Sulfur Or Oxygen Containing Patents (Class 568/13)
  • Patent number: 5516944
    Abstract: The present invention is concerned with novel optically active phosphorus compounds of the general formula ##STR1## wherein R and R.sup.1 each independently signify hydroxy, a protected hydroxy group, lower alkyl or lower alkoxy andR.sup.2 to R.sup.5 each independently signify alkyl with 3 to 7 carbon atoms, cycloalkyl or aryl or R.sup.2 and R.sup.3 or R.sup.4 and R.sup.5 together with the phosphorus form a group of the formula ##STR2## wherein R2 and R3 are different when R4 and R5 are the same, and R4 and R5 are different when R2 and R3 are the same,the manufacture of such compounds, their use for enantioselective reactions, such as, e.g., asymmetric hydrogenations, enantioselective hydrogen displacements in prochiral allylic systems and the like, as well as complexes of the compounds of formula I with Group VIII metals.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: May 14, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil A. Broger, Marco Cereghetti, Alain Rageot
  • Patent number: 5508438
    Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy, hydroxy or a protected hydroxy group, R.sup.1 and R.sup.2 are different from each other and represent lower alkyl, cycloalkyl, aryl, a five-membered heteroaromatic or a group of the formula ##STR2## are described. The compounds of formula I are useful in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: September 24, 1993
    Date of Patent: April 16, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Emil A. Broger, Marco Cereghetti
  • Patent number: 5504236
    Abstract: The preparation of .alpha.-carbonylphosphine oxides by oxidizing an .alpha.-hydroxyalkyl phosphine oxide with an organic hydroperoxide or of an organic peroxy acid in the presence of a compound of a Group IV to Group VIII metal in the periodic table, and novel .alpha.-hydroxybenzyl phosphine oxides..alpha.-Carbonylphosphine oxides are used as photoinitiators for polymerizable compositions.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: April 2, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Fischer, Eckhard Hickmann, Rudolf Kropp, Jochen Schroeder, Beate Trentmann
  • Patent number: 5488172
    Abstract: Novel chiral phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, R.sup.1 signifies phenyl and R.sup.2 and R.sup.3 signify hydrogen or lower alkoxy,which are suitable in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: August 23, 1994
    Date of Patent: January 30, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Marco Cereghetti, Joseph Foricher, Bernd Heiser, Rudolf Schmid
  • Patent number: 5466845
    Abstract: The present invention provides photoactive sulfonium salts which can be employed as photoinitiators for the polymerization of cationically polymerized organic substances and are soluble in these substances.
    Type: Grant
    Filed: October 20, 1994
    Date of Patent: November 14, 1995
    Assignee: Wacker-Chemie GmbH
    Inventor: Christian Herzig
  • Patent number: 5430191
    Abstract: Novel racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies hydroxy or a protected hydroxy group, R.sup.1 represents hydroxy, a protected hydroxy group or lower alkoxy and R.sup.2 represents lower alkyl, cycloalkyl, aryl or together with the phosphorus atom a group of the formula are described. The compounds of formula I are useful in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in parochial, allylic systems.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: July 4, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 5426222
    Abstract: The present invention relates to an improved method for the preparation of iodonium salts. More specifically, the present invention relates to an improved method for the production of symmetric or asymmetric diaryliodonium triflate (trifluoromethane sulfonate) salts. The diaryliodonium salts of the present invention are useful as photoacid catalysts for use in acid-sensitive polymerization and in curing systems such as radiation curable release coating compositions.
    Type: Grant
    Filed: August 17, 1994
    Date of Patent: June 20, 1995
    Assignee: Dow Corning Corporation
    Inventors: Scott E. Wargo, John P. Cannady
  • Patent number: 5302738
    Abstract: Novel, racemic and optically active phosphorus compounds of the formula ##STR1## wherein R signifies lower alkyl, lower alkoxy or protected hydroxy, R.sup.1 signifies lower alkoxy, phenoxy, benzyloxy, chlorine or bromine, R.sup.2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. These compounds are valuable intermediates in the manufacture of not only known, but also novel diphosphine ligands.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: April 12, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Bernd Heiser, Rudolf Schmid
  • Patent number: 5302757
    Abstract: A composition of matter including an onium salt and a method of forming images. The onium salt has a chromophore which absorbs ultraviolet radiation, an S, Se, As, N or P atom which is free of substituents exhibiting a higher energy occupied molecular orbital than the chromophore; an insulating group which links the chromophore to the S, Se, As, N or P atom of the salt and substantially prevents .pi. resonance from the chromophore through the S, Se, As, N or P atom; and an anion. The onium salt is capable of forming a Bronsted acid upon exposure to ultraviolet radiation in the presence of a proton source. In the method of forming images, the onium salt is exposed to ultraviolet radiation in the presence of a proton source, to convert said onium salt to a Bronsted acid.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: April 12, 1994
    Assignee: Eastman Kodak Company
    Inventor: Franklin D. Saeva
  • Patent number: 5288912
    Abstract: Disclosed is a process for the preparation of alkali metal diarylphosphide compounds wherein at least one of the aryl radicals is substituted with an alkyl group. Also disclosed is the preparation of alkyl(diaryl)phosphine compounds which are obtained by the reaction of the alkali metal diarylphosphide compounds with alkyl halide alkylating agents.
