Nitrogen Or Halogen Containing Patents (Class 556/56)
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Patent number: 5621126Abstract: Described are certain mono(cyclopentadienyl) Group IV B metal compounds, catalyst systems comprising such mono(cyclopentadienyl) metal compounds and an activator, and to a process using such catalyst systems for the production of polyolefins, particularly ethylene-.alpha.-olefin copolymers having a high molecular weight and high level of .alpha.-olefin incorporation.Type: GrantFiled: October 15, 1993Date of Patent: April 15, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Jo Ann M. Canich, Howard W. Turner, Gregory G. Hlatky
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Patent number: 5616748Abstract: A process for preparing titanium or zirconium hydrocarbyloxide complexes in a reduced oxidation state comprising contacting the corresponding complex in an elevated oxidation state with lithium alkyl reducing agent and recovering the resulting product.Type: GrantFiled: April 25, 1995Date of Patent: April 1, 1997Assignee: The Dow Chemical CompanyInventor: Thomas H. Newman
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Patent number: 5585509Abstract: Metallocene complexes of the general formula I ##STR1## where the substituents Y, M, x, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, and R.sup.9 are as described in the disclosure, and ligand systems of the general formula II ##STR2## as intermediates.Type: GrantFiled: March 1, 1995Date of Patent: December 17, 1996Assignee: BASF AktiengesellschaftInventors: Franz Langhauser, David Fischer, J urgen Kerth, G unther Schweier, Hans-Herbert Brintzinger, Elke Barsties, Werner Roell
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Patent number: 5585508Abstract: The present invention relates to a polynuclear metallocene compound of the formula I ##STR1## a process for their preparation and their use as a catalyst for olefin polymerization.Type: GrantFiled: November 23, 1994Date of Patent: December 17, 1996Assignee: Hoechst AGInventors: Frank K uber, Michael Aulbach, Bernd Bachmann, Walter Spaleck, Andreas Winter
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Patent number: 5554775Abstract: Disclosed is a catalyst having the general formula ##STR1## where Q is a ligand containing the ring ##STR2## R is hydrogen, N(R').sub.2, OR', or R', each R' is independently selected from alkyl from C.sub.1 to C.sub.10, aryl from C.sub.6 to C.sub.15, alkaryl C.sub.7 to C.sub.15, and aralkyl from C.sub.7 to C.sub.15, each X is independently selected from hydrogen, halogen, alkoxy from C.sub.1 to C.sub.10, dialkylamino from C.sub.1 to C.sub.10, methyl, ##STR3## each R.sub.1 is independently selected from halogen, alkoxy from C.sub.1 to C.sub.10, and R', L is ##STR4## Q, or X, where L can be bridged to Q, B is an optional base, "n" is 0 to 5, and M is titanium, zirconium, or hafnium.Type: GrantFiled: January 17, 1995Date of Patent: September 10, 1996Assignee: Occidental Chemical CorporationInventors: Ramesh Krishnamurti, Sandor Nagy, Bradley P. Etherton
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Patent number: 5554776Abstract: Metallocene complexes of the formula I ##STR1## where M is titanium, zirconium, hafnium, vanadium, niobium or tantalum,X inter alia is fluorine, chlorine, bromine, iodine or hydrogen,R.sup.1 to R.sup.6 inter alia are each hydrogen or C.sub.1 -C.sub.10 -alkyl,Z is silicon, germanium, tin or carbon,Y.sup.1 and Y.sup.2 are each ##STR2## R.sup.9 to R.sup.16 inter alia are each hydrogen or C.sub.1 -C.sub.10 -alkyl, andu, v and w are each an integer from 0 to 7, with the proviso that the sum u+v+w is .gtoreq.2, andcyclopentadienyl compounds of the formula II ##STR3## and cyclopentadienyl compound of the formula III ##STR4## as intermediates.Type: GrantFiled: October 28, 1994Date of Patent: September 10, 1996Assignee: BASF AktiengesellschaftInventors: Franz Langhauser, J urgen Kerth, G unther Schweier, Hans-Herbert Brintzinger, Stefan Mansel
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Patent number: 5543373Abstract: The present invention relates to a metallocene compound of the formula I ##STR1## which can advantageously be used as catalyst component for olefin polymerization.Type: GrantFiled: December 21, 1994Date of Patent: August 6, 1996Assignee: Hoechst AGInventors: Andreas Winter, Frank K uber, Michael Aulbach, Bernd Bachmann, Robert Klein, Klaus K uhlein, Walter Spaleck, Christian Kohlpaintner
