JP6907739B2 - Composition and light emitting device using it - Google Patents

Description

The present invention relates to a composition and a light emitting device using the same.

Light emitting devices such as organic electroluminescence devices can be suitably used for display and lighting applications, and research and development are being carried out. A light emitting material is used in the manufacture of the light emitting element. As the light emitting material, for example, a composition containing a polymer compound containing an arylamine derivative represented by the following formula as a constituent unit is disclosed (for example, Patent Documents 1 and 2).

Japanese Unexamined Patent Publication No. 2014-25058 Japanese Unexamined Patent Publication No. 2013-256655

However, the luminous efficiency of the light emitting device manufactured by using the above composition is not always sufficient.
Therefore, an object of the present invention is to provide a composition useful for producing a light emitting device having excellent luminous efficiency.

The present invention provides the following [1] to [11].
[1]
A composition containing a polymer compound containing a structural unit represented by the formula (1) and a phosphorescent compound represented by the formula (2).

[式中、
ｎは、１以上３以下の整数を表す。
Ａｒ¹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。Ａｒ¹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。
Ａｒ²及びＡｒ³は、それぞれ独立に、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。
Ｘ¹及びＸ²は、それぞれ独立に、シクロアルキレン基又は飽和の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。]

[During the ceremony,
n represents an integer of 1 or more and 3 or less.
Ar ¹ represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. If there are multiple Ar ¹ , they may be the same or different.
Ar ² and Ar ³ independently represent an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
X ¹ and X ² each independently represent a cycloalkylene group or a saturated divalent heterocyclic group, and these groups may have a substituent. ]

［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、ｎ¹＋ｎ²は２又は３である。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、置換基を有していてもよい芳香族複素環を表す。前記置換基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。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。前記置換基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。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。
但し、環Ｌ¹及び環Ｌ²のうちの少なくとも１つの環は、式（３）で表される基を有する。
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。］

−Ｒ² （３）
［式中、Ｒ²は、アリール基、１価の複素環基又は置換アミノ基を表し、これらの基は置換基を有していてもよい。］
［２］
前記Ｘ¹及びＸ²が、それぞれ独立に、置換基を有していてもよいシクロヘキシレン基である、［１］に記載の組成物。
［３］
前記Ａｒ¹が、置換基を有していてもよいナフタレンジイル基、置換基を有していてもよいフルオレンジイル基又は置換基を有していてもよいフェナントレンジイル基である、［１］又［２］に記載の組成物。
［４］
前記Ａｒ²及びＡｒ³が、それぞれ独立に、置換基を有していてもよいベンゼンから、環を構成する炭素原子に直接結合する３個の水素原子を取り除いてなる基である、［１］〜［３］のいずれかに記載の組成物。
［５］
前記燐光発光性化合物が、式（２−Ｂ）で表される燐光発光性化合物又は式（２−Ａ）で表される燐光発光性化合物である、［１］〜［４］のいずれかに記載の組成物。

[During the ceremony,
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom.
n ¹ represents an integer of 1 or more, n ² represents an integer of 0 or more, and n ¹ + n ² is 2 or 3. However, when M is a ruthenium atom, a rhodium atom or an iridium atom, n ¹ + n ² is 3, and when M is a palladium atom or a platinum atom, n ¹ + n ² is 2.
E ¹ and E ² independently represent a carbon atom or a nitrogen atom, respectively. However, ^{at least one of E 1} and E ² is a carbon atom. When ^{there are a plurality of E 1} and E ² , they may be the same or different from each other.
Ring L ¹ represents an aromatic heterocycle which may have a substituent. When a plurality of the substituents are present, they may be the same or different, or they may be bonded to each other to form a ring with the atoms to which each is bonded. When there are a plurality of rings L ¹ , they may be the same or different.
Ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of the substituents are present, they may be the same or different, or they may be bonded to each other to form a ring with the atoms to which each is bonded. If there are multiple rings L ² , they may be the same or different.
The substituents that the ring L ¹ may have and the substituents that the ring L ² may have may be bonded to each other to form a ring with the atoms to which they are bonded.
However, ^{at least one ring of ring L 1} and ring L ² has a group represented by the formula (3).
A ¹ −G ¹ −A ² represents an anionic bidentate ligand. A ¹ and A ² independently represent 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 ^{there are a plurality of A 1-} G ^1- A ² , they may be the same or different. ]

-R ² (3)
[In the formula, R ² represents an aryl group, a monovalent heterocyclic group or a substituted amino group, and these groups may have a substituent. ]
[2]
The composition according to [1], wherein each of X ¹ and X ² is a cyclohexylene group which may independently have a substituent.
[3]
The Ar ¹ is a naphthalenediyl group which may have a substituent, a full-orangeyl group which may have a substituent, or a phenanthreneyl group which may have a substituent, [1]. The composition according to [2].
[4]
Ar ² and Ar ³ are groups formed by independently removing three hydrogen atoms directly bonded to carbon atoms constituting a ring from benzene, which may have a substituent, respectively [1]. The composition according to any one of [3].
[5]
The phosphorescent compound is any of [1] to [4], which is a phosphorescent compound represented by the formula (2-B) or a phosphorescent compound represented by the formula (2-A). The composition described.

［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、アルケニル基、前記式（３）で表される基、アリールオキシ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。但し、Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bのうちの少なくとも１つは、前記式（３）で表される基である。
環Ｌ^1Bは、ピリジン環又はピリミジン環を表す。
環Ｌ^2Bは、ベンゼン環、ピリジン環又はピリミジン環を表す。］

[During the ceremony,
M, n ¹ , n ² and A ¹ −G ¹ −A ² have the same meanings as described above.
E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B each independently represent a nitrogen atom or a carbon atom. If there are multiple E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B , they may be the same or different. If E ^11B is a nitrogen atom, then R ^11B does not exist. If E ^12B is a nitrogen atom, then R ^12B does not exist. If E ^13B is a nitrogen atom, then R ^13B does not exist. If E ^14B is a nitrogen atom, then R ^14B does not exist. If E ^21B is a nitrogen atom, then R ^21B does not exist. If E ^22B is a nitrogen atom, then R ^22B does not exist. If E ^23B is a nitrogen atom, then R ^23B does not exist. If E ^24B is a nitrogen atom, then R ^24B does not exist.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are independently hydrogen atoms, alkyl groups, cycloalkyl groups, alkoxy groups, cycloalkoxy groups, alkenyl groups, the above. It represents a group represented by the formula (3), an aryloxy group or a halogen atom, and these groups may have a substituent. If there are multiple 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 combined, respectively. A ring may be formed with the atoms to which each bond. However, ^{at least one of R 11B} , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a group represented by the above formula (3).
Ring L ^1B represents a pyridine ring or a pyrimidine ring.
Ring L ^2B represents a benzene ring, a pyridine ring or a pyrimidine ring. ]

［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、アルケニル基、前記式（３）で表される基、アリールオキシ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。但し、Ｒ^11A、Ｒ^12A、Ｒ^13A、Ｒ^21A、Ｒ^22A、Ｒ^23A及びＲ^24Aのうちの少なくとも１つは、前記式（３）で表される基である。
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、ピリジン環又はピリミジン環を表す。］
［６］
前記燐光発光性化合物が、前記式（２−Ｂ）で表される燐光発光性化合物であり、
前記式（２−Ｂ）で表される燐光発光性化合物が、式（２−Ｂ１）で表される燐光発光性化合物である、［５］に記載の組成物。

[During the ceremony,
M, n ¹ , n ² , E ¹ and A ¹ −G ¹ −A ² have the same meanings 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. If there are multiple E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. If E ^11A is a nitrogen atom, R ^11A may or may not be present. If E ^12A is a nitrogen atom, then R ^12A may or may not be present. If E ^13A is a nitrogen atom, then R ^13A may or may not be present. If E ^21A is a nitrogen atom, then R ^21A does not exist. If E ^22A is a nitrogen atom, then R ^22A does not exist. If E ^23A is a nitrogen atom, then R ^23A does not exist. If E ^24A is a nitrogen atom, then R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A independently contain a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an alkenyl group and the above formula (3). ) Represents a group, an aryloxy group or a halogen atom, and these groups may have a substituent. If there are multiple 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 together with the atoms to which they are bonded. It may form a ring. However, ^{at least one of R 11A} , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A is a group represented by the above formula (3).
Ring L ^1A represents a triazole ring or a diazole ring.
Ring L ^2A represents a benzene ring, a pyridine ring or a pyrimidine ring. ]
[6]
The phosphorescent compound is a phosphorescent compound represented by the formula (2-B).
The composition according to [5], wherein the phosphorescent compound represented by the formula (2-B) is a phosphorescent compound represented by the formula (2-B1).

［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。
但し、Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bのうちの少なくとも１つは、前記式（３）で表される基である。］
［７］
前記式（３）で表される基が、式（Ｄ−Ａ）で表される基、式（Ｄ−Ｂ）で表される基又は式（Ｄ−Ｃ）で表される基を有する、［１］〜［６］のいずれかに記載の組成物。

[During the ceremony,
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 have the same meanings as described above.
However, ^{at least one of R 11B} , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a group represented by the above formula (3). ]
[7]
The group represented by the formula (3) has a group represented by the formula (DA), a group represented by the formula (DB), or a group represented by the formula (DC). The composition according to any one of [1] to [6].

［式中、
ｍ^DA1、ｍ^DA2及びｍ^DA3は、それぞれ独立に、０以上１０以下の整数を表す。
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。］

[During the ceremony,
m ^DA1 , m ^DA2, and m ^DA3 independently represent integers of 0 or more and 10 or less.
G ^DA 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 independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When ^{there are a plurality of Ar DA1} , Ar ^DA2, and Ar ^DA3 , they may be the same or different from each other.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. A plurality of T ^DAs 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。］

[During the ceremony,
m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 each independently represent an integer of 0 or more.
G ^DA represents a nitrogen atom, an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent. The plurality of G ^DAs 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, even if these groups have substituents. good. If there are multiple 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 may have a substituent. A plurality of T ^DAs may be the same or different. ]

［式中、
ｍ^DA1は、０以上１０以下の整数を表す。
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。］
［８］
前記式（３）で表される基が、式(D-A1)〜式(D-A5)で表される基、式(D-B1)〜式(D-B6)で表される基又は式(D-C1)〜式(D-C4)で表される基を有する、［７］に記載の組成物。

[During the ceremony,
m ^DA1 represents an integer of 0 or more and 10 or less.
Ar ^DA1 represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. If there are multiple Ar ^DA1 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. ]
[8]
The group represented by the formula (3) is a group represented by the formulas (D-A1) to (D-A5), a group represented by the formulas (D-B1) to (D-B6), or a group represented by the formula (D-B6). The composition according to [7], which has a group represented by the formulas (D-C1) to (D-C4).

［式中、
Ｒ^p1、Ｒ^p2、Ｒ^p3、Ｒ^p4、Ｒ^p5及びＲ^p6が、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、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。
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の整数を表し、ｎｐ５は０〜５の整数を表し、ｎｐ６は０〜５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。ｎｐ２が複数ある場合、それらは同一でも異なっていてもよい。］
［９］
前記高分子化合物が、式(４)で表される構成単位を含む高分子化合物である、［１］〜［８］のいずれかに記載の組成物。

[During the ceremony,
R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 independently represent 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 , R ^p4 , R ^p5 and R ^p6 , they may be the same or different from each other.
np1 represents an integer from 0 to 5, np2 represents an integer from 0 to 3, np3 represents 0 or 1, np4 represents an integer from 0 to 4, np5 represents an integer from 0 to 5, and np6. Represents an integer from 0 to 5. The plurality of np1s may be the same or different. When there are a plurality of np2, they may be the same or different. ]
[9]
The composition according to any one of [1] to [8], wherein the polymer compound is a polymer compound containing a structural unit represented by the formula (4).

[式中、
Ａｒ²、Ａｒ³、Ｘ¹及びＸ²は前記と同じ意味を表す。
Ｒ¹及びＲ²は、それぞれ独立に、アルキル基又はアリール基を表し、これらの基は置換基を有していてもよい。]
［１０］
陽極と、陰極と、前記陽極及び前記陰極の間に設けられた、［１］〜［９］のいずれかに記載の組成物を含有する有機層を備えた発光素子。
［１１］
更に、前記陽極と前記有機層との間に、更に架橋材料の架橋体を含有する層を備えた、［１０］に記載の発光素子。

[During the ceremony,
Ar ² , Ar ³ , X ¹ and X ² have the same meanings as described above.
R ¹ and R ² each independently represent an alkyl group or an aryl group, and these groups may have a substituent. ]
[10]
A light emitting device provided with an anode, a cathode, and an organic layer containing the composition according to any one of [1] to [9] provided between the anode and the cathode.
[11]
The light emitting device according to [10], further comprising a layer further containing a crosslinked body of a crosslinked material between the anode and the organic layer.

According to the present invention, it is possible to provide a composition useful for producing a light emitting device having excellent luminous efficiency.

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

<Explanation of common terms>
Unless otherwise specified, the terms commonly used in the present specification have the following meanings.

Me stands for methyl group, Et stands for ethyl group, Bu stands for butyl group, i-Pr stands for isopropyl group, and t-Bu stands for 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 coordination 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 .

By "low molecular compound" does not have a molecular weight distribution, molecular weight means a 1 × 10 ⁴ or less of the compound.

The “constituent unit” means a unit existing in one or more in a polymer compound.

The "alkyl group" may be either linear or branched. The number of carbon atoms of the linear alkyl group is usually 1 to 50, preferably 3 to 30, and more preferably 4 to 20, not including the number of carbon atoms of the substituent. 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, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a 2-butyl group, an isobutyl group, a tert-butyl group, a pentyl group, an isoamyl group, 2-Ethylbutyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, 3-propylheptyl group, decyl group, 3,7-dimethyloctyl group, 2-ethyloctyl group, 2-hexyldecyl group, dodecyl group. , And a group in which the 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-hexylphenyl) propyl group, 6-ethyloxyhexyl group) Can be mentioned.
The number of carbon atoms of the "cycloalkyl 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 cycloalkyl group may have a substituent, and examples thereof include a cyclohexyl group, a cyclohexylmethyl group, and a cyclohexylethyl group.

