CN107954969A - The extraction process of high quality vitamin E - Google Patents
The extraction process of high quality vitamin E Download PDFInfo
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- CN107954969A CN107954969A CN201711225051.4A CN201711225051A CN107954969A CN 107954969 A CN107954969 A CN 107954969A CN 201711225051 A CN201711225051 A CN 201711225051A CN 107954969 A CN107954969 A CN 107954969A
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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
The invention discloses a kind of extraction process of high quality vitamin E, comprise the following steps：(1) moisture in grease deodorized distillate is removed；(2) free fatty in grease deodorized distillate is esterified；(3) sterol is removed；(4) fatty acid methyl ester is removed.The extraction process of high quality vitamin E of the present invention, simple process is feasible, and extraction efficiency is high, and obtained vitamin E can be widely used as the nutritional supplement and antioxidant of medicine, cosmetics and food industry.
Description
Technical field
The present invention relates to vitamin E preparing technical field, more particularly to a kind of extraction process of high quality vitamin E.
Background technology
Vitamin E is vitamin needed by human, one of bioactive substance necessary to be living organism.With nutrition
With pathological development, a series of biochemical functions of vitamin E are constantly found and confirm.Therefore, vitamin E is ground
It is still in the ascendant to study carefully utilization.
Vitamin E, also known as C antisterility vitamin, are one of vitamin that people have found earliest.Vitamin E is one group and is changing
Learn structure on tocopherol, tocotrienol and other derivatives that can more or less show d- ɑ-tocopherol bioactivity
General name.Vitamin E is generally non-toxic, finds that edible vitamin E is safe through zooperies such as big white mouse, even if intake agent
Amount is significantly larger than normal value, it is also difficult to which what side effect discovery has.Vitamin E would generally accumulate in the stronger subcutaneous fat of storage capacity
Inside fat and liver, tocopherol lactone will be become when superfluous, discharged by being discharged in urine, or through sebaceous glands together with sweat.Dimension
Raw element E upper part of small intestine in the form of chylomicron from capillary lymph duct absorbed into serum, there is lipoprotein carrying to transport internal each group
Organ is knitted, content is most in brain tissue and adrenal gland.It is mainly distributed in the cell in microsome and mitochondria.
Vitamin E is primarily present in various plant materials, in oilseed, some cereals, nut and green vegetable
There is suitable content.Then content is extremely low in animal tissue.With international, the domestic increasingly understanding to vitamin E and apply not
It is disconnected to go deep into, it is just growing to the demand of vitamin E particularly on international market.Business circles have personage to point out：Vitamin E pin
Volume is sold in world market just to increase the speed of 12%-15% year to increase.Therefore, how the huge deodorization distillate in China is utilized
Resource, which opens the extraction of vitamin E and its physiological function research in vegetable seed deodorization distillate and sends natural vitamin E product, becomes people
Urgent problem to be solved.
The content of the invention
The technical problems to be solved by the invention are to provide a kind of production method of vitamin E.
The present invention provides a kind of extraction process of high quality vitamin E, comprises the following steps：
(1) moisture in grease deodorized distillate is removed；
(2) free fatty in grease deodorized distillate is esterified；
(3) sterol is removed；
(4) fatty acid methyl ester is removed.
Specifically, the extraction process of high quality vitamin E of the present invention, comprises the following steps：
(1) moisture in grease deodorized distillate is removed：By grease deodorized distillate using scraped film evaporator in temperature
100-110 DEG C, handle 30-40 minutes under conditions of vacuum 0.1-0.2MPa；
(2) free fatty in grease deodorized distillate is esterified：By the free fatty in grease deodorized distillate
Free fatty acid methyl esters are converted into, obtain esterification products；
(3) sterol is removed：By esterification products when 5-10 DEG C of placement 16-24 is small, then using 300-500 mesh filter cloth mistakes
Filter, collects filtrate；
(4) fatty acid methyl ester is removed：Filtrate is used into wiped-film still molecular distillation, single flash temperature is
110-130 DEG C, second distillation temperature is 140-160 DEG C, distillation pressure 0.1-0.2Pa, and feed rate is small for 80-100mL/
When, blade applicator rotating speed is 120-150 revs/min, obtains vitamin E.
