CN102417208A - Mesoporous magnetic ferriferrous oxide, its preparation method and application - Google Patents
Mesoporous magnetic ferriferrous oxide, its preparation method and application Download PDFInfo
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- CN102417208A CN102417208A CN2011102254333A CN201110225433A CN102417208A CN 102417208 A CN102417208 A CN 102417208A CN 2011102254333 A CN2011102254333 A CN 2011102254333A CN 201110225433 A CN201110225433 A CN 201110225433A CN 102417208 A CN102417208 A CN 102417208A
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- ferroferric oxide
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Abstract
The invention discloses mesoporous magnetic ferriferrous oxide, its preparation method and application, relating to the technical field of targeting carriers and preparation technology thereof. A mesoporous magnetic ferriferrous oxide crystal has the nanoparticle size of 10-50 nm, a pore size of 6-10 nm, and a surface area of 21-90 m<2>/g. The preparation method comprises the following steps: weighing FeCl3.6H2O and glycol, stirring to form a clear yellow solution, then adding NaAc, diethylenetriamine or ethene diamine in a reaction vessel, carrying out reaction for 4-10 h at the temperature of 90-180 DEG C, naturally cooling to room temperature, carrying out centrifugation, washing 4 times with water, and drying to obtain black solid particles with the particle size of 10-40 nm and the yield of 84 %. The mesoporous magnetic ferriferrous oxide can be used for a carrier for a targeting antitumor drug, has the advantages of good dispersibility, good stability, and controllable size, and is benefit for industrial production.
Description
Technical field
The present invention relates to a kind of new targeting vector and preparing technical field thereof, refer in particular to the mesoporous magnetic ferroferric oxide of target medicine transportation function.
Background technology
Nanocrystalline because characteristics such as its superparamagnetism, high surface have obtained at aspects such as magnetic fluid, microwave absorbing, water treatment, photochemical catalysis, biological medicine, bioseparation using widely, becoming the research focus of magnetic Nano material.At present preparation magnetic Fe 3O4 is nanocrystalline mainly contains (Sun Tao, Wang Guanghui, Lu Anhui such as the precipitator method, solvent-thermal method, sol-gel method, microemulsion method; Li Wencui; The chemical industry progress, 2010,29 (7): the 1241-1250.) magnetic Fe of this several method preparation
3O
4Though nanocrystalline all having certain difference, the magnetic Fe of preparation aspect structure and the magnetic property
3O
4Nanocrystalline sphere or the rhombus magnetic Fe that is generally atresia
3O
4Nanocrystalline.The precipitator method prepare magnetic Fe
3O
4Nanocrystalline have that raw material is easy to get, particle purity advantages of higher, but the difficult control of products obtained therefrom size distribution, magnetic-particle is stable inadequately sometimes, is prone to oxidation, generally will under nitrogen protection, carry out.Solvent-thermal method is a kind of compound method for preparing nano-powder that development in recent years is got up.Adopt solvent-thermal method to prepare Fe
3O
4Nanocrystalline is under the condition under high temperature, the high pressure, and the muriate or the vitriol of iron is generated oxyhydroxide under solvent action, through adding different oxidation agent or reductive agent, these oxyhydroxide partially oxidations or reduction can be made Fe then
3O
4Nanocrystalline (Jia B, Gao L., Crystal Growth & Design, 2008,8:1372-1376.).Sol-gel method prepares Fe
3O
4When nanocrystalline, can control the nucleation and two stages of growth of crystal grain, avoid a large amount of coagulation phenomenons of crystal grain in process of growth, with Fe (NO
3)
39H2O is dissolved in the terepthaloyl moietie as source of iron, makes colloidal sol under 80 ℃, after the multistep drying, 200-400 ℃ of roastings under the vacuum, just can make Fe3O4 nanocrystalline (Fan R, Chen X H, Gui Z. Mater. Resesach, 2001,36:497-502.).Deng etc. are solvent with terepthaloyl moietie, and in the presence of sodium acetate, hydrolysis FeCl36H2O obtains particle diameter at the Fe3O4 of 200～800 nm particle; The size of particle diameter mainly receives influence (the Deng H in reaction times; Li X L, Peng Q, et al. Angew. Chem. Inter. Ed.; 2005,44:2782-2785.) but at present reported method prepares magnetic Fe
3O
4Mostly nanocrystalline and nano composite material is non-hole magneticsubstance, and the long-time interior stability problem of the nanocrystalline existence of magnetic Fe 3O4.We use polyamine compounds on this basis is template and reductive agent, is source of iron with the iron(ic)chloride of cheapness, and single stage method obtains mesoporous magnetic ferroferric oxide, and this is reported first in the world.
Summary of the invention
It is template that the present invention uses quadrol or diethylenetriamine, and the utilization hydrothermal synthesis method is with FeCl
36H
2O is a raw material, and terepthaloyl moietie is that assistant reducing agent has prepared a series of new mesoporous magnetic ferroferric oxides.
Technical scheme of the present invention is following: mesoporous magnetic ferroferric oxide crystal, and its nano particle size is 10-50nm, and the aperture is at 6-10 nm, and surface-area is 21-90 m
2/ g.
The preparation method of above-mentioned mesoporous magnetic ferroferric oxide prepares according to following step: take by weighing FeCl
36H
2O and terepthaloyl moietie, its mol ratio 1:0.5 to 1:3, optimum mole ratio 1:1 stirs and forms clarifying yellow solution, adds NaAc and amine again, wherein FeCl
36H
2O:NaAc: the amine mol ratio is 1:1:1 to 1:1:10, and optimum mole ratio is 1:1:2; In the reaction kettle, 90-180 ℃ of reaction 4-10h, top condition, 120 ℃, reacted 6 hours, naturally cool to room temperature, spinning, with washing 4 times, the dry product that gets is the black solid particle, productive rate 84%, particle diameter 10-40 nm.
Wherein said amine is second diene triamine or quadrol.
The application of above-mentioned mesoporous magnetic ferroferric oxide can be used as the carrier of targeting anti-tumor medicine, to organic antitumour drug as 5, the 7-dihydroxyflavone, 5 FU 5 fluorouracil and inorganic anti-tumor complex etc. all has the good adsorption ability.
The present invention first through polyamines be masterplate and reductive agent single stage method obtained surface amino groups modify mesoporous magnetic ferroferric oxide; The particle diameter of Z 250 and aperture can be regulated through the kind of polyamines; As to use quadrol and diethylenetriamine respectively be masterplate; The aperture of the Z 250 of preparation is that 6.63nm and 9.50 nm (table 1), particle diameter are 40nm and 15 nm (Fig. 1 and Fig. 2).Surface amino groups of the present invention is modified to such an extent that mesoporous magnetic ferroferric oxide closes the manganese adsorption rate to flavones and a chlorine (2-two pyridyl-methanamine base propionic acid) and reaches more than 80%; And the adsorption rate of 5 FU 5 fluorouracil is merely 40%; Explain that mesoporous magnetic Nano Z 250 possesses selectivity to the absorption of medicine, wherein mesoporous magnetic ferroferric oxide is reported first in the world as inorganic anti tumour medicine carrier.Finishing gets amino can the combination with various biomolecules, so the novel mesoporous magnetic ferroferric oxide of the inventive method preparation can be used as the good carrier of targeting anti-tumor medicine.Mesoporous magnetic ferroferric oxide has the advantage of dispersiveness, good stability, controlled amount, is beneficial to suitability for industrialized production.
Description of drawings
Fig. 1: mesoporous Fe
3O
4TEM figure ((quadrol is a template);
Fig. 2: mesoporous Fe
3O
4TEM figure (diethylenetriamine is a template).
Embodiment
, reagent and raw material
Agents useful for same is analytical pure, except that indicating especially, without further processing.Positive tetraethyl orthosilicate (analytical pure, Chemical Reagent Co., Ltd., Sinopharm Group), n-Octanol (analytical pure, Shanghai chemical reagent ltd); FeCl
3.6H
2O (Chemical Reagent Co., Ltd., Sinopharm Group).Carlo-Erba-1106 type elemental analyser is measured, and ir spectra is with U.S. Nicolet 20DXB FR-IR type Fourier infrared spectrograph, KBr compressing tablet; Ultraviolet-visible spectrum is measured on day island proper Tianjin UV-2450 type UV, visible light spectrophotometer; TEM measures with the JEM-200CX of Jeol Ltd. type transmission electron microscope.
, the mesoporous nano Z 250 preparation:
Embodiment 1 (optimum reaction condition is for example):
Take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 7.6ml second diene triamine (FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:2), in the reaction kettle, 120 ℃, reacted 6 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 8.42g, productive rate, 84%, the particle diameter 15-20 nm of getting.Surface-area is 21.04 m
2/ g, the aperture is 9.50nm.IR cm
-1: the vibration absorption peak of 582:Fe-O key, 1571:N-H face internal strain vibration, 3404:N-H asymmetrical stretching vibration.