"Aryl group" means the remaining atomic group excluding one hydrogen atom directly bonded to a carbon atom constituting a ring from an aromatic hydrocarbon. The number of carbon atoms of the aryl group is usually 6 to 60, preferably 6 to 20, and more preferably 6 to 10, not including the number of carbon atoms of the substituent.
The aryl group may have a substituent, for example, a phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 1-anthrasenyl group, a 2-anthrasenyl group, a 9-anthrasenyl group, a 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. However, examples thereof include groups substituted with an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a fluorine atom and the like.

The "alkoxy group" may be either linear or branched. The number of carbon atoms of the linear alkoxy group is usually 1 to 40, preferably 4 to 10, not including the number of carbon atoms of the substituent. 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, a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, an isobutyloxy group, a tert-butyloxy group, a pentyloxy group, a hexyloxy group, and the like. 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 cycloalkyl group, alkoxy group, Examples thereof include a cycloalkoxy group, an aryl group, a group substituted with a fluorine atom and 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, a 1-naphthyloxy group, a 2-naphthyloxy group, a 1-anthrasenyloxy group, a 9-anthrasenyloxy group, 1-. Examples thereof 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.

A "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. It means the remaining atomic group excluding the hydrogen atom of. Among the p-valent heterocyclic groups, it is the remaining atomic group obtained by removing p hydrogen atoms from the hydrogen atoms directly bonded to the carbon atoms or heteroatoms constituting the ring from the aromatic heterocyclic compound. A "p-valent aromatic heterocyclic group" is preferred.
The "aromatic heterocyclic compound" is a heterocyclic compound such as oxadiazole, thiadiazole, thiazole, oxazole, thiophene, pyrrole, phosphor, furan, pyridine, pyrazine, pyrimidine, triazine, pyridazine, quinoline, isoquinolin, carbazole, and dibenzophosphol. Even if the compound whose ring itself exhibits aromaticity and the heterocycle itself such as phenoxazine, phenothiazine, dibenzoborol, dibenzosilol, and benzopyran do not exhibit aromaticity, the aromatic ring is fused to the heterocycle. Means a compound.

The number of carbon atoms of the monovalent heterocyclic group does not include the number of carbon atoms of the substituent and is usually 2 to 60, preferably 4 to 20.
The monovalent heterocyclic group may have a substituent, for example, a thienyl group, a pyrrolyl group, a furyl group, a pyridyl group, a piperidinyl group, a quinolinyl group, an isoquinolinyl group, a pyrimidinyl group, a triazinyl group, and these. Examples thereof include 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.

The "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 the substituent contained in the amino group, 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 a dimethylamino group, a diethylamino group, a diphenylamino group, a bis (4-methylphenyl) amino group, a bis (4-tert-butylphenyl) amino group, and a bis (3,5-di-tert-). Butylphenyl) amino groups can be mentioned.

The "alkenyl group" may be either linear or branched. The number of carbon atoms of the linear alkenyl group is usually 2 to 30, preferably 3 to 20, excluding the number of carbon atoms of the substituent. The number of carbon atoms of the branched alkenyl group is usually 3 to 30, 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- Examples thereof include a pentenyl group, a 1-hexenyl group, a 5-hexenyl group, a 7-octenyl group, and a group in which these groups have a substituent.

The "alkynyl group" may be either linear or branched. The number of carbon atoms of the alkynyl group is usually 2 to 20, preferably 3 to 20, not including the carbon atom of the substituent. 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, a 4- Examples thereof include a pentynyl group, a 1-hexynyl group, a 5-hexynyl group, and a group in which these groups have a substituent.

The "arylene group" means the remaining atomic group excluding the two hydrogen atoms directly bonded to the carbon atoms constituting the ring from the aromatic hydrocarbon. The number of carbon atoms of the arylene group is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms of the substituent.
The arylene group may have a substituent, for example, a phenylene group, a naphthalenediyl group, an anthracendiyl group, a phenanthrenidyl group, a dihydrophenantrenidyl group, a naphthacendyl group, a full orangeyl group, a pyrenyl group, a perylenediyl group, Examples thereof include a chrysendiyl group, a dibenzocycloheptandiyl group, and a group in which these groups have a substituent, and the groups represented by the formulas (A-1) to (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 represent a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group. R and R ^a there are a plurality, each may be the same or different, bonded R ^a each other to each other, they may form a ring together with the atoms bonded thereto. ]

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, not 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, acrydin, A divalent group obtained by removing two hydrogen atoms from dihydroaclysin, furan, thiophene, azole, diazole, and triazole from among the hydrogen atoms directly bonded to the carbon atom or hetero atom constituting the ring is preferable. Is a group represented by the formulas (AA-1) to (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。］

[In the formula, R and ^Ra have the same meanings as described above. ]

The "crosslinked 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., and is preferably a crosslinked group. It is a cross-linking group represented by the formulas (XL-1) to (XL-17) of Group A.
(Crosslinking group A group)

The "substituent" is a halogen atom, a cyano group, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an amino group, a substituted amino group and an alkenyl group. , Cycloalkenyl group, alkynyl group or cycloalkynyl group. The substituent may be a cross-linking group.

<Composition of the present invention>
The composition of the present invention contains a polymer compound containing a structural unit represented by the formula (1) and a phosphorescent compound represented by the formula (2).

[Polymer compound containing a structural unit represented by the formula (1)]
n is preferably 1 because the luminous efficiency of the light emitting element of the present invention is more excellent.

The arylene group in Ar ¹ is preferably a naphthalene diyl group, a full orange yl group, or a phenanthrene yl group because the light emitting element of the present invention has more excellent light emitting efficiency, and more preferably the formulas (A-4) to (A-4) to (form). It is a group represented by A-6), formula (A-8), formula (A-9), formula (A-19), formula (A-20), and more preferably formulas (A-4) to. It is a group represented by the formula (A-6), and these groups may have a substituent.

The ^{divalent heterocyclic group in Ar 1} is preferably an azanaphthylene group, a carbazolediyl group, a phenoxadiyl group, a phenothiaziyl group or a dihydroacrydiyl group because the light emitting element of the present invention has a higher luminescence efficiency. The group may have a substituent.

Ar ¹ is preferably an arylene group, more preferably a naphthalenediyl group, a fluoreneyl group or a phenanthreneyl group, and these groups may have a substituent.

The ^{substituent that Ar 1} may have is preferably an alkyl group, an aryl group, or a monovalent aromatic heterocyclic group, more preferably an alkyl group, and further preferably a branched alkyl group. be.

The structural unit represented by the formula (1) is preferably the structural unit represented by the formula (4) because the luminous efficiency of the light emitting device of the present invention is more excellent.

Since the ^{aromatic hydrocarbon groups in Ar 2} and Ar ³ are more excellent in the light emitting efficiency of the light emitting element of the present invention, preferably, three hydrogen atoms directly bonded to the carbon atoms constituting the ring are removed from benzene or naphthalene. It is a group, more preferably a group obtained by removing three hydrogen atoms directly bonded to a carbon atom forming a ring from benzene, and further preferably a group represented by the formula (Ar1-1). The group may have a substituent. In the formula (Ar1-1), * a represents a bond with a nitrogen atom, * b represents ^{a bond with X 1} or X ^2, and * c represents a bond with an adjacent structural unit.

Since the ^{heterocyclic group in Ar 2} and Ar ³ has a higher light emitting efficiency of the light emitting element of the present invention, it is preferable to remove three hydrogen atoms directly bonded to the carbon atom constituting the ring from pyridine, diazabenzene or azanaphthalene. These groups may have substituents.

Ar ² and Ar ³ are preferably an aromatic hydrocarbon group, and more preferably a group obtained by removing three hydrogen atoms directly bonded to a carbon atom constituting a ring from benzene which may have a substituent.

Ar ² and Ar ³ may be the same or different, but are preferably the same because it facilitates the production of the polymer compound containing the structural unit represented by the formula (1).

The cycloalkylene group in X ¹ and X ² is preferably a cycloheptylene group, a cyclohexylene group or a cyclopentylene group because the luminous efficiency of the light emitting element of the present invention is more excellent, and more preferably the formula (X1-1). ) ~ A group represented by the formula (X1-3), more preferably a group represented by the formula (X1-2), and these groups may have a substituent. In the formulas (X1-1) to (X1-3), * represents a bond with a ^{nitrogen atom, Ar 2} or Ar ^3.

The saturated divalent heterocyclic group in X ¹ and X ² is preferably a tetrahydrofuranylene group, a tetrahydropyranylene group, a pyrrolidinediyl group or a piperidylene group because the light emitting element of the present invention has a higher emission efficiency. The group of may have a substituent.

X ¹ and X ² are preferably a cycloalkylene group, more preferably a cyclohexylene group, and these groups may have a substituent.

Although X ¹ and X ² may be the same or different, they are preferably the same because it facilitates the production of the polymer compound containing the structural unit represented by the formula (1).

In the formula (1), examples of the structure represented by the formula (5a) or the formula (5b) include structures represented by the formulas (5-1) to (5-22), and the structure represented by the formula (5-1) to the formula (5-22) can be mentioned. The structures represented by the formulas (1) to (5-16) are preferable, and the structures represented by the formulas (5-1) to (5-9) are more preferable.

Examples of the arylene group represented by Ar ¹ or the divalent heterocyclic group include groups represented by the formulas (Ar1-1) to (Ar1-20).

Examples of the structural unit represented by the formula (1) include structural units 1-1 to 1-35.

The polymer compound containing the structural unit represented by the formula (1) may contain only one type of the structural unit represented by the formula (1), or may contain two or more types.

In the polymer compound containing the structural unit represented by the formula (1), the total number of moles of the structural unit represented by the formula (1) is usually 0.01 mol% or more and 100 with respect to the total number of moles of all the structural units. Since it is mol% or less and the light emitting efficiency of the light emitting element of the present invention is more excellent, it is preferably 0.5 mol% or more and 20 mol% or less, more preferably 1 mol% or more and 10 mol% or less, and further preferably. Is 5 mol% or more and 8 mol% or less.

Since the polymer compound containing the structural unit represented by the formula (1) is excellent in hole transportability, it is preferable to further contain the structural unit represented by the formula (X).

［式中、
ａ¹及びａ²は、それぞれ独立に、０以上の整数を表す。
Ａｒ^X1及びＡｒ^X3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^X2及びＡｒ^X4は、それぞれ独立に、アリーレン基、２価の複素環基、又は、少なくとも１種のアリーレン基と少なくとも１種の２価の複素環基とが直接結合した２価の基を表し、これらの基は置換基を有していてもよい。Ａｒ^X2及びＡｒ^X4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。
Ｒ^X1、Ｒ^X2及びＲ^X3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価の複素環基を表し、これらの基は置換基を有していてもよい。Ｒ^X2及びＲ^X3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。］

[During the ceremony,
a ¹ and a ² each independently represent an integer of 0 or more.
Ar ^X1 and Ar ^X3 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
Ar ^X2 and Ar ^X4 each independently form an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded. Representing, these groups may have substituents. If there are multiple Ar ^X2 and Ar ^X4 , they may be the same or different.
R ^X1 , R ^{X 2} and R ^{X 3} independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. If there are multiple R ^X2s and R ^X3s , they may be the same or different. ]

Since the luminous efficiency of the light emitting element of the present invention is more excellent, ^{a X1 is preferably 2 or less, and more preferably 1.}

Since the luminous efficiency of the light emitting element of the present invention is more excellent, ^{a X2 is preferably 2 or less, and more preferably 0.}

R ^X1 , R ^{X 2} and R ^{X 3} are preferably alkyl groups, cycloalkyl groups, aryl groups or monovalent heterocyclic groups, more preferably aryl groups, and these groups have substituents. May be good.

The ^{arylene group represented by Ar X1} and Ar ^X3 is more preferably a group represented by the formula (A-1) or the formula (A-9), and further preferably represented by the formula (A-1). It is a group, and these groups may have a substituent.

The ^{divalent heterocyclic groups represented by Ar X1} and Ar ^X3 are more preferably represented by formulas (AA-1), formula (AA-2) or formulas (AA-7) to formulas (AA-26). These groups may have substituents.

Ar ^X1 and Ar ^X3 are preferably arylene groups which may have a substituent.

The ^{arylene groups represented by Ar X2} and Ar ^X4 are more preferably represented by formulas (A-1), formulas (A-6), formulas (A-7), formulas (A-9) to formulas (A-11). Alternatively, it is a group represented by the formula (A-19), and these groups may have a substituent.

The more preferred range of the divalent heterocyclic groups represented by Ar ^X2 and Ar ^X4 is the same as the more preferred range of the divalent heterocyclic groups represented by ^{Ar X1} and Ar ^X3.

A more preferable range of an arylene group and a divalent heterocyclic group in a divalent group in which at least one arylene group represented by Ar ^X2 and Ar ^{X4 and at least one divalent heterocyclic group are directly bonded.} The more preferable range is the same as the more preferable range and the further preferable range of the arylene group represented by Ar ^X1 and Ar ^{X3 and the divalent heterocyclic group, respectively.}

Examples of the divalent group in which at least one arylene group represented by Ar ^X2 and Ar ^X4 and at least one divalent heterocyclic group are directly bonded include a group represented by the following formula. , These may have substituents.

［式中、Ｒ^XX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。］

[In the formula, R ^XX 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. ]

R ^XX is preferably an alkyl group, a cycloalkyl group or an aryl group, and these groups may have a substituent.

Ar ^X2 and Ar ^X4 are preferably arylene groups which may have a substituent.

The ^{substituents that the groups represented by Ar X1 to} Ar ^X4 and R ^{X1 to} R ^X3 may have are preferably an alkyl group, a cycloalkyl group or an aryl group, and these groups further have a substituent. You may be doing it.

The structural unit represented by the formula (X) is preferably the structural unit represented by the formulas (X-1) to (X-7), and more preferably the structural units represented by the formulas (X-3) to (X-7). ), And more preferably the structural units represented by the formulas (X-3) to (X-6).

