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Non-fullerene electron acceptor material and organic photovoltaic cell

A technology of electron acceptor materials and organic photovoltaic cells, which is applied in photovoltaic power generation, organic chemistry, electric solid devices, etc., can solve the problems of raw material toxicity and production method pollution, low energy conversion efficiency of organic electron acceptor materials, and unsatisfactory , to achieve the effect of improving energy conversion efficiency and excellent photoelectric conversion characteristics

Active Publication Date: 2021-02-23
WAYS TECHN CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The second-generation solar cells are thin-film cadmium telluride (CdTe) solar cells, whose raw material toxicity and manufacturing method have great pollution to the environment
However, the energy conversion efficiency of the organic electron acceptor materials in the aforementioned patents is still low and cannot meet the needs of the existing industry

Method used

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  • Non-fullerene electron acceptor material and organic photovoltaic cell
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  • Non-fullerene electron acceptor material and organic photovoltaic cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Preparation of non-fullerene electron acceptor materials

[0060] The preparation process of the non-fullerene electron acceptor material of Example 1 is shown in the following reaction formula I.

[0061] [Reaction Formula I]

[0062]

[0063] Compound 2

[0064]

[0065] The preparation method of compound 2:

[0066] 3-Chlorothiophene (compound 1) (10 g, 84.3 mmol) was dissolved in 300 mL of tetrahydrofuran (THF). At -40°C, n-butyllithium (n-BuLi) (30.6 mL, 76.66 mmol) was slowly added dropwise and stirred for 1 hour. Trimethyltin chloride (Me 3 SnCl) (15.27g, 76.66mmol), returned to room temperature (rt) and stirred for 15 minutes and the reaction was completed. Next, it was extracted three times with n-heptane and water. The organic layer was extracted with saturated brine, dehydrated with anhydrous magnesium sulfate, and dried with a cyclone concentrator to obtain compound 2 (18 g, yield: 76%) as a yellow liquid.

[0067] Compound 4

[0068]

[006...

Embodiment 2

[0104] Non-Fullerene Electron Acceptor Materials

[0105] The preparation process of the non-fullerene electron acceptor material of Example 2 is shown in the following reaction formula II.

[0106] [Reaction II]

[0107]

[0108] Compound 14

[0109]

[0110] The preparation method of compound 14:

[0111] Compound 8 (5 g, 13.9 mmol) was added to 100 mL of methanol (MeOH). Then 6N aqueous sodium hydroxide solution (23.3 mL, 139.5 mmol) was added and heated to reflux for 16 hours. After cooling, methanol was removed using vortex concentration. Under ice bath, acidify with concentrated hydrochloric acid to pH 1-2, white solid precipitates out and is filtered. White solid compound 14 (4.27 g, yield: 93%) was obtained after vacuum drying.

[0112] Compound 15

[0113]

[0114] The preparation method of compound 15:

[0115] 2,5-bisacid bisthiophene (compound 14) (4 g, 12.1 mmol) was mixed with 100 mL of dichloromethane (DCM). Under ice bath, add oxalyl chloride ...

Embodiment 3

[0142] Non-Fullerene Electron Acceptor Materials

[0143] The preparation process of the non-fullerene electron acceptor material of Example 3 is shown in the following reaction formula III.

[0144] [Reaction III]

[0145]

[0146] Compound 22

[0147]

[0148] The preparation method of compound 22:

[0149]5,6-Dichloro1,3-indandione (Compound 21) (2 g, 9.3 mmol) and malononitrile (1.23 g, 18.6 mmol) were dissolved in 40 mL of ethanol (EtOH). Sodium acetate (NaOAc) (1.14 g, 14 mmol) was added and stirred at room temperature for 16 hours. Next, an aqueous hydrochloric acid solution was added for acidification, and the resulting solid was filtered. The solid was purified by silica gel column chromatography (dichloromethane as the eluent), and dried in vacuo to obtain compound 22 as a brown solid (1.94 g, yield: 78%).

[0150] Example 3

[0151]

[0152] The preparation method of embodiment 3:

[0153] Compound 13 (500 mg, 0.4 mmol) and compound 22 (562.3 mg, 2.1...

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PUM

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Abstract

The invention provides a non-fullerene electron acceptor material represented by formula (I), and an organic photovoltaic cell having an active layer comprising the non-fullerene electron acceptor material. When the non-fullerene electron acceptor material is used as an electron acceptor, the energy conversion efficiency (PCE) of an organic photovoltaic cell can be effectively improved.

Description

technical field [0001] The present invention relates to a non-fullerene electron acceptor material and an organic photovoltaic cell comprising the aforementioned non-fullerene electron acceptor material, in particular to a thiophene (thiophene) bridge with a multi-condensed ring structure A derivative non-fullerene electron acceptor material and an organic photovoltaic cell comprising the aforementioned non-fullerene electron acceptor material. Background technique [0002] With the evolution of the times, the consumption of energy such as coal, oil, natural gas and nuclear energy is increasing day by day, and the energy crisis is gradually emerging. Solar power generation is an environmentally friendly power generation method that is renewable and can reduce environmental pollution. The first generation of solar cells is mostly silicon solar cells, which have a high photoelectric conversion rate. The second-generation solar cells are thin-film cadmium telluride (CdTe) sol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04C07D495/22C07D513/22H01L51/46
CPCC07D495/04C07D495/22C07D513/22H10K85/615H10K85/626H10K85/657H10K85/6576H10K30/00Y02E10/549
Inventor 张纯凤黄懿萱李梓源何嘉兴庄子融柯崇文施宏旻
Owner WAYS TECHN CORP
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