Phenyl pyridine-iridium metal complex compounds for organic electroluminescent device and organic electroluminescent device using thereof
View Patent ↗The present invention relates to emitting compounds for organic electroluminescent device, particularly to phenyl pyridine-iridium metal complex compounds represented by the following formula (1): wherein R 1 to R 8 , A 1 to A 3 , and Py are as defined in the specification. In addition, the present invention relates to an organic electroluminescent device comprising the above material which has high luminescence efficiency, enhanced operating life time, and high purity of red chromaticity.
1. A compound represented by the following formula (1):
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each independently are hydrogen, a straight or branched alkyl group haying 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a halogen group, a substituted or un-substituted aromatic group having 5 to 18 carbon atoms, a cycloalkyl group having 5 to 18 carbon atoms, or an aromatic heterocyclic group of 5 to 18 carbon. atoms containing one or more hetero-atoms selected from the group consisting of N, O and S;
A 1 is a straight or branched alkyl group having 1 to 18 carbon atoms;
A 2 is —COA 4 ; A 3 is a straight or branched alkyl group having 1 to 18 carbon atoms; or A 2 and A 3 form together a cycloalkanone having 5 to 18 carbon atoms;
A 4 is a straight or branched alkyl group having 1 to 18 carbon atoms;
is a single bond or double bond; and
Py is a substituted or un-substituted pyridine or isoquinoline.
2. The compound according to claim 1 , wherein A 1 is a straight or branched alkyl group having 1 to 18 carbon atoms; and A 2 and A 3 form together a cycloalkanone having 5 to 18 carbon atoms.
3. The compound according to claim 1 , wherein the compound is selected from the group consisting of:
4. A process for preparing the compound of formula (1) according to claim 1 , comprising,
1) reacting the compound of formula (2) with IrCl1 3 *xH 2 O or Na 3 IrCl1 6 *xH 2 O (wherein x is 1 to 3) to provide a precursor of the compound of formula (1);
2) reacting the precursor obtained in 1) step above with the compound of formula (3) to provide the compound of formula (1):
wherein Py, A 1 , A 2 , and A 3 each independently are as defined in claim 1 ; and R 9 , R 10 , R 11 , R 12 , and R 13 each independently are hydrogen, a straight or branched alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a halogen group, a substituted or un-substituted aromatic group having 5 to 18 carbon atoms, a cycloalkyl group having 5 to 18 carbon atoms, or an aromatic heterocyclic group of 5 to 18 carbon atoms containing one or more hetero-atoms selected from the group consisting of N, O and S.
5. An organic electroluminescent device having one or more organic thin layers formed between a first electrode and a second electrode, wherein at least one layer of the organic thin layers comprises one or more compounds represented by the formula (1) according to any one of claims 1 , 2 and 3 .
6. The organic electroluminescent device according to claim 5 , wherein the at least one or more compounds are used as dopant and/or host of the emission layer.