WO2015045735A1 - 表示装置 - Google Patents

表示装置 Download PDF

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Publication number
WO2015045735A1
WO2015045735A1 PCT/JP2014/072788 JP2014072788W WO2015045735A1 WO 2015045735 A1 WO2015045735 A1 WO 2015045735A1 JP 2014072788 W JP2014072788 W JP 2014072788W WO 2015045735 A1 WO2015045735 A1 WO 2015045735A1
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WIPO (PCT)
Prior art keywords
group
substituent
light
display device
general formula
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PCT/JP2014/072788
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English (en)
French (fr)
Japanese (ja)
Inventor
孝太郎 岡部
佐々木　大輔
一真 両角
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富士フイルム株式会社
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Publication of WO2015045735A1 publication Critical patent/WO2015045735A1/ja

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/205—Neutral density filters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C09K11/88—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing selenium, tellurium or unspecified chalcogen elements
    • C09K11/881—Chalcogenides
    • C09K11/883—Chalcogenides with zinc or cadmium
    • 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
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/30—Devices specially adapted for multicolour light emission
    • H10K59/38—Devices specially adapted for multicolour light emission comprising colour filters or colour changing media [CCM]
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
    • G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
    • G02B6/0013—Means for improving the coupling-in of light from the light source into the light guide
    • G02B6/0023—Means for improving the coupling-in of light from the light source into the light guide provided by one optical element, or plurality thereof, placed between the light guide and the light source, or around the light source
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
    • G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
    • G02B6/0033—Means for improving the coupling-out of light from the light guide
    • G02B6/005—Means for improving the coupling-out of light from the light guide provided by one optical element, or plurality thereof, placed on the light output side of the light guide
    • 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
    • G02F1/1336—Illuminating devices
    • G02F1/133614—Illuminating devices using photoluminescence, e.g. phosphors illuminated by UV or blue light

Definitions

  • the present invention relates to a display device.
  • Such a display device includes, for example, a light source that emits white light and a display panel that displays an image by modulating the white light emitted from the light source.
  • a display panel includes a red color filter that transmits red (R) light (red light), a green color filter that transmits green (G) light (green light), and blue (B) light (blue light).
  • R red
  • G green
  • B blue
  • FIG. 3 is a characteristic diagram showing a spectral relative transmittance spectrum of a conventional color filter.
  • curve R, curve G, and curve B show the transmittance spectrum of the conventional red color filter, the transmittance spectrum of the conventional green color filter, and the transmittance spectrum of the conventional blue color filter, respectively.
  • light having a wavelength of an intermediate color between B and G is transmitted to light that has passed through the blue color filter, and light having an intermediate color wavelength between B and G is transmitted to light having passed through the green color filter.
  • Light having an intermediate color wavelength between G and R includes light having an intermediate color wavelength between G and R, respectively.
  • the light of each color of R, G, and B that has passed through these color filters has a problem that the color purity is low, and as a result, it is difficult to obtain sufficient color reproducibility in the displayed image.
  • a white light source (backlight) used for a liquid crystal display device in addition to a cold cathode fluorescent lamp (CCFL), a blue light emitting diode (hereinafter referred to as a light emitting diode) corresponding to recent thinning and power saving needs.
  • LEDs Light Emitting Diodes
  • LEDs ultraviolet light emitting LEDs
  • white LED backlights that combine yellow phosphors or red phosphors and green phosphors are commercially available.
  • These light sources include a sub-spectrum corresponding to an intermediate color between R and G, or an intermediate color between G and B, and the spectrum itself is broad, so that a large amount of light having a wavelength corresponding to the intermediate color is emitted. This causes a decrease in color reproducibility of the image (reduction of the color reproduction range).
  • FIG. 3 shows, as an example of the spectral relative emission spectrum of a conventional backlight, the spectral relative emission spectrum of white light (curved LED-BL) emitted from a YAG phosphor on which blue light from a blue LED is incident. It also shows.
  • the curved LED-BL includes light having a wavelength of 580 nm or more and 610 nm or less corresponding to an intermediate color between R and G.
  • a method for improving the color reproducibility of an image displayed on a display device that is, a method for expanding the color reproduction range of an image
  • a method for improving the color purity of each color filter is generally used.
  • the method of improving the colored photosensitive composition used in order to form a color filter is mentioned.
  • the amount of the coloring material contained in the colored photosensitive composition is limited, and a significant improvement in color purity cannot be expected.
  • red light, blue light, and green light are emitted from an array of blue LEDs, red LEDs, and green LEDs, respectively, grown by epitaxy, There is a method in which these lights are used as light incident on a display panel (see, for example, US Pat. No. 6,608,614 and US Pat. No. 6,768,525).
  • a single color LED is used as a primary light source, and the light from the single color LED is converted into light of other wavelengths by using all or part of the light.
  • white light is generated by being incident on a medium to be converted (for example, a phosphor), and the generated white light is incident on a display panel.
  • a medium to be converted for example, a phosphor
  • blue light generated from a blue LED as a primary light source is irradiated to quantum dots (QDs) that emit red light and quantum dots that are arranged as a phosphor between light guide plates.
  • QDs quantum dots
  • a liquid crystal display panel and a liquid crystal display device having a configuration in which the light conversion layer including the quantum dots is disposed in the liquid crystal display panel are known (see, for example, JP 2013-15812 A).
  • a method using a light conversion sheet (also referred to as “QDEF” (quantum dot enhancement film) or “quantum dot sheet”) using the above quantum dots is also known (for example, SID Symposium Digest of Technical Papers, June 2012, Volume 43, Issue 1, p.895-896).
  • a primary light source that emits primary light
  • a light conversion unit that includes a quantum dot that absorbs at least part of the primary light and emits green light, transmits the green light, and has a general formula ( And a green color filter containing the phthalocyanine compound represented by 1).
  • a plurality of Xs each independently represent a halogen atom.
  • R 1 existing in plural, each independently represent a group represented by the following general formula (2) or general formula (3).
  • Plural Rs each independently represent a hydrogen atom or a monovalent substituent.
  • M represents Cu, Zn, V ( ⁇ O), Mg, Ni, Ti ( ⁇ O), Sn, or Si.
  • a plurality of a's each independently represents an integer of 0 to 4
  • a plurality of n's each independently represents an integer of 0 to 4
  • a plurality of r's each independently represents an integer of 0 to 4.
  • at least one of the plurality of a is 1 or more
  • at least one of the plurality of n is 1 or more.
  • the sum of the plurality of a, the plurality of n, and the plurality of r is 16.
  • b R 2 s each independently represent a monovalent substituent selected from the group consisting of the following general formulas (4) to (6).
  • R 3 represents a monovalent substituent.
  • b represents an integer of 1 to 5
  • c represents an integer of 0 to 4.
  • Y represents —O—, —S—, —SO 2 —, or —NR 8 —.
  • R 8 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent.
  • R 4 is a hydrogen atom, an alkyl group which may have a substituent, an oxyalkyl group which may have a substituent, an aryl group which may have a substituent, or a substituent.
