CN106146838B - A kind of preparation method of polypyrrole nano-particle - Google Patents
A kind of preparation method of polypyrrole nano-particle Download PDFInfo
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- CN106146838B CN106146838B CN201610643778.3A CN201610643778A CN106146838B CN 106146838 B CN106146838 B CN 106146838B CN 201610643778 A CN201610643778 A CN 201610643778A CN 106146838 B CN106146838 B CN 106146838B
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0605—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0611—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polypyrroles
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Abstract
The present invention provides a kind of preparation methods of polypyrrole nano-particle, including：A) by pyrrole monomer, stabilizer and water mixed dissolution, mixed liquor is obtained；B it) adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, obtain polypyrrole nano-particle.Compared with prior art, the present invention provides a kind of methods that the radiation effect using high-energy ray prepares monodisperse polypyrrole nano-particle, polypyrrole nano-particle is obtained by irradiating acid pyrroles's aqueous solution containing stabilizer, for the preparation method without using chemical oxidation reagent, system is pure, save energy consumption, easily operated with mild condition, environmental-friendly feature, and obtained polypyrrole nano-particle dispersibility is preferably, uniform particle sizes.
Description
Technical field
The invention belongs to synthesis of polymer material technical field more particularly to a kind of preparation sides of polypyrrole nano-particle
Method.
Background technology
Polypyrrole (PPy) has higher conductivity, good chemistry and environmental stability so that it is in sensor, anti-
The fields such as rotten material and energy storage material have a wide range of applications [T.V.Vernitskaya and O.N.Efimov,
Russ.Chem.Rev,1997,66,443.].Especially find that polypyrrole nano-particle also has stronger near infrared light recently
The properties such as (700~1200nm) absorbability and outstanding photo and thermal stability, make its optical coherence tomography radiography with
And also there are potential wide application prospect [K.Yang, H.Xu, L.Cheng, et in the fields such as treatment of cancer
al.Adv.Mater.,2012,24,5586-5592.]。
The method of the synthesis generally use electrochemical process and chemical oxidation of polypyrrole.Wherein electrochemical process is by anode
Aoxidize pyrrole monomer, and then make its anode surface polymerize to be formed polypyrrole film [J.Mostany and B.R.Scharifker,
Electrochim.Acta, 1997,42,291-301], this method low yield, and can only obtain non-dispersible PPy membrane materials.
Chemical oxidization method is by the way that oxidising agent (such as (NH is added in the aqueous solution dissolved with pyrrole monomer and stabilizer4)2S2O8,
FeCl3, H2O2Deng), make oxidizable pyrrole polymerize to be formed PPy particles [A.Kausaite-Minkstimiene, V.Mazeiko,
A.Ramanaviciene, et al.Colloid.Surfaces A, 2015,483,224-231.], the advantages of this method, is
The preferable PPy nano-particles of different sizes, dispersibility can be obtained, but need to be added excessive oxidant (pyrrole monomer and
The molar ratio of oxidant is 1:2.3), reaction temperature also will generally be controlled in 5 DEG C or less [J.Y.Hong, H.Yoon and
J.Jang, Small, 2010,6,679-686.], therefore it is restricted in synthesis cost and operating condition.
Recently, Cui etc. is directly used60Laughing gas (N of the Co gamma-ray irradiations dissolved with pyrrole monomer2O) the aqueous process being saturated,
Realize for the first time pyrroles radiation polymerization [Z.P.Cui, C.Coletta, A.Dazzi, et al.Langmuir, 2014,30,
14086-14094.].Its principle is to utilize N2O molecules remove the aqueous electron with reproducibility that water radiolysis generates, but retain
The hydroxyl radical free radical of high oxidative, the oxidizing atmosphere of maintenance system, to make oxidizable pyrrole polymerize.This explanation is penetrated using high energy
Oxidizable pyrrole can directly polymerize and generate PPy, without being added by the oxidisability active particle that the interaction of line and water generates
Other chemical oxidizing agents, but its laughing gas used has high toxicity.
