Zigzag type medium and wide bandgap small molecule electron donor materials based on thienoisobenzopyran and their applications

A technology of benzopyran and small molecules, which is applied in zigzag-type medium and wide bandgap small molecule electron donor materials based on thienoisobenzopyran and its application field, which can solve the problem that the types of donor materials are not wide enough

Active Publication Date: 2020-02-14
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the types of donor materials with good performance that can be selected in the photoactive layer are still not wide enough, especially the types of small molecule donor materials are even less

Method used

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  • Zigzag type medium and wide bandgap small molecule electron donor materials based on thienoisobenzopyran and their applications
  • Zigzag type medium and wide bandgap small molecule electron donor materials based on thienoisobenzopyran and their applications
  • Zigzag type medium and wide bandgap small molecule electron donor materials based on thienoisobenzopyran and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The synthesis route of the D-A-D type aldehyde (9) conjugated derivative with thienoisobenzopyran as the electron-donating (A) unit and 5,6-bisfluorobenzothiadiazole as the electron-withdrawing (A) unit is as follows, detailed See Examples 1-6.

[0033]

[0034] Synthesis of 2-(tributyltin)-3-methoxythiophene

[0035]Compound 1 (40mmol, 4.56g) was placed in a 250mL dry three-necked flask, 70mL of dry tetrahydrofuran was added, and dissolved by magnetic stirring. Under the protection of nitrogen, n-butyllithium n-hexane solution (1.6M , 27mL), reacted for 1h, and naturally rose to room temperature for 0.5h. Then the temperature was lowered to -78°C, tributyltin chloride (44mmol, 14.32g) was added, and the reaction was raised to room temperature for 12h. Pour the reaction mixture into 90 mL of water, extract petroleum ether 2 to 3 times, 30 mL each time, collect the light yellow organic phase, and then wash the organic phase with saturated potassium carbonate solutio...

Embodiment 2

[0053] Thienoisobenzopyran-based A 1 -D-A-D-A 1 Characterization of properties of medium and wide bandgap small molecule electron donor materials and fabrication and performance testing of photovoltaic devices

[0054] Novel Thienoisobenzopyran Derivative Donor Unit and Synthesis of All Intermediates in Its Synthesis 1 H NMR was measured by Bruker Dex-400 NMR instrument, and the ultraviolet-visible absorption spectrum of the zigzag type medium-wide bandgap small molecule electron donor material was measured by HP-8453 ultraviolet-visible spectrometer.

[0055] Based on thienoisobenzopyran, with A 1 -D-A-D-A 1 The organic solar cell device of the zigzag type medium-wide bandgap small molecule electron donor material of the frame includes: indium tin oxide (ITO) conductive glass anode layer, polystyrene sulfonate (PEDOT / PSS) anode modification layer, photoactive layer and cathode. The photoactive layer is composed of the small molecule photovoltaic material and PC 71 BM bl...

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Abstract

The invention relates to the synthesis of a class of zigzag-type medium and wide bandgap small molecule photovoltaic materials based on thienoisobenzopyran, and their application in small molecule photovoltaic devices. The electron-donating (D) unit of this kind of medium and wide bandgap small molecule material is a thienoisobenzopyran derivative, the central electron-accepting (A) unit is 5,6-bisfluorobenzothiadiazole, and the terminal electron-accepting (A 1 ) units are rhodanine, indandione and derivatives thereof. They can be widely used as donor materials in high-efficiency solution-processed small-molecule solar cells. When the acceptor material of the device is fullerene (PC 71 BM), the maximum energy conversion efficiency and open circuit voltage of the bulk heterojunction small molecule solar cells are as high as 7.55% and 0.9V, respectively. The invention realizes the high-efficiency energy conversion of the medium and wide band gap small molecule photovoltaic material in the small molecule solar cell.

Description

technical field [0001] The invention relates to the field of organic photovoltaics, in particular to a class of thienoisobenzopyran as the electron-donating (D) unit, 5,6-bisfluorobenzothiadiazole as the center of the electron-accepting (A) unit, connected at the end Indanediones or cyanorhodanines accept electrons (A 1 ) units, with A 1 -D-A-D-A 1 Synthesis of framed zigzag-type medium-wide bandgap small-molecule electron donor materials and their application in organic solar cells. [0002] technical background [0003] Today's energy and environmental issues are becoming more and more prominent, and seeking new green and pollution-free energy has always been a global priority. Solar energy has become the development direction of green energy in today's society due to its inexhaustible, inexhaustible, environmentally friendly and safe advantages, and the solar cell technology that converts solar energy into electrical energy is the research focus of development and appli...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D519/00H01L51/42H01L51/46
CPCC07D519/00H10K85/656H10K85/655H10K85/657H10K30/00Y02E10/549
Inventor 朱卫国王文超顾子倩郝儒林马超朱梦冰彭文红
Owner CHANGZHOU UNIV
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