WO2007099778A1

WO2007099778A1 - Light-emitting device

Info

Publication number: WO2007099778A1
Application number: PCT/JP2007/052723
Authority: WO
Inventors: Yoshinobu Ono
Original assignee: Sumitomo Chemical Company, Limited
Priority date: 2006-02-24
Filing date: 2007-02-15
Publication date: 2007-09-07
Also published as: TW200746411A

Abstract

A light-emitting device comprises positive and negative electrodes, at least one light-emitting layer including an organic material and sandwiched between the positive and negative electrodes, and at least two pixels made up of elements that emit light by having a current flow between the electrodes. All of the pixels are formed on or above an identical substrate. At least one of the electrodes of each pixel is independently connected to a drive circuit by pixel, and an applied voltage or current can be independently controlled. In each of the pixels, when the minimum distance between adjacent pixels is denoted by L1 and the maximum pixel width is denoted by L2, the light-emitting device meets the inequalities of L1 × n ≥ L2 (where, n is a number greater than or equal to 0.1 and less than or equal to 3) and L2 ≤ 100 µm.

Description

Specification

Light emitting device

Technical field

[0001] The present invention relates to a light emitting device having a light emitting layer containing an organic substance, and more specifically, a light emitting device having two or more pixels capable of independently controlling an applied voltage (or current) (eg, ONZOFF control). Relates to the device.

Background art

In recent years, an organic electoluminescence device having a two-layer structure in which an organic fluorescent dye is used as a light-emitting layer and an organic charge transport compound used in electrophotographic photoreceptors or the like is laminated (hereinafter referred to as “electroluminescent port luminescence device”) (Sometimes referred to as organic EL elements) (Patent Document 1). Compared to conventional inorganic EL elements, organic EL elements have low voltage drive and high brightness, and can easily emit light of many colors. Many attempts have been reported on dyes and organic charge transport compounds (Non-patent Documents 1 and 2).

[0003] In addition, polymer light-emitting devices (hereinafter sometimes referred to as polymer LEDs) using high-molecular-weight light-emitting materials (hereinafter referred to as polymer phosphors) are disclosed in Patent Documents 2 and 3. It is disclosed in Reference 3.

In Patent Document 2, a poly (p-phenolene-ylene) converted to a conjugated polymer by forming a film of a soluble precursor on an electrode and performing heat treatment (hereinafter sometimes referred to as PPV). It is disclosed that a thin film can be obtained and a device using the same.

Patent Document 3 discloses a conjugated polymer that is itself soluble in a solvent and does not require heat treatment. Non-Patent Document 3 also discloses a high-molecular phosphor soluble in a solvent and a polymer LED prepared using the same.

[0004] Polymer phosphors used in these polymer LEDs include polyfluorene (Non-patent document 4), polyparaphenylene derivatives (Non-patent document 5), in addition to the above poly (p-phenylenediamine). ) Etc. are disclosed.

[0005] As described above, the polymer LED uses a polymer fluorescent substance that is soluble in a solvent, and can easily form a light emitting layer by coating, so compared with the case of depositing a low molecular phosphor. do it, It has a feature that it is advantageous for large area and low cost.

[0006] Further, as a light-emitting material used for a light-emitting layer of a light-emitting element, a material that emits light from a triplet excited state (phosphorescence) is also known. As such materials, in addition to low molecular materials, high molecular light emitting materials (hereinafter sometimes referred to as triplet polymer light emitting materials) are also known.

[0007] Conventional light-emitting elements such as organic EL elements, inorganic EL elements, semiconductor lasers, and inorganic LEDs (light-emitting diodes) are often used for display applications. In the case of a dot matrix element in which electrodes are combined in a grid pattern so that each pixel can be controlled independently, a plurality of pixels are connected to the drive circuit by the same electrode. In addition, a device that displays a number or a character by arranging a plurality of light emitting segments is known.

[0008] In addition, an optical system using a semiconductor laser and an optical system in which a mirror and a lens are combined are arranged to draw an image on a photoconductor, and an inorganic LED is wired. Several devices have been developed to form an image using LED arrays arranged in a row.

[0009] In an image forming apparatus using a semiconductor laser, it is difficult to reduce the size because it is necessary to dispose an optical system and mechanically drive it. In addition, when an LED array is used, it is necessary to arrange a plurality of LED chips, and there is a problem in that the image quality is deteriorated due to misalignment and variations in characteristics of the LED chips.

An electrophotographic image forming apparatus using an organic EL element as a light source was reported by Oki Electric Industry in 1996 (Patent Documents 4 and 5). By using an organic EL element as a light source, a light-emitting element array can be formed at a time, which is expected to reduce the size and price. After that, there are several reports on optical printer heads (Patent Document 6, 7).

[0011] In addition, it is reported that it is effective to limit the size of the dark spot in the initial state in order to reduce the influence of the dark spot which is a practical problem (Patent Document 8). However, a device having sufficient characteristics for practical use has not yet been realized. Patent Document 1: Japanese Patent Application Laid-Open No. 59-194393

Patent Document 2: Published specification of WO9013148

Patent Document 3: Japanese Patent Laid-Open No. 3-244630 Patent Document 4: JP-A-8-48052

Patent Document 5: JP-A-8-244272

Patent Document 6: Japanese Patent Laid-Open No. 2001-246780

Patent Document 7: Japanese Unexamined Patent Application Publication No. 2002-19177

Patent Document 8: Japanese Patent Application Laid-Open No. 2004-227975

[0013] Non-Patent Document 1: Japanese 'Journal' of 'Applied' Physics (Jpn. J. Appl. Phys .; pp. 27, L269 (1988)

Non-Patent Document 2: Journal 'Ob' Applied 'Phys. (J. Appl. Phys.) 65, 3610 (1989)

Non-Patent Document 3: Applied 'Physics' Letters (Appl. Phys. Lett.), Vol. 58, 198, p. 2 (1991)

Non-patent document 4: Japanese 'Journal' of 'Applied' Physics (Jpn. J. Appl. Phys .;) 30th page, L1941 (1991)

Non-Patent Document 5: Advanced 'Materials (Adv. Mater.) Vol. 4, p. 36 (1992) Disclosure of the Invention

Problems to be solved by the invention

[0014] However, in the conventionally known device! / The device that emits light with high luminance, when a large current is applied, a sufficient life span due to the influence of heat generation and large luminance reduction cannot be obtained.

An object of the present invention is to provide a light emitting device having an organic EL element as a light source and having a small size and sufficient durability.

Means for solving the problem

As a result of intensive studies to solve the above-mentioned problems, the present inventors have made the pixel layout, the shape of the pixel, the condensing characteristic of the condensing functional element constituting the image forming apparatus, etc. specific. It was found that the durability can be greatly improved.

The invention's effect

By using the light-emitting device of the present invention, an electrophotographic image forming apparatus or an image recording apparatus that is small and has sufficient durability and is inexpensive can be obtained. BEST MODE FOR CARRYING OUT THE INVENTION

Embodiments of the present invention will be described below.

The present invention is as follows.

(1) In a light-emitting device having an anode and a cathode, and a light-emitting layer including at least one organic substance sandwiched between them, and having two or more pixels having elemental power that emits light by passing a current between the electrodes. All pixels are formed on or above the same substrate, and at least one of the electrode electrodes of each pixel is connected to the drive circuit independently for each pixel, and the applied voltage or current can be controlled independently. If the minimum value of the interval between adjacent pixels is L and the maximum pixel width is L, then LX n≥L (where n is 0.1 or more and 3

1 2 1 2

It represents the following number. The above-mentioned light emission characterized by having a bracket of 100 m or less

2

apparatus.

(2) The light emitting device according to (1), wherein n represents a number of 0.1 or more and 2 or less.

(3) The light emitting device according to (1) or (2), wherein the L force is less than 100 m.

2

(4) The light-emitting element array force in which the light-emitting devices are arranged linearly, and the size of each pixel is greater in the length in the direction perpendicular to the straight line than in the length in the linear direction. The light-emitting device according to any one of 1).

(5) Any of the above (1) to (4), wherein a light receiving element that functions by receiving the light emitted from the pixel is further disposed relative to the surface of the pixel, and operates as an image forming apparatus. The light emitting device according to one item.

(6) The image forming apparatus operates as an image forming apparatus having a light condensing element having a function of condensing light emitted from the pixel on the light receiving element between the pixel and the light receiving element opposite to the pixel (5). ) The light emitting device described.

(7) The light emitting device according to (6), wherein the light condensing function of the light condensing element has a function of condensing light mainly in a plane perpendicular to the linear direction of the light emitting element array.

(8) The light emitting device according to any one of (1) to (7), wherein at least one of the organic substances contained in the light emitting layer is a phosphorescent compound.

(9) At least one of the organic substances contained in the light-emitting layer is a polymer compound containing one or more repeating units represented by formula (1). In one paragraph The light emitting device.

Ar ... hi)

1

[Where Ar is an arylene group, a divalent heterocyclic compound group or a divalent aromatic amine group;

1

A group selected from the group consisting of: ]

(10) The light-emitting device according to any one of (1) to (9), wherein at least one of the organic substances contained in the light-emitting layer is a fluorescent compound.

(11) In the method for manufacturing a light-emitting device according to any one of (1) to (10), the light-emitting layer containing the organic substance is applied to a solution containing a light-emitting material on or above the substrate. The said manufacturing method including forming by.

[0018] A light emitting device of the present invention has a light emitting layer containing at least one organic substance sandwiched between an anode and a cathode, and a pixel having element power that emits light by passing a current between the electrodes. Has two or more (Figure 1). All pixels are formed on or above the same substrate.

The substrate is a member having a surface on which pixels serving as the organic EL element force used in the light emitting part of the light emitting device of the present invention can be formed, and may be any member as long as the surface is flat in a region larger than the pixel size. . Materials that can form organic EL elements such as glass, plastic, Si, and metal can be used. Examples of the shape include a plate shape and a rod shape. In the case of a plate shape, the shape may be flat or curved. Specific examples of the substrate include a glass plate, a plastic plate, a plastic film, Si Ueno, and a metal foil.

Here, a pixel is a minimum unit for forming an image. In the light emitting device of the present invention, an applied voltage (or current) for light emission is controlled independently (for example, ONZOFF). The part of the light emitting element that can be controlled).

There are two or more pixels, and their arrangement may be a straight line or a plurality of columns may be arranged in parallel.

All pixels are on or above the same substrate. Here, “the pixel is above the substrate” means that another layer may exist between the organic EL element that forms the pixel and the substrate as long as the heat conduction is not hindered! To do.

