CN109046287A - A method of utilizing safrole in molecularly imprinted polymer removal nutmeg essential oil - Google Patents
A method of utilizing safrole in molecularly imprinted polymer removal nutmeg essential oil Download PDFInfo
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- CN109046287A CN109046287A CN201811031093.9A CN201811031093A CN109046287A CN 109046287 A CN109046287 A CN 109046287A CN 201811031093 A CN201811031093 A CN 201811031093A CN 109046287 A CN109046287 A CN 109046287A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/02—Recovery or refining of essential oils from raw materials
- C11B9/022—Refining
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Abstract
The invention discloses a kind of methods using safrole in molecularly imprinted polymer removal nutmeg essential oil, the molecular engram is the technology for being used to prepare the synthetic polymer of the recognition site containing certain target molecules, this is by realizing functional monomer and cross-linking monomer and copolymerization, function monomer specifically arranges around molecular template, and it is then secured in place by usually highly cross-linked polymerization, after polymerization, molecular template is extracted from polymer, disclose Complementary binding sites, it allows target molecule to recombine, there is very high specificity in many cases, it is suitable with antibody, it is useful for removing safrole from nutmeg essential oil using molecular imprinting technology, therefore natural flavor and flavor of the property of the can choose removal safrole, 1-ally-3,4-methy-lene dioxy benzene without changing nutmeg essential oil.
Description
Technical field
The present invention relates to the separation materials of natural products or bioactive ingredients to synthesize field, more particularly, to a kind of utilization
Molecularly imprinted polymer removes the method and application of safrole in nutmeg essential oil.
Background technique
Nutmeg is a kind of oval seed of brown of grey, is the fragrance for food, and nutmeg essential oil is to pass through distillation
The production of biltong cardamom.The main component of nutmeg essential oil is vincaleukoblastinum, australene, nopinene, limonene myristicin, elemi
Element, eugenol, isoeugenol and safrole, use of the safrole in food are restricted due to its relevant toxicity,
Forbid using safrole in human foods, safrole is described as the cause of mouse and rat by international cancer research institution (IARC)
Cancer substance, and may be carcinogenic to the mankind.International fragrance association has forbidden safrole being used as fragrance component, and limits using yellow camphor tree
The consumer products of element are no more than 0.01.
Molecular imprinting is the Development Technology for being used to prepare the synthetic polymer of the recognition site containing certain target molecules, molecule
Trace is realized by copolymerizing functional monomers in the presence of target molecule and cross-linking monomer, is used as molecular template, function monomer
Specificity is arranged in around molecular template, is then held in place by the way that polymerization progress is usually highly cross-linked, after polymerization,
Molecular template is extracted from polymer, discloses Complementary binding sites, allows target molecule to recombine, has in many cases
There is very high specificity, it is suitable with antibody.
The fragrance of nutmeg essential oil is the unique combination of the various flavor substances of specific quantity, what is desired is that a kind of from Pork and beans
The method that safrole is removed in cool essential oil and other compositions, it is especially a kind of preferably to remove safrole and keep nutmeg simultaneously
The method of the fragrance and flavor of essential oil.
Summary of the invention
Technical problem to be solved by the present invention lies in a kind of using yellow in molecularly imprinted polymer removal nutmeg essential oil
The method of camphor tree element, the fragrance and flavor for enabling nutmeg essential oil are by people's normal use.
To solve the above problems, a kind of method using safrole in molecularly imprinted polymer removal nutmeg essential oil, packet
Include following steps:
S1. 10% dihydrofuran, 20% acrylamide and 70% ethylene glycol dimethacrylate are mixed into shape
At the mixture of dihydrofuran, acrylamide and ethylene glycol dimethacrylate；
S2. gained mixture is diluted with 90% ethyl alcohol, obtains dilute solution；
S3. above-mentioned dilute solution is eluted into solution by freezing and thawing repeatedly；
S4. azodiisobutyronitrile is added as initiator, mixture is heated 3 hours at 60 DEG C, polymerization reaction occurs, and
It is continuously purged with nitrogen stream in the course of the polymerization process, obtains Crosslinked Macroporous polymer；
S5. obtained Crosslinked Macroporous polymer is ground and is sieved, collect the part that granularity is 45-100 μm；
S6. above-mentioned particle is handled 12 hours with 90% ethyl alcohol at room temperature in an oscillator, in this process, about
99% dihydrofuran is released from polymer, molecularly imprinted polymer is obtained, then by molecularly imprinted polymer 60
It is dry at DEG C；
S6. will molecularly imprinted polymer be added mace oil in, be stirred at room temperature incubation 1 hour, wherein cardamom oil with
The ratio of molecularly imprinted polymer is 10:3；
S7 is decanted off mace oil by obtained mixture centrifugal treating and from mixture, obtains the pure of first time fraction
Change mace oil；
S7. obtained purified nutmeg oil is heated 2 hours at 80 DEG C with nitrogen stream, wherein nitrogen stream mace oil
Saturated with vapor extracts mace oil with ether, by distillation and concentration acquired solution to remove then by active carbon from active carbon
Ether is removed to provide the mace oil of purifying；
S8. it is small the molecularly imprinted polymer containing safrole with 90% ethyl alcohol to be washed 12 at room temperature in an oscillator
When, polymer is separated from solution, and polymer is dry at 60 DEG C.
