JPWO2017154884A1 - Light emitting element - Google Patents

Abstract

Provided is a light-emitting element having excellent external quantum efficiency. A metal complex having an anode, a cathode, and a first organic layer and a second organic layer provided between the anode and the cathode, wherein the first organic layer is represented by the formula (1) And a compound represented by the formula (H), and the second organic layer is a layer containing a crosslinked material of a crosslinking material. [Wherein, M represents an iridium atom or the like. n1 represents an integer of 1 or more, and n2 represents an integer of 0 or more. E1 and E2 represent a carbon atom or the like. Ring L1 represents an aromatic heterocyclic ring. Ring L2 represents an aromatic hydrocarbon ring or the like. At least one of the ring L1 and the ring L2 has a dendron. A1-G1-A2 represents an anionic bidentate ligand. ] [In formula, nH1 represents the integer of 0-5. nH2 represents an integer of 1 to 10. ArH1 represents a specific monovalent heterocyclic group. LH1 represents an alkylene group, an arylene group, or the like. ArH2 is a nitrogen-containing heterocyclic group having an sp2 nitrogen atom as a ring constituent atom. ]

Description

  The present invention relates to a light emitting element.

  Organic electroluminescence elements (hereinafter referred to as “light-emitting elements”) can be suitably used for display and lighting applications, and are being researched and developed. For example, Patent Document 1 discloses a light emission containing an organic layer containing a crosslinked material of a crosslinking material, a compound (H0-1) represented by the following formula, and a metal complex (G0-1) represented by the following formula. A light emitting device having a layer is described.

  Patent Document 2 includes an organic layer containing a crosslinked material of a crosslinking material, a light emitting layer containing a compound represented by the following formula (H0-2) and a metal complex represented by the following formula (G0-2), and A light emitting device having the following is described. The metal complex (G0-2) is a metal complex having no dendron.

JP2015-110551A JP 2010-155985 A

However, the above-described light emitting device does not necessarily have sufficient external quantum efficiency.
Therefore, an object of the present invention is to provide a light-emitting element that is excellent in external quantum efficiency.

  The present invention provides the following [1] to [15].

［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、芳香族複素環を表し、該環は置換基を有していてもよい。該置換基が複数存在する場合、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。該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。
環Ｌ¹及び環Ｌ²のうちの少なくとも一つは、デンドロンを有する。
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。］

［式中、
ｎ^H1は、０以上５以下の整数を表す。ｎ^H1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。
ｎ^H2は、１以上１０以下の整数を表す。
Ａｒ^H1は、式（Ｈ１−１）で表される基を表す。Ａｒ^H1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^H1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^H1’−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^H1’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^H1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^H2は、環構成原子としてｓｐ２窒素原子を有し、且つ、環構成原子としてｓｐ３窒素原子を有さない、単環又は縮合環の含窒素複素環基であり、当該基は置換基を有していてもよい。該置換基が複数存在する場合、それらは同一でも異なっていてもよい。］

［式中、
環Ｒ^H1及び環Ｒ^H2は、それぞれ独立に、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、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。
Ｘ^H1は、単結合、酸素原子、硫黄原子、−Ｎ(Ｒ^XH1)−で表される基、又は、−Ｃ(Ｒ^XH1’)₂−で表される基を表す。Ｒ^XH1及びＲ^XH1’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、ハロゲン原子又はデンドロンを表し、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^XH1’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炭素原子とともに環を形成していてもよい。
Ｒ^XH1と環Ｒ^H1が有していてもよい置換基、Ｒ^XH1と環Ｒ^H2が有していてもよい置換基、Ｒ^XH1’と環Ｒ^H1が有していてもよい置換基、及び、Ｒ^XH1’と環Ｒ^H2が有していてもよい置換基は、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。］
［２］前記架橋材料が、
架橋基Ａ群から選ばれる少なくとも１種の架橋基を有する低分子化合物、又は、架橋基Ａ群から選ばれる少なくとも１種の架橋基を有する架橋構成単位を含む高分子化合物である、［１］に記載の発光素子。
（架橋基Ａ群）

［式中、Ｒ^XLは、メチレン基、酸素原子又は硫黄原子を表し、ｎ^XLは、０〜５の整数を表す。Ｒ^XL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、ｎ^XL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。＊１は結合位置を表す。これらの架橋基は置換基を有していてもよい。］
［３］前記架橋材料が、架橋基Ａ群から選ばれる少なくとも１種の架橋基を有する架橋構成単位を含む高分子化合物である、［２］に記載の発光素子。
［４］前記架橋構成単位が、式（２）で表される構成単位又は式（２’）で表される構成単位である、［３］に記載の発光素子。

［式中、
ｎＡは０〜５の整数を表し、ｎは１又は２を表す。ｎＡ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。
Ａｒ³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、架橋基Ａ群から選ばれる架橋基を表す。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。］

［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の整数を表す。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。
Ａｒ⁵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。
Ａｒ⁴及びＡｒ⁶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。
Ａｒ⁴、Ａｒ⁵及びＡｒ⁶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、直接又は酸素原子も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、架橋基Ａ群から選ばれる架橋基、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。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。但し、少なくとも１つのＸ’は、架橋基Ａ群から選ばれる架橋基である。］
［５］前記架橋材料が有する架橋基が、式（ＸＬ−２）、式（ＸＬ−３）、式（ＸＬ−４）、式（ＸＬ−５）、式（ＸＬ−６）、式（ＸＬ−７）、式（ＸＬ−８）、式（ＸＬ−９）、式（ＸＬ−１０）、式（ＸＬ−１１）、式（ＸＬ−１２）、式（ＸＬ−１３）、式（ＸＬ−１４）、式（ＸＬ−１５）又は式（ＸＬ−１７）で表される基である、［２］〜［４］のいずれかに記載の発光素子。
［６］前記式（Ｈ１−１）で表される基が、式（Ｈ１−１Ａ）で表される基、式（Ｈ１−１Ｂ）で表される基、式（Ｈ１−１Ｃ）で表される基又は式（Ｈ１−１Ｄ）で表される基である、［１］〜［５］のいずれかに記載の発光素子。

［式中、
Ｘ^H1は、前記と同じ意味を表す。
Ｘ^H2及びＸ^H3は、それぞれ独立に、単結合、酸素原子、硫黄原子、−Ｎ(Ｒ^XH2)−で表される基、又は、−Ｃ(Ｒ^XH2’)₂−で表される基を表す。Ｒ^XH2及びＲ^XH2’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、ハロゲン原子又はデンドロンを表し、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^XH2’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炭素原子とともに環を形成していてもよい。
Ｚ^H1、Ｚ^H2、Ｚ^H3、Ｚ^H4、Ｚ^H5、Ｚ^H6、Ｚ^H7、Ｚ^H8、Ｚ^H9、Ｚ^H10、Ｚ^H11及びＺ^H12は、それぞれ独立に、炭素原子又は窒素原子を表す。
Ｒ^H1、Ｒ^H2、Ｒ^H3、Ｒ^H4、Ｒ^H5、Ｒ^H6、Ｒ^H7、Ｒ^H8、Ｒ^H9、Ｒ^H10、Ｒ^H11及びＲ^H12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、ハロゲン原子又はデンドロンを表し、これらの基は置換基を有していてもよい。
Ｚ^H1が窒素原子の場合、Ｒ^H1は存在しない。Ｚ^H2が窒素原子の場合、Ｒ^H2は存在しない。Ｚ^H3が窒素原子の場合、Ｒ^H3は存在しない。Ｚ^H4が窒素原子の場合、Ｒ^H4は存在しない。Ｚ^H5が窒素原子の場合、Ｒ^H5は存在しない。Ｚ^H6が窒素原子の場合、Ｒ^H6は存在しない。Ｚ^H7が窒素原子の場合、Ｒ^H7は存在しない。Ｚ^H8が窒素原子の場合、Ｒ^H8は存在しない。Ｚ^H9が窒素原子の場合、Ｒ^H9は存在しない。Ｚ^H10が窒素原子の場合、Ｒ^H10は存在しない。Ｚ^H11が窒素原子の場合、Ｒ^H11は存在しない。Ｚ^H12が窒素原子の場合、Ｒ^H12は存在しない。
Ｒ^H1とＲ^H2、Ｒ^H2とＲ^H3、Ｒ^H3とＲ^H4、Ｒ^H5とＲ^H6、Ｒ^H6とＲ^H7、Ｒ^H7とＲ^H8、Ｒ^H9とＲ^H10、Ｒ^H10とＲ^H11、及び、Ｒ^H11とＲ^H12は、それぞれ結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］
［７］前記Ａｒ^H2が、ピリジン環、ジアザベンゼン環、トリアジン環、アザナフタレン環、ジアザナフタレン環、トリアザナフタレン環、テトラアザナフタレン環、アザアントラセン環、ジアザアントラセン環、トリアザアントラセン環、テトラアザアントラセン環、アザフェナントレン環、ジアザフェナントレン環、トリアザフェナントレン環又はテトラアザフェナントレン環から、環を構成する炭素原子に直接結合する水素原子１個以上を除いてなる基（該基は置換基を有していてもよい）である、［１］〜［６］のいずれかに記載の発光素子。
［８］前記式（１）で表される金属錯体が、式（１−Ｂ）で表される金属錯体である、［１］〜［７］のいずれかに記載の発光素子。

［式中、
Ｍ、ｎ¹、ｎ²及びＡ¹−Ｇ¹−Ａ²は、前記と同じ意味を表す。
Ｅ^11B、Ｅ^12B、Ｅ^13B、Ｅ^14B、Ｅ^21B、Ｅ^22B、Ｅ^23B及びＥ^24Bは、それぞれ独立に、窒素原子又は炭素原子を表す。Ｅ^11B、Ｅ^12B、Ｅ^13B、Ｅ^14B、Ｅ^21B、Ｅ^22B、Ｅ^23B及びＥ^24Bが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｅ^11Bが窒素原子の場合、Ｒ^11Bは存在しない。Ｅ^12Bが窒素原子の場合、Ｒ^12Bは存在しない。Ｅ^13Bが窒素原子の場合、Ｒ^13Bは存在しない。Ｅ^14Bが窒素原子の場合、Ｒ^14Bは存在しない。Ｅ^21Bが窒素原子の場合、Ｒ^21Bは存在しない。Ｅ^22Bが窒素原子の場合、Ｒ^22Bは存在しない。Ｅ^23Bが窒素原子の場合、Ｒ^23Bは存在しない。Ｅ^24Bが窒素原子の場合、Ｒ^24Bは存在しない。
Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^21B、Ｒ^22B、Ｒ^23B及びＲ^24Bは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基、ハロゲン原子又はデンドロンを表し、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、デンドロンである。
環Ｌ^1Bは、窒素原子、炭素原子、Ｅ^11B、Ｅ^12B、Ｅ^13B及びＥ^14Bとで構成されるピリジン環又はピリミジン環を表す。
環Ｌ^2Bは、２つの炭素原子、Ｅ^21B、Ｅ^22B、Ｅ^23B及びＥ^24Bとで構成されるベンゼン環、ピリジン環又はピリミジン環を表す。］
［９］前記式（１−Ｂ）で表される金属錯体が、式（１−Ｂ１）で表される金属錯体、式（１−Ｂ２）で表される金属錯体、式（１−Ｂ３）で表される金属錯体、式（１−Ｂ４）で表される金属錯体又は式（１−Ｂ５）で表される金属錯体である、［８］に記載の発光素子。

［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、ハロゲン原子又はデンドロンを表し、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。］
［１０］前記式（１）で表される金属錯体が、式（１−Ａ）で表される金属錯体である、［１］〜［７］のいずれかに記載の発光素子。

［式中、
Ｍ、ｎ¹、ｎ²、Ｅ¹及びＡ¹−Ｇ¹−Ａ²は、前記と同じ意味を表す。
Ｅ^11A、Ｅ^12A、Ｅ^13A、Ｅ^21A、Ｅ^22A、Ｅ^23A及びＥ^24Aは、それぞれ独立に、窒素原子又は炭素原子を表す。Ｅ^11A、Ｅ^12A、Ｅ^13A、Ｅ^21A、Ｅ^22A、Ｅ^23A及びＥ^24Aが複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。Ｅ^11Aが窒素原子の場合、Ｒ^11Aは存在しても存在しなくてもよい。Ｅ^12Aが窒素原子の場合、Ｒ^12Aは存在しても存在しなくてもよい。Ｅ^13Aが窒素原子の場合、Ｒ^13Aは存在しても存在しなくてもよい。Ｅ^21Aが窒素原子の場合、Ｒ^21Aは存在しない。Ｅ^22Aが窒素原子の場合、Ｒ^22Aは存在しない。Ｅ^23Aが窒素原子の場合、Ｒ^23Aは存在しない。Ｅ^24Aが窒素原子の場合、Ｒ^24Aは存在しない。
Ｒ^11A、Ｒ^12A、Ｒ^13A、Ｒ^21A、Ｒ^22A、Ｒ^23A及びＲ^24Aは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基、ハロゲン原子又はデンドロンを表し、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、デンドロンである。
環Ｌ^1Aは、窒素原子、Ｅ¹、Ｅ^11A、Ｅ^12A及びＥ^13Aとで構成されるトリアゾール環又はジアゾール環を表す。
環Ｌ^2Aは、２つの炭素原子、Ｅ^21A、Ｅ^22A、Ｅ^23A及びＥ^24Aとで構成されるベンゼン環、ピリジン環又はピリミジン環を表す。］
［１１］前記デンドロンが、式（Ｄ−Ａ）で表される基又は式（Ｄ−Ｂ）で表される基である、［１］〜［１０］のいずれかに記載の発光素子。

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

［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。］
［１２］前記式（Ｄ−Ａ）で表される基が、式（Ｄ−Ａ１）で表される基、式（Ｄ−Ａ２）で表される基、式（Ｄ−Ａ３）で表される基、式（Ｄ−Ａ４）で表される基又は式（Ｄ−Ａ５）で表される基である、［１１］に記載の発光素子。

［式中、
Ｒ^p1、Ｒ^p2、Ｒ^p3及びＲ^p4は、それぞれ独立に、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基又はハロゲン原子を表す。Ｒ^p1、Ｒ^p2及びＲ^p4が複数ある場合、それらはそれぞれ同一であっても異なっていてもよい。
ｎｐ１は、０〜５の整数を表し、ｎｐ２は０〜３の整数を表し、ｎｐ３は０又は１を表し、ｎｐ４は０〜４の整数を表す。複数あるｎｐ１は、同一でも異なっていてもよい。］
［１３］前記式（Ｄ−Ｂ）で表される基が、式（Ｄ−Ｂ１）で表される基、式（Ｄ−Ｂ２）で表される基、式（Ｄ−Ｂ３）で表される基、式（Ｄ−Ｂ４）で表される基、式（Ｄ−Ｂ５）で表される基又は式（Ｄ−Ｂ６）で表される基である、［１１］に記載の発光素子。

［式中、
Ｒ^p1、Ｒ^p2、Ｒ^p3及びＲ^p4は、それぞれ独立に、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基又はハロゲン原子を表す。Ｒ^p1、Ｒ^p2及びＲ^p4が複数ある場合、それらはそれぞれ同一でも異なっていてもよい。
ｎｐ１は０〜５の整数を表し、ｎｐ２は０〜３の整数を表し、ｎｐ３は０又は１を表し、ｎｐ４は０〜４の整数を表す。複数あるｎｐ１は同一でも異なっていてもよい。複数あるｎｐ２は、それらは同一でも異なっていてもよい。］
［１４］前記第１の有機層と、前記第２の有機層とが、隣接している、［１］〜［１３］のいずれかに記載の発光素子。
［１５］前記第２の有機層が、前記陽極及び前記第１の有機層との間に設けられた層である、［１］〜［１４］のいずれかに記載の発光素子。[1] A light emitting device having an anode, a cathode, a first organic layer provided between the anode and the cathode, and a second organic layer provided between the anode and the cathode,
The first organic layer is a layer containing a metal complex represented by the formula (1) and a compound represented by the formula (H),
The light emitting element whose 2nd organic layer is a layer containing the crosslinked body of a crosslinking material.

[Where:
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom.
n ¹ represents an integer of 1 or more, n ² represents an integer of 0 or more, and n ¹ + n ² is 2 or 3. However, when M is a ruthenium atom, rhodium atom or iridium atom, n ¹ + n ² is 3, and when M is a palladium atom or platinum atom, n ¹ + n ² is 2.
E ¹ and E ² each independently represent a carbon atom or a nitrogen atom. However, at least one of E ¹ and E ² is a carbon atom. When a plurality of E ¹ and E ² are present, they may be the same or different.
Ring L ¹ represents an aromatic heterocyclic ring, and the ring may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded. When a plurality of rings L ¹ are present, they may be the same or different.
The ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded. When a plurality of rings L ² are present, they may be the same or different.
The substituent that the ring L ¹ may have and the substituent that the ring L ² may have may be bonded to each other to form a ring together with the atoms to which they are bonded.
At least one of the ring L ¹ and the ring L ² has a dendron.
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represents a carbon atom, an oxygen atom or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group constituting a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² are present, they may be the same or different. ]

[Where:
n ^H1 represents an integer of 0 or more and 5 or less. When a plurality of n ^H1 are present, they may be the same or different.
n ^H2 represents an integer of 1 to 10.
Ar ^H1 represents a group represented by the formula (H1-1). When a plurality of Ar ^H1 are present, they may be the same or different.
L ^H1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —NR ^{H1 ′} —, an oxygen atom or a sulfur atom, and these groups have a substituent. May be. R ^{H1 ′} represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of L ^H1 are present, they may be the same or different.
Ar ^H2 is a monocyclic or condensed nitrogen-containing heterocyclic group having a sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom, and the group has a substituent. You may do it. When a plurality of the substituents are present, they may be the same or different. ]

[Where:
Ring R ^H1 and ring R ^H2 each independently represent an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded.
X ^H1 represents a single bond, an oxygen atom, a sulfur atom, a group represented by —N (R ^XH1 ) —, or a group represented by —C (R ^{XH1 ′} ) ₂ —. R ^XH1 and R ^{XH1 ′} are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group, halogen atom or It represents a dendron, and these groups may have a substituent. A plurality of R ^{XH1 ′} may be the same or different, and may be bonded to each other to form a ring together with the carbon atom to which each is bonded.
A ^substituent that R ^XH1 and ring R ^H1 may have, a substituent that R ^XH1 and ring R ^H2 may have, a substituent that R ^{XH1 ′} and ring R ^H1 may have, and , R ^{XH1 ′} and the substituent which ring R ^H2 may have may be bonded to each other to form a ring together with the atoms to which they are bonded. ]
[2] The cross-linking material is
[1] A low molecular compound having at least one crosslinking group selected from the crosslinking group A group, or a polymer compound containing a crosslinking structural unit having at least one crosslinking group selected from the crosslinking group A group. The light emitting element as described in.
(Crosslinking group A group)

[Wherein R ^XL represents a methylene group, an oxygen atom or a sulfur atom, and n ^XL represents an integer of 0 to 5. When a plurality of R ^XL are present, they may be the same or different, and when a plurality of n ^XL are present, they may be the same or different. * 1 represents a binding position. These crosslinking groups may have a substituent. ]
[3] The light-emitting element according to [2], wherein the cross-linking material is a polymer compound including a cross-linking structural unit having at least one cross-linking group selected from the cross-linking group A group.
[4] The light emitting device according to [3], wherein the crosslinked structural unit is a structural unit represented by the formula (2) or a structural unit represented by the formula (2 ′).

