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Non-fullerene receptor with collaborative assembly characteristic as well as preparation method and application of non-fullerene receptor

A non-fullerene acceptor and cooperative assembly technology, applied in semiconductor/solid-state device manufacturing, electrical solid-state devices, semiconductor devices, etc., can solve the problem that non-fullerene acceptors cannot obtain high performance, and avoid phase separation Effects of defects, cost reduction, and prolongation of crystallization time

Active Publication Date: 2022-01-04
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] In order to solve the above problems, the object of the present invention is to provide non-fullerene acceptors with synergistic assembly properties and a preparation method thereof, and to overcome the deficiency that existing non-fullerene acceptors cannot obtain high performance in high boiling point and green solvents , lay the foundation for its large-area preparation, and promote the industrialization process of organic solar cells

Method used

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  • Non-fullerene receptor with collaborative assembly characteristic as well as preparation method and application of non-fullerene receptor
  • Non-fullerene receptor with collaborative assembly characteristic as well as preparation method and application of non-fullerene receptor
  • Non-fullerene receptor with collaborative assembly characteristic as well as preparation method and application of non-fullerene receptor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Example 1 The structural formula of the non-fullerene acceptor material (BTO) with cooperative assembly performance is:

[0059]

[0060]

[0061] The preparation method of above-mentioned BTO is as follows:

[0062] 1 M sodium hydroxide solution (50 mL) was added to a solution of triethylene glycol monomethyl ether (16.41 g, 0.10 mol) in tetrahydrofuran (20 mL) under an ice-water bath, p-toluenesulfonyl chloride (19.64 g, 0.10 mol) of a saturated tetrahydrofuran solution was added dropwise to the reaction system, and stirred overnight at room temperature to obtain a colorless liquid 2-[2-(2-methoxyethoxy)ethoxy]ethyl 4-methylbenzenesulfonate;

[0063] Under nitrogen protection, 3,9-diundecyl-12,13-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2'',3'': 4',5']thieno[2',3':4,5]pyrrolo[3,2-g]thieno[2',3':4,5]thieno[3,2-b] Indole (747.17 mg, 1 mmol) and tetrabutylammonium bisulfate (86.98 mg, 0.25 mmol) were dissolved in 20 mL of toluene, 0.50 M sodium hydroxide solution ...

Embodiment 2

[0070] Example 2 The structural formula of the non-fullerene acceptor material (BT-2OEG-4F) with cooperative assembly performance is:

[0071]

[0072]

[0073] The preparation method of above-mentioned BT-2OEG-4F is as follows:

[0074] Under nitrogen protection, 3,9-diundecyl-12,13-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2'',3'': 4',5']thieno[2',3':4,5]pyrrolo[3,2-g]thieno[2',3':4,5]thieno[3,2-b] Indole (747.17 mg, 1 mmol) and tetrabutylammonium bisulfate (86.98 mg, 0.25 mmol) were dissolved in 20 mL of toluene, 0.50 M sodium hydroxide solution (7 mL) was added and stirred at room temperature for 15 min, then 4- 2-(2-Methoxyethoxy)ethoxy]ethyl toluenesulfonate (603.53 mg, 2.20 mmol) was added to the reaction system, and the system was stirred at 80°C for 12 h to obtain bright yellow solid 12 ,13-bis(2-(2-methoxyethoxy)ethoxy)ethyl)-3,9-diundecyl-12,13-dihydro-[1,2,5]thiadi Azolo[3,4-e]thieno[2'',3'':4',5']thieno[2',3':4,5]pyrrolo[3,2-g]thieno [2',3':4,5]thieno[3,2-...

Embodiment 3

[0078] Example 3 The structural formula of the non-fullerene acceptor material (BT-4OEG-4F) with cooperative assembly performance is:

[0079]

[0080]

[0081] The preparation method of above-mentioned BT-4OEG-4F is as follows:

[0082]Under nitrogen protection, 3,9-diundecyl-12,13-dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2'',3'': 4',5']thieno[2',3':4,5]pyrrolo[3,2-g]thieno[2',3':4,5]thieno[3,2-b] Indole (747.17 mg, 1 mmol) and tetrabutylammonium bisulfate (86.98 mg, 0.25 mmol) were dissolved in 20 mL of toluene, 0.50 M sodium hydroxide solution (7 mL) was added and stirred at room temperature for 15 min, then 4- 2-[2-[2-(2-methoxyethoxy)ethoxy]ethyl toluenesulfonate (800.80 mg, 2.20 mmol) was added to the reaction system, and the system was stirred at 80°C for 12 h , to give bright yellow solid 12,13-bis(2-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-3,9-diundecyl-12,13- Dihydro-[1,2,5]thiadiazolo[3,4-e]thieno[2'',3'':4',5']thieno[2',3':4,5 ]pyrrolo[3,2-g]thieno[2',3':4,5]t...

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Abstract

The invention discloses a non-fullerene receptor with synergistic assembly performance as well as a preparation method and application thereof. The non-fullerene receptor comprises oligomeric ethylene glycol side chains which are substituted at different positions and have different lengths. The non-fullerene receptor is used as a guest component, so that the active layer (main body) component is dissolved in various non-halogen solvents, the compatibility and phase separating size and morphology among the active layer components are regulated and controlled, and the dependence of the active layer on low-boiling-point and high-toxicity halogen-containing solvents is reduced. In addition, the object non-fullerene receptor can regulate and control the crystallization kinetics of the subject in a high-boiling-point solvent through a self-assembled side chain, the crystallization time of receptor molecules is prolonged, the overall crystallinity of the active layer is improved, and the dependence of active layer processing on a post-treatment process is reduced. The three advantages are combined, the photoelectric conversion efficiency of the organic solar cell processed by the high-boiling-point and green solvent is greatly improved, an annealing process is not needed, the device preparation process is simplified, and the device preparation energy consumption is reduced.

Description

technical field [0001] The invention belongs to the field of photovoltaic materials, and in particular relates to the application of non-fullerene acceptors with cooperative assembly performance in solar cells. Background technique [0002] With the progress of society and the development of industry, people's demand for energy continues to increase, resulting in people's excessive exploitation and use of energy. Therefore, it is urgent to find a clean and renewable new energy source, and solar energy can satisfy people's needs. Therefore, how to effectively develop and utilize solar energy has become a hot spot of scientific research. Compared with inorganic solar cells, organic solar cells have many advantages: it requires a wide range of raw materials and low production costs; the preparation process is simple and can be realized by solution spin coating, inkjet printing and other cheap methods; Film forming, easy to carry out physical modification. Organic solar cells ...

Claims

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Application Information

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IPC IPC(8): C07D495/22C07D513/22H01L51/46H01L51/42
CPCC07D513/22C07D495/22H10K85/626H10K85/615H10K85/657H10K30/30Y02P70/50Y02E10/549
Inventor 李耀文陈海阳李永舫
Owner SUZHOU UNIV
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