Plural Unsaturated Five-membered Carbocyclic Rings Bonded Directly To The Metal (e.g., Ferrorcenes, Bis Indenyl Iron, Etc.) Patents (Class 556/143)
  • Patent number: 5130458
    Abstract: The preparation of bis(1,5-cyclooctadiene)nickel(O) from nickel(II) acetylacetonate and 1,5-cyclooctadiene in the presence of at least one alkylaluminum compound (preferably triethylaluminum) is carried out in the substantial absence of added butadiene with nickel(II) acetylacetonate hydrate, wherein the molar ratio of the alkylaluminum compound to the nickel(II) acetylacetonate hydrate is at least about 1.5:1.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: July 14, 1992
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5124464
    Abstract: This invention describes a novel method of preparing metallocene compounds. The invention is based on synthesis of novel bis cyclopentadienides that, under appropriate conditions, will either encapsulate a transition metal to produce a metallocene such as ferrocene, or ferrocene derivative, or will yield a polymeric metallocene. Compounds produced by this process are useful as catalysts in propulsion systems, or as anti-knock compounds in gasolines.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: June 23, 1992
    Assignee: Brandeis University
    Inventors: Myron Rosenblum, Stephen A. Matchett
  • Patent number: 5110964
    Abstract: Disclosed is a process for producing a ferrocenoyl derivative comprising the reaction of ferrocene derivative with monocarboxylic acid or dicarboxylic acid in the presence of a catalyst.The ferrocenoyl derivative obtained by said process is very useful as the intermediate product for various functional materials, among all, for the micelle forming agents (surfactants) in so-called Micellar Disruption Method or the intermediate product of it.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: May 5, 1992
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Yoshio Hiroi, Seiichiro Yokoyama
  • Patent number: 5082539
    Abstract: Novel ferrocene derivatives represented by the general formula: ##STR1## or the general formula: ##STR2## or the general formula: ##STR3## (wherein all the symbols are as described in the specification) are excellent as surfactants.By application of an electrochemical method using the novel ferrocene derivatives or other ferrocene derivatives as a micelle forming agent (surfactant), an organic thin film of a hydrophobic organic substance can be efficiently produced.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: January 21, 1992
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Tetsuo Saji, Katsuyoshi Hoshino
  • Patent number: 5082952
    Abstract: The invention relates to a process for the preparation of .pi.-arene-iron complexes of the general formula I[R.sup.1 (R.sup.2 Fe.sup.II).sub.a ].sub.b.sup.+a (LQ.sub.m).sup.-b (I)whereina is 1 or 2,b is an integer from 1 to 3,m is an integer corresponding to the valency of L+b,L is a divalent to heptavalent metal or non-metal,Q is a halogen atom,R.sup.1 is a .pi.-arene, an O- or S-heteroarene or a pyrrole or an indole andR.sup.2 is a cyclopentadienyl anion or an indenyl anion.The .pi.-arene-iron complexes of formula I are obtained by ligand exchange at elevated temperatures from .pi.-arene-iron complexes of formula II[R.sup.3 (R.sup.2 Fe.sup.II).sub.a ].sub.b.sup.+a (LQ.sub.m).sub.a.sup.-b (II)wherein R.sup.3 is a condensed .pi.-arene which differs from R.sup.1. The .pi.-arene-iron complexes of formula I are suitable as photoinitiators for curable compositions containing cationically polymerizable organic materials.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: January 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Kurt Meier
  • Patent number: 5075471
    Abstract: Insecticidal compounds of the formula ##STR1## wherein one of A or B is ferrocenyl and the other of A or B is phenyl or substituted phenyl and R is branched alkyl are effective in controlling the Southern Armyworm and Mexican Bean Beetle.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: December 24, 1991
    Assignee: Rohm and Haas Company
    Inventors: Enrique L. Michelotti, Dat P. Le, Glenn R. Carlson, Anne R. Egan
  • Patent number: 5059701
