CN109679014A - A kind of porous magnetic molecular engram material and preparation method thereof - Google Patents
A kind of porous magnetic molecular engram material and preparation method thereof Download PDFInfo
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- CN109679014A CN109679014A CN201811518556.4A CN201811518556A CN109679014A CN 109679014 A CN109679014 A CN 109679014A CN 201811518556 A CN201811518556 A CN 201811518556A CN 109679014 A CN109679014 A CN 109679014A
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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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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- B01J20/28002—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 physical properties
- B01J20/28009—Magnetic properties
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- 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
- B01J20/28054—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 surface properties or porosity
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
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- 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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- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
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- C08J2333/00—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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
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- C08J2335/00—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 a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Derivatives of such polymers
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- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2265—Oxides; Hydroxides of metals of iron
- C08K2003/2275—Ferroso-ferric oxide (Fe3O4)
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- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
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- C08K2003/267—Magnesium carbonate
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Abstract
The invention discloses a kind of porous magnetic molecular engram materials and preparation method thereof.This method comprises: 1) feed intake: template molecule being sufficiently mixed with methacrylic acid, stands reaction, ethylene glycol dimethacrylate, azodiisobutyronitrile, magnetic Fe is then added3O4Particle, magnesium carbonate and acetonitrile, obtain mixed solution；2) polymerization reaction: the dissolved oxygen in removal mixed solution carries out polymerization reaction under conditions of sealing, being protected from light, be sufficiently stirred, obtains polymer；3) it elutes: the template molecule in polymer being eluted, the porous magnetic molecular engram material is obtained after vacuum drying.Porous magnetic molecular engram material of the invention is through infrared analysis, the results showed that it can polymerize completely.It is tested using magnet, it was demonstrated that this material can recycle rapidly under the conditions of magnetism.It is tested using BET, shows that this material has bigger specific surface area than conventional molecular imprinted material, can more make full use of identification point, improve absorption recognition efficiency.
Description
Technical field
The invention belongs to molecular engram material field, more particularly, to a kind of porous magnetic molecular engram material and its
Preparation method.
Background technique
Molecular engram material has good molecular specific identity, exactly these excellent performances, so that molecular engram
Material can be used for environment absorption column packing, enviromental monitoring equipment, Solid Phase Extraction, electrodes selective etc., in catalysis, biology, electricity
The fields such as chemistry, gas absorption, chromatographic isolation, sensor material have shown that broad application prospect.Traditional molecule print
Mark material is in use, because particle is small, is difficult to the problems such as recycling after absorption, it is difficult to large-scale application.And because conventional molecular
Imprinted material is solid construction, cause part trace point can not adsorbed target molecule, cause efficiency to decline.
The preparation of molecular engram material is tradition research hot spot, and the material of different performance also has synthesis to register, but concentrates on
The preparation of the research of material identification performance, magnetic porous molecular engram material is rarely reported.
Summary of the invention
It is an object of the invention to by magnetic material introduce molecular engram particle, and by certain method make synthesize production
Object forms cellular, can increase absorption and recovery efficiency, to realize effective utilization, the later period is without processing.
To achieve the goals above, the first aspect of the present invention provides a kind of preparation side of porous magnetic molecular engram material
Method, the preparation method include:
1) it feeds intake
Template molecule and methacrylic acid are sufficiently mixed, stand reaction, then be added ethylene glycol dimethacrylate,
Azodiisobutyronitrile, magnetic Fe3O4Particle, magnesium carbonate and acetonitrile, obtain mixed solution；
2) polymerization reaction:
The dissolved oxygen in mixed solution is removed, polymerization reaction is carried out under conditions of sealing, being protected from light, be sufficiently stirred, is obtained
Polymer；
3) it elutes:
Template molecule in polymer is eluted, the porous magnetic molecular engram material is obtained after vacuum drying.
It as a preferred embodiment of the present invention, further include mixing mixed solution ultrasound before polymerization reaction in step 2)
Close degassing.
As a preferred embodiment of the present invention, in step 2), it is passed through inert gas removal dissolved oxygen, and in indifferent gas
The lower sealing of body protection.
As a preferred embodiment of the present invention, the inert gas is nitrogen.
According to the present invention, in step 3), the extracting mode that those skilled in the art routinely use can be used and extract, make
For the preferred embodiment of the present invention, Soxhlet extraction is carried out to polymer using methanol/acetic acid mixed solution, polymer is removed in elution
In template molecule.
As a preferred embodiment of the present invention, in step 3), further include grinding steps after dry, obtain the porous magnetic
Property molecular engram material.
As a preferred embodiment of the present invention, relative to 0.1-0.2mmol template molecule, the dosage of each component are as follows:
Methacrylic acid 0.2-0.5mL, ethylene glycol dimethacrylate 0.4-0.5mmol, azodiisobutyronitrile 0.01-
0.03g, magnetic Fe3O4Particle 0.25-0.35g, hydrotalcite particle 0.2-0.3g, acetonitrile 30-50mL, in above-mentioned amount ranges,
The porous magnetic molecular engram material being prepared have compared with common porous magnetic molecularly imprinted material preparation process it is simple,
The stronger advantage of economic time saving and environmentally friendly and large specific surface area, adsorption capacity.
