Plural -c(=x)- Groups, Wherein X Is Chalcogen, Bonded Directly To The Same Non-benzenoid Carbons, Or The Enolate Thereof. (e.g., Beta-diketone Chelates, Acetylacetonates, Etc.) Patents (Class 556/40)
  • Patent number: 6221941
    Abstract: A compound comprising a polyfluorinated anion of the formula [M1(XC(CFa(R1)b)(CFc(R2)d)R3)m(R4)n]−p and the use thereof is provided. Specifically, the present invention provides a compound comprising a anion which comprises a polyfluorinated alkoxide coordinated to a transition metal, or a Group III, IV or V element.
    Type: Grant
    Filed: September 11, 1998
    Date of Patent: April 24, 2001
    Assignee: Colorado State University Research Foundation
    Inventors: Steven H. Strauss, Benjamin G. Nolan, Thomas J. Barbarich, Juston J. Rockwell
  • Patent number: 6214105
    Abstract: A solvent composition for liquid delivery chemical vapor deposition of metal organic precursors, to form metal-containing films such as SrBi2Ta2O9 (SBT) films for memory devices. An SBT film may be formed using precursors such as Sr(thd)2(tetraglyme), Ta(OiPr)4(thd) and Bi(thd)3 which are dissolved in a solvent medium comprising one or more alkanes. Specific alkane solvent compositions may advantageously used for MOCVD of metal organic compound(s) such as &bgr;-diketonate compounds or complexes, compound(s) including alkoxide ligands, and compound(s) including alkyl and/or aryl groups at their outer (molecular) surface, or compound(s) including other ligand coordination species and specific metal constituents.
    Type: Grant
    Filed: November 3, 1998
    Date of Patent: April 10, 2001
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Frank S. Hintermaier, Thomas H. Baum
  • Patent number: 6187910
    Abstract: The present invention provides for substituted metal chelating compounds in which at least two of the chelating atoms are nitrogen which are directly attached to aromatic rings and one or more of those nitrogen atoms has attached thereto a substituent other than hydrogen, and methods for making and using these compounds.
    Type: Grant
    Filed: May 12, 1999
    Date of Patent: February 13, 2001
    Assignee: NeoRx Corporation
    Inventor: Sudhakar Kasina
  • Patent number: 6126996
    Abstract: A metalorganic complex of the formula:MA.sub.Y Xwherein:M is a y-valent metal;A is a monodentate or multidentate organic ligand coordinated to M which allows complexing of MAY with X;y is an integer having a value of 2, 3 or 4;each of the A ligands may be the same or different; andX is a monodentate or multidentate ligand coordinated to M and containing one or more atoms independently selected from the group consisting of atoms of the elements C, N, H, S, O and F.The metal M may be selected from the group consisting of Cu, Ba, Sr, La, Nd, Ce, Pr, Sm, Eu, Th, Gd, Th, Dy, Ho, Er, Tm, Yb, Lu, Bi, Tl, Y, Pb, Ni, Pd, Pt, Al, Ga, In, Ag, Au, Co, Rh, Ir, Fe, Ru, Sn, Li, Na, K, Rb, Cs, Ca, Mg, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, and W. A may be selected from the group consisting of .beta.-diketonates and their sulfur and nitrogen analogs, .beta.-ketoesters and their sulfur and nitrogen analogs, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: October 3, 2000
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Peter S. Kirlin, Duncan W. Brown, Thomas W. Baum, Brian A. Vaarstra, Robin A. Gardiner
  • Patent number: 6066196
    Abstract: A method for depositing copper-based films and a copper source precursor for use in the chemical vapor deposition of copper-based films are provided. The precursor includes a mixture of at least one ligand-stabilized copper (I) .beta.-diketonate precursor; and at least one copper(II) .beta.-diketonate precursor. The method includes introducing into a deposition chamber: (i) a substrate; (ii) a copper source precursor in a vapor state including a mixture of at least one ligand-stabilized copper (I) .beta.-diketonate precursor; and at least one copper(II) .beta.-diketonate precursor; and (iii) at least one transport gas, different than said copper source precursor. The reaction substrate temperature is maintained at from about 50.degree. C. to about 500.degree. C. for a period of time sufficient to deposit a copper-based film on said substrate.
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: May 23, 2000
    Assignees: Gelest, Inc., The Research Foundation of State University of New York
    Inventors: Alain E. Kaloyeros, Barry C. Arkles
  • Patent number: 6005083
    Abstract: The present invention provides for substituted metal chelating compounds in which at least two of the chelating atoms are nitrogen which are directly attached to aromatic rings and one or more of those nitrogen atoms has attached thereto a substituent other than hydrogen, and methods for making and using these compounds.