[Where:
nA represents an integer of 0 to 5, and n represents 1 or 2. When a plurality of nA are present, they may be the same or different.
Ar ³ represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
L ^A 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. Also good. R ′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of ^LA are present, they may be the same or different.
X represents a crosslinking group selected from the crosslinking group A group. When two or more X exists, they may be the same or different. ]

[Where:
mA represents an integer of 0 to 5, m represents an integer of 1 to 4, and c represents an integer of 0 or 1. When a plurality of mA are present, they may be the same or different.
Ar ⁵ represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocyclic ring are directly bonded, and these groups have a substituent. It may be.
Ar ⁴ and Ar ⁶ each independently represent an arylene group or a divalent heterocyclic group, and these groups optionally have a substituent.
Ar ⁴ , Ar ⁵ and Ar ⁶ are each bonded to a group other than the group bonded to the nitrogen atom to which the group is bonded, directly or via an oxygen atom or a sulfur atom to form a ring. It may be.
K ^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 Also good. R ′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of K ^A are present, they may be the same or different.
X ′ represents a bridging group selected from the bridging group A group, a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of X ′ are present, they may be the same or different. However, at least one X ′ is a crosslinking group selected from the crosslinking group A group. ]
[5] The cross-linking group of the cross-linking material is represented by formula (XL-2), formula (XL-3), formula (XL-4), formula (XL-5), formula (XL-6), formula (XL). -7), formula (XL-8), formula (XL-9), formula (XL-10), formula (XL-11), formula (XL-12), formula (XL-13), formula (XL- 14) The light emitting element in any one of [2]-[4] which is group represented by a formula (XL-15) or a formula (XL-17).
[6] The group represented by the formula (H1-1) is represented by a group represented by the formula (H1-1A), a group represented by the formula (H1-1B), or a formula (H1-1C). The light-emitting element according to any one of [1] to [5], which is a group represented by formula (H1-1D):

[Where:
X ^H1 represents the same meaning as described above.
X ^H2 and X ^H3 each independently represent a single bond, an oxygen atom, a sulfur atom, a group represented by —N (R ^XH2 ) —, or a group represented by —C (R ^{XH2 ′} ) ₂ —. Represent. R ^XH2 and R ^{XH2 ′} are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group, halogen atom or It represents a dendron, and these groups may have a substituent. A plurality of R ^{XH2 ′} may be the same or different and may be bonded to each other to form a ring together with the carbon atom to which each is bonded.
^{Z H1, Z H2, Z H3} , Z H4, Z H5, Z H6, Z H7, Z H8, Z H9, Z H10, Z H11 and Z ^H12 each independently represents a carbon atom or a nitrogen atom.
R ^H1 , R ^H2 , R ^H3 , R ^H4 , R ^H5 , R ^H6 , R ^H7 , R ^H8 , R ^H9 , R ^H10 , R ^H11 and R ^H12 are each independently a hydrogen atom, an alkyl group or a cycloalkyl group Represents an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom or a dendron, and these groups optionally have a substituent.
When Z ^H1 is a nitrogen atom, R ^H1 does not exist. When Z ^H2 is a nitrogen atom, R ^H2 does not exist. When Z ^H3 is a nitrogen atom, R ^H3 does not exist. When Z ^H4 is a nitrogen atom, R ^H4 does not exist. When Z ^H5 is a nitrogen atom, R ^H5 does not exist. When Z ^H6 is a nitrogen atom, R ^H6 does not exist. When Z ^H7 is a nitrogen atom, R ^H7 does not exist. When Z ^H8 is a nitrogen atom, R ^H8 does not exist. When Z ^H9 is a nitrogen atom, R ^H9 does not exist. When Z ^H10 is a nitrogen atom, R ^H10 does not exist. When Z ^H11 is a nitrogen atom, R ^H11 does not exist. When Z ^H12 is a nitrogen atom, R ^H12 does not exist.
R ^H1 and R ^H2 , R ^H2 and R ^H3 , R ^H3 and R ^H4 , R ^H5 and R ^H6 , R ^H6 and R ^H7 , R ^H7 and R ^H8 , R ^H9 and R ^H10 , R ^H10 and R ^H11 , and R ^H11 and R ^H12 may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ]
[7] The Ar ^H2 is a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a diazanaphthalene ring, a triazanaphthalene ring, a tetraazanaphthalene ring, an azaanthracene ring, a diazaanthracene ring, a triazaanthracene ring, A group formed by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from a tetraazaanthracene ring, azaphenanthrene ring, diazaphenanthrene ring, triazaphenanthrene ring or tetraazaphenanthrene ring (the group is substituted) The light-emitting element according to any one of [1] to [6], which may have a group.
[8] The light emitting device according to any one of [1] to [7], wherein the metal complex represented by the formula (1) is a metal complex represented by the formula (1-B).

[Where:
M, n ¹ , n ² and A ¹ -G ¹ -A ² represent the same meaning as described above.
^E11B , ^E12B , ^E13B , ^E14B , ^E21B , ^E22B , ^E23B and ^E24B each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B , they may be the same or different. When E ^11B is a nitrogen atom, R ^11B does not exist. When E ^12B is a nitrogen atom, R ^12B does not exist. When E ^13B is a nitrogen atom, R ^13B does not exist. When E ^14B is a nitrogen atom, R ^14B does not exist. When E ^21B is a nitrogen atom, R ^21B does not exist. When E ^22B is a nitrogen atom, R ^22B does not exist. When E ^23B is a nitrogen atom, R ^23B does not exist. When E ^24B is a nitrogen atom, R ^24B does not exist.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryl An oxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a dendron is represented, and these groups may have a substituent. When there are a plurality of R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B , they may be the same or different. R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , R ^11B and R ^21B , R ^21B and R ^22B , R ^22B and R ^23B , and R ^23B and R ^24B are bonded to each other, You may form the ring with the atom to which each couple | bonds. However, at least one of R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a dendron.
Ring L ^1B represents a pyridine ring or a pyrimidine ring composed of a nitrogen atom, a carbon atom, E ^11B , E ^12B , E ^13B and E ^14B .
Ring L ^2B represents a benzene ring, a pyridine ring or a pyrimidine ring composed of two carbon atoms, E ^21B , E ^22B , E ^23B and E ^24B . ]
[9] The metal complex represented by the formula (1-B) is a metal complex represented by the formula (1-B1), a metal complex represented by the formula (1-B2), or a formula (1-B3). The light-emitting element according to [8], which is a metal complex represented by formula (1-B4) or a metal complex represented by formula (1-B5).

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

[Where:
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² represent the same meaning as described above.
E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. When E ^11A is a nitrogen atom, R ^11A may or may not be present. When E ^12A is a nitrogen atom, R ^12A may or may not be present. When E ^13A is a nitrogen atom, R ^13A may or may not be present. When E ^21A is a nitrogen atom, R ^21A does not exist. When E ^22A is a nitrogen atom, R ^22A does not exist. When E ^23A is a nitrogen atom, R ^23A does not exist. When E ^24A is a nitrogen atom, R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, It represents a monovalent heterocyclic group, substituted amino group, halogen atom or dendron, and these groups optionally have a substituent. When there are a plurality of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A , they may be the same or different. R ^11A and R ^12A , R ^12A and R ^13A , R ^11A and R ^21A , R ^21A and R ^22A , R ^22A and R ^23A , and R ^23A and R ^24A are bonded to each other together with the atoms to which they are bonded. A ring may be formed. However, at least one of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A is a dendron.
Ring L ^1A represents a triazole ring or a diazole ring composed of a nitrogen atom, E ¹ , E ^11A , E ^12A and E ^13A .
Ring L ^2A represents a benzene ring, a pyridine ring or a pyrimidine ring composed of two carbon atoms, E ^21A , E ^22A , E ^23A and E ^24A . ]
[11] The light emitting device according to any one of [1] to [10], wherein the dendron is a group represented by the formula (DA) or a group represented by the formula (DB).

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

[Where:
m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 each independently represent an integer of 0 or more.
^GDA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent. A plurality of ^GDAs may be the same or different.
Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. Good. When there are a plurality of Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. The plurality of ^TDAs may be the same or different. ]
[12] The group represented by the formula (DA) is represented by the group represented by the formula (D-A1), the group represented by the formula (D-A2), and the formula (D-A3). The light-emitting element according to [11], which is a group represented by formula (D-A4) or a group represented by formula (D-A5):

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. ]
[13] The group represented by the formula (D-B) is represented by a group represented by the formula (D-B1), a group represented by the formula (D-B2), and a formula (D-B3). The light-emitting element according to [11], which is a group represented by formula (D-B4), a group represented by formula (D-B5), or a group represented by formula (D-B6).

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. A plurality of np2 may be the same or different. ]
[14] The light-emitting element according to any one of [1] to [13], wherein the first organic layer and the second organic layer are adjacent to each other.
[15] The light emitting device according to any one of [1] to [14], wherein the second organic layer is a layer provided between the anode and the first organic layer.

  According to the embodiment of the present invention, it is possible to provide a light emitting device having excellent external quantum efficiency.

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

<Explanation of common terms>
Terms commonly used in this specification have the following meanings unless otherwise specified.

  Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, i-Pr represents an isopropyl group, and t-Bu represents a tert-butyl group.

The hydrogen atom may be a deuterium atom or a light hydrogen atom.
In the formula representing the metal complex, the solid line representing the bond with the central metal means a covalent bond or a coordinate bond.

The “polymer compound” means a polymer having a molecular weight distribution and having a polystyrene-equivalent number average molecular weight of 1 × 10 ³ to 1 × 10 ⁸ .
The polymer compound may be any of a block copolymer, a random copolymer, an alternating copolymer, and a graft copolymer, or other embodiments.
The terminal group of the polymer compound is preferably a stable group because if the polymerization active group remains as it is, there is a possibility that the light emission characteristics or the luminance life may be lowered when the polymer compound is used for the production of a light emitting device. It is. The terminal group is preferably a group that is conjugated to the main chain, and examples thereof include a group that is bonded to an aryl group or a monovalent heterocyclic group via a carbon-carbon bond.

“Low molecular weight compound” means a compound having no molecular weight distribution and a molecular weight of 1 × 10 ⁴ or less.

  “Structural unit” means one or more units present in a polymer compound.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

［式中、Ｒ及びＲ^aは、前記と同じ意味を表す。］

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

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

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

“Dendron” is a group having a regular dendritic branch structure having an atom or ring as a branch point. Examples of the metal complex having a dendron as a partial structure (hereinafter also referred to as “metal complex having a dendron”) include, for example, International Publication No. 02/066733, Japanese Patent Application Laid-Open No. 2003-231692, and International Publication No. 2003 /. Examples include the structures described in No. 079736, International Publication No. 2006/097717, and the like.
The dendron is preferably a group represented by the formula (DA) or the formula (DB).

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

^GDA is preferably a group formed by removing three hydrogen atoms directly bonded to a carbon atom or a nitrogen atom constituting a ring from a benzene ring, a pyridine ring, a pyrimidine ring, a triazine ring or a carbazole ring. This group may have a substituent.

The substituent that ^GDA may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group or a monovalent heterocyclic group, more preferably an alkyl group, It is a cycloalkyl group, an alkoxy group or a cycloalkoxy group, more preferably an alkyl group or a cycloalkyl group, and these groups optionally have a substituent.

G ^DA is more preferably a group represented by the formula (GDA-11) ~ formula (GDA-15), more preferably a group represented by the formula (GDA-11) ~ formula (GDA-14) And particularly preferred is a group represented by the formula (GDA-11) or (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。］

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

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

Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 are preferably a phenylene group, a ^fluorenediyl group or a carbazolediyl group, more preferably a formula (ArDA-1) to a formula A group represented by formula (ArDA-5), more preferably a group represented by formula (ArDA-1) to formula (ArDA-3), particularly preferably formula (ArDA-1) or formula (ArDA -2), particularly preferably a group represented by the formula (ArDA-2), and these groups may have a substituent.

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

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

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

^{Ar DA1, Ar DA2, Ar DA3} , Ar DA4, Ar DA5, Ar DA6 and examples and preferred ranges of the substituent which may be possessed by Ar ^DA7 are examples of the substituent which may be possessed by G ^DA and It is the same as a preferable range.

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

［式中、Ｒ^DA及びＲ^DBは、前記と同じ意味を表す。］

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

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

  The group represented by the formula (DB) is preferably a group represented by the formula (D-B1) to the formula (D-B6), more preferably the formula (D-B1) to the formula (D-B3). A group represented by formula (D-B5) or formula (D-B6), more preferably a group represented by formula (D-B1), formula (D-B3) or formula (D-B5) And particularly preferably a group represented by the formula (D-B1).

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

The alkyl group or cycloalkyl group in R ^p1 , R ^p2 , R ^p3 and R ^p4 is preferably a methyl group, ethyl group, isopropyl group, tert-butyl group, hexyl group, 2-ethylhexyl group, cyclohexyl group or tert group. -An octyl group.

The alkoxy group or cycloalkoxy group in R ^p1 , R ^p2 , R ^p3 and R ^p4 is preferably a methoxy group, a 2-ethylhexyloxy group or a cyclohexyloxy group.

R ^p1 , R ^p2 , R ^p3 and R ^p4 are preferably an ^optionally substituted alkyl group or an optionally substituted cycloalkyl group, and more preferably a substituent. An alkyl group which may be contained, and more 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.

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

［式中、Ｒ^Dは、水素原子、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。］

[Wherein, R ^D represents a hydrogen atom, 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 Represents a cyclohexyloxy group. When two or more ^RD exists, they may be the same or different. ]

  Examples of the group represented by the formula (D-B) include groups represented by the formula (D-B-1) to the formula (D-B-7).

［式中、Ｒ^Dは、水素原子、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。］

[Wherein, R ^D represents a hydrogen atom, 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 Represents a cyclohexyloxy group. When two or more ^RD exists, they may be the same or different. ]

R ^D is preferably a hydrogen atom, 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.

<Light emitting element>
The light emitting device of the present invention is a light emitting device having an anode, a cathode, a first organic layer provided between the anode and the cathode, and a second organic layer provided between the anode and the cathode. The first organic layer is a layer containing the metal complex represented by the formula (1) and the compound represented by the formula (H), and the second organic layer is a crosslinked material of the crosslinking material. It is a light emitting element which is a layer to contain.

Examples of the method for forming the first organic layer and the second organic layer include a dry method such as a vacuum deposition method and a wet method such as a spin coating method and an ink jet printing method, and a wet method is preferable.
When the first organic layer is formed by a wet method, it is preferable to use a first ink described later.
When the second organic layer is formed by a wet method, it is preferable to use a second ink described later. After the second organic layer is formed, the crosslinking material contained in the second organic layer can be crosslinked by heating or light irradiation, and the crosslinking contained in the second organic layer by heating. It is preferred to crosslink the material. When the crosslinked material is contained in the second organic layer in a crosslinked state (crosslinked product of the crosslinked material), the second organic layer is substantially insolubilized in the solvent. Therefore, the second organic layer can be suitably used for stacking light emitting elements.

The heating temperature for crosslinking is usually 25 ° C to 300 ° C, preferably 50 ° C to 250 ° C, more preferably 150 ° C to 200 ° C, and further preferably 170 ° C to 190 ° C. .
The heating time is usually 0.1 minutes to 1000 minutes, preferably 0.5 minutes to 500 minutes, more preferably 1 minute to 120 minutes, and further preferably 30 minutes to 90 minutes.
The types of light used for light irradiation are, for example, ultraviolet light, near ultraviolet light, and visible light.

  Examples of the analysis method of the components contained in the first organic layer or the second organic layer include chemical separation analysis methods such as extraction, infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), Examples include instrumental analysis methods such as mass spectrometry (MS), and analysis methods combining chemical separation analysis methods and instrumental analysis methods.

  By subjecting the first organic layer or the second organic layer to solid-liquid extraction using an organic solvent such as toluene, xylene, chloroform, tetrahydrofuran, etc., components that are substantially insoluble in the organic solvent (insoluble Component) and a component that dissolves in an organic solvent (dissolved component). Insoluble components can be analyzed by infrared spectroscopy or nuclear magnetic resonance spectroscopy, and dissolved components can be analyzed by nuclear magnetic resonance spectroscopy or mass spectrometry.

<First organic layer>
The first organic layer is a layer containing a metal complex represented by the formula (1) and a compound represented by the formula (H).

[Metal Complex Represented by Formula (1)]
The metal complex represented by the formula (1) is usually a metal complex that exhibits phosphorescence at room temperature (25 ° C.), and preferably a metal complex that emits light from a triplet excited state at room temperature.
The metal complex represented by the formula (1) has a central metal M, a ligand whose number is specified by the subscript n ¹ , and a coordination whose number is specified by the subscript n ² . It consists of a child.

M is preferably an iridium atom or a platinum atom, and more preferably an iridium atom, because the external quantum efficiency of the light emitting device of the embodiment of the present invention is excellent.
When M is a ruthenium atom, a rhodium atom or an iridium atom, n ¹ is preferably 2 or 3, and more preferably 3.
When M is a palladium atom or a platinum atom, n ¹ is preferably 2.

E ¹ and E ² are preferably carbon atoms.

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

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

“At least one of the ring L ¹ and the ring L ² has a dendron” means that the carbon atom or nitrogen atom constituting at least one of the plurality of the rings L ¹ and L ² is directly connected to the carbon atom or the nitrogen atom. It means that part or all of the hydrogen atoms to be bonded are substituted with dendron. In the metal complex represented by formula (1), wherein ring L ¹ and the ring L ² there are a plurality of ring L ¹ and the ring L ² there are a plurality, at least one but may have a dendron It is preferable that all of the plurality of rings L ¹ , all of the plurality of rings L ² , or all of the plurality of rings L ¹ and L ² have a dendron, and all of the plurality of rings L ¹ present Or, it is more preferable that all of the plural rings L ² have a dendron.

Examples of the substituent which ring L ¹ and ring L ² may have (different from dendron, the same applies hereinafter) include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, and an aryl group. An oxy group, a monovalent heterocyclic group, a substituted amino group or a halogen atom is preferable, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group or a fluorine atom is more preferable, and an alkyl group Group, cycloalkyl group, aryl group or monovalent heterocyclic group is more preferred, alkyl group, cycloalkyl group or aryl group is particularly preferred, alkyl group or cycloalkyl group is particularly preferred, and these groups are further substituted. You may have.

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

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

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

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

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

R ^L2 is preferably an alkyl group or an aryl group, and these groups optionally have a substituent.

  The metal complex represented by the formula (1) is represented by the metal complex represented by the formula (1-A) or the formula (1-B) because the external quantum efficiency of the light emitting device of the embodiment of the present invention is excellent. It is preferable that it is a metal complex.

[Metal Complex Represented by Formula (1-A)]
When the ring L ^1A is a diazole ring, an imidazole ring in which E ^11A is a nitrogen atom or an imidazole ring in which E ^12A is a nitrogen atom is preferable, and an imidazole ring in which E ^11A is a nitrogen atom is more preferable.
When ring L ^1A is a triazole ring, a triazole ring in which E ^11A and E ^12A are nitrogen atoms, or a triazole ring in which E ^11A and E ^13A are nitrogen atoms is preferable, and E ^11A and E ^12A are nitrogen atoms. A 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, an aryl group, a monovalent heterocyclic group or a dendron, and an alkyl group, a cycloalkyl group An aryl group or a dendron is more preferable, an alkyl group or a cycloalkyl group is more preferable, an alkyl group is particularly preferable, and these groups may have a substituent.
When E ^11A is a carbon atom, R ^11A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, a substituted amino group, or a dendron. It is more preferably an alkyl group, an aryl group or a monovalent heterocyclic group, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, and a hydrogen atom, an alkyl group or a cycloalkyl group. Is particularly preferable, and is 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, an aryl group, a monovalent heterocyclic group or a dendron, and an alkyl group, a cycloalkyl group An aryl group or a dendron is more preferable, an alkyl group or a cycloalkyl group is more preferable, an alkyl group is particularly preferable, and these groups may have a substituent.
When E ^12A is a carbon atom, R ^12A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, a substituted amino group or a dendron. It is more preferably an alkyl group, an aryl group or a monovalent heterocyclic group, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, and a hydrogen atom, an alkyl group or a cycloalkyl group. Is particularly preferable, and is 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, an aryl group, a monovalent heterocyclic group or a dendron, and an alkyl group, a cycloalkyl group An aryl group or a dendron is more preferable, an alkyl group or a cycloalkyl group is more preferable, an alkyl group is particularly preferable, and these groups may have a substituent.
When E ^13A is a carbon atom, R ^13A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, a substituted amino group, or a dendron. It is more preferably an alkyl group, an aryl group or a monovalent heterocyclic group, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, and a hydrogen atom, an alkyl group or a cycloalkyl group. Is particularly preferable, and an alkyl group is particularly preferable, and these groups may have a substituent.

When the ring L ^1A has a dendron, it is preferable that E ^11A is a nitrogen atom and R ^11A is a dendron, or that E ^12A is a nitrogen atom and R ^12A is a dendron, More preferably, ^11A is a nitrogen atom and R ^11A is a dendron.

When ring L ^2A is a pyridine ring, a pyridine ring in which E ^21A is a nitrogen atom, a pyridine ring in which E ^22A is a nitrogen atom, or a pyridine ring in which E ^23A is a nitrogen atom is preferable, and E ^22A is a nitrogen atom A certain pyridine ring is more preferable.
When the 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 each preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, a fluorine atom or a dendron, It is more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, more preferably a hydrogen atom, an alkyl group, an aryl group or a dendron, and a hydrogen atom or a dendron. Particularly preferred, these groups may have a substituent.

When the ring L ^2A has a dendron, R ^22A or R ^23A is preferably a dendron, and R ^22A is more preferably a dendron.

  Since the metal complex represented by the formula (1-A) is further excellent in the external quantum efficiency of the light emitting device of the embodiment of the present invention, the metal complex represented by the formula (1-A1), the formula (1-A2) It is preferably a metal complex represented by the formula (1-A3), a metal complex represented by the formula (1-A4), or a metal complex represented by the formula (1-A1). Or it is more preferable that it is a metal complex represented by Formula (1-A3), and it is still more preferable that it is a metal complex represented by Formula (1-A1).

［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。］

[Where:
M, n ¹ , n ² , R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A , R ^24A and A ¹ -G ¹ -A ² represent the same meaning as described above. ]

[Metal Complex Represented by Formula (1-B)]
When the ring L ^1B is a pyrimidine ring, a pyrimidine ring in which E ^11B is a nitrogen atom is preferable.
When ring L ^2B is a pyridine ring, a pyridine ring in which E ^21B is a nitrogen atom, a pyridine ring in which E ^22B is a nitrogen atom, or a pyridine ring in which E ^23B is a nitrogen atom is preferable, and E ^22B is a nitrogen atom A certain pyridine ring is more preferable.
When the 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 ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, halogen atom, aryl group, monovalent group It is preferably a heterocyclic group or a dendron, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, and a hydrogen atom, an alkyl group, an aryl group or a dendron. More preferably, it is particularly preferably a hydrogen atom or a dendron, and these groups may have a substituent.

When the ring L ^1B has a dendron, R ^11B , R ^12B or R ^13B is preferably a dendron, R ^12B or R ^13B is more preferably a dendron, and R ^13B is more preferably a dendron.

When the ring L ^2B has a dendron, R ^22B or R ^23B is preferably a dendron, and R ^22B is more preferably a dendron.

  Since the metal complex represented by the formula (1-B) is further excellent in the external quantum efficiency of the light emitting device of the embodiment of the present invention, the metal complex represented by the formula (1-B1), the formula (1-B2) And a metal complex represented by the formula (1-B3), a metal complex represented by the formula (1-B4), or a metal complex represented by the formula (1-B5). And more preferably a metal complex represented by the formula (1-B1), a metal complex represented by the formula (1-B2) or a metal complex represented by the formula (1-B3). A metal complex represented by B1) or a metal complex represented by formula (1-B3) is more preferred, and a metal complex represented by formula (1-B1) is particularly preferred.

