ES2613987T5 - Procedimiento de control del nivel de 3-cloro-1,2-propanodiol o ésteres de los mismos en aceites y grasas - Google Patents

Procedimiento de control del nivel de 3-cloro-1,2-propanodiol o ésteres de los mismos en aceites y grasas Download PDF

Info

Publication number: ES2613987T5
Authority: ES; Spain
Prior art keywords: oil; amount; weight; minutes; deodorization
Prior art date: 2010-07-16
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

ES11806292T

Other languages

English (en)

Spanish (es)

Other versions

ES2613987T3 (es

Inventor

Yuanrong Jiang

Wei Luo

Yong Wang

Yeting Liu

Lee Kee Gui

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.)

Wilmar Shanghai Biotechnology Research and Development Center Co Ltd

Original Assignee

Wilmar Shanghai Biotechnology Research and Development Center Co Ltd

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.)

2010-07-16

Filing date

2011-07-13

Publication date

2020-08-07

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=45468931&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES2613987(T5) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2011-07-13 Application filed by Wilmar Shanghai Biotechnology Research and Development Center Co Ltd filed Critical Wilmar Shanghai Biotechnology Research and Development Center Co Ltd

2017-05-29 Publication of ES2613987T3 publication Critical patent/ES2613987T3/es

2020-08-07 Application granted granted Critical

2020-08-07 Publication of ES2613987T5 publication Critical patent/ES2613987T5/es

Status Active legal-status Critical Current

2031-07-13 Anticipated expiration legal-status Critical

Links

238000000034 method Methods 0.000 title claims description 80
SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 title description 58
235000014593 oils and fats Nutrition 0.000 title description 34
150000002148 esters Chemical class 0.000 title description 5
239000012071 phase Substances 0.000 claims description 87
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 83
238000003756 stirring Methods 0.000 claims description 80
238000007670 refining Methods 0.000 claims description 51
238000001035 drying Methods 0.000 claims description 49
238000004061 bleaching Methods 0.000 claims description 48
238000001914 filtration Methods 0.000 claims description 39
238000010438 heat treatment Methods 0.000 claims description 32
239000012670 alkaline solution Substances 0.000 claims description 13
239000000203 mixture Substances 0.000 claims description 13
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 12
229910052698 phosphorus Inorganic materials 0.000 claims description 12
239000011574 phosphorus Substances 0.000 claims description 12
239000000344 soap Substances 0.000 claims description 11
230000002087 whitening effect Effects 0.000 claims description 9
238000002955 isolation Methods 0.000 claims description 6
239000008346 aqueous phase Substances 0.000 claims description 5
230000008030 elimination Effects 0.000 claims 1
238000003379 elimination reaction Methods 0.000 claims 1
239000003921 oil Substances 0.000 description 286
235000019198 oils Nutrition 0.000 description 286
238000004332 deodorization Methods 0.000 description 72
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 63
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 52
239000000243 solution Substances 0.000 description 42
239000003513 alkali Substances 0.000 description 35
239000010779 crude oil Substances 0.000 description 35
239000008367 deionised water Substances 0.000 description 31
229910021641 deionized water Inorganic materials 0.000 description 31
239000004927 clay Substances 0.000 description 30
235000019482 Palm oil Nutrition 0.000 description 29
239000003925 fat Substances 0.000 description 29
239000002540 palm oil Substances 0.000 description 29
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
238000005119 centrifugation Methods 0.000 description 26
235000019197 fats Nutrition 0.000 description 24
230000020477 pH reduction Effects 0.000 description 22
229910001873 dinitrogen Inorganic materials 0.000 description 20
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 18
238000013019 agitation Methods 0.000 description 16
238000002425 crystallisation Methods 0.000 description 16
230000008025 crystallization Effects 0.000 description 16
229910052757 nitrogen Inorganic materials 0.000 description 16
239000012528 membrane Substances 0.000 description 15
238000001223 reverse osmosis Methods 0.000 description 15
238000002156 mixing Methods 0.000 description 12
239000000126 substance Substances 0.000 description 12
239000012535 impurity Substances 0.000 description 11
238000012360 testing method Methods 0.000 description 11
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 10
238000004519 manufacturing process Methods 0.000 description 10
238000012545 processing Methods 0.000 description 10
239000002253 acid Substances 0.000 description 9
150000003904 phospholipids Chemical class 0.000 description 9
235000019484 Rapeseed oil Nutrition 0.000 description 8
235000011149 sulphuric acid Nutrition 0.000 description 8
239000007787 solid Substances 0.000 description 7
238000005809 transesterification reaction Methods 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 6
235000005687 corn oil Nutrition 0.000 description 6
239000002285 corn oil Substances 0.000 description 6
235000013305 food Nutrition 0.000 description 6
230000007935 neutral effect Effects 0.000 description 6
