FR2274583A1 - 1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts - Google Patents

1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts

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Publication number
FR2274583A1
FR2274583A1 FR7420814A FR7420814A FR2274583A1 FR 2274583 A1 FR2274583 A1 FR 2274583A1 FR 7420814 A FR7420814 A FR 7420814A FR 7420814 A FR7420814 A FR 7420814A FR 2274583 A1 FR2274583 A1 FR 2274583A1
Authority
FR
France
Prior art keywords
butene
ethylene
dimerisation
prodn
catalysts
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.)
Granted
Application number
FR7420814A
Other languages
French (fr)
Other versions
FR2274583B1 (en
Inventor
Gennady Petrovich Belov
Nelli Dzhavkharovna Karpova
Taimuraz Savelievich Dzhabiev
Khaim-Mordkhe Aro Brikenshtein
Fridirkh Stepanovi Dyachkovsky
Matrena Petrovna Gerasina
Vyacheslav Ivanovich Smirnov
Vladimir Evgenievich Kuzmin
Petr Evgenievich Matkovsky
Ljudmilla Nicolaevna Russian
D Anatoly
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.)
OTDEL I
Original Assignee
OTDEL I
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
Application filed by OTDEL I filed Critical OTDEL I
Priority to FR7420814A priority Critical patent/FR2274583A1/en
Publication of FR2274583A1 publication Critical patent/FR2274583A1/en
Application granted granted Critical
Publication of FR2274583B1 publication Critical patent/FR2274583B1/fr
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08—Catalytic processes
    • C07C2/26—Catalytic processes with hydrides or organic compounds
    • C07C2/30—Catalytic processes with hydrides or organic compounds containing metal-to-carbon bond; Metal hydrides
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0201—Oxygen-containing compounds
    • B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
    • B01J31/0212—Alkoxylates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08—Catalytic processes
    • C07C2/26—Catalytic processes with hydrides or organic compounds
    • C07C2/32—Catalytic processes with hydrides or organic compounds as complexes, e.g. acetyl-acetonates
    • C07C2/34—Metal-hydrocarbon complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/22—Organic complexes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1-Butene is prepd. by dimerisation of ethylene in an org. solvent in the presence of a catalyst system comprising (a) a complex Ti alcoholate of formula (RO)3TiR'.AIR"2OR (where R is 2-4C alkyl; R' = R or H; R" is as defined for R) and a trialkylaluminium or (b) a Ti alcoholate of formula Ti(OR)4, a dialkylaluminium hydride and a modifier comprising dicyclopentadienyltitanium dichloride, O2, m-phenyl-enediamine or N-phenyl-beta-naphthylamine. 1-Butene is used in the prodn. of n-butanol, ethylene/butylene copolymers, isotactic polybutene, butene oligomers and butadiene. Compared with conventional ti alcoholate catalysts, system (a) increases the yield of 1-butene by ca. 25 wt. % and decreases the yield of by-prods. (higher olefins, polyethylene) to 1.7-5.3 wt. % and system (b) increases the yield of 1-butene by 10-20%.
FR7420814A 1974-06-14 1974-06-14 1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts Granted FR2274583A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7420814A FR2274583A1 (en) 1974-06-14 1974-06-14 1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7420814A FR2274583A1 (en) 1974-06-14 1974-06-14 1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts

Publications (2)

Publication Number Publication Date
FR2274583A1 true FR2274583A1 (en) 1976-01-09
FR2274583B1 FR2274583B1 (en) 1976-10-15

Family

ID=9140105

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7420814A Granted FR2274583A1 (en) 1974-06-14 1974-06-14 1-Butene prodn. by ethylene dimerisation - with titanium alcoholate-alkylaluminium catalysts

Country Status (1)

Country Link
FR (1) FR2274583A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3008697A1 (en) * 2013-07-19 2015-01-23 IFP Energies Nouvelles METHOD FOR SELECTIVELY DIMERIZING ETHYLENE TO BUTENE-1 USING A CATALYTIC COMPOSITION COMPRISING AN ADDITIVE TITANIUM COMPLEX IN ASSOCIATION WITH A HETERO-ATOMIC FUNCTIONALIZED ALCOXY LIGAND
JP2016215202A (en) * 2010-05-18 2016-12-22 イエフペ エネルジ ヌヴェルＩｆｐ Ｅｎｅｒｇｉｅｓ Ｎｏｕｖｅｌｌｅｓ Process for dimerization of ethylene to but-1-ene using composition comprising titanium-based complex and alkoxy ligand functionalized by heteroatom

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016215202A (en) * 2010-05-18 2016-12-22 イエフペ エネルジ ヌヴェルＩｆｐ Ｅｎｅｒｇｉｅｓ Ｎｏｕｖｅｌｌｅｓ Process for dimerization of ethylene to but-1-ene using composition comprising titanium-based complex and alkoxy ligand functionalized by heteroatom
FR3008697A1 (en) * 2013-07-19 2015-01-23 IFP Energies Nouvelles METHOD FOR SELECTIVELY DIMERIZING ETHYLENE TO BUTENE-1 USING A CATALYTIC COMPOSITION COMPRISING AN ADDITIVE TITANIUM COMPLEX IN ASSOCIATION WITH A HETERO-ATOMIC FUNCTIONALIZED ALCOXY LIGAND

Also Published As

Publication number Publication date
FR2274583B1 (en) 1976-10-15

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