CN109455691A - A kind of carbon nanospheres material and the preparation method and application thereof - Google Patents
A kind of carbon nanospheres material and the preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a kind of carbon nanospheres materials and the preparation method and application thereof, the preparation method of the carbon nanospheres material, include the following steps: that Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer and phloroglucin are dissolved in aqueous cosolvent by S1., it adds acid and formaldehyde is stirred to react, obtain polymer；Aqueous cosolvent is volume ratio 1: (0.5 ~ 3): water, ethyl alcohol and the acetone of (0.5 ~ 6)；Triblock copolymer, phloroglucin, formaldehyde mass ratio be (1.5 ~ 3.6): (3.6 ~ 5.9): (0.3 ~ 1.2)；S2. after step S1. resulting polymers being removed solvent, first solidify and carbonize afterwards, obtain carbon nanospheres material.For the present invention using Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer as structure directing agent, phloroglucinol-formaldehyde is charcoal source, is prepared for a kind of carbon nanospheres material.The carbon nanospheres material has the advantages that big mesoporous, evenly dispersed, and dispersibility and rate of release to insoluble drug have facilitation.
Description
Technical field
The present invention relates to drug carrier material fields, more particularly, to a kind of carbon nanospheres material and preparation method thereof
With application.
Background technique
The aperture of traditional carbon nano material is smaller, can only the smaller molecule of transport molecule amount, and transport velocity compared with
Slowly, absorption is not achieved and loads the requirement of macromolecular.Patent CN103769052A discloses Jie of a kind of magnetic, temperature double-response
Hole Carbon Materials and its preparation method and application, the aperture of mesoporous carbon material are 5.0 nm or so.In order to effectively loading and
Rapid transport needs hole to widen, and it also requires synthesized material is made into certain form.Based on this, if it is possible to
Spherical morphology is integrated into big meso-hole structure, absorption, loading and the transmission performance of material can be improved, further expanded charcoal
Applications to nanostructures range.
However, one new synthetic route of exploitation come obtain having big mesoporous (> 10 nm) carbon nanospheres be still one very
Big challenge.Currently, mesoporous silicon oxide and special bi-block copolymer, which are usually used to, prepares big mesoporous carbon as template
Material.But mesoporous silicon oxide often relates to complicated, time-consuming multi-step process；Special bi-block copolymer is difficult to
It is obtained from commercial channel, and needs, such as tetrahydrofuran and benzene, seriously to hinder scale metaplasia using very strong organic cosolvent
It produces.In addition, the mesoporous pore size of synthesized mesoporous carbon material is smaller, its loading and transmittability are limited.
It is a kind of with big mesoporous and evenly dispersed carbon nanospheres material therefore, it is necessary to prepare.
Summary of the invention
The present invention is to overcome mesoporous lesser defect described in the above-mentioned prior art, provides a kind of system of carbon nanospheres material
Preparation Method.The carbon nanospheres material as made from the preparation method has the advantages that big mesoporous, evenly dispersed.
Another object of the present invention is to provide the carbon nanospheres materials prepared by the above method.
A further purpose of the present invention is to provide carbon nanospheres material answering in drug release prepared by the above method
With.
In order to solve the above technical problems, the technical solution adopted by the present invention is that:
A kind of preparation method of carbon nanospheres material, includes the following steps:
S1. Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer and phloroglucin are dissolved in aqueous molten altogether
Agent, adds acid and formaldehyde is stirred to react, and obtains polymer；
The aqueous cosolvent is the mixed solution of water, ethyl alcohol and acetone；The volume ratio of the water, ethyl alcohol and acetone is 1: (0.5
~ 3): (0.5 ~ 6)；
The Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer, phloroglucin, formaldehyde mass ratio be
(1.5 ~ 3.6): (3.6 ~ 5.9): (0.3 ~ 1.2)；
S2. after the polymer of step S1. being removed solvent, first solidify and carbonize afterwards, obtain carbon nanospheres material.
