CN109809390A - The method of purification of semi-conductive single-walled carbon nanotubes - Google Patents
The method of purification of semi-conductive single-walled carbon nanotubes Download PDFInfo
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- CN109809390A CN109809390A CN201711161563.9A CN201711161563A CN109809390A CN 109809390 A CN109809390 A CN 109809390A CN 201711161563 A CN201711161563 A CN 201711161563A CN 109809390 A CN109809390 A CN 109809390A
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Abstract
Present disclose provides a kind of methods of purification of semi-conductive single-walled carbon nanotubes characterized by comprising is blended in the organic solvent for having strong solubility relative to carbon nanotube by conjugated polymer or conjugation small molecule, with carbon nanometer tube material；It is handled in the case where low-power by nanometer pulverization dispersing apparatus, obtains carbon nano tube dispersion liquid；The carbon nano tube dispersion liquid is subjected to first time centrifugal treating, obtains supernatant；By filtering or drying the supernatant, to form solid；The solid is dissolved in low polar solvent；And second of centrifugal treating is carried out, the supernatant acquired, to obtain the semi-conductive single-walled carbon nanotubes solution of purification.
Description
Technical field
This disclosure relates to a kind of method of purification of semi-conductive single-walled carbon nanotubes.
Background technique
Semi-conductive single-walled carbon nanotubes have huge application potential in semicon industries such as sensing, integrated circuits.Mesh
Before, solwution method purification semi-conductive single-walled carbon nanotubes are the methods of most potential industrialization.
However, in current technology, when solwution method prepares semi-conductive single-walled carbon nanotubes, in order to make carbon nanometer
Pipe reaches expected dispersion effect, needs to use high-energy and prolonged dispersion process, this process can introduce carbon nanotube
The many defects in surface, to influence the electric property of carbon nanotube.
Summary of the invention
According to one aspect of the disclosure, a kind of method of purification of semi-conductive single-walled carbon nanotubes is provided, comprising:
Step 1): it is blended in by conjugated polymer or conjugation small molecule, with carbon nanometer tube material relative to carbon nanotube tool
Have in the organic solvent of strong solubility；
Step 2): being handled in the case where low-power by nanometer pulverization dispersing apparatus, obtains carbon nanotube dispersion
Liquid；
Step 3): carbon nano tube dispersion liquid is subjected to first time centrifugal treating, obtains supernatant；
Step 4): by filtering or drying supernatant, to form solid；
Step 5): solid is dissolved in low polar solvent；And
Step 6): second of centrifugal treating, the supernatant acquired, to obtain the semi-conductive single-walled carbon of purification are carried out
Nanotube solution.
In accordance with one embodiment of the present disclosure, in step 2) by nanometer pulverization dispersing apparatus the low-power the case where
Under when being handled, the power setting of nanometer pulverization dispersing apparatus is 5W~100W, preferably 5W~50W, more preferably 20W.
In accordance with one embodiment of the present disclosure, in step 2), needed for being handled by nanometer pulverization dispersing apparatus
Time be 3~60 minutes, preferably 3~30 minutes, more preferably 5 minutes.
It in accordance with one embodiment of the present disclosure, is at ultrasound or stirring by the processing that nanometer pulverization dispersing apparatus carries out
Reason.
In accordance with one embodiment of the present disclosure, in step 1), there is the organic molten of strong solubility for carbon nanotube
Agent is at least one of o-dichlorohenzene, chloroform, 1- methyl naphthols and tetrahydrofuran.
In accordance with one embodiment of the present disclosure, in step 5), low polar solvent is toluene, dimethylbenzene, hexane, hexane
To at least one of the alkane solvents of hexadecane and hexamethylene.
In accordance with one embodiment of the present disclosure, in step 5), by solid by ultrasound or agitating mode be dissolved in it is low
In polar solvent, the power setting of ultrasound or agitating mode is 5W~100W, preferably 5W~50W, more preferably 20W.
