Single-reactor process for producing liquid-phase organic compounds from biomass
AssigneeWisconsin Alumni Research Foundation
InventorsJames A. Dumesic, Dante A. Simonetti, Edward L. Kunkes
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Abstract
Disclosed is a method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons. The method includes the steps of reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase containing linear and/or cyclic mono-oxygenated hydrocarbons, and an aqueous phase.
Claims24
A method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons, the method comprising:
- reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a weight hourly space velocity of at least 0.6 h−1, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising:
- a vapor phase;
- an organic phase comprising linear or cyclic mono-oxygenated hydrocarbons having from 4 to 6 carbon atoms and selected from the group consisting of alcohols, ketones, carboxylic acids, and 5- and 6-membered oxygen-containing heterocycles, and wherein molar carbon distribution for conversion of the water-soluble oxygenated hydrocarbon reactant into the organic phase is at least 43%;
- and an aqueous phase.
A method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons, the method comprising:
- reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a weight hourly space velocity of at least 0.6 h−1, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase comprising linear or cyclic mono-oxygenated hydrocarbons having from 4 to 6 carbon atoms and selected from the group consisting of alcohols, ketones, carboxylic acids, and 5- and 6-membered oxygen-containing heterocycles, and wherein molar carbon distribution for conversion of the water-soluble oxygenated hydrocarbon reactant into the organic phase is at least 43%, and an aqueous phase;
- and then
- subjecting the organic phase to a carbon-carbon bond-forming reaction, in the presence of a metal-containing catalyst, to yield C8-C12 compounds.
A method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons, the method comprising:
- reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a weight hourly space velocity of at least 0.6 h−1, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase comprising linear or cyclic mono-oxygenated hydrocarbons having from 4 to 6 carbon atoms and selected from the group consisting of alcohols, ketones, carboxylic acids, and 5- and 6-membered oxygen-containing heterocycles, and wherein molar carbon distribution for conversion of the water-soluble oxygenated hydrocarbon reactant into the organic phase is at least 43%, and an aqueous phase;
- and then
- subjecting the organic phase to an aldol condensation reaction to yield compounds having more carbon atoms than the reactant.
A method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons, the method comprising:
- reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a weight hourly space velocity of at least 0.6 h−1, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase comprising linear or cyclic mono-oxygenated hydrocarbons having from 4 to 6 carbon atoms and selected from the group consisting of alcohols, ketones, carboxylic acids, and 5- and 6-membered oxygen-containing heterocycles, and wherein molar carbon distribution for conversion of the water-soluble oxygenated hydrocarbon reactant into the organic phase is at least 43%, and an aqueous phase;
- and then
- hydrogenating the organic phase, wherein ketones present in the organic phase are reduced to alcohols;
- and then
- dehydrating the alcohols to yield alkenes.
A method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons, the method comprising:
- reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a weight hourly space velocity of at least 0.6 h−1, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase comprising linear or cyclic mono-oxygenated hydrocarbons having from 4 to 6 carbon atoms and selected from the group consisting of alcohols, ketones, carboxylic acids, and 5- and 6-membered oxygen-containing heterocycles, and wherein molar carbon distribution for conversion of the water-soluble oxygenated hydrocarbon reactant into the organic phase is at least 43%, and an aqueous phase;
- and then
- hydrogenating the organic phase, wherein ketones present in the organic phase are reduced to alcohols;
- and then converting the organic phase to aromatic compounds.
Dependencies are inferred from the claim text.