CN115417978A - Preparation of poly (2, 4, 6-tri (thiophen-2-yl) -1,3, 5-triazine) with porous structure and application thereof - Google Patents

Preparation of poly (2, 4, 6-tri (thiophen-2-yl) -1,3, 5-triazine) with porous structure and application thereof Download PDF

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CN115417978A
CN115417978A CN202211151165.XA CN202211151165A CN115417978A CN 115417978 A CN115417978 A CN 115417978A CN 202211151165 A CN202211151165 A CN 202211151165A CN 115417978 A CN115417978 A CN 115417978A
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triazine
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dichloroethane
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张龙海
靳伟
张朝峰
任翔
黄博
余士凤
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Anhui University
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Abstract

The invention discloses a preparation method and application of poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) with a porous structure, wherein FeCl is adopted 3 The catalyzed oxidative polymerization results in a polymer with a conjugated triazine framework, as well as open and connected tube bundle structures. The preparation process is simple, and the obtained product has competitive sodium storage performance in the aspects of reversible capacity, long service life and rate performance.

Description

Preparation of poly (2, 4, 6-tri (thiophen-2-yl) -1,3, 5-triazine) with porous structure and application thereof
Technical Field
The invention relates to a preparation method of poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) with a porous structure and application thereof as a negative electrode material of a sodium-ion battery, belonging to the field of polymer materials.
Background
With the growing demand for energy storage and the shortage of resource supply, the cost of lithium ion batteries (SIBs) is increasing, limiting their large-scale application to electric vehicles and stationary energy storage devices. Sodium Ion Batteries (SIBs) are an attractive alternative energy source, and are an attractive and competitive energy storage system due to the high natural abundance and low cost of sodium.
The advantages of the organic battery material such as environmental friendliness and the customizability of functional groups further prove the attractive application potential. However, the dense structure of the organic polymer material inevitably reduces the ionic conductivity, resulting in poor electrochemical performance. Therefore, through targeted molecular engineering and/or structural design, it is of great urgent and important significance to design polymers with high ionic and electronic conductivity, abundant electroactive sites and multiple electroactive centers.
Disclosure of Invention
The invention aims to provide a preparation method of poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) with a simple preparation method, a novel structure and a porous structure and application of the poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) as a negative electrode material of a sodium ion battery so as to improve the stability and the dynamic performance of the sodium ion battery.
In order to solve the technical problem, the invention adopts the following technical scheme:
the invention relates to a preparation method of poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) with a porous structure, which comprises the following steps:
step 1: dissolving 2-cyanothiophene in chloroform, cooling in ice bath, adding trifluoromethanesulfonic acid, and stirring for uniform dispersion; adjusting the pH value of the system by ammonia water at 5 ℃, filtering, washing and drying to obtain a monomer 2,4, 6-tri (thiophene-2-yl) -1,3, 5-triazine (TTA);
and 2, step: dissolving the product obtained in step 1 in 1, 2-dichloroethane at 50-60 deg.C, and adding the solution to FeCl 3 The mixture of nitromethane and 1, 2-dichloroethane is then placed in an autoclave reactor for sealing and reacts for 10 to 15 hours at the temperature of 140 ℃; after the reaction is finished, filtering and washing the solid product by using ethanol and water, and adding the obtained product into HCl solution to removeAnd performing soxhlet extraction and purification on impurities by methanol and dichloromethane, and performing vacuum drying to obtain the poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine).
In the step 1, the adding proportion of the 2-cyanothiophene, the chloroform and the trifluoromethanesulfonic acid is 1.5-2.5 g: 25-30 mL:5 to 6g.
In the step 1, ammonia water with the temperature of 5 ℃ is used for adjusting the pH value of the system to 7-10.
In step 2, 0.4 to 0.6g of the product obtained in step 1 is dissolved in 8 to 12mL of 1, 2-dichloroethane at 50 to 60 ℃ and the resulting solution is subsequently added to 0.8 to 2.5g of FeCl 3 0.5 to 1.0mL of nitromethane and 5 to 10mL of 1, 2-dichloroethane.