［式中、Ｒ^X4及びＲ^X5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、ハロゲン原子、１価の複素環基又はシアノ基を表し、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^X4は、同一でも異なっていてもよい。複数存在するＲ^X5は、同一でも異なっていてもよく、隣接するＲ^X5同士は互いに結合して、それぞれが結合する炭素原子と共に環を形成していてもよい。］

[In the formula, ^RX4 and ^RX5 are independently hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, halogen atom, monovalent heterocyclic group or cyano. Representing groups, these groups may have substituents. A plurality of R ^X4s may be the same or different. A plurality of R ^X5s existing may be the same or different, and adjacent ^RX5s may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ]

Since the structural unit represented by the formula (X) has excellent hole transportability, it is preferably 0.1 to 50 mol%, more preferably 1 to 1 to the total amount of the structural units contained in the polymer compound. It is 40 mol%, more preferably 1 to 30 mol%.

Examples of the structural unit represented by the formula (X) include the structural units represented by the formulas (X1-1) to (X1-19), and preferably the structural units represented by the formulas (X1-6) to (X1-14). ) Is a structural unit.

The polymer compound containing the structural unit represented by the formula (1) may contain only one type of the structural unit represented by the formula (X), or may contain two or more types of the structural unit.

Since the polymer compound containing the structural unit represented by the formula (1) has more excellent luminous efficiency of the light emitting device of the present invention, it is preferable to further contain the structural unit represented by the formula (Y).

［式中、Ａｒ^Y1は、アリーレン基、２価の複素環基、又は、少なくとも１種のアリーレン基と少なくとも１種の２価の複素環基とが直接結合した２価の基を表し、これらの基は置換基を有していてもよい。］

[In the formula, Ar ^Y1 represents an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded. The group of may have a substituent. ]

Since the polymer compound containing the structural unit represented by the formula (1) has excellent luminous efficiency of the light emitting device of the present invention, it is further represented by the structural unit represented by the formula (X) and the structural unit (Y). It is preferable to include a structural unit.

The ^{arylene group represented by Ar Y1} is more preferably the formula (A-1), the formula (A-6), the formula (A-7), the formula (A-9) to the formula (A-11), the formula ( A group represented by A-13) or formula (A-19), more preferably of formula (A-1), formula (A-7), formula (A-9) or formula (A-19). It is a group represented, particularly preferably a group represented by the formula (A-9), and these groups may have a substituent.

The ^{divalent heterocyclic group represented by Ar Y1} is more preferably the formula (AA-4), the formula (AA-10), the formula (AA-13), the formula (AA-15), the formula (AA-18). ) Or a group represented by the formula (AA-20), and particularly preferably represented by the formula (AA-4), the formula (AA-10), the formula (AA-18) or the formula (AA-20). It is a group, and these groups may have a substituent.

A more preferable range of the arylene group and the divalent heterocyclic group in the divalent group in which at least one arylene group represented by Ar ^{Y1 and at least one divalent heterocyclic group are directly bonded, further preferable.} The range is the same as the more preferable range and the more preferable range of the arylene group and the divalent heterocyclic group represented by ^{Ar Y1, respectively.}

A divalent group in which at least one arylene group represented by ^{Ar Y1} and at least one divalent heterocyclic group are directly bonded is at least represented by ^{Ar X2} and Ar ^{X4 of the formula (X).} Examples thereof include those similar to a divalent group in which one arylene group and at least one divalent heterocyclic group are directly bonded.

The ^{substituent that the group represented by Ar Y1} may have is preferably an alkyl group, a cycloalkyl group or an aryl group, more preferably an alkyl group or an aryl group, and these groups further have a substituent. You may have.

Examples of the structural unit represented by the formula (Y) include the structural units represented by the formulas (Y-1) to (Y-7), and from the viewpoint of the luminous efficiency of the light emitting element of the present invention. , It is preferably a structural unit represented by the formula (Y-1) or (Y-2), and from the viewpoint of electron transportability, it is preferably represented by the formula (Y-3) or (Y-4). It is a structural unit, and is preferably a structural unit represented by the formulas (Y-5) to (Y-7) from the viewpoint of hole transportability.

［式中、Ｒ^Y1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、これらの基は置換基を有していてもよい。複数存在するＲ^Y1は、同一でも異なっていてもよく、隣接するＲ^Y1同士は互いに結合して、それぞれが結合する炭素原子と共に環を形成していてもよい。］

[In the formula, ^RY1 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 have a substituent. .. A plurality of ^RY1s existing may be the same or different, and adjacent ^RY1s may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ]

^RY1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, and these groups may have a substituent.

The structural unit represented by the formula (Y-1) is preferably the structural unit represented by the formula (Y-1').

［式中、Ｒ^Y11は、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、これらの基は置換基を有していてもよい。複数存在するＲ^Y11は、同一でも異なっていてもよい。］

[In the formula, ^RY11 represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. A plurality of ^RY11s may be the same or different. ]

^RY11 is preferably an alkyl group, a cycloalkyl group or an aryl group, more preferably an alkyl group or a cycloalkyl group, and these groups may have a substituent.

［式中、
Ｒ^Y1は前記と同じ意味を表す。
Ｘ^Y1は、−Ｃ(Ｒ^Y2)₂−、−Ｃ(Ｒ^Y2)＝Ｃ(Ｒ^Y2)−又は−Ｃ(Ｒ^Y2)₂−Ｃ(Ｒ^Y2)₂−で表される基を表す。Ｒ^Y2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、これらの基は置換基を有していてもよい。複数存在するＲ^Y2は、同一でも異なっていてもよく、Ｒ^Y2同士は互いに結合して、それぞれが結合する炭素原子と共に環を形成していてもよい。］

[During the ceremony,
^RY1 has the same meaning as described above.
X ^{Y1 _{is, -C (R Y2) 2 -}} , - represents a group represented by ^{- C (R Y2) = C} (R Y2) - , or _{^{-C (R Y2) 2 -C (}} R Y2) 2. ^RY2 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 have a substituent. A plurality of ^RY2s existing may be the same or different, and the ^RY2s may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ]

^RY2 is preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an alkyl group, a cycloalkyl group or an aryl group, and these groups have a substituent. You may.

In ^{X Y1, -C (R Y2)} 2 - 2 pieces of combinations of R ^Y2 in the group represented by is preferably both an alkyl group or a cycloalkyl group, both aryl groups, both monovalent heterocyclic A ring group, or one of which is an alkyl or cycloalkyl group and the other of which is an aryl or monovalent heterocyclic group, more preferably one of which is an alkyl or cycloalkyl group and the other of which is an aryl group. May have a substituent. The two existing ^RY2s may be bonded to each other to form a ring with the atoms to which they are bonded, and when ^RY2 forms a ring, as a group represented by ^{−C (RY2} ) _{2 −.} Is preferably a group represented by the formulas (Y-A1) to (Y-A5), more preferably a group represented by the formula (Y-A4), and these groups have a substituent. You may be.

In ^{X Y1, -C (R Y2)} = C (R Y2) - 2 pieces of combinations of R ^Y2 in the group represented by is preferably both an alkyl group or a cycloalkyl group, or, one is an alkyl group Alternatively, it may be a cycloalkyl group and the other is an aryl group, and these groups may have a substituent.

In ^{X Y1, -C (R Y2)} 2 -C (R Y2) 2 - 4 pieces of R ^Y2 in the group represented by is preferably an optionally substituted alkyl group or a cycloalkyl group Is. A plurality of ^{RY 2s} may be bonded to each other to form a ring together with the atoms to which each bond is formed. When ^{RY 2} forms a ring, −C ( ^RY2 ) ₂ −C ( ^RY2 ) ₂ − The groups represented are preferably groups represented by the formulas (Y-B1) to (Y-B5), more preferably groups represented by the formula (Y-B3), and these groups are substituted. It may have a group.

［式中、Ｒ^Y2は前記と同じ意味を表す。］

[In the formula, ^RY2 has the same meaning as described above. ]

The structural unit represented by the formula (Y-2) is preferably the structural unit represented by the formula (Y-2').

［式中、Ｒ^Y1及びＸ^Y1は前記と同じ意味を表す。］

[In the formula, ^RY1 and ^XY1 have the same meanings as described above. ]

［式中、
Ｒ^Y1は前記と同じ意味を表す。
Ｒ^Y3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、これらの基は置換基を有していてもよい。］

[During the ceremony,
^RY1 has the same meaning as described above.
^RY3 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 have a substituent. ]

^RY3 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 aryl group, and these groups have a substituent. You may.

［式中、
Ｒ^Y1は前記を同じ意味を表す。
Ｒ^Y4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、これらの基は置換基を有していてもよい。］

[During the ceremony,
^RY1 has the same meaning as above.
^RY4 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 have a substituent. ]

^RY4 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 aryl group, and these groups have a substituent. You may.

Examples of the structural unit represented by the formula (Y) include the structural units represented by the formulas (Y-11) to (Y-55).

The structural unit represented by the formula (Y) in which Ar ^Y1 is an arylene group includes the structural unit represented by the formula (1) because the luminous efficiency of the light emitting element of the present invention is more excellent. It is preferably 0.5 mol% to 99 mol%, more preferably 30 mol% to 97 mol%, based on the total amount of the structural units contained in the polymer compound.

A structural unit represented by the formula (Y), in which Ar ^Y1 is a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded. Since the structural unit which is the base of the above is excellent in charge transportability of the light emitting element of the present invention, it is preferable with respect to the total amount of the structural units contained in the polymer compound including the structural unit represented by the formula (1). It is 0.5 to 40 mol%, more preferably 3 to 30 mol%.

The polymer compound containing the structural unit represented by the formula (1) may contain only one type of the structural unit represented by the formula (Y), or may contain two or more types of the structural unit.

As for the terminal group of the polymer compound containing the structural unit represented by the formula (1), if the polymerization active group remains as it is, the light emission characteristics and the light emission efficiency deteriorate when the polymer compound is used for manufacturing a light emitting element. It is preferably a stable group, as it may. The terminal group is preferably a group conjugated to the main chain, and examples thereof include a group bonded to an aryl group or a monovalent heterocyclic group via a carbon-carbon bond.

The polymer compound containing the structural unit represented by the formula (1) may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or any other embodiment. Although it may be used, it is preferably a copolymer.

In the polymer compound containing the structural unit represented by the formula (1), the structural unit represented by the formula (1), the structural unit represented by the formula (X), and the structural unit represented by the formula (X) with respect to the total number of moles of all the structural units. The total number of moles of the structural units represented by the formula (Y) is preferably 50 to 100%, more preferably 80 to 100%, still more preferably 90 to 100%.

Examples of the polymer compound containing the structural unit represented by the formula (1) include polymer compounds P1-1 to P1-4. Here, the “other structural unit” means a structural unit other than the structural unit represented by the equation (1), the equation (X), and the equation (Y).

［表中、ｐ、ｑ、ｒ及びsは、各構成単位のモル比率を表す。ｐ＋ｑ＋ｒ＋ｓ＝100であり、かつ、70≦ｐ＋ｑ＋ｒ≦100である。］

[In the table, p, q, r and s represent the molar ratio of each structural unit. p + q + r + s = 100 and 70 ≦ p + q + r ≦ 100. ]

The composition of the present invention may contain one kind of polymer compound containing the structural unit represented by the formula (1) alone or two or more kinds.

[Phosphorescent compound]
The "phosphorescent compound" usually means a compound that exhibits phosphorescence at room temperature (25 ° C.), but is preferably a metal complex that exhibits phosphorescence from a triplet excited state at room temperature. The metal complex exhibiting light emission from this triplet excited state has a central metal atom and a ligand.

Examples of the central metal atom include a metal atom having an atom number of 40 or more, which has a spin-orbit interaction in the complex and can cause an intersystem crossing between the singlet state and the 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 the iridium atom or the platinum atom is preferable because the light emitting element of the present invention has excellent light emitting efficiency.

The ligand may be, for example, a neutral or anionic monodentate ligand that forms at least one of a coordinate bond and a covalent bond with the central metal atom, or a neutral or covalent bond. Anionic polydentate ligands can 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 polydentate ligand usually means a ligand of 2 or more and 6 or less.

-Phosphorescent compound represented by the formula (2) The phosphorescent compound represented by the formula (2) is accompanied by a central metal M, a ligand whose number is defined by ^{the subscript n 1, and an appendix.} It is composed of ligands whose number is defined by the letter n ^2.

Since M is excellent in luminous efficiency of the light emitting element of the present invention, it is preferably an iridium atom or a platinum atom, and more preferably an iridium atom.

n ² is preferably 0.
E ¹ and E ² are preferably carbon atoms.

Ring L ¹ is preferably a 5- or 6-membered aromatic heterocycle, and is a 5-membered aromatic heterocycle having 2 or more and 4 or less nitrogen atoms as a constituent atom or 1 or more and 4 or less. It is more preferably a 6-membered aromatic heterocycle having a nitrogen atom as a constituent atom, and a 5-membered aromatic heterocycle having 2 or 3 nitrogen atoms as a constituent atom or 1 or 2 nitrogen atoms. It is more preferably a 6-membered aromatic heterocycle having as an atom, and these rings may have a substituent. When ring L ¹ is a 6-membered aromatic heterocycle, E ¹ is preferably a carbon atom.

The ring L ¹ includes, for example, a diazole ring, a triazole ring, a pyridine ring, a diazabenzene ring, a triazine ring, a quinoline ring, or an isoquinoline, including an embodiment in which a plurality of possible substituents are bonded to each other to form a ring. Examples thereof include a diazole ring, a triazole ring, a pyridine ring, a pyrimidine ring, a quinoline ring or an isoquinoline ring, more preferably a diazole ring, a triazole ring, a pyridine ring, a quinoline ring or an isoquinoline ring, and these rings have a substituent. You may have.

Ring L ² is preferably a 5- or 6-membered aromatic hydrocarbon ring, or a 5- or 6-membered aromatic heterocycle, and is preferably a 6-membered aromatic hydrocarbon ring or a 6-membered aromatic heterocycle. It is more preferably a ring, further preferably a 6-membered aromatic hydrocarbon ring, and these rings may have a substituent. When ring R ² is a 6-membered aromatic heterocycle, E ² is preferably a carbon atom.

