CN113087716A - Phthalocyanine-porphyrin fused compound, photoresist composition and display panel - Google Patents
Phthalocyanine-porphyrin fused compound, photoresist composition and display panel Download PDFInfo
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- CN113087716A CN113087716A CN202110279801.6A CN202110279801A CN113087716A CN 113087716 A CN113087716 A CN 113087716A CN 202110279801 A CN202110279801 A CN 202110279801A CN 113087716 A CN113087716 A CN 113087716A
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- phthalocyanine
- photoresist composition
- porphyrin
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 229920002120 photoresistant polymer Polymers 0.000 title claims abstract description 37
- 239000000049 pigment Substances 0.000 claims abstract description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 10
- 239000000654 additive Substances 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 9
- 239000011230 binding agent Substances 0.000 claims description 9
- -1 photoinitiator Substances 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 6
- 239000004925 Acrylic resin Substances 0.000 claims description 5
- 229920000178 Acrylic resin Polymers 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 238000006467 substitution reaction Methods 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- AZUHIVLOSAPWDM-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)-1h-imidazole Chemical compound C1=CNC(C=2NC=CN=2)=N1 AZUHIVLOSAPWDM-UHFFFAOYSA-N 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 3
- 244000028419 Styrax benzoin Species 0.000 claims description 3
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 230000003078 antioxidant effect Effects 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 3
- 229960002130 benzoin Drugs 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 235000019382 gum benzoic Nutrition 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052712 strontium Inorganic materials 0.000 claims description 3
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- 239000013530 defoamer Substances 0.000 claims description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 9
- 238000010521 absorption reaction Methods 0.000 abstract description 8
- 238000002834 transmittance Methods 0.000 abstract description 7
- 239000002245 particle Substances 0.000 abstract description 5
- 239000003960 organic solvent Substances 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical group N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 4
- 150000004032 porphyrins Chemical group 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000004840 adhesive resin Substances 0.000 description 3
- 229920006223 adhesive resin Polymers 0.000 description 3
- 229940125904 compound 1 Drugs 0.000 description 3
- 229940125782 compound 2 Drugs 0.000 description 3
- 239000004973 liquid crystal related substance Substances 0.000 description 3
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- POYODSZSSBWJPD-UHFFFAOYSA-N 2-methylprop-2-enoyloxy 2-methylprop-2-eneperoxoate Chemical compound CC(=C)C(=O)OOOC(=O)C(C)=C POYODSZSSBWJPD-UHFFFAOYSA-N 0.000 description 1
- WVPPCRCTHUBAKB-UHFFFAOYSA-N S-(4-methylphenyl) 2-methyl-2-morpholin-4-ylpropanethioate Chemical compound CC(C(=O)SC1=CC=C(C=C1)C)(C)N1CCOCC1 WVPPCRCTHUBAKB-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- JOFCBGYIEPWOCC-UHFFFAOYSA-N butanedioic acid;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.OC(=O)CCC(O)=O JOFCBGYIEPWOCC-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
-
- 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
- G03F7/004—Photosensitive materials
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Optics & Photonics (AREA)
- Optical Filters (AREA)
Abstract
The phthalocyanine-porphyrin fused compound has stronger absorption to blue light with the wavelength of 400-450nm, can effectively relieve the problem that the color point of the display panel is blue in a dark state, and can relieve the scattering effect of pigment particles on light when the phthalocyanine-porphyrin fused compound is added into a photoresist composition because the phthalocyanine-porphyrin fused compound has better solubility and dispersibility in an organic solvent, so that the prepared color filter has higher transmittance and contrast.
Description
Technical Field
The application relates to the technical field of display, in particular to a phthalocyanine-porphyrin fused compound, a photoresist composition and a display panel.
Background
Liquid crystal displays, which are one of the most mature display technologies developed at present, have been widely used in various display fields, and color display is implemented by arranging a color filter to convert color of monochromatic light emitted from a backlight module.
At present, a color filter generally achieves a desired hue by adding pigments of different colors, the pigments are insoluble substances, the pigments are generally added to a substrate in a highly dispersed state to color the substrate, and dispersed particles of the pigments have a severe light scattering effect, thereby reducing the transmittance and contrast of the color filter.
On the other hand, many conventional lcds have a common problem of blue shift of color dots in the dark state, which is mainly caused by leakage of blue light after the backlight passes through the polarizer in the dark state.
Therefore, there is a need to develop a photoresist composition for manufacturing a color filter to solve the problems of the color filter that transmittance and contrast are reduced due to too strong scattering, and the color point of the conventional liquid crystal display is blue-shifted in the dark state.