Specifically, the extraction process of high quality vitamin E of the present invention, comprises the following steps：
(1) moisture in grease deodorized distillate is removed：By grease deodorized distillate using scraped film evaporator in temperature
100-110 DEG C, handle 30-40 minutes under conditions of vacuum 0.1-0.2MPa；
(2) free fatty in grease deodorized distillate is esterified：By the free fatty in grease deodorized distillate
Free fatty acid methyl esters are converted into, obtain esterification products；
(3) it is glyceride is transesterification：Esterification products are weighed in reaction vessel, add methanol and sodium methoxide, methanol and ester
The volume mass ratio for changing product is (0.7-1)：1 (mL/g), sodium methoxide weight are the 0.05-0.06% of esterification products weight, are mixed
Close uniformly, when temperature is 65-75 DEG C small as 100-150 revs/min of stirring reaction 1-3 using rotating speed, after reaction, add quality point
The weight ratio of several aqueous hydrochloric acid solutions for 5-10%, aqueous hydrochloric acid solution and sodium methoxide is (0.8-0.9)：1, by mixed liquor after mixing
It is placed in separatory funnel and is layered, take upper liquid, upper liquid is used to the water washing of 65-75 DEG C of temperature, upper liquid and slurry
Mass ratio be 1：(5-10), the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight, placement are added in upper liquid after washing
After 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in vacuum 0.06-0.07MPa, the bar of 50-60 DEG C of temperature
When drying 1-2 is small under part, transesterification product is obtained；
(4) sterol is removed：By transesterification product when 5-10 DEG C of placement 16-24 is small, then using 300-500 mesh filter cloth mistakes
Filter, collects filtrate；
(5) fatty acid methyl ester is removed：Filtrate is used into wiped-film still molecular distillation, single flash temperature is
110-130 DEG C, second distillation temperature is 140-160 DEG C, distillation pressure 0.1-0.2Pa, and feed rate is small for 80-100mL/
When, blade applicator rotating speed is 120-150 revs/min, obtains vitamin E.
In certain embodiments of the present invention, the free fatty in grease deodorized distillate is esterified in step (2)
Detailed process be：Weigh grease deodorized distillate to be placed in reactor, add the sulfuric acid of methanol and mass fraction for 75-98%
The volume mass ratio (1.3-1.5) of aqueous solution, methanol and grease deodorized distillate：1 (mL/g), aqueous sulfuric acid weight are grease
The 0.03-0.04% of deodorization distillate weight, is uniformly mixed, anti-using rotating speed as 100-150 revs/min of stirring in 60-70 DEG C of temperature
When answering 2-4 small, place reaction liquid into separatory funnel and be layered, take upper liquid, upper liquid is used to the washing of 60-70 DEG C of temperature
Wash, the mass ratio of upper liquid and slurry is 1：(5-10), upper liquid weight 0.2-0.3 is added in upper liquid after washing
Anhydrous sodium sulfate again, after placing 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in vacuum 0.06-
When drying 1-2 is small under conditions of 0.07MPa, 50-60 DEG C of temperature, esterification products are obtained.
In certain embodiments of the present invention, the free fatty in grease deodorized distillate is esterified in step (2)
Detailed process be：Using storng-acid cation exchange resin as catalyst, storng-acid cation exchange resin is loaded solid
In the reaction column of fixed bed, methanol and grease deodorized distillate are mixedly configured into reaction solution, methanol and grease deodorized distillate
Weight ratio is (1.5-2.5)：1, reaction solution is passed through reaction column with metering pump from bottom to top, reacts 50-60 DEG C of column temperature, flow
For 1.57-4.18mL/ minutes, when time of contact is 1-2 small, places reaction liquid into separatory funnel and be layered, take upper liquid, will be upper
Layer liquid uses the water washing of 50-60 DEG C of temperature, and the mass ratio of upper liquid and slurry is 1：(5-10), upper strata after washing
The anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight is added in liquid, after placing 10-20 minutes, using 300-500 mesh filter cloth mistakes
Filter, by filtrate when dry 1-2 is small under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature, obtains esterification products.
In certain embodiments of the present invention, the free fatty in grease deodorized distillate is esterified in step (2)
Detailed process be：Weigh grease deodorized distillate to be placed in reactor, add methanol and lipase, methanol are evaporated with grease deodorization
Go out the volume mass ratio (0.25-0.35) of thing：1 (mL/g), lipase addition are 60-80plu/g grease deodorized distillates, are mixed
Close uniformly, when temperature is 50-60 DEG C small as 100-150 revs/min of stirring reaction 3-8 using rotating speed, place reaction liquid into separatory funnel
Middle layering, takes upper liquid, the water washing by upper liquid using 50-60 DEG C of temperature, and the mass ratio of upper liquid and slurry is 1：
(5-10), adds the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight in upper liquid after washing, after placement 10-20 minutes,
Using 300-500 mesh filter-cloth filterings, by filtrate, dry 1-2 is small under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature
When, obtain esterification products.
In certain embodiments of the present invention, the free fatty in grease deodorized distillate is esterified in step (2)
It is divided into and carries out twice, detailed process is：Weigh grease deodorized distillate to be placed in reactor, add methanol and lipase, methanol
With the volume mass ratio (0.25-0.35) of grease deodorized distillate：1 (mL/g), lipase addition are 60-80plu/g greases
Deodorization distillate, is uniformly mixed, when temperature is 50-60 DEG C small as 100-150 revs/min of stirring reaction 3-8 using rotating speed, by reaction solution
It is placed in separatory funnel and is layered, take upper liquid, the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight is added in upper liquid, is put
After putting 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in vacuum 0.06-0.07MPa, 50-60 DEG C of temperature
Under the conditions of dry 1-2 it is small when, obtain an esterification products；Then storng-acid cation exchange resin is used as catalyst, will
Storng-acid cation exchange resin is fitted into the reaction column of fixed bed, and methanol and an esterification products are mixedly configured into reaction
The mass ratio of liquid, methanol and an esterification products is (1.5-2.5)：1, reaction solution is passed through reaction with metering pump from bottom to top
Column, reacts 50-60 DEG C of column temperature, and flow is 1.57-4.18mL/ minute, when time of contact is 1-2 small, is placed reaction liquid into point
It is layered in liquid funnel, takes upper liquid, upper liquid is used to the quality of the water washing of 50-60 DEG C of temperature, upper liquid and slurry
Than for 1：(5-10), the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight, placement 10-20 are added in upper liquid after washing
After minute, using 300-500 mesh filter-cloth filterings, filtrate is done under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature
When dry 1-2 is small, secondary esterification products are obtained.
