KR20230037791A - Organic light emitting device, electronic device comprising same and method of manufacturing same - Google Patents

Abstract

The present invention relates to an organic light emitting element, an electronic device comprising the same, and a manufacturing method therefor. The organic light emitting element comprises: an anode; a cathode; and one or more organic matter layers. Therefore, the present invention is capable of having excellent lifespan characteristics.

Description

Organic light emitting device, electronic device including the same, and manufacturing method thereof

The present invention relates to an organic light emitting device, an electronic device including the same, and a manufacturing method thereof.

The organic light emitting phenomenon is one example in which electric current is converted into visible light by an internal process of specific organic molecules. The principle of the organic light emitting phenomenon is as follows. When an organic material layer is placed between the anode and the cathode, when a current is applied between the two electrodes, electrons and holes are injected into the organic material layer from the cathode and the anode, respectively. Electrons and holes injected into the organic material layer recombine to form excitons, and as these excitons fall back to the ground state, light is emitted. An organic light emitting device using this principle may generally be composed of a cathode, an anode, and organic material layers disposed therebetween, such as a hole injection layer, a hole transport layer, a light emitting layer, an electron injection layer, and an electron transport layer.

Conventionally, a deposition process has been mainly used to manufacture an organic light emitting device. However, when manufacturing an organic light emitting device by a deposition process, there are problems that a lot of material loss occurs and it is difficult to manufacture a large area device. In order to solve this problem, an organic light emitting device using a solution process, and electronic There is a demand for development of devices and methods of manufacturing the same.

Korean Patent Publication No. 10-2016-0055614

An object of the present invention is to provide an organic light emitting device using a solution process.

An object of the present invention is to provide an electronic device including an organic light emitting device for solution processing.

An object of the present invention is to provide a method for manufacturing an organic light emitting device for a solution process.

One embodiment of the present invention

anode;

cathode; and

An organic light emitting device including one or more organic material layers provided between the anode and the cathode,

The one or more organic material layers include a first solvent,

It provides an organic light emitting device in which the remaining amount of plastic additives included in the one or more organic material layers is less than 100 ppm.

Another embodiment of the present invention

An electronic device including the organic light emitting device described above is provided.

Another embodiment of the present invention

preparing an anode;

Forming one or more organic material layers on the anode; and

Forming a cathode on the at least one organic layer,

The step of forming the one or more organic material layers

forming an organic layer using an organic layer material, a plastic additive, and a first solvent; and

It provides a method of manufacturing an organic light emitting device comprising the step of removing the plastic additive from the formed organic material layer.

The organic light emitting device according to the present invention has excellent lifespan characteristics.

The organic light emitting device according to the present invention has improved driving voltage characteristics.

The method for manufacturing an organic light emitting device according to the present invention may be used for an organic light emitting device for a solution process.

1 illustrates an organic light emitting device according to an exemplary embodiment of the present invention.
Figure 2 shows the value for the life of Example 1-1 and Comparative Example 1-1 of the present invention.

Hereinafter, the present invention will be described in detail.

An exemplary embodiment of the present invention provides the following organic light emitting device.

anode;

cathode; and

An organic light emitting device including one or more organic material layers provided between the anode and the cathode,

The one or more organic material layers include a first solvent,

A residual amount of plastic additives included in the at least one organic material layer is less than 100 ppm.

An exemplary embodiment of the present invention provides a method for manufacturing the following organic light emitting device.

As a method of manufacturing an organic light emitting device,

preparing an anode;

Forming one or more organic material layers on the anode; and

Forming a cathode on the at least one organic layer,

The step of forming the one or more organic material layers

forming an organic layer using an organic layer material, a plastic additive, and a first solvent; and

and removing the plastic additive from the formed organic material layer.

The organic light emitting device according to an exemplary embodiment of the present invention has a small residual amount of plastic additives included in the organic material layer, and thus has excellent lifespan characteristics. Specifically, the organic light emitting device according to the present invention prevents the occurrence of charge trap sites in the device as a post-processing process for removing plastic additives is accompanied after the step of forming the organic material layer, and as a result, It has the effect of improving life characteristics. Therefore, the organic light emitting device according to the present invention has an advantage of having significantly better lifespan than the organic light emitting device according to the prior art.

A method of manufacturing an organic light emitting device according to an exemplary embodiment of the present invention includes a solution application step and a heat treatment step used in the method of manufacturing an organic light emitting device for a solution process, and is suitable for the method of manufacturing an organic light emitting device for a solution process. It has the advantage of being usable.

In the present invention, when a member (layer) is said to be located "on" another member (layer), this means that a member (layer) is in contact with another member, as well as another member (layer) between two members (layer). The case where (layer) exists is also included.

In the present invention, when a part "includes" a certain component, it means that it may further include other components without excluding other components unless otherwise stated.

In the present invention, the "layer" is a meaning compatible with "film" mainly used in the art, and means a coating covering a target area. The size of the "layer" is not limited, and each "layer" may have the same size or different sizes. According to one embodiment, the size of a “layer” may be equal to the size of an entire device, may correspond to the size of a specific functional region, or may be as small as a single sub-pixel.

Unless defined otherwise in the present invention, all technical and scientific terms used in the present invention have the same meaning as commonly understood by one of ordinary skill in the art to which the present invention belongs. Although methods and materials similar or equivalent to those described herein may be used in the practice or testing of embodiments of the present invention, suitable methods and materials are described below. All publications, patent applications, patents and other references mentioned herein are hereby incorporated by reference in their entirety, and in case of conflict, the present invention, including definitions, will control unless a specific passage is stated. In addition, the materials, methods, and examples are illustrative only and not intended to be limiting.

In the present invention, the term "combination of these" included in the expression of the Markush form means a mixture or combination of one or more selected from the group consisting of the components described in the expression of the Markush form, It means including one or more selected from the group consisting of.

Examples of substituents in the present invention are described below, but are not limited thereto.

According to an exemplary embodiment of the present invention, the boiling point of the first solvent is 100 ℃ to 350 ℃; 110 °C to 300 °C; or 120 °C to 280 °C.

