IP Library › Granted Patent US 8,395,007
Granted Patent B2
US 8,395,007 · App. 12/511,796 · Granted Mar 12, 2013

Diesel and jet fuels based on the oligomerization of butene

Inventors: Michael E. Wright (Ridgecrest, CA); Benjamin G. Harvey (Ridgecrest, CA); Roxanne L. Quintana (Ridgecrest, CA)
Assignee: The United States of America as represented by the Secretary of the Navy
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Quick Facts
Patent No.
US 8,395,007
App. No.
12/511,796
Granted
Mar 12, 2013
Kind
B2
Abstract

A renewable biofuel based on a highly efficient batch catalysis methodology for conversion of 1-butene to a new class of potential jet fuel blends. By tuning the catalyst and then using the dimer produced, the carbon use is about 95% or greater.

Claims (20)

1. A process for conversion of 1-butene to butene oligomers comprising:

activating a bis(cyclopentadienyl)zirconium dichloride pre-catalyst with methylaluminoxane in one or more aromatic solvents without heteroatoms;

removing the one or more solvents to form an activated catalyst;

mixing one or more linear or branched hydrocarbon alkanes having from 4 to about 20 carbons with the activated catalyst to form a slurry;

adding dried 1-butene to the slurry to form a mixture;

stirring the mixture to allow contact of reactants at ambient temperature in a gas tight vessel until reaction is complete to form a first mixture of butene oligomers;

hydrogenating the first mixture of butene oligomers to forms a second mixture of hydrogenated oligomers; and

formulating said second mixture of hydrogenated oligomers with 3-methyl heptane to form a fuel having a viscosity at −20° C. from about 6.0 cSt to about 12.5 cSt and a density from about 0.75 g/mL to about 0.80 g/mL.

2. The process of claim 1 further comprising: distilling the first mixture of butene oligomers to remove 2-ethyl-1-hexene prior to hydrogenating the first mixture of butene oligomers.

3. A process for converting 1-butene to butene C 16 oligomers comprising:

mixing bis(cyclopentadienyl)zirconium dichloride with methylaluminoxane in one or more aromatic solvents without heteroatoms;

removing the one or more solvents to form an activated catalyst;

mixing 3-methyl heptane with the activated catalyst to form a slurry;

adding dried 1-butene to the slurry to form a mixture;

stirring the mixture to allow contact of reactants at ambient temperature in a gas tight vessel until substantially all 1-butene has been reacted to form a first reaction mixture containing 2-ethyl-1-hexene;

distilling the first reaction mixture to recover 2-ethyl-1-hexene;

mixing the 2-ethyl-1-hexene with concentrated sulfuric acid to form a heterogenous mixture;

stirring the heterogeneous mixture to allow contact of reactants at ambient temperature until reaction is complete to form a reaction mixture;

separating the organic phase from said sulfuric acid aqueous phase of the reaction mixture;

isolating butene C 16 oligomers from the organic phase, wherein said butene C 16 oligomers are hydrogenated to form a fuel mixture.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2009
From: WRIGHT, MICHAEL E., MR.; HARVEY, BENJAMIN G., MR.; QUINTANA, ROXANNE L., MS.
To: UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY OF THE NAVY
Reel/Frame 023023/0897 →
Continuity (1)
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