WO2012165397A1 - 遊離塩素を除去する工程を設けたパーム油の製造方法 - Google Patents

遊離塩素を除去する工程を設けたパーム油の製造方法 Download PDF

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Publication number
WO2012165397A1
WO2012165397A1 PCT/JP2012/063691 JP2012063691W WO2012165397A1 WO 2012165397 A1 WO2012165397 A1 WO 2012165397A1 JP 2012063691 W JP2012063691 W JP 2012063691W WO 2012165397 A1 WO2012165397 A1 WO 2012165397A1
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WIPO (PCT)
Prior art keywords
free chlorine
palm
oil
crude oil
water
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Ceased
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PCT/JP2012/063691
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English (en)
French (fr)
Japanese (ja)
Inventor
恭子 山本
和明 羽石
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Showa Sangyo Co Ltd
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Showa Sangyo Co Ltd
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Application filed by Showa Sangyo Co Ltd filed Critical Showa Sangyo Co Ltd
Priority to EP12793855.3A priority Critical patent/EP2716746A1/en
Publication of WO2012165397A1 publication Critical patent/WO2012165397A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • C11B1/00—Production of fats or fatty oils from raw materials
    • C11B1/06—Production of fats or fatty oils from raw materials by pressing
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
    • A23D9/02—Other edible oils or fats, e.g. shortenings or cooking oils characterised by the production or working-up
    • 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

