CN100586610C - Surface modifier for preparing water-solubility and high biocompatibility metal nano particles and preparation and use method thereof - Google Patents
Surface modifier for preparing water-solubility and high biocompatibility metal nano particles and preparation and use method thereof Download PDFInfo
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Abstract
The invention discloses a surface modifier used for preparing water-soluble and metallic nano-particles with high biocompatibility, a preparation method and a usage method used for the metallic nano-particle. The surface modifier is a small molecular compound and consists of three parts: a functional group A which is used for being combined with the metal nano-particle, a middle spacing arm B andan end phosphorylcholine function group C. The surface modifier can be used for water-soluble or oil-soluble metallic nano-particle, forms stable single-molecular protection layer on the surface of the nano-particle, improves the water-solubility, stability, anticoagulant activity and biocompatibility of the nano-particle. The surface modifier can be used for the fields of drug releasing, gene delivery, biomolecule diagnosis, biomolecule separation, biological sensor, etc.
Description
Technical field
The present invention relates to compound and preparation method thereof, relate in particular to a kind of be used to prepare water-soluble and surface modifier and preparation and using method high biocompatibility metal nano particles.
Background technology
Nano particle is owing to have character under a series of excellences, and as magnetic property, electrical properties, engineering properties, optical property etc., they have obtained application more and more widely as nano material in fields such as biology, physics, chemistry, medical science.People have been developed the method that organic facies and water legal system are equipped with nano particle.At biomedical sector, comprise the nano particle that use in fields such as medicament slow release, gene transmission, bio-molecular diagnostics and detection, bio-molecular separation, biology sensor, the overwhelming majority uses in the aqueous solution.And synthetic nano particle outside is coated with a large amount of hydrophobicity organic molecules in the organic facies, can not be directly and the biological substance effect, so will first its surface be modified, be prepared into water miscible nano particle.Yet directly the stability of synthetic nano particle all has problems usually in the aqueous solution, and some character of nano particle comprises that stability, biocompatibility are also undesirable.
For improving metal nanoparticle stability and biocompatibility, people have carried out a series of trials.At nanoparticle surface coated silica thin layer, obtaining metal nanoparticle is the composite nanoparticle of shell for nuclear silica, gives good water stability of nano particle and chemical inertness; With big molecule such as shitosan, polyoxyethylene metal nanoparticle is stablized, can be promoted the water-soluble and biocompatibility of nano particle.But these method of modifying all can significantly increase the size of nano particle, and the nano particle bulk properties is impacted.How metal nanoparticle to be stablized by micromolecular compound, obtain monolayer metal nanoparticle stable, that have water-soluble, stable, anticoagulant property and biocompatibility, become the key issue of metal nanoparticle in biomedical sector is used.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art, provide a kind of and be used to prepare water-soluble and surface modifier and preparation and using method high biocompatibility metal nano particles.
Being used to prepare water-soluble and surface modifier high biocompatibility metal nano particles is a kind of micromolecular compound, this compound is made of three parts, comprise and be used for the functional group A that combines with metal nanoparticle, midfeather arm B, and terminal phosphate choline function base C, the said functional group A that combines with metal nanoparticle is sulfydryl, amino or cyano group, and midfeather arm B is the chemical group that is selected from following chemical formula (I)～(III) expression:
N=1～30 wherein.
Described metal nanoparticle is golden nanometer particle, Nano silver grain, nano platinum particle or Pd nano particle, by the binary or the multi-element metal nano particle of gold, silver, platinum or the preparation of palladium metal element.
Being used to prepare the water-soluble and preparation method high biocompatibility metal nano particles surface modifier comprises the steps:
1) 10 grams, one end is contained functional group A, the spacerarm B of other end hydroxyl is dissolved in 10～10
0 milliliter of oxolane;
2) add 1～20 milliliter of 2-chloro-2-oxygenate-1,3,2-dioxaphospholane), 10～50 milliliters of triethylamines ,-20～0 degree centigrade was reacted 1～10 hour down;
3) remove by filter the triethylamine salt of generation, filtrate decompression is removed and is desolvated, and obtains reaction intermediate;
4) reaction intermediate is dissolved in nitrile, adds 10～100 milliliters of trimethylamines, reacted 1～10 hour down, obtain surface modifier at 40～100 degrees centigrade.
