JP7346015B2 - light emitting element - Google Patents

Description

The present invention relates to a light emitting device.

BACKGROUND ART Light-emitting devices such as organic electroluminescent devices can be suitably used for display and lighting applications, and research and development are being conducted on them. For example, Patent Document 1 describes a light emitting element having an organic layer containing a polymer compound (P0) having only one type of crosslinking group, and a light emitting layer containing a host material and a phosphorescent compound. .

International Publication No. 2015/020217

However, the light emitting elements described above do not necessarily have sufficient luminous efficiency.
Therefore, an object of the present invention is to provide a light emitting element with excellent luminous efficiency.

The present invention provides the following [1] to [15].
[1]
A light emitting element comprising an anode, a cathode, a first organic layer and a second organic layer provided between the anode and the cathode,
The first organic layer is a layer containing a phosphorescent transition metal complex and a transition metal-free low-molecular compound that satisfies at least one of requirement (i) and requirement (ii),
The second organic layer is represented by a structural unit having a group represented by formula (XL-A) and a formula (XL-B) different from the group represented by formula (XL-A). The light-emitting element is a layer containing a crosslinked polymer compound containing a structural unit having a group.
(i) The absolute value of the difference between the energy level of the lowest triplet excited state and the energy level of the lowest singlet excited state is less than 0.25 eV.
(ii) Represented by formula (T-1).

［式中、
ｎＡ及びｎＢは、それぞれ独立に、０～５の整数を表す。
Ｌ^A及びＬ^Bは、それぞれ独立に、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及びＬ^B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。
Ｘ^A及びＸ^Bは、それぞれ独立に、架橋基を表す。］

[In the formula,
nA and nB each independently represent an integer of 0 to 5.
L ^A and L ^B each independently represent 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; It may have a substituent. R' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of L ^A and L ^B exist, they may be the same or different.
X ^A and X ^B each independently represent a crosslinking group. ]

［式中、
ｎ^T1は、０以上５以下の整数を表す。ｎ^T1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^T2は、１以上１０以下の整数を表す。
Ａｒ^T1は、置換アミノ基又は１価の複素環基を表し、該１価の複素環基は、環内に二重結合を有さない窒素原子を含み、且つ、環内に＝Ｎ－で表される基、－Ｃ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）－で表される基、及び、－Ｓ（＝Ｏ）₂－で表される基を含まない１価の複素環基であり、これらの基は置換基を有していてもよい。Ａｒ^T1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^T1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^T1'－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^T1'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^T1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^T2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。
但し、Ａｒ^T1のすべてが置換アミノ基、又は、式（Ｔ１－１Ａ）で表される基である場合、Ａｒ^T2は、環内に＝Ｎ－で表される基を２個以上含む単環の複素環基、環内に－Ｃ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）₂－で表される基及び＝Ｎ－で表される基の少なくとも１つを含む縮合環の複素環基、又は、電子求引性基若しくは環内に－Ｃ（＝Ｏ）－で表される基を含む芳香族炭化水素基であり、これらの基は置換基を有していてもよい。

[In the formula,
n ^T1 represents an integer from 0 to 5. When a plurality of n ^T1s exist, they may be the same or different.
n ^T2 represents an integer of 1 or more and 10 or less.
Ar ^T1 represents a substituted amino group or a monovalent heterocyclic group, and the monovalent heterocyclic group contains a nitrogen atom having no double bond in the ring, and has =N- in the ring. 1 that does not contain a group represented by the following formula, a group represented by -C(=O)-, a group represented by -S(=O)-, and a group represented by -S(=O) ₂ - is a valent heterocyclic group, and these groups may have a substituent. When a plurality of Ar ^T1 's exist, they may be the same or different.
L ^T1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -NR ^T1 '-, an oxygen atom or a sulfur atom, and these groups have a substituent. It's okay. R ^T1 ' 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 multiple L ^T1s exist, they may be the same or different.
Ar ^T2 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
However, when all of Ar ^T1 are substituted amino groups or groups represented by formula (T1-1A), Ar ^T2 is a monocyclic ring containing two or more groups represented by =N- in the ring. heterocyclic group, a group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and =N within the ring. A fused ring heterocyclic group containing at least one group represented by -, or an electron-withdrawing group or an aromatic hydrocarbon group containing a group represented by -C(=O)- in the ring These groups may have a substituent.

［式中、
Ｘ^T1は、単結合、酸素原子、硫黄原子、－Ｎ(Ｒ^XT1)－で表される基、又は、－Ｃ(Ｒ^XT1')₂－で表される基を表す。Ｒ^XT1及びＲ^XT1'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^XT1'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。
Ｒ^T1、Ｒ^T2、Ｒ^T3、Ｒ^T4、Ｒ^T5、Ｒ^T6、Ｒ^T7及びＲ^T8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。］
［２］
前記Ｘ^A及び前記Ｘ^Bの少なくとも一方が、架橋基Ａ群から選ばれる架橋基である、［１］に記載の発光素子。
（架橋基Ａ群）

[In the formula,
X ^T1 represents a single bond, an oxygen atom, a sulfur atom, a group represented by -N(R ^XT1 )-, or a group represented by -C(R ^XT1 ') ₂ -. R ^XT1 and R ^XT1 ' each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or It represents a cyano group, and these groups may have a substituent. A plurality of R ^XT1 's may be the same or different, and may be bonded to each other to form a ring with the atoms to which they are bonded.
R ^T1 , R ^T2 , R ^T3 , R ^T4 , R ^T5 , R ^T6 , R ^T7 and R ^T8 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryl It represents an oxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. ]
[2]
The light emitting device according to [1], wherein at least one of the X ^A and the X ^B is a crosslinking group selected from the group A of crosslinking groups.
(Bridging group A group)

［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い。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く、該置換基が複数存在する場合、互いに結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］
［３］
前記式（ＸＬ－Ａ）で表される基を有する構成単位が、式（ＸＬ－Ａ１）又は式（ＸＬ－Ａ２）で表される構成単位である、［１］又は［２］に記載の発光素子。

[In the formula, R ^XL represents a methylene group, an oxygen atom, or a sulfur atom, and n ^XL represents an integer of 0 to 5. When multiple R ^XL 's exist, they may be the same or different. When a plurality of n ^XLs exist, they may be the same or different. *1 represents the bonding position. These crosslinking groups may have a substituent, and when a plurality of these substituents exist, they may be bonded to each other to form a ring with the carbon atoms to which they are bonded. ]
[3]
[1] or [2], wherein the structural unit having a group represented by formula (XL-A) is a structural unit represented by formula (XL-A1) or formula (XL-A2). Light emitting element.

［式中、
ｎ^A1は、１～４の整数を表す。
ｎ^A2は、０又は１を表す。
Ｘ^LAは、前記式（ＸＬ－Ａ）で表される基、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^LA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^LAは、前記式（ＸＬ－Ａ）で表される基である。
Ａｒ^A3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。
Ａｒ^A5は、芳香族炭化水素基、複素環基、又は、少なくとも１種の芳香族炭化水素環と少なくとも１種の複素環とが直接結合した基を表し、これらの基は置換基を有していてもよい。
Ａｒ^A4及びＡｒ^A6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^A4、Ａｒ^A5及びＡｒ^A6はそれぞれ、該基が結合している窒素原子に結合している該基以外の基と、直接結合して、又は、酸素原子若しくは硫黄原子を介して結合して、環を形成していてもよい。］
［４］
前記式（ＸＬ－Ｂ）で表される基を有する構成単位が、式（ＸＬ－Ｂ１）又は式（ＸＬ－Ｂ２）で表される構成単位である、［１］～［３］のいずれかに記載の発光素子。

[In the formula,
n ^A1 represents an integer from 1 to 4.
n ^A2 represents 0 or 1.
X ^LA represents a group represented by the above formula (XL-A), a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups have a substituent. Good too. When multiple X ^LAs exist, they may be the same or different. However, at least one X ^LA is a group represented by the above formula (XL-A).
Ar ^A3 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
Ar ^A5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded, and these groups have a substituent. You can leave it there.
Ar ^A4 and Ar ^A6 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
Ar ^A4 , Ar ^A5 and Ar ^A6 are each bonded directly or via an oxygen atom or a sulfur atom to a group other than the group bonded to the nitrogen atom to which the group is bonded. , may form a ring. ]
[4]
Any one of [1] to [3], wherein the constitutional unit having the group represented by the formula (XL-B) is a constitutional unit represented by the formula (XL-B1) or the formula (XL-B2). The light emitting device described in .

［式中、
ｎ^B1は、１～４の整数を表す。
ｎ^B2は、０又は１を表す。
Ｘ^LBは、前記式（ＸＬ－Ｂ）で表される基、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^LB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^LBは、前記式（ＸＬ－Ｂ）で表される基である。
Ａｒ^B3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。
Ａｒ^B5は、芳香族炭化水素基、複素環基、又は、少なくとも１種の芳香族炭化水素環と少なくとも１種の複素環とが直接結合した基を表し、これらの基は置換基を有していてもよい。
Ａｒ^B4及びＡｒ^B6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^B4、Ａｒ^B5及びＡｒ^B6はそれぞれ、該基が結合している窒素原子に結合している該基以外の基と、直接結合して、又は、酸素原子若しくは硫黄原子を介して結合して、環を形成していてもよい。］
［５］
前記Ｘ^Aが、前記式（ＸＬ－３）、式（ＸＬ－４）、式（ＸＬ－１３）、式（ＸＬ－１７）、式（ＸＬ－１８）又は式（ＸＬ－１９）で表される架橋基であり、
前記Ｘ^Bが、前記式（ＸＬ－１）、式（ＸＬ－２）、式（ＸＬ－５）、式（ＸＬ－６）、式（ＸＬ－７）、式（ＸＬ－８）、式（ＸＬ－１４）、式（ＸＬ－１５）又は式（ＸＬ－１６）で表される架橋基である、［２］～［４］のいずれかに記載の発光素子。
［６］
前記Ａｒ^T1の少なくとも１つが、式（Ｔ１－１）で表される基である、［１］～［５］のいずれかに記載の発光素子。

[In the formula,
n ^B1 represents an integer from 1 to 4.
n ^B2 represents 0 or 1.
X ^LB represents a group represented by the above formula (XL-B), a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups have a substituent. Good too. When multiple ^XLBs exist, they may be the same or different. However, at least one X ^LB is a group represented by the above formula (XL-B).
Ar ^B3 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
Ar ^B5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded, and these groups have a substituent. You can leave it there.
Ar ^B4 and Ar ^B6 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
Ar ^B4 , Ar ^B5 and Ar ^B6 are each bonded directly or via an oxygen atom or a sulfur atom to a group other than the group bonded to the nitrogen atom to which the group is bonded. , may form a ring. ]
[5]
The X ^A is represented by the formula (XL-3), formula (XL-4), formula (XL-13), formula (XL-17), formula (XL-18) or formula (XL-19). is a crosslinking group,
The X ^B is the formula (XL-1), the formula (XL-2), the formula (XL-5), the formula (XL-6), the formula (XL-7), the formula (XL-8), the formula ( XL-14), formula (XL-15) or formula (XL-16), the light-emitting element according to any one of [2] to [4].
[6]
The light emitting device according to any one of [1] to [5], wherein at least one of the Ar ^T1 is a group represented by formula (T1-1).

［式中、Ｘ^T1は前記と同じ意味を表す。
環Ｒ^T1及び環Ｒ^T2は、それぞれ独立に、環内に－Ｃ（＝Ｏ）－で表される基を含まない芳香族炭化水素環、又は、環内に＝Ｎ－で表される基、－Ｃ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）－で表される基、及び、－Ｓ（＝Ｏ）₂－で表される基を含まない複素環を表し、これらの環は置換基を有していてもよい。］
［７］
前記式（T１－１）で表される基が、式（T１－１Ａ）、式（T１－１Ｂ）、式（T１－１Ｃ）又は式（T１－１Ｄ）で表される基である、［６］に記載の発光素子。

[In the formula, X ^T1 represents the same meaning as above.
Ring R ^T1 and ring R ^T2 are each independently an aromatic hydrocarbon ring that does not contain a group represented by -C(=O)- in the ring, or a group represented by =N- in the ring. , a group represented by -C(=O)-, a group represented by -S(=O)-, and a heterocycle not containing a group represented by -S(=O) ₂ -, These rings may have a substituent. ]
[7]
The group represented by formula (T1-1) is a group represented by formula (T1-1A), formula (T1-1B), formula (T1-1C) or formula (T1-1D), 6].

［式中、
Ｘ^T1は、前記と同じ意味を表す。
Ｘ^T2及びＸ^T3は、それぞれ独立に、単結合、酸素原子、硫黄原子、－Ｎ(Ｒ^XT2)－で表される基、又は、－Ｃ(Ｒ^XT2')₂－で表される基を表す。Ｒ^XT2及びＲ^XT2'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^XT2'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。
Ｒ^T1、Ｒ^T2、Ｒ^T3、Ｒ^T4、Ｒ^T5、Ｒ^T6、Ｒ^T7、Ｒ^T8、Ｒ^T9、Ｒ^T10、Ｒ^T11及びＲ^T12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。］
［８］
前記Ａｒ^T2が、環内に＝Ｎ－で表される基を２個以上含む、置換基を有していてもよい単環の複素環基である、［１］～［７］のいずれかに記載の発光素子。
［９］
前記遷移金属を含まない低分子化合物が、前記要件（i）及び前記要件（ii）を満たす、［１］～［８］のいずれかに記載の発光素子。
［１０］
前記燐光発光性遷移金属錯体が、式（１）で表される金属錯体である、［１］～［９］のいずれかに記載の発光素子。

[In the formula,
X ^T1 represents the same meaning as above.
X ^T2 and X ^T3 each independently represent a single bond, an oxygen atom, a sulfur atom, a group represented by -N(R ^XT2 )-, or a group represented by -C(R ^XT2 ') ₂ -. represent. R ^XT2 and R ^XT2 ' each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or It represents a cyano group, and these groups may have a substituent. A plurality of R ^XT2 's may be the same or different, and may be bonded to each other to form a ring with the atoms to which they are bonded.
R ^T1 , R ^T2 , R ^T3 , R ^T4 , R ^T5 , R ^T6 , R ^T7 , R ^{T8 , R T9 ,} R ^T10 , R ^T11 and R ^T12 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group , an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. ]
[8]
Any one of [1] to [7], wherein the Ar ^T2 is an optionally substituted monocyclic heterocyclic group containing two or more groups represented by =N- in the ring. The light emitting device described in .
[9]
The light-emitting device according to any one of [1] to [8], wherein the transition metal-free low-molecular compound satisfies the requirement (i) and the requirement (ii).
[10]
The light emitting device according to any one of [1] to [9], wherein the phosphorescent transition metal complex is a metal complex represented by formula (1).

［式中、
Ｍは、ルテニウム原子、ロジウム原子、パラジウム原子、イリジウム原子又は白金原子を表す。
ｎ¹は１以上の整数を表し、ｎ²は０以上の整数を表す。但し、Ｍがルテニウム原子、ロジウム原子又はイリジウム原子の場合、ｎ¹＋ｎ²は３であり、Ｍがパラジウム原子又は白金原子の場合、ｎ¹＋ｎ²は２である。
Ｅ¹及びＥ²は、それぞれ独立に、炭素原子又は窒素原子を表す。但し、Ｅ¹及びＥ²の少なくとも一方は炭素原子である。Ｅ¹及びＥ²が複数存在する場合、それらはそれぞれ同一でも異なっていてもよい。
環Ｌ¹は、芳香族複素環を表し、該環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｌ¹が複数存在する場合、それらは同一でも異なっていてもよい。
環Ｌ²は、芳香族炭化水素環又は芳香族複素環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｌ²が複数存在する場合、それらは同一でも異なっていてもよい。
環Ｌ¹が有していてもよい置換基と、環Ｌ²が有していてもよい置換基とは、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。
Ａ¹－Ｇ¹－Ａ²は、アニオン性の２座配位子を表す。Ａ¹及びＡ²は、それぞれ独立に、炭素原子、酸素原子又は窒素原子を表し、これらの原子は環を構成する原子であってもよい。Ｇ¹は、単結合、又は、Ａ¹及びＡ²とともに２座配位子を構成する原子団を表す。Ａ¹－Ｇ¹－Ａ²が複数存在する場合、それらは同一でも異なっていてもよい。］
［１１］
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、［１０］に記載の発光素子。

[In the formula,
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, and n ² represents an integer of 0 or more. However, when M is a ruthenium atom, a rhodium atom, or an iridium atom, n ¹ +n ² is 3, and when M is a palladium atom or a platinum atom, n ¹ +n ² is 2.
E ¹ and E ² 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 exist, they may be the same or different.
Ring L ¹ represents an aromatic heterocycle, and the ring may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When a plurality of rings L ¹ exist, they may be the same or different.
Ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When a plurality of rings L ² exist, they may be the same or different.
The substituent that ring L ¹ may have and the substituent that ring L ² may have may be bonded to each other to form a ring together with the atoms to which they are bonded.
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represent a carbon atom, an oxygen atom, or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group that constitutes a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² exist, they may be the same or different. ]
[11]
The light-emitting device according to [10], wherein the metal complex represented by formula (1) is a metal complex represented by formula (1-A).