Definitions

  • the present invention relates to a method for producing palm crude oil provided with a step of removing free chlorine.
  • palm crude oil having a free chlorine content of 2 ppm or less obtained by the production method, and refinement in which the content of 3-monochloropropane-1,2-diol fatty acid ester obtained by refining the palm crude oil is 1 mg / kg or less Concerning palm oil.
  • Palm oil is mainly produced in Malaysia and Indonesia, and the manufacturing process consists of an oil extraction process for extracting oil from the mesocarp of the palm fruit bunch and a purification process for purification.
  • purification methods There are two types of purification methods: physical purification and chemical purification.
  • physical purification is possible because the purification process can be simplified, the yield is good, and the quality of the fatty acid obtained is good. Law has become mainstream.
  • Physically refined RBD (Refined Bleached Deodorized) oil is exported, and imported countries such as Japan often use it after decoloring and deodorizing again.
  • the flow of the oil extraction process and the refining process (physical refining method) is shown in FIGS.
  • Non-Patent Document 2 discloses a study of removing 3-monochloropropane-1,2-diol fatty acid esters from fats and oils.
  • An object of the present invention is to provide a method for producing palm oil that can suppress the production of 3-monochloropropane-1,2-diol fatty acid ester at low cost.
  • palm oil more specifically, palm crude oil having a free chlorine content of 2 ppm or less, and a content of 3-monochloropropane-1,2-diol fatty acid ester obtained by refining the palm crude oil is 1 mg / kg. It is an object to provide the following refined palm oil.
  • the gist of the present invention is a method for producing palm crude oil from which free chlorine described in the following (1) to (5) is removed.
  • Free chlorine is removed by providing a step for removing free chlorine from the compressed oil after pressing in the oil pressing step and / or from palm crude oil before refining treatment in the refining step.
  • the step of removing free chlorine is the step of removing free chlorine, which is a factor that produces 3-monochloropropane-1,2-diol fatty acid ester, and the free chlorine described in (1) above is removed.
  • a method for producing palm crude oil is a method for producing palm crude oil.
  • this invention makes the summary the palm crude oil described in the following (6).
  • Palm crude oil having a free chlorine content of 2 ppm or less by the production method according to any one of (1) to (5) above.
  • this invention makes the summary the refined palm oil described in the following (7).
  • (7) Refined palm oil having a content of 3-monochloropropane-1,2-diol fatty acid ester of 1 mg / kg or less obtained by refining the palm crude oil according to (6) above.
  • the method for producing palm crude oil of the present invention is a compressed oil after squeezing in the oil squeezing process at the time of palm crude oil production and / or before a refining process in the refining process at the time of producing refined palm oil.
  • a process for removing free chlorine is provided for palm crude oil.
  • the process of removing free chlorine for compressed oil is provided after pressing in the oil pressing process during the production of palm crude oil, preferably after water washing (clarification treatment) for the purpose of removing fibers and the like. It is before refinement
  • the removal of free chlorine in the step of removing free chlorine of the present invention is preferably to reduce the amount of free chlorine to such an extent that the production of 3-monochloropropane-1,2-diol fatty acid ester can be sufficiently suppressed.
  • the purpose of removing free chlorine is to remove free chlorine which is a substance that produces 3-monochloropropane-1,2-diol fatty acid ester. Accordingly, it can be said that palm crude oil from which free chlorine has been removed, preferably palm crude oil having a free chlorine content of 2 ppm or less, is palm crude oil in which the production of 3-monochloropropane-1,2-diol fatty acid ester is suppressed.
  • the refined palm oil obtained by refining the crude palm oil becomes a refined palm oil having a content of 3-monochloropropane-1,2-diol fatty acid ester of 1 mg / kg or less.
  • the step of removing free chlorine is a step of washing with water once or more.
  • the water used for washing to remove free chlorine is preferably water that does not contain chlorine ions, such as pure water, ultrapure water, distilled water, or ion-exchanged water, or water from which chlorine ions have been removed. Further, water having a temperature of 20 ° C. to 80 ° C. is used in an amount of 5 to 100% by weight based on the oil.
  • free chlorine cannot be removed sufficiently by a single water wash (clarification treatment) for the purpose of removing the current fiber.
  • the step of removing free chlorine according to the present invention that is, washing with water containing no chlorine at 80 ° C. once or more, preferably twice or more, thereby producing 3-monochloropropane-1,2-diol fatty acid ester. Free chlorine, which is a generation factor, could be removed.
  • Comparative Example 1 (conventional): 3.3 mg / kg