According to an exemplary embodiment of the present invention, the first solvent is toluene, cyclohexanone, ethyl 4-methoxybenzoate, ethyl 4-ethoxybenzoate, p-tolyl n-octanoate, 2-ethylhexyl benzoate Eight, diethyl phthalate, dimethyl phthalate, 2-phenoxyethyl isobutyrate, 4-(2-acetoxyethoxy) toluene, 2-ethoxyethyl benzoate, 2-isopropoxy benzoate, 2-phenoxyethyl Diethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, tetraethylene glycol monomethyl ether, tetraethylene glycol dimethyl ether, triethylene glycol n-butyl ether, triethylene glycol butyl, which is acetate, dimethyl phthalate, diethyl phthalate Methyl ether, triethylene glycol monoisopropyl ether, diethylene glycol monohexyl ether, triethylene glycol monoethyl ether, triethylene glycol monomethyl ether, diethylene glycol monobutyl ether, dipropylene glycol n-butyl ether , triethylene glycol dimethyl ether, dipropylene glycol propyl ether, dipropylene glycol methyl ether, diethylene glycol monoether ether, tetraethylene glycol monomethyl ether, triethylene glycol, diethylene glycol, amyl n-octanoate, ethyl n-octanoate, isopropyl n-octanoate, propyl n-octanoate, butyl n-octanoate, methyl undecanoate, methyl laurate, methyl tridecanoate, methyl tridecanoate, di selected from the group consisting of butyl malonate, dibutyl oxalate, diethyl succinate, ethyl laurate, methyl myristate, diethyl adipate, diisopropyl adipate, dibutyl adipate and dodecyl acetate which one

According to an exemplary embodiment of the present invention, the solvent may be used alone or in combination of two or more solvents.

According to an exemplary embodiment of the present invention, the plastic additive includes a plasticizer or a crosslinking agent.

According to an exemplary embodiment of the present invention, the plastic additive is a plasticizer or a crosslinking agent.

According to an exemplary embodiment of the present invention, the plastic additive is a plasticizer.

As the plasticizer, diisononylcyclohexane-1,2-dicarboxylate (DINCH), bis-2-ethylhexylhexanedioate (DEHA), dioctyl adipate (DOA), diisononyl adipate (DINA) , dipropylene glycol dibenzoate (DPGDB), triethylene glycol bis-2-ethylhexanoate (TEG-EH), citrate-based compounds, compounds having an aryl group having 6 to 50 carbon atoms in a mother nucleus structure, etc. may be used. , but not limited thereto.

Triethyl citrate (TEC), acetyl triethyl citrate, tributyl citrate (TBC), acetyl tributyl citrate (ATBC) or acetyl trioctyl citrate may be used as the citrate compound plasticizer, but Not limited.

According to an exemplary embodiment of the present invention, the compound having the aryl group having 6 to 50 carbon atoms as the parent nucleus structure may be a compound having the aryl group having 6 to 30 carbon atoms as the mother nucleus structure.

According to an exemplary embodiment of the present invention, the compound having the aryl group having 6 to 50 carbon atoms as a parent nucleus structure may include substituted or unsubstituted terphenyl; Substituted or unsubstituted quarter phenyl (quarterphenyl); Substituted or unsubstituted quinky phenyl (quinquephenyl); or substituted or unsubstituted binaphthalene.

According to an exemplary embodiment of the present invention, the compound having the aryl group having 6 to 50 carbon atoms as a parent nucleus structure may be any one selected from the group consisting of the following compounds, but is not limited to the following compounds.

According to another exemplary embodiment of the present invention, the plastic additive is a crosslinking agent.

The crosslinking agent is a crosslinking agent having at least one, 1 to 10, 1 to 8, 1 to 6, or 1 to 4 functional groups capable of reacting with the crosslinkable functional group or the crosslinkable functional group. can be used. Such a crosslinking agent may be appropriately selected from conventional crosslinking agents such as aziridine-based, melamine-based, oxazoline-based, epoxy-based, and metal chelate crosslinking agents. The aziridine-based crosslinking agent includes N,N'-toluene-2,4-bis(1-aziridinecarboxamide), N,N'-diphenylmethane-4,4'-bis(1-aziridinecarboxamide) mead), triethylene melamine, bisisoprotaloyl-1-(2-methylaziridine) or tri-1-aziridinylphosphine oxide, etc. may be exemplified, and the melamine-based crosslinking agent is, for example, Hexamethylolmelamine and the like may be exemplified, but are not limited thereto. The oxazoline-based crosslinking agent is ortho-, meta- or para-substituted phenylene bisoxazoline, 2,6-bis (2-oxazolin-2-yl) pyridine, 2,6-bis (8H- no[1,2-d]oxazolin-2-yl)pyridine, 1,2-bis(4,4-dimethyl-2-oxazolin-2-yl)ethane or 2,2-isopropylidenebis-2 -Oxazoline and the like may be exemplified, and examples of the epoxy-based crosslinking agent include ethylene glycol diglycidyl ether, triglycidyl ether, trimethylolpropane triglycidyl ether, N, N, N', N'-tetraglyceride Cidyl ethylenediamine or glycerin diglycidyl ether may be exemplified, but is not limited thereto. Examples of the metal chelate crosslinking agent include compounds in which a multivalent metal such as aluminum, iron, zinc, tin, titanium, antimony, magnesium and/or vanadium is coordinated with acetyl acetone or ethyl acetoacetate, but is limited thereto It is not.

According to another exemplary embodiment of the present invention, the crosslinking agent is an ionic compound represented by Formula 2 below.

[Formula 2]

In Formula 2,

at least one of R201 to R220 is F; cyano group; Or a substituted or unsubstituted fluoroalkyl group,

At least one of the remaining R201 to R220 is a curing group,

The remaining R201 to R220 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; nitro group; -C(O)R220';-OR221;-SR222; -SO ₃ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; A substituted or unsubstituted alkyl group; A substituted or unsubstituted fluoroalkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted amine group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,

R220' and R221 to R227 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group.

In one embodiment of the present invention, the number of curing groups of the anionic group represented by Chemical Formula 2 is one.

In one embodiment of the present invention, the number of curing groups of the anionic group represented by Formula 2 is two.

In one embodiment of the present invention, the number of F, cyano group, or substituted or unsubstituted fluoroalkyl group of the anionic group represented by Formula 2 is 16 to 19.

In one embodiment of the present invention, with respect to 100 parts by weight of the anionic group, the weight part of F in the anionic group is 15 parts by weight to 50 parts by weight or less.

In one embodiment of the present invention, with respect to 100 parts by weight of the anionic group, the weight part of F in the anionic group is 10 parts by weight to 45 parts by weight or less.

In one embodiment of the present invention, with respect to 100 parts by weight of the anionic group, the number of F in the anionic group is 8 to 20.

According to one embodiment of the present invention, the content of F can be analyzed using a COSA AQF-100 combustion furnace coupled to a Dionex ICS 2000 ion-chromatograph or confirmed through 19F NMR, which is a method generally used for F analysis.

In one embodiment of the present invention, among the benzene ring to which R201 to R205 are bonded, the benzene ring to which R206 to R210 are bonded, the benzene ring to which R211 to R215 are bonded, and the benzene ring to which R216 to R220 are bonded in Formula 2 At least one benzene ring is selected from the following structural formulas.