The lipase be selected from Mucor miehei immobilised enzymes, Chiralzyme IM-100 immobilised enzymes,
One or more in Novozym435 immobilised enzymes.Preferably, the lipase is Chiralzyme IM-100 immobilised enzymes
With the mixture of Novozym435 immobilised enzymes, wherein Chiralzyme IM-100 immobilised enzymes and Novozym435 immobilizations
The weight ratio of enzyme is 1：(1.5-2).
Grease deodorized distillate of the present invention can be soybean oil deodorizer distillate, rapeseed oil deodorized distillate, peanut
Oily deodorization distillate or Palm fatty acid distillates.
The extraction process of high quality vitamin E of the present invention, simple process is feasible, and extraction efficiency is high, obtained dimension life
Plain E can be widely used as the nutritional supplement and antioxidant of medicine, cosmetics and food industry.
Embodiment
The present invention is further illustrated below by the mode of embodiment, but does not therefore limit the present invention to the reality
Apply among a scope.The experimental method of actual conditions is not specified in the following example, according to conventional methods and conditions, or according to business
Product specification selects.
In following embodiments,
Soybean deodorized sludge, purchased from East Sea grain and oil (Zhangjiagang) Co., Ltd.
Scraped film evaporator, purchased from Hangzhou Hang Sheng mechanical equipments Co., Ltd, model LG-8.
Wiped-film still, purchased from Shanghai Da Feng glass apparatus factory, model FMD-100.
Novozym435 immobilised enzymes, purchased from Novozymes Company of Denmark, enzyme activity 10000plu/g.Highly acidic cation
Exchanger resin, purchased from Shanghai Kai Ping resins Co., Ltd, model D001.
Methanol, the specific absolute methanol provided using Shanghai Hu Yue Chemical Industry Science Co., Ltd.
Fixed bed reactors, purchased from Wuxi City Long Hu landification equipments Co., Ltd, model LHSH-018, the bed of fixed bed
Layer internal diameter is 1.56cm, resin filling height 88-96cm.
Chiralzyme IM-100 immobilised enzymes, purchased from Novozymes Company of Denmark, enzyme activity 10000plu/g.
Embodiment 1
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, it is water-soluble for 98% sulfuric acid to add methanol and mass fraction
The volume mass of liquid, methanol and soybean deodorized sludge is than 1.4：1 (mL/g), aqueous sulfuric acid weight are soybean deodorized sludge
The 0.03% of weight, is uniformly mixed, in temperature 60 C using rotating speed for 150 revs/min of stirrings react 4 it is small when, place reaction liquid into point
It is layered in liquid funnel, takes upper liquid, upper liquid is used to the water washing of temperature 60 C, the mass ratio of upper liquid and slurry is
1：10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, is placed after twenty minutes, using 300 mesh
Filter-cloth filtering, by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtains esterification products；
(3) esterification products, then using 300 mesh filter-cloth filterings, are collected into filtrate when 5 DEG C of placements 24 are small；
(4) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 2
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, it is water-soluble for 98% sulfuric acid to add methanol and mass fraction
The volume mass of liquid, methanol and soybean deodorized sludge is than 1.4：1 (mL/g), aqueous sulfuric acid weight are soybean deodorized sludge
The 0.03% of weight, is uniformly mixed, in temperature 60 C using rotating speed for 150 revs/min of stirrings react 4 it is small when, place reaction liquid into point
It is layered in liquid funnel, takes upper liquid, upper liquid is used to the water washing of temperature 60 C, the mass ratio of upper liquid and slurry is
1：10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, is placed after twenty minutes, using 300 mesh
Filter-cloth filtering, by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtains esterification products；
(3) esterification products are weighed in reaction vessel, add the volume mass of methanol and sodium methoxide, methanol and esterification products
Than for 0.8：1 (mL/g), sodium methoxide weight be esterification products weight 0.05%, be uniformly mixed, in temperature 70 C using rotating speed as
When 150 revs/min of stirring reactions 2 are small, after reaction, the aqueous hydrochloric acid solution that mass fraction is 5%, aqueous hydrochloric acid solution and first are added
The weight ratio of sodium alkoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, by upper liquid using temperature
The mass ratio of the water washing of 70 DEG C of degree, upper liquid and slurry is 1：10, upper liquid weight is added in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of amount, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum 0.06MPa, temperature
When drying 1 is small under conditions of 50 DEG C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 3
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) storng-acid cation exchange resin is loaded and is fixed as catalyst using storng-acid cation exchange resin
In the reaction column of bed, methanol and grease deodorized distillate are mixedly configured into the weight of reaction solution, methanol and grease deodorized distillate
Amount is than being 2：1, reaction solution is passed through reaction column from bottom to top with metering pump, reaction column temperature is 60 DEG C, and flow is 1.57mL/ points
Clock, time of contact are 60 minutes, place reaction liquid into separatory funnel and are layered, take upper liquid, upper liquid is used temperature 60 C
Water washing, the mass ratio of upper liquid and slurry is 1：10,0.3 times of upper liquid weight is added in upper liquid after washing
Anhydrous sodium sulfate, place after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum 0.06MPa, temperature 50 C
Under the conditions of it is dry 1 it is small when, obtain esterification products；
