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Ferrocene zinc porphyrin organic dye and synthesis as well as application thereof to preparation of dye-sensitized solar cell

A technology of organic dyes and ferrocene, applied in the fields of organic dyes, organic chemistry, azo dyes, etc., can solve the problems of high raw material cost, limited efficiency improvement potential and complicated production process of silicon-based batteries, and improve the electron transmission efficiency. , The effect of improving photoelectric conversion efficiency and good solubility

Inactive Publication Date: 2016-06-22
NORTHWEST NORMAL UNIVERSITY
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  • Abstract
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Problems solved by technology

At present, the most widely researched and applied solar cells are mainly silicon-based solar cells, but silicon-based solar cells have high raw material costs, complex production processes, and limited potential for efficiency improvement (the theoretical limit of photoelectric conversion efficiency is 30%), which limits its civilian use. change

Method used

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  • Ferrocene zinc porphyrin organic dye and synthesis as well as application thereof to preparation of dye-sensitized solar cell
  • Ferrocene zinc porphyrin organic dye and synthesis as well as application thereof to preparation of dye-sensitized solar cell
  • Ferrocene zinc porphyrin organic dye and synthesis as well as application thereof to preparation of dye-sensitized solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1, the preparation and application of ZnPCp1-Rn

[0059] 1. Preparation of ZnPCp1-Rn

[0060] (1) Synthesis of 5,15-bis(4-nitrobenzene)-10,20-bis(3,5-dimethoxy-4-butoxybenzene)porphyrin: 1mmol 5-p-nitrobenzene Base dipyrromethane and 1mmol 3,5-dimethoxy-4-butoxybenzaldehyde were added to 100mL CH 2 Cl 2 , reacted at room temperature for 15 min under the protection of argon, then added 1.5 mmol TFA, and stirred at room temperature for 30 min under the protection of argon. Then add 0.57gDDQ, continue to react for 1h. Dichloromethane washes away the impurity layer, collects all liquids and evaporates to dryness, adds DDQ toluene solution (100mL toluene and 0.57gDDQ), continues reflux reaction for 1h, evaporates to dryness, separates by column chromatography, and uses petroleum ether and ethyl acetate as Eluent, collect the main color bands, dry, and obtain a purple powder product;

[0061] (2) Synthesis of 5,15-bis(4-aminobenzene)-10,20-bis(3,5-dimethoxy-4-...

Embodiment 2

[0071] Embodiment two, the synthesis and application of ZnPCp2-Rm

[0072] 1. Synthesis of ZnPCp2-Rm

[0073] Steps (1), (2), and (3) are the same as in Embodiment 1.

[0074] (4) Synthesis of 5,15-bis[4-(ferrocenyliminophenyl)]10,20-bis(3,5-dimethoxy-4-butoxybenzene) zinc porphyrin: Dissolve 1 mmol of 5,15-bis(4-aminobenzene)-10,20-bis(3,5-dimethoxy-4-butoxybenzene) zinc porphyrin and 9 mmol of ferroceneformaldehyde in 20 mL of N,N- In dimethylformamide, under the protection of argon, react at 80°C for 24h; after the reaction, cool to room temperature, add water and filter to obtain the crude product, wash the filter cake with water and methanol successively, and dry to obtain the target product ZnPCp2-Rm. The yield was 46%.

[0075] (5) Use a Varian nuclear magnetic resonance instrument (400M) to detect the product, and the nuclear magnetic data of the dye ZnPCp2-Rm: 1 HNMR (400MHz, CDCl 3 ):δ8.98(s,4H,βH),8.82(s,4H,βH),8.69(s,2H,N=CH-),8.58(d,4H,ArH),8.31(d,4H,ArH ),7...

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Abstract

The invention provides a ferrocene zinc porphyrin organic dye, a preparation method of a ferrocene zinc porphyrin organic dye sensitized solar cell and application of the ferrocene zinc porphyrin organic dye. According to the ferrocene zinc porphyrin organic dye, the preparation method of the ferrocene zinc porphyrin organic dye sensitized solar cell and the application of the ferrocene zinc porphyrin organic dye, nitrobenzaldehyde, ferrocenecarboxaldehyde, ferrocenecarboxylic acid, and porphyrin are used as raw materials, and the ferrocene zinc porphyrin organic dye is successfully synthesized through a multi-step reaction of condensation, reduction, coordination, substitution and the like. A nano-crystalline TiO2 / FTO (Fluorine-Doped Tin Oxide) electrode is sensitized through a soaking method; a ferrocene zinc porphyrin complex dye sensitized solar cell is researched; a result shows that the dye-sensitized solar cell prepared by the invention, which is irradiated by standard light, has different capacity of outputting an electric current due to different ferrocene, has different extents of photoelectric conversion efficiency, and has incident photon to current conversion efficiency (IPCE) which can be up to 85 percent at most. According to the ferrocene zinc porphyrin organic dye, the preparation method of the ferrocene zinc porphyrin organic dye sensitized solar cell and the application of the ferrocene zinc porphyrin organic dye, a synthetic process is simple, a process route is short, and the operation is convenient; a reaction condition is mild, the cost is low, and the yield is high.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a class of ferrocene-zinc porphyrin and a synthesis method thereof; the invention also relates to the application of the ferrocene-zinc porphyrin as a dye sensitizer in the preparation of dye-sensitized solar cells. Background technique [0002] The energy problem is the most important issue restricting the development of the world economy at present. As an inexhaustible, inexhaustible, pollution-free and clean natural green energy, solar energy has become one of the most promising energy sources. At present, the most widely researched and applied solar cells are mainly silicon-based solar cells, but silicon-based solar cells have high raw material costs, complex production processes, and limited potential for efficiency improvement (the theoretical limit of photoelectric conversion efficiency is 30%), which limits its civilian use. change. [0003] Dye-Sensitized Solar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B47/08C09B47/22C07D487/22H01G9/20
CPCY02E10/542C09B47/08C07D487/22C09B47/22H01G9/2059
Inventor 刘家成吴方圆武彧韩发明张俊祥范艳
Owner NORTHWEST NORMAL UNIVERSITY
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