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A kind of organic dye sensitizer containing triphenylamine-thiophene fluorene derivative and preparation method thereof

A technology of organic dyes and derivatives, applied in organic chemistry, triarylmethane dyes, photosensitive equipment, etc., can solve the problems of long synthetic route, low overall yield, and need to improve energy conversion efficiency

Inactive Publication Date: 2017-03-22
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the pure organic dyes currently have problems such as long synthetic routes, low overall yields, and energy conversion efficiency to be improved. Therefore, actively searching for and developing new organic dye sensitizers is of great significance for the practical application of dye-sensitized solar cells.

Method used

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  • A kind of organic dye sensitizer containing triphenylamine-thiophene fluorene derivative and preparation method thereof
  • A kind of organic dye sensitizer containing triphenylamine-thiophene fluorene derivative and preparation method thereof
  • A kind of organic dye sensitizer containing triphenylamine-thiophene fluorene derivative and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] An organic dye sensitizer with a chemical structure of 1, its synthetic route is as follows:

[0062]

[0063] (1) Synthesis of intermediates with chemical structural formula a:

[0064] (3.2g, 8mmol) triphenylamine borate, (1.8g, 8mmol) thiophene ester halogenated compound, (2.2g, 16mmol) K 2 CO 3 , Appropriate amount of water and tetrabutylammonium bromide, 0.1g palladium catalyst, add 80mL toluene, vacuum immediately, N 2 Protect from light, heat up to 105°C and react for 24 hours. Cool to room temperature, use CH 2 Cl 2 Extracted with water, anhydrous MgSO 4 Dry, filter and spin dry. Finally, column chromatography was performed with petroleum ether / dichloromethane as the eluent to obtain a bright yellow solid with a yield of 50%. 1 H NMR(400MHz, CDCl 3 , δ / ppm): 7.48 (d, 1H), 7.34 (d, Ar-H, 2H), 7.16 (d, 1H), 7.03-7.09 (d, Ar-H, 8H), 6.97 (d, Ar- H,2H),3.76(s,-OCH 3 ,3H),2.32(s,-CH 3 ,6H).

[0065] (2) Synthesis of intermediates with chemical structural formula b:

[0066...

Embodiment 2

[0078] The synthetic route of the organic dye sensitizer with chemical structural formula 2 is as follows:

[0079]

[0080] (1) The synthesis of the intermediate with the chemical structural formula a is the same as in Example 1

[0081] (2) The synthesis of the intermediate with the chemical structural formula b is the same as in Example 1.

[0082] (3) The synthesis of the intermediate with the chemical structural formula c is the same as in Example 1.

[0083] (4) Synthesis of intermediates with chemical structural formula f:

[0084] The (0.82g, 2.5mmol) fluorine-containing benzothiadiazole, (0.65g, 2.5mmol) borate, (0.7g, 5mmol) K 2 CO 3 , Appropriate amount of water and tetrabutylammonium bromide, 0.1g palladium catalyst, add 50mL toluene, N 2 The reaction was refluxed for 24 hours under protection. Cool to room temperature, use CH 2 Cl 2 Extracted with water, anhydrous MgSO 4 Dry, filter and spin dry. Finally, column chromatography was performed with petroleum ether / dichlorome...

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Abstract

The invention discloses an organic dye sensitizer containing a triphenylamine-thiophene fluorene derivative and a preparation method of the organic dye sensitizer. The organic dye sensitizer belongs to a D-A-phi-A type structure, and has the advantages of stable structure, common and easily available raw materials and relatively low production cost. The organic dye sensitizer is used for preparing a dye-sensitized solar cell; the beneficial effect with the energy conversion efficiency of 6%-8% can be obtained under the condition of optimizing a device; and the organic dye sensitizer has certain practical application value.

Description

Technical field [0001] The invention relates to an organic dye sensitizer for dye-sensitized solar cells and a preparation method thereof, in particular to an organic dye sensitizer containing triphenylamine-thiophene fluorene derivatives and a preparation method thereof. Background technique [0002] Traditional energy sources are increasingly depleted and accompanied by serious environmental and ecological problems. Research and development of new energy sources such as tidal energy, wind energy, and solar energy have become the main issues facing mankind. In recent years, organic solar cells that convert solar energy into electrical energy have developed rapidly. Among them, dye-sensitized nano-titanium dioxide thin-film solar cells (DSSCs) have been reported for the first time since 1991 (Nature, 1991, 353, 737). This type of battery is relatively low. The high cost, wide range of raw material sources, simple preparation process and high photoelectric conversion efficiency ha...

Claims

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Application Information

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IPC IPC(8): C09B11/26C07D417/04H01G9/20
CPCY02E10/542Y02P70/50
Inventor 谭松庭黄宏利陈华杰
Owner XIANGTAN UNIV
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