    Type: Grant
    Filed: February 12, 1993
    Date of Patent: February 22, 1994
    Assignee: Eastman Kodak Company
    Inventor: Thomas J. Devon
  • Patent number: 5274148
    Abstract: This invention relates to C.sub.14 to C.sub.20 alkoxy monophenyl sulfonium salt initiators having the formula ##STR1## wherein R is C.sub.14 to C.sub.20 alkyl; R.sub.1 and R.sub.2 are each independently C.sub.4 to C.sub.20 alkyl and X.sup.- is a non-basic, nonnucleophilic anion, which initiators are employed in the polymerization of mono- and poly- functional glycidyl ethers, alpha-olefin oxides and vinyl monomers or oligomers.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: December 28, 1993
    Assignee: ISP Investments, Inc.
    Inventors: James A. Dougherty, James V. Crivello
  • Patent number: 5245041
    Abstract: A process for the preparation of cyclohexanedione derivatives of the general formula I ##STR1## where R.sup.1 is C.sub.2 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.5 -C.sub.12 -cycloalkyl with 0-4 olefinically unsaturated bonds, C.sub.2 -C.sub.8 -alkylthioalkyl, C.sub.6 -C.sub.12 -bicycloalkyl with 0-3 olefinically unsaturated bonds, unsubstituted or substituted aryl or hetaryl, or a heterocyclic radical of 4 to 7 atoms of which not more than 3 may be hetero-atoms chosen from O, S and N, the radical being saturated or olefinically unsaturated, by reacting an .alpha.,.beta.-unsaturated ketone (II) with a dialkyl malonate in the presence of a base to give the alkoxycarbonylcyclohexenolone or its salt (III) ##STR2## and acylation, hydrolysis and decarboxylation of (III), wherein the .alpha.,.beta.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: September 14, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gernot Reissenweber, Winfried Richarz
  • Patent number: 5243079
    Abstract: An improved process for the production of linear alternating polymers of carbon monoxide and at least one ethylenically unsaturated hydrocarbon employs a novel catalyst composition formed from a compound of palladium, the anion of a strong non-hydrohalogenic acid and a novel hexakis phosphine ligand. The process is characterized by a lessened degree of reactor fouling.
    Type: Grant
    Filed: August 28, 1992
    Date of Patent: September 7, 1993
    Assignee: Shell Oil Company
    Inventors: Johannes J. Keijsper, Alexander W. van der Made, Petrus W. N. M. van Leeuwen
  • Patent number: 5202493
    Abstract: Chiral tridentate bis(phospholanes) which coordinate as ligands in a meridinal fashion on an octahedral metal or which coordinate in square-planar environments are provided with a method for their preparation.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: April 13, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mark J. Burk
  • Patent number: 5166387
    Abstract: A method for synthesizing sulfurized oligonucleotide analogs, such as phosphorothioate and phosphorodithioate analogs, is provided that employs a thiuram disulfide as a sulfurizing agent. The method of the invention may be used to sulfurize any phosphorous(III)-containing intermediate. Preferably, the method is practiced on a commercial DNA synthesizer using phosphoramidite and/or phosphorthioamidite intermediates.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: November 24, 1992
    Assignee: Applied Biosystems, Inc.
