Preparing From Ethylenically Unsaturated Compound Patents (Class 568/850)
  • Patent number: 11505743
    Abstract: The present invention provides a chemical solution which has an excellent dissolving ability for a transition metal-containing substance and can realize excellent smoothness of a portion to be treated. Furthermore, the present invention provides a method of treating a substrate. The chemical solution according to an embodiment of the present invention is used for removing a transition metal-containing substance on a substrate. The chemical solution contains one or more kinds of specific hypochlorous acids selected from the group consisting of hypochlorous acid and a salt thereof and contains one or more kinds of specific anions selected from the group consisting of ClO3? and Cl?. In a case where the chemical solution contains one kind of the specific anion, the content of one kind of the specific anion is 5 ppb by mass to 1% by mass with respect to a total mass of the chemical solution.
    Type: Grant
    Filed: March 4, 2021
    Date of Patent: November 22, 2022
    Assignee: FUJIFILM Corporation
    Inventors: Nobuaki Sugimura, Tomonori Takahashi, Hiroyuki Seki
  • Patent number: 11466209
    Abstract: The present invention provides a chemical solution which has an excellent dissolving ability for a transition metal-containing substance and can realize excellent smoothness of a portion to be treated. Furthermore, the present invention provides a method of treating a substrate. The chemical solution according to an embodiment of the present invention is used for removing a transition metal-containing substance on a substrate. The chemical solution contains one or more kinds of specific hypochlorous acids selected from the group consisting of hypochlorous acid and a salt thereof and contains one or more kinds of specific anions selected from the group consisting of ClO3? and Cl?. In a case where the chemical solution contains one kind of the specific anion, the content of one kind of the specific anion is 5 ppb by mass to 1% by mass with respect to a total mass of the chemical solution.
    Type: Grant
    Filed: March 4, 2021
    Date of Patent: October 11, 2022
    Assignee: FUJIFILM Corporation
    Inventors: Nobuaki Sugimura, Tomonori Takahashi, Hiroyuki Seki
  • Patent number: 10590054
    Abstract: There are provided methods and systems to form propylene chlorohydrin by hydrolysis of dichloropropane in presence of Lewis acid and to further form propylene oxide from the propylene chlorohydrin.
    Type: Grant
    Filed: May 29, 2019
    Date of Patent: March 17, 2020
    Assignee: Calera Corporation
    Inventors: Michael Joseph Weiss, Kyle Self, Thomas A Albrecht, Margarete K Leclerc
  • Patent number: 9365480
    Abstract: A process for the manufacture of an alkenone comprising the steps of: (a) providing a halogenated precursor of the alkenone and (b) subjecting at least a fraction of the halogenated precursor of step (a) to a thermolysis reaction to form a reaction mixture comprising the alkenone and a hydrogen halide wherein the hydrogen halide is removed from the reaction mixture by cyclonic separation is described.
    Type: Grant
    Filed: August 20, 2013
    Date of Patent: June 14, 2016
    Assignee: SOLVAY SA
    Inventors: Max Josef Braun, Stefan Palsherm
  • Patent number: 8404905
    Abstract: The present invention relates to a process for converting a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, by contacting the multihydroxylated-aliphatic hydrocarbon or ester thereof starting material with a source of hydrogen chloride at superatmospheric, atmospheric and subatmospheric pressure conditions for a sufficient time and at a sufficient temperature, preferably wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts; said process carried out without a step undertaken to specifically remove volatile chlorinated hydrocarbon by-products or chloroacetone, wherein the combined concentration of volatile chlorinated hydrocarbon by-products and chloroacetone is less than 2000 ppm throughout any stage of the said process.
    Type: Grant
    Filed: January 31, 2011
    Date of Patent: March 26, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: William J. Kruper, Tina Arrowood, Bruce M. Bell, John Briggs, Robert M. Campbell, Bruce D. Hook, Anh Nguyen, Curt Theriault, Ralf Fitschen
  • Publication number: 20120209033
    Abstract: Methods and systems for the preparation of chlorohydrins are described herein. The method includes introducing a liquid stream into a high shear device, wherein the liquid stream has an aqueous phase; introducing a gas stream into the high shear device, wherein the gas stream has an olefin gas; forming a dispersion in the high shear device, the dispersion comprising gas bubbles dispersed in the liquid stream; and reacting at least a portion of the dispersion to produce chlorohydrin.