    Abstract: Two improved methods for preparation of compounds with the structure shown in equation X[(Cp)--Fe--(Ar)].sup.+.sub.b X.sup.b- (X)where Cp is an eta.sup.5 complexed, substituted or unsubstituted, cyclopentadienyl or indenyl anion, Ar is an eta.sup.6 complexed substituted or unsubstituted, pi-arene ligand anad X is a b-valent anion where b is an integer between 1 and 3. The two methods, which differ in the source of the cyclopentadienyl anion - Lewis acid complex, utilize a Lewis acid assisted ligand transfer reaction. The cyclopentadienyl anion ligand, assisted by a Lewis acid is transferred to ferrous ion in the presence of an arene. In the first method, the cyclopentadienyl anion is derived from ferrocene and ferrous chloride. In this reaction, the cyclopentadienyliron (II) arene product is derived partially from ferrocene and partially from the ferrous salt.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: October 22, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Steven J. Keipert
  • Patent number: 5041582
    Abstract: A ferrocene compound represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and are a hydrogen, a methyl group, a methoxyl group, an amino group, a dimethylamino group, a hydroxyl group or a halogen,X is ##STR2## Y is ##STR3## M is an alkali metal or an alkaline earth metal, a is an integer of 1 to 4,b is an integer of 1 to 5,k is an integer of 1 to 18 andm is an integer of 0 to 4.The ferrocene compound can be used as a surfactant to produce an organic thin film from various hydrophobic organic substances. The surfactant serves to make the hydrophobic organic substance soluble in an aqueous medium.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: August 20, 1991
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Mitsuru Eida, Seiichiro Yokoyama
  • Patent number: 5021599
    Abstract: A family of ligands contains the (C.sub.5 H.sub.4).sub.2 M.sup.+ moiety as a part of macrocyclic host structure capable of binding an anionic guest, wherein M is a metal ion having at least two valence states, and the host is capable of complexing with a larger fraction of the guest when M is in one of the valence states as compared to the other, for removing the guest anion from solution.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: June 4, 1991
    Assignee: Serpentix Conveyor Corporation
    Inventors: Paul D. Beer, Anthony D. Keefe
  • Patent number: 5015748
    Abstract: Ferrocene compounds represented by the formula: ##STR1## wherein A indicates ##STR2## wherein X is --CH.sub.2 --, --O--, ##STR3## G is a hydrogen atom, a methyl group, or an ethyl group, R.sup.4 is a hydrogen atom, a methyl group or an ethyl group, and m is a positive integer satisfying the expression 0.ltoreq.k+m.ltoreq.10, Z is --O-- or ##STR4## and R.sup.1 and R.sup.2 are identical or different and each is H, NH.sub.2, N(CH.sub.3).sub.2, CH.sub.3, CH.sub.3 O, OH or a halogen atom, and R.sup.3 is a hydrogen atom or a methyl group, k is a positive integer satisfying the expression 0.ltoreq.k+m.ltoreq.10, and n is a real number of 2 to 70, a is an integer of 1 to 4, and b is an integer of 1 to 5. Also provided by the invention are surfactants containing said ferrocene compounds.
    Type: Grant
    Filed: September 8, 1989
    Date of Patent: May 14, 1991
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Mitsuru Eida, Yoshio Hiroi, Seiichiro Yokoyama
  • Patent number: 4992572
    Abstract: There is disclosed a process for the preparation of compounds of formula I[R Fe R.sup.2 ].sub.q.sup..sym. X.sup.q.crclbar. (I),wherein R is an anion of formula C.sub.5 H.sub.4 R.sup.1 or C.sub.9 H.sub.7, R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl or halogen, R.sup.2 is a .pi.-arene, X is an anion of valency q and q is 1, 2 or 3, by reacting ferrocene or a ferrocene derivative (C.sub.5 H.sub.4 R.sup.3)Fe(C.sub.5 H.sub.4 R.sup.1) or (C.sub.9 H.sub.7).sub.2 Fe, in which R.sup.3 has one of the meanings of R.sup.1, with at least one mole of a .pi.-arene R.sup.2, followed by the optional replacement of the anion X.sup.q.crclbar. in a manner known per se, the reaction of the ferrocene or ferrocene derivative being carried out in the presence of(a) at least 1.2 mol of a mixture of Al trihalide and Zr(IV) or Hf(IV) tetrahalide, in the presence or absence of a metallic reducing agent, such that at least 0.2 mol of Zr(IV) or Hf(IV) tetrahalide and at least 0.1 mol of Al trihalide are present, or of(b) at least 1.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Vincent Desobry, Hans O. Doggweiler
  • Patent number: 4973722