  • the alkylarylamino group which may have is represented.
  • d represents an integer of 0 to 2, and when d is 0 or 1, R 5 is an alkyl group which may have a substituent, or an aryl group which may have a substituent. And when d is 2, R 5 has an alkyl group which may have a substituent, an aryl group which may have a substituent, a dialkylamino group which may have a substituent, and a substituent. It represents a diarylamino group which may be substituted, or an alkylarylamino group which may have a substituent.
  • R 6 has an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkylcarbonyl group which may have a substituent, and a substituent.
  • the display device according to ⁇ 1>, wherein the primary light is blue light.
  • the primary light source includes a blue light emitting diode.
  • the light conversion unit further includes an inorganic phosphor that absorbs a part of the primary light and emits red light, and transmits the part of the primary light, thereby transmitting the primary light.
  • the display device according to any one of ⁇ 1> to ⁇ 3>, wherein the display device converts white light.
  • the inorganic phosphor is a quantum dot.
  • ⁇ 6> The display device according to any one of ⁇ 1> to ⁇ 5>, wherein the emission spectrum of the green light has a maximum value in a wavelength range of 500 nm to 550 nm.
  • ⁇ 7> The display device according to ⁇ 4>, wherein the full width at half maximum of the emission spectrum of the green light is 20 nm to 80 nm.
  • ⁇ 8> The display device according to any one of ⁇ 1> to ⁇ 7>, wherein a peak having a maximum value exists in a wavelength range of 460 nm to 550 nm in the transmission spectrum of the green color filter.
  • ⁇ 9> The display device according to ⁇ 7>, wherein the full width at half maximum of the peak in the transmission spectrum of the green color filter is 80 nm to 200 nm.
  • ⁇ 10> The display device according to ⁇ 8> or ⁇ 9>, wherein the transmittance in the wavelength range of 500 nm to 530 nm is 90% or more in the transmission spectrum of the green color filter.
  • ⁇ 11> The display device according to any one of ⁇ 1> to ⁇ 10>, wherein the green color filter further contains a yellow dye.
  • the quantum dot is a semiconductor nanoparticle comprising at least one selected from the group consisting of a II-VI group compound, a III-V group compound, an IV-VI group compound, and a Group IV compound ⁇ 1>
  • the display device according to any one of to ⁇ 11>.
  • the quantum dots are CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeC, HgSeC, HgSeC, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeS, HgZnSeTe InAs, InSb, GaNP, GaNAS, GaNSb, GaPAs, GaPSb, AlN P, AlNAs, AlNSb, Al
  • a display device capable of displaying an image with high luminance of green light is provided.
  • FIG. 1 is a schematic cross-sectional view conceptually showing a display device according to a first embodiment. It is a schematic sectional drawing which shows notionally the display apparatus which concerns on 2nd Embodiment. It is a schematic sectional drawing which shows notionally the display apparatus which concerns on 3rd Embodiment. It is a characteristic view which shows the transmittance
  • a display device includes a light source that includes a primary light source that emits primary light and a quantum dot that absorbs at least part of the primary light and emits green light (hereinafter also referred to as “quantum dot G”). And a green color filter that transmits green light emitted from the quantum dots and contains a phthalocyanine compound represented by the following general formula (1).
  • the display device of the present invention may include other members. That is, in the display device of the present invention, the light conversion unit and the green color filter are arranged in this order along the optical path from the primary light source as viewed from the primary light source. The optical path here is not necessarily linear (see FIGS. 1A and 1B described later).
  • green light refers to all light that is visually recognized as green (generally light having an intensity in the green wavelength region), and needless to say, is not a term limited to light of a single wavelength. The same applies to “red light” and “blue light” described later.
  • the luminance of green light (specifically, green light after passing through the green color filter) can be improved by the above configuration. For this reason, an image with high brightness of green light can be displayed.
  • the use of the quantum dots G can also improve the color purity of green light (specifically, green light after passing through the green color filter). Therefore, according to the display device of the present invention, it is possible to improve the luminance of the entire image and the color reproducibility of the image (enlarge the color reproduction range of the image).
  • the emission spectrum of green light (hereinafter also referred to as “conventional green light”) in white light emitted from a conventional white LED (for example, a white LED using a YAG phosphor) is an ideal wavelength region as green. It has a maximum value on the longer wavelength side and a broad spectrum (for example, see FIGS. 2 and 3 described later).
  • the emission spectrum of the green light emitted from the quantum dot G has a maximum value on the short wavelength side and a sharp (full width at half maximum) smaller than that of the conventional emission spectrum of green light. (For example, see FIG. 2 described later).
  • the display device of the present invention includes a green color filter containing a phthalocyanine compound represented by the general formula (1).
  • This green color filter has a maximum transmittance on the short wavelength side as compared with a green color filter containing a conventional color material (for example, CI pigment green 58, CI pigment green 36, etc.).
  • the transmittance in the entire green wavelength region is high (for example, see FIG. 2 described later).
  • the quantum dot G and the green color filter containing the phthalocyanine compound represented by the general formula (1) are combined, the effect of improving the luminance of green light by the quantum dot G As a result, it is considered that the luminance of green light after passing through the green color filter can be improved.
  • a preferred embodiment of the quantum dots in the present invention will be described later.
  • the primary light is preferably blue light.
  • blue light has larger energy than green light
  • the efficiency of light conversion in the light conversion unit is further improved when the primary light is blue light.
  • the fact that the primary light is blue light also has an advantage that it is not necessary to contain a phosphor (for example, quantum dot B described later) that generates blue light in the light conversion unit.
  • the primary light is blue light
  • an aspect in which the primary light source includes a blue light emitting diode (blue LED) is particularly suitable. Since the blue LED can emit blue light with excellent color purity, when the primary light source includes the blue LED, the luminance of the blue light can be further improved in the displayed image, and consequently the luminance of the entire image. And the color reproducibility of the image can be further improved.
  • the light conversion unit further includes an inorganic phosphor that absorbs part of the primary light and emits red light, and transmits the part of the primary light, thereby transmitting the primary light.
  • white light refers to light in which at least blue light, red light, and green light are mixed.
  • a part of the blue light (primary light) incident on the light conversion unit is transmitted through the light conversion unit while remaining blue light.
  • the part is converted into green light by the quantum dots G and emitted from the light conversion part, and another part is converted into red light by the inorganic phosphor and emitted from the light conversion part.
  • the inorganic phosphor that absorbs a part of the primary light and emits red light is not particularly limited, and known inorganic phosphors other than quantum dots (for example, YAG phosphors and TAG phosphors described later) Phosphors, sialon phosphors, BOS phosphors, etc.) may be used, but quantum dots that absorb part of primary light and emit red light (hereinafter also referred to as “quantum dots R”) are used. It is preferable to use it. As a result, the color purity of the red light contained in the white light can be improved, so that the brightness of the red light can be further improved in the displayed image, and consequently the brightness of the entire image and the color of the image. Reproducibility can be further improved.
  • the inorganic phosphor that absorbs primary light and emits blue light for example, an inorganic phosphor other than the quantum dots described later, preferably a quantum that absorbs primary light and emits blue light.
