CN107057852A - A kind of preparation method of unrighted acid tea oil - Google Patents
A kind of preparation method of unrighted acid tea oil Download PDFInfo
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- CN107057852A CN107057852A CN201710502895.2A CN201710502895A CN107057852A CN 107057852 A CN107057852 A CN 107057852A CN 201710502895 A CN201710502895 A CN 201710502895A CN 107057852 A CN107057852 A CN 107057852A
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- tea oil
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- 239000010495 camellia oil Substances 0.000 title claims abstract description 95
- 239000002253 acid Substances 0.000 title claims abstract description 61
- 238000002360 preparation method Methods 0.000 title claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 35
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000005406 washing Methods 0.000 claims abstract description 27
- 238000005886 esterification reaction Methods 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 23
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 22
- 238000000605 extraction Methods 0.000 claims abstract description 21
- 230000032050 esterification Effects 0.000 claims abstract description 17
- 239000004202 carbamide Substances 0.000 claims abstract description 16
- 239000012141 concentrate Substances 0.000 claims abstract description 16
- 239000000284 extract Substances 0.000 claims abstract description 15
- 238000001914 filtration Methods 0.000 claims abstract description 15
- 238000009884 interesterification Methods 0.000 claims abstract description 12
- 238000005516 engineering process Methods 0.000 claims abstract description 6
- 239000012535 impurity Substances 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 34
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 24
- 238000002156 mixing Methods 0.000 claims description 16
- 239000000376 reactant Substances 0.000 claims description 15
- 238000003756 stirring Methods 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 229930195729 fatty acid Natural products 0.000 claims description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 12
- 239000003921 oil Substances 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 11
- 239000002994 raw material Substances 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 235000019441 ethanol Nutrition 0.000 claims description 10
- 125000005907 alkyl ester group Chemical group 0.000 claims description 9
- 239000012530 fluid Substances 0.000 claims description 9
- 235000019197 fats Nutrition 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000004576 sand Substances 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 8
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 6
- 239000011541 reaction mixture Substances 0.000 claims description 6
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 6
- 235000021081 unsaturated fats Nutrition 0.000 claims description 6
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 235000021003 saturated fats Nutrition 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 239000002826 coolant Substances 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- 235000013773 glyceryl triacetate Nutrition 0.000 claims description 4
- 239000001087 glyceryl triacetate Substances 0.000 claims description 4
- 229960002622 triacetin Drugs 0.000 claims description 4
- 238000004042 decolorization Methods 0.000 claims description 3
- 239000011552 falling film Substances 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 230000003068 static effect Effects 0.000 claims description 3
- 238000000108 ultra-filtration Methods 0.000 claims description 3
- 239000001273 butane Substances 0.000 claims description 2
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 2
- 235000019260 propionic acid Nutrition 0.000 claims description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 241001122767 Theaceae Species 0.000 claims 1
- 238000005057 refrigeration Methods 0.000 claims 1
- 150000004671 saturated fatty acids Chemical class 0.000 abstract description 12
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract description 7
- 239000008158 vegetable oil Substances 0.000 abstract description 4
- 150000004665 fatty acids Chemical class 0.000 description 9
- 239000003925 fat Substances 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 238000007710 freezing Methods 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 5
- 230000008014 freezing Effects 0.000 description 4
- 239000003549 soybean oil Substances 0.000 description 4
- 235000012424 soybean oil Nutrition 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- 208000024172 Cardiovascular disease Diseases 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 235000008326 Trichosanthes anguina Nutrition 0.000 description 2
- 244000078912 Trichosanthes cucumerina Species 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 208000026106 cerebrovascular disease Diseases 0.000 description 2
- 235000018597 common camellia Nutrition 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 239000008157 edible vegetable oil Substances 0.000 description 2
- 230000002526 effect on cardiovascular system Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- 241000209507 Camellia Species 0.000 description 1
- 240000001548 Camellia japonica Species 0.000 description 1
- 208000030814 Eating disease Diseases 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- 241000221089 Jatropha Species 0.000 description 1
- 208000034189 Sclerosis Diseases 0.000 description 1
- 241001062811 Stewartia malacodendron Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 210000001367 artery Anatomy 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- -1 hydrogen Sodium hydroxide Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000002351 wastewater 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
- C11B3/00—Refining fats or fatty oils
- C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
- A23D9/04—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
- C11B3/006—Refining fats or fatty oils by extraction
-
- 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
- C11B3/008—Refining fats or fatty oils by filtration, e.g. including ultra filtration, dialysis
-
- 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
- C11B3/04—Refining fats or fatty oils by chemical reaction with acids
-
- 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
- C11B3/10—Refining fats or fatty oils by adsorption
-
- 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
- C11B3/12—Refining fats or fatty oils by distillation
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
A kind of preparation method of unrighted acid tea oil disclosed by the invention, is related to vegetable oil processing technique field, its preparation technology is as follows:(1), just processing:1., decolourize for the first time;2., second of decolouring;3., wash for the first time;(2), it is esterified:1., esterification;2., neutralize for the first time;3., distill;4., extract for the first time;(3), urea is complexed:1., complex reaction;2., filter;3., second of washing;(4), esterification reconstruction:1., interesterification reacts;2., removal of impurities;3., second of neutralization;4., second of extraction;(5), precision processing:1., concentrate;2., cool down;3., refined filtration.The features such as with can effectively remove in tea oil contained saturated fatty acid, and then produce the tea oil without saturated fatty acid, it can be not only used for preparing unrighted acid tea oil, it can also be used to prepare other unrighted acid vegetable oil.
Description
Technical field
The present invention relates to vegetable oil processing technique field, particularly a kind of preparation method of unrighted acid tea oil.
Background technology
Aliphatic acid needed by human is divided into saturated fatty acid, monounsaturated fatty acids (predominantly oleic acid) and how unsaturated fat
Fat acid, excessive saturated fatty acid is the arch-criminal of human body diseases, if its content has exceeded 12%, will be produced in human body
Raw fat generation, and then trigger the serious cardiovascular and cerebrovascular diseases such as hypertension, high fat of blood, artery sclerosis.Monounsaturated fatty acids
It is a kind of safe fats acid, it is highly beneficial to people body-centered, brain, lung, blood vessel.The monounsaturated fatty acids (oleic acid) contained in edible oil
More, its nutritive value is higher.
Camellia seed oil (being commonly called as tea oil) also known as Wild camellia seed oil, camellia oil, are pure natural senior woody edible oils, and it is unsaturated
Content of fatty acid is up to 85% or so.Under normal circumstances, after camellia seed oil is processed by refining (or even non-refined crude oil),
That is edible, still.Still containing 12% or so saturated fatty acid in tea oil, after eating, cardiovascular and cerebrovascular disease is suffered to those
The crowd of disease, can still bring harmful effect.
A kind of disclosed " the unrighted acid in sunflower oil of Chinese patent (number of patent application is 201310601243.6)
Extracting method ", comprise the following steps that:First, sunflower oil raw material is prepared, it is desirable to which it is taken the photograph using preceding needs not higher than five
Refrigerated in the environment of family name's degree;Then sodium hydroxide solution of the mass fraction more than 90 percent with three times volume is carried out
Mixing;It is positioned over immediately in hydrogen environment;Squeezing, concentration;Freezing is put into after separation of solid and liquid;Temperature control, three circular press, i.e.,
Can.The freezing environment refers to that temperature is not higher than subzero ten degrees Celsius of condition;The beneficial effect of the invention is:Extracted not
Saturated fatty acid, stability is very high, and purity is also high, and the invigoration effect for natural is obvious.
Another Chinese patent (number of patent application is 201410187831.4) is disclosed, and " one kind extracts high-purity from soybean oil
The method of unrighted acid ", step is as follows:(1) preparation of unrighted acid is mixed:Using soybean oil as raw material, add big
3~6% Al of soya-bean oil weight2O3- MgO catalyst, its reaction temperature is 150~200 DEG C, makes fatty acid glycerine in soybean oil
Ester and water reaction generation fatty acid mixed crude product, then pass through and catalyst is recovered by filtration obtains fatty acid mixed filtrate;(2) it is high-purity
The preparation of unrighted acid:The oleate of pentaerythrite four of filtrate weight 5~15% is added into fatty acid mixed filtrate, is risen
5-15 DEG C is cooled to after temperature to 60 DEG C of uniform dissolutions, crystallizes, filter, filtrate is high pure unsaturated fatty acid;The invented technology is walked
Rapid simple, reaction condition is gentle, and reaction temperature is low, in the Al of selection2O3The lower soybean oil hydrolysis of-MgO solid acid alkali catalytics agent effect
Fully, unrighted acid of the catabolite Jing Guo low temperature crystallization activity high-purity, filtrate can be used with repetitive cycling, not produced
Extra production waste water.
Also Chinese patent (number of patent application is 201310221671.6) is disclosed " a kind of from the oily mixing-in fat of Snakegourd Fruit seed
The method of enriching and purifying polyunsaturated fatty acid in acid ", using the oily fatty acid mixed of Snakegourd Fruit seed as raw material, using urea adduct method pair
Polyunsaturated fatty acid (PUFA) in fatty acid mixed carries out enriching and purifying.The purification process comprises the following steps:Prepare urine
Element-methanol solution → fatty acid mixed-urea-methyl alcohol mixed liquor → inclusion → suction filtration is separated → collects filtrate → extraction organic phase
→ washing → drying → is concentrated under reduced pressure → PUFA products.
" a kind of Jatropha curcus grease how unsaturated also disclosed in Chinese patent (number of patent application is 201010278686.2)
The isolated method of aliphatic acid ", croude fatty acids, urea and methanol obtain urea inclusion by dissolving by heating, freezing, being separated by filtration
And filtrate, the obtained sticky solid formation petroleum ether extraction of filtrate decompression distillation, extraction phase vacuum distillation is light through what is be enriched with
Yellow fat acid, the method included stage by stage using precooling-freezing during PUFAs is isolated, first at 0.5~-5 DEG C before freezing
Lower precooling 1h, then freezes 2h at 0.5~-30 DEG C again;PUFAs purity is in the faint yellow aliphatic acid being enriched with
69.38~100%, PUFAs yield are 9.63~54.51%.Described urea inclusion reclaims urine therein by processing
Element and aliphatic acid, the urea of recovery participate in inclusion reaction again.
The content of the invention
The technical problems to be solved by the invention are to provide the saturated fatty acid contained by a kind of can effectively remove in tea oil,
And then produce the preparation method of the tea oil without saturated fatty acid.
In order to solve the above technical problems, the technical solution used in the present invention is the preparation of invention unrighted acid tea oil
Method, its preparation technology is as follows:
(1), just processing:
1., decolourize for the first time:First the silica decoloration sand of 80-120 mesh is fitted into container, it is container height to load height
60-70%, then, raw material tea oil is pumped into by the top of container, allows raw material tea oil to be flowed downward naturally along silica decoloration sand, is received
Collect the first time decolouring tea oil of outflow, it is standby;
2., second of decolouring:Particle diameter is fitted into container for 0.1-0.25cm activated carbon again, loads height to hold
The 40-50% of device height, then, first time decolouring tea oil is pumped into by the top of container, makes first time decolouring tea oil edge active
Charcoal flows downward naturally, collects second of decolouring tea oil of outflow, standby;
3., wash for the first time:
It is the second that 9-10, volumetric concentration are 25-38% that second of decolouring tea oil, which is put into, and accounts for 3-5 times of its weight, pH value
In alcohol solution, the stir process 50-70min at 60-70 DEG C, then stand, be layered, filter, oil reservoir is collected, obtains washing for the first time
Tea oil is washed, it is standby;
(2), it is esterified:
1., esterification:By first time washing tea oil with accounting for its weight 15-26% absolute ethyl alcohol and accounting for its weight 0.6-
1.5% caustic alcohol is mixed and stirred for, until oil/alkanol interface disappearance (under normal circumstances, its reaction time is 35-75min),
Mixing tea oil must be esterified, it is standby;
2., neutralize for the first time:
By the C of equimolar amounts1~C4Organic acid is added in esterification mixing tea oil, carries out closing reaction in first time, middle to close anti-
It is 30-50min between seasonable, reaction temperature is 40-48 DEG C, obtains first time neutralization reaction mixing tea oil, standby;
3., distill:
In temperature it is 50-70 DEG C, under the conditions of pressure is 5-10KPa by first time neutralization reaction mixing tea oil, distillation to nothing
Ethanol state, reclaims absolute ethyl alcohol and remaining distillation tea oil, standby;
4., extract for the first time:
Using organic solvent as extractant, residue distillation tea oil is extracted at normal temperatures, the consumption of extractant is
1-2 times of residue distillation tea oil weight, is extracted 3 times, combining extraction liquid;Then, it is 45-65 DEG C, pressure in temperature by extract
To be concentrated into no extractant residual under 5-10KPa, concentrate is obtained, then concentrate in refrigerating chamber refrigerated into 5-6h (temperature is usually
4-10 DEG C), then filter, obtain the first time extraction mixing containing saturated fat acid alkyl ester and unsaturated fat acid alkyl ester
Thing, it is standby;
(3), urea is complexed:
1., complex reaction:Added into first time extraction mixture and account for its weight 10-18% urea, account for its weight 30-
38%th, volumetric concentration is 80-90% ethanol solution, mixes, urea is then heated in 60-70 DEG C of water-bath completely molten
Solution, then complex reaction 12-18h is carried out at room temperature, complex compound is obtained, it is standby;
2., filter:Complex compound is filtered by vacuum through fast grade filter paper, the knot of urea-saturated fat acid complex therein is removed
Brilliant complex compound, collects filtered fluid, standby;
3., second of washing:Filtered fluid is put into the warm water that 2-4 times of weight, temperature are 60-70 DEG C, at insulated and stirred
Manage 1-2.5h, stand, layering, it is to be cooled arrive room temperature when, collect oil reservoir, obtain second of washing tea oil, it is standby;
(4), esterification reconstruction:
1., interesterification reacts:According to mole 3:1 ratio, will second of washing tea oil and glyceryl triacetate one
The caustic alcohol for mixing and adding and account for second of washing tea oil weight 0.5-1.0% is acted, interesterification reaction is carried out, treats mutual ester
Change after the completion of reaction, obtain esterification reaction mixture, it is standby;
2., removal of impurities:Added into esterification reaction mixture at the warm water for accounting for 1-3 times, 40-50 DEG C of its weight, constant temperature stirring
20-30min is managed, static, layering, filtering remove the fatty acid alkyl esters produced in interesterification course of reaction, collect upper strata
Reactant of esterification, it is standby;
3., second of neutralization:By the C of equimolar amounts1~C4Organic acid is added in reactant of esterification, is carried out in second
Reaction is closed, the middle conjunction reaction time is 30-50min, and reaction temperature is 40-48 DEG C, obtains second of neutralization reactant, standby;
4., second of extraction:
The organic solvent of identical weight is added into second of neutralization reactant and second of neutralization reactant weight 10- is accounted for
25%th, volumetric concentration is stir process 10-20min under 50-55% ethanol solution, normal temperature, stands, after after its layering, collects
Organic solvent layer, obtains second of extract, standby;
(5), precision processing:
1., concentrate:Second of extract is put into falling film condenser, it is dense in the case where 70-80 DEG C of temperature, pressure are 3-5KPa
Organic solvent-free residual is reduced to, concentrate is obtained, it is standby;
2., cool down:Concentrate is transferred in freezer, the cooling treatment 5-8h at -15 DEG C to -10 DEG C, filters, must cool down
Liquid, it is standby;
3., refined filtration:By the filtering of the coolant ultra-filtration membrane device that via hole diameter is 20-30nm in the case where pressure is 1.5-2.5MPa,
Filtering fluid is collected, unrighted acid tea oil is produced.
In the first time decolorization process, the flow control that raw material tea oil flows downward naturally along silica decoloration sand is 5-
6L/min。
In second of decolorization process, the flow control that first time decolouring tea oil flows downward naturally along activated carbon is
12-18L/min。
In the first time washing step, stir speed (S.S.) control is 500-800r/min.
In the first time washing step, the pH value of ethanol water be 9-10 be use weight concentration for 1% hydrogen
Sodium hydroxide solution or weight concentration are 2.5% sodium carbonate liquor regulation.
In the complex reaction of the complex reaction step 12-18h, preceding 4-7h is stirred, and stir speed (S.S.) is
100-200r/min, it is follow-up to put processing for nature is quiet.
In second of washing step, stir speed (S.S.) control is 50-80r/min.
C in the first time neutralization procedure and second of neutralization procedure1~C4Organic acid is acetic acid or propionic acid.
Organic solvent used is n-hexane, butane, No. six solvents in the first time extraction and second of extraction step
One kind in oil.
The preparation method of the unrighted acid tea oil of the present invention, is after decolouring and washing, by esterification, to make knot
The saturated fatty acid and unrighted acid closed in same triglyceride molecules is separated from each other, so as to produce saturated fatty acid
The mixture of Arrcostab and unsaturated fat acid alkyl ester;Further through the urea complex compound fractional crystallization of fatty acid alkyl esters, thoroughly
Remove contained saturated fat acid alkyl ester;Again by with the interesterification of unsaturated fat acid alkyl ester and glyceryl triacetate
Reconstruction of triglyceride, thus, saturated fatty acid contained in tea oil is effectively removes, so as to produce without saturated fat
Sour tea oil, i.e.,:Unrighted acid tea oil.Especially by twice decolourize, twice washing, twice neutralize, extract twice, then add
Upper concentration, cooling and refined filtration, greatly reduce the content of saturated fatty acid in finished product, and significantly improve unsaturated in finished product
The content of aliphatic acid.
Detection is factually tested, the composition composition of tea oil is as follows before and after treatment:
After preparation method processing it can be seen from upper table data by the present invention, contained saturation in the tea oil of gained
Aliphatic acid is seldom, and the content of unrighted acid is significantly improved, so that, further increase application
The health-care efficacy for the unrighted acid tea oil that the preparation method of the present invention is processed.
Embodiment
With reference to embodiments, the present invention is further illustrated.Following explanation is but this hair in the way of enumerating
Bright protection domain is not limited thereto.
