KR20110088397A - Organic electroluminescence element - Google Patents

Abstract

PURPOSE: An organic electro filed light emitting device is provided to obtain high heat resistance and excellent durability to temperature change. CONSTITUTION: Light emitting material doped layers(5a,5b) include a light emitting material and a host material which consists of a styryl amine compound. A light emitting layer(10) has a light emitting material non-doped layer(6) which consists of the host material. A host material layer(4) is adjacent to one or more sides of the light emitting layer and includes the host material which consists of the same host material included in the light-emitting layer. The styryl amine compound is a blue light emitting material and is included in the light emitting material doped layer with over 1 mass% to below 20 mass%.

Description

Organic electroluminescent element {ORGANIC ELECTROLUMINESCENCE ELEMENT}

The present invention relates to an organic electroluminescent device which converts electrical energy into light and emits light.

Durability is examined as a countermeasure for practical use of the light emitting display device which has an organic electroluminescent element. In particular, organic electroluminescent devices are subject to use in high-temperature environments such as automobiles, indoors, summers, and tropical regions, which are susceptible to deterioration due to heat and tend to rise in temperature, and improvement of thermal durability is desired.

Among organic electroluminescent devices, blue light emitting devices that exhibit blue coloration have been proposed to use a styrylamine compound having low thermal durability and good thermal durability as a blue light emitting material (Japanese Patent Laid-Open No. 2007-227152). , Japanese Patent Application Laid-Open No. 2003-272857, Japanese Patent Application Laid-Open No. 2006-273737, Japanese Patent Application Laid-Open No. 2005-203364, and International Publication No. 2005-117499. However, even in these proposals, there is a problem that sufficient thermal durability for practical use is not obtained.

As a technique for improving the durability, an organic electroluminescent device is proposed in which a host material layer made of a host material used for the light emitting layer is disposed adjacent to the light emitting layer (Japanese Patent Laid-Open Nos. 2007-42875 and 2004-311231). Reference).

According to these proposals, although the durability of an element can be improved to some extent, it does not describe that heat resistance improves, but there exists a problem that it is difficult to apply to organic electroluminescent elements for the purpose of improving heat resistance.

In addition, it is proposed to form a light emitting layer from two or more dope portions containing a luminescent dopant and a non-doped portion containing no luminescent dopants for the purpose of obtaining a high brightness element by suppressing concentration quenching in the light emitting layer (Japanese Patent Laid-Open No. 2009). -37981 publication). However, the improvement of heat resistance is not described, and there exists a problem that it is difficult to apply to organic electroluminescent element for the purpose of improving heat resistance.

An object of the present invention is to provide an organic electroluminescent device having high heat resistance and excellent durability against temperature change.

As a result of earnestly examining this inventor in order to solve the said subject, the following knowledge was acquired. In other words, a styrylamine compound is used as the light emitting material, and a light emitting layer including the same is formed of a light emitting material dope layer and a light emitting material undoped layer, and a host material layer made of the same host material as the host material included in the light emitting layer. When placed adjacent to the light emitting layer, the synergistic effect of the blue light emitting device, which has insufficient thermal durability, can drastically improve the durability and resistance to temperature change under a high temperature environment, thereby providing remarkably excellent heat resistance. Was found.

This invention is based on the said knowledge by the present inventors, As a means for solving the said subject, it is as follows. In other words,

A light emitting layer having a light emitting material dope layer comprising a light emitting material and a host material made of a <1> styrylamine compound, a light emitting layer having a light emitting material undoped layer made of the host material,

An organic electroluminescent device comprising a host material layer adjacent to at least one surface of the light emitting layer and made of the same host material as the host material included in the light emitting layer,

The said styrylamine compound is a blue light emitting material, and is 1 mass% or more and less than 20 mass% in the said light emitting material dope layer, It is an organic electroluminescent element characterized by the above-mentioned.

<2> In <1>, a light emitting layer is an organic electroluminescent element which has one light emitting material undoped layer between two light emitting material dope layers which consist of a 1st light emitting material dope layer and a 2nd light emitting material dope layer.

<3> The light emitting layer is a light emitting layer comprising three light emitting material dope layers comprising a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, a first light emitting material undoped layer, and a first light emitting material dope layer. It has a 2 light emitting material undoped layer which consists of 2 light emitting material undoped layers, The said 1st light emitting material undoped layer is arrange | positioned between the said 1st light emitting material dope layer and the said 2nd light emitting material dope layer, and the said 2nd An organic electroluminescent device in which the second light emitting material undoped layer is disposed between a light emitting material dope layer and the third light emitting material dope layer.

<4> The host material layer is an organic electroluminescent element according to any one of <1> to <3>, which is disposed adjacent to each surface of one surface and the other surface of the light emitting layer.

<5> The styrylamine compound in any one of <1>-<4> is an organic electroluminescent element which is a compound represented by following General formula (1).

[In the general formula (1), Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ each represent one of a hydrogen atom and an aryl group, and the aryl group may be linear or branched, or an alkyl group, a substitution or At least one of an unsubstituted aryl group and an amino group may be substituted, and Ar ₄ represents a substituted or unsubstituted arylene group.]

<6> The host material is an organic electroluminescent device according to any one of <1> to <5>, which is at least one of an anthracene compound, a pyrene compound, and a chrysene compound.

<7> The styrylamine compound contained in at least one light emitting material dope layer among at least two light emitting material dope layers, and a host material in any one of <2>-<6> are following (1)-(3) ) Is an organic electroluminescent device.

(1) The styrylamine compound is a compound represented by the following structural formula (Dopant-1), and the host material is a compound represented by the following structural formula (Host-1).

(2) The styrylamine compound is a compound represented by the following structural formula (Dopant-3), and the host material is a compound represented by the following structural formula (Host-2).

(3) The styrylamine compound is a compound represented by the following structural formula (Dopant-5), and the host material is a compound represented by the following structural formula (Host-3).

<8> any one of two and three light emitting material dope layers comprising a light emitting material and a host material made of a styrylamine compound, and one made of the host material and disposed between the light emitting material dope layers, and A light emitting layer having any one of two light emitting material undoped layers,

A host material layer adjacent to at least one surface of the light emitting layer and made of the same host material as the host material included in the light emitting layer,

The styrylamine compound is an organic electroluminescent device, characterized in that the blue light emitting material.

<9> In <8>, a light emitting layer is an organic electroluminescent element which has one light emitting material undoped layer between two light emitting material dope layers which consist of a 1st light emitting material dope layer and a 2nd light emitting material dope layer.

<10> The light emitting layer is a light emitting layer comprising three light emitting material dope layers comprising a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, a first light emitting material undoped layer, and a first light emitting material dope layer. It has a 2 light emitting material undoped layer which consists of 2 light emitting material undoped layers, The said 1st light emitting material undoped layer is arrange | positioned between the said 1st light emitting material dope layer and the said 2nd light emitting material dope layer, and the said 2nd An organic electroluminescent device in which the second light emitting material undoped layer is disposed between a light emitting material dope layer and the third light emitting material dope layer.

<11> In any one of <8>-<10>, a host material layer is an organic electroluminescent element arrange | positioned adjacent each surface of one side and the other side of a light emitting layer.

<12> The styrylamine compound in any one of <8>-<11> is an organic electroluminescent element which is a compound represented by following General formula (1).

[In the general formula (1), Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ each represent one of a hydrogen atom and an aryl group, and the aryl group may be linear or branched, or an alkyl group, a substitution or At least one of an unsubstituted aryl group and an amino group may be substituted, and Ar ₄ represents a substituted or unsubstituted arylene group.]

<13> The host material is an organic electroluminescent device according to any one of <8> to <12>, which is at least one of an anthracene compound, a pyrene compound, and a chrysene compound.

<14> The styrylamine compound contained in at least one light emitting material dope layer among at least two light emitting material dope layers, and a host material in any one of <8>-<13> are following (1)-(3) ) Is an organic electroluminescent device.

(1) The styrylamine compound is a compound represented by the following structural formula (Dopant-1), and the host material is a compound represented by the following structural formula (Host-1).

(2) The styrylamine compound is a compound represented by the following structural formula (Dopant-3), and the host material is a compound represented by the following structural formula (Host-2).

(3) The styrylamine compound is a compound represented by the following structural formula (Dopant-5), and the host material is a compound represented by the following structural formula (Host-3).

ADVANTAGE OF THE INVENTION According to this invention, the said various problem in the past can be solved, the said objective can be achieved, the organic electroluminescent element which has high heat resistance and excellent durability with respect to temperature change can be provided.

1 is a schematic cross-sectional view of an organic electroluminescent element according to a first embodiment.
2 is a schematic cross-sectional view of an organic electroluminescent element according to a second embodiment.
3 is a schematic cross-sectional view of an organic electroluminescent element according to a third embodiment.
4 is a schematic cross-sectional view of an organic electroluminescent element according to a fourth embodiment.
5 is a schematic cross-sectional view of an organic electroluminescent element according to a fifth embodiment.
6 is a schematic cross-sectional view of an organic electroluminescent element according to a sixth embodiment.

(Organic EL device)

The organic electroluminescent device of the present invention comprises a light emitting layer and a host material layer, and includes other structures as necessary.

<Light Emitting Layer>

The light emitting layer has a light emitting material dope layer and a light emitting material undoped layer.

