CN108706569A - A kind of preparation method of novel spindle-shaped fullerene microcrystal - Google Patents
A kind of preparation method of novel spindle-shaped fullerene microcrystal Download PDFInfo
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- CN108706569A CN108706569A CN201810690948.2A CN201810690948A CN108706569A CN 108706569 A CN108706569 A CN 108706569A CN 201810690948 A CN201810690948 A CN 201810690948A CN 108706569 A CN108706569 A CN 108706569A
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
- C01B32/152—Fullerenes
- C01B32/154—Preparation
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/01—Particle morphology depicted by an image
- C01P2004/03—Particle morphology depicted by an image obtained by SEM
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Abstract
The invention discloses a kind of preparation methods of novel spindle-shaped fullerene microcrystal, include the following steps：1) C, is prepared60Toluene solution；2), the C obtained using step 1)60Toluene solution prepares C60Toluene-ferrocene mixed solution；3), the C obtained using step 2)60The C for being grafted with ferrocene is prepared in toluene-ferrocene mixed solution60Solid powder；4) it, prepares containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution；5), spindle fullerene microcrystal is obtained using the liquid-liquid interface precipitation method.The preparation method preparation process of the novel spindle-shaped fullerene microcrystal of the present invention is simple, and preparation time is shorter, and the microstructure of fullerene is controlled by the liquid-liquid interface precipitation method, obtains a kind of new spindle fullerene derivate microstructure.
Description
Technical field
The present invention relates to a kind of preparation methods of novel spindle-shaped fullerene microcrystal.
Background technology
The features such as good electric conductivity that fullerene has with it, superconductivity, redox active and become carbon isotope
One of nano material being most widely studied in family, at present in necks such as chemical catalyst, superconductor, electrochemistry, medicine
Domain has obtained application to a certain extent and development, and more action sites can be obtained by modifying fullerene, be made it have more
More functions or a certain characteristic get a promotion, therefore the research of the Supramolecular self assembly of fullerene derivate is always researcher
The hot spot paid close attention to, especially in functional material, photo induced electron transfer, artificial photosynthesis' system, photon based on fullerene
Many research fields such as device.And the difference of the microscopic appearance with fullerene, the performance of fullerene can occur significantly to change
Become, for example the structures such as fullerene nano whisker, fullerene thin film all have significant effect the performances such as its catalytic, hydrophobicity.
Currently, researchers have controlled fullerene and its derivative forms the microstructures such as tubulose, rodlike, petal-shaped,
And more controllable patterns are still in discovery.
Therefore, it is necessary to a kind of novel fullerene microcrystalline textures.
Invention content
For the deficiencies in the prior art, the present invention provides a kind of preparation of novel spindle-shaped fullerene microcrystal
Method.
The technical scheme is that：
A kind of preparation method of novel spindle-shaped fullerene microcrystal, includes the following steps：
1) C, is prepared60Toluene solution；
2), the C obtained using step 1)60Toluene solution prepares C60Toluene-ferrocene mixed solution；
3), the C obtained using step 2)60The C for being grafted with ferrocene is prepared in toluene-ferrocene mixed solution60Gu
Body powder；
4) it, prepares containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution；
5), spindle fullerene microcrystal is obtained using the liquid-liquid interface precipitation method.
Further, the C60The preparation method of toluene solution includes the following steps：
One, C is weighed60Powder and toluene, the C60The ratio of powder and toluene is：50mg：50ml；
Two, by C60Powder is added in toluene, is uniformly mixed, obtains C60Toluene solution.
Further, by C in step 260At least half an hour is ultrasonically treated in powder addition toluene keeps the two mixing equal
It is even.
