JP2004536167A5 - - Google Patents
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- Publication number
- JP2004536167A5 JP2004536167A5 JP2002583555A JP2002583555A JP2004536167A5 JP 2004536167 A5 JP2004536167 A5 JP 2004536167A5 JP 2002583555 A JP2002583555 A JP 2002583555A JP 2002583555 A JP2002583555 A JP 2002583555A JP 2004536167 A5 JP2004536167 A5 JP 2004536167A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- adsorbent
- triglyceride
- desorbent
- seed oil
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims 22
- 239000003463 adsorbent Substances 0.000 claims 17
- 235000014113 dietary fatty acids Nutrition 0.000 claims 13
- 239000000194 fatty acid Substances 0.000 claims 13
- 229930195729 fatty acid Natural products 0.000 claims 13
- 150000004665 fatty acids Chemical class 0.000 claims 13
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 13
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 13
- 239000000203 mixture Substances 0.000 claims 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 5
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 4
- 239000008158 vegetable oil Substances 0.000 claims 4
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 3
- 239000005642 Oleic acid Substances 0.000 claims 3
- 235000021355 Stearic acid Nutrition 0.000 claims 3
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims 3
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims 3
- 239000004359 castor oil Substances 0.000 claims 3
- 235000019438 castor oil Nutrition 0.000 claims 3
- 238000003795 desorption Methods 0.000 claims 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 3
- 229960004488 linolenic acid Drugs 0.000 claims 3
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 3
- 239000002245 particle Substances 0.000 claims 3
- 239000000377 silicon dioxide Substances 0.000 claims 3
- 238000001179 sorption measurement Methods 0.000 claims 3
- 239000008117 stearic acid Substances 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- 241000196324 Embryophyta Species 0.000 claims 2
- 235000021314 Palmitic acid Nutrition 0.000 claims 2
- 241000736800 Vernonia Species 0.000 claims 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 2
- 239000011148 porous material Substances 0.000 claims 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims 2
- 229960003656 ricinoleic acid Drugs 0.000 claims 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims 2
- CCPPLLJZDQAOHD-BEBBCNLGSA-N (-)-vernolic acid Chemical compound CCCCC[C@@H]1O[C@@H]1C\C=C/CCCCCCCC(O)=O CCPPLLJZDQAOHD-BEBBCNLGSA-N 0.000 claims 1
- SXNBVULTHKFMNO-UHFFFAOYSA-N 2,2-dihydroxyoctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)(O)C(O)=O SXNBVULTHKFMNO-UHFFFAOYSA-N 0.000 claims 1
- 235000004443 Ricinus communis Nutrition 0.000 claims 1
- 229910021536 Zeolite Inorganic materials 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229910000323 aluminium silicate Inorganic materials 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000004927 clay Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000002808 molecular sieve Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 235000019198 oils Nutrition 0.000 claims 1
- 239000002952 polymeric resin Substances 0.000 claims 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229920001059 synthetic polymer Polymers 0.000 claims 1
- 150000003626 triacylglycerols Chemical class 0.000 claims 1
- CCPPLLJZDQAOHD-UHFFFAOYSA-N vernolic acid Natural products CCCCCC1OC1CC=CCCCCCCCC(O)=O CCPPLLJZDQAOHD-UHFFFAOYSA-N 0.000 claims 1
- 239000010457 zeolite Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28546401P | 2001-04-20 | 2001-04-20 | |
| PCT/US2002/008708 WO2002086039A1 (en) | 2001-04-20 | 2002-03-21 | Separation of plant oil triglyceride mixtures by solid bed adsorption |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004536167A JP2004536167A (ja) | 2004-12-02 |
| JP2004536167A5 true JP2004536167A5 (https=) | 2005-06-23 |
