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Pure organic dye adopting multiple heterocycles and derivants thereof as conjugated unit and dye-sensitized solar cell prepared thereby

A technology of organic dyes and derivatives, applied in the field of dye-sensitized solar cells, can solve the problems of high price, limited practical application of precious metal resources, weak absorption spectrum, etc.

Active Publication Date: 2009-11-04
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the dye sensitizers with the best performance are organometallic sensitizers containing noble metals, such as polypyridine ruthenium complexes (J.Am.Chem.Soc.2008, 130, 10720-10728), however due to its higher The limited price and precious metal resources limit its practical application
Compared with polypyridine ruthenium complexes, pure organic dyes without noble metals have the characteristics of low cost, high extinction coefficient and strong structure controllability, but their absorption spectrum is weaker than that of ruthenium dyes, so it is difficult to achieve higher efficiency

Method used

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  • Pure organic dye adopting multiple heterocycles and derivants thereof as conjugated unit and dye-sensitized solar cell prepared thereby
  • Pure organic dye adopting multiple heterocycles and derivants thereof as conjugated unit and dye-sensitized solar cell prepared thereby
  • Pure organic dye adopting multiple heterocycles and derivants thereof as conjugated unit and dye-sensitized solar cell prepared thereby

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0096] Example 1: Synthesis of pure organic dye of chemical structure C

[0097] The synthetic route is as follows:

[0098]

[0099] Synthesis of material with structural formula 11:

[0100] In the reactor, 5.00 g of 3,4-dimethoxythiophene (34.67 mmol), 32.65 g of ethanedithiol (34.46 mmol) and 0.50 g of p-toluenesulfonic acid (2.62 mmol) were dissolved in 100 In 1 ml of toluene, protected by argon, the temperature was raised to reflux for 72 hours. After cooling to room temperature, add 100 ml of water, extract the aqueous phase with 100 ml of ether three times, wash the organic phase with 100 ml of 5% sodium hydroxide aqueous solution, combine the organic phases, dry with anhydrous magnesium sulfate, spin off the solvent, and distill under reduced pressure to obtain Product 11. Yield: 45%.

[0101] Synthesis of materials with structural formula 12:

[0102] In the reactor, 2.66 g of product 11 was dissolved in a mixed solvent of 2.52 ml of N'N-dimethylformamide and 40 ml of ...

Embodiment 2

[0124] Example 2: Dye-sensitized solar cell prepared with pure organic dye of chemical structure C

[0125] The photoanode (light absorption layer) of the dye-sensitized solar cell adopts a mesoporous double layer, and the bottom layer is made of 20nm TiO 2 It is composed of nanocrystals, the thickness is 7μm, and the upper film thickness is 400nm TiO 2 It is composed of light scattering particles and has a thickness of 5μm. Preparation of TiO 2 Nanocrystalline and TiO 2 For the method of nanostructured double-layer membrane electrode, please refer to the article (Wang P. et al., Enhance the Performance of Dye-Sensitized Solar Cells by Co-grafting AmphiphilicSensitizer and Hexadecylmalonic Acid on TiO 2 Nanocrystals, J. Phys. Chem. B., 107, 2003, 14336).

[0126] The prepared TiO 2 The nanostructured double-layer membrane electrode is immersed in acetonitrile / tert-butanol containing 300μM chemical structure C dye and 300μM Cheno (3,7-dihydroxy-4-cholic acid) for 12 hours. At this ...

Embodiment 3

[0128] Example 3: Synthesis of pure organic dye of chemical structure D and dye-sensitized solar cell prepared therefrom

[0129]

[0130] The pure organic dyes of the chemical structure D used are raw materials 3,4-ethylenedioxythiophene, furan and 3,4-ethylenedithiothiophene, synthesized by the steps and conditions of Example 1.

[0131] NMR data of pure organic dyes of chemical structure D:

[0132] 1 H NMR(400MHz, DMSO, δ H ): 13.75(s, 1H), 8.28(s, 1H), 7.52(d, 1H), 7.23(d, 1H), 7.01(m, 4H), 6.91(m, 4H), 6.85(d, 1H) , 6.80 (d, 2H), 4.44 (d, 2H), 4.38 (d, 2H), 3.82 (d, 4H), 3.46 (s, 4H), 1.67 (m, 2H), 1.30-1.41 (m, 16H) ), 0.88-0.90 (m, 12H).

[0133] The dye-sensitized solar cell was prepared according to the method of Example 2, and the parameters of the obtained dye-sensitized solar cell are shown in the attached table of the specification.

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Abstract

The invention provides a pure organic dye adopting multiple heterocycles and derivants thereof as a conjugated unit and a dye-sensitized solar cell prepared thereby. Multiple heterocycles of differenttypes and derivants thereof are selected to be used as the conjugated unit so that pure organic dye with broad spectral response and high mole extinction coefficient can be prepared. The absorption spectrum of the pure organic dye adopting multiple heterocycles and derivants thereof as the conjugated unit exceeds 580 nm, thereby realizing the breakthrough of absorption spectrum of dye; and the dye-sensitized solar cell prepared by the pure organic dye realizes the 5 percent of photoelectric transformation efficiency, and has favorable photo-thermal stability. The pure organic dye adopting multiple heterocycles and derivants thereof as the conjugated unit has the advantages of simple synthetic method, low cost of raw material for reaction and easy purification of target molecules.

Description

Technical field [0001] The present invention relates to pure organic dyes using various heterocycles and their derivatives as conjugated units and dye-sensitized solar cells prepared therefrom. Background technique [0002] Since the beginning of the 21st century, the problems of resource shortage and environmental pollution have become increasingly prominent. People have made various attempts to find alternative energy sources for traditional fossil fuels to solve the approaching energy crisis. Among the numerous renewable energy sources, solar energy is undoubtedly the most ideal clean energy, and photoelectric conversion through solar cells is one of the main ways for mankind to utilize solar energy. [0003] In 1991, the Swiss Confederation Senior Engineer The professor reported on high-efficiency dye-sensitized solar cells (Nature 1991, 353, 737). After more than ten years of continuous research, the current dye-sensitized solar cells have approached the photoelectric conve...

Claims

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Application Information

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IPC IPC(8): C09B57/00H01G9/20H01L51/42H01L51/46
CPCY02E10/542Y02E10/549
Inventor 王鹏曾望东刘婧媛许名飞李仁志
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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