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Title: Metathesis process for preparing an alpha, omega-functionalized olefin

Abstract

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.

Inventors:
 [1];  [2];  [1]
  1. Midland, MI
  2. Charleston, WV
Issue Date:
Research Org.:
Dow Global Technologies Inc. (Midland, MI)
Sponsoring Org.:
USDOE
OSTI Identifier:
1017418
Patent Number(s):
7812185
Application Number:
11/915,794
Assignee:
Dow Global Technologies Inc. (Midland, MI)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
FC36-01ID14213
Resource Type:
Patent
Country of Publication:
United States
Language:
English

Citation Formats

Burdett, Kenneth A, Mokhtarzadeh, Morteza, and Timmers, Francis J. Metathesis process for preparing an alpha, omega-functionalized olefin. United States: N. p., 2010. Web.
Burdett, Kenneth A, Mokhtarzadeh, Morteza, & Timmers, Francis J. Metathesis process for preparing an alpha, omega-functionalized olefin. United States.
Burdett, Kenneth A, Mokhtarzadeh, Morteza, and Timmers, Francis J. Tue . "Metathesis process for preparing an alpha, omega-functionalized olefin". United States. https://www.osti.gov/servlets/purl/1017418.
@article{osti_1017418,
title = {Metathesis process for preparing an alpha, omega-functionalized olefin},
author = {Burdett, Kenneth A and Mokhtarzadeh, Morteza and Timmers, Francis J},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Oct 12 00:00:00 EDT 2010},
month = {Tue Oct 12 00:00:00 EDT 2010}
}

Works referenced in this record:

A Recyclable Ru-Based Metathesis Catalyst
journal, February 1999


Synthesis of molybdenum imido alkylidene complexes and some reactions involving acyclic olefins
journal, May 1990


Metal Complexes of N-Heterocyclic Carbenes—A New Structural Principle for Catalysts in Homogeneous Catalysis
journal, November 1995