Ring L ² includes a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, an inden ring, a pyridine ring, a diazabenzene ring, and a ring including a mode in which a plurality of possible substituents are bonded to each other to form a ring. Examples thereof include a benzene ring, a naphthalene ring, a fluorene ring, a pyridine ring or a pyrimidine ring, more preferably a benzene ring, a pyridine ring or a pyrimidine ring, further preferably a benzene ring, and these rings have a substituent. May be.

"At ^{least one ring of ring L 1} and ring L ² has a group represented by the formula (3)" means that a carbon atom or nitrogen constituting at least one ring among a plurality of existing rings is used. It means that a part or all of the hydrogen atom directly bonded to the atom is substituted with the group represented by the formula (3). In the phosphorescent compound represented by the formula (2), ^{when a plurality of rings L 1} and L ² are present (that is, when n ¹ is 2 or 3), a plurality of rings L ¹ and L ^{2 are present.} Of these, at least one ring may have a group represented by the formula (3), but ^{all of a plurality of existing rings L 1} , all of a plurality of existing rings L ² , or a plurality of existing rings L 2 are present. It is preferable that all of L ¹ and ring L ² have a group represented by the formula (3), and all of the plurality of existing rings L ¹ or all of the plurality of existing rings L ² have the formula (3). It is more preferable to have a group represented by.

Examples of the substituent (different from the group represented by the formula (3); the same applies hereinafter) that the ring L ¹ and the ring L ^{2 may have include a halogen atom, an alkyl group, and a cycloalkyl group.} An alkoxy group, a cycloalkoxy group or an aryloxy group is preferable, an alkyl group, a cycloalkyl group or an alkoxy group is more preferable, an alkyl group or a cycloalkyl group is more preferable, and these groups may further have a substituent. ..

When there are a plurality of substituents that the ring L ¹ may have, they may be the same or different, and they may be bonded to each other to form a ring with the atoms to which each is bonded.
When there are a plurality of substituents that the ring L ² may have, they may be the same or different, and they may be bonded to each other to form a ring with the atoms to which each is bonded.
The substituents that the ring L ¹ may have and the substituents that the ring L ² may have may be bonded to each other to form a ring with the atoms to which they are bonded.

The aryl group represented by group R ² represented by the formula (3), a phenyl group, a naphthyl group, anthracenyl group, Fentoreniru group, dihydro Fen Tre group, fluorenyl group, or pyrenyl group preferably a phenyl group, A naphthyl group or a fluorenyl group is more preferable, a phenyl group is further preferable, and these groups may have a substituent.

The ^{monovalent heterocyclic group represented by R 2} includes pyridyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, dibenzofuranyl group, dibenzothienyl group, carbazolyl group, azacarbazolyl group and diazacarbazolyl. A group, a phenoxadinyl group or a phenothiazinyl group is preferable, a pyridyl group, a pyrimidinyl group, a triazinyl group, a carbazolyl group, an azacarbazolyl group or a diazacarbazolyl group is more preferable, and a pyridyl group, a pyrimidinyl group or a triazinyl group is more preferable. The group may have a substituent.

Among the ^{substituted amino groups represented by R 2} , the substituent contained in the amino group is preferably an aryl group or a monovalent heterocyclic group, and these groups may further have a substituent.
The examples and preferred ranges of the aryl groups in the substituents of the amino groups are the same as the examples and preferred ranges of the aryl groups represented by ^{R 2.} The example and preferred range of the monovalent heterocyclic group in the substituent of the amino group is the same as the example and preferred range of the monovalent heterocyclic group represented by ^{R 2.}

Examples of the substituent which the aryl group represented by R ² , the monovalent heterocyclic group and the substituted amino group may have are an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group and an alkoxy group. , Cycloalkoxy group, aryloxy group or substituted amino group is preferable, alkyl group, cycloalkyl group, aryl group, monovalent heterocyclic group or substituted amino group is more preferable, and alkyl group, cycloalkyl group or aryl group is further preferable. Preferably, these groups may further have substituents.

The group represented by the formula (3) is preferably a group represented by the formula (DA), (DB) or (DC) because the luminous efficiency of the light emitting device of the present invention is excellent, and more preferably. It is a group represented by the formula (DA) or (DC).

m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 are usually integers of 10 or less, preferably 5 or less, more preferably 2 or less, and further. It is preferably 0 or 1. It is preferable that m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 are the same integer.

G ^DA is preferably a group represented by the formulas (GDA-11) to (GDA-15), and more preferably a group represented by the formulas (GDA-11) to (GDA-14). , More preferably a group represented by the formula (GDA-11) or the formula (GDA-14).

［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。］

[During the ceremony,
* 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. If there are multiple R ^DAs , they may be the same or different. ]

The 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. You may.

Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 are preferably a phenylene group, a fluorinatedyl group or a carbazolediyl group, and more preferably formulas (A-1) to formulas (A-1). (A-3), formula (A-8), formula (A-9), formula (AA-10), formula (AA-11), formula (AA-33) or formula (AA-34). Group, more preferably a group represented by the formulas (ArDA-1) to (ArDA-5), and particularly preferably a group represented by the formulas (ArDA-1) to (ArDA-3). It is particularly preferably a group represented by the formula (ArDA-1).

［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。］

[During the ceremony,
R ^DA has 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. If there are multiple R ^DBs , they may be the same or different. ]

The 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, and these. The group may have a substituent.

The T ^DA is preferably a group represented by the formulas (TDA-1) to (TDA-3), and 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。］

[In the formula, R ^DA and R ^DB have the same meanings as described above. ]

The groups represented by the formula (DA) are preferably the groups represented by the formulas (D-A1) to (D-A5), and more preferably the formulas (D-A1) and (D-A3). Alternatively, it is a group represented by the formula (D-A4), and more preferably a group represented by the formula (D-A1) or the formula (D-A3).

The group represented by the formula (DB) is preferably a group represented by the formulas (D-B1) to (D-B6), and more preferably the formula (D-B1) or the formula (D-B3). It is a group represented by, and more preferably a group represented by the formula (D-B1).

The group represented by the formula (DC) is preferably a group represented by the formulas (D-C1) to (D-C4), and more preferably the groups represented by the formulas (D-C1) to (D-C3). It is a group represented by, more preferably a group represented by the formula (D-C1) or the formula (D-C2).

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

R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 are preferably alkyl or cycloalkyl groups, more preferably methyl, ethyl, isopropyl, tert-butyl, hexyl, etc. 2-Ethylhexyl group, cyclohexyl group, methoxy group, 2-ethylhexyloxy group, tert-octyl group or cyclohexyloxy group, more preferably methyl group, ethyl group, isopropyl group, tert-butyl group, hexyl group, 2 -Ethylhexyl group or tert-octyl group.

Examples of the group represented by the formula (DA) include groups represented by the formulas (DA-1) to (DA-12).

［式中、Ｒ^Dは、メチル基、エチル基、イソプロピル基、ｔｅｒｔ−ブチル基、ヘキシル基、２−エチルヘキシル基、ｔｅｒｔ−オクチル基、シクロヘキシル基、メトキシ基、２−エチルヘキシルオキシ基又はシクロへキシルオキシ基を表す。Ｒ^D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。］

[In the formula, ^RD is a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a hexyl group, a 2-ethylhexyl group, a tert-octyl group, a cyclohexyl group, a methoxy group, a 2-ethylhexyloxy group or a cyclohexyloxy group. Represents a group. If R ^D is plurally present, they may be the same or different. ]

Examples of the group represented by the formula (D-B) include groups represented by the formulas (DB-1) to (DB-4).

［式中、Ｒ^Dは前記と同じ意味を表す。］

[In the formula, ^RD has the same meaning as described above. ]

Examples of the group represented by the formula (D-C) include groups represented by the formulas (DC-1) to (DC-13).

［式中、Ｒ^Dは前記と同じ意味を表す。］

[In the formula, ^RD has the same meaning as described above. ]

The ^RD is preferably 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.

The group represented by the formula (3) is preferably a monovalent group which may have an aryl group or a substituent because the luminous efficiency of the light emitting element of the present invention is more excellent. It is a heterocyclic group, more preferably the formula (D-A1), the formula (D-A3), the formula (D-A4), the formula (D-B1), the formula (D-B3) or the formula (D-C1). ) To a group represented by the formula (D-C4), more preferably the formula (D-A1), the formula (D-A3), the formula (D-B1) or the formula (D-C1) to the formula (D-C1) to the formula (D-C1). It is a group represented by D-C3), more preferably a group represented by the formula (D-A1), the formula (D-A3), the formula (D-C1) or the formula (D-C2). ..

-Anionic bidentate ligand As ^{an anionic bidentate ligand represented by A 1-} G ^1- A ² , for example, a ligand represented by the following formula can be mentioned. 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と結合する部位を示す。］

[In the formula, * indicates a site that binds to M. ]

The phosphorescent compound represented by the formula (2) is represented by the phosphorescent compound represented by the formula (2-A) or the formula (2-B) because the luminous efficiency of the light emitting element of the present invention is excellent. It is preferably a phosphorescent compound.

^{When the phosphorescent compound ring L 1A} represented by the formula (2-A) 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 E ^{A imidazole ring in which 11A} is a nitrogen atom is more preferable.

When the 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 ^12A are nitrogen atoms. The triazole ring is more preferred.

When E ^11A is a nitrogen atom and R ^11A is present, R ^11A is preferably an alkyl group, a cycloalkyl group or a group represented by the formula (3), and these groups have a substituent. You may be doing it.

When E ^11A is a carbon atom, R ^11A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group or a group represented by the formula (3), and is preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group. It is more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, and particularly preferably a hydrogen atom, and these groups may 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 or a group represented by the formula (3), and these groups have a substituent. You may be doing it.

When E ^12A is a carbon atom, R ^12A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group or a group represented by the formula (3), and is a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group. It is more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, and particularly preferably a hydrogen atom, and these groups may 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 or a group represented by the formula (3), and these groups have a substituent. You may be doing it.

When E ^13A is a carbon atom, R ^13A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group or a group represented by the formula (3), and is a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group. It is more preferably present, more preferably a hydrogen atom, an alkyl group or a cycloalkyl group, particularly preferably a hydrogen atom or an alkyl group, and these groups may have a substituent.

When the ring L ^1A has a group represented by the ^{formula (3), it is preferable that R 11A} or R ^12A is a group represented by the formula (3), and R ^11A is a group represented by the formula (3). Is more preferable.

When ring L ^2A is a pyridine ring, E ^21A is a pyridine ring which is a nitrogen atom, E ^22A is a pyridine ring which is a nitrogen atom, or E ^23A is a pyridine ring which is a nitrogen atom, and E ^22A is a nitrogen atom. A pyridine ring, which is, is more preferred.
When ring L ^2A is a pyrimidine ring, a pyrimidine ring in which E ^22A and E ^24A are nitrogen atoms is preferable.
Ring L ^2A is preferably a benzene ring.

R ^21A , R ^22A , R ^23A and R ^24A are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom or a group represented by the formula (3), and are preferably a hydrogen atom. , An alkyl group, a cycloalkyl group or a group represented by the formula (3) is more preferable, and a hydrogen atom or a group represented by the formula (3) is more preferable, and these groups are substituents. You may have.

When the ring L ^2A has a group represented by the ^{formula (3), it is preferable that R 22A} or R ^23A is a group represented by the formula (3), and R ^22A is a group represented by the formula (3). Is more preferable.

Since the phosphorescent compound represented by the formula (2-A) has further excellent luminous efficiency of the light emitting element of the present invention, the phosphorescent compound represented by the formula (2-A1), the formula (2-A2). It is preferably a phosphorescent compound represented by, a phosphorescent compound represented by the formula (2-A3), or a phosphorescent compound represented by the formula (2-A4), preferably the phosphorescent compound represented by the formula (2-A1). It is more preferable that it is a phosphorescent compound represented by or a phosphorescent compound represented by the formula (2-A3).

［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。］

[During the ceremony,
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 have the same meanings as described above. ]

^{-When the phosphorescent compound ring L 1B} represented by the formula (2-B) is a pyrimidine ring, a pyrimidine ring in which E ^11B is a nitrogen atom is preferable.

R ^11B , R ^12B , R ^13B and R ^14B are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom or a group represented by the formula (3), and are preferably a hydrogen atom. , An alkyl group, a cycloalkyl group or a group represented by the formula (3) is more preferable, and a hydrogen atom or a group represented by the formula (3) is further preferable, and these groups are substituents. You may have.

When the ring L ^1B has a group represented by the ^{formula (3), it is preferable that R 11B} , R ^12B or R ^13B is a group represented by the formula (3), and R ^12B or R ^13B is the group represented by the formula (3). ) Is more preferable, and R ^13B is more preferably a group represented by the formula (3).

When ring L ^2B is a pyridine ring, E ^21B is a pyridine ring which is a nitrogen atom, E ^22B is a pyridine ring which is a nitrogen atom, or E ^23B is a pyridine ring which is a nitrogen atom, and E ^22B is a nitrogen atom. A pyridine ring, which is, is more preferred.
When ring L ^2B is a pyrimidine ring, a pyrimidine ring in which E ^22B and E ^24B are nitrogen atoms is preferable.
Ring L ^2B is preferably a benzene ring.

R ^21B , R ^22B , R ^23B and R ^24B are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom or a group represented by the formula (3), and are preferably a hydrogen atom. , An alkyl group, a cycloalkyl group or a group represented by the formula (3) is more preferable, and a hydrogen atom or a group represented by the formula (3) is further preferable, and these groups are substituents. You may have.

When the ring L ^2B has a group represented by the ^{formula (3), it is preferable that R 22B} or R ^23B is a group represented by the formula (3), and R ^22B is a group represented by the formula (3). Is more preferable.

Since the phosphorescent compound represented by the formula (2-B) has further excellent luminous efficiency of the light emitting element of the present invention, the phosphorescent compound represented by the formula (2-B1), the formula (2-B2). Phosphorescent compound represented by, phosphorescent compound represented by formula (2-B3), phosphorescent compound represented by formula (2-B4), or phosphorescence represented by formula (2-B5). It is preferably a luminescent compound, and more preferably a phosphorescent compound represented by the formula (2-B1).

