JP2015177138A - Organic electroluminescent element and electronic apparatus - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide: an organic electroluminescent element driven at low voltage, emitting with high efficiency and having a long life; and an electronic apparatus comprising the organic electroluminescent element.SOLUTION: An organic electroluminescent element comprises a negative electrode, a positive electrode, and a luminescent layer. The luminescent layer contains a first compound being an anthracene derivative having a specific structure, and a second compound represented by the specified general formula (2).

Description

  The present invention relates to an organic electroluminescence element and an electronic apparatus.

  Organic electroluminescence devices using organic substances (hereinafter may be abbreviated as “organic EL devices”) are promising for use as solid light-emitting, inexpensive, large-area full-color display devices, and many developments have been made. Has been done. In general, an organic EL element is composed of a light emitting layer and a pair of counter electrodes sandwiching the light emitting layer. When an electric field is applied between both electrodes, electrons are injected from the cathode side and holes are injected from the anode side. Further, the electrons recombine with holes in the light emitting layer to generate an excited state, and energy is emitted as light when the excited state returns to the ground state.

  Conventional organic EL elements have a higher driving voltage and lower light emission luminance and light emission efficiency than inorganic light-emitting diodes. Although recent organic EL devices have been gradually improved, higher light emission efficiency is required.

2. Description of the Related Art In recent years, a technique for improving device performance has been developed by containing a host material and a dopant material in a light emitting layer, and separating the functions of a host material for excitation and a dopant material for light emission.
For example, Patent Document 1 and Patent Document 2 describe an organic electroluminescent device including a light-emitting layer containing a benzofluorene compound substituted with a diarylamino group as a dopant material and an anthracene derivative as a host material. Yes. According to Patent Document 1, an attempt is made to obtain sufficient performance in terms of current efficiency and device life by using such an organic electroluminescent device. According to Patent Document 2, such an organic electroluminescence element attempts to emit blue light with high color purity while maintaining a conventional driving voltage.
Patent Document 3 describes an organic electroluminescence element including a light-emitting layer containing benzoindenofluor orange amine as a dopant material and an anthracene derivative as a host material. According to Patent Document 3, an attempt is made to further increase the lifetime and quantum efficiency by using such an organic electroluminescence element.

JP 2008-291006 A JP2011-225546A Special table 2009-542735 gazette

  However, in order to put the organic EL element to practical use, further lower voltage, higher luminous efficiency and longer life are required.

  An object of the present invention is to provide an organic electroluminescence element that is driven at a low voltage and emits light with high efficiency and has a long lifetime, and an electronic device including the organic electroluminescence element.

  An organic electroluminescence device according to an embodiment of the present invention includes a cathode, an anode, and a light emitting layer, and the light emitting layer includes a first compound represented by the following general formula (1), and It contains the 2nd compound represented by Formula (2), It is characterized by the above-mentioned.

[In the general formula (1),
Any c of R ^{101 to} R ¹¹⁰ is a single bond used for bonding to L ¹ . However, at least one of R ¹⁰⁹ and R ¹¹⁰ is a single bond used for bonding to L ¹ .
R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are each independently a hydrogen atom or a substituent, and R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are substituents. As a substituent,
Halogen atoms,
Hydroxyl group,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ¹⁰⁰ ) ₃ ,
An amino group represented by -N ( ^R111 ) ₂ ,
It is a substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.
R ¹⁰⁰ each independently represents a hydrogen atom or a substituent, and when R ¹⁰⁰ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹⁰⁰ may be the same as or different from each other.
R ¹¹¹ is independently a hydrogen atom or a substituent, and when R ¹¹¹ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹¹¹ may be the same as or different from each other.
L ¹ is a single bond or a linking group;
As the linking group in L ¹ ,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group,
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
a, b and c each independently represent an integer of 1 to 4;
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. When b is an integer of 2 to 4, a plurality of R ^{101 to} R ^{110 that} are not used for bonding with L ¹ may be the same or different. A plurality of L ¹ and Z ^{1 in} the case where c is an integer of 2 to 4 may be the same or different.
Z ¹ is represented by the following general formula (1a) or (1b).

{In the general formula (1a),
X ^{111 to} X ¹¹⁸ are each independently
A carbon atom bonded to R ¹²⁰ ;
A carbon atom bonded to L ¹ ;
A carbon atom bonded to a structure represented by the following general formula (11a), or a carbon atom bonded to a structure represented by the following general formula (11b);
When joining a structure represented by the following general formula (11a) or the following general formula ^(11b), a set of ^{X 111} and ^{X 112,} a set of ^{X 112} and ^{X 113,} a set of ^{X 113} and ^{X 114,} and ^{X 115} At least one of the group of X ^116, the group of X ¹¹⁶ and X ^{117, and} the group of X ¹¹⁷ and X ¹¹⁸ is bonded to the structure represented by the following general formula (11a) or the following general formula (11b) Carbon atom.
R ¹²⁰ each independently represents a hydrogen atom or a substituent, and the substituent in the case where R ¹²⁰ is a substituent is selected from the group of substituents exemplified when R ^{101 to} R ¹¹⁰ are substituents. Selected
The plurality of R ¹²⁰ may be the same as or different from each other.
X ¹⁰ is an oxygen atom, a sulfur atom, or C (R ¹¹² ) ₂ , and R ¹¹² is independently the same as R ¹⁰⁰ in the general formula (1).
In the general formula (1b),
X ^{119 to} X ¹²⁴ are each independently
A carbon atom bonded to R ¹²¹ ;
A carbon atom bonded to L ¹ , or a carbon atom bonded to a structure represented by the following general formula (11b);
When combined with the structure represented by the following general formula (11b), at least one of the set of X ¹²¹ and X ¹²² , the set of X ¹²² and X ¹²³ , and the set of X ¹²³ and X ¹²⁴ is The carbon atom is bonded to the structure represented by the general formula (11b).
R ¹²¹ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹²¹ may be the same as or different from each other.
X ¹¹ is the same as defined in the ^{X 10.}

(* ₁ and * ₂ in the general formula (11a) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), A bonding site to a carbon atom in a group selected from the group consisting of X ¹¹⁵ and X ^116, the group consisting of X ¹¹⁶ and X ¹¹⁷ , and the group consisting of X ¹¹⁷ and X ¹¹⁸ ;
* ₃ and * ₄ in the general formula (11b) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), X ¹¹⁵ and X ¹¹⁶ , X ¹¹⁶ and X ¹¹⁷ , and a combination of X ¹¹⁷ and X ¹¹⁸ , or a combination of X ¹²¹ and X ¹²² in the general formula (1b). , X ¹²² and X ¹²³ , and a bonding site with a carbon atom in a group selected from X ¹²³ and X ¹²⁴ .
X ^{131 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11a) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{131 to} X ¹³⁴ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1b), any ^one of X ^{119 to} X ¹²⁴ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
If at least two of X ¹¹¹ to X ¹¹⁴ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
If at least two of X ¹¹⁵ to X ¹¹⁸ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
When both X ¹¹⁹ and X ¹²⁰ are carbon atoms bonded to R ¹²¹ , the substituents R ¹²¹ may be bonded to each other to form a ring structure;
If at least two of X ¹²¹ to X ¹²⁴ is a carbon atom bonded with ^{R 121,} may be bonded to a ring structure together substituents ^{R 121} to each other is built,
If at least two of X ¹³¹ to X ¹³⁴ is a carbon atom bonded with ^{R 130,} may be bonded to ring system substituents ^{R 130} to each other each other are built,
If at least two of X ¹³⁵ to X ¹³⁸ is a carbon atom bonded with ^{R 130,} bonded to ring system substituents ^{R 130} together with each other may be constructed.
R ¹³⁰ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹³⁰ may be the same as or different from each other.
X ¹² is the same as defined in the ^{X 10.} ]}]

(In the general formula (2), X _{21 to} X ₂₄ are each independently a carbon atom bonded to R ₂ or a carbon atom bonded to the structure represented by the general formula (20), provided that And at least one of the group of X ₂₁ and X _22, the group of X ₂₂ and X ₂₃ , and the group of X ₂₃ and X ₂₄ is a carbon atom bonded to the structure represented by the general formula (20). ,
In the general formula (20), _{* 5} and _{* 6} are each _{independently, X 21} and a set of _{X 22,} a set of _{X 22} and _{X 23,} and carbon atoms in a set selected from a set of _{X 23} and _{X 24} The binding site is shown.
R ₂ is each independently a hydrogen atom or a substituent, and when R ₂ is a substituent,
Halogen atoms,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ₂₁₀ ) ₃ ,
A substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
Several R < ₂ > may mutually be same or different,
R ₂₁₀ is each independently a hydrogen atom or a substituent. When R ₂₁₀ is a substituent, the substituent is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted group. An aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ₂₁₀ may be the same or different from each other,
Ar ₂₁ , Ar ₂₂ , Ar ₂₃ and Ar ₂₄ are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ are each independently a single bond or a linking group,
As the linking group for L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ , each independently,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group,
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
Y ₂₁ and Y ₂₂ are each independently CR ₂₀ R ₂₁ , NR ₂₂ , S, O, or SiR ₂₃ R ₂₄ ;
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m1 is 3, and the plurality of R ₂₅ may be the same as or different from each other;
m2 is 3, and the plurality of R ₂₆ may be the same as or different from each other;
R _{20 to} R ₂₆ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{20 to} R ₂₆ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ may be bonded to each other to form a ring structure;
At least two of R ₂₆ are substituents bonded to a 6-membered ring carbon atom, and the substituents R ₂₆ are bonded to each other to form a ring structure. )

  According to the present invention, it is possible to provide an organic electroluminescence element that is driven at a low voltage and emits light with high efficiency and has a long lifetime, and an electronic device including the organic electroluminescence element.

It is a figure which shows schematic structure of an example of the organic EL element which concerns on one Embodiment of this invention.

[Organic EL device]
The organic EL device in the first embodiment of the present invention includes a cathode, an anode, and an organic layer disposed between the cathode and the anode. The organic layer is composed of one layer or a plurality of layers.
In the organic EL device of the present invention, at least one of the organic layers is a light emitting layer. Therefore, the organic layer may be composed of, for example, a single light emitting layer, or a known hole injection layer, hole transport layer, electron injection layer, electron transport layer, hole barrier layer, electron barrier layer, or the like. It may have a layer employed in the organic EL element. The organic layer may contain an inorganic compound.

As typical element configurations of the organic EL element, for example, the following configurations (a) to (e) can be exemplified.
(A) Anode / light emitting layer / cathode (b) Anode / hole injection / transport layer / light emitting layer / cathode (c) Anode / light emitting layer / electron injection / transport layer / cathode (d) Anode / hole injection / transport Layer / light emitting layer / electron injection / transport layer / cathode (e) anode / hole injection / transport layer / light emitting layer / barrier layer / electron injection / transport layer / cathode Among the above, (b), (c), Any of the configurations of (d) and (d) is preferably used, but of course not limited thereto.

The “light emitting layer” is an organic layer having a light emitting function.
The above “hole injection / transport layer” means “at least one of a hole injection layer and a hole transport layer”, and “electron injection / transport layer” means “an electron injection layer and an electron transport layer”. "At least one of them". Here, when it has a positive hole injection layer and a positive hole transport layer, it is preferable that the positive hole injection layer is provided in the anode side. Moreover, when it has an electron injection layer and an electron carrying layer, it is preferable that the electron injection layer is provided in the cathode side.
As for the organic layer in the electron transport layer region existing between the light emitting layer and the cathode, all layers exhibit electron transport properties, but in general, the barrier layer plays a role in preventing the diffusion of excitation energy and electron injection. The layer serves to reduce the electron injection barrier.

In FIG. 1, schematic structure of an example of the organic EL element in embodiment of this invention is shown.
An organic EL element 1 shown in FIG. 1 includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4.
The organic layer 10 is configured by laminating a hole injection / transport layer 6, a light emitting layer 5, and an electron injection / transport layer 7 in order from the anode 3 side.

(Light emitting layer)
The light emitting layer 5 according to the present embodiment includes a first compound and a second compound.

-1st compound A 1st compound is represented by following General formula (1).

In the general formula (1),
Any c of R ^{101 to} R ¹¹⁰ is a single bond used for bonding to L ¹ . However, at least one of R ¹⁰⁹ and R ¹¹⁰ is a single bond used for bonding to L ¹ .
R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are each independently a hydrogen atom or a substituent, and R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are substituents. As a substituent,
Halogen atoms,
Hydroxyl group,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ¹⁰⁰ ) ₃ ,
An amino group represented by -N ( ^R111 ) ₂ ,
It is a substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.
R ¹⁰⁰ each independently represents a hydrogen atom or a substituent, and when R ¹⁰⁰ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹⁰⁰ may be the same as or different from each other.
R ¹¹¹ is independently a hydrogen atom or a substituent, and when R ¹¹¹ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹¹¹ may be the same as or different from each other.
L ¹ is a single bond or a linking group;
As the linking group in L ¹ ,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group,
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
a, b and c each independently represent an integer of 1 to 4;
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. When b is an integer of 2 to 4, a plurality of R ^{101 to} R ^{110 that} are not used for bonding with L ¹ may be the same or different. A plurality of L ¹ and Z ^{1 in} the case where c is an integer of 2 to 4 may be the same or different.
Z ¹ is represented by the following general formula (1a) or (1b).

In the general formula (1a),
X ^{111 to} X ¹¹⁸ are each independently
A carbon atom bonded to R ¹²⁰ ;
A carbon atom bonded to L ¹ ;
A carbon atom bonded to a structure represented by the following general formula (11a), or a carbon atom bonded to a structure represented by the following general formula (11b);
When joining a structure represented by the following general formula (11a) or the following general formula ^(11b), a set of ^{X 111} and ^{X 112,} a set of ^{X 112} and ^{X 113,} a set of ^{X 113} and ^{X 114,} and ^{X 115} At least one of the group of X ^116, the group of X ¹¹⁶ and X ^{117, and} the group of X ¹¹⁷ and X ¹¹⁸ is bonded to the structure represented by the following general formula (11a) or the following general formula (11b) Carbon atom.
R ¹²⁰ each independently represents a hydrogen atom or a substituent, and the substituent in the case where R ¹²⁰ is a substituent is selected from the group of substituents exemplified when R ^{101 to} R ¹¹⁰ are substituents. Selected
The plurality of R ¹²⁰ may be the same as or different from each other.
X ¹⁰ is an oxygen atom, a sulfur atom, or C (R ¹¹² ) ₂ , and R ¹¹² is independently the same as R ¹⁰⁰ in the general formula (1).
In the general formula (1b),
X ^{119 to} X ¹²⁴ are each independently
A carbon atom bonded to R ¹²¹ ;
A carbon atom bonded to L ¹ , or a carbon atom bonded to a structure represented by the following general formula (11b);
When combined with the structure represented by the following general formula (11b), at least one of the set of X ¹²¹ and X ¹²² , the set of X ¹²² and X ¹²³ , and the set of X ¹²³ and X ¹²⁴ is The carbon atom is bonded to the structure represented by the general formula (11b).
R ¹²¹ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹²¹ may be the same as or different from each other.
X ¹¹ is the same as defined in the ^{X 10.}

* ₁ and * ₂ in the general formula (11a) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), X ¹¹⁵ and X ¹¹⁶ , X ¹¹⁶ and X ¹¹⁷ , and X ¹¹⁷ and X ¹¹⁸ .
* ₃ and * ₄ in the general formula (11b) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), X ¹¹⁵ and X ¹¹⁶ , X ¹¹⁶ and X ¹¹⁷ , and a combination of X ¹¹⁷ and X ¹¹⁸ , or a combination of X ¹²¹ and X ¹²² in the general formula (1b). , X ¹²² and X ¹²³ , and a bonding site with a carbon atom in a group selected from X ¹²³ and X ¹²⁴ .
X ^{131 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11a) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{131 to} X ¹³⁴ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1b), any ^one of X ^{119 to} X ¹²⁴ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
If at least two of X ¹¹¹ to X ¹¹⁴ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
If at least two of X ¹¹⁵ to X ¹¹⁸ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
When both X ¹¹⁹ and X ¹²⁰ are carbon atoms bonded to R ¹²¹ , the substituents R ¹²¹ may be bonded to each other to form a ring structure;
If at least two of X ¹²¹ to X ¹²⁴ is a carbon atom bonded with ^{R 121,} may be bonded to a ring structure together substituents ^{R 121} to each other is built,
If at least two of X ¹³¹ to X ¹³⁴ is a carbon atom bonded with ^{R 130,} may be bonded to ring system substituents ^{R 130} to each other each other are built,
If at least two of X ¹³⁵ to X ¹³⁸ is a carbon atom bonded with ^{R 130,} bonded to ring system substituents ^{R 130} together with each other may be constructed.
R ¹³⁰ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹³⁰ may be the same as or different from each other.
X ¹² is the same as defined in the ^{X 10.}

  The general formula (1) is preferably represented by either the following general formula (1-1) or the following general formula (1-2).

In the general formula (1-1),
One of R ¹⁰⁹ and R ¹¹⁰ is a single bond used for bonding to L ¹ .
R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are each independently a hydrogen atom or a substituent, and R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are substituents. As a substituent, it selects from the group of the substituent quoted when R < ¹⁰¹ > -R < ¹¹⁰ > in the said General formula (1) is a substituent.
L ¹ has the same meaning as L ¹ ,
Z ¹ has the same meaning as Z ¹ ,
a and b each independently represent an integer of 1 to 4.
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. When b is an integer of 2 to 4, a plurality of R ^{101 to} R ^{110 that} are not used for bonding with L ¹ may be the same or different.
In the general formula (1-2),
R ¹⁰¹ to R ¹¹⁰ are the same as ^R 101 ^{to R 110} in formula (1),
L ¹ has the same meaning as L ¹ ,
Z ¹ has the same meaning as Z ¹ ,
a and c each independently represent an integer of 1 to 4;
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. A plurality of L ¹ and Z ^{1 in} the case where c is an integer of 2 to 4 may be the same or different.

In the general formula (1), Z ¹ is preferably represented by the general formula (1a).
Furthermore, the general formula (1a) is preferably represented by any one of the following general formulas (101A) to (101C).

In the general formula (101A),
X ^{111 to} X ¹¹⁵ and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
However, any one of X ^{111 to} X ¹¹⁵ , X ¹¹⁸ , and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formula (101B),
X ^{111 to} X ¹¹⁴ , X ¹¹⁷ , and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
However, any one of X ^{111 to} X ¹¹⁴ , X ¹¹⁷ , X ¹¹⁸ , and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formula (101C),
X ^{111 to} X ¹¹⁶ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
However, any one of X ^{111 to} X ¹¹⁶ and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formulas (101A) to (101C),
X ¹⁰ has the same meaning as X ¹⁰ above.
R ¹²⁰ is synonymous with R ¹²⁰ ,
R ¹³⁰ has the same meaning as R ¹³⁰ .

  The general formula (1a) is preferably represented by any one of the following general formulas (102A) to (102F).

In the general formulas (102A) and (102B),
X ^{111 to} X ¹¹⁶ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ ;
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
However, any one of X ^{111 to} X ¹¹⁶ and X ^{131 to} X ¹³⁴ is a carbon atom bonded to the L ¹ .
In the general formulas (102C) and (102D),
X ^{111 to} X ¹¹⁴ , X ¹¹⁵ , and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
However, any one of X ^{111 to} X ¹¹⁴ , X ¹¹⁵ , X ¹¹⁸ , and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formulas (102E) and (102F),
X ^{111 to} X ¹¹⁴ , X ¹¹⁷ , and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
However, any one of X ^{111 to} X ¹¹⁴ , X ¹¹⁷ , X ¹¹⁸ , and X ^{131 to} X ¹³⁴ is a carbon atom bonded to the L ¹ .
In the general formulas (102A) to (102F),
X ¹⁰ has the same meaning as X ¹⁰ above.
X ¹² has the same meaning as X ¹² ,
R ¹²⁰ is synonymous with R ¹²⁰ ,
R ¹³⁰ has the same meaning as R ¹³⁰ .

Preferably one of ^X 111 ^{to X 114} in formula (1) is a carbon atom which is used for binding to ^{L 1,} that ^{X 113} is a carbon atom which is used for binding to ^{L 1} More preferred.

Further, the general formula (1a) is not bonded to any of the structure represented by the general formula (11a) and the structure represented by the general formula (11b), and the X ¹¹¹ or X ¹¹² is the L ^A carbon atom used for bonding to ¹ is also preferable.

In the general formula (1), Z ¹ is preferably represented by the general formula (1b).
Further, the general formula (1b) is preferably represented by any one of the following general formulas (103A) to (103C).

In the general formula (103A),
X ^{119 to} X ¹²² are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119 ~X 122, X 135 ~X} 138, a carbon atom bonded to the ^{L 1.}
In the general formula (103B),
X ^{119 to} X ¹²¹ and X ¹²⁴ are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119 ~X 121, X 124,} X 135 ~X 138, a carbon atom bonded to the ^{L 1.}
In the general formula (103C),
X ¹¹⁹ , X ¹²⁰ , X ¹²³ , and X ¹²⁴ are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ,
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119, X 120, X 123} , X 124, X 135 ~X 138, a carbon atom bonded to the ^{L 1.}
In the general formulas (103A) to (103C),
X ¹¹ has the same meaning as the ^{X 10,}
R ¹²¹ has the same meaning as R ¹²¹ ,
R ¹³⁰ has the same meaning as R ¹³⁰ .

Moreover, it is also preferable that the general formula (1b) is not bonded to the structure represented by the general formula (11b), and the X ¹¹⁹ or X ¹²³ is a carbon atom used for bonding to the L ^1. .

It is preferable that b in the general formula (1) is 1 or 2.
In the general formula (1), a is preferably 1 or 2.
More preferably, in the general formula (1), a is 1 and b is 1.
Further, c in the general formula (1) is preferably 1 or 2, and more preferably 1.
Particularly preferably, in the general formula (1), a, b and c are all 1.

R ^{109 in the} general formula (1) is preferably a single bond used for bonding to L ¹ .

R ^{110 in the} general formula (1) is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. It is preferably a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, more preferably a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group. .
In addition, L ^{1 in the} general formula (1) is preferably a single bond or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, and preferably a single bond or a phenylene group. More preferred.
Moreover, it is preferable that R < ¹⁰¹ > -R < ¹⁰⁸ > of the said General formula (1) is a hydrogen atom.

The first compound is preferably represented by any one of the following general formulas (1-a) to (1-x). In the following general formula (1-a) ~ (1 -x), R 101 ~R 108 and ^{R 110} are each the same meaning as ^R 101 ^{to R 108} and ^{R 110} is not used in binding to the ^{L 1} is there. L ¹ , X ¹⁰ , X ¹² , X ^{111 to} X ¹²² , X ^{131 to} X ¹³⁸ and a are the same as L ¹ , X ¹⁰ , X ¹² , X ^{111 to} X ¹²² , X ^{131 to} X ¹³⁸ and a, respectively. It is.

The first compound is also preferably represented by any one of the following general formulas (1-A) to (1-C). In the following general formula (1-A) ~ (1 -C), R 101 ~R 108 and ^{R 110} are each the same meaning as ^R 101 ^{to R 108} and ^{R 110} is not used in binding to the ^{L 1} is there. L ¹ , X ¹⁰ , R ¹²⁰ and R ¹³⁰ have the same meanings as L ¹ , X ¹⁰ , R ¹²⁰ and R ¹³⁰ , respectively.

R ¹¹⁰ in the general formulas (1-A) to (1-C) is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted ring atom number of 5 to 5. 30 is preferably a heterocyclic group, more preferably a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted group. More preferred is a naphthyl group.

  Specific examples of the first compound represented by the general formula (1) are shown below, but the present invention is not limited to these exemplified compounds.

-Second compound In the present embodiment, the second compound is represented by the following general formula (2).

In the general formula (2), X _{21 to} X ₂₄ are each independently a carbon atom bonded to R ₂ or a carbon atom bonded to the structure represented by the general formula (20), provided that X _At least one of the group ₂₁ and X _22, the group X ₂₂ and X ₂₃ , and the group X ₂₃ and X ₂₄ is a carbon atom bonded to the structure represented by the general formula (20).
In the general formula (20), _{* 5} and _{* 6} are each _{independently, X 21} and a set of _{X 22,} a set of _{X 22} and _{X 23,} and carbon atoms in a set selected from a set of _{X 23} and _{X 24} The binding site is shown.
R ₂ is each independently a hydrogen atom or a substituent, and when R ₂ is a substituent,
Halogen atoms,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ₂₁₀ ) ₃ ,
A substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
Several R < ₂ > may mutually be same or different,
R ₂₁₀ is each independently a hydrogen atom or a substituent. When R ₂₁₀ is a substituent, the substituent is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted group. An aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ₂₁₀ may be the same or different from each other,
Ar ₂₁ , Ar ₂₂ , Ar ₂₃ and Ar ₂₄ are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ are each independently a single bond or a linking group,
As the linking group for L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ , each independently,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group formed by bonding two or three groups selected from the aromatic hydrocarbon ring group;
A multiple linking group formed by bonding two or three groups selected from the heterocyclic group, or a multiple linking group;
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
Y ₂₁ and Y ₂₂ are each independently CR ₂₀ R ₂₁ , NR ₂₂ , S, O, or SiR ₂₃ R ₂₄ ;
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m1 is 3, and the plurality of R ₂₅ may be the same as or different from each other;
m2 is 3, and the plurality of R ₂₆ may be the same as or different from each other;
R _{20 to} R ₂₆ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{20 to} R ₂₆ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ may be bonded to each other to form a ring structure;
At least two of R ₂₆ are substituents bonded to a 6-membered ring carbon atom, and the substituents R ₂₆ are bonded to each other to form a ring structure.

A structure represented by the general formula (20), wherein at least one of the group of X ₂₁ and X _22, the group of X ₂₂ and X ₂₃ , and the group of X ₂₃ and X ₂₄ is a carbon atom. The case of binding to the binding site * ₅ or the binding site * _{6 in} FIG. For _example, for a set of _{X 21} and _{X 22, X 21} is a carbon atom bonded to the binding site _{* 5,} when _{X 22} is a carbon atom bonded to the binding site _{* 6,} wherein the general formula (2) Is represented by the following general formula (2x).

  The structure represented by the general formula (20) is preferably any of the structures represented by the following general formula (20A), the following general formula (20B), or the following general formula (20C). A structure represented by the following general formula (20C) is more preferable.

In the general formulas (20A), (20B), and (20C),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m3 is 4, and the plurality of R ₂₇ may be the same as or different from each other;
R ₂₆ and R ₂₇ are each independently a hydrogen atom or a substituent. Examples of the substituent in the case where R ₂₆ and R ₂₇ are a substituent include the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure.

  The structure represented by the general formula (20) is also preferably a structure represented by the following general formula (20E).

In the general formula (20E),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m3 is 4, and the plurality of R ₂₇ may be the same as or different from each other;
R ₂₆ and R ₂₇ are each independently a hydrogen atom or a substituent. Examples of the substituent in the case where R ₂₆ and R ₂₇ are a substituent include the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure.

  The structure represented by the general formula (20) is also preferably a structure represented by the following general formula (20D).

In the general formula (20D),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
R ₂₆₁ is a hydrogen atom or a substituent, R ₂₆₂ and R ₂₆₃ are substituents, and when R _{261 to} R ₂₆₃ are substituents, R ₂ is a substituent. Selected from the group of substituents listed in
The substituent R ₂₆₂ and the substituent R ₂₆₃ are bonded to each other to form a ring structure.

  The general formula (2) is preferably represented by the following general formula (2A).

In the general formula (2A),
X _{21 to} X ₂₄ are each independently a carbon atom bonded to R ₂ , a carbon atom bonded to the * ₅ , or a carbon atom bonded to the * ₆ , provided that a pair of X ₂₁ and X ₂₂ , At least any one of a pair of X ₂₂ and X _{23 and} a pair of X ₂₃ and X ₂₄ is bonded to * ₅ and * ₆ ;
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
R _{251 to} R ₂₅₃ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{251 to} R ₂₅₃ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When R ₂₅₂ and R ₂₅₃ is a substituent on the carbon atom at 6-membered ring, substituents R ₂₅₂ and the substituents R ₂₅₃ of the two carbon atoms may be bonded to the ring structure is built together .

  The second compound is preferably represented by any one of the following general formulas (21) to (26).

In the general formulas (21) to (26),
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
m1 and m2 are 3, R ₂₅ and R ₂₆ are bonded to a 6-membered ring carbon atom, a plurality of R ₂₅ may be the same as or different from each other, and a plurality of R ₂₆ are the same as each other May be different,
R ₂₅ , R ₂₆ , R ₂₁₁ , and R ₂₁₂ are each independently a hydrogen atom or a substituent, and when R ₂₅ , R ₂₆ , R ₂₁₁ , R ₂₁₂ is a substituent, Selected from the group of substituents listed when ₂ is a substituent;
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ of the two carbon atoms may be bonded to each other to form a ring structure,
At least two of R ₂₆ are substituents bonded to a carbon atom of a 6-membered ring, and the substituents R ₂₆ are bonded to each other to form a ring structure.
When R ₂₁₁ and R ₂₁₂ are substituents, R ₂₁₁ and R ₂₁₂ may be bonded to each other to form a ring structure.

  In the present embodiment, the second compound is also preferably represented by any one of the following general formulas (27) and (27A) to (27E).

(In the general formulas (27), (27A) to (27E),
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
m1 is 3, R ₂₅ is bonded to a 6-membered ring carbon atom, and a plurality of R ₂₅ may be the same as or different from each other;
m3 is 4, R ₂₇ is bonded to a 6-membered ring carbon atom, and a plurality of R ₂₇ may be the same or different from each other;
R _{25 to} R ₂₇ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{25 to} R ₂₇ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ of the two carbon atoms may be bonded to each other to form a ring structure,
When R ₂₁₁ and R ₂₁₂ are substituents, R ₂₁₁ and R ₂₁₂ may be bonded to each other to form a ring structure;
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure. )

  In the present embodiment, the second compound is preferably represented by the general formula (27) among the general formulas (27) and (27A) to (27E).

  The second compound is also preferably represented by the following general formula (28).

In the general formula (28),
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
R _{251 to} R ₂₅₃ , R ₂₆₁ , R _{271 to} R ₂₇₄ are each independently a hydrogen atom or a substituent, and substitution when R _{251 to} R ₂₅₃ , R ₂₆₁ , R _{271 to} R ₂₇₄ are substituents The group is selected from the group of substituents listed when R ₂ is a substituent,
When R ₂₅₂ and R ₂₅₃ are substituents, the substituent R ₂₅₂ and the substituent R ₂₅₃ may be bonded to each other to form a ring structure;
When at least two of R _{271 to} R ₂₇₅ are substituents, the substituents may be bonded to each other to form a ring structure.

In the general formula (2), Y ₂₁ and Y ₂₂ are preferably each independently CR ₂₀ R ₂₁ , and R ₂₀ and R ₂₁ are each independently a hydrogen atom or a substituent, and R ₂₀ and When R ₂₁ is a substituent, the substituent is preferably selected from the group of substituents exemplified when R ₂ is a substituent. Among them, R ₂₀ and R ₂₁ are each Independently, it is more preferably a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms.

The aromatic hydrocarbon group having 6 to 30 ring carbon atoms in Ar _{21 to} Ar ₂₄ in the general formula (2) is a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, a phenanthryl group, or a fluorenyl group. Group, pyrenyl group, chrycenyl group, fluoranthenyl group, benzo [a] anthryl group, benzo [c] phenanthryl group, triphenylenyl group, benzo [k] fluoranthenyl group, benzo [g] chrysenyl group, benzo [b] An aromatic hydrocarbon group selected from the group consisting of a triphenylenyl group, a picenyl group, and a perylenyl group is preferable. Among them, a phenyl group, a biphenyl group, a naphthyl group, a phenanthryl group, a terphenyl group, and a fluorenyl group are preferable. More preferably, it is an aromatic hydrocarbon group selected from the group.

In addition, L _{21 to} L _{24 in} the general formula (2) are each independently a single bond or a linking group, and the linking groups in L _{21 to} L ₂₄ are each independently a substituted or unsubstituted ring formation. It is preferably an aromatic hydrocarbon group having 6 to 30 carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Among them, L _{21 to} L ₂₄ may be a single bond. More preferred.

In addition, R _{2 in the} general formula (2) is each independently a hydrogen atom or a substituent. When R ₂ is a substituent, examples of the substituent include a halogen atom, a cyano group, a substituted or unsubstituted group. An alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a silyl group represented by -Si (R ₂₁₀ ) ₃ , a substituted or unsubstituted ring carbon number 6 It is preferably a substituent selected from the group consisting of an aromatic hydrocarbon group of ˜30 and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, and R ₂₁₀ is a hydrogen atom or a substituent And a plurality of R ₂₁₀ may be the same as or different from each other, and the substituent when R ₂₁₀ is a substituent is selected from the group of substituents listed when R ₂ is a substituent. Preferred to be There.

  Specific examples of the second compound represented by the general formula (2) are shown below, but the present invention is not limited to these exemplified compounds.

In the present embodiment, the light emitting layer 5 includes the first compound and the second compound.
In order to reduce the voltage in the organic EL element, it is conceivable to use a host material having a shallow (small) ionization potential and excellent hole injection property and hole transport property. However, since this action causes the recombination region in the light emitting layer to expand toward the electron transport layer, there is a concern that the light extraction efficiency may be reduced, and if the number of holes is excessive, the lifetime of the organic EL element may be shortened. .

  In addition, a host material having a high carrier transportability decreases the recombination probability between electrons and holes in the light emitting layer, and there is a concern that the light emission efficiency may be decreased. In order to suppress a decrease in luminous efficiency, it is effective to use a material having a high block property for the peripheral layer. However, a material having a high block property often has a large singlet energy gap, and there is a concern about a higher voltage.

  Furthermore, in order to extend the lifetime, it is conceivable to use a light emitting material having a narrow energy gap as a dopant material. This is because, as the energy gap is narrower, the excitation energy can be reduced, so that the load applied to the light emitting material can be expected to be reduced. Compared with the conjugated system of the benzofluorene compound substituted with the diarylamino group described in Patent Document 1 or Patent Document 2, the conjugated system of the benzoindenofluoramine amine compound described in Patent Document 3 is longer. Therefore, the benzoindenofluor orange amine compound described in Patent Document 3 has a narrower energy gap and can contribute to longer life. On the other hand, necessary chromaticity exists depending on applications such as display and lighting, and a minimum necessary energy gap exists. However, as described above, the lifetime of the element is greatly influenced by the carrier transport property of the host material, and the characteristics of the dopant material may not be utilized.

  Therefore, the present inventors paid attention to the ionization potential of the first compound and the second compound in the combination of the first compound and the second compound. As a result, it was found that the combination of the first compound and the second compound can utilize the characteristics of each compound.

The first compound is considered to contribute to lowering the voltage because the ionization potential is shallower (smaller) than the anthracene derivative substituted with the fused aryl, and the hole injection property and the hole transport property are excellent. Here, although there is a concern about a decrease in luminous efficiency, the decrease is suppressed by using a second compound having a specific structure in combination.
Further, the second compound has a shallow (small) ionization potential as compared with the benzofluorene compound substituted with the diarylamino group described in Patent Document 1 and Patent Document 2. Therefore, by using the first compound, the presence distribution of holes in the light emitting layer is expanded to the electron transport layer side, resulting in a decrease in light extraction efficiency. Under such circumstances, the second hole trapping property is high. As a result of the presence of the compound, the distribution of recombination regions of electrons and holes in the light emitting layer may be narrowed. Therefore, according to the organic EL device according to the present embodiment, it is considered that the light emission efficiency is improved as compared with a device using a benzofluorene compound substituted with a diarylamino group. Furthermore, the second compound is a compound having a long conjugated system, which contributes to a long life. Furthermore, the second compound has a high hole trapping property, so that it is easy to trap holes in the light emitting layer. Since it is easy to suppress leakage of holes to the electron transport layer side, it is considered that this also contributes to a longer life.
As described above, in the present embodiment, the light emitting layer 5 includes the first compound and the second compound, so that the organic EL element 1 can be reduced in voltage, increased in luminous efficiency, and extended in lifetime. .

  In the light emitting layer 5, it is preferable to employ a doping system in which the first compound is used as a host material and the second compound is used as a dopant material. When employing a doping system, the host material mainly has the function of encouraging recombination of electrons and holes and confining excitons in the light-emitting layer, and the dopant material is efficient for excitons obtained by recombination. It has a function to emit light. It can be said that the combination of the specific compound of the first compound as the host material is a suitable combination with the specific compound of the second compound as the dopant material.

  There is no restriction | limiting in particular in the content rate of the 2nd compound in a light emitting layer, Although it can select suitably according to the objective, For example, 0.1 to 15 mass% is preferable, and 1 to 10 mass is preferable. % Or less is more preferable. When the content ratio of the second compound is 0.1% by mass or more and 15% by mass or less, a synergistic effect with the first compound can be further expected in reducing the voltage, increasing the light emission efficiency, and extending the life. .

(substrate)
The substrate 2 is used as a support for the light emitting element. As the substrate, for example, glass, quartz, plastic, or the like can be used. Further, a flexible substrate may be used. The flexible substrate is a substrate that can be bent (flexible), and examples thereof include plastic substrates made of polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, and polyvinyl chloride. . Moreover, an inorganic vapor deposition film can also be used.

(anode)
For the anode 3 formed on the substrate 2, it is preferable to use a metal, an alloy, an electrically conductive compound, a mixture thereof, or the like having a high work function (specifically, 4.0 eV or more). Specifically, for example, indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, and indium oxide containing zinc oxide. And graphene. In addition, gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium ( Pd), titanium (Ti), or a metal material nitride (for example, titanium nitride).
These materials are usually formed by sputtering. For example, indium oxide-zinc oxide can be formed by a sputtering method by using a target in which 1% by mass to 10% by mass of zinc oxide is added to indium oxide. For example, indium oxide containing tungsten oxide and zinc oxide contains 0.5% by mass to 5% by mass of tungsten oxide and 0.1% by mass to 1% by mass of zinc oxide with respect to indium oxide. By using a target, it can be formed by a sputtering method. In addition, you may produce by the vacuum evaporation method, the apply | coating method, the inkjet method, a spin coat method, etc.
Of the organic layer 10 formed on the anode 3, the hole injection layer 6 formed in contact with the anode 3 uses a composite material that facilitates hole injection regardless of the work function of the anode 3. Therefore, a material that can be used as an electrode material (for example, a metal, an alloy, an electrically conductive compound, a mixture thereof, and other elements belonging to Group 1 or Group 2 of the periodic table) is used. You can also.
An element belonging to Group 1 or Group 2 of the periodic table, which is a material having a low work function, that is, an alkali metal such as lithium (Li) or cesium (Cs), and magnesium (Mg), calcium (Ca), or strontium Alkaline earth metals such as (Sr), and alloys containing these (eg, MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these can also be used. Note that when an anode is formed using an alkali metal, an alkaline earth metal, and an alloy containing these, a vacuum evaporation method or a sputtering method can be used. Furthermore, when using silver paste etc., the apply | coating method, the inkjet method, etc. can be used.

(Hole injection layer)
The hole injection layer 6 is a layer containing a substance having a high hole injection property. Substances with high hole injection properties include molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, Tungsten oxide, manganese oxide, or the like can be used.
As a substance having a high hole injection property, 4,4 ′, 4 ″ -tris (N, N-diphenylamino) triphenylamine (abbreviation: TDATA), 4,4 ′, which is a low molecular organic compound, is used. , 4 ″ -tris [N- (3-methylphenyl) -N-phenylamino] triphenylamine (abbreviation: MTDATA), 4,4′-bis [N- (4-diphenylaminophenyl) -N-phenyl Amino] biphenyl (abbreviation: DPAB), 4,4′-bis (N- {4- [N ′-(3-methylphenyl) -N′-phenylamino] phenyl} -N-phenylamino) biphenyl (abbreviation: DNTPD), 1,3,5-tris [N- (4-diphenylaminophenyl) -N-phenylamino] benzene (abbreviation: DPA3B), 3- [N- (9-phenylcarbazol-3-yl) -N -F Enylamino] -9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis [N- (9-phenylcarbazol-3-yl) -N-phenylamino] -9-phenylcarbazole (abbreviation: PCzPCA2), 3- An aromatic amine compound such as [N- (1-naphthyl) -N- (9-phenylcarbazol-3-yl) amino] -9-phenylcarbazole (abbreviation: PCzPCN1) can also be used.
As the substance having a high hole injecting property, a high molecular compound (an oligomer, a dendrimer, a polymer, or the like) can also be used. For example, poly (N-vinylcarbazole) (abbreviation: PVK), poly (4-vinyltriphenylamine) (abbreviation: PVTPA), poly [N- (4- {N ′-[4- (4-diphenylamino)] Phenyl] phenyl-N′-phenylamino} phenyl) methacrylamide] (abbreviation: PTPDMA), poly [N, N′-bis (4-butylphenyl) -N, N′-bis (phenyl) benzidine] (abbreviation: Polymer compounds such as Poly-TPD). In addition, a polymer compound to which an acid such as poly (3,4-ethylenedioxythiophene) / poly (styrenesulfonic acid) (PEDOT / PSS), polyaniline / poly (styrenesulfonic acid) (PAni / PSS) is added is used. You can also.

(Hole transport layer)
The hole transport layer 6 is a layer containing a substance having a high hole transport property. An aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used for the hole transport layer 6. Specifically, 4,4′-bis [N- (1-naphthyl) -N-phenylamino] biphenyl (abbreviation: NPB) or N, N′-bis (3-methylphenyl) -N, N′— Diphenyl- [1,1′-biphenyl] -4,4′-diamine (abbreviation: TPD), 4-phenyl-4 ′-(9-phenylfluoren-9-yl) triphenylamine (abbreviation: BAFLP), 4 , 4′-bis [N- (9,9-dimethylfluoren-2-yl) -N-phenylamino] biphenyl (abbreviation: DFLDPBi), 4,4 ′, 4 ″ -tris (N, N-diphenylamino) ) Triphenylamine (abbreviation: TDATA), 4,4 ′, 4 ″ -tris [N- (3-methylphenyl) -N-phenylamino] triphenylamine (abbreviation: MTDATA), 4,4′-bis [N- (Spiro-9,9'-Biff Oren-2-yl) -N- phenylamino] biphenyl (abbreviation: BSPB) can be used aromatic amine compounds such as. The substances described here are mainly substances having a hole mobility of 10 −6 cm 2 / Vs or higher.
For the hole transport layer 6, carbazole derivatives such as CBP, CzPA, and PCzPA, and anthracene derivatives such as t-BuDNA, DNA, and DPAnth may be used. A high molecular compound such as poly (N-vinylcarbazole) (abbreviation: PVK) or poly (4-vinyltriphenylamine) (abbreviation: PVTPA) can also be used.
Note that other than these substances, any substance that has a property of transporting more holes than electrons may be used. Note that the layer containing a substance having a high hole-transport property is not limited to a single layer, and two or more layers containing the above substances may be stacked.

(Electron transport layer)
The electron transport layer 7 is a layer containing a substance having a high electron transport property. The electron transport layer 7 includes 1) metal complexes such as aluminum complexes, beryllium complexes and zinc complexes, 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives and phenanthroline derivatives, and 3) polymers. Compounds can be used. Specifically, as a low-molecular organic compound, Alq, tris (4-methyl-8-quinolinolato) aluminum (abbreviation: Almq ₃ ), bis (10-hydroxybenzo [h] quinolinato) beryllium (abbreviation: BeBq ₂ ), A metal complex such as BAlq, Znq, ZnPBO, or ZnBTZ can be used. In addition to metal complexes, 2- (4-biphenylyl) -5- (4-tert-butylphenyl) -1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis [5- (Pert-butylphenyl) -1,3,4-oxadiazol-2-yl] benzene (abbreviation: OXD-7), 3- (4-tert-butylphenyl) -4-phenyl-5- (4- Biphenylyl) -1,2,4-triazole (abbreviation: TAZ), 3- (4-tert-butylphenyl) -4- (4-ethylphenyl) -5- (4-biphenylyl) -1,2,4- Triazole (abbreviation: p-EtTAZ), bathophenanthroline (abbreviation: BPhen), bathocuproin (abbreviation: BCP), 4,4′-bis (5-methylbenzoxazol-2-yl) stilbene (abbreviation: B) Heteroaromatic compounds such as zOs) can also be used. The substances mentioned here are mainly substances having an electron mobility of 10 ⁻⁶ cm ² / Vs or higher. Note that any substance other than the above substances may be used for the electron-transport layer as long as the substance has a higher electron-transport property than the hole-transport property. Further, the electron transport layer 7 is not limited to a single layer, and two or more layers made of the above substances may be stacked.
Further, a polymer compound can be used for the electron transport layer 7. For example, poly [(9,9-dihexylfluorene-2,7-diyl) -co- (pyridine-3,5-diyl)] (abbreviation: PF-Py), poly [(9,9-dioctylfluorene-2) , 7-diyl) -co- (2,2′-bipyridine-6,6′-diyl)] (abbreviation: PF-BPy) or the like can be used.

(Electron injection layer)
The electron injection layer 7 is a layer containing a substance having a high electron injection property. The electron injection layer 7 includes lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF ₂ ), lithium oxide (LiOx). Alkali metals, alkaline earth metals, or compounds thereof can be used. In addition, a substance in which an alkali metal, an alkaline earth metal, or a compound thereof is contained in a substance having an electron transporting property, specifically, a substance in which magnesium (Mg) is contained in Alq may be used. In this case, electron injection from the cathode 4 can be performed more efficiently.
Alternatively, a composite material obtained by mixing an organic compound and an electron donor (donor) may be used for the electron injection layer 7. Such a composite material is excellent in electron injecting property and electron transporting property because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material excellent in transporting the generated electrons. Specifically, for example, a substance (metal complex, heteroaromatic compound, etc.) constituting the electron transport layer 7 described above is used. Can be used. The electron donor may be any substance that exhibits an electron donating property to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferable, and lithium, cesium, magnesium, calcium, erbium, ytterbium, and the like can be given. Alkali metal oxides and alkaline earth metal oxides are preferable, and lithium oxide, calcium oxide, barium oxide, and the like can be given. A Lewis base such as magnesium oxide can also be used. Alternatively, an organic compound such as tetrathiafulvalene (abbreviation: TTF) can be used.

(cathode)
For the cathode 4, it is preferable to use a metal, an alloy, an electrically conductive compound, a mixture thereof, or the like having a low work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or Group 2 of the periodic table of elements, that is, alkali metals such as lithium (Li) and cesium (Cs), and magnesium (Mg) and calcium (Ca ), Alkaline earth metals such as strontium (Sr), and alloys containing these (for example, rare earth metals such as MgAg, AlLi), europium (Eu), ytterbium (Yb), and alloys containing these.
Note that in the case where the cathode is formed using an alkali metal, an alkaline earth metal, or an alloy containing these, a vacuum evaporation method or a sputtering method can be used. Moreover, when using a silver paste etc., the apply | coating method, the inkjet method, etc. can be used.
By providing an electron injection layer, a cathode is formed using various conductive materials such as indium oxide-tin oxide containing Al, Ag, ITO, graphene, silicon, or silicon oxide regardless of the work function. can do. These conductive materials can be formed by a sputtering method, an inkjet method, a spin coating method, or the like.

