JP2008311076A - Organic electroluminescent element and manufacturing method therefor - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an organic electroluminescent element and its manufacturing method with the driving stability improved. <P>SOLUTION: The organic electroluminescent element is provided with a pair of electrodes and an organic compound layer, containing at least a light-emitting layer pinched between the electrodes on a substrate, with at least one of the electrodes as a transparent electrode for extracting light has a heat-transfer layer at a face side where light of the organic electroluminescent element is not extracted, and has a heat-conducting layer, containing at least a heat-conducting material and at least a deposition polymerization polymer of two types of monomers. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to an organic electroluminescent device and a method for manufacturing the same. In particular, the present invention relates to an organic electroluminescent device having improved driving durability and a method for manufacturing the same.

  An organic electroluminescent element using a thin film material that emits light when excited by passing an electric current is known. Since organic electroluminescent devices can emit light with high brightness at low voltage, they are widely used in a wide range of fields including mobile phone displays, personal digital assistants (PDAs), computer displays, automobile information displays, TV monitors, or general lighting. It has potential applications and has advantages such as thinning, lightening, miniaturization, and power saving of devices in these fields. For this reason, the expectation as a leading role of the future electronic display market is great. However, in order to be practically used in place of conventional displays in these fields, many technical improvements such as light emission luminance and color tone, durability under wide usage environment conditions, low cost and mass productivity are problems. Yes.

  One of the important issues of organic electroluminescence devices is that if they emit light intermittently or continuously for a long time, the emission brightness decreases and dark spots (non-emission defects) occur, ensuring sufficient reliability. There was no problem. Another problem with organic electroluminescent devices is that they are extremely vulnerable to moisture and oxygen. Specifically, the interface between the metal electrode and the organic layer is affected by moisture, the electrode peels off, There have been problems such as high resistance due to oxidation, and deterioration of the organic material itself due to moisture.

There has also been proposed an attempt to form a sealing layer against moisture by depositing an inorganic material layer with the surface serving as a protective layer after supporting an organic electroluminescent element on a substrate (see, for example, Patent Document 1). ). As the inorganic material, silicon nitride, silicon oxynitride, silicon carbide, and amorphous silicon are disclosed. However, the vapor deposition film formed on the organic compound layer has a problem that many defects such as pinholes and cracks are generated. In order to remove these defects, there are means such as increasing the vapor deposition thickness of the inorganic material or forming a multilayer film by repeating the vapor deposition a plurality of times, but this is not preferable in terms of cost and productivity.
Further, in order to seal intrusion of moisture, a metal halide layer is provided as a protective layer by an ion plating method (for example, refer to Patent Document 2), or an epoxy resin containing a metal halide is used in an organic solvent. (For example, refer to Patent Document 3). Lithium fluoride and the like are disclosed as metal halides, but these metal halides are hygroscopic and prevent moisture from entering from the outside when the metal halide absorbs moisture. When the water content approaches the saturation amount, water is gradually released and diffused into the light emitting layer, which causes a problem that the light emitting layer is damaged by water. Thus, providing a metal halide layer as a protective layer has not been a sufficient solution. In the ion plating method, since the device is exposed to a high temperature, the light emitting layer is damaged, and when applied using an organic solvent, the organic solvent remains, both of which contribute to the light emitting performance of the organic electroluminescent device. Has the problem of adverse effects.

  On the other hand, it is known to protect an element surface with an organic polymer film in order to protect it from physical damage such as scratches and cracks. For example, it is disclosed that a protective layer forming polymer is formed on the surface of an element by vapor deposition polymerization (see, for example, Patent Documents 4 to 8).

  Furthermore, when continuously driven for a long time, the generated heat accumulates in the element, and the temperature of the element gradually rises, causing the element characteristics to fluctuate or the element member to deteriorate and be destroyed. A conventional sealing layer that forms a barrier against moisture and oxygen prevents heat dissipation and further increases the heating of the device, but does not provide a means for solving the temperature increase of the device.

It is disclosed that a diamond-like carbon film is provided on the sealing layer to improve heat dissipation (see, for example, Patent Document 9). Since the carbon film is provided on the light extraction surface, the carbon film is used as a thin layer so as not to impair the light transmittance, and it is described that the carbon film has a heat dissipation effect by utilizing the thermal conductivity of the carbon film. The sealing layer is also required to have insulating properties. However, carbon films have the basic physical properties that the higher the electrical conductivity, the higher the electrical conductivity, so even if the thermal conductivity of the film is controlled by controlling the carbon film formation conditions, It is difficult to achieve a high level of compatibility.
Japanese Patent No. 3170542 JP-A-6-96858 JP 2000-338755 A Japanese Patent Laid-Open No. 7-16969 JP-A-5-78502 JP-A-8-222368 JP 2004-103442 A JP 2004-281247 A JP 2001-52873 A

  An object of the present invention is to provide an organic electroluminescent device having improved driving stability and a method for manufacturing the same, and particularly, an organic electroluminescent device that can prevent temperature rise during continuous driving for a long time and has high durability. An element and a manufacturing method thereof are provided.

The above-described problems of the present invention have been solved by the following means.
<1> Organic electroluminescence which has a pair of electrodes and an organic compound layer including at least one light emitting layer between the electrodes on a substrate, and at least one of the electrodes is a transparent electrode for extracting light A device having a heat transfer layer on a surface side from which light is not extracted of the organic electroluminescence device, wherein the heat transfer layer contains at least a heat conductive material and a vapor-deposition polymerization polymer of at least two kinds of monomers. An organic electroluminescent element.
<2> The organic electroluminescent element according to <1>, wherein the heat conductive material is a black carbon material.
<3> The vapor-deposited polymer is formed by heating and evaporating the at least two kinds of monomers in a vacuum, and forming the light on the surface of the organic electroluminescent device by a chemical reaction. <1> or <2> The organic electroluminescent element according to <1>.
<4> The organic electroluminescence device according to <3>, wherein the chemical reaction is a chemical reaction that does not generate water.
<5> The organic electroluminescence device according to <4>, wherein the chemical reaction that does not generate water is a reaction that forms an ether bond, a urea bond, a urethane bond, or an imide bond.
<6> Any one of <1> to <5>, wherein the two types of monomers are monomers having at least two epoxy groups or cyano groups in the molecule and monomers having amino groups The organic electroluminescent element as described.
<7> The organic electroluminescent element according to any one of <1> to <6>, wherein the vapor-deposited polymer is an epoxy polymer, polyurea, or polyurethane.
<8> The organic electroluminescent element according to any one of <1> to <7>, wherein the organic electroluminescent element has a heat dissipation layer adjacent to the heat transfer layer.
<9> The organic electroluminescent element according to <8>, wherein the heat dissipation layer contains a ceramic material.
<10> The organic electroluminescent element according to <9>, wherein the ceramic material contains alumina or zirconia.
<11> An organic electroluminescence which has a pair of electrodes and an organic compound layer including at least one light emitting layer between the electrodes on a substrate, and at least one of the electrodes is a transparent electrode for extracting light A method for manufacturing an element, wherein at least a heat conductive material and at least two kinds of monomers are evaporated on a surface side of the organic electroluminescent element from which light is not extracted, polymerized by a chemical reaction, and light from the organic electroluminescent element is emitted. A method for producing an organic electroluminescent element, comprising a step of forming a heat transfer layer containing a heat conductive material and a vapor-deposition polymerization polymer on a surface side not taken out.
<12> The organic electroluminescence according to <11>, wherein the step of forming the heat transfer layer includes at least a step of evaporating the heat conductive material and a step of independently evaporating the two kinds of monomers. Device manufacturing method.
<13> A step of independently evaporating the two kinds of monomers, wherein at least one of the two kinds of monomers has the heat conductive material mixed in advance, and the heat conduction is accompanied by vapor deposition of the monomers. The method for producing an organic electroluminescent element according to <11>, wherein the material is vapor-deposited.
<14> The organic electroluminescent device according to any one of <11> to <13>, wherein the chemical reaction is an epoxy group forming reaction, a urethane bond forming reaction, or a urea bond forming reaction. Method.
<15> One of the two kinds of monomers is a monomer having at least two epoxy groups or a cyano group in the molecule, and the other is a monomer having two amino groups in the molecule <11> The manufacturing method of the organic electroluminescent element of any one of-<14>.

  According to the present invention, a highly durable organic electroluminescent device and a method for manufacturing the same are provided. In particular, there is provided an organic electroluminescence device having a high durability and a method for manufacturing the same, in which a temperature rise of the device during continuous driving for a long time is prevented.

1. Organic electroluminescent device The organic electroluminescent device of the present invention has a pair of electrodes and an organic compound layer including at least one light emitting layer between the electrodes on a substrate, and at least one of the electrodes is It is an organic electroluminescent element which is a transparent electrode which takes out light, Comprising: It has a heat-transfer layer in the surface side which does not take out light of the said organic electroluminescent element. The heat transfer layer contains at least a thermally conductive material and a vapor-deposition polymerized polymer of at least two monomers.

