WO2020130441A1 - 감광성 수지 조성물, 감광재, 컬러필터 및 디스플레이 장치 - Google Patents
감광성 수지 조성물, 감광재, 컬러필터 및 디스플레이 장치 Download PDFInfo
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- 0 C(C1)C11*(C2)CC2*C1 Chemical compound C(C1)C11*(C2)CC2*C1 0.000 description 4
- ZTKFBGGPULIJPM-UHFFFAOYSA-N CCC(C)(C(OCC1CC1)=O)N Chemical compound CCC(C)(C(OCC1CC1)=O)N ZTKFBGGPULIJPM-UHFFFAOYSA-N 0.000 description 1
Classifications
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L31/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid; Compositions of derivatives of such polymers
- C08L31/06—Homopolymers or copolymers of esters of polycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
Definitions
- This specification relates to a photosensitive resin composition, a photosensitive material, a color filter and a display device.
- a pigment dispersion method using a pigment as a colorant is generally applied.
- the pigment in the case of a pigment dispersion, the pigment is present in a particle state, and not only scatters light, but also causes a sharp increase in the surface area of the pigment due to the miniaturization of the pigment, resulting in uneven pigment particles due to deterioration of dispersion stability. Therefore, in order to achieve high brightness, high contrast ratio and high resolution, which have been recently required, it has been considered to use dyes instead of pigments as colorants in recent years.
- dyes have the advantage of high permeability compared to pigments.
- heat resistance is insufficient compared to the pigment.
- solubility in organic solvents is poor compared to existing pigments, and thus its chemical resistance is insufficient.
- the present specification provides a photosensitive resin composition, a photosensitive material, a color filter and a display device.
- An exemplary embodiment of the present specification is a xanthene dye; Binder resin comprising a structure represented by the formula (1); Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition comprising a solvent.
- Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,
- n is an integer from 0 to 3, and when m is 2 or more, Lm is the same as or different from each other,
- L' is a direct bond; Or a substituted or unsubstituted alkylene group,
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,
- t2 is an integer from 0 to 2, and when t2 is 2, T2 is the same or different from each other.
- An exemplary embodiment of the present specification provides a photosensitive material comprising the photosensitive resin composition.
- An exemplary embodiment of the present specification provides a color filter including the photosensitive material.
- One embodiment of the present specification provides a display device including the color filter.
- the photosensitive resin composition according to an exemplary embodiment of the present specification may be used as a color material, and by including a binder resin having a structure represented by Chemical Formula 1, excellent heat resistance properties.
- the coupling part means a part to which chemical formulas are connected according to an exemplary embodiment of the present specification.
- An exemplary embodiment of the present specification is a xanthene dye; Binder resin comprising a structure represented by the formula (1); Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition comprising a solvent.
- Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,
- n is an integer from 0 to 3, and when m is 2 or more, Lm is the same as or different from each other,
- L' is a direct bond; Or a substituted or unsubstituted alkylene group,
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,
- t2 is an integer from 0 to 2, and when t2 is 2, T2 is the same or different from each other.
- the photosensitive resin composition according to an exemplary embodiment of the present specification includes a binder resin having a structure represented by Chemical Formula 1, thereby preventing radicals from bonding to each other to form a yellowish compound, thereby improving heat resistance. have.
- substituted or unsubstituted refers to deuterium; Halogen group; Nitrile group; Nitro group; -OH; Carbonyl group; Ester groups; -COOH; Imide group; Amide group; Anionic groups; Alkoxy groups; Alkyl groups; Cycloalkyl group; Alkenyl group; Cycloalkenyl group; Arylalkyl group; Phosphine group; Sulfonate groups; Amine group; Aryl group; Heteroaryl group; Silyl group; Boron group; Acryloyl group; Acrylate groups; Ether group; It means that it has been substituted with one or more substituents selected from the group containing heterocyclic groups and anionic groups containing one or more of N, O, S or P atoms, or does not have any substituents.
- examples of the halogen group include fluorine, chlorine, bromine or iodine.
- the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but the number of carbon atoms of the alkyl group may be 1 to 30. According to another exemplary embodiment, the alkyl group has 1 to 20 carbon atoms. According to another exemplary embodiment, the alkyl group has 1 to 10 carbon atoms.
