Synthesis and application of novel pyridinotriazole receptor and luminescent polymer thereof

A technology of polymers and compounds, applied in the field of materials, to achieve good application prospects, simple synthetic routes, and high yield effects

Pending Publication Date: 2021-10-15
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] With the gradual and in-depth research on organic optoelectronic devices (such as OFETs, organic photovoltaic devices, and OLEDs, etc.), great progress has been made in the carrier mobility

Method used

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  • Synthesis and application of novel pyridinotriazole receptor and luminescent polymer thereof
  • Synthesis and application of novel pyridinotriazole receptor and luminescent polymer thereof
  • Synthesis and application of novel pyridinotriazole receptor and luminescent polymer thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0088] Example 1, polymer PPT-TT-PT-2FBT, R is 5-decyl epheetoalkyl (formula I-1)

[0089]

[0090] Reaction equation figure 1 (a) shown.

[0091] (1) 4,7-dibromo-2H- [1, 2, 3] triazole [4,5-C] pyridine

[0092] 2,5-dibromo-3,4-diaminopyridine (4.00 g, 14.99 mmol), 60 ml of acetic acid, ultrasonic acid, and then stirred while stirring, while stirring while stirring while stirring while stirring while stirring while stirring. Sodium nitrite ( 1.55 g, 22.48 mmol) was dripped in two bottles, and at 30 ° C for 24 h. Two times were washed twice with distilled water, then filtered to a 250 ml round bottom flask, and about 100 ml of ethanol was added and evaporated to dryness (water with ethanol), drying to give a white solid 4.05 g. Yield: 97.12%.

[0093] The structural characterization data is as follows:

[0094] Mass spectrometry: ESI-MS: [M] - Calcd for c 5 Hbr 2 N 4 - : 276.85, Found: 276.90.

[0095] Nuclear magnetic spectrum and carbon spectrum: 1 H NMR (400 MHz, DMSO) Δ8.49 ...

Example Embodiment

[0113] Example 2, the polymer PPT-TT-PT-TT, R is 5-decyl epheetoalkyl (formula I-2)

[0114]

[0115] The definition of R is the same as the definition of R in the foregoing 1.

[0116] Reaction equation figure 1 (b) shown.

[0117] The first three steps of polymer PPT-TT-PT-2FBT;

[0118] Polymer PPT-TT-PT-TT:

[0119] 2,5-bis (7-bromo-2- (5-decyli-decyoplatopyra) -2H- [1, 2, 3] triazole [4,5-C] pyridine-4 - Base) thiophene [3,2-b] thiophene (100.0 mg, 0.081 mmol), 2,5-bis (trimethyl) thiophene [3,2-b] thiophene (37.73 mg, 0.081 mmol), Catalyst tris (dibenzyl acetone) di palladium (2.25 mg, 0.0024 mmol), ligand tri (o-phenyl) phosphine (5.84 mg, 0.019 mmol) and chlorobenzene (5 mL) were added to the reaction bottle, in argon The three freeze-absorbent-thawing cycles were carried out, and then the reaction mixture was heated to 125 ° C for polymerization at 48 h. After cooling, 100 mL of methanol was added, stirred at room temperature for 3 h, filtered. The resulting precipitate...

Example Embodiment

[0126] Example 3, polymer PPT-TT-PT-2FBT and PPT-TT-PT-TT Optical Properties, Electrochemical Properties and Field Effect Transistors Performance

[0127] (1) Optical and electrochemical properties of polymer PPT-TT-PT-2FBT and PPT-TT-PT-TT

[0128] figure 2 For polymer PPT-TT-PT-2FBT ( figure 2 (a)) and PPT-TT-PT-TT ( figure 2 (b)) The ultraviolet visible absorption spectrum in solution and film.

[0129] Depend on figure 2 It can be seen that polymer film PPT-TT-PT-2FBT ( figure 2 (a)) and PPT-TT-PT-TT ( figure 2 (b) The optical band gap is 1.77 eV and 1.73EV (optical band gap according to formula E). g = 1240 / λ Computation, where E g For the optical band gap, λ is the boundary value of the ultraviolet absorption curve). Depend on figure 2 It can be seen that the three polymers have a relatively strong molecular charge transfer peak indicating that the polymer is strong.

[0130] image 3 For polymer PPT-TT-PT-2FBT ( image 3 (a)) and PPT-TT-PT-TT ( image 3 (b)) Solution (left...

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Abstract

The invention relates to synthesis and application of a novel pyridinotriazole receptor and a luminescent polymer of the novel pyridinotriazole receptor. The structural formula of the luminescent polymer is shown as a formula I. An organic field effect transistor prepared by taking the pyridino-triazole luminescent polymer as a semiconductor layer has relatively high hole mobility (the highest hole mobility is 0.28 cm<2>V<-1>s<-1>) and solid-state luminescent quantum yield (the highest solid-state luminescent quantum yield is 10%), and the pyridino-triazole luminescent polymer has a good application prospect in the organic field effect transistor and a luminescent transistor. The invention synthesizes a novel pyridinotriazole (PT for short) receptor and a luminescent polymer thereof, and studies the luminescent characteristics of the novel pyridinotriazole receptor and the luminescent polymer thereof and the application of the novel pyridinotriazole receptor and the luminescent polymer in OFETs. The pyridinotriazole polymer further expands the types of luminescent polymer materials, and has a good application prospect in organic optoelectronic devices.

Description

technical field [0001] The invention relates to the synthesis and application of a novel pyridotriazole acceptor and a light-emitting polymer thereof, belonging to the field of materials. Background technique [0002] Organic light-emitting transistors (OLETs) are probably the smallest integrated optoelectronic devices to date, which simultaneously combine the switching function of organic field-effect transistors (OFETs) and the electroluminescent properties of organic light-emitting diodes (OLEDs). OLETs provide a good architectural platform for the study of charge injection, charge transport, charge carrier recombination, and light emission in organic semiconductors. This unique architecture makes it ideal for the development of next-generation display technologies and small photonic devices and circuits, which are expected to be applied In new flexible displays, organic electro-pumped lasers and optical communication technologies, etc. [0003] With the gradual and in-d...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/30H01L51/54C09K11/06
CPCC08G61/126C08G61/122C08G61/123C09K11/06C09K2211/1466C09K2211/1458C09K2211/1483C08G2261/124C08G2261/3243C08G2261/3241C08G2261/92C08G2261/95C08G2261/522H10K85/113H10K85/111
Inventor 刘云圻陈金佯匡俊华郭云龙杨杰
Owner INST OF CHEM CHINESE ACAD OF SCI
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