    Type: Application
    Filed: April 24, 2012
    Publication date: August 16, 2012
    Applicant: H R D Corporation
    Inventors: Abbas HASSAN, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Publication number: 20110207970
    Abstract: Methods and systems for the preparation of chlorohydrins are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins into the chlorinating phase. The high shear device may allow for lower reaction temperatures and pressures and may also reduce chlorination time.
    Type: Application
    Filed: February 22, 2011
    Publication date: August 25, 2011
    Applicant: H R D CORPORATION
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7317131
    Abstract: The catalysts of formula (II): [Ru(L)m(L?)wXY], wherein X and Y represent simultaneously or independently a hydrogen or halogen atom, a hydroxy group, or an alkoxy, carboxyl or other anionic radical, m is 1 or 2, w is 1 when m is 1 and w is 0 when m is 2, L is a phosphino-amine or phosphino-imine bidentate ligand and L? a diphosphine, are useful for the hydrogenation of substrates having a carbon-hetero atom double bond.
    Type: Grant
    Filed: September 11, 2001
    Date of Patent: January 8, 2008
    Assignee: Firmenich SA
    Inventors: Valentin Rautenstrauch, René Challand, Raphaël Churlaud, Robert Harold Morris, Eric Brazi, Hubert Mimoun, Kamaluddin Abdur-Rashid
  • Patent number: 7186868
    Abstract: The invention pertains to a hydroformylation process for the conversion of an ethylenically unsaturated compound to an alcohol comprising a first step of reacting at an elevated temperature in a reactor the ethylenically unsaturated compound, carbon monoxide, hydrogen, and a phosphine-containing cobalt hydroformylation catalyst, which are dissolved in a solvent, followed by a second step of separating a mixture comprising the alcohol and heavy ends from a solution comprising the catalyst and the solvent, followed by a third step of recycling the solution to the reactor.
    Type: Grant
    Filed: December 16, 2003
    Date of Patent: March 6, 2007
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Jacoba Catherina Lucia Johanna Suykerbuyk
  • Patent number: 7157609
    Abstract: A process of producing propylene chlorohydrin using a reactor having a one-way flow reaction area and a circulating flow reaction area which are connected in series. In this process, a propylene-containing gas is supplied to an aqueous solution of chlorine in the one-way flow reaction area to carry out at least part of a propylene chlorohydrin forming reaction so as to form a reaction mixture fluid containing propylene chlorohydrin and propylene and/or chlorine. The above reaction mixture fluid discharged from this reaction area is supplied to the circulating flow reaction area as at least part of a make-up medium, a propylene-containing gas and/or chlorine are/is supplied as required to continue the reaction in the circulating flow reaction area so as to obtain a reaction solution having a desired content of propylene chlorohydrin, and part of the reaction solution is extracted.
    Type: Grant
    Filed: May 21, 2003
    Date of Patent: January 2, 2007
    Assignee: Tokuyama Corporation
    Inventors: Hiroki Tanaka, Yoji Mizushima, Yoshikazu Kodama, Tomoaki Fujii, Manabu Kamamoto, Koujiro Miyazaki
  • Patent number: 6982355
    Abstract: A process is disclosed for making high value olefins and alcohols from synthesis gas as well as a process for an improved yield of alpha-olefins from synthesis gas. The process for hydroformulation of olefins is also provided.
    Type: Grant
    Filed: August 23, 2004
    Date of Patent: January 3, 2006
    Assignee: Syntroleum Corporation
    Inventor: Armen N. Abazajian
  • Patent number: 6878852
    Abstract: A process for the hydrogenation, using molecular hydrogen (H2) of a catalytic system, wherein the catalytic system includes a base and a complex of formula (II): Ru(P2N2)Y2??(II) wherein Y represent simultaneously or independently a hydrogen or halogen atom, a hydroxy group, or an alkoxy, carboxyl or other anionic radical, and P2N2 is a tetradentate diimino-diphosphine ligand.