    Type: Grant
    Filed: March 28, 1997
    Date of Patent: December 21, 1999
    Assignee: NeoRx Corporation
    Inventor: Sudhakar Kasina
  • Patent number: 5980983
    Abstract: A liquid precursor is provided for the formation of metal oxide films comprising a mixture of two ro more types of beta-diketonate ligands bound to one or more metals. For example, a liquid mixture was formed of the mixed aluminum beta-diketonates derived from two or more of the ligands 2,6-dimethyl-3,5-heptanedione; 2,7-dimethyl-3,5-heptanedione; 2,6-dimethyl-3,5-octanedione; 2,2,6-trimethyl-3,5-heptanedione; 2,8-dimethyl-4,6-nonanedione; 2,7-dimethyl-4,6-nonanedione; 2,2,7-trimethyl-3,5-octanedione; and 2,2,6-trimethyl-3,5-octanedione. Films of metal oxides are deposited from vaporized precursor mixtures of metal beta-diketonates and, optionally, oxygen or other sources of oxygen. This process may be used to deposit high-purity, transparent metal oxide films on a substrate. The liquid mixtures may also be used for spray coating, spin coating and sol-gel deposition of materials.
    Type: Grant
    Filed: April 17, 1998
    Date of Patent: November 9, 1999
    Assignee: The President and Fellows of Harvard University
    Inventor: Roy G. Gordon
  • Patent number: 5840897
    Abstract: A metalorganic complex of the formula:MA.sub.y Xwherein:M is a y-valent metal;A is a monodentate or multidentate organic ligand coordinated to M which allows complexing of MA.sub.y with X;y is an integer having a value of 2, 3 or 4; each of the A ligands may be the same or different; andX is a monodentate or multidentate ligand coordinated to M and containing one or more atoms independently selected from the group consisting of atoms of the elements C, N, H, S, O and F.The metal M may be selected from the group consisting of Cu, Ba, Sr, La, Nd, Ce, Pr, Sm, Eu, Th, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Bi, Tl, Y, Pb, Ni, Pd, Pt, Al, Ga, In, Ag, Au, Co, Rh, Ir, Fe, Ru, Sn, Li, Na, K, Rb, Cs, Ca, Mg, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, and W. A may be selected from the group consisting of .beta.-diketonates and their sulfur and nitrogen analogs, .beta.-ketoesters and their sulfur and nitrogen analogs, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: November 24, 1998
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Peter S. Kirlin, Duncan W. Brown, Thomas H. Baum, Brian A. Vaarstra, Robin A. Gardiner
  • Patent number: 5817292
    Abstract: This invention provides compositions useful in MR imaging comprising a polymer comprising units comprising the residue of a chelating agent linked to a poly(alkylene oxide) moiety, the polymer having a paramagetic metal ion associated therewith.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: October 6, 1998
    Assignee: Nycomed Imaging AS
    Inventors: Robert A. Snow, David L. Ladd, John L. Toner
  • Patent number: 5756688
    Abstract: This invention provides compositions useful in MR imaging comprising a polymer comprising units comprising the residue of a chelating agent linked to a poly(alkylene oxide) moiety, the polymer having a paramagetic metal ion associated therewith.
    Type: Grant
    Filed: September 14, 1993
    Date of Patent: May 26, 1998
    Assignee: Sterling Winthrop Inc.
    Inventors: Robert A. Snow, David L. Ladd, John L. Toner, K. Robert Hollister
  • Patent number: 5756610
    Abstract: A novel titanium (III)-based .beta.-diketonate-coordinated compound is disclosed for catalyzing the polymerization reaction of syndiotactic polystyrenes. The titanium (III)-based compound is represented by the following formula 1: ##STR1## wherein X is a C.sub.1 .about.C.sub.12 alkoxy or amine group, or a halogen atom; R is a C.sub.1 .about.C.sub.12 alkyl, aryl, or alkylsilane group. Preferably, X is N(SiMe.sub.3).sub.2 -- or OMe--, and R is phenyl, methyl, or t-butyl. The titanium (III)-based compounds are prepared by reacting titanium trichloride with diketone and tetrahydrofuran to form an intermediate product, then reacting the intermediate product Ti(AcAc)Cl.sub.2 (THF).sub.2 with either aminosilane or alcohol.