Being used to prepare the water-soluble and using method high biocompatibility metal nano particles surface modifier comprises the steps:
1) metal nanoparticle being scattered in the water, is 1: 500～1: 5 * 10 by the mol ratio of metal nano particle and surface modifier
7Ratio add surface modifier, make it abundant mixing under stirring, surface modifier is adsorbed on the metal nanoparticle;
2) under agitation fully after the reaction, centrifugal under 1000～8000 rev/mins of high speeds, the nano particle that surface modifier is coated separates with unnecessary surface modifier;
3) after the washing 3～5 times, the nano particle that surface modifier is coated is dissolved in water or the cushioning liquid again.
Being used to prepare the water-soluble and using method high biocompatibility metal nano particles surface modifier comprises the steps:
1) metal nanoparticle being scattered in the organic solvent, is 1: 500～1: 5 * 10 by the mol ratio of metal nano particle and surface modifier
7Ratio add surface modifier, make it abundant mixing under stirring, surface modifier is adsorbed on the metal nanoparticle;
2) after the under agitation abundant reaction, in solution, add entry, vigorous stirring, the nano particle that surface modifier is coated is transferred to aqueous phase;
3) after cleaning for several times with organic solvent, centrifugal under 1000～8000 rev/mins of high speeds;
4) last, the metal nanoparticle that surface modifier is coated is dissolved in water or the cushioning liquid again.
Described organic solvent is toluene, benzene, carrene, chloroform, cyclohexane, ether, ethyl acetate, acetone, butanone, acetonitrile or benzinum.
The beneficial effect that the present invention compared with prior art has:
1) surface modifier has excellent biological compatibility;
2) surface modifier steady chemical structure can adapt to the interior environment of human body;
3) surface modifier both can be used for the metal nanoparticle that water disperses is carried out modification, can carry out modification to the metal nanoparticle that oil phase disperses again;
4) used surface modifier is a micromolecular compound, forms the monolayer protective layer in surfaces of metal nanoparticles, can not change the size of nano particle;
5) the surface modifier scope of application is extensive, can serve as that nuclear and above-mentioned metallic element are that the hud typed metal nanoparticle of shell preparation is modified to golden nanometer particle, Nano silver grain, nano platinum particle, Pd nano particle, by the multi-element metal nano particle of above-mentioned metallic element preparation, with silica or tri-iron tetroxide.
Description of drawings
Fig. 1 is the infrared spectrogram that is used to prepare the surface modifier of water-soluble and high biocompatibility metal nano particles;
Fig. 2 is the nmr spectrum that is used to prepare the surface modifier of water-soluble and high biocompatibility metal nano particles.
The specific embodiment
The present invention designs, has synthesized a kind of surface modifier that is used to prepare water-soluble and high biocompatibility metal nano particles.It is a kind of micromolecular compound, and this compound is made of three parts, comprises being used for the functional group A that combines with metal nanoparticle midfeather arm B, and terminal phosphate choline function base C.This surface modifier can be used for water-soluble or oil-soluble metal nanoparticle; comprise golden nanometer particle, Nano silver grain, nano platinum particle, Pd nano particle, serve as that nuclear and above-mentioned metallic element are that the hud typed metal nanoparticle of shell preparation is modified by the multi-element metal nano particle of above-mentioned metallic element preparation, with silica or tri-iron tetroxide; form stable unimolecule protective layer in nanoparticle surface, improve water-soluble, stable, the anticoagulant property and the biocompatibility of nano particle.
