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
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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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