［式中、
Ｍ、ｎ¹、ｎ²、Ｅ¹及びＡ¹－Ｇ¹－Ａ²は、前記と同じ意味を表す。
環Ｌ^1Aは、ピリジン環、ジアザベンゼン環、アザナフタレン環、ジアザナフタレン環、トリアゾール環又はジアゾール環を表し、これらの環は置換基を有していてもよい。該置換基が複数存在する場合、互いに結合して、それぞれが結合する原子とともに環を形成していてもよい。環Ｌ^1A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。
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^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^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^21A、Ｒ^22A、Ｒ^23A及びＲ^24Aは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^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^21AとＲ^22A、Ｒ^22AとＲ^23A、Ｒ^23AとＲ^24A、及び、環Ｌ^1Aが有していてもよい置換基とＲ^21Aは、それぞれ結合して、それぞれが結合する原子とともに環を形成していてもよい。
環Ｌ^2Aは、ベンゼン環、ピリジン環又はジアザベンゼン環を表す。］
［１２］
前記式（１－Ａ）で表される金属錯体が、式（１－Ｂ１）、式（１－Ｂ２）、式（１－Ｂ３）、式（１－Ｂ４）又は式（１－Ｂ５）で表される金属錯体である、［１１］に記載の発光素子。

[In the formula,
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² have the same meanings as above.
Ring L ^1A represents a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, a triazole ring, or a diazole ring, and these rings may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When multiple rings L ^1A exist, they may be the same or different.
E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When a plurality of E ^21A , E ^22A , E ^23A and E ^24A exist, they may be the same or different. When E ^21A is a nitrogen atom, R ^21A is not present. When E ^22A is a nitrogen atom, R ^22A is not present. When E ^23A is a nitrogen atom, R ^23A is not present. When E ^24A is a nitrogen atom, R ^24A is not present.
R ^21A , R ^22A , R ^23A and R ^24A each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino represents a group or a halogen atom, and these groups may have a substituent. When a plurality of R ^21A , R ^22A , R ^23A and R ^24A are present, they may be the same or different. R ^21A and R ^22A , R ^22A and R ^23A , R ^23A and R ^24A , and the substituent that ring L ^1A may have and R ^21A are each bonded to form a ring together with the atoms to which they are bonded. It may be formed.
Ring L ^2A represents a benzene ring, a pyridine ring or a diazabenzene ring. ]
[12]
The metal complex represented by the formula (1-A) is represented by the formula (1-B1), the formula (1-B2), the formula (1-B3), the formula (1-B4), or the formula (1-B5). The light-emitting device according to [11], which is a metal complex represented by:

［式中、
Ｍ、ｎ¹、ｎ²、Ｒ^21A、Ｒ^22A、Ｒ^23A、Ｒ^24A及びＡ¹－Ｇ¹－Ａ²は、前記と同じ意味を表す。
ｎ¹¹及びｎ¹²は、それぞれ独立に、１又は２を表す。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^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、Ｒ^15B、Ｒ^16B、Ｒ^17B及びＲ^18Bは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^11B、Ｒ^12B、Ｒ^13B、Ｒ^14B、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。
式（１－Ｂ１）中、Ｒ^11BとＲ^12B、Ｒ^12BとＲ^13B、Ｒ^13BとＲ^14B、及び、Ｒ^11BとＲ^21A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。式（１－Ｂ２）中、Ｒ^13BとＲ^14B、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^21A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。式（１－Ｂ３）中、Ｒ^11BとＲ^12B、Ｒ^12BとＲ^13B、Ｒ^11BとＲ^21A、Ｒ^13BとＲ^14B、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^21A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。式（１－Ｂ４）中、Ｒ^11BとＲ^18B、Ｒ^14BとＲ^15B、Ｒ^15BとＲ^16B、Ｒ^16BとＲ^17B、Ｒ^17BとＲ^18B、及び、Ｒ^11BとＲ^21A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。式（１－Ｂ５）中、Ｒ^11BとＲ^12B、Ｒ^12BとＲ^18B、Ｒ^15BとＲ^16B、Ｒ^16BとＲ^17B、Ｒ^17BとＲ^18B、及び、Ｒ^11BとＲ^21A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。］
［１３］
前記第１の有機層が、正孔輸送材料、正孔注入材料、電子輸送材料、電子注入材料、蛍光発光材料及び酸化防止剤からなる群より選ばれる少なくとも１種を更に含有する、［１］～［１２］のいずれかに記載の発光素子。
［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。

[In the formula,
M, n ¹ , n ² , R ^21A , R ^22A , R ^23A , R ^24A and A ¹ -G ¹ -A ² have the same meanings as above.
n ¹¹ and n ¹² each independently represent 1 or 2. However, when M is a ruthenium atom, a rhodium atom, or an iridium atom, n ¹¹ +n ¹² is 3, and when M is a palladium atom or a platinum atom, n ¹¹ +n ¹² is 2.
R ^11B , R ^12B , R ^13B , R ^14B , R ^15B , R ^16B , R ^17B and R ^18B each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryl It represents an oxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. When a plurality of R ^11B , R ^12B , R ^13B , R ^14B , R ^15B , R ^16B , R ^17B and R ^18B exist, they may be the same or different.
In formula (1-B1), R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , and R ^11B and R ^21A are each bonded to form a ring with the atoms to which they are bonded. You can leave it there. In formula (1-B2), R ^13B and R ^14B , 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 ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. In formula (1-B3), R ^11B and R ^12B , R ^12B and R ^13B , R ^11B and R ^21A , R ^13B and R ^14B , 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 ^21A may be bonded to each other to form a ring with the atoms to which they are bonded. In formula (1-B4), R ^11B and R ^18B , R ^14B and R ^15B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^11B and R ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. In formula (1-B5), R ^11B and R ^12B , R ^12B and R ^18B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^11B and R ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. ]
[13]
The first organic layer further contains at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a fluorescent material, and an antioxidant, [1] The light emitting device according to any one of ~[12].
[14]
The light emitting device 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 present invention, a light emitting element with excellent luminous efficiency can be provided.

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

<Explanation of common terms>
Terms commonly used herein 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 a metal complex, a solid line representing a bond with the central metal means a covalent bond or a coordinate bond.

The term "polymer compound" means a polymer having a molecular weight distribution and a number average molecular weight in terms of polystyrene of 1×10 ³ to 1×10 ⁸ .
The polymer compound may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or may have other forms.
The terminal group of the polymer compound should preferably be a stable group, since if the polymerization active group remains as it is, the luminescence characteristics or brightness life may deteriorate when the polymer compound is used for producing a light emitting device. It is. The terminal group of the polymer compound is preferably a group that is conjugated to the main chain, such as an aryl group or a monovalent heterocyclic group that is bonded to the main chain of the polymer compound via a carbon-carbon bond. can be mentioned.

"Low molecular compound" means a compound that has no molecular weight distribution and has 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 either straight chain or branched. The number of carbon atoms in the straight chain alkyl group, not including the number of carbon atoms in substituents, is usually 1 to 50, preferably 3 to 30, and more preferably 4 to 20. The number of carbon atoms in the branched alkyl group, not including the number of carbon atoms in substituents, is usually 3 to 50, preferably 3 to 30, and more preferably 4 to 20.
The alkyl group may have a substituent, for example, a methyl group, ethyl group, propyl group, isopropyl group, butyl group, 2-butyl group, isobutyl group, tert-butyl group, pentyl group, isoamyl group, 2-ethylbutyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, 3-propylheptyl group, decyl group, 3,7-dimethyloctyl group, 2-ethyloctyl group, 2-hexyldecyl group, dodecyl group , and groups in which the hydrogen atoms in these groups are substituted with cycloalkyl groups, alkoxy groups, cycloalkoxy groups, aryl groups, fluorine atoms, etc. (e.g., trifluoromethyl groups, pentafluoroethyl groups, perfluorobutyl groups) , perfluorohexyl group, perfluorooctyl group, 3-phenylpropyl group, 3-(4-methylphenyl)propyl group, 3-(3,5-di-hexylphenyl)propyl group, 6-ethyloxyhexyl group) can be mentioned.
The number of carbon atoms in the "cycloalkyl group", not including the number of carbon atoms in substituents, is usually 3 to 50, preferably 3 to 30, and more preferably 4 to 20.
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 number of carbon atoms in the aryl group, not including the number of carbon atoms in substituents, is usually 6 to 60, preferably 6 to 20, more preferably 6 to 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 However, examples thereof include groups substituted with an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, a fluorine atom, and the like.

The "alkoxy group" may be either linear or branched. The number of carbon atoms in the straight chain alkoxy group, not including the number of carbon atoms in substituents, is usually 1 to 40, preferably 4 to 10. The number of carbon atoms in the branched alkoxy group, not including the number of carbon atoms in substituents, is usually 3 to 40, preferably 4 to 10.
The alkoxy group may have a substituent, for example, a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, an isobutyloxy group, a tert-butyloxy group, a pentyloxy group, a hexyloxy group, Heptyloxy group, octyloxy group, 2-ethylhexyloxy group, nonyloxy group, decyloxy group, 3,7-dimethyloctyloxy group, lauryloxy group, and the hydrogen atoms in these groups are cycloalkyl group, alkoxy group, Examples include groups substituted with a cycloalkoxy group, an aryl group, and a fluorine atom.
The number of carbon atoms in the "cycloalkoxy group", not including the number of carbon atoms in substituents, is usually 3 to 40, preferably 4 to 10.
The cycloalkoxy group may have a substituent, such as a cyclohexyloxy group.

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

A "p-valent heterocyclic group" (p represents an integer of 1 or more) refers to a heterocyclic compound in which p hydrogen atoms are directly bonded to carbon atoms or heteroatoms constituting the ring. means the remaining atomic group excluding the hydrogen atom. Among p-valent heterocyclic groups, it is an atomic group remaining after removing p hydrogen atoms from the hydrogen atoms directly bonded to carbon atoms or heteroatoms constituting the ring from an aromatic heterocyclic compound. A "p-valent aromatic heterocyclic group" is preferred.
"Aromatic heterocyclic compounds" include complex compounds such as oxadiazole, thiadiazole, thiazole, oxazole, thiophene, pyrrole, phosphole, furan, pyridine, pyrazine, pyrimidine, triazine, pyridazine, quinoline, isoquinoline, carbazole, dibenzophosphole, etc. Compounds in which the ring itself is aromatic, and heterocycles such as phenoxazine, phenothiazine, dibenzoborole, dibenzosilole, benzopyran, etc., have an aromatic ring condensed to the heterocycle even if the ring itself does not exhibit aromaticity. means a compound.

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

A "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. The substituent that the amino group has is preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group.
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 either straight chain or branched. The number of carbon atoms in the straight chain alkenyl group, not including the number of carbon atoms in substituents, is usually 2 to 30, preferably 3 to 20. The number of carbon atoms in the branched alkenyl group, not including the number of carbon atoms in substituents, is usually 3 to 30, preferably 4 to 20.
The number of carbon atoms in the "cycloalkenyl group", not including the number of carbon atoms in substituents, is usually 3 to 30, preferably 4 to 20.
The alkenyl group and cycloalkenyl group may have a substituent, for example, vinyl group, 1-propenyl group, 2-propenyl group, 2-butenyl group, 3-butenyl group, 3-pentenyl group, 4- Examples include pentenyl group, 1-hexenyl group, 5-hexenyl group, 7-octenyl group, and groups in which these groups have a substituent.

The "alkynyl group" may be either straight chain or branched. The number of carbon atoms in the alkynyl group, excluding carbon atoms of substituents, is usually 2 to 20, preferably 3 to 20. The number of carbon atoms in the branched alkynyl group, excluding carbon atoms of substituents, is usually 4 to 30, preferably 4 to 20.
The number of carbon atoms in the "cycloalkynyl group", excluding carbon atoms of substituents, is usually 4 to 30, preferably 4 to 20.
The alkynyl group and cycloalkynyl group may have a substituent, for example, ethynyl group, 1-propynyl group, 2-propynyl group, 2-butynyl group, 3-butynyl group, 3-pentynyl group, 4- Examples thereof include a pentynyl group, a 1-hexynyl group, a 5-hexynyl group, and groups in which these groups have a substituent.

"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 in the arylene group, not including the number of carbon atoms in substituents, is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18.
The arylene group may have a substituent, for example, a phenylene group, a naphthalenediyl group, an anthracenediyl group, a phenanthrenediyl group, a dihydrophenanthenediyl group, a naphthacenediyl group, a fluorenediyl group, a pyrenediyl group, a perylene diyl group, Examples include chrysendiyl groups and groups in which these groups have substituents, and groups represented by formulas (A-1) to (A-20) are preferred. 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。］

[In the formula, R and R ^a each independently represent 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 with the atoms to which they are bonded. ]

The number of carbon atoms in the divalent heterocyclic group, not including the number of carbon atoms in substituents, is usually 2 to 60, preferably 3 to 20, and more preferably 4 to 15.
The divalent heterocyclic group may have a substituent, for example, pyridine, diazabenzene, triazine, azanaphthalene, diazanaphthalene, carbazole, dibenzofuran, dibenzothiophene, dibenzosilole, phenoxazine, phenothiazine, acridine, Dihydroacridine, furan, thiophene, azole, diazole, triazole, divalent groups in which two hydrogen atoms directly bonded to carbon atoms or heteroatoms constituting the ring are removed, and preferred are are groups represented by formulas (AA-1) to (AA-34). The divalent heterocyclic group includes a group in which a plurality of these groups are bonded.

［式中、Ｒ及びＲ^aは、前記と同じ意味を表す。］

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

A "crosslinking group" is a group that can generate new bonds by subjecting it to heat treatment, ultraviolet irradiation treatment, near ultraviolet irradiation treatment, visible light irradiation treatment, infrared ray irradiation treatment, radical reaction, etc. Preferred are crosslinking groups represented by formulas (XL-1) to (XL-19) of group A of crosslinking groups.

"Substituent" refers to a halogen atom, cyano group, alkyl group, cycloalkyl group, aryl group, monovalent heterocyclic group, alkoxy group, cycloalkoxy group, aryloxy group, amino group, substituted amino group, alkenyl group. , represents a cycloalkenyl group, an alkynyl group or a cycloalkynyl group. The substituent may be a bridging group.

<Light emitting element>
The light emitting element of the present invention is a light emitting element having an anode, a cathode, a first organic layer and a second organic layer provided between the anode and the cathode, the first organic layer comprising: The second organic layer is a layer containing a phosphorescent transition metal complex and a transition metal-free low-molecular compound that satisfies at least one of requirements (i) and (ii), and the second organic layer has the formula (XL- A polymer compound containing a constitutional unit having a group represented by A) and a constitutional unit having a group represented by a formula (XL-B) different from the group represented by the formula (XL-A). This is a light emitting element which is a layer containing a crosslinked body.

Examples of methods for forming the first organic layer and the second organic layer include dry methods such as vacuum evaporation, and wet methods such as spin coating and inkjet printing, with wet methods being preferred.
When forming the first organic layer by a wet method, it is preferable to use the first ink described below.

When forming the second organic layer by a wet method, it is preferable to use the second ink described below. After forming the second organic layer, by heating or irradiating light (preferably, heating), the structural unit containing the group represented by the formula (XL-A) contained in the second organic layer and the formula A polymer compound (hereinafter also referred to as "second organic layer polymer compound") containing a structural unit having a group represented by (XL-B) can be crosslinked. When the polymer compound of the second organic layer is contained in the second organic layer in a crosslinked state (crosslinked product of the polymer compound of the second organic layer), the second organic layer is resistant to the solvent. It is essentially insolubilized. 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 260°C, more preferably 130°C to 230°C, even more preferably 180°C to 210°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 even more preferably 10 minutes to 60 minutes.

The types of light used for light irradiation are, for example, ultraviolet light, near ultraviolet light, and visible light.

Methods for analyzing the components contained in the first organic layer or the second organic layer include, for example, chemical separation analysis methods such as extraction, infrared spectroscopy, nuclear magnetic resonance spectroscopy, and equipment such as mass spectrometry. Analytical methods and analytical methods that combine chemical separation analytical methods and instrumental analytical methods are mentioned.

By performing solid-liquid extraction on the first organic layer or the second organic layer using an organic solvent such as toluene, xylene, chloroform, or tetrahydrofuran, components that are substantially insoluble in the organic solvent (insoluble components) and components that dissolve in organic solvents (dissolved components). 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.

<Phosphorescent transition metal complex>
A "phosphorescent transition metal complex" usually means a compound that exhibits phosphorescence at room temperature (25° C.), preferably a metal complex that exhibits light emission from a triplet excited state at room temperature. A metal complex that emits light from this triplet excited state has a central metal atom and a ligand.

The central metal atom includes, for example, a metal atom with an atomic number of 40 or more, which has a spin-orbit interaction in the complex and can cause intersystem crossing between a singlet state and a triplet state. Examples of the metal atom include a ruthenium atom, a rhodium atom, a palladium atom, an iridium atom, and a platinum atom. Preferred is an iridium atom or a platinum atom because the light emitting element of the present invention has better luminous efficiency.

Examples of the ligand include a neutral or anionic monodentate ligand that forms at least one type of bond selected from the group consisting of coordinate bonds and covalent bonds with the central metal atom, or Examples include neutral or anionic polydentate ligands. Examples of the bond between the central metal atom and the ligand include a metal-nitrogen bond, a metal-carbon bond, a metal-oxygen bond, a metal-phosphorus bond, a metal-sulfur bond, and a metal-halogen bond. A polydentate ligand usually means a 2- to 6-dentate ligand.

[Metal complex represented by formula (1)]
The phosphorescent transition metal complex is preferably a metal complex represented by formula (1) because the light emitting element of the present invention has better luminous efficiency.

M is preferably an iridium atom or a platinum atom, and more preferably an iridium atom, since the luminous efficiency of the light emitting element of the present invention is more excellent.
When M is a ruthenium atom, a rhodium atom, or an iridium atom, n ¹ is preferably 2 or 3, more preferably 3.
When M is a palladium atom or a platinum atom, n ¹ is preferably 2.
Preferably, E ¹ and E ² are carbon atoms.

The number of carbon atoms in the aromatic heterocycle in ring L ¹ is usually 2 to 60, preferably 3 to 30, and more preferably 4 to 15, not including the number of carbon atoms in substituents. Ring L ¹ is preferably a 5-membered aromatic heterocycle or a 6-membered aromatic heterocycle, and is preferably a 5-membered aromatic heterocycle having two or more and four or less nitrogen atoms as constituent atoms, or one A six-membered aromatic heterocycle having four or less nitrogen atoms as constituent atoms is more preferable, and these rings may have a substituent. However, when ring L ¹ is a 6-membered aromatic heterocycle, E ¹ is preferably a carbon atom.
Examples of the ring L ¹ include a diazole ring, a triazole ring, a tetrazole ring, a pyridine ring, a diazabenzene ring, a triazine ring, an azanaphthalene ring, and a diazanaphthalene ring, and preferably a pyridine ring, a diazabenzene ring, and an azanaphthalene ring. , a diazanaphthalene ring, a triazole ring or a diazole ring, more preferably a pyridine ring, a diazabenzene ring, an azanaphthalene ring or a diazanaphthalene ring, and even more preferably a pyridine ring, a quinoline ring or an isoquinoline ring, These rings may have a substituent.

The number of carbon atoms in the aromatic hydrocarbon ring in ring L ² is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms in substituents. Examples of the aromatic hydrocarbon ring in ring L ² include a benzene ring, a naphthalene ring, an indene ring, a fluorene ring, a phenanthrene ring, a dihydrophenanthrene ring, and a ring in which two or more and five or less of these rings are condensed, and the present invention Since the luminous efficiency of the light emitting element is more excellent, a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring or a dihydrophenanthrene ring is more preferable, a benzene ring, a fluorene ring or a dihydrophenanthrene ring is more preferable, and still more preferable. is a benzene ring, and these rings may have a substituent.
The number of carbon atoms in the aromatic heterocycle in ring L ² is usually 2 to 60, preferably 3 to 15, not including the number of carbon atoms in substituents. Examples of the aromatic heterocycle in ring L ² include a pyrrole ring, a diazole ring, a furan ring, a thiophene ring, a pyridine ring, a diazabenzene ring, and rings in which one to five aromatic rings are condensed to these rings. Since the luminous efficiency of the light emitting element of the invention is more excellent, it is preferable to use a pyridine ring, a diazabenzene ring, an azanaphthalene ring, a diazanaphthalene ring, an indole ring, a benzofuran ring, a benzothiophene ring, a carbazole ring, an azacarbazole ring, or a diazacarbazole ring. ring, dibenzofuran ring or dibenzothiophene ring, more preferably a pyridine ring, diazabenzene ring, carbazole ring, dibenzofuran ring or dibenzothiophene ring, still more preferably a pyridine ring or diazabenzene ring, and these rings are substituted It may have a group. When ring R ² is a 6-membered aromatic heterocycle, E ² is preferably a carbon atom.
The ring L ² is preferably a benzene ring, a fluorene ring, a dihydrophenanthrene ring, a pyridine ring, a diazabenzene ring, a carbazole ring, a dibenzofuran ring, or a dibenzothiophene ring, since the luminous efficiency of the light emitting element of the present invention is even more excellent. Preferably it is a benzene ring, pyridine ring or diazabenzene ring, more preferably a benzene ring, and these rings may have a substituent.

