A class of phenothiazine derivatives, preparation method and application in dye-sensitized solar cells

A technology of phenothiazine derivatives and phenothiazines, which is applied in thiazine dyes, organic dyes, chemical instruments and methods, etc., can solve the problem that solar energy cannot meet the energy demand, and achieve high photoelectric conversion efficiency and large light absorption , excellent performance

Active Publication Date: 2017-06-30
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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  • A class of phenothiazine derivatives, preparation method and application in dye-sensitized solar cells
  • A class of phenothiazine derivatives, preparation method and application in dye-sensitized solar cells
  • A class of phenothiazine derivatives, preparation method and application 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 (referred to 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, the specific process is:

[0052] Dissolve phenothiazine, bromoethane and strong base solid in DMSO, the molar ratio is 1:1.5:0.6, react at room temperature for 8 hours, quench the reaction with water and extract with dichloromethane to obtain N -Ethylphenothiazine, N-ethylphenothiazine was dissolved in N,N-dimethylformamide, while the treated phosphorus oxychloride and N,N-dimethylformamide solution was added dropwise, The treatment method is to mix and stir phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 until reddish-brown, and react at 80°C for 20 hours to obtain N-ethylphene substituted by the aldehyde group a...

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 (abbreviated as CBPTZ6 ), whose 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, the specific process is:

[0063] Dissolve phenothiazine, bromohexane and strong base solid in DMSO, the molar ratio is 1:1.5:0.6, react at room temperature for 8 hours, quench the reaction with water and extract with dichloromethane to obtain N -hexylphenothiazine, N-hexylphenothiazine is dissolved in N,N-dimethylformamide, and the treated phosphorus oxychloride and N,N-dimethylformamide solution are added dropwise at the same time, the The treatment method is to mix and stir phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 until reddish brown, and react at 80°C for 20 hours to obtain N-hexylphenothiazine deriva...

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, the specific process is:

[0073] Dissolve phenothiazine, bromoethane and strong base solid in DMSO, the molar ratio is 1:0.5:0.5, react at room temperature for 6 hours, quench the reaction with water and extract with dichloromethane to obtain N -Ethylphenothiazine, N-ethylphenothiazine was dissolved in N,N-dimethylformamide, while the treated phosphorus oxychloride and N,N-dimethylformamide solution was added dropwise, The treatment method is to mix and stir phosphorus oxychloride and N,N-dimethylformamide at a ratio of 1:3-4 until reddish-brown, and react at 90°C for 15 hours to obtain N-ethylphene substituted by the 3-position aldehyde group. Thiazine derivatives: Dissolve N-ethylphenothiazine-3-aldehyde in chloroform, add bromine reagent NBS in batches, r...

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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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Patent Type & Authority Patents(China)
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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