JP2007073634A - Organic electronic device and its manufacturing method - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an organic electronic device using an organic material such as an organic transistor and an organic EL device which improves a transistor characteristic of the organic transistor or the emission efficiency of the organic EL device, and also to provide its manufacturing method. <P>SOLUTION: The organic electronic device includes on a substrate 10 at least a thin film 13 formed of an organic material, and a pair of electrodes 21 and 22 for applying voltage to the thin film 13. The organic electronic device also includes a single molecule region 30 between the pair of electrodes 21 and 22. The single molecule region 30 chemically bonds with a part 12 of a member for constituting the organic electronic device other than the organic material of the thin film 13, and has an aromatic ring, a heterocycle including a hetero atom, or both of them, or a functional group which is condensation-polymerized aromatic ring, and heterocycle at the end of the opposite side from the chemically bonding side. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to an organic electronic device including an organic layer such as an organic EL, an organic laser, and an organic transistor, and a manufacturing method thereof.

  In an electronic device, electric signals, electric power, and current are input and output through electrodes. When an organic material is to be applied to an organic electronic device, the orientation and crystallinity of organic molecules at the electrode interface greatly affect the operating efficiency between the electrode and the organic material.

  Organic electronic devices include, for example, organic transistors. Conventionally, inorganic semiconductor crystals such as silicon and gallium arsenide, and deposited silicon-based thin films have been used as semiconductor materials for forming transistors. As shown in FIG. 4, the transistor includes at least a gate electrode 11, an insulating layer 12, a source electrode 21, a drain electrode 22, and an organic semiconductor layer 13, which have a laminated structure. When a voltage is applied between the source electrode 21 and the drain electrode 22, a current flows between the two electrodes through the organic semiconductor layer. At this time, when a voltage is applied to the gate electrode 11 separated from the organic semiconductor layer by the insulating layer, the conductivity of the semiconductor can be changed by the field effect. This makes it possible to control the current between the source and drain electrodes. This is presumably because the width of the depletion layer of the organic semiconductor layer in contact with the insulating layer changes depending on the voltage applied to the gate electrode, and the effective channel cross-sectional area of the hole changes.

  In recent years, however, there has been a trend toward flexible display as well as an increase in display area. Accordingly, organic transistors using an organic material for a semiconductor layer are attracting attention and are being studied as transistors that can be manufactured at low cost. As a material for forming a channel portion, a single crystal or a π-conjugated polymer has attracted attention. The chemical structure of organic semiconductor materials has a skeleton consisting of conjugated double bonds and conjugated triple bonds, and has a band structure consisting of a valence band and a conduction band formed by overlapping π electron orbitals, and a forbidden band separating them. ing. A channel is formed when this organic material is excited from the ground state. As a result, organic transistors exceeding the characteristics of amorphous silicon transistors have been reported. (Non-Patent Document 1 and others) On the other hand, organic EL is mentioned as an example of an organic electronic device. The organic EL is a device in which at least one organic material layer including a light emitting layer is provided between a cathode and an anode. Typically, as shown in FIG. 5, it has a laminated structure including a cathode 43, an anode 41, and a light emitting layer. Holes and electrons injected from the cathode and anode recombine in the light emitting layer to generate excitons of organic molecules. At this time, in order to reduce the energy gap between the cathode and the anode and the light emitting layer, an electron transport layer 421 and a hole transport layer 422 are often provided as shown in FIG. An organic EL is a device that utilizes light emission (fluorescence / phosphorescence) when the above-described excitons are deactivated. Unlike a liquid crystal display element, an organic EL emits light by itself, has no viewing angle dependency, and is excellent in visibility.

  In various organic electronic devices as described above, in order to make a device at a practical level using an organic material, it is necessary not only to improve material properties but also to design a device that takes advantage of the characteristics of the organic material. In addition, from the molecular level, energy level control in the molecular assembly region and surface / interface design for expressing its electronic function are important.

  Here, regardless of whether the material is a low-molecular material or a high-molecular material, a problem in the case of using an organic material is that the crystallinity of an organic compound for exhibiting device characteristics is low and a polycrystalline shape tends to be formed. In that case, in the organic transistor, carriers are easily trapped at the crystal grain boundary, thereby reducing the mobility of the organic semiconductor.

  Moreover, in organic EL, it leads to the fall of luminous efficiency. In particular, this phenomenon becomes more prominent when a material having a plurality of molecular repeating units such as an oligomer to a polymer is used.