(Method for forming each layer of organic EL element)
The formation method of each layer of the organic EL element 1 is not particularly limited. Conventionally known methods such as vacuum deposition and spin coating can be used. The organic layer 10 used for the organic EL element 1 is known by a coating method such as a dipping method, a spin coating method, a casting method, a bar coating method, a roll coating method, an ink jet method, etc., in which an organic EL element material is dissolved in a solvent. Can be formed by a method.

(Thickness of each layer of organic EL element)
The thickness of the light emitting layer is preferably 5 nm to 50 nm, more preferably 7 nm to 50 nm, and most preferably 10 nm to 50 nm. By setting the thickness of the light emitting layer to 5 nm or more, it becomes easy to form the light emitting layer and adjust the chromaticity. By setting the film thickness of the light emitting layer to 50 nm or less, an increase in driving voltage can be suppressed.
The film thickness of each of the other organic layers is not particularly limited, but usually a range of several nm to 1 μm is preferable. By making such a film thickness range, defects such as pinholes caused by the film thickness being too thin are prevented, and an increase in driving voltage caused by the film thickness being too thick is suppressed, resulting in deterioration of efficiency. Can be prevented.

Next, each substituent described in the general formula will be described.
As a halogen atom in this embodiment, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc. are mentioned, Preferably it is a fluorine atom.

As a C1-C20 alkyl group in this embodiment, any of linear, branched, or cyclic may be sufficient. Examples of the linear or branched alkyl group include a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, neopentyl group, amyl group, isoamyl group, 1-methylpentyl group, 2-methylpentyl group, 1-pentylhexyl group, 1-butylpentyl group, 1- A heptyloctyl group, a 3-methylpentyl group, etc. are mentioned.
The linear or branched alkyl group in the present embodiment preferably has 1 to 10 carbon atoms, and more preferably 1 to 6 carbon atoms. Among the above linear or branched alkyl groups, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, s-butyl group, isobutyl group, t-butyl group, n-pentyl group, n-hexyl group A group, an amyl group, an isoamyl group and a neopentyl group are particularly preferred.
Examples of the cycloalkyl group in this embodiment include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 4-methylcyclohexyl group, an adamantyl group, and a norbornyl group.
The ring-forming carbon number of the cycloalkyl group is preferably 3 to 10, and more preferably 5 to 8. Among the cycloalkyl groups, a cyclopentyl group and a cyclohexyl group are particularly preferable.
Examples of the halogenated alkyl group in which the alkyl group is substituted with a halogen atom include those in which the alkyl group having 1 to 20 carbon atoms is substituted with one or more halogen groups. Specific examples include a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a fluoroethyl group, a trifluoromethylmethyl group, a trifluoroethyl group, and a pentafluoroethyl group.

Alkoxy group having 1 to 20 carbon atoms in the present embodiment is represented as -OZ _1. Examples of _{Z 1,} include alkyl groups of 1 to 20 carbon atoms. Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, and a hexyloxy group.
Examples of the halogenated alkoxy group in which the alkoxy group is substituted with a halogen atom include those in which the alkoxy group having 1 to 20 carbon atoms is substituted with one or more halogen groups.

Aryloxy group ring forming C6-30 in this embodiment is expressed as -OZ _2. Examples of this Z ₂ include an aromatic hydrocarbon group having 6 to 30 ring carbon atoms described later, or a monocyclic group and a condensed ring group described later. Examples of this aryloxy group include a phenoxy group.

Alkylthio group having 1 to 20 carbon atoms in the present embodiment is expressed as -SR _V. Examples of _{R V,} include alkyl groups of 1 to 20 carbon atoms. Examples of the alkylthio group include a methylthio group and an ethylthio group.
Ring formation arylthio group having 6 to 30 carbon atoms is expressed as -SR _W. The examples of R _W, and an aromatic hydrocarbon group having ring-forming having 6 to 30 carbon atoms, which will be described later. Examples of the arylthio group include a phenylthio group.

Examples of the silyl group represented by —Si (R ¹⁰⁰ ) ₃ in the present embodiment include an alkylsilyl group, an arylsilyl group, a dialkylarylsilyl group, an alkyldiarylsilyl group, and a triarylsilyl group.
Examples of the alkylsilyl group include a trialkylsilyl group having an alkyl group exemplified as the alkyl group having 1 to 20 carbon atoms, specifically, a trimethylsilyl group, a triethylsilyl group, a tri-n-butylsilyl group, a tri- n-octylsilyl group, triisobutylsilyl group, dimethylethylsilyl group, dimethylisopropylsilyl group, dimethyl-n-propylsilyl group, dimethyl-n-butylsilyl group, dimethyl-t-butylsilyl group, diethylisopropylsilyl group, vinyldimethyl Examples thereof include a silyl group, a propyldimethylsilyl group, and a triisopropylsilyl group. The three alkyl groups in the trialkylsilyl group may be the same or different.
Examples of the arylsilyl group include a dialkylarylsilyl group, an alkyldiarylsilyl group, and a triarylsilyl group.
The dialkylarylsilyl group includes, for example, a dialkylarylsilyl group having two alkyl groups exemplified for the alkyl group having 1 to 20 carbon atoms and one aryl group having 6 to 30 ring carbon atoms described later. It is done. The carbon number of the dialkylarylsilyl group is preferably 8-30.
Examples of the alkyldiarylsilyl group include an alkyldiarylsilyl group having one alkyl group exemplified as an alkyl group having 1 to 20 carbon atoms and two aryl groups having 6 to 30 ring carbon atoms to be described later. . The alkyldiarylsilyl group preferably has 13 to 30 carbon atoms.
Examples of the triarylsilyl group include a triarylsilyl group having three aryl groups having 6 to 30 ring carbon atoms, which will be described later. The carbon number of the triarylsilyl group is preferably 18-30.

Examples of the amino group represented by —N (R ¹¹¹ ) ₂ in the present embodiment include a dimethylamino group, a diethylamino group, a diphenylamino group, and a ditolylamino group.

Examples of the aromatic hydrocarbon group having 6 to 30 ring carbon atoms (sometimes referred to as an aryl group) in the present embodiment include a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthryl group, and a phenanthryl group. , Fluorenyl group, pyrenyl group, chrysenyl group, fluoranthenyl group, benzo [a] anthryl group, benzo [c] phenanthryl group, triphenylenyl group, benzo [k] fluoranthenyl group, benzo [g] chrysenyl group, benzo [g b] A triphenylenyl group, a picenyl group, a perylenyl group, and the like.
In the present embodiment, the aryl group preferably has 6 to 20 ring carbon atoms, and more preferably 6 to 12 carbon atoms. Among the aryl groups, a phenyl group, a biphenyl group, a naphthyl group, a phenanthryl group, a terphenyl group, and a fluorenyl group are particularly preferable. For the 1-fluorenyl group, 2-fluorenyl group, 3-fluorenyl group and 4-fluorenyl group, the above-mentioned substituted or unsubstituted alkyl group having 1 to 20 carbon atoms is substituted on the 9-position carbon atom. Is preferred.

Examples of the heterocyclic group having 5 to 30 ring atoms in this embodiment (sometimes referred to as a heteroaryl group, a heteroaromatic group, or an aromatic heterocyclic group) include a pyridyl group, a pyrimidinyl group, and a pyrazinyl group. Group, pyridazinyl group, triazinyl group, quinolyl group, isoquinolinyl group, naphthyridinyl group, phthalazinyl group, quinoxalinyl group, quinazolinyl group, phenanthridinyl group, acridinyl group, phenanthrolinyl group, pyrrolyl group, imidazolyl group, pyrazolyl group, Triazolyl, tetrazolyl, indolyl, benzimidazolyl, indazolyl, imidazolpyridinyl, benztriazolyl, carbazolyl, furyl, thienyl, oxazolyl, thiazolyl, isoxazolyl, isothiazolyl, oxadiazolyl , Thiadiazolyl group, benzofuranyl group, benzothiophenyl group, benzoxazolyl group, benzothiazolyl group, benzoisoxazolyl group, benzisothiazolyl group, benzooxadiazolyl group, benzothiadiazolyl group, dibenzofuranyl group , Dibenzothiophenyl group, piperidinyl group, pyrrolidinyl group, piperazinyl group, morpholyl group, phenazinyl group, phenothiazinyl group, phenoxazinyl group and the like.
The number of ring-forming atoms of the heterocyclic group in the present embodiment is preferably 5-20, and more preferably 5-14. Among the above heterocyclic groups, 1-dibenzofuranyl group, 2-dibenzofuranyl group, 3-dibenzofuranyl group, 4-dibenzofuranyl group, 1-dibenzothiophenyl group, 2-dibenzothiophenyl group, 3 -Dibenzothiophenyl group, 4-dibenzothiophenyl group, 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group, 4-carbazolyl group, 9-carbazolyl group are particularly preferred. For the 1-carbazolyl group, 2-carbazolyl group, 3-carbazolyl group and 4-carbazolyl group, the above-mentioned substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms or the above-mentioned nitrogen atom at the 9-position It is preferable that a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms is substituted.

  In this embodiment, the heterocyclic group may be a group derived from a partial structure represented by the following general formulas (XY-1) to (XY-18), for example.

  In the general formulas (XY-1) to (XY-18), X and Y are each independently a hetero atom, preferably an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, or a germanium atom. . The partial structures represented by the general formulas (XY-1) to (XY-18) have a bond at an arbitrary position to be a heterocyclic group, and this heterocyclic group has a substituent. Also good.

  In the present embodiment, the substituted or unsubstituted carbazolyl group may include, for example, a group obtained by further condensing a ring with a carbazole ring represented by the following formula. Such a group may also have a substituent. Also, the position of the joint can be changed as appropriate.

In the present embodiment, the multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three selected groups are bonded. The individual groups constituting the multiple linking group may be the same as or different from each other. Each group constituting the multiple linking group may be bonded to an adjacent group to further construct a ring.
Examples of the multiple linking group include a divalent group formed by bonding two or three groups selected from the group consisting of the aromatic hydrocarbon group and the heterocyclic group.
Examples of the group connection mode in the multiple linking group include, for example, a heterocyclic group-aromatic hydrocarbon group, an aromatic hydrocarbon group-heterocyclic group, an aromatic hydrocarbon group-heterocyclic group-aromatic hydrocarbon group, Examples include heterocyclic group-aromatic hydrocarbon group-heterocyclic group, aromatic hydrocarbon group-aromatic hydrocarbon group-heterocyclic group, aromatic hydrocarbon group-heterocyclic group-heterocyclic group, and the like.
Preferably, a divalent group formed by bonding the aromatic hydrocarbon group and the heterocyclic group one by one, that is, a heterocyclic group-aromatic hydrocarbon group, and an aromatic hydrocarbon group-heterocyclic group. . Specific examples of the aromatic hydrocarbon group and the heterocyclic group in these multiple linking groups include the groups described above for the aromatic hydrocarbon group and the heterocyclic group.

In the present invention, “ring-forming carbon” means a carbon atom constituting a saturated ring, an unsaturated ring, or an aromatic ring. “Ring-forming atom” means a carbon atom and a hetero atom constituting a hetero ring (including a saturated ring, an unsaturated ring, and an aromatic ring).
In the present invention, the hydrogen atom includes isotopes having different numbers of neutrons, that is, light hydrogen (Protium), deuterium (Deuterium), and tritium (Tritium).

In the present invention, the “ring-forming carbon number” means a compound having a structure in which atoms or molecules are bonded in a ring (for example, a monocyclic compound, a condensed ring compound, a bridging compound, a spiro ring compound, a carbocyclic compound, a heterocyclic ring). Represents the number of carbon atoms among atoms constituting the ring itself of the compound). When the ring is substituted with a substituent, the carbon contained in the substituent is not included in the number of ring-forming carbons. The “ring-forming carbon number” described below is the same unless otherwise specified.
The “number of ring-forming atoms” refers to a compound having a structure in which atoms or molecules are bonded in a ring (for example, a monocyclic compound, a condensed ring compound, a bridged compound, a spiro ring compound, a carbocyclic compound, a heterocyclic compound). Represents the number of atoms that make up the ring itself. An atom that does not constitute a ring (for example, a hydrogen atom that terminates the dangling bond of an atom that constitutes a ring) or an atom contained in a substituent when the ring is substituted by a substituent is included in the number of ring-forming atoms Absent. The “number of ring-forming atoms” described below is the same unless otherwise specified.

In the present invention, the substituent in the case of “substituted or unsubstituted” includes the aromatic hydrocarbon group, heterocyclic group, alkyl group (straight chain or branched chain alkyl group, cycloalkyl group) as described above. Haloalkyl group), alkoxy group, aryloxy group, haloalkoxy group, alkylsilyl group, dialkylarylsilyl group, alkyldiarylsilyl group, triarylsilyl group, halogen atom, cyano group, hydroxyl group. In addition, an alkenyl group, an alkynyl group, an aralkyl group, a nitro group, a carboxyl group, and the like are also included.
Among the substituents mentioned here, an aromatic hydrocarbon group, a heterocyclic group, an alkyl group, a halogen atom, an alkylsilyl group, an arylsilyl group, and a cyano group are preferable, and more preferable in the description of each substituent. The specific substituents are preferred.
The substituent in the case of “substituted or unsubstituted” may be further substituted with the substituents mentioned here. In the case of “substituted or unsubstituted”, a plurality of substituents may be bonded to each other to form a ring.

  The alkenyl group is preferably an alkenyl group having 2 to 30 carbon atoms, which may be linear, branched or cyclic, for example, vinyl group, propenyl group, butenyl group, oleyl group, eicosapentaenyl group. , Docosahexaenyl group, styryl group, 2,2-diphenylvinyl group, 1,2,2-triphenylvinyl group, 2-phenyl-2-propenyl group, cyclopentadienyl group, cyclopentenyl group, cyclohexenyl group And cyclohexadienyl group.

  The alkynyl group is preferably an alkynyl group having 2 to 30 carbon atoms, and may be linear, branched or cyclic, and examples thereof include ethynyl, propynyl, 2-phenylethynyl and the like.

As the aralkyl group, an aralkyl group having 6 to 30 ring carbon atoms is preferable and represented by -Z ₃ -Z ₄ . Examples of Z _3, include alkylene groups corresponding to the above alkyl groups having 1 to 20 carbon atoms. Examples of this Z ₄ include the above aryl group having 6 to 30 ring carbon atoms. This aralkyl group is an aralkyl group having 7 to 30 carbon atoms (the aryl moiety is 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms), and the alkyl moiety is 1 to 30 carbon atoms (preferably 1 to 1 carbon atoms). 20, more preferably 1-10, still more preferably 1-6). Examples of the aralkyl group include benzyl group, 2-phenylpropan-2-yl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, and phenyl-t-butyl. Group, α-naphthylmethyl group, 1-α-naphthylethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β- Examples include naphthylethyl group, 2-β-naphthylethyl group, 1-β-naphthylisopropyl group, and 2-β-naphthylisopropyl group.

  “Unsubstituted” in the case of “substituted or unsubstituted” means that a hydrogen atom is bonded without being substituted with the substituents mentioned here.

In the present invention, the “carbon number x to y” in the expression “substituted or unsubstituted XX group having x to y carbon atoms” represents the number of carbon atoms when the XX group is unsubstituted, When the XX group is substituted, the carbon number of the substituent is not included.
In the compound described below or a partial structure thereof, the case of “substituted or unsubstituted” is the same as described above.

[Electronics]
The organic EL element which concerns on one Embodiment of this invention can be used for electronic devices, such as a display apparatus and a light-emitting device. Examples of the display device include display components such as an organic EL panel module, a television, a mobile phone, a tablet, or a personal computer. Examples of the light emitting device include lighting or a vehicular lamp.

[Modification of Embodiment]
In addition, this invention is not limited to the above-mentioned embodiment, The change in the range which can achieve the objective of this invention, improvement, etc. are included in this invention.

For example, the light emitting layer is not limited to one layer, and a plurality of light emitting layers may be stacked. When the organic EL element has a plurality of light emitting layers, it is sufficient that at least one light emitting layer contains the first compound and the second compound. For example, the other light-emitting layer may be a fluorescent light-emitting layer or a phosphorescent light-emitting layer that utilizes light emission by electron transition from a triplet excited state to a direct ground state.
In addition, when the organic EL element has a plurality of light emitting layers, these light emitting layers may be provided adjacent to each other, or a so-called tandem organic material in which a plurality of light emitting units are stacked via an intermediate layer. It may be an EL element.

Further, for example, a barrier layer may be provided adjacent to the anode side or the cathode side of the light emitting layer. The barrier layer is preferably disposed in contact with the light emitting layer and blocks at least one of holes, electrons, and excitons.
For example, when a barrier layer is disposed in contact with the cathode side of the light emitting layer, the barrier layer transports electrons, and the holes reach a layer (for example, an electron transport layer) on the cathode side of the barrier layer. Stop that.
In addition, when a barrier layer is disposed in contact with the anode side of the light emitting layer, the barrier layer transports holes, and the electrons reach a layer on the anode side of the barrier layer (for example, a hole transport layer). To stop doing.
Further, a barrier layer may be provided adjacent to the light emitting layer so that excitation energy does not leak from the light emitting layer to the peripheral layer. The excitons generated in the light emitting layer are prevented from moving to a layer (for example, an electron transport layer or a hole transport layer) closer to the electrode than the barrier layer.
The light emitting layer and the barrier layer are preferably joined.

EXAMPLES Next, although an Example is given and this invention is demonstrated in more detail, this invention is not restrict | limited at all to the content of description of these Examples.
The compound used for manufacture of an organic EL element is shown below.

[Example of manufacturing organic EL element]
Example 1
A glass substrate (manufactured by Geomatic Co., Ltd.) with an ITO transparent electrode line of 25 mm × 75 mm × thickness 1.1 mm was subjected to ultrasonic cleaning in isopropyl alcohol for 5 minutes and then UV ozone cleaning for 30 minutes. The thickness of the ITO transparent electrode was 130 nm.
The glass substrate with the ITO transparent electrode line after the cleaning is mounted on the substrate holder of the vacuum deposition apparatus, and first, the compound HI is deposited so as to cover the transparent electrode on the surface on which the ITO transparent electrode line is formed. A HI film having a thickness of 10 nm was formed to form a hole injection layer.
Next, on this HI film | membrane, compound HT-1 was vapor-deposited as a 1st positive hole transport material, HT-1 film | membrane with a film thickness of 80 nm was formed into a film, and the 1st positive hole transport layer was formed.
Subsequently, on this HT-1 film | membrane, compound HT-2 was vapor-deposited as a 2nd hole transport material, HT-2 film | membrane with a film thickness of 10 nm was formed into a film, and the 2nd hole transport layer was formed.
Further, a compound BH-C as the first compound and a compound BD-A as the second compound were co-deposited on the HT-2 film. Thereby, a light emitting layer having a thickness of 25 nm was formed. In addition, the density | concentration of the 2nd compound in a light emitting layer was 4 mass%.
And on this light emitting layer, compound EEL was vapor-deposited and the EEL film | membrane with a film thickness of 25 nm was formed into a film, and the barrier layer was formed.
Then, an ET film having a thickness of 10 nm was formed on the EEL film by vapor deposition of the compound ET to form an electron transport layer.
Next, on this ET film, LiF was deposited at a deposition rate of 0.1 angstrom / min to form a 1 nm-thick LiF film to form an electron injecting electrode (cathode).
And metal Al was vapor-deposited on this LiF film | membrane, the metal Al film | membrane with a film thickness of 80 nm was formed into a film, and the metal Al cathode was formed.
A device arrangement of the organic EL device of Example 1 is schematically shown as follows.
ITO (130) / HI (10) / HT-1 (80) / HT-2 (10) / BH-C: BD-A (25, 96%: 4%) / EEL (25) / ET (10) / LiF (1) / Al (80)
The numbers in parentheses indicate the film thickness (unit: nm). Similarly, in the parentheses, the number displayed as a percentage indicates the ratio (mass%) of each material in the light emitting layer.

Example 2
The organic EL device of Example 2 was produced in the same manner as in Example 1 except that Compound BH-C in the light emitting layer of Example 1 was changed to Compound BH-D.
A device arrangement of the organic EL device of Example 2 is schematically shown as follows.
ITO (130) / HI (10) / HT-1 (80) / HT-2 (10) / BH-D: BD-A (25, 96%: 4%) / EEL (25) / ET (10) / LiF (1) / Al (80)

・ Comparative Examples 1-4
The organic EL elements of Comparative Examples 1 to 4 were produced in the same manner as in Example 1 except that the first compound and the second compound in Example 1 were changed to the compounds described in Table 3.
Table 1 shows the first and second compounds of Examples 1-2 and Comparative Examples 1-4.

[Evaluation of compounds]
Next, the physical properties of the compounds used in this example were measured. The measurement method and calculation method are shown below, and the measurement results and calculation results are shown in Table 1 or Table 2.

・ Singlet energy EgS
Singlet energy EgS is measured as follows.
A 10 μmol / L toluene solution of the compound to be measured was prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: emission intensity, horizontal axis: wavelength) of this sample was measured at room temperature (300 K). A single line energy is calculated by drawing a tangent line to the long wavelength falling edge of the absorption spectrum and substituting the wavelength value λ _edge [nm] at the intersection of the tangent line and the horizontal axis into the following conversion formula 1. .
Conversion formula 1: EgS [eV] = 1239.85 / λ _edge
In this example, the absorption spectrum was measured with a spectrophotometer manufactured by Hitachi (device name: U3310).

In addition, the tangent with respect to the fall of the long wavelength side of an absorption spectrum was drawn as follows. When moving on the spectrum curve in the long wavelength direction from the maximum value on the longest wavelength side among the maximum values of the absorption spectrum, the tangent at each point on the curve is considered. This tangent repeats as the curve falls (ie, as the value on the vertical axis decreases), the slope decreases and then increases. The tangent drawn at the point where the slope value takes the minimum value on the long wavelength side (except when the absorbance is 0.1 or less) is taken as the tangent to the fall on the long wavelength side of the absorption spectrum.
In addition, the maximum point whose absorbance value is 0.2 or less was not included in the maximum value on the longest wavelength side.

・ Ionization potential Ip
Measurement was performed using a photoelectron spectrometer (manufactured by Riken Keiki Co., Ltd .: AC-3) in the atmosphere. Specifically, the measurement was performed by irradiating the compound to be measured with light and measuring the amount of electrons generated by charge separation.

-Electron affinity (affinity) Af
Using the measured values of the ionization potential Ip and singlet energy EgS of the compound measured by the method described above, the calculation was performed from the following formula.
Af = Ip-EgS

Measurement of hole mobility μh and electron mobility μe Mobility evaluation was performed using impedance spectroscopy. A single carrier device as described below was fabricated, and a complex modulus was measured by applying a DC voltage on which an alternating voltage of 0.25 mV was applied for the hole mobility μ (h) and 1 mV for the electron mobility μe. When the frequency at which the imaginary part of the modulus is the maximum is f _max (Hz), the response time T (seconds) is calculated as T = 1/2 / π / f _{max and} the electric field strength of the mobility is calculated using this value. Dependency was determined. The single carrier devices used for the measurement of hole mobility μh and electron mobility μe are described below. The electric field strength was 500 (v / cm) ^ 0.5.
Single carrier device used for measurement of hole mobility μh: Al / measurement target compound (150) / ET-1 (5) / LiF (1) / Al
Single carrier device used for measurement of electron mobility μe: ITO / HT-1 (5) / measurement target compound (100) / Al
(Numerical values in parentheses in the device configuration shown here represent film thickness. Unit: nm).

[Evaluation of organic EL elements]
About the produced organic EL element, drive voltage, chromaticity, current efficiency, external quantum efficiency, and lifetime were evaluated. The results are shown in Table 3.

-Drive voltage The voltage (unit: V) when electricity was supplied between ITO and Al so that a current density might be 10 mA / cm < ² > was measured.

