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Benzodifuran unit-containing polymer and preparation method thereof, and organic electroluminescent device

A benzodifuran and polymer technology, applied in the field of organic electroluminescence devices, can solve the problems affecting the device emission light saturation color purity, emission color stability, high hole injection, obstacles, etc., and achieve novel structure and reduced manufacturing cost. , reduce the effect of the process flow

Inactive Publication Date: 2013-12-18
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The most representative of the existing polymer blue light-emitting materials is polyfluorene, but because the 9-position of fluorene is easily oxidized to form fluorenone, the material is easy to form exciplexes and emit long-wavelength light when emitting light, which seriously affects the light emission of the device. Saturated color purity and luminous color stability
At the same time, polyfluorene has a higher hole injection barrier due to its lower lowest occupied molecular orbital (HOMO) energy level.

Method used

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  • Benzodifuran unit-containing polymer and preparation method thereof, and organic electroluminescent device
  • Benzodifuran unit-containing polymer and preparation method thereof, and organic electroluminescent device
  • Benzodifuran unit-containing polymer and preparation method thereof, and organic electroluminescent device

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Experimental program
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preparation example Construction

[0037] The preparation method of the polymer containing benzodifuran unit of one embodiment, such as figure 1 shown, including the following steps:

[0038] Step S1, providing compound A and compound B.

[0039] The structural formula of compound A is:

[0040] The structural formula of compound B is: Among them, R is C 1 ~C 20 of alkyl.

[0041] In this embodiment, monomer A can be synthesized by referring to the method disclosed in the literature (Adv.Funct.Mater.2008, 18, 2335), and monomer B can be synthesized by referring to the method disclosed in the literature (J.Org.Chem.2010.75.3351) synthesized or purchased from the market.

[0042] Step S2, preparing a polymer P containing benzodifuran units.

[0043] In an oxygen-free environment, compound A and compound B with a molar ratio of 1:1 to 1:1.2 are added to an organic solvent containing a catalyst and an alkali solution to carry out a Suzuki coupling reaction, and the catalyst is organic palladium or organic...

Embodiment 1

[0062] This embodiment discloses poly{9,9-bis(4-(di-p-tolyl)aminophenyl)-2,7-fluorene-co-2,6-bis(N,N-di-n- Octylamino)-3,7-dicyanobenzo[1,2-b:4,5-b′]difuran} (polymer P1 containing benzodifuran units):

[0063]

[0064] The preparation process of the above-mentioned polymer P1 containing benzodifuran units is as follows:

[0065] Under the protection of argon, compound A: 9,9-bis(4-(di-p-tolyl)aminophenyl)-2,7-dibromo-fluorene (192 mg, 0.2 mmol), compound B: 2, 6-bis(N,N-di-n-octylamino)-3,7-dicyano-4,8-diiodobenzo[1,2-b:4,5-b']difuran (188mg, 0.2mmol) was added into a flask filled with 10ml of toluene solvent to fully dissolve, vacuumed to deoxygenate and filled with argon, then added bistriphenylphosphinepalladium dichloride (5.6mg, 0.008mmol); the flask was heated to 100°C The Suzuki coupling reaction was carried out for 48h. Subsequently, the polymerization reaction was stopped after cooling down, and 50 ml of methanol was added dropwise to the flask for sedimentatio...

Embodiment 2

[0072] This embodiment discloses poly{9,9-bis(4-(di-p-tolyl)aminophenyl)-2,7-fluorene-co-2,6-bis(N,N-di-n- Eicosylamino)-3,7-dicyanobenzo[1,2-b:4,5-b']difuran} (polymer P2 containing benzodifuran units):

[0073]

[0074] The preparation process of the above-mentioned polymer P2 containing benzodifuran units is as follows:

[0075] Under the protection of a mixed gas of nitrogen and argon, compound A: 9,9-bis(4-(di-p-tolyl)aminophenyl)-2,7-dibromo-fluorene (288mg, 0.3mmol), compound B : 2,6-bis(N,N-di-n-eicosylamino)-3,7-dicyano-4,8-diiodobenzo[1,2-b:4,5-b'] Add difuran (484mg, 0.3mmol) and 15mL tetrahydrofuran into a two-necked bottle of 50mL specification, fully dissolve, pass through a mixture of nitrogen and argon to exhaust the air for about 20min, and then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol ) was added therein, and the mixed gas of nitrogen and argon was fully ventilated for about 10 minutes, and then the two-necked bottle was added to 70° C. f...

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Abstract

A benzodifuran unit-containing polymer has the following structural formula as shown in the specification, wherein R is C1-C20 alkyl, and n is an integer of 10-100. Benzodifuran in the benzodifuran unit-containing polymer has a large-plane and conjugation structure, is in favor of charge transport, and is an excellent electron transport unit; nitrogen atoms are modified by alkyls, so as to improve the solubility property and the film-forming property of the polymer, and an energy level of the polymer can be adjusted through introduction of cyanogroups. Triphenylamine is a quite good hole transport unit; a triphenylamine group is introduced into a backbone of the benzodifuran-based polymer, and thus balance of current carriers of an electroluminescent device is achieved, so as to solve the problem of the low efficiency of the organic electroluminescent device. The invention also provides a preparation method of the benzodifuran unit-containing polymer and the organic electroluminescent device employing the benzodifuran unit-containing polymer.

Description

【Technical field】 [0001] The invention relates to the field of optoelectronics, in particular to a polymer containing benzodifuran units, a preparation method thereof and an organic electroluminescent device using the polymer containing benzodifuran units. 【Background technique】 [0002] Since Burroughes and Friend first reported polymer light-emitting diodes (PLEDs), in the past nearly two decades, PLEDs have aroused intense research and development interest in fabricating ultra-thin, full-color, and large-area flat-panel displays. made great progress. The soluble processability of PLEDs makes it possible to fabricate devices by cost-effective printing techniques, such as inkjet printing and screen printing, which are less costly than vacuum-evaporated small-molecule organic light-emitting diodes and are commercially available. Also more feasible. [0003] In order to realize PLEDs-based flat panel displays and solid-state lighting, high-performance red, green, and blue l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H01L51/54
Inventor 周明杰王平张振华钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD