Pure organic D-pi-A type photosensitive dye as well as preparation method and application thereof

A photosensitive dye, organic technology, applied in the field of pure organic D-π-A photosensitive dye and its preparation, to achieve the effect of convenient structure modification, simple synthesis route and reliable technical support

Active Publication Date: 2015-05-27
NANJING UNIV OF INFORMATION SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • Pure organic D-pi-A type photosensitive dye as well as preparation method and application thereof
  • Pure organic D-pi-A type photosensitive dye as well as preparation method and application thereof
  • Pure organic D-pi-A type photosensitive dye as well as preparation method and application thereof

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Embodiment 1

[0029] Embodiment 1, the synthetic method of triphenylpyrrole D-π-A type dye, see figure 1 .

[0030] Under the protection of argon, add 11.2 mg palladium acetate (0.05 mmol), 0.132 g p-formylstyrene (1.0 mmol), 0.374 g 1-(p-bromophenyl)-2,5-diphenyl pyrrole (1.0 mmol), 0.322 g tetrabutylammonium bromide (1.0 mmol), 60.4 mg tris(o-methylphenyl)phosphine (0.2 mmol), 8 mL N,N'-dimethylformamide and 5 mL of triethylamine, heated to 90 °C, maintained at this temperature and stirred for 24 hours. After cooling to room temperature, the solid was filtered off, and the solvent and triethylamine were distilled off under reduced pressure to obtain an intermediate product. Disperse the intermediate in 10 mL of anhydrous CH 3 CN, add 0.34 g cyanoacetic acid (4.0 mmol) and 0.1 mL piperidine, heat to 80 ° C and reflux for 3 hours. After cooling to room temperature, the solvent was removed by vacuum distillation. The residue was purified by column chromatography (the eluent was dichloro...

Embodiment 2

[0032] Example 2, the application of triphenylpyrrole D-π-A type photosensitizing dye as a dye sensitizer for preparing solar cells

[0033] The preparation method of the photoanode sensitized by triphenylpyrrole D-π-A type photosensitizing dye: see Figure 5 . FTO glass sheet 1 was purchased from Dalian Qiseguang Technology Co., Ltd., and the surface resistance of FTO glass 1 was 15 Ω · cm –2. Before use, FTO glass slide 1 was sonicated in a detergent solution for 30 min, washed with water and ethanol, and then soaked in 40 mM TiCl 4 Soak in aqueous solution for 30 minutes at 70°C, then wash with water and ethanol. TiO was prepared by screen printing 6 times 2 Nanocrystalline Photoelectrode 2. TiO 2 The slurry was made from commercial P25 TiO 2 Nanoparticles, ethyl cellulose (as a binder) and α-terpineol (as a solvent). TiO 2 Sintered at 450° C. for 1 hour after screen printing onto FTO glass sheet 1 . 2.0×2.0cm 2 TiO 2 The thickness of the film is 12 μm. After ...

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Abstract

The invention discloses a pure organic D-pi-A type photosensitive dye as well as a preparation method and application thereof. The photosensitive dye is a triphenyl pyrrole D-pi-A type photosensitive dye with 1, 2, 5-triphenyl pyrrole as an electron donor group, styrene as an electron transport chain and cyanoacetic acid as an electron withdrawing group. The preparation method comprises the following steps: under the protection of argon, adding p-formylphenyl styrene, 1-(p-bromophenyl)-2, 5-diphenyl pyrrole, palladium acetate, tetrabutyl ammonium bromide and tri (o-methyl phenyl) phosphorus into a mixed solution of N, N'-dimethylformamide and trimethylamine to prepare 4-(4-(2, 5-diphenyl pyrrole) styryl) benzaldehyde, serving as an intermediate, and then preparing the pure organic D-pi-A type photosensitive dye by virtue of the intermediate. The pure organic D-pi-A type photosensitive dye is simple in synthesis route, low in cost, high in molar extinction coefficient serving as a dye-sensitizer for preparing a solar cell, difficult in desorption and beneficial to prolonging the whole service life of the battery.

Description

technical field [0001] The invention relates to the technical field of raw materials and methods for preparing solar cells, in particular to a pure organic D-π-A type photosensitive dye and its preparation method and application. Background technique [0002] During the past two decades, dye-sensitized solar cells (DSSCs) have attracted extensive attention from both industry and academia due to their low fabrication cost and high energy conversion efficiency. During the conversion of photoelectrons into electrical current, dye sensitizers play a crucial role in determining the performance of solar cells. Compared with rare noble metal ruthenium complex dyes, noble metal-free photosensitive dyes are more suitable for people's pursuit of economical and environmentally friendly photovoltaic systems. However, it remains a challenge for us to develop low-cost, high-performance pure organic dyes for DSSCs. [0003] In the past ten years, pure organic D–π–A dyes have developed ra...

Claims

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Application Information

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IPC IPC(8): C07D207/327C09B23/06H01G9/20
CPCY02E10/542C07D207/327C09B23/148H01G9/2059
Inventor 曹晖罗玉鑫陈敏东陶涛
Owner NANJING UNIV OF INFORMATION SCI & TECH
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