［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、ｎ¹¹＋ｎ¹²は２又は３である。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。
但し、Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bのうちの少なくとも１つは、前記式（３）で表される基である。］

[During the ceremony,
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 have the same meanings as described above.
n ¹¹ and n ¹² each independently represent an integer of 1 or more, and n ¹¹ + n ¹² is 2 or 3. However, when M is a ruthenium atom, a rhodium atom or an iridium atom, n ¹¹ + n ¹² is 3, and when M is a palladium atom or a platinum atom, n ¹¹ + n ¹² is 2.
R ^15B , R ^16B , R ^17B and R ^18B are independently hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group and substituted amino. It represents a group or a halogen atom, and these groups may have a substituent. If there are multiple 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 each bonded to form a ring with the atoms to which they are bonded. May be good.
However, ^{at least one of R 11B} , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a group represented by the above formula (3). ]

Examples of the phosphorescent compound represented by the formula (2) include a phosphorescent compound represented by the following formula.

Since the emission color of the light emitting element of the present invention can be adjusted, the first organic layer is a layer containing a phosphorescent compound represented by the formula (2) and another phosphorescent compound. You may. Examples of other phosphorescent compounds include phosphorescent compounds represented by the following formulas.

The phosphorescent compound represented by the formula (2) is described in Luminescence Technology Corp. , American Day Source, etc. As other methods of obtaining, for example, Japanese Patent Application Laid-Open No. 2004-530254, Japanese Patent Application Laid-Open No. 2008-179617, Japanese Patent Application Laid-Open No. 2011-105701, Japanese Patent Application Laid-Open No. 2007-504272, International Publication No. 2006/1218111, Japanese Patent Application Laid-Open No. It can be synthesized according to the method described in Japanese Patent Application Laid-Open No. 2013-147450.

In the composition of the present invention, the content of the polymer compound containing the structural unit represented by the formula (1) is the total of the polymer compound containing the structural unit represented by the formula (1) and the phosphorescent compound. When is 100 parts by mass, it is usually 1 to 99.99 parts by mass, and since the luminous efficiency of the light emitting element of the present invention is more excellent, it is preferably 20 to 99.9 parts by mass, and 40 to 99. It is more preferably 5 parts by mass, further preferably 85 to 99 parts by mass, and particularly preferably 85 to 95 parts by mass.

The composition of the present invention may contain one kind of phosphorescent complex represented by the formula (2) alone or two or more kinds.

[Other materials]
The composition of the present invention further contains at least one material selected from the group consisting of hole transporting materials, hole injecting materials, electron transporting materials, electron injecting materials, luminescent materials, antioxidants and solvents. May be good.

When the composition of the present invention contains a solvent (hereinafter referred to as "ink"), it is suitable for producing a light emitting element using a printing method such as an inkjet printing method or a nozzle printing method.

The viscosity of the ink may be adjusted according to the type of printing method, but when the solution such as the inkjet printing method is applied to the printing method via the ejection device, in order to prevent clogging and flight bending during ejection. , Preferably 1 to 20 mPa · s at 25 ° C.

The solvent contained in the ink is preferably a solvent capable of dissolving or uniformly dispersing the solid content in the ink. Examples of the solvent include chlorine solvents such as 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene and o-dichlorobenzene; ether solvents such as tetrahydrofuran, dioxane, anisole and 4-methylanisole; toluene, xylene, etc. Aromatic hydrocarbon solvents such as mesitylene, ethylbenzene, n-hexylbenzene, cyclohexylbenzene; cyclohexane, methylcyclohexane, n-pentane, n-hexane, n-heptan, n-octane, n-nonane, n-decane, n -Adipose hydrocarbon solvent such as dodecane and bicyclohexyl; ketone solvent such as acetone, methyl ethyl ketone, cyclohexanone and acetophenone; ester solvent such as ethyl acetate, butyl acetate, ethyl cell solve acetate, methyl benzoate and phenyl acetate; ethylene glycol, Polyhydric alcohol solvents such as glycerin and 1,2-hexanediol; alcohol solvents such as isopropyl alcohol and cyclohexanol; sulfoxide solvents such as dimethyl sulfoxide; amide solvents such as N-methyl-2-pyrrolidone and N, N-dimethylformamide Can be mentioned. The solvent may be used alone or in combination of two or more.

In the ink, the blending amount of the solvent is usually 1000 to 10000 parts by mass, preferably 2000 to 20000 parts by mass with respect to 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1). ..

-Hole transport material The hole transport material is classified into a low molecular weight compound and a high molecular weight compound, and a high molecular weight compound is preferable, and a high molecular weight compound having a cross-linking group is more preferable.

Examples of the polymer compound include polyvinylcarbazole and its derivatives; polyarylene having an aromatic amine structure in its side chain or main chain and its derivatives. The polymer compound may be a compound to which an electron accepting site is bound. Examples of the electron-accepting site include fullerenes, tetrafluorotetracyanoquinodimethane, tetracyanoethylene, trinitrofluorenone and the like, and fullerenes are preferable.

In the composition of the present invention, the blending amount of the hole transporting material is usually 1 to 400 parts by mass, preferably 1 to 400 parts by mass, based on 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1). It is 5 to 150 parts by mass.
The hole transport material may be used alone or in combination of two or more.

-Electron transport materials Electron transport materials are classified into low molecular weight compounds and high molecular weight compounds. The electron transport material may have a cross-linking group.

Examples of low molecular weight compounds include metal complexes having 8-hydroxyquinoline as a ligand, oxadiazole, anthraquinonedimethane, benzoquinone, naphthoquinone, anthraquinone, tetracyanoanthraquinonedimethane, fluorenone, diphenyldicyanoethylene, and the like. , Diphenoquinone, and derivatives thereof.

Examples of the polymer compound include polyphenylene, polyfluorene, and derivatives thereof. The polymeric compound may be metal-doped.

In the composition of the present invention, the blending amount of the electron transporting material is usually 1 to 400 parts by mass, preferably 5 parts by mass, based on 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1). ~ 150 parts by mass.
The electron transport material may be used alone or in combination of two or more.

-Hole injection material and electron injection material The hole injection material and electron injection material are classified into low molecular weight compounds and high molecular weight compounds, respectively. The hole injection material and the electron injection material may have a cross-linking group.

Examples of the low molecular weight compound include metal phthalocyanines such as copper phthalocyanines; 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; polymers containing an aromatic amine structure in the main chain or side chain. Conductive polymer of.

In the composition of the present invention, the blending amounts of the hole injection material and the electron injection material are usually 1 to 400 parts by mass with respect to 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1). Parts, preferably 5 to 150 parts by mass.
The hole injection material and the electron injection material may be used alone or in combination of two or more.

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 keep the electric conductivity of the conductive polymer within such a range, an appropriate amount of ions can be doped into the conductive polymer.

The type of ion to be doped is an anion in the case of a hole injection material and a cation in the case of an electron injection material. The number of ions to be doped may be only one type or two or more types.

-Light emitting materials Light emitting materials are classified into low molecular weight compounds and high molecular weight compounds. The luminescent material may have a cross-linking group. Here, the luminescent material is different from the phosphorescent compound represented by the formula (2).

Examples of the low molecular weight compound include naphthalene and its derivatives, anthracene and its derivatives, perylene and its derivatives, and phosphorescent complexes having iridium, platinum or europium as a central metal.

Examples of the polymer compound include a phenylene group, a naphthalenediyl group, a fluorinatedyl group, a phenanthreneyl group, a dihydrophenanthreneyl group, a group represented by the formula (X), a carbazolediyl group, a phenoxazinediyl group and a phenothiazinediyl group. Examples thereof include high molecular compounds containing a group, an anthracene diyl group, a pyrenediyl group and the like.

The light emitting material may contain a low molecular weight compound and a high molecular weight compound, and preferably contains a phosphorescent light emitting complex and a high molecular weight compound.

In the composition of the present invention, the content of the light emitting material is usually 0.1 to 400 parts by mass with respect to 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1).

The luminescent material may be used alone or in combination of two or more.

-Antioxidant The antioxidant may be a compound that is soluble in the same solvent as the polymer compound containing the structural unit represented by the formula (1) and does not inhibit light emission and charge transport, and is, for example, a phenolic compound. Examples include antioxidants and phosphorus-based antioxidants.

In the composition of the present invention, the blending amount of the antioxidant is usually 0.001 to 10 parts by mass with respect to 100 parts by mass of the polymer compound containing the structural unit represented by the formula (1).
The antioxidant may be used alone or in combination of two or more.

<Manufacturing method of polymer compound>
First, a method for producing a monomer used for producing a polymer compound containing a structural unit represented by the formula (1) will be described.

The monomer represented by the formula (M-1) that can be used for producing the polymer compound containing the structural unit represented by the formula (1) is, for example, ^{a compound represented by the formula (Ar 1-} BR), a formula. Step A for reacting the compound represented by (5a-H) and the compound represented by the formula (5b-H), and the polymerizable functional group (substitution) in the compound represented by the formula (1-H). It can be produced by a method including step B of adding a group (a group selected from the group consisting of a group A and a group consisting of a substituent B).

［式中、ｎ、Ａｒ¹、Ａｒ²、Ａｒ³、Ｘ¹及びＸ²は、前記と同じ意味を表す。Ｚ^C1及びＺ^C2は、それぞれ独立に、置換基Ａ群及び置換基Ｂ群からなる群から選ばれる基を表す。］

[In the formula, n, Ar ¹ , Ar ² , Ar ³ , X ¹ and X ² have the same meanings as described above. Z ^C1 and Z ^C2 each independently represent a group selected from the group consisting of the substituent A group and the substituent B group. ]

<Substituent A group>
Chlorine atom, bromine atom, iodine atom, −OS (= O) ₂ ^RC1 (In the formula, ^RC1 represents an alkyl group, a cycloalkyl group or an aryl group, and these groups have a substituent. A group represented by).

<Substituent B group>
-B (OR ^W1) ₂ group represented by (R ^W1 is hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, which also may. Plurality of substituted R ^W1 may be the same or different, and may be bonded to each other to form a ring structure with the oxygen atoms to which they are bonded.);
-BF ₃ A group represented by Q'(in the formula, Q'represents Li, Na, K, Rb or Cs);
-A group represented by MgY'(in the formula, Y'represents a chlorine atom, a bromine atom or an iodine atom);
A group represented by −ZnY'' (wherein Y'' represents a chlorine atom, a bromine atom or an iodine atom; and
-Sn (R ^C2) ₃ (wherein, R ^C2 represents a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, these groups may have a substituent. There exist a plurality of R ^C2 is A group represented by (), which may be the same or different, and may be linked to each other to form a ring structure together with the tin atoms to which they are bonded.

Examples of −B (OR ^W1 ) ₂ include groups represented by equations (W-1) and −B (W-10).

In step A, ^{examples of the compound represented by the formula (Ar 1-} BR) include 1,5-dibromonaphthalene, 2,6-dibromonaphthalene, 2,7-dibromofluorene, and 2,7-dibromophenanthrene. Can be mentioned.

In step A, examples of the compound represented by the formula (5a-H) and the compound represented by the formula (5b-H) include 2,3,4,4a, 9,9a-hexahydro-1H-carbazole. Examples thereof include 2,3,4,4a, 9,9a-hexahydro-4a, 9a-dimethyl-1H-carbazole, 2,3,4,4a, 9,9a-hexahydro-7-methyl-1H-carbazole.

Step A and step B are usually carried out in a solvent. Examples of the solvent include alcohol solvents such as methanol, ethanol, propanol, ethylene glycol, glycerin, 2-methoxyethanol and 2-ethoxyethanol; ether solvents such as diethyl ether, tetrahydrofuran (THF), dioxane, cyclopentylmethyl ether and diglime. Halogen solvents such as methylene chloride and chloroform; nitrile solvents such as acetonitrile and benzonitrile; hydrocarbon solvents such as hexane, decalin, toluene, xylene and mesitylene; amides such as N, N-dimethylformamide and N, N-dimethylacetamide Solvents: acetone, dimethylsulfoxide, water and the like.

In step A and step B, the reaction time is usually between 30 minutes and 150 hours, and the reaction temperature is usually between the melting point and the boiling point of the solvent present in the reaction system.

In step A, the compound represented by the formula (5a-H) or the compound represented by the formula (5b-H) is usually used with respect to 1 mol of the compound represented by the ^{formula (Ar 1-BR).} , 2 to 20 mol.

The compound represented by the formula (1-H) is, for example, a compound represented by the formula (5a-H), a compound represented by the formula (5b-H), and a compound represented by the formula (Ar ^1- BR). The compound to be produced can be synthesized by the step A of the Buchwald-Hartwig reaction.

The compound represented by the formula (M-1) is obtained by reacting, for example, a compound represented by the formula (1-H) with a compound represented by the formula (Ar ^1- BR) with N-bromosuccinimide. It can be synthesized by the step B of making it.

In step B, the amount of N-bromosuccinimide is usually 1 to 50 mol with respect to 1 mol of the compound represented by the formula (1-H).

The compound represented by the formula (M-1) includes, for example, a compound represented by the formula (1-H), a compound represented by the formula (Ar ^1- BR), and a bis (pinacolato) diboron. , Ishiyama-Miyaura-Hartwig It can be synthesized by the reaction step B.

In step B, the amount of bis (pinacolato) diboron is usually 1 to 50 mol with respect to 1 mol of the compound represented by the formula (1-H).

In a coupling reaction such as the Buchwald-Hartwig reaction, a catalyst such as a palladium catalyst may be used to accelerate the reaction. Examples of the palladium catalyst include palladium acetate, bis (triphenylphosphine) palladium (II) dichloride, tetrakis (triphenylphosphine) palladium (0), [1,1'-bis (diphenylphosphino) ferrocene] dichloropalladium ( II), tris (dibenzylideneacetone) dipalladium (0) can be mentioned.

When a palladium catalyst is used in a coupling reaction such as the Buchwald-Hartwig reaction, the amount thereof is usually an effective amount, preferably an effective amount, relative to 1 mol of the compound represented by ^{the formula (Ar 1-BR), for example.} It is 0.00001 to 10 mol in terms of palladium element.

In a coupling reaction such as the Buchwald-Hartwig reaction, a base is used in combination as necessary.

