AU560458B2 - Conversion of alkanes to unsaturated aldehydes - Google Patents

Conversion of alkanes to unsaturated aldehydes

Info

Publication number
AU560458B2
AU560458B2 AU13492/83A AU1349283A AU560458B2 AU 560458 B2 AU560458 B2 AU 560458B2 AU 13492/83 A AU13492/83 A AU 13492/83A AU 1349283 A AU1349283 A AU 1349283A AU 560458 B2 AU560458 B2 AU 560458B2
Authority
AU
Australia
Prior art keywords
alkanes
conversion
unsaturated aldehydes
aldehydes
unsaturated
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
AU13492/83A
Other versions
AU1349283A (en
Inventor
Sargis Khoobiar
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Halcon SD Group Inc
Original Assignee
Halcon SD Group Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US06/368,196 external-priority patent/US4413147A/en
Priority claimed from US06/420,077 external-priority patent/US4535188A/en
Priority claimed from US06/468,524 external-priority patent/US4532365A/en
Application filed by Halcon SD Group Inc filed Critical Halcon SD Group Inc
Publication of AU1349283A publication Critical patent/AU1349283A/en
Application granted granted Critical
Publication of AU560458B2 publication Critical patent/AU560458B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/25Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
    • C07C51/252Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/002Mixed oxides other than spinels, e.g. perovskite
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/186Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J27/188Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
    • B01J27/19Molybdenum
    • B01J27/192Molybdenum with bismuth
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/186Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J27/195Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with vanadium, niobium or tantalum
    • B01J27/198Vanadium
    • B01J27/199Vanadium with chromium, molybdenum, tungsten or polonium
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • C07C45/35Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333Catalytic processes
    • C07C5/3332Catalytic processes with metal oxides or metal sulfides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333Catalytic processes
    • C07C5/3335Catalytic processes with metals
    • C07C5/3337Catalytic processes with metals of the platinum group
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2523/00Constitutive chemical elements of heterogeneous catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AU13492/83A 1982-04-14 1983-04-13 Conversion of alkanes to unsaturated aldehydes Ceased AU560458B2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US368196 1982-04-14
US06/368,196 US4413147A (en) 1982-04-14 1982-04-14 Conversion of isobutane to methacrolein
US06/420,077 US4535188A (en) 1982-04-14 1982-09-20 Conversion of isobutane to methacrolein
US420077 1982-09-20
US06/468,524 US4532365A (en) 1982-09-20 1983-02-22 Conversion of alkanes to unsaturated aldehydes
US468524 1983-02-22

Publications (2)

Publication Number Publication Date
AU1349283A AU1349283A (en) 1983-10-20
AU560458B2 true AU560458B2 (en) 1987-04-09

Family

ID=27408852

Family Applications (1)

Application Number Title Priority Date Filing Date
AU13492/83A Ceased AU560458B2 (en) 1982-04-14 1983-04-13 Conversion of alkanes to unsaturated aldehydes

Country Status (8)

