CN106699950A - Preparation method for benzopyrene molecular imprinting macromolecular microspheres - Google Patents
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- CN106699950A CN106699950A CN201610623800.8A CN201610623800A CN106699950A CN 106699950 A CN106699950 A CN 106699950A CN 201610623800 A CN201610623800 A CN 201610623800A CN 106699950 A CN106699950 A CN 106699950A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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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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- 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
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28016—Particle form
- B01J20/28021—Hollow particles, e.g. hollow spheres, microspheres or cenospheres
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/20—Aqueous medium with the aid of macromolecular dispersing agents
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/26—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a solid phase from a macromolecular composition or article, e.g. leaching out
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/04—Foams characterised by the foaming process characterised by the elimination of a liquid or solid component, e.g. precipitation, leaching out, evaporation
- C08J2201/042—Elimination of an organic solid phase
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
- C08J2325/08—Copolymers of styrene
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Abstract
The invention discloses a preparation method for benzopyrene molecular imprinting macromolecular microspheres. The preparation method comprises the following steps: adding a stabilizing agent and water into a stirring kettle, and then, adding monomers, stirring and emulsifying to form uniform monomer suspension liquid; adding the stabilizing agent and aqueous solution into the stirring kettle first, and then, adding benzopyrene, stirring and emulsifying to form benzopyrene suspension liquid; preparing an initiator suspension liquid and a polymer seed suspension liquid with the same method; finally, adding the monomer suspension liquid, the initiator suspension liquid, and the benzopyrene suspension liquid respectively into the polymer seed suspension liquid, and polymerizing for 1 to 3 hours at 60 to 90 DEG C; forming benzopyrene macromolecular microspheres with uniform particle size after the polymerizing is completed. The benzopyrene molecular imprinting macromolecular microspheres which are obtained with the method are uniform in structure, high in chemical stability, high in selectivity, and high in yield; industrialized enlargement is easy to realize.
Description
Technical field
The present invention relates to a kind of preparation method of BaP molecular engram polymer microsphere, belong to synthesis of polymer material skill
Art field.
Background technology
Food security is a global problem, and " illness finds its way in by the mouth " refers to just the disease caused by the food for eating pollution
Disease, such disease is referred to as " food origin disease ", and current its incidence of disease has risen to the second of various disease total incidences, and benzene
And pyrene pollution is most commonly seen and extensive, is just acknowledged as a kind of serious carcinostatic substance in early days because of it, it is one kind by 5 phenyl ring
The polycyclic aromatic hydrocarbon of composition, its molecular formula C20H12, molecular weight is 252.30, is faint yellow acicular crystal under normal temperature.Its frequent species
There are 1,2- BaPs, 3,4- BaPs etc., be primarily present among natural gas, vehicle exhaust, smoking food and tobacco, due to it
Containing polycyclic aromatic hydrocarbon, it is caused to have strong system carcinous.Especially eat fire-cure in food, fried food BaP content compared with
Height, up to 50 microgram per kilograms.
At present, China is to the limit standard of BaP：Air quality (indoor and outdoor) daily mean of concentration O.Ol μ g/m3With
Under；Drinking Water water standard is O.01 below μ g/L；Meat products, the food hygienic standard of grain are below 5 μ g/kg, are planted
Thing thing oil is below lO μ g/kg, and the animal food that fire-cures is below 5 μ g/kg.
In order to strictly hold food security gate of the quality monitoring, it is necessary to careful to perform detection work, and improve benzopyrene pollution residual
Detection technique.In terms of detection project, should targeted and emphasis feature, food of the emphasis thereby departing from people's daily consumption：Grain
Food, fruit, meat, milk and its product, eggs, fish, fruit drink class, vegetable oil.At present, countries in the world are except by foreign countries
Existing and advanced laboratory detection technology is introduced, and is allowed to adapt to outside national conditions, should also be set up in a collection of this country's supervision law enforcement
In the urgent need to method for quick, the research of system detecting method and rapid screening method is remained exhibition energetically more, develop important
Testing equipment and detection kit, BaP detection and analysis technology be current food security and environmental science forward position skill
Art, various countries have set up powerful BaP detection and analysis system, and should reach international analysis quality assurance objectives of examination.
