The Phosphorus In The Reactant Is Trivalent Patents (Class 558/95)
  • Patent number: 8729287
    Abstract: The invention relates to a method for producing 6-chlorodibenzo[d,f][1,3,2]dioxaphosphepin (formula 1), comprising the following steps: a) addition of 2,2?-dihydroxybiphenyl, which is suspended in an inert solvant. into a reactor to an excess of phosphorous trichloride under inert gas and stirring; b) discharge and neutralization of the resulting gases from the reaction mixture; c) separation of the excess phosphorous trichloride and the solvant; d) obtention of 6-chlorodibenzo[d,f][1,3,2]dioxaphosphepin.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: May 20, 2014
    Assignee: Evonik Oxeno GmbH
    Inventors: Dirk Fridag, Robert Franke, Bernhard Schemmer, Burkard Kreidler, Bjoern Wechsler
  • Patent number: 8722595
    Abstract: The present invention provides a lubricating oil composition capable of achieving a lubricating property, a thermal stability, an oxidation stability, an anti-discoloring property and an anti-varnishing performance with a higher level by compounding a phosphorus compound having a specific structure in a base oil, as well as a lubricating oil composition for internal combustion engines which is excellent in wear resistance, high-temperature detergency and base number retention property although it has a low phosphorus content, a low sulfur content and a low sulfated ash content.
    Type: Grant
    Filed: September 18, 2009
    Date of Patent: May 13, 2014
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Hideki Kamano, Junichi Yagi, Hideto Kamimura
  • Publication number: 20130090491
    Abstract: The present invention relates to phenol-free phosphites and preparation thereof. The phenol-free phosphites are obtained by reacting biphenol, and phosphorous derivatives with higher aliphatic alcohol via condensation and trans-esterification. The phenol-free phosphites of the present invention can be used as a heat stabilizer for resin so as to enhance the heat resistance of the resin during processing at high temperatures.
    Type: Application
    Filed: December 20, 2011
    Publication date: April 11, 2013
    Inventors: Kuang Hsu HUANG, Chin-Fu Huang
  • Patent number: 7883642
    Abstract: An antioxidant composition containing an antioxidant represented by the following formula (I) and a metal salt of fatty acid of a carbon number of 4 to 18, wherein a weight ratio of the antioxidant (I) and the metal salt of fatty acid is in a range of (100:0.1) to (100:200).
    Type: Grant
    Filed: November 16, 2006
    Date of Patent: February 8, 2011
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Kenji Kimura
  • Patent number: 6884401
    Abstract: A high viscosity liquid is fed into a rotation pack bed at a position with a distance far enough from a rotation axis, creating a centrifugal force exerted on the high viscosity liquid overwhelming a drag thereof, so that it can flow radially through the rotation pack bed. A high pressure gas is introduced into the rotation pack bed peripherally and/or a suction force source is connected to a position near the rotation axis, so that a volatile component contained in the high viscosity fluid is entrained in the gas counter currently flowing through the rotation pack bed and withdrawn from the position near the rotation axis, or the volatile component exits from the position near the rotation axis in gas phase, and thus the volatile component is removed from the high viscosity liquid. A second fluid can also be fed into the rotation pack bed to react with the high viscosity liquid, so that a reaction product is formed, and a volatile side product is removed at the same time.
    Type: Grant
    Filed: July 17, 2002
    Date of Patent: April 26, 2005
    Assignee: Industiral Technology Research Institute
    Inventors: Sheng Yang, Chia-Chang Lin, I-Min Tseng, Wen-Tzong Liu, Hua-Tang Yu
  • Patent number: 6759461
    Abstract: A novel antioxidant has the advantages of both the hindered phenols and the phosphite antioxidant is prepared from phosphorus trichloride and 2,5-di-tert-butylhydroquinone, such as tetrakis-(2,5-di-tert-butyl-4-hydroxyphenyl)-2,5-di-tert-butyl-hydroquinonediyl diphosphite.