Invention content
In view of this, the technical problem to be solved in the present invention is to provide a kind of preparation method of polypyrrole nano-particle,
The preparation method is environmental-friendly.
The present invention provides a kind of preparation methods of polypyrrole nano-particle, including：
A) by pyrrole monomer, stabilizer and water mixed dissolution, mixed liquor is obtained；
B it) adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, obtain polypyrrole nano-particle.
Preferably, the stabilizer is polyvinyl alcohol.
Preferably, in the mixed liquor stabilizer a concentration of 4~40mg/ml.
Preferably, in the mixed liquor pyrrole monomer a concentration of 6~40mg/ml.
Preferably, the step A) be specially：
Stabilizer is soluble in water, stabiliser solution is obtained, pyrrole monomer is then added, mixed liquor is obtained after dissolving.
Preferably, the step B) it is middle using concentrated sulfuric acid adjusting mixed liquor pH value.
Preferably, the gamma-rays is60Co gamma-rays.
Preferably, the dosage rate of the irradiation is 8~80Gy/min.
Preferably, the total absorbed dose of the irradiation is more than 50kGy.
Preferably, the step B) be specially：
It adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, centrifuge, collect lower sediment thing, freezing
After drying, polypyrrole nano-particle is obtained.
The present invention provides a kind of preparation methods of polypyrrole nano-particle, including：A) by pyrrole monomer, stabilizer and water
Mixed dissolution obtains mixed liquor；B it) adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, obtain polypyrrole nanometer
Particle.Compared with prior art, monodisperse polypyrrole is prepared the present invention provides a kind of radiation effect using high-energy ray to receive
The method of rice corpuscles obtains polypyrrole nano-particle, the preparation method by irradiating acid pyrroles's aqueous solution containing stabilizer
Without using chemical oxidation reagent, system is pure, save energy consumption, have mild condition, easily operated, environmental-friendly feature,
And obtained polypyrrole nano-particle dispersibility is preferably, uniform particle sizes.
Experiment shows that the average grain diameter of polypyrrole nano-particle prepared by the present invention is 19~42.6nm, and hydrodynamics is straight
Diameter is 51~78nm, and polydispersity coefficient PDI is 0.092~0.185.
Description of the drawings
Fig. 1 is the transmission electron microscope photo of the polypyrrole nano-particle obtained in embodiment 1；
Fig. 2 is the size and its distribution map of the polypyrrole nano-particle obtained in embodiment 1；
Fig. 3 is the infrared spectrogram of the polypyrrole nano-particle obtained in embodiment 1；
Fig. 4 is the transmission electron microscope photo of the polypyrrole nano-particle obtained in embodiment 2；
Fig. 5 is the size and its distribution map of the polypyrrole nano-particle obtained in embodiment 2；
Fig. 6 is the transmission electron microscope photo of the polypyrrole nano-particle obtained in embodiment 3；
Fig. 7 is the size and its distribution map of the polypyrrole nano-particle obtained in embodiment 3.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based in the present invention
Embodiment, every other embodiment obtained by those of ordinary skill in the art without making creative efforts, all
Belong to the scope of protection of the invention.
The present invention provides a kind of preparation methods of polypyrrole nano-particle, including：A) by pyrrole monomer, stabilizer and water
Mixed dissolution obtains mixed liquor；B it) adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, obtain polypyrrole nanometer
Particle.
Wherein, the present invention is not particularly limited the source of all raw materials, is commercially available.
By pyrrole monomer, stabilizer and water mixed dissolution, mixed liquor is obtained；Wherein, the stabilizer is art technology
Stabilizer known to personnel has no special limitation, is preferably polyvinyl alcohol (PVA) in the present invention；The stabilizer with
The mass ratio of pyrrole monomer is preferably (4~40)：(6~40), more preferably (1~8)：1, it is further preferably (1~5)：1, it is optimal
It is selected as (2~3)：1；The concentration of stabilizer is preferably 4~40mg/ml in the mixed liquor, more preferably 10~40mg/ml, then
Preferably 20~30mg/ml；The concentration of pyrrole monomer is preferably 6~40mg/ml in the mixed liquor, more preferably 6~30mg/
Ml is further preferably 8~20mg/ml, most preferably 10~15mg/ml；In some embodiments provided by the invention, the mixing
The concentration of pyrrole monomer is preferably 10mg/ml in liquid.