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Patent number: 5541350Abstract: Disclosed is a mono- or di-amido silyldiyl bridged composition of matter useful as a catalyst component for the homo or copolymerization of olefins.Type: GrantFiled: August 16, 1995Date of Patent: July 30, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Masahide Murata, Terry J. Burkhardt
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Patent number: 5539124Abstract: Disclosed is an azametallocene polymerization catalyst having the general formula ##STR1## where L is a ligand, or mixture of ligands, each having 4 to 30 carbon atoms and containing at least two fused rings, one of which is a pyrrolyl ring, Cp is a ligand containing a cyclopentadienyl group, B is a Lewis acid, Y is a halogen, alkoxy from C.sub.1 to C.sub.20, siloxy from C.sub.1 to C.sub.20, or mixtures thereof, M is titanium, zirconium, or mixtures thereof, m is 1 to 4, and n is 0 to 2, p is 0 to 2, q is 0 to 1, and m+n+q=4. The catalyst is useful in polymerizing unsaturated olefinic monomers such as ethylene.Type: GrantFiled: December 19, 1994Date of Patent: July 23, 1996Assignee: Occidental Chemical CorporationInventors: Bradley P. Etherton, Sandor Nagy
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Patent number: 5512693Abstract: Titanium and zirconium complexes comprising a single, cyclic, delocalized n-bonded ligand group wherein the metal of said complexes is in the +2 formal oxidation state are prepared in high yield and purity by reaction of titanium and zirconium halides in the +3 or +4 oxidation state with an n-alkyl Grignard reagent. The complexes are used as catalyst components for .alpha.-olefin polymerization catalysts.Type: GrantFiled: December 7, 1994Date of Patent: April 30, 1996Assignee: The Dow Chemical CompanyInventors: Robert K. Rosen, Brian W. S. Kolthammer
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Patent number: 5504224Abstract: Bridged monocyclopentadienyl derivatives of a Group 4 metal are prepared by contacting a corresponding bis(cyclopentadienyl) metal complex with an alkali metal derivative or alkaline earth metal derivative of a hydrocarbyl ligand R, which is optionally substituted with one or more amino, phosphino, ether, thioether, or silyl groups. The bis(cyclopentadienyl) Group 4 metal complexes can be prepared by contacting a compound corresponding to one of the formulas (Cp).sub.3 MQ.sub.n X.sub.t, (Cp).sub.2 MQ.sub.n X.sub.t+1, or CpMQ.sub.n X.sub.t+2 and a dianionic salt compound corresponding to the formula: (L.sup.+x).sub.y (Cp*-Z-Y).sup.-2 or ((LX').sup.+x).sub.y (Cp*-Z-Y).sup.-2. An addition polymerization catalyst comprising a bis(cyclopentadienyl) Group 4 metal complex and an activating cocatalyst, and an addition polymerization process using such a catalyst.Type: GrantFiled: March 14, 1994Date of Patent: April 2, 1996Assignee: The Dow Chemical CompanyInventor: David R. Wilson
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Patent number: 5504223Abstract: A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihydrocarbyloxy coordination complexes (I) by contacting in the presence of an aprotic organic diluent a metal compound of the formula M(OR).sub.4 with a dianionic salt compound. A process for preparing bridged mono- and bis(cyclopentadienyl)dihydrocarbyl metal coordination complexes (II) by contacting a complex (I) with a hydrocarbylation agent. A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihalide coordination complexes (III) by contacting a complex (I) with a halogenation agent.Type: GrantFiled: January 25, 1994Date of Patent: April 2, 1996Assignee: The Dow Chemical CompanyInventors: Robert K. Rosen, Brian W. S. Kolthammer
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Patent number: 5496854Abstract: The invention relates to novel titanocene derivatives possessing chemotherapeutic activity and method for their preparation. These compounds possess two cyclopentadiene rings linked to titanium as a central atom and bound covalently to two phenoxy groups which possess a substituent R selected from the group consisting of COOCH.sub.3, COOC.sub.2 H.sub.5, H, COOCH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OCH.sub.3 and are free from amino, nitro, chloride and fluoride groups. The novel compounds represent a compromise between the main properties for an antitumor agent, i.e., electrophilicity and stability, being water soluble. Cytotoxicity measurements of these compounds showed significant growth inhibition properties, expressed in terms of IC.sub.50 [M] values.Type: GrantFiled: February 17, 1995Date of Patent: March 5, 1996Assignees: Technion Research & Development Foundation Ltd., Ehud KeinanInventor: Ehud Keinan
