Classifications

• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B5/00—Optical elements other than lenses
  • G02B5/20—Filters
• • G—PHYSICS
  • G02—OPTICS
  • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
  • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
  • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
  • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
  • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
  • G02F1/1333—Constructional arrangements; Manufacturing methods
  • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
• • G—PHYSICS
  • G02—OPTICS
  • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
  • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
  • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
  • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
  • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
  • G02F1/1333—Constructional arrangements; Manufacturing methods
  • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
  • G02F1/133509—Filters, e.g. light shielding masks
  • G02F1/133514—Colour filters
• • 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
• • 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
• • 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
• • 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
• • 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
• • 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

Definitions

• the present specification relates to a compound, a colorant composition, a photosensitive material, a color filter and a display device.
• a pigment dispersion method using a pigment as a colorant is generally applied to implement a color filter.
• 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 conventional pigments, and thus its chemical resistance is insufficient.
• This specification is intended to provide a compound, a colorant composition, a photosensitive material, a color filter and a display device.
• An exemplary embodiment of the present specification is a triarylmethane dye monomer; (Meth) acrylic acid monomer; And it provides a compound comprising a structure represented by the formula (1).
• L3 is a substituted or unsubstituted alkylene group
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; A substituted or unsubstituted alkyl group,
• r2 is an integer from 0 to 4, and when r2 is 2 or more, R2 is the same or different from each other, r3 is an integer from 0 to 5, and when r3 is 2 or more, R3 is the same or different from each other.
• One embodiment of the present specification is the compound; Binder resin; Polyfunctional monomers; Photoinitiators; And it provides a colorant composition comprising a solvent.
• One embodiment of the present specification provides a photosensitive material prepared using the colorant 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 compound according to an exemplary embodiment of the present specification may be used as a color material in a colorant composition, and when preparing a color filter using the colorant composition, has excellent chemical resistance and heat resistance.
• connection of the connected portion may be a single bond or double bond between atoms.
• the bonding portion means a portion connected between chemical formulas or chemical structures.
• monomer means a monomer or a unit, and means a unit molecule or a repeating structure forming a polymer.
• the structure represented by Chemical Formula 1 may mean a monomer having a structure represented by Chemical Formula 1.
• the compound according to an exemplary embodiment of the present specification is a triarylmethane dye monomer; (Meth) acrylic acid monomer; And by including the structure represented by the formula (1), heat resistance and chemical resistance can be improved.
• the structure represented by the formula (1) when the structure represented by the formula (1) is introduced into the triarylmethane dye, the structure represented by the formula (1) promotes a radical reaction when the exposure process is carried out, so that the binder resin in the coloring composition, the compound, The bonding of the polyfunctional monomers is more active than when the structure represented by Chemical Formula 1 is not introduced, thereby increasing the curing degree of the film, thereby improving heat resistance and chemical resistance.
• the structure represented by Chemical Formula 1 is specifically, preferably a BPMA (benzophenone methacrylate) monomer, but is not limited thereto.
• substituted or unsubstituted is 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 groups; Phosphine group; Sulfonate groups; Amine groups; 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 include 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 Tilgi, and the like, but are not limited to these.
• the cycloalkyl group is not particularly limited, but is preferably 3 to 30 carbon atoms, particularly preferably a cyclopentyl group or a cyclohexyl group, but is not limited thereto.
• the alkylene group means that the alkane has two binding positions.
• the alkane is applied to the description of the alkyl group described above.
• 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 cycloalkyl group has 3 to 30 carbon atoms. 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 phenyl group, a biphenyl group, a terphenyl group, etc., as a monocyclic aryl 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.
• aryl of “triarylmetham dye” may refer to the description of the aryl group and / or the description of the heterocyclic group.
• 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 amine group is -NH 2 ; Alkylamine groups; N-alkylarylamine group; Arylamine group; N-aryl heteroarylamine group; It may be selected from the group consisting of N-alkylheteroarylamine groups and heteroarylamine groups, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30.
