CN103214670B - Aqueous polyanion hollow microsphere and preparation method thereof - Google Patents
Aqueous polyanion hollow microsphere and preparation method thereof Download PDFInfo
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Abstract
The present invention relates to a kind of aqueous polyanion hollow microsphere and preparation method thereof, belong to polyaniline material technical field, solve hollow polyaniline microspheres in prior art water insoluble, the technical problem of contaminate environment in poisonous and harmful volatile organic solvent during use, can only be dissolved in.The preparation method of aqueous polyanion hollow microsphere of the present invention is: aniline and sulfo aniline a) are dissolved in water by step, obtain aqueous liquid dispersion; Step b) Tripotassium iron hexacyanide is dissolved in water, obtain potassium ferricyanide aqueous solution; Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, reaction, obtains reaction product after filtration; Steps d) by step c) reaction product that obtains is dry, obtains aqueous polyanion hollow microsphere.Preparation method of the present invention is simple, cost is low, and obtained aqueous polyanion hollow microsphere has excellent water dispersible, can be dissolved in water and obtain aqueous polyanion solution.
Description
Technical field
The present invention relates to polyaniline material technical field, more particularly, relate to a kind of aqueous polyanion hollow microsphere and preparation method thereof.
Background technology
Hollow polyaniline microspheres, due to its special hollow structure, is with a wide range of applications in the noenergy loss transmission of biology, medicine etc., controlled separation and the field such as release, the protection of artificial cell core bioactive ingredients.Meanwhile, the high-specific surface area of hollow polyaniline microspheres, low permeability and density make it have a wide range of applications in microreactor, biosensor, pigment synthesis, energy storage.The preparation method of several hollow polyaniline microspheres has been disclosed in prior art, as: the people such as Wan Meixiang (Adv.Mater., 2007,19 (16): 2092) take Perfluorooctane sulfonates as doping agent, iron trichloride is oxygenant, the hollow polyanifine microballoon of the diameter having prepared imitative rambutan structure to be 385nm and wall thickness be 35nm, this electrically conductive polyaniline tiny balloon shows excellent ultra-hydrophobicity, not only increase the stability of electrically conductive polyaniline electric conductivity, and the not contaminated and destructions such as the biomaterial in cavity can also be protected; Take ammonium persulphate as oxygenant, Whitfield's ointment is doping agent, has prepared hollow polyaniline microspheres (Adv.Funct.Mater., 2003,13 (10): 815 that diameter is 1.5-3.1 μm; Be doping agent with beta-naphthalenesulfonic-acid, prepared the hollow polyaniline microspheres (Adv.Mater., 2002,14 (18): 1314) that diameter is 450-1370nm.But, above-mentioned about preparing in the document of hollow polyaniline microspheres, along with the carrying out of aniline polymerization reaction, the pH value of reaction system reduces, and in order to stop micella from the spherical transformation linearly waiting pattern toward other, all needs to add the materials such as doping agent, therefore, complicated operation, cost is higher.
For solving the problem, Chinese patent 201110040481.5 discloses a kind of without any need for doping agent, and prepared diameter for 160-610nm with the oxygenant of lower oxidation reduction potential, wall thickness is the hollow polyaniline microspheres of 65-100nm.But the hollow polyaniline microspheres of above-mentioned patent is solvent-borne type polyaniline, can not be dissolved in water, must be dissolved in poisonous and harmful volatile organic solvent and just can use, and makes it apply and is restricted, and huge pollution can be caused to environment.
Summary of the invention
Water insoluble for solving hollow polyaniline microspheres in prior art, the technical problem of contaminate environment in poisonous and harmful volatile organic solvent can only be dissolved in during use, the invention provides a kind of aqueous polyanion hollow microsphere and preparation method thereof, this preparation method is simple, cost is low, and the aqueous polyanion hollow microsphere obtained has excellent water dispersible.