    Type: Grant
    Filed: July 17, 2002
    Date of Patent: July 6, 2004
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Tseng-Rong Wu, Pin-Yang Yu, Yi-Chin Lin, Te-Chuan Chang
  • Patent number: 6673955
    Abstract: The invention relates to a process for preparing triethyl phosphate by reacting phosphorus oxychloride with a greater than stoichiometric quantity of ethanol under reduced pressure at temperatures of from 0 to 50° C. in a reaction vessel, wherein a) the volatile components resulting from the reaction are predominantly condensed by means of a reflux condenser and the remaining volatile components are passed into a scrubber filled with water, b) after the end of the reaction, the reaction mixture is separated distillatively in an outgassing column into a top product and a bottom product which predominantly comprises triethyl phosphate, c) the top product of the outgassing column is combined with the contents of the scrubber and d) the contents of the scrubber are separated distillatively in an azeotropic distillation to obtain water and ethanol as top product and the ethanol, preferably after dewatering, is preferably returned to the reaction.
    Type: Grant
    Filed: November 22, 2002
    Date of Patent: January 6, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Heinz Mitschke, Kaspar Hallenberger, Ottfried Schlak, Johannes Kaulen
  • Publication number: 20030100788
    Abstract: The invention relates to a process for preparing triethyl phosphate by reacting phosphorus oxychloride with a greater than stoichiometric quantity of ethanol under reduced pressure at temperatures of from 0 to 50° C.
    Type: Application
    Filed: November 22, 2002
    Publication date: May 29, 2003
    Inventors: Karl-Heinz Mitschke, Kaspar Hallenberger, Ottfried Schlak, Johannes Kaulen
  • Patent number: 6500944
    Abstract: The invention relates to the chemical synthesis of oligonucleotides and to chemical entities useful in such synthesis. More particularly, the invention relates to sulfurization of the internucleotide linkages of oligonucleotides. The invention provides a process to synthesize new sulfur transfer reagents and a process for their use in sulfurizing oligonucleotides. The sulfur transfer reagents according to the invention are inexpensive to make, stable in storage and in solution, and highly efficient in sulfurization.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: December 31, 2002
    Assignee: Avecia Biotechnology, Inc.
    Inventors: Saroj K. Roy, Jin-Yan Tang
  • Patent number: 6444836
    Abstract: A process for manufacturing organic phosphites of at least 95.5 wt. % purity, said process comprising: reacting a hydroxyl-containing compound with a phosphorous compound, and desorbing residual hydroxyl-containing compound in the reaction product in a desorbing column employing an inert gas as a desorbing agent.
    Type: Grant
    Filed: May 23, 2001
    Date of Patent: September 3, 2002
    Assignee: General Electric Company
    Inventors: Kief Hess, James A. Mahood, Steve Marcus, Charles E. White, Jr.
  • Publication number: 20020120162
    Abstract: A method for the production of an aromatic phosphite by reacting an aromatic hydroxy-compound with a phosphorus trihalide in the presence of a tertiary amine and a non-protic solvent, said solvent being mobile below −20° C. Suitable tertiary amines include tri-propyl amines, tri-butyl amines, tri-n-propylamine, tri-iso-propylamine, tri-n-butylamine, tri-isobutylamine and tri-t-butylamine.
    Type: Application
    Filed: February 22, 2002
    Publication date: August 29, 2002
    Applicant: RHODIA CONSUMER SPECIALTIES LIMITED
    Inventor: Justin Mark Cowan
  • Patent number: 6388121
    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 aluminium content are obtained which are distinguished by an improved clear solubility and an improved action as stabilizer for polymeric materials.
