JP6562030B2 - Composition and method for producing light-emitting device using the same - Google Patents

Description

  The present invention relates to a composition and a method for producing a light emitting device using the composition.

  Light-emitting elements such as organic electroluminescence elements can be suitably used for display and lighting applications. As a method for forming the organic layer of the light-emitting element, a wet method using a solvent is advantageous from the viewpoint of simplifying a manufacturing process for a large-area element and reducing manufacturing cost. For example, Patent Document 1 describes a composition containing a polymer compound, a phosphorescent material, a solvent, and 2,6-di-tert-butyl-4-methylphenol as a composition used in a wet method. Has been.

JP, 2015-063662, A

However, when the above composition is stored for a long period of time, it is not always sufficient to suppress a decrease in light emission efficiency of a light emitting device formed using the composition.
Therefore, an object of the present invention is to provide a composition that can suppress a decrease in light emission efficiency of a light emitting element even when stored for a long period of time.

The present invention provides the following [1] to [13].
[1]
A composition comprising a compound represented by the formula (C-1), a phosphorescent compound, an antioxidant, and a solvent that is liquid at 25 ° C. and 1 atm.

［式中、
環Ｒ^1C及び環Ｒ^2Cは、それぞれ独立に、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ｒ^Cは、−Ｏ−で表される基、−Ｓ−で表される基、又は、式（Ｃ’−１）で表される基を表す。］

[Where:
Ring R ^1C and ring R ^2C each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
R ^C represents a group represented by —O—, a group represented by —S—, or a group represented by the formula (C′-1). ]

［式中、
環Ｒ^3C及び環Ｒ^4Cは、それぞれ独立に、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ｒ^C'は、炭素原子、ケイ素原子、ゲルマニウム原子、スズ原子又は鉛原子を表す。］
［２］
前記酸化防止剤が、フェノール系酸化防止剤、アミン系酸化防止剤、リン系酸化防止剤又は硫黄系酸化防止剤である、［１］に記載の組成物。
［３］
前記酸化防止剤が式（Ｕ）で表される化合物である、［１］又は［２］に記載の組成物。

[Where:
Ring R ^3C and ring R ^4C each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings optionally have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
R ^C ′ represents a carbon atom, a silicon atom, a germanium atom, a tin atom, or a lead atom. ]
[2]
The composition according to [1], wherein the antioxidant is a phenol-based antioxidant, an amine-based antioxidant, a phosphorus-based antioxidant, or a sulfur-based antioxidant.
[3]
The composition according to [1] or [2], wherein the antioxidant is a compound represented by the formula (U).

［式中、Ｒ^U1、Ｒ^U2、Ｒ^U3、Ｒ^U4及びＲ^U5は、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基又はシクロアルコキシ基を表し、これらの基は置換基を有していてもよい。］
［４］
前記燐光発光性化合物が、式（１）で表される燐光発光性化合物である、［１］〜［３］のいずれかに記載の組成物。

[Wherein, R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group, and these groups each represent a substituent. You may have. ]
[4]
The composition according to any one of [1] to [3], wherein the phosphorescent compound is a phosphorescent compound represented by the formula (1).

［式中、
Ｍは、ルテニウム原子、ロジウム原子、パラジウム原子、イリジウム原子又は白金原子を表す。
ｎ¹は１以上の整数を表し、ｎ²は０以上の整数を表し、但し、Ｍがルテニウム原子、ロジウム原子又はイリジウム原子の場合、ｎ¹＋ｎ²は３であり、Ｍがパラジウム原子又は白金原子の場合、ｎ¹＋ｎ²は２である。
Ｅ¹及びＥ²は、それぞれ独立に、炭素原子又は窒素原子を表す。但し、Ｅ¹及びＥ²の少なくとも一方は炭素原子である。Ｅ¹及びＥ²が複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。
環Ｌ¹は、芳香族複素環を表し、該環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｌ¹が複数存在する場合、それらは同一でも異なっていてもよい。
環Ｌ²は、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｌ²が複数存在する場合、それらは同一でも異なっていてもよい。
環Ｌ¹が有していてもよい置換基と、環Ｌ²が有していてもよい置換基とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ａ¹−Ｇ¹−Ａ²は、アニオン性の２座配位子を表す。Ａ¹及びＡ²は、それぞれ独立に、炭素原子、酸素原子又は窒素原子を表し、これらの原子は環を構成する原子であってもよい。Ｇ¹は、単結合、又は、Ａ¹及びＡ²とともに２座配位子を構成する原子団を表す。Ａ¹−Ｇ¹−Ａ²が複数存在する場合、それらは同一でも異なっていてもよい。］
［５］
前記式（１）で表される燐光発光性化合物が、式（１−Ｂ）で表される燐光発光性化合物である、［４］に記載の組成物。

[Where:
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, provided that when M is a ruthenium atom, rhodium atom or iridium atom, n ¹ + n ² is 3, and M is a palladium atom or platinum. In the case of atoms, n ¹ + n ² is 2.
E ¹ and E ² each independently represent a carbon atom or a nitrogen atom. However, at least one of E ¹ and E ² is a carbon atom. When a plurality of E ¹ and E ² are present, they may be the same or different.
Ring L ¹ represents an aromatic heterocyclic ring, and the ring may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of rings L ¹ are present, they may be the same or different.
The ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of rings L ² are present, they may be the same or different.
The substituent that the ring L ¹ may have and the substituent that the ring L ² may have may be bonded to each other to form a ring together with the atoms to which they are bonded.
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represents a carbon atom, an oxygen atom or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group constituting a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² are present, they may be the same or different. ]
[5]
The composition according to [4], wherein the phosphorescent compound represented by the formula (1) is a phosphorescent compound represented by the formula (1-B).

［式中、
Ｍ、ｎ¹、ｎ²及びＡ¹−Ｇ¹−Ａ²は、前記と同じ意味を表す。
Ｅ^11B、Ｅ^12B、Ｅ^13B、Ｅ^14B、Ｅ^21B、Ｅ^22B、Ｅ^23B及びＥ^24Bは、それぞれ独立に、窒素原子又は炭素原子を表す。Ｅ^11B、Ｅ^12B、Ｅ^13B、Ｅ^14B、Ｅ^21B、Ｅ^22B、Ｅ^23B及びＥ^24Bが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｅ^11Bが窒素原子の場合、Ｒ^11Bは存在しない。Ｅ^12Bが窒素原子の場合、Ｒ^12Bは存在しない。Ｅ^13Bが窒素原子の場合、Ｒ^13Bは存在しない。Ｅ^14Bが窒素原子の場合、Ｒ^14Bは存在しない。Ｅ^21Bが窒素原子の場合、Ｒ^21Bは存在しない。Ｅ^22Bが窒素原子の場合、Ｒ^22Bは存在しない。Ｅ^23Bが窒素原子の場合、Ｒ^23Bは存在しない。Ｅ^24Bが窒素原子の場合、Ｒ^24Bは存在しない。
Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｒ^11BとＲ^12B、Ｒ^12BとＲ^13B、Ｒ^13BとＲ^14B、Ｒ^11BとＲ^21B、Ｒ^21BとＲ^22B、Ｒ^22BとＲ^23B、及び、Ｒ^23BとＲ^24Bは、それぞれ結合して、それぞれが結合する原子とともに環を形成していてもよい。
環Ｌ^1Bは、ピリジン環又はジアザベンゼン環を表す。
環Ｌ^2Bは、ベンゼン環、ピリジン環又はジアザベンゼン環を表す。］
［６］
前記式（１−Ｂ）で表される燐光発光性化合物が、式（１−Ｂ１）で表される燐光発光性化合物、式（１−Ｂ２）で表される燐光発光性化合物、式（１−Ｂ３）で表される燐光発光性化合物、式（１−Ｂ４）で表される燐光発光性化合物又は式（１−Ｂ５）で表される燐光発光性化合物である、［５］に記載の組成物。

[Where:
M, n ¹ , n ² and A ¹ -G ¹ -A ² represent the same meaning as described above.
^E11B , ^E12B , ^E13B , ^E14B , ^E21B , ^E22B , ^E23B and ^E24B each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B , they may be the same or different. When E ^11B is a nitrogen atom, R ^11B does not exist. When E ^12B is a nitrogen atom, R ^12B does not exist. When E ^13B is a nitrogen atom, R ^13B does not exist. When E ^14B is a nitrogen atom, R ^14B does not exist. When E ^21B is a nitrogen atom, R ^21B does not exist. When E ^22B is a nitrogen atom, R ^22B does not exist. When E ^23B is a nitrogen atom, R ^23B does not exist. When E ^24B is a nitrogen atom, R ^24B does not exist.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryl An oxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom is represented, and these groups may have a substituent. When there are a plurality of R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B , they may be the same or different. R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , R ^11B and R ^21B , R ^21B and R ^22B , R ^22B and R ^23B , and R ^23B and R ^24B are bonded to each other, You may form the ring with the atom to which each couple | bonds.
Ring L ^1B represents a pyridine ring or a diazabenzene ring.
Ring L ^2B represents a benzene ring, a pyridine ring or a diazabenzene ring. ]
[6]
The phosphorescent compound represented by the formula (1-B) is a phosphorescent compound represented by the formula (1-B1), a phosphorescent compound represented by the formula (1-B2), the formula (1) The phosphorescent compound represented by -B3), the phosphorescent compound represented by formula (1-B4), or the phosphorescent compound represented by formula (1-B5). Composition.

［式中、
Ｍ、ｎ¹、ｎ²、Ａ¹−Ｇ¹−Ａ²、Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bは、前記と同じ意味を表す。
ｎ¹¹及びｎ¹²は、それぞれ独立に、１以上の整数を表し、但し、Ｍがルテニウム原子、ロジウム原子又はイリジウム原子の場合、ｎ¹¹＋ｎ¹²は３であり、Ｍがパラジウム原子又は白金原子の場合、ｎ¹¹＋ｎ¹²は２である。
Ｒ^15B、Ｒ^16B、Ｒ^17B及びＲ^18Bは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^15B、Ｒ^16B、Ｒ^17B及びＲ^18Bが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｒ^13BとＲ^15B、Ｒ^15BとＲ^16B、Ｒ^16BとＲ^17B、Ｒ^17BとＲ^18B、及び、Ｒ^18BとＲ^21Bは、それぞれ結合して、それぞれが結合する原子とともに環を形成していてもよい。］
［７］
前記式（１）で表される燐光発光性化合物が、式（１−Ａ）で表される燐光発光性化合物である、［４］に記載の組成物。

[Where:
M, n ¹ , n ² , A ¹ -G ¹ -A ² , R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B represent the same meaning as described above.
n ¹¹ and n ¹² each independently represents an integer of 1 or more, provided that when M is a ruthenium atom, rhodium atom or iridium atom, n ¹¹ + n ¹² is 3, and M is a palladium atom or a platinum atom. In this case, n ¹¹ + n ¹² is 2.
R ^15B , R ^16B , R ^17B and R ^18B are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group Represents a group or a halogen atom, and these groups optionally have a substituent. When there are a plurality of R ^15B , R ^16B , R ^17B and R ^18B , they may be the same or different. R ^13B and R ^15B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^18B and R ^21B are bonded to each other to form a ring together with the atoms to which they are bonded. Also good. ]
[7]
The composition according to [4], wherein the phosphorescent compound represented by the formula (1) is a phosphorescent compound represented by the formula (1-A).

［式中、
Ｍ、ｎ¹、ｎ²、Ｅ¹及びＡ¹−Ｇ¹−Ａ²は、前記と同じ意味を表す。
Ｅ^11A、Ｅ^12A、Ｅ^13A、Ｅ^21A、Ｅ^22A、Ｅ^23A及びＥ^24Aは、それぞれ独立に、窒素原子又は炭素原子を表す。Ｅ^11A、Ｅ^12A、Ｅ^13A、Ｅ^21A、Ｅ^22A、Ｅ^23A及びＥ^24Aが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｅ^11Aが窒素原子の場合、Ｒ^11Aは存在しても存在しなくてもよい。Ｅ^12Aが窒素原子の場合、Ｒ^12Aは存在しても存在しなくてもよい。Ｅ^13Aが窒素原子の場合、Ｒ^13Aは存在しても存在しなくてもよい。Ｅ^21Aが窒素原子の場合、Ｒ^21Aは存在しない。Ｅ^22Aが窒素原子の場合、Ｒ^22Aは存在しない。Ｅ^23Aが窒素原子の場合、Ｒ^23Aは存在しない。Ｅ^24Aが窒素原子の場合、Ｒ^24Aは存在しない。
Ｒ^11A、Ｒ^12A、Ｒ^13A、Ｒ^21A、Ｒ^22A、Ｒ^23A及びＲ^24Aは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^11A、Ｒ^12A、Ｒ^13A、Ｒ^21A、Ｒ^22A、Ｒ^23A及びＲ^24Aが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｒ^11AとＲ^12A、Ｒ^12AとＲ^13A、Ｒ^11AとＲ^21A、Ｒ^21AとＲ^22A、Ｒ^22AとＲ^23A、及び、Ｒ^23AとＲ^24Aは、それぞれ結合して、それぞれが結合する原子とともに環を形成していてもよい。
環Ｌ^1Aは、トリアゾール環又はジアゾール環を表す。
環Ｌ^2Aは、ベンゼン環、ピリジン環又はジアザベンゼン環を表す。］
［８］
前記式（１−Ａ）で表される燐光発光性化合物が、式（１−Ａ１）で表される燐光発光性化合物、式（１−Ａ２）で表される燐光発光性化合物、式（１−Ａ３）で表される燐光発光性化合物、式（１−Ａ４）で表される燐光発光性化合物又は式（１−Ａ５）で表される燐光発光性化合物である、［７］に記載の組成物。

[Where:
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² represent the same meaning as described above.
E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. When E ^11A is a nitrogen atom, R ^11A may or may not be present. When E ^12A is a nitrogen atom, R ^12A may or may not be present. When E ^13A is a nitrogen atom, R ^13A may or may not be present. When E ^21A is a nitrogen atom, R ^21A does not exist. When E ^22A is a nitrogen atom, R ^22A does not exist. When E ^23A is a nitrogen atom, R ^23A does not exist. When E ^24A is a nitrogen atom, R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, It represents a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. When there are a plurality of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A , they may be the same or different. R ^11A and R ^12A , R ^12A and R ^13A , R ^11A and R ^21A , R ^21A and R ^22A , R ^22A and R ^23A , and R ^23A and R ^24A are bonded to each other together with the atoms to which they are bonded. A ring may be formed.
Ring L ^1A represents a triazole ring or a diazole ring.
Ring L ^2A represents a benzene ring, a pyridine ring or a diazabenzene ring. ]
[8]
The phosphorescent compound represented by the formula (1-A) is a phosphorescent compound represented by the formula (1-A1), a phosphorescent compound represented by the formula (1-A2), the formula (1) The phosphorescent compound represented by -A3), the phosphorescent compound represented by formula (1-A4), or the phosphorescent compound represented by formula (1-A5). Composition.

［式中、Ｍ、ｎ¹、ｎ²、Ｒ^11A、Ｒ^12A、Ｒ^13A、Ｒ^21A、Ｒ^22A、Ｒ^23A、Ｒ^24A及びＡ¹−Ｇ¹−Ａ²は、前記と同じ意味を表す。］
［９］
前記式（Ｃ−１）で表される化合物が、式（Ｃ−２−１）で表される化合物又は式（Ｃ−２−２）で表される化合物である、［１］〜［８］のいずれかに記載の組成物。

[Wherein, M, n ¹ , n ² , R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A , R ^24A and A ¹ -G ¹ -A ² represent the same meaning as described above. ]
[9]
[1] to [8], wherein the compound represented by the formula (C-1) is a compound represented by the formula (C-2-1) or a compound represented by the formula (C-2-2). ] The composition in any one of.

［式中、Ｒ^C'は、前記と同じ意味を表す。
Ｒ^C''は、−Ｏ−で表される基又は−Ｓ−で表される基を表す。
Ｅ^11C、Ｅ^12C、Ｅ^13C、Ｅ^14C、Ｅ^21C、Ｅ^22C、Ｅ^23C、Ｅ^24C、Ｅ^31C、Ｅ^32C、Ｅ^33C、Ｅ^34C、Ｅ^41C、Ｅ^42C、Ｅ^43C及びＥ^44Cは、それぞれ独立に、窒素原子又は炭素原子を表す。
環Ｒ^1C'、環Ｒ^2C'、環Ｒ^3C'及び環Ｒ^4C'は、それぞれ独立に、ベンゼン環、ピリジン環又はジアザベンゼン環を表す。
Ｒ^11C、Ｒ^12C、Ｒ^13C、Ｒ^14C、Ｒ^21C、Ｒ^22C、Ｒ^23C、Ｒ^24C、Ｒ^31C、Ｒ^32C、Ｒ^33C、Ｒ^34C、Ｒ^41C、Ｒ^42C、Ｒ^43C及びＲ^44Cは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。
Ｅ^11Cが窒素原子の場合、Ｒ^11Cは存在しない。Ｅ^12Cが窒素原子の場合、Ｒ^12Cは存在しない。Ｅ^13Cが窒素原子の場合、Ｒ^13Cは存在しない。Ｅ^14Cが窒素原子の場合、Ｒ^14Cは存在しない。Ｅ^21Cが窒素原子の場合、Ｒ^21Cは存在しない。Ｅ^22Cが窒素原子の場合、Ｒ^22Cは存在しない。Ｅ^23Cが窒素原子の場合、Ｒ^23Cは存在しない。Ｅ^24Cが窒素原子の場合、Ｒ^24Cは存在しない。Ｅ^31Cが窒素原子の場合、Ｒ^31Cは存在しない。Ｅ^32Cが窒素原子の場合、Ｒ^32Cは存在しない。Ｅ^33Cが窒素原子の場合、Ｒ^33Cは存在しない。Ｅ^34Cが窒素原子の場合、Ｒ^34Cは存在しない。Ｅ^41Cが窒素原子の場合、Ｒ^41Cは存在しない。Ｅ^42Cが窒素原子の場合、Ｒ^42Cは存在しない。Ｅ^43Cが窒素原子の場合、Ｒ^43Cは存在しない。Ｅ^44Cが窒素原子の場合、Ｒ^44Cは存在しない。
Ｒ^11CとＲ^12C、Ｒ^12CとＲ^13C、Ｒ^13CとＲ^14C、Ｒ^14CとＲ^34C、Ｒ^34CとＲ^33C、Ｒ^33CとＲ^32C、Ｒ^32CとＲ^31C、Ｒ^31CとＲ^41C、Ｒ^41CとＲ^42C、Ｒ^42CとＲ^43C、Ｒ^43CとＲ^44C、Ｒ^44CとＲ^24C、Ｒ^24CとＲ^23C、Ｒ^23CとＲ^22C、Ｒ^22CとＲ^21C、及び、Ｒ^21CとＲ^11Cは、それぞれ結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］
［１０］
前記式（Ｃ−１）で表される化合物が、式（Ｃ−２−１）で表される化合物であり、
前記式（Ｃ−２−１）で表される化合物が、式（Ｃ−３−１）で表される化合物である、［９］に記載の組成物。

[Wherein, R ^C 'represents the same meaning as described above.
R ^C ″ represents a group represented by —O— or a group represented by —S—.
^{E 11C, E 12C, E 13C} , E 14C, E 21C, E 22C, E 23C, E 24C, E 31C, E 32C, E 33C, E 34C, E 41C, E 42C, E 43C and E ^44C, respectively Independently, it represents a nitrogen atom or a carbon atom.
Ring R ^1C ′, ring R ^2C ′, ring R ^3C ′ and ring R ^4C ′ each independently represent a benzene ring, a pyridine ring or a diazabenzene ring.
R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C are respectively Independently, it 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. You may have.
When E ^11C is a nitrogen atom, R ^11C does not exist. When E ^12C is a nitrogen atom, R ^12C does not exist. When E ^13C is a nitrogen atom, R ^13C does not exist. When E ^14C is a nitrogen atom, R ^14C does not exist. When E ^21C is a nitrogen atom, R ^21C does not exist. When E ^22C is a nitrogen atom, R ^22C does not exist. When E ^23C is a nitrogen atom, R ^23C does not exist. When E ^24C is a nitrogen atom, R ^24C does not exist. When E ^31C is a nitrogen atom, R ^31C does not exist. When E ^32C is a nitrogen atom, R ^32C does not exist. When E ^33C is a nitrogen atom, R ^33C does not exist. When E ^34C is a nitrogen atom, R ^34C does not exist. When E ^41C is a nitrogen atom, R ^41C does not exist. When E ^42C is a nitrogen atom, R ^42C does not exist. When E ^43C is a nitrogen atom, R ^43C does not exist. When E ^44C is a nitrogen atom, R ^44C does not exist.
R ^11C and R ^12C , R ^12C and R ^13C , R ^13C and R ^14C , R ^14C and R ^34C , R ^34C and R ^33C , R ^33C and R ^32C , R ^32C and R ^31C , R ^31C and R ^41C , R ^41C And R ^42C , R ^42C and R ^43C , R ^43C and R ^44C , R ^44C and R ^24C , R ^24C and R ^23C , R ^23C and R ^22C , R ^22C and R ^21C , and R ^21C and R ^11C are respectively They may be bonded to form a ring together with the carbon atoms to which they are bonded. ]
[10]
The compound represented by the formula (C-1) is a compound represented by the formula (C-2-1),
The composition according to [9], wherein the compound represented by the formula (C-2-1) is a compound represented by the formula (C-3-1).

