IP Library › Patent Application 16806621

Patent Application

App. No. 16/806,621

COMPOSITIONS COMPRISING C5 and C6 MONOSACCHARIDES

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Patent No.: US None
App. No.: 16/806,621

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Abstract

Compositions comprising C5 and C6 monosaccharides and low levels of undesirable impurities, such as compounds containing sulfur, nitrogen, or metals, are disclosed.

Claims (169)

1 . A composition comprising:

(a) at least one water-soluble C5 monosaccharide hydrolysate and/or at least one water-soluble C6 monosaccharide hydrolysate, derived from hemicellulose;

(b) at least one water-soluble C5 oligosaccharide hydrolysate and/or at least one water-soluble C6 oligosaccharide hydrolysate, derived from hemicellulose;

(d) optionally, water

wherein the impurities comprise furfural.

2 . The composition of claim 1 ,

wherein the impurities comprise a total amount by weight, based on total weight of the composition, of (a) less than about 6750 ppm or (b) less than about 1950 ppm of elements Al, As, B, Ba, Be, Ca, Cd, Co, Cr, Cu, Fe, K, Li, Mg, Mn, Mo, Na, Ni, P, Pb, S, Sb, Se, Si, Sn, Sr, Ti, Tl, V, and Zn when the composition is measured for all of the elements.

3 . The composition of claim 2 , comprising:

the at least one water-soluble C5 monosaccharide hydrolysate; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate.

4 . The composition of claim 2 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

5 . The composition of claim 4 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

6 . The composition of claim 2 ,

wherein the one water-soluble C5 monosaccharide hydrolysate and/or the water-soluble C6 monosaccharide hydrolysate is derived from a lignocellulose biomass.

7 . The composition of claim 2 ,

wherein the water-soluble hydrolysates are present:

at a concentration of at least 0.5 g/L; or

at a concentration of at least 200 g/L.

8 . The composition of claim 2 ,

wherein the at least one water-soluble C5 monosaccharide hydrolysate is present and is xylose, arabinose or a mixture thereof.

9 . The composition of claim 2 ,

wherein the impurities comprise:

less than 280 ppm by weight, based on the total weight of the composition, of calcium.

10 . The composition of claim 2 ,

wherein the impurities comprise:

less than 5 ppm by weight, based on the total weight of the composition, of iron.

11 . The composition of claim 2 ,

wherein the impurities comprise:

less than 975 ppm by weight, based on the total weight of the composition, of sulfur.

12 . The composition of claim 2 , wherein:

the weight ratio of the water-soluble C5 monosaccharide hydrolysate to the elements is greater than about 95:1; and/or

the weight ratio of the one water-soluble C6 monosaccharide hydrolysate to the elements is greater than about 30:1.

13 . The composition of claim 2 , comprising:

the at least one water-soluble C6 monosaccharide hydrolysate; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate.

14 . The composition of claim 2 ,

further comprising levulinic acid.

15 . The composition of claim 2 ,

wherein the impurities comprise:

less than 300 ppm by weight, based on the total weight of the composition, of calcium;

less than 10 ppm by weight, based on the total weight of the composition, of iron; and

less than 1000 ppm by weight, based on the total weight of the composition, of sulfur.

16 . The composition of claim 15 , comprising:

the at least one water-soluble C5 monosaccharide hydrolysate; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate.

17 . The composition of claim 15 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

18 . The composition of claim 15 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

19 . The composition of claim 15 , comprising:

the at least one water-soluble C6 monosaccharide hydrolysate; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate.

20 . The composition of claim 1 ,

wherein the impurities comprise:

less than 975 ppm by weight, based on the total weight of the composition, of sulfur.

21 . The composition of claim 20 , comprising:

the at least one water-soluble C5 monosaccharide hydrolysate; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate.

22 . The composition of claim 20 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

23 . The composition of claim 20 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

24 . The composition of claim 3 , wherein:

the at least one water-soluble C5 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6; and/or the at least one water-soluble C6 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6; and

the water-soluble hydrolysates are present:

at a concentration of at least 0.5 g/L; or

at a concentration of at least 200 g/L.

25 . The composition of claim 24 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

26 . The composition of claim 24 ,

wherein the composition comprises hemicellulose sugars and/or cellulose sugars.

27 . The composition of claim 3 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

28 . The composition of claim 3 ,

wherein the impurities comprise:

less than 300 ppm by weight, based on the total weight of the composition, of calcium;

less than 10 ppm by weight, based on the total weight of the composition, of iron; and

less than 1000 ppm by weight, based on the total weight of the composition, of sulfur; and

wherein the at least one water-soluble C5 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6; and/or the at least one water-soluble C6 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6.