(1) surface modifier of preparation nano particle:
In the there-necked flask of 100mL, add 0.025mol sulfydryl undecyl alcohol and 80mL methyl alcohol, the methanol solution titration with the iodine of 1mol/L becomes light yellow until solution again, after the usefulness niter cake cessation reaction, products therefrom and sulfide recrystallization purifying in ethanol.In the 100mL there-necked flask, add 50mL chloroform, 0.8g disulphide and 0.7mL triethylamine, under-18 ℃, slowly add 0.5mL 2-chloro-2-oxygenate-1,3 again, the anhydrous tetrahydrofuran solution (50mL) of 2-dioxaphospholane (COP).Drip off and continue reaction after three hours, filter, filtrate vacuumizes to concentrate and obtains white solid.Product and 2mL trimethylamine are dissolved in the 35mL carrene, are heated to 55 ℃ and continue reaction 24h.The reacted solution cold filtration obtains white solid, and white solid is dissolved in the 5mL methyl alcohol, adds 0.4g dithiothreitol (DTT) (DTT) again, regulates pH to 9 with concentrated ammonia liquor, after reaction half an hour, crosses post and separates and obtain white solid.Infrared (see figure 1) and nuclear-magnetism (see figure 2) confirm that the product that is obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion:
In 250mL single port flask, add 100mL water, after the boiling, add the 41.2mg gold chloride, add the 120mg natrium citricum again, boiling was reacted 10 minutes down, removed oil bath and continued reaction 15 minutes, obtain the stable golden nanometer particle of natrium citricum, find out, be of a size of 13nm from TEM.
In 50mL single port flask, add 30mL water, add the stable solution of gold nanoparticles of the above-mentioned natrium citricum of 8mL again, add the prepared surface modifier of 0.02mmol again, make it abundant mixing under stirring.Under agitation react cessation reaction behind the 12h.Under 15000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the water again, obtains surface modifier stabilized nano particle dispersion.
(3) blood compatibility evaluation
The multiple calcification time (PRT) is measured: in the silication test tube, add the nanoparticle dispersion that 0.1mL has been preheated to the 20 μ M that 37 ℃ blood plasma and 0.1mL be preheated to 37 ℃, hatch and add the CaCl that 0.1mL has been preheated to 37 ℃ 0.025M after 1 minute
2Solution starts manual time-keeping simultaneously, a little hook of stainless steel is stretched in the solution evenly stir slowly, and check whether have fibrin to form, to write down the time that has just begun to occur filiform on the little hook, this time promptly answers the calcification time (PRT), each sample repeats to survey 6 times, averages.
Prothrombin time (PT) is measured: every calcic APTT adds 5.5mL physiological saline, shakes up dissolving, places the pre-stand-by heat of 37 ℃ of water-baths.The nanoparticle dispersion 0.1mL that is preheated to 37 ℃ human body anticoagulate plasma 0.1mL and has been preheated to 37 ℃ 20 μ M is added in the silication test tube, hatch and add calcic thromboplastin solution 0.1mL after 1 minute, start manual time-keeping simultaneously, a little hook of stainless steel is stretched into evenly stirring slowly in the solution, and check whether have fibrin to form, to write down the time that has just begun to occur filiform on the little hook, this time is prothrombin time (PT), each sample repeats to survey 6 times, averages.
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
(1) surface modifier of preparation nano particle: use instead the sulfydryl hexanol except reaction raw materials sulfydryl undecyl alcohol, other experimental procedures are with embodiment 1.The product that nuclear-magnetism and infrared confirmation are obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion:
In 250mL single port flask, add 100mL water, after the boiling, add the 10mg gold chloride, add the 10mg natrium citricum again, boiling was reacted 10 minutes down, remove oil bath and continue reaction 15 minutes, obtain the stable golden nanometer particle of natrium citricum, TEM result shows that the nano-particles size that is obtained is about 50nm.