- alkyl group examples are methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-ox
- the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, particularly preferably a cyclopentyl group or a cyclohexyl group, but is not limited thereto. .
- the alkylene group means that there are two binding sites in an alkane.
- the alkylene group may be straight chain, branched chain or cyclic chain.
- the number of carbon atoms of the alkylene group is not particularly limited, but may be, for example, 1 to 30 carbon atoms. In addition, it may be 1 to 20 carbon atoms, it may be 1 to 10 carbon atoms.
- the cycloalkyl group is not particularly limited, but according to an exemplary embodiment, the number of carbon atoms in the cycloalkyl group is 3 to 30. According to another exemplary embodiment, the cycloalkyl group has 3 to 20 carbon atoms. According to another exemplary embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Specifically, a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, and the like, but is not limited thereto.
- the aryl group is not particularly limited, but is preferably 6 to 60 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group. According to one embodiment, the carbon number of the aryl group is 6 to 30. According to one embodiment, the carbon number of the aryl group is 6 to 20.
- the aryl group may be a monocyclic aryl group, such as a phenyl group, a biphenyl group, a terphenyl group, but is not limited thereto.
- the polycyclic aryl group may be a naphthyl group, anthracenyl group, indenyl group, phenanthrenyl group, pyrenyl group, perylene group, triphenyl group, chrysenyl group, fluorenyl group, and the like, but is not limited thereto.
- the heterocyclic group is a heteroatom as a heterocyclic group containing O, N or S, and the number of carbon atoms is not particularly limited, but has 2 to 30 carbon atoms, and specifically 2 to 20 carbon atoms.
- the heterocyclic group include thiophene group, furan group, pyrrol group, imidazole group, thiazole group, oxazole group, oxadiazole group, triazole group, pyridyl group, bipyridyl group, triazine group, acridil group, pyridazine group , Quinolinyl group, isoquinoline group, indole group, carbazole group, benzoxazole group, benzoimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group, dibenzofuran Flags, etc., but are not limited to these.
- heterocyclic group may be applied, except that the heteroaryl group is aromatic.
- the alkoxy group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but may be 1 to 30, specifically 1 to 20, and more specifically 1 to 10.
- the anionic group has a chemical bond with the structure of Formula 1, and the chemical bond may mean an ionic bond.
- the anionic group is not particularly limited, for example, US Patent No. 7,939,644, Japanese Patent No. 2006-003080, Japanese Patent No. 2006-001917, Japanese Patent No. 2005-159926, Japanese Patent No. 2007-7028897, Japan
- the negative ions described in Japanese Patent Application No. 2005-071680, Korean Patent Application Publication No. 2007-7000693, Japanese Patent Application No. 2005-111696, Japanese Patent Application No. 2008-249663, and Japanese Patent Application No. 2014-199436 may be applied.
- anionic group examples include trifluoromethanesulfonic acid anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfimide anion, tetraphenylborate anion, tetrakis (4-fluorophenyl) borate, tetrakis (pentafluorophenyl) borate, tris trifluoromethane sulfonyl nilme suited to, SO 3 -, CO 2 - , SO 2 N - SO 2 CF 3, SO 2 N - SO 2 CF 2 CF 3, but include a halogen group such as fluorine group, an iodo group, a chlorine group, it is not limited thereto.
- the anionic group may have an anion by itself, or may exist in the form of a complex with other cations. Therefore, the sum of the total charges of the compound molecules of the present invention may vary depending on the number of substituted anionic groups. Since the compound of the present invention has a cation in one amine group, the sum of the total charges of the molecule may have an anion to 0 as many as the number of substituted anionic groups minus one.
- '(meth)acrylic acid' refers to at least one selected from the group consisting of acrylic acid and methacrylic acid.
- the notation'(meth)acrylic acid' has the same meaning.
- the xanthene dye is represented by Formula 2 below.
- R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
- R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO 3 -; -SO 3 H; -SO 3 - Z +; -COO -; -COOH; -COO - Z + ; -COORa; -SO 3 Rb; -SO 2 NRcRd; -CONReRe'; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
- Z + represents + N(Rf) 4 , Na + or K + ,
- Ra to Rf and Re' are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
- Rc and Rd may combine with each other to form a hetero ring containing a nitrogen atom
- Rf may be the same or different
- At least one of the R7 to R11 is -SO 3 -; -SO 3 H; -SO 3 - Z +; -COO -; -COO - Z + ; -COORa; -SO 3 Rb; Or -SO 2 NRcRd; ego,
- R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group,
- Rx is an anionic group or an ammonium structure
- a 0 or 1.
