CN107365250A - 一种利用木质纤维素类生物质水解转化为乙酰丙酸的方法 - Google Patents
一种利用木质纤维素类生物质水解转化为乙酰丙酸的方法 Download PDFInfo
- Publication number
- CN107365250A CN107365250A CN201710627298.2A CN201710627298A CN107365250A CN 107365250 A CN107365250 A CN 107365250A CN 201710627298 A CN201710627298 A CN 201710627298A CN 107365250 A CN107365250 A CN 107365250A
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- China
- Prior art keywords
- iron oxide
- magnetic iron
- acid
- biomass
- lignocellulose
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- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 239000002028 Biomass Substances 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 title claims abstract description 21
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims abstract description 161
- 230000005291 magnetic effect Effects 0.000 claims abstract description 89
- 239000011964 heteropoly acid Substances 0.000 claims abstract description 69
- 239000003054 catalyst Substances 0.000 claims abstract description 63
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- 238000000926 separation method Methods 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 19
- 230000007062 hydrolysis Effects 0.000 claims description 16
- 238000006460 hydrolysis reaction Methods 0.000 claims description 16
- 229910001868 water Inorganic materials 0.000 claims description 11
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 10
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 10
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 10
- 230000032683 aging Effects 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 239000008141 laxative Substances 0.000 claims description 3
- 230000002475 laxative effect Effects 0.000 claims description 3
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 238000000975 co-precipitation Methods 0.000 claims description 2
- DHRLEVQXOMLTIM-UHFFFAOYSA-N phosphoric acid;trioxomolybdenum Chemical compound O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.OP(O)(O)=O DHRLEVQXOMLTIM-UHFFFAOYSA-N 0.000 claims description 2
- CGFYHILWFSGVJS-UHFFFAOYSA-N silicic acid;trioxotungsten Chemical compound O[Si](O)(O)O.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1.O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 CGFYHILWFSGVJS-UHFFFAOYSA-N 0.000 claims description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract description 14
- 238000011084 recovery Methods 0.000 abstract description 14
- 238000007171 acid catalysis Methods 0.000 abstract description 11
- 238000004064 recycling Methods 0.000 abstract description 2
- 235000013980 iron oxide Nutrition 0.000 description 66
- 239000000203 mixture Substances 0.000 description 21
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 16
- 239000000706 filtrate Substances 0.000 description 14
- 238000006555 catalytic reaction Methods 0.000 description 13
- 238000001816 cooling Methods 0.000 description 13
- 239000012153 distilled water Substances 0.000 description 13
- 240000008042 Zea mays Species 0.000 description 12
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 12
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 12
- 235000009973 maize Nutrition 0.000 description 12
- 239000010902 straw Substances 0.000 description 12
- 238000013019 agitation Methods 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 11
- 238000005119 centrifugation Methods 0.000 description 10
- 229940040102 levulinic acid Drugs 0.000 description 10
- 235000019260 propionic acid Nutrition 0.000 description 10
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 9
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 241000609240 Ambelania acida Species 0.000 description 3
- 235000017060 Arachis glabrata Nutrition 0.000 description 3
- 244000105624 Arachis hypogaea Species 0.000 description 3
- 235000010777 Arachis hypogaea Nutrition 0.000 description 3
- 235000018262 Arachis monticola Nutrition 0.000 description 3
