AU679850B2 - Fractionation of triglyceride oils - Google Patents

Fractionation of triglyceride oils

Info

Publication number: AU679850B2
Authority: AU; Australia
Prior art keywords: oil; triglyceride; crystallisation; process according; phase
Prior art date: 1994-03-29
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.): Ceased

Application number

AU20721/95A

Other languages

English (en)

Other versions

AU2072195A (en

Inventor

Petrus Henricus J Van Dam

Marcelle Van Den Kommer

Adrianus Visser

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.)

Unilever PLC

Original Assignee

Unilever PLC

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.)

1994-03-29

Filing date

1995-03-20

Publication date

1997-07-10

1995-03-20 Application filed by Unilever PLC filed Critical Unilever PLC

1995-10-17 Publication of AU2072195A publication Critical patent/AU2072195A/en

1997-07-10 Application granted granted Critical

1997-07-10 Publication of AU679850B2 publication Critical patent/AU679850B2/en

2015-03-20 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

239000003921 oil Substances 0.000 title claims description 40
238000005194 fractionation Methods 0.000 title claims description 22
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 title claims description 21
DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 51
238000002425 crystallisation Methods 0.000 claims description 40
235000019198 oils Nutrition 0.000 claims description 39
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 28
238000000034 method Methods 0.000 claims description 25
230000008569 process Effects 0.000 claims description 22
235000019482 Palm oil Nutrition 0.000 claims description 19
239000002540 palm oil Substances 0.000 claims description 19
PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 claims description 19
239000000126 substance Substances 0.000 claims description 18
239000007787 solid Substances 0.000 claims description 15
235000014113 dietary fatty acids Nutrition 0.000 claims description 12
229930195729 fatty acid Natural products 0.000 claims description 12
239000000194 fatty acid Substances 0.000 claims description 12
150000004665 fatty acids Chemical class 0.000 claims description 10
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 8
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 8
239000003346 palm kernel oil Substances 0.000 claims description 8
235000019865 palm kernel oil Nutrition 0.000 claims description 8
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 4
LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 4
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 4
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 4
239000005642 Oleic acid Substances 0.000 claims description 4
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 4
235000021314 Palmitic acid Nutrition 0.000 claims description 4
238000001816 cooling Methods 0.000 claims description 4
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 4
235000019484 Rapeseed oil Nutrition 0.000 claims description 2
235000018936 Vitellaria paradoxa Nutrition 0.000 claims description 2
235000014121 butter Nutrition 0.000 claims description 2
239000003240 coconut oil Substances 0.000 claims description 2
235000019864 coconut oil Nutrition 0.000 claims description 2
235000012343 cottonseed oil Nutrition 0.000 claims description 2
239000002385 cottonseed oil Substances 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
239000012442 inert solvent Substances 0.000 claims description 2
239000000463 material Substances 0.000 claims description 2
239000003549 soybean oil Substances 0.000 claims description 2
235000012424 soybean oil Nutrition 0.000 claims description 2
239000013078 crystal Substances 0.000 description 19
238000000926 separation method Methods 0.000 description 18
239000012071 phase Substances 0.000 description 17
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
239000000654 additive Substances 0.000 description 12