Embodiment 2
The preparation of mesoporous magnetic ferroferric oxide: take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 3.8ml second diene triamine (FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:1), in the reaction kettle, 180 ℃, reacted 4 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 6.21g, the productive rate 62% of getting.
Embodiment 3
The preparation of mesoporous magnetic ferroferric oxide: take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 22.4ml second diene triamine ((FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:6), in the reaction kettle, 110 ℃, reacted 6 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 5.67g, the productive rate 56% of getting.
Embodiment 4
The preparation of mesoporous magnetic ferroferric oxide: take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 38ml second diene triamine (FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:10), in the reaction kettle, 90 ℃, reacted 8 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 4.2g, the productive rate 42% of getting.
Embodiment 5
The preparation of mesoporous magnetic ferroferric oxide: take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 2.3ml quadrol (FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:1), in the reaction kettle, 120 ℃, reacted 8 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 6.92g, productive rate, 69%, the particle diameter 40-50 nm (see figure 1) of getting.Surface-area is 88.88 m
2/ g, the aperture is 6.63nm.IR cm
-1: the vibration absorption peak of 582:Fe-O key, 1571:N-H face internal strain vibration, 3404:N-H asymmetrical stretching vibration.
Embodiment 6
The preparation of mesoporous magnetic ferroferric oxide: take by weighing 10.032gFeCl
36H
2O (0.037mol) and 2ml terepthaloyl moietie (mol ratio 1:1) stir and form clarifying yellow solution, add 3.0017gNaAc again, 4.6ml quadrol (FeCl wherein
36H
2O:NaAc: the amine mol ratio is 1:1:2), in the reaction kettle, 160 ℃, reacted 6 hours, naturally cool to room temperature, spinning, with washing 4 times, dry black solid particle 7.52g, productive rate, 75%, the particle diameter 40-50 nm (see figure 1) of getting.Surface-area is 88.88 m
2/ g, the aperture is 6.63nm.IR cm
-1: the vibration absorption peak of 582:Fe-O key, 1571:N-H face internal strain vibration, 3404:N-H asymmetrical stretching vibration.
Surface-area is 21.04-88.88 m
2/ g, the aperture is 6.63-9.50nm.IR cm
-1: the vibration absorption peak of 582:Fe-O key, 1571:N-H face internal strain vibration, 3404:N-H asymmetrical stretching vibration.
The size in mesoporous magnetic ferroferric oxide surface-area of table 1 and hole
| Polyamines | Surface-area (m 2/g) | Mesoporous size (nm) | Total pore volume (cm 3/g) |
| Quadrol | 88.88 | 6.63 | 0.20 |
| Diethylenetriamine | 21.04 | 9.50 | 0.19 |
3 mesoporous magnetic ferroferric oxides are to the adsorption process of medicine:
Embodiment 7:
Take by weighing the Fe of 29.5mg
3O
4Ultra-sonic dispersion adds 5 of 9.8 mg again in 15ml ethanol, the 7-dihydroxyflavone, and concussion is 2 hours under the room temperature; Magnetic resolution is used ethanol and water washing respectively, will adsorb 5 then, and the magnetic ferroferric oxide of 7-dihydroxyflavone is scattered in the water, and UV spectrum is measured 270nm and absorbed, and calculates 5 according to absorbancy, and 7-dihydroxyflavone adsorption rate is 82%.
Embodiment 8:
Take by weighing the Fe of 29.5mg
3O
4Ultra-sonic dispersion adds the 5 FU 5 fluorouracil of 9.2 mg again in 15ml ethanol, concussion is 2 hours under the room temperature; Magnetic resolution is used ethanol and water washing respectively, and the magnetic ferroferric oxide that will adsorb 5 FU 5 fluorouracil then is scattered in the water, and UV spectrum is measured 260nm and absorbed, and calculating the 5 FU 5 fluorouracil adsorption rate according to absorbancy is 40%.
Embodiment 9:
Take by weighing the Fe of 29.5mg
3O
4Ultra-sonic dispersion is in 15ml ethanol, and anti-tumor activity manganese complex one chlorine (2-two pyridyl-methanamine base propionic acid) that adds 9.8mg again closes manganese, and concussion is 2 hours under the room temperature; Magnetic resolution; Use ethanol and water washing respectively; To adsorb the magnetic ferroferric oxide that a chlorine (2-two pyridyl-methanamine base propionic acid) closes manganese then and be scattered in the water, UV spectrum is measured 260nm and is absorbed, and calculating a chlorine (2-two pyridyl-methanamine base propionic acid) according to absorbancy, to close the manganese adsorption rate be 81%.
