CN108310380A - A kind of graphene-gold nano flower composite material and its preparation method and application - Google Patents
A kind of graphene-gold nano flower composite material and its preparation method and application Download PDFInfo
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0052—Thermotherapy; Hyperthermia; Magnetic induction; Induction heating therapy
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
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- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
Abstract
The present invention provides a kind of graphene gold nano flower composite materials and its preparation method and application.The preparation method of graphene gold nano flower composite material provided by the invention includes the following steps：The pH value for adjusting chlorauric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution；The alkaline chlorauric acid solution is subjected to reduction reaction with nanogold particle, hydroxylamine hydrochloride solution and graphene oxide, obtains graphene gold nano flower composite material.The unique planar conjugate structure of graphene can be such that anticancer drugs, doxorubicin is easily loaded in the form of ∏ ∏ in graphene gold nano flower composite material prepared by the present invention；And gold nano is taken, can modify can be with the aptamer of targets neoplastic cells, and go directly tumour cell, without acting on normal cell；Meanwhile graphene can kill tumour cell with Jenner's popped rice all performances with photothermal conversion itself by thermotherapy.
Description
Technical field
The present invention relates to technical field of function materials, more particularly to a kind of graphene-gold nano flower composite material and its system
Preparation Method and application.
Background technology
Photo-thermal therapy is safer as more common one of clinical tumor disease treatment method at present, to the two of patient
Secondary injury is far smaller than chemotherapy and radiation.Photo-thermal therapy, which refers to some, has light the substance absorbed by force under laser irradiation, by light
Thermal energy can be converted into kill cancer cell.Photo-thermal therapy needs two big key conditions：First, near infrared light, it has stronger
Tissue penetration and lower absorbance of tissue, therefore it can penetrate deep tissues, reach many positions of organism, so as to
To give full play to therapeutic effect, due to its lower absorbance of tissue, near infrared light normal tissue only have it is lower lethal,
And laser light source can specifically irradiate tumor locus, can avoid more normal structure in this way and carry out local treatment, this
A little safeties characterized by photo-thermal therapy provide basic guarantee；Second is that optothermal material, it refers to having high-strength suction near infrared light
It receives, and the luminous energy of absorption can be converted to the material that heat releases.
Nanotechnology has expedited the emergence of a series of nanometers of optothermal materials in the development of biomedicine field, current to be used for biological medicine
When field, it is desirable that these materials must have good biocompatibility, or can obtain good biofacies after modification
Capacitive；And, it is desirable that these nano materials possess size appropriate, can be enriched in tumor locus by active targeting, or even can
Realize that passive target is enriched in tumor locus by loading functional biomolecule or nano-particle.
But existing optothermal material has difficulties in terms of further modification, causes its bioaffinity poor, therefore influence
The biologic applications foregrounds such as its targeting therapy for tumor.
Invention content
The purpose of the present invention is to provide a kind of graphene-gold nano flower composite materials and its preparation method and application.This
Not only light thermal property is excellent for optothermal material prepared by the preparation method that invention provides, but also is easy to modification, assembling, bioaffinity
It is good, there is good application prospect in oncotherapy etc..
The present invention provides a kind of preparation methods of graphene-gold nano flower composite material, include the following steps：
(1) pH value for adjusting chlorauric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution；
(2) the alkaline chlorauric acid solution for obtaining the step (1) and nanogold particle, hydroxylamine hydrochloride solution and oxidation stone
Black alkene carries out reduction reaction, obtains graphene-gold nano flower composite material.
Preferably, the molar ratio of the gold chloride in step (2) the neutral and alkali chlorauric acid solution and nanogold particle is 1:
(0.9~1.3).
Preferably, in step (2) the neutral and alkali chlorauric acid solution amount and graphene oxide of the substance of gold chloride matter
Amount is than being (11~12) mmol:3.4g.
Preferably, hydroxylamine hydrochloride in the gold chloride and hydroxylamine hydrochloride solution in step (2) the neutral and alkali chlorauric acid solution
Molar ratio be (11~12):(10~12).