The preparation method of the unrighted acid tea oil of the present embodiment, its preparation technology is as follows:
(1), just processing:
1., decolourize for the first time:First the silica decoloration sand of 100 mesh is fitted into container, it is container height to load height
65%, then, raw material tea oil is pumped into by the top of container, allows raw material tea oil to be flowed downward naturally along silica decoloration sand, flow
The first time decolouring tea oil flowed out for 5.5L/min, collection is controlled, it is standby;
2., second of decolouring:Particle diameter is fitted into container for 0.15cm activated carbon again, loads height high for container
Degree 45%, then, first time decolouring tea oil is pumped into by the top of container, allow first time decolouring tea oil along activated carbon naturally to
Lower flowing, flow control is 15L/min, collects second of decolouring tea oil of outflow, standby;
3., wash for the first time:
The sodium hydroxide solution that the ethanol water for being first 35% by volumetric concentration is 1% with weight concentration adjusts its pH value
For 9.5, then, then second of decolouring tea oil put into accounted in the ethanol water that 4 times of its weight, volumetric concentration are 35%,
The stir process 60min at 65 DEG C, then stand, be layered, filter, oil reservoir is collected, washing tea oil for the first time is obtained, it is standby;
(2), it is esterified:
1., esterification:By first time washing tea oil with accounting for the absolute ethyl alcohol of its weight 20% and accounting for its weight 1.2%
Caustic alcohol (playing catalytic action) is mixed and stirred for, and until oil/alkanol interface disappears, must be esterified mixing tea oil, standby;
2., neutralize for the first time:
The acetic acid of equimolar amounts is added in esterification mixing tea oil, carries out closing reaction, middle conjunction reaction time in first time
For 40min, reaction temperature is 45 DEG C, obtains first time neutralization reaction mixing tea oil, standby;
3., distill:
In temperature it is 60 DEG C, under the conditions of pressure is 8KPa by first time neutralization reaction mixing tea oil, distillation is to without ethanol shape
State, reclaims absolute ethyl alcohol and remaining distillation tea oil, standby;
4., extract for the first time:
Using n-hexane as extractant, residue distillation tea oil is extracted at normal temperatures, the consumption of extractant is surplus
1.5 times of remaining distillation tea oil weight, extraction 3 is counted, combining extraction liquid;Then, by extract temperature be 55 DEG C, pressure be 8KPa
Under be concentrated into no extractant residual, obtain concentrate, then concentrate in refrigerating chamber is refrigerated into 5h (temperature is 5 DEG C), then filter, obtain
First time extraction mixture containing saturated fat acid alkyl ester and unsaturated fat acid alkyl ester, it is standby;
(3), urea is complexed:
1., complex reaction:To first time extraction mixture in add account for its weight 15% urea, account for its weight 35%,
Volumetric concentration is 85% ethanol solution, mixes, is then heated to urea in 65 DEG C of water-bath and is completely dissolved, then at room temperature
Complex reaction 15h is carried out, complex compound is obtained, it is standby;
2., filter:Complex compound is filtered by vacuum through fast grade filter paper, the knot of urea-saturated fat acid complex therein is removed
Brilliant complex compound, collects filtered fluid, standby;
3., second of washing:Filtered fluid is put into 3 times of weight, temperature in 65 DEG C of warm water, insulated and stirred is handled
1.8h, stand, layering, it is to be cooled arrive room temperature when, collect oil reservoir, obtain second of washing tea oil, it is standby;
(4), esterification reconstruction:
1., interesterification reacts:According to mole 3:1 ratio, will second of washing tea oil and glyceryl triacetate one
The caustic alcohol (playing catalytic action) for mixing and adding and account for second of washing tea oil weight 0.8% is acted, interesterification reaction is carried out,
Treat after the completion of interesterification reaction, obtain esterification reaction mixture, it is standby;
2., removal of impurities:Added into esterification reaction mixture and account for 2 times of its weight, 45 DEG C of warm water, constant temperature stir process
The reactant of esterification on upper strata is collected in 25min, static, layering, filtering, standby;
3., second of neutralization:The acetic acid of equimolar amounts is added in reactant of esterification, carries out closing reaction in second,
The middle conjunction reaction time is 40min, and reaction temperature is 45 DEG C, obtains second of neutralization reactant, standby;
4., second of extraction:
The n-hexane of identical weight is added into second of neutralization reactant and account for second neutralization reactant weight 18%,
Volumetric concentration is stir process 15min under 52% ethanol solution, normal temperature, stands, after after its layering, collects n-hexane layer, obtain
Second of extract, it is standby;
(5), precision processing:
1., concentrate:Second of extract is put into falling film condenser, is concentrated into the case where 75 DEG C of temperature, pressure are 4KPa
Without n-hexane residual, concentrate is obtained, it is standby;
2., cool down:Concentrate is transferred in freezer, the cooling treatment 5-8h at -15 DEG C to -10 DEG C, filters, must cool down
Liquid, it is standby;
3., refined filtration:By the filtering of the coolant ultra-filtration membrane device that via hole diameter is 20-30nm in the case where pressure is 1.5-2.5MPa,
Filtering fluid is collected, unrighted acid tea oil is produced.