It is preferably first that stabilizer is soluble in water according to the present invention, obtain stabiliser solution；The stabilizer preferably heats molten
Yu Shuizhong；The temperature of the heating is preferably 60 DEG C~80 DEG C；In the stabiliser solution concentration of stabilizer be preferably 4~
40mg/ml, more preferably 10~40mg/ml are further preferably 20~30mg/ml；In some embodiments provided by the invention, institute
The concentration for stating stabilizer in stabiliser solution is preferably 20mg/ml；In other embodiments provided by the invention, the stabilization
The concentration of stabilizer is preferably 30mg/ml in agent solution.
Then pyrrole monomer is added in stabiliser solution, mixed liquor is obtained after dissolving.
The pH value for adjusting mixed liquor again is less than or equal to 1, and preferable ph is 0.5~1, more preferably 0.5~0.8；In this hair
The concentrated sulfuric acid is preferably used to adjust the pH value of mixed liquor in bright；The concentration of the concentrated sulfuric acid is preferably 95%~98%.
After the pH value for adjusting mixed solution, by it through gamma-ray irradiation；The gamma-rays is preferably60Co gamma-rays；It is described
The dosage rate of irradiation is preferably 8~80Gy/min, more preferably 10~70Gy/min, is further preferably 20~60Gy/min, then excellent
It is selected as 20~50Gy/min, is further preferably 30~50Gy/min, most preferably 35~40Gy/min；More provided by the invention
In embodiment, the dosage rate of the irradiation is preferably 37.8Gy/min；The total absorbed dose of the irradiation is preferably greater than 50kGy,
More preferably 51~80kGy is further preferably 51~70kGy, is further preferably 51~60kGy, most preferably 52~56kGy；At this
It invents in some embodiments provided, the total absorbed dose of the irradiation is preferably 54.4kGy；The time of the irradiation is preferably
15~30h, more preferably 18~30h are further preferably 20~30h, most preferably 22~26h；In some realities provided by the invention
It applies in example, the time of the irradiation is preferably for 24 hours.
It after irradiation, preferably centrifuges, collects lower sediment thing, freeze-drying obtains polypyrrole nano-particle；For removal
Impurity therein, preferably lower sediment thing is washed with deionized, and continues to centrifuge, and more preferably repeated washing centrifuges
2~4 times.
The present invention provides a kind of method that the radiation effect using high-energy ray prepares monodisperse polypyrrole nano-particle,
Polypyrrole nano-particle is obtained by irradiating acid pyrroles's aqueous solution containing stabilizer, the preparation method is without using chemical oxygen
Change reagent, system is pure, saves energy consumption, has mild condition, easily operated, environmental-friendly feature, and obtained polypyrrole
Nano-particle dispersibility is preferable, uniform particle sizes.
In order to further illustrate the present invention, with reference to embodiments to a kind of polypyrrole nano-particle provided by the invention
Preparation method is described in detail.
Reagent used in following embodiment is commercially available.
Embodiment 1
By PVA the and 50mL deionized waters of 1g be added to capacity be 100mL round-bottomed flask in, heating water bath to 75 DEG C simultaneously
5h is kept, PVA is made to be completely dissolved in water.After being cooled to room temperature, 0.5mL pyrrole monomers are added under agitation, and dropwise
The 0.15mL concentrated sulfuric acids are instilled, until the pH=1 of system.Reaction system is directly placed into60In Co gamma-rays radioactive sources, in absorbed dose of radiation
Rate is under 37.8Gy/min, and irradiation after (total absorbed dose 54.4kGy), takes out reaction solution for 24 hours.Irradiated reaction solution is used
CT15RT type supercentrifuges are centrifuged (15000rpm, 40min), collect lower sediment thing, and be washed with deionized water
It washs.It repeats above-mentioned centrifugation and washing step obtains solid powder product, i.e. polypyrrole nano-particle twice, after freeze-drying.