Preferably, the temperature of the reduction reaction is 20~30 DEG C, and the time of the reduction reaction is 20~25min.
Preferably, the grain size of nanogold particle is 20~30nm in the step (2).
Preferably, the nanogold particle is provided in the form of nano-Au solution, and a concentration of the 3.5 of the nano-Au solution
~4mmol/L.
The present invention also provides described in above-mentioned technical proposal preparation method prepare graphene-gold nano flower composite material,
Including graphene and the Jenner's popped rice for being distributed in the graphene surface.
Preferably, the grain size of Jenner's popped rice is 90~110nm.
The present invention also provides the applications of graphene described in above-mentioned technical proposal-gold nano flower composite material.
The present invention provides a kind of preparation methods of graphene-gold nano flower composite material, include the following steps：Adjust chlorine
The pH value of auric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution；By the alkaline chlorauric acid solution and nanogold
Grain, hydroxylamine hydrochloride solution and graphene oxide carry out reduction reaction, obtain graphene-gold nano flower composite material.The present invention with
Nanogold particle is crystal seed, is restored to gold chloride and graphene oxide using hydroxylamine hydrochloride, while obtaining graphene
Jenner's popped rice is set to be attached to the graphene surface；Wherein, the unique planar conjugate structure of graphene can make anticancer drug Ah
Mycin is easily loaded in the form of ∏-∏；And gold nano is taken, can modify can be suitable with the nucleic acid of targets neoplastic cells
Body, go directly tumour cell, without acting on normal cell；Meanwhile graphene all has photothermal conversion with Jenner's popped rice itself
Performance can kill tumour cell by thermotherapy.
The experimental results showed that graphene provided by the invention-gold nano flower composite material is irradiated in 808nm near-infrared lasers
There is down good photothermal conversion property, can be brought rapidly up in 5min to 50 DEG C or more, be can be used under low-power laser irradiation
The photo-thermal therapy of tumour cell；After graphene-Jenner's popped rice compound load antitumor drug adriamycin together with tumour cell
It is incubated 6h, then after laser irradiation 10min, finds the apparent apoptosis of tumour cell.
Description of the drawings
Fig. 1 is the TEM figures of graphene-gold nano flower composite material prepared by the embodiment of the present invention 1；
Fig. 2 is laser irradiation pre-neoplastic cell fluorescence figure in the embodiment of the present invention 3；
Fig. 3 is tumour cell fluorogram after laser irradiation in the embodiment of the present invention 3.
Specific implementation mode
The present invention provides a kind of preparation methods of graphene-gold nano flower composite material, include the following steps：
(1) pH value for adjusting chlorauric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution；
(2) the alkaline chlorauric acid solution for obtaining the step (1) and nanogold particle, hydroxylamine hydrochloride solution and oxidation stone
Black alkene carries out reduction reaction, obtains graphene-gold nano flower composite material.
The pH value that the present invention adjusts chlorauric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution.In the present invention,
The pH value of the chlorauric acid solution is preferably 11.In the present invention, it is follow-up that the pH value of the gold chloride, which is adjusted in above range,
Reduction reaction provide alkaline condition.
The present invention does not have the source of the chlorauric acid solution special restriction, using city well known to those skilled in the art
Sell product.In the present invention, the concentration of the chlorauric acid solution is preferably 0.8~1.2mol/L, more preferably 1mol/L.
The present invention restriction not special to the operation of the adjusting of the pH value, using tune well known to those skilled in the art
Save the technical solution of pH value.The chlorauric acid solution is preferably mixed with sodium hydroxide solution and carries out pH value tune by the present invention
Section.The present invention does not have the concentration of the sodium hydroxide solution special restriction, using adjusting well known to those skilled in the art
The concentration of pH value sodium hydroxide solution.
In the present invention, the concentration of the alkaline chlorauric acid solution is preferably 0.2~0.3mmol/L, more preferably
0.25mol/L。
After obtaining alkaline chlorauric acid solution, the present invention is by the alkaline chlorauric acid solution and nanogold particle, hydroxylamine hydrochloride
Solution and graphene oxide carry out reduction reaction, obtain graphene-gold nano flower composite material.The present invention is preferably by the alkalinity
Chlorauric acid solution is mixed with nanogold particle, hydroxylamine hydrochloride solution and graphene oxide carries out reduction reaction.