Disclosure of Invention
The invention provides a phthalocyanine-porphyrin condensed compound, a photoresist composition and a display panel, which can solve the problems that the transmittance and the contrast ratio of the existing color filter are reduced due to an excessively strong scattering effect, and the existing liquid crystal display has dark-state color point blue shift.
In order to solve the above problems, in a first aspect, the present invention provides a phthalocyanine-porphyrin fused compound, the structure of which is represented by formula 1 or formula 2 below:
wherein M is1And M2Each independently selected from divalent metal elements, M1And M2Identical or different;
R1and R2Each independently selected from the group consisting of hydrogen, halogen, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 1 to 20 carbon atoms and substituted or unsubstituted aryloxy of 1 to 20 carbon atoms, R1And R2The same or different.
Further, said M1And M2Each independently selected from at least one of magnesium, calcium, strontium, barium, copper, iron, and zinc.
Further, said R1And R2Each independently selected from the following substituent groupsWherein denotes the substitution site:
＊-CH3 ＊-C5H11 ＊-C6H13 ＊-OC4H9 ＊-OC5H11 ＊-OC6H13
in a second aspect, the present invention provides a photoresist composition comprising the aforementioned phthalocyanine-porphyrin fused compound.
Further, the photoresist composition further comprises: pigment dispersion, binder resin, photoinitiator, solvent and additive.
Further, in the photoresist composition, the pigment dispersion liquid is 5-10% by mass, the adhesive resin is 5-8% by mass, the phthalocyanine-porphyrin fused compound is 5-8% by mass, the photoinitiator is 0.3-0.8% by mass, the additive is 0.1-0.2% by mass, and the balance is the solvent.
Further, the binder resin is at least one selected from acrylic resins.
Further, the photoinitiator is at least one selected from acetophenone photoinitiators, benzoin photoinitiators, bisimidazole photoinitiators and benzophenone photoinitiators.
Further, the additive is selected from at least one of silane coupling agent, antioxidant, ultraviolet absorbent, defoaming agent and leveling agent.
In a third aspect, the present invention further provides a display panel, where the display panel includes a color filter, and the color filter includes the photoresist composition.
Has the advantages that: the embodiment of the invention provides a phthalocyanine-porphyrin fused compound, a photoresist composition and a display panel, wherein the phthalocyanine-porphyrin fused compound is characterized in that the structure of the phthalocyanine-porphyrin fused compound is represented by the following structural formula:
the phthalocyanine-porphyrin condensed compound has stronger absorption to blue light with the wavelength of 400-450nm, can effectively relieve the problem that the color point of a display panel in a dark state is blue, and simultaneously can relieve the scattering effect of pigment particles on light when being added into a photoresist composition due to better solubility and dispersibility of the phthalocyanine-porphyrin condensed compound in an organic solvent, so that the prepared color filter has higher transmittance and contrast.
Drawings
In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings needed to be used in the description of the embodiments will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on these drawings without creative efforts.
FIG. 1 is an electron absorption spectrum of a phthalocyanine-porphyrin fused compound provided in the examples of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In the description of the present invention, it is to be understood that the terms "center", "longitudinal", "lateral", "length", "width", "thickness", "upper", "lower", "front", "rear", "left", "right", "vertical", "horizontal", "top", "bottom", "inner", "outer", etc. indicate orientations or positional relationships based on those shown in the drawings, and are only for convenience of description and simplicity of description, but do not indicate or imply that the device or element being referred to must have a particular orientation, be constructed and operated in a particular orientation, and thus, should not be considered as limiting the present invention. Furthermore, the terms "first", "second" and "first" are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implicitly indicating the number of technical features indicated. Thus, features defined as "first", "second", may explicitly or implicitly include one or more of the described features. In the description of the present invention, "a plurality" means two or more unless specifically defined otherwise.
In this application, the word "exemplary" is used to mean "serving as an example, instance, or illustration. Any embodiment described herein as "exemplary" is not necessarily to be construed as preferred or advantageous over other embodiments. The following description is presented to enable any person skilled in the art to make and use the invention. In the following description, details are set forth for the purpose of explanation. It will be apparent to one of ordinary skill in the art that the present invention may be practiced without these specific details. In other instances, well-known structures and processes are not shown in detail to avoid obscuring the description of the invention with unnecessary detail. Thus, the present invention is not intended to be limited to the embodiments shown, but is to be accorded the widest scope consistent with the principles and features disclosed herein.
