CN100475707C - Method for preparing magnetic Nano composite granules coated by cationic polyelectrolyte - Google Patents
Method for preparing magnetic Nano composite granules coated by cationic polyelectrolyte Download PDFInfo
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- CN100475707C CN100475707C CNB2006101183823A CN200610118382A CN100475707C CN 100475707 C CN100475707 C CN 100475707C CN B2006101183823 A CNB2006101183823 A CN B2006101183823A CN 200610118382 A CN200610118382 A CN 200610118382A CN 100475707 C CN100475707 C CN 100475707C
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Abstract
This invention discloses a method for preparing cationic polyelectrolyte-coated magnetic nanoparticles. The method comprises: (1) preparing magnetic nanoparticles, adding into carboxylic compound solution, ultrasonically dispersing, and adjusting to neutrality with standard NaOH solution to obtain stable magnetic solution; (2) dialyzing to remove small molecular impurities, and mixing with cationic polyelectrolyte solution to obtain cationic polyelectrolyte-coated magnetic nanoparticles. The method is suitable for ferrite magnetic nanoparticles on any nanometer scale and water-soluble cationic polyelectrolyte. The obtained composite magnetic nanoparticles can be stably dispersed in water for a long time, and can be used for biomass separation, targeted drug delivery, and gene delivery and transfection.
Description
Technical field
The present invention relates to a kind of preparation method of field of nanometer technology, specifically is a kind of preparation method of magnetic Nano composite granules coated by polyelectrolyte of positive ions.
Background technology
As a kind of type material that has many major application value in fields such as biology, medical science, the applied research development in recent years of magnetic nanoparticle is rapid.Discover that magnetic nanoparticle is at Magnetic resonance imaging (MRI) radiography, tumor thermotherapy, target administration, all there is unique application performance aspects such as biomolecules or cellular segregation.Up-to-date research is also found, as carrier, can realize that efficient, safe gene is carried and expression with nano magnetic particle.The application power of nano particle depends on the means and the technology of its finishing to a great extent.For example, as the contrast medium of long-time body-internal-circulation, nonspecific absorption must be not take place with on every side biomolecules or cell in nano magnetic particle; And in the process of gene conveying and expression, nano magnetic particle is then necessary can be effectively in conjunction with genetic stew.General finishing now is nothing but in order to reach two purposes: the stable dispersion of nanoparticle and surface-functionalized.Stable dispersion generally realizes by charged molecule on the magnetic nanoparticle pan coating or the polymer with spatial stability effect; And to realize the surface-functionalized of magnetic nanoparticle, must connect on its surface and have suitable chemically active group (for example, amino or carboxyl).Usually above-mentioned two purposes all realize by diverse ways, for example for protamine in the coupling of magnetic particle surface, the way that need at first use dextran (Dextran) to modify is dispersed in the water particle stabilized, and then on dextran, carry out amination and handle, acquisition can with protein coupled reactive group.Yet the modification means that can take into account these two purposes now simultaneously are also relatively more rare.
The molecular chain of cationic polyelectrolyte has positive charge in neutral aqueous solution, its electric charge generally comes from group nitrogenous in the molecule (amido, imido grpup etc.), these groups again easily and Biofunctional materials such as protein etc. be coupled.Therefore, if use the cationic polyelectrolyte modifying magnetic nano particle, can make particle surface become positively charged so that its stable dispersion can be given the group that particle has follow-up modification ability again, a step reaches stable and these two purposes of functionalization.
Realize that the modification that cationic polyelectrolyte is repaiied magnetic nanoparticle must solve two problems: the one, find suitable combining method to make polyelectrolyte stablize the firm magnetic nanoparticle surface that is coated on, the 2nd, solve the problem that evenly coats.
Find through literature search prior art, the article that people such as Chen-Li Chiang deliver on " chromatographic science B ": the method for having reported a kind of cationic polyelectrolyte modifying magnetic nano particle among the Application of superparamagnetic nanoparticles in purificationOf plasmid DNA from bacterial cells (Journal of Chromatography B, 822 (2005) 54-60).This method is at first used the lauric coating of multilayer, with the magnetic particles dispersed in water.And then mix with polymine and can obtain the magnetic nanoparticle that cationic polyelectrolyte is modified.Yet lauric acid can not be really with the magnetic uniform particles be dispersed in the water, what in fact obtain is the bulk coacervate that diameter surpasses 200nm.Cationic polyelectrolyte just is coated on these coacervate surfaces, can't accomplish each magnetic particulate is evenly coated.Simultaneously, sedimentation because himself diameter is excessive, can take place in the coacervate that cationic polyelectrolyte is modified under action of gravity, can not get stable dispersion system.
Summary of the invention
The present invention is directed to above-mentioned technical barrier and the deficiencies in the prior art, a kind of preparation method of dispersion liquid of magnetic Nano composite granules coated by polyelectrolyte of positive ions is provided.The present invention as oxalic acid, citric acid etc., is pretreating reagent by selecting the water-soluble carboxyl acid compounds, make magnetic nano particle at first with on very strong negative electricity, realize that simultaneously magnetic nanoparticle disperses fully at aqueous phase.Such nano dispersion fluid simply mixes with cationic polyelectrolyte or its solution, just can be by the positive and negative sucking action of the static between cationic polyelectrolyte and the magnetic nanoparticle, and the realization cationic polyelectrolyte is even nanoparticle surface, the stable coating.
The present invention is achieved by the following technical solutions: the present invention at first prepares magnetic nanoparticle, then magnetic nanoparticle is joined in the carboxylic acid compound solution, behind the ultra-sonic dispersion, regulates dispersion liquid to neutral with standard caustic soda solution.The stable magnetic liquid that obtains is separated the impurity small molecules through dialysis.The magnetic liquid after the dialysis and the aqueous solution of cationic polyelectrolyte are just prepared the magnetic nanoparticle that cationic polyelectrolyte coats.Characteristics of the present invention: cationic polyelectrolyte and magnetic nanoparticle mortise, the dispersion liquid of preparing is even, stable, and preparation process is easy.The present invention also has very wide suitability, and magnetic-particle can be selected all kinds of ferrites of different sizes in the nanoscale and composition thereof, and cationic polyelectrolyte only needs to stablize to be dissolved in the water to get final product.
Described preparation magnetic nanoparticle is specially: with the Z 250 or the gamma-Fe2O3 magnetic nanoparticle of chemical process synthesis of nano yardstick, its median size can be between 5 to 30 nanometers.The particle of preparing can directly use, and also can use after lyophilize.
Described chemical process is meant coprecipitation method or precipitation method for oxidation.
Described magnetic nanoparticle joins in the carboxylic acid compound solution, be specially: magnetic nanoparticle is added in the carboxylic acid compound solution that mass concentration is 2-10%, and the mass ratio of magnetic nanoparticle and carboxylic acid compound solution is controlled between 1: 200 to 1: 20.Mixed solution ultra-sonic dispersion 20-50 minute is regulated the pH of dispersion liquid between 6.8 to 7.2 with NaOH solution then.The magnetic liquid that obtains 5000 change under centrifugal 20-40 minute, remove bottom settlings, upper strata magnetic liquid uses molecular weight cut-off to dialyse in deionized water 48 hours as the semi-permeable membranes of 15K.
Described carboxylic acid compound is meant the water-soluble cpds that has carboxyl in the molecule, and as acetate, oxalic acid, citric acid etc., best reagent is the compound that contains a plurality of carboxyls in oxalic acid, this quasi-molecule of citric acid.
Described NaOH solution, concentration are 0.1-0.5mol/L.
The magnetic nanoparticle that described preparation cationic polyelectrolyte coats, be specially: cationic polyelectrolyte is made into the aqueous solution, and according to the quality of contained cationic polyelectrolyte be the consumption of nanometer magnetic particle more than 2 times with dialysis after the mixing of magnetic liquid can prepare the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle in 5-20 minute.For the cationic polyelectrolyte of some rapidly dissolvables in water, also can directly be added in the magnetic liquid after the dialysis, mix and prepared the magnetic nanoparticle that cationic polyelectrolyte coats in 5-20 minute.
Described cationic polyelectrolyte is meant that the polymkeric substance long-chain has the polymkeric substance of positive electricity in neutral aqueous solution, as polymine, chitosan, poly-L-Lysine etc.
The nanometer magnetic particle that the present invention prepares is carried out pre-the modification by selecting carboxyl compounds, and the particle surface that obtains is electronegative and can be dispersed in the water formation magnetic particulate aqueous-based dispersions uniformly and stably.This dispersion liquid mixes with cationic polyelectrolyte (or its solution), can realize the uniform and stable coating of cationic polyelectrolyte to magnetic nanoparticle.
