Benzene Ring Containing Patents (Class 568/17)
  • 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: 5284977
    Abstract: A high-purity organic phosphine is obtained by washing organic phosphine or an organic solvent solution thereof with water, an alkaline aqueous solution or an acidic aqueous solution, whereby impurities, particularly, silicon compounds, 2-methoxy ethanol, and organic halides, contained in organic phosphine can be removed, so that such high-purity organic phosphine may be used as a raw material for high-performance compound semiconductor thin film with Groups III and V elements of the Periodic Table.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: February 8, 1994
    Assignee: Nippon Mining Company Limited
    Inventors: Toru Imori, Takayuki Ninomiya, Kazuhiro Kondoh, Kouichi Nakamura, Kouhei Ushikubo
  • Patent number: 5281731
    Abstract: A convergent synthesis of 19-nor-vitamin D compounds, specifically 19-nor-1.alpha.,25-dihydroxyvitamin D.sub.3, is disclosed. The synthesis can also readily be utilized for preparing other 1.alpha.-hydroxylated 19-nor-vitamin D compounds. The key step in the synthesis is a suitable application of Lythgoe's procedure i.e. a Horner-Wittig reaction of the lithium anion of a phosphine oxide with a Windaus Grundmann ketone to give, after any necessary deprotection, the desired 19-nor-vitamin D compound.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: January 25, 1994
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
  • Patent number: 5268492
    Abstract: An optically active diphosphine having a bicyclo[2.2.1]heptane of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are difined in the specification and a metal complex comprising said optically active diphosphine are disclosed. A process for producing or purifying said optically active diphosphine is disclosed.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: December 7, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keiji Yamamoto, Masahiro Miyazawa, Satoru Momose
  • Patent number: 5250736
    Abstract: Allylphosphines and vinylphosphines are prepared by reaction of a phosphine with an allylhalide or a vinylhalide, respectively. Preferably the phosphine is a secondary phosphine, so that there is formed an allyldialkylphosphine or a dialkylvinylphosphine. The allyldialkylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,3-bis-(dialkylphosphino)propane. The dialkylvinylphosphine can be reacted further with dialkylphosphine under free radical conditions to yield a 1,2 bis-(dialkylphosphino)ethane. These compounds are useful as bidentate ligands.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: October 5, 1993
    Assignee: Cyanamid Canada Inc.
    Inventors: Colleen E. Micklethwaite, Allan J. Robertson
  • 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: 5231202
    Abstract: A phosphine compound represented by formula (I): ##STR1## wherein Ph represents a phenyl group; and R represents a lower alkyl group or --OR.sup.1, wherein R.sup.1 represents a hydrogen atom, a cycloalkyl group having from 5 to 7 carbon atoms, or an alkyl group having from 1 to 6 carbon atoms which may be substituted with a halogen atom, a lower alkoxy group, a lower alkoxy group-substituted lower alkoxy group, or a phenyl group, and a transition metal complex using the phosphine compound (I) as a ligand are disclosed. The transition metal complex, when used as a catalyst for various enantioselective synthesis reactions, e.g., enantioselective silylation reaction, provides a desired product in high yield at high optical purity. The absolute configuration of the product can be arbitrarily selected by selecting the optical isomer of the ligand in the transition metal complex catalyst.
