Preparing From An Acetal Or Ketal Patents (Class 568/691)
  • Patent number: 8933275
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing acetylene as an intermediate stream to form a stream having oxygenates. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to oxygenates through subsequent reactors.
    Type: Grant
    Filed: June 11, 2013
    Date of Patent: January 13, 2015
    Assignee: UOP LLC
    Inventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin
  • Patent number: 8791307
    Abstract: A process of producing ?,?-unsaturated ethers includes pyrolyzing an acetal represented by Formula (2) below in a gas phase in the presence of a catalyst and a compound having at least one hydrogen atom capable of hydrogen bonding to produce an ?,?-unsaturated ether represented by Formula (3) below: R1R2CH—CR3(OR4)2??(2) R1R2C?C—R3(OR4)??(3) In Formulae (2) and (3), R1, R2 and R3 are each independently a hydrogen atom, an alkyl group, an alkenyl group or an aryl group; R4 is an alkyl group, an alkenyl group or an aryl group; the plurality of R4 in Formula (2) may be the same or different from each other.
    Type: Grant
    Filed: November 6, 2008
    Date of Patent: July 29, 2014
    Assignee: Showa Denko K.K.
    Inventors: Yoshikuni Okumura, Hiroto Kouka, Takanori Aoki
  • Publication number: 20140058135
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing acetylene as an intermediate stream to form a stream having oxygenates. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to oxygenates through subsequent reactors.
    Type: Application
    Filed: June 11, 2013
    Publication date: February 27, 2014
    Inventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin
  • Publication number: 20100261936
    Abstract: A process of producing ?,?-unsaturated ethers includes pyrolyzing an acetal represented by Formula (2) below in a gas phase in the presence of a catalyst and a compound having at least one hydrogen atom capable of hydrogen bonding to produce an ?,?-unsaturated ether represented by Formula (3) below: R1R2CH—CR3(OR4)2??(2) R1R2C?C—R3(OR4)??(3) In Formulae (2) and (3), R1, R2 and R3 are each independently a hydrogen atom, an alkyl group, an alkenyl group or an aryl group; R4 is an alkyl group, an alkenyl group or an aryl group; the plurality of R4 in Formula (2) may be the same or different from each other.
    Type: Application
    Filed: November 6, 2008
    Publication date: October 14, 2010
    Applicant: SHOWA DENKO K.K.
    Inventors: Yoshikuni Okumura, Hiroto Kouka, Takanori Aoki
  • Patent number: 7728181
    Abstract: Disclosed is a method for producing an ?,?-unsaturated ether efficiently and stably for a long time. In the method for producing an ?,?-unsaturated ether, an acetal is thermally decomposed in the presence of a catalyst containing an apatite represented by any of the following formula (1)-(4) (M)5?y(HZO4)y(ZO4)3?y(X)1?y??(1) (M)5?y(HPO4)y(PO4)3?y(X)1?y??(2) (M)5?y+2n(HZO4)y(ZO4)3?y(X)1?y(SiO4)n??(3) (M)5?y+m(HZO4)y(ZO4)3?y(X)1?y(CO3)m??(4).
    Type: Grant
    Filed: January 26, 2007
    Date of Patent: June 1, 2010
    Assignee: Showa Denko K.K.
    Inventors: Hiroto Kouka, Yoshikuni Okumura
  • Publication number: 20090227818
    Abstract: Disclosed is a method for producing an ?,?-unsaturated ether efficiently and stably for a long time. In the method for producing an ?,?-unsaturated ether, an acetal is thermally decomposed in the presence of a catalyst containing an apatite represented by any of the following formulae (1)-(4).
    Type: Application
    Filed: January 26, 2007
    Publication date: September 10, 2009
    Applicant: SHOWA DENKO K.K.
    Inventors: Hiroto Kouka, Yoshikuni Okumura
  • Publication number: 20090054697
    Abstract: The present invention provides a method for producing an unsaturated ether compound represented by general formula (2) below, the method comprising reacting an acetal represented by general formula (1) below in the presence of an aliphatic or aromatic sulfonic acid and an organic base having a total carbon number of 3 to 7. (In the formulae, R1, R2, and R3 may be the same or different and each represent substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl, or R1 and R2 form cycloalkyl together with the adjacent carbon atom.