[0020] In the light emitting device, at least one electrode force among the electrodes of each pixel Independently connected to the drive circuit, the applied voltage (or current) can be controlled independently (eg, ONZO FF control) (Fig. 2). The drive circuit has the function of switching between energized and de-energized states, and it may be a simple ONZOFF-only switch function, but it may be capable of switching voltage (or current) in multiple stages. As the waveform of the voltage (or current) to be applied, a force such as a rectangular wave, a triangular wave, a sine wave, or a pulse wave of any shape can be selected as appropriate.

[0021] Further, in each pixel, the minimum value of the interval between adjacent pixels is L, and the maximum width of the pixel is L

1 2 then L X n≥L [where n represents a number between 0.1 and 3 inclusive. ] (Fig. 3). here,

1 2

The minimum value of the distance between adjacent pixels refers to the smallest value of the distances between adjacent pixels. The maximum width of a pixel means the length of the longer side in the case of a rectangle, the diameter in the case of a circle, and the length of the largest possible portion in other shapes.

The pixel pitch (periphery) is a factor that directly determines the resolution, and is therefore determined at the device design stage. A light-emitting device with higher brightness is required under the limitation of the pixel pitch. However, the organic EL element has a property that the lifetime is shortened when driven at high brightness. Selection is required.

The above conditional expression states that the interval L between pixels is not less than 1 / n of the pixel size L.

1 2

It is a condition. When the value of n is large, the interval between pixels can be reduced. The ratio of the area occupied by the pixels on or above the substrate is increased, and the amount of light per unit area is increased, but the generated heat is released. It becomes difficult. Further, if n is small, it is advantageous for heat dissipation, but the light intensity becomes small, so that a light-sensitive part with higher sensitivity is required, or the resolution of the formed image is lowered. However, the resolution can be substantially increased by arranging a plurality of pixel rows in parallel.

The range of n is a number from 0.1 to 3, preferably from 0.1 to 2.5, more preferably from 0.1 to 2, more preferably from 0.3 to 2. Is the number of It is preferable that the pixel interval is regularly constant.

The value of n in the above conditional expression can be changed as appropriate according to the use of the light emitting device. For example, in applications such as a scanner, the range force of 0.1 ≤ η <1 is usually n. Selected, in this case always L> L. Also, for example, for copying machines, printers, etc.

1 2

て For this reason, the value of the range force n usually 1≤n≤3 is selected.

[0023] If the size of the pixel is large, it is disadvantageous for heat dissipation during light emission. If the pixel is too small, a sufficient amount of light can be output. Therefore, the maximum width of the pixel is 100 m or less, preferably less than 100 μm, more preferably 10 μm or more and 50 μm or less. In order to form or record an image, it is necessary to dispose an element that receives light emitted from the pixel and functions so as to face the pixel surface of the light emitting unit. In the electrophotographic system, by arranging a photosensitive drum or the like, it is possible to form an image depending on the presence or absence of surface charge and to print using toner. In addition, by receiving light from the pixel with a light receiving element such as a CCD, it can be directly converted into electronic information.

[0024] The light emitting device of the present invention is preferably used with an average light emission luminance of 5, OOOcd / m ² or more during pixel light emission. For normal display applications, it is often used with a lower average emission luminance. However, the light-emitting device of the present invention does not assume a method of direct viewing with the naked eye, and appropriately emits light when necessary with high luminance. It is important to let

As one embodiment of the light emitting device, (1) a light receiving element that functions by receiving light emitted from the pixel is arranged relative to the surface of the pixel, and operates as an image forming device. And (2) an apparatus that operates as an image forming apparatus having a function of condensing the light emitted by the pixel on the light receiving element between the pixel and the light receiving element opposite to the pixel.

As shown in FIG. 7, a pixel is formed that includes a light-emitting element array in which light-emitting elements are arranged in a straight line, a light-receiving device such as a photosensitive drum, and a light-collecting element that is located between them and has a light-collecting function. In the case of an apparatus, in addition to the layout of the light emitting element described above, the problem of brightness and life can be solved by selecting the shape of the light emitting element. In other words, when using an element whose condensing function by the condensing element is mainly expressed in a plane perpendicular to the linear direction of the light emitting element array, the light from the rectangular light emitting unit is condensed to receive the light receiving element. Since it can be shaped like a circle or a square on the surface, light can be emitted in a larger area than in the case of a square light emitting element, and a greater light intensity can be utilized on the surface of the light receiving unit (see FIG. 8).

As the shape of the light emitting element, each pixel of the light emitting element array in which the light emitting elements are arranged linearly It is preferable that the size of the length is larger in the length (T2) in the direction perpendicular to the linear direction than in the length in the linear direction (T1) (T1 <T2) (Fig. 4). The ratio between Τ2 and T1 depends on the light condensing function of the lens, but the preferred range is approximately 1 or more and 10 or less.

[0025] In order to perform image formation at a sufficiently high speed, for example, ONZOFF of light emission needs to be switched at a sufficiently high speed. If the switching level is slow or the OFF level is not low enough due to afterglow, the image will be unclear. It is preferable that the ONZOFF switching force can be done in less than 100 μs U.

[0026] The light emitting device of the present invention preferably has at least one peak in the visible region in the emission spectrum. Although it can be selected as appropriate in relation to the sensitivity of the light receiving unit, if the emission spectrum is shifted to the short wavelength side, the drive voltage becomes high, or if it is immediately shifted to the long wavelength side. This is not preferable because the light emission efficiency tends to be low.

Next, the organic EL element used for the light emitting part of the light emitting device of the present invention will be described. The structure of the organic EL device of the present invention has a light emitting layer between a pair of positive and negative electrodes, at least one of which is transparent or translucent. ) Is contained in the light emitting layer.

In the organic EL element, examples of the layer other than the cathode, the anode and the light emitting layer include those provided between the cathode and the light emitting layer, and those provided between the anode and the light emitting layer.

Examples of the material provided between the cathode and the light emitting layer include an electron injection layer, an electron transport layer, and a hole blocking layer.

For example, when only one layer is provided between the cathode and the light emitting layer, it is an electron injection layer, and when two or more layers are provided between the cathode and the light emitting layer, the layer in contact with the cathode is the electron injection layer, and the other layers Is called an electron transport layer.

[0029] The electron injection layer is a layer having a function of improving electron injection efficiency from the cathode, and the electron transport layer has a function of improving electron injection efficiency from the electron injection layer or the electron transport layer closer to the cathode. Is a layer.

[0030] When the electron injection layer or the electron transport layer has a function of blocking hole transport, these layers may be referred to as a hole blocking layer.

Having the function of blocking hole transport is, for example, an element that allows only hole current to flow. It is possible to confirm the effect of making a child and blocking it by reducing the current value.

[0031] Examples of the material provided between the anode and the light emitting layer include a hole injection layer, a hole transport layer, and an electron block layer.

When only one layer is provided between the anode and the light emitting layer, it is a hole injection layer. When two or more layers are provided between the anode and the light emitting layer, the layer in contact with the anode is the hole injection layer. The layer is referred to as a hole transport layer. The hole injection layer is a layer having a function of improving the hole injection efficiency of the cathode cover. The hole transport layer is a positive hole from the hole injection layer or the hole transport layer closer to the anode. This layer has a function of improving the injection efficiency. In addition, when the hole injection layer or the hole transport layer has a function of blocking electron transport, these layers may be referred to as an electron block layer.

Having the function of blocking electron transport makes it possible, for example, to produce an element that allows only electron current to flow and confirm the blocking effect by reducing the current value.

[0032] Further, as the organic EL element used in the light emitting part of the light emitting device of the present invention, an organic EL element in which an electron transport layer is provided between the cathode and the light emitting layer, and a positive electrode between the anode and the light emitting layer. Examples thereof include an organic EL device provided with a hole transport layer, an organic EL device provided with an electron transport layer between the cathode and the light emitting layer, and a hole transport layer provided between the anode and the light emitting layer.

For example, the following structures a) to d) are specifically exemplified.

a) Anode Z Light emitting layer Z cathode

b) Anode Z hole transport layer Z light emitting layer Z cathode

c) Anode Z light emitting layer Z electron transport layer Z cathode

d) Anode Z hole transport layer Z light emitting layer Z electron transport layer Z cathode

(Here, Z indicates that each layer is laminated adjacently. The same shall apply hereinafter.)

[0033] Here, the light emitting layer is a layer having a function of emitting light, the hole transporting layer is a layer having a function of transporting holes, and the electron transporting layer is a function of transporting electrons. It is a layer which has. The electron transport layer and the hole transport layer are collectively referred to as a charge transport layer.

Two or more light emitting layers, hole transport layers, and electron transport layers may be used independently.

[0034] Of the charge transport layers provided adjacent to the electrode, those having a function of improving the charge injection efficiency from the electrode and having the effect of lowering the driving voltage of the element are in particular the charge injection layer ( It may be generally called a hole injection layer or an electron injection layer.

[0035] Further, in order to improve the adhesion with the electrode and the improvement of charge injection such as electrode force, the charge injection layer or an insulating layer having a thickness of 2 nm or less may be provided adjacent to the electrode. Insert a thin buffer layer at the interface between the charge transport layer and the light-emitting layer to improve interfacial adhesion and prevent mixing.

The order and number of layers to be laminated, and the thickness of each layer can be appropriately used in consideration of the light emission efficiency and the element lifetime.

In the present invention, the organic EL device provided with the charge injection layer (electron injection layer, hole injection layer) is adjacent to the organic EL device provided with the charge injection layer adjacent to the cathode and the anode. Organic EL devices with a charge injection layer.

For example, the following structures e) to p) are specifically mentioned.

e) Anode Z Charge injection layer Z Light emitting layer Z Cathode

f) Anode Z light emitting layer Z charge injection layer Z cathode

g) Anode Z charge injection layer Z light emitting layer Z charge injection layer Z cathode

h) Anode Z Charge injection layer Z Hole transport layer Z Light emitting layer Z Cathode

i) Anode Z hole transport layer Z light emitting layer Z charge injection layer Z cathode

j) Anode Z charge injection layer Z hole transport layer Z light emitting layer Z charge injection layer Z cathode

k) Anode Z charge injection layer Z light emitting layer Z charge transport layer Z cathode

1) Anode Z Light emitting layer Z Electron transport layer Z Charge injection layer Z Cathode

m) Anode Z charge injection layer Z light emitting layer Z electron transport layer Z charge injection layer Z cathode

n) Anode Z Charge injection layer Z Hole transport layer Z Light emitting layer Z Charge transport layer Z Cathode

o) Anode Z hole transport layer Z light emitting layer Z electron transport layer Z charge injection layer Z cathode

P) Anode Z Charge injection layer Z Hole transport layer Z Light emitting layer Z Electron transport layer Z Charge injection layer Z Cathode

[0037] Specific examples of the charge injection layer include a layer containing a conductive polymer, a hole transport material provided between the anode and the hole transport layer, provided between the anode and the hole transport layer. Between the negative electrode material and the electron transport material contained in the electron transport layer, and is provided between the cathode and the electron transport layer. Examples include a layer containing a material. [0038] When the charge injection layer is a layer containing an electric conductive polymer, the electric conductivity of the conducting polymer, leakage between the preferred instrument emitting pixel is at 10 ³ SZcm inclusive 10- ⁵ SZcm in order to reduce the current is, 10- ⁵ S / cm or more 10 ² S / cm or less and more preferably fixture 10 ^"5 S / cm or higher lC S / cm and more preferably less.