The substituents that ring L ¹ and ring L ² may have are preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, A substituted amino group or a halogen atom, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, still more preferably an alkyl group, an aryl group, or a monovalent hetero It is a cyclic group, particularly preferably an aryl group or a monovalent heterocyclic group, and these groups may further have a substituent.

In the metal complex represented by formula (1), it is preferable that at least one of ring L ¹ and ring L ² has a substituent, since the luminous efficiency of the light emitting element of the present invention is more excellent.

The aryl group in the substituent that ring L ¹ and ring L ² may have is preferably a phenyl group, a naphthyl group, a fenthrenyl group, a dihydrofentrenyl group, or a fluorenyl group; is more preferred, and phenyl group is even more preferred, and these groups may have a substituent.
As the monovalent heterocyclic group in the substituent that ring L ¹ and ring L ² may have, pyridyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, dibenzofuranyl group, dibenzothienyl group, A carbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a phenoxazinyl group, or a phenothiazinyl group is preferred, and a pyridyl group, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group, or a carbazolyl group are more preferred, and a pyridyl group and pyrimidinyl group are preferred. or triazinyl group is more preferred, and triazinyl group is particularly preferred, and these groups may have a substituent.
In the substituted amino group in the substituent that ring L ¹ and ring L ² may have, the substituent that the amino group has is preferably an aryl group or a monovalent heterocyclic group, and more preferably an aryl group. The group may further have a substituent. Examples and preferred ranges of the aryl group in the substituent group that the amino group has are the same as the examples and preferred ranges of the aryl group in the substituent groups that ring L ¹ and ring L ² may have. The examples and preferred ranges of the monovalent heterocyclic group in the substituents of the amino group are the same as the examples and preferred ranges of the monovalent heterocyclic groups in the substituents that may be included in ring L ¹ and ring L ² . It is.

The substituents that ring L ¹ and ring L ² may further include are preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituent. It is an amino group, more preferably an alkyl group, a cycloalkyl group, or an aryl group, and still more preferably an alkyl group, and these groups may further have a substituent.

An aryl group, a monovalent heterocyclic group, or a substituted amino group as a substituent that the ring L ¹ and the ring L ² may have is preferably represented by the formula (D -A) to a group represented by formula (D-C), more preferably a group represented by formula (D-A) or formula (D-B).

［式中、
ｍ^DA1～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^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^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。］

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

［式中、
ｍ^DA1～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^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^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。］

[In the formula,
m ^DA1 to m ^DA7 each independently represent an integer of 0 or more.
G ^DA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent. A plurality of ^GDAs may be the same or different.
Ar ^DA1 to Ar ^DA7 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When there are multiple Ar ^DA1 to Ar ^DA7 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. A plurality of ^TDAs may be the same or different. ]

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

[In the formula,
m ^DA1 represents an integer of 0 or more.
Ar ^DA1 represents an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When there are multiple Ar ^DA1s , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. ]

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

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

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

[In the formula,
* represents a bond with Ar ^DA1 in formula (DA), Ar ^DA1 in formula (DB), Ar ^DA2 in formula (DB), or Ar ^DA3 in formula (DB).
** represents a bond with Ar ^DA2 in formula (DA), Ar ^DA2 in formula (DB), Ar ^DA4 in formula (DB), or Ar ^DA6 in formula (DB).
*** represents a bond with Ar ^DA3 in formula (DA), Ar ^DA3 in formula (DB), Ar ^DA5 in formula (DB), or 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 multiple R ^DAs , they may be the same or different. ]

^RDA 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. It's okay.

Ar ^DA1 to Ar ^DA7 are preferably a phenylene group, a fluorenediyl group, or a carbazolediyl group, more preferably groups represented by formulas (ArDA-1) to (ArDA-5), and still more preferably is a group represented by formula (ArDA-1) to formula (ArDA-3), particularly preferably a group represented by formula (ArDA-2), and these groups have a substituent. Good too.

［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。］

[In the formula,
R ^DA represents the same meaning as above.
R ^DB represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. If there are multiple R ^DBs , they may be the same or different. ]

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

Examples and preferred ranges of substituents that Ar ^DA1 to Ar ^DA7 may have are the same as examples and preferred ranges of substituents that G ^DA may have.

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

［式中、Ｒ^DA及びＲ^DBは、前記と同じ意味を表す。］

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

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

［式中、
Ｒ^p1～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。］

[In the formula,
R ^p1 to R ^p4 each independently represent an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or a halogen atom. When there are a plurality of R ^p1 , R ^p2 and R ^p4 , they may be the same or different.
np1 represents an integer from 0 to 5, np2 represents an integer from 0 to 3, np3 represents 0 or 1, and np4 represents an integer from 0 to 4. A plurality of np1s may be the same or different. ]

The group represented by formula (D-B) is preferably a group represented by formula (D-B1) to formula (D-B3), and more preferably a group represented by formula (D-B1). .

［式中、
Ｒ^p1～Ｒ^p3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及びＲ^p2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を表す。ｎｐ１及びｎｐ２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。

[In the formula,
R ^p1 to R ^p3 each independently represent an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, or a halogen atom. When there are a plurality of R ^p1 and R ^p2 , they may be the same or different.
np1 represents an integer from 0 to 5, np2 represents an integer from 0 to 3, and np3 represents 0 or 1. When there are a plurality of np1 and np2, they may be the same or different.

The group represented by formula (D-C) is preferably a group represented by formula (D-C1) to formula (D-C4), more preferably a group represented by formula (D-C1). .

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

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

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

The alkyl group or cycloalkyl group in R ^p1 to R ^p6 is preferably a methyl group, ethyl group, isopropyl group, tert-butyl group, hexyl group, 2-ethylhexyl group, cyclohexyl group or tert-octyl group.

The alkoxy group or cycloalkoxy group in R ^p1 to R ^p6 is preferably a methoxy group, 2-ethylhexyloxy group or cyclohexyloxy group.

R ^p1 to R ^p6 are preferably an alkyl group which may have a substituent or a cycloalkyl group which may have a substituent, more preferably an alkyl group which may have a substituent. It is an alkyl group, more preferably a methyl group, ethyl group, isopropyl group, tert-butyl group, hexyl group, 2-ethylhexyl group or tert-octyl group.

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

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

［式中、＊は、Ｍと結合する部位を表す。］

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

The metal complex represented by formula (1) is preferably a metal complex represented by formula (1-A) because the light emitting element of the present invention has better luminous efficiency.

The ring L ^1A is preferably a pyridine ring, a diazabenzene ring, an azanaphthalene ring, or a diazanaphthalene ring, and more preferably a pyridine ring, a quinoline ring, or an isoquinoline ring, since the luminous efficiency of the light emitting element of the present invention is more excellent. and these rings may have a substituent.
Examples and preferred ranges of substituents that ring L ^1A may have are the same as examples and preferred ranges of substituents that ring L ¹ and ring L ² may have.
When there are a plurality of substituents that ring L ^1A may have, it is preferable that they do not bond to each other to form a ring with the atoms to which they are bonded.

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

R ^21A to R ^24A are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, since the luminous efficiency of the light emitting element of the present invention is more excellent; Preferably, it is a hydrogen atom, an alkyl group, or an aryl group, and these groups may have a substituent.
R ^21A and R ^24A are more preferably hydrogen atoms. R ^22A is more preferably a hydrogen atom or an aryl group which may have a substituent. R ^23A is more preferably a hydrogen atom or an alkyl group which may have a substituent.

In the metal complex represented by formula (1-A), since the luminous efficiency of the light emitting element of the present invention is more excellent, at least one of the rings L ^1A has a substituent, or R ^21A , R ^22A , R ^23A and R ^24A is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom.

When at least one of R ^21A to R ^24A is an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, the present invention Since the luminous efficiency of the light emitting device is more excellent, at least one of R ^22A and R ^23A is 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. group or a halogen atom, and it is more preferable that at least one of R ^22A and R ^23A is an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and these groups are It may have a substituent.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^21A to R ^24A are the aryl group, monovalent heterocyclic group and the substituted amino group in the substituent that ring L ¹ and ring L ² may have, respectively. The examples and preferred ranges of the heterocyclic group and substituted amino group are the same as those of the heterocyclic group and substituted amino group.
Examples and preferred ranges of the substituents that R ^21A , R ^22A , R ^23A and R ^24A may have include the substituents that ring L ¹ and ring L ² may further have. The examples and preferred ranges of good substituents are the same.
R ^21A and R ^22A , R ^22A and R ^23A , R ^23A and R ^24A , and the substituent that ring L ^1A may have and R ^21A are each bonded to form a ring together with the atoms to which they are bonded. It is preferable not to form.

The metal complex represented by formula (1-A) is preferably one of formulas (1-A1) to (1-A4) or formula (1-B1), since the light emitting device of the present invention has better luminous efficiency. A metal complex represented by the formula (1-B5), more preferably a metal complex represented by the formula (1-B1) to (1-B5), even more preferably a metal complex represented by the formula (1-B1) ), formula (1-B2) or formula (1-B3), and particularly preferably a metal complex represented by formula (1-B1).

[Metal complexes represented by formulas (1-A1) to (1-A4)]

［式中、Ｍ、ｎ¹、ｎ²、Ｒ^21A～Ｒ^24A及びＡ¹－Ｇ¹－Ａ²は、前記と同じ意味を表す。
Ｒ^11A～Ｒ^13Aは、それぞれ独立に、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基、アリールオキシ基、１価の複素環基、置換アミノ基又はハロゲン原子を表し、これらの基は置換基を有していてもよい。Ｒ^11A～Ｒ^13A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。
式（１－Ａ１）中、Ｒ^11AとＲ^21A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。式（１－Ａ２）中、Ｒ^12AとＲ^13A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。式（１－Ａ３）及び式（１－Ａ４）中、Ｒ^11AとＲ^12A、Ｒ^12AとＲ^13A、及び、Ｒ^11AとＲ^21A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。］

[In the formula, M, n ¹ , n ² , R ^21A to R ^24A and A ¹ -G ¹ -A ² have the same meanings as above.
R ^11A to R ^13A each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom; , these groups may have a substituent. When a plurality of R ^11A to R ^13A are present, they may be the same or different.
In formula (1-A1), R ^11A and R ^21A may be bonded to each other to form a ring with the atoms to which they are bonded. In formula (1-A2), R ^12A and R ^13A may be bonded to each other to form a ring with the atoms to which they are bonded. In formulas (1-A3) and (1-A4), R ^11A and R ^12A , R ^12A and R ^13A , and R ^11A and R ^21A are each bonded to form a ring with the atoms to which they are bonded. You may do so. ]

In formulas (1-A1) and (1-A3), R ^11A 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. is a heterocyclic group, more preferably an aryl group, and these groups may have a substituent.
In formula (1-A3), R ^12A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and more preferably a hydrogen atom or an alkyl group. or an aryl group, more preferably a hydrogen atom, and these groups may have a substituent.

In formulas (1-A2) and (1-A4), R ^12A 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. is a heterocyclic group, more preferably an aryl group, and these groups may have a substituent.
In formula (1-A4), R ^11A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and more preferably a hydrogen atom or an alkyl group. or an aryl group, more preferably a hydrogen atom, and these groups may have a substituent.

In formulas (1-A1) to (1-A4), R ^13A is preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and more preferably is a hydrogen atom, an alkyl group or an aryl group, more preferably a hydrogen atom, and these groups may have a substituent.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group, and substituted amino group in R ^11A to R ^13A are the aryl group, monovalent heterocyclic group, and the substituted amino group in the substituent that ring L ¹ and ring L ² may have, respectively. The examples and preferred ranges of the heterocyclic group and substituted amino group are the same as those of the heterocyclic group and substituted amino group.
Examples and preferred ranges of substituents that R ^11A , R ^12A and R ^13A may have include substituents that ring L ¹ and ring L ² may further have. The examples and preferred ranges are the same.

In formulas (1-A1) to (1-A4), R ^11A and R ^12A , R ^12A and R ^13A , and R ^11A and R ^21A are each bonded to form a ring with the atoms to which they are bonded. It is preferable not to do so.

[Metal complexes represented by formulas (1-B1) to (1-B5)]
R ^11B to R ^18B are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, since the luminous efficiency of the light emitting element of the present invention is more excellent; Preferably, it is a hydrogen atom, an alkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent.

R ^11B , R ^14B to R ^18B are preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom, since this facilitates the synthesis of the metal complex, and these groups have a substituent. It's okay.
R ^12B is preferably a hydrogen atom, an aryl group, or a monovalent heterocyclic group, more preferably a hydrogen atom, since the luminous efficiency of the light-emitting element of the present invention is further improved, and these groups are substituted with a substituent. It may have.
R ^13B is preferably a hydrogen atom, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent, since the luminous efficiency of the light-emitting element of the present invention is further improved.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^11B to R ^18B are the aryl group, monovalent heterocyclic group and the substituted amino group in the substituent that ring L ¹ and ring L ² may have, respectively. The examples and preferred ranges of the heterocyclic group and substituted amino group are the same as those of the heterocyclic group and substituted amino group.
Examples and preferred ranges of substituents that R ^11B to R ^18B may have include examples of substituents that ring L ¹ and ring L ² may further have, and Same as preferred range.

In formulas (1-B1) to (1-B5), at least one of R ^11B to R ^18B and R ^21A to R ^24A is an alkyl group or cycloalkyl group, since the light emitting element of the present invention has better luminous efficiency. group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and at least one of R ^12B , R ^13B , R ^22A and R ^23A is more preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and R ^13B , R ^22A and R It is more preferable that at least one of ^23A is an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and these groups may have a substituent.

In formulas (1-B1) to (1-B5), R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , R ^11B and R ^21A , R ^13B and R ^15B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , R ^18B and R ^21A , R ^11B and R ^18B , R ^14B and R ^15B , and R ^12B and R ^18B are each bonded to the atoms to which they are bonded. It is preferable not to form a ring together.

Examples of the phosphorescent transition metal complex include metal complexes represented by the following formulas and metal complexes G1, G2, and R1 to R3 described below.

Phosphorescent transition metal complexes are available from Aldrich, Luminescence Technology Corp. , American Dye Source, etc. Also, "Journal of the American Chemical Society, Vol. 107, 1431-1432 (1985)", "Journal of the American Chemical Society, Vol. 106, 664 7-6653 (1984)”, Special Publication No. 2004-530254, Documents such as JP 2008-179617, JP 2011-105701, JP 2007-504272, WO 2006/121811, JP 2013-147450, JP 2014-224101, etc. It is also possible to manufacture by the known method described in .

[Compound (T)]
A low molecular weight compound (hereinafter referred to as "compound (T)") that does not contain a transition metal and satisfies at least one of requirement (i) and requirement (ii) and is contained in the first organic layer will be described.
Compound (T) is preferably a thermally activated delayed fluorescence (TADF) compound.
The molecular weight of compound (T) is usually 1×10 ² to 1×10 ⁴ , preferably 2×10 ² to 5×10 ³ , more preferably 3×10 ² to 3×10 ³ , More preferably, it is 5×10 ² to 1.5×10 ³ .

In requirement (i), the absolute value of the difference between the energy level of the lowest triplet excited state and the energy level of the lowest singlet excited state (hereinafter referred to as "ΔE _ST ") is the luminescence of the light emitting element of the present invention. Since the efficiency is better, it is preferably 0.20 eV or less, more preferably 0.16 eV or less. In requirement (i), since the luminous efficiency of the light emitting element of the present invention is further excellent, ΔE _ST is preferably 0.001 eV or more and 0.25 eV or less, more preferably 0.01 eV or more and 0.20 eV or less, More preferably, it is 0.015 eV or more and 0.16 eV or less, particularly preferably 0.05 eV or more and 0.16 eV or less.

The value of ΔE _ST of a compound is calculated by structurally optimizing the ground state of the compound by density functional theory at the B3LYP level. At this time, 6-31G* is used as the basis function. Then, using the obtained structure-optimized structure, ΔE _ST of the compound is calculated by time-dependent density functional theory at the B3LYP level. However, if 6-31G* contains an atom that cannot be used, LANL2DZ is used for the atom. Note that the calculations are performed using Gaussian 09 as a quantum chemical calculation program.

In requirement (ii), ΔE _ST of the compound represented by formula (T-1) is usually 0.60 eV or less, and is preferably 0.35 eV or less, since the luminous efficiency of the light emitting element of the present invention is more excellent. , more preferably 0.20 eV or less, still more preferably 0.16 eV or less. Further, ΔE _ST of the compound represented by formula (T-1) is usually 0.0001 eV or more, preferably 0.001 eV or more, more preferably 0.01 eV or more, and even more preferably 0. It is .015 eV or more, particularly preferably 0.05 eV or more.

n ^T1 is preferably an integer of 0 or more and 3 or less, more preferably 0 or 1, since the luminous efficiency of the light emitting element of the present invention is more excellent.
n ^T2 is preferably an integer of 1 or more and 5 or less, more preferably 1 or 2, since the light emitting element of the present invention has better luminous efficiency.
"Nitrogen atom having no double bond" means a nitrogen atom having only single bonds between the nitrogen atom and all atoms bonded to the nitrogen atom.
"Containing a nitrogen atom having no double bond in the ring" means -N(-R ^N )- (wherein R ^N represents a hydrogen atom or a substituent) in the ring or the formula:

で表される基を含むことを意味する。

It means including the group represented by.

Contains a nitrogen atom without a double bond in the ring, and in the ring is a group represented by =N-, a group represented by -C(=O)-, a group represented by -S(=O)- The monovalent heterocyclic group not containing the group represented by -S(=O) ₂ - (hereinafter referred to as "monovalent donor-type heterocyclic group") forms a ring. The number of nitrogen atoms having no double bond is usually 1 to 10, preferably 1 to 5, more preferably 1 to 3, and still more preferably 1 or 2.

In the monovalent donor type heterocyclic group, the number of carbon atoms constituting the ring is usually 2 to 60, preferably 5 to 40, and more preferably 10 to 25.

Examples of the monovalent donor type heterocyclic group include a pyrrole ring, an indole ring, a carbazole ring, a 9,10-dihydroacridine ring, a 5,10-dihydrophenazine ring, a phenoxazine ring, a phenothiazine ring, an indolocarbazole ring, One hydrogen atom directly bonded to a carbon atom or heteroatom constituting the ring from an indenocarbazole ring or a ring in which one or more aromatic hydrocarbon rings and/or heterocycles are fused to these heterocycles. These groups may have a substituent. However, the aromatic hydrocarbon ring that may be fused to a heterocycle is an aromatic hydrocarbon ring that does not contain a group represented by -C(=O)- in the ring. The heterocycle that may be fused to a heterocycle includes a group represented by =N-, a group represented by -C(=O)-, a group represented by -S(=O)-, and a heterocycle containing no group represented by -S(=O) ₂ -.

