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

A kind of double d-π-a type column [5] arene dye and its synthesis method and application

A technology of dyes and aromatics, applied in the field of dye-sensitized solar cells, to achieve high photoelectric conversion efficiency, increase short-circuit current, and enhance the effect of absorption capacity

Active Publication Date: 2021-10-26
SOUTH CHINA UNIV OF TECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Bilateral dyes with pillar[5]arene as the conjugated bridging structure have not been reported so far

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
  • A kind of double d-π-a type column [5] arene dye and its synthesis method and application
  • A kind of double d-π-a type column [5] arene dye and its synthesis method and application
  • A kind of double d-π-a type column [5] arene dye and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Synthesis of Double D-π-A Pillar[5]Arene Dyes

[0047] As an example, the structural formula of the double D-π-A type column [5] aromatic hydrocarbon dye synthesized in Example 1 is as follows:

[0048]

[0049] n takes the value of 1, R 1 is a branched chain alkyl group with 8 carbon atoms, R 2 is an alkyl group with 1 carbon atom; X is an S atom.

[0050] The method for synthesizing double D-π-A type column [5] arene dyes, comprises the steps:

[0051] (1) Synthesis of compound 2

[0052]

[0053] 3.11 g (5 mmol) of compound 1 was dissolved in redistilled tetrahydrofuran as a solvent, cooled in an ice-water bath to 0°C, and 1.068 g (6 mmol) of NBS in tetrahydrofuran solution was added dropwise, and allowed to naturally warm to room temperature for 12 hours. Pour into water, add dichloromethane to extract 3 times, wash the organic layer with saturated brine, combine the organic phases, dry and concentrate, the crude product is separated and purified by column...

Embodiment 2

[0068] The double D-π-A type column [5] arene dye that embodiment 1 makes carries out ultraviolet-visible absorption spectrum test, and ultraviolet-visible absorption spectrum is as follows figure 1 shown.

[0069] Among them, the relevant parameters and instruments of the ultraviolet-visible absorption spectrum test are as follows.

[0070] Solvent: chloroform;

[0071] Concentration: 2×10 -5 M;

[0072] temperature: room temperature;

[0073] Instrument: Shimadzu UV-2450 UV-Vis spectrophotometer.

[0074] From figure 1 It can be seen that in the chloroform solution, the double D-π-A type column [5] aromatic hydrocarbon dyes prepared in Example 1 show two main absorption peaks, one is the absorption peak of the π-π* transition, and the other It is the absorption peak of intramolecular charge transfer (ICT), the molar extinction coefficient of the dye is high, and the absorption range is wide, exceeding 30000M in the range of 400-550nm -1 cm -1, which indicates that th...

Embodiment 3

[0076] Applying the double D-π-A pillar [5] arene dye prepared in Example 1 of the present invention to the preparation of dye-sensitized solar cells includes the following steps:

[0077] (1) Attached with a transparent conductive layer (F-doped SnO 2 Coating) glass pretreatment: the cut FTO (width 1.2cm, length 1.7cm) was ultrasonically cleaned, and rinsed several times with deionized water. Then soak in KOH saturated ethanol solution for 24h. Then use deionized water, acetone, deionized water and ethanol to ultrasonically clean, dry and store for later use;

[0078] (2)TiO 2 Preparation of nanocrystalline slurry: at room temperature, 15mL Ti(OBu) 2 50 mL of acetic acid and deionized water were added to the mixture with 20 mL of EtOH under vigorous stirring (600 rpm), and the stirring was continued for 1 h. The mixture was transferred into an autoclave lined with Teflon (polytetrafluoroethylene), treated at 230° C. for 12 h, and then cooled to room temperature naturally....

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
thicknessaaaaaaaaaa
lengthaaaaaaaaaa
widthaaaaaaaaaa
Login to View More

Abstract

The invention discloses a double D-π-A type pillar [5] arene dye, a synthesis method and an application thereof. The double D-π-A type pillar [5] arene dye has a conjugated structure, the synthesis of the double D-π-A type pillar [5] arene dye and its application in dye-sensitized solar cells. The present invention uses the benzene ring of the alkoxy pillar [5] arene as a conjugated bridging structure to increase the conjugation of the dye molecule, and bridge the left and right two D-π-A structural units through the alkoxy pillar [5] arene To enhance the molar absorptivity of the dye and broaden the light-harvesting range of the dye, the three-dimensional spatial structure of pillar arenes is used to inhibit the aggregation of dye molecules. The dye has excellent light-harvesting ability, and the dye-sensitized solar cell constructed with the dye can obtain larger photocurrent and voltage, thereby achieving higher photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to the application field of photoelectric conversion materials in fine chemical industry and the technical field of dye-sensitized solar cells, in particular to a double D-π-A type pillar [5] aromatic dye, a synthesis method and application thereof. Background technique [0002] Dye-sensitized solar cells (DSSCs) are a novel flexible device for converting solar energy into electricity. This type of battery is simple and convenient to prepare, and can obtain high energy conversion efficiency under outdoor light and indoor weak light, making it possible to apply it in commercial fields such as interior decoration and building curtain walls, and has attracted the attention of the market. The advantage is that a small amount of dye can be used to prepare a large number of devices through the dye bath, the cost is cheap, and the preparation process is simple and repeatable. For a high-performance dye-sensitized solar cell, the structu...

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): C07D417/14C09B23/10H01G9/20
CPCC07D417/14C09B23/0058C09B23/105H01G9/2059Y02E10/542
Inventor 曹德榕廖超强
Owner SOUTH CHINA UNIV OF TECH