  • Dot hereinafter also referred to as “quantum dot B”.
  • quantum dot B when blue light is used as the primary light, it is not essential for the light conversion portion to contain an inorganic phosphor that emits blue light.
  • the emission spectrum (peak) of green light emitted from the quantum dot G preferably has a maximum value in the wavelength range of 500 nm to 550 nm.
  • the maximum value is more preferably in the wavelength range of 500 nm to 540 nm, and particularly preferably in the wavelength range of 510 nm to 540 nm.
  • the emission spectrum of green light emitted from the quantum dots G is measured using a spectroradiometer and the specimen (light conversion unit) ) Is a spectrum measured with a distance of 70 mm and a measurement angle of 0.2 degrees.
  • the spectrum of the white light and the spectrum of the green light are measured using the spectroradiometer “SR-3” manufactured by Topcon Co., Ltd., with the measurement mode set to “auto”, and the measurement conditions for the measurement wavelength range of 380 nm to 780 nm. Can be measured.
  • the green light emission spectrum preferably has a full width at half maximum (FWHM) of 20 nm to 80 nm.
  • FWHM full width at half maximum
  • the full width at half maximum is 80 nm or less, the color purity of the green light is particularly high, so that the luminance of the green light after passing through the green color filter can be further improved.
  • the full width at half maximum is 20 nm or more, the amount of green light transmitted through the green color filter can be further increased, so that the luminance of the green light after passing through the green color filter can be further improved. it can.
  • the full width at half maximum of the emission spectrum of green light is more preferably 20 nm to 60 nm, and particularly preferably 20 nm to 50 nm.
  • the green color filter has a peak having a maximum value in the wavelength range of 460 to 550 nm in the transmission spectrum of the green color filter.
  • the maximum value of the peak exists in the range of a wavelength of 460 nm or more, the luminance of green light after passing through the green color filter can be further improved.
  • the maximum value of the peak exists in a wavelength range of 550 nm or less, the color purity of green light after passing through the green color filter can be further improved.
  • the maximum value of the peak is more preferably in the wavelength range of 460 to 540 nm, more preferably in the wavelength range of 460 to 520 nm, still more preferably in the wavelength range of 470 to 510 nm. It is particularly preferable that it exists in the range of 480 nm to 500 nm.
  • the full width at half maximum of the peak in the transmission spectrum of the green color filter is preferably 80 nm to 200 nm.
  • the full width at half maximum of the peak is 80 nm or more, the luminance of green light after passing through the green color filter can be further improved.
  • the full width at half maximum of the peak is 200 nm or less, the color purity of green light after passing through the green color filter can be further improved.
  • the full width at half maximum of the peak is more preferably from 80 nm to 190 nm, still more preferably from 80 nm to 170 nm, and particularly preferably from 80 nm to 150 nm.
  • the transmission spectrum of the green color filter refers to a transmission spectrum measured using a spectrophotometer for a measurement wavelength range of 200 nm to 800 nm.
  • a spectrophotometer for example, a spectrophotometer “MCPD-3700” manufactured by Otsuka Electronics Co., Ltd. can be used.
  • the transmittance in the wavelength range of 500 nm to 530 nm is particularly preferably 90% or more.
  • transmitting a green color filter can be improved more.
  • This transmittance characteristic is a green color filter containing a known color material (for example, CI Pigment Green 58, CI Pigment Green 36, etc.) instead of the phthalocyanine compound represented by the general formula (1). It is difficult to achieve.
  • the above-described preferable range of the transmittance characteristic of the green color filter is more easily achieved when the green color filter contains a phthalocyanine compound represented by the following general formula (1).
  • FIGS. 1A to 1C an embodiment of the display device of the present invention will be described with reference to FIGS. 1A to 1C.
  • the display device of the present invention is not limited to the following embodiments.
  • members having substantially the same function are given the same reference numerals throughout the drawings, and description thereof may be omitted.
  • FIG. 1A is a schematic configuration diagram of a display device (liquid crystal display device 100) according to the first embodiment.
  • a liquid crystal display device 100 shown in FIG. 1A includes a blue LED 40 (primary light source) that generates blue light as primary light, and a light conversion member 42 (light conversion) that converts blue light (arrow B) generated from the blue LED 40 into white light.
  • a light guide member 46 for guiding the white light emitted from the light conversion member 42 to the liquid crystal display panel 30, and a green color filter 10G for converting the white light emitted from the light guide member 46 into green light.
  • a liquid crystal display panel 30 is a schematic configuration diagram of a display device (liquid crystal display device 100) according to the first embodiment.
  • a liquid crystal display device 100 shown in FIG. 1A includes a blue LED 40 (primary light source) that generates blue light as primary light, and a light conversion member 42 (light conversion) that converts blue light (arrow B) generated from the blue LED 40 into white light.
  • a light guide member 46 for
  • the light conversion member 42, the light guide member 46, and the liquid crystal display panel 30 are sequentially arranged in the optical path from the blue LED 40 (primary light source).
  • the green color filter 10G contains a phthalocyanine compound represented by the general formula (1) described later as a color material.
  • red light, green light, and blue light are represented by arrows R, G, and B, respectively.
  • the liquid crystal display device 100 is an example of a side edge backlight type liquid crystal display device.
  • the liquid crystal display panel 30 is formed by providing a red color filter 10R, a green color filter 10G, and a blue color filter 10B on a translucent substrate 12 such as a glass substrate or a plastic substrate.
  • a substrate 14 with a color filter, a counter substrate 22 disposed to face the substrate 14 with a color filter, and a liquid crystal layer 20 provided between the substrate 14 with a color filter and the counter substrate 22 are provided.
  • the substrate 14 with a color filter can have a known configuration with respect to points other than those described above. Therefore, although not shown, the substrate 14 with a color filter may appropriately include known components such as a black matrix and an overcoat film.
  • a passive matrix substrate provided with an electrode or the like can be used.
  • the liquid crystal display panel 30 can have a known configuration with respect to points other than those described above. Therefore, although the liquid crystal display panel 30 is not shown, it is needless to say that a known member such as a polarizing plate, an alignment film, a spacer, or a sealing material may be included.
  • a known configuration described in JP 2013-15812 A can be referred to as appropriate.
  • the liquid crystal display device 100 includes a light guide member 46 that faces the counter substrate 22 of the liquid crystal display panel 30.
  • the liquid crystal display device 100 further includes a light conversion member 42 that faces the end face of the light guide member 46.
  • the liquid crystal display device 100 further includes a blue LED 40 disposed on the side opposite to the light guide member 46 when viewed from the light conversion member 42.
  • the blue LED 40 is a primary light source that generates blue light as primary light. As described above, the blue LED (blue light) is advantageous in terms of generation efficiency of red light and green light by the light conversion member 42.
  • the light conversion member 42 is a member that converts blue light (primary light) generated from the blue LED 40 into white light.
  • the light conversion member 42 has a structure in which a composition in which quantum dots G and R are dispersed in a resin as a binder is enclosed in a glass case.
