CN101333200B - 一种5-羟甲基糠醛的合成方法 - Google Patents
一种5-羟甲基糠醛的合成方法 Download PDFInfo
- Publication number
- CN101333200B CN101333200B CN2008100212349A CN200810021234A CN101333200B CN 101333200 B CN101333200 B CN 101333200B CN 2008100212349 A CN2008100212349 A CN 2008100212349A CN 200810021234 A CN200810021234 A CN 200810021234A CN 101333200 B CN101333200 B CN 101333200B
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- CN
- China
- Prior art keywords
- ionic liquid
- product
- hydroxymethyl furfural
- reaction
- pressure
- 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.)
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- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 title claims abstract description 37
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims description 14
- 230000002194 synthesizing effect Effects 0.000 title 1
- 239000002608 ionic liquid Substances 0.000 claims abstract description 31
- 239000000047 product Substances 0.000 claims abstract description 17
- 239000012530 fluid Substances 0.000 claims abstract description 16
- 229910021555 Chromium Chloride Inorganic materials 0.000 claims abstract description 15
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 claims abstract description 15
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 14
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims abstract description 12
- 239000008103 glucose Substances 0.000 claims abstract description 12
- 239000006227 byproduct Substances 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 11
- 230000018044 dehydration Effects 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims abstract description 10
- 239000011541 reaction mixture Substances 0.000 claims abstract description 8
- 230000006837 decompression Effects 0.000 claims description 13
- 238000000605 extraction Methods 0.000 claims description 8
- 238000007701 flash-distillation Methods 0.000 claims description 8
- 239000002360 explosive Substances 0.000 claims description 7
- 238000000194 supercritical-fluid extraction Methods 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000003638 chemical reducing agent Substances 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000000746 purification Methods 0.000 claims description 4
- 239000012264 purified product Substances 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 230000008929 regeneration Effects 0.000 claims description 2
- 238000011069 regeneration method Methods 0.000 claims description 2
- 239000012295 chemical reaction liquid Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 238000010025 steaming Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 238000005516 engineering process Methods 0.000 abstract description 5
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 230000008020 evaporation Effects 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000001308 synthesis method Methods 0.000 abstract 1
- 230000007717 exclusion Effects 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- 241000405414 Rehmannia Species 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- 239000012451 post-reaction mixture Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 208000019901 Anxiety disease Diseases 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Furan Compounds (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100212349A CN101333200B (zh) | 2008-08-06 | 2008-08-06 | 一种5-羟甲基糠醛的合成方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100212349A CN101333200B (zh) | 2008-08-06 | 2008-08-06 | 一种5-羟甲基糠醛的合成方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101333200A CN101333200A (zh) | 2008-12-31 |
| CN101333200B true CN101333200B (zh) | 2012-05-09 |
Family
ID=40196114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008100212349A Active CN101333200B (zh) | 2008-08-06 | 2008-08-06 | 一种5-羟甲基糠醛的合成方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101333200B (zh) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101367783A (zh) * | 2008-10-10 | 2009-02-18 | 中国科学技术大学 | 5-羟甲基糠醛的制备方法 |
| CN101724664B (zh) * | 2009-12-02 | 2012-01-11 | 天津大学 | 异构酶/稀盐酸耦合催化由葡萄糖制备5-羟甲基糠醛的方法 |
| WO2012175584A1 (en) * | 2011-06-22 | 2012-12-27 | Basf Se | Method for dehydrating a carbohydrate-comprising composition |
| CN102952103B (zh) * | 2011-08-17 | 2015-05-20 | 中国科学院过程工程研究所 | 超临界co2/离子液体两相体系中反应-分离制备hmf方法 |
| CN102399203B (zh) * | 2011-12-19 | 2014-05-07 | 浙江大学 | 一种离子液体降解碳水化合物制备5-羟甲基糠醛的方法 |
| TWI714035B (zh) * | 2019-03-22 | 2020-12-21 | 中央研究院 | 熔鹽系統之用途及使用彼製造多碳產品之方法及裝置 |
| US10941130B2 (en) | 2019-03-22 | 2021-03-09 | Academia Sinica | Molten salt system and method and apparatus of transformation for multi-carbon production by using the same |
