Process for production of polysaccharide and/or monosaccharide by hydrolysis of different polysaccharide

• US 8,765,938 B2
• Filed: 06/22/2007
• Issued: 07/01/2014
• Est. Priority Date: 06/26/2006
• Status: Expired due to Fees

• Current Assignee: Tokyo Institute of Technology (National University Corporation Tokyo Institute of Technology)
• Original Assignee: Nippon Oil Corporation (ENEOS Holdings, Inc.), Tokyo Institute of Technology (National University Corporation Tokyo Institute of Technology)
• Inventors: Hara, Michikazu, Yanagawa, Shinichiro, Matsuo, Akira, Kondo, Hidesato
• Primary Examiner(s): Lewis, Patrick
• Assistant Examiner(s): White, Everett
• Application Number:
  US12/304,916
• Publication Number:
  US 20090176979A1
• Time in Patent Office: 2,566 Days
• Field of Search: 536/124, 536/128
• US Class Current: 536/128
• CPC Class Codes: B01J 21/18 Carbon
• CPC Class Codes: B01J 27/02 Sulfur, selenium or tellurium; Compounds thereof
• CPC Class Codes: B01J 31/10 sulfonated
• CPC Class Codes: C07H 3/02 Monosaccharides
• CPC Class Codes: C10B 53/02 of cellulose-containing material production of pyroligneous acid C10C5/00
• CPC Class Codes: C13K 1/02 obtained by saccharification of cellulosic materials manufacture of fodder A23K10/32
• CPC Class Codes: Y02E 50/10 Biofuels, e.g. bio-diesel

Abstract

The object is to produce a polysaccharide and/or a monosaccharide efficiently by hydrolyzing a different polysaccharide efficiently. The hydrolysis of a polysaccharide is an important means for producing a monosaccharide that can be used as a starting material for the production of ethanol, the solubilization of a water-insoluble polysaccharide, and the production of a useful water-soluble low-polymeric saccharide or the like. For achieving the object, a polysaccharide to be hydrolyzed is reacted with water in the presence of a carbonaceous material having sulfonic acid group therein to cause the hydrolysis of the polysaccharide to be hydrolyzed, thereby producing a other polysaccharide and/or a monosaccharide.

Claims

1. A process for producing a polysaccharide and/or a monosaccharide, which comprises hydrolyzing a different polysaccharide in the presence of a carbonaceous material having sulfonic acid group therein,

wherein the carbonaceous material having sulfonic acid group therein is produced by carbonizing an organic material at a temperature of 300 to 600°

C. and subsequently sulfonating the resulting products with concentrated or fuming sulfuric acid at a temperature of 50 to 250°

C., and

wherein the polysaccharide to be hydrolyzed is a water-insoluble polysaccharide.

2. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the carbonaceous material having sulfonic acid group therein has sulfonic acid density of 1 mmol/g or more, and shows a Raman spectrum in which the integral intensity ratio of D band to G band is 0.7 or less or shows no Raman spectrum.

3. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the polysaccharide to be produced is a water-soluble polysaccharide.

4. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the polysaccharide to be hydrolyzed is cellulose.

5. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the organic material is a woody plant and/or a herbaceous plant.

6. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the organic material is a woody plant and/or a herbaceous plant.

7. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the organic material is cellulose.

8. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the organic material is a phenolic resin.

9. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the polysaccharide to be hydrolyzed is a material having a β

1-4 glycosidic bond.

10. The process for producing a polysaccharide and/or a monosaccharide according to claim 9, wherein the material having a β

1-4 glycosidic bond is cellulose.

11. The process for producing a polysaccharide and/or a monosaccharide according to claim 9, wherein the material having a β

1-4 glycosidic bond is a material comprising cellobiose.

12. The process for producing a polysaccharide and/or a monosaccharide according to claim 9, wherein the material having a β

1-4 glycosidic bond is lignocellulose.

13. The process for producing a polysaccharide and/or a monosaccharide according to claim 1, wherein the monosaccharide is glucose.

14. A method for solubilizing cellulose or hemicellulose in water, which comprises reacting water with water-insoluble cellulose or water-insoluble hemicellulose in the presence of a carbonaceous material having sulfonic acid group therein,

wherein the carbonaceous material having sulfonic acid group therein is produced by carbonizing an organic material at a temperature of 300 to 600°

C. and subsequently sulfonating the resulting products with concentrated or fuming sulfuric acid at a temperature of 50 to 250°

C., and

wherein the hydrolysis of cellulose is greater than 3.1%.