Molecular imprinting technology is, with target molecule as template molecule, work(to be recognized with special molecular using being chemically synthesized
A kind of technology of the high molecular polymer of energy.Because the polymer for synthesizing has predetermined selectivity, the spy of height to object
Different in nature the advantages of.Make this kind of molecular engram material in chromatograph packing material, solid phase extraction filler, drug delivery, food inspection and biology
It is used widely in the fields such as sensor.As the high flux to object and the like, multi-residue determination analytical technology are needed
There is class feature molecularly imprinted polymer and products thereof research to be increasingly becoming molecular imprinting technology application for the fast development asked, synthesis
New direction.
The content of the invention
The invention provides BaP prepared by a kind of preparation method of BaP molecular engram polymer microsphere, the method
Polymer microsphere can be with quick adsorption BaP by molecular imprinting technology.
Technical scheme is as follows：
A kind of preparation method of BaP molecular engram polymer microsphere, it comprises the following steps：
(1) stabilizer and water are added into a stirred tank, is subsequently adding monomer, stirred, emulsify, forming homogeneous monomer
Suspension；
(2) stabilizer and the aqueous solution are added into a stirred tank, adds initiator, stirring, emulsification, formation initiator to hang
Supernatant liquid；
(3) stabilizer and the aqueous solution are added into a stirred tank, adds BaP, stirring, emulsification forms BaP and hangs
Supernatant liquid；
(4) stabilizer and the aqueous solution are added into a polymeric kettle, is subsequently adding polymer seeds, stirring, emulsification are formed
Homogeneous polymer seeds suspension；
(5) the initiator suspension for preparing the monomer suspension for preparing in above-mentioned steps (1), step (2) and
The BaP suspension that step (3) is prepared is added separately in the polymer seeds suspension prepared in step (4), 60
It is polymerized 1~3 hour at~90 DEG C；The BaP high molecular composite microsphere of uniform particle size is formed after the completion of polymerization；
(6) above-mentioned BaP template molecule is removed, BaP molecular engram polymer microsphere is obtained.
Further, the mixture that the monomer is formed by styrene or methyl methacrylate with divinylbenzene.
Further, the polymer seeds are selected from styrene homopolymers or copolymer or styrene-diethylbenzene copolymerization
Thing.
Further, the stabilizer is one or more surfactant composition；The surfactant is excellent
Elect polyvinyl alcohol, polyvinylpyrrolidone, hydroxymethyl cellulose, hydroxypropyl cellulose or at least two mixture as.
Further, the initiator is benzoyl peroxide.
Further, the reaction temperature of step (4) is 85 DEG C.
Further, the reaction time of step (4) is 2 hours.
The beneficial effect that the present invention is reached：
The BaP molecular engram polymer microsphere prepared by the above method has microspherulite diameter, and none is homogeneous, knot
Structure is homogeneous, chemical stability is good, selectivity is high, the rate of recovery is high, be easy to amplification industrialization.
Specific embodiment
With reference to specific embodiment, the invention will be further described.Following examples are only used for clearly illustrating
Technical scheme, and can not be limited the scope of the invention with this.
Embodiment 1
(1) in the reactor of 10L, first 2L water large beakers are added into reactor, is then added to polyvinyl alcohol 5g
In water, stirring is opened, stirring is stopped after about 5 minutes, add 1KG styrene and 150g divinylbenzene monomers, be again turned on stirring
Mix 200 revs/min, the homogeneous monomer suspension of fully emulsified dispersion, formation；
(2) flask of a 500ml is placed on magnetic stirrer, stirrer is inserted in flask, be subsequently adding 300ml water
After the stirring of 2g polyvinyl alcohol, 5g benzoyl peroxides are added, stirred 30 minutes, form homogeneous scattered initiator suspension,
And be transferred in dropping funel the suspension by several times；
(3) in a 2L reaction flasks, 500ml water is added, adds 1g polyvinyl alcohol, add BaP 150g, stirring, breast
Change, form BaP suspension；
(4) in the reactor of another 10L, first 1L water large beakers are added into reactor, add 2g polyvinyl alcohol,
, then be added to polystyrene seed 65g in reactor by stirring 3 minutes, opens stirring 30 minutes, is allowed to form homogeneous gathering
Styrene seed suspension liquid.