(3) esterification products are weighed in reaction vessel, add the volume mass of methanol and sodium methoxide, methanol and esterification products
Than for 0.8：1 (mL/g), sodium methoxide weight be esterification products weight 0.05%, be uniformly mixed, in temperature 70 C using rotating speed as
When 150 revs/min of stirring reactions 2 are small, after reaction, the aqueous hydrochloric acid solution that mass fraction is 5%, aqueous hydrochloric acid solution and first are added
The weight ratio of sodium alkoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, by upper liquid using temperature
The mass ratio of the water washing of 70 DEG C of degree, upper liquid and slurry is 1：10, upper liquid weight is added in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of amount, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum 0.06MPa, temperature
When drying 1 is small under conditions of 50 DEG C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 4
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, add methanol and Novozym435 immobilised enzymes, methanol with
Soybean deodorized sludge and volume mass than 0.3：1 (mL/g), Novozym435 immobilised enzymes addition are 70plu/g soya-bean oil
Deodorization distillate, is uniformly mixed, and when temperature 60 C is small as 150 revs/min of stirring reactions 4 using rotating speed, places reaction liquid into liquid separation
It is layered in funnel, takes upper liquid, upper liquid is used to the water washing of temperature 60 C, the mass ratio of upper liquid and slurry is 1：
10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, places after twenty minutes, is filtered using 300 mesh
Cloth filters, and by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtains esterification products；
(3) esterification products are weighed in reaction vessel, add the volume mass of methanol and sodium methoxide, methanol and esterification products
Than for 0.8：1 (mL/g), sodium methoxide weight are the 0.05% of esterification products weight, are uniformly mixed, and are reacted in temperature 70 C to turn
When speed is that 150 revs/min of stirrings 2 are small, after reaction, the aqueous hydrochloric acid solution that mass fraction is 5%, aqueous hydrochloric acid solution and first are added
The weight ratio of sodium alkoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, by upper liquid using temperature
The mass ratio of the water washing of 70 DEG C of degree, upper liquid and slurry is 1：10, upper liquid weight is added in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of amount, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum 0.06MPa, temperature
When drying 1 is small under conditions of 50 DEG C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 5
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, add methanol and Novozym435 immobilised enzymes, methanol with
The volume mass of soybean deodorized sludge is than 0.3：1 (mL/g), Novozym435 immobilised enzymes addition take off for 70plu/g soya-bean oil
Smelly distillate, is uniformly mixed, and when temperature 60 C is small as 150 revs/min of stirring reactions 3 using rotating speed, places reaction liquid into liquid separation leakage
It is layered in bucket, takes upper liquid, upper liquid is used to the water washing of temperature 60 C, the mass ratio of upper liquid and slurry is 1：
10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, places after twenty minutes, is filtered using 300 mesh
Cloth filters, and by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtains an esterification products；Using
Storng-acid cation exchange resin is fitted into the reaction column of fixed bed, incites somebody to action as catalyst by storng-acid cation exchange resin
Methanol and an esterification products are mixedly configured into reaction solution, and the weight ratio of methanol and an esterification products is 2：1, reaction solution is used
Metering pump is passed through reaction column, reaction column temperature 60 C from bottom to top, and flow is 1.57mL/ minutes, will when time of contact is 1 small
Reaction solution is placed in separatory funnel and is layered, and takes upper liquid, and upper liquid is used to the water washing of temperature 60 C, and upper liquid is used with washing
The mass ratio of water is 1：10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, is placed 20 minutes
Afterwards, using 300 mesh filter-cloth filterings, by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtain secondary
Esterification products；
(3) secondary esterification products are weighed in reaction vessel, add methanol and sodium methoxide, methanol and secondary esterification products
Volume mass ratio is 0.8：1 (mL/g), sodium methoxide weight are the 0.05% of secondary esterification products weight, are uniformly mixed, in temperature
70 DEG C using rotating speed as 150 revs/min stirring reaction 2 it is small when, after reaction, add mass fraction be 5% aqueous hydrochloric acid solution, salt
The weight ratio of aqueous acid and sodium methoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, will
Upper liquid uses the water washing of temperature 70 C, and the mass ratio of upper liquid and slurry is 1：10, in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of upper liquid weight is added, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum
When drying 1 is small under conditions of 0.06MPa, temperature 50 C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 6
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, add methanol and Chiralzyme IM-100 immobilizations
The volume mass of enzyme, methanol and soybean deodorized sludge is than 0.3：1 (mL/g), Chiralzyme IM-100 immobilised enzymes add
Measure as 70plu/g soybean deodorized sludges, be uniformly mixed, when temperature 60 C reaction is small for 150 revs/min of stirrings 3 using rotating speed, general