• amine group examples include methylamine group, dimethylamine group, ethylamine group, diethylamine group, phenylamine group, naphthylamine group, biphenylamine group, anthracenylamine group, 9-methyl-anthracenylamine Group, diphenylamine group, N-phenylnaphthylamine group, ditolylamine group, N-phenyltolylamine group, triphenylamine group, N-phenylbiphenylamine group; N-phenyl naphthylamine group; N-biphenyl naphthylamine group; N-naphthylfluorenylamine group; N-phenylphenanthrenylamine group; N-biphenylphenanthrenylamine group; N-phenylfluorenylamine group; N-phenyl terphenylamine group; N-phenanthrenylfluorenylamine group; N-bi
• the anionic group has a chemical bond with the triarylmethane dye monomer, 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 Publication No. 2005-071680, Korean Application Publication No. 2007-7000693, Japanese Patent Application No. 2005-111696, Japanese Patent Application No. 2008-249663, Japanese Patent Application No. 2014-199436 may be applied.
• anionic group examples include trifluormethanesulfonic acid anion, bis (trifluoromethylsulfonyl) amide anion, bistrifluoromethanesulfonimide anion, bisperfluorethylsulfimide 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 can 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.
• (meth) acrylic acid or (meth) acrylic acid may be represented by methacrylic acid.
• An exemplary embodiment of the present specification is a triarylmethane dye monomer; (Meth) acrylic acid monomer; And it provides a compound comprising a structure represented by the formula (1).
• L3 is a substituted or unsubstituted alkylene group
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; A substituted or unsubstituted alkyl group,
• r2 is an integer from 0 to 4, and when r2 is 2 or more, R2 is the same as or different from each other,
• r3 is an integer from 0 to 5, and when r3 is 2 or more, R3 is the same as or different from each other.
• X ' is O.
• X ' is NH
• L1 is a direct bond
• L1 is a substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; Or a substituted or unsubstituted propylene group.
• L1 is a methylene group; Ethylene group; Or a propylene group.
• L2 is a direct bond
• L3 is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.
• L3 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
• L3 is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.
• L3 is a substituted or unsubstituted methylene group.
• L3 is a methylene group.
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
• R1 to R3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted methyl group.
• R1 is hydrogen; Or a methyl group.
• R2 is hydrogen
• R3 is hydrogen; Hydroxy group; Or a methyl group substituted with an amine group.
• the formula 1 may be represented by the following formula 1-1.
• X ', L1, L2, R1 to R3, r2 and r3 are as defined in Formula 1 above.
• Chemical Formula 1 may be represented by any one of the following structures, but is not limited thereto. Formula 1 is to form a portion that is polymerized from any one of the following structures.
• the triarylmethane dye monomer provides a compound represented by the following Chemical Formula 2.
• R11 to R14 are the same as or different from each other, and each independently an substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted alkoxy group,
• X1 and X2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Hydroxy group; -COOH; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,
• x1 and x2 are integers from 0 to 4,
• X1 is the same as or different from each other
• X2 is the same as or different from each other
• A is represented by any one of the following formulas A-1 to A-3,
• Z is N or CR
• R is hydrogen; Or a substituted or unsubstituted alkyl group,
• R4 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,
• R15 and R16 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group,
• X is an anionic group
• X3 to X6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Hydroxy group; -COOH; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,
• x3 is an integer from 0 to 3, and when x3 is 2 or more, X3 is the same as or different from each other,
• x4 is an integer from 0 to 10, and when x4 is 2 or more, X4 is the same as or different from each other,
• x5 is an integer from 0 to 4, and when x5 is 2 or more, X5 is the same as or different from each other,
• x6 is an integer from 0 to 4, and when x6 is 2 or more, X6 is the same as or different from each other,
• B is a substituted or unsubstituted aryl group; Or a substituted or unsubstituted alkyl group.
• R11 to R14 are the same as or different from each other, and each independently an substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
• R11 to R14 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
• R11 to R14 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
• R11 to R14 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.
• R11 to R14 are the same as or different from each other, and each independently a substituted or unsubstituted methyl group; A substituted or unsubstituted ethyl group; Substituted or unsubstituted propyl group; Or a substituted or unsubstituted phenyl group.
• R11 to R14 are the same as or different from each other, and each independently a methyl group; Ethyl group; An ethyl group substituted with an alkoxy group; Isopropyl group; n-propyl group; Phenyl group; Or a phenyl group substituted with a methyl group.
