WO2019117516A1

WO2019117516A1 - Ink composition and method for manufacturing organic light emitting device

Info

Publication number: WO2019117516A1
Application number: PCT/KR2018/015063
Authority: WO
Inventors: 정지영; 김미경
Original assignee: 주식회사 엘지화학
Priority date: 2017-12-12
Filing date: 2018-11-30
Publication date: 2019-06-20

Abstract

The present specification relates to an ink composition and a method for manufacturing an organic light emitting device formed using the ink composition, the ink composition comprising: a solvent comprising a solvent represented by chemical formula 1, a solvent represented by chemical formula 2, and a solvent represented by chemical formula 3; and a charge transport layer or a light emitting material.

Description

Ink composition and method for manufacturing organic light emitting device

This application claims the benefit of the filing date of Korean Patent Application No. 10-2017-0170407 filed on December 12, 2017 with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference.

The present application claims the benefit of Korean Patent Application No. 10-2018-0143421 filed on November 20, 2018 with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference.

The present invention includes a solvent comprising a solvent represented by the formula (1), a solvent represented by the formula (2), and a solvent represented by the formula (3); And an ink composition comprising a charge-transporting material or a light-emitting material, and a process for producing an organic light-emitting device formed using the ink composition.

Efforts have been made to manufacture organic light emitting devices through a solution process, and it is required to form a precise pattern with minimization of consumption of materials, miniaturization of devices, and resolution of displays, and therefore, economical and stable inkjet printing a method of manufacturing an organic light emitting device by a printing process has attracted attention.

The ink composition used in the inkjet printing process should be able to discharge stably, and the functional material such as the charge-transporting material or the light-emitting material and the solvent should not undergo phase separation and form a uniform film when the film is formed.

Conventionally, a solvent having a relatively low polarity or a hydrocarbon solvent having a relatively low polarity has been widely used in the ink composition. For example, a solvent such as phenoxytoluene, cyclohexylbenzene, Respectively. However, when the solvent is used as the main solvent, the solubility of the functional material is low, so there is a limit in heightening the solid content of the ink, which causes a problem that the process takes a long time and forms a stable film There was a problem that it could not. Further, when the solubility of the solvent to the functional material is low, since the amount of the functional material that can be dissolved in the ink is limited, it is difficult to obtain a flat profile because the number of drops to be dropped on the pixel is increased in order to obtain a desired thickness And it is difficult to obtain the desired thickness.

In addition, in the case of the solvent used in the ink composition, even if the solubility in the functional material is high, it must have a high boiling point in order to prevent the problem of drying the nozzle part. For example, in the case of cyclohexanone, it is a solvent with good solubility, but when it is used in an ink composition due to its low boiling point, the nozzle portion is not suitable for inkjet process because it is dried.

Accordingly, there is a need in the art to develop an ink composition containing a solvent having a high solubility for a functional material and a high boiling point.

It is an object of the present invention to provide an ink composition usable in an organic light emitting device and a method of manufacturing an organic light emitting device using the same.

The present invention relates to a solvent comprising a solvent represented by the following formula (1), a solvent represented by the following formula (2), and a solvent represented by the following formula (3); And an ink composition comprising a charge-transporting material or a light-emitting material.

[Chemical Formula 1]

(2)

(3)

In the above Formulas 1 to 3,

X ₁ to X ₅ are the same or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted ester group; Or a substituted or unsubstituted aryl group, at least one of X ₁ to X ₅ is a substituted or unsubstituted alkyl group; A substituted or unsubstituted ester group; Or a substituted or unsubstituted alkoxy group,

R ₁ is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; Or a substituted or unsubstituted aryl group,

R ₂ is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; Or a substituted or unsubstituted aryl group,

R ₃ is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted cycloalkenyl group,

When R ₂ is a substituted or unsubstituted aryl group, R ₃ is a substituted or unsubstituted alkyl group having 4 to 15 carbon atoms,

Y ₁ and Y ₂ are the same or different from each other, and each independently hydrogen; heavy hydrogen; A hydroxy group; Carbonyl group; An ester group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted aryl group.

The present disclosure provides a method of manufacturing a semiconductor device, comprising: preparing a substrate; Forming a cathode or an anode on the substrate; Forming at least one organic material layer on the cathode or the anode; And forming an anode or a cathode on the organic material layer, wherein the forming the organic material layer includes forming at least one organic material layer using the ink composition. do.

The ink composition according to one embodiment of the present invention can increase the content of the functional material in the ink composition due to the high solvency of the solvent for the functional material, thereby enhancing the stability of the ink composition. Also, by including a solvent having some high boiling point characteristics, a uniform film can be formed by controlling the evaporation rate in the drying process of the ink composition due to its low vapor pressure characteristic.

1 shows an example of an organic light emitting device according to an embodiment of the present invention.

2 is a view of a surface image of a film formed using an ink composition according to an embodiment of the present invention.

3 is a view of a surface image of a film formed using the ink composition according to the comparative example.

4 is a view showing the thickness at each point of the filled ink in a pixel for evaluating film center flatness.

5 is a view showing the shape of filled ink in a pixel for edge shape evaluation.

Hereinafter, the present specification will be described in detail.

In this specification, when a member is located on another member, it includes not only the case where the member is in contact with the other member but also the case where another member exists between the two members.

In this specification, when a part is referred to as " including " an element, it is to be understood that it may include other elements as well, without departing from the other elements unless specifically stated otherwise.

In this specification, the term " combination thereof " included in the expression of the machine form means a combination of two or more states selected from the group consisting of constituent elements described in the expression of the machine form, Quot; means one or more members selected from the group consisting of the constituent elements.

As used herein, "photopolymerizable or thermosetting group" may mean a reactive substituent that undergoes crosslinking between the compounds by exposure to heat and / or light. The crosslinking can be generated by heating or irradiating light to form a carbon-carbon multiple bond, linking radicals formed by decomposition of the cyclic structure.

Hereinafter, the substituent of the present specification will be described in detail.

In the present specification,

Quot; refers to a moiety bonded to another substituent or bond.

In the present specification, the term "substituted" means that the hydrogen atom bonded to the carbon atom of the compound is replaced with another substituent, and the substituted position is not limited as long as the substituent is a substitutable position, When substituted, two or more substituents may be the same or different from each other. When two or more substituents are adjacent to each other, adjacent groups may combine to form an aromatic or aliphatic ring.

As used herein, the term " substituted or unsubstituted " A nitrile group; A nitro group; A hydroxy group; Carbonyl group; An ester group; An alkyl group; A cycloalkyl group; A cycloalkenyl group; An alkoxy group; An alkenyl group; An aryl group; An amine group; And a heterocyclic group, or a substituted or unsubstituted one in which at least two of the above-exemplified substituents are connected to each other. For example, "a substituent to which at least two substituents are connected" may be a biphenyl group. That is, the biphenyl group may be an aryl group, and may be interpreted as a substituent in which two phenyl groups are connected.

In the present specification, the halogen group is fluorine, chlorine, bromine or iodine.

In the present specification, the alkyl group may be linear or branched, and according to one embodiment, the alkyl group has 1 to 20 carbon atoms. According to another embodiment, the alkyl group has 1 to 10 carbon atoms. According to another embodiment, the alkyl group has 1 to 6 carbon atoms. Specific examples of the alkyl group include, but are not limited to, a methyl group, an isopropyl group, a pentyl group, an n-butyl group, an isobutyl group or a t-butyl group. In one embodiment, the butyl group may be designated as an amyl group.