In one embodiment of the present invention, among the benzene ring to which R201 to R205 are bonded, the benzene ring to which R206 to R210 are bonded, the benzene ring to which R211 to R215 are bonded, and the benzene ring to which R216 to R220 are bonded in Formula 2 At least one benzene ring is selected from the following structural formulas.

According to an exemplary embodiment of the present invention, Formula 2 is any one selected from the group consisting of the following compounds.

In the above compound, n is an integer from 1 to 3, m is an integer from 1 to 3, m + n = 4,

q is an integer from 0 to 3, r is an integer from 1 to 4, q + r = 4,

Z is deuterium; halogen group; nitro group; cyano group; amino group; -C(O)R220';-OR221;-SR222; -SO ₃ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkynyl group; A substituted or unsubstituted amine group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,

l is an integer from 1 to 4, and when l is 2 or more, Z are the same as or different from each other,

R220' and R221 to R227 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group.

According to an exemplary embodiment of the present invention, the compound represented by Formula 2 is an ionic compound further including the following cationic compound.

According to an exemplary embodiment of the present invention, the cationic group compound is selected from a monovalent cationic group, an onium compound, or the following structural formulas.

According to an exemplary embodiment of the present invention, the monovalent cation group may be an alkali metal cation, and the alkali metal cation includes Na ⁺ , Li ⁺ , K ^{+ ,} etc., but is not limited thereto.

According to an exemplary embodiment of the present invention, the cationic compound is an onium compound; Or any one selected from the following structural formula.

X ₁ to X ₇₆ in the above structural formula are the same as or different from each other, and each independently hydrogen; cyano group; nitro group; halogen group; -COOR224; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted fluoroalkyl group; Or a substituted or unsubstituted aryl group, or a curable group selected from the curable group,

R224 is hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group,

p is an integer from 0 to 10;

a is 1 or 2, b is 0 or 1, and a+b=2.

According to an exemplary embodiment of the present invention, the cationic group compound is represented by any one of Formulas 310 to 315 below.

[Formula 310]

[Formula 311]

[Formula 312]

[Formula 313]

[Formula 314]

[Formula 315]

X ₁₀₀ to X ₁₄₂ are the same as or different from each other, and each independently hydrogen; cyano group; nitro group; halogen group; -COOR224; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted fluoroalkyl group; Or a substituted or unsubstituted aryl group, or a curable group selected from the following curable group groups,

R224 is a substituted or unsubstituted alkyl group.

According to an exemplary embodiment of the present invention, the cationic group is any one selected from the following structural formulas.

According to an exemplary embodiment of the present invention, the above-mentioned ionic compound is any one selected from the group consisting of the following formulas.

According to an exemplary embodiment of the present invention, the solubility of the plastic additive in the first solvent is 0.001 g/L to 0.5 g/L at 100 °C; or 0.0015 g/L to 0.4 g/L.

According to an exemplary embodiment of the present invention, the solubility of the plasticizer in the first solvent is 0.001 g/L to 0.5 g/L at 100 °C; or 0.0015 g/L to 0.4 g/L.

According to another exemplary embodiment of the present invention, the solubility of the crosslinking agent in the first solvent is 0.001 g/L to 0.5 g/L at 100 °C; or 0.0015 g/L to 0.4 g/L.

An exemplary embodiment of the present invention provides a method for manufacturing the following organic light emitting device.

As a method of manufacturing an organic light emitting device,

preparing an anode;

Forming one or more organic material layers on the anode; and

Forming a cathode on the at least one organic layer,

The step of forming the one or more organic material layers

forming an organic layer using an organic layer material, a plastic additive, and a first solvent; and

and removing the plastic additive from the formed organic material layer.

According to an exemplary embodiment of the present invention, the removing of the plastic additive from the formed organic material layer may be performed after the step of forming the organic material layer using the organic material layer material, the plastic additive, and the first solvent.

According to an exemplary embodiment of the present invention, forming the organic material layer using the organic material layer material, the plastic additive, and the first solvent includes forming the one or more organic material layers using a solution process.

According to an exemplary embodiment of the present invention, the forming of the organic material layer using the organic material layer material, the plastic additive, and the first solvent may include applying the organic material layer material to an electrode or the formed organic material layer on the organic material layer material, the plastic additive, and the first solvent. This is a step of applying a first solvent, and a method used in manufacturing an organic light emitting device for a solution process may be used as the coating method. For example, spin coating method; Alternatively, a printing method such as inkjet printing, nozzle printing, offset printing, transfer printing, or screen printing may be used, but is not limited thereto.

According to a specific embodiment of the present invention, when the organic material layer is a light emitting layer, the light emitting layer material, the plastic additive, and the first solvent are applied on the formed hole transport layer.

According to another specific embodiment of the present invention, when the organic layer is a hole injection layer, the hole injection layer material, the plastic additive, and the first solvent are applied on the formed anode.

However, it is not limited to the specific examples listed above.

A method of manufacturing an organic light emitting device provided according to an exemplary embodiment of the present invention provides an organic light emitting device having excellent driving voltage and/or lifetime characteristics by including the step of removing the plastic additive from the formed organic material layer. At this time, the step of removing the plastic additive from the formed organic layer removes the trap site of charge in the device through a post-processing process for removing the plasticizer or crosslinking agent remaining in the organic layer, so that the driving voltage and/or or improve life characteristics.

According to an exemplary embodiment of the present invention, the removing of the plastic additive from the formed organic material layer includes heat-treating the formed organic material layer at a temperature ranging from 100 °C to 350 °C. Through this, it is possible to remove the remaining plastic additives.

As an example of a specific process of removing the remaining plastic additive, the plastic additive is dissolved in a first solvent, and in the step of heat-treating the formed organic material layer at a temperature in the range of 100 ° C to 350 ° C, the first plastic additive is dissolved. As the solvent is removed, the plastic additive is also removed.

As another example of a specific process of removing the remaining plastic additive, the plastic additive is removed by heat-treating the formed organic material layer at a temperature ranging from 100 °C to 350 °C regardless of whether it is dissolved in the first solvent.

According to an exemplary embodiment of the present invention, the heat treatment step is for 10 minutes to 30 minutes; or 12 to 20 minutes. If the heat treatment step is performed for less than 10 minutes, the characteristics of the organic light emitting device may be deteriorated because residual plastic additives are not sufficiently removed.

According to an exemplary embodiment of the present invention, the remaining amount of the plastic additive included in the organic material layer from which the plastic additive is removed from the heat treatment is less than 100 ppm.

According to an exemplary embodiment of the present invention, the remaining amount of the plastic additive included in the one or more organic material layers after the step of removing the plastic additive from the formed organic material layer is less than 100 ppm.