The invention provides a kind of preparation method of aqueous polyanion hollow microsphere, comprise the following steps:
Aniline and sulfo aniline a) are dissolved in water by step, obtain aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide is dissolved in water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, reaction, obtains reaction product after filtration;
Steps d) by step c) reaction product that obtains is dry, obtains aqueous polyanion hollow microsphere.
Preferably, the consumption of described aniline is 95 weight parts, and the consumption of sulfo aniline is 87-118 weight part, and the consumption of the Tripotassium iron hexacyanide is 481-3290 weight part.
Preferably, in described aqueous liquid dispersion, the mass percentage concentration of aniline is 21.2%-31.5%, and the mass percentage concentration of sulfo aniline is 20.9%-35.4%.
Preferably, in described potassium ferricyanide aqueous solution, the mass percentage concentration of the Tripotassium iron hexacyanide is 53.2%-82.9%.
Preferably, described sulfo aniline is 2-aniline sulfonic acid, 3-aniline sulfonic acid or 4-acetylaminohydroxyphenylarsonic acid 2-aniline sulfonic acid.
Preferably, step c) described in temperature of reaction be-20 ~ 15 DEG C, the reaction times is 20 ~ 48 hours.
Preferably, steps d) described in drying be vacuum-drying 24 ~ 72 hours.
Preferably, also comprise, step c) described in reaction product drying before use methyl alcohol, water and methanol wash successively.
The aqueous polyanion hollow microsphere that the present invention also provides above-mentioned preparation method to prepare.
Preferably, the diameter of described aqueous polyanion hollow microsphere is 300 ~ 600nm, and wall thickness is 50 ~ 68nm.
Beneficial effect of the present invention:
(1) the present invention take the Tripotassium iron hexacyanide as oxygenant, with aniline and containing sulfonic aniline for preparing the raw material of hollow polyaniline microspheres, in preparation process, amino in aniline and the amino in sulfo aniline and sulfonic group are hydrophilic radical, phenyl ring in aniline and the phenyl ring in sulfo aniline are hydrophobic group, thus, aniline and sulfo aniline are amphiphilic group compound, spherical micelle can be formed in water, along with the carrying out of aniline polymerization reaction, the Tripotassium iron hexacyanide of lower oxidation reduction potential E=1.8V makes the pH value of reaction system significantly not reduce, prevent the formation of linear Polyaniline, ensure that the formation of hollow polyaniline microspheres, sulfonic group in sulfo aniline has excellent wetting ability, ensure that the aqueous polyanion hollow microsphere obtained can be dissolved in water well,
(2) preparation method of the present invention does not add any doping agent, and technique is simple, cost is low;
(3) diameter of the aqueous polyanion hollow microsphere prepared by the present invention is 300 ~ 600nm, wall thickness is 50 ~ 68nm, and there is good water dispersible, can be dissolved in water and obtain aqueous polyanion solution, overcome when hollow polyaniline microspheres uses in prior art and need to be dissolved in the technical problem in poisonous and harmful volatile organic solvent, environmental protection.
Accompanying drawing explanation
Fig. 1 is scanning electron microscopic picture and the deployment conditions of this hollow polyaniline microspheres in water of the hollow polyaniline microspheres of comparative example 1 of the present invention preparation;
Fig. 2 is scanning electron microscopic picture and the deployment conditions of this aqueous polyanion hollow microsphere in water of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 1;
Fig. 3 is the GPC spectrogram of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 1;
Fig. 4 is scanning electron microscopic picture and the deployment conditions of this aqueous polyanion hollow microsphere in water of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 2;
Fig. 5 is the GPC spectrogram of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 2.
Embodiment
The preparation method of aqueous polyanion hollow microsphere, comprises the following steps:
Aniline and sulfo aniline a) are dissolved in water by step, obtain aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide is dissolved in water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, reaction, obtains reaction product after filtration;
Steps d) by step c) reaction product that obtains is dry, obtains aqueous polyanion hollow microsphere.
In preparation method of the present invention, the consumption of preferably described aniline is 95 weight parts, and the consumption of sulfo aniline is 87-118 weight part, and the consumption of the Tripotassium iron hexacyanide is 481-3290 weight part.
