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Preparation and application of indeno pyrrole thiophene photosensitive dye

A technology of indenopyrrolethiophene and photosensitive dyes, which is applied in the field of dyes, can solve problems such as limiting the open circuit voltage of batteries, and achieve the effects of easy synthesis, improved photoelectric conversion efficiency, and high yield

Inactive Publication Date: 2018-08-07
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional dye-sensitized solar cells use iodine electrolyte, however, this type of electrolyte limits the improvement of the open circuit voltage of the cell

Method used

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  • Preparation and application of indeno pyrrole thiophene photosensitive dye
  • Preparation and application of indeno pyrrole thiophene photosensitive dye
  • Preparation and application of indeno pyrrole thiophene photosensitive dye

Examples

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preparation example Construction

[0041] The preparation method of the dye-sensitized titanium dioxide photoanode in the above-mentioned application goes through the following steps:

[0042]Apply the titanium dioxide slurry evenly on the FTO conductive glass by screen printing, sinter at a high temperature of 500 degrees Celsius for 30 minutes, cool naturally to room temperature, and use 50 mmoles of TiCl 4 The solution was treated for 30 minutes, the surface was rinsed with distilled water and ethanol, and dried with nitrogen gas; and then sintered at a high temperature of 500 degrees Celsius for 30 minutes to obtain a titanium dioxide porous membrane with a thickness of about 3 microns.

[0043] The structure of the battery device is as image 3 As shown, from bottom to top are (2) platinum layer, (3) electrolyte, (4) photosensitizer, (5) titanium dioxide film, (1) conductive glass; the effective light area of ​​the battery is: 0.16cm 2 ; Test light source: AM1.5solar simulator-Oriel 91160-1000 (300W); Dat...

Embodiment 1

[0046] Synthesis of compound III (see Figure 6 ):

[0047] Under ice bath, add 4 mL of dry DMF to the one-necked bottle, and add 1 mL of POCl dropwise 3 , and stirred for 30 min to obtain the Vilsmeier reagent. Compound II was dissolved in 3 mL of dry DMF, and Vilsmeier reagent was added dropwise to the reaction solution, and stirred overnight. The reaction was quenched with ice water, the crude product was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Finally, compound 3 (85% yield) was obtained as a yellow solid by column chromatography. 1 H NMR (400MHz, CDCl 3 )δ9.90(s,1H),7.83(d,J=8.1Hz,1H),7.74(s,1H),7.66(d,J=4.3Hz,2H),7.49(d,J=8.6Hz, 2H), 7.10(d, J=8.4Hz, 4H), 3.92(s, 3H). 13 C NMR (101MHz, CDCl 3 ): δ182.7, 149.3, 145.5, 144.2, 140.3, 133.6, 132.5, 128.4, 127.4, 123.3, 122.1, 119.5, 114.7, 107.5, 47.5, 31.5, 30.8, 26.9, 22.4, 14.0. HRMS (EIS) calcd 21 h 19 BrN 2 o ...

Embodiment 2

[0055] Fabricate dye-sensitized solar cells with indenopyrrolethiophene photosensitizing dye VI as photosensitizer: heat the prepared titanium dioxide electrode at 80°C for 10 minutes, then soak in 3×10 - 4 M in dichloromethane / ethanol (1 / 1 volume ratio) solution. Take it out after 24 hours, rinse the electrode surface with absolute ethanol, and blow dry. The formula of the electrolyte is: use acetonitrile as a solvent, add 0.25 mol / liter of cobalt(II)-phenanthroline hexafluorophosphate ([Co(phen) 3 ](PF 6 ) 2 ), 0.06 mol / L cobalt (III)-o-phenanthroline hexafluorophosphate ([Co(phen) 3 ](PF 6 ) 3 ), 0.8 mol / L of tert-butylpyridine (TBP) and 0.1 mol / L of lithium bistrifluoromethanesulfonimide. Tested under simulated sunlight, the open circuit voltage of the battery (V oc ) is 931mV, short-circuit current density (J sc ) is 15.1mA cm -2 , the fill factor (FF) is 0.70, and the photoelectric conversion efficiency is 9.84%. Its photocurrent and photovoltage curves are sh...

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Abstract

The invention discloses preparation and application of indeno pyrrole thiophene photosensitive dye. The indeno pyrrole thiophene photosensitive dye is of a structure shown as a formula (I). An R in the formula (I) represents C1-C6 alkyl. The preparation and the application have the advantages that the indeno pyrrole thiophene photosensitive dye is easy to synthesize and high in yield, has a powersupply property and is excellent in charge transport capacity; the indeno pyrrole thiophene photosensitive dye can be used as a photosensitizer for dye-sensitized solar cells and is excellent in photoelectric conversion performance; the photoelectric conversion efficiency of the prepared cells can reach 9% at least under the 100 mw / cm<2> light intense irradiation conditions, and accordingly the preparation and the application have practical significance in improving the photoelectric conversion efficiency of the dye-sensitized solar cells.

Description

technical field [0001] The invention relates to a dye and its application, in particular to the preparation and application of an indenopyrrolethiophene photosensitive dye. Background technique [0002] The current energy crisis has become the biggest problem facing mankind since the 21st century. As a clean and inexhaustible energy source, solar energy has attracted widespread attention from scientists. As one of the most widely used methods of solar energy utilization, solar cells have been advancing unprecedentedly in their research and development. In these applications, dye-sensitized solar cells (O'Regan, B.; M.Nature 1991,353,737.) Due to its advantages of high efficiency, low cost, low energy consumption, and environmental friendliness, it has been widely valued by research institutions in various countries. And it is likely to be developed into a battery that can be industrially produced in the near future. [0003] The working mechanism of dye-sensitized solar ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B23/04H01G9/20
CPCY02E10/542C09B23/04H01G9/2059
Inventor 梁茂程华薛松孙喆陈瑜王旭达
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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