235000019197 fats Nutrition 0.000 description 12
239000007790 solid phase Substances 0.000 description 12
230000000996 additive effect Effects 0.000 description 9
239000003607 modifier Substances 0.000 description 9
230000000694 effects Effects 0.000 description 7
-1 sucrose fatty acid esters Chemical class 0.000 description 7
230000008025 crystallization Effects 0.000 description 5
238000001914 filtration Methods 0.000 description 5
239000007791 liquid phase Substances 0.000 description 4
239000001788 mono and diglycerides of fatty acids Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
PTHLSIBOMNYSIS-UHFFFAOYSA-N 5-(4-aminophenyl)-8-chloro-3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol Chemical compound C1N(C)CCC2=CC(Cl)=C(O)C=C2C1C1=CC=C(N)C=C1 PTHLSIBOMNYSIS-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
HFJHNGKIVAKCIW-UHFFFAOYSA-N Stearyl monoglyceridyl citrate Chemical compound OCC(O)CO.OC(=O)CC(O)(CC(O)=O)CC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O HFJHNGKIVAKCIW-UHFFFAOYSA-N 0.000 description 3
OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000000203 mixture Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000000047 product Substances 0.000 description 3
239000002002 slurry Substances 0.000 description 3
QHZLMUACJMDIAE-UHFFFAOYSA-N 1-monopalmitoylglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 description 2
IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
235000019961 diglycerides of fatty acid Nutrition 0.000 description 2
235000012041 food component Nutrition 0.000 description 2
239000005417 food ingredient Substances 0.000 description 2
239000000295 fuel oil Substances 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000012528 membrane Substances 0.000 description 2
235000019960 monoglycerides of fatty acid Nutrition 0.000 description 2
229920000136 polysorbate Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
150000003626 triacylglycerols Chemical class 0.000 description 2
DNISEZBAYYIQFB-PHDIDXHHSA-N (2r,3r)-2,3-diacetyloxybutanedioic acid Chemical compound CC(=O)O[C@@H](C(O)=O)[C@H](C(O)=O)OC(C)=O DNISEZBAYYIQFB-PHDIDXHHSA-N 0.000 description 1
GFAZGHREJPXDMH-UHFFFAOYSA-N 1,3-dipalmitoylglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC GFAZGHREJPXDMH-UHFFFAOYSA-N 0.000 description 1
RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
QTNOUYPLTBNDOZ-UHFFFAOYSA-N 2,3-di(octadecanoyloxy)propyl octadecanoate;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC QTNOUYPLTBNDOZ-UHFFFAOYSA-N 0.000 description 1
240000001889 Brahea edulis Species 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000004075 alteration Effects 0.000 description 1
230000008901 benefit Effects 0.000 description 1
230000008859 change Effects 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
239000003599 detergent Substances 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
239000008157 edible vegetable oil Substances 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
JEJLGIQLPYYGEE-UHFFFAOYSA-N glycerol dipalmitate Natural products CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC JEJLGIQLPYYGEE-UHFFFAOYSA-N 0.000 description 1
RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 1
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
230000006872 improvement Effects 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000007689 inspection Methods 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
150000002632 lipids Chemical class 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
235000021243 milk fat Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
125000005457 triglyceride group Chemical group 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000001993 wax Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B7/00—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
- C11B7/0083—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils with addition of auxiliary substances, e.g. cristallisation promotors, filter aids, melting point depressors

