Forming Nonionic Phosphorus To Halogen Bond Patents (Class 558/140)
  • Patent number: 5696280
    Abstract: Improved liquid phase process useful in the hydrocyanation of diolefinic compounds to produce nonconjugated acyclic nitriles and to the liquid phase process of isomerization of the nitriles to 3- and/or 4-monoalkene linear nitriles. The improvement involves conducting the process in the presence of zero-valent nickel and a multidentate phosphite ligand. The invention also provides a novel method of making phosphorochloridite.
    Type: Grant
    Filed: October 11, 1996
    Date of Patent: December 9, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Rafael Shapiro
  • Patent number: 5659060
    Abstract: Disclosed is a process for making compounds of the formula ##STR1## by reacting phosphorus trihalide with the corresponding phenol and fluorinating the resulting halophosphite intermediate, in the presence of a catalyst which comprises dimethylformamide.
    Type: Grant
    Filed: November 7, 1996
    Date of Patent: August 19, 1997
    Assignee: Witco Corporation
    Inventors: Michael E. Gelbin, Michael H. Fisch, R. David Peveler
  • Patent number: 5550275
    Abstract: A method of preparing diarylchlorophosphate comprising the step of reacting alkyldiarylphosphate represented by formula (1) and thionyl chloride in the presence of a catalyst:R.sup.1 O--P(O)(OAr).sub.2 (1)(where R.sup.1 represents an alkyl group having 1 to 4 carbon atoms, and Ar represents a substituted or unsubstituted aryl group). According to the invention there is provided a method of preparing diarylchlorophosphate having a high purity at a high yield, which can be advantageously used in industrial applications.
    Type: Grant
    Filed: November 3, 1994
    Date of Patent: August 27, 1996
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Mutsuno Kato, Yoshifusa Hara, Masao Takada
  • Patent number: 5384415
    Abstract: A process for the preparation of a brominated compound which comprises the step of reacting at least one compound selected from the group consisting of a chloroformate, a chlorosulfite and a chlorophosphite with a brominating agent for a time sufficient to obtain at least one brominated compound. In particular, an alcohol is converted into a chloroformate, chlorosulfite or a chlorophosphite, which is then brominated to obtain the desired product. In another embodiment, a brominating agent is reacted with a reactant selected from the group consisting of thionyl chloride, phosgene and phosphorous oxychloride, followed by contacting the reaction product obtained with an alcohol to be brominated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: January 24, 1995
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Manuel Mas, Pascal Metivier
  • Patent number: 5241086
    Abstract: A process for the preparation of a brominated compound which comprises the step of reacting at least one compound selected from the group consisting of a chloroformate, a chlorosulfite and a chlorophosphite with a brominating agent for a time sufficient to obtain at least one brominated compound. In particular, an alcohol is converted into a chloroformate, chlorosulfite or a chlorophosphite, which is then brominated to obtain the desired product. In another embodiment, a brominating agent is reacted with a reactant selected from the group consisting of thionyl chloride, phosgene and phosphorous oxychloride, followed by contacting the reaction product obtained with an alcohol to be brominated.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: August 31, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Manuel Mas, Pascal Metivier
  • Patent number: 5136075
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with anhydrous hydrogen fluoride in an inert solvent, e.g., xylene, methylene chloride, in a manner such that said anhydrous hydrogen fluoride is added to said phosphorus compound at a rate such that said anhydrous hydrogen fluoride reacts with said phosphorus compound without the accumulation of an amount of unreacted anhydrous hydrogen fluoride which is sufficient to cause substantial decomposition of the desired fluorophosphorus product. A catalytic amount of a pyridine-type compound may optionally included in the reaction.
    Type: Grant
    Filed: July 1, 1991
    Date of Patent: August 4, 1992
    Assignee: Ethyl Corporation
    Inventors: Edward A. Burt, Lester P. J. Burton, Meng-Sheng Ao, Barbara C. Stahly
  • Patent number: 5061818
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with a fluoride salt, e.g., KF, or ammonium fluoride in the presence of a hydrogen halide salt of a pyridine-type nitrogen base, e.g., pyridine hydrochloride.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: October 29, 1991
    Assignee: Ethyl Corporation
    Inventors: Lester P. J. Burton, Meng-Sheng Ao
  • Patent number: 5049691
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with anhydrous hydrogen fluoride in an inert solvent, e.g., xylene, methylene chloride, in a manner such that said anhydrous hydrogen fluoride is added to said phosphorus compound at a rate such that said anhydrous hydrogen fluoride reacts with said phosphorus compound without the accumulation of an amount of unreacted anhydrous hydrogen fluoride which is sufficient to cause substantial decomposition of the desired fluorophosphorus product.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: September 17, 1991
    Assignee: Ethyl Corporation
    Inventors: Edward A. Burt, Lester P. J. Burton, Meng-Sheng Ao, Barbara C. Stahly
  • Patent number: 4910324
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with a fluoride salt, e.g., KF, or ammonium fluoride in an inert solvent in the presence of a catalytic amount of a carboxylic acid.
    Type: Grant
    Filed: August 29, 1988
    Date of Patent: March 20, 1990
    Assignee: Ethyl Corporation
    Inventors: Lester P. J. Burton, Vincent J. Gatto
  • Patent number: 4885381
    Abstract: Included are halogenated phosphate-phosphites and their acid halides and acids. The halogenated phosphate-phosphites can be prepared by a process comprising serially contacing(A) a phosphorus trihalide with a triol;(B) a halogenating agent; and(C) an oxirane or an alcohol;under conditions sufficient to prepare the halogenated phosphate-phosphite. Steps (A) and (B) can prepare their acid halides. Use of water in step (C) can prepare their acids. For example, 3-((bis(2-chloroethoxy)phosphino)oxy)(2-bromoethyl-2-methylpropyl, 2-bromoethyl, 2-chloroethyl)phosphorate can be prepared from 2-methyl-2-(hydroxymethyl)-1,3-propanediol; phosphorus trichloride; bromine; and ethylene oxide.Also included is use of the compounds as a hyraulic fluid or flame retardant. For example, polyurethanes can be rendered less flammable with the halogenated phosphate-phosphite flame retardant.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: December 5, 1989
    Assignee: The Dow Chemical Company
    Inventor: Chester E. Pawloski