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

Asymmetric porphyrin organic micromolecule photovoltaic material as well as preparation method and application thereof

A photovoltaic material and small molecule technology, applied in photovoltaic power generation, organic chemistry, silicon organic compounds, etc., can solve the problem of low photoelectric conversion efficiency, and achieve the effects of optimizing solubility, wide spectral absorption range, and broadened absorption spectrum.

Inactive Publication Date: 2017-11-24
SOUTH CHINA UNIV OF TECH
View PDF2 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, solar cells based on asymmetric small-molecule donor materials are rarely reported and have low photoelectric conversion efficiencies

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 porphyrin organic micromolecule photovoltaic material as well as preparation method and application thereof
  • Asymmetric porphyrin organic micromolecule photovoltaic material as well as preparation method and application thereof
  • Asymmetric porphyrin organic micromolecule photovoltaic material as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Synthesis of compound 3:

[0040] The equation for the reaction is as follows:

[0041]

[0042] Under the protection of argon, add 5-acetylene-15-(triisopropylsilylacetylene)-10,20-bis(5-(2-ethylhexyl)thiophene) zinc porphyrin into a 100mL two-neck round bottom flask Phenyl (compound 1) (762mg, 0.79mmol), 5-bromo-3-n-octyl-2-thiophene acetaldehyde (compound 2) (476mg, 1.58mmol), anhydrous THF (40mL), triethylamine (20mL ), Tetrakis(triphenylphosphine)palladium (90mg, 0.079mmol) and cuprous iodide (15mg, 0.079mmol), protected from light, stirred and reacted at 65°C for two days; after the reaction was completed, cooled to room temperature, washed with water, It was extracted with chloroform, dried over anhydrous sodium sulfate, and spin-dried, and the product was separated by silica gel column, and then gel permeation chromatography was used to obtain a purple solid, namely compound 3. 1H NMR (500MHz, deuterated chloroform) δ / ppm 9.85(s, 1H), 9.73(d, J=4.5Hz, 2H), ...

Embodiment 2

[0044] Synthesis of compound 4:

[0045] The equation for the reaction is as follows:

[0046]

[0047] Add compound 3 (680mg, 0.57mmol), THF (35mL) to a 100mL single-necked round-bottom flask, and then slowly add (1 drop / second) tetrabutylammonium fluoride (0.68mmol); after the reaction is complete, add water to quench , extracted with chloroform, dried over anhydrous sodium sulfate, and spin-dried to obtain a brown solid, namely compound 4, which was directly used in the next reaction after drying without further purification.

Embodiment 3

[0049] Synthesis of compound 6 (thienoporphyrin containing aldehyde group):

[0050] The equation for the reaction is as follows:

[0051]

[0052] Compound 4 (492mg, 0.47mmol) and 2,5-bis(2-ethylhexyl)-3,6-bis(2'-thienyl)-pyrrolo[3,4-c]pyrrole-1,4 (2H,5H)-Diketone (Compound 5) (425mg, 0.71mmol) was dissolved in 32mL of tetrahydrofuran and 16mL of triethylamine, then added tetrakis(triphenylphosphine) palladium (54mg, 0.047mmol) and iodide Cuprous (9 mg, 0.047 mmol), reacted at 65 ° C for 48 hours; after the reaction was completed, water was added to the reaction flask, extracted with chloroform, washed several times with water, and the organic phase was evaporated to dryness on a rotary evaporator to obtain the crude The product was purified by silica gel column, and compound 6 was obtained after vacuum drying. 1 H NMR (500 MHz, deuterated chloroform): δ9.85(s, 1H), 9.52(d, J=4.5Hz, 2H), 9.48(d, J=4.5Hz, 2H), 9.17(d, J= 4.5Hz, 4H), 8.92(d, J=4.5Hz, 1H), 8.72(m, 1H), 7.7...

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 belongs to the field of organic micromolecule photovoltaic materials, and discloses an asymmetric porphyrin organic micromolecule photovoltaic material as well as a preparation method and application thereof. The asymmetric porphyrin organic micromolecule photovoltaic material is shown as the formula I, wherein B and C respectively represent end group dying groups and are different; and M is a metal ion or hydrogen; Ar is hydrogen, an alkyl group, an alkoxy group, and a substituted or unsubstituted aroma group. According to the asymmetric porphyrin organic micromolecule photovoltaic material, the molecular energy level is regulated, the open circuit voltage of devices is increased, the film forming properties of the material are improved, and the properties of the devices are improved. The material disclosed by the invention is used, an organic photovoltaic battery prepared by a solution processing method has high device properties, and the material has important application prospects when being used for preparing solar batteries.

Description

technical field [0001] The invention belongs to the field of organic small molecule photovoltaic materials, in particular to a class of asymmetric porphyrin organic small molecule photovoltaic materials and its preparation method and application. Background technique [0002] In the effective use of solar energy, the use of photovoltaic cells to convert solar energy into electrical energy is the fastest growing and most dynamic research field in recent years. Solution-processable organic polymer and organic small molecule solar cells have potential advantages such as low cost, easy processing (such as spin coating, inkjet printing, etc.), and suitable for the preparation of large-area flexible devices, which can not only simplify the preparation of devices The process can also greatly reduce the preparation cost, and thus has received extensive attention. The donor materials in battery active materials can be divided into conjugated polymers and small organic molecules acco...

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): C07F7/08C07F7/10C07D487/22C07D519/00H01L51/42H01L51/46
CPCC07D487/22C07D519/00C07F7/0812H10K85/381H10K85/40H10K30/00Y02E10/549
Inventor 彭小彬赖天奇陈学彬张琳肖练钢
Owner SOUTH CHINA UNIV OF TECH
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