In the step 2, the concentration of the HCl solution is 1.8-2.3 mol/L, and the using amount is 18-22 mL.
In the step 2, the temperature of vacuum drying is 175-190 ℃ and the time is 12-24 h.
The poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) material with a porous structure, which is prepared by the invention, has a conjugated triazine framework and an open and connected tube bundle structure.
The poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) material with a porous structure prepared by the invention is used as a negative electrode material of a sodium ion battery to improve the stability and the dynamic performance of the sodium ion battery.
The poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) tube bundle has a three-model (i.e. macro-meso-micro) pore structure, and the tube bundle polymer with a layered porous structure can expose abundant electroactive sites, shorten the ion diffusion distance and improve the ion conductivity. Therefore, the poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) tube bundle polymer synthesized by the invention successfully shows the advantages of the polymer, overcomes the defects of limited utilization rate of the electroactive sites and low ionic conductivity, and has ultrahigh rate performance and obvious cycle life. In addition, poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) has up to 983mAh g -1 The theoretical capacity of (c).
The invention has the beneficial effects that:
the invention relates to a high-performance sodium ion battery cathode material,by passing through FeCl 3 The catalyst is prepared by a catalytic oxidative polymerization method, and the method is simple and convenient. The resulting product has a conjugated triazine framework, as well as an open and connected bundle structure. The polymer has a three-model (i.e. macro-meso-micro) pore structure, and the tube bundle polymer with a layered porous structure can expose abundant electroactive sites, shorten the ion diffusion distance and improve the ion conductivity. Therefore, the polymer overcomes the defects of limited utilization rate of electroactive sites and low ionic conductivity, and shows ultrahigh rate performance and remarkable cycle life.
Drawings
FIG. 1 is a scheme showing the synthesis of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1 and 2 of the present invention;
FIG. 2 is an SEM photograph of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1 and 2 of the present invention;
FIG. 3 is an infrared curve of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) and 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1 and 2 of the present invention;
FIG. 4 is a graph comparing the battery rate performance of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) and 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1,2 of the present invention;
FIG. 5 is a graph comparing the cell cycle performance of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) and 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1,2 of the present invention;
FIG. 6 is a graph showing the distribution of pore diameters of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in example 2 of the present invention;
FIG. 7 is a graph comparing the thermogravimetric curves of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) and 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in example 2 of the present invention;
FIG. 8 shows the ratio of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) and 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine obtained in example 2 of the present invention at 2A g –1 Plot of cycling performance versus current density.
Detailed Description
In order to make the aforementioned objects, features and advantages of the present invention more comprehensible, embodiments accompanying figures are described in detail below. The following is merely exemplary and illustrative of the inventive concept and those skilled in the art will be able to make various modifications, additions and substitutions to the specific embodiments described without departing from the scope of the invention as defined in the accompanying claims.
The experimental methods used in the following examples are all conventional methods unless otherwise specified.
Reagents, materials and the like used in the following examples are commercially available unless otherwise specified.
The electrochemical performance tests of the sodium-ion batteries in the following examples were all carried out by the New NeWARE battery test system (test voltage 0.01V-3.0V vs. Na + /Na)。
Example 1:
this example prepares a poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) sodium ion battery anode material with a porous structure as follows:
