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Alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer and preparation method thereof

A technology of triphenylamine co-sensitizer and alkyl bithiophene, which is applied in the field of organic dyes, can solve the problems of narrow absorption band, large molar absorptivity, and weak absorption, and achieve the effects of enhanced absorption, strong absorption, and simple preparation method

Pending Publication Date: 2019-05-24
SHAANXI SCI TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Ruthenium-complexes and organic dyes are the two most commonly used photosensitive dyes. Ruthenium-complexes have a wide absorption band that can cover the entire visible light region and even extend to the near-infrared region, but their absorption in the ultraviolet region is usually relatively weak
The absorption band of organic dyes is usually relatively narrow, and located below 600nm or above 700nm (squaric acid dyes), but different from ruthenium-complex dyes, the molar absorptivity of organic dyes is large

Method used

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  • Alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer and preparation method thereof
  • Alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer and preparation method thereof
  • Alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 1. Preparation of the compound of formula 1-1

[0034] Add 50mL of chloroform to the one-necked flask, then add 6.68g (20mmol) of 4,4'-dihexyl-2,2'-bithiophene, 1.74g (11mmol) of liquid bromine, react at 70°C for 4 hours, and cool to room temperature , then add 50mL saturated aqueous sodium bicarbonate solution, separate the layers, wash the organic phase with distilled water until neutral, dry with anhydrous magnesium sulfate, evaporate the solvent, and purify the residue by column chromatography (eluent is petroleum ether) to obtain The compound of formula 1-1 is 5.76g, and the yield is 70%. Its chemical reaction equation is as follows:

[0035]

[0036] 2. Preparation of the compound of formula 2-1

[0037] Under nitrogen protection, add 32mL tetrahydrofuran and 8mL water to the three-neck round bottom flask, then add 4.12g (10mmol) formula 1-1 compound, 1.85g (11mmol) 3-fluoro-4-formylphenylboronic acid, 0.8g ( 11mmol) sodium bicarbonate, 0.4g (0.50mmol) tetra...

Embodiment 2

[0050] In step 1 of Example 1, the 4,4'-dihexyl-2,2'-bithiophene used was replaced with equimolar 4,4'-dimethyl-2,2'-bithiophene, and other steps Same as in Example 1, a methylbithiophene-2-fluorobenzene-bridged triphenylamine sensitizer with the following structural formula was prepared.

[0051]

Embodiment 3

[0053] In step 1 of Example 1, the 4,4'-dihexyl-2,2'-bithiophene used was replaced with equimolar 4,4'-didecyl-2,2'-bithiophene, and the other steps In the same manner as in Example 1, a decylbithiophene-2-fluorobenzene-bridged triphenylamine sensitizer with the following structural formula was prepared.

[0054]

[0055] In order to prove the beneficial effect of the present invention, the inventor dissolves the co-sensitizers prepared in Examples 1 to 3 in dichloromethane respectively to form 10 -5 The dichloromethane solution of mol / L co-sensitizer adopts UV-Vis spectrometer (Hitachi U-3900 / 3900H) to record the ultraviolet absorption spectrum of co-sensitizer, and its maximum absorption wavelength range is 380~420nm, and molar extinction coefficient range is 30000~50000M -1 cm -1 .

[0056] In addition, the inventors used the co-sensitizers prepared in Examples 1-3 to prepare dye-sensitized solar cells. The specific preparation method is as follows:

[0057] TiO 2 T...

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Abstract

The invention discloses an alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer and a preparation method thereof. The structural formula of the co-sensitizer is shown in the description, wherein R in the formula represents C1-C10 alkyl. The preparation method of the co-sensitizer is simple, the absorption degree in an ultraviolet area is high, and the co-sensitizer can be used for preparing a dye-sensitized solar cell. The absorption of ruthenium-complex photosensitive dyes in the ultraviolet area is enhanced, and the photoelectric performance of the dye-sensitized solar cellcan be improved.

Description

technical field [0001] The invention belongs to the technical field of organic dyes, and in particular relates to an alkyl bithiophene-2-fluorobenzene-bridged triphenylamine co-sensitizer for preparing dye-sensitized solar cells and a preparation method thereof. Background technique [0002] With the increasing human demand for energy and the emergence of environmental problems such as the greenhouse effect, the development of new renewable energy has received great attention from governments. Due to the low manufacturing cost, high photoelectric conversion efficiency and simple process of dye-sensitized solar cells, this type of cells is a focus of laboratory basic research and industrial application development. [0003] In the components of dye-sensitized solar cells, photosensitizing dyes are responsible for capturing photoelectrons and sending TiO 2 The conduction band injects electrons and other important functions, so the photosensitive dye directly affects the photo...

Claims

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Application Information

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IPC IPC(8): C07D333/24C09B57/00H01G9/20
CPCY02E10/542Y02P70/50
Inventor 靳玲侠葛红光赵蔡斌卢久富
Owner SHAANXI SCI TECH UNIV
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