(5) the initiator suspension for preparing the monomer suspension for preparing in above-mentioned steps (1), step (2) and
Step (3) BaP is outstanding to be added separately in the polymer seeds suspension prepared in step (4), and polymerization 2 is small at 70 DEG C
When；
After the completion of polymerization, by cooling, be centrifuged, wash, dry formed uniform particle size BaP macromolecule it is micro-
Ball；
(6) use can dissolve the solvent of BaP, such as ethanol, and acetone and water are fully washed, BaP is removed
Afterwards, just obtain containing BaP molecular engram polymer microsphere.
Embodiment 2
(1) in the reactor of 100L, first 20L water is added into reactor by several times with large beaker, then by polyvinyl alcohol
15g is added in water, opens stirring, and stirring is stopped after about 5 minutes, adds 10KG styrene and 1.50kg divinylbenzene monomers,
It is again turned on 150 revs/min of stirring, the homogeneous monomer suspension of fully emulsified dispersion, formation；
(2) flask of a 5L is placed on magnetic stirrer, stirrer is inserted in flask, be subsequently adding 3L water and 10g
After polyvinyl alcohol stirring, 50g benzoyl peroxides are added, stirred 30 minutes, form homogeneous scattered initiator suspension, and will
The suspension is transferred in dropping funel by several times；
(3) in a 10L reaction flasks, 3L water is added, adds 5g polyvinyl alcohol, add BaP 1.50kg, stirring, breast
Change, form BaP suspension；
(4) in the reactor of another 100L, first 10L water is added into reactor by several times with large beaker, adds 10g to gather
Vinyl alcohol, is stirred 10 minutes, and then polystyrene seed 650g is added in reactor, opens stirring 30 minutes, is allowed to shape
Into homogeneous polystyrene seed suspension.
(5) the initiator suspension for preparing the monomer suspension for preparing in above-mentioned steps (1), step (2) and
The BaP suspension that step (3) is prepared is added separately in the polymer seeds suspension prepared in step (3), 90
Polyase 13 hour at DEG C；After the completion of polymerization, by cooling, be centrifuged, wash, dry formed uniform particle size BaP it is high
Molecule microballoon；
(6) use can dissolve the solvent of BaP, such as ethanol, and acetone and water are fully washed, BaP is removed
Afterwards, just obtain containing BaP molecular engram polymer microsphere.
Embodiment 3
(1) in the reactor of 1L, first 500ml water large beakers are added into reactor, then adds polyvinyl alcohol 2g
To in water, stirring is opened, stirring is stopped after about 5 minutes, add 80g styrene and 10g divinylbenzene monomers, be again turned on stirring
Mix 150 revs/min, the homogeneous monomer suspension of fully emulsified dispersion, formation；
(2) flask of a 250ml is placed on magnetic stirrer, stirrer is inserted in flask, be subsequently adding 100ml water
After the stirring of 1g polyvinyl alcohol, 3g benzoyl peroxides are added, stirred 30 minutes, form homogeneous scattered initiator suspension,
And be transferred in dropping funel the suspension by several times；
(3) in a 500ml reaction flasks, 200ml water is added, adds 1g polyvinyl alcohol, add BaP 30g, stirred,
Emulsification, forms BaP suspension；
(4) in the reaction bulb of another 2L, first 500ml water large beakers are added into reaction bulb, adds 1g polyethylene
Alcohol, is stirred 1 minute, and then polystyrene seed 5g is added in reactor, opens stirring 30 minutes, is allowed to form homogeneous
Polystyrene seed suspension.
