CN101367729A - Method for complexation purification by liquid extraction of chlorogenic acid - Google Patents
Method for complexation purification by liquid extraction of chlorogenic acid Download PDFInfo
- Publication number
- CN101367729A CN101367729A CNA2008101560467A CN200810156046A CN101367729A CN 101367729 A CN101367729 A CN 101367729A CN A2008101560467 A CNA2008101560467 A CN A2008101560467A CN 200810156046 A CN200810156046 A CN 200810156046A CN 101367729 A CN101367729 A CN 101367729A
- Authority
- CN
- China
- Prior art keywords
- chlorogenic acid
- extraction
- acid
- complexing
- complexation
- 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
- CWVRJTMFETXNAD-FWCWNIRPSA-N 3-O-Caffeoylquinic acid Natural products O[C@H]1[C@@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-FWCWNIRPSA-N 0.000 title claims abstract description 112
- PZIRUHCJZBGLDY-UHFFFAOYSA-N Caffeoylquinic acid Natural products CC(CCC(=O)C(C)C1C(=O)CC2C3CC(O)C4CC(O)CCC4(C)C3CCC12C)C(=O)O PZIRUHCJZBGLDY-UHFFFAOYSA-N 0.000 title claims abstract description 112
- CWVRJTMFETXNAD-KLZCAUPSSA-N Neochlorogenin-saeure Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-KLZCAUPSSA-N 0.000 title claims abstract description 112
- CWVRJTMFETXNAD-JUHZACGLSA-N chlorogenic acid Chemical compound O[C@@H]1[C@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-JUHZACGLSA-N 0.000 title claims abstract description 112
- 229940074393 chlorogenic acid Drugs 0.000 title claims abstract description 112
- FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 title claims abstract description 112
- 235000001368 chlorogenic acid Nutrition 0.000 title claims abstract description 112
- BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 title claims abstract description 112
- 238000000605 extraction Methods 0.000 title claims abstract description 68
- 238000000034 method Methods 0.000 title claims abstract description 40
- 238000010668 complexation reaction Methods 0.000 title claims abstract description 18
- 239000007788 liquid Substances 0.000 title claims description 35
- 238000000746 purification Methods 0.000 title claims description 21
- 230000000536 complexating effect Effects 0.000 claims abstract description 41
- 239000012074 organic phase Substances 0.000 claims abstract description 28
- 239000012071 phase Substances 0.000 claims abstract description 11
- 239000008139 complexing agent Substances 0.000 claims description 32
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 22
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 16
- ZMBHCYHQLYEYDV-UHFFFAOYSA-N trioctylphosphine oxide Chemical compound CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC ZMBHCYHQLYEYDV-UHFFFAOYSA-N 0.000 claims description 16
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 13
- 241000196324 Embryophyta Species 0.000 claims description 12
- 239000006286 aqueous extract Substances 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 11
- 230000003068 static effect Effects 0.000 claims description 11
- 238000005406 washing Methods 0.000 claims description 11
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 10
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000003350 kerosene Substances 0.000 claims description 9
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 8
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 8
- 229940043265 methyl isobutyl ketone Drugs 0.000 claims description 8
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 7
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 229940043232 butyl acetate Drugs 0.000 claims description 6
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 244000167230 Lonicera japonica Species 0.000 claims description 5
- 235000017617 Lonicera japonica Nutrition 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- 230000009967 tasteless effect Effects 0.000 claims description 5
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 claims description 4
- 241000219226 Acer truncatum Species 0.000 claims description 4
- 235000009051 Ambrosia paniculata var. peruviana Nutrition 0.000 claims description 4
- XOJVHLIYNSOZOO-SWOBOCGESA-N Arctiin Chemical compound C1=C(OC)C(OC)=CC=C1C[C@@H]1[C@@H](CC=2C=C(OC)C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)=CC=2)C(=O)OC1 XOJVHLIYNSOZOO-SWOBOCGESA-N 0.000 claims description 4
