CN1680257A - 用分子筛催化水解葡萄糖制取乙酰丙酸的方法 - Google Patents
用分子筛催化水解葡萄糖制取乙酰丙酸的方法 Download PDFInfo
- Publication number
- CN1680257A CN1680257A CN 200510023259 CN200510023259A CN1680257A CN 1680257 A CN1680257 A CN 1680257A CN 200510023259 CN200510023259 CN 200510023259 CN 200510023259 A CN200510023259 A CN 200510023259A CN 1680257 A CN1680257 A CN 1680257A
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- CN
- China
- Prior art keywords
- glucose
- molecular sieve
- levulinic acid
- reactor
- catalyst
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- 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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- 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 title claims abstract description 31
- 239000008103 glucose Substances 0.000 title claims abstract description 31
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 14
- 230000007062 hydrolysis Effects 0.000 title claims description 13
- 238000006460 hydrolysis reaction Methods 0.000 title claims description 13
- 238000002360 preparation method Methods 0.000 title description 3
- JOOXCMJARBKPKM-UHFFFAOYSA-M 4-oxopentanoate Chemical compound CC(=O)CCC([O-])=O JOOXCMJARBKPKM-UHFFFAOYSA-M 0.000 title 1
- 229940058352 levulinate Drugs 0.000 title 1
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 claims abstract description 69
- 238000006243 chemical reaction Methods 0.000 claims abstract description 26
- 239000002808 molecular sieve Substances 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 25
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 9
- 229940040102 levulinic acid Drugs 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 17
- 230000035484 reaction time Effects 0.000 claims description 3
- 239000012467 final product Substances 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 15
- 238000007599 discharging Methods 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000005260 corrosion Methods 0.000 abstract description 2
- 230000007797 corrosion Effects 0.000 abstract description 2
- 238000001354 calcination Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000001939 inductive effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 12
- 239000007788 liquid Substances 0.000 description 7
- 238000001816 cooling Methods 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 239000012982 microporous membrane Substances 0.000 description 6
- 238000004445 quantitative analysis Methods 0.000 description 6
- 239000002028 Biomass Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000002699 waste material Substances 0.000 description 4
- 239000000571 coke Substances 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000002893 slag Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- NAOLWIGVYRIGTP-UHFFFAOYSA-N 1,3,5-trihydroxyanthracene-9,10-dione Chemical compound C1=CC(O)=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 NAOLWIGVYRIGTP-UHFFFAOYSA-N 0.000 description 1
- 229920002488 Hemicellulose Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005906 dihydroxylation reaction Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 239000002663 humin Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN 200510023259 CN1277794C (zh) | 2005-01-07 | 2005-01-07 | 用分子筛催化水解葡萄糖制取乙酰丙酸的方法 |
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CN 200510023259 CN1277794C (zh) | 2005-01-07 | 2005-01-07 | 用分子筛催化水解葡萄糖制取乙酰丙酸的方法 |
Publications (2)
Publication Number | Publication Date |
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CN1680257A true CN1680257A (zh) | 2005-10-12 |
CN1277794C CN1277794C (zh) | 2006-10-04 |
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CN 200510023259 Expired - Fee Related CN1277794C (zh) | 2005-01-07 | 2005-01-07 | 用分子筛催化水解葡萄糖制取乙酰丙酸的方法 |