In the present specification, the alkenyl group may be straight-chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 40. According to one embodiment, the alkenyl group has 2 to 20 carbon atoms. According to another embodiment, the alkenyl group has 2 to 10 carbon atoms. According to another embodiment, the alkenyl group has 2 to 6 carbon atoms. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, Butenyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, (Diphenyl-1-yl) vinyl-1-yl, stilbenyl, stilenyl, and the like.

In the present specification, the alkoxy group may be linear, branched or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but may be 1 to 20 carbon atoms. Specifically, it may be a methoxy group or the like, but is not limited thereto.

Substituents comprising the alkyl groups, alkoxy groups and other alkyl moieties described herein include both straight chain and branched forms.

In the present specification, the carbon number of the carbonyl group is not particularly limited, but it is preferably 1 to 20 carbon atoms. The carbonyl group may be represented by -COR _x , wherein R _x may be a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, but is not limited thereto. Specifically, it may be a methyl ketone group or the like.

In the present specification, the ester group may be substituted with a straight-chain, branched or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 25 carbon atoms in the ester group. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the cycloalkyl group is not particularly limited, but according to one embodiment, the cycloalkyl group has 3 to 40 carbon atoms. According to another embodiment, the cycloalkyl group has 3 to 20 carbon atoms. According to another embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Cyclohexyl group, and the like, but are not limited thereto.

In the present specification, the cycloalkenyl group is not particularly limited, but has 3 to 40 carbon atoms. According to another embodiment, the cycloalkenyl group has 3 to 20 carbon atoms. A cyclohexenyl group, and the like, but is not limited thereto.

In the present specification, the aryl group is not particularly limited, and the number of carbon atoms may be 6 to 40 or 6 to 20. A monocyclic aryl group or a polycyclic aryl group. The aryl group may be a phenyl group or the like, but is not limited thereto.

In the present specification, the heterocyclic group is a heterocyclic group and is a heterocyclic group containing at least one of N, O, P, S, Si and Se, and the number of carbon atoms is not particularly limited, but is preferably 1 to 60 carbon atoms. According to one embodiment, the number of carbon atoms of the heterocyclic group is from 1 to 30. [

In the present specification, the description of the aforementioned heterocyclic group can be applied, except that the heteroaryl group is aromatic.

In the present specification, the arylene group may be selected from the examples of the above-mentioned aryl group, except that it is a divalent group.

In the present specification, the alkylene group may be selected from the examples of the alkyl group described above, except that it is a divalent group.

In the present specification, the cycloalkylene group may be selected from the examples of the above-mentioned cycloalkyl group, except that it is a divalent group.

In the present specification, the heteroarylene group may be selected from the examples of the above-mentioned heteroaryl group, except that it is a divalent group.

As used herein, the term "adjacent" means that the substituent is a substituent substituted on an atom directly connected to the substituted atom, a substituent stereostructically closest to the substituent, or another substituent substituted on the substituted atom . For example, two substituents substituted in the benzene ring to the ortho position and two substituents substituted on the same carbon in the aliphatic ring may be interpreted as "adjacent" groups to each other.

In the present specification, the ring formed by bonding adjacent groups to each other may be monocyclic or polycyclic, and may be an aliphatic, aromatic, or aliphatic and aromatic condensed ring, and may form a hydrocarbon ring or a heterocyclic ring.

The hydrocarbon ring may be selected from the examples of the cycloalkyl group or the aryl group except that the hydrocarbon ring is not the monovalent group. The heterocyclic ring may be an aliphatic, aromatic, or aliphatic and aromatic condensed ring, and examples thereof may be selected from the heterocyclic groups except that the heterocyclic group is not a monovalent group.

In one embodiment of the present invention, the ink composition comprises a solvent comprising a solvent represented by the following formula (1), a solvent represented by the following formula (2), and a solvent represented by the following formula (3); And a charge-transporting material or a light-emitting material.

[Chemical Formula 1]

(2)

(3)

In the above Formulas 1 to 3,

In the present invention, the solvent represented by the formula (1) and the solvent represented by the formula (2) have good solubility in the functional layer material and have a low vapor pressure, so that ink stability can be secured by including the solvent. In the case of forming an ink composition with a solvent containing the solvent represented by the formula (1) and the solvent represented by the formula (2), the coagulation phenomenon does not occur due to the high solubility of the solvent, have.

Specifically, the solvent represented by the formula (1) may serve to increase the solubility of the charge-transporting material or the light-emitting material contained in the ink composition. Since the ink composition includes the solvent represented by Formula 1, when the film is prepared using the ink composition, the effect of improving the film image is excellent.

When the solvent represented by Formula 2 is included in the ink composition, when the film is prepared using the ink composition, it may serve to increase the flatness of the center of the film.

On the other hand, the solvent represented by Formula 1 and the solvent represented by Formula 2 include a functional group such as a carbonyl group or an ester group, so that the polarity may be excessively high. However, since the solvent represented by Formula 3 has a relatively low polarity, it further includes the solvent represented by Formula 3, rather than the solvent represented by Formula 1 and the solvent represented by Formula 2, It is possible to prevent an excessive increase in the polarity. In addition, the solvent represented by Formula 3 has a relatively low polarity, thereby lowering the roughness of the film surface due to the leveling effect in forming the functional layer film. That is, the solvent represented by the above formula (3) may serve to flatten the edge shape of the ink formed on the bank wall. In addition, since the solvent represented by Formula 3 has a low vapor pressure, the evaporation rate of the solvent in the ink drying process can be controlled to form a functional layer having a good film shape.

In one embodiment of the present specification, X ₁ to X ₅ are the same or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 40 carbon atoms; A substituted or unsubstituted C1-C20 alkoxy group; A substituted or unsubstituted ester group having 1 to 25 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 40 carbon atoms, and at least one of X ₁ to X ₅ is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted ester group having 1 to 25 carbon atoms; Or a substituted or unsubstituted C1-C20 alkoxy group.

In another embodiment, X ₁ to X ₅ are the same or different and are each independently selected from the group consisting of hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted ester group having 6 to 25 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, and at least one of X ₁ to X ₅ is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted ester group having 6 to 25 carbon atoms; Or a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms.

In another embodiment, X ₁ to X ₅ are the same or different and are each independently selected from the group consisting of hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted methoxy group; A substituted or unsubstituted ethoxy group; Or -OCO-R ', wherein R' is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, at least one of X ₁ to X ₅ is a substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted methoxy group; A substituted or unsubstituted ethoxy group; Or -OCO-R ', and R' is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In another embodiment, X ₁ to X ₅ are the same or different and are each independently selected from the group consisting of hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted methoxy group; A substituted or unsubstituted ethoxy group; Or -OCO-R ', wherein R' is a substituted or unsubstituted methyl group; Or a substituted or unsubstituted ethyl group, at least one of X ₁ to X ₅ is a substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted methoxy group; A substituted or unsubstituted ethoxy group; Or -OCO-R ', wherein R' is a substituted or unsubstituted methyl group; Or a substituted or unsubstituted ethyl group.

In another embodiment, X ₁ to X ₅ are the same or different and are each independently selected from the group consisting of hydrogen; heavy hydrogen; Methyl group; An ethyl group; Methoxy group; Ethoxy group; Or -OCO-R ', wherein R' is a methyl group; Or an ethyl group, at least one of X ₁ to X ₅ is a methyl group; An ethyl group; Methoxy group; Ethoxy group; Or -OCO-R ', wherein R' is a methyl group; Or an ethyl group.