    Type: Grant
    Filed: March 12, 1992
    Date of Patent: July 27, 1993
    Assignee: Takasago International Corporation
    Inventors: Tamio Hayashi, Yasuhiro Uozumi, Akiko Yamazaki, Hidenori Kumobayashi
  • Patent number: 5210311
    Abstract: An improved process for the production of linear alternating polymers of carbon monoxide and at least one ethylenically unsaturated hydrocarbon comprises contacting the carbon monoxide and hydrocarbon under polymerization conditions in the presence of a reaction diluent and a novel catalyst composition formed from a palladium compound, a strong non-hydrohalogenic acid and a tetradentate aromatic phosphine ligand. The polymer products are of higher molecular weight and are produced at a faster rate than the more conventional process employing a catalyst composition formed from a bidentate ligand.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: May 11, 1993
    Assignee: Shell Oil Company
    Inventor: Pui K. Wong
  • Patent number: 5169926
    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: April 12, 1991
    Date of Patent: December 8, 1992
    Assignee: Shell Oil Company
    Inventors: Johannes J. Keijsper, Alexander W. van der Made, Petrus W. N. M. van Leeuwen
  • Patent number: 5126473
    Abstract: A process is described for the hydrided of halogen-substituted compounds of the second to fourth period of Groups III to V of the periodic system, with the exception of gallium, aluminum, carbon, or nitrogen. A finely-granulated aluminum is added to a molten salt melt that consists of 50-67 molar % AlCl.sub.3 (anhydrous) and 50 to 33 molar % of sodium chloride. Then to the stirred, or by some other means dispersed suspension, hydrogen is introduced to hydrided the finely-dispersed aluminum. Thereafter the mixture is reacted with the halogen-substituted compound and the resulting hydrided compound is renewed.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: June 30, 1992
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hans-Juergen Klockner, Ralf Schmoll, Peter Panster, Peter Kleinschmit
  • Patent number: 5073643
    Abstract: Synthesis use of a new class of diaryliodonium salt photo and thermal polymerization initiators in which the aryl groups are substituted with alkoxy group bearing hydroxy groups. Good to excellent yields are obtained of diaryliodonium salts in which the aryl groups are substituted with long chain alkoxy groups, which alkoxy groups also possess at least one hydroxyl moiety attached at the 2-position of an alkoxy group. The resultant salts have enhanced solubility when compared with their lower molecular weight counterparts. The hydroxyl groups serve as chain transfer agents; and, in cross linking UV-induced cationic polymerizations, the hydroxyl groups effect marked accelertion on polymerization rates. The salts also have excellent compatability with nonpolar monomers such as epoxidized oil and poly(1,2-butadience oxide) and provide further benefits when they are used along with copper cocatalysts in thermally curable polymer systems.
    Type: Grant
    Filed: August 30, 1990
    Date of Patent: December 17, 1991
    Assignee: Polyset Corporation
    Inventor: James V. Crivello
  • Patent number: 5057599
    Abstract: An improved process for the production of linear alternating polymers of carbon monoxide and at least one ethylenically unsaturated hydrocarbon comprises contacting the carbon monoxide and hydrocarbon under polymerization conditions in the presence of a reaction diluent and a novel catalyst composition formed from a palladium compound, a strong nonhydrohalogenic acid and a tetradentate aromatic phosphine ligand. The polymer products are of higher molecular weight and are produced at a faster rate than the more conventional process employing a catalyst composition formed from a bidentate ligand.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: October 15, 1991
    Assignee: Shell Oil Company
    Inventor: Pui K. Wong
  • Patent number: 5055552
    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, an anion of a strong non-hydrohalogenic acid and a supported bidentate ligand of phosphorus. The improved process is characterized by a reduced level of reactor fouling. The polymer products are useful as engineering thermoplastics.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: October 8, 1991
    Assignee: Shell Oil Company
    Inventor: Pui K. Wong
  • Patent number: 5041676
    Abstract: A process for the production of highly pure alkyl and arylphosphines for gas phase epitaxy processes through the reduction of alkyl and arylphosphinic acid or alkyl and arylphosphonic acid derivatives, with substituted alkali metal aluminum hydrides in a high-boiling solvent such as 1-methylnaphthalin.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: August 20, 1991
    Inventor: Hartmut Hofmann
  • Patent number: 5026886
    Abstract: A process is disclosed for preparing biaryl, bidentate ligands comprising:(1) contacting a biaryl compound having the structural formula: ##STR1## with a proton abstracting agent under conditions suitable to form a biaryl dianion, which is then(2) contacted with a Group V compound of the formula: ##STR2## where X' is halogen or a suitable leaving group.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: June 25, 1991
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Gerald W. Phillips, Thomas A. Puckette, Thomas J. Devon
  • Patent number: 5012002
    Abstract: 2,2'-Bis[di-(m-tolyl)phosphino]-1,1'-binaphthyl represented by formula (I) is disclosed. ##STR1## The compound of formula (I) is capable of forming a complex with a metal, e.g., ruthenium, rhodium, and palladium, which is extremely important and industrially excellent as a catalyst for various asymmetric synthesis reactions.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: April 30, 1991
    Assignee: Takasago International Corporation
    Inventors: Hidenori Kumobayashi, Takanao Taketomi
  • Patent number: 4959488
    Abstract: Polyfunctional hexasubstituted benzene derivatives wherein at least three of the substituents are saturated carbon chains having from 1 to 21 carbon atoms and functional groups containing hetero functionalities at the ends of the carbon chains and the remainder of the 6 substituents are either saturated carbon chains containing from 1 to 21 carbon atoms or saturated carbon chains containing from 1 to 21 carbon atoms having a functional group including a hetero functional group containing N, O, S, P, or Si at the end of the chains. These derivatives are made by reacting a disubstituted alkyne wherein one or both of the substituents are saturated carbon chains having 1 to 21 carbon atoms to which hetero functional groups are attached with a palladium catalyst and isolating the resulting hexasubstituted benzene derivative.