    Type: Grant
    Filed: November 11, 2001
    Date of Patent: April 12, 2005
    Assignee: Firmenich SA
    Inventors: Valentin Rautenstrauch, Raphaël Churlaud, Robert Harold Morris, Kamaluddin Abdur-Rashid
  • Patent number: 6838576
    Abstract: A process for preparing functional group-containing olefinic compounds comprises the steps of (a) reacting at least one alkylidene phosphorane with at least one carbonyl-containing compound that comprises at least one group that is a leaving group, or that is capable of subsequent conversion to a leaving group, to form an olefinic compound that comprises at least one leaving group, the carbonyl-containing compound being selected from the group consisting of ketones and aldehydes; and (b) reacting the olefinic compound with at least one functional group-containing nucleophile to form a functional group-containing olefinic compound.
    Type: Grant
    Filed: October 23, 2003
    Date of Patent: January 4, 2005
    Assignee: 3M Innovative Properties Company
    Inventors: Markus A. Wicki, Kent E. Nielsen
  • Patent number: 6743955
    Abstract: Methods for continuously producing 2,3-dichloro-1-propanol (2,3-DCH) and epichlorohydrin in high yields and in a stabel manner for a long time are disclosed. In a method where allyl alcohol is chorinated in a hyrochloric acid solution and the reaction solution is introduced into a degassing tower to release hydrogen chloride and 2,3-DCH is obtained from the remaining solution, the concentraton of chlorine in the reaction mixture to be introduced into the degassing tower is maintaining to 0.015 g/ml or less and/or the partial pressure of chlorine gas in the reactor immediately before the degassing tower to 0.08 MPa or less, by monitoring and/or the partial pressure of chlorine gas in the reactor immediately before the degassing tower to 0.
    Type: Grant
    Filed: December 16, 2002
    Date of Patent: June 1, 2004
    Assignee: Showa Denko K.K.
    Inventors: Toshitaka Hiro, Kazuhiro Sakurai
  • Patent number: 6703528
    Abstract: There are disclosed are a method for producing at least one compound selected from a carbonyl compound and a hydroxy adduct compound by an oxidative cleavage or addition reaction of an olefinic double bond of an olefin compound, which contains reacting an olefin compound with hydrogen peroxide, utilizing as a catalyst, at least one member selected from (a) tungsten, (b) molybdenum, or (c) a tungsten or molybdenum metal compound containing (ia) tungsten or (ib) molybdenum and (ii) an element of Group IIIb, IVb, Vb or VIb excluding oxygen, and a catalyst composition.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: March 9, 2004
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Koji Hagiya, Naoyuki Takano, Akio Kurihara
  • Patent number: 6573409
    Abstract: 3,3-Dimethylbutanal is prepared from 3,3-dimethylbutanol. Intermediate 3,3-dimethylbutanol is obtained by reacting ethylene, isopropylene and sulfuric acid to produce a 3,3-dimethylbutyl ester which is hydrolyzed to the alcohol. The hvdrolysis step is effectively carried out by reactive distillation. Alternatively, 3,3-dimethylbutanal is prepared from 3,3-dimethylbutanol obtained by reduction of the corresponding carboxylic acid or 1,2-epoxy-3,3-dimethylbutane, or by hydrolysis of 1-halo-3,3-dimethylbutane. Fixed bed gas phase and stirred tank liquid phase processes are provided for converting 3,3-dimethylbutanol to 3,3-dimethylbutanal by catalytic dehydrogenation.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: June 3, 2003
    Assignee: The Nutrasweet Company
    Inventors: Jerry R. Ebner, Zhi Guo, Arnold Hershman, Loraine M. Klein, William D. McGhee, Mark D. Paster, Indra Prakash
  • Patent number: 6479708
    Abstract: A process is provided for catalyzing an organic reaction to form a reaction product by placing reactants and a catalyst for the organic reaction, the catalyst of a metal complex and at least one ligand soluble within one of the phases of said aqueous biphasic system, within an aqueous biphasic system including a water phase, a dense phase fluid, and a surfactant adapted for forming an emulsion or microemulsion within the aqueous biphasic system, the reactants soluble within one of the phases of the aqueous biphasic system and convertible in the presence of the catalyst to a product having low solubility in the phase in which the catalyst is soluble; and, maintaining the aqueous biphasic system under pressures, at temperatures, and for a period of time sufficient for the organic reaction to occur and form the reaction product and to maintain sufficient density on the dense phase fluid, the reaction product characterized as having low solubility in the phase in which the catalyst is soluble.
