JP2016523826A5 - - Google Patents
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- Publication number
- JP2016523826A5 JP2016523826A5 JP2016512267A JP2016512267A JP2016523826A5 JP 2016523826 A5 JP2016523826 A5 JP 2016523826A5 JP 2016512267 A JP2016512267 A JP 2016512267A JP 2016512267 A JP2016512267 A JP 2016512267A JP 2016523826 A5 JP2016523826 A5 JP 2016523826A5
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- acid derivative
- eluent stream
- eluent
- stream
- 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
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 31
- 229930195729 fatty acid Natural products 0.000 claims description 31
- 239000000194 fatty acid Substances 0.000 claims description 31
- 150000004665 fatty acids Chemical class 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 27
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 20
- 150000002148 esters Chemical class 0.000 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 3
- 150000002596 lactones Chemical class 0.000 claims description 3
- 150000003904 phospholipids Chemical class 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000003480 eluent Substances 0.000 claims 37
- 238000013375 chromatographic separation Methods 0.000 claims 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 6
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical group CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims 3
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical class OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims 2
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical group CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 230000003134 recirculating effect Effects 0.000 claims 2
- 238000004064 recycling Methods 0.000 claims 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 2
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims 1
- 229940090949 docosahexaenoic acid Drugs 0.000 claims 1
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims 1
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims 1
- 239000013505 freshwater Substances 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims 1
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361820459P | 2013-05-07 | 2013-05-07 | |
| EP13305596.2 | 2013-05-07 | ||
| US61/820,459 | 2013-05-07 | ||
| EP13305596.2A EP2801604B1 (en) | 2013-05-07 | 2013-05-07 | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
| US13/897,056 US8802880B1 (en) | 2013-05-07 | 2013-05-17 | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
| US13/897,056 | 2013-05-17 | ||
| US14/149,420 | 2014-01-07 | ||
| US14/149,420 US9428711B2 (en) | 2013-05-07 | 2014-01-07 | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
| PCT/EP2014/058166 WO2014180654A1 (en) | 2013-05-07 | 2014-04-23 | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018095751A Division JP2018141168A (ja) | 2013-05-07 | 2018-05-17 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016523826A JP2016523826A (ja) | 2016-08-12 |
| JP2016523826A5 true JP2016523826A5 (enExample) | 2018-11-29 |
| JP6546911B2 JP6546911B2 (ja) | 2019-07-17 |
Family
ID=51866832
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016512267A Active JP6546911B2 (ja) | 2013-05-07 | 2014-04-23 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
| JP2018095751A Pending JP2018141168A (ja) | 2013-05-07 | 2018-05-17 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
| JP2020012727A Active JP6867524B2 (ja) | 2013-05-07 | 2020-01-29 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018095751A Pending JP2018141168A (ja) | 2013-05-07 | 2018-05-17 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
| JP2020012727A Active JP6867524B2 (ja) | 2013-05-07 | 2020-01-29 | 高度に精製したポリ不飽和脂肪酸を生成するクロマトグラフプロセス |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP2994523B1 (enExample) |
| JP (3) | JP6546911B2 (enExample) |
| KR (1) | KR102263760B1 (enExample) |
| CN (2) | CN109679768A (enExample) |
| CA (1) | CA2911273C (enExample) |
| CL (1) | CL2015003247A1 (enExample) |
| GB (1) | GB2528618B (enExample) |
| PE (2) | PE20251531A1 (enExample) |
| WO (1) | WO2014180654A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104529772B (zh) * | 2014-12-17 | 2016-12-07 | 浙江大学 | 一种模拟移动床色谱制备高纯度epa酯和dha酯单体的方法 |
| TWI648258B (zh) * | 2017-07-10 | 2019-01-21 | 喬璞科技有限公司 | 純化不飽和脂肪酸以及二十碳五烯酸的方法 |
| CN107556187A (zh) * | 2017-08-31 | 2018-01-09 | 江苏科技大学 | β‑环糊精包埋联合模拟移动床色谱分离法制备高纯度α‑亚麻酸的方法 |