    Inventor: Bernard L. Hirschbein
  • Patent number: 5144051
    Abstract: Disclosed are C.sub.6 to C.sub.11 branched chain alkoxy monosubstituted diaryl iodonium salts, such as [4-(2-ethylhexyloxy)phenyl]phenyliodonium hexafluoroantimonate. These diaryl iodonium salts are useful as photoinitiators for epoxy containing compounds, especially epoxysilanes.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: September 1, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Carl R. Kessel, Ellen O. Aeling
  • Patent number: 5132448
    Abstract: .alpha.-Chloro phosphorus ylides of the formula I ##STR1## where the Ar radicals are identical or different aryl groups, and E is a substituent which stabilizes the ylide (I), are prepared by reacting a phosphonium salt of the formula II ##STR2## where Hal is chlorine, bromine or iodine, with a chlorinating agent, using bleaching powder as chlorinating agent.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: July 21, 1992
    Assignee: BASF Aktiengesellschaft
    Inventor: Bernd Schaeffer
  • Patent number: 5118856
    Abstract: A process for the preparation of cyclohexanedione derivatives of the general formula I ##STR1## where R.sup.1 is C.sub.2 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.3 -C.sub.12 -cycloalkyl, C.sub.5 -C.sub.12 -cycloalkyl with 0-4 olefinically unsaturated bonds, C.sub.2 -C.sub.8 -alkylthioalkyl, C.sub.6 -C.sub.12 -bicycloalkyl with 0-3 olefinically unsaturated bonds, unsubstituted or substituted aryl or hetaryl, or a heterocyclic radical of 4 to 7 atoms of which not more than 3 may be hetero-atoms chosen from O, S and N, the radical being saturated or olefinically unsaturated, by reacting an .alpha.,.beta.-unsaturated ketone (II) with a dialkyl malonate in the presence of a base to give the alkoxycarbonylcyclohexenolone or its salt (III) ##STR2## and acylation, hydrolysis and decarboxylation of (III), wherein the .alpha.,.beta.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: June 2, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Gernot Reissenweber, Winfried Richarz
  • Patent number: 5118855
    Abstract: Novel 2-(.omega.-hydroxyalkyl)-1,3-bis(diarylphosphino)propane compounds are useful in the production of immobilized bidentate phosphine ligands for catalyst production.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: June 2, 1992
    Assignee: Shell Oil Company
    Inventors: Julianus L. van der Baan, Friedrich Bickelhaupt, Joachim W. F. K. Barnick
  • Patent number: 5118854
    Abstract: Alkali metal di(2-alkoxyphenyl)phosphide is produced in good yield by reaction of alkali metal and the corresponding tri(2-alkoxyphenyl)-phosphine in liquid ammonia.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: June 2, 1992
    Assignee: Shell Oil Company
    Inventors: Johannes A. Van Doorn, Nicolaas Meijboom, Richard L. Wife
  • Patent number: 5101053
    Abstract: Radiation sensitive sulfonium salts which contain (1) a sulfonium initiator portion, (2) a spacer portion, and (3) a reactive group portion. The spacer portion has the formula "-o-w- x-z-" wherein "w" is a single bond or one of --C(O)--, --C(O)O--, --C(O)S--, --C(O)NH-- --C(O)N(alkyl)--, --C(S)--, --C(S)S--,--S(O)--, --S(O)(O)--, or --S(O)(O)O--; "X" is an unsubstituted or substituted alkylene radical; and "Z" is --O--, --NH--, --N(C,--C.sub.6 -alkyl)--, or --N(phenyl)--. The reactive group portion is --CH.dbd.CH.sub.2 or --C(O)--C(Y).dbd.CH.sub.2 wherein "Y" is H, C.sub.1 -.sub.6 -alkyl, or phenyl. The sulfonium salts find use in curing monomers which can be subjected to cationic polymerization.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: March 31, 1992
    Assignee: BASF Aktiengesellschaft
    Inventor: Andreas Boettcher
  • Patent number: 5093017
    Abstract: The reaction product of olefin, sulfur, aliphatic amine, alkylene oxide, phosphorus pentasulfide, and phosphorus pentoxide provides an effective antiwear additive agent for lubricating oils.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: March 3, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Harry J. Andress, Henry Asnjian
  • Patent number: 5047568
    Abstract: Sulfonium salts of the formula: ##STR1## wherein Ar is a fused aromatic radical; R.sub.1 is a divalent organic bridge; each R.sub.2 and R.sub.3 individually is an alkyl, aryl, alkaryl, aralkyl or substituted aryl, provided thatn not more than one of R.sub.2 and R.sub.3 is alkyl; and A is a non-nucleophilic anion; use thereof and preparation thereof.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: September 10, 1991
    Assignee: International Business Machines Corporation
    Inventors: Raymond W. Angelo, Jeffrey D. Gelorme, Joseph P. Kuczynski, William H. Lawrence, Socrates P. Pappas, Logan L. Simpson
  • Patent number: 5045302
    Abstract: This invention concerns novel bidentate ligands L having two phosphorus or arsenic atoms. Cationic complexes of the ligands with Technetium-99m, e.g. having the formula [TcO.sub.2 L.sub.2 ].sup.+, are useful for body imaging, particularly myocardial imaging. The ligands have the general formulaY.sub.2 QZQY.sub.2where Q is phosphorus orZ is a --CC-- or --CCC-- or --COC-- groups,the four groups Y are all C1-C8 saturated hydrocarbon or fluorohydrocarbon with 1-3 ether oxygen atoms.
