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

D-A small molecule compounds, and preparation method and application thereof

A technology of small molecular compounds and compounds, applied in the field of solar cells, to achieve the effects of high thermal and chemical stability, enhanced electron donating ability, and strong transfer ability

Active Publication Date: 2016-12-07
NANCHANG HANGKONG UNIVERSITY
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, the photovoltaic performance of small-molecule solar cells has been greatly improved, especially the photoelectric conversion efficiency of the device has been greatly improved, but the matching problem between the absorption spectrum of small-molecule materials and the solar spectrum is still a constraint for organic small-molecule materials. Key factor for improved efficiency of molecular solar cells

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
  • D-A small molecule compounds, and preparation method and application thereof
  • D-A small molecule compounds, and preparation method and application thereof
  • D-A small molecule compounds, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0028] The present invention also provides a preparation method of the D-A type small molecule compound described in the above technical scheme, which includes the following steps:

[0029] Under a protective gas atmosphere, the compound having the structure shown in formula IV, the electron-withdrawing monomer and the catalyst are reacted in an organic solvent system to obtain a D-A type small molecule compound having the structure shown in formula I, formula II or formula III;

[0030]

[0031] The electron withdrawing monomer is malononitrile, 2-ethylhexyl cyanoacetate or 3-ethyl rhodanine.

[0032] In the present invention, the compound having the structure represented by formula IV, the electron-withdrawing monomer and the catalyst are reacted in an organic solvent system under a protective gas atmosphere to obtain the D-A type small molecule compound described in the above technical scheme. In the present invention, when the electron withdrawing monomer is malononitrile, the pr...

Embodiment 1

[0096] Under the protection of argon, 0.2g (0.277mmol) of the compound represented by the structure of formula IV and 5mL CH were added to a 25mL round bottom flask. 2 Cl 2 And 54 mg of malononitrile (0.831 mmol); 15 mg of L-alanine was dissolved in 4.5 mL of absolute ethanol, the resulting L-alanine solution was added dropwise to the flask, and the reaction was stirred at 40°C overnight;

[0097] Add 30mL water to the resulting reaction solution and 50mLCH 2 Cl 2 After extraction, the obtained organic layer was washed three times with 0.36 g / mL brine, filtered, and the solvent was distilled off under reduced pressure under the conditions of a vacuum degree of 0.1 MPa and a distillation temperature of 35° C. to obtain a crude product;

[0098] The crude product obtained is purified by column chromatography. The column chromatography uses a silica gel column. The eluent of the column chromatography is CH with a volume ratio of 2:1. 2 Cl 2 And n-hexane to obtain 0.098 g of dark red so...

Embodiment 2

[0104] Under the protection of argon gas, 0.2g (0.277mmol) of the compound with the structure shown in formula IV and 28mL CH 2 Cl 2 , 1.35mL (6.73mmol) of 2-ethylhexylcyanoacetate and a catalytic amount of triethylamine, the resulting mixed solution was stirred and reacted at room temperature for 12h;

[0105] The obtained reaction solution was subjected to vacuum distillation to remove the solvent under the conditions of a vacuum degree of 0.1 MPa and a distillation temperature of 35° C. to obtain a crude product;

[0106] The crude product obtained is purified by column chromatography. The column chromatography uses a silica gel column. The eluent of the column chromatography is CH in a volume ratio of 2:1. 2 Cl 2 And n-hexane to obtain 0.15 g of dark red solid.

[0107] The yield of the product calculated by the present invention is 50%.

[0108] In the present invention, the obtained deep red solid is subjected to hydrogen nuclear magnetic resonance spectroscopy, and the result is...

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
thicknessaaaaaaaaaa
thicknessaaaaaaaaaa
Login to View More

Abstract

The invention provides D-A small molecule compounds disclosed as Formula I, Formula II or Formula III, wherein phenothiazine is used as an electron donating group, and malononitrile, 2- ethylhexylcyano acetate or 2-ethylrhodanine is used as an electron withdrawing group. In the invention, the D-A-structure small molecules have the phenomenon of internal charge transfer, thereby being beneficial to enhancing the absorbability of the material. The electron withdrawing group can regulate the energy level of the small molecule coumpounds of the material to obtain the narrowband photovoltaic material with favorable properties. Besides, the phenothiazine has the moderate space deformability, and has the nonplanar geometric configuration due to the introduction of the side chain alkyl, and N and S atoms in the phenothiazine unit are beneficial to enhancing the electron donating capacity of the molecule main chain. The experimental result indicates that the solar cell device with the D-A small molecule compound layer has higher photovoltaic energy conversion efficiency (2.8% or so).

Description

Technical field [0001] The invention relates to the technical field of solar cells, in particular to a D-A type small molecule compound and a preparation method and application thereof. Background technique [0002] Organic solar cells are another new type of non-fossil energy application after inorganic solar cells, which are in line with the development requirements of clean, pollution-free renewable energy. Organic solar cells are thinner, more flexible, cheaper, and more diverse in color, shape, and transparency. Organic solar cell materials are divided into small molecules and macromolecules. At present, the most efficient is the blend system of polymer donor and fullerene acceptor. However, the molecular structure, molecular weight, and purity of the polymer are uncertain, which will cause differences in the material properties of different batches, which may lead to batch instability during industrial production in the future. Compared with polymer materials, organic sma...

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 Applications(China)
IPC IPC(8): C07D417/14H01L51/46
CPCC07D417/14H10K85/657Y02E10/549
Inventor 秦元成李曼曼刘书强罗旭彪李明俊
Owner NANCHANG HANGKONG UNIVERSITY