In the configuration of such a light emitting layer, when a voltage is applied between the anode and the cathode, charge is injected into the light emitting layer. Then, holes and electrons recombine to generate excitation energy, and the excitation energy moves to the light emitting material to obtain light emission.

Recombination of the charge also occurs in each of the light emitting material dope layer and the light emitting material undoped layer. The excitons of the light emitting material dope layer as well as the excitons of the light emitting material dope layer energy transfer to the light emitting material of the light emitting material dope layer to contribute to light emission.

Although there is no restriction | limiting in particular as whole thickness of the said light emitting layer, 10 nm-100 nm are preferable, 20 nm-60 nm are more preferable, 30 nm-40 nm are especially preferable.

If the thickness is less than 10 nm, the luminous efficiency may decrease or the element may be easily leaked. If the thickness exceeds 100 nm, the luminous efficiency may decrease, the driving voltage may increase, and the chromaticity change due to driving may increase.

Light-emitting material dope layer

The light emitting material dope layer comprises a light emitting material made of a styrylamine compound and a host material.

There is no restriction | limiting in particular as number of layers of the said light emitting material dope layer, According to the objective, it can select suitably, For example, two layers or three layers may be sufficient.

Although there is no restriction | limiting in particular as content of the said luminescent material in one light emitting material dope layer, 1 mass%-30 mass% are preferable, 1 mass%-20 mass% are more preferable, 3 mass%-20 mass% Is more preferable, and 5 mass%-10 mass% are especially preferable.

When the said content is less than 1 mass%, luminous efficiency may fall, and when it exceeds 30 mass%, drive durability may fall.

Moreover, although it may be same or different as said content rate in a some light emitting material dope layer, the same thing is preferable.

As a specific thickness of the said light emitting material dope layer, 1 nm-100 nm are preferable, 3 nm-60 nm are more preferable, 5 nm-30 nm are especially preferable.

When the said thickness is less than 1 nm, the fall of luminous efficiency and drive durability may be brought about, and when it exceeds 100 nm, the drive voltage may rise.

In particular, in view of the thickness of each of the light emitting material dope layers in the case where the light emitting layer has one light emitting material undoped layer between two light emitting material dope layers comprising the first light emitting material dope layer and the second light emitting material dope layer. 5 nm-15 nm are preferable. In this case, although the thickness of each said light emitting material dope layer may be different, respectively, it is preferable that each has the same thickness from a viewpoint of heat resistance improvement.

In addition, the light emitting layer includes three light emitting material dope layers including a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, and a first light emitting material undoped layer and a second light emitting material undoped layer. It has two light emitting material undoped layer, The said 1st light emitting material dope layer is arrange | positioned between the said 1st light emitting material dope layer and the said 2nd light emitting material dope layer, The said 2nd light emitting material dope layer and the said As thickness of each said light emitting material dope layer in the case where the said 2nd light emitting material dope layer is arrange | positioned between 3rd light emitting material dope layer, 5 nm-10 nm are preferable from the said viewpoint. In this case, although the thickness of each said light emitting material dope layer may be different, respectively, it is preferable that each has the same thickness from a viewpoint of heat resistance improvement.

--Luminescent material--

The luminescent material is not particularly limited as long as it is a styrylamine compound. For example, styrylamine compounds such as styrylamine and amine-substituted styryl compounds are preferable, and for example, the compound represented by the following general formula (1) desirable. These styrylamine compounds exhibit blue fluorescence.

However, in General Formula (1), Ar ₁ to Ar ₃ , Ar _5, and Ar ₆ each represent any one of a hydrogen atom and an aryl group, and the aryl group may be linear or branched alkyl group, substituted or unsubstituted aryl. It may be substituted by at least any one of a group and an amino group, and Ar <_4> represents a substituted or unsubstituted arylene group.

Regarding the Ar ₁ to Ar ₃ , Ar ₅ and Ar ₆ , examples of the aryl group include a phenyl group, a naphthyl group and an anthranyl group. Moreover, a methyl group, an ethyl group, a propyl group, a butyl group, iso-propyl group, tert- butyl group etc. are mentioned as said alkyl group which may be linear or branched. The amino group may be further substituted with the aryl group.

Regarding the Ar ₄ , examples of the substituted or unsubstituted arylene group include a substituted or unsubstituted phenylene group, a naphthalene group, and an anthracenylene group.

Below, an example of the preferable compound of a styrylamine compound is shown. The light emitting material of each layer used in the at least two light emitting material dope layers may be the same or different.

Host material

There is no restriction | limiting in particular as said host material, According to the objective, it can select suitably, For example, anthracene compound, a pyrene compound, a chrysene compound, these compounds which have an asymmetric structure, etc. are mentioned. Especially, an anthracene compound, especially an anthracene type compound which has an asymmetric structure is preferable.

The specific example of the host material used preferably below is shown.

In the light emitting layer, it is preferable that the styrylamine compound and the host material included in at least one light emitting material dope layer are any one of the following (1) to (3), and the styrylamine compounds of all the light emitting material dope layers. It is more preferable that the host material is any one of the following (1) to (3).

That is, (1) The styrylamine compound is a compound represented by the following structural formula (Dopant-1), and the host material is a compound represented by the following structural formula (Host-1).

(2) The styrylamine compound is a compound represented by the following structural formula (Dopant-3), and the host material is a compound represented by the following structural formula (Host-2).

(3) The styrylamine compound is a compound represented by the following structural formula (Dopant-5), and the host material is a compound represented by the following structural formula (Host-3).

Light-emitting material non-doped layer

The light emitting material undoped layer is made of the same host material as the host material in the light emitting material dope layer, and at least one light emitting material undoped layer is disposed between the two light emitting material dope layers.

Although there is no restriction | limiting in particular as thickness of the said light emitting material undoped layer, It is preferable that it is thicker than the thickness of the said light emitting material dope layer. In this case, even when the light emitting material concentration of the light emitting material dope layer is made high, the effect of diluting the light emitting material concentration as the whole light emitting layer is high, and concentration quenching can be effectively prevented.

As a specific thickness of the said light emitting material undoped layer, 1 nm-50 nm are preferable, 5 nm-30 nm are more preferable, 10 nm-20 nm are especially preferable.

When the said thickness is less than 1 nm, the synergistic effect regarding driving durability and heat resistance may not be obtained, and when it exceeds 50 nm, the synergistic effect regarding driving durability and heat resistance may not be obtained.

In particular, in view of the thickness of the light emitting material undoped layer in the case where the light emitting layer has one light emitting material undoped layer between two light emitting material dope layers comprising the first light emitting material dope layer and the second light emitting material dope layer. 15 nm-20 nm are preferable.

In addition, the light emitting layer includes three light emitting material dope layers including a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, and a first light emitting material undoped layer and a second light emitting material undoped layer. It has two light emitting material undoped layer, The said 1st light emitting material dope layer is arrange | positioned between the said 1st light emitting material dope layer and the said 2nd light emitting material dope layer, The said 2nd light emitting material dope layer and the said As thickness of each said light emitting material dope dope layer in the case where the said 2nd light emitting material dope layer is arrange | positioned between 3rd light emitting material dope layer, 5 nm-15 nm are preferable from the said viewpoint. In this case, although the thickness of each said light emitting material undoped layer may be different, respectively, it is preferable that each has the same thickness from a viewpoint of heat resistance improvement.

Host material layer

The host material layer is adjacent to either side of the light emitting layer and is made of the same host material as the host material included in the light emitting layer.

The host material is not limited as long as it is a host material contained in the adjacent light emitting layer, and examples thereof include a host material used for the blue light emitting layer.

Although there is no restriction | limiting in particular as thickness of the said host material layer, 1 nm-15 nm are preferable, 3 nm-12 nm are more preferable, 5 nm-10 nm are especially preferable.

When the said thickness is less than 1 nm, the synergistic effect regarding driving durability and heat resistance may not be acquired, and when it exceeds 15 nm, a raise of a drive voltage and a luminous efficiency may fall.

As said host material layer, it is preferable to arrange | position adjacent to each surface of one surface and the other surface of the said light emitting layer.

In this case, although it is not certain, the deterioration of the material due to the reaction of the light emitting material and the carrier transporting material of the layer adjacent to the light emitting layer is considered as one of the factors of deterioration of the driving element, and the effect is considerably greater at high temperatures. do.

Therefore, it is thought that this reaction is promoted by diffusing the light emitting material to the adjacent layer during driving or by diffusing the material of the adjacent layer into the light emitting layer, and forming the host material layer on both sides of the light emitting layer and the hole transport layer by the diffusion of the material. The above-mentioned constitution in which mixing of the respective materials between the light emitting layer and the electron transporting layer and the light emitting layer can be prevented and the host material layers are formed on both surfaces of the light emitting layer from the viewpoint of device durability and heat resistance is preferable.

<Other configurations>

The structure of the organic electroluminescent element provided with the said light emitting layer and the said host material layer is demonstrated.

The organic electroluminescent device has an organic compound layer including at least the light emitting layer between a pair of electrodes (anode and cathode), a hole transport layer between the anode and the light emitting layer, and an electron transport layer between the cathode and the light emitting layer.

As a structure of the said organic compound layer, the form laminated | stacked in the order of the said hole transport layer, the said light emitting layer, and the said electron carrying layer from the said anode side is mentioned.

The hole injection layer may be formed between the anode and the hole transport layer, and an electron injection layer may be similarly formed between the cathode and the electron transport layer.