Specifically, wherein the acrylamide includes the alkenyl with the side group comprising amide functional group.
Specifically, acrylamide is as monomer, dihydrofuran is as template molecule, ethylene glycol dimethacrylate conduct
Crosslinking agent, azodiisobutyronitrile is as initiator, wherein template molecule, function monomer, crosslinking agent amount ratio be 1:2:7.
The present invention is directed to the problem for being difficult to efficiently remove safrole in nutmeg essential oil in the prior art, provides one kind
Using the method for safrole in molecularly imprinted polymer removal nutmeg essential oil, which be used to prepare containing certain targets
The technology of the synthetic polymer of the recognition site of molecule, this is by making function in the presence of the target molecule as molecular template
Monomer and cross-linking monomer copolymerization and realize, function monomer specifically arranges around molecular template, and then by logical
Often highly cross-linked polymerization is secured in place, and after polymerization, molecular template is extracted from polymer, discloses complementary bound site
Point allows target molecule to recombine, and has very high specificity in many cases, suitable with antibody, uses molecule
It is useful that engram technology removes safrole from nutmeg essential oil, therefore the property of can choose removal safrole, 1-ally-3,4-methy-lene dioxy benzene is without changing Pork and beans
The natural flavor and flavor of cool essential oil.
Specific embodiment
Clear, complete description will be carried out to technical solution of the present invention below, it is clear that described embodiment is this hair
Bright a part of the embodiment, instead of all the embodiments.Based on the embodiments of the present invention, those of ordinary skill in the art exist
Every other embodiment obtained under the premise of creative work is not made, shall fall within the protection scope of the present invention.
In the present invention, it is to be understood that term (methyl) acrylic acid " be methacrylic acid or acrylic acid or it is mixed
Object is closed, term " (methyl) acrylate " is or mixtures thereof methacrylate or acrylate, as used herein, term
" acrylate " refers to H2C=CHCO2R, and wherein R is alkyl, aryl, alkaryl or aralkyl, unless otherwise stated, originally
The term alkyl that text uses refers to the saturated straight chain, branch or cricoid primary, secondary or tertiary hydrocarbon of C1-C10, and specifically includes first
Base, ethyl, propyl, isopropyl, butyl, isobutyl group, tert-butyl, amyl, cyclopenta, isopentyl, neopentyl, hexyl, isohesyl,
Cyclohexyl and cyclohexyl methyl, the alkyl can optionally be replaced with any desired part, and the part includes but unlimited
In selected from hydroxyl, amino, alkyl amino, arylamino, alkoxy, aryloxy group, nitro, cyano, sulfonic acid, sulfate radical and phosphoric acid
One or more parts, term " alkaryl " refer to the alkyl with aryl substituent, and as used herein, term " halogen " includes
Chlorine, bromine, iodine and fluorine；
Term mentioned by this paper " alkenyl " refers to the C2 at least one double bond to C10's unless otherwise indicated
Straight chain, branched-chain hydrocarbons.
