Title:
METHOD PRODUCING FOR 5-HYDROXYMETHYL-2-FURFURAL WITH SUPPRESSED BY-PRODUCT FORMATION
Document Type and Number:
WIPO Patent Application WO/2019/112038
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a method for producing 5-hydroxymethyl-2-furfural (5-HMF) with suppressed by-product formation. The present invention provides a production method for 5-HMF, comprising a step for producing 5-HMF by a dehydration reaction of a carbohydrate including a hexose as a constituent sugar or a derivative thereof, wherein the dehydration reaction is conducted in the presence of activated carbon. The present invention also provides a method for producing a carbohydrate composition including 5-hydroxymethyl-2-furfural, the method comprising a step for heating a carbohydrate composition including one or more selected from the group consisting of carbohydrates including a hexose as a constituent sugar and derivatives thereof, in the presence of an acid catalyst and activated carbon, at a temperature of 90-400°C.
Inventors:
NISHIMURA YUICHI (JP)
TAKAGUCHI HITOSHI (JP)
HAMAGUCHI NORIHISA (JP)
TAKAGUCHI HITOSHI (JP)
HAMAGUCHI NORIHISA (JP)
Application Number:
PCT/JP2018/045085
Publication Date:
June 13, 2019
Filing Date:
December 07, 2018
Export Citation:
Assignee:
JAPAN MAIZE PROD (JP)
International Classes:
C07D307/46; C07B61/00
Domestic Patent References:
| WO2018003295A1 | 2018-01-04 |
Foreign References:
| JP2013203665A | 2013-10-07 | |||
| JPH06504272A | 1994-05-19 | |||
| JP2007277198A | 2007-10-25 |
Other References:
VINKE, P. ET AL.: "The Dehydration of Fructose Towards 5-Hydroxymethylfurfural Using Activated Carbon as Adsorbent", STARCH/STAERKE, vol. 44, no. 3, 1992, pages 90 - 96, XP000258131, ISSN: 0038-9056
KILIC, EMRE ET AL.: "Fructose Dehydration to 5- Hydroxymethylfurfural over Sulfated Ti02-Si02, Ti- SBA-15, Zr02, Si02, and Activated Carbon Catalysts", INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, vol. 54, no. 19, 2015, pages 5220 - 5225, XP055450723, DOI: 10.1021/acs.iecr.5b00628
WANG, JIANJIAN ET AL.: "Efficient catalytic conversion of fructose into hydroxymethylfurfural by a novel carbon-based solid acid", GREEN CHEMISTRY, vol. 13, no. 10, 2011, pages 2678 - 2681, XP055164374, ISSN: 1463-9262, DOI: 10.1039/c1gc15306d
YANG, LI ET AL.: "Dehydration of fructose into 5- hydroxymethylfurfural catalyzed by phosphorylated activated carbon catalyst", ASIAN JOURNAL OF CHEMISTRY, vol. 27, no. 8, 2015, pages 2979 - 2982, DOI: 10.14233/ajchem.2015.18344
QI, XINHUA ET AL.: "Acid-Catalyzed Dehydration of Fructose into 5-Hydroxymethylfurfural by Cellulose- Derived Amorphous Carbon", CHEMSUSCHEM, vol. 5, no. 11, 2012, pages 2215 - 2220, XP055587098, ISSN: 1864-5631, DOI: 10.1002/cssc.201200363
LIU, RULIANG ET AL.: "Conversion of fructose into 5-hydroxymethylfurfural and alkyl levulinates catalyzed by sulfonic acid-functionalized carbon materials", GREEN CHEMISTRY, vol. 15, no. 10, 2013, pages 2895 - 2903, XP055450744, ISSN: 1463-9262, DOI: 10.1039/c3gc41139g
RUSSO, P. A. ET AL.: "Solid acids with S03H groups and tunable surface properties: versatile catalysts for biomass conversion", JOURNAL OF MATERIALS CHEMISTRY A, vol. 2, no. 30, 2014, pages 11813 - 11824, XP055361004, ISSN: 2050-7496, DOI: 10.1039/C4TA02320J
FABICOVICOVA, KATARINA ET AL.: "Hydrogenolysis of cellulose to valuable chemicals over activated carbon supported mono- and bimetallic nickel/tungsten catalysts", GREEN CHEMISTRY, vol. 16, no. 7, 2014, pages 3580 - 3588, XP055358940, DOI: 10.1039/C4GC00664J
KILIC, EMRE ET AL.: "Fructose Dehydration to 5- Hydroxymethylfurfural over Sulfated Ti02-Si02, Ti- SBA-15, Zr02, Si02, and Activated Carbon Catalysts", INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, vol. 54, no. 19, 2015, pages 5220 - 5225, XP055450723, DOI: 10.1021/acs.iecr.5b00628
WANG, JIANJIAN ET AL.: "Efficient catalytic conversion of fructose into hydroxymethylfurfural by a novel carbon-based solid acid", GREEN CHEMISTRY, vol. 13, no. 10, 2011, pages 2678 - 2681, XP055164374, ISSN: 1463-9262, DOI: 10.1039/c1gc15306d
YANG, LI ET AL.: "Dehydration of fructose into 5- hydroxymethylfurfural catalyzed by phosphorylated activated carbon catalyst", ASIAN JOURNAL OF CHEMISTRY, vol. 27, no. 8, 2015, pages 2979 - 2982, DOI: 10.14233/ajchem.2015.18344
QI, XINHUA ET AL.: "Acid-Catalyzed Dehydration of Fructose into 5-Hydroxymethylfurfural by Cellulose- Derived Amorphous Carbon", CHEMSUSCHEM, vol. 5, no. 11, 2012, pages 2215 - 2220, XP055587098, ISSN: 1864-5631, DOI: 10.1002/cssc.201200363
LIU, RULIANG ET AL.: "Conversion of fructose into 5-hydroxymethylfurfural and alkyl levulinates catalyzed by sulfonic acid-functionalized carbon materials", GREEN CHEMISTRY, vol. 15, no. 10, 2013, pages 2895 - 2903, XP055450744, ISSN: 1463-9262, DOI: 10.1039/c3gc41139g
RUSSO, P. A. ET AL.: "Solid acids with S03H groups and tunable surface properties: versatile catalysts for biomass conversion", JOURNAL OF MATERIALS CHEMISTRY A, vol. 2, no. 30, 2014, pages 11813 - 11824, XP055361004, ISSN: 2050-7496, DOI: 10.1039/C4TA02320J
FABICOVICOVA, KATARINA ET AL.: "Hydrogenolysis of cellulose to valuable chemicals over activated carbon supported mono- and bimetallic nickel/tungsten catalysts", GREEN CHEMISTRY, vol. 16, no. 7, 2014, pages 3580 - 3588, XP055358940, DOI: 10.1039/C4GC00664J
Attorney, Agent or Firm:
YOKOTA Nobutaka et al. (JP)
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