    Type: Grant
    Filed: March 28, 1989
    Date of Patent: September 3, 1991
    Assignee: Amersham International plc
    Inventors: James D. Kelly, Kwok W. Chiu, Ian A. Latham
  • Patent number: 5012001
    Abstract: Triarylsulfonium polyfluoro metal or metalloid salts are provided by effecting the oxidation of a diarylsulfide, while under dehydrating conditions, in the presence of a strong protonic acid. The resulting triarylsulfonium acid salt can thereafter be directly metathesized with an alkali metal or alkaline earth metal polyhalo salt.These compounds have the general formula ##STR1## where Q is selected from .dbd.S.fwdarw.O, --S-- and mixtures thereof, M is a transition metal or metalloid, "c" is an integer of 1 to 3, "d" is an integer of 0 to 3, R.sup.6 is phenyl or naphthyl, R.sup.7 is phenylene or naphthalene optionally substituted with one or more radicals selected from the class consisting of --CH.sub.3, --OCH.sub.3, --CO.sub.2 H, --Br, --Cl, and NO.sub.2.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: April 30, 1991
    Assignee: General Electric Company
    Inventor: James V. Crivello
  • Patent number: 4996361
    Abstract: Asymmetric hydrogenation of prochiral N-arylketimines to give optically active secondary amines at a temperature from -40.degree. to 80.degree. C., under a hydrogen pressure of 10.sup.6 to 10.sup.8 Pa and with the addition of catalytic amounts of a rhodium compound of the formula III or IIIa ##STR1## in which X is 2 olefin ligands or a diene ligand, Y is a chiral diphosphine in which the secondary phosphine groups are linked by 2-4 C atoms and which, together with the Rh atom, forms a 5-membered, 6-membered or 7-membered ring, or Y is a chiral disphosphinite in which the phosphinite groups are linked via 2 C atoms and which, together with the Rh atom, forms a 7-membered ring, Z is Cl, Br or I and A.sup.- is the anion of an oxygen acid or complex acid.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 26, 1991
    Assignee: The University of British Columbia
    Inventors: William R. Cullen, Michael D. Fryzuk, Brian R. James, Guo-Jun Kang, James P. Kutney, Roberto Spogliarich, Ian S. Thorburn
  • Patent number: 4956055
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralyky, alkaryl, alkoxyalky, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 where Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatieves thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 11, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4956467
    Abstract: Novel nucleophilic tertiary organophosphines and the specific cleavage of peptide bonds by nucleophilic tertiary organophosphines. This invention is of particular utility in providing chemical agents for use in the cleavage of proteins and the determination of the amino acid sequence of proteins.
    Type: Grant
    Filed: April 5, 1989
    Date of Patent: September 11, 1990
    Assignee: American Cyanamid Company
    Inventors: Lois M. Hinman, Libby S. Miller
  • Patent number: 4954125
    Abstract: A catalyst consisting essentially of (A) a cobalt compound and (B) an organic phosphorus compound represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen atoms, alkyl groups or aryl groups, and three X's, which may be the same or different, are electron-donating groups. This catalyst is effectively used in a process for producing a conjugated diene polymer by polymerizing a conjugated diene in a hydrocarbon or halogenated hydrocarbon solvent in the presence of the above catalyst together with (C) an organoaluminum compound and (D) 0.25-1.5 mols, per mol of the organoaluminum compound (C), of water.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: September 4, 1990
    Assignee: Japan Synthetic Rubber Company, Ltd.