    Type: Application
    Filed: April 26, 2006
    Publication date: February 26, 2009
    Applicant: KYOWA HAKKO CHEMICAL CO., LTD.
    Inventors: Ryo Numazaki, Katsuhiro Ito, Hiroshi Matsuoka, Iwao Hotta
  • Publication number: 20040199026
    Abstract: A process is described for the production of ethers, typically terahydrofuran, by reaction of a corresponding organic feed material selected from dicarboxylic acids and/or anhydrides, monoesters of dicarboxylic acids and/or anhydrides, diesters of dicarboxylic acids and/or anhydrides, lactones, and mixtures of two or more thereof in the presence of hydrogen which comprises the steps of: (a) supplying a stream comprising the organic feed material to a first vaporisation zone and contacting said feed with cycle gas comprising hydrogen such that at least a portion of the feed material is vaporised by and into the cycle gas; (b) supplying at least a portion of the cycle gas and the vaporised feed material to a first reaction zone comprising catalyst and operating under reaction conditions to allow hydrogenation and dehydration to occur; (c) recovering from the first reaction zone an intermediate product stream comprising unreacted feed material, cycle gas, desired product(s), and any co-products and by-products;
    Type: Application
    Filed: April 28, 2004
    Publication date: October 7, 2004
    Inventors: David Mark Sutton, Andrew George Hiles, Graham Reed, John Anthony Stannard
  • Patent number: 6660890
    Abstract: A process for the heterogeneous and enantioselective hydrogenation of prochiral organic &agr;-keto compounds with platinum as the catalyst in the presence of a soluble or immobilized chiral aromatic nitrogen base with at least one basic nitrogen atom adjacent to stereogenic carbon atoms, whereby prochiral &agr;-ketoacetals are hydrogenated to optically active &agr;-hydroxyacetals.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: December 9, 2003
    Assignee: Solvias AG
    Inventor: Martin Studer
  • Patent number: 6566559
    Abstract: Process for the production of unsaturated ethers, in particular isopropenyl methyl ether (IPM), by pyrolysis of a ketal-containing or acetal-containing mixture, in particular dimethoxypropane (DMP), in the liquid phase in the presence of an organic carboxylic acid, according to the following reaction scheme: wherein R1=H or alkyl with 1-8 C atoms; R2=H, CH3—, C2H5—, or Cl—; R3=alkyl with 1-8 C atoms; R4=H, CH3—, C2H5—, or C3H7—, and R1 and R4 may be joined to form a 5-, 6-, or 7-membered ring. DMP is produced by the process from acetone and methanol by reaction in an acidic heterogeneous ion exchanger, the product being isolated by extraction with aqueous alkaline solution. In particular the process involves combining the IPM reaction product with the DMP reaction product, which permits the execution of a stable recycling process in which the methanol-containing streams of the IPM and DMP stages can be simultaneously extracted.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: May 20, 2003
    Assignee: Degussa AG
    Inventors: Steffen Krill, Stephan Kretz, Volker Häfner, Georg Markowz
  • Publication number: 20020042543
    Abstract: Process for the production of unsaturated ethers, in particular isopropenyl methyl ether (IPM), by pyrolysis of a ketal-containing or acetal-containing mixture, in particular dimethoxypropane (DMP), in the liquid phase in the presence of an organic carboxylic acid, according to the following reaction scheme: 1
    Type: Application
    Filed: June 1, 2001
    Publication date: April 11, 2002
    Inventors: Steffen Krill, Stephan Kretz, Volker Hafner, Georg Markowz
  • Patent number: 6235944
    Abstract: The present invention relates to a general synthesis for producing secondaryalkoxy-1-alkenes in commercial quantities in good yields by reacting cyclic and acyclic ketones and the corresponding alcohol with a secondary alkyl orthoformate ester in the presence of an acid catalyst, a Lewis acid, ferric chloride being preferred, and recovering the produce as a liquid of high purity.
    Type: Grant
    Filed: January 21, 1999
    Date of Patent: May 22, 2001
    Assignee: Creanova Inc.
    Inventors: Thomas V. John, Chitoor S. Subramaniam, Zheng Wang, Richard J. Kucera, Jr.
  • Patent number: 6211416
    Abstract: Enol ethers of the formula I where R1 is an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical which may carry further substituents which do not react with acetylenes or allenes, and the radicals R, independently of one another, are hydrogen or aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radicals, which may be bonded to one another to form a ring, and m is 0 or 1, are prepared by reacting an acetal or ketal of the formula II with an acetylene or allene of the formula III or IV where R and R1 have the abovementioned meanings, in the gas phase at elevated temperatures in the presence of a zinc- or cadmium- and silicon- and oxygen-containing heterogeneous catalyst.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: April 3, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Joaquim Henrique Teles, Norbert Rieber, Klaus Breuer, Dirk Demuth, Hartmut Hibst, Heinz Etzrodt, Udo Rheude
  • Patent number: 5990360
    Abstract: A novel process for the manufacture of a .gamma.-halotiglic aldehyde HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CHO [I], wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H.sub.2 C.dbd.CH-C (CH.sub.3).dbd.CH-OR.sup.1 [II], wherein R.sup.1 signifies C.sub.1-4 -alkyl, using a particular halogenating agent in a C.sub.1-4 -alkanol (R.sup.2 OH) and hydrolyzing the thus-obtained .gamma.-halotiglic aldehyde dialkyl acetal HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CH (OR.sup.1)(OR.sup.2) [III] to the desired .gamma.-chloro- or .gamma.-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus manufactured .gamma.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: November 23, 1999
    Assignee: Roche Vitamins Inc.
    Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
  • Patent number: 5767325
    Abstract: A process for the preparation of enol ethers of the general formula I ##STR1## in which R.sup.1,R.sup.2,R.sup.3,R.sup.4,R.sup.5 denote C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 alkenyl, or C.sub.7 -C.sub.20 phenylalkyl,R.sup.2,R.sup.3,R.sup.4 denote hydrogen, aryl, cyano, --COOR.sup.5, C.sub.1 -C.sub.12 alkyl monosubstituted to trisubstituted or interrupted by --COOR.sup.5, --C.dbd.O, cyano, or C.sub.1 -C.sub.12 alkoxy, C.sub.1 -C.sub.12 alkyl monosubstituted to trisubstituted by --COOR.sup.5, --C.dbd.O, cyano, or C.sub.1 -C.sub.12 alkyl, or C.sub.7 -C.sub.20 phenylalkyl andR.sup.2 and R.sup.4 or R.sup.3 and R.sup.4 together form a C.sub.3 -C.sub.10 alkylene chain or a C.sub.2 -C.sub.20 alkylidene chain, from acetals or ketals.
    Type: Grant
    Filed: November 22, 1996
    Date of Patent: June 16, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Jurgen Schroder, Stefan Bock, Klaus Ebel
  • Patent number: 5723687
    Abstract: A process is described for the joint production of ethers and hydrocarbons with a high octane number starting from C.sub.4 hydrocarbon cuts containing isobutene, by oligomerization with acid catalysts, in the presence of primary alcohols selected from methanol or ethanol in such a quantity as to have a molar ratio primary alcohols/isobutene in the feeding of between 0.2 and 0.7, preferably operating at a reaction temperature of between 30.degree. and 100.degree. C. and at feeding space velocities of less than 20 h.sup.-1.
    Type: Grant
    Filed: May 15, 1996
    Date of Patent: March 3, 1998
    Assignee: Snamprogetti S.p.A.