In one embodiment of the present specification, R ₁ is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 40 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 40 carbon atoms.

In another embodiment, R ₁ is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms; Or a substituted or unsubstituted C6 to C20 aryl group.

In another embodiment, R ₁ is a substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted isopropyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted t-butyl group; A substituted or unsubstituted pentyl group; Or a substituted or unsubstituted hexyl group.

In another embodiment, R ₁ is a methyl group; An ethyl group; Propyl group; Isopropyl group; Butyl group; t-butyl group; Pentyl group; Or a hexyl group.

In another embodiment, R ₁ is a methyl group; An ethyl group; Or a butyl group.

In one embodiment of the present invention, the formula (1) may be any one of the following structures.

In one embodiment of the present specification, R ₂ is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 40 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 40 carbon atoms.

In another embodiment, R ₂ is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms; Or a substituted or unsubstituted C6 to C20 aryl group.

In another embodiment, R ₂ is a substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted propyl group; A substituted or unsubstituted isopropyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted t-butyl group; A substituted or unsubstituted pentyl group; A substituted or unsubstituted hexyl group; A substituted or unsubstituted heptyl group; A substituted or unsubstituted octyl group; A substituted or unsubstituted nonyl group; Or a substituted or unsubstituted phenyl group.

In another embodiment, R ₂ is a methyl group; An ethyl group; Propyl group; Isopropyl group; Butyl group t-butyl group; Pentyl group; Hexyl group; an n-heptyl group; Octyl group; n-nonyl group; Or a phenyl group.

In another embodiment, R ₂ is an n-heptyl group; n-nonyl group; Or a phenyl group.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms; Or a substituted or unsubstituted cycloalkenyl group having 3 to 40 carbon atoms.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; Or a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted alkyl group having 1 to 15 carbon atoms.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted alkyl group having 4 to 15 carbon atoms.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted ethyl group; A substituted or unsubstituted straight or branched chain butyl group; A substituted or unsubstituted straight or branched pentyl group; A substituted or unsubstituted straight or branched hexyl group; A substituted or unsubstituted straight or branched heptyl group; A substituted or unsubstituted straight or branched octyl group; Or a substituted or unsubstituted straight or branched nonyl group.

In one embodiment of the present specification, R ₃ is a substituted or unsubstituted ethyl group; A substituted or unsubstituted straight or branched chain butyl group; A substituted or unsubstituted straight or branched pentyl group; Or a substituted or unsubstituted straight or branched chain hexyl group.

In one embodiment of the present disclosure, R ₃ is an ethyl group; A straight or branched butyl group; A linear or branched pentyl group; Or a straight chain or branched hexyl group.

In one embodiment of the present disclosure, R ₃ is an ethyl group; an n-butyl group; n-pentyl group (n-amyl group); Isopentyl group (isoamyl group); Or an n-hexyl group.

In one embodiment of the present specification, when R ₂ is a substituted or unsubstituted aryl group, R ₃ is a substituted or unsubstituted alkyl group having 4 to 15 carbon atoms.

In one embodiment of the present specification, when R ₂ is a substituted or unsubstituted phenyl group, R ₃ is a substituted or unsubstituted alkyl group having 4 to 15 carbon atoms.

In one embodiment of the present specification, when R ₂ is a phenyl group, R ₃ is a substituted or unsubstituted straight or branched chain butyl group; A substituted or unsubstituted straight or branched pentyl group; Or a substituted or unsubstituted straight or branched chain hexyl group.

In one embodiment of the present disclosure, when R ₂ is a phenyl group, R ₃ is an n-butyl group; n-pentyl group (n-amyl group); Isopentyl group (isoamyl group); Or an n-hexyl group.

In one embodiment of the present invention, the formula (2) may be any one of the following structures.

In one embodiment of the present specification, Y ₁ and Y ₂ are the same or different from each other, and each independently hydrogen; heavy hydrogen; A hydroxy group; Carbonyl group; An ester group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 40 carbon atoms; A substituted or unsubstituted C1-C20 alkoxy group; Or a substituted or unsubstituted aryl group having 6 to 40 carbon atoms.

In one embodiment of the present specification, Y ₁ and Y ₂ are the same or different from each other, and each independently hydrogen; heavy hydrogen; A hydroxy group; Carbonyl group; An ester group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted alkenyl group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; A substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; Or a substituted or unsubstituted C6 to C20 aryl group.

In one embodiment of the present specification, Y ₁ and Y ₂ are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; A substituted or unsubstituted butyl group; A substituted or unsubstituted pentyl group; A substituted or unsubstituted decyl group; A substituted or unsubstituted phenyl group; Or a substituted or unsubstituted naphthyl group.

In one embodiment of the present specification, Y ₁ and Y ₂ are the same or different from each other, and each independently hydrogen; A methyl group substituted or unsubstituted with a phenyl group; An ethyl group substituted with a hydroxy group, a methoxy group, an ethoxy group substituted with a methoxy group, a butoxy group, an ethoxy group substituted with a hydroxy group, an ethoxy group substituted with a butoxy group, or an ethoxy group substituted with a hydroxy group; an n-butyl group; A phenyl group substituted or unsubstituted with a methyl group; Naphthyl group; Or a 1,2,3,4-tetrahydronaphthyl group.

In one embodiment of the present invention, the formula (3) may be any one of the following structures.

In another embodiment of the present invention, the solvent represented by Formula 3 is selected from the group consisting of triethylene glycol monobenzyl ether, tetraethylene glycol monomethyl ether, triethylene glycol n- Triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, triethylene glycol monobutyl ether, Diethylene glycol monohexyl ether, triethylene glycol monoethyl ether, diethylene glycol dibutyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, Monobutyl Ether Acetate), Diethylene glycol ), Triethylene glycol monomethyl ether, diethylene glycol monoethyl ether acetate, dipropylene glycol propyl ether, diethylene glycol methyl ether, diethylene glycol monomethyl ether acetate, glycol butyl methyl ether, diethylene glycol n-butyl ether, dipropylene glycol methyl ether, diethylene glycol monoethyl ether, dipropylene glycol but are not limited to, n-butyl ether, dipropylene glycol methyl ether acetate, diethylene glycol divinyl ether, diethylene glycol monomethyl ether, Ether, or triethylene glycol dimethyl ether. .

In one embodiment of the present invention, the charge-transporting material or the light-emitting material is represented by the following formula (4).

[Chemical Formula 4]

In Formula 4,

L1 to L4 are the same or different from each other and are each independently a direct bond; A substituted or unsubstituted alkylene group; A substituted or unsubstituted cycloalkylene group; A substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

L is a substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

Ar 1 and Ar 2 are the same or different and each independently represents a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

R1 to R4 are the same or different from each other and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted aryl group; Or a photocurable or thermosetting group, and at least two of Y1 to Y4 are a photopolymerizing or thermosetting unit,

n1 and n4 are each an integer of 0 to 4,

n2 and n3 are each an integer of 0 to 3,

When n1 to n4 are each 2 or more, the substituents in the parentheses are the same or different from each other.

The ink composition of the present invention comprises a solvent comprising a solvent represented by the formula (1), a solvent represented by the formula (2), and a solvent represented by the formula (3); And the charge-transporting material or the light-emitting material represented by the above formula (4), ink stability can be ensured and a flat film can be formed in the production of the organic light-emitting device.

