CN100526299C - Process for preparing 8-hydroxy quinoline aluminum - Google Patents
Process for preparing 8-hydroxy quinoline aluminum Download PDFInfo
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- CN100526299C CN100526299C CNB2006100172906A CN200610017290A CN100526299C CN 100526299 C CN100526299 C CN 100526299C CN B2006100172906 A CNB2006100172906 A CN B2006100172906A CN 200610017290 A CN200610017290 A CN 200610017290A CN 100526299 C CN100526299 C CN 100526299C
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- ultrasonic
- organic solvent
- oxine
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Abstract
The present invention discloses preparation process of 8-hydroxy quineline aluminum (Alq3). The compound 8-hydroxy quineline aluminum is prepared with 8-hydroxy quineline ligand and aluminum salt as material and through dissolving or dispersing in organic solvent, ultrasonic reaction for 1-3 hr, vacuum filtering the reacted mixture, washing with organic solvent, and vacuum drying at 60 deg.c to obtain the high purity compound. The preparation process includes complexation reaction without alkali mainly, is simple, and has short reaction period, less side products, high yield and high product purity.
Description
Technical field
The present invention relates to a kind of ultrasonic technique of utilizing and prepare high purity oxine aluminium (Alq
3) method.
Background technology
Oxine aluminium (Alq
3) be a kind of optimal up to now organic electroluminescence diction luminescent material, it has good film-forming properties, thermostability, the characteristics of luminescence and electron transport property preferably, is widely used in various dissimilar organic electroluminescence devices.Must be as the 8 monohydroxy quinoline aluminum purity that luminescent material uses more than 95%.
Oxine aluminium (Alq
3) common preparation method is the chemical precipitation method in water and the ethanol system, inevitable with the reaction of oxygen G﹠W the dipolymer of generation oxine aluminium.Can reduce the generation of dipolymer effectively, be important to improving productive rate and purity.
At present, laboratory and industrial also being difficult to are directly synthesized purity at the oxine aluminium more than 95%, need further purify by column chromatography or subliming method, could obtain highly purified oxine aluminium to satisfy the needs of luminescent material, and column chromatography and distillation purification process complexity, should not produce in enormous quantities, remain to be developed new synthetic technology.
Summary of the invention
The present invention has overcome and has had now in alcohol-aqueous systems, the side reaction that long-time heating produces and the low shortcoming of product purity provides a kind of ultrasonic reaction method under the organic solvent condition, preparation oxine aluminium (Alq
3) method, be also can carry out coordination reaction expeditiously under the alkali-free condition thereby make the chemical reaction that can not take place under the normal condition, shorten the reaction times; Because action of ultrasonic waves, reaction system contains oxygen molecule hardly, reduces the generation of by product, reaches the anaerobic anhydrous state, reduces side reaction, improves yield and purity, can get the oxine aluminium of purity more than 95%.
Its technical scheme is:
A kind of preparation method of oxine aluminium comprises the following steps:
(1) oxine and aluminium salt are dissolved or dispersed in organic solvent;
(2) above-mentioned reaction system applies ultrasonic reaction with ultrasonic cleaner, and the time is 1-3 hour generation yellow-green precipitate;
(3) with above-mentioned reaction mixture vacuum filtration, organic solvent washing, 60 ℃ of vacuum-dryings, promptly.
Described organic solvent can in anhydrous methanol, dehydrated alcohol, methylene dichloride, acetone, tetrahydrofuran (THF), ethyl acetate, the acetonitrile one of.
Described ultrasonic wave operating frequency can be 30KHz～50KHz, and ultrasonic power is 100W, and the ultrasonic reaction time is 1～3 hour.
Described aluminium salt is Tai-Ace S 150, aluminum nitrate or aluminum isopropylate.
In technique scheme, hyperacoustic transmission realizes by compression in transmission medium, expansion.Under suitable frequency situation, these expansions may surpass the reactive force between fluid molecule, produce " information bubble " (cavitation bubbles).In becoming big process, the steam of medium is mended in the bubble " information bubble ", and the size of pressure is relevant with used ultrasonic frequency, and final " information bubble " breaks." information bubble " emits energy when breaking, system is caused chemistry and physical influence, impel the chemical reaction generation that can not take place under the normal condition or improve the high-energy species that are difficult to obtain under existing speed of response of reacting and level of response and the common pyrolysis situation, and can realize the high-temperature and high-pressure conditions on the microscopic scale.Under such environment, there is not alkali to exist, also can carry out coordination reaction smoothly, improve reaction yield; Because action of ultrasonic waves, reaction medium contains oxygen molecule hardly, reduces the generation of by product, improves degree of purity of production; Reaction system is that reactant and medium-organic solvent are formed, and it is simple that purification procedures becomes.