29 . The composition of claim 2 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

30 . A composition comprising:

(a) at least one water-soluble C5 monosaccharide hydrolysate and/or at least one water-soluble C6 monosaccharide hydrolysate, selected from:

(i) a C5 and/or C6 monosaccharide derived from hemicellulose; or

(ii) a C6 monosaccharide hydrolysate derived from cellulose;

(b) at least one water-soluble C5 oligosaccharide hydrolysate and/or at least one water-soluble C6 oligosaccharide hydrolysate, selected from:

(iii) a C5 and/or C6 oligosaccharide hydrolysate derived from hemicellulose; or

(iv) a C6 oligosaccharide hydrolysate derived from cellulose;

(d) water;

wherein the impurities comprise furfural; and

wherein the water-soluble hydrolysates are present:

at a concentration of at least 0.5 g/L; or

at a concentration of at least 200 g/L.

31 . The composition of claim 30 ,

wherein the at least one water-soluble C5 monosaccharide hydrolysate and/or the at least one water-soluble C6 monosaccharide hydrolysate is derived from a lignocellulose biomass.

32 . The composition of claim 31 ,

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

33 . The composition of claim 31 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate present and is composed of monomeric units of glucose, mannose, or a combination thereof.

34 . The composition of claim 31 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, galactose, fructose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate is present and is composed of monomeric units of glucose, mannose, or a combination thereof.

35 . The composition of claim 31 ,

wherein the water-soluble hydrolysates are present:

at a concentration of at least 0.5 g/L; or

at a concentration of at least 200 g/L.

36 . The composition of claim 31 ,

wherein the at least one water-soluble C6 monosaccharide hydrolysate is present and is glucose, galactose, mannose, fructose, or a mixture thereof.

37 . The composition of claim 31 , wherein at least one of the following is satisfied:

the impurities comprise a total amount by weight, based on total weight of the composition, of (a) less than about 6750 ppm or (b) less than about 1950 ppm of elements Al, As, B, Ba, Be, Ca, Cd, Co, Cr, Cu, Fe, K, Li, Mg, Mn, Mo, Na, Ni, P, Pb, S, Sb, Se, Si, Sn, Sr, Ti, Tl, V, and Zn when the composition is measured for all of the elements;

the impurities comprise less than 300 ppm by weight, based on the total weight of the composition, of calcium;

the impurities comprise less than 10 ppm by weight, based on the total weight of the composition, of iron;

the impurities comprise less than 1000 ppm by weight, based on the total weight of the composition, of sulfur.

38 . The composition of claim 37 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

39 . The composition of claim 31 , wherein:

the weight ratio of the water-soluble C5 monosaccharide hydrolysate to the elements is greater than about 95:1; and/or

the weight ratio of the one water-soluble C6 monosaccharide hydrolysate to the elements is greater than about 30:1.

40 . The composition of claim 31 , wherein:

the at least one water-soluble C5 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate is present and has a degree of polymerization of 2 to about 6.

41 . The composition of claim 31 , comprising:

at least one water-soluble C6 monosaccharide hydrolysate; and/or

at least one water-soluble C6 oligosaccharide hydrolysate.

42 . The composition of claim 31 , comprising:

at least one water-soluble C5 monosaccharide hydrolysate; and/or

at least one water-soluble C5 oligosaccharide hydrolysate.

43 . The composition of claim 31 , wherein:

the at least one water-soluble C5 monosaccharide hydrolysate is present and is selected from xylose, arabinose, or a combination thereof; and/or

the at least one water-soluble C5 oligosaccharide hydrolysate is present and is composed of monomeric units of xylose, arabinose, or a combination thereof.

44 . The composition of claim 31 ,

wherein the impurities comprise:

less than 300 ppm by weight, based on the total weight of the composition, of calcium;

less than 10 ppm by weight, based on the total weight of the composition, of iron;

less than 1000 ppm by weight, based on the total weight of the composition, of sulfur;

a total amount by weight, based on total weight of the composition, of (a) less than about 6750 ppm or (b) less than about 1950 ppm of elements Al, As, B, Ba, Be, Ca, Cd, Co, Cr, Cu, Fe, K, Li, Mg, Mn, Mo, Na, Ni, P, Pb, S, Sb, Se, Si, Sn, Sr, Ti, Tl, V, and Zn when the composition is measured for all of the elements; and

wherein the elements comprise Ca, Cu, Fe, K, Mg, Mn, Na, P, S, and Si.

45 . The composition of claim 44 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate is present and is composed of monomeric units of glucose, mannose, or a combination thereof.

46 . The composition of claim 44 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, galactose, fructose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate is present and is composed of monomeric units of glucose, mannose, or a combination thereof.

47 . The composition of claim 1 ,

wherein the composition further comprises water.

48 . The composition of claim 30 ,

wherein the composition further comprises water.

49 . The composition of claim 1 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate is present and is composed of monomeric units of glucose, mannose, or a combination thereof.

50 . The composition of claim 15 , wherein:

the at least one water-soluble C6 monosaccharide hydrolysate is present and is selected from glucose, mannose, or a combination thereof; and/or

the at least one water-soluble C6 oligosaccharide hydrolysate present and is composed of monomeric units of glucose, mannose, or a combination thereof.

51 . The composition of claim 3 , wherein:

52 . The composition of claim 1 , wherein the composition comprises ash.

53 . The composition of claim 30 , wherein the composition comprises ash.