In preparation method of the present invention, in preferably described aqueous liquid dispersion, the mass percentage concentration of aniline is 21.2%-31.5%, and the mass percentage concentration of sulfo aniline is 20.9%-35.4%.
In preparation method of the present invention, in described potassium ferricyanide aqueous solution, the mass percentage concentration of the Tripotassium iron hexacyanide is preferably 53.2%-82.9%.
In preparation method of the present invention, described sulfo aniline is preferably 2-aniline sulfonic acid, 3-aniline sulfonic acid or 4-acetylaminohydroxyphenylarsonic acid 2-aniline sulfonic acid.
In preparation method of the present invention, step c) described in the temperature of reaction be preferably-20 ~ 15 DEG C, be more preferably-5 ~ 5 DEG C, the reaction times is preferably 20 ~ 48 hours, is more preferably 24-36 hour.
In preparation method of the present invention, steps d) described in drying be preferably vacuum-drying 24 ~ 72 hours, be more preferably vacuum-drying 30 ~ 40 hours; Described vacuum tightness is 0.06 ~ 0.09MPa, is more preferably 0.07 ~ 0.08MPa; Drying temperature is preferably 40 ~ 55 DEG C, is more preferably 45 ~ 50 DEG C.
Preparation method of the present invention, preferably also comprises, step c) described in reaction product use methyl alcohol, water and methanol wash successively before it is dried.
Preferably, the preparation method of aqueous polyanion hollow microsphere is:
The sulfo aniline of the aniline of 95 weight parts and 87-118 weight part a) is dissolved in the water of 120-235 weight part by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 1481-3290 weight part is dissolved in 680-1300 weight parts water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at-20 ~ 15 DEG C of temperature, static placement 20 ~ 48 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 24 ~ 72 hours, obtain aqueous polyanion hollow microsphere.
The aqueous polyanion hollow microsphere that the present invention also provides above-mentioned preparation method to prepare, the diameter of aqueous polyanion hollow microsphere is 300 ~ 600nm, and wall thickness is 50 ~ 68nm.
In order to further illustrate the present invention, below in conjunction with embodiment and accompanying drawing, technical scheme of the present invention is further explained.
Comparative example 1
Composition graphs 1 illustrates comparative example 1
The preparation method of hollow polyaniline microspheres:
135g aniline a) is dissolved in the water of 180ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 1481g is dissolved in 680ml water, obtain potassium ferricyanide aqueous solution;
Step c) by step a) and step b) the solution mixing that obtains, at-20 DEG C of temperature, static placement 20 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 24 hours, obtain hollow polyaniline microspheres.
Fig. 1 is scanning electron microscopic picture and the deployment conditions of this hollow polyaniline microspheres in water of the hollow polyaniline microspheres of comparative example 1 of the present invention preparation; Fig. 1 a is the scanning electron microscopic picture of hollow polyaniline microspheres, and Fig. 1 b is the deployment conditions of hollow polyaniline microspheres in water; As can be seen from Figure 1: hollow polyaniline microspheres prepared by prior art does not dissolve in water, can be clear that demixing phenomenon, be water layer above, and be polyaniline powder below, namely hollow polyaniline microspheres is deposited in bottom the aqueous solution.
Embodiment 1
Composition graphs 2 and Fig. 3 illustrate embodiment 1
The preparation of aqueous polyanion hollow microsphere:
The 2-aniline sulfonic acid of 95g aniline and 87g a) is dissolved in the water of 120ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 1481g is dissolved in 680ml water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at-20 DEG C of temperature, static placement 20 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 24 hours, obtain aqueous polyanion hollow microsphere.
Fig. 2 is scanning electron microscopic picture and the deployment conditions of this aqueous polyanion hollow microsphere in water of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 1; Fig. 2 a is the scanning electron microscopic picture of aqueous polyanion hollow microsphere, and Fig. 2 b is the deployment conditions of aqueous polyanion hollow microsphere in water; As can be seen from Figure 2: the diameter of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 1 is 300 ~ 580nm, and wall thickness is 55 ~ 68nm, and the dispersion that it can be good in water, solution is black.