1. 2.0g of 2-cyanothiophene was dissolved in 30ml of chloroform and cooled to about 0 ℃ in ice slurry. 5.5g of trifluoromethanesulfonic acid were added to the chloroform solution and stirred first at 0 ℃ for 1h and then at room temperature for 24h. Subsequently, samples were taken and the pH adjusted with cold ammonia until 8.0 was exceeded. Finally, the 2,4, 6-tri (thiophene-2-yl) -1,3, 5-triazine is obtained by filtering, washing and drying.
2. 0.49g of the product obtained in step 1 is first dissolved in 10mL of hot 1, 2-dichloroethane. The above solution was then added to 0.8g FeCl 3 1.0mL of nitromethane and 7.0mL of 1, 2-dichloroethane. The autoclave reactor was then sealed, reacted at 140 ℃ for 12h, and then the solid product was filtered and rinsed with ethanol and water. The prepared sample was added to 20ml HCl solution (2 mol L) -1 ) Removing impurities. Then, soxhlet extraction and purification are carried out by adopting methanol-dichloromethane, and vacuum drying is carried out for 24 hours at 180 ℃ to obtain the poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine) sodium ion negative electrode material which is named as CPTTA-1.
Example 2:
FeCl of this example 3 The amount used was 1.6g, and the other raw materials, solvents and operation procedures used were the same as in example 1, and the composition was named CPTTA-2.
Both examples utilize the monomer 2,4, 6-tris (thien-2-yl) -1,3, 5-triazine (TTA) for comparison.
Example 3:
the polymer (CPTTA-1, CPTTA-2) materials of the above examples and the monomer (TTA) materials as a comparison were mixed with Ketjen black, a binder (PVDF) in a ratio of 6:2:2, mixing with N-methyl pyrrolidone (NMP) solvent uniformly, coating the mixture on the surface of copper foil, and performing vacuum drying at 120 ℃ for 24 hours to remove the NMP solvent to obtain the working electrode of the sodium ion battery. The corresponding mass loading of active substance is about 1.5mg cm -2 . Glass fiber GF/D is taken as a diaphragm, metal sodium foil is taken as a counter electrode, and electrolyte is 1M NaCF 3 SO 3 Solution (diglyme as solvent). The sodium ion button cell 2032 is assembled in a glove box filled with argon according to the sequence of the cathode shell, the counter electrode, the diaphragm, the electrolyte, the working electrode, the gasket and the spring piece, and then the electrochemical performance of the sodium ion cell is tested in a new wei NEWARE cell test system.
FIG. 1 is a scheme showing the synthesis of poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) obtained in examples 1 and 2 of the present invention;
FIG. 2 is an SEM photograph of poly (2, 4, 6-tris (thiophen-2-yl) -1,3, 5-triazine) of example 1,2 of the present invention, FIG. a is an SEM photograph of CPTTA-1, FIG. b is an SEM photograph of CPTTA-2, and it can be seen that: CPTTA-2 has a more pronounced, tighter tubular bundle structure than CPTTA-1.
FIG. 3 is the IR spectra of CPTTA-1, CPTTA-2 and TTA obtained in examples 1 and 2, and it can be found that the monomer and the polymer have the same characteristic stretching vibration related to triazine ring and thiophene ring.
FIG. 4 is a comparison of battery rate performance of CPTTA-1, CPTTA-2 and TTA obtained in examples 1 and 2, with test rates of 0.1, 0.2, 0.5, 1,2, 5, 7 and 10 ag -1 It can be seen that CPTTA-2 is at 10A g -1 The discharge capacity is still as high as 393mAh g under the current density -1 . Notably, these values compare monomer to CPTTA-1 corresponds to a much higher value.
Fig. 5 is a comparison graph of the battery cycle performance of CPTTA-1, CPTTA-2 and TTA obtained in examples 1 and 2, and it can be seen that: after 100 cycles of charge and discharge, the cyclic specific capacity of CPTTA-2 is still maintained at 705mAh g -1 Is superior to monomer and CPTTA-1.
Fig. 6 is a plot of the pore size distribution of the CPTTA-2 obtained in example 2, and it can be seen that the resulting triple-mode pores (i.e., macro/meso/micro) coexist in the polymer, which facilitates exposure of the electroactive sites, facilitates ion/electrolyte transfer, and regulates volume expansion during cycling.
FIG. 7 is a thermogravimetric comparison of CPTTA-2 and TTA obtained in example 2. The resulting polymer can be found to have a higher decomposition temperature than the monomer, indicating an increase in its thermal stability.
FIG. 8 shows the results of CPTTA-2 and TTA at 2 Ag in this example 2 -1 The cycle performance under large current density is compared, and it can be seen that: the discharge capacity of CPTTA-2 is still kept at 324mAh g even if the charge-discharge cycle is 1000 times -1 And the cycling stability of the material is much higher than that of a single electrode material.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention are intended to be included within the scope of the present invention.

