KR20230017398A - Resin composition and display device using the same - Google Patents

Abstract

According to one embodiment of the present invention, provided are a photosensitive composition that has high photosensitivity by preparing a photosensitive composition using silica particles having a reactive functional group introduced on the surface, and realizes a highly reliable curing pattern even in a low-temperature post-heat treatment process, and an organic light emitting display device to which the same is applied.

Description

Resin composition and display device using the same {RESIN COMPOSITION AND DISPLAY DEVICE USING THE SAME}

The present invention relates to a photosensitive resin composition, a pattern or film formed of the photosensitive composition, and an organic light emitting display device to which the pattern or film is applied.

A liquid crystal display device (LCD), an organic light emitting display device (OLED), and the like are widely used as flat panel display devices. Among them, the organic light emitting display device has advantages such as low power consumption, fast response speed, high color gamut, high luminance, and wide viewing angle.

On the other hand, in the case of a flattening layer (via layer), pixel definition layer, color filter, etc. formed of a photoresist composition in an organic light emitting display device, as the pixel size of the organic light emitting display device decreases, the resolution of the pattern is improved and the residue is reduced. has become an important factor influencing

Important factors for increasing the resolution and reducing residues include the types and composition ratios of photopolymerization initiators, photopolymerizable monomers and binder resins, and the composition of the pigment dispersion. Among these factors, the pigment dispersion composition must have a small dispersion particle diameter to form a fine pattern and must be composed of a composition that does not leave residue during development. In order to reduce the dispersed particle size of the pigment dispersion composition, the primary particle size of the pigment used should be small, and the type and amount of the dispersant are also very important.

Recently, the primary particle diameter of pigments mainly produced for electronic materials is manufactured to be around 50 nm, and the dispersed particle diameter can be further reduced after dispersion. In the case of the dispersant, a functional group capable of adhering to the surface of the pigment is introduced to maintain dispersion by controlling the distance between the particles of the pigment using the steric hindrance effect. Looking at the type of the dispersant, most of the resins capable of sufficiently imparting steric hindrance, such as polyesters, acrylic resins, modified urethane resins, and polyethers, are used.

The pigment having such a small primary particle diameter can be finely dispersed using a dispersing agent that can adhere well to the pigment surface and disperse well between particles by the steric hindrance effect. Here, a pigment dispersion composition is prepared by using a dispersant capable of reducing residues during development, and the photosensitive resin composition for a color filter containing such a pigment dispersion composition can implement a fine pattern when manufacturing a color filter.

On the other hand, in the case of the ionic dispersant containing ionic groups among the dispersants of the pigment dispersion, a problem has been raised that the ionic groups can cause defects in the electrodes of the organic light emitting display device. The development of a pigment dispersion using a dispersant is required.

In order to solve the problems of the prior art, one embodiment of the present invention provides a photosensitive composition capable of finely dispersing a pigment, and provides a pattern or film formed of the photosensitive composition and having high resolution and stability, the pattern or It is to provide an organic light emitting display device in which a film is applied to at least one of a pixel separator, a color filter, a flat layer, and an insulating film of a touch panel.

The present invention is an alkali-soluble resin; reactive unsaturated compounds; photoinitiators; A pigment dispersion containing a dispersant comprising a structure represented by the following formula (1); And it provides a resin composition comprising a solvent.

Formula (1)

In the above formula (1),

1) Ar ²¹ is a C ₃ ~ C ₃₀ aliphatic ring group; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; or a combination thereof;

2) R ²¹ is a C ₅ ~ C ₂₀ ethylene glycol chain group;

3) R ²² and R ²³ are each independently hydrogen; heavy hydrogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

4) R ²⁴ to R ²⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

5) L ²¹ , L ²⁴ and L ²⁵ may each independently be a single bond; Fluorenylene group; C ₁ ~ C ₃₀ alkylene; C ₆ ~ C ₃₀ arylene; C ₂ ~ C ₃₀ heterocycle; C ₁ ~ C ₃₀ Alkoxyrene; or a combination thereof;

6) d is an integer of 1 or 2;

7) With respect to 100 mol% of all repeating units included in the compound represented by Formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%,

8) Each of Ar ²¹ , R ²¹ to R ²⁶ , L ²¹ , L ²⁴ and L ²⁵ is deuterium; halogen; A silane group unsubstituted or substituted with a C ₁ ~ C ₃₀ alkyl group or a C ₆ ~ C ₃₀ aryl group; Siloxane group; boron group; Germanium group; cyano group; amino group; nitro group; C ₁ ~ C ₃₀ Alkylthio group; C ₁ ~ C ₃₀ alkoxy group; A C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ Alkyl group; A C ₂ ~C ₃₀ alkenyl group; A C ₂ ~C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; C ₆ ~ C ₃₀ aryl group substituted with deuterium; fluorenyl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; And it may be further substituted with one or more substituents selected from the group consisting of combinations thereof, and adjacent substituents may form a ring.

The alkali-soluble resin preferably includes a resin containing a repeating unit represented by the following formula (2).

Formula (2)

In the above formula (2),

1) * indicates the part where the bond is connected as a repeating unit,

2) n is an integer from 2 to 200,000;

3) R ¹ and R ² are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

4) R ¹ and R ² can form a ring with an adjacent group, respectively;

5) a and b are independently integers from 0 to 4,

6) X ¹ is a single bond, O, CO, SO ₂ , CR'R", SiR'R", formula (A) or formula (B);

6-1) R' and R" are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; C ₂ ~ C containing at least one hetero atom of O, N, S, Si and P; ₃₀ -membered heterocyclic group; C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ alkyl group; C ₂ ~ C ₂₀ alkenyl group; C ₂ ~ C ₂₀ alkynyl group; C ₁ ~C ₂₀ alkoxy group; C ₆ ~C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~C ₂₀ alkoxycarbonyl group; or a combination thereof;

6-2) R' and R" can each form a ring with an adjacent group,

Formula (A)

Formula (B)

In the above formula (A) and formula (B),

6-3) * indicates a binding position,

6-4) X ₃ is O, S, SO ₂ or NR',

6-5) R' is hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

6-6) R ³ to R ⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

6-7) Each of R ³ to R ⁶ can form a ring with an adjacent group,

6-8) c to f are integers from 0 to 4 independently of each other,

7) X ² is a fluorenyl group; C ₆ ~ C ₃₀ aryl group; a C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; or a combination thereof;

8) A ¹ and A ² are independently of each other Formula (C) or Formula (D);

Formula (C)

Formula (D)

In the above formula (C) and formula (D),

8-1) * indicates a binding position,

8-2) R ⁷ to R ¹⁰ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

8-3) Y ¹ and Y ² are independently of formula (E) or formula (F);

Formula (E)

Formula (F)

8-3-1) * indicates a binding position,

8-3-2) R ¹¹ to R ¹⁵ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

8-3-3) L ¹ to L ³ are each independently a single bond; Fluorenylene group; C ₁ ~ C ₃₀ alkylene; C ₆ ~ C ₃₀ arylene; C ₂ ~ C ₃₀ heterocycle; C ₁ ~ C ₃₀ Alkoxyrene; or a combination thereof;

8-3-4) g and h are independently integers from 0 to 3; However, g + h = 3,

9) The ratio of formula (C) to formula (D) in the resin containing the repeating unit represented by formula (2) is 1:9 to 9:1,

10) The rings formed by combining R ¹ to R ¹⁵ , R', R", X ² and L ¹ to L ³ and neighboring groups are each deuterium; halogen; C ₁ to C ₃₀ alkyl group or C ₆ Silane group unsubstituted or substituted with a ~C ₃₀ aryl group; Siloxane group; Boron group; Germanium group; Cyano group; Amino group; Nitro group; C ₁ ~ C ₃₀ alkylthio group; C ₁ ~ C ₃₀ alkoxy group; C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ alkyl group; C ₂ ~ C ₃₀ alkenyl group; C ₂ ~ C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; deuterium-substituted C ₆ ~ C ₃₀ aryl group; Fluorenyl group; C ₂ ~ C ₃₀ heterocyclic group containing at least one hetero atom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ Aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; and combinations thereof may be further substituted with one or more substituents selected from the group consisting of, and adjacent substituents may form a ring. there is.

The weight average molecular weight of the dispersant including the structure represented by Formula (1) is preferably 3,000 to 30,000 g/mol.

It is preferable that the amine value of the dispersant containing the structure represented by the formula (1) is 30 to 150 mgKOH/g.

The pigment dispersion may include 1 to 30 parts by weight of a pigment based on 100 parts by weight of the pigment dispersion; 1 to 10 parts by weight of a dispersed binder resin; 1 to 10 parts by weight of a dispersant containing a structure represented by Formula (1); It is preferable to include; and 20 to 80 parts by weight of the solvent.

The pigment is preferably a pigment exhibiting one color selected from black, red, blue, green, yellow, purple, orange, and white.

It is preferable that the pigment particles in the photosensitive resin composition have an average particle size (D50) of 60 to 220 nm and a full width at half maximum of 70 to 180 nm.

The alkali-soluble resin preferably has a weight average molecular weight of 1,000 to 100,000 g/mol.

The total amount of the alkali-soluble resin is preferably 1 to 30% by weight based on the total amount of the resin composition.

The amount of the reactive unsaturated compound is preferably 1 to 50% by weight based on the total amount of the resin composition.

The photoinitiator is preferably 0.01 to 10% by weight based on the total amount of the resin composition.

The amount of the pigment dispersion is preferably 5 to 40% by weight based on the total amount of the resin composition.

As another embodiment, the present invention provides a pattern or film formed of the resin composition.

As another specific example, the present invention provides an organic light emitting display device including the pattern or film.

Preferably, the pattern or film is included in at least one of a flattening layer, an organic light emitting device layer, a sealing layer, a touch panel, and a color filter.

As another specific example, the present invention provides an electronic device including the display device and a control unit driving the display device.

The photosensitive resin composition comprising a dispersant and an alkali-soluble resin according to the present invention provides a pattern or film having high resolution and low outgas generation as well as stability in which generation of residue is suppressed, and the pattern or film is a pixel separator. , a color filter, a flat layer, and an organic light emitting display device applied to at least one of an insulating film of a touch panel.

1 conceptually illustrates a display device for implementing the present invention.
Figure 2 shows the evaluation criteria for evaluating the residue level using an optical microscope (ECLIPSE LV100POL Model, Nikon Co.).
3 is a representative representation of Formula (1) according to the present invention.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Some embodiments of the present invention are described in detail below with reference to exemplary drawings. In adding reference numerals to components of each drawing, the same components may have the same numerals as much as possible even if they are displayed on different drawings.

In describing the present invention, if it is determined that a detailed description of a related known configuration or function may obscure the gist of the present invention, the detailed description may be omitted. When "comprises", "has", "consists of", etc. mentioned in this specification is used, other parts may be added unless "only" is used. In the case where a component is expressed in the singular, it may include the case of including the plural unless otherwise explicitly stated.

In addition, in describing the components of the present invention, terms such as first, second, A, B, (a), and (b) may be used. These terms are only used to distinguish the component from other components, and the nature, sequence, order, or number of the corresponding component is not limited by the term.

In the description of the positional relationship of components, when it is described that two or more components are "connected", "coupled" or "connected", the two or more components are directly "connected", "coupled" or "connected". ", but it will be understood that two or more components and other components may be further "interposed" and "connected", "coupled" or "connected". Here, other components may be included in one or more of two or more components that are “connected”, “coupled” or “connected” to each other.

Also, when a component such as a layer, film, region, or plate is said to be “on” or “on” another component, this is not only when it is “directly on” the other component, but also when there is another component in between. It should be understood that the case may also be included. Conversely, when an element is said to be “directly on” another part, it should be understood that there is no intervening part.

In the description of the temporal flow relationship related to components, operation methods, production methods, etc., for example, "after", "continued to", "after", "before", etc. Alternatively, when a flow sequence relationship is described, it may also include non-continuous cases unless “immediately” or “directly” is used.

On the other hand, when a numerical value or its corresponding information for a component is mentioned, even if there is no separate explicit description, the numerical value or its corresponding information may occur due to various factors (eg, process factors, internal or external shocks, noise, etc.) It can be interpreted as including the possible error range.

The terms used in this specification and appended claims are as follows, unless otherwise stated, without departing from the spirit of the present invention.

As used in this application, the term "halo" or "halogen" includes fluorine (F), chlorine (Cl), bromine (Br), and iodine (I) unless otherwise specified.

As used herein, the term "alkyl" or "alkyl group", unless otherwise specified, has 1 to 60 carbon atoms connected by a single bond, and includes a straight-chain alkyl group, a branched-chain alkyl group, a cycloalkyl (alicyclic) group, an alkyl-substituted A radical of a saturated aliphatic functional group, including a cycloalkyl group, a cycloalkyl-substituted alkyl group.

As used herein, the term "haloalkyl group" or "halogenalkyl group" refers to a halogen-substituted alkyl group unless otherwise specified.

Unless otherwise specified, the term "alkenyl" or "alkynyl" used in this application has a double bond or triple bond, includes a straight or branched chain group, and has a carbon number of 2 to 60, but is limited thereto. it is not going to be

As used herein, the term "cycloalkyl" refers to, but is not limited to, a ring-forming alkyl having 3 to 60 carbon atoms, unless otherwise specified.