In accordance with one embodiment of the present disclosure, in step 5), the time needed for ultrasound or agitating mode is 3~60 points
Clock, preferably 3~30 minutes, more preferably 5 minutes.
In accordance with one embodiment of the present disclosure, the centrifugal speed of first time centrifugal treating and second of centrifugal treating is
3000rpm~100000rpm, preferably 3000rpm~10000rpm, more preferably 8000rpm；First time centrifugal treating and
The time of secondary centrifuging processing is 0.5 hour~300 hours, preferably 0.5 hour~100 hours, more preferably 2 hours.
In accordance with one embodiment of the present disclosure, solid is solid film or powdered form.
Detailed description of the invention
Attached drawing shows the illustrative embodiments of the disclosure, and it is bright together for explaining the principles of this disclosure,
Which includes these attached drawings to provide further understanding of the disclosure, and attached drawing is included in the description and constitutes this
Part of specification.
Fig. 1 is the schematic flow chart according to the method for one embodiment of the disclosure.
Fig. 2 is the view according to the defects detection result of the carbon nanotube obtained to method of disclosure.
Specific embodiment
The disclosure is described in further detail with reference to the accompanying drawings and examples.It is understood that this place is retouched
The specific embodiment stated is only used for explaining related content, rather than the restriction to the disclosure.It also should be noted that in order to just
Part relevant to the disclosure is illustrated only in description, attached drawing.
It should be noted that in the absence of conflict, the feature in embodiment and embodiment in the disclosure can phase
Mutually combination.The disclosure is described in detail below with reference to the accompanying drawings and in conjunction with the embodiments.
" low polar solvent " so-called in the disclosure refers to the lesser a kind of solvent of dielectric constant.
In an embodiment of the disclosure, the method for purification of semi-conductive single-walled carbon nanotubes is provided.In the party
In method, by the conversion of solvent, in the very low equipment of energy, semiconductive carbon nano tube is obtained with dispersion effect well
Then fruit carries out purification processes to semiconductive carbon nano tube.Decentralized processing is avoided in the whole process introduces semiconductive
The defect of carbon nanotube.In disclosed method, it can reach expected by the dispersion process of low energy short time
Dispersion effect, and defect hardly is introduced to the surface of semiconductive carbon nano tube.
The method for specifically describing the extraction semi-conductive single-walled carbon nanotubes below with reference to Fig. 1.
In the step S10 of Fig. 1, by conjugated polymer or conjugation small molecule, with carbon nanometer tube material be blended in relative to
Carbon nanotube has in the organic solvent of strong solubility.
The conjugated polymer or conjugation small molecule be can in organic solvent the conjugated polymer of dispersing Nano carbon tubes or
It is conjugated small molecule, for example, conjugated polymer can be at least one of polythiophene, polycarbazole and polyfluorene.
Above-mentioned carbon nanometer tube material can be the carbon nanotube grown in a manner of any or the carbon Jing Guo pre-treatment
Nanotube.
Above-mentioned can be relative to carbon nanotube with the organic solvent of strong solubility has strong dissolution energy to carbon nanotube
Any organic solvent of power.As an example, the organic solvent can be o-dichlorohenzene, chloroform, 1- methyl naphthols and tetrahydrofuran
At least one of equal organic solvents.
In a preferred embodiment of the disclosure, by conjugated polymer or conjugation small molecule and carbon nanometer tube material
It is put into organic solvent according to the ratio that mass ratio is 0.1:1~20:1, the ratio for being 0.1:1~5:1 preferably according to mass ratio
Example, the ratio for being more preferably 1:1 according to mass ratio.
For example, by the chloroform of the carbon nanometer tube material of the polythiophene of 100mg (milligram) and 100mg investment 100ml (milliliter)
In mixed.
In step S20, carbon nano tube dispersion liquid is obtained.By nanometer pulverization dispersing apparatus in the case where low-power into
Row processing, obtains carbon nano tube dispersion liquid.
