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Trimeric indole compound and its preparation method and use

A compound and catalyst technology, applied in the field of solar cell materials, can solve the problems of difficult purification of conjugated polymers and poor device repeatability

Active Publication Date: 2015-11-18
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, organic solar cells mostly use conjugated polymers. However, conjugated polymers are difficult to purify and have poor device repeatability. Compared with conjugated polymers, organic small molecule materials have a more definite molecular structure, are easy to modify and purify, and have good reproducibility. etc. Therefore, it has become one of the research hotspots in the field of organic solar cells in recent years.

Method used

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  • Trimeric indole compound and its preparation method and use
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  • Trimeric indole compound and its preparation method and use

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preparation example Construction

[0089] The preparation method of trimeric indole compounds

[0090] Trimeric indole compounds of the present invention can be prepared by conventional synthetic methods known to those skilled in the art. In a class of preferred embodiments of the present invention, the preparation method of the compound comprises the step of: subjecting the compound of formula IV to a boron esterification reaction in the presence of a catalyst, thereby forming the compound of formula V.

[0091]

[0092] (2) In the presence of a catalyst, the compound of formula V is subjected to Suzuki coupling reaction with the compound of formula VI to form the compound of formula I.

[0093]

[0094] In the formula, the definitions of R and X are the same as above; L is I or Br.

[0095] The catalyst can be a conventional catalyst used in the coupling reaction, preferably a palladium catalyst or a combination of a palladium catalyst and a ligand.

[0096] Palladium catalysts include but are not lim...

Embodiment 5

[0263] Embodiment 5: UV-visible absorption spectrum test

[0264] UV-Vis absorption spectrum test of compounds TAT-hTBT, TAT-hTBTT, TAT-oDPP and TAT-DCV in chlorobenzene solution:

[0265] The ultraviolet-visible absorption spectrum of above-mentioned compound is carried out on the ultraviolet-visible spectrophotometer, wherein the used solvent of solution absorption spectrum is chlorobenzene, and concentration is 10 -5 mol / L; Take 2mL of the solution of each compound and add it to a quartz cuvette, put it into a mapadaUV-3300 UV-Vis spectrophotometer, after calibrating the baseline and blank, test the absorption spectrum of the solution in the range of 200-1000nm . The test results show (such as figure 1 As shown), the compound solution described in this application has good absorption in the visible light region, which meets the basic light absorption requirements of organic solar cell donor materials. At the same time, the absorption spectrum of the compound solution is ...

Embodiment 6

[0268] Embodiment 6: Cyclic voltammetry test

[0269] Cyclic voltammetry tests on compounds TAT-hTBT, TAT-hTBTT, TAT-oDPP and TAT-DCV:

[0270] The energy level of the highest occupied orbital (HOMO) and the lowest unoccupied orbital (LUMO) of the molecule can be calculated by measuring the redox potential of the molecule by cyclic voltammetry. In this embodiment, the electrochemical workstation is used to test the electrochemical properties. The electrolytic cell is a three-electrode system (the glassy carbon electrode is the working electrode, the glass wire electrode is the auxiliary electrode, and the silver / silver chloride electrode is the reference electrode). Ferrocene was used as internal standard, dried dichloromethane or acetonitrile was used as solvent, 0.1mol / L tetrabutylammonium hexafluorophosphate was used as supporting electrolyte, and the scanning speed was 50mV / S. Under argon protection, scan to obtain cyclic voltammetry curve (such as image 3 shown), calcu...

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Abstract

The invention relates to a tripolyindole compound, and a preparation method and use thereof. The tripolyindole compound is shown in formula I, wherein R and X are defined in the specification. The tripolyindole compound provided by the invention comprises a large-pi conjugate soluble parent nucleus structural unit, and push-pull structural side chains of a conjugate electron donor and / or a receptor, and is a low-energy gap small molecular compound; and the compound has wide application prospect in solar battery devices.

Description

technical field [0001] The invention belongs to the technical field of solar cell materials, and in particular relates to a trimerindole compound and a preparation method and application thereof. Background technique [0002] Organic solar cells are a new type of solar cells, which have the advantages of diverse chemical structures, roll-to-roll large-area production, flexibility, lightness, and relatively low cost. One of them has important development and application prospects. [0003] At present, organic solar cells mostly use conjugated polymers. However, conjugated polymers are difficult to purify and have poor device repeatability. Compared with conjugated polymers, organic small molecule materials have a more definite molecular structure, are easy to modify and purify, and have good reproducibility. Therefore, it has become one of the research hotspots in the field of organic solar cells in recent years. [0004] How to make the donor and acceptor (PCBM) form a nan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/14H01L51/46
CPCY02E10/549
Inventor 张文俊方俊锋张曲刘菁闵超吴玉雷李晓冬
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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