The term "alkoxy group" or "alkyloxy group" used in this application refers to an alkyl group to which an oxygen radical is bonded, and has 1 to 60 carbon atoms unless otherwise specified, but is not limited thereto.

As used in this application, the term "alkenoxyl group", "alkenoxy group", "alkenyloxyl group", or "alkenyloxy group" refers to an alkenyl group to which an oxygen radical is attached, and unless otherwise specified, 2 to 60 It has a carbon number of, but is not limited thereto.

The terms "aryl group" and "arylene group" used in this application have 6 to 60 carbon atoms, respectively, unless otherwise specified, but are not limited thereto. In the present application, the aryl group or arylene group includes a single ring type, a ring aggregate, and a conjugated multi-ring type compound. For example, the aryl group may include a phenyl group, a monovalent functional group of biphenyl, a monovalent functional group of naphthalene, a fluorenyl group, or a substituted fluorenyl group, and the arylene group may include a fluorenyl group or a substituted fluorenyl group. group may be included.

As used in this application, the term "ring assemblies" means that two or more ring systems (single or fused ring systems) are directly connected to each other through a single bond or a double bond, and the means that the number of direct links is one less than the total number of ring systems in the compound. In a ring assembly, identical or different ring systems may be directly linked to each other through single or double bonds.

Since the aryl group in the present application includes a ring assembly, the aryl group includes biphenyl and terphenyl in which benzene rings, which are single aromatic rings, are connected by a single bond. In addition, since the aryl group includes a compound in which an aromatic ring system conjugated with an aromatic ring system is connected by a single bond, for example, a compound in which a benzene ring conjugated with an aromatic ring system and fluorene conjugated aromatic ring system are connected by a single bond. do.

As used herein, the term "multiple fused ring system" refers to a fused ring system in which at least two atoms are shared, and includes a fused type of ring system of two or more hydrocarbons and at least one heteroatom. It includes a form in which at least one heterocyclic system is conjugated. These fused multiple ring systems may be aromatic rings, heteroaromatic rings, aliphatic rings, or combinations of these rings. For example, an aryl group may be a naphthalenyl group, a phenanthrenyl group, a fluorenyl group, etc., but is not limited thereto.

As used herein, the term "spiro compound" has a 'spiro union', which means a connection formed by two rings sharing only one atom. At this time, the atoms shared by the two rings are called 'spiro atoms', and according to the number of spiro atoms in a compound, they are called 'monospiro-', 'dispiro-', and 'trispiro-', respectively. ' It's called a compound.

As used in this application, the terms "fluorenyl group", "fluorenylene group", and "fluorentriyl group" are all hydrogen in the following structure, respectively, unless otherwise specified. Means a monovalent, divalent or trivalent functional group, "substituted fluorenyl group", "substituted fluorenyl group" or "substituted fluorentriyl group" refers to substituents R, R', R", R' It means that at least one of "is a substituent other than hydrogen, and includes the case where R and R' are bonded to each other to form a spyro compound together with the carbon to which they are bonded. In the present specification, a fluorenyl group, a fluorenylene group, and a fluorentriyl group may all be referred to as a fluorene group regardless of valency such as monovalent, divalent, or trivalent.

In addition, R, R', R" and R'" are each independently an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and It may be a heterocyclic group having 30 carbon atoms, for example, the aryl group may be phenyl, biphenyl, naphthalene, anthracene, or phenanthrene, and the heterocyclic group may be pyrrole, furan, thiophene, pyrazole, imidazole, triazole, pyridine, pyrimidine, pyridazine, pyrazine, triazine, indole, benzofuran, quinazoline or quinoxaline. For example, the substituted fluorenyl group and fluorenylene group are monovalent groups of 9,9-dimethylfluorene, 9,9-diphenylfluorene, and 9,9'-spirobi[9H-fluorene], respectively. It may be a functional group or a divalent functional group.

As used herein, the term "heterocyclic group" includes not only aromatic rings such as "heteroaryl group" or "heteroarylene group" but also non-aromatic rings, and unless otherwise specified, the carbon number each containing at least one hetero atom It means a ring of 2 to 60, but is not limited thereto. As used in this application, the term "heteroatom" refers to N, O, S, P, or Si, unless otherwise specified, and a heterocyclic group includes a heteroatom, a single ring, a ring aggregate, a fused multi-ring system, a spy means a compound, etc.

For example, “heterocyclic group” may also include a compound containing a heteroatom group such as SO ₂ , P=O, etc., as in the following compound instead of carbon forming a ring.

As used herein, the term “ring” includes monocyclic and polycyclic rings, includes hydrocarbon rings as well as heterocycles containing at least one heteroatom, and includes aromatic and non-aromatic rings.

As used herein, the term "polycyclic" includes ring assemblies such as biphenyls, terphenyls, etc., fused multiple ring systems, and spiro compounds, including aromatic as well as non-aromatic hydrocarbons. Rings include, of course, heterocycles that contain at least one heteroatom.

As used in this application, the term "alicyclic group" refers to cyclic hydrocarbons other than aromatic hydrocarbons, including monocyclics, ring aggregates, bonded multiple ring systems, spiro compounds, etc., unless otherwise specified, carbon atoms It means a ring of 3 to 60, but is not limited thereto. For example, even when benzene, which is an aromatic ring, and cyclohexane, which is a non-aromatic ring, are fused, it corresponds to an aliphatic ring.

Also, when the prefix is named consecutively, it means that the substituents are listed in the order listed first. For example, an arylalkoxy group means an alkoxy group substituted with an aryl group, an alkoxycarbonyl group means a carbonyl group substituted with an alkoxy group, and an arylcarbonylalkenyl group means an alkenyl group substituted with an arylcarbonyl group, where An arylcarbonyl group is a carbonyl group substituted with an aryl group.

In addition, unless explicitly stated otherwise, “substituted” in the term “substituted or unsubstituted” as used herein means deuterium, halogen, amino group, nitrile group, nitro group, C ₁ ~ C ₃₀ alkyl group, C ₁ ~ C ₃₀ alkoxy group, C ₁ ~C ₃₀ alkylamine group, C ₁ ~C ₃₀ alkylthiophene group, C ₆ ~C ₃₀ arylthiophene group, C ₂ ~C ₃₀ alkenyl group, C ₂ ~C ₃₀ alkynyl group, C ₃ ~ C ₃₀ cycloalkyl group, C ₆ ~ C ₃₀ aryl group, deuterium-substituted C ₆ ~ C ₃₀ aryl group, C ₈ ~ C ₃₀ arylalkenyl group, silane group, boron means substituted with one or more substituents selected from the group consisting of a C ₂ ~ C ₃₀ heterocyclic group containing at least one heteroatom selected from the group consisting of a group, a germanium group, and O, N, S, Si, and P. and is not limited to these substituents.

In this application, the 'functional group name' corresponding to an aryl group, an arylene group, a heterocyclic group, etc. exemplified as examples of each symbol and its substituent may be described as a 'name of a functional group reflecting a valence', but described as a 'parent compound name' You may. For example, in the case of 'phenanthrene', which is a kind of aryl group, the name of the group is divided into valences such as 'phenanthryl (group)' for the monovalent 'group' and 'phenanthrylene (group)' for the divalent group. It can be described, but it can also be described as 'phenanthrene', which is the name of the parent compound, regardless of the valency.

Similarly, in the case of pyrimidine, it is described as 'pyrimidine' regardless of the valence, or the 'group of the corresponding valence, such as pyrimidinyl (group) in the case of monovalent, pyrimidinylene (group) in the case of divalent It can also be written as 'the name of'. Therefore, in the present application, when the type of substituent is described as a parent compound name, it may mean an n-valent 'group' formed by elimination of a hydrogen atom bonded to a carbon atom and/or a heteroatom of the parent compound.

In addition, in the present specification, numbers or alphabets indicating positions may be omitted when describing compound names or substituent names. For example, pyrido[4,3-d]pyrimidine to pyridopyrimidine, benzofuro[2,3-d]pyrimidine to benzofuropyrimidine, 9,9-dimethyl-9H-flu Orenes can be described as dimethylfluorene and the like. Therefore, both benzo[g]quinoxaline and benzo[f]quinoxaline can be described as benzoquinoxaline.

In addition, unless explicitly stated otherwise, the chemical formula used in this application applies the same as the substituent definition by the exponent definition of the following formula.

Here, when a is an integer of 0, substituent R ¹ means that it does not exist, that is, when a is 0, it means that hydrogen is bonded to all carbons forming the benzene ring. It may be omitted and the chemical formula or compound may be described. In addition, when a is an integer of 1, one substituent R ¹ is bonded to any one of carbon atoms forming a benzene ring, and when a is an integer of 2 or 3, for example, it may be bonded as follows, and a is 4 to 6 Even if it is an integer of, it is bonded to the carbon of the benzene ring in a similar way, and when a is an integer of 2 or more, R ¹ may be the same as or different from each other.

Unless otherwise stated in this application, forming a ring means that adjacent groups bond to each other to form a single ring or multiple fused rings, and the single ring and formed fused multiple rings are hydrocarbon rings as well as at least one It includes heterocycles containing heteroatoms, and may include aromatic and non-aromatic rings.

In addition, unless otherwise specified in the present specification, when displaying a condensed ring, a number in 'number-condensed ring' indicates the number of condensed rings. For example, a form in which three rings are condensed with each other, such as anthracene, phenanthrene, and benzoquinazoline, can be expressed as a 3-condensed ring.

Meanwhile, the term "bridged bicyclic compound" used in this application refers to a compound in which two rings share three or more atoms to form a ring, unless otherwise specified. In this case, the shared atom may include carbon or a heteroatom.

In the present application, an organic electric element may mean a component (s) between an anode and a cathode, or an organic light emitting diode including an anode and a cathode, and a component (s) positioned therebetween.

Also, depending on circumstances, the display device in this application may mean an organic electric element, an organic light emitting diode and a panel including the same, or may mean an electronic device including a panel and a circuit. Here, for example, electronic devices include lighting devices, solar cells, portable or mobile terminals (eg, smart phones, tablets, PDAs, electronic dictionaries, PMPs, etc.), navigation terminals, game machines, various TVs, various computer monitors, and the like. It may include all, but is not limited thereto, and may be any type of device as long as it includes the above constituent(s).

Hereinafter, embodiments of the present invention will be described in detail. However, this is presented as an example, and the present invention is not limited thereby, and the present invention is only defined by the scope of the claims to be described later.

The photosensitive resin composition according to one embodiment of the present invention may include an alkali-soluble resin, a reactive unsaturated compound, a photoinitiator, a pigment dispersion, and a solvent.

Hereinafter, each component will be described in detail.

(1) Alkali-soluble resin

The photosensitive composition according to one embodiment of the present invention includes a resin including a repeating unit having a structure represented by Chemical Formula (2) below.

Formula (2)

In the above formula (2),

1) * indicates the part where the bond is connected as a repeating unit,

2) n is an integer from 2 to 200,000;

3) R ¹ and R ² are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; Or a C ₁ ~ C ₂₀ alkoxycarbonyl group,

4) R ¹ and R ² can form a ring with an adjacent group, respectively;

5) a and b are independently integers from 0 to 4,

6) X ¹ is a single bond, O, CO, SO ₂ , CR'R", SiR'R", the following formula (A) or formula (B),

6-1) R' and R" are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; C ₂ ~ C containing at least one hetero atom of O, N, S, Si and P; ₃₀ -membered heterocyclic group; C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ alkyl group; C ₂ ~ C ₂₀ alkenyl group; C ₂ ~ C ₂₀ alkynyl group; C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; or C ₁ ~ C ₂₀ alkoxycarbonyl group,

6-2) R' and R" can each form a ring with an adjacent group, and an example in which R' and R" combine to form a ring is as follows.

Formula (A)

Formula (B)

In the above formula (A) and formula (B),

6-3) * indicates a binding position,

6-4) X ₃ is O, S, SO ₂ or NR',

6-5) R' is hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; Or a C ₁ ~ C ₂₀ alkoxycarbonyl group,

6-6) R ³ to R ⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; a C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; Or a C ₁ ~ C ₂₀ alkoxycarbonyl group,

6-7) Each of R ³ to R ⁶ can form a ring with an adjacent group,

6-8) c to f are integers from 0 to 4 independently of each other,

7) X ² is a fluorenyl group; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; or a combination thereof;

8) A ¹ and A ² are each independently the following formula (C) or formula (D);

Formula (C)

Formula (D)

In the above formula (C) and formula (D),

8-1) * indicates a binding position,

8-2) R ⁷ to R ¹⁰ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; Or a C ₁ ~ C ₂₀ alkoxycarbonyl group,

8-3) Y ¹ and Y ² are independently of formula (E) or formula (F);

Formula (E)

Formula (F)

8-3-1) * indicates a binding position,

8-3-2) R ¹¹ to R ¹⁵ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; Or a C ₁ ~ C ₂₀ alkoxycarbonyl group,

8-3-3) L ¹ ~L ³ are each independently a single bond, a fluorenylene group, a C ₁ ~C ₃₀ alkylene, a C ₆ ~C ₃₀ arylene, a C ₂ ~C ₃₀ heterocyclic ring, or A C ₁ ~ C ₃₀ alkoxyrene,

8-3-4) g and h are independently integers from 0 to 3; However, g + h = 3,

9) The ratio of formula (C) to formula (D) in the resin containing the repeating unit represented by formula (2) is 1:9 to 9:1,

10) The rings formed by combining R ¹ to R ¹⁵ , R', R", X ² and L ¹ to L ³ and neighboring groups are each deuterium; halogen; C ₁ to C ₃₀ alkyl group or C ₆ Silane group unsubstituted or substituted with a ~C ₃₀ aryl group; Siloxane group; Boron group; Germanium group; Cyano group; Amino group; Nitro group; C ₁ ~ C ₃₀ alkylthio group; C ₁ ~ C ₃₀ alkoxy group; C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ alkyl group; C ₂ ~ C ₃₀ alkenyl group; C ₂ ~ C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; deuterium-substituted C ₆ ~ C ₃₀ aryl group; Fluorenyl group; C ₂ ~ C ₃₀ heterocyclic group containing at least one hetero atom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ Aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; and combinations thereof may be further substituted with one or more substituents selected from the group consisting of, and adjacent substituents may form a ring. there is.