    Type: Grant
    Filed: May 17, 1989
    Date of Patent: September 25, 1990
    Assignee: Henkel Research Corporation
    Inventors: James M. Renga, Alan G. Olivero, Mark Bosse
  • 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: 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: 4947000
    Abstract: An aromatic phosphine compound of the formula: ##STR1## wherein each of R.sub.1 to R.sub.3 is an aromatic group, or an oxide thereof.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: August 7, 1990
    Assignee: Tosoh Corporation
    Inventors: Hiroshi Meguro, Hiroshi Ohrui, Kazuaki Akasaka
  • Patent number: 4900854
    Abstract: Process for the preparation of asymmetrical alkaline earth metal organoborates and organoaluminates represented by the formula I: ##STR1## and asymmetrical alkaline earth metal organoarsenates and organophosphates represented by the formula II: ##STR2## wherein Z is selected from the group consisting of boron and aluminum; X is selected from the group consisting of phosphorus and arsenic; M is an alkaline earth metal; and in which R.sub.1 -R.sub.6 are independently selected from alkyl, aryl, alkaryl, aralkyl, alkenyl, cycloalkyl, and cyano with the proviso that R.sub.1 -R.sub.6 are not all the same.
    Type: Grant
    Filed: December 8, 1988
    Date of Patent: February 13, 1990
    Assignee: The Dow Chemical Company
    Inventors: Richard C. Winterton, Ronald J. Hoffman, Thomas D. Gregory
  • Patent number: 4892944
    Abstract: A process for producing quaternary salts of high purity is disclosed, comprising reacting a tertiary amine or phosphine with a carbonic acid diester to form a corresponding quaternary carbonate and further mixing it with an acid to perform decarboxylation. The quaternary salts thus obtained are useful compounds which can be used in wide fields as various catalysts, electrolytes, additives, medicaments, etc.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: January 9, 1990
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Shoichiro Mori, Kazuhiko Ida, Makoto Ue
  • 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: 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: 4851581
    Abstract: A novel ligand for use in hydroformylation reactions wherein at least one olefin having from 2 to 20 carbon atoms is contacted in a reaction zone at a temperature of from about 20.degree. C. to about 250.degree. C. and a pressure of from about 50 psig to about 800 psig with hydrogen, carbon monoxide, and a catalyst containing rhodium, the ligand having the formula ##STR1## wherein: n is 1-4;each R is independently selected from hydrogen, alkyl, alkoxy, aryloxy, aryl, aralky, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl or cyano;each R.sub.1 and R.sub.2 is independently selected from alkyl, aryl, aralkyl, alkaryl or cycloaliphatic;each R.sub.3 and R.sub.4 is independently selected from hydrogen and the R.sub.1 substituents; andeach Y is independently selected from the elements N, P, As, Sb and Bi.
    Type: Grant
    Filed: June 11, 1987
    Date of Patent: July 25, 1989
    Assignee: Eastman Kodak Company
    Inventors: Thomas J. Devon, Gerald W. Phillips, Thomas A. Puckette, Jerome L. Stavinoha, Jeffrey J. Vanderbilt
  • Patent number: 4845306
    Abstract: Disclosed is a process for recovering or concentrating active catalyst materials from a substantially homogeneous system comprising:(a) active catalyst materials which comprise(i) triorganophosphine-rhodium complexes, and(ii) free triorganophosphine;(b) oxidized triorganophosphine residues,(c) iron carboxylate salts,(d) pump oils, and(e) aldehydes and aldol condensation products thereof;said processing comprising:(1) admixing a portion of said homogeneous system with about 1 up to 100 volumes (relative to the volume of said portion) of at least one nonpolar hydrophobic hydrocarbon diluent selected from the group consisting of saturated or unsaturated aliphatic hydrocarbon having in the range of 3 up to 20 carbon atoms and aromatic or hydrocarbyl-substituted aromatic hydrocarbons having in the range of 6 up to 22 carbon atoms to produce a diluted homogeneous system,(2) contacting said diluted homogeneous system with 0.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: July 4, 1989
    Assignee: Eastman Kodak Company
    Inventor: Thomas A. Puckette
  • Patent number: 4835202
    Abstract: (Hydroxyphenyl)phosphine derivatives of the formula ##STR1## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation, said derivatives being particularly effective as process stabilizers in organic materials containing phenolic antioxidants.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: May 30, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Stephen D. Pastor, John D. Spivack, Edward T. Hessell
  • Patent number: 4824977
    Abstract: A hydroformylation process including contacting hydroformylation stock in a reaction zone at a temperature of from about 20.degree. C. to about 250.degree. C. and a pressure of from about 15 psig to about 800 psig with hydrogen and carbon monoxide wherein the catalyst comprises rhodium in chemical complex with one or more ligands of the formulae ##STR1## wherein: Z, when present, represents the atoms necessary to form with adjacent carbons on the benzene nucleus a fused divalent ring structure having up to about 20 ring carbons;each ring is either unsubstituted or one or more of the hydrogens thereof is replaced with a substituent R selected independently from alkyl, alkoxy, aryloxy, aryl, aralkyl, alkaryl, alkoxyalkyl, cycloaliphatic, halogen, alkanoyl, alkanoyloxy, alkoxycarbonyl, carboxyl or cyano;each R.sub.1 and R.sub.
