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Novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material, and preparation method, and applications thereof

A technology of silacyclopentadiene and solar cells, applied in the field of solar cell materials, can solve problems such as unfavorable commercial application, difficult preparation, complex synthesis, etc., achieve good visible light absorption range and absorption intensity, and synthetic raw materials are cheap and easy to obtain , the effect of simple molecular structure

Active Publication Date: 2019-02-01
CHONGQING INST OF GREEN & INTELLIGENT TECH CHINESE ACADEMY OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In recent years, the development of polymer donor-small molecule acceptor organic solar cells has been very rapid, but its main research has focused on small molecule acceptors, but so far the efficient small molecule acceptor materials have a single structure and are relatively difficult to synthesize. Complicated, such as the core of pentathiophene (IDT) and heptathiophene fused ring (IDTT), the introduction of strong electron-withdrawing groups
Although the photoelectric conversion efficiency of the above-mentioned materials is high, their complex structures and large molecular weights make the materials required for the synthesis process expensive and difficult to prepare, which is not conducive to commercial applications.

Method used

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  • Novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material, and preparation method, and applications thereof
  • Novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material, and preparation method, and applications thereof
  • Novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material, and preparation method, and applications thereof

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Experimental program
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Embodiment 1

[0060] A novel dithienosilacyclopentadiene organic solar cell acceptor material is a linear non-fullerene organic solar cell acceptor material with an A-D-A structure, and its general structural formula is:

[0061]

[0062] When m is 3, R 1 and R 2 for C 8 h 17 , B 1 and B 2 for , the dithienosilacyclopentadiene organic solar cell acceptor material is A1, and the structural formula of A1 is:

[0063]

[0064] The preparation method of described A1 is as follows (preparation route such as figure 1 shown):

[0065] 1) Synthesis of Compound 1: Take a double-necked round-bottom flask, treat it anhydrous and oxygen-free, use N'N-dimethylformamide as a solvent, add dithienosilacyclopentadiene, phosphorus oxychloride in sequence, and store at room temperature Stir, react overnight, TLC monitoring, after the reaction, add dilute sodium hydroxide solution to quench, transfer the reaction solution to a separatory funnel, extract with ethyl acetate, wash the organic phase...

Embodiment 2

[0071] A novel dithienosilacyclopentadiene organic solar cell acceptor material is a linear non-fullerene organic solar cell acceptor material with an A-D-A structure, and its general structural formula is:

[0072]

[0073] When m is 2, R 1 and R 2 for C 8 h 17 , B 1 and B 2 for , the dithienosilacyclopentadiene organic solar cell acceptor material is A2, and the structural formula of A2 is:

[0074]

[0075] The preparation method of described A2 is as follows (preparation route such as figure 2 shown):

[0076] 1) The synthesis of compound 2 is as shown in Example 1;

[0077] 2) Synthesis of Compound 6: Take a 100mL double-necked round-bottom flask, treat it in anhydrous and anaerobic conditions, and add Compound 2 (3mmol), PdCl2(PhCN)2 (0.09mmol), KF (6mmol), DMSO ( 25mL) as a solvent, heated to 60°C, reacted overnight, and monitored by TLC. After the reaction, turn off the heating, and after the reaction solution was cooled to room temperature, the reacti...

Embodiment 3

[0080] Research on the optical properties and electrochemical performance parameters of the novel dithienosilacyclopentadiene organic solar cell acceptor materials A1 and A2.

[0081] The optical properties and electrochemical performance parameters of A1 and A2 are shown in Table 1, and the electrochemical properties of A1 and A2 were characterized by cyclic voltammetry (CV). A ferrocene / ferrocene (Fc / Fc+) redox couple (4.8 eV below vacuum level) was used to calibrate the potential as an internal standard. Such as Figure 5 As shown, calculated from the initial oxidation and reduction potentials, the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of A1 are -5.29eV and -3.93eV, and A2 is -5.26eV and -3.87 eV. image 3 and Figure 4 are the normalized UV-Vis absorption spectra of acceptor materials A1 and A2 in dilute solution and film state respectively, from image 3 and Figure 4 It can be seen in the figure that t...

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Abstract

The invention provides a novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material, and a preparation method and applications thereof. The novel dithieno silicon heterocyclicpentadiene organic solar cell acceptor material is a linear-type non-fullerene organic solar cell acceptor material with an A-D-A structure, and the structure general formula is disclosed in the invention, wherein m is used for representing a natural number selected from 2 or 3; R1 and R2 are used for representing alkyl straight chains or straight chains with a carbon atom number ranging from 1 to 20; and B1 and B2 are used for representing electron withdrawing terminals. The novel dithieno silicon heterocyclic pentadiene organic solar cell acceptor material is capable of solving problems inthe prior art that conventional non-fullerene small molecular acceptor material is simple in molecular structure, and low in molecular weight; the preparation method is simple; the synthesis raw materials are cheap and easily available; and it is beneficial for early commercialization applications of organic solar cells.

Description

technical field [0001] The invention belongs to the technical field of solar cell materials, and in particular relates to a novel dithienosilacyclopentadiene organic solar cell acceptor material and its preparation method and application. Background technique [0002] Solar photovoltaic technology has been greatly developed in the past few decades. According to relevant data, the efficiency of thin-film solar cells with GaAs as the core has reached 28.8%, which is close to its theoretical maximum of 30%. At the same time, the development of organic solar cells is also advancing with the times. Its efficiency has grown from less than 1% at the beginning to 17.3% today. However, organic solar cells are currently in the initial stage of theoretical research and industrialization development. , the photoelectric conversion efficiency and stability of the device still have huge room for improvement. Organic solar cells use organic photoelectric materials as semiconductor layers ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08H01L51/42H01L51/46
CPCC07F7/0816C07F7/083H10K85/615H10K85/626H10K85/40H10K30/00Y02E10/549
Inventor 陆仕荣
Owner CHONGQING INST OF GREEN & INTELLIGENT TECH CHINESE ACADEMY OF SCI
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