(5) the initiator suspension for preparing the monomer suspension for preparing in above-mentioned steps (1), step (2) and
BaP suspension is added separately in the polymer seeds suspension prepared in step (3) in step (3), is gathered at 85 DEG C
Close 1.5 hours；After the completion of polymerization, by cooling, it is centrifuged, washs, drying the BaP macromolecule for forming uniform particle size
Microballoon；
(6) use can dissolve the solvent of BaP, such as ethanol, and acetone and water are fully washed, BaP is removed
Afterwards, just obtain containing BaP molecular engram polymer microsphere.
The above is only the preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, on the premise of the technology of the present invention principle is not departed from, some improvement and deformation can also be made, these improve and deform
Also should be regarded as protection scope of the present invention.
Claims (7)
1. a kind of preparation method of BaP molecular engram polymer microsphere, it is characterised in that comprise the following steps：
(1) stabilizer and water are added into a stirred tank, is subsequently adding monomer, stirred, emulsify, forming homogeneous monomer suspension
Liquid；
(2) stabilizer and the aqueous solution are added into a stirred tank, adds initiator, stirring, emulsification, formation initiator to suspend
Liquid；
(3) stabilizer and the aqueous solution are added into a stirred tank, adds BaP, stirring, emulsification forms BaP and suspends
Liquid；
(4) stabilizer and the aqueous solution are added into a polymeric kettle, is subsequently adding polymer seeds, stirring, emulsification are formed homogeneous
Polymer seeds suspension；
(5) the initiator suspension and step for preparing the monomer suspension for preparing in above-mentioned steps (1), step (2)
(3) the BaP suspension for preparing is added separately in the polymer seeds suspension prepared in step (4), 60~90
It is polymerized 1~3 hour at DEG C；The BaP high molecular composite microsphere of uniform particle size is formed after the completion of polymerization；
(6) above-mentioned BaP template molecule is removed, BaP molecular engram polymer microsphere is obtained.
2. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that institute
State the mixture that monomer is formed by styrene or methyl methacrylate with divinylbenzene.
3. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that institute
State polymer seeds and be selected from styrene homopolymers or copolymer or styrene-diethylbenzene copolymer.
4. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that institute
It is one or more surfactant composition to state stabilizer；The surfactant is preferably polyvinyl alcohol, polyethylene
Pyrrolidones, hydroxymethyl cellulose, hydroxypropyl cellulose or at least two mixture.
5. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that institute
Initiator is stated for benzoyl peroxide.
6. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that step
Suddenly the reaction temperature of (4) is 85 DEG C.
7. a kind of preparation method of BaP molecular engram polymer microsphere according to claim 1, it is characterised in that step
Suddenly the reaction time of (4) is 2 hours.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111378068A (en) * | 2018-12-29 | 2020-07-07 | 武夷学院 | Preparation method of magnetic temperature-sensitive molecularly imprinted interpenetrating polymer network based on limited entry medium |
| CN113856642A (en) * | 2021-09-06 | 2021-12-31 | 上海安谱实验科技股份有限公司 | Benzo (a) pyrene molecularly imprinted solid phase extraction column filler and preparation method and application thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111378068A (en) * | 2018-12-29 | 2020-07-07 | 武夷学院 | Preparation method of magnetic temperature-sensitive molecularly imprinted interpenetrating polymer network based on limited entry medium |
| CN111378068B (en) * | 2018-12-29 | 2022-04-05 | 武夷学院 | Preparation method of magnetic temperature-sensitive molecularly imprinted interpenetrating polymer network based on limited entry medium |
| CN113856642A (en) * | 2021-09-06 | 2021-12-31 | 上海安谱实验科技股份有限公司 | Benzo (a) pyrene molecularly imprinted solid phase extraction column filler and preparation method and application thereof |
| CN113856642B (en) * | 2021-09-06 | 2023-07-28 | 上海安谱实验科技股份有限公司 | Benzo (a) pyrene molecular imprinting solid phase extraction column filler and preparation method and application thereof |
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