  • the quantum dots G are semiconductor nanoparticles that absorb blue light (primary light) and emit green light
  • the quantum dots R are semiconductors that absorb blue light (primary light) and emit red light. Nanoparticles. A preferred embodiment of the quantum dot will be described later.
  • Part of the blue light (primary light) incident on the light conversion member 42 is transmitted through the light conversion member 42 with the blue light (arrow B) remaining, and another part is converted into green light (arrow G) by the quantum dots G.
  • the light is converted and emitted from the light conversion member 42, and another part is converted into red light (arrow R) by the quantum dots R and emitted from the light conversion member 42.
  • white light including blue light, green light, and red light is emitted from the light conversion member 42 on which the blue light (primary light) is incident.
  • White light emitted from the light conversion member 42 is superior in purity of blue light, green light, and red light as compared with white light emitted from a cold cathode fluorescent lamp or a white LED. That is, the emission spectrum of white light emitted from the light conversion member 42 has sharp peaks corresponding to blue light, green light, and red light, respectively.
  • the preferred form of the green light peak (emission spectrum) is as described above.
  • the liquid crystal display device 100 may include one light source member including the blue LED 40 and the light conversion member 42. Such a light source member is called a “quantum dot backlight”.
  • the light guide member 46 is a flat member for guiding the white light emitted from the light conversion member 42 to the liquid crystal display panel 30, and is a member having a function as a surface light source of the liquid crystal display panel 30.
  • the structure of the light guide member 46 receives light from the end face and emits the light from the upper and lower surfaces, a prism plate disposed on the upper surface of the light guide plate, and a lower surface of the light guide plate. And a reflection sheet disposed oppositely. With this configuration, white light can be emitted only from the upper surface of the light guide member 46.
  • a known configuration described in JP 2013-15812 A can be appropriately referred to.
  • the liquid crystal display device 100 may include one member (quantum dot backlight unit) including the blue LED 40, the light conversion member 42, and the light guide member 46.
  • quantum dot backlight unit examples include a backlight unit of a commercially available liquid crystal display device (product name KDL46W900A, manufactured by SONY). This backlight unit includes a blue LED and Color IQ TM (quantum dot member manufactured by QD Vision, USA) (see Example 1 described later).
  • blue light (primary light) from the blue LED 40 is incident on the light conversion member 42, and white light (red light, green light) is incident on the light conversion member 42 on which blue light (primary light) is incident.
  • White light including light and blue light) is emitted, and the white light emitted from the light conversion member 42 enters the light guide member 46 from the end face of the light guide member 46.
  • the white light that has entered the light guide member 46 is emitted from the upper surface of the light guide member 46 (the surface facing the liquid crystal display panel).
  • the emitted white light enters the liquid crystal display panel 30, and is then emitted as red light, green light, and blue light from the red color filter 10R, the green color filter 10G, and the blue color filter 10B, respectively. .
  • the emitted red light, green light, and blue light are visually recognized as a color image.
  • the liquid crystal display device 100 includes a combination of a light conversion member 42 containing quantum dots G and a green color filter 10G containing a phthalocyanine compound represented by the following general formula (1).
  • the light conversion member 42 is excellent in the effect of improving the luminance of the green light in the image
  • the green color filter 10G is in the wavelength region of the green light emitted from the quantum dots G. High transmittance. Therefore, in the liquid crystal display device 100, the effect of improving the luminance of the green light by the quantum dots G can be obtained more significantly, so that the luminance of the green light after passing through the green color filter 10G can be significantly improved. Furthermore, by using the quantum dots G, the color purity of green light after passing through the green color filter 10G can be remarkably improved.
  • the liquid crystal display device 100 uses the blue LED 40 as a primary light source, the luminance and color purity of the blue light after passing through the blue color filter 10B is high. Furthermore, since the light conversion member 42 contains the quantum dots R, the liquid crystal display device 100 has high luminance and color purity of the red light after passing through the red color filter 10R. Therefore, according to the liquid crystal display device 100, an image with high luminance and color purity of each of green light, red light, and blue light (that is, an image having excellent luminance and color reproducibility of the entire image) can be displayed. it can.
  • the liquid crystal display device 100 can appropriately include a known member as a member for a liquid crystal display device in addition to the above-described members.
  • FIG. 1B is a schematic configuration diagram of a display device (liquid crystal display device 200) according to the second embodiment.
  • the light conversion member 42 is not provided in the liquid crystal display device 100, and the light conversion sheet 52 as a light conversion unit is disposed between the light guide member 46 and the liquid crystal display panel 30. Except for this, the configuration is the same as that of the liquid crystal display device 100.
  • the light conversion sheet 52 includes a resin layer in which the quantum dots G and R are dispersed, and a pair of protective films that protect both surfaces of the resin layer. Yes. That is, the light conversion sheet 52 is a quantum dot sheet (QDEF).
  • the quantum dots G and R are semiconductor nanoparticles similar to the quantum dots G and R in the liquid crystal display device 100.
  • White light emitted from the light conversion sheet 52 is superior in purity of blue light, green light, and red light as compared with white light emitted from a cold cathode fluorescent lamp or a white LED. That is, the white light spectrum emitted from the light conversion sheet 52 has sharp peaks corresponding to blue light, green light, and red light. The preferred form of the green light peak is as described above.
  • the liquid crystal display device 200 is also an example of a side edge backlight type liquid crystal display device, like the liquid crystal display device 100.
  • the blue light (primary light) from the blue LED 40 is directly incident on the end surface of the light guide member 46, and blue light is emitted from the upper surface of the light guide member 46 instead of white light.
  • the blue light is converted into white light (white light including red light, green light, and blue light) by the light conversion sheet 52, and the converted white light enters the liquid crystal display panel 30.
  • the liquid crystal display device 200 is different from the liquid crystal display device 100 in these points.
  • the white light incident on the liquid crystal display panel 30 is emitted from the liquid crystal display panel 30 as red light, green light, and blue light as in the case of the liquid crystal display device 100, and the emitted red light and green light.
  • the blue light is visually recognized as a color image, as in the case of the liquid crystal display device 100.
  • the liquid crystal display device 200 also includes a combination of quantum dots G and a green color filter containing a phthalocyanine compound represented by the general formula (1). And quantum dots R. For this reason, the liquid crystal display device 200 also has the same effect as the liquid crystal display device 100.
  • FIG. 1C is a schematic configuration diagram of a display device (liquid crystal display device 300) according to the third embodiment.
  • the configuration of the liquid crystal display device 300 is the same as the configuration of the liquid crystal display device 200 except that the blue LED 40 and the light guide member 46 are changed to the direct blue LED unit 62 in the liquid crystal display device 200.
  • the direct blue LED unit 62 includes a housing 61 and a plurality of blue LEDs 60 arranged in the housing 61.
  • the direct blue LED unit 62 is disposed on the side opposite to the liquid crystal display panel 30 when viewed from the light conversion sheet 52, and the plurality of blue LEDs 60 are disposed so as to face the light conversion sheet 52.
