Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Narrow-band gap non-condensed ring small molecule receptor and preparation method and application thereof

A small-molecule acceptor and narrow-bandgap technology, which is applied in semiconductor/solid-state device manufacturing, electrical solid-state devices, semiconductor devices, etc., can solve the problems of multi-synthesis and purification steps, unfavorable large-scale commercial application of organic photovoltaics, etc.

Inactive Publication Date: 2021-10-01
HANGZHOU NORMAL UNIVERSITY
View PDF6 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these high-efficiency fused-ring electron acceptors have a large fused-ring ladder core, which requires many synthesis and purification steps, which is not conducive to the large-scale commercial application of organic photovoltaics.

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
  • Narrow-band gap non-condensed ring small molecule receptor and preparation method and application thereof
  • Narrow-band gap non-condensed ring small molecule receptor and preparation method and application thereof
  • Narrow-band gap non-condensed ring small molecule receptor and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036]

[0037] (1) Preparation of compound shown in formula IV:

[0038] Under the protection of nitrogen, add the compound shown in formula I (0.70 g, 0.80 mmol) and the compound shown in formula II (2.33 g, 4.00 mmol) and solvent ultra-dry toluene ( 50 mL), after the dissolution was complete, tetrakis(triphenylphosphine)palladium (0.46g, 0.04mmol) was added, heated to 110°C and stirred under reflux for 24h, then cooled to room temperature.

[0039] Post-treatment: Pour the cooled reaction solution into water (100mL) and extract with dichloromethane (100mL×3), wash the organic phase twice with anhydrous MgSO 4 After drying and filtering, the filtrate was removed from the solvent by a rotary evaporator to obtain a crude product. The crude product was separated and purified through a silica gel chromatography column (the effective length of the silica gel was 30cm) using dichloromethane / petroleum ether (1:4 by volume) as the eluent to obtain an intermediate product as a ye...

Embodiment 2

[0058] Embodiment 2 ultraviolet-visible absorption spectrum

[0059] The absorption spectra of the compounds 2T2TT-F and 2T2TSe-F in Example 1 in chloroform solution (10 μM) and in the film state before and after heat treatment were characterized by ultraviolet-visible spectrometer. The former solution was used to measure the UV absorption of the solution, and the latter solution was spin-coated on a quartz plate at 1200 rpm to obtain a thin film, and then the different UV absorptions of the film before and after heat treatment were measured under the conditions of no treatment and heating at 100°C for 5 minutes. , the scanning range is 300nm to 1100nm, the measuring instrument is Jasco V-570UV / VIS / NIR spectrometer, the ultraviolet-visible absorption spectrum is as attached figure 2 shown. The UV-Vis absorption curves of compounds 2T2TT-F and 2T2TSe-F in chloroform are as attached figure 2 As shown in a, the maximum absorption peak wavelengths are 679nm and 694nm respectiv...

Embodiment 3

[0060] Embodiment 3 electrochemical analysis

[0061] The electrochemical properties of the compound are tested by the drop film method (frontier orbital energy level and band gap), and the electrolytic cell uses a three-electrode system (glassy carbon electrode as the working electrode, platinum wire electrode as the auxiliary electrode, saturated Calomel electrode as a reference electrode), and the cyclic voltammetry characteristic curve of the compound was tested using an electrochemical workstation. With ferrocene (Ferrocene, Fc / Fc + ) as internal standard, with methanol as solvent, 0.1M tetrabutylammonium hexafluorophosphate (n-Bu 4 NPF 6 ) as the supporting electrolyte, at 100mV s -1 The electrochemical properties of the compounds 2T2TT-F and 2T2TSe-F were tested at the scanning speed, and the cyclic voltammetry characteristic curves are shown in the attached image 3 shown. The calculation formula of electrochemical energy level is as follows: E HOMO =-e(E ,onse...

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

No PUM Login to View More

Abstract

The invention discloses a narrow-band gap non-condensed ring small molecule receptor which is characterized in that bithiophene or thieno-selenophen is used as a pi bridge, bithiophene with a benzene ring side chain is used as a core, and difluoro-substituted 3-(dicyanomethylene) indanone (FINCN) is used as a terminal receptor unit, namely 2T2TT-F and 2T2TSe respectively. The structural formula is as the following. The invention also discloses a preparation method and application of the narrow-band gap non-condensed ring small molecule receptor. And when the material is applied to organic solar cell devices, the material has good optical and electrochemical properties and photovoltaic performance.

Description

technical field [0001] The invention relates to the technical field of organic photovoltaic small molecule acceptor materials, in particular to a narrow band gap non-condensed ring small molecule acceptor and its preparation method and application. Background technique [0002] The rapid economic development has accelerated energy consumption, and environmental pollution and energy depletion have become two major problems facing society today. Therefore, solar energy has entered people's field of vision as a green and renewable energy. Among them, organic solar cells have attracted extensive attention of researchers due to their advantages such as low cost, low pollution, good flexibility and solution processability. The diversity of material structures in the research of organic solar cells makes the design and synthesis of new organic photoelectric materials one of the research focuses in this field. For organic photovoltaic devices, the most important performance paramet...

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
IPC IPC(8): C07D519/00C07D495/04C07D517/04H01L51/42H01L51/46
CPCC07D519/00C07D495/04C07D517/04H10K85/626H10K85/615H10K85/6576H10K85/657H10K30/20Y02E10/549
Inventor 张倩徐盈盈丁学研邱化玉
Owner HANGZHOU NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com