    Type: Grant
    Filed: November 18, 1999
    Date of Patent: November 12, 2002
    Assignee: The Regents of the University of California
    Inventors: Gunilla B. Jacobson, William Tumas, Keith P. Johnston
  • Patent number: 6388124
    Abstract: There is disclosed a dihalo-compound of formula (1): wherein X1 and X2 represent different halogen atoms, R represents a hydrogen atom or a protective group for a hydroxyl group, and a process for producing vitamin A derivative via a sulfone derivative of formula (5): wherein Ar represents an optionally substituted aryl group, and R represents the same as defined above.
    Type: Grant
    Filed: January 26, 2001
    Date of Patent: May 14, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiya Takahashi, Shinzo Seko
  • Patent number: 6333420
    Abstract: Allyl alcohol and chlorine are reacted in a gaseous phase to efficiently produce dichloropropanol and, using the dichloropropanol so produced, epichlorohydrin is efficiently produced.
    Type: Grant
    Filed: June 8, 2000
    Date of Patent: December 25, 2001
    Assignee: Showa Denko K.K.
    Inventors: Takanori Aoki, Takami Ohe, Haruki Ishikami
  • Patent number: 6051742
    Abstract: A process for hypochlorinating unsaturated alpha-olefins to produce chlorohydrins which comprises forming a microemulsion of water and an unsaturated alpha-olefin and then adding an oxidant to the microemulsion under conditions sufficient to form the chlorohydrins. The microemulsion is formed by adding a non-nucleophilic surfactant and, optionally, a co-surfactant, to the mixture of water and unsaturated alpha-olefin.
    Type: Grant
    Filed: December 14, 1998
    Date of Patent: April 18, 2000
    Assignee: The Dow Chemical Company
    Inventors: Daniel P. Green, John Klier, Christopher J. Tucker, Michael S. Ferritto
  • Patent number: 6043400
    Abstract: This invention is a process for preparing chlorohydrins by reacting a chlorinating species, such as hypochlorous acid, with at least one unsaturated organic compound, such as propylene or butylene, at a pH of greater than 6.0. The chlorinating species is formed in a first step by reacting a source of chlorine, such as Cl.sub.2 gas, with an aqueous pH adjusting source, such as aqueous NaOH.
    Type: Grant
    Filed: December 30, 1996
    Date of Patent: March 28, 2000
    Assignee: The Dow Chemical Company
    Inventor: Edward M. Jorge
  • Patent number: 5981818
    Abstract: A novel process is provided which integrates the cracking of hydrocarbon containing feedstocks with the olefins purification and olefins derivative process utilizing dilute olefin feedstocks.
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: November 9, 1999
    Assignee: Stone & Webster Engineering Corp.
    Inventors: David Purvis, Richard H. Mc Cue
  • Patent number: 5962744
    Abstract: A process comprising subjecting at least one compound containing at least one carbon--carbon double bond or at least one carbon--carbon triple bond, hydrogen and carbon monoxide, to a hydrocarbonylation reaction in supercritical carbon dioxide, in the presence of a Group VIII transition metal catalyst precursor, and a phosphite ligand.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: October 5, 1999
    Assignees: The Research Foundation of State University of New York, Mitsubishi Chemical Corporation
    Inventors: Iwao Ojima, Hisao Urata
  • Patent number: 5929292
    Abstract: A production method which comprises reacting one or more feedstock compounds to form a desired compound having a boiling point higher than the feedstock compounds, wherein the reaction is carried out under reflux in a distillation column portion of a reactor provided with the distillation column.
    Type: Grant
    Filed: June 6, 1997
    Date of Patent: July 27, 1999
    Assignee: Asahi Glass Company Ltd.
    Inventors: Toru Shimoyama, Kazuya Oharu, Toru Ueno, Seisaku Kumai
  • Patent number: 5874650
    Abstract: A process for the preparation of 4,4,4-trichlorobutan-1-ol which comprises reacting allyl alcohol with chloroform in the presence of a radical initiator. Preferably the allyl alcohol is added incrementally to the chloroform over the period of the reaction.