  • blue light primary light
  • blue light generated from the plurality of blue LEDs 60 is converted into white light composed of blue light, green light, and red light by the light conversion sheet 52, and the converted white light is converted into the liquid crystal display panel 30. Is incident on.
  • the liquid crystal display device 300 is an example of a direct backlight type liquid crystal display device.
  • the configuration of the direct-type backlight type liquid crystal display device including the direct-type blue LED unit 62 can be a known configuration except for the above points.
  • the liquid crystal display device 300 also includes a combination of quantum dots G and a green color filter containing a phthalocyanine compound represented by the general formula (1). And quantum dots R. For this reason, the liquid crystal display device 300 also has the same effect as the liquid crystal display device 100.
  • the present invention is not limited to these embodiments.
  • the light conversion unit in the above embodiment may be changed to a light conversion layer including quantum dots R and quantum dots G arranged in the liquid crystal display panel.
  • the configuration described in JP 2013-15812 A can be referred to.
  • the liquid crystal display panel in the above embodiment may be replaced with an organic electroluminescence (organic EL) display panel including a red color filter 10R, a green color filter 10G, and a blue color filter 10B. That is, the display device of the present invention may be an organic EL display device.
  • the display device of the present invention is a liquid crystal display device including a liquid crystal display panel having the green color filter (for example, in the case of the first to third embodiments), while being a liquid crystal display device, An image excellent in luminance and color reproducibility comparable to that of an organic EL display device can be displayed.
  • the primary light source in the present invention is a light source that emits primary light.
  • the primary light source in addition to the blue LED described above, other LEDs such as an ultraviolet LED, a red LED, and a green LED can be used. LEDs have significant advantages in terms of low power, small size, and low cost.
  • blue LEDs and ultraviolet LEDs are preferable in terms of light conversion efficiency by the light conversion unit.
  • blue LED also has the advantage that the kind of fluorescent substance which can be contained in a light conversion part can be decreased.
  • the light conversion unit converts the blue light into green light.
  • the inorganic fluorescent substance which converts a dot and blue light into red light. In this case, part of the blue light generated from the blue LED passes through the light conversion unit as it is, and is used as blue light.
  • the light conversion part in the present invention contains quantum dots G that absorb at least part of the primary light emitted from the primary light source and emit green light.
  • the light conversion part may contain other inorganic phosphors (specific examples will be described later) as necessary.
  • the light conversion unit absorbs a part of the primary light emitted from the primary light source and emits red light (preferably, absorbs a part of the primary light emitted from the primary light source).
  • quantum dots R that emit red light.
  • the light conversion unit absorbs a part of the primary light emitted from the primary light source and emits blue light (preferably a part of the primary light emitted from the primary light source). It may contain quantum dots B) that absorb and emit blue light.
  • a phosphor that emits blue light is not essential.
  • Quantum dots refer to semiconductor nanoparticles that have a quantum confinement effect.
  • the particle size of quantum dots is generally in the range of 1 to 10 nm.
  • the quantum dot When the quantum dot absorbs light from the excitation source and reaches an energy excited state, it emits energy corresponding to the energy band gap of the quantum dot. Therefore, by adjusting the size of the quantum dots or the composition of the substance, the energy band gap can be adjusted, and energy of various levels of wavelength bands can be obtained.
  • a quantum dot emits red light when the particle size of the quantum dot is from 5.5 nm to 10 nm, and emits green light when the particle size of the quantum dot is from 2.5 nm to 5 nm. In the case of 1 nm to 2 nm, blue light is emitted.
  • a quantum dot that emits yellow light has an intermediate size between a quantum dot that emits red and a quantum dot that emits green.
  • the particle size may vary slightly.
  • the quantum dots that emit red light are the above-described quantum dots R
  • the quantum dots that emit green light are the above-described quantum dots G
  • the quantum dots that emit blue light are the above-described quantum dots B.
  • quantum dots light of various colors such as red light, green light, and blue light can be easily obtained by a quantum size effect. Therefore, it is also possible to create colors that emit light at respective wavelengths, and it is also possible to generate and realize white or various colors by mixing red, green, and blue.
  • the light conversion unit when the light emitted from the primary light source is blue light, the light conversion unit preferably contains the quantum dots R and G.
  • the quantum dot R converts a part of blue light into red light having a wavelength of 600 nm to 750 nm (preferably 600 nm to 670 nm), and the quantum dot G converts a part of blue light into green light having a wavelength of 495 to 570 nm. Convert.
  • the light conversion unit may include quantum dots B and quantum dots G.
  • the light conversion unit is The quantum dot B and the quantum dot R may be included.
  • the light conversion unit, quantum dot R, quantum dot G, and quantum dot B are all
  • the light that has passed through the light conversion unit may be filtered into blue, red, and green.
  • the primary light source is blue light and the light conversion unit contains the quantum dots R and G.
  • the quantum dots are preferably semiconductor nanoparticles containing at least one selected from the group consisting of II-VI compounds, III-V compounds, IV-VI compounds, and IV compounds. More preferably, the quantum dots are at least one kind of semiconductor nanoparticles selected from the following compound group.
  • Quantum dots can be synthesized by a chemical wet method.
  • the chemical wet method is a method in which a precursor material is put in an organic solvent to grow particles.
  • the quantum dots may have a core / shell structure.
  • Organic ligands may be present on the surface of the semiconductor nanoparticles as quantum dots.
  • the organic ligand includes pyridine, mercapto alcohol, thiol, phosphine, phosphine oxide, and the like, and plays a role in stabilizing unstable quantum dots after synthesis.
  • the light conversion unit can contain other inorganic phosphors in addition to the quantum dots (at least the quantum dots G).
  • Other inorganic phosphors include YAG (yttrium / aluminum / garnet) phosphors, TAG (terbium / aluminum / garnet) phosphors, sialon phosphors, BOS (barium / orthosilicate) phosphors, etc. Can be mentioned.
  • the light conversion part can contain resin.
  • a preferred form of the light conversion part is a form in which quantum dots are dispersed in the resin. It is preferable to use a material that does not absorb primary light as the resin. More specifically, as the resin, it is preferable to use at least one selected from the group consisting of epoxy resins, silicone resins, acrylic resins, and carbonate polymers. When the resin has elasticity, durability of the display device against external impact can be improved. Moreover, the light conversion part may contain glass in addition to resin.
  • a light conversion member for example, a resin in which quantum dots (and other inorganic phosphors if necessary) are dispersed in a light transmissive container such as a glass case (for example, , The light conversion member 42), a light conversion layer made of a resin in which quantum dots (and other inorganic phosphors if necessary) are dispersed, and light transmittance covering both the light conversion layer and the light conversion layer.
  • a light conversion sheet quantum dot sheet; for example, the light conversion sheet 52
  • a method for forming the light conversion layer a method in which a resin in which quantum dots (and other inorganic phosphors if necessary) are dispersed is formed by a known molding method, quantum dots (and other types as required). Examples thereof include a method in which a coating liquid containing a resin in which an inorganic phosphor is dispersed and an organic solvent is applied to a support (such as the protective film) and dried.
