Nitrogen Containing Compound Utilized (e.g., Pyridine, Carbamates, Urea, Etc., Utilized As Catalysts, Proton Acceptors, Etc.) Patents (Class 558/96)
  • Publication number: 20140343313
    Abstract: Claimed is a process for producing a phosphorus-containing ligand, preferably a diphosphite ligand structure (DLS) such as structure I. The method includes contacting a phosphorochloridite (structure II) with a compound having the structure X—OH (which can be a bisaryl compound), and a tertiary organic amine to provide structure I? and as preferred embodiment structure I.
    Type: Application
    Filed: October 15, 2012
    Publication date: November 20, 2014
    Applicant: INVISTA North America S.a r.l.
    Inventors: Stewart Forsyth, John Arthur Turner, Keith Whiston, Thomas E. Voss
  • Patent number: 8471066
    Abstract: A process for preparation of a phosphoromonochloridite in high yield, by contacting phosphorus trichloride (PCl3) with an aromatic diol, such as 2,2?-biphenol, in a slurry, which contains a portion of the aromatic diol in solid form and contains a solution phase containing the remaining portion of the aromatic diol and an organic solvent, under reaction conditions sufficient to produce the phosphoromonochloridite. The slurry comprises less than 5 mole percent of a nitrogen base, calculated on total moles of the aromatic diol, and the organic solvent is selected for its low hydrogen chloride solubility.
    Type: Grant
    Filed: March 17, 2009
    Date of Patent: June 25, 2013
    Inventor: Glenn A. Miller
  • Patent number: 8097749
    Abstract: The present invention relates to a process for preparation of a phosphoromonochloridite in high yield by contacting phosphorus trichloride (PCl3) with an aromatic diol in a solution of one or more organic solvents under reaction conditions sufficient to produce the phosphoromonochloridite. The reaction is carried out by adding a feed solution containing the aromatic diol dissolved in a first organic solvent into a reaction zone containing PCl3, and optionally one or more second organic solvents, the addition being conducted so as to maintain substantially isothermal process conditions. The reaction solution comprises greater than 0.01 to less than 5 mole percent of a nitrogen base.
    Type: Grant
    Filed: March 17, 2009
    Date of Patent: January 17, 2012
    Inventor: Glenn A. Miller
  • Patent number: 6740618
    Abstract: This invention is directed to alkyl cobalt (III) dioximates and methods for making these dioximates.
    Type: Grant
    Filed: February 21, 2003
    Date of Patent: May 25, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Alexei A. Gridnev, Gregorii A. Nikiforov
  • Patent number: 6653494
    Abstract: A one pot process for the preparation of sterically hindered triaryl phosphite is provided. It is suitable for large scale commercial production with an advantage of having carried out the reaction at 0-5° C. in a shortest time of 1 hr using pyridine as Lewis base to remove HCl formed in the reaction; thus avoiding the usage of scrubber. The triaryl phosphite is of the formula P(OR)3 and is produced by reacting a di alkyl—substituted phenol of formula ROH with phosphorus trihalide in a presence of a Lewis base, wherein R represents an aryl compound of a formula C6H3RaRb, wherein Ra is tertiary alkyl, Rb is lower alkyl or tertiary alkyl. The process preferably comprises of mixing a stoichiometric amount of 2,4-dialkyl phenol with phosphorous trihalide in methylene chloride with different stoichiometric amounts of pyridine such as the molar equivalent, 10 mol %, 20 mol % and 50 mol % more than the amount of 2,4 dialkyl phenol. The reaction is preferably carried out at 0-5° C.
    Type: Grant
    Filed: August 2, 2002
    Date of Patent: November 25, 2003
    Assignee: Strides Inc.
    Inventors: Padiyath Mohammed Akbarali, Kuniyil Kulangara Vijay Raj, Karabasana T. Gouda, Ramachandran Radhakrishnan
  • Patent number: 6437164
    Abstract: Biphenyl and phosphorus trichloride are reacted in the presence of aluminum chloride, a hydrogen chloride gas generated is removed, a pyridine is added, excess phosphorus trichloride is removed, a resulting reaction product containing the obtained phosphine compound of the formula: and a phenol compound of the formula: wherein R is a hydrogen atom or methyl and R1 and R2 are each a hydrogen atom or alkyl having 1 to 5 carbon atoms, are reacted in the presence of a base as a deacidifying agent, and hydrochloride of this base and a pyridine-aluminum chloride complex are removed. By this method, a high quality phosphonite compound containing phosphinobiphenylene of the formula: can be produced safely in a high yield.