According to an exemplary embodiment of the present invention, the residual amount of the plasticizer included in the one or more organic material layers in which the step of removing the plastic additive from the formed organic material layer is performed is less than 100 ppm.

According to another exemplary embodiment of the present invention, the remaining amount of the crosslinking agent included in the one or more organic material layers after the step of removing the plastic additive from the formed organic material layer is less than 100 ppm.

According to an exemplary embodiment of the present invention, the remaining amount of plastic additives can be confirmed by gas chromatography or the like. The method of using gas chromatography to check the residual amount of the plastic additive may be analyzed according to a known method. For example, JTD-GC/MS may be used as a gas chromatography analysis equipment, but is not limited thereto. In addition, the standard solution may use methanol, toluene or a mixture thereof, but is not limited thereto.

According to an exemplary embodiment of the present invention, the one or more organic material layers may include a light emitting layer; and

and at least one organic material layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer.

Hereinafter, types of organic material layers included in the organic light emitting device described above will be described in detail.

According to an exemplary embodiment of the present invention, the organic light emitting device includes one organic material layer. As an example, the organic material layer of the first layer is a light emitting layer.

According to another exemplary embodiment of the present invention, the organic light emitting device includes two or more organic material layers. The two or more organic material layers are selected from the group consisting of, for example, a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, and the like Contains two or more layers. In this case, the hole injection and transport layer means a layer that simultaneously injects holes and transports holes, and the electron injection and transport layer means a layer that simultaneously injects and transports electrons. However, the organic material layer constituting the group is only an example, and is not limited to the example. In addition, the two or more organic material layers may include two or more layers performing the same role as necessary. An organic light emitting device according to an example includes a first hole injection layer and a second hole injection layer. However, it is not limited to the above example.

According to one embodiment of the present invention, the organic material layer includes a light emitting layer. As an example, the light emitting layer may include forming an organic material layer using the above-described organic material layer material, a plastic additive, and a first solvent; and removing the plastic additive from the formed organic material layer.

According to an exemplary embodiment of the present invention, the organic material layer includes a hole injection and transport layer, a hole injection layer or a hole transport layer. As an example, the hole injection and transport layer, the hole injection layer, or the hole transport layer may include forming an organic material layer using the above-described organic material layer material, a plastic additive, and a first solvent; and removing the plastic additive from the formed organic material layer.

According to an exemplary embodiment of the present invention, the organic material layer further includes one or more layers selected from the group consisting of an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer. As an example, one or more layers selected from the group consisting of the electron blocking layer, the hole blocking layer, the electron transport layer, the electron injection layer, and the electron injection and transport layer are the organic material layer material, the plastic additive and the first solvent. Forming an organic material layer using; and removing the plastic additive from the formed organic material layer.

Hereinafter, a laminated structure of the organic material layer and the organic light emitting device including the same will be described in detail.

An organic material layer of an organic light emitting device according to an exemplary embodiment of the present invention has a single-layer structure. For example, the single-layer organic material layer is provided between the anode and the cathode of the organic light emitting device. According to a specific embodiment, the organic material layer having a single-layer structure is a light emitting layer.

An organic material layer of an organic light emitting device according to another exemplary embodiment of the present invention has a multilayer structure in which two or more organic material layers are stacked. For example, the organic material layer of the multilayer structure is provided between the anode and the cathode of the organic light emitting device.

According to an exemplary embodiment of the present invention, the organic material layer of the multi-layered structure includes a light emitting layer and organic material layers other than the light emitting layer. As an example, the light emitting layer is provided between an anode and a cathode, and an organic material layer other than the light emitting layer is provided between the anode and the light emitting layer. As another example, the light emitting layer is provided between the anode and the cathode, and an organic material layer other than the light emitting layer is provided between the light emitting layer and the cathode. As another example, the light emitting layer is provided between the anode and the cathode, any one organic material layer other than the light emitting layer is provided between the anode and the light emitting layer, and any other organic material layer other than the light emitting layer is provided between the light emitting layer and the cathode. do. However, the above structure is only an example, and is not limited to the above structure. In addition, the organic material layer other than the light emitting layer is selected from the group consisting of, for example, a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, and the like It may be one or more layers, but is not limited thereto.

In general, in an organic light emitting device, a hole injection layer, a hole transport layer, or an electron blocking layer is provided between the anode and the light emitting layer. As a specific example, the hole injection layer is provided over the anode, the hole transport layer is provided over the hole injection layer, and the electron blocking layer is provided over the hole injection layer, but is not limited to the above examples.

Also, in general, an electron injection layer, an electron transport layer, or a hole blocking layer is provided between the cathode and the light emitting layer in an organic light emitting device. As a specific example, the hole blocking layer is provided on the light emitting layer, the electron transport layer is provided on the hole blocking layer, and the electron injection layer is provided on the electron transport layer, but is not limited to the above examples.

An organic material layer having a multilayer structure included in an organic light emitting device according to an exemplary embodiment of the present invention includes a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer. One or more layers selected from the group consisting of; and a light emitting layer, wherein the light emitting layer is provided between an anode and a cathode, and the anode is provided between the anode and the light emitting layer.

A structure of an organic light emitting device according to an exemplary embodiment of the present invention is shown in FIG. 1 . 1, an anode 201, a hole injection layer 301, a hole transport layer 401, a light emitting layer 501, an electron transport layer 601, an electron injection layer 701, and a cathode 801 are formed on a substrate 101. The structure of sequentially stacked organic light emitting devices is illustrated. At this time, at least one of the hole injection layer 301, the hole transport layer 401, the light emitting layer 501, the electron transport layer 601, and the electron injection layer 701 of FIG. 1 is the organic material layer material, the plastic additive and the first solvent. Forming an organic material layer using; and removing the plastic additive from the formed organic material layer. Preferably, the hole transport layer 401 of FIG. 1 is formed by using the above-described organic material layer material, a plastic additive, and a first solvent; and removing the plastic additive from the formed organic material layer, but is not limited thereto.

As described above, the organic light emitting device having a single-layer or multi-layered organic material layer may have, for example, a laminated structure as described below, but is not limited thereto.

