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Dibenzodithienopyrrole dyes and their application in dye-sensitized solar cells

A technology of dibenzodithiophene and dye sensitization, which is applied in the field of sensitizing dyes to achieve the effects of large steric hindrance, enlarged spectral response, and improved photoelectric conversion efficiency

Active Publication Date: 2019-05-14
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

No pure organic dyes based on dibenzodithienopyrrole have been reported so far

Method used

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  • Dibenzodithienopyrrole dyes and their application in dye-sensitized solar cells
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  • Dibenzodithienopyrrole dyes and their application in dye-sensitized solar cells

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Dibenzodithienopyrrole dye WL(R 1 , R 2 are hydrogen atoms, R 3 is 2-hexyldecyl, A 1 For the synthesis of benzothiadiazole), the synthetic route is as follows:

[0023]

[0024] Concrete synthetic steps are as follows:

[0025] (1) Synthesis of Compound 2

[0026]

[0027] Add compound 1 (150mg, 0.22mmol), triphenylamine borate (74.2mg, 0.22mmol), 2M potassium phosphate aqueous solution (0.22mL) and Pd(PPh 3 ) 4 (23mg, 0.22mmol), then add 30mL of toluene and 5mL of ethanol; vacuumize with a vacuum pump, then blow into N 2 , repeat the operation three times; then raise the temperature of the oil bath to 90°C and continue the reaction for 24 hours; Wash twice, dry the organic phase with anhydrous magnesium sulfate, filter, remove the solvent, the crude product is separated by column chromatography, the mobile phase is petroleum ether and dichloromethane (v / v=5:1), and yellow The solid product was 116mg, and the yield was 64%. The melting point is 82-85°C. ...

Embodiment 2

[0036] The dyestuff WL prepared in embodiment 1 is carried out ultraviolet-visible absorption light test (2 * 10 -5 M tetrahydrofuran solution, room temperature), the measured UV-Vis absorption spectrum is as figure 1 The data are summarized in Table 1.

[0037] Table 1 UV-Vis absorption spectrum data of WL dyes

[0038]

[0039] from figure 1 It can be seen from Table 1 that in THF solution, the dye WL exhibits two significant absorption peaks, the absorption peak at 330nm to 430nm is the absorption peak generated by the π-π* electron transition of the dye molecule; the absorption peak at 430 to 600nm is the dye molecule Caused by internal charge transfer, the peak corresponds to a maximum absorption wavelength of 507nm; the molar extinction coefficient is 39840M -1 cm -1 , which indicates that the dye WL has a good light-harvesting ability.

Embodiment 3

[0041] Fabrication of dye-sensitized solar cells

[0042] The dye WL prepared in Example 1 was used as a sensitizer in a dye-sensitized solar cell to prepare a dye-sensitized solar cell based on the dye WL sensitizer.

[0043] Dye-sensitized solar cells are mainly composed of conductive glass substrate (FTO), photoanode, sensitizer, electrolyte solution and platinum counter electrode (also known as photocathode, Pt conductive glass); among them, the conductive glass surface of the photoanode substrate covered with nanoporous TiO 2 Thin film, used to adsorb dyes; the substrate of the platinum counter electrode is coated with Pt catalyst; 2 The periphery of the film is sealed with a sealing material to form a closed cavity, and the cavity is filled with an electrolyte solution and a sensitizer (ie, dibenzodithienopyrrole dye).

[0044] The specific preparation process of dye-sensitized solar cells includes the following steps:

[0045] (1) Pretreatment of conductive glass (FT...

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Abstract

The invention discloses a dibenzodithienopyrrole dye and its application in dye-sensitized solar cells. The dye based on dibenzodithienopyrrole of the present invention is a metal-free pure organic photosensitive dye, wherein, a triphenylamine group is used as an electron donor, and a large conjugated group of dibenzothienopyrrole is introduced into the π bridge , using cyanoacetic acid groups as electron acceptors and anchoring groups, and introducing branched alkyl chains on dibenzodithienopyrrole groups, effectively increasing the conjugation of dibenzodithienopyrrole dye molecules area, has a large steric hindrance, expands the spectral response and effectively broadens the absorption spectrum, improves the molar extinction coefficient, has good light-harvesting performance and good ability to inhibit electron recombination, and is used as a sensitizer in dye-sensitized solar cells In order to improve the photoelectric conversion efficiency of dye-sensitized solar cells.

Description

technical field [0001] The invention relates to the technical field of organic dyes, in particular to sensitizing dyes for dye-sensitized solar cells and applications thereof. Background technique [0002] With the massive consumption and use of traditional fossil energy, energy crisis, greenhouse effect, environmental pollution and other issues have become serious obstacles to the coordinated development of economy, society, resources and environmental protection in all countries in the world. Finding clean, renewable new energy to replace traditional fossil energy has become the key to solving this problem globally. As the energy with the most abundant reserves, solar energy is inexhaustible and inexhaustible compared with fossil fuels. When used, it does not destroy the earth's thermal balance and is conducive to ecological protection; photovoltaic power generation by solar cells is considered to be the most direct way to utilize solar energy. And the most effective way,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B23/04H01G9/20H01G9/042
CPCH01G9/2031H01G9/2059C09B23/0058C09B23/04Y02E10/542C09B57/008C09B23/005Y02E10/549H10K85/655H10K85/631H10K85/636H10K85/657
Inventor 曹德榕吴瀚伦
Owner SOUTH CHINA UNIV OF TECH
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