one of the following formulae: in which D represents B or Al; R1 represents R, RF, NO2, CN, C(?O)OR, RSO2, or RFSO2; —X1—, —X2—, —X3— and X4 each represent a divalent group >C?O, >C?NC?N, >C?C(C?N)2, >CR2R3 or >SO2; —Y1—, —Y2— and —Y3— each represent a divalent group —O—, >N(C?N), >N(CORF), >N(SO2R4), >NR4, >N(COR4) or >N(SO2RF); R, R2 and R3 each represent H, an alkyl group, an aryl group, an alkylaryl group, an arylalkyl group, an oxaalkyl group or an alkenyl group; R4 represents an alkyl group, an aryl group, an alkylaryl group, a heteroaryl group, an arylalkyl group, an oxaalkyl group, an alkenyl group or an RFCH2— group; RF is a perfluoroalkyl group, a partially fluorinated alkyl group, or a partially or totally fluorinated phenyl group; each of the R?2 and R?3 groups represents R or F.
    Type: Application
    Filed: March 19, 2009
    Publication date: July 14, 2011
    Inventors: Michel Armand, Jean-Marie Tarascon, Nadir Recham, Sylvie Grugeon, Stephane Laruelle, Shanmukaraj Devaraj
  • Publication number: 20110166375
    Abstract: A fluorine-containing boronic acid ester represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms, R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, n is an integer of 1 to 3, and m is an integer of 0 to 4) having an improved solubility in organic solvents is produced by reacting a fluorine-containing 3,5-dihalogenoanilide derivative represented by the general formula: (R2 is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or phenyl group, X is a halogen atom, n is an integer of 1 to 3, and m is an integer of 0 to 4) with a dialkoxyborane represented by the general formula: (R1 is a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atoms).
    Type: Application
    Filed: August 31, 2009
    Publication date: July 7, 2011
    Applicant: UNIMATEC CO., LTD.
    Inventor: Satoru Saito
  • Publication number: 20110040118
    Abstract: A fluorine-containing boronic acid ester compound (R1: a linear or branched divalent aliphatic hydrocarbon group having 2 to 10 carbon atom, m: 1 to 5, and n: 3 to 7) having a low melting point is produced by reacting a 3,5-dihalogeno fluorine-containing phenol derivative with a dialkoxyborane The fluorine-containing boronic acid ester compound is highly soluble in organic solvents and has a low melting point. The fluorine-containing boronic acid ester compound can suitably be used as a starting material for the production of conjugated polymer materials or as a curing agent for elastomeric polymer materials.
    Type: Application
    Filed: April 21, 2009
    Publication date: February 17, 2011
    Applicant: UNIMATEC CO., LTD.
    Inventor: Satoru Saito
  • Publication number: 20100137248
    Abstract: There are provided compounds of formulas (I) to (XIV) and compositions comprising such compounds. Such compounds and compositions are particularly useful for treating inflammation and/or pain, or for water treatment.
    Type: Application
    Filed: April 18, 2008
    Publication date: June 3, 2010
    Applicant: DINOTEC INC.
    Inventor: André Vachereau
  • Publication number: 20100087646
    Abstract: [Problem] To provide an organoboron compound-containing reagent for organic synthesis reactions which undergoes no trimerization with dehydration, does not necessitate activation with a base, and is stable and highly active. [Means for Solving Problems] The reagent for organic synthesis reactions contains an organic triol borate salt represented by any of the general formulae (I) to (III) and general formula (XVI): (wherein R1 represents alkyl, alkenyl, etc.; R2 represents optionally substituted alkyl, alkenyl, alkynyl, etc. or represents hydrogen; m+ represents an alkaline metal ion, phosphonium ion, or given ammonium ion; M2+ represents an alkaline earth metal; X represents halogen or alkoxide; Y represents an alkali metal ion, etc.; A represents optionally substituted methylene; and n represents an integer).
    Type: Application
    Filed: January 28, 2008
    Publication date: April 8, 2010
    Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.