Typically the electrical conductivity of the conducting polymer in order to more than 10- ⁵ SZcm least 10 ³ SZcm, a suitable amount of ions are doped into the conducting polymer.

[0039] The kind of ions to be doped is an anion for the hole injection layer and a cation for the electron injection layer. Examples of cation include polystyrene sulfonate ion, alkylbenzene sulfonate ion, camphor sulfonate ion, etc., and examples of cation include lithium ion, sodium ion, potassium ion, tetraptyl ammonium ion, etc. Is exemplified.

The thickness of the charge injection layer is, for example, 1 nm to 100 nm, and preferably 2 nm to 50 nm.

[0040] The material used for the charge injection layer may be appropriately selected depending on the electrode and the material of the adjacent layer. Polyarine and its derivatives, polythiophene and its derivatives, polypyrrole and its derivatives, polyphenylene bilene And its derivatives, poly-ethylene biylene and its derivatives, polyquinoline and its derivatives, polyquinoxaline and its derivatives, conductive polymers such as polymers containing an aromatic amine structure in the main chain or side chain, metal phthalocyanine ( Examples thereof include copper phthalocyanine) and carbon.

[0041] The insulating layer having a thickness of 2 nm or less has a function of facilitating charge injection. Examples of the material for the insulating layer include metal fluorides, metal oxides, and organic insulating materials. As an organic EL element having an insulating layer having a thickness of 2 nm or less, an organic EL element having an insulating layer having a thickness of 2 nm or less adjacent to the cathode and an insulating layer having a thickness of 2 nm or less adjacent to the anode are provided. Organic EL elements.

[0042] Specific examples include the following structures q) to ab).

q) Anode Z thickness 2nm or less insulating layer Z light emitting layer Z cathode

r) Anode Z Light emitting layer Z Insulating layer with a thickness of 2 nm or less Z cathode

s) Anode Z film thickness 2 nm or less insulation layer Z light-emitting layer Z film thickness 2 nm or less insulation layer Z cathode t) Anode Z thickness 2nm or less insulating layer Z hole transport layer Z light emitting layer Z cathode

u) Anode Z Hole transport layer Z Light emitting layer Z Insulating layer with a thickness of 2 nm or less Z cathode

V) Anode Z film thickness 2 nm or less insulation layer Z hole transport layer Z light-emitting layer Z film thickness 2 nm or less insulation layer Z cathode

w) Anode Z thickness 2nm or less insulating layer Z light emitting layer Z electron transport layer Z cathode

X) Anode Z Light emitting layer Z Electron transport layer Z Insulating layer with a thickness of 2 nm or less Z Cathode

y) Anode Z Insulating layer with a thickness of 2 nm or less Z Light emitting layer Z Electron transport layer Z Insulating layer with a thickness of 2 nm or less Z cathode

z) Anode Z film thickness 2nm or less insulating layer Z hole transport layer Z light emitting layer Z electron transport layer Z cathode aa) Anode Z hole transport layer Z light emitting layer Z electron transport layer Z film thickness 2nm or less insulating layer Z cathode ab) Anode Z Insulating layer with a film thickness of 2 nm or less Z Hole transport layer Z Light emitting layer Z Electron transport layer Z Insulating layer with a film thickness of 2 nm or less Z Cathode

[0043] By using these organic solvent-soluble polymer phosphors in the production of an organic EL device, when forming a film with a solution force, simply removing the solvent by drying after coating this solution. In addition, the same technique can be applied to the case where a charge transport material or a light emitting material is mixed, which is very advantageous in production.

[0044] The film forming methods of the solution force method include spin coating, nozzle coating, casting, micro gravure coating, gravure coating, bar coating, roll coating, wire bar coating, dip coating. Coating methods such as a spray coating method, a screen printing method, a flexographic printing method, an offset printing method, an ink jet printing method, a slit coating method, a chiral coat method, a dispenser method, and a micro dispenser method can be used. Printing methods such as screen printing, freso printing, offset printing, and inkjet printing are preferred because they allow easy pattern formation and multi-color coating.

[0045] When a thin film is laminated using a solution, it is necessary that the layer in contact with the solution is not dissolved by the solution used. Therefore, when the solution force is also laminated by the above method, an appropriate solvent type is selected so that the layer in contact with the solution force solution used for forming the thin film does not melt, or the layer in contact with the solution by photocrosslinking or thermal crosslinking. An example is a method of insolubilizing and then stacking with a solution. [0046] As a solution (ink composition) used in the printing method or the like, a hole transport material, an electron transport material, and a light emitting material may be used in addition to the polymer phosphor as long as at least one kind of polymer phosphor is contained. In addition, additives such as a solvent and a stabilizer may be included.

The viscosity of the ink composition varies depending on the printing method.When the ink composition passes through the discharge device such as the inkjet printing method, the viscosity is 25 to 25 ° C to prevent clogging and flight bending during discharge. A range of 20 mPa's is preferred, and a range of 5-20 mPa's is more preferred. A range of 7-20 mPa's is even more preferred.

[0047] The solution (ink composition) used in the printing method or the like may contain an additive for adjusting viscosity and Z or surface tension in addition to the polymer compound. As the additive, a high molecular weight polymer compound (thickener) for increasing the viscosity, a poor solvent, a low molecular weight compound for decreasing the viscosity, a surfactant for decreasing the surface tension, and the like are appropriately combined. Use it.

[0048] The high molecular weight polymer compound may be any compound that is soluble in the same solvent as the polymer compound of the present invention and does not inhibit light emission or charge transport. For example, high molecular weight polystyrene, polymethyl methacrylate, or a high molecular weight compound of the present invention can be used. The weight average molecular weight in terms of polystyrene is preferably 500,000 or more, more preferably 1,000,000 or more.

[0049] A poor solvent can also be used as a thickener. That is, the viscosity can be increased by adding a small amount of a poor solvent for the solid content in the solution. When a poor solvent is added for this purpose, the type and amount of the solvent should be selected as long as the solid content in the solution does not precipitate. Considering the stability during storage, the amount of the poor solvent is preferably 50 wt% or less, more preferably 30 wt% or less with respect to the whole solution.

[0050] The solution of the present invention may contain an antioxidant in order to improve storage stability. Examples of the antioxidant are those that are soluble in the same solvent as the polymeric fluorescent substance and that do not inhibit light emission and charge transport, such as phenol-based antioxidants and phosphorus-based antioxidants. The

[0051] The solvent used is not particularly limited, but is a material other than the solvent constituting the ink composition. That can dissolve or uniformly disperse

As the solvent, chloro solvents such as chloroform, methylene chloride, 1,2-dichloroethane, 1,1,2-trichloroethane, benzene, o-dichlorobenzene, ethers such as tetrahydrofuran, dioxane, and azole. Aromatics such as toluene, xylene, ethylbenzene, dimethylbenzene, trimethylbenzene, n-propylbenzene, isopropylbenzene, n-butylbenzene, isobutylbenzene, s-butylbenzene, ethoxybenzene, cyclohexylbenzene, 1-methylnaphthalene, etc. Group hydrocarbon solvents, cyclohexane, methylcyclohexane, n-pentane, n-xane, n-heptane, n-octane, n-nonane, n-decane, bicyclohexyl, n-butylcyclohexane, n-xylcyclo Aliphatics such as hexane and bicyclohexyl Hydrofluoric solvents, acetone, methyl ethenoleketone, cyclohexanone, benzophenone, acetophenone, cyclohexenole clohexanone, 2 provircyclohexanone, 2 heptanone, 3 heptanone, 4 heptanone, 2-octanone, 2-nonanone , 2-decanone, dicyclohexylketone Bisketone Ketone solvent such as hexyl, ester solvent such as ethyl acetate, butyl acetate, ethyl cellosolvate, methyl benzoate, phenyl acetate, ethylene glycol , Ethylene glycol monobutino oleate, ethylene glycol mono ethino enoate, ethylene glycol monomethyl ether, dimethoxyethane, propylene glycol, diethoxy methane, triethylene glycol monoethyl ether, glycerin, 1, 2 Polyhydric alcohols such as hexanediol and its derivatives, alcohol solvents such as methanol, ethanol, propanol, isopropanol, cyclohexanol, sulfoxide solvents such as dimethyl sulfoxide, N-methyl-2-pyrrolidone, N, N dimethyl Examples include amide solvents such as formamide.

These organic solvents can be used alone or in combination.

Among these, aromatic hydrocarbon solvents, aliphatic hydrocarbon solvents, ester solvents, ketone solvents are used from the viewpoint of solubility of polymer compounds, uniformity during film formation, viscosity characteristics, and the like. Preferred toluene, xylene, ethylbenzene, jetylbenzene, trimethylbenzene, n-propylbenzene, isopropylbenzene, n-butynolebenzene, isobutylbenzene, s-butylbenzene, anisole, ethoxybenzene, 1-methylnaphthalene , Cyclohexane, cyclohexanone, cyclohexenolebenzene, bicyclohexyl, cyclohexenolecyclohexanone, n-heptinorecyclohexane, n-hexenorecyclohexane, 2 propinorecyclohexanone, 2 heptanone, 3 heptanone 4, 4-heptanone, 2-octanone, 2-nonanone, 2-decanone, dicyclohexylenoketone, acetophenone, and benzophenone are more preferred.

[0053] The type of solvent in the solution is preferably 2 or more, more preferably 2 or 3 from the viewpoints of film-forming properties, device characteristics, and the like. It is even better to be.

If the solution contains two solvents, one of them may be in a solid state at 25 ° C. From the viewpoint of film formability, one kind of solvent is preferably a solvent having a boiling point of 180 ° C or higher, more preferably 200 ° C or higher. In addition, from the viewpoint of viscosity, it is preferable that 1 wt% or more of the aromatic polymer dissolves at 60 ° C in both of the two types of solvents. It is preferable that 1 wt% or more aromatic polymer is dissolved in C.

[0054] When two or more kinds of solvents are contained in the solution, from the viewpoint of viscosity and film formability, the solvent power with the highest boiling point is preferably 40 to 90 wt% of the weight of all the solvents in the solution. More preferably, it is 50 to 90 wt%, and more preferably 65 to 85 wt%.