    Type: Grant
    Filed: January 10, 1997
    Date of Patent: May 26, 1998
    Assignee: Industrail Technoloy Research Institute
    Inventors: Jing-Chemg Tsai, Kuang Kai Liu, Shu-Ling Peng, Shian-Jy Wang
  • Patent number: 5433941
    Abstract: Glassy coatings are made by curing in situ a coating of a sol gel of tetraethoxysilicon, water, alcohol, and the alkoxides of: Al, Ti and Na; or of Na and Zr.The coating may be applied to teeth as a dental fissure sealant or varnish to protect restorations, or (if filled) as an inherently coloured cosmetic coating, or as a prophylactic coating.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: July 18, 1995
    Assignee: British Technology Group Limited
    Inventor: Bipin C. M. Patel
  • Patent number: 5424057
    Abstract: Compounds of the formula ##STR1## in which R is alkyl having up to 4 carbon atoms, n has an average value of at least 9, X is a radical of the formula --C(.dbd.O)--(NH--SO.sub.2).sub.m -- in which m is 0 or 1 and, if m is 1, the carbonyl group may be bonded to the oxygen atom or to the nitrogen atom, and each of the radicals A.sub.1, A.sub.2 and A.sub.3, independently of the others, is hydrogen or an acyl radical, and salts of salt-forming compounds of formula I, as well as metal complexes of compounds of formula I, in which A.sub.1, A.sub.2 and A.sub.3 are hydrogen can be used as metal chelators and as auxiliaries in diagnosis.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: June 13, 1995
    Assignee: Ciba-Geigy Corp.
    Inventors: Heinrich Peter, Theophile Moerker
  • Patent number: 5412129
    Abstract: A precursor used in an MOCVD reactor for production of thin films of certain metal oxides is stabilized by introducing a ligand into the precursor during the precursor synthesis and thereby protecting the precursor from premature oxidation, nucleation, and decomposition.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: May 2, 1995
    Inventor: Stephen A. DiCarolis
  • Patent number: 5382383
    Abstract: In accordance with the present invention, there are provided coating solutions for forming transparent conductive ceramic coatings, said coating solutions being homogeneous solutions or dispersions of acetylacetonate chelate compound, conductive substances and, if necessary, silicon compound and/or alkoxides of metals other than silicon in mixtures of water and organic solvents, and substrates having thereon transparent conductive ceramic coatings formed from said coating solutions and uses thereof.
    Type: Grant
    Filed: April 24, 1990
    Date of Patent: January 17, 1995
    Assignees: Catalysts & Chemicals Industries Co., Ltd., Asahi Glass Company
    Inventors: Toshiharu Hirai, Yoneji Abe, Michio Komatsu
  • Patent number: 5348631
    Abstract: A method and apparatus for the synthesis of .beta.-diketonates such as Pb(fod).sub.2 and Pb(thd).sub.2 for use as precursors in metalorganic chemical vapor deposition processes. Lead oxide and a medium of pentane and a protonated ligand (H-fod or H-thd) are combined in a flask and subjected to reaction-promoting ultrasonic waves. The flask is immersed in a water bath to maintain a constant cool temperature, and the flask may include one or more arms for cooling and circulation of the medium during the reaction.
    Type: Grant
    Filed: June 7, 1993
    Date of Patent: September 20, 1994
    Assignee: Sharp Kabushiki Kaisha
    Inventors: Seshu B. Desu, May Nyman, Pradyot A. Agaskar
  • Patent number: 5286774
    Abstract: An aqueous composition suitable for use as a printing ink is provided which comprises an aqueous solution or emulsion of a film-forming polymer containing a titanium compound which is the reaction product of a titanium orthoester, a beta-diketone and a dihydric alcohol.Preferably the composition also contains a pigment or dye and other conventional printing ink additives.The titanium compounds enhance the adhesion and heat resistance properties of the compositions and in contrast to known additives do not lose their efficacy when the ink is stored for more than a few hours.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: February 15, 1994
    Assignee: Tioxide Specialties Limited
    Inventors: Graeme McGibbon, Julie E. Robinson
  • Patent number: 5220044
    Abstract: Chemical vapor deposition precursors for depositing copper, silver, rhodium and iridium metals on substrates comprise ligand stabilized +1 metal beta-diketonate coordination complexes of said metals. Uses of such precursors in CVD processes are also provided.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: June 15, 1993
    Assignee: International Business Machines Corporation
    Inventors: Thomas H. Baum, Carl E. Larson, Scott K. Reynolds
  • Patent number: 5132409
    Abstract: Macrocyclic derivatives of 1,4,7,10-tetraazacyclododecane of general formula (I) hereinbelow, wherein A is a group of formula (II) hereinbelow, in which R is H or alkyl or optionally substituted benzyl or a H(OCH.sub.2 CH.sub.2).sub.1-4-, Me(OCH.sub.2 CH.sub.2).sub.1-4-, or Et(OCH.sub.2 CH.sub.2).sub.1-4- group, X or O--R.sub.1, in which R.sub.1 is H or alkyl, hydroxyalkyl, alkoxyalkyl, alkoxyhydroxyalkyl or a polyoxaalkyl group or X is --NR.sub.2 R.sub.3, in which R.sub.2 and R.sub.3 are H or alkyl, hydroxyalkyl, alkoxyalkyl or alkoxyhydroxyalkyl, and B.sub.1, B.sub.2 and B.sub.3 have the same meanings as A or are H or a group of formula (III) hereinbelow, in which R.sub.4 is H or alkyl, Y is a O--R.sub.5 group, wherein R.sub.5 is H or alkyl, hydroxyalkyl, alkoxyalkyl, alkoxyhydroxyalkyl or a polyoxaalkyl group, or Y is a --NR.sub.6 R.sub.7 group, wherein R.sub.6 and R.sub.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: July 21, 1992
    Assignee: Bracco Industria Chimica S.p.A.