    Type: Grant
    Filed: June 29, 2001
    Date of Patent: May 14, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Ernst Gronmaier, Peter Staniek
  • 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: 6075159
    Abstract: A phosphite represented by the formula (I): ##STR1## wherein n repesents 1 or 2; A represents alkylene; B represents a direct bond or alkylene; one of Y and Z represents a hydroxyl group, alkoxy or aralkyloxy, and the other one represents a hydrogen atom or alkyl; X represents a group of formula (II): ##STR2## wherein R.sup.1 and R.sup.2 represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group; R.sup.3 represents a hydrogen atom or an alkyl group; and R.sup.4 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group, or R.sup.4 may be combined to form a direct bond, a sulfur bond (--S--), or an unsubstituted or substituted methylene group; R.sup.5 and R.sup.6 independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, an aralkyl group or a phenyl group;R.sup.8 represents a hydrogen atom or an alkyl group; andR.sup.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: June 13, 2000
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda, Takashi Sanada
  • 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: 5889095
    Abstract: A phosphite stabilizer for organic material is represented by the formula (1): ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 is hydrogen, alkyl, cycloalkyl, alkyl, cycloalkyl, aralkyl or phenyl; R is hydrogen or alkyl; X is a direct bond, sulfur atom or a --CHR.sup.6 group in which R.sup.6 represents hydrogen, alkyl or cycloalkyl; A is an alkylene group having 2 to 8 carbon atoms or *--COR.sup.7 -- in which R.sup.7 is a direct bond or alkyl group, and * represents the bond to the oxygen atom of the phenoxy radical; and one of Y and Z represents a hydroxyl group, an alkoxy group or an aralkoxy group and the other one represents atom or an alkyl group.
    Type: Grant
    Filed: August 4, 1997
    Date of Patent: March 30, 1999
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Naoki Inui, Taketoshi Kikuchi, Kanako Fukuda, Takashi Sanada
  • Patent number: 5561181
    Abstract: An ultra high ortho nonyl phenol phosphite is provided in the form of a mixed ortho-para tris nonyl phenyl phosphite composition. The composition is produced by reacting PCl.sub.3 with a nonyl phenyl composition comprising (a) para-unsubstituted/ortho substituted nonyl phenol present at a level of from 98 to 99.95 percent by weight based on the total weight of the nonyl phenol composition. The phosphite composition surprisingly and unexpectedly exhibits a substantial increase hydrolyric stability over that of conventional high ortho tris nonyl phenyl phosphite. The phosphite is useful for stabilizing thermoplastic compositions, which may be then extruded or molded into articles such as film, sheet or useful thermoplastic objects.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: October 1, 1996
    Assignee: General Electric Company
    Inventor: James A. Mahood
  • Patent number: 5532401
    Abstract: An improved process for the preparation of tris(nonylphenyl) phosphite is described which includes the steps of combining at least a 4 weight percent excess of nonylphenol (preferably 8 weight percent excess) with PCl.sub.3 with agitation and heating sufficient to liberate HCl formed during the synthetic reaction as a by-product and removing the excess nonylphenol from the tris(nonylphenyl) phosphite by thin film distillation to reduce the residual chloride level to 90 ppm or less, an acid number of 0.1 or less and a nonylphenol content after stripping of 0.1 weight percent or less. The temperature of the reaction was from room temperature to 130.degree. C., and the temperature of the evaporator which removes the excess nonylphenol is from 100.degree. C. to 350.degree. C., preferably from 150.degree. C. to 250.degree. C., under a system vacuum of from 0.01 mm Hg to 5 mm Hg.
