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Ternary random conjugated polymer based on 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl

A conjugated polymer and thiazolo technology, which is applied in the field of molecular technology, can solve the problems of spectral response mismatch, low carrier mobility, low carrier electrode collection efficiency, etc., achieves good light absorption, improves Open circuit voltage and photoelectric conversion efficiency, good qualitative effect

Active Publication Date: 2020-04-17
SUZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The main constraints that limit the improvement of performance are: the spectral response of organic semiconductor materials does not match the spectrum of solar radiation, the relatively low carrier mobility of organic semiconductors, and the low electrode collection efficiency of carriers, etc.

Method used

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  • Ternary random conjugated polymer based on 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl
  • Ternary random conjugated polymer based on 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl
  • Ternary random conjugated polymer based on 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl

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preparation example Construction

[0048] The above-mentioned preparation method based on 2,5-di(2-thienyl)thiazolo[5,4-d]thiazolyl ternary random conjugated polymer comprises steps: The compound of the compound undergoes ternary random copolymerization reaction under the action of a catalyst, the reaction temperature is 80-200° C., and the reaction time is 6-48 hours to obtain the polymer shown in formula I;

[0049]

[0050] in,

[0051] R 1 independently selected from any one of alkyl groups having 1-30 carbon atoms;

[0052] R 2 , R 3 and R 4 independently selected from hydrogen, alkyl having 1-30 carbon atoms, alkoxy having 1-30 carbon atoms, ester group, aryl, aralkyl, haloalkyl, heteroalkyl, alkenyl, mono Any one of aryl groups substituted by substituents of bonds, double bonds, triple bonds or combinations thereof;

[0053] x 1 Any one selected from boronic acid groups, borate ester groups, zinc halide groups or trialkyltin groups;

[0054] Y 1 and Y 2 Any one selected from I, Br or Cl;

...

Embodiment 1

[0063] 1. Synthesis of ternary random conjugated polymer PM6-TTz20.

[0064] The chemical reaction route diagram of the present embodiment is as follows, and concrete reaction steps and reaction conditions are as follows:

[0065]

[0066] In a 50mL two-necked round-bottomed flask, add 0.3mmol of bis-tin monomer M1, 0.24mmol of bis-bromine monomer M2 and 0.06mmol of bis-bromine monomer M3 and 10mL of anhydrous toluene, and pass 20mL to the reaction flask. After 1 minute of argon, 15 mg of Pd(PPh 3 ) 4 This was added to the flask as a catalyst, and the reaction mixture was purged with argon for an additional 30 minutes. The reaction mixture was stirred and heated to reflux under argon for 7 hours. After the polymerization, the reaction mixture was cooled to room temperature, then the polymer was settled in 100mL HPLC methanol, the solid was collected by filtration, and finally Soxhlet extraction was carried out with methanol, n-hexane and chloroform of HPLC respectively, ...

Embodiment 2

[0080] 1. Synthesis of ternary random conjugated polymer PM6-TTz50.

[0081] The chemical reaction route diagram of the present embodiment is as follows, and concrete reaction steps and reaction conditions are as follows:

[0082]

[0083] In a 50mL two-necked round bottom flask, add 0.3mmol of bis-tin monomer M1, 0.15mmol of bis-bromine monomer M2 and 0.15mmol of bis-bromine monomer M3 and 10mL of anhydrous toluene, and pass 20mL to the reaction flask. After 1 minute of argon, 15 mg of Pd(PPh 3 ) 4 This was added to the flask as a catalyst, and the reaction mixture was purged with argon for an additional 30 minutes. The reaction mixture was stirred and heated to reflux under argon for 7 hours. After the polymerization, the reaction mixture was cooled to room temperature, then the polymer was settled in 100mL HPLC methanol, the solid was collected by filtration, and finally Soxhlet extraction was carried out with methanol, n-hexane and chloroform of HPLC respectively, an...

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Abstract

The invention discloses a ternary random conjugated polymer based on 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl, wherein the polymer has the following general formula structure defined in the specification. According to the invention, the band gap of the polymer is increased by introducing a 2,5-bis(2-thienyl)thiazolo[5,4-d] thiazole unit, so that the absorption spectrum is broadened; the introduced 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazole unit has easily modified photophysical properties, so that the ternary copolymer of the 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazole unit shows excellent photovoltaic properties; and the introduced 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazole unit is applied to an organic solar cell, so that the light conversion efficiency of the organic solar cell can be improved.

Description

technical field [0001] The present invention relates to the field of molecular technology, in particular to 2,5-bis(2-thienyl)thiazolo[5,4-d]thiazolyl ternary random conjugated polymer and its preparation method, and the ternary random conjugated polymer. The application of stereoconjugated polymers as active layer materials in organic semiconductor devices such as organic solar cells and organic field effect transistors, organic electroluminescent devices, organic thermochromic elements, and organic field effect transistors. Background technique [0002] The preparation of low-cost and high-efficiency solar cells using cheap materials has always been a research hotspot and difficulty in the field of photovoltaics. Due to the complex production process and high cost of silicon cells currently used on the ground, their application is limited. In order to reduce the cost of batteries and expand the application range, people have been looking for new solar cell materials for a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/30H01L51/46H01L51/54
CPCC08G61/126C08G61/124C08G2261/122C08G2261/145C08G2261/228C08G2261/3223C08G2261/3243C08G2261/3246C08G2261/354C08G2261/592C08G2261/91H10K85/113H10K85/151Y02E10/549C08G2261/12C08G2261/124C08G2261/126C08G2261/1412C08G2261/148C08G2261/344C08G2261/95C08G2261/146C08G2261/414C08G2261/40
Inventor 张茂杰吴敬男国霞
Owner SUZHOU UNIV
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