GB2118939B - Conversion of alkanes to unsaturated aldehydes - Google Patents

Conversion of alkanes to unsaturated aldehydes

Info

Publication number
GB2118939B
GB2118939B GB08310123A GB8310123A GB2118939B GB 2118939 B GB2118939 B GB 2118939B GB 08310123 A GB08310123 A GB 08310123A GB 8310123 A GB8310123 A GB 8310123A GB 2118939 B GB2118939 B GB 2118939B
Authority
GB
United Kingdom
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.)
Expired
Application number
GB08310123A
Other versions
GB8310123D0 (en
GB2118939A (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 GB8310123D0 publication Critical patent/GB8310123D0/en
Publication of GB2118939A publication Critical patent/GB2118939A/en
Application granted granted Critical
Publication of GB2118939B publication Critical patent/GB2118939B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
    • C07C51/252—Preparation 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/002—Mixed oxides other than spinels, e.g. perovskite
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J27/188—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
    • B01J27/19—Molybdenum
    • B01J27/192—Molybdenum with bismuth
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J27/195—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with vanadium, niobium or tantalum
    • B01J27/198—Vanadium
    • B01J27/199—Vanadium with chromium, molybdenum, tungsten or polonium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation 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
    • C07C45/34—Preparation 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
    • C07C45/35—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37—Preparation 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333—Catalytic processes
    • C07C5/3332—Catalytic processes with metal oxides or metal sulfides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333—Catalytic processes
    • C07C5/3335—Catalytic processes with metals
    • C07C5/3337—Catalytic processes with metals of the platinum group
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2523/00—Constitutive 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)
GB08310123A 1982-04-14 1983-04-14 Conversion of alkanes to unsaturated aldehydes Expired GB2118939B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
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
US06/468,524 US4532365A (en) 1982-09-20 1983-02-22 Conversion of alkanes to unsaturated aldehydes

Publications (3)

Publication Number Publication Date
GB8310123D0 GB8310123D0 (en) 1983-05-18
GB2118939A GB2118939A (en) 1983-11-09
GB2118939B true GB2118939B (en) 1986-04-30

Family

ID=27408852

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08310123A Expired GB2118939B (en) 1982-04-14 1983-04-14 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
DE3461782D1 (en) * 1983-02-22 1987-02-05 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
ES2139266T3 (en) * 1995-03-10 2000-02-01 Basf Ag PROCEDURE FOR THE OBTAINING OF ACROLEIN, ACRYLIC ACID, OR ITS MIXTURE FROM PROPANE.
US6492548B1 (en) 1996-04-01 2002-12-10 Union Carbide Chemicals & Plastics Technology Corporation Process for the oxidation of alkanes
EP0938463B1 (en) * 1996-04-01 2002-06-19 Union Carbide Chemicals & Plastics Technology Corporation Processes 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
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
KR100740728B1 (en) 2000-06-14 2007-07-19 바스프 악티엔게젤샤프트 Method for Producing Acrolein and/or Acrylic Acid
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.
JP2004530723A (en) * 2001-06-29 2004-10-07 ビーエーエスエフ アクチェンゲゼルシャフト 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
US7592483B2 (en) 2004-07-01 2009-09-22 Basf Aktiengesellschaft Preparation of acrolein or acrylic acid or a mixture thereof by heterogeneously catalyzed partial gas phase oxidation of propylene
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
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
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
MY143542A (en) * 2005-11-24 2011-05-31 Basf Se Process for preparing acrolein or acrylic acid or a mixture thereof from propane
KR101370749B1 (en) * 2005-11-24 2014-03-06 바스프 에스이 Process for preparing acrolein or acrylic acid or a mixture thereof from propane
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
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
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
WO2009028292A1 (en) * 2007-08-30 2009-03-05 Nippon Shokubai Co., Ltd. Process for producing acrylic acid
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
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
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
FR2525212B1 (en) 1986-12-05
AU1349283A (en) 1983-10-20
FR2525212A1 (en) 1983-10-21
DE3313573C2 (en) 1987-05-07
GB8310123D0 (en) 1983-05-18
CA1217502A (en) 1987-02-03
NL8301303A (en) 1983-11-01
IT1167404B (en) 1987-05-13
AU560458B2 (en) 1987-04-09
GB2118939A (en) 1983-11-09
BR8301915A (en) 1983-12-20
DE3313573A1 (en) 1983-10-20
IT8348091A0 (en) 1983-04-13

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee