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Conjugated polymers based on pyrazine-2-carboxylate units and their preparation methods and applications

A conjugated polymer and carboxylate technology, which is applied in the molecular field, can solve the problems of low carrier electrode collection efficiency, mismatch between spectral response and solar radiation spectrum, and low energy conversion efficiency.

Active Publication Date: 2021-05-14
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the energy conversion efficiency of polymer solar cells has made great progress, compared with inorganic solar cells, its energy conversion efficiency is still not high. The main constraints that limit the performance improvement are: the spectral response of organic semiconductor materials and solar radiation Spectral mismatch, relatively low carrier mobility of organic semiconductors and low carrier electrode collection efficiency, etc.

Method used

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  • Conjugated polymers based on pyrazine-2-carboxylate units and their preparation methods and applications
  • Conjugated polymers based on pyrazine-2-carboxylate units and their preparation methods and applications
  • Conjugated polymers based on pyrazine-2-carboxylate units and their preparation methods and applications

Examples

Experimental program
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preparation example Construction

[0094] The preparation method of the above-mentioned conjugated polymer based on pyrazine-2-carboxylate unit comprises the following steps: the compound shown in formula V and the compound shown in formula VI undergo a copolymerization reaction under the action of a catalyst to obtain formula I the indicated polymer;

[0095]

[0096] In formula V and formula VI, Ar 1 、Ar 2 、X 1 、X 2 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , Y 1 , Y 2 and D define the same formula I.

[0097] Y in formula V is selected from boronic acid group, borate ester group, zinc halide group or trialkyltin group, and X in formula IV is selected from I, Br or Cl;

[0098] Wherein, the catalyst is [1,3-bis(diphenylphosphino)propane]dichloronickel(II), tetrakis(triphenylphosphine)palladium(0), [1,2-bis(diphenylphosphino) Any one of phosphino)ethane] nickel chloride (II), bis(dibenzylideneacetone) palladium (0), palladium chloride or palladium acetate; the boronic acid group is preferably 1,3,2-d...

Embodiment 1

[0106] 1.1 Synthesis of polymer PBDTF-PC.

[0107] The chemical reaction route diagram of the present embodiment is as follows, and concrete reaction steps and reaction conditions are as follows:

[0108]

[0109] In a 50mL two-necked round-bottomed flask, add 0.3mmol of bis-tin monomer M1 and 0.3mmol of bis-bromine monomer M2 and 10mL of anhydrous toluene. (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 performed with methanol, n-hexane and chloroform of HPLC respectively, and the chloroform extract was concentrated Afterwards, the solid polymer PBDTF-PC was obtained by settling in HPLC methanol, and the sol...

Embodiment 2

[0123] 2.1 Synthesis of polymer PBDTC-PC.

[0124] The chemical reaction route diagram of the present embodiment is as follows, and concrete reaction steps and reaction conditions are as follows:

[0125]

[0126] In a 50mL two-necked round-bottomed flask, add 0.3mmol of bis-tin monomer M1 and 0.3mmol of bis-bromine monomer M2 and 10mL of anhydrous toluene. (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 22 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 performed with methanol, n-hexane and chloroform of HPLC respectively, and the chloroform extract was concentrated Afterwards, the solid polymer PBDTC-PC was obtained by settling in HPLC methanol, and the so...

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Abstract

The invention discloses a conjugated polymer based on pyrazine-2-carboxylate unit, which has the following general structure: this type of copolymer can be used as an active layer material in organic semiconductor devices such as organic solar cells and organic field effect transistors, Applications in organic electroluminescent devices, organic thermochromic components, and organic field effect transistors, which have better solar light harvesting capabilities, hole transport capabilities, and thermal stability.

Description

technical field [0001] The invention relates to the field of molecular technology, in particular to a conjugated polymer based on pyrazine-2-carboxylate units and a preparation method thereof, and the conjugated polymer is used as an active layer material in an organic semiconductor device such as an organic solar cell and an organic field Applications in effect transistors, organic electroluminescent devices, organic thermochromic components, and organic field effect transistors. Background technique [0002] As a promising green energy technology, solution-processed organic solar cells have attracted extensive attention due to their outstanding advantages such as simple preparation process, low cost, light weight, and can be fabricated into flexible devices. After the design of the material structure, the optimization of the device structure and the processing technology, the photoelectric energy conversion efficiency of the laboratory small-area device based on the blend ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/122C08G61/126C08G2261/124C08G2261/1426C08G2261/149C08G2261/3221C08G2261/3223C08G2261/3243C08G2261/41C08G2261/91H10K85/113Y02E10/549
Inventor 张茂杰吴敬男国霞
Owner SUZHOU UNIV
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