Claims (5)
1. mesoporous magnetic ferroferric oxide crystal is characterized in that its nano particle size is 10-50nm, and the aperture is at 6-10 nm, and surface-area is 21-90 m
2/ g.
2. the preparation method of the described mesoporous magnetic ferroferric oxide of claim 1 is characterized in that according to following step preparation: take by weighing FeCl
36H
2O and terepthaloyl moietie, its mol ratio 1:0.5 to 1:3, optimum mole ratio 1:1 stirs and forms clarifying yellow solution, adds NaAc and amine again, wherein FeCl
36H
2O:NaAc: the amine mol ratio is 1:1:1 to 1:1:10, and optimum mole ratio is 1:1:2; In the reaction kettle, 90-180 ℃ of reaction 4-10h, top condition, 120 ℃, reacted 6 hours, naturally cool to room temperature, spinning, with washing 4 times, the dry product that gets.
3. the preparation method of mesoporous magnetic ferroferric oxide according to claim 2 is characterized in that wherein said amine is second diene triamine or quadrol.
4. the preparation method of mesoporous magnetic ferroferric oxide according to claim 2 is characterized in that the described FeCl of claim 1
36H
2The mol ratio of O and terepthaloyl moietie is 1:1, wherein FeCl
36H
2O:NaAc: the amine mol ratio is 1:1:2.
5. the application of above-mentioned mesoporous magnetic ferroferric oxide is characterized in that can be used as the carrier of targeting anti-tumor medicine.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103263886A (en) * | 2013-06-06 | 2013-08-28 | 湖北大学 | Hydrothermal preparation method and application of magnetic ferroferric oxide nanochain |
| CN104194758A (en) * | 2014-09-23 | 2014-12-10 | 兰州熙瑞化工科技有限公司 | Neutral blockage removing agent composition used for oil recovery formation in oilfield and preparation method thereof |
| CN104194757A (en) * | 2014-09-23 | 2014-12-10 | 甘肃黑马石化工程有限公司 | Neutral blockage removing agent composition used for oilfield mechanical recovery well and preparation method thereof |
| CN104925870A (en) * | 2015-05-08 | 2015-09-23 | 江苏大学 | Solvothermal method for preparing nano-grade ferroferric oxide |
| CN112941662A (en) * | 2021-04-07 | 2021-06-11 | 青岛大学 | Preparation method of polysulfonamide/ferroferric oxide magnetic filament |
| CN114538524A (en) * | 2022-03-19 | 2022-05-27 | 合肥中镓纳米技术有限公司 | Preparation method and application of ferroferric oxide octahedral nanocrystal |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103263886A (en) * | 2013-06-06 | 2013-08-28 | 湖北大学 | Hydrothermal preparation method and application of magnetic ferroferric oxide nanochain |
| CN104194758A (en) * | 2014-09-23 | 2014-12-10 | 兰州熙瑞化工科技有限公司 | Neutral blockage removing agent composition used for oil recovery formation in oilfield and preparation method thereof |
| CN104194757A (en) * | 2014-09-23 | 2014-12-10 | 甘肃黑马石化工程有限公司 | Neutral blockage removing agent composition used for oilfield mechanical recovery well and preparation method thereof |
| CN104194757B (en) * | 2014-09-23 | 2017-06-16 | 甘肃黑马石化工程有限公司 | Oil field machine-pumped oil well neutrality descaling and blockage relieving agent composition and preparation method |
| CN104925870A (en) * | 2015-05-08 | 2015-09-23 | 江苏大学 | Solvothermal method for preparing nano-grade ferroferric oxide |
| CN112941662A (en) * | 2021-04-07 | 2021-06-11 | 青岛大学 | Preparation method of polysulfonamide/ferroferric oxide magnetic filament |
| CN112941662B (en) * | 2021-04-07 | 2023-01-03 | 青岛大学 | Preparation method of polysulfonamide/ferroferric oxide magnetic filament |
| CN114538524A (en) * | 2022-03-19 | 2022-05-27 | 合肥中镓纳米技术有限公司 | Preparation method and application of ferroferric oxide octahedral nanocrystal |
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Application publication date: 20120418 |