• Z is N.
• Z is CR
• R is hydrogen; Or a substituted or unsubstituted alkyl group.
• R is hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
• R is hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
• R is hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
• R is hydrogen
• R4 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group.
• R4 to R6 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.
• R4 to R6 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.
• R4 to R6 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.
• R4 to R6 are substituted or unsubstituted methyl groups.
• R4 to R6 are methyl groups.
• R15 and R16 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.
• R15 and R16 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; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.
• R15 and R16 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; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.
• R15 and R16 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.
• R15 is a substituted or unsubstituted ethyl group.
• R15 is an ethyl group.
• R16 is a substituted or unsubstituted phenyl group.
• R16 is a phenyl group unsubstituted or substituted with a halogen group.
• R16 is a phenyl group unsubstituted or substituted with fluorine.
• X may be a bistrifluormethanesulfonimide anion.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Hydroxy group; -COOH; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Halogen group; Or a substituted or unsubstituted alkyl group.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Halogen group; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Halogen group; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Halogen group; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Halogen group; Or a substituted or unsubstituted methyl group.
• X1 and X2 are the same as or different from each other, and each independently hydrogen; Fluorine; Goat; Or a methyl group.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Hydroxy group; -COOH; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a substituted or unsubstituted alkyl group.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a substituted or unsubstituted methyl group.
• X3 to X6 are the same as or different from each other, and each independently hydrogen; -COOH; Or a methyl group.
• B is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
• B is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
• B is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
• B is a substituted or unsubstituted phenyl group.
• B is a phenyl group.
• Chemical Formula 2 may be represented by any one of the following Chemical Formulas 2-1 to 2-3.
• R11 to R16, R4 to R6, X1 to X6, x1 to x6, Z, X and B are as defined in Formula 2.
• Chemical Formula 2-1 may be represented by the following Chemical Formula 2-1-1.
• R11 to R14, R4, X1 to X4, x1 to x4, Z and X are as defined in Chemical Formula 2.
• Chemical Formula 2-2 may be represented by Chemical Formula 2-2-1 below.
• R11 to R14, R5, X1, X2, X5, x1, x2, x5, X and B are as defined in Formula 2.
• Chemical Formula 2-3 may be represented by Chemical Formula 2-3-1.
• R11 to R16, R6, X1, X2, X6, x1, x2, x6 and X are as defined in Chemical Formula 2.
• Chemical Formula 2 may be represented by any one of the following structures, but is not limited thereto.
• X is as defined in Chemical Formula 2. Specifically, X is as defined in Chemical Formulas A-1 to A-3.
• the (meth) acrylic acid monomer may be represented by Formula B below.
• T1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted alkoxy group,
• T2 is hydrogen; Or a substituted or unsubstituted alkyl group,
• M is a direct bond; Or a substituted or unsubstituted alkylene group.
• T1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms.
• T1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.
• T1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms.
• T1 is hydrogen; -COOH; Or it may be any one of the following structures.
• the structure represented by Formula B may be represented by any one of the following structures, but is not limited thereto.
• the triarylmethane dye monomer 55 to 98% by weight; 1 to 30% by weight of the (meth) acrylic acid monomer; And it provides a compound containing 1 to 20% by weight of the structure represented by the formula (1).
• the triarylmethane dye monomer 70% by weight; 20 weight percent of the (meth) acrylic acid monomer; And 5% by weight of the structure represented by Chemical Formula 1.
• the triarylmethane-based polymer dye may be formed of a combination of a triarylmethane-based dye and other monomers.
• a sufficient color can be exhibited, and preferably, when it is 70% by weight or more, an appropriate color can be exhibited.
• the weight average molecular weight of the compound is 5,000 g / mol to 35,000 g / mol. It may preferably be 15,000 g / mol to 30,000 g / mol.
• the compound When the compound satisfies the range of the weight average molecular weight, it may have a suitable development time and heat resistance.
• the weight average molecular weight of the compound is less than 5,000 g / mol, the amount of color material removed by the developer increases and the color change due to heat increases.
• the weight average molecular weight of the compound is more than 35,000 g / mol, the development time increases.