Embodiment
Take by weighing 0.97g (6.6mmol) oxine and 0.66g (1.0mmol) 18-water Tai-Ace S 150 joins respectively in the 100ml flask, add the 20ml tetrahydrofuran (THF) again, in ultrasonic wave (RUC-2203DT-operating frequency: 42 ± 1.5KHz; Ultrasonic power: 100W) radiation was reacted 3 hours down, generated yellow-green precipitate.Leave standstill, suction filtration with 20ml tetrahydrofuran (THF) washed twice, 60 ℃ of vacuum-dryings, gets yellow powder 0.90g.The crystal that obtains is carried out the X-ray analysis of crystal structure, and its main unit cell parameters is: unit cell size a=1.0782nm, b=1.3206nm, c=1.6781nm, β (deg)=97.862 (5).V=2.3669nm
3, Z=4, bulk density 1.031mg/m
3, uptake factor 0.105mm
-1
Instrument and reagent
HP-1100 high performance liquid chromatograph (hewlette-packard), diode-array detector (DAD) (hewlette-packard), methyl alcohol are chromatographically pure, water is redistilled water.(using behind the membrane filtration of redistilled water with 0.45 μ m).
Chromatographic condition
Chromatographic column: the ODS-C18 post, (4.6mm * 200mm, 5 μ m), moving phase: methanol-water=85:15, flow velocity: 1.0ml/min, detect wavelength: 254nm, column temperature: 30 ℃, sample size: 3 μ l.
Getting purity is 98.08%.
Claims (4)
1. the preparation method of an oxine aluminium comprises the following steps:
(1) oxine and aluminium salt are dissolved or dispersed in the organic solvent;
(2) above-mentioned reaction system applies ultrasonic reaction with ultrasonic cleaner, and the time is 1-3 hour generation yellow-green precipitate;
(3),, promptly get oxine aluminium 60 ℃ of vacuum-dryings with above-mentioned reaction mixture vacuum filtration, organic solvent washing.
2. the preparation method of oxine aluminium according to claim 1, it is characterized in that described organic solvent be in anhydrous methanol, dehydrated alcohol, methylene dichloride, acetone, tetrahydrofuran (THF), ethyl acetate, the acetonitrile one of.
3. the preparation method of oxine aluminium according to claim 1 is characterized in that described ultrasonic wave operating frequency is 30KHz～50KHz, and ultrasonic power is 100W, and the ultrasonic reaction time is 1～3 hour.
4. the preparation method of oxine aluminium according to claim 1 is characterized in that described aluminium salt is Tai-Ace S 150, aluminum nitrate or aluminum isopropylate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100172906A CN100526299C (en) | 2006-10-31 | 2006-10-31 | Process for preparing 8-hydroxy quinoline aluminum |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100172906A CN100526299C (en) | 2006-10-31 | 2006-10-31 | Process for preparing 8-hydroxy quinoline aluminum |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1944440A CN1944440A (en) | 2007-04-11 |
| CN100526299C true CN100526299C (en) | 2009-08-12 |
Family
ID=38044111
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006100172906A Expired - Fee Related CN100526299C (en) | 2006-10-31 | 2006-10-31 | Process for preparing 8-hydroxy quinoline aluminum |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100526299C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101298434B (en) * | 2008-02-28 | 2011-06-01 | 中国科学院上海硅酸盐研究所 | Chinoline coordination high polymer material, preparation and use thereof |
| CN101240064B (en) * | 2008-02-28 | 2011-06-01 | 中国科学院上海硅酸盐研究所 | Application of quinoline aluminum coordination macromolecule |
| CN105439950B (en) * | 2015-12-26 | 2020-05-22 | 南昌航空大学 | Method for preparing luminescent material 8-hydroxyquinoline calcium |
-
2006
- 2006-10-31 CN CNB2006100172906A patent/CN100526299C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1944440A (en) | 2007-04-11 |
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| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090812 Termination date: 20111031 |