It is embedding with Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 three the present invention provides a kind of carbon nanospheres material
Section copolymer is structure directing agent, and phloroglucinol-formaldehyde is charcoal source, and acid is catalyst, is prepared by easy one kettle way.
Phloroglucin can be with Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer hydrophily Pluronic F-127 chain
Section forms three deuterium bonds, enhances mutual with Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer hydrogen bond
Effect.And the reactivity of phloroglucin and formaldehyde is stronger, this is the key that can to obtain big mesoporous carbon nanospheres material.This
Outside, aqueous cosolvent has a significant impact to the caking property and pattern of carbon nanospheres material, other combinations may result in bonding nothing
The appearance of amorphous form.When using water, ethyl alcohol and acetone as aqueous cosolvent, could obtain has mesoporous greatly, uniform point
Scattered carbon nanospheres material.Carbon nanospheres material obtained by the present invention has the advantages that big mesoporous, evenly dispersed, spherical morphology
Shorter path can be provided for diffusion guest molecule, to improve the absorption property of material.
Preferably, Pluronic F-127 described in step S1.-polycyclic oxypropylene-Pluronic F-127 triblock copolymer, isophthalic
Triphenol, formaldehyde mass ratio be 2: 4: 1.
Preferably, the Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer molecular weight is 5000
~20000.It is highly preferred that the Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer molecular weight is
12600。
Preferably, the volume ratio of water described in step S1., ethyl alcohol and acetone is 1: (0.5 ~ 3): (0.5 ~ 6).More preferably
Ground, the volume ratio of water described in step S1., ethyl alcohol and acetone are 1: (0.5 ~ 2.5): (1.5 ~ 4.5).It is further preferred that step
The volume ratio of water, ethyl alcohol and acetone described in rapid S1. is 1: 1: 2.
Preferably, the temperature of reaction described in step S1. is -20 ~ 100 DEG C, and the time is 0.5 ~ 130 h.It is highly preferred that
The temperature of reaction described in step S1. is 10 ~ 80 DEG C, and the time is 1 ~ 72 h.It is further preferred that being reacted described in step S1.
Temperature be 40 ~ 80 DEG C.It is further preferred that the temperature of reaction described in step S1. is 40 DEG C, the time is 12 h.
Preferably, acid described in step S1. is hydrochloric acid.Generally, when the total volume of system is 120 ~ 130 mL, step
S1. the reaction in needs to be added the hydrochloric acid that 1.2 ~ 4.5 mL concentration are 0.8 ~ 1.5 mol/L.It is highly preferred that described in step S1.
The volume of hydrochloric acid is 1.8 mL, and concentration is 1.5 mol/L.
Obtained polymer in collection step S1., after being washed with water twice, is first solidified and is carbonized afterwards.Preferably,
Cured temperature described in step S2. is 120 ~ 160 DEG C, and the time is 10 ~ 30 h.It is highly preferred that solidifying described in step S2.
Temperature be 130 DEG C, the time be 12 h.By the material after solidification under oxygen-free gas protection, with the heating rate of 5 DEG C/min
It is carbonized after heating, big mesoporous, evenly dispersed carbon nanospheres material can be obtained.Preferably, anaerobic described in step S2.
Gas shield is that nitrogen protection or argon gas are protected.Preferably, the temperature of charing described in step S2. is 600 ~ 800 DEG C, the time
For 1 ~ 3 h.It is highly preferred that the temperature of charing described in step S2. is 700 DEG C, the time is 2 h.
The present invention protects carbon nanospheres material obtained by above-mentioned preparation method simultaneously.
The present invention also protects application of the above-mentioned carbon nanospheres material in drug release.
The present invention also protects above-mentioned carbon nanospheres material improving the application in insoluble drug rate of release.
To the release of drug test: carbon nanospheres material obtained by the present invention is added after drug is dissolved, it will be from
The solid obtained after the heart is dried, and obtains carrying medicine Carbon Materials.