As a preferred embodiment of the present invention, in step 1), the time for standing reaction is 8-12h.
As a preferred embodiment of the present invention, in step 2), the time of polymerization reaction is 10-14h, the temperature of polymerization reaction
Degree is 60-65 DEG C.
As a preferred embodiment of the present invention, in step 3), the time of Soxhlet extraction is 10-14h, vacuum drying temperature
Degree is 40-60 DEG C.
The second aspect of the present invention provides the porous magnetic molecular engram material as made from above-mentioned preparation method.
According to the present invention, the partial size of the porous magnetic molecular engram material is 100-300nm, specific surface area 150-
230m2/g。
Beneficial effects of the present invention:
Porous magnetic molecular engram material of the invention has porous, magnetic feature.Infrared analysis is the result shows that it can
Polymerization completely.It is tested using magnet, it was demonstrated that this material can recycle rapidly under the conditions of magnetism.It is tested using BET, shows this material
There is bigger specific surface area than conventional molecular imprinted material, can more make full use of identification point, improve absorption recognition efficiency.
Other features and advantages of the present invention will then part of the detailed description can be specified.
Specific embodiment
The preferred embodiment of the present invention is described in more detail below.Although the following describe preferred implementations of the invention
Mode, however, it is to be appreciated that may be realized in various forms the present invention without that should be limited by the embodiments set forth herein.Phase
Instead, these embodiments are provided so that the present invention is more thorough and complete, and can be by the scope of the present invention completely
It is communicated to those skilled in the art.
Embodiment 1:
After 0.1mmol template molecule and 0.2mL function monomer MAA ultrasound are sufficiently mixed, it is protected from light standing reaction 10h, then
Initiator A IBN, the 0.3g magnetic Fe of 0.5mmol crosslinking agent EGDMA, 0.02g is added3O4Particle, 0.3g hydrotalcite particle are added to
In 250mL boiling flask equipped with 50mL acetonitrile.Magneton is added, ultrasonic mixing deaerates after twenty minutes, is passed through nitrogen removal dissolution
Oxygen, and seal under nitrogen protection.It is placed in 60 DEG C of constant temperature thermal-arrest magnetic stirring apparatus, 12 hours of polymerization reaction.Polymer
The Soxhlet extraction of 12 hours is carried out with methanol/acetic acid (70:30, v/v) 100mL, template molecule is removed in elution.Finally in 50 DEG C of items
It is dried in vacuo under part, carries out sealing dress sample after suitably grinding and save.It is of the invention porous that the step, which prepares product,
Magnetic molecularly imprinted material.
Embodiment 2:
After 0.1mmol template molecule and 0.3mL function monomer MAA ultrasound are sufficiently mixed, it is protected from light standing reaction 10h, then
Initiator A IBN, the 0.3g magnetic Fe of 0.5mmol crosslinking agent EGDMA, 0.02g is added3O4Particle, 0.3g hydrotalcite particle are added to
In 250mL boiling flask equipped with 30mL acetonitrile.Magneton is added, ultrasonic mixing deaerates after twenty minutes, is passed through nitrogen removal dissolution
Oxygen, and seal under nitrogen protection.It is placed in 60 DEG C of constant temperature thermal-arrest magnetic stirring apparatus, 12 hours of polymerization reaction.Polymer
The Soxhlet extraction of 24 hours is carried out with methanol/acetic acid (70:30, v/v) 100mL, template molecule is removed in elution.Finally in 50 DEG C of items
It is dried in vacuo under part, carries out sealing dress sample after suitably grinding and save.It is of the invention porous that the step, which prepares product,
Magnetic molecularly imprinted material.
Embodiment 3:
After 0.2mmol template molecule and 0.5mL function monomer MAA ultrasound are sufficiently mixed, it is protected from light standing reaction 10h, then
Initiator A IBN, the 0.2g magnetic Fe of 0.4mmol crosslinking agent EGDMA, 0.02g is added3O4Particle, 0.2g hydrotalcite particle are added to
In 250mL boiling flask equipped with 50mL acetonitrile.Magneton is added, ultrasonic mixing deaerates after twenty minutes, is passed through nitrogen removal dissolution
Oxygen, and seal under nitrogen protection.It is placed in 60 DEG C of constant temperature thermal-arrest magnetic stirring apparatus, 12 hours of polymerization reaction.Polymer
The Soxhlet extraction of 12 hours is carried out with methanol/acetic acid (70:30, v/v) 100mL, template molecule is removed in elution.Finally in 50 DEG C of items
It is dried in vacuo under part, carries out sealing dress sample after suitably grinding and save.It is of the invention porous that the step, which prepares product,
Magnetic molecularly imprinted material.