• 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 High Performance Liquid Chromatography (HPLC) analysis.
• HPLC High Performance Liquid Chromatography
• the number average molecular weight of the compound may be 20 to 32.
• the compound satisfies the range of the number average molecular weight, it can have appropriate development time and heat resistance.
• the number average molecular weight means the average molecular weight obtained by averaging the molecular weights of the component molecular species of the polymer compound having a molecular weight distribution in several fractions or mole fractions.
• the number average molecular weight can be measured through High Performance Liquid Chromatography (HPLC) analysis.
• HPLC High Performance Liquid Chromatography
• the dispersion degree of the compound may be 2 to 3. Specifically, the dispersion degree may be 2.28 to 2.97.
• the dispersion degree is a polydispersity index (PDI), which is expressed by dividing the weight average molecular weight value by the number average molecular weight.
• PDI polydispersity index
• the compound may include one or more triarylmethane dye monomers.
• the (meth) acrylic acid monomer may include one or more (meth) acrylic acid monomers.
• the compound may further include a thermosetting monomer.
• thermosetting monomer may be glycidyl methacrylate, oxetane or M-100, but is not limited thereto.
• the glycidyl methacrylate may be represented by the following structure.
• the oxetane may be represented by the following structure.
• the M-100 may be represented by the following structure.
• the compound may further include a styrene monomer as needed.
• One embodiment of the present specification is the compound; Binder resin; Polyfunctional monomers; Photoinitiators; And it provides a colorant composition comprising a solvent.
• the colorant composition may further include at least one of a pigment and a dye.
• the colorant composition may include only the compound of Formula 1, but may include the compound of Formula 1 and one or more dyes, or the compound of Formula 1 and one or more pigments, or of Formula 1 Compounds, 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 pigment may be a phthalocyanine-based compound, and may be B15: 6, G7, G58, G59 or G36.
• the dye may be a xanthene-based compound, a metal-complex-based compound, or a quinophthalone-based compound.
• the binder resin is not particularly limited as long as it can exhibit physical properties such as strength and developability of a film made of a colorant composition.
• the binder resin may use a copolymer resin of a polyfunctional monomer that imparts mechanical strength and a monomer that imparts 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 anhydrides.
• 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) acryl
• 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) acryloyl
• the multifunctional monomer may be specifically dipentaerythritol hexaacrylate.
• the acid value of the binder resin is 50 to 130 KOH mg / g, and the weight average molecular weight is 1,000 g / mol to 50,000 g / mol.
• the acid value of the binder resin can be measured by titration with a 0.1 N potassium hydroxide (KOH) methanol solution.
• the binder resin is a copolymer resin (copolymer) of one or more monomers selected from the group consisting of methacrylic acid, glycidylmethacrylic acid, styrene, cyclohexyl ketaacrylate, and methacrylate.
• a copolymer resin copolymer of one or more monomers selected from the group consisting of methacrylic acid, glycidylmethacrylic acid, styrene, cyclohexyl ketaacrylate, and methacrylate.
• the binder resin may be a copolymer having 13, 52, and 35% by weight of methacrylic acid, glycidylmethacrylic acid, and styrene, respectively, based on the total weight of the copolymer.
• the binder resin may be cyclohexyl methacrylate, methacrylate, and methacrylic acid based on the total weight of the copolymer, respectively, 45, 30, and 25% by weight.
• the photoinitiator is not particularly limited as long as it is an initiator that generates radicals by light to trigger crosslinking.
• it is selected from the group consisting of acetophenone compounds, biimidazole compounds, triazine compounds, and oxime compounds. It may be one or more.
• the acetophenone-based compounds are 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
• the biimidazole-based compound is 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
• 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 specifically SPI-03, but is not limited thereto.
• 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 solvent may be propylene glycol monomethyl ether acetate or diacetone alcohol.
• An exemplary embodiment of the present specification is based on the total weight of the colorant composition, the content of the compound is 1 to 50% by weight; The content of the binder resin is 5 to 40% by weight; The content of the polyfunctional monomer is 5 to 40% by weight; The photoinitiator content is 1 to 10% by weight; And the content of the solvent is 30 to 80% by weight.
