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1. (WO2019067624) PROCESS FOR HYDROLYSIS OF OLIGOSACCHARIDES
Nota: Texto obtenido mediante procedimiento automático de reconocimiento óptico de caracteres.
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CLAIM(S):

1. A method comprising

(a) providing a hydrolysis composition of at least 20 wt% of sugar equivalents, wherein the hydrolysis composition comprises a first oligosaccharide, water, optionally a soluble aromatic compound, and optionally organic and/or inorganic impurities,

(b) contacting the hydrolysis composition with a catalyst in a first reactor to hydrolyze at least a portion of the first oligosaccharide to form a first product composition comprising a first monosaccharide and a second oligosaccharide,

(c) separating the first monosaccharide from the first product composition to form a second product composition comprising the second oligosaccharide, wherein at least a portion of the second oligosaccharide is a reversion sugar, and

(d) converting via a further hydrolysis step at least a portion of the second oligosaccharide to form a third product composition comprising a second monosaccharide.

2. The method of claim 1, wherein the further hydrolysis step in step (d) comprises

(e) recycling at least a portion of the second oligosaccharide back to the first reactor, and

(f) repeating step (b) using the portion of the second oligosaccharide as at least a portion of the first oligosaccharide.

3. The method of claim 1, wherein the further hydrolysis step in step (d) comprises

(e) recycling at least a portion of the second oligosaccharide back to the first reactor, and

(f) repeating steps (b) - (d) using the portion of the second oligosaccharide as at least a portion of the first oligosaccharide.

4. The method of claim 1, wherein the further hydrolysis step in step (d) occurs in a second reactor.

5. The method of claim 4, wherein the second reactor is different from the first reactor.

6. The method of any one of claims 2-5, wherein the catalyst is an acid and the method further comprises adjusting the pH of the third product composition with a base.

7. The method of claim 6, wherein the base is a precipitating base.

8. The method of claim 1, further comprising, prior to step (d):

(e) increasing the pH of the second product composition to form a pH-adjusted second product composition, and

(f) concentrating the pH-adjusted second product composition to at least 20 wt% of sugar equivalents to form a concentrated pH-adjusted second product composition, and performing the converting step on the concentrated pH-adjusted second product composition in a second reactor.

9. The method of claim 8 wherein the catalyst is an acid and wherein the pH of the second product composition is adjusted with a precipitating base.

10. The method of any one of claims 6-9, wherein the pH of the third product composition, the pH of the second product composition, or both is adjusted to a pH of at least 2.5.

11. The method of claim 7 or claim 9, wherein the precipitating base is CaO, CaCCb, MgO, Ca(OH)2, NH4OH, or any combination thereof.

12. The method of any one of claims 7, 9, or 11, further comprising removing solid by-product that is formed upon addition of the precipitating base.

13. The method of claim 12, wherein the solid by-product is gypsum.

14. The method of claim 8 or claim 9, wherein the second reactor is the same as the first reactor.

15. The method of any one of claims 1-14, further comprising combining the second monosaccharide with the first monosaccharide.

16. The method of any one of claims 1-15, wherein the hydrolysis composition in step (a) is 30-90 wt% of sugar equivalents.

17. The method of claim 16, wherein the hydrolysis composition in step (a) is 50-70 wt% of sugar equivalents.

18. The method of any one of claims 1-17, wherein the catalyst is a mineral acid.

19. The method of claim 18, wherein the mineral acid is sulfuric acid.

20. The method of any one of claims 1-19, wherein at least 10 wt% of the first oligosaccharide is hydrolyzed to form the first monosaccharide.

21. The method of any one of claims 1-20, wherein no more than 95 wt% of the first oligosaccharide is hydrolyzed in step (b) to form the first monosaccharide.

22. The method of any one of claims 1-21, wherein the soluble aromatic compound is present in the hydrolysis composition, and wherein the method further comprises separating at least a portion of the soluble aromatic compound from the hydrolysis composition, the first product composition, the second product composition, the third product composition, or any combination thereof.

23. The method of any one of claims 1-22, wherein the inorganic impurities are present in the hydrolysis composition, and wherein the method further comprises removing at least a portion of the inorganic impurities from the hydrolysis composition prior to step (b).

24. The method of claim 23, wherein said inorganic impurities are removed using an ion exchange resin.

25. The method of any one of claims 1-24, further comprising separating an organic acid, an aldehyde compound, or both that is/are present in the first product composition before or after or concurrently with step (c).

26. The method of claim 25, wherein the organic acid is levulinic acid, glycolic acid, acetic acid, formic acid, or lactic acid, or any combination thereof, and

the aldehyde compound is furfural, hydroxymethylfurfural (HMF), glyceraldehyde, glycolaldehyde, syringaldehyde, homosyringaldehyde, coniferaldehyde, benzaldehyde, substituted benzaldehyde, vanillin, homovanillin, 4-hydroxy-3-methoxy-cinnamaldehyde, sinapaldehyde, or acetaldehyde, or any combination thereof.

27. The method of claim 25 or claim 26, wherein separating the organic acid, aldehyde compound, or both employs chromatography, ion exchange, a membrane, electrodialysis, or any combination thereof.

28. The method of any one of claims 1-27, wherein the separating in step (c) employs chromatography, a membrane, fermentation, or any combination thereof.

29. The method of any one of claims 1-28, further comprising removing unreacted acid using chromatography, heat, or a combination thereof.

30. The method of any one of claims 27-29, wherein the separating employs chromatography, and the chromatography is simulated moving bed chromatography.

31. The method of claim 30, wherein the simulated moving bed chromatography separates at least two streams from the first product composition, wherein the at least two streams comprise i) a stream comprising the first monosaccharide, and ii) a stream comprising the second oligosaccharide.

32. The method of claim 31, wherein the simulated moving bed chromatography separates a third stream from the first product composition, wherein the third stream comprises organic impurities.

33. The method of claim 28, wherein the first monosaccharide is separated in step (c) using fermentation by contacting the first product composition with at least one microorganism to form at least one fermentation product.

34. The method of claim 33, wherein the at least one fermentation product comprises ethanol, butanol, or a famesene compound, or any combination thereof.

35. The method of any one of claims 1-34, wherein the first oligosaccharide is derived from hydrolysis of a feedstock comprising cellulose.

36. The method of claim 35, wherein the hydrolysis comprises near-critical or supercritical hydrolysis.

37. The method of any one of claims 1-36, wherein the first oligosaccharide is derived from hydrolysis of a feedstock comprising cellulose and hemicellulose.

38. The method of any one of the preceding claims, wherein the reversion sugar is gentiobiose.

39. The method of claim 38, wherein gentiobiose is present in the first product composition in an amount of at least 1 g/kg, based on the total weight of the first product composition.

40. The method of any one of claims 1-37, wherein the reversion sugar is xylobiose.

41. The method of any one of claims 1-37, wherein the reversion sugar has a bonding linkage that is not present in the original biomass.