Preferably, the heat conductive material is a black carbon material, The organic electroluminescent element according to <1>.
Preferably, the vapor-deposited polymer is formed on the side of the organic electroluminescence device that does not extract light by a chemical reaction by evaporating the at least two monomers by heating in vacuum.
Preferably, the chemical reaction is a chemical reaction that does not generate water. More preferably, the chemical reaction that does not generate water is a reaction that forms an ether bond, a urea bond, a urethane bond, or an imide bond.
Preferably, the two types of monomers are monomers having at least two epoxy groups or cyano groups in the molecule and monomers having amino groups. Preferably, the vapor deposition polymer is an epoxy polymer, polyurea, or polyurethane.

  Preferably, a heat dissipation layer is provided adjacent to the heat transfer layer. Preferably, the heat dissipation layer contains a ceramic material. The ceramic material preferably contains alumina or zirconia.

  The organic electroluminescent element in the present invention has conventionally known organic compound layers such as a hole transport layer, an electron transport layer, a block layer, an electron injection layer, and a hole injection layer in addition to the light emitting layer. Also good.

Details will be described below.
1) Layer structure The heat transfer layer in the present invention is a conventional element layer structure having a pair of electrodes and an organic compound layer including at least one light emitting layer between the electrodes on a substrate. It is installed on the side where light is not extracted. That is, it is placed outside the other electrode with respect to the transparent electrode that becomes the light extraction electrode. For example, in a structure in which a transparent anode is arranged on a transparent substrate and an organic compound layer including a light emitting layer and a cathode are arranged in order (bottom emission type structure), what is a laminated structure of the organic compound layer of the cathode? The heat transfer layer in the present invention is provided on the opposite surface.
On the other hand, in a structure (top emission type structure) in which a laminated structure of an organic compound layer including an anode and a light emitting layer and a transparent cathode are arranged on an opaque or reflective substrate (top emission type structure), the present invention is provided on the surface opposite to the surface having the anode. A heat transfer layer is provided.

2) Heat transfer layer The heat transfer layer in the present invention is a layer that contains at least a heat conductive material and a vapor-deposition polymerization polymer, and promotes heat dissipation to the outside of the element by heat generated by driving the element.
The heat transfer layer can be accumulated on the base material by independently evaporating the evaporation step of the heat conductive material and the monomer forming the vapor-deposition polymerized polymer.
As another production means, the method includes the step of independently evaporating two or more kinds of monomers forming the vapor-deposited polymer, wherein at least one of the two kinds of monomers has the heat conductive material mixed beforehand, A means for vapor-depositing the heat conductive material as the monomer is vapor-deposited can also be used.
(1) Thermally conductive material The thermally conductive material in the present invention can be used without particular limitation as long as it is thermally conductive, whether it is transparent, opaque, colorless or colored. .
Examples thereof include carbon, fullerene C60, carbon nanotubes, various metals, metal oxides, and metal fluorides. A black carbon material is preferable.

(2) Vapor Deposition Polymer and Vapor Deposition Polymerization The vapor deposition polymerization used in the present invention refers to a phenomenon in which monomer polymerization occurs due to heating during vacuum vapor deposition. For example, a monomer material is subjected to pressure of 10 ⁻² Pa to Heating at a temperature of 300 ° C. or lower in a vacuum of 10 ⁻⁸ Pa, sublimating, polymerizing the monomer during the sublimation, and laminating on the substrate. Other specific examples include attaching a shutter to a boat, opening the shutter when the boat starts heating and the monomer starts to polymerize, and laminating it on the substrate. As another specific example, a monomer or an oligomer can be laminated on the substrate and heated at 200 ° C. or lower. In this case, polymerization may be performed without heating.

The vapor-deposited polymer in the present invention is formed by a polymerization reaction by evaporating at least two kinds of monomers by heating in vacuum. The polymerization reaction may proceed in the vapor deposition step, or may proceed by additional polymerization means such as additional heating or light irradiation or annealing means after the vapor deposition step.
In the present invention, a polymerization reaction that does not generate water is preferably used. This is because when water is generated by polymerization, the generated water deteriorates the device.
Examples of the monomer used in the present invention include a monomer having an epoxy group, a cinnamic acid ester monomer, a carbene monomer, a monomer having an isocyanate group, a monomer having an amino group, and a monomer having a hydroxy group.
Examples of the bond formed by the polymerization reaction used in the present invention include an ether bond, a urea bond, a urethane bond, and an imide bond.
Specifically, preferred polymerization reactions include copolymerization of a monomer having two or more epoxy groups such as diglycidyl ethers and a monomer having amino groups, a monomer having two or more isocyanate groups, and two or more amino groups. Copolymerization of a monomer having 2 or more isocyanate groups and copolymerization of a monomer having 2 or more hydroxy groups.

  The monomer used in the present invention is not particularly limited as long as it is laminated on the substrate by the above-described vapor deposition polymerization and can form a heat transfer layer. For example, an epoxy monomer, a cinnamic acid ester that performs photopolymerization And monomers composed of one or more monomers selected from the group consisting of monomers and carbene monomers that undergo thermal polymerization. For example, examples of the epoxy monomer include ethylene oxide, propylene oxide, butylene oxide, styrene oxide, examples of the cinnamic acid ester monomers include ethyl cinnamate and cinnamate benzoate, and examples of the carbene monomers include isocyano. Examples thereof include ethyl acetate, phenyl isocyanate, and diazobutane.

  The production method by vapor deposition polymerization is described in detail in Japanese Patent Application Laid-Open No. Hei 7-16969, and an organic EL production apparatus provided with the vapor deposition polymerization means described in the gazette is used to form a vapor deposition polymer film and An EL element can be manufactured.

  There is no restriction | limiting in particular about superposition | polymerization conditions, According to the kind of heat-transfer layer formation monomer, it can select suitably. For example, when a cinnamate monomer that is photopolymerized is used as the heat transfer layer forming monomer, it is laminated and formed (deposited) while irradiating ultraviolet rays. It can mention vapor-depositing, heating at 200 degreeC-200 degreeC.

  When using an epoxy-type monomer, it can mention vapor-depositing ethylene oxide, propylene oxide, butene oxide, styrene oxide, etc., heating the boat temperature at 20 to 200 degreeC. When a severe exothermic reaction occurs due to polymerization, it may not be necessary to heat the raw material. The place where the polymerization reaction occurs may be in the boat, in a gas state, at the time of lamination, or at the time of formation, and may be continuously polymerized. Moreover, you may vapor-deposit in any state of a monomer, an oligomer, and a polymer. Conventionally, an epoxy resin has been laminated using a solvent coating method to form a sealing layer. However, in the case of an organic EL element, there is a problem that a structure containing an organic substance is contaminated or dissolved by using a solvent. It was. However, by using the method of the present invention without using a solvent, it is possible to form a heat transfer layer using an epoxy resin.

  Although there is no restriction | limiting in particular about the thickness of the heat-transfer layer vapor-deposited, 1 micrometer-1 mm are preferable.

  In one preferred embodiment of the present invention, a molecule A having at least one amino group and a molecule B having at least two epoxy groups are evaporated by heating in a vacuum to form an epoxy group and an amino group. A method for forming an epoxy polymer thin film, comprising forming a polymer thin film on a substrate by a chemical reaction.

  According to this aspect, the molecule A having at least one amino group and the molecule B having at least two epoxy groups, wherein at least one of the molecules A and B has molecular polarization Epoxy polymer thin film characterized in that molecules A and B are heated and evaporated in vacuum to form a polymer thin film on a substrate by a chemical reaction between an epoxy group and an amino group in an applied electric field. A forming method is provided.

  In this embodiment, the amino group of the molecule A may be an amino group directly bonded to an aromatic ring or the like, but is bonded via an alkylene group in view of the reactivity with the epoxy group of the molecule B. An amino group, that is, an aliphatic amino group or an aminoalkyl group is preferred.

  In performing vapor deposition polymerization, the film formation may be performed by alternately flying the molecules A and B to the substrate using the MLD method as proposed in Japanese Patent No. 2755272. According to this MLD method, there is an advantage that it is possible to obtain a polymer in a state of being stacked and deposited in units of constituent molecules.

  In this embodiment, an amine compound having a high reactivity with an epoxy group, particularly an amine compound having an aliphatic amino group is used, and this is reacted with an epoxy compound to form an epoxy polymer thin film.

  According to the method of this embodiment, since the epoxy polymer thin film can be formed by vapor deposition polymerization, as described above, a film with less impurities can be obtained, so that the original function of the film is improved, the electric field is applied, etc. Since the orientation can be controlled in a state, it is possible to impart an ordered structure to the film, and since it is a dry process, there is no need to take out the substrate into the air unlike the spin coating method, so all steps in the organic EL device manufacturing process Advantages such as being able to be performed in a vacuum are obtained.

  Specific examples of molecule A and molecule B useful in the present invention are shown below.

  Example of molecule A

Example of molecule B

  In this embodiment, the aliphatic amine molecule having an aliphatic amino group and having the structure as described above reacts with an epoxy group at a low temperature, and thus reacts with an epoxy compound molecule having the structure as described above at a low substrate temperature. It has been unexpectedly found that a polymer thin film is provided.

  Thus, according to the method of the present invention, since the substrate does not need to be heated at the time of film formation, the process can be simplified, and adverse effects on the organic EL element-related parts formed from the resulting polymer thin film are possible. In addition, there is also an advantage that disturbance of molecular orientation due to temperature can be suppressed, particularly when the orientation control of the monomer is performed.

  As another embodiment, the polyurea raw material monomer is evaporated in a vacuum, and this is vapor-deposited on the substrate to form a polyurea film, and then the polyurea film is crosslinked by ultraviolet irradiation to form polyurea. A protective film can be formed.