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Patent number: 5491246Abstract: A process for preparing titanium or zirconium diene complexes wherein the metal is in the +2 formal oxidation state comprising contacting a conjugated or nonconjugated C.sub.4-40 diene compound with a hydrocarbyloxide containing precursor complex.Type: GrantFiled: April 24, 1995Date of Patent: February 13, 1996Assignee: The Dow Chemical CompanyInventors: Robert K. Rosen, David D. Devore
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Patent number: 5474762Abstract: A sunscreen composition for application to human skin comprises an ultraviolet absorber which is introduced as an anion into a layered double hydroxide of the general formula[N.sub.m N.sub.n (OH).sub.2(m+n) ].sup.y+ X.sup.x-.sub.y/x .multidot.zH.sub.2 Owhere M is a divalent metal or lithium, N is a trivalent metal and X denotes anions present as an interlayer between layers of metal atoms joined through the OH groups.Such layered double hydroxides are, for this invention, suspended in a cosmetically acceptable vehicle.Type: GrantFiled: August 16, 1993Date of Patent: December 12, 1995Assignee: Chesebrough-Pond's USA Co. Division of Conopco, Inc.Inventors: Stuart W. Carr, Kevin R. Franklin, Charles C. Nunn, Jeffrey J. Pasternak, Ian R. Scott
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Patent number: 5468889Abstract: Boron-zirconium 1,1,-dimetallic organic compounds useful in organic synthesis such as the preparation of alpha-bromoboranes. The boron-zirconium compounds include boron and zirconiun, and in particular the synthesis, structure and reactivity of E-chlorobis(cyclopentadienyl)- [1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-3,3-dimethylbutenyl]zirc onium(IV).Type: GrantFiled: June 20, 1994Date of Patent: November 21, 1995Assignee: The University of ToledoInventors: Morris Srebnik, Bin Zheng, Laurent Deloux
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Patent number: 5416228Abstract: This invention is for a metallocene catalyst component useful in preparing isotactic polyolefins, a catalyst system using this component and a process for polymerizing olefins using the catalyst component. The catalyst component consists of a bridged metallocene in which one of the cyclopentadienyl rings is substituted in a different manner from the other ring. One of the cyclopentadienyl ligands contains a bulky group in one and only one distal position and the other cyclopentadienyl ligand has bilateral or pseudobilateral symmetry. There is a steric difference between the two Cp rings.The catalyst component is a stereorigid metallocene described by the formula:R" (CpR.sub.n)(CpR'.sub.m)MeQ.sub.kwherein each Cp is a cyclopentadienyl or substituted cyclopentadienyl ring; each R.sub.n and R'.sub.Type: GrantFiled: October 7, 1991Date of Patent: May 16, 1995Assignee: Fina Technology, Inc.Inventors: John A. Ewen, Michael J. Elder
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Patent number: 5412128Abstract: The catalyst for olefin polymerization of the present invention contains R.sub.k.sup.1 R.sub.l.sup.2 R.sub.m.sup.3 M(SO.sub.3 R.sup.4) (M=Zr, Ti or Hf; R.sup.1-3 =a group having a cyclopentadienyl skeleton) as a catalyst component of a transition metal compound. According to the catalyst of the invention, an olefin polymer having excellent particle properties can be prepared with high polymerization activities, and further a copolymer having a narrow composition distribution can be prepared when two or more monomers are copolymerized. Of the above-mentioned transition metal compounds, a compound represented by the following formula is a novel compound unknown so far and shows excellent catalytic properties. ##STR1## (Cp=a group having a cyclopentadienyl skeleton, X=SO.sub.3 R, a halogen atom, R, OR, NR.sub.n, S(O).sub.q R, SiR.sub.3 or P (O).sub.q R.sub.Type: GrantFiled: July 9, 1993Date of Patent: May 2, 1995Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Junichi Imuta, Junji Saito, Takashi Ueda, Teruaki Mukaiyama
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Patent number: 5384108Abstract: Novel magnetic resonance imaging agents comprise complexes of paramagnetic ions with hydrazide derivatives of polyaminocarboxylic acid chelating agents. The complexes are represented by the formula of: ##STR1## wherein A is --CHR.sup.2 --CHR.sup.3 -- or ##STR2## M.sup.+Z is a paramagnetic ion of an element with an atomic number of 21-29, 42-44 58-70, and a valence, Z, of +2 or +3; R.sup.1 groups may be the same or different and are selected from the group consisting of --O.sup.- and ##STR3## The R.sup.4, R.sup.5 and R.sup.6 groups are as defined in the disclosure. These novel imaging agents are characterized by excellent NMR image-contrasting properties and by high solubilities in physiological solutions. A novel method of performing an NMR diagnostic procedure involves administering to a warm-blooded animal an effective amount of a complex as described above and then exposing the warm-blooded animal to an NMR imaging procedure, thereby imaging at least a portion of the body of the warm-blooded animal.Type: GrantFiled: April 24, 1989Date of Patent: January 24, 1995Assignee: Mallinckrodt Medical, Inc.Inventor: Raghavan Rajagopalan
