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Compound based on indacenodithiophene and application of compound

A compound and mixture technology, applied in the field of organic solar cells, can solve the problems that restrict the development of organic polymer solar cells, the cost of preparation process cannot be reduced, and the absorption in the visible region is weak, so as to improve charge mobility, electron mobility, The effect of superior planar structure

Active Publication Date: 2017-01-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional silicon-based photovoltaic cells have two "non-reducible" prices: 1. The main material silicon is also the main raw material of the semiconductor industry and is necessary for all semiconductor devices, so the price drop is limited
2. The cost of the preparation process cannot be reduced
However, due to the high price of fullerene acceptors, weak absorption in the visible region, difficulty in energy level regulation, and easy diffusion and aggregation, the development of organic polymer solar cells is seriously restricted.

Method used

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  • Compound based on indacenodithiophene and application of compound
  • Compound based on indacenodithiophene and application of compound
  • Compound based on indacenodithiophene and application of compound

Examples

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preparation example Construction

[0080] Compounds of formula (I) can be prepared using compounds of formula (II). Therefore, the present invention also provides a preparation method of the compound of formula (I), the method comprising: making R be CHO of the compound of formula (II) reacting in a solvent with a compound selected from the following formula:

[0081]

[0082] Thus the compound of formula (I) is prepared.

[0083] The reaction can be carried out in one or more organic solvents among dichloromethane, chloroform, tetrahydrofuran, chlorobenzene and o-dichlorobenzene. Anhydrous pyridine solution can be added dropwise during the reaction.

[0084] In a specific embodiment, the compound of formula (II) in which R is H is added to a solvent (such as tetrahydrofuran), and after the temperature of the mixture is lowered to below -60°C (such as -78°C), a catalyst (such as n-butyl Lithium) After reacting for 0.5 to 1.5 hours, the mixed solution was warmed up to room temperature, and after stirring fo...

Embodiment 1

[0100] Embodiment 1: Syntheses based on the IDTIDT-IC of andindaprodithiophene

[0101] 1. Synthesis of IDTIDT

[0102]

[0103] In a 150mL round bottom flask, add 2-bromo-4-hexylbenzene (2mol) and tetrahydrofuran (100mL) under the protection of argon, cool the mixed solution to -78 degrees Celsius, and then slowly add n-butyllithium solution dropwise to it (2mol). After the dropwise addition was complete, stir at -78°C for 60 minutes. Then, reactant 1 (0.2 mol) was dissolved in 100 mL of tetrahydrofuran and slowly added dropwise to the mixed solution. After the dropwise addition, the mixed solution was raised to room temperature and continued to stir for 4 hours. After the reaction is complete, extract with dichloromethane, wash with water, dry with anhydrous sodium sulfate, and spin dry the solvent. The obtained crude product is dissolved in 200 mL of acetic acid solution, and after reflux for 30 minutes, 1 mL of concentrated sulfuric acid is added dropwise to the mixtu...

Embodiment 2

[0119] Example 2: Solubility of IDTIDT-IC

[0120] The IDTIDT-IC of Example 1 was placed in several common organic solvents, such as chlorobenzene, dichlorobenzene, chloroform, toluene, trichlorobenzene, methanol, etc. The material was found to have good solubility in chlorinated solvents, but was insoluble in methanol.

[0121] High-quality films can be prepared by spin-coating IDTIDT-IC dichlorobenzene solution on glass slides.

[0122] The absorption spectra of IDTIDT-IC measured under chloroform solution and film are shown in figure 1 and figure 2 .

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Abstract

The invention relates to a compound based on indacenodithiophene and application of the compound. Specifically, the invention relates to the compound as shown in a formula (I), and the groups are described in the description. The invention further relates to a compound as shown in a formula (II) used for preparing the compound as shown in the formula (I), application of the compound as shown in the formula (I), a preparation method of the compound as shown in the formula (I), a photosensitive active layer, a solar panel, an organic electroluminescence screen, an organic semiconductor and / or a semitransparent organic solar panel, wherein the photosensitive active layer, the solar panel, the organic electroluminescence screen, the organic semiconductor and / or the semitransparent organic solar panel comprise(s) the compound as shown in the formula (I). The compound as shown in the formula (I) has an excellent plane structure and a relatively low reorganization energy, so that the material has quite high charge transfer performance, and the excellent photo absorption performance and the film-forming property lead to a quite high photoelectric converting efficiency of the material.

Description

technical field [0001] The invention relates to the field of organic solar cells, in particular to compounds based on andindaaeodithiophene and applications thereof. Background technique [0002] Energy is an essential condition for human development. With the depletion of fossil energy and serious pollution problems, renewable green energy has increasingly become an important part of energy development. Among them, solar energy, as a nearly infinite green energy, has very broad development prospects. The current bottleneck in the development of solar cells is the high cost. Traditional silicon-based photovoltaic cells have two "non-reducible" prices: 1. The main material silicon is also the main raw material of the semiconductor industry and is necessary for all semiconductor devices, so the price drop is limited. 2. The cost of the preparation process cannot be reduced. Because both crystalline silicon and its substitute thin-film silicon require high-vacuum molecular ...

Claims

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Application Information

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IPC IPC(8): C07D495/22C07D517/22H01L51/46
CPCC07D495/22C07D517/22H10K85/6576Y02E10/549
Inventor 廖良生蒋佐权李永玺
Owner SUZHOU UNIV
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