Boron Containing Catalyst Utilized Patents (Class 549/530)
  • Patent number: 9533932
    Abstract: Cyclododecanone (CDON) is prepared by epoxidizing cyclododecene (CDEN) to epoxycyclododecane (CDAN epoxide), and rearranging the CDAN epoxide to CDON to obtain a mixture comprising said CDON and cyclododecane (CDAN), wherein CDAN is separated from the CDON-containing mixture and oxidized to CDON.
    Type: Grant
    Filed: July 31, 2015
    Date of Patent: January 3, 2017
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Kevin Micoine, Ralf Meier, Juergen Herwig, Martin Roos, Harald Haeger, Luca Cameretti, Jens Doering
  • Publication number: 20110295019
    Abstract: The present invention relates to a method for producing 1-hydroxymethyl-1,2-diphenyloxiranes from 2,3-diphenylpropenals by means of epoxidation and reduction. The formation of objectionable by-products can be suppressed in that the reduction is started before the 2,3-5 diphenylpropenal is completely converted. The hydroxymethyl diphenyloxiranes represent valuable intermediate products for producing 1-azolylmethyl-1,2-diphenyloxiranes, wherein the latter can be easily produced from said intermediate products by introducing the azolyl group.
    Type: Application
    Filed: February 4, 2010
    Publication date: December 1, 2011
    Applicant: BASF SE
    Inventors: Rainer Noack, Clemens Palm, Carsten Gröning, Gunter Lipowsky
  • Patent number: 7544763
    Abstract: The present invention relates to a manufacturing process for producing a polyol from a fatty acid ester in-situ. The process does not use any added organic or inorganic acid catalyst. The polyol produced by the process is essentially free of any cation or anion. The fatty acid ester oil epoxidation and hydroxylation reactions can occur progressively in the same reactor for essentially a one-pot reaction. The polyol produced by the process is essentially free of any cation or anion. The polyol can be used to produce polyurethanes having improved properties.
    Type: Grant
    Filed: November 7, 2006
    Date of Patent: June 9, 2009
    Assignee: Arkema Inc.
    Inventor: Mohammad Kazemizadeh
  • Patent number: 7038090
    Abstract: A process and catalyst for preparing organic hydroperoxides by oxidizing hydrocarbon compounds in the presence of an oxygen-containing gas and a catalyst containing a transition metal on a solid support.
    Type: Grant
    Filed: April 1, 2004
    Date of Patent: May 2, 2006
    Assignee: UOP LLC
    Inventors: Timothy A. Brandvold, Gregory J. Lewis, Lisa M. King, Lawrence E. Brewer
  • Patent number: 6974888
    Abstract: Process for preparing alkylaryl hydroperoxide containing product, which process comprises: (a) oxidation of an alkylaryl compound to obtain reaction product containing alkylaryl hydroperoxide, (b) contacting with water at least part of the alkylaryl hydroperoxide containing reaction product obtained in step (a) which reaction product contains less than 0.05 % wt of sodium, (c) separating the product of step (b) into a hydrocarbonaceous phase containing alkylaryl hydroperoxide and an aqueous phase, (d) optionally repeating process steps (b) and (c) one or more times, (e) contacting at least part of the hydrocarbonaceous phase containing alkylaryl hydroperoxide obtained in step (c) or (d) with olefin and catalyst to obtain alkylaryl hydroxide and oxirane compound, and (f) separating at least part of the oxirane compound from the alkylaryl hydroxide.
    Type: Grant
    Filed: January 14, 2004
    Date of Patent: December 13, 2005
    Assignee: Shell Oil Company
    Inventors: Antoon Paul Michael Kremers, Eduardus Petrus Simon Schouten, Cornelis Willem Adriaan Schram
  • Patent number: 6764545
    Abstract: The present invention provides a production method including adding water to a solution of (2R,3S)-3-tert-butoxycarbonylamino-1,2-epoxy-4-phenylbutane ((2R,3S)-epoxide compound) or (2S,3R)-3-tert-butoxycarbonylamino-1,2-epoxy-4-phenylbutane ((2S,3R)-epoxide compound) in a polar solvent to allow crystallization, whereby to produce crystals of the (2R,3S)-epoxide compound or the (2S,3R)-epoxide compound conveniently in a high yield by an industrial production method without requiring an extremely low temperature.
    Type: Grant
    Filed: December 11, 2001
    Date of Patent: July 20, 2004
    Assignee: Ajinomoto Co., Inc.