Using transmission electron microscope (TEM, Hitachi, Japan H-7650) to the polypyrrole nanometer that is obtained in embodiment 1
Particle is analyzed, its transmission electron microscope photo such as Fig. 1 is obtained.As shown in Figure 1, product is rendered as dispersed grain spherical well
Shape is not reunited, and average grain diameter is about 30.5nm.
It is poly- to what is obtained in embodiment 1 using dynamic light scattering (DLS, Britain Malvern Instr Ltd. ZS-2S90)
Pyrroles's nano-particle is detected, and obtains the size and its distribution map of polypyrrole nano-particle, as shown in Figure 2.As shown in Figure 2,
The Hydrodynamic diameter of the polypyrrole nano-particle obtained in embodiment 1 is 65nm, and polydispersity coefficient PDI is 0.092.
Using infrared spectrum (Bruker VECTOR-22 infrared spectrometers) to the polypyrrole nanoparticle that is obtained in embodiment 1
Son is analyzed, and obtains its infrared spectrogram, as shown in Figure 3.It can be clearly seen that the eigen vibration peak of pyrrole ring by Fig. 3
1570cm-1、1431cm-1、1244cm-1、1046cm-1、932cm-1And 795cm-1, while can also see the eigen vibration of PVA
Peak (3000~2850cm-1For the vibration peak of C-H on methylene), it is what PVA stablized to illustrate synthesized nano-particle really
Polypyrrole nano-particle.
Embodiment 2
PVA the and 50mL deionized waters of 1.5g are added in the round-bottomed flask that capacity is 100mL, heating water bath is to 75 DEG C
And 5h is kept, so that PVA is completely dissolved in water.After being cooled to room temperature, under agitation be added 0.5mL pyrrole monomers, and by
Drop instills the 0.15mL concentrated sulfuric acids, until the pH=1 of system.Reaction system is directly placed into60In Co gamma-rays radioactive sources, in absorbent
Dose rate is under 37.8Gy/min, and irradiation is for 24 hours (total absorbed dose 54.4kGy).Irradiated reaction solution is high with CT15RT types
Fast centrifuge is centrifuged (15000rpm, 40min), collects lower sediment thing, and be washed with deionized.It repeats above-mentioned
Centrifugation and washing step obtain solid powder product, i.e. polypyrrole nano-particle twice, after freeze-drying.
Using transmission electron microscope (TEM, Hitachi, Japan H-7650) to the polypyrrole nanometer that is obtained in embodiment 2
Particle is analyzed, its transmission electron microscope photo such as Fig. 4 is obtained.As shown in Figure 4, product is rendered as the good ball of dispersibility
Shape is granular, does not reunite, and average grain diameter is about 19.0nm.
It is poly- to what is obtained in embodiment 2 using dynamic light scattering (DLS, Britain Malvern Instr Ltd. ZS-2S90)
Pyrroles's nano-particle is detected, and obtains the size and its distribution map of polypyrrole nano-particle, as shown in Figure 5.As shown in Figure 5,
The Hydrodynamic diameter of the polypyrrole nano-particle obtained in embodiment 2 is 51nm, and polydispersity coefficient PDI is 0.185.
Embodiment 3
PVA the and 50mL deionized waters of 1.0g are added in the round-bottomed flask that capacity is 100mL, heating water bath is to 75 DEG C
And maintain this temperature 5h, it is ensured that PVA is completely dissolved in water.It is cooled to after room temperature and 0.5mL pyrroles's list is added under agitation
Body and the pH=0.8 that 0.44mL concentrated sulfuric acid regulation systems are added.Reaction system is put into60In Co gamma Rays room, absorbing
Dosage rate is under 37.8Gy/min, and irradiation after (total absorbed dose 54.4kGy), obtains the dispersion of polypyrrole nano-particle for 24 hours
Irradiated reaction solution is centrifuged (15000rpm, 40min) liquid with CT15RT type supercentrifuges, collects lower layer
Sediment, and be washed with deionized.It repeats above-mentioned centrifugation and washing step obtains solid powder production twice, after freeze-drying
Object, i.e. polypyrrole nano-particle.