An organic electroluminescent element can be set as the following structures.

(1) anode / host material layer / light emitting layer / cathode

(2) anode / light emitting layer / host material layer / cathode

(3) anode / host material layer / light emitting layer / host material layer / cathode

(4) anode / hole transport layer / host material layer / light emitting layer / cathode

(5) anode / hole transport layer / light emitting layer / host material layer / cathode

(6) anode / hole transport layer / host material layer / light emitting layer / host material layer / cathode

(7) anode / host material layer / light emitting layer / electron transport layer / cathode

(8) anode / light emitting layer / host material layer / electron transport layer / cathode

(9) anode / host material layer / light emitting layer / host material layer / electron transport layer / cathode

(10) Anode / hole injection layer / hole transport layer / host material layer / light emitting layer / electron transport layer / cathode

(11) Anode / hole injection layer / hole transport layer / light emitting layer / host material layer / electron transport layer / cathode

(12) Anode / hole injection layer / hole transport layer / host material layer / light emitting layer / host material layer / electron transport layer / cathode

(13) Anode / hole transport layer / host material layer / light emitting layer / electron transport layer / electron injection layer / cathode

(14) anode / hole transport layer / light emitting layer / host material layer / electron transport layer / electron injection layer / cathode

(15) Anode / hole transport layer / host material layer / light emitting layer / host material layer / electron transport layer / electron injection layer / cathode

(16) Anode / hole injection layer / hole transport layer / host material layer / light emitting layer / electron transport layer / electron injection layer / cathode

(17) Anode / hole injection layer / hole transport layer / light emitting layer / host material layer / electron transport layer / electron injection layer / cathode

(18) anode / hole injection layer / hole transport layer / host material layer / light emitting layer / host material layer / electron transport layer / electron injection layer / cathode

The organic electroluminescent device of the present invention is also characterized in that the light emitting layer has at least two light emitting material dope layers and at least one light emitting material undoped layer disposed between the light emitting material dope layers in the above constitution. have.

Hereinafter, the form is demonstrated using drawing.

1 is a schematic cross-sectional view showing the layer structure of the organic electroluminescent element 100 according to the first embodiment. The organic electroluminescent device 100 includes a hole injection layer 2, a hole transport layer 3, a host material layer 4, a first light emitting material dope layer 5a, and a light emitting material non-doped layer from the anode 1 side. (6), the second light emitting material dope layer 5b, the electron transport layer 7, the electron injection layer 8, and the cathode 9 in that order.

2 is a schematic sectional drawing which shows the laminated constitution of the organic electroluminescent element 200 which concerns on 2nd Embodiment. The organic electroluminescent device 200 has a hole injection layer 2, a hole transport layer 3, a first light emitting material dope layer 5a, a light emitting material non-doped layer 6, and a second light emission from the anode 1 side. The material dope layer 5b, the host material layer 4, the electron transport layer 7, the electron injection layer 8, and the cathode 9 are formed in order.

3 is a schematic sectional drawing which shows the laminated constitution of the organic electroluminescent element 300 which concerns on 3rd Embodiment. The organic EL device 300 includes a hole injection layer 2, a hole transport layer 3, a first host material layer 4a, a first light emitting material dope layer 5a, and a light emitting material ratio from the anode 1 side. The dope layer 6, the 2nd light emitting material dope layer 5b, the 2nd host material layer 4b, the electron carrying layer 7, the electron injection layer 8, and the cathode 9 are comprised in order.

4 is a schematic sectional drawing which shows the laminated constitution of the organic electroluminescent element 400 which concerns on 4th Embodiment. The organic EL device 400 includes a hole injection layer 2, a hole transport layer 3, a host material layer 4, a first light emitting material dope layer 5a, and a first light emitting material ratio from the anode 1 side. The dope layer 6a, the 2nd light emitting material dope layer 5b, the 2nd light emitting material undoped layer 6b, the 3rd light emitting material dope layer 5c, the electron carrying layer 7, the electron injection layer 8, It consists of the cathode 9 in order.

5 is a schematic sectional drawing which shows the laminated constitution of the organic electroluminescent element 500 which concerns on 5th Embodiment. The organic electroluminescent device 500 includes a hole injection layer 2, a hole transport layer 3, a first light emitting material dope layer 5a, a first light emitting material undoped layer 6a, 2 luminescent material dope layer 5b, 2nd luminescent material dope layer 6b, 3rd luminescent material dope layer 5c, host material layer 4, electron transport layer 7, electron injection layer 8, It consists of the cathode 9 in order.

6 is a schematic sectional drawing which shows the laminated constitution of the organic electroluminescent element 600 which concerns on 6th Embodiment. The organic EL device 600 includes a hole injection layer 2, a hole transport layer 3, a first host material layer 4a, a first light emitting material dope layer 5a, and a first light emission from the anode 1 side. Material undoped layer 6a, second luminescent material dope layer 5b, second luminescent material dope layer 6b, third luminescent material dope layer 5c, second host material layer 4b, electron transport layer (7), the electron injection layer 8, and the cathode 9 in that order.

In addition, in these figures, the code | symbol 10 and 10 'represent a light emitting layer.

The organic layers such as the light emitting layer, the host material layer, the hole transport layer, the hole injection layer, the electron transport layer, and the electron injection layer are preferably any of vapor deposition, sputtering, transfer, printing, coating, inkjet, and spray methods. Can be formed.

Hereinafter, other configurations other than the above-described light emitting layer and the host material layer will be described.

-anode-

As said anode, what is necessary is just to have a function as an electrode which supplies a hole to the said organic compound layer, The shape, structure, size, etc. do not have a restriction | limiting in particular, According to the use and the objective of a light emitting element, it can select suitably from well-known electrode materials.

As a material of the said anode, a metal, an alloy, a metal oxide, a conductive compound, or a mixture thereof is preferable, for example, The material whose work function is 4.0 eV or more is preferable. Specific examples of the positive electrode material include conductive metal oxides such as tin oxide (ATO, FTO) doped with antimony or fluorine, tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO), zinc indium oxide (IZO), gold, Metals such as silver chromium and nickel, and mixtures or laminates of these metals with conductive metal oxides, inorganic conductive materials such as copper iodide and copper sulfide, organic conductive materials such as polyaniline, polythiophene and polypyrrole, and these and ITO And laminates thereof. Among them, conductive metal oxides are preferable, and ITO is particularly preferable in terms of productivity, high conductivity, transparency, and the like.

As the method for forming the anode, for example, a material forming the anode from a wet method such as a printing method, a coating method, a physical method such as a vacuum deposition method, a sputtering method, an ion plating method, or a chemical method such as CVD or plasma CVD method, etc. It can be formed according to a method selected appropriately in consideration of the aptitude of the. For example, when ITO is selected as the material of the anode, the formation of the anode can be performed by a direct current or a high frequency sputtering method, a vacuum deposition method, an ion plating method, or the like.

In addition, as a patterning method at the time of forming the said anode, it may be performed by chemical etching by photolithography etc., may be performed by physical etching by a laser etc., and may vacuum-deposit, sputter | stack, etc. by overlapping a mask, and lift You may perform it by the off method or the printing method.

As thickness of the said anode, 10 nm-50 micrometers are preferable, and 50 nm-20 micrometers are more preferable.

Moreover, as a resistance value of the said positive electrode, 10 <^3> ohm / square or less is preferable and 10 <^2> ohm / square or less is more preferable. When the anode is transparent, it may be colorless transparent or colored transparent. In order to take out light emission from the transparent anode side, as the transmittance | permeability, 60% or more is preferable and 70% or more is more preferable.

In addition, about the transparent anode, detailed description is published by Sawada Yutaka supervision "new development of a transparent electrode film" by MC publication (1999), and the matter described here is applicable to this invention. When using a plastic substrate with low heat resistance, the transparent anode formed into a film at low temperature below 150 degreeC using ITO or IZO is preferable.

-cathode-

As said cathode, what is necessary is just to have a function as an electrode which injects an electron into an organic compound layer normally, and there is no restriction | limiting in particular about the shape, structure, size, etc., According to the use and the objective of a light emitting element, it can select suitably from well-known electrode materials.

As a material which comprises the said negative electrode, a metal, an alloy, a metal oxide, an electrically conductive compound, a mixture thereof, etc. are mentioned, for example, It is preferable that a work function is 4.5 eV or less. Specific examples include alkali metals (e.g., Li, Na, K, Cs, etc.), alkaline earth metals (e.g., Mg, Ca, etc.), gold, silver lead, aluminum, sodium-potassium alloys, lithium-aluminum alloys, And rare earth metals such as magnesium-silver alloy, indium and ytterbium. Although these may be used individually by 1 type, from a viewpoint of making stability and electron injection property compatible, 2 or more types can be used together suitably.

Among these, as a material which comprises a cathode, an alkali metal or an alkaline earth metal is preferable at the point of electron injection property, and the material mainly containing aluminum is preferable at the point which is excellent in storage stability.

The material mainly composed of aluminum refers to aluminum alone, aluminum and alloys of 0.01% by mass to 10% by mass of alkali metals or alkaline earth metals or mixtures thereof (for example, lithium-aluminum alloys, magnesium-aluminum alloys, etc.). .