239000008158 vegetable oil Substances 0.000 description 6
239000007788 liquid Substances 0.000 description 5
239000000463 material Substances 0.000 description 5
238000003825 pressing Methods 0.000 description 5
239000000047 product Substances 0.000 description 5
235000015112 vegetable and seed oil Nutrition 0.000 description 5
235000019871 vegetable fat Nutrition 0.000 description 5
231100000716 Acceptable daily intake Toxicity 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
241001465754 Metazoa Species 0.000 description 4
235000019483 Peanut oil Nutrition 0.000 description 4
235000019774 Rice Bran oil Nutrition 0.000 description 4
235000019485 Safflower oil Nutrition 0.000 description 4
235000019486 Sunflower oil Nutrition 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
239000003240 coconut oil Substances 0.000 description 4
235000019864 coconut oil Nutrition 0.000 description 4
235000012343 cottonseed oil Nutrition 0.000 description 4
239000002385 cottonseed oil Substances 0.000 description 4
230000007423 decrease Effects 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
238000007710 freezing Methods 0.000 description 4
230000008014 freezing Effects 0.000 description 4
238000009776 industrial production Methods 0.000 description 4
238000002386 leaching Methods 0.000 description 4
238000006386 neutralization reaction Methods 0.000 description 4
239000004006 olive oil Substances 0.000 description 4
235000008390 olive oil Nutrition 0.000 description 4
239000000312 peanut oil Substances 0.000 description 4
239000008165 rice bran oil Substances 0.000 description 4
235000005713 safflower oil Nutrition 0.000 description 4
239000003813 safflower oil Substances 0.000 description 4
239000002600 sunflower oil Substances 0.000 description 4
241000196324 Embryophyta Species 0.000 description 3
239000010775 animal oil Substances 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
235000012424 soybean oil Nutrition 0.000 description 3
239000003549 soybean oil Substances 0.000 description 3
-1 triglyceride fatty acids Chemical class 0.000 description 3
IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
229960000892 attapulgite Drugs 0.000 description 2
239000007844 bleaching agent Substances 0.000 description 2
230000001877 deodorizing effect Effects 0.000 description 2
239000008157 edible vegetable oil Substances 0.000 description 2
238000005194 fractionation Methods 0.000 description 2
QBKSWRVVCFFDOT-UHFFFAOYSA-N gossypol Chemical compound CC(C)C1=C(O)C(O)=C(C=O)C2=C(O)C(C=3C(O)=C4C(C=O)=C(O)C(O)=C(C4=CC=3C)C(C)C)=C(C)C=C21 QBKSWRVVCFFDOT-UHFFFAOYSA-N 0.000 description 2
239000000787 lecithin Substances 0.000 description 2
229940067606 lecithin Drugs 0.000 description 2
235000010445 lecithin Nutrition 0.000 description 2
238000005259 measurement Methods 0.000 description 2
238000013386 optimize process Methods 0.000 description 2
210000002741 palatine tonsil Anatomy 0.000 description 2
229910052625 palygorskite Inorganic materials 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002243 precursor Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000011085 pressure filtration Methods 0.000 description 2
238000011160 research Methods 0.000 description 2
238000003860 storage Methods 0.000 description 2
238000000967 suction filtration Methods 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
239000012692 Fe precursor Substances 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
102000004882 Lipase Human genes 0.000 description 1
108090001060 Lipase Proteins 0.000 description 1
239000004367 Lipase Substances 0.000 description 1
QHOPXUFELLHKAS-UHFFFAOYSA-N Thespesin Natural products CC(C)c1c(O)c(O)c2C(O)Oc3c(c(C)cc1c23)-c1c2OC(O)c3c(O)c(O)c(C(C)C)c(cc1C)c23 QHOPXUFELLHKAS-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000037396 body weight Effects 0.000 description 1
230000000711 cancerogenic effect Effects 0.000 description 1
231100000315 carcinogenic Toxicity 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000006911 enzymatic reaction Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
235000013350 formula milk Nutrition 0.000 description 1
235000021588 free fatty acids Nutrition 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
125000005456 glyceride group Chemical group 0.000 description 1
229930000755 gossypol Natural products 0.000 description 1
229950005277 gossypol Drugs 0.000 description 1
230000000887 hydrating effect Effects 0.000 description 1
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
235000019421 lipase Nutrition 0.000 description 1
230000007774 longterm Effects 0.000 description 1
238000000199 molecular distillation Methods 0.000 description 1
238000002203 pretreatment Methods 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000005057 refrigeration Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000010802 sludge Substances 0.000 description 1
229960001295 tocopherol Drugs 0.000 description 1
229930003799 tocopherol Natural products 0.000 description 1
235000010384 tocopherol Nutrition 0.000 description 1
239000011732 tocopherol Substances 0.000 description 1
238000011282 treatment Methods 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 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
- C11B3/00—Refining fats or fatty oils
- C11B3/02—Refining fats or fatty oils by chemical reaction
- 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
- C11B3/00—Refining fats or fatty oils