As mentioned in this article, unless otherwise indicated, term " vinyl " refers to the terminal double bond of formula H2C=CH-；
Term " purifying " for describing compound refers to that wherein undesirable compound has partially or completely been removed
Compound or composition.The compound or composition of purifying contain than unpurified compound (one or more) compound or
Composition；
Term " identification molecule " refers to be identified and molecule in connection by specific molecularly imprinted polymer, identifies molecule
It can be identical as the target molecule of given molecularly imprinted polymer；
Term " template molecule " refers to any kind of the moulding process that can be used in preparing molecularly imprinted polymer of the present invention
The entity of class, template molecule are to be included in polymer and formed " marking " in the course of the polymerization process, and the marking includes many small-sized hidden
Nest, shape and interested complementary element, it is preferable to use the template molecules of purifying for template molecule；
Term " crosslinking agent " is to be formed a polymer chain being connected to being total to for another polymer chain in the course of the polymerization process
The monomer of valence link, crosslinking agent are known to the skilled in the art, including two functions, trifunctional and tetrafunctional acrylate or first
Base acrylate, divinylbenzene, aklylene glycol and polyalkylene glycol diacrylate, preferred crosslinking agent are ethylene glycol
Dimethylacrylate；
Term " initiator " can be used for causing monomer polymerization, initiator include thermal initiator, ultraviolet light, gamma radiation, can
Light-exposed or chemical means, initiator are preferably azodiisobutyronitrile, and the dosage of initiator is more preferably less than 3% left side of monomer weight
The right side, in addition crosslinking agent, more preferably less than 2% or so of weight, are preferably even less than the 1% of weight.Although it is preferred that free radical polymerization,
But it also can choose the monomer of cation or anionic polymerisation, should select will not be to the polymerization item that template molecule has an adverse effect
Part, monomer used in polymerization process can have identical or different degree of functionality
Term " essential oil " refers to that the concentration hydrophobic liquid containing the volatile aroma compounds from plant extract, essential oil are to wave
Hair property oil, has the characteristic odor or flavor of the plant for obtaining it, can be extracted by solvent distillation, from wherein extraction plant essence
China, term " mace oil " refer to that the ethereal oil obtained from nutmeg, essential oil are obtained by grinding myristic steam distillation
, which is colourless or light yellow and nutmeg taste and taste；
In one embodiment of the invention, the method for the molecularly imprinted polymer in conjunction with safrole is provided, is provided
Template molecule, due to the allyl side chain that may occur in the course of the polymerization process, is formed with preparing such molecularly imprinted polymer
Irreversible covalent bond, therefore be not suitable as template molecule as the aromatic compound containing allyl side chain, it is another with
The related compound of safrole is the dihydrofuran with saturated side chains, and dihydrofuran is a kind of suitable for Non-covalent molecular trace
Template molecule because it will not enter polymerization reaction, due to dihydrosafrole, isosafrole and safrole are chemically and physically
Property is similar, and same molecularly imprinted polymer can also identify that, in conjunction with safrole and Isosafrole, therefore, dihydrofuran is suitable
Template molecule with formed identification safrole molecularly imprinted polymer.
In one embodiment of the invention, the method to form molecularly imprinted polymer is provided, in crosslinking agent and mould
The polymerization of monomer can be occurred in the presence of plate molecule with any suitable concentration.Polymerization reaction is " pure " to be carried out, that is, does not use solvent,
It is preferred that being polymerize in reaction dissolvent, reaction dissolvent is aqueous or water-free, and by single solvent component or a variety of molten
Agent group is grouped as, and reaction dissolvent preferably comprises alcohol, preferred alcohol, and reaction dissolvent preferably comprises at least the ethyl alcohol of about 80 weight %,
The more preferably at least about ethyl alcohol of 90 weight %, can be used any suitable concentration in the course of the polymerization process, and reaction can be in hypoxemia
Carried out under environment, reaction mixture can by freeze repeatedly-pump-thaw cycles are de-gassed, in refrigerating water pump-thaw cycles
In, reaction mixture is freezed, head interval is emptied to remove oxygen, is then refilled with inert gas such as nitrogen, then
Reaction mixture is thawed, so that the gas balance of headspace gas and dissolution in the reactive mixture, will freeze pump-thaw cycles
It repeats to desired cycle-index or desired oxygen level, reduction well known by persons skilled in the art can also be used to react mixed
Other methods of oxygen content in object are closed, for example, reaction mixture or solvent can be cooled down when fairly large, then by true
Sky removes headspace gas, is then filled with inert gas such as nitrogen, which can repeat until reaching suitable oxygen
Air water is flat, and polymerization preferably carries out at a certain temperature, and temperature is preferably between about 50 to about 70 DEG C, more preferably about 55 to about 65