Reaction solution is placed in separatory funnel and is layered, and takes upper liquid, and upper liquid is used to the water washing of temperature 60 C, and upper liquid is used with washing
The mass ratio of water is 1：10, the anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, is placed 20 minutes
Afterwards, using 300 mesh filter-cloth filterings, by filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, obtain once
Esterification products；Using storng-acid cation exchange resin as catalyst, storng-acid cation exchange resin is loaded into fixed bed
Reaction column in, methanol and an esterification products are mixedly configured into reaction solution, the weight ratio of methanol and an esterification products is
2：1, reaction solution is passed through reaction column, reaction column temperature 60 C from bottom to top with metering pump, flow is 1.57mL/ minutes, contact
When time is 1 small, places reaction liquid into separatory funnel and be layered, take upper liquid, upper liquid is used to the water washing of temperature 60 C,
The mass ratio of upper liquid and slurry is 1：10, the anhydrous sulphur of 0.3 times of upper liquid weight is added in upper liquid after washing
Sour sodium, places after twenty minutes, using 300 mesh filter-cloth filterings, filtrate is done under conditions of vacuum 0.06MPa, temperature 50 C
It is dry 1 it is small when, obtain secondary esterification products；
(3) secondary esterification products are weighed in reaction vessel, add methanol and sodium methoxide, methanol and secondary esterification products
Volume mass ratio is 0.8：1 (mL/g), sodium methoxide weight are the 0.05% of secondary esterification products weight, are uniformly mixed, in temperature
70 DEG C using rotating speed as 150 revs/min stirring reaction 2 it is small when, after reaction, add mass fraction be 5% aqueous hydrochloric acid solution, salt
The weight ratio of aqueous acid and sodium methoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, will
Upper liquid uses the water washing of temperature 70 C, and the mass ratio of upper liquid and slurry is 1：10, in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of upper liquid weight is added, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum
When drying 1 is small under conditions of 0.06MPa, temperature 50 C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Embodiment 7
The extraction process of high quality vitamin E, comprises the following steps：
(1) soybean deodorized sludge is located using scraped film evaporator under conditions of 110 DEG C of temperature, vacuum 0.1MPa
Reason 40 minutes；
(2) weigh soybean deodorized sludge to be placed in reactor, add methanol and lipase, methanol is distillated with soya-bean oil deodorization
The volume mass of thing is than 0.3：1 (mL/g), lipase addition are 70plu/g soybean deodorized sludges, and the lipase is
Chiralzyme IM-100 immobilised enzymes and Novozym435 immobilised enzymes are using weight ratio as 1：The mixture of 1.5 compositions, mixing
Uniformly, when temperature 60 C is small as 150 revs/min of stirring reactions 3 using rotating speed, place reaction liquid into separatory funnel and be layered, take
The mass ratio of layer liquid, the water washing by upper liquid using temperature 60 C, upper liquid and slurry is 1：10, after washing upper
The anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in layer liquid, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in
When drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, an esterification products are obtained；Exchanged using highly acidic cation
Storng-acid cation exchange resin is fitted into the reaction column of fixed bed as catalyst, methanol and once esterification is produced by resin
Thing is mixedly configured into reaction solution, and the weight ratio of methanol and an esterification products is 2：1, reaction solution metering pump is led to from bottom to top
Enter reaction column, reaction column temperature 60 C, flow is 1.57mL/ minutes, when time of contact is 1 small, places reaction liquid into liquid separation leakage
It is layered in bucket, takes upper liquid, upper liquid is used to the water washing of temperature 60 C, the mass ratio of upper liquid and water is 1：10, washing
The anhydrous sodium sulfate of 0.3 times of upper liquid weight is added in upper liquid after washing, is placed after twenty minutes, using 300 mesh filter-cloth filterings,
By filtrate when drying 1 is small under conditions of vacuum 0.06MPa, temperature 50 C, secondary esterification products are obtained；
(3) secondary esterification products are weighed in reaction vessel, add methanol and sodium methoxide, methanol and secondary esterification products
Volume mass ratio is 0.8：1 (mL/g), sodium methoxide weight are the 0.05% of secondary esterification products weight, are uniformly mixed, in temperature
70 DEG C using rotating speed as 150 revs/min stirring reaction 2 it is small when, after reaction, add mass fraction be 5% aqueous hydrochloric acid solution, salt
The weight ratio of aqueous acid and sodium methoxide is 0.9：1, mixed liquor is placed in separatory funnel after mixing and is layered, takes upper liquid, will
Upper liquid uses the water washing of temperature 70 C, and the mass ratio of upper liquid and water is 1：10, add in upper liquid after washing
The anhydrous sodium sulfate of 0.3 times of layer liquid weight, is placed after twenty minutes, using 300 mesh filter-cloth filterings, by filtrate in vacuum
When drying 1 is small under conditions of 0.06MPa, temperature 50 C, transesterification product is obtained；
(4) transesterification product, then using 300 mesh filter-cloth filterings, is collected into filtrate when 5 DEG C of placements 24 are small；
(5) filtrate is used into wiped-film still molecular distillation, single flash temperature is 110 DEG C, second distillation temperature
Spend for 150 DEG C, distillation pressure 0.1Pa, when feed rate is 90mL/ small, blade applicator rotating speed is 150 revs/min, obtains dimension life
Plain E.