| CN113861139B (zh) * | 2021-11-04 | 2023-12-12 | 浙江糖能科技有限公司 | 一种制备5-羟甲基糠醛的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1978431A (zh) * | 2005-12-09 | 2007-06-13 | 中国科学院兰州化学物理研究所 | 以季铵化己内酰胺为阳离子的离子液体及其制备方法 |
-
2008
- 2008-08-06 CN CN2008100212349A patent/CN101333200B/zh active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1978431A (zh) * | 2005-12-09 | 2007-06-13 | 中国科学院兰州化学物理研究所 | 以季铵化己内酰胺为阳离子的离子液体及其制备方法 |
Non-Patent Citations (2)
| Title |
|---|
| Haibo Zhao et al.Metal Chlorides in Ionic Liquid Solvents Convert Sugars to 5-Hydroxymethylfurfural.《Science》.2007,第316卷(第5831期),第1597-1600页. * |
| M.Palma et al.Supercritical Fluid Extraction of 5-Hydroxymethyl-2-furaldehyde from Raisins.《Journal of Agricultural and Food Chemistry》.2001,第49卷(第2期), * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101333200A (zh) | 2008-12-31 |
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| Date | Code | Title | Description |
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| C57 | Notification of unclear or unknown address | ||
| DD01 | Delivery of document by public notice |
Addressee: Hu Danhong Document name: Notification of Passing Preliminary Examination of the Application for Invention |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C53 | Correction of patent of invention or patent application | ||
| CB03 | Change of inventor or designer information |
Inventor after: Hu Xiao Inventor after: Ding Qingyi Inventor after: Qu Zhirong Inventor after: Zhao Hong Inventor after: Hu Danhong Inventor after: Cai Peijun Inventor after: Shang Yongjia Inventor after: Li Yuping Inventor after: Wang Yucheng Inventor after: Wang Lixiang Inventor after: Wang Youzhi Inventor after: Wang Qinghua Inventor after: Zhou Fei Inventor before: Hu Xiao Inventor before: Hu Danhong Inventor before: Wang Yucheng Inventor before: Wang Lixiang Inventor before: Wang Youzhi Inventor before: Wang Qinghua Inventor before: Zhou Fei Inventor before: Ding Qingyi Inventor before: Qu Zhirong Inventor before: Zhao Hong |
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| COR | Change of bibliographic data |
Free format text: CORRECT: INVENTOR; FROM: HU XIAO WANG YUCHENG WANG LIXIANG WANG YOUZHI WANG QINGHUA ZHOU FEI DING QINGYI QU ZHIRONG ZHAO HONG HU DANHONG TO: HU XIAO CAI PEIJUN SHANG YONGJIA LI YUPING WANG YUCHENG WANG LIXIANG WANG YOUZHI WANG QINGHUA ZHOU FEI DING QINGYI QU ZHIRONG ZHAO HONG HU DANHONG |
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| C14 | Grant of patent or utility model | ||
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| EE01 | Entry into force of recordation of patent licensing contract | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20081231 Assignee: Suqian Ruixing Chemical Co.,Ltd. Assignor: ANHUI RUISAI BIOCHEMICAL TECHNOLOGY Co.,Ltd. Contract record no.: X2022990000737 Denomination of invention: Synthesis of 5-hydroxymethylfurfural Granted publication date: 20120509 License type: Common License Record date: 20220929 Application publication date: 20081231 Assignee: NHWA PHARMA. Corp. Assignor: ANHUI RUISAI BIOCHEMICAL TECHNOLOGY Co.,Ltd. Contract record no.: X2022990000739 Denomination of invention: Synthesis of 5-hydroxymethylfurfural Granted publication date: 20120509 License type: Common License Record date: 20220929 Application publication date: 20081231 Assignee: Xuzhou Ruisai Technology Industry Co.,Ltd. Assignor: ANHUI RUISAI BIOCHEMICAL TECHNOLOGY Co.,Ltd. Contract record no.: X2022990000736 Denomination of invention: Synthesis of 5-hydroxymethylfurfural Granted publication date: 20120509 License type: Common License Record date: 20220929 |
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Application publication date: 20081231 Assignee: Shandong weiyunate Biotechnology Co.,Ltd. Assignor: ANHUI RUISAI BIOCHEMICAL TECHNOLOGY Co.,Ltd. Contract record no.: X2022990000759 Denomination of invention: Synthesis of 5-hydroxymethylfurfural Granted publication date: 20120509 License type: Common License Record date: 20221010 |
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| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20081231 Assignee: JIANGXI PURUN PHARMACEUTICAL CO.,LTD. Assignor: ANHUI RUISAI BIOCHEMICAL TECHNOLOGY Co.,Ltd. Contract record no.: X2022990000891 Denomination of invention: Synthesis of 5-hydroxymethylfurfural Granted publication date: 20120509 License type: Common License Record date: 20221103 |
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| EE01 | Entry into force of recordation of patent licensing contract |