The preparation method of the unrighted acid tea oil of the present invention, can be not only used for preparing unrighted acid tea oil, also may be used
For preparing other unrighted acid vegetable oil.
Claims (9)
1. a kind of preparation method of unrighted acid tea oil, it is characterised in that preparation technology is as follows:
(1), just processing:
1., decolourize for the first time:First the silica decoloration sand of 80-120 mesh is fitted into container, loads the 60- that height is container height
70%, then, raw material tea oil is pumped into by the top of container, allows raw material tea oil to be flowed downward naturally along silica decoloration sand, is collected
The first time decolouring tea oil of outflow, it is standby;
2., second of decolouring:Particle diameter is fitted into container for 0.1-0.25cm activated carbon again, loads height high for container
The 40-50% of degree, then, first time decolouring tea oil is pumped into by the top of container, allow first time decolouring tea oil along activated carbon from
So flow downward, collect second of decolouring tea oil of outflow, it is standby;
3., wash for the first time:
It is the ethanol water that 9-10, volumetric concentration are 25-38% that second of decolouring tea oil, which is put into, and accounts for 3-5 times of its weight, pH value
In solution, the stir process 50-70min at 60-70 DEG C, then stand, be layered, filter, oil reservoir is collected, washing tea for the first time is obtained
Oil, it is standby;
(2), it is esterified:
1., esterification:By first time washing tea oil with accounting for its weight 15-26% absolute ethyl alcohol and accounting for its weight 0.6-
1.5% caustic alcohol is mixed and stirred for, and until oil/alkanol interface disappears, must be esterified mixing tea oil, standby;
2., neutralize for the first time:
By the C of equimolar amounts1~C4Organic acid, which is added to, to be esterified in mixing tea oil, carries out closing reaction in first time, during middle conjunction reaction
Between be 30-50min, reaction temperature be 40-48 DEG C, obtain first time neutralization reaction mixing tea oil, it is standby;
3., distill:
In temperature it is 50-70 DEG C, under the conditions of pressure is 5-10KPa by first time neutralization reaction mixing tea oil, distillation is to without ethanol
State, reclaims absolute ethyl alcohol and remaining distillation tea oil, standby;
4., extract for the first time:
Using organic solvent as extractant, residue distillation tea oil is extracted at normal temperatures, the consumption of extractant is residue
Distill tea oil weight 1-2 times, is extracted 3 times, combining extraction liquid;Then, by extract temperature be 45-65 DEG C, pressure be 5-
No extractant residual is concentrated under 10KPa, obtain concentrate, then then concentrate is filtered, must contained in refrigerating chamber refrigeration 5-6h
The first time extraction mixture of saturated fat acid alkyl ester and unsaturated fat acid alkyl ester, it is standby;
(3), urea is complexed:
1., complex reaction:Added into first time extraction mixture and account for its weight 10-18% urea, account for its weight 30-
38%th, volumetric concentration is 80-90% ethanol solution, mixes, urea is then heated in 60-70 DEG C of water-bath completely molten
Solution, then complex reaction 12-18h is carried out at room temperature, complex compound is obtained, it is standby;
2., filter:Complex compound is filtered by vacuum through fast grade filter paper, the crystallization network of urea-saturated fat acid complex therein is removed
Compound, collects filtered fluid, standby;
3., second of washing:Filtered fluid is put into 2-4 times of weight, temperature in 60-70 DEG C of warm water, insulated and stirred handles 1-
2.5h, stand, layering, it is to be cooled arrive room temperature when, collect oil reservoir, obtain second of washing tea oil, it is standby;
(4), esterification reconstruction:
1., interesterification reacts:According to mole 3:1 ratio, second of washing tea oil is mixed together with glyceryl triacetate
The caustic alcohol for accounting for second of washing tea oil weight 0.5-1.0% is closed and added, interesterification reaction is carried out, treats that interesterification is anti-
