Metal complex and device using the metal complex
AssigneesSumitomo Chemical Company, Limited, National University Corporation Hokkaido University
InventorsNoboru Kitamura, Eri Sakuda, Akitaka Ito, Takeo Hirokawa, Chizu Sekine, Yusuke Ishii
Life of this patent
Estimating the term…
Abstract
Disclosed is an device having high light-emitting efficiency. A metal complex represented by the following formula (1). In the formula (1), n represents an integer of 1 to 3. LA and LB each independently represent the moiety of a group bonded to an iridium atom, except for coordinating atoms. When n is 3, a metal complex represented by the following formula (1-3): wherein Me represents a methyl group) is excluded.
Claims24
A metal complex represented by formula (1):
- wherein:
- in formula (1), n is 1 or 2;
- LA and LB each independently represent a moiety of a group bonded to an iridium atom except for coordinating atoms;
- a group represented by formula (1-1):
- means a group represented by formula (L1):
- wherein, in formula (L1), R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- Ar1 and Ar2 each independently represent an aryl group optionally having a substituent or a monovalent aromatic heterocyclic group optionally having a substituent;
- X1 represents a bivalent group in which two or more groups selected from among the group consisting of an arylene group, a bivalent aromatic heterocyclic group, and an ethynylene group are directly bonded to each other, an arylene group, a bivalent aromatic heterocyclic group, an ethynylene group, or a direct bond;
- a group represented by formula (1-2):
- is different from the group represented by the formula (1-1) and means a group represented by a formula (L2):
- wherein, in formula (L2), R8, R9, R10, R11, R12, R13, R14 and R15 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- and
- when two groups represented by the formula (1-1) are present, the groups represented by the formula (1-1) may be the same as or different from each other;
- and when two groups represented by the formula (1-2) are present, the groups represented by the formula (1-2) may be the same as or different from each other.
A composition comprising:
- a charge transporting material;
- and
- a metal complex represented by formula (1):
- wherein:
- in formula (1), n is 1 or 2:
- LA and LB each independently represent a moiety of a group bonded to an iridium atom except for coordinating atoms;
- a group represented by formula (1-1):
- means a group represented by formula (L1):
- wherein, in formula (L1), R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- Ar1 and Ar2 each independently represent an aryl group optionally having a substituent or a monovalent aromatic heterocyclic group optionally having a substituent;
- X1 represents a bivalent group in which two or more groups selected from among the group consisting of an arylene group, a bivalent aromatic heterocyclic group, and an ethynylene group are directly bonded to each other, an arylene group, a bivalent aromatic heterocyclic group, an ethynylene group, or a direct bond;
- a group represented by formula (1-2):
- is different from the group represented by the formula (1-1) and means a group represented by formula (L2):
- wherein, in formula (L2), R8, R9, R10, R11, R12, R13, R14 and R15 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- and
- when two groups represented by the formula (1-1) are present, the groups represented by the formula (1-1) may be the same as or different from each other;
- and when two groups represented by the formula (1-2) are present, the groups represented by the formula (1-2) may be the same as or different each other.
A metal-containing polymer compound comprising:
- as a structural unit, a group derived from a metal complex represented by formula (1):
- wherein:
- in formula (1), n is 1 or 2:
- LA and LB each independently represent a moiety of a group bonded to an iridium atom except for coordinating atoms;
- a group represented by formula (1-1):
- means a group represented by formula (L1):
- wherein, in formula (L1), R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- Ar1 and Ar2 are each independently an aryl group optionally having a substituent or a monovalent aromatic heterocyclic group optionally having a substituent;
- X1 is a bivalent group in which two or more groups selected from among the group consisting of an arylene group, a bivalent aromatic heterocyclic group, and an ethynylene group are directly bonded to each other, an arylene group, a bivalent aromatic heterocyclic group, an ethynylene group, or a direct bond;
- a group represented by formula (1-2):
- is different from the group represented by the formula (1-1) and means a group represented by formula (L2):
- wherein, in formula (L2), R8, R9, R10, R11, R12, R13, R14 and R15 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- and
- when two groups represented by the formula (1-1) are present, the groups represented by the formula (1-1) may be the same as or different from each other;
- and when two groups represented by the formula (1-2) are present, the groups represented by the formula (1-2) may be the same as or different from each other.
A composition comprising:
- a solvent or a dispersion medium;
- and
- a metal complex represented by formula (1):
- wherein:
- in formula (1), n is 1 or 2:
- LA and LB each independently represent a moiety of a group bonded to an iridium atom except for coordinating atoms;
- a group represented by formula (1-1):
- means a group represented by a formula (L1):
- wherein, in formula (L1), R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- Ar1 and Ar2 each independently represent an aryl group optionally having a substituent or a monovalent aromatic heterocyclic group optionally having a substituent;
- X1 represents a bivalent group in which two or more groups selected from among the group consisting of an arylene group, a bivalent aromatic heterocyclic group, and an ethynylene group are directly bonded to each other, an arylene group, a bivalent aromatic heterocyclic group, an ethynylene group, or a direct bond;
- a group represented by a formula (1-2):
- is different from the group represented by the formula (1-1) and means a group represented by formula (L2):
- wherein, in formula (L2), R8, R9, R10, R11, R12, R13, R14 and R15 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- and
- when two groups represented by the formula (1-1) are present, the groups represented by the formula (1-1) may be the same as or different from each other;
- and when two groups represented by the formula (1-2) are present, the groups represented by the formula (1-2) may be the same as or different from each other.
A film comprising a metal complex represented by formula (1):
- wherein:
- in formula (1), n is 1 or 2:
- LA and LB each independently represent a moiety of a group bonded to an iridium atom except for coordinating atoms;
- a group represented by formula (1-1):
- means a group represented by formula (L1):
- wherein, in formula (L1), R1, R2, R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group;
- Ar1 and Ar2 each independently represent an aryl group optionally having a substituent or a monovalent aromatic heterocyclic group optionally having a substituent;
- X1 represents a bivalent group in which two or more groups selected from among the group consisting of an arylene group, a bivalent aromatic heterocyclic group, and an ethynylene group are directly bonded to each other, an arylene group, a bivalent aromatic heterocyclic group, an ethynylene group, or a direct bond;
- a group represented by formula (1-2):
- is different from the group represented by the formula (1-1) and means a group represented by formula (L2):
- wherein, in formula (L2), R8, R9, R10, R11, R12, R13, R14 and R15 each independently represent a hydrogen atom, an alkyl group, an aryl group, a monovalent aromatic heterocyclic group, an alkoxy group, an aryloxy group, an aralkyl group, an arylalkoxy group, a substituted amino group, a substituted carbonyl group, a substituted carboxyl group, an alkenyl group, an alkynyl group, a halogen atom, or a cyano group);
- and
- when two groups represented by the formula (1-1) are present, the groups represented by the formula (1-1) may be the same as or different from each other;
- and when two groups represented by the formula (1-2) are present, the groups represented by the formula (1-2) may be the same as or different from each other.
Dependencies are inferred from the claim text.