Test case 1
Content of vitamin E measure is carried out with reference to GB/T 5009.82-2003.The calculation formula of vitamin E retention rate is：Protect
Stay the amount that rate=(m1 × c1)/(m2 × c2) × 100%, m1 is product, g；C1 be product in vitamin E content, %；M2 is
The amount of raw material, g；C2 be raw material in vitamin E content, %.Specific test result is shown in Table 1.
Table 1：Vitamin E retention rate test result table
Test case 2
The physicochemical property of the vitamin E of embodiment 1-7 is measured, test index has ash content, diopter, acid value and again
Tenor.
The measure of ash content：Clean porcelain crucible is put into Muffle furnace, when 500-600 DEG C of calcination 0.5 is small, is cooled to
After 200 DEG C, it is drawn off, is put into after being cooled to room temperature in drier with crucible tongs, is precisely weighed Wo；Vitamin E 2-5g is taken,
It is put into crucible, weigh W1, and crucible is moved in Muffle furnace, and it is in canescence to be ashed in 525 DEG C of calcinations to sample, is cooled to 200
After DEG C, crucible is taken out with crucible tongs, is put into drier and is cooled to room temperature, be precisely weighed, then when calcination 1 is small, is cooled to 200 DEG C
Afterwards, weigh, difference of weighing twice is no more than 0.5mg, is constant weight W2.Ash content is calculated as follows：Coarse ash %=(mono- Wo of W2)/
(mono- Wo of W1) × 100%.Muffle furnace is purchased from Suzhou east of a river precision instrument Co., Ltd, model SX2-4-10.
The measure of diopter：Carried out with reference to GB/T 5527-85 methods, test equipment is had using Shanghai Ping Xuan scientific instrument
The A Beishi refractometers for the model WYA-2S that limit company provides.
The measure of acid value：Carried out with reference to GB5530-85, specific method is as follows：Weigh vitamin E 3-5g (W) injection tapers
In bottle, ether is added：Ethanol volume ratio 2：The mix reagent 50ml of 1 composition, shake dissolve sample, then add three drop phenolphthalein instructions
Agent, is not disappeared with 0.lmol/L alkali-titrations to there is blush in 30s, writes down the lye milliliter number (V) of consumption.
The measure of content of beary metal：Carried out with reference to GB/T 9758.1-1988 methods.
Specific test result is shown in Table 2.
Table 2：Vitamin E physicochemical property test result table
Test case 3
The lipid-lowering effect of the vitamin E of embodiment 1-7 is tested.Selection male SD rat (is purchased from, weight 200
± 5g, is provided by Suzhou gires prestige bio tech ltd.Experiment mice is randomly divided into Normal group and experimental group, often
Group 10.All test mices first feed basal feed 3 days, make adaptability raising；Except Normal group continues to feed basal feed
Outside, remaining group feeds high lipid food, consisting of：Basal feed 82.5%, lard 15%, cholesterol 2%, NaTDC
0.5%.The daily gavage 0.1mL physiological saline of Normal group, experimental group feed 38mg vitamin Es, help with 0.1mL physiology daily
Brine is taken, and experimental period is 45 days.After raising, when each group mouse empty stomach 5 is small, eye socket takes blood, centrifuges serum in time,
In case measure is used.
The measure of serum cholesterol (TC)：CHOD-PAP methods.Cholesterol Kit is purchased from the glad biotechnology research of Shanghai section
Institute.
The measure of serum triglyceride (TG)：GK-GPO-PAP methods.Triglyceride reagent box is purchased from the glad biological skill of Shanghai section
Art research institute.
The measure of Serum MDA (MDA)：TBA methods.Malondialdehyde Kit builds up Bioengineering Research Institute purchased from Nanjing.
Specific test result is shown in Table 3.
