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Dye sensitizer molecule taking triazole as core and preparation method of dye sensitizer molecule

A technology of dye sensitizer and molecule, which is applied in the field of dye sensitizer molecule and its preparation, can solve the problem that the photoelectric conversion efficiency is not very high, and achieve the effect of wide absorption band

Inactive Publication Date: 2017-04-26
XIJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the photoelectric conversion efficiency of existing organic dyes is not very high

Method used

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  • Dye sensitizer molecule taking triazole as core and preparation method of dye sensitizer molecule
  • Dye sensitizer molecule taking triazole as core and preparation method of dye sensitizer molecule
  • Dye sensitizer molecule taking triazole as core and preparation method of dye sensitizer molecule

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] What this example prepares is the dye molecule described in general formula, wherein R1 is where n=12, R2 is The reaction steps are as follows:

[0041] (1) Synthesis of p-iodophenylazide:

[0042] Dissolve 14.4mmol (3.15g) p-iodoaniline in 9.1ml hydrochloric acid aqueous solution (HCl: water = 1:1), and place in a 100ml small beaker, stir at 0 degrees Celsius, 14.4mmol (1.00g) sodium nitrite Dissolved in 51.3ml of ice water, and added dropwise to the reaction beaker, 14.4mmol (0.94g) of sodium azide was dissolved in 11.3ml of ice water, then added dropwise to the reaction vessel, and reacted for 30 minutes. The product was extracted with dichloromethane, and the organic layer was dried with 2.00 g of anhydrous magnesium sulfate. The magnesium sulfate was filtered out and then rotary evaporated. The product was placed in a vacuum oven and dried to obtain 3.29 g of a dark brown solid with a yield of 93.5%.

[0043] (2) Synthesis of R1:

[0044] a: Dissolve 20.0mmol...

Embodiment 2

[0057] What this example prepares is the dye molecule described in general formula, R1 is where n=4, R2 is The reaction steps are as follows:

[0058] (1) Synthesis of p-iodophenylazide:

[0059] Dissolve 10.0mmol (2.19g) of p-iodoaniline in 6.5ml of hydrochloric acid aqueous solution (HCl: water = 1:1), put in a 100ml small beaker, stir at 0 degrees Celsius, and dissolve 10.0mmol (0.69g) of nitrous acid Sodium was dissolved in 35.4ml ice water, and was added dropwise in the reaction beaker, and 10.0mmol (0.65g) sodium azide was dissolved in 7.8ml ice water, and then added dropwise in the reaction vessel, and reacted for 30 minutes. The product was extracted with dichloromethane, and the organic layer was dried with 2.00 g of anhydrous magnesium sulfate. The magnesium sulfate was filtered out and then rotary evaporated. The product was placed in a vacuum drying oven and dried to obtain 2.25 g of a dark brown solid with a yield of 92%.

[0060] (2) Synthesis of p-aldehyde ...

Embodiment 3

[0070] What this example prepares is the dye molecule described in general formula, R1 is where n=4, R2 is For the reaction steps are as follows:

[0071] (1) Synthesis of p-iodophenylazide:

[0072] Dissolve 11.0mmol (2.41g) of p-iodoaniline in 7.2ml of hydrochloric acid aqueous solution (HCl: water = 1:1), place in a 100ml small beaker, stir at 0°C, and dissolve 11.0mmol (0.76g) of nitrous acid Sodium was dissolved in 35.4ml of ice water and added dropwise to the reaction beaker, 11.0mmol (0.72g) of sodium azide was dissolved in 8.6ml of ice water, then added dropwise to the reaction vessel and reacted for 30 minutes. The product was extracted with dichloromethane, and the organic layer was dried with 2.00 g of anhydrous magnesium sulfate. The magnesium sulfate was filtered out and then rotary evaporated. The product was placed in a vacuum drying oven and dried to obtain 2.39 g of a dark brown solid with a yield of 89%.

[0073] (2) Synthesis of R1:

[0074] a: Dissolve ...

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Abstract

The invention discloses a dye sensitizer molecule taking triazole as a core and a preparation method of the dye sensitizer molecule. According to the dye molecule, a triazole ring is introduced to the design of a molecular structure, and the electronic absorption and transmission capability among D-pi-A dye molecules are greatly improved by substituting donors with different carbon chain lengths and receptors with triple bonds at the periphery, so that a novel triazole dye with high efficiency is obtained. The preparation method of the compound comprises: click chemical reaction, detrimethylsilyl reaction, Sonogashira coupling reaction and the like; and the prepared dye molecule can be applied to a dye-sensitive solar cell and can show favorable photoelectric conversion property so as to have wide application prospects on the aspects of energy development and utilization. In addition, the material also has liquid crystal property under a certain condition so as to also have a huge potential on the aspect of application to photoelectric devices.

Description

technical field [0001] The invention belongs to the technical field of new energy, and specifically relates to a dye sensitizer molecule with a triazole as the core and a preparation method thereof. Background technique [0002] Dye-sensitized solar cells are one of the important development directions of solar cells. Dye sensitizers are an important component that affects the photoelectric conversion efficiency of cells, and have always been a research hotspot in solar cell materials. In dye-sensitized solar cells, dye sensitizers play a very important role. They excite the electrons in the ground state to the excited state by absorbing sunlight, and then inject them into the conduction band of the semiconductor, while the holes remain in the dye molecules. , achieving charge separation. The performance of dyes directly affects the photoelectric conversion efficiency of dye-sensitized solar cells. High-performance dye sensitizers need to have the following characteristics:...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/06C07D409/10C09B23/04C09B23/10C09B23/14H01G9/20
CPCY02E10/542C07D249/06C07D409/10C09B23/04C09B23/143H01G9/2059
Inventor 赵玉真苗宗成李克轩林东任花萍朱敏刘焜
Owner XIJING UNIV
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