    Inventors: Norio Miyaura, Yasunori Yamamoto
  • Publication number: 20080118845
    Abstract: A battery capable of improving the cycle characteristics is provided. The battery includes a cathode, an anode, and an electrolytic solution. The electrolytic solution is impregnated in a separator provided between the cathode and the anode. The electrolytic solution contains an ionic compound such as (2,2-difluoromalonate oxalate) lithium borate and [bis(3,3,3-trifluoromethyl)glycolate oxalate]lithium borate as an electrolyte salt. In the ionic compound, an anion has an asymmetric structure, and a ligand having an oxygen chelate structure in the anion has a halogen as an element. In the battery, the chemical stability of the electrolytic solution is improved, compared to a battery in which the electrolytic solution contains bis(oxalate) lithium borate or the like as an electrolyte salt.
    Type: Application
    Filed: October 15, 2007
    Publication date: May 22, 2008
    Applicant: SONY CORPORATION
    Inventors: Masayuki Ihara, Hiroyuki Yamaguchi, Tadahiko Kubota
  • Patent number: 6939985
    Abstract: The invention provides a process for covalently coupling organic compounds which comprises reacting an aromatic ring compound having a halogen or halogen-like substituent at a coupling position with a diboron derivative in the presence of a Group VIII metal catalyst and a suitable base. The invention also provides useful arylboron intermediates.
    Type: Grant
    Filed: March 5, 2003
    Date of Patent: September 6, 2005
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Sebastian Mario Marcuccio, Mary Rodopoulos, Helmut Weigold
  • Patent number: 6875737
    Abstract: Synthetic crosslinking homobivalent and heterobivalent compounds have been designed and developed. These compounds are low in molecular weight, have antagonistic or agonistic activity, and induce the association between two identical or similar natural receptors (homobivalent compounds) or induce the association between two different natural receptors (heterobivalent compounds).
    Type: Grant
    Filed: April 9, 1999
    Date of Patent: April 5, 2005
    Assignee: Trustees of Tufts College
    Inventor: William W. Bachovchin
  • Patent number: 6841635
    Abstract: Disclosed are internally blocked borates useful for polymerizable compositions, and polymerizable adhesives made therewith. The internally blocked borates have general structures: wherein X represents —CHR6—, oxygen or sulfur; n is an integer; R1, R2, R3, R4, R5, and R6 are independently selected, for example, from unsubstituted and substituted C1-C10 alkyl, alkylene groups, or aryl groups, including other embodiments further defined, and M is a counter ion with positive charge m.
    Type: Grant
    Filed: September 9, 2003
    Date of Patent: January 11, 2005
    Assignee: Lord Corporation
    Inventors: Jonathan L. Kendall, Robin F. Righettini, Kirk J. Abbey
  • Patent number: 6794529
    Abstract: The invention relates to a process for the preparation of an organic boronic acid derivative comprising reacting a penta- or hexa-substituted diboron derivative with an organic compound having a halogen or halogen-like substituent at a coupling position in the presence of a Group VIII metal catalyst, such that a direct carbon to boron bond is formed between said coupling position and a boron-containing residue of the penta- or hexa-substituted diboron derivative.
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: September 21, 2004
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Sebastian Mario Marcuccio, Helmut Weigold
  • Publication number: 20040063986
    Abstract: Boron chelate complexes of the general formula 1
    Type: Application
    Filed: September 23, 2003
    Publication date: April 1, 2004
    Inventors: Ulrich Wietelmann, Uwe Lischka, Klaus Schade, Jan-Christoph Panitz
  • Patent number: 6630577
    Abstract: A reagent having the general formula of General Formula I: wherein group Z comprises a spacer selected from an aliphatic chain up to about 6 carbon equivalents in length, an unbranched aliphatic chain of from about 6 to 18 carbon equivalents in length with at least one of an intermediate amide and a disulfide moiety, and a polyethylene glycol chain of from about 3 to 12 carbon equivalents in length; wherein group R is an electrophilic or nucleophilic moiety suitable for reaction of the reagent with a biologically active species; and wherein group Q is one of nothing at all, an amide, a methyl amide, a methylene, an ether, a thioether, a methyl ether, and a methyl thioether moiety. Also, a conjugate, a bioconjugate and a method of conjugating.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: October 7, 2003
    Assignee: Prolinx, Inc.
    Inventors: Mark L. Stolowitz, Guisheng Li, Jean P. Wiley
  • Patent number: 6515160
    Abstract: A process for the preparation of a diboronic acid ester comprising contacting diboronic acid with a suitable monoalcohol, diol or polyol, for a time and under conditions such that the diboronic acid reacts with the monoalcohol, diol or polyol to form the diboronic acid ester.
