JPH04320485A - organic electroluminescent device - Google Patents

Abstract

PURPOSE:To obtain the title device which can give an excellent luminance of emission at low driving voltage by incorporating a specified compound into a hole injecting and transporting organic layer and/or an electron injecting and transporting layer in the title device comprising an anode, a hole injecting and transporting organic layer, an electron injecting and transporting organic layer and a cathode. CONSTITUTION:The title device comprises an anode, a hole injecting and transporting layer, an electron injecting and transporting organic layer, and a cathode, and the hole injecting and transporting layer and/or the electron injecting and transporting layer comprises a compound represented by the formula, wherein A represents an arylene group; R<1> and R<2> each represent hydrogen, alkyl, alkenyl, aryl, a substituted or unsubstituted aromatic hydrocarbon group, an aromatic heterocyclic group; X represents oxygen or sulfur; and Y<1> and Y<2> each represent hydrogen, halogen, nitro, amino, cyano or alkoxy (carbonyl).

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention relates to an organic electroluminescent device, and more specifically, a thin film that emits light by applying an electric field through a combination of a hole injection transport layer and an electron injection transport layer made of organic compounds. It concerns type devices.

0002

[Prior Art] Conventionally, thin film type electroluminescent devices include:
ZnS, which is a II-VI group compound semiconductor of inorganic material, C
aS, SrS, etc., include Mn, which is the luminescent center, and rare earth elements (
(Eu, Ce, Tb, Sm, etc.), but electroluminescent devices made from the above inorganic materials: ■ Requires AC drive (50 to 1000 Hz); ■
It has the following problems: the driving voltage is high (~200V), (1) it is difficult to make it full color (blue is a particular problem), and (2) the cost of the peripheral drive circuit is high.

On the other hand, in recent years, in order to improve the above-mentioned problems, electroluminescent elements using organic materials have been developed. In addition to anthracene and pyrene, which have long been known as materials for organic light-emitting layers, cyanine dyes (
J. Chem. Soc. , Chem. Commun. ，
557, 1985), pyrazoline (Mol.Cryst
．． Liq. Cryst. , 135, 355, 1986)
, perylene (Jpn. J. Appl. Phys., 25
, L773, 1986), coumarin-based compounds, and tetraphenylbutadiene (Japanese Unexamined Patent Publication No. 57-51781). Furthermore, in order to increase the luminous efficiency, improvements in the injection efficiency of carriers from the electrode have been reported. The objective was to optimize the type of electrodes and to provide a light-emitting layer consisting of a hole injection transport layer and an organic phosphor (Japanese Patent Laid-Open No. 57-5178).
Publication No. 1, JP-A-59-194393, JP-A-6
3-295695) etc. are being carried out.

[0004] Furthermore, in order to improve the luminous efficiency of the device and change the luminescent color, an aluminum complex of 8-hydroxyquinoline is used as a host material and is doped with a fluorescent dye for lasers such as coumarin (J. Appl. Phys.
s. , vol. 65, p. 3610, 1989).

In addition, perinone derivatives (P1
) has been used as a luminescent material to produce an organic electroluminescent device having a structure of anode/organic hole injection/transport layer/perinone derivative luminescent layer/organic electron injection/transport layer/cathode (Jpn.J
．． Appl. Phys. Volume 27, page L713, 1988
), the external quantum efficiency of this device is reported to be a very small value of 0.04%.

[0006]

[Case 2]

[0007] In addition, the use of perinone derivatives (P2) and (P3) having the same skeleton and the following structure as an organic electron injection transport layer that also serves as a light emitting layer has been shown (Japanese Patent Laid-Open No. 2-289676). Publication), luminous efficiency is 0.13L
m/W, which is insufficient.

[0008]

[Chemical formula 3]

[0009]

[C4]

0010

[Problems to be Solved by the Invention] As mentioned above, the organic electroluminescent devices disclosed so far have
In particular, the luminous efficiency and long-term stability of the device are still insufficient, and further improvements have been desired.

The present invention has been made in view of the above-mentioned conventional situation, and an object of the present invention is to provide an organic electroluminescent device that can be driven with high luminous efficiency.

0012

[Means for Solving the Problems] The organic electroluminescent device of the present invention is an organic electroluminescent device in which an anode, an organic hole injection/transport layer, an organic electron injection/transport layer, and a cathode are sequentially laminated. The hole injection transport layer and/or the organic electron injection transport layer are characterized in that they contain a compound represented by the following general formula (I).