Therefore, Patent Document 1 proposes that an organic molecule and a lower substrate on which the organic molecule is provided be selectively combined, and describes that the electrical characteristics of the organic transistor are improved. Patent Document 2 proposes to provide a hole transport layer, a light emitting layer, and an electron transport layer grown by direct chemical bonding from the electrode of the organic EL element, thereby improving the light emission efficiency and increasing the lifetime. It is described that it becomes.
JP 2002-9290 A JP 2004-103547 A “Science”, Vol. 287, p. 1022, 2000

  As described above, various methods have been adopted for the orientation control method for exhibiting the electrical characteristics of the organic material of the organic electronic device. However, in the method of Patent Document 1, usable organic molecules and usable lower base materials are limited, and it is considered that the bonding property at the interface between the two layers is weak, and it is difficult to make use of the electrical characteristics of the organic material. Further, in Patent Document 2, since the molecular lengths are easily aligned, it can be expected that the orientation can be improved. On the other hand, since the condensation reaction process is required several tens of times, the production process is complicated and time is required. There is such a problem.

  As described above, the orientation direction of the organic material has a great influence on the carrier conduction in the film of the organic transistor, and it is necessary to efficiently inject holes and electrons of the organic EL into the light emitting layer. It is important to orient the organic material. In addition, in order to inject electrons and holes efficiently, it is important to control the organic material at the electrode interface.

  Accordingly, the present invention provides an organic electronic device using an organic material and a method for manufacturing the same, which improve the orientation of the organic material and accordingly improve the transistor characteristics of the organic transistor or the light emission efficiency of the organic EL. .

  That is, the present invention is an organic electronic device having, on a substrate, a thin film made of at least an organic material and at least one pair of electrodes for applying a voltage to the thin film, and between the pair of electrodes, An aromatic ring or a heterocycle having a heteroatom at the end of the site chemically bonded to a part of the member for constituting the organic electronic device other than the organic material of the thin film and opposite to the chemically bonded site It is an organic electronic device characterized by having a monomolecular region having both of them and their condensation-polymerized functional groups.

The monomolecular region is provided so as to fill at least a channel formation region by applying external energy.
Further, the present invention provides a thin film made of at least an organic material on a substrate, at least one pair of electrodes for applying a voltage to the thin film, and the organic material other than the thin film between the pair of electrodes. An aromatic ring, a hetero ring having a hetero atom at the end of the site chemically bonded to a part of the member for constituting the organic electronic device, and opposite to the chemically bonded site, or both, and their polycondensation A method for producing an organic electronic device having a monomolecular region having a functional group, comprising: forming at least an electrode on the substrate by vapor deposition; forming a thin film made of the organic material by vapor deposition; And a step of forming a molecular region by a coupling reaction of a silane agent.

  Furthermore, the present invention provides, on a substrate, a thin film made of at least an organic material, at least one pair of electrodes for applying a voltage to the thin film, and the organic material other than the thin film between the pair of electrodes. An aromatic ring, a hetero ring having a hetero atom at the end of the site chemically bonded to a part of the member for constituting the organic electronic device, and opposite to the chemically bonded site, or both, and their polycondensation A method for producing an organic electronic device having a monomolecular region having a functional group, the step of forming at least an electrode on the substrate by an ink jet method, and the step of forming a thin film made of the organic material by an ink jet method And a step of forming the monomolecular region by a coupling reaction of a silane agent.

  ADVANTAGE OF THE INVENTION According to this invention, the organic electronic device which improved device characteristics, such as the improvement of the mobility of an organic transistor, or the improvement of the light emission efficiency of organic EL, can be provided. Moreover, the organic electronic device using the organic material of the present invention is easy to manufacture.

Hereinafter, the present invention will be described in detail.
The organic electronic device of the present invention is a device having on a substrate a thin film made of at least an organic material and at least one pair of electrodes for applying a voltage to the thin film, and between the pair of electrodes, An aromatic ring or a heterocycle having a heteroatom at the end of the site chemically bonded to a part of the member for constituting the organic electronic device other than the organic material of the thin film and opposite to the chemically bonded site It is characterized by having a monomolecular region having both of them and their condensation-polymerized functional groups.

