Tris(8-hydroxyquinolinato)aluminium

Tris(8-hydroxyquinolinato)aluminium
	IUPAC name Tris(8-hydroxyquinolinato)aluminium
	Other names 8-Hydroxyquinoline aluminum salt, Alq3, Aluminum 8-hydroxyquinolinate, Aluminum oxinate,
Identifiers
CAS number	2085-33-8
ChemSpider	21106485
Jmol-3D images	Image 1
	SMILES c7ccc8cccc9O[AlH3-6]36(Oc2cccc1ccc[n+]3c12)(Oc5cccc4ccc[n+]6c45)[n+]7c89 ;
	InChI InChI=1S/3C9H7NO.Al.9H/c311-8-5-1-3-7-4-2-6-10-9(7)8;;;;;;;;;;/h31-6,11H;;;;;;;;;;/p-3 ; Key: HLONXFDEFIQTRK-UHFFFAOYSA-K InChI=1/3C9H7NO.Al.9H/c311-8-5-1-3-7-4-2-6-10-9(7)8;;;;;;;;;;/h31-6,11H;;;;;;;;;;/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 ;
Properties
Molecular formula	C27H18AlN3O3
Molar mass	459.43
Appearance	Yellow Powder
Melting point	>300 °C
Solubility in water	insol in water
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

From Wikipedia, the free encyclopedia

Jump to: navigation, search

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.

[edit] 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]

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

Al³⁺ + 3 C₉H₆NOH → Al(C₉H₆NO)₃ + 3 H⁺

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

^ Michael Cölle, Robert E. Dinnebier and Wolfgang Brütting "The structure of the blue luminescent -phase of tris(8-hydroxyquinoline)aluminium(III) (Alq3)" Chemical Communications 2002, pp. 2908-9. doi:10.1039/b209164j
^ 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): 5147–5157. doi:10.1021/ja993608k.
^ 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". Z. Kristallogr. NCS 218: 439–440. ftp://ftp.oldenbourg.de/pub/download/frei/ncs/218-4/1267-1106.pdf.
^ Katakura, R.; Koide, Y. (2006). "Configuration-Specific Synthesis of the Facial and Meridional Isomers of Tris(8-hydroxyquinolinate)aluminum (Alq3)". Inorg. Chem. 45: 5730–5732. doi:10.1021/ic060594s.
^ Victor A. Montes, Radek Pohl, Joseph Shinar, Pavel Anzenbacher Jr. "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 2006, Volume 12, pp. p 4523-4535. doi:10.1002/chem.200501403