When R ¹ to R ¹⁵ , R', R" and X ² are aryl groups, preferably C ₆ to C ₃₀ aryl groups, more preferably C ₆ to C ₁₈ aryl groups such as phenyl and biphenyl , naphthyl, terphenyl, and the like.

When R ¹ to R ¹⁵ , R', R" and X ² are heterocyclic groups, Preferably a C ₂ ~ C ₃₀ heterocyclic group, more preferably a C ₂ ~ C ₁₈ heterocyclic group, such as dibenzofuran, dibenzothiophene, naphthobenzothiophene, naphthobenzofuran, and the like. .

When R ¹ to R ¹⁵ , R', R" and X ² are fluorenyl groups, preferably 9,9-dimethyl-9H-fluorene, 9,9-diphenyl-9H-fluorenyl groups, 9,9'-spirobifluorene and the like.

When L ¹ to L ³ is an arylene group, preferably a C ₆ to C ₃₀ arylene group, more preferably a C ₆ to C ₁₈ arylene group, such as phenyl, biphenyl, naphthyl, terphenyl, etc. there is.

When R ¹ to R ¹⁵ , R′ and R″ are alkyl groups, they may preferably be C ₁ to C ₁₀ alkyl groups, such as methyl and t-butyl.

When R ¹ to R ¹⁵ , R' and R" are alkoxyl groups, preferably C ₁ to C ₂₀ alkoxyl groups, more preferably C ₁ to C ₁₀ alkoxyl groups such as methoxy, t-part It may be toxy, etc.

A ring formed by bonding adjacent groups of R ¹ to R ¹⁵ , R', R", X ² and L ¹ to L ³ to each other is a C ₆ to C ₆₀ aromatic ring group; a fluorenyl group; O, N, It may be a C ₂ ~ C ₆₀ heterocyclic group containing at least one heteroatom selected from S, Si and P; or a C ₃ ~ C ₆₀ aliphatic ring group, for example, by combining adjacent groups to form an aromatic ring. In this case, preferably a C ₆ ~ C ₂₀ aromatic ring, more preferably a C ₆ ~ C ₁₄ aromatic ring, such as benzene, naphthalene, phenanthrene, and the like may be formed.

The ratio of Formula (E) and Formula (F) in the polymer chain of the resin including the repeating unit represented by Formula (2) is preferably 2:0 to 1:1, most preferably 1.5:0.5. am. When the ratio of formula (F) is higher than that of formula (E), residue may be generated due to excessively increased adhesion, and the amount of outgas generation may also increase significantly, and the ratio of formula (E) to formula (F) is 1.5 When :0.5, the resolution of the pattern is the best and the amount of outgas can be satisfied.

The resin containing the repeating unit represented by Formula (2) may have a weight average molecular weight of 1,000 to 100,000 g/mol, preferably 1,000 to 50,000 g/mol, and more preferably 1,000 to 30,000 g/mol. . When the weight average molecular weight of the resin is within the above range, a pattern can be well formed without residue during the preparation of the pattern layer, there is no loss of film thickness during development, and a good pattern can be obtained.

The resin containing the repeating unit represented by Formula (2) may be included in an amount of 1 to 30% by weight, more preferably 3 to 20% by weight, based on the total amount of the photosensitive resin composition. When the resin is included within the above range, excellent sensitivity, developability and adhesiveness (adhesion) can be obtained.

The photosensitive resin composition may further include an acrylic resin in addition to the resin including the repeating unit represented by Formula (2). The acrylic resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and includes one or more acrylic repeating units.

The acrylic resin may be a copolymer of ethylenically unsaturated monomers including 2 to 10 types of acrylates and methacrylates, and may have a weight average molecular weight of 5,000 to 30,000 g/mol.

(2) reactive unsaturated compounds

The photosensitive resin composition according to one embodiment of the present invention includes a reactive unsaturated compound that can be crosslinked by a radical in an exposure step.

Since the reactive unsaturated compound has an ethylenically unsaturated double bond, sufficient polymerization occurs during exposure in the pattern forming process to form a pattern having excellent heat resistance, light resistance, and chemical resistance.

Specific examples of the reactive unsaturated compound include ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, and 1,6-hexanediol. Diacrylate, 1,6-hexanediol dimethacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, bisphenol A epoxy acrylate, ethylene glycol monomethyl ether acrylic rate, trimethylolpropane triacrylate, tripentaerythritol octaacrylate, and the like.

Examples of commercially available products of the above reactive unsaturated compounds are as follows.

Examples of the bifunctional ester of (meth)acrylic acid include Aronix M-210, M-240, and M-6200 from Toagosei Chemical Industry Co., Ltd.; Nippon Kayaku Co., Ltd.'s KAYARAD HDDA, HX-220, R-604, etc.; Examples include V-260, V-312, and V-335 HP manufactured by Osaka Yuki Kagaku Kogyo Co., Ltd.

Examples of the trifunctional ester of (meth)acrylic acid include Aronix M-309, M-400, M-405, M-450, M-7100, M-8030, M from Toagosei Chemical Industry Co., Ltd. -8060, etc.; Nippon Kayaku Co., Ltd.'s KAYARAD TMPTA, DPCA-20, DPCA-60, DPCA-120, etc.; Examples include V-295, V-300, and V-360 from Osaka Yuki Kayaku Kogyo Co., Ltd.

These products may be used alone or in combination of two or more.

The reactive unsaturated compound may be used after being treated with an acid anhydride to impart better developability. The reactive unsaturated compound may be included in an amount of 1 to 50% by weight, for example, 5 to 30% by weight based on the total amount of the photosensitive resin composition. When the reactive unsaturated compound is included within the above range, sufficient curing occurs during exposure in the pattern forming process, resulting in excellent reliability, excellent heat resistance, light resistance and chemical resistance of the pattern, and excellent resolution and adhesion.

(3) Photoinitiator

The photosensitive resin composition according to one embodiment of the present invention may include the following photoinitiator, and as the photoinitiator, an oxime ester-based compound may be used alone or in combination of two or more.

The photoinitiator that can be used in combination with the oxime ester-based compound is a photoinitiator used in the photosensitive resin composition, for example, an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, etc. can be used

Examples of the oxime-based compound include 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9- Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, 2-dimethylamino-2 -(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butane-1,2-dione 2-oxime -O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1-one oxime -O-acetate and 1-(4-phenylsulfanylphenyl)-butan-1-one oxime-O-acetate, 1-(4-methylsulfanyl-phenyl)-butan-1-one oxime-O-acetate, hydroxyimino-(4-methylsulfanyl-phenyl)-acetic acid ethyl ester-O-acetate, hydroxyimino-(4-methylsulfanyl-phenyl)-acetic acid ethyl ester-O-benzoate, and the like.

Examples of the acetophenone-based compound include 2,2'-diethoxy acetophenone, 2,2'-dibutoxy acetophenone, 2-hydroxy-2-methylpropiophenone, p-t-butyltrichloro acetophenone, p-t-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropane- 1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, etc. are mentioned.

Examples of the benzophenone-based compound include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4 '-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, and the like.

Examples of the thioxanthone-based compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diiso Propyl thioxanthone, 2-chlorothioxanthone, etc. are mentioned.

Examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyldimethylketal.

Examples of the triazine-based compound include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis(trichloromethyl)-s-triazine, 2-(3', 4'- Dimethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-triazine, 2-biphenyl 4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphtho1-yl)-4,6 -bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho1-yl)-4,6-s(trichloromethyl)-s-triazine, 2-4-trichloromethyl (piperonyl)-6-triazine, 2-4-trichloromethyl (4'-methoxystyryl)-6-triazine, and the like.

The photoinitiator may be a carbazole-based compound, a diketone compound, a sulfonium borate-based compound, a diazo-based compound, an imidazole-based compound, a biimidazole-based compound, or the like, in addition to the above compounds.

As the photoinitiator, a peroxide-based compound, an azobis-based compound, or the like may be used as a radical polymerization initiator.

Examples of the photoperoxide-based compound include ketone peroxides such as methyl ethyl ketone peroxide, methyl isobutyl ketone peroxide, cyclohexanone peroxide, methylcyclohexanone peroxide, and acetylacetone peroxide; diacyl peroxides such as isobutyryl peroxide, 2,4-dichlorobenzoyl peroxide, o-methylbenzoyl peroxide, and bis-3,5,5-trimethylhexanoyl peroxide; hydroperoxides such as 2,4,4-trimethylpentyl-2-hydroperoxide, diisopropylbenzene hydroperoxide, cumene hydroperoxide, and t-butyl hydroperoxide; Dicumyl peroxide, 2,5-dimethyl-2,5-di(t-butylperoxy)hexane, 1,3-bis(t-butyloxyisopropyl)benzene, t-butylperoxyvaleric acid n-butyl dialkyl peroxides such as esters; alkyl peresters such as 2,4,4-trimethylpentyl peroxyphenoxyacetate, α-cumyl peroxyneodecanoate, t-butyl peroxybenzoate, and di-t-butyl peroxytrimethyl adipate; Di-3-methoxy butyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, bis-4-t-butylcyclohexyl peroxydicarbonate, diisopropyl peroxydicarbonate, acetylcyclohexylsulfonyl peroxide, t -Percarbonates, such as a butyl peroxyaryl carbonate, etc. are mentioned.

Examples of the azobis-based compound include 1,1'-azobiscyclohexane-1-carbonitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2,-azobis( methylisobutyrate), 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), α, α'-azobis (isobutylnitrile) and 4,4'-azobis (4 -Cyanobalic acid) and the like.

The photoinitiator may be used together with a photosensitizer that causes a chemical reaction by absorbing light, becoming excited, and then transferring the energy thereto. Examples of the photosensitizer include tetraethylene glycol bis-3-mercapto propionate, pentaerythritol tetrakis-3-mercapto propionate, dipentaerythritol tetrakis-3-mercapto propionate, and the like. can be heard

The photoinitiator may be included in an amount of 0.01 to 10% by weight, for example, 0.1 to 5% by weight based on the total amount of the photosensitive resin composition. When the initiator is included within the above range, excellent reliability can be obtained due to sufficient curing during exposure in the pattern forming process, excellent heat resistance, light resistance and chemical resistance of the pattern, excellent resolution and adhesion, and due to the unreacted initiator A decrease in transmittance can be prevented.

(4) pigment dispersion

The photosensitive composition according to one embodiment of the present invention may include a pigment dispersion including a pigment, a dispersant, and a dispersion binder resin.

As the pigment, both organic pigments and inorganic pigments may be used.

The pigment includes a red pigment, a green pigment, a blue pigment, a yellow pigment, a black pigment, and the like.

The pigments may be used alone or in combination of two or more, but are not limited to these examples.

Examples of the red pigment include C.I. Red Pigment 254, C.I. Red Pigment 255, C.I. Red Pigment 264, C.I. Red Pigment 270, C.I. Red Pigment 272, C.I. Red Pigment 177, C.I. Red pigment 89 etc. are mentioned.

Examples of the green pigment include C.I. Green Pigment 36, C.I. and halogen-substituted copper phthalocyanine pigments such as Green Pigment 7 and the like.

Examples of the blue pigment include C.I. blue pigment 15:6, C.I. Blue Pigment 15, C.I. blue pigment 15:1, C.I. blue pigment 15:2, C.I. blue pigment 15:3, C.I. blue pigment 15:4, C.I. blue pigment 15:5, C.I. and copper phthalocyanine pigments such as blue pigment 16 and the like.

Examples of the yellow pigment include C.I. isoindoline-based pigments such as yellow pigment 139, C.I. quinophthalone pigments such as yellow pigment 138, C.I. nickel complex pigments such as Yellow Pigment 150 and the like; and the like.

Examples of the black pigment include benzofuranone black, lactam black, aniline black, perylene black, titanium black, and carbon black.

The pigment may be used after pretreatment with a water-soluble inorganic salt and a wetting agent. When the pigment is pretreated and used as described above, the primary particle size of the pigment can be refined. The pretreatment may be performed by kneading the pigment with a water-soluble inorganic salt and a wetting agent, and filtering and washing the pigment obtained in the kneading step. The kneading may be performed at a temperature of 40° C. to 100° C., and the filtration and washing may be performed by washing the inorganic salt with water and then filtering.

