Method of making 2-butanol
View Patent ↗The present invention relates to a method for making 2-butanol from 2,3-butanediol by using a heterogeneous catalyst system that can function both as an acid catalyst and as a hydrogenation catalyst.
1. A method of making 2-butanol comprising:
(a) contacting a reactant comprising dry or wet 2,3-butanediol, optionally in the presence of at least one inert solvent, with hydrogen and a heterogeneous catalyst system that can function both as an acid catalyst and as a hydrogenation catalyst at a temperature between about 75 and about 300 degrees Centigrade and a hydrogen pressure between about 345 kPa and about 20.7 MPa, to produce a reaction product comprising 2-butanol; and
(b) recovering 2-butanol from the reaction product.
2. The method of claim 1 , wherein the reactant is obtained from a 2,3-butanediol-containing fermentation broth.
3. The method of claim 1 , wherein the inert solvent is at least one liquid hydrocarbon, at least one liquid aromatic compound, at least one liquid ether, 2-butanol, or combination thereof.
4. The method of claim 3 , wherein the inert solvent is at least one C 5 to C 20 straight-chain, branched or cyclic liquid hydrocarbon, at least one C 6 to C 20 liquid aromatic compound, at least one liquid dialkyl ether wherein the individual alkyl groups of the dialkyl ether are straight-chain or branched, and wherein the total number of carbons of the dialkyl ether is from 4 to 16.
5. The method of claim 4 , wherein the individual alkyl groups of the dialkyl ether have from 2 to 5 carbons.
6. The process of claim 1 , wherein the heterogeneous catalyst system is comprised of at least one solid acid catalyst and at least one solid hydrogenation catalyst.
7. The process of claim 1 , wherein the heterogeneous catalyst system comprises a dual function catalyst.
8. The process of claim 6 , wherein the heterogeneous catalyst system comprises at least one solid acid catalyst, and wherein said at least one acid catalyst is selected from the group consisting of (1) heterogeneous heteropolyacids and their salts, (2) natural clay minerals, (3) cation exchange resins, (4) metal oxides, (5) mixed metal oxides, (6) metal salts, and (7) combinations of groups 1 to 6.
9. The process of claim 8 , wherein the metal components of groups 4 through 6 are selected from the group consisting of aluminum, chromium, tin, titanium, zirconium, and elements from Groups I, IIa, IIIa, VIIa, VIIIa, Ib and IIb of the Periodic Table of the Elements.
10. The process of claim 8 , wherein the acid heterogeneous catalyst system comprises at least one solid acid catalyst, and wherein said at least one solid acid catalyst is selected from the group consisting of cation exchange resins and natural clay minerals.
11. The process of claim 6 , wherein the at least one solid acid catalyst is supported on at least one catalyst support.
12. The process of claim 11 , wherein the at least one solid acid catalyst is supported, and wherein the at least one solid acid catalyst is present at from about 0.1% to about 20% by weight relative to the catalyst weight plus the support weight.
13. The process of claim 11 , wherein the at least one catalyst support is selected from the group consisting of oxides of silica, alumina, titania, compounds thereof or combinations thereof; barium sulfate; calcium carbonate; zirconia; carbons; and combinations thereof.
14. The process of claim 6 , wherein the heterogeneous catalyst system comprises at least one solid hydrogenation catalyst, and wherein said at least one solid hydrogenation catalyst comprises a metal selected from the group consisting of nickel, copper, chromium, cobalt, rhodium, ruthenium, rhenium, osmium, iridium, platinum, palladium, platinum black; compounds thereof; and combinations thereof.
15. The process of claim 14 , wherein the at least one solid hydrogenation catalyst is selected from the group consisting of ruthenium, iridium, palladium, compounds thereof; and combinations thereof.
16. The process of claim 14 , wherein the at least one solid hydrogenation catalyst is supported on at least one catalyst support.
17. The process of claim 16 , wherein the at least one solid hydrogenation catalyst is supported, and wherein the at least one solid hydrogenation catalyst is present at from about 0.1% to about 20% by weight relative to the catalyst weight plus the support weight.
18. The process of claim 16 , wherein the at least one catalyst support is selected from the group consisting of oxides of silica, alumina, titania; compounds thereof or combinations thereof; barium sulfate; calcium carbonate; zirconia; carbons; and combinations thereof.
19. The process of claim 18 , wherein the at least one solid hydrogenation catalyst supported on at least one catalyst support is selected from the group consisting of ruthenium on carbon, ruthenium on alumina, and iridium on carbon.
20. The process of claim 1 , wherein the heterogeneous catalyst system comprises:
(a) at least one unsupported or supported solid acid catalyst wherein the solid acid catalyst is selected from the group consisting of (1) heterogeneous heteropolyacids and their salts, (2) natural clay minerals, (3) cation exchange resins, (4) metal oxides, (5) mixed metal oxides, (6) metal salts and (7) combinations of groups 1 to 6; and
(b) at least one unsupported or supported hydrogenation catalyst wherein the hydrogenation catalyst is selected from metals from the group consisting of nickel, copper, chromium, cobalt, rhodium, ruthenium, rhenium, osmium, iridium, platinum, palladium, platinum black; compounds thereof; and combinations thereof.