- 241000219000 Populus Species 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- 239000010905 bagasse Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000020232 peanut Nutrition 0.000 description 3
- 239000011973 solid acid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- -1 furfuran compound Chemical class 0.000 description 2
- 239000008236 heating water Substances 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000005415 magnetization Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000004506 ultrasonic cleaning Methods 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- JOOXCMJARBKPKM-UHFFFAOYSA-M 4-oxopentanoate Chemical compound CC(=O)CCC([O-])=O JOOXCMJARBKPKM-UHFFFAOYSA-M 0.000 description 1
- NOEGNKMFWQHSLB-UHFFFAOYSA-N 5-hydroxymethylfurfural Chemical compound OCC1=CC=C(C=O)O1 NOEGNKMFWQHSLB-UHFFFAOYSA-N 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- XTLNYNMNUCLWEZ-UHFFFAOYSA-N ethanol;propan-2-one Chemical compound CCO.CC(C)=O XTLNYNMNUCLWEZ-UHFFFAOYSA-N 0.000 description 1
- 239000002902 ferrimagnetic material Substances 0.000 description 1
- FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- RJGBSYZFOCAGQY-UHFFFAOYSA-N hydroxymethylfurfural Natural products COC1=CC=C(C=O)O1 RJGBSYZFOCAGQY-UHFFFAOYSA-N 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 229940058352 levulinate Drugs 0.000 description 1
- 239000007777 multifunctional material Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 description 1
- 238000004451 qualitative analysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/188—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum, tungsten or polonium
-
- 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
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Processing Of Solid Wastes (AREA)
- Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
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CN201710627298.2A CN107365250B (zh) | 2017-07-28 | 2017-07-28 | 一种利用木质纤维素类生物质水解转化为乙酰丙酸的方法 |
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CN201710627298.2A CN107365250B (zh) | 2017-07-28 | 2017-07-28 | 一种利用木质纤维素类生物质水解转化为乙酰丙酸的方法 |
Publications (2)
Publication Number | Publication Date |
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CN107365250A true CN107365250A (zh) | 2017-11-21 |
CN107365250B CN107365250B (zh) | 2018-06-22 |
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CN201710627298.2A Expired - Fee Related CN107365250B (zh) | 2017-07-28 | 2017-07-28 | 一种利用木质纤维素类生物质水解转化为乙酰丙酸的方法 |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109913593A (zh) * | 2019-04-01 | 2019-06-21 | 长春工业大学 | 一种基于多酸的磁性纳米复合材料及其制备方法 |
CN113149822A (zh) * | 2021-01-15 | 2021-07-23 | 太原工业学院 | 一种由纤维素类资源高效生产乙酰丙酸的方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1643116A (zh) * | 2002-04-01 | 2005-07-20 | 纳幕尔杜邦公司 | 由生物质和烯烃制备乙酰丙酸酯和甲酸酯 |
CN101733148A (zh) * | 2008-11-21 | 2010-06-16 | 中国科学院化学研究所 | 磁性杂多酸催化剂及其制备方法与应用 |
US20100312006A1 (en) * | 2009-06-09 | 2010-12-09 | Meadwestvaco Corporation | Production of levulinic acid and levulinate esters from biomass |
-
2017
- 2017-07-28 CN CN201710627298.2A patent/CN107365250B/zh not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1643116A (zh) * | 2002-04-01 | 2005-07-20 | 纳幕尔杜邦公司 | 由生物质和烯烃制备乙酰丙酸酯和甲酸酯 |
CN101733148A (zh) * | 2008-11-21 | 2010-06-16 | 中国科学院化学研究所 | 磁性杂多酸催化剂及其制备方法与应用 |
US20100312006A1 (en) * | 2009-06-09 | 2010-12-09 | Meadwestvaco Corporation | Production of levulinic acid and levulinate esters from biomass |
Non-Patent Citations (1)
Title |
---|
常春 等: "固体催化剂在生物质合成乙酰丙酸和乙酰丙酸酯中的应用研究进展", 《林产化学与工业》 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109913593A (zh) * | 2019-04-01 | 2019-06-21 | 长春工业大学 | 一种基于多酸的磁性纳米复合材料及其制备方法 |
CN113149822A (zh) * | 2021-01-15 | 2021-07-23 | 太原工业学院 | 一种由纤维素类资源高效生产乙酰丙酸的方法 |
CN113149822B (zh) * | 2021-01-15 | 2023-10-24 | 太原工业学院 | 一种由纤维素类资源高效生产乙酰丙酸的方法 |
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CN107365250B (zh) | 2018-06-22 |
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