The number of carbon atoms in the "aromatic hydrocarbon ring that does not contain a group represented by -C(=O)-" is usually 6 to 60, not including the number of carbon atoms of substituents, and is preferably is from 6 to 30, more preferably from 6 to 18.
Examples of the aromatic hydrocarbon ring that does not contain a group represented by -C(=O)- in the ring include a benzene ring, a naphthalene ring, an indene ring, a fluorene ring, a phenanthrene ring, a dihydrophenanthrene ring, and these rings. Examples include rings in which 2 or more and 5 or less are fused, preferably a benzene ring, a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, or a dihydrophenanthrene ring, and more preferably a benzene ring, a fluorene ring, or It is a spirobifluorene ring, more preferably a benzene ring or a fluorene ring, and these rings may have a substituent.

"In the ring, a group represented by =N-, a group represented by -C(=O)-, a group represented by -S(=O)-, and a group represented by -S(=O) ₂ -, The number of carbon atoms of the "heterocycle not containing the represented group," not including the number of carbon atoms of substituents, is usually 6 to 60, preferably 6 to 30, more preferably 6 to 18. .
A group represented by =N-, a group represented by -C(=O)-, a group represented by -S(=O)-, and a group represented by -S(=O) ₂ - in the ring. Examples of heterocycles that do not contain a group include a pyrrole ring, a furan ring, a thiophene ring, an indole ring, a benzofuran ring, a benzothiophene ring, a carbazole ring, a dibenzofuran ring, a dibenzothiophene ring, a dibenzosilole ring, a dibenzophosphole ring, and a phenoxy ring. Sadine ring, phenothiazine ring, 9,10-dihydroacridine ring, 5,10-dihydrophenazine ring, aromatic hydrocarbon ring that does not contain a group represented by -C(=Z ^T1 )- in the ring Examples include rings in which 1 to 5 are fused together, and rings in which 2 to 5 of these rings are fused, preferably carbazole rings, dibenzofuran rings, dibenzothiophene rings, phenoxazine rings, phenothiazine rings, A 9,10-dihydroacridine ring or a 5,10-dihydrophenazine ring, more preferably a carbazole ring, a dibenzofuran ring or a dibenzothiophene ring, and these rings may have a substituent.

The monovalent donor type heterocyclic group is preferably a carbazole ring, 9,10-dihydroacridine ring, 5,10-dihydrophenazine ring, phenoxazine ring, or phenothiazine ring, since the light emitting device of the present invention has better luminous efficiency. A group obtained by removing one hydrogen atom directly bonded to a carbon atom or a heteroatom constituting the ring from a ring, an indolocarbazole ring, or an indenocarbazole ring, and more preferably a carbazole ring, an indolocarbazole ring, or an indenocarbazole ring. It is a group obtained by removing one hydrogen atom directly bonded to a carbon atom or hetero atom constituting the ring from a nocarbazole ring, and these groups may have a substituent.

Examples and preferred ranges of substituted amino groups in Ar ^T1 are the same as examples and preferred ranges of substituted amino groups in substituents that Ar ^T1 may have, which will be described later.

The substituent that Ar ^T1 may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen group. an atom or a cyano group, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, and still more preferably an alkyl group, an aryl group, or a monovalent heterocyclic group and these groups may further have a substituent.

The aryl group in the substituent that Ar ^T1 may have is preferably a phenyl group, a naphthyl group, a fenthrenyl group, a dihydrofentrenyl group, or a fluorenyl group, more preferably a phenyl group or a fluorenyl group, and even more preferably a phenyl group. Preferably, these groups may have a substituent.
Monovalent heterocyclic groups as substituents that Ar ^T1 may have include pyridyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, dibenzofuranyl group, dibenzothienyl group, carbazolyl group, azacarbazolyl group , a diazacarbazolyl group, a phenoxazinyl group or a phenothiazinyl group are preferable, a pyridyl group, a pyrimidinyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothienyl group or a carbazolyl group are more preferable, and a dibenzofuranyl group, a dibenzothienyl group or A carbazolyl group is more preferred, and these groups may have a substituent.
In the substituted amino group among the substituents that Ar ^T1 may have, the substituent that the amino group has is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups are further substituted. It may have a group. The examples and preferred ranges of the aryl group in the substituent that the amino group has are the same as the examples and preferred ranges of the aryl group in the substituent that Ar ^T1 may have. Examples and preferred ranges of the monovalent heterocyclic group as a substituent of the amino group are the same as examples and preferred ranges of the monovalent heterocyclic group as a substituent that Ar ^T1 may have.

The substituents that Ar ^T1 may further include are preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, and a monovalent group. A heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, more preferably an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group, still more preferably an alkyl group or an aryl group, and these groups may further have a substituent.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group ^{, and substituted amino group in the substituent that Ar T1 may} have further include the following: Examples and preferred ranges of the aryl group, monovalent heterocyclic group, and substituted amino group as optional substituents are the same.

At least one of Ar ^T1 is preferably a monovalent donor-type heterocyclic group, more preferably a group represented by formula (T1-1), since the luminous efficiency of the light emitting element of the present invention is better. and these groups may have a substituent.
Ar ^T1 is preferably a monovalent donor-type heterocyclic group, more preferably a group represented by formula (T1-1), since the luminous efficiency of the light emitting element of the present invention is even more excellent; The group may have a substituent.

・Group represented by formula (T1-1) Examples and preferred ranges of substituents that ring R ^T1 and ring R ^T2 may have are examples and preferred ranges of substituents that Ar ^T1 may have. Same as range.

At least one of ring R ^T1 and ring R ^T2 is preferably an aromatic hydrocarbon ring that does not contain a group represented by -C(=O)- in the ring, and the ring does not contain a substituent. may have.

Ring R ^T1 and ring R ^T2 are preferably a benzene ring, a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a dihydrophenanthrene ring, a carbazole ring, or a dibenzofuran ring, since the luminous efficiency of the light emitting device of the present invention is better. ring, dibenzothiophene ring, phenoxazine ring, phenothiazine ring, 9,10-dihydroacridine ring or 5,10-dihydrophenazine ring, more preferably benzene ring, fluorene ring, spirobifluorene ring, carbazole ring, dibenzofuran ring. ring or dibenzothiophene ring, more preferably a benzene ring, fluorene ring or carbazole ring, and these rings may have a substituent.

X ^T1 is a single bond, an oxygen atom, a sulfur atom, or a group represented by -C(R ^XT1 ') ₂ -, more preferably a single bond, an oxygen atom, or a sulfur atom, and even more preferably a single bond. be.

R ^XT1 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, and even more preferably an aryl group. , these groups may have a substituent.

R ^XT1 ' is preferably an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, more preferably an alkyl group or an aryl group, even more preferably an alkyl group, and these The group may have a substituent.

It is preferable that a plurality of R ^XT1 's do not bond to each other to form a ring with the carbon atoms to which they are bonded.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group, and substituted amino group in R ^XT1 and R ^XT1 ' are the aryl group, monovalent heterocyclic group, and the monovalent heterocyclic group in the substituent that Ar ^T1 may have, respectively. and the examples and preferred ranges of substituted amino groups.

Examples and preferred ranges of substituents that R ^XT1 and R ^XT1 ' may have are the same as examples and preferred ranges of substituents that Ar ^T1 may further have. It is.

The group represented by formula (T1-1) is preferably a group represented by formula (T1-1A) to formula (T1-1D), since the luminous efficiency of the light-emitting element of the present invention is more excellent. More preferred are groups represented by formulas (T1-1A) to (T1-1C).

X ^T2 and X ^T3 are preferably a single bond, a group represented by -N(R ^XT2 )-, or a group represented by -C(R ^XT2 ') ₂ -.
At least one of X ^T2 and X ^T3 is preferably a single bond, and more preferably X ^T3 is a single bond.
When at least one of X ^T2 and X ^T3 is a single bond, the other is an oxygen atom, a sulfur atom, a group represented by -N(R ^XT2 )-, or -C(R ^XT2 ') ₂ - A group represented by is preferable, and a group represented by -N(R ^XT2 )- or a group represented by -C(R ^XT2 ') ₂ - is more preferable.

Examples and preferred ranges of R ^XT2 are the same as those of R ^XT1 .
Examples and preferred ranges of R ^XT2 ' are the same as those of R ^XT1 '.
Examples and preferred ranges of substituents that R ^XT2 and R ^XT2 ' may have are the same as examples and preferred ranges of substituents that R ^XT1 and R ^XT1 ' may have.

R ^T1 to R ^T12 are preferably a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a monovalent heterocyclic group, or a substituted amino group; It is more preferably a valent heterocyclic group or a substituted amino group, and even more preferably a hydrogen atom, an alkyl group, an aryl group or a monovalent heterocyclic group, and these groups further have a substituent. Good too.

In formula (T1-1A), R ^T1 , R ^T2 , R ^T4 , R ^T5 , R ^T7 and R ^T8 are particularly preferably hydrogen atoms.

In formulas (T1-1B) to (T1-1D), R ^T1 to R ^T12 are particularly preferably hydrogen atoms.

Examples and preferred ranges of the aryl group, monovalent heterocyclic group and substituted amino group in R ^T1 to R ^T12 are the aryl group, monovalent heterocyclic group and substituted amino group in the substituent that Ar ^T1 may have, respectively. The examples and preferred ranges of substituted amino groups are the same.
Examples and preferred ranges of substituents that R ^T1 to R ^T12 may have are the same as examples and preferred ranges of substituents that Ar ^T1 may further have. be.

L ^T1 is preferably an arylene group or a divalent heterocyclic group, more preferably an arylene group, and these groups may have a substituent.

The arylene group represented by L ^T1 is preferably a group represented by formula (A-1) to formula (A-9), formula (A-19) or formula (A-20), and more preferably Preferably, it is a group represented by formula (A-1) to formula (A-3), formula (A-8) or formula (A-9), more preferably a group represented by formula (A-1) or ( A-2), and these groups may have a substituent.
The divalent heterocyclic group represented by L ^T1 is preferably one of formula (AA-1) to formula (AA-6), formula (AA-10) to formula (AA-15), or formula (AA- 18) ~ Groups represented by formula (AA-22), more preferably formulas (AA-1) ~ formula (AA-4), formula (AA-10) ~ formula (AA-15) .

The examples and preferred ranges of substituents that L ^T1 may have are the same as the examples and preferred ranges of substituents that Ar ^T1 may have.

R ^T1 ' is preferably an aryl group or a monovalent heterocyclic group, more preferably an aryl group, and these groups may have a substituent.
The examples and preferred ranges of the aryl group and monovalent heterocyclic group in R ^T1 ' are the same as the examples and preferred ranges of the aryl group and monovalent heterocyclic group in the substituent that Ar ^T1 may have, respectively. It is.
Examples and preferred ranges of substituents that R ^T1 ' may have are the same as examples and preferred ranges of substituents that Ar ^T1 may further have.

The number of carbon atoms in the aromatic hydrocarbon group in Ar ^T2 is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms in substituents.
The aromatic hydrocarbon group in Ar ^T2 is preferably an electron-withdrawing group or an aromatic group containing a group represented by -C(=O)- in the ring, since the luminous efficiency of the light-emitting element of the present invention is more excellent. These groups may have a substituent.

Examples of aromatic hydrocarbon groups containing a group represented by -C(=O)- in the ring include naphthoquinone ring, anthraquinone ring, phenanthoquinone ring, indenone ring, fluorenone ring, tetralone ring, and benzene in these rings. A ring in which 1 to 5 rings are condensed, or a group in which one or more hydrogen atoms directly bonded to a carbon atom constituting the ring is removed from a ring in which 2 to 5 rings are condensed. and is preferably a group obtained by removing one or more hydrogen atoms directly bonded to a carbon atom constituting the ring from a naphthoquinone ring, anthraquinone ring, phenanthrenequinone ring, fluorenone ring, or phenanthreneone ring, and these groups are substituted. It may have a group.

In Ar ^T2 , aromatic hydrocarbon groups other than aromatic hydrocarbon groups containing a group represented by -C(=O)- in the ring include benzene ring, naphthalene ring, indene ring, fluorene ring, and phenanthrene ring. , a dihydrophenanthrene ring, or a ring in which two or more and five or less of these rings are condensed, and one or more hydrogen atoms directly bonded to carbon atoms constituting the ring are removed, and the light-emitting device of the present invention It is preferable to use a group obtained by removing one or more hydrogen atoms directly bonded to a carbon atom constituting the ring from a benzene ring, fluorene ring, spirobifluorene ring, phenanthrene ring or dihydrophenanthrene ring, since the luminous efficiency of More preferably, it is a group obtained by removing one or more hydrogen atoms directly bonded to a carbon atom constituting the ring from a benzene ring, and these rings may have a substituent.

The aromatic hydrocarbon group containing an electron-withdrawing group is preferably an aromatic hydrocarbon group having an electron-withdrawing group as a substituent, and this group has a substituent other than the electron-withdrawing group. You can leave it there.

Examples of the electron-withdrawing group include an alkyl group having a fluorine atom as a substituent, a fluorine atom, a cyano group, a nitro group, an acyl group, and a carboxyl group, and preferably a cyano group.

The alkyl group having a fluorine atom as a substituent is preferably a trifluoromethyl group, a pentafluoroethyl group, a perfluorobutyl group, a perfluorohexyl group, or a perfluorooctyl group.

In the aromatic hydrocarbon group containing an electron-withdrawing group, the number of electron-withdrawing groups that the aromatic hydrocarbon group has is usually 1 to 10, preferably 1 to 5, and more Preferably, the number is one or two.

The number of carbon atoms in the heterocyclic group in Ar ^T2 is usually 2 to 60, preferably 2 to 30, and more preferably 3 to 15, not including the number of carbon atoms in substituents.

The heterocyclic group in Ar ^T2 is preferably a monocyclic heterocyclic group containing two or more groups represented by =N- in the ring, or A group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and a group represented by =N- in the ring A fused ring heterocyclic group containing at least one group selected from the group consisting of groups, more preferably a monocyclic heterocyclic group containing two or more groups represented by =N- in the ring. , these groups may have a substituent.

A monocyclic heterocyclic group containing two or more groups represented by =N- in the ring includes a triazole ring, oxadiazole ring, thiadiazole ring, diazabenzene ring, or triazine ring, and a carbon atom constituting the ring. Examples include groups from which one or more hydrogen atoms directly bonded are removed, and preferably groups from which one or more hydrogen atoms directly bonded to carbon atoms constituting the ring are removed from a triazole ring, diazabenzene ring, or triazine ring. More preferably, it is a group obtained by removing one or more hydrogen atoms directly bonded to a carbon atom constituting the ring from a pyrimidine ring or a triazine ring, and these groups may have a substituent.

A group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and a group represented by =N- in the ring Examples of the fused ring heterocyclic group containing at least one group selected from the group consisting of a benzothiophene dioxide ring, a benzothiophene oxide ring, a benzopyranone ring, an azanaphthalene ring, a diazanaphthalene ring, a triazanaphthalene ring, an azaindole ring, a diazaindole ring, a quinolinone ring, a benzodiazole ring, a benzotriazole ring, a benzoxadiazole ring, a benzothiadiazole ring, a ring in which one to five aromatic rings are fused to these rings, or It is a group obtained by removing one or more hydrogen atoms directly bonded to the atoms constituting the ring from a ring in which 2 to 5 of these rings are condensed, and preferably a dibenzothiophene dioxide ring, a dibenzothiophene oxide ring, The ring is composed of a dibenzopyranone ring, an azanaphthalene ring, a diazanaphthalene ring, an azaanthracene ring, a diazaanthracene ring, an azaphenanthrene ring, a diazaphenanthrene ring, an azacarbazole ring, a diazacarbazole ring, or an acridone ring. A group from which one or more hydrogen atoms directly bonded to an atom are removed, and more preferably a dibenzothiophene dioxide ring, a dibenzopyranone ring, an azanaphthalene ring, a diazanaphthalene ring, an azaanthracene ring, a diazaanthracene ring. or a group obtained by removing one or more hydrogen atoms directly bonded to an atom constituting the ring from a diazaphenanthrene ring, and more preferably a hydrogen atom directly bonded to an atom constituting the ring from a dibenzothiophene dioxide ring. A group from which one or more groups are removed, and these groups may have a substituent.

A group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and a group represented by =N- in the ring The fused ring heterocyclic group containing at least one group selected from the group consisting of groups preferably includes a group represented by -S(=O) ₂ - and a group represented by =N- in the ring. A fused ring heterocyclic group containing at least one group selected from the group consisting of, more preferably a fused ring heterocyclic group containing a group represented by -S(=O) ₂ -, and these groups may have a substituent.
A group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and a group represented by =N- in the ring In a fused ring heterocyclic group containing at least one group selected from the group consisting of groups, a group represented by -C(=O)- contained in the ring, a group represented by -S(=O)- The total number of groups represented by -S(=O) ₂ - and =N- is usually 1 to 10, preferably 1 to 5, and more preferably is 1 to 3, more preferably 1.

In Ar ^T2 , a monocyclic heterocyclic group containing two or more groups represented by =N- in the ring, a group represented by -C(=O)-, -S(=O )-, a group represented by -S(=O) ₂ -, and a group represented by =N-, other than a fused-ring heterocyclic group The heterocyclic group is preferably a group obtained by removing one or more hydrogen atoms directly bonded to atoms constituting the ring from a pyridine ring, diazole ring, dibenzofuran ring, or dibenzothiophene ring, and these groups include substituents. It may have.

Ar ^T2 is preferably a monocyclic heterocyclic group containing two or more groups represented by =N- in the ring, or -C(= selected from the group consisting of a group represented by O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ -, and a group represented by =N- A fused ring heterocyclic group containing at least one group, or an aromatic hydrocarbon group containing an electron-withdrawing group or a group represented by -C(=O)- in the ring, more preferably, A monocyclic heterocyclic group containing two or more groups represented by =N- in the ring, or a group represented by -C(=O)- in the ring, or a group represented by -S(=O)- A fused ring heterocyclic group containing at least one group selected from the group consisting of a group represented by -S(=O) ₂ -, and a group represented by =N-, and more preferably , a monocyclic heterocyclic group containing two or more groups represented by =N- in the ring, and these groups may have a substituent.

The substituent that Ar ^T2 may have (different from the group represented by formula (1T') described below; the same applies hereinafter) is preferably an alkyl group, a cycloalkyl group, or an alkoxy group. , a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group other than a monovalent donor-type heterocyclic group, or an electron-withdrawing group, and more preferably an alkyl group, an aryl group, a monovalent heterocyclic group, or an electron-withdrawing group. It is a monovalent heterocyclic group other than a donor type heterocyclic group or an electron-withdrawing group, and more preferably an alkyl group or an aryl group, and these groups may have a substituent.

Examples and preferred ranges of the aryl group as a substituent that Ar ^T2 may have are the same as the examples and preferred ranges of the aryl group as a substituent that Ar ^T1 may have.

The monovalent heterocyclic group other than the monovalent donor type heterocyclic group is preferably a pyridyl group, pyrimidinyl group, triazinyl group, quinolinyl group, isoquinolinyl group, dibenzofuranyl group, dibenzothienyl group, azacarbazolyl group, or It is a diazacarbazolyl group, and these groups may have a substituent.

Examples and preferred ranges of substituents that Ar ^T2 may further include include substituents that Ar ^T1 may further include. Same as examples and preferred ranges.

The compound represented by formula (T-1) is preferably a compound represented by formula (T'-1) to formula (T'-16) because the light emitting element of the present invention has better luminous efficiency. more preferably compounds represented by formula (T'-1) to formula (T'-5) or formula (T'-10) to formula (T'-12), still more preferably formula (T'-1) or a compound represented by formula (T'-3), particularly preferably a compound represented by formula (T'-3).

