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Indacenodifuranyl organic solar cell donor materials, and preparation method and application thereof

A solar cell and furan-based technology, which is applied in the field of Indanodifuran-based organic solar cell donor materials, can solve the large-scale preparation and promotion of unfavorable polymer materials, increase the degree of polymer conjugation, and increase the preparation of polymers Cost and other issues, to achieve the effect of good photophysical properties and photovoltaic performance

Active Publication Date: 2020-04-10
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the complex fused ring annexation synthesis route increases the preparation cost of polymers, which is not conducive to the large-scale preparation and promotion of polymer materials. Therefore, exploring new conjugation strategies is an urgent problem to be solved to further increase the degree of conjugation of polymers.

Method used

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  • Indacenodifuranyl organic solar cell donor materials, and preparation method and application thereof
  • Indacenodifuranyl organic solar cell donor materials, and preparation method and application thereof
  • Indacenodifuranyl organic solar cell donor materials, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Synthesis of Indacenedifuran (IDF)-based Donor Material 6a for Organic Solar Cells:

[0048]

[0049] (1) Preparation of compound 2

[0050] Diethyl 2,5-dibromo-terephthalate (compound 1, 2.0 g, 5.26 mmol), 2-tributyltinfuran (3.36 g, 10.68 mmol), tris(dibenzylideneacetone) dipalladium ( 0.46 g, 0.05 mmol), tri(o-tolyl)phosphine (0.03 g, 0.1 mmol) were placed in a 250 mL single-necked flask, vacuumed and filled with nitrogen for 3-4 times, and anhydrous toluene was added under nitrogen protection for 100 mL. Place the reaction flask in an oil bath and heat to 115 o C overnight (12~18h). After the mixture was cooled to room temperature, the mixed liquid was poured into deionized water, and the aqueous phase was extracted with 3×30 mL of dichloromethane. Combine the organic phases, wash with saturated aqueous sodium chloride, collect the organic phases and dry over anhydrous magnesium sulfate, filter, and spin out the solvent under reduced pressure. Separation by ...

Embodiment 2

[0066] Preparation of compound PIDFC8

[0067] The product structural formula is as follows:

[0068]

[0069] The indacene difuran unit IDFC8-T is the same as IDFC2C4-T, except that n-octylmagnesium bromide is replaced by isooctylmagnesium bromide in step (2). The corresponding polymer synthesis route is IDFC8-T (0.18 mmol, 181.6 mg), 4,7-dibromo-2,1,3-benzothiadiazole (0.2 mmol, 60.3 mg), tetrakis (triphenylphosphine ) palladium (10.0 mg, 0.0087mmol) 2 25.0 mL single-necked flask with protection device. Then, vacuumize and inflate with nitrogen for 3-4 times, and inject 9 mL of anhydrous toluene and 0.1 mL of anhydrous N,N'-dimethylformamide (base catalyst) with a syringe under nitrogen protection. After the addition was complete, the mixture was evacuated again and filled with nitrogen. Then quickly heat up to 115 o C, and observe the change in the viscosity of the mixture. When the rotation speed of the rotor in the reaction bottle becomes slow and the mixture bec...

Embodiment 3

[0072] The indaproeodifuryl organic solar cell donor material (PIDFC2C4 and PIDFC8) synthesized in the example 1-2 is configured into 10 with chlorobenzene -4mg / mL solution, and use a pipette gun to measure 50 μL of chlorobenzene solution and spin-coat it on pretreated quartz glass (15mm×15mm), let it dry naturally, and test the ultraviolet-visible absorption spectrum of the polymer film, such as Figure 4 shown. According to the UV-visible absorption spectrum of the film through the formula E gap =1240 / λ onset The calculated optical energy gaps of PIDFC2C4 and PIDFC8 under the spectrum are 1.68eV and 1.61eV respectively, which belong to narrow bandgap polymer donor materials.

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Abstract

The invention discloses indacenodifuranyl organic solar cell donor materials, and a preparation method and an application thereof, wherein the structural formula of the IDF-based polymers is shown inthe specification, wherein R is n-hexyl, n-octyl, other groups defined in the specification, or other alkane and aromatic hydrocarbons, and n is 8-50. Besides, the series of designed and synthesized polymers PIDFCx have relatively high conjugation degree, relatively high HOMO energy level, relatively good light capturing capability and electrochemical performance; polymers PIDFC2C4 and PIDFC8 of which the side chains are isooctyl and n-octyl are taken as examples, the corresponding cell obtains relatively good photoelectric conversion efficiency under the condition of no post-treatment.

Description

technical field [0001] The invention belongs to the field of organic synthesis and application of organic solar cells, and in particular relates to a kind of indacene-difuran-based organic solar cell donor material, its preparation method and application. Background technique [0002] Organic Solar Cells (OSCs) is a new type of solar cell developed in the 1990s. OSCs not only have the characteristics of being light and foldable, a wide range of raw material sources, and a short energy return cycle, but also the preparation methods of corresponding devices are various, such as: spin coating method, inkjet printing method, screen printing method, and large-area roll process preparation. Therefore, OSCs are considered to be a photovoltaic utilization technology with great development potential in the future. So far, after researchers have invested in photovoltaic material synthesis, device structure optimization, and device structure physics research, the highest photoelectric...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/48H01L51/46H01L51/42
CPCC08G61/125C08G61/123C08G2261/124C08G2261/1412C08G2261/18C08G2261/3242C08G2261/3246C08G2261/344C08G2261/354C08G2261/514C08G2261/91H10K71/12H10K30/20Y02E10/549
Inventor 高跃岳谭付瑞刘荣董琛张伟风
Owner HENAN UNIVERSITY
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