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

Diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative and its preparation method and application

A diketopyrrolopyrrole and benzothiadiazolyl technology, which is applied in the field of diketopyrrolopyrrole organic small molecule optoelectronic materials and its preparation, can solve the problems of less research, achieve fewer synthesis steps, and enhance π -π interaction, effect of improving hole transport performance

Active Publication Date: 2020-07-28
XUZHOU UNIV OF TECH
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, this efficient and environmentally friendly direct arylation synthesis of DPP derivatives still has many synthetic challenges. In addition, the research on diketopyrrolopyrrole-benzothiadiazolyl conjugated derivatives in organic solar cells and organic field-effect transistors is relatively limited. few

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
  • Diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative and its preparation method and application
  • Diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative and its preparation method and application
  • Diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] This embodiment discloses the organic small molecule diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative TBT (DPPT 2 ) 2 Concrete synthetic process, reaction formula is as follows:

[0030]

[0031] Add compound BrDPPT to a 25 mL Shrek tube 2 (0.178g, 22mmol), TBT (0.033g, 11mmol), anhydrous K 2 CO 3 (373mg, 0.27mmol), PivOH (29.2mg, 0.032mmol) and Pd(OAc) 2 (4.5 mg, 0.022 mmol). Stir in anhydrous state, add dimethylacetamide (DMA, 5 mL), and react at 110° C. for 10 hours under nitrogen protection. Stop the reaction, cool to room temperature, extract the organic phase with dichloromethane, wash with water, dry over anhydrous sodium sulfate, and filter. The organic phase was purified by column chromatography, the stationary phase was silica gel, and the eluent was petroleum ether / dichloromethane. After separation, washing with methanol and drying was obtained as a black solid (160 mg, 81%). 1 H NMR (400MHz,): δ (ppm) 8.82 (m, 4H), 8.06 (d, J = 2.8Hz, ...

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 pyrrolopyrrole diketone-benzothiadiazolyl conjugated derivative and a preparation method and application thereof. The pyrrolopyrrole diketone-benzothiadiazolyl conjugated derivative has the general structure shown in the description. The preparation method comprises the following steps of: under the protection of nitrogen, putting 4,7-bis (thiophene-2-yl) benzo[c][1,2,5]thiadiazole and pyrrolopyrrole diketone bithiophene compounds into a reaction system catalyzed by palladium acetate, carrying out carbon-hydrogen activation direct coupling reaction, and separating and purifying the prepared crude product to obtain the pyrrolopyrrole diketone-benzthiadiazolyl conjugated derivative. According to the invention, the dithienyl pyrrolopyrrolopyrrolodione and the benzothiadiazolyl derivative are coupled, so that the prepared material has good visible near-infrared light absorption performance, and higher hole mobility, solubility and photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to a diketopyrrolopyrrole organic small molecule optoelectronic material and a preparation method thereof. The diketopyrrolopyrrole-benzothiadiazolyl conjugated derivative can be applied to organic solar cells and organic thin film field effect transistors , belongs to the field of organic optoelectronic materials. Background technique [0002] Solution-processed organic semiconductors have the advantages of simple preparation process, low cost, flexible devices and large-area production, and have attracted extensive attention in recent years. Among them, organic small molecule materials have the advantages of fixed structure and small material batch difference, and have become a hot spot in the research of organic semiconductors. [0003] Diketopyrrolopyrrole (DPP) is a commonly used dye, and the DPP core has good planarity and strong intermolecular interactions, including hydrogen bonding and π–π interactions, to facilitate cha...

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 Patents(China)
IPC IPC(8): C07D519/00C07D487/04H01L51/30
Inventor 王士凡堵锡华董黎明王晓辉么冰臧运晓
Owner XUZHOU UNIV OF TECH
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com