    Type: Grant
    Filed: October 22, 2001
    Date of Patent: February 4, 2003
    Assignee: Commonwealth Scientific and Industrial Research Organisation
    Inventors: Sebastian Mario Marcuccio, Mary Rodopoulos, Helmut Weigold
  • Patent number: 6346639
    Abstract: This invention relates to a diboron derivative of formula (I) or a diboron derivative of formula (II) or a diboron derivative of formula (III) where R1, R2, R3 and R4 are each independently selected from the group consisting of optionally substituted alkyl, optionally substituted alkenyl, optionally substituted aryl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, a group of the formula —(R5Q)mR6 where Q is selected from O, S, NR7, optionally substituted arylene and optionally substituted cycloalkylene, m is an integer selected from 1 to 3, the or and each R5 is independently an optionally substituted C1-C3 alkylene, R6 is C1-C3 alkyl or hydrogen, and R7 is hydrogen or C1-C12 alkyl; each X is independently selected from O, S(O)n and NR7, where n is an integer from 0 to 3, R7 is hydrogen or C1-C12 alkyl, or one or more of —NR1R7, —NR2R7, —NR3R7 and —NR4R7 represent an optionally substituted 5 or 6 membered heterocyclyl group,and A, A1 and A2 are divalent gr
    Type: Grant
    Filed: June 22, 2000
    Date of Patent: February 12, 2002
    Assignee: The Commonwealth of Australia Commonwealth Scientific and Industrial Research Organization
    Inventors: Sebastian Mario Marcuccio, Mary Rodopoulos, Helmut Weigold
  • Patent number: 6124471
    Abstract: Reagents suitable for the modification of a bioactive species for the purpose of incorporating one or more phenyldiboronic acid (PDBA) moieties for subsequent conjugation to a different (or the same) bioactive species having one or more pendant boronic compound complexing moieties of the general formula of General Formula I, ##STR1## wherein group R is a reactive electrophilic or nucleophilic moiety suitable for reaction of the PDBA reagent with a bioactive species. Group Z is a spacer selected from a saturated or unsaturated chain up to about 0 to 6 carbon equivalents in length, an unbranched saturated or unsaturated chain of from about 6 to 18 carbon equivalents in length with at least one intermediate amide or disulfide moiety, and a polyethylene glycol chain of from about 3 to 12 carbon equivalents in length. Group Q is a linkage that includes one of amide, ether and thioether moieties.
    Type: Grant
    Filed: September 28, 1999
    Date of Patent: September 26, 2000
    Assignee: Prolinx, Inc.
    Inventors: Mark L. Stolowitz, Edward A. Kesicki, Kevin P. Lund, Karin A. Hughes
  • Patent number: 6031117
    Abstract: The present invention provides arylboronic acid reagents useful for incorporation into modified oligonucleotides and polynucleotides. The modified oligonucleotides and polynucleotides thus produced are useful in bioconjugation reactions for the immobilization and purification of macromolecules.
    Type: Grant
    Filed: March 19, 1999
    Date of Patent: February 29, 2000
    Assignee: Prolinx Incorporated
    Inventors: Robert J. Kaiser, Mark L. Stolowitz
  • Patent number: 5880188
    Abstract: A method for the protection of a medium by susceptible to microbial attack by the treatment of the medium with an oxaborale or a salt of an oxaborale.
    Type: Grant
    Filed: December 9, 1996
    Date of Patent: March 9, 1999
    Assignee: Zeneca Limited
    Inventors: Peter William Austin, Christopher Juan Kneale, Patrick Jelf Crowley, John Martin Clough
  • Patent number: 5581010
    Abstract: A nonlinear optical material includes a noncentrosymmetric crystal of an anionic boron complex salt containing a cation and at least one organic ligand coordinated to a boron atom. The nonlinear optical crystal may consist of a compound having the formula A[BC.sub.2 ] where A is a monocation, B is boron, and C is the organic ligand, or a compound having the formula A[BC.sub.2 ].sub.2 where A is a dication, B is boron, and C is the organic ligand. The organic ligands may also be organic molecules having .alpha.-dihydroxy functionalities. Furthermore, the organic ligands may be selected from the group consisting of .alpha.-hydroxy carboxylic acids and 1,2-diols or from the group consisting of d-malic acid, d-lactic acid, d-tartaric acid, dimethyl-d-tartrate, diethyl-d-tartrate, l-malic acid, l-lactic acid, l-tartaric acid, dimethyl-l-tartrate, diethyl-l-tartrate, and ethylene glycol.