• the content of the compound is 1 to 50% by weight
• the content of the binder resin is 5 to 40% by weight
• of the multifunctional monomer The content is 5 to 40% by weight
• the content of the photoinitiator is 1 to 10% by weight to provide a colorant composition.
• the compound, the binder resin, and the polyfunctional monomer in the colorant composition may be bonded to each other by radical polymerization to form a hard film.
• the total weight of the solid content means the sum of the total weight of the components excluding the solvent in the colorant composition.
• the basis of the solid content and the weight percentage based on the solid content of each component can be measured by general analytical means used in the art, such as liquid chromatography or gas chromatography.
• the colorant composition may further include at least one selected from the group consisting of leveling agents, antioxidants, adhesion aids, and surfactants.
• the colorant composition may further include an antioxidant.
• the content of the antioxidant is 0.1% to 20% by weight based on the total weight of solids in the colorant composition.
• the colorant composition is 1 or 2 or more selected from the group consisting of a photocrosslinker, a curing accelerator, an adhesion aid, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, and a leveling agent Additives are further included.
• the content of the additive is 0.1% to 20% by weight based on the total weight of solids in the colorant composition.
• the photocrosslinking 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 series such as thioxanthone, 2,4-diethyl thioxanthone, 2-chloro thioxanthone, 1-chloro-4-propyloxy thioxanthone, isopropyl thioxanthone, and diisopropyl thioxanthone compound; Xanthone compounds
• 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-mercaptopropio Nate), pentaerythritol-tetrakis (2-mercaptoacetate), pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane- One or more kinds selected from the group consisting of tris (3-mercaptopropionate) can be used.
• One or more of meta acryloyl silane coupling agents such as can be used, and as the alkyl trimethoxy silane, at least one of octyl trimethoxy silane, dodecyl trimethoxy silane, and octadecyl trimethoxy silane can be used. You can choose and use.
• the surfactant is a silicone-based surfactant or a fluorine-based surfactant, and specifically, 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.
• the silicone-based surfactant is BYK-077, BYK-085, BYK-300, BYK-301, BY
• DIC is a fluorine-based surfactant.
• 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-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 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-t-t-
• Songnox 1010 may be used, but is not limited thereto.
• 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 to 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 polymeric leveling agent include polyethyleneimine, polyamideamine, amine and epoxide reaction products, and specific examples of the non-polymeric leveling agent include non-polymeric sulfur-containing and non-polymeric nitrogen-containing Compounds include, but are not limited to, all those commonly used in the art may be used.
• the leveling agent may be specifically F-554, but is not limited thereto.
• KBM-503 may be used as the adhesion aid, but is not limited thereto, and those commonly used in the art may be used.
• the coloring agent composition of the present specification is applied on a substrate in an appropriate manner 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 colorant 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 colorant composition according to the present specification comprises 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, It can be used for photoresist for forming overcoat layer, column spacer photoresist, photocurable paint, photocurable ink, photocurable adhesive, printing plate, photosensitive material for printed wiring board, photosensitive material for plasma display panel (PDP), etc. It is not specially placed.
• 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 include the triarylmethane dye monomer; (Meth) acrylic acid monomer; And it may be prepared, using a colorant composition comprising a compound comprising a structure represented by the formula (1).
• a color filter can be formed by applying the colorant 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 a material for 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.
• 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 strength of the film or the adhesion to the substrate deteriorates even when the amount of the coloring material is relatively increased. There is an advantage that is not.
• 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
• a reflux cooling device was installed in a 50 mL flask, and based on the total weight of the compound to prepare the benzophenone methacrylate, methacrylic acid, and dye represented by formula I under the nitrogen atmosphere, 5 and 20, respectively. , 75% by weight and mixed with a 1: 1 mixture of propylene glycol monomethyl ether acetate and diacetone alcohol and heated to 60 ° C.
• Benzophenone methacrylate, methacrylic acid represented by the formula A-1 structure, and the dye represented by the formula (I) was added to 10, 15, 75% by weight, respectively, based on the total weight of the prepared compound, and then the same as in Synthesis Example 1 It was prepared by a method to obtain a dye polymer compound B having a number average molecular weight of 20,911 and a dispersion degree of 2.35.
