Acyclic Divalent Chalcogen Single Bonded Directly To The Ring Phosphorus (e.g., Cyclic Phosphites, Etc.) Patents (Class 558/85)
  • Patent number: 5132445
    Abstract: 5, 5-Bis(perfluoroalkylheteromethyl)-2-hydroxy-2-oxo-1,3,2-dioxaphosphorinane s, derived acyclic phosphorus and phosphoric acids obtained by ring-opening, and salts or esters thereof are prepared from heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formula: HO[CH.sub.2 C(CH.sub.2 -X-E.sub.n -R.sub.f).sub.2 CH.sub.2)]H by cyclization with appropriate phosphorus containing esters or acids, or hydrolysis. These compositions provide improved thermal stability, and useful low surface energy oil and water repellent coatings for textiles, glass, paper, leather and other materials.Another aspect of this invention relates to the use of the phosphite group containing products as polymer stabilizers.
    Type: Grant
    Filed: November 13, 1991
    Date of Patent: July 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Robert A. Falk, Kirkland P. Clark
  • 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: 5104579
    Abstract: It has now been discovered that oligomers of C.sub.6 - C.sub.20 alpha-olefins, such as 1-decene, with branch ratios below 0.19 and high viscosity indices (HVI) can be functionalized to provide unique phosphite derivatives. Functionalized polyalpha-olefin lubricants compositions are prepared with superior properties by adding functionalized organophosphites to the olefinic bond of HVI-PAO. The invention encompasses a process for the preparation of lubricant range hydrocarbons containing phosphonate functional groups, comprising;reacting olefinic C.sub.20 + polyalpha-olefin oligomers having a branch ratio of less than 0.19 and phosphite ester in a mixture with peroxide catalyst at elevated temperature whereby phosphite ester adduct of said polyalpha-olefin is formed;separating said reaction mixture products and recovering said adduct.
    Type: Grant
    Filed: June 24, 1988
    Date of Patent: April 14, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Linda A. Benjamin, Derek A. Law, Andrew G. Horodysky
  • Patent number: 5071577
    Abstract: Novel phosphite derivatives of propylene based lube olefins are novel lubricating fluid media with internal synergistic multifunctional extreme pressure, antiwear and antioxidant properties. These compounds exhibit the same multifunctional characteristics when used in minor additive amounts in either mineral or synthetic lubricating oils as well as fuels.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: December 10, 1991
    Assignee: Mobil Oil Corporation
    Inventors: Linda A. Benjamin, Andrew G. Horodysky, Derek A. Law, Nancy M. Page
  • Patent number: 5043465
    Abstract: New organic phosphorus compounds, comprised of hetero-phosphacycloalkanes whose phosphorus atom forms a complex with a borane. They can be prepared by the action of a borane on a hetero-phosphacycloalkane, within a solvent, at temperatures ranging from -20.degree. to +60.degree. C. Their transformation into other derivatives, phosphinites or phosphines in particular, can be carried out without any modification in the chirality of the initial complex. An especially useful application is their conversion into highly optically active phosphines, used in particular as catalysts in various reactions.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: August 27, 1991
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Sylvain Juge, Jean-Pierre Genet
  • Patent number: 4999393
    Abstract: A cyclic phosphonite compound having the following formula (I) is disclosed and useful as a stabilizer for a synthetic resin. ##STR1## in which R1 is an alkyl, phenyl or an alkylphenyl, R2 is hydrogen or an alkyl, R3 is an alkyl, R4 is hydrogen or methyl and R1 and R2 may form an alkylene by linking each other.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: March 12, 1991
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Tohru Haruna, Kazunori Nishikawa
  • Patent number: 4929654
    Abstract: Disclosed are novel cyclic phosphite compounds having the formula ##STR1## wherein each R.sup.1 is independently selected from hydrogen, alkyl, aralkyl, aryl, carboxy, alkoxycarbonyl or halogen;each R.sup.2 is independently selected from hydrogen, alkyl, aralkyl, alkoxy, aryl, carboxy, alkoxycarbonyl or halogen;R.sup.3 is (a) hydrogen, alkyl, cyclohexyl or aryl when n is 1; (b) alkylene, cyclohexylene, cyclohexylenedialkylene, arylene or a divalent group having the formula ##STR2## wherein R.sup.1 and R.sup.2 are defined above and A.sup.2 is 1,3- or 1,4-phenylene when n is 2; (c) alkanetriyl when n is 3; or alkanetetrayl when n is 4;n is 1, 2, 3 or 4; andA.sup.1 is 1,3-phenylene.Also disclosed are synthetic polymeric materials stabilized with one of the above compounds and phosphite chloride compounds from which the above compounds are prepared.
    Type: Grant
    Filed: October 4, 1988
    Date of Patent: May 29, 1990
    Assignee: Eastman Kodak Company
    Inventors: Richard H. S. Wang, Garry L. Myers
  • Patent number: 4885401
    Abstract: Transition metal-bis-phosphite catalyzed carbonylation processes, especially hydroformylation, as well as transition metal-bis-phosphite compositions, bis-phosphite ligands and transition metal-bis-phosphite catalysts.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: December 5, 1989
    Assignee: Union Carbide Corporation
    Inventors: Ernst Billig, Anthony G. Abatjoglou, David R. Bryant
  • Patent number: 4882374
    Abstract: Disclosed are novel cyclic phosphite compounds having the formula ##STR1## wherein R.sup.1 is hydrogen, alkyl or aralkyl; R.sup.2 is hydrogen or alkyl; R.sup.3 is alkyl or aryl; and R.sup.4 and R.sup.5 each is alkyl. Also disclosed are polyolefin compositions stabilized with one or more of the above compounds.