Examples of the water-soluble inorganic salt include, but are not limited to, sodium chloride and potassium chloride.

The wetting agent serves as a medium in which the pigment and the water-soluble inorganic salt are uniformly mixed and the pigment can be easily pulverized, examples of which include ethylene glycol monoethyl ether, propylene glycol monomethyl ether, and diethylene glycol monomethyl ether. alkylene glycol monoalkyl ethers; and alcohols such as ethanol, isopropanol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol, polyethylene glycol, glycerin and polyethylene glycol, and the like, and these may be used alone or in combination of two or more.

The pigment subjected to the kneading step may have an average particle diameter of 20 nm to 110 nm. When the average particle diameter of the pigment is within the above range, it is possible to effectively form a fine pattern while having excellent heat resistance and light resistance.

The pigment that has undergone the kneading step may be introduced to the surface of the pigment through acid treatment to bind the dispersant.

The dispersant interacts with the pigment and the dispersion binder in the pigment dispersion solution to serve to connect the pigment and the dispersion binder resin, and maintains stable dispersion of the pigment.

The dispersant is preferably a nonionic dispersant, and when a composition pattern including the nonionic dispersant is formed in contact with an electrode of an organic light emitting display device, defects of the electrode can be suppressed. In addition, in the case of the nonionic dispersant, there is an advantage in that the stability of the pattern is excellent because the outgassing amount is small.

It is preferable that the said dispersing agent is a dispersing agent containing the structure represented by the following formula (1).

Formula (1)

In the above formula (1),

1) Ar ²¹ is a C ₃ ~ C ₃₀ aliphatic ring group; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; or a combination thereof;

2) R ²¹ is a C ₅ ~ C ₂₀ ethylene glycol chain group;

3) R ²² and R ²³ are each independently hydrogen; heavy hydrogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

4) R ²⁴ to R ²⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;

5) L ²¹ , L ²⁴ and L ²⁵ may each independently be a single bond; Fluorenylene group; C ₁ ~ C ₃₀ alkylene; C ₆ ~ C ₃₀ arylene; C ₂ ~ C ₃₀ heterocycle; C ₁ ~ C ₃₀ Alkoxyrene; or a combination thereof;

6) d is an integer of 1 or 2;

7) With respect to 100 mol% of all repeating units included in the compound represented by Formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%,

8) Each of Ar ²¹ , R ²¹ to R ²⁶ , L ²¹ , L ²⁴ and L ²⁵ is deuterium; halogen; A silane group unsubstituted or substituted with a C ₁ ~ C ₃₀ alkyl group or a C ₆ ~ C ₃₀ aryl group; Siloxane group; boron group; Germanium group; cyano group; amino group; nitro group; C ₁ ~ C ₃₀ Alkylthio group; C ₁ ~ C ₃₀ alkoxy group; A C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ Alkyl group; A C ₂ ~C ₃₀ alkenyl group; A C ₂ ~C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; C ₆ ~ C ₃₀ aryl group substituted with deuterium; fluorenyl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; And it may be further substituted with one or more substituents selected from the group consisting of combinations thereof, and adjacent substituents may form a ring.

The dispersant represented by the above formula (1) is preferably represented by the following formula (3) or formula (4), more preferably formula (4).

The dispersant of the present invention containing a diamine side chain is preferable because it can more effectively finely disperse the pigment by forming a strong ð-orbital stacking or hydrogen bond with the acid group of the dispersion binder resin and the acid group of the acid-treated pigment.

Formula (3)

Formula (4)

In the above formula (3) and formula (4),

1) Ar ²¹ , R ²¹ to R ²⁶ , L ²¹ , L ²⁴ , L ²⁵ and a to c are the same as defined in Formula (1) above;

2) R ²⁷ and R ²⁸ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof.

Also, in the compound represented by Formula (1), the amine side chain preferably includes a urea moiety linking group. When the amine side chain of the dispersant having the structure represented by Formula (1) includes a urea moiety, the dispersibility of the pigment is improved due to the structural characteristics of the urea moiety. In addition, the group connected by the urea moiety does not break during the post-heat treatment process, and accordingly, less outgas is generated, thereby increasing the stability of the pattern.

It is preferable that a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%, based on 100 mol% of all repeating units included in the compound represented by Formula (1). . When the a, b, and c are included in the above ratio, it is preferable because it exhibits high developability and heat resistance, a small amount of outgas, and can effectively disperse the pigment.

In Formula (1), Ar ²¹ is preferably a phenyl group, and 40 to 60 mol% of repeating units containing a phenyl group with respect to 100 mol% of all repeating units included in the compound represented by Formula (1) In this case, high heat resistance and Tg can be secured, and the low Tg can prevent the pigment dispersion from exhibiting sticky properties like an adhesive.

In Formula (1), R ²¹ is preferably an ethylene glycol chain group, and the ethylene glycol chain group means a chain-like substituent extending from an ethylene glycol moiety. An ethylene glycol chain group having less than 5 carbon atoms has a problem of deterioration in developability, and an ethylene glycol chain group having more than 20 carbon atoms is vulnerable to outgas generation, so an ethylene glycol chain group having 5 to 20 carbon atoms is more preferable.

In Formula (1), the repeating unit containing a urea moiety and an amine group can increase pigment dispersibility as the content increases, but the heat resistance decreases due to the low Tg and the amount of outgas generated in the post-heat treatment process increases. there is. Therefore, in the case of the repeating unit including the urea moiety and the amine group, as described above, it is preferably included in an amount of 20 to 40 mol% based on 100 mol% of the total repeating unit included in the compound represented by Formula (1) do.

It is preferable that the amine value of the dispersant containing the structure represented by the formula (1) is 30 to 150 mgKOH/g.

The dispersant of the present invention represented by the formula (1) can effectively disperse the pigment in the range of 90 nm to 110 nm in average particle size (D50), and is very preferable because the amount of outgas generated compared to the amount of the dispersant used is small. In addition, the dispersant of the present invention represented by the formula (1) is strongly bonded to the acid group of the dispersing binder and developed together with the dispersing binder resin in the development process, and has the advantage of being able to implement a pattern with high resolution due to less residue generation than conventional dispersants. there is.

The dispersing binder resin connected to the pigment through the dispersing agent causes a steric hindrance effect between the pigment particles and allows the pigment particles to be dispersed at regular intervals. An acrylic resin containing a carboxyl group may be used as the dispersion binder resin, which is preferable because it can improve the stability of the pigment dispersion and also improve the developability and resolution of the pattern.

The pigment dispersion may further include a pigment, a binder resin, and a solvent in addition to the dispersant having the structure represented by Formula (1), and 1 to 30 parts by weight of a pigment based on 100 parts by weight of the pigment dispersion; 1 to 10 parts by weight of a dispersed binder resin; 1 to 10 parts by weight of a dispersant containing a structure represented by Formula (1); It is preferable to include; 20 to 80 parts by weight of the solvent.

The pigment dispersion may be included in an amount of 5 to 40% by weight, more specifically 8 to 30% by weight, based on the total amount of the photosensitive resin composition. When the pigment dispersion is included within the above range, the curability and adhesion of the pattern are excellent, and the color according to the purpose can be sufficiently expressed.

The average particle size range (D50) of the pigment particles in the photosensitive resin composition is 80 nm to 220 nm, preferably 90 nm to 110 nm. When the average particle size of the pigment particles in the photosensitive resin composition is in the range of 90 nm to 110 nm, the resolution of the pattern is excellent and the generation of residue is preferably suppressed.

The half width of the pigment particle represents the width of n/2 points from the highest point (n) of the particle size distribution graph, and the smaller the value, the more even the pigment size, and is advantageous for pattern formation. The full width at half maximum ranges from 70 nm to 170 nm, preferably from 75 nm to 95 nm.

(5) Solvent

As the solvent, materials having compatibility with the alkali-soluble resin, the reactive unsaturated compound, the pigment, and the initiator but not reacting may be used.

Examples of the solvent include alcohols such as methanol and ethanol; ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether, and tetrahydrofuran; glycol ethers such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether; Cellosolve acetates, such as methyl cellosolve acetate, ethyl cellosolve acetate, and diethyl cellosolve acetate; carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and diethylene glycol diethyl ether; propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate; Aromatic hydrocarbons, such as toluene and xylene; Ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, and 2-heptanone ; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate and isobutyl acetate; lactic acid esters such as methyl lactate and ethyl lactate; oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate; Alkoxy acetic acid alkyl esters, such as methoxy methyl acetate, methoxy ethyl acetate, methoxy butyl acetate, ethoxy methyl acetate, and ethoxy ethyl acetate; 3-oxy propionic acid alkyl esters such as 3-oxy methyl propionate and 3-oxy ethyl propionate; 3-alkoxy propionic acid alkyl esters such as 3-methoxy methyl propionate, 3-methoxy ethyl propionate, 3-ethoxy ethyl propionate, and 3-ethoxy methyl propionate; 2-oxypropionic acid alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, and propyl 2-oxypropionate; 2-alkoxy propionic acid alkyl esters such as 2-methoxy methyl propionate, 2-methoxy ethyl propionate, 2-ethoxy ethyl propionate, and 2-ethoxy methyl propionate; 2-oxy-2-methyl propionic acid esters such as 2-oxy-2-methyl methyl propionate, 2-oxy-2-methyl ethyl propionate, 2-methoxy-2-methyl methyl propionate, 2-ethoxy-2- monooxy monocarboxylic acid alkyl esters of 2-alkoxy-2-methyl alkyl propionate such as methyl ethyl propionate; esters such as 2-hydroxy ethyl propionate, 2-hydroxy-2-methyl ethyl propionate, hydroxy ethyl acetate, and 2-hydroxy-3-methyl methyl butanoate; and ketonic acid esters such as ethyl pyruvate.

Also, N-methylformamide, N,N-dimethylformamide, N-methylformanilad, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethylsulfoxide, benzylethyl Ether, dihexyl ether, acetnylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-buty High boiling point solvents such as rolactone, ethylene carbonate, propylene carbonate, and phenyl cellosolve acetate may also be used.

Considering compatibility and reactivity among the solvents, glycol ethers such as ethylene glycol monoethyl ether; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; esters such as 2-hydroxy ethyl propionate; carbitols such as diethylene glycol monomethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate may be preferably used.

The solvent may be included in the remaining amount with respect to the total amount of the photosensitive resin composition, and specifically, may be included in 50 to 90% by weight. When the solvent is included within the above range, the photosensitive resin composition has an appropriate viscosity, and thus processability in manufacturing the pattern layer is excellent.

Another embodiment of the present invention may provide an organic light emitting display device.

Hereinafter, referring to FIG. 1, an organic light emitting display device according to an embodiment of the present invention includes a substrate 1, a TFT layer 2 on the substrate, a flat layer 3 on the TFT layer, An organic light emitting device layer on the flattening layer, a sealing layer 8 disposed on the organic light emitting device layer, a touch panel 9 disposed on the sealing layer, and a color filter disposed on the touch panel, wherein the At least one of the flattening layer, the organic light emitting element layer, the sealing layer, the touch panel, and the color filter is an organic light emitting display device characterized in that it includes a pattern or film formed of the photosensitive resin composition of the present invention.

The pattern or film is formed of a photosensitive composition containing, as an essential component, a pigment dispersion containing a resin containing a repeating unit represented by Chemical Formula (2) as a main component and a dispersant represented by a structure represented by Chemical Formula (1).

The substrate 1 may be a flexible substrate. The substrate is polyimide (PI; polyimide), polyethylene terephthalate (PET; polyethylene naphtalate), polyethylene naphtalate (PEN), polycarbonate (PC; polycarbonate), polyarylate (PAR; polyarylate), polyetherimide (PEI; polyetherimide), polyether sulfone (PES; polyethersulphone), etc. can be made of plastics with excellent heat resistance and durability.

However, the present invention is not limited thereto, and various flexible materials such as metal foil or thin glass may be used. Meanwhile, the substrate may be a rigid substrate, and in this case, the substrate may be made of a glass material containing SiO ₂ as a main component.

In the case of a bottom emission type in which an image is implemented in a direction of the substrate, the substrate must be formed of a transparent material. However, in the case of a top emission type in which an image is implemented in a direction opposite to that of the substrate, the substrate does not necessarily need to be formed of a transparent material. In this case, the substrate may be formed of metal. When the substrate is formed of metal, the substrate may include at least one selected from the group consisting of carbon, iron, chromium, manganese, nickel, titanium, molybdenum, and stainless steel (SUS), but is not limited thereto.

A TFT layer 2 may be disposed on the substrate. The term TFT layer referred to in this specification collectively refers to a thin film transistor (TFT) array for driving an organic light emitting device, and refers to a driving part for displaying an image. In FIG. 1, only an organic light emitting element and a driving thin film transistor for driving the organic light emitting element are shown, which is only for convenience of explanation, and the present invention is not limited to what is shown, and a plurality of thin film transistors, storage capacitors, and various wirings. It is obvious to those skilled in the art that may be further included.