  The polyurea raw material monomer may be a diamine monomer and a diisocyanate monomer.

  An organic electroluminescence element manufacturing apparatus according to this aspect includes an organic compound evaporation source that evaporates a raw material monomer of an organic compound in a vacuum, and a substrate on which a film including at least a light emitting layer is formed by vapor deposition of the raw material from each evaporation source A cathode forming chamber in which a cathode material evaporation source for evaporating the cathode material is disposed on a film having at least a light emitting layer on the substrate, and a raw material of polyurea on the cathode A protective film forming chamber in which an evaporation source for evaporating the monomer is arranged and an ultraviolet processing chamber in which an ultraviolet ray source for irradiating the polyurea film on the cathode with ultraviolet rays is arranged through a gate valve.

As yet another aspect, a polyimide film may be provided by vapor deposition polymerization.
The polyimide film is formed by condensation polymerization of pyromellitic dianhydride and a diamine monomer. Examples of the raw material for the polyurea film include MDI (4,4 ′ diphenylmethane diisocyanate) and ODA (4,4 ′ diamine phenyl ether). In the dry process vapor deposition polymerization method in which a thin film such as polyimide or polyurea is polymerized on the substrate surface by co-evaporation of a bifunctional monomer or the like, a high-purity polymer thin film is obtained because no solvent is used.

3) Organic EL layer Various functional layers including a substrate, an anode, a cathode, and a light emitting layer in the present invention are not particularly limited, and materials in conventionally known organic EL elements can be used by known means. .

Hereinafter, the organic EL element will be described in detail.
The organic EL device of the present invention has a cathode and an anode on a substrate, and has an organic compound layer including an organic light emitting layer (hereinafter sometimes simply referred to as “light emitting layer”) between both electrodes. In view of the properties of the light emitting element, at least one of the anode and the cathode is preferably transparent.

In the present invention, the organic compound layer is preferably laminated in the order of the hole transport layer, the light emitting layer, and the electron transport layer from the anode side. Further, a hole injection layer is provided between the hole transport layer and the anode, and an electron transporting intermediate layer is provided between at least one of the light emitting layer and the electron transport layer. Further, a hole transporting intermediate layer may be provided between the light emitting layer and the hole transport layer, and similarly, an electron injection layer may be provided between the cathode and the electron transport layer.
Each layer may be divided into a plurality of secondary layers.

  Each layer constituting the organic compound layer can be suitably formed by any of dry film forming methods such as vapor deposition and sputtering, transfer methods, printing methods, coating methods, ink jet methods, and spray methods.

  Next, the element which comprises the organic EL element of this invention is demonstrated in detail.

(substrate)
The substrate used in the present invention is preferably a substrate that does not scatter or attenuate light emitted from the 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, polyethersulfone, polyarylate, polyimide, and polycycloolefin. , Norbornene resins, and organic materials such as poly (chlorotrifluoroethylene).
For example, when glass is used as the substrate, it is preferable to use non-alkali glass as the material in order to reduce ions eluted from the glass. Moreover, when using soda-lime glass, it is preferable to use what gave barrier coatings, such as a 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 of a board | substrate, a structure, a magnitude | size, It can select suitably according to the use, purpose, etc. of a light emitting element. In general, the shape of the substrate is preferably a plate shape. The structure of the substrate may be a single layer structure, a laminated structure, may be formed of a single member, or may be formed of two or more members.

  The substrate may be colorless and transparent or colored and transparent, but is preferably colorless and transparent in that it does not scatter or attenuate light emitted from the organic light emitting layer.

The substrate can be provided with a moisture permeation preventing layer (gas barrier layer) on the front surface or the back surface.
As a material for the moisture permeation preventive layer (gas barrier layer), inorganic materials such as silicon nitride and silicon oxide are preferably used. The moisture permeation preventing layer (gas barrier layer) can be formed by, for example, a high frequency sputtering method.
When a thermoplastic substrate is used, a hard coat layer, an undercoat layer, or the like may be further provided as necessary.

(anode)
The anode usually has a function as an electrode for supplying holes to the organic compound layer, and there is no particular limitation on the shape, structure, size, etc., depending on the use and purpose of the light-emitting element. , Can be appropriately selected from known electrode materials. As described above, the anode is usually provided as a transparent anode.

  Suitable examples of the material for the anode include metals, alloys, metal oxides, conductive compounds, and mixtures thereof. Specific examples of the anode material include conductive metals such as tin oxide (ATO, FTO) doped with antimony or fluorine, tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO), etc. Metals such as oxides, gold, silver, chromium, nickel, and mixtures or laminates of these metals and conductive metal oxides, inorganic conductive materials such as copper iodide and copper sulfide, polyaniline, polythiophene, polypyrrole, etc. Organic conductive materials, and a laminate of these and ITO. Among these, conductive metal oxides are preferable, and ITO is particularly preferable from the viewpoints of productivity, high conductivity, transparency, and the like.

  The anode is composed of, for example, a wet method such as a printing method and a coating method, a physical method such as a vacuum deposition method, a sputtering method, and an ion plating method, and a chemical method such as a CVD and a plasma CVD method. It can be formed on the substrate according to a method appropriately selected in consideration of suitability with the material to be processed. For example, when ITO is selected as the anode material, the anode can be formed according to a direct current or high frequency sputtering method, a vacuum deposition method, an ion plating method, or the like.

  In the organic electroluminescent element of the present invention, the formation position of the anode is not particularly limited and can be appropriately selected according to the use and purpose of the light emitting element. Is preferably formed on the substrate. In this case, the anode may be formed on the entire one surface of the substrate, or may be formed on a part thereof.

  The patterning for forming the anode may be performed by chemical etching such as photolithography, or may be performed by physical etching such as laser, or vacuum deposition or sputtering with a mask overlapped. It may be performed by a lift-off method or a printing method.

  The thickness of the anode can be appropriately selected depending on the material constituting the anode and cannot be generally defined, but is usually about 10 nm to 50 μm, and preferably 50 nm to 20 μm.

The resistance value of the anode is preferably 10 ³ Ω / □ or less, and more preferably 10 ² Ω / □ or less. When the anode is transparent, it may be colorless and transparent or colored and transparent. In order to take out light emission from the transparent anode side, the transmittance is preferably 60% or more, and more preferably 70% or more.

  The transparent anode is described in detail in the book “New Development of Transparent Electrode Films” published by CMC (1999), supervised by Yutaka Sawada, and the matters described here can be applied to the present invention. In the case of using a plastic substrate having low heat resistance, a transparent anode formed using ITO or IZO at a low temperature of 150 ° C. or lower is preferable.

(cathode)
The cathode usually has a function as an electrode for injecting electrons into the organic compound layer, and there is no particular limitation on the shape, structure, size, etc., depending on the use and purpose of the light-emitting element, It can select suitably from well-known electrode materials.

  Examples of the material constituting the cathode include metals, alloys, metal oxides, electrically conductive compounds, and mixtures thereof. Specific examples include alkali metals (for example, LI, Na, K, or Cs), alkaline earth metals (for example, Mg, Ca, etc.), gold, silver, lead, aluminum, sodium-potassium alloys, lithium-aluminum alloys. , Magnesium-silver alloys, indium, and rare earth metals such as ytterbium. These may be used alone, but two or more can be suitably used in combination from the viewpoint of achieving both stability and electron injection.

Among these, as a material constituting the cathode, an alkali metal or an alkaline earth metal is preferable from the viewpoint of electron injecting property, and a material mainly composed of aluminum is preferable from the viewpoint of excellent storage stability.
The material mainly composed of aluminum is aluminum alone, an alloy of aluminum and 0.01% by mass to 10% by mass of alkali metal or alkaline earth metal, or a mixture thereof (for example, lithium-aluminum alloy, magnesium-aluminum alloy). Etc.).

  The materials for the cathode are described in detail in JP-A-2-15595 and JP-A-5-121172, and the materials described in these public relations can also be applied in the present invention.

There is no restriction | limiting in particular about the formation method of a cathode, According to a well-known method, it can carry out.
For example, the cathode described above is configured from a wet method such as a printing method or a coating method, a physical method such as a vacuum deposition method, a sputtering method, or an ion plating method, or a chemical method such as CVD or plasma CVD method. It can be formed according to a method appropriately selected in consideration of suitability with the material. For example, when a metal or the like is selected as the cathode material, one or more of them can be simultaneously or sequentially performed according to a sputtering method or the like.

  Patterning when forming the cathode may be performed by chemical etching such as photolithography, physical etching by laser, or the like, or by vacuum deposition or sputtering with the mask overlaid. It may be performed by a lift-off method or a printing method.

In the present invention, the cathode formation position is not particularly limited, and may be formed on the entire organic compound layer or a part thereof.
Further, a dielectric layer made of an alkali metal or alkaline earth metal fluoride or oxide may be inserted between the cathode and the organic compound layer with a thickness of 0.1 nm to 5 nm. This dielectric layer can also be regarded as a kind of electron injection layer. The dielectric layer can be formed by, for example, a vacuum deposition method, a sputtering method, an ion plating method, or the like.