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: August 20, 2002
    Assignee: Yoshitomi Fine Chemicals, Ltd.
    Inventors: Masataka Yamamoto, Masahiro Kasagi, Takashi Yokomatsu, Akio Mishima, Yoshihiro Ozaki
  • Patent number: 6362358
    Abstract: A novel process is described for preparing phosphonites or phosphinites by reacting a product of a Friedel-Crafts reaction with alcohols or phenols and separating off the byproducts formed. The novelty is the aftertreatment with a protic compound, or with an oxide, hydroxide, (hydrogen)carbonate resp. (hydrogen)phosphate of a metal or with a nitrogen containing compound (as defined in claim 1), or with any combination of one or more substances of the above mentioned compound classes. Products having a low halide and aluminum content are obtained which are distinguished by an improved clear solubility and an improved action as stabilizer for polymeric materials.
    Type: Grant
    Filed: March 10, 2000
    Date of Patent: March 26, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Ernst Gronmaier, Peter Staniek
  • Patent number: 6077968
    Abstract: A process for the preparation of alkyl arylphosphinites of the formula (I) in whichR.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkoxy groupsR.sup.2 is aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy groups, where R.sup.1 and R.sup.2 together with the phosphorous atom can also form a ring andR.sup.3 is (C.sub.1 -C.sub.4)-alkyl,which comprises reacting halo(aryl)phosphines of the formula (II) ##STR1## in which R.sup.1, R.sup.2 have the meaning given above and X is halogen, with ammonia-containing alcohols of the formula (III)R.sup.3 OH (III)in which R.sup.3 has the meaning given above.
    Type: Grant
    Filed: July 25, 1997
    Date of Patent: June 20, 2000
    Assignee: Celanese GmbH
    Inventor: Hans-Jerg Kleiner
  • Patent number: 6069267
    Abstract: A process for the preparation of organodiphosphites of the formula (R.sup.1 O).sub.2 P(OZO)P(OR.sup.1).sub.2 wherein R.sup.1 and Z are different substituted or unsubstituted aryl groups.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: May 30, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Wilson Tam
  • Patent number: 5786497
    Abstract: A process for producing organo-phosphites is described that involves heating a di-substituted phosphorohalidite, a phenolic compound, and a polymeric amine. An especially useful polymeric amine is N,N,N'N'-tetraethyl-1,3-propanediamine. Conversions in excess of about 97% are obtained.
    Type: Grant
    Filed: August 29, 1997
    Date of Patent: July 28, 1998
    Assignee: General Electric Company
    Inventors: James A. Mahood, Matthew S. Scott
  • Patent number: 5783690
    Abstract: A 2-N-amidoethyl protected nucleoside analog phosphoramidite of formula (1): ##STR1## is useful in the synthesis of a wide variety of oligonucleotide analogs. Coupling yields with phosphoramidite (1) in solution or solid phase oligonucleotide analog synthesis are high and the 2-N-amidoethyl protecting group can be removed easily under standard conditions.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: July 21, 1998
    Assignee: ISIS Pharmaceuticals, Inc.
    Inventors: Zacharia S. Cheruvallath, Daniel C. Capaldi, Vasulinga T. Ravikumar, Douglas L. Cole
  • Patent number: 5734072
    Abstract: The invention relates to a process for preparing monoalkyl phosphonites of the formula I ##STR1## where R.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, or phenyl, each of which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy or dialkylamino groups andR.sup.2 is (C.sub.1 -C.sub.8)-alkyl, which comprises reacting dichlorophosphines of the formula (II)R.sup.1 --PCl.sub.2 (II)where R.sup.1 has the meaning given above, with alcohols of the formula (III)R.sup.2 OH (III)where R.sup.2 has the meaning given above, the molar ratio of dichlorophosphine/alcohol being 1:3 to 1:20, and then, as soon as the content of ionic chlorine in the reaction mixture is 50-75% of the theoretical total chlorine content of the reaction mixture, reacting the mixture with ammonia.