Specifically, nanometer pulverization dispersing apparatus can be used to carry out.Such as use ultrasonic cell disrupte instrument, ultrasonic wave
Water-bath instrument or mixing plant etc..It is corresponding by carry out such as ultrasonic cell disrupte instrument, ultrasound bath instrument or mixing plants
Ultrasound or stir process, to obtain carbon nano tube dispersion liquid.
It in existing technology, is that the processing such as ultrasound is carried out in high-power and prolonged situation.And in the disclosure
Method in, as a preferred embodiment, can be by the power regulation of nanometer pulverization dispersing apparatus 5W (watt)~
100W is preferably adjusted to 5W~20W, is more preferably adjusted to 20W；And the processing time of nanometer pulverization dispersing apparatus can be with
It is set as 3 minutes~60 minutes, preferably can be set as 3 minutes~30 minutes, more preferably can be set as 5 minutes.Cause
This greatly reduced processing power and processing time in terms of existing technologies.
In step s 30, first time centrifugal treating is carried out to the carbon nano tube dispersion liquid that step S20 is obtained, and passed through
Centrifugal treating, to isolate the supernatant of solution.
In step s 30, as a preferred embodiment, the centrifugal speed of the first time centrifugal treating can be
3000rpm (rev/min)~100000rpm, preferably 5000rpm~50000rpm, more preferably 8000rpm.And from
The time of heart processing can be 0.5 hour~300 hours, preferably 0.5 hour~100 hours, more preferably 2 hours.
In step s 40, the supernatant that step S30 sub-argument goes out is taken out, and the supernatant is formed as to the form of solid.
The mode that solid form is formed can be by the modes such as filtering or drying.For example, it is suitable to select when passing through filter type
Filter membrane carrys out filtering supernatant, to obtain solid film or powdered substance, obtained solid material is separated from filter membrane,
It remains to use in next step.When passing through drying mode, supernatant can be dried using drying equipment etc. under suitable conditions
It is dry, to obtain solid film or powdered substance.The technology of certain this field should be appreciated that can also using other modes come
Obtain the substance of above-mentioned solid-like.
In step s 50, the obtained solid of step S40 is dissolved in low polar solvent.The low polar solvent is to refer to be situated between
The lesser a kind of solvent of electric constant, such as can be the alkane solvents and ring of toluene, dimethylbenzene, hexane, hexane to hexadecane
At least one of low polar solvents such as hexane.
In the preferred embodiment of the disclosure, above-mentioned solid can be put into low polar solvent, then pass through ultrasound
The nanometer pulverizations dispersing apparatus such as cell pulverization instrument, ultrasound bath instrument or mixing plant carry out at corresponding ultrasound or stirring
Reason.
The treatment conditions of the nanometer pulverization dispersing apparatus can be with the setting item of the nanometer pulverization dispersing apparatus in step S20
Part is identical.That is, can by the power regulation of nanometer pulverization dispersing apparatus be 5W~100W, be preferably adjusted to 5W~
20W is more preferably adjusted to 20W；And the processing time of nanometer pulverization dispersing apparatus can be set as 3 minutes~60 minutes,
It preferably can be set as 3 minutes~30 minutes, more preferably can be set as 5 minutes.
In a step 60, it carries out second of centrifugal treating and extracts the supernatant obtained after second of centrifugal treating.
In the preferred embodiment of the disclosure, mode or condition of second centrifugal treating etc. can be with above-mentioned first
Secondary centrifugal treating is identical.
It will be appreciated by those of skill in the art that the mode and condition of second centrifugal treating can also with for the first time
Centrifugal treating is different, and the disclosure is not construed as limiting this, can choose suitable centrifugal treating condition.For example, should be centrifuged for second
The centrifugal speed of processing can be 3000rpm (rev/min)~100000rpm, preferably 5000rpm~50000rpm, more
Preferably 8000rpm.And the time of centrifugal treating can be 0.5 hour~300 hours, and preferably 0.5 hour~100 is small
When, more preferably 2 hours.
In step S60, extract by supernatant obtained from second centrifugal treating, it can obtain purity it is higher and
The semiconductive carbon nano tube solution of low defect.
Hereinafter, being specifically described to according to the embodiment of disclosed method.
Embodiment 1
It is mixed in the chloroform of the carbon nanometer tube material investment 100ml of the polythiophene and 100mg of 100mg, utilizes ultrasound
Wave water-bath instrument is ultrasonically treated 5 minutes at 20W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating, wherein from
Heart speed is 8000rpm and centrifugation time is 2 hours.The supernatant that centrifugal treating obtains is taken out, suction filtration processing is carried out, consolidate
The solid film is added in toluene, is ultrasonically treated 5 minutes at 20W using ultrasound bath instrument, the carbon nanometer that will be obtained by body film
Pipe dispersion liquid carries out second of centrifugal treating, and wherein centrifugal speed is 8000rpm and centrifugation time is 2 hours.It takes out at centrifugation
It manages obtained supernatant and obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Embodiment 2
It is mixed, is utilized in the o-dichlorohenzene of the carbon nanometer tube material investment 100ml of the polycarbazole and 1000mg of 100mg
Ultrasound bath instrument is ultrasonically treated 30 minutes at 50W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating,
Middle centrifugal speed is 50000rpm and centrifugation time is 100 hours.The supernatant that centrifugal treating obtains is taken out, is carried out at drying
Reason, obtains powder, which is added hexane into the alkane solvents of hexadecane, using ultrasonic cell disrupte instrument at 50W
Obtained carbon nano tube dispersion liquid is carried out second of centrifugal treating by ultrasonic treatment 30 minutes, and wherein centrifugal speed is
50000rpm and centrifugation time are 100 hours.It takes out the obtained supernatant of centrifugal treating and obtains partly leading for high-purity and low defect
Body single-walled carbon nanotube solution.
Embodiment 3
It is mixed in the 1- methyl naphthols of the polyfluorene of 100mg and the carbon nanometer tube material of 20mg investment 100ml, using stirring
Obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating, wherein being centrifuged by mixing equipment stir process 60 minutes at 5W
Speed is 3000rpm and centrifugation time is 300 hours.The supernatant that centrifugal treating obtains is taken out, suction filtration processing is carried out, consolidate
The solid film is added in dimethylbenzene, is ultrasonically treated 30 minutes at 100W using ultrasound bath instrument, the carbon that will be obtained by body film
Nanotube dispersion liquid carries out second of centrifugal treating, and wherein centrifugal speed is 10000rpm and centrifugation time is 0.5 hour.It takes out
The supernatant that centrifugal treating obtains obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Embodiment 4
It is mixed in the chloroform of the carbon nanometer tube material investment 100ml of the polythiophene and 100mg of 100mg, utilizes ultrasound
Wave water-bath instrument is ultrasonically treated 3 minutes at 100W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating, wherein from
Heart speed is 100000rpm and centrifugation time is 0.5 hour.The supernatant that centrifugal treating obtains is taken out, suction filtration processing is carried out, obtains
To solid film, which is added in hexane, is ultrasonically treated 30 minutes at 20W using ultrasound bath instrument, by what is obtained
Carbon nano tube dispersion liquid carries out second of centrifugal treating, and wherein centrifugal speed is 100000rpm and centrifugation time is 0.5 hour.
It takes out the supernatant that centrifugal treating obtains and obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Embodiment 5
It is mixed in the chloroform of the carbon nanometer tube material investment 100ml of the polythiophene and 100mg of 100mg, utilizes ultrasound
Wave water-bath instrument is ultrasonically treated 30 minutes at 50W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating, wherein from
Heart speed is 3000rpm and centrifugation time is 300 hours.The supernatant that centrifugal treating obtains is taken out, drying and processing is carried out, obtains
The powder is added in toluene, is ultrasonically treated 30 minutes at 20W using ultrasound bath instrument, the carbon nanometer that will be obtained by powder
Pipe dispersion liquid carries out second of centrifugal treating, and wherein centrifugal speed is 100000rpm and centrifugation time is 0.5 hour.Take out from
The supernatant that the heart is handled obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Embodiment 6
It is mixed in the chloroform of the carbon nanometer tube material investment 100ml of the polythiophene and 100mg of 100mg, utilizes ultrasound
Wave water-bath instrument is ultrasonically treated 60 minutes at 5W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating, wherein from
Heart speed is 8000rpm and centrifugation time is 300 hours.The supernatant that centrifugal treating obtains is taken out, suction filtration processing is carried out, obtains
The solid film is added in toluene, is ultrasonically treated 60 minutes at 5W using ultrasound bath instrument, obtained carbon is received by solid film
Mitron dispersion liquid carries out second of centrifugal treating, and wherein centrifugal speed is 8000rpm and centrifugation time is 300 hours.Take out from
The supernatant that the heart is handled obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Embodiment 7
It is mixed, is utilized in the o-dichlorohenzene of the carbon nanometer tube material investment 200ml of the polythiophene and 100mg of 100mg
Ultrasound bath instrument is ultrasonically treated 30 minutes at 50W, and obtained carbon nano tube dispersion liquid is carried out first time centrifugal treating,
Middle centrifugal speed is 50000rpm and centrifugation time is 100 hours.The supernatant that centrifugal treating obtains is taken out, is carried out at suction filtration
Reason, obtains solid film, which is added in toluene, is ultrasonically treated 30 minutes at 50W using ultrasound bath instrument, will
The carbon nano tube dispersion liquid arrived carries out second of centrifugal treating, and wherein centrifugal speed is 50000rpm and centrifugation time is 100 small
When.It takes out the supernatant that centrifugal treating obtains and obtains the semi-conductive single-walled carbon nanotubes solution of high-purity and low defect.
Comparative example 1
It is mixed in the toluene of the carbon nanometer tube material investment 25ml of the polythiophene and 5mg of 10mg, utilizes ultrasonic cell
Obtained carbon nano tube dispersion liquid is carried out centrifugation 150 minutes by crusher ultrasonic disperse 30 minutes at 525W at 42000g.
The supernatant that centrifugal treating obtains is taken out, semi-conductive single-walled carbon nanotubes solution is obtained.
Embodiment of the present disclosure 1-7 and the comparing result of comparative example 1 are as shown in table 1.
The comparing result of table 1 embodiment of the present disclosure 1-7 and comparative example 1
| Contrast table | Refining effect |
| Comparative example 1 | There are more defects on semi-conductive single-walled carbon nanotubes surface |
| Embodiment 1-7 | The defect of semi-conductive single-walled carbon nanotubes is seldom |
From the experimental results, the lattice of the semiconductive carbon nano tube obtained by the method for embodiment of the present disclosure 1-7
Structure is retentively more complete, and defect is seldom.
Fig. 2 is the view according to the defects detection result of the carbon nanotube obtained to method of disclosure.Fig. 2 is to obtaining
Carbon nano-tube solution carries out result obtained from Raman spectrum test.The peak G and the ratio at the peak D often can reflect in Raman spectrum
The defect level of carbon nanotube, ratio is bigger, and defect is fewer.
From figure 2 it can be seen that the value of G/D may be up to 40 according in the carbon nanotube test result of method of disclosure, this
It is suitable that carbon nanotube is obtained by any possible pretreatment for introducing defect with not, it may be said that bright disclosed method does not almost have
There is introducing defect.
The defect that the semi-conductive single-walled carbon nanotubes that the disclosure obtains introduce is seldom, does not influence the electrical property of carbon nanotube
Energy.In semiconductor devices, integrated circuit, display driving, transparent conductive film, biology/chemical sensitisation, infrared acquisition, infrared therapeutic
Equal fields have a broad prospect of the use.
It will be understood by those of skill in the art that above embodiment is used for the purpose of clearly demonstrating the disclosure, and simultaneously
Non- be defined to the scope of the present disclosure.For those skilled in the art, may be used also on the basis of disclosed above
To make other variations or modification, and these variations or modification are still in the scope of the present disclosure.
Claims (10)
1. a kind of method of purification of semi-conductive single-walled carbon nanotubes characterized by comprising
Step 1): it is blended in relative to carbon nanotube by conjugated polymer or conjugation small molecule, with carbon nanometer tube material with strong
In deliquescent organic solvent；
Step 2): it is handled in the case where low-power by nanometer pulverization dispersing apparatus, obtains carbon nano tube dispersion liquid；
Step 3): the carbon nano tube dispersion liquid is subjected to first time centrifugal treating, obtains supernatant；
Step 4): by filtering or drying the supernatant, to form solid；
Step 5): the solid is dissolved in low polar solvent；And
Step 6): second of centrifugal treating, the supernatant acquired, to obtain the semi-conductive single-walled carbon nanometer of purification are carried out
Pipe solution.
2. the method as described in claim 1, which is characterized in that by nanometer pulverization dispersing apparatus low in the step 2)
When being handled in the case where power, the power setting of the nanometer pulverization dispersing apparatus is 5W~100W, preferably 5W~
50W, more preferably 20W.
3. method according to claim 2, which is characterized in that in the step 2), set by nanometer pulverization dispersion
It is 3~60 minutes for the required time handle, preferably 3~30 minutes, more preferably 5 minutes.
4. method according to any one of claims 1 to 3, which is characterized in that carried out by nanometer pulverization dispersing apparatus
Processing is ultrasound or stir process.
5. method according to any one of claims 1 to 4, which is characterized in that described that carbon is received in the step 1)
It is at least one of o-dichlorohenzene, chloroform, 1- methyl naphthols and tetrahydrofuran that mitron, which has the organic solvent of strong solubility,.
6. the method as described in any one of claims 1 to 5, which is characterized in that in the step 5), the low polarity is molten
Agent is at least one of toluene, dimethylbenzene, hexane, the alkane solvents of hexane to hexadecane and hexamethylene.
7. such as method described in any one of claims 1 to 6, which is characterized in that in the step 5), the solid is led to
It crosses ultrasound or agitating mode is dissolved in low polar solvent, the power setting of the ultrasound or agitating mode is 5W~100W, excellent
It is selected as 5W~50W, more preferably 20W.
8. the method for claim 7, which is characterized in that in the step 5), needed for the ultrasound or agitating mode
Time be 3~60 minutes, preferably 3~30 minutes, more preferably 5 minutes.
9. such as method described in any item of the claim 1 to 8, which is characterized in that the first time centrifugal treating and described the
Secondary centrifuging processing centrifugal speed be 3000rpm~100000rpm, preferably 3000rpm~10000rpm, more preferably
8000rpm；The time of the first time centrifugal treating and second of centrifugal treating is 0.5 hour~300 hours, preferably
0.5 hour~100 hours, more preferably 2 hours.
10. method as claimed in any one of claims 1-9 wherein, which is characterized in that the solid is solid film or powdered
Form.
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| JP2004323258A (en) * | 2003-04-22 | 2004-11-18 | Toray Ind Inc | Method of purifying carbon nanotube |
| US20150225243A1 (en) * | 2014-02-07 | 2015-08-13 | Samsung Sdi Co., Ltd. | Process for purification of carbon nanotubes |
| CN105585000A (en) * | 2015-12-25 | 2016-05-18 | 苏州希印纳米科技有限公司 | Method for preparing dispersant-free semi-conductive single-walled carbon nanotube film |
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2017
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|---|---|---|---|---|
| JP2004323258A (en) * | 2003-04-22 | 2004-11-18 | Toray Ind Inc | Method of purifying carbon nanotube |
| US20150225243A1 (en) * | 2014-02-07 | 2015-08-13 | Samsung Sdi Co., Ltd. | Process for purification of carbon nanotubes |
| CN105585000A (en) * | 2015-12-25 | 2016-05-18 | 苏州希印纳米科技有限公司 | Method for preparing dispersant-free semi-conductive single-walled carbon nanotube film |
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