- 235000003097 Artemisia absinthium Nutrition 0.000 claims description 4
- 240000001851 Artemisia dracunculus Species 0.000 claims description 4
- 235000017731 Artemisia dracunculus ssp. dracunculus Nutrition 0.000 claims description 4
- 235000003261 Artemisia vulgaris Nutrition 0.000 claims description 4
- 241000208688 Eucommia Species 0.000 claims description 4
- 241001284615 Frangula californica Species 0.000 claims description 4
- 235000004433 Simmondsia californica Nutrition 0.000 claims description 4
- 239000012670 alkaline solution Substances 0.000 claims description 4
- 239000001138 artemisia absinthium Substances 0.000 claims description 4
- 239000002283 diesel fuel Substances 0.000 claims description 4
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims description 4
- 239000012188 paraffin wax Substances 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- 235000020238 sunflower seed Nutrition 0.000 claims description 4
- 238000012546 transfer Methods 0.000 claims description 4
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 4
- 230000001172 regenerating effect Effects 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 235000017550 sodium carbonate Nutrition 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 244000061176 Nicotiana tabacum Species 0.000 claims 2
- 238000000926 separation method Methods 0.000 abstract description 23
- 239000000126 substance Substances 0.000 abstract description 21
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 238000005516 engineering process Methods 0.000 abstract description 4
- 239000000419 plant extract Substances 0.000 abstract 2
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 238000003912 environmental pollution Methods 0.000 abstract 1
- 229930003935 flavonoid Natural products 0.000 description 19
- 150000002215 flavonoids Chemical class 0.000 description 19
- 235000017173 flavonoids Nutrition 0.000 description 19
- 239000012535 impurity Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 11
- 238000002474 experimental method Methods 0.000 description 10
- 238000005192 partition Methods 0.000 description 10
- 230000002411 adverse Effects 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- 230000008569 process Effects 0.000 description 8
- 238000001035 drying Methods 0.000 description 7
- 241000208125 Nicotiana Species 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000012528 membrane Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000004440 column chromatography Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- 238000000638 solvent extraction Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 238000007670 refining Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 241000208828 Caprifoliaceae Species 0.000 description 1
- 241000208686 Eucommiaceae Species 0.000 description 1
- 235000004789 Rosa xanthina Nutrition 0.000 description 1
- 241000220222 Rosaceae Species 0.000 description 1
- 241001107098 Rubiaceae Species 0.000 description 1
- 238000010266 Sephadex chromatography Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Substances CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 230000001741 anti-phlogistic effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 229940088623 biologically active substance Drugs 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000287 crude extract Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002519 immonomodulatory effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000012450 pharmaceutical intermediate Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 229940126680 traditional chinese medicines Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2008101560467A CN101367729B (en) | 2008-09-19 | 2008-09-19 | Method for complexation purification by liquid extraction of chlorogenic acid |
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Application Number | Priority Date | Filing Date | Title |
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CN2008101560467A CN101367729B (en) | 2008-09-19 | 2008-09-19 | Method for complexation purification by liquid extraction of chlorogenic acid |
Publications (2)
Publication Number | Publication Date |
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CN101367729A true CN101367729A (en) | 2009-02-18 |