The thickness of the cathode can be appropriately selected depending on the material constituting the cathode and cannot be generally defined, but is usually about 10 nm to 5 μm, and preferably 50 nm to 1 μm.
Further, the cathode may be transparent or opaque. The transparent cathode can be formed by depositing a thin cathode material to a thickness of 1 nm to 10 nm and further laminating a transparent conductive material such as ITO or IZO.

(Organic compound layer)
The organic compound layer in the present invention will be described.
The organic EL device of the present invention has at least one organic compound layer including a light emitting layer, and as the organic compound layer other than the light emitting layer, as described above, a hole transport layer, an electron transport layer, a charge Examples of the layer include a block layer, a hole injection layer, and an electron injection layer.

  In the organic EL device of the present invention, each layer constituting the organic compound layer is preferably formed by any of dry film forming methods such as vapor deposition and sputtering, wet coating methods, transfer methods, printing methods, and ink jet methods. Can do.

(Light emitting layer)
The organic light emitting layer receives holes from the anode, the hole injection layer, or the hole transport layer when an electric field is applied, receives electrons from the cathode, the electron injection layer, or the electron transport layer, and recombines holes and electrons. It is a layer having a function of providing a field to emit light.
The light emitting layer in the present invention may be composed only of a light emitting material, or may be a mixed layer of a host material and a light emitting dopant. The luminescent dopant may be a fluorescent material or a phosphorescent material, and may be two or more kinds. The host material is preferably a charge transport material. The host material may be one type or two or more types, and examples thereof include a configuration in which an electron transporting host material and a hole transporting host material are mixed. Further, the light emitting layer may include a material that does not have charge transporting properties and does not emit light.
Further, the light emitting layer may be a single layer or two or more layers, and each layer may emit light in different emission colors.

As the luminescent dopant in the present invention, any of phosphorescent luminescent materials and fluorescent luminescent materials can be used as the dopant.
The light emitting layer in the present invention can contain two or more kinds of light emitting dopants in order to improve color purity and to broaden the light emission wavelength region. The luminescent dopant in the present invention is a dopant satisfying at least one of the relations of 1.2 eV>ΔIp> 0.2 eV and 1.2 eV>ΔEa> 0.2 eV with the host compound. Is preferable from the viewpoint of driving durability.

《Phosphorescent dopant》
In general, examples of the phosphorescent light-emitting dopant include complexes containing a transition metal atom or a lanthanoid atom.
For example, the transition metal atom is not particularly limited, but preferably includes ruthenium, rhodium, palladium, tungsten, rhenium, osmium, iridium, gold, silver, copper, and platinum, and more preferably rhenium, iridium. And platinum, more preferably iridium and platinum.
Examples of the lanthanoid atom include lanthanum, cerium, praseodymium, neodymium, samarium, europium, gadolinium, terbium, dysprosium, holmium, erbium, thulium, ytterbium, and lutetium. Among these lanthanoid atoms, neodymium, europium, and gadolinium are preferable.

Examples of the ligand of the complex include G.I. Wilkinson et al., Comprehensive Coordination Chemistry, Pergamon Press, 1987, H.C. Examples include ligands described in Yersin's "Photochemistry and Photophysics of Coordination Compounds" published by Springer-Verlag 1987, Akio Yamamoto "Organic Metal Chemistry-Fundamentals and Applications-" .
The specific ligand is preferably a halogen ligand (preferably a chlorine ligand) or an aromatic carbocyclic ligand (for example, preferably 5 to 30 carbon atoms, more preferably 6 to 6 carbon atoms). 30, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, such as a cyclopentadienyl anion, a benzene anion, or a naphthyl anion), a nitrogen-containing heterocyclic ligand (for example, preferably Has 5 to 30 carbon atoms, more preferably 6 to 30 carbon atoms, still more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, and phenylpyridine, benzoquinoline, quinolinol, bipyridyl, or phenanthroline. Etc.), diketone ligand (for example, acetylacetone, etc.), carboxylic acid ligand (for example, preferably 2-30 carbon atoms, and more) Preferably, it has 2 to 20 carbon atoms, more preferably 2 to 16 carbon atoms, such as an acetic acid ligand), an alcoholate ligand (for example, preferably 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms). More preferably, it has 6 to 20 carbon atoms, such as phenolate ligand), silyloxy ligand (for example, preferably 3 to 40 carbon atoms, more preferably 3 to 30 carbon atoms, still more preferably 3 to 3 carbon atoms). 20 such as trimethylsilyloxy ligand, dimethyl-tert-butylsilyloxy ligand, triphenylsilyloxy ligand), carbon monoxide ligand, isonitrile ligand, cyano ligand, Phosphorus ligand (preferably having 3 to 40 carbon atoms, more preferably 3 to 30 carbon atoms, still more preferably 3 to 20 carbon atoms, and particularly preferably 6 to 20 carbon atoms. A rephenylphosphine ligand), a thiolato ligand (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, still more preferably 6 to 20 carbon atoms, such as a phenylthiolato ligand) ), A phosphine oxide ligand (preferably having 3 to 30 carbon atoms, more preferably 8 to 30 carbon atoms, still more preferably 18 to 30 carbon atoms, such as a triphenylphosphine oxide ligand). More preferably, it is a nitrogen-containing heterocyclic ligand.
The complex may have one transition metal atom in the compound, or may be a so-called binuclear complex having two or more. Different metal atoms may be contained at the same time.

  Among these, specific examples of the luminescent dopant include, for example, US6303238B1, US6097147, WO00 / 57676, WO00 / 70655, WO01 / 08230, WO01 / 39234A2, WO01 / 41512A1, WO02 / 02714A2, WO02 / 15645A1, WO02 / 44189A1. , WO 05/19373 A2, JP 2001-247859, JP 2002-302671, JP 2002-117978, JP 2003-133074, JP 2002-235076, JP 2003-123982, JP 2002-170684, EP 12112257, Special JP 2002-226495, JP 2002-234894, JP 2001-247659, JP 2001-298470, JP 2002 73674, JP 2002-203678, JP 2002-203679, JP 2004-357799, JP 2006-256999, JP 2007-19462, JP 2007-84635, JP 2007-96259, and the like. Phosphorescent compounds and the like are mentioned. Among them, more preferable luminescent dopants include Ir complex, Pt complex, Cu complex, Re complex, W complex, Rh complex, Ru complex, Pd complex, Os complex, Eu complex, Tb complex. , Gd complex, Dy complex, and Ce complex. Particularly preferred is an Ir complex, a Pt complex, or a Re complex, among which an Ir complex or a Pt complex containing at least one coordination mode of a metal-carbon bond, a metal-nitrogen bond, a metal-oxygen bond, and a metal-sulfur bond. Or a Re complex. Furthermore, from the viewpoints of luminous efficiency, driving durability, chromaticity, etc., an Ir complex, a Pt complex, or a Re complex containing a tridentate or higher polydentate ligand is particularly preferable.

《Fluorescent luminescent dopant》
As the fluorescent light-emitting dopant, generally, benzoxazole, benzimidazole, benzothiazole, styrylbenzene, polyphenyl, diphenylbutadiene, tetraphenylbutadiene, naphthalimide, coumarin, pyran, perinone, oxadiazole, aldazine, Pyraridin, cyclopentadiene, bisstyrylanthracene, quinacridone, pyrrolopyridine, thiadiazolopyridine, cyclopentadiene, styrylamine, aromatic dimethylidin compounds, condensed polycyclic aromatic compounds (anthracene, phenanthroline, pyrene, perylene, rubrene, pentacene, etc. ), 8-quinolinol metal complexes, various metal complexes represented by pyromethene complexes and rare earth complexes, polythiophene, polyphenylene, polyphenylene Polymeric compounds such as vinylene, organic silane, and the like, and their derivatives.

  Among these, specific examples of the luminescent dopant include the following, but are not limited thereto.

  The light-emitting dopant in the light-emitting layer is contained in an amount of 0.1% by mass to 50% by mass with respect to the total compound mass generally forming the light-emitting layer in the light-emitting layer. To 1 mass% to 50 mass%, and more preferably 2 mass% to 40 mass%.

  Although the thickness of the light emitting layer is not particularly limited, it is usually preferably 2 nm to 500 nm. Among them, from the viewpoint of external quantum efficiency, it is more preferably 3 nm to 200 nm, and 5 nm to 100 nm. More preferably.

<Host material>
As the host material used in the present invention, a hole transporting host material excellent in hole transportability (sometimes referred to as a hole transportable host) and an electron transporting host compound excellent in electron transportability (electron transportability) May be described as a host).

《Hole-transporting host》
Specific examples of the hole-transporting host used in the present invention include the following materials.
Pyrrole, indole, carbazole, azaindole, azacarbazole, triazole, oxazole, oxadiazole, pyrazole, imidazole, thiophene, polyarylalkane, pyrazoline, pyrazolone, phenylenediamine, arylamine, amino-substituted chalcone, styrylanthracene, fluorenone, hydrazone , Stilbene, silazane, aromatic tertiary amine compound, styrylamine compound, aromatic dimethylidin compound, porphyrin compound, polysilane compound, poly (N-vinylcarbazole), aniline copolymer, thiophene oligomer, polythiophene, etc. Conductive polymer oligomers, organic silanes, carbon films, and derivatives thereof.
Preferred are indole derivatives, carbazole derivatives, aromatic tertiary amine compounds, and thiophene derivatives, and more preferred are those having a carbazole group in the molecule. In particular, a compound having a t-butyl substituted carbazole group is preferable.

