Unlock instant, AI-driven research and patent intelligence for your innovation.

Poly(triphenylamine-benzothiophene/furan) dyes and their applications

A technology of benzothiophene and triphenylamine, which is used in the synthesis and application of functional dyes, can solve the problems of low photoelectric conversion efficiency, achieve the effects of improving charge mobility, good light absorption capacity, and improving migration efficiency

Inactive Publication Date: 2017-10-27
CENT SOUTH UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Aiming at the defects of low photoelectric conversion efficiency in the polymer dyes in the prior art, the purpose of the present invention is to improve the structure of the existing poly(triphenylamine-phenothiazine) dyes to obtain a kind of The poly(triphenylamine-benzothiophene / furan) dye of the triphenylamine structural unit of the carboxyl group and the benzothiophene / furan structural unit of the long alkyl chain side chain can be applied to the preparation of relative poly(triphenylamine- Dye-sensitized solar cells with higher photoelectric conversion efficiency and high current density using phenothiazine) dyes

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Poly(triphenylamine-benzothiophene/furan) dyes and their applications
  • Poly(triphenylamine-benzothiophene/furan) dyes and their applications
  • Poly(triphenylamine-benzothiophene/furan) dyes and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Synthesis of polymer dye sensitizer with structural unit of formula II and application in dye-sensitized solar cells.

[0054] The synthetic route is as follows:

[0055]

[0056] Synthesis of intermediate (2):

[0057] Add 12.96g of 4-bromotriphenylamine, 12.4g of 5-formyl-2-thiophene boronic acid, and 27.6g of anhydrous potassium carbonate into the reaction flask, then add 100mL of toluene, 100mL of methanol, and add the catalyst ferrocene di palladium chloride. Heated to 70°C and followed the reaction to completion. The reaction was quenched by adding 150 mL of water and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, and filtered. The crude product was separated and purified by column chromatography (silica gel column, eluent: n-hexane / dichloromethane=4 / 1) to obtain pure intermediate 2 as a yellow solid with a yield of 60.2%.

[0058] NMR characterization data of intermediate (2):

[0059] 1 H NMR (CDC...

Embodiment 2

[0089] Synthesis of polymer dye sensitizer with structural unit of formula III and application in dye-sensitized solar cells.

[0090] The synthetic route is as follows:

[0091]

[0092]

[0093] Synthesis of intermediate (2):

[0094] Add 12.96g of 4-bromotriphenylamine, 12.4g of 5-formyl-2-thiophene boronic acid, and 27.6g of anhydrous potassium carbonate into the reaction flask, then add 100mL of toluene, 100mL of methanol, and add the catalyst ferrocene di palladium chloride. Heated to 70°C and followed the reaction to completion. The reaction was quenched by adding 150 mL of water and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, and filtered. The crude product was separated and purified by column chromatography (silica gel column, eluent: n-hexane / dichloromethane=4 / 1) to obtain pure intermediate 2 as a yellow solid with a yield of 60.2%.

[0095] NMR characterization data of intermediate (2):

[0096] ...

Embodiment 3

[0126] Synthesis of polymer dye sensitizer with structural unit of formula IV and application in dye-sensitized solar cells.

[0127] The synthetic route is as follows:

[0128]

[0129] Synthesis of intermediate (2):

[0130] Add 12.96g of 4-bromotriphenylamine, 12.4g of 5-formyl-2-thiophene boronic acid, and 27.6g of anhydrous potassium carbonate into the reaction flask, then add 100mL of toluene and 100mL of methanol, and add the catalyst ferrocene di palladium chloride. Heated to 70°C and followed the reaction to completion. The reaction was quenched by adding 150 mL of water and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, and filtered. The crude product was separated and purified by column chromatography (silica gel column, eluent: n-hexane / dichloromethane=4 / 1) to obtain pure intermediate 2 as a yellow solid with a yield of 60.2%.

[0131] NMR characterization data of intermediate (2):

[0132] 1 H NMR (...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
particle sizeaaaaaaaaaa
particle diameteraaaaaaaaaa
thicknessaaaaaaaaaa
Login to View More

Abstract

The invention discloses a poly(triphenylamine-benzothiophene / furan) dye and its application. The poly(triphenylamine-benzothiophene / furan) dye has a triphenylamine structural unit containing a conjugated system and a carboxyl group and Structural monomer for benzothiophene / furans with long alkyl side chains. The poly(triphenylamine-benzothiophene / furan) dye has good symmetry and solubility, and the rigid planar π-conjugated skeleton can promote electron delocalization and intermolecular interaction, which can effectively increase the charge mobility, and the poly(three Aniline-benzothiophene / furan) dyes can be used as dye layer materials to prepare dye-sensitized solar cells with high current density and high photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to a poly(triphenylamine-benzothiophene / furan) dye and its application, and belongs to the field of synthesis and application of functional dyes. Background technique [0002] With the decrease of petroleum resources and the increase of energy demand, human beings are facing more and more serious energy shortage problems, and people pay more and more attention to the research of low-cost and renewable solar cells. In the field of solar cells, silicon solar cells occupy a relatively large market share due to their high conversion rate and mature technology. However, the raw materials of silicon solar cells are expensive, the production cost is high, and its photoelectric conversion efficiency is difficult to further improve. These defects severely limit development of silicon solar cells. Especially since 1991 by the Swiss Since the dye-sensitized titanium dioxide nano-film new organic solar cell (Nature, 1991, 353, 737) propose...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04C07D495/04C09B69/10H01G9/20
CPCY02E10/542
Inventor 潘春跃胡祝兵喻桂朋王刚
Owner CENT SOUTH UNIV