The TFT layer may be covered and protected with a planarization layer (3). The planarization layer may include an inorganic insulating layer and/or an organic insulating layer. Examples of inorganic insulating films that can be used for the planarization layer include silicon oxide (SiO ₂ ), silicon nitride (SiN _x ), silicon oxynitride (SiON), aluminum oxide (Al ₂ O ₃ ), titanium oxide (TiO ₂ ), tantalum It may include oxide (Ta ₂ O ₅ ), hafnium oxide (HfO ₂ ), zirconium oxide (ZrO ₂ ), barium strontium titanate (BST), lead zirconate-titanate (PZT), and the like.

In addition, examples of organic insulating films that can be used for the flattening layer include general purpose polymers (PMMA, PS), polymer derivatives having phenolic groups, acrylic polymers, imide polymers, arylether polymers, amide polymers, fluorine polymers, p -Can include xylene-based polymers, vinyl alcohol-based polymers, and blends thereof.

Meanwhile, the planarization layer may have a composite stack structure of an inorganic insulating film and an organic insulating film. Also, the flattening layer may include the photosensitive composition of the present invention. Details of the photosensitive composition of the present invention are the same as those according to one embodiment of the present invention, and thus will be omitted.

When a flattening layer is formed with the photosensitive composition of the present invention, due to the nonionic dispersant included in the pigment dispersion in the photosensitive composition of the present invention, the amount of outgas generated is significantly reduced compared to the conventional flattening layer forming composition, resulting in stability of the flattening layer pattern. It is preferable because it has the effect of improving this, and it has the effect of preventing defects occurring in the electrodes in contact with the flattening layer.

An organic light emitting diode layer may be formed on the planarization layer. The organic light emitting device layer may include a pixel electrode 4 formed on a flat layer, a counter electrode 7 disposed to face the pixel electrode 4, and an organic material layer 6 interposed therebetween. When a voltage is applied between the pixel electrode and the opposite electrode, the organic material layer may emit light. The organic material layer may emit red light, green light, blue light, or white light. The organic light emitting diode display may further include blue, green, and red color filters to express a color image when the organic layer emits white light or to increase color purity and light efficiency when the organic layer emits red, green, or blue light. there is.

The organic light emitting display device may be classified into a bottom emission type, a top emission type, and a dual emission type according to an emission direction. In a bottom emission type organic light emitting display device, a pixel electrode is provided as a light-transmitting electrode and a counter electrode is provided as a reflective electrode. In a top emission type organic light emitting display device, a pixel electrode is provided as a reflective electrode and a counter electrode is provided as a transflective electrode. In the present invention, a top emission type in which an organic light emitting element emits light in a direction of an encapsulation layer will be described as a standard.

The pixel electrode may be a reflective electrode. The pixel electrode may include a stacked structure of a reflective layer and a transparent or translucent electrode layer having a high work function. The reflective layer may include Ag, Mg, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, or an alloy thereof. The transparent or translucent electrode layer may be indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium oxide (In ₂ O ₃ ; indium oxide), or indium gallium. It may include at least one material selected from transparent conductive oxide materials such as indium gallium oxide (IGO) and aluminum zinc oxide (AZO).

The pixel electrode may be patterned and formed in an island shape corresponding to each pixel.

Also, the pixel electrode may function as an anode electrode.

Meanwhile, a pixel defining layer 5 may be disposed on the pixel electrode and may include a predetermined opening covering an edge of the pixel electrode and exposing a central portion of the pixel electrode. An organic material layer including an organic emission layer emitting light may be disposed on the area defined by the opening. A region where the organic material layer is disposed may be defined as a light emitting region.

Meanwhile, when the light emitting region is formed in the opening of the pixel defining layer, a region protruding by the pixel defining layer is disposed between the light emitting regions, and since an organic light emitting layer is not formed in the protruding region, it may be defined as a non-emitting region. there is. The pixel defining layer may include the photosensitive composition of the present invention. Details of the photosensitive composition of the present invention are the same as those according to one embodiment of the present invention, and thus will be omitted.

When the pixel defining layer is formed using the photosensitive composition of the present invention, the resolution of the pixel defining layer pattern is improved and outgassing is reduced.

In addition, the photosensitive composition of the present invention may include a black pigment dispersion, and when a pixel defining layer is formed with the photosensitive composition of the present invention including the black pigment dispersion, the visibility of the organic light emitting display device is improved by absorbing light incident from the outside. has the effect of

The counter electrode may be formed of a transmissive electrode. The counter electrode may be a semi-permeable film formed of a thin metal such as Li, Ca, LiF/Ca, LiF/Al, Al, Mg, or Ag having a low work function. In order to compensate for the high resistance of the thin metal semi-transmissive layer, a transparent conductive layer made of a transparent conductive oxide may be stacked on the metal semi-transmissive layer.

The counter electrode may be formed over the entire surface of the substrate in the form of a common electrode.

Also, such a counter electrode may function as a cathode electrode.

Polarities of the pixel electrode and the opposite electrode may be opposite to each other.

The organic material layer includes an organic light emitting layer that emits light, and the organic light emitting layer may use a low molecular weight organic material or a high molecular weight organic material. When the organic light emitting layer is a low molecular weight organic layer formed of a low molecular weight organic material, a hole transport layer (HTL) and a hole injection layer (HIL) are disposed in the direction of the pixel electrode centering on the organic light emitting layer, and the opposite electrode An electron transport layer (ETL) and an electron injection layer (EIL) may be disposed in the direction of .

Of course, other functional layers may be laminated in addition to these hole injection layers, hole transport layers, electron transport layers, and electron injection layers.

A sealing layer 8 may be disposed on the organic light emitting diode layer to cover the organic light emitting diode layer. The organic light emitting element included in the organic light emitting element layer is composed of organic materials and can be easily deteriorated by external moisture or oxygen. Therefore, in order to protect the organic light emitting element, the organic light emitting element layer must be sealed. The sealing layer is a means for sealing the organic light emitting device layer and may have a structure in which a plurality of inorganic layers and a plurality of organic layers are alternately stacked.

In the organic light emitting display device of the present embodiment, it is preferable that the sealing layer is formed of a thin film in which a plurality of inorganic films and a plurality of organic films are alternately stacked instead of a sealing substrate. By using the thin film as a sealing means, the organic light emitting display device It is possible to easily implement flexibility and thinning of.

The sealing layer may include a plurality of inorganic layers and a plurality of organic layers. Inorganic layers and organic layers may be alternately stacked with each other.

The inorganic layers may be formed of metal oxide, metal nitride, metal carbide, or a combination thereof. For example, the inorganic layers may be made of aluminum oxide, silicon oxide or silicon nitride. According to another example, the inorganic layers may include a stacked structure of a plurality of inorganic insulating layers. The inorganic layers may perform a function of suppressing penetration of external moisture and/or oxygen into the organic light emitting device layer.

The organic layers may be polymeric organic compounds. For example, organic layers may include any one of epoxy, acrylate, or urethane acrylate. The organic layers may perform a function of relieving internal stress of the inorganic layers or compensating for and planarizing defects of the inorganic layers.

The stacking order of the inorganic layers and organic layers constituting the sealing layer is not limited, and an organic layer or an inorganic layer may be stacked on the organic light emitting device layer, and an uppermost layer of the sealing layer may also be an organic layer or an inorganic layer.

A touch panel 9 may be formed on the sealing layer. The touch panel may include a first touch electrode formed on the sealing layer, a second touch electrode disposed to face the first touch electrode, and an insulating layer interposed therebetween.

The first touch electrode and the second touch electrode may be formed in a lattice pattern or a specific pattern. The first touch electrode may be formed in contact with an upper portion of the sealing layer, and an inorganic layer may be further provided between the sealing layer and the first touch electrode.

The first touch electrode and the second touch electrode may be formed of ITO or metal mesh, and are preferably formed of metal mesh.

The metal mesh is an electrode manufactured by printing an opaque metal (copper, silver, gold, aluminum, etc.) in the form of a lattice with a thickness of 1 to 7 μm. Since a metal with high conductivity is used, the resistance value is very low, resulting in a touch response speed. It has the advantages of being fast, easy to implement on a large screen, and cheaper than ITO film. In addition, the metal mesh electrode has excellent durability against repeated bending compared to the ITO electrode, so it is suitable for use as a touch panel electrode for a foldable display.

It is preferable that the touch panel is a capacitive type touch panel that recognizes a portion where the amount of current is changed using capacitance of a person's body when a user touches it, calculates the size, and detects the location.

The organic light emitting display device of the present invention is not limited to what is shown, and converts an analog signal transmitted from a touch panel into a digital signal and controls a coordinate value necessary to determine the coordinates of a touch area. It is obvious to those skilled in the art that a flexible printed circuit board (FPCB) on which conductive and signal line patterns are formed to transmit various signals to electronic components, other various electronic components, and various wires may be further included.

A color filter may be formed on the touch panel. The color filter is located on the touch panel, and a color part 10 aligned vertically with the light emitting area of the organic light emitting device layer and a color separating part vertically aligned with the non-light emitting area and separating the colored part ( 11) may be included.

The photosensitive composition of the present invention is included in the color part and narrows the wavelength range of light emitted from the light emitting region, thereby improving the color purity of the organic light emitting display device.

In addition, the photosensitive composition of the present invention is included in the color separation unit to absorb and block external light incident on the organic light emitting display device, thereby improving outdoor visibility.

The photosensitive composition of the present invention may include a red pigment or a red dye to form a red color portion aligned in a vertical direction with a red light emitting region. The photosensitive composition of the present invention may include a green pigment or a green dye to form a green color portion aligned in a vertical direction with a green light emitting region. The photosensitive composition of the present invention may include a blue pigment or blue dye to form a blue color portion aligned in a vertical direction with a blue light emitting region. The photosensitive composition of the present invention may include a black pigment or a black dye to form a color separation part vertically aligned with the pixel defining layer.

When the color part or the color separation part of the color filter is formed using the photosensitive composition of the present invention, it has a low outgassing amount and can form a fine-sized pattern, so that a color filter with high resolution can be manufactured.

The position of each layer in the structure of the above-described organic light emitting display device is not limited, and it is obvious to those skilled in the art that several functional layers having specific purposes and functions may be additionally disposed between each layer. However, the organic light emitting display device of the present invention is not limited to the above-described structure and drawings.

Hereinafter, synthesis examples and examples according to the present invention will be described in detail, but the synthesis examples and examples of the present invention are not limited thereto.

Synthesis Example 1 (Synthesis of Binder Resin)

Synthesis Example 1-1

(Preparation of compound 1-1)

80 g (0.228 mol, Sigma aldrich) of 9,9'-bisphenol fluorene, 42.67 g (0.461 mol, Sigma aldrich) of glycidyl chloride and 191 g (1.38 mol) of anhydrous potassium carbonate were mixed with 600 ml of dimethylformamide in a distillation column. Into a 1500ml 3-necked round-bottom flask, the temperature was raised to 80 ° C, reacted for 4 hours, the temperature was lowered to 25 ° C, the reaction solution was filtered, and the filtrate was added dropwise to 1000 ml of water while stirring, followed by precipitation. The resulting powder was filtered, washed with water, and dried at 40° C. under reduced pressure to obtain 100 g (216 mmol) of compound 1-1. The obtained powder showed a purity of 98% as a result of purity analysis by HPLC.

compound 1-1

Synthesis Example 1-2

(Preparation of monomer 1-1 to monomer 1-3)

25 g (54 mmol) of compound 1-1 obtained in Synthesis Example 1-1, 7.9 g of acrylic acid (0.11 mol, Daejung Chemical Co.), 0.03 g of benzyltriethylammonium chloride (0.16 mmol, Daejeong Chemical Co.) and 0.01 g of hydroquinone (0.05mmol, Daejung Chemical Co.) was put into a 300ml 3-necked round bottom flask equipped with a distillation tube along with 52g of toluene (Sigma Aldrich Co.), and stirred at 110° C. for 6 hours. After the reaction was completed, toluene was removed by distillation under reduced pressure to obtain a product. After filling 500g of silica gel 60 (230~400 mesh, Merck) in a glass column with a diameter of 220mm, 20g of the product was filled, and separation was performed using 10L of a solvent mixed with hexane and ethyl acetate at a volume ratio of 4:1 Monomers 1-1 to 1-3 were separated.

Monomer 1-1

Monomer 1-2

Monomers 1-3

Synthesis Example 1-3 to Synthesis Example 1-9

(Preparation of Polymers 1-1 to 1-7)

Monomer 1-1, Monomer 1-2, and Monomer 1-3 obtained in Synthesis Example 1-2 were put into a 50ml 3-necked round bottom flask equipped with a distillation tube, respectively, so that the total amount was 5 g (8.2 mmol), as shown in Table 1 below. , Benzyltriethyl ammonium chloride 0.005g (0.03mmol, Daejeong Chemical Co.), hydroquinone 0.001g (0.01mmol, Daejeong Chemical Co.) and propylene glycol methyl ether acetate 14g (Sigma Aldrich Co.) Into the flask, 1.21 g (4 mmol, Mitsubishi Gas Co.) of biphenyltetracarboxylic dianhydride and 0.38 g (2 mmol, Sigma Aldrich Co.) of tetrahydrophthalic acid were added, followed by stirring at 110° C. for 6 hours. After completion of the reaction, the reaction solution was recovered to obtain polymers 1-1 to 1-7 in which the repeating units of the monomers 1-1, 1-2 and 1-3 were mixed in the form of a solution with a solid content of 45%. The synthesized polymers were analyzed for molecular weight using gel permeation chromatography (Agilent Co.).