(1) anode/hole transport layer/light emitting layer/cathode

(2) anode/hole injection layer/hole transport layer/light emitting layer/cathode

(3) anode/hole injection layer/hole buffer layer/hole transport layer/light emitting layer/cathode

(4) anode/hole transport layer/light emitting layer/electron transport layer/cathode

(5) anode/hole transport layer/light emitting layer/electron transport layer/electron injection layer/cathode

(6) anode/hole injection layer/hole transport layer/light emitting layer/electron transport layer/cathode

(7) anode/hole injection layer/hole transport layer/light emitting layer/electron transport layer/electron injection layer/cathode

(8) anode/hole injection layer/hole buffer layer/hole transport layer/light emitting layer/electron transport layer/cathode

(9) anode/hole injection layer/hole buffer layer/hole transport layer/light emitting layer/electron transport layer/electron injection layer/cathode

(10) anode/hole transport layer/electron blocking layer/emission layer/electron transport layer/cathode

(11) anode/hole transport layer/electron blocking layer/emission layer/electron transport layer/electron injection layer/cathode

(12) anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / cathode

(13) anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / electron injection layer / cathode

(14) anode/hole transport layer/light emitting layer/hole blocking layer/electron transport layer/cathode

(15) anode/hole transport layer/light emitting layer/hole blocking layer/electron transport layer/electron injection layer/cathode

(16) anode/hole injection layer/hole transport layer/light emitting layer/hole blocking layer/electron transport layer/cathode

(17) anode/hole injection layer/hole transport layer/light emitting layer/hole blocking layer/electron transport layer/electron injection layer/cathode

(18) anode/hole injection layer/hole transport layer/light emitting layer/hole blocking layer/electron transport layer/electron injection layer/cathode/capsule

(19) anode/hole injection layer/first hole transport layer/second hole transport layer/light emitting layer/hole blocking layer/electron transport layer/electron injection layer/cathode/capsule

According to an exemplary embodiment of the present invention, the organic light emitting device may be a normal type organic light emitting device in which an anode, one or more organic material layers, and a cathode are sequentially stacked on a substrate.

According to another exemplary embodiment of the present invention, the organic light emitting device may be an inverted type organic light emitting device in which a cathode, one or more organic material layers, and an anode are sequentially stacked on a substrate.

Hereinafter, specific details of the organic material layer described above, materials thereof, and manufacturing methods thereof will be described. However, the organic light emitting device of the present invention may be manufactured using materials and methods known in the art.

Since the organic light emitting device according to an exemplary embodiment of the present invention is suitable for a solution process and can be formed by a spin coating method or the aforementioned printing method, there is an economical effect in terms of time and cost when manufacturing the device.

A method of manufacturing an organic light emitting device according to an exemplary embodiment of the present invention may further include a deposition process in addition to the above-described method of manufacturing an organic light emitting device for a solution process. It can be prepared by sequentially stacking an anode, an organic material layer, and a cathode on a substrate. At this time, one or more organic material layers are formed by the above-described method for manufacturing an organic light emitting device for a solution process, and other organic material layers or electrodes are formed by physical vapor (PVD) such as sputtering or e-beam evaporation. Deposition method, a metal or a metal oxide having conductivity or an alloy thereof is deposited on a substrate to form an anode, and a hole injection layer, a hole transport layer, a light emitting layer, an electron injection layer, an electron transport layer, a hole transport and An organic material layer including at least one of an injection layer and an electron transport and injection layer may be formed through a solution process, a deposition process, and the like, and then depositing a material that can be used as a cathode thereon.

Hereinafter, materials for the above-described anode, cathode, and specific organic layer will be described in detail.

As the anode material, a material having a high work function is generally preferred so that holes can be smoothly injected into the organic material layer. For example, metals such as vanadium, chromium, copper, zinc, gold or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); ZnO:Al or SnO ₂ : A combination of a metal and an oxide such as Sb; Conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline, but are not limited thereto.

The cathode material is preferably a material having a small work function so as to facilitate electron injection into the organic material layer. For example, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead or alloys thereof; There are multi-layered materials such as LiF/Al or LiO ₂ /Al, but are not limited thereto.

The light emitting layer may include a host material and/or a dopant material.

Examples of the host material include a condensed aromatic ring derivative or a heterocyclic compound. Specifically, condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, and fluoranthene compounds, and heterocyclic-containing compounds include dibenzofuran derivatives, ladder-type furan compounds, pyrimidine derivatives and the like, but are not limited thereto.

Examples of the dopant material include an aromatic amine derivative, a strylamine compound, a boron complex, a fluoranthene compound, and a metal complex. Specifically, aromatic amine derivatives include pyrene, anthracene, chrysene, and periplanthene having an arylamine group as condensed aromatic ring derivatives having a substituted or unsubstituted arylamine group. In addition, the styrylamine compound is a compound in which at least one arylvinyl group is substituted for a substituted or unsubstituted arylamine, and one or two or more are selected from the group consisting of an aryl group, a silyl group, an alkyl group, a cycloalkyl group, and an arylamine group. The substituent is substituted or unsubstituted. Specifically, there are styrylamine, styryldiamine, styryltriamine, styryltetraamine, etc., but is not limited thereto. In addition, metal complexes include, but are not limited to, iridium complexes and platinum complexes.

The hole injection layer is a layer that receives holes from an electrode. It is preferable that the hole injecting material has the ability to transport holes and has a hole receiving effect from the anode and an excellent hole injecting effect with respect to the light emitting layer or the light emitting material. In addition, a material having excellent ability to prevent movement of excitons generated in the light emitting layer to the electron injection layer or electron injection material is desirable. Also, a material having excellent thin film forming ability is preferred. In addition, it is preferable that the HOMO of the hole injection material is between the work function of the anode material and the HOMO of the surrounding organic material layer. Specific examples of the hole injection material include metal porphyrins, oligothiophenes, and arylamine-based organic materials; hexanitrile hexaazatriphenylene-based organic materials; quinacridone-based organic substances; perylene-based organic materials; Examples include polythiophene-based conductive polymers such as anthraquinone and polyaniline, but are not limited thereto.

The hole transport layer is a layer that receives holes from the hole injection layer and transports the holes to the light emitting layer, and may have a single layer or a multilayer structure of two or more layers. The hole transport material is a material capable of receiving holes from the anode or the hole injection layer and transporting them to the light emitting layer, and a material having high hole mobility is preferable. Specific examples thereof include, but are not limited to, arylamine-based organic materials, carbazole-based compounds, conductive polymers, and block copolymers having both conjugated and non-conjugated parts.

The electron transport layer is a layer that receives electrons from the electron injection layer and transports the electrons to the light emitting layer. The electron transport material is a material capable of receiving electrons from the cathode and transferring them to the light emitting layer, and a material having high electron mobility is preferable. Specific examples include Al complexes of 8-hydroxyquinoline; Complexes containing Alq ₃ ; organic radical compounds; hydroxyflavone-metal complexes and the like, but are not limited thereto. The electron transport layer can be used with any desired cathode material, as used according to the prior art. In particular, a suitable cathode material is a conventional material having a low work function, followed by a layer of aluminum or silver. Specifically, there are cesium, barium, calcium, ytterbium and samarium, etc., followed by an aluminum layer or a silver layer in each case.

