Methods and compositions for extraction and transesterification of biomass components
Methods and compositions are disclosed for the direct transesterification and extraction of bio-lipids and bio-oils in the production of biofuel, particularly fatty acid methyl ester products.
1. A method of extracting a biomass component from a biomass starting material, comprising:
contacting the biomass starting material with a co-solvent composition, wherein the co-solvent composition comprises at least one ionic liquid and at least one polar covalent molecule (PCM); and
mixing the co-solvent composition and the biomass starting material, wherein said contacting and mixing results in extraction of biomass components of the biomass starting material and separation into two or more phases of a multi-phase composition, wherein a first phase comprises a first extracted biomass component that is immiscible with the co-solvent composition and a second phase comprises co-solvent composition and second biomass component that is miscible with the co-solvent composition.
2. The method of claim 1 , wherein the first extracted biomass component that is immiscible with the co-solvent composition is one selected from the group consisting of: a bio-oil, a bio-polymer, and a fat-soluble pigment.
3. The method of claim 1 , wherein the at least one PCM is an alcohol and wherein the contacting further comprises the addition of a catalyst.
4. The method of claim 3 , wherein the first extracted biomass component that is immiscible with the co-solvent composition comprises a fatty acid ester product.
5. The method of claim 1 , wherein the contacting and mixing results in extraction of a second biomass component that is extracted into a second phase comprising the co-solvent composition.
6. The method of claim 2 , wherein the first biomass component that is immiscible with the co-solvent composition is a bio-oil.
7. The method of claim 6 , comprising removing the first phase comprising the bio-oil from the multiple-phase composition.
8. The method of claim 6 , wherein the multiple phase composition comprises the first phase comprising the bio-oil, a second phase comprising the co-solvent composition, and a third phase comprising the extracted biomass.
9. The method of claim 8 , further comprising facilitating separation of the multiple phase composition into the first phase comprising the bio-oil, the second phase comprising the co-solvent composition, and the third phase comprising the extracted biomass.
10. The method of claim 9 , wherein the facilitating separation comprises centrifuging the multiple phase composition.
11. The method of claim 9 , wherein the facilitating separation comprises passing the multiple phase composition through at least one filter.
12. The method of claim 1 , further comprising separating the extracted protein from the co-solvent composition.
13. The method of claim 1 , wherein the biomass starting material is at least one selected from the group of: a microalgae, a yeast, an oil seed and a plant matter.
14. The method of claim 1 , wherein the at least one polar covalent molecule (PCM) is selected from the group consisting of: alcohols, ketones, organic acids, alkyl halides, sulfoxides, aldehydes, amides, and amines.
15. The method of claim 1 , wherein the at least one ionic liquid is comprised of a cation and anion and that is a liquid salt at room temperature.
16. The method of claim 15 , wherein the general structure of the cation is one selected from the group consisting of:
wherein R1 through R6 are independently selected from groups consisting of C0-C6 alkyl, alkenyl, hydroxyalkyl, haloalkyl, alkoxylalkyl, C6-C10 aryl or C8-C16 alkylearyl, or mixtures thereof, wherein C0 denotes hydrogen.
17. The method of claim 16 , wherein the cation is an imidazolium cation.
18. The method of claim 15 , wherein the anion is one selected from the group consisting of: a halide, a C1-C6 carboxylate, a mono- or di-C1-C10 alkyl sulfosuccinate, a mono- or di-C1-C10 ester sulfosuccinate, a nitrate, a sulfate, an alkylsulfates, a phosphate, an alkylphosphates, an acetate, a halogenoacetates, a tetrafluoroborate, a tetrachloroborate, a hexafluorophosphate, a trifluoro-tris-(pentafluoroethyl)phosphate, a hexafluoroantimonate, a fluorosulfonate, an alkylsulfonate, a perfluoroalkylsulfonate, a bis(perfluoroalkylsulfonyl)amide, a tris-trifluoromethylsulfonyl methylide with formula C(CF 3 SO 2 ) 3 − , a bis-trifluoromethylsulfonyl methylide with formula HC(CF 3 SO 2 ) 3 − ), an arenesulfonate optionally substituted with halogens or halogenalkyl groups, a tetraphenylborate anion, a tetraphenylborate anion the aromatic rings of which are substituted, a tetra-(trifluoroacetoxy)-borate, a bis-(oxalato)-borate, a dicyanamide, a tricyanomethylide, a tetrachloroaluminate anion, and a chlorozincate anion, or mixtures thereof.
19. The method of claim 18 , wherein the anion is a methyl sulfate anion.
20. The method of claim 15 , wherein the at least one ionic liquid is selected from the group consisting of: 1-ethyl-3-methylimidazolium methyl sulfate, 1-methylimidazolium tetrafluoroborate, 1-alkyl-3-methylimidazolium hydrogensulfonates, 1-butylpyridinium chloride/aluminum chloride, 1-octyl-3-methylimidazolium tetrafluoroborate (OMIM/BF 4 ), [EMIM][BF 4 ], [BMIM][BF 4 ], [HMIM][BF 4 ], [BMIM][HSO 4 − ], Cl[BF 4 ], a di-alkylimidaxolium salt, a quaternary ammonium salt, and mixtures thereof.
21. The method of claim 20 , wherein the at least one ionic liquid is 1-ethyl-3-methyl imidazolium methyl sulfate.
22. A method of direct transesterification of a biomass starting material, comprising:
contacting the biomass starting material with a co-solvent composition and a catalyst, wherein the co-solvent composition comprises at least one ionic liquid and at least one polar covalent molecule (PCM); and
mixing the co-solvent composition, catalyst and the biomass starting material, wherein said contacting and mixing results in formation of a fatty acid ester product and a multiple-phase composition, wherein a first phase comprises the fatty acid ester product.