[0013]

[C5]

In the above formula (I), A is an arylene group, R1 and R2 are a hydrogen atom, an alkyl group, an aralkyl group, an alkenyl group, an allyl group, or an aromatic hydrocarbon ring which may have a substituent. group or an aromatic heterocyclic group;

That is, as a result of intensive studies on organic electroluminescent elements that can be driven with high luminous efficiency, the present inventors found that the organic hole injection transport layer and/or the organic electron injection transport layer contains a specific compound. The present invention was completed based on the discovery that it is suitable to contain the above.

[0016] Below, the organic electroluminescent device of the present invention will be explained in detail with reference to the drawings.

FIG. 1 is a cross-sectional view schematically showing a structural example of an organic electroluminescent device of the present invention, in which 1 is a substrate, 2a, 2b
3 represents a conductive layer, 3 represents an organic hole injection transport layer, and 4 represents an organic electron injection transport layer.

The substrate 1 serves as a support for the organic electroluminescent device of the present invention, and typically includes a quartz or glass plate, a metal plate or metal foil, a plastic film or sheet, etc. A glass plate or a transparent synthetic resin substrate such as polyester, polymethyl methacrylate, polycarbonate, or polysulfone is preferable.

A conductive layer 2a is provided on the substrate 1. This conductive layer 2a is usually made of metals such as aluminum, gold, silver, nickel, palladium, and tellurium, metal oxides such as indium and/or tin oxides, copper iodide, carbon black, or poly(3- It is made of conductive resin such as methylthiophene).

In the example shown in FIG. 1, the conductive layer 2a serves as an anode to inject holes. On the other hand, the conductive layer 2b plays a role of injecting electrons into the organic electron injection transport layer 4 as a cathode. As the constituent material of the conductive layer 2b, it is possible to use the constituent material of the conductive layer 2a, but in order to efficiently inject electrons, a metal with a low work function is preferable, such as tin, magnesium, etc. , indium, aluminum, silver, or alloys thereof.

The formation of the conductive layers 2a and 2b is usually carried out by sputtering, vacuum evaporation, etc.; however, metal fine particles such as silver, copper iodide, carbon black, conductive metal oxide fine particles, In the case of conductive resin fine powder, it can also be formed by dispersing these powders in a suitable binder resin solution and coating it on the substrate. Furthermore, in the case of conductive resin, a thin film can be directly formed on the substrate by electric field polymerization. Note that the conductive layers 2a and 2b may be a composite layer formed by laminating two or more materials.

The thickness of the conductive layer 2a varies depending on the required transparency, but if transparency is required, it is desirable that the visible light transmittance is 60% or more, preferably 80% or more. In this case, the thickness is usually 50 to 10,
000 Å, preferably about 100 to 5,000 Å. Note that if the conductive layer 2a is opaque, the conductive layer 2a
The material may be the same as that of the substrate 1, or it is also possible to laminate the conductive layer with another substance different from the material constituting the conductive layer. On the other hand, the thickness of the conductive layer 2b is usually as follows:
The thickness is approximately the same as that of the conductive layer 2a.

Although not shown in FIG. 1, this conductive layer 2
A substrate similar to substrate 1 can also be provided on top of b. However, as an electroluminescent device, it is necessary that at least one of the conductive layers 2a and 2b has good transparency. From this, at least one of the conductive layers 2a and 2b has a 100-
The film thickness is preferably 5,000 Å, and good transparency is desired.

The organic hole injecting and transporting layer 3 provided on the conductive layer 2a can efficiently transport holes from the anode toward the organic electron injecting and transporting layer 4 between the electrodes to which an electric field is applied. is required to be formed from a compound that can. Therefore, the organic hole injection/transport compound needs to be a compound that has high hole injection efficiency from the conductive layer 2a and can efficiently transport the injected holes. For this purpose, the ionization potential is small, the hole mobility is large, and the stability is excellent.
It is required that the impurity that becomes a trap is a compound that is unlikely to be generated during manufacturing or use.

Examples of such hole injection and transport compounds include those described in pages 5 to 6 of Japanese Patent Application Laid-open No. 194393/1983 and columns 13 to 14 of US Pat. No. 4,175,960. . Preferred specific examples of these compounds include N,N'-diphenyl-N,N'-(3-
methylphenyl)-1,1'-biphenyl-4,4'-
Examples include aromatic amine compounds such as diamine: 1,1'-bis(4-di-p-tolylaminophenyl)cyclohexane: 4,4'-bis(diphenylamino)quadrophenyl. In addition to aromatic amine compounds, hydrazone compounds disclosed in JP-A-2-311591 may be mentioned. These aromatic amine compounds or hydrazone compounds may be used alone or as a mixture, if necessary.