The electron injection layer is a layer that receives electrons from an electrode. As the electron injecting material, it is preferable to have an excellent ability to transport electrons, an electron receiving effect from the cathode, and an excellent electron injecting effect with respect to the light emitting layer or the light emitting material. In addition, a material that prevents excitons generated in the light emitting layer from moving to the hole injection layer and has excellent thin film forming ability is preferred. Specifically, fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preorenylidene methane, anthrone, etc. and their derivatives, metal complex compounds and nitrogen-containing 5-membered ring derivatives, but are not limited thereto. Examples of the metal complex compound include 8-hydroxyquinolinato lithium, bis(8-hydroxyquinolinato)zinc, bis(8-hydroxyquinolinato)copper, and bis(8-hydroxyquinolinato)manganese. , tris (8-hydroxyquinolinato) aluminum, tris (2-methyl-8-hydroxyquinolinato) aluminum, tris (8-hydroxyquinolinato) gallium, bis (10-hydroxybenzo [h ]quinolinato) beryllium, bis(10-hydroxybenzo[h]quinolinato)zinc, bis(2-methyl-8-quinolinato)chlorogallium, bis(2-methyl-8-quinolinato) (o-cresolato)gallium, bis(2-methyl-8-quinolinato)(1-naphtolato)aluminum, bis(2-methyl-8-quinolinato)(2-naphtolato)gallium, etc. , but is not limited thereto.

The electron blocking layer is a layer that can improve the lifespan and efficiency of the device by preventing electrons injected from the electron injection layer from entering the hole injection layer through the light emitting layer. The electron blocking layer may include a known electron blocking material.

The hole blocking layer is a layer that blocks holes from reaching the cathode, and may be generally formed under the same conditions as the electron injection layer. Specific examples of the hole blocking layer material include oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, and aluminum complexes, but are not limited thereto.

The hole injection and transport layer may include the above-described hole injection and hole transport layer materials.

The electron injection and transport layer may include materials for the electron injection and hole transport layers described above.

When the organic light emitting device includes a plurality of organic material layers, the organic material layers may be formed of the same material or different materials.

The organic light emitting device according to the present invention may be a top emission type, a bottom emission type, or a double side emission type depending on the material used.

One embodiment of the present invention provides an electronic device including the organic light emitting device described above.

The electronic device includes an interlayer insulating film of a semiconductor device, a color filter, a black matrix, an overcoat, a column spacer, a passivation film, a buffer coat film, an insulating film for a multilayer printed circuit board, a cover coat of a flexible copper clad plate, a buffer coat film, and a multilayer printed circuit board. Insulation film solder resist film, OLED insulation film, thin film transistor protective film of liquid crystal display device, electrode protective film and semiconductor protective film of organic EL element, OLED insulating film, LCD insulating film, semiconductor insulating film, solar module, touch panel, display panel, etc. It may include all devices and the like, but is not limited thereto.

Hereinafter, examples will be described in detail to explain the present invention in detail. However, embodiments according to the present invention can be modified in many different forms, and the scope of the present invention is not construed as being limited to the embodiments described below. Embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

<Device manufacturing example>

Device manufacturing example 1

A glass substrate on which ITO was deposited as a thin film with a thickness of 1500 Å was ultrasonically cleaned for 10 minutes using an acetone solvent. After that, the detergent was put in distilled water, washed with ultrasonic waves for 10 minutes, and then washed with distilled water twice, followed by ultrasonic washing for 10 minutes. After washing with distilled water, ultrasonic cleaning was performed with an isopropyl alcohol solvent for 10 minutes and dried. The substrate was then transported to a glove box.

On the ITO transparent electrode prepared as described above, a 2 wt% cyclohexanone solution containing compound 1 and compound 2 prepared above in a weight ratio of 8:2 was spin-coated and heat-treated at 230 ° C. for 30 minutes to inject holes with a thickness of 60 nm. layer was formed. A hole transport layer having a thickness of 140 nm was formed on the hole injection layer by spin-coating a toluene solution containing 0.8 wt% of compounds 3 and 4 prepared in advance in a weight ratio of 10:4.

After forming the hole transport layer and before forming the light emitting layer, a post-treatment step of spin-coating the cyclohexanone solvent and heat treatment at 145° C. for 15 minutes was additionally performed.

Then, after transferring to a vacuum evaporator, compound A and compound B were vacuum deposited on the hole transport layer in a weight ratio of 9:1 to form a light emitting layer having a thickness of 30 nm. The following compound C was vacuum deposited on the light emitting layer to form an electron injection and transport layer having a thickness of 40 nm. A cathode was formed by sequentially depositing LiF having a thickness of 0.5 nm and aluminum having a thickness of 100 nm on the electron injection and transport layer.

Device manufacturing example 2

A glass substrate on which ITO was deposited as a thin film with a thickness of 1500 Å was ultrasonically cleaned for 10 minutes using an acetone solvent. After that, the detergent was put in distilled water, washed with ultrasonic waves for 10 minutes, and then washed with distilled water twice, followed by ultrasonic washing for 10 minutes. After washing with distilled water, ultrasonic cleaning was performed with an isopropyl alcohol solvent for 10 minutes and dried. The substrate was then transported to a glove box.

On the ITO transparent electrode prepared as described above, a 2 wt% cyclohexanone solution containing Compound 1 and Compound 5 at a weight ratio of 8:2 was spin-coated and heat-treated at 230 ° C. for 30 minutes to form a hole injection layer having a thickness of 60 nm. was formed.

After forming the hole injection layer and before forming the hole transport layer, a post-treatment step was performed in which only toluene solvent was spin-coated and heat treatment was performed at 145° C. for 15 minutes.

A hole transport layer having a thickness of 140 nm was formed on the hole injection layer by spin-coating a toluene solution containing 0.8 wt% of the compound 3 and the compound 4 in a weight ratio of 10:4.

Then, after transferring to a vacuum evaporator, the compound A and the compound B were vacuum deposited on the hole transport layer in a weight ratio of 9:1 to form a light emitting layer having a thickness of 30 nm. The compound C was vacuum deposited on the light emitting layer to form an electron injection and transport layer having a thickness of 40 nm. A cathode was formed by sequentially depositing LiF having a thickness of 0.5 nm and aluminum having a thickness of 100 nm on the electron injection and transport layer.

<Example>

Example 1-1.

