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Triphenylamine co-sensitizer taking phenyl as tail end bridge chain and preparation method of triphenylamine co-sensitizer

A technology of triphenylamine co-sensitizer and co-sensitizer, which is applied in the direction of photosensitive equipment, triarylamine dyes, chemical instruments and methods, etc., can solve problems such as difficulty in electron injection, lower photoelectric conversion efficiency, etc., and achieve improved short-circuit current density and open circuit The effect of voltage, low cost, short-circuit current density and open-circuit voltage improvement

Active Publication Date: 2020-05-05
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is very difficult to design a full-spectrum sensitizing dye with absorption in the entire spectral range. In addition, broadening the absorption spectrum of sensitizing dyes in the near-infrared region by reducing the HOMO energy level will make electron injection difficult, thus Reduce photoelectric conversion efficiency

Method used

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  • Triphenylamine co-sensitizer taking phenyl as tail end bridge chain and preparation method of triphenylamine co-sensitizer
  • Triphenylamine co-sensitizer taking phenyl as tail end bridge chain and preparation method of triphenylamine co-sensitizer
  • Triphenylamine co-sensitizer taking phenyl as tail end bridge chain and preparation method of triphenylamine co-sensitizer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Taking the following phenyl of the preparation structural formula as the triphenylamine cosensitizer of the terminal bridge chain as an example, its preparation method is:

[0026]

[0027] 1. Add 200mL toluene and 40mL water to a three-neck round bottom flask, then add 4.48g (20mmol) 2,5-dibromofuran, 3.00g (20mmol) p-formylphenylboronic acid, 462mg (0.4mmol) tetrakis (triphenyl Phosphine) palladium, 4.14g (30mmol) potassium carbonate, reacted at 110°C for 10 hours, lowered to room temperature, separated liquids, dried the organic phase with anhydrous magnesium sulfate, filtered, evaporated the solvent, and the residue was separated by column chromatography (washing The removing agent is petroleum ether) to obtain 2.95 g of the compound of formula 2, with a yield of 59%. Its chemical reaction equation is as follows:

[0028]

[0029] 2, preparation formula 4 compound

[0030] Add 100mL toluene and 20mL water in the three-neck round bottom flask, then add 2.50g ...

Embodiment 2

[0041] Taking the following phenyl of the preparation structural formula as the triphenylamine cosensitizer of the terminal bridge chain as an example, its preparation method is:

[0042]

[0043] In step 2 of the preparation of the compound of formula 1 in Example 1, the 4', 4"-dimethyltriphenylamine-4-boronic acid (compound of formula 3) used was equimolar with 4', 4"-diquinyltriphenylamine -4-Boronic acid replacement, the other steps of this step are the same as in Example 1, and the other steps are the same as the corresponding examples to prepare a triphenylamine co-sensitizer with a phenyl group as a terminal bridge chain.

[0044] According to the method of Example 1, the triphenylamine co-sensitizer with phenyl as the terminal bridge chain of this example was co-sensitized with N719 to prepare a dye-sensitized solar cell. After testing, the photoelectric conversion efficiency was 8.41%, and the short-circuit current was 17.1mA / cm 2 , The open circuit voltage is 72...

Embodiment 3

[0046] Taking the following phenyl of the preparation structural formula as the triphenylamine cosensitizer of the terminal bridge chain as an example, its preparation method is:

[0047]

[0048] In step 1 of the compound of formula 1 prepared in Example 1, the 2,5-dibromofuran used was mixed with equimolar 5,7-dibromo-2,3-dihydrothieno[3,4-b][1 ,4] Dioxin replacement, the other steps of this step are the same as in Example 1, and the other steps are the same as in the corresponding examples to prepare a triphenylamine co-sensitizer with phenyl as the terminal bridge chain.

[0049] According to the method of Example 1, the triphenylamine co-sensitizer with phenyl as the terminal bridge chain of this example was co-sensitized with N719 to prepare a dye-sensitized solar cell. After testing, the photoelectric conversion efficiency was 8.29%, and the short-circuit current was 17.2mA / cm 2 , The open circuit voltage is 709mV, and the fill factor is 0.68. Its photoelectric co...

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Abstract

The invention discloses a triphenylamine co-sensitizer taking phenyl as a tail end bridge chain and a preparation method of the triphenylamine co-sensitizer. The structural formula of the co-sensitizer is as follows: in the formula, R is C1-C10 alkyl; and Ar is furan or 3, 4-ethylenedioxythiophene. After the co-sensitizer and a ruthenium dye N719 are co-sensitized, the dual effects of improving the short-circuit current density and the open-circuit voltage can be achieved: on one hand, the triphenylamine co-sensitizer taking phenyl as a tail end bridge chain can broaden the absorption band range of the sensitized solar cell, so that the short-circuit current density is improved; and on the other hand, the triphenylamine co-sensitizer taking phenyl as a tail end bridge chain can inhibit compounding of injected electrons and electrolyte, so that the open-circuit voltage is improved. And the photoelectric conversion efficiency of the high-ruthenium dye N719 sensitized solar cell is further improved while the short-circuit current density and the open-circuit voltage are improved. The preparation method of the triphenylamine co-sensitizer taking phenyl as the terminal bridge chain is simple and low in cost, and has a wide application prospect.

Description

technical field [0001] The invention belongs to the technical field of organic co-sensitizers, and specifically relates to an organic co-sensitizer with alkyl-substituted triphenylamine as an electron donor, phenyl as a terminal bridge chain, and cyanoacetic acid as an electron-withdrawing group. Background technique [0002] The energy crisis and environmental pollution pose increasing challenges to global sustainable development, and the development of clean and renewable new energy has become a major direction in the planning of countries around the world. Compared with fossil fuels, nuclear energy, water energy, wind energy, etc., solar energy has unique advantages because of its large amount, safety, and is not restricted by geographical conditions. Since Bell Laboratories in the United States successfully developed the first practical silicon solar cell and used it for artificial satellite power in 1954, solar cell research has made great progress, and has now develope...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/54C07D495/04C09B57/00H01G9/20
CPCC07D307/54C07D495/04C09B57/008C09B57/00H01G9/2004Y02E10/542
Inventor 伍致生宋新潮张杰郭旺军刘亚东王户生
Owner XIAN MODERN CHEM RES INST