［式中、Ｒ^C'、Ｒ^11C、Ｒ^12C、Ｒ^13C、Ｒ^14C、Ｒ^21C、Ｒ^22C、Ｒ^23C、Ｒ^24C、Ｒ^31C、Ｒ^32C、Ｒ^33C、Ｒ^34C、Ｒ^41C、Ｒ^42C、Ｒ^43C及びＲ^44Cは、前記と同じ意味を表す。］
［１１］
前記式（Ｃ−１）で表される化合物が、式（Ｃ−２−２）で表される化合物であり、
前記式（Ｃ−２−２）で表される化合物が、式（Ｃ−３−２）で表される化合物である、［９］に記載の組成物。

[Wherein R ^C ′, R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C represent the same meaning as described above. ]
[11]
The compound represented by the formula (C-1) is a compound represented by the formula (C-2-2),
The composition according to [9], wherein the compound represented by the formula (C-2-2) is a compound represented by the formula (C-3-2).

［式中、Ｒ^C''、Ｒ^11C、Ｒ^12C、Ｒ^13C、Ｒ^14C、Ｒ^21C、Ｒ^22C、Ｒ^23C及びＲ^24Cは、前記と同じ意味を表す。］
［１２］
前記溶媒が、芳香族炭化水素系溶媒又は芳香族エーテル系溶媒である、［１］〜［１１］のいずれかに記載の組成物。
［１３］
陽極及び陰極と、前記陽極及び前記陰極の間に設けられた有機層とを有する発光素子の製造方法であって、前記有機層が、［１］〜［１２］のいずれかに記載の組成物を用いて湿式法により形成される、前記発光素子の製造方法。

[Wherein, R ^C ″, R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C represent the same meaning as described above. ]
[12]
The composition according to any one of [1] to [11], wherein the solvent is an aromatic hydrocarbon solvent or an aromatic ether solvent.
[13]
It is a manufacturing method of the light emitting element which has an anode and a cathode, and the organic layer provided between the said anode and the said cathode, Comprising: The said organic layer is a composition in any one of [1]-[12]. A method for manufacturing the light-emitting element, which is formed by a wet method using

  ADVANTAGE OF THE INVENTION According to this invention, the composition which can suppress the fall of the luminous efficiency of a light emitting element can be provided even when it stores for a long period of time. In addition, according to the present invention, it is possible to provide a method for manufacturing a light emitting device capable of suppressing a decrease in light emission efficiency.

  Hereinafter, preferred embodiments of the present invention will be described in detail.

<Explanation of common terms>
Terms commonly used in this specification have the following meanings unless otherwise specified.
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 the formula representing the metal complex, the solid line representing the bond with the central metal means a covalent bond or a coordinate bond.

The “polymer compound” means a polymer having a molecular weight distribution and having a polystyrene-equivalent number average molecular weight of 1 × 10 ³ to 1 × 10 ⁸ .
“Low molecular weight compound” means a compound having no molecular weight distribution and a molecular weight of 1 × 10 ⁴ or less.
“Structural unit” means one or more units present in a polymer compound.

The “alkyl group” may be linear or branched. The carbon atom number of a linear alkyl group is 1-50 normally without including the carbon atom number of a substituent, Preferably it is 3-30, More preferably, it is 4-20. The number of carbon atoms of the branched alkyl group is usually 3 to 50, preferably 3 to 30, and more preferably 4 to 20, not including the number of carbon atoms of the substituent.
The alkyl group may have a substituent, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, 2-butyl group, isobutyl group, tert-butyl group, pentyl group, isoamyl group, 2-ethylbutyl, hexyl, heptyl, octyl, 2-ethylhexyl, 3-propylheptyl, decyl, 3,7-dimethyloctyl, 2-ethyloctyl, 2-hexyldecyl, dodecyl And a group in which a hydrogen atom in these groups is substituted with a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a fluorine atom or the like (for example, a trifluoromethyl group, a pentafluoroethyl group, a perfluorobutyl group) Perfluorohexyl group, perfluorooctyl group, 3-phenylpropyl group, 3- (4-methylphenyl) propyl group, 3- (3,5-di-hexyl group Phenyl) propyl group, 6-ethyloxy-hexyl group).
The number of carbon atoms of the “cycloalkyl group” is usually 3 to 50, preferably 3 to 30 and more preferably 4 to 20 without including the number of carbon atoms of the substituent.
The cycloalkyl group may have a substituent, and examples thereof include a cyclohexyl group, a cyclohexylmethyl group, and a cyclohexylethyl group.

“Aryl group” means an atomic group remaining after removing one hydrogen atom directly bonded to a carbon atom constituting a ring from an aromatic hydrocarbon. The carbon atom number of an aryl group is 6-60 normally without including the carbon atom number of a substituent, Preferably it is 6-20, More preferably, it is 6-10.
The aryl group may have a substituent, for example, phenyl group, 1-naphthyl group, 2-naphthyl group, 1-anthracenyl group, 2-anthracenyl group, 9-anthracenyl group, 1-pyrenyl group, 2 -Pyrenyl group, 4-pyrenyl group, 2-fluorenyl group, 3-fluorenyl group, 4-fluorenyl group, 2-phenylphenyl group, 3-phenylphenyl group, 4-phenylphenyl group, and hydrogen atoms in these groups Are groups substituted with an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a fluorine atom, or the like.

The “alkoxy group” may be linear or branched. The number of carbon atoms of a linear alkoxy group is 1-40 normally without including the carbon number of a substituent, Preferably it is 4-10. The number of carbon atoms of the branched alkoxy group is usually 3 to 40, preferably 4 to 10, not including the number of carbon atoms of the substituent.
The alkoxy group may have a substituent, for example, methoxy group, ethoxy group, propyloxy group, isopropyloxy group, butyloxy group, isobutyloxy group, tert-butyloxy group, pentyloxy group, hexyloxy group, Heptyloxy group, octyloxy group, 2-ethylhexyloxy group, nonyloxy group, decyloxy group, 3,7-dimethyloctyloxy group, lauryloxy group, and the hydrogen atom in these groups is a cycloalkyl group, an alkoxy group, And a group substituted with a cycloalkoxy group, an aryl group, a fluorine atom, or the like.
The number of carbon atoms of the “cycloalkoxy group” is usually 3 to 40, preferably 4 to 10, not including the number of carbon atoms of the substituent.
The cycloalkoxy group may have a substituent, and examples thereof include a cyclohexyloxy group.

The number of carbon atoms of the “aryloxy group” is usually 6 to 60, preferably 6 to 48, not including the number of carbon atoms of the substituent.
The aryloxy group may have a substituent, for example, a phenoxy group, 1-naphthyloxy group, 2-naphthyloxy group, 1-anthracenyloxy group, 9-anthracenyloxy group, 1- Examples include a pyrenyloxy group and a group in which a hydrogen atom in these groups is substituted with an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a fluorine atom, or the like.

The “p-valent heterocyclic group” (p represents an integer of 1 or more) is p of hydrogen atoms directly bonded to a carbon atom or a hetero atom constituting a ring from a heterocyclic compound. This means the remaining atomic group excluding the hydrogen atom. Among the p-valent heterocyclic groups, it is the remaining atomic group obtained by removing p hydrogen atoms from an aromatic heterocyclic compound directly bonded to carbon atoms or heteroatoms constituting the ring. A “p-valent aromatic heterocyclic group” is preferable.
`` Aromatic heterocyclic compounds '' are oxadiazole, thiadiazole, thiazole, oxazole, thiophene, pyrrole, phosphole, furan, pyridine, pyrazine, pyrimidine, triazine, pyridazine, quinoline, isoquinoline, carbazole, dibenzophosphole, etc. A compound in which the ring itself exhibits aromaticity and a heterocyclic ring such as phenoxazine, phenothiazine, dibenzoborol, dibenzosilol, and benzopyran itself does not exhibit aromaticity, but the aromatic ring is condensed to the heterocyclic ring. Means a compound.

The number of carbon atoms of the monovalent heterocyclic group is usually 2 to 60, preferably 4 to 20, not including the number of carbon atoms of the substituent.
The monovalent heterocyclic group may have a substituent, for example, thienyl group, pyrrolyl group, furyl group, pyridyl group, piperidinyl group, quinolinyl group, isoquinolinyl group, pyrimidinyl group, triazinyl group, and these And a group in which the hydrogen atom in the group is substituted with an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or the like.

  “Halogen atom” refers to a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

The “amino group” may have a substituent, and a substituted amino group is preferable. As a substituent which an amino group has, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group is preferable.
Examples of the substituted amino group include a dialkylamino group, a dicycloalkylamino group, and a diarylamino group.
Examples of the amino group include dimethylamino group, diethylamino group, diphenylamino group, bis (4-methylphenyl) amino group, bis (4-tert-butylphenyl) amino group, bis (3,5-di-tert- Butylphenyl) amino group.

The “alkenyl group” may be linear or branched. The number of carbon atoms of a linear alkenyl group is 2-30 normally without including the carbon atom number of a substituent, Preferably it is 3-20. The number of carbon atoms of the branched alkenyl group is usually 3 to 30, and preferably 4 to 20, not including the number of carbon atoms of the substituent.
The number of carbon atoms of the “cycloalkenyl group” is usually 3 to 30, preferably 4 to 20, not including the number of carbon atoms of the substituent.
The alkenyl group and the cycloalkenyl group may have a substituent, for example, a vinyl group, a 1-propenyl group, a 2-propenyl group, a 2-butenyl group, a 3-butenyl group, a 3-pentenyl group, a 4-pentenyl group, Examples include a pentenyl group, a 1-hexenyl group, a 5-hexenyl group, a 7-octenyl group, and groups in which these groups have a substituent.

The “alkynyl group” may be linear or branched. The carbon atom number of an alkynyl group is 2-20 normally without including the carbon atom of a substituent, Preferably it is 3-20. The number of carbon atoms of the branched alkynyl group is usually 4 to 30, preferably 4 to 20, not including the carbon atom of the substituent.
The number of carbon atoms of the “cycloalkynyl group” is usually 4 to 30, preferably 4 to 20, not including the carbon atom of the substituent.
The alkynyl group and the cycloalkynyl group may have a substituent, for example, an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 2-butynyl group, a 3-butynyl group, a 3-pentynyl group, 4- Examples include a pentynyl group, 1-hexynyl group, 5-hexynyl group, and groups in which these groups have a substituent.

The “arylene group” means an atomic group remaining after removing two hydrogen atoms directly bonded to a carbon atom constituting a ring from an aromatic hydrocarbon. The carbon atom number of an arylene group is 6-60 normally without including the carbon atom number of a substituent, Preferably it is 6-30, More preferably, it is 6-18.
The arylene group may have a substituent. Examples include chrysenediyl groups and groups in which these groups have substituents, and groups represented by formula (A-1) to formula (A-20) are preferable. The arylene group includes a group in which a plurality of these groups are bonded.

［式中、Ｒ及びＲ^aは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アリール基又は１価の複素環基を表す。複数存在するＲ及びＲ^aは、各々、同一でも異なっていてもよく、Ｒ^a同士は互いに結合して、それぞれが結合する原子と共に環を形成していてもよい。］

[Wherein, R and R ^a each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group. A plurality of R and R ^a may be the same or different, and R ^a may be bonded to each other to form a ring together with the atoms to which they are bonded. ]

The number of carbon atoms of the divalent heterocyclic group is usually 2 to 60, preferably 3 to 20 and more preferably 4 to 15 without including the number of carbon atoms of the substituent.
The divalent heterocyclic group may have a substituent, for example, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, dibenzosilol, phenoxazine, phenothiazine, acridine, Divalent acridine, furan, thiophene, azole, diazole, and triazole include divalent groups obtained by removing two hydrogen atoms from hydrogen atoms directly bonded to carbon atoms or heteroatoms constituting the ring, and preferably Is a group represented by formula (AA-1) to formula (AA-34). The divalent heterocyclic group includes a group in which a plurality of these groups are bonded.

［式中、Ｒ及びＲ^aは、前記と同じ意味を表す。］

[Wherein, R and R ^a represent the same meaning as described above. ]

The “crosslinking group” is a group capable of forming a new bond by being subjected to heating, ultraviolet irradiation, near ultraviolet irradiation, visible light irradiation, infrared irradiation, radical reaction, etc. It is a crosslinking group represented by Formula (XL-1) to Formula (XL-17) of Group A.
(Crosslinking group A group)

  “Substituent” means a halogen atom, cyano group, alkyl group, cycloalkyl group, aryl group, monovalent heterocyclic group, alkoxy group, cycloalkoxy group, aryloxy group, amino group, substituted amino group, alkenyl group. Represents a cycloalkenyl group, an alkynyl group or a cycloalkynyl group. The substituent may be a crosslinking group.

<Composition>
The composition of the present invention comprises a compound represented by the formula (C-1), a phosphorescent compound, an antioxidant, and a solvent that is liquid at 25 ° C. and 1 atm (hereinafter referred to as “ink solvent”). And a composition containing
In the composition of the present invention, the compound represented by the formula (C-1), the phosphorescent compound, the antioxidant, and the ink solvent may be used alone or in combination of two or more. Good.

-Compound represented by Formula (C-1) The molecular weight of the compound represented by Formula (C-1) is preferably 2 × 10 ^{2 to} 5 × 10 ⁴ , more preferably 3 × 10 ^2. It is ^-3 * 10 < ³ >, More preferably, it is 4 * 10 < ² > -1 * 10 < ³ >.

In the ring R ^1C and the ring R ^2C , the number of carbon atoms of the aromatic hydrocarbon ring does not include the number of carbon atoms of the substituent, and is usually 6 to 60, preferably 6 to 30, and more preferably 6 ~ 18.
Examples of the aromatic hydrocarbon ring in ring R ^1C and ring R ^2C include, for example, a benzene ring, naphthalene ring, anthracene ring, indene ring, fluorene ring, spirobifluorene ring, phenanthrene ring, dihydrophenanthrene ring, pyrene ring, chrysene ring And a phenylene ring, preferably a benzene ring, a naphthalene ring, an anthracene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring or a dihydrophenanthrene ring, more preferably a benzene ring, a naphthalene ring, a fluorene ring or a spirobi ring. It is a fluorene ring, more preferably a benzene ring, and these rings may have a substituent.

In the ring R ^1C and the ring R ^2C , the number of carbon atoms of the aromatic heterocyclic ring is usually 2 to 60, preferably 3 to 30, and more preferably, not including the number of carbon atoms of the substituent. 4-15.
Examples of the aromatic heterocycle in ring R ^1C and ring R ^2C include pyrrole ring, diazole ring, triazole ring, furan ring, thiophene ring, oxadiazole ring, thiadiazole ring, pyridine ring, diazabenzene ring, triazine ring, aza Naphthalene ring, diazanaphthalene ring, triazanaphthalene ring, azaanthracene ring, diazaanthracene ring, triazaanthracene ring, azaphenanthrene ring, diazaphenanthrene ring, triazaphenanthrene ring, dibenzofuran ring, dibenzothiophene ring, dibenzosilole Ring, dibenzophosphole ring, carbazole ring, azacarbazole ring, diazacarbazole ring, phenoxazine ring, phenothiazine ring, dihydroacridine ring and dihydrophenazine ring, preferably pyridine ring, diazaben Ring, azanaphthalene ring, diazanaphthalene ring, azaanthracene ring, diazaphenanthrene ring, dibenzofuran ring, dibenzothiophene ring, carbazole ring, phenoxazine ring, phenothiazine ring, dihydroacridine ring or dihydrophenazine ring, more preferably Is a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a dibenzofuran ring, a dibenzothiophene ring or a carbazole ring, more preferably a pyridine ring or a diazabenzene ring, and these rings have a substituent. It may be.

Using the compositions of the present invention, the light-emitting element formed by a wet method (hereinafter. Referred to as "light-emitting device of the present embodiment") since reduction in luminous efficiency can be further suppressed, the ring R ^1C and ring R ^2C Of these, at least one is preferably an aromatic hydrocarbon ring, more preferably both are aromatic hydrocarbon rings, and still more preferably both are benzene rings.

As the substituent that the ring R ^1C and the ring R ^2C may have, 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, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, still more preferably an aryl group or a monovalent heterocyclic group. And particularly preferably a monovalent heterocyclic group, and these groups may further have a substituent.

In the substituent which ring R ^1C and ring R ^2C may have, the number of carbon atoms of the aryl group is usually 6 to 60, preferably 6 to 40, not including the number of carbon atoms of the substituent. Yes, more preferably 6-25.
In the substituents that the ring R ^1C and the ring R ^2C may have, the aryl group includes, for example, a benzene ring, naphthalene ring, anthracene ring, indene ring, fluorene ring, spirobifluorene ring, phenanthrene ring, dihydrophenanthrene. A ring, a pyrene ring, a chrysene ring, a triphenylene ring, or a ring obtained by condensing these rings, a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring is removed, preferably a benzene ring, A group obtained by removing one hydrogen atom directly bonded to a carbon atom constituting a ring from a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a dihydrophenanthrene ring or a triphenylene ring, more preferably a benzene ring, Water bonded directly from the fluorene ring or spirobifluorene ring to the carbon atoms constituting the ring A group in which one atom is removed, more preferably a group in which one hydrogen atom directly bonded to a carbon atom constituting the ring is removed from a fluorene ring or a spirobifluorene ring, and these groups are further substituted You may have.

In the substituents that the ring R ^1C and the ring R ^2C may have, the number of carbon atoms of the monovalent heterocyclic group is usually 2 to 60, not including the number of carbon atoms of the substituent, preferably 3 to 30 and more preferably 3 to 15.
In the substituents that the ring R ^1C and the ring R ^2C may have, examples of the monovalent heterocyclic group include a pyrrole ring, a diazole ring, a triazole ring, a furan ring, a thiophene ring, an oxadiazole ring, and a thiadiazole. Ring, pyridine ring, diazabenzene ring, triazine ring, azanaphthalene ring, diazanaphthalene ring, triazanaphthalene ring, azaanthracene ring, diazaanthracene ring, triazaanthracene ring, azaphenanthrene ring, diazaphenanthrene ring, triaza Phenanthrene ring, dibenzofuran ring, dibenzothiophene ring, dibenzosilole ring, dibenzophosphole ring, carbazole ring, azacarbazole ring, diazacarbazole ring, phenoxazine ring, phenothiazine ring, dihydroacridine ring, dihydrophenazine ring, or these In the ring Examples thereof include a group obtained by removing one hydrogen atom directly bonded to a carbon atom or a hetero atom constituting a ring from a ring condensed with an aromatic ring, and preferably a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a dia Directly from the naphthalene ring, dibenzofuran ring, dibenzothiophene ring, carbazole ring, azacarbazole ring, diazacarbazole ring, phenoxazine ring, phenothiazine ring, dihydroacridine ring or dihydrophenazine ring to the carbon atom or heteroatom constituting the ring A group in which one hydrogen atom to be bonded is removed, more preferably a pyridine ring, a diazabenzene ring, a triazine ring, a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a phenoxazine ring, or a phenothiazine. Ring, dihydroa A group obtained by removing one hydrogen atom directly bonded to a carbon atom or a hetero atom constituting a ring from a lysine ring or dihydrophenazine ring, more preferably a dibenzofuran ring, a dibenzothiophene ring, a carbazole ring, a phenoxazine ring, A group obtained by removing one hydrogen atom directly bonded to a carbon atom or a hetero atom constituting a ring from a phenothiazine ring, dihydroacridine ring or dihydrophenazine ring, particularly preferably a dibenzofuran ring, a dibenzothiophene ring or a carbazole ring , A group excluding one hydrogen atom directly bonded to a carbon atom or a hetero atom constituting the ring, and these rings may have a substituent.

In the substituted amino group in the substituent that the ring R ^1C and the ring R ^2C may have, the amino group preferably has an aryl group or a monovalent heterocyclic group, more preferably an aryl group, These groups may further have a substituent. Examples and preferred ranges of the aryl group in the substituent that the amino group has are the same as examples and preferred ranges of the aryl group in the substituent that the ring R ^1C and ring R ^2C may have. Examples and preferred ranges of the monovalent heterocyclic group in the substituent that the amino group has are the same as examples and preferred ranges of the monovalent heterocyclic group in the substituent that the ring R ^1C and ring R ^2C may have. It is.

^Examples of the substituent that the ring R ^1C and the ring R ^2C may have further include 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 is preferable, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group is more preferable, an alkyl group or an aryl group is further preferable, and these groups are further It may have a substituent.
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that the substituent which the ring R ^1C and the ring R ^2C may have further have, respectively are the ring Examples of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that R ^1C and ring R ^2C may have are the same as the preferred range.

R ^C is more preferably a group represented by —S— or a group represented by the formula (C′-1), since a decrease in luminous efficiency of the light emitting device of this embodiment can be further suppressed.

The group R ^C ′ represented by the formula (C′-1) is preferably a carbon atom, a silicon atom, or a germanium atom, more preferably a decrease in light emission efficiency of the light emitting device of this embodiment, and more preferably Is a carbon atom or a silicon atom, more preferably a carbon atom.

Since reduction in the light emission efficiency of the light emitting device of this embodiment can be further suppressed, at least one of the ring R ^3C and the ring R ^4C is preferably an aromatic hydrocarbon ring, and both are aromatic hydrocarbon rings. More preferably, both are benzene rings.
Examples and preferred ranges of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^3C and ring R ^4C are examples and preferred examples of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^1C and ring R ^2C , respectively. It is the same as the example of a range, and a preferable range.
Examples and preferred ranges of the substituent that the ring R ^3C and the ring R ^4C may have are the same as examples and preferred ranges of the substituent that the ring R ^1C and the ring R ^2C may have.
Examples of the substituents that the ring R ^3C and the ring R ^4C may have and the substituents that the ring R ^1C and the ring R ^2C may have include examples of the substituents that the ring R ^1C and the ring R ^2C may have. Further, the examples are the same as the examples and preferred ranges of the substituents that may be present.

When R ^C is a group represented by the formula (C′-1), a decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed, so that Ring R ^1C , Ring R ^2C , Ring R ^3C and Ring R ^At least one of ^4C preferably has an aryl group or a monovalent heterocyclic group, and at least one of ring R ^1C , ring R ^2C , ring R ^3C and ring R ^4C has the formula (D-1 ) Or a group represented by formula (E-1), more preferably a group represented by formula (D-1).
R ^C is a group represented by the formula (C′-1), and at least one of the ring R ^1C , the ring R ^2C , the ring R ^3C and the ring R ^4C is an aryl group or a monovalent heterocyclic group. When it has, the total number of the aryl group and monovalent heterocyclic group which the ring R ^1C , the ring R ^2C , the ring R ^3C and the ring R ^4C have is preferably 1 to 5, more preferably 1 to The number is 3, more preferably 1 or 2, and particularly preferably 1.
R ^C is a group represented by the formula (C′-1), and at least one of the ring R ^1C , the ring R ^2C , the ring R ^3C, and the ring R ^4C is represented by the formula (D-1) or the formula (E -1) has a group represented by the formula (D-1) and the group represented by the formula (E-1) of the ring R ^1C , the ring R ^2C , the ring R ^3C and the ring R ^4C The number is preferably 1 to 5, more preferably 1 to 3, further preferably 1 or 2, and particularly preferably 1.

In the case where R ^C is a group represented by —O— or a group represented by —S—, the light emission efficiency of the light emitting device of this embodiment can be further prevented from decreasing, and therefore, among ring R ^1C and ring R ^2C , At least one preferably has an aryl group or a monovalent heterocyclic group, more preferably at least one has a group represented by formula (D-1) or formula (E-1), and at least One preferably has a group represented by the formula (E-1), and these groups may have a substituent.
When R ^C is a group represented by —O— or a group represented by —S—, and at least one of ring R ^1C and ring R ^2C has an aryl group or a monovalent heterocyclic group, The total number of aryl groups and monovalent heterocyclic groups contained in R ^1C and ring R ^2C is preferably 1 to 5, more preferably 1 to 3, and even more preferably 1 or 2 And particularly preferably one.
R ^C is a group represented by —O— or a group represented by —S—, and at least one of ring R ^1C and ring R ^2C is represented by formula (D-1) or formula (E-1). In the case of having the group represented, the total number of groups represented by the formula (D-1) and the formula (E-1) included in the ring R ^1C and the ring R ^2C is preferably 1 to 5, More preferably, it is 1 to 3, more preferably 1 or 2, and particularly preferably 1.

R ^C ″ is preferably a group represented by —S—, since a decrease in light emission efficiency of the light emitting device of this embodiment can be further suppressed.

  .Group represented by formula (D-1)

［式中、
環Ｒ^Dは、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ｘ^D1及びＸ^D2は、それぞれ独立に、単結合、−Ｏ−で表される基、−Ｓ−で表される基、−Ｎ(Ｒ^XD1)−で表される基又は−Ｃ(Ｒ^XD2)₂−で表される基を表す。Ｒ^XD1及びＲ^XD2は、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。複数存在するＲ^XD2は、同一でも異なっていてもよく、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ｅ^1D、Ｅ^2D、Ｅ^3D及びＥ^4Dは、それぞれ独立に、窒素原子又は炭素原子を表す。但し、Ｅ^1D、Ｅ^2D、Ｅ^3D及びＥ^4Dのうち、少なくとも１つは炭素原子である。
Ｒ^1D、Ｒ^2D、Ｒ^3D及びＲ^4Dは、それぞれ独立に、結合手、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。但し、Ｒ^1D、Ｒ^2D、Ｒ^3D及びＲ^4Dのうち、１つは結合手である。
Ｅ^1Dが窒素原子の場合、Ｒ^1Dは存在しない。Ｅ^2Dが窒素原子の場合、Ｒ^2Dは存在しない。Ｅ^3Dが窒素原子の場合、Ｒ^3Dは存在しない。Ｅ^4Dが窒素原子の場合、Ｒ^4Dは存在しない。
Ｒ^1Dが結合手の場合、Ｅ^1Dは炭素原子である。Ｒ^2Dが結合手の場合、Ｅ^2Dは炭素原子である。Ｒ^3Dが結合手の場合、Ｅ^3Dは炭素原子である。Ｒ^4Dが結合手の場合、Ｅ^4Dは炭素原子である。
Ｒ^1DとＲ^2Dとは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^2DとＲ^3Dとは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^3DとＲ^4Dとは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^1DとＲ^XD1とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^1DとＲ^XD2とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^4DとＲ^XD1とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。Ｒ^4DとＲ^XD2とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｒ^Dが有していてもよい置換基とＲ^XD1とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｒ^Dが有していてもよい置換基とＲ^XD2とは、互いに結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］

[Where:
Ring ^RD represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
X ^D1 and X ^D2 each independently represent a single bond, a group represented by —O—, a group represented by —S—, a group represented by —N (R ^XD1 ) — or —C (R ^XD2 ) ₂ represents a group represented by-. R ^XD1 and R ^XD2 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. These groups may have a substituent. A plurality of R ^XD2 may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded.
E ^1D , E ^2D , E ^3D and E ^4D each independently represent a nitrogen atom or a carbon atom. However, at least one of E ^1D , E ^2D , E ^3D and E ^4D is a carbon atom.
R ^1D , R ^2D , R ^3D and R ^4D are each independently a bond, a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group. Represents a substituted amino group or a halogen atom, and these groups optionally have a substituent. However, one of R ^1D , R ^2D , R ^3D and R ^4D is a bond.
When E ^1D is a nitrogen atom, R ^1D does not exist. When E ^2D is a nitrogen atom, R ^2D does not exist. When E ^3D is a nitrogen atom, R ^3D does not exist. When E ^4D is a nitrogen atom, R ^4D does not exist.
When R ^1D is a bond, E ^1D is a carbon atom. When R ^2D is a bond, E ^2D is a carbon atom. When R ^3D is a bond, E ^3D is a carbon atom. When R ^4D is a bond, E ^4D is a carbon atom.
R ^1D and R ^2D may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^2D and R ^3D may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^3D and R ^4D may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^1D and R ^XD1 may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^1D and R ^XD2 may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^4D and R ^XD1 may be bonded to each other to form a ring together with the atoms to which they are bonded. R ^4D and R ^XD2 may be bonded to each other to form a ring together with the atoms to which they are bonded. The substituent which the ring R ^D may have and R ^XD1 may be bonded to each other to form a ring together with the atoms to which they are bonded. The substituent which the ring R ^D may have and R ^XD2 may be bonded to each other to form a ring together with the carbon atom to which each is bonded. ]

Examples and preferred ranges of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^D are the same as examples and preferred ranges of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^1C and ring R ^2C , respectively. .
Examples and preferred ranges of the substituent that the ring R ^D may have are examples and preferred ranges of the substituent that the ring R ^1C and the substituent that the ring R ^2C may further have. Is the same.
Ring ^RD is preferably an aromatic hydrocarbon ring, and more preferably a benzene ring, since the decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed.

Since X ^D1 and X ^D2 can further suppress a decrease in light emission efficiency of the light emitting device of this embodiment, preferably a single bond, a group represented by —O—, a group represented by —S—, or —C ( R ^XD2 ) ₂ —, more preferably a single bond, a group represented by —O— or a group represented by —S—, still more preferably a single bond or —S—. It is group represented by these.
At least one of X ^D1 and X ^D2 is preferably a single bond, and X ^D2 is more preferably a single bond.

R ^XD1 is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an aryl group or a monovalent heterocyclic group, still more preferably an aryl group. These groups may have a substituent.
R ^XD2 is preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably an alkyl group or an aryl group, and these groups optionally have a substituent. .
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^XD1 and R ^XD2 are the aryl group, monovalent group in the substituent which ring R ^1C and ring R ^2C may have, respectively. The examples and preferred ranges of the heterocyclic group and the substituted amino group are the same.

In X ^D1 and X ^D2 , the combination of two R ^XD2 groups represented by —C (R ^XD2 ) ₂ — is preferably both an alkyl group or a cycloalkyl group, both an aryl group, and both are 1 A valent heterocyclic group, or one is an alkyl group or a cycloalkyl group and the other is an aryl group or a monovalent heterocyclic group, more preferably both are an aryl group or one is an alkyl group or a cycloalkyl group And the other is an aryl group, more preferably both are aryl groups, and these groups optionally have a substituent. Two R ^{XD2 s} are preferably bonded to each other to form a ring together with the atoms to which each is bonded. When R ^XD2 forms a ring, the group represented by —C (R ^XD2 ) ₂ — is preferably a group represented by the formula (Y-A1) -formula (Y-A5), more preferably Is a group represented by the formula (Y-A4), and these groups may have a substituent.

Examples and preferred ranges of the substituent that R ^XD1 and R ^XD2 may have include examples of the substituent that the ring R ^1C and the ring R ^2C may further have, and It is the same as a preferable range.

E ^1D , E ^2D , E ^3D and E ^4D are preferably carbon atoms.

R ^1D , R ^3D or R ^4D is preferably a bond, R ^1D or R ^4D is more preferably a bond, and R ^4D is more preferably a bond.
When R ^1D , R ^2D , R ^3D and R ^4D are other than a bond, R ^1D , R ^2D , R ^3D and R ^4D are a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic ring It is preferably a group or a substituted amino group, more preferably a hydrogen atom, an alkyl group or an aryl group, still more preferably a hydrogen atom, and these groups may further have a substituent.
Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^1D , R ^2D , R ^3D and R ^4D are the substituents that ring R ^1C and ring R ^2C may have, respectively. Are the same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group.
Examples and preferred ranges of substituents that R ^1D , R ^2D , R ^3D and R ^4D may have are the same as examples and preferred ranges of substituents which R ^XD1 and R ^XD2 may have. .
R ^1D and R ^2D , R ^2D and R ^3D , R ^3D and R ^4D , R ^1D and R ^XD1 , R ^1D and R ^XD1 , R ^1D and R ^XD2 , R ^4D and R ^XD1 , R ^4D and R ^XD2 , R ^XD1 the ring R ^D has optionally may substituent and,, R ^XD2 and ring R ^D substituent which may be possessed are bonded to each, and each form a ring together with the carbon atoms to which are attached However, it is preferable not to form a ring.

  The group represented by the formula (D-1) is preferably a group represented by the formula (D-2) because a decrease in light emission efficiency of the light emitting device of this embodiment can be further suppressed.

  .Group represented by formula (D-2)

［式中、
Ｘ^D1、Ｘ^D2、Ｅ^1D、Ｅ^2D、Ｅ^3D、Ｅ^4D、Ｒ^1D、Ｒ^2D、Ｒ^3D及びＲ^4Dは、前記と同じ意味を表す。
Ｅ^5D、Ｅ^6D、Ｅ^7D及びＥ^8Dは、それぞれ独立に、窒素原子又は炭素原子を表す。
Ｒ^5D、Ｒ^6D、Ｒ^7D及びＲ^8Dは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。
Ｅ^5Dが窒素原子の場合、Ｒ^5Dは存在しない。Ｅ^6Dが窒素原子の場合、Ｒ^6Dは存在しない。Ｅ^7Dが窒素原子の場合、Ｒ^7Dは存在しない。Ｅ^8Dが窒素原子の場合、Ｒ^8Dは存在しない。
Ｒ^5DとＲ^6D、Ｒ^6DとＲ^7D、Ｒ^7DとＲ^8D、Ｒ^5DとＲ^XD1、Ｒ^5DとＲ^XD2、Ｒ^8DとＲ^XD1、及び、Ｒ^8DとＲ^XD2は、それぞれ結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］

[Where:
X ^D1 , X ^D2 , E ^1D , E ^2D , E ^3D , E ^4D , R ^1D , R ^2D , R ^3D and R ^4D have the same meaning as described above.
E ^5D , E ^6D , E ^7D and E ^8D each independently represent a nitrogen atom or a carbon atom.
R ^5D , R ^6D , R ^7D and R ^8D are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group Represents a group or a halogen atom, and these groups optionally have a substituent.
When E ^5D is a nitrogen atom, R ^5D does not exist. When E ^6D is a nitrogen atom, R ^6D does not exist. When E ^7D is a nitrogen atom, R ^7D does not exist. When E ^8D is a nitrogen atom, R ^8D does not exist.
R ^5D and R ^6D , R ^6D and R ^7D , R ^7D and R ^8D , R ^5D and R ^XD1 , R ^5D and R ^XD2 , R ^8D and R ^XD1 , and R ^8D and R ^XD2 are combined, You may form the ring with the carbon atom to which each couple | bonds. ]

E ^5D , E ^6D , E ^7D and E ^8D are preferably carbon atoms.
R ^5D, R ^6D, examples and preferable ranges of R ^7D and R ^8D is, R ^1D, examples of R ^2D, R ^1D when R ^3D and R ^4D is other than a bond hand, R ^2D, R ^3D and R ^4D And the same as the preferred range.
Examples of substituents that R ^5D , R ^6D , R ^7D and R ^8D may have and preferred ranges thereof include examples of substituents which R ^1D , R ^2D , R ^3D and R ^4D may have and It is the same as a preferable range.
R ^5D and R ^6D , R ^6D and R ^7D , R ^7D and R ^8D , R ^5D and R ^XD1 , R ^5D and R ^XD2 , R ^8D and R ^XD1 , and R ^8D and R ^XD2 are combined, A ring may be formed together with the carbon atoms to which each is bonded, but it is preferable that no ring be formed.

  .Group represented by formula (E-1)

［式中、
環Ｒ^E1及び環Ｒ^E2は、それぞれ独立に、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ｘ^E1は、単結合、−Ｏ−で表される基、−Ｓ−で表される基、−Ｎ(Ｒ^XE1)−で表される基又は−Ｃ(Ｒ^XE2)₂−で表される基を表す。Ｒ^XE1及びＲ^XE2は、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。複数存在するＲ^XE2は、同一でも異なっていてもよく、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。］

[Where:
Ring R ^E1 and ring R ^E2 each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings optionally have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
X ^E1 is represented by a single bond, a group represented by —O—, a group represented by —S—, a group represented by —N (R ^XE1 ) —, or —C (R ^XE2 ) ₂ —. Represents a group. R ^XE1 and R ^XE2 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. These groups may have a substituent. A plurality of R ^XE2 may be the same or different, and may be bonded to each other to form a ring together with the atoms to which they are bonded. ]

Examples and preferred ranges of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^E1 and ring R ^E2 are examples and preferred ranges of the aromatic hydrocarbon ring and aromatic heterocycle in ring R ^1C and ring R ^2C , respectively. Is the same.
Examples and preferred ranges of the substituent that the ring R ^D may have are examples and preferred ranges of the substituent that the ring R ^1C and the substituent that the ring R ^2C may further have. Is the same.
Since a decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed, at least one of the ring R ^E1 and the ring R ^E2 is preferably an aromatic hydrocarbon ring, and both are aromatic hydrocarbon rings. More preferably, both are benzene rings.

X ^E1 can further suppress a decrease in light emission efficiency of the light emitting device of the present embodiment, and is preferably a single bond, a group represented by —O—, a group represented by —S—, or —C (R ^XD2 ). ₂ is a group represented by-, more preferably a single bond, a group represented by -O- or a group represented by -S-, still more preferably a single bond.
Examples and preferred ranges of R ^XE1 are the same as those of R ^XD1 and preferred ranges. Examples and preferred ranges of R ^XE2 are the same as those of R ^XD2 and preferred ranges.

  The group represented by the formula (E-1) is preferably a group represented by the formula (E-2) because a decrease in light emission efficiency of the light emitting device of this embodiment can be further suppressed.