BET test is carried out to the porous magnetic molecular engram material that above-described embodiment is prepared, from Micromeritics
(BET) surface area is obtained on ASAP 2020HD88 device.First by porous magnetic molecularly imprinted polymer drying and processing.Then, claim
Measure the gross mass B of blank pipe quality A (including sealing-plug and cotton-wool group) and pipe dosing product, sample quality before B-A=deaerates.After degassing
Pipe is claimed to be loaded quality C, its specific surface area is calculated in sample actual mass after C-A=degassing.Wherein, embodiment 1 is porous
The specific surface area of magnetic molecularly imprinted material is 169.35m2/g；Embodiment 2 is 208.38m2/g；Embodiment 3 is 188.64m2/
g。
Various embodiments of the present invention are described above, above description is exemplary, and non-exclusive, and
It is not limited to disclosed each embodiment.Without departing from the scope and spirit of illustrated each embodiment, for this skill
Many modifications and changes are obvious for the those of ordinary skill in art field.
Claims (10)
1. a kind of preparation method of porous magnetic molecular engram material, which is characterized in that the preparation method includes:
1) it feeds intake
Template molecule and methacrylic acid are sufficiently mixed, reaction is stood, ethylene glycol dimethacrylate, azo is then added
Bis-isobutyronitrile, magnetic Fe3O4Particle, magnesium carbonate and acetonitrile, obtain mixed solution；
2) polymerization reaction:
The dissolved oxygen in mixed solution is removed, polymerization reaction is carried out under conditions of sealing, being protected from light, be sufficiently stirred, is polymerize
Object；
3) it elutes:
Template molecule in polymer is eluted, the porous magnetic molecular engram material is obtained after vacuum drying.
2. preparation method according to claim 1, wherein further include by mixed solution before polymerization reaction in step 2)
Ultrasonic mixing degassing.
3. preparation method according to claim 1, wherein in step 2), be passed through inert gas removal dissolved oxygen, and lazy
It is sealed under property gas shield.
4. preparation method according to claim 3, wherein the inert gas is nitrogen.
5. preparation method according to claim 1, wherein in step 3), using methanol/acetic acid mixed solution to polymer
Soxhlet extraction is carried out, the template molecule in polymer is removed in elution.
6. preparation method according to claim 1, wherein further include grinding steps after dry in step 3), obtain described
Porous magnetic molecular engram material.
7. preparation method described in any one of -6 according to claim 1, wherein relative to 0.1-0.2mmol template molecule,
The dosage of each component are as follows:
Methacrylic acid 0.2-0.5mL, ethylene glycol dimethacrylate 0.4-0.5mmol, azodiisobutyronitrile 0.01-
0.03g, magnetic Fe3O4Particle 0.25-0.35g, hydrotalcite particle 0.2-0.3g, acetonitrile 30-50mL.
8. preparation method described in any one of -6 according to claim 1, wherein
In step 1), the time for standing reaction is 8-12h；
In step 2), the time of polymerization reaction is 10-14h, and the temperature of polymerization reaction is 60-65 DEG C；
In step 3), the time of Soxhlet extraction is 10-14h, and vacuum drying temperature is 40-60 DEG C.
9. porous magnetic molecular engram material made from the preparation method as described in any one of claim 1-8.
10. porous magnetic molecular engram material according to claim 9, wherein the porous magnetic molecular engram material
Partial size be 100-300nm, specific surface area 150-230m2/g。
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115368498A (en) * | 2022-09-05 | 2022-11-22 | 河南师范大学 | Preparation method and application of eutectic solvent type molecularly imprinted polymer based on magnetic metal organic framework material carrier |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102432735A (en) * | 2011-08-30 | 2012-05-02 | 嘉兴学院 | Preparation method of magnetic molecularly imprinted polymer for separating/purifying sudan I |
| CN106632809A (en) * | 2016-12-02 | 2017-05-10 | 武汉轻工大学 | Preparation method for hollow porous type molecularly imprinted material |
| EP2856162B1 (en) * | 2012-06-02 | 2018-08-29 | The University of Leicester | Microplates with enhanced immobilisation capabilities controlled by magnetic field |
-
2018
- 2018-12-12 CN CN201811518556.4A patent/CN109679014A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102432735A (en) * | 2011-08-30 | 2012-05-02 | 嘉兴学院 | Preparation method of magnetic molecularly imprinted polymer for separating/purifying sudan I |
| EP2856162B1 (en) * | 2012-06-02 | 2018-08-29 | The University of Leicester | Microplates with enhanced immobilisation capabilities controlled by magnetic field |
| CN106632809A (en) * | 2016-12-02 | 2017-05-10 | 武汉轻工大学 | Preparation method for hollow porous type molecularly imprinted material |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115368498A (en) * | 2022-09-05 | 2022-11-22 | 河南师范大学 | Preparation method and application of eutectic solvent type molecularly imprinted polymer based on magnetic metal organic framework material carrier |
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