R ^15B , R ^16B , R ^17B and R ^18B are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom, an aryl group, a monovalent heterocyclic group or a dendron, It is more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, a hydrogen atom or It is particularly preferably an alkyl group, particularly preferably a hydrogen atom, and these groups may have a substituent.

  As a metal complex represented by Formula (1), the metal complex represented by a following formula is mentioned, for example.

  Examples of the metal complex represented by the formula (1) include “Journal of the American Chemical Society, Vol. 107, 1431-1432 (1985)”, “Journal of the American Chemical Society, Vol. 1984) ", JP 2004-530254, JP 2008-179617, JP 2011-105701, JP 2007-504272, International Publication No. 2006/121811, JP 2013-147450. It can synthesize | combine according to the method described in gazette and Unexamined-Japanese-Patent No. 2014-224101.

[Compound represented by Formula (H)]
The molecular weight of the compound represented by the formula (H) is usually 1 × 10 ^{2 to} 5 × 10 ⁴ , preferably 2 × 10 ² to 1 × 10 ⁴ , more preferably 3 × 10 ^2. Is 5 × 10 ³ , more preferably 4 × 10 ^{2 to} 2.5 × 10 ³ , and particularly preferably 5 × 10 ^{2 to} 1.5 × 10 ³ .

n ^H1 is preferably an integer of 0 or more, 3 or less, more preferably an integer of 0 or more, 2 or less, still more preferably 0 or 1, and particularly preferably 0 because synthesis is easy.

n ^H2 is preferably an integer of 1 or more and 7 or less, more preferably an integer of 1 or more and 5 or less, and even more preferably 1 because the external quantum efficiency of the light emitting device of the embodiment of the present invention is excellent. It is an integer of 3 or less, particularly preferably 1 or 2, and particularly preferably 1.

Ar ^H1 is a group represented by the formula (H1-1).

In the ring R ^H1 and the ring R ^H2 , the number of carbon atoms of the aromatic hydrocarbon ring is usually 6 to 60, preferably 6 to 30, more preferably 6 without including the number of carbon atoms of the substituent. ~ 18.
Examples of the aromatic hydrocarbon ring in the ring R ^H1 and the ring R ^H2 include benzene ring, naphthalene ring, anthracene ring, phenanthrene ring, dihydrophenanthrene ring, naphthacene ring, fluorene ring, indene ring, pyrene ring, perylene ring and chrysene. Ring, preferably a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a dihydrophenanthrene ring or a fluorene ring, more preferably a benzene ring, a naphthalene ring or a fluorene ring, still more preferably a benzene ring. Or it is a fluorene ring, and these rings may have a substituent.

In the ring R ^H1 and the ring R ^H2 , the number of carbon atoms of the aromatic heterocyclic ring is usually 2 to 60, preferably 3 to 30 and more preferably not including the number of carbon atoms of the substituent. 4-15.
Examples of the aromatic heterocyclic ring in the ring R ^H1 and the ring R ^H2 include a pyrrole ring, a diazole ring, a triazole ring, a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a diazanaphthalene ring, a triazanaphthalene ring, and an indole. Ring, carbazole ring, azacarbazole ring, diazacarbazole ring, dibenzofuran ring, dibenzothiophene ring, phenoxazine ring, phenothiazine ring, acridine ring, 9,10-dihydroacridine ring, acridone ring, phenazine ring and 5,10-dihydro And phenazine ring, preferably pyridine ring, diazabenzene ring, azanaphthalene ring, diazanaphthalene ring, carbazole ring, azacarbazole ring, diazacarbazole ring, dibenzofuran ring, dibenzothiophene ring, phenoxazine ring, phenoxazine ring, A thiazine ring, a 9,10-dihydroacridine ring or a 5,10-dihydrophenazine ring, more preferably a pyridine ring, a diazabenzene ring, a carbazole ring, an azacarbazole ring, a diazacarbazole ring, a dibenzofuran ring, a dibenzothiophene ring, A phenoxazine ring, a phenothiazine ring, a 9,10-dihydroacridine ring or a 5,10-dihydrophenazine ring, more preferably a carbazole ring, a dibenzofuran ring or a dibenzothiophene ring, particularly preferably a carbazole ring, These rings may have a substituent.

^Examples of the substituent that the ring R ^H1 and the ring R ^H2 may have include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, and a substituted amino group. , A halogen atom or a dendron is preferable, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group or a dendron is more preferable, and an alkyl group, a cycloalkyl group, an aryl group, a monovalent A heterocyclic group or a dendron is more preferred, an alkyl group, a cycloalkyl group, an aryl group or a dendron is particularly preferred, an alkyl group or a cycloalkyl group is particularly preferred, and these groups may further have a substituent.

^Examples of the substituent which the ring R ^H1 and the ring R ^H2 may have further include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, Monovalent heterocyclic groups, substituted amino groups, halogen atoms or dendrons are preferred, alkyl groups, cycloalkyl groups, alkoxy groups, cycloalkoxy groups, aryl groups or monovalent heterocyclic groups are more preferred, alkyl groups, cycloalkyls A group, an aryl group or a monovalent heterocyclic group is more preferred, an alkyl group or a cycloalkyl group is particularly preferred, and these groups may further have a substituent.

Of the rings R ^H1 and ring R ^H2, at least one, preferably an aromatic hydrocarbon ring, and more preferably both rings R ^H1 and ring R ^H2 is an aromatic hydrocarbon ring.

X ^H1 is preferably a single bond, an oxygen atom or a sulfur atom, and more preferably a single bond.

R ^XH1 is preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, more preferably an aryl group, a monovalent heterocyclic group or a dendron, still more preferably It is an aryl group, and these groups may have a substituent.
R ^{XH1 ′} is preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, more preferably an alkyl group, a cycloalkyl group or an aryl group, still more preferably an alkyl group A group or a cycloalkyl group, and these groups optionally have a substituent.
Examples and preferred ranges of the substituent that R ^XH1 and R ^{XH1 ′} may have are examples of the substituent that the ring R ^H1 and the ring R ^H2 may further have. And the same as the preferred range.

  The group represented by the formula (H1-1) is preferably represented by a group represented by the formula (H1-1A), a group represented by the formula (H1-1B), or a formula (H1-1C). Or a group represented by the formula (H1-1D), more preferably a group represented by the formula (H1-1A), a group represented by the formula (H1-1B), or a formula (H1-1C). More preferably a group represented by the formula (H1-1A) or a group represented by the formula (H1-1B), particularly preferably a formula (H1-1B). It is a group.

X ^H2 and X ^H3 are preferably a single bond, a group represented by —N (R ^XH2 ) —, or a group represented by —C (R ^{XH2 ′} ) ₂ —, more preferably a single group. Or a group represented by —C (R ^{XH2 ′} ) ₂ —.
At least one of X ^H2 and X ^H3 is preferably a single bond, and X ^H3 is more preferably a single bond.
When at least one of X ^H2 and X ^H3 is a single bond, the other is an oxygen atom, a sulfur atom, a group represented by —N (R ^XH2 ) —, or —C (R ^{XH2 ′} ) ₂ —. Is preferably a group represented by —N (R ^XH2 ) — or more preferably a group represented by —C (R ^{XH2 ′} ) ₂ — R ^{XH2 ′} ) ₂ — is more preferable.

Examples of R ^XH2 and preferred ranges are the same as examples of R ^XH1 and preferred ranges.
R ^{XH2 'examples} and preferred ranges, R ^XH1' is the same as the examples and preferable range.
Examples of the substituent that R ^XH2 and R ^{XH2 ′} may have and preferred ranges thereof are examples of the substituent that the ring R ^H1 and the ring R ^H2 may further have. And the same as the preferred range.

Z ^H1 , Z ^H2 , Z ^H3 , Z ^H4 , Z ^H5 , Z ^H6 , Z ^H7 , Z ^H8 , Z ^H9 , Z ^H10 , Z ^H11 and Z ^H12 are preferably carbon atoms.

R ^H1 , R ^H2 , R ^H3 , R ^H4 , R ^H5 , R ^H6 , R ^H7 , R ^H8 , R ^H9 , R ^H10 , R ^H11 and R ^H12 are a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, It is preferably a cycloalkoxy group, an aryl group, a monovalent heterocyclic group or a dendron, more preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron, and hydrogen. It is more preferably an atom, an alkyl group, a cycloalkyl group, an aryl group or a dendron, particularly preferably a hydrogen atom, an alkyl group or a cycloalkyl group, particularly preferably a hydrogen atom, and these groups are further It may have a substituent.
Examples of substituents that R ^H1 , R ^H2 , R ^H3 , R ^H4 , R ^H5 , R ^H6 , R ^H7 , R ^H8 , R ^H9 , R ^H10 , R ^H11, and R ^H12 may have are as follows. The examples of the substituent which the ring R ^H1 and the ring R ^H2 may have and the substituent which the ring R ^H2 may further have are the same as the preferred range.

R ^H1 and R ^H2 , R ^H2 and R ^H3 , R ^H3 and R ^H4 , R ^H5 and R ^H6 , R ^H6 and R ^H7 , R ^H7 and R ^H8 , R ^H9 and R ^H10 , R ^H10 and R ^H11 , and R ^H11 and R ^H12 may be bonded to each other to form a ring together with the carbon atoms to which they are bonded, but it is preferable that no ring is formed.

L ^H1 is preferably an alkylene group, a cycloalkylene group, an arylene group or a divalent heterocyclic group, more preferably an arylene group or a divalent heterocyclic group, and even more preferably an arylene group. These groups may have a substituent.

The arylene group represented by L ^H1 is preferably a phenylene group, a naphthalenediyl group, a fluorenediyl group, a phenanthrene diyl group or a dihydrophenanthrene diyl group, and more preferably a formula (A-1) to a formula ( A-9), a group represented by Formula (A-19) or Formula (A-20), and more preferably a group represented by Formula (A-1) to Formula (A-3). And particularly preferably a group represented by the formula (A-1) or (A-2), particularly preferably a group represented by the formula (A-2), and these groups have substituents. You may have.

The divalent heterocyclic group represented by L ^H1 is preferably a group represented by Formula (AA-1) to Formula (AA-34), and more preferably Formula (AA-1) to It is a group represented by formula (AA-6), formula (AA-10) to formula (AA-21) or formula (AA-24) to formula (AA-34), and more preferably formula (AA- 1) to a group represented by formula (AA-4), formula (AA-10) to formula (AA-15), or formula (AA-29) to formula (AA-34), particularly preferably It is a group represented by (AA-2), formula (AA-4), formula (AA-10), formula (AA-12) or formula (AA-14).

Examples and preferred ranges of the substituent that L ^H1 may have are the same as examples and preferred ranges of the substituent that the ring R ^H1 and ring R ^H2 may have.
Examples and preferred ranges of the substituent that the substituent which L ^H1 may have may further have a substituent which the ring R ^H1 and ring R ^H2 may have further include. Examples of the preferred substituents and the preferred ranges are the same.

R ^{H1 ′} is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups optionally have a substituent.
Examples and preferred ranges of the substituent that R ^{H1 ′} may have are examples and preferred ranges of the substituent that the ring R ^H1 and ring R ^H2 may further have. Is the same.

Ar ^H2 is a monocyclic or condensed nitrogen-containing heterocyclic group having a sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom, and the group has a substituent. You may do it.

  In a monocyclic or condensed heterocyclic group having an sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom, the number of sp2 nitrogen atoms constituting the ring is usually 1 It is 10, Preferably it is 1-7, More preferably, it is 1-5, More preferably, it is 1-3, Especially preferably, it is 2 or 3, Especially preferably, it is 3.

  In a monocyclic or condensed heterocyclic group having a sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom, the number of carbon atoms constituting the ring is usually 1-60. Preferably, it is 2-40, More preferably, it is 3-20, More preferably, it is 3-10.

  A monocyclic or condensed heterocyclic group having an sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom includes an oxadiazole ring, a thiadiazole ring, a thiazole ring, an oxazole ring , Isothiazole ring, isoxazole ring, benzooxadiazole ring, benzothiadiazole ring, benzothiazole ring, benzoxazole ring, pyridine ring, diazabenzene ring, triazine ring, azanaphthalene ring, diazanaphthalene ring, triazanaphthalene ring, A tetraazanaphthalene ring, azaanthracene ring, diazaanthracene ring, triazaanthracene ring, tetraazaanthracene ring, azaphenanthrene ring, diazaphenanthrene ring, triazaphenanthrene ring, tetraazaphenanthrene ring, or a heterocyclic ring thereof. Aromatic ring Examples thereof include a group formed by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from a condensed ring, and preferably a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a diazanaphthalene ring , Triazanaphthalene ring, tetraazanaphthalene ring, azaanthracene ring, diazaanthracene ring, triazaanthracene ring, tetraazaanthracene ring, azaphenanthrene ring, diazaphenanthrene ring, triazaphenanthrene ring or tetraazaphenanthrene ring, A group formed by removing one or more hydrogen atoms directly bonded to the carbon atoms constituting the ring, and more preferably a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, a diazanaphthalene ring, an azaanthracene ring, a dia The anthracene ring, azaphenanthrene ring or A group formed by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from a diazaphenanthrene ring, and more preferably a pyridine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a quinoline ring, or an isoquinoline ring , A quinazoline ring, a quinoxaline ring, an acridine ring, a phenazine ring, or a phenanthroline ring, by removing one or more hydrogen atoms directly bonded to the carbon atoms constituting the ring, particularly preferably a pyridine ring, a pyrimidine ring, A group formed by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from a triazine ring, a quinoline ring, an isoquinoline ring, a quinazoline ring or a quinoxaline ring, particularly preferably a pyridine ring, a pyrimidine ring or a triazine Remove one or more hydrogen atoms directly attached to the ring carbon atoms from the ring And more particularly preferably a group formed by removing one or more hydrogen atoms directly bonded to the carbon atoms constituting the ring from a pyrimidine ring or a triazine ring, and even more preferably, from a triazine ring, It is a group formed by removing one or more hydrogen atoms directly bonded to the carbon atoms constituting the ring, and these groups may have a substituent.

Ar ^H2 may have a substituent (different from the group represented by the formula (1H ′) described later. The same shall apply hereinafter) as an alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy. Group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group, halogen atom or dendron are preferred, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, monovalent heterocyclic group Or a dendron is more preferable, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group or a dendron is further preferable, an aryl group, a monovalent heterocyclic group or a dendron is particularly preferable, and a dendron is particularly preferable. The group may further have a substituent.

Examples of the substituent that the substituent that Ar ^H2 may have and the substituent that the substituent may optionally have further include the substituent that the ring R ^H1 and ring R ^H2 may further have. Examples of the preferred substituents and the preferred ranges are the same.

  The compound represented by the formula (H) is preferably a compound represented by the formula (H′-1) to the formula (H′-11) because the external quantum efficiency of the light emitting device of the embodiment of the present invention is excellent. And more preferably a compound represented by the compound represented by formula (H′-1), formula (H′-2), or formula (H′-4) to formula (H′-8). More preferably, it is a compound represented by the formula (H′-1), the formula (H′-2) or the formula (H′-4), and particularly preferably the formula (H′-2) or the formula ( H′-4), particularly preferably a compound represented by the formula (H′-4).

［式中、Ｒ^1H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、アリールオキシ基、１価の複素環基、置換アミノ基、ハロゲン原子、デンドロン又は式（１Ｈ’）で表される基を表し、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^1Hは、同一でも異なっていてもよい。但し、複数存在するＲ^1Hのうち、少なくとも１個は式（１Ｈ’）で表される基である。］

[Wherein R ^1H represents a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, a dendron, or a formula ( 1H ′), and these groups optionally have a substituent. A plurality of R ^1H may be the same or different. However, at least one of a plurality of R ^1H is a group represented by the formula (1H ′). ]

Among a plurality of R ^1H , n ^H2 are preferably groups represented by the formula (1H ′).

［式中、Ｌ^H1、ｎ^H1及びＡｒ^H1は、前記と同じ意味を表す。］

[Wherein, L ^H1 , n ^H1 and Ar ^H1 represent the same meaning as described above. ]

R ^1H is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a monovalent heterocyclic group, a dendron, or a group represented by the formula (1H ′), and more Preferred are a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, a dendron or a group represented by the formula (1H ′), and more preferred are a hydrogen atom, an aryl group, a monovalent group. A heterocyclic group, a dendron, or a group represented by the formula (1H ′), particularly preferably a hydrogen atom, a dendron, or a group represented by the formula (1H ′), and these groups have a substituent. You may do it.
Examples and preferred ranges of the substituent that R ^1H may have include examples and preferred ranges of the substituent that the ring R ^H1 and ring R ^H2 may further have. The same.

  Examples of the compound represented by Formula (H′-1) to Formula (H′-11) include compounds represented by Formula (H ″ -1) to Formula (H ″ -22). And preferably represented by formula (H ″ -1) to formula (H ″ -6), formula (H ″ -8), or formula (H ″ -9) to formula (H ″ -18). More preferably, it is a compound represented by formula (H ″ -1) to formula (H ″ -6) or formula (H ″ -8), and more preferably H ″ -5), a compound represented by formula (H ″ -6) or formula (H ″ -8), and particularly preferably a compound represented by formula (H ″ -8). is there.

［式中、Ｒ^2Hは、アルキル基、シクロアルキル基、アリール基、１価の複素環基、デンドロン又は式（１Ｈ’）で表される基を表し、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^2Hは、同一でも異なっていてもよい。但し、複数存在するＲ^2Hのうち、少なくとも１個は式（１Ｈ’）で表される基である。］

[Wherein R ^2H represents an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, a dendron, or a group represented by the formula (1H ′), and these groups have a substituent. May be. A plurality of R ^2H may be the same or different. However, at least one of a plurality of R ^2H is a group represented by the formula (1H ′). ]

Among a plurality of R ^2H , n ^H2 are preferably groups represented by the formula (1H ′).

R ^2H is preferably an aryl group, a monovalent heterocyclic group, a dendron, or a group represented by the formula (1H ′), more preferably a dendron or a group represented by the formula (1H ′). These groups may further have a substituent.
Examples and preferred ranges of the substituent that R ^2H may have include examples and preferred ranges of the substituent that the ring R ^H1 and ring R ^H2 may further have. The same.

  As a compound represented by a formula (H), the compound represented by a following formula is mentioned, for example. In the formula, Z represents a group represented by -N = or a group represented by -CH =.

  The compound represented by the formula (H) can be obtained from Aldrich, Luminescence Technology Corp. Etc. are available. In addition, for example, International Publication No. 2007/063754, International Publication No. 2008/056746, International Publication No. 2011/032686, International Publication No. 2012/096263, Japanese Unexamined Patent Publication No. 2009-227663, Japanese Unexamined Patent Publication No. 2010-. It can be synthesized according to the method described in Japanese Patent No. 275255.

[Composition ratio of the first organic layer, etc.]
The first organic layer is a layer containing a metal complex represented by the formula (1) and a compound represented by the formula (H).
The first organic layer may contain a single metal complex represented by the formula (1), and the light emission color of the light emitting device of the embodiment of the present invention can be adjusted. More than one species may be contained. Moreover, the 1st organic layer may contain the compound represented by Formula (H) individually by 1 type, and may contain 2 or more types.

  In the first organic layer, the content of the metal complex represented by the formula (1) is 100 parts by weight of the total of the metal complex represented by the formula (1) and the compound represented by the formula (H). In this case, it is usually 0.01 to 95 parts by weight, and since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, it is preferably 0.1 to 80 parts by weight, and 1 to 65 parts by weight. Is more preferably 3 to 50 parts by weight, and particularly preferably 5 to 40 parts by weight.

  The first organic layer includes a metal complex represented by the formula (1), a compound represented by the formula (H), a hole transport material, a hole injection material, an electron transport material, an electron injection material, and a light emitting material. And a layer containing a composition containing at least one material selected from the group consisting of antioxidants (hereinafter also referred to as “first composition”). However, in the first composition, the light emitting material is different from the metal complex represented by the formula (1). In the first composition, the hole transport material, the hole injection material, the light emitting material, the electron transport material, and the electron injection material are different from the compound represented by the formula (H).

[Hole transport material]
The hole transport material is classified into a low molecular compound and a high molecular compound, and is preferably a high molecular compound. The hole transport material may have a crosslinking group.

  Examples of the polymer compound include polyvinyl carbazole and derivatives thereof; polyarylene having an aromatic amine structure in the side chain or main chain and derivatives thereof. The polymer compound may be a compound to which an electron accepting site is bonded. Examples of the electron accepting site include fullerene, tetrafluorotetracyanoquinodimethane, tetracyanoethylene, trinitrofluorenone, and fullerene is preferable.

In the first composition, the compounding amount of the hole transport material is usually 1 when the total of the metal complex represented by the formula (1) and the compound represented by the formula (H) is 100 parts by weight. -400 parts by weight, preferably 5-150 parts by weight.
A hole transport material may be used individually by 1 type, or may use 2 or more types together.

[Electron transport materials]
Electron transport materials are classified into low molecular compounds and high molecular compounds. The electron transport material may have a crosslinking group.
Low molecular weight compounds include, for example, metal complexes having 8-hydroxyquinoline as a ligand, oxadiazole, anthraquinodimethane, benzoquinone, naphthoquinone, anthraquinone, tetracyanoanthraquinodimethane, fluorenone, diphenyldicyanoethylene and diphenoquinone. As well as these derivatives.
Examples of the polymer compound include polyphenylene, polyfluorene, and derivatives thereof. The polymer compound may be doped with a metal.

