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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 problems such as difficult efficiency, practical application of precious metal resources, weak absorption spectrum, etc.

Active Publication Date: 2012-12-12
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] Embodiment 1: the synthesis of the pure organic dye of chemical structural formula C

[0097] The synthetic route is as follows:

[0098]

[0099] Synthesis of materials of 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 ml of toluene, protected by argon, the temperature was raised to reflux for 72 hours. After cooling to room temperature, 100 milliliters of water was added, the aqueous phase was extracted three times with 100 milliliters of ether, the organic phase was washed with 100 milliliters of 5% aqueous sodium hydroxide solution, the organic phases were combined, dried over anhydrous magnesium sulfate, the solvent was spun out, and vacuum distillation obtained Product 11, yield: 45%.

[0101] Synthesis of materials of structural formula 12:

[0102] In the reactor, 2.66 grams of product 11 were diss...

Embodiment 2

[0124] Example 2: Dye-sensitized solar cells prepared with pure organic dyes of chemical structural formula C

[0125] The photoanode (light-absorbing layer) of the dye-sensitized solar cell adopts a mesoporous double layer, and the underlying film is made of 20nm TiO 2 Composed of nanocrystals, the thickness is 7μm, and the upper film thickness is made of 400nm TiO 2 Composed of light-scattering particles with a thickness of 5 μm. Preparation of TiO 2 Nanocrystalline and TiO 2 For the method of nanostructured double-layer film electrodes, see 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] Prepared TiO 2 The nanostructured double-layer membrane electrode was soaked in acetonitrile / tert-butanol containing 300 μM chemical structure C dye and 300 μM Cheno (3,7-dihydroxy-4-cholic acid) for 12 hours. At this t...

Embodiment 3

[0128] Example 3: Synthesis of pure organic dyes of chemical structural formula D and dye-sensitized solar cells prepared therefrom

[0129]

[0130] The pure organic dye of the chemical structural formula D used is 3,4-ethylenedioxythiophene, furan and 3,4-ethylenedithiothiophene as raw materials, synthesized by the steps and conditions of Example 1.

[0131] The nuclear magnetic data of the pure organic dye of chemical structural formula 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 in Example 2, and the parameters of the obtained dye-sensitized solar cell are shown in the appended table of the instruction manual.

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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 invention relates to a pure organic dye with multiple heterocycles and derivatives thereof as conjugated units and a dye-sensitized solar cell prepared therefrom. Background technique [0002] Since the beginning of the 21st century, the problems of resource shortage and environmental pollution have become increasingly prominent, and people have made various attempts to find energy sources that can replace traditional fossil fuels to solve the looming energy crisis. Among the many 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 human beings to utilize solar energy. [0003] In 1991, the Swiss Federal Institute of Technology The professor reported the high-efficiency dye-sensitized solar cell (Nature 1991, 353, 737). After more than ten years of continuous research, the current dye-sensitized solar cell has approached the photoelectric c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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