《Electron transporting host》
The electron transporting host in the light emitting layer used in the present invention preferably has an electron affinity Ea of 2.5 eV or more and 3.5 eV or less from the viewpoint of improving durability and lowering driving voltage. More preferably, it is 0.4 eV or less, and further preferably 2.8 eV or more and 3.3 eV or less. Further, from the viewpoint of improving durability and reducing driving voltage, the ionization potential Ip is preferably 5.7 eV or more and 7.5 eV or less, more preferably 5.8 eV or more and 7.0 eV or less, and 5.9 eV or more. More preferably, it is 6.5 eV or less.

Specific examples of such an electron transporting host include the following materials.
Pyridine, pyrimidine, triazine, imidazole, pyrazole, triazole, oxazole, oxadiazol, fluorenone, anthraquinodimethane, anthrone, diphenylquinone, thiopyran dioxide, carbodiimide, fluorenylidenemethane, distyrylpyrazine, Fluorine-substituted aromatic compounds, heterocyclic tetracarboxylic anhydrides such as naphthaleneperylene, phthalocyanines, and derivatives thereof (may form condensed rings with other rings), metal complexes and metals of 8-quinolinol derivatives Examples thereof include various metal complexes represented by metal complexes having phthalocyanine, benzoxazole or benzothiazol as a ligand.

Preferred examples of the electron transporting host include metal complexes, azole derivatives (benzimidazole derivatives, imidazopyridine derivatives, etc.), and azine derivatives (pyridine derivatives, pyrimidine derivatives, triazine derivatives, etc.). To metal complex compounds are preferred. The metal complex compound (A) is more preferably a metal complex having a ligand having at least one nitrogen atom, oxygen atom or sulfur atom coordinated to the metal.
The metal ion in the metal complex is not particularly limited, but is preferably beryllium ion, magnesium ion, aluminum ion, gallium ion, zinc ion, indium ion, tin ion, platinum ion, or palladium ion, more preferably beryllium ion, Aluminum ion, gallium ion, zinc ion, platinum ion, or palladium ion, and more preferably aluminum ion, zinc ion, or palladium ion.

  There are various known ligands contained in the metal complex. For example, “Photochemistry and Photophysics of Coordination Compounds”, Springer-Verlag, H.C. Examples include the ligands described in Yersin, published in 1987, “Organometallic Chemistry: Fundamentals and Applications”, Sakai Hanafusa, Yamamoto Akio, published in 1982, and the like.

The ligand is preferably a nitrogen-containing heterocyclic ligand (preferably having 1 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, particularly preferably 3 to 15 carbon atoms, and a monodentate ligand. Alternatively, it may be a bidentate or higher ligand, preferably a bidentate or higher and a hexadentate or lower ligand, or a bidentate or higher and lower 6 or lower ligand and a monodentate mixed ligand. preferable.
Examples of the ligand include an azine ligand (for example, a pyridine ligand, a bipyridyl ligand, and a terpyridine ligand), a hydroxyphenylazole ligand (for example, a hydroxyphenylbenzimidazole ligand). A ligand, a hydroxyphenylbenzoxazole ligand, a hydroxyphenylimidazole ligand, and a hydroxyphenylimidazopyridine ligand), an alkoxy ligand (preferably having 1 to 30 carbon atoms, more preferably carbon). 1 to 20, particularly preferably 1 to 10 carbon atoms, such as methoxy, ethoxy, butoxy, and 2-ethylhexyloxy), an aryloxy ligand (preferably having 6 to 30 carbon atoms, More preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, In phenyloxy, 1-naphthyloxy, 2-naphthyloxy, 2,4,6-trimethylphenyl oxy, and the like 4-biphenyloxy and the like.),

Heteroaryloxy ligand (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, and examples thereof include pyridyloxy, pyrazyloxy, pyrimidyloxy, and quinolyloxy. ), An alkylthio ligand (preferably having 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as methylthio and ethylthio), arylthio ligands (Preferably 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, particularly preferably 6 to 12 carbon atoms, such as phenylthio), heteroarylthio ligand (preferably 1 carbon atom) To 30, more preferably 1 to 20 carbon atoms, particularly preferably 1 to 12 carbon atoms, such as pyridylthio , 2-benzimidazolylthio, 2-benzoxazolylthio, 2-benzthiazolylthio, etc.), a siloxy ligand (preferably having 1 to 30 carbon atoms, more preferably 3 to 25 carbon atoms). Particularly preferably, it has 6 to 20 carbon atoms, and examples thereof include a triphenylsiloxy group, a triethoxysiloxy group, and a triisopropylsiloxy group.), An aromatic hydrocarbon anion ligand (preferably having 6 carbon atoms) To 30, more preferably 6 to 25 carbon atoms, particularly preferably 6 to 20 carbon atoms, such as a phenyl anion, a naphthyl anion, an anthranyl anion, etc.), an aromatic heterocyclic anion ligand (preferably Has 1 to 30 carbon atoms, more preferably 2 to 25 carbon atoms, and particularly preferably 2 to 20 carbon atoms. Pyrrole anion, pyrazole anion, pyrazole anion, triazole anion, oxazole anion, benzoxazole anion, thiazole anion, benzothiazole anion, thiophene anion, benzothiophene anion, etc.), indolenine anion ligand, etc. , Preferably a nitrogen-containing heterocyclic ligand, aryloxy ligand, heteroaryloxy group, or siloxy ligand, more preferably a nitrogen-containing heterocyclic ligand, aryloxy ligand, siloxy coordination Or an aromatic hydrocarbon anion ligand or an aromatic heterocyclic anion ligand.

  Examples of the metal complex electron transporting host are described in, for example, JP-A No. 2002-235076, JP-A No. 2004-214179, JP-A No. 2004-221106, JP-A No. 2004-221665, JP-A No. 2004-221068, JP-A No. 2004-327313, etc. The compound of this is mentioned.

  In the light emitting layer of the present invention, it is preferable in terms of color purity, light emission efficiency, and driving durability that the triplet lowest excitation level (T1) of the host material is higher than T1 of the phosphorescent light emitting material.

  Further, the content of the host compound in the present invention is not particularly limited, but from the viewpoint of light emission efficiency and driving voltage, it is 15% by mass to 95% by mass with respect to the total compound mass forming the light emitting layer. Preferably there is.

(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 them to the cathode side. The hole injection material and the hole transport material used for these layers may be a low molecular compound or a high molecular compound.
Specifically, pyrrole derivatives, carbazole derivatives, triazole derivatives, oxazole derivatives, oxadiazole derivatives, imidazole derivatives, polyarylalkane derivatives, pyrazoline derivatives, pyrazolone derivatives, phenylenediamine derivatives, arylamine derivatives, amino-substituted chalcone derivatives, styryl Anthracene derivatives, fluorenone derivatives, hydrazone derivatives, stilbene derivatives, silazane derivatives, aromatic tertiary amine compounds, styrylamine compounds, aromatic dimethylidin compounds, phthalocyanine compounds, porphyrin compounds, thiophene derivatives, organosilane derivatives, carbon, And the like.

  An electron-accepting dopant can be contained in the hole injection layer or the hole transport layer of the organic EL device of the present invention. As the electron-accepting dopant introduced into the hole-injecting layer or the hole-transporting layer, an inorganic compound or an organic compound can be used as long as it has an electron-accepting property and oxidizes an organic compound.

  Specifically, examples of the inorganic compound include metal halides such as ferric chloride, aluminum chloride, gallium chloride, indium chloride, and antimony pentachloride, metal oxides such as vanadium pentoxide, and molybdenum trioxide.

In the case of an organic compound, a compound having a nitro group, halogen, cyano group, trifluoromethyl group or the like as a substituent, a quinone compound, an acid anhydride compound, fullerene, or the like can be preferably used.
In addition, JP-A-6-212153, JP-A-11-111463, JP-A-11-251067, JP-A-2000-196140, JP-A-2000-286054, JP-A-2000-315580, JP-A-2001-102175, JP-A-2001-2001. -160493, JP2002-252085, JP2002-56985, JP2003-157981, JP2003-217862, JP2003-229278, JP2004-342614, JP2005-72012, JP20051666667 The compounds described in JP-A-2005-209643 and the like can be preferably used.

  Among these, hexacyanobutadiene, hexacyanobenzene, tetracyanoethylene, tetracyanoquinodimethane, tetrafluorotetracyanoquinodimethane, p-fluoranyl, p-chloranil, p-bromanyl, p-benzoquinone, 2,6-dichlorobenzoquinone, 2 , 5-dichlorobenzoquinone, 1,2,4,5-tetracyanobenzene, 1,4-dicyanotetrafluorobenzene, 2,3-dichloro-5,6-dicyanobenzoquinone, p-dinitrobenzene, m-dinitrobenzene, o-dinitrobenzene, 1,4-naphthoquinone, 2,3-dichloronaphthoquinone, 1,3-dinitronaphthalene, 1,5-dinitronaphthalene, 9,10-anthraquinone, 1,3,6,8-tetranitrocarbazole, 2,4,7-trinitro-9- Luenone, 2,3,5,6-tetracyanopyridine, or fullerene C60 is preferred, and hexacyanobutadiene, hexacyanobenzene, tetracyanoethylene, tetracyanoquinodimethane, tetrafluorotetracyanoquinodimethane, p-fluoranyl, p- Chloranil, p-bromanyl, 2,6-dichlorobenzoquinone, 2,5-dichlorobenzoquinone, 2,3-dichloronaphthoquinone, 1,2,4,5-tetracyanobenzene, 2,3-dichloro-5,6-dicyano Benzoquinone or 2,3,5,6-tetracyanopyridine is more preferred, and tetrafluorotetracyanoquinodimethane is particularly preferred.

