Tripolyindole compound, and preparation method and use thereof

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: 2013-09-18
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 mate

Method used

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  • Tripolyindole compound, and preparation method and use thereof
  • Tripolyindole compound, and preparation method and use thereof
  • Tripolyindole compound, and preparation method and use thereof

Examples

Experimental program
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preparation example Construction

[0090] Preparation method of trimeric indole compounds

[0091] The trimeric indole compounds of the present invention can be prepared by conventional synthetic methods known to those skilled in the art. In a preferred embodiment of the present invention, the method for preparing the compound includes the step of subjecting the compound of formula IV to a boron esterification reaction in the presence of a catalyst to form the compound of formula V.

[0092]

[0093] (2) In the presence of a catalyst, the compound of formula V is subjected to a Suzuki coupling reaction with the compound of formula VI to form a compound of formula I.

[0094]

[0095] In the formula, R and X are as defined above; L is I or Br.

[0096] 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.

[0097] Palladium catalysts include but are not limited to: PdM 2 , Pd(MeCN) 2 Cl 2 , Pd (PhCN) 2 Cl 2 , Pd(dp...

Embodiment 5

[0264] Example 5: Ultraviolet-visible absorption spectrum test

[0265] UV-Vis absorption spectrum test of compounds TAT-hTBT, TAT-hTBTT, TAT-oDPP and TAT-DCV in chlorobenzene solution:

[0266] The ultraviolet-visible absorption spectra of the above compounds were performed on an ultraviolet-visible spectrophotometer, where the solvent used for the solution absorption spectrum was chlorobenzene with a concentration of 10 -5 mol / L; Take 2mL of each compound solution into the quartz cuvette, put it into the mapada UV-3300 ultraviolet-visible spectrophotometer, after calibrating the baseline and blank, test the absorption of the solution in the range of 200-1000nm spectrum. Test result display (such as figure 1 As shown), the compound solution described in this application has good absorption in the visible light region, and meets the basic light absorption requirements of organic solar cell donor materials. At the same time, the absorption spectrum of the compound solution is stron...

Embodiment 6

[0269] Example 6: Cyclic Voltammetry Test

[0270] Cyclic voltammetry test for compounds TAT-hTBT, TAT-hTBTT, TAT-oDPP and TAT-DCV:

[0271] The highest occupied orbital (HOMO) energy level and the lowest unoccupied orbital (LUMO) energy level can be calculated by measuring the redox potential of the molecule by cyclic voltammetry. In this embodiment, an electrochemical workstation is used to test the electrochemical properties. The electrolytic cell is a three-electrode system (glassy carbon electrode is the working electrode, glass wire electrode is the auxiliary electrode, and the silver / silver chloride electrode is the reference electrode). Ferrocene was used as the internal standard, dried methylene chloride or acetonitrile was used as the solvent, 0.1 mol / L tetrabutylammonium hexafluorophosphate was used as the supporting electrolyte, and the scanning speed was 50 mV / S. Under the protection of argon, scan the cyclic voltammetry curve (such as image 3 As shown), the HOMO and...

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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 specifically relates to a trimerindole compound and a preparation method and application thereof. Background technique [0002] Organic solar cell is a new type of solar cell with diversified chemical structure, roll-to-roll large-area production, flexibility, lightness and low cost, etc. It is the most energetic and vibrant frontier topic in the current research field of new solar cells One, it has important development and application prospects. [0003] At present, conjugated polymers are mostly used in organic solar cells. 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, which is easy to modify and purify and have good reproducibility. Therefore, in recent years, it has become one of the research hotspots in the field of organic solar...

Claims

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Application Information

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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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