    Abstract: A process is described for preparing compounds of the formula I[R Fe R.sup.2 ].sub.q .sym.X.sup.q.crclbar. (I)in which R is an anion of the formula C.sub.5 H.sub.4 R.sup.1 or C.sub.9 H.sub.7, R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl or halogen, R.sup.2 is a .pi.-arene, X is a q-valent anion and q is 1, 2, 3 or 4, by reacting ferrocene or a ferrocene derivative (C.sub.5 H.sub.4 R.sup.3)Fe(C.sub.5 H.sub.4 R.sup.1) or (C.sub.9 H.sub.7).sub.2 Fe, in which R.sup.3 has one of the meanings of R.sup.1, with at least one mole of a .pi.-arene R.sup.2 in the presence of at least 1.4 moles, of a mixture of Al halide and Ti(IV) halide or (C.sub.5 H.sub.4 R.sup.1)-Ti(IV) halide if desired in the presence of a metallic reducing agent, followed if desired by the replacement of the anion X.sup.q- in a manner known per se, with the proviso that the Lewis acid mixture contains at least 0.1 mole of Al halide and at least 0.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: November 27, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans O. Doggweiler, Vincent Desobry
  • Patent number: 4868288
    Abstract: The invention relates to a process for the preparation of compounds of formula Ia[R.sup.1 FeR.sup.2' ].sup..sym..sub.q [LQ.sub.m ].sup.q.crclbar.(Ia),wherein R.sup.1 is a .pi.-arene, R.sup.2' is an anion of a .pi.-arene, L is a divalent to heptavalent metal or non-metal, Q is a halogen atom, q is an integer from 1 to 3 and m is an integer corresponding to the valency of L+q, said process comprises reacting an uncharged .pi.-complex of the formula IIIa[(R.sup.2').sub.2 Fe] (IIIa)with a .pi.arene R.sup.1 is in the presence of Al and a Lewis-acid followed by treatment with an acid or a salt of an acid of the anion [LQ.sub.m ].sup.q-, the improvement consisting essentially of using TiCl.sub.4 as a Lewis-acid.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: September 19, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Kurt Meier
  • Patent number: 4857167
    Abstract: A solid state reference electrode stable in the presence of oxygen having an electrically conductive material in contact with substituted ferrocene/ferrocenium ions.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: August 15, 1989
    Assignee: Monsanto Company
    Inventors: James K. Bashkin, Patrick J. Kinlen
  • Patent number: 4767873
    Abstract: The invention describes a helicene compound having the structure ##SPC1##which contains seven six-membered conjugated aromatic rings capped by two five-membered rings which do not superimpose on each other.The invention also describes a helical metallocene oligomer capped by unsaturated five-membered rings, having the structure: ##SPC2##wherein M is a transition metal halide and n=1 to 100.Method for the preparation of these compounds are also presented.
    Type: Grant
    Filed: September 10, 1986
    Date of Patent: August 30, 1988
    Assignee: The Trustees of Columbia University in the City of New York
    Inventors: Thomas J. Katz, Anantha Sudhakar
  • Patent number: 4556719
    Abstract: The invention relates to a process for the production of complex compounds of the transition metals which is characterized in that transition metals are reacted with magnesium, to which a catalytic quantity of anthracene and/or magnesium anthracene has been added as activator, in the presence of complexing ligands.
    Type: Grant
    Filed: April 25, 1984
    Date of Patent: December 3, 1985
    Assignee: Studiengesellschaft Kohle MBH
    Inventors: Helmut Bonnemann, Borislav Bogdanovic
  • Patent number: H305
    Abstract: An effective method to recover the catalyst material, ferrocene or its deatives, from high burn rate propellants comprises the method which uses compressed gas in the form of a near critical liquid to extract, remove, and recover the specific catalyst material directly from rocket motors or from chunks of cut propellant.The method comprises introducing compressed carbon dioxide into a pressure vessel containing the propellant from which the catalyst material is to be recovered. The carbon dioxide as a near critical liquid (NCL) is circulated within the pressure vessel where extraction of ferrocene or its derivatives directly from the propellant takes place. The NCL with extractibles is transported to a warming and recovery zone where the extractibles are recovered after the carbon dioxide is volatilized and returned for recycling, compressing, and further extracting after being adjusted to a near critical liquid.Analytical data indicates that from 99.
    Type: Grant
    Filed: November 6, 1986
    Date of Patent: July 7, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Porter H. Mitchell, William S. Melvin