Synthesis Example 1-3
(Polymer 1-1) Synthesis Example 1-4
(Polymer 1-2) Synthesis Example 1-5
(Polymer 1-3) Synthesis Example 1-6
(Polymer 1-4) Synthesis Example 1-7
(Polymer 1-5) Synthesis Example 1-8
(Polymer 1-6) Synthesis Example 1-9
(Polymer 1-7) Monomer 1-1 3g
(4.95 mmol) 1 g
(1.65 mmol) 1 g
(1.65 mmol) 4.25g
(7.01 mmol) 0.25g
(0.41 mmol) 5g
(8.24 mmol) 0g Monomer 1-2 1 g
(1.65 mmol) 3g
(4.95 mmol) 1 g
(1.65 mmol) 0.25g
(0.41 mmol) 4.25g
(7.01 mmol) 0g 5g
(8.24 mmol) Monomers 1-3 1 g
(1.65 mmol) 1 g
(1.65 mmol) 3g
(4.95 mmol) 0.5 g
(0.83 mmol) 0.5 g
(0.83 mmol) 0g 0g weight average
Molecular Weight 4,800 g/mol 4,200 g/mol 4,600 g/mol 4,400 g/mol 4,100 g/mol 5,200 g/mol 3,300 g/mol

Synthesis Example 1-10

(Preparation of compound 2-1)

Dissolve 20g (0.147mol, Gelest Co.) and 17.51g (0.147mol, Aldrich Co.) of trichloro silane in 200ml ethyl acetate in a three-necked round-bottom flask equipped with a distillation tube connected with cooling water, Platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution 0.02g (2wt% in xylene, Aldrich Co.) was added, nitrogen was added, and the temperature was raised to 75℃ and reacted for 5 hours. , the solution is filtered through a 0.1 μm Teflon membrane to remove the platinum catalyst.

Thereafter, 15.6 g (0.487 mol) of methanol was added dropwise at room temperature for 30 minutes, then the temperature was raised to 50° C. and further reacted for 2 hours, and the reaction solution was distilled under reduced pressure to remove the solvent.

6-Chlorohexyltrimethoxysilane 24g (0.1mol) and sodium methoxide 8g (0.15mol, Aldrich Co.), hydrogen sulfide THF solution (0.8M concentration) 187ml (0.15mol) and methanol 100ml were put in an autoclave and kept at 100℃ for 2 hours. while the reaction proceeds. After cooling the reaction solution, 100 ml of hydrogen chloride in methanol (concentration of 1.25M) was added dropwise at room temperature for 30 minutes, and the resulting salt was removed by filtration, followed by distillation under reduced pressure to obtain 23 g of compound 2-1.

compound 2-1

Synthesis Example 1-11

(Preparation of compound 2-2)

In Synthesis Example 1-10, the same procedure was performed except that 23.7 g (0.147 mol, AK Scientific) of 9-Chloro-1-nonene was used instead of 6-chloro-1-hexene.

compound 2-2

Synthesis Example 1-12

(Preparation of compound 2-3)

In Synthesis Example 1-10, the same procedure was performed except that 30 g (0.147 mol, Atomax Chemicals) of 12-Chloro-1-dodecene was used instead of 6-chloro-1-hexene.

compound 2-3

Synthesis Example 1-13

(Preparation of compounds 2-4)

In Synthesis Example 1-10, the same procedure was performed except that 22.4 g of ethanol (0.487 mol, Aldrich Co.) was used instead of the methanol introduced after removing the platinum.

Compounds 2-4

Synthesis Example 1-14

(preparation of compound 2-5)

In Synthesis Example 1-10, the same procedure was performed except that 36 g (0.487 mol, Aldrich Co.) of 1-butanol was used instead of the methanol introduced after removing the platinum.

Compounds 2-5

Synthesis Example 1-15

(Preparation of compounds 2-6)

In Synthesis Example 1-10, the same procedure was performed except that 18 g (0.147 mol) of dichloromethylsilane was used instead of trichlorosilane.

compound 2-6

Synthesis Example 1-16

(Manufacture of Binder 1-1)

To 360 g of the solution of Polymer 1-1 prepared in Synthesis Example 1-3, add 6.36 g (34 mmol, Shinetsu Co.) of KBM 803 (3-(Trimethoxysilyl)-1-propanethiol) as in Compound 2-7 below, and raise the temperature to 60 ° C. After that, the mixture was stirred for 4 hours to obtain a cardo-based binder resin binder 1-1 having a silane group substituted as in Compound 2-7.

Binder 1-1 (Compound 2-7)

Synthesis Example 1-17 to Synthesis Example 1-22

(Preparation of Binder 1-2 to Binder 1-7)

In Synthesis Example 1-16, the silane group was substituted in the same manner as in Synthesis Example 1-16, except that Polymer 1-2 to Polymer 1-7 described in Table 2 were used instead of the solution of Polymer 1-1. Cardo-based binder resin Binder 1-2 to Binder 1-7 were prepared.

Synthesis Example 1-16
(Binder 1-1) Synthesis Example 1-17
(Binder 1-2) Synthesis Example 1-18
(Binder 1-3) Synthesis Example 1-19
(Binder 1-4) Synthesis Example 1-20
(Binder 1-5) Synthesis Example 1-21
(Binder 1-6) Synthesis Example 1-22
(Binder 1-7) Polymer backbone Polymer 1-1 Polymer 1-2 Polymer 1-3 Polymer 1-4 Polymer 1-5 Polymer 1-6 Polymer 1-7 silane group Compounds 2-7 Compounds 2-7 Compounds 2-7 Compounds 2-7 Compounds 2-7 Compounds 2-7 Compounds 2-7 solid content 34% 34% 34% 34% 34% 34% 34% weight average
Molecular Weight 4,880 g/mol 4,250 g/mol 4,680 g/mol 4,430 g/mol 4,140 g/mol 5,270 g/mol 3,320 g/mol

Synthesis Example 1-23

(Manufacture of Binder 2-1)

8.1 g (34 mmol) of 6-(Trimethoxysilyl)-1-hexanethiol (Compound 2-1) was added to 360 g of the solution of Polymer 1-1 prepared in Synthesis Example 1-3, and the temperature was raised to 60° C. for 4 hours. By stirring, a cardo-based binder resin Binder 2-1 in which a silane group was substituted as in Compound 2-1 was obtained.

Synthesis Example 1-24 to Synthesis Example 1-29

(Preparation of Binder 2-2 to Binder 2-7)

In Synthesis Example 1-23, the silane group was substituted in the same manner as in Synthesis Example 1-23, except that Polymer 1-2 to Polymer 1-7 described in Table 3 were used instead of the solution of Polymer 1-1. Cardo-based binder resin Binder 2-2 to Binder 2-7 were prepared.

Synthesis Example 1-23
(Binder 2-1) Synthesis Example 1-24
(Binder 2-2) Synthesis Example 1-25
(Binder 2-3) Synthesis Example 1-26
(Binder 2-4) Synthesis Example 1-27
(Binder 2-5) Synthesis Example 1-28
(Binder 2-6) Synthesis Example 1-29
(Binder 2-7) Polymer backbone Polymer 1-1 Polymer 1-2 Polymer 1-3 Polymer 1-4 Polymer 1-5 Polymer 1-6 Polymer 1-7 silane group compound 2-1 compound 2-1 compound 2-1 compound 2-1 compound 2-1 compound 2-1 compound 2-1 solid content 34% 34% 34% 34% 34% 34% 34% weight average
Molecular Weight 4,900 g/mol 4,280 g/mol 4,690 g/mol 4,470 g/mol 4,160 g/mol 5,290 g/mol 3,360 g/mol

Synthesis Example 1-30

(Manufacture of Binder 3-1)

9.53 g (34 mmol) of 6-(Triethoxysilyl)-1-hexanethiol (Compound 2-4) was added to 360 g of the solution of Polymer 1-1 prepared in Synthesis Example 1-3, and the temperature was raised to 60° C. for 4 hours. By stirring, a cardo-based binder resin Binder 3-1 in which a silane group was substituted as in Compound 2-4 was obtained.

Synthesis Example 1-31 to Synthesis Example 1-36

(Preparation of Binder 3-2 to Binder 3-7)

In Synthesis Example 1-30, the silane group was substituted in the same manner as in Synthesis Example 1-30, except that Polymer 1-2 to Polymer 1-7 described in Table 4 were used instead of the solution of Polymer 1-1. Cardo-based binder resin Binder 3-2 to Binder 3-7 were prepared.

Synthesis Example 1-30
(Binder 3-1) Synthesis Example 1-31
(Binder 3-2) Synthesis Example 1-32
(Binder 3-3) Synthesis Example 1-33
(Binder 3-4) Synthesis Example 1-34
(Binder 3-5) Synthesis Example 1-35
(Binder 3-6) Synthesis Example 1-36
(Binder 3-7) Polymer backbone Polymer 1-1 Polymer 1-2 Polymer 1-3 Polymer 1-4 Polymer 1-5 Polymer 1-6 Polymer 1-7 silane group Compounds 2-4 Compounds 2-4 Compounds 2-4 Compounds 2-4 Compounds 2-4 Compounds 2-4 Compounds 2-4 solid content 34% 34% 34% 34% 34% 34% 34% weight average
Molecular Weight 4,900 g/mol 4,290 g/mol 4,690 g/mol 4,480 g/mol 4,180 g/mol 5,290 g/mol 3,380 g/mol

Synthesis Example 2 (Synthesis of Dispersant)

Synthesis Example 2-1

(Preparation of Polymer 2-1)

Benzyl methacrylate 50g (0.284mol, Sigma aldrich), 2-isocyanatoethyl methacrylate 30g (0.193mol, TCI), tetraethylene glycol methyl ether methacrylate 20g (0.072mol, TCI) and After adding 4g of AIBN (0.024mol, TCI Company) and 233g of PGMEA (Daicel Company), stirring was performed at 80°C for 4 hours to obtain Polymer 2-1 (solid content 30.86%, weight average molecular weight 20,400g/mol). got it

Polymer 2-1

In Polymer 2-1, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 2-2

(Preparation of Polymer 2-2)

Polymer 2-2 (solid content 30.87%, weight An average molecular weight of 20,310 g/mol) was obtained.

Polymer 2-2

In Polymer 2-2, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 15.3 mol%; b is 50.4 mol%; c is 34.3 mol%.

Synthesis Example 2-3

(Preparation of Polymer 2-3)

Polymer 2-3 (solid content 30.86%, weight An average molecular weight of 20,220 g/mol) was obtained.

Polymer 2-3

In Polymer 2-3, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 18.2 mol%; b is 48.7 mol%; c is 33.1 mol%.

Synthesis Example 2-4

(Preparation of dispersant 1-1)

In a 300ml 3-necked round-bottom flask with a distiller, 100g of the polymer 2-1 solution prepared in Synthesis Example 2-1 and 6.58g of N,N-Dimethyl-1,3-propanediamine (0.06mol, TCI) and dibutyltin dilaurylate 0.2 g (0.32mmol, Sigma Aldrich Co.) was added and stirred at 50° C. for 4 hours to obtain a dispersant 1-1 (solid content: 33.3%, weight average molecular weight: 20,830 g/mol).

Dispersant 1-1

In Dispersant 1-1, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 2-5

(Preparation of dispersant 1-2)

[3-(2-aminoethoxy)propyl]dimethylamine 9.43g (0.06mol, Azepine Products Co.) was used instead of N,N-Dimethyl-1,3-propanediamine in Synthesis Example 2-4, but in the same manner. Synthesis was performed to obtain dispersant 1-2 (solid content: 35.9%, weight average molecular weight: 20,870 g/mol).

Dispersant 1-2

In Dispersant 1-2, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 2-6

(Preparation of dispersant 1-3)

In Synthesis Example 2-4, 13.82 g (0.06 mol, Aurora Building) of (11-aminoundecyl)dimethylamine was used instead of N,N-Dimethyl-1,3-propanediamine, but the synthesis was performed in the same manner as the dispersing agent. 1-3 (solid content 40.32%, weight average molecular weight 20,860 g/mol) was obtained.

Dispersant 1-3

In Dispersants 1-3, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 2-7

(Preparation of dispersant 1-4)

In Synthesis Example 2-4, 10.27 g (0.06 mol, Azepine Products) of [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine was used instead of N,N-Dimethyl-1,3-propanediamine. Except, dispersants 1-4 (solid content 36.7%, weight average molecular weight 20,890 g/mol) were obtained by synthesizing in the same manner.

Dispersant 1-4

In Dispersants 1-4, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 2-8

(Preparation of dispersant 1-5)

100 g of the Polymer 2-2 solution prepared in Synthesis Example 2-2 and [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine 10.27 g (0.06 mol, Azepine Product Co.) and dibutyltin dilaurylate 0.2g (0.32mmol, Sigma Aldrich Co.) were added and stirred at 50° C. for 4 hours to obtain a dispersant 1-5 (solid content: 36.97%, weight average molecular weight: 20,780 g/mol).