    Type: Grant
    Filed: February 5, 1997
    Date of Patent: March 31, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 5710307
    Abstract: This invention relates to a process for the production of symmetrical trialkyl phosphites, which are also known as phosphorus acid trialkyl esters, from phosphorus trichloride and alcohol in the presence of an auxiliary base as an acid-binding agent and a solvent.
    Type: Grant
    Filed: February 19, 1997
    Date of Patent: January 20, 1998
    Assignee: Bayer AG
    Inventors: Wolfgang Ohlendorf, Hans-Dieter Block
  • Patent number: 5705669
    Abstract: A process for the preparation of alkyl arylphosphinites of the formula (I) ##STR1## in which R.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, arylwhich can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkoxy groupsR.sup.2 is aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy groups, where R.sup.1 and R.sup.2 together with the phosphorous atom can also form a ring andR.sup.3 is (C.sub.1 -C.sub.4)-alkyl, which comprises reacting halo(aryl) phosphines of the formula (II) ##STR2## in which R.sup.1, R.sup.2 have the meaning given above and X is halogen, with ammonia-containing alcohols of the formula (III)R.sup.3 OH (III)in which R.sup.3 has the meaning given above.
    Type: Grant
    Filed: January 29, 1996
    Date of Patent: January 6, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 5631392
    Abstract: The invention relates to a process for preparing an aldehyde compound by hydroformylation of an ethylenically unsaturated organic compound, using a catalyst system which includes a Group VIII metal and a novel bidentate phosphite ligand. The bidentate phosphite ligand has a chemical structure according to formula (1), ##STR1## wherein R.sup.1 and R.sup.3 are respectively substituted or unsubstituted organic groups which may be the same or different, and wherein R.sup.2 is a substituted or unsubstituted tetravalent organic group.
    Type: Grant
    Filed: November 17, 1995
    Date of Patent: May 20, 1997
    Assignees: DSM N.V., E.I. Du Pont de Nemours and Company
    Inventors: Carolina B. Hansen, Antonius J. J. M. Teunissen
  • Patent number: 5543543
    Abstract: Disclosed herein is a process for preparing a phosphorodichloridodithioate comprising reacting a mercaptan, phosphorus trichloride, thiophosphoryl chloride and sulfur in the presence of a base catalyst.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: August 6, 1996
    Assignee: Bayer Corporation
    Inventors: Vidyanatha A. Prasad, Peter E. Newallis, Emerson L. Foote, Jr.
  • Patent number: 5523449
    Abstract: Disclosed herein is a process for preparing a phosphorodichloridodithioate comprising reacting a mercaptan with a phosphorus trichloride and sulfur in the presence of an amine catalyst.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: June 4, 1996
    Assignee: Bayer Corporation
    Inventors: Vidyanatha A. Prasad, Peter E. Newallis, Emerson L. Foote, Jr.
  • Patent number: 5391799
    Abstract: 6-Chloro-2,4,8,10-tetrabutyl-dibenzo[d,f][1,3,2]dioxaphosphepin and related phosphorochlorites are prepared by reaction of an appropriate bisphenol with phosphorus trichloride in the presence of a catalytic amount of 1-methyl-2-pyrrolidinone in toluene followed by heating the solution and stripping off the hydrogen chloride formed by a flow of nitrogen.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: February 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Stephen D. Pastor, Sai P. Shum
  • Patent number: 5254709
    Abstract: A new process is disclosed for the manufacture of hindered aryl phosphites using derivatives of mercaptothiazole or dithiocarbamic acid as catalysts. Ortho-tertiary alkyl aryl phosphites are produced by the reaction of a phosphorus trihalide with an ortho-tertiary alkyl phenolic compound in the presence of the aforementioned catalysts.
    Type: Grant
    Filed: August 24, 1992
    Date of Patent: October 19, 1993
    Assignee: Uniroyal Chemical Company, Inc.