［式中、
Ｔ^X1は、酸素原子、硫黄原子又は－Ｎ（Ｒ^1T）－で表される基を表す。
Ｔ^X2は、＝Ｎ－で表される基又は＝Ｃ（Ｒ^1T）－で表される基を表す。
Ｔ^X3は、－Ｃ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）－で表される基又は－Ｓ（＝Ｏ）₂－で表される基を表す。
Ｔ^X4は、酸素原子、硫黄原子、－Ｎ（Ｒ^1T）－で表される基、－Ｃ（＝Ｏ）－で表される基、－Ｓ（＝Ｏ）－で表される基又は－Ｓ（＝Ｏ）₂－で表される基を表す。
Ｒ^1T及びＲ^1T'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価のドナー型複素環基以外の１価の複素環基、電子求引性基又は式（１T’）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^1Tは、同一でも異なっていてもよい。但し、複数存在するＲ^1Tのうち、少なくとも１個は式（１T’）で表される基である。
複数存在するＲ^1T'は、同一でも異なっていてもよい。但し、複数存在するＲ^1T'のうち、少なくとも１個は式（１T’）で表される基であり、且つ、少なくとも１個は電子求引性基である。］

[In the formula,
T ^X1 represents an oxygen atom, a sulfur atom, or a group represented by -N(R ^1T )-.
T ^X2 represents a group represented by =N- or a group represented by =C(R ^1T )-.
T ^X3 represents a group represented by -C(=O)-, a group represented by -S(=O)- or a group represented by -S(=O) ₂ -.
^{T _} Represents a group represented by S(=O) ₂ -.
R ^1T and R ^1T ' each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, or a monovalent heterocyclic group other than a monovalent donor-type heterocyclic group. It represents a ring group, an electron-withdrawing group, or a group represented by formula (1T'), and these groups may have a substituent.
A plurality of R ^1Ts may be the same or different. However, among the plurality of R ^1Ts , at least one is a group represented by formula (1T').
A plurality of R ^1T 's may be the same or different. However, among the plurality of R ^1T 's, at least one is a group represented by formula (1T'), and at least one is an electron-withdrawing group. ]

T ^X1 is preferably a group represented by -N(R ^1T )-.
T ^X3 is preferably a group represented by -C(=O)- or a group represented by -S(=O) ₂ -, more preferably a group represented by -S(=O) ₂ - This is the base.
^{T _} _{_} It is a group represented by an oxygen atom, a sulfur atom, or -N(R ^1T )-, and even more preferably an oxygen atom.

Among the plurality of R ^1Ts , n ^T2 is preferably a group represented by formula (1T').
Among the plurality of R ^1T 's, n ^T2 are preferably groups represented by formula (1T').

Among the plurality of R ^1T 's, 1 to 5 are preferably electron-withdrawing groups, 1 to 3 are more preferably electron-withdrawing groups, and 1 or 2 are electron-withdrawing groups. More preferably, it is an attractive group.

［式中、Ｌ^T1、ｎ^T1及びＡｒ^T1は、前記と同じ意味を表す。］

[In the formula, L ^T1 , n ^T1 and Ar ^T1 represent the same meanings as above. ]

R ^1T is preferably a hydrogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group other than a monovalent donor-type heterocyclic group, an electron-withdrawing group, or a group represented by formula (1T'). More preferably, it is a hydrogen atom, an alkyl group, an aryl group, or a group represented by formula (1T'), and even more preferably a hydrogen atom, an aryl group, or a group represented by formula (1T'). , these groups may have a substituent.

R ^1T ' is preferably a hydrogen atom, an alkyl group, an aryl group, a monovalent heterocyclic group other than a monovalent donor-type heterocyclic group, an electron-withdrawing group, or a group represented by formula (1T') and more preferably a hydrogen atom, an alkyl group, an aryl group, an electron-withdrawing group, or a group represented by formula (1T'), and even more preferably a hydrogen atom, an electron-withdrawing group, or a group represented by formula (1T'). 1T'), and these groups may have a substituent.

Examples and preferred ranges of substituents that R ^1T and R ^1T ' may have are the same as examples and preferred ranges of substituents that Ar ^T1 may further have. It is.

Compound (T) preferably satisfies requirements (i) and (ii) because the light emitting device of the present invention has better luminous efficiency.

Examples of the compound (T) include compounds represented by the following formula. In the formula, Z ¹ represents a group represented by -N= or a group represented by -CH=. Z ² represents an oxygen atom or a sulfur atom. Z ³ represents a group represented by -C(=O)- or a group represented by -S(=O) ₂ -. When a plurality of Z ¹ to Z ³ exist, they may be the same or different.

Z ¹ is preferably a group represented by -N=. Z ² is preferably an oxygen atom. Z ³ is preferably a group represented by -S(=O) ₂ -.

Compound (T) is available from Aldrich, Luminescence Technology Corp. It is available from etc. In addition, for example, International Publication No. 2007/063754, International Publication No. 2008/056746, International Publication No. 2011/032686, International Publication No. 2012/096263, JP 2009-227663, JP 2010- It can be synthesized according to the method described in Publication No. 275255, Advanced Materials (Adv. Mater), Volume 26, Pages 7931-7958, 2014.

[First composition]
The first organic layer is a group consisting of a compound (T), a phosphorescent transition metal complex, a hole transport material, a hole injection material, an electron transport material, an electron injection material, a fluorescent compound, and an antioxidant. It may be a layer containing a composition (hereinafter also referred to as "first composition") containing at least one selected from the following. However, the compound (T) is different from the hole transport material, hole injection material, electron transport material, electron injection material, and fluorescent compound.

[Hole transport material]
Hole transport materials are classified into low-molecular compounds and high-molecular compounds, and preferably high-molecular compounds. The hole transport material may have a crosslinking group.

Examples of the polymer compound include polyvinylcarbazole 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, and trinitrofluorenone, with fullerene being preferred.

In the first composition, the blending amount of the hole transporting material is usually 1 to 400 parts by mass, preferably 1 to 400 parts by mass when the total of compound (T) and phosphorescent transition metal complex is 100 parts by mass. It is 5 to 150 parts by mass.
The hole transport materials may be used alone or in combination of two or more.

[Electron transport material]
Electron transport materials are classified into low molecular compounds and high molecular compounds. The electron transport material may have a crosslinking group.

Examples of low-molecular compounds include metal complexes with 8-hydroxyquinoline as a ligand, oxadiazole, anthraquinodimethane, benzoquinone, naphthoquinone, anthraquinone, tetracyanoanthraquinodimethane, fluorenone, diphenyldicyanoethylene, and diphenoquinone. , and derivatives thereof.

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

In the first composition, the blending amount of the electron transport material is usually 1 to 400 parts by mass, preferably 5 parts by mass, when the total of the compound (T) and the phosphorescent transition metal complex is 100 parts by mass. ~150 parts by mass.
The electron transport materials may be used alone or in combination of two or more.

[Hole injection material and electron injection material]
Hole-injecting materials and electron-injecting materials are classified into low-molecular compounds and high-molecular compounds, respectively. The hole injection material and the electron injection material may have a crosslinking group.

Examples of low-molecular compounds 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 polymeric compounds include polyaniline, polythiophene, polypyrrole, polyphenylene vinylene, polythienylene vinylene, polyquinoline, polyquinoxaline, and derivatives thereof; conductive polymers containing an aromatic amine structure in the main chain or side chain. Polymers can be mentioned.

In the first composition, the blending amounts of the hole injection material and the electron injection material are usually 1 to 400 parts by mass, respectively, when the total of the compound (T) and the phosphorescent transition metal complex is 100 parts by mass. parts, preferably 5 to 150 parts by mass.
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 electron injection material contains a conductive polymer, the electrical conductivity of the conductive polymer is preferably 1×10 ⁻⁵ S/cm to 1×10 ³ S/cm. In order to keep the electrical conductivity of the conductive polymer within this range, the conductive polymer can be doped with an appropriate amount of ions.

The type of ion to be doped is an anion if it is a hole injection material, and a cation if it is 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.

The ions to be doped may be used singly or in combination of two or more.

[Fluorescent compound]
Fluorescent compounds are classified into low molecular weight compounds and high molecular weight compounds. The fluorescent compound may have a crosslinking group.

Examples of the low molecular weight compound include naphthalene and its derivatives, anthracene and its derivatives, and perylene and its derivatives.

Examples of the polymer compound include a phenylene group, a naphthalenediyl group, an anthracenediyl group, a fluorenediyl group, a phenanthrenediyl group, a dihydrophenanthenediyl group, a group represented by the formula (X) described below, a carbazolediyl group, and a phenoxydiyl group. Examples include polymeric compounds containing a sadinediyl group, a phenothiazinediyl group, a pyrenediyl group, and the like.

In the first composition, the blending amount of the fluorescent compound is usually 0.1 to 400 parts by mass, preferably 0.1 to 400 parts by mass when the total of compound (T) and the phosphorescent transition metal complex is 100 parts by mass. It is 5 to 150 parts by mass.

The fluorescent compounds may be used alone or in combination of two or more.

[Antioxidant]
The antioxidant may be any compound that is soluble in the same solvent as the compound (T) and the phosphorescent transition metal complex and does not inhibit luminescence and charge transport, such as phenolic antioxidants, phosphorous antioxidants, etc. Examples include agents.

In the first composition, the amount of the antioxidant is usually 0.001 to 10 parts by mass, when the total of compound (T) and phosphorescent transition metal complex is 100 parts by mass.
The antioxidants may be used alone or in combination of two or more.

[First ink]
The composition containing the compound (T), a phosphorescent transition metal complex, and a solvent (hereinafter also referred to as "first ink") can be prepared by a spin coating method, a casting method, a microgravure coating method, or a gravure coating method. coating method, bar coating method, roll coating method, wire bar coating method, dip coating method, spray coating method, screen printing method, flexo printing method, offset printing method, inkjet printing method, capillary coating method, nozzle coating method, etc. It can be suitably used in the law.

The viscosity of the first ink can be adjusted depending on the type of coating method, but when applied to a printing method such as inkjet printing in which the solution passes through a discharge device, clogging and flight deflection may occur during discharge. Since it is difficult, 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 solvents include chlorinated solvents such as 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene, and o-dichlorobenzene; ether solvents such as tetrahydrofuran, dioxane, anisole, and 4-methylanisole; toluene, 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; and esters such as ethyl acetate, butyl acetate, ethyl cellosolve acetate, methyl benzoate, and phenyl acetate. Solvents: Polyhydric alcohol solvents such as ethylene glycol, glycerin, and 1,2-hexanediol; Alcohol solvents such as isopropyl alcohol and cyclohexanol; Sulfoxide solvents such as dimethyl sulfoxide; N-methyl-2-pyrrolidone, N , N-dimethylformamide and other amide solvents. The solvents may be used alone or in combination of two or more.

In the first ink, the amount of the solvent blended is usually 1,000 to 100,000 parts by mass, preferably 2,000 to 20,000 parts by mass, when the total of the compound (T) and the phosphorescent transition metal complex is 100 parts by mass. Department.

<Second organic layer>
The second organic layer is a layer containing a crosslinked product of the polymer compound of the second organic layer.

The crosslinked product of the polymer compound of the second organic layer can be obtained by bringing the polymer compound of the second organic layer into a crosslinked state using the method and conditions described above.

[Polymer compound of second organic layer]
nA and nB are preferably integers of 0 to 3, more preferably integers of 0 to 2, since the light emitting element of the present invention has better luminous efficiency.

When nA and nB are different, it is preferable that one of nA and nB is 0 or 1 because synthesis is easy; one is 0 and the other is 1 or 2; or It is more preferable that one is 1 and the other is 0 or 2.

The number of carbon atoms in the alkylene group represented by L ^A and L ^B is usually 1 to 20, preferably 1 to 15, and more preferably 1 to 10, not including the number of carbon atoms in substituents. be. The number of carbon atoms in the cycloalkylene group represented by L ^A and L ^B is usually 3 to 20, not including the number of carbon atoms in substituents.

Examples of the alkylene group represented by L ^A and L ^B include a methylene group, an ethylene group, a propylene group, a butylene group, a hexylene group, and an octylene group. The alkylene groups represented by L ^A and L ^B may have a substituent, and the substituent is preferably a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom, or a cyano group. These groups may further have a substituent.

Examples of the cycloalkylene group represented by L ^A and L ^B include a cyclopentylene group and a cyclohexylene group. The cycloalkylene groups represented by L ^A and L ^B may have a substituent, and examples of the substituent include an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, a halogen atom, and a cyano group. Groups are preferred. These groups may further have a substituent.

The arylene groups represented by L ^A and L ^B may have a substituent. The arylene group is preferably a phenylene group or a fluorene diyl group, and more preferably an m-phenylene group, a p-phenylene group, a fluorene-2,7-diyl group, and a fluorene-9,9-diyl group. Examples of substituents 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 Bridging groups selected from the group are preferred. These groups may further have a substituent.

The divalent heterocyclic groups represented by L ^A and L ^B are preferably groups represented by formulas (AA-1) to (AA-34).

L ^A and L ^B are preferably an arylene group or an alkylene group, more preferably a phenylene group, a fluorenediyl group, or an alkylene group, since this facilitates the production of the polymer compound of the second organic layer. be. These groups may have a substituent.

When L ^A and L ^B are different, the luminous efficiency of the light emitting element of the present invention is better, so one of L ^A and L ^B is preferably an alkylene group. Furthermore, since the crosslinking property of the polymer compound in the second organic layer is better, the combination of L ^A and L ^B is a combination of two types of alkylene groups, a combination of two types of arylene groups, or an alkylene group and an arylene group. A combination of groups is preferable, and a combination of two types of alkylene groups or a combination of an alkylene group and an arylene group is more preferable.

Since the luminous efficiency of the light emitting element of the present invention is more excellent, it is preferable that at least one of X ^A and X ^B is a crosslinking group selected from the above crosslinking group A group, and both of them are selected from the above crosslinking group A group. More preferably, it is a crosslinking group.

The crosslinking groups selected from the above crosslinking group A group are preferably those of formulas (XL-1) to (XL-4) and formulas (XL-7) to (XL-10) because they are easy to synthesize. or a crosslinking group represented by formula (XL-16) to formula (XL-19), more preferably formula (XL-1), formula (XL-3), formula (XL-9), or formula ( XL-10), formula (XL-16) or formula (XL-17) to formula (XL-19), more preferably formula (XL-1), formula (XL-16) ) or a crosslinking group represented by formula (XL-17) to formula (XL-19), particularly preferably a crosslinking group represented by formula (XL-1) or formula (XL-17).

Since the crosslinkability of the polymer compound of the second organic layer is better, it is preferable that X ^A and X ^B are different. Since the crosslinking property of the polymer compound of the second organic layer is better and the luminous efficiency of the light emitting element of the present invention is better, X ^A can be expressed by formula (XL-3), formula (XL-4), formula (XL-13) or a crosslinking group represented by formula (XL-17) to formula (XL-19), preferably a crosslinking group represented by formula (XL-17) to formula (XL-19) More preferably, it is a crosslinking group represented by formula (XL-17). In addition, X ^B is the formula (XL-1), formula (XL-2), formula (XL-5), formula (XL-6), formula (XL-7), formula (XL-8), formula ( XL-14) to a crosslinking group represented by formula (XL-16) are preferable, and a crosslinking group represented by formula (XL-1) or formula (XL-16) is more preferable. A crosslinking group represented by (XL-1) is more preferable.

The structural unit having a group represented by formula (XL-A) and the structural unit having a group represented by formula (XL-B) may be a structural unit represented by the following formula.

The structural unit having a group represented by formula (XL-A) is preferably a structural unit represented by formula (XL-A1) or a structural unit represented by formula (XL-A2), A structural unit represented by XL-A1) is more preferable.

The structural unit having a group represented by formula (XL-B) is preferably a structural unit represented by formula (XL-B1) or a structural unit represented by formula (XL-B2), A structural unit represented by XL-B1) is more preferable.

・The structural unit n ^A1 represented by the formula (XL-A1), the formula (XL-A2), the formula (XL-B1), and the formula (XL-B2) is because the luminous efficiency of the light-emitting element of the present invention is better. , preferably 1 or 2, more preferably 2.

n ^A2 is preferably 0 because it facilitates the production of the polymer compound of the second organic layer and the light emitting element of the present invention has better luminous efficiency.

X ^LA is preferably a group represented by formula (XL-A), an aryl group, or a monovalent heterocyclic group, more preferably a group represented by formula (XL-A) or an aryl group. More preferably, it is a group represented by formula (XL-A), and these groups may have a substituent. The substituent that X ^LA may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group.

Ar ^A3 is preferably an aromatic hydrocarbon group which may have a substituent since the light emitting element of the present invention has better luminous efficiency.

The number of carbon atoms in the aromatic hydrocarbon group represented by Ar ^A3 is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms in substituents. be.

The arylene group portion excluding n ^A1 substituents of the aromatic hydrocarbon group represented by Ar ^A3 is preferably a group represented by a formula (A-1) to a formula (A-20). is a group, more preferably formula (A-1), formula (A-2), formula (A-6) to formula (A-10), formula (A-19) or formula (A-20). A group represented by, more preferably, a group represented by formula (A-1), formula (A-2), formula (A-7), formula (A-9) or formula (A-19) These groups may have a substituent.

The number of carbon atoms in the heterocyclic group represented by Ar ^A3 is usually 2 to 60, preferably 3 to 30, and more preferably 4 to 18, not including the number of carbon atoms in substituents.

The divalent heterocyclic group moiety excluding n ^A1 substituents of the heterocyclic group represented by Ar ^A3 is preferably a group represented by formula (AA-1) to formula (AA-34). It is.

The aromatic hydrocarbon group and heterocyclic group represented by Ar ^A3 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, and an aryloxy group. A halogen atom, a monovalent heterocyclic group and a cyano group are preferred.

Ar ^A5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded. Ar ^A5 is preferably an aromatic hydrocarbon group which may have a substituent since the light emitting element of the present invention has better luminous efficiency.

The definition and examples of the arylene group portion of the aromatic hydrocarbon group represented by Ar ^A5 excluding n ^A1 substituents are the same as the definition and examples of the arylene group represented by Ar ^X2 in formula (X). be.

The definition and examples of the divalent heterocyclic group moiety excluding n ^A1 substituents of the heterocyclic group represented by Ar ^A5 are the divalent heterocyclic group moiety represented by Ar ^X2 in formula (X). Same as definition and example.

The definition and examples of the divalent group excluding ^nA1 substituents of the group represented by Ar ^A5 in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded are the formula (X ) is the same as the definition and examples of the divalent group represented by Ar ^X2 in which at least one type of arylene group and at least one type of divalent heterocyclic group are directly bonded.

n ^B1 is preferably 1 or 2, more preferably 2, since the light emitting element of the present invention has better luminous efficiency.

n ^B2 is preferably 0 because it facilitates the production of the polymer compound of the second organic layer and the luminous efficiency of the light emitting element of the present invention is more excellent.