Country Link
AU (1) AU560458B2 (en)
BR (1) BR8301915A (en)
CA (1) CA1217502A (en)
DE (1) DE3313573C2 (en)
FR (1) FR2525212B1 (en)
GB (1) GB2118939B (en)
IT (1) IT1167404B (en)
NL (1) NL8301303A (en)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0117146B1 (en) * 1983-02-22 1986-12-30 The Halcon Sd Group, Inc. Conversion of propane to acrylic acid
DE3800991A1 (en) * 1988-01-15 1989-07-27 Basf Ag METHOD FOR THE PRODUCTION OF (ALPHA), (BETA) -MONOOLEFINICALLY UNSATURATED 3 TO 4 C-ATOMES CONTAINING CARBONIC ACIDS BY GAS PHASE OXIDATION
DE59603316D1 (en) * 1995-03-10 1999-11-18 Basf Ag Process for the production of acrolein, acrylic acid or a mixture of propane
ATE219480T1 (en) * 1996-04-01 2002-07-15 Union Carbide Chem Plastic METHOD FOR OXIDATION OF ALKANES
US6492548B1 (en) 1996-04-01 2002-12-10 Union Carbide Chemicals & Plastics Technology Corporation Process for the oxidation of alkanes
DE19837517A1 (en) 1998-08-19 2000-02-24 Basf Ag Production of acrolein and/or acrylic acid involves two stage catalytic oxydehydrogenation of propane, using modified air with less nitrogen and more oxygen than normal air as the oxygen source
DE19837519A1 (en) 1998-08-19 2000-02-24 Basf Ag Production of acrolein and/or acrylic acid involves two stage catalytic oxydehydrogenation of propane, using air as the oxygen source and removing nitrogen from residual gas before recycling
WO2001096271A2 (en) * 2000-06-14 2001-12-20 Basf Aktiengesellschaft Method for producing acrolein and/or acrylic acid
DE10028582A1 (en) * 2000-06-14 2001-12-20 Basf Ag Production of acrolein or acrylic acid from propane, involves partial gas-phase dehydrogenation, removal of hydrogen and partial gas-phase oxidation of propene with nitrogen as diluent, and recycling of unreacted propane
DE10131297A1 (en) * 2001-06-29 2003-01-09 Basf Ag Production of partial (ammo)oxidation products of an olefinic hydrocarbon, useful for acrolein/acrylic acid from propane, comprises intermittent supplementation of olefin from another source.
KR100900848B1 (en) 2001-06-29 2009-06-04 바스프 에스이 Method for producing methacrolein from isobutane
CN1219737C (en) 2001-06-29 2005-09-21 巴斯福股份公司 Method for producing methacrolein from isobutane
DE10316039A1 (en) 2003-04-07 2004-10-21 Basf Ag Preparation of at least one partial oxidation and/or ammoxidation product of a hydrocarbon e.g. isobutane involves partially dehydrogenating saturated hydrocarbon under heterogeneous catalysis
US8431743B2 (en) 2004-07-01 2013-04-30 Basf Aktiengesellschaft Preparation of acrylic acid by heterogeneously catalyzed partial gas phase oxidation of propylene
US7705181B2 (en) 2005-03-01 2010-04-27 Basf Akiengesellschaft Process for removing methacrylic acid from liquid phase comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component
US7601866B2 (en) 2005-03-01 2009-10-13 Basf Aktiengesellschaft Process for removing methacrolein from liquid phase comprising acrylic acid as a main constituent and target product, and methacrolein as a secondary component
DE502006003491D1 (en) 2005-11-03 2009-05-28 Basf Se METHOD FOR THE STABLE OPERATION OF A CONTINUOUS EXTRACTION PROCESS FOR THE PRODUCTION OF ACROLEINE, OR ACRYLIC ACID OR THEIR PROPANE MIXTURE
KR101370749B1 (en) * 2005-11-24 2014-03-06 바스프 에스이 Process for preparing acrolein or acrylic acid or a mixture thereof from propane
MY143542A (en) * 2005-11-24 2011-05-31 Basf Se Process for preparing acrolein or acrylic acid or a mixture thereof from propane
DE102005062010A1 (en) 2005-12-22 2007-06-28 Basf Ag Heterogeneously catalyzed partial gas phase oxidation of propylene to acrylic acid comprises introducing a reaction gas mixture into a reaction zone, and transferring the product gas mixture into a condensed phase and a separation zone
DE102005062026A1 (en) 2005-12-22 2007-06-28 Basf Ag Catalytic partial gas phase oxidation of propylene to acrylic acid comprises introducing propylene, oxygen and inert dilution gas into first reaction zone, adding secondary gas and introducing the mixture into second reaction stage
DE102006024901A1 (en) * 2006-05-24 2007-11-29 Basf Ag Preparing acrylic acid comprises supplying propane gas to a zone to give a gas containing e.g. propylene, supplying molecular oxygen, feeding oxidation reactor with another gas containing e.g. propylene and subjecting the gas to oxidation
DE102007006647A1 (en) 2007-02-06 2008-08-07 Basf Se Process for the regeneration of a catalyst bed deactivated in the context of a heterogeneously catalyzed partial dehydrogenation of a hydrocarbon
EP2181086A1 (en) 2007-08-30 2010-05-05 Nippon Shokubai Co., Ltd. Process for producing acrylic acid
DE102007043759A1 (en) 2007-09-13 2008-09-11 Basf Se Procedure for continuous separation of target product in the form of fine particle of crystallisate, comprises indirectly operating a heat exchanger having primary and secondary areas, which are spatially separated with one another
DE102007043758A1 (en) 2007-09-13 2008-10-23 Basf Se Target product continuous separating operation in form of fine crystals from liquid phase, includes heat exchanger having secondary space and primary space
BE1018537A3 (en) 2007-09-13 2011-03-01 Basf Se METHOD FOR OPERATING A CONTINUOUS SEPARATION OF TARGET PRODUCT X IN THE FORM OF A FINALLY DIVIDED CRYSTALLISATE
DE102007043748A1 (en) 2007-09-13 2008-09-11 Basf Se Method for separating target product i.e. acrylic acid, methacrylic acid, p-xylene or N-vinylpyrrolidone in form of fine crystallized product, involves utilizing heat exchanger, where heat flow is gathered from heat exchanger
DE102008044946B4 (en) 2008-08-29 2022-06-15 Evonik Superabsorber Gmbh Use of foam bodies in oxidation reactors for the production of unsaturated carboxylic acids
FR2952053B1 (en) 2009-11-02 2011-12-16 Air Liquide PROCESS AND DEVICE FOR PRODUCING ALKENES DERIVATIVES

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3161670A (en) * 1960-12-12 1964-12-15 Shell Oil Co Preparation of olefinic compounds
BE623670R (en) * 1962-07-06 1963-04-16 Stamicarbon Process for preparing acrolein or methacrolein by catalytic oxidation of propene or isobutene
GB1426303A (en) * 1972-08-25 1976-02-25 Ube Industries Catalyst and process for oxidation of ammoxidation of olefin mixtures
GB1467865A (en) * 1973-07-27 1977-03-23 Basf Ag Catalytic oxidation or ammoxidation of a-olefins to alpha,beta- olefinically unsaturated aldehydes acids or nitriles
JPS5341648B2 (en) * 1974-12-06 1978-11-06
US4335264A (en) * 1976-07-07 1982-06-15 E. I. Du Pont De Nemours And Company High yield, low byproduct α, β-unsaturated aldehydes from olefins
US4217309A (en) * 1978-06-12 1980-08-12 Ube Industries, Ltd. Process for producing methacrolein

Also Published As

Publication number Publication date
CA1217502A (en) 1987-02-03
FR2525212B1 (en) 1986-12-05
DE3313573A1 (en) 1983-10-20
NL8301303A (en) 1983-11-01
GB2118939A (en) 1983-11-09
DE3313573C2 (en) 1987-05-07
IT8348091A0 (en) 1983-04-13
FR2525212A1 (en) 1983-10-21
IT1167404B (en) 1987-05-13
AU1349283A (en) 1983-10-20
BR8301915A (en) 1983-12-20
GB2118939B (en) 1986-04-30
GB8310123D0 (en) 1983-05-18

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