Tree-based organic dyestuff based on carbazole or triphenylamine derivatives and application thereof in preparation of dye-sensitized solar cell

A technology of organic dyes and triphenylamine, applied in the field of dendritic organic dyes, can solve the problems of cumbersome purification and expensive rare metals, achieve high conversion efficiency, inhibit molecular aggregation, and prolong conjugation

Active Publication Date: 2013-12-18
SUN YAT SEN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Sensitizers for dye-sensitized solar cells mainly include metal complexes and pure organic dyes. However, due to the high price of rare metals in metal complexes, the purification is cumbersome, while pure organic dyes are environmentally friendly, low in price, and Due to the advantages of high molar extinction coefficient and relatively simple synthesis and purification, the search for non-precious metal organic solar sensitizing dyes with superior performance has become an important content of current research.

Method used

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  • Tree-based organic dyestuff based on carbazole or triphenylamine derivatives and application thereof in preparation of dye-sensitized solar cell
  • Tree-based organic dyestuff based on carbazole or triphenylamine derivatives and application thereof in preparation of dye-sensitized solar cell
  • Tree-based organic dyestuff based on carbazole or triphenylamine derivatives and application thereof in preparation of dye-sensitized solar cell

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Embodiment 1

[0053] 1. Synthesis of dye D1

[0054] 1. Compound 1a [3,6-di(thiophen-2-yl)-9H-carbazole]

[0055]

[0056] Take a 100 mL schlenk bottle, vacuumize and nitrogen three times repeatedly to form an anhydrous and oxygen-free system. While maintaining nitrogen gas flow, the I 2 BocCz (3 mmol), 2-boronic acid thiophene (6.6 mmol), tetrakis (triphenylphosphine) palladium (0.12 mmol), K 3 PO 4(12 mmol) into the reactor. After removing water and oxygen from DMF, add 20 mL with a syringe as a reaction solvent. The oil bath was heated to 100 °C and stirred overnight (16 h), the reaction solution was cooled to room temperature, extracted with dichloromethane and water, and the organic phase was retained. After the solid was obtained by rotary evaporation, it was dissolved in 10 mL of dichloromethane, 5 mL of trifluoroacetic acid (TFA) and 1.5 mL of anisole were added. After reacting for 2 h at room temperature, extract with water and keep the organic phase. The crude produc...

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Abstract

The invention discloses tree-based organic dyestuff based on carbazole or triphenylamine derivatives. The chemical general formula of the tree-based organic dyestuff is as shown in the specifications. The invention also discloses an application of the tree-based organic dyestuff based on the carbazole or triphenylamine derivatives in the preparation of a dye-sensitized solar cell. The tree-based structure of the dyestuff can be used for ensuring the bathochromic-shift of absorption spectrums by adding donors and prolonging conjugates and effectively inhibiting the molecular aggregation caused by the dyestuff absorbed on TiO2, and meanwhile, dyestuff molecules contain multiple thiophene or derivatives of the thiophene, so that the light stability and the electron-transport property of the organic dyestuff are enhanced. The organic dyestuff can serve as a photosensitizer to be used for preparing the dye-sensitized solar cell and has high conversion efficiency.

Description

technical field [0001] The invention relates to a dendritic organic dye based on carbazole or triphenylamine derivatives and its application in the preparation of dye-sensitized solar cells. Background technique [0002] After entering the 21st century, the global demand for energy is gradually increasing. In the past, people mainly used non-renewable energy such as coal, oil, and natural gas. As time goes by, this conventional energy will eventually be exhausted. And the use of fossil energy will also bring serious environmental pollution problems. Therefore, the development of renewable resources has become the only way for the sustainable development of human beings in the future. Solar energy is a renewable and clean energy with significant advantages in terms of economy, environmental protection, and sustainable development. As a new type of solar cell, dye-sensitized solar cells (DSSCs) have great potential application value due to their simple fabrication process, ...

Claims

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Application Information

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IPC IPC(8): C09B57/00H01G9/20
CPCY02E10/542
Inventor 刘军民苏成勇谭礼林黄剑锋吴优
Owner SUN YAT SEN UNIV
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