There is no restriction | limiting in particular as a formation method of the said cathode, It can carry out according to a well-known method. For example, the aptitude of the material constituting the above-described cathode is considered among wet methods such as printing methods and coating methods, physical methods such as vacuum deposition method, sputtering method and ion plating method, and chemical methods such as CVD and plasma CVD method. Can be formed according to a method selected appropriately. For example, when a metal or the like is selected as the material of the cathode, one or two or more thereof can be performed by the simultaneous or sequential sputtering method or the like.

As a patterning method in forming a cathode, it may be performed by chemical etching by photolithography etc., may be performed by physical etching by a laser etc., may be performed by carrying out a vacuum deposition, a sputter | spatter, etc. by overlapping a mask, You may do it by the printing method.

As thickness of the said cathode, 10 nm-5 micrometers are preferable, and 50 nm-1 micrometer are more preferable.

In addition, the cathode may be transparent or opaque. The transparent cathode can be formed by thinly forming a material of the cathode with a thickness of 1 nm to 10 nm, and laminating transparent conductive materials such as ITO and IZO.

Hole injection layer, hole transport layer

The hole injection layer and the hole transport layer are layers having a function of receiving holes from the anode or the anode side and transporting the holes to the cathode side.

There is no restriction | limiting in particular as a formation material of the said hole injection layer and the hole transport layer, For example, a pyrrole derivative, a carbazole derivative, a pyrazole derivative, a triazole derivative, an oxazole derivative, an oxadiazole derivative, an imidazole derivative, a polyaryl alkane Derivatives, pyrazoline derivatives, parazolone derivatives, phenylenediamine derivatives, arylamine derivatives, amino substituted chalcone derivatives, styrylanthracene derivatives, fluorenone derivatives, hydrazone derivatives, stilbene derivatives, thiophene derivatives, silazane derivatives, aromatic Tertiary amine compounds, styrylamine compounds, aromatic dimethylidine compounds, porphyrin compounds, phthalocyanine compounds, organosilane derivatives and carbon are preferable.

Among them, pyrrole derivatives, carbazole derivatives, phenylenediamine derivatives, arylamine derivatives, thiophene derivatives and phthalocyanine compounds are preferred, carbazole derivatives, arylamine derivatives, thiophene derivatives and phthalocyanine compounds are more preferred. As the injection layer material, arylamine derivatives, thiophene derivatives and phthalocyanine compounds are particularly preferable, and carbazole derivatives and arylamine derivatives are particularly preferable as the hole transport layer material.

Although there is no restriction | limiting in particular as thickness of the said hole injection layer and the said hole transport layer, 1 nm-5 micrometers are preferable respectively, 5 nm-1 micrometer are more preferable from a viewpoint of a drive voltage fall, light emission efficiency improvement, and durability improvement, 10 Particularly preferred is nm to 500 nm.

In addition, the hole injection layer and the hole transport layer may reduce the driving voltage by chemical doping or the like.

The hole injection layer and the hole transport layer may be a single layer structure composed of one or two or more kinds of the forming material, or may be a multilayer structure composed of a plurality of layers having the same composition or different compositions.

Electron injection layer, electron transport layer

The electron injection layer and the electron transport layer are layers having any one of a function of injecting electrons from a cathode, a function of transporting electrons, and a function of barriering holes that can be injected from the anode.

There is no restriction | limiting in particular as a formation material of the said electron injection layer and the said electron carrying layer, For example, pyridine, pyrimidine, triazine, imidazole, triazole, oxazole, oxadiazole, thiazole, thiadiazole, fluorenone Heterocyclic tetracarboxylic anhydrides such as anthraquinodimethane, anthrone, diphenylquinone, thiopyrandioxide, carbodiimide, fluorenylidenemethane, distyrylpyrazine, a fluorine-substituted aromatic compound, and naphthaleneperylene , Phthalocyanine, sirol and derivatives thereof (which may form condensed rings with other rings), metal complexes of 8-quinolinol derivatives, and various metals represented by metal complexes having metal phthalocyanine, benzoxazole or benzothiazole as ligands Complexes; and the like.

Among them, pyridine derivatives, pyrimidine derivatives, pyrazine derivatives, triazine derivatives, imidazole derivatives, triazole derivatives, oxazole derivatives, oxadiazole derivatives, thiazole derivatives, thiadiazole derivatives, fluorine-substituted aromatic compounds, sirol derivatives, Metal complexes of 8-quinolinol derivatives (which may form condensed rings with other rings) are preferred, pyridine derivatives, pyrimidine derivatives, pyrazine derivatives, triazine derivatives, imidazole derivatives, triazole derivatives, sirol derivatives, Metal complexes of 8-quinolinol derivatives (they may form condensed rings with other rings) are more preferred, and pyridine derivatives, pyrazine derivatives, triazine derivatives, imidazole derivatives, triazole derivatives, sirol derivatives and 8-qui Particular preference is given to metal complexes of nolinol derivatives (they may form condensed rings with other rings).

Although there is no restriction | limiting in particular as thickness of the said electron injection layer and the said electron carrying layer, 1 nm-5 micrometers are preferable respectively, 5 nm-1 micrometer are more preferable from a viewpoint of a drive voltage fall, the luminous efficiency improvement, and durability improvement, 10 Particularly preferred is nm to 500 nm.

In addition, the electron injection layer and the electron transport layer may reduce the driving voltage by chemical doping.

As said electron injection layer and said electron carrying layer, the single layer structure which consists of 1 type, or 2 or more types of the said forming material may be sufficient, and the multilayer structure which consists of multiple layers of the same composition or different composition may be sufficient.

-Board-

Although there is no restriction | limiting in particular as said board | substrate, It is preferable that it is a board | substrate which does not scatter or attenuate the light emitted from an organic compound layer. Specific examples thereof include zirconia stabilized yttrium (YSZ), inorganic materials such as glass, polyesters such as polyethylene terephthalate, polybutylene phthalate and polyethylene naphthalate, polystyrene, polycarbonate, polyether sulfone, polyarylate, polyimide and poly Organic materials, such as cycloolefin, norbornene resin, and poly (chlorotrifluoroethylene), are mentioned.

For example, when using glass as a board | substrate, it is preferable to use an alkali free glass in order to reduce the elution ion from glass about the material. In addition, when using soda-lime glass, it is preferable to use what gave barrier coating, such as silica. In the case of an organic material, it is preferable that it is excellent in heat resistance, dimensional stability, solvent resistance, electrical insulation, and workability.

There is no restriction | limiting in particular about the shape, structure, size, etc. of the said board | substrate, It can select suitably according to the use, purpose, etc. of a light emitting element. In general, the shape of the substrate is preferably plate-shaped. As a structure of a board | substrate, a single layer structure may be sufficient, a laminated structure may be sufficient, may be formed from a single member, and may be formed from two or more members.

Although it may be colorless transparent or colored transparent as said board | substrate, it is preferable that it is colorless transparent from the point which cannot scatter or attenuate the light emitted from an organic light emitting layer.

The substrate may be provided with a moisture barrier layer (gas barrier layer) on its surface or its rear surface. As the material of the moisture barrier layer (gas barrier layer), inorganic materials such as silicon nitride and silicon oxide are preferably used. The moisture barrier layer (gas barrier layer) can be formed, for example, by a high frequency sputtering method or the like.

When using a thermoplastic substrate, you may further form a hard-coat layer, an undercoat layer, etc. as needed.

Protective layer

The whole organic electroluminescent element may be protected by a protective layer.

As a material contained in the said protective layer, what is necessary is just to have the function which suppresses what goes in an element to accelerate element deterioration, such as moisture and oxygen.

Specific examples thereof include metals such as In, Sn, Pb, Au, Cu, Ag, Al, Ti, Ni, MgO, SiO, SiO ₂ , Al ₂ O ₃ , GeO, NiO, CaO, BaO, Fe ₂ O ₃ , Y Metal oxides such as ₂ O ₃ , TiO ₂ , metal nitrides such as SiN _x , SiN _x O _y , metal fluorides such as MgF ₂ , LiF, AlF ₃ , CaF ₂ , polyethylene, polypropylene, polymethylmethacrylate, poly Mead, polyurea, polytetrafluoroethylene, polychlorotrifluoroethylene, polydichlorodifluoroethylene, copolymers of chlorotrifluoroethylene and dichlorodifluoroethylene, tetrafluoroethylene and at least one nose The copolymer obtained by copolymerizing the monomer mixture containing a monomer, the fluorine-containing copolymer which has a cyclic structure in a copolymer main chain, the water absorptivity of 1% or more of water absorption, the moisture proof material of 0.1% or less of water absorption, etc. are mentioned.

There is no restriction | limiting in particular about the formation method of the said protective layer, For example, a vacuum vapor deposition method, sputtering method, reactive sputtering method, MBE (molecular beam epitaxy) method, cluster ion beam method, ion plating method, plasma polymerization method (high frequency excitation ion play) Coating method), plasma CVD method, laser CVD method, thermal CVD method, gas source CVD method, coating method, printing method and transfer method.

Sealed

Moreover, the said organic electroluminescent element may seal the whole element using a sealing container.

Moreover, you may enclose a water absorbent or an inert liquid in the space between a sealing container and a light emitting element.

Although it does not specifically limit as said moisture absorber, For example, barium oxide, sodium oxide, potassium oxide, calcium oxide, sodium sulfate, calcium sulfate, magnesium sulfate, phosphorus pentaoxide, calcium chloride, magnesium chloride, copper chloride, cesium fluoride Niobium fluoride, calcium bromide, vanadium bromide, molecular sieve, zeolite, magnesium oxide and the like.