The solvent represented by Formula 1 and the solvent represented by Formula 2 include a polar functional group such as a carbonyl group or an ester group, so that the solubility of the charge-transporting material or the light-emitting material is high, and the stability of the ink composition is high. In particular, the solvent represented by the above formula (1) has high solubility and low vapor pressure, so that when the ink composition is dried, a coagulation phenomenon does not occur and a flat film can be formed in the production of the organic light emitting device.

The solvent represented by Formula 1 and the solvent represented by Formula 2 have a polar functional group while the solvent represented by Formula 3 has a relatively low polarity so that the polarity of the ink composition can be prevented from becoming too high . The ink composition of the present invention includes the solvent represented by Formula 3, thereby preventing a portion of the film formed during the fabrication of the organic light emitting device from being formed thick. The solvent represented by the above formula (3) has a low vapor pressure, so that when the ink composition is dried, the evaporation rate can be controlled to form a film having a small surface roughness and a flat surface.

In one embodiment of the present invention, L1 to L4 are the same or different and are each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; A substituted or unsubstituted C3-C30 cycloalkylene group; A substituted or unsubstituted arylene group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms.

In one embodiment of the present invention, L1 to L4 are the same or different and are each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms; A substituted or unsubstituted arylene group having 6 to 20 carbon atoms; Or a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms.

In one embodiment of the present invention, L1 to L4 are the same or different and are each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; Or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

In one embodiment of the present invention, L1 to L4 are the same or different and are each independently a direct bond; A substituted or unsubstituted hexylene group; A substituted or unsubstituted heptylene group; Or a substituted or unsubstituted phenylene group.

In one embodiment of the present invention, L1 to L4 are the same or different and are each independently a direct bond; A hexylene group; A heptylene group; Or a phenylene group substituted or unsubstituted with a methyl group.

In one embodiment of the present disclosure, L1 is a direct bond; Or a phenylene group.

In one embodiment of the present specification, L2 is a direct bond.

In one embodiment of the present specification, L2 is a hexylene group.

In one embodiment of the present specification, L2 is a heptylene group.

In one embodiment of the present invention, L2 is a phenylene group.

In one embodiment of the present specification, L2 is a phenylene group substituted with a methyl group.

In one embodiment of the present specification, L3 is a direct bond.

In one embodiment of the present specification, L3 is a hexylene group.

In one embodiment of the present specification, L3 is a heptylene group.

In one embodiment of the present invention, L3 is a phenylene group.

In one embodiment of the present disclosure, L4 is a direct bond; Or a phenylene group.

In one embodiment of the present specification, L is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms.

In one embodiment of the present specification, L is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms; Or a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms.

In one embodiment of the present specification, L is a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

In one embodiment of the present specification, L is a substituted or unsubstituted biphenylene group.

In one embodiment of the present invention, L is a biphenylene group.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted C6-C30 heteroaryl group.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted C6-C20 heteroaryl group.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different and each independently represents a substituted or unsubstituted phenylene group; A substituted or unsubstituted biphenylene group; Or a substituted or unsubstituted naphthyl group.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other and each independently represent a phenylene group; Biphenylene group; Or a naphthyl group.

In one embodiment of the present disclosure, R 1 to R 4 are the same or different and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted 1 to 20 alkoxy group; A substituted or unsubstituted 6 to 30 aryl group; Or a substituted or unsubstituted 6 to 30 heteroaryl group.

In one embodiment of the present disclosure, R 1 to R 4 are the same or different and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted 1 to 10 alkoxy group; A substituted or unsubstituted 6 to 20 aryl group; Or a substituted or unsubstituted 6 to 20 heteroaryl group.

In one embodiment of the present disclosure, R1 to R4 are the same or different from each other and each independently hydrogen.

In one embodiment of the present specification, Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted aryl group; Or one of the following structures, and at least two of Y1 to Y4 are any one of the following structures.

In the above structure, A ₁ to A ₃ are the same or different and each independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

In one embodiment of the present specification, Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted C6 to C30 aryl; Or a photopolymerization or thermal curing unit, and at least two of Y1 to Y4 are a photopolymerization unit or a thermosetting unit.

In one embodiment of the present specification, Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted C6 to C20 aryl; Or a photopolymerization or thermal curing unit, and at least two of Y1 to Y4 are a photopolymerization unit or a thermosetting unit.

In one embodiment of the present specification, Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted C6 to C12 aryl; Or a photopolymerization or thermal curing unit, and at least two of Y1 to Y4 are a photopolymerization unit or a thermosetting unit.

In one embodiment of the present specification, Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted phenyl group; Or a photopolymerization or thermal curing unit, and at least two of Y1 to Y4 are a photopolymerization unit or a thermosetting unit.

In one embodiment of the present invention, the photo-curing or thermosetting group among the definitions of Y1 to Y4 is any one of the following structures.

In the above structure,

A ₁ to A ₃ are the same or different and each independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

As in the embodiment of the present invention, in the case of a carbazole derivative including a photo-curing unit or a thermosetting unit, an organic light-emitting device can be manufactured by a solution coating method, which is economical in terms of time and cost.

In one embodiment of the present disclosure, the ink composition may further comprise a p-doping material.

The p-doped material means that the compound has p-semiconductor properties. The p-semiconductor property means a property of injecting or transporting holes at a highest occupied molecular orbital (HOMO) energy level, that is, a material having a high hole conductivity.

The p-doping material may include a compound represented by the following formula (5) and / or a cation group represented by any one of the following formulas (6) and (7).

In one embodiment of the present invention, the ink composition may further comprise a compound represented by the following general formula (5).

[Chemical Formula 5]

In Formula 5,

R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; -C (O) R _< ₁₀₀ &_gt;; -OR ₁₀₁ ; -SR ₁₀₂ ; -SO ₃ R _103; -COOR ₁₀₄ ; -OC (O) R < ₁₀₅ >; _{_{-C (O) NR 106 R 107}} ; 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,

R ₁₀₀ to R ₁₀₇ are the same or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; A halogen group; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted alkenyl group.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; A halogen group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or a substituted or unsubstituted alkenyl group having 1 to 30 carbon atoms.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; A halogen group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; A halogen group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or a substituted or unsubstituted alkenyl group having 1 to 10 carbon atoms.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; Fluorine; Or a substituted or unsubstituted vinyl group.

In one embodiment of the present disclosure, R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; Fluorine; Or a vinyl group substituted or unsubstituted with fluorine.

According to one embodiment of the present disclosure, Formula 5 may be any of the following compounds.

In one embodiment of the present invention, the ink composition further comprises a cationic group represented by any one of the following formulas (6) and (7).

[Chemical Formula 6]

(7)

In the above formulas (6) and (7)

X ₁₀₀ to X ₁₂₄ are the same or different from each other, and each independently hydrogen; A nitrile group; A nitro group; A hydroxy group; A halogen group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted amine group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted aryl group.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted methyl group; Or a substituted or unsubstituted isopropyl group.

In one embodiment of the present specification, X ₁₀₀ to X ₁₀₉ are the same or different from each other, and each independently hydrogen; Methyl group; Or an isopropyl group.

In one embodiment of the present specification, X ₁₁₀ to X ₁₂₄ are the same or different from each other, and each independently hydrogen; Or a halogen group.

In one embodiment of the present specification, X ₁₁₀ to X ₁₂₄ are the same or different from each other, and each independently hydrogen; Or fluorine.

In one embodiment of the present invention, the cationic group represented by any one of formulas (6) and (7) may be any one of the following compounds.

In one embodiment of the present disclosure, the p-doping material includes a compound represented by the formula 5 and a cation group represented by any one of the formulas 6 and 7, which may be any one of the following compounds, But is not limited thereto.

In one embodiment of the present invention, the solvent represented by Formula 3 is contained in an amount of less than 50 parts by weight based on 100 parts by weight of the solvent.

Specifically, the solvent represented by Formula 3 is included in an amount of 10 parts by weight or more and 45 parts by weight or less based on 100 parts by weight of the solvent. More specifically, the solvent represented by Formula 3 is contained in an amount of 20 to 43 parts by weight based on 100 parts by weight of the solvent.

When the solvent represented by the above formula (3) falls within the above-mentioned range, it is possible to prevent the film center flatness from being lowered.

In one embodiment of the present invention, the formula (4) is represented by any one of the following formulas (4-1) to (4-6).

In one embodiment of the present invention, the charge-transporting material or the light-emitting material of the ink composition is contained in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the solvent. Preferably, the charge-transporting material or the light-emitting material of the ink composition is contained in an amount of 1 part by weight to 5 parts by weight based on 100 parts by weight of the solvent. When it is included in the above content range, it is easy to obtain a film having a desired thickness by controlling the number of drops. In one embodiment of the present invention, the solvent represented by the formula (1) and the solvent represented by the formula (2), which are contained in the ink composition, can be obtained, Since the solvent has a polarity, the solubility in the functional layer material is excellent and the stability of the ink composition can be ensured. In addition, since the solvent represented by Formula 3 has a relatively low polarity, it is possible to prevent the flatness of the film from deteriorating as the polarity of the ink composition becomes excessively high. Therefore, the solvent represented by the above formula (1). The solvent containing the solvent represented by the formula (2) and the solvent represented by the formula (3) can sufficiently dissolve the functional layer material. When a film is formed using the ink composition containing the solvent, a flat and uniform film Can be manufactured.

In one embodiment of the present invention, the solubility of the charge-transporting material or the light-emitting material with respect to the total weight of the solvent is 2 wt% or more and 15 wt% or less at 25 캜 and 1 atm.

In one embodiment of the present invention, the viscosity of the ink composition is 2 cP or more and 20 cP or less. More preferably 3 cP or more and 15 cP or less. In the case of having a viscosity in the above-mentioned range, it is possible to have discharge stability and to easily manufacture a device. The viscosity may be a value measured at 25 占 폚.

In one embodiment of the present invention, the ink composition may further include one or two compounds selected from the group consisting of a compound having a crosslinkable functional group introduced into the molecule and a polymer compound.

In one embodiment of the present invention, the ink composition may further comprise a compound into which a functional group capable of crosslinking is introduced into the molecule. When the coating composition further contains a compound having a functional group capable of crosslinking in the molecule, the degree of curing of the coating composition can be further increased.

According to one embodiment of the present invention, the molecular weight of the compound having a crosslinkable functional group introduced into the molecule is from 100 g / mol to 3,000 g / mol. In other embodiments of the present disclosure, the molecular weight of the compound having a crosslinkable functional group introduced into the molecule is more preferably from 500 g / mol to 2,000 g / mol.

In one embodiment of the present invention, the ink composition may further comprise a polymer compound. When the ink composition further comprises a polymer compound, the ink characteristics of the ink composition can be enhanced. That is, the ink composition further comprising the polymer compound may provide a suitable viscosity for coating or ink jetting, and may form a flat film.

In one embodiment of the present invention, the molecular weight of the polymer compound is 10,000 g / mol to 200,000 g / mol.

In one embodiment of the present invention, the polymer compound may further include a photo-curing unit or a thermosetting unit.

In one embodiment of the present invention, the ink composition may be in a liquid state. The "liquid phase" means that the liquid phase is at normal temperature and pressure.

According to one embodiment of the present invention, when preparing the ink composition, a solvent other than the solvent represented by the formula (1), the solvent represented by the formula (2) and the solvent represented by the formula (3) . Examples thereof include ether solvents such as phenoxy toluene and 3,4-dimethyl anisole; Ester solvents such as methyl benzoate and dimethyl phthalate; Aromatic hydrocarbon solvents such as cyclohexylbenzene, methylnaphthalene, ethylnaphthalene, trimethylbenzene and mesitylene; Aliphatic hydrocarbon solvents such as cyclohexane, methylcyclohexane, n-pentane, n-hexane, n-heptane, n-octane, n-nonane and n-decane; Glycol ethers such as diethylene glycol butyl methyl ether, and triethylene glycol monobenzyl ether; A fluorine-based solvent, and the like, but are not limited thereto.

The insoluble solvent may be contained in an amount of 0.1 wt% to 40 wt%, preferably 1 wt% to 30 wt%, based on the total solvent.

In one embodiment of the present invention, the ink composition may further include one or more additives selected from the group consisting of a thermal polymerization initiator and a photopolymerization initiator.

Examples of the thermal polymerization initiator include methyl ethyl ketone peroxide, methyl isobutyl ketone peroxide, acetylacetone peroxide, methyl cyclohexanone peroxide, cyclohexanone peroxide, isobutyryl peroxide, 2,4-dichlorobenzoyl peroxide P-chlorobenzoyl peroxide, dicumyl peroxide, 2,5-dimethyl-2,5- (t-butylperoxy) -2,5-dimethylhexanoyl peroxide, lauryl peroxide, benzoyl peroxide, Butylperoxy) -hexane, 1,3-bis (t-butylperoxy-isopropyl) benzene, t-butyl cumyl peroxide, di- (T-butylperoxy) hexane-3, tris- (t-butylperoxy) triazine, 1,1-ditertiaryperoxy-3,3,5-trimethylcyclohexane, 1,1-di butylperoxycyclohexane, 2,2-di (t-butylperoxy) butane, 4,4-di-t-butoxypivalicylic acid n-butyl ester, 2,2-bis , 4-t-butyl perox Butyl peroxy isobutyrate, t-butyl peroxyhexahydroterephthalate, t-butyl peroxy-3,5,5-trimethyl hexaate, t-butyl peroxybenzoate, di and peroxides such as t-butyl peroxytrimethyl adipate, and azo compounds such as azobisisobutylnitrile, azobisdimethylvaleronitrile, and azobiscyclohexyl nitrile, but are not limited thereto.

Examples of the photopolymerization initiator include diethoxyacetophenone, 2,2-dimethoxy-1,2-diphenylethan-1-one, 1 -hydroxy-cyclohexylphenyl-ketone, 4- (2-hydroxyethoxy (2-hydroxy-2-propyl) ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) (4-methylthiophenyl) propan-1-one, 1-phenyl-1,2-propanedion-2- (o-ethoxycarbonyl) Oxime and the like, ketone-based photopolymerization initiators such as benzoin, benzoin methylurate, benzoin etchyrate, benzoin isobutyrate, benzoin isopropylacetal, etc., Based photopolymerization initiators such as benzophenone, 4-hydroxybenzophenone, 2-benzoylnaphthalene, 4-benzoylbiphenyl, 4-benzoylphenyl ether, acrylated benzophenone and 1,4-benzoylbenzene, , 2-isopropylthioxanthone, 2- Examples of the photopolymerization initiator include thioxanthone photopolymerization initiators such as thioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone and 2,4-dichlorothioxanthone, and other photopolymerization initiators include ethyl anthraquinone, 2 , 2,4,6-trimethylbenzoylphenyl ethoxyphosphine oxide, bis (2,4,6-trimethylbenzoyl) phenylphosphine oxide, bis (2,4- Dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide, methylphenyl glyoxycellester, 9,10-phenanthrene, acridine compound, triazine compound, imidazole compound have. The photopolymerization initiator having the photopolymerization promoting effect may be used alone or in combination with the photopolymerization initiator. Examples thereof include triethanolamine, methyldiethanolamine, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, benzoic acid (2-dimethylamino) ethyl and 4,4'-dimethylaminobenzophenone, It is not limited thereto.

In one embodiment of the specification, the ink composition may further comprise other additives such as a surfactant. The surfactant is preferably a nonionic surfactant, and may be, but not limited to, a silicone surfactant or a fluorochemical surfactant.

In one embodiment of the present invention, the ink composition does not further comprise a p-doping material.

In another embodiment, the ink composition further comprises a p-doping material.

In this specification, the p-doped material may promote thermal curing or photo curing.

In this specification, the p-doped material means a material that has a p-type semiconductor property as a host material. p semiconductor property means a property of injecting or transporting holes at a highest occupied molecular orbital (HOMO) energy level, that is, a material having a high conductivity of holes.

The present invention also provides an organic light emitting device formed using the ink composition.

In one embodiment of the present disclosure, a cathode; An anode facing the cathode; And one or more organic layers disposed between the cathode and the anode, wherein at least one of the organic layers is formed using the ink composition.

In one embodiment of the present invention, the organic material layer formed using the ink composition is a hole transporting layer, a hole injecting layer, or a layer simultaneously transporting holes and injecting holes.

In another embodiment, the organic layer formed using the ink composition is a light emitting layer.

In one embodiment of the present invention, the organic light emitting element is a hole injection layer, a hole transport layer, An electron transport layer, an electron injection layer, an electron blocking layer, and a hole blocking layer.

In another embodiment, the organic light emitting device may be a normal type organic light emitting device in which an anode, one or more organic compound layers, and a cathode are sequentially stacked on a substrate.

In another embodiment, the organic light emitting device may be an inverted type organic light emitting device in which a cathode, at least one organic layer, and an anode are sequentially stacked on a substrate.

The organic material layer of the organic light emitting device of the present invention may have a single layer structure, but may have a multilayer structure in which two or more organic material layers are stacked. For example, the organic light emitting device of the present invention may have a structure including a hole injecting layer, a hole transporting layer, a light emitting layer, an electron transporting layer, and an electron injecting layer as an organic material layer. However, the structure of the organic light emitting device is not limited thereto and may include a smaller number of organic layers.

For example, the structure of an organic light emitting device according to one embodiment of the present specification is illustrated in FIG.

1 shows an organic light emitting device in which an anode 201, a hole injecting layer 301, a hole transporting layer 401, a light emitting layer 501, an electron transporting layer 601 and a cathode 701 are sequentially stacked on a substrate 101 Are illustrated.

1, the hole injecting layer 301, the hole transporting layer 401, or the light emitting layer 501 are formed using the ink composition.

FIG. 1 illustrates an organic light emitting device and is not limited thereto.

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

The organic light emitting device of the present invention can be manufactured by materials and methods known in the art, except that at least one layer of the organic material layer is formed using the ink composition.

For example, the organic light emitting device of the present specification can be manufactured by sequentially laminating an anode, an organic layer, and a cathode on a substrate. At this time, a metal or a metal oxide having conductivity or an alloy thereof is deposited on the substrate by a PVD (physical vapor deposition) method such as sputtering or e-beam evaporation to form an anode Forming an organic material layer including a hole injecting layer, a hole transporting layer, a light emitting layer and an electron transporting layer thereon, and then depositing a material usable as a cathode thereon. In addition to such a method, an organic light emitting device can be formed by sequentially depositing a cathode material, an organic material layer, and an anode material on a substrate.

The present invention also provides a method of manufacturing an organic light emitting device formed using the ink composition.

One embodiment of the present disclosure provides a method of manufacturing a semiconductor device, comprising: preparing a substrate; Forming a cathode or an anode on the substrate; Forming at least one organic material layer on the cathode or the anode; And forming an anode or a cathode on the organic material layer, wherein the forming the organic material layer includes forming at least one organic material layer using the ink composition. do.

Specifically, in one embodiment of the present disclosure, there is provided a method comprising: preparing a substrate; Forming a cathode or an anode on the substrate; Forming at least one organic material layer on the cathode or the anode; And forming an anode or a cathode on the organic material layer, wherein at least one of the organic material layers is formed using the ink composition.

In one embodiment of the present invention, the organic material layer formed using the ink composition is formed using an inkjet printing method.

In one embodiment of the present invention, the method may further include a step of heat-treating the organic material layer formed using the ink composition, after forming the at least one organic material layer using the ink composition.

In one embodiment of the present invention, the time for heat-treating the organic material layer formed using the ink composition is preferably within 1 hour, more preferably within 30 minutes.

In one embodiment of the present invention, the atmosphere in the step of heat-treating the organic material layer formed using the ink composition is preferably an inert gas such as argon or nitrogen.

In the case of including the heat treatment or light treatment step in the step of forming the organic material layer formed using the ink composition, an organic material layer including a structure in which a plurality of photocurable or thermosetting units included in the ink composition form a cross- . In this case, it can be prevented that it is dissolved, morphologically affected or decomposed by the solvent deposited on the surface of the organic material layer formed using the ink composition.

Therefore, when the organic compound layer formed using the ink composition is formed to include the heat treatment or the light treatment step, the resistance to the solvent is increased, so that the multilayer can be formed by repeatedly performing the solution deposition and the crosslinking method, Life characteristics can be increased.

In one embodiment of the present invention, the ink composition may be mixed and dispersed in a polymer binder.

In one embodiment of the present invention, the polymer binder is preferably one that does not extremely inhibit charge transport, and that does not strongly absorb visible light. Examples of the polymeric binder include poly (N-vinylcarbazole), polyaniline and derivatives thereof, polythiophene and derivatives thereof, poly (p-phenylenevinylene) and derivatives thereof, poly (2,5-thienylenevinylene) A derivative thereof, a polycarbonate, a polyacrylate, polymethyl acrylate, polymethyl methacrylate, polystyrene, polyvinyl chloride, polysiloxane and the like.

As the anode material, a material having a large work function is preferably used so that injection of holes into the organic material layer is smooth. Specific examples of the anode material that can be used in the present invention include metals such as vanadium, chromium, copper, zinc, and 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.

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

The hole injecting layer is a layer for injecting holes from the electrode. The hole injecting layer has a hole injecting effect for hole injecting effect on the anode, a hole injecting effect for the light emitting layer or the light emitting material due to its ability to transport holes to the hole injecting material, A compound which prevents the migration of excitons to the electron injecting layer or the electron injecting material and is also excellent in the thin film forming ability is preferable. It is preferable that the highest occupied molecular orbital (HOMO) of the hole injecting material be between the work function of the anode material and the HOMO of the surrounding organic layer. Specific examples of the hole injecting material include metal porphyrin, oligothiophene, arylamine-based organic materials, hexanitrile hexaazatriphenylene-based organic materials, quinacridone-based organic materials, and perylene- , Anthraquinone, polyaniline and polythiophene-based conductive polymers, but the present invention is not limited thereto.

The hole transport layer is a layer that transports holes from the hole injection layer to the light emitting layer and transports holes from the anode or the hole injection layer to the light emitting layer as the hole transport material. The material is suitable. Specific examples include arylamine-based organic materials, conductive polymers, and block copolymers having a conjugated portion and a non-conjugated portion together, but are not limited thereto.

