National Institute of Advanced Industrial Science and Technology

Tanaka Kikinzoku Kogyo K.k.

Sumitomo Chemical Company, Limited

Furuya Metal Co., Ltd.

Hideo Konno

Yasushi Masahiro

Junichi Taniuchi

Rumi Kobayashi

Takashi Ito

Kazuhiko Sato

Ryosuke Harada

Toshiyuki Shigetomi

Nobuhiko Akino

Shigeru Shimada

Taichi Abe

Yoshiro Sugita

The present invention provides a method for producing a cyclometalated iridium complex, the method including producing a cyclometalated iridium complex by reacting a cyclometalated iridium complex raw material including an organoiridium compound with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond and an iridium-nitrogen bond, and using as the raw material an organoiridium compound including a substructure represented by the following General Formula (1). The present invention is capable of producing a cyclometalated iridium complex with a high yield without by-production of a halogen-crosslinked iridium dimer.  (in General Formula (1), Ir represents an iridium atom, and O represents an oxygen atom).

Method for producing cyclometalated iridium complex

A method for producing a halogen-crosslinked iridium dimer with increased purity that is used as a precursor in production of a cyclometalated iridium complex useful as a phosphorescent material for organic electroluminescent devices, organic electrochemiluminescent devices, luminescent sensors, photosensitizing pigments, photocatalysts, luminescent probes, various light sources, and the like. The halogen-crosslinked iridium dimer is represented by the following formula: In this formula, each X represents a halogen atom, each CyA represents an optionally substituted five- or six-membered cyclic ring containing nitrogen atoms, and is linked to iridium via the nitrogen atoms, and each CyB represents an optionally substituted five- or six-membered ring containing carbon atoms, and is linked to iridium via the carbon atoms. CyA and CyB can be linked together to form an optionally substituted ring.

Method for producing halogen-crosslinked iridium dimer

The present invention provides a method for producing a cyclometalated iridium complex, the method including producing a cyclometalated iridium complex by reacting a cyclometalated iridium complex raw material including an organoiridium material with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond and an iridium-nitrogen bond, and using as the raw material an organoiridium material represented by the following general formula (1). The present invention allows a cyclometalated iridium complex to be produced with a high yield without by-production of a halogen-crosslinked iridium dimer. 

Method for producing cyclometalated iridium complex, and cyclometalated iridium complex precursor including organoiridium material

The present invention provides a method for producing a cyclometalated iridium complex by use of a non-chlorine iridium raw material. The method for producing a cyclometalated iridium complex includes producing a cyclometalated iridium complex by reacting a raw material including an iridium compound with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond, the raw material being non-halogenated iridium having a conjugated base of a strong acid as a ligand. Here, the non-halogenated iridium is preferably one containing a conjugated base of a strong acid having a pKa of 3 or less as a ligand.

A novel iridium complex which can be applied in an organic electroluminescent light emitting device, an organic electrochemical light emitting device, or the like, and which is thermally stable and has excellent sublimabilities. An iridium complex characterized by being represented by General Formula (1) (in General Formula (1), Rto Rand R, R, and Rrepresent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, an aryl group with 6 to 30 carbon atoms, a halogen atom, or a cyano group; R, Rto Rand Rrepresent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, a halogen atom, or a cyano group; the alkyl group may be substituted with an aryl group, a halogen atom, or a cyano group; the aryl group may be substituted with an alkyl group, a halogen atom, or a cyano group; adjacent Rto Rmay bind to each other to form a condensed ring; and m is an integer of 1 or 2, n is an integer of 1 or 2, and m+n is 3).

Heteroleptic iridium complex, and light-emitting material and organic light-emitting element using compound

The present invention relates to a raw material for a cyclometalated iridium complex, and provides a technique that makes it possible to obtain a cyclometalated iridium complex in higher yield at a lower reaction temperature than using tris(2,4-pentanedionato)iridium(III). The present invention relates to a raw material for a cyclometalated iridium complex, including an organic iridium material for producing a cyclometalated iridium complex, the organic iridium material being a tris(&#x3b2;-diketonato)iridium(III), in which an asymmetric &#x3b2;-diketone is coordinated to iridium.

Raw material and production method for cyclometalated iridium complex

A metal complex exhibits blue light emission of high color purity and has a color purity of small temperature dependence, particularly in the blue region. Specifically, the metal complex is represented by Formula (1a): wherein M is a metal atom; Ris a divalent linking group; each j independently represents 0 or 1; R, R, R, Rand Reach independently represents a hydrogen atom or the like; Rrepresents a halogen atom or the like; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2): represents a bidentate ligand; wherein Rand Rare an atom bonding to the metal atom M, and each independently represents a carbon atom, an oxygen atom or a nitrogen atom.

Metal complex and light-emitting device containing the metal complex

A highly stable metal complex useful for the manufacture of a light-emitting device has an excellent lifetime property, particularly in a blue region, specifically a metal complex represented by Formula (1): wherein M is a metal atom; each Rindependently represents a divalent linking group; i and j each independently represent 0 or 1; R, R, R, R, Rand Reach independently represent a hydrogen atom and the like, with a proviso that at least one of R, R, R, R, Rand Ris a dendron; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2):  represents a bidentate ligand; wherein Rand Rare an atom bonding to the metal atom M, and each independently represents a carbon atom and the like.

A method for obtaining, with high selectivity as compared to a conventional method of mixing reaction substrates and thereafter reacting the mixture under heating, a facial isomer of tris-orthometallated iridium that is suitably used particularly as an organic electroluminescence device material, among complexes of tris-orthometallated iridium. The method for producing a complex of tris-orthometallated iridium according to the present disclosure includes, in order, a step (1) of preliminarily heating at least one of the complex of orthometallated iridium or the bidentate organic ligand; a step (2) of mixing the complex of orthometallated iridium and the bidentate organic ligand; and a step (3) of reacting the complex of orthometallated iridium and the bidentate organic ligand.

Method for producing complex of trisortho-metalated iridium, light-emitting material using said complex, and light-emitting element

Provided is an iridium complex having a substructure represented by the following formula (1), which is a luminescent element material capable of luminescence with high brightness/high efficiency and excellent in durability and can be used in a luminescent element, etc. 

Iridium complex and light emitting material formed from same

To provide a light-emitting device that is capable of red-light-emitting with high luminance and high efficiency and that is excellent in endurance; and a metal coordination compound metal coordination compound having a partial structure represented by formula (1) that can be used in the light-emitting device, and that can also be used in applications, such as organic electroluminescent device materials, electrochemiluminescence (ECL) device materials, emission sensors, photosensitizers, displays, photographic materials, laser dyes, color filter dyes, optical communications, color conversion filters, backlights, illuminations, photosensitizing dyes, various light sources, and the like. 

Growing community of inventors

Tsukuba, Japan

Hideo Konno