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Acceptor materials for non-fullerene organic solar cells based on Yinda province and dithiophene
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A technology of solar cells and dithiophene, applied in the field of solar cell materials
Active Publication Date: 2021-09-14
SHAANXI NORMAL UNIV
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The traditional classic small moleculeorganic solar cell acceptor material - fullerene, has been proved that many of its shortcomings cannot be avoided and improved, such as energy level and ultraviolet absorption problems
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[0027] Accurately weigh 0.488g (0.4mmol) of 4,4,9,9-tetrahexadecyl-4,9-dihydro-S-indacene[1,2-b:5,6-b' ] Dithiophene-2,7-dialdehyde, 0.388g (2.0mmol) 3-(dicyanomethylene) indoketone, 0.006g (0.07mmol) β-alanine, put into 250mL two round bottoms In the flask, keep the condition protected from light, and carry out vacuum operation. After vacuuming, blow nitrogen into the flask, repeat the above operation at least 3 times, measure 50mL of 1,2-dichloroethane and 25mL of methanol with a graduated cylinder, inject them into the flask through a syringe, and keep stirring during this process. The temperature of the oil bath was raised to 80°C, the reaction was refluxed for 12 hours, the heating was turned off, and the stirring was continued until the temperature of the reaction system returned to room temperature. Next, the product was extracted with dichlorom...
[0031] In this embodiment, the 3-(dicyanomethylene) indoketone used in Example 1 is replaced with 5,6-difluoro-3-(dicyanomethylene) indoketone in the amount of the same substance, The other steps were the same as in Example 1, and the dark blue-black powder acceptor material IDT-IC2F was obtained with a yield of 67.3%, and the structural characterization data were: 1 H NMR (400MHz, CDCl 3 )δ(ppm):8.97(s,2H),8.64-8.47(m,2H),7.72(s,2H),7.71-7.63(m,2H),7.60(s,2H),2.06(t,J =13.6Hz,4H),1.98-1.86(m,4H),1.14(dd,J=24.9,15.7Hz,104H),0.92-0.73(m,20H); MS(ESI)m / z:1645.10[M +H]+.
Embodiment 3
[0033] Preparation of non-fullerene organic solar cell acceptor material with the following structural formula
[0034]
[0035] In this example, the 3-(dicyanomethylene) indoketone used in Example 1 is replaced with thienindanone in the same amount of substances, and the other steps are the same as in Example 1 to obtain dark blue black powderreceptor Material IDT-ICTh, the yield is 75.4%, and the structural characterization data are: 1 H NMR (400MHz, CDCl 3 )δ(ppm):8.90(s,2H),8.39(s,2H),7.95(s,2H),7.68(s,2H),7.58(s,2H),2.05(t,J=13.1Hz, 4H), 1.93(t, J=12.4Hz, 4H), 1.11(d, J=17.5Hz, 104H), 0.90-0.73(m, 20H); MS(ESI) m / z: 1585.27[M+H] +.
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Abstract
The invention discloses a non-fullerene organic solar electronacceptor material based on inda-aeodithiophene. The Dacedithiophene unit has a rigid planar structure, which can enhance the π-π stacking in the molecule, optimize the crystallization and electrochemical properties of the molecule, and improve the carrier mobility; at the same time, the long alkylside chain can improve the molecular The solubility changes the morphology of the active layer; the strong electron-withdrawing unit at the end group is conducive to the dissociation and transportation of excitons, further reducing the energy level and reducing the energy gap. The acceptor material of the present invention has relatively good film-forming properties, good absorption in the visible and near-infrared range, moderate energy level, and certain thermal stability, can be matched with polymer donor materials, and greatly improve the performance of organic solar cells. Energy conversion efficiency.
Description
technical field [0001] The invention belongs to the technical field of solar cell materials, and in particular relates to a non-fullereneorganic solar cellacceptor material based on indaproteothiophene. Background technique [0002] In the past ten years, organic solar cells have been developing strongly. Due to their many advantages, including simple preparation, low cost, light weight, and large-scale production, organic solar cells have attracted the attention of researchers. The traditional classic small moleculeorganic solar cell acceptor material - fullerene, has been proved that many of its shortcomings cannot be avoided and improved, such as the problems of energy level and ultraviolet absorption. In recent years, scientists have focused on non-fullerene small molecule acceptor materials. In recent years, fused-ring electron acceptors have attracted much attention. Their own structure has a large rigid conjugation plane, which can significantly increase the π-π s...
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