2085-33-8

Basic information

• Product Name: 8-Hydroxyquinoline aluminum salt
• Synonyms: Tris(8-hydroxyquinoline)aluminum;8-HYDROXYQUINOLINE, ALUMINUM SALT, 99.99 5%;8-Hydroxyquinoline)aluminiumsalt;Tris(8-hydroxyquinoline)aluminiumsalt;Tri-8-quinolinolatoaluminum;TRIS(8-HYDROXY-CHINOLINATO)ALUMINIUM;Aluminumhydroxyquinolinate;8-HYDROXYQUINOLINE, ALUMINUM SALT 98%
• CAS NO: 2085-33-8
• Molecular Formula: C₂₇H₁₈AlN₃O₃
• Molecular Weight: 459.43
• EINECS: 218-227-0
• Product Categories: Al (Alminum) Compounds;Classes of Metal Compounds;Electroluminescence;Functional Materials;Quinolinecarboxylic Acids, etc.;Quinolines;Typical Metal Compounds;Highly Purified Reagents;Other Categories;Refined Products by Sublimation;Light yellow powder;oled materials;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
• Mol File: 2085-33-8.mol

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 267 °C at 760 mmHg
• Flash Point: 143.1 °C
• Appearance: /
• Density: 1.19 g/cm3
• Vapor Pressure: 0.00508mmHg at 25°C
• Solubility: Solubility in chloroform
• Merck: 14,370
• CAS DataBase Reference: 8-Hydroxyquinoline aluminum salt(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Hydroxyquinoline aluminum salt(2085-33-8)
• EPA Substance Registry System: 8-Hydroxyquinoline aluminum salt(2085-33-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: BD2231000
• TSCA: No
• Hazardous Substances Data: 2085-33-8(Hazardous Substances Data)

Usage

Uses

Used in OLEDs:
8-Hydroxyquinoline aluminum salt is used as an electron transport and/or light-emitting layer for its high thermal stability, high quantum yield of fluorescence, and high electron-transport ability, which contribute to the efficiency and performance of OLEDs.
Used in OLEDs as a Key Green-Light Emitting Material:
8-Hydroxyquinoline aluminum salt is used as a key green-light emitting and electron transport material for OLEDs, enhancing the color quality and efficiency of the devices.
Used in OLEDs as a Focus of New Electroluminescent Materials Research:
8-Hydroxyquinoline aluminum salt, specifically Alq3, is used as the first efficient low molecular weight OLED reported by Tang in 1987, making it a central focus in the research and development of new electroluminescent materials.

Classification

Organometallic, Electron transport-layer materials (ETL), Electron injection-layer materials (EIL), OLED emitting layer material (ELM).

InChI:InChI=1/3C9H7NO.Al/c3*11-8-5-1-3-7-4-2-6-10-9(7)8;/h3*1-6,11H;

Upstream product

• 148-24-3 8-quinolinol 
• 97-93-8 triethylaluminum 
• 7446-70-0 aluminium trichloride 
• 555-31-7 aluminum isopropoxide 
• 22537-23-1 aluminium(III) ion 
• 7446-70-0 aluminum (III) chloride 
• 1187-04-8 4-methyl-3,5-heptanedione 
• 75-24-1 trimethylaluminum 
• 24623-77-6 boehmite 
• 7784-27-2 aluminium trinitrate 
• 637-12-7 aluminum stearate 

Relevant articles and documents

Investigation of environmental and concentration effects on fluorescence properties of AlQ3 using mesoporous silica and polyacrylate

In this work, for the first time, control over the position of maximum emission peak for fluorophore, using embedded tris(8-hydroxyquinoline) aluminum (AlQ3) complexes into different types of host materials, can be achieved. Moreover, the envir

Rational In Silico Design of an Organic Semiconductor with Improved Electron Mobility

Organic semiconductors find a wide range of applications, such as in organic light emitting diodes, organic solar cells, and organic field effect transistors. One of their most striking disadvantages in comparison to crystalline inorganic semiconductors is their low charge-carrier mobility, which manifests itself in major device constraints such as limited photoactive layer thicknesses. Trial-and-error attempts to increase charge-carrier mobility are impeded by the complex interplay of the molecular and electronic structure of the material with its morphology. Here, the viability of a multiscale simulation approach to rationally design materials with improved electron mobility is demonstrated. Starting from one of the most widely used electron conducting materials (Alq3), novel organic semiconductors with tailored electronic properties are designed for which an improvement of the electron mobility by three orders of magnitude is predicted and experimentally confirmed.