[0055] In the light emitting device of the present invention, the light emitting layer may contain a known organic substance (organic light emitting material). The organic substance is a compound having fluorescence and Z or phosphorescence at room temperature, and may be a low molecule or a polymer. The organic compound contained in the light emitting layer is a compound having at least one kind of fluorescent compound or a compound having phosphorescence, or a polymer compound containing one or more types of repeating units represented by the formula (1) described later. Preferably there is.

[0056] Examples of phosphorescent compounds include iridium complexes and platinum complexes. As the low-molecular compound having fluorescence, known compounds can be used as appropriate.

In the case of a polymer compound, it is generally a compound having a polystyrene equivalent weight average molecular weight of 1000 or more. Examples are those having a repeating unit force represented by the following formula (1).

Ar · · · Formula (1) [Where Ar is an arylene group, a divalent heterocyclic compound group or a divalent aromatic amine group;

1

A group selected from the group consisting of: ]

[0057] Ar is an arylene group, a divalent heterocyclic compound group, and a divalent aromatic amine group.

1

Group power is the group chosen.

[0058] The arylene group is an atomic group obtained by removing two hydrogen atoms from an aromatic hydrocarbon, having a condensed ring, two or more independent benzene rings or condensed rings directly or beylene, etc. Also included are those bonded through the group of. The arylene group may have a substituent. The carbon number of the portion other than the substituent in the arylene group is usually about 6 to 60, preferably 6 to 20. Further, the total number of carbon atoms including the substituent of the arylene group is usually about 6 to: LOO. Examples of the arylene group include the formulas 1Α-1 to 1Α-20 shown below.

[0059] [Chemical 1]

1A-1 1A-2 1A-3 1A-

[0060] [Chemical 2]

1A-12 1A-13 1A-14

[0061] [Chemical 3]

R R R

1A-15

[0062] In Ar represented by the above formulas 1A-1 to 1A-20, R represents a hydrogen atom, a bond, or a bond.

1

Represents a substituent. Any two of the multiple R's represent bonds, and any one or more Represents a hydrogen atom. When there are a plurality of substituents represented by R, they may be the same or different. Ra represents a hydrogen atom or a substituent. When there are a plurality of substituents represented by Ra, they may be the same or different. When two Ras exist on the same atom, they may be combined to form an oxo group or thixo group, or may be bonded to each other to form a ring! /.

The substituent represented by R is a substituent on adjacent atoms, and may contain a hetero atom such as an oxygen atom, a sulfur atom, or a nitrogen atom. A ring or a 5- to 7-membered aromatic ring may be formed.

[0063] As the arylene group represented by Ar, among the above formulas 1Α-1 to 1Α-20, a phenylene group

1

(Formula 1A-1), Naphthalene diyl group (Formula 1Α-2), Anthracene diyl group (1Α-3), Dihydrophenanthrene diyl group (Formula 1A-10), Fluorene diyl group (Formula 1A-13), Inde Nonaphthalene diyl groups (Formula 1A-14), biphenylene groups (Formula 1A-15), and phthalene groups (Formula 1-18-16 to 18-18) are preferred. —1), naphthalene diyl group (formula 1A-2), dihydrophenanthrene diyl group (formula 1A-10), fluorene diyl group (formula 1A-13), indenonaphthalene diyl group (formula 1A-14), bif ヱAmong the more preferred are -len groups (Formula 1A-15) and terferene groups (Formula 1A-16: LA-18), phenylene groups (Formula 1A-1), naphthalene diyl groups (Formula 1A— 2), a fluorene diyl group (formula 1A-13) and an indenonaphthalene monodiyl group (formula 1A-14) are more preferred.

[0064] The divalent heterocyclic compound group is a remaining atomic group excluding two heterocyclic compound power hydrogen atoms, having a condensed ring, an independent monocyclic heterocyclic compound or two condensed rings. Those in which the above are bonded directly or through a group such as beylene are also included. Also included are those in which a heterocyclic compound and an aromatic hydrocarbon are bonded. The divalent heterocyclic compound group may have a substituent! /. Except for the substituents in the divalent heterocyclic compound group, the number of carbon atoms in the portion is usually about 4 to 60, preferably 2 to 20. Further, the total number of carbon atoms including the substituents of the divalent heterocyclic compound group is usually about 2 to 100. Here, a heterocyclic compound is an organic compound having a cyclic structure that contains heteroatoms such as oxygen, sulfur, nitrogen, phosphorus, and boron in which the elements constituting the ring are not only carbon atoms. Say. Examples of the divalent heterocyclic compound group include the following formulas 2A-1 to 2A-53 and 2A-101 to 2A-116. ) 6700

65400 OAV

CM

β-ma νε

[] 8900

Shop [] 6900

[§ 0

2A-106

2A-107 2A-10S 2A-109

[0071] [Chemical 10]

Ill 2A-112

2A-113 2A-114

2A-I1S 2A-116

[0072] In Ar represented by the above formulas 2A-l to 2A-53 and 2A-101 to 2A-116, R represents a hydrogen atom, a bond, or a substituent. Arbitrary two of plural Rs represent a bond, and any one or more of them represent a hydrogen atom. There are multiple substituents represented by R In the case, they may be the same or different. Ra represents a hydrogen atom or a substituent. When a plurality of substituents represented by Ra are present, they may be the same or different. When two Ras exist on the same atom, they may be combined to form an oxo group or a thixo group, or may be bonded to each other to form a ring.

[0073] Further, the substituent represented by R is a 5- to 7-membered aliphatic group including hetero atoms such as an oxygen atom, a sulfur atom, and a nitrogen atom among the substituents on adjacent atoms. A ring or a 5- to 7-membered aromatic ring which may contain a hetero atom such as an oxygen atom, a sulfur atom or a nitrogen atom may be formed.

[0074] Examples of the divalent heterocyclic compound group represented by Ar include the above formulas 2A-1 to 2A-53, and 2

1

Among A—101 to 2A—116, pyridine-diyl group (formula 2A-1), quinoline-diyl group (formula 2A-6), isoquinoline monozyl group (formula 2A-7), quinoxaline monozyl group (formula 2A — 8), phenantyl group (2A-18), thiopheneyl group (formula 2A-22), imidazole luzyl group (2A-24), oxazole-zyl group (formula 2A-26), thiazol diyl Group (2A-27), a 5-membered heterocyclic compound group containing nitrogen, sulfur, oxygen or selenium as a heteroatom and condensed with a benzene ring (formula 2A-30 to 2A-32, and 2A-34 to 2A 40), heterocyclic compound groups having a fluorene-like skeleton containing nitrogen, oxygen, or sulfur as heteroatoms (Formula 2A—41 to 2A—44 and 2A—46 to 2A—47), Formula 2 A— 48-2A— a heterocyclic compound group having a condensed ring structure represented by 53, a diaza-lene group (formula 2A—101), a heteroatom A compound group (formula 2A-103, 2A-105-2A) in which a phenyl group or a chael group is bonded to the 2,5-position of a 5-membered heterocyclic compound group containing nitrogen, oxygen or sulfur as — 106, and 2A—108 to 2A—110), containing a nitrogen atom, oxygen, or sulfur as a hetero atom, and a full group or a phenyl group bonded to a 5-membered heterocyclic compound group condensed with a benzene ring. Pyridine-zyl groups (formula 2A-1), quinoline diyl groups (formula 2A-6), isoquinoline diyl groups (formula 2A-7), quinoxaline-diyl groups preferred by compound groups (formula 2A—111 to 2A-116) (Formula 2A-8), a phenanthrene phosphorus-zyl group (2A-18), and a heterocyclic compound group having a fluorene-like skeleton containing nitrogen, oxygen, or sulfur as a heteroatom (Formula 28-41 A heterocyclic compound group having a condensed ring structure represented by formulas 2-48-28-53, diazaf Ren group (formula 2A- 1 01), compound groups (formula 2A-103, 2A-105 to 2A-106) in which a phenyl group is bonded at the 1,5-position of a 5-membered heterocyclic compound group containing nitrogen, oxygen or sulfur as a hetero atom 2A—108 to 2A—110), a compound group containing nitrogen, oxygen, or sulfur as a hetero atom, and a phenyl group bonded to a 5-membered heterocyclic compound group condensed with a benzene ring (formula 2A—11 1 ~ 2A-116) heterocycles having a fluorene-like skeleton containing a heteroatom as a more preferred heteroatom (Formula 2A-41-2A-44, and 2A-46-2A — 47), a heterocyclic group having a condensed ring structure represented by the formulas 2A—48-2A-53, and a 5-membered heterocyclic compound group containing nitrogen, oxygen, or sulfur as a hetero atom in the 2,5-position. Compound groups (formula 2A-103, 2A-105-2A-106, and 2A-108-2A-110) to which a phenyl group is bonded, nitrogen, oxygen, or sulfur as a hetero atom See, condensed with 5-membered ring heterocyclic compound compound group phenyl group is bonded to the group of the benzene ring (wherein 2A- 111~2A- 116) force S more preferred.

[0075] The divalent aromatic amine group is a remaining atomic group obtained by removing two hydrogen atoms from an aromatic amine group. The divalent aromatic amine group may have a substituent. Except for the substituents in the divalent aromatic amine group, the carbon number of the other part is usually about 4 to 60. Examples of the divalent aromatic amine group include a group represented by the following general formula (12).

[0076] [Chemical 11]

(In the formula, Ar ⁵ and Ar each independently represent an arylene group or a divalent heterocyclic group.

And Ar ⁹ each independently represents an aryl group or a monovalent heterocyclic group. Ar ³ , Ar ⁴ , Ar ⁵ ,

Ar ⁸ and Ar ⁹ may have a substituent. r and rr each independently represent 0 or 1. )

[0077] Specific examples of the divalent aromatic amine group include groups represented by the following formulas 3A-1 to 3A-8. [0078] [Chemical 12]

3A-1 3A-2

[0079] [Chemical 13]

3A-5 3A-6

[0080] In Ar represented by the above formulas 3A-1 to 3A-8, R represents a hydrogen atom, a bond, or a bond.

1

Represents a substituent. Any two of the multiple R's represent bonds, and any one or more Represents a hydrogen atom. When there are a plurality of substituents represented by R, they may be the same or different.

As the divalent aromatic amine group represented by Ar, among the above formulas 3A-1 to 3A-8, formula 3

1

A— 1 to 3A— A formula in which a divalent aromatic amin group represented by 4 is preferred 3A— A formula in which a divalent aromatic amin group represented by 3 to 3A— 3 is preferred 3A—2, The group represented by 3A-3 is more preferable.