• Benzophenone methacrylate, methacrylic acid represented by the structure represented by Formula A-1, and dyes represented by Formula II are added at 5, 20, and 75% by weight, respectively, based on the total weight of the prepared compound, and then the same as in Synthesis Example 1 It was prepared by a method to obtain a dye polymer compound D having a number average molecular weight of 26,879 and a dispersion degree of 2.69.
• Benzophenone methacrylate, methacrylic acid represented by the structure of Formula A-1, and the dye represented by Formula III are added at 5, 20, 75% by weight, respectively, based on the total weight of the compound to be prepared, and are the same as those of Synthesis Example 1 It was prepared by a method to obtain a dye polymer compound E having a number average molecular weight of 24,369 and a dispersion degree of 2.55.
• Benzoylphenyl methacrylamide represented by the structure of Formula A-2, methacrylic acid, and the dye represented by Formula II, based on the total weight of the compound to be prepared, respectively, were added at 10, 25, 65% by weight, followed by Synthesis Example 1 and It was prepared in the same manner to obtain a triarylmethane dye polymer compound F having a number average molecular weight of 31,250 and a dispersion degree of 2.97.
• Methacrylic acid, styrene, glycidyl methacrylate, and the dye represented by the formula (I) was added to each of 15, 10, 15, 60% by weight based on the total weight of the compound to be prepared, and then in the same manner as in Synthesis Example 1. It was prepared to obtain a dye polymer compound J having a number average molecular weight of 28,775 and a dispersion degree of 2.92.
• the dispersion degree is a polydispersity index (PDI), and is expressed as a value obtained by dividing the weight average molecular weight value by the number average molecular weight.
• the weight average molecular weight and the number average molecular weight were measured through High Performance Liquid Chromatography (HPLC) analysis.
• the binder resin A is a copolymer in which the content of methacrylic acid, glycidylmethacrylic acid, and styrene is 13, 52, and 35% by weight, based on the total weight of the binder resin A.
• the binder resin B is a copolymer in which the content of cyclohexyl methacrylate, methacrylate, and methacrylic acid is 45, 30, and 25% by weight based on the total weight of the binder resin B.
• the colorant composition Examples 2 to 8 were prepared in the same manner as in the colorant composition Example 1, except that Compound A of Colorant Resin Composition Example 1 was applied to each of the compounds shown in Table 1 below.
• Colorant composition Comparative Example 1 was prepared in the same manner as in Colorant composition Example 1, except that Compound A in Example 1 was changed to Compound J.
• Colorant composition Comparative Example 2 was prepared in the same manner as in Colorant composition Example 1, except that Compound A in Example 1 was changed to Compound K.
• Colorant composition Comparative Example 3 was prepared by the same method except that the content of the initiator SPI-03 in Comparative Example 2 was changed to 0.77 parts by weight and 0.10 parts by weight of benzophenone methacrylate represented by the formula A-1 structure. Did.
• the colorant composition Comparative Example 4 was prepared by the same method except that the content of the initiator SPI-03 in Comparative Example 2 was changed to 0.77 parts by weight and 0.10 parts by weight of benzoylphenyl methacrylamide represented by the formula A-2 structure. Did.
• the colorant compositions prepared by Examples 1 to 8 and Comparative Examples 1 to 4 were spin coated on glass (5 cm X 5 cm) and preheated at 105 ° 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, a post-heat treatment was performed at 240 ° C for 20 minutes (Postbake) to obtain a color pattern.
• the post-heat treatment substrate (1 postbake) was additionally treated at 240 ° C for 60 minutes to obtain a transmittance spectrum in the same measurement range as the same equipment.
• ⁇ Eab (heat resistance) was calculated by the following equation 1 using the values L *, a *, and b * obtained from the absorption spectrum obtained using the C light source as a backlight, and is shown in Table 2 below.
• a small ⁇ Eab (heat resistance) value means less color change, indicating excellent heat resistance.
• ⁇ Eab (chemical resistance) is shown in Table 2 below by calculating the above [Calculation Formula 1] in the spectrum before and after immersion. A small ⁇ Eab (chemical resistance) value means that there is little color change, indicating excellent chemical resistance.

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• 2018
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