CIE1931 chromaticity CIE1931 chromaticity coordinates (x, y) when a voltage was applied to the device so that the current density was 1 mA / cm ² were measured with a spectral radiance meter CS-1000 (manufactured by Konica Minolta).

-Current efficiency and external quantum efficiency The spectral radiance spectrum when a voltage was applied to the device so that the electric density was 10 mA / cm ² was measured with a spectral radiance meter (CS-1000: manufactured by Konica Minolta). The current efficiency L / J (cd / A) was calculated from the obtained spectral radiance spectrum. The external quantum efficiency EQE (unit:%) was calculated from the obtained spectral radiance spectrum on the assumption that Lambertian radiation was performed.

Lifetime A voltage was applied to the device so that the electric density was 50 mA / cm ^2, and the time until the luminance became 90% with respect to the initial luminance (unit: hrs) was measured.

As shown in Table 3, the organic EL element of Comparative Example 4 has high luminous efficiency and long life, but has a high voltage.
In the organic EL elements of Comparative Examples 1 and 2 in which the first compound of Comparative Example 4 was changed, the voltage was lowered, but the luminous efficiency or lifetime was inferior to that of Comparative Example 4.
In the organic EL device of Comparative Example 3 in which the second compound of Comparative Example 4 is changed, the voltage is further higher than that of the organic EL device of Comparative Example 4 although it has a high luminous efficiency and a long lifetime.
On the other hand, the organic EL devices of Example 1 and Example 2 in which the first compound and the second compound of Comparative Example 4 were changed to a combination of the first compound and the second compound according to the present invention were compared. The voltage is low while it has a high luminous efficiency and a long lifetime comparable to or higher than that of the organic EL device of Example 4.
As described above, in the present invention, an organic EL device having a low voltage, a high light emission efficiency, and a long life is realized by a combination of the first compound and the second compound.

  DESCRIPTION OF SYMBOLS 1 ... Organic EL element, 2 ... Substrate, 3 ... Anode, 4 ... Cathode, 5 ... Light emitting layer, 6 ... Hole injection / transport layer, 7 ... Electron injection / transport layer, 10 ... Organic layer

Claims (30)

A cathode,
The anode,
A light emitting layer,
The said light emitting layer contains the 1st compound represented by the following general formula (1), and the 2nd compound represented by the following general formula (2), The organic electroluminescent element characterized by the above-mentioned.
[In the general formula (1),
Any c of R ^{101 to} R ¹¹⁰ is a single bond used for bonding to L ¹ . However, at least one of R ¹⁰⁹ and R ¹¹⁰ is a single bond used for bonding to L ¹ .
R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are each independently a hydrogen atom or a substituent, and R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are substituents. As a substituent,
Halogen atoms,
Hydroxyl group,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ¹⁰⁰ ) ₃ ,
An amino group represented by -N ( ^R111 ) ₂ ,
It is a substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.
R ¹⁰⁰ each independently represents a hydrogen atom or a substituent, and when R ¹⁰⁰ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹¹⁰ may be the same as or different from each other.
R ¹¹¹ is independently a hydrogen atom or a substituent, and when R ¹¹¹ is a substituent,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ¹¹¹ may be the same as or different from each other.
L ¹ is a single bond or a linking group;
As the linking group in L ¹ ,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group,
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
a, b and c each independently represent an integer of 1 to 4;
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. When b is an integer of 2 to 4, a plurality of R ^{101 to} R ^{110 that} are not used for bonding with L ¹ may be the same or different. A plurality of L ¹ and Z ^{1 in} the case where c is an integer of 2 to 4 may be the same or different.
Z ¹ is represented by the following general formula (1a) or (1b).

{In the general formula (1a),
X ^{111 to} X ¹¹⁸ are each independently
A carbon atom bonded to R ¹²⁰ ;
A carbon atom bonded to L ¹ ;
A carbon atom bonded to a structure represented by the following general formula (11a), or a carbon atom bonded to a structure represented by the following general formula (11b);
When joining a structure represented by the following general formula (11a) or the following general formula ^(11b), a set of ^{X 111} and ^{X 112,} a set of ^{X 112} and ^{X 113,} a set of ^{X 113} and ^{X 114,} and ^{X 115} At least one of the group of X ^116, the group of X ¹¹⁶ and X ^{117, and} the group of X ¹¹⁷ and X ¹¹⁸ is bonded to the structure represented by the following general formula (11a) or the following general formula (11b) Carbon atom.
R ¹²⁰ each independently represents a hydrogen atom or a substituent, and the substituent in the case where R ¹²⁰ is a substituent is selected from the group of substituents exemplified when R ^{101 to} R ¹¹⁰ are substituents. Selected
The plurality of R ¹²⁰ may be the same as or different from each other.
X ¹⁰ is an oxygen atom, a sulfur atom, or C (R ¹¹² ) ₂ , and R ¹¹² is independently the same as R ¹⁰⁰ in the general formula (1).
In the general formula (1b),
X ^{119 to} X ¹²⁴ are each independently
A carbon atom bonded to R ¹²¹ ;
A carbon atom bonded to L ¹ , or a carbon atom bonded to a structure represented by the following general formula (11b);
When combined with the structure represented by the following general formula (11b), at least one of the set of X ¹²¹ and X ¹²² , the set of X ¹²² and X ¹²³ , and the set of X ¹²³ and X ¹²⁴ is The carbon atom is bonded to the structure represented by the general formula (11b).
R ¹²¹ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹²¹ may be the same as or different from each other.
X ¹¹ is the same as defined in the ^{X 10.}

(* ₁ and * ₂ in the general formula (11a) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), A bonding site to a carbon atom in a group selected from the group consisting of X ¹¹⁵ and X ^116, the group consisting of X ¹¹⁶ and X ¹¹⁷ , and the group consisting of X ¹¹⁷ and X ¹¹⁸ ;
* ₃ and * ₄ in the general formula (11b) are each independently a set of X ¹¹¹ and X ^112, a set of X ¹¹² and X ^113, a set of X ¹¹³ and X ^{114 in} the general formula (1a), X ¹¹⁵ and X ¹¹⁶ , X ¹¹⁶ and X ¹¹⁷ , and a combination of X ¹¹⁷ and X ¹¹⁸ , or a combination of X ¹²¹ and X ¹²² in the general formula (1b). , X ¹²² and X ¹²³ , and a bonding site with a carbon atom in a group selected from X ¹²³ and X ¹²⁴ .
X ^{131 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11a) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{131 to} X ¹³⁴ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1a), any ^one of X ^{111 to} X ¹¹⁸ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
When the structure represented by the general formula (11b) is bonded to the structure of Z ¹ represented by the general formula (1b), any ^one of X ^{119 to} X ¹²⁴ and X ^{135 to} X ¹³⁸ Is a carbon atom bonded to L ¹ ;
If at least two of X ¹¹¹ to X ¹¹⁴ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
If at least two of X ¹¹⁵ to X ¹¹⁸ is a carbon atom bonded with ^{R 120,} may be bonded to ring system substituents ^{R 120} to each other each other are built,
When both X ¹¹⁹ and X ¹²⁰ are carbon atoms bonded to R ¹²¹ , the substituents R ¹²¹ may be bonded to each other to form a ring structure;
If at least two of X ¹²¹ to X ¹²⁴ is a carbon atom bonded with ^{R 121,} may be bonded to a ring structure together substituents ^{R 121} to each other is built,
If at least two of X ¹³¹ to X ¹³⁴ is a carbon atom bonded with ^{R 130,} may be bonded to ring system substituents ^{R 130} to each other each other are built,
If at least two of X ¹³⁵ to X ¹³⁸ is a carbon atom bonded with ^{R 130,} bonded to ring system substituents ^{R 130} together with each other may be constructed.
R ¹³⁰ is independently synonymous with R ¹²⁰ ,
The plurality of R ¹³⁰ may be the same as or different from each other.
X ¹² is the same as defined in the ^{X 10.} ]}]

(In the general formula (2), X _{21 to} X ₂₄ are each independently a carbon atom bonded to R ₂ or a carbon atom bonded to the structure represented by the general formula (20), provided that And at least one of the group of X ₂₁ and X _22, the group of X ₂₂ and X ₂₃ , and the group of X ₂₃ and X ₂₄ is a carbon atom bonded to the structure represented by the general formula (20). ,
In the general formula (20), _{* 5} and _{* 6} are each _{independently, X 21} and a set of _{X 22,} a set of _{X 22} and _{X 23,} and carbon atoms in a set selected from a set of _{X 23} and _{X 24} The binding site is shown.
R ₂ is each independently a hydrogen atom or a substituent, and when R ₂ is a substituent,
Halogen atoms,
A cyano group,
A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,
A substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms,
A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms,
A substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted alkylthio group having 1 to 20 carbon atoms,
A substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms,
A silyl group represented by -Si (R ₂₁₀ ) ₃ ,
A substituent selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
Several R < ₂ > may mutually be same or different,
R ₂₁₀ is each independently a hydrogen atom or a substituent. When R ₂₁₀ is a substituent, the substituent is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted group. An aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
The plurality of R ₂₁₀ may be the same or different from each other,
Ar ₂₁ , Ar ₂₂ , Ar ₂₃ and Ar ₂₄ are each independently a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ are each independently a single bond or a linking group,
As the linking group for L ₂₁ , L ₂₂ , L ₂₃ and L ₂₄ , each independently,
A substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms,
A substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, or a multiple linking group,
The multiple linking group is selected from the group consisting of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms and a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Two or three groups are bonded, and each group constituting the multiple linking group may be the same or different from each other. When adjacent groups are bonded to form a ring, a ring is formed. And sometimes
Y ₂₁ and Y ₂₂ are each independently CR ₂₀ R ₂₁ , NR ₂₂ , S, O, or SiR ₂₃ R ₂₄ ;
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m1 is 3, and the plurality of R ₂₅ may be the same as or different from each other;
m2 is 3, and the plurality of R ₂₆ may be the same as or different from each other;
R _{20 to} R ₂₆ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{20 to} R ₂₆ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ may be bonded to each other to form a ring structure;
At least two of R ₂₆ are substituents bonded to a 6-membered ring carbon atom, and the substituents R ₂₆ are bonded to each other to form a ring structure. ) The organic electroluminescent device according to claim 1,
The said general formula (1) is represented by either the following general formula (1-1) or the following general formula (1-2). The organic electroluminescent element characterized by the above-mentioned.
(In the general formula (1-1),
One of R ¹⁰⁹ and R ¹¹⁰ is a single bond used for bonding to L ¹ .
R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are each independently a hydrogen atom or a substituent, and R ^{101 to} R ^{110 that} are not used for bonding to L ¹ are substituents. As a substituent, it selects from the group of the substituent quoted when R < ¹⁰¹ > -R < ¹¹⁰ > in the said General formula (1) is a substituent.
L ¹ has the same meaning as L ¹ ,
Z ¹ has the same meaning as Z ¹ ,
a and b each independently represent an integer of 1 to 4.
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. When b is an integer of 2 to 4, a plurality of R ^{101 to} R ^{110 that} are not used for bonding with L ¹ may be the same or different.
In the general formula (1-2),
R ¹⁰¹ to R ¹¹⁰ are the same as ^R 101 ^{to R 110} in formula (1),
L ¹ has the same meaning as L ¹ ,
Z ¹ has the same meaning as Z ¹ ,
a and c each independently represent an integer of 1 to 4;
A plurality of Z ¹ when a is an integer of 2 to 4 may be the same or different. A plurality of L ¹ and Z ^{1 in} the case where c is an integer of 2 to 4 may be the same or different. ) In the organic electroluminescent element according to claim 1 or 2,
Wherein Z ¹ is an organic electroluminescent device characterized by being represented by formula (1a). In the organic electroluminescent element according to claim 3,
The said general formula (1a) is represented by either of the following general formula (101A)-(101C). The organic electroluminescent element characterized by the above-mentioned.
(In the general formula (101A),
X ^{111 to} X ¹¹⁵ and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
However, any one of X ^{111 to} X ¹¹⁵ , X ¹¹⁸ , and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formula (101B),
X ^{111 to} X ¹¹⁴ and X ^{117 to} X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 111 ~X 114, X 117 ~X} 118, X 135 ~X 138, a carbon atom bonded to the ^{L 1.}
In the general formula (101C),
X ^{111 to} X ¹¹⁶ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
However, any one of X ^{111 to} X ¹¹⁶ and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formulas (101A) to (101C),
X ¹⁰ has the same meaning as X ¹⁰ above.
R ¹²⁰ is synonymous with R ¹²⁰ ,
R ¹³⁰ has the same meaning as R ¹³⁰ . ) In the organic electroluminescent element according to claim 3,
The said general formula (1a) is represented by either of the following general formula (102A)-(102F). The organic electroluminescent element characterized by the above-mentioned.
(In the general formulas (102A) and (102B),
X ^{111 to} X ¹¹⁶ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ ;
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
However, any one of X ^{111 to} X ¹¹⁶ and X ^{131 to} X ¹³⁴ is a carbon atom bonded to the L ¹ .
In the general formulas (102C) and (102D),
X ^{111 to} X ¹¹⁴ , X ¹¹⁵ , and X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to L ¹ .
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
However, any one of X ^{111 to} X ¹¹⁴ , X ¹¹⁵ , X ¹¹⁸ , and X ^{135 to} X ¹³⁸ is a carbon atom bonded to the L ¹ .
In the general formulas (102E) and (102F),
X ^{111 to} X ¹¹⁴ and X ^{117 to} X ¹¹⁸ are each independently a carbon atom bonded to R ¹²⁰ or a carbon atom bonded to the L ¹ ,
X ^{131 to} X ¹³⁴ each independently represent a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to the L ¹ ;
^However, one of ^{X 111 ~X 114, X 117 ~X} 118, X 131 ~X 134, a carbon atom bonded to the ^{L 1.}
In the general formulas (102A) to (102F),
X ¹⁰ has the same meaning as X ¹⁰ above.
X ¹² has the same meaning as X ¹² ,
R ¹²⁰ is synonymous with R ¹²⁰ ,
R ¹³⁰ has the same meaning as R ¹³⁰ . ) In the organic electroluminescent element according to any one of claims 1 to 5,
Wherein any one of ^X 111 ^{to X 114,} an organic electroluminescence device which is a carbon atom which is used for binding to the ^{L 1.} In the organic electroluminescent element according to any one of claims 1 to 6,
X ¹¹³ is a carbon atom used for bonding to the L ^1. An organic electroluminescence element, wherein: In the organic electroluminescent element according to claim 3,
The general formula (1a) is not bonded to any of the structure represented by the general formula (11a) and the structure represented by the general formula (11b),
Wherein ^{X 111} or ^{X 112} An organic electroluminescence device which is a carbon atom which is used for binding to the ^{L 1.} In the organic electroluminescent element according to claim 1 or 2,
Wherein Z ¹ is an organic electroluminescent device characterized by being represented by the general formula (1b). The organic electroluminescence device according to claim 9,
The said general formula (1b) is represented by either of the following general formula (103A)-(103C). The organic electroluminescent element characterized by the above-mentioned.

