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Copolymer blue light optical material, preparation method, and applications thereof

A blue-light luminescence and copolymer technology, which is applied in luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problem of light emission color stability, low device luminous efficiency, and high hole injection that affect the saturation color purity of the device. and other problems, to achieve the effect of improving solubility and film-forming properties, good solubility, and reduced manufacturing costs

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, because of the lower lowest occupied molecular orbital (HOMO) energy level of polyfluorene, it causes a higher hole injection barrier, which makes the device's luminous efficiency low.

Method used

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  • Copolymer blue light optical material, preparation method, and applications thereof
  • Copolymer blue light optical material, preparation method, and applications thereof
  • Copolymer blue light optical material, preparation method, and applications thereof

Examples

Experimental program
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preparation example Construction

[0038] In the preparation method of the above-mentioned copolymer blue light emitting material, in step S2:

[0039] The catalyst is bistriphenylphosphine palladium dichloride or tetrakistriphenylphosphine palladium, and the molar ratio of the catalyst to compound A is 1:20 to 1:100; or

[0040] The catalyst is a mixture of organic palladium and organic phosphine ligand, the molar ratio of organic palladium to organic phosphine ligand is 1:4-8, and the molar ratio of organic palladium to compound A is 1:20-1:100 The organic palladium is palladium acetate or three dihydrobenzylacetone dipalladium; the organic phosphine ligand is tri-o-tolylphosphine or 2-bicyclohexylphosphine-2',6'-dimethoxybiphenyl;

[0041] The alkali solution is at least one of sodium carbonate solution, potassium carbonate solution and sodium bicarbonate solution; in the alkali solution, the molar ratio of alkali to compound A is 15:1-40:1;

[0042] The organic solvent is at least one selected from toluene, N,N-dim...

Embodiment 1

[0048] The electron-transporting copolymer blue-ray host material of this embodiment is poly{9,9-di-n-octyl-2,7-diylfluorene-co-2,7-diyl-4,9-diphenylanthracene Azole}(P1) (where R is n-octyl group, n=59), its structural formula is as follows:

[0049]

[0050] The preparation steps of the above polymer are as follows:

[0051] The reaction formula is as follows:

[0052]

[0053] Under the protection of argon, 9,9-di-n-octyl-2,7-dipinacol ester fluorene (128mg, 0.2mmol), 2,7-dibromo-4,9-diphenylanthrazole ( 98mg, 0.2mmol) was added to a flask containing 10ml of toluene solvent, after fully dissolved, potassium carbonate solution (2mL, 2mol / L) was added to the flask, vacuumed to remove oxygen and filled with argon, and then added bistriphenylene Phosphine dichloride palladium (5.6mg, 0.008mmol); the flask was heated to 100°C for Suzuki coupling reaction for 48h. Subsequently, the coupling reaction was stopped after cooling, and 50 ml of methanol was added dropwise to the flask for ...

Embodiment 2

[0056] The electron-transporting copolymer blue-ray host material of this embodiment is poly{9,9-dimethyl-2,7-diylfluorene-co-2,7-diyl-4,9-diphenylanthrazole }(P2) (where R is methyl, n=42), its structural formula is as follows:

[0057]

[0058] The preparation steps of the above polymer are as follows:

[0059] The reaction formula is as follows:

[0060]

[0061] Under the protection of a mixture of nitrogen and argon, the 9,9-dimethyl-2,7-dipinacol ester fluorene (134mg, 0.3mmol), 2,7-dibromo-4,9-diphenylanthracene Add azole (147mg, 0.3mmol) and 15mL of tetrahydrofuran into a 50mL two-necked flask. After fully dissolving, add a mixture of nitrogen and argon to exhaust air for about 20 minutes, and then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol) Add to it, after fully dissolving, add sodium bicarbonate solution (3mL, 2mol / L). After fully ventilating the mixed gas of nitrogen and argon for about 10 minutes, the two-necked flask was added to 70 ℃ for Suzuki couplin...

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Abstract

The invention belongs to the field of organic semiconductor materials, and discloses a copolymer blue light optical material, a preparation method, and applications thereof. The copolymer blue light optical material has a structure, which is represented in the description, wherein the R represents an alkyl with a carbon number of 1 to 20, and n is an integer in the range of 10 to 100. The copolymer blue light optical material comprises an anthrazole unit, which contains two nitrogen atoms and is an excellent electronic transportation unit. Polyfluorene is an important electroluminescent copolymer, alkyl modification can be carried out on the 9 position of polyfluorene, and thus the solubility property and film-forming property can be improved. Through introducing an anthrazole group into the main chain of polyfluorene, the shortages of polyfluorene are overcome, which is beneficial for improvement of efficiency of organic electroluminescent devices.

Description

Technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a copolymer blue light-emitting material, its preparation method and application. Background technique [0002] Since Burroughes and Friend first reported on polymer light-emitting diodes (PLEDs), in the past two decades, PLEDs have aroused strong research and development interest in the preparation of ultra-thin, full-color, and large-area flat panel displays. Great progress. The soluble processability of PLEDs allows people to prepare devices through cost-reduced printing technologies, such as inkjet printing and screen printing. Compared with vacuum-evaporated small-molecule organic light-emitting diodes, the cost is lower, which is commercially available. It is also more feasible. In order to realize flat panel displays and solid-state lighting based on PLEDs, high-performance red, green, and blue light-emitting polymers are needed. Among them, the blue polymer ca...

Claims

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Application Information

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IPC IPC(8): C09K11/06C08G61/12H01L51/54
Inventor 周明杰王平张振华冯小明
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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