Table 3：Lipid-lowering effect test result table
It is seen from the above data that the vitamin E retention rate of embodiment 2 is improved relative to embodiment 1, this is general
It is due to that free fatty in embodiment 1 in grease deodorized distillate is all converted into the relatively low aliphatic acid of relative boiling point substantially
Methyl esters, but glyceride esterification yield present in grease deodorized distillate is low, still exists with glyceride form, this is unfavorable for later
The removing of sterol and fatty acid methyl ester；Embodiment 2 turns to fatty acid methyl ester using sulphuric acid catalysis fatty acid ester, due to the concentrated sulfuric acid
Strong oxidizing property and highly acid, during the reaction easily occur carburizing reagent so that obtained vitamin E quality is relatively
Difference；Embodiment 3 makees catalyst using storng-acid cation exchange resin, and reaction condition is gentle, and side reaction is few, product postprocessing letter
Single, catalyst is easily separated with product, but catalytic efficiency is relatively low；Embodiment 4 uses enzymatic isolation method, the yield and quality of vitamin E
Make moderate progress.But since esterification is reversible reaction, it is esterified in reaction process and hydrolysis is carried out at the same time, with anti-
The progress answered, esterification products and generation water in reaction system gradually increase, and reach balance with esterification, embodiment 5 uses
Secondary esterification, on the premise of vitamin E quality is ensured so that esterification fully carries out.
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with
Modification, should all belong to the covering scope of the present invention.
Claims (9)
1. a kind of extraction process of high quality vitamin E, it is characterised in that comprise the following steps：
(1) moisture in grease deodorized distillate is removed；
(2) free fatty in grease deodorized distillate is esterified；
(3) sterol is removed；
(4) fatty acid methyl ester is removed.
2. the extraction process of high quality vitamin E according to claim 1, it is characterised in that comprise the following steps：
(1) moisture in grease deodorized distillate is removed：By grease deodorized distillate using scraped film evaporator in temperature 100-
110 DEG C, handle 30-40 minutes under conditions of vacuum 0.1-0.2MPa；
(2) free fatty in grease deodorized distillate is esterified：Free fatty in grease deodorized distillate is converted
For free fatty acid methyl esters, esterification products are obtained；
(3) sterol is removed：By esterification products when 5-10 DEG C of placement 16-24 is small, then using 300-500 mesh filter-cloth filterings, receive
Collect filtrate；
(4) fatty acid methyl ester is removed：Filtrate is used into wiped-film still molecular distillation, single flash temperature is 110-
130 DEG C, second distillation temperature is 140-160 DEG C, distillation pressure 0.1-0.2Pa, when feed rate is 80-100mL/ small, is scraped
Diaphragm rotating speed is 120-150 revs/min, obtains vitamin E.
3. the extraction process of high quality vitamin E according to claim 1, it is characterised in that comprise the following steps：
(1) moisture in grease deodorized distillate is removed：By grease deodorized distillate using scraped film evaporator in temperature 100-
110 DEG C, handle 30-40 minutes under conditions of vacuum 0.1-0.2MPa；
(2) free fatty in grease deodorized distillate is esterified：Free fatty in grease deodorized distillate is converted
For free fatty acid methyl esters, esterification products are obtained；
(3) it is glyceride is transesterification：Esterification products are weighed in reaction vessel, add methanol and sodium methoxide, methanol is produced with esterification
The volume mass ratio of thing is (0.7-1)：1 (mL/g), sodium methoxide weight are the 0.05-0.06% of esterification products weight, and mixing is equal
Even, when temperature is 65-75 DEG C small as 100-150 revs/min of stirring reaction 1-3 using rotating speed, after reaction, adding mass fraction is
The weight ratio of the aqueous hydrochloric acid solution of 5-10%, aqueous hydrochloric acid solution and sodium methoxide is (0.8-0.9)：1, mixed liquor is placed in after mixing
It is layered in separatory funnel, takes upper liquid, upper liquid is used to the matter of the water washing of 65-75 DEG C of temperature, upper liquid and slurry
Amount is than being 1：(5-10), the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight, placement 10- are added in upper liquid after washing
After twenty minutes, using 300-500 mesh filter-cloth filterings, by filtrate under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature
When drying 1-2 is small, transesterification product is obtained；
(4) sterol is removed：By transesterification product in 5-10 DEG C place 16-24 it is small when, then using 300-500 mesh filter-cloth filterings,
Collect filtrate；
(5) fatty acid methyl ester is removed：Filtrate is used into wiped-film still molecular distillation, single flash temperature is 110-
130 DEG C, second distillation temperature is 140-160 DEG C, distillation pressure 0.1-0.2Pa, when feed rate is 80-100mL/ small, is scraped
Diaphragm rotating speed is 120-150 revs/min, obtains vitamin E.
4. the extraction process of the high quality vitamin E according to Claims 2 or 3, it is characterised in that by oil in step (2)
In fat deodorization distillate free fatty esterification detailed process be：Weigh grease deodorized distillate to be placed in reactor, add
Enter the volume mass ratio (1.3- of the aqueous sulfuric acid of methanol and mass fraction for 75-98%, methanol and grease deodorized distillate
1.5)：1 (mL/g), aqueous sulfuric acid weight are the 0.03-0.04% of grease deodorized distillate weight, are uniformly mixed, in temperature
60-70 DEG C using rotating speed as 100-150 revs/min stirring reaction 2-4 it is small when, place reaction liquid into separatory funnel and be layered, take upper strata
The mass ratio of liquid, the water washing by upper liquid using 60-70 DEG C of temperature, upper liquid and slurry is 1：(5-10), is being washed
The anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight is added in upper liquid afterwards, after placing 10-20 minutes, using 300-500 mesh
Filter-cloth filtering, by filtrate when dry 1-2 is small under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature, obtains esterification production
Thing.
