Naphthalimides derivatives and solar cell

A solar cell and naphthalimide technology, which is applied in circuits, photovoltaic power generation, electrical components, etc., can solve the problems of uneconomical preparation methods and unsuitable low-temperature preparation processes, and achieve improved electron transport performance, excellent solubility, and reduced The effect of transmission loss

Inactive Publication Date: 2019-03-29
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a naphthalimide derivative and a solar cell, aiming at solving the problems that the preparation method of the existing interface material is uneconomical and unsuitable for low-temperature preparation process, etc.

Method used

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  • Naphthalimides derivatives and solar cell
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  • Naphthalimides derivatives and solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Example 1: Nitrogen, nitrogen-dimethylaminopropylamine-4-bromo-1,8-naphthalene dicarboxamide

[0054] 4-Bromo-1,8-naphthalic anhydride (5 g, 18 mmol) was suspended in 100 ml of ethanol, and added to reflux under nitrogen protection. 3-Dimethylaminopropylamine (2.21 g, 21.6 mmol) was added to the above reaction solution at one time, and reacted under reflux for 6 hours. The addition was stopped and cooled to room temperature, and the ethanol in the reaction solution was spin-dried to dry the solvent under reduced pressure to obtain a crude product. Then, the crude product was recrystallized in ethanol to obtain 4.88 g of the final yellow crystalline product. Its chemical reaction equation is as follows:

[0055]

Embodiment 2

[0056] Embodiment 2: Naphthalimide derivative 1

[0057] Under nitrogen protection, nitrogen, nitrogen-dimethylaminopropylamine-4-bromo-1,8-naphthalene dicarboxamide (1 g, 2.77 mmol) was mixed with trans-1,2-bis(tributyltin)ethylene ( 0.83 g, 1.38 mmol) was dissolved in 50 ml of tetrahydrofuran, and tetrahexatriphenylphosphine palladium (32 mg) was added, heated to reflux, and reacted for 24 hours. After cooling to room temperature, the tetrahydrofuran solvent was spin-dried under reduced pressure, and the crude product was recrystallized three times through tetrahydrofuran to obtain 512 mg of a yellow product. Its chemical reaction equation is as follows:

[0058]

Embodiment 3

[0059] Example 3: 6,6'-vinyl-bis(1,8-naphthalic anhydride)

[0060] Under nitrogen protection, 4-bromo-1,8-naphthalic anhydride (3 g, 10.8 mmol) and trans-1,2-bis(tributyltin)ethylene (3.27 g, 5.4 mmol) were dissolved in In 100 ml of tetrahydrofuran, tetrahexatriphenylphosphine palladium (62.4 mg) was added, heated to reflux, and reacted for 24 hours. After cooling to room temperature, the tetrahydrofuran solvent was spin-dried under reduced pressure. The crude product was purified by column chromatography with dichloromethane and recrystallized with chloroform to obtain 1.63 g of an off-white product. Its chemical reaction equation is as follows:

[0061]

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Abstract

The invention discloses naphthalimides derivatives and a solar cell, and provides the series of naphthalimides derivatives. The naphthalimides derivatives take n-type naphthalimides as basic units; the naphthalimides is connected through ethylene bonds, acetylene bonds or aromatic compounds; the tail ends of naphthalimides contain strong polarity water/alcohol-soluble groups; and the naphthalimides derivatives are water/alcohol-soluble conjugated small molecules. The molecules have excellent dissolution performance in environment-friendly solvents (such as water and alcohol), and meanwhile canfurther improve the electronic transmission performance; in addition, freely moving counter-anions can conduct n-type doping on active layer materials, the interface contact performance is improved,the electronic transmission loss is reduced, and the electronic transmission efficiency is improved; and therefore, the naphthalimides derivatives, serving as cathode interface materials, will have great application potential in the aspect of the novel solar cells.

Description

technical field [0001] The invention relates to the field of water / alcohol-soluble conjugated small molecules, in particular to a naphthalimide derivative and a solar cell. Background technique [0002] In recent years, novel solar cells such as organic / polymer and perovskite have been rapidly developed, and have attracted extensive attention due to their low cost, large-area flexible fabrication, and high efficiency. In the preparation of this new type of photovoltaic device, the interface material between the active layer and the electrode plays a vital role, and the interface material with excellent performance can effectively improve the performance and life of the photovoltaic device. [0003] In the past, interface materials were obtained by using active metals or high-temperature preparation of metal oxides, but such methods are uneconomical and not suitable for low-temperature preparation processes. [0004] Therefore, the prior art still needs to be improved and de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/14C07D311/92H01L51/42H01L51/46
CPCC07D221/14C07D311/92H10K85/6574H10K30/00H10K85/6572Y02E10/549
Inventor 张斌刘斯扬林鹏举牛芳芳曾鹏举
Owner SHENZHEN UNIV
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