[0081] In addition, the substituent represented by R is a 5- to 7-membered aliphatic group including a hetero atom such as an oxygen atom, a sulfur atom, or a nitrogen atom among the substituents on adjacent atoms. A ring or a 5- to 7-membered aromatic ring which may contain a hetero atom such as an oxygen atom, a sulfur atom or a nitrogen atom may be formed.

Examples of the substituent represented by R or Ra include an alkyl group, an aryl group, an aralkyl group, a monovalent heterocyclic group, an arylalkyl group, an arylalkyl group, an alkoxy group, an aryloxy group, an aralkyloxy group, and an alkylthio group. And arylothio group, aralkylthio group, substituted amino group, substituted silyl group, sulfonic acid group, phosphono group, cyano group, nitro group and the like.

[0082] The alkyl group represented by R or Ra has a carbon number of about 1 to 20, preferably 3 to 20, preferably linear, branched or cyclic, and specific examples thereof include methyl Group, ethyl group, propyl group, isopropyl group, n butyl group, isobutyl group, s butyl group, t butyl group, pentyl group, isopentyl group, hexyl group, cyclohexyl group, heptyl group, octyl group, 2 Ethylhexyl group, nonyl group, decyl group, 3,7 dimethyloctyl group, dodecyl group, octadecyl group and the like.

From the viewpoints of solubility in organic solvents, ease of synthesis, etc., they are methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, pentyl group, Isopentyl, hexyl, cyclohexyl, heptyl, cyclohexylmethyl, octyl, 2-ethylhexyl, 2-cyclohexylethyl, nonyl, decyl, 3,7-dimethyloctyl Methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sbutyl group, tbutyl group, pentyl group, isopentyl group, hexyl group, cyclohexyl group , Heptyl, octyl, 2-ethylhexyl, nonyl, decyl, and 3,7-dimethyloctyl are more preferred propyl, isopropyl, butyl, isopropyl, sbutyl, tbutyl , A pentyl group, an isopentyl group, a hexyl group, a cyclohexyl group, a heptyl group, an octyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, and a 3,7-dimethyloctyl group.

[0083] The aryl group is an atomic group obtained by removing one hydrogen atom on an aromatic ring from an aromatic hydrocarbon, and includes those having a condensed ring. The aryl group usually has about 6 to 60 carbon atoms, preferably 7 to 48 carbon atoms. Specific examples thereof include a phenyl group, a C to C alkylphenol group (C

1 12 1

-C shows that it is C1-C12. The same applies to the following. ), 1 naphthyl group, 2

12

Examples include a naphthyl group, a 1 anthracene group, a 2 anthracyl group, and a 9 anthracyl group.

From the viewpoints of solubility in organic solvents and ease of synthesis, C to C alkylphenols

1 12

The ru group is preferred.

[0084] Specific examples of the C to C alkylphenol group include a methylphenol group and an ethylphenol group.

1 12

, Dimethylphenol, dimethyl-tert-butyl, propyl, mesyl, methylethyl, isopropyl, n-butyl, iso-butyl, s-butyl , T-butylphenol group, pentylphenol group, isopentylphenol group, hexylphenol group, heptylphenol group, octylphenol group, norphenol group, decylphenyl group, 3, Examples include 7-dimethyloctylphenyl group, dodecylphenyl group, and the like. Dimethylphenyl group, dimethyl-tert-butylphenyl group, propylphenyl group, mesityl group, methylethylphenyl group, isopropylphenyl group, n Butylphenol group, Isobutylphenol group, s Butylphenol group, t Butylphenol group, Pentylphenol group, Isopentylphenol group, Hexylphenol group Hepuchirufue - group, Okuchirufue - group, Bruno - Rufue - group, Deshirufue - group, 3,7-dimethyl O Chi Ruch We - Le group and Dodeshirufuwe - Le group preferably /,.

[0085] The aralkyl group usually has about 7 to 60 carbon atoms, preferably 7 to 48, and examples thereof include a ferro-c-c alkyl group and a c-c alkyl ferro-c-c alkyl.

1 12 1 12 1 12 Kill group, 1 naphthyl C-C alkyl group, 2-naphthyl C-C alkyl group Are illustrated.

1 12

A rho C to C alkyl group is preferred.

1 12

[0086] The monovalent heterocyclic compound group is a remaining atomic group obtained by removing one hydrogen atom from a heterocyclic compound, and usually has about 4 to 60 carbon atoms, preferably 4 to 20 carbon atoms. The carbon number of the heterocyclic compound group does not include the carbon number of the substituent. Here, a heterocyclic compound is an organic compound having a cyclic structure that contains heteroatoms such as oxygen, sulfur, nitrogen, phosphorus, and boron in which the elements constituting the ring are not only carbon atoms. Say. Specifically, a chael group, a c to c alkyl chael group, a pyrrolyl group, a furyl group, a pyridyl group, and a c to c alkyl pin.

Examples include 1 12 1 12 lysyl group, piperidyl group, quinolyl group, isoquinolyl group and the like.

From the viewpoints of solubility in organic solvents and ease of synthesis, chael groups, C to C

1 12 Alkyl phenyl groups, pyridyl groups, and C to C alkyl pyridyl groups are preferred.

1 12

[0087] The arylalkyl group usually has about 8 to 60 carbon atoms. Specifically, the ferroc c-c alkal group and the c-c alkyl ferrule are used.

2 12 1 12 c ~

2 c alkenyl group, 12

1 naphthyl C-C alkenyl group, 2-naphthyl C-C alkenyl group, etc.

2 12 2 12

Illustrated.

From the viewpoint of solubility in organic solvents and ease of synthesis, c ~

1c Alkyl Hue-12

A rho C to C alkenyl group is preferred.

2 12

[0088] The aryl alkynyl group usually has about 8 to 60 carbon atoms, specifically, a ferro-c to alkenyl group,

2 c 12 c ~ rukirfeel

1 c

12 c ~

2c alkyl group, 12

1 naphthyl C to C alkynyl group, 2-naphthyl C to C alkynyl group, etc.

2 12 2 12

Illustrated.

1 12

A rho C to C alkynyl group is preferred.

2 12

[0089] The alkoxy group may be linear, branched or cyclic, and usually has about 1 to 20 carbon atoms, preferably 3 to 20 carbon atoms. Specific examples thereof include a methoxy group and an ethoxy group. , Propyloxy group, isopropyloxy group, n butoxy group, isobutoxy group, t butoxy group, pentyloxy group, hexyloxy group, cyclohexyloxy group, heptyl Examples include an oxy group, an octyloxy group, a 2-ethylhexyloxy group, a noroxy group, a decyloxy group, a 3,7-dimethyloctyloxy group, and a dodecyloxy group. From the viewpoints of solubility in organic solvents and ease of synthesis, pentyloxy group, hexyloxy group, octyloxy group, 2-ethylhexyloxy group, decyloxy group, and 3,7-dimethyloctyloxy group preferable.

[0090] The aryloxy group usually has about 6 to 60 carbon atoms, preferably 7 to 48 carbon atoms. Specific examples thereof include a phenoxy group, a C to C alkylphenoxy group, and 1 naphthyloxy group.

1 12

Group, 2-naphthyloxy group and the like are exemplified.

From the standpoints of solubility in organic solvents and ease of synthesis, C to C alkylphenols

1 12

A xy group is preferred.

c to c Specific examples of the alkylphenoxy group include a methylphenoxy group and an ethylphenoxy group.

1 12

Si group, dimethylphenoxy group, propylphenoxy group, 1, 3, 5 trimethylphenoxy group, methylethylphenoxy group, isopropylphenoxy group, n-butylphenoxy group, isobutylphenoxy group, t-butylphenoxy group Group, pentylphenoxy group, isopentylphenoxy group, hexylphenoxy group, heptylphenoxy group, octylphenoxy group, nonylphenoxy group, decylphenoxy group, dodecylphenoxy group and the like.

[0091] The aralkyloxy group usually has about 7 to 60 carbon atoms, preferably 7 to 48 carbon atoms. Specific examples thereof include a phenylmethoxy group, a phenyloxy group, and a phenyl n-butoxy group. , Phenpentyloxy group, phenylhexyloxy group, phenylhexyloxy group, phenyloctyloxy group, C-C alkoxy group, C

1 12 1

~ C Alkylphenol C ~ C alkoxy group, 1 naphthyl c ~ c alkoxy

Examples include 12 1 12 1 12 group, 2-naphthyl C-C alkoxy group and the like.

1 12

A leuco C to C alkoxy group is preferred.

1 12

[0092] The alkylthio group has a carbon number of about 1-20, preferably 3-20, and may be linear, branched or cyclic. Specific examples thereof include a methylthio group and an ethylthio group. , Propylthio group, isopropylthio group, n-butylthio group, isobutylthio group, t-butylthio group, pentylthio group, hexylthio group, cyclohexylthio group And heptylthio group, octylthio group, 2-ethylhexylthio group, nonylthio group, decylthio group, 3,7-dimethyloctylthio group, dodecylthio group and the like. From the standpoints of solubility in organic solvents and ease of synthesis, pentylthio, hexylthio, octylthio, 2-ethylhexylthio, decylthio, and 3,7 dimethyloctylthio are preferred.ヽ.

[0093] The allylthio group usually has about 3 to 60 carbon atoms, and specific examples thereof include a phenylthio group, a C to C alkylphenolthio group, a 1 naphthylthio group, and a 2-naphthyl group.

1 12

Examples are thio group and the like.

1 12

A ruthio group is preferred.

[0094] The aralkylthio group usually has about 7 to 60 carbon atoms, preferably 7 to 48 carbon atoms. Specific examples thereof include a phenyl C-C alkylthio group, a C-C alkyl group.

1 12 1 12

Yellow C-C alkylthio group, 1 naphthyl C-C alkylthio group, 2-naphthyl

1 12 1 12

Illustrative examples include a thyl c-c alkylthio group.

1 12

A rou c to c alkylthio group is preferred.

1 12

[0095] Examples of the substituted amino group include an alkyl group, an aryl group, an aryl group, or an amino group substituted with one or two groups selected from a monovalent heterocyclic group, and usually has a carbon number. About 1 to 60, preferably 2 to 48 carbon atoms.

Specifically, methylamino group, dimethylamino group, ethylamino group, jetylamino group, propylamino group, dipropylamino group, isopropylamino group, diisopropylamino group, n-butylamino group, isobutylamino group, t-butylamino group, pentylamino group Hexylamino group, cyclohexylamino group, heptylamino group, octylamino group, 2-ethylhexylamino group, noramino group, decylamino group, 3,7-dimethyloctylamino group, dodecylamino group, cyclopentylamino group Mino group, dicyclopentylamino group, cyclohexylamino group, dicyclohexylamino group, pyrrolidyl group, piperidyl group, diphenylamino group, (C-C alkylphenol) amino group, di (C-C alkylphenol) L) Amino group, 1

1 12 1 12

Naphthylamino group, 2-naphthylamino group, pyridylamino group, pyridaziluamino group, Limidylamino group, Virazilamino group, Triazylamino group, Phenyl c-c alkyla

1 12 Mino group, C-C alkylphenol C-C alkylamino group, di (C-C alkyl)

1 12 1 12 1 12 Phenol C-C alkyl) amino group, 1-naphthyl-C-C alkylamino group, 2

Examples include 1 12 1 12 naphthyl-c-c alkylamino groups.