Although it does not specifically limit as said inert liquid, For example, paraffins, circulating paraffins, fluoro solvents, such as a perfluoroalkane, a perfluoroamine, and a perfluoro ether, a chlorine solvent, and silicone oil are mentioned.

The organic electroluminescent device can obtain light emission by applying a direct current (may include an AC component if necessary) voltage (usually 2 volts to 15 volts) or a direct current between the anode and the cathode.

As a driving method of the organic electroluminescent element of this invention, Unexamined-Japanese-Patent No. 2-148687, 6-301355, 5-29080, 7-134558, 8-234685, 8 The driving method described in each publication of -241047, Japanese Patent No. 2784615, US Patent 5828429, Japanese Patent No. 6023308, etc. can be applied.

As the organic electroluminescent element, for example, it can be used in a light emitting display device, a display, a backlight, an electrophotographic light, an illumination light source, a recording light source, an exposure light source, a reading light source, a sign, a signboard, an interior, an optical communication, and the like, and particularly exposed to a high temperature environment. It can be used suitably for the in-vehicle display of a motor vehicle.

Example

Hereinafter, although the Example of this invention is described, this invention is not limited to these Examples at all.

(Example 1)

ITO (Indium Tin Oxide) was formed on the glass substrate of thickness 0.5mm and 2.5cm * 2.5cm by the sputtering method so that thickness might be 70 nm. Subsequently, the glass substrate in which this ITO was formed was put into the washing | cleaning container, and the ultrasonic cleaning in 2-propanol was performed, and UV-ozone treatment was performed for 30 minutes.

Subsequently, a hole transport material (HTM-1) represented by the following structural formula was deposited on the glass substrate on which ITO was formed so as to have a thickness of 60 nm to form a first hole transport layer (HTL).

Subsequently, a hole transport material (HTM-2) represented by the following structural formula was deposited on the first hole injection layer so as to have a thickness of 15 nm to form a second hole transport layer (HTL).

Subsequently, a host material (Host-1) represented by the following structural formula is deposited on the second hole transport layer so as to have a thickness of 5 nm to form a first host material layer.

Subsequently, the light emitting layer which made the said host material (Host-1) and the compound (Dopant-1) represented by the following structural formula as a light emitting material was formed on the host material layer.

Specifically, a compound (Dopant-1) serving as a light emitting material and a compound (Host-1) serving as a host were installed in different deposition sources. Then, both boats were heated, the opening and closing of the shutter on the side where the compound (Dopant-1) was installed were appropriately switched to stack two light emitting material dope layers and one light emitting material undoped layer. That is, the first light emitting material dope layer, the light emitting material undoped layer, and the second light emitting material dope layer were laminated in this order from the anode side.

At this time, the thickness of the two light emitting material dope layers was adjusted to 10 nm, and the thickness of one light emitting material undoped layer was adjusted to 20 nm by setting the time of opening and closing the shutter. The thickness of the whole light emitting layer was 40 nm. In addition, the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer was 10 mass%.

Subsequently, the host material Host-1 was deposited on the light emitting layer in the same manner as the first host material layer so as to have a thickness of 5 nm to form a second host material layer.

Subsequently, tris (8-quinolinolato) aluminum (Alq ₃ ) represented by the following structural formula was deposited on the second host material layer so as to have a thickness of 15 nm to form an electron transporting layer.

Subsequently, LiF was deposited on the electron transporting layer so as to have a thickness of 1 nm to form an electron injection layer.

Aluminum (Al) was vapor-deposited on this electron injection layer so that thickness might be 100 nm, and the cathode was formed.

The laminated body produced by the above was put in the glove box substituted with argon gas, the stainless steel sealing can, the desiccant (HD-S-071205-40, the DNIC Corporation), and an ultraviolet curable adhesive agent (XNR5516HV, Nagase Chiba) The organic electroluminescent element in Example 1 was manufactured using sealing).

(Example 2)

In Example 1, it carried out similarly to Example 1 except having formed the electron carrying layer on the light emitting layer, and changing the thickness of the electron carrying layer from 15 nm to 20 nm. The organic electroluminescent element in manufacture was manufactured.

(Comparative Example A)

In Comparative Example A in the same manner as in Example 1 except that the concentration of the compound (Dopant-1) to be the light emitting material in the light emitting material dope layer was changed from 10% by mass to 0.5% by mass. An organic electroluminescent device was manufactured.

(Example A)

In Example 1, it carried out similarly to Example 1, except having changed the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer from 10 mass% to 5 mass%. An organic electroluminescent device was manufactured.

(Example B)

In Example 1, it carried out similarly to Example 1 except having changed the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer from 10 mass% to 18 mass%, An organic electroluminescent device was manufactured.

(Comparative Example B)

Except for changing the concentration of the compound (Dopant-1) to be the light emitting material in the light emitting material dope layer in Example 1 from 10% by mass to 20% by mass in the same manner as in Example 1 An organic electroluminescent device was manufactured.

(Comparative Example C)

Except for changing the concentration of the compound (Dopant-1) to be the light emitting material in the light emitting material dope layer in Example 2 from 10% by mass to 0.5% by mass in the same manner as in Example 2 An organic electroluminescent device was manufactured.

(Example C)

In Example 2, it carried out similarly to Example 2, except having changed the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer from 10 mass% to 5 mass%. An organic electroluminescent device was manufactured.

(Example D)

In Example 2, it carried out similarly to Example 2, except having changed the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer from 10 mass% to 18 mass%. An organic electroluminescent device was manufactured.

(Comparative Example D)

Except for changing the concentration of the compound (Dopant-1) to be the light emitting material in the light emitting material dope layer in Example 2 from 10% by mass to 20% by mass in the same manner as in Example 2 An organic electroluminescent device was manufactured.

(Example 3)

In Example 1, the light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 1, the organic electroluminescent device in Example 3 was manufactured.

(Comparative Example 1)

In Example 1, without forming a first host material layer on the second hole transport layer, forming a light emitting layer on the second hole transport layer, and forming a second host material layer on the light emitting layer, An organic electric field in Comparative Example 1 in the same manner as in Example 1 except that a transport layer was formed, the thickness of the second hole transport layer was changed from 15 nm to 20 nm, and the thickness of the electron transport layer was changed from 15 nm to 20 nm. A light emitting device was manufactured.

(Comparative Example 2)

In Example 1, it changed to the light emitting layer which laminated | stacked two light emitting material dope layers and one light emitting material undoped layer, and it carried out similarly to Example 1, except having formed the light emitting layer as follows, An electroluminescent device was manufactured.

That is, the host material (Host-1) and the light emitting material (Dopant-1) were deposited on the first host material layer so that the concentration of the light emitting material was 10% by mass and the thickness was 40 nm, thereby forming a light emitting layer.

(Comparative Example 3)

In Comparative Example 2, the electron transport layer was formed on the light emitting layer without forming the second host material layer on the light emitting layer, and the electron transport layer was changed in the same manner as in Comparative Example 2 except that the thickness of the electron transport layer was changed from 15 nm to 20 nm. The organic electroluminescent element in Example 3 was manufactured.

(Comparative Example 4)

In Comparative Example 2, a light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 2, the organic electroluminescent device in Comparative Example 4 was manufactured.

(Comparative Example 5)

The organic electroluminescent device of Comparative Example 5 was prepared in the same manner as in Example 1 except that the compound (Dopant-2) represented by the following structural formula instead of the compound (Dopant-1) was used as the light emitting material in Example 1. Manufactured.

(Comparative Example 6)

An organic electroluminescent device in Comparative Example 6 was manufactured in the same manner as in Example 2, except that the compound (Dopant-2) was used instead of the compound (Dopant-1) as the light emitting material in Example 2.

(Comparative Example 7)

An organic electroluminescent device in Comparative Example 7 was manufactured in the same manner as in Example 3, except that the compound (Dopant-2) was used instead of the compound (Dopant-1) as the light emitting material in Example 3.

(Comparative Example 8)

In Comparative Example 2, a light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 2, the organic electroluminescent device in Comparative Example 8 was manufactured.

The main structure of the organic electroluminescent element in above Examples 1-3 and Comparative Examples 1-8 is put together in following Table 1, and the organic electroluminescent element in Examples A-D and Comparative Examples A-D is shown. The main structure of is summarized in Table 1-2. In addition, the numerical value in () in a table | surface shows thickness (nm).

Table 1-1

Table 1-2

(Example 4)

In Example 1, except having formed two light emitting material dope layers and one light emitting material non-doped layer into the light emitting layer, and forming the light emitting layer as follows, it carried out similarly to Example 1, and organic in Example 4 An electroluminescent device was manufactured.

In other words, the compound (Dopant-1) serving as the luminescent material and the compound (Host-1) serving as the host were installed in different deposition sources. Then, both boats are heated, the opening and closing of the shutter on the side on which the compound (Dopant-1) is installed is appropriately switched to stack two light emitting material dope layers and one light emitting material undoped layer, and the first side from the anode side. The light emitting material dope layer, the 1st light emitting material dope layer, the 2nd light emitting material dope layer, the 2nd light emitting material dope layer, and the 3rd light emitting material dope layer were laminated in this order.