In 50mL single port flask, add 30mL water, add the stable solution of gold nanoparticles of the above-mentioned natrium citricum of 8mL again, add the prepared surface modifier of 0.015mmol again, make it abundant mixing under stirring.Under agitation react cessation reaction behind the 20h.Under 10000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the water again.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
(1) surface modifier of preparation nano particle: spacerarm is that the degree of polymerization is that other experimental procedures are with embodiment 1 10 the polyoxyethylated mercaptide in reaction raw materials sulfydryl undecyl alcohol is used instead.The product that nuclear-magnetism and infrared confirmation are obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion: with embodiment 1
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
(1) surface modifier of preparation nano particle: spacerarm is that the degree of polymerization is that other experimental procedures are with embodiment 1 mercaptide of 20 polystyrene in reaction raw materials sulfydryl undecyl alcohol is used instead.The product that nuclear-magnetism and infrared confirmation are obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion: with embodiment 2
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
(1) surface modifier of preparation nano particle: spacerarm is that the degree of polymerization is that other experimental procedures are with embodiment 14 the polyoxyethylated mercaptide in reaction raw materials sulfydryl undecyl alcohol is used instead.The product that nuclear-magnetism and infrared confirmation are obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion: with embodiment 2
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 6
(1) surface modifier of preparation nano particle: spacerarm is that the degree of polymerization is that other experimental procedures are with embodiment 1 mercaptide of 30 polystyrene in reaction raw materials sulfydryl undecyl alcohol is used instead.The product that nuclear-magnetism and infrared confirmation are obtained has the structure of expection.
(2) preparation surface modifier stabilized nano particle dispersion:
In 50mL single port flask, add 25mL isopropyl alcohol and 0.25mL acetic acid, add the 15mg gold chloride again, under agitation add the prepared surface modifier of 0.017mmol again, after fully mixing, add the methanol solution of the NaBH4 of 2.5mL0.5M more rapidly.Behind the reaction 3h, under 20000 rev/mins of high speeds centrifugal 30 minutes, the golden nanometer particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the cushioning liquid again, TEM result shows that the nano-particles size that is obtained is about 2-4nm.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 7
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion: with embodiment 6.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 8
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion: with embodiment 2.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 9
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion:
In 250mL single port flask, add 100mL water, add 0.05mmol silver nitrate and 0.05mmol natrium citricum again.The aqueous solution that under agitation adds the NaBH4 of 6mL10mM continue to stir half an hour promptly to obtain the stable Nano silver grain of natrium citricum, and TEM result shows that the nano-particles size that is obtained is about 16nm.
In 100mL single port flask, add 50mL water, add the stable silver nano-particle solution of the above-mentioned natrium citricum of 10mL again, add the prepared surface modifier of 0.03mmol again, make it abundant mixing under stirring.Under agitation react cessation reaction behind the 12h.Under 12000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the water again.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 10
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion:
In 250mL single port flask, add 100mL water, after the boiling, add the 40mg chloroplatinic acid, add the 120mg natrium citricum again, boiling was reacted 10 minutes down, remove oil bath and continue reaction 15 minutes, obtain the stable nano platinum particle of natrium citricum, TEM result shows that the nano-particles size that is obtained is about 16nm.
In 50mL single port flask, add 30mL water, add the stable nano platinum particle solution of the above-mentioned natrium citricum of 8mL again, add the prepared surface modifier of 0.01mmol again, make it abundant mixing under stirring.Under agitation react cessation reaction behind the 12h.Under 15000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the water again.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 11
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion:
In 50mL single port flask, adding 16mL concentration is that the toluene solution of the four octyl group ammonium bromides of 50mM adds the aqueous solution of chloraurate that 6mL concentration is 30mM again, and vigorous stirring forwards the toluene phase to until all gold chlorides.Under vigorous stirring, slowly add the NaBH4 aqueous solution of the 0.4M of 5mL new system again, stirred 3 hours.Water phase separated, organic facies are used sulfuric acid, NaOH and the washing of 0.1M respectively.At last, toluene solution is forwarded in the 50mL single port flask, add the prepared surface modifier of 2mL isopropyl alcohol and 0.06mmol again, after under agitation reacting 3 hours, in solution, add 10mL water, vigorous stirring, the nano particle that surface modifier is coated is transferred to aqueous phase.After water cleaned 3 times with ether, under 20000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved among the PBS again, TEM result shows that the nano-particles size that is obtained is about 5-8nm.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Embodiment 12
(1) surface modifier of preparation nano particle: with embodiment 1.