    Type: Grant
    Filed: January 19, 1995
    Date of Patent: July 2, 1996
    Assignee: Dover Chemical Corporation
    Inventors: Donald R. Stevenson, Daniel L. Clark, John C. Debevec, Charles N. Slater, Carroll W. Larke
  • Patent number: 5401845
    Abstract: Compounds of the formula I ##STR1## in which x is 1, 2 or 3, and, if x=1, R.sup.1 is C.sub.1 -C.sub.30 alkyl, C.sub.1 -C.sub.18 alkyl substituted by halogen, --COOR.sup.2, --CN, --NR.sup.3 R.sup.4 or by --CONR.sup.3 R.sup.4, C.sub.2 -C.sub.18 alkyl which is interrupted by --NR.sup.5 --, --O-- or --S--, C.sub.3 -C.sub.18 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl-C.sub.1 -C.sub.4 alkyl, phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.12 alkyl, halogen, phenyl-C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, or R.sub.1 is naphthyl, a radical of the formula ##STR2## R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.12 cycloalkyl or phenyl-C.sub.1 -C.sub.4 alkyl, R.sup.6 is hydrogen, methyl, allyl or benzyl, R.sup.7 is hydrogen or --OR.sup.9, R.sup.8 is hydrogen or methyl, R.sup.9 is hydrogen or C.sub.1 -C.sub.30 alkyl, R.sup.10 and R.sup.11, independently of one another, are hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 28, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Rita Pitteloud, Peter Hofmann, Rudolf Maul, Volker Schenk, Eduard Troxler, Horst Zinke
  • 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: 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: 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: 5183916
    Abstract: Tri-n-butylphosphorothioite is produced on a continuous or semi-continuous by simultaneously adding phosphorus trichloride and butylmercaptan to a reaction vessel at a rate such that an excess of butylmercaptan is present and allowing the resultant mixture to react at a temperature of from about 120.degree. C. to about 150.degree. C. One or more reactors may be employed. This process is particularly advantageous for safety reasons and produces high quality phosphite which may be oxidized without purification to produce S,S,S-tri-n-butylphosphorotrithioate.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: February 2, 1993
    Assignee: Miles Inc.
    Inventors: Ara H. Zakaryan, Peter E. Newallis, Mark A. Tice
  • Patent number: 5126475
    Abstract: Preparation of phosphites which are stable to hydrolysis from organic phosphites or phosphorus-halogen compounds and an ammonium salt of a hydroxysulfonic acid which is insoluble in water and soluble in an organic solvent. The compounds are useful in making catalysts for the hydroformylation reaction.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: June 30, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Bernhard Fell, Georgios Papadogianakis
  • Patent number: 4997928
    Abstract: Fluorescent reagents possessing an activated phosphate for the convenient covalent coupling to the 5'-hydroxyl of oligonucleotides. A class of 5.dbd.-fluorescence-tagged oligonucleotides is also disclosed.
    Type: Grant
    Filed: September 15, 1988
    Date of Patent: March 5, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank W. Hobbs, Jr.
  • Patent number: 4855474
    Abstract: The aldehyde RCHO is reacted with PCl.sub.3 and sulfur monochloride in the presence of chloride ion and under anhydrous conditions to give RCHClO(S)PCl.sub.2.
    Type: Grant
    Filed: March 18, 1987
    Date of Patent: August 8, 1989
    Assignee: E. I. Du Pont De Nemours and Company
    Inventors: Mohamed H. Fahmy, James R. Sanborn
  • Patent number: 4727178
    Abstract: S-substituted phosphorodichloridothiolates such as S-alkyl, cycloalkyl, aralkyl, and arylphosphorodichloridothiolates are prepared by reacting a sulfuryl chloride and a mercaptan or disulfide with phosphorus trichloride and a carboxylic acid anhydride.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: February 23, 1988
    Assignee: Stauffer Chemical Co.
    Inventor: Danielle A. Bright
  • Patent number: 4623744
    Abstract: A process for the preparation of novel phosphorous containing compounds by the reaction of bicyclic amide acetals with certain types of phosphorous compounds is disclosed.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: November 18, 1986
    Assignee: Ashland Oil, Inc.
    Inventor: Anil B. Goel
  • Patent number: 4584146
    Abstract: Tetrakis(2,6-di-t-butyl-4-substituted phenyl)4,4'-substitutedbisphenyl diphosphites that are prepared from a hindered phenol and a non-hindered bisphenol have been found to be excellent stabilizers for organic materials subject to degradation, and form even more effective combinations with hydroxyphenylalkyleneyl isocyanurates, substantially and synergistically enhancing the stabilizing efficiency of the isocyanurate.
    Type: Grant
    Filed: October 20, 1983
    Date of Patent: April 22, 1986
    Assignee: The B. F. Goodrich Company
    Inventor: Dwight W. Chasar