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Ferrocene zinc porphyrin compound and synthesis thereof and application thereof as dye sensitizer

A porphyrin compound, ferrocene zinc technology, applied in chemical instruments and methods, metallocene, organic chemistry and other directions, can solve the problems of high cost of silicon-based battery raw materials, limited potential for efficiency improvement, complex production process, etc. The effect of electron transport efficiency, photoelectric conversion efficiency improvement, good solubility

Active Publication Date: 2016-06-01
山东奥达复合材料有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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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 compound and synthesis thereof and application thereof as dye sensitizer
  • Ferrocene zinc porphyrin compound and synthesis thereof and application thereof as dye sensitizer
  • Ferrocene zinc porphyrin compound and synthesis thereof and application thereof as dye sensitizer

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Embodiment 1

[0049] Embodiment 1, the synthesis of ferrocene Zn porphyrin organic dye

[0050] (1) Synthesis of 5-ferrocenyl-dipyrromethane

[0051] After mixing 36mmol pyrrole and 1.4mmol ferrocene formaldehyde, react in the dark under the protection of argon for 10min, add 115μL (1.5mmol) TFA, and react for 30min at room temperature under magnetic stirring; The reaction solution was neutralized to pH=8~9, the pyrrole was evaporated under reduced pressure, the crude product was separated by column chromatography, and the first layer of light yellow solid was collected to obtain the product ferrocene dipyrromethane.

[0052] (2) Synthesis of 5,15-bis(ferrocenyl)-10,20-bis(3,5-dimethoxy-4-butoxybenzene)porphyrin

[0053] Add 1 mmol of 5-ferrocenyl-dipyrromethene and 1 mmol of 3,5-dimethoxy-4-butoxybenzaldehyde to 100 mL of CH 2 Cl 2 15min at room temperature under the protection of argon, then add 1.5mmolTFA, continue the reaction for 30min; then add 0.57gDDQ, continue the reaction for 1...

Embodiment 2

[0059] Embodiment 2, the preparation of dye-sensitized solar cell

[0060] (1) TiO 2 Preparation of nanostructured double-layer film electrodes: 7.0 μm transparent layer (self-made, 20-nm-sized) and 5.0 μm scattering layer (Dyesol, 400-nm-sized) were screen-printed on FTO conductive glass (NipponSheetGlass, 4mmthick) A double-layer mesoporous titanium dioxide thin film is used as the negative electrode of the battery, and the specific preparation adopts the method of the following references. (References WangP.etal., Enhance the performance of dye-Sensitized Solar cells by co-grafting amphiphilic sensitizer and hexadecylmalonic acid on TiO 2 nanocrystals, J. Phys. Chem. B., 2003, 107, 14336).

[0061] (2) Adsorption of anchor molecules and dye molecules: TiO 2 Nanostructured double-layer membrane electrode under the condition of flowing air, 500 o C heat treatment for 30min, cooling to 90 o C; Methanol / CHCl immersed in 3.0 mM anchor molecules 3 (Volume ratio is 9 / 1) Soak...

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Abstract

The invention provides a ferrocene zinc porphyrin compound. The ferrocene zinc porphyrin is successfully synthesized by taking ferrocene formaldehyde and pyrrole as raw materials through multi-step reactions of condensation, reduction, coordination, zinc substitution and the like. By a soaking method, a nanocrystalline TiO2 / FTO electrode is sensitized, a ferrocene zinc porphyrin coordination compound dye-sensitized solar cell is researched, and photoelectric performance testing results show that the dye-sensitized solar cell prepared in the invention has relatively high current output capability and photoelectric conversion efficiency under irradiation of standard light and has an IPCE quantum conversion rate up to 80%. The synthesis of the ferrocene zinc porphyrin compound is simple in process, short in process route and convenient to operate; the ferrocene zinc porphyrin compound is mild in reaction condition, low in cost and high in yield.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a class of ferrocene-zinc porphyrin compound and a synthesis method thereof; the invention also relates to the application of the ferrocene-zinc porphyrin compound 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] ...

Claims

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Application Information

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IPC IPC(8): C07F19/00H01G9/048H01G9/042
CPCC07F17/02H01G9/042H01G9/048
Inventor 刘家成吴方圆武彧韩发明张俊祥范艳
Owner 山东奥达复合材料有限公司
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