［式中、Ｘ^E1は前記と同じ意味を表す。
Ｅ^1E、Ｅ^2E、Ｅ^3E、Ｅ^4E、Ｅ^5E、Ｅ^6E、Ｅ^7E及びＥ^8Eは、それぞれ独立に、窒素原子又は炭素原子を表す。
Ｒ^1E、Ｒ^2E、Ｒ^3E、Ｒ^4E、Ｒ^5E、Ｒ^6E、Ｒ^7E及びＲ^8Eは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。
Ｅ^1Eが窒素原子の場合、Ｒ^1Eは存在しない。Ｅ^2Eが窒素原子の場合、Ｒ^2Eは存在しない。Ｅ^3Eが窒素原子の場合、Ｒ^3Eは存在しない。Ｅ^4Eが窒素原子の場合、Ｒ^4Eは存在しない。Ｅ^5Eが窒素原子の場合、Ｒ^5Eは存在しない。Ｅ^6Eが窒素原子の場合、Ｒ^6Eは存在しない。Ｅ^7Eが窒素原子の場合、Ｒ^7Eは存在しない。Ｅ^8Eが窒素原子の場合、Ｒ^8Eは存在しない。
Ｒ^1EとＲ^2E、Ｒ^2EとＲ^3E、Ｒ^3EとＲ^4E、Ｒ^5EとＲ^6E、Ｒ^6EとＲ^7E、Ｒ^7EとＲ^8E、Ｒ^5EとＲ^XD1、Ｒ^5EとＲ^XD2、Ｒ^1EとＲ^XD1、及び、Ｒ^1EとＲ^XD2は、それぞれ結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］

[Wherein X ^E1 represents the same meaning as described above.
E ^1E , E ^2E , E ^3E , E ^4E , E ^5E , E ^6E , E ^7E and E ^8E each independently represent a nitrogen atom or a carbon atom.
R ^1E , R ^2E , R ^3E , R ^4E , R ^5E , R ^6E , R ^7E and R ^8E are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryl An oxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom is represented, and these groups may have a substituent.
When E ^1E is a nitrogen atom, R ^1E does not exist. When E ^2E is a nitrogen atom, R ^2E does not exist. When E ^3E is a nitrogen atom, R ^3E does not exist. When E ^4E is a nitrogen atom, R ^4E does not exist. When E ^5E is a nitrogen atom, R ^5E does not exist. When E ^6E is a nitrogen atom, R ^6E does not exist. When E ^7E is a nitrogen atom, R ^7E does not exist. When E ^8E is a nitrogen atom, R ^8E does not exist.
R ^1E and R ^2E , R ^2E and R ^3E , R ^3E and R ^4E , R ^5E and R ^6E , R ^6E and R ^7E , R ^7E and R ^8E , R ^5E and R ^XD1 , R ^5E and R ^XD2 , R ^1E And R ^XD1 , and R ^1E and R ^XD2 may be bonded to each other to form a ring together with the carbon atom to which they are bonded. ]

E ^1E , E ^2E , E ^3E , E ^4E , E ^5E , E ^6E , E ^7E and E ^8E are preferably carbon atoms.
Examples and preferred ranges of R ^1E , R ^2E , R ^3E , R ^4E , R ^5E , R ^6E , R ^7E and R ^8E are R when R ^1D , R ^2D , R ^3D and R ^4D are other than a bond. The examples and preferred ranges of ^1D , R ^2D , R ^3D and R ^4D are the same.
Examples of substituents that R ^1E , R ^2E , R ^3E , R ^4E , R ^5E , R ^6E , R ^7E and R ^8E may have and preferred ranges thereof are R ^1D , R ^2D , R ^3D and R ^4D. Are the same as the examples and preferred ranges of the substituents that may have.
R ^1E and R ^2E , R ^2E and R ^3E , R ^3E and R ^4E , R ^5E and R ^6E , R ^6E and R ^7E , R ^7E and R ^8E , R ^5E and R ^XD1 , R ^5E and R ^XD2 , R ^1E And R ^XD1 and R ^1E and R ^XD2 may be bonded to each other to form a ring together with the carbon atoms to which they are bonded, but it is preferable that no ring is formed.

Since the compound represented by the formula (C-1) can further suppress the decrease in light emission efficiency of the light emitting device of the present embodiment, the compound represented by the formula (C-2-1) or the formula (C-2-1) It is preferable that it is a compound represented by 2), and it is more preferable that it is a compound represented by Formula (C-2-1).
In the compounds represented by formula (C-2-1) and formula (C-2-2), E ^11C , E ^12C , E ^13C , E ^14C , E ^21C , E ^22C , E ^23C , E ^24C , E ^31C E ^32C , E ^33C , E ^34C , E ^41C , E ^42C , E ^43C and E ^44C are preferably carbon atoms.
In the compounds represented by formula (C-2-1) and formula (C-2-2), ring R ^1C ', ring R ^2C ', ring R ^3C 'and ring R ^4C ' are preferably benzene rings. is there.

In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group. It is more preferably a valent heterocyclic group, more preferably a hydrogen atom, a group represented by the formula (D-1) or a group represented by the formula (E-1), and a hydrogen atom or a formula ( Particularly preferred is a group represented by D-1), and these groups may further have a substituent.
In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C , at least one is preferably an aryl group or a monovalent heterocyclic group, and at least one is represented by the formula (D-1). It is more preferable that the group is a group or a group represented by the formula (E-1), and at least one is more preferably a group represented by the formula (D-1). These groups are further substituted. You may have.

In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C , when at least one is an aryl group or a monovalent heterocyclic group, R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^The total number in which ^23C , ^R24C , ^R31C , ^R32C , ^R33C , ^R34C , ^R41C , ^R42C , ^R43C and ^R44C are aryl groups or monovalent heterocyclic groups is preferably 1 to 5 The number is preferably 1 to 3, more preferably 1 or 2, and particularly preferably 1.
In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C , when at least one is a group represented by formula (D-1) or formula (E-1), R ^11C , R ^12C , R ^13C , R ^14C , ^R21C , ^R22C , ^R23C , ^R24C , ^R31C , ^R32C , ^R33C , ^R34C , ^R41C , ^R42C , ^R43C and ^R44C are represented by formula (D-1) or formula (E-1) ) Is preferably 1 to 5, more preferably 1 to 3, still more preferably 1 or 2, and particularly preferably 1.

In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C , when at least one is an aryl group or a monovalent heterocyclic group, R ^11C , R ^12C , R ^14C , R ^21C , R ^22C , R ^24C , R ^{Among 31C} , ^R32C , ^R34C , ^R41C , ^R42C and ^R44C , at least one is preferably an aryl group or a monovalent heterocyclic group, and ^R11C , ^R12C , ^R21C , ^R22C , R ^31C, R ^32C, among the R ^41C and R ^42C, more preferably at least one is an aryl group or a monovalent heterocyclic group, R ^11C, R ^12C, among the R ^21C and R ^22C, at least one of aryl more preferably a group or a monovalent heterocyclic group, among the R ^12C and R ^22C, at least one of Ari Particularly preferably a group or a monovalent heterocyclic group, and these groups may have a substituent.
In the compound represented by the formula (C-2-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C, and R ^44C , R ^11C , R ^12C when at least one is a group represented by the formula (D-1) or a group represented by the formula (E-1) , R ^14C , R ^21C , R ^22C , R ^24C , R ^31C , R ^32C , R ^34C , R ^41C , R ^42C and R ^44C , a group or formula represented by formula (D-1): E-1) is preferred, and at least one of R ^11C , R ^12C , R ^21C , R ^22C , R ^31C , R ^32C , R ^41C and R ^42C is represented by formula (D-1) Or a group represented by formula (E-1), and at least one of R ^11C , R ^12C , R ^21C and R ^22C is represented by formula (D-1). Be done Table with or formula is more preferably a group represented by (E-1), among the R ^12C and R ^22C, group, or the formula at least one of the formulas (D-1) (E- 1) It is particularly preferred that

In the compound represented by the formula (C-2-2), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C are a hydrogen atom, an alkyl group, a cycloalkyl group, It is preferably an aryl group, a monovalent heterocyclic group or a substituted amino group, more preferably a hydrogen atom, an aryl group or a monovalent heterocyclic group, a hydrogen atom, or a formula (D-1) or A group represented by formula (E-1) is more preferred, a hydrogen atom or a group represented by formula (E-1) is particularly preferred, and these groups further have a substituent. You may do it.
In the compound represented by the formula (C-2-2), at least one of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is an aryl group or 1 It is preferably a valent heterocyclic group, and at least one is more preferably a group represented by the formula (D-1) or the formula (E-1), and at least one is represented by the formula (E- More preferably, it is a group represented by 1), and these groups may further have a substituent.

In the compound represented by the formula (C-2-2), at least one of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is an aryl group or a monovalent group. When it is a heterocyclic group, the total number of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is an aryl group, monovalent heterocyclic group or substituted amino group The number is preferably 1 to 5, more preferably 1 to 3, still more preferably 1 or 2, and particularly preferably 2.
In the compound represented by the formula (C-2-2), at least one of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is represented by the formula (D-1) Alternatively, when the group is represented by the formula (E-1), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C are represented by the formula (D-1) or the formula (E The total number of groups represented by -1) is preferably 1 to 5, more preferably 1 to 3, still more preferably 1 or 2, and particularly preferably 2. is there.

In the compound represented by the formula (C-2-2), at least one of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is an aryl group or a monovalent group. In the case of a heterocyclic group, at least one of R ^11C , R ^12C , R ^13C , R ^21C , R ^22C and R ^23C is preferably an aryl group or a monovalent heterocyclic group, and R ^12C and R ^22C Of these, at least one is more preferably an aryl group or a monovalent heterocyclic group.
In the compound represented by the formula (C-2-2), at least one of R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C is represented by the formula (D-1) Or in the case of a group represented by formula (E-1), at least one of R ^11C , R ^12C , R ^13C , R ^21C , R ^22C and R ^23C is represented by formula (D-1) or formula (E -1) is preferred, and at least one of R ^12C and R ^22C is more preferably a group represented by formula (D-1) or formula (E-1), More preferably, at least one of R ^12C and R ^22C is a group represented by the formula (E-1).

In the compounds represented by formula (C-2-1) and formula (C-2-2), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C are examples of aryl group, monovalent heterocyclic group and substituted amino group, and preferred ranges thereof are ring R ^1C and ring R, respectively. Examples of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that ^2C may have are the same as the preferred range.
In the compounds represented by formula (C-2-1) and formula (C-2-2), R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C may have examples of substituents and preferred ranges thereof, even if ring R ^1C and ring R ^2C have It is the same as the example and preferable range of the substituent which the good substituent may have further.

In the compounds represented by the formulas (C-2-1) and (C-2-2), R ^11C and R ^12C , R ^12C and R ^13C , R ^13C and R ^14C , R ^14C and R ^34C , R ^34C And R ^33C , R ^33C and R ^32C , R ^32C and R ^31C , R ^31C and R ^41C , R ^41C and R ^42C , R ^42C and R ^43C , R ^43C and R ^44C , R ^44C and R ^24C , R ^24C and R ^23C , R ^23C and R ^22C , R ^22C and R ^21C , and R ^21C and R ^11C may be bonded together to form a ring with the carbon atoms to which they are bonded, but they must not form a ring. Is preferred.

The compound represented by the formula (C-2-1) is preferably a compound represented by the formula (C-3-1) because the decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed. .
The compound represented by the formula (C-2-2) is preferably a compound represented by the formula (C-3-2), since a decrease in light emission efficiency of the light emitting device of this embodiment can be further suppressed. .

  Examples of the compound represented by Formula (C-1) include compounds represented by Formula (C-101) to Formula (C-146). In formula, X represents group represented by -O- or -S-, and when two or more X exists, they may be same or different.

  X is preferably a group represented by -S-.

  The compound represented by the formula (C-1) can be obtained from Aldrich, Luminescence Technology Corp. Etc. are available. In addition, for example, international publication 2014/023388, international publication 2013/0445408, international publication 2013/045410, international publication 2013/045411, international publication 2012/048820, international publication 2012/048819, international publication No. 2011/006574, “Organic Electronics vol. 14, 902-908 (2013)”, International Publication No. 2009/096202, International Publication No. 2009/086028, Japanese Unexamined Patent Publication No. 2009-267255, Japanese Unexamined Patent Publication No. 2009-46408. Can be synthesized according to the methods described.

  In the composition of the present invention, the content of the compound represented by the formula (C-1) is 100 parts by mass of the total amount of the compound represented by the formula (C-1), the ink solvent, and the antioxidant. In this case, it is usually 0.001 to 50 parts by mass, preferably 0.01 to 25 parts by mass, more preferably 0.1 to 10 parts by mass, and further preferably 1 to 5 parts by mass.

[Antioxidant]
As the antioxidant, any compound that does not inhibit light emission and charge transport may be used, and examples thereof include a radical chain inhibitor, a peroxide decomposer, and a metal deactivator, and preferably a radical chain inhibitor or a peroxide. An oxide decomposing agent, more preferably a radical chain inhibitor. Examples of these antioxidants include phenolic antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, hydrazine-based antioxidants, and amide-based antioxidants. Since the reduction of the light emission efficiency of the light-emitting device of the embodiment can be further suppressed, preferably a phenol-based antioxidant, an amine-based antioxidant, a phosphorus-based antioxidant, or a sulfur-based antioxidant, more preferably phenol. System antioxidants and amine antioxidants, and more preferably phenol antioxidants.

  Since the composition of the present invention can be easily produced and the composition of the present invention can be stored for a long period of time, the antioxidant is preferably solid at 25 ° C. and 1 atm. It is preferable that the antioxidant contained in the light emitting device of the present embodiment be an amount that does not decrease the luminance life of the light emitting device of the present embodiment. The melting point of the antioxidant is preferably 30 ° C to 150 ° C, more preferably 40 ° C to 120 ° C, still more preferably 50 ° C to 100 ° C at 1 atmosphere. The boiling point of the antioxidant is preferably 100 ° C. to 500 ° C., more preferably 160 ° C. to 400 ° C., and further preferably 200 ° C. to 300 ° C. at 1 atmosphere.

The phenolic antioxidant is preferably a compound having 1 to 10 phenol skeletons, more preferably a compound having 1 to 5 phenol skeletons, more preferably 1 phenol skeleton. It is a compound having one or two, particularly preferably a compound having one phenol skeleton.
Examples of the phenol-based antioxidant include Irganox series (BASF), Adeka Stub AO series (ADEKA), Yoshinox series (Mitsubishi Chemical), and Sumilyzer series (Sumitomo Chemical).
The phenolic antioxidant is more preferably phenol and a phenol having a substituent, and more preferably a phenol having a substituent, since a decrease in the luminous efficiency of the light emitting device of the present embodiment can be further suppressed. . Examples of the substituent include an alkyl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an acyl group, an amino group, a mercapto group, a halogen atom, a cyano group, an aryl group, and a monovalent group. Heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group and cycloalkynyl group can be mentioned, preferably alkyl group, cycloalkyl group, hydroxyl group, alkoxy group, cycloalkoxy group, aryloxy group, acyl group, amino group Or a mercapto group, more preferably an alkyl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a cycloalkoxy group or an aryloxy group, and still more preferably an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group. And these groups are Which may have a substituent, but, it is preferred to further has no substituent.

  The phenol-based antioxidant is preferably a compound represented by the formula (U1) because a decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed.

In the formula (U1), R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 are preferably a hydrogen atom, an alkyl group or a cycloalkyl group, more preferably a hydrogen atom or an alkyl group. The group may have a substituent.
In the formula (U1), examples and preferred ranges of substituents that R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 may have are examples of the substituents and preferred ranges of the substituent-containing phenol. The same.
In the formula (U1), at least one of R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 is preferably an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group, and R ^U1 , R More preferably, at least one of ^{U 3} and R ^U5 is an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group, and at least one of R ^U1 , R ^U3 and R ^U5 is an alkyl group. More preferably, R ^U1 , R ^U3 and R ^U5 are particularly preferably alkyl groups, and these groups may have a substituent.

In the formula (U1), the alkyl group in R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 is preferably an alkyl group having 1 to 10 carbon atoms, and is an alkyl group having 1 to 5 carbon atoms. It is more preferable that these groups have no substituent.
In the formula (U1), the cycloalkyl group in R ^U1 , R ^U2 , R ^U3 , R ^U4, and R ^U5 is preferably a cycloalkyl group having 3 to 10 carbon atoms, and a cycloalkyl group having 4 to 6 carbon atoms. It is more preferable that it is an alkyl group, and it is still more preferable that these groups do not have a substituent.
In the formula (U1), the alkoxy group in R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 is preferably an alkoxy group having 1 to 10 carbon atoms, and is an alkoxy group having 1 to 5 carbon atoms. It is more preferable that these groups have no substituent.
In formula (U1), the cycloalkoxy group in R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 is preferably a cycloalkoxy group having 3 to 10 carbon atoms, and a cycloalkoxy group having 4 to 6 carbon atoms. It is more preferable that it is an alkoxy group, and it is still more preferable that these groups do not have a substituent.

  Examples of the compound represented by the formula (U1) include o-cresol, m-cresol, p-cresol, 2-ethylphenol, 3-ethylphenol, 4-ethylphenol, 2-propylphenol, and 3-propylphenol. 4-propylphenol, 2-butylphenol, 3-butylphenol, 4-butylphenol, 2-pentylphenol, 3-pentylphenol, 4-pentylphenol, 2-hexylphenol, 3-hexylphenol, 4-hexylphenol, 2- Heptylphenol, 3-heptylphenol, 4-heptylphenol, 2-octylphenol, 3-octylphenol, 4-octylphenol, 2-nonylphenol, 3-nonylphenol, 4-nonylphenol, 2-decylphenol , 3-decylphenol, 4-decylphenol, 2-undecylphenol, 3-undecylphenol, 4-undecylphenol, 2-dodecylphenol, 3-dodecylphenol, 4-dodecylphenol, 2-tridecylphenol 3-tridecylphenol, 4-tridecylphenol, 2-tetradecylphenol, 3-tetradecylphenol, 4-tetradecylphenol, 2-pentadecylphenol, 3-pentadecylphenol, 4-pentadecylphenol, 2 -Hexadecylphenol, 3-hexadecylphenol, 4-hexadecylphenol, 2-heptadecylphenol, 3-heptadecylphenol, 4-heptadecylphenol, 2-octadecylphenol, 3-octadecylphenol 4-octadecylphenol, 2-nonadecylphenol, 3-nonadecylphenol, 4-nonadecylphenol, 2-icosylphenol, 3-icosylphenol, 4-icosylphenol, 2,3-dimethylphenol, 2 , 4-dimethylphenol, 2,5-dimethylphenol, 2,6-dimethylphenol, 3,4-dimethylphenol, 3,5-dimethylphenol, 2,3,4-trimethylphenol, 2,3,5-trimethyl Phenol, 2,3,6-trimethylphenol, 2,4,5-trimethylphenol, 2,4,6-trimethylphenol, 2,3,4,5-tetramethylphenol, 2,3,4,6-tetra Methylphenol, 2,3,5,6-tetramethylphenol, pentamethylphenol, 2- tert-butyl-4-methylphenol, 2-tert-butyl-5-methylphenol, 2-tert-butyl-4-methoxyphenol, 3-tert-butyl-4-methoxyphenol, 2,4-dimethyl-6 tert-butylphenol, 2,6-di-tert-butylphenol, 2,6-di-tert-butyl-4-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2-tert-butyl- 4-methoxyphenol, 3-tert-butyl-4-methoxyphenol, 4-hydroxymethyl-2,6-di-tert-butylphenol, n-octadecyl-β- (3,5-di-tert-butyl-4- Hydroxyphenyl) propionate, stearyl-β- (3,5-di-tert-butyl-4 -Hydroxyphenyl) propionate, 2,4-dimethyl-6-tert-butylphenol, 2,6-di-tert-butyl-4-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2, 4,6-tri-tert-butylphenol, 2,2'-methylenebis (4-methyl-6-tert-butylphenol), 2,2'-methylenebis (4-ethyl-6-tert-butylphenol), 2,2 ' -Methylenebis (4-methyl-6-nonylphenol), 2,2'-isobutylenedenebis (4,6-dimethylphenol), 2,2'-dihydroxy-3,3'-di- (α-methylcyclohexyl) -5,5'-dimethyldiphenylmethane, 2,2'-methylenebis (4-methyl-6-cyclohexylphenol) 2,2′-thiobis (4-methyl-6-tert-butylphenol), 4,4′-methylenebis (2,6-di-tert-butylphenol), 4,4′-isopropylidenebis (2,6- Di-tert-butylphenol), 4,4′-butylidenebis (3-methyl-6-tert-butylphenol), 4,4′-thiobis (2-methyl-6-tert-butylphenol), and 4,4′- And thiobis (3-methyl-6-tert-butylphenol).

The amine antioxidant may be, for example, a hindered amine type or an aromatic amine type, preferably an aromatic amine type.
In the amine-based antioxidant, examples of the hindered amine system include ADK STAB LA series (ADEKA) and TINUVIN series (BASF).
In the amine antioxidant, the aromatic amine is preferably an aromatic secondary amine. Examples of the aromatic secondary amine include diphenylamine, N-phenyl-o-toluidine, N-phenyl-m-toluidine, N-phenyl-p-toluidine, bis-o-toluylamine, and bis-m-toluylamine. Bis-p-toluylamine, p, p′-dioctyldiphenylamine, phenyl-α-naphthylamine and phenothiazine.

Examples of the phosphorus-based antioxidant include ADK STAB PEP series (ADEKA) and Sumilyzer series (Sumitomo Chemical).
The phosphorus antioxidant is preferably a phosphite. Examples of phosphites include triphenyl phosphite, tricresyl phosphite, tris (2-ethylhexyl) phosphite, bis (decyl) pentaerythritol diphosphite, bis (decyl) pentaerythritol diphosphite, and bisphenol. A phosphite polymer.

  As the sulfur antioxidant, a thioether compound is preferable. Examples of the thioether-based compound include sulfurized fats and oils, dibenzyl disulfide, dicetyl sulfide, zinc dialkyldithiophosphate, zinc diallyldithiophosphate, and 2 (n-dodecyldithio) benzimidazole.