    Inventors: Hisao Ono, Ryuji Sato, Takumi Miyachi
  • Patent number: 4954227
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each AR is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and the y bonds are attached to adjacent carbon atoms on the ring structures;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: September 4, 1990
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4889956
    Abstract: Benzyl- or allyl- di(polar-substituted-phenyl)phosphines are converted in good yield to the corresponding alkali metal di(polar-substituted-phenyl)phosphide by reaction with alkali metal in liquid ammonia.
    Type: Grant
    Filed: March 30, 1988
    Date of Patent: December 26, 1989
    Assignee: Shell Oil Company
    Inventors: Johannes A. Van Doorn, Nicolaas Meijboom
  • Patent number: 4879416
    Abstract: The process for preparing a bidentate ligand comprising the steps,(1) contacting with ozone under ozonolysis conditions a suspension in a hydroxylic reaction medium of phenanthrene or a phenanthrene derivative to form an ozonated intermediate,(2) contacting said ozonated intermediate with a reducing agent under conditions appropriate to form the corresponding diol,(3) contacting said diol with a latent displaceable functional group under conditions appropriate to convert the diol to the corresponding difunctional biaryl compound, and(4) contacting said difunctional biaryl compound, with an anion of N, P, As, Sb or Bi under conditions appropriate to form the desired bidentate ligand.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventors: Thomas A. Puckette, Thomas J. Devon, Gerald W. Phillips, Jerome L. Stavinoha
  • Patent number: 4879008
    Abstract: A process is disclosed for preparing bidentate ligands of the formula: ##STR1## wherein: each Ar is independently selected from aromatic ring compounds having 6 up to 14 carbon atoms, e.g., phenyl, naphthyl, phenanthryl and anthracenyl;the x bonds and y bonds are attached to adjacent carbon atoms on the ring structure;each R, when present as a substituent, is independently selected from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl, cyano or formyl radicals;n is a whole number in the range of 0-4 were Ar is phenyl; 0-6 where Ar is naphthyl; and 0-8 where Ar is phenanthryl or anthracenyl;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic radicals, or substituted derivatives thereof;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.
    Type: Grant
    Filed: November 9, 1987
    Date of Patent: November 7, 1989
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4874897
    Abstract: Bis[di(alkoxyphenyl)phosphino]alkanes are produced by reacting an alkoxyphenyl Grignard with phosphorus trichloride and converting the resulting di(alkoxyphenyl)phosphorus chloride to the corresponding phosphine. The di(alkoxyphenyl)phosphine is reacted with a dihaloalkane to produce the desired bisphosphine.
    Type: Grant
    Filed: May 4, 1988
    Date of Patent: October 17, 1989
    Assignee: Shell Oil Company
    Inventors: Friedrich Bickelhaupt, Thomas van der Does
  • Patent number: 4822915
    Abstract: An oligomerization or cooligomerization process comprising passing ethylene or a mixture of ethylene and propylene in contact with a catalyst, in the liquid phase.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: April 18, 1989
    Assignee: Union Carbide Corporation
    Inventor: Rex E. Murray
  • Patent number: 4753912
    Abstract: A novel catalyst comprises (i) an organophosphorus-containing compound, (ii) a compound, which is reactable in the Michael reaction, and contains both (a) a double or triple bond and (b) an electron withdrawing group and (iii) an alcohol or a mixture of an alcohol and a solvent. The novel catalyst may be generated from a novel catalyst precursor. The catalyst may be used to transesterify carboxylic or carbonic acid esters, to produce formate esters from alcohols and carbon monoxide and to produce formamides from amines and carbon monoxide.
    Type: Grant
    Filed: May 3, 1984
    Date of Patent: June 28, 1988
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4724267
    Abstract: Bis(haloacylaromatic) compounds have been made by a new process in which monohaloacylated aromatic compounds have been reacted by a coupling reaction. These bis(haloacylaromatic) compounds can be employed as monomers in the preparation of polyesters and polyamides which have easy processability. The monohaloacylated compound is coupled by reacting two moles of the monomer with a carbon or sulfur compound containing at least two halogen atoms in the presence of a Friedel-Crafts catalyst.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: February 9, 1988
    Assignee: The Dow Chemical Company
    Inventors: George M. St. George, Marlin E. Walters
  • Patent number: 4716138
    Abstract: An oligomerization or cooligomerization process comprising passing ethylene or a mixture of ethylene and propylene in contact with a catalyst, in the liquid phase, said catalyst comprising the reaction product of (i) a transition metal compound wherein the transition metal is selected from the group consisting of nickel, chromium, cobalt, iron, and copper, and mixtures thereof and (ii) at least one organophosphorus sulfonate ligand.