The light emitting material is preferably a material capable of emitting light in the visible light region by transporting and receiving holes and electrons from the hole transporting layer and the electron transporting layer, respectively, and having good quantum efficiency for fluorescence or phosphorescence. Specific examples include 8-hydroxy-quinoline aluminum complex (Alq ₃ ); Carbazole-based compounds; Dimerized styryl compounds; BAlq; 10-hydroxybenzoquinoline-metal compounds; Compounds of the benzoxazole, benzothiazole and benzimidazole series; Polymers of poly (p-phenylenevinylene) (PPV) series; Spiro compounds; Polyfluorene, rubrene, and the like, but are not limited thereto.

The light emitting layer may include a host material and a dopant material. The host material is a condensed aromatic ring derivative or a heterocyclic compound. Specific examples of the condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, and fluoranthene compounds. Examples of the heterocycle-containing compounds include carbazole derivatives, dibenzofuran derivatives, Furan compounds, pyrimidine derivatives, and the like, but are not limited thereto.

Examples of the dopant material include aromatic amine derivatives, styrylamine compounds, boron complexes, fluoranthene compounds, and metal complexes. Specific examples of the aromatic amine derivatives include condensed aromatic ring derivatives having substituted or unsubstituted arylamino groups, and examples thereof include pyrene, anthracene, chrysene, and peripherrhene having an arylamino group. Examples of the styrylamine compound include substituted or unsubstituted Wherein at least one aryl vinyl group is substituted with at least one aryl vinyl group, and at least one substituent selected from the group consisting of an aryl group, a silyl group, an alkyl group, a cycloalkyl group and an arylamino group is substituted or unsubstituted. Specific examples thereof include, but are not limited to, styrylamine, styryldiamine, styryltriamine, styryltetraamine, and the like. Examples of the metal complex include iridium complex, platinum complex, and the like, but are not limited thereto.

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

The electron injection layer is a layer for injecting electrons from an electrode and has an ability to transport electrons and has an electron injection effect from the cathode, an excellent electron injection effect on the light emitting layer or the light emitting material, A compound which prevents migration to a layer and is excellent in a thin film forming ability is preferable. Specific examples thereof include fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preorenylidene methane, A complex compound and a nitrogen-containing five-membered ring derivative, but are not limited thereto.

Examples of the metal complex compound include 8-hydroxyquinolinato lithium, bis (8-hydroxyquinolinato) zinc, bis (8-hydroxyquinolinato) copper, bis (8- Tris (8-hydroxyquinolinato) aluminum, tris (2-methyl-8-hydroxyquinolinato) aluminum, tris (8- hydroxyquinolinato) gallium, bis (10- Quinolinato) beryllium, bis (10-hydroxybenzo [h] quinolinato) zinc, bis (2-methyl-8- quinolinato) chlorogallium, bis (2-methyl-8-quinolinato) (2-naphtholato) gallium, and the like, But is not limited thereto.

The hole blocking layer is a layer which prevents the cathode from reaching the hole, and can be generally formed under the same conditions as the hole injecting layer. Specific examples thereof include, but are not limited to, oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, BCP, aluminum complexes and the like.

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

Hereinafter, the present invention will be described in detail by way of examples with reference to the drawings. However, the embodiments according to the present disclosure can be modified in various other forms, and the scope of the present specification is not construed as being limited to the embodiments described below. Embodiments of the present disclosure are provided to more fully describe the present disclosure to those of ordinary skill in the art.

<실시예><Examples>

Table 1 shows the kinds of the solvents used in Examples and Comparative Examples.

실시예 1 내지 12.Examples 1-12.

The compound represented by Formula 4-1 and the compound represented by Formula C were dissolved in 3 parts by weight with respect to 100 parts by weight of the solvent. The weight ratio of the compound represented by Formula (C) to the compound represented by Formula (C) was 8: 2, and the ink compositions of Examples 1 to 12 were prepared using the solvents listed in Table 2 below.

The respective contents of the solvents represented by the formulas (1) to (3) contained in the solvent were prepared in three composition ratios based on 100 parts by weight of the solvent. The evaluation results according to the respective composition ratios are shown in Table 6 below.

1) 40 parts by weight of a solvent represented by the above formula (1), 40 parts by weight of a solvent represented by the above formula (2) and 20 parts by weight of a solvent represented by the above formula (3)

2) 30 parts by weight of a solvent represented by the above formula (1), 40 parts by weight of a solvent represented by the above formula (2) and 30 parts by weight of a solvent represented by the above formula (3)

3) 25 parts by weight of a solvent represented by the above formula (1), 25 parts by weight of a solvent represented by the above formula (2) and 50 parts by weight of a solvent represented by the above formula (3)

실시예 13 내지 24.Examples 13 to 24.

The ink compositions of Examples 13 to 24 were prepared in the same manner as in Example 1 except that the above-mentioned Formula 4-1 was changed to the above Formula 4-2 and the above Formula C was changed to the above Formula E, . The evaluation results according to the respective composition ratios are shown in Table 7 below.

실시예 25 내지 36Examples 25 to 36

The compound represented by Formula 4-3 and the compound represented by Formula C were dissolved in 3 parts by weight with respect to 100 parts by weight of the solvent. The weight ratio of the compound represented by Formula (C) to the compound represented by Formula (4-3) was 8: 2. Ink compositions of Examples 25 to 36 were prepared using the solvents shown in Table 3 below.

The respective contents of the solvents represented by the formulas (1) to (3) contained in the solvent were prepared in three composition ratios based on 100 parts by weight of the solvent. The evaluation results according to the respective composition ratios are shown in Table 8 below.

실시예 37 내지 48Examples 37 to 48

In Example 25, the ink compositions of Examples 37 to 48 were prepared with the same composition as in Example 25 except that Formula 4-3 was changed to Formula 4-4. The evaluation results according to the respective composition ratios are shown in Table 9 below.

실시예 49 내지 60Examples 49 to 60

The compound represented by Formula 4-5 and the compound represented by Formula E were dissolved in 3 parts by weight with respect to 100 parts by weight of the solvent. The weight ratio of the compound represented by Formula E to the compound represented by Formula 4-5 was 8: 2, and the ink compositions of Examples 49 to 60 were prepared using the solvents shown in Table 4 below.

The respective contents of the solvents represented by the formulas (1) to (3) contained in the solvent were prepared in three composition ratios based on 100 parts by weight of the solvent. The evaluation results according to the respective composition ratios are shown in Table 10 below.

실시예 61 내지 72Examples 61 to 72

The ink compositions of Examples 61 to 72 were prepared in the same manner as in Example 49, except that the above-mentioned Formula 4-5 was changed to the above Formula 4-6. The evaluation results according to the respective composition ratios are shown in Table 11 below.

비교예 1 내지 12.Comparative Examples 1 to 12.

As shown in the following Table 5, the charge-transporting material or the light-emitting material and the p-doping material were dissolved in 3 parts by weight with respect to 100 parts by weight of the solvent. The weight ratio of the p-doping material to the charge-transporting material or light-emitting material was 8: 2, and the respective solvents described in Table 5 were used to prepare the ink compositions of Comparative Examples 1 to 12.

The respective contents of the solvents represented by the formulas (1) to (3) contained in the solvent were prepared in three composition ratios based on 100 parts by weight of the solvent. The evaluation results according to the respective composition ratios are shown in Table 12 below.