  In the composition of the present invention, the content of the antioxidant is usually 0.01 to 4000 parts by mass, preferably 0.1 to 1000 parts by mass, when the total amount of the ink solvent and the antioxidant is 1000000 parts by mass. Yes, more preferably 1 to 500 parts by mass, still more preferably 10 to 250 parts by mass, and particularly preferably 50 to 150 parts by mass.

[Ink solvent]
The ink solvent dissolves or disperses the compound represented by the formula (C-1), the phosphorescent compound and the antioxidant, and the compound represented by the formula (C-1), the phosphorescent compound and the antioxidant. As long as it does not react with.
Since the ink solvent can easily produce the composition of the present invention, it is preferable to use the solvent alone. Since the ink solvent is excellent in the flatness of the organic layer formed using the composition of the present invention, it is preferable to use a mixture of two or more solvents.
Examples of the ink solvent include chlorine solvents, aromatic hydrocarbon solvents, aromatic ether solvents, aliphatic hydrocarbon solvents, aliphatic ether solvents, alcohol solvents, ketone solvents, amide solvents, esters. Solvent, carbonate solvent, and the like, since the luminance life of the light emitting device of the present embodiment is more excellent, preferably a chlorine solvent, an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent An aliphatic ether solvent, a ketone solvent, an amide solvent or an ester solvent, more preferably an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent, an aliphatic ether solvent. A ketone solvent or an ester solvent, more preferably an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent or an aliphatic solvent. An ether-based solvent, particularly preferably an aromatic hydrocarbon solvent or an aromatic ether solvents.
When two or more ink solvents are used, at least one of the ink solvents is preferably a chlorine solvent, an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent, an aliphatic ether solvent. Solvent, ketone solvent, amide solvent or ester solvent, more preferably aromatic hydrocarbon solvent, aromatic ether solvent, aliphatic hydrocarbon solvent, aliphatic ether solvent, ketone solvent or An ester solvent, more preferably an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent or an aliphatic ether solvent, particularly preferably an aromatic hydrocarbon solvent or an aromatic solvent. It is an ether solvent.
When two or more ink solvents are used, the combination of at least two of the ink solvents is preferably one of an aromatic hydrocarbon solvent and an aromatic ether solvent, an aromatic hydrocarbon solvent, A combination with an aromatic ether solvent, an aliphatic hydrocarbon solvent, an aliphatic ether solvent, a ketone solvent, an amide solvent, and an ester solvent, and more preferably an aromatic hydrocarbon solvent One of a solvent and an aromatic ether solvent, and an aromatic hydrocarbon solvent, an aromatic ether solvent, an aliphatic hydrocarbon solvent, an aliphatic ether solvent, a ketone solvent, and an ester solvent A combination of two kinds of aromatic hydrocarbon solvents, a combination of two kinds of aromatic ether solvents, or an aromatic hydrocarbon solvent. A combination of a aromatic ether solvents, particularly preferably a combination of an aromatic hydrocarbon solvent and an aromatic ether solvents.

Examples of the chlorinated solvent include dichloroethane, trichloroethane, chlorobenzene, and dichlorobenzene.
Examples of the aromatic hydrocarbon solvent include toluene, xylene, ethylbenzene, trimethylbenzene, tetramethylbenzene, propylbenzene, butylbenzene, pentylbenzene, cyclopentylbenzene, methylcyclopentylbenzene, hexylbenzene, cyclohexylbenzene, methylcyclohexylbenzene, Examples include heptylbenzene, cycloheptylbenzene, methylcycloheptylbenzene, octylbenzene, nonylbenzene, decylbenzene, undecylbenzene, dodecylbenzene, tridecylbenzene, tetradecylbenzene and tetralin.
Examples of the aromatic ether solvent include anisole, dimethoxybenzene, trimethoxybenzene, ethoxybenzene, propoxybenzene, butoxybenzene, methylpropoxybenzene, butoxybenzene, methoxytoluene, ethoxytoluene, methoxynaphthalene, ethoxynaphthalene and phenoxytoluene. Is mentioned.
Examples of the aliphatic hydrocarbon solvent include cyclohexane, methylcyclohexane, pentane, hexane, heptane, octane, nonane, decane, dodecane, and bicyclohexyl.
Examples of the aliphatic ether solvent include diisopropyl ether, methyl butyl ether, dibutyl ether, tetrahydrofuran, dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, and triethylene glycol dimethyl ether.
Examples of alcohol solvents include ethanol, propanol, butanol, pentanol, cyclopentanol, hexanol, cyclohexanol, heptanol, octanol, benzyl alcohol, phenylethanol, ethylene glycol, propylene glycol, diethylene glycol monomethyl ether, propanediol, and glycerin. Is mentioned.
Examples of the ketone solvent include acetone, methyl ethyl ketone, methyl butyl ketone, dibutyl ketone, cyclohexanone, methyl cyclohexanone, hexanone, octanone, nonanone, phenyl acetone, acetyl acetone, acetonyl acetone, acetophenone, methyl naphthyl ketone and isophorone.
Examples of the amide solvent include N-methylpyrrolidone, N-ethylpyrrolidone, N, N-dimethylacetamide, N, N-dimethylformamide, and 1,3-dimethyl-2-imidazolidinone.
Examples of ester solvents include butyl acetate, ethyl acetate, propyl acetate, pentyl acetate, ethyl propionate, ethyl butyrate, propylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate. , Ethyl-3-ethoxypyrionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propyl formate, propyl lactate, ethyl phenylacetate, ethyl benzoate, β-propiolactone, γ-butyrolactone, And delta-valerolactone is mentioned.
Examples of the carbonate-based solvent include dimethyl carbonate, diethyl carbonate, ethylene carbonate, and propylene carbonate.

In the composition of the present invention, at least one of the ink solvents has a boiling point at 1 atmosphere of usually 40 ° C to 500 ° C, preferably 60 ° C to 450 ° C, more preferably 80 ° C to 400 ° C. It is 100 degreeC, More preferably, it is 100 to 300 degreeC.
When two or more ink solvents are used, at least one of the ink solvents is excellent in the flatness of the organic layer formed using the composition of the present invention, and therefore has a boiling point at 1 atmosphere of preferably 100 ° C. to 450 ° C. It is 150 degreeC, More preferably, it is 150 to 400 degreeC, More preferably, it is 200 to 300 degreeC.
When two or more kinds of ink solvents are used, the flatness of the organic layer formed using the composition of the present invention is more excellent. Therefore, at least one of the ink solvents has a boiling point of 60 ° C. to 200 ° C. at 1 atm. And at least one kind of boiling point at 1 atm is preferably 200 ° C. to 450 ° C., at least one kind of boiling point at 1 atm is 100 ° C. to 195 ° C., and at least one kind at 1 atm. More preferably, the boiling point is 210 ° C. to 400 ° C., the boiling point at least one kind at 1 atmosphere is 150 ° C. to 190 ° C., and the boiling point at least one kind at 1 atmosphere is 220 ° C. to 300 ° C. Is more preferable.
When two or more ink solvents are used, the content of the ink solvent having the smallest content among the ink solvents is usually 0.5 to 50 parts by mass, where the total content of the ink solvents is 100 parts by mass, preferably Is 1 to 45 parts by mass, more preferably 5 to 40 parts by mass, and particularly preferably 10 to 30 parts by mass.
When two or more ink solvents are used, the flatness of the organic layer formed using the composition of the present invention is further excellent. Therefore, the boiling point at 1 atm of the ink solvent having the smallest content is preferable. Is 60 ° C to 200 ° C, more preferably 100 ° C to 195 ° C, still more preferably 150 ° C to 190 ° C.
When two or more ink solvents are used, the content of the ink solvent having the largest content among the ink solvents is usually 20 to 99.5 parts by mass, where the total content of the ink solvents is 100 parts by mass, preferably Is 30 to 99 parts by mass, more preferably 60 to 95 parts by mass, and particularly preferably 70 to 90 parts by mass.
When two or more types of ink solvents are used, the flatness of the organic layer formed using the composition of the present invention is further excellent. Therefore, the boiling point at 1 atm of the ink solvent having the highest content is preferred among the ink solvents. Is 200 ° C. to 450 ° C., more preferably 210 ° C. to 400 ° C., still more preferably 220 ° C. to 300 ° C.
When two or more types of ink solvents are used, the types of ink solvents are usually 2 to 10 types, the composition of the present invention can be easily produced, and the organic formed using the composition of the present invention. Since the flatness of the layer is excellent, it is preferably 2 to 5 types, more preferably 2 or 3 types, and still more preferably 2 types.
When two or more ink solvents are used, the mixed solvent may be liquid at 25 ° C. and 1 atm.

[Phosphorescent compound]
“Phosphorescent compound” generally means a compound that exhibits phosphorescence at room temperature (25 ° C.), and is preferably a metal complex that emits light from a triplet excited state at room temperature. This metal complex that emits light from a triplet excited state has a central metal atom and a ligand.
Examples of the central metal atom include a metal atom having an atomic number of 40 or more, a complex having a spin-orbit interaction, and capable of causing an intersystem crossing between a singlet state and a triplet state. Examples of the metal atom include a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom, and a platinum atom, and a decrease in the light emission efficiency of the light emitting device of the present embodiment can be further suppressed. is there.
As the ligand, for example, a neutral or anionic monodentate ligand that forms at least one bond selected from the group consisting of a coordination bond and a covalent bond with the central metal atom, or Neutral or anionic polydentate ligands may be mentioned. Examples of the bond between the central metal atom and the ligand include a metal-nitrogen bond, a metal-carbon bond, a metal-oxygen bond, a metal-phosphorus bond, a metal-sulfur bond, and a metal-halogen bond. The multidentate ligand usually means a bidentate to hexadentate ligand.

-Phosphorescent compound represented by Formula (1) The phosphorescent compound is preferably a phosphorescent compound represented by Formula (1).
M is preferably an iridium atom or a platinum atom, and more preferably an iridium atom, since a decrease in the light emission efficiency of the light emitting device of this embodiment can be further suppressed.
When M is a ruthenium atom, a rhodium atom or an iridium atom, n ¹ is preferably 2 or 3, and more preferably 3.
When M is a palladium atom or a platinum atom, n ¹ is preferably 2.
E ¹ and E ² are preferably carbon atoms.

Ring L ¹ is preferably a 5-membered aromatic heterocyclic ring or a 6-membered aromatic heterocyclic ring, or a 5-membered aromatic heterocyclic ring having 2 to 4 nitrogen atoms as constituent atoms or one More preferably, it is a 6-membered aromatic heterocycle having 4 or less nitrogen atoms as constituent atoms, and a 5-membered aromatic heterocycle having 2 or more and 3 or less nitrogen atoms as constituent atoms or one More preferably, it is a 6-membered aromatic heterocyclic ring having 2 or less nitrogen atoms as constituent atoms, and these rings may have a substituent. However, when the ring L ¹ is a 6-membered aromatic heterocyclic ring, E ¹ is preferably a carbon atom.
Examples of the ring L ¹ include a diazole ring, a triazole ring, a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, and a dianaphthalene ring. A ring is preferable, a diazole ring, a triazole ring, a pyridine ring, a quinoline ring or an isoquinoline ring is more preferable, and a diazole ring, a triazole ring or a pyridine ring is further preferable, and these rings may have a substituent.

Ring L ² is preferably a 5-membered or 6-membered aromatic hydrocarbon ring, or a 5-membered or 6-membered aromatic heterocycle, and a 6-membered aromatic hydrocarbon ring or a 6-membered aromatic heterocycle More preferably, it is a ring, more preferably a 6-membered aromatic hydrocarbon ring, and these rings may have a substituent. When the ring R ² is a 6-membered aromatic heterocycle, E ² is preferably a carbon atom.
Examples of the ring L ² include a benzene ring, naphthalene ring, fluorene ring, phenanthrene ring, indene ring, pyridine ring, diazabenzene ring and triazine ring, and a benzene ring, naphthalene ring, fluorene ring, pyridine ring or diazabenzene ring is included. Preferably, a benzene ring, a pyridine ring or a diazabenzene ring is more preferable, a benzene ring is more preferable, and these rings may have a substituent.

Examples of the substituent that the ring L ¹ and the ring L ² may have include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, and a substituted amino group. Or a halogen atom is preferred, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, a substituted amino group or a fluorine atom is more preferred, an alkyl group, a cycloalkyl group, an aryl group, A monovalent heterocyclic group or a substituted amino group is more preferable, an aryl group or a monovalent heterocyclic group is particularly preferable, and an aryl group is particularly preferable. These groups may further have a substituent.

The aryl group in the substituent which the ring L ¹ and the ring L ² may have is preferably a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a dihydrophenanthrenyl group, a fluorenyl group or a pyrenyl group. A group, a naphthyl group or a fluorenyl group is more preferable, a phenyl group is more preferable, and these groups may further have a substituent.

Examples of the monovalent heterocyclic group in the substituent that the ring L ¹ and the ring L ² may have include a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a dibenzofuranyl group, a dibenzothienyl group, A carbazolyl group, azacarbazolyl group, diazacarbazolyl group, phenoxazinyl group or phenothiazinyl group is preferable, pyridyl group, pyrimidinyl group, triazinyl group, carbazolyl group, azacarbazolyl group or diazacarbazolyl group is more preferable, pyridyl group, A pyrimidinyl group or a triazinyl group is more preferable, a triazinyl group is particularly preferable, and these groups may further have a substituent.

In the substituted amino group in the substituent that the ring L ¹ and the ring L ² may have, the amino group preferably has an aryl group or a monovalent heterocyclic group, more preferably an aryl group, These groups may further have a substituent. Examples and preferred ranges of the aryl group in the substituent that the amino group has are the same as examples and preferred ranges of the aryl group in the substituent that the ring L ¹ and the ring L ² may have. Examples and preferred ranges of the monovalent heterocyclic group in the substituent that the amino group has are the same as examples and preferred ranges of the monovalent heterocyclic group in the substituent that the ring L ¹ and the ring L ² may have. It is.

Examples of the substituent that the ring L ¹ and the ring L ² may have further include an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, an alkoxy group, a cyclo group An alkoxy group or a substituted amino group is preferred, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group is more preferred, an alkyl group, a cycloalkyl group or an aryl group is further preferred, and an alkyl group or a cyclo Alkyl groups are particularly preferable, and these groups may further have a substituent.
The aryl group, the monovalent heterocyclic group or the substituted amino group in the substituent that the ring L ¹ and the ring L ² may have is preferable because the reduction in the light emission efficiency of the light emitting device of this embodiment can be further suppressed. Is a group represented by formula (DA), formula (DB) or formula (DC), more preferably a group represented by formula (DA) or formula (DC).

［式中、
ｍ^DA1、ｍ^DA2及びｍ^DA3は、それぞれ独立に、０以上の整数を表す。
Ｇ^DAは、窒素原子、芳香族炭化水素基又は複素環基を表し、これらの基は置換基を有していてもよい。
Ａｒ^DA1、Ａｒ^DA2及びＡｒ^DA3は、それぞれ独立に、アリーレン基又は２価の複素環基を表し、これらの基は置換基を有していてもよい。Ａｒ^DA1、Ａｒ^DA2及びＡｒ^DA3が複数ある場合、それらはそれぞれ同一でも異なっていてもよい。
Ｔ^DAは、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。複数あるＴ^DAは、同一でも異なっていてもよい。］

[Where:
m ^DA1 , m ^DA2 and m ^DA3 each independently represent an integer of 0 or more.
^GDA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent.
Ar ^DA1 , Ar ^DA2 and Ar ^DA3 each independently represent an arylene group or a divalent heterocyclic group, and these groups optionally have a substituent. When there are a plurality of Ar ^DA1 , Ar ^DA2 and Ar ^DA3 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. The plurality of ^TDAs may be the same or different. ]

［式中、
ｍ^DA1、ｍ^DA2、ｍ^DA3、ｍ^DA4、ｍ^DA5、ｍ^DA6及びｍ^DA7は、それぞれ独立に、０以上の整数を表す。
Ｇ^DAは、窒素原子、芳香族炭化水素基又は複素環基を表し、これらの基は置換基を有していてもよい。複数あるＧ^DAは、同一でも異なっていてもよい。
Ａｒ^DA1、Ａｒ^DA2、Ａｒ^DA3、Ａｒ^DA4、Ａｒ^DA5、Ａｒ^DA6及びＡｒ^DA7は、それぞれ独立に、アリーレン基又は２価の複素環基を表し、これらの基は置換基を有していてもよい。Ａｒ^DA1、Ａｒ^DA2、Ａｒ^DA3、Ａｒ^DA4、Ａｒ^DA5、Ａｒ^DA6及びＡｒ^DA7が複数ある場合、それらはそれぞれ同一でも異なっていてもよい。
Ｔ^DAは、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。複数あるＴ^DAは、同一でも異なっていてもよい。］

[Where:
m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 each independently represent an integer of 0 or more.
^GDA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent. A plurality of ^GDAs 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 may have a substituent. Good. When there are a plurality of Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. The plurality of ^TDAs may be the same or different. ]

［式中、
ｍ^DA1は、０以上の整数を表す。
Ａｒ^DA1は、アリーレン基又は２価の複素環基を表し、これらの基は置換基を有していてもよい。Ａｒ^DA1が複数ある場合、それらは同一でも異なっていてもよい。
Ｔ^DAは、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。］

[Where:
m ^DA1 represents an integer of 0 or more.
Ar ^DA1 represents an arylene group or a divalent heterocyclic group, and these groups optionally have a substituent. When there are a plurality of Ar ^{DA1 s} , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. ]

m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 are usually an integer of 10 or less, preferably an integer of 5 or less, more preferably an integer of 2 or less, Preferably 0 or 1. m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 are preferably the same integer, and m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 are More preferably, they are the same integer.

^GDA is preferably an aromatic hydrocarbon group or a heterocyclic group, more preferably hydrogen bonded directly to a carbon atom or a nitrogen atom constituting the ring from a benzene ring, a pyridine ring, a pyrimidine ring, a triazine ring or a carbazole ring. It is a group formed by removing three atoms, and these groups may have a substituent.
The substituent that ^GDA may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group or a monovalent heterocyclic group, more preferably an alkyl group, It is a cycloalkyl group, an alkoxy group or a cycloalkoxy group, more preferably an alkyl group or a cycloalkyl group, and these groups optionally have a substituent.
G ^DA is preferably a group represented by the formula (GDA-11) ~ formula (GDA-15), more preferably a group represented by the formula (GDA-11) ~ formula (GDA-14) And more preferably a group represented by the formula (GDA-11) or (GDA-14), and particularly preferably a group represented by the formula (GDA-11).

［式中、
＊は、式(D-A)におけるＡｒ^DA1、式(D-B)におけるＡｒ^DA1、式(D-B)におけるＡｒ^DA2、又は、式(D-B)におけるＡｒ^DA3との結合を表す。
＊＊は、式(D-A)におけるＡｒ^DA2、式(D-B)におけるＡｒ^DA2、式(D-B)におけるＡｒ^DA4、又は、式(D-B)におけるＡｒ^DA6との結合を表す。
＊＊＊は、式(D-A)におけるＡｒ^DA3、式(D-B)におけるＡｒ^DA3、式(D-B)におけるＡｒ^DA5、又は、式(D-B)におけるＡｒ^DA7との結合を表す。
Ｒ^DAは、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基又は１価の複素環基を表し、これらの基は更に置換基を有していてもよい。Ｒ^DAが複数ある場合、それらは同一でも異なっていてもよい。］

[Where:
* Is, Ar ^DA1 in the formula (DA), Ar ^DA1 in the formula (DB), Ar in formula (DB) ^DA2, or represents a bond between Ar ^DA3 in the formula (DB).
** is, Ar ^DA2 in the formula (DA), Ar ^DA2 in the formula (DB), Ar in formula (DB) ^DA4, or represents a bond between Ar ^DA6 in the formula (DB).
*** is, Ar ^DA3 in the formula (DA), Ar ^DA3 in the formula (DB), Ar in formula (DB) ^DA5, or represents a bond between Ar ^DA7 in formula (DB).
R ^DA represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group, and these groups may further have a substituent. When there are a plurality of ^RDA , they may be the same or different. ]

R ^DA is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group, more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, and these groups have a substituent. May be.

Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 are preferably a phenylene group, a ^fluorenediyl group or a carbazolediyl group, more preferably a formula (ArDA-1) to a formula A group represented by (ArDA-5), more preferably a group represented by formula (ArDA-1) to formula (ArDA-3), particularly preferably represented by formula (ArDA-1). These groups may have a substituent.

［式中、
Ｒ^DAは、前記と同じ意味を表す。
Ｒ^DBは、水素原子、アルキル基、シクロアルキル基、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。Ｒ^DBが複数ある場合、それらは同一でも異なっていてもよい。］

[Where:
R ^DA represents the same meaning as described above.
R ^DB represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. When there are a plurality of ^RDBs , they may be the same or different. ]

R ^DB is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an aryl group or a monovalent heterocyclic group, still more preferably an aryl group, The group may have a substituent.

Examples of the substituents that Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 , Ar ^DA7 and R ^DB may have and preferred ranges thereof may be the substituents that G ^DA may have The same as the examples and preferred ranges.

T ^DA is preferably a group represented by the formula (TDA-1) ~ formula (TDA-3), more preferably a group represented by the formula (TDA-1).

［式中、Ｒ^DA及びＲ^DBは、前記と同じ意味を表す。］

[Wherein, R ^DA and R ^DB represent the same meaning as described above. ]

  The group represented by the formula (DA) is preferably a group represented by the formula (D-A1) to the formula (D-A5), more preferably the formula (D-A1) or the formula (D-A3). To a group represented by the formula (D-A5), more preferably a group represented by the formula (D-A1).

［式中、
Ｒ^p1、Ｒ^p2、Ｒ^p3及びＲ^p4は、それぞれ独立に、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基又はハロゲン原子を表す。Ｒ^p1、Ｒ^p2及びＲ^p4が複数ある場合、それらはそれぞれ同一であっても異なっていてもよい。
ｎｐ１は、０〜５の整数を表し、ｎｐ２は０〜３の整数を表し、ｎｐ３は０又は１を表し、ｎｐ４は０〜４の整数を表す。複数あるｎｐ１は、同一でも異なっていてもよい。］

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. ]

  The group represented by the formula (DB) is preferably a group represented by the formula (D-B1) to the formula (D-B6), more preferably the formula (D-B1) to the formula (D-B3). Or it is group represented by a formula (D-B5), More preferably, it is group represented by a formula (D-B1).

［式中、
Ｒ^p1、Ｒ^p2、Ｒ^p3及びＲ^p4は、それぞれ独立に、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基又はハロゲン原子を表す。Ｒ^p1、Ｒ^p2及びＲ^p4が複数ある場合、それらはそれぞれ同一でも異なっていてもよい。
ｎｐ１は０〜５の整数を表し、ｎｐ２は０〜３の整数を表し、ｎｐ３は０又は１を表し、ｎｐ４は０〜４の整数を表す。複数あるｎｐ１は同一でも異なっていてもよい。複数あるｎｐ２は、それらは同一でも異なっていてもよい。］

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. A plurality of np2 may be the same or different. ]

  The group represented by the formula (DC) is preferably a group represented by the formula (D-C1) to the formula (D-C4), more preferably the formula (D-C1) or the formula (D-C2). And more preferably a group represented by the formula (D-C2).

［式中、
Ｒ^p4、Ｒ^p5及びＲ^p6は、それぞれ独立に、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基又はハロゲン原子を表す。Ｒ^p4、Ｒ^p5及びＲ^p6が複数ある場合、それらはそれぞれ同一であっても異なっていてもよい。
ｎｐ４は０〜４の整数を表し、ｎｐ５は０〜５の整数を表し、ｎｐ６は０〜５の整数を表す。］

[Where:
R ^p4 , R ^p5 and R ^p6 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p4 , R ^p5 and R ^p6 , they may be the same or different.
np4 represents an integer of 0 to 4, np5 represents an integer of 0 to 5, and np6 represents an integer of 0 to 5. ]

  np1 is preferably an integer of 0 to 2, more preferably 0 or 1. np2 is preferably 0 or 1, more preferably 0. np3 is preferably 0. np4 is preferably an integer of 0 to 2, more preferably 0. np5 is preferably an integer of 0 to 3, more preferably 0 or 1. np6 is preferably an integer of 0 to 2, more preferably 0 or 1.

The alkyl group or cycloalkyl group in R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 is preferably a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a hexyl group, or 2-ethylhexyl. Group, cyclohexyl group or tert-octyl group.
The alkoxy group or cycloalkoxy group in R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 is preferably a methoxy group, a 2-ethylhexyloxy group or a cyclohexyloxy group.
R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 are preferably an ^optionally substituted alkyl group or an optionally substituted cycloalkyl group, and more An alkyl group which may have a substituent is preferable, and a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a hexyl group, a 2-ethylhexyl group or a tert-octyl group is more preferable.

When there are a plurality of substituents that the ring L ¹ may have, it is preferable that they are bonded to each other and do not form a ring together with the atoms to which they are bonded.
When there are a plurality of substituents that the ring L ² may have, it is preferable that they are bonded to each other and do not form a ring with the atoms to which they are bonded.
The substituent that the ring L ¹ may have and the substituent that the ring L ² may have are preferably bonded to each other and do not form a ring with the atoms to which they are bonded.

[Anionic bidentate ligand]
Examples of the anionic bidentate ligand represented by A ¹ -G ¹ -A ² include a ligand represented by the following formula. However, the anionic bidentate ligand represented by A ¹ -G ¹ -A ² is different from the ligand whose number is defined by the subscript n ¹ .

［式中、
＊は、Ｍと結合する部位を表す。
Ｒ^L1は、水素原子、アルキル基、シクロアルキル基、アリール基、１価の複素環基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。複数存在するＲ^L1は、同一でも異なっていてもよい。
Ｒ^L2は、アルキル基、シクロアルキル基、アリール基、１価の複素環基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。］

[Where:
* Represents a site that binds to M.
R ^L1 represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a halogen atom, and these groups optionally have a substituent. A plurality of R ^L1 may be the same or different.
R ^L2 represents an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a halogen atom, and these groups optionally have a substituent. ]

R ^L1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a fluorine atom, more preferably a hydrogen atom or an alkyl group, and these groups optionally have a substituent. .
R ^L2 is preferably an alkyl group or an aryl group, and these groups optionally have a substituent.

  Since the phosphorescence-emitting compound represented by the formula (1) can further suppress a decrease in the light emission efficiency of the light-emitting element of this embodiment, the phosphorescence-emitting compound represented by the formula (1-A) or the formula (1- A phosphorescent compound represented by B) is preferred.

[Phosphorescent Compound Represented by Formula (1-A)]
When the ring L ^1A is a diazole ring, an imidazole ring in which E ^11A is a nitrogen atom or an imidazole ring in which E ^12A is a nitrogen atom is preferable, and an imidazole ring in which E ^11A is a nitrogen atom is more preferable.
When ring L ^1A is a triazole ring, a triazole ring in which E ^11A and E ^12A are nitrogen atoms or a triazole ring in which E ^11A and E ^13A are nitrogen atoms is preferable, and E ^11A and E ^13A are nitrogen atoms. A triazole ring is more preferred.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A are ring L ¹ and ring L ² , respectively. Are the same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent which may have.
Examples of the substituent which R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A may have and preferred ranges thereof may have ring L ¹ and ring L ^2. It is the same as the example and preferable range of the substituent which the substituent may further have.

When E ^11A is a nitrogen atom and R ^11A is present, R ^11A is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and an aryl group or a monovalent heterocyclic ring It is more preferably a group, and further preferably an aryl group, and these groups may have a substituent.
When E ^11A is a carbon atom, R ^11A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, and a hydrogen atom, an alkyl group, a cycloalkyl group Or an aryl group, more preferably a hydrogen atom or an alkyl group, and these groups optionally have a substituent.

When E ^12A is a nitrogen atom and R ^12A is present, R ^12A is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and an aryl group or a monovalent heterocyclic ring It is more preferably a group, and further preferably an aryl group, and these groups may have a substituent.
When E ^12A is a carbon atom, R ^12A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, a hydrogen atom, an alkyl group, a cycloalkyl group Or an aryl group, more preferably a hydrogen atom or an alkyl group, and these groups optionally have a substituent.

When E ^13A is a nitrogen atom and R ^13A is present, R ^13A is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and an aryl group or a monovalent heterocyclic ring It is more preferably a group, and further preferably an aryl group, and these groups may have a substituent.
When E ^13A is a carbon atom, R ^13A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, a hydrogen atom, an alkyl group, a cycloalkyl group Or it is more preferably an aryl group, more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, and particularly preferably a hydrogen atom, and these groups optionally have a substituent.

If the ring L ^2A is a pyridine ring, ring L ^2A is a pyridine ring E ^21A is a nitrogen atom, a pyridine ring E ^22A is a nitrogen atom, or, that E ^23A is a pyridine ring is a nitrogen atom Preferably, E ^22A is a pyridine ring which is a nitrogen atom.
If the ring L ^2A is Jiazabenzen ring, ring L ^2A is a pyrimidine ring E ^22A and E ^24A is a nitrogen atom, or, preferably E ^22A and E ^24A is a pyrimidine ring is a nitrogen atom, E ^22A And E ^24A is more preferably a pyrimidine ring which is a nitrogen atom.
Ring L ^2A is preferably a benzene ring.

R ^21A , R ^22A , R ^23A and R ^24A may be a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, a substituted amino group or a fluorine atom. A hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group is more preferable, and a hydrogen atom, an alkyl group, a formula (DA), a formula (D-B) ) Or a group represented by the formula (DC), more preferably a hydrogen atom or a group represented by the formula (DA), and these groups have a substituent. It may be.

When ring L ^2A has an aryl group, monovalent heterocyclic group or substituted amino group, R ^22A or R ^23A is preferably an aryl group, monovalent heterocyclic group or substituted amino group, and R ^22A is aryl. It is more preferably a group, a monovalent heterocyclic group or a substituted amino group.

R ^11A and R ^12A , R ^12A and R ^13A , R ^11A and R ^21A , R ^21A and R ^22A , R ^22A and R ^23A , and R ^23A and R ^24A are bonded to each other together with the atoms to which they are bonded. It is preferable not to form a ring.

  The phosphorescent compound represented by the formula (1-A) is further represented by the formula (1-A1) to the formula (1-A5) because the decrease in the luminous efficiency of the light emitting device of this embodiment is further suppressed. The phosphorescent compound is preferably a phosphorescent compound represented by the formula (1-A1), the formula (1-A3), or the formula (1-A4). A phosphorescent compound represented by A3) or formula (1-A4) is more preferable.

[Phosphorescent Compound Represented by Formula (1-B)]
If the ring L ^1B is Jiazabenzen ring, ring L ^1B is a pyrimidine ring E ^11B is a nitrogen atom, or, preferably E ^13B is a pyrimidine ring is a nitrogen atom, E ^11B is a nitrogen atom pyrimidine More preferably, it is a ring.
Ring L ^1B is preferably a pyridine ring.
If the ring L ^2B is a pyridine ring, ring L ^2B is a pyridine ring E ^21B is a nitrogen atom, a pyridine ring E ^22B is a nitrogen atom, or, that E ^23B is a pyridine ring is a nitrogen atom More preferably, E ^22B is a pyridine ring which is a nitrogen atom.
If the ring L ^2B is Jiazabenzen ring, ring L ^2B is a pyrimidine ring E ^22B and E ^24B is a nitrogen atom, or, preferably E ^21B and E ^23B is a pyrimidine ring is a nitrogen atom, E ^22B And E ^24B is more preferably a pyrimidine ring which is a nitrogen atom.
Ring L ^2B is preferably a benzene ring.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are the ring L ¹ and Examples of the aryl group, monovalent heterocyclic group and substituted amino group in the substituent which the ring L ² may have are the same as the preferred range.
Examples of substituents that R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B may have and preferred ranges thereof include ring L ¹ and ring L ^2. It is the same as the example and preferable range of the substituent which the substituent which may be further may have.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, monovalent heterocyclic ring Group, a substituted amino group or a fluorine atom, and more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, a hydrogen atom, an alkyl group, Or it is still more preferable that it is group represented by a formula (DA), a formula (DB), or a formula (DC), and they are a hydrogen atom or group represented by a formula (DA). It is particularly preferable that these groups may have a substituent.

When the ring L ^1B has an aryl group, a monovalent heterocyclic group or a substituted amino group, R ^11B , R ^12B or R ^13B is preferably an aryl group, a monovalent heterocyclic group or a substituted amino group, ^12B or R ^13B is more preferably an aryl group, monovalent heterocyclic group or substituted amino group, and R ^13B is more preferably an aryl group, monovalent heterocyclic group or substituted amino group.
When ring L ^2B has an aryl group, monovalent heterocyclic group or substituted amino group, R ^22B or R ^23B is preferably an aryl group, monovalent heterocyclic group or substituted amino group, and R ^22B is aryl. It is more preferably a group, a monovalent heterocyclic group or a substituted amino group.

  The phosphorescent compound represented by the formula (1-B) is further represented by the formula (1-B1) to the formula (1-B5) because the decrease in the luminous efficiency of the light emitting device of this embodiment is further suppressed. The phosphorescent compound is preferably a phosphorescent compound represented by the formula (1-B1) to the formula (1-B3), and the phosphorescence represented by the formula (1-B1). More preferably, it is a luminescent compound.

Examples of aryl groups, monovalent heterocyclic groups and substituted amino groups in R ^15B , R ^16B , R ^17B and R ^18B and preferred ranges thereof are the substituents that the ring L ¹ and the ring L ² may have, respectively. Are the same as the examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group.
Examples of substituents that R ^15B , R ^16B , R ^17B and R ^18B may have and preferred ranges thereof may be further included in the substituents which ring L ¹ and ring L ² may have. Examples of good substituents and preferred ranges are the same.
R ^15B , R ^16B , R ^17B and R ^18B may be a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, fluorine atom, aryl group, monovalent heterocyclic group or substituted amino group. Preferably, it is a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a substituted amino group, more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, and a hydrogen atom It is particularly preferable that these groups may have a substituent.

  Examples of the phosphorescent compound include a phosphorescent compound represented by the following formula.

Phosphorescent compounds are available from Aldrich, Luminescence Technology Corp. Available from the American Dye Source.
In addition, Journal of the American Chemical Society, Vol. 107, 1431-1432 (1985), Journal of the American Chemical Society, Vol. 106, 6647-6653 (1984), International Publication No. 2011/024761, International Publication No. 2002/44189, Japanese Patent Application Laid-Open No. 2006-188673, and the like.

  In the composition of the present invention, the content of the phosphorescent compound is usually 0.01 to 95 parts by mass when the total of the phosphorescent compound and the compound represented by formula (C-1) is 100 parts by mass. Preferably, it is 1-50 mass parts, More preferably, it is 10-40 mass parts.

[Other ingredients]
The composition of the present invention may further contain at least one material selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, and a light emitting material. However, the hole transport material, the hole injection material, the electron transport material, and the electron injection material are different from the compound represented by the formula (C-1), and the light emitting material is represented by the formula (C-1). Different from compounds and phosphorescent compounds.

[Hole transport material]
The hole transport material is classified into a low molecular compound and a high molecular compound, and is preferably a high molecular compound having a crosslinking group.
Examples of the polymer compound include polyvinyl carbazole and derivatives thereof; polyarylene having an aromatic amine structure in the side chain or main chain and derivatives thereof. The polymer compound may be a compound to which electron accepting sites such as fullerene, tetrafluorotetracyanoquinodimethane, tetracyanoethylene, and trinitrofluorenone are bonded.
In the composition of the present invention, the compounding amount of the hole transport material is usually 1 to 400 parts by mass when the total of the compound represented by the formula (C-1) and the phosphorescent compound is 100 parts by mass. It is.
A hole transport material may be used individually by 1 type, or may use 2 or more types together.

[Electron transport materials]
Electron transport materials are classified into low molecular compounds and high molecular compounds. The electron transport material may have a crosslinking group.
Low molecular weight compounds include, for example, metal complexes having 8-hydroxyquinoline as a ligand, oxadiazole, anthraquinodimethane, benzoquinone, naphthoquinone, anthraquinone, tetracyanoanthraquinodimethane, fluorenone, diphenyldicyanoethylene and diphenoquinone. As well as these derivatives.
Examples of the polymer compound include polyphenylene, polyfluorene, and derivatives thereof. The polymer compound may be doped with a metal.
In the composition of the present invention, the compounding amount of the electron transport material is usually 1 to 400 parts by mass when the total of the compound represented by the formula (C-1) and the phosphorescent compound is 100 parts by mass. is there.
An electron transport material may be used individually by 1 type, or may use 2 or more types together.

[Hole injection material and electron injection material]
The hole injection material and the electron injection material are classified into a low molecular compound and a high molecular compound, respectively. The hole injection material and the electron injection material may have a crosslinking group.
Examples of the low molecular weight compound include metal phthalocyanines such as copper phthalocyanine; carbon; metal oxides such as molybdenum and tungsten; and metal fluorides such as lithium fluoride, sodium fluoride, cesium fluoride, and potassium fluoride.
Examples of the polymer compound include polyaniline, polythiophene, polypyrrole, polyphenylene vinylene, polythienylene vinylene, polyquinoline and polyquinoxaline, and derivatives thereof; conductive polymers such as polymers containing an aromatic amine structure in the main chain or side chain. A functional polymer.
In the composition of the present invention, the compounding amounts of the hole injecting material and the electron injecting material are each usually set to 100 parts by mass of the total of the compound represented by the formula (C-1) and the phosphorescent compound. 1 to 400 parts by mass.
Each of the hole injection material and the electron injection material may be used alone or in combination of two or more.

[Ion dope]
When the hole injection material or the electron injection material contains a conductive polymer, the electrical conductivity of the conductive polymer is preferably 1 × 10 ⁻⁵ S / cm to 1 × 10 ³ S / cm. In order to make the electric conductivity of the conductive polymer within such a range, the conductive polymer can be doped with an appropriate amount of ions. The type of ions to be doped is an anion for a hole injection material and a cation for an electron injection material. Examples of the anion include polystyrene sulfonate ion, alkylbenzene sulfonate ion, and camphor sulfonate ion. Examples of the cation include lithium ion, sodium ion, potassium ion, and tetrabutylammonium ion.
Doping ions may be used alone or in combination of two or more.

[Light emitting material]
Luminescent materials are classified into low molecular compounds and high molecular compounds. The light emitting material may have a crosslinking group.
Examples of the low molecular weight compound include naphthalene and derivatives thereof, anthracene and derivatives thereof, and perylene and derivatives thereof.
Examples of the polymer compound include arylene groups such as a phenylene group, naphthalenediyl group, fluorenediyl group, phenanthrene diyl group, dihydrophenanthrene diyl group, anthracenediyl group, and pyrenediyl group; two hydrogen atoms from an aromatic amine. Examples thereof include a polymer compound containing an aromatic amine residue such as a group to be removed; and a divalent heterocyclic group such as a carbazolediyl group, a phenoxazinediyl group and a phenothiazinediyl group.
In the composition of the present invention, the content of the luminescent material is usually 0.1 to 400 parts by mass when the total of the compound represented by the formula (C-1) and the phosphorescent compound is 100 parts by mass. .
A luminescent material may be used individually by 1 type, or may use 2 or more types together.

<Membrane>
The film is formed using the composition of the present invention, for example, spin coating method, casting method, micro gravure coating method, gravure coating method, bar coating method, roll coating method, wire bar coating method, dip coating method, spray coating method. , Screen printing method, flexographic printing method, offset printing method, ink jet printing method, capillary coating method, nozzle coating method and the like.
The viscosity of the composition of the present invention may be adjusted depending on the type of wet method. However, when a solution such as an ink jet printing method is applied to a printing method via a discharge device, clogging and flight bending at the time of discharge are caused. Since it is difficult to occur, it is preferably 1 to 50 mPa · s at 25 ° C., and more preferably 1 to 20 mPa · s.
The film is suitable as a light emitting layer in a light emitting element.
The thickness of the film is usually 1 nm to 10 μm.