In the first composition, the compounding amount of the electron transport material is usually 1 to 4 when the total of the metal complex represented by the formula (1) and the compound represented by the formula (H) is 100 parts by weight. 400 parts by weight, preferably 5 to 150 parts by weight.
An electron transport material may be used individually by 1 type, or may use 2 or more types together.

[Hole injection material and electron injection material]
The hole injection material and the electron injection material are classified into a low molecular compound and a high molecular compound, respectively. The hole injection material and the electron injection material may have a crosslinking group.
Examples of the low molecular weight compound include metal phthalocyanines such as copper phthalocyanine; carbon; metal oxides such as molybdenum and tungsten; and metal fluorides such as lithium fluoride, sodium fluoride, cesium fluoride, and potassium fluoride.
Examples of the polymer compound include polyaniline, polythiophene, polypyrrole, polyphenylene vinylene, polythienylene vinylene, polyquinoline and polyquinoxaline, and derivatives thereof; conductive polymers such as polymers containing an aromatic amine structure in the main chain or side chain. A functional polymer.

In the first composition, the compounding amounts of the hole injection material and the electron injection material are each 100 parts by weight of the total of the metal complex represented by the formula (1) and the compound represented by the formula (H). When used, it is usually 1 to 400 parts by weight, preferably 5 to 150 parts by weight.
Each of the electron injection material and the hole injection material may be used alone or in combination of two or more.

[Ion dope]
When the hole injection material or the electron injection material contains a conductive polymer, the electrical conductivity of the conductive polymer is preferably 1 × 10 ⁻⁵ S / cm to 1 × 10 ³ S / cm. In order to make the electric conductivity of the conductive polymer within such a range, the conductive polymer can be doped with an appropriate amount of ions.

The type of ions to be doped is an anion for a hole injection material and a cation for an electron injection material. Examples of the anion include polystyrene sulfonate ion, alkylbenzene sulfonate ion, and camphor sulfonate ion. Examples of the cation include lithium ion, sodium ion, potassium ion, and tetrabutylammonium ion.
Doping ions may be used alone or in combination of two or more.

[Luminescent material]
Luminescent materials are classified into low molecular compounds and high molecular compounds. The light emitting material may have a crosslinking group.

  Examples of the low molecular weight compound include naphthalene and derivatives thereof, anthracene and derivatives thereof, perylene and derivatives thereof, and triplet light-emitting complexes having iridium, platinum, or europium as a central metal.

  Examples of the polymer compound include a phenylene group, a naphthalenediyl group, a fluorenediyl group, a phenanthrene diyl group, a dihydrophenanthrene diyl group, a group represented by the formula (X), a carbazole diyl group, a phenoxazine diyl group, and a phenothiazine diyl. And polymer compounds containing a group, an anthracenediyl group, a pyrenediyl group, and the like.

The light emitting material preferably comprises a triplet light emitting complex.
Examples of the triplet luminescent complex include the metal complexes shown below.

In the first composition, the amount of the light emitting material is usually 1 to 400 when the total of the metal complex represented by the formula (1) and the compound represented by the formula (H) is 100 parts by weight. Parts by weight, preferably 5 to 150 parts by weight.
A luminescent material may be used individually by 1 type, or may use 2 or more types together.

[Antioxidant]
The antioxidant may be any compound that is soluble in the same solvent as the compound represented by the formula (1) and the compound represented by the formula (H) and does not inhibit light emission and charge transport. System antioxidants and phosphorus antioxidants.

In the first composition, when the total amount of the metal complex represented by the formula (1) and the compound represented by the formula (H) is 100 parts by weight, the amount of the antioxidant is usually 0.001 to 10 parts by weight.
Antioxidants may be used alone or in combination of two or more.

[First ink]
A composition containing a metal complex represented by the formula (1), a compound represented by the formula (H), and a solvent (hereinafter also referred to as “first ink”) is produced by spin coating or casting. Method, micro gravure coating method, gravure coating method, bar coating method, roll coating method, wire bar coating method, dip coating method, spray coating method, screen printing method, flexographic printing method, offset printing method, ink jet printing method, capillary It can be suitably used for wet methods such as a coating method and a nozzle coating method.

  The viscosity of the first ink may be adjusted according to the type of wet method. However, when a solution such as an ink jet printing method is applied to a printing method that passes through a discharge device, clogging at the time of discharge and flight bending occur. Since it is hard, it is preferably 1 to 20 mPa · s at 25 ° C.

  The solvent contained in the first ink is preferably a solvent that can dissolve or uniformly disperse 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 THF, dioxane, anisole and 4-methylanisole; Aromatic hydrocarbon solvents such as xylene, mesitylene, ethylbenzene, n-hexylbenzene, cyclohexylbenzene; cyclohexane, methylcyclohexane, n-pentane, n-hexane, n-heptane, n-octane, n-nonane, n- Aliphatic hydrocarbon solvents such as decane, n-dodecane, and bicyclohexyl; ketone solvents such as acetone, methyl ethyl ketone, cyclohexanone, and acetophenone; esters such as ethyl acetate, butyl acetate, ethyl cellosolve acetate, methyl benzoate, and phenyl acetate Solvents: ethylene glycol, glycerin, 1,2-hex Examples include polyhydric alcohol solvents such as sundiol; 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. It is done. A solvent may be used individually by 1 type, or may use 2 or more types together.

  In the first ink, the compounding amount of the solvent is usually 1000 to 100,000 parts by weight when the total of the metal complex represented by the formula (1) and the compound represented by the formula (H) is 100 parts by weight. And preferably 2000 to 20000 parts by weight.

<Second organic layer>
The second organic layer is a layer containing a crosslinked material of a crosslinking material.

[Crosslinking material]
A cross-linked body of the cross-linking material can be obtained by cross-linking the cross-linking material by the above-described method and conditions.

  The cross-linking material may be a low-molecular compound or a high-molecular compound, but since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, at least one cross-linking selected from the cross-linking group A group A low molecular compound having a group (hereinafter also referred to as “low molecular compound of the second organic layer”) or a polymer compound containing a cross-linking structural unit having at least one cross-linking group selected from the cross-linking group A group (Hereinafter also referred to as “polymer compound of the second organic layer”), and is a polymer compound containing a cross-linking structural unit having at least one cross-linking group selected from the cross-linking group A group. Is more preferable.

  As the bridging group selected from the bridging group A group, since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, preferably the formula (XL-1) to the formula (XL-4), the formula (XL- 7) to a crosslinking group represented by formula (XL-10) or formula (XL-14) to formula (XL-17), more preferably formula (XL-1), formula (XL-3), A crosslinking group represented by formula (XL-9), formula (XL-10), formula (XL-16), or formula (XL-17), more preferably formula (XL-1), formula (XL -16) or a crosslinking group represented by formula (XL-17), particularly preferred is a crosslinking group represented by formula (XL-1) or formula (XL-17), and particularly preferred is a formula It is a crosslinking group represented by (XL-17).

  The crosslinkable group selected from the crosslinkable group A is preferably a group represented by the formula (XL-2) to the formula (XL-15) or the formula (XL-17) because the crosslinkability of the crosslinkable material is more excellent. More preferably, formula (XL-2) to formula (XL-4), formula (XL-7) to formula (XL-10), formula (XL-14), formula (XL-15) or formula A crosslinking group represented by (XL-17), and more preferably a crosslinking group represented by formula (XL-3), formula (XL-9), formula (XL-10) or formula (XL-17). And is particularly preferably a crosslinking group represented by the formula (XL-17).

[High molecular compound of the second organic layer]
The structural unit having at least one cross-linking group selected from the cross-linking group A group contained in the polymer compound of the second organic layer is a structural unit represented by formula (2) or formula (2 ′) described later. Although it is preferably a structural unit represented, the structural unit represented below may be sufficient.

[Structural unit represented by formula (2)]
nA is preferably an integer of 0 to 3, more preferably an integer of 0 to 2, more preferably 0 or 1, since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. Particularly preferred is 0.
n is preferably 2 because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.

Ar ³ is preferably an aromatic hydrocarbon group which may have a substituent since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.

The number of carbon atoms of the aromatic hydrocarbon group represented by Ar ³ is usually 6 to 60, preferably 6 to 30 and more preferably 6 to 18 without including the number of carbon atoms of the substituent. is there.
The arylene group portion excluding n substituents of the aromatic hydrocarbon group represented by Ar ³ is preferably a group represented by the formula (A-1) to the formula (A-20), More preferably, a group represented by formula (A-1), formula (A-2), formula (A-6) to formula (A-10), formula (A-19) or formula (A-20) And more preferably a group represented by formula (A-1), formula (A-2), formula (A-7), formula (A-9) or formula (A-19), This group may have a substituent.

The number of carbon atoms of the heterocyclic group represented by Ar ³ is usually 2 to 60, preferably 3 to 30 and more preferably 4 to 18 without including the number of carbon atoms of the substituent.
The divalent heterocyclic group part excluding n substituents of the heterocyclic group represented by Ar ³ is preferably a group represented by the formula (AA-1) to the formula (AA-34). is there.

The aromatic hydrocarbon group and heterocyclic group represented by Ar ³ may have a substituent. Examples of the substituent include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, and an aryloxy group. Group, halogen atom, monovalent heterocyclic group and cyano group are preferred.

The alkylene group represented by L ^A is usually 1 to 20, preferably 1 to 15, more preferably 1 to 10, not including the number of carbon atoms of the substituent. 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. The substituent that the alkylene group and the cycloalkylene group may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom or a cyano group, and these groups further have a substituent. It may be.

The arylene group represented by L ^A may have a substituent. As the arylene group, a phenylene group or a fluorenediyl group is preferable, and an m-phenylene group, a p-phenylene group, a fluorene-2,7-diyl group, or a fluorene-9,9-diyl group is more preferable. Examples of the substituent that the arylene group may have include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a halogen atom, a cyano group, or a bridging group A. A crosslinking group selected from the group is preferred, and these groups may further have a substituent.

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

L ^A is preferably an arylene group or an alkylene group, more preferably a phenylene group, a fluorenediyl group, or an alkylene group, because production of the polymer compound of the second organic layer is facilitated. This group may have a substituent.

  The crosslinking group represented by X is represented by the formula (XL-2) to the formula (XL-15) or the formula (XL-17) because the crosslinking property of the polymer compound of the second organic layer is excellent. More preferably, Formula (XL-2) to Formula (XL-4), Formula (XL-7) to Formula (XL-10), Formula (XL-14), Formula (XL-15) or A crosslinking group represented by the formula (XL-17), more preferably represented by the formula (XL-3), the formula (XL-9), the formula (XL-10), or the formula (XL-17). A crosslinking group, particularly preferably a crosslinking group represented by the formula (XL-17).

  As the bridging group represented by X, since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, the formula (XL-1) to the formula (XL-4) and the formula (XL-7) are preferable. To a crosslinking group represented by Formula (XL-10) or Formula (XL-14) to Formula (XL-17), and more preferably Formula (XL-1), Formula (XL-3), Formula ( XL-9), a formula (XL-10), a formula (XL-16), or a crosslinking group represented by a formula (XL-17), more preferably a formula (XL-1) or a formula (XL-16). Or a crosslinking group represented by formula (XL-17), particularly preferably a crosslinking group represented by formula (XL-1) or (XL-17), and particularly preferred is formula (XL). -17).

Since the structural unit represented by the formula (2) is excellent in the stability and crosslinkability of the polymer compound of the second organic layer, it is based on the total amount of the structural units contained in the polymer compound of the second organic layer. Thus, it is preferably 0.5 to 80 mol%, more preferably 3 to 50 mol%, still more preferably 5 to 20 mol%.
One type of structural unit represented by the formula (2) may be contained in the polymer compound of the second organic layer, or two or more types may be contained.

[Structural unit represented by formula (2 ')]
mA is preferably an integer of 0 to 3, more preferably an integer of 0 to 2, even more preferably 0 or 1, since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. Particularly preferred is 0.
m is preferably 1 or 2 and more preferably 2 because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.
c is preferably 0 because it facilitates the production of the polymer compound of the second organic layer and the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.

Ar ⁵ is preferably an aromatic hydrocarbon group which may have a substituent since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.
The definition and examples of the arylene group portion excluding m substituents of the aromatic hydrocarbon group represented by Ar ⁵ are the same as the definitions and examples of the arylene group represented by Ar ^X2 in formula (X) described later. It is.
The definition and examples of the divalent heterocyclic group part excluding m substituents of the heterocyclic group represented by Ar ⁵ are the divalent heterocyclic group represented by Ar ^X2 in formula (X) described later. Same as definition and example of part.
Definitions and examples of divalent groups excluding m substituents of a group in which at least one aromatic hydrocarbon ring represented by Ar ⁵ and at least one heterocyclic ring are directly bonded are shown in the formula ( The definition and examples of the divalent group in which at least one arylene group represented by Ar ^X2 in X) and at least one divalent heterocyclic group are directly bonded are the same.

Ar ⁴ and Ar ⁶ are preferably an arylene group which may have a substituent since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.
The definitions and examples of the arylene group represented by Ar ⁴ and Ar ⁶ are the same as the definitions and examples of the arylene group represented by Ar ^X1 and Ar ^X3 in the formula (X) described later.
The definitions and examples of the divalent heterocyclic group represented by Ar ⁴ and Ar ⁶ are the same as the definitions and examples of the divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 in formula (X) described later. is there.
The groups represented by Ar ⁴ , Ar ⁵ and Ar ⁶ may have a substituent, and examples of the substituent include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, A halogen atom, a monovalent heterocyclic group and a cyano group are preferred.

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 The definition and examples of the ring group are the same.
K ^A, since production of the polymer compound of the second organic layer becomes easy, it is preferable that a phenylene group or a methylene group.
The definition and example of the crosslinking group represented by X ′ are the same as the definition and example of the crosslinking group represented by X described above.

The structural unit represented by the formula (2 ′) is excellent in the stability of the polymer compound in the second organic layer and in the crosslinking property of the polymer compound in the second organic layer. Preferably it is 0.5-50 mol% with respect to the total amount of the structural unit contained in the polymer compound of a layer, More preferably, it is 3-30 mol%, More preferably, it is 5-20 mol%.
One type of structural unit represented by the formula (2 ′) may be contained in the polymer compound of the second organic layer, or two or more types may be contained.

[Preferred embodiment of the structural unit represented by the formula (2) or (2 ′)]
Examples of the structural unit represented by the formula (2) include structural units represented by the formula (2-1) to the formula (2-30), and the structural unit represented by the formula (2 ′) Examples include structural units represented by the formula (2′-1) to the formula (2′-9). Among these, since the crosslinkability of the polymer compound of the second organic layer is excellent, it is preferably a structural unit represented by the formula (2-1) to the formula (2-30), more preferably the formula (2 -1) to (2-15), (2-19), (2-20), (2-23), (2-25) or (2-30) A unit, more preferably a structural unit represented by formula (2-1) to formula (2-9) or formula (2-30).

[Other structural units]
Since the polymer compound of the second organic layer has excellent hole transport properties, it is preferable that the second organic layer further contains a structural unit represented by the formula (X). The polymer compound of the second organic layer preferably further includes a structural unit represented by the formula (Y) because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.

  Since the polymer compound of the second organic layer has excellent hole transport properties and more excellent external quantum efficiency of the light emitting device of the embodiment of the present invention, the structural unit represented by the formula (X) and It is preferable that the structural unit represented by Formula (Y) is included.

［式中、
ａ^X1及びａ^X2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。］

[Where:
a ^X1 and a ^X2 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 optionally have a substituent.
Ar ^X2 and Ar ^X4 each independently represent 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. And these groups may have a substituent. When there are a plurality of Ar ^X2 and Ar ^X4 , they may be the same or different.
R ^X1 , R ^X2 and R ^X3 each 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. When there are a plurality of R ^X2 and R ^X3 , they may be the same or different. ]

a ^X1 is preferably an integer of 2 or less, more preferably 1, since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.
a ^X2 is preferably an integer of 2 or less, more preferably 0, because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent.

R ^X1 , R ^X2 and R ^X3 are preferably an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups have a substituent. Also 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 more preferably a formula (A-1). These groups may have a substituent.
The divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 is more preferably represented by Formula (AA-1), Formula (AA-2), or Formula (AA-7) to Formula (AA-26). These groups may have a substituent.
Ar ^X1 and Ar ^X3 are preferably an arylene group which may have a substituent.

More preferably, the arylene group represented by Ar ^X2 and Ar ^X4 is represented by formula (A-1), formula (A-6), formula (A-7), formula (A-9) to formula (A-11). Or it is group represented by a formula (A-19), and these groups may have a substituent.
The more preferable range of the divalent heterocyclic group represented by Ar ^X2 and Ar ^X4 is the same as the more preferable range of the divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 .

More preferable range of the arylene group and the divalent heterocyclic group in the divalent group in which at least one kind of arylene group represented by Ar ^X2 and Ar ^X4 and at least one kind of divalent heterocyclic group are directly bonded. Further preferred ranges are the same as the more preferred ranges and further preferred ranges of the arylene group and divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 , 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 groups represented by the following formulae. These may have a substituent.

［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。］

[Wherein R ^XX represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. ]

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

Ar ^X2 and Ar ^X4 are preferably an arylene group 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 do it.

  The structural unit represented by the formula (X) is preferably a structural unit represented by the formula (X-1) to the formula (X-7), more preferably the formula (X-3) to the formula (X -7), more preferably structural units represented by formula (X-3) to formula (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ともに環を形成していてもよい。］

[Wherein, R ^X4 and R ^X5 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a halogen atom, a monovalent heterocyclic group or cyano. Represents a group, and these groups may have a substituent. A plurality of R ^X4 may be the same or different. A plurality of R ^X5 may be the same or different, and adjacent R ^X5 may be bonded to each other to form a ring together with the carbon atom to which each is bonded. ]

  Since the structural unit represented by the formula (X) has excellent hole transportability, it is preferably 0.1 to 90 mol% with respect to the total amount of the structural units contained in the polymer compound of the second organic layer. More preferably, it is 1-70 mol%, More preferably, it is 10-50 mol%.

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

  In the polymer compound of the second organic layer, the structural unit represented by the formula (X) may be included alone or in combination of two or more.

［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, and these This group may have a substituent. ]

The arylene group represented by Ar ^Y1 is more preferably a formula (A-1), a formula (A-6), a formula (A-7), a formula (A-9) to a formula (A-11), a formula (A A-13) or a group represented by formula (A-19), more preferably in formula (A-1), formula (A-7), formula (A-9) or formula (A-19). And these groups may have a substituent.

More preferably, the divalent heterocyclic group represented by Ar ^Y1 is represented by the formula (AA-4), formula (AA-10), formula (AA-13), formula (AA-15), formula (AA-18) ) Or a group represented by formula (AA-20), more preferably represented by formula (AA-4), formula (AA-10), formula (AA-18) or formula (AA-20) These groups may have a substituent.

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, and further preferable. The ranges are the same as the more preferable ranges and further preferable ranges of the arylene group and divalent heterocyclic group represented by Ar ^Y1 described above.

The divalent group in which at least one arylene group represented by Ar ^Y1 and at least one divalent heterocyclic group are directly bonded to each other is at least represented by Ar ^X2 and Ar ^X4 in the formula (X). Examples thereof include the same divalent groups in which one kind of arylene group and at least one kind of 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, and these groups may further have a substituent.

  Examples of the structural unit represented by the formula (Y) include structural units represented by the formula (Y-1) to the formula (Y-7), and the external quantum efficiency of the light emitting device according to the embodiment of the present invention. From the viewpoint of the above, it is preferably a structural unit represented by the formula (Y-1) or the formula (Y-2), and from the viewpoint of the electron transport property of the polymer compound of the second organic layer, preferably the formula (Y-3) or a structural unit represented by formula (Y-4), and preferably from formula (Y-5) to formula from the viewpoint of hole transport properties of the polymer compound of the second organic layer It is a structural unit represented by (Y-7).

［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ともに環を形成していてもよい。］

[Wherein, R ^Y1 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 optionally have a substituent. . A plurality of R ^Y1 may be the same or different, and adjacent R ^Y1 may be bonded to each other to form a ring together with the carbon atom to which each is bonded. ]

R ^Y1 is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, or an aryl group, and these groups optionally have a substituent.

  The structural unit represented by the formula (Y-1) is preferably a 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。］

[Wherein, R ^Y11 represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. A plurality of R ^Y11 may be the same or different. ]

R ^Y11 is preferably an alkyl group, a cycloalkyl group, or an aryl group, more preferably an alkyl group or a cycloalkyl group, and these groups optionally 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ともに環を形成していてもよい。］

[Where:
R ^Y1 represents 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. R ^Y2 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 R ^Y2 may be the same or different, and R ^Y2 may be bonded to each other to form a ring together with the carbon atom to which each is bonded. ]

R ^Y2 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. May be.

In X ^Y1 , the combination of two R ^{Y2 in} the group represented by —C (R ^Y2 ) ₂ — is preferably an alkyl group or a cycloalkyl group, both are aryl groups, and both are monovalent complex. A cyclic group, or one is an alkyl group or a cycloalkyl group and the other is an aryl group or a monovalent heterocyclic group, more preferably one is an alkyl group or a cycloalkyl group and the other is an aryl group. May have a substituent. Two R ^{Y2 s} may be bonded to each other to form a ring together with the atoms to which they are bonded. When R ^Y2 forms a ring, the group represented by —C (R ^Y2 ) ₂ — Is preferably a group represented by formula (Y-A1) to formula (Y-A5), more preferably a group represented by formula (Y-A4), and these groups have a substituent. You may do it.

In X ^Y1 , the combination of two R ^{Y2 in} the group represented by —C (R ^Y2 ) ═C (R ^Y2 ) — is preferably both an alkyl group or a cycloalkyl group, or one of which is an alkyl group Alternatively, a cycloalkyl group and the other is an aryl group, and these groups optionally have a substituent.