    Inventors: Ernst Felder, Carlo Musu, Luciano Fumagalli, Fulvio Uggeri
  • Patent number: 5104895
    Abstract: Compounds of formula I ##STR1## wherein R.sub.1 and R.sub.2, that can be the same or different, are hydrogen, alkyl, aryl, aralkyl groups or, if taken together, cycloalkyl groups;A is a carbon atom, a residue of 2,3-dioxybutandioic-2,4-dioxyphtalic acid or disubstituted malonic acid derivatives;n.sub.1 and n.sub.2 are selected in such a manner that the result of their addition is from 2 to 40;T.sub.1 and T.sub.2 that can be the same or different, are hydrogen, alkyl, benzyl, phenyl, acyl or cycloalkyl or a residue of formulae ##STR2## Compounds I are useful as anti-tumor agents in human therapy.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: April 14, 1992
    Assignee: Boehringer Mannheim Italia S.p.A.
    Inventors: Silvano Spinelli, Alessandro Pasini, Ernesto Menta, Franco Zunino, Sergio Tognella
  • Patent number: 5101054
    Abstract: A fluorine-containing platinum complex having anti-tumor activity of the formula: ##STR1## wherein R.sub.1 is a fluorine atom or a trifluoromethyl group,R.sub.2 is a fluorine atom, a hydrogen atom or a lower alkyl group,X is a halogen atom, a group of the formula: --NO.sub.2, or two Xs combined to form a group of the formulae: ##STR2## Y is a hydroxyl group or a halogen atom, and n is 0 or 1,and an anti-tumor composition comprising the same as an active ingredient.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 31, 1992
    Assignee: Daikin Industries, Ltd.
    Inventors: Tsuneo Yamashita, Hiroyuki Iwai, Kazuhiro Shimokawa
  • Patent number: 5089644
    Abstract: A process for making a solution of a complex of an oxamine and a polyvalent paramagnetic metal comprising contacting a solution of the oxamine with (a) the insoluble hydroxide of the polyvalent paramagnetic metal in water, or (b) an alkoxide of the metal is a non-aqueous solvent, thereby to form a solution of a complex of the oxamine and the metal. The complex, preferably ferrioxamine, is an improved NMR image enhancer compared even with ferrioxamine made conventionally, characterized by a high LD.sub.50.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: February 18, 1992
    Assignee: Salutar Inc.
    Inventors: Steven C. Quay, Scott M. Rocklage
  • Patent number: 5077037
    Abstract: Methods and compositions for enhancing magnetic resonance imaging in at least a portion of a warm-blooded animal.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: December 31, 1991
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Rebecca A. Wallace
  • Patent number: 5034553
    Abstract: The invention relates to a platinum-(II)-diamine complex having the formula et out below: ##STR1## to a method for the preparation of said compound, to a preparation with an antitumour action containing said compound, to shaped preparations with an antitumour action and to shaped preparations with an antitumour containing said compound.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: July 23, 1991
    Assignee: Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek
    Inventors: Francois Verbeek, Harmen A. Meinema
  • Patent number: 5034552
    Abstract: Platinum complexes of the general formula I[(R.sup.1 NH.sub.2).sub.n Pt].sub.q Y.sub.m X.sub.p (I)in which Y is a phosphonic acid ligand, and the preparation thereof, are described. The platinum complexes are suitable as active substances in pharmaceuticals, in particular for controlling cancers.