| CN112592268B (zh) * | 2020-12-18 | 2022-12-09 | 江苏汉邦科技股份有限公司 | 一种利用连续色谱系统分离鱼油中epa的方法 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189442A (en) * | 1978-10-18 | 1980-02-19 | The Procter & Gamble Company | Separation of fatty acid esters |
| JPS5598137A (en) * | 1978-10-18 | 1980-07-25 | Procter & Gamble | Separation of aliphatic acid ester mixture |
| JPS56115736A (en) * | 1980-02-19 | 1981-09-11 | Kagakuhin Kensa Kyokai | Separation and purification of eicosapentaenoic acid and docosahexaenoic acid |
| US4797233A (en) * | 1986-08-20 | 1989-01-10 | Uop Inc. | Process for separating mono-, di- and triglycerides |
| JPH0746097B2 (ja) | 1988-05-17 | 1995-05-17 | 三菱化成エンジニアリング株式会社 | クロマト分離法 |
| US5102553A (en) | 1988-12-16 | 1992-04-07 | The Amalgamated Sugar Company | Time variable simulated moving bed process |
| AU676910B2 (en) * | 1993-04-29 | 1997-03-27 | Norsk Hydro A.S | Processes for chromatographic fractionation of fatty acids and their derivatives |
| US5630943A (en) | 1995-11-30 | 1997-05-20 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Discontinuous countercurrent chromatographic process and apparatus |
| US6063284A (en) | 1997-05-15 | 2000-05-16 | Em Industries, Inc. | Single column closed-loop recycling with periodic intra-profile injection |
| JP2000072713A (ja) * | 1998-09-01 | 2000-03-07 | Kanto Chem Co Inc | 不飽和脂肪酸およびその類縁物質の分離剤 |
| FR2785196B1 (fr) | 1998-10-29 | 2000-12-15 | Inst Francais Du Petrole | Procede et dispositif de separation avec des zones chromatographiques a longueur variable |
| US6413419B1 (en) | 1998-10-29 | 2002-07-02 | Institut Francais Du Petrole | Process and device for separation with variable-length chromatographic |
| US6375839B1 (en) | 1998-10-29 | 2002-04-23 | Institut Francais Du Petrole | Process and device for separation with variable-length chromatographic zones |
| FR2836396B1 (fr) * | 2002-02-22 | 2004-06-18 | Novasep | Procede et dispositif de chromatographie avec recuperation de solvant |
| DE10235385B4 (de) | 2002-08-02 | 2006-10-05 | MAX-PLANCK-Gesellschaft zur Förderung der Wissenschaften e.V. | Verfahren zur chromatographischen Trennung von Komponenten |
| EP1544612A1 (en) * | 2003-12-09 | 2005-06-22 | Agilent Technologies, Inc. | Chromatography system and method for operating the same |
| MY150129A (en) * | 2004-04-09 | 2013-11-29 | Archer Daniels Midland Co | Method of preparing fatty acid alkyl esters from waste or recycled fatty acid stock |
| FR2889077B1 (fr) | 2005-07-26 | 2007-10-12 | Novasep Soc Par Actions Simpli | Procede et dispositif de separation chromatographique de fractions d'un melange |
| ATE478718T1 (de) | 2007-04-17 | 2010-09-15 | Max Planck Gesellschaft | Verfahren und vorrichtung zur chromatographischen trennung von komponenten mit teilweiser rückführung von gemischfraktionen |
| KR101357298B1 (ko) | 2008-06-20 | 2014-01-28 | 에이케이 앤 엠엔 바이오팜 주식회사 | 오메가-3계 고도불포화 지방산의 고순도 정제방법 |
| PE20130491A1 (es) | 2009-12-30 | 2013-05-02 | Basf Pharma Callanish Ltd | Proceso simulado de separacion cromatografica de lecho movil para la purificacion de acidos grasos poliinsaturados |
| CN102285880B (zh) * | 2011-06-14 | 2014-07-30 | 国家海洋局第三海洋研究所 | Epa乙酯和dha乙酯的制备方法 |
| GB201111595D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Improved process |
| GB201111601D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | New process |
| GB201111589D0 (en) * | 2011-07-06 | 2011-08-24 | Equateq Ltd | New modified process |
| GB201111591D0 (en) | 2011-07-06 | 2011-08-24 | Equateq Ltd | Further new process |
| CN102921192B (zh) * | 2012-05-16 | 2014-11-12 | 中国计量科学研究院 | 一种制备高纯度单不饱和脂肪酸的方法 |
-
2014
- 2014-04-23 KR KR1020157032878A patent/KR102263760B1/ko active Active
- 2014-04-23 PE PE2024002632A patent/PE20251531A1/es unknown
- 2014-04-23 CN CN201811593375.8A patent/CN109679768A/zh active Pending
- 2014-04-23 WO PCT/EP2014/058166 patent/WO2014180654A1/en not_active Ceased
- 2014-04-23 GB GB1520373.0A patent/GB2528618B/en active Active
- 2014-04-23 PE PE2019002696A patent/PE20200389A1/es unknown
- 2014-04-23 CN CN201480029096.2A patent/CN105229131A/zh active Pending
- 2014-04-23 JP JP2016512267A patent/JP6546911B2/ja active Active
- 2014-04-23 CA CA2911273A patent/CA2911273C/en active Active
- 2014-04-23 EP EP14720547.0A patent/EP2994523B1/en active Active
-
2015
- 2015-11-05 CL CL2015003247A patent/CL2015003247A1/es unknown
-
2018
- 2018-05-17 JP JP2018095751A patent/JP2018141168A/ja active Pending
-
2020
- 2020-01-29 JP JP2020012727A patent/JP6867524B2/ja active Active
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