    Type: Grant
    Filed: March 11, 1988
    Date of Patent: April 25, 1989
    Assignee: Eastman Kodak Company
    Inventors: Thomas J. Devon, Gerald W. Phillips, Thomas A. Puckette, Jerome L. Stavinoha, Jr., Jeffrey J. Vanderbilt
  • 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: 4734514
    Abstract: Organometallic compounds having the formulas: ##STR1## wherein N is selected from phosphorus and arsenic, H is hydride, and X and Y are independently selected from hydride, lower alkyl cyclopentadienyl, and phenyl, except that Y cannot be hydrogen; andMR.sub.xwherein x is an integer from 2 to 4 inclusive, each said R substituent is independently selected from hydride, lower alkyl, phenyl, alkyl-substituted phenyl, cyclopentadienyl, and alkyl-substituted cyclopentadienyl, and M is selected from elements of Groups 2B, 2A, 3A, 5A, and 6A of the Periodic Table, except carbon, nitrogen, oxygen, and sulfur. The use of these compounds in chemical vapor deposition processes and methods for synthesizing these compounds are also disclosed.
    Type: Grant
    Filed: February 10, 1986
    Date of Patent: March 29, 1988
    Assignee: Morton Thiokol, Inc.
    Inventors: Andreas A. Melas, Benjamin C. Hui, Jorg Lorberth
  • Patent number: 4731484
    Abstract: New compounds which are 4,4'-bis(trihaloacetyl) derivatives of aromatic compounds have been prepared by reacting an aromatic compound with a haloacetyl halide in the presence of a Friedel-Crafts catalyst, e.g. AlCl.sub.3, in a suitable solvent. The compounds are useful in preparing polycarbonates, polyesters, polyamides, polyketones and polyurethanes.
    Type: Grant
    Filed: April 30, 1986
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventor: Marlin E. Walters
  • Patent number: 4710587
    Abstract: A process for selectively removing alkyl substituted phosphine from an organic liquid containing same and triarylphosphine by treating said liquid with phosphoric acid.
    Type: Grant
    Filed: August 2, 1985
    Date of Patent: December 1, 1987
    Assignee: Union Carbide Corp.
    Inventors: David R. Bryant, Richard A. Galley
  • Patent number: 4708824
    Abstract: Chloro(diphenyl)phosphine, (C.sub.6 H.sub.5).sub.2 PCl, is prepared by reaction of diphenylphosphinic acid chloride with triphenylphosphine at temperatures between about 300.degree. and about 600.degree. C. The initial P-O compound undergoes deoxygenation during the reaction.The product of the process is useful as an intermediate in various specialized areas such as the plant-protection and polymer sectors.
    Type: Grant
    Filed: June 28, 1985
    Date of Patent: November 24, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 4698448
    Abstract: Compounds of the formula ##STR1## wherein R is lower alkyl or aryl, Y is oxygen or sulfur, m is 0 or 1, Ar is arylene, and X is halogen, methyl, or aryloxy, or polymers containing repeating units of this kind are prepared from a compound R--P(Y).sub.r Cl.sub.2, where r is 0 or 1 but is never greater than m, by reaction with one or two molar parts of a compound H--ArX in the presence of a Friedel-Crafts catalyst.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: October 6, 1987
    Assignee: Rohm GmbH
    Inventors: Werner Ude, Siegmund Besecke, Achim Riemann, Guenther Schroeder
  • Patent number: 4681693
    Abstract: New products having the structure of arylphosphines or of derivatives of arylphosphines with an oxygen or sulphur atom directly bonded to the phosphorus atom, containing perfluoroalkylether chains, characterized in that such chains are bonded to the benzene ring through a non-perfluorinated bridge, and are obtained by a process substantially decreasing their production costs, and suitable to be used as stabilizers of perfluoropolyether oils and greases to prevent their degradation in the presence of metals, and the corrosion of the same metals, such as, e.g., Al, Ti, V, or their alloys, when operating in oxidizing and high-temperature environments.
