Sugar compositions

• US 9,617,608 B2
• Filed: 10/10/2012
• Issued: 04/11/2017
• Est. Priority Date: 10/10/2011
• Status: Active Grant

• Current Assignee: Virdia LLC (Stora Enso Oyj)
• Original Assignee: Virdia, Inc. (Stora Enso Oyj)
• Inventors: Eyal, Aharon, Jansen, Robert
• Primary Examiner(s): Brunsman, David M
• Application Number:
  US14/385,142
• Publication Number:
  US 20150048274A1
• Time in Patent Office: 1,644 Days
• Field of Search: 127 30, 127 37
• CPC Class Codes: A23L 29/30 containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin products from apiculture A23L21/20; artificial sweetening agents A23L27/30
• CPC Class Codes: C07H 3/02 Monosaccharides
• CPC Class Codes: C07H 3/04 Disaccharides
• CPC Class Codes: C07H 3/06 Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
• CPC Class Codes: C13B 50/00 Sugar products, e.g. powdered, lump or liquid sugar; Working-up of sugar C13B40/00, C13B45/00 take precedence; confectionery A23G3/00
• CPC Class Codes: C13K 1/02 obtained by saccharification of cellulosic materials manufacture of fodder A23K10/32
• CPC Class Codes: C13K 11/00 Fructose separation from invert sugar C13K3/00
• CPC Class Codes: C13K 13/00 Sugars not otherwise provided for in this class
• CPC Class Codes: C13K 13/002 Xylose

Abstract

A sugar composition comprising at least 40% dissolved solids in an aqueous solution having a viscosity at least 10% lower than a 42 DE (Dextrose Equivalents) reference solution with a same dissolved solids concentration at a given temperature. Another sugar composition comprising at least 30% glucose relative to total sugars, at least 10% mannose relative to total sugars, at least 5% xylose relative to total sugars, and less than 0.25% ash. Another sugar composition comprising at least 30% glucose relative to total sugars at least 10% mannose relative to total sugars, at least 5% xylose relative to total sugars, and at least 2% total furfurals.

Claims

1. A composition comprising:

(a) at least one water-soluble monomeric hydrolyzate comprising a monomeric hemicellulose sugar hydrolyzate;

(b) at least one water-soluble dimeric or higher oligomeric hydrolyzate comprising a dimeric or higher oligomeric hemicellulose sugar hydrolyzate;

(c) ash in an amount up to 0.25% in total by weight, relative to the total solids in the composition; and

(d) furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

2. The composition of claim 1, wherein one or more of the water-soluble monomeric hydrolyzates is a pentose and one or more of the water-soluble dimeric or higher oligomeric hydrolyzate is a pentose.

3. The composition of claim 1, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

4. The composition of claim 3, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

5. The composition of claim 1, wherein the water-soluble monomeric hydrolyzate is derived from a lignocellulose substrate.

6. The composition of claim 1, wherein the water-soluble monomeric hydrolyzate is present at a concentration of at least 90% in an aqueous solution.

7. The composition of claim 1, wherein the water-soluble monomeric hydrolyzate is xylose, arabinose, or a mixture thereof.

8. The composition of claim 1, further comprising less than 1 ppm by weight, based on the total weight of the total solids in the composition, of calcium.

9. The composition of claim 1, further comprising less than 1 ppm by weight, based on the total weight of the total solids in the composition, of iron.

10. The composition of claim 1, further comprising less than 50 ppm by weight, based on the total weight of the total solids in the composition, of sulfur.

11. The composition of claim 1, wherein the weight ratio of the water-soluble monomeric hydrolyzate to the ash is greater than 360:

1.

12. The composition of claim 1, wherein one or more of the hydrolyzates is a hexose.

13. The composition of claim 1, further comprising levulinic acid, wherein a molar ratio of levulinic acid to sugars is between 0.03 and 0.12.

14. A composition comprising:

(a) at least one water-soluble monomeric hydrolyzate comprising a monomeric hemicellulose sugar hydrolyzate;

(b) at least one water-soluble dimeric or higher oligomeric hydrolyzate comprising a dimeric or higher oligomeric hemicellulose sugar hydrolyzate;

(c) impurities, wherein the impurities comprise;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of calcium;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of iron;

less than 50 ppm by weight, based on the total weight of the total solids in the composition, of sulfur; and

ash in an amount up to 0.25% by weight, based on the total weight of the total solids in the composition; and

(d) furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

15. The composition of claim 14, wherein one or more of the water-soluble monomeric hydrolyzates is a pentose and one or more of the water-soluble dimeric or higher oligomeric hydrolyzate is a pentose.

16. The composition of claim 14, wherein the impurities comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

17. The composition of claim 14, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

18. The composition of claim 14, wherein one or more of the hydrolyzates is a hexose.

19. A composition comprising:

(a) at least one water-soluble monomeric hydrolyzate comprising a monomeric hemicellulose sugar hydrolyzate;

(b) at least one water-soluble dimeric or higher oligomeric hydrolyzate comprising a dimeric or higher oligomeric hemicellulose sugar hydrolyzate;

(c) sulfur in an amount up to 50 ppm by weight, based on the total weight of the total solids in the composition; and

(d) furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

20. The composition of claim 19, wherein one or more of the water-soluble monomeric hydrolyzates is a pentose and one or more of the water-soluble dimeric or higher oligomeric hydrolyzate is a pentose.

21. The composition of claim 19, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

22. The composition of claim 19, comprising less than 0.25% in total by weight, relative to the total solids in the composition, of ash.