In X ^Y1 , four R ^Y2 in the group represented by —C (R ^Y2 ) ₂ —C (R ^Y2 ) ₂ — are preferably an alkyl group or a cycloalkyl group which may have a substituent. It is. A plurality of R ^Y2 may be bonded to each other to form a ring together with the atoms to which they are bonded. When R ^Y2 forms a ring, —C (R ^Y2 ) ₂ —C (R ^Y2 ) ₂ — The group represented is preferably a group represented by the formula (Y-B1) to the formula (Y-B5), more preferably a group represented by the formula (Y-B3), and these groups are It may have a substituent.

［式中、Ｒ^Y2は前記と同じ意味を表す。］

[Wherein, R ^Y2 represents the same meaning as described above. ]

  The structural unit represented by the formula (Y-2) is preferably a 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。］

[Wherein, R ^Y1 and X ^Y1 represent the same meaning 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。］

[Where:
R ^Y1 represents the same meaning as described above.
R ^Y3 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. ]

R ^Y3 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. May be.

［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。］

[Where:
R ^Y1 represents the same meaning as described above.
R ^Y4 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 optionally have a substituent. ]

R ^Y4 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. May be.

  Examples of the structural unit represented by the formula (Y) include structural units represented by the formula (Y-11) to the formula (Y-56), and preferably the formula (Y-11) to the formula (Y Y-55).

The structural unit represented by the formula (Y), in which Ar ^Y1 is an arylene group, is more excellent in the external quantum efficiency of the light emitting device of the embodiment of the present invention. Preferably it is 0.5-80 mol% with respect to the total amount of the structural unit contained in a compound, More preferably, it is 30-60 mol%.

A structural unit represented by the formula (Y), wherein Ar ^Y1 is a divalent heterocyclic group, or at least one arylene group and at least one divalent heterocyclic group are directly bonded. The structural unit which is a group of the organic group is preferably 0.5 to the total amount of the structural units contained in the polymer compound of the second organic layer because the charge transport property of the polymer compound of the second organic layer is excellent. It is 40 mol%, More preferably, it is 3-30 mol%.
One type of structural unit represented by the formula (Y) may be contained in the polymer compound of the second organic layer, or two or more types may be contained.

  Examples of the polymer compound of the second organic layer include polymer compounds P-1 to P-8 shown in Table 1. Here, the “other structural unit” means a structural unit other than the structural units represented by Formula (2), Formula (2 ′), Formula (X), and Formula (Y).

［表中、ｐ’、ｑ’、ｒ’、ｓ’及びｔ’は、各構成単位のモル比率を表す。ｐ’＋ｑ’＋ｒ’＋ｓ’＋ｔ’＝100であり、且つ、70≦ｐ’＋ｑ’＋ｒ’＋ｓ’≦100である。］

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

  Examples and preferred ranges of the structural units represented by the formula (2), the formula (2 ′), the formula (X) and the formula (Y) in the polymer compounds P-1 to P-8 are as described above. .

The number average molecular weight in terms of polystyrene of the polymer compound of the second organic layer is preferably 5 × 10 ³ to 1 × 10 ⁶ , more preferably 1 × 10 ^{4 to} 5 × 10 ⁵ , more preferably. 1.5 × 10 ⁴ to 1 × 10 ⁵ .

[Method for producing polymer compound of second organic layer]
The polymer compound of the second organic layer can be produced using a known polymerization method described in Chemical Review (Chem. Rev.), Vol. 109, pages 897-1091 (2009), etc. Examples thereof include a polymerization method by a coupling reaction using a transition metal catalyst such as a reaction, a Yamamoto reaction, a Buchwald reaction, a Stille reaction, a Negishi reaction, and a Kumada reaction.

  In the polymerization method, as a method of charging the monomer, a method of charging the entire amount of the monomer into the reaction system at once, a part of the monomer is charged and reacted, and then the remaining monomer is batched, Examples thereof include a method of charging continuously or divided, a method of charging monomer continuously or divided, and the like.

  Examples of the transition metal catalyst include a palladium catalyst and a nickel catalyst.

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

[Low molecular compound of the second organic layer]
The low molecular compound of the second organic layer is preferably a low molecular compound represented by the formula (3).

［式中、
ｍ^B1、ｍ^B2及びｍ^B3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。ｍ^B3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。
Ａｒ⁷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。Ａｒ⁷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、−Ｎ(Ｒ’’’)−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、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、架橋基である。］

[Where:
m ^B1 , m ^B2 and m ^B3 each independently represent an integer of 0 or more. A plurality of m ^B1 may be the same or different. When a plurality of m ^B3 are present, they may be the same or different.
Ar ⁷ represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocyclic ring are directly bonded, and these groups have a substituent. It may be. When a plurality of Ar ⁷ are present, they may be the same or different.
L ^B1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —N (R ′ ″) —, an oxygen atom or a sulfur atom, and these groups are substituent groups. You may have. R ′ ″ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of L ^B1 are present, 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, and these groups may have a substituent. A plurality of X ″ may be the same or different. However, at least one of a plurality of X ″ is a crosslinking group. ]

m ^B1 is usually an integer of 0 to 10, and since it facilitates the synthesis of the cross-linking material, it is preferably an integer of 0 to 5, more preferably an integer of 0 to 2, and even more preferably 0 or 1, particularly preferably 0.
m ^B2 is usually an integer of 0 to 10, and it is preferably an integer of 0 to 5 because the synthesis of the crosslinking material is facilitated and the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. More preferably, it is an integer of 0 to 3, more preferably 1 or 2, and particularly preferably 1.
m ^B3 is generally an integer of 0 to 5, and is preferably an integer of 0 to 4, more preferably an integer of 0 to 2, and even more preferably 0 because synthesis of the crosslinking material is facilitated. is there.

The definition and examples of the arylene group part excluding m ^B3 substituents of the aromatic hydrocarbon group represented by Ar ⁷ are the definitions and examples of the arylene group represented by Ar ^X2 in the aforementioned formula (X). The same.
The definition and examples of the divalent heterocyclic group part excluding m ^B3 substituents of the heterocyclic group represented by Ar ⁷ are the divalent heterocyclic ring represented by Ar ^X2 in the above formula (X). Same as definition and example of base part.
The definition and examples of the divalent group excluding m ^B3 substituents of the group in which at least one aromatic hydrocarbon ring represented by Ar ⁷ and at least one heterocycle are directly bonded are as described above. The definition and example of the divalent group in which at least one kind of arylene group represented by Ar ^X2 and at least one kind of divalent heterocyclic group in (X) are directly bonded are the same.
The definition and example of the substituent that the group represented by Ar ⁷ may have are the same as the definition and example of the substituent that the group represented by Ar ^X2 in Formula (X) may have. is there.
Ar ⁷ is preferably an aromatic hydrocarbon group because the external quantum efficiency of the light emitting device of the embodiment of the present invention is excellent, and this aromatic hydrocarbon group may have a substituent.

The definitions and examples of the alkylene group, cycloalkylene group, arylene group and divalent heterocyclic group represented by L ^B1 are respectively the alkylene group, cycloalkylene group, arylene group and divalent represented by L ^A described above. This is the same as the definition and example of the heterocyclic group of.
L ^B1 is preferably an alkylene group, an arylene group or an oxygen atom, more preferably an alkylene group or an arylene group, still more preferably a phenylene group, a fluorenediyl group or An alkylene group, particularly preferably a phenylene group or an alkylene group, and these groups optionally have a substituent.

  X ″ is preferably a bridging group, an aryl group or a monovalent heterocyclic group represented by any one of the formulas (XL-1) to (XL-17), more preferably the formula (XL). -1), a formula (XL-3), a formula (XL-7) to a formula (XL-10), a formula (XL-16) or a crosslinkable group represented by the formula (XL-17), or an aryl group And more preferably a crosslinking group, a phenyl group, a naphthyl group or a fluorenyl group represented by the formula (XL-1), the formula (XL-16) or the formula (XL-17). XL-16) or a crosslinking group represented by formula (XL-17), a phenyl group or a naphthyl group, particularly preferably a crosslinking group represented by formula (XL-16) or a naphthyl group, These groups may have a substituent.

  Examples of the cross-linking material include low molecular compounds represented by formula (3-1) to formula (3-16), and preferably represented by formula (3-1) to formula (3-10). It is a low molecular compound, More preferably, it is a low molecular compound represented by Formula (3-5)-Formula (3-9).

  The low molecular weight compounds of the second organic layer are described in Aldrich, Luminescence Technology Corp. Available from the American Dye Source. In addition, it is compoundable according to the method described in the international publication 1997/033193, the international publication 2005/035221, and the international publication 2005/049548, for example.

  In the second organic layer, the crosslinked material of the crosslinking material may be contained singly or in combination of two or more.

[Second composition]
The second organic layer includes a crosslinked material of a crosslinking material and at least one material selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light emitting material, and an antioxidant. May be a layer containing a composition (hereinafter, also referred to as “second composition”).

  Examples and preferred ranges of the hole transport material, electron transport material, hole injection material, electron injection material and luminescent material contained in the second composition are the hole transport material contained in the first composition. The examples of the electron transport material, the hole injection material, the electron injection material, and the light emitting material are the same as the preferred range. In the second composition, the compounding amounts of the hole transport material, the electron transport material, the hole injection material, the electron injection material, and the light emitting material are each usually 1 when the crosslinked material is 100 parts by weight. -400 parts by weight, preferably 5-150 parts by weight.

  Examples and preferred ranges of the antioxidant contained in the second composition are the same as examples and preferred ranges of the antioxidant contained in the first composition. In the second composition, the blending amount of the antioxidant is usually 0.001 to 10 parts by weight when the crosslinked material of the crosslinking material is 100 parts by weight.

[Second ink]
The second composition containing the crosslinking material and the solvent (hereinafter also referred to as “second ink”) can be suitably used in the wet method described in the section of the first ink. The preferable range of the viscosity of the second ink is the same as the preferable range of the viscosity of the first ink. Examples and preferred ranges of the solvent contained in the second ink are the same as examples and preferred ranges of the solvent contained in the first ink.

  In the second ink, the blending amount of the solvent is usually 1000 to 100000 parts by weight, preferably 2000 to 20000 parts by weight when the crosslinking material is 100 parts by weight.

<Layer structure of light emitting element>
The light emitting device of the embodiment of the present invention may have a layer other than the anode, the cathode, the first organic layer, and the second organic layer.
In the light emitting device of the embodiment of the present invention, the first organic layer is usually a light emitting layer (hereinafter referred to as “first light emitting layer”).
In the light emitting device of the embodiment of the present invention, the second organic layer is usually a hole transport layer, a second light emitting layer or an electron transport layer, preferably a hole transport layer or a second light emitting layer. More preferably, it is a hole transport layer.

  In the light emitting device of the embodiment of the present invention, the first organic layer and the second organic layer are preferably adjacent to each other because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. In the light emitting device of the embodiment of the present invention, the second organic layer is a layer provided between the anode and the first organic layer because the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. Preferably, it is a hole transport layer or a second light emitting layer provided between the anode and the first organic layer, and a hole transport provided between the anode and the first organic layer. More preferably, it is a layer.

  In the light emitting device of the embodiment of the present invention, when the second organic layer is a hole transport layer provided between the anode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is Since it is more excellent, it is preferable to further have a hole injection layer between the anode and the second organic layer. In addition, when the second organic layer is a hole transport layer provided between the anode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. It is preferable to further include at least one of an electron injection layer and an electron transport layer between the organic layer and the organic layer.

  In the light emitting device of the embodiment of the present invention, when the second organic layer is a second light emitting layer provided between the anode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention Therefore, it is preferable to further include at least one of a hole injection layer and a hole transport layer between the anode and the second organic layer. In addition, when the second organic layer is a second light emitting layer provided between the anode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, It is preferable to further include at least one of an electron injection layer and an electron transport layer between one organic layer.

  In the light emitting device of the embodiment of the present invention, when the second organic layer is a second light emitting layer provided between the cathode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention Therefore, it is preferable to further include at least one of a hole injection layer and a hole transport layer between the anode and the first organic layer. In addition, when the second organic layer is the second light emitting layer provided between the cathode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, It is preferable to further include at least one of an electron injection layer and an electron transport layer between the two organic layers.

  In the light emitting device of the embodiment of the present invention, when the second organic layer is an electron transport layer provided between the cathode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is more Since it is excellent, it is preferable to further include at least one of a hole injection layer and a hole transport layer between the anode and the first organic layer. In addition, when the second organic layer is an electron transport layer provided between the cathode and the first organic layer, the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent. It is preferable to further have an electron injection layer between the organic layer.

  Specific layer configurations of the light emitting device according to the embodiment of the present invention include, for example, layer configurations represented by the following (D1) to (D15). The light emitting device of the embodiment of the present invention usually has a substrate, but may be laminated on the substrate from the anode, or may be laminated on the substrate from the cathode.

(D1) Anode / second light emitting layer (second organic layer) / first light emitting layer (first organic layer) / cathode (D2) anode / hole transporting layer (second organic layer) / first 1 light emitting layer (first organic layer) / cathode (D3) anode / hole injection layer / second light emitting layer (second organic layer) / first light emitting layer (first organic layer) / cathode (D4) Anode / hole injection layer / second light emitting layer (second organic layer) / first light emitting layer (first organic layer) / electron transport layer / cathode (D5) anode / hole injection layer / Second light emitting layer (second organic layer) / first light emitting layer (first organic layer) / electron injection layer / cathode (D6) anode / hole injection layer / second light emitting layer (second Organic layer) / first light emitting layer (first organic layer) / electron transport layer / electron injection layer / cathode (D7) anode / hole injection layer / hole transport layer (second organic layer) / first 1 light emitting layer (first organic layer) / cathode (D8) anode / positive Injection layer / hole transport layer (second organic layer) / first light emitting layer (first organic layer) / electron transport layer / cathode (D9) anode / hole injection layer / hole transport layer (second Organic layer) / first light emitting layer (first organic layer) / electron injection layer / cathode (D10) anode / hole injection layer / hole transport layer (second organic layer) / first light emitting layer (First organic layer) / electron transport layer / electron injection layer / cathode (D11) anode / hole injection layer / hole transport layer / second light emitting layer (second organic layer) / first light emitting layer (First organic layer) / electron transport layer / electron injection layer / cathode (D12) anode / hole injection layer / hole transport layer (second organic layer) / first light emitting layer (first organic layer) ) / Second light emitting layer / electron transport layer / electron injection layer / cathode (D13) anode / hole injection layer / hole transport layer / first light emitting layer (first organic layer) / second light emitting layer (Second organic layer) / Electron transport layer / Child injection layer / cathode (D14) anode / hole injection layer / hole transport layer / first light emitting layer (first organic layer) / electron transport layer (second organic layer) / electron injection layer / cathode ( D15) Anode / hole injection layer / hole transport layer (second organic layer) / second light emitting layer / first light emitting layer (first organic layer) / electron transport layer / electron injection layer / cathode

In the above (D1) to (D15), “/” means that the front and back layers are adjacently stacked. Specifically, “second light emitting layer (second organic layer) / first light emitting layer (first organic layer)” means the second light emitting layer (second organic layer) and the first light emitting layer (second organic layer). The light emitting layer (first organic layer) is adjacently laminated.
Since the external quantum efficiency of the light emitting device of the embodiment of the present invention is more excellent, the layer configuration represented by (D3) to (D12) is preferable, and the layer configuration represented by (D7) to (D10) is more preferable.

In the light emitting device according to the embodiment of the present invention, the anode, the hole injection layer, the hole transport layer, the second light emitting layer, the electron transport layer, the electron injection layer, and the cathode are provided in two or more layers as necessary. It may be done.
When there are a plurality of anodes, hole injection layers, hole transport layers, second light emitting layers, electron transport layers, electron injection layers, and cathodes, they may be the same or different.

The thickness of the anode, the hole injection layer, the hole transport layer, the first light emitting layer, the second light emitting layer, the electron transport layer, the electron injection layer, and the cathode is usually 1 nm to 1 μm, preferably 2 nm to It is 500 nm, More preferably, it is 5 nm-150 nm.
In the light emitting element of the embodiment of the present invention, the order, the number, and the thickness of the layers to be stacked may be adjusted in consideration of the light emission efficiency and the element life of the light emitting element.

[Second light emitting layer]
The second light emitting layer is usually a layer containing a second organic layer or a light emitting material. When the second light emitting layer is a layer containing a light emitting material, examples of the light emitting material contained in the second light emitting layer include the light emitting material that may be contained in the first composition. It is done. The light emitting material contained in the second light emitting layer may be contained singly or in combination of two or more.
When the light-emitting element of the embodiment of the present invention has the second light-emitting layer, and the hole transport layer and the electron transport layer described below are not the second organic layer, the second light-emitting layer is the second light-emitting layer. The organic layer is preferable.

[Hole transport layer]
The hole transport layer is usually a layer containing a second organic layer or a hole transport material. When the hole transport layer is a layer containing a hole transport material, examples of the hole transport material include a hole transport material that may be contained in the first composition described above. The hole transport material contained in the hole transport layer may be contained singly or in combination of two or more.
When the light-emitting element of the embodiment of the present invention has a hole transport layer and the above-described second light-emitting layer and the electron transport layer described later are not the second organic layer, the hole transport layer is the second transport layer. An organic layer is preferred.

[Electron transport layer]
The electron transport layer is usually the second organic layer or a layer containing an electron transport material, and preferably a layer containing an electron transport material. When the electron transport layer is a layer containing an electron transport material, examples of the electron transport material contained in the electron transport layer include the electron transport material that may be contained in the first composition described above. .

  When the light-emitting device of the embodiment of the present invention has an electron transport layer and the electron transport layer is not the second organic layer, the electron transport material contained in the electron transport layer is represented by the formula (ET-1). And a polymer compound containing at least one structural unit selected from the group consisting of the structural unit represented by formula (ET-2) (hereinafter also referred to as “polymer compound of electron transport layer”). It is preferable that

［式中、
ｎＥ１は、１以上の整数を表す。
Ａｒ^E1は、芳香族炭化水素基又は複素環基を表し、これらの基はＲ^E1以外の置換基を有していてもよい。
Ｒ^E1は、式（ＥＳ−１）で表される基を表す。Ｒ^E1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。］

[Where:
nE1 represents an integer of 1 or more.
Ar ^E1 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent other than R ^E1 .
R ^E1 represents a group represented by the formula (ES-1). When a plurality of R ^E1 are present, they may be the same or different. ]

-R ^E3 -{(Q ^E1 ) _nE3 -Y ^E1 (M ^E1 ) _aE1 (Z ^E1 ) _bE1 } _mE1
(ES-1)
[Where:
nE3 represents an integer of 0 or more, aE1 represents an integer of 1 or more, bE1 represents an integer of 0 or more, and mE1 represents an integer of 1 or more. When a plurality of nE3, aE1, and bE1 are present, they may be the same or different. However, mE1 is 1 when R ^E3 is a single bond. Further, aE1 and bE1 are selected so that the charge of the group represented by the formula (ES-1) is zero.
R ^E3 represents a single bond, a hydrocarbon group, a heterocyclic group, or —O—R ^E3 ′ (R ^E3 ′ represents a hydrocarbon group or a heterocyclic group), and these groups have a substituent. It may be.
Q ^E1 represents an alkylene group, a cycloalkylene group, an arylene group, an oxygen atom or a sulfur atom, and these groups optionally have a substituent. When a plurality of Q ^E1 are present, they may be the same or different.
Y ^E1 represents CO ₂ ⁻ , SO ₃ ⁻ , SO ₂ ^— or PO ₃ ²⁻ . When a plurality of Y ^E1 are present, they may be the same or different.
M ^E1 represents an alkali metal cation, an alkaline earth metal cation or an ammonium cation, and this ammonium cation may have a substituent. When a plurality of M ^E1 are present, they may be the same or different.
Z ^E1 is F ⁻ , Cl ⁻ , Br ⁻ , I ⁻ , OH ⁻ , B (R ^E4 ) ₄ ⁻ , R ^E4 SO ₃ ⁻ , R ^E4 COO ⁻ , NO ₃ ⁻ , SO ₄ ²⁻ , HSO ₄ ^−. , PO ₄ ³⁻ , HPO ₄ ²⁻ , H ₂ PO ₄ ⁻ , BF ₄ ⁻ or PF ₆ ⁻ . R ^E4 represents an alkyl group, a cycloalkyl group, or an aryl group, and these groups optionally have a substituent. When a plurality of Z ^E1 are present, they may be the same or different. ]

  nE1 is usually an integer of 1 to 4, preferably 1 or 2.

Examples of the aromatic hydrocarbon group or heterocyclic group represented by Ar ^E1 include 1,4-phenylene group, 1,3-phenylene group, 1,2-phenylene group, 2,6-naphthalenediyl group, 1,4 Hydrogen bonded directly to the atoms constituting the ring from a naphthalenediyl group, a 2,7-fluorenediyl group, a 3,6-fluorenediyl group, a 2,7-phenanthenediyl group or a 2,7-carbazolediyl group A group excluding one atom nE1 is preferable, and may have a substituent other than R ^E1 .

Examples of the substituent other than R ^E1 that Ar ^E1 may have include 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, and an aryloxy group. Group, an amino group, a substituted amino group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a cycloalkynyl group, a carboxyl group, and a group represented by the formula (ES-3).