  In the organic electronic device of the present invention, when a substrate, a thin film made of an organic material, a pair of electrodes, and a monomolecular region are disposed, the thin film made of an organic material and the monomolecular region are preferably adjacent to each other. By adopting such an arrangement, it is expected that an aromatic ring or a heterocyclic ring in a monomolecular region orients the organic material. It is more preferable to form a thin film made of an organic material after the monomolecular region is formed. Conventionally known ones can be applied to the positional relationship of other members.

  The thin film made of an organic material is preferably a film for expressing the function of the organic battery device. Examples of the film made of an organic material include a film including a channel region of a transistor and a film that is a light-emitting layer of a light-emitting element.

  Examples of the member for constituting the organic electronic device other than the thin film organic material include an insulating layer, an electrode, and a substrate. The functional group present on the surface of these members and a part of the functional group of the compound forming the monomolecular region are bonded by a coupling reaction.

  The monomolecular region has a functional group that can be chemically bonded to one site, an aromatic ring, a heterocycle having a heteroatom at the end of the other site, or both, and a condensation-polymerized functional group thereof. Has at least one hydrolyzable functional group at the terminal, and at least one of the other side chains is an aromatic ring, a heterocycle having a hetero atom, etc. A region composed of a single molecule of a compound having a functional group of

The site refers to a functional group capable of chemically bonding, or a functional group such as an aromatic ring or a hetero ring having a hetero atom, present at the end of the side chain of the compound forming the monomolecular region.
In addition, the monomolecular region may have a pattern formed by applying external energy such as UV irradiation to a part of a layer made of a compound for forming the monomolecular region.

  An electrostatic and dispersive interaction is caused around the delocalized π-electron of the aromatic ring or the heterocyclic moiety having a hetero atom, and a molecular association state is obtained. There is an aromatic ring with a delocalized π electron at the end of the molecule fixed by a chemical bond, or a hetero ring with a heteroatom, and based on this, the π electron of an organic material that exhibits electrical properties And the orientation becomes higher.

Due to the above-described actions, according to the present invention, it is possible to improve the electrical characteristics of the organic substance and the characteristics of the organic electronic device associated therewith.
The present invention makes it possible to improve device characteristics such as improving the mobility of an organic transistor or improving the light emission efficiency of an organic EL. In addition, it can be expected to reduce the leakage current and parasitic capacitance of the organic transistor. Moreover, the lifetime as an organic electronic device is extended.

Furthermore, an organic electronic device using the organic material of the present invention is easy to manufacture and can be flexible, have a large area, and can be formed into a film.
Next, an organic transistor will be described as a specific example of the organic electronic device. FIG. 1 is a cross-sectional view of a bottom contact organic transistor showing an embodiment of the present invention.

The organic transistor of the present invention includes a substrate 10, a gate electrode 11, an insulating layer 12, an organic semiconductor layer 13, a source electrode 21, a drain electrode 22, and a monomolecular region 30.
The gate electrode 11 of the organic transistor of the present invention is not particularly limited as long as it is a conductive material. Examples thereof include gold, platinum, silver, nickel, copper, chromium, iron, tin, tantalum, aluminum, magnesium, And alloys thereof and conductive oxides. Alternatively, it may be an inorganic semiconductor such as single crystal, poly, or amorphous silicon whose conductivity is improved by doping or the like, or a conductive polymer such as polyaniline, polythiophene, or polypyrrole, or a derivative or composite thereof.

  The electrode material used for the source electrode 21 and the drain electrode 22 is preferably a material having a large work function, and it is desirable to select a material that has good electrical contact with the organic semiconductor layer 130. For example, gold, platinum, silver, nickel, copper, and chromium are desirable.

The substrate 10 may be any insulating material, and may be glass or plastic such as polycarbonate or polyester.
The insulating layer 12 preferably has a high dielectric constant and low conductivity. Examples thereof include silicon oxide, silicon nitride, aluminum oxide, tantalum oxide, polyethylene, and polyimide.

The electrodes 11, 21, 22 and the insulating layer 12 can be produced using a technique such as vapor deposition, plating, sputtering, CVD, or ink jet depending on the materials.
As the organic material for forming the organic semiconductor layer 13, two types of single-crystal and high-molecular organic materials are conceivable. Examples of the single crystal organic material used for the organic semiconductor layer 13 include condensed polycyclic aromatic compounds represented by pentacene, organometallic salts using phthalocyanine, and the like. It is produced using a technique. Examples of the polymer material include a structure in which at least two basic units such as a π-conjugated thiophene polymer represented by poly-3-hexylthiophene or a hyperbranched polymer called a dendrimer are bonded. What extended pi conjugation is desirable. It is dissolved in a solvent according to these materials, and is manufactured using a wet manufacturing method such as spin coating or an ink jet method.

