Bipolar compound containing 8-hydroxyquinoline metal complex and preparation method thereof

A metal complex, hydroxyquinoline technology, applied in the direction of lithium organic compounds, compounds containing periodic table group 3/13 elements, periodic table group 2/12 elements, etc., can solve the reduction of device efficiency and lifespan , the injection and transmission composite area deviates from the light-emitting layer, etc., to achieve the effect of reducing consumption, high luminous efficiency and good film formation

Inactive Publication Date: 2007-09-26
GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The imbalance of carrier injection and transport will cause their recombination region...

Method used

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  • Bipolar compound containing 8-hydroxyquinoline metal complex and preparation method thereof
  • Bipolar compound containing 8-hydroxyquinoline metal complex and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Take 2.30g (0.01mol) 5-chloromethyl-8-hydroxyquinoline hydrochloride, 1.99g (0.01mol) phenothiazine, 1.01g (0.01mol) triethylamine, 50mL (0.62mol) tetrahydrofuran, Add them together into the reactor, stir at 70°C for 5h, filter to obtain an orange precipitate, wash the precipitate three times with tetrahydrofuran, dissolve it in 20mL (0.26mol) N,N-dimethylformamide, and wash with 1.01g (0.01 mol) triethylamine neutralize, filter, and pour the filtrate into a large amount of petroleum ether to obtain a light gray precipitate, which is 8-hydroxyquinoline substituted with phenothiazine.

[0027] Dissolve in 50mL (0.62mol) tetrahydrofuran, add 3.33mL (0.0033mol) triethylaluminum n-hexane solution, stir at room temperature for 12h, filter, and pour the obtained filtrate into a large amount of diethyl ether for reprecipitation, and the obtained product contains Bipolar compounds of phenothiazine-substituted aluminum 8-hydroxyquinolates.

Embodiment 2

[0029] Take 2.71g (0.01mol) 5-iodo-8-hydroxyquinoline, 1.99g (0.01mol) phenothiazine, 0.05g (0.0005mol) cuprous green, 1.75g ​​(0.0125mol) potassium carbonate, 25mL (0.32mol ) N, N-dimethylformamide, add them together into the reactor, stir at 120°C for 16h, filter out the precipitate, add 0.68g (0.0033mol) aluminum triisopropoxide to the obtained filtrate, and stir at room temperature for 12h , filtered, and the obtained filtrate was poured into a large amount of diethyl ether for reprecipitation, and the obtained product was a conjugated bipolar compound containing phenothiazine-substituted 8-hydroxyquinoline aluminum.

Embodiment 3

[0031] Take 3.19g (0.01mol) hydrobromide of 5-bromomethyl-8-hydroxyquinoline, 1.99g (0.01mol) phenothiazine, 1.01g (0.01mol) triethylamine, 50mL (0.62mol) tetrahydrofuran , were added to the reactor together, stirred at 70°C for 5h, filtered to obtain an orange precipitate, washed 5 times with tetrahydrofuran, dissolved in 20mL (0.26mol) N,N-dimethylformamide, and washed with 1.01g ( 0.01mol) triethylamine to neutralize, filter, add 0.91g (0.005mol) zinc acetate to the filtrate, stir at room temperature for 12h, filter, the obtained filtrate is poured into a large amount of diethyl ether for reprecipitation, and the obtained product is the Bipolar compounds of oxazine-substituted 8-hydroxyquinoline zinc.

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Abstract

The invention discloses a making method of bipolar compound with 8-hydroxy quinoline metal complex, which possesses general formula (1), (2) or (3), wherein R is C0-C10 alkylene group or aryl; A is cavity transmitting unit such as helmetina, carbazole, triphenylamine and so on; M1 in the formula (1) represents trivalent metal element; M2 in the formula (2) represents bivalent metal element; M3 in the formula (3) is monobivalent metal element.

Description

technical field [0001] The invention relates to a luminescent material, in particular to a bipolar compound containing an 8-hydroxyquinoline metal complex and a preparation method thereof. Background technique [0002] With the advent of the information age, new, high-efficiency, and light-weight organic electroluminescent flat-panel displays (OLEDs) have attracted more and more attention, and have become a research hotspot at home and abroad in recent years. For this large-area display, organic electroluminescent devices with outstanding characteristics such as active light emission, lightness, thinness, good contrast, no angle dependence, and low energy consumption, people put forward higher requirements for their light-emitting materials. [0003] The luminescent materials used in organic / polymer electroluminescent devices not only require good material stability, good film-forming properties, good solubility, long service life, and high luminous intensity, but also requi...

Claims

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Application Information

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IPC IPC(8): C07F5/06C07F3/00C07F1/02C09K11/06
Inventor 梅群波吕满庚童碧海
Owner GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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