These electron-accepting dopants may be used alone or in combination of two or more.
Although the usage-amount of an electron-accepting dopant changes with kinds of material, it is preferable that it is 0.01 mass%-50 mass% with respect to hole transport layer material, and it is 0.05 mass%-20 mass%. It is further more preferable and it is especially preferable that it is 0.1 mass%-10 mass%.

The thicknesses of the hole injection layer and the hole transport layer are each preferably 500 nm or less from the viewpoint of lowering the driving voltage.
The thickness of the hole transport layer is preferably 1 nm to 500 nm, more preferably 5 nm to 200 nm, and still more preferably 10 nm to 100 nm. In addition, the thickness of the hole injection layer is preferably 0.1 nm to 200 nm, more preferably 0.5 nm to 100 nm, and still more preferably 1 nm to 100 nm.
The hole injection layer and the hole transport layer may have a single-layer structure composed of one or more of the materials described above, or may have 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 a function of receiving electrons from the cathode or the cathode side and transporting them to the anode side. The electron injection material and the electron transport material used for these layers may be a low molecular compound or a high molecular compound.
Specifically, pyridine derivatives, quinoline derivatives, pyrimidine derivatives, pyrazine derivatives, phthalazine derivatives, phenanthroline derivatives, triazine derivatives, triazole derivatives, oxazole derivatives, oxadiazole derivatives, imidazole derivatives, fluorenone derivatives, anthraquinodimethane derivatives, anthrone Derivatives, diphenylquinone derivatives, thiopyran dioxide derivatives, carbodiimide derivatives, fluorenylidenemethane derivatives, distyrylpyrazine derivatives, naphthalene, perylene and other aromatic ring tetracarboxylic acid anhydrides, phthalocyanine derivatives, 8-quinolinol derivative metal complexes, Metal phthalocyanines, various metal complexes represented by metal complexes with benzoxazole and benzothiazole as ligands, organosilane derivatives represented by siloles Body, or the like is preferably a layer containing.

The electron injection layer or the electron transport layer of the organic EL device of the present invention can contain an electron donating dopant. The electron donating dopant introduced into the electron injecting layer or the electron transporting layer only needs to have an electron donating property and a property of reducing an organic compound, such as an alkali metal such as Li or an alkaline earth metal such as Mg. Transition metals including rare earth metals and reducing organic compounds are preferably used. As the metal, a metal having a work function of 4.2 eV or less can be preferably used. Specifically, Li, Na, K, Be, Mg, Ca, Sr, Ba, Y, Cs, La, Sm, Gd , And Yb. Examples of the reducing organic compound include nitrogen-containing compounds, sulfur-containing compounds, and phosphorus-containing compounds.
In addition, materials described in JP-A-6-212153, JP-A-2000-196140, JP-A-2003-68468, JP-A-2003-229278, JP-A-2004-342614, and the like can be used.

  These electron donating dopants may be used alone or in combination of two or more. The amount of the electron donating dopant varies depending on the type of material, but is preferably 0.1% by mass to 99% by mass, and 1.0% by mass to 80% by mass with respect to the electron transport layer material. Is more preferable, and 2.0 mass% to 70 mass% is particularly preferable.

The thicknesses of the electron injection layer and the electron transport layer are each preferably 500 nm or less from the viewpoint of lowering the driving voltage.
The thickness of the electron transport layer is preferably 1 nm to 500 nm, more preferably 5 nm to 200 nm, and still more preferably 10 nm to 100 nm. In addition, the thickness of the electron injection layer is preferably 0.1 nm to 200 nm, more preferably 0.2 nm to 100 nm, and still more preferably 0.5 nm to 50 nm.
The electron injection layer and the electron transport layer may have a single layer structure composed of one or more of the above-described materials, or may have a multilayer structure composed of a plurality of layers having the same composition or different compositions.

(Hole blocking layer)
The hole blocking layer is a layer having a function of preventing holes transported from the anode side to the light emitting layer from passing through to the cathode side. In the present invention, a hole blocking layer can be provided as an organic compound layer adjacent to the light emitting layer on the cathode side.
Examples of the compound constituting the hole blocking layer include aluminum complexes such as BAlq, triazole derivatives, phenanthroline derivatives such as BCP, and the like.
The thickness of the hole blocking layer is preferably 1 nm to 500 nm, more preferably 5 nm to 200 nm, and still more preferably 10 nm to 100 nm.
The hole blocking layer may have a single layer structure composed of one or more of the above-described materials, or may have a multilayer structure composed of a plurality of layers having the same composition or different compositions.

(Electronic block layer)
The electron blocking layer is a layer having a function of preventing electrons transported from the cathode side to the light emitting layer from passing through to the anode side. In the present invention, an electron blocking layer can be provided as the organic compound layer adjacent to the light emitting layer on the anode side.
As examples of the compound constituting the electron blocking layer, for example, those mentioned as the hole transport material described above can be applied.
The thickness of the electron blocking layer is preferably 1 nm to 500 nm, more preferably 5 nm to 200 nm, and even more preferably 10 nm to 100 nm.
The hole blocking layer may have a single layer structure composed of one or more of the above-described materials, or may have a multilayer structure composed of a plurality of layers having the same composition or different compositions.

(Protective layer)
In the present invention, the entire organic EL element including the heat transfer layer or heat dissipation layer of the present invention may be further protected by a protective layer.
As a material contained in the protective layer, any material may be used as long as it has a function of preventing materials that promote device deterioration such as moisture and oxygen from entering the device.
As specific examples, In, Sn, Pb, Au , Cu, Ag, Al, TI, metals NI _{like, MgO, SIO, SIO 2,} Al 2 O 3, GeO, NIO, CaO, BaO, Fe 2 O ₃ , metal oxides such as Y 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, polymethyl Monomer mixture containing methacrylate, polyimide, polyurea, polytetrafluoroethylene, polychlorotrifluoroethylene, polydichlorodifluoroethylene, copolymer of chlorotrifluoroethylene and dichlorodifluoroethylene, tetrafluoroethylene and at least one comonomer Copolymer obtained by copolymerization, cyclic in the copolymer main chain Examples thereof include a fluorine-containing copolymer having a structure, a water-absorbing substance having a water absorption of 1% or more, and a moisture-proof substance having a water absorption of 0.1% or less.

  The method for forming the protective layer is not particularly limited. For example, vacuum deposition, sputtering, reactive sputtering, MBE (molecular beam epitaxy), cluster ion beam, ion plating, plasma polymerization (high frequency) Excited ion plating method), plasma CVD method, laser CVD method, thermal CVD method, gas source CVD method, coating method, printing method, or transfer method can be applied.

(Sealing)
Furthermore, the organic electroluminescent element of this invention may seal the whole element using a sealing container.
Further, a moisture absorbent or an inert liquid may be sealed in a space between the sealing container and the light emitting element.
Although it does not specifically limit as a moisture absorber, For example, barium oxide, sodium oxide, potassium oxide, calcium oxide, sodium sulfate, calcium sulfate, magnesium sulfate, phosphorus pentoxide, calcium chloride, magnesium chloride, copper chloride Cesium fluoride, niobium fluoride, calcium bromide, vanadium bromide, molecular sieve, zeolite, magnesium oxide, and the like. The inert liquid is not particularly limited, and examples thereof include paraffins, liquid paraffins, fluorinated solvents such as perfluoroalkane, perfluoroamine, and perfluoroether, chlorinated solvents, and silicone oils. Can be mentioned.

Moreover, the method of sealing with the resin sealing layer shown below is also used suitably.
(Resin sealing layer)
The functional element of the present invention preferably suppresses deterioration of element performance due to oxygen or moisture by contact with the atmosphere by the resin sealing layer.
<Material>
The resin material for the resin sealing layer is not particularly limited, and an acrylic resin, an epoxy resin, a fluorine resin, a silicon resin, a rubber resin, an ester resin, or the like can be used. An epoxy resin is preferable from the viewpoint of the prevention function. Among the epoxy resins, a thermosetting epoxy resin or a photocurable epoxy resin is preferable.
<Production method>
The method for producing the resin sealing layer is not particularly limited, and examples thereof include a method of applying a resin solution, a method of pressure bonding or thermocompression bonding of a resin sheet, and a method of dry polymerization by vapor deposition or sputtering.
<Film thickness>
The thickness of the resin sealing layer is preferably 1 μm or more and 1 mm or less. More preferably, they are 5 micrometers or more and 100 micrometers or less, Most preferably, they are 10 micrometers or more and 50 micrometers or less. If it is thinner than this, the inorganic film may be damaged when the second substrate is mounted. On the other hand, if the thickness is larger than this, the thickness of the electroluminescent element itself is increased, and the thin film property that is characteristic of the organic electroluminescent element is impaired.

(Sealing adhesive)
The sealing adhesive used in the present invention has a function of preventing intrusion of moisture and oxygen from the end portion.
<Material>
As the material of the sealing adhesive, the same material as that used for the resin sealing layer can be used. Among these, epoxy adhesives are preferable from the viewpoint of moisture prevention, and among them, a photocurable adhesive or a thermosetting adhesive is preferable.

