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Three-membered ring benzothiadiazole organic small molecular material, as well as preparation method and application thereof

A benzothiadiazole and three-membered ring technology, applied in the field of organic materials and organic solar cells, can solve the problems of low yield, high cost, complicated synthesis process and the like

Pending Publication Date: 2021-07-30
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, the synthesis process of non-fullerene small molecule receptors, such as ITIC, IT-4F, Y6, N3, etc. is cumbersome, low in yield, and relatively high in cost. Therefore, the development of small molecule acceptors with simple synthesis and high yield is helpful. To promote the industrialization process of organic solar cells

Method used

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  • Three-membered ring benzothiadiazole organic small molecular material, as well as preparation method and application thereof
  • Three-membered ring benzothiadiazole organic small molecular material, as well as preparation method and application thereof
  • Three-membered ring benzothiadiazole organic small molecular material, as well as preparation method and application thereof

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Embodiment 1

[0069] In this embodiment, the chemical structural formula of the three-membered ring benzothiadiazole organic small molecule material (hereinafter referred to as material AS1R) is as follows:

[0070]

[0071] The preparation route of this material AS1R is as follows figure 1 As shown, the details are as follows:

[0072] (1) Mix 4,7-dibromo-5-nitro-benzo[c][2,1,3]thiadiazole (1.00g, 2.95mmol) and tributyl(6-hexylthienothiophene) Tin (3.37g, 7.38mmol) was dissolved in 30ml of toluene, under the protection of Ar, tetrakis triphenylphosphine palladium (0.34g, 0.3mmol) was quickly added to the reaction system, stirred at reflux at 80°C for 7h, and the reactant It was cooled to room temperature, extracted with dichloromethane and deionized water, purified with silica gel column, spin-dried and eluted to obtain compound 1 as a red solid.

[0073] The proton nuclear magnetic resonance spectrum of the compound 1 is: 1H NMR (400MHz, Chloroform-d) δ8.02(s, 1H), 8.00(s, 1H), 7.24(...

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Abstract

The invention provides a three-membered ring benzothiadiazole small organic molecule material as well as a preparation method and application thereof. According to the material, [1, 2, 5] thiadiazole [3, 4-e] thieno [3, 2-b] indole is taken as a core, unilateral bonded thiophene is taken as a pi bridge unit, and a series of brand-new A-A-pi-A type organic small molecular materials with asymmetric pi bridge structures are designed and synthesized by changing electron withdrawing end groups, and therefore, the three-membered ring benzothiadiazole small organic molecule material has good solubility, processability, thermal stability, has strong light absorption capability, relatively high electron mobility and proper electron energy level, and can be used as an electron acceptor material to be applied to preparation of organic solar cells.

Description

technical field [0001] The invention belongs to the technical field of organic materials and organic solar cells, and specifically relates to a three-membered ring benzothiadiazole organic small molecule material, its preparation method and application. Background technique [0002] With the continuous consumption of fossil energy, human beings are facing an increasingly serious energy crisis, and solar energy, as an inexhaustible clean energy, has attracted worldwide attention, among which solar cells are the most eye-catching one of the technologies. Although traditional silicon-based solar cells have been successfully industrialized, their further applications are limited due to defects such as high cost, complicated process, and difficulty in flexible processing. Organic solar cells have attracted extensive attention due to their light weight, flexibility, and low-cost fabrication. [0003] One of the most important parameters in organic solar cells is the photoelectri...

Claims

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Application Information

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IPC IPC(8): C07D513/14H01L51/46
CPCC07D513/14H10K85/657H10K30/00Y02E10/549
Inventor 葛子义韩寓芳彭瑞祥
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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