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Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010101120A1 (ja) * | 2009-03-02 | 2010-09-10 | 国立大学法人 鹿児島大学 | 芳香族炭化水素又はケトン化合物を製造する装置/レブリン酸の製造装置、レブリン酸の分離装置及びレブリン酸から炭化水素を製造する装置 |
JP2010202548A (ja) * | 2009-03-02 | 2010-09-16 | Kagoshima Univ | レブリン酸の製造装置、レブリン酸の分離装置及びレブリン酸から炭化水素を製造する装置 |
JP2010202549A (ja) * | 2009-03-02 | 2010-09-16 | Kagoshima Univ | 芳香族炭化水素又はケトン化合物を製造する装置 |
CN101381351B (zh) * | 2008-10-21 | 2011-05-11 | 华南理工大学 | 葡萄糖的甲酸高温催化脱水联产5-羟甲基糠醛、乙酰丙酸和甲酸的方法 |
CN101348430B (zh) * | 2007-07-20 | 2011-12-28 | 中国科学院过程工程研究所 | 一种固体超强酸催化秸秆制备乙酰丙酸的方法 |
CN103012113A (zh) * | 2013-01-10 | 2013-04-03 | 厦门大学 | 一种由瓜环硫酸盐催化葡萄糖脱水制备乙酰丙酸的方法 |
US9073841B2 (en) | 2012-11-05 | 2015-07-07 | Segetis, Inc. | Process to prepare levulinic acid |
CN107827743A (zh) * | 2017-11-08 | 2018-03-23 | 浙江大学 | 近临界甲醇中多聚甲醛强化、分子筛催化五元糖和六元糖同时转化制备乙酰丙酸甲酯的方法 |
CN108863770A (zh) * | 2018-08-23 | 2018-11-23 | 天津科技大学 | 一种乙酰丙酸制备及其溶剂和催化剂回收的工艺 |
CN110483269A (zh) * | 2019-09-03 | 2019-11-22 | 天津科技大学 | 一种sapo-18催化葡聚糖制备乙酰丙酸的方法 |
US10618864B2 (en) | 2011-11-23 | 2020-04-14 | Gfbiochemicals Ip Assets B.V. | Process to prepare levulinic acid |
CN115368324A (zh) * | 2021-05-18 | 2022-11-22 | 南京林业大学 | 一种分子筛负载双金属催化纤维素降解转化成高附加值化学品的方法 |
-
2005
- 2005-01-07 CN CN 200510023259 patent/CN1277794C/zh not_active Expired - Fee Related
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101348430B (zh) * | 2007-07-20 | 2011-12-28 | 中国科学院过程工程研究所 | 一种固体超强酸催化秸秆制备乙酰丙酸的方法 |
CN101381351B (zh) * | 2008-10-21 | 2011-05-11 | 华南理工大学 | 葡萄糖的甲酸高温催化脱水联产5-羟甲基糠醛、乙酰丙酸和甲酸的方法 |
JP2010202548A (ja) * | 2009-03-02 | 2010-09-16 | Kagoshima Univ | レブリン酸の製造装置、レブリン酸の分離装置及びレブリン酸から炭化水素を製造する装置 |
JP2010202549A (ja) * | 2009-03-02 | 2010-09-16 | Kagoshima Univ | 芳香族炭化水素又はケトン化合物を製造する装置 |
WO2010101120A1 (ja) * | 2009-03-02 | 2010-09-10 | 国立大学法人 鹿児島大学 | 芳香族炭化水素又はケトン化合物を製造する装置/レブリン酸の製造装置、レブリン酸の分離装置及びレブリン酸から炭化水素を製造する装置 |
US10618864B2 (en) | 2011-11-23 | 2020-04-14 | Gfbiochemicals Ip Assets B.V. | Process to prepare levulinic acid |
US9598341B2 (en) | 2012-11-05 | 2017-03-21 | Gfbiochemicals Limited | Process to prepare levulinic acid |
US9073841B2 (en) | 2012-11-05 | 2015-07-07 | Segetis, Inc. | Process to prepare levulinic acid |
CN103012113B (zh) * | 2013-01-10 | 2015-07-01 | 厦门大学 | 一种由瓜环硫酸盐催化葡萄糖脱水制备乙酰丙酸的方法 |
CN103012113A (zh) * | 2013-01-10 | 2013-04-03 | 厦门大学 | 一种由瓜环硫酸盐催化葡萄糖脱水制备乙酰丙酸的方法 |
CN107827743A (zh) * | 2017-11-08 | 2018-03-23 | 浙江大学 | 近临界甲醇中多聚甲醛强化、分子筛催化五元糖和六元糖同时转化制备乙酰丙酸甲酯的方法 |
CN107827743B (zh) * | 2017-11-08 | 2020-06-16 | 浙江大学 | 近临界甲醇中多聚甲醛强化、分子筛催化五元糖和六元糖同时转化制备乙酰丙酸甲酯的方法 |
CN108863770A (zh) * | 2018-08-23 | 2018-11-23 | 天津科技大学 | 一种乙酰丙酸制备及其溶剂和催化剂回收的工艺 |
CN110483269A (zh) * | 2019-09-03 | 2019-11-22 | 天津科技大学 | 一种sapo-18催化葡聚糖制备乙酰丙酸的方法 |
CN115368324A (zh) * | 2021-05-18 | 2022-11-22 | 南京林业大学 | 一种分子筛负载双金属催化纤维素降解转化成高附加值化学品的方法 |
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CN1277794C (zh) | 2006-10-04 |
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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 |
Assignee: Hangzhou Bailang Auxiliaries Co., Ltd. Assignor: Zhejiang University Contract fulfillment period: 2009.8.5 to 2014.7.4 contract change Contract record no.: 2009330002404 Denomination of invention: Preparation of levulinate from glucose by molecular screen catalytic hydrolysis Granted publication date: 20061004 License type: Exclusive license Record date: 2009.9.28 |
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LIC | Patent licence contract for exploitation submitted for record |
Free format text: EXCLUSIVE LICENSE; TIME LIMIT OF IMPLEMENTING CONTACT: 2009.8.5 TO 2014.7.4; CHANGE OF CONTRACT Name of requester: HANGZHOU BAILANG ACCESSORY INGREDIENT CO., LTD. Effective date: 20090928 |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20061004 Termination date: 20150107 |
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EXPY | Termination of patent right or utility model |