1 12

From the standpoint of solubility in organic solvents and ease of synthesis, di-substitution such as dimethylamino group, dimethylamino group, diphenylamino group, di (C to C alkylphenol) amino group, etc.

1 12

Preferred diaminoamino groups and di (c-c alkylphenol) amino groups are preferred.

1 12

A diarylamino group such as is more preferable.

[0096] Examples of the substituted silyl group include an alkyl group, an aryl group, an aryl group, or a silyl group substituted with 1, 2 or 3 groups selected from a monovalent bicyclic ring group. The substituted silyl group usually has about 1 to 60 carbon atoms, preferably 3 to 48 carbon atoms.

Specifically, trimethylsilyl group, triethylsilyl group, triprovirsilyl group, triisobutylsilyldimethylsilyl group, pentyldimethylsilyl group, hexyldimethylsilyl group, heptyldimethylsilyl group, octyldimethylsilyl group, 2-ethyl Xylose methylsilyl group, nordimethylsilyl group, decyldimethylsilyl group, 3,7-dimethyloctyldimethylsilyl group, dodecyldimethylsilyl group, phenyl C to C alkyl

1 12 rusilyl group, C-C alkyl ferro-C-C alkyl silyl group, 1 naphthyl

1 12 1 12

C to C alkylsilyl group, 2-naphthyl C to C alkylsilyl group, ferrule C

1 12 1 12 1

~ C Alkyldimethylsilyl group, tributylsilyl group, tri-p-methylphenol

12

Examples thereof include a thiol group, a tribenzylsilyl group, a diphenylmethylsilyl group, a t-butyldiphenylsilyl group, and a dimethylphenylsilyl group.

[0097] When the substituent represented by R or Ra includes an aryl group or a monovalent heterocyclic group, the hydrogen atom on the aryl group or monovalent heterocyclic group is an aryl group or an aralkyl group. Monovalent heterocyclic group, arylalkyl group, arylalkyl group, alkoxy group, aryloxy group, aralkyloxy group, alkylthio group, arylthio group, aralkylthio group, substituted amino group, substituted silyl group, sulfonic acid group, phosphono group Optionally substituted by a group, a cyano group, or a -tro group. Among them, aryl group, aralkyl group, monovalent heterocyclic group, alkoxy group Alkyl group, aryl group, thio group, aryloxy group, aralkyloxy group, alkylthio group, aralkylthio group, aralkylthio group, substituted amino group, substituted silyl group, sulfonic acid group, phosphono group, cyano group, and -tro group are preferred. , An aralkyl group, a monovalent heterocyclic group, an alkoxy group, an aryloxy group, an aralkyloxy group, an alkylthio group, an aralkylthio group, an aralkylthio group, and an alkoxy group, and an alkylthio group are more preferable.

[0098] Specifically, for example, a C to C alkoxy file group, a C to C alkoxy file group

1 12 1 12

— C-c alkyl group, c-c alkoxy ferrule c-c alkell group, c-c

1 12 1 12 2 12 1 Alkoxyphenol C to C alkyl group, C to C alkoxyphenoxy group, C

12 2 12 1 12 1

~ C alkoxyphenol c ~ c alkoxy group, c ~ c alkoxyphenolthio

12 1 12 1 12

Group, C to C alkoxyphenol C to C alkylthio group, C to C alkoxyphenol

1 12 1 12 1 12

-Luamino group, di (c-c alkoxyphenyl) amino group, c-c alkoxyphenyl

1 12 1 12

— C-C alkylamino group, di (C-C alkoxyphenol C-C alkyl) amino

1 12 1 12 1 12 group, c to c alkoxyphenol c to c alkyl cyl group such as alkylsilyl group

Examples include a group having a 1 12 1 12 1 12 xy substituent. c-c As alkoxy, specifically, meth

1 12

Xy, ethoxy, propyloxy, isopropyloxy, n-butoxy, isobutoxy, s-butoxy, t-butoxy, pentyloxy, hexyloxy, cyclohexyloxy, heptyloxy, octyloxy, 2-ethyl hexyloxy, nonyloxy, decyloxy, 3, 7 -Examples include dimethyloctyloxy, dodecyloxy and the like.

[0099] Further, when the substituent represented by R or Ra includes an alkylene chain, any CH- group in the alkylene chain may be a divalent heteroatom such as oxygen, sulfur or nitrogen, or a heteroatom. Including

2

It may be substituted with a divalent group or a divalent group in which two or more of them are combined. Examples of the divalent hetero atom and the divalent group containing a hetero atom include groups represented by the following formulas X-1 to X-5 and X-7 to X-10. R g has the same meaning as R, and Ar represents a trivalent group in the formulas (X-7) and (X-8), and a tetravalent group in the formula (X-9).

[0100] [Chemical 14] ― O― One S One One

X-1 X-2 X ^ 3 X-

― C≡C―

X-7 X-S X-9 X-10

[0101] In addition, examples of the divalent group formed by combining two or more divalent heteroatoms or two or more divalent groups containing a heteroatom are represented by the following formulas XX-1 to XX-4 Groups. R〃 has the same meaning as R.

[0102] [Chemical 15]

XX-1 XX-2 XX-3 XX-4

[0103] In the above formulas X—1 to X—5, X—6 to X—10, and XX—1 to: In XX—4, the formulas X—1, X—2, X—3, X—5 And a group represented by the formula (X-1) in which a group represented by X-7 is preferred, and a group represented by X-2 is more preferred. Specific examples include a methoxymethyloxy group and a 2-methoxyethyloxy group.

[0104] The substituent represented by R in the group represented by Ar includes an alkyl group, an aryl group, and R

1

Aralkyl group, monovalent heterocyclic group, alkoxy group, aryloxy group, aralkyloxy group, alkylthio group, aryloxy group, aralkylthio group, substituted amino group, substituted silyl group, sulfonic acid group, phosphono group, cyano group, and -tro group Are preferred alkyl groups, aryl groups, aralkyl groups, monovalent heterocyclic groups, alkoxy groups, aryloxy groups, aralkyloxy groups, alkylthio groups, aryloxy groups, aralkylthio groups, and substituted amino groups. Particularly preferred are alkyl groups, more preferred alkyl groups, alkoxy groups, and alkylthio groups.

[0105] The substituent represented by Ra in the group represented by Ar includes an alkyl group, an aryl group,

1

Aralkyl groups, monovalent heterocyclic groups, alkoxy groups, aryloxy groups, aralkyloxy groups, alkylthio groups, aryloxy groups, aralkylthio groups, substituted amino groups, substituted silyl groups, oxo groups, and thixo groups are preferred alkyl groups, alkoxy groups Particularly preferred are alkyl groups, more preferably alkyl groups, alkylthio groups, alkylsilyl groups, oxo groups, and thixo groups, and more preferred alkyl groups.

[0106] Although it may be a homopolymer containing a single repeating unit, it may be a copolymer containing a plurality of types of repeating units. A copolymer is preferably used in order to obtain a structure having both functions of light emission and charge transport as appropriate.

The structure of the polymer compound may be any force such as random, block, or graft, or a combination thereof. For a type with branches, it may be a hyperbranch rather than just a branch.

Among these luminescent materials, those that are soluble in an organic solvent can be formed by a force coating method, which is advantageous in terms of process and is preferable.

The film thickness of the light-emitting layer varies depending on the material used and may be selected so that the drive voltage and the light emission efficiency are appropriate. For example, the thickness is from 1 nm to 1 μm, preferably from 2 nm to 500 nm. More preferably 5 nm to 200 nm.

[0108] In the organic EL element used in the light emitting part of the light emitting device of the present invention, a polymer light emitting material can be used for the light emitting layer, but other light emitting materials may be used. In the organic EL element used for the light emitting portion of the light emitting device of the present invention, a light emitting layer containing a light emitting material may be laminated with a light emitting layer containing another light emitting material.

In addition, examples of the light-emitting material that can be used in the organic EL element used in the light-emitting portion of the light-emitting device of the present invention include known low-molecular compounds and triplet light-emitting complexes.

[0109] Examples of the low molecular weight compound include naphthalene derivatives, anthracene or derivatives thereof, perylene or derivatives thereof, dyes such as polymethine, xanthene, coumarin, and cyanine, metal complexes of 8-hydroxyquinoline or derivatives thereof, Aromatic amine, te Troughenyl cyclopentagen or a derivative thereof, tetraphenylbutadiene or a derivative thereof can be used.

Specifically, known ones such as those described in JP-A-57-51781 and 59-194393 can be used.

[0110] As the triplet light-emitting complex, for example, Ir (ppy) Btp Ir (a

3 2 cac), PtOEP with platinum as the central metal, Eu (TTA) ph with europium as the central metal

3 en etc.

[0111] [Chemical 16]

PtOEP

[0114] [Chemical 19]

[0115] Specific examples of triplet light-emitting complexes include Nature, (1998), 395, 151, Appl. Phys. Lett. (1999), 75 (1), 4, Proc. SPIE— Int. Soc. Opt. Eng. (2001), 41 05 (Organic Light― Emitting Materials and Devices IV), 119, J. Am. Chem. Soc., (2001), 123, 4304, Appl. Phys. Lett., (1997) , 71 (18), 2 596, Syn. Met., (1998), 94 (1), 103, Syn. Met., (1999), 99 (2), 1361, Adv. Mater., (1999), 11 (10), 852, Jpn. J. Appl. Phys., 34, 1883 (199 5).

[0116] As a method for forming a light emitting layer containing an organic substance, a method of applying a solution containing a light emitting material on or above a substrate, a vacuum deposition method, a transfer method, or the like can be used.

The light emitting device is preferably manufactured by a method including forming the light emitting layer containing the organic substance by applying a solution containing a light emitting material on or above the substrate. As a method for applying a solution containing a light emitting material on or above a substrate, spin coating, nozzle coating, dip coating, ink jet, flexographic printing lj, gravure printing lj, slit coating, one-coat coating, dispenser, micro An application method such as a dispenser can be used. In the case of a sublimable low molecular weight compound, a vacuum deposition method can be used. Furthermore, a method of forming a light emitting layer only at a desired place by laser transfer or thermal transfer can be used.