_{-O- (C n 'H 2n'} O) nx -C m 'H 2m' + 1 (ES-3)
[Wherein, n ′, m ′ and nx each independently represents an integer of 1 or more. ]

nE3 is an integer of 0-10 normally, Preferably it is an integer of 0-8, More preferably, it is an integer of 0-2.
aE1 is an integer of 1-10 normally, Preferably it is an integer of 1-5, More preferably, it is 1 or 2.
bE1 is an integer of 0-10 normally, Preferably it is an integer of 0-4, More preferably, it is 0 or 1.
mE1 is usually an integer of 1 to 5, preferably 1 or 2, and more preferably 1.

When R ^E3 is —O—R ^E3 ′, the group represented by the formula (ES-1) is a group represented by the following formula.
-O-R ^E3 '-{(Q ^E1 ) _nE3 -Y ^E1 (M ^E1 ) _aE1 (Z ^E1 ) _bE1 } _mE1

R ^E3 is preferably a hydrocarbon group or a heterocyclic group, more preferably an aromatic hydrocarbon group or an aromatic heterocyclic group, and still more preferably an aromatic hydrocarbon group.

^Examples of the substituent that R ^E3 may have include an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, and a group represented by the formula (ES-3). The group represented by 3) is preferred.

Q ^E1 is preferably an alkylene group, an arylene group or an oxygen atom, more preferably an alkylene group or an oxygen atom.
Y ^E1 is preferably CO ₂ ⁻ , SO ₂ ⁻ or PO ₃ ²⁻ , more preferably CO ₂ ⁻ .

Examples of the alkali metal cation represented by M ^E1 include Li ⁺ , Na ⁺ , K ⁺ , Rb ⁺ , and Cs ⁺ . K ⁺ , Rb ^{+, and} Cs ⁺ are preferable, and Cs ⁺ is more preferable.
Examples of the alkaline earth metal cation represented by M ^E1 include Be ²⁺ , Mg ²⁺ , Ca ²⁺ , Sr ²⁺ and Ba ²⁺ , and Mg ²⁺ , Ca ²⁺ and Sr ^2+. Or Ba ^<2+> is preferable and Ba ^<2+> is more preferable.
M ^E1 is preferably an alkali metal cation or alkaline earth metal cation, more preferably an alkali metal cation.

Z ^E1 is preferably F ⁻ , Cl ⁻ , Br ⁻ , I ⁻ , OH ⁻ , B (R ^E4 ) ₄ ⁻ , R ^E4 SO ₃ ⁻ , R ^E4 COO ⁻ or NO ₃ ⁻ , and F ⁻ , Cl ^{−. , Br -, I -, OH} -, R E4 SO 3 - or R ^E4 COO ^- are preferred. R ^E4 is preferably an alkyl group.

  Examples of the group represented by the formula (ES-1) include a group represented by the following formula.

［式中、Ｍ⁺は、Ｌｉ⁺、Ｎａ⁺、Ｋ⁺、Ｃｓ⁺又はＮ（ＣＨ₃）₄ ⁺を表す。Ｍ⁺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。］

[Wherein M ⁺ represents Li ⁺ , Na ⁺ , K ⁺ , Cs ⁺ or N (CH ₃ ) ₄ ⁺ . When a plurality of M ⁺ are present, they may be the same or different. ]

［式中、
ｎＥ２は、１以上の整数を表す。
Ａｒ^E2は、芳香族炭化水素基又は複素環基を表し、これらの基はＲ^E2以外の置換基を有していてもよい。
Ｒ^E2は、式（ＥＳ−２）で表される基を表す。Ｒ^E2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。］

[Where:
nE2 represents an integer of 1 or more.
Ar ^E2 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent other than R ^E2 .
R ^E2 represents a group represented by the formula (ES-2). When a plurality of R ^E2 are present, they may be the same or different. ]

-R ^E5 -{(Q ^E2 ) _nE4 -Y ^E2 (M ^E2 ) _aE2 (Z ^E2 ) _bE2 } _mE2
(ES-2)
[Where:
nE4 represents an integer of 0 or more, aE2 represents an integer of 1 or more, bE2 represents an integer of 0 or more, and mE2 represents an integer of 1 or more. When there are a plurality of nE4, aE2, and bE2, they may be the same or different. However, mE2 is 1 when R ^E5 is a single bond. Further, aE2 and bE2 are selected so that the charge of the group represented by the formula (ES-2) becomes zero.
R ^E5 represents a single bond, a hydrocarbon group, a heterocyclic group, or —O—R ^E5 ′ (R ^E5 ′ represents a hydrocarbon group or a heterocyclic group), and these groups have a substituent. It may be.
Q ^E2 represents an alkylene group, a cycloalkylene group, an arylene group, an oxygen atom or a sulfur atom, and these groups optionally have a substituent. When a plurality of Q ^E2 are present, they may be the same or different.
Y ^E2 represents -C ⁺ R ^E6 ₂ , -N ⁺ R ^E6 ₃ , -P ⁺ R ^E6 ₃ , -S ⁺ R ^E6 ₂ or -I ⁺ R ^E6 ₂ . R ^E6 represents a hydrogen atom, an alkyl group, a cycloalkyl group, or an aryl group, and these groups optionally have a substituent. A plurality of R ^E6 may be the same or different. When a plurality of Y ^E2 are present, they may be the same or different.
M ^E2 represents F ⁻ , Cl ⁻ , Br ⁻ , I ⁻ , OH ⁻ , B (R ^E7 ) ₄ ⁻ , R ^E7 SO ₃ ⁻ , R ^E7 COO ⁻ , BF ₄ ⁻ , SbCl ₆ ⁻ or SbF ₆ ⁻ . Represent. R ^E7 represents an alkyl group, a cycloalkyl group, or an aryl group, and these groups optionally have a substituent. When a plurality of M ^E2 are present, they may be the same or different.
Z ^E2 represents an alkali metal cation or an alkaline earth metal cation. When a plurality of Z ^E2 are present, they may be the same or different. ]

  nE2 is usually an integer of 1 to 4, preferably 1 or 2.

Examples of the aromatic hydrocarbon group or heterocyclic group represented by Ar ^E2 include 1,4-phenylene group, 1,3-phenylene group, 1,2-phenylene group, 2,6-naphthalenediyl group, 1,4 Hydrogen bonded directly to the atoms constituting the ring from a naphthalenediyl group, a 2,7-fluorenediyl group, a 3,6-fluorenediyl group, a 2,7-phenanthenediyl group or a 2,7-carbazolediyl group A group excluding n2 atoms is preferable, and may have a substituent other than R ^E2 .

The substituent group other than Ar ^E2 is may have R ^E2, is the same as the substituent other than optionally Ar ^E1 is have R ^E1.

nE4 is an integer of 0-10 normally, Preferably it is an integer of 0-8, More preferably, it is an integer of 0-2.
aE2 is an integer of usually 1 to 10, preferably an integer of 1 to 5, and more preferably 1 or 2.
bE2 is an integer of 0-10 normally, Preferably it is an integer of 0-4, More preferably, it is 0 or 1.
mE2 is usually an integer of 1 to 5, preferably 1 or 2, and more preferably 1.

When R ^E5 is —O—R ^E5 ′, the group represented by the formula (ES-2) is a group represented by the following formula.
-O-R ^E5 '-{(Q ^E1 ) _nE3 -Y ^E1 (M ^E1 ) _aE1 (Z ^E1 ) _bE1 } _mE1

R ^E5 is preferably a hydrocarbon group or a heterocyclic group, more preferably an aromatic hydrocarbon group or an aromatic heterocyclic group, and still more preferably an aromatic hydrocarbon group.

^Examples of the substituent that R ^E5 may have include an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, and a group represented by the formula (ES-3). The group represented by 3) is preferred.

Q ^E2 is preferably an alkylene group, an arylene group or an oxygen atom, more preferably an alkylene group or an oxygen atom.

Y ^E2 is preferably -C ⁺ R ^E6 ₂ , -N ⁺ R ^E6 ₃ , -P ⁺ R ^E6 ₃ or -S ⁺ R ^E6 _2, more preferably -N ⁺ R ^E6 ₃ . R ^E6 is preferably a hydrogen atom, an alkyl group or an aryl group, more preferably a hydrogen atom or an alkyl group.

M ^E2 is preferably F ⁻ , Cl ⁻ , Br ⁻ , I ⁻ , B (R ^E7 ) ₄ ⁻ , R ^E7 SO ₃ ⁻ , R ^E7 COO ⁻ , BF ₄ ⁻ or SbF ⁶⁻ , and Br ⁻ , I _{^{-, B (R E7) 4}} -, R E7 COO - or SbF ^6- is more preferable. R ^E7 is preferably an alkyl group.

Examples of the alkali metal cation represented by Z ^E2 include Li ⁺ , Na ⁺ , K ⁺ , Rb ⁺ and Cs ⁺ , and Li ⁺ , Na ⁺ or K ⁺ is preferable.
Examples of the alkaline earth metal cation represented by Z ^E2 include Be ²⁺ , Mg ²⁺ , Ca ²⁺ , Sr ²⁺ and Ba ²⁺ , with Mg ²⁺ or Ca ²⁺ being preferred.
Z ^E2 is preferably an alkali metal cation.

  Examples of the group represented by the formula (ES-2) include a group represented by the following formula.

［式中、Ｘ^-は、Ｆ^-、Ｃｌ^-、Ｂｒ^-、Ｉ^-、Ｂ（Ｃ₆Ｈ₅）₄ ^-、ＣＨ₃ＣＯＯ^-又はＣＦ₃ＳＯ₃ ^-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。］

[Wherein, X ⁻ represents F ⁻ , Cl ⁻ , Br ⁻ , I ⁻ , B (C ₆ H ₅ ) ₄ ⁻ , CH ₃ COO ⁻ or CF ₃ SO ₃ ⁻ . When a plurality of X ⁻ are present, they may be the same or different. ]

  Examples of the structural units represented by the formula (ET-1) and the formula (ET-2) include structural units represented by the following formulas (ET-31) to (ET-38).

  Examples of the polymer compound for the electron transport layer include JP2009-239279A, JP2012-033845A, JP2012-216281A, JP2012-216822A, and JP2012-216815A. It can be synthesized according to the method described in 1.

  For forming a hole injection layer, a material used for forming a hole transport layer, a material used for forming a first light emitting layer, a material used for forming a second light emitting layer, and a material for forming an electron transport layer. The materials used and the materials used to form the electron injection layer, which will be described later, are a hole injection layer, a hole transport layer, a first light emitting layer, a second light emitting layer, an electron transport layer, and an electron, respectively, in manufacturing a light emitting element. When dissolved in the solvent used when forming the layer adjacent to the injection layer, it is preferred to avoid dissolution of the material in the solvent. As a method for avoiding dissolution of the material, i) a method using a material having a crosslinking group, or ii) a method of providing a difference in solubility between adjacent layers is preferable. In the method i), after forming a layer using a material having a crosslinking group, the layer can be insolubilized by crosslinking the crosslinking group.

  For example, when an electron transport layer is stacked on a first light-emitting layer or a second light-emitting layer using a difference in solubility, the electron-emitting layer is soluble in the first light-emitting layer or the second light-emitting layer. The electron transport layer can be stacked by using a low solution.

  As a solvent used when an electron transport layer is laminated on the first light-emitting layer or the second light-emitting layer using a difference in solubility, water, alcohol, ether, ester, nitrile compound, nitro compound, Fluorinated alcohol, thiol, sulfide, sulfoxide, thioketone, amide, carboxylic acid and the like are preferable. Specific examples of the solvent include methanol, ethanol, 2-propanol, 1-butanol, tert-butyl alcohol, acetonitrile, 1,2-ethanediol, N, N-dimethylformamide, dimethyl sulfoxide, acetic acid, nitromethane, propylene carbonate , Pyridine, carbon disulfide, and a mixed solvent of these solvents. When using a mixed solvent, one or more solvents selected from water, alcohols, ethers, esters, nitrile compounds, nitro compounds, fluorinated alcohols, thiols, sulfides, sulfoxides, thioketones, amides, carboxylic acids, etc., and chlorinated solvents Further, it may be a mixed solvent with one or more of an aromatic hydrocarbon solvent, an aliphatic hydrocarbon solvent, and a ketone solvent.

[Hole injection layer and electron injection layer]
The hole injection layer is a layer containing a hole injection material. As a hole injection material contained in a hole injection layer, the hole injection material which the above-mentioned 1st composition may contain is mentioned, for example. The hole injection material contained in the hole injection layer may be contained singly or in combination of two or more.

  The electron injection layer is a layer containing an electron injection material. As an electron injection material contained in an electron injection layer, the electron injection material which the above-mentioned 1st composition may contain is mentioned, for example. The electron injection material contained in the electron injection layer may be contained singly or in combination of two or more.

[Substrate / Electrode]
The substrate in the light-emitting element may be any substrate that can form electrodes and does not change chemically when the organic layer is formed. For example, the substrate is made of a material such as glass, plastic, or silicon. When an opaque substrate is used, it is preferable that the electrode farthest from the substrate is transparent or translucent.

  Examples of the material for the anode include conductive metal oxides and translucent metals, preferably indium oxide, zinc oxide, tin oxide; indium tin oxide (ITO), indium zinc oxide, etc. A composite of silver, palladium and copper (APC); NESA, gold, platinum, silver and copper.

  Examples of the material of the cathode include metals such as lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, zinc, indium; two or more kinds of alloys thereof; Alloys of at least one species and at least one of silver, copper, manganese, titanium, cobalt, nickel, tungsten, and tin; and graphite and graphite intercalation compounds. Examples of the alloy include a magnesium-silver alloy, a magnesium-indium alloy, a magnesium-aluminum alloy, an indium-silver alloy, a lithium-aluminum alloy, a lithium-magnesium alloy, a lithium-indium alloy, and a calcium-aluminum alloy.

  In the light emitting device of the embodiment of the present invention, at least one of the anode and the cathode is usually transparent or translucent, but the anode is preferably transparent or translucent.

  Examples of the method for forming the anode and the cathode include a vacuum deposition method, a sputtering method, an ion plating method, a plating method, and a laminating method.

[Method for Manufacturing Light-Emitting Element]
In the light emitting device according to the embodiment of the present invention, a method for forming each layer such as the first light emitting layer, the second light emitting layer, the hole transporting layer, the electron transporting layer, the hole injecting layer, the electron injecting layer, In the case of using a compound, for example, a vacuum deposition method from a powder, a method by film formation from a solution or a molten state can be mentioned, and in the case of using a polymer compound, for example, a method by a film formation from a solution or a molten state can be mentioned. .

  The first light-emitting layer, the second light-emitting layer, the hole transport layer, the electron transport layer, the hole injection layer, and the electron injection layer are the first ink, the second ink, and the above-described light-emitting material and hole. It can be formed by a wet method such as a spin coating method or an ink jet printing method using inks each containing a transport material, an electron transport material, a hole injection material, and an electron injection material.

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

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

  In the Examples, the polystyrene-equivalent number average molecular weight (Mn) and polystyrene-equivalent weight average molecular weight (Mw) of the polymer compound are either one of the following size exclusion chromatography (SEC) using tetrahydrofuran as the mobile phase. Determined by The SEC measurement conditions are as follows.

  The polymer compound to be measured was dissolved in tetrahydrofuran at a concentration of about 0.05% by weight, and 10 μL was injected into SEC. The mobile phase was run at a flow rate of 2.0 mL / min. As a column, PLgel MIXED-B (manufactured by Polymer Laboratories) was used. A UV-VIS detector (manufactured by Shimadzu Corporation, trade name: SPD-10Avp) was used as the detector.

NMR was measured by the following method.
About 0.5 mL of deuterated chloroform (CDCl ₃ ), deuterated tetrahydrofuran, deuterated dimethyl sulfoxide, deuterated acetone, deuterated N, N-dimethylformamide, deuterated toluene, deuterated methanol, deuterated ethanol, deuterated 2-propanol. Alternatively, it was dissolved in methylene chloride and measured using an NMR apparatus (manufactured by Agilent, trade name: INOVA300 or MERCURY 400VX).

<Synthesis Example G1> Synthesis of Metal Complexes G1 to G9 The metal complex G1 was synthesized according to the method described in JP2013-237789A.
The metal complex G2 was synthesized according to the method described in International Publication No. 2004/026886.
The metal complex G3 was synthesized according to the method described in International Publication No. 2009/131255.
The metal complex G4 was synthesized according to the method described in JP 2014-224101 A.
Metal complexes G5, G7 and G8 were synthesized according to the method described in JP-A-2014-224101.
The metal complex G6 was synthesized according to the methods described in JP 2014-224101 A and International Publication No. 2009/131255.
The metal complex G9 was synthesized according to the method described in International Publication No. 2011/032626.

<Synthesis Example B1> Synthesis of Metal Complexes B1 and B2 Metal complexes B1 and B2 were synthesized according to the method described in JP2013-147551A.

<Synthesis Example R1> Synthesis of Metal Complexes R1 to R4 The metal complex R1 was synthesized according to the method described in International Publication No. 2002/044189.
The metal complex R2 was synthesized according to the method described in JP-A-2006-188673.
The metal complex R3 was synthesized according to the method described in JP2008-179617A.
The metal complex R4 was synthesized according to the method described in JP2011-105701A.

<Synthesis Example H1> Synthesis and Acquisition of Compounds H1 to H10 and Compound HTM-1 Compound H1 was synthesized according to the method described in JP 2010-189630 A.
Compound H2 was synthesized according to the method described in JP-A-2015-110551.
Compounds H3-H5, H7, and H10, and compound HTM-1 were purchased from Luminesense Technology.
Compound H6 was synthesized according to the method described in WO2010 / 136109.
Compound H8 was synthesized according to the method described in International Publication No. 2014/115743.
Compound H9 was synthesized according to the method described in International Publication No. 2011/070963.

<Synthesis Example M1> Synthesis and Acquisition of Compounds M1 to M9 Compound M1 was synthesized according to the method described in JP2011-174062A.
Compound M2, Compound M7 and Compound M8 were synthesized according to the method described in WO2002 / 045184.
Compound M3 was synthesized according to the method described in WO2005 / 049546.
Compound M4 was synthesized according to the method described in JP 2008-106241 A. Compound M5 was synthesized according to the method described in JP 2010-189630 A.
Compound M6 was synthesized according to the method described in International Publication No. 2011/049241.
Compound M9 was synthesized according to the method described in JP 2010-215886 A.

<Synthesis Example HTL1> Synthesis of Polymer Compound HTL-1 (Step 1) After making the inside of the reaction vessel an inert gas atmosphere, Compound M1 (2.69 g), Compound M2 (0.425 g), Compound M3 (1. 64 g), compound M4 (0.238 g), dichlorobis (triphenylphosphine) palladium (2.1 mg) and toluene (62 ml) were added and heated to 105 ° C.

(Step 2) A 20 wt% tetraethylammonium hydroxide aqueous solution (10 ml) was added dropwise to the resulting reaction solution and refluxed for 4.5 hours.
(Step 3) After the reaction, phenylboronic acid (36.8 mg) and dichlorobis (triphenylphosphine) palladium (2.1 mg) were added thereto and refluxed for 16.5 hours.
(Step 4) Thereafter, an aqueous sodium diethyldithiacarbamate solution was added thereto, and the mixture was stirred at 80 ° C. for 2 hours. After cooling, the resulting reaction solution was washed twice with water, twice with a 3% by weight aqueous acetic acid solution and twice with water, and the resulting solution was added dropwise to methanol, resulting in precipitation. The obtained precipitate was dissolved in toluene and purified by passing through an alumina column and a silica gel column in this order. The obtained solution was added dropwise to methanol and stirred, and then the resulting precipitate was collected by filtration and dried to obtain 3.12 g of a polymer compound HTL-1. Mn of the high molecular compound HTL-1 was 7.8 × 10 ⁴ , and Mw was 2.6 × 10 ⁵ .

  The high molecular compound HTL-1 has a theoretical value determined from the amount of raw materials charged, a structural unit derived from the compound M1, a structural unit derived from the compound M2, a structural unit derived from the compound M3, and a compound. The structural unit derived from M4 is a copolymer composed of a molar ratio of 50: 12.5: 30: 7.5.

<Synthesis Example HTL2> Synthesis of Polymer Compound HTL-2 Polymer compound HTL-2 was synthesized using Compound M5, Compound M3, and Compound M6 according to the method described in International Publication No. 2013/146806. Mn of the high molecular compound HTL-2 was 1.9 × 10 ⁴ , and Mw was 9.9 × 10 ⁴ .

  The theoretical value obtained from the amount of the raw material used for polymer compound HTL-2 is that the structural unit derived from compound M5, the structural unit derived from compound M3, and the structural unit derived from compound M6 are: It is a copolymer composed of a molar ratio of 50: 42.5: 7.5.

<Synthesis Example HTL3> Synthesis of Polymer Compound HTL-3 (Step 1) in the synthesis of polymer compound HTL-1 was changed to the following (Step 1-1), and (Step 2) was changed to the following (Step 2-1). In the same manner as the synthesis of polymer compound HTL-1, 3.00 g of polymer compound HTL-3 was obtained except that (Step 3) was changed to the following (Step 3-1).
(Step 1-1) After making the inside of the reaction vessel an inert gas atmosphere, Compound M5 (1.74 g), Compound M3 (3.19 g), dichlorobis (triphenylphosphine) palladium (2.5 mg) and toluene (40 mL) ) And heated to 80 ° C.
(Step 2-1) To the obtained reaction solution, a 20 wt% tetraethylammonium hydroxide aqueous solution (12 mL) was added dropwise and refluxed for 8 hours.
(Step 3-1) After the reaction, phenylboronic acid (0.427 g) and dichlorobis (triphenylphosphine) palladium (2.5 mg) were added thereto and refluxed for 17 hours.

The polymer compound HTL-3 had a Mn of 4.5 × 10 ⁴ and a Mw of 1.5 × 10 ⁵ .
The polymer compound HTL-3 is composed of a structural unit derived from the compound M5 and a structural unit derived from the compound M3 in a molar ratio of 50:50 according to the theoretical value obtained from the amount of raw materials. It is a copolymer.

