IRIDIUM COMPLEX COMPOUND, SOLUTION COMPOSITION CONTAINING THE COMPOUND, ORGANIC ELECTROLUMINESCENT ELEMENT, DISPLAY, AND LIGHTING

摘要

The present invention is to provide an iridium complex compound, which is soluble in an organic solvent, which can be stored for long periods without reprecipitation thereof and which secures a low driving voltage and a high luminescent efficiency of an organic electroluminescent element produced using the compound, to provide an organic electroluminescent element containing the compound and to provide a display and a lighting using the organic electroluminescent element. The present invention relates to the iridium complex compound having a specific chemical structure. Further, the invention also relates to the organic electroluminescent element produced using the compound, which requires a low operating voltage and has a long operating lifetime.

主权项

1. An iridium complex compound represented by the following formula (1): in the formula (1), the ring A represents a 6-membered or 5-membered aromatic hydrocarbon ring, containing the carbon atoms C1 and C2 or a 6-membered or 5-membered heteroaromatic ring containing the carbon atoms C1 and C2, the ring B represents a 6-membered or 5-membered nitrogen-containing heteroaromatic ring containing the carbon atom C3 and the nitrogen atom N1; L represents an organic ligand; a and b each independently indicate an integer of from 1 to 4; n indicates an integer of from 1 to 3; R1 and R2 each represent a substituent bonding to the carbon atom or the nitrogen atom that constitutes the ring A and the ring B, respectively, multiple R1s and R2s each are the same or different, and R1 and R2 represents any of a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having from 1 to 20 carbon atoms, a (hetero)aralkyl group having from 7 to 40 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a (hetero)aryloxy group having from 3 to 20 carbon atoms, an alkylsilyl group having from 1 to 20 carbon atoms, a (hetero)arylsilyl group having from 3 to 20 carbon atoms, an alkylcarbonyl group having from 2 to 20 carbon atoms, a (hetero)arylcarbonyl group having from 4 to 20 carbon atoms, an alkylamino group having from 2 to 20 carbon atoms, a (hetero)arylamino group having from 3 to 20 carbon atoms, or a (hetero)aryl group having from 3 to 20 carbon atoms; these groups may be further substituted with a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having from 1 to 20 carbon atoms, a (hetero)aralkyl group having from 7 to 40 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a (hetero)aryloxy group having from 3 to 20 carbon atoms, an alkylsilyl group having from 1 to 20 carbon atoms, a (hetero)arylsilyl group having from 3 to 20 carbon atoms, an alkylcarbonyl group having from 2 to 20 carbon atoms, a (hetero)arylcarbonyl group having from 4 to 20 carbon atoms, an alkylamino group having from 2 to 20 carbon atoms, a (hetero)arylamino group having from 3 to 20 carbon atoms, or a (hetero)aryl group having from 3 to 20 carbon atoms; when a is 2 or more and multiple R1s neighbor to each other, then the neighboring R1s may bond directly, or may bond via an alkylene group having from 3 to 12 carbon atoms, an alkenylene group having from 3 to 12 carbon atoms, or an arylene group having from 6 to 12 carbon atoms thereby to further form a ring; when b is 2 or more and multiple R2s neighbor to each other, then the neighboring R2s may bond directly, or may bond via an alkylene group having from 3 to 12 carbon atoms, an alkenylene group having from 3 to 12 carbon atoms, or an arylene group having from 6 to 12 carbon atoms thereby to further form a ring; R1 and R2 may bond directly, or may bond via an alkylene group having from 3 to 12 carbon atoms, an alkenylene group having from 3 to 12 carbon atoms, or an arylene group having from 6 to 12 carbon atoms thereby to further form a ring; the ring formed by bonding of R1s, R2s or R1 and R2 may be further substituted with a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having from 1 to 20 carbon atoms, a (hetero)aralkyl group having from 7 to 40 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a (hetero)aryloxy group having from 3 to 20 carbon atoms, an alkylsilyl group having from 1 to 20 carbon atoms, a (hetero)arylsilyl group having from 3 to 20 carbon atoms, an alkylcarbonyl group having from 2 to 20 carbon atoms, a (hetero)arylcarbonyl group having from 4 to 20 carbon atoms, an alkylamino group having from 2 to 20 carbon atoms, a (hetero)arylamino group having from 3 to 20 carbon atoms, or a (hetero)aryl group having from 3 to 20 carbon atoms; provided that at least one of R1 and R2 is represented by the following formula (2): in the formula (2), multiple Xs are the same or different, and X represents a (hetero)arylene group having from 6 to 20 carbon atoms, multiple Ar1s are the same or different, and Ar1 represents a (hetero)aryl group having from 3 to 20 carbon atoms; these groups may be further substituted with a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having from 1 to 20 carbon atoms, a (hetero)aralkyl group having from 7 to 40 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a (hetero)aryloxy group having from 3 to 20 carbon atoms, an alkylsilyl group having from 1 to 20 carbon atoms, a (hetero)arylsilyl group having from 3 to 20 carbon atoms, an alkylcarbonyl group having from 2 to 20 carbon atoms, a (hetero)arylcarbonyl group having from 4 to 20 carbon atoms, an alkylamino group having from 2 to 20 carbon atoms, a (hetero)arylamino group having from 3 to 20 carbon atoms, or a (hetero)aryl group having from 3 to 20 carbon atoms; Z is represented by the following formula (3); c indicates an integer of from 1 to 3; d indicates an integer of from 0 to 3: in the formula (3), multiple R's are the same or different, and R′ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an alkyl group having from 1 to 20 carbon atoms, an alkoxy group having from 1 to 20 carbon atoms, a (hetero)aryloxy group having from 3 to 20 carbon atoms, or a (hetero)aryl group having from 3 to 20 carbon atoms; r indicates an integer of from 1 to 20.