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Method for rapidly preparing polythiophene in mixed solvent system

A mixed solvent system and mixed solvent technology, applied in the field of rapid preparation of polythiophene, can solve the problems of the influence of photoelectric response performance of polythiophene, difficult removal of surfactants, prolonged post-treatment period, etc., and achieve fast product processing and selectable range. Wide range of effects with easy temperature control

Inactive Publication Date: 2014-09-10
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are currently two types of polymerization media used in the chemical oxidation polymerization method. One is to use organic solvents such as chloroform and acetonitrile as the reaction medium. This system is toxic and harmful and has a greater impact on the human body and the environment; Water as the reaction medium reduces the pollution of organic solvents to the environment, which is a hot research direction in recent years
However, since thiophene is insoluble in water, it is necessary to use a surfactant to help the uniform dispersion of the thiophene monomer in the reaction medium, which prolongs the post-treatment period of the polythiophene product, and the surfactant is not easy to completely remove, thereby affecting The photoelectric response properties of polythiophene have different degrees of influence

Method used

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  • Method for rapidly preparing polythiophene in mixed solvent system
  • Method for rapidly preparing polythiophene in mixed solvent system
  • Method for rapidly preparing polythiophene in mixed solvent system

Examples

Experimental program
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Effect test

Embodiment 1

[0020] A. The thiophene monomer (colorless transparent liquid, figure 1 A) and ammonium persulfate / divalent copper salt as oxidant (with (NH 4 ) 2 S 2 O 8 / CuCl 2 ·2H 2 O as an example) is completely dissolved in a mixed solvent system of water and alcohols (taking ethanol as an example) at a mass ratio of 50g:50g to form a stable colorless and transparent mixed solution ( figure 1 B), where thiophene, (NH 4 ) 2 S 2 O 8 , CuCl 2 ·2H 2 The molar ratio between the three of O is 0.05mol:0.05mol:0.005mol.

[0021] B. The mixed solution is condensed and refluxed for 6 hours under mechanical stirring and 50℃ water bath conditions. The color of the solution gradually deepens from colorless and transparent to yellow, brown to black with precipitation ( figure 1 C). The final precipitate is filtered by suction, washed with a mixture of deionized water and ethanol, and dried at 50°C to obtain black polythiophene powder ( figure 1 D).

[0022] C. Through infrared spectrum analysis ( figure 2 )...

Embodiment 2

[0028] This embodiment is basically the same as the first embodiment, but the difference is that water and acetone are mixed into a mixed solvent system at a mass ratio of 50g:50g as the solvent for the polymerization reaction, and (NH 4 ) 2 S 2 O 8 / FeCl 3 ·6H 2 O oxidation / catalysis system is used as the oxidant of polymerization reaction, thiophene, (NH 4 ) 2 S 2 O 8 , FeCl 3 ·6H 2 The molar ratio between the three of O is 0.05mol:0.05mol:0.005mol.

[0029] The result of UV-Vis spectroscopy characterization of the synthesized sample shows that the sharp absorption of thiophene near 300nm is obviously red-shifted and broadened, indicating that its conjugation degree is significantly increased; and the visible broad absorption near 770nm also proves that it has Stronger π-electron delocalization, that is, the length of the conjugated chain increases, but it is smaller than that of Example 1, so its molecular weight is lower than that of Example 1.

[0030] Using N,N-dimethylformami...

Embodiment 3

[0032] This embodiment is basically the same as the first embodiment, but the difference is that water and acetic acid are mixed into a mixed solvent system at a mass ratio of 50g:50g as the solvent for the polymerization reaction, and H 2 O 2 / FeCl 3 ·6H 2 O oxidation / catalysis system is used as the oxidant of polymerization reaction, thiophene, H 2 O 2 , FeCl 3 ·6H 2 The molar ratio between the three O is 0.05mol:0.1mol:0.005mol.

[0033] The result of UV-Vis spectroscopy characterization of the synthesized sample shows that, similar to Example 1, the sharp absorption of thiophene near 300nm is significantly red-shifted and broadened, indicating that the degree of conjugation is significantly increased; and the visible region near 790nm The broad absorption also proves that it has strong π electron delocalization, that is, the length of the conjugated chain increases, and it is larger than that of the second embodiment.

[0034] Using N,N-dimethylformamide as the solvent, the mole...

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Abstract

The invention relates to a method for rapidly preparing polythiophene in a mixed solvent system. According to the method, a mixed solvent system is adopted as a polymerization reaction medium. One component in the mixed solvent is water in which neither thiophene monomer nor polythiophene can be dissolved and the other component is a good solvent for the thiophene monomer, and polythiophene can be dissolved in the good solvent to a certain extent, and the good solvent is miscible with water, and the oxidant and the catalyst system can be dissolved in the mixed solvent. The temperature in the method for preparing polythiophene is easily controlled, the process is simple, the product is efficiently processed, solvents are conveniently recycled, and the mixed solvent system and oxidation / catalytic system have wide selectable ranges and universal applicability.

Description

technical field [0001] The invention relates to a method for preparing polythiophene, in particular to a method for rapidly preparing polythiophene in a mixed solvent system. Background technique [0002] As an important structural conductive polymer, polythiophene can be used as both an electron donor and an electron acceptor due to the π-conjugated structure in the molecular chain, and has excellent electron transfer characteristics, so it is widely used in optoelectronic devices. The application prospect is broad. At present, the methods of synthesizing polythiophene mainly include electrochemical polymerization, metal-catalyzed coupling reaction and chemical oxidative polymerization, etc. Among them, the preparation of polythiophene by chemical oxidative polymerization has the characteristics of simple operation, easy large-scale preparation, and more controllable factors compared with other methods. And it is widely used, which provides the necessary conditions for the...

Claims

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Application Information

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IPC IPC(8): C08G61/12
Inventor 刘引烽赵凯凯房嫄李琛骏杨小瑞周海堤杨茹婷
Owner SHANGHAI UNIV
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