  The monomolecular region 30 is preferably formed using a silane coupling agent or a surface treatment method such as graft polymerization to form the monomolecular region 30 as shown in FIG. Reference numeral 31 denotes a functional group of a compound that forms a monomolecular region, and 32 denotes a site chemically bonded to a part of a member constituting the organic electronic device.

  A conceptual diagram of the compound forming the monomolecular region 30 is shown in FIG. A is a material having an aromatic ring or a hetero ring having a hetero atom, and may be a material in which several hetero rings or aromatic rings are bonded, or a form in which several are condensed such as naphthalene or anthracene. It may be in the form of a compound having a functional group or indole. All of A need not be the same group, and each A present in the compound may be different.

X is a divalent organic group such as an alkenyl group, a secondary amino group (—NH—), or a carbonyl group, and each X present in the compound may be different.
Y is preferably a hydrolyzable group such as a chloro group, an ethoxy group, or a methoxy group. A, X, and Y are bonded to Si atoms.

The monomolecular region 30 may not be a completely uniform or dense region, and a compound constituting the organic semiconductor layer may exist between the monomolecules forming the monomolecular region 30.
In the case of a bottom contact type organic transistor, patterning may be performed so that the monomolecular region 30 fills at least the channel formation region by applying external energy such as UV before, during or after the formation of the monomolecular region 30. desirable.

  The thickness of the monomolecular region is derived from at least the size of the compound constituting the monomolecular region. It can be confirmed by a technique such as a scanning probe microscope that the compounds constituting the monomolecular region are arranged in a single molecule.

  The monomolecular region is chemically bonded to a part of the member for constituting the organic electronic device other than the organic material of the thin film. The chemical bond is, for example, OH group on the surface of the insulating layer and Y in FIG. The group shown is bonded, and the reaction for chemical bonding is performed by a coupling treatment.

  Finally, the organic transistor is sealed with a sealing material. As an example of the method, an adhesive is applied to glass or a film in a dry nitrogen or argon atmosphere, and is attached to a transistor substrate and sealed. An existing adhesive such as an ultraviolet curable adhesive mainly composed of acrylic resin, polyimide resin or novolac resin, thermosetting adhesive mainly composed of epoxy resin, or other existing adhesive may be used as the adhesive. .

The structure of the organic transistor in the present invention described above is not limited to the thin film type, and may be another type such as a cylindrical shape.
Next, organic EL will be described as a specific example of the organic electronic device. FIG. 3 is a cross-sectional view of an organic EL showing another embodiment of the present invention.

The organic EL of the present invention includes a substrate 40, an anode 41, a cathode 43, a light emitting layer 42, and a monomolecular region 30.
As the organic EL in the present invention, the substrate 40 may be any substrate as long as it is insulative, and may be glass or plastic such as polycarbonate or polyester.

  As the anode 41, a material that transmits light is used. Specifically, ITO, indium oxide, tin oxide, and the like are preferable. You may use metal thin films, such as gold | metal | money, platinum, silver, polyaniline, polypyrrole, etc.

As the cathode 43, it is preferable to use an alkali metal such as Li, K, or Na having a low work function, or an alkaline earth metal such as Mg or Ca.
The light emitting layer 42 may be electron transporting or hole transporting as long as it is excited and emits fluorescence or phosphorescence. Examples of the light-emitting layer 42 include polyarylvinylene-based and polyfluorene-based materials for polymer fluorescent materials. Examples of the low molecular phosphor include BAlq, Alq ₃ , and Bebq ₂ . In addition, fluorescent dyes such as coumarin, perylene, pyran, anthrone, quinacridone, N, N′-dialkyl-substituted quinacridone, naphthalimide, N, N′-diaryl-substituted pyrrolopyrrole, polystyrene, poly Those dissolved in a polymer material such as methyl methacrylate and polyvinyl carbazole can also be used.