Between DEG C, polymerization reaction carries out specific time at a certain temperature, and the preferably time is about 1 to about 10 hour, and more preferably from about 2 to about
6 hours, even more preferably about 2 to about 4 hours, after the completion of polymerization, the composition of combined polymerization is separated from reaction dissolvent,
And target molecule is removed from the composition of combined polymerization, the amount of the target molecule removed from copolymerization polymeric composition influences molecular imprinting
The loading characteristic of polymer, the target molecule being removed is more, and obtained molecularly imprinted polymer is more effective when purifying sample,
Target molecule is substantially removed from copolymerization polymeric composition, as used herein, substantially removes target from copolymerization polymeric composition
Molecule means that copolymerization polymeric composition includes the target molecule of the primary quantity for polymerization process less than 10%, preferably smaller than
5%, even less than 5% more preferably less than 1%.A kind of method that target molecule is removed from copolymerization polymeric composition is related to crushing altogether
For the copolymerization polymeric composition that polymeric compositions and optionally sieving crush to provide the copolymerization polymeric composition with desired granularity, granularity can
With at about 1 μm between about 1mm, it is preferable that granularity is between about 1 to about 200 μm, more preferably between about 45 to about 100 μm,
Broken copolymerization polymeric composition is handled to remove target molecule and form molecularly imprinted polymer with purification solvent, can be used molten
Solve target molecule any suitable purification solvent, it is preferable that purification solvent solubilized target molecule, molecularly imprinted polymer it is molten
Solution degree is minimum, and when being used as the dihydrofuran of target molecule, purifying solvent preferably comprises alcohol, preferred alcohol, it is preferable that purifying is molten
Agent includes at least about 80% ethyl alcohol, more preferably at least about 90% ethyl alcohol.By broken copolymerization polymeric composition and purifying solvent
Mixing.After mixing molecularly imprinted polymer with purification solvent, polymer is separated with purification solvent, and optionally with without mould
The fresh solvent of plate molecule washs, obtained molecularly imprinted polymer is dry to remove residual solvent, it is preferable that polymer exists
Between about 40 to about 80 DEG C, more preferably between about 50 to about 70 DEG C, even more preferably dried between about 55 to about 65 DEG C.
In one embodiment of the invention, it provides a kind of purify and contains at least one side selected from safrole sample
Method is known this method provides the molecularly imprinted polymer prepared according to the above method is contacted with the sample containing identification molecule
Other molecule refers to be identified and molecule in connection by specific molecularly imprinted polymer, for example, using dihydrofuran as target
The molecularly imprinted polymer of molecule preparation combines suitable identification molecule, including safrole, the withered and different coumaric aldehyde of dihydro leaf are known
The other preferred safrole of molecule, the sample containing identification molecule are contacted with molecularly imprinted polymer, and if necessary, sample can be with
It uses " pure " or can be diluted with solvent, suitable solvent is sample dissolution but insoluble or minimum dissolution molecule print
Any solvent of mark polymer, sample can preferably use molecularly imprinted polymer with the molecularly imprinted polymer whithin a period of time
Stirred sample at least 1 hour, the amount sample of the amount of molecularly imprinted polymer and the relationship of sample size depending on molecularly imprinted polymer
Contain in product identification molecule amount and molecularly imprinted polymer load capacity, when the sample is nutmeg essential oil, sample with point
The ratio of sub- imprinted polymer is about 1 to about 5 part of about 6-20 part of molecularly imprinted polymer of sample, more preferably using about 8 to
The molecularly imprinted polymer that about 2 to about 4 parts of about 15 parts of sample, even more preferably about 10 parts of samples are to about 3 parts of molecular imprintings
Then polymer separates sample with molecularly imprinted polymer to provide the purification of samples substantially free of identification molecule, substantially
On be free of, mean removed from sample about 80% or more identification molecule, preferably greater than about 90%, more preferably above about
95%, even more preferably more than about 97% it is more preferably greater than about 99%, most preferably greater than about 99.9%.
In a preferred embodiment, the sample of purifying is nutmeg essential oil, and identification molecule is safrole, by this
The nutmeg essential oil for being substantially free of safrole of method preparation preferably have more than about 80% from unpurified nutmeg oil sample
The safrole, 1-ally-3,4-methy-lene dioxy benzene removed in product, more preferably above about 90% are more preferably greater than about 97% even more preferably from being more than about 95%, even more preferably from
Greater than about 97%, mace oil usually contains the safrole of about 0.2-3%, in some embodiments, is prepared by this method
The nutmeg essential oil for being substantially free of safrole include safrole less than 0.1%, more preferably less than 0.01%, even more preferably
Safrole less than 0.001%.