The driving voltage of the organic light emitting device manufactured in Device Manufacturing Example 1 was measured using LMS's organic light emitting device characteristic measuring equipment (OIVL-200 (PR-670)), and the organic light emitting device life characteristics of Y.M.RTC. Life characteristics were measured using a measuring instrument (YM-TC 240). Table 1 below describes the driving voltage and lifespan characteristics measured for the device, and FIG. 2 shows graphs of the lifespan results of Example 1-1 and Comparative Example 1-1 to be described later.

Comparative Example 1-1.

In Device Manufacturing Example 1, an organic light emitting device of Comparative Example 1-1 was manufactured by directly forming a light emitting layer, an electron transport and injection layer, and a cathode without a post-treatment process after forming the hole transport layer. A specific comparative device manufacturing method is as follows.

A glass substrate on which ITO was deposited as a thin film with a thickness of 1500 Å was ultrasonically cleaned for 10 minutes using an acetone solvent. After that, the detergent was put in distilled water, washed with ultrasonic waves for 10 minutes, and then washed with distilled water twice, followed by ultrasonic washing for 10 minutes. After washing with distilled water, ultrasonic cleaning was performed with an isopropyl alcohol solvent for 10 minutes and dried. The substrate was then transported to a glove box.

On the ITO transparent electrode prepared as described above, a 2 wt% cyclohexanone solution containing compound 1 and compound 2 prepared above in a weight ratio of 8:2 was spin-coated and heat-treated at 230 ° C. for 30 minutes to inject holes with a thickness of 60 nm. layer was formed. A hole transport layer having a thickness of 140 nm was formed on the hole injection layer by spin-coating a toluene solution containing 0.8 wt% of compounds 3 and 4 prepared in advance in a weight ratio of 10:4.

Then, after transferring to a vacuum evaporator, compound A and compound B were vacuum deposited on the hole transport layer in a weight ratio of 9:1 to form a light emitting layer having a thickness of 30 nm. The following compound C was vacuum deposited on the light emitting layer to form an electron injection and transport layer having a thickness of 40 nm. A cathode was formed by sequentially depositing LiF having a thickness of 0.5 nm and aluminum having a thickness of 100 nm on the electron injection and transport layer.

The driving voltage and lifespan of the device fabricated in Comparative Example 1-1 were measured and listed in Table 1 below.

Driving voltage (V) Current density (mA/cm ² ) lifetime (hours) Example 1-1 5.76 10 391 Comparative Example 1-1 6.03 10 280

From the experimental results of Table 1, it can be confirmed that the organic light emitting device according to an exemplary embodiment of the present invention has a reduced driving voltage and excellent lifespan characteristics as follows.

Specifically, Example 1-1 according to the present invention has a lower driving voltage than Comparative Example 1-1. As an example, the driving voltage of Example 1-1 is 5.76 (V), which is about 4.48% higher than the driving voltage of 6.03 (V) of Comparative Example 1-1.

In addition, Example 1-1 according to the present invention has a longer lifespan than Comparative Example 1-1. As an example, the device lifetime of Example 1-1 is 391 (hr), which is about 45% improved compared to 280 (hr) of Comparative Example 1-1. Figure 2 is a graph showing the experimental results for the life of Example 1-1 and Comparative Example 1-1 (solid line: Example 1-1, dotted line Comparative Example 1-1), specifically the luminance value of each device The time (hr) required to decrease to 95% of the initial luminance (1,000 nit) is shown. As shown in FIG. 2, when the same time elapses, the luminance value of Example 1-1 is compared It can be confirmed that the luminance value is higher than the luminance value of Example 1-1.

Example 1-2 and Comparative Example 1-2

In Example 1-2, the driving voltage and lifetime of the device of Device Manufacturing Example 2 were measured, and are shown in Table 2 below.

A device was fabricated in the same manner as in Device Manufacturing Example 2 except for "the post-treatment step of spin-coating only toluene solvent after forming the hole injection layer and then heat-treating at 145 ° C. for 15 minutes before forming the hole transport layer", The driving voltage and lifetime of the device were measured and listed in Table 2 below.

Driving voltage (V) Current density (mA/cm ² ) lifetime (hours) Example 1-2 5.42 10 341 Comparative Example 1-2 6.10 10 270

From the experimental results of Table 2, it can be confirmed that the organic light emitting device according to an exemplary embodiment of the present invention has a reduced driving voltage and excellent lifespan characteristics as follows.

Specifically, Example 1-2 according to the present invention has a lower driving voltage than Comparative Example 1-2. As an example, the driving voltage of Example 1-2 is 5.42 (V), which is about 11% higher than the driving voltage of 6.10 (V) of Comparative Example 1-2.

In addition, Example 1-2 according to the present invention has a longer lifespan than Comparative Example 1-2. As an example, the device life of Example 1-2 is 341 (hr), which is about 26% improved than that of 270 (hr) of Comparative Example 1-1. Specifically, the lifetime means the time (hr) required for the luminance value of each device to decrease to 95% of the initial luminance (1,000 nit).

Experimental example 2.

Example 2-1.

A glass substrate on which ITO was deposited as a thin film with a thickness of 1500 Å was ultrasonically cleaned for 10 minutes using an acetone solvent. After that, the detergent was put in distilled water, washed with ultrasonic waves for 10 minutes, and then washed with distilled water twice, followed by ultrasonic washing for 10 minutes. After washing with distilled water, ultrasonic cleaning was performed with an isopropyl alcohol solvent for 10 minutes and dried. The substrate was then transported to a glove box.

On the ITO transparent electrode prepared as described above, a 2 wt% cyclohexanone solution containing compound 1 and compound 5 prepared above in a weight ratio of 8:2 was spin-coated and heat-treated at 230 ° C. for 30 minutes to form a first layer having a thickness of 60 nm. An organic layer was formed. A second organic layer having a thickness of 140 nm was formed on the first organic layer by spin-coating a toluene solution containing 0.8 wt% of Compound 3 and Compound 4 prepared in advance in a weight ratio of 10:4.

After the formation of the second organic layer, an organic thin film 1 was fabricated by performing a post-treatment step of spin-coating with a toluene solvent and heat treatment at 145° C. for 15 minutes.

The remaining amount of the plastic plasticizer (corresponding to Compound 4) in the organic thin film 1 was analyzed using gas chromatography equipment (JTD-GC/MS). The JTD-GC/MS equipment was loaded with a standard solution of toluene dissolved in methanol through the PAT (adsorption tube). The organic thin film 1 or a sample separated from the organic thin film 1 for analysis was placed in a comparative PAT and analyzed. The analysis temperature and time were 230 °C and 30 minutes, respectively.

The remaining amount of the detected compound 4 was obtained by the following formula 1, and is shown in Table 3 below.

[Calculation 1]

Residual amount of detected compound 4 = [((peak area of compound 4) / (peak area of toluene standard solution)) x (mass of toluene injected using toluene standard solution)] / (measurement sample weight)

Comparative Example 2-1.