Fig. 3 is the GPC spectrogram of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 1; As can be seen from Figure 3, the Z-average molecular weight (Mz) of the aqueous polyanion hollow microsphere of the embodiment of the present invention 1 is 345835, M
z+1be 1177284, weight-average molecular weight (Mw) is 102267, and number-average molecular weight (Mn) is 20829, and peak molecular weight (Mp) is 85711.
Embodiment 2
Composition graphs 4 and Fig. 5 illustrate embodiment 2
The preparation of aqueous polyanion hollow microsphere:
The 4-acetylaminohydroxyphenylarsonic acid 2-aniline sulfonic acid of the aniline of 95g and 118g a) is dissolved in the water of 235ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 3290g is dissolved in 1300ml water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at 15 DEG C of temperature, static placement 48 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 72 hours, obtain aqueous polyanion hollow microsphere.
Fig. 4 is scanning electron microscopic picture and the deployment conditions of this aqueous polyanion hollow microsphere in water of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 2; Fig. 4 a is the scanning electron microscopic picture of aqueous polyanion hollow microsphere, and Fig. 4 b is the deployment conditions of aqueous polyanion hollow microsphere in water; As can be seen from Figure 2: the diameter of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 2 is 380 ~ 600nm, and wall thickness is 50 ~ 62nm, and the dispersion that it can be good in water, solution is black.
Fig. 5 is the GPC spectrogram of aqueous polyanion hollow microsphere prepared by the embodiment of the present invention 2; As can be seen from Figure 5, the Z-average molecular weight (Mz) of the aqueous polyanion hollow microsphere of the embodiment of the present invention 5 is 295884, M
z+1be 702186, weight-average molecular weight (Mw) is 108484, and number-average molecular weight (Mn) is 23972, and peak molecular weight (Mp) is 105726.
Embodiment 3
The preparation of aqueous polyanion hollow microsphere:
The 3-aniline sulfonic acid of 95g aniline and 92g a) is dissolved in the water of 180ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 1680g is dissolved in 1100ml water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at-10 DEG C of temperature, static placement 36 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 48 hours, obtain aqueous polyanion hollow microsphere, microsphere diameter is 340 ~ 510nm, and wall thickness is 58 ~ 63nm.
Embodiment 4
The preparation of aqueous polyanion hollow microsphere:
The 2-aniline sulfonic acid of the aniline of 95g and 102g a) is dissolved in the water of 200ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 2860g is dissolved in 780ml water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at 5 DEG C of temperature, static placement 24 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 60 hours, obtain aqueous polyanion hollow microsphere, microsphere diameter is 310 ~ 480nm, and wall thickness is 52 ~ 60nm.
Embodiment 5
The preparation of aqueous polyanion hollow microsphere:
The 3-aniline sulfonic acid of the aniline of 95g and 115g a) is dissolved in the water of 165ml by step, obtains aqueous liquid dispersion;
Step b) Tripotassium iron hexacyanide of 3290g is dissolved in 1200ml water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, at-5 DEG C of temperature, static placement 38 hours, then, filters, washs filtrate successively colourless, obtain reaction product with methyl alcohol, water, methyl alcohol;
Steps d) by reaction product vacuum-drying 36 hours, obtain aqueous polyanion hollow microsphere, microsphere diameter is 330 ~ 520nm, and wall thickness is 54 ~ 62nm.
The explanation of above embodiment just understands method of the present invention and core concept thereof for helping.It should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention, can also carry out some improvement and modification to the present invention, these improve and modify and also fall in the protection domain of the claims in the present invention.
