JP2020511405A5 - - Google Patents
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- Publication number
- JP2020511405A5 JP2020511405A5 JP2019529185A JP2019529185A JP2020511405A5 JP 2020511405 A5 JP2020511405 A5 JP 2020511405A5 JP 2019529185 A JP2019529185 A JP 2019529185A JP 2019529185 A JP2019529185 A JP 2019529185A JP 2020511405 A5 JP2020511405 A5 JP 2020511405A5
- Authority
- JP
- Japan
- Prior art keywords
- fructose
- chromatography
- acid
- weight
- reaction solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 25
- 229930091371 Fructose Natural products 0.000 claims 15
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 15
- 239000005715 Fructose Substances 0.000 claims 15
- 238000004587 chromatography analysis Methods 0.000 claims 10
- 238000006243 chemical reaction Methods 0.000 claims 9
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 claims 8
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 claims 8
- 150000001720 carbohydrates Chemical class 0.000 claims 7
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 claims 6
- 230000002378 acidificating effect Effects 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 4
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims 4
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 claims 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 3
- 239000003729 cation exchange resin Substances 0.000 claims 3
- 235000019253 formic acid Nutrition 0.000 claims 3
- 229940040102 levulinic acid Drugs 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 239000000061 acid fraction Substances 0.000 claims 2
- 239000012223 aqueous fraction Substances 0.000 claims 2
- 239000003456 ion exchange resin Substances 0.000 claims 2
- 229920003303 ion-exchange polymer Polymers 0.000 claims 2
- 238000000746 purification Methods 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- 238000004042 decolorization Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102016224073.0A DE102016224073A1 (de) | 2016-12-02 | 2016-12-02 | Verbessertes HMF-Herstellungsverfahren |
| DE102016224073.0 | 2016-12-02 | ||
| PCT/EP2017/081236 WO2018100184A1 (de) | 2016-12-02 | 2017-12-01 | Hmf-herstellungsverfahren |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020511405A JP2020511405A (ja) | 2020-04-16 |
| JP2020511405A5 true JP2020511405A5 (enExample) | 2020-12-03 |
| JP7042272B2 JP7042272B2 (ja) | 2022-03-25 |
Family
ID=60569921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019529185A Active JP7042272B2 (ja) | 2016-12-02 | 2017-12-01 | Ｈｍｆ製造方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US10662167B2 (enExample) |
| EP (1) | EP3548473B1 (enExample) |
| JP (1) | JP7042272B2 (enExample) |
| CN (1) | CN110035999B (enExample) |
| AU (1) | AU2017367187B2 (enExample) |
| BR (1) | BR112019011367B1 (enExample) |
| CA (1) | CA3045541A1 (enExample) |
| DE (1) | DE102016224073A1 (enExample) |
| DK (1) | DK3548473T3 (enExample) |
| EA (1) | EA037637B1 (enExample) |
| ES (1) | ES2852006T3 (enExample) |
| HU (1) | HUE053818T2 (enExample) |
| PL (1) | PL3548473T3 (enExample) |
| WO (1) | WO2018100184A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA3010631A1 (en) | 2016-01-13 | 2017-07-20 | Stora Enso Oyj | Processes for the preparation of 2,5-furandicarboxylic acid and intermediates and derivatives thereof |
| AU2018301662B2 (en) | 2017-07-12 | 2022-06-30 | Stora Enso Oyj | Purified 2,5-furandicarboxylic acid pathway products |
| FR3076554B1 (fr) * | 2018-01-10 | 2020-09-18 | Ifp Energies Now | Procede de production de 5-hydroxymethylfurfural |
| DE102018208510A1 (de) * | 2018-05-29 | 2019-12-05 | Südzucker AG | Salz- und Säuregemisch-katalysierte HMF-Herstellung |
| CN113929571A (zh) * | 2021-11-23 | 2022-01-14 | 常州大学 | 一种分离纯化乙酰丙酸的方法 |
| CN117756756A (zh) * | 2022-09-16 | 2024-03-26 | 中科国生(杭州)科技有限公司 | 一种基于能源植物菊芋制备5-羟甲基糠醛的方法 |
| FR3143605A1 (fr) * | 2022-12-14 | 2024-06-21 | IFP Energies Nouvelles | Procédé de production de 5-HMF par conversion d’un sirop dans un solvant non aqueux avec extraction de l'eau du sirop en amont de la synthèse |
| CN121194966A (zh) * | 2023-08-30 | 2025-12-23 | 乔璞科技股份有限公司 | 5-羟甲基糠醛的纯化方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3601281A1 (de) | 1986-01-17 | 1987-07-23 | Sueddeutsche Zucker Ag | Verfahren zur herstellung von 5-hydroxymethylfurfural einschliesslich eines kristallinen produktes unter ausschliesslicher verwendung von wasser als loesungsmittel |
| US7317116B2 (en) * | 2004-12-10 | 2008-01-08 | Archer-Daniels-Midland-Company | Processes for the preparation and purification of hydroxymethylfuraldehyde and derivatives |
| DE102004063006A1 (de) | 2004-12-22 | 2006-07-13 | Basf Ag | Verfahren zur Isolierung von Coenzym Q10 |
| CN101456851B (zh) * | 2007-12-12 | 2012-10-24 | 中国科学院大连化学物理研究所 | 一种微波促进制备5-羟甲基糠醛的方法 |
| CN104169263B (zh) * | 2011-12-13 | 2016-06-15 | 巴斯夫欧洲公司 | 在蒸汽存在下由己糖溶液制备5-羟甲基糠醛(hmf) |
| US20140315262A1 (en) * | 2012-01-10 | 2014-10-23 | Archer Daniels Midland Company | Process for making hmf and hmf derivatives from sugars, with recovery of unreacted sugars suitable for direct fermentation to ethanol |
| CN103113328A (zh) * | 2013-01-12 | 2013-05-22 | 塔里木大学 | 一种以超声催化制备5-羟甲基糠醛的方法 |
| SG11201606169PA (en) | 2014-01-27 | 2016-08-30 | Rennovia Inc | Conversion of fructose-containing feedstocks to hmf-containing product |
-
2016
- 2016-12-02 DE DE102016224073.0A patent/DE102016224073A1/de not_active Ceased
-
2017
- 2017-12-01 EA EA201991342A patent/EA037637B1/ru unknown
- 2017-12-01 AU AU2017367187A patent/AU2017367187B2/en active Active
- 2017-12-01 WO PCT/EP2017/081236 patent/WO2018100184A1/de not_active Ceased
- 2017-12-01 JP JP2019529185A patent/JP7042272B2/ja active Active
- 2017-12-01 ES ES17808461T patent/ES2852006T3/es active Active
- 2017-12-01 HU HUE17808461A patent/HUE053818T2/hu unknown
- 2017-12-01 PL PL17808461T patent/PL3548473T3/pl unknown
- 2017-12-01 CA CA3045541A patent/CA3045541A1/en active Pending
- 2017-12-01 US US16/465,205 patent/US10662167B2/en active Active
- 2017-12-01 EP EP17808461.2A patent/EP3548473B1/de active Active
- 2017-12-01 BR BR112019011367-3A patent/BR112019011367B1/pt active IP Right Grant
- 2017-12-01 DK DK17808461.2T patent/DK3548473T3/da active
- 2017-12-01 CN CN201780074758.1A patent/CN110035999B/zh active Active
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