    Type: Grant
    Filed: July 8, 1997
    Date of Patent: February 23, 1999
    Assignee: Zeneca Limited
    Inventor: Martin Charles Bowden
  • Patent number: 5728376
    Abstract: The present invention is directed to compounds useful as moth attractants and to methods for controlling populations of the tomato moth Scrobipalpuloides absoluta with these compounds. The compounds are 3,8,11-tetradecatrienyl acetates, 3,8-tetradecadienyl acetates, 3,11-tetradecadienyl acetates, and 8,11-tetradecadienyl acetates. Preferred compounds are (3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate, (3E,8Z)-3,8-tetradecadienyl acetate, (3E,11Z)-3,11 -tetradecadienyl acetate, and (8Z,11Z)-8-11-tetradecadienyl acetate. The compounds can be used as an attractant in moth traps comprising, in addition to the compounds, a moth restraint. Alternatively, the compounds of the present invention can be combined with a biocontrol agent or an insecticide for use as a moth control composition. Synthesis of (3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate is described.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: March 17, 1998
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Athula B. Attygalle, Gulab N. Jham, Ales Svatos, Rosa T.S. Frighetto
  • Patent number: 5532389
    Abstract: A process of preparing alkylene oxides comprises steps of: (1) optionally forming a hypochlorite solution; (2) contacting chlorine with a solution of a hypochlorite below about 60.degree. C., and a pH of less than about 5.5, with sufficient micromixing to achieve a product hypochlorous acid in a yield of at least about 80 percent; (3) separating at least a portion the hypochlorous acid from an aqueous metal chloride solution wherein the solution is sprayed as droplets; (4) distilling the remaining liquid phase; (5) absorbing the hypochlorous acid and dichlorine monoxide in low-chlorides water to produce a low-chlorides aqueous hypochlorous acid solution; (6) contacting the low-chlorides aqueous hypochlorous acid solution with an olefin in a continuous process to form a olefin chlorohydrin; (7) optionally contacting the olefin chlorohydrin with a base to form a alkylene oxide and a salt solution; and (8) optionally separating the alkylene oxide from the salt solution.
    Type: Grant
    Filed: September 9, 1994
    Date of Patent: July 2, 1996
    Assignee: The Dow Chemical Company
    Inventors: David L. Trent, George J. Quarderer, Kim G. Bargeron, Douglas C. Greminger, David J. Koranek, Erik J. Stewart, Curtis N. Swisher, Cheryl A. Tirtowidjojo, Danil Tirtowidjojo
  • Patent number: 5523495
    Abstract: The present invention provides a process for producing a propargylcarbinol compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are as defined herein. The process comprises reacting a haloallylcarbinol compound of formula (II) with a base. The present invention also relates to a process for producing the haloallylcarbinol compound. The above propargylcarbinol compound is useful as an intermediate for agrochemicals, pharmaceuticals, perfumes, resin monomers, and the like.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: June 4, 1996
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Yoshiaki Oda, Sanshiro Matsuo, Kenji Saito
  • Patent number: 5523425
    Abstract: In a process for producing a chlorohydrin an olefinically unsaturated compound is reacted with chlorine in the presence of water. Water is applied as a film on a solid support in a reaction zone and/or water droplets are dispersed in the reaction zone. The reaction is conducted at a pressure of up to about 10 bar.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: June 4, 1996
    Assignee: The Dow Chemical Company
    Inventors: Gunther A. Pech, Werner J. Witzl
  • Patent number: 5486627
    Abstract: Described herein is a method for producing epoxides which is continuous, inhibits formation of chlorinated byproducts, and eliminates or substantially reduces waste water discharge. The method includes:(a) forming a low chlorides aqueous hypochlorous acid solution;(b) contacting the low chlorides aqueous hypochlorous acid solution with at least one unsaturated organic compound to form an aqueous organic product comprising at least olefin chlorohydrin;(c) contacting at least the olefin chlorohydrin with an aqueous alkali metal hydroxide to form an aqueous salt solution product containing at least epoxide; and(d) isolating the epoxide from the aqueous salt solution;wherein water is recovered from the product of at least Step (b) and recycled into Step (a) for use in forming the low chlorides aqueous hypochlorous acid solution.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: January 23, 1996
    Assignee: The Dow Chemical Company
    Inventors: George J. Quarderer, Jr., Curtis N. Swisher, David L. Trent
  • Patent number: 5382716
    Abstract: Mixtures of isomeric decyl alcohols obtained by hydroformylation of butadiene to produce aldehyde mixtures, condensation of the aldehyde mixtures, isolated from the reaction product, to form an aldol mixture, and isolation and hydrogenation of the aldol mixture. The mixture of isomeric decyl alcohols, esterified using phthalic acid, gives a mixture of isomeric decyl phthalates which are plasticizers having excellent cold properties.
    Type: Grant
    Filed: March 23, 1993
    Date of Patent: January 17, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Wolfgang Greb, Peter Heymanns, Peter Lappe, Jurgen Szameitat, Thomas Muller, Ernst Wiebus
  • Patent number: 5258558
    Abstract: Solid solutions of magnesium oxide-aluminum oxide related to hydrotalcite and what previously has been referred to as synthetic hydrotalcites, have been prepared with a surface area in excess of 250 m.sup.2 /g, especially at low Mg/Al atom ratios. Such high surface area materials are found to be quite effective in the aldol condensation of aldehydes, and in particular in the conversion of n-butyraldehyde to 2-ethyl-2-hexenal in high yield and with good selectivity in a liquid phase reaction at temperatures under about 200.degree. C.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: November 2, 1993
    Assignee: UOP
    Inventors: Blaise J. Arena, Jennifer S. Holmgren
  • Patent number: 5227541
    Abstract: A process for purifying 2,3-dichloro-1-propanol is disclosed, which comprises introducing a chlorination reaction mixture obtained by chlorination of allyl alcohol in a hydrochloric acid aqueous solution in a reactor, to a degassing tower, where hydrogen chloride is released, returning the hydrogen chloride to the chlorination reactor, cooling the residual liquid to separate into an aqueous layer and an oily layer, and returning the aqueous layer to the chlorination reactor while recovering 2,3-dichloro-1-propanol from the oily layer, wherein said oily layer is introduced to a first distillation tower, where hydrogen chloride, part of the produced 2,3-dichloro-1-propanol, and other low-boiling components are recovered as a distillate, cooling the distillate to separate it into an aqueous layer and an oily layer, returning the aqueous layer of the distillate to the chlorination reactor, and recovering 2,3-dichloro-1-propanol from the oily layer of the distillate and a high-boiling fraction of the first distill
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: July 13, 1993
    Assignee: Showa Denko K.K.
    Inventors: Toshio Mori, Hiromitu Nojima, Koji Kudo, Tatsuharu Arai
  • Patent number: 4985594
    Abstract: Process for the preparation of fluorinated carboxylic acid fluoridesFluorinated carboxylic acid fluorides of the Formula I ##STR1## can be prepared from fluorinated vinyl ethers of the Formula II ##STR2## by heating the vinyl ethers to a temperature of 100.degree. to 350.degree. C.Perfluorinated carboxylic acids and derivatives thereof can be prepared from the carboxylic acid fluorides by secondary reactions, for example hydrolysis, esterification or aminolysis.
    Type: Grant
    Filed: August 3, 1989
    Date of Patent: January 15, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Blickle, Klaus Hintzer, Werner Schwertfeger, Heinz Strutz
  • Patent number: 4957986
    Abstract: Partially fluorinated polyesters are disclosed having increased biodegradability and water repellency. The incorporation of an ester group into the backbone of the partially fluorinated compound permits modification of the compound's physical properties.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: September 18, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harry N. Cripps
  • Patent number: 4696726
    Abstract: A continuous process for the production of dichlorohydrin by the reaction of allyl chloride, water and chlorine having substantially lower energy requirements than conventional processes, wherein the reaction mixture is subjected to reverse osmosis to concentrate the dichlorohydrin and to provide a permeate stream substantially free of dichlorohydrin, which permeate stream is recycled to the reaction.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: September 29, 1987
    Assignee: Shell Oil Company
    Inventors: George C. Blytas, F. Norman Grimsby, John F. Scamehorn
  • Patent number: 4681977
    Abstract: Chloro-olefins which contain a group of the formula ##STR1## where Y is chlorine or hydrogen, which are prepared by a process in which a trichloromethyl compound which contains a group of the general formula ##STR2## where X is hydrogen or an organic radical, is reduced with a chromium(II) salt in an aqueous medium.
