CA2911273C - Chromatographic process for the production of highly purified polyunsaturated fatty acids - Google Patents

Chromatographic process for the production of highly purified polyunsaturated fatty acids Download PDF

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Publication number
CA2911273C
CA2911273C CA2911273A CA2911273A CA2911273C CA 2911273 C CA2911273 C CA 2911273C CA 2911273 A CA2911273 A CA 2911273A CA 2911273 A CA2911273 A CA 2911273A CA 2911273 C CA2911273 C CA 2911273C
Authority
CA
Canada
Prior art keywords
eluent
stream
chromatographic separation
separation
depleted
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.)
Active
Application number
CA2911273A
Other languages
English (en)
French (fr)
Other versions
CA2911273A1 (en
Inventor
Eric Valery
Philippe Adam
Jean Blehaut
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Groupe Novasep SAS
Original Assignee
Groupe Novasep SAS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from EP13305596.2A external-priority patent/EP2801604B1/en
Priority claimed from US13/897,056 external-priority patent/US8802880B1/en
Priority claimed from US14/149,420 external-priority patent/US9428711B2/en
Application filed by Groupe Novasep SAS filed Critical Groupe Novasep SAS
Publication of CA2911273A1 publication Critical patent/CA2911273A1/en
Application granted granted Critical
Publication of CA2911273C publication Critical patent/CA2911273C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C1/00—Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
    • C11C1/08—Refining
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
    • B01D15/1814—Recycling of the fraction to be distributed
    • B01D15/1821—Simulated moving beds
    • B01D15/185—Simulated moving beds characterised by the components to be separated
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
    • B01D15/1892—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns the sorbent material moving as a whole, e.g. continuous annular chromatography, true moving beds or centrifugal chromatography

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Analytical Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Sustainable Development (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatment Of Liquids With Adsorbents In General (AREA)
  • Fats And Perfumes (AREA)
  • Liquid Carbonaceous Fuels (AREA)
CA2911273A 2013-05-07 2014-04-23 Chromatographic process for the production of highly purified polyunsaturated fatty acids Active CA2911273C (en)

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

Publications (2)

Publication Number Publication Date
CA2911273A1 CA2911273A1 (en) 2014-11-13
CA2911273C true CA2911273C (en) 2021-04-27

Family

ID=51866832

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2911273A Active CA2911273C (en) 2013-05-07 2014-04-23 Chromatographic process for the production of highly purified polyunsaturated fatty acids

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
CA2911273A1 (en) 2014-11-13
EP2994523B1 (en) 2024-02-21
KR102263760B1 (ko) 2021-06-11
JP2020090680A (ja) 2020-06-11
EP2994523A1 (en) 2016-03-16
GB201520373D0 (en) 2016-01-06
KR20160005046A (ko) 2016-01-13
CN105229131A (zh) 2016-01-06
JP2016523826A (ja) 2016-08-12
WO2014180654A1 (en) 2014-11-13
CL2015003247A1 (es) 2016-05-27
GB2528618A (en) 2016-01-27
GB2528618B (en) 2020-12-23
PE20200389A1 (es) 2020-02-24
JP6546911B2 (ja) 2019-07-17
PE20251531A1 (es) 2025-06-05
JP2018141168A (ja) 2018-09-13
CN109679768A (zh) 2019-04-26
JP6867524B2 (ja) 2021-04-28

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EP2801604B1 (en) Chromatographic process for the production of highly purified polyunsaturated fatty acids

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Effective date: 20190315