IP Library Granted Patent US 8,624,043
Granted Patent B2
US 8,624,043 · App. 13/369,388 · Granted Jan 7, 2014

Catalytic conversion of cellulose to liquid hydrocarbon fuels by progressive removal of oxygen to facilitate separation processes and achieve high selectivities

Inventors: James A. Dumesic (Verona, WI); Juan Carlos Serrano Ruiz (Madison, WI); Ryan M. West (Madison, WI)
Assignee: Wisconsin Alumni Research Foundation
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Quick Facts
Patent No.
US 8,624,043
App. No.
13/369,388
Granted
Jan 7, 2014
Kind
B2
Abstract

Described is a method to make liquid chemicals. The method includes deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to γ-valerolactone, and converting the γ-valerolactone to pentanoic acid. Alternatively, the γ-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C 9 and C 18 olefins, which can be hydrogenated to yield a mixture of alkanes.

Claims (7)

1. A method for converting glucose to pentanoic acid, the method comprising:

(a) hydrolyzing glucose derived from any source in an aqueous, acid-catalyzed reaction to yield a product mixture comprising levulinic acid and formic acid; then

(b) converting at least a portion of the formic acid present in the product mixture to H 2 and CO 2 without separating the levulinic acid and formic acid present in the product mixture; and

(c) reducing at least a portion of the levulinic acid present in the product mixture to γ-valerolactone using the H 2 produced in step (b); and then

(d) reducing at least a portion of the γ-valerolactone from step (c) to pentanoic acid in the presence H 2 produced from xylose or gasification.

2. The method of claim 1 , wherein step (d) comprises reducing the γ-valerolactone to pentanoic acid by contacting the γ-valerolactone with a catalyst comprising a metal selected from the group consisting of Ti, V, Cr, Zr, Nb, Mo, Hf, Ta, W, Pd, Ag, Pt, Au, and combinations thereof.

3. The method of claim 1 , wherein step (d) comprises reducing the γ-valerolactone to pentanoic acid by contacting the γ-valerolactone with a catalyst comprising Nb and Pd.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 6, 2014
From: WISCONSIN ALUMNI RESEARCH FOUNDATION
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 033161/0745 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2014
From: DUMESIC, JAMES; SERRANO RUIZ, JUAN CARLOS; WEST, RYAN
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 032066/0930 →
Continuity (2)
Continuation 12490129 · Jun 23, 2009
Related Publication 20120149922A1 · Jun 14, 2012