(2) preparation surface modifier stabilized nano particle dispersion:
At first make ferriferrous oxide nano-particle (nuclear) by chemical coprecipitation, particle washes twice with water, washes twice with the TMAH of 0.1M again, is scattered at last in the TMAH of 0.1M.Then, ferriferrous oxide nano-particle is washed 1 time with the dilute nitric acid solution of 0.01M, is scattered in again in rare nitric acid of 0.01M, be heated to 90 ℃ about 30 minutes, tri-iron tetroxide is completely oxidized to γ-Fe2O3.Behind the cool to room temperature, wash particle with water twice, wash twice with the TMAH of 0.1M again, be scattered at last in the TMAH of 0.1M, make the concentration of particle be about 36mM.After iron oxide solution is diluted with water to 1.1mM, add the sodium citrate solution of isopyknic 0.1M.Be diluted with water to 50 times after 10 minutes again, making sodium citrate concentration is 5mM, slowly adds 1% aqueous solution of chloraurate and the hydroxylamine solution of 0.2M again.In case after adding, solution becomes redness, and γ-Fe is described
2O
3The generation of nanoparticle surface gold shell.
In 50mL single port flask, add 30mL water, add the above-mentioned core-shell nano solution of 10mL again, add the prepared surface modifier of 0.1mmol again, make it abundant mixing under stirring.Under agitation react cessation reaction behind the 24h.Under 15000 rev/mins of high speeds centrifugal 30 minutes, the nano particle that surface modifier is coated separated with unnecessary surface modifier.After centrifugal three times, nano particle is dissolved in the water again.
(3) blood compatibility evaluation: multiple calcification time (PRT) and prothrombin time (PT) determination experiment step are with embodiment 1
PRT and PT result show that prepared nanoparticle dispersion has good blood compatibility.
Claims (7)
1. one kind is used to prepare water-soluble and surface modifier high biocompatibility metal nano particles, it is characterized in that it is a kind of micromolecular compound, this compound is made of three parts, comprise and be used for the functional group A that combines with metal nanoparticle, midfeather arm B, and terminal phosphate choline function base C, the said functional group A that combines with metal nanoparticle is sulfydryl, amino or cyano group, midfeather arm B is the chemical group that is selected from following chemical formula (I)～(III) expression:
N=1～30 wherein.
2. a kind of water-soluble and surface modifier high biocompatibility metal nano particles of being used to prepare according to claim 1 is characterized in that described metal nanoparticle is golden nanometer particle, Nano silver grain, nano platinum particle or Pd nano particle.
3. a kind of water-soluble and surface modifier high biocompatibility metal nano particles of being used to prepare according to claim 1 is characterized in that described metal nanoparticle is binary or multi-element metal nano particle by gold, silver, platinum or the preparation of palladium metal element.