    Inventors: Mario Marchionna, Francesco Ancillotti, Marco Di Gerolamo
  • Patent number: 5576465
    Abstract: A process for preparing unsaturated ethers of the formula (1) ##STR1## from acetals or ketal of the formula (2) ##STR2## is improved by heating the acetals or ketals at from 100.degree. to 250.degree. C. in a high-boiling, branched carboxylic acid and obtaining the unsaturated ether as a distillate. The process, which is insensitive to contaminants, gives the unsaturated ether in high yields.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: November 19, 1996
    Assignee: Huels Aktiengesellschaft
    Inventor: Manfred Kaufhold
  • Patent number: 5449844
    Abstract: The present invention relates to a new method of condensing polyenic compounds wherein a compound having the formula III ##STR1## is condensed with a compound having the formula IV ##STR2## under the influence of a Lewis acid or a protic acid. R.sub.1 through R.sub.7 represent alkyl or alkenyl groups, A' is preferably chlorine, B is preferably a hydroxyl group, and n' is 0 to 10. The invention also relates to novel intermediates for use in the preparation of Vitamins A and E produced by means of the new method.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: September 12, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Jean-Erick Ancel, Bienayme, Hugues, Lucette Duhamel, Pierre Duhamel
  • Patent number: 5446210
    Abstract: A process for the production of polyol ethers comprising the steps ofA) reacting a mixture of at least one polyol and at least one carbonyl compound of the formulaR.sup.1 --CO--R.sup.2 (I)in which R.sup.1 and R.sup.2 independently of one another represent hydrogen or aliphatic hydrocarbon radicals containing 1 to 22 carbon atoms and 0, 1, 2, or 3 double bonds, with hydrogen at an elevated temperature in the presence of a hydrogenation catalyst which is insoluble in the reaction mixture; andB) removing the polyol ether-containing reaction product from the catalyst.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: August 29, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Udo Hees, Georg Assman, Fritz Schuster
  • Patent number: 5354911
    Abstract: A process for the preparation of ethers of the formula R.sup.1 --CR.sup.2 .dbd.CH--O--R.sup.3, in which R.sup.1 and R.sup.3 are each a radical having 1 to 6 carbon atoms and R.sup.2 is hydrogen or a radical having 1 to 2 carbon atoms, by reaction of a diacetal of the formula R.sup.1 --CHR.sup.2 --CH(--O--R.sup.3).sub.2 in the presence of a catalyst composed of an acid and an amine at elevated temperature in the liquid phase. The unsaturated ether of the above-mentioned formula is formed from the diacetal with elimination of an alcohol R.sup.3 --OH.
    Type: Grant
    Filed: January 7, 1994
    Date of Patent: October 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Weber, Peter Lappe, Helmut Springer
  • Patent number: 5130435
    Abstract: Vinyl ethers of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical to or different from one another, each being hydrogen, straight-chain or branched alkyl or alkenyl of up to 12 carbon atoms, cycloalkyl or cycloalkylene of from 5 to 8 carbon atoms, aryl, alkylaryl, alkenylaryl, aralkyl and aralkenyl of from 6 to 16 carbon atoms, halogen-substituted aryl or heterocyclyl, and in addition the radicals R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, can form a cycloalkane, cycloalkene or a heterocycle, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by eliminating an alcohol from an acetal/ketal of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 5100852
    Abstract: Catalytic dealkoxylation of gem-dialkoxy compounds for synthesizing vinyl ethers is disclosed. Zeolites of the mordenite or ZSM5 type with an Na.sub.2 O/Al.sub.2 O.sub.3 molar ratio of 1:1.05 (.+-.0.25) are used as catalysts.
    Type: Grant
    Filed: February 25, 1988
    Date of Patent: March 31, 1992
    Assignee: Degussa Aktiengesellschaft
    Inventors: Dietrich Arntz, Michael Baacke, Peter Kleinschmit, Guenter Prescher
  • Patent number: 4960954
    Abstract: Enol ethers of the general formula I ##STR1## are prepared by eliminating the radical R.sup.4 OH from acetals or ketals of the formula II ##STR2## where the substituents R.sup.1 and R.sup.2 are each independently of the other hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 -cycloalkenyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted aryl or C.sub.7 -C.sub.16 aralkyl,R.sup.3 is --CR.sup.5 (OR.sup.4).sub.2, --COOR.sup.4 or --COR.sup.4,R.sup.4 is C.sub.1 -C.sub.20 -alkyl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.5 is hydrogen or C.sub.1 -C.sub.8 -alkyl,in a process which comprises performing the reaction in the presence of phosphoric acid and/or phosphates on a carrier material and/or phosphates and/or zeolites as catalysts.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer, Walter Himmele
  • Patent number: 4891451
    Abstract: Vinyl ethers of the formula (I) ##STR1## where R.sup.1 to R.sup.3 are identical or different and are each hydrogen, a straight-chain or branched alkyl or alkenyl radical of not more than 12 carbon atoms, halogen-substituted alkyl, a cycloalkyl or cycloalkenyl radical of 5 to 8 carbon atoms, an aryl, alkylaryl, alkenylaryl, aralkyl or aralkenyl radical of 6 to 16 carbon atoms, halogen-substituted aryl or a heterocyclic radical and furthermore R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, may form a cycloalkane, cycloalkene or heterocyclic structure, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by a process in which an alcohol is eliminated from an acetal or ketal of the formula (II) ##STR2## where R.sup.1 to R.sup.4 have the above meanings, in the presence of borosilicate and/or iron silicate zeolites as catalysts.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: January 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 4792637
    Abstract: A process for the synthesis of vinyl ethers of formula ##STR1## wherein R.sub.1 and R.sub.2, each independently, represent hydrogen or a primary, secondary or tertiary alkyl group,R.sub.3 is a hydrogen, a primary alkyl, phenyl, or substituted phenyl group, orR.sub.2 and R.sub.3, taken together, represent a polymethylene chain containing from 3 to 10 carbon atoms wherein one or more hydrogens can be replaced by methyl or ethyl groups, andR is a primary, secondary or tertiary alkyl group, which comprises reacting a suitably selected dioxolane derivative of formula II ##STR2## wherein R.sub.1, R.sub.2, and R.sub.3 are as defined above, andR.sub.4, R.sub.5, R.sub.6, and R.sub.7, each independently, represent hydrogen or an alkyl group, with a boric acid ester of formula IIIB(OR).sub.3 IIIwhereinR is as defined above, in the vapor phase, at a temperature comprised between 100.degree. and 400.degree. C., and in the presence of an acidic heterogeneous catalyst.