Molecularly imprinted polymer can retain the sample of some purifying, or be saturated with sample, and may need this
Partial purification sample is separated with molecularly imprinted polymer, this can come by any method known to those skilled in the art
At for example, the molecularly imprinted polymer retained after sample separation can be heated and use inert gas whithin a period of time
Such as nitrogen treatment, molecularly imprinted polymer can be heated to about 60 to about 100 DEG C, and preferably from about 70 to about 90 DEG C, more preferably from about
75 to about 85 DEG C, Inert gas molecule makes sample volatilize, is then inhaled by active carbon by imprinting polymer in a continuous manner
Attached sample is collected active carbon and is extracted with suitable solvent (such as ether) to remove from active carbon after the required time
The sample for going purifying, is then combined with extract and is concentrated, obtain other purifying substance part.
Purification process can optionally include recycling or rejuvenated molecular imprinted polymer.For example, in molecularly imprinted polymer
After identification molecule, molecularly imprinted polymer can be washed with suitable cleaning solvent to remove identification point from binding site
Son, suitable cleaning solvent preferably comprise alcohol, preferred alcohol, and cleaning solvent preferably comprises at least about 80% ethyl alcohol, more preferably
At least about 90% ethyl alcohol, the weight of cleaning solvent are at least 3 times of the weight of molecularly imprinted polymer, more preferably at least 4 times,
The polymer of molecular engram is stirred or is otherwise contacted with cleaning solvent, is then separated and dried from solvent.
Molecularly imprinted polymer preparation include 10% dihydrofuran, 20% acrylamide and 70% dimethyl propylene
The mixture of the dihydrofuran of olefin(e) acid glycol ester, acrylamide and ethylene glycol dimethacrylate, gained mixture are used
The dilution of 90% ethyl alcohol passes through repetition so that the ratio of ethyl alcohol is equal to the ratio that acrylamide adds ethylene glycol dimethacrylate
Freeze pump-thaw cycles acquired solution deaerates, for initiated polymerization, addition azodiisobutyronitrile ratio is acrylamide
Add the 1% of ethylene glycol dimethacrylate, mixture is heated 3 hours at 60 DEG C, and is connected in the course of the polymerization process with nitrogen stream
Continuous purging, obtained Crosslinked Macroporous polymer is ground and is sieved, and collects the part that granularity is 45-100 μm, these particles are in room
Temperature is lower to be handled 12 hours in an oscillator with 90% ethyl alcohol, and in this process, about 99% dihydrofuran is from polymer
It releases, molecularly imprinted polymer is dry at 60 DEG C.
The mace oil and molecularly imprinted polymer (ratio of cardamom oil and polymer is 10:3) of above-mentioned preparation are at room temperature
Stirring is incubated for 1 hour, then mixture is centrifuged to and is decanted off from polymer mace oil, provides first with about 70% yield
The purified nutmeg oil of fraction, every gram of imprinted polymer of imprinted polymer adsorbs about 1.1mL mace oil, in order to recycle absorption
Mace oil heats polymer 2 hours at 80 DEG C with nitrogen stream, and in the process, nitrogen stream is full with nutmeg oil vapors
With mace oil is then extracted with ether, as obtained by distillation and concentration after this stage from active carbon by active carbon
Solution provides the mace oil of purifying to remove ether, and the molecularly imprinted polymer containing safrole uses 90% second at room temperature
Alcohol washs 12 hours in an oscillator, and the ratio of the safrole and solvent that print conjunction is at least 1:3, wherein safrole in imprinted polymer
Concentration be considered be equal to polymer is separated from solution for synthesizing the concentration of the dihydrofuran of imprinted polymer, and
Polymer is dry at 60 DEG C, to remove the safrole in polymer.
Molecularly imprinted polymer according to the present invention includes the customization recognition site for target, and wherein recognition site is located at poly-
It closes at object surface or at or near the surface of polymer mesoporous.In one aspect of the invention, recognition site is the spy of safrole
Anisotropic binding site.It the use of the safrole in molecular imprinting technology removal nutmeg essential oil is useful, because can have selection
Ground removes safrole, 1-ally-3,4-methy-lene dioxy benzene, without changing natural scents and flavor necessary to nutmeg.
If those of ordinary skill in the art are according to herein it should be understood that present invention may apply to other compositions and sides
Method, for example, molecularly imprinted polymer can be used for from for example yellow camphor tree of other compositions, camphorated oil and needle juniper volatility leaf oil removing
Safrole, according to method provided herein remove safrole made of composition can be used as food, cosmetics, herbal products and its
Fragrance or fragrance component in its product.