The organic EL of the present invention may be provided with a hole transport layer 422 and an electron transport layer 421 as shown in FIG.
The hole transport layer 422 has a higher hole mobility as the compound has a lower ionization potential. Therefore, the smaller the ionization potential, the more desirable, and the electron transport layer 421 has a smaller difference between the Fermi rank of the anode and the ionization potential of the electron transport layer. Is more advantageous. As a material that satisfies these requirements, the hole transport layer 422 includes a known hole such as a copper phthalocyanine that is a porphyrin compound, a phenylenediamine derivative that is an amine compound, an arylamine derivative, or a hydrazone derivative, a stilbene derivative, or a carbazole derivative. Although a transport material can be used, it is not limited to these. As the polymer compound, polyaniline, polythiophene, polyvinyl carbazole, a mixture of poly (3,4-ethylenedioxythiophene) and polystyrene sulfonic acid can be used, but not limited thereto.

For the electron transport layer 421, a low molecular compound such as an oxydiazole derivative, a triazole derivative, a triazine derivative, or an imidazole derivative, a quinolinol derivative metal complex such as Alq _3, or the like can be used, but the electron transport layer 421 is not limited thereto.

  When a low molecular compound is used, the light emitting layer 42, the hole transport layer 422, and the electron transport layer 421 are manufactured using a technique such as vacuum deposition according to conditions according to the material. When using a high molecular compound, dissolve or dissolve in an organic solvent such as toluene, xylene, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexane, anisole, methanol, ethanol, isopropyl alcohol, ethyl acetate, butyl acetate or water alone or in a mixed solution. It can be converted into an ink as a dispersion. When making an ink, a surfactant, a viscosity modifier, an antioxidant, or the like may be added. These inks can be formed by a coating method or a printing method such as an ink jet method, a micro gravure method, a die coating method, a slot coating method, a gravure method, a flexo method, an offset method, a letterpress method, an intaglio offset method, and a screen method.

  The monomolecular region 30 is the same as that described for the organic transistor.

Hereinafter, preferred embodiments of the present invention will be described with reference to the drawings.
Example 1
An example of the bottom contact type organic transistor showing the first embodiment in the present invention shown in FIG. 1 will be described.

  N-type silicon having a thermal oxide film of 300 nm was used as the substrate 10, the gate electrode 11, and the insulating layer 12. Then, gold was formed as the source electrode 21 and the drain electrode 22 by vacuum deposition to a thickness of 50 nm. Next, after exposure to a UV ozone atmosphere, the substrate is immersed in a 0.1 wt% phenyltrimethoxysilane / chloroform solution, washed and dried, and a phenylsilane group is formed on the surfaces of the insulating layer 12, the source electrode 21, and the drain electrode 22. A monomolecular region 30 having Subsequently, pentacene was formed by vacuum vapor deposition to a thickness of 100 nm to form an organic semiconductor layer 13. The channel length is 10 μm and the channel width is 50 μm.

  As a comparative example, an organic transistor provided with a monomolecular region 30 having a 2- (3,4-epoxycyclohexyl) silane group using 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane was produced by the same method. .

When the operation of the organic transistor was confirmed, the mobility of this example was 1 × 10 ⁻¹ cm ² / Vs, and the mobility of the comparative example was 7 × 10 ⁻² cm ² / Vs.
According to the present invention, a bottom contact organic transistor with high mobility could be provided.

Example 2
FIG. 2 is a cross-sectional view of a bottom contact organic transistor showing a second embodiment of the present invention.

Aluminum was vapor-deposited on the substrate 10 made of alkali-free glass to form a gate electrode 11. Next, a silicon oxide film was formed by sputtering to form the insulating layer 12.
The substrate on which the insulating layer is formed is subjected to O ₂ plasma ashing, then dipped in a 0.1 wt% γ-anilinopropyltriethoxysilane / chloroform solution, washed and dried to form an anilinopropylsilane group on the surface of the insulating layer 12. A monomolecular region 30 is provided. Thereafter, patterning was performed by electron beam irradiation so that the monomolecular region 30 had the same shape as the gate electrode 11. Next, gold nano paste was provided by an ink jet method as the source electrode 21 and the drain electrode 22 and baked. Finally, poly-3-hexylthiophene dissolved in chloroform was provided by an inkjet method so as to cover the channel formation portion, and dried to form the organic semiconductor layer 13. The channel length is 100 μm and the channel width is 1 mm.

  As a comparative example, an organic transistor provided with a monomolecular region 30 having a 2- (3,4-epoxycyclohexyl) silane group using 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane was produced by the same method. .

When the operation of the organic transistor was confirmed, the mobility of this example was 3 × 10 ⁻² cm ² / Vs, and the mobility of the comparative example was 8 × 10 ⁻³ cm ² / Vs.
According to the present invention, a high mobility organic transistor was obtained. In addition, since a vacuum process is not included, a simpler and cheaper organic transistor can be produced.

