Search

JP-2026075333-A - Composition and light-emitting element

JP2026075333AJP 2026075333 AJP2026075333 AJP 2026075333AJP-2026075333-A

Abstract

[Problem] To provide a composition useful for manufacturing light-emitting elements with high external quantum efficiency, and a light-emitting element formed using the composition. [Solution] A composition containing a metal complex represented by formula (1) and a specific compound. [Selection Diagram] None

Inventors

  • 稲員 慎一

Assignees

  • 住友化学株式会社

Dates

Publication Date
20260508
Application Date
20241022

Claims (7)

  1. A composition containing a metal complex represented by formula (1) and a compound represented by formula (2). [In the formula, M represents a rhodium atom, palladium atom, iridium atom, or platinum atom. n1 represents an integer greater than or equal to 1, and n2 represents an integer greater than or equal to 0. However, if M is a rhodium atom or an iridium atom, n1 + n2 is 3, and if M is a palladium atom or a platinum atom, n1 + n2 is 2. E1 and E2 each independently represent a carbon atom or a nitrogen atom. If there are multiple E1 and E2 elements, they may be identical or different. Ring L1 represents an aromatic heterocycle, which may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other, forming a ring with the atoms to which they are bonded. If there are multiple rings L1 , they may be the same or different. Ring L2 represents an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other, forming a ring with the atom to which each substituent is bonded. If there are multiple rings L2 , they may be the same or different. The substituents that ring L1 may have and the substituents that ring L2 may have may be the same or different, and may be bonded to each other to form a ring with the atom to which they are bonded. However, at least one of rings L1 and L2 has a substituent represented by formula (1-T). If there are multiple groups represented by formula (1-T), they may be the same or different. A1 - G1 - A2 represents an anionic bidentate ligand. A1 and A2 each independently represent a carbon atom, an oxygen atom, or a nitrogen atom, and these atoms may constitute a ring. G1 represents a single bond or an atomic group that, together with A1 and A2 , constitutes a bidentate ligand. If multiple A1 - G1 - A2 structures exist, they may be identical or different. [In the formula, Ring Q1 and ring Q2 each independently represent a heterocycle, and the rings may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other to form a ring with the atom to which they are bonded. Y1 represents a group represented by -N= or -C(Ry)=. Ry represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other to form a ring with the atom to which each substituent is bonded. R1 and R2 each independently represent an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, or a halogen atom, and these groups may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other to form a ring with the atom to which they are bonded. The substituents that R1 may have and the substituents that R2 may have may be the same or different, and may be bonded to each other, forming a ring with the atom to which each is bonded. [In the formula, R1T represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an aryl group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other to form a ring with the atom to which each is bonded.]
  2. The composition according to claim 1, wherein the ring L1 is an aromatic heterocycle containing a five-membered ring or an aromatic heterocycle containing a six-membered ring, and these rings may have substituents, and the ring L2 is an aromatic hydrocarbon ring containing a five-membered ring or a six-membered ring, or an aromatic heterocycle containing a five-membered ring or a six-membered ring, and these rings may have substituents.
  3. The composition according to claim 1, wherein the ring L1 is a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a diazole ring, or a triazole ring, and these rings may have substituents, and the ring L2 is a benzene ring, a pyridine ring, or a diazabenzene ring, and these rings may have substituents.
  4. The composition according to claim 1, wherein the ring L1 is a pyridine ring and may have substituents, and the ring L2 is a benzene ring and may have substituents.
  5. The composition according to claim 1, wherein the compound represented by formula (2) is the compound represented by formula (2-1). [In the formula, Y1 , R1 , and R2 have the same meaning as above. R11B , R12B , R13B , R14 B , R15B , and R16B each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have substituents. If there are multiple substituents, they may be the same or different, and they may be bonded to each other to form a ring with the atom to which they are bonded. R11B and R12B , R12B and R13B , R14B and R15B , and R15B and R16B may each be bonded to each other to form a ring with the carbon atom to which they are bonded.
  6. The composition according to claim 1, further comprising at least one selected from the group consisting of hole transport materials, hole injection materials, electron transport materials, electron injection materials, antioxidants, and solvents.
  7. A light-emitting element having an anode, a cathode, and an organic layer provided between the anode and the cathode, A light-emitting element, wherein the organic layer is a layer containing the composition described in any one of claims 1 to 6.