    Type: Grant
    Filed: June 27, 1985
    Date of Patent: July 21, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Eberhard Steckhan, Reinhard Wolf, Hermann Puetter
  • Patent number: 4598162
    Abstract: Novel, liquid mixtures of isomeric aldehydes and alcohols are described in the C.sub.11 -C.sub.16 carbon range, the compounds being characterized by a main carbon branched at the position and moderate additional branching in most isomers; the aldehyde mixtures are prepared by an economic route from olefins involving oxo and aldol reaction with the reaction conducted in such a way as to give a high percentage of aldolable product, and preferably with a base catalyzed aldol reaction conducted under conditions to make high conversions attainable. The aldehyde mixtures can be hydrogenated to alcohols and converted to novel ethoxylates or sulfate compositions suitable for use as biodegradable detergents; or hydrogenated and oxidized to novel carboxylic acid compositions also suitable for detergent use.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: July 1, 1986
    Assignee: Monsanto Company
    Inventors: Denis Forster, George F. Schaefer, George E. Barker
  • Patent number: 4560811
    Abstract: Novel methods for making chlorohydrins are provided using a Lewis acid catalyst with an olefin and peroxy compound or where an enantiomer is desired, a Lewis acid catalyst in combination with a chiral alcohol, particularly glycol, and a combination of a peroxy compound and alkenol. In certain situations, an epoxide may be employed.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: December 24, 1985
    Assignee: Massachusetts Institute of Technology
    Inventors: Karl B. Sharpless, Roy A. Johnson
  • Patent number: 4496777
    Abstract: Production of halohydrins; in particular, chlorohydrins by reaction of tertiary alkyl hypohalite and olefinically unsaturated compound in the presence of water and a water soluble salt of an amphoteric metal; in particular, a salt of tin, aluminum, zinc, zirconium, magnesium, or titanium, which provides a pH of from 2 to 5 under reaction conditions.
    Type: Grant
    Filed: November 9, 1983
    Date of Patent: January 29, 1985
    Assignee: The Lummus Company
    Inventors: George D. Suciu, Joon T. Kwon, Atef M. Shaban
  • Patent number: 4479020
    Abstract: Production of halohydrins; in particular, chlorohydrins by reaction of tertiary alkyl hypohalite and olefinically unsaturated compound in the presence of water and a metal selected from Group II-A, II-B, III-A, III-B, IV-A, IV-B, or V-A of the Periodic Table. The use of such metals improves the production of halohydrin.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: October 23, 1984
    Assignee: The Lummus Company
    Inventors: George D. Suciu, Joon T. Kwon, Atef M. Shaban
  • Patent number: 4374277
    Abstract: Described are branched chain C.sub.11 aldehydes and alcohols, processes for producing same by (i) first dimerizing isoamylene(2-methyl-2-butene) to form a mixture of diisoamylenes and (ii) reacting the resulting mixture or separated components thereof with carbon monoxide and hydrogen by means of an oxo reaction, as well as methods for augmenting or enhancing the aroma of perfumes, colognes and perfumed articles by adding thereto perfume aroma augmenting or enhancing quantities of the thus produced C.sub.11 branched chain aldehydes and alcohol compositions of matter. Also described are perfume compositions, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, dryer-added fabric softener articles, hair preparations, deodorant compositions and bleaching compositions containing such products thus produced.
    Type: Grant
    Filed: September 25, 1981
    Date of Patent: February 15, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, John H. Geiger, Jr.
  • Patent number: 4322355
    Abstract: An improvement in the reaction of olefin with aldehyde, and optionally, carboxylic acid, in the liquid phase in the presence of a catalytically effective amount of strong acid to provide a 1,3-difunctional compound or a mixture of 1,3-difunctional compounds is provided by carrying out the aforesaid reaction in the further presence of a co-catalyst selected from the group consisting of antimony oxide, bismuth oxide, antimony salt, bismuth salt and mixtures thereof.
    Type: Grant
    Filed: April 15, 1980
    Date of Patent: March 30, 1982
    Assignee: National Distillers & Chemical Corp.
    Inventors: David Horvitz, William D. Baugh
  • Patent number: 4310709
    Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4293717
    Abstract: Aldehydes and diols are prepared by reacting an olefine with hydrogen peroxide in the presence of a Group Va or VIa metal compound, such as molybdenum-(III)-acetylacetonate.
    Type: Grant
    Filed: February 5, 1979
    Date of Patent: October 6, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Waldmann, Wulf Schwerdtel, Wolfgang Swodenk