    Type: Grant
    Filed: December 12, 1986
    Date of Patent: December 29, 1987
    Assignee: Union Carbide Corporation
    Inventor: Rex E. Murray
  • Patent number: 4684671
    Abstract: There is provided an energy beam curable resin composition which comprises as an essential component a cationically polymerizable substance and an effective amount of an onium salt of a Lewis acid represented the following formula (I). ##STR1## [where X is a sulfonio group represented by the following formula (II)]. ##STR2## (where at least one of R.sub.1 -R.sub.10 is (A) a C.sub.1 -C.sub.18 aliphatic group having at least one hydroxyl group or (B) a C.sub.3 -C.sub.19 aliphatic group having a group of --OCH.sub.2 CH.sub.2 O--).
    Type: Grant
    Filed: April 9, 1986
    Date of Patent: August 4, 1987
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Hiroshi Tsuchiya, Kazuhiko Morio, Hisashi Murase, Kazuo Ohkawa
  • Patent number: 4683317
    Abstract: Aryliodonium salts resulting from the condensation of aryliodosotosylates and aryl ketones are provided which are used as photoinitiators to effect deep section UV cures. Deep section photopolymerizable organic materials are also provided which can be used as encapsulating agents to encapsulate a wide variety of electronic components.
    Type: Grant
    Filed: April 8, 1985
    Date of Patent: July 28, 1987
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia L. Lee
  • Patent number: 4668823
    Abstract: A process for the selective production of bulky alkyldiarylphosphines and unsymmetrical dialkylarylphosphines comprising reacting a first Grignard reagent having a bulky alkyl group with an aryldichlorophosphine and thereafter and without isolating the resulting bulky alkylarylchlorophosphine intermediate, reacting said intermediate with a second Grignard reagent having a different, less bullky alkyl group or an aryl group to provide the product phosphine.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: May 26, 1987
    Assignee: Union Carbide Corporation
    Inventor: Rex E. Murray
  • Patent number: 4668824
    Abstract: Essentially pure tri-(m-sulfophenyl)-phosphine, well suited as a ligand for the formation of, e.g., rhodium-based olefin hydroformylation catalysts, is facilely prepared by (i) sulfonating triphenylphosphine with oleum, H.sub.2 SO.sub.4 /SO.sub.3, wherein the temperature of sulfonation ranges from 15.degree. to about 25.degree. C., the molar ratio of SO.sub.3 /triphenylphosphine is at least 8, and the amount by weight of SO.sub.3 in the mixture (SO.sub.3 +H.sub.2 SO.sub.4 +triphenylphosphine) at the beginning of said sulfonation reaction is at least 33%; and (ii) thence terminating said sulfonation reaction via hydrolysis of the reaction mixture.
    Type: Grant
    Filed: July 30, 1984
    Date of Patent: May 26, 1987
    Assignee: Rhone-Poulenc Recherches
    Inventors: Jean Jenck, Didier Morel
  • Patent number: 4647702
    Abstract: A method for the dehydroxylation of alpha-hydroxyketone using lithium diphenylphosphide. The alpha-hydroxyketone, e.g. benzoin, is reacted with a solution of lithium diphenylphosphide followed by the addition of either an alkyl halide, e.g. methyliodide, or an alkyl halide and an organic acid, e.g. acetic acid, to yield the dehydroxylated compound, e.g. desoxybenzoin.
    Type: Grant
    Filed: November 18, 1985
    Date of Patent: March 3, 1987
    Assignee: Stauffer Chemical Company
    Inventor: Andrea Leone-Bay
  • Patent number: 4633020
    Abstract: The invention relates to a novel fluorinated pre-polymer and novel process steps in producing the same. The pre-polymers are quinoxaline materials derived by reaction of diketone linkage containing perfluoro-compounds with an aromatic diamine. The diketone is produced by oxidatively dechlorinating a polychloroketone which may be a monoketone or a bis-ketone. The polychloroketone is produced by reacting a keto-ylid with a chlorinating agent, e.g., chlorine. The keto-ylid is produced by reacting a phosphorane with an acid halide of a polyoxy-perfluoroalkylene oxide wherein the perfluoro-oxyalkylene group contains two or three carbon atoms, and there are present from two to twenty perfluoro-oxyalkylene units in the oligomer. The quinoxalines, the polychloroketones and the diketones hereof are novel products. Cross-linking may be effected with a free radical generator.
