Composition and light emitting device using the same

Patent metadata

Field	Value
Publication number	US-10141514-B2
Application number	US-201515303920-A
Country	US
Kind code	B2
Filing date	Mar 30, 2015
Priority date	Apr 18, 2014
Publication date	Nov 27, 2018
Grant date	Nov 27, 2018

Abstract

A composition is provided containing: a phosphorescent compound having an emission spectrum whose maximum peak wavelength is between 380 nm or more and less than 495 nm, having no dendron and represented by formula (1′); two or more phosphorescent compounds having an emission spectrum whose maximum peak wavelength is between 495 nm or more and less than 750 nm and having a dendron; and a compound represented by formula (H-1).

In formula (1′) M represents an iridium atom or the like, n 1 represents an integer of 1 or more, n 2 represents an integer of 0 or more, E 1 and E 2 represent a carbon atom or the like, the ring R 1′ represents a diazole ring, the ring R 2 represents a 6-membered aromatic hydrocarbon ring or the like, and A 1 -G 1 -A 2 represents an anionic bidentate ligand.

First claim

The invention claimed is:

1. A composition comprising
a phosphorescent compound (B) having an emission spectrum whose maximum peak wavelength is from 380 nm to less than 495 nm and having no dendron represented by the formula (D-A) or (D-B), wherein the emission spectrum is obtained by measuring the PL spectrum of a dilute solution comprising the phosphorescent compound (B) and an organic solvent at room temperature,
two or more phosphorescent compounds (DGR) having an emission spectrum whose maximum peak wavelength is from 495 nm to less than 750 nm and having a dendron represented by the formula (D-A) or (D-B′), wherein the emission spectrum is obtained by measuring the PL spectrum of a dilute solution comprising the phosphorescent compound (DGR) and an organic solvent at room temperature, and
a compound represented by the formula (H-1), wherein
the phosphorescent compound (B) is a phosphorescent compound represented by the formula (1′),
each of the two or more phosphorescent compounds (DGR) is a phosphorescent compound represented by the formula (2), and at least one of the two or more phosphorescent compounds (DGR) is a phosphorescent further compound represented by the formula (2-A1), (2-A2), (2-A3), or (2-A4), and
a ratio of the content of the two or more phosphorescent compounds (DGR) to the content of the phosphorescent compound (B) is 0.1 to 10 parts by weight to 100 parts by weight:

wherein
m DA1 , m DA2 and m DA3 each independently represent an integer of 0 or more,
G DA represents a nitrogen atom, an aromatic hydrocarbon group or a heterocyclic group and these groups each optionally have a substituent,
Ar DA1 , Ar DA2 and Ar DA3 each independently represent an arylene group or a divalent heterocyclic group and these groups each optionally have a substituent, and when a plurality of Ar DA1 , Ar DA2 and Ar DA3 are present, they may be the same or different at each occurrence, and
T DA represents an aryl group or a monovalent heterocyclic group and these groups each optionally have a substituent, and the plurality of T DA may be the same or different:

wherein
m DA4 , m DA5 , m DA6 and m DA7 each independently represent an integer of 0 or more, the plurality of G DA may be the same or different,
Ar DA1 , Ar DA2 , Ar DA3 , Ar DA4 , Ar DA5 , Ar DA6 and Ar DA7 each independently represent an arylene group or a divalent heterocyclic group and these groups each optionally have a substituent, and when a plurality of Ar DA1 , Ar DA2 , Ar DA3 , Ar DA4 , Ar DA5 , Ar DA6 and Ar DA7 are present, they may be the same or different at each occurrence;

wherein
G DA1 , G DA2 and G DA3 each independently represent a nitrogen atom,anaromatic hydrocarbon group or a heterocyclic group and these groups each optionally have a substituent, and m DA2 is an integer of 1 or more when G DA1 and G DA2 are each a nitrogen atom, m DA3 is an integer of 1 or more when G DA1 and G DA3 are each a nitrogen atom;