    Type: Grant
    Filed: April 23, 1986
    Date of Patent: July 21, 1987
    Assignee: Ausimont S.p.A.
    Inventors: Piero Gavezotti, Ezio Strepparola
  • 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: 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: 4632995
    Abstract: Organic chlorophosphanes of the formula II ##STR1## in which R.sup.1 =an aromatic or heterocyclic radical and R.sup.2 =an aliphatic radical or Cl are prepared by reacting organic phosphorus oxychlorides of the formula I ##STR2## in which R.sup.1 and R.sup.2 have the meaning mentioned above with triphenylphosphane (C.sub.6 H.sub.5).sub.3 P at an elevated temperature. The organic chlorophosphanes II are, in the main, intermediates in various specialized fields, such as the pharmaceuticals, plant protection, dyestuffs and polymers sectors.
    Type: Grant
    Filed: April 12, 1984
    Date of Patent: December 30, 1986
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 4618720
    Abstract: An improved process is disclosed for preparing alkyldiarylphosphines and related compounds. Typically, diphenylphosphinous chloride is reacted in solution with an excess of an alkali metal; and the reaction product reacted with chlorohexane thereby forming hexyldiphenylphosphine. The improved process obtains greater yields, by use of critical amounts of alkali metal; use of a single reactor rather than two reactors; preinitiation of the first stage reaction; reduction of temperatures to increase reaction rate under certain conditions; and preferred reactants and physical form thereof. Novel products include behenyldiphenylphosphine.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: October 21, 1986
    Assignee: Stauffer Chemical Company
    Inventors: W. Elliott Bay, Karl E. Reineke, Edward D. Weil
  • Patent number: 4618719
    Abstract: There is disclosed an improved process for the addition of phospines to alpha-olefins at high yields and conversions. The process involves the absence of a catalyst whose residues could interfere with the utility of the product, such as n-hexyldiphenylphosphine, as a ligand. Simple thermal reaction is used at temperatures of at least 200.degree. C., most preferably 250.degree. C.-350.degree. C. The pressure is preferably at least atmospheric. Preferred reactants, products, and processing conditions are also disclosed. Batch processes are exemplified and continuous processes proposed.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: October 21, 1986
    Assignee: Stauffer Chemical Company
    Inventors: W. Elliot Bay, Karl E. Reineke
  • 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: 4540823
    Abstract: Novel advanced epoxy resins are prepared using phosphine or phosphonium salt initiators bearing at least one hydroxyphenyl or thiophenyl groups. These phosphonium salt initiators are novel compositions of matter. The resulting resins contain reduced quantities of extractable phosphorus containing moieties.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: September 10, 1985
    Assignee: The Dow Chemical Company
    Inventors: George A. Doorakian, Joseph W. Hanafin
  • 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: 4514575
    Abstract: Tertiary phosphine oxides, such as triphenylphosphine oxide, are reduced to the corresponding phosphines with trichlorosilane in an inert halogenated hydrocarbon solvent.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: April 30, 1985
    Assignee: Ethyl Corporation
    Inventors: John Y. Lee, Dennis P. Bauer
  • 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: 4507503
    Abstract: Tertiary phosphine oxides, such as triphenylphosphine oxide, are reduced to the corresponding phosphines in the presence of a trialkylaluminum/trialkyl borate reducing agent.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: March 26, 1985
    Assignee: Ethyl Corporation
    Inventors: Frederick W. Frey, John Y. Lee
  • Patent number: 4507504
    Abstract: Tertiary phosphine oxides, such as triphenylphosphine oxide, are reduced to the corresponding phosphines in the presence of a trialkylaluminum/boron trihalide reducing agent.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: March 26, 1985
    Assignee: Ethyl Corporation
    Inventors: John Y. Lee, Frederick W. Frey
  • Patent number: 4507502
    Abstract: A tertiary phosphine oxide, such as triphenylphosphine oxide, is reduced to the corresponding tertiary phosphine in the presence of a sodium aluminum hydride/sodium aluminum chloride reducing agent.
    Type: Grant
    Filed: October 26, 1983
    Date of Patent: March 26, 1985
    Assignee: Ethyl Corporation
    Inventor: Gunner E. Nelson
  • 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