    Type: Grant
    Filed: August 18, 1989
    Date of Patent: July 23, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Bernhard K. Keppler, Helmut Blum
  • Patent number: 5028724
    Abstract: A process for the vapor-phase synthesis of non-adduct volatile fluorinated and non-fluorinated metal-ligand complexes comprising contacting a .beta.-diketone or .beta.-ketoimine ligand with an inert carrier gas to vaporize the ligand, reacting the vaporized ligand with a metal species at a temperature sufficient to form the metal-ligand complex and recovering the metal-ligand complex by sublimation. The process is conducted in the absence of solvent thereby providing pure non-adduct metal-ligand complexes. Such complexes are particularly suited for specialty applications requiring use of high purity compounds.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: July 2, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John C. Ivankovits, David A. Bohling, John A. T. Norman, David A. Roberts
  • Patent number: 5028726
    Abstract: Platinum amine sulfoxide complexes of the formula [PtCl(diam)(R.sub.2 SO)].sup.+ X.sup.- wherein diam represents a bidentate amine, R is C.sub.3 -C.sub.7 alkyl or cycloalkyl and X.sup.- is an anion, exhibit favorable anti-tumor activity in vivo against tumors susceptible to therapy with platinum.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: July 2, 1991
    Assignee: The University of Vermont and State Agricultural College
    Inventor: Nicholas P. Farrell
  • Patent number: 5008419
    Abstract: A platinum complex having the following formula (I) is disclosed, ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each independently represents a methyl group or an ethyl group, and the configuration of 1,2-diaminocyclohexane is either cis-, trans-l-, trans-d-, or trans-dl-.The compound possess excellent antitumor activity with a high therapeutic index and abundant water solubility, and thus are effective as an antitumor agent.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: April 16, 1991
    Assignee: SS Pharmaceutical Co., Ltd.
    Inventors: Koichi Yokoi, Kazuhiko Irinoda, Hidehiko Kohya, Susumu Sato, Tatsuhiko Katori
  • Patent number: 4996337
    Abstract: This disclosure sets forth a novel process for producing cisplatin analogs which possess antitumor activity.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: February 26, 1991
    Assignee: American Cyanamid Company
    Inventors: Panayota Bitha, Joseph J. Hlavka, Yang-I Lin
  • Patent number: 4937358
    Abstract: This disclosure sets forth a novel process for producing cisplatin analogs which possess antitumor activity.
    Type: Grant
    Filed: December 8, 1988
    Date of Patent: June 26, 1990
    Assignee: American Cyanamid Company
    Inventors: Panayota Bitha, Joseph J. Hlavka, Yang-I Lin
  • Patent number: 4924016
    Abstract: Titanium chelates with 1 to 2 acetoacetic acid ester ligands and one to two alkoxy groups per titanium atom the sum of these ligands and the alkoxy groups being three as well as Ti-O-Ti bridge between two titanium atoms are formed by release of alcohol and condensation of mono- or bis-acetoacetic acid ester-Ti-(IV)-chelates which have up to 4 alkoxy groups per titanium atom.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: May 8, 1990
    Assignee: Huels Troisdorf AG
    Inventors: Dieter Barfurth, Heinz Nestler
  • Patent number: 4921984
    Abstract: A diamine platinum (II) complex represented by the general formula ##STR1## [wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each a hydrogen atom or a lower alkyl group; and two X's are each a halogen atom or jointly form a group represented by ##STR2## (wherein R.sub.5 and R.sub.6 are each a hydrogen atom or a lower alkyl group) or a group represented by ##STR3## (wherein m is 1 or 2)].
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: May 1, 1990
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroyoshi Nowatari, Hiroshi Hayami, Yasuo Kuroda, Sumio Yoda, Katsutoshi Takahashi
  • Patent number: 4921942
    Abstract: Organometallic compounds and compositions comprising a metal, an amido carboxyl moiety bonded to the metal, an active moiety bonded to the metal, and at least one modifier moiety sufficient to satisfy the valency of the metal. These compounds and compositions are capable of combining the substantivity of the amido carboxyl metal system, functional efficacy of an active moiety, and film-forming properties in a single compound or composition.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: May 1, 1990
    Assignee: Stepan Company
    Inventors: Randal J. Bernhardt, Melvin L. Loeb, James W. Kay
  • Patent number: 4909835
    Abstract: The invention relates to novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof with herbicidal and plant growth regulating properties.The novel 2-acyl-1,3-cyclohexanediones and the oxime ethers thereof are of the formula I ##STR1## wherein A is a 2- or 7-membered alkylene bridge, or a 3- to 7-membered alkenylene bridge which may be mono- or polyunsaturated,n is 0, 1 or 2,R.sub.1 is C.sub.1 -C.sub.4 alkyl or benzyl,R.sub.2 is C.sub.1 -C.sub.6 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; or is C.sub.3 -C.sub.6 cycloalkyl; or phenyl, benzyl or phenylethyl, the phenyl ring of each of which may be substituted by ahlogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, cyano or nitro,X is oxygen or a radical --NOR.sub.3, andR.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.