Example 3
FIG. 3 is a cross-sectional view of an organic EL device showing a third embodiment in the present invention.
The glass substrate 40 provided with the ITO film was patterned into a predetermined pattern by the photolithography method and the wet etching method, and the anode 41 was formed. Next, the surface of the anode 41 was washed with a UV ozone device. Next, γ-anilinopropyltriethoxysilane was provided on the surface of the anode 41 by silane coupling treatment to form a monomolecular region 30. Subsequently, as the light emitting layer 42, a mixture layer of poly (3,4) ethylenedioxythiophene and polystyrene sulfonate, poly (2-methoxy, 5- (2′-ethyl-hexyloxy) -1,4-phenylene. A vinylene layer was sequentially formed with a thickness of 30 nm and 100 nm, respectively, and a Ca layer and an Al layer were sequentially formed as a cathode 43 with a thickness of 20 nm and 200 nm, respectively, by vacuum deposition.

  As a comparative example, an organic EL provided with a monomolecular region 30 having a 2- (3,4-epoxycyclohexyl) silane group using 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane was produced by the same method. .

When the obtained organic EL applying voltage, luminance 300 cd / m ² in the present embodiment, light emission of 200 cd / m ² was obtained in the comparative example.
The organic EL of the present invention was found to have improved luminous efficiency.

  The present invention can be used for organic electronic devices such as an organic transistor having improved mobility and an organic EL element having improved light emission efficiency.

It is sectional drawing of the bottom contact type organic transistor which shows 1st embodiment in this invention. It is sectional drawing of the bottom contact type organic transistor which shows 2nd embodiment in this invention. It is sectional drawing of organic EL which shows 3rd embodiment in this invention. It is sectional drawing of the conventional bottom contact type organic transistor. It is sectional drawing of the conventional organic EL. It is sectional drawing of organic EL which provided the conventional positive hole transport layer and the electron carrying layer. It is a conceptual diagram showing the monomolecular area | region in this invention. It is a conceptual diagram of the compound for forming the monomolecular area | region in this invention.

Explanation of symbols

DESCRIPTION OF SYMBOLS 10 Substrate 11 Gate electrode 12 Insulating layer 13 Organic semiconductor layer 21 Source electrode 22 Drain electrode 30 Monomolecular region 31 Functional group of compound forming monomolecular region 32 Site chemically bonded to a part of members constituting organic electronic device 40 Substrate 41 Anode 42 Light emitting layer 43 Cathode 421 Electron transport layer 422 Hole transport layer

Claims (4)

  An organic electronic device having a thin film made of at least an organic material on a substrate and at least one pair of electrodes for applying a voltage to the thin film, wherein the organic material other than the thin film organic material is interposed between the pair of electrodes. A chemical bond with a part of the member for constituting the organic electronic device of the above, and the aromatic bond, the hetero ring having a hetero atom at the end of the site opposite to the chemically bonded site, or both, or their condensation An organic electronic device comprising a monomolecular region having a polymerized functional group.   The organic electronic device according to claim 1, wherein the monomolecular region is provided so as to fill at least a channel formation region by applying external energy.   On the substrate, the organic electronic device other than the organic material of the thin film is configured between a thin film made of at least an organic material, at least one pair of electrodes for applying a voltage to the thin film, and the pair of electrodes. And a single unit having an aromatic ring, a heterocycle having a heteroatom or both, or a polycondensed functional group thereof at the end of the site opposite to the chemically bonded site. A method of manufacturing an organic electronic device having a molecular region, the step of forming at least an electrode on the substrate by vapor deposition, the step of forming a thin film made of the organic material by vapor deposition, and the monomolecular region of a silane agent And a step of forming the organic electronic device by a coupling reaction.   On the substrate, the organic electronic device other than the organic material of the thin film is configured between a thin film made of at least an organic material, at least one pair of electrodes for applying a voltage to the thin film, and the pair of electrodes. And a single unit having an aromatic ring, a heterocycle having a heteroatom or both, or a polycondensed functional group thereof at the end of the site opposite to the chemically bonded site. A method of manufacturing an organic electronic device having a molecular region, the step of forming at least an electrode on the substrate by an ink jet method, the step of forming a thin film made of the organic material by an ink jet method, and the monomolecular region And a step of forming the organic electronic device by a coupling reaction of a silane agent.

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