- R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.
- R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.
- R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.
- R1 to R6 are hydrogen; Or a substituted or unsubstituted methyl group.
- R1 to R6 are hydrogen; Or a methyl group.
- R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO 3 -; -SO 3 H; -SO 3 - Z +; -COO -; -COOH; -COO - Z + ; -COORa; -SO 3 Rb; -SO 2 NRcRd; -CONReRe'; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.
- R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO 3 -; -SO 3 H; -SO 3 - Z +; -COO -; -COOH; -COO - Z + ; -COORa; -SO 3 Rb; -SO 2 NRcRd; -CONReRe'; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.
- R7 to R11 are the same as or different from each other, and each independently hydrogen; -SO 3 -; -SO 3 H; -SO 3 - Z +; -COO -; -COO - Z + ; -COORa; -SO 3 Rb; And -SO 2 NRcRd.
- R7 to R11 are the same as or different from each other, and each independently hydrogen; -SO 3 -; -SO 3 H; -COO -; -COO - Z + ; And -COORa.
- Z + is + N(Rf) 4 , Na + or K + .
- Z + is Na + .
- Ra to Rf and Re' are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom, Rf may be the same or different.
- Ra to Rf and Re' are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may combine with each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.
- Ra to Rf and Re' are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may combine with each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.
- Ra is a substituted or unsubstituted methyl group.
- Ra is a methyl group.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a linear or branched alkyl group having 3 to 20 carbon atoms.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or it is a C3-C20 branched chain alkyl group.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or it is a C1-C10 linear or branched alkyl group.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or it is a C1-C10 branched chain alkyl group.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted 2-ethylhexyl group.
- Rc and Rd are the same as or different from each other, and each independently hydrogen; Or 2-ethylhexyl group.
- -SO 2 NRcRd may be represented as -SO 2 NHY, and Y may be defined by Rc and Rd.
- R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.
- R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.
- R12 to R15 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.
- R12 and R14 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted ethyl group; Or a substituted or unsubstituted propyl group.
- R12 and R14 are the same as or different from each other, and each independently hydrogen; Ethyl group; n-propyl group; Or an isopropyl group.
- R13 and R15 are the same as or different from each other, and each independently an substituted or unsubstituted ethyl group; Or a substituted or unsubstituted phenyl group.
- R13 and R15 are the same as or different from each other, and each independently an ethyl group; Or a methyl group, -SO 2 NHY, -SO 3 - and -SO 3 H is a phenyl group substituted with one or more selected from the group consisting of, Y is as described above.
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; Or a substituted or unsubstituted propylene group.
- Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Methylene group; Ethylene group; Or a propylene group.
- Rx is an anionic group or an ammonium structure.
- Rx is an anionic group
- the anionic group is a chlorine group (Cl ⁇ ).
- Rx is an ammonium structure, and the ammonium structure may be represented by Formula A below.
- A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group.
- A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
- A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
- A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms.
- a is 0 or 1.
- a is 0.
- a is 1.
- Chemical Formula 2 may be represented by any one of the following structures.
- Y is a branched alkyl group having 3 to 20 carbon atoms. Specifically, Y is a 2-ethylhexyl group.
- -SO 2 NHY may be substituted for any one of carbons except for a portion substituted with a methyl group among carbons included in the phenyl group.
- Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-.
- Lm is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; -L'-COO-; Or -OCO-.
- Lm is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; -L'-COO-; Or -OCO-.
- Lm is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; -L'-COO-; Or -OCO-.
- Lm is a substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; A substituted or unsubstituted butylene group; -L'-COO-; Or -OCO-.
- Lm is an ethylene group; Propylene group; A propylene group substituted with a hydroxy group; Butylene group; -L'-COO-; Or -OCO-.
- L' is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.
- L' is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
- L' is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.
- L' is a direct bond; A substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; Or a substituted or unsubstituted butylene group.
- L' is a direct bond; A methylene group substituted with a methyl group; Ethylene group; Propylene group; Or a butylene group.
- m is an integer from 0 to 3.