    Type: Grant
    Filed: February 24, 1988
    Date of Patent: March 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Hans Tobler
  • Patent number: 4886894
    Abstract: Novel organic platinum complex of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkyl group; R.sup.2 is hydrogen atom, a substituted or unsubstituted lower alkyl group, a lower alkenyl group, a lower alkynyl agroup, a lower alkoxy group, a lower alkanoyl group, amino group, a substituted or unsubstituted nitrogen-containing hetero-monocyclic group, or an oxygen-containing hetero-monocyclic group, Alk is a lower alkylene group, X is carbonyl or sulfonyl group, n is 1 or 2, which has excellent anti-tumor activity against various tumors and is useful as an anti-tumor agent, and a process for the preparation thereof, and a pharmaceutical composition containing said compound.
    Type: Grant
    Filed: March 4, 1988
    Date of Patent: December 12, 1989
    Assignee: Tanabe Seivaku Co., Ltd.
    Inventors: Kenji Tsujihara, Yoshihisa Arai, Osamu Ohtsuki, Tadashi Nakatani
  • Patent number: 4882447
    Abstract: Novel organic platinum complex of the formula: ##STR1## wherein R.sup.1 is hydrogen atom or a lower alkyl group, R.sup.2 is a substituted or unsubstituted lower alkyl group, a lower alkenyl group, a lower alkanoyl group, a mono- or di-lower alkylamino group, a substituted or unsubstituted nitrogen-containing hetero-monocyclic group, an oxygen-containing hetero-monocyclic group, or a group of the formula:--CH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.m CH.sub.3, X is carbonyl group or sulfonyl group, m is an integer of 1 or 2,which has excellent anti-tumor activity against various tumors and is useful as an anti-tumor agent, and a process for the preparation thereof, and a pharmaceutical composition containing said compound.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: November 21, 1989
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Kenji Tsujihara, Yoshihisa Arai, Osamu Ohtsuki, Tadashi Nakatani
  • Patent number: 4864043
    Abstract: A diamine platinum (II) complex represented by the general formula ##STR1## [wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each a hydrogen atom or a lower alkyl group; and two X's are each a halogen atom or jointly form a group represented by ##STR2## (wherein R.sub.5 and R.sub.6 are each a hydrogen atom or a lower alkyl group) or a group represented by ##STR3## (wherein m is 1 or 2)].
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: September 5, 1989
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroyoshi Nowatari, Hiroshi Hayami, Yasuo Kuroda, Sumio Yoda, Katsutoshi Takahashi
  • Patent number: 4861905
    Abstract: A diamine platinum (II) complex represented by the general formula ##STR1## [wherein R.sub.1 and R.sub.2 are each a lower alkyl group; and two X's are each a halogen atom or jointly form a group represented by ##STR2## (wherein R.sub.3 and R.sub.4 are each a hydrogen atom or a lower alkyl group) or a group represented by ##STR3## (wherein m is 1 or 2)].
    Type: Grant
    Filed: August 31, 1987
    Date of Patent: August 29, 1989
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hiroyoshi Nowatari, Hiroshi Hayami, Yasuo Kuroda, Sumio Yoda, Katsutoshi Takahashi
  • Patent number: 4855467
    Abstract: Certain cobalt(II) complexes such as secondary amine adducts of cobalt(II) acetylacetonate have been found useful as latent catalysts for anhydride-epoxy blends.