At this time, the thickness of the first and third light emitting material dope layers is 7 nm, the thickness of the second light emitting material dope layer is 6 nm, and the thickness of the two light emitting material undoped layers, respectively, by setting the time of opening and closing the shutter. Was adjusted to be 10 nm. The thickness of the whole light emitting layer was 40 nm. In addition, the density | concentration of the compound (Dopant-1) which becomes a light emitting material in a light emitting material dope layer was 10 mass%.

(Example 5)

In Example 4, it carried out similarly to Example 4 except having formed the electron carrying layer on the light emitting layer without changing the host material layer on the light emitting layer, and changing the thickness of the electron carrying layer from 15 nm to 20 nm. The organic electroluminescent element in manufactured.

(Example 6)

In Example 4, the light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 4, the organic electroluminescent device in Example 6 was manufactured.

(Comparative Example 9)

In Example 4, without forming a first host material layer on the second hole transport layer, forming a light emitting layer on the second hole transport layer, and without forming a second host material layer on the light emitting layer, Organic in Comparative Example 9 in the same manner as in Example 4 except that an electron transport layer was formed, the thickness of the second hole transport layer was changed from 15 nm to 20 nm, and the thickness of the electron transport layer was changed from 15 nm to 20 nm. An electroluminescent device was manufactured.

(Comparative Example 10)

In the same manner as in Example 4, except that the compound (Dopant-2) was used instead of the compound (Dopant-1) as the light emitting material in Example 4, an organic electroluminescent device in Comparative Example 10 was manufactured.

(Comparative Example 11)

In the same manner as in Example 5, except that the compound (Dopant-2) was used instead of the compound (Dopant-1) as the light emitting material in Example 5, an organic electroluminescent device in Comparative Example 11 was manufactured.

(Comparative Example 12)

In the same manner as in Example 6, except that the compound (Dopant-2) was used instead of the compound (Dopant-1) as the light emitting material in Example 6, an organic electroluminescent device in Comparative Example 12 was manufactured.

The main structures of the organic electroluminescent elements in the above Examples 4 to 6 and Comparative Examples 9 to 12 are collectively shown in Table 2 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

(Table 2)

(Examples 7-9)

In Examples 1 to 3, a compound (Dopant-3) represented by the following structural formula instead of the compound (Dopant-1) is used as the light emitting material, and a compound represented by the following structural formula instead of the compound (Host-1) as the host material Except having used (Host-2), it carried out similarly to Examples 1-3, and produced each organic electroluminescent element in Examples 7-9 (refer Table 3 below).

(Comparative Examples 13-16, 20)

In Comparative Examples 1 to 4 and 8, compound (Dopant-3) was used instead of compound (Dopant-1) as a light emitting material, and compound (Host-2) was used instead of compound (Host-1) as a host material. Other organic electroluminescent elements in Comparative Examples 13 to 16 and 20 were produced in the same manner as in Comparative Examples 1 to 4 and 8 (see Table 3 below).

(Comparative Examples 17-19)

In Comparative Examples 5 to 7, a compound (Dopant-4) represented by the following structural formula instead of a compound (Dopant-2) was used as a light emitting material, and a compound (Host-2) instead of a compound (Host-1) as a host material. Except having used, the organic electroluminescent element in Comparative Examples 17-19 was produced like Comparative Examples 5-7 (refer Table 3 below).

The main structures of the organic electroluminescent elements in the above Examples 7 to 9 and Comparative Examples 13 to 20 are collectively shown in Table 3 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

(Table 3)

(Examples 10-12)

In Examples 4 to 6, the compound (Dopant-3) was used instead of the compound (Dopant-1) as the light emitting material, and the compound (Host-2) was used instead of the compound (Host-1) as the host material. In the same manner as in Examples 4 to 6, each of the organic electroluminescent elements in Examples 10 to 12 was manufactured (see Table 4 below).

(Comparative Example 21)

Comparative Example 9 except that Compound (Dopant-3) was used instead of Compound (Dopant-1) as the light emitting material, and Compound (Host-2) was used instead of the compound (Host-1) as the host material. In the same manner as in 9, an organic electroluminescent device in Comparative Example 21 was manufactured.

(Comparative Examples 22 to 24)

In Comparative Examples 10 to 12, except that Compound (Dopant-4) was used instead of Compound (Dopant-2) as a light emitting material, and Compound (Host-2) was used instead of compound (Host-1) as a host material. In the same manner as in Comparative Examples 10 to 12, each of the organic electroluminescent elements in Comparative Examples 22 to 24 was manufactured (see Table 4 below).

The main structures of the organic electroluminescent elements in the above Examples 10 to 12 and Comparative Examples 21 to 24 are collectively shown in Table 4 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

(Table 4)

(Examples 13-15)

In Examples 1 to 3, a compound (Dopant-5) represented by the following structural formula instead of the compound (Dopant-1) was used as the light emitting material, and a compound represented by the following structural formula instead of the compound (Host-1) as the host material Except having used (Host-3), it carried out similarly to Examples 1-3, and produced each organic electroluminescent element in Examples 13-15 (refer Table 5 below).

(Comparative Examples 25-28, 32)

In Comparative Examples 1 to 4 and 8, compound (Dopant-5) was used instead of compound (Dopant-1) as a light emitting material, and compound (Host-3) was used instead of compound (Host-1) as a host material. Other organic electroluminescent elements in Comparative Examples 25 to 28 and 32 were produced in the same manner as Comparative Examples 1 to 4 and 8 (see Table 5 below).

(Comparative Examples 29-31)

In Comparative Examples 5 to 7, a compound (Dopant-6) represented by the following structural formula instead of a compound (Dopant-2) was used as a light emitting material, and a compound (Host-2) instead of a compound (Host-1) as a host material. Except having used, the organic electroluminescent element in Comparative Examples 29-31 was produced like Comparative Examples 5-7 (refer Table 5 below).

The main structures of the organic electroluminescent elements in the above Examples 13 to 15 and Comparative Examples 25 to 32 are collectively shown in Table 5 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

(Table 5)

(Examples 16-18)

In Examples 4 to 6, the compound (Dopant-5) was used instead of the compound (Dopant-1) as the light emitting material, and the compound (Host-3) was used instead of the compound (Host-1) as the host material. In the same manner as in Examples 4 to 6, each of the organic electroluminescent elements in Examples 16 to 18 was manufactured (see Table 6 below).

(Comparative Example 33)

Comparative Example 9 except that Compound (Dopant-5) was used instead of Compound (Dopant-1) as the light emitting material, and Compound (Host-3) was used instead of the compound (Host-1) as the host material. In the same manner as in 9, an organic electroluminescent device in Comparative Example 33 was manufactured.

(Comparative Examples 34-36)

In Comparative Examples 10 to 12, except that Compound (Dopant-6) was used instead of Compound (Dopant-2) as the light emitting material, and Compound (Host-3) was used instead of Compound (Host-1) as the host material. In the same manner as in Comparative Examples 10 to 12, each of the organic electroluminescent elements in Comparative Examples 34 to 36 was manufactured (see Table 6 below).

The main structures of the organic electroluminescent elements in the above Examples 16 to 18 and Comparative Examples 33 to 36 are collectively shown in Table 6 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

Table 6

(Example 19)

In Example 1, the organic electroluminescent element in Example 19 was manufactured like Example 1 except having formed two light emitting material dope layers and one light emitting material undoped layer as follows.

That is, the vapor deposition apparatus provided the compound (Dopant-1) and the compound (Dopant-3) which become a light emitting material, and the compound (Host-1) which becomes a host in another vapor deposition source. Then, each boat was heated, and the opening and closing of the shutter on the side where the compound (Dopant-1) or the compound (Dopant-3) was installed was appropriately switched to stack two light emitting material dope layers and one light emitting material undoped layer. . That is, the first luminescent material dope layer containing the compound (Dopant-1), the luminescent material undoped layer, and the second luminescent material dope layer containing the compound (Dopant-3) were laminated in this order from the anode side. .

At this time, the thickness of the two light emitting material dope layers was adjusted to 10 nm, and the thickness of one light emitting material undoped layer was adjusted to 20 nm by setting the time of opening and closing the shutter. The thickness of the whole light emitting layer was 40 nm. In addition, the density | concentration of the compound (Dopant-1) and the compound (Dopant-3) which become a light emitting material in each light emitting material dope layer was 10 mass%, respectively.

(Example 20)

In Example 19, it carried out similarly to Example 19 except not having provided the 2nd host material layer on the light emitting layer, but forming the electron carrying layer on the light emitting layer and changing the thickness of the electron carrying layer from 15 nm to 20 nm. The organic electroluminescent element in Example 20 was manufactured.

(Example 21)

In Example 19, the light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 19, an organic electroluminescent element in Example 21 was manufactured.

(Example 22)

An organic electroluminescent element in Example 22 was manufactured in the same manner as in Example 4 except that the three light emitting material dope layers and the two light emitting material undoped layers were formed as follows.

That is, the compound (Dopant-1), the compound (Dopant-3), and the compound (Dopant-5) which become a light emitting material, and the compound (Host-1) which become a host were installed in the vapor deposition apparatus in which vapor deposition apparatuses differ. Each boat is heated, and the opening and closing of the shutter on the side on which the compound (Dopant-1), the compound (Dopant-3) or the compound (Dopant-5) is installed is appropriately switched to switch between three light emitting material dope layers and two light emission. The material undoped layer was laminated | stacked. That is, from the anode side, the first light emitting material dope layer containing the compound (Dopant-1), the first light emitting material undoped layer, the second light emitting material dope layer containing the compound (Dopant-3), and the second The light emitting material undoped layer and the third light emitting material dope layer containing the compound (Dopant-5) were laminated in this order.

