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

Asymmetric organic molecule based on condensed ring electron-withdrawing parent nucleus as well as preparation method and application of asymmetric organic molecule

An organic molecule and electron-absorbing technology, applied in the field of solar cells, can solve the problems of doping perovskite solar cells, high synthesis and preparation costs, and increased device manufacturing costs, to achieve inhibition of recombination, passivation of surface defects, low molecular The effect of symmetry

Active Publication Date: 2022-04-12
HUAIYIN INSTITUTE OF TECHNOLOGY
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis and preparation of Spiro-OMeTAD molecules is expensive, and the perovskite solar cells prepared with them need to be doped, which leads to an increase in the cost of device preparation and a decrease in device stability, which limits its wide-scale commercial application.

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
  • Asymmetric organic molecule based on condensed ring electron-withdrawing parent nucleus as well as preparation method and application of asymmetric organic molecule
  • Asymmetric organic molecule based on condensed ring electron-withdrawing parent nucleus as well as preparation method and application of asymmetric organic molecule
  • Asymmetric organic molecule based on condensed ring electron-withdrawing parent nucleus as well as preparation method and application of asymmetric organic molecule

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Synthesis of Asymmetric Organic Molecular Formula (5)

[0028] The synthetic route is as follows:

[0029]

[0030] The material (1) used in this example is prepared according to the literature Arroyave, F.A.; Richard, C.A.; Reynolds, J.R.Org. Lett. , E.; Schmiedel, A.; Moos, M.; Holzapfel, M.; Krummenacher, I.; Braunschweig, H.; Müller, U.; 25, 15463-15471. Prepared; other reagents can be obtained commercially.

[0031] The synthesis of formula (3) compound:

[0032] Under the protection of argon, add 378mg of raw material (1), 187mg of the compound of formula (2), 10mL of ethanol and 1mL of acetic acid into a 100mL two-necked round-bottomed flask in sequence, and heat to reflux at 120°C for 4h; Suction filtration of water and ethanol gave a yellow-green solid which was compound (3), and 286 mg of the product was obtained with a yield of 54%. HRMS (ESI) calcd for C 16 h 6 Br 3 N 2 S 2 (M+H + ):526.7523.found:526.7535.

[0033] The synthesis of formula (5)...

Embodiment 2

[0036] The synthesis of formula (3) compound:

[0037] Under the protection of argon, add 378mg of raw material (1), 280mg of the compound of formula (2), 10mL of ethanol and 1mL of acetic acid to a 100mL two-necked round-bottomed flask in sequence, and heat to reflux at 120°C for 4h; Suction filtration of water and ethanol gave a yellow-green solid which was compound (3), and 344 mg of the product was obtained with a yield of 65%.

[0038] The synthesis of formula (5) compound:

[0039] Under the protection of argon, into a 100mL two-necked round-bottomed flask, sequentially add 529mg of the compound shown in formula (3), 3.57g of the compound of formula (4), 22mg of tetrakistriphenylphosphine palladium and 20mL of tetrahydrofuran; the reaction system is heated to 80°C The reaction was cooled to room temperature for 8 hours, and the solvent was distilled off under reduced pressure; the crude product was purified by column chromatography (eluent: DCM:MeOH=10:1) to obtain 718 ...

Embodiment 3

[0041] Using the asymmetric organic molecular compound (5) prepared in Example 1 as a hole transport material, according to the literature: Wang, J.; Zhang, H.; Wu, B.; Wang, Z.; Sun, Z. ; Xue, S. Wu, Y.; Hagfeldt, A.; Liang, M. Angew. Chem. 2019, 58, 15721-15725. Preparation of perovskite solar cells. Test light source: AM 1.5 (solarsimulator-Oriel 91160-1000, 300W), data acquisition using Keithley 2400 digital source meter. see test results Image 6 , the short-circuit photocurrent density of the battery device reaches 23.42mAcm -2 , the open circuit voltage is 1.099V, the fill factor is 0.7923, and the photoelectric conversion efficiency reaches 20.39%.

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 relates to the photovoltaic field of solar cells, and discloses an asymmetric organic molecule based on a condensed ring electron-withdrawing parent nucleus, a preparation method of the asymmetric organic molecule and application of the asymmetric organic molecule in a photoelectric device. The preparation method comprises the following steps: cyclizing 2, 7-dibromobenzoquinone dithiophene and 4-bromo-o-phenylenediamine to construct a rigid planar molecular parent nucleus with an electron withdrawing characteristic; and then grafting with methoxytriphenylamine with a three-dimensional twisted configuration to design and synthesize a brand new asymmetric organic molecule. The synthesized organic molecules have proper molecular energy level and high hole mobility, and meanwhile, the film-forming characteristic of the molecules in an amorphous state is effectively improved due to the relatively low molecular symmetry performance, and the film-forming quality of the molecules is improved; and when being applied to a photoelectric device as a hole transport material, the compound can obtain excellent photoelectric properties.

Description

technical field [0001] The invention belongs to the technical field of solar cells, in particular to an asymmetric organic molecule based on a fused-ring electron-absorbing core, its preparation method and its application in photoelectric devices Background technique [0002] As a new generation of photovoltaic technology, perovskite solar cells have the advantages of easy modulation of materials, high efficiency, simple preparation process, and low cost, and have attracted much attention in the field of solar cells in recent years. Its efficiency has rapidly increased from 3.9% (J.Am.Chen.Soc, 2009, 131, 6050) to 25.6% (Nature, 2021, 592, 381.). As an important part of PSCs, the hole transport layer has the important task of collecting holes in the perovskite absorbing layer and transporting them to the counter electrode. crucial impact. Hole transport materials are mainly divided into two categories: organic and inorganic hole transport materials. Inorganic hole transpo...

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): C07D495/14H01L51/46
CPCY02E10/549
Inventor 邹于杰许春晨张莹莹王子恒丁师杰陈静蒋金龙王志辉
Owner HUAIYIN INSTITUTE OF TECHNOLOGY
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