Organic dye containing thiophen ethylene and dye sensitization solar cell prepared thereby

A technology of thienylethylene and organic dyes, which is applied in the field of dye-sensitized solar cells and can solve problems such as limiting practical applications

Active Publication Date: 2009-08-05
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Sensitizing materials are a key material for improving battery efficiency. At present, the dye sensitizers with the best performance are organometallic sensitizers containing noble metals, s

Method used

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  • Organic dye containing thiophen ethylene and dye sensitization solar cell prepared thereby
  • Organic dye containing thiophen ethylene and dye sensitization solar cell prepared thereby
  • Organic dye containing thiophen ethylene and dye sensitization solar cell prepared thereby

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Experimental program
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Effect test

Embodiment 1

[0052] Embodiment 1: the preparation of the organic dyestuff containing thienylethylene of chemical structural formula I provided by the present invention

[0053] The synthetic route is as follows:

[0054]

[0055] The specific synthesis method is:

[0056] Compound a 24g, POCl 3 9.8mL and 140mL of DMF were reacted at 90°C for 12h under the protection of argon, cooled, added 50mL of saturated sodium acetate solution and reacted for 0.5h, extracted with chloroform, washed with water, dried over anhydrous sodium sulfate, and the solvent was removed. The residue was obtained by column chromatography to obtain compound b ; NaBH 4 0.7g was dissolved in 40mL of 0.1M sodium hydroxide solution, slowly added to 130mL ethanol solution of compound b18.6g, reacted at room temperature for 4h, diluted with 100mL of water, extracted with chloroform, washed with water, concentrated, and obtained compound c by column chromatography; c 12.9g with PPh 3 Dissolve 9.32 g of HBr in 100 m...

Embodiment 2

[0058] Embodiment 2: the preparation of the organic dyestuff containing thienylethylene of chemical structural formula II provided by the invention

[0059] According to the same steps and conditions as in Example 1, 6,6'-bis(4,5-dihydro-6H-cyclopentadiene thienylidene)-2-formaldehyde was used instead of 5-(2-thienyl) - Thiophene-2-carboxaldehyde, the organic dye of chemical structure II is obtained.

[0060] The nuclear magnetic data of the organic dye of this chemical structural formula II: 1 H NMR (600MHz, DMSO-d 6 )δ: 0.88(t, 6H), 1.31(m, 8H), 1.40(m, 4H), 1.70(m, 4H), 3.01(br, 4H), 3.25(br, 4H), 3.94(t, 4H ), 6.69(d, 2H), 6.89(d, 4H), 6.93(d, 1H), 7.00(d, 4H), 7.09(s, 1H), 7.19(d, 1H), 7.36(d, 2H) , 7.80(s, 1H), 8.36(s, 1H), 13.46(s1H).

Embodiment 3

[0061] Embodiment 3: the dye-sensitized solar cell prepared by the organic dye containing thienylethylene of the chemical structural formula I provided by the present invention

[0062] TiO with a particle size of 20nm 2 Colloid coating on fluorine-doped SnO 2 On conductive glass, nano-TiO is formed 2 The crystal film was baked at 400 °C for 12 hours to obtain TiO with a thickness of 7 μm 2 crystal film; the obtained TiO 2 Using the same method on the layer film, the particle size is 400nmTiO 2 , fired TiO with a thickness of 5 μm 2 Light scattering film; obtained TiO 2 Nanostructured bilayer membrane electrodes. Specific preparation of TiO 2 Nanocrystalline and TiO 2 For the method of nanostructured double-layer membrane electrode, see the article (Wang P. et al., Enhance the Performance of Dye-Sensitized SolarCells by Co-grafting Amphiphilic Sensitizer and Hexadecylmalonic Acidon TiO 2 Nanocrystals, J. Phys. Chem. B., 107, 2003, 14336).

[0063] Prepared TiO 2 Th...

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Abstract

The invention provides a organic dye containing thiophene ethylene and a dye-sensitized solar cell produced from the organic dye. The organic dye containing thiophene ethylene takes thiophene or the derivatives thereof as conjugated units so as to replace triarylamine functioning as an electron donor and cyanoacetic acid functioning as an electronic acceptor, and the thiophene or the derivatives thereof are molecules which are in D-Pi-A structures. The organic dye containing thiophene ethylene belongs to pure organic compounds and does not need expensive raw materials including metal such as ruthenium and decontaminant such as dextran glucan and has synthetic yield of 50 percent in total; in addition, the organic dye containing thiophene ethylene has the maximum spectral absorption peak of over 560 nm, the molar extinction coefficient of over 35*10Mcm, wider sunlight absorption range and other excellent performance superior to the performance of ruthenium dyes and most organic dyes. The dye-sensitized solar cell produced from the organic dye containing thiophene ethylene has the maximum quantum conversion efficiency of 90 percent and the maximum monochromatic incident photon-to-electron conversion efficiency (IPCE) of over 8.0 percent.

Description

technical field [0001] The invention relates to an organic dye containing thiopheneethylene and a dye-sensitized solar cell prepared therefrom, in particular to an organic dye with thiopheneethylene or a derivative thereof as a conjugated unit and a dye-sensitized solar cell prepared therefrom. Background technique [0002] With the increasing scarcity of fossil energy, how to develop alternative energy has attracted more and more attention. As a renewable clean energy, solar energy is an ideal energy for human long-term survival. In 1991, the Swiss Federal Institute of Technology The team reported the breakthrough work of high-efficiency dye-sensitized nanocrystalline solar cells (Nature 1991, 353, 737), which brought hope for human beings to provide low-cost, high-efficiency, and long-lived green renewable energy. Sensitizing materials are a key material for improving battery efficiency. At present, the dye sensitizers with the best performance are organometallic sensit...

Claims

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Application Information

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IPC IPC(8): C09B57/00H01G9/20H01M14/00H01L51/42
CPCY02E10/542Y02E10/549
Inventor 张广良李仁志吕学举王鹏
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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