^XLB is preferably a group represented by formula (XL-B), an aryl group, or a monovalent heterocyclic group, more preferably a group represented by formula (XL-B) or an aryl group. More preferably, it is a group represented by the formula (XL-B), and these groups may have a substituent. The substituent that X ^LA may have is preferably an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, or a monovalent heterocyclic group.

Ar ^B3 is preferably an aromatic hydrocarbon group which may have a substituent since the light emitting element of the present invention has better luminous efficiency.

The number of carbon atoms in the aromatic hydrocarbon group represented by Ar ^B3 is usually 6 to 60, preferably 6 to 30, and more preferably 6 to 18, not including the number of carbon atoms in substituents. be.

The arylene group portion excluding n ^B1 substituents of the aromatic hydrocarbon group represented by Ar ^B3 is preferably a group represented by a formula (A-1) to a formula (A-20). is a group, more preferably formula (A-1), formula (A-2), formula (A-6) to formula (A-10), formula (A-19) or formula (A-20). A group represented by, more preferably, a group represented by formula (A-1), formula (A-2), formula (A-7), formula (A-9) or formula (A-19) These groups may have a substituent.

The number of carbon atoms in the heterocyclic group represented by Ar ^B3 is usually 2 to 60, preferably 3 to 30, and more preferably 4 to 18, not including the number of carbon atoms in substituents.

The divalent heterocyclic group moiety excluding n ^B1 substituents of the heterocyclic group represented by Ar ^B3 is preferably a group represented by formula (AA-1) to formula (AA-34). It is.

The aromatic hydrocarbon group and heterocyclic group represented by Ar ^B3 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, and an aryloxy group. A halogen atom, a monovalent heterocyclic group and a cyano group are preferred.

Ar ^B5 is preferably an aromatic hydrocarbon group which may have a substituent since the light emitting element of the present invention has better luminous efficiency.

The definition and examples of the arylene group portion of the aromatic hydrocarbon group represented by Ar ^B5 excluding ^nB1 substituents are the same as the definition and examples of the arylene group represented by Ar ^X2 in formula (X). be.

The definition and examples of the divalent heterocyclic group moiety excluding n ^B1 substituents of the heterocyclic group represented by Ar ^B5 are the divalent heterocyclic group moiety represented by Ar ^X2 in formula (X). Same as definition and example.

Definitions and examples of the divalent group excluding n ^B1 substituents of the group represented by Ar ^B5 in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded are the formula (X ) is the same as the definition and examples of the divalent group represented by Ar ^X2 in which at least one type of arylene group and at least one type of divalent heterocyclic group are directly bonded.

The definitions and examples of the arylene groups represented by Ar ^A4 , Ar ^A6 , Ar ^B4 and Ar ^B6 are the same as the definitions and examples of the arylene groups represented by Ar ^X1 and Ar ^X3 in formula (X).

The definition and examples of the divalent heterocyclic group represented by Ar ^A4 , Ar ^A6 , Ar ^B4 and Ar ^B6 are the definition and examples of the divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 in formula (X). Same as example.

The groups represented by Ar ^A4 to Ar ^A6 and Ar ^B4 to Ar ^B6 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, and an aryl group. An oxy group, a halogen atom, a monovalent heterocyclic group and a cyano group are preferred.

The structural unit represented by formula (XL-A1) has excellent stability and crosslinking properties of the polymer compound in the second organic layer, so the total amount of the structural unit contained in the polymer compound in the second organic layer is The amount is preferably 0.5 to 90 mol%, more preferably 3 to 70 mol%, and still more preferably 5 to 50 mol%.

The structural unit represented by formula (XL-B1) has excellent stability and crosslinking properties of the polymer compound in the second organic layer, so the total amount of the structural unit contained in the polymer compound in the second organic layer is The amount is preferably 0.5 to 90 mol%, more preferably 3 to 70 mol%, and still more preferably 5 to 50 mol%.

The structural unit represented by formula (XL-A2) has excellent stability of the polymer compound in the second organic layer and excellent crosslinkability of the polymer compound in the second organic layer. It is preferably 0.5 to 50 mol%, more preferably 3 to 30 mol%, and even more preferably 5 to 20 mol%, based on the total amount of structural units contained in the polymer compound of the organic layer. be.

The structural unit represented by formula (XL-B2) has excellent stability of the polymer compound in the second organic layer and excellent crosslinkability of the polymer compound in the second organic layer. It is preferably 0.5 to 50 mol%, more preferably 3 to 30 mol%, and even more preferably 5 to 20 mol%, based on the total amount of structural units contained in the polymer compound of the organic layer. be.

The structural units represented by the formula (XL-A1), the formula (XL-B1), the formula (XL-A2), and the formula (XL-B2) each contain 1 in the polymer compound of the second organic layer. Only seeds may be included, or two or more types may be included.

- Preferred embodiments of the structural units represented by formula (XL-A1), formula (XL-A2), formula (XL-B1) and formula (XL-B2) Formula (XL-A1) and formula (XL-B1) Examples of the structural units represented by formulas (2-1) to (2-30) include structural units represented by formulas (XL-A2) and (XL-B2). Examples of the structural unit include structural units represented by formulas (2'-1) to (2'-9).

The total amount of the structural unit having the group represented by formula (XL-A) and the structural unit having the group represented by formula (XL-B) contained in the polymer compound of the second organic layer is Since the stability and crosslinkability of the polymer compound in the second organic layer are excellent, the amount is preferably 0.5 to 90 mol% based on the total amount of structural units contained in the polymer compound in the second organic layer. , more preferably 3 to 75 mol %, still more preferably 5 to 60 mol %.

Each of the structural unit having a group represented by formula (XL-A) and the structural unit having a group represented by formula (XL-B) is only one type in the polymer compound of the second organic layer. It may be included, or two or more types may be included.

[Other constituent units]
Since the polymer compound of the second organic layer has excellent hole transport properties, it is preferable that the polymer compound further contains a structural unit represented by formula (X). Further, the polymer compound of the second organic layer preferably further contains a structural unit represented by formula (Y), since the light emitting element of the present invention has better luminous efficiency.

Since the polymer compound of the second organic layer has excellent hole transport properties and the luminous efficiency of the light emitting element of the present invention is even more excellent, the polymer compound of the second organic layer further contains the structural unit represented by the formula (X) and the formula (Y). It is preferable to include a structural unit represented by:

［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^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。］

[In the formula,
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 may 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 a plurality of Ar ^X2 and Ar ^X4 exist, they may be the same or different.
R ^X1 to 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 a plurality of R ^x2 and R ^x3 exist, they may be the same or different. ]

a ^X1 is preferably an integer of 2 or less, more preferably 0 or 1, since the light emitting element of the present invention has better luminous efficiency.
a ^X2 is preferably an integer of 2 or less, more preferably 0 or 1, since the light emitting element of the present invention has better luminous efficiency.

R ^{X1 to} R , these groups may have a substituent.

^The arylene group represented by Ar ^X1 and Ar 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). A group represented by formula (AA-10) to formula (AA-15) is more preferred, and a group represented by formula (AA-10) or formula (AA-11) is particularly preferred. and these groups may have a substituent.
Ar ^X1 and Ar ^X3 are preferably arylene groups which may have substituents.

The arylene group represented by Ar ^X2 and ^Ar or a group represented by formula (A-19), more preferably a group represented by formula (A-1), formula (A-7), formula (A-9), formula (A-10) or formula (A -19), particularly preferably a group represented by formula (A-1) or formula (A-9), and these groups may have a substituent.
A more preferred range, a particularly preferred range, of the divalent heterocyclic group represented ^by Ar ^X2 and ^{Ar X4} is a more preferred range of the divalent heterocyclic group represented by Ar It is the same as the preferred range, particularly the preferred range.

More preferred ranges of the arylene group and the divalent heterocyclic group in the divalent group represented by Ar ^X2 and Ar ^X4 in which at least one arylene group and at least one divalent heterocyclic group are directly bonded. , and more preferable ranges are the same as the more preferable ranges and still more preferable ranges of the arylene group and divalent heterocyclic group represented by Ar ^X1 and Ar ^X3 , respectively.
Examples of the divalent group represented by Ar ^X2 and Ar ^X4 in which at least one arylene group and at least one divalent heterocyclic group are directly bonded include a group represented by the following formula: , 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。］

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

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

Ar ^X2 and Ar ^X4 are preferably an arylene group that may have a substituent or a divalent heterocyclic group that may have a substituent, more preferably It is also a good arylene group.

^The substituents that the groups represented by Ar ^X1 to Ar ^X4 and R ^X1 to R You may do so.

The structural unit represented by formula (X) is preferably a structural unit represented by formula (X-1) to formula (X-7).

［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。］

[In the formula, R ^X4 and ^R represents a group, and these groups may have a substituent. A plurality of R ^X4 's may be the same or different. A plurality of R ^X5s may be the same or different, and adjacent R ^X5s may be bonded to each other to form a ring with the carbon atom to which they are bonded. ]

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

Examples of the structural unit represented by formula (X) include structural units represented by formulas (X1-1) to (X1-19).

In the polymer compound of the second organic layer, only one type of structural unit represented by formula (X) may be included, or two or more types may be included.

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

[In the formula, Ar ^Y1 represents an arylene group, a divalent heterocyclic group, or a divalent group in which at least one arylene group and at least one divalent heterocyclic group are directly bonded; The group 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-13) or formula (A-19), more preferably formula (A-1), formula (A-7), formula (A-9) or formula (A-19). These groups may have a substituent.

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

More preferred ranges of arylene groups and divalent heterocyclic groups in the divalent group represented by Ar ^Y1 in which at least one arylene group and at least one divalent heterocyclic group are directly bonded, still more preferred The ranges are the same as the more preferred ranges and still more preferred ranges of the arylene group and divalent heterocyclic group represented by Ar ^Y1 described above, respectively.

As the divalent group in which at least one arylene group represented by Ar ^Y1 and at least one divalent heterocyclic group are directly bonded, at least ^one group represented by Ar ^X2 and Ar Examples include those similar to divalent groups in which one type of arylene group and at least one type 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 formula (Y) include structural units represented by formulas (Y-1) to (Y-7), and from the viewpoint of luminous efficiency of the light-emitting element of the present invention, , is preferably a structural unit represented by formula (Y-1) or formula (Y-2), and from the viewpoint of electron transport properties of the polymer compound of the second organic layer, preferably formula (Y-3) is a structural unit represented by formula (Y-1) or formula (Y-2). ) or formula (Y-4), and preferably from formula (Y-5) to formula (Y-7) from the viewpoint of hole transport properties of the polymer compound of the second organic layer. ).

［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。］

[In the formula, 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 may have a substituent. . A plurality of R ^Y1s may be the same or different, and adjacent R ^Y1s may be bonded to each other to form a ring with the carbon atoms to which they are bonded. ]

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

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

［式中、Ｒ^Y11は、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。複数存在するＲ^Y11は、同一でも異なっていてもよい。］

[In the formula, 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 may have a substituent. A plurality of R ^Y11 's 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 may have a substituent.

［式中、
Ｒ^Y1は前記と同じ意味を表す。
Ｘ^Y1は、－Ｃ(Ｒ^Y2)₂－、－Ｃ(Ｒ^Y2)＝Ｃ(Ｒ^Y2)－又は－Ｃ(Ｒ^Y2)₂－Ｃ(Ｒ^Y2)₂－で表される基を表す。Ｒ^Y2は、水素原子、アルキル基、シクロアルキル基、アルコキシ基、シクロアルコキシ基、アリール基又は１価の複素環基を表し、これらの基は置換基を有していてもよい。複数存在するＲ^Y2は、同一でも異なっていてもよく、Ｒ^Y2同士は互いに結合して、それぞれが結合する炭素原子とともに環を形成していてもよい。］

[In the formula,
R ^Y1 represents the same meaning as above.
X ^Y1 represents a group represented by -C(R ^Y2 ) ₂ -, -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 ^Y2s may be the same or different, and R ^Y2s may be bonded to each other to form a ring with the carbon atoms to which they are 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. It's okay.

In X ^Y1 , the combination of two R ^Y2s in the group represented by -C(R ^Y2 ) ₂ - is preferably such that both are alkyl groups or cycloalkyl groups, both are aryl groups, and both are monovalent hetero cyclic group, or one is an alkyl group or cycloalkyl group and the other is an aryl group or a monovalent heterocyclic group, more preferably one is an alkyl group or cycloalkyl group and the other is an aryl group, and these groups may have a substituent. Two R ^Y2s may be bonded to each other to form a ring with the atoms to which they are bonded, and when R ^Y2 forms a ring, as a 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 so.

In X ^Y1 , the combination of two R ^Y2s in the group represented by -C(R ^Y2 )=C(R ^Y2 )- is preferably such that both are an alkyl group or a cycloalkyl group, or one is an alkyl group. Alternatively, one is a cycloalkyl group and the other is an aryl group, and these groups may have a substituent.

In X ^Y1 , four R ^Y2s 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 with each bonding atom, and when R ^Y2 forms a ring, -C(R ^Y2 ) ₂ -C(R ^Y2 ) ₂ - The group represented is preferably a group represented by formula (Y-B1) to formula (Y-B5), more preferably a group represented by 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。］

[In the formula, R ^Y2 represents the same meaning as above. ]

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

［式中、Ｒ^Y1及びＸ^Y1は前記と同じ意味を表す。］

[In the formula, R ^Y1 and X ^Y1 represent the same meanings as 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。］

[In the formula,
R ^Y1 represents the same meaning as 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. It's okay.

［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。］

[In the formula,
R ^Y1 represents the same meaning as 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 may 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. It's okay.

Examples of the structural unit represented by formula (Y) include structural units represented by formulas (Y-11) to (Y-56).

The structural unit represented by formula (Y) in which Ar ^Y1 is an arylene group is included in the polymer compound of the second organic layer because the light emitting element of the present invention has better luminous efficiency. It is preferably 0.5 to 80 mol%, more preferably 30 to 60 mol%, based on the total amount of structural units.

A structural unit represented by formula (Y), in which Ar ^Y1 is a divalent heterocyclic group, or a divalent structure in which at least one arylene group and at least one divalent heterocyclic group are directly bonded. Since the structural unit which is the group has excellent charge transport properties of the polymer compound of the second organic layer, it is preferably 0.5 to 0.5 to It is 40 mol%, more preferably 3 to 30 mol%.
The structural unit represented by formula (Y) may be contained in only one type or in combination of two or more types in the polymer compound of the second organic layer.

Examples of the polymer compound of the second organic layer include polymer compounds P-1 to P-31. Here, "other structural units" refer to formula (XL-A1), formula (XL-A2), formula (XL-B1), formula (XL-B2), formula (X), and formula (Y). Refers to a constituent unit other than the indicated constituent unit.

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

[In the table, p', p'', q', q'', r', s' and t' represent the molar ratio of each structural unit. p'+p''+q'+q''+r'+s'+t'=100, and 70≦p'+p''+q'+q''+r'+s'≦100. ]

The polymer compound in the second organic layer may be a block copolymer, a random copolymer, an alternating copolymer, a graft copolymer, or may be in other forms, A copolymer obtained by copolymerizing different raw material monomers is preferable.

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

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

In the above polymerization method, the monomers can be charged in one go by charging the entire amount of the monomers into the reaction system at once, or by charging a part of the monomers and reacting them, and then adding the remaining monomers all at once. Examples include a method of continuously or dividedly charging a monomer, a method of continuously or dividingly charging a monomer, and the like.

Examples of transition metal catalysts include palladium catalysts and nickel catalysts.

Post-treatment of the polymerization reaction can be carried out by known methods, such as removing water-soluble impurities by liquid separation, adding the reaction solution after the polymerization reaction to a lower alcohol such as methanol, filtering the precipitate, and then drying. Use these methods alone or in combination. When the purity of the polymer host is low, it can be purified by conventional methods such as crystallization, reprecipitation, continuous extraction using a Soxhlet extractor, and column chromatography.

[Second composition]
The second organic layer is selected from the group consisting of a crosslinked polymer compound of the second organic layer, a hole transport material, a hole injection material, an electron transport material, an electron injection material, a light emitting material, and an antioxidant. It may be a layer containing a composition (hereinafter also referred to as "second composition") containing at least one type of material.

Examples and preferred ranges of the hole transport material, electron transport material, hole injection material and electron injection material contained in the second composition are the hole transport material, electron transport material contained in the first composition. , the examples and preferred ranges of the hole-injecting material and the electron-injecting material.

Examples of the luminescent material contained in the second composition include a fluorescent compound that may be contained in the first composition, and a phosphorescent transition metal whose central metal is iridium, platinum, or europium. Examples include complexes. The luminescent materials may be used alone or in combination of two or more.

In the second composition, the amount of the hole transport material, electron transport material, hole injection material, electron injection material, and luminescent material is 100 parts by mass of the crosslinked polymer compound of the second organic layer. In this case, it is usually 1 to 400 parts by mass, preferably 5 to 150 parts by mass.

Examples and preferred ranges of the antioxidant contained in the second composition are the same as those of the antioxidant contained in the first composition. In the second composition, the amount of the antioxidant is usually 0.001 to 10 parts by mass, based on 100 parts by mass of the crosslinked polymer compound in the second organic layer.

The composition containing the polymer compound of the second organic layer and a solvent (hereinafter also referred to as "second ink") can be suitably used in the wet method described in the section of the first ink. I can do it. The preferred range of viscosity of the second ink is the same as the preferred range of viscosity of the first ink. Examples and preferred ranges of the solvent contained in the second ink are the same as those of the solvent contained in the first ink.

In the second ink, the amount of the solvent blended is usually 1,000 to 100,000 parts by mass, preferably 2,000 to 20,000 parts by mass, when the polymer compound in the second organic layer is 100 parts by mass.

<Layer structure of light emitting element>
The light emitting device of the present invention may have layers other than the anode, cathode, first organic layer, and second organic layer.
In the light emitting device 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 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 a hole transport layer or a second light emitting layer. is the hole transport layer.

In the light emitting device of the present invention, it is preferable that the first organic layer and the second organic layer are adjacent to each other because the light emitting device of the present invention has better luminous efficiency.
In the light emitting device of the present invention, the second organic layer is preferably a layer provided between the anode and the first organic layer, since the light emitting device of the present invention has better luminous efficiency. It is more preferably a hole transport layer provided between the first organic layer or the second light emitting layer, and even more preferably a hole transport layer provided between the anode and the first organic layer. .

In the first organic layer of the light-emitting element of the present invention, each of the compound (T) and the phosphorescent transition metal complex may be contained alone or in combination of two or more types. In the second organic layer of the light-emitting element of the present invention, one type of crosslinked polymer compound in the second organic layer may be contained alone, or two or more types may be contained.

In the light emitting device of the present invention, when the second organic layer is a hole transport layer provided between the anode and the first organic layer, the light emitting efficiency of the light emitting device of the present invention is better. It is preferable to further include a hole injection layer between the second organic layer and the second organic layer. When the second organic layer is a hole transport layer provided between the anode and the first organic layer, the luminous efficiency of the light emitting element of the present invention is better, so that the second organic layer is provided between the cathode and the first organic layer. It is preferable to further include at least one layer selected from an electron injection layer and an electron transport layer.