After the completion of answering, esterification reaction mixture is obtained, it is standby;
2., removal of impurities:The warm water for accounting for 1-3 times, 40-50 DEG C of its weight, constant temperature stir process 20- are added into esterification reaction mixture
30min, static, layering, filtering, removes the fatty acid alkyl esters produced in interesterification course of reaction, collects the esterification on upper strata
Reactant, it is standby;
3., second of neutralization:By the C of equimolar amounts1~C4Organic acid is added in reactant of esterification, carries out closing anti-in second
Should, the middle conjunction reaction time is 30-50min, and reaction temperature is 40-48 DEG C, obtains second of neutralization reactant, standby;
4., second of extraction:
The organic solvent of identical weight is added into second of neutralization reactant and second of neutralization reactant weight 10- is accounted for
25%th, volumetric concentration is stir process 10-20min under 50-55% ethanol solution, normal temperature, stands, after after its layering, collects
Organic solvent layer, obtains second of extract, standby;
(5), precision processing:
1., concentrate:Second of extract is put into falling film condenser, is concentrated into the case where 70-80 DEG C of temperature, pressure are 3-5KPa
Organic solvent-free is remained, and obtains concentrate, standby;
2., cool down:Concentrate is transferred in freezer, the cooling treatment 5-8h at -15 DEG C to -10 DEG C, filters, obtain coolant,
It is standby;
3., refined filtration:By the filtering of the coolant ultra-filtration membrane device that via hole diameter is 20-30nm in the case where pressure is 1.5-2.5MPa, collect
Fluid is filtered, unrighted acid tea oil is produced.
2. the preparation method of unrighted acid tea oil according to claim 1, it is characterised in that:Decolourized in the first time
In step, the flow control that raw material tea oil flows downward naturally along silica decoloration sand is 5-6L/min.
3. the preparation method of unrighted acid tea oil according to claim 1 or claim 2, it is characterised in that:At described second
In decolorization process, the flow control that first time decolouring tea oil flows downward naturally along activated carbon is 12-18L/min.
4. the preparation method of unrighted acid tea oil according to claim 3, it is characterised in that:In first time washing
In step, stir speed (S.S.) control is 500-800r/min.
5. the preparation method of unrighted acid tea oil according to claim 4, it is characterised in that:In first time washing
In step, the pH value of ethanol water is that 9-10 is to use the weight concentration to be for 1% sodium hydroxide solution or weight concentration
2.5% sodium carbonate liquor regulation.
6. the preparation method of unrighted acid tea oil according to claim 5, it is characterised in that:In complex reaction step
In rapid 12-18h complex reaction, preceding 4-7h is stirred, and stir speed (S.S.) is 100-200r/min, follow-up to be put for nature is quiet
Processing.
7. the preparation method of unrighted acid tea oil according to claim 6, it is characterised in that:Washed at described second
In step, stir speed (S.S.) control is 50-80r/min.
8. the preparation method of unrighted acid tea oil according to claim 7, it is characterised in that:The first time neutralizes step
C in rapid and second of neutralization procedure1~C4Organic acid is acetic acid or propionic acid.
9. the preparation method of unrighted acid tea oil according to claim 8, it is characterised in that:First time extraction and
Organic solvent used is one kind in n-hexane, butane, No. six solvent naphthas in second of extraction step.
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CN109355138A (en) * | 2017-10-09 | 2019-02-19 | 赣南医学院 | A kind of preparation method, product and its application of tea oil polyunsaturated fatty acid |
CN110484353A (en) * | 2019-08-23 | 2019-11-22 | 福建师范大学 | A kind of preparation method of water solubility camellia oil |
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CN112403271A (en) * | 2020-10-28 | 2021-02-26 | 中海油天津化工研究设计院有限公司 | Method for preparing diesel antiwear agent by removing saturated fatty acid through membrane separation |
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