<Method for manufacturing light-emitting element>
The method for producing a light emitting device of the present invention is a method for producing a light emitting device comprising an anode and a cathode, and an organic layer provided between the anode and the cathode, wherein the organic layer is a composition of the present invention. It is formed by a wet method using a product.
As a structure of the said light emitting element, it has the electrode which consists of an anode and a cathode, for example, and the organic layer formed by the wet method using the composition of this invention provided between this electrode.
Examples of wet methods include spin coating, casting, micro gravure coating, gravure coating, bar coating, roll coating, wire bar coating, dip coating, spray coating, screen printing, and flexographic printing. Method, offset printing method, inkjet printing method, capillary coating method, and nozzle coating method.
In the step of forming an organic layer by a wet method using the composition of the present invention, the ink solvent and the antioxidant are removed as necessary. Examples of the method for removing the organic solvent and the antioxidant include natural drying, vacuum drying, and heat drying, and natural drying or vacuum drying is preferable. The drying temperature is usually 0 ° C to 300 ° C, preferably 5 ° C to 150 ° C, more preferably 10 ° C to 75 ° C, and further preferably 15 ° C to 40 ° C.

[Layer structure]
The organic layer formed by the wet method using the composition of the present invention is usually one or more of a light emitting layer, a hole transport layer, a hole injection layer, an electron transport layer, and an electron injection layer, preferably Is a light emitting layer. Each of these layers includes a light emitting material, a hole transport material, a hole injection material, an electron transport material, and an electron injection material. For each of these layers, a light emitting material, a hole transport material, a hole injection material, an electron transport material, and an electron injection material are dissolved in the ink solvent described above, and a composition is prepared and used to produce the film described above. The same method can be used.

  The light emitting element has a light emitting layer between an anode and a cathode. The light emitting device of the present embodiment preferably has at least one layer of a hole injection layer and a hole transport layer between the anode and the light emitting layer from the viewpoint of hole injection property and hole transport property, From the viewpoint of electron injecting property and electron transporting property, it is preferable to have at least one of an electron injecting layer and an electron transporting layer between the cathode and the light emitting layer.

  As the hole transport layer, electron transport layer, light emitting layer, hole injection layer, and electron injection layer, in addition to the composition of the present invention, the above-described hole transport material, electron transport material, light emitting material, and hole injection, respectively. It can be formed using a material, an electron injection material, or the like.

  The material of the hole transport layer, the material of the electron transport layer, and the material of the light emitting layer are used as solvents used in forming the layer adjacent to the hole transport layer, the electron transport layer, and the light emitting layer, respectively, in the production of the light emitting element. When dissolved, the material preferably has a cross-linking group in order to avoid dissolution of the material in the solvent. After forming each layer using a material having a crosslinking group, the layer can be insolubilized by crosslinking the crosslinking group.

In the method for producing a light emitting device of the present invention, as a method for forming each layer such as a light emitting layer, a hole transport layer, an electron transport layer, a hole injection layer, and an electron injection layer, when using a low molecular weight compound, for example, from powder In the case of using a polymer compound, for example, a method by film formation from a solution or a molten state may be mentioned.
Here, as a method by film formation from a solution or a molten state, for example, spin coating method, casting method, micro gravure coating method, gravure coating method, bar coating method, roll coating method, wire bar coating method, dip coating method And wet methods such as spray coating, screen printing, flexographic printing, offset printing, ink jet printing, capillary coating, and nozzle coating.

In the light emitting device of this embodiment, the anode, the hole injection layer, the hole transport layer, the light emitting layer, the electron transport layer, the electron injection layer, and the cathode may each be provided in two or more layers as necessary. . When there are a plurality of anodes, hole injection layers, hole transport layers, light emitting layers, electron transport layers, electron injection layers, and cathodes, they may be the same or different.
In the light emitting device of this embodiment, the thickness of the anode, the hole injection layer, the hole transport layer, the light emitting layer, the electron transport layer, the electron injection layer, and the cathode is usually 1 nm to 1 μm, preferably 2 nm to 500 nm. And more preferably 5 nm to 150 nm.
In the light emitting element of this embodiment, the order, number, and thickness of the layers to be stacked may be adjusted in consideration of the luminance life, driving voltage, and element life of the light emitting element.

[Substrate / Electrode]
The substrate in the light-emitting element may be any substrate that can form electrodes and does not change chemically when the organic layer is formed. For example, the substrate is made of a material such as glass, plastic, or silicon. In the case of an opaque substrate, the electrode farthest from the substrate is preferably transparent or translucent.
Examples of the material for the anode include conductive metal oxides and translucent metals, preferably indium oxide, zinc oxide, tin oxide; indium tin oxide (ITO), indium zinc oxide, etc. A conductive compound of silver, palladium and copper (APC); NESA, gold, platinum, silver and copper.
Examples of the material of the cathode include metals such as lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, zinc, indium; two or more kinds of alloys thereof; Alloys of at least one species and at least one of silver, copper, manganese, titanium, cobalt, nickel, tungsten, and tin; and graphite and graphite intercalation compounds. Examples of the alloy include a magnesium-silver alloy, a magnesium-indium alloy, a magnesium-aluminum alloy, an indium-silver alloy, a lithium-aluminum alloy, a lithium-magnesium alloy, a lithium-indium alloy, and a calcium-aluminum alloy.
Each of the anode and the cathode may have a laminated structure of two or more layers.

  The light emitting device of this embodiment can be manufactured, for example, by sequentially laminating each layer on a substrate. Specifically, an anode is provided on a substrate, a layer such as a hole injection layer and a hole transport layer is provided thereon, a light emitting layer is provided thereon, and an electron transport layer, an electron injection layer, etc. are provided thereon. A light emitting element can be manufactured by providing a layer and further stacking a cathode thereon. As another manufacturing method, a cathode is provided on a substrate, an electron injection layer, an electron transport layer, a light emitting layer, a hole transport layer, a hole injection layer, etc. are provided thereon, and an anode is further provided thereon. By stacking, a light-emitting element can be manufactured. As another manufacturing method, the anode side base material in which each layer is laminated on the anode and the cathode side base material in which each layer is laminated on the cathode or the cathode side base material which are laminated on each other are bonded to each other. it can.

[Usage]
In order to obtain planar light emission using the light emitting element, the planar anode and the cathode may be arranged so as to overlap each other. In order to obtain pattern-like light emission, a method in which a mask having a pattern-like window is provided on the surface of a planar light-emitting element, a layer that is desired to be a non-light-emitting portion is formed extremely thick and substantially non-light-emitting. There is a method, a method of forming an anode or a cathode, or both electrodes in a pattern. By forming a pattern by any of these methods and arranging several electrodes so that they can be turned on and off independently, a segment type display device capable of displaying numbers, characters, and the like can be obtained. In order to obtain a dot matrix display device, both the anode and the cathode may be formed in stripes and arranged orthogonally. Partial color display and multicolor display are possible by a method of separately coating a plurality of types of polymer compounds having different emission colors, or a method using a color filter or a fluorescence conversion filter. The dot matrix display device can be driven passively, or can be driven active in combination with a TFT or the like. These display devices can be used for displays of computers, televisions, portable terminals and the like. The planar light emitting element can be suitably used as a planar light source for backlight of a liquid crystal display device or a planar illumination light source. If a flexible substrate is used, it can be used as a curved light source and display device.

  EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not limited to these Examples.

In the examples, the polystyrene-equivalent number average molecular weight (Mn) and polystyrene-equivalent weight average molecular weight (Mw) of the polymer compound were determined by the following size exclusion chromatography (SEC) using tetrahydrofuran as the mobile phase. .
The polymer compound to be measured was dissolved in tetrahydrofuran at a concentration of about 0.05% by mass, and 10 μL was injected into SEC. The mobile phase was run at a flow rate of 1.0 mL / min. As a column, PLgel MIXED-B (manufactured by Polymer Laboratories) was used. A UV-VIS detector (trade name: UV-8320GPC, manufactured by Tosoh Corporation) was used as the detector.

NMR was measured by the following method.
About 0.5 mL of deuterated chloroform (CDCl ₃ ), deuterated tetrahydrofuran, deuterated dimethyl sulfoxide, deuterated acetone, deuterated N, N-dimethylformamide, deuterated toluene, deuterated methanol, deuterated ethanol, deuterated 2-propanol. Alternatively, it was dissolved in methylene chloride and measured using an NMR apparatus (manufactured by JEOL RESONANCE, trade name: JNM-ECZ400S / L1).

  A high performance liquid chromatography (HPLC) area percentage value was used as an indicator of the purity of the compound. Unless otherwise specified, this value is a value at UV = 254 nm in HPLC (manufactured by Shimadzu Corporation, trade name: LC-20A). At this time, the compound to be measured was dissolved in tetrahydrofuran or chloroform so that the concentration was 0.01 to 0.2% by mass, and 1 to 10 μL was injected into the HPLC depending on the concentration. The HPLC mobile phase was used by changing the ratio of acetonitrile / tetrahydrofuran from 100/0 to 0/100 (volume ratio) and flowing at a flow rate of 1.0 mL / min. As the column, SUMPAX ODS Z-CLUE (manufactured by Sumika Chemical Analysis Center, inner diameter: 4.6 mm, length: 250 mm, particle size: 3 μm) or an ODS column having equivalent performance was used. A photodiode array detector (manufactured by Shimadzu Corporation, trade name: SPD-M20A) was used as the detector.

<Synthesis Example M1> Synthesis of Compounds M1 to M6 and Metal Complex RM1 Compounds M1, M2, and M3 were synthesized according to the method described in International Publication No. 2013/146806.
Compound M4 was synthesized according to the method described in JP2012-33845A.
Compound M5 was synthesized according to the method described in JP 2010-189630 A.
Compound M6 was synthesized according to the method described in International Publication No. 2013/201188.
The metal complex RM1 was synthesized according to the method described in International Publication No. 2009/157424.

<Synthesis Example HTL1> Synthesis of Polymer Compound HTL-1 After making the inside of the reaction vessel an inert gas atmosphere, Compound M1 (2.52 g), Compound M2 (0.470 g), Compound M3 (4.90 g), metal Complex RM1 (0.530 g), dichlorobis (tris-o-methoxyphenylphosphine) palladium (4.2 mg) and toluene (158 mL) were added and heated to 100 ° C. A 20% by mass aqueous tetraethylammonium hydroxide solution (16 mL) was added dropwise to the reaction solution, and the mixture was refluxed for 8 hours. After the reaction, phenylboronic acid (116 mg) and dichlorobis (tris-o-methoxyphenylphosphine) palladium (4.2 mg) were added thereto and refluxed for 15 hours. Thereafter, a sodium diethyldithiacarbamate aqueous solution was added thereto, followed by stirring at 85 ° C. for 2 hours. After cooling, the reaction solution was washed with 3.6% by mass hydrochloric acid, 2.5% by mass ammonia water and water, and when the resulting solution was added dropwise to methanol, precipitation occurred. The precipitate was dissolved in toluene and purified by passing through an alumina column and a silica gel column in this order. The obtained solution was added dropwise to methanol and stirred, and then the resulting precipitate was collected by filtration and dried to obtain 6.02 g of a polymer compound HTL-1. The high molecular compound HTL-1 had Mn of 3.8 × 10 ⁴ and Mw of 4.5 × 10 ⁵ .
The polymer compound HTL-1 has a theoretical value determined from the amount of raw materials charged, a structural unit derived from the compound M1, a structural unit derived from the compound M2, a structural unit derived from the compound M3, and a metal. A structural unit derived from the complex RM1 is a copolymer having a molar ratio of 40: 10: 47: 3.

<Synthesis Example B1> Synthesis of Phosphorescent Compounds B1, B2, and G1 The phosphorescent compound B1 was synthesized according to the method described in International Publication No. 2016/185183.
The phosphorescent compound B2 was synthesized according to the methods described in International Publication No. 2006/121811, and JP2013-048190A.
The phosphorescent compound G1 was synthesized according to the method described in International Publication No. 2009/131255.

<Synthesis Example H1> Synthesis and Acquisition of Compounds HM-1 and HM-2 Compound HM-1 was purchased from Luminescence Technology.
Compound HM-2 was synthesized according to the following scheme.

The reaction vessel was filled with a nitrogen gas atmosphere, then compound HM-2a (15.6 g), compound HM-2b (10.3 g), toluene (390 mL), tetrakis (triphenylphosphine) palladium (0) (2.2 g) ) And 20% by mass aqueous tetrabutylammonium hydroxide solution (194 g), and the mixture was stirred at 90 ° C. for 4 hours. Then, after cooling the obtained reaction liquid to room temperature, it filtered with the filter which spread celite. The obtained filtrate was washed with ion-exchanged water, and then the obtained organic layer was dried over anhydrous sodium sulfate and filtered. The obtained filtrate was concentrated under reduced pressure to obtain a solid. The obtained solid was crystallized using a mixed solvent of toluene and 2-propanol, and then dried under reduced pressure at 50 ° C. to obtain Compound HM-2 (15.2 g). The HPLC area percentage value of Compound HM-2 was 99.5% or more.
The analysis results of Compound HM-2 were as follows.
¹ H-NMR (CD ₂ Cl ₂ , 400 MHz): δ (ppm) = 6.70-6.83 (4H, m), 7.15 (3H, t), 7.39 (3H, t), 7.48 (3H, t), 7.59 ( 2H, t), 7.83-7.93 (4H, m), 8.18-8.23 (3H, m).

<Synthesis Example HP1> Synthesis of Compound HP-1 Compound HP-1 was synthesized according to the method described in International Publication No. 2013/201088 using Compound M5 and Compound M6. The number average molecular weight and weight average molecular weight in terms of polystyrene of the polymer compound HP-1 were Mn = 9.7 × 10 ⁴ and Mw = 2.9 × 10 ⁵ , respectively.
The polymer compound HP-1 is a copolymer in which a structural unit derived from the compound M5 and a structural unit derived from the compound M6 are configured in a molar ratio of 50:50.

<Synthesis Example ETL1> Synthesis of Polymer Compound ETL-1 After setting the inside of the reaction vessel to an inert gas atmosphere, Compound M4 (9.23 g), Compound M5 (4.58 g), dichlorobis (tris-o-methoxyphenylphosphine) ) Palladium (8.6 mg), methyl trioctyl ammonium chloride (Sigma Aldrich, trade name Aliquat 336 (registered trademark)) (0.098 g) and toluene (175 mL) were added and heated to 105 ° C. Then, 12 mass% sodium carbonate aqueous solution (40.3 mL) was dripped there, and it was made to recirculate | reflux for 29 hours. Thereafter, phenylboronic acid (0.47 g) and dichlorobis (tris-o-methoxyphenylphosphine) palladium (8.7 mg) were added thereto, and the mixture was refluxed for 14 hours. Thereafter, a sodium diethyldithiacarbamate aqueous solution was added thereto, followed by stirring at 80 ° C. for 2 hours. When the obtained reaction solution was cooled and dropped into methanol, precipitation occurred. The precipitate was collected by filtration, washed with methanol and water, and then dried, and the solid obtained was dissolved in chloroform and purified by passing through an alumina column and a silica gel column through which chloroform was passed in advance in this order. When the obtained purified solution was added dropwise to methanol and stirred, precipitation occurred. The precipitate was collected by filtration and dried to obtain polymer compound ETL-1a (7.15 g). The polymer compound ETL-1a had an Mn of 3.2 × 10 ⁴ and an Mw of 6.0 × 10 ⁴ .
The polymer compound ETL-1a has a theoretical value determined from the amount of the raw materials charged, and the structural unit derived from the compound M4 and the structural unit derived from the compound M5 are configured in a molar ratio of 50:50. It is a copolymer.
After the inside of the reaction vessel was placed in an argon gas atmosphere, the polymer compound ETL-1a (3.1 g), tetrahydrofuran (130 mL), methanol (66 mL), cesium hydroxide monohydrate (2.1 g) and water (12 0.5 mL) and stirred at 60 ° C. for 3 hours. Thereafter, methanol (220 mL) was added thereto and stirred for 2 hours. The obtained reaction mixture was concentrated and then added dropwise to isopropyl alcohol, followed by stirring. As a result, precipitation occurred. The precipitate was collected by filtration and dried to obtain polymer compound ETL-1 (3.5 g). By ¹ H-NMR analysis of the polymer compound ETL-1, it was confirmed that the signal at the ethyl ester site in the polymer compound ETL-1 disappeared and the reaction was completed.
As for the high molecular compound ETL-1, the structural unit represented by the following formula and the structural unit derived from the compound M5 are 50:50 according to the theoretical value obtained from the amount of the raw material of the high molecular compound ETL-1a. It is a copolymer comprised by the molar ratio of.

<Antioxidant> Obtaining Antioxidant 2,6-di-tert-butyl-4-methylphenol (BHT) was purchased from Tokyo Chemical Industry. The melting point of BHT at 1 atm is 70 ° C., and the boiling point at 1 atm is 265 ° C.

<Ink Solvent> Obtaining Ink Solvent Xylene purchased an organic EL grade from Kanto Chemical. The boiling point of xylene at 1 atm is about 140 ° C.
4-methoxytoluene and cyclohexylbenzene were purchased from Tokyo Chemical Industry. The boiling point at 1 atm of 4-methoxytoluene is 175 ° C., and the boiling point at 1 atm of cyclohexylbenzene is 236 ° C.

<Brown Vials> Obtaining Brown Vials As a brown vial (sealed container) used as a hermetically sealed container, Mighty Vial (brown, borosilicate glass) with cap (PP) 4FSi packing manufactured by Maruemu Co., Ltd. was used.

Example 1-1 Production of Compositions 1-1 and 1-2 Compound HM- was dissolved in xylene in which 100 ppm of 2,6-di-tert-butyl-4-methylphenol (BHT) was dissolved as an antioxidant. 2, Compound B2 and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74% by mass / 25% by mass / 1% by mass) are dissolved at a concentration of 2.8% by mass to produce a composition 1-1. did.
Composition 1-1 was placed in a brown vial and sealed with the lid closed. Thereafter, it was stored in a refrigerator (5 ° C.) for 3 weeks under an air atmosphere to produce a composition 1-2.

<Example D1-2> Production and evaluation of light-emitting element D1-2 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to the glass substrate by sputtering. On the anode, ND-3202 (manufactured by Nissan Chemical Industries) as a hole injection material was formed into a film with a thickness of 35 nm by a spin coating method. In an air atmosphere, a hole injection layer was formed by heating on a hot plate at 50 ° C. for 3 minutes and further heating at 230 ° C. for 15 minutes.

(Formation of second light emitting layer)
The polymer compound HTL-1 was dissolved in xylene at a concentration of 0.7% by mass. Using the obtained xylene solution, a film having a thickness of 20 nm is formed on the hole injection layer by spin coating, and heated in a nitrogen gas atmosphere on a hot plate at 180 ° C. for 60 minutes to form a second film. The light emitting layer was formed.

(Formation of first light emitting layer)
Using composition 1-2, a spin coating method was used on the second light-emitting layer, followed by natural drying at room temperature to form a film with a thickness of 75 nm. Then, the 1st light emitting layer was formed by heating at 130 degreeC for 10 minute (s) in nitrogen gas atmosphere.

(Formation of electron transport layer)
The polymer compound ETL-1 was dissolved in 2,2,3,3,4,4,5,5-octafluoro-1-pentanol at a concentration of 0.25% by mass. Using the obtained 2,2,3,3,4,4,5,5-octafluoro-1-pentanol solution, a film having a thickness of 10 nm is formed on the first light emitting layer by spin coating. Then, an electron transport layer was formed by heating at 130 ° C. for 10 minutes in a nitrogen gas atmosphere.

(Formation of cathode)
After depressurizing the substrate on which the electron transport layer was formed to 1.0 × 10 ⁻⁴ Pa or less in a vapor deposition machine, sodium fluoride was about 4 nm on the electron transport layer as a cathode, and then the sodium fluoride layer About 80 nm of aluminum was deposited thereon. After vapor deposition, the light emitting element D1-2 was produced by sealing using a glass substrate.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D1-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D1-2 was measured.

<Example D1-1> Production and Evaluation of Light-Emitting Element D1-1 In Example D1-2, “Composition 1-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light-emitting device D1-1 was produced in the same manner as in Example D1-2 except that.
EL light emission was observed by applying a voltage to the light emitting element D1-1. In the obtained light-emitting element, the light emission efficiency [lm / W] at 1000 cd / m ² was measured.

  The results of Example D1-2 and Example D1-1 are shown in Table 1. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D1-1 is set to 100 is shown.