<Synthesis Example HTL4> Synthesis of Polymer Compound HTL-4 Polymer compound HTL-4 was synthesized according to the method described in International Publication No. 2011/049241, using Compound M7, Compound M8 and Compound M6. The high molecular compound HTL-4 had Mn of 8.9 × 10 ⁴ and Mw of 4.2 × 10 ⁵ .
The theoretical value obtained from the amount of the raw material used for polymer compound HTL-4 is that the structural unit derived from compound M7, the structural unit derived from compound M8, and the structural unit derived from compound M6 are: A copolymer composed of a molar ratio of 50: 42.5: 7.5.

<Synthesis Example HTL5> Synthesis of Polymer Compound HTL-5 Polymer compound HTL-5 was synthesized according to the method described in JP 2012-36381 A using compound M7 and compound M8. The high molecular compound HTL-5 had Mn of 8.1 × 10 ⁴ and Mw of 3.4 × 10 ⁵ .
The polymer compound HTL-5 was composed of a structural unit derived from the compound M7 and a structural unit derived from the compound M8 in a molar ratio of 50:50 according to the theoretical value obtained from the amount of the raw materials. It is a copolymer.

<Synthesis Example HTL6> Synthesis of Polymer Compound HTL-6 Polymer compound HTL-6 was prepared according to the method described in JP 2012-144722 A using compound M1, compound M2, compound M3, and compound M9. Synthesized. Mn of the high molecular compound HTL-6 was 5.0 × 10 ⁴ , and Mw was 2.5 × 10 ⁵ .
The polymer compound HTL-6 is based on theoretical values determined from the amount of raw materials charged. The structural unit derived from the compound M1, the structural unit derived from the compound M2, the structural unit derived from the compound M3, and the compound The structural unit derived from M9 is a copolymer composed of a molar ratio of 50: 12.5: 30: 7.5.

<Synthesis Example ET1> Synthesis of Polymer Compound ET1 (Synthesis of Polymer Compound ET1a)
The polymer compound ET1a is obtained by using a compound ET1-1 synthesized according to the method described in JP2012-33845A and a compound ET1-2 synthesized according to the method described in JP2012-33845A. It was synthesized according to the synthesis method described in Kai 2012-33845.

The Mn of the polymer compound ET1a was 5.2 × 10 ⁴ .
The polymer compound ET1a is composed of a structural unit derived from the compound ET1-1 and a structural unit derived from the compound ET1-2 in a molar ratio of 50:50 according to the theoretical value obtained from the amount of the raw materials. It is a copolymer obtained.

(Synthesis of polymer compound ET1)
After making the inside of reaction container into inert gas atmosphere, the high molecular compound ET1a (200 mg), tetrahydrofuran (20 mL), and ethanol (20 mL) were added, and it heated at 55 degreeC. Thereafter, cesium hydroxide (200 mg) dissolved in water (2 mL) was added thereto, and the mixture was stirred at 55 ° C. for 6 hours. Then, after cooling to room temperature, solid was obtained by concentrating under reduced pressure. The solid was washed with water and then dried under reduced pressure to obtain a polymer compound ET1 (150 mg, light yellow solid). From the NMR spectrum of the polymer compound ET1, it was confirmed that the signal derived from the ethyl group at the ethyl ester site of the polymer compound ET1a had completely disappeared.

<Example D1> Fabrication and evaluation of light-emitting element D1 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to the glass substrate by sputtering. AQ-1200 (manufactured by Plextronics), which is a polythiophene / sulfonic acid-based hole injecting agent, was formed on the anode at a thickness of 35 nm by a spin coating method, and 170 ° C. on a hot plate in an air atmosphere. The hole injection layer was formed by heating for 15 minutes.

(Formation of second organic layer)
The polymer compound HTL-2 was dissolved in xylene at a concentration of 0.7% by weight. Using the obtained xylene solution, a film having a thickness of 20 nm is formed on the hole injection layer by spin coating, and heated in a nitrogen gas atmosphere on a hot plate at 180 ° C. for 60 minutes to form a second film. An organic layer of was formed. By this heating, the polymer compound HTL-2 became a crosslinked product.

(Formation of first organic layer)
Compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 wt%) were dissolved in chlorobenzene at a concentration of 2 wt%. Using the obtained chlorobenzene solution, a film having a thickness of 80 nm was formed on the second organic layer by spin coating, and the first organic layer was heated at 130 ° C. for 10 minutes in a nitrogen gas atmosphere. Formed.

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

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D1. The external quantum efficiency at 1000 cd / m ² was 14.6%, and the CIE chromaticity coordinates (x, y) = (0.31, 0.64).

<Example D2> Production and Evaluation of Light-Emitting Element D2 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H4 and Metal Complex G4 (Compound H4 / Metal Complex G4 = 70 wt% / 30 wt%)”, a light emitting device D2 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D2. The external quantum efficiency at 1000 cd / m ² was 14.4% and CIE chromaticity coordinates (x, y) = (0.29, 0.64).

<Example D3> Production and Evaluation of Light-Emitting Element D3 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “compound H4 and metal complex G5 (compound H4 / metal complex G5 = 70 wt% / 30 wt%)”, a light emitting device D3 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D3. The external quantum efficiency at 1000 cd / m ² was 15.0%, and CIE chromaticity coordinates (x, y) = (0.30, 0.64).

<Example D4> Production and Evaluation of Light-Emitting Element D4 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in Example D1 (Formation of First Organic Layer) Instead of “Compound H4 and Metal Complex G6 (Compound H4 / Metal Complex G6 = 70 wt% / 30 wt%)”, a light emitting device D4 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D4. The external quantum efficiency at 1000 cd / m ² was 17.6%, and the CIE chromaticity coordinates (x, y) = (0.43, 0.56).

<Example D5> Production and Evaluation of Light-Emitting Element D5 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H4 and Metal Complex G7 (Compound H4 / Metal Complex G7 = 70 wt% / 30 wt%)”, a light emitting device D5 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D5. The external quantum efficiency at 1000 cd / m ² was 18.4%, and the CIE chromaticity coordinates (x, y) = (0.43, 0.56).

<Example D6> Production and Evaluation of Light-Emitting Element D6 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H4 and Metal Complex G8 (Compound H4 / Metal Complex G8 = 70 wt% / 30 wt%)”, a light emitting device D6 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D6. The external quantum efficiency at 1000 cd / m ² was 14.0%, and the CIE chromaticity coordinates (x, y) = (0.29, 0.64).

<Example D7> Production and Evaluation of Light-Emitting Element D7 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H6 and Metal Complex G3 (Compound H6 / Metal Complex G3 = 70 wt% / 30 wt%)”, a light emitting device D7 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D7. The external quantum efficiency at 1000 cd / m ² was 18.7%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Example D8> Production and Evaluation of Light-Emitting Element D8 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in Example D1 (Formation of First Organic Layer) Instead of “Compound H6 and Metal Complex G4 (Compound H6 / Metal Complex G4 = 70 wt% / 30 wt%)”, a light emitting device D8 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D8. The external quantum efficiency at 1000 cd / m ² was 16.2%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.62).

<Example D9> Production and Evaluation of Light-Emitting Element D9 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H6 and Metal Complex G5 (Compound H6 / Metal Complex G5 = 70 wt% / 30 wt%)”, a light emitting device D9 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D9. The external quantum efficiency at 1000 cd / m ² was 19.4%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Comparative Example CD1> Fabrication and Evaluation of Light-Emitting Element CD1 “Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%) in Example D1 (Formation of First Organic Layer)” Instead of “Compound H4 and Metal Complex G1 (Compound H4 / Metal Complex G1 = 70 wt% / 30 wt%)”, a light emitting device CD1 was fabricated in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD1. The external quantum efficiency at 1000 cd / m ² was 0.1%, and the CIE chromaticity coordinates (x, y) = (0.29, 0.63).

<Comparative Example CD2> Production and Evaluation of Light-Emitting Element CD2 “Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%) in Example D1 (Formation of First Organic Layer)” Instead of “Compound H4 and Metal Complex G2 (Compound H4 / Metal Complex G2 = 70 wt% / 30 wt%)”, a light emitting device CD2 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD2. The external quantum efficiency at 1000 cd / m ² was 0.2%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Comparative Example CD3> Fabrication and Evaluation of Light-Emitting Element CD3 In Example D1 (Formation of first organic layer), “chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 In place of 2% by weight. ”Instead of“ compound H1 and metal complex G3 (compound H1 / metal complex G3 = 70% by weight / 30% by weight) in chlorobenzene ” A light emitting device CD3 was fabricated in the same manner as in Example D1 except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD3. The external quantum efficiency at 1000 cd / m ² was 7.0%, and the CIE chromaticity coordinates (x, y) = (0.32, 0.63).

<Comparative Example CD4> Production and Evaluation of Light-Emitting Element CD4 In Example D1 (Formation of first organic layer), “Compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 in chlorobenzene) In place of 2% by weight of the compound H2 and the metal complex G4 (compound H2 / metal complex G4 = 70% by weight / 30% by weight) in place of 2% by weight. A light emitting device CD4 was produced in the same manner as in Example D1 except that the solution was dissolved at a concentration.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD4. The external quantum efficiency at 1000 cd / m ² was 8.1%, and the CIE chromaticity coordinates (x, y) = (0.29, 0.63).

<Comparative Example CD5> Production and Evaluation of Light-Emitting Element CD5 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in Example D1 (Formation of First Organic Layer) Instead of “Compound H6 and Metal Complex G1 (Compound H6 / Metal Complex G1 = 70 wt% / 30 wt%)”, a light emitting device CD5 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD5. The external quantum efficiency at 1000 cd / m ² was 5.3%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.61).

  Table 2 shows the results obtained in Examples D1 to D9 and Comparative Examples CD1 to CD5.

<Example D11> Production and Evaluation of Light-Emitting Element D11 In Example D1 (Formation of first organic layer), "chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 In place of 2% by weight ”), instead of“ compound H5 and metal complex G3 (compound H5 / metal complex G3 = 70% by weight / 30% by weight) in chlorobenzene ” A light emitting device D11 was produced in the same manner as in Example D1 except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D11. The external quantum efficiency at 5000 cd / m ² was 13.0%, and CIE chromaticity coordinates (x, y) = (0.31, 0.64).

<Example D12> Production and Evaluation of Light-Emitting Element D12 In Example D1 (Formation of first organic layer), "chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 In place of “the compound H7 and the metal complex G3 (compound H7 / metal complex G3 = 70% by weight / 30% by weight)” in place of the toluene. A light emitting device D12 was produced in the same manner as in Example D1, except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D12. The external quantum efficiency at 5000 cd / m ² was 14.4%, and the CIE chromaticity coordinate (x, y) = (0.32, 0.63).

<Example D13> Fabrication and Evaluation of Light-Emitting Element D13 In Example D1 (Formation of First Organic Layer), “chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 In place of “the compound H8 and the metal complex G3 (compound H8 / metal complex G3 = 70% by weight / 30% by weight)” in place of the toluene. A light emitting device D13 was produced in the same manner as in Example D1, except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D13. The external quantum efficiency at 5000 cd / m ² was 15.8%, and the CIE chromaticity coordinates (x, y) = (0.31, 0.64).

<Example D14> Fabrication and Evaluation of Light-Emitting Element D14 In Example D1 (Formation of first organic layer), “chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 In place of 2% by weight) ”instead of“ compound H9 and metal complex G3 (compound H9 / metal complex G3 = 70% by weight / 30% by weight) in chlorobenzene ” A light emitting device D14 was produced in the same manner as in Example D1 except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D14. The external quantum efficiency at 5000 cd / m ² was 17.1%, and the CIE chromaticity coordinates (x, y) = (0.31, 0.64).

<Example D15> Production and Evaluation of Light-Emitting Element D15 A light-emitting element D15 was produced in the same manner as in Example D7.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D15. The external quantum efficiency at 5000 cd / m ² was 17.9%, and CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Comparative Example CD6> Production and Evaluation of Light-Emitting Element CD6 A light-emitting element CD6 was produced in the same manner as in the comparative example.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD6. The external quantum efficiency at 5000 cd / m ² was 7.2%, and the CIE chromaticity coordinates (x, y) = (0.32, 0.63).

  Table 3 shows the results obtained in Examples D11 to D15 and Comparative Example CD6.

<Example D16> Production and Evaluation of Light-Emitting Element D16 "Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%)" in (Formation of First Organic Layer) of Example D1 Instead of “Compound H6 and Metal Complex G9 (Compound H6 / Metal Complex G9 = 70 wt% / 30 wt%)”, a light emitting device D16 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D16. The external quantum efficiency at 400 cd / m ² was 16.7%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Example D17> Production and Evaluation of Light-Emitting Element D17 In Example D1 (Formation of first organic layer), "chlorobenzene, compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70% by weight / 30"). In place of 2% by weight) ”instead of“ compound H9 and metal complex G9 (compound H9 / metal complex G9 = 70% by weight / 30% by weight) in chlorobenzene ” A light emitting device D17 was produced in the same manner as in Example D1 except that the composition was dissolved at a concentration of%.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D17. The external quantum efficiency at 400 cd / m ² was 17.7%, and the CIE chromaticity coordinates (x, y) = (0.32, 0.63).

<Comparative Example CD7> Production and Evaluation of Light-Emitting Element CD7 “Compound H4 and Metal Complex G3 (Compound H4 / Metal Complex G3 = 70 wt% / 30 wt%) in Example D1 (Formation of First Organic Layer)” Instead of “Compound H1 and Metal Complex G9 (Compound H1 / Metal Complex G9 = 70 wt% / 30 wt%)”, a light emitting device CD6 was produced in the same manner as in Example D1.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD7. The external quantum efficiency at 400 cd / m ² was 1.1%, and the CIE chromaticity coordinates (x, y) = (0.37, 0.60).

<Comparative Example CD8> Production and Evaluation of Light-Emitting Element CD8 "Polymer Compound HTL-3" was used instead of "Polymer Compound HTL-2" in (Formation of Second Organic Layer) in Example D16. A light emitting element CD8 was produced in the same manner as in Example D16 except for the above.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD8. The external quantum efficiency at 400 cd / m ² was 13.9%, and the CIE chromaticity coordinates (x, y) = (0.36, 0.61).

  Table 4 shows the results obtained in Examples D16 and D17 and Comparative Examples CD7 and CD8.

<Example D18> Production and evaluation of light-emitting element D18 In place of "polymer compound HTL-2" in (formation of the second organic layer) of example D1, "polymer compound HTL-4" was used. Furthermore, in Example D1 (Formation of the first organic layer), “compound H4 and metal complex G3 (compound H4 / metal complex G3 = 70 wt% / 30 wt%) in chlorobenzene at a concentration of 2 wt%. Instead of “dissolved”, “compound H6 and metal complex G9 (compound H6 / metal complex G9 = 70 wt% / 30 wt%) were dissolved in chlorobenzene at a concentration of 2.2 wt%”. A light emitting device D18 was produced in the same manner as in Example D1 except that

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D18. The external quantum efficiency at 50 cd / m ² was 14.3%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Comparative Example CD9> Production and Evaluation of Light-Emitting Element CD9 "Polymer Compound HTL-5" was used instead of "Polymer Compound HTL-4" in (Formation of Second Organic Layer) in Example D18. A light emitting element CD9 was produced in the same manner as in Example D18 except for the above.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD9. The external quantum efficiency at 50 cd / m ² was 12.3%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

  The results obtained in Example D18 and Comparative Example CD9 are shown in Table 5.

<Example D19> Production and Evaluation of Light-Emitting Element D19 "Polymer Compound HTL-1" was used in place of "Polymer Compound HTL-4" in (Formation of Second Organic Layer) in Example D18. A light emitting element D19 was produced in the same manner as in Example D18, except for the above.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D19. The external quantum efficiency at 10,000 cd / m ² was 14.3%, and the CIE chromaticity coordinates (x, y) = (0.33, 0.63).

<Example D20> Production and Evaluation of Light-Emitting Element D20 "Polymer Compound HTL-6" was used instead of "Polymer Compound HTL-4" in (Formation of Second Organic Layer) in Example D18. A light emitting element D20 was produced in the same manner as in Example D18, except for the above.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D20. The external quantum efficiency at 10,000 cd / m ² was 13.3%, and the CIE chromaticity coordinate (x, y) = (0.33, 0.63).

  The results obtained in Examples D19 and D20 are shown in Table 6.

<Example D21> Fabrication and evaluation of light-emitting element D21 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to the glass substrate by sputtering. AQ-1200 (manufactured by Plextronics), which is a polythiophene / sulfonic acid-based hole injecting agent, was formed on the anode at a thickness of 65 nm by a spin coating method, and was 170 ° C. on a hot plate in an air atmosphere. The hole injection layer was formed by heating for 15 minutes.

(Formation of second organic layer)
The polymer compound HTL-2 was dissolved in xylene at a concentration of 0.7% by weight. Using the obtained xylene solution, a film having a thickness of 20 nm is formed on the hole injection layer by spin coating, and heated in a nitrogen gas atmosphere on a hot plate at 180 ° C. for 60 minutes to form a second film. An organic layer of was formed. By this heating, the polymer compound HTL-2 became a crosslinked product.

(Formation of first organic layer)
Compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10% by weight) were dissolved in chlorobenzene at a concentration of 2.5% by weight. Using the obtained chlorobenzene solution, a film having a thickness of 80 nm was formed on the second organic layer by spin coating, and the first organic layer was heated at 130 ° C. for 10 minutes in a nitrogen gas atmosphere. Formed.

(Formation of cathode)
The substrate on which the first organic layer is formed is depressurized to 1.0 × 10 ⁻⁴ Pa or less in a vapor deposition machine, and then, as a cathode, sodium fluoride is about 4 nm on the first organic layer. About 80 nm of aluminum was deposited on the sodium hydride layer. After vapor deposition, the light emitting element D21 was produced by sealing using a glass substrate.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D21. The external quantum efficiency at 200 cd / m ² was 10.0%, and the CIE chromaticity coordinates (x, y) = (0.67, 0.33).

<Example D22> Production and Evaluation of Light-Emitting Element D22 "Compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10% by weight)" in Example D21 (Formation of first organic layer) Instead of “Compound H6 and Metal Complex R3 (Compound H6 / Metal Complex R3 = 90 wt% / 10 wt%)”, a light emitting device D22 was produced in the same manner as in Example D21.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D22. The external quantum efficiency at 200 cd / m ² was 14.3%, and the CIE chromaticity coordinates (x, y) = (0.60, 0.40).

<Example D23> Production and Evaluation of Light-Emitting Element D23 "Compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10% by weight)" in Example D21 (Formation of first organic layer) Instead of “Compound H6 and Metal Complex R4 (Compound H6 / Metal Complex R4 = 90 wt% / 10 wt%)”, a light emitting device D23 was produced in the same manner as in Example D21.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D23. The external quantum efficiency at 200 cd / m ² was 10.9%, and the CIE chromaticity coordinates (x, y) = (0.65, 0.35).

<Example D24> Production and Evaluation of Light-Emitting Element D24 In Example D21 (Formation of first organic layer), “chlorobenzene, compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10) In place of 2.5% by weight of the compound H9 and the metal complex R2 (compound H9 / metal complex R2 = 90% by weight / 10% by weight). A light emitting device D24 was produced in the same manner as in Example D21 except that the solution was dissolved at a concentration of 2% by weight.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D24. The external quantum efficiency at 200 cd / m ² was 9.8%, and the CIE chromaticity coordinates (x, y) = (0.68, 0.32).

<Example D25> Production and Evaluation of Light-Emitting Element D25 In place of “polymer compound HTL-2” in (formation of second organic layer) in example D21, “polymer compound HTL-1” was used. Furthermore, in Example D21 (Formation of the first organic layer), “2.5% by weight of the compound H6 and the metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10% by weight) was added to chlorobenzene. Instead of “dissolved at a concentration.”, Compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90 wt% / 10 wt%) were dissolved in toluene at a concentration of 2.2 wt%. A light emitting device D25 was produced in the same manner as in Example D21 except that “

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D25. The external quantum efficiency at 200 cd / m ² was 9.9%, and the CIE chromaticity coordinates (x, y) = (0.67, 0.32).

<Example D26> Production and Evaluation of Light-Emitting Element D26 In "Formation of Second Organic Layer" in Example D21, "polymer compound HTL-2 was dissolved in xylene at a concentration of 0.7 wt%." Instead of “compound HTM-1 was dissolved in chlorobenzene at a concentration of 0.7% by weight.” And further in “formation of the first organic layer” in Example D21 “compound H6 was added to chlorobenzene. In place of “the compound H6 and the metal complex R2 (compound H6 / metal complex R2 = 90 wt% / 10 wt%) at a concentration of 2.5 wt%”. H6 / metal complex R2 = 90% by weight / 10% by weight) was dissolved at a concentration of 2.2% by weight. A light emitting device D26 was produced in the same manner as in Example D21, except that it was dissolved.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D26. The external quantum efficiency at 200 cd / m ² was 7.2%, and the CIE chromaticity coordinates (x, y) = (0.67, 0.33).

<Example D27> Production and Evaluation of Light-Emitting Element D27 In place of “polymer compound HTL-2” in (formation of second organic layer) in example D21, “polymer compound HTL-6” was used. Furthermore, in Example D21 (Formation of the first organic layer), “2.5% by weight of the compound H6 and the metal complex R2 (compound H6 / metal complex R2 = 90% by weight / 10% by weight) was added to chlorobenzene. Instead of “dissolved at a concentration.”, Compound H6 and metal complex R2 (compound H6 / metal complex R2 = 90 wt% / 10 wt%) were dissolved in toluene at a concentration of 2.2 wt%. A light emitting device D27 was produced in the same manner as in Example D21 except that “

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D27. The external quantum efficiency at 200 cd / m ² was 6.7%, and the CIE chromaticity coordinates (x, y) = (0.68, 0.32).