Carbon nanospheres material provided by the invention can be used for improving the rate of release and dispersibility of insoluble drug.Due to
Release is relatively low in water for insoluble drug, so that the bioavilability of drug is low, it is difficult to the therapeutic effect reached.
Carbon nanospheres material can effectively inhibit the recrystallization of drug simultaneously with superfine nano effect, to insoluble drug dispersibility
Have with rate of release and rapidly promote effect, drug is uses efficiently.Therefore, carbon nanospheres material provided by the invention
Material has very big application prospect in field of medicine release.Preferably, the use condition of the carbon nanospheres material be pH value 1 ~
8。
Compared with prior art, the beneficial effects of the present invention are:
It is total with Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 three block the present invention provides a kind of carbon nanospheres material
Polymers is structure directing agent, and phloroglucinol-formaldehyde is charcoal source, and acid is catalyst, is prepared by easy one kettle way.Charcoal is received
The specific surface area of rice ball material is greater than 650 m2/ g, Kong Rong are greater than 1.0 cm3/ g, aperture are greater than 10.0 nm, and partial size is less than 200
nm.The carbon nanospheres material has the advantages that big mesoporous, evenly dispersed, has to the dispersibility and rate of release of insoluble drug
Facilitation.
Carbon nanospheres material enables drug to be uses efficiently, and improves the therapeutic effect of drug, leads in drug release
There is very big application prospect in domain.In addition, Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer can be from
Commercial channel obtains and at low cost, is conducive to large-scale production.
Detailed description of the invention
Fig. 1 is the graph of pore diameter distribution of carbon nanospheres material obtained by embodiment 1.
Fig. 2 is the graph of pore diameter distribution of carbon nanospheres material obtained by embodiment 2.
Fig. 3 is the graph of pore diameter distribution of carbon nanospheres material obtained by comparative example 1.
Fig. 4 is the stereoscan photograph of carbon nanospheres material obtained by embodiment 1.
Fig. 5 is the transmission electron microscope photo of carbon nanospheres material obtained by embodiment 1.
Fig. 6 is the transmission electron microscope photo of carbon nanospheres material obtained by embodiment 2.
Fig. 7 is the transmission electron microscope photo of carbon nanospheres material obtained by comparative example 1.
Fig. 8 is the transmission electron microscope photo of Carbon Materials obtained by comparative example 2.
Fig. 9 is the N of carbon nanospheres material obtained by embodiment 12Absorption/desorption isotherm.
Figure 10 is the N of carbon nanospheres material obtained by embodiment 22Absorption/desorption isotherm.
Figure 11 is the N of carbon nanospheres material obtained by comparative example 12Absorption/desorption isotherm.
Figure 12 is releasing curve diagram of the Carbon Materials obtained by embodiment 1 and comparative example 1 to Indomethacin.
Specific embodiment
The invention will be further described With reference to embodiment, but embodiments of the present invention are not limited to
This.Raw material in embodiment can be by being commercially available；Unless stated otherwise, the present invention uses reagent, method and apparatus for
The art conventional reagent, method and apparatus.
Pluronic F-127 described in the embodiment of the present invention-polycyclic oxypropylene-Pluronic F-127 triblock copolymer is purchased from
Sigma-Aldrich company, F127 (molecular weight 12600).
Embodiment 1
A kind of preparation method of carbon nanospheres material, includes the following steps:
S1. 2.0 g Pluronic F-127s-polycyclic oxypropylene-Pluronic F-127 triblock copolymer and 4.0 g phloroglucins are thrown
Enter in water, ethyl alcohol and acetone that 120 mL volume ratios are 1: 1: 2, the stirring and dissolving at 40 DEG C.It is 1.5 that 1.8 mL concentration, which are added,
And then 1.0 g formalins are added dropwise in the hydrochloric acid of mol/L.By obtained solution, 12 h are stirred to react at 40 DEG C.
