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Bis-indenofluorene conjugated polymer laser gain material and preparing method and application thereof

A technology of conjugated polymers and laser gain, which is applied in semiconductor/solid-state device manufacturing, electrical components, circuits, etc., can solve the problems of low mobility and insufficient stability, and achieve low laser threshold, reversible redox characteristics, The effect of high yield

Inactive Publication Date: 2017-09-08
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Technical problem: The purpose of this invention is to provide a bis-indenofluorenyl conjugated polymer laser gain material and its preparation method and application, so as to solve the problems of insufficient stability and low mobility of the existing organic light-emitting material system

Method used

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  • Bis-indenofluorene conjugated polymer laser gain material and preparing method and application thereof
  • Bis-indenofluorene conjugated polymer laser gain material and preparing method and application thereof
  • Bis-indenofluorene conjugated polymer laser gain material and preparing method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Embodiment 1: the synthesis of compound 3

[0036]

[0037] The first step: under the protection of light and nitrogen, fluorene bisboronate (4.13g, 3.93mmol), methyl o-bromobenzoate ((3.38g, 15.72mmol), tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 (0.23g, 0.2mmol), phase transfer catalyst tetrabutylammonium bromide (566.72mg, 1.76mmol), toluene solution (20mL), 2M K 2 CO 3 The solution (10 mL) was added into a 50 mL reaction bottle, and reacted at 95° C. for 24 hours. After the reaction, extract with dichloromethane and water, collect the organic phase, dry with anhydrous magnesium sulfate, filter with suction, distill off the solvent, and the obtained solid is purified by chromatographic column to obtain compound 1 (3.65g, 87%).

[0038]Step II: Under the condition of nitrogen protection, add p-bromhexylbenzene (19.28g, 80mmol) and anhydrous tetrahydrofuran solution (50mL) into a 250mL reaction flask, cool to -78°C, and after half an hour of reaction, slow...

Embodiment 2

[0041] Compound 3 from Example 1 was used to prepare block copolymer A.

[0042]

[0043] Wherein, the synthetic route is as follows respectively:

[0044] reaction route Figure 1 :

[0045]

[0046] The synthetic steps of block copolymer A are as follows:

[0047] Under light protection and nitrogen protection, compound 3 (178mg, 0.1mmol), benzothiadiazole borate (38.9mg, 0.1mmol), tetrakistriphenylphosphine palladium Pd (PPh 3 ) 4 (11.5mg, 0.01mmol), phase transfer catalyst tetrabutylammonium bromide (25mg, 0.05mmol), toluene solution (4.5mL), 2M K 2 CO 3 The solution (1.5 mL) was added into a 15 mL reaction bottle, and reacted at 95° C. for 72 hours. After the reaction, the copolymer A was obtained through alumina column purification, methanol precipitation, and extraction after the reaction.

[0048] Copolymer A: GPC measured Mn=10554, PDI)=1.32.

[0049] Compound 3: 1 H NMR (400MHz, CDCl 3 ): δ7.70(s,2H),7.64(s,2H),7.62(d,J=5.3Hz,2H),7.34(d,J=7.5Hz,2H),7....

Embodiment 3

[0051] Fabrication of Organic Electroluminescent Devices

[0052] OLEDs devices were prepared by solution method, and their device structures were: indium tin oxide (ITO) / PEDOT:PSS (30nm) / emissive layer (EML, 60nm) / 1,3,5-tris(N-phenylimidazole- 2-yl)-benzene (TPBI, 40 nm) / lithium fluoride (LiF, 1 nm) / aluminum (Al, 100 nm) (emissive layer: copolymer A). The maximum luminance of the device is 14082cd / m 2 , At the same time, a high current efficiency of 3.15cd / A was also observed, which is currently a yellow single-layer electroluminescent device with excellent performance.

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Abstract

The invention relates to a bis-indenofluorene conjugated polymer laser gain material and a preparing method and application thereof. The material is a trapezoidal block copolymer obtainerd by adopting a trapezoidal bis-indenofluorene structure as a skeleton and choosing and copolymerizing different receptor structures, and the structural formula of the material is shown in the following general formula I, wherein R1, R2 is one of alkyl, alkoxy, alkylbezene and alkoxyphenyl of C1-C30, and A is an electronic receptor structure modification unit. The material has the advantages of being low in cost, easy and controllable to synthesize, high in yield, good in solubility and the like; meanwhile, the material has good thermal stability, a reversible redox property and good film forming performance, can be prepared into a thin film device by adopting a simple solution film forming mode, present high brightness and excellent light-emitting efficiency in an organic electroluminescent device as an active light-emitting layer, present a low laser threshold value and high gain in an organic laser device at the same time, and is a light-emitting material system with an important application potential.

Description

technical field [0001] The invention belongs to the technical field of optoelectronic materials and applications, and specifically relates to a bisindenofluorenyl conjugated polymer laser gain material and its preparation method and application. The material has excellent thermal stability and good film-forming performance, and can be used as an organic laser The gain medium and the light-emitting host are used to prepare an organic laser device or an organic electroluminescent device through a simple solution processing method. Background technique [0002] Conjugated polymers are very promising host materials with great potential in organic optoelectronic applications, such as OLEDs, OSCs, OFETS, etc. They are also promising candidates for organic laser applications because of their good solid-state quantum efficiencies, high chromophore density in the solid state, large stimulated emission cross-sections, and ease of chemical modification to enhance their optoelectronic p...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/54
CPCC08G61/126C08G2261/95C08G2261/411C08G2261/3246C08G2261/592C08G2261/52C08G2261/126C08G2261/1336C08G2261/148C08G2261/1424C08G2261/18C08G2261/3142H10K85/154H10K85/151H10K85/113
Inventor 赖文勇黄维常驷驹陆婷婷
Owner NANJING UNIV OF POSTS & TELECOMM
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