<Comparative Example CD10> Fabrication and Evaluation of Light-Emitting Element CD10 “Compound H6 and Metal Complex R2 (Compound H6 / Metal Complex R2 = 90 wt% / 10 wt%) in Example D21 (Formation of First Organic Layer)” Instead of “Compound H3 and Metal Complex R2 (Compound H3 / Metal Complex R2 = 90 wt% / 10 wt%)”, a light emitting device CD10 was produced in the same manner as in Example D21.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD10. The external quantum efficiency at 200 cd / m ² was 2.2%, and CIE chromaticity coordinates (x, y) = (0.67, 0.33).

<Comparative Example CD11> Production and Evaluation of Light-Emitting Element CD11 In Example D21 (Formation of First Organic Layer), “Compound H6 and Metal Complex R2 (Compound H6 / Metal Complex R2 = 90 wt% / 10 wt%)” Instead of “Compound H1 and Metal Complex R2 (Compound H1 / Metal Complex R2 = 90 wt% / 10 wt%)”, a light emitting device CD11 was produced in the same manner as in Example D21.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD11. The external quantum efficiency at 200 cd / m ² was 1.4%, and the CIE chromaticity coordinates (x, y) = (0.66, 0.34).

  Table 7 shows the results obtained in Examples D21 to D27 and Comparative Examples CD10 and CD11.

<Example D28> Fabrication and evaluation of light-emitting element D28 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to the glass substrate by sputtering. AQ-1200 (manufactured by Plextronics), which is a polythiophene / sulfonic acid-based hole injecting agent, was formed on the anode at a thickness of 35 nm by a spin coating method, and 170 ° C. on a hot plate in an air atmosphere. The hole injection layer was formed by heating for 15 minutes.

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

(Formation of first organic layer)
Toluene, Compound H5, Metal Complex B2, Metal Complex G3 and Metal Complex R2 (Compound H5 / Metal Complex B2 / Metal Complex G3 / Metal Complex R2 = 62.05 wt% / 37.5 wt% / 0.25 wt% /0.20 wt%) was dissolved at a concentration of 2 wt%. Using the obtained toluene solution, a film having a thickness of 75 nm was formed on the second organic layer by spin coating, and the first organic layer was heated at 130 ° C. for 10 minutes in a nitrogen gas atmosphere. Formed.

(Formation of electron transport layer)
The polymer compound ET1 was dissolved in 2,2,3,3,4,4,5,5-octafluoro-1-pentanol at a concentration of 0.25% by weight. Using the obtained 2,2,3,3,4,4,5,5-octafluoro-1-pentanol solution, a film having a thickness of 10 nm is formed on the first organic layer by spin coating. Then, an electron transport layer was formed by heating at 130 ° C. for 10 minutes in a nitrogen gas atmosphere.

(Formation of cathode)
After depressurizing the substrate on which the electron transport layer was formed to 1.0 × 10 ⁻⁴ Pa or less in a vapor deposition machine, sodium fluoride was about 4 nm on the electron transport layer as a cathode, and then the sodium fluoride layer was formed. About 80 nm of aluminum was deposited thereon. After vapor deposition, the light emitting element D28 was produced by sealing using a glass substrate.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D28. The external quantum efficiency at 5000 cd / m ² was 7.0%, and the CIE chromaticity coordinates (x, y) = (0.24, 0.36).

Example D29 Production and Evaluation of Light-Emitting Element D29 In Example D28 (Formation of First Organic Layer), “Toluene, Compound H5, Metal Complex B2, Metal Complex G3, and Metal Complex R2 (Compound H5 / Metal) (Complex B2 / metal complex G3 / metal complex R2 = 62.05 wt% / 37.5 wt% / 0.25 wt% / 0.20 wt%) was dissolved at a concentration of 2 wt%. , “To chlorobenzene, compound H5, metal complex B2, metal complex G7 and metal complex R2 (compound H5 / metal complex B2 / metal complex G7 / metal complex R2 = 62.05 wt% / 37.5 wt% / 0.25 (Wt% / 0.20 wt%) was dissolved at a concentration of 2 wt%. A light emitting device D29 was produced in the same manner as in Example D28, except that the composition was dissolved.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting element D29. The external quantum efficiency at 5000 cd / m ² was 5.9%, and the CIE chromaticity coordinates (x, y) = (0.26, 0.36).

<Comparative Example CD12> Production and Evaluation of Light-Emitting Element CD12 “Compound H5, Metal Complex B2, Metal Complex G3 and Metal Complex R2 (Compound H5 / Metal Complex B2 /) in Example D28 (Formation of First Organic Layer)” Instead of “Metal Complex G3 / Metal Complex R2 = 62.05 wt% / 37.5 wt% / 0.25 wt% / 0.20 wt%)”, “Compound H5, Metal Complex B1, Metal Complex G1, and Metal Complex R1 (Compound H5 / Metal Complex B1 / Metal Complex G1 / Metal Complex R1 = 62.05 wt% / 37.5 wt% / 0.25 wt% / 0.20 wt%) A light emitting device CD12 was produced in the same manner as in Example D28.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD12. The external quantum efficiency at 5000 cd / m ² was 3.1%, and the CIE chromaticity coordinates (x, y) = (0.37, 0.34).

<Comparative Example CD13> Fabrication and Evaluation of Light-Emitting Element CD13 “Compound H5, Metal Complex B2, Metal Complex G3 and Metal Complex R2 (Compound H5 / Metal Complex B2 /) in Example D28 (Formation of First Organic Layer)” Instead of “Metal Complex G3 / Metal Complex R2 = 62.05 wt% / 37.5 wt% / 0.25 wt% / 0.20 wt%)”, “Compound H10, Metal Complex B2, Metal Complex G7 and Metal Complex R2 (Compound H10 / Metal Complex B2 / Metal Complex G7 / Metal Complex R2 = 62.05 wt% / 37.5 wt% / 0.25 wt% / 0.20 wt%) A light emitting device CD13 was produced in the same manner as in Example D28.

(Evaluation of light emitting element)
EL light emission was observed by applying a voltage to the light emitting device CD13. The external quantum efficiency at 5000 cd / m ² was 4.8%, and the CIE chromaticity coordinate (x, y) = (0.28, 0.34).

  According to the embodiment of the present invention, it is possible to provide a light emitting device having excellent external quantum efficiency.

Claims (15)

A light-emitting element having an anode, a cathode, a first organic layer provided between the anode and the cathode, and a second organic layer provided between the anode and the cathode,
The first organic layer is a layer containing a metal complex represented by the formula (1) and a compound represented by the formula (H),
The light emitting element whose 2nd organic layer is a layer containing the crosslinked body of a crosslinking material.

[Where:
M represents a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom or a platinum atom.
n ¹ represents an integer of 1 or more, n ² represents an integer of 0 or more, and n ¹ + n ² is 2 or 3. However, when M is a ruthenium atom, rhodium atom or iridium atom, n ¹ + n ² is 3, and when M is a palladium atom or platinum atom, n ¹ + n ² is 2.
E ¹ and E ² each independently represent a carbon atom or a nitrogen atom. However, at least one of E ¹ and E ² is a carbon atom. When a plurality of E ¹ and E ² are present, they may be the same or different.
Ring L ¹ represents an aromatic heterocyclic ring, and the ring may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded. When a plurality of rings L ¹ are present, they may be the same or different.
The ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocyclic ring, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded. When a plurality of rings L ² are present, they may be the same or different.
The substituent that the ring L ¹ may have and the substituent that the ring L ² may have may be bonded to each other to form a ring together with the atoms to which they are bonded.
At least one of the ring L ¹ and the ring L ² has a dendron.
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represents a carbon atom, an oxygen atom or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group constituting a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² are present, they may be the same or different. ]

[Where:
n ^H1 represents an integer of 0 or more and 5 or less. When a plurality of n ^H1 are present, they may be the same or different.
n ^H2 represents an integer of 1 to 10.
Ar ^H1 represents a group represented by the formula (H1-1). When a plurality of Ar ^H1 are present, they may be the same or different.
L ^H1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by —NR ^{H1 ′} —, an oxygen atom or a sulfur atom, and these groups have a substituent. May be. R ^{H1 ′} represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of L ^H1 are present, they may be the same or different.
Ar ^H2 is a monocyclic or condensed nitrogen-containing heterocyclic group having a sp2 nitrogen atom as a ring constituent atom and no sp3 nitrogen atom as a ring constituent atom, and the group has a substituent. You may do it. When a plurality of the substituents are present, they may be the same or different. ]

[Where:
Ring R ^H1 and ring R ^H2 each independently represent an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of such substituents are present, they may be the same or different, and may be bonded to each other to form a ring together with the atoms to which each is bonded.
X ^H1 represents a single bond, an oxygen atom, a sulfur atom, a group represented by —N (R ^XH1 ) —, or a group represented by —C (R ^{XH1 ′} ) ₂ —. R ^XH1 and R ^{XH1 ′} are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group, halogen atom or It represents a dendron, and these groups may have a substituent. A plurality of R ^{XH1 ′} may be the same or different, and may be bonded to each other to form a ring together with the carbon atom to which each is bonded.
A ^substituent that R ^XH1 and ring R ^H1 may have, a substituent that R ^XH1 and ring R ^H2 may have, a substituent that R ^{XH1 ′} and ring R ^H1 may have, and , R ^{XH1 ′} and the substituent which ring R ^H2 may have may be bonded to each other to form a ring together with the atoms to which they are bonded. ] The cross-linking material is
2. A low molecular compound having at least one crosslinking group selected from the crosslinking group A group, or a polymer compound containing a crosslinking structural unit having at least one crosslinking group selected from the crosslinking group A group. The light emitting element as described in.
(Crosslinking group A group)

[Wherein R ^XL represents a methylene group, an oxygen atom or a sulfur atom, and n ^XL represents an integer of 0 to 5. When a plurality of R ^XL are present, they may be the same or different, and when a plurality of n ^XL are present, they may be the same or different. * 1 represents a binding position. These crosslinking groups may have a substituent. ]   The light-emitting device according to claim 2, wherein the cross-linking material is a polymer compound including a cross-linking structural unit having at least one cross-linking group selected from the cross-linking group A group. The light emitting element of Claim 3 whose said bridge | crosslinking structural unit is a structural unit represented by the structural unit represented by Formula (2), or Formula (2 ').

[Where:
nA represents an integer of 0 to 5, and n represents 1 or 2. When a plurality of nA are present, they may be the same or different.
Ar ³ represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
L ^A 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. Also good. R ′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of ^LA are present, they may be the same or different.
X represents a crosslinking group selected from the crosslinking group A group. When two or more X exists, they may be the same or different. ]

[Where:
mA represents an integer of 0 to 5, m represents an integer of 1 to 4, and c represents an integer of 0 or 1. When a plurality of mA are present, they may be the same or different.
Ar ⁵ represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocyclic ring are directly bonded, and these groups have a substituent. It may be.
Ar ⁴ and Ar ⁶ each independently represent an arylene group or a divalent heterocyclic group, and these groups optionally have a substituent.
Ar ⁴ , Ar ⁵ and Ar ⁶ are each bonded to a group other than the group bonded to the nitrogen atom to which the group is bonded, directly or via an oxygen atom or a sulfur atom to form a ring. It may be.
K ^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 Also good. R ′ represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups optionally have a substituent. When a plurality of K ^A are present, they may be the same or different.
X ′ represents a bridging group selected from the bridging group A group, a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of X ′ are present, they may be the same or different. However, at least one X ′ is a crosslinking group selected from the crosslinking group A group. ]   The crosslinking group of the crosslinking material is represented by the formula (XL-2), formula (XL-3), formula (XL-4), formula (XL-5), formula (XL-6), formula (XL-7). , Formula (XL-8), Formula (XL-9), Formula (XL-10), Formula (XL-11), Formula (XL-12), Formula (XL-13), Formula (XL-14), The light emitting element as described in any one of Claims 2-4 which is group represented by Formula (XL-15) or Formula (XL-17). The group represented by the formula (H1-1) is a group represented by the formula (H1-1A), a group represented by the formula (H1-1B), a group represented by the formula (H1-1C), or The light emitting element as described in any one of Claims 1-5 which is group represented by a formula (H1-1D).

[Where:
X ^H1 represents the same meaning as described above.
X ^H2 and X ^H3 each independently represent a single bond, an oxygen atom, a sulfur atom, a group represented by —N (R ^XH2 ) —, or a group represented by —C (R ^{XH2 ′} ) ₂ —. Represent. R ^XH2 and R ^{XH2 ′} are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group, halogen atom or It represents a dendron, and these groups may have a substituent. A plurality of R ^{XH2 ′} may be the same or different and may be bonded to each other to form a ring together with the carbon atom to which each is bonded.
^{Z H1, Z H2, Z H3} , Z H4, Z H5, Z H6, Z H7, Z H8, Z H9, Z H10, Z H11 and Z ^H12 each independently represents a carbon atom or a nitrogen atom.
R ^H1 , R ^H2 , R ^H3 , R ^H4 , R ^H5 , R ^H6 , R ^H7 , R ^H8 , R ^H9 , R ^H10 , R ^H11 and R ^H12 are each independently a hydrogen atom, an alkyl group or a cycloalkyl group Represents an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom or a dendron, and these groups optionally have a substituent.
When Z ^H1 is a nitrogen atom, R ^H1 does not exist. When Z ^H2 is a nitrogen atom, R ^H2 does not exist. When Z ^H3 is a nitrogen atom, R ^H3 does not exist. When Z ^H4 is a nitrogen atom, R ^H4 does not exist. When Z ^H5 is a nitrogen atom, R ^H5 does not exist. When Z ^H6 is a nitrogen atom, R ^H6 does not exist. When Z ^H7 is a nitrogen atom, R ^H7 does not exist. When Z ^H8 is a nitrogen atom, R ^H8 does not exist. When Z ^H9 is a nitrogen atom, R ^H9 does not exist. When Z ^H10 is a nitrogen atom, R ^H10 does not exist. When Z ^H11 is a nitrogen atom, R ^H11 does not exist. When Z ^H12 is a nitrogen atom, R ^H12 does not exist.
R ^H1 and R ^H2 , R ^H2 and R ^H3 , R ^H3 and R ^H4 , R ^H5 and R ^H6 , R ^H6 and R ^H7 , R ^H7 and R ^H8 , R ^H9 and R ^H10 , R ^H10 and R ^H11 , and R ^H11 and R ^H12 may be bonded to each other to form a ring together with the carbon atoms to which they are bonded. ] Ar ^H2 is a pyridine ring, diazabenzene ring, triazine ring, azanaphthalene ring, diazanaphthalene ring, triazanaphthalene ring, tetraazanaphthalene ring, azaanthracene ring, diazaanthracene ring, triazaanthracene ring, tetraazaanthracene A group formed by removing one or more hydrogen atoms directly bonded to carbon atoms constituting a ring from a ring, azaphenanthrene ring, diazaphenanthrene ring, triazaphenanthrene ring or tetraazaphenanthrene ring (the group has a substituent); The light-emitting element according to claim 1, which may be The light emitting element as described in any one of Claims 1-7 whose metal complex represented by said Formula (1) is a metal complex represented by Formula (1-B).

[Where:
M, n ¹ , n ² and A ¹ -G ¹ -A ² represent the same meaning as described above.
^E11B , ^E12B , ^E13B , ^E14B , ^E21B , ^E22B , ^E23B and ^E24B each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11B , E ^12B , E ^13B , E ^14B , E ^21B , E ^22B , E ^23B and E ^24B , they may be the same or different. When E ^11B is a nitrogen atom, R ^11B does not exist. When E ^12B is a nitrogen atom, R ^12B does not exist. When E ^13B is a nitrogen atom, R ^13B does not exist. When E ^14B is a nitrogen atom, R ^14B does not exist. When E ^21B is a nitrogen atom, R ^21B does not exist. When E ^22B is a nitrogen atom, R ^22B does not exist. When E ^23B is a nitrogen atom, R ^23B does not exist. When E ^24B is a nitrogen atom, R ^24B does not exist.
R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryl An oxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a dendron is represented, and these groups may have a substituent. When there are a plurality of R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B , they may be the same or different. R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , R ^11B and R ^21B , R ^21B and R ^22B , R ^22B and R ^23B , and R ^23B and R ^24B are bonded to each other, You may form the ring with the atom to which each couple | bonds. However, at least one of R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B is a dendron.
Ring L ^1B represents a pyridine ring or a pyrimidine ring composed of a nitrogen atom, a carbon atom, E ^11B , E ^12B , E ^13B and E ^14B .
Ring L ^2B represents a benzene ring, a pyridine ring or a pyrimidine ring composed of two carbon atoms, E ^21B , E ^22B , E ^23B and E ^24B . ] The metal complex represented by the formula (1-B) is represented by the metal complex represented by the formula (1-B1), the metal complex represented by the formula (1-B2), and the formula (1-B3). The light-emitting element according to claim 8, which is a metal complex represented by formula (1-B4) or a metal complex represented by formula (1-B5).

[Where:
M, n ¹ , n ² , A ¹ -G ¹ -A ² , R ^11B , R ^12B , R ^13B , R ^14B , R ^21B , R ^22B , R ^23B and R ^24B represent the same meaning as described above.
n ¹¹ and n ¹² each independently represents an integer of 1 or more, and n ¹¹ + n ¹² is 2 or 3. However, when M is a ruthenium atom, rhodium atom or iridium atom, n ¹¹ + n ¹² is 3, and when M is a palladium atom or platinum atom, n ¹¹ + n ¹² is 2.
R ^15B , R ^16B , R ^17B and R ^18B are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, monovalent heterocyclic group, substituted amino group Represents a group, a halogen atom or a dendron, and these groups optionally have a substituent. When there are a plurality of R ^15B , R ^16B , R ^17B and R ^18B , they may be the same or different. R ^13B and R ^15B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^18B and R ^21B are bonded to each other to form a ring together with the atoms to which they are bonded. Also good. ] The light emitting element as described in any one of Claims 1-7 whose metal complex represented by the said Formula (1) is a metal complex represented by Formula (1-A).

[Where:
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² represent the same meaning as described above.
E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When there are a plurality of E ^11A , E ^12A , E ^13A , E ^21A , E ^22A , E ^23A and E ^24A , they may be the same or different. When E ^11A is a nitrogen atom, R ^11A may or may not be present. When E ^12A is a nitrogen atom, R ^12A may or may not be present. When E ^13A is a nitrogen atom, R ^13A may or may not be present. When E ^21A is a nitrogen atom, R ^21A does not exist. When E ^22A is a nitrogen atom, R ^22A does not exist. When E ^23A is a nitrogen atom, R ^23A does not exist. When E ^24A is a nitrogen atom, R ^24A does not exist.
R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A are each independently a hydrogen atom, alkyl group, cycloalkyl group, alkoxy group, cycloalkoxy group, aryl group, aryloxy group, It represents a monovalent heterocyclic group, substituted amino group, halogen atom or dendron, and these groups optionally have a substituent. When there are a plurality of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A , they may be the same or different. R ^11A and R ^12A , R ^12A and R ^13A , R ^11A and R ^21A , R ^21A and R ^22A , R ^22A and R ^23A , and R ^23A and R ^24A are bonded to each other together with the atoms to which they are bonded. A ring may be formed. However, at least one of R ^11A , R ^12A , R ^13A , R ^21A , R ^22A , R ^23A and R ^24A is a dendron.
Ring L ^1A represents a triazole ring or a diazole ring composed of a nitrogen atom, E ¹ , E ^11A , E ^12A and E ^13A .
Ring L ^2A represents a benzene ring, a pyridine ring or a pyrimidine ring composed of two carbon atoms, E ^21A , E ^22A , E ^23A and E ^24A . ] The light emitting element as described in any one of Claims 1-10 whose said dendron is group represented by the group represented by a formula (DA), or a formula (DB).

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

[Where:
m ^DA1 , m ^DA2 , m ^DA3 , m ^DA4 , m ^DA5 , m ^DA6 and m ^DA7 each independently represent an integer of 0 or more.
^GDA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent. A plurality of ^GDAs may be the same or different.
Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. Good. When there are a plurality of Ar ^DA1 , Ar ^DA2 , Ar ^DA3 , Ar ^DA4 , Ar ^DA5 , Ar ^DA6 and Ar ^DA7 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups optionally have a substituent. The plurality of ^TDAs may be the same or different. ] The group represented by the formula (DA) is a group represented by the formula (D-A1), a group represented by the formula (D-A2), a group represented by the formula (D-A3), The light-emitting element according to claim 11, which is a group represented by the formula (D-A4) or a group represented by the formula (D-A5).

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. ] The group represented by the formula (D-B) is a group represented by the formula (D-B1), a group represented by the formula (D-B2), a group represented by the formula (D-B3), The light-emitting element according to claim 11, which is a group represented by the formula (D-B4), a group represented by the formula (D-B5), or a group represented by the formula (D-B6).

[Where:
R ^p1 , R ^p2 , R ^p3 and R ^p4 each independently represents an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer of 0 to 5, np2 represents an integer of 0 to 3, np3 represents 0 or 1, and np4 represents an integer of 0 to 4. A plurality of np1 may be the same or different. A plurality of np2 may be the same or different. ]   The light emitting element according to claim 1, wherein the first organic layer and the second organic layer are adjacent to each other.   The light emitting element according to claim 1, wherein the second organic layer is a layer provided between the anode and the first organic layer.