Benzothiadiazole-cyanocinnamic acid receptor-containing organic dye and its use in dye-sensitized solar cell

A technology of cyanophenylacrylic acid and benzothiadiazole, applied in organic dyes, azo dyes, photovoltaic power generation, etc., can solve problems such as narrow spectral response range, achieve easy purification, narrow molecular energy gap, and reduce electronic recombination Effect

Active Publication Date: 2014-06-04
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to solve the defects of narrow spectral response range of existing organic dyes, and p

Method used

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  • Benzothiadiazole-cyanocinnamic acid receptor-containing organic dye and its use in dye-sensitized solar cell
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  • Benzothiadiazole-cyanocinnamic acid receptor-containing organic dye and its use in dye-sensitized solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1: Preparation of organic dye (I) containing benzothiadiazole-cyanophenylacrylic acid acceptor

[0019] The synthetic route is as follows:

[0020]

[0021] Synthetic references for starting material 1 R. Li, J. Liu, N. Cai, M. Zhang, and P. Wang, J. Phys. Chem. B 2010, 114, 4461.

[0022] Synthesis of Intermediate 2:

[0023] Add 6 grams of raw material 1 and 50 ml of tetrahydrofuran into a 100 ml three-necked reaction flask, cool to -78°C under the protection of argon, slowly add 11 ml of n-butyllithium (1.6M) dropwise, and keep the reaction at low temperature after the addition is complete. Hour, add 3.5 grams of trimethyltin chloride at one time, the reaction system is slowly raised to room temperature and stirred for 12 hours, adding 5 milliliters of deionized water to terminate the reaction, the resulting mixed solution is extracted three times with ether, the organic phases are combined, and the The crude product obtained after drying over sodium sul...

Embodiment 2

[0045] Example 2: Preparation of organic dye (II) containing benzothiadiazole-cyanophenylacrylic acid acceptor

[0046] The synthetic route is as follows:

[0047]

[0048] References for the synthesis of raw material 4 M. Zhang, Y. Wang, M. Xu, W. Ma, R. Liand P. Wang, Energy Environ. Sci., 2013, 6, 2944.

[0049] Synthesis of Intermediate 5:

[0050] Add 0.24 g of raw material 4 and 4 ml of tetrahydrofuran into a 50 ml three-necked reaction flask, cool to -78°C under the protection of argon, slowly add 0.3 ml of tert-butyllithium (1.3M) dropwise, and keep stirring at low temperature for 3 hours after the addition is completed , then add 70 mg of trimethyl tin chloride, after the dropwise addition, slowly rise to room temperature and stir for 12 hours, then add 20 ml of deionized water to terminate the reaction, and extract the mixed solvent obtained three times with chloroform, combine the organic phases, and use anhydrous Drying over sodium sulfate, the crude product o...

Embodiment 3

[0065] Nano TiO 2 The structured bilayer membrane electrode was soaked in a chloroform solution containing 150 micromoles per liter of dye (Ⅰ) for 12 hours, and then the glass electrode spin-coated with nano-platinum was passed through a 35-micrometer-thick hot-melt ring with TiO2 The structural double-layer film electrode is heated and sealed, and finally the electrolyte is injected into the gap between the two electrodes, which constitutes a dye-sensitized solar cell. The performance structure of the dye-sensitized solar cells obtained by the test is shown in Table 1.

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Abstract

The invention provides benzothiadiazole-cyanocinnamic acid receptor-containing organic dye and its use in a dye-sensitized solar cell and belongs to the field of organic dye. The benzothiadiazole-cyanocinnamic acid receptor-containing organic dye utilizes triarylamine as an electron donor and utilizes benzothiadiazole-cyanocinnamic acid as a dye molecule receptor so that a molecular energy gap is reduced obviously, electron recombination in the cell is reduced and cell open-circuit voltage is effectively improved. The benzothiadiazole-cyanocinnamic acid receptor-containing organic dye has a simple synthesis route and can be purified easily. A dye-sensitized solar cell prepared from the benzothiadiazole-cyanocinnamic acid receptor-containing organic dye has open-circuit voltage of 839mV, a short-circuit photoelectric current of 17.95mA/m<2> and power conversion efficiency of 11%.

Description

technical field [0001] The invention belongs to the technical field of organic dyes, and in particular relates to an organic dye containing a benzothiadiazole-cyanophenylacrylic acid acceptor and its application in dye-sensitized solar cells. Background technique [0002] Dye-sensitized solar cells (DSCs) are a new type of solar cell developed by imitating the principle of plant photosynthesis. Its main advantages are abundant raw materials, low cost, simple process technology, and great advantages in large-scale industrial production. The pollution to the environment is small, and some materials can be fully recycled, which is of great significance to the protection of the human environment. Since 1991, the Swiss Institute of Lausanne (EPFL) Since the research team led by the professor made a breakthrough in this technology (Nature 1991, 353, 737), developed countries such as Europe, the United States, and Japan have successively invested a lot of money in research and de...

Claims

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Application Information

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IPC IPC(8): C09B57/00H01G9/20
CPCY02E10/542
Inventor 王鹏许名飞马文涛张敏
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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