Hot melt reaction preparation of luminescent material 8-hydroxy quinoline aluminum method

The invention discloses a method for preparing a luminescent material aluminum 8-hydroxyquinolinate through hot melting reaction. Pure aluminum 8-hydroxyquinolinate is directly prepared by using 8-hydroxyquinoline and anhydrous aluminum chloride as reaction raw materials and using a hot melting method. The method concretely comprises the following steps of alternately adding the reaction raw materials, namely 8-hydroxyquinoline and anhydrous aluminum chloride into a reactor according to the molar ratio of 3:1, heating to 80-100 DEG C, and reacting for 2-4h; and after ending the reaction, cooling to the room temperature, and discharging to obtain aluminum 8-hydroxyquinolinate with the purity of 97-99%. The method has the advantages of short process, high product yield, no waste liquid discharge and low production cost and is environmental friendly.

Understanding M-ligand bonding and: Mer -/ fac -isomerism in tris(8-hydroxyquinolinate) metallic complexes

Tris(8-hydroxyquinolinate) metallic complexes, Mq3, are one of the most important classes of organic semiconductor materials. Herein, the nature of the chemical bond in Mq3 complexes and its implications on their molecular properties were investigated by a combined experimental and computational approach. Various Mq3 complexes, resulting from the alteration of the metal and substitution of the 8-hydroxyquinoline ligand in different positions, were prepared. The mer-/fac-isomerism in Mq3 was explored by FTIR and NMR spectroscopy, evidencing that, irrespective of the substituent, mer- and fac-are the most stable molecular configurations of Al(iii) and In(iii) complexes, respectively. The relative M-ligand bond dissociation energies were evaluated experimentally by electrospray ionization tandem mass spectrometry (ESI-MS-MS), showing a non-monotonous variation along the group (Al > In > Ga). The results reveal a strong covalent character in M-ligand bonding, which allows for through-ligand electron delocalization, and explain the preferred molecular structures of Mq3 complexes as resulting from the interplay between bonding and steric factors. The mer-isomer reduces intraligand repulsions, being preferred for smaller metals, while the fac-isomer is favoured for larger metals where stronger covalent M-ligand bonds can be formed due to more extensive through-ligand conjugation mediated by metal d orbitals.

A theoretical and experimental study on meridional-facial isomerization of tris(quinolin-8-olate)aluminum (Alq3)

The rationale behind the stereospecific synthesis of a facial isomer of tris(quinolin-8-olate)aluminum (Alq3) is studied by density functional theory (DFT) calculations, which predict the favourable influence of an H3O+ ion on the distribution ratio between a meridional and a thermodynamically unstable facial isomer. This journal is the Partner Organisations 2014.

The effect of electron donating and withdrawing groups on the morphology and optical properties of Alq3

By adding electron donating (EDG) and withdrawing groups (EWG) to the Tris-(8-hydroxyquinoline) aluminum (Alq3) molecule, the emission color can be tuned. In this study the effect of EDG and EWG on the morphology and optical properties of Alq3 were investigated. Alq3 powders was synthesized with an EDG (-CH3) substituted at positions 5 and 7 ((5,7-dimethyl-8-hydroxyquinoline) aluminum) and EWG (-Cl) at position 5 ((5-chloro-8-hydroxyquinoline) aluminum). A broad absorption band at ~380 nm was observed for Alq3. The bands of the substituted samples were red-shifted. The un-substituted Alq3 showed a high intensity emission peak at 500 nm. The -Cl and -CH3 samples showed a red-shift of 33 and 56 nm respectively. The morphology of the samples was studied using a scanning electron microscope. The photo degradation of the samples was also investigated and the dimethyl sample shows the least degradation to the UV irradiation over the 24 h of continuous irradiation.