Compared with prior art, the present invention utilizes carboxylic compound as surface preparation reagent, has obtained on the one hand stable, magnetic particle aqueous-based dispersions uniformly, makes negative electricity on the magnetic particle surface band on the other hand, can with the cationic polyelectrolyte stable bond.Simultaneously, because carboxylic compound can provide very intensive surface negative charge for the magnetic particle, help the absorption of cation compound, the present invention is simple to operate, and material source is extensive, and the product of preparing is uniformly dispersed, stablizes, and is with a wide range of applications.
Description of drawings
Accompanying drawing is the particle of preparation among the embodiment 1 and the Zeta potential curve of the finished product
Embodiment
Provide following examples in conjunction with content of the present invention, but the invention is not restricted to these embodiment:
Embodiment 1
2.4 gram six Ferric Chloride Hydrateds and 1.68 gram ferrous sulfates are dissolved in 10 ml waters. under agitation slowly drip 5 milliliters of ammoniacal liquor (25%) then; produce black precipitate rapidly; after dropwising Deng ammoniacal liquor; temperature of reaction system is risen to 80 ℃, and reaction is 1 hour under stirring and nitrogen protection.Then that product is extremely neutral with deionized water wash, obtaining median size is the Z 250 particle of 10 nanometers, and its surface zeta potential current potential in water as shown in drawings.The band water particle of new system is added in 80 ml waters, add 1.6 gram monohydrate potassiums again, stir after 5 minutes, ultra-sonic dispersion 20 minutes are used in the frozen water cooling down.Product is regulated pH to 6.8 between 7.2 with 0.5 mole every liter sodium hydroxide solution, can obtain stable Z 250 dispersion liquid.This dispersion liquid descended centrifugal 30 minutes at 5000 rpms, removed the liquid of post precipitation and dialysed 48 hours with the semi-permeable membranes of molecular weight cut-off 15K, and in the dispersion liquid that obtains, magnetic particle surface zeta current potential as shown in drawings.This dispersion liquid constant volume was mixed 5 minutes to 100ml and with 40ml polyethyleneimine: amine aqueous solution (mass concentration 5%), contain the magnetic Nano Z 250 particle of the polymine coating of every milliliter of 6-10 milligram in the dispersion liquid of making, its surface zeta potential current potential as shown in drawings.
Embodiment 2
According to embodiment 1 described method, different is to adopt 2.5g oxalic acid to replace 1.6 gram monohydrate potassiums.Add oxalic acid, stir after 5 minutes, ultra-sonic dispersion 40 minutes are used in the frozen water cooling down.Subsequent step is identical with embodiment 1.
The result makes aqueous-based dispersions equally, contains the magnetic Nano Z 250 particle of the polymine coating of every milliliter of 6-10 milligram.
Embodiment 3
12 gram six Ferric Chloride Hydrateds and 8.4 gram ferrous sulfates are dissolved in 50 ml waters. under agitation slowly drip 25 milliliters of ammoniacal liquor (25%) then; produce black precipitate rapidly; after dropwising Deng ammoniacal liquor; temperature of reaction system is risen to 80 ℃, and reaction is 1 hour under stirring and nitrogen protection.Then that product is extremely neutral with deionized water wash, obtaining median size is the Z 250 particle of 10 nanometers.1 gram of taking-up after the particle freeze-drying is joined in 20 ml waters, add 2 gram acetate more fast, stir after 5 minutes, ultra-sonic dispersion 40 minutes are used in the frozen water cooling down.Product is regulated pH to 6.8 between 7.2 with 0.1 mole every liter sodium hydroxide solution, can obtain stable Z 250 dispersion liquid.This dispersion liquid descended centrifugal 20 minutes at 5000 rpms, removing the liquid of post precipitation dialysed 48 hours with the semi-permeable membranes of molecular weight cut-off 30K, obtain magnetic liquid constant volume and mixed 10 minutes, contain the magnetic Nano Z 250 particle of the polymine coating of every milliliter of 6-10 milligram in the dispersion liquid of making to 50ml and with 100ml polyethyleneimine: amine aqueous solution (mass concentration 5%).