- m 0.
- m is 1.
- n 2 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 + (0.05 * (1 +
- m is 3.
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; Or a substituted or unsubstituted tert-butyl group.
- T1 to T4 are the same as or different from each other, and each independently hydrogen; Methyl group; Or tert-butyl group.
- T1 is hydrogen; Or a methyl group.
- T2 is hydrogen
- T3 and T4 are tert-butyl groups.
- t2 is an integer from 0 to 2.
- Chemical Formula 1 may be represented by the following Chemical Formula 1-A.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,
- L' is a substituted or unsubstituted alkylene group
- T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group, t2 is an integer from 0 to 2, and when t2 is 2, T2 is the same as or different from each other.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; -L'-COO-; Or -OCO-.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; -L'-COO-; Or -OCO-.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; -L'-COO-; Or -OCO-.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; A substituted or unsubstituted butylene group; -L'-COO-; Or -OCO-.
- L1 to L3 are the same as or different from each other, and each independently a direct bond; Ethylene group; Propylene group; A propylene group substituted with a hydroxy group; Butylene group; -L'-COO-; Or -OCO-.
- Chemical Formula 1 may be represented by any one of the following structures, but is not limited thereto.
- the binder resin may further include one or more structures represented by any one of the following Chemical Formulas 4 to 6.
- L41, L51, L52 and L61 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group,
- X1, X2, Y1, Y2 and Z1 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group,
- x2 is an integer from 0 to 5, and when x2 is 2 or more, X2 is the same as or different from each other,
- y2 is an integer of 0 to 3, and when y2 is 2 or more, Y2 is the same or different from each other.
- Chemical Formula 4 may be represented by the following structure, but is not limited thereto.
- Chemical Formula 5 may be represented by the following structure, but is not limited thereto.
- Chemical Formula 6 may be represented by the following structure, but is not limited thereto.
- the binder resin including the structure represented by Chemical Formula 1 further includes a unit derived from an unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms.
- the unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms may be any one of the following structures, but is not limited thereto.
- R is hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, X3 and X4 are the same as or different from each other, and each is a direct bond; -Rz-; -Rz-O-; -Rz-S-; Or -Rz-NH-, and Rz is a substituted or unsubstituted alkanediyl group having 1 to 6 carbon atoms.
- R may be an alkyl group substituted with -OH having 1 to 4 carbon atoms.
- the photosensitive resin composition may further include a binder resin containing a unit derived from an unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms.
- the photosensitive resin composition may further include a binder resin generally used in the art in addition to the binder resin including the structure represented by Chemical Formula 1.
- the xanthene dye 0.1 to 30% by weight; 1 to 40% by weight of a binder resin comprising a structure represented by Formula 1; 1 to 40% by weight of the polyfunctional monomer; 0.1 to 10% by weight of the photoinitiator; And it provides a photosensitive resin composition comprising a residual solvent.
- the weight average molecular weight of the binder resin may be 5,000 to 50,000 g/mol. Preferably 5,000 to 20,000 g/mol. More preferably, it may be 9,800 to 11,300 g/mol.
- the binder resin When the binder resin satisfies the range of the weight average molecular weight, it has an appropriate developing time for forming a pattern.
- the weight average molecular weight is a value obtained by averaging the molecular weights of the molecular weights of the component molecular species of the polymer compound having a molecular weight distribution as one of the average molecular weights in which the molecular weight is not uniform and the molecular weight of a certain polymer material is used as a standard.
- the weight average molecular weight can be measured through Gel Permeation Chromatography (GPC) analysis.
- the photosensitive resin composition further includes one or more selected from the group consisting of pigments and dyes.
- the pigment is selected from the group consisting of a phthalocyanine-based, diketopyrrolopyrrole-based, anthraquinone-based, porpyrazine-based, triarylmethane-based, quinophthalone-based, and azo-based.
- the pigment may be a phthalocyanine-based blue pigment, or a purple pigment (Pigment violet 23), but is not limited thereto.
- the pigment may be C.I pigment blue 15:6.
- the photosensitive resin composition may further include at least one of dyes and pigments in addition to the compound of Formula 1 above.
- the colorant composition may include only the compound of Formula 1, but may include the compound of Formula 1 and one or more dyes, the compound of Formula 1 and one or more pigments, or the compound of Formula 1 , One or more dyes and one or more pigments.