Synthesis of nano-pore size Al(III)-imprinted polymer for the extraction and preconcentration of aluminum ions

In this study, an ion imprinted polymer (IIP) was prepared for the selective separation and preconcentration of trace levels of aluminum. Al(III) IIP was synthesized in the presence of Al(III)-8-hydroxyquinoline (oxine) complex using styrene and ethylene glycol dimethacrylate as a monomer and crosslinker, respectively. The imprinted Al(III) ions were completely removed by leaching the IIP with HCl (50 % v/v) and were characterized by FTIR and scanning electron microscopy. The maximum sorption capacity for Al(III) ions was found to be 3.1 mg g-1 at pH 6.0. Variables affecting the IIP solid phase extraction were optimized by the univariable method. Under the optimized conditions, a sample volume of 400 mL resulted in an enhancement factor of 194. The detection limit (defined as 3 S b/m) was found to be 1.6 μg L-1. The method was successfully applied to the determination of aluminum in natural water, fruit juice and cow milk samples.

Highly selective and sensitive fluorescent paper sensor for nitroaromatic explosive detection

Rapid, sensitive, and selective detection of explosives such as 2,4,6-trinitrotoluene (TNT) and 2,4,6-trinitrophenol (TNP), especially using a facile paper sensor, is in high demand for homeland security and public safety. Although many strategies have been successfully developed for the detection of TNT, it is not easy to differentiate the influence from TNP. Also, few methods were demonstrated for the selective detection of TNP. In this work, via a facile and versatile method, 8-hydroxyquinoline aluminum (Alq3)-based bluish green fluorescent composite nanospheres were successfully synthesized through self-assembly under vigorous stirring and ultrasonic treatment. These polymer-coated nanocomposites are not only water-stable but also highly luminescent. Based on the dramatic and selective fluorescence quenching of the nanocomposites via adding TNP into the aqueous solution, a sensitive and robust platform was developed for visual detection of TNP in the mixture of nitroaromatics including TNT, 2,4-dinitrotoluene (DNT), and nitrobenzene (NB). Meanwhile, the fluorescence intensity is proportional to the concentration of TNP in the range of 0.05-7.0 μg/mL with the 3σ limit of detection of 32.3 ng/mL. By handwriting or finger printing with TNP solution as ink on the filter paper soaked with the fluorescent nanocomposites, the bluish green fluorescence was instantly and dramatically quenched and the dark patterns were left on the paper. Therefore, a convenient and rapid paper sensor for TNP-selective detection was fabricated.

Method for Preparation Metal Compounds of 8-Hydroxyquinoline or Derivatives

This invention, which involves “the preparation method of 8-hydroxyquinoline metallic compound”, is a synthetic method of organic electroluminescent materials. The preparation method of compound Mqnqm′ is to add solution prepared by Zengshui solvent and industrial ligand into reaction vessel, stir it at a certain temperature, and then achieve high-purity product, as for the Mqnqm′, M stands for Al, Li, n stands for 1-3, m is 0-2, q is 8-hydroxyquinoline and its derivatives, and q′ is ligand different from q. Zengshui solvent is adopted in this invention which can react effectively and thus reducing reaction time and avoiding cumbersome operation and the refining process; this invention also increases total yield and purity, the mother liquor obtained can be recycled, which reduces environment pollution and cost as well. This technology can also spread to the preparation of other 8-hydroxyquinoline metallic compound and the product achieved can be used as electroluminescent materials or electron-transport materials.

DOPED ALUMINUM OXIDES

A process of preparing a doped aluminum oxide, includes providing a solution comprising 8-hydroxyquinoline; an aluminum precursor; a dopant precursor, and a reaction solvent; isolating a precipitate from the solution; and calcining the precipitate to form the doped aluminum oxide. Compositions may be prepared which include tris (8- hydroxyquinolinato) aluminum and (8-hydroxyquinolinato) z M, wherein M is a metal ion and the value of z is equivalent to the oxidation state of the metal ion.