Combination of hydrogenation and base catalyzed depolymerization for lignin conversion
A process for the conversion of lignin to chemical precursors is presented. The process comprises treating the lignin to form less acidic compounds. The process includes reacting lignin with a hydrogenation catalyst under a hydrogen atmosphere to convert acidic oxygenate compounds to less acidic oxygenates or hydrocarbons. The oxygenate compounds are reacted in a dehydrogenation and deoxygenation process to remove the oxygen and to convert the cyclic hydrocarbons back to aromatic compounds.
1. A process for producing chemicals from lignin, comprising:
combining lignin with a hydrogenation catalyst under a hydrogen atmosphere to form a mixture;
reacting the mixture at lignin hydrolysis and aromatic hydrogenation process conditions, including a total reactor pressure between 3.4 MPa to about 14 MPa and a reactor temperature ranging from about 325° C. to about 450° C. to form water and an intermediate product stream having a reduced oxygen content and comprised of naphthenes and cyclohexane alcohols; and
contacting the intermediate product stream with a deoxygenation and a dehydrogenation catalyst at naphthene dehydrogenation reaction conditions thereby generating a product stream comprising aromatic and phenolic compounds.
2. The process of claim 1 further comprising combining a base with the lignin and hydrogenation catalyst forming the mixture having a pH greater than 6.
3. The process of claim 2 further comprising recovering the base used for lignin hydrolysis process.
4. The process of claim 2 wherein the base used is selected from the group consisting of alkali metal hydroxides, alkaline earth metal hydroxides, alkaline earth metal oxides, alkali metal carbonates, and mixtures thereof.
5. The process of claim 1 wherein the hydrogenation catalyst comprises a noble metal on a support.
6. The process of claim 5 wherein the noble metal is selected from the group consisting of platinum (Pt), palladium (Pd), and mixtures thereof.
7. The process of claim 5 wherein the catalyst support is selected from the group consisting of zeolites, molecular sieves, Al 2 O 3 , SiO 2 , MgO, ZrO 2 , TiO 2 , mixed metal oxides, carbon, and mixtures thereof.
8. The process of claim 1 wherein the hydrogenation catalyst comprises a base metal selected from the group consisting of nickel (Ni), chromium (Cr), molybdenum (Mo), tungsten (W), and mixtures thereof.
9. The process of claim 1 wherein the hydrogenation catalyst comprises a metal sulfide.
10. The process of claim 9 wherein the metal in the metal sulfide is selected from the group consisting of nickel (Ni), chromium (Cr), molybdenum (Mo), tungsten (W), and mixtures thereof.
11. The process of claim 9 wherein the hydrogenation catalyst further comprises tin (Sn), indium (In), ruthenium (Ru), rhodium (Rh), rhenium (Re), osmium (Os), iridium (Ir), germanium (Ge), lead (Pb), cobalt (Co), gallium (Ga), zinc (Zn), thallium (Tl), and mixtures thereof.
12. The process of claim 1 wherein the hydrolysis and hydrogenation process conditions include a liquid hourly space velocity (LHSV) between 0.1 and 100 hr −1 .
13. The process of claim 1 wherein the dehydrogenation reaction conditions include a pressure between 1 kPa and 1013 kPa.
14. The process of claim 1 wherein the dehydrogenation reaction conditions include a temperature of between 400° C. and 900° C.
15. The process of claim 1 wherein the dehydrogenation and the deoxygenation catalyst includes a cracking function.
16. A process for producing chemicals from lignin, comprising:
combining lignin with a base and a hydrogenation catalyst under a hydrogen atmosphere, at a total reaction pressure between 3.4 MPa to about 14 MPa, to form a mixture having a pH greater than 6;
reacting the mixture at lignin hydrolysis and aromatic hydrogenation process conditions and at a reactor temperature ranging from about 325° C. to about 450° C. to form water and an intermediate product stream having a reduced oxygen content and comprised of naphthenes and cyclohexane alcohols;
recovering the base used for lignin hydrolysis process; and
contacting the intermediate product stream with a dehydrogenation catalyst at naphthene dehydrogenation reaction conditions to form a product stream comprising aromatic and phenolic compounds.