Application of C60 triarylamine derivative in solar energy battery

A derivative, C60 technology, applied in the direction of circuits, photovoltaic power generation, electrical components, etc., can solve the problems of phase separation and cluster effect, poor anti-crystallization performance, small contact area, etc., achieve simple manufacturing process, improve solubility, solve The effect of thermal decomposition

Inactive Publication Date: 2008-05-28
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to develop a single substance material with D-A characteristics that can simultaneously transport electrons and holes, effectively solve the problems of small contact area, phase separation and cluster effect of traditional organic solar cells, and further derivatize it , in order to get better photovoltaic characteristics
[0005] Such compounds can be further polymerized to form polymers, and then spin-coated to make PLEDs to solve the disadvantages of thermal decomposition and poor anti-crystallization performance of small molecule light-emitting materials during the evaporation process.

Method used

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  • Application of C60 triarylamine derivative in solar energy battery
  • Application of C60 triarylamine derivative in solar energy battery
  • Application of C60 triarylamine derivative in solar energy battery

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1, the preparation of N-methyl-2-(4-N-phenyl-N-p-bromophenylamino)-fullerene pyrrolidine:

[0019] The synthetic route is as follows:

[0020]

[0021] ① Dissolve 0.546g of triphenylamine formaldehyde and 0.2mL of bromine in 20mL of dichloromethane, heat to 40°C after 1h in ice bath, stir, and react for 0.5h. After cooling, it was extracted with 10% sodium bisulfite, and the organic layer was dried over anhydrous magnesium sulfate, filtered, and recrystallized from dichloromethane / methanol. 0.608 g of a yellow solid was obtained. (Yield: 86.4%).

[0022] ②Dissolve 0.282g of the product obtained in the first step, 0.144g of fullerene, and 0.045g of sarcosine in 100mL of anhydrous toluene, heat to 100°C under the protection of nitrogen, and stir for 7h. Cooled, concentrated, separated by column chromatography, eluted with toluene:petroleum ether=1:1 (volume ratio), and dried under reduced pressure. The product was obtained in 0.143 g. (Yield: 65%). 1 H...

Embodiment 2

[0023] Embodiment 2, the preparation of N-methyl-2-(4-N-phenyl-N-p-carbonylphenylamino)-fullerene pyrrolidine:

[0024] The synthetic route is as follows:

[0025]

[0026] ① Add 14mL DMF dropwise to 16.5mL phosphorus oxychloride in ice bath, and continue ice bath for 0.5h. Dissolve 10g of triphenylamine in 100M1 1,2-dichloroethane, add to the reaction system, stir, and react at 90°C for 12h. After cooling, add a large amount of cold water, neutralize the solution with 10% sodium hydroxide solution, extract with dichloromethane, and wash the extracted solution with water, concentrate, column chromatography, and elute with toluene to obtain 5.45 g of a light yellow product. (Yield: 54.5%).

[0027] ②Dissolve 0.301g of the product obtained in the first step, 0.144g of fullerene, and 0.045g of sarcosine in 100mL of anhydrous toluene, heat to 100°C under nitrogen protection, and stir for 7h. Cool, concentrate, and separate by column chromatography, eluting with toluene, and ...

Embodiment 3

[0028] Embodiment 3, the preparation of N-methyl-2-(4-N-phenyl-N-p-nitrophenylamino)-fullerene pyrrolidine:

[0029] The synthetic route is as follows:

[0030]

[0031] ①Dissolve 0.546g triphenylamine formaldehyde with 20mL acetic anhydride, stir, add 0.37g copper nitrate, stir at room temperature for 2h, then add a mixed solution of 100mL water and 15mL chloroform, stir for 12h; stand to separate layers, and extract the two layers of the water layer with 20mL chloroform time, mixed with the crude oil layer, washed with 100 mL of water, dried, filtered, concentrated, and crystallized. 0.46 g of solid product was obtained. (Yield: 78%).

[0032] ②Dissolve 0.254g of the product obtained in the first step, 0.144g of fullerene, and 0.045g of sarcosine in 100mL of anhydrous toluene, heat to 100°C under the protection of nitrogen, and stir for 7h. Cooled, concentrated, separated by column chromatography, eluted with toluene:petroleum ether=4:1 (volume ratio), and dried under ...

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PUM

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Abstract

The invention discloses a C60 triarylamine derivative of D-A type, and relative application in solar battery, wherein R1 and R2 are selected from hydrogen atom, halogen atom, nitryl, amidogen, alkyl, isoalkyl, alkoxy, alkylene, alkyne, alkyl aldehyde, alkyl ketone, pyridine or pyridine derivative, furan or furan derivative, imidazole or imidazole derivative, thiofuran or thiofuran derivative, aromatic radical or substituted aromatic radical, while R1 and R2 are not both hydrogen atoms. The inventive compound has significantly improved solubility than fullerene in organic solvent, to simplify the manufacture of large-area solar battery.

Description

Technical field: [0001] The invention belongs to the field of organic photoelectric materials, and in particular relates to the application of a molecular level D-A bifunctional polymer and its derivatives in solar cells. technical background: [0002] Since the discovery of light-induced electron transfer between conjugated polymers and fullerenes in the nondegenerate ground state, these materials have been considered for the fabrication of large-area foldable solar cells. These works have aroused people's great interest. The first generation of organic solar cells is a P / N-type heterojunction diode, which is composed of a P-type film composed of electron donor molecules and an N-type film composed of electron acceptors. Shaped like a sandwich. The planar heterodielectric composed of two organic thin films causes rectification, photocurrent and PV effect, but it is precisely because of its planar geometric interface that limits the interaction between the donor and the acc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/56H01L51/46
CPCY02E10/50Y02E10/549Y02P70/50
Inventor 任春霞王权吴章华丁玉强李果华季静佳
Owner JIANGNAN UNIV
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