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Benzothiadiazole boron-nitrogen derivative material and application thereof in organic electronic device

A technology of benzothiadiazole boron nitrogen and organic electronic devices. It is applied in the field of solar energy. It can solve the problems of affecting molecular film formation and accumulation, reducing device efficiency, and battery efficiency, achieving high photoelectric conversion efficiency, improving battery efficiency, Effect of Reducing Recombination Loss

Pending Publication Date: 2021-11-19
HUAIYIN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing small molecule acceptor materials, because the triplet energy level of the component is much lower than the molecular charge transfer state energy level, there is a large amount of non-radiative loss caused by triplet recombination, which leads to a decrease in battery efficiency
The traditional method is to introduce heavy atoms or construct a distorted molecular structure to increase its triplet energy level and reduce the energy level difference with the charge transfer state, but this method will also affect the molecular film accumulation and reduce the carrier mobility. thereby reducing device efficiency

Method used

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  • Benzothiadiazole boron-nitrogen derivative material and application thereof in organic electronic device
  • Benzothiadiazole boron-nitrogen derivative material and application thereof in organic electronic device
  • Benzothiadiazole boron-nitrogen derivative material and application thereof in organic electronic device

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Experimental program
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Effect test

Embodiment 1

[0028] Embodiment 1: the synthesis of compound 1

[0029]

[0030] Add 1-1 (6.04g, 6mmol), 1-2 (3.22g, 20mmol) and 5mL pyridine into a 500mL two-necked flask, then pump argon three times, add 250mL chloroform under the protection of argon, and react at 65°C 24 hours. Cool to room temperature, extract three times with dichloromethane, combine the organic phases, dry filter and add silica gel to spin dry, separate and purify by column chromatography (n-hexane:dichloromethane=3:1) to obtain 3.18g of white powder, yield 41% . MS(EI)m / z:[M]+:1292.35.

Embodiment 2

[0031] Embodiment 2: the synthesis of compound 2

[0032]

[0033] Add 1-1 (5.03g, 5mmol), 1-3 (3.68g, 16mmol) and 5mL pyridine into a 500mL two-neck flask, then pump argon three times, add 300mL chloroform under the protection of argon, and react at 65°C for 24 hours . Cool to room temperature, extract three times with dichloromethane, combine the organic phases, dry filter and add silica gel to spin dry, separate and purify by column chromatography (n-hexane:dichloromethane=3:1) to obtain 2.72 g of white powder, yield 38% . MS(EI)m / z:[M]+:1430.42.

Embodiment 3

[0034] Embodiment 3: the synthesis of compound 3

[0035]

[0036] Add 1-1 (6.03g, 6mmol), 1-4 (5.04g, 20mmol) and 5mL pyridine into a 500mL two-necked flask, then pump argon three times, add 300mL chloroform under the protection of argon, and react at 65°C for 24 hours . Cool to room temperature, extract three times with dichloromethane, combine the organic phases, dry filter and add silica gel to spin dry, separate and purify by column chromatography (n-hexane:dichloromethane=3:1) to obtain 3.27g of white powder, yield 37% . MS(EI) m / z:[M]+:1474.43.

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Abstract

The invention discloses a benzothiadiazole boron nitrogen derivative material and application thereof in an organic electronic device, wherein R1 and R2 are independently selected from C6-C12 alkyl chains, and R3 is any one of hydrogen, fluorine, chlorine, bromine, iodine or methyl. The invention provides an application of the compound in an organic electronic device, wherein the organic electronic device comprises at least one compound as described above. According to the invention, the benzothiadiazole boron-nitrogen derivative has infrared absorption with an absorption wavelength at a long wavelength, the absorption spectrum of the benzothiadiazole boron-nitrogen derivative has a wide absorption range, and the benzothiadiazole boron-nitrogen derivative has high photoelectric conversion efficiency; an organic solar cell element prepared from the benzothiadiazole boron-nitrogen derivative has high photoelectric conversion efficiency and long device service life; and boron and nitrogen have opposite resonance effects, the corresponding boron-nitrogen fused ring compound can improve the triplet state energy level of molecules, but does not affect the accumulation and film formation of the molecules, the recombination loss is reduced, and the battery efficiency is effectively improved.

Description

technical field [0001] The invention relates to the technical field of solar energy, in particular to a benzothiadiazole boron nitrogen derivative, a mixture and a composition, and an application thereof in the technical field of organic solar energy. Background technique [0002] Climate change can be said to be one of the biggest challenges facing mankind at present, and replacing fossil fuels with sustainable energy in electricity production has become an effective way to solve this problem. The installed capacity of silicon solar cells is rapidly increasing worldwide, but it is also possible that a new generation of solar cell technology will mature as a sustainable technology in the near future and thus contribute to this transition. Organic solar cells (Organic Solar Cells, OPV) have been intensively studied for many years and have begun to be applied in the market due to their translucency, flexibility, rollability, light weight, portability, and color and shape desig...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02H01L51/00H01L51/46H10K99/00
CPCC07F5/025H10K85/626H10K85/615H10K85/322H10K85/6576H10K85/657Y02E10/549
Inventor 胡光吴娈慧韩池张开龙胡伟伟孔亚州吴松栾凯罗建雄
Owner HUAIYIN INSTITUTE OF TECHNOLOGY
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