It is also preferable to add a filler to the above material.
The filler added to the sealant is preferably an inorganic material such as SiO ₂ , SiO (silicon oxide), SiON (silicon oxynitride) or SiN (silicon nitride). Addition of the filler increases the viscosity of the sealant, improves processing suitability, and improves moisture resistance.

<Drying agent>
The sealing adhesive may contain a desiccant. As the desiccant, barium oxide, calcium oxide, or strontium oxide is preferable.
The amount of the desiccant added to the sealing adhesive is preferably 0.01% by mass or more and 20% by mass or less, and more preferably 0.05% by mass or more and 15% by mass or less. If the amount is less than this, the effect of adding the desiccant is diminished. On the other hand, when it is more than this, it becomes difficult to uniformly disperse the desiccant in the sealing adhesive, which is not preferable.
<Prescription of sealing adhesive>
・ Polymer composition, concentration,
It does not specifically limit as a sealing adhesive agent, The said thing can be used. For example, XNR5516 manufactured by Nagase Chemtech Co., Ltd. can be cited as a photo-curable epoxy adhesive. What is necessary is just to add and disperse | distribute the said desiccant directly there.
-Thickness The coating thickness of the sealing adhesive is preferably 1 μm or more and 1 mm or less. If it is thinner than this, the sealing adhesive cannot be applied uniformly, which is not preferable. On the other hand, if it is thicker than this, the route through which moisture invades becomes wide, which is not preferable.
<Sealing method>
In the present invention, a functional element can be obtained by applying an arbitrary amount of the sealing adhesive containing the desiccant with a dispenser or the like, and stacking and curing the second substrate after application.

(Drive)
The organic electroluminescence device of the present invention emits light by applying a direct current (which may include an alternating current component as necessary) voltage (usually 2 to 15 volts) or a direct current between the anode and the cathode. Obtainable.
The driving method of the organic electroluminescence device of the present invention is described in JP-A-2-148687, JP-A-6-301355, JP-A-5-29080, JP-A-7-134558, JP-A-8-234658, and JP-A-8-2441047. The driving method described in each publication, Japanese Patent No. 2784615, US Pat. Nos. 5,828,429, 6023308, and the like can be applied.

  The light-emitting element of the present invention can improve the light extraction efficiency by various known devices. For example, by processing the substrate surface shape (for example, forming a fine concavo-convex pattern), controlling the refractive index of the substrate / ITO layer / organic layer, controlling the film thickness of the substrate / ITO layer / organic layer, etc. It is possible to improve light extraction efficiency and external quantum efficiency.

  The light-emitting element of the present invention may be a so-called top emission type in which light emission is extracted from the anode side.

The organic EL device of the present invention can have a structure in which a charge generation layer is provided between a plurality of light emitting layers in order to improve luminous efficiency.
The charge generation layer is a layer having a function of generating charges (holes and electrons) when an electric field is applied and a function of injecting the generated charges into a layer adjacent to the charge generation layer.

The material for forming the charge generation layer may be any material having the above functions, and may be formed of a single compound or a plurality of compounds.
Specifically, it may be a conductive material, a semiconductive material such as a doped organic layer, or an electrically insulating material. 11-329748, Unexamined-Japanese-Patent No. 2003-272860, and the material of Unexamined-Japanese-Patent No. 2004-39617 are mentioned.

More specifically, transparent conductive materials such as ITO and IZO (indium zinc oxide), fullerenes such as C60, conductive organic materials such as oligothiophene, metal phthalocyanines, metal free phthalocyanines, metal porphyrins, metal free Conductive organic materials such as porphyrins, metal materials such as Ca, Ag, Al, Mg: Ag alloy, Al: Li alloy, Mg: Li alloy, hole conductive material, electron conductive material, and a mixture thereof May be used.
The hole conductive material is, for example, a material in which a hole transporting organic material such as 2-TNATA or NPD is doped with an oxidant having an electron withdrawing property such as F4-TCNQ, TCNQ, or FeCl ₃ , or a P-type conductive material. The electron conductive material includes an electron transporting organic material doped with a metal or a metal compound having a work function of less than 4.0 eV, an N type conductive polymer, N type Type semiconductors. Examples of the N-type semiconductor include N-type Si, N-type CdS, and N-type ZnS. Examples of the P-type semiconductor include P-type Si, P-type CdTe, and P-type CuO.
Further, an electrically insulating material such as V ₂ O ₅ can be used for the charge generation layer.

  The charge generation layer may be a single layer or a stack of a plurality of layers. A structure in which a plurality of layers are stacked includes a conductive material such as a transparent conductive material and a metal material and a hole conductive material, or a structure in which an electron conductive material is stacked, and the above hole conductive material and electron conductive And a layer having a structure in which a functional material is laminated.

In general, it is preferable to select a film thickness and a material for the charge generation layer so that the visible light transmittance is 50% or more. The film thickness is not particularly limited, but is preferably 0.5 nm to 200 nm, more preferably 1 nm to 100 nm, still more preferably 3 nm to 50 nm, and particularly preferably 5 nm to 30 nm.
The method for forming the charge generation layer is not particularly limited, and the above-described method for forming the organic compound layer can be used.

The charge generation layer is formed between the two or more light emitting layers. The charge generation layer may include a material having a function of injecting charges into adjacent layers on the anode side and the cathode side. In order to improve the electron injection property to the layer adjacent to the anode side, for example, an electron injection compound such as BaO, SrO, Li ₂ O, LiCl, LiF, MgF ₂ , MgO, or CaF _{2 is used} as the anode of the charge generation layer. It may be laminated on the side.

  In addition to the contents mentioned above, the material for the charge generation layer should be selected based on the descriptions in JP-A-2003-45676, US Pat. Nos. 6,337,492, 6,107,734, 6,872,472, and the like. Can do.

The organic EL element in the present invention may have a resonator structure. For example, a multilayer mirror made of a plurality of laminated films having different refractive indexes, a transparent or translucent electrode, a light emitting layer, and a metal electrode are superimposed on a transparent substrate. The light generated in the light emitting layer resonates repeatedly with the multilayer mirror and the metal electrode as a reflection plate.
In another preferred embodiment, a transparent or translucent electrode and a metal electrode each function as a reflector on a transparent substrate, and light generated in the light emitting layer repeats reflection and resonates between them.
In order to form a resonant structure, the optical path length determined from the effective refractive index of the two reflectors and the refractive index and thickness of each layer between the reflectors is adjusted to an optimum value to obtain the desired resonant wavelength. Is done. The calculation formula in the case of the first embodiment is described in JP-A-9-180883. The calculation formula in the case of the second aspect is described in Japanese Patent Application Laid-Open No. 2004-127795.

For example, as described in “Monthly Display”, September 2000 issue, pages 33 to 37, the organic EL display can be a full color type, as described in the three primary colors (blue (B), green ( G), a three-color light emission method in which organic EL elements that emit light corresponding to red (R)) are arranged on a substrate, and a white method in which white light emission by an organic EL element for white light emission is divided into three primary colors through a color filter In addition, a color conversion method that converts blue light emission by an organic EL element for blue light emission into red (R) and green (G) through a fluorescent dye layer is known.
Moreover, the planar light source of a desired luminescent color can be obtained by using combining the organic EL element of the different luminescent color obtained by the said method. For example, a white light-emitting light source that combines blue and yellow light-emitting elements, a white light-emitting light source that combines blue, green, and red light-emitting elements.

(Use of the present invention)
The organic electroluminescence device of the present invention can be suitably used for display devices, displays, backlights, electrophotography, illumination light sources, recording light sources, exposure light sources, reading light sources, signs, signboards, interiors, optical communications, and the like.

  The present invention will be described more specifically with reference to the following examples. However, the present invention is not limited to the examples described below.

Example 1
1. Production of Organic EL Element A bottom emission type organic electroluminescent element was produced according to the following.
A glass plate with an indium tin oxide (ITO) film having a thickness of 0.7 mm and a square of 2.5 cm (ITO thickness: 150 nm) was used as the substrate. The ITO electrode (anode) width was 2 mm.
On top of this, all of the following functional layers were sequentially provided by a resistance heating vacuum deposition method.
Functional layer: 170 nm 4,4 ′, 4 ″ -tris (2-naphthylphenylamino) triphenylamine (2-TNATA) layer / 10 nm N, N′-dinaphthyl-N, N′-diphenyl- [1 , 1′-biphenyl] -4,4′-diamine (NPD) layer / 50 nm tris (8-hydroxyquinoninate) aluminum (Alq ₃ ) layer / 0.5 nm lithium fluoride (LiF) layer Then, 100 nm of aluminum (Al) was deposited as a cathode by a resistance heating vacuum deposition method. The Al electrode width was 2 mm.

The following heat transfer layer was provided thereon.
<Element No. of the present invention. 1: Heat transfer layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and carbon>
Prepared as follows.
The molecules A and B were vacuum-deposited by resistance heating, and the carbon was vacuum-deposited by applying current to the carbon rod. The deposition rate of each material was set to molecule A: molecule B: carbon = 1: 1: 2, the entire deposition rate was 1 nm / s, and deposition was performed so that the total film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Element No. of the present invention. 2: Heat transfer layer containing polyurea and carbon>
Prepared as follows.
Element No. The molecule A in No. 1 is 4,4′-Diphenylmethane Diisocyanate and the molecule B is 1,3-Di-4-piperidylpropane. The film was formed under the same conditions as in 1.