Embodiment 4
24 gram six Ferric Chloride Hydrateds and 16.8 gram ferrous sulfates are dissolved in 500 ml waters. under agitation slowly drip 50 milliliters of ammoniacal liquor (25%) then; produce black precipitate rapidly; after dropwising Deng ammoniacal liquor; temperature of reaction system is risen to 80 ℃, and reaction is 1 hour under stirring and nitrogen protection.Then that product is extremely neutral with deionized water wash, obtaining median size is the Z 250 particle of 10 nanometers.Join in 85 ml waters taking out 2 grams after the particle freeze-drying, add 14.285 milliliters of concentrated nitric acids again, after the stirring at normal temperature 10 minutes, inhale heavy particle, go the upper strata stillness of night with magnet, add 100 ml waters, add 8g anhydrous nitric acid iron again, under 95 degrees centigrade of water-baths, vigorous stirring 90 minutes, to neutral, make median size is the gamma-Fe2O3 particle of 12 nanometers to the particle that obtains with deionized water wash.0.72 gram of taking-up after the particle freeze-drying is joined in 20 ml waters, add 0.63 gram monohydrate potassium again, stir after 5 minutes, ultra-sonic dispersion 30 minutes are used in the frozen water cooling down.Product is regulated pH to 6.8 between 7.2 with 0.2 mole every liter sodium hydroxide solution, can obtain stable gamma-Fe2O3 dispersion liquid.This dispersion liquid descended centrifugal 40 minutes at 5000 rpms, removing the liquid of post precipitation dialysed 48 hours with the semi-permeable membranes of molecular weight cut-off 15K, resulting magnetic liquid constant volume was mixed 5 minutes to 50ml and with 100ml polyethyleneimine: amine aqueous solution (mass concentration 5%), contain the magnetic Nano gamma-Fe2O3 particle of the polymine coating of every milliliter of 7-12 milligram in the dispersion liquid of making.
Embodiment 5
According to embodiment 3 described methods, different is to adopt 100ml chitosan (homemade) solution (mass concentration 5%) to replace 100ml polyethyleneimine: amine aqueous solution (mass concentration 5%) to mix 20 minutes with the magnetic particle dispersion of citric acid modification.Subsequent step is identical with embodiment 3.
The result makes aqueous-based dispersions, contains the magnetic Nano Z 250 particle of the chitosan coating of every milliliter of 6-10 milligram.
Embodiment 6
According to the method for embodiment 4, different is adopts poly-L-Lysine hydrobromate (molecular weight: 15,000-30,000) to replace the polyethyleneimine: amine aqueous solution.
With the dialysis after magnetic liquid constant volume to 100ml, and take out 10ml. to wherein adding 500mg poly-L-Lysine hydrobromate, mixed 10 minutes, and made aqueous-based dispersions, contain the magnetic Nano gamma-Fe2O3 particle of the poly-L-Lysine coating of every milliliter of 3-5 milligram.
Claims (7)
1, a kind of preparation method of dispersion liquid of cationic polyelectrolyte coated magnetic nano particle, it is characterized in that, at first prepare magnetic nanoparticle, magnetic nanoparticle is joined in the carboxylic acid compound solution then, behind the ultra-sonic dispersion, regulate dispersion liquid to neutral with standard caustic soda solution, the stable magnetic liquid that obtains separates through dialysis removes the impurity small molecules, the magnetic liquid after the dialysis and the aqueous solution of cationic polyelectrolyte, prepare the dispersion liquid of the magnetic nanoparticle of cationic polyelectrolyte coating, described cationic polyelectrolyte is a polymine, chitosan, a kind of in the poly-L-Lysine, described carboxylic acid compound is meant acetate, oxalic acid, a kind of in the citric acid.
2, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 1 is characterized in that, described preparation magnetic nanoparticle is specially:
With the Z 250 or the gamma-Fe2O3 magnetic nanoparticle of chemical process synthesis of nano yardstick, its median size is between 5 to 30 nanometers, and the particle of preparing directly uses, or uses after lyophilize.
3, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 2 is characterized in that, described chemical process is meant coprecipitation method or precipitation method for oxidation.
4, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 1 is characterized in that, described magnetic nanoparticle joins in the carboxylic acid compound solution, is specially:
Magnetic nanoparticle is added in the carboxylic acid compound solution that mass concentration is 2-10%, the mass ratio of magnetic nanoparticle and carboxylic acid compound solution is controlled between 1: 200 to 1: 20, mixed solution ultra-sonic dispersion 20-50 minute, regulate the pH of dispersion liquid between 6.8 to 7.2 with NaOH solution then, the magnetic liquid that obtains 5000 change under centrifugal 20-40 minute, remove bottom settlings, upper strata magnetic liquid uses molecular weight cut-off to dialyse in deionized water 48 hours as the semi-permeable membranes of 15K.
5, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 4 is characterized in that, described NaOH solution, and concentration is 0.1-0.5mol/L.
6, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 1 is characterized in that, the dispersion liquid of the magnetic nanoparticle that described preparation cationic polyelectrolyte coats is specially:
Cationic polyelectrolyte is made into the aqueous solution, and according to the quality of contained cationic polyelectrolyte be the consumption of nanometer magnetic particle more than 2 times with dialysis after magnetic liquid mixing 5-20 minute, prepare the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle.