In the present invention, the molar ratio of the gold chloride in the alkaline chlorauric acid solution and nanogold particle is preferably 1:
(0.9~1.3), more preferably 1:(1~1.2), most preferably 1:1.1.
In the present invention, the amount of the substance of gold chloride and the mass ratio of graphene oxide are excellent in the alkaline chlorauric acid solution
It is selected as (11~12) mmol:3.4g, more preferably 11.25mmol:3.4g.
In the present invention, in the gold chloride and hydroxylamine hydrochloride solution in the alkaline chlorauric acid solution hydroxylamine hydrochloride mole
Than preferably (11~12):(10~12), more preferably 11.25:(10~12).
In the present invention, the grain size of the nanogold particle is preferably 20~30nm, more preferably 25nm.In the present invention
In, the nanogold particle provides preferably in the form of nano-Au solution, and the concentration of the nano-Au solution is preferably 3.5~
4mmol/L, more preferably 3.75mmol/L.It is special that the present invention does not have the source of the nanogold particle or nano-Au solution
It limits, using the technical solution well known to those skilled in the art for preparing gold kind.
In the present invention, the preparation of the nano-Au solution preferably includes following steps：By chlorauric acid solution and reducing agent
It is mixed under the conditions of boiling, thermal reduction reaction obtains nano-Au solution.The present invention preferably by chlorauric acid solution be heated to reflux to
Boiling, is then added reducing agent, thermal reduction reaction obtains nano-Au solution.
In the present invention, the mass ratio of gold chloride and reducing agent is preferably 1 in the chlorauric acid solution:(55~100), more
Preferably 1:(65~75).In the present invention, the concentration of the chlorauric acid solution is preferably 0.2~0.3mmol/L, more preferably
0.25mmol/L。
In the present invention, the reducing agent preferably includes one kind or more in sodium citrate, ascorbic acid and sodium borohydride
Kind.In an embodiment of the present invention, the reducing agent is preferably sodium citrate.In the present invention, the reducing agent is preferably with also
The form of former agent solution provides, and the mass concentration of the reducing agent solution is preferably 0.5~1.5%, and more preferably 1%.
In the present invention, the thermal reduction reaction preferably carries out under the conditions of boiling；The time of the thermal reduction reaction is excellent
It is selected as 15~25min, more preferably 20min.In the present invention, during the thermal reduction reaction, gold chloride is in reducing agent
It is reduced to nanogold particle under effect.
After the completion of thermal reduction reaction, product of the present invention preferably by the thermal reduction reaction is cooled to room temperature, and obtains nanometer
Gold solution.
In the present invention, the concentration of the hydroxylamine hydrochloride solution is preferably 35~45mmol/L, more preferably 40mmol/L.
The present invention does not have the source of the hydroxylamine hydrochloride solution special restriction, and hydrochloric acid is prepared using well known to those skilled in the art
It is prepared by the method for hydroxylamine solution.
In the present invention, the graphene oxide is preferably the graphene oxide of carboxylated modification.In the present invention, described
Graphene oxide provides preferably in the form of graphene oxide dispersion；Graphene oxide in the graphene oxide dispersion
Concentration is preferably 0.0015~0.0020g/mL, more preferably 0.0017g/mL.Source of the present invention to the graphene oxide
There is no special restriction, using commercial product well known to those skilled in the art.In an embodiment of the present invention, the oxygen
Graphite alkene dispersion liquid is preferably the graphene dispersing solution of the carboxylated modification of Nanjing Xian Feng Nono-material Science ＆ Technology Ltd..