Description

This disclosure relates to compositions and light-emitting elements. Light-emitting elements such as organic electroluminescent elements can be suitably used in display and lighting applications. For example, Patent Document 1 describes a light-emitting element comprising a fluorescent material and a phosphorescent material that satisfy a specific relationship. Japanese Patent Publication No. 2003-151773 Preferred embodiments of this disclosure are described in detail below. <Explanation of common terms> Terms used in this specification, unless otherwise specified, have the following meanings: "Room temperature" means 25°C. Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, i-Pr represents an isopropyl group, and t-Bu represents a tert-butyl group. The hydrogen atom may be a deuterium atom or a light hydrogen atom. In formulas representing metal complexes, solid lines indicating bonds with the central metal represent ionic bonds, covalent bonds, or coordinate bonds. "Low molecular weight compounds" refer to compounds that do not have a molecular weight distribution and have a molecular weight of 1 × 10⁴ or less. A "polymer compound" refers to a polymer that has a molecular weight distribution and whose number-average molecular weight in terms of polystyrene is 1 × 10³ or greater (for example, 1 × 10³ to 1 × 10⁸ ). A "constituent unit" refers to one or more units present in a polymer compound. Constituent units present in two or more units in a polymer compound are generally also called "repeating units." The polymer compound may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or any other form. From the viewpoint of the light-emitting properties of the light-emitting element, the terminal groups of the polymer compound are preferably stable groups. Preferably, the terminal groups of the polymer compound are groups that are conjugately bonded to the main chain of the polymer compound, such as aryl groups or monovalent heterocyclic groups that are bonded to the main chain of the polymer compound via carbon-carbon bonds. The "alkyl group" may be either linear or branched. The number of carbon atoms in a linear alkyl group, excluding the number of carbon atoms in substituents, is typically 1 to 50, preferably 1 to 20, and more preferably 1 to 10. The number of carbon atoms in a branched alkyl group, excluding the number of carbon atoms in substituents, is typically 3 to 50, preferably 3 to 20, and more preferably 4 to 10. Alkyl groups may have substituents. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, 2-butyl, isobutyl, tert-butyl, pentyl, isoamyl, 2-ethylbutyl, hexyl, heptyl, octyl, 2-ethylhexyl, 3-propylheptyl, decyl, 3,7-dimethyloctyl, 2-ethyloctyl, 2-hexyldecyl, and dodecyl groups. In addition, alkyl groups may be groups in which some or all of the hydrogen atoms in these groups are substituted with substituents (for example, trifluoromethyl, pentafluoroethyl, perfluorobutyl, perfluorohexyl, perfluorooctyl, 3-phenylpropyl, 3-(4-methylphenyl)propyl, 3-(3,5-dihexylphenyl)propyl, and 6-ethyloxyhexyl groups). The number of carbon atoms in a "cycloalkyl group," excluding the number of carbon atoms in substituents, is typically 3 to 50, preferably 3 to 20, and more preferably 4 to 10. Cycloalkyl groups may have substituents. Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and groups in which some or all of the hydrogen atoms in these groups are substituted with substituents. The number of carbon atoms in the alkylene group, excluding the number of carbon atoms in substituents, is usually 1 to 50, preferably 1 to 20, and more preferably 1 to 10. Alkylene groups may have substituents. Examples of alkylene groups include methylene, ethylene, propylene, butylene, pentylene, hexylene, heptylene, octylene, and groups in which some or all of the hydrogen atoms in these groups are substituted with substituents. The number of carbon atoms in the "cycloalkylene group," excluding the number of carbon atoms of substituents, is usually 3 to 50, preferably 4 to 20, and more preferably 5 to 10. The cycloalkylene group may have substituents. Examples of cycloalkylene groups include cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, and groups in which some or all of the hydrogen atoms in the group are substituted with substituents. An "aromatic hydrocarbon group" refers to a group obtained by removing one or more hydrogen atoms directly bonded to the carbon atoms that make up the ring from an aromatic hydrocarbon. A group obtained by removing one hydrogen atom directly bonded to the carbon atoms that make up the ring from an aromatic hydrocarbon is also called an "aryl group." A group obtained by removing two hydrogen atoms directly bonded to the carbon atoms that make up the ring from an aromatic hydrocarbon is also ca