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Patent number: 5372682Abstract: Group 4 metal complexes useful as addition polymerization catalysts are prepared by electrolysis of cyclopentadienyl metal complexes under inert electrolysis conditions.Type: GrantFiled: June 24, 1993Date of Patent: December 13, 1994Assignee: The Dow Chemical CompanyInventors: David D. Devore, Robert D. Mussell, James C. Stevens, Francis J. Timmers
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Patent number: 5359101Abstract: Anionically polymerizable monomers containing at least one silicon or titanium atom form polymeric photoresists having good dry etch resistance for use in microlithography. The monomers are of the formula ##STR1## wherein A is --H or --CH.dbd.CH.sub.2 ; X is a strong electron withdrawing group;Y is a strong electron withdrawing group containing at least one silicon or titanium atom.Preferably Y is ##STR2## wherein n is 1-5 and R.sup.2, R.sup.3 and R.sup.4 are C.sub.1 -C.sub.10 alkyl. A particularly preferred monomer is 3-trimethylsilylpropyl 2-cyanoacrylate.Methods for applying a resist coating by vapor deposition of these monomers and exposure to radiation are described. A positive or negative tone image can be produced, depending upon the imaging method employed. The imaging layer may be applied over a planarizing layer to form a multilayer photoresist.Type: GrantFiled: October 1, 1991Date of Patent: October 25, 1994Assignee: Loctite Ireland, Ltd.Inventors: John Woods, Pauline Coakley
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Patent number: 5336795Abstract: Disclosed is a process for the preparation of transition metal complexes having monosubstituted cyclopentadienyl ligands of the general formula: ##STR1## in which monomeric cyclopentadiene is reacted with organic halides or pseudohalides, using a mixture of an alkali metal oxide or hydroxide and an alkaline earth metal oxide or hydroxide as metallating agent in glycol diether as solvent, to form the intermediate monosubstituted cyclopentadiene, which in situ is metallated and reacted with a transition metal halide to give the final product.Type: GrantFiled: February 15, 1994Date of Patent: August 9, 1994Assignee: Witco GmbHInventor: Richard Lisowsky
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Patent number: 5320770Abstract: The present invention relates to an electrorheological fluid composition comprising a dispersion of a plurality of solid particles in an electrically non-conducting liquid, the improvement comprising using as said solid particles a composition having the general formula:[(M).sup.p (H.sub.2 O).sub.x (OH).sub.y ].sup.q.sub.c [A].sup.r.sub.d.B.sub.z.nH.sub.2 Owherein M is a metal cation or a mixture of metal cations at various ratios; p is the total valence of M and has a value of greater than zero; x is zero or has a value greater than zero, y is zero or has a value greater than zero, with the proviso that only one of x or y can be zero at any given time; q has a value of p minus y with the proviso that q has a value of at least one; c has a value of greater than zero; A is an anion or a mixture of anions at various ratios; r is the total valence of A with the proviso that r has a value of at least one; d has a value of greater than zero with the proviso that (q.times.c) is always equal to (r.times.Type: GrantFiled: April 27, 1992Date of Patent: June 14, 1994Assignee: Dow Corning CorporationInventors: Lori J. Conway, Donald A. Kadlec, Joan S. Holtschlag
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Patent number: 5312938Abstract: Olefins are polymerized in the presence of a homogeneous catalyst represented by the formula LTi(NR.sub.2).sub.3 wherein L is a .sub.II -bonded ligand selected from the group consisting of indenyl, C.sub.1 -C.sub.4 alkyl substituted indenyl, --OSiR.sub.3 substituted indenyl, R is a C.sub.1 -C.sub.4 alkyl group wherein each R attached to the same nitrogen atom is the same, but the R groups attached to different nitrogen atoms can be the same or different from those attached to the other nitrogen atoms.Type: GrantFiled: April 2, 1993Date of Patent: May 17, 1994Assignee: The Dow Chemical CompanyInventors: John G. Hefner, Brian W. S. Kolthammer
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Patent number: 5296623Abstract: A method of producing activated metal salts useful in antiperspirant compositions is disclosed. The method produces the salt through an acid base reaction wherein an acid is reacted with a metal in basic form. Preferred metals include aluminum and zirconium. Activate aluminum-zirconium hydrohalide and activated aluminum-zirconium-amino acid salts can also be produced by the method of this invention.Type: GrantFiled: September 26, 1991Date of Patent: March 22, 1994Assignee: Somerville Technology Group, Inc.Inventors: Dimitris E. Katsoulis, Walter J. Carmody
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Patent number: 5264590Abstract: Ti(III) coordination complexes with ethers are prepared by the steps of (a) forming an ether complex of a Ti(IV) salt by adding a stoichiometric excess of an ether to said salt, and then (b) reducing said complex with an organometallic reducing agent such as an aluminum alkyl or a lithium compound to form a Ti(III)-ether coordination complex.Type: GrantFiled: April 1, 1993Date of Patent: November 23, 1993Assignee: Ethyl CorporationInventor: Jamie R. Strickler
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Patent number: 5231203Abstract: Optionally active Lewis acid catalysts of the early transition metals which are useful in the catalysis of asymmetric additions have been prepared. The catalyst complexes comprise an alkoxide of a group IV or group V metal and an optically active trialkanolamine or dialkanolamine ligand.Type: GrantFiled: May 1, 1991Date of Patent: July 27, 1993Assignee: E. I. du Pont de Nemours and CompanyInventor: William A. Nugent, Jr.
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Patent number: 5138040Abstract: Methods and compositions for enhancing magnetic resonance imaging in at least a portion of a warm-blooded animal.Type: GrantFiled: July 2, 1991Date of Patent: August 11, 1992Assignee: Mallinckrodt Medical, Inc.Inventors: Dennis A. Moore, Rebecca A. Wallace
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Patent number: 5134104Abstract: A liquid catalyst component for copolymerization of ethylene with .alpha.-olefin comprising a titanium compound represented by the following general formula:(R.sup.1 R.sup.2 N).sub.4-(m+n) TiX.sub.m Y.sub.nwherein R.sup.1 and R.sup.2 each represents a saturated hydrocarbon group having 8 to 30 carbon atoms; X represents halogen; Y represents an alkoxy group; m represents a number satisfying 1.ltoreq.m.ltoreq.3; n represents a number satisfying 0.ltoreq.n.ltoreq.2; and (m+n) satisfies 1.ltoreq.(m+n).ltoreq.3.Said liquid catalyst component is used in combination with an organoaluminum compound as a catalyst system for copolymerization of ethylene with .alpha.-olefin.Type: GrantFiled: May 28, 1991Date of Patent: July 28, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Toshio Sasaki, Hirofumi Jyohouji, Yoshihiro Miyoshi, Takeshi Ebara, Kiyoshi Kawai
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Patent number: 5132409Abstract: 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: GrantFiled: November 27, 1989Date of Patent: July 21, 1992Assignee: Bracco Industria Chimica S.p.A.Inventors: Ernst Felder, Carlo Musu, Luciano Fumagalli, Fulvio Uggeri
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Patent number: 5077037Abstract: Methods and compositions for enhancing magnetic resonance imaging in at least a portion of a warm-blooded animal.Type: GrantFiled: August 3, 1990Date of Patent: December 31, 1991Assignee: Mallinckrodt Medical, Inc.Inventor: Rebecca A. Wallace
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Patent number: 5075467Abstract: An improved preparation of titanocenes of the formula I ##STR1## in which R.sub.1 is cyclopentadienyl.sup..crclbar., indenyl.sup..crclbar. or 4,5,6,7-tetrahydroindenyl.sup..crclbar., each of which is unsubstituted or monosubstituted or polysubstituted by C.sub.1 -C.sub.18 alkyl, C.sub.1 -C.sub.18 alkoxy, C.sub.2 -C.sub.18 alkenyl, C.sub.5 -C.sub.8 cycloalkyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.16 aralkyl, --Si(R.sub.3).sub.4, --Ge(R.sub.3).sub.4 or halogen, or the two R.sub.1 radicals together are a divalent radical of the formula II ##STR2## in which Z is --(CH.sub.2).sub.m -- where m=1, 2 or 3, unsubstituted or phenyl-substituted C.sub.2 -C.sub.12 alkylidene, --Si(R.sub.3).sub.2 -- or --Si(R.sub.3).sub.2 --O--Si(R.sub.3).sub.2 --, and R.sub.3 is C.sub.1 -C.sub.12 alkyl or C.sub.6 -C.sub.10 aryl, and R.sub.Type: GrantFiled: May 23, 1990Date of Patent: December 24, 1991Assignee: Ciba-Geigy CorporationInventor: Vincent Desobry