  • Example 1 one water wash to remove free chlorine
  • Example 2 (twice with water to remove free chlorine): 0.5 mg / kg
  • 3-monochloropropane-1,2-diol fatty acid ester in refined palm oil even when washing with tap water (free chlorine amount 15 mg / L) is performed twice.
  • free chlorine amount 15 mg / L is performed twice.
  • Palm oil was obtained by using the compressed oil obtained after the squeezing in FIG. 1 and then washed with water for the purpose of removing fibers and the like after squeezing (clarification treatment). The amount of free chlorine in the obtained palm crude oil was 5.2 ppm. This palm crude oil was subjected to physical refining treatment (FIG. 2) under the following conditions to obtain refined palm oil (RBD palm oil). The content of 3-monochloropropane-1,2-diol fatty acid ester in the refined palm oil was 3.3 mg / kg.
  • ⁇ Physical purification treatment> Degumming treatment: 0.1% by weight of 75% phosphoric acid solution was added to palm crude oil and stirred at 40 ° C. for 15 minutes.
  • Decoloring treatment 2% by weight of activated clay was added to palm crude oil, stirred at 105 ° C. under reduced pressure for 20 minutes, and filtered.
  • Deodorization treatment Deodorization was performed by blowing 2.5% by weight of steam at 250 ° C. for 60 minutes under vacuum.
  • Example 1 As shown in FIG. 3, 20 wt. Of pure water (80 ° C.) with respect to the pressed oil is obtained by pressing water (80 ° C.) once with water washing (clarification treatment) for the purpose of removing fibers and the like after pressing. % was added and stirred, and the water layer was removed by centrifugal separation and washed once with water, and then dried to obtain palm crude oil. The amount of free chlorine in the obtained palm crude oil was 1.6 ppm. As in Comparative Example 1, physical purification treatment (degumming treatment, decolorization treatment, deodorization treatment) was performed to obtain purified palm oil (RBD palm oil). The content of 3-monochloropropane-1,2-diol fatty acid ester in the refined palm oil was 0.9 mg / kg.
  • Example 2 As shown in FIG. 3, 20 wt. Of pure water (80 ° C.) with respect to the pressed oil is obtained by pressing water (80 ° C.) once with water washing (clarification treatment) for the purpose of removing fibers and the like after pressing. %, And the process of removing the aqueous layer by centrifugation and washing with water was repeated twice, and then dried to obtain palm crude oil. The amount of free chlorine in the obtained palm crude oil was 0.4 ppm. As in Comparative Example 1, physical purification treatment (degumming treatment, decolorization treatment, deodorization treatment) was performed to obtain purified palm oil (RBD palm oil). The content of 3-monochloropropane-1,2-diol fatty acid ester in the refined palm oil was 0.5 mg / kg.
  • Example 3 The palm crude oil obtained in Comparative Example 1 was heated to 80 ° C., and as shown in FIG. 4, pure water (80 ° C.) was added to the palm crude oil by 20% by weight and stirred, and the aqueous layer was separated by centrifugation. The process of removing and washing with water was repeated twice to obtain palm crude oil.
  • the obtained palm crude oil had a free chlorine content of 0.4 ppm, and it was confirmed that the quality was equivalent to the palm crude oil obtained in Example 2. Thereafter, the same results as in Example 2 were obtained when physical purification treatment (degumming treatment, decolorization treatment, deodorization treatment) was performed, and the content of 3-monochloropropane-1,2-diol fatty acid ester was 0.5 mg. / Kg.
  • Palm crude oil obtained in the same manner as in Comparative Example 1 was heated to 80 ° C., and as shown in FIG. 4, tap water (free chlorine amount 15 mg / L, 80 ° C.) was added at 20% by weight to palm crude oil. Then, the process of removing the water layer by centrifugation and washing with water was repeated twice to obtain palm crude oil. The amount of free chlorine in the obtained palm crude oil was 0.8 ppm.
  • physical purification treatment (degumming treatment, decolorization treatment, deodorization treatment) was performed to obtain purified palm oil (RBD palm oil).
  • the content of 3-monochloropropane-1,2-diol fatty acid ester in the refined palm oil was 0.7 mg / kg.
  • Example 4 The results of Example 4 are shown in Table 2.
  • the method for producing palm crude oil according to the present invention does not generate soda oil cake, has a good yield, and retains the characteristics of a physical refining method for obtaining a high-quality fatty acid, and 3-monochloropropane-1,2-diol fatty acid. Formation of ester can be suppressed. Moreover, it can be manufactured at low cost because it uses only alkaline water, adsorbents such as silica gel and activated carbon, and enzymes, and only water. The present invention can be expected to contribute to providing a refined palm oil that suppresses the formation of 3-monochloropropane-1,2-diol fatty acid ester.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Microbiology (AREA)
  • Fats And Perfumes (AREA)
  • Edible Oils And Fats (AREA)
PCT/JP2012/063691 2011-06-01 2012-05-29 遊離塩素を除去する工程を設けたパーム油の製造方法 Ceased WO2012165397A1 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP12793855.3A EP2716746A1 (en) 2011-06-01 2012-05-29 Method for producing palm oil comprising step of removing free chlorine