  • the green color filter contains at least one phthalocyanine compound represented by the following general formula (1) as a color material.
  • the green color filter can also contain other color materials and components other than the color materials, if necessary.
  • the phthalocyanine compound represented by the following general formula (1) is a dye having a high transmittance for green light emitted from the quantum dots G. More specifically, the phthalocyanine compound is a dye that easily achieves the preferable transmittance characteristics described above. This reason is presumed to be due to a structure in which a phthalocyanine skeleton is substituted with a halogen atom and a specific group containing an aromatic ring structure (a group represented by the following general formula (2) or general formula (3)).
  • the green color filter contains a phthalocyanine compound represented by the following general formula (1) as a color material, and the light conversion portion contains the quantum dots G, thereby allowing the green color filter to pass through the green color filter.
  • the brightness of green light can be improved.
  • the coloring composition (composition for green color filter formation) containing the phthalocyanine compound represented by the general formula (1) has good solubility in an organic solvent of the phthalocyanine compound at the time of preparing the coloring composition, When the colored composition is stored in a liquid state, or when the colored composition is in the state of a colored film on the substrate, there is no precipitation of dyes over time, and storage stability is good, and heat resistance and light resistance Is good. Furthermore, the colored composition is also excellent in pattern formability.
  • a plurality of Xs each independently represent a halogen atom.
  • Plural Rs each independently represent a hydrogen atom or a monovalent substituent.
  • M represents Cu, Zn, V ( ⁇ O), Mg, Ni, Ti ( ⁇ O), Sn, or Si.
  • a plurality of a's each independently represents an integer of 0 to 4
  • a plurality of n's each independently represents an integer of 0 to 4
  • a plurality of r's each independently represents an integer of 0 to 4. .
  • at least one of the plurality of a is 1 or more
  • at least one of the plurality of n is 1 or more.
  • X represents a halogen atom.
  • R 1 represents a group represented by the following general formula (2) or general formula (3).
  • R represents a hydrogen atom or a monovalent substituent. The sum of the plurality of a, the plurality of n, and the plurality of r is 16.
  • R 2 s each independently represent a monovalent substituent selected from the group consisting of the following general formulas (4) to (6).
  • R 3 represents a monovalent substituent.
  • b represents an integer of 1 to 5
  • c represents an integer of 0 to 4.
  • Y represents —O—, —S—, —SO 2 —, or —NR 8 —.
  • R 8 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent.
  • R 4 represents a hydrogen atom, an alkyl group which may have a substituent, an oxyalkyl group which may have a substituent, an aryl group which may have a substituent, or a substituent.
  • d represents an integer of 0 to 2, and when d is 0 or 1, R 5 is an alkyl group which may have a substituent, or an aryl group which may have a substituent. And when d is 2, R 5 has an alkyl group which may have a substituent, an aryl group which may have a substituent, a dialkylamino group which may have a substituent, and a substituent. It represents a diarylamino group which may be substituted, or an alkylarylamino group which may have a substituent.
  • R 6 has an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkylcarbonyl group which may have a substituent, and a substituent.
  • the phthalocyanine compound represented by the general formula (1) used in the present invention is a mixture of two or more, a, n, and r each mean an average value of the compounds in the mixture.
  • the ratio of the absorption intensity at 550 nm to the absorption intensity at 650 nm is preferably in the range of 0 to 0.2, preferably in the range of 0 to 0.1. Is more preferable.
  • X represents a halogen atom, preferably a chlorine atom or a bromine atom, and more preferably a chlorine atom. Further, when the substitution position of X is the ⁇ -position of the phthalocyanine skeleton, the absorption wavelength becomes longer, and it can be suitably used for a green color filter.
  • a plurality of n's independently represent an integer of 0 to 4, preferably an integer of 2 to 4. The total number of n is preferably 2 to 15, more preferably 6 to 15, and particularly preferably 9 to 15.
  • R 1 represents a group represented by General Formula (2) or General Formula (3), and more preferably a group represented by General Formula (2).
  • the substitution position of R 1 is preferably the ⁇ -position of the phthalocyanine skeleton, so that appropriate association of the phthalocyanine skeleton can be maintained in the colored layer of the color filter, and the above absorption intensity ratio is easily obtained.
  • the substitution position of R 1 is the ⁇ -position of the phthalocyanine skeleton because precipitation of the phthalocyanine compound in the colored composition is suppressed and the storage stability of the colored composition is improved.
  • a plurality of a's each independently represents an integer of 0 to 4, preferably 0 or 1.
  • the sum of the plural a is preferably 1 to 14, particularly preferably 1 to 8, and further preferably 1 to 5.
  • R represents a hydrogen atom or a monovalent substituent.
  • the monovalent substituent include the substituent T described later.
  • R is preferably a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, or an aryloxy group, more preferably a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, or a phenoxy group, More preferred is a hydrogen atom.
  • a plurality of r each independently represents an integer of 0 to 4.
  • the substitution position of R in the phthalocyanine skeleton may be either the ⁇ -position or the ⁇ -position of the phthalocyanine skeleton, but the ⁇ -position substitution product has a greater effect of suppressing molecular association and is colored. This is preferable in terms of increasing the extinction coefficient of the layer.
  • R 2 in general formula (2) and general formula (3) each independently represents a monovalent substituent selected from the group consisting of general formula (4) to general formula (6).
  • a monovalent substituent represented by 4) or general formula (5) is preferred.
  • b is an integer of 1 to 5, preferably 1 or 2. When b is 2 or more, a plurality of R 2 may be the same or different.
  • R 3 in the general formulas (2) and (3) represents a monovalent substituent.
  • the monovalent substituent represented by R 3 can be selected from the substituent T described later, and is a halogen atom (preferably a chlorine atom or a bromine atom), a cyano group, a nitro group, a hydroxyl group, an amino group, an aryl group, or a total carbon.
  • c is an integer of 0 to 4, preferably 0 or 1, and more preferably 0. When c is 2 or more, a plurality of R 3 may be the same or different.
  • Y is, -O -, - S -, - SO 2 -, or -NR 8 - represents, -O- or -SO 2 - are preferred, -O -Is more preferable.
  • R 8 represents a hydrogen atom, an alkyl group that may have a substituent, or an aryl group that may have a substituent, preferably a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a phenyl group, An atom or a methyl group is more preferable, and a hydrogen atom is still more preferable. Examples of the alkyl group and the like which may have a substituent will be described later.
  • R 4 in the general formula (4) represents a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent, an aryl group which may have a substituent, or a substituent.
  • alkylarylamino group which may be a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a dialkylamino group having 2 to 20 carbon atoms, or 12 to 12 carbon atoms.
  • 20 diarylamino groups or alkylarylamino groups having 7 to 20 carbon atoms are preferred, alkyl groups having 1 to 20 carbon atoms, dialkylamino groups having 2 to 20 carbon atoms, and diaryls having 12 to 20 carbon atoms in total.
  • the alkyl moiety and the aryl moiety such as the above-described alkyl group and aryl group may further have a substituent, such as an alkoxy group, an aryl group, an aryloxy group, an alkoxycarbonyl group, an alkylthio group, an arylthio group, Or a halogen atom etc. are preferable, an alkoxy group is more preferable, and a methoxy group or an ethoxy group is still more preferable.
  • the aspect which does not have a substituent is also preferable. Examples of the alkyl group and the like which may have a substituent will be described later.
  • d represents an integer of 0 to 2, and when d is 0 or 1, R 5 is an alkyl group which may have a substituent or an aryl which may have a substituent. And when d is 2, the alkyl group which may have a substituent, the aryl group which may have a substituent, the dialkylamino group which may have a substituent, and the substituent Or a diarylamino group which may be substituted or an alkylarylamino group which may have a substituent.
  • R 5 preferably represents a dialkylamino group having 2 to 20 carbon atoms, a diarylamino group having 12 to 20 carbon atoms, or an alkylarylamino group having 7 to 20 carbon atoms when d is 2.
  • the alkyl moiety and the aryl moiety such as the above-described alkyl group and aryl group may further have a substituent, and examples of the substituent include the substituent T described later, an alkoxy group, an aryl group, an aryloxy group, An alkoxycarbonyl group, an alkylthio group, an arylthio group or a halogen atom is preferred, an alkoxy group is more preferred, and a methoxy group or ethoxy group is still more preferred.
  • the aspect which does not have a substituent is also preferable. Examples of the alkyl group and the like which may have a substituent will be described later.
  • R 6 has an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkylcarbonyl group which may have a substituent, and a substituent.
  • An alkylcarbonyl group, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylsulfonyl group having 1 to 20 carbon atoms, or an arylsulfonyl group having 6 to 20 carbon atoms is more preferable.
  • the alkyl moiety and the aryl moiety such as the above-described alkyl group and aryl group may further have a substituent, and examples of the substituent include the substituent T described later, an alkoxy group, an aryl group, an aryloxy group, An alkoxycarbonyl group, an alkylthio group, an arylthio group or a halogen atom is preferred, an alkoxy group is more preferred, and a methoxy group or ethoxy group is still more preferred.
  • the aspect which does not have a substituent is also preferable. Examples of the alkyl group and the like which may have a substituent will be described later.
  • R 7 represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group which may have a substituent, and an alkyl group having 1 to 20 carbon atoms or a carbon number 6-20 aryl groups are preferred.
  • the alkyl moiety and the aryl moiety such as the above-described alkyl group and aryl group may further have a substituent, and examples of the substituent include the substituent T described later, an alkoxy group, an aryl group, an aryloxy group, An alkoxycarbonyl group, an alkylthio group, an arylthio group or a halogen atom is preferred, an alkoxy group is more preferred, and a methoxy group or ethoxy group is still more preferred.
  • the aspect in which the said alkyl part and aryl part do not have a substituent is also preferable. Examples of the alkyl group and the like which may have a substituent will be described later.
  • alkyl group that may have a substituent in the general formulas (2) to (6) are shown below.
  • alkyl group which may have a substituent include a methyl group, ethyl group, propyl group, isopropyl group, tert-butyl group, pentyl group, hexyl group, heptyl group, octyl group, 1-ethylpentyl group, 2- Ethylhexyl group, dodecyl group, hexadecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, 1-norbornyl group, 1-adamantyl group, phenoxymethyl group, phenoxyethyl group, benzyl group, phenylethyl group, 4-phenylbutyl group, N-butylaminosulfonylpropyl group, N-butylaminocarbonylmethyl group,
  • alkoxy group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the alkoxy group which may have a substituent include a methoxy group, an ethoxy group, a 1-butoxy group, a 2-butoxy group, a propoxy group, an isopropoxy group, a t-butoxy group, a dodecyloxy group, and a cyclo
  • Examples of the alkyloxy group include a cyclopentyloxy group and a cyclohexyloxy group, and a methoxy group, an ethoxy group, a 1-butoxy group, an isopropoxy group, and a t-butoxy group are particularly preferable.
  • aryl group which may have a substituent in the general formulas (2) to (6) are shown below.
  • the aryl group which may have a substituent include a phenyl group, 2-chlorophenyl group, 2-methoxyphenyl group, 4-butoxycarbonylphenyl group, 4-N, N-dibutylaminocarbonylphenyl group, 4-N— And butylaminosulfonylphenyl group, 4-N, N-dibutylaminosulfonylphenyl group, and more preferably phenyl group, 4-butoxycarbonylphenyl group, 4-N, N-dibutylaminocarbonylphenyl group, 4-N- Butylaminosulfonylphenyl group, 4-N, N-dibutylaminosulfonylphenyl group, and particularly preferably phenyl group, 4-butoxycarbonylphenyl group, 4-N, N-dibutyla
  • alkylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • alkylamino group which may have a substituent include a methylamino group, an ethylamino group, a butylamino group, a tetradecylamino group, a 2-ethylhexylamino group, and a cyclohexylamino group, and particularly preferably , Ethylamino group, butylamino group, and 2-ethylhexylamino group.
  • dialkylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the dialkylamino group which may have a substituent include N, N-dimethylamino group, N, N-dibutylamino group, N, N-dioctylamino group, N, N-di (2-ethylhexyl) amino group N-methyl-N-benzylamino group, N, N-di (2-ethoxyethyl) amino group, N.I. N-di (2-hydroxyethyl) amino group may be mentioned.
  • arylamino group which may have a substituent in the general formulas (2) to (6) Preferred examples of the arylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • the arylamino group which may have a substituent for example, an anilino group, 2-methylanilino group, 2-ethylanilino group, 2-isopropylanilino group, 2,6-dimethylanilino group, 2,4,6 -Trimethylanilino group, 3-methylanilino group, 4-methylanilino group and 2-methoxyanilino group are preferable, and anilino group, 2-methylanilino group and 2,6-dimethylanilino group are particularly preferable.
  • diarylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the diarylamino group that may have a substituent include N, N-diphenylamino group, N, N-di (4-methoxyphenyl) amino group, and N, N-di (4-acylphenyl) amino group. Can be mentioned.
  • alkylarylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the alkylarylamino group which may have a substituent include N-methyl-N-phenylamino group, N-benzyl-N-phenylamino group, and N-methyl-N- (4-methoxyphenyl) amino group. Can be mentioned.
  • alkylcarbonyl group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the alkylcarbonyl group which may have a substituent include an acetyl group, a propylcarbonyl group, a heptyl-3-carbonyl group, a 2-ethylhexyloxymethylcarbonyl group, a phenoxymethylcarbonyl group, and a 2-ethylhexyloxycarbonylmethylcarbonyl group. Can be mentioned.
  • arylcarbonyl group which may have a substituent in the general formulas (2) to (6) are shown below.
  • Examples of the arylcarbonyl group which may have a substituent include a benzoyl group, a 4-methoxybenzoyl group, and a 4-ethoxycarbonylbenzoyl group.
  • alkylsulfonyl group which may have a substituent in the general formulas (2) to (6) are shown below.