Next, a method for producing a polymer compound containing a structural unit represented by the formula (1) will be described.
The polymer compound containing the structural unit represented by the formula (1) includes, for example, a compound represented by the formula (M-1) and a compound compound represented by the formula (M-2), if necessary. Produced by condensation polymerization of other compounds (for example, a compound represented by the formula (M-3), a compound represented by the formula (M-4), and a compound represented by the formula (M-5)). be able to.
In the present specification, compounds used in the production of polymer compounds may be generically referred to as "raw material monomers".

［式中、
ｎ¹、ｎ²、Ｒ¹〜Ｒ¹⁰、Ｒ^A、Ｒ^B、Ａｒ¹、Ａｒ²、ｎＡ、ｎ、Ａｒ³、Ｌ^A、Ｘ、ｍＡ、ｍ、ｃ、Ａｒ⁴〜Ａｒ⁶、Ｋ^A、Ｘ’、Ａｒ^Y1、ａ¹、ａ²、Ａｒ^X1〜Ａｒ^X4、Ｒ^X1〜Ｒ^X3、Ｚ^C1及びＺ^C2は、前記と同じ意味を表す。
Ｚ^C3〜Ｚ^C10は、それぞれ独立に、置換基Ａ群及び置換基Ｂ群からなる群から選ばれる基を表す。］

[During the ceremony,
^{n 1, n 2, R 1} ~R 10, R A, R B, Ar 1, Ar 2, nA, n, Ar 3, L A, X, mA, m, c, Ar 4 ~Ar 6, K A , X', Ar ^Y1 , a ¹ , a ² , Ar ^{X1 to} Ar ^X4 , R ^{X1 to} R ^X3 , Z ^C1 and Z ^{C 2} have the same meanings as described above.
Z ^{C3 to} Z ^C10 each independently represent a group selected from the group consisting of the substituent A group and the substituent B group. ]

For example, if Z ^C1 , Z ^C2 , Z ^C3 , Z ^C4 , Z ^C5 and Z ^C6 are groups selected from the substituent A group, then Z ^C7 , Z ^C8 , Z ^C9 and Z ^C10 are from the substituent B group. Select the group to be selected.

For example, if Z ^C1 , Z ^C2 , Z ^C3 , Z ^C4 , Z ^C5 and Z ^C6 are groups selected from the substituent B group, then Z ^C7 , Z ^C8 , Z ^C9 and Z ^C10 are from the substituent A group. Select the group to be selected.

The compound having a group selected from the substituent A group and the compound having a group selected from the substituent B group are subjected to condensation polymerization by a known coupling reaction, and the group selected from the substituent A group and the substituent B group are subjected to condensation polymerization. The carbon atoms that bond with the group selected from are bonded to each other. Therefore, if a compound having two groups selected from the substituent A group and a compound having two groups selected from the substituent B group are subjected to a known coupling reaction, the compounds are condensed by condensation polymerization. A polymer can be obtained.

Condensation polymerization is usually carried out in the presence of a catalyst, a base and a solvent, but if necessary, a phase transfer catalyst may coexist.

Examples of the catalyst include bis (triphenylphosphine) palladium (II) dichloride, bis (tris-o-methoxyphenylphosphine) palladium (II) dichloride, tetrakis (triphenylphosphine) palladium (0), and tris (dibenzilidenacetone). ) Palladium complex such as dipalladium (0) and palladium acetate, tetrakis (triphenylphosphine) nickel (0), [1,3-bis (diphenylphosphino) propane) nickel (II) dichloride, bis (1,4-) Transition metal complexes such as nickel complexes such as cyclooctadiene) nickel (0); these transition metal complexes are further triphenylphosphine, tri (o-tolyl) phosphine, tri (tert-butyl) phosphine, tricyclohexylphosphine, etc. Examples thereof include complexes having ligands such as 1,3-bis (diphenylphosphino) propane and bipyridyl. The catalyst may be used alone or in combination of two or more.

The amount of the catalyst used is usually 0.00001 to 3 molar equivalents as the amount of the transition metal with respect to the total number of moles of the raw material monomers.

Examples of the base and phase transfer catalyst include inorganic bases such as sodium carbonate, potassium carbonate, cesium carbonate, potassium fluoride, cesium fluoride, and tripotassium phosphate; tetrabutylammonium fluoride, tetraethylammonium hydroxide, and tetrahydrogen hydroxide. Organic bases such as butylammonium; phase transfer catalysts such as tetrabutylammonium chloride and tetrabutylammonium bromide can be mentioned. The base and the phase transfer catalyst may be used alone or in combination of two or more.

The amount of the base and the phase transfer catalyst used is usually 0.001 to 100 molar equivalents with respect to the total number of moles of the raw material monomers, respectively.

Examples of the solvent include organic solvents such as toluene, xylene, mesitylene, tetrahydrofuran, 1,4-dioxane, dimethoxyethane, N, N-dimethylacetamide and N, N-dimethylformamide, and water. The solvent may be used alone or in combination of two or more.

The amount of the solvent used is usually 100 to 10000 parts by mass with respect to 100 parts by mass of the total amount of the raw material monomers.

The reaction temperature of condensation polymerization is usually -100 to 200 ° C. The reaction time of condensation polymerization is usually 1 hour or more.

The post-treatment of the polymerization reaction is carried out by a known method, for example, a method of removing water-soluble impurities by liquid separation, a reaction solution after the polymerization reaction is added to a lower alcohol such as methanol, the precipitated precipitate is filtered, and then dried. The method of making the mixture is used alone or in combination. When the purity of the polymer compound is low, it can be purified by a usual method such as crystallization, reprecipitation, continuous extraction with a Soxhlet extractor, or column chromatography.

<Light emitting element>
The light emitting device of the present invention is a light emitting device provided with an anode, a cathode, and an organic layer containing the composition of the present invention provided between the anode and the cathode, and preferably further, the anode. It is a light emitting device provided with a layer further containing a crosslinked body of a crosslinking material between the organic layer and the organic layer. In the light emitting device of the present invention, each of the compositions of the present invention may be used alone or in combination of two or more.

When the light emitting device of the present invention has a hole transport layer, the hole transport material used for forming the hole transport layer is represented by the structural unit represented by the above formula (X) and the formula (6). A polymer compound (hereinafter, referred to as “hole transport layer polymer compound”) or a polymer compound containing at least one structural unit selected from the group consisting of the structural units represented by the formula (7) or The low molecular weight compound represented by the formula (Z'') is preferable, and the high molecular weight compound of the hole transport layer is more preferable.

[Polymer compound of hole transport layer]
The polymer compound of the hole transport layer may further contain a structural unit represented by the above formula (Y).

When the light emitting element of the present invention has a hole transport layer obtained by using the polymer compound of the hole transport layer, the hole transport layer is a layer containing the polymer compound of the hole transport layer as it is. The hole transport layer may be a layer containing a polymer compound of the hole transport layer that is cross-linked intramolecularly or intermolecularly, or intermolecularly and intermolecularly (crosslinked product). It is preferably a layer containing a crosslinked product of a polymer compound. The crosslinked body of the polymer compound of the hole transport layer may be one in which the polymer compound of the hole transport layer and another material are crosslinked between the molecules.

Since the structural unit represented by the above formula (X) has excellent hole transportability of the polymer compound of the hole transport layer, the total amount of the structural units contained in the polymer compound of the hole transport layer is relative to the total amount of the structural units. It is preferably 20 to 70 mol%.

［式中、
ｎＡは０〜５の整数を表し、ｎは１〜４の整数を表す。
Ａｒ^Z1は、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。
Ｌ^Aは、アルキレン基、シクロアルキレン基、アリーレン基、２価の複素環基、−ＮＲ’−で表される基、酸素原子又は硫黄原子を表し、これらの基は置換基を有していてもよい。Ｒ’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。Ｌ^A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。
Ｘは、式（ＸＬ−１）〜式（ＸＬ−１７）のいずれかで表される架橋基を表す。Ｘ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。］

[During the ceremony,
nA represents an integer of 0 to 5, and n represents an integer of 1 to 4.
Ar ^Z1 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
L ^A is an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, the group represented by -NR'-, an oxygen atom or a sulfur atom, these groups have a substituent May be good. R'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. If L ^A is plurally present, they may be the same or different.
X represents a cross-linking group represented by any of the formulas (XL-1) to (XL-17). When a plurality of X's exist, they may be the same or different. ]

nA is preferably an integer of 0 to 2 because the luminous efficiency of the light emitting device of the present invention is excellent.

n is preferably 2 because the luminous efficiency of the light emitting element of the present invention is excellent.

Ar ^Z1 is preferably an aromatic hydrocarbon group which may have a substituent because the luminous efficiency of the light emitting device of the present invention is excellent.

The ^{number of carbon atoms of the aromatic hydrocarbon group represented by Ar Z1} does not include the number of carbon atoms of the substituent, and is preferably 6 to 18.
The ^{arylene group moiety excluding the n substituents of the aromatic hydrocarbon group represented by Ar Z1} is preferably Formula (A-1), Formula (A-2), Formula (A-7), It is a group represented by the formula (A-9) or the formula (A-19).

The ^{number of carbon atoms of the heterocyclic group represented by Ar Z1} does not include the number of carbon atoms of the substituent, and is preferably 4 to 18.
The ^{divalent heterocyclic group portion excluding the n substituents of the heterocyclic group represented by Ar Z1} is preferably a group represented by the formulas (AA-1) to (AA-34). be.

The aromatic hydrocarbon group and the heterocyclic group represented by ^{Ar Z1 may have a substituent.} Examples of the substituent that the aromatic hydrocarbon group and the heterocyclic group may have include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a halogen atom, and a monovalent group. Examples include a heterocyclic group and a cyano group.

Alkylene group represented by L ^A is not including the carbon atom number of substituent, preferably 1 to 10. Cycloalkylene group represented by L ^A is not including the carbon atom number of substituent is usually 3 to 20.
The alkylene group and the cycloalkylene group may have a substituent, and examples thereof include a methylene group, an ethylene group, a propylene group, a butylene group, a hexylene group, a cyclohexylene group, and an octylene group.

Alkylene group and cycloalkylene group represented by L ^A may have a substituent. Examples of the substituent that the alkylene group and the cycloalkylene group may have include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom and a cyano group.

Arylene group represented by L ^A may have a substituent. As the arylene group, an m-phenylene group, a p-phenylene group, a fluorene-2,7-diyl group, and a fluorene-9,9-diyl group are preferable. Substituents that the arylene group may have include, for example, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a halogen atom, a cyano group and a cross-linking group. Examples thereof include a cross-linking group selected from the group A.

The divalent heterocyclic group represented by L ^A, is preferably a group represented by the formula (AA-1) ~ formula (AA-34).

L ^A, since the synthesis of the polymer compound of the hole transport layer is facilitated, preferably, a phenylene group, a fluorenediyl group or an alkylene group, these groups may have a substituent.

The cross-linking group represented by X is preferably a cross-linking group represented by the formula (XL-1) or (XL-17) because the cross-linking property of the polymer compound of the hole transport layer is excellent.

Since the structural unit represented by the formula (6) has excellent crosslinkability of the polymer compound in the hole transport layer, it is preferably 5 with respect to the total amount of the structural units contained in the polymer compound in the hole transport layer. ~ 60 mol%.

The polymer compound of the hole transport layer may contain only one type of the structural unit represented by the formula (6), or may contain two or more types.

［式中、
ｍＡは０〜５の整数を表し、ｍは１〜４の整数を表し、ｃは０又は１を表す。ｍＡ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。
Ａｒ^Z3は、芳香族炭化水素基、複素環基、又は、少なくとも１種の芳香族炭化水素環と少なくとも１種の複素環とが直接結合した基を表し、これらの基は置換基を有していてもよい。
Ａｒ^Z2及びＡｒ^Z4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^Z2、Ａｒ^Z3及びＡｒ^Z4はそれぞれ、当該基が結合している窒素原子に結合している当該基以外の基と、直接又は酸素原子若しくは硫黄原子を介して結合して、環を形成していてもよい。
Ｋ^Aは、アルキレン基、シクロアルキレン基、アリーレン基、２価の複素環基、−ＮＲ’’−で表される基、酸素原子又は硫黄原子を表し、これらの基は置換基を有していてもよい。Ｒ’’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。Ｋ^A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。
Ｘ’は、上記式（ＸＬ−１）〜（ＸＬ−１７）のいずれかで表される架橋基、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。但し、少なくとも１つのＸ’は、上記式（ＸＬ−１）〜（ＸＬ−１７）のいずれかで表される架橋基である。］

[During the ceremony,
mA represents an integer from 0 to 5, m represents an integer from 1 to 4, and c represents 0 or 1. If there are multiple mAs, they may be the same or different.
Ar ^Z3 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded, and these groups have a substituent. May be.
Ar ^Z2 and Ar ^Z4 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
Ar ^Z2 , Ar ^Z3 and Ar ^Z4 each form a ring by directly bonding with a group other than the group bonded to the nitrogen atom to which the group is bonded, or via an oxygen atom or a sulfur atom. May be.
K ^A is an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, -NR '' - represents a group represented by an oxygen atom or a sulfur atom in these groups have a substituent You may. R ″ 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. If K ^A there are a plurality, they may be the same or different.
X'represents a bridging group, a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group represented by any of the above formulas (XL-1) to (XL-17), and these The group of may have a substituent. However, at least one X'is a cross-linking group represented by any of the above formulas (XL-1) to (XL-17). ]

mA is preferably 0 because the luminous efficiency of the light emitting element of the present invention is excellent.

m is preferably 2 because the luminous efficiency of the light emitting element of the present invention is excellent.

c is preferably 0 because it facilitates the synthesis of the polymer compound of the hole transport layer and the luminous efficiency of the light emitting device of the present invention is excellent.

Ar ^Z3 is preferably an aromatic hydrocarbon group which may have a substituent because the luminous efficiency of the light emitting device of the present invention is excellent.

The definition and example of the arylene group portion excluding the m substituents of the aromatic hydrocarbon group represented by Ar ^Z3 are the same as the definition and example of the arylene group represented by ^{Ar X2 in the above formula (X).} Is.

