Efficient ternary organic solar cell based on porphyrin material and preparation method thereof

A technology of organic solar cells and porphyrins, applied in circuits, photovoltaic power generation, electrical components, etc., can solve the problems of limited number of excitons, strong molecular aggregation, low efficiency, etc., achieve high photoelectric conversion efficiency, improve morphology, Improve absorption effect

Active Publication Date: 2019-12-06
SOUTH CHINA UNIV OF TECH
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  • Abstract
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Problems solved by technology

But in the small molecule receptor PC 61 The photoelectric conversion efficiency is limited when BM is used because the acceptor PC 61 The absorption of BM is mainly in the ultraviolet region and the absorption coefficient is low, which leads to a limited number of excitons that can be generated by the device; when it is matched with the non-fullerene acceptor IDIC, the molecular aggregation is too large due to the large planarity of the acceptor molecules. Strong, the donor-acceptor phase region is too large so that some excitons cannot dissociate, so the efficiency is low

Method used

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  • Efficient ternary organic solar cell based on porphyrin material and preparation method thereof
  • Efficient ternary organic solar cell based on porphyrin material and preparation method thereof
  • Efficient ternary organic solar cell based on porphyrin material and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0065] The synthetic equation of 5,15-bisbromo-10,20-bis(octyldodecyl)zinc porphyrin is:

[0066]

[0067] Dissolve 5,15-bis(3,4-bis(octyldodecyl)porphyrin (500mg, 0.59mmol) in 100mL of chloroform, add 1mL of pyridine, protect from light and fully dissolve, then add bromo Succinimide (NBS) (221mg, 1.24mmol), reacted at 0°C for 30 minutes, then continued to react overnight at room temperature, and finally quenched the reaction with acetone. After the reaction was completed, add water, extract with chloroform, anhydrous sulfuric acid Sodium is dried, spin-dried the solvent and dissolved in 50mL of chloroform solution, then added 10mL of zinc acetate methanol solution (540mg, 2.95mmol of zinc acetate dissolved in 10mL of methanol solvent), and refluxed for 2 hours in the dark. After the reaction was completed, wash with water , and dried with anhydrous sodium sulfate, spin-dried the solvent, and purified by silica gel column chromatography to obtain a purple solid. 1 H NMR (4...

Embodiment 2

[0070] The synthesis of 5,15-bis(trimethylsilylacetylene)-10,20-bis(octyldodecyl)zinc porphyrin is as follows:

[0071]

[0072] In a 100mL two-necked round-bottomed flask, add 5,15-bisbromo-10,20-bis(octyldodecyl)zinc porphyrin (400mg, 0.37mmol), 40mL tetrahydrofuran and 20mL triethylamine, and nitrogen After 30 minutes, bis(triphenylphosphine)palladium dichloride (26mg, 0.037mmol), copper iodide (CuI) (7.18mg, 0.037mmol) and trimethylsilylacetylene (368mg, 3.7mmol) were added, Protected from light, the reaction was stirred at room temperature for three days. After the reaction was completed, it was extracted with chloroform, washed with water, dried over anhydrous sodium sulfate, and then subjected to column chromatography on silica gel / (dichloromethane / methanol=20 / 1 as eluent), and spin-dried to obtain a purple-green solid. 1 HNMR (400MHz, Chloroform-d) δ9.74 (dq, J = 9.8, 5.0Hz, 4H), 9.63 (m, 2H), 5.20-5.12 (m, 2H), 2.98-2.70 (dq, J = 18.5, 5.5Hz, 4H), 2.60(dq, J=18.5...

Embodiment 3

[0074] Synthesis of final product ZnPor-2DPP

[0075]

[0076] Dissolve 5,15-bis(trimethylsilylacetylene)-10,20-bis(octyldodecyl)zinc porphyrin (100 mg, 0.091 mmol) in 10 mL of tetrahydrofuran solution, add tetrabutyl fluoride Ammonium (0.23 mL, 1M in THF), the reaction was stirred at room temperature for 5 minutes, and water was added to quench the reaction. It was extracted with chloroform, dried over anhydrous sodium sulfate, and spin-dried. The impurities were separated through a gel column, and a green solid was obtained by spin-drying.

[0077] Under the protection of argon, 5,15-bis(acetylene)-10,20-bis(octyldodecyl)zinc porphyrin (80mg, 0.084mmol) was added to a 50mL two-necked round-bottomed flask, 3- (5-Bromo-2-thienyl)-2,5-bis(2-ethylhexyl)-2,5-dihydro-6-(2-thienyl)pyrrolo[3,4-C]pyrrole- 1,4-Diketone (152mg, 0.25mmol), anhydrous toluene (20mL), triethylamine (10mL), cuprous iodide (1.6mg, 0.0084mmol) and tetrakis(triphenylphosphine) palladium (9.7mg ,0.0084mmo...

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Abstract

The invention discloses an efficient ternary organic solar cell based on porphyrin materials. The cell sequentially comprises a substrate, an anode, an anode interface modification layer, an active layer, a cathode interface modification layer and a metal electrode from bottom to top. The active layer comprises a blend membrane which is obtained by mixing an electron donor material ZnPor-2DPP, anelectron acceptor material IDIC and PC61BM. The mixed membrane based on the porphyrin donor material ZnPor-2DPP and the acceptor material IDIC has the advantages that the planarity is too strong; themolecular aggregation is severe, the phase separation size is larger and the photoelectric conversion efficiency of a binary system is limited. According to the preparation method, PC61BM is doped into a binary system of ZnPor-2DPP and IDIC, so that the morphology of the active layer of the obtained ternary system is improved, and the current and the filling factor are also improved, and finally,the organic solar cell with the photoelectric conversion efficiency of 7.46%-8.20% is obtained.

Description

technical field [0001] The invention belongs to the field of organic photoelectric materials, in particular to a high-efficiency ternary organic solar cell based on porphyrin materials and a preparation method thereof. Background technique [0002] With the rapid development of the world today, more and more people pay attention to energy consumption and environmental issues. Under the influence of limited resources and severe greenhouse effect, people began to think about how to use renewable energy to continue to survive in a friendly manner without damaging the environment. Solar energy, which accounts for more than 90% of the total energy of the earth, is not only widely distributed, but also has large reserves, and is clean and renewable. It is a good substitute for petroleum fuels. Therefore, the development and utilization of solar energy through the use of photovoltaic cells has become a hot spot of widespread concern in the world today. [0003] Photovoltaic cells...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/42H01L51/46H01L51/48
CPCH10K71/12H10K85/215H10K85/626H10K85/655H10K85/6576H10K85/381H10K85/6572H10K30/30Y02E10/549
Inventor 彭小彬黄思雨祝蓓潘小杰
Owner SOUTH CHINA UNIV OF TECH
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