    Inventor: Bryon A. Hunter
  • Patent number: 5235086
    Abstract: A process for the preparation of tris-(2,4-ditert-butylphenyl) phosphite from 2,4-ditert-butylphenol and phosphorus trichloride in the presence of catalysts, which comprises carrying out the reaction in an at least three-stage process in which the 2,4-ditert-butylphenol and 40-100% of the catalyst are combined in a preliminary stage and are brought together with the phosphorus trichloride in a first stage, these being allowed to react under normal pressure and at temperatures of 55.degree. to 70.degree. C. for a dwell time of 15 to 40 minutes, the reaction mixture is then reacted in a second stage under normal pressure and at temperatures of over 140.degree. C., remaining amounts of catalyst being added to the first and/or second reaction stage, the reaction mixture is then kept under reduced pressure at temperatures of at least 186.degree. C.
    Type: Grant
    Filed: September 16, 1991
    Date of Patent: August 10, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Maul, Volker Schenk
  • Patent number: 5214178
    Abstract: The invention relates to novel cyclic acylphosphinic acid derivatives of the formula ##STR1## in which the substituents independently of each other can have the following meaning:R.sup.1, R.sup.2, R.sup.3, R.sup.4 =H, Cl, Br or C1- to C10-alkyl or -alkoxy but on condition that either R.sup.1 and R.sup.2 together, or R.sup.3 and R.sup.4 together, with incorporation of the associated aromatic 6-ring, form a naphthalene structure;R.sup.5 =C1- to C4-alkyl, C5- or C6-cycloalkyl, phenyl or alkylphenyl.The novel cyclic acylphosphinic acid derivatives can be prepared by reacting the corresponding aromatic o-hydroxycarboxylic acids with organyldichlorophosphines of the formula R.sup.5 PCl.sub.2 in an aprotic solvent or suspension medium at 0.degree. to 200.degree. C. with elimination of HCl and by separating off and purifying the precipitated target product.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 25, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Jurgen Svara
  • Patent number: 5214179
    Abstract: The invention relates to cyclic acylphosphinic acid derivatives of the formula ##STR1## in which the substituents independently of each other can have the following meaning:R.sup.1, R.sup.2, R.sup.3 .dbd.H, halogen C1- to C10-alkyl or -alkoxy phenyl, phenoxy, acetyl or NO.sub.2, where R.sup.1 and R.sup.2 together, with incorporation of the associated aromatic 6-ring, can also form an extended, unsubstituted or substituted aromatic ring system;R.sup.4 .dbd.C1- to C4-alkyl, C5- or C6-cycloalkyl, phenyl or alkylphenyl.The novel cyclic acylphosphinic acid derivatives can be prepared by reacting aromatic o-hydroxycarboxylic acids with organyldichlorophosphines of the formula R.sup.4 OCl.sub.2 in an aprotic solvent or suspension medium at 0.degree. to 200.degree. C. with elimination of HCl and separating off, washing and drying the precipitated target product.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 25, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Jurgen Svara
  • Patent number: 5103035
    Abstract: Bis(alkylphenyl)pentaerythritol diphosphite is produced by forming a reaction mass from phosphorous trichloride, pentaerythritol, a chlorinated hydrocarbon solvent and a heterocyclic tertiary amine catalyst followed by the addition of an alkylphenol to the reaction mass. The process further features the use of mild conditions.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: April 7, 1992
    Assignee: Ethyl Corporation
    Inventors: Hassan Y. Elnagar, Kestutis A. Keblys
  • Patent number: 4764634
    Abstract: The instant invention is directed to a process for producing organic phosphinites by a process wherein a disubstituted halophosphine is reacted with a primary, secondary, or tertiary alcohol or phenol in the presence of a tertiary amine base wherein the reaction is conducted at a temperature of from about ambient. The invention is particularly directed to the preparation of isopropyl diphenylphosphinite.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: August 16, 1988
    Assignee: Akzo America Inc.
    Inventor: Jeffrey E. Telschow
  • Patent number: 4724056
    Abstract: A pollution-free process for forming trialkyl phosphite by reaction of phosphorus trichloride with alcohol in the presence of a tertiary amine acid acceptor is described in which by-product hydrochloride salt of the acid acceptor is electrolyzed to regenerate the tertiary amine for recycle for further use in reacting additional phosphorus trichloride with alcohol to form additional trialkyl phosphite product.
    Type: Grant
    Filed: March 5, 1987
    Date of Patent: February 9, 1988
    Assignee: Stauffer Chemical Company
    Inventor: Elliott P. Doane