    Inventors: Yuichi Suzuki, Naoko Hirose, Tomoyuki Onishi, Kunisuke Izawa
  • Patent number: 6700005
    Abstract: Process for preparing alkylaryl hydroperoxide containing product, which process comprises: (a) oxidation of an alkylaryl compound to obtain reaction product containing alkylaryl hydroperoxide, (b) contacting with water at least part of the alkylaryl hydroperoxide containing reaction product obtained in step (a) which reaction product contains less than 0.05% wt of sodium, (c) separating the product of step (b) into a hydrocarbonaceous phase containing alkylaryl hydroperoxide and an aqueous phase, (d) optionally repeating process steps (b) and (c) one or more times, (e) contacting at least part of the hydrocarbonaceous phase containing alkylaryl hydroperoxide obtained in step (c) or (d) with olefin and catalyst to obtain alkylaryl hydroxide and oxirane compound, and (f) separating at least part of the oxirane compound from the alkylaryl hydroxide.
    Type: Grant
    Filed: February 6, 2003
    Date of Patent: March 2, 2004
    Assignee: Shell Oil Company
    Inventors: Antoon Paul Michael Kremers, Eduardus Petrus Simon Schouten, Cornelis Willem Adriaan Schram
  • Patent number: 6673950
    Abstract: In a process for reacting an organic compound with a hydroperoxide using at least one heterogeneous catalyst, both the pH and the temperate of the reaction medium are changed during the reaction
    Type: Grant
    Filed: February 1, 2002
    Date of Patent: January 6, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Joaquim Henrique Teles, Alwin Rehfinger, Peter Bassler, Norbert Rieber, Anne Wenzel, Andreas Walch, Wolfgang Harder
  • Patent number: 6620951
    Abstract: A process for producing an oxirane compound from an organic peroxide other than ethylbenzene hydroperoxide and an olefin in the presence of an immobilized catalyst bed, wherein the process satisfies the following conditions (1) to (4): (1) the catalyst bed is divided into n catalyst beds and the catalyst beds are used in series, wherein n is an integer of 2 or more, (2) a fresh organic peroxide is divided into portions, which are supplied to respective inlets of the catalyst beds, (3) a fresh olefin is supplied to the inlet of the first catalyst bed, and (4) the reaction mixture discharged from each outlet of respective catalyst beds excluding the final catalyst bed is supplied to the inlet of the subsequent catalyst bed.
    Type: Grant
    Filed: September 12, 2002
    Date of Patent: September 16, 2003
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Oku, Masaaki Katao
  • Patent number: 6512129
    Abstract: Insoluble resinous sodium materials are separated from a hydroperoxide/olefin epoxidation feed by contact with a fine screen or a bed of coalescing solids.
    Type: Grant
    Filed: January 23, 2002
    Date of Patent: January 28, 2003
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Xiangmin Li, David W. Leyshon
  • Patent number: 6228955
    Abstract: A process for preparing an optically-enriched chiral epoxide of formula I wherein R1, R2 and R3 are each independently selected from H, R, R—CO— and R—O—CO—, each R independently being substantially a hydrocarbon group of up to 20 carbon atoms, and X is an alkyl or cycloalkyl group of up to 10 carbon atoms, provided that —CO—X is not enolisable, which comprises the asymmetric epoxidation of a corresponding prochiral alkene of formula II R1R2C═CR3—CO—X  (II) by reaction with an oxidant in the presence of a chiral catalyst. Many optically-enriched epoxides (I) are novel.
    Type: Grant
    Filed: October 20, 1997
    Date of Patent: May 8, 2001
    Assignee: Chirotech Technology, Ltd.
