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A kind of quinoxaline conjugated polymer and its preparation method and its application in polymer solar cell

A technology of conjugated polymers and compounds, used in circuits, photovoltaic power generation, electrical components, etc., can solve problems such as difficult to regulate energy levels, difficult purification, and weak absorption in the visible light region.

Active Publication Date: 2020-08-21
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, fullerene derivative acceptors represented by PCBM have many disadvantages, such as weak absorption in the visible light region, difficulty in regulating energy levels, and difficulty in purification. Therefore, in recent years, researchers have developed a series of non-fullerene derivatives. Receptors, it is worth noting that the A-D-A type conjugated molecules with fused ring conjugated units as the core (such as indacene), oligomerized thiophene as the second bridge, and the terminal connected to the electron-drawing unit are relatively compact due to their good planarity. Ordered, and its energy level and absorption can be adjusted by adjusting different nuclear and electron-pulling units, so it has attracted much attention in recent years [Adv.Mater.,2015,27(7),1170-1174; Acc.Chem.Res .,2015,48(11),2803-2812]

Method used

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  • A kind of quinoxaline conjugated polymer and its preparation method and its application in polymer solar cell
  • A kind of quinoxaline conjugated polymer and its preparation method and its application in polymer solar cell
  • A kind of quinoxaline conjugated polymer and its preparation method and its application in polymer solar cell

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Experimental program
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Embodiment 1

[0085] The synthesis of polymer shown in embodiment 1, formula P1

[0086] Its reaction equation is as figure 1 shown. Concrete reaction steps and reaction conditions are as follows:

[0087]

[0088] Take 0.3mmol each of monomers M1 and M2, dissolve them in a mixed solvent of toluene (8mL) and DMF (2mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis(triphenylphosphine)palladium(0) (20mg, 0.017mmol) continued to evacuate the air for 25 minutes, and then stopped the reaction at the reflux temperature of toluene for 32 hours. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Finally, it was dissolved in chloroform, precipitated into methanol, filtered, and vacuum-dried for one day to obtain a polymer represented by formula P1 as a red solid powder with a yield of 95%.

[0089] Structu...

Embodiment 2

[0094] The synthesis of polymer shown in embodiment 2, formula P2

[0095] Its reaction equation is as figure 2 shown. Concrete reaction steps and reaction conditions are as follows:

[0096]

[0097] Take 0.3 mmol each of monomers M1 and M3, dissolve them in a mixed solvent of toluene (8 mL) and DMF (2 mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis(triphenylphosphine)palladium(0) (20mg, 0.017mmol) continued to evacuate the air for 25 minutes, and then stopped the reaction at the reflux temperature of toluene for 32 hours. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Finally, it was dissolved in chloroform, precipitated into methanol, filtered, and vacuum-dried for one day to obtain a polymer represented by formula P2 as a red solid powder with a yield of 96%.

[0098] Str...

Embodiment 3

[0103] The synthesis of polymer shown in embodiment 3, formula P3

[0104] Its reaction equation is as image 3 shown. Concrete reaction steps and reaction conditions are as follows:

[0105]

[0106] Take 0.3mmol each of monomers M1 and M4, dissolve them in a mixed solvent of toluene (8mL) and DMF (2mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis(triphenylphosphine)palladium(0) (20mg, 0.017mmol) continued to evacuate the air for 25 minutes, and then stopped the reaction at the reflux temperature of toluene for 32 hours. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Finally, it was dissolved in chloroform, precipitated into methanol, filtered, and vacuum-dried for one day to obtain a polymer represented by formula P3 as a red solid powder with a yield of 97%.

[0107] The obt...

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Abstract

The invention discloses a quinoxaline conjugated polymer, a preparation method and application thereof. The structural formula of the quinoxaline conjugated polymer provided by the present invention is shown in formula I. The present invention provides a quinoxaline-based medium-bandgap conjugated polymer material, which exhibits perfect complementarity with narrow-bandgap n-type small molecule acceptor materials in solar light absorption, and has suitable electronic Energy level and good charge transport performance, so it can be used as an electron donor material and a narrow band gap n-type small molecule acceptor material to be used in polymer solar cell devices. Due to the simple synthesis steps of quinoxaline conjugated polymers in the present invention, the high yield, and the wide spectral response range of the prepared polymer solar cell device, high open circuit voltage and high fill factor, it is expected to be used in the commercialization of polymer solar cells get what they deserve.

Description

technical field [0001] The invention relates to a quinoxaline conjugated polymer, its preparation method and its application in polymer solar cells. Background technique [0002] With the increasing consumption of fossil energy, energy issues have increasingly become an urgent global issue, and solar energy has the advantages of cleanness, greenness, pollution-free, wide distribution, inexhaustible, and inexhaustible, and has the most development prospects. The development and utilization of solar energy It will be an effective way to deal with the energy crisis. Since organic conjugated polymers were found to be used as semiconductor materials in 1977 [J.Chem.Soc.Chem.Comm., 1997, 16, 578-580], related research has attracted much attention. Solution processing, flexibility, and low-cost preparation have become its outstanding advantages. In the field of narrow bandgap polymers, narrower bandgap (bandgap Eg<1.6eV) polymers can be used in many applications, such as polym...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/122C08G61/124C08G61/126C08G2261/124C08G2261/1424C08G2261/3241C08G2261/228C08G2261/3223C08G2261/18C08G2261/51C08G2261/414C08G2261/354C08G2261/91H10K85/111H10K85/113H10K30/30Y02E10/549
Inventor 孙晨凯李永舫张志国潘飞
Owner INST OF CHEM CHINESE ACAD OF SCI
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