At this time, the thickness of the first and third light emitting material dope layers is 7 nm, the thickness of the second light emitting material dope layer is 6 nm, and the thickness of the two light emitting material undoped layers, respectively, by setting the time of opening and closing the shutter. Were adjusted to be 10 nm, respectively. The thickness of the whole light emitting layer was 40 nm. In addition, the concentration of the compound (Dopant-1), the compound (Dopant-3), and the compound (Dopant-5) serving as the light emitting material in each of the light emitting material dope layers was 10% by mass.

(Example 23)

In Example 22, it carried out similarly to Example 22 except not having provided the 2nd host material layer on the light emitting layer, but forming the electron carrying layer on the light emitting layer and changing the thickness of the electron carrying layer from 15 nm to 20 nm. The organic electroluminescent element in Example 23 was manufactured.

(Example 24)

In Example 22, the light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the thickness of the second hole transport layer was changed from 15 nm to 20 nm. In the same manner as in Example 22, an organic electroluminescent element in Example 24 was manufactured.

(Comparative Example 37)

In Example 19, the light emitting layer was formed on the second hole transport layer without forming the first host material layer on the second hole transport layer, and the electron transport layer was formed on the light emitting layer without forming the second host material layer on the light emitting layer. In the same manner as in Example 19 except that the thickness of the second hole transport layer was changed from 15 nm to 20 nm, and the thickness of the electron transport layer was changed from 15 nm to 20 nm. Manufactured.

(Comparative Examples 38-40)

In Examples 19 to 21, the first light emitting material dope layer was formed using the compound (Dopant-2) instead of the compound (Dopant-1) as the light emitting layer, and the compound (Dopant-4) instead of the compound (Dopant-3). Each organic electroluminescent element in Comparative Examples 38-40 was produced like Example 19-21 except having formed the 2nd light emitting material dope layer using (refer Table 7 below).

(Comparative Example 41)

In Example 22, without forming a first host material layer on the second hole transport layer, forming a light emitting layer on the second hole transport layer, without forming a second host material layer on the light emitting layer, the electron transport layer on the light emitting layer In the same manner as in Example 22 except that the thickness of the second hole transport layer was changed from 15 nm to 20 nm, and the thickness of the electron transport layer was changed from 15 nm to 20 nm. Manufactured.

(Comparative Examples 42-44)

In Examples 22 to 24, the first light emitting material dope layer was formed using the compound (Dopant-2) instead of the compound (Dopant-1) as the light emitting layer, and the compound (Dopant-4) instead of the compound (Dopant-3). In the same manner as in Examples 22 to 24, except that the second light emitting material dope layer was formed using the compound (Dopant-6) instead of the compound (Dopant-5). An organic electroluminescent device was manufactured (see Table 7 below).

(Comparative Examples 45-47)

Comparative Examples 45-47 were carried out similarly to Comparative Examples 14-16 except that the host material layer was formed using the compound (Host-1) instead of the compound (Host-2) as the host material in Comparative Examples 14-16. Each organic electroluminescent element in was manufactured (refer Table 7 below).

(Comparative Examples 48-50)

In Comparative Examples 26 to 28, Comparative Examples 48 to 50 were performed in the same manner as Comparative Examples 26 to 28 except that the host material layer was formed using compound (Host-1) instead of compound (Host-3) as the host material. Each organic electroluminescent element in was manufactured (refer Table 7 below).

(Comparative Example 51)

The organic electroluminescence of Comparative Example 51 was prepared in the same manner as in Comparative Example 20 except that the host material layer was formed using compound (Host-1) instead of compound (Host-2) as the host material. The device was manufactured.

(Comparative Example 52)

In Comparative Example 32, an organic electroluminescence in Comparative Example 52 was prepared in the same manner as in Comparative Example 52 except that the host material layer was formed using compound (Host-1) instead of compound (Host-3) as the host material. The device was manufactured.

The main structures of the organic electroluminescent elements in the above Examples 19 to 24 and Comparative Examples 37 to 52 are collectively shown in Table 7 below. In addition, the numerical value in () in a table | surface shows thickness (nm).

Table 7

(Measurement and evaluation method of heat resistance)

<Luminance half-life time (t ₂ / t ₁ , t ₃ / t ₁ )>

The organic electroluminescent element was driven in a 10 degreeC atmosphere from the initial luminance of 2,000 cd / m <2> until the luminance became 1,800 cd / m <2> by the current density at the time of a measurement start.

Thereafter, the driven organic electroluminescent element was driven from the luminance of 1,800 cd / m 2 to 1,000 cd / m 2 under respective temperature atmospheres of 10 ° C., 55 ° C. and 70 ° C., and the luminance from the start of measurement in the 10 ° C. atmosphere was measured. Half-life time was measured.

Driving under this time, 10 ℃ constant the luminosity half time when sikyeoteul driven under a t ₁ atmosphere, and then driven under 10 ℃ atmosphere, the luminosity half hours when driven under 55 ℃ atmosphere to t _2, and 10 ℃ atmosphere Thereafter, the luminance half-life time when the device was driven in a 70 ° C. atmosphere was set to t ₃ , and the comparison was performed based on respective values of “t ₂ / t ₁ ” and “t ₃ / t ₁ ”.

In addition, said use for the measurement of luminance, the luminance measuring device (manufactured by TOPCON) to, t _1, t _2, the durability evaluation equipment (EHC Co., Ltd.) For the measurement of t _3.

<Voltage rise value (ΔV) and luminance decrease value (ΔL)>

After the organic electroluminescent device was energized for 3 hours at a current density of 1 mA / cm 2 under a temperature atmosphere of 20 ° C., the temperature was increased by a gradient of 1 ° C./min from 20 ° C. to 70 ° C., and 3 hours under a temperature atmosphere of 70 ° C. Holding, and decreasing the temperature to 20 ° C with a gradient of 1 ° C / min as one cycle, and repeating this for 100 cycles, the voltage rise value (ΔV) of the drive voltage after 100 cycles with respect to the initial drive voltage and the initial luminance. The luminance decrease value (ΔL) after 100 cycles with respect to was compared.

In addition, the KEITHLEY source major unit 2400 type was used for the measurement of a voltage value, and the luminance measuring device used for the luminance half-life time measurement was used for the measurement of a brightness | luminance.

The results obtained by comparing the luminance half time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 1 to 3 and A to D, Comparative Examples 1 to 8 and A to D are shown in Table 8-1. And Table 8-2. Here, the comparison of each term was performed by standardizing the organic electroluminescent element in Example 1 as 100.

Table 8-1

Table 8-2

As shown in Table 8-1, the organic electroluminescent elements in Examples 1 to 3 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 1 to 8.

In addition, the organic electroluminescent elements in Examples 1 to 3 can suppress the voltage rise value after applying a thermal cycle lower than the organic electroluminescent elements in Comparative Examples 1 to 8, and are excellent in durability against temperature changes. .

In addition, the organic electroluminescent elements in Examples 1 to 3 can suppress the decrease in luminance after applying heat cycles lower than the organic electroluminescent elements in Comparative Examples 1 to 8, and are excellent in durability against temperature changes. .

As shown in Table 8-2, the organic electroluminescent elements in Examples A-D can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples A-D.

Moreover, the organic electroluminescent element in Examples A-D can suppress the voltage rise value after applying heat cycle lower than the organic electroluminescent element in Comparative Examples A-D, and is excellent in durability to temperature change. .

Moreover, the organic electroluminescent element in Examples A-D can suppress the brightness reduction value after applying heat cycle lower than the organic electroluminescent element in Comparative Examples A-D, and is excellent in durability to a temperature change. .

Table 9 shows the results of comparing the luminance half life time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 4 to 6 and Comparative Examples 2 to 4 and 8 to 12. Here, the comparison of each term was performed by standardizing the organic electroluminescent element in Example 4 as 100.

Table 9

As shown in Table 9, the organic electroluminescent elements in Examples 4 to 6 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 2 to 4 and 8 to 12.

In addition, the organic electroluminescent elements in Examples 4 to 6 can suppress the voltage rise value after applying a thermal cycle lower than the organic electroluminescent elements in Comparative Examples 2 to 4 and 8 to 12, and thus, Excellent durability

Moreover, the organic electroluminescent element in Examples 4-6 can suppress the brightness | luminance decrease value after heat cycle being lower than the organic electroluminescent element in Comparative Examples 8-12, and is excellent in durability to a temperature change. .

Table 10 shows the results of comparing the luminance half life time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 7 to 9 and Comparative Examples 13 to 20. Here, the comparison of each term was performed by standardizing the organic electroluminescent element in Example 7 as 100.

Table 10

As shown in the said Table 10, the organic electroluminescent element in Examples 7-9 can remarkably improve heat resistance compared with the organic electroluminescent element in Comparative Examples 13-20.

Moreover, the organic electroluminescent element in Examples 7-9 can suppress the voltage rise value after applying heat cycle lower than the organic electroluminescent element in Comparative Examples 13-20, and is excellent in durability to a temperature change. .

