KR930010024A - Separation and Purification of Natural Tocopherols from Soybean Oil Deodorization By-Products - Google Patents

Separation and Purification of Natural Tocopherols from Soybean Oil Deodorization By-Products Download PDF

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Publication number
KR930010024A
KR930010024A KR1019910020481A KR910020481A KR930010024A KR 930010024 A KR930010024 A KR 930010024A KR 1019910020481 A KR1019910020481 A KR 1019910020481A KR 910020481 A KR910020481 A KR 910020481A KR 930010024 A KR930010024 A KR 930010024A
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South Korea
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organic solvent
soybean oil
alcohol
water
product
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KR1019910020481A
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Korean (ko)
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KR940002715B1 (en
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박영훈
정봉현
황영보
김남학
손정덕
신현호
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박원희
한국과학기술연구원
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
    • C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols

Abstract

본 발명은 대두유 탈취 부산물로부터 천연토코페롤을 분리, 정제함에 있어서, 대두유 탈취부산물을 지용성 유기용매로 용해시키고, 물, 알코올 또는 물을 함유한 알코올을 첨가하여 스테롤 혼합물을 제거하고, 얻어진 잔류지방산을 메틸 에스테르화 시킨다음, 이를 유극성 유기용매에 용해하여 염기성 음이온교환수지에 유입시켜서 산성유기용매로 용출하는 것을 특징으로 하는 대두유 탈취 부산물로부터 고순도의 천연 토코페롤을 고수율로 분리, 정제하는 방법이다.In the present invention, in separating and purifying natural tocopherol from soybean oil deodorization by-product, the soybean oil deodorization byproduct is dissolved in a fat-soluble organic solvent, water, alcohol or alcohol containing water is added to remove the sterol mixture, and the obtained residual fatty acid is methylated. After esterification, it is dissolved in a polar organic solvent, introduced into a basic anion exchange resin, and eluted with an acidic organic solvent. A method of separating and purifying high-purity natural tocopherol from a soybean oil deodorization by-product in high yield.

Description

대두유 탈취 부산물로부터 천연 토코페롤을 분리, 정제하는 방법Separation and Purification of Natural Tocopherols from Soybean Oil Deodorization By-Products

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (9)

