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Title: Catalyst system and process for benzyl ether fragmentation and coal liquefaction

Abstract

Dibenzyl ether can be readily cleaved to form primarily benzaldehyde and toluene as products, along with minor amounts of bibenzyl and benzyl benzoate, in the presence of a catalyst system comprising a Group 6 metal, preferably molybdenum, a salt, and an organic halide. Although useful synthetically for the cleavage of benzyl ethers, this cleavage also represents a key model reaction for the liquefaction of coal; thus this catalyst system and process should be useful in coal liquefaction with the advantage of operating at significantly lower temperatures and pressures.

Inventors:
 [1]
  1. Kingsport, TN
Issue Date:
Research Org.:
RTI International, Research Triangle Park, NC (United States)
OSTI Identifier:
871502
Patent Number(s):
5744026
Application Number:
08/827668
Assignee:
Eastman Chemical Company (Kingsport, TN)
Patent Classifications (CPCs):
C - CHEMISTRY C10 - PETROLEUM, GAS OR COKE INDUSTRIES C10G - CRACKING HYDROCARBON OILS
DOE Contract Number:  
AC22-94PC94065
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
catalyst; process; benzyl; fragmentation; coal; liquefaction; dibenzyl; readily; cleaved; form; primarily; benzaldehyde; toluene; products; minor; amounts; bibenzyl; benzoate; presence; comprising; metal; preferably; molybdenum; salt; organic; halide; useful; synthetically; cleavage; ethers; represents; key; model; reaction; advantage; operating; significantly; temperatures; pressures; minor amounts; coal liquefaction; minor amount; preferably molybdenum; /208/999/585/

Citation Formats

Zoeller, Joseph Robert. Catalyst system and process for benzyl ether fragmentation and coal liquefaction. United States: N. p., 1998. Web.
Zoeller, Joseph Robert. Catalyst system and process for benzyl ether fragmentation and coal liquefaction. United States.
Zoeller, Joseph Robert. Tue . "Catalyst system and process for benzyl ether fragmentation and coal liquefaction". United States. https://www.osti.gov/servlets/purl/871502.
@article{osti_871502,
title = {Catalyst system and process for benzyl ether fragmentation and coal liquefaction},
author = {Zoeller, Joseph Robert},
abstractNote = {Dibenzyl ether can be readily cleaved to form primarily benzaldehyde and toluene as products, along with minor amounts of bibenzyl and benzyl benzoate, in the presence of a catalyst system comprising a Group 6 metal, preferably molybdenum, a salt, and an organic halide. Although useful synthetically for the cleavage of benzyl ethers, this cleavage also represents a key model reaction for the liquefaction of coal; thus this catalyst system and process should be useful in coal liquefaction with the advantage of operating at significantly lower temperatures and pressures.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Apr 28 00:00:00 EDT 1998},
month = {Tue Apr 28 00:00:00 EDT 1998}
}

Works referenced in this record:

Pyrolysis of allyl ethers. Unimolecular fragmentation to propenes and carbonyl compounds
journal, January 1966


Flash thermolysis: multiple sigmatropic rearrangements in ortho -substituted aromatic compounds
journal, December 1976


Hydrogen-Transfer Reaction of Coal Model Compounds in Tetralin with Dispersed Catalysts
journal, July 1994


Molybdenum Hexacarbonyl as a Catalyst Precursor for Solvent-Free Direct Coal Liquefaction
journal, January 1996