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Oil, Petroleum & Natural Gas (AREA)
Wood Science & Technology (AREA)
Organic Chemistry (AREA)
Fats And Perfumes (AREA)
Edible Oils And Fats (AREA)

AU20721/95A 1994-03-29 1995-03-20 Fractionation of triglyceride oils Ceased AU679850B2 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP94200822		1994-03-29
EP94200822		1994-03-29
PCT/EP1995/001038 WO1995026391A1 (en)	1994-03-29	1995-03-20	Fractionation of triglyceride oils

Publications (2)

Publication Number	Publication Date
AU2072195A AU2072195A (en)	1995-10-17
AU679850B2 true AU679850B2 (en)	1997-07-10

Family

ID=8216750

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU20721/95A Ceased AU679850B2 (en)	1994-03-29	1995-03-20	Fractionation of triglyceride oils

Country Status (8)

Country	Link
EP (1)	EP0753038B1 (da)
AU (1)	AU679850B2 (da)
CA (1)	CA2186767C (da)
DE (1)	DE69519019T2 (da)
DK (1)	DK0753038T3 (da)
ES (1)	ES2151052T3 (da)
WO (1)	WO1995026391A1 (da)
ZA (1)	ZA952576B (da)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU720939B2 (en) *	1997-02-06	2000-06-15	Unilever Plc	Fractionation of triglyceride fats
JP2002526046A (ja)	1998-10-02	2002-08-20	カーギルインコーポレイテッド	ステアリン酸含有率の高い植物油
US6713117B1 (en)	1998-10-02	2004-03-30	Dharma Kodali	Vegetable oil having elevated stearic acid content
BR0111588B1 (pt) *	2000-06-15	2011-12-13		processos para a preparação de uma gordura de triglicerìdeo adequada para a estruturação de um óleo vegetal lìquido e para a preparação de uma fase de gordura, produto alimentìcio, e, uso de uma mistura de gordura.
WO2011080530A1 (es) *	2009-12-29	2011-07-07	Aceites Y Grasas Vegetales S.A.	Fracciones de aceite de palma con bajo contenido de saturados y su método de obtención
MY169820A (en) *	2011-09-09	2019-05-16	Sime Darby Plantation Berhad	A method for producing triacylglycerol oil
IS2978B (is)	2015-05-13	2017-09-15	Margildi Ehf.	Kaldhreinsun á fiskiolíu
WO2019175256A1 (en) *	2018-03-14	2019-09-19	Societe Des Produits Nestle S.A.	Purification of triacylglyceride oils
US11629310B2 (en) *	2018-12-19	2023-04-18	Societe Des Produits Nestle S.A.	Purification of triacylglyceride oils by auxiliary washing
CN117024278A (zh) *	2023-08-21	2023-11-10	赞宇科技集团股份有限公司	一种助晶剂与用途，结晶减量脱除棕榈酸甘油三酯的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3059010A (en) *	1961-09-21	1962-10-16	Procter & Gamble	Fat crystallization process
GB1015354A (en) *	1962-06-20	1965-12-31	Chemetron Corp	Separation of mixtures of fats and fatty acids
SU1722377A1 (ru) *	1989-11-28	1992-03-30	Заготовительно-Сбытовой Научно-Производственный Кооператив "Агропромнаука Ссср"	Способ производства восстановленного сливочного масла

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5543170A (en) *	1978-09-22	1980-03-26	Kao Corp	Separating fatty material

1995
- 1995-03-20 EP EP95913146A patent/EP0753038B1/en not_active Expired - Lifetime
- 1995-03-20 ES ES95913146T patent/ES2151052T3/es not_active Expired - Lifetime
- 1995-03-20 DE DE69519019T patent/DE69519019T2/de not_active Expired - Fee Related
- 1995-03-20 DK DK95913146T patent/DK0753038T3/da active
- 1995-03-20 AU AU20721/95A patent/AU679850B2/en not_active Ceased
- 1995-03-20 CA CA002186767A patent/CA2186767C/en not_active Expired - Fee Related
- 1995-03-20 WO PCT/EP1995/001038 patent/WO1995026391A1/en not_active Ceased
- 1995-03-29 ZA ZA952576A patent/ZA952576B/xx unknown

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3059010A (en) *	1961-09-21	1962-10-16	Procter & Gamble	Fat crystallization process
GB1015354A (en) *	1962-06-20	1965-12-31	Chemetron Corp	Separation of mixtures of fats and fatty acids
SU1722377A1 (ru) *	1989-11-28	1992-03-30	Заготовительно-Сбытовой Научно-Производственный Кооператив "Агропромнаука Ссср"	Способ производства восстановленного сливочного масла

Also Published As

Publication number	Publication date
DE69519019T2 (de)	2001-05-17
WO1995026391A1 (en)	1995-10-05
DE69519019D1 (de)	2000-11-09
DK0753038T3 (da)	2000-10-30
EP0753038A1 (en)	1997-01-15
AU2072195A (en)	1995-10-17
CA2186767A1 (en)	1995-10-05
EP0753038B1 (en)	2000-10-04
CA2186767C (en)	2001-10-16
ES2151052T3 (es)	2000-12-16
ZA952576B (en)	1996-09-30

Legal Events

Date	Code	Title	Description
2002-10-31	MK14	Patent ceased section 143(a) (annual fees not paid) or expired

Publication	Publication Date	Title
AU715931B2 (en)	2000-02-10	Fractionation of triglyceride oils
US4960544A (en)	1990-10-02	Fractionation of fat blends
US3059010A (en)	1962-10-16	Fat crystallization process
AU679850B2 (en)	1997-07-10	Fractionation of triglyceride oils
EP0805844B1 (en)	1999-08-11	Fractionation of triglyceride oils
US20020025370A1 (en)	2002-02-28	Solid-liquid fractionation process of oil composition
EP0711334B1 (en)	1997-04-23	Fractionation of triglyceride oils
EP0711333B1 (en)	1997-12-29	Fractionation of triglyceride oils
JP4216331B2 (ja)	2009-01-28	トリグリセリド油の分別
MXPA97004295A (en)	1998-07-03	Fractionation of triglicer oils
NL8602775A (nl)	1988-06-01	Fractionering van vetmengsels.
JPH0471119B2 (da)	1992-11-12
AU9047998A (en)	1999-01-07	Fractionation of triglyceride oils