The definition and example of the divalent heterocyclic group portion excluding the m substituents of the heterocyclic group represented by Ar ^Z3 are the divalent heterocyclic group represented by ^{Ar X2 in the above formula (X).} It is the same as the definition and example of the part.

The definition and example of a divalent group excluding m substituents of a group in which at least one aromatic hydrocarbon ring represented by Ar ^{Z3 and at least one heterocycle are directly bonded are described in the above formula (} It is the same as the definition and example of a divalent group in which at least one arylene group represented by ^{Ar X2} and at least one divalent heterocyclic group are directly bonded in X).

Ar ^Z2 and Ar ^Z4 are arylene groups which may have a substituent because the luminous efficiency of the light emitting device of the present invention is excellent.

The definitions and examples of the arylene groups represented by Ar ^Z2 and Ar ^Z4 are the same as the definitions and examples of the arylene groups represented by ^{Ar X1} and Ar ^{X3 in the above formula (X).}

The definitions and examples of the divalent heterocyclic groups represented by Ar ^Z2 and Ar ^Z4 are the same as the definitions and examples of the divalent heterocyclic groups represented by ^{Ar X1} and Ar ^{X3 in the above formula (X).} be.

The ^{groups represented by Ar Z2} , Ar ^Z3 and Ar ^Z4 may have a substituent, and the substituents include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group and an aryloxy group. Examples thereof include a halogen atom, a monovalent heterocyclic group and a cyano group.

Alkylene group represented by K ^A, a cycloalkylene group, an arylene group, a divalent definitions and examples of the heterocyclic group, respectively, the alkylene group represented by L ^A, a cycloalkylene group, an arylene group, a divalent heterocyclic It is the same as the definition and example of the ring group.

K ^A, since the synthesis of the polymer compound of the hole transport layer is facilitated, preferably a phenylene group or an alkylene group, these groups may have a substituent.

The definition and example of the cross-linking group represented by X'are the same as the definition and example of the cross-linking group represented by X described above.

Since the structural unit represented by the formula (7) has excellent crosslinkability of the polymer compound in the hole transport layer, it is preferably 5 with respect to the total amount of the structural units contained in the polymer compound in the hole transport layer. ~ 20 mol%.

The polymer compound of the hole transport layer may contain only one type of the structural unit represented by the formula (7), or may contain two or more types.

Examples of the structural unit represented by the formula (6) include the structural units represented by the formulas (6-1) to (6-18), and the structural units represented by the formula (7) include. For example, the structural units represented by the formulas (7-1) to (7-5) can be mentioned. Among these, since the polymer compound of the hole transport layer has excellent crosslinkability, it is preferably a structural unit represented by the formulas (6-1) to (6-7).

The polymer compound of the hole transport layer may be any of a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, and other embodiments, but there are a plurality of types. It is preferable that it is a copolymer obtained by copolymerizing the raw material monomer of.

[Low molecular weight compound represented by the formula (Z'')]
When the light emitting element of the present invention has a hole transport layer obtained by using a low molecular weight compound represented by the formula (Z ″), the hole transport layer is a low molecular weight compound represented by the formula (Z ″). A layer containing the molecular compound as it is may be used, and a low molecular weight compound represented by the formula (Z'') is cross-linked intramolecularly or intermolecularly, or intramolecularly and intermolecularly (crosslinked product). It may be a containing layer. The crosslinked product of the low molecular weight compound represented by the formula (Z'') is such that the low molecular weight compound represented by the formula (Z'') and another material are crosslinked between the molecules. good.

［式中、
ｍ^B1及びｍ^B2は、それぞれ独立に、０以上の整数を表す。複数存在するｍ^B1は、同一でも異なっていてもよい。
ｎ^B1は０以上の整数を表す。ｎ^B1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。
Ａｒ^Z5は、芳香族炭化水素基、複素環基、又は、少なくとも１種の芳香族炭化水素環と少なくとも１種の複素環とが直接結合した基を表し、これらの基は置換基を有していてもよい。Ａｒ^Z5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。
Ｌ^B1は、アルキレン基、シクロアルキレン基、アリーレン基、２価の複素環基、−ＮＲ’’’−で表される基、酸素原子又は硫黄原子を表し、これらの基は置換基を有していてもよい。Ｒ’’’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。Ｌ^B1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。
Ｘ’’は、上記式（ＸＬ−１）〜（ＸＬ−１７）のいずれかで表される架橋基、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。複数存在するＸ’’は、同一でも異なっていてもよい。但し、複数存在するＸ’’のうち、少なくとも１つは、上記式（ＸＬ−１）〜（ＸＬ−１７）のいずれかで表される架橋基である。］

[During the ceremony,
m ^B1 and m ^B2 each independently represent an integer of 0 or more. A plurality of m ^B1s may be the same or different.
n ^B1 represents an integer greater than or equal to 0. When a ^{plurality of n B1s} exist, they may be the same or different.
Ar ^Z5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded, and these groups have a substituent. May be. If there are multiple Ar ^Z5s , they may be the same or different.
^LB1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -NR'''-, an oxygen atom or a sulfur atom, and these groups have a substituent. You may be. R'''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. ^{If there are multiple LB1} , they may be the same or different.
X'' represents a bridging group, a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group represented by any of the above formulas (XL-1) to (XL-17). These groups may have substituents. A plurality of X''s may be the same or different. However, at least one of the plurality of X''s present is a cross-linking group represented by any of the above formulas (XL-1) to (XL-17). ]

m ^B1 is usually an integer of 0 to 10, and is preferably 0 because it facilitates the synthesis of low molecular weight compounds in the hole transport layer.

m ^B2 is usually an integer of 0 to 10, and is preferably 1 because it facilitates the synthesis of low molecular weight compounds in the hole transport layer and the external quantum efficiency of the light emitting device of the present invention is more excellent.

n ^B1 is usually an integer of 0 to 5, and is preferably 0 because it facilitates the synthesis of low molecular weight compounds in the hole transport layer.

The definition and example of the arylene group portion excluding ^{the n B1} substituent of the aromatic hydrocarbon group represented by Ar ^Z5 are the definition and example of the arylene group represented by ^{Ar X2 in the above formula (X).} It is the same.

The definition and example of the divalent heterocyclic group portion excluding ^{the n B1} substituent of the heterocyclic group represented by Ar ^Z5 are the divalent heterocycle represented by ^{Ar X2 in the above formula (X).} It is the same as the definition and example of the base part.

The definition and example of a divalent group excluding ^{the n B1} substituent of a group in which at least one aromatic hydrocarbon ring represented by Ar ^{Z5 and at least one heterocycle are directly bonded are described in the above formula.} It is the same as the definition and the example of the divalent group in which at least one arylene group represented by ^{Ar X2} and at least one divalent heterocyclic group are directly bonded in (X).

Ar ^Z5 is preferably an aromatic hydrocarbon group because the external quantum efficiency of the light emitting device of the present invention is excellent.

Alkylene group represented by L ^B1, a cycloalkylene group, an arylene group, a divalent definitions and examples of the heterocyclic group, respectively, the alkylene group represented by L ^A, a cycloalkylene group, an arylene group, a divalent heterocyclic It is the same as the definition and example of the ring group.

^LB1 is preferably a phenylene group or an alkylene group because it facilitates the synthesis of a low molecular weight compound in the hole transport layer, and these groups may have a substituent.

X ″ is preferably a cross-linking group represented by the formula (XL-1) or the formula (XL-17), a phenyl group or a naphthyl group, and these groups may have a substituent.

Examples of the low molecular weight compound of the hole transport layer include low molecular weight compounds represented by the formulas (Z''-1) to (Z''-16).

The low molecular weight compounds of the hole transport layer are described in Aldrich, Luminescience Technology Corp. , American Day Source, etc. As a method of obtaining other than the above, for example, it can be synthesized according to the methods described in International Publication No. 1997/033193, International Publication No. 2005/035221, and International Publication No. 2005/049548.

[Layer structure]
The layer containing the composition of the present invention is usually one or more layers of a light emitting layer, a hole transport layer, a hole injection layer, an electron transport layer, and an electron injection layer, and is preferably a light emitting layer. Each of these layers contains a light emitting material, a hole transporting material, a hole injecting material, an electron transporting material, and an electron injecting material. In each of these layers, a light emitting material, a hole transporting material, a hole injecting material, an electron transporting material, and an electron injecting material are dissolved in the above-mentioned solvent to prepare and use an ink, 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, inkjet printing method, capillary It can be formed by a coating method or a nozzle coating method.

The light emitting element has a light emitting layer between the anode and the cathode. From the viewpoint of hole injectability and hole transportability, the light emitting element of the present invention preferably has at least one of a hole injection layer and a hole transport layer between the anode and the light emitting layer, and has electrons. From the viewpoint of injectability and electron transportability, it is preferable to have at least one layer of an electron injection layer and an electron transport layer between the cathode and the light emitting layer.
As materials for the hole transport layer, the electron transport layer, the light emitting layer, the hole injection layer, and the electron injection layer, in addition to the polymer compound containing the structural unit represented by the formula (1), each of the above-mentioned positives Examples thereof include a hole transport material, an electron transport material, a light emitting material, a hole injection material, and an electron injection material.

The material of the hole transport layer, the material of the electron transport layer, and the material of the light emitting layer are used when forming the hole transport layer, the electron transport layer, and the layer adjacent to the light emitting layer, respectively, in the production of the light emitting element. When dissolved in the solvent to be used, it is preferable that the material has a cross-linking group in order to prevent the material from being dissolved in the solvent. The layers can be insolubilized by forming each layer using a material having a cross-linking group and then cross-linking the cross-linking group.

In the light emitting element of the present invention, when a low molecular weight compound is used 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, for example, vacuum deposition from a powder Examples thereof include a method of forming a film from a solution or a molten state, and when a polymer compound is used, for example, a method of forming a film from a solution or a molten state can be mentioned.

The order, number, and thickness of the layers to be laminated may be adjusted in consideration of luminous efficiency and device life.

[Substrate / Electrode]
The substrate in the light emitting element may be a substrate that can form electrodes and does not chemically change when the organic layer is formed, and is a substrate made of a material such as glass, plastic, or silicon.

Examples of the material of the anode include conductive metal oxides and translucent metals, preferably indium oxide, zinc oxide, tin oxide; indium tin oxide (ITO), indium zinc oxide and the like. Conductive compounds; composites of silver, palladium and copper (APC); NESA, gold, platinum, silver, copper.

Examples of the material of the cathode include metals such as lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, zinc and indium; two or more alloys thereof; one of them. Alloys of more than one species with one or more of silver, copper, manganese, titanium, cobalt, nickel, tungsten and tin; as well as graphite and graphite intercalation compounds.
The anode and the cathode may each have a laminated structure of two or more layers.

[Use]
In order to obtain planar light emission using the light emitting element, the planar anode and cathode may be arranged so as to overlap each other. In order to obtain patterned light emission, a method of installing a mask having a patterned window on the surface of a planar light emitting element, or forming a layer to be a non-light emitting portion extremely thick to make it 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 / OFF independently, a segment type display device capable of displaying numbers, characters, etc. can be obtained. In order to use the dot matrix display device, both the anode and the cathode may be formed in a striped shape and arranged so as to be orthogonal to each other. Partial color display and multi-color display are possible by a method of separately coating a plurality of types of polymer compounds having different emission colors, or a method of using a color filter or a fluorescence conversion filter. The dot matrix display device can be passively driven, or can be actively driven in combination with a TFT or the like. These display devices can be used for displays such as computers, televisions, and mobile terminals. The planar light emitting element can be suitably used as a planar light source for a 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 a display device.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples.

In the examples, the polystyrene-equivalent number average molecular weight (Mn) and the polystyrene-equivalent weight average molecular weight (Mw) of the polymer compound were determined by the following size exclusion chromatography (SEC) using tetrahydrofuran as the moving layer. ..

<Measurement conditions for reaction solution>
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 flowed at a flow rate of 2.0 mL / min. PLgel MIXED-B (manufactured by Polymer Laboratories) was used as a column. A UV-VIS detector (manufactured by Shimadzu Corporation, trade name: UV-8320GPC) was used as the detector.

<Measurement conditions for polymer compounds>
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 flowed at a flow rate of 1.0 mL / min. PLgel MIXED-B (manufactured by Polymer Laboratories) was used as a column. A UV-VIS detector (manufactured by Tosoh, trade name: UV-8320GPC) was used as the detector.

<Synthesis Example 1> Synthesis of Compound 1 Compound A was synthesized according to the method described in JP-A-2012-214732.
Compound B was synthesized according to the method described in US Patent Application Publication No. 2013/0175509.

Compound A (5.0 g), Compound B (4.5 g), Pd ₂ (dba) ₃ (dba) 0.95 (0.56 g), tBu ₃ PHBF ₄ (0.57 g), in a 300 mL separable flask equipped with a stirrer. tBuOH (4.25 g) and toluene (94 mL) were added, and the gas in the flask was replaced with argon gas. To that, tBuONa (2.8 g) was added, the temperature was raised to 80 ° C., and the mixture was stirred while keeping the temperature at that temperature for 3 hours. The reaction mixture was cooled to room temperature, hexane (300 mL) was added, the mixture was filtered through a funnel precoated with silica gel, and the residue was washed with a mixed solvent of hexane (190 mL) and toluene (60 mL). The filtrate and cleaning solution were combined and concentrated to dryness. The obtained solid was dissolved in THF (13 mL), and methanol (120 mL) was added dropwise to crystallize, and the solid was precipitated. This solid was collected by filtration and then dried under reduced pressure at room temperature to obtain 6.3 g of Compound C as a pale yellow solid. By repeating the above operation, the required amount of compound C was synthesized.

After replacing the gas in a 500 mL four-necked flask equipped with a stirrer with argon gas, compound C (13.6 g) and chloroform (270 mL) were added. The entire four-necked flask was shielded from light and N-Bromosuccinimide (NBS) (6.43 g) was added at −10 ° C. After stirring at −10 ° C. while keeping warm for 5.5 hours, a 10 mass% sodium sulfite aqueous solution (20 g) was added. The aqueous layer was separated from the reaction solution, and the organic layer was washed twice with water. The obtained organic layer was dried over magnesium sulfate, filtered, and the filtrate was concentrated to obtain a crude product. The crude product was dissolved in a mixed solvent of toluene / heptane (1/1 volume ratio) and filtered through a funnel precoated with Celite silica gel. The filtrate was concentrated to dryness and then crystallized twice with a mixed solvent of toluene and ethanol to obtain 13.7 g of Compound 1 as a white solid.