<Element No. of the present invention. 3: Heat transfer layer containing polyurethane and carbon>
Prepared as follows.
Element No. The molecule A in No. 1 is 4,4′-Diphenylmethane Diisocyanate, the molecule B is 1,3-Di-4-hydroxycyclopropylene, and the element No. The film was formed under the same conditions as in 1.

<Element No. of the present invention. 4: Heat transfer layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and fullerene C-60>
Prepared as follows.
Molecules A, B, and C-60 were vacuum deposited by resistance heating. The deposition rate of each material was set to molecule A: molecule B: C-60 = 1: 1: 2, the deposition rate was 1 nm / s, and deposition was performed so that the total film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Element No. of the present invention. 5: Protective layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and carbon nanotubes>
Prepared as follows.
Molecules A, B, and carbon nanotubes were vacuum deposited by resistance heating. The deposition rate of each material was molecule A: molecule B: carbon nanotube = 1: 1: 2, the deposition rate was 1 nm / s, and deposition was performed so that the overall film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Comparative Element No. A: Element No. of the present invention. 1 is a protective layer containing a co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and containing no carbon>
Prepared as follows.
The molecules A and B were vacuum deposited by resistance heating. The deposition rate of each material was set to molecule A: molecule B: carbon nanotube = 1: 1, the entire deposition rate was 0.5 nm / s, and deposition was performed so that the entire film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

2. Performance Evaluation The obtained element No. With respect to 1 to 5 and comparative element A, the following performance was evaluated at room temperature in a nitrogen atmosphere.
1) the drive voltage in the evaluation items and the constant current, and EL light emission luminance current density 25mA / cm ² at the drive voltage (V), and to measure the emission luminance (cd / ^{m 2).}
-Driving durability In continuous driving at a current density of 25 mA / cm ² , the time until the emission luminance was reduced by half from the initial luminance was measured.

2) Evaluation results The results obtained are shown in Table 1.

  Element No. of the present invention. In Nos. 1 to 5, the driving power and the light emission luminance were the same as those of the comparative element A, but the driving durability was particularly improved.

Example 2
1. Production of Organic EL Element The following top emission type organic electroluminescence element was produced.
A glass plate having a thickness of 0.7 mm and a square of 2.5 cm was used as a substrate, and the following heat transfer layer was provided on the surface.

<Element No. of the present invention. 11: Heat transfer layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and carbon>
Prepared as follows.
The molecules A and B were vacuum-deposited by resistance heating, and the carbon was vacuum-deposited by applying current to the carbon rod. The deposition rate of each material was set to molecule A: molecule B: carbon = 1: 1: 2, the entire deposition rate was 1 nm / s, and deposition was performed so that the total film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Element No. of the present invention. 12: Heat transfer layer containing polyurea and carbon>
Prepared as follows.
Element No. The molecule No. 11 is 4,4′-Diphenylmethane Diisocyanate, the molecule B is 1,3-Di-4-piperidylpropane, and the element no. The film was formed under the same conditions as in 1.

<Element No. of the present invention. 13: Heat transfer layer containing polyurethane and carbon>
Prepared as follows.
Element No. 11, the molecule A is 4,4′-Diphenylmethane Diisocyanate, the molecule B is 1,3-Di-4-hydroxycyclopropylene, and the element NO. The film was formed under the same conditions as in 1. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Element No. of the present invention. 14: Heat transfer layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and fullerene C-60>
Prepared as follows.
Molecules A, B, and C-60 were vacuum deposited by resistance heating. The deposition rate of each material was set to molecule A: molecule B: C-60 = 1: 1: 2, the deposition rate was 1 nm / s, and deposition was performed so that the total film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Element No. of the present invention. 15: Protective layer containing co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and carbon nanotubes>
Prepared as follows.
Molecules A, B, and carbon nanotubes were vacuum deposited by resistance heating. Deposition was performed so that the deposition rate of each material was molecule A: molecule B: carbon nanotube = 1: 1: 2, the entire deposition rate was nm / s, and the entire film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

<Comparative Element No. B: Element No. of the present invention. 11 is a protective layer containing a co-polymerized polymer of bisphenol A diglycidyl ether (molecule A) and aminoethylbenzene (molecule B) and not containing carbon>
Prepared as follows.
The molecules A and B were vacuum deposited by resistance heating. The deposition rate of each material was set to molecule A: molecule B: carbon nanotube = 1: 1, the entire deposition rate was 0.5 nm / s, and deposition was performed so that the entire film thickness was 10 μm. After vapor deposition, the polymerization reaction was accelerated by heating at 60 ° C. for 10 hours in a nitrogen atmosphere.

On the heat transfer layer of the substrate, aluminum was deposited as a reflective layer to a thickness of 100 nm by a resistance heating vacuum deposition method, and then a resin layer (acrylic resin) was provided to a thickness of 2000 nm by a spin coating method.
Further, an ITO film having a thickness of 150 nm was formed as an anode by argon sputtering and formed into a width of 2 mm by etching.
On top of this, all of the following functional layers were sequentially provided by a resistance heating vacuum deposition method.
Functional layer: 170 nm 2-TNATA layer / 10 nm NPD layer / 50 nm Alq ₃ layer / 0.5 nm LiF layer A 1.5 nm Al and 15 nm Ag layer as a second electrode (cathode) is resisted. It vapor-deposited by the heating type vacuum vapor deposition method.

2. Performance Evaluation The obtained element No. About 11-15 and the comparative element B, the performance was evaluated in the same manner as in Example 1.

  Element No. of the present invention. In Nos. 11 to 15, the driving power and the emission luminance were the same as those of the comparative element B, but the driving durability was particularly improved.

Example 3
1. Preparation of organic EL device Device No. 1 of the present invention in Example 1. 1, the following heat dissipation layer containing a ceramic material was further provided on the protective layer.
Heat release layer: Al ₂ O ₃ film, film thickness 2 μm, formed by sputtering.

2. Performance Evaluation EL drive voltage and light emission brightness are the same as for element No. The driving durability was equivalent to the element No. 1 without the ceramic material film. It improved to 242 hours from 210 hours of 1.

Claims (15)

  An organic electroluminescent element having a pair of electrodes and an organic compound layer including at least one light emitting layer sandwiched between the electrodes, and at least one of the electrodes being a transparent electrode for extracting light. The organic electroluminescence device has a heat transfer layer on the surface side from which light is not extracted, and the heat transfer layer contains at least a heat conductive material and a vapor-deposition polymerized polymer of at least two monomers. Electroluminescent device.   The organic electroluminescent element according to claim 1, wherein the heat conductive material is a black carbon material.   The vapor-deposition polymerization polymer is formed on a surface side of the organic electroluminescence device that does not extract light by a chemical reaction by heating and evaporating the at least two kinds of monomers in a vacuum. Item 3. The organic electroluminescent device according to Item 1 or 2.   The organic electroluminescent device according to claim 3, wherein the chemical reaction is a chemical reaction that does not generate water.   The organic electroluminescence device according to claim 4, wherein the chemical reaction that does not generate water is a reaction that forms an ether bond, a urea bond, a urethane bond, or an imide bond.   6. The organic according to claim 1, wherein the two types of monomers are at least two monomers having an epoxy group or cyano group in the molecule and a monomer having an amino group. Electroluminescent device.   The organic electroluminescent element according to claim 1, wherein the vapor-deposited polymer is an epoxy polymer, polyurea, or polyurethane.   The organic electroluminescent element according to claim 1, further comprising a heat dissipation layer adjacent to the heat transfer layer.   The organic electroluminescent element according to claim 8, wherein the heat dissipation layer contains a ceramic material.   The organic electroluminescent device according to claim 9, wherein the ceramic material contains alumina or zirconia.   Production of an organic electroluminescent device having a pair of electrodes and an organic compound layer including at least one light emitting layer sandwiched between the electrodes, and at least one of the electrodes being a transparent electrode for extracting light A surface of the organic electroluminescent device that does not extract light from the surface of the organic electroluminescent device, wherein at least a heat conductive material and at least two types of monomers are evaporated and polymerized by a chemical reaction. The manufacturing method of the organic electroluminescent element characterized by having the process of forming the heat-conducting layer containing a heat conductive material and vapor deposition polymerization polymer in the side.   12. The method of manufacturing an organic electroluminescent element according to claim 11, wherein the step of forming the heat transfer layer includes at least a step of evaporating the heat conducting material and a step of evaporating the two kinds of monomers independently. Method.   A step of evaporating each of the two types of monomers independently, wherein at least one of the two types of monomers has the heat conductive material mixed in advance, and the heat conductive material is deposited along with the deposition of the monomer. The manufacturing method of the organic electroluminescent element according to claim 11.   The method of manufacturing an organic electroluminescent element according to any one of claims 11 to 13, wherein the chemical reaction is an epoxy group forming reaction, a urethane bond forming reaction, or a urea bond forming reaction.   15. One of the two kinds of monomers is a monomer having at least two epoxy groups or cyano groups in the molecule, and the other is a monomer having an amino group. The manufacturing method of the organic electroluminescent element as described in a term.