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Patent number: 4978389Abstract: Surface treating agents comprising of an organic titanium compound containing at least one fluoropolyether radical linked by carboxy groups to the titanium and at least one hydrolyzable group, such compounds being obtained by reacting a fluoropolyether having one or more carboxylic groups with a titanium compound having at least one group able to react with carboxylic group and at least one residual hydrolyzable group per titanium atom. The surface treating agents have not only superior surface activity and anti-corrosion properties for the metal surface but are also chemically stable.Type: GrantFiled: February 27, 1989Date of Patent: December 18, 1990Assignee: Nippon Soda Co. Ltd.Inventors: Masayuchi Sato, Atsushi Mori, Mamoru Aizawa
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Patent number: 4885376Abstract: New chiral catalysts for asymmetric synthesis reactions. The catalysts induce chirality in desired fashion in product molecules. The catalysts are rigid quadruped or triped ligands which provide a rigid asymmetric enantio-face at the active catalyst cite, thus inducing preparation of enantiomer molecules.Type: GrantFiled: October 13, 1987Date of Patent: December 5, 1989Assignee: Iowa State University Research Foundation, Inc.Inventor: John G. Verkade
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Patent number: 4824979Abstract: Disclosed is a new method for the preparation of metallic acid esters of titanium, zirconium or hafnium wherein a halide of the metal reacts with an organosilane ester, resulting in the formation of partial esters of the metallic acids. The degree of esterification of the metallic acid ester can be controlled based on the organosilane ester and it is possible to obtain complete esterification of the metal halides. The metallic acid partial esters prepared by the method are very pure, and can be separated selectively from the mixture in a simple manner. The metallic acid alkyl esters obtained can very easily be further esterified to the metallic acid tetraalkyl esters with the formation of very pure tetraalkyl esters.Type: GrantFiled: December 18, 1985Date of Patent: April 25, 1989Assignee: Huels Troisdorf AGInventors: Hans-Joachim Kotzsch, Hans-Gunther Srebny, Hans-Joachim Vahlensieck
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Patent number: 4816522Abstract: Halocarbons are readily bonded to a variety of substrates, including metals, polyolefins, styrenics, polyamides and thermoplastic polyesters, by treating the surface(s) to be bonded with a neoalkoxy zirconate compound. The articles produced by the aforesaid process resist delamination. Applicable fluorinated compounds include fluorinated polymers such as Teflon. The specific zirconate compound preferred is dependent on the particular substrate and the halogenated organic compound to be bonded. Preferred are organo-zirconates having the formula: ##STR1## wherein R, R.sup.1 and R.sup.2 are each monovalent hydrocarbon groups or substantive derivatives thereof; the A groups are independently selected from diester phosphates, diester pyrophosphates, oxyalkylamino, oxyalkylarylamino, or sulfonyl groups; B is an R'.sub.2 C group or a carbonyl group; R' is a hydrogen group or an alkyl group having from 1 to 6 carbon atoms; and n is 1 or 2.Type: GrantFiled: March 24, 1988Date of Patent: March 28, 1989Assignee: Kenrich PetrochemicalsInventors: Gerald Sugerman, Salvatore J. Monte
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Patent number: 4789752Abstract: The present invention relates to the esterification of the halides of titanium, zirconium or hafnium. The esterification takes place in two steps. The first step is performed in the absence of acid acceptors, and the alcohol is introduced into the metal halide dissolved in a solvent, without any appreciable contact with the gas phase. The reactor must be held at the boiling temperature. In this step at least half of the alcohol needed for the entire reaction is used. The second esterification step is performed in a known manner with the addition of acid acceptors after the hydrogen halide that formed in the first esterification step has been removed.Type: GrantFiled: June 25, 1986Date of Patent: December 6, 1988Assignee: Huels Troisdorf AktiengesellschaftInventors: Hans-Joachim Kotzsch, Hans-Gunther Srebny, Hans-Joachim Vahlensieck