wherein
Ar H1 and Ar H2 each independently represent an aryl group or a monovalent heterocyclic group and these groups each optionally have a substituent,
n H1 represents 1, n H2 represents 0 or 1, and a plurality of n H2 may be the same or different,
n H3 represents 1,
L H1 represents a divalent heterocyclic group represented by the formula (AA-10), (AA-11), (AA-12), (AA-13), (AA-14), (AA-15), (AA-33) or (AA-34),
L H2 represents a group represented by -N(-L H21 - R H21 )-, and when a plurality of L H2 are present, they may be the same or different, and
L H21 represents a single bond, an arylene group or a divalent heterocyclic group and these groups each optionally have a substituent, and R H21 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group and these groups each optionally have a substituent:

wherein R represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and a plurality of R may be the same or different:

wherein
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom,
n 1 represents an integer of 1 or more, n 2 represents an integer of 0 or more, and n 1 +n 2 is 2 or 3, and n 1 +n 2 is 3 when M is a ruthenium atom, a rhodium atom or an iridium atom, while n 1 +n 2 is 2 when M is a palladium atom or a platinum atom,
E 1 and E 2 each independently represent a carbon atom or a nitrogen atom, and at least one of E 1 and E 2 is a carbon atom,
the ring R 1′ represents a diazole ring and this diazole ring optionally has a substituent, and when a plurality of substituents are present, they may be the same or different and may form a ring together with atoms to which they are attached, and when a plurality of the rings R 1′ are present, they may be the same or different,
the ring R 2 represents a 5-membered or 6-membered aromatic hydrocarbon ring or a 5-membered or 6-membered aromatic heterocyclic ring and these rings each optionally have a substituent, and when a plurality of substituents are present, they may be the same or different and may form a ring together with atoms to which they are attached, and when a plurality of the rings R 2 are present, they may be the same or different, and E 2 is a carbon atom when the ring R 2 is a 6-membered aromatic heterocyclic ring,
the substituent which the ring R 1′ optionally has and the substituent which the ring R 2 optionally has may form a ring together with atoms to which they are attached, and
A 1 -G 1 -A 2 represents an anionic bidentate ligand, A 1 and A 2 each independently represent a carbon atom, an oxygen atom or a nitrogen atom and together may constitute a ring, G 1 represents a single bond or an atomic group constituting the bidentate ligand together with A 1 and A 2 , and when a plurality of A 1 -G 1 -A 2 are present, they may be the same or different:

wherein
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom,
n 3 represents an integer of 1 or more, n 4 represents an integer of 0 or more, and n 3 +n 4 is 2 or 3, and n 3 +n 4 is 3 when M is a ruthenium atom, a rhodium atom or an iridium atom, while n 3 +n 4 is 2 when M is a palladium atom or a platinum atom,
E 4 represents a carbon atom or a nitrogen atom,
the ring R 3 represents a 6-membered aromatic heterocyclic ring and this ring optionally has a substituent, and when a plurality of substituents are present, they may be the same or different and may form a ring together with atoms to which they are attached, and when a plurality of the rings R 3 are present, they may be the same or different,
the ring R 4 represents a 5-membered or 6-membered aromatic hydrocarbon ring or a 5-membered or 6-membered aromatic heterocyclic ring and these rings each optionally have a substituent and when a plurality of substituents are present, they may be the same or different and may form a ring together with atoms to which they are attached, and when a plurality of the rings R 4 are present, they may be the same or different, and E 4 is a carbon atom

Assignees

• Sumitomo Chemical Co

Inventors

• Sasada Toshiaki
• Anryu Makoto
• Yokoya Seiichirou
• Asada Kohei

Classifications

• C08G2261/3142

  fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene · CPC title

• C08G2261/76

  crosslinking · CPC title

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C08G2261/135

  Cross-linked structures · CPC title

• C08G2261/148

  Side-chains having aromatic units · CPC title