대두유 탈취 부산물로부터 천연토코페롤을 분리, 정제함에 있어서, (가) 대두유 탈취부산물을 지용성 유기용매로 용해시키고, 물, 알코올 또는 물을 함유한 알코올을 첨가하여 스테롤 혼합물을 제거하고, (나) 얻어진 잔류지방산을 메틸에스테르화 시킨다음, (다) 이를 유극성 유기용매에 용해하여 염기성 음이온교환수지에 유입시켜서 산성유기용매로 용출하는 것을 특징으로 하는 대두유 탈취 부산물로부터 천연 토코페롤을 분리, 정제하는 방법.In separating and purifying natural tocopherol from soybean oil deodorization by-product, (A) soybean oil deodorization by-product is dissolved in a fat-soluble organic solvent, water, alcohol or water-containing alcohol is added to remove the sterol mixture, and (B) the residue obtained A method of separating and purifying natural tocopherol from a soybean oil deodorization by-product characterized in that the fatty acid is methyl esterified and (c) is dissolved in a polar organic solvent, introduced into a basic anion exchange resin, and eluted with an acidic organic solvent. 제1항에있어서, 상기 (가) 공정에서 지용성 유기용매로는 대두유 탈취 부산물에 대하여 1-3부피배의 노말-헥산, 노말-헵탄, 아세톤, 또는 메틸에티케톤을 사용하여 탈취부산물을 완전히 용해시킨후, 물이나 메탄올, 에탄올, 또는 물을 함유한 알코올류를 지용성 유기용매에 대해 0.1∼0.3배 부피비율로 첨가하여 스테롤을 결정화시키는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method of claim 1, wherein the fat-soluble organic solvent in the step (a) is used to completely remove the deodorization by-products using 1-3 volumes of normal-hexane, normal-heptane, acetone, or methyl eketone relative to soybean oil deodorization by-products After dissolving, water, methanol, ethanol, or water-containing alcohols are added in an amount of 0.1 to 0.3 times the volume ratio of the fat-soluble organic solvent to crystallize sterols. 제1항에 있어서, 상기 (가) 공정은 지용성 유기용매와 물, 알코올 또는 물과 알코올의 혼합용매를 10:1의 부피비율로 혼합하여 스테롤 혼합물을 결정화시키는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The process of claim 1, wherein the step (a) is to separate and purify the sterol mixture by mixing the fat-soluble organic solvent and water, alcohol or a mixed solvent of water and alcohol in a volume ratio of 10: 1. Way. 제1항에 있어서, 상기 (가) 공정은 노말-헥산과 50%메탄올의 혼합용매를 대두유 탈취부산물 1㎏에 대하여 1-3ℓ첨가한후, 5℃이하로 냉각하여 스테롤을 결정화시키는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method of claim 1, wherein the step (a) adds 1-3 L of a mixed solvent of normal-hexane and 50% methanol to 1 kg of soybean oil deodorized by-product, and then cools to 5 ° C or less to crystallize sterols. Separation and purification method of natural tocopherol. 제1항에 있어서, 상기 (나) 공정에서 메탄올, 에탄올, 또는 이소프로판올을 탈치 부산물에 대하여 1-5배의 부피비율로 섞고 전체 무게에 5%이하로 35%(v/v) 염산촉매를 넣은다음, 60℃-80℃에서 환류시킴으로써 지방산류를 에스테르화하는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method according to claim 1, wherein in step (b), methanol, ethanol, or isopropanol are mixed at a volume ratio of 1-5 times with respect to denitrification by-product, and 35% (v / v) hydrochloric acid catalyst is added to the total weight of less than 5%. Next, the separation and purification method of natural tocopherol, characterized in that the fatty acid esterified by refluxing at 60 ℃ -80 ℃. 제1항에 있어서, 상기 (다) 공정에서 염기성 음이온 교환수지로는 폴리스틸렌겔에 Φ-CH2N+(CH3)3Cl-의 작용기(OH형)가 부착되어 있는 강염기성 음이온수지를 사용하는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method of claim 1, wherein the basic anion exchange resin in the step ( c ) is used a strong basic anion resin having a functional group (OH type) of Φ-CH 2 N + (CH 3 ) 3 Cl - attached to the polystyrene gel. Separation and purification method of natural tocopherols, characterized in that. 제1항에 있어서, 상기 (다) 공정에서 유극성 유기용매로는 에탄올, 메탄올, 이소프로판올, n-프로판올, 이소부탄올, 이소아밀알콜, 아세톤 또는 n-부탄올을 사용함을 특징으로 하는 천연 토코페롤의 분리 정제방법.2. The separation of natural tocopherol according to claim 1, wherein in the step (c), the polar organic solvent is ethanol, methanol, isopropanol, n-propanol, isobutanol, isoamyl alcohol, acetone or n-butanol. Purification method. 제1항에 있어서, 상기 (다) 공정에서 산성유기용매로는 초산, 개미산, 옥살산 또는 호박산과 알코올과의 혼합용매를 사용함을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method of claim 1, wherein the acidic organic solvent in the step (c) is a mixed solvent of acetic acid, formic acid, oxalic acid, or succinic acid with alcohol. 제1항에 있어서, 상기 (다) 공정에서 정제된 토코페롤의 순도를 더욱 높이기 위해서는 추가적으로 분자증류장치로 처리하는 것을 특징으로 하는 천연 토코페롤의 분리 정제방법.The method of claim 1, wherein in order to further increase the purity of the purified tocopherol in the step (c), the method is separated and purified from the natural tocopherol, characterized in that the treatment with a molecular distillation apparatus. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910020481A 1991-11-18 1991-11-18 Method for separation and purification of natural tocopherol for deodorized sluge of soybean oil KR940002715B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100619115B1 (en) * 2004-04-19 2006-08-31 (주)타렉스 Method To Separate Sterol That There Is No Smell Of Great Soya From Greate Soya Milk Deodorization Distillation Quantity

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040030166A1 (en) * 2002-03-18 2004-02-12 Dick Copeland Methods for treating deodorizer distillate
CN107954969B (en) * 2017-11-29 2021-07-23 罗麦(北京)营养食品研究有限公司 Extraction process of high-quality vitamin E

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100619115B1 (en) * 2004-04-19 2006-08-31 (주)타렉스 Method To Separate Sterol That There Is No Smell Of Great Soya From Greate Soya Milk Deodorization Distillation Quantity

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