    Type: Grant
    Filed: October 2, 1985
    Date of Patent: December 30, 1986
    Assignee: SCM Corporation
    Inventor: Keith B. Baucom
  • Patent number: 4556740
    Abstract: Novel chiral phosphorus compounds of the general formula ##STR1## wherein R signifies substituted or unsubstituted phenyl, R.sup.1 and R.sup.2, which can be the same or different, signify hydrogen, lower alkyl, lower alkoxy, di-lower alkylamino or protected hydroxymethyl or R.sup.1 and R.sup.2 together signify the group ##STR2## in which m represents a number 3 to 5, R.sup.4 represents lower alkyl, substituted or unsubstituted phenyl or benzyl and R.sup.5 represents lower alkyl or both R.sup.5 's together represent lower alkylene, R.sup.3 signifies methyl, lower alkoxy, di-lower alkylamino or fluorine and n signifies the number 0, 1, 2 or 3, are described.The compounds of formula I are useful in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and enantioselective hydrogen displacements in prochiral allylic systems.
    Type: Grant
    Filed: August 19, 1983
    Date of Patent: December 3, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Hans-Jurgen Hansen, Rudolf Schmid
  • Patent number: 4537725
    Abstract: New diaryliodosyl salts have the formula ##STR1## where R.sup.7 and R.sup.8, which may be the same or different, each represent a monovalent aromatic radical of from 6 to 22 carbon atoms,Z.sup.t- denotes a t-valent anion of formula MX.sub.n.sup.- or R.sup.9 SO.sub.3.sup.- or a t-valent anion of a halogen-free inorganic oxy acid,t is 1, 2 or 3,M represents an atom of a metal or metalloid,X denotes a halogen atom, preferably of fluorine or chlorine,n is 4, 5, or 6 and is one more than the valency of M, with the proviso that MX.sub.n.sup.- can represent SbOHF.sub.5.sup.-, andR.sup.9 denotes a monovalent aliphatic or aromatic group of 1 to 20 carbon atoms.These salts have utility as photocuring catalysts for cationically polymerizable materials such as epoxide resins and phenolic resins.
    Type: Grant
    Filed: September 9, 1983
    Date of Patent: August 27, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Edward Irving
  • Patent number: 4526776
    Abstract: An hepatobiliary imaging agent is disclosed which is a cationic complex of Tc-99m, a cyanate or thiocyanate ion, and a mono or polydentate organic ligand having one or more donor atoms, each with a free-electron pair available for accepting a proton or for complexing with Tc-99m to form a cationic complex. These complexes can provide images of the hepatobiliary transit in as little as ten minutes.
    Type: Grant
    Filed: April 15, 1983
    Date of Patent: July 2, 1985
    Assignee: E. I. du Pont de Nemours & Company
    Inventors: Vinayakam Subramanyam, Algis Rajeckas
  • Patent number: 4512967
    Abstract: A cationic lipophilic complex of technetium is disclosed wherein all of the coordination positions of the technetium atom are filled with a neutral donor atom having a pair of electrons available for forming a coordinate bond with technetium. The donor atoms are provided by target-seeking ligands or salts thereof, said ligands having the following structure of one of formulas I, II or III. Such complexes are useful for imaging heart and hepatobiliary tissues.
    Type: Grant
    Filed: August 2, 1982
    Date of Patent: April 23, 1985
    Assignee: E. I. Du Pont de Nemours and Compamy
    Inventor: Karen E. Linder
  • Patent number: 4507247
    Abstract: There are provided novel sulfonated Group Va ylides defined by the following Formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: March 26, 1985
    Assignee: Gulf Research & Development Company
    Inventors: David L. Beach, James J. Harrison
  • Patent number: RE32826
    Abstract: A cationic lipophilic complex of technetium is disclosed wherein all of the coordination positions of the technetium atom are filled with a neutral donor atom having a pair of electrons available for forming a coordinate bond with technetium. The donor atoms are provided by target-seeking ligands or salts thereof, said ligands having the following structure of one of formulas I, II or III. Such complexes are useful for imaging heart and hepatobiliary tissues.
    Type: Grant
    Filed: February 6, 1987
    Date of Patent: January 10, 1989
    Assignee: E. I Du Pont de Nemours and Company
    Inventor: Karen E. Linder