5. the production method of the vitamin E according to Claims 2 or 3, it is characterised in that by grease deodorization in step (2)
In distillate free fatty esterification detailed process be：, will be strong using storng-acid cation exchange resin as catalyst
Acid cation exchange resin is fitted into the reaction column of fixed bed, and methanol and grease deodorized distillate are mixedly configured into reaction
The weight ratio of liquid, methanol and grease deodorized distillate is (1.5-2.5)：1, reaction solution is passed through reaction with metering pump from bottom to top
Column, reacts 50-60 DEG C of column temperature, and flow is 1.57-4.18mL/ minute, when time of contact is 1-2 small, is placed reaction liquid into point
It is layered in liquid funnel, takes upper liquid, upper liquid is used to the quality of the water washing of 50-60 DEG C of temperature, upper liquid and slurry
Than for 1：(5-10), the anhydrous sodium sulfate of 0.2-0.3 times of upper liquid weight, placement 10-20 are added in upper liquid after washing
After minute, using 300-500 mesh filter-cloth filterings, filtrate is done under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature
When dry 1-2 is small, esterification products are obtained.
6. the extraction process of the high quality vitamin E according to Claims 2 or 3, it is characterised in that by oil in step (2)
In fat deodorization distillate free fatty esterification detailed process be：Weigh grease deodorized distillate to be placed in reactor, add
Enter the volume mass ratio (0.25-0.35) of methanol and lipase, methanol and grease deodorized distillate：1 (mL/g), lipase add
Measure as 60-80plu/g grease deodorized distillates, be uniformly mixed, in 50-60 DEG C of temperature using rotating speed for 100-150 revs/min of stirring instead
When answering 3-8 small, place reaction liquid into separatory funnel and be layered, take upper liquid, upper liquid is used to the washing of 50-60 DEG C of temperature
Wash, the mass ratio of upper liquid and slurry is 1：(5-10), upper liquid weight 0.2-0.3 is added in upper liquid after washing
Anhydrous sodium sulfate again, after placing 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in vacuum 0.06-
When drying 1-2 is small under conditions of 0.07MPa, 50-60 DEG C of temperature, esterification products are obtained.
7. the extraction process of the high quality vitamin E according to Claims 2 or 3, it is characterised in that by oil in step (2)
Free fatty acids in fat deodorization distillate are divided into carry out twice, and detailed process is：Grease deodorized distillate is weighed to be placed in
In reactor, the volume mass ratio (0.25-0.35) of methanol and lipase, methanol and grease deodorized distillate is added：1(mL/
G), lipase addition is 60-80plu/g grease deodorized distillates, is uniformly mixed, in 50-60 DEG C of temperature using rotating speed as 100-
When 150 revs/min of stirring reaction 3-8 are small, place reaction liquid into separatory funnel and be layered, take upper liquid, added in upper liquid
The anhydrous sodium sulfate of 0.2-0.3 times of layer liquid weight, after placement 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in
When drying 1-2 is small under conditions of vacuum 0.06-0.07MPa, 50-60 DEG C of temperature, an esterification products are obtained；Then using strong
Storng-acid cation exchange resin is fitted into the reaction column of fixed bed, by first by acid cation exchange resin as catalyst
Alcohol and an esterification products are mixedly configured into reaction solution, and the mass ratio of methanol and an esterification products is (1.5-2.5)：1, will be anti-
Answer liquid to be passed through reaction column from bottom to top with metering pump, react 50-60 DEG C of column temperature, flow is 1.57-4.18mL/ minutes, contact
When time is 1-2 small, places reaction liquid into separatory funnel and be layered, take upper liquid, upper liquid is used to the water of 50-60 DEG C of temperature
The mass ratio of washing, upper liquid and slurry is 1：(5-10), upper liquid weight 0.2- is added in upper liquid after washing
0.3 times of anhydrous sodium sulfate, after placing 10-20 minutes, using 300-500 mesh filter-cloth filterings, by filtrate in vacuum 0.06-
When drying 1-2 is small under conditions of 0.07MPa, 50-60 DEG C of temperature, secondary esterification products are obtained.
8. the extraction process of high quality vitamin E according to claim 7, it is characterised in that the lipase is selected from institute
State lipase and be selected from Mucor miehei immobilised enzymes, Chiralzyme IM-100 immobilised enzymes, Novozym435 immobilised enzymes
In one or more.
9. the extraction process of the high quality vitamin E according to any one of claim 1-8, it is characterised in that the oil
Fat deodorization distillate is soybean oil deodorizer distillate, rapeseed oil deodorized distillate, peanut oil deodorization distillate or palm oil are deodorized
Distillate.
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