- the dyes and pigments are metal-complex-based compounds; Azo-based compounds; Metal azo-based compounds; Quinophthalone-based compounds; Isoindoine-based compounds; Methine-based compounds; Phthalocyanine-based compounds; Metal phthalocyanine-based compounds; Porphyrin-based compounds; Metal porphyrin-based compounds; Tetra aza porphyrin-based compounds; Metal tetra aza porphyrin-based compounds; Cyanine-based compounds; Xanthene-based compounds; Metal dipyrromethane-based compounds; Boron dipyrromethane-based compounds; Metal dipyrromethane-based compounds; Anthraquinone-based compounds; Diketopyrrolopyrrole-based compounds; Triarylmethane-based compounds; And one or more perylene-based compounds.
- the binder resin may be a copolymer resin of a polyfunctional monomer that provides mechanical strength of a film and a monomer that provides alkali solubility, and may further include a binder generally used in the art.
- Polyfunctional monomers that impart the mechanical strength of the membrane include unsaturated carboxylic acid esters; Aromatic vinyls; Unsaturated ethers; Unsaturated imides; And acid anhydride.
- unsaturated carboxylic acid esters include benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, and isobutyl ( Meth)acrylate, t-butyl(meth)acrylate, cyclohexyl(meth)acrylate, isobornyl(meth)acrylate, ethylhexyl(meth)acrylate, 2-phenoxyethyl(meth)acrylate, tetra Hydrofuryl (meth)acrylate, hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxy-3-chloropropyl (meth)acrylate, 4-hydroxybutyl ( Meth)acrylate, acyloctyloxy-2-hydroxypropyl (meth)acrylate, glycerol (meth)acrylate,
- aromatic vinyl monomers include styrene, ⁇ -methylstyrene, (o,m,p)-vinyl toluene, (o,m,p)-methoxy styrene, and (o,m,p)-chloro It may be selected from the group consisting of styrene, but is not limited to these.
- unsaturated ethers may be selected from the group consisting of vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether, but are not limited thereto.
- unsaturated imides include N-phenyl maleimide, N-(4-chlorophenyl) maleimide, N-(4-hydroxyphenyl) maleimide, and N-cyclohexyl maleimide. It can be, but is not limited to these.
- Examples of the acid anhydride include maleic anhydride, methyl maleic anhydride, and tetrahydro phthalic anhydride, but are not limited thereto.
- the monomer that gives the alkali solubility is not particularly limited as long as it contains an acid group, for example, (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, mono -2-((meth)acryloyloxy)ethyl phthalate, mono-2-((meth)acryloyloxy)ethyl succinate, ⁇ -carboxy polycaprolactone mono(meth)acrylate It is preferable to use one or more, but is not limited to these.
- an acid group for example, (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, mono -2-((meth)acryloyloxy)ethyl phthalate, mono-2-((meth)acryloyloxy)ethyl
- the acid value of the binder resin may be 10 to 150 KOH mg / g.
- the acid value of the binder resin can be measured by titration with a 0.1 N concentration of potassium hydroxide (KOH) methanol solution.
- the multifunctional monomer may be dipentaerythritol pentaacrylate.
- the photoinitiator is not particularly limited as long as it is an initiator that generates radicals by light to trigger crosslinking, but is selected from the group consisting of, for example, acetophenone-based compounds, biimidazole-based compounds, triazine-based compounds, and oxime-based compounds. It may be one or more.
- the acetophenone-based compound is 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexylphenylketone, benzoinmethyl ether, benzoinethyl ether, benzoinisobutyl ether, benzoin Butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthio)phenyl-2-morpholino-1-propan-1-one, 2-benzyl-2-dimethylamino -1-(4-morpholinophenyl)-butan-1-one, 2-(4-bromo-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one or 2-methyl-1-[4-(methylthio)phenyl]-2
- biimidazole-based compound 2,2-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl biimidazole, 2,2'-bis(o-chlorophenyl)-4 ,4',5,5'-tetrakis(3,4,5-trimethoxyphenyl)-1,2'-biimidazole, 2,2'-bis(2,3-dichlorophenyl)-4, 4',5,5'-tetraphenyl biimidazole, 2,2'-bis(o-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'-biimidazole, etc. , But is not limited to this.
