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

Perylene bisimide polymer as well as preparation method and application thereof

A perylene imide and polymer technology, applied in the field of polymer synthesis, can solve the problems of reducing electron mobility, reducing electron mobility, affecting device performance, etc., to achieve improved device performance, high fill factor, and high electron mobility Effect

Active Publication Date: 2019-01-11
WUHAN INSTITUTE OF TECHNOLOGY
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although this type of polymer material has a series of advantages above, there is a general problem in its material: because there is a strong steric hindrance effect at the perylene position of the perylene imide unit, the polymer main chain structure is non-planar, resulting in electron Reduced mobility, which ultimately affects device performance
It is worth mentioning that although the work of Zhao Dahui and others has made the conversion efficiency of the device the highest so far, there is still a certain steric hindrance effect between the carbon-carbon double bond and the perylene imide unit in the molecular structure, which reduces the electron migration. rate, and may even cause excessive phase separation

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
  • Perylene bisimide polymer as well as preparation method and application thereof
  • Perylene bisimide polymer as well as preparation method and application thereof
  • Perylene bisimide polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A perylene imide polymer, the reaction scheme is shown in formula III, and its preparation method specifically includes the following steps:

[0033] Take bis(trimethyltin)acetylene (82mg, 0.23mmol) and N,N'-bis(1-pentylhexyl)-1,7-dibromo-perylenediimide (200mg, 0.23mmol), three (dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 , 4.3mg, 4.7μmol) and tri-o-tolylphosphine (P(o-tol) 3 , 5.2mg, 17μmol) in a 25mL single-necked flask, after nitrogen pumping 3 times to remove the oxygen in the system, use a syringe to inject 5mL of toluene into the above reaction system under the protection of nitrogen, then raise the temperature to 120°C, and stir vigorously for 48h; Then the obtained polymer product system is subjected to end-capping treatment, and 100 mg of 2-tributylstannylthiophene is injected into the obtained product system under the protection of nitrogen for 12 hours, and then 200 mg of 3-bromothiophene is injected into the system for 12 hours, and then the crude prod...

Embodiment 2

[0036] A perylene imide polymer, the reaction scheme is shown in formula IV, and its preparation method specifically includes the following steps:

[0037] Take bis(trimethyltin)acetylene (136.6mg, 0.39mmol) and N,N'-bis(2-ethylhexyl)-1,7-dibromo-6,12-difluoroperylenediimide ( 300mg, 0.39mmol), tris(dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 , 4.5mg, 4.9μmol) and tri-o-tolylphosphine (P(o-tol) 3, 5mg, 16μmol) in a 25mL single-necked flask, after nitrogen pumping 3 times to remove the oxygen in the system, inject 6mL of toluene into the reaction system with a syringe under the protection of nitrogen, raise the temperature to 120°C, stir vigorously for 48h, and then the obtained The polymer product system is end-capped, and 100mg of 2-tributylstannylthiophene is injected into the system under the protection of nitrogen for 12 hours, and then 200mg of 3-bromothiophene is injected into the system for 12 hours, and then the crude product is precipitated with methanol The cru...

Embodiment 3

[0040] A perylene imide polymer, the reaction scheme is shown in formula V, and its preparation method specifically includes the following steps:

[0041] Take bis(trimethyltin)acetylene (71mg, 0.2mmol) and N,N'-bis(1-pentylhexyl)-1,7-dibromo-6,12-difluoro-perylenediimide ( 180mg, 0.2mmol), tris(dibenzylideneacetone)dipalladium (Pd 2 (dba) 3 , 4.2mg, 4.6μmol) and tri-o-tolylphosphine (P(o-tol) 3 , 4.8mg, 16μmol) in a 25mL single-necked flask, after nitrogen pumping 3 times to remove the oxygen in the system, inject 4mL of toluene into the reaction system with a syringe under the protection of nitrogen, raise the temperature to 120°C, stir vigorously for 48h, and then The obtained polymer product system was subjected to end-capping treatment, and 100 mg of 2-tributylstannylthiophene was injected into the system under the protection of nitrogen for 12 hours, and then 200 mg of 3-bromothiophene was injected into the system for 12 hours, and then the crude product was precipitat...

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 perylene bisimide polymer. The structural formula is as shown in the specification. In the formula, R is alkyl, and X is one of H and F atoms. The perylene bisimide polymer provided by the invention is prepared by taking perylene bisimide and carbon-carbon triple bonds as repetitive units and carrying out a Stille coupled reaction. The carbon-carbon triple bond serving asa conjugated micro unit exists in the polymer chain, so that the pi system of polymer molecules can be effectively enlarged, and the content of the perylene bisimide in the polymer chain can be positioned at a high status. Therefore, on one hand, the electronic mobility is improved; and on the other hand, aggregation of the molecules can be weakened, and fill factor improvement is caused. Compared with a common D-A molecule, the molecule in the invention has wide absorption spectrum, and due to introduction of the atom F, the band gap of the polymer is narrowed, and the absorption range is widened; and the polymer has wide and strong absorption in a visible region, has higher short-circuit current than a non-fluorinated polymer, and has excellent solubility, and the solution is easy to process.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and in particular relates to a perylene imide polymer and a preparation method and application thereof. Background technique [0002] With the gradual depletion of fossil energy such as petroleum and the increasingly severe environmental pollution problems, the development and application of renewable energy such as solar energy has gradually become a research focus, and the most effective way to utilize solar energy is mainly to develop solar cells. Traditional silicon-based solar cells have high costs, long energy repayment time, complicated preparation procedures, and are prone to pollution during production. In comparison, organic solar cells have many advantages such as light weight, low cost, easy large-area solution processing, and flexible devices. Therefore, the research and development of active layer materials for organic solar cells with high efficiency has attracted more a...

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): C08G61/12H01L51/42H01L51/46
CPCC08G61/122C08G2261/414C08G2261/3241C08G2261/1412C08G2261/124H10K85/151H10K30/00Y02E10/549
Inventor 刘治田曾娣刘明张林骅高翔
Owner WUHAN 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