In the light emitting device 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 light emitting device of the present invention has better luminous efficiency. It is preferable that at least one layer of a hole injection layer and a hole transport layer is further provided between the second organic layer and the second organic layer. When the second organic layer is a second light-emitting layer provided between the anode and the first organic layer, the light-emitting efficiency of the light-emitting element of the present invention is better. It is preferable to further include at least one layer of an electron injection layer and an electron transport layer between them.

In the light emitting device 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 light emitting device of the present invention has better luminous efficiency. It is preferable to further include at least one layer of a hole injection layer and a hole transport layer between the first organic layer and the first organic layer. When the second organic layer is a second light-emitting layer provided between the cathode and the first organic layer, the luminous efficiency of the light-emitting element of the present invention is better. It is preferable to further include at least one layer of an electron injection layer and an electron transport layer between them.

In the light emitting device of the present invention, when the second organic layer is an electron transport layer provided between the cathode and the first organic layer, the luminous efficiency of the light emitting device of the present invention is more excellent. It is preferable to further include at least one layer of a hole injection layer and a hole transport layer between the organic layer and the organic layer. When the second organic layer is an electron transport layer provided between the cathode and the first organic layer, the luminous efficiency of the light emitting element of the present invention is better. , it is preferable to further include an electron injection layer.

Specific layer structures of the light emitting element of the present invention include, for example, layer structures represented by (D1) to (D15). The light emitting element of the present invention usually has a substrate, but it may be laminated from the anode onto the substrate, or from the cathode onto the substrate.

(D1) Anode/second light emitting layer (second organic layer)/first light emitting layer (first organic layer)/cathode (D2) anode/hole transport 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) / 1 light emitting layer (first organic layer) / cathode (D8) anode / hole 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/electron 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) layer)/second light emitting layer/first light emitting layer (first organic layer)/electron transport layer/electron injection layer/cathode

In (D1) to (D15), "/" means that the layers before and after it are laminated adjacently. Specifically, "second light-emitting layer (second organic layer)/first light-emitting layer (first organic layer)" refers to the second light-emitting layer (second organic layer) and the first light-emitting layer (second organic layer). This means that the light-emitting layer (first organic layer) is stacked adjacent to each other.

In the light emitting device of the present invention, each of the anode, hole injection layer, hole transport layer, second light emitting layer, electron transport layer, electron injection layer, and cathode may be provided with two or more layers as necessary. Good too.
When a plurality of anodes, hole injection layers, hole transport layers, second light emitting layers, electron transport layers, electron injection layers and cathodes are present, they may be the same or different.

The thickness of the anode, hole injection layer, hole transport layer, first light emitting layer, second light emitting layer, electron transport layer, electron injection layer and cathode is usually 1 nm to 1 μm, preferably 2 nm to 1 μm. The wavelength is 500 nm, more preferably 5 nm to 150 nm.

In the light emitting device of the present invention, the order, number, and thickness of the layers to be laminated may be adjusted by taking into consideration the luminous efficiency, driving voltage, and device life of the light emitting device.

[Second light emitting layer]
The second light emitting layer is usually a second organic layer or a layer containing a light emitting material, preferably a layer containing 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 above-mentioned second composition. It will be done. The second light-emitting layer may contain one kind of light-emitting material, or two or more kinds of light-emitting materials may be contained in the second light-emitting layer.
When the light emitting element of the present invention has a second light emitting layer and the hole transport layer and the electron transport layer described below are not second organic layers, the second light emitting layer is a second organic layer. It is preferable that

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

[Electron transport layer]
The electron transport layer is usually a second organic layer or a layer containing an electron transport material, 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. . The electron transport material contained in the electron transport layer may be contained singly or in combination of two or more.
When the light emitting device of the present invention has an electron transport layer, and the second light emitting layer and the hole transport layer are not second organic layers, the electron transport layer is the second organic layer. It is preferable.

[Hole injection layer and electron injection layer]
The hole injection layer is a layer containing a hole injection material. Examples of the hole injection material contained in the hole injection layer include the hole injection material that may be contained in the first composition described above. 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. Examples of the electron injection material contained in the electron injection layer include the electron injection material that may be contained in the first composition described above. 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 as long as it is capable of forming an electrode and is not chemically changed during the formation of an organic layer, and is, for example, a substrate made of a material such as glass, plastic, or silicon. If an opaque substrate is used, it is preferred that the electrode furthest from the substrate be 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. conductive compounds; silver-palladium-copper composite (APC); NESA, gold, platinum, silver, copper.

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

In the light emitting device of the present invention, at least one of the anode and the cathode is usually transparent or semitransparent, and it is preferable that the anode is transparent or semitransparent.
Examples of methods for forming the anode and cathode include vacuum evaporation, sputtering, ion plating, plating, and laminating.

[Method for manufacturing light emitting element]
In the light emitting device of the present invention, a method for forming each layer such as 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 uses a low molecular compound. In the case of using a polymer compound, for example, a vacuum evaporation method from powder or a method of forming a film from a solution or a molten state can be mentioned, and when a polymer compound is used, for example, a method of forming a film from a solution or a molten state can be mentioned.
The 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 include, for example, the first ink, the second ink, and the above-mentioned light-emitting material, It can be formed by a coating method such as a spin coating method or an inkjet printing method using inks each containing a hole transport material, an electron transport material, a hole injection material, and an electron injection material.

[Applications of light emitting elements]
In order to obtain planar light emission using a light emitting element, planar anodes and cathodes may be arranged so as to overlap. In order to obtain patterned light emission, there is a method of installing a mask with patterned windows on the surface of a planar light emitting element, and a method of forming an extremely thick layer to make the non-emissive area substantially non-emissive. There is a method in which the anode, the cathode, or both electrodes are formed in a pattern. By forming a pattern using any of these methods and arranging some electrodes so that they can be turned on and off independently, a segment type display device that can display numbers, characters, etc. can be obtained. In order to obtain a dot matrix display device, both the anode and the cathode may be formed in the form of stripes and arranged so as to be orthogonal to each other. Partial color display and multicolor display are possible by using a method of painting multiple types of polymer compounds with different emission colors, a method of using a color filter, or a fluorescence conversion filter. A dot matrix display device can be driven passively, or can be driven actively in combination with a TFT or the like. These display devices can be used for displays on computers, televisions, mobile terminals, and the like. A planar light emitting element can be suitably used as a planar light source for a backlight of a liquid crystal display device or a planar light source for illumination. If a flexible substrate is used, it can also be used as a curved light source and display device.

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

In the examples, the number average molecular weight (Mn) in terms of polystyrene and the weight average molecular weight (Mw) in terms of polystyrene of the polymer compound were determined by size exclusion chromatography (SEC) using tetrahydrofuran as a mobile phase. The measurement conditions for SEC are as follows.
The polymer compound to be measured was dissolved in tetrahydrofuran at a concentration of about 0.05% by mass, and 10 μL was injected into the SEC. The mobile phase was run at a flow rate of 2.0 mL/min. PLgel MIXED-B (manufactured by Polymer Laboratories) was used as a column. A UV-VIS detector (manufactured by Shimadzu Corporation, trade name: SPD-10Avp) was used as a detector.

The value of ΔE _ST of the compound was calculated by structurally optimizing the ground state of the compound using density functional theory at the B3LYP level. At that time, 6-31G* was used as the basis function. Then, using the obtained structure-optimized structure, ΔE _ST of the compound was calculated by time-dependent density functional theory at the B3LYP level. Note that the calculation was performed using Gaussian 09 as a quantum chemical calculation program.

<Synthesis Example M> Synthesis of Compounds M1 to M25 Compound M1 was synthesized according to the method described in JP-A-2010-189630.
Compound M2 was synthesized according to the method described in JP-A-2008-106241.
Compound M3 and compound M10 were synthesized according to the method described in JP-A-2010-215886.
Compound M4, Compound M20 and Compound M25 were synthesized according to the method described in International Publication No. 2002/045184.
Compound M5 was synthesized according to the method described in WO 2005/049546.
Compound M6 was synthesized according to the method described in International Publication No. 2011/049241.
Compound M7 was synthesized according to the method described in International Publication No. 2015/145871.
Compound M8 and compound M18 were synthesized according to the method described in International Publication No. 2013/146806.
Compound M9 was synthesized according to the method described in International Publication No. 2017/146083.
Compound M10 was synthesized according to the method described in JP-A-2010-215886.
Compound M11, compound M13, compound M17, compound M19, compound M22, and compound M23 were synthesized according to the method described in International Publication No. 2016/031639.
Compound M12 and compound M14 were synthesized according to the method described in JP-A-2011-174062.
Compound M15 and compound M16 were synthesized according to the method described in International Publication No. 2013/191088.
Compound M21 was synthesized according to the method described in International Publication No. 2017/146083.
Compound M24 was synthesized according to the method described in JP-A-2014-1328.

<Synthesis Example HTL-1> Synthesis of polymer compound HTL-1 After creating an inert gas atmosphere in the reaction vessel, compound M1 (0.995 g), compound M2 (0.106 g), compound M3 (0.0924 g) , Compound M4 (0.736 g), dichlorobis[tris(2-methoxyphenyl)phosphine]palladium (1.8 mg) and toluene (50 ml) were added, and the mixture was heated to 105°C. A 20% by mass aqueous tetraethylammonium hydroxide solution (6.6 ml) was added dropwise to the resulting reaction solution, and the mixture was refluxed for 5.5 hours. Thereafter, phenylboronic acid (24.4 mg), 20% by mass aqueous tetraethylammonium hydroxide solution (6.6 ml), and dichlorobis[tris(2-methoxyphenyl)phosphine]palladium (1.8 mg) were added thereto for 14 hours. Refluxed. Thereafter, an aqueous sodium diethyldithiacarbamate solution was added thereto, and the mixture was stirred at 80°C for 2 hours. After the obtained reaction solution was cooled, it was washed twice with water, twice with a 3% by mass acetic acid aqueous solution, and twice with water. When the obtained solution was dropped into methanol, precipitation occurred. The obtained precipitate was dissolved in toluene and purified by passing the solution through an alumina column and a silica gel column in that order. When the obtained solution was added dropwise to methanol and stirred, a precipitate was generated. The obtained precipitate was collected by filtration and dried to obtain 0.91 g of a polymer compound HTL-1. The Mn of the polymer compound HTL-1 was 5.2×10 ⁴ and the Mw was 2.5×10 ⁵ .

The polymer compound HTL-1 consists of a structural unit derived from compound M1, a structural unit derived from compound M4, a structural unit derived from compound M2, and a structural unit derived from compound M2, according to the theoretical value determined from the amount of raw materials. The copolymer is composed of a structural unit derived from M3 in a molar ratio of 50:40:5:5.

<Synthesis Example HTL-2> Synthesis of polymer compounds HTL-2 to HTL13 and HTL-C1 to HTL-C5 Table 2 shows the polymer compounds (copolymers) HTL-2 to HTL13 and HTL-C1 to HTL-C5. It was synthesized by the synthesis method described in the same table using the compounds of the type and molar ratio described in the table. The Mn and Mw of the obtained polymer compound are as shown in Table 2.

<Synthesis Examples G and R> Synthesis of Metal Complexes G1 to G6 and R1 to R3 Metal complex G1 was synthesized according to the method described in JP-A-2013-237789.
Metal complex G2 was synthesized according to the method described in International Publication No. 2009/131255.
Metal complex G3 was synthesized according to the method described in International Publication No. 2011/032626.
Metal complex G4 was synthesized according to the method described in JP-A-2014-224101.
Metal complexes G5 and G6 were synthesized according to the method described in JP-A-2014-224101.
Metal complex R1 was synthesized according to the method described in JP-A-2006-188673.
Metal complex R2 was synthesized according to the method described in JP-A-2008-179617.
Metal complex R3 was synthesized according to the method described in JP-A-2011-105701.

<Synthesis Example H> Synthesis and acquisition of compounds H1 to H8 and HC1 to HC3 Compound H1 was synthesized according to the method described in International Publication No. 2010/136109.
Compound H2 was synthesized according to the method described in International Publication No. 2014/115743.
Compound H3 was synthesized according to the method described in International Publication No. 2006/114966.
Compound H4 was synthesized according to the method described in International Publication No. 2011/070963.
Compound H5 was synthesized according to the method described in International Publication No. 2008/056746.
Compound H6, Compound H8, Compound HC1 and Compound HC3 were purchased from Luminescense Technology.
Compound H7 was synthesized according to the method described in JP-A-2010-254676.
Compound HC2 was synthesized according to the method described in JP-A-2010-189630.

<Example D1> Production 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 a glass substrate by sputtering. A polythiophene sulfonic acid hole injection agent AQ-1200 (manufactured by Plextronics) was formed on the anode to a thickness of 35 nm by spin coating, and heated at 170°C on a hot plate in an air atmosphere. A hole injection layer was formed by heating for 15 minutes.

(Formation of second organic layer)
Polymer compound HTL-1 was dissolved in xylene at a concentration of 0.6% by mass. Using the obtained xylene solution, a film with a thickness of 20 nm was formed by spin coating on the hole injection layer, and a second film was formed by heating it on a hot plate at 180°C for 60 minutes in a nitrogen gas atmosphere. An organic layer (hole transport layer) was formed. By this heating, the polymer compound HTL-1 became a crosslinked product.

(Formation of first organic layer)
Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 1% by mass. Using the obtained toluene solution, a film with a thickness of 80 nm was formed by spin coating on the second organic layer, and the first organic layer was formed by heating at 130° C. for 10 minutes in a nitrogen gas atmosphere. (light emitting layer) was formed.

(Formation of cathode)
After reducing the pressure of the substrate on which the first organic layer was formed to 1.0×10 ^-4 Pa or less in a vapor deposition machine, about 4 nm of sodium fluoride was applied on the first organic layer as a cathode, and then sodium fluoride was placed on the first organic layer as a cathode. Approximately 80 nm of aluminum was deposited on top of the sodium chloride 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. Table 3 shows the luminous efficiency and CIE chromaticity coordinates at 400 cd/m ² . The luminous efficiency at 100 cd/m ² was 23.0 [lm/W], and the CIE chromaticity coordinates (x, y) were (0.30, 0.63).

<Example D2> Production and evaluation of light emitting element D2 Using "polymer compound HTL-8" in place of "polymer compound HTL-1" in Example D1 (formation of second organic layer), Furthermore, in Example D1 (formation of first organic layer), "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were added to toluene at a concentration of 1% by mass. "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 3% by mass." A light emitting device D2 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element D2. Table 3 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 400 cd/m ² .

<Comparative Example CD1> Production and evaluation of light emitting device CD1 Using “polymer compound HTL-C3” in place of “polymer compound HTL-1” in Example D1 (formation of second organic layer), Furthermore, in Example D1 (formation of first organic layer), "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were added to toluene at a concentration of 1% by mass. "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 3% by mass." A light emitting device CD1 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element CD1. Table 3 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 400 cd/m ² .

<Comparative Example CD2> Production and evaluation of light emitting device CD2 Using “polymer compound HTL-C1” in place of “polymer compound HTL-1” in Example D1 (formation of second organic layer), Furthermore, in Example D1 (formation of first organic layer), "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were added to toluene at a concentration of 1% by mass. "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 2% by mass." instead of "dissolved in toluene." A light emitting device CD2 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element CD2. Table 3 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 400 cd/m ² .

<Example D3> Production and evaluation of light emitting element D3 Using "polymer compound HTL-2" in place of "polymer compound HTL-1" in Example D1 (formation of second organic layer), Furthermore, in Example D1 (formation of first organic layer), "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were added to toluene at a concentration of 1% by mass. "Compound H1 and metal complex G2 (compound H1/metal complex G2 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 2% by mass." A light emitting device D3 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element D3. Table 4 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 1000 cd/m ² .

<Examples D4 to D9 and Comparative Examples CD3 to CD4> Preparation and evaluation of light emitting devices D4 to D9, CD3 and CD4 In Example D3 (formation of second organic layer), "polymer compound HTL-2" Light-emitting devices D4 to D9, CD3, and CD4 were produced in the same manner as in Example D3, except that the materials listed in Table 4 were used instead of the materials listed in Table 4. EL light emission was observed by applying voltage to the light emitting elements D4 to D9, CD3, and CD4. Table 4 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 1000 cd/m ² .

<Examples D10, D12 to D14, and Comparative Example CD5> Preparation and evaluation of light emitting devices D10, D12 to D14, and CD5 "High molecular compound HTL-1" in (formation of second organic layer) of Example D1 In place of ", the materials listed in Table 5 were used, and further, in Example D1 (formation of the first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70 %/30% by mass) was dissolved at a concentration of 1% by mass.'', except that instead of "The materials listed in Table 5 were dissolved in toluene at a concentration of 2% by mass." Light emitting devices D10, D12 to D14, and CD5 were produced in the same manner as Example D1. EL light emission was observed by applying voltage to the light emitting elements D10, D12 to D14, and CD5. Table 5 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² .

<Example D11> Production and evaluation of light emitting element D11 In place of "polymer compound HTL-1" in Example D1 (formation of second organic layer), "polymer compound HTL-8" was used, Furthermore, in Example D1 (formation of first organic layer), "Compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) were added to toluene at a concentration of 1% by mass. "Compound H5 and metal complex G2 (compound H5/metal complex G2 = 70% by mass/30% by mass) were dissolved in chlorobenzene at a concentration of 2% by mass." A light emitting device D11 was produced in the same manner as in Example D1. EL light emission was observed by applying a voltage to the light emitting element D11. Table 5 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² .

<Examples D15, D17 to D21 and Comparative Example CD6> Preparation and evaluation of light emitting devices D15, D17 to D21 and CD6 In Example D1 (formation of first organic layer), "Compound H1 and metal complex were added to toluene" G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) was dissolved at a concentration of 1% by mass." Instead of "The materials listed in Table 6 were dissolved in chlorobenzene at a concentration of 2% by mass. Light-emitting devices D15, D17 to D21, and CD6 were produced in the same manner as in Example D1, except that the light-emitting devices D15, D17 to D21, and CD6 were dissolved. EL light emission was observed by applying voltage to the light emitting elements D15, D17 to D21, and CD6. Table 6 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates (x, y) at 100 cd/m ² . Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates (x, y) at 5000 cd/m ² of the light emitting elements D20 and D21.

<Example D16> Production and evaluation of light emitting device D16 In Example D1 (formation of first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30 % by mass) was dissolved at a concentration of 1% by mass." Instead of "Compound H1 and metal complex G2 (compound H4/metal complex G2 = 70% by mass/30% by mass) were dissolved in chlorobenzene at a concentration of 3% by mass. A light-emitting element D16 was produced in the same manner as in Example D1, except that the following steps were taken: EL light emission was observed by applying a voltage to the light emitting element D16. Table 6 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² . Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 5000 cd/m ² .

<Examples D22 and D24> Preparation and evaluation of light emitting devices D22 and D24 In Example D1 (formation of first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70 %/30% by mass) was dissolved at a concentration of 1% by mass.'', except that instead of "The materials listed in Table 6 were dissolved in toluene at a concentration of 2% by mass." Light emitting devices D22 and D24 were produced in the same manner as Example D1. EL light emission was observed by applying voltage to the light emitting elements D22 and D24. Table 6 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² . Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates of the light emitting element D22 at 5000 cd/m ² .

<Example D23> Production and evaluation of light-emitting element D23 In Example D1 (formation of first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30 % by mass) was dissolved at a concentration of 1% by mass." Instead of "Compound H2 and metal complex G2 (compound H2/metal complex G2 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 3% by mass. A light-emitting element D23 was produced in the same manner as in Example D1 except that "the light-emitting element D23 was dissolved at a certain concentration." EL light emission was observed by applying a voltage to the light emitting element D23. Table 6 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² . Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 5000 cd/m ² .

<Examples D25 and D26> Production and evaluation of light emitting devices D25 and D26 In place of the "polymer compound HTL-1" in Example D1 (formation of the second organic layer), the materials listed in Table 6 were used. Furthermore, in Example D1 (formation of first organic layer), 1% by mass of compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30% by mass) was added to toluene. Instead of "Compound H1 and metal complex G2 (compound H1/metal complex G2 = 70% by mass/30% by mass) were dissolved in toluene at a concentration of 1% by mass." Light emitting devices D25 and D26 were produced in the same manner as in Example D1 except for the following. EL light emission was observed by applying voltage to the light emitting elements D25 and D26. Table 6 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 100 cd/m ² .

<Example D27> Production and evaluation of light emitting element D27 In Example D1 (formation of first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30 % by mass) was dissolved at a concentration of 1% by mass." Instead of "Compound H7 and metal complex G2 (compound H7/metal complex G2 = 70% by mass/30% by mass) were dissolved in toluene at 2.2% by mass. Light-emitting element D27 was produced in the same manner as Example D1, except that "the light-emitting element was dissolved at a concentration of %." EL light emission was observed by applying a voltage to the light emitting element D27. Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 5000 cd/m ² .

<Example D28> Preparation and evaluation of light emitting element D28 In Example D1 (formation of first organic layer), compound H1 and metal complex G1 (compound H1/metal complex G1 = 70% by mass/30 %) was dissolved at a concentration of 1% by mass.'' Instead of ``Compound H8 and metal complex G2 (compound H8/metal complex G2 = 70% by mass/30% by mass) were dissolved in chlorobenzene at a concentration of 2% by mass. A light-emitting element D28 was produced in the same manner as in Example D1, except for the following: EL light emission was observed by applying a voltage to the light emitting element D28. Table 7 shows the luminous efficiency [lm/W] and CIE chromaticity coordinates at 5000 cd/m ² .

<Example D29> Production and evaluation of light emitting element D29 (formation of anode and hole injection layer)
An anode was formed by attaching an ITO film with a thickness of 45 nm to a glass substrate by sputtering. A polythiophene sulfonic acid hole injection agent AQ-1200 (manufactured by Plextronics) was formed on the anode to a thickness of 65 nm by spin coating, and heated at 170°C on a hot plate in an air atmosphere. A hole injection layer was formed by heating for 15 minutes.

(Formation of second organic layer)
Polymer compound HTL-1 was dissolved in xylene at a concentration of 0.6% by mass. Using the obtained xylene solution, a film with a thickness of 20 nm was formed by spin coating on the hole injection layer, and a second film was formed by heating it on a hot plate at 180°C for 60 minutes in a nitrogen gas atmosphere. An organic layer (hole transport layer) was formed. By this heating, the polymer compound HTL-1 became a crosslinked product.

(Formation of first organic layer)
Compound H1 and metal complex R1 (compound H1/metal complex R1 = 90% by mass/10% by mass) were dissolved in xylene at a concentration of 3% by mass. Using the obtained xylene solution, a film with a thickness of 80 nm was formed by spin coating on the second organic layer, and the first organic layer was formed by heating at 130° C. for 10 minutes in a nitrogen gas atmosphere. (light emitting layer) was formed.

(Formation of cathode)
After reducing the pressure of the substrate on which the first organic layer was formed to 1.0×10 ^-4 Pa or less in a vapor deposition machine, about 4 nm of sodium fluoride was applied on the first organic layer as a cathode, and then sodium fluoride was placed on the first organic layer as a cathode. Approximately 80 nm of aluminum was deposited on top of the sodium chloride layer. After the vapor deposition, the light emitting element D29 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 D29. The luminous efficiency at 100 cd/m ² was 5.8 [lm/W], and the CIE chromaticity coordinates (x, y) were (0.67, 0.33).

<Examples D31, D32, Comparative Examples CD7, CD8> Preparation and evaluation of light emitting devices D31, D32, CD7 and CD8 In the "polymer compound HTL-1" in (formation of second organic layer) of Example D29 Instead, light emitting devices D31, D32, CD7, and CD8 were produced in the same manner as Example D29, except that the materials listed in Table 8 were used. EL light emission was observed by applying voltage to the light emitting elements D31, D32, CD7, and CD8. Table 8 shows the luminous efficiency and CIE chromaticity coordinates at 100 cd/m ² .

<Examples D30, D33, D34, Comparative Examples CD9, CD10> Preparation and evaluation of light emitting devices D30, D33, D34, CD9 and CD10 "Compound H1 and metal" in Example D29 (formation of first organic layer) Light-emitting devices D30, D33, D34 were prepared in the same manner as in Example D29, except that the materials listed in Table 8 were used instead of "complex R1 (compound H1/metal complex R1 = 90% by mass/10% by mass)". , CD9 and CD10 were produced. EL light emission was observed by applying voltage to the light emitting elements D30, D33, D34, CD9, and CD10. Table 8 shows the luminous efficiency and CIE chromaticity coordinates at 100 cd/m ² .

Claims (13)

A light emitting element comprising an anode, a cathode, a first organic layer and a second organic layer provided between the anode and the cathode,
The first organic layer is a layer containing a phosphorescent transition metal complex and a transition metal-free low-molecular compound that satisfies at least one of requirement (i) and requirement (ii),
The second organic layer is represented by a structural unit having a group represented by formula (XL-A) and a formula (XL-B) different from the group represented by formula (XL-A). A layer containing a crosslinked polymer compound containing a structural unit having a group,
The structural unit having the group represented by the formula (XL-A) is a structural unit represented by the formula (XL-A1), or
The polymer compound contains a structural unit represented by formula (X) and/or a structural unit represented by formula (Y),
The light emitting device, wherein the phosphorescent transition metal complex is a metal complex represented by formula (1) .
(i) The absolute value of the difference between the energy level of the lowest triplet excited state and the energy level of the lowest singlet excited state is less than 0.25 eV.
(ii) Represented by formula (T-1).

[In the formula,
nA and nB each independently represent an integer of 0 to 5.
L ^A and L ^B each independently represent 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; It may have a substituent. R' represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups may have a substituent. When a plurality of L ^A and L ^B exist, they may be the same or different.
X ^A and X ^B each independently represent a crosslinking group. ]

[In the formula,
n ^T1 represents an integer from 0 to 5. When a plurality of n ^T1s exist, they may be the same or different.
n ^T2 represents an integer of 1 or more and 10 or less.
Ar ^T1 represents a substituted amino group or a monovalent heterocyclic group, and the monovalent heterocyclic group contains a nitrogen atom having no double bond in the ring, and has =N- in the ring. 1 that does not contain a group represented by the following formula, a group represented by -C(=O)-, a group represented by -S(=O)-, and a group represented by -S(=O) ₂ - is a valent heterocyclic group, and these groups may have a substituent. When a plurality of Ar ^T1 's exist, they may be the same or different.
L ^T1 represents an alkylene group, a cycloalkylene group, an arylene group, a divalent heterocyclic group, a group represented by -NR ^T1 '-, an oxygen atom or a sulfur atom, and these groups have a substituent. It's okay. R ^T1 ' 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 multiple L ^T1s exist, they may be the same or different.
Ar ^T2 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
However, when all of Ar ^T1 are substituted amino groups or groups represented by formula (T1-1A), Ar ^T2 is a monocyclic ring containing two or more groups represented by =N- in the ring. heterocyclic group, a group represented by -C(=O)-, a group represented by -S(=O)-, a group represented by -S(=O) ₂ - and =N within the ring. A fused ring heterocyclic group containing at least one group represented by -, or an electron-withdrawing group or an aromatic hydrocarbon group containing a group represented by -C(=O)- in the ring These groups may have a substituent.

[In the formula,
X ^T1 represents a single bond, an oxygen atom, a sulfur atom, a group represented by -N(R ^XT1 )-, or a group represented by -C(R ^XT1 ') ₂ -. R ^XT1 and R ^XT1 ' each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or It represents a cyano group, and these groups may have a substituent. A plurality of R ^XT1 's may be the same or different, and may be bonded to each other to form a ring with the atoms to which they are bonded.
R ^T1 , R ^T2 , R ^T3 , R ^T4 , R ^T5 , R ^T6 , R ^T7 and R ^T8 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryl It represents an oxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent.

[In the formula,
n ^A1 represents an integer from 1 to 4.
X ^LA represents a group represented by the above formula (XL-A), a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups have a substituent. Good too. When multiple X ^LAs exist, they may be the same or different. However, at least one X ^LA is a group represented by the above formula (XL-A).
Ar ^A3 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent. However, the number of carbon atoms in the aromatic hydrocarbon group in Ar ^A3 is 6, not including the number of carbon atoms in the substituents.

[In the formula,
a ^X1 and a ^X2 each independently represent an integer of 0 or more.
Ar ^X1 represents an arylene group having a substituent or a divalent heterocyclic group which may have a substituent.
Ar ^X3 represents an arylene group or a divalent heterocyclic group, and these groups may 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 a plurality of Ar ^X2 and Ar ^X4 exist, they may be the same or different.
R ^X1 to 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 a plurality of R ^x2 and R ^x3 exist, they may be the same or different. ]

[In the formula, Ar ^Y1 is a phenylene group having a substituent, a divalent heterocyclic group optionally having a substituent, or at least one arylene group and at least one divalent heterocyclic group represents a directly bonded divalent group, and the divalent group may have a substituent. ]

[In the formula,
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, and n ² represents an integer of 0 or more. However, when M is a ruthenium atom, a rhodium atom, or an iridium atom, n ¹ +n ² is 3, and when M is a palladium atom or a platinum atom, n ¹ +n ² is 2.
E ¹ and E ² 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 exist, they may be the same or different.
Ring L ¹ represents a 6-membered aromatic heterocycle, and the ring may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When a plurality of rings L ¹ exist, they may be the same or different.
Ring L ² represents an aromatic hydrocarbon ring or an aromatic heterocycle, and these rings may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When a plurality of rings L ² exist, they may be the same or different.
The substituent that ring L ¹ may have and the substituent that 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 ring L ¹ and ring L ² has a group represented by formula (DA) or formula (DB).
A ¹ -G ¹ -A ² represents an anionic bidentate ligand. A ¹ and A ² each independently represent a carbon atom, an oxygen atom, or a nitrogen atom, and these atoms may be atoms constituting a ring. G ¹ represents a single bond or an atomic group that constitutes a bidentate ligand together with A ¹ and A ² . When a plurality of A ¹ -G ¹ -A ² exist, they may be the same or different. ]

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

[In the formula,
m ^DA1 to m ^DA7 each independently represent an integer of 0 or more.
G ^DA represents a nitrogen atom, an aromatic hydrocarbon group, or a heterocyclic group, and these groups may have a substituent. A plurality of GDAs ^may be the same or different.
Ar ^DA1 to Ar ^DA7 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent. When there are multiple Ar ^DA1 to Ar ^DA7 , they may be the same or different.
T ^DA represents an aryl group or a monovalent heterocyclic group, and these groups may have a substituent. A plurality of TDAs ^may be the same or different. ] The light emitting device according to claim 1, wherein at least one of the X ^A and the X ^B is a crosslinking group selected from the group A of crosslinking groups.
(Bridging group A group)

[In the formula, R ^XL represents a methylene group, an oxygen atom, or a sulfur atom, and n ^XL represents an integer of 0 to 5. When multiple R ^XL 's exist, they may be the same or different. When a plurality of n ^XLs exist, they may be the same or different. *1 represents the bonding position. These crosslinking groups may have a substituent, and when a plurality of these substituents exist, they may be bonded to each other to form a ring with the carbon atoms to which they are bonded. ] The X ^A is represented by the formula (XL-3), formula (XL-4), formula (XL-13), formula (XL-17), formula (XL-18) or formula (XL-19). is a crosslinking group,
The X ^B is the formula (XL-1), the formula (XL-2), the formula (XL-5), the formula (XL-6), the formula (XL-7), the formula (XL-8), the formula ( XL-14), formula (XL-15) or formula (XL-16). Any one of claims 1 to 3, wherein the structural unit having a group represented by formula (XL-B) is a structural unit represented by formula (XL-B1) or formula (XL-B2). The light emitting device described in .

[In the formula,
n ^B1 represents an integer from 1 to 4.
n ^B2 represents 0 or 1.
X ^LB represents a group represented by the above formula (XL-B), a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or a monovalent heterocyclic group, and these groups have a substituent. Good too. When multiple ^XLBs exist, they may be the same or different. However, at least one X ^LB is a group represented by the above formula (XL-B).
Ar ^B3 represents an aromatic hydrocarbon group or a heterocyclic group, and these groups may have a substituent.
Ar ^B5 represents an aromatic hydrocarbon group, a heterocyclic group, or a group in which at least one aromatic hydrocarbon ring and at least one heterocycle are directly bonded, and these groups have a substituent. You can leave it there.
Ar ^B4 and Ar ^B6 each independently represent an arylene group or a divalent heterocyclic group, and these groups may have a substituent.
Ar ^B4 , Ar ^B5 and Ar ^B6 are each bonded directly or via an oxygen atom or a sulfur atom to a group other than the group bonded to the nitrogen atom to which the group is bonded. , may form a ring. ] The light emitting device according to any one of claims 1 to 4 , wherein at least one of the Ar ^T1 is a group represented by formula (T1-1).

[In the formula, X ^T1 represents the same meaning as above.
Ring R ^T1 and ring R ^T2 are each independently an aromatic hydrocarbon ring that does not contain a group represented by -C(=O)- in the ring, or a group represented by =N- in the ring. , a group represented by -C(=O)-, a group represented by -S(=O)-, and a heterocycle not containing a group represented by -S(=O) ₂ -, These rings may have a substituent. ] A claim in which the group represented by formula (T1-1) is a group represented by formula (T1-1A), formula (T1-1B), formula (T1-1C), or formula (T1-1D) Light-emitting element according to item 5

[In the formula,
X ^T1 represents the same meaning as above.
X ^T2 and X ^T3 each independently represent a single bond, an oxygen atom, a sulfur atom, a group represented by -N(R ^XT2 )-, or a group represented by -C(R ^XT2 ') ₂ -. represent. R ^XT2 and R ^XT2 ' each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or It represents a cyano group, and these groups may have a substituent. A plurality of R ^XT2 's may be the same or different, and may be bonded to each other to form a ring with the atoms to which they are bonded.
R ^T1 , R ^T2 , R ^T3 , R ^T4 , R ^T5 , R ^T6 , R ^T7 , R ^{T8 , R T9 ,} R ^T10 , R ^T11 and R ^T12 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group , an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino group, a halogen atom, or a cyano group, and these groups may have a substituent. ] Any one of claims 1 to 6 , wherein the Ar ^T2 is an optionally substituted monocyclic heterocyclic group containing two or more groups represented by =N- in the ring. The light emitting device described in . The light-emitting device according to any one of claims 1 to 7 , wherein the low-molecular-weight compound that does not contain a transition metal satisfies the requirement (i) and the requirement (ii). The light-emitting device according to any one of claims 1 to 8 , wherein the metal complex represented by formula (1) is a metal complex represented by formula (1-A).

[In the formula,
M, n ¹ , n ² , E ¹ and A ¹ -G ¹ -A ² have the same meanings as above.
Ring L ^1A represents a pyridine ring, a diazabenzene ring, an azanaphthalene ring , or a diazanaphthalene ring , and these rings may have a substituent. When a plurality of these substituents exist, they may be bonded to each other to form a ring with the atoms to which they are bonded. When multiple rings L ^1A exist, they may be the same or different.
E ^21A , E ^22A , E ^23A and E ^24A each independently represent a nitrogen atom or a carbon atom. When a plurality of E ^21A , E ^22A , E ^23A and E ^24A exist, they may be the same or different. When E ^21A is a nitrogen atom, R ^21A is not present. When E ^22A is a nitrogen atom, R ^22A is not present. When E ^23A is a nitrogen atom, R ^23A is not present. When E ^24A is a nitrogen atom, R ^24A is not present.
R ^21A , R ^22A , R ^23A and R ^24A each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group, a substituted amino represents a group or a halogen atom, and these groups may have a substituent. When a plurality of R ^21A , R ^22A , R ^23A and R ^24A are present, they may be the same or different. R ^21A and R ^22A , R ^22A and R ^23A , R ^23A and R ^24A , and the substituent that ring L ^1A may have and R ^21A are each bonded to form a ring together with the atoms to which they are bonded. It may be formed.
Ring L ^2A represents a benzene ring, a pyridine ring or a diazabenzene ring. ] The metal complex represented by the formula (1-A) is represented by the formula (1-B1), the formula (1-B2), the formula (1-B3), the formula (1-B4), or the formula (1-B5). The light emitting device according to claim 9 , which is a metal complex represented by:

[In the formula,
M, n ¹ , n ² , R ^21A , R ^22A , R ^23A , R ^24A and A ¹ -G ¹ -A ² have the same meanings as above.
n ¹¹ and n ¹² each independently represent 1 or 2. However, when M is a ruthenium atom, a rhodium atom, or an iridium atom, n ¹¹ +n ¹² is 3, and when M is a palladium atom or a platinum atom, n ¹¹ +n ¹² is 2.
R ^11B , R ^12B , R ^13B , R ^14B , R ^15B , R ^16B , R ^17B and R ^18B each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryl It represents an oxy group, a monovalent heterocyclic group, a substituted amino group, or a halogen atom, and these groups may have a substituent. When a plurality of R ^11B , R ^12B , R ^13B , R ^14B , R ^15B , R ^16B , R ^17B and R ^18B exist, they may be the same or different.
In formula (1-B1), R ^11B and R ^12B , R ^12B and R ^13B , R ^13B and R ^14B , and R ^11B and R ^21A are each bonded to form a ring with the atoms to which they are bonded. You can leave it there. In formula (1-B2), R ^13B and R ^14B , 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 ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. In formula (1-B3), R ^11B and R ^12B , R ^12B and R ^13B , R ^11B and R ^21A , R ^13B and R ^14B , 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 ^21A may be bonded to each other to form a ring with the atoms to which they are bonded. In formula (1-B4), R ^11B and R ^18B , R ^14B and R ^15B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^11B and R ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. In formula (1-B5), R ^11B and R ^12B , R ^12B and R ^18B , R ^15B and R ^16B , R ^16B and R ^17B , R ^17B and R ^18B , and R ^11B and R ^21A are each bonded to each other. may form a ring together with the atoms to which they are bonded. ] Claim 1, wherein the first organic layer further contains at least one selected from the group consisting of a hole transport material, a hole injection material, an electron transport material, an electron injection material, a fluorescent material, and an antioxidant. - 10. The light emitting device according to any one of items 10 to 10 . The light emitting device according to any one of claims 1 to 11 , wherein the first organic layer and the second organic layer are adjacent to each other. The light emitting device according to any one of claims 1 to 12 , wherein the second organic layer is a layer provided between the anode and the first organic layer.