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Patent number: 4788172Abstract: New compositions and methods of preparing hydrolyzed titanium chelates are disclosed. New chelates of tetra-isopropyl titanate with alkanolamines in 1/1 mole ratios have high activity as catalysts and exhibit surprising chemical characteristics as reactive intermediates. New partially hydrolized chelates are water soluble, chemically reactive and highly active as esterification catalysts.Type: GrantFiled: July 27, 1987Date of Patent: November 29, 1988Inventor: Donald L. Deardorff
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Patent number: 4681959Abstract: A number of processes for the formation of insoluble metal alkoxides are disclosed. In one embodiment, there is disclosed a two step process wherein a halide of an at least divalent metal is reacted with an appropriate alcohol in the first step. In the second step, the intermediate compound formed is then reacted with more alcohol, said alcohol forming part of a solvent system in which the final metal alkoxide formed is insoluble. In another embodiment, a two step process is disclosed wherein the intermediate formed in the first step is isolated, and then in the second step the intermediate is reacted with an appropriate alcohol to yield the final product. The final embodiment of the present invention comprises a one step process for the production of insoluble metal alkoxides wherein a halide of an at least divalent metal is reacted with an appropriate alcohol in the presence of an excess amount of a hydrogen halide acceptor in a solvent in which the hydrogen halide compound formed is soluble.Type: GrantFiled: April 22, 1985Date of Patent: July 21, 1987Assignee: Stauffer Chemical CompanyInventors: Richard J. Ayen, Johst H. Burk, Carl C. Greco
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Patent number: 4623738Abstract: A composition of matter comprising neoalkoxy compounds having the following formula: ##STR1## wherein M is titanium or zirconium, R, R.sup.1 and R.sup.2 are each a monovalent alkyl, alkenyl, alkynyl, aralkyl, aryl or alkaryl group having up to twenty carbon atoms or a halogen or ether substituted derivative thereof, and, in addition, R.sup.2 may also be an oxy derivative or an ether substituted oxy derivative of said groups; A, B, and C are each a monovalent aroxy, thioaroxy, diester phosphate, diester pyrophosphate, oxyalkylamino, sulfonyl or carboxyl containing up to 30 carbon atoms; and a+b+c=3.Type: GrantFiled: April 22, 1985Date of Patent: November 18, 1986Assignee: Kenrich Petrochemicals, Inc.Inventors: Gerald Sugerman, Salvatore J. Monte
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Patent number: 4618435Abstract: A dry, solid mixture of(a) the reaction product of(R.sup.1 O).sub.4 Tiwith (i)H.sub.g N(R.sup.2 OH).sub.kat a titanate:amino alcohol mol ratio of about 1:1, or (ii)R.sup.3 [N(R.sup.4 OH).sub.m R.sub.n.sup.5 ].sub.2at a titanate:amino alcohol mol ratio in the range between about 1:1 and about 2:1, and(b) a monosaccharide, disaccharide, or polyhydric alcohol which can be obtained by reduction of a monosaccharide, in an amount sufficient to enhance the uniform crosslinking capacity of said reaction product,whereinR.sup.1 is C.sub.1-6 alkyl;each of R.sup.2, R.sup.3 and R.sup.4 is C.sub.1-6 alkylene;R.sup.5 is H or C.sub.1-6 alkyl;k is 1-3 and g plus k equals 3; andm is 1 or 2 and m plus n equals 2.Mixtures are useful in thixotropic cements and in fluid fracture formulations for oil wells.Type: GrantFiled: January 27, 1986Date of Patent: October 21, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Donald E. Putzig
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Patent number: 4600789Abstract: A composition of matter comprising neoalkoxy organo-titanates having the following formula: ##STR1## wherein R, R.sup.1 and R.sup.2 are each a monovalent alkyl, alkenyl, alkynyl, aralkyl, aryl or alkaryl group having up to twenty carbon atoms or a halogen or ether substituted derivative thereof, and, in addition, R.sup.2 may also be an oxy derivative or an ether substituted oxy derivative of said groups; A, B, and C are each a monovalent aroxy, thioaroxy, diester phosphate, diester pyrophosphate, oxyalkylamino, sulfonyl or carboxyl containing up to 30 carbon atoms; and a+b+c=3.Type: GrantFiled: May 14, 1984Date of Patent: July 15, 1986Assignee: Kenrich Petrochemicals, Inc.Inventors: Gerald Sugerman, Salvatore J. Monte