During the reaction, with the increase of crosslinking degree, solution colour becomes off-white color from colourless.
S2. obtained polymer nanocomposite ball is collected, is washed with water later twice.Obtained polymer nanocomposite ball is existed
130 DEG C of 12 h of solidification.Material after solidification is carbonized under nitrogen atmosphere, is heated up with the heating rate of 5 DEG C/min
To 700 DEG C, 2 h are reacted at 700 DEG C later, carbon nanospheres material can be obtained.
Embodiment 2
The present embodiment the difference from embodiment 1 is that, in the present embodiment step S1. reaction temperature with 80 DEG C replace 40 DEG C, instead
12 h are replaced with 3 h between seasonable；Other raw material dosages and operating procedure are same as Example 1.
Embodiment 3
The present embodiment the difference from embodiment 1 is that, in the present embodiment step S1. the volume ratio of water, ethyl alcohol and acetone be 1: 0.5
:6；Other raw material dosages and operating procedure are same as Example 1.
Embodiment 4
The present embodiment the difference from embodiment 1 is that, in the present embodiment step S1. the volume ratio of water, ethyl alcohol and acetone be 1: 3:
0.5；Other raw material dosages and operating procedure are same as Example 1.
Embodiment 5
The present embodiment the difference from embodiment 1 is that, in the present embodiment step S1. the volume ratio of water, ethyl alcohol and acetone be 1: 2.5
:1.5；Other raw material dosages and operating procedure are same as Example 1.
Embodiment 6
The present embodiment the difference from embodiment 1 is that, in the present embodiment step S1. the volume ratio of water, ethyl alcohol and acetone be 1: 0.5
:4.5；Other raw material dosages and operating procedure are same as Example 1.
Embodiment 7
The present embodiment the difference from embodiment 1 is that, Pluronic F-127-polycyclic oxypropylene-polycyclic oxygen in the present embodiment step S1.
The quality of ethylene triblock copolymer is 3.6 g, and the quality of phloroglucin is 3.6 g, and the quality of formalin is 1.2 g；Its
His raw material dosage and operating procedure are same as Example 1.
Embodiment 8
The present embodiment the difference from embodiment 1 is that, Pluronic F-127-polycyclic oxypropylene-polycyclic oxygen in the present embodiment step S1.
The quality of ethylene triblock copolymer is 1.5 g, and the quality of phloroglucin is 5.9 g, and the quality of formalin is 0.3 g；Its
His raw material dosage and operating procedure are same as Example 1.
Comparative example 1
This comparative example the difference from embodiment 1 is that, replace phloroglucin with resorcinol in this comparative example；
Other raw material dosages and operating procedure are same as Example 1.
Comparative example 2
This comparative example the difference from embodiment 1 is that, cosolvent replaces ethyl alcohol with methanol in this comparative example；WithN, NDimethyl
Formamide replaces acetone；Other raw material dosages and operating procedure are same as Example 1.
Comparative example 3
This comparative example the difference from embodiment 1 is that, in this comparative example step S1. the volume ratio of water, ethyl alcohol and acetone be 1: 4.2
:7.5；Other raw material dosages and operating procedure are same as Example 1.
Comparative example 4
This comparative example the difference from embodiment 1 is that, Pluronic F-127-polycyclic oxypropylene-polycyclic oxygen in this comparative example step S1.
The quality of ethylene triblock copolymer is 1.2 g, and the quality of phloroglucin is 2.0 g, and the quality of formalin is 2.5 g；Its
His raw material dosage and operating procedure are same as Example 1.
Characterization test and result
Carbon nanospheres material produced by the present invention is carried outN2Adsorption-desorption curveTest.Measure charcoal nanometer made from embodiment 1
The specific surface area of ball material is 671 m2/ g, total pore volume are 1.3 cm3/ g, aperture are 12 nm, and partial size is 120 nm；Embodiment 2 ~
8 and comparative example 1 ~ 4 obtained by the test result of material be shown in Table 1.Compared to comparative example, carbon nanospheres material ratio made from embodiment
Surface area, total pore volume and aperture are significantly greater, and partial size is smaller.