- the triazine-based compound is 3- ⁇ 4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio ⁇ propionic acid, 1,1,1,3,3,3- Hexafluoroisopropyl-3- ⁇ 4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio ⁇ propionate, ethyl-2- ⁇ 4-[2,4 -Bis(trichloromethyl)-s-triazine-6-yl]phenylthio ⁇ acetate, 2-epoxyethyl-2- ⁇ 4-[2,4-bis(trichloromethyl)-s-triazine-6 -Yl]phenylthio ⁇ acetate, cyclohexyl-2- ⁇ 4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio ⁇ acetate, benzyl-2- ⁇ 4-[ 2,4-
- the oxime-based compound is 1,2-octadione,-1-(4-phenylthio)phenyl,-2-(o-benzoyloxime) (Shibagai, Shijii124), ethanone,-1-(9 -Ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(O-acetyloxime) (CG 242), N-1919 (Adeka), and the like.
- the photoinitiator may be SPI-03 from Samyang.
- the solvent is acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether , Propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1 ,1,2-trichloroethane, 1,1,2-trichloroethene, hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropano
- the photosensitive resin composition may further include an antioxidant.
- the content of the antioxidant is 0.1% to 20% by weight based on the total weight of the photosensitive resin composition.
- the photosensitive resin composition is selected from the group consisting of a photocrosslinking agent, a curing accelerator, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, an adhesion aid, a multithiol agent, and a leveling agent. It further comprises one or two additives.
- the additive may be a surfactant, a multithiol agent, an antioxidant, or an adhesion aid.
- the content of the additive is 0.1% to 20% by weight based on the total weight of the photosensitive resin composition.
- the photo-crosslinking agent is benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoyl Benzophenone compounds such as benzoate, 3,3-dimethyl-4-methoxybenzophenone, 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; Florenone-based compounds, such as 9-Florenone, 2-Croro-9-Prorenone, and 2-methyl-9-Florenone; Thioxanthone systems such as thioxanthone, 2,4-diethyl thioxanthone, 2-chloro thioxanthone, 1-chloro-4-propyloxy thioxanthone, isopropyl thioxanthone, and diisopropyl thioxanthone compound; Xanthone
- the curing accelerator is used to increase curing and mechanical strength, specifically 2-mercaptobenzoimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3 ,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis(3-mercaptopropionate), pentaerythritol-tris(3-mercaptopropionate), penta Erythritol-tetrakis (2-mercaptoacetate), pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropio) Nate) can be used one or more selected from the group consisting of.
- the adhesive aid may be those commonly used in the art, and in one embodiment, the adhesive aid may be KBM-503.
- the multi-thiol agent may be used generally used in the art, and in one embodiment, the multi-thiol agent may be PE-01.
- methacryloyloxy propyltrimethoxy silane, methacryloyloxy propyldimethoxy silane, methacryloyloxy propyltriethoxy silane, methacryloyloxy propyldimethoxysilane It can be used by selecting one or more of meta acryloyl silane coupling agents such as, and as the alkyl trimethoxy silane, at least one of octyl trimethoxy silane, dodecyl trimethoxy silane, octadecyl trimethoxy silane, and the like. You can choose and use.
- the surfactant is a silicone-based surfactant or a fluorine-based surfactant.
- the silicone-based surfactant is BYK-077, BYK-085, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307 , BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335, BYK-341v344, BYK-345v346, BYK-348, BYK -354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK-390, etc.
- DIC is a fluorine-based surfactant (DaiNippon Ink & Chemicals) F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F-445, F-446 , F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F -486, F-487, F-554, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130 , TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc. may be used, but is not limited thereto.
- the surfactant is specifically a fluorine-based surfactant, and may be F-554.
- the antioxidant may be at least one selected from the group consisting of hindered phenol antioxidants, amine antioxidants, thio antioxidants and phosphine antioxidants, but is not limited thereto.
- antioxidants include phosphoric acid-based thermal stabilizers such as phosphoric acid, trimethylphosphate or triethylphosphate; 2,6-di-t-butyl-p-cresol, octadecyl-3-(4-hydroxy-3,5-di-t-butylphenyl)propionate, tetrabis[methylene-3-(3, 5-di-t-butyl-4-hydroxyphenyl)propionate]methane, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxy Benzyl)benzene, 3,5-di-t-butyl-4-hydroxybenzylphosphite diethyl ester, 2,2-thiobis(4-methyl-6-t-butylphenol), 2,6-g, t-butylphenol 4,4'-butylidene-bis(3-methyl-6-t-butylphenol), 4,4'-thiobis (3-methyl-6-methyl-6
- the antioxidant may be specifically a hindered phenol-based antioxidant, and may be Songnox-1010 (Songwon Industry).
- UV absorber 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxy benzophenone, and the like may be used, but the present invention is not limited thereto. Anything commonly used can be used.
- thermal polymerization inhibitor examples include p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, N-nitrosophenylhydroxyamine ammonium salt, and N-nitrosophenylhydroxy Amine aluminum salt, p-methoxyphenol, di-t-butyl-p-cresol, pyrogarol, benzoquinone, 4,4-thiobis(3-methyl-6-t-butylphenol), 2,2- Methylene bis (4-methyl-6-t-butylphenol), 2-mercaptoimidazole and phenothiazine (phenothiazine) may include one or more selected from the group consisting of, but is not limited to these, and is not limited to sugar technology These may include those commonly known in the art.
- the dispersant may be used as a method of internally adding the pigment to the pigment in the form of surface treatment in advance, or a method of externally adding the pigment.
- a compound type, nonionic, anionic or cationic dispersant may be used, and examples thereof include fluorine-based, ester-based, cationic-based, anionic-based, nonionic-based, and amphoteric surfactants. These may be used individually or in combination of two or more.
- the dispersant is polyalkylene glycol and esters thereof, polyoxyalkylene polyhydric alcohols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, There is at least one selected from the group consisting of alkylamide alkylene oxide adducts and alkylamines, but is not limited thereto.
- the leveling agent may be polymeric or non-polymeric.
- Specific examples of the leveling agent of the polymer include polyethyleneimine, polyamideamine, amine and epoxide reaction products, and specific examples of the non-polymeric leveling agent include non-polymer sulfur-containing and non-polymer nitrogen-containing Compounds include, but are not limited to, those commonly used in the art may be used.
- a photosensitive material comprising the photosensitive resin composition.
- the photosensitive material containing the photosensitive resin composition contains a binder resin containing a structure represented by Chemical Formula 1 is gas chromatography mass spectrometry (GC/MS), specifically pyrolysis gas chromatography mass spectrometry (Py-GC) /MS) analysis.
- GC/MS gas chromatography mass spectrometry
- Py-GC pyrolysis gas chromatography mass spectrometry
- the photosensitive resin composition of the present specification is coated on a substrate by an appropriate method and cured to form a thin film or patterned photosensitive material.
- the coating method is not particularly limited, a spray method, a roll coating method, a spin coating method, or the like can be used, and the spin coating method is generally widely used.
- the residual solvent may be partially removed under reduced pressure.
- a light source for curing the photosensitive resin composition according to the present specification for example, there is a mercury vapor arc (arc), carbon arc, Xe arc, etc. that emits light having a wavelength of 250 nm to 450 nm, but is not limited thereto.
- arc mercury vapor arc
- carbon arc carbon arc
- Xe arc etc. that emits light having a wavelength of 250 nm to 450 nm, but is not limited thereto.
- the photosensitive resin composition according to the present specification is a thin film transistor type liquid crystal display (TFT LCD) pigment dispersion type photosensitive material for manufacturing a color filter, a thin film transistor liquid crystal display device (TFT LCD), or a photosensitive material for forming a black matrix of an organic light emitting diode ,
- TFT LCD thin film transistor type liquid crystal display
- TFT LCD thin film transistor liquid crystal display device
- PDP plasma display panel
- a color filter including the photosensitive material is provided.
- the color filter may be manufactured by using a photosensitive resin composition containing a binder resin including a structure represented by Chemical Formula 1.
- a color filter may be formed by applying the photosensitive resin composition on a substrate to form a coating film, and exposing, developing, and curing the coating film.
- the substrate may be a glass plate, a silicon wafer, and a plastic-based plate such as polyethersulfone (PES) or polycarbonate (PC), and the type is not particularly limited.
- PES polyethersulfone
- PC polycarbonate
- the color filter may include a red pattern, a green pattern, a blue pattern, and a black matrix.
- the color filter may further include an overcoat layer.
- a black pattern on a grid called a black matrix can be arranged between color pixels of a color filter for the purpose of improving contrast.
- Chrome can be used as the material of the black matrix.
- a method of depositing chromium on the entire glass substrate and forming a pattern by etching may be used.
- a resin black matrix by a pigment dispersion method capable of fine processing can be used.
- the black matrix according to the exemplary embodiment of the present specification may use a black pigment or black dye as a color material.
- a black pigment or black dye for example, carbon black may be used alone, or a mixture of carbon black and a coloring pigment may be used.
- the coloring pigment having insufficient light-shielding property is mixed, the film strength or adhesion to the substrate decreases even when the amount of the coloring material is relatively increased. It has the advantage of not being.
- It provides a display device including a color filter according to the present specification.
- the display device includes a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED), a liquid crystal display (LCD), a thin film transistor It may be any one of a liquid crystal display (Thin FIlm Transistor-Liquid Crystal Display, LCD-TFT) and a cathode ray tube (CRT).
- PDP plasma display panel
- LED light emitting diode
- OLED organic light emitting diode
- LCD liquid crystal display
- LCD liquid crystal display
- CRT cathode ray tube
- the acid value of the prepared binder resin B was 76 mgKOH/g, and the weight average molecular weight was 10,600 g/mol.
- the produced binder resin B has a structural unit shown below.
- the acid value of the prepared binder resin C was 75 mgKOH/g, and the weight average molecular weight was 9,800.
- the prepared binder resin C has a structural unit shown below.
- benzyl methacrylate 51.75 mol%, N-phenylmaleimide 8.63%, styrene 10.35 mol%, methacrylic acid 29.28 mol% was added, mixed with a solvent, mixed in a nitrogen atmosphere, and heated to 60°C.
- 10 parts by weight of the thermal polymerization initiator V65 ((2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the solid content of the binder resin to react for 16 hours to prepare a binder resin D.
- the acid value of the prepared binder resin D was 125 mgKOH/g, and the weight average molecular weight was 8,100.
- the prepared binder resin D has a structural unit shown below.
- the photosensitive resin compositions of Examples 1 to 3 were prepared by applying a binder resin as described in Table 3 below in the same amount as described in Table 1 above.
- Example 1 Example 2 Example 3 Binder resin A B C
- the photosensitive resin compositions prepared by Examples 1 to 3 and Comparative Examples 1 and 2 were spin coated on glass (5 cm X 5 cm) and preheated at 110° C. for 70 seconds to form a film. After exposing the film to an energy of 40 mJ/cm 2 under a high pressure mercury lamp using a photomask, the pattern was developed using an aqueous solution of KOH alkali and washed with distilled water. After distilled water was removed, heat treatment was performed at 230°C for 20 minutes to obtain a color pattern.
- the post-heat-treated substrate was further treated at 230°C for 120 minutes to obtain a transmittance spectrum in the same measuring range as the same equipment.
- ⁇ Eab heat resistance
- a small ⁇ Eab value means that there is little color change, indicating excellent heat resistance.
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Citations (6)
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JP2004286810A (ja) * | 2003-03-19 | 2004-10-14 | Fuji Photo Film Co Ltd | 染料含有硬化性組成物、並びに、これを用いたカラーフィルターおよびその製造方法 |
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JP2006251464A (ja) * | 2005-03-11 | 2006-09-21 | Tokyo Ohka Kogyo Co Ltd | レンズ形成用感光性樹脂組成物 |
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KR20150115719A (ko) * | 2013-02-08 | 2015-10-14 | 가부시키가이샤 디엔피 파인 케미칼 | 컬러 필터용 착색 수지 조성물, 색재 분산액, 컬러 필터, 액정 표시 장치 및 유기 발광 표시 장치 |
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KR20180103739A (ko) * | 2017-03-10 | 2018-09-19 | 도오꾜오까고오교 가부시끼가이샤 | 패턴화된 경화막을 형성하는 방법, 감광성 조성물, 드라이 필름, 및 도금 조형물의 제조 방법 |
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KR102413261B1 (ko) | 2022-06-27 |
CN111801620A (zh) | 2020-10-20 |
TWI813834B (zh) | 2023-09-01 |
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