<Synthesis Example 2> Acquisition and Synthesis of Compounds 2-7 Compound 2 was synthesized according to the method described in JP-A-2013-256655.
As the compound 3, a commercially available product was used.
Compound 4 was synthesized according to the method described in WO 2012/086671.
Compound 5 was synthesized according to the method described in JP-A-2011-174062.
Compound 6 was synthesized according to the method described in WO 2005/049546.
Compound 7 was synthesized according to the method described in JP-A-2008-106241.

<Synthesis Example 3> Synthesis of Polymer Compound P-1
(Step 1) After setting the inside of the reaction vessel to an inert gas atmosphere, compound 1 (0.552 g), compound 3 (2.115 g), compound 4 (3.062 g), dichlorobis (tris-o-methoxyphenylphosphine) palladium (3.8) mg) and toluene (60 mL) were added and heated to 105 ° C.
(Step 2) Then, a 10 mass% tetraethylammonium hydroxide aqueous solution (40 mL) was added dropwise thereto, and the mixture was refluxed for 4 hours. Then, phenylboronic acid (211 mg) and dichlorobis (tris-o-methoxyphenylphosphine) palladium (3.8 mg) were added thereto, and the mixture was refluxed for 6 hours. After cooling the obtained reaction mixture, the mixture was washed twice with water, twice with a 10 mass% hydrochloric acid aqueous solution, twice with 3 mass% aqueous ammonia, and twice with water. When the obtained solution was added dropwise to methanol and stirred, precipitation occurred. The obtained precipitate was dissolved in toluene and purified by passing the solution in the order of an alumina column and a silica gel column. When the obtained solution was added dropwise to methanol and stirred, precipitation occurred. The obtained precipitate was collected by filtration and dried to obtain 2.55 g of the polymer compound P-1. Mn of the polymer compound P-1 is 6.9 × 10 ^4, Mw was 1.6 × 10 ^5.

In the theoretical value obtained from the amount of the charged raw material, the polymer compound P-1 has a structural unit derived from compound 4, a structural unit derived from compound 3, and a structural unit derived from compound 1. It is a copolymer composed of a molar ratio of 50:43: 7.

<Synthesis Example 4> Synthesis of Polymer Compound P-2 In Synthesis Example 3, (Step 1) was described as "Compound 2 (0.607 g) and Compound 3 (2.082 g) after creating an inert gas atmosphere in the reaction vessel. , Compound 4 (3.020 g), dichlorobis (tris-o-methoxyphenylphosphine) palladium (3.8 mg) and toluene (60 mL) were mixed and heated to 105 ° C. " As a result, 3.22 g of the polymer compound P-2 was obtained. Mn of the polymer compound P-2 is 6.3 × 10 ^4, Mw was 1.5 × 10 ^5.

In the theoretical value obtained from the amount of the charged raw material, the polymer compound P-2 has a structural unit derived from compound 4, a structural unit derived from compound 3, and a structural unit derived from compound 2. It is a copolymer composed of a molar ratio of 50:43: 7.

<Synthesis Example 5> Synthesis of Polymer Compound HTL-1 In Synthesis Example 3, (Step 1) was described as "Compound 5 (2.69 g) and Compound 3 (0.425 g) after the inside of the reaction vessel was made into an inert gas atmosphere. , Compound 6 (1.64 g), Compound 7 (0.238 g), dichlorobis (tris-o-methoxyphenylphosphine) palladium (2.1 mg) and toluene (62 mL) were mixed and heated to 105 ° C. " , In the same manner as in Synthesis Example 3, 3.12 g of the polymer compound HTL-1 was obtained. Mn of the polymer compound HTL-1 is 7.8 × 10 ^4, Mw was 2.6 × 10 ^5.

In the theoretical value obtained from the amount of the charged raw material, the polymer compound HTL-1 has a structural unit derived from compound 5, a structural unit derived from compound 3, a structural unit derived from compound 6, and a compound. The structural unit derived from 7 is a copolymer composed of a molar ratio of 50: 12.5: 30: 7.5.

<Synthesis Example 6> Synthesis of Compound EM-1 Compound EM-1 was synthesized according to the method described in JP-A-2008-179617.

<Example D1> Fabrication and evaluation of light emitting device D1 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film to a glass substrate with a thickness of 45 nm by a sputtering method. AQ-1200 (manufactured by Plectronics), which is a polythiophene-sulfonic acid-based hole injection agent, is formed on the anode to a thickness of 50 nm by a spin coating method, and at 170 ° C. on a hot plate in an air atmosphere. , A hole injection layer was formed by heating for 15 minutes.

(Formation of hole transport layer)
The polymer compound HTL-1 was dissolved in xylene at a concentration of 0.6% by mass. Using the obtained xylene solution, a film was formed on the hole injection layer to a thickness of 20 nm by the spin coating method, and heated on a hot plate at 180 ° C. for 60 minutes in a nitrogen gas atmosphere. A hole transport layer was formed.

(Formation of light emitting layer)
Polymer compound P-1 and compound EM-1 (polymer compound P-1 / compound EM-1 = 90% by mass / 10% by mass) were dissolved in xylene at a concentration of 1.2% by mass. Using the obtained xylene solution, a film was formed on the hole transport layer to a thickness of 60 nm by the spin coating method, and the light was emitted by heating on a hot plate at 150 ° C. for 10 minutes in a nitrogen gas atmosphere. A layer was formed.

(Cathode formation)
After decompressing the substrate on which the light emitting layer was formed to 1 × 10 ^-4 Pa or less in the vapor deposition machine, sodium fluoride was placed on the light emitting layer at about 4 nm as a cathode, and then on the sodium fluoride layer. Aluminum was deposited at about 80 nm. After the vapor deposition, the light emitting element D1 was manufactured by sealing with a glass substrate.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D1. The luminous efficiency at 100 cd / m ² was 5.87 cd / A. The results are shown in Table 4.

<Comparative Example CD1> Fabrication and Evaluation of Light Emitting Element CD1 In Example D1, except that "Polymer compound P-2" was used instead of "Polymer compound P-1" in (Formation of light emitting layer). A light emitting element CD1 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element CD1. The luminous efficiency at 100 cd / m ² was 2.95 cd / A. The results are shown in Table 4.

Claims (11)

A composition containing a polymer compound containing a structural unit represented by the formula (1) and a phosphorescent compound represented by the formula (2).

[During the ceremony,
n represents an integer of 1 or more and 3 or less.
Ar ¹ represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. If there are multiple Ar ¹ , they may be the same or different.
Ar ² and Ar ³ independently represent an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
X ¹ and X ² each independently represent a cycloalkylene group or a saturated divalent heterocyclic group, and these groups may have a substituent. ]

[During the ceremony,
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom.
n ¹ represents an integer of 1 or more, n ² represents an integer of 0 or more, and n ¹ + n ² is 2 or 3. However, when M is a ruthenium atom, a rhodium atom or an iridium atom, n ¹ + n ² is 3, and when M is a palladium atom or a platinum atom, n ¹ + n ² is 2.
E ¹ and E ² independently represent a carbon atom or a nitrogen atom, respectively. However, ^{at least one of E 1} and E ² is a carbon atom. When ^{there are a plurality of E 1} and E ² , they may be the same or different from each other.
Ring L ¹ represents an aromatic heterocycle which may have a substituent. When a plurality of the substituents are present, they may be the same or different, or they may be bonded to each other to form a ring with the atoms to which each is bonded. When there are a plurality of rings L ¹ , they may be the same or different.
Ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of the substituents are present, they may be the same or different, or they may be bonded to each other to form a ring with the atoms to which each is bonded. If there are multiple rings L ² , they may be the same or different.
The substituents that the ring L ¹ may have and the substituents that the ring L ² may have may be bonded to each other to form a ring with the atoms to which they are bonded.
However, ^{at least one ring of ring L 1} and ring L ² has a group represented by the formula (3).
A ¹ −G ¹ −A ² represents an anionic bidentate ligand. A ¹ and A ² independently represent 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 ^{there are a plurality of A 1-} G ^1- A ² , they may be the same or different. ]

-R ² (3)
[In the formula, R ² represents an aryl group, a monovalent heterocyclic group or a substituted amino group, and these groups may have a substituent. ] The composition according to claim 1, wherein X ¹ and X ² are cyclohexylene groups which may independently have a substituent. 1. The above-mentioned Ar ¹ is a naphthalenediyl group which may have a substituent, a full-orangeyl group which may have a substituent, or a phenanthrenidyl group which may have a substituent. Or the composition according to 2. Claim 1 in which Ar ² and Ar ³ are groups formed by independently removing three hydrogen atoms directly bonded to carbon atoms constituting a ring from benzene which may have a substituent. The composition according to any one of 3 to 3. The phosphorescent compound is any one of claims 1 to 4, wherein the phosphorescent compound is a phosphorescent compound represented by the formula (2-B) or a phosphorescent compound represented by the formula (2-A). The composition described.

[During the ceremony,
M, n ¹ , n ² and A ¹ −G ¹ −A ² have the same meanings as described above.
E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B each independently represent a nitrogen atom or a carbon atom. If there are multiple E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B , they may be the same or different. If E ^11B is a nitrogen atom, then R ^11B does not exist. If E ^12B is a nitrogen atom, then R ^12B does not exist. If E ^13B is a nitrogen atom, then R ^13B does not exist. If E ^14B is a nitrogen atom, then R ^14B does not exist. If E ^21B is a nitrogen atom, then R ^21B does not exist. If E ^22B is a nitrogen atom, then R ^22B does not exist. If E ^23B is a nitrogen atom, then R ^23B does not exist. If E ^24B is a nitrogen atom, then R ^24B does not exist.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are independently hydrogen atoms, alkyl groups, cycloalkyl groups, alkoxy groups, cycloalkoxy groups, alkenyl groups, the above. It represents a group represented by the formula (3), an aryloxy group or a halogen atom, and these groups may have a substituent. If there are multiple 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 combined, respectively. A ring may be formed with the atoms to which each bond. However, ^{at least one of R 11B} , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a group represented by the above formula (3).
Ring L ^1B represents a pyridine ring or a pyrimidine ring.
Ring L ^2B represents a benzene ring, a pyridine ring or a pyrimidine ring. ]

[During the ceremony,
M, n ¹ , n ² , E ¹ and A ¹ −G ¹ −A ² have the same meanings 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. If there are multiple E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. If E ^11A is a nitrogen atom, R ^11A may or may not be present. If E ^12A is a nitrogen atom, then R ^12A may or may not be present. If E ^13A is a nitrogen atom, then R ^13A may or may not be present. If E ^21A is a nitrogen atom, then R ^21A does not exist. If E ^22A is a nitrogen atom, then R ^22A does not exist. If E ^23A is a nitrogen atom, then R ^23A does not exist. If E ^24A is a nitrogen atom, then R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A independently contain a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an alkenyl group and the above formula (3). ) Represents a group, an aryloxy group or a halogen atom, and these groups may have a substituent. If there are multiple 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 together with the atoms to which they are bonded. It may form a ring. However, ^{at least one of R 11A} , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A is a group represented by the above formula (3).
Ring L ^1A represents a triazole ring or a diazole ring.
Ring L ^2A represents a benzene ring, a pyridine ring or a pyrimidine ring. ] The phosphorescent compound is a phosphorescent compound represented by the formula (2-B).
The composition according to claim 5, wherein the phosphorescent compound represented by the formula (2-B) is a phosphorescent compound represented by the formula (2-B1).

[During the ceremony,
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 have the same meanings as described above.
However, ^{at least one of R 11B} , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a group represented by the above formula (3). ] The group represented by the formula (3) has a group represented by the formula (DA), a group represented by the formula (DB), or a group represented by the formula (DC). The composition according to any one of claims 1 to 6.

[During the ceremony,
m ^DA1 , m ^DA2, and m ^DA3 independently represent integers of 0 or more and 10 or less.
G ^DA 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 independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When ^{there are a plurality of Ar DA1} , Ar ^DA2, and Ar ^DA3 , they may be the same or different from each other.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. A plurality of T ^DAs may be the same or different. ]

[During the ceremony,
m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 each independently represent an integer of 0 or more.
G ^DA represents a nitrogen atom, an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent. The plurality of G ^DAs 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, even if these groups have substituents. good. If there are multiple 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 may have a substituent. A plurality of T ^DAs may be the same or different. ]

[During the ceremony,
m ^DA1 represents an integer of 0 or more and 10 or less.
Ar ^DA1 represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. If there are multiple Ar ^DA1 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. ] The group represented by the formula (3) is a group represented by the formulas (D-A1) to (D-A5), a group represented by the formulas (D-B1) to (D-B6), or a group represented by the formula (D-B6). The composition according to claim 7, which has a group represented by the formulas (D-C1) to (D-C4).

[During the ceremony,
R ^p1 , R ^p2 , R ^p3 , R ^p4 , R ^p5 and R ^p6 independently represent 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 , R ^p4 , R ^p5 and R ^p6 , they may be the same or different from each other.
np1 represents an integer from 0 to 5, np2 represents an integer from 0 to 3, np3 represents 0 or 1, np4 represents an integer from 0 to 4, np5 represents an integer from 0 to 5, and np6. Represents an integer from 0 to 5. The plurality of np1s may be the same or different. When there are a plurality of np2, they may be the same or different. ] The composition according to any one of claims 1 to 8, wherein the polymer compound is a polymer compound containing a structural unit represented by the formula (4).

[During the ceremony,
Ar ² , Ar ³ , X ¹ and X ² have the same meanings as described above.
R ¹ and R ² each independently represent an alkyl group or an aryl group, and these groups may have a substituent. ] A light emitting device including an anode, a cathode, and an organic layer provided between the anode and the cathode and containing the composition according to any one of claims 1 to 9. The light emitting device according to claim 10, further comprising a layer containing a crosslinked body of a crosslinked material between the anode and the organic layer.