CA2185400A1 - Production of monoolefin oligomer - Google Patents

Production of monoolefin oligomer

Info

Publication number
CA2185400A1
CA2185400A1 CA002185400A CA2185400A CA2185400A1 CA 2185400 A1 CA2185400 A1 CA 2185400A1 CA 002185400 A CA002185400 A CA 002185400A CA 2185400 A CA2185400 A CA 2185400A CA 2185400 A1 CA2185400 A1 CA 2185400A1
Authority
CA
Canada
Prior art keywords
monoolefin
trimer
dimer
boron trifluoride
oligomerization
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
CA002185400A
Other languages
French (fr)
Other versions
CA2185400C (en
Inventor
Michel Clarembeau
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.)
Ineos USA LLC
Original Assignee
Michel Clarembeau
Amoco Corporation
Bp Amoco Corporation
Bp Corporation North America Inc.
O&D Usa Llc
Innovene Usa Llc
Ineos Usa Llc
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 Michel Clarembeau, Amoco Corporation, Bp Amoco Corporation, Bp Corporation North America Inc., O&D Usa Llc, Innovene Usa Llc, Ineos Usa Llc filed Critical Michel Clarembeau
Publication of CA2185400A1 publication Critical patent/CA2185400A1/en
Application granted granted Critical
Publication of CA2185400C publication Critical patent/CA2185400C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C9/00—Aliphatic saturated hydrocarbons
    • C07C9/22—Aliphatic saturated hydrocarbons with more than fifteen carbon atoms
    • 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
    • C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
    • C07C2/20—Acids of halogen; Salts thereof ; Complexes thereof with organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C07C2527/12—Fluorides
    • C07C2527/1213—Boron fluoride
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

A monoolefin oligomerization process which gives high yields of dimer and trimer at high monoolefin conversions in a single stage reaction is described. The process involves contacting a C6-20 oligomerizable olefin with a catalyst comprising boron trifluoride and from 0.05 to 2.5 mol%, based on the total quantity of monoolefin being used, of an alcohol catalyst promoter which is added portionwise during the oligo-merization.
The oligomerization is performed at a temperature of 45-90°C and under a pressurized atmosphere of boron trifluoride until the monoolefin conversion is at least 90% and the combined total of dimer and trimer in the liquid reaction mixture is at least 70% by weight.
CA002185400A 1995-09-13 1996-09-12 Production of monoolefin oligomer Expired - Fee Related CA2185400C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP95250221.9 1995-09-13
EP95250221A EP0763514B1 (en) 1995-09-13 1995-09-13 Production of monoolefin oligomer

Publications (2)

Publication Number Publication Date
CA2185400A1 true CA2185400A1 (en) 1997-03-14
CA2185400C CA2185400C (en) 2008-07-15

Family

ID=8221044

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002185400A Expired - Fee Related CA2185400C (en) 1995-09-13 1996-09-12 Production of monoolefin oligomer

Country Status (4)

Country Link
US (1) US6002061A (en)
EP (1) EP0763514B1 (en)
CA (1) CA2185400C (en)
DE (1) DE69511548T2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6147271A (en) * 1998-11-30 2000-11-14 Bp Amoco Corporation Oligomerization process

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3997621A (en) * 1974-02-04 1976-12-14 Mobil Oil Corporation Controlled oligomerization of olefins
US4045507A (en) 1975-11-20 1977-08-30 Gulf Research & Development Company Method of oligomerizing 1-olefins
US4400565A (en) * 1982-04-28 1983-08-23 Texaco Inc. Co-catalyst for use with boron trifluoride in olefin oligomerization
US4956516A (en) * 1988-05-20 1990-09-11 Shell Oil Company Disproportionation of olefins
US4950822A (en) 1988-06-27 1990-08-21 Ethyl Corporation Olefin oligomer synlube process
US4935570A (en) * 1988-06-27 1990-06-19 Ethyl Corporation Olefin oligomer synlube process
US4956513A (en) * 1988-10-17 1990-09-11 Ethyl Corporation Recovery of BF3 from olefin oligomer process
US4910355A (en) * 1988-11-02 1990-03-20 Ethyl Corporation Olefin oligomer functional fluid using internal olefins
US5068487A (en) * 1990-07-19 1991-11-26 Ethyl Corporation Olefin oligomerization with BF3 alcohol alkoxylate co-catalysts
JPH0764757B2 (en) * 1990-09-20 1995-07-12 出光石油化学株式会社 Method for producing olefin oligomer

Also Published As

Publication number Publication date
EP0763514A1 (en) 1997-03-19
DE69511548D1 (en) 1999-09-23
CA2185400C (en) 2008-07-15
DE69511548T2 (en) 2000-05-04
EP0763514B1 (en) 1999-08-18
US6002061A (en) 1999-12-14

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed