Resin composition and display device using the same

Abstract

According to one embodiment of the present invention, the photosensitive composition is prepared using silica particles having reactive functional groups introduced on the surface, thereby achieving high light sensitivity and realizing a highly reliable curing pattern even in a low-temperature post-heat treatment process, and the present invention provides an organic light-emitting display device to which the same is applied.

Description

Technology Field

[0001] The present invention relates to a photosensitive resin composition, a pattern or film formed from the photosensitive composition, and an organic light-emitting display device to which the pattern or film is applied. Background Technology

[0002] Liquid crystal display devices (LCDs) and organic light emitting display devices (OLEDs) are widely used in flat panel displays. Among these, organic light emitting displays, in particular, have advantages such as low power consumption, fast response speed, high color reproduction, high brightness, and a wide viewing angle.

[0003] Meanwhile, in the case of flattening layers (via layers), pixel definition layers, and color filters formed from photoresist compositions in organic light-emitting display devices, as the pixel size of the organic light-emitting display device decreases, the improvement in pattern resolution and the reduction of residue have become important factors determining performance.

[0004] Important factors for increasing resolution and reducing residue include the types and compositional ratios of photopolymerization initiators, photopolymerizable monomers, and binder resins, as well as the pigment dispersion composition. Among these factors, the pigment dispersion composition must have a small dispersion particle size to form fine patterns and be composed of a formula that leaves no residue during development. To reduce the dispersion particle size of the pigment dispersion composition, the primary particle size of the pigment used must be small, and the type and amount of the dispersant are also very important.

[0005] Recently, pigments primarily manufactured for electronic materials have a primary particle size of approximately 50 nm, allowing for a further reduction in the dispersed particle size after dispersion. In the case of dispersants, functional groups capable of adhering to the surface of the pigment are introduced to maintain dispersion by controlling the spacing between pigment particles to a constant distance using steric hindrance effects. Looking at the types of dispersants mentioned above, most are resins capable of providing sufficient steric hindrance, such as polyesters, acrylic resins, modified urethane resins, and polyethers.

[0006] Pigments with such small primary particle sizes can be finely dispersed using a dispersant that can adhere well to the pigment surface and disperse well between particles through a steric hindrance effect. In addition, a pigment dispersion composition is prepared by using a dispersant that can reduce residue during development, and a photosensitive resin composition for color filters containing such a pigment dispersion composition can realize fine patterns when manufacturing color filters.

[0007] On the other hand, regarding ionic dispersants containing ionic groups among the dispersants of pigment dispersions, a problem has been raised that said ionic groups may cause defects in the electrodes of organic light-emitting display devices; therefore, there is a recent demand for the development of pigment dispersions using dispersants that do not contain ionic groups. The problem to be solved

[0008] In order to solve the problems of the prior art described above, one embodiment of the present invention provides a photosensitive composition capable of fine dispersion of pigment, a pattern or film formed from the photosensitive composition having high resolution and stability, and an organic light-emitting display device in which the pattern or film is applied to one or more of a pixel separation unit, a color filter, a flat layer, and an insulating film of a touch panel. means of solving the problem

[0009] The present invention provides a resin composition comprising an alkali-soluble resin; a reactive unsaturated compound; a photoinitiator; a pigment dispersion comprising a dispersant having a structure represented by the following chemical formula (1); and a solvent.

[0010] Chemical formula (1)

[0011]

[0012] In the above chemical formula (1),

[0013] 1) Ar 21 C3~C 30 aliphatic ring; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 A fused ring of an aliphatic ring and an aromatic ring; or a combination thereof,

[0014] 2) R 21 C5~C 20 It is an ethylene glycol chain group, and

[0015] 3) R 22 and R 23 They are independently hydrogen; deuterium; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0016] 4) R 24 ~ R 26They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0017] 5) L 21 , L 24 and L 25 are independently single bonds; fluorenyllene group; C1~C 30 alkylene of; C6~C 30 arylene of; C2~C 30 heterocycle of; C1~C 30 alkoxylenes; or a combination thereof,

[0018] 6) d is an integer of 1 or 2, and

[0019] 7) With respect to a total repeating unit of 100 mol% contained in the compound represented by the above chemical formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%, and

[0020] 8) The above Ar 21 , R 21 ~R 26 , L 21 , L 24 and L 25 are deuterium; halogen; C1~C, respectively. 30 alkyl group or C6~C 30Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30 aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring.

[0022] The above alkali-soluble resin preferably comprises a resin having repeating units represented by the following chemical formula (2).

[0023] Chemical formula (2)

[0024]

[0025] In the above chemical formula (2),

[0026] 1) * indicates the part where the combination is connected as a repeating unit, and

[0027] 2) n is an integer between 2 and 200,000, and

[0028] 3) R 1 and R 2 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0029] 4) R 1 and R 2 Each can form adjacent tile rings, and

[0030] 5) a and b are independent integers from 0 to 4, and

[0031] 6) X 1 is a single bond, O, CO, SO2, CR'R", SiR'R", formula (A) or formula (B), and

[0032] 6-1) R' and R" are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0033] 6-2) R' and R" can each form adjacent tile rings, and

[0034] Chemical formula (A)

[0035]

[0036] Chemical formula (B)

[0037]

[0038] In the above chemical formulas (A) and (B),

[0039] 6-3) * indicates the joint position,

[0040] 6-4) X3 is O, S, SO2 or NR', and

[0041] 6-5) R' is hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0042] 6-6) R 3 ~R 6 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0043] 6-7) R 3 ~R6 Each can form adjacent tile rings, and

[0044] 6-8) c~f are independent integers from 0 to 4, and

[0046] 7) X 2 is a fluorene group; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 The aryloxy group of; or a combination thereof,

[0047] 8) A 1 and A 2 are independently either chemical formula (C) or chemical formula (D), and

[0048] Chemical formula (C)

[0049]

[0050] Chemical formula (D)

[0051]

[0052] In the above chemical formulas (C) and (D),

[0053] 8-1) * indicates the joint position,

[0054] 8-2) R 7 ~R 10 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0055] 8-3) Y 1 and Y 2 are independently either chemical formula (E) or chemical formula (F), and

[0056] Chemical formula (E)

[0057]

[0058] Chemical formula (F)

[0059]

[0060] 8-3-1) * indicates the joint position,

[0061] 8-3-2) R 11 ~R 15 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0062] 8-3-3) L 1 ~L 3 Single bonds independently of each other; fluorenyllene group; C1~C 30 alkylene of; C6~C 30 arylene of; C2~C 30 heterocycle of; C1~C30 alkoxylenes; or a combination thereof,

[0063] 8-3-4) g and h are independent integers from 0 to 3; provided that g+h=3, and

[0065] 9) In a resin containing repeating units represented by chemical formula (2), the ratio of chemical formula (C) to chemical formula (D) is 1:9 to 9:1, and

[0066] 10) The above R 1 ~R 15 , R', R", X 2 and L 1 ~L 3 and the rings formed by the bonding of adjacent groups are, respectively, deuterium; halogen; C1~C 30 alkyl group or C6~C 30 Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30 aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring.

[0067] It is preferable that the weight average molecular weight of the dispersant comprising the structure represented by the above chemical formula (1) is 3,000 to 30,000 g / mol.

[0068] It is preferable that the amine value of the dispersant comprising the structure represented by the above chemical formula (1) be 30 to 150 mgKOH / g.

[0069] The pigment dispersion liquid preferably comprises, for every 100 parts by weight of the pigment dispersion liquid, 1 to 30 parts by weight of pigment; 1 to 10 parts by weight of dispersion binder resin; 1 to 10 parts by weight of a dispersant having a structure represented by chemical formula (1); and 20 to 80 parts by weight of solvent.

[0070] Preferably, the above pigment is a pigment that exhibits one color selected from black, red, blue, green, yellow, purple, orange, and white.

[0071] In the photosensitive resin composition above, it is preferable that the average particle size (D50) of the pigment particles is 60 to 220 nm and the full width at half maximum is 70 to 180 nm.

[0072] It is preferable that the weight-average molecular weight of the above alkali-soluble resin is 1,000 to 100,000 g / mol.

[0073] The total amount of the alkali-soluble resin is preferably 1 to 30 weight percent with respect to the total amount of the resin composition.

[0074] It is preferable that the above reactive unsaturated compound is 1 to 50 weight percent with respect to the total amount of the resin composition.

[0075] It is preferable that the above photoinitiator is 0.01 to 10 weight percent with respect to the total amount of the resin composition.

[0076] It is preferable that the pigment dispersion is 5 to 40 weight percent of the total amount of the resin composition.

[0077] In another specific example, the present invention provides a pattern or film formed from the resin composition.

[0078] In another specific example, the present invention provides an organic light-emitting display device comprising the pattern or film.

[0079] It is preferable that the above pattern or film is included in one or more of a flat layer, an organic light-emitting diode layer, a sealing layer, a touch panel, and a color filter.

[0080] In another specific example, the present invention provides an electronic device comprising: a display device and a control unit for driving the display device. Effects of the invention

[0081] A 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 outgassing, as well as stability in which the generation of residue is suppressed, and can provide an organic light-emitting display device in which the pattern or film is applied to one or more of a pixel separation unit, a color filter, a flat layer, and an insulating film of a touch panel. Brief explanation of the drawing

[0082] FIG. 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). Figure 3 is a representative illustration of the chemical formula (1) according to the present invention. Specific details for implementing the invention

[0083] Hereinafter, some embodiments of the present invention will be described in detail with reference to the exemplary drawings. In assigning reference numerals to the components of each drawing, the same components may have the same reference numeral as much as possible, even if they are shown in different drawings.

[0084] In describing the present invention, if it is determined that a detailed description of related known configurations or functions may obscure the essence of the invention, such detailed description may be omitted. Where terms such as "comprising," "having," or "consisting of" are used in this specification, other parts may be added unless "only" is used. Where a component is expressed in the singular, it may include a plural unless otherwise explicitly stated.

[0085] Additionally, terms such as first, second, A, B, (a), (b), etc., may be used when describing the components of the present invention. These terms are used merely to distinguish the components from other components, and the essence, order, sequence, or number of the components are not limited by such terms.

[0086] In describing the positional relationship of components, where it is stated that two or more components are "connected," "combined," or "joined," it should be understood that while the two or more components may be directly "connected," "combined," or "joined," they may also be "connected," "combined," or "joined" with other components "intervened." Here, the other components may be included in one or more of the two or more components that are "connected," "combined," or "joined" with one another.

[0087] Furthermore, when it is stated that a component, such as a layer, membrane, region, or plate, is "on" or "on" another component, it should be understood that this includes not only the case where it is "directly on" another component, but also the case where there is another component in between. Conversely, when it is stated that a component is "directly on" another part, it should be understood that this means there is no other part in between.

[0088] In describing the temporal flow relationship regarding components, methods of operation, or methods of production, for example, when the temporal or sequential relationship is described using "after," "following," "next," or "before," it may include cases where the relationship is not continuous unless "immediately" or "directly" is used.

[0089] Meanwhile, where numerical values ​​or corresponding information regarding a component are mentioned, even without separate explicit notation, the numerical values ​​or corresponding information may be interpreted as including a margin of error that may occur due to various factors (e.g., process factors, internal or external shock, noise, etc.).

[0090] The terms used in this specification and the appended claims are as follows, to the extent that they do not deviate from the spirit of the invention, unless otherwise stated.

[0091] The terms “halo” or “halogen” as used in this application include fluorine (F), chlorine (Cl), bromine (Br), and iodine (I) unless otherwise noted.

[0092] Unless otherwise noted, the terms “alkyl” or “alkyl group” as used in this application refer to radicals of saturated aliphatic functional groups having 1 to 60 carbons connected by single bonds, including straight-chain alkyl groups, branched-chain alkyl groups, cycloalkyl (alicyclic) groups, alkyl-substituted cycloalkyl groups, and cycloalkyl-substituted alkyl groups.

[0093] The terms “haloalkyl group” or “halogenalkyl group” as used in this application mean an alkyl group substituted with a halogen, unless otherwise explained.

[0094] Unless otherwise noted, the terms “alkenyl” or “alkynyl” as used in this application each have a double or triple bond, include a straight or side chain group, and have 2 to 60 carbon atoms, but are not limited thereto.

[0095] The term "cycloalkyl" as used in this application means an alkyl group forming a ring having 3 to 60 carbon atoms, unless otherwise explained, but is not limited thereto.

[0096] The terms “alkoxy group” or “alkyloxy group” as used in this application refer to an alkyl group to which an oxygen radical is bonded, and unless otherwise explained, have 1 to 60 carbon atoms, but are not limited thereto.

[0097] The terms “alkenoxyl group,” “alkenoxy group,” “alkenyloxyl group,” or “alkenyloxy group” as used in this application refer to an alkeneyl group to which an oxygen radical is attached, and unless otherwise stated, have 2 to 60 carbon atoms, but are not limited thereto.

[0098] Unless otherwise noted, the terms "aryl group" and "arylene group" as used in this application each have 6 to 60 carbon atoms, but are not limited thereto. In this application, an aryl group or an arylene group includes a single cyclic type, a ring aggregate, a conjugated multi-cyclic compound, etc. 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.

[0099] As used in this application, the term “ring assemblies” means that two or more ring systems (single rings or bonded ring systems) are directly connected to each other through single or double bonds, and the number of such direct connections between rings is one less than the total number of ring systems contained in the compound. Ring assemblies may consist of identical or different ring systems directly connected to each other through single or double bonds.

[0100] In this application, since the aryl group includes a ring assembly, the aryl group includes biphenyls and terphenyls in which a benzene ring, which is a single aromatic ring, is connected by a single bond. Additionally, since the aryl group also includes compounds in which an aromatic ring system conjugated to an aromatic single ring is connected by a single bond, for example, compounds in which a fluorene ring, which is an aromatic ring system conjugated to an aromatic single ring, is connected by a single bond.

[0101] The term "fused multi-ring system" as used in this application refers to a fused ring form sharing at least two atoms, and includes a form in which two or more hydrocarbon ring systems are fused, and a form in which at least one heterocyclic system containing at least one heteroatom is fused. Such fused multi-ring systems may be aromatic rings, heteroaromatic rings, aliphatic rings, or combinations thereof. For example, in the case of an aryl group, it may be a naphthalenyl group, a phenanthreneyl group, a fluorenyl group, etc., but is not limited thereto.

[0102] The term "spiro compound" as used in this application refers to a "spiro union" having a connection formed by two rings sharing only one atom. In this case, the atom shared between the two rings is called a "spiro atom," and depending on the number of spiro atoms contained in a compound, they are respectively called "monospyro-," "dyspyro-," and "trispyro-" compounds.

[0103] Unless otherwise noted, the terms “fluorenyl group,” “fluorenyl group,” and “fluorentriyl group” as used in this application refer to a monovalent, divalent, or trivalent functional group in which R, R', R" and R'" are all hydrogens in the following structures, respectively; “substituted fluorenyl group,” “substituted fluorenyl group,” or “substituted fluorentriyl group” refer to a case where at least one of the substituents R, R', R", and R'" is a substituent other than hydrogen, and includes cases where R and R' are bonded to each other to form a spiro compound together with the carbon to which they are bonded. In this specification, fluorenyl group, fluorenyl group, and fluorentriyl group may all be referred to as fluoren groups regardless of valence, such as monovalent, divalent, trivalent, etc.

[0104]

[0105] In addition, the above R, R', R" and R'" may each independently be 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, or a heterocyclic group having 2 to 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, quinazolin, or quinoxaline. For example, the substituted fluorenyl group and fluorenyl group may each be a monovalent or divalent functional group of 9,9-dimethylfluorene, 9,9-diphenylfluorene, and 9,9'-spirobi[9H-fluorene].

[0106] The term "heterocyclic group" as used in this application includes not only aromatic rings such as "heteroaryl groups" or "heteroarylene groups" but also non-aromatic rings, and unless otherwise noted, means a ring having 2 to 60 carbon atoms containing one or more heteroatoms, but is not limited thereto. The term "heteroatom" as used in this application represents N, O, S, P, or Si unless otherwise noted, and heterocyclic groups mean a single ring type, ring assembly, conjugated multi-ring system, spiro compound, etc. containing a heteroatom.

[0107] For example, the “heterocyclic group” may also include compounds containing heterocyclic groups such as SO2, P=O, etc., instead of the carbon forming the ring, as in the following compounds.

[0108]

[0109] The term "ring" as used in this application includes single rings and polycyclic rings, hydrocarbon rings as well as heterorings containing at least one heteroatom, and aromatic and non-aromatic rings.

[0110] The term “polycyclic” as used in this application includes ring assemblies such as biphenyl, terphenyl, etc., fused multiple ring systems and spiro compounds, includes not only aromatic but also non-aromatic, and includes hydrocarbon rings as well as heterocycles containing at least one heteroatom.

[0111] The term "aliphatic ring" as used in this application refers to a cyclic hydrocarbon excluding aromatic hydrocarbons, and includes monocyclic, ring aggregate, conjugated multi-ring systems, spiro compounds, etc. Unless otherwise stated, it refers to a ring having 3 to 60 carbon atoms, but is not limited thereto. For example, even when benzene, an aromatic ring, and cyclohexane, a non-aromatic ring, are fused, it corresponds to an aliphatic ring.

[0112] In addition, when prefixes are named consecutively, it means that the substituents are listed in the order in which they were first described. For example, "aryl alkoxy" refers to an alkoxy group substituted with an aryl group; "alkoxycarbonyl" refers to a carbonyl group substituted with an alkoxy group; and "arylcarbonylalkenyl" refers to an alkeneyl group substituted with an aryl carbonyl group, where the aryl carbonyl group is a carbonyl group substituted with an aryl group.

[0113] Additionally, unless explicitly stated otherwise, in the terms "substituted or unsubstituted" as used in this application, "substituted" refers to deuterium, halogen, amino group, nitrile group, nitro group, C1~C 30 alkyl group of, C1~C 30 alkoxy groups, C1~C 30 alkylamine group of, C1~C 30 alkylthiophene group of, C6~C 30 arylthiophene group, C2~C 30 The Alken Diary, C2~C 30 Alkin's Diary, C3~C 30 cycloalkyl group of, C6~C 30 aryl group, C6~C substituted with deuterium 30 aryl group of, C8~C 30 C2~C comprising an aryl alkenyl group, a silane group, a boron group, a germanium group, and at least one heteroatom selected from the group consisting of O, N, S, Si, and P. 30 It means being substituted with one or more substituents selected from a group of heterocyclic rings, but is not limited to these substituents.

[0114] In this application, the ‘functional group name’ corresponding to the aryl group, arylene group, heterocyclic group, etc., which are exemplified as examples of each symbol and its substituent, may be described as the ‘functional group name reflecting the valence,’ but may also be described as the ‘parent compound name.’ For example, in the case of ‘phenanthrene,’ which is a type of aryl group, the name of the group may be described by distinguishing the valence, such as ‘phenanthrile (group)’ for the monovalent group and ‘phenanthrillene (group)’ for the divalent group, but it may also be described as the parent compound name ‘phenanthrene’ regardless of the valence.

[0115] Similarly, in the case of pyrimidine, it may be described as 'pyrimidine' regardless of the valence, or as the 'name of the group' of the corresponding valence, such as pyrimidineyl(group) in the case of monovalence, or pyrimidineyl(group) in the case of divalence. Therefore, when the type of substituent is described in the name of the parent compound in this application, it may refer to an n-valence 'group' formed by the detachment of a hydrogen atom bonded to a carbon atom and / or a heteroatom of the parent compound.

[0116] In addition, when describing compound names or substituent names in this specification, numbers or alphabets indicating positions may be omitted. For example, pyrido[4,3-d]pyrimidine may be described as pyridopyrimidine, benzofuro[2,3-d]pyrimidine as benzofuropyrimidine, 9,9-dimethyl-9H-fluorene as dimethylfluorene, etc. Accordingly, both benzo[g]quinoxaline and benzo[f]quinoxaline may be described as benzoquinoxaline.

[0117] In addition, unless explicitly stated otherwise, the chemical formulas used in this application shall be applied identically to the definitions of substituents by the definitions of the indices of the following chemical formulas.

[0118]

[0119] Here, if a is an integer of 0, the substituent R 1≡ indicates absence; that is, when a is 0, it means that hydrogen is bonded to all carbons forming the benzene ring, in which case the chemical formula or compound can be written without indicating the hydrogen bonded to the carbons. Additionally, when a is an integer of 1, one substituent R 1 It bonds to any one of the carbons forming the benzene ring, and when a is an integer of 2 or 3, it can bond, for example, as follows; when a is an integer of 4 to 6, it bonds to the carbons of the benzene ring in a similar manner; and when a is an integer greater than or equal to 2, R 1 They may be the same or different from each other.

[0120]

[0121] Unless otherwise described in this application, forming a ring means that adjacent groups are combined to form a single ring or multiple bonded rings, and the single ring and the formed multiple bonded rings may include hydrocarbon rings as well as heterorings containing at least one heteroatom, and may include aromatic and non-aromatic rings.

[0122] In addition, unless otherwise stated in this specification, when indicating a condensed ring, the number in 'number-condensed ring' indicates the number of rings being condensed. For example, a form in which three rings are condensed together, such as anthracene, phenanthrene, and benzoquinazolin, may be indicated as a 3-condensed ring.

[0123] Meanwhile, the term "bridged bicyclic compound" as used in this application refers, unless otherwise stated, to a compound in which two rings share three or more atoms to form a ring. The atoms shared may include carbon or heteroatoms.

[0124] In the present application, the organic electric device may mean a component(s) between an anode and a cathode, or an organic light-emitting diode comprising an anode, a cathode, and a component(s) located between them.

[0125] Additionally, depending on the case, the display device in this application may refer to an organic electric device, an organic light-emitting diode and a panel including the same, or an electronic device including a panel and a circuit. Here, for example, the electronic device may include, but is not limited to, lighting devices, solar cells, portable or mobile terminals (e.g., smartphones, tablets, PDAs, electronic dictionaries, PMPs, etc.), navigation terminals, game consoles, various TVs, various computer monitors, etc., and may be any type of device that includes the above-mentioned component(s).

[0127] Hereinafter, embodiments of the present invention will be described in detail. However, these are presented as examples and are not intended to limit the present invention, and the present invention is defined only by the scope of the claims set forth below.

[0128] A photosensitive resin composition according to one embodiment of the present invention may comprise an alkali-soluble resin, a reactive unsaturated compound, a photoinitiator, a pigment dispersion, and a solvent.

[0129] Each component is explained in detail below.

[0131] (1) Alkali-soluble resin

[0132] A photosensitive composition according to one embodiment of the present invention comprises a resin having repeating units of a structure such as the following chemical formula (2).

[0133] Chemical formula (2)

[0134]

[0135] In the above chemical formula (2),

[0136] 1) * indicates the part where the combination is connected as a repeating unit, and

[0137] 2) n is an integer between 2 and 200,000, and

[0138] 3) R 1 and R 2 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0139] 4) R 1 and R 2 Each can form adjacent tile rings, and

[0140] 5) a and b are independent integers from 0 to 4, and

[0141] 6) X 1 is a single bond, O, CO, SO2, CR'R", SiR'R", the following chemical formula (A) or chemical formula (B), and

[0142] 6-1) R' and R" are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0143] 6-2) R' and R" can each form a ring with adjacent tiles, and examples of how R' and R" combine to form a ring are as follows.

[0144]

[0146] Chemical formula (A)

[0147]

[0148] Chemical formula (B)

[0149]

[0150] In the above chemical formulas (A) and (B),

[0151] 6-3) * indicates the joint position,

[0152] 6-4) X3 is O, S, SO2 or NR', and

[0153] 6-5) R' is hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0154] 6-6) R 3 ~R 6 They are independently hydrogen; deuterium; halogen; C6~C 30aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0155] 6-7) R 3 ~R 6 Each can form adjacent tile rings, and

[0156] 6-8) c~f are independent integers from 0 to 4, and

[0158] 7) X 2 is a fluorene group; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 The aryloxy group of; or a combination thereof,

[0159] 8) A 1 and A 2 are independently of each other the following chemical formula (C) or chemical formula (D), and

[0160] Chemical formula (C)

[0161]

[0162] Chemical formula (D)

[0163]

[0164] In the above chemical formulas (C) and (D),

[0165] 8-1) * indicates the joint position,

[0166] 8-2) R 7 ~R 10 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0167] 8-3) Y 1 and Y 2 are independently either chemical formula (E) or chemical formula (F), and

[0168] Chemical formula (E)

[0169]

[0170] Chemical formula (F)

[0171]

[0172] 8-3-1) * indicates the joint position,

[0173] 8-3-2) R 11 ~R 15 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; or C1~C 20 It is an alkoxycarbonyl group, and

[0174] 8-3-3) L 1 ~L 3 They have independent single bonds, fluorenyllene groups, C1~C 30 alkylene, C6~C 30 arylene of, C2~C 30 heterocycle of or C1~C 30 It is an alkoxylene, and

[0175] 8-3-4) g and h are independent integers from 0 to 3; provided that g+h=3, and

[0177] 9) In a resin containing repeating units represented by chemical formula (2), the ratio of chemical formula (C) to chemical formula (D) is 1:9 to 9:1, and

[0178] 10) The above R 1 ~R 15 , R', R", X 2 and L 1 ~L 3 and the rings formed by the bonding of adjacent groups are, respectively, deuterium; halogen; C1~C 30 alkyl group or C6~C 30 Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring.

[0180] The above R 1 ~R 15 , R', R" and X 2 If is an aryl group, preferably C6~C 30 The aryl group of, more preferably C6~C 18 The aryl group can be, for example, phenyl, biphenyl, naphthyl, terphenyl, etc.

[0181] The above R 1 ~R 15 , R', R" and X 2 If is a heterocyclic ring, Preferably C2~C 30 The heterocyclic group of, more preferably C2~C 18 The heterocyclic group of, for example, dibenzofuran, dibenzothiophene, naphthobenzothiophene, naphthobenzofuran, etc.

[0182] The above R 1 ~R 15 , R', R" and X 2 If the fluorene group is a fluorene group, it may preferably be 9,9-dimethyl-9H-fluorene, 9,9-diphenyl-9H-fluorene group, 9,9'-spirobifluorene, etc.

[0183] The above L 1 ~L 3 If is an arylene group, preferably C6~C 30 The arylene group of, more preferably C6~C 18 The arylene group can be, for example, phenyl, biphenyl, naphthyl, terphenyl, etc.

[0184] The above R 1 ~R 15 , where R' and R" are alkyl groups, preferably C1 to C 10 It can be an alkyl group, such as methyl, t-butyl, etc.

[0185] The above R 1 ~R 15 When , R' and R" are alkoxyl groups, preferably C1~C 20 The alkoxyl group of, more preferably C1~C 10 The alkoxyl group can be, for example, methoxy, t-butoxy, etc.

[0186] The above R 1 ~R 15 , R', R", X 2 and L 1 ~L 3 The rings formed by the combination of neighboring groups are C6~C 60 Aromatic ring; fluorene group; C2~C comprising at least one heteroatom among O, N, S, Si and P 60 The heterocyclic group of; or C3~C 60 It may be an aliphatic ring, for example, when adjacent groups combine to form an aromatic ring, preferably C6~C 20 The aromatic ring of, more preferably C6~C 14 It can form aromatic rings, such as benzene, naphthalene, phenanthrene, etc.

[0188] The ratio of formula (E) to formula (F) within the polymer chain of the resin containing the repeating unit represented by the above formula (2) is preferably 2:0 to 1:1, and most preferably 1.5:0.5. If the ratio of formula (F) is higher than the ratio of formula (E), residue may be generated due to excessively high adhesion, and the amount of outgassing may also increase significantly. When the ratio of formula (E) to formula (F) is 1.5:0.5, the resolution of the pattern is best and the amount of outgassing is satisfactory.

[0189] The weight-average molecular weight of the resin containing the repeating unit represented by the above chemical formula (2) is 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, the pattern is formed well without residue when manufacturing the pattern layer, there is no loss of film thickness during development, and a good pattern can be obtained.

[0190] A resin containing repeating units represented by the above chemical formula (2) may be included in an amount of 1 to 30 weight%, more preferably 3 to 20 weight%, with respect to the total amount of the photosensitive resin composition. When the resin is included within the above range, excellent sensitivity, developability, and adhesion (adhesion) can be obtained.

[0191] The above photosensitive resin composition may further include an acrylic resin in addition to the resin containing the repeating unit represented by the above chemical formula (2). The acrylic resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therefrom, and is a resin containing one or more acrylic repeating units.

[0192] The above acrylic resin may be a copolymer of ethylenically unsaturated monomers including 2 to 10 types of acrylates, methacrylates, etc., and the weight average molecular weight may be 5,000 to 30,000 g / mol.

[0194] (2) Reactive unsaturated compounds

[0195] A photosensitive resin composition according to one embodiment of the present invention comprises a reactive unsaturated compound that can be crosslinked by radicals during the exposure step.

[0196] The above-mentioned reactive unsaturated compound has an ethylenically unsaturated double bond, thereby causing sufficient polymerization during exposure in the pattern formation process, which can form a pattern with excellent heat resistance, light resistance, and chemical resistance.

[0197] Specific examples of the above-mentioned reactive unsaturated compounds include ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, bisphenol A epoxyacrylate, ethylene glycol monomethyl ether acrylate, trimethylolpropane triacrylate, tripentaerythritol octacrylate, etc.

[0198] Examples of commercially available products of the above-mentioned reactive unsaturated compounds are as follows.

[0199] Examples of the above-mentioned difunctional esters of (meth)acrylic acid include Aronix M-210, M-240, M-6200, etc. from Doa Kosei Kagaku Kogyo Co., Ltd.; KAYARAD HDDA, HX-220, R-604, etc. from Nihon Kayaku Co., Ltd.; and V-260, V-312, V-335 HP, etc. from Osaka Yuki Kagaku Kogyo Co., Ltd.

[0200] Examples of the above trifunctional esters of (meth)acrylic acid include Aronix M-309, M-400, M-405, M-450, M-7100, M-8030, M-8060, etc. from Doa Kosei Kagaku Kogyo Co., Ltd.; KAYARAD TMPTA, DPCA-20, DPCA-60, DPCA-120, etc. from Nihon Kayaku Kogyo Co., Ltd.; and V-295, V-300, V-360, etc. from Osaka Yuki Kayaku Kogyo Co., Ltd.

[0201] The above product can be used alone or in combination of two or more types.

[0202] The above-mentioned reactive unsaturated compound may be treated with an acid anhydride to provide superior developability. The above-mentioned reactive unsaturated compound may be included in an amount of 1 to 50 weight%, for example, 5 to 30 weight%, based on the total amount of the photosensitive resin composition. When the above-mentioned reactive unsaturated compound is included within the above range, sufficient curing occurs during exposure in the pattern formation process, resulting in excellent reliability, and the heat resistance, light resistance, and chemical resistance of the pattern are excellent, as well as the resolution and adhesion are also excellent.

[0204] (3) Photoinitiator

[0205] A photosensitive resin composition according to one embodiment of the present invention may include the following photoinitiator, and as a photoinitiator, an oxime ester-based compound may be used alone or two or more types may be used in combination.

[0206] The photoinitiator that can be used in combination with the above oxime ester-based compound is a photoinitiator used in a photosensitive resin composition, and examples include acetophenone-based compounds, benzophenone-based compounds, thioxanthone-based compounds, benzoin-based compounds, triazine-based compounds, etc.

[0207] Examples of the above oxime-based compounds include 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethanolone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholine-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butan-1,2-dione2-oxime-O-benzoate, and 1-(4-phenylsulfanylphenyl)-octan-1,2-dione2-oxime-O-benzoate. Examples include 1-(4-phenylsulfanylphenyl)-octane-1-on-oxime-O-acetate and 1-(4-phenylsulfanylphenyl)-butane-1-on-oxime-O-acetate, 1-(4-methylsulfanylphenyl)-butane-1-on-oxime-O-acetate, hydroxyimino-(4-methylsulfanylphenyl)-ethyl acetate-O-acetate, hydroxyimino-(4-methylsulfanylphenyl)-ethyl acetate-O-benzoate, etc.

[0208] Examples of the above acetophenone-based compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloroacetophenone, pt-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, etc.

[0209] Examples of the above benzophenone compounds include benzophenone, benzoyl benzoic acid, methyl benzoyl benzoate, 4-phenyl benzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, etc.

[0210] Examples of the above thioxanthonic compounds include thioxanthon, 2-chlorothioxanthon, 2-methylthioxanthon, isopropylthioxanthon, 2,4-diethylthioxanthon, 2,4-diisopropylthioxanthon, 2-chlorothioxanthon, etc.

[0211] Examples of the above-mentioned benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, etc.

[0212] Examples of the above triazine compounds 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, and bis(trichloromethyl)-6-styryl-s-triazine. Examples include 2-(naphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho-1-yl)-4,6-s(trichloromethyl)-s-triazine, 2-4-trichloromethyl(piperonyl)-6-triazine, 2-4-trichloromethyl(4'-methoxystyryl)-6-triazine, etc.

[0213] In addition to the above compounds, the above photoinitiator may use carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, imidazole compounds, non-imidazole compounds, etc.

[0214] The above photoinitiator may be used as a radical polymerization initiator, such as peroxide-based compounds, azobis-based compounds, etc.

[0215] Examples of the above photoperoxide-based compounds 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; and hydroperoxides such as 2,4,4-trimethylpentyl-2-hydroperoxide, diisopropylbenzene hydroperoxide, cumene hydroperoxide, and t-butyl hydroperoxide. Dialkyl peroxides such as dicumyl peroxide, 2,5-dimethyl-2,5-di(t-butylperoxy)hexane, 1,3-bis(t-butyloxyisopropyl)benzene, and t-butylperoxyvaleric acid n-butyl ester; alkyl peresters such as 2,4,4-trimethylpentyl peroxyphenoxyacetate, α-cumyl peroxyneodecanoate, t-butyl peroxybenzoate, and di-t-butyl peroxytrimethyladipate; Examples of percarbonates include di-3-methoxybutyl peroxydicarbonate, di-2-ethylhexyl peroxydicarbonate, bis-4-t-butylcyclohexyl peroxydicarbonate, diisopropyl peroxydicarbonate, acetylcyclohexylsulfonyl peroxide, t-butyl peroxyaryl carbonate, etc.

[0216] Examples of the above azobis-based compounds 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-cyanovaleic acid).

[0217] The above photoinitiator may also be used together with a photosensitizer that causes a chemical reaction by absorbing light, becoming excited, and then transferring that energy. Examples of the above photosensitizers include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, etc.

[0218] The above photoinitiator may be included in an amount of 0.01 to 10 weight%, for example, 0.1 to 5 weight%, based on the total amount of the photosensitive resin composition. When the initiator is included within the above range, sufficient curing occurs during exposure in the pattern formation process, thereby obtaining excellent reliability, and the heat resistance, light resistance, and chemical resistance of the pattern are excellent, as are the resolution and adhesion, and the decrease in transmittance caused by unreacted initiator can be prevented.

[0220] (4) Pigment dispersion

[0221] A photosensitive composition according to one embodiment of the present invention may include a pigment dispersion liquid comprising a pigment, a dispersant, and a dispersion binder resin.

[0222] The above pigment can be either an organic pigment or an inorganic pigment.

[0223] The above pigments include red pigments, green pigments, blue pigments, yellow pigments, black pigments, etc.

[0224] The above pigments may be used alone or in a mixture of two or more, and are not limited to these examples.

[0225] Examples of the above red pigments include CI red pigment 254, CI red pigment 255, CI red pigment 264, CI red pigment 270, CI red pigment 272, CI red pigment 177, CI red pigment 89, etc.

[0226] Examples of the above green pigments include halogen-substituted copper phthalocyanine pigments such as CI green pigment 36 and CI green pigment 7.

[0227] Examples of the above blue pigments include copper phthalocyanine pigments such as CI blue pigment 15:6, CI blue pigment 15, CI blue pigment 15:1, CI blue pigment 15:2, CI blue pigment 15:3, CI blue pigment 15:4, CI blue pigment 15:5, CI blue pigment 16, etc.

[0228] Examples of the above yellow pigments include isoindoline-based pigments such as CI yellow pigment 139, quinophthalone-based pigments such as CI yellow pigment 138, and nickel complex pigments such as CI yellow pigment 150.

[0229] Examples of the above black pigments include benzofuranon black, lactam black, aniline black, perylene black, titanium black, carbon black, etc.

[0230] The above pigment may also be used after pretreatment using a water-soluble inorganic salt and a wetting agent. When the above pigment is used after pretreatment as described above, the primary particle size of the pigment can be refined. The above pretreatment may be performed through a step of kneading the above pigment together with a water-soluble inorganic salt and a wetting agent, and a step of filtering and washing the pigment obtained from 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, etc., and then filtering.

[0231] Examples of the above-mentioned water-soluble inorganic salts include sodium chloride and potassium chloride, but are not limited thereto.

[0232] The above wetting agent serves as a medium that allows the pigment and the water-soluble inorganic salt to be uniformly mixed so that the pigment can be easily ground. Examples include alkylene glycol monoalkyl ethers such as ethylene glycol monoethyl ether, propylene glycol monomethyl ether, and diethylene glycol monomethyl ether; alcohols such as ethanol, isopropanol, butanol, hexanol, cyclohexanol, ethylene glycol, diethylene glycol, polyethylene glycol, and glycerin polyethylene glycol. These may be used individually or in a mixture of two or more.

[0233] The pigment that has undergone the above kneading step may have an average particle size of 20 nm to 110 nm. When the average particle size of the pigment is within the above range, it can effectively form fine patterns while having excellent heat resistance and light resistance.

[0234] The pigment that has undergone the above kneading step may have acid groups capable of binding to a dispersant introduced to its surface through acid treatment.

[0235] The above-mentioned dispersant interacts with the pigment and dispersion binder within the pigment dispersion solution to link the pigment and the dispersion binder resin, thereby ensuring that the dispersion of the pigment is maintained stably.

[0236] It is preferable that the above-mentioned dispersant be a nonionic dispersant, as this is desirable because it can suppress electrode defects when a composition pattern containing the nonionic dispersant is formed in contact with an electrode of an organic light-emitting display device. In addition, nonionic dispersants have the advantage of excellent pattern stability due to low outgassing.

[0237] It is preferable that the above-mentioned dispersant is a dispersant having a structure represented by the following chemical formula (1).

[0238] Chemical formula (1)

[0239]

[0240] In the above chemical formula (1),

[0241] 1) Ar 21 C3~C 30 aliphatic ring; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 A fused ring of an aliphatic ring and an aromatic ring; or a combination thereof,

[0242] 2) R 21 C5~C 20 It is an ethylene glycol chain group, and

[0243] 3) R 22 and R 23 They are independently hydrogen; deuterium; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0244] 4) R 24 ~ R 26 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 an alkoxycarbonyl group of; or a combination thereof,

[0245] 5) L 21 , L 24 and L 25 are independently single bonds; fluorenyllene group; C1~C 30 alkylene of; C6~C 30 arylene of; C2~C 30 heterocycle of; C1~C 30 alkoxylenes; or a combination thereof,

[0246] 6) d is an integer of 1 or 2, and

[0247] 7) With respect to a total repeating unit of 100 mol% contained in the compound represented by the above chemical formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%, and

[0248] 8) The above Ar 21 , R 21 ~R 26 , L 21 , L 24 and L 25 are deuterium; halogen; C1~C, respectively. 30 alkyl group or C6~C 30 Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring.

[0249] The dispersant represented by the above chemical formula (1) is preferably represented by the following chemical formula (3) or chemical formula (4), and is more preferably chemical formula (4).

[0250] The dispersant of the present invention containing a diamine side chain is desirable because it can more effectively finely disperse the pigment by strongly forming ð-orbital stacking or hydrogen bonds with the acid groups of the dispersed binder resin and the acid groups of the acid-treated pigment.

[0251] Chemical formula (3)

[0252]

[0253] Chemical formula (4)

[0254]

[0255] In the above chemical formulas (3) and (4),

[0256] 1) Ar 21 , R 21 ~R 26 , L 21 , L 24 , L 25 and a~c are the same as defined in the above chemical formula (1), and

[0257] 2) R 27 and R 28 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof.

[0258] In addition, in the compound represented by the above chemical formula (1), it is preferable that the amine side chain includes a urea moiety linker. When the amine side chain of a dispersant having the structure represented by the above chemical formula (1) includes a urea moiety, the dispersibility of the pigment is improved due to the structural characteristics of the urea moiety. Furthermore, the group connected by the urea moiety does not break during the post-heat treatment process, and accordingly, less outgassing is generated, which has the effect of increasing the stability of the pattern.

[0259] For a total repeating unit of 100 mol% contained in the compound represented by the above chemical formula (1), it is preferable that a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%. When a, b, and c are included in the above proportions, it is desirable to exhibit high developability and heat resistance, while simultaneously having a low amount of outgassing and effectively dispersing pigments.

[0260] In the above chemical formula (1), Ar 21It is preferable that the repeating unit is a phenyl group, and if the repeating unit containing the phenyl group is included in an amount of 40 to 60 mol% relative to the total 100 mol% of repeating units included in the compound represented by the chemical formula (1), high heat resistance and Tg can be secured, and the pigment dispersion solution can be prevented from exhibiting sticky characteristics like an adhesive due to the low Tg.

[0261] R in the above chemical formula (1) 21 It is preferable that the ethylene glycol chain group be an ethylene glycol chain group, and the ethylene glycol chain group refers to a chain-type substituent extended into an ethylene glycol moiety. Since there is a problem of reduced developmentability when the ethylene glycol chain group has fewer than 5 carbon atoms and a problem of vulnerability to outgassing when the ethylene glycol chain group has more than 20 carbon atoms, it is more preferable that the ethylene glycol chain group have 5 to 20 carbon atoms.

[0262] In the above chemical formula (1), the repeating unit containing a urea moiety and an amine group can increase pigment dispersibility as the content increases, but it has the disadvantage of reduced heat resistance due to the low Tg and increased outgassing during the post-heat treatment process. Therefore, in the case of the repeating unit containing a urea moiety and an amine group, as described above, it is preferable to include 20 to 40 mol% of the total repeating unit 100 mol% included in the compound represented by the above chemical formula (1).

[0263] It is preferable that the amine value of the dispersant comprising the structure represented by the above chemical formula (1) be 30 to 150 mgKOH / g.

[0264] The dispersant of the present invention represented by the above chemical formula (1) can effectively disperse pigments in a range of average particle size (D50) of 90 nm to 110 nm, and is highly desirable as it generates less outgassing relative to the amount of dispersant used. In addition, the dispersant of the present invention represented by the above chemical formula (1) strongly binds to the acid groups of the dispersion binder and is developed together with the dispersion binder resin during the development process, and has the advantage of generating less residue compared to conventional dispersants, thereby enabling the realization of high-resolution patterns.

[0265] The dispersion binder resin connected to the pigment through the above-mentioned dispersant generates a steric hindrance effect between the pigment particles, allowing the pigment particles to be dispersed at regular intervals. The dispersion binder resin may be an acrylic resin containing carboxyl groups, which is desirable as it can not only improve the stability of the pigment dispersion solution but also improve the developability and resolution of the pattern.

[0266] The pigment dispersion liquid may further include a pigment, a binder resin, and a solvent in addition to a dispersant having a structure represented by the chemical formula (1), and it is preferable that the pigment dispersion liquid comprises, for every 100 parts by weight of the pigment, 1 to 30 parts by weight of pigment; 1 to 10 parts by weight of dispersion binder resin; 1 to 10 parts by weight of a dispersant having a structure represented by the chemical formula (1); and 20 to 80 parts by weight of solvent.

[0267] The pigment dispersion may be included in an amount of 5 to 40 weight%, more specifically 8 to 30 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.

[0268] The average particle size range (D50) of the pigment particles in the photosensitive resin composition is 80 nm to 220 nm, and preferably 90 nm to 110 nm. When the average particle size range of the pigment particles in the photosensitive resin composition falls within the range of 90 nm to 110 nm, the pattern resolution is excellent and the occurrence of residue is suppressed, which is desirable.

[0269] The full width at half maximum of the pigment particles above represents the width at the n / 2 point from the highest point (n) of the particle size distribution graph, and the smaller the value, the more uniform the pigment size and the more advantageous it is for pattern formation. The full width at half maximum range is 70 nm to 170 nm, and preferably 75 nm to 95 nm.

[0271] (5) solvent

[0272] The above solvent may be a material that is compatible with but does not react with the alkali-soluble resin, the reactive unsaturated compound, the pigment, and the initiator.

[0273] Examples of the above solvents 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; and 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, 2-heptanone; saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, isobutyl acetate; lactic acid esters such as methyl lactate, ethyl lactate; oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate; alkoxyacetic acid alkyl esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, and ethyl ethoxyacetate; 3-oxypropionate alkyl esters such as methyl 3-oxypropionate and ethyl 3-oxypropionate; 3-alkoxypropionate alkyl esters such as methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, and methyl ethoxypropionate; 2-oxypropionate alkyl esters such as methyl oxypropionate, ethyl oxypropionate, and propyl oxypropionate; 2-alkoxypropionate alkyl esters such as methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, and methyl ethoxypropionate;There are 2-oxy-2-methylpropionate esters such as 2-oxy-2-methylpropionate methyl and 2-oxy-2-methylpropionate ethyl; monooxymonocarboxylic acid alkyl esters of 2-alkoxy-2-methylpropionate alkyls such as 2-methoxy-2-methylpropionate methyl and 2-ethoxy-2-methylpropionate ethyl; esters such as 2-hydroxypropionate ethyl, 2-hydroxy-2-methylpropionate ethyl, hydroxyacetate ethyl, and 2-hydroxy-3-methylbutanoate; and ketone acid esters such as ethyl pyruvate.

[0274] In addition, high-boiling point solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformanilad, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, capronic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, and phenyl cellosolve acetate may also be used.

[0275] Considering compatibility and reactivity among the above solvents, glycol ethers such as ethylene glycol monoethyl ether; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; esters such as ethyl 2-hydroxypropionate; carbitols such as diethylene glycol monomethyl ether; and propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate may be preferably used.

[0276] The above solvent may be included as a remainder with respect to the total amount of the photosensitive resin composition, specifically in an amount of 50 to 90 weight percent. When the above solvent is included within the above range, the processability is excellent when manufacturing a pattern layer as the photosensitive resin composition has an appropriate viscosity.

[0278] Another embodiment of the present invention may provide an organic light-emitting display device.

[0279] Hereinafter, an organic light-emitting display device according to an embodiment of the present invention is described with reference to FIG. 1. The organic light-emitting display device according to an embodiment of the present invention comprises a substrate (1), a TFT layer (2) on the substrate, a flat layer (3) on the TFT layer, an organic light-emitting element layer on the flat layer, a sealing layer (8) disposed on the organic light-emitting element layer, a touch panel (9) disposed on the sealing layer, and a color filter disposed on the touch panel, wherein one or more of the flat layer, the organic light-emitting element layer, the sealing layer, the touch panel, and the color filter comprise a pattern or film formed from a photosensitive resin composition of the present invention.

[0280] The above pattern or film is formed from a photosensitive composition having a resin having repeating units represented by chemical formula (2) as the main component and a pigment dispersion containing a dispersant represented by the structure represented by chemical formula (1) as an essential component.

[0281] The above substrate (1) may be a flexible substrate. The substrate may be made of a plastic material with excellent heat resistance and durability, such as polyimide (PI), polyethylene terephthalate (PET), polyethylene naphtalate (PEN), polycarbonate (PC), polyarylate (PAR), polyetherimide (PEI), and polyethersulfone (PES).

[0282] 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 with SiO2 as the main component.

[0283] In the case of a bottom emission type where the image is oriented toward the substrate, the substrate must be formed of a transparent material. However, in the case of a top emission type where the image is oriented toward the opposite side 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 one or more materials selected from the group consisting of carbon, iron, chromium, manganese, nickel, titanium, molybdenum, and stainless steel (SUS), but is not limited thereto.

[0284] A TFT layer (2) may be disposed on the substrate. The term "TFT layer" as used in this specification refers to a thin-film transistor (TFT) array for driving an organic light-emitting device, and signifies a driving part for displaying an image. FIG. 1 only shows an organic light-emitting device and a driving thin-film transistor for driving the organic light-emitting device, but this is for convenience of explanation only, and the present invention is not limited to what is shown, and it is obvious to those skilled in the art that a plurality of thin-film transistors, storage capacitors, and various wirings may be further included.

[0285] The above TFT layer can be covered and protected by a flat layer (3). The flat layer may include an inorganic insulating film and / or an organic insulating film. Examples of inorganic insulating films that can be used in the flat layer include silicon oxide (SiO2) and silicon nitride (SiN2). xIt may include silicon oxynitride (SiON), aluminum oxide (Al2O3), titanium oxide (TiO2), tantalum oxide (Ta2O5), hafnium oxide (HfO2), zirconium oxide (ZrO2), BST (Barium Strontium Titanate), PZT (Lead Zirconate-Titanate), etc.

[0286] In addition, examples of organic insulating films that can be used in a flat layer may include general-purpose polymers (PMMA, PS), polymer derivatives having a phenolic group, acrylic polymers, imide polymers, aryl ether polymers, amide polymers, fluorine polymers, p-xylene polymers, vinyl alcohol polymers, and blends thereof.

[0287] Meanwhile, the flat layer may have a composite laminated structure of an inorganic insulating film and an organic insulating film. Additionally, the flat layer may include the photosensitive composition of the present invention. Details regarding the photosensitive composition of the present invention are the same as those according to one embodiment of the present invention described above, so they will be omitted.

[0288] When a flat layer is formed using the photosensitive composition of the present invention, the amount of outgassing is significantly reduced compared to conventional compositions for forming flat layers due to the non-ionic dispersant included in the pigment dispersion within the photosensitive composition of the present invention, thereby improving the stability of the flat layer pattern and preventing defects occurring at the electrode in contact with the flat layer, which is desirable.

[0289] An organic light-emitting element layer may be formed on the upper portion of the flat layer. The organic light-emitting element layer may include a pixel electrode (4) formed on the flat layer, a counter electrode (7) arranged to face the same, and an organic layer (6) interposed between them. When a voltage is applied between the pixel electrode and the counter electrode, the organic layer may emit light. The organic layer may emit red light, green light, blue light, or white light. 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 light, green light, or blue light, the organic light-emitting display device may further include blue, green, and red color filters.

[0290] Organic light-emitting display devices can be classified into bottom emission type, top emission type, and dual emission type depending on the direction of light emission. In a bottom emission type organic light-emitting display device, the pixel electrode is provided as a light-transmitting electrode and the counter electrode is provided as a reflective electrode. In a top emission type organic light-emitting display device, the pixel electrode is provided as a reflective electrode and the counter electrode is provided as a semi-transmitting electrode. The present invention is described based on a top emission type in which the organic light-emitting element emits light in the direction of the sealing layer.

[0291] 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 alloys thereof. The transparent or translucent electrode layer may include at least one material selected from transparent conductive oxide materials such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium oxide (In2O3), indium gallium oxide (IGO), and aluminum zinc oxide (AZO).

[0292] Pixel electrodes can be patterned and formed in the shape of islands corresponding to each pixel.

[0293] In addition, the pixel electrode can function as an anode electrode.

[0294] Meanwhile, a pixel defining film (5) may be disposed on the pixel electrode, the film having a predetermined opening that covers the edge of the pixel electrode and exposes the central part of the pixel electrode. An organic layer including an organic light-emitting layer that emits light may be disposed on the region defined by the opening. The region where the organic layer is disposed may be defined as a light-emitting region.

[0295] Meanwhile, when a light-emitting region is formed within the opening of the pixel defining film, a region protruding from the pixel defining film is disposed between the light-emitting regions, and since an organic light-emitting layer is not formed in this protruding region, it can be defined as a non-light-emitting region. The pixel defining film may include a photosensitive composition of the present invention. Details regarding the photosensitive composition of the present invention are identical to those according to one embodiment of the present invention described above, so they will be omitted.

[0296] When a pixel defining film is formed with the photosensitive composition of the present invention, the resolution of the pixel defining film pattern is improved and outgassing is reduced.

[0297] In addition, the photosensitive composition of the present invention may include a black pigment dispersion, and when a pixel defining film is formed with the photosensitive composition of the present invention containing the black pigment dispersion, it absorbs light incident from the outside, thereby improving the visibility of the organic light-emitting display device.

[0298] The counter electrode can be formed as a transparent electrode. The counter electrode may be a semipermeable film formed by thinly forming a metal with a low work function, such as Li, Ca, LiF / Ca, LiF / Al, Al, Mg, Ag, etc. To compensate for the high resistance problem of the thin metal semipermeable film, a transparent conductive film composed of a transparent conductive oxide may be laminated on the metal semipermeable film.

[0299] The counter electrode can be formed across the entire surface of the substrate in the form of a common electrode.

[0300] In addition, such a counter electrode can function as a cathode electrode.

[0301] The pixel electrode and the counter electrode as described above may have opposite polarities.

[0302] The organic 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. In the case where the organic light-emitting layer is a low-molecular-weight organic layer formed from a low-molecular-weight organic material, a hole transport layer (HTL) and a hole injection layer (HIL), etc., may be arranged in the direction of the pixel electrode centered on the organic light-emitting layer, and an electron transport layer (ETL) and an electron injection layer (EIL), etc., may be arranged in the direction of the counter electrode.

[0303] Of course, other functional layers may be stacked in addition to these hole injection layers, hole transport layers, electron transport layers, and electron injection layers.

[0304] A sealing layer (8) may be disposed on the organic light-emitting element layer to cover the organic light-emitting element layer. The organic light-emitting element included in the organic light-emitting element layer is composed of organic material and can easily deteriorate due to external moisture or oxygen. Therefore, the organic light-emitting element layer must be sealed to protect such organic light-emitting elements. As a means of sealing the organic light-emitting element layer, the sealing layer may have a structure in which a plurality of inorganic films and a plurality of organic films are alternately stacked.

[0305] In the organic light-emitting display device of the present embodiment, it is preferable to form a sealing layer using a thin film in which a plurality of inorganic films and a plurality of organic films are alternately stacked, rather than a sealing substrate, and by using a thin film as a sealing means, the flexibility and thinness of the organic light-emitting display device can be easily realized.

[0306] The sealing layer may include a plurality of inorganic films and a plurality of organic films. The inorganic films and organic films may be stacked alternately.

[0307] The above inorganic films may be composed of metal oxides, metal nitrides, metal carbides, or combinations thereof. For example, the inorganic films may be composed of aluminum oxide, silicon oxide, or silicon nitride. According to another example, the inorganic films may include a stacked structure of a plurality of inorganic insulating layers. The inorganic films may perform the function of inhibiting external moisture and / or oxygen, etc., from penetrating the organic light-emitting diode layer.

[0308] The above organic films may be polymeric organic compounds. For example, the organic films may include any one of epoxy, acrylate, or urethane acrylate. The organic films may perform the function of relieving internal stress of the inorganic films, or compensating for and flattening defects of the inorganic films.

[0309] The stacking order of the inorganic films and organic films constituting the sealing layer is not limited, and an organic film or an inorganic film may be stacked on the organic light-emitting diode layer, and the top layer of the sealing layer may also be an organic film or an inorganic film.

[0310] 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 opposite thereto, and an insulating layer interposed between them.

[0311] The first touch electrode and the second touch electrode may be formed in the shape of a grid pattern or a specific pattern. The first touch electrode may be formed in contact with the upper surface of the sealing layer, and an inorganic layer may be additionally provided between the sealing layer and the first touch electrode.

[0312] The first touch electrode and the second touch electrode may be formed of ITO or a metal mesh, and it is preferable that they be formed of a metal mesh.

[0313] Metal mesh is an electrode manufactured by printing opaque metals (such as copper, silver, gold, and aluminum) in a grid shape with a thickness of 1 to 7 μm. Because it uses highly conductive metals, it has very low resistance values, resulting in fast touch response speeds. It also offers advantages such as ease of implementing large screens and lower cost compared to ITO films. Furthermore, metal mesh electrodes exhibit superior durability against repeated bending compared to ITO electrodes, making them suitable for use as touch panel electrodes for foldable displays.

[0314] It is preferable that the above-mentioned touch panel is a capacitive touch panel that detects the location by utilizing the capacitance in the human body to recognize the part where the amount of current has changed and calculating the size when a user touches it.

[0315] It is obvious to those skilled in the art that the organic light-emitting display device of the present invention is not limited to what is illustrated, and may further include a Control IC that controls coordinate values ​​necessary for converting an analog signal transmitted from a touch panel into a digital signal and determining the coordinates of a touch area, an optical seal adhesive, a flexible printed circuit board (FPCB) having conductive and signal line patterns formed thereon to transmit various signals to electronic components, and various other electronic components and various wirings.

[0316] A color filter may be formed on the touch panel. The color filter may be located on the upper part of the touch panel and may include a color portion (10) aligned vertically with the light-emitting region of the organic light-emitting element layer and a color separation portion (11) aligned vertically with the non-light-emitting region and separating the color portion.

[0317] The photosensitive composition of the present invention can be included in the color portion to narrow the wavelength range of light emitted in the light-emitting region, thereby improving the color purity of the organic light-emitting display device.

[0318] In addition, the photosensitive composition of the present invention can be included in a color separation unit to absorb and block external light incident on an organic light-emitting display device, thereby improving outdoor visibility.

[0319] The photosensitive composition of the present invention may include a red pigment or a red dye to form a red color portion aligned perpendicularly to 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 perpendicularly to a green light-emitting region. The photosensitive composition of the present invention may include a blue pigment or a blue dye to form a blue color portion aligned perpendicularly to 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 portion aligned perpendicularly to the pixel defining film.

[0320] When the color portion or color separation portion of a color filter is formed using the photosensitive composition of the present invention, a color filter of high resolution can be manufactured by having a low outgassing amount and forming a fine-sized pattern.

[0321] It is obvious to those skilled in the art that the position of each layer in the structure of the organic light-emitting display device described above is not limited, and that various functional layers with specific purposes and functions may be additionally arranged between each layer, and that the organic light-emitting display device of the present invention is not limited to the structure and drawings described above.

[0323] Hereinafter, specific synthetic examples and embodiments according to the present invention are described, but the synthetic examples and embodiments of the present invention are not limited thereto.

[0325] Synthesis Example 1 (Synthesis of binder resin)

[0326] Synthesis Example 1-1

[0327] (Preparation of Compound 1-1)

[0328] 80 g of 9,9'-bisphenolfluorene (0.228 mol, Sigma Aldrich), 42.67 g of glycidyl chloride (0.461 mol, Sigma Aldrich), and 191 g of anhydrous potassium carbonate (1.38 mol) were placed in a 1500 ml three-necked round-bottom flask equipped with a distillation column along with 600 ml of dimethylformamide. The mixture was heated to 80°C and reacted for 4 hours. Afterward, the temperature was lowered to 25°C to filter the reaction mixture. The filtrate was then added dropwise to 1000 ml of water while stirring. The precipitated powder was filtered, washed with water, and dried under reduced pressure at 40°C to obtain 100 g (216 mmol) of Compound 1-1. The purity of the obtained powder was analyzed by HPLC and showed a purity of 98%.

[0329] Compound 1-1

[0330]

[0332] Synthesis Example 1-2

[0333] (Preparation of monomers 1-1 to 1-3)

[0334] 25 g (54 mmol) of Compound 1-1 obtained in Synthesis Example 1-1, 7.9 g (0.11 mol, Daejeong Chemical Co.), 0.03 g (0.16 mmol, Daejeong Chemical Co.), and 0.01 g (0.05 mmol, Daejeong Chemical Co.) of benzyl triethylammonium chloride were placed in a 300 ml 3-neck round-bottom flask equipped with a distillation column together with 52 g of toluene (Sigma Aldrich), and stirred at 110°C for 6 hours. After the reaction was completed, the toluene was removed by vacuum distillation to obtain the product. 500g of silica gel 60 (230~400 mesh, Merck) was packed into a glass column with a diameter of 220mm, 20g of the product was packed, and separation was carried out using 10L of solvent mixed with hexane and ethyl acetate in a 4:1 volume ratio to separate monomers 1-1 to 1-3.

[0335] Monomer 1-1

[0336]

[0337] Monomer 1-2

[0338]

[0339] Monomer 1-3

[0340]

[0342] Synthesis Examples 1-3 to 1-9

[0343] (Preparation of Polymers 1-1 to 1-7)

[0344] Monomers 1-1, 1-2, and 1-3 obtained in Synthesis Example 1-2 were placed in 50 ml 3-neck round-bottom flasks equipped with distillation columns as shown in Table 1 below, so that the total amount was 5 g (8.2 mmol). Then, 0.005 g of Benzyltriethyl ammonium chloride (0.03 mmol, Taisho Chemical Co.), 0.001 g of Hydroquinone (0.01 mmol, Taisho Chemical Co.), and 14 g of Propylene Glycol Methyl Ether Acetate (Sigma Aldrich) were added to the 3-neck round-bottom flask equipped with distillation columns. After adding 1.21 g of Biphenyltetracarboxylic Acid Anhydride (4 mmol, Mitsubishi Gas Co.) and 0.38 g of Tetrahydrophthalic Acid (2 mmol, Sigma Aldrich), the mixture was stirred at 110°C for 6 hours. After the reaction was completed, the reaction solution was recovered to obtain polymers 1-1 to 1-7 containing repeating units of monomer structures 1-1, 1-2, and 1-3 in the form of a solution with a solid content of 45%. The molecular weight of the synthesized polymers was analyzed using gel permeation chromatography (Agilent).

[0345] 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 3 g (4.95 mmol) 1 g (1.65 mmol) 1 g (1.65 mmol) 4.25 g (7.01 mmol) 0.25 g (0.41 mmol) 5 g (8.24 mmol) 0 g Monomer 1-2 1 g (1.65 mmol) 3 g (4.95 mmol) 1 g (1.65 mmol) 0.25 g (0.41 mmol) 4.25 g (7.01 mmol) 0 g 5 g (8.24 mmol) Monomer 1-3 1 g (1.65 mmol) 1 g (1.65 mmol) 3 g (4.95 mmol) 0.5 g (0.83 mmol) 0.5 g (0.83 mmol) 0 g 0 g 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

[0347] Synthesis Example 1-10

[0348] (Preparation of Compound 2-1)

[0349] 20 g of trichloro silane (0.147 mol, Gelest) and 17.51 ​​g of 6-chloro-1-hexene (0.147 mol, Aldrich) were dissolved in 200 ml of ethyl acetate in a 3-neck round-bottom flask equipped with a distillation column connected to a cooling water, and 0.02 g of Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution (2 wt% in xylene, Aldrich) was added. After adding nitrogen and raising the temperature to 75°C for 5 hours, the solution was filtered through a 0.1 μm Teflon membrane to remove the platinum catalyst.

[0350] After that, 15.6 g (0.487 mol) of methanol is added dropwise over 30 minutes at room temperature, then the temperature is raised to 50°C and the reaction is carried out for an additional 2 hours, after which the solvent is removed by vacuum distillation of the reaction solution.

[0351] 24 g (0.1 mol) of the 6-Chlorohexyltrimethoxysilane obtained in this way, 8 g (0.15 mol, Aldrich), 187 ml (0.15 mol) of hydrogen sulfide THF solution (0.8 M concentration), and 100 ml of methanol were placed in an autoclave and the reaction was carried out at 100°C for 2 hours. After cooling the reaction mixture, 100 ml of hydrogen chloride in methanol (1.25 M concentration) was added dropwise over 30 minutes at room temperature, and the resulting salt was removed by filtration. Subsequently, 23 g of compound 2-1 was obtained by vacuum distillation.

[0352] Compound 2-1

[0353]

[0355] Synthesis Example 1-11

[0356] (Preparation of Compound 2-2)

[0357] The procedure was carried out in the same manner as in Synthesis Examples 1-10, except that 23.7 g of 9-Chloro-1-nonene (0.147 mol, AK Scientific) was used instead of 6-chloro-1-hexene.

[0358] Compound 2-2

[0359]

[0361] Synthesis Example 1-12

[0362] (Preparation of Compound 2-3)

[0363] The procedure was carried out in the same manner as in Synthesis Examples 1-10, except that 30 g of 12-Chloro-1-dodecene (0.147 mol, Atomax Chemicals) was used instead of 6-chloro-1-hexene.

[0364] Compound 2-3

[0365]

[0367] Synthesis Example 1-13

[0368] (Preparation of Compound 2-4)

[0369] The procedure was carried out in the same manner as in Synthesis Example 1-10, except that 22.4 g of ethanol (0.487 mol, Aldrich) was used instead of the methanol added after removing platinum.

[0370] Compound 2-4

[0371]

[0373] Synthesis Example 1-14

[0374] (Preparation of Compound 2-5)

[0375] The procedure was carried out in the same manner as in Synthesis Example 1-10, except that 36g of 1-butanol (0.487mol, Aldrich) was used instead of methanol added after removing platinum.

[0376] Compound 2-5

[0377]

[0379] Synthesis Example 1-15

[0380] (Preparation of Compound 2-6)

[0381] The procedure was carried out in the same manner as in Synthesis Examples 1-10, except that 18g (0.147mol) of dichloromethylsilane was used instead of trichlorosilane.

[0382] Compound 2-6

[0383]

[0385] Synthesis Example 1-16

[0386] (Manufacture of Binder 1-1)

[0387] To 360 g of the solution of Polymer 1-1 prepared in Synthesis Example 1-3, 6.36 g of KBM 803 (3-(Trimethoxysilyl)-1-propanethiol, 34 mmol, Shinetsu), which is the same as Compound 2-7, was added, and after raising the temperature to 60°C and stirring for 4 hours, a cardo-based binder resin binder 1-1, which is substituted with a silane group as Compound 2-7, was obtained.

[0388] Binder 1-1 (Compound 2-7)

[0389]

[0391] Synthesis Examples 1-17 to 1-22

[0392] (Preparation of Binder 1-2 to Binder 1-7)

[0393] Cardo-based binder resins Binder 1-2 to Binder 1-7, which are substituted with silane groups, were prepared in the same manner as in Synthesis Example 1-16, except that Polymers 1-2 to 1-7 listed in Table 2 below were used instead of the solution of Polymer 1-1 in Synthesis Example 1-16.

[0394] 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 Silan group Compound 2-7 Compound 2-7 Compound 2-7 Compound 2-7 Compound 2-7 Compound 2-7 Compound 2-7 Solids 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

[0396] Synthesis Example 1-23

[0397] (Manufacturing of Binder 2-1)

[0398] 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, the temperature was raised to 60°C, and the mixture was stirred for 4 hours to obtain Binder 2-1, a cardo-based binder resin substituted with a silane group similar to that of compound 2-1.

[0400] Synthesis Examples 1-24 to 1-29

[0401] (Preparation of Binder 2-2 to Binder 2-7)

[0402] Cardo-based binder resins Binder 2-2 to Binder 2-7, which are substituted with silane groups, were prepared in the same manner as in Synthesis Example 1-23, except that Polymers 1-2 to 1-7 listed in Table 3 below were used instead of the solution of Polymer 1-1 in Synthesis Example 1-23.

[0403] 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 Silan group Compound 2-1 Compound 2-1 Compound 2-1 Compound 2-1 Compound 2-1 Compound 2-1 Compound 2-1 Solids 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

[0405] Synthesis Example 1-30

[0406] (Manufacture of Binder 3-1)

[0407] 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, the temperature was raised to 60°C, and the mixture was stirred for 4 hours to obtain Binder 3-1, a cardo-based binder resin substituted with a silane group similar to that of compound 2-4.

[0409] Synthesis Examples 1-31 to 1-36

[0410] (Preparation of Binder 3-2 to Binder 3-7)

[0411] Cardo-based binder resins Binder 3-2 to Binder 3-7, which are substituted with silane groups, were prepared in the same manner as in Synthesis Example 1-30, except that Polymers 1-2 to 1-7 listed in Table 4 below were used instead of the solution of Polymer 1-1 in Synthesis Example 1-30.

[0412] 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 Silan group Compound 2-4 Compound 2-4 Compound 2-4 Compound 2-4 Compound 2-4 Compound 2-4 Compound 2-4 Solids 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

[0414] Synthesis Example 2 (Synthesis of Dispersant)

[0415] Synthesis Example 2-1

[0416] (Preparation of Polymer 2-1)

[0417] 50g of Benzyl methacrylate (0.284mol, Sigma Aldrich), 30g of 2-isocyanatoethyl methacrylate (0.193mol, TCI), 20g of Tetraethylene glycol methyl ether methacrylate (0.072mol, TCI), and 4g of AIBN (0.024mol, TCI) were added to a 500ml 3-neck round-bottom flask equipped with a distiller, and 233g of PGMEA (Daicel) was added. The mixture was stirred at 80°C for 4 hours to obtain Polymer 2-1 (solid content 30.86%, weight average molecular weight 20,400g / mol).

[0418] Polymer 2-1

[0419]

[0420] In Polymer 2-1, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0422] Synthesis Example 2-2

[0423] (Preparation of Polymer 2-2)

[0424] Polymer 2-2 (solid content 30.87%, weight average molecular weight 20,310 g / mol) was obtained by proceeding with the synthesis in the same manner as in Synthesis Example 2-1 above, except that 20 g of Triethylene glycol methyl ether methacrylate (0.086 mol, TCI) was used instead of Tetraethylene glycol methyl ether methacrylate.

[0425] Polymer 2-2

[0426]

[0427] In Polymer 2-2, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 15.3 mol%; b is 50.4 mol%; and c is 34.3 mol%.

[0429] Synthesis Example 2-3

[0430] (Preparation of Polymer 2-3)

[0431] Polymer 2-3 (solid content 30.86%, weight average molecular weight 20,220 g / mol) was obtained by proceeding with the synthesis in the same manner as in Synthesis Example 2-1 above, except that 20 g of Diethylene Glycol Monomethyl Ether Methacrylate (0.106 mol, TCI) was used instead of Tetraethylene glycol methyl ether methacrylate.

[0432] Polymer 2-3

[0433]

[0434] In Polymer 2-3, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 18.2 mol%; b is 48.7 mol%; and c is 33.1 mol%.

[0436] Synthesis Example 2-4

[0437] (Preparation of Dispersant 1-1)

[0438] 100 g of the Polymer 2-1 solution prepared in Synthesis Example 2-1, 6.58 g of N,N-Dimethyl-1,3-propanediamine (0.06 mol, TCI), and 0.2 g of dibutyltin dilaurylate (0.32 mmol, Sigma Aldrich) were added to a 300 ml 3-neck round-bottom flask equipped with a distiller, and the mixture was stirred at 50°C for 4 hours to obtain dispersant 1-1 (solid content 33.3%, weight average molecular weight 20,830 g / mol).

[0439] Dispersant 1-1

[0440]

[0441] In dispersant 1-1, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0443] Synthesis Example 2-5

[0444] (Preparation of Dispersant 1-2)

[0445] Synthesis was carried out in the same manner as in Synthesis Example 2-4 above, except that 9.43 g (0.06 mol, Azepine Product) of [3-(2-aminoethoxy)propyl]dimethylamine was used instead of N,N-Dimethyl-1,3-propanediamine, to obtain dispersant 1-2 (solid content 35.9%, weight average molecular weight 20,870 g / mol).

[0446] Dispersant 1-2

[0447]

[0448] In dispersant 1-2, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0450] Synthesis Example 2-6

[0451] (Preparation of Dispersant 1-3)

[0452] Synthesis was carried out in the same manner as in Synthesis Examples 2-4 above, except that 13.82 g (0.06 mol, Aurora Building) of (11-aminoundecyl)dimethylamine was used instead of N,N-Dimethyl-1,3-propanediamine, to obtain dispersant 1-3 (solid content 40.32%, weight average molecular weight 20,860 g / mol).

[0453] Dispersant 1-3

[0454]

[0455] In dispersant 1-3, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0457] Synthesis Example 2-7

[0458] (Preparation of Dispersant 1-4)

[0459] Synthesis was carried out in the same manner as in Synthesis Examples 2-4 above, except that 10.27 g (0.06 mol, Azepine Product) of [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine was used instead of N,N-Dimethyl-1,3-propanediamine, to obtain dispersant 1-4 (solid content 36.7%, weight average molecular weight 20,890 g / mol).

[0460] Dispersant 1-4

[0461]

[0462] In dispersants 1-4, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0464] Synthesis Example 2-8

[0465] (Preparation of Dispersant 1-5)

[0466] 100g of the Polymer 2-2 solution prepared in Synthesis Example 2-2, 10.27g of [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine (0.06mol, Azepine Product), and 0.2g of dibutyltin dilaurylate (0.32mmol, Sigma Aldrich) were added to a 300ml 3-neck round-bottom flask equipped with a distiller, and the mixture was stirred at 50℃ for 4 hours to obtain dispersant 1-5 (solid content 36.97%, weight average molecular weight 20,780g / mol).

[0467] Dispersant 1-5

[0468]

[0469] In dispersants 1-5, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 15.3 mol%; b is 50.4 mol%; and c is 34.3 mol%.

[0471] Synthesis Example 2-9

[0472] (Preparation of Dispersant 1-6)

[0473] 100g of the Polymer 2-3 solution prepared in Synthesis Example 2-3, 10.27g of [4-amino-1-(dimethylamino)butan-2-yl]dimethylamine (0.06mol, Azepine Product), and 0.2g of dibutyltin dilaurylate (0.32mmol, Sigma Aldrich) were added to a 300ml 3-neck round-bottom flask equipped with a distiller, and the mixture was stirred at 50℃ for 4 hours to obtain dispersant 1-6 (solid content 36.97%, weight average molecular weight 20,630g / mol).

[0474] Dispersant 1-6

[0475]

[0476] In dispersants 1-6, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 18.2 mol%; b is 48.7 mol%; and c is 33.1 mol%.

[0478] Synthesis Example 2-10

[0479] (Preparation of Comparative Dispersant 1)

[0480] 100 g of the Polymer 2-1 solution prepared in Synthesis Example 2-1, 6.65 g of 3-(Dimethylamino)-1-propanol (0.06 mol, TCI), and 0.2 g of dibutyltin dilaurylate (0.32 mmol, Sigma Aldrich) were added to a 300 ml 3-neck round-bottom flask equipped with a distiller, and the mixture was stirred at 50°C for 4 hours to obtain Comparative Dispersant 1 (solid content 36.81%, weight average molecular weight 20,810 g / mol).

[0481] Comparative Dispersant 1

[0482]

[0483] In Comparison Dispersant 1, a, b, and c represent the respective repeating units, and assuming the total is 100 mol%, a is 13.1 mol%; b is 51.7 mol%; and c is 35.2 mol%.

[0485] Synthesis Example 3 (Synthesis of Acryl Binder)

[0486] 55g of propylene glycol methylether acetate (Sigma Aldrich), 31.5g (0.18mol) of benzyl methacrylate (Sigma Aldrich), 2.25g (0.01mol) of azobisisobutyronitrile (Sigma Aldrich), 6.75g (0.07mol) of methyl methacrylate (Sigma Aldrich), and 6.75g (0.08mol) of methacrylic acid (Sigma Aldrich) are added to a 250ml 3-neck round-bottom flask equipped with a distillation column, and stirred at 80℃ for 3 hours to obtain a propylene glycol methylether acetate solution with a weight-average molecular weight of 10,000 and a 30wt% solid content of acrylic binder.

[0488] Preparation Example 1 (Preparation of the pigment dispersion solution of the present invention)

[0489] Preparation Example 1-1

[0490] (Preparation of Pigment Dispersion Solution 1)

[0491] Pigment dispersion 1 was obtained by dispersing 17g of Irgaphor Black S0100 CF (black pigment / BASF), 3.05g of dispersant 1-1, and 2.85g of SR-3613 (SMS) in 75.1g of propylene glycol methyl ether acetate and 100g of zirconia beads with a diameter of 0.5mm (Toray) using a paint shaker (Asada) for 10 hours.

[0492] Preparation Example 1-2

[0493] (Preparation of Pigment Dispersion Solution 2)

[0494] Pigment dispersion 2 was prepared using the same method as in Preparation Example 1-1 above, except that 3.05 g of dispersant 1-2 was used instead of dispersant 1-1. (Average particle size D50 = 97.4 nm, full width at half maximum = 76.3 nm)

[0495] Preparation Examples 1-3

[0496] (Preparation of Pigment Dispersion Solution 3)

[0497] Pigment dispersion 3 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of dispersant 1-3 was used instead of dispersant 1-1.

[0498] Preparation Examples 1-4

[0499] (Preparation of Pigment Dispersion 4)

[0500] Pigment dispersion 4 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of dispersant 1-4 was used instead of dispersant 1-1.

[0501] Preparation Examples 1-5

[0502] (Preparation of Pigment Dispersion Solution 5)

[0503] Pigment dispersion 5 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of dispersant 1-5 was used instead of dispersant 1-1.

[0504] Preparation Examples 1-6

[0505] (Preparation of Pigment Dispersion Solution 6)

[0506] Pigment dispersion solution 6 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of dispersant 1-6 was used instead of dispersant 1-1.

[0508] Preparation Example 2 (Preparation of Comparative Pigment Dispersion)

[0509] Preparation Example 2-1

[0510] (Preparation of Pigment Dispersion Solution 7)

[0511] Pigment dispersion 7 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of comparative dispersant 1 was used instead of dispersant 1-1.

[0512] Preparation Example 2-2

[0513] (Preparation of Pigment Dispersion Solution 8)

[0514] Pigment dispersion 8 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of Disperbyk 2001 (BYK) was used instead of dispersant 1-1.

[0515] Preparation Example 2-3

[0516] (Preparation of Pigment Dispersion Solution 9)

[0517] Pigment dispersion 9 was prepared in the same manner as in Preparation Example 1-1 above, except that 3.05 g of PB821 (Ajinomoto Co.) was used instead of dispersant 1-1.

[0519] Preparation Example 3 (Preparation of the composition of the present invention)

[0520] Compositions 1-1 to 1-9, comprising the pigment dispersion of the present invention and the alkali-soluble resin of the present invention, were prepared with the composition (weight%) shown in Table 5 below.

[0521] 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 Trading Company) 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

[0523] Preparation Example 4 (Preparation of Comparative Composition)

[0524] Compositions 2-1 to 2-7, comprising the pigment dispersion of the present invention or the alkali-soluble resin of the present invention, were prepared with the composition (weight%) shown in Table 6 below.

[0525] In the case of Preparation Example 4-1, it was prepared with the same composition as Preparation Example 3-1, except that Binder 1-6 was used instead of Binder 1-1.

[0526] In the case of Preparation Example 4-2, it was prepared with the same composition as Preparation Example 3-2, except that Binder 1-6 was used instead of Binder 1-1.

[0527] In the case of Preparation Example 4-3, it was prepared with the same composition as Preparation Example 3-1, except that Binder 2-7 was used instead of Binder 1-1.

[0528] In the case of Preparation Example 4-4, it was prepared with the same composition as Preparation Example 3-2, except that Acryl Binder was used instead of Binder 1-1.

[0529] In the case of Preparation Examples 4-5, the same composition was prepared as in Preparation Examples 3-7, except that pigment dispersion 7 was used instead of pigment dispersion 1.

[0530] In the case of Preparation Example 4-6, it was prepared with the same composition as Preparation Example 3-7, except that pigment dispersion 8 was used instead of pigment dispersion 1.

[0531] In the case of Preparation Examples 4-7, the same composition was prepared as in Preparation Examples 3-7, except that pigment dispersion 9 was used instead of pigment dispersion 1.

[0532] 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) Preparation 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 Trading Company) 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 Binder 1-6 9.5 9.5 - - - - - Binder 2-7 - - 9.5 - - - - Acryl Binder - - - 9.5 - - - Propylene glycol methyl ether acetate (Daicel) 52 52 52 52 52 52 52

[0534] The method for manufacturing a pattern using the compositions of Tables 5 and 6 above is as follows (photolithography step).

[0535] (1) Coating and film formation step

[0536] Each of the compositions in Tables 5 and 6 above was applied to a cleaned 5cm x 5cm stainless steel substrate to a thickness of 3 μm using a spin coater, and then a coating film was formed by heating at a temperature of 100°C for 1 minute to remove the solvent.

[0537] (2) Exposure step

[0538] To form the necessary pattern on the above-mentioned coating film, an open mask of a predetermined shape was interposed, and then active rays of 190 nm to 500 nm were irradiated. An MA-6 exposure unit was used, and the exposure dose was 100 mJ / cm². 2 It was investigated.

[0539] (3) Phenomenon stage

[0540] Following the above exposure step, the product was developed by dipping in AZEM AX 300 MIF developer at 25°C for 1 minute, and then washed with water.

[0541] (4) Post-processing step

[0542] After post-baking the film obtained by the above phenomenon in a 100°C oven for 60 minutes, a pattern formed with the compositions of Tables 5 and 6 was obtained.

[0544] Examples (Evaluation of pattern resolution, residue, and outgassing)

[0545] The resolution of the patterns, the presence or absence of residue, and the amount of outgassing of the compositions of Tables 5 and 6 prepared by the above photolithography step were evaluated in the following manner.

[0547] [Example 1]

[0548] The resolution, presence or absence of residue, and amount of outgassing of the pattern formed by the above composition 1-1 were evaluated in the following manner, and the results were listed in Table 7 below.

[0549] 1. Resolution evaluation (Measurement of minimum pattern size above the entry)

[0550] The minimum pattern size on the substrate was measured using an optical microscope (ECLIPSE LV100POL Model, Nikon) for the pattern of composition 1-1 obtained through the above photolithography step.

[0551] 2. Residue evaluation (observation of presence or absence of residue)

[0552] The residue level of the pattern of composition 1-1 obtained through the above photolithography step was checked using an optical microscope (ECLIPSE LV100POL Model, Nikon), the evaluation criteria are as shown in Figure 2 below, and the results are listed in Table 7.

[0553] 3. Outgas Assessment (Measurement of Outgas Generation)

[0554] A pattern of 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 pieces measuring 1 cm x 3 cm. Outgas from the specimens was collected at 250°C for 30 minutes using a JAI JTD-505². After measuring toluene calibration samples (100, 500, 1,000 ppm) using a Shimadzu QP2020 GC / MS, a calibration curve was constructed, and the amount of outgas generated from the collected samples was measured.

[0555] 4. Evaluation of Dispersion (Measurement of Pigment Particle Size Distribution)

[0556] The above composition 1-1 was diluted 1000-fold in propylene glycol methyl ether acetate (PGMEA) (0.02g sample, 20g PGMEA) and stirred in a stirrer for 30 minutes to completely dissolve it. A particle size analyzer (SZ-100, Horiba) was used as the measuring instrument. After filling the quartz cell with the diluted sample to more than 2 / 3 capacity, the temperature was set to 25°C, and measurements were taken after waiting 10 minutes for stabilization. Three measurements were taken, and the average value of D50 was calculated. The width of the x-axis (half-width) corresponding to the point halfway up the highest peak on the graph was measured and listed in Table 7.

[0558] [Examples 2 to 9]

[0559] In the above Example 1, compositions 1-2 to 1-9 were used instead of composition 1-1 to form a pattern in the same manner as in Example 1. The resolution of the formed pattern, the presence or absence of residue, and the amount of outgassing were evaluated in the same manner as in Example 1, and the results are listed in Table 7 below.

[0561] [Comparative Examples 1 to 7]

[0562] In the above Example 1, compositions 2-1 to 2-7 were used instead of composition 1-1 to form a pattern in the same manner as in Example 1. The resolution of the formed pattern, the presence or absence of residue, and the amount of outgassing were evaluated in the same manner as in Example 1, and the results are listed in Table 7 below.

[0563] Pattern composition Minimum pattern size (㎛) on the substrate Presence or absence of residue (O, △, X) Outgas generation amount (ppm) Pigment particle size distribution Average particle size D50 (nm) Half width (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 Composition 1-3 3.9 O 3.3 95.7 79.5 Example 4 Composition 1-4 3.4 O 2.8 92.5 74.6 Example 5 Composition 1-5 3.6 O 2.5 93.8 75.1 Example 6 Composition 1-6 3.7 O 2.2 94.2 75.9 Example 7 Composition 1-7 4.2 O 2.8 96.9 76.8 Example 8 Composition 1-8 3.4 O 2.9 93.1 74.9 Example 9 Composition 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 Composition 2-5 5.7 △ 9.8 99.3 80.8 Comparative Example 6 Composition 2-6 10.8 X 9.3 218.6 109.7 Comparative Example 7 Composition 2-7 11.9 X 8.5 132.5 105.9

[0565] Comparing Examples 1 and 7 with Comparative Examples 1 and 3; and Example 2 with Comparative Example 2 in Table 7 above, it can be seen that only the binder resin among the components of the pattern-forming composition was used differently. 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 a single type of monomer and has a relatively linear shape compared to Binder 1-1 and Binder 2-3 depending on the structure of the monomer.

[0566] On the other hand, Binder 1-1 and Binder 2-3 used in Examples 1, 2, and 7 are polymerized from three types of monomers with different structures and have a relatively network structure compared to Binder 1-6 and Binder 2-7. Therefore, Binder 1-1 and Binder 2-3 are structures that are more suitable for photolithography processes because they effectively form intermolecular bonds with surrounding compounds due to their structural characteristics. Accordingly, it is determined that Examples 1, 2, and 7 exhibit higher pattern resolution than Comparative Examples 1 to 3, have less outgassing, and suppress residue generation.

[0567] In addition, when comparing Comparative Example 6 and Comparative Example 7 with Example 7 and Example 8 in Table 7 above, it can be seen that although the same binder resin was used for all four types of compositions, Example 7 and Example 8, which contain a pigment dispersion liquid containing a tertiary amine dispersant of the present invention, showed excellent results in resolution, outgassing, and residue evaluation. In particular, in the case of Example 8, which uses a tertiary amine dispersant containing a diamine substituent, it was confirmed that the average particle size D50 and half-width were small and the pattern resolution was very excellent by effectively dispersing the pigment.

[0568] Comparing Comparative Example 5, which used a tertiary amine dispersant containing a carbamate moiety linker in the pigment dispersion, with Example 7, which used a tertiary amine dispersant of the present invention containing a urea moiety linker in the pigment dispersion, as shown in Table 7 above, both Comparative Example 5 and Example 7 used the same alkali-soluble resin 2-3 of the present invention; however, it can be confirmed that Example 7, which includes both the tertiary amine dispersant of the present invention and the alkali-soluble resin, is superior to Comparative Example 5 in terms of resolution, outgassing amount, and residue evaluation. In particular, a significant difference was observed in the outgassing amount. This is believed to be because, in the case of Comparative Example 5, the bonding of the carbamate linker of the tertiary amine dispersant was broken during the post-heat treatment process, resulting in a high outgassing amount, whereas in the case of Example 7, the urea linker of the tertiary amine dispersant was not broken and maintained a stable bond during the post-heat treatment process.

[0569] Meanwhile, in the case of Comparative Example 4 using the tertiary amine dispersant and acrylic binder of the present invention, it was found that the resolution was much lower and the amount of outgassing was higher than in Example 2 using the same tertiary amine dispersant and the alkali-soluble resin of the present invention, and a significant difference was also observed in the residue evaluation.

[0570] When summarizing the evaluation results above, comparing Examples 1 to 9, which evaluated compositions containing the tertiary amine dispersant of the present invention and the alkali-soluble resin of the present invention as shown in Table 7, with Comparative Examples 1 to 7, which evaluated compositions containing a dispersant or a different resin different from the tertiary amine dispersant and the alkali-soluble resin of the present invention, it can be confirmed that Examples 1 to 9 effectively disperse pigment particles due to their smaller average particle size D50 and half-width. Furthermore, it can be seen that Examples 1 to 9 have excellent resolution due to the small minimum pattern size on the substrate, and not only is the amount of outgassing low, but the generation of residue is also suppressed. This is believed to be 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.

[0571] The present invention is not limited to the above embodiments and can be manufactured in various different forms.

[0572] The above description is merely illustrative of the present invention, and those skilled in the art to which the present invention pertains will be able to make various modifications within the scope of the essential characteristics of the present invention.

[0573] Accordingly, the embodiments disclosed in this specification are intended to illustrate, not limit, the invention, and the spirit and scope of the invention are not limited by these embodiments. The scope of protection of the invention shall be interpreted by the claims, and all technology within an equivalent scope shall be interpreted as being included within the scope of rights of the invention. Explanation of the symbols

[0574] 1 : Substrate 2 : TFT layer 3 : Flattening layer 4 : Pixel electrode 5 : Pixel defining layer 6 : Organic layer 7 : Counter electrode 8 : Sealing layer 9: Touch panel 10: Color section 11 : Color separation section

Claims

Claim 1 A resin composition comprising: an alkali-soluble resin; a reactive unsaturated compound; a photoinitiator; a pigment dispersion comprising a dispersant having a structure represented by the following chemical formula (1); and a solvent: chemical formula (1) In the above chemical formula (1), 1) Ar 21 C3~C 30 aliphatic ring; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 A fused ring of an aliphatic ring and an aromatic ring; or a combination thereof, and 2) R 21 C5~C 20 It is an ethylene glycol chain group of, and 3) R 22 and R 23 They are independently hydrogen; deuterium; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof,4) R 24 ~ R 26 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof,5) L 21 , L 24 and L 25 are independently single bonds; fluorenyllene group; C1~C 30 alkylene of; C6~C 30 arylene of; C2~C 30 heterocycle of; C1~C 30 an alkoxylene of; or a combination thereof, 6) d is an integer of 1 or 2, 7) with respect to a total repeating unit of 100 mol% contained in the compound represented by the chemical formula (1), a is 10 to 30 mol%, b is 40 to 60 mol%, and c is 20 to 40 mol%, 8) the Ar 21 , R 21 ~R 26 , L 21 , L 24 and L 25 are deuterium; halogen; C1~C, respectively. 30 alkyl group or C6~C 30 Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30 aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring. Claim 2 A resin composition according to claim 1, characterized in that the alkali-soluble resin is a resin comprising repeating units represented by the following chemical formula (2): chemical formula (2) In the above chemical formula (2), 1) * represents a part where the bonds are connected as a repeating unit, 2) n is an integer from 2 to 200,000, and 3) R 1 and R 2 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 4) R 1 and R 2 Each can form a ring with an adjacent tile, 5) a and b are independent integers from 0 to 4, and 6) X 1 is a single bond, O, CO, SO2, CR'R", SiR'R", formula (A) or formula (B), and 6-1) R' and R" are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 6-2) R' and R" are each capable of ring formation with adjacent groups, and chemical formula (A) Chemical formula (B) In the above chemical formulas (A) and (B), 6-3) * indicates a bonding position, 6-4) X3 is O, S, SO2 or NR', and 6-5) R' is hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 6-6) R 3 ~R 6 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 6-7) R 3 ~R 6 Each can form a ring with adjacent tiles, 6-8) c~f are independent integers from 0 to 4, 7) X 2 is a fluorene group; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 The aryloxy group of; or a combination thereof,8) A 1 and A 2 are independently either chemical formula (C) or chemical formula (D), and chemical formula (C) Chemical formula (D) In the above chemical formulas (C) and (D), 8-1) * indicates a bonding position, and 8-2) R 7 ~R 10 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 8-3) Y 1 and Y 2 are independently either chemical formula (E) or chemical formula (F), and chemical formula (E) Chemical formula (F) 8-3-1) * indicates the bonding position, and 8-3-2) R 11 ~R 15 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof, and 8-3-3) L 1 ~L 3 Single bonds independently of each other; fluorenyllene group; C1~C 30 alkylene of; C6~C 30 arylene of; C2~C 30 heterocycle of; C1~C 30 an alkoxylene of; or a combination thereof, 8-3-4) g and h are independent integers from 0 to 3; provided that g+h=3, 9) the ratio of formula (C) to formula (D) in a resin comprising repeating units represented by formula (2) is 1:9 to 9:1, 10) the R 1 ~R 15 , R', R", X 2 and L 1 ~L 3 and the rings formed by the bonding of adjacent groups are, respectively, deuterium; halogen; C1~C 30 alkyl group or C6~C 30 Silane group substituted or unsubstituted with an aryl group; siloxane group; boron group; germanium group; cyano group; amino group; nitro group; C1~C 30 alkylthio group of; C1~C 30 alkoxy groups; C6~C 30 aryl alkoxy group of; C1~C 30 alkyl group of; C2~C 30 The Alken Diary of; C2~C 30 Alkin's Diary; C6~C 30 aryl group of; C6~C substituted with deuterium 30 aryl group; fluorenyl group; C2~C comprising at least one heteroatom selected from the group consisting of O, N, S, Si, and P 30 The heterocyclic ring of; C3~C 30 of the aliphatic ring; C7~C 30 arylalkyl group of; C8~C 30 The aryl alkenyl group of the group and one or more substituents selected from the group consisting of combinations thereof may be further substituted, and adjacent substituents may form a ring. Claim 3 A resin composition according to claim 1, wherein the above chemical formula (1) is represented by the following chemical formula (3) or chemical formula (4): chemical formula (3) Chemical formula (4) In the above chemical formulas (3) and (4), 1) Ar 21 , R 21 ~R 26 , L 21 , L 24 , L 25 and a~c are the same as defined in the chemical formula (1) of claim 1 above, and 2) R 27 and R 28 They are independently hydrogen; deuterium; halogen; C6~C 30 aryl group of; C2~C comprising at least one heteroatom among O, N, S, Si, and P 30 heterocyclic; C6~C 30 Fusion ring of aliphatic and aromatic rings; C3~C 30 aliphatic ring of; C1~C 20 alkyl group of; C2~C 20 alkenyl group of; C2~C 20 Alkin's Diary; C1~C 20 alkoxy groups; C6~C 30 aryloxy group; fluorenyl group; carbonyl group; ether group; C1~C 20 The alkoxycarbonyl group of; or a combination thereof. Claim 4 A resin composition according to claim 1, characterized in that the weight average molecular weight of the dispersant comprising the structure represented by the chemical formula (1) is 3,000 to 30,000 g / mol. Claim 5 A resin composition according to claim 1, characterized in that the amine value of the dispersant comprising the structure represented by the chemical formula (1) is 30 to 150 mgKOH / g. Claim 6 A resin composition according to claim 1, wherein the pigment dispersion liquid further comprises one or more of a pigment, a dispersion binder resin, and a solvent in addition to a dispersant having a structure represented by the chemical formula (1). Claim 7 A resin composition according to claim 6, characterized by comprising, with respect to 100 parts by weight of the pigment dispersion liquid, 1 to 30 parts by weight of pigment; 1 to 10 parts by weight of dispersion binder resin; 1 to 10 parts by weight of a dispersant having a structure represented by chemical formula (1); and 20 to 80 parts by weight of solvent. Claim 8 A resin composition according to claim 6, characterized in that the pigment is a pigment exhibiting one color selected from black, red, blue, green, yellow, purple, orange, and white. Claim 9 A resin composition according to claim 1, characterized in that the average particle size (D50) of the pigment particles in the resin composition is 60 to 220 nm and the half-width is 70 to 180 nm. Claim 10 A resin composition according to claim 1, wherein the weight-average molecular weight of the alkali-soluble resin is 1,000 to 100,000 g / mol. Claim 11 A resin composition according to claim 1, characterized in that the total amount of the alkali-soluble resin is 1 to 30 weight% with respect to the total amount of the resin composition. Claim 12 A resin composition according to claim 1, characterized in that the reactive unsaturated compound is 1 to 50 weight% with respect to the total amount of the resin composition. Claim 13 A resin composition according to claim 1, characterized in that the photoinitiator is 0.01 to 10 weight% with respect to the total amount of the resin composition. Claim 14 A resin composition according to claim 1, characterized in that the pigment dispersion is 5 to 40 weight% with respect to the total amount of the resin composition. Claim 15 A pattern formed from a resin composition according to claim 1. Claim 16 A film formed from a resin composition according to claim 1. Claim 17 An organic light-emitting display device comprising at least one of a pattern according to claim 15 or a film according to claim 16. Claim 18 An organic light-emitting display device according to claim 17, characterized in that the pattern or film is included in one or more of a flat layer, an organic light-emitting diode layer, a sealing layer, a touch panel, and a color filter. Claim 19 An electronic device comprising: an organic light-emitting display device of claim 17 and a control unit for driving the organic light-emitting display device.

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