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JP2011123352A JP2011174091A (ja) 2011-06-01 2011-06-01 遊離塩素を除去する工程を設けたパーム油の製造方法
JP2011-123352 2011-06-01

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015020236A1 (en) * 2013-08-09 2015-02-12 Kao Corporation Fat or oil composition
WO2017035403A1 (en) 2015-08-25 2017-03-02 Dsm Ip Assets B.V. Refined oil compositions and methods for making
WO2018156013A1 (en) 2017-02-21 2018-08-30 Sime Darby Plantation Berhad Process for producing refined palm fruit oil
WO2019027315A2 (en) 2017-08-04 2019-02-07 Sime Darby Plantation Intellectual Property Sdn Bhd PROCESS FOR PRODUCING REFINED PALM OIL HAVING REDUCED 3-MCPD CONTENT
CN111819270A (zh) * 2018-03-14 2020-10-23 雀巢产品有限公司 三酰基甘油酯油的机械纯化
CN113242901A (zh) * 2018-12-19 2021-08-10 雀巢产品有限公司 防止三酰基甘油酯油中mcpde的形成

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KR101207413B1 (ko) * 2011-06-09 2012-12-04 씨제이제일제당 (주) 3-클로로-1,2-프로판디올 생성물질이 저감된 식용유지 및 그 제조방법
JP2014009292A (ja) * 2012-06-29 2014-01-20 Taiyo Yushi Kk ３−クロロプロパン−１，２−ジオール脂肪酸エステルの量を低減させた油脂組成物の製造方法
JP6451447B2 (ja) * 2015-03-27 2019-01-16 不二製油株式会社 モノクロロプロパンジオール生成物質含有量を低減させた精製パーム油の製造方法
MY190874A (en) 2017-03-30 2022-05-13 Sime Darby Plantation Berhad Process for producing a refined vegetable oil
MY186195A (en) * 2018-06-01 2021-06-30 Sime Darby Plantation Intellectual Property Sdn Bhd Process for producing crude palm fruit oil
US20220333036A1 (en) * 2019-09-13 2022-10-20 Societe Des Produits Nestle S.A. Prevention of mcpd formation in triacylglyceride oils
MY205959A (en) 2019-12-25 2024-11-21 Fuji Oil Holdings Inc Edible oil/fat in which content glycidol and glycidol fatty acid ester are reduced, and method for manufacturing said edible oil/fat
JP6919755B2 (ja) * 2019-12-25 2021-08-18 不二製油株式会社 グリシドール及びグリシドール脂肪酸エステル含有量を低減させた食用油脂及びその製造方法

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JPS53114805A (en) * 1977-02-24 1978-10-06 Nisshin Oil Mills Ltd:The Production of palm oil
JPH041296A (ja) * 1990-04-19 1992-01-06 Nisshin Oil Mills Ltd:The 植物油の脱ロウ法
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PL2449070T3 (pl) * 2009-06-30 2013-09-30 Sime Darby Malaysia Berhad Sposób usuwania niepożądanych składników propanolowych z niezużytego oleju trójglicerydowego
JP5829209B2 (ja) * 2010-05-07 2015-12-09 株式会社Adeka 食用油脂の精製方法
JP5561481B2 (ja) * 2010-12-10 2014-07-30 Ｊｆｅエンジニアリング株式会社 アブラヤシ空果房の前処理方法及び燃焼・熱回収方法

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015020236A1 (en) * 2013-08-09 2015-02-12 Kao Corporation Fat or oil composition
JP2015034259A (ja) * 2013-08-09 2015-02-19 花王株式会社 油脂組成物
WO2017035403A1 (en) 2015-08-25 2017-03-02 Dsm Ip Assets B.V. Refined oil compositions and methods for making
US11672258B2 (en) 2015-08-25 2023-06-13 Dsm Ip Assets B.V. Refined oil compositions and methods for making
WO2018156013A1 (en) 2017-02-21 2018-08-30 Sime Darby Plantation Berhad Process for producing refined palm fruit oil
WO2019027315A2 (en) 2017-08-04 2019-02-07 Sime Darby Plantation Intellectual Property Sdn Bhd PROCESS FOR PRODUCING REFINED PALM OIL HAVING REDUCED 3-MCPD CONTENT
CN111819270A (zh) * 2018-03-14 2020-10-23 雀巢产品有限公司 三酰基甘油酯油的机械纯化
CN111819270B (zh) * 2018-03-14 2024-03-15 雀巢产品有限公司 三酰基甘油酯油的机械纯化
CN113242901A (zh) * 2018-12-19 2021-08-10 雀巢产品有限公司 防止三酰基甘油酯油中mcpde的形成

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