With Nonmetal Organic Compound Patents (Class 585/370)
  • Patent number: 8759280
    Abstract: The present invention relates to the preparation of trimethylcyclododecatriene in a continuous or batchwise process by trimerizing isoprene in the presence of a catalyst system and of a solvent. It is possible to isolate the resulting crude trimethylcyclododecatriene by means of distillation. The dimethylcyclooctadiene formed as a by-product may likewise be isolated from the crude product.
    Type: Grant
    Filed: September 13, 2005
    Date of Patent: June 24, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Dirk Kuppert, Juergen Herwig, Norbert Wilczok, Anita Voelkel, Manfred Thiery
  • Patent number: 8168841
    Abstract: Preparation of cyclododecatriene in a continuous or discontinuous process by trimerization of butadiene in the presence of a catalyst system and a solvent, the crude cyclododecatriene obtained being able to be isolated by means of distillation. The cyclooctadiene formed as by-product can likewise be isolated from the crude product.
    Type: Grant
    Filed: March 20, 2007
    Date of Patent: May 1, 2012
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Jürgen Herwig, Wilhelm Brügging, Martin Roos, Norbert Wilczok
  • Publication number: 20040260129
    Abstract: A polyunsaturated hydrocarbon, 6-(2,7-octadienyl)-1,4-cyclooctadiene. 6-(2,7-Octadienyl)- 1,4-cyclooctadiene is prepared by reacting butadiene-1,3 in the presence of a catalyst system consisting of a nickel complex, an organic phosphite and dialkylaluminum alkoxide, removing unreacted butadiene-1,3 starting material and cyclooctadiene and cyclododecatriene material formed in the reaction from the reaction product obtained, and fractionally distilling 6-(2,7-octadienyl)-1,4-cyclooctadiene from the material obtained after the distillative separation of butadiene-1,3, cyclooctatriene and C12 compounds.
    Type: Application
    Filed: April 26, 2004
    Publication date: December 23, 2004
    Inventors: Norbert Wilczok, Matthias May, Martin Knaack
  • Patent number: 5763718
    Abstract: A process for producing octadienes comprises, on synthesis of octadienes by reacting butadiene with formic acid in the presence of a palladium catalyst, controlling the reaction pressure at not more than the vapor pressure of butadiene at the reaction temperature employed, thereby suppressing formation of byproducts which would accumulate in a catalyst-containing layer and minimizing the decrease of reaction rate and selectivity which would occur by such accumulation.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: June 9, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Tomoyasu Tsuda, Noriaki Yoshimura
  • Patent number: 5057469
    Abstract: Iron nitrosyl carbonyl catalyst is prepared by dissolving impure iron nitrosyl carbonyl in a solvent solution, then adding sufficient miscible non-solvent to the solution to result in separation of the mixture into an upper layer and a lower layer containing iron nitrosyl carbonyl. Preferably, the solvent is used in preparation of the iron nitrosyl carbonyl, and the solution is, therefore, the product of the preparation. The miscible non-solvent is added to the product solution to effect separation of layers for isolation of purified iron nitrosyl carbonyl product.
    Type: Grant
    Filed: September 5, 1990
    Date of Patent: October 15, 1991
    Assignee: The Dow Chemical Company
    Inventor: Duane E. Heaton
  • Patent number: 4827067
    Abstract: The invention relates to azaphospholene of the type ##STR1## wherein R.sub.1 and R.sub.2 may be alkyl, aryl and aralkyl groups, processes for preparing same and the use thereof.
    Type: Grant
    Filed: September 19, 1988
    Date of Patent: May 2, 1989
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Gunther Wilke, Jaroslaw Monkiewicz, Herbert Kuhn
  • Patent number: 4323698
    Abstract: This specification discloses an insoluble resin-metal compound complex, the method for its preparation, and its use in carrying out a catalyzed reaction. The complex is a weak base anion exchange resin which has been contacted with a solution of a coordination compound having at least two ligands connected to at least one central metal atom to bond chemically the resin to the metal atom by replacement of at least one of the ligands of the coordination compound by a functional group of the weak base anion exchange resin. The complex can be used as a catalyst for hydrogenation, carbon monoxide insertion, polymerization, isomerization, vinyl ester exchange, and ethylene oxidation reactions, among others.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4270016
    Abstract: A method of preparing trans-, trans-, trans-1,5,9-cyclododecatriene which comprises cyclotrimerization of butadiene at a temperature within the range of from 50.degree. to 150.degree. C. in the presence of a catalytic system consisting of a compound of bivalent nickel, an organo-aluminium compound of the formula (1) or (2):R.sub.3 Al (1)andR.sub.2 Al--X (R').sub.n (2)wherein R, and R' are each C.sub.2 H.sub.5 --, ##STR1## X is --O-- when n=1 and --N-- when n=2; and an activator, viz. a compound of formula (3) or (4):R.sub.3 Si--OR' (3)wherein R is an alkyl; R' is an alkyl, C.sub.6 H.sub.5 --, C.sub.6 H.sub.11,N(CRR'--CRR"--O).sub.3 B (4)wherein R and R" are each CH.sub.3 --, C.sub.2 H.sub.5 --, C.sub.6 H.sub.10, C.sub.8 H.sub.11 --, H--; R is H--.The method according to the present invention makes it possible to increase the yield of the desired product up to 95% by weight.
    Type: Grant
    Filed: June 1, 1979
    Date of Patent: May 26, 1981
    Inventors: Genrikh A. Tolstikov, Usein M. Dzhemilev, Grigory I. Rutman, Jury I. Michurov, Boris I. Pantukh, Stanislav S. Shavanov, Sagid R. Rafikov, Sofia A. Egoricheva, Valery P. Juriev, Alexandr G. Liakumovich, Valerian M. Sobolev, Boris S. Korotkevich, Jury A. Shmuk, Elena Y. Mandelshtamm
  • Patent number: 4214108
    Abstract: The process for making cyclododecatriene(1,5,9)-enes by catalytically trimerizing butadiene using a catalyst from a titanium halide and an alkylaluminum halide in the presence of hydrocarbons or halogenated hydrocarbons is improved by carrying out the reaction in the presence of dibenzyenes having the general formula ##STR1## where R.sub.1 through R.sub.6 represent hydrogen atoms, halogen atoms, alkyl groups, aralkyl groups, cycloalkyl groups, or aryl groups, the dibenzylbenzenes being used in at least equimolar amounts with respect to the titanium compound.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: July 22, 1980
    Assignee: Chemische Werke Huls Aktiengesellschaft
    Inventor: Wolfgang Zaar
  • Patent number: 4166076
    Abstract: 1,5-Dimethyl-1,5-cyclooctadiene and 1,4-dimethyl-4-vinyl-1-cyclohexene are prepared by contacting isoprene with a catalyst obtained by mixing a nickel compound, a reducing agent capable of reducing the nickel to zerovalent nickel, and a trihydrocarbyl phosphite, arsenite or antimonite wherein at least one of the three hydrocarbyl groups is a substituted hydrocarbyl group CF.sub.3 --(CF.sub.2).sub.n C(H)(R)--, in which n.gtoreq.0 and R is an optionally substituted hydrocarbyl group. Only very small amounts of the undesired 1,6-dimethyl-1,5-cyclooctadiene are formed.
    Type: Grant
    Filed: January 16, 1978
    Date of Patent: August 28, 1979
    Assignee: Shell Oil Company
    Inventors: Cornelis F. Roobeek, Petrus W. N. M. VAN Leeuwen