1) 25 parts by weight of a solvent represented by the formula (1), 75 parts by weight of a solvent represented by the formula (2) or a solvent represented by the formula (3)

2) 50 parts by weight of a solvent represented by the formula 1, 50 parts by weight of a solvent represented by the formula 2 or a solvent represented by the formula 3

3) 80 parts by weight of a solvent represented by the above formula (1), 20 parts by weight of a solvent represented by the above formula (2) or a solvent represented by the above formula (3)

The solubility, discharge stability, and uniformity of the formed film of the ink compositions prepared in Examples 1 to 72 and Comparative Examples 1 to 12 at 25 캜 and 1 atm were measured and reported in Tables 6 to 12 below. Specific evaluation criteria are as follows.

1) Solubility evaluation: Less than 0.5 wt% Recording: X

0.5 to less than 2.0 wt% Recording: △

Recording more than 2.0wt%: ○

2) Evaluation of discharge stability: Measured using Fujifilm, Dimatix DMP-2800 equipment, 10 pl cartridge (DMC-11610), and evaluated according to the following criteria.

Stable ejection of droplets without shaking: ○

Droplet shaking or non-ejection: X

3) Evaluation of film image: The ink was jetted onto the ITO substrate and dried to observe the film formation through an optical microscope. The film was evaluated according to the following criteria.

Good film formation: ○

Material precipitation and grain formation or severe film surface roughness (slight white spots or blue spots are present on the ink film surface when compared to the image of a pixel): X

Regarding image evaluation of the film, Fig. 2 shows that the film surface is uniformly formed well.

Fig. 3 is a diagram showing the deposition of material and the formation of grains or the roughness of the film surface.

4) Evaluation of uniformity of the film: The ink was jetted onto the ITO substrate and dried to observe whether the film was well formed. The film thickness was measured using OP (Optical Profiler), and the film center flatness And the shape of the edge and the edge were evaluated.

(1) Flatness evaluation of the film center

Flatness Less than 0.5: ○

Flatness 0.5 or higher: X

The flatness was calculated using the following equation.

[formula]

In the above equation, Hmax denotes the maximum ink thickness filled in the pixel, Hmin denotes the minimum ink thickness filled in the pixel, Hcenter denotes the thickness of the ink filled in the pixel from the pixel bottom center, . Specifically, referring to FIG. 4, Hmax, Hmim, and Hcenter are displayed.

(2) Evaluation of edge shape

The shape of the membrane rises or falls more than 300 nm on the bank wall: X

The shape of the membrane horizontally touching around 300nm on the bank wall: ○

Specifically, referring to FIG. 5, referring to FIG. 5, it is meant that the film horizontally touches the inside of the bank wall surface at about 300 nm when the film has the shape shown in FIG. 5 (a) Means that the film goes down more than 300nm on the wall of the bank, and when the film has the shape shown in (c), it means that the film rises more than 300nm on the wall of the bank.

It can be seen from Tables 6 to 12 that the ink compositions prepared in Examples 1 to 72 as compared to the ink compositions prepared in Comparative Examples 1 to 12 have an edge shape evaluation result in the evaluation of solubility, , And furthermore, it was confirmed that the flatness of the central film in the film image evaluation and / or film uniformity evaluation was excellent.

[Description of Symbols]

101: substrate

201: anode

301: Hole injection layer

401: hole transport layer

501: light emitting layer

601: electron transport layer

701: Cathode

(a): The shape of the membrane horizontally touching the wall of the bank at around 300 nm

(b): the shape of the membrane is 300 nm or more on the bank wall

(c): the shape of the film rising more than 300 nm on the bank wall

Claims

A solvent comprising a solvent represented by the following formula (1), a solvent represented by the following formula (2), and a solvent represented by the following formula (3);

And an ink composition comprising a charge-transporting material or a light-emitting material:

[Chemical Formula 1]

(2)

(3)

In the above Formulas 1 to 3,

X 1 to X 5 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted ester group; Or a substituted or unsubstituted aryl group, at least one of X 1 to X 5 is a substituted or unsubstituted alkyl group; A substituted or unsubstituted ester group; Or a substituted or unsubstituted alkoxy group,

R 1 is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; Or a substituted or unsubstituted aryl group,

R 2 is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; Or a substituted or unsubstituted aryl group,

R 3 is a substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted cycloalkenyl group,

When R 2 is a substituted or unsubstituted aryl group, R 3 is a substituted or unsubstituted alkyl group having 4 to 15 carbon atoms,

Y 1 and Y 2 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A hydroxy group; Carbonyl group; An ester group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted cycloalkenyl group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted aryl group.
The method according to claim 1,

Wherein the solubility of the charge-transporting material or light-emitting material in the entire solvent is 2 wt% to 15 wt% at 25 캜 and 1 atm.
The method according to claim 1,

Wherein the charge-transporting material or the light-emitting material comprises 0.1 to 10 parts by weight per 100 parts by weight of the solvent.
The method according to claim 1,

Wherein the viscosity of the ink composition is 2 cP or more and 20 cP or less.
The method according to claim 1,

Wherein the charge-transporting material or the light-emitting material is represented by the following Formula 4:

[Chemical Formula 4]

In Formula 4,

L1 to L4 are the same or different from each other and are each independently a direct bond; A substituted or unsubstituted alkylene group; A substituted or unsubstituted cycloalkylene group; A substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

L is a substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

Ar 1 and Ar 2 are the same or different and each independently represents a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

R1 to R4 are the same or different from each other and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

Y1 to Y4 are the same or different from each other, and each independently hydrogen; A substituted or unsubstituted aryl group; Or a photocurable or thermosetting group, and at least two of Y1 to Y4 are a photopolymerizing or thermosetting unit,

n1 and n4 are each an integer of 0 to 4,

n2 and n3 are each an integer of 0 to 3,

When n1 to n4 are each 2 or more, the substituents in the parentheses are the same or different from each other.
The method of claim 5,

Wherein the photo-curing or thermosetting group of the definitions of Y1 to Y4 is any one of the following structures:

In the above structure,

A 1 to A 3 are the same or different and each independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.
The method according to claim 1,

Wherein the ink composition further comprises a compound represented by the following formula (5): < EMI ID =

[Chemical Formula 5]

In Formula 5,

R1 'to R5' and R6 to R20 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; -C (O) R < 100 >; -OR 101 ; -SR 102 ; -SO 3 R 103; -COOR 104 ; -OC (O) R < 105 >; -C (O) NR 106 R 107 ; 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,

R 100 to R 107 are the same or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group.
The method of claim 7,

Wherein the ink composition further comprises a cationic group represented by any one of the following formulas (6) and (7):

[Chemical Formula 6]

(7)

In the above formulas (6) and (7)

X 100 to X 124 are the same or different from each other, and each independently hydrogen; A nitrile group; A nitro group; A hydroxy group; A halogen group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted amine group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted aryl group.
The method according to claim 1,

Wherein the solvent represented by Formula 3 is contained in an amount of less than 50 parts by weight based on 100 parts by weight of the solvent.
Preparing a substrate;

Forming a cathode or an anode on the substrate;

Forming at least one organic material layer on the cathode or the anode; And

Forming an anode or a cathode on the organic material layer,

Wherein the forming of the organic material layer includes forming at least one organic material layer using the ink composition according to any one of claims 1 to 9.
The method of claim 10,

Wherein the organic compound layer formed using the ink composition is formed by an inkjet printing method.