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Organic/high molecular light emitting diode

A technology of light-emitting diodes and polymers, which is applied to electrical components, circuits, and electrical solid-state devices. It can solve problems such as poor efficiency, and achieve the effects of good long-term stability, excellent electron injection, and excellent air and water vapor stability.

Active Publication Date: 2004-12-15
SOUTH CHINA UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Lithium fluoride etc. or surfactants in the above-mentioned patented technology have an excellent effect when combined with aluminum, but the efficiency is much worse for other metals with higher work functions. For example, there is no prior art that can be used. Gold and other electrode-stabilized metal elements to achieve electron injection in light-emitting diodes

Method used

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  • Organic/high molecular light emitting diode
  • Organic/high molecular light emitting diode
  • Organic/high molecular light emitting diode

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: the preparation of 2,7-dibromofluorene

[0035] 2,7-Dibromofluorene was prepared according to the method disclosed in World Patent WO 99 05184 in 1997 and the method disclosed in "Chem. Mater" (Chem. Mater) 11 (1997) 11083. Weigh fluorene (16.6 g, 0.1 mol) and iron powder (88 mg, 1.57 mmol) into a three-necked flask, add 100 ml of chloroform, cool in an ice-water bath, add bromine (35.2 g, 0.22 mol) and 35 milliliters of chloroform, the temperature in the bottle should not exceed 5°C during the dropwise addition. After the reaction was completed, it was filtered and recrystallized with chloroform to obtain white crystals (26.9 g, 83%). 13 C NMR and GC-MASS tests showed that it was the target product 2,7-dibromofluorene.

[0036]

Embodiment 2

[0037] Example 2: Preparation of 2,7-dibromo-9,9-disubstituted fluorene

[0038] The preparation of 2,7-dibromo-9,9-di-n-octylfluorene is taken as an example to illustrate. 2,7-Dibromo-9,9-di-n-octylfluorene was prepared according to the method disclosed in World Patent WO 99 05184 in 1997 and the method disclosed in "Chem. Mater" (Chem. Mater) 11 (1997) 11083. Get 2,7-dibromofluorene (9.72 grams, 0.03 moles) obtained in Example 1, and pour benzyltriethylammonium chloride (0.07 grams, 0.3 mmoles) into a three-necked flask, and add 90 milliliters of dimethyl sulfoxide , 45 ml of 50% aqueous sodium hydroxide solution by weight, stirred vigorously at room temperature to form a suspension, added dropwise 1-bromo-n-octane (12.5 g, 65 mmol), continued to stir for 3 hours, then extracted with ether, combined ether phase, washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and purified by column chromatography using ...

Embodiment 3

[0041] Embodiment 3: 3, the preparation of 6-dibromocarbazole

[0042] Add carbazole (12.54 grams, 75 mmoles), 375 milliliters of refined carbon disulfide and 24 milliliters of anhydrous pyridine in a 1000 milliliter three-necked flask, stir with a mechanical stirrer while cooling with ice water, when cooled to 0 ° C, start to drop Liquid bromine (28.30 g, 177 mmol) dissolved in 75 ml of carbon disulfide was added dropwise for about 1 hour. After dropping, remove the cooling device, gradually raise to 15°C, keep stirring at 15°C for 2.5 hours, and the reaction ends. The reaction solution was poured into 400 ml of dilute hydrochloric acid, a pale yellow precipitate formed, filtered, washed with dilute sodium hydroxide solution 3 times, then washed with distilled water until neutral, and dried. Recrystallized with absolute ethanol and dried to obtain white needle-like crystals with a yield of 83%. 1 HNMR and GC-MASS tests showed that it was the target product 3,6-dibromocarbaz...

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Abstract

An organic high polymer light emitting diode is composed of a cathode, a light emitting layer, a hole injection layer, an anode and a substrate laminate orderly characterizing that an electronic injection layer is set between the cathode and the light emitting layer applying a conjugate polymer of polarity units containing a polar group or an ionic group, the said cathode applies high work function metals with the work functions larger than or equal to 3.6 electron-V. This invention can get the same quantum efficiency as the low work function injection electrodes get or even higher than that.

Description

technical field [0001] The invention relates to a photoelectric device, especially an organic / macromolecule light-emitting diode that uses a conjugated polymer with a strong polar component containing a polar group or an ionic group as an electron injection layer. Background technique [0002] Since Japanese scientist Hideki Shirakawa discovered that polyacetylene conducts electricity in 1977, this conjugated polymer, known as the "fourth generation polymer" material, has attracted many scientists for its outstanding photoelectric properties. Conjugated polymers are a class of polymers that have large π bonds along the molecular chain. The main chain of a conjugated polymer is generally composed of C-C single bonds and double bonds alternately connected, and the polymerized unit is CH. The electron orbits of the carbon atoms are sp 2 Hybridization, the formation of three coplanar hybrid orbitals with an angle of 120°. These orbitals are bon...

Claims

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Application Information

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IPC IPC(8): H01L51/30H01L51/50H01L51/52
CPCH01L51/5221H01L51/0036H01L51/5092H01L51/0043H01L51/0039H10K85/115H10K85/113H10K85/151H10K50/171H10K50/82
Inventor 曹镛吴宏滨黄飞王德利
Owner SOUTH CHINA UNIV OF TECH
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