4. one kind is used to prepare water-soluble and the preparation method high biocompatibility metal nano particles surface modifier according to claim 1 is described, it is characterized in that in the there-necked flask of 100mL, add 0.025mol sulfydryl undecyl alcohol and 80mL methyl alcohol, methanol solution titration with the iodine of 1mol/L becomes light yellow until solution again, after the niter cake cessation reaction, products therefrom disulphide recrystallization purifying in ethanol; In the 100mL there-necked flask, add 50mL chloroform, 0.8g disulphide and 0.7mL triethylamine, under-18 ℃, slowly add 0.5mL 2-chloro-2-oxygenate-1 again, 3, the 50mL anhydrous tetrahydrofuran solution of 2-dioxaphospholane, drip off and continue reaction after three hours, filter, filtrate vacuumizes to concentrate and obtains white solid; Product and 2mL trimethylamine are dissolved in the 35mL carrene, be heated to 55 ℃ and continue reaction 24h, the reacted solution cold filtration obtains white solid, white solid is dissolved in the 5mL methyl alcohol, add the 0.4g dithiothreitol (DTT) again, regulate pH to 9 with concentrated ammonia liquor, after reaction half an hour, cross post and separate and obtain white solid.
5. one kind is used to prepare water-soluble and the using method high biocompatibility metal nano particles surface modifier according to claim 1 is described, it is characterized in that comprising the steps:
1) metal nanoparticle being scattered in the water, is 1: 500～1: 5 * 10 by the mol ratio of metal nano particle and surface modifier
7Ratio add surface modifier, make it abundant mixing under stirring, surface modifier is adsorbed on the metal nanoparticle;
2) under agitation fully after the reaction, centrifugal under 1000～8000 rev/mins of high speeds, the nano particle that surface modifier is coated separates with unnecessary surface modifier;
3) after the washing 3～5 times, the nano particle that surface modifier is coated is dissolved in water or the cushioning liquid again.
6. one kind is used to prepare water-soluble and the using method high biocompatibility metal nano particles surface modifier according to claim 1 is described, it is characterized in that comprising the steps:
1) metal nanoparticle being scattered in the organic solvent, is 1: 500～1: 5 * 10 by the mol ratio of metal nano particle and surface modifier
7Ratio add surface modifier, make it abundant mixing under stirring, surface modifier is adsorbed on the metal nanoparticle;
2) after the under agitation abundant reaction, in solution, add entry, vigorous stirring, the nano particle that surface modifier is coated is transferred to aqueous phase;
3) after cleaning for several times with organic solvent, centrifugal under 1000～8000 rev/mins of high speeds;
4) last, the metal nanoparticle that surface modifier is coated is dissolved in water or the cushioning liquid again.
7. using method according to claim 6 is characterized in that described organic solvent is toluene, benzene, carrene, chloroform, cyclohexane, ether, ethyl acetate, acetone, butanone, acetonitrile or benzinum.
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| CN103071806B (en) * | 2012-12-18 | 2015-05-13 | 上海纳米技术及应用国家工程研究中心有限公司 | Preparation method of water-soluble nanoparticles |
| CN104209506B (en) * | 2013-08-22 | 2016-03-30 | 福建医科大学 | Nano platinum particle-bovine serum albumin(BSA) nucleocapsid structure and preparation method thereof |
| CN103627719B (en) * | 2013-11-29 | 2015-07-15 | 中山大学附属第一医院 | Nanometer gene transfer material, and preparation method and use thereof |
| CN103976958B (en) * | 2014-05-28 | 2017-03-22 | 国家纳米科学中心 | Application of gold nanoparticles in preparing anticoagulants or antiplatelet drugs |
| CN105294908A (en) * | 2015-11-20 | 2016-02-03 | 云南健牛生物科技有限公司 | Synthesis method and applications of magnetic nano high-molecular polymer |
| CN107652392B (en) * | 2017-10-09 | 2020-10-16 | 西安科技大学 | Preparation method of polymer containing sulfhydryl phosphorylcholine |
| CN108329021A (en) * | 2017-12-25 | 2018-07-27 | 日照亿鑫电子材料有限公司 | Low-frequency current sensor core material and preparation method thereof |
| CN110385427B (en) * | 2019-07-31 | 2021-10-19 | 东南大学 | Water-soluble nano particle and preparation method and application thereof |
| CN113921165B (en) * | 2021-12-14 | 2022-03-29 | 西安宏星电子浆料科技股份有限公司 | Organic gold slurry |
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