    Type: Grant
    Filed: December 14, 1988
    Date of Patent: August 8, 1989
    Assignee: General Electric Company
    Inventor: Robert E. Colborn
  • Patent number: 4845124
    Abstract: New platinum (IV) complexes are now provided, which exhibit antitumor activity as shown by the tests on mouse leukemia, L-1210 cell in mice. These new platinum (IV) complexes contain 1,2-cyclohexanediamine or 2-(aminomethyl)cyclohexyl-amine as a ligand.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: July 4, 1989
    Assignee: Yoshinori Kidani
    Inventors: Yoshinori Kidani, Masahide Noji
  • Patent number: 4845254
    Abstract: Novel compounds for absorbing carbon monoxide and olefinically-unsaturated compounds from feedstreams are of the formula ##STR1## wherein R.sub.1 is trichloromethyl or R.sub.F ; R.sub.F is C.sub.n F.sub.2n+1 and n is 1-8; R.sub.2 is H or hydrocarbyl of 2-20 carbon atoms having at least one olefinic unsaturated bond; M.sup.I is Cu.sup.I or Ag.sup.I and R.sub.3 is hydrocarbyl of 2-20 carbon atoms having at least one olefinic unsaturated bond.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: July 4, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John A. T. Norman, Robert E. Stevens
  • Patent number: 4830672
    Abstract: A zirconia-based coating composition comprising a mixture obtained by mixing:(a) at least one compound selected from the group consisting of (a') a zirconium compound represented by the general formula (I):Zr(OR).sub.4 (I)wherein R is an alkyl group having 2-5 carbon atoms or the general formula (I'):Zr(OR).sub.4.ROH (I')wherein R has the same means as defined above, (a") a partial hydrolyzate of the zirconium compound (a'), and (a'") a partial condensate of the partial hydrolyzate (a"),(b) a .beta.-diketone or .beta.-ketoester represented by the general formula (II):R.sup.1 COOH.sub.2 COR.sup.2 (II)wherein R.sup.1 is an alkyl group having 1-5 carbon atoms, R.sup.2 is an alkyl group having 1-5 carbon atoms or an alkoxy group having 1-4 carbon atoms),(c) water, and(d) a hydrophilic organic solvent.
    Type: Grant
    Filed: February 17, 1988
    Date of Patent: May 16, 1989
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Kinji Yamada, Masaki Nagata, Siniti Suyama, Momoko Okamura
  • Patent number: 4748254
    Abstract: Novel platinum(II) carboxylatocomplexes of the following general formula: ##STR1## wherein R is tetrahydrofurfuryl or cyclo-C.sub.n R".sub.2n-1, R" is H, an alkyl, hydroxyl, n=3-6; R' is --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CH(OH)--, --CH(OH)--CH.sub.2 --, --CH(OH)--CH(OH)--.These compounds possess a clearly pronounced antitumor activity and are readily soluble in water.A process for preparing these compounds comprises reacting K [PtCl.sub.3 NH.sub.3 ] with KI, followed by treatment of the reaction mixture with tetrahydrofurfurylamine or an alicyclic amine and treatment of the resulting mixture of complexes with a silver salt of the formula: Ag.sub.2 (OOC--R'--COO), wherein R' is as identified above.
    Type: Grant
    Filed: September 4, 1985
    Date of Patent: May 31, 1988
    Assignees: Institut Obschei I Neorganicheskoi Khimii Imeni N.S. Kurnakova Akademii Nauk SSR, Vsesojuzny Onkologichesky Nauchny Tsentr Akademii Meditsinskikh
    Inventors: Petr A. Cheltsov-Bebutov, Alexandr N. Kravchenko, Robert N. Schelokov, Alexandra L. Konovalova, Mikhail A. Presnov, Viktor B. Ivanov
  • Patent number: 4727165
    Abstract: A treated decomposable compound of molybdenum, which has been prepared by the catalytic dehydrogenation of a decomposable compound of molybdenum wherein the molybdenum has a valence state greater than zero or by the treating of the decomposable compound of molybdenum with a reducing agent, is mixed with a hydrocarbon-containing feed stream. The hydrocarbon-containing feed stream containing such treated decomposable compound of molybdenum is then contacted with a catalyst composition comprising a support selected from the group consisting of alumina, silica and silica alumina and a promoter comprising at least one metal selected from the group consisting of Group VIB, Group VIIB, and Group VIII of the Periodic Table to reduce the concentration of metals, sulfur, nitrogen, Ramsbottom carbon residue and/or heavies contained in the hydrocarbon-containing feed stream.