Moreover, the organic electroluminescent element in Examples 7-9 can suppress the brightness | luminance decrease value after heat cycle being lower than the organic electroluminescent element in Comparative Examples 13-20, and is excellent in durability to a temperature change. .

Table 11 shows the results of comparing the luminance half life time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 10 to 12, Comparative Examples 14 to 16, and 20 to 24. Here, the comparison of each term was performed by standardizing the organic electroluminescent element in Example 10 as 100.

Table 11

As shown in Table 11 above, the organic electroluminescent elements in Examples 10 to 12 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 14 to 16 and 20 to 24.

Moreover, the organic electroluminescent element in Examples 10-12 can suppress the voltage rise value after applying a heat cycle lower than the organic electroluminescent element in Comparative Examples 14-16, 20-24, and it is the Excellent durability

In addition, the organic electroluminescent elements in Examples 10 to 12 can suppress the luminance decrease value after applying a thermal cycle lower than the organic electroluminescent elements in Comparative Examples 14 to 16 and 20 to 24, and thus, Excellent durability

Table 12 shows the results of comparing the luminance half life time, the voltage rise value, and the luminance decrease value of each of the organic electroluminescent elements in Examples 13 to 15 and Comparative Examples 25 to 32. Here, comparison of each term was performed by standardizing the organic electroluminescent element in Example 13 as 100.

Table 12

As shown in Table 12, the organic electroluminescent elements in Examples 13 to 15 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 25 to 32.

Moreover, the organic electroluminescent element in Examples 13-15 can suppress the voltage rise value after applying a thermal cycle lower than the organic electroluminescent element in Comparative Examples 25-32, and is excellent in durability with respect to temperature change. .

Moreover, the organic electroluminescent element in Examples 13-15 can suppress the brightness | luminance decrease value after applying a heat cycle lower than the organic electroluminescent element in Comparative Examples 25-32, and is excellent in durability to temperature changes. .

Table 13 shows the results of comparing the luminance half time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 16 to 18 and Comparative Examples 26 to 28 and 32 to 36. FIG. Here, the comparison of each term was performed by standardizing the organic electroluminescent element in Example 16 as 100.

Table 13

As shown in Table 13, the organic electroluminescent elements in Examples 16 to 18 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 26 to 28 and 32 to 36.

Moreover, the organic electroluminescent element in Examples 16-18 can suppress the voltage rise value after applying heat cycle lower than the organic electroluminescent element in Comparative Examples 26-28, 32-36, and is Excellent durability

In addition, the organic electroluminescent elements in Examples 16 to 18 can suppress the luminance decrease value after applying a thermal cycle lower than the organic electroluminescent elements in Comparative Examples 26 to 28 and 32 to 36, and thus, Excellent durability

Table 14 shows the results of comparing the luminance half time, the voltage rise value, and the luminance decrease value of each organic electroluminescent element in Examples 19 to 24, Comparative Examples 2 to 4, 8, and 37 to 52. Here, comparison of each term was performed by standardizing the organic electroluminescent element in Example 19 as 100.

Table 14

As shown in Table 14, the organic electroluminescent elements in Examples 19 to 24 can significantly improve heat resistance than the organic electroluminescent elements in Comparative Examples 2 to 4, 8, and 37 to 52.

Moreover, the organic electroluminescent element in Examples 19-24 can suppress the voltage rise value after applying to a thermal cycle lower than the organic electroluminescent element in Comparative Examples 2-4, 8, 37-52, and temperature change Excellent durability against

Moreover, the organic electroluminescent element in Examples 19-24 can suppress the brightness | luminance decrease value after adding to heat cycle lower than the organic electroluminescent element in Comparative Examples 2-4, 8, 37-52, and changes in temperature Excellent durability against

Since the organic electroluminescent device of the present invention has high heat resistance and excellent durability against temperature change, for example, a display device, a display, a backlight, an electrophotographic, an illumination light source, a recording light source, an exposure light source, a reading light source, a sign, a signboard It can be used for interior, optical communication, etc., and especially can be used suitably for the display of the vehicle etc. which are exposed to high temperature environment.

(Explanation of the sign)
1: anode 2: hole injection layer
3: hole transport layer 4: host material layer
4a: first host material layer 4b: second host material layer
5a: 1st light emitting material dope layer 5b: 2nd light emitting material dope layer
5c: Third light emitting material dope layer 6: Light emitting material dope layer
6a: 1st light emitting material undoped layer 6b: 2nd light emitting material undoped layer
7: electron transport layer 8: electron injection layer
9: cathode 10, 10 ': light emitting layer
100, 200, 300, 400, 500, 600: organic electroluminescent element

Claims (14)

A light emitting layer having a light emitting material dope layer comprising a light emitting material and a host material made of a styrylamine compound, and a light emitting material undoped layer made of the host material; And
An organic electroluminescent device comprising: a host material layer adjacent to at least one surface of the light emitting layer and made of the same host material as the host material included in the light emitting layer:
The said styrylamine compound is a blue light emitting material, and 1 mass% or more and less than 20 mass% are contained in the said light emitting material dope layer, The organic electroluminescent element characterized by the above-mentioned. The method of claim 1,
The light emitting layer has one light emitting material undoped layer between two light emitting material dope layers comprising a first light emitting material dope layer and a second light emitting material dope layer. The method of claim 1,
The light emitting layer includes three light emitting material dope layers comprising a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, and a first light emitting material undoped layer and a second light emitting material dope layer. Has two light emitting material undoped layers; The first light emitting material undoped layer is disposed between the first light emitting material dope layer and the second light emitting material dope layer, and the second light emission is between the second light emitting material dope layer and the third light emitting material dope layer. An organic electroluminescent element, wherein a material undoped layer is disposed. The method of claim 1,
And the host material layer is disposed adjacent to each side of one side and the other side of the light emitting layer. The method according to any one of claims 1 to 4,
The said styrylamine compound is a compound represented by following General formula (1), The organic electroluminescent element characterized by the above-mentioned.

[In the general formula (1), Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ each represent one of a hydrogen atom and an aryl group, and the aryl group may be linear or branched, or an alkyl group, a substitution or It may be substituted by one or more of an unsubstituted aryl group and an amino group, and Ar ₄ represents a substituted or unsubstituted arylene group.] The method of claim 1,
And the host material is at least one of an anthracene compound, a pyrene compound, and a chrysene compound. The method of claim 2,
The styrylamine compound and host material contained in one or more luminescent material dope layers among two or more luminescent material dope layers are any of the following (1)-(3), The organic electroluminescent element characterized by the above-mentioned.
(1) The styrylamine compound is a compound represented by the following structural formula (Dopant-1), and the host material is a compound represented by the following structural formula (Host-1).

(2) The styrylamine compound is a compound represented by the following structural formula (Dopant-3), and the host material is a compound represented by the following structural formula (Host-2).

(3) The styrylamine compound is a compound represented by the following structural formula (Dopant-5), and the host material is a compound represented by the following structural formula (Host-3).

One of two and three light emitting material dope layers containing a luminescent material and a host material which consist of a styrylamine compound, and one and two among the light emitting material dope layers which consist of the said host material and are arrange | positioned between the said light emitting material dope layer A light emitting layer having either light emitting material undoped layer; And
A host material layer adjacent to at least one surface of the light emitting layer and made of the same host material as the host material included in the light emitting layer:
The styrylamine compound is a blue light emitting material, characterized in that the organic electroluminescent device. The method of claim 8,
The light emitting layer has one light emitting material undoped layer between two light emitting material dope layers comprising a first light emitting material dope layer and a second light emitting material dope layer. The method of claim 8,
The light emitting layer includes three light emitting material dope layers comprising a first light emitting material dope layer, a second light emitting material dope layer, and a third light emitting material dope layer, and a first light emitting material undoped layer and a second light emitting material dope layer. Has two light emitting material undoped layers; The first light emitting material undoped layer is disposed between the first light emitting material dope layer and the second light emitting material dope layer, and the second light emission is between the second light emitting material dope layer and the third light emitting material dope layer. An organic electroluminescent element, wherein a material undoped layer is disposed. The method of claim 8,
And the host material layer is disposed adjacent to each side of one side and the other side of the light emitting layer. The method of claim 8,
The said styrylamine compound is a compound represented by following General formula (1), The organic electroluminescent element characterized by the above-mentioned.

[In the general formula (1), Ar ₁ , Ar ₂ , Ar ₃ , Ar ₅ and Ar ₆ each represent one of a hydrogen atom and an aryl group, and the aryl group may be linear or branched, or an alkyl group, a substitution or It may be substituted by one or more of an unsubstituted aryl group and an amino group, and Ar ₄ represents a substituted or unsubstituted arylene group.] The method of claim 8,
And the host material is at least one of an anthracene compound, a pyrene compound, and a chrysene compound. The method of claim 8,
An organic electroluminescent device according to any one of the following (1) to (3), wherein the styrylamine compound and the host material included in at least one light emitting material dope layer among two or more light emitting material dope layers.
(1) The styrylamine compound is a compound represented by the following structural formula (Dopant-1), and the host material is a compound represented by the following structural formula (Host-1).

(2) The styrylamine compound is a compound represented by the following structural formula (Dopant-3), and the host material is a compound represented by the following structural formula (Host-2).

(3) The styrylamine compound is a compound represented by the following structural formula (Dopant-5), and the host material is a compound represented by the following structural formula (Host-3).

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