Tris(8-hydroxyquinolinato)aluminium

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Tris(8-hydroxyquinolinato)aluminium
AlumQ3.png
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
Properties
C27H18AlN3O3
Molar mass 459.43
Appearance Yellow powder
Melting point > 300 °C (572 °F; 573 K)
insoluble in water
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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.

Structure[edit]

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

Mer-tris(8-hydroxyquinoline)aluminium(III)-from-xtal-2000-CM-3D-ellipsoids.png
Fac-tris(8-hydroxyquinoline)aluminium(III)-from-xtal-2003-CM-3D-ellipsoids.png
Thermal ellipsoid model of mer-Alq3[2]
Thermal ellipsoid model of fac-Alq3[3]

Synthesis[edit]

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

Al3+ + 3 C9H6NOH → Al(C9H6NO)3 + 3 H+

Applications[edit]

Alq3 is a common component of organic light-emitting diodes (OLEDs). Variations in the substituents on the quinoline rings affect its luminescence properties.[5]

References[edit]

  1. ^ Cölle, M.; Dinnebier, R. E.; Brütting, W. (2002). "The structure of the blue luminescent δ-phase of tris(8-hydroxyquinoline)aluminium(III) (Alq3)". Chemical Communications. 2002 (23): 2908–9. doi:10.1039/b209164j. PMID 12478807. 
  2. ^ Brinkmann, M.; Gadret, G.; Muccini, M.; Taliani, C.; Masciocchi, N.; Sironi, A. (2000). "Correlation between Molecular Packing and Optical Properties in Different Crystalline Polymorphs and Amorphous Thin Films of mer-Tris(8-hydroxyquinoline)aluminum(III)". J. Am. Chem. Soc. 122 (21): 5147–57. doi:10.1021/ja993608k. 
  3. ^ Rajeswaran, M.; Blanton, T. N.; Klubek, K. P. (2003). "Refinement of the crystal structure of the δ-modification of tris(8-hydroxyquinoline)aluminum(III), δ-Al(C9H6NO)3, the blue luminescent Alq3". Zeitschrift für Kristallographie NCS. 218 (4): 439–40. doi:10.1524/ncrs.2003.218.jg.471. 
  4. ^ Katakura, R.; Koide, Y. (2006). "Configuration-Specific Synthesis of the Facial and Meridional Isomers of Tris(8-hydroxyquinolinate)aluminum (Alq3)". Inorg. Chem. 45 (15): 5730–2. doi:10.1021/ic060594s. PMID 16841973. 
  5. ^ Montes, V. A.; Pohl, R.; Shinar, J.; Anzenbacher, P. Jr. (2006). "Effective Manipulation of the Electronic Effects and Its Influence on the Emission of 5-Substituted Tris(8-quinolinolate) Aluminum(III) Complexes". Chemistry: A European Journal. 12 (17): 4523–35. doi:10.1002/chem.200501403. PMID 16619313.