(In the general formula (103A),
X ^{119 to} X ¹²² are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119 ~X 122, X 135 ~X} 138, a carbon atom bonded to the ^{L 1.}
In the general formula (103B),
X ^{119 to} X ¹²¹ and X ¹²⁴ are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ;
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119 ~X 121, X 124,} X 135 ~X 138, a carbon atom bonded to the ^{L 1.}
In the general formula (103C),
X ¹¹⁹ , X ¹²⁰ , X ^{123 to} X ¹²⁴ are each independently a carbon atom bonded to R ¹²¹ or a carbon atom bonded to the L ¹ ,
X ^{135 to} X ¹³⁸ are each independently a carbon atom bonded to R ¹³⁰ or a carbon atom bonded to L ¹ .
^However, one of ^{X 119, X 120, X 123} ~X 124, X 135 ~X 138, a carbon atom bonded to the ^{L 1.}
In the general formulas (103A) to (103C),
X ¹¹ has the same meaning as the ^{X 10,}
R ¹²¹ has the same meaning as R ¹²¹ ,
R ¹³⁰ has the same meaning as R ¹³⁰ . ) The organic electroluminescence device according to claim 9,
The general formula (1b) is not bonded to the structure represented by the general formula (11b),
Wherein ^{X 119} or ^{X 123} An organic electroluminescence device which is a carbon atom which is used for binding to the ^{L 1.} In the organic electroluminescent element according to any one of claims 1 to 11,
A is 1 or 2,
Said b is 1 or 2. The organic electroluminescent element characterized by the above-mentioned. In the organic electroluminescent element according to any one of claims 1 to 12,
R ¹¹⁰ is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms. Luminescence element. In the organic electroluminescent element according to any one of claims 1 to 13,
L ¹ is a single bond or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms. An organic electroluminescence device, wherein: In the organic electroluminescent element according to any one of claims 1 to 14,
The structure represented by the general formula (20) is any one of the structures represented by the following general formula (20A), the following general formula (20B), or the following general formula (20C). Electroluminescence element.

(In the general formulas (20A), (20B), (20C),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m3 is 4, and the plurality of R ₂₇ may be the same as or different from each other;
R ₂₆ and R ₂₇ are each independently a hydrogen atom or a substituent. Examples of the substituent in the case where R ₂₆ and R ₂₇ are a substituent include the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure. ) The organic electroluminescence device according to claim 15,
The structure represented by the general formula (20) is a structure represented by the general formula (20C). The organic electroluminescence device according to claim 15 or 16,
The structure represented by the general formula (20) is a structure represented by the following general formula (20E).

(In the general formula (20E),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
When there are a plurality of Y ₂₂ , they may be the same or different from each other;
m3 is 4, and the plurality of R ₂₇ may be the same as or different from each other;
R ₂₆ and R ₂₇ are each independently a hydrogen atom or a substituent. Examples of the substituent in the case where R ₂₆ and R ₂₇ are a substituent include the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure. ) In the organic electroluminescent element according to any one of claims 1 to 14,
The structure represented by the general formula (20) is a structure represented by the following general formula (20D).

(In the general formula (20D),
* ₅ and * ₆ are respectively synonymous with * ₅ and * ₆ in the general formula (20),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
R ₂₆₁ is a hydrogen atom or a substituent, R ₂₆₂ and R ₂₆₃ are substituents, and when R _{261 to} R ₂₆₃ are substituents, R ₂ is a substituent. Selected from the group of substituents listed in
The substituent R ₂₆₂ and the substituent R ₂₆₃ are bonded to each other to form a ring structure. ) In the organic electroluminescent element according to any one of claims 1 to 18,
The said general formula (2) is represented by the following general formula (2A), The organic electroluminescent element characterized by the above-mentioned.

(In the general formula (2A),
X _{21 to} X ₂₄ are each independently a carbon atom bonded to R ₂ , a carbon atom bonded to the * ₅ , or a carbon atom bonded to the * ₆ , provided that a pair of X ₂₁ and X ₂₂ , At least any one of a pair of X ₂₂ and X _{23 and} a pair of X ₂₃ and X ₂₄ is bonded to * ₅ and * ₆ ;
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
R _{251 to} R ₂₅₃ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{251 to} R ₂₅₃ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When R ₂₅₂ and R ₂₅₃ is a substituent on the carbon atom at 6-membered ring, substituents R ₂₅₂ and the substituents R ₂₅₃ of the two carbon atoms may be bonded to the ring structure is built together . ) In the organic electroluminescent element according to claim 1,
Said 2nd compound is represented by following General formula (27), The organic electroluminescent element characterized by the above-mentioned.

(In the general formula (27),
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
m1 is 3, R ₂₅ is bonded to a 6-membered ring carbon atom, and a plurality of R ₂₅ may be the same as or different from each other;
m3 is 4, R ₂₇ is bonded to a 6-membered ring carbon atom, and a plurality of R ₂₇ may be the same or different from each other;
R _{25 to} R ₂₇ are each independently a hydrogen atom or a substituent, and the substituents in the case where R _{25 to} R ₂₇ are substituents are the substituents exemplified when R ₂ is a substituent. Selected from the group of
When at least two of R ₂₅ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₅ of the two carbon atoms may be bonded to each other to form a ring structure,
When R ₂₁₁ and R ₂₁₂ are substituents, R ₂₁₁ and R ₂₁₂ may be bonded to each other to form a ring structure;
When at least two of R ₂₇ are substituents bonded to a 6-membered ring carbon atom, the substituents R ₂₇ of the two carbon atoms may be bonded to each other to form a ring structure. ) In the organic electroluminescent element according to claim 1,
Said 2nd compound is represented by following General formula (28), The organic electroluminescent element characterized by the above-mentioned.

(In the general formula (28),
_{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} each independently have the same meaning as _{Y 21, Ar 21, Ar 22} , L 21 and _{L 22} in the general formula (2),
_{Y 22, Ar 23, Ar 24} , L 23 and _{L 24} each independently have the same meaning as the _Y 22 in the general formula _{(20), Ar 23, Ar} 24, L 23 and _{L 24,}
R _{251 to} R ₂₅₃ , R ₂₆₁ , R _{271 to} R ₂₇₄ are each independently a hydrogen atom or a substituent, and substitution when R _{251 to} R ₂₅₃ , R ₂₆₁ , R _{271 to} R ₂₇₄ are substituents The group is selected from the group of substituents listed when R ₂ is a substituent,
When R ₂₅₂ and R ₂₅₃ are substituents, the substituent R ₂₅₂ and the substituent R ₂₅₃ may be bonded to each other to form a ring structure;
When at least two of R _{271 to} R ₂₇₅ are substituents, the substituents may be bonded to each other to form a ring structure. ) In the organic electroluminescent element according to any one of claims 1 to 21,
When Y ₂₁ and Y ₂₂ are each independently CR ₂₀ R ₂₁ , R ₂₀ and R ₂₁ are each independently a hydrogen atom or a substituent, and R ₂₀ and R ₂₁ are substituents The organic electroluminescent device is selected from the group of substituents exemplified when R ₂ is a substituent. The organic electroluminescence device according to claim 22,
R ₂₀ and R ₂₁ are each independently
An organic electroluminescence device, which is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms. In the organic electroluminescent element according to any one of claims 1 to 23,
The aromatic hydrocarbon group having 6 to 30 ring carbon atoms in Ar _{21 to} Ar ₂₄ is phenyl group, biphenyl group, terphenyl group, naphthyl group, anthryl group, phenanthryl group, fluorenyl group, pyrenyl group, chrysenyl group, Fluoranthenyl group, benzo [a] anthryl group, benzo [c] phenanthryl group, triphenylenyl group, benzo [k] fluoranthenyl group, benzo [g] chrysenyl group, benzo [b] triphenylenyl group, picenyl group, and perylenyl An organic electroluminescence device, which is an aromatic hydrocarbon group selected from the group consisting of groups. In the organic electroluminescent element according to any one of claims 1 to 24,
The aromatic hydrocarbon group having 6 to 30 ring carbon atoms in Ar _{21 to} Ar ₂₄ is an aromatic selected from the group consisting of a phenyl group, a biphenyl group, a naphthyl group, a phenanthryl group, a terphenyl group, and a fluorenyl group. An organic electroluminescence device characterized by being a hydrocarbon group. In the organic electroluminescent element according to any one of claims 1 to 25,
L _{21 to} L ₂₄ are each independently a single bond or a linking group,
As the linking group for L _{21 to} L ₂₄ , each independently represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms. An organic electroluminescence element characterized by being a group. In the organic electroluminescent element according to any one of claims 1 to 26,
Wherein _L 21 _{~L 24} is an organic electroluminescence element which is a single bond. In the organic electroluminescent element according to any one of claims 1 to 27,
An organic electroluminescence device comprising an electron transport layer between the light emitting layer and the cathode. The organic electroluminescence device according to any one of claims 1 to 28,
An organic electroluminescence device comprising a hole transport layer between the light emitting layer and the anode.   The electronic device provided with the organic electroluminescent element as described in any one of Claim 1-29.