In Example 2-1, Comparative Organic Thin Film 1 was produced without proceeding with the step of “after forming the second organic layer, performing a post-treatment step of performing heat treatment at 145 ° C. for 15 minutes after spin-coating with a toluene solvent” . In the same manner as in Example 2-1, the amount of Compound 4 remaining in Comparative Organic Thin Film 1 was obtained, which is shown in Table 3 below.

Amount of compound 4 detected (ppm) Example 2-1 10 Comparative Example 2-1 200

As shown in Table 3, in the organic material layer subjected to the post-treatment step after forming the organic material layer according to an exemplary embodiment of the present invention, it was confirmed that the amount of the plastic plasticizer was very small compared to the organic material layer without it.

101: substrate
201 anode
301: hole injection layer
401: hole transport layer
501: light emitting layer
601: electron injection layer
701: electron transport layer
801: cathode

Claims (16)

anode;
cathode; and
An organic light emitting device including one or more organic material layers provided between the anode and the cathode,
The one or more organic material layers include a first solvent,
An organic light emitting device wherein a residual amount of plastic additives included in the at least one organic material layer is less than 100 ppm. The organic light emitting device of claim 1, wherein the first solvent has a boiling point of 100 °C to 350 °C. The method according to claim 1, wherein the first solvent is toluene, cyclohexanone, ethyl 4-methoxybenzoate, ethyl 4-ethoxybenzoate, p-tolyl n-octanoate, 2-ethylhexyl benzoate, diethyl Phthalate, dimethyl phthalate, 2-phenoxyethyl isobutyrate, 4-(2-acetoxyethoxy) toluene, 2-ethoxyethyl benzoate, 2-isopropoxy benzoate, dimethyl, 2-phenoxyethyl acetate phthalate, diethyl phthalate, diethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, tetraethylene glycol monomethyl ether, tetraethylene glycol dimethyl ether, triethylene glycol n-butyl ether, triethylene glycol butylmethyl ether, Triethylene glycol monoisopropyl ether, diethylene glycol monohexyl ether, triethylene glycol monoethyl ether, triethylene glycol monomethyl ether, diethylene glycol monobutyl ether, dipropylene glycol n-butyl ether, triethylene glycol Dimethyl ether, dipropylene glycol propyl ether, dipropylene glycol methyl ether, diethylene glycol monoether ether, tetraethylene glycol monomethyl ether, trietherin glycol, diethylene glycol, amyl n-octanoate, ethyl n-octano 8, isopropyl n-octanoate, propyl n-octanoate, butyl n-octanoate, methyl undecanoate, methyl laurate, methyl tridecanoate, methyl tridecanoate, dibutyl malonate, Any one selected from the group consisting of dibutyl oxalate, diethyl succinate, ethyl laurate, methyl myristrate, diethyl adipate, diisopropyl adipate, dibutyl adipate and dodecyl acetate phosphorus organic light emitting device. The organic light emitting device of claim 1, wherein the solubility of the plastic additive in the first solvent is 0.001 g/L to 0.5 g/L at 100 °C. The method according to claim 1, wherein the one or more organic material layers
light emitting layer; and
An organic light emitting device comprising at least one organic material layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer. An electronic device comprising the organic light emitting diode according to any one of claims 1 to 5. preparing an anode;
Forming one or more organic material layers on the anode; and
Forming a cathode on the at least one organic layer,
The step of forming the one or more organic material layers
forming an organic layer using an organic layer material, a plastic additive, and a first solvent; and
The method of manufacturing an organic light emitting device comprising the step of removing the plastic additive from the formed organic material layer. The method according to claim 7, wherein the step of removing the plastic additive from the formed organic material layer
Method of manufacturing an organic light emitting device comprising the step of heat-treating the formed organic material layer at a temperature range of 100 ℃ to 350 ℃. The method of claim 8 , wherein a residual amount of the plastic additive included in the organic material layer from which the plastic additive is removed from the heat treatment is less than 100 ppm. The method of claim 7, wherein the boiling point of the first solvent is 100 °C to 350 °C. The method according to claim 7, wherein the first solvent is toluene, cyclohexanone, ethyl 4-methoxybenzoate, ethyl 4-ethoxybenzoate, p-tolyl n-octanoate, 2-ethylhexyl benzoate, diethyl Phthalate, dimethyl phthalate, 2-phenoxyethyl isobutyrate, 4-(2-acetoxyethoxy) toluene, 2-ethoxyethyl benzoate, 2-isopropoxy benzoate, dimethyl, 2-phenoxyethyl acetate phthalate, diethyl phthalate, diethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, tetraethylene glycol monomethyl ether, tetraethylene glycol dimethyl ether, triethylene glycol n-butyl ether, triethylene glycol butylmethyl ether, Triethylene glycol monoisopropyl ether, diethylene glycol monohexyl ether, triethylene glycol monoethyl ether, triethylene glycol monomethyl ether, diethylene glycol monobutyl ether, dipropylene glycol n-butyl ether, triethylene glycol Dimethyl ether, dipropylene glycol propyl ether, dipropylene glycol methyl ether, diethylene glycol monoether ether, tetraethylene glycol monomethyl ether, trietherin glycol, diethylene glycol, amyl n-octanoate, ethyl n-octano 8, isopropyl n-octanoate, propyl n-octanoate, butyl n-octanoate, methyl undecanoate, methyl laurate, methyl tridecanoate, methyl tridecanoate, dibutyl malonate, Any one selected from the group consisting of dibutyl oxalate, diethyl succinate, ethyl laurate, methyl myristrate, diethyl adipate, diisopropyl adipate, dibutyl adipate and dodecyl acetate A method for manufacturing a phosphorus organic light emitting device. The method of claim 7, wherein the solubility of the plastic additive in the first solvent at 100 °C is 0.001 g/L to 0.5 g/L. The method according to claim 7, wherein the plastic additive is a plasticizer,
The method of manufacturing an organic light emitting device, wherein the residual amount of the plasticizer included in the one or more organic material layers is less than 100 ppm. The method according to claim 7, wherein the plastic additive is a crosslinking agent,
The method of manufacturing an organic light emitting device, wherein the residual amount of the crosslinking agent included in the one or more organic material layers is less than 100 ppm. The method according to claim 7, wherein the one or more organic material layers
light emitting layer; and
A method of manufacturing an organic light emitting device comprising at least one organic material layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer. The method according to claim 7, wherein the forming of the organic layer using the organic layer material, the plastic additive, and the first solvent comprises:
A method of manufacturing an organic light emitting device comprising the step of forming the one or more organic material layers using a solution process.

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