The organic electron injection and transport layer 4 provided on the organic hole injection and transport layer 3 efficiently transports electrons from the cathode toward the organic hole injection and transport layer between the electrodes to which an electric field is applied. is required to be formed from a compound that can be used. Therefore, the organic electron injection/transport compound needs to be a compound that has high electron injection efficiency from the conductive layer 2b and can efficiently transport the injected electrons. To this end, it is required that the compound has high electron affinity, high electron mobility, excellent stability, and does not easily generate trapping impurities during production or use.

Materials that meet these conditions include aromatic compounds such as tetraphenylbutadiene (Japanese Patent Application Laid-Open No.
7-51781), metal complexes such as aluminum complexes of 8-hydroxyquinoline (Japanese Patent Application Laid-open No. 59-1943)
93), cyclopentadiene derivatives (JP-A No. 2-
289675), perinone derivatives (JP-A-2-2
89676), oxadiazole derivatives (JP-A-2-216791), bisstyrylbenzene derivatives (JP-A-1-245087, JP-A-2-22248)
4), perylene derivatives (JP-A-2-189890)
Publications No. 191694, No. 3-791), coumarin compounds (Japanese Unexamined Patent Publication No. 2-191694, No. 3-792), rare earth complexes (Japanese Unexamined Patent Publication No. 1-256584), distyrylpyrazine derivatives (Unexamined Japanese Patent Publication No. 2003-256584), -252793). When these compounds are used, the organic electron injection and transport layer simultaneously plays the role of transporting electrons and the role of producing light emission upon recombination of holes and electrons.

In the organic electroluminescent device of the present invention, the organic hole injection/transport layer and/or organic electron injection/transport layer made of such materials contain the compound represented by the general formula (I), Usually, the organic electron injection transport layer 4 is doped with the compound represented by the general formula (I). The region to be doped may be the entire organic electron injection transport layer 4 or a part thereof, and as shown in FIG. It may be the layer 4a near the interface (in FIG.
b is an undoped region, with symbols 1, 2a, 2
b, 3 refer to the same thing as in FIG. ). The amount of the above compound doped into the host material is 10-3~
10 mol% is preferred. Note that the host material includes, for example, the above-mentioned organic electron injection and transport compound when the organic electron injection and transport layer 4 plays that role, and when the organic hole injection and transport layer 3 plays the role of the host material, Examples include the above-mentioned aromatic amine compounds and hydrazone compounds.

In the general formula (I), the arylene group represented by A may have a substituent such as an alkyl group, an alkoxy group, a nitro group, an alkoxycarbonyl group, a halogen atom, or a cyano group. Good examples include o-phenylene group, 1,2-naphthylene group, 1,8-naphthylene group, and 9,10-phenanthrene group.

R1 and R2 are hydrogen atoms, methyl groups,
Alkyl groups having 1 to 6 carbon atoms such as ethyl group; alkoxyalkyl groups such as methoxyethyl group and ethoxyethyl group; alkoxyalkoxyalkyl groups such as methoxy-ethoxyethyl group and n-butoxyethoxyethyl group; methoxyethoxyethoxyethyl group , alkoxyalkoxyalkoxyalkyl groups such as ethoxyethoxyethoxyethyl groups; phenyloxyethyl groups, naphthyloxyethyl groups,
Aryloxyalkyl groups such as p-chlorophenyloxyethyl group; Arylalkyl groups such as benzyl group, phenethyl group, p-chlorobenzyl group, p-nitrobenzyl group; cyclohexylmethyl group, cyclohexylethyl group, cyclopentylethyl group, etc. Alkylalkyl group; alkenyloxyalkyl group such as allyloxyethyl group and 3-bromoallyloxyethyl group; cyanoalkyl group such as cyanoethyl group and cyanomethyl group; hydroxyalkyl group such as hydroxyethyl group and hydroxymethyl group; tetrahydrofuryl group , substituted or unsubstituted alkyl groups such as tetrahydrofuryl alkyl groups such as tetrahydrofuryl ethyl groups, substituted or unsubstituted alkenyl groups such as allyl groups, 2-chloroallyl groups, phenyl groups, p-methylphenyl groups, naphthyl groups, m Examples include substituted or unsubstituted aryl groups such as -methoxyphenyl group, and cycloalkyl groups such as cyclohexyl group and cyclobentyl group.