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: December 3, 1996
    Assignee: Rockwell International Corporation
    Inventors: Patricia H. Cunningham, Leslie F. Warren, Jr., Henry O. Marcy, 5th, Mark J. Rosker
  • Patent number: 5284594
    Abstract: Borated alkyl catechols can be stabilized by the addition of certain defined dialkylamines.Lubricating oils containing a borated alkyl catecholdialkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: February 8, 1994
    Assignee: Chevron Research and Technology Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 5202039
    Abstract: Borated alkyl catechols having a 3:2 mole ratio of catechol to boron can be stabilized by the addition of certain defined trialkylamines. Lubricating oils containing a 3:2 borated alkyl catechol-trialkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: April 13, 1993
    Assignee: Chevron Research and Technology Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 5160651
    Abstract: Borated alkyl catechols having a 3:2 mole ratio of alkyl catechol to boron can be stabilized by the addition of certain defined trialkylamines.Lubricating oils containing a 3:2 borated alkyl catechol-trialkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: March 14, 1991
    Date of Patent: November 3, 1992
    Assignee: Chevron Research and Technology Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 5160650
    Abstract: Borated alkyl catechols can be stabilized by the addition of certain defined monoalkylamines.Lubricating oils containing a borated alkyl catechol-monoalkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: March 14, 1991
    Date of Patent: November 3, 1992
    Assignee: Chevron Research and Technology Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 5160652
    Abstract: Lubricating oils containing a borated alkyl catechol-dialkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: March 14, 1991
    Date of Patent: November 3, 1992
    Assignee: Chevron Research and Technology Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 5141660
    Abstract: Borated alkyl catechols can be stabilized by the addition of certain defined monoalkylamines.Lubricating oils containing a borated alkyl catecholmonoalkylamine complex are effective in reducing oxidation, wear and deposits in an internal combustion engine.
    Type: Grant
    Filed: September 27, 1989
    Date of Patent: August 25, 1992
    Assignee: Chevron Research Company
    Inventors: Vernon R. Small, Jr., Thomas V. Liston, Anatoli Onopchenko
  • Patent number: 4921632
    Abstract: Liquid Crystal compounds represented by the following formula are disclosed. ##STR1## wherein R and R' are independently selected from alkyl groups containing 1.about.20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A.sub.1 and A.sub.2 are independently cyclic groups (such as phenylene and biphenylene), said cyclic groups may be substituted with 1.about.4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --CH.sub.2 S--, --SCH.sub.2 -- or direct bond; and * represents asymmetric atom providing optical activity.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: May 1, 1990
    Assignees: NEC Corporation, Sanyo Chemical Industries, Ltd.
    Inventors: Toyokazu Nakamura, Yuzi Kato, Shohei Naemura, Chizuka Tani, Masahiro Satoh, Kunikiyo Yoshio, Hiroshi Kishiki, Hiroshi Hoshino
  • Patent number: 4859353
    Abstract: Sulphur-containing borate esters for use in lubricants appropriate to modern oil requirements with reduced or zero amounts of phosphorous and without the need for large amounts and/or expensive forms of antioxidant and additional anti-wear additives are of the formula: ##STR1## wherein each R is a hydrocarbyl group optionally substituted by one or more --XR" group, or the two R groups attached to one boron represent a group --(R'CH).sub.m --, x is 1 or 2, each n is from 1 to 6, each m is from 2 to 4 and each R' is hydrogen, and --XR" group, or a hydrocarbyl radical optionally substituted by one or more --XR" group, X is O, S or NR" and R" is hydrogen, a hydrocarbyl radical or a hydrocarbylcarbonyl group.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: August 22, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Terence Colclough
  • Patent number: 4801729
    Abstract: A boron-containing heterocyclic compound prepared by reacting a primary amine or ammonia with an alkylene oxide or epoxide and then reacting concurrently or subsequently this reaction intermediate with a boric acid. This boron-containing heterocyclic compound may further be reacted with a metal, metalloid or other metal compound and even further contain sulfur, such as a sulfide group.
    Type: Grant
    Filed: December 30, 1987
    Date of Patent: January 31, 1989
    Assignee: Union Oil Company of California
    Inventors: Richard A. Holstedt, Michael C. Croudace