[0117] When the organic EL element used in the light emitting part of the light emitting device of the present invention has a hole transport layer, the hole transport material used may be polyvinyl carbazole or a derivative thereof, polysilane or a derivative thereof, or a side chain. Alternatively, a polysiloxane derivative having an aromatic amine in the main chain, a pyrazoline derivative, an arylamine derivative, a stilbene derivative, a trifluorodiamine derivative, a polyarine or a derivative thereof, a polythiophene or a derivative thereof, a polypyrrole or a derivative thereof, a poly ( p-phenol-lenylene) or a derivative thereof, Examples thereof include poly (2,5-chalenbiylene) or a derivative thereof.

[0118] Specifically, as the hole transport material, JP-A-63-70257, JP-A-63-17586, JP-A-2-135359, JP-A-2-135361, JP-A-2- Examples include those described in No. 209988, No. 3-37992 and No. 3-152184.

[0119] Among these, as a hole transport material used for the hole transport layer, polybulur rubazole or a derivative thereof, polysilane or a derivative thereof, a polysiloxane derivative having an aromatic amine compound group in a side chain or a main chain, Polymer holes such as polyaline or derivatives thereof, polythiophene or derivatives thereof, poly (p-phenolene-ylene) or derivatives thereof, or poly (2,5-cerene vinylene) or derivatives thereof The transport material is preferably a polybulur rubazole or a derivative thereof, polysilane or a derivative thereof, and a polysiloxane derivative having an aromatic amine in the side chain or main chain. In the case of a low-molecular hole transport material, it is preferably used by dispersing it in a polymer binder.

[0120] Polybour strength rubazole or a derivative thereof can be obtained, for example, by cation polymerization or radical polymerization of bulur monomer strength.

[0121] Polysilane or its derivatives include chemical 'review (Chem. Rev.) No. 89

1359 (1989), British Patent GB2300196, and the like. As the synthesis method, the methods described in these can be used, but the Kipping method is particularly preferably used.

[0122] Since the polysiloxane or derivative thereof has almost no hole transporting property in the siloxane skeleton structure, those having the structure of the above low molecular hole transporting material in the side chain or main chain are preferably used. Used. In particular, those having a hole transporting aromatic amine in the side chain or main chain are exemplified.

[0123] The method for forming the hole transport layer is not limited, but for the low molecular hole transport material, a method by film formation with a mixed solution force with a polymer binder is exemplified. In the case of a polymer hole transport material, a method by film formation from a solution is exemplified.

[0124] Solvents used for film formation with a solution strength are not particularly limited as long as they can dissolve the hole transport material. There is no limit. Examples of the solvent include chlorine solvents such as chloroform, methylene chloride and dichloroethane; ether solvents such as tetrahydrofuran; aromatic hydrocarbon solvents such as toluene and xylene; ketone solvents such as acetone and methyl ethyl ketone; Examples include ester solvents such as ethyl acetate, butyl acetate, and ethyl cellosolve acetate.

[0125] The solution force film-forming methods include spin coating from solution, nozzle coating method, casting method, micro gravure coating method, gravure coating method, bar coating method, roll coating method, wire bar coating method, Dip coating method, spray coating method, screen printing method, flexographic printing method, offset printing method, ink jet printing method, slit coating method, chiral coating method, dispenser method, micro dispenser method, etc. can be used. .

[0126] The polymer binder to be mixed is preferably one that does not extremely inhibit charge transport, and one that does not strongly absorb visible light is preferably used. Examples of the polymer binder include polycarbonate, polyacrylate, polymethyl acrylate, polymethyl methacrylate, polystyrene, polyvinyl chloride, polysiloxane and the like.

[0127] The film thickness of the hole transport layer varies depending on the material used, and is selected so that the drive voltage and the light emission efficiency are appropriate. However, at least pinholes do not occur! Such a thickness is necessary, and if it is too thick, the drive voltage of the element becomes high, which is not preferable. Therefore, the film thickness of the hole transport layer is, for example, 1 nm to 1 μm, preferably 2 nm to 50 Onm, and more preferably 5ηπ! ~ 200nm.

[0128] When the organic EL element used in the light emitting part of the light emitting device of the present invention has an electron transport layer, known electron transport materials can be used, such as oxadiazole derivatives, anthraquinodimethane, or the like. Derivative, benzoquinone or derivative thereof, naphthoquinone or derivative thereof, anthraquinone or derivative thereof, tetracyananthraquinodimethane or derivative thereof, fluorenone derivative, diphenyldisyanoethylene or derivative thereof, diphenoquinone derivative, or 8-hydroxyquinoline or Examples thereof include metal complexes of the derivatives, polyquinoline or a derivative thereof, polyquinoxaline or a derivative thereof, polyfluorene or a derivative thereof.

Specifically, JP-A-63-70257, JP-A-63-175860, JP-A-2-13 Examples are those described in Japanese Patent Nos. 5359, 2-135361, 2-209988, 3-37992, and 3-152184.

[0130] Of these, oxadiazole derivatives, benzoquinone or derivatives thereof, anthraquinones or derivatives thereof, or metal complexes of 8-hydroxyquinoline or derivatives thereof, polyquinoline or derivatives thereof, polyquinoxaline or derivatives thereof, polyfluorene or derivatives thereof 2- (4-biphenyl) 5- (4 t-butylphenol) 1,3,4-oxadiazole, benzoquinone, anthraquinone, tris (8-quinolinol) aluminum, and polyquinoline are more preferable.

[0131] Although there is no particular limitation on the film formation method of the electron transport layer, in the case of a low molecular electron transport material, a vacuum evaporation method from a powder or a film formation method from a solution or a molten state is used. Examples of the material include a method by film formation from a solution or a molten state. A polymer binder may be used in combination during film formation of a solution or molten state force.

[0132] The solvent used for the film formation by the solution force is not particularly limited as long as it dissolves the electron transport material and Z or the polymer binder. Examples of the solvent include chlorine solvents such as chloroform, methyl chloride and dichloroethane, ether solvents such as tetrahydrofuran, aromatic hydrocarbon solvents such as toluene and xylene, and ketone solvents such as acetone and methyl ethyl ketone. And ester solvents such as ethyl acetate, butyl acetate and ethyl cellosolve acetate.

[0133] As a film forming method from a solution or a molten state, a spin coating method, a nozzle coating method, a casting method, a micro gravure coating method, a gravure coating method, a bar coating method, a roll coating method, a wire bar coating method, A coating method such as a dip coating method, a spray coating method, a screen printing method, a flexographic printing method, an offset printing method, an ink jet printing method, a slit coating method, a capillary coating method, a dispenser method, or a microdispenser method can be used.

[0134] As the polymer binder to be mixed, those not extremely disturbing charge transport are preferable, and those showing no strong absorption against visible light are suitably used. Examples of the polymer binder include poly (N-butylcarbazole), polyaline or a derivative thereof, polythiophene or a derivative thereof, poly (p-phenylene-lene) or a derivative thereof, poly (2 , 5-Cha-lenbiylene) or derivatives thereof, polycarbonate, polyacrylate, polymethyl acrylate, polymethyl methacrylate, polystyrene, polychlorinated butyl, or polysiloxane.

[0135] The thickness of the electron transport layer varies depending on the material used, and is selected so that the drive voltage and light emission efficiency are appropriate. However, the thickness is such that at least no pinholes are generated. If the thickness is too thick, the driving voltage of the element increases, which is not preferable. Therefore, the thickness of the electron transport layer is, for example, 1 nm to 1 μm, and preferably 2ηπ! ~ 500 nm, more preferably 5ηπ! ~ 200nm.

[0136] The substrate on which the organic EL element used in the light-emitting portion of the light-emitting device of the present invention is formed is not particularly limited as long as it forms an electrode and does not change when an organic layer is formed, for example, glass, plastic, Examples thereof include a polymer film and a silicon substrate (substrate). In the case of an opaque substrate, the opposite electrode is preferably transparent or translucent.

[0137] In the present invention, the anode side is preferably transparent or translucent, but as the material of the anode, a conductive metal oxide film, a translucent metal thin film, or the like is used. Specifically, indium oxide, zinc oxide, tin oxide, and their composites such as indium 'sud' oxide (ITO), indium 'zinc' oxide, etc. NES A, etc.), gold, platinum, silver, copper and the like are used, and ITO, indium “lead” oxide and tin oxide are preferable. Examples of the production method include a vacuum deposition method, a sputtering method, an ion plating method, and a plating method. Further, an organic transparent conductive film such as polyarylene or a derivative thereof, polythiophene or a derivative thereof may be used as the anode.

[0138] The film thickness of the anode can be appropriately selected in consideration of light transmittance and electrical conductivity.

1S For example, lOnm to 10 μm, preferably 20 nm to l μm, more preferably 50 nm to 500 nm.

Also, on the anode, in order to facilitate charge injection, an average film thickness such as a phthalocyanine derivative, a conductive polymer, a layer such as carbon, or a metal oxide, metal fluoride, organic insulating material, etc. A layer of 2 nm or less may be provided.

[0139] As a material of the cathode used in the organic EL element used in the light emitting portion of the light emitting device of the present invention, A material with a low work function is preferred. For example, lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, norium, aluminum, scandium, vanadium, zinc, yttrium, indium, cerium, samarium, europium, terbium, ytterbium, etc. Metal, or two or more of them, or one or more of them, and one or more of gold, silver, platinum, copper, manganese, titanium, conoret, nickel, tungsten, tin Or graphite or graphite intercalation compound. Examples of the alloy include magnesium silver alloy, magnesium mu indium alloy, magnesium aluminum alloy, indium silver alloy, lithium aluminum alloy, lithium magnesium alloy, lithium indium alloy, calcium aluminum alloy, and the like. The cathode may have a laminated structure of two or more layers.

[0140] The film thickness of the cathode can be appropriately selected in consideration of electrical conductivity and durability. For example, the thickness is 10 μm from lOnm, preferably 20 nm to 1 μm, and more preferably. Is <s for 50ηm ~ 500nm.

[0141] As a method for producing the cathode, a vacuum deposition method, a sputtering method, a laminating method in which a metal thin film is thermocompression-bonded, or the like is used. In addition, a cathode made of a conductive polymer, or a layer having an average film thickness of 2 nm or less such as a metal oxide, metal fluoride, or organic insulating material may be provided between the cathode and the organic material layer. After fabrication, a protective layer for protecting the polymer LED may be attached. In order to use the polymer LED stably for a long period of time, it is preferable to attach a protective layer and Z or a protective cover in order to protect the element from the outside.