7, the preparation method of the dispersion liquid of cationic polyelectrolyte coated magnetic nano particle according to claim 1 is characterized in that, the dispersion liquid of the magnetic nanoparticle that described preparation cationic polyelectrolyte coats is specially:
According to the quality of contained cationic polyelectrolyte is in the magnetic liquid after the consumption of nanometer magnetic particle more than 2 times directly is added to dialysis, mixes 5-20 minute, prepares the dispersion liquid of the magnetic nanoparticle that cationic polyelectrolyte coats.
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| CN101693128B (en) * | 2009-10-21 | 2012-07-25 | 吉林大学 | Process for preparing magnetic resonance visibility strengthened film based on layered assembly technology |
| CN102557149B (en) * | 2010-12-16 | 2014-01-15 | 国家纳米科学中心 | Method for preparing water-soluble nanometer iron oxide |
| CN102815753A (en) * | 2012-08-24 | 2012-12-12 | 上海交通大学 | Fe3O4 nano-particles with high dispersion stability in water phase, and preparation method thereof |
| CN102973948B (en) * | 2012-12-03 | 2014-08-20 | 上海交通大学 | Method for preparing drug carrier based on magnetic carbon quantum dot/chitosan composite microsphere |
| CN104069516B (en) * | 2014-06-09 | 2017-12-15 | 上海羧菲生物医药科技有限公司 | A kind of superparamagnetic nano particle and its production and use |
| CN104910445A (en) * | 2015-06-09 | 2015-09-16 | 天津大学 | Chitosan-coated ferroferric oxide magnetic nano composite particle and preparation method thereof |
| CN105929181B (en) * | 2016-04-22 | 2018-03-16 | 中国人民公安大学 | The method of inspection of heroin in a kind of biological material based on nano material |
| CN108333343A (en) * | 2017-01-19 | 2018-07-27 | 深圳市新产业生物医学工程股份有限公司 | Immune magnetic compound, preparation method including its antigen capture agent, kit, system and application |
| CN108963085B (en) * | 2017-10-26 | 2021-03-09 | 广东聚华印刷显示技术有限公司 | Solution processable electron transport materials and their preparation and use |
| CN107875390B (en) * | 2017-10-31 | 2020-05-19 | 青岛大学 | Drug-loaded micro-organic gel with shell containing ferroferric oxide as well as preparation method and application of drug-loaded micro-organic gel |
| CN108148869A (en) * | 2017-12-29 | 2018-06-12 | 佛山科学技术学院 | A kind of ferroso-ferric oxide-sodium alginate-polyethylene imine nanometer Complex Gene carrier and preparation method thereof |
| CN110152022B (en) * | 2018-02-13 | 2022-08-16 | 上海羧菲生物医药科技有限公司 | Complex capable of reducing acute toxicity caused by nanoparticles, preparation method and application |
| CN111063502B (en) * | 2019-12-19 | 2021-05-18 | 华中科技大学 | Magnetic fluid with adjustable stability and preparation and recovery method thereof |
| CN112978803A (en) * | 2021-02-23 | 2021-06-18 | 四川大学 | Preparation method of water-soluble superparamagnetic ferroferric oxide microspheres with positively charged surfaces |
| CN114560507A (en) * | 2022-03-11 | 2022-05-31 | 青岛科技大学 | Preparation method of polyethyleneimine coated magnetic iron oxide nanoparticles |
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Non-Patent Citations (2)
| Title |
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| Application of superparamagnetic nanoparticles in purificationof plasmid DNA from bacterial cells. Chen-Li Chiang等.Journal of Chromatography B,Vol.855 . 2005 |
| Application of superparamagnetic nanoparticles in purificationof plasmid DNA from bacterial cells.Chen-Li Chiang等.Journal of Chromatography B,Vol.855. 2005 * |
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Effective date of registration: 20190628 Address after: 225300 Room 421, Science and Technology Building, No. 1 Yaocheng Avenue, Taizhou City, Jiangsu Province Co-patentee after: Sichuan Huiyu Pharmaceutical Co., Ltd. Patentee after: Jiangsu Nafi Biomedical Technology Co., Ltd. Address before: 225300 Room 421, Science and Technology Building, No. 1 Yaocheng Avenue, Taizhou City, Jiangsu Province Patentee before: Jiangsu Nafi Biomedical Technology Co., Ltd. |