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Metathesis process for preparing an alpha, omega-functionalized olefin

Patent ·
OSTI ID:1017418
A cross-metathesis process for preparing an .alpha.,.omega.-functionalized olefin, such as methyl 9-decenoate, and an .alpha.-olefin having three or more carbon atoms, such as 1-decene. The process involves contacting in a first reaction zone an .alpha.-functionalized internal olefin, such as methyl oleate, and an .alpha.-olefinic monomer having three or more carbon atoms, such as 1-decene, with a first metathesis catalyst to prepare an effluent stream containing the .alpha.,.omega.-functionalized olefin, such as methyl 9-decenoate, an unfunctionalized internal olefin, such as 9-octadecene, unconverted reactant olefins, and optionally, an .alpha.,.omega.-difunctionalized internal olefinic dimer, such as dimethyl 9-octadecen-1,18-dioate; separating said effluent streams; then contacting in a second reaction zone the unfunctionalized internal olefin with ethylene in the presence of a second metathesis catalyst to obtain a second product effluent containing the .alpha.-olefinic monomer having three or more carbon atoms; and cycling a portion of the .alpha.-olefinic monomer stream(s) to the first zone.
Research Organization:
Dow Global Technologies Inc. (Midland, MI)
Sponsoring Organization:
USDOE
DOE Contract Number:
FC36-01ID14213
Assignee:
Dow Global Technologies Inc. (Midland, MI)
Patent Number(s):
7,812,185
Application Number:
11/915,794
OSTI ID:
1017418
Country of Publication:
United States
Language:
English

References (5)

Metal Complexes of N-Heterocyclic Carbenes—A New Structural Principle for Catalysts in Homogeneous Catalysis journal November 1995
Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands journal September 1999
A Recyclable Ru-Based Metathesis Catalyst journal February 1999
Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefins journal May 1990
Renewable Monomer Feedstocks via Olefin Metathesis:  Fundamental Mechanistic Studies of Methyl Oleate Ethenolysis with the First-Generation Grubbs Catalyst journal April 2004

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