Claims (7)

1. A method for preparing poly (2, 4, 6-tri (thiophen-2-yl) -1,3, 5-triazine) with porous structure, which is characterized by comprising the following steps:
step 1: dissolving 2-cyanothiophene in chloroform, cooling in an ice bath, adding trifluoromethanesulfonic acid, and stirring and dispersing uniformly; adjusting the pH value of the system by using ammonia water at 5 ℃, filtering, washing and drying to obtain a monomer 2,4, 6-tri (thiophene-2-yl) -1,3, 5-triazine;
step 2: dissolving the product obtained in step 1 in 1, 2-dichloroethane at 50-60 deg.C, and adding the solution to FeCl 3 A mixture of nitromethane and 1, 2-dichloroethane, and then placed in an autoclave reactorSealing in the middle, and reacting for 10-15 h at 140 ℃; after the reaction is finished, filtering and washing the solid product by using ethanol and water, adding the obtained product into HCl solution to remove impurities, performing Soxhlet extraction and purification by using methanol and dichloromethane, and performing vacuum drying to obtain the poly (2, 4, 6-tri (thiophene-2-yl) -1,3, 5-triazine).
2. The method of claim 1, wherein:
in the step 1, the adding proportion of the 2-cyanothiophene, the chloroform and the trifluoromethanesulfonic acid is 1.5-2.5 g: 25-30 mL:5 to 6g.
3. The production method according to claim 1, characterized in that:
in the step 1, ammonia water with the temperature of 5 ℃ is used for adjusting the pH value of the system to 7-10.
4. The method of claim 1, wherein:
in step 2, 0.4 to 0.6g of the product obtained in step 1 is dissolved in 8 to 12mL of 1, 2-dichloroethane at 50 to 60 ℃ and the resulting solution is subsequently added to 0.8 to 2.5g of FeCl 3 0.5 to 1.0mL of nitromethane and 5 to 10mL of 1, 2-dichloroethane.
5. The method of claim 1, wherein:
in the step 2, the concentration of the HCl solution is 1.8-2.3 mol/L, and the using amount is 18-22 mL.
6. A poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) material having a porous structure, which is obtained by the production method according to any one of claims 1 to 5.
7. Use of a poly (2, 4, 6-tris (thien-2-yl) -1,3, 5-triazine) material having a porous structure according to claim 6, wherein: the material is used as a negative electrode material of a sodium ion battery to improve the stability and the dynamic performance of the sodium ion battery.
CN202211151165.XA 2022-09-21 2022-09-21 Preparation of poly (2, 4, 6-tri (thiophen-2-yl) -1,3, 5-triazine) with porous structure and application thereof Pending CN115417978A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001196662A (en) * 2000-01-12 2001-07-19 Japan Science & Technology Corp Thin film material for generation and transfer optical carrier of photoelectric conversion element comprising high-purity polythiophene derivative
CN108623787A (en) * 2017-03-15 2018-10-09 浙江工业大学 Novel conjugation micropore organic polymer and its synthesis and application
CN110165194A (en) * 2019-06-12 2019-08-23 江西省科学院应用化学研究所 Poly- three [4- (2- thienyl) phenyl] amine/sulphur positive electrode of one kind and its preparation method and application
WO2020216408A1 (en) * 2019-04-23 2020-10-29 Humboldt-Universität Zu Berlin Rechargeable lithium-ion battery anode, and method for producing a rechargeable lithium-ion battery anode
CN111944129A (en) * 2020-08-25 2020-11-17 阜阳师范大学 High-performance sodium battery cathode organic polymer material

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001196662A (en) * 2000-01-12 2001-07-19 Japan Science & Technology Corp Thin film material for generation and transfer optical carrier of photoelectric conversion element comprising high-purity polythiophene derivative
CN108623787A (en) * 2017-03-15 2018-10-09 浙江工业大学 Novel conjugation micropore organic polymer and its synthesis and application
WO2020216408A1 (en) * 2019-04-23 2020-10-29 Humboldt-Universität Zu Berlin Rechargeable lithium-ion battery anode, and method for producing a rechargeable lithium-ion battery anode
CN110165194A (en) * 2019-06-12 2019-08-23 江西省科学院应用化学研究所 Poly- three [4- (2- thienyl) phenyl] amine/sulphur positive electrode of one kind and its preparation method and application
CN111944129A (en) * 2020-08-25 2020-11-17 阜阳师范大学 High-performance sodium battery cathode organic polymer material

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
YAN HE ET AL.: "Porous organic polymer bifunctionalized with triazine and thiophene groups as a novel adsorbent for removing Cu (II)", 《MICROPOROUS AND MESOPOROUS MATERIALS》, vol. 233, pages 11 *

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Application publication date: 20221202