[0031] X is selected from an oxygen atom or a sulfur atom.

Examples of Y1 and Y2 include a hydrogen atom, a halogen atom, an alkoxy group, an amino group, and a nitro group, and preferably a hydrogen atom or a nitro group.

Synthesis methods for these compounds are described in Japanese Patent Publication No. 1973-
35687, specifically, the following general formula (II) (in formula (II), A, Y1 and Y2 have the same meanings as in the above general formula (I), and Z is represents a halogen atom) and the following general formula (I
II) (In formula (III), R1, R2 and X have the same meanings as in the general formula (I).)

[0034]

[C6]

[0035]

[C7]

The above-mentioned compounds obtained in this manner are listed in Japanese Patent Publication No. 48-39823, and are specifically exemplified by the following formulas (1) to (14).

[0037]

[Chemical formula 8]

[0038]

[Chemical formula 9]

In the present invention, the organic hole injection and transport layer 3 is formed on the conductive layer 2 by, for example, a coating method or a vacuum evaporation method.
It is formed by laminating on a. In case of coating,
A coating solution is prepared by adding and dissolving one or more organic hole injecting and transporting compounds and, if necessary, additives such as a binder resin that does not trap holes and a coating property improver such as a leveling agent. It is applied onto the conductive layer 2a by a method such as a coating method and dried to form the organic hole injection transport layer 3. Examples of the binder resin include polycarbonate, polyarylate, polyester, and the like. If the binder resin is added in a large amount, it will reduce the hole mobility, so a small amount is desirable, and the amount is preferably 50% by weight or less based on the coating solution.

In the case of the vacuum evaporation method, the organic hole injecting and transporting material is placed in a crucible placed in a vacuum container, the inside of the vacuum container is evacuated to 10-6 Torr using a suitable vacuum pump, and then the crucible is heated. to evaporate the hole injection transport material and form a layer on a substrate placed opposite the crucible.

The thickness of the organic hole injection transport layer 3 is usually 1
00 to 3000 Å, preferably 300 to 1000 Å. Vacuum deposition is suitable for uniformly forming such a thin film.

On the other hand, the organic electron injection and transport layer 4 doped with the compound represented by the general formula (I) can be formed by forming the organic hole injection and transport layer 3 by, for example, a coating method or a vacuum evaporation method.
It is formed by laminating on top.

In the case of coating, an organic electron injecting and transporting compound, a compound represented by the general formula (I), and if necessary, a binder resin that does not act as an electron trap or a light emission quencher, a leveling agent, etc. are applied. A coating solution in which additives such as a property improver are added and dissolved is prepared, coated on the organic hole injection transport layer 3 by a method such as spin coating, and dried to form the organic electron injection transport layer 4. Examples of the binder resin include polycarbonate, polyarylate, polyester, and the like. If the binder resin is added in a large amount, it will reduce the electron mobility, so a small amount is desirable, and the amount is preferably 50% by weight or less based on the coating solution.

In the case of the vacuum evaporation method, the organic electron injecting and transporting material is placed in a crucible placed in a vacuum container, the compound represented by the general formula (I) is placed in another crucible, and the inside of the vacuum container is heated. After evacuation to about 10-6 Torr using a suitable vacuum pump, each crucible is heated simultaneously to evaporate the contents, and a layer is formed on the organic hole injection transport layer 3 of the substrate 1 placed facing the crucible. Form. Alternatively, the above materials may be mixed in advance at a predetermined ratio and then evaporated using the same crucible.

The thickness of the organic electron injection transport layer 4 is usually 1
00 to 2000 Å, preferably 300 to 1000 Å. In order to uniformly form such a thin film, a vacuum evaporation method is normally preferably used.

In order to further improve the luminous efficiency of the organic electroluminescent device, on top of the organic electron injection and transport layer 4 doped as described above, another organic electron injection and transport layer is added as shown in FIG. It is conceivable to laminate 5. The compound used for this organic electron injection and transport layer 5 is required to be able to easily inject electrons from the cathode and to have a large electron transport ability. Examples of such organic electron injection transport materials include nitro-substituted fluorenone derivatives such as the compound shown in Chemical Formula 10, thiopyrane dioxide derivatives such as the compound shown in Chemical Formula 11, diphenylquinone derivatives such as the compound shown in Chemical Formula 12, and compound shown in Chemical Formula 13. perylenetetracarboxylic acid derivatives such as the compound shown (Jpn. J. Appl. Phys. Vol. 27, page L269, 1988), oxadiazole derivatives such as the compound shown in
tt. 55, p. 1489, 1989).