Therefore, description of the invention is considered illustrative rather than restrictive, and should be understood that and be intended to
Limit the spirit and scope of the present invention is following following claims, including all equivalents.
Claims (3)
1. a kind of method using safrole in molecularly imprinted polymer removal nutmeg essential oil, which is characterized in that including following
Step:
S1. 10% dihydrofuran, 20% acrylamide and 70% ethylene glycol dimethacrylate are mixed to form two
The mixture of hydrogen furans, acrylamide and ethylene glycol dimethacrylate；
S2. gained mixture is diluted with 90% ethyl alcohol, obtains dilute solution；
S3. above-mentioned dilute solution is eluted into solution by freezing and thawing repeatedly；
S4. azodiisobutyronitrile is added as initiator, mixture is heated 3 hours at 60 DEG C, polymerization reaction occurs, and poly-
It is continuously purged during conjunction with nitrogen stream, obtains Crosslinked Macroporous polymer；
S5. obtained Crosslinked Macroporous polymer is ground and is sieved, collect the part that granularity is 45-100 μm；
S6. above-mentioned particle is handled into 12 hours, in this process, about 99% with 90% ethyl alcohol at room temperature in an oscillator
Dihydrofuran released from polymer, molecularly imprinted polymer is obtained, then by molecularly imprinted polymer at 60 DEG C
It is dry；
S7. molecularly imprinted polymer is added in mace oil, incubation 1 hour is stirred at room temperature, wherein cardamom oil and molecule
The ratio of imprinted polymer is 10:3；
S8. it is decanted off mace oil by obtained mixture centrifugal treating and from mixture, obtains the purifying of first time fraction
Mace oil；
S9. obtained purified nutmeg oil is heated 2 hours at 80 DEG C with nitrogen stream, wherein nitrogen stream nutmeg oil vapors
Saturation extracts mace oil with ether, by distillation and concentration acquired solution to remove second then by active carbon from active carbon
Ether is to provide the mace oil of purifying；
S10. the molecularly imprinted polymer containing safrole is washed 12 hours with 90% ethyl alcohol in an oscillator at room temperature,
Polymer is separated from solution, and polymer is dry at 60 DEG C.
2. the method according to claim 1, wherein the acrylamide includes the alkenyl with the side group comprising amide functional group.
3. the method according to claim 1, acrylamide is as monomer, and dihydrofuran is as template molecule, ethylene glycol dimethyl
Acrylate is as crosslinking agent, and azodiisobutyronitrile is as initiator, wherein the dosage of template molecule, function monomer, crosslinking agent
Than for 1:2:7.
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| CN201811031093.9A CN109046287A (en) | 2018-09-05 | 2018-09-05 | A method of utilizing safrole in molecularly imprinted polymer removal nutmeg essential oil |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101415808A (en) * | 2006-04-10 | 2009-04-22 | R.J.雷诺兹烟草公司 | Method for selectively removing safrole from myristica oil |
| CN107090059A (en) * | 2017-05-10 | 2017-08-25 | 中南大学 | A kind of preparation method of the molecular imprinted polymer on surface of aqueous phase application |
| CN107936175A (en) * | 2017-10-11 | 2018-04-20 | 新疆维吾尔自治区产品质量监督检验研究院 | The preparation method and its usage of menthofuran molecularly imprinted polymer and integral post |
| CN108219185A (en) * | 2017-12-04 | 2018-06-29 | 健士星生物技术研发(上海)有限公司 | Methyl eugenol molecularly imprinted polymer and preparation method thereof |
-
2018
- 2018-09-05 CN CN201811031093.9A patent/CN109046287A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101415808A (en) * | 2006-04-10 | 2009-04-22 | R.J.雷诺兹烟草公司 | Method for selectively removing safrole from myristica oil |
| CN107090059A (en) * | 2017-05-10 | 2017-08-25 | 中南大学 | A kind of preparation method of the molecular imprinted polymer on surface of aqueous phase application |
| CN107936175A (en) * | 2017-10-11 | 2018-04-20 | 新疆维吾尔自治区产品质量监督检验研究院 | The preparation method and its usage of menthofuran molecularly imprinted polymer and integral post |
| CN108219185A (en) * | 2017-12-04 | 2018-06-29 | 健士星生物技术研发(上海)有限公司 | Methyl eugenol molecularly imprinted polymer and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 王振宇，赵海田主编: "《生物活性成分分离技术》", 31 May 2015, 哈尔滨工业大学出版社 * |
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