[0142] As the protective layer, a polymer compound, metal oxide, metal fluoride, metal boride and the like can be used. Further, as the protective cover, a glass plate, a plastic plate having a low water permeability treatment on the surface, or the like can be used, and the cover is bonded to the element substrate with a heat effect resin or a photocured resin and sealed. Are preferably used. If the space is maintained using a spacer, it is easy to prevent the element from being damaged. If an inert gas such as nitrogen or argon is sealed in the space, it is possible to prevent the oxidation of the cathode, and further, by installing a desiccant such as barium oxide in the space in the manufacturing process. It becomes easy to suppress the adsorbed moisture from damaging the device. Of these, it is preferable to take one or more measures. As an embodiment of the light-emitting device of the present invention, a transparent substrate formed with a transparent electrode such as ITO is used, and an organic EL element serving as a light-emitting portion is formed on or above the transparent substrate. Power can also extract light. In this case, it is sufficient if the substrate is transparent or translucent. Examples thereof include glass and plastic.

[0144] In another embodiment, the substrate is formed by sequentially forming a light emitting layer containing an electrode and an organic substance on or above the substrate, and making the electrode formed on or above the substrate transparent. Light can be extracted in the opposite direction. Examples of the transparent electrode include a combination of a thin metal film thin enough to transmit light and a transparent electrode such as a bag. In this case, since the substrate is not necessarily transparent, a Si wafer or the like can be used.

[0145] The light-emitting device of the present invention uses an organic EL element as a light source, and needs to be appropriately sealed. As a sealing method, a method of attaching a metal can, a glass plate, or the like with a back force is simple, but a film sealing with a multilayer laminated film of organic matter Z inorganic matter (a thin film in which organic matter and inorganic matter are alternately laminated) is sealed. Stops can also be used. In this case, in order to take advantage of membrane sealing, the thickness of the thin film is preferably less than 1 mm in total.

[0146] In the organic EL element used in the light emitting portion of the light emitting device of the present invention, the anode and the cathode may be arranged so as to overlap each other. In addition, in order to form a pixel that emits light in a specific part, a method of providing a pixel by providing a window corresponding to the light-emitting part, an organic layer of a non-light-emitting part is formed extremely thick and substantially non-light-emitting Or a method of forming either or both of the anode and the cathode in a desired pattern. A pixel is formed by one of these methods, and several electrodes are arranged so that the applied voltage (or current) can be controlled independently (for example, ONZOFF control) and connected to the drive circuit. It can be set as the light emission part of the light-emitting device of invention.

[0147] The light-emitting device of the present invention can be used for a copying machine, a facsimile, a printer, a scanner, and the like, for example, in combination with an electrophotographic photosensitive part. In combination with a CCD, images can be replaced with electronic information and recorded.

[0148] The light emitting device of the present invention operates as an image forming apparatus by further disposing an element that functions by receiving light emitted from the pixel relative to the surface of the pixel. An element that receives light and functions as an electrophotographic photosensitive part (transfers charges and loses charge when exposed to light. Etc.), CCD etc. are exemplified.

For example, FIG. 5 shows an example in which an electrophotographic photosensitive portion is used as a light receiving portion and combined with a light emitting portion. FIG. 6 shows an example of an image forming apparatus combining a light emitting portion and a photosensitive portion, which is used in a copying machine, a facsimile, and the like. Fig. 9 shows an example of an apparatus that can record and replace an image with electronic information by combining a CCD or the like with a light emitting part as a light receiving part, and is used for a scanner.

[0149] Further, the light emitting unit of the light emitting device of the present invention may have a pixel force arranged in one dimension, or may have a pixel force arranged two-dimensionally on a plane. In addition, if there is a mechanism for moving the light-receiving portions facing each other while maintaining a constant interval, two-dimensional image information can be sequentially drawn.

[0150] Hereinafter, examples of the embodiment will be shown to describe the present invention in more detail, but the present invention is not limited to these.

[0151] Example 1

Etch a glass substrate with a 150 nm thick ITO film by sputtering so that the portion (pixel) where ITO overlaps with the cathode that will be formed later is the desired size and layout using a photoresist. To do.

A solution obtained by filtering a suspension of poly (3,4-ethylenedioxythiophene) Z-polystyrene sulfonic acid (Bayer, BaytronP AI4083) through a 0.2 / zm membrane filter onto the ITO glass substrate. A thin film with a thickness of about 70 nm is formed by spin coating, and dried on a hot plate at 200 ° C. for 10 minutes. Next, using xylene solvent solution of polymer light-emitting material (1-2 wt ^_0/0), to form a light emitting layer of about 80nm by spin-coating. Further, this is dried at 80 ° C. under reduced pressure for 1 hour, and then, about 5 nm of calcium and then about 80 nm of aluminum are evaporated to form a cathode. The cathode is formed in a pattern using a mask or the like so that the portion overlapping with ITO has the desired size and layout.

By the above method, an organic EL element array with a pixel pitch of 50 μm and a pixel size of 25 mX m is manufactured. At this time, the pixel spacing is 25 ^ 111-eL X 2 = L

1 2

(Τ1 = 25 πι, Τ2 = 50 πι, L = 25 m, L: 50 m, n = 2)

1 2

Force that generates heat in the light-emitting pixels during driving Pixel size and pixel spacing When the film is formed under the above conditions, heat radiation to the surroundings is more likely to occur, so that damage caused by heat can be reduced and driving for a longer time is possible.

[0152] Example 2 (Example using phosphorescent material)

An organic EL device is fabricated in the same manner as in Example 1 except that instead of the polymer light emitting material in Example 1, a mixture of the polymer light emitting material and the triplet light emitting complex is used. This element emits light when it is driven and generates heat. However, when the pixel size and the pixel interval are formed under the same conditions as in Example 1, heat dissipation tends to occur to the surroundings. The damage can be reduced, and a longer driving time is possible.

[0153] Example 3 (Example using low-molecular fluorescent material)

In Example 1, instead of applying a polymer light-emitting material (spin coating), the sample was placed in a vacuum evaporator and a suspension of poly (3,4-ethylenedioxythiophene) / polystyrene sulfonic acid was used. On the coating layer, a low molecular fluorescent material is vapor-deposited to form a light emitting layer, and then a low molecular electron transporting material is vapor-deposited to form an electron transport layer. Subsequently, the cathode is formed by depositing 5 nm of force and about 80 nm of aluminum. The organic EL device is fabricated using the same cathode pattern as in Example 1.

This element generates heat in the pixel that emits light during driving.When the pixel size and pixel spacing are formed under the same conditions as in Example 1, heat dissipation to the surroundings is likely to occur, so heat damage can be reduced. Can be driven for a longer time.

[0154] Comparative Example

In Example 1, an organic EL element array with a pixel pitch of 50 μm and a pixel size of 40 m × 50 m is fabricated. At this time, the spacing between the pixels is 10 / z m, so that L X 5 = L

1 2

(Tl = 40 m, T2 = 50 m, L = 10 m, L = 50 m, n = 5) Same as example 1

1 2

In this way, an organic EL device is manufactured. Because this element has insufficient heat dissipation during driving, it is damaged by heat and has a high rate of deterioration.

[0155] When Examples 1 to 3 are compared with the comparative example, it can be seen that the durability is improved by appropriately selecting the pixel layout. These characteristics are very excellent properties as a light emitting device for image formation.

Brief Description of Drawings FIG. 1 is a diagram showing a structure (cross section) of a light emitting device.

FIG. 2 is a diagram showing a configuration example of a light emitting device.

FIG. 3 is a diagram illustrating a pixel width (L) and an interval (L) between adjacent pixels.

twenty one

FIG. 4 is a diagram showing a linear direction length (T1) and a perpendicular direction length (T2) of the light emitting element array.

FIG. 5 is a diagram showing an arrangement example of a light emitting unit and a light receiving unit.

FIG. 6 is a diagram illustrating an example of an image forming apparatus.

FIG. 7 is a diagram illustrating an arrangement example of a light emitting unit, a light receiving unit, and a light collecting element.

FIG. 8 is a diagram showing light collection by a light collecting element.

FIG. 9 is a diagram showing an example of an image storage device.

Explanation of symbols

[0157] 1 Base

2 Anode

3 Layer containing organic matter

4 Cathode

5 Sealing layer

6 pixels

7 Drive circuit

8 Control circuit

9 Pixels emitting light

10 Pixels not emitting light

11 The part that received charge and moved

12 Surface-charged part that does not receive light

13 Photosensitive drum

14 Charger

15 Light source (organic EL)

16 Developer

17 Transfer device

18 Fixing unit Static eliminator

Cleaner

Paper

Light source (organic EL) Light receiving element (CCD, etc.) Control circuit

Storage device

Condensing element

Claims

The scope of the claims

[1] A light-emitting device having an anode and a cathode, and a light-emitting layer containing at least one organic substance sandwiched between the anode and the cathode, and having two or more pixels having elemental power that emits light by passing a current between the electrodes. And all the pixels are formed on or above the same substrate, and at least one of the electrodes of each pixel is independently connected to the drive circuit for each pixel, and the applied voltage or current is independently LX n≥L (where n is 0.1 or more and 3 or less, where L is the minimum distance between adjacent pixels and L is the maximum width of each pixel)

1 2 1 2

Represents a number. The light emitting device is characterized in that the bracket is 100 m or less.

2

2. The light emitting device according to claim 1, wherein n represents a number of 0.1 or more and 2 or less.

[3] The light emitting device according to claim 1 or 2, wherein the L force is less than μm.

2

[4] The light-emitting element array force in which the light-emitting devices are linearly arranged, and the size of each pixel is larger in length in the direction perpendicular to the straight line than in length in the straight-line direction. The light emitting device according to any one of the above.

[5] The method according to any one of [1] to [4], wherein a light receiving element that functions by receiving light emitted from the pixel is further disposed relative to the surface of the pixel, and operates as an image forming apparatus. The light emitting device described.

6. The image forming apparatus according to claim 5, wherein the image forming apparatus has a condensing element having a function of condensing light emitted from the pixel on the light receiving element between the pixel and the light receiving element opposed thereto. Light-emitting device.

7. The light emitting device according to claim 6, wherein the light condensing function of the light condensing element has a function of condensing light mainly in a plane perpendicular to the linear direction of the light emitting element array.

[8] The light emitting device according to any one of [1] to [7], wherein at least one of the organic substances contained in the light emitting layer is a phosphorescent compound.

[9] The organic compound contained in the light emitting layer is at least one type of polymer compound containing one or more types of repeating units represented by the formula (1). Light emitting device.

Ar

1 ... hi)

[Where Ar is an arylene group, a divalent heterocyclic compound group or a divalent aromatic amine group; A group selected from the group consisting of: ]

[10] The light emitting device according to any one of [1] to [9], wherein at least one of the organic substances contained in the light emitting layer is a compound having fluorescence.

[11] In the method for manufacturing a light emitting device according to any one of claims 1 to 10, the light emitting layer containing the organic substance is formed by applying a solution containing a light emitting material on or above the substrate. The said manufacturing method including this.