Dispersant 1-5

In Dispersants 1-5, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 15.3 mol%; b is 50.4 mol%; c is 34.3 mol%.

Synthesis Example 2-9

(Preparation of dispersant 1-6)

100 g of the Polymer 2-3 solution prepared in Synthesis Example 2-3 and [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine 10.27 g (0.06 mol, Azepine Product Co.) and dibutyltin dilaurylate 0.2g (0.32mmol, Sigma Aldrich Co.) were added and stirred at 50° C. for 4 hours to obtain a dispersant 1-6 (solid content: 36.97%, weight average molecular weight: 20,630 g/mol).

Dispersant 1-6

In Dispersants 1-6, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 18.2 mol%; b is 48.7 mol%; c is 33.1 mol%.

Synthesis Example 2-10

(Preparation of Comparative Dispersant 1)

In a 300ml 3-necked round bottom flask with a distiller, 100g of the Polymer 2-1 solution prepared in Synthesis Example 2-1, 6.65g of 3-(Dimethylamino)-1-propanol (0.06mol, TCI) and 0.2g of dibutyltin dilaurylate ( 0.32 mmol, Sigma Aldrich Co.) was added and stirred at 50° C. for 4 hours to obtain Comparative Dispersant 1 (solid content 36.81%, weight average molecular weight 20,810 g/mol).

comparative dispersant 1

In Comparative Dispersant 1, a, b, and c represent each repeating unit, and when the total is assumed to be 100 mol%, a is 13.1 mol%; b is 51.7 mol%; c is 35.2 mol%.

Synthesis Example 3 (Synthesis of Acrylic Binder)

In a 250ml 3-neck round bottom flask equipped with a distillation tube, 55g of propylene glycol methhyether acetate (Sigma Aldrich), 31.5g (0.18mol) of benzyl methacrylate (Sigma Aldrich), 2.25g (0.01mol) of azobisisobutyronitrile (Sigma Aldrich), After adding 6.75g (0.07mol) of methyl methacrylate (Sigma Aldrich) and 6.75g (0.08mol) of methacrylic acid (Sigma Aldrich) and stirring at 80°C for 3 hours, an acrylic binder with a weight average molecular weight of 10,000, 30wt% solid content A solution of propylene glycol methylether acetate can be obtained.

Preparation Example 1 (Preparation of the pigment dispersion of the present invention)

Preparation Example 1-1

(Preparation of Pigment Dispersion 1)

Irgaphor Black S0100 CF (black pigment/BASF) 17g, dispersant 1-1 3.05g and SR-3613 (SMS) 2.85g propylene glycol methyl ether acetate 75.1g and 0.5mm diameter zirconia beads 100g (Toray) was dispersed for 10 hours using a paint shaker (Asada Co.) to obtain a pigment dispersion 1.

Preparation Example 1-2

(Preparation of Pigment Dispersion 2)

Pigment dispersion 2 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of dispersant 1-2 was used instead of dispersant 1-1. (average particle size D50 = 97.4nm, full width at half maximum = 76.3nm)

Preparation Example 1-3

(Preparation of Pigment Dispersion 3)

Pigment dispersion 3 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of dispersant 1-3 was used instead of dispersant 1-1.

Preparation Example 1-4

(Preparation of Pigment Dispersion 4)

Pigment dispersion 4 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of dispersant 1-4 was used instead of dispersant 1-1.

Preparation Example 1-5

(Preparation of Pigment Dispersion 5)

Pigment dispersion 5 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of dispersant 1-5 was used instead of dispersant 1-1.

Preparation Example 1-6

(Preparation of Pigment Dispersion 6)

Pigment dispersion 6 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of dispersant 1-6 was used instead of dispersant 1-1.

Preparation Example 2 (Preparation of Comparative Pigment Dispersion)

Preparation Example 2-1

(Preparation of Pigment Dispersion 7)

Pigment dispersion 7 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of comparative dispersant 1 was used instead of dispersant 1-1.

Preparation Example 2-2

(Preparation of Pigment Dispersion 8)

Pigment dispersion 8 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of Disperbyk 2001 (BYK Co.) was used instead of the dispersant 1-1.

Preparation Example 2-3

(Preparation of Pigment Dispersion 9)

Pigment dispersion 9 was prepared in the same manner as in Preparation Example 1-1, except that 3.05 g of PB821 (Ajinomoto Co.) was used instead of the dispersant 1-1.

Preparation Example 3 (Preparation of the composition of the present invention)

Compositions 1-1 to 1-9 containing the pigment dispersion of the present invention and the alkali-soluble resin of the present invention were prepared according to the composition (wt%) shown in Table 5 below.

Preparation Example 3-1
(Composition 1-1) Preparation Example 3-2
(Composition 1-2) Preparation Example 3-3
(Composition 1-3) Preparation Example 3-4
(Composition 1-4) Preparation Example 3-5
(Composition 1-5) Preparation Example 3-6
(Composition 1-6) Preparation Example 3-7
(Composition 1-7) Preparation Example 3-8
(Composition 1-8) Preparation Example 3-9
(Composition 1-9) Pigment Dispersion 1 30 - - - - - 30 - - Pigment Dispersion 2 - 30 - - - - - - - Pigment Dispersion 3 - - 30 - - - - - - Pigment Dispersion 4 - - - 30 - - - 30 - Pigment Dispersion 5 - - - - 30 - - - - Pigment Dispersion 6 - - - - - 30 - - 30 M600 (Miwon Corporation) 8 8 8 8 8 8 8 8 8 OXE-02 (BASF) 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 Binder 1-1 9.5 9.5 9.5 9.5 9.5 9.5 - - - Binder 2-3 - - - - - - 9.5 9.5 - Binder 3-2 - - - - - - - - 9.5 Propylene glycol methyl ether acetate (Daicel) 52 52 52 52 52 52 52 52 52

Preparation Example 4 (Preparation of Comparative Composition)

Compositions 2-1 to 2-7 containing the pigment dispersion of the present invention or the alkali-soluble resin of the present invention were prepared according to the composition (wt%) shown in Table 6 below.

In the case of Preparation Example 4-1, it was prepared with the same composition except that Binder 1-6 was used instead of Binder 1-1 in Preparation Example 3-1.

In the case of Preparation Example 4-2, it was prepared with the same composition except that Binder 1-6 was used instead of Binder 1-1 in Preparation Example 3-2.

In the case of Preparation Example 4-3, it was prepared with the same composition except that Binder 2-7 was used instead of Binder 1-1 in Preparation Example 3-1.

In the case of Preparation Example 4-4, it was prepared with the same composition except that Acryl Binder was used instead of Binder 1-1 in Preparation Example 3-2.

In the case of Preparation Example 4-5, it was prepared with the same composition except that Pigment Dispersion 7 was used instead of Pigment Dispersion 1 in Preparation Example 3-7.

In the case of Preparation Example 4-6, it was prepared with the same composition except that Pigment Dispersion 8 was used instead of Pigment Dispersion 1 in Preparation Example 3-7.

In the case of Preparation Example 4-7, it was prepared with the same composition except that Pigment Dispersion 9 was used instead of Pigment Dispersion 1 in Preparation Example 3-7.

Preparation Example 4-1
(Composition 2-1) Preparation Example 4-2
(Composition 2-2) Preparation Example 4-3
(Composition 2-3) Preparation Example 4-4
(Composition 2-4) Preparation Example 4-5
(Composition 2-5) Preparation Example 4-6
(Composition 2-6) Production Example 4-7
(Composition 2-7) Pigment Dispersion 1 30 - 30 - - - - Pigment Dispersion 2 - 30 - 30 - - - Pigment Dispersion 7 - - - - 30 - - Pigment Dispersion 8 - - - - - 30 - Pigment Dispersion 9 - - - - - - 30 M600 (Miwon Corporation) 8 8 8 8 8 8 8 OXE-02 (BASF) 0.5 0.5 0.5 0.5 0.5 0.5 0.5 Binder 2-3 - - - - 9.5 9.5 9.5 Binders 1-6 9.5 9.5 - - - - - Binder 2-7 - - 9.5 - - - - Acrylic Binder - - - 9.5 - - - Propylene glycol methyl ether acetate (Daicel) 52 52 52 52 52 52 52

A method of manufacturing patterns using the compositions of Tables 5 and 6 is as follows (photolithography step).

(1) coating and film formation step

Each of the compositions in Tables 5 and 6 was applied to a washed 5 cm * 5 cm stainless steel substrate to a thickness of 3 μm using a spin coater, and then heated at a temperature of 100 ° C. for 1 minute to remove the solvent to form a coating film. .

(2) exposure step

After an open mask of a predetermined shape was interposed in order to form a pattern required for the obtained coating film, actinic rays of 190 nm to 500 nm were irradiated. An exposure machine MA-6 was used and an exposure amount of 100 mJ/cm ² was irradiated.

(3) Development stage

Following the exposure step, it was developed by dipping in AZEM's AX 300 MIF developer at 25°C for 1 minute, and then washed with water.

(4) post-processing step

After subjecting the films obtained by the development to post baking for 60 minutes in an oven at 100° C., patterns formed from the compositions of Tables 5 and 6 were obtained.

Example (pattern resolution, residue, outgas evaluation)

The resolution of the patterns of the compositions of Tables 5 and 6 prepared in the photolithography step, the presence of residues, and the amount of outgas were evaluated in the following manner.

[Example 1]

After evaluating the resolution of the pattern formed by the composition 1-1, the presence or absence of residues, and the amount of outgas generated by the following method, the results are shown in Table 7 below.

1. Resolution evaluation (measure minimum pattern size on substrate)

The pattern of the composition 1-1 obtained through the photolithography step was measured for the minimum pattern size on the substrate using an optical microscope (ECLIPSE LV100POL Model, Nikon Co.).

2. Residue Evaluation (Observation of Residue)

The residue level of the pattern of the composition 1-1 obtained through the photolithography step was confirmed using an optical microscope (ECLIPSE LV100POL Model, Nikon Co.), and the evaluation criteria are shown in FIG. 2 below, and the results are shown in Table 7. was described in.

3. Outgas evaluation (outgas generation amount measurement)

A pattern of the composition 1-1 was formed on a glass substrate through the photolithography step. A total of six specimens were prepared by cutting the patterned glass substrate into a size of 1 cm x 3 cm. The outgassing of the specimens was collected at 250 °C for 30 minutes using JAI's JTD-505². After measuring toluene calibration samples (100, 500, 1,000 ppm) using Shimadzu's QP2020 GC/MS, a calibration curve was prepared, and the outgassing amount of the collected samples was measured.

4. Dispersion evaluation (pigment particle size distribution measurement)

Composition 1-1 was diluted 1000 times in propylene glycol methyl ether acetate (PGMEA) (sample 0.02 g, PGMEA 20 g) and stirred in a stirrer for 30 minutes to completely dissolve. A particle size analyzer (SZ-100, Horiba Co.) was used as the measuring instrument, and after filling the quartz cell with the diluted sample more than 2/3, setting the temperature at 25 ° C, and then waiting for 10 minutes for stabilization, and then measuring. D50 was calculated as an average value by measuring three times, and the width (half-maximum width) of the x-axis corresponding to the 1/2 point of the highest peak in the graph was measured and listed in Table 7.

[Examples 2 to 9]

In Example 1, a pattern was formed in the same manner as in Example 1 using Compositions 1-2 to 1-9 instead of Composition 1-1. After evaluating the resolution of the formed pattern, the presence of residue and the amount of outgas generated in the same manner as in Example 1, the results are shown in Table 7 below.

[Comparative Example 1 to Example 7]

Patterns were formed in the same manner as in Example 1 using Compositions 2-1 to 2-7 instead of Composition 1-1 in Example 1. After evaluating the resolution of the formed pattern, the presence of residue and the amount of outgas generated in the same manner as in Example 1, the results are shown in Table 7 below.

pattern composition Minimum pattern size on substrate
(μm) Presence of residue
(O, △, X) Outgassing amount
(ppm) Pigment particle size distribution Average particle size D50 (nm) half height
(nm) Example 1 Composition 1-1 4.1 O 2.9 97.4 76.3 Example 2 Composition 1-2 4.0 O 3.0 96.9 77.3 Example 3 Compositions 1-3 3.9 O 3.3 95.7 79.5 Example 4 Compositions 1-4 3.4 O 2.8 92.5 74.6 Example 5 Compositions 1-5 3.6 O 2.5 93.8 75.1 Example 6 Compositions 1-6 3.7 O 2.2 94.2 75.9 Example 7 Compositions 1-7 4.2 O 2.8 96.9 76.8 Example 8 Compositions 1-8 3.4 O 2.9 93.1 74.9 Example 9 Compositions 1-9 3.8 O 2.3 94.8 76.2 Comparative Example 1 Composition 2-1 6.8 △ 6.5 106.6 92.4 Comparative Example 2 Composition 2-2 6.3 △ 7.3 105.8 91.7 Comparative Example 3 Composition 2-3 7.0 △ 6.1 107.5 92.7 Comparative Example 4 Composition 2-4 13.1 X 16.9 119.8 102.3 Comparative Example 5 Compositions 2-5 5.7 △ 9.8 99.3 80.8 Comparative Example 6 Compositions 2-6 10.8 X 9.3 218.6 109.7 Comparative Example 7 Compositions 2-7 11.9 X 8.5 132.5 105.9

Examples 1 and 7 and Comparative Example 1 and Comparative Example 3 in Table 7; Comparing Example 2 with Comparative Example 2, it can be seen that only the binder resin was used differently among the components of the composition forming the pattern. In the case of Binder 1-6 or Binder 2-7 used in Comparative Examples 1 to 3, the polymer backbone is formed by polymerizing one type of monomer, and depending on the structure of the monomer, Binder 1-1 and Binder 2-3 has a relatively linear shape.