    Inventors: Stanley Michael Roberts, Brian Michael Adger
  • Patent number: 6124483
    Abstract: Process of making compounds of the formula ##STR1## wherein R.sub.1 =(C.sub.1 -C.sub.6) alkyl;X=O, S, NH;R.sub.2 =divalent saturated organic group;Y=O, S, NH, ester;R.sub.3 =cyclic moiety containing oxirane group;comprising reacting a compound of the formula ##STR2## wherein R.sub.4 is a cyclic moiety containing C.dbd.C group with hydrogen peroxide in the presence of (a) tungstic acid, (b) phosphoric acid or its metal salts, and (c) at least one phase transfer catalyst;polymers of compounds of formula I; andcompounds of formula I except for compounds wherein R.sub.4 is a dicyclopentenyl epoxide, Y is O, R.sub.2 is --CH.sub.2 CH.sub.2 --, X is O, and R.sub.1 is H or methyl.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: September 26, 2000
    Assignee: Sartomer Technology Company
    Inventors: Mingxin Fan, Gary W. Ceska, James Horgan
  • Patent number: 6107433
    Abstract: A vegetable oil-based polyol is made by adding a peroxyacid to vegetable oil wherein said peroxyacid reacts with said vegetable oil to form epoxidized vegetable oil and adding said epoxidized vegetable oil to a mixture of an alcohol, water, and a catalytic amount of fluoboric acid so as to form a vegetable oil-based polyol. A further embodiment of the present invention involves making a vegetable oil-based polyol using an epoxidized vegetable oil as the starting material. The epoxidized vegetable oil undergoes hydroxylation by the same process as outlined above. According to another aspect of the present invention, the vegetable oil-based polyol formed by the novel methods of this invention may be reacted with an isocyanate to form a polyurethane. Alternatively, a filler such as silica may be combined with the vegetable oil-based polyol before it is reacted with the isocyanate. These polyurethanes made from vegetable oil-based polyols may be used to form electroinsulating casting resins.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: August 22, 2000
    Assignee: Pittsburg State University
    Inventors: Zoran Petrovic, Andrew Guo, Ivan Javni
  • Patent number: 6063943
    Abstract: The present invention relates to a heterogeneous polyimide-supported transition metal complex catalyst for epoxidation of olefin, which is prepared by impregnating a heat- and acid-resistant polyimide resin with a homogeneous metal catalyst of molybdenum, vanadium, tungsten or titanium, and a process for preparing epoxy compounds using the same. The heterogeneous polyimide-supported transition metal complex catalyst of the invention provides superior catalytic activity, selectivity and stability in the epoxidation of higher olefin. Further, the catalyst of the invention has strong resistance against heat and acid. Besides, the catalyst of the invention may provide the following advantages which are critical in industrial use: it permits relatively high yield of epoxy compounds; and, it can be easily separated from the reaction product, which eases recycling of the catalyst.
    Type: Grant
    Filed: December 11, 1998
    Date of Patent: May 16, 2000
    Assignee: Korea Advanced Institute of Science and Technology
    Inventors: Son Ki Ihm, Chang Gun Oh, Jou Hyeon Ahn, Jong Chan Kim, David C. Sherrington
  • Patent number: 5166371
    Abstract: Prochiral ethylenically unsaturated substrates are converted to chiral epoxides by reaction with optically active hydroperoxides in the presence of transition metal catalysts. For example, chiral glycidol is obtained by asymmetric epoxidation of allyl alcohol using optically active ethyl benzene hydroperoxide and a titaniuym alkoxide/tartrate catalyst. The chiral epoxide products are versatile synthetic intermediates.
    Type: Grant
    Filed: August 9, 1991
    Date of Patent: November 24, 1992
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Wilfred P. Shum, Haven S. Kesling, Jr., John G. Zajacek
  • Patent number: 4814511
    Abstract: Cyclohexyl hydroperoxide containing reaction mixtures obtained by oxidation of cyclohexane with molecular oxygen or molecular oxygen containing gases in the liquid phase at from 130.degree. to 200.degree. C. and under from 5 to 125 bar are worked up by reaction with cycloolefins at elevated temperature in the presence of catalysts to react cyclohexyl hydroperoxide with cyclohexene at elevated temperatures in the presence of cyclohexene-soluble compounds of transition metals of groups 4 or 5 or 6 of the periodic table or of one or more cyclohexane-insoluble compounds of a transition metal of group 4 or 5 or 6, or in the presence of selenium, tellurium or a boride, and the resulting cyclohexene oxide at elevated temperatures to cyclohexanol in the presence of hydrogenation catalysts.
    Type: Grant
    Filed: October 23, 1987
    Date of Patent: March 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerald Neubauer, Rolf Schnabel, Juergen Hartig, Josef Ritz
  • Patent number: 4755613
    Abstract: The invention relates to a process for preparing aromatic or hetero-aromatic aldehydes by the Reimer-Tiemann formylation reaction. The process comprises employing a solid alkaline hydroxide in order to carry out the reaction in a solid/liquid medium and by adjusting the initial hydration rate of the medium to be higher than 0.05 moles of water per mole of initial compound and less than 1.5 moles of water per mole of alkaline hydroxide initially in the medium. Such a process makes it possible to substantially increase the yield of the Reimer-Tiemann reaction and to avoid tar formation entirely or in large part.
    Type: Grant
    Filed: April 10, 1987
    Date of Patent: July 5, 1988
    Assignee: Institut National Polytechnique
    Inventors: Annick Thoer, Ghislain Denis, Michel Delmas, Antoine Gaset