Claims (8)
1. the preparation method of aqueous polyanion hollow microsphere, is characterized in that, comprises the following steps:
Aniline and sulfo aniline a) are dissolved in water by step, obtain aqueous liquid dispersion;
Described sulfo aniline is 2-aniline sulfonic acid, 3-aniline sulfonic acid or 4-acetylaminohydroxyphenylarsonic acid 2-aniline sulfonic acid;
Step b) Tripotassium iron hexacyanide is dissolved in water, obtain potassium ferricyanide aqueous solution;
Step c) by aqueous liquid dispersion and potassium ferricyanide aqueous solution mixing, reaction, obtains reaction product after filtration;
Steps d) by step c) reaction product that obtains is dry, obtains aqueous polyanion hollow microsphere;
In described aqueous liquid dispersion, the mass percentage concentration of aniline is 21.2%-31.5%, and the mass percentage concentration of sulfo aniline is 20.9%-35.4%.
2. the preparation method of aqueous polyanion hollow microsphere according to claim 1, is characterized in that, the consumption of described aniline is 95 weight parts, and the consumption of sulfo aniline is 87-118 weight part, and the consumption of the Tripotassium iron hexacyanide is 481-3290 weight part.
3. the preparation method of aqueous polyanion hollow microsphere according to claim 1, is characterized in that, in described potassium ferricyanide aqueous solution, the mass percentage concentration of the Tripotassium iron hexacyanide is 53.2%-82.9%.
4. the preparation method of aqueous polyanion hollow microsphere according to claim 1, is characterized in that, step c) described in temperature of reaction be-20 ~ 15 DEG C, the reaction times is 20 ~ 48 hours.
5. the preparation method of aqueous polyanion hollow microsphere according to claim 1, is characterized in that, steps d) described in drying be vacuum-drying 24 ~ 72 hours.
6. the preparation method of aqueous polyanion hollow microsphere according to claim 1, is characterized in that, also comprise, step c) described in reaction product use methyl alcohol, water and methanol wash successively before it is dried.
7. the aqueous polyanion hollow microsphere prepared of the preparation method of the aqueous polyanion hollow microsphere of claim 1-6 described in any one.
8. aqueous polyanion hollow microsphere according to claim 7, is characterized in that, the diameter of described microballoon is 300 ~ 600nm, and wall thickness is 50 ~ 68nm.
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| CN103539943B (en) * | 2013-11-06 | 2016-01-20 | 中国科学院长春应用化学研究所 | A kind of preparation method of polyaniline |
| CN105017551A (en) * | 2014-04-22 | 2015-11-04 | 中国石油化工股份有限公司 | Surface modified polymer hollow microsphere as well as preparation method and application thereof |
| CN104629585B (en) * | 2015-02-03 | 2017-01-25 | 中南大学 | Anticorrosive paint taking rare earth cerium ion modified polyaniline hollow microspheres as additive |
| CN105778085A (en) * | 2016-03-28 | 2016-07-20 | 重庆金固特新材料科技有限公司 | Preparation method for polyaniline |
| CN107591540A (en) * | 2017-08-27 | 2018-01-16 | 长沙小新新能源科技有限公司 | A kind of preparation method of biological fuel cell anode material |
| CN110639438B (en) * | 2019-08-16 | 2021-08-20 | 华东理工大学 | Preparation of polyaniline hollow microspheres and method for recycling precious metals in electronic waste |
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| CN101058417A (en) * | 2007-04-06 | 2007-10-24 | 华东理工大学 | Electric polyaniline derivative surface modified water decentralized carbon nano-tube and preparation method |
| CN101776632A (en) * | 2010-03-09 | 2010-07-14 | 浙江大学 | Water dispersible polyaniline nano-particle gas-sensitive element and method for preparing same |
| CN102153747A (en) * | 2011-02-17 | 2011-08-17 | 中国科学院长春应用化学研究所 | Method for preparing hollow polyaniline microspheres |
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| CN101058417A (en) * | 2007-04-06 | 2007-10-24 | 华东理工大学 | Electric polyaniline derivative surface modified water decentralized carbon nano-tube and preparation method |
| CN101776632A (en) * | 2010-03-09 | 2010-07-14 | 浙江大学 | Water dispersible polyaniline nano-particle gas-sensitive element and method for preparing same |
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