<Example 2-1> Production of compositions 2-1 and 2-2 In place of "xylene" in Example 1-1, a mixed solvent of 4-methoxytoluene and cyclohexylbenzene (mass ratio 2: 8) (hereinafter referred to as “mixed solvent 1”) ”was used in the same manner as in Example 1-1 to prepare a composition 2-1.
Composition 2-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks by the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured the composition 2-2.

<Example D2-2> Production and Evaluation of Light-Emitting Element D2-2 In Example D1-2, “Composition 2-2” was used instead of “Composition 1-2” in (Formation of Light-Emitting Layer). Furthermore, a light-emitting device D2-2 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting element D2-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D2-2 was measured.

<Example D2-1> Production and Evaluation of Light-Emitting Element D2-1 In Example D1-2, “Composition 2-1” was used instead of “Composition 1-2” in (Formation of Light-Emitting Layer). Further, a light-emitting device D2-1 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting element D2-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D2-1 was measured.

  The results of Example D2-2 and Example D2-1 are shown in Table 2. The relative value of the luminous efficiency of each light emitting element when the luminous efficiency of the light emitting element D2-1 is set to 100 is shown.

<Example 3-1> Production of Compositions 3-1 and 3-2 In Example 1-1, "Compound HM-2, Compound B2 and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74 masses). % / 25 mass% / 1 mass%) ”instead of“ compound HM-1, compound B2 and compound G1 (compound HM-1 / compound B2 / compound G1 = 74 mass% / 25 mass% / 1 mass%) ” The composition 3-1 was produced in the same manner as in Example 1-1 except that “.” Was used.
Composition 3-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks by the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured the composition 3-2.

<Example D3-2> Production and Evaluation of Light-Emitting Element D3-2 In Example D1-2, “Composition 3-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device D3-2 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting element D3-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D3-2 was measured.

<Example D3-1> Production and Evaluation of Light-Emitting Element D3-1 In Example D1-2, “Composition 3-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device D3-1 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting element D3-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D3-1 was measured.

  The results of Example D3-2 and Example D3-1 are shown in Table 3. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D3-1 is set to 100 is shown.

<Example 4-1> Production of Compositions 4-1 and 4-2 In Example 2-1, "Compound HM-2, Compound B2 and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74 masses). % / 25 mass% / 1 mass%) ”instead of“ compound HM-1, compound B2 and compound G1 (compound HM-1 / compound B2 / compound G1 = 74 mass% / 25 mass% / 1 mass%) ” Except that was used, Example 4-1 was produced in the same manner as Example 2-1.
Example 4-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured the composition 4-2.

<Example D4-2> Production and Evaluation of Light-Emitting Element D4-2 In Example D1-2, “Composition 4-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Furthermore, a light-emitting element D4-2 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting element D4-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D4-2 was measured.

<Example D4-1> Production and Evaluation of Light-Emitting Element D4-1 In Example D1-2, “Composition 4-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Further, a light emitting device D4-1 was produced in the same manner as in Example D1-2 except that “drying at room temperature” instead of “natural drying at room temperature” in (Formation of light emitting layer) was performed.
EL light emission was observed by applying a voltage to the light emitting element D4-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D4-1 was measured.

  The results of Example D4-2 and Example D4-1 are shown in Table 4. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D4-1 is set to 100 is shown.

<Example 5-1> Production of Compositions 5-1 and 5-2 In Example 1-1, “Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74”) "Compound HM-2, Compound B1, and Compound G1 (Compound HM-2 / Compound B1 / Compound G1 = 74 mass% / 25 mass% / 1 mass) instead of" mass% / 25 mass% / 1 mass%) " %) ”Was used in the same manner as in Example 1-1 to prepare a composition 5-1.
Composition 5-1 was placed in a brown vial and sealed with the lid closed. Thereafter, it was stored in a refrigerator (5 ° C.) for 3 weeks under an air atmosphere to produce a composition 5-2.

<Example D5-2> Production and Evaluation of Light-Emitting Element D5-2 In Example D1-2, “Composition 5-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device D5-2 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting element D5-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D5-2 was measured.

<Example D5-1> Production and Evaluation of Light-Emitting Element D5-1 In Example D1-2, “Composition C5” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Produced a light emitting device D5-1 in the same manner as in Example D1-2.
EL light emission was observed by applying a voltage to the light emitting element D5-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D5-1 was measured.

  The results of Example D5-2 and Example D5-1 are shown in Table 5. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D5-1 is set to 100 is shown.

<Example 6-1> Production of Compositions 6-1 and 6-2 In Example 2-1, "Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74 "Compound HM-2, Compound B1, and Compound G1 (Compound HM-2 / Compound B1 / Compound G1 = 74 mass% / 25 mass% / 1 mass) instead of" mass% / 25 mass% / 1 mass%) " %) ”Was used in the same manner as in Example 2-1, except that a composition 6-1 was produced.
Composition 6-1 was placed in a brown vial and sealed with the lid closed. Thereafter, it was stored in a refrigerator (5 ° C.) for 3 weeks under an air atmosphere to produce a composition 6-2.

<Example D6-2> Production and Evaluation of Light-Emitting Element D6-2 In Example D1-2, “Composition 6-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Further, a light emitting device D6-2 was produced in the same manner as in Example D1-2 except that “drying at room temperature” instead of “natural drying at room temperature” in (Formation of light emitting layer) was performed.
EL light emission was observed by applying a voltage to the light emitting element D6-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D6-2 was measured.

<Example D6-1> Production and Evaluation of Light-Emitting Element D6-1 In Example D1-2, “Composition C6” was used instead of “Composition 1-2” in (Formation of Light-Emitting Layer). A light emitting device D6-1 was produced in the same manner as in Example D1-2 except that “natural drying at room temperature” in “Formation of light emitting layer” was changed to “vacuum drying at room temperature”.
EL light emission was observed by applying a voltage to the light emitting element D6-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D6-1 was measured.

  The results of Example D6-2 and Example D6-1 are shown in Table 6. The relative value of the luminous efficiency of each light emitting element when the luminous efficiency of the light emitting element D6-1 is set to 100 is shown.

<Example 7-1> Production of Compositions 7-1 and 7-2 In Example 1-1, “Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74”) "Compound HM-1, Compound B1, and Compound G1 (Compound HM-1 / Compound B1 / Compound G1 = 74 mass% / 25 mass% / 1 mass) instead of" mass% / 25 mass% / 1 mass%) " %) ”Was used in the same manner as in Example 1-1 to prepare a composition 7-1.
Composition 7-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured the composition 7-2.

<Example D7-2> Production and Evaluation of Light-Emitting Element D7-2 In Example D1-2, "Composition 7-2" was used instead of "Composition 1-2" in (Formation of light-emitting layer). A light emitting device D7-2 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting element D7-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D7-2 was measured.

<Example D7-1> Production and Evaluation of Light-Emitting Element D7-1 In Example D1-2, “Composition 7-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device D7-1 was produced in the same manner as in Example D1-2 except that
EL light emission was observed by applying a voltage to the light emitting element D7-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D7-1 was measured.

  Table 7 shows the results of Example D7-2 and Example D7-1. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D7-1 is set to 100 is shown.

<Example 8-1> Production of Compositions 8-1 and 8-2 In Example 2-1, "Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74") "Compound HM-1, Compound B1, and Compound G1 (Compound HM-1 / Compound B1 / Compound G1 = 74 mass% / 25 mass% / 1 mass) instead of" mass% / 25 mass% / 1 mass%) " %) ”Was used in the same manner as in Example 2-1, except that a composition 8-1 was produced.
Composition 8-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured the composition 8-2.

<Example D8-2> Production and Evaluation of Light-Emitting Element D8-2 In Example D1-2, “Composition 8-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Furthermore, a light-emitting element D8-2 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting element D8-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D8-2 was measured.

<Example D8-1> Production and Evaluation of Light-Emitting Element D8-1 In Example D1-2, “Composition C8” was used instead of “Composition 1-2” in (Formation of Light-Emitting Layer). A light-emitting device D8-1 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting element D8-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting element D8-1 was measured.

  The results of Example D8-2 and Example D8-1 are shown in Table 8. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element D8-1 is set to 100 is shown.

<Comparative Example C9-1> Production of Compositions C9-1 and C9-2 To xylene, compound HM-2, compound B2, and compound G1 (compound HM-2 / compound B2 / compound G1 = 74 mass% / 25 mass) % / 1% by mass) was dissolved at a concentration of 2.8% by mass to produce a composition C9-1.
Composition C9-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere, and manufactured composition C9-2.

<Comparative Example CD9-2> Production and Evaluation of Light-Emitting Element CD9-2 In Example D1-2, “Composition C9-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD9-2 was produced in the same manner as in Example D1-2 except that.
EL light emission was observed by applying a voltage to the light emitting device CD9-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD9-2 was measured.

<Comparative Example CD9-1> Production and Evaluation of Light-Emitting Element CD9-1 In Example D1-2, “Composition C9-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD9-1 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting device CD9-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD9-1 was measured.

  The results of Comparative Example CD9-2 and Comparative Example CD9-1 are shown in Table 9. The relative value of the light emission efficiency of each light emitting element when the light emitting efficiency of the light emitting element CD9-1 is set to 100 is shown.

<Comparative Example C10-1> Production of Compositions C10-1 and C10-2 The same as Comparative Example C9-1 except that “mixed solvent 1” was used instead of “xylene” in Comparative Example C9-1. Thus, a composition C10-1 was produced.
Composition C10-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under an atmospheric condition, and manufactured composition C10-2.

<Comparative Example C10-2> Production and Evaluation of Light-Emitting Element CD10-2 In Example D1-2, “Composition C10-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Further, a light emitting device CD10-2 was produced in the same manner as in Example D1-2, except that “natural drying at room temperature” in “Formation of light emitting layer” was changed to “vacuum drying at room temperature”.
EL light emission was observed by applying a voltage to the light emitting device CD10-2. Although a voltage was applied up to 12 V, it did not reach 1000 cd / m ² . Therefore, the luminous efficiency [lm / W] at 1000 cd / m ² could not be measured.

<Comparative Example CD10-1> Production and Evaluation of Light-Emitting Element CD10-1 In Example D1-2, “Composition C10-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). Furthermore, a light-emitting device CD10-1 was produced in the same manner as in Example D1-2 except that instead of “natural drying at room temperature” in “Formation of light-emitting layer”, “vacuum drying at room temperature” was used.
EL light emission was observed by applying a voltage to the light emitting device CD10-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD10-1 was measured.

  The results of Comparative Example CD10-2 and Comparative Example CD10-1 are shown in Table 10. The relative value of the light emission efficiency of each light emitting element when the light emitting efficiency of the light emitting element CD10-1 is set to 100 is shown.

<Comparative Example C11-1> Production of Compositions C11-1 and C11-2 In Comparative Example C9-1, “Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74 "Compound HM-2, Compound B1, and Compound G1 (Compound HM-2 / Compound B1 / Compound G1 = 74 mass% / 25 mass% / 1 mass) instead of" mass% / 25 mass% / 1 mass%) " %) ”Was used in the same manner as in Comparative Example C9-1 to prepare a composition C11-1.
Composition C11-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured composition C11-2.

<Comparative Example C11-2> Production and Evaluation of Light-Emitting Element CD11-2 In Example D1-2, “Composition C11-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD11-2 was produced in the same manner as in Example D1-2 except that.
EL light emission was observed by applying a voltage to the light emitting device CD11-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD11-2 was measured.

<Comparative Example CD11-1> Production and Evaluation of Light-Emitting Element CD11-1 In Example D1-2, “Composition C11-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD11-1 was produced in the same manner as in Example D1-2, except for that.
EL light emission was observed by applying a voltage to the light emitting device CD11-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD11-1 was measured.

  The results of Comparative Example CD11-2 and Comparative Example CD11-1 are shown in Table 11. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element CD11-1 is 100 is shown.

<Comparative Example C12-1> Production of Compositions C12-1 and C12-2 In Example 1-1, “Compound HM-2, Compound B2, and Compound G1 (Compound HM-2 / Compound B2 / Compound G1 = 74 Instead of “mass% / 25 mass% / 1 mass%)”, “polymer compound HP-1, compound B2, and compound G1 (polymer compound HP-1 / compound B2 / compound G1 = 74 mass% / 25 mass) % / 1 mass%) ”was used in the same manner as in Example 1-1 to produce a composition C12-1.
Composition C12-1 was placed in a brown vial and sealed with the lid closed. Then, it stored for 3 weeks with the refrigerator (5 degreeC) under air | atmosphere atmosphere, and manufactured composition C12-2.

<Comparative Example C12-2> Production and Evaluation of Light-Emitting Element CD12-2 In Example D1-2, “Composition C12-2” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD12-2 was produced in the same manner as in Example D1-2 except that.
EL light emission was observed by applying a voltage to the light emitting device CD12-2. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD12-2 was measured.

<Comparative Example CD12-1> Production and Evaluation of Light-Emitting Element CD12-1 In Example D1-2, “Composition C12-1” was used instead of “Composition 1-2” in (Formation of light-emitting layer). A light emitting device CD12-1 was produced in the same manner as in Example D1-2 except that.
EL light emission was observed by applying a voltage to the light emitting device CD12-1. The light emission efficiency [lm / W] at 1000 cd / m ² of the light emitting device CD12-1 was measured.

  The results of Comparative Example CD12-2 and Comparative Example CD12-1 are shown in Table 12. The relative value of the light emission efficiency of each light emitting element when the light emission efficiency of the light emitting element CD12-1 is 100 is shown.

Claims (11)

A composition comprising a compound represented by formula (C-1), a phosphorescent compound represented by formula (1), an antioxidant, and a solvent which is liquid at 25 ° C. and 1 atm.

[Where:
Ring R ^1C and ring R ^2C each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
R ^C represents a group represented by —O—, a group represented by —S—, or a group represented by the formula (C′-1). ]

[Where:
Ring R ^3C and ring R ^4C each independently represent an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings optionally have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded.
R ^C ′ represents a carbon atom, a silicon atom, a germanium atom, a tin atom, or a lead atom. ]

[Where:
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, provided that when M is a ruthenium atom, rhodium atom or iridium atom, n ¹ + n ² is 3, and M is a palladium atom or platinum. In the case of atoms, n ¹ + n ² is 2.
E ¹ and E ² each independently represent a carbon atom or a nitrogen atom. However, at least one of E ¹ and E ² is a carbon atom. When a plurality of E ¹ and E ² are present, they may be the same or different.
Ring L ¹ represents a triazole ring, and the ring may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of rings L ¹ are present, they may be the same or different.
The ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be bonded to each other to form a ring together with the atoms to which they are bonded. When a plurality of rings L ² are present, they may be the same or different.
The substituent that the ring L ¹ may have and the substituent that the ring L ² may have may be bonded to each other to form a ring together with the atoms to which they are bonded.
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represents a carbon atom, an oxygen atom or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group constituting a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² are present, they may be the same or different. ]   The composition according to claim 1, wherein the antioxidant is a phenol-based antioxidant, an amine-based antioxidant, a phosphorus-based antioxidant, or a sulfur-based antioxidant. The composition of Claim 1 or 2 whose said antioxidant is a compound represented by Formula (U).

[Wherein, R ^U1 , R ^U2 , R ^U3 , R ^U4 and R ^U5 each independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group or a cycloalkoxy group, and these groups each represent a substituent. You may have. ] The composition as described in any one of Claims 1-3 whose phosphorescence-emitting compound represented by said Formula (1) is a phosphorescence-emitting compound represented by Formula (1-A).

[Where:
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² represent the same meaning as described above.
E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. When E ^11A is a nitrogen atom, R ^11A may or may not be present. When E ^12A is a nitrogen atom, R ^12A may or may not be present. When E ^13A is a nitrogen atom, R ^13A may or may not be present. When E ^21A is a nitrogen atom, R ^21A does not exist. When E ^22A is a nitrogen atom, R ^22A does not exist. When E ^23A is a nitrogen atom, R ^23A does not exist. When E ^24A is a nitrogen atom, R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, It represents a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. When there are a plurality of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A , they may be the same or different. R ^11A and R ^12A , R ^12A and R ^13A , R ^11A and R ^21A , R ^21A and R ^22A , R ^22A and R ^23A , and R ^23A and R ^24A are bonded to each other together with the atoms to which they are bonded. A ring may be formed.
Ring L ^1A represents a triazole ring .
Ring L ^2A represents a benzene ring, a pyridine ring or a diazabenzene ring. ] The phosphorescent compound represented by the formula (1-A) is a phosphorescent compound represented by the formula (1-A1), a phosphorescent compound represented by the formula (1-A2), or the formula (1). The composition according to claim 4 , which is a phosphorescent compound represented by -A3).

[ Wherein, M, n ¹ , n ² , R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A , R ^24A and A ¹ -G ¹ -A ² represent the same meaning as described above. ] R ^C The composition according to any one of claims 1 to 5, wherein is a group represented by the formula (C'-1). The compound represented by the formula (C-1) is a compound represented by formula (C-2-1) represented by compounds or formula (C-2-2), according to claim 1 to 5 The composition according to any one of the above.

[Wherein, R ^C 'represents the same meaning as described above.
R ^C ″ represents a group represented by —O— or a group represented by —S—.
^{E 11C, E 12C, E 13C} , E 14C, E 21C, E 22C, E 23C, E 24C, E 31C, E 32C, E 33C, E 34C, E 41C, E 42C, E 43C and E ^44C, respectively Independently, it represents a nitrogen atom or a carbon atom.
Ring R ^1C ′, ring R ^2C ′, ring R ^3C ′ and ring R ^4C ′ each independently represent a benzene ring, a pyridine ring or a diazabenzene ring.
R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C are respectively Independently, it 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. You may have.
When E ^11C is a nitrogen atom, R ^11C does not exist. When E ^12C is a nitrogen atom, R ^12C does not exist. When E ^13C is a nitrogen atom, R ^13C does not exist. When E ^14C is a nitrogen atom, R ^14C does not exist. When E ^21C is a nitrogen atom, R ^21C does not exist. When E ^22C is a nitrogen atom, R ^22C does not exist. When E ^23C is a nitrogen atom, R ^23C does not exist. When E ^24C is a nitrogen atom, R ^24C does not exist. When E ^31C is a nitrogen atom, R ^31C does not exist. When E ^32C is a nitrogen atom, R ^32C does not exist. When E ^33C is a nitrogen atom, R ^33C does not exist. When E ^34C is a nitrogen atom, R ^34C does not exist. When E ^41C is a nitrogen atom, R ^41C does not exist. When E ^42C is a nitrogen atom, R ^42C does not exist. When E ^43C is a nitrogen atom, R ^43C does not exist. When E ^44C is a nitrogen atom, R ^44C does not exist.
R ^11C and R ^12C , R ^12C and R ^13C , R ^13C and R ^14C , R ^14C and R ^34C , R ^34C and R ^33C , R ^33C and R ^32C , R ^32C and R ^31C , R ^31C and R ^41C , R ^41C And R ^42C , R ^42C and R ^43C , R ^43C and R ^44C , R ^44C and R ^24C , R ^24C and R ^23C , R ^23C and R ^22C , R ^22C and R ^21C , and R ^21C and R ^11C are respectively They may be bonded to form a ring together with the carbon atoms to which they are bonded. ] The compound represented by the formula (C-1) is a compound represented by the formula (C-2-1),
The composition according to claim 7 , wherein the compound represented by the formula (C-2-1) is a compound represented by the formula (C-3-1).

[Wherein R ^C ′, R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C , R ^24C , R ^31C , R ^32C , R ^33C , R ^34C , R ^41C , R ^42C , R ^43C and R ^44C represent the same meaning as described above. ] The compound represented by the formula (C-1) is a compound represented by the formula (C-2-2),
The composition according to claim 7 , wherein the compound represented by the formula (C-2-2) is a compound represented by the formula (C-3-2).

[Wherein, R ^C ″, R ^11C , R ^12C , R ^13C , R ^14C , R ^21C , R ^22C , R ^23C and R ^24C represent the same meaning as described above. ] The composition according to any one of claims 1 to 9 , wherein the solvent is an aromatic hydrocarbon solvent or an aromatic ether solvent. An anode and a cathode, a manufacturing method of a light-emitting element having an organic layer disposed between the anode and the cathode, wherein the organic layer, the composition according to any one of claims 1 to 1 0 A method for manufacturing the light-emitting element, which is formed by a wet method using an object.