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Phenothiazine derivative, preparation method and application thereof in dye-sensitized solar cells

A solar cell and phenothiazine technology, applied in the field of phenothiazine derivatives, can solve the problem that solar energy cannot meet the energy demand, etc., and achieve the effects of high photoelectric conversion efficiency, excellent performance and large light absorption

Active Publication Date: 2016-09-21
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the efficiency of the known organic dye sensitizers in collecting and converting solar energy still cannot meet people's increasing energy demand

Method used

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  • Phenothiazine derivative, preparation method and application thereof in dye-sensitized solar cells
  • Phenothiazine derivative, preparation method and application thereof in dye-sensitized solar cells
  • Phenothiazine derivative, preparation method and application thereof in dye-sensitized solar cells

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The phenothiazine pure organic fuel in this example is 3-(9H-carbazol-9-yl)phenyl-7-(N-ethyl-10H-phenothiazine)-3-cyanoacetic acid (abbreviated as CBPTZ2), its molecular formula is:

[0049]

[0050] The preparation method of CBPTZ2 comprises the following three steps:

[0051] The first step: the synthesis of phenothiazine π bridge, and its specific process is:

[0052] The solid phenothiazine, bromoethane and strong base were dissolved in DMSO in a molar ratio of 1:1.5:0.6, reacted at room temperature for 8 hours, quenched with water and extracted with dichloromethane to give N -Ethyl phenothiazine, dissolve N-ethyl phenothiazine in N,N-dimethylformamide, and simultaneously add the treated phosphorous oxychloride and N,N-dimethylformamide solution dropwise, The treatment method is as follows: mixing phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 to reddish brown, and reacting at 80° C. for 20 hours to obtain N-ethylphene substituted with 3-p...

Embodiment 2

[0059] The phenothiazine pure organic fuel in this example is 3-(9H-carbazol-9-yl)phenyl-7-(N-hexyl-10H-phenothiazine)-3-cyanoacetic acid (CBPTZ6 for short) ), its molecular formula is:

[0060]

[0061] The preparation method of CBPTZ6 comprises the following three steps:

[0062] The first step: the synthesis of phenothiazine π bridge, and its specific process is:

[0063] The phenothiazine, bromohexane and the strong base solid were dissolved in DMSO in a molar ratio of 1:1.5:0.6, reacted at room temperature for 8 hours, quenched with water and extracted with dichloromethane to give N -hexylphenothiazine, N-hexylphenothiazine is dissolved in N,N-dimethylformamide, while the treated phosphorous oxychloride and N,N-dimethylformamide solutions are added dropwise, said The treatment method is to mix phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 to reddish brown, and react at 80 °C for 20 hours to obtain N-hexylphenothiazine derivatives substituted by...

Embodiment 3

[0070] The phenothiazine pure organic fuel in this example is also CBPTZ2.

[0071] The preparation method of CBPTZ2 comprises the following three steps:

[0072] The first step: the synthesis of phenothiazine π bridge, and its specific process is:

[0073] The phenothiazine, bromoethane and the strong base solid were dissolved in DMSO in a molar ratio of 1:0.5:0.5, reacted at room temperature for 6 hours, quenched with water and extracted with dichloromethane to give N -Ethyl phenothiazine, dissolve N-ethyl phenothiazine in N,N-dimethylformamide, and simultaneously add the treated phosphorous oxychloride and N,N-dimethylformamide solution dropwise, The treatment method is to mix and stir phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 to reddish brown, and react at 90° C. for 15 hours to obtain N-ethylphene substituted by the 3-position aldehyde group. Thiazine derivative; dissolve N-ethylphenothiazine-3-aldehyde in chloroform, add bromine reagent NBS i...

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Abstract

Belonging to the field of organic optoelectronic materials and organic photoelectric conversion application, the invention provides a phenothiazine pure organic dye, a preparation method and application thereof in dye-sensitized solar cells. The phenothiazine pure organic dye has a phenothiazine group, different functional groups are introduced to the N position of the phenothiazine group, and the phenothiazine group is connected to a carbazole group through meta-benzene, and the phenothiazine pure organic dye has a general formula shown as the specification, The dye provided by the invention can be applied to dye-sensitized solar cell devices to achieve high photoelectric conversion efficiency. The synthesis and preparation method involved in the invention is simple and controllable, and is low in cost, and the cell devices thereof have high efficiency. The phenothiazine pure organic dye is expected to replace traditional heavy metal sensitizing agent dyes, and has the application prospect of commercial production.

Description

technical field [0001] The invention belongs to the field of organic photoelectric materials and organic photoelectric conversion applications, in particular to a phenothiazine derivative that can be used in dye-sensitized solar cells. Background technique [0002] since 1991 Since the invention of dye-sensitized solar cells (DSSCs) through the introduction of nanotechnology, DSSC has the advantages of simple manufacturing process, low battery energy consumption, short energy recovery cycle, low equipment cost, and the use of nanomaterials TiO 2 The advantages of safety and non-toxicity are generally valued by scientists at home and abroad, and it provides a new way for the current and future energy utilization innovation field. [0003] DSSC is a new type of solar cell that combines wide bandgap inorganic semiconductors and wide absorption band organic dyes. It improves the utilization of sunlight by adjusting the spectral response of dye molecules. Its composition mainl...

Claims

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Application Information

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IPC IPC(8): C09B21/00H01G9/20H01G9/042
CPCC09B21/00H01G9/2059Y02E10/542Y02P70/50
Inventor 密保秀毛乐高志强王超曹大鹏
Owner NANJING UNIV OF POSTS & TELECOMM
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