    Type: Grant
    Filed: July 17, 1987
    Date of Patent: December 20, 1988
    Assignee: Enichem Anic SpA
    Inventors: Giuseppe Messina, Mario D. Moretti, Salvatore R. Sanna, Giovanni Soma, Pier G. Cabras
  • Patent number: 4469887
    Abstract: To produce methacrylic acid, firstly, isobutyraldehyde is acetalized. The resultant acetal is cleaved into the isobutenyl ether and alcohol. The isobutenyl ether is oxidized with molecular oxygen or an oxygen-containing gaseous mixture in the presence of an alkaline solution at temperatures of 30.degree.-70.degree. C. to obtain the epoxide. This epoxide is hydrolyzed to the .alpha.-hydroxyisobutyraldehyde. The latter is then oxidized with concentrated or fuming nitric acid at temperatures of 20.degree.-110.degree. C. to produce .alpha.-hydroxyisobutyric acid, and methacrylic acid is obtained therefrom by splitting off water.
    Type: Grant
    Filed: October 26, 1982
    Date of Patent: September 4, 1984
    Assignee: Chemische Werke Huels, AG
    Inventors: Rudolf Brockhaus, Hans-Jurgen Franke
  • Patent number: 4396782
    Abstract: A process for producing .alpha.,.beta.-unsaturated alkenyl ethers by cleavage of acetals in the gas phase and in the presence of a catalyst, the catalyst used being calcium oxide, the acetal cleavage being performed in the temperature range of 200.degree. to 300.degree. C. and the process being carried out preferably in a simple distilling apparatus.
    Type: Grant
    Filed: January 7, 1982
    Date of Patent: August 2, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Sameer H. Eldin, Milos Rusek
  • Patent number: 4317925
    Abstract: A process for the preparation of di-n-propylacetic acid which comprises the steps ofA. converting n-valeraldehyde-diallyl acetal into allyl-1-pentenyl ether by cleaving one mol of allyl alcohol per one mol of n-valeraldehye-diallyl acetal;B. rearranging the allyl-1-pentenyl ether thermally into 2-propyl-pent-4-en-1-al,C. partially hydrogenating the 2-propyl-pent-en-1-al catalytically to form 2-propyl valeraldehyde, andD. oxidizing the 2-propyl valeraldehyde to form dipropyl-acetic acid.
    Type: Grant
    Filed: July 25, 1979
    Date of Patent: March 2, 1982
    Assignee: Ruhrchemie Aktiengesellschaft
    Inventors: Jurgen Weber, Wolfgang Bernhagen, Helmut Springer
  • Patent number: 4131739
    Abstract: Cyclic acetals are rearranged to form isomeric carboxylic acid esters according to the following formula: ##STR1## wherein R is an alkyl, alkenyl, or aromatic moiety containing 1 to 12 carbon atoms;AndR' is an alkyl or alkenyl moiety containing 1 to 12 carbon atoms;In the presence of a catalyst consisting of a metal selected from the group Ru, Rh, Pd, Os, Ir or Pt supported on carbon.
    Type: Grant
    Filed: July 11, 1977
    Date of Patent: December 26, 1978
    Assignee: Eastman Kodak Company
    Inventor: Don L. Morris