[0047]

[Chemical formula 10]

[0048]

[Chemical formula 11]

[0049]

[Chemical formula 12]

[0050]

[Chemical formula 13]

[0051]

[Chemical formula 14]

The thickness of the organic electron injection and transport layer 5 is usually 100 to 2000 Å, preferably 300 to 100 Å.
00 Å.

Note that in the present invention, the structure is opposite to that shown in FIG.
It is also possible to adopt a configuration in which the organic hole injection transport layer 3 and the conductive layer 2a are laminated in this order, and as described above, the organic electric field of the present invention is formed between two substrates, at least one of which is highly transparent. It is also possible to provide a light emitting element. Also, similarly,
Regarding FIG. 2 and FIG. 3, it is also possible to stack the layers in the opposite structure.

[0054]

[Operation] By using the compound represented by the general formula (I) as a doping material for the organic hole injection transport layer and/or organic electron injection transport layer of the organic electroluminescent device,
It is said that it is possible to provide excellent light emission characteristics.

By the way, for the purpose of improving the luminous efficiency of organic electroluminescent devices and changing the luminescent color, various fluorescent dyes are doped using an aluminum complex of 8-hydroxyquinoline as a host material (
U.S. Pat. No. 4,769,292). The advantages of this method include: ■ Improved luminous efficiency due to highly efficient fluorescent dyes;
■ Emission wavelength can be varied by selecting the fluorescent dye; ■ Fluorescent dyes that cause concentration quenching can also be used; ■ Fluorescent dyes with poor film properties can also be used.

On the other hand, a solution prepared by dissolving the compound (1) shown by the above chemical formula 8 and the perinone derivative (P1) shown by the above chemical formula 2 in chloroform at a concentration of 3 x 10 -3 mol/liter was heated using a mercury lamp. The results of fluorescence measurement measured by excitation at a wavelength of 350 nm are shown in Table 1 below. Note that the reference for the relative fluorescence intensity was a chloroform solution of an 8-hydroxyquinoline complex of aluminum (abbreviated as Al(OX)3 in the table). From this result as well, it is clear that the present invention has an effect of improving light emission characteristics.

[0057]

[Table 1]

[0058]

[Examples] Next, the present invention will be explained in more detail with reference to Examples and Comparative Examples. However, the present invention is not limited to the description of the following Examples unless it exceeds the gist thereof. Examples 1 and 2 An organic electroluminescent device having the structure shown in FIG. 1 was produced by the following method. Indium tin oxide (IT
O) After washing the transparent conductive film deposited to a thickness of 1200 Å with water and ultrasonic cleaning with isopropyl alcohol,
Installed in a vacuum evaporation device, the degree of vacuum inside the device is 2×10
It was evacuated using an oil diffusion pump until the temperature became -6 Torr or less. As an organic hole injection transport layer material, the following hydrazone compounds (H1) and (H2) were used in a molar ratio (H1):
A mixture of (H2)=1:0.3 was placed in a ceramic crucible, heated with a tantalum wire heater around the crucible, and evaporated in a vacuum container. The temperature of the crucible is 150~
In the range of 190℃, the degree of vacuum during vapor deposition is 6 x 10-7To
It was rr. In this way, the organic hole injection transport layer is formed into 5
The film was deposited to a thickness of 20 Å. The deposition time was 4 minutes.

[0059]

[Chemical formula 15]

Next, as materials for the organic electron injection transport layer,
The aluminum 8-hydroxyquinoline complex Al(C9H6NO)3 shown in the following structural formula and the compound (1) shown in the chemical formula 8 above as a doping fluorescent dye were heated and vapor-deposited at the same time using separate crucibles. Ta.

[0061]

[Chemical formula 16]

At this time, the temperature of each crucible was 160 to 2 for the 8-hydroxyquinoline complex of aluminum.
The temperature was controlled at 115 to 150°C for compound (1). The degree of vacuum during vapor deposition was 7 x 10-7 Torr, and the vapor deposition time was 3 minutes. As a result, an organic electron injecting and transporting layer having a thickness of 510 Å and doped with 4.5 mol % of compound (1) based on the above complex was obtained.