  • alkylsulfonyl group that may have a substituent include a methanesulfonyl group, a butanesulfonyl group, an octanesulfonyl group, a dodecylsulfonyl group, a benzylsulfonyl group, and a phenoxypropylsulfonyl group.
  • arylsulfonyl group which may have a substituent in the general formulas (2) to (6) are shown below.
  • the arylsulfonyl group which may have a substituent include a phenylsulfonyl group, a 4-methylphenylsulfonyl group, a 2-methoxyphenylsulfonyl group, and a 4-ethoxycarbonylphenylsulfonyl group.
  • alkylsulfonylamino group which may have a substituent in the general formulas (2) to (6) are shown below.
  • alkylsulfonylamino group which may have a substituent include a methylsulfonylamino group, a butylsulfonylamino group, a hydroxypropylsulfonylamino group, a 2-ethylhexylsulfonylamino group, an n-octylsulfonylamino group, and a phenoxyethylsulfonylamino group.
  • an allylsulfonylamino group an allylsulfonylamino group.
  • examples of the vinylsulfonylamino group which may have a substituent include a vinylsulfonylamino group and a 1-methylvinylsulfonylamino group.
  • the arylsulfonylamino group which may have a substituent includes a phenylsulfonylamino group, a p-methoxyphenylsulfonylamino group, a p-ethoxycarbonylsulfonylamino group, and the like. Can be mentioned.
  • the optionally substituted alkylcarbonylamino group includes a methylcarbonylamino group, a 2-ethylhexanoylamino group, an n-heptylcarbonylamino group, and ethoxyethoxy. Examples include a methylcarbonylamino group.
  • examples of the arylcarbonylamino group which may have a substituent include a benzoylamino group, a 2-methoxybenzoylamino group, and a 4-vinylbenzoylamino group.
  • R 1 in the general formula (1) is more preferably represented by the following general formula (7).
  • R 8 and R 9 each independently represents an alkyl group that may have a substituent or an aryl group that may have a substituent.
  • R 31 represents a substituent.
  • c1 represents an integer of 0 to 4.
  • R 31 is synonymous with R 3 in the general formula (2), and preferred ranges are also the same.
  • c1 is synonymous with c in General formula (2), and its preferable range is also the same.
  • R 8 and R 9 each independently represents an alkyl group that may have a substituent or an aryl group that may have a substituent.
  • the alkyl group which may have a substituent and the aryl group which may have a substituent may have an alkyl group which may have a substituent in R 5 of the general formula (5) or a substituent. It is synonymous with a good aryl group, respectively, and its preferable range is also the same.
  • the group represented by the general formula (7) is particularly preferably a group represented by the general formula (9).
  • R 81 and R 91 each independently represent an alkyl group that may have a substituent or an aryl group that may have a substituent.
  • R 81 and R 91 each independently represents an alkyl group which may have a substituent or an aryl group which may have a substituent.
  • an alkyl group and a substituent which may have a substituent in R 8 and R 9 in the general formula (7) It is synonymous with the aryl group which may have, and its preferable range is also the same.
  • the alkyl group which may have a substituent is preferably an alkyl group which may have a substituent having 1 to 12 carbon atoms, and an alkyl group which may have a substituent having 1 to 8 carbon atoms.
  • an alkyl group which may have a substituent having 1 to 6 carbon atoms is still more preferable.
  • substituents include the substituent T described later.
  • alkyl group which may have a substituent include methyl, ethyl, propyl, isopropyl, tert-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, cyclopropyl Group, cycloptyl group, cyclopentyl group, cyclohexyl group, 2-ethylhexyl group and the like.
  • the substituent T refers to an arbitrary substituent selected from the following substituent group.
  • a halogen atom preferably a chlorine atom or a bromine atom
  • an alkyl group preferably a linear, branched or cyclic alkyl group having 1 to 24 carbon atoms, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group; Butyl group, tert-butyl group, pentyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, dodecyl group, hexadecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, 1-norbornyl group, 1-adamantyl group Group), an alkenyl group (preferably an alkenyl group having 2 to 18 carbon atoms, for example, a vinyl group, an allyl
  • a phenyl group, a naphthyl group), a heterocyclic group (preferably a heterocyclic group having 1 to 18 carbon atoms, such as 2-thio Nyl group, 4-pyridyl group, 2-furyl group, 2-pyrimidinyl group, 1-pyridyl group, 2-benzothiazolyl group, 1-imidazolyl group, 1-pyrazolyl group, benzotriazol-1-yl group), silyl group ( Preferably, it is a silyl group having 3 to 18 carbon atoms, for example, trimethylsilyl group, triethylsilyl group, tributylsilyl group, tert-butyldimethylsilyl group, tert-hexyldimethylsilyl group), hydroxyl group, cyano group, nitro group, alkoxy A group (preferably an alkoxy group having 1 to 24 carbon atoms such as a methoxy group, an ethoxy group, a 1-but
  • An aryloxycarbonyloxy group (preferably an aryloxycarbonyloxy group having 7 to 24 carbon atoms, such as a phenoxycarbonyloxy group), a carbamoyloxy group (preferably a carbamoyloxy group having 1 to 24 carbon atoms, such as N, N-dimethylcarbamoyloxy group, N-butylcarbamoyloxy group, N-phenylcarbamoyloxy group, N-ethyl-N-phenylcarbamoyloxy group), sulfamoyloxy group (preferably sulfamoyl having 1 to 24 carbon atoms)
  • An oxy group for example, N, N-diethylsulfamoyloxy group, N-propylsulfamoyloxy group), an alkylsulfonyloxy group (preferably an alkylsulfonyloxy group having 1 to 24 carbon atoms, for example, methylsulf
  • alkoxycarbonyl group preferably an alkoxycarbonyl group having 2 to 24 carbon atoms, such as methoxycarbonyl group, ethoxy Carbonyl group, octadecyloxycarbonyl group, cyclohexyloxycarbonyl group, 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl group
  • aryloxycarbonyl group preferably aryloxycarbon having 7 to 24 carbon atoms
  • Nyl group such as phenoxycarbonyl group
  • carbamoyl group preferably a carbamoyl group having 1 to 24 carbon atoms such as carbamoyl group, N, N-diethylcarbamoyl group, N-ethyl-N-octylcarbamoyl
  • An aryloxycarbonylamino group (preferably an aryloxycarbonylamino group having 7 to 24 carbon atoms, such as a phenoxycarbonylamino group), a sulfonamide group (preferably a sulfonamide group having 1 to 24 carbon atoms, such as methanesulfone Amide group, butanesulfonamide group, benzenesulfonamide group, hexadecanesulfonamide group, cyclohexanesulfonamide group), sulfamoylamino group (preferably a sulfamoylamino group having 1 to 24 carbon atoms, for example, N, N -Dipropylsulfamoylamino group, N-ethyl-N-dodecylsulfamoylamino group), azo group (preferably an azo group having 1 to 24 carbon atoms, such as phenylazo group, 3-pyrazolylazo
  • the substituent T is a substituent that forms an alkaline aqueous solution solubilizing part, for example, a carboxylic acid group