In the present invention, the temperature of the reduction reaction is preferably 20~30 DEG C, more preferably 24~26 DEG C；The reduction
The time of reaction is preferably 20~25min.In the present invention, the reduction reaction preferably carries out under agitation；It is described to stir
The rate mixed is preferably 450~550r/min, more preferably 500r/min.In the present invention, during the reduction reaction, oxygen
Graphite alkene is reduced to graphene, and gold chloride is reduced to golden simple substance by hydroxylamine hydrochloride, is precipitated to be formed on nanogold particle surface
Jenner's popped rice is then attached to the graphene surface.
After the completion of reduction reaction, the product of the reduction reaction is preferably filtered and is dried successively by the present invention, is obtained
Graphene-gold nano flower composite material.The present invention restriction not special to the filtering and dry operation, using this field
The technical solution of filtering and dried solid product known to technical staff.
The present invention also provides described in above-mentioned technical proposal preparation method prepare graphene-gold nano flower composite material,
Including graphene and the Jenner's popped rice for being distributed in the graphene surface.In the present invention, the grain size of Jenner's popped rice is preferred
For 90~110nm, more preferably 100nm.
The present invention also provides the applications of graphene described in above-mentioned technical proposal-gold nano flower composite material.In the present invention
In, the graphene-gold nano flower composite material is used for biological field preferably as optothermal material, more preferably as carrier and resists
Tumour medicine carries out compound.The present invention does not have the graphene-gold nano flower composite material operation compound with antitumor drug
There is special restriction, using complex method well known to those skilled in the art.
In order to further illustrate the present invention, compound to graphene provided by the invention-Jenner's popped rice with reference to embodiment
Material and its preparation method and application is described in detail, but they cannot be interpreted as to the limit to the scope of the present invention
It is fixed.
Embodiment 1:
1. the synthesis of gold medal kind：The chlorauric acid solution of 50mL 0.25mM is placed in 100mL three hole flasks, is heated and is stirred, cold
It is solidifying to be back to boiling, 1% sodium citrates of 0.75mL are rapidly joined, then boil 20min, the color of solution becomes claret, chlorine gold
Acid is reduced, and gold kind is synthesized, and stops heating and being cooled to room temperature 25 DEG C at this time, product is the water-soluble of ball shaped nano gold particle
Liquid；Wherein, the grain size of nanogold particle is 25nm.
2. the synthesis of graphene-gold nano flower composite material：First, the HAuCl of 50mL4Solution is molten with the NaOH of 1mol/L
Liquid tune pH to 11, HAuCl4The final concentration of solution is 0.25mM.Then by the NH of 0.25mL2OH HCl solutions (40mM) and
3.3mL gold kind of aqueous solutions (25nm, 3.75mM), the graphene oxide dispersion of 2mL 0.0017g/mL are added to 45mL
0.25mM chlorauric acid solutions, 500 turns/min rates stirring, until solution colour by ashes discoloration at blue-green, obtain graphene-
Gold nano flower composite material.
Graphene manufactured in the present embodiment-gold nano flower composite material is transmitted, it is as shown in Figure 1 to obtain TEM figures.From
Fig. 1 can be seen that in graphene manufactured in the present embodiment-gold nano flower composite material, and Jenner's popped rice is distributed in graphene surface,
Grain size is 100nm or so.
Embodiment 2:
1. the synthesis of gold medal kind (25nm)：The gold chloride of 50mL 0.25mM is placed in 100mL three hole flasks, is heated and is stirred,
Condensing reflux rapidly joins 1% sodium citrates of 0.75mL, then boil 20min, the color of solution becomes claret chlorine to boiling
Auric acid is reduced, and gold kind is synthesized, and stops heating and being cooled to room temperature at this time, product is the water-soluble of ball shaped nano gold particle
Liquid；Wherein, the grain size of nanogold particle is 25nm.
2. the synthesis of graphene-gold nano flower composite material：First, the HAuCl of 50mL4With the NaOH solution tune of 1mol/L
PH to 11, HAuCl4Final concentration be 0.25mM.Then by the NH of 0.30mL2OH HCl solutions (40mM) and 3.3mL gold kind
(25nm, 3.75mM), the graphene oxide dispersion of 2mL0.0017g/mL are added to 45mL 0.25mM chlorauric acid solutions, and 500
Turn/min rates stirring, until solution colour by ashes discoloration at blue-green, obtain graphene-gold nano flower composite material.This
In graphene-gold nano flower composite material prepared by embodiment, Jenner's popped rice is distributed in graphene surface, and grain size is 100nm left
It is right.
The graphene prepared to Examples 1 and 2-gold nano flower composite material carries out light thermal property test, opens 808nm's
Laser, electric current are adjusted to 0.8A, and graphene-gold nano flower composite material is positioned over immediately below laser probe.Laser is opened,
Thermal infrared imager recording materials temperature is used respectively in irradiation 1min, 2min, 3min, 4min, 5min.
The results are shown in Table 1 for its experiment, and under 808nm laser irradiations, material surface is brought rapidly up to 50 DEG C or so in 5min.
Graphene-gold nano flower composite material light thermal property in 1 Examples 1 and 2 of table
| Time | 0min | 1min | 2min | 3min | 4min | 5min |
| Embodiment 1 | 20.7℃ | 30.3℃ | 36.5℃ | 43.5℃ | 47.7℃ | 53℃ |
| Embodiment 2 | 20.8℃ | 28℃ | 35.5℃ | 40℃ | 45.5℃ | 48.4℃ |
Embodiment 3:
After graphene prepared by embodiment 1-gold nano flower composite material load antitumor drug adriamycin and tumour is thin
Born of the same parents are incubated with 6h, and by the encytosis of cell, composite material enters cell interior, and fluorescence photo is as shown in Figure 2.
After 808nm laser irradiations 10min, fluorescence photo is as shown in Figure 3；Comparison diagram 2 and Fig. 3 are as it can be seen that tumour cell is apparent
Apoptosis shows good killing tumour cell effect.
As can be seen from the above embodiments, graphene provided by the invention-gold nano flower composite material not only light thermal property
It is excellent, and it is easy to modification, assembling, bioaffinity is good, has good application prospect in oncotherapy etc..
The above is only a preferred embodiment of the present invention, it is not intended to limit the present invention in any form.It should
It points out, for those skilled in the art, without departing from the principle of the present invention, if can also make
Dry improvements and modifications, these improvements and modifications also should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of preparation method of graphene-gold nano flower composite material, includes the following steps：
(1) pH value for adjusting chlorauric acid solution is 10.5~11.5, obtains alkaline chlorauric acid solution；
(2) the alkaline chlorauric acid solution for obtaining the step (1) and nanogold particle, hydroxylamine hydrochloride solution and graphene oxide
Reduction reaction is carried out, graphene-gold nano flower composite material is obtained.
2. preparation method according to claim 1, which is characterized in that in step (2) the neutral and alkali chlorauric acid solution
The molar ratio of gold chloride and nanogold particle is 1:(0.9~1.3).
3. preparation method according to claim 1, which is characterized in that chlorine in step (2) the neutral and alkali chlorauric acid solution
The amount of the substance of auric acid and the mass ratio of graphene oxide are (11~12) mmol:3.4g.
4. preparation method according to claim 1, which is characterized in that in step (2) the neutral and alkali chlorauric acid solution
The molar ratio of gold chloride and hydroxylamine hydrochloride in hydroxylamine hydrochloride solution is (11~12):(10~12).
5. according to the preparation method described in Claims 1 to 4 any one, which is characterized in that the temperature of the reduction reaction is
20~30 DEG C, the time of the reduction reaction is 20~25min.
6. preparation method according to claim 1, which is characterized in that the grain size of nanogold particle is in the step (2)
20~30nm.
7. preparation method according to claim 6, which is characterized in that the nanogold particle is in the form of nano-Au solution
It provides, a concentration of 3.5~4mmol/L of the nano-Au solution.
8. graphene-gold nano flower composite material prepared by preparation method described in claim 1~7 any one, including graphite
Alkene and the Jenner's popped rice for being distributed in the graphene surface.
9. graphene according to claim 8-gold nano flower composite material, which is characterized in that the grain of Jenner's popped rice
Diameter is 90~110nm.
10. the application of graphene-gold nano flower composite material described in claim 8 or 9.
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