Embodiments of the present invention provide a phthalocyanine-porphyrin fused compound, the structure of which is represented by formula 1 or formula 2 below:
wherein M is1And M2Each independently selected from divalent metal elements, M1And M2Identical or different;
R1and R2Each independently selected from the group consisting of hydrogen, halogen, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 1 to 20 carbon atoms and substituted or unsubstituted aryloxy of 1 to 20 carbon atoms, R1And R2The same or different.
Incidentally, in the present application, the substitution means that a hydrogen atom is substituted with a substituent group commonly used in the art, such as a halogen atom, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, or an aryloxy group; and unsubstituted means that the original hydrogen atom remains without the aforementioned substitution.
In this embodiment, phthalocyanine group and porphyrin group are used as main molecular structures, and the phthalocyanine group and porphyrin group are connected in parallel by quinoxaline group, and then the phthalocyanine group and porphyrin group are linked with substituent groups, so as to construct the phthalocyanine-porphyrin fused compound with the specific structure.
In some embodiments, the M1And M2Each independently selected from alkaline earth metal elements or subgroup metal elements, for example from magnesium, calcium, strontium, barium, copper, iron and zinc.
In some embodiments, the R is1And R2Each independently selected from the following substituent groups, wherein denotes a substitution site:
＊-CH3 ＊-C5H11 ＊-C6H13 ＊-OC4H9 ＊-OC5H11 ＊-OC6H13
the R is1And R2Substituted on phthalocyanine group and porphyrin group, to further improve the dissolving capacity of the phthalocyanine-porphyrin fused compound.
Specifically, the phthalocyanine-porphyrin fused compound can be a compound 1 and a compound 2 represented by the following structural formulas:
the compound 1 and the compound 2 are respectively dissolved in toluene, and the electron absorption spectrum is tested, and the measured spectrogram is shown in fig. 1, and as can be seen from fig. 1, the compound 1 and the compound 2 both have a strong absorption peak in the blue light band of about 400-450nm, which proves that the phthalocyanine-porphyrin fused compound provided by the embodiment has a good absorption effect on blue light.
The embodiment of the invention also provides a photoresist composition, and the photoresist composition comprises the phthalocyanine-porphyrin fused compound provided by the embodiment.
The phthalocyanine-porphyrin condensed compound has a strong absorption peak in a blue light wave band of 400-450nm, namely has a good absorption effect on blue light, so that the color filter film formed by the photoresist composition can solve the problem that a dark-state color point of a display panel is slightly blue due to the fact that the light leakage of the blue light occurs after the backlight passes through a polarizer in a dark state in the existing display panel; on the other hand, the phthalocyanine-porphyrin condensed compound has good solubility and good dispersibility in an organic solvent, so that the phthalocyanine-porphyrin condensed compound can be added into a photoresist composition to effectively relieve the scattering effect of pigment particles in the photoresist composition on light, thereby improving the transmittance and the contrast of a color filter film formed by the photoresist composition.
Further, the photoresist composition includes, in addition to the phthalocyanine-porphyrin fused compound, conventional components: pigment dispersion, binder resin, photoinitiator, solvent and additive.
In the photoresist composition, the mass percent of the pigment dispersion liquid is 5-10%, the mass percent of the adhesive resin is 5-8%, the mass percent of the phthalocyanine-porphyrin fused compound is 5-8%, the mass percent of the photoinitiator is 0.3-0.8%, the mass percent of the additive is 0.1-0.2%, and the balance is the solvent.
In some embodiments, the pigment dispersion is not limited to a particular color and may be selected from the group consisting of green pigments, yellow pigments, blue pigments, cyan pigments. The pigment can be selected according to the actual process requirement, and the proportion of the pigment can be adjusted to be mixed to prepare the required pigment dispersion liquid.
In some embodiments, the binder resin may be selected from acrylic resins substituted with saturated substituents, such as acrylic acid, alkyl methacrylates, aryl methacrylates, alkylaryl methacrylates, and the like; the adhesive resin liquid can be selected from acrylic resin substituted by unsaturated substituent, such as succinic acid methacrylate; the binder resin liquid may be selected from epoxy acrylic resins, and may be, for example, epoxy acrylate, epoxy methacrylate, epoxy alkyl methacrylate, epoxy aryl methacrylate, or the like. The binder resin may be selected from one or more of the foregoing, as desired.
In some embodiments, the photoinitiator may be selected from acetophenone-based photoinitiators, such as may be α, α -diethoxyacetophenone and 2-methyl-2-morpholino-1- (4-methylphenylsulfanyl) propan-1-one, and the like; the photoinitiator may also be selected from benzoin type photoinitiators, for example, may be benzil, benzoin ether, and the like; the photoinitiator can also be selected from bisimidazole photoinitiators, such as hexaarylbisimidazoles; the photoinitiator may also be selected from benzophenone-type photoinitiators. The photoinitiator may be selected from one or more of the foregoing, as desired.