Landscapes

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

ES11806292T 2010-07-16 2011-07-13 Procedimiento de control del nivel de 3-cloro-1,2-propanodiol o ésteres de los mismos en aceites y grasas Active ES2613987T5 (es)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CN201010228009		2010-07-16
CN201010228009.XA CN102334563B (zh)	2010-07-16	2010-07-16	控制油脂中3-氯-1,2-丙二醇或其酯含量的方法
PCT/CN2011/077096 WO2012006950A1 (zh)	2010-07-16	2011-07-13	控制油脂中3-氯-1，2-丙二醇或其酯含量的方法

Publications (2)

Publication Number	Publication Date
ES2613987T3 ES2613987T3 (es)	2017-05-29
ES2613987T5 true ES2613987T5 (es)	2020-08-07

Family

ID=45468931

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ES11806292T Active ES2613987T5 (es)	2010-07-16	2011-07-13	Procedimiento de control del nivel de 3-cloro-1,2-propanodiol o ésteres de los mismos en aceites y grasas

Country Status (5)

Country	Link
EP (1)	EP2594625B2 (de)
CN (1)	CN102334563B (de)
ES (1)	ES2613987T5 (de)
MY (1)	MY161245A (de)
WO (1)	WO2012006950A1 (de)

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PL3385360T3 (pl)	2011-02-10	2021-09-06	Cargill, Incorporated	Proces redukcji zawartości 3-mcpd w olejach rafinowanych
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CN103525548B (zh) *	2013-11-06	2014-10-01	江南大学	一种用于降低植物油中氯源及3-氯-1,2-丙二醇酯前体物质含量的脱胶方法
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CN104694250B (zh) *	2013-12-10	2020-02-04	丰益(上海)生物技术研发中心有限公司	一种降低油脂中3-mcpd酯和/或缩水甘油酯的方法
DK3154374T3 (en)	2014-05-16	2018-08-06	Sime Darby Malaysia Berhad	Process for refining a crude palm fruit oil product
CN105767227A (zh) *	2014-12-26	2016-07-20	丰益(上海)生物技术研发中心有限公司	一种能降低氯丙醇酯的油脂组合物
CN104531349A (zh) *	2015-01-23	2015-04-22	上海交通大学	一种降低油脂加工中3-氯-1,2-丙二醇酯的方法
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CN105802731B (zh) *	2016-06-03	2019-11-01	上海交通大学	一种除去3-氯丙二醇酯的方法
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WO2019175256A1 (en)	2018-03-14	2019-09-19	Societe Des Produits Nestle S.A.	Purification of triacylglyceride oils
EP3898908A1 (de) *	2018-12-19	2021-10-27	Société des Produits Nestlé S.A.	Verhinderung von mcpde-bildung in triacylglyceridölen
CN110358624A (zh) *	2019-07-09	2019-10-22	南海油脂工业(赤湾)有限公司	一种降低油脂中3-氯丙二醇酯的方法
CN113122377B (zh) *	2019-12-30	2024-05-28	丰益(上海)生物技术研发中心有限公司	一种在油脂精炼加工过程中脱除塑化剂的方法
CN113122387B (zh) *	2019-12-30	2024-07-30	丰益(上海)生物技术研发中心有限公司	油脂脱色及塑化剂脱除方法
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CN101665742A (zh) *	2009-09-29	2010-03-10	陈军	一种大叶种茶籽油的制备工艺
BR112012013162A2 (pt)	2009-12-04	2015-09-15	Archer Daniels Midlan Company	método para a remoção de ésteres glicidílicos de óleo, método para a remoção de ésteres glicidílicos de óleo branqueado, composição e método para converter ésteres glicidílicos em monoacilgliceróis

2010
- 2010-07-16 CN CN201010228009.XA patent/CN102334563B/zh active Active
2011
- 2011-07-13 ES ES11806292T patent/ES2613987T5/es active Active
- 2011-07-13 WO PCT/CN2011/077096 patent/WO2012006950A1/zh not_active Ceased
- 2011-07-13 MY MYPI2013000130A patent/MY161245A/en unknown
- 2011-07-13 EP EP11806292.6A patent/EP2594625B2/de active Active

Also Published As

Publication number	Publication date
EP2594625B2 (de)	2019-12-04
EP2594625A1 (de)	2013-05-22
CN102334563B (zh)	2015-03-25
ES2613987T3 (es)	2017-05-29
MY161245A (en)	2017-04-14
EP2594625B1 (de)	2016-11-16
EP2594625A4 (de)	2014-09-10
WO2012006950A1 (zh)	2012-01-19
CN102334563A (zh)	2012-02-01

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