The test result of material obtained by 1 embodiment 1 ~ 8 of table and comparative example 1 ~ 4
Fig. 1 ~ 3 are the graph of pore diameter distribution of carbon nanospheres material made from embodiment and comparative example 1, and abscissa is pore size, single
Position is nm, and ordinate is pore-size distribution, and unit is cm3/(g·nm).Fig. 4 and Fig. 5 is respectively carbon nanospheres made from embodiment 1
The stereoscan photograph and transmission electron microscope photo of material, Fig. 6 are that the transmission electron microscope of carbon nanospheres material made from embodiment 2 shines
Piece, from Fig. 4 ~ 6 as can be seen that embodiment obtained by carbon nanospheres material have the advantages that greatly it is mesoporous and evenly dispersed.
Fig. 7 shows carbon nanospheres material obtained by comparative example 1 without big mesoporous.Fig. 8 is raw material of wood-charcoal made from comparative example 2
The projection electromicroscopic photograph of material, the Carbon Materials are bonding amorphous form, show cosolvent to the caking property of carbon nanospheres material and
Pattern has a significant impact.
Fig. 9 ~ 11 are respectively the N of carbon nanospheres material made from embodiment and comparative example 12Absorption/desorption isotherm.Fig. 9
Show that carbon nanospheres material made from embodiment 1 and embodiment 2 has meso-hole structure with hysteresis loop apparent in Figure 10；In Figure 11
There is no apparent hysteresis loop, show that carbon nanospheres material made from comparative example 1 does not have apparent meso-hole structure.Illustrate isophthalic
Reactivity ratio's resorcinol of triphenol and formaldehyde is strong, and phloroglucin is the key that can to obtain big mesoporous carbon material.
Release profiles test to Indomethacin: precision weighs 0.1 g Indomethacin, is placed in the sample bottle of 10 mL, adds
Enter 5 mL acetone, carbon nanospheres material obtained by 0.2 g embodiment 1 is added in ultrasonic dissolution, is centrifuged, discards after stirring 12 h
Obtained solid is placed in dry 6 h of 40 DEG C of vacuum ovens, obtains carrying medicine Carbon Materials by supernatant.It is molten in intelligence using paddle method
Dissolution release experiment is carried out in instrument out, dissolution medium is the phosphate buffer of pH 6.8, and volume is 900 mL, and temperature is set as
37 DEG C, revolving speed is 100 rpm.It is spaced in different times, takes solution to carry out concentration mensuration, while supplementing the molten of same volume
Medium out.
Figure 12 is releasing curve diagram of the carbon nanospheres material obtained by embodiment 1 and comparative example 1 to Indomethacin.From figure
12, as can be seen that Indomethacin maximum accumulative releasing degree in 180 min is 34%, then still there is uptrend, explanation
Indomethacin bulk pharmaceutical chemicals do not discharge completely, and the solubility of Indomethacin is lower, and rate of dissolution is slow.It is made that embodiment 1 is added
Carbon nanospheres material after, carry medicine Carbon Materials in 10 min release up to 80%, in 180 min, accumulative releasing degree
More than 90%, illustrate that Indomethacin substantially completely discharges.But after carbon nanospheres material obtained by comparative example 1 is added, carry
Medicine Carbon Materials maximum accumulative releasing degree in 180 min is 46%, faster than the release of Indomethacin bulk pharmaceutical chemicals, but can not show a candle to reality
The load medicine Carbon Materials release for applying example 1 is rapid.It is possible thereby to illustrate to show with big mesoporous, evenly dispersed carbon nanospheres material
Write the dispersibility and rate of release for improving Indomethacin.