Further, C described in step 2)60The preparation method of toluene-ferrocene mixed solution includes the following steps：
(1), ferrocene carboxaldehyde powder, sarcosine, C are weighed60Powder and toluene, wherein ferrocene carboxaldehyde powder：C60Powder
End：The ratio of toluene is：30mg：12.5mg：50mg：50ml；
(2), by the C60Powder is added in the toluene, is uniformly mixed, obtains C60Toluene solution；
(3), the C is added in the ferrocene carboxaldehyde powder and sarcosine60In toluene solution, intermediate solution is obtained；
(4), the intermediate solution for obtaining step (3) stirs at least 12 under the conditions of 110 DEG C with 300 rpms of rotating speed
Hour, obtain the C60Toluene-ferrocene mixed solution.
Further, the C of ferrocene is grafted in step 3)60The preparation method of solid powder includes the following steps：
31), to the C60Isopropanol is added in toluene-ferrocene mixture solution, obtains the mixed liquor with muddy object
Body；
32) mixing liquid with muddy object, is stood at least 1 hour, supernatant liquid is outwelled, obtains mixture；
33) mixture, is subjected to centrifugal treating, outwells supernatant, obtains the second mixture；
34) isopropanol, is added in the second mixture that step 33) obtains, be uniformly mixed and is ultrasonically treated at least 10 seconds；
35) step 33) and 34), is repeated, until supernatant is transparent and colorless shape, supernatant is finally outwelled, is precipitated
Object；
36), sediment is dried, obtains the C for being grafted with ferrocene60Solid powder.
Further, it is prepared containing the C for being grafted with ferrocene in step 4)60The C of solid powder60Toluene solution include with
Lower step：
41, the C for being grafted with ferrocene is weighed60Solid powder, and toluene is added, it is uniformly mixed, obtains solution A, wherein connect
Branch has the C of ferrocene60The ratio of solid powder and toluene is：25mg：10ml；
42, C is weighed60Solid powder, and toluene is added, it is uniformly mixed, obtains B solution, wherein C60Solid powder and first
The ratio of benzene is：125mg：50ml；
43, solution A and B solution are mixed, is ultrasonically treated at least 30 seconds, saves backup at 5 DEG C, wherein solution A and B
The volume ratio of solution is 0.25:9.75.
Further, the C of ferrocene will be grafted in step 4160The mixed solution of solid powder and toluene is ultrasonically treated
At least 1 hour.
Further, C in step 4160The mixed solution of solid powder and toluene is ultrasonically treated at least 1 hour.
Further, it includes following step to obtain spindle fullerene microcrystal using the liquid-liquid interface precipitation method in step 3)
Suddenly：
A, it weighs containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution and isopropanol, wherein containing being grafted with two
The C of luxuriant iron60The C of solid powder60The volume ratio of toluene solution and isopropanol is 2:(2-8)；
B, isopropanol is added containing the C for being grafted with ferrocene60The C of solid powder60In toluene solution, mixed solution is obtained,
Mixed solution is stood at least 12 hours at 5 DEG C；
C, the supernatant for removing mixed solution, obtains turbid solution；
D, turbid solution is subjected to centrifugal treating, removes supernatant, obtain sediment；
E, the obtained sediments of step d are cleaned 2-3 times with isopropanol；
G, the sediment after cleaning is dried to get final product.
Further, centrifugal treating is 6000 turns of centrifugal treatings at least 4 minutes in step d.
Advantageous effect：The preparation method preparation process of the novel spindle-shaped fullerene microcrystal of the present invention is simple, when preparation
Between it is shorter, the microstructure of fullerene is controlled by the liquid-liquid interface precipitation method, a kind of new spindle fullerene is obtained and derives
Object microstructure.
Description of the drawings
Fig. 1 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 1 gained of embodiment；
Fig. 2 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 2 gained of embodiment；
Fig. 3 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 3 gained of embodiment；
Fig. 4 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 4 gained of comparative example；
Fig. 5 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 5 gained of comparative example；
Fig. 6 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 6 gained of comparative example；
Fig. 7 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 7 gained of comparative example；
Fig. 8 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 8 gained of comparative example；
Fig. 9 is the scanning transmission electron micrograph of the fullerene derivate microstructure of 9 gained of comparative example.
Specific implementation mode
In the following with reference to the drawings and specific embodiments, the present invention is furture elucidated, it should be understood that these embodiments are merely to illustrate
It the present invention rather than limits the scope of the invention, after having read the present invention, those skilled in the art are to of the invention each
The modification of kind equivalent form falls within the application range as defined in the appended claims.
Embodiment 1
Step 1：Prepare C60Toluene solution：
Step 1.1 weighs 50mg C60Powder
Step 1.2 takes 50ml vials, and 50ml toluene is added, and the C that step 1 weighs is added60Powder
The mixed solution ultrasonic half an hour that step 1.3 obtains step 1.2
Step 2：Prepare C60Toluene-ferrocene mixture solution includes the following steps：
Step 1.1 weighs 30mg ferrocene carboxaldehyde powder
Step 1.2 weighs 12.5mg sarcosines
Step 1.3 takes a 100ml round bottom twoport flasks, a magnetic rotor is put into, by C60It is double that toluene solution pours into round bottom
In mouth flask and the solid powder weighed in step 1.1,1.2 is added
Under the conditions of round bottom twoport flask in step 1.3 is placed in 110 degrees Celsius of oil baths by step 1.4,300 revolutions per minute of rotating speed
Clock stirs 12 hours
Step 1.5 is taken out solution in round bottom twoport flask and is placed in 150ml beakers for use
Step 3：Obtain the C for being grafted with ferrocene60Solid powder：
Step 3.1 is to filling C60100ml isopropanols are poured into the beaker of toluene-ferrocene mixture solution, are occurred at this time
Yellowish-brown muddiness object
Mixing liquid in beaker is stood one hour by step 3.2
Mixture in beaker is poured into centrifuge tube by step 3.3, is centrifuged 10 minutes with 5000 rpms in centrifuge
Step 3.4 takes out centrifuge tube, outwells supernatant in pipe
Isopropanol is added in step 3.5 in centrifuge tube, shakes up and 10 seconds ultrasonic, sediment and isopropanol in centrifuge tube is made to fill
Divide mixing
Step 3.6 repeats step 3.3 to step 3.5 liang to shape is transparent and colorless to supernatant three times, finally outwells supernatant
Liquid obtains sediment
Step 3.7 puts the precipitate in baking oven and dries, and obtains the C for being grafted with ferrocene60Solid powder takes out spare
Step 4：It prepares and mixes iron C containing certain proportion60C60Toluene solution：
Step 4.1 weighs the C for being grafted with ferrocene60Solid powder 25mg is placed in 30ml vials
Step 4.2 is in the C equipped with grafting ferrocene60In solid powder vial be added 10ml toluene, ultrasound 1 hour after mistake
Filter, is denoted as solution A
Step 4.3 weighs 125mgC60Solid powder is placed in 50ml vials
50ml toluene is added in step 4.4 in vial, and ultrasound filters after one hour and is denoted as B solution
Step 4.5 is by A, B solution with 0.25:9.75 ratio mixing, ultrasound 30 seconds preserve standby under 5 degrees celsius
With
Step 5：Spindle fullerene derivate microstructure is obtained by the liquid-liquid interface precipitation method：
Step 5.1 takes 2mlA, B mixed solution to be added in 10ml vials
Step 5.2 rapidly joins 2ml isopropanols with liquid-transfering gun, and vial is stood 12 hours under 5 degrees celsius
Step 5.3 sops up the supernatant in step 5.2 in vial with suction pipe, and turbid solution in bottle is collected into centrifuge tube
Centrifuge tube in step 5.3 is placed in a centrifuge by step 5.4, and 6000 leave the heart 4 minutes, remove supernatant
Step 5.5 cleans the sediment that step 5.4 obtains 2-3 times with isopropanol
Sediment is put into drying in vacuum drying chamber by step 5.6, obtains spindle fullerene derivate microstructure.
Embodiment 2
It is similar to Example 1, difference lies in, the volume of isopropanol in the step 5.2 of embodiment 1 is changed to 4ml, other
Part is consistent.
Embodiment 3
It is similar to Example 1, difference lies in, the volume of isopropanol in the step 5.2 of embodiment 1 is changed to 8ml, other
Part is consistent.
Comparative example 4
Step 1：Prepare C60Toluene solution：
Step 1.1 weighs 50mg C60Powder
Step 1.2 takes 50ml vials, and 50ml toluene is added, and the C that step 1 weighs is added60Powder
The mixed solution ultrasonic half an hour that step 1.3 obtains step 1.2
Step 2：Fullerene derivate microstructure is obtained by the liquid-liquid interface precipitation method：
Step 2.1 takes 2ml step 1.2 acquired solutions to be added in 10ml vials
Step 2.2 rapidly joins 2ml isopropanols with liquid-transfering gun, and vial is stood 12 hours under 5 degrees celsius
Step 2.3 sops up the supernatant in step 2.3 in vial with suction pipe, and turbid solution in bottle is collected into centrifuge tube
Centrifuge tube in step 2.3 is placed in a centrifuge by step 2.4, and 6000 leave the heart 4 minutes, remove supernatant
Step 2.5 cleans the sediment that step 2.4 obtains 2-3 times with isopropanol
Sediment is put into drying in vacuum drying chamber by step 2.6, obtains fullerene derivate microstructure.
Comparative example 5
It is similar with comparative example 4, difference lies in, the volume of isopropanol in the step 2.2 of comparative example 4 is changed to 4ml, other
Part is consistent.
Comparative example 6
It is similar with comparative example 4, difference lies in, the volume of isopropanol in the step 2.2 of comparative example 4 is changed to 8ml, other
Part is consistent.
Comparative example 7
Similar to Example 1, difference lies in be changed to the ratio of A in the step 4.5 of embodiment 1, B solution with 0.5:
9.5, other conditions are consistent.
Comparative example 8
Similar to Example 2, difference lies in be changed to the ratio of A in the step 4.5 of embodiment 2, B solution with 0.5:
9.5, other conditions are consistent.
Comparative example 9
Similar to Example 3, difference lies in be changed to the ratio of A in the step 4.5 of embodiment 3, B solution with 0.5:
9.5
Other conditions are consistent.
Claims (10)
1. a kind of preparation method of novel spindle-shaped fullerene microcrystal, it is characterised in that：Include the following steps：
1) C, is prepared60Toluene solution；
2), the C obtained using step 1)60Toluene solution prepares C60Toluene-ferrocene mixed solution；
3), the C obtained using step 2)60The C for being grafted with ferrocene is prepared in toluene-ferrocene mixed solution60Solid powder
End；
4) it, prepares containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution；
5), spindle fullerene microcrystal is obtained using the liquid-liquid interface precipitation method.
2. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 1, it is characterised in that：The C60First
The preparation method of benzole soln includes the following steps：
One, C is weighed60Powder and toluene, the C60The ratio of powder and toluene is：50mg：50ml；
Two, by C60Powder is added in toluene, is uniformly mixed, obtains C60Toluene solution.
3. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 2, it is characterised in that：In step 2
By C60At least half an hour is ultrasonically treated in powder addition toluene makes the two be uniformly mixed.
4. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 1, it is characterised in that：In step 2)
The C60The preparation method of toluene-ferrocene mixed solution includes the following steps：
(1), ferrocene carboxaldehyde powder, sarcosine, C are weighed60Powder and toluene, wherein ferrocene carboxaldehyde powder：C60Powder：First
The ratio of benzene is：30mg：12.5mg：50mg：50ml；
(2), by the C60Powder is added in the toluene, is uniformly mixed, obtains C60Toluene solution；
(3), the C is added in the ferrocene carboxaldehyde powder and sarcosine60In toluene solution, intermediate solution is obtained；
(4), the intermediate solution for obtaining step (3) is small with 300 rpms of rotating speed stirring at least 12 under the conditions of 110 DEG C
When, obtain the C60Toluene-ferrocene mixed solution.
5. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 1, it is characterised in that：In step 3)
It is grafted with the C of ferrocene60The preparation method of solid powder includes the following steps：
31), to the C60Isopropanol is added in toluene-ferrocene mixture solution, obtains the mixing liquid with muddy object；
32) mixing liquid with muddy object, is stood at least 1 hour, supernatant liquid is outwelled, obtains mixture；
33) mixture, is subjected to centrifugal treating, outwells supernatant, obtains the second mixture；
34) isopropanol, is added in the second mixture that step 33) obtains, be uniformly mixed and is ultrasonically treated at least 10 seconds；
35) step 33) and 34), is repeated, until supernatant is transparent and colorless shape, supernatant is finally outwelled, obtains sediment；
36), sediment is dried, obtains the C for being grafted with ferrocene60Solid powder.
6. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 1, it is characterised in that：In step 4)
It prepares containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution includes the following steps：
41, the C for being grafted with ferrocene is weighed60Solid powder, and toluene is added, it is uniformly mixed, obtains solution A, wherein be grafted with
The C of ferrocene60The ratio of solid powder and toluene is：25mg：10ml；
42, C is weighed60Solid powder, and toluene is added, it is uniformly mixed, obtains B solution, wherein C60The ratio of solid powder and toluene
Example be：125mg：50ml；
43, solution A and B solution are mixed, is ultrasonically treated at least 30 seconds, saves backup at 5 DEG C, wherein solution A and B solution
Volume ratio be 0.25:9.75.
7. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 6, it is characterised in that：In step 41
The C of ferrocene will be grafted with60The mixed solution of solid powder and toluene is ultrasonically treated at least 1 hour.
8. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 7, it is characterised in that：In step 41
C60The mixed solution of solid powder and toluene is ultrasonically treated at least 1 hour.
9. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 1, it is characterised in that：In step 3)
Spindle fullerene microcrystal is obtained using the liquid-liquid interface precipitation method to include the following steps：
A, it weighs containing the C for being grafted with ferrocene60The C of solid powder60Toluene solution and isopropanol, wherein containing being grafted with ferrocene
C60The C of solid powder60The volume ratio of toluene solution and isopropanol is 2:(2-8)；
B, isopropanol is added containing the C for being grafted with ferrocene60The C of solid powder60In toluene solution, mixed solution is obtained, will be mixed
It closes solution and stands at least 12 hours at 5 DEG C；
C, the supernatant for removing mixed solution, obtains turbid solution；
D, turbid solution is subjected to centrifugal treating, removes supernatant, obtain sediment；
E, the obtained sediments of step d are cleaned 2-3 times with isopropanol；
G, the sediment after cleaning is dried to get final product.
10. the preparation method of novel spindle-shaped fullerene microcrystal according to claim 9, it is characterised in that：In step d
Centrifugal treating is 6000 turns of centrifugal treatings at least 4 minutes.
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| CN110015652A (en) * | 2019-04-25 | 2019-07-16 | 大连民族大学 | Fullerene C20-calixarenes Subjective and Objective composite nanocrystalline material and preparation method thereof |
| CN110105177A (en) * | 2019-04-25 | 2019-08-09 | 大连民族大学 | One fullerene-calixarenes Subjective and Objective composite nanocrystalline material and preparation method thereof |
| CN114735675A (en) * | 2022-03-30 | 2022-07-12 | 山东大学 | Based on fullerene C60Porous carbon material dually doped with fullerene derivative and preparation method and application thereof |
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| CN110105177B (en) * | 2019-04-25 | 2021-06-25 | 大连民族大学 | Fullerene-calixarene host-guest composite nanocrystalline material and preparation method thereof |
| CN114735675A (en) * | 2022-03-30 | 2022-07-12 | 山东大学 | Based on fullerene C60Porous carbon material dually doped with fullerene derivative and preparation method and application thereof |
| CN114735675B (en) * | 2022-03-30 | 2023-06-16 | 山东大学 | Fullerene C-based 60 Porous carbon material binary doped with fullerene derivative, and preparation method and application thereof |
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