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Patent number: 4578487Abstract: The present invention relates to binding agents for coating compositions which can be used for making foundry molds. The new compositions contain known polymeric titanic acid esters which are treated with chelating agents. The preferred chelating agents are beta-dioxo compounds. The chelating agents are contained in the binding agent in amounts between 0.2 and 1 gram molecule per gram atom of titanium. The new binding agents can be prepared in a simple manner from titanic acid esters, water and the chelating agent, the amount of water being selected in accordance with the degree of condensation desired in the polymeric titanic acid ester.Type: GrantFiled: January 26, 1983Date of Patent: March 25, 1986Assignee: Dynamit Nobel AktiengesellschaftInventors: Dieter Barfurth, Heinz Nestler
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Patent number: 4578488Abstract: The synthesis and liquid stabilization of bisalkyl bis(trialkanol amine)zirconates and the use of such zirconates as thickeners for fluids used in resource recovery operations, such as by incorporating the product zirconates described herein in drilling muds, consolidation fluids or fracturing fluids, are disclosed.Type: GrantFiled: January 10, 1985Date of Patent: March 25, 1986Assignee: Kay-Fries, Inc.Inventors: Gregory J. Rummo, Robert Startup
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Patent number: 4568703Abstract: Titanium compounds of the formula Ti(OX).sub.4 or Ti((O--R.sub.2).sub.2 NR.sub.3).sub.2, where (a) X is selected from the group comprising --R.sub.1, --R.sub.2 --OH, --(R.sub.2 --O).sub.n --OH, --R.sub.2 N(R.sub.3).sub.2, and --R.sub.2 --N(R.sub.2)(R.sub.3)OH; (b) R.sub.1 is a C.sub.5 -C.sub.8 alkyl group, R.sub.2 is a C.sub.2 -C.sub.4 alkylene group and R.sub.3 is either --CH.sub.3 or --CH.sub.2 CH.sub.3 ; and (c) n=1-20, are catalysts for the trimerization of isocyanates to isocyanurates and for the formation of 2-oxazolidones from epoxides and isocyanates.The catalysts may also be used to produce poly(isocyanurates), poly(2-oxazolidones), poly(2-oxazolidone/isocyanurates) and polyurethanes containing isocyanurate and or 2-oxazolidone linkages from the appropriate polyfunctional feedstocks.Type: GrantFiled: July 27, 1984Date of Patent: February 4, 1986Assignee: BP Chemicals LimitedInventor: Kaneyoshi Ashida
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Patent number: 4555497Abstract: Novel titanium compounds or complexes are prepared by reacting a titanium compound such as titanium tetraisopropoxide with a mixture comprising (a) at least one compound containing at least one aromatic hydroxyl group and (b) at least one compound having at least one aliphatic hydroxyl group. These compounds and/or complexes are useful as the transition metal component in Ziegler-Natta catalysts.Type: GrantFiled: October 26, 1984Date of Patent: November 26, 1985Assignee: The Dow Chemical CompanyInventors: William M. Coleman, III, Morris S. Edmondson
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Patent number: 4543430Abstract: Process for the preparation of addition products of epoxides and hydroxylated compounds, characterized by the fact that it comprises the reaction of an epoxide and a hydroxylated compound in the homogeneous liquid phase, in the presence, as catalyst, of a salt of trifluoromethanesulphonic acid.Type: GrantFiled: November 7, 1983Date of Patent: September 24, 1985Assignee: BP Chimie Societe AnonymeInventors: Daniel Falgoux, Danielle Simoulin, Michel Pascal-Mousselard
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Patent number: 4529552Abstract: Composite oxyalkoxides and their derivatives are novel organometallic compounds which give alkaline earth metal titanates such as barium titanate or strontium titanate by hydrolysis or thermal decomposition. The oxyalkoxides are synthesized by the reaction between an alkoxytitanium and an alkaline earth metal hydroxide, and their derivatives are synthesized by the reaction between the composite oxyalkoxide and a chelating agent.Type: GrantFiled: January 24, 1983Date of Patent: July 16, 1985Assignee: Nippon Soda Company LimitedInventors: Iwao Kato, Yoshihiko Nakamura, Tetsuo Yoshimoto, Masanori Iwamori, Kazuo Ozawa, Makoto Asai
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Patent number: 4526725Abstract: An improved method for the manufacture of purified esters is provided. The method comprises reaction of carboxylic acids or anhydrides with alcohols in the presence of certain novel chelated titanate catalysts having unique structural features that provide means for simplification of the refining process as well as for improving reaction rates, ester yield and product quality.Type: GrantFiled: April 7, 1983Date of Patent: July 2, 1985Inventor: Don L. Deardorff