On the other hand, in the case of Binder 1-1 and Binder 2-3 used in Examples 1, 2 and 7, they were polymerized into three types of monomers having different structures, compared to Binder 1-6 and Binder 2-7. It has a relatively reticular structure. Therefore, Binder 1-1 and Binder 2-3 are structures more suitable for the photolithography process by effectively intermolecular bonding with surrounding compounds due to their structural characteristics, and accordingly, Examples 1, 2, and 7 are comparative examples. It is determined that the pattern resolution is higher than that of Comparative Examples 1 to 3, the amount of outgas generated is small, and the generation of residue is suppressed.

In addition, comparing Table 6 and Comparative Example 7 with Example 7 and Example 8 in Table 7, the same binder resin was used for all four compositions, but the pigment dispersion containing the tertiary amine dispersant of the present invention It can be seen that Example 7 and Example 8, including the above, show excellent results in terms of resolution, amount of outgassing, and residue evaluation. In particular, Example 8 using a tertiary amine dispersant containing a diamine substituent effectively By dispersing, it was confirmed that the average particle size D50 and the half width were small, and the resolution of the pattern was very good.

In Table 7, Comparative Example 5 using the tertiary amine dispersant containing a carbamate moiety linking group in the pigment dispersion and Example 7 using the tertiary amine dispersant of the present invention containing a urea moiety linking group in the pigment dispersion were compared. , Comparative Example 5 and Example 7 both used the same alkali-soluble resin 2-3 of the present invention, but Example 7 containing both the tertiary amine dispersant and the alkali-soluble resin of the present invention has a resolution compared to Comparative Example 5 , outgas generation amount, and residue evaluation were all excellent. In particular, there was a big difference in the outgassing amount, which is because in the case of Comparative Example 5, the bond of the carbamate linkage of the tertiary amine dispersant was broken in the post-heat treatment process, and the outgassing amount was high, whereas in the case of Example 7, in the post-heating process It is believed that this is because the urea linking group of the tertiary amine dispersant is not broken and the bond is stably maintained.

On the other hand, in the case of Comparative Example 4 using the tertiary amine dispersant of the present invention and the acrylic binder, it shows a very low resolution and high outgassing amount compared to Example 2 using the same tertiary amine dispersant and the alkali-soluble resin of the present invention, residue It was also found that there was a significant difference in evaluation.

In view of the above evaluation results, in Table 7, Examples 1 to 9 in which compositions containing the tertiary amine dispersant of the present invention and the alkali-soluble resin of the present invention were evaluated, and the tertiary amine dispersant of the present invention And when comparing Comparative Examples 1 to 7 in which compositions containing an alkali-soluble resin and a different dispersant or a different resin were evaluated, the average particle size D50 and half width of Examples 1 to 9 were small to effectively disperse the pigment particles. You can check. In addition, it can be seen that in Examples 1 to 9, the minimum pattern size on the substrate is small, the resolution is excellent, the outgas generation amount is small, and the generation of residue is also suppressed. It is believed that this is because when the tertiary amine dispersant of the present invention and the alkali-soluble resin of the present invention are used together, unpredictable effects occur due to the structural characteristics of the two materials.

The present invention is not limited to the above embodiments and can be manufactured in a variety of different shapes.

The above description is merely illustrative of the present invention, and those skilled in the art will be able to make various modifications without departing from the essential characteristics of the present invention.

Therefore, the embodiments disclosed in this specification are intended to explain, not limit, the present invention, and the spirit and scope of the present invention are not limited by these embodiments. The protection scope of the present invention should be construed according to the claims, and all techniques within the equivalent range should be construed as being included in the scope of the present invention.

1: substrate 2: TFT layer
3: planarization layer 4: pixel electrode
5: pixel defining layer 6: organic material layer
7: counter electrode 8: sealing layer
9: touch panel 10: color part
11: color separation unit

Claims (18)

alkali soluble resin; reactive unsaturated compounds; photoinitiators; A pigment dispersion containing a dispersant comprising a structure represented by the following formula (1); And a resin composition comprising a solvent:
Formula (1)

In the above formula (1),
1) Ar ²¹ is a C ₃ ~ C ₃₀ aliphatic ring group; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; or a combination thereof;
2) R ²¹ is a C ₅ ~ C ₂₀ ethylene glycol chain group;
3) R ²² and R ²³ are each independently hydrogen; heavy hydrogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
4) R ²⁴ to R ²⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
5) L ²¹ , L ²⁴ and L ²⁵ may each independently be a single bond; Fluorenylene group; C ₁ ~ C ₃₀ alkylene; C ₆ ~ C ₃₀ arylene; C ₂ ~ C ₃₀ heterocycle; C ₁ ~ C ₃₀ Alkoxyrene; or a combination thereof;
6) d is an integer of 1 or 2;
7) With respect to 100 mol% of all repeating units included in the compound represented by Formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%,
8) Each of Ar ²¹ , R ²¹ to R ²⁶ , L ²¹ , L ²⁴ and L ²⁵ is deuterium; halogen; A silane group unsubstituted or substituted with a C ₁ ~ C ₃₀ alkyl group or a C ₆ ~ C ₃₀ aryl group; Siloxane group; boron group; Germanium group; cyano group; amino group; nitro group; C ₁ ~ C ₃₀ Alkylthio group; C ₁ ~ C ₃₀ alkoxy group; A C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ Alkyl group; A C ₂ ~C ₃₀ alkenyl group; A C ₂ ~C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; C ₆ ~ C ₃₀ aryl group substituted with deuterium; fluorenyl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; And it may be further substituted with one or more substituents selected from the group consisting of combinations thereof, and adjacent substituents may form a ring. The resin composition according to claim 1, wherein the alkali-soluble resin is a resin containing a repeating unit represented by the following formula (2):
Formula (2)

In the above formula (2),
1) * indicates the part where the bond is connected as a repeating unit,
2) n is an integer from 2 to 200,000;
3) R ¹ and R ² are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
4) R ¹ and R ² can form a ring with an adjacent group, respectively;
5) a and b are independently integers from 0 to 4,
6) X ¹ is a single bond, O, CO, SO ₂ , CR'R", SiR'R", formula (A) or formula (B);
6-1) R' and R" are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; C ₂ ~ C containing at least one hetero atom of O, N, S, Si and P; ₃₀ -membered heterocyclic group; C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ alkyl group; C ₂ ~ C ₂₀ alkenyl group; C ₂ ~ C ₂₀ alkynyl group; C ₁ ~C ₂₀ alkoxy group; C ₆ ~C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~C ₂₀ alkoxycarbonyl group; or a combination thereof;
6-2) R' and R" can each form a ring with an adjacent group,
Formula (A)

Formula (B)

In the above formula (A) and formula (B),
6-3) * indicates a binding position,
6-4) X ₃ is O, S, SO ₂ or NR',
6-5) R' is hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
6-6) R ³ to R ⁶ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
6-7) Each of R ³ to R ⁶ can form a ring with an adjacent group,
6-8) c to f are integers from 0 to 4 independently of each other,

7) X ² is a fluorenyl group; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; or a combination thereof;
8) A ¹ and A ² are independently of each other Formula (C) or Formula (D);
Formula (C)

Formula (D)

In the above formula (C) and formula (D),
8-1) * indicates a binding position,
8-2) R ⁷ to R ¹⁰ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
8-3) Y ¹ and Y ² are independently of formula (E) or formula (F);
Formula (E)

Formula (F)

8-3-1) * indicates a binding position,
8-3-2) R ¹¹ to R ¹⁵ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof;
8-3-3) L ¹ to L ³ are each independently a single bond; Fluorenylene group; C ₁ ~ C ₃₀ alkylene; C ₆ ~ C ₃₀ arylene; C ₂ ~ C ₃₀ heterocycle; C ₁ ~ C ₃₀ Alkoxyrene; or a combination thereof;
8-3-4) g and h are independently integers from 0 to 3; However, g + h = 3,

9) The ratio of formula (C) to formula (D) in the resin containing the repeating unit represented by formula (2) is 1:9 to 9:1,
10) The rings formed by combining R ¹ to R ¹⁵ , R', R", X ² and L ¹ to L ³ and neighboring groups are each deuterium; halogen; C ₁ to C ₃₀ alkyl group or C ₆ Silane group unsubstituted or substituted with a ~C ₃₀ aryl group; Siloxane group; Boron group; Germanium group; Cyano group; Amino group; Nitro group; C ₁ ~ C ₃₀ alkylthio group; C ₁ ~ C ₃₀ alkoxy group; C ₆ ~ C ₃₀ arylalkoxy group; C ₁ ~ C ₃₀ alkyl group; C ₂ ~ C ₃₀ alkenyl group; C ₂ ~ C ₃₀ alkynyl group; C ₆ ~ C ₃₀ aryl group; deuterium-substituted C ₆ ~ C ₃₀ aryl group; Fluorenyl group; C ₂ ~ C ₃₀ heterocyclic group containing at least one hetero atom selected from the group consisting of O, N, S, Si and P; C ₃ ~ C ₃₀ Aliphatic ring group; C ₇ ~ C ₃₀ arylalkyl group; C ₈ ~ C ₃₀ arylalkenyl group; and combinations thereof may be further substituted with one or more substituents selected from the group consisting of, and adjacent substituents may form a ring. there is. The resin composition according to claim 1, wherein the formula (1) is represented by the following formula (3) or formula (4):
Formula (3)

Formula (4)

In the above formula (3) and formula (4),
1) Ar ²¹ , R ²¹ to R ²⁶ , L ²¹ , L ²⁴ , L ²⁵ and a to c are the same as defined in Chemical Formula (1) of Paragraph 1 above,
2) R ²⁷ and R ²⁸ are each independently hydrogen; heavy hydrogen; halogen; C ₆ ~ C ₃₀ aryl group; A C ₂ ~C ₃₀ heterocyclic group containing at least one heteroatom selected from O, N, S, Si, and P; A C ₆ ~ C ₃₀ fused ring group of aliphatic and aromatic rings; C ₃ ~ C ₃₀ aliphatic ring group; C ₁ ~ C ₂₀ Alkyl group; C ₂ ~ C ₂₀ alkenyl group; A C ₂ ~C ₂₀ alkynyl group; A C ₁ ~ C ₂₀ alkoxy group; C ₆ ~ C ₃₀ aryloxy group; fluorenyl group; carbonyl group; ether group; C ₁ ~ C ₂₀ alkoxycarbonyl group; or a combination thereof. The resin composition according to claim 1, wherein the weight average molecular weight of the dispersant comprising the structure represented by Formula (1) is 3,000 to 30,000 g/mol. The resin composition according to claim 1, wherein the dispersant having the structure represented by Formula (1) has an amine value of 30 to 150 mgKOH/g. The resin composition according to claim 1, wherein the pigment dispersion further comprises at least one of a pigment, a dispersion binder resin, and a solvent in addition to the dispersant having the structure represented by Formula (1). The method of claim 6, based on 100 parts by weight of the pigment dispersion,
1 to 30 parts by weight of a pigment;
1 to 10 parts by weight of a dispersed binder resin;
1 to 10 parts by weight of a dispersant containing a structure represented by Formula (1); and
A resin composition comprising 20 to 80 parts by weight of a solvent. The resin composition according to claim 6, wherein the pigment is a pigment exhibiting one color selected from among black, red, blue, green, yellow, purple, orange, and white. The resin composition according to claim 1, wherein the pigment particles in the photosensitive resin composition have an average particle size (D50) of 60 to 220 nm and a full width at half maximum of 70 to 180 nm. The resin composition according to claim 1, wherein the alkali-soluble resin has a weight average molecular weight of 1,000 to 100,000 g/mol. The resin composition according to claim 1, wherein the total amount of the alkali-soluble resin is 1 to 30% by weight based on the total amount of the resin composition. The resin composition according to claim 1, wherein the amount of the reactive unsaturated compound is 1 to 50% by weight based on the total amount of the resin composition. The resin composition according to claim 1, wherein the photoinitiator is present in an amount of 0.01 to 10% by weight based on the total amount of the resin composition. The resin composition according to claim 1, wherein the amount of the pigment dispersion is 5 to 40% by weight based on the total amount of the resin composition. A pattern or film formed from the resin composition according to claim 1 . An organic light emitting display device comprising the pattern or film according to claim 15 . The organic light emitting display device of claim 16 , wherein the pattern or film is included in at least one of a flattening layer, an organic light emitting element layer, a sealing layer, a touch panel, and a color filter. An electronic device comprising the display device of claim 16 and a control unit driving the display device.

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