    Type: Grant
    Filed: February 3, 1986
    Date of Patent: February 23, 1988
    Assignee: Phillips Petroleum Company
    Inventors: Simon G. Kukes, Marvin M. Johnson, Daniel J. Strope, Robert J. Hogan
  • Patent number: 4710576
    Abstract: There are disclosed compounds having the formula ##STR1## wherein R and R' are selected from the group consisting of (a) substituents having the formula R.sup.1 R.sup.2 R.sup.3 C-wherein R.sup.1 is H or an alkyl group of 1 to 6 carbon atoms, and R.sup.2 and R.sup.3 are independently alkyl of 1 to 6 carbon atoms;(b) phenyl group;(c) phenyl group substituted by Br, Cl, F, alkyl group of 1 to 10 carbon atoms, or alkoxy group of 1 to 10 carbon atoms; and(d) an adamantyl group; and M is As or Sb; with the proviso that when R and R' are phenyl or substituted phenyl in which the substituents are in meta or para positions, M is As. Preferably R and R' are the same and are t-butyl, phenyl or adamantyl. The compounds display thermochromic properties.
    Type: Grant
    Filed: February 19, 1986
    Date of Patent: December 1, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Anthony J. Arduengo
  • Patent number: 4687659
    Abstract: Homologs of Diamide-DTPA-Paramagnetic compounds (such as diamido acetyl diethylene triamine triacetic acid) provide excellent contrast agents for magnetic resonance (MR) imaging. The magnetic dipole generated by the unpaired electron within the paramagnetic (PM) atom, causes a local reduction in the bulk magnetic field of the MR system. The resulting shorting of the T1 (spin lattice) relaxation time in the local hydrogen protons within the area of interest, causes an intense "free induction signal" and a corresponding modulation in the collected scanning data. The tissue or organ of interest appears on the MR display highlighted in white. Background tissue is displayed as darker or lower intensity greys. A surface highlighted image of the small and large intestine may be obtained by venous injection of the diamide contrast agent. The contrast agent is formed by replacing two carboxylic acids on the DTPA chelator with functional amide groups.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: August 18, 1987
    Assignee: Salutar, Inc.
    Inventor: Steven C. Quay
  • Patent number: 4687658
    Abstract: Homologs of Diester-DTPA-Paramagnetic compounds (such as dimethyl acetyl diethylene triamine triacetic acid) provide excellent contrast agents for magnetic resonance imaging (MRI). The magnetic dipole generated by the unpaired electron within the paramagnetic (PM) atom, causes a local reduction in the bulk magnetic field of the MRI system. The resulting shorting of the T1 (spin lattice) relaxation time in the local hydrogen protons within the area of interest, causes an intense "free induction signal" and a corresponding modulation in the collected scanning data. The tissue or organ of interest appears on the MRI display highlighted in white. Background tissue is displayed as darker or lower intensity greys. The ester homologs replace two carboxylic acids to form functional ester groups on the DTPA chelator. The homologs cause the Diester-DTPA-PM contrast agents to go into solution readily, and promotes organ selectivity.
    Type: Grant
    Filed: October 4, 1984
    Date of Patent: August 18, 1987
    Assignee: Salutar, Inc.
    Inventor: Steven C. Quay
  • Patent number: 4647680
    Abstract: The present invention relates to new titanium acetylacetonates. The new compounds contain one or two glycol ether groups bound to the central titanium atom. Their solutions in glycol ethers yield, after dilution with water down to chelate contents as low as 1 percent by weight, stable solutions which, even after several months of standing, display neither precipitation nor turbidity.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: March 3, 1987
    Assignee: Dynamit Nobel AG
    Inventors: Dieter Barfurth, Heinz Nestler
  • Patent number: 4617408
    Abstract: The present invention relates to new titanium chelates containing both acetylacetone and malonic acid dialkyl ester as chelating agents. The acetylacetone moiety is contained in these new chelates in amounts between 1.25 and 1.95 moles and the malonic acid dialkyl ester moiety in amounts between 0.05 and 0.75 moles per gram-atom of titanium. The new chelates have the same properties as the known titanium acetylacetonates; however, they have the advantage that they are only slightly yellow and in many applications they have an improved stability.
    Type: Grant
    Filed: March 18, 1985
    Date of Patent: October 14, 1986
    Assignee: Dynamit Nobel AG
    Inventors: Heinz Nestler, Dieter Barfurth
  • Patent number: 4609746
    Abstract: Organic titanium chelates which contain only acetylacetone and triethanolamine as ligands and chelating agents and are soluble in glycol ethers are disclosed. The addition of even a small amount of the glycol ether to these new substances improve the stability of their aqueous solutions in an extraordinary manner. Preferably, solutions of 50 to 80% of these new chelates are used, from which very dilute aqueous solutions, i.e., 1 to 5% of extraordinarily high stability can be made.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: September 2, 1986
    Assignee: Dynamit Nobel AG
    Inventors: Dieter Barfurth, Heinz Nestler