In conclusion carbon nanospheres material provided by the invention have the advantages that it is big mesoporous, evenly dispersed, to slightly solubility medicine
The dispersibility and rate of release of object have facilitation.The carbon nanospheres material enables drug to be uses efficiently, and improves
The therapeutic effect of drug has very big application prospect in field of medicine release.
Obviously, the above embodiment of the present invention be only to clearly illustrate example of the present invention, and not be pair
The restriction of embodiments of the present invention.For those of ordinary skill in the art, may be used also on the basis of the above description
To make other variations or changes in different ways.There is no necessity and possibility to exhaust all the enbodiments.It is all this
Made any modifications, equivalent replacements, and improvements etc., should be included in the claims in the present invention within the spirit and principle of invention
Protection scope within.
Claims (10)
1. a kind of preparation method of carbon nanospheres material, which comprises the steps of:
S1. Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer and phloroglucin are dissolved in aqueous molten altogether
Agent, adds acid and formaldehyde is stirred to react, and obtains polymer；
The aqueous cosolvent is the mixed solution of water, ethyl alcohol and acetone；The volume ratio of the water, ethyl alcohol and acetone is 1: (0.5
~ 3): (0.5 ~ 6)；
The Pluronic F-127-polycyclic oxypropylene-Pluronic F-127 triblock copolymer, phloroglucin, formaldehyde mass ratio be
(1.5 ~ 3.6): (3.6 ~ 5.9): (0.3 ~ 1.2)；
S2. after step S1. resulting polymers being removed solvent, first solidify and carbonize afterwards, obtain carbon nanospheres material.
2. preparation method according to claim 1, which is characterized in that Pluronic F-127 described in step S1.-polycyclic oxygen third
Alkene-Pluronic F-127 triblock copolymer, phloroglucin, formaldehyde mass ratio be 2: 4: 1.
3. preparation method according to claim 1 or 2, which is characterized in that water described in step S1., ethyl alcohol and acetone
Volume ratio is 1: (0.5 ~ 2.5): (1.5 ~ 4.5).
4. preparation method according to claim 3, which is characterized in that the volume of water described in step S1., ethyl alcohol and acetone
Than being 1: 1: 2.
5. preparation method according to claim 1, which is characterized in that the temperature of reaction described in step S1. is -20 ~ 100
DEG C, the time is 0.5 ~ 130 h.
6. preparation method according to claim 1, which is characterized in that cured temperature described in step S2. is 120 ~ 160
DEG C, the time is 10 ~ 30 h.
7. preparation method according to claim 1 or 6, which is characterized in that the temperature of charing described in step S2. be 600 ~
800 DEG C, the time is 1 ~ 3 h.
8. carbon nanospheres material made from the described in any item preparation methods of claim 1 ~ 7.
9. application of the carbon nanospheres material according to any one of claims 8 in drug release.
10. carbon nanospheres material according to any one of claims 8 is improving the application in insoluble drug rate of release.
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Citations (4)
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| CN101774567A (en) * | 2010-01-12 | 2010-07-14 | 山东理工大学 | Method for preparing multilevel pore carbon electrode material of super capacitor |
| US20130183511A1 (en) * | 2012-01-12 | 2013-07-18 | Ut-Battelle, Llc | Mesoporous carbon materials |
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| CN106458604A (en) * | 2014-05-13 | 2017-02-22 | 佐治亚-太平洋化工品有限公司 | Activated carbon products and methods for making and using same |
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2018
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|---|---|---|---|---|
| CN101774567A (en) * | 2010-01-12 | 2010-07-14 | 山东理工大学 | Method for preparing multilevel pore carbon electrode material of super capacitor |
| US20130183511A1 (en) * | 2012-01-12 | 2013-07-18 | Ut-Battelle, Llc | Mesoporous carbon materials |
| CN104693472A (en) * | 2013-12-10 | 2015-06-10 | 中国科学院大连化学物理研究所 | Ordered-mesoporous redox resin and synthetic method of ordered-mesoporous redox resin |
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