Using transmission electron microscope (TEM, Hitachi, Japan H-7650) to the polypyrrole nanometer that is obtained in embodiment 3
Particle is analyzed, its transmission electron microscope photo such as Fig. 6 is obtained.It will be appreciated from fig. 6 that product is rendered as the good ball of dispersibility
Shape is granular, does not reunite, and average grain diameter is about 42.6nm.
It is poly- to what is obtained in embodiment 1 using dynamic light scattering (DLS, Britain Malvern Instr Ltd. ZS-2S90)
Pyrroles's nano-particle is detected, and obtains the size and its distribution map of polypyrrole nano-particle, as shown in Figure 7.As shown in Figure 7,
The Hydrodynamic diameter of the polypyrrole nano-particle obtained in embodiment 3 is 78nm, and polydispersity coefficient PDI is 0.116.
Claims (10)
1. a kind of preparation method of polypyrrole nano-particle, which is characterized in that including：
A) by pyrrole monomer, stabilizer and water mixed dissolution, mixed liquor is obtained；
B it) adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, obtain polypyrrole nano-particle.
2. preparation method according to claim 1, which is characterized in that the stabilizer is polyvinyl alcohol.
3. preparation method according to claim 1, which is characterized in that a concentration of the 4 of stabilizer in the mixed liquor~
40mg/mL。
4. preparation method according to claim 1, which is characterized in that a concentration of the 6 of pyrrole monomer in the mixed liquor~
40mg/mL。
5. preparation method according to claim 1, which is characterized in that the step A) be specially：
Stabilizer is soluble in water, stabiliser solution is obtained, pyrrole monomer is then added, mixed liquor is obtained after dissolving.
6. preparation method according to claim 1, which is characterized in that the step B) it is middle using concentrated sulfuric acid adjusting mixed liquor
PH value.
7. preparation method according to claim 1, which is characterized in that the gamma-rays is60Co gamma-rays.
8. preparation method according to claim 1, which is characterized in that the dosage rate of the irradiation is 8~80Gy/min.
9. preparation method according to claim 1, which is characterized in that the total absorbed dose of the irradiation is more than 50kGy.
10. preparation method according to claim 1, which is characterized in that the step B) be specially：
It adjusts mixed liquor pH value and is less than or equal to 1, then through gamma-ray irradiation, centrifuge, collect lower sediment thing, freeze-drying
Afterwards, polypyrrole nano-particle is obtained.
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Citations (3)
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|---|---|---|---|---|
| CN101314639A (en) * | 2008-06-26 | 2008-12-03 | 华东理工大学 | Method for preparing poly-pyrrole with Fe(III) ion liquid as oxygenant |
| CN102154832A (en) * | 2010-12-31 | 2011-08-17 | 泉州红瑞兴纺织有限公司 | Fabric coating finishing agent with electromagnetic shielding function and preparation method thereof |
| CN103205192B (en) * | 2013-04-18 | 2015-09-09 | 南昌航空大学 | A kind of barium ferrite Doped polypyrrole is the photocuring antiradar coatings of wave absorbing agent |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101314639A (en) * | 2008-06-26 | 2008-12-03 | 华东理工大学 | Method for preparing poly-pyrrole with Fe(III) ion liquid as oxygenant |
| CN102154832A (en) * | 2010-12-31 | 2011-08-17 | 泉州红瑞兴纺织有限公司 | Fabric coating finishing agent with electromagnetic shielding function and preparation method thereof |
| CN103205192B (en) * | 2013-04-18 | 2015-09-09 | 南昌航空大学 | A kind of barium ferrite Doped polypyrrole is the photocuring antiradar coatings of wave absorbing agent |
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