Finally, as a cathode, an alloy electrode of magnesium and silver was deposited to a thickness of 1500 Å using a binary simultaneous deposition method. A molybdenum boat was used for vapor deposition, the degree of vacuum was 8 x 10-6 Torr, and the vapor deposition time was 8 minutes, and as a result, a glossy film was obtained. The atomic ratio of magnesium to silver was in the range of 10:1-2. In this way, organic electroluminescent device A was produced.

[0064] In addition to the ITO electrode (anode) of this organic electroluminescent device A, there is a magnesium/silver electrode (cathode).
Table 2 shows the results of the luminescence characteristics measured by applying a negative DC voltage to the sample. Note that the peak wavelength of the emission spectrum of this device was 570 nm, and it exhibited uniform yellow light emission.

[0065] In Table 2, Vth has a luminance of 1c.
The voltage becomes d/m2, the luminous efficiency is the efficiency at V100, V
100 is the voltage at which the luminance is 100 cd/m2.

Comparative Example 1 Organic electroluminescent device B was produced in the same manner as in Example 1, except that the organic electron injection and transport layer was not doped with compound (1). Table 2 shows the measurement results of the light emitting characteristics of this device. The peak wavelength of the emission spectrum of this device was 530 nm, and it exhibited uniform green light emission.

Comparative Example 2 An organic electroluminescent device C was prepared in the same manner as in Example 1, except that the organic electron injection transport layer was doped with 5.8 mol % of the perinone derivative (P1) shown in Chemical Formula 2 above. Table 2 shows the measurement results of the light emitting characteristics of this device. The peak wavelength of the emission spectrum of this device was 570 nm, and it exhibited uniform yellow light emission.

[0068]

[Table 2]

Comparative Example 3 The same procedure as Comparative Example 2 was carried out except that the aluminum complex of 8-hydroxyquinoline was not used as the host material for the organic electron injection transport layer, and the organic electron injection transport layer was formed using only the perinone derivative (P1). However, a uniform organic electron injection and transport layer could not be formed, and the device could not operate as a device.

Example 2 Element A prepared in Example 1 was stored in vacuum for 57 days, and then its luminescent properties were measured. The results are the results of Example 1 (
(immediately after fabrication) are shown in Table 3. As is clear from Table 3, in Element A, the reduction in luminance and luminous efficiency was not a practical problem, and it exhibited long-term stability.

[0071]

[Table 3]

[0072]

As described in detail above, according to the organic electroluminescent device of the present invention, an anode, an organic hole injection transport layer, an organic electron injection transport layer, and a cathode are sequentially provided on a substrate. Because the hole injection transport layer and/or the organic electron injection transport layer, or a part thereof, is doped with a specific compound,
When a voltage is applied to both poles, luminescence with sufficient luminance for practical use can be obtained with a low driving voltage, and the initial luminescence characteristics can be maintained even after long-term storage. The electroluminescent device of the present invention can be used in the field of flat panel displays (e.g., wall-mounted televisions), light sources (e.g., light sources for copying machines, backlight sources for liquid crystal displays, instruments), display boards, etc. , its application to marker lights is considered, and its industrial usefulness is extremely large.

[Brief explanation of drawings]

FIG. 1 is a sectional view showing one embodiment of the organic electroluminescent device of the present invention.

FIG. 2 is a sectional view showing another embodiment of the organic electroluminescent device of the present invention.

FIG. 3 is a sectional view showing another embodiment of the organic electroluminescent device of the present invention.

[Explanation of symbols]

1 Board 2a, 2b Conductive layer 3 Organic hole injection transport layer 4 Organic electron injection transport layer

Claims (1)

[Claims] Claim 1: Sequentially an anode, an organic hole injection transport layer,
An organic electroluminescent device comprising a laminated organic electron injection transport layer and a cathode, characterized in that the organic hole injection transport layer and/or the organic electron injection transport layer contains a compound represented by the following general formula (I). An organic electroluminescent device. [Formula 1] (wherein A is an arylene group, R1 and R2 are hydrogen atoms,
Alkyl group, aralkyl group, alkenyl group, allyl group,
Aromatic hydrocarbon ring group or aromatic heterocyclic group which may have a substituent, X is an oxygen atom or a sulfur atom, Y1 and Y2
represents a hydrogen atom, a halogen atom, a nitro group, an amino group, a cyano group, an alkoxy group, and an alkoxycarbonyl group. )