CN101367729B CN101367729B (en) | 2011-08-24 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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CN2008101560467A Expired - Fee Related CN101367729B (en) | 2008-09-19 | 2008-09-19 | Method for complexation purification by liquid extraction of chlorogenic acid |
Country Status (1)
Country | Link |
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CN (1) | CN101367729B (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102241580A (en) * | 2011-01-07 | 2011-11-16 | 长春工业大学 | Method for recovering organic carboxylic acids from corn chemical alcohol reaction kettle residues by utilizing complex extraction |
CN101503356B (en) * | 2009-03-25 | 2013-03-13 | 南京工业大学 | Novel method for preparing high-purity chlorogenic acid |
CN103360258A (en) * | 2013-08-08 | 2013-10-23 | 内蒙古鑫吉利生物科技有限公司 | Method for extracting chlorogenic acid from coffee beans |
CN104447331A (en) * | 2014-11-11 | 2015-03-25 | 常州大学 | Method for extracting chlorogenic acid in artemisia scoparia |
CN105384632A (en) * | 2015-10-19 | 2016-03-09 | 新疆大学 | Preparation method for sunflower seed meal chlorogenic acid and applications thereof |
CN106723289A (en) * | 2017-03-31 | 2017-05-31 | 江苏中烟工业有限责任公司 | A kind of method for lifting papermaking-method reconstituted tobaccos recovery rate |
CN109502676A (en) * | 2017-09-14 | 2019-03-22 | 中国科学院过程工程研究所 | A method of Solvent quantity is reduced from acid extract system source and reduces content of organics in water phase |
CN112755586A (en) * | 2020-12-29 | 2021-05-07 | 西安元创化工科技股份有限公司 | Method for extracting phenolic compounds from low-temperature coal tar |
CN113429288A (en) * | 2021-06-03 | 2021-09-24 | 徐州工程学院 | Method for simultaneously extracting burdock leaf essential oil and chlorogenic acid and application |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1793105A (en) * | 2005-12-16 | 2006-06-28 | 抚州苍源药业开发有限公司 | Tech. for extracting high purity chlorogenic acid from honeysuckle |
-
2008
- 2008-09-19 CN CN2008101560467A patent/CN101367729B/en not_active Expired - Fee Related
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101503356B (en) * | 2009-03-25 | 2013-03-13 | 南京工业大学 | Novel method for preparing high-purity chlorogenic acid |
CN102241580A (en) * | 2011-01-07 | 2011-11-16 | 长春工业大学 | Method for recovering organic carboxylic acids from corn chemical alcohol reaction kettle residues by utilizing complex extraction |
CN103360258A (en) * | 2013-08-08 | 2013-10-23 | 内蒙古鑫吉利生物科技有限公司 | Method for extracting chlorogenic acid from coffee beans |
CN104447331A (en) * | 2014-11-11 | 2015-03-25 | 常州大学 | Method for extracting chlorogenic acid in artemisia scoparia |
CN105384632A (en) * | 2015-10-19 | 2016-03-09 | 新疆大学 | Preparation method for sunflower seed meal chlorogenic acid and applications thereof |
CN105384632B (en) * | 2015-10-19 | 2017-06-16 | 新疆大学 | A kind of preparation method and applications of chlorogenic acid of sunflower seed dregs |
CN106723289A (en) * | 2017-03-31 | 2017-05-31 | 江苏中烟工业有限责任公司 | A kind of method for lifting papermaking-method reconstituted tobaccos recovery rate |
CN109502676A (en) * | 2017-09-14 | 2019-03-22 | 中国科学院过程工程研究所 | A method of Solvent quantity is reduced from acid extract system source and reduces content of organics in water phase |
CN112755586A (en) * | 2020-12-29 | 2021-05-07 | 西安元创化工科技股份有限公司 | Method for extracting phenolic compounds from low-temperature coal tar |
CN113429288A (en) * | 2021-06-03 | 2021-09-24 | 徐州工程学院 | Method for simultaneously extracting burdock leaf essential oil and chlorogenic acid and application |
Also Published As
Publication number | Publication date |
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CN101367729B (en) | 2011-08-24 |
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Inventor after: Lu Dingqiang Inventor after: Wang Jun Inventor after: Zhao Hui Inventor after: Jiang Ben Inventor after: Ling Xiuquan Inventor after: Shao Lin Inventor after: Liu Jian Inventor after: Ouyang Pingkai Inventor before: Lu Dingqiang Inventor before: Wang Jun Inventor before: Zhao Hui Inventor before: Jiang Ben Inventor before: Ling Xiuquan Inventor before: Ouyang Pingkai |
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Free format text: CORRECT: INVENTOR; FROM: LU DINGQIANG WANG JUN ZHAO HUI JIANG BEN LING XIUQUAN OUYANG PINGKAI TO: LU DINGQIANG WANG JUN ZHAO HUI JIANG BEN LING XIUQUAN SHAO LIN LIU JIAN OUYANG PINGKAI |
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