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Tris(8-hydroxyquinolinato)aluminium

Chemical compound From Wikipedia, the free encyclopedia

Tris(8-hydroxyquinolinato)aluminium is the chemical compound with the formula Al(C9H6NO)3. Widely abbreviated Alq3, it is a coordination complex wherein aluminium is bonded in a bidentate manner to the conjugate base of three 8-hydroxyquinoline ligands.

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Tris(8-hydroxyquinolinato)aluminium
Tris(8-hydroxyquinolinato)aluminium
Tris(8-hydroxyquinolinato)aluminium
Names
IUPAC name
Tris(8-hydroxyquinolinato)aluminium
Other names
8-Hydroxyquinoline aluminium salt, Alq3, aluminium 8-hydroxyquinolinate, aluminium oxinate,
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.016.570 Edit this at Wikidata
EC Number
  • 218-227-0
UNII
  • InChI=1S/3C9H7NO.Al.9H/c3*11-8-5-1-3-7-4-2-6-10-9(7)8;;;;;;;;;;/h3*1-6,11H;;;;;;;;;;/p-3 checkY
    Key: HLONXFDEFIQTRK-UHFFFAOYSA-K checkY
  • InChI=1/3C9H7NO.Al.9H/c3*11-8-5-1-3-7-4-2-6-10-9(7)8;;;;;;;;;;/h3*1-6,11H;;;;;;;;;;/p-3/rC27H27AlN3O3/c1-7-19-10-4-16-29-25(19)22(13-1)32-28(29,30-17-5-11-20-8-2-14-23(33-28)26(20)30)31-18-6-12-21-9-3-15-24(34-28)27(21)31/h1-18H,28H9/q-3
    Key: HLONXFDEFIQTRK-AOGCTXLYAD
  • c7ccc8cccc9O[Al-3]36(Oc2cccc1ccc[n+]3c12)(Oc5cccc4ccc[n+]6c45)[n+]7c89
Properties
C27H18AlN3O3
Molar mass 459.43
Appearance Yellow powder
Melting point > 300 °C (572 °F; 573 K)
insoluble in water
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structure

Both the meridional and facial isomers are known as well as several polymorphs (different crystalline forms).[1]

Thermal ellipsoid model of mer-Alq3[2]Thermal ellipsoid model of fac-Alq3[3]

Synthesis

The compound is prepared by the reaction of 8-hydroxyquinoline with aluminium(III) sources[4]

Al3+ + 3 C9H7NO → Al(C9H6NO)3 + 3 H+

The synthesis and precipitation are so efficient that this reaction is used in gravimetric analysis for aluminium.[5]

Applications

Alq3 is a common component of organic light-emitting diodes (OLEDs). Variations in the substituents on the quinoline rings affect its luminescence properties.[6]

References

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