    Type: Grant
    Filed: February 6, 1989
    Date of Patent: November 21, 1989
    Assignee: Eastman Kodak Company
    Inventors: Richard H. S. Wang, Garry L. Myers
  • Patent number: 4880546
    Abstract: Process for the recovery of a transition metal from an aqueous solution containing a complex of the transition metal with a cyclic phosphite by hydrolyzing the cyclic phosphite, contacting the hydrolysis reaction mixture with a compound forming a water-stable complex with the transition metal, extracting the reaction mixture thus formed with an organic extraction agent for the water-stable complex and separating an organic extract phase containing the transition metal from an aqueous raffinate phase. The process is particularly suitable for the recovery of the Rh or Co from spent hydroformylation catalysts and of Pd from spent carbonylation catalysts.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: November 14, 1989
    Assignee: Shell Oil Company
    Inventors: Brian L. Goodall, Paulus A. M. Grotenhuis
  • Patent number: 4855345
    Abstract: Compounds of the formula I ##STR1## in which n is 1, 2 or 3, R.sup.1 is C.sub.1 -C.sub.5 -alkyl, cyclohexyl or .alpha.-methylcyclohexyl and, if n is 1, X is a group of the formula II or III ##STR2## in which R.sup.2 and R.sup.3 independently of one another are C.sub.1 -C.sub.8 -alkyl or cyclohexyl, Y is a direct bond, --S--, >S.dbd.O or a radical --CR.sup.4 R.sup.5 -- in which R.sup.4 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, phenyl or benzyl and R.sup.5 is hydrogen or C.sub.1 -C.sub.8 -alkyl, and Z is 1,2-alkylene or 1,3-alkylene having not more than 15 carbon atoms or o-phenylene, and, if n is 2, X is a group of the formula IV or V ##STR3## in which R.sup.6 is methyl or ethyl, and, if n is 3, X is a phosphorus atom, are suitable for stabilizing organic material against light-induced and/or thermo-oxidative degradation.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: August 8, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Rosenberger, Hans-Rudolf Meier
  • Patent number: 4835299
    Abstract: A process for purifying tertiary organophosphites by removing secondary organophosphites therefrom.
    Type: Grant
    Filed: March 31, 1987
    Date of Patent: May 30, 1989
    Assignee: Union Carbide Corporation
    Inventors: John M. Maher, Ernst Billig, David R. Bryant
  • Patent number: 4789753
    Abstract: Transition metal-diorganophosphite complex catalyzed carbonylation processes, especially hydroformylation, as well as transition metal-diorganophosphite ligand complex compositions, diorganophosphite ligands and transition metal-diorganophosphite catalysts.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: December 6, 1988
    Assignee: Union Carbide Corporation
    Inventors: Ernst Billig, Anthony G. Abatjoglou, David R. Bryant, Rex E. Murray, John M. Maher
  • Patent number: 4748261
    Abstract: Transition metal-bis-phosphite catalyzed carbonylation processes, especially hydroformylation, as well as transition metal-bis-phosphite compositions, bis-phosphite ligands and transition metal-bis-phosphite catalysts.
    Type: Grant
    Filed: September 5, 1985
    Date of Patent: May 31, 1988
    Assignee: Union Carbide Corporation
    Inventors: Ernst Billig, Anthony G. Abatjoglou, David R. Bryant
  • Patent number: 4673701
    Abstract: Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups are provided having the formula: ##STR1## wherein: R.sub.1 is alkyl having from one to about twelve carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms;m is 0 or 1;n is 0 or 1;X is selected from the group consisting of ##STR2## wherein: R.sub.5 is selected from the group consisting of hydrogen, oxyl O.sup.2, alkyl having from one to about twelve carbon atoms; arylalkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and ##STR3## in which R.sub.6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y.sub.1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and ##STR4## Z.sub.1 is selected from the group consisting of ##STR5## wherein R.
    Type: Grant
    Filed: December 28, 1984
    Date of Patent: June 16, 1987
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
  • Patent number: 4605692
    Abstract: Hydroxyphenylthio-substituted phosphites of the formula ##STR1## prepared by the reaction of the appropriate phosphorus and phenol compounds, said phosphites being useful as stabilizers of organic polymers and lubricating oils to counteract the degradative effects of light, heat and air.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: August 12, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: John D. Spivack, Ramanathan Ravichandran
  • Patent number: 4599206
    Abstract: Transition metal-diorganophosphite complex catalyzed carbonylation processes, especially hydroformylation, as well as transition metal-diorganophosphite ligand complex compositions, diorganophosphite ligands and transition metal-diorganophosphite catalysts.
    Type: Grant
    Filed: December 28, 1984
    Date of Patent: July 8, 1986
    Assignee: Union Carbide Corporation
    Inventors: Ernst Billig, Anthony G. Abatjoglou, David R. Bryant, Rex E. Murray, John M. Mather