Aluminum chelate complex for organic EL material
AssigneesNippon Steel Chemical Co., Ltd., Pioneer Corporation
InventorsShinji Matsuo, Hiroshi Miyazaki, Taishi Tsuji
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Abstract
This invention provides an organic EL material useful for the emissive layer of an organic EL element which deteriorates little in luminance when operated over a prolonged period of time and shows excellent durability. The material is an aluminum chelate complex which is represented by general formula (1) in which Ar1 is a mono- or bicylic arylene group, Ar2 is a mono- or bicyclic aryl group, R1-R6 are hydrogen or hydrocarbon groups containing 1-8 carbon atoms and contains a compound represented by general formula (1) in which Ar2 is a halogen as an impurity in an amount of 350 wt ppm or less.
Claims7
A method for preparing an aluminum chelate complex for an organic EL element represented by general formula (1) which contains less than 350 wt ppm of a compound represented by general formula (2) as an impurity:
- in general formulas (1) and (2), Ar1 is naphthylene, Ar2 is naphthyl or phenyl, the total number of aromatic rings in Ar1 and Ar2 is 3 to 4 and these aromatic rings may be condensed;
- R1-R6 are independently hydrogen or hydrocarbon groups containing 1-8 carbon atoms;
- and X is Br, Cl or I, said method comprising:
- reacting aluminum isopropoxide successively with a quinolinol derivative and a phenolic compound represented by HO—Ar1—Ar2 which comprises purifying the quinolinol derivative and the phenolic compound in such a manner as to reduce the amount of a compound contained therein and represented by HO—Ar1—X to 350 wt ppm or less and then submitting them to the reaction.
A method for preparing an aluminum chelate complex for an organic EL element represented by general formula (1) which contains less than 350 wt ppm of a compound represented by general formula (2) as an impurity:
- in general formulas (1) and (2), Ar1 is a bicyclic arylene group, Ar2 is a mono- or bicyclic aryl group, the total number of aromatic rings in Ar1 and Ar2 is 3 to 4 and these aromatic rings may be condensed;
- R1-R6 are independently hydrogen or hydrocarbon groups containing 1-8 carbon atoms;
- and X is a halogen, said method comprising:
- reacting aluminum isopropoxide successively with a quinolinol derivative and a phenolic compound represented by HO—Ar1—Ar2 which comprises purifying the quinolinol derivative and the phenolic compound in such a manner as to reduce the amount of a compound contained therein and represented by HO—Ar1—X to 350 wt ppm or less and then submitting them to the reaction.
A method for preparing an aluminum chelate complex for an organic EL element represented by general formula (1) which contains less than 350 wt ppm of a compound represented by general formula (2) as an impurity:
- in general formulas (1) and (2), Ar1 is a bicyclic arylene group, Ar2 is a mono- or bicyclic aryl group, the total number of aromatic rings in Ar1 and Ar2 is 3 to 4 and these aromatic rings may be condensed;
- R1-R6 are independently hydrogen or hydrocarbon groups containing 1-8 carbon atoms;
- and X is a halogen, said method comprising:
- reacting aluminum isopropoxide successively with a quinolinol derivative and a phenolic compound represented by HO—Ar1—Ar2 which comprises purifying by sublimation the crude aluminum chelate complex containing 350 wt ppm or more of a compound represented by general formula (2) after washing with or recrystallization from an organic solvent until the amount of said halogen-containing compound becomes 350 wt ppm or less.
Dependencies are inferred from the claim text.