In some embodiments, the solvent may be ester solvent with higher boiling point, such as ethylene glycol ethyl ether acetate, diethylene glycol butyl ether acetate, propylene glycol monomethyl ether ester, etc.; ether solvents including ethylene glycol dimethyl ether, diethylene glycol diethyl ether, ethylene glycol dibutyl ether, and the like; the solvent can also be ketone solvent, such as hexanone, isophorone, etc. The solvent may be selected from one or more of the foregoing, as desired.
In some embodiments, the additive is selected from at least one of a silane coupling agent, an antioxidant, an ultraviolet absorber, a defoamer, and a leveling agent to optimize the relevant properties of the photoresist composition, depending on the actual process requirements.
Another embodiment of the present invention further provides a display panel, wherein the display panel includes a color filter, and the color filter includes the photoresist composition provided in the foregoing embodiments.
The phthalocyanine-porphyrin condensed compound is included in the photoresist composition, and the phthalocyanine-porphyrin condensed compound has a stronger absorption peak in a blue light waveband of 400-450nm, namely has a better absorption effect on blue light, so that the color filter film formed by the photoresist composition can solve the problem that a display panel has dark-state color points which are slightly blue due to the fact that the light leakage of the blue light occurs after the backlight passes through the polarizer in the dark state in the existing display panel; on the other hand, the phthalocyanine-porphyrin fused compound has good solubility and good dispersibility in an organic solvent, so that the phthalocyanine-porphyrin fused compound can be added into a photoresist composition to effectively relieve the scattering effect of pigment particles in the photoresist composition on light, thereby improving the transmittance and the contrast of a color filter film formed by the photoresist composition, and correspondingly, the display panel also has good display brightness and contrast.
In the above embodiments, the descriptions of the respective embodiments have respective emphasis, and parts that are not described in detail in a certain embodiment may refer to the above detailed descriptions of other embodiments, and are not described herein again.
The phthalocyanine-porphyrin fused compound, the photoresist composition and the display panel provided by the embodiment of the invention are described in detail, and the principle and the embodiment of the invention are illustrated by the specific example, and the description of the embodiment is only used for helping to understand the method and the core concept of the invention; meanwhile, for those skilled in the art, according to the idea of the present invention, there may be variations in the specific embodiments and the application scope, and in summary, the content of the present specification should not be construed as a limitation to the present invention.
Claims (10)
1. A phthalocyanine-porphyrin fused compound, wherein the structure of the phthalocyanine-porphyrin fused compound is represented by the following formula 1 or formula 2:
wherein M is1And M2Each independently selected from divalent metal elements, M1And M2Identical or different;
R1and R2Each independently selected from the group consisting of hydrogen, halogen, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 1 to 20 carbon atoms and substituted or unsubstituted aryloxy of 1 to 20 carbon atoms, R1And R2The same or different.
2. The phthalocyanine-porphyrin fused compound of claim 1, wherein M is1And M2Each independently selected from at least one of magnesium, calcium, strontium, barium, copper, iron, and zinc.
3. The phthalocyanine-porphyrin fused compound of claim 1, wherein R is1And R2Each independently selected from the following substituent groups, wherein denotes a substitution site:
＊-CH3 ＊-C5H11 ＊-C6H13 ＊-OC4H9 ＊-OC5H11 ＊-OC6H13
4. a photoresist composition, characterized in that the photoresist composition comprises the phthalocyanine-porphyrin fused compound of any one of claims 1 to 3.
5. The photoresist composition of claim 4, further comprising: pigment dispersion, binder resin, photoinitiator, solvent and additive.
6. The photoresist composition according to claim 5, wherein in the photoresist composition, the pigment dispersion is 5 to 10% by mass, the binder resin is 5 to 8% by mass, the phthalocyanine-porphyrin fused compound is 5 to 8% by mass, the photoinitiator is 0.3 to 0.8% by mass, the additive is 0.1 to 0.2% by mass, and the balance is the solvent.
7. The photoresist composition of claim 5, wherein the binder resin is at least one selected from acrylic resins.
8. The photoresist composition of claim 5, wherein the photoinitiator is selected from at least one of acetophenone photoinitiators, benzoin photoinitiators, bisimidazole photoinitiators, and benzophenone photoinitiators.
9. The photoresist composition of claim 5, wherein the additive is selected from at least one of a silane coupling agent, an antioxidant, an ultraviolet absorber, a defoamer, and a leveling agent.
10. A display panel comprising a color filter comprising the photoresist composition of any one of claims 4 to 9.
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