Family
ID=23094339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002583555A Pending JP2004536167A (ja) | 2001-04-20 | 2002-03-21 | 植物油トリグリセリド混合物の固体床吸着による分離 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7097770B2 (https=) |
| EP (1) | EP1383854B1 (https=) |
| JP (1) | JP2004536167A (https=) |
| KR (1) | KR20030090749A (https=) |
| CN (1) | CN100554392C (https=) |
| AR (1) | AR035862A1 (https=) |
| BR (1) | BR0208770A (https=) |
| CA (1) | CA2442063C (https=) |
| DE (1) | DE60218834T2 (https=) |
| MX (1) | MXPA03009584A (https=) |
| PE (1) | PE20021111A1 (https=) |
| RU (1) | RU2003133734A (https=) |
| WO (1) | WO2002086039A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6743509B2 (en) † | 2002-10-01 | 2004-06-01 | Dow Corning Corporation | Method of treating precipitated calcium carbonate fillers |
| US7862546B2 (en) | 2003-06-16 | 2011-01-04 | Ethicon Endo-Surgery, Inc. | Subcutaneous self attaching injection port with integral moveable retention members |
| US8007474B2 (en) * | 2003-06-16 | 2011-08-30 | Ethicon Endo-Surgery, Inc. | Implantable medical device with reversible attachment mechanism and method |
| US8715243B2 (en) | 2003-06-16 | 2014-05-06 | Ethicon Endo-Surgery, Inc. | Injection port applier with downward force actuation |
| US8445709B2 (en) * | 2006-08-04 | 2013-05-21 | Mcneff Research Consultants, Inc. | Systems and methods for refining alkyl ester compositions |
| US7897798B2 (en) | 2006-08-04 | 2011-03-01 | Mcneff Research Consultants, Inc. | Methods and apparatus for producing alkyl esters from lipid feed stocks and systems including same |
| CA2678519A1 (en) * | 2007-02-13 | 2008-08-21 | Mcneff Research Consultants, Inc. | Devices and methods for selective removal of contaminants from a composition |
| US8017796B2 (en) * | 2007-02-13 | 2011-09-13 | Mcneff Research Consultants, Inc. | Systems for selective removal of contaminants from a composition and methods of regenerating the same |
| US7943791B2 (en) * | 2007-09-28 | 2011-05-17 | Mcneff Research Consultants, Inc. | Methods and compositions for refining lipid feed stocks |
| US8097049B2 (en) * | 2008-02-07 | 2012-01-17 | The Dallas Group Of America, Inc. | Biodiesel purification by a continuous regenerable adsorbent process |
| CA2715328A1 (en) * | 2008-02-21 | 2009-08-27 | Dow Global Technologies Inc. | Separation of natural oil-derived aldehydes or hydroxy methyl esters using process chromatography |
| US8232419B2 (en) * | 2008-10-02 | 2012-07-31 | The Dallas Group Of America | Triacylglycerol purification by a continuous regenerable adsorbent process |
| US8361174B2 (en) * | 2008-10-07 | 2013-01-29 | Sartec Corporation | Catalysts, systems, and methods for producing fuels and fuel additives from polyols |
| US9102877B2 (en) * | 2008-11-12 | 2015-08-11 | Sartec Corporation | Systems and methods for producing fuels from biomass |
| DK2489276T3 (da) * | 2011-02-17 | 2014-01-20 | Neste Oil Oyj | Fremgangsmåde til udvinding af olie |
| KR101409121B1 (ko) * | 2011-04-13 | 2014-06-18 | 경상대학교산학협력단 | 폐식물성 오일 기반 바이오매스 탄성체의 제조방법 |
| EP2801604B1 (en) | 2013-05-07 | 2017-04-12 | Groupe Novasep | Chromatographic process for the production of highly purified polyunsaturated fatty acids |
| CN105505574A (zh) * | 2015-12-04 | 2016-04-20 | 南京威尔化工有限公司 | 一种层析分离制备高纯蓖麻油的方法 |
| JP7055967B2 (ja) * | 2016-03-14 | 2022-04-19 | スリーエム イノベイティブ プロパティズ カンパニー | アルデヒド類のためのポリマー吸着剤を含む複合顆粒 |
| US10239812B2 (en) | 2017-04-27 | 2019-03-26 | Sartec Corporation | Systems and methods for synthesis of phenolics and ketones |
| KR20200019878A (ko) * | 2017-06-16 | 2020-02-25 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 알데하이드용 중합체 수착제 |
| CN107955706A (zh) * | 2017-12-14 | 2018-04-24 | 广州白云山汉方现代药业有限公司 | 一种脱除中长链结构酯中甘油二酯的方法 |
| US10544381B2 (en) | 2018-02-07 | 2020-01-28 | Sartec Corporation | Methods and apparatus for producing alkyl esters from a reaction mixture containing acidified soap stock, alcohol feedstock, and acid |
| US10696923B2 (en) | 2018-02-07 | 2020-06-30 | Sartec Corporation | Methods and apparatus for producing alkyl esters from lipid feed stocks, alcohol feedstocks, and acids |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1767041A (en) * | 1926-04-14 | 1930-06-24 | Wm S Merrell Co | Caster-oil soap and process of making castor-oil soap |
| US2553288A (en) * | 1944-12-07 | 1951-05-15 | Swift & Co | Solvent treatment |
| US2581369A (en) * | 1948-05-29 | 1952-01-08 | Petrolite Corp | Oxyethylated hydrophile derivatives of certain fractional esters of triricinolein |
| US2985589A (en) | 1957-05-22 | 1961-05-23 | Universal Oil Prod Co | Continuous sorption process employing fixed bed of sorbent and moving inlets and outlets |
| US3173935A (en) * | 1961-04-14 | 1965-03-16 | Chemetron Corp | Separation of fatty mixtures |
| US3165540A (en) | 1961-09-05 | 1965-01-12 | Charles F Krewson | Process for isolation of divernolin and trivernolin |
| US3647684A (en) * | 1968-04-17 | 1972-03-07 | Dexter Corp | Adding cationic material to silicic acid sorbent chromatographic sheet for improved performance |
| US4210594A (en) | 1977-12-08 | 1980-07-01 | The Procter & Gamble Company | Process for separating esters of fatty acids |
| US4213913A (en) | 1979-03-12 | 1980-07-22 | Uop Inc. | Two-stage process for separating mixed fatty-acid esters |
| US4297292A (en) * | 1979-05-25 | 1981-10-27 | The Procter & Gamble Company | Fractionation of triglyceride mixtures |
| EP0062114A1 (en) | 1981-04-08 | 1982-10-13 | THE PROCTER & GAMBLE COMPANY | Fractionation of triglyceride mixtures |
| US4402832A (en) | 1982-08-12 | 1983-09-06 | Uop Inc. | High efficiency continuous separation process |
| US4770819A (en) | 1987-07-06 | 1988-09-13 | Uop Inc. | Process for separating di- and triglycerides |
| US4784807A (en) | 1987-07-06 | 1988-11-15 | Uop Inc. | Process for separating triglylcerides by degree of unsaturation |
| US4961881A (en) | 1988-02-17 | 1990-10-09 | Uop | Process for separating triglycerides and regenerating absorbent used in said separation process |
| US5068418A (en) | 1989-05-08 | 1991-11-26 | Uop | Separation of lactic acid from fermentation broth with an anionic polymeric absorbent |
| JPH0384099A (ja) * | 1989-08-28 | 1991-04-09 | Ito Seiyu Kk | 水添ヒマシ油改質物の製造法 |
| US5225580A (en) | 1990-08-16 | 1993-07-06 | Uop | Process for separating fatty acids and triglycerides |
| US5300242A (en) * | 1992-03-05 | 1994-04-05 | The Lubrizol Corporation | Metal overbased and gelled natural oils |
| US5719302A (en) * | 1993-04-29 | 1998-02-17 | Pronova A.S | Processes for chromatographic fractionation of fatty acids and their derivatives |
| US5414100A (en) * | 1993-08-27 | 1995-05-09 | Howard University | Deacidification of vegetable oils |
-
2002
- 2002-03-21 DE DE60218834T patent/DE60218834T2/de not_active Expired - Lifetime
- 2002-03-21 MX MXPA03009584A patent/MXPA03009584A/es unknown
- 2002-03-21 KR KR10-2003-7013538A patent/KR20030090749A/ko not_active Withdrawn
- 2002-03-21 US US10/471,875 patent/US7097770B2/en not_active Expired - Fee Related
- 2002-03-21 WO PCT/US2002/008708 patent/WO2002086039A1/en not_active Ceased
- 2002-03-21 EP EP02715176A patent/EP1383854B1/en not_active Expired - Lifetime
- 2002-03-21 JP JP2002583555A patent/JP2004536167A/ja active Pending
- 2002-03-21 CA CA2442063A patent/CA2442063C/en not_active Expired - Fee Related
- 2002-03-21 RU RU2003133734/13A patent/RU2003133734A/ru not_active Application Discontinuation
- 2002-03-21 CN CNB028085159A patent/CN100554392C/zh not_active Expired - Fee Related
- 2002-03-21 BR BR0208770-7A patent/BR0208770A/pt active Search and Examination
- 2002-04-19 PE PE2002000328A patent/PE20021111A1/es not_active Application Discontinuation
- 2002-04-19 AR ARP020101446A patent/AR035862A1/es active IP Right Grant
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