23. The composition of claim 22, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

24. A composition comprising:

at least one water-soluble monosaccharide hydrolyzate;

at least one water-soluble disaccharide hydrolyzate;

ash in an amount up to 0.25% in total by weight, relative to the total solids in the composition; and

furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution comprising at least 40% dissolved solids, and

wherein one or more of the water-soluble monosaccharide hydrolyzates is a pentose and one or more of the water-soluble disaccharide hydrolyzates comprises a pentose.

25. The composition of claim 24, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

26. The composition of claim 24, wherein the composition comprises at least 70% hemicellulose sugars and 20% to 60% cellulose sugars relative to total sugars.

27. A composition comprising:

at least one water-soluble C5 monosaccharide hydrolyzate;

at least one water-soluble C5 oligosaccharide hydrolyzate that is a dimer or higher oligomer;

ash in an amount up to 0.25% in total by weight, relative to the total solids in the composition; and

furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

28. The composition of claim 27, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

29. A composition, comprising:

at least one water-soluble C5 monosaccharide hydrolyzate;

at least one water-soluble C5 disaccharide hydrolyzate;

impurities, wherein the impurities comprise;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of calcium;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of iron;

less than 50 ppm by weight, based on the total weight of the total solids in the composition, of sulfur; and

ash in an amount up to 0.25% by weight, based on the total weight of the total solids in the composition; and

furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

30. A composition, comprising:

at least one water-soluble monomeric sugar hydrolyzate selected from xylose, arabinose, or a combination thereof;

at least one water-soluble dimeric or higher oligomeric sugar hydrolyzate selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof;

ash in an amount up to 0.25% in total by weight, relative to the total solids in the composition; and

furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution.

31. A composition comprising:

(a) at least one water-soluble monomeric hydrolyzate selected from;

(i) a monomeric hemicellulose sugar hydrolyzate;

or

(ii) a monomeric cellulose sugar hydrolyzate;

(b) at least one water-soluble dimeric or higher oligomeric hydrolyzate selected from;

(iii) a dimeric or higher oligomeric hemicellulose sugar hydrolyzate;

or

(iv) a dimeric or higher oligomeric cellulose sugar hydrolyzate;

(c) ash in an amount up to 0.25% in total by weight, relative to the total solids in the composition; and

(d) furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution comprising at least 40% dissolved solids,

and wherein the water-soluble monomeric hydrolyzate is derived from a lignocellulose substrate.

32. The composition of claim 31, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

33. The composition of claim 31, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of glucose, mannose, or a combination thereof.

34. The composition of claim 31, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, galactose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from cellobiose, isomaltose, trehalose, or a combination thereof.

35. The composition of claim 31, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, galactose, fructose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from cellobiose, isomaltose, trehalose, or a combination thereof.

36. The composition of claim 31, wherein the water-soluble monomeric hydrolyzate is present at a concentration of at least 90% in an aqueous solution.

37. The composition of claim 31, wherein the water-soluble monomeric hydrolyzate is glucose, galactose, mannose, fructose, or a mixture thereof.

38. The composition of claim 31, further comprising ash in an amount up to 0.10% by weight, relative to the total solids in the composition.

39. The composition of claim 38, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

40. The composition of claim 31, further comprising less than 1 ppm by weight, based on the total weight of the total solids in the composition, of calcium.

41. The composition of claim 40, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

42. The composition of claim 31, further comprising less than 1 ppm by weight, based on the total weight of the total solids in the composition, of iron.

43. The composition of claim 42, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

44. The composition of claim 31, further comprising less than 50 ppm by weight, based on the total weight of the total solids in the composition, of sulfur.

45. The composition of claim 44, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

46. The composition of claim 31, wherein the weight ratio of the water-soluble monomeric hydrolyzate to the ash is greater than 360:

1.

47. The composition of claim 31, comprising at least one dimeric hydrolyzate.

48. The composition of claim 31, wherein one or more of the hydrolyzates is a hexose.

49. The composition of claim 31, wherein one or more of the hydrolyzates is a pentose.

50. The composition of claim 31, wherein:

the water-soluble monomeric hydrolyzate is selected from xylose, arabinose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of xylose, arabinose, or a combination thereof.

51. A composition comprising:

(a) at least one water-soluble monomeric hydrolyzate selected from;

(i) a monomeric hemicellulose sugar hydrolyzate;

or

(ii) a monomeric cellulose sugar hydrolyzate;

(b) at least one water-soluble dimeric or higher oligomeric hydrolyzate selected from;

(iii) a dimeric or higher oligomeric hemicellulose sugar hydrolyzate;

or

(iv) a dimeric or higher oligomeric cellulose sugar hydrolyzate;

(c) impurities, wherein the impurities comprise;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of calcium;

less than 1 ppm by weight, based on the total weight of the total solids in the composition, of iron;

less than 50 ppm by weight, based on the total weight of the total solids in the composition, of sulfur; and

ash in an amount up to 0.10% by weight, based on the total weight of the total solids in the composition, wherein the ash comprises Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si; and

(d) furfural in an amount up to 10% by weight, based on the total weight of the total solids in the composition;

wherein the composition is provided as an aqueous solution comprising at least 40% dissolved solids.

52. The composition of claim 51, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from a dimer or higher oligomer of glucose, mannose, or a combination thereof.

53. The composition of claim 51, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, galactose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from cellobiose, isomaltose, trehalose, or a combination thereof.

54. The composition of claim 51, wherein:

the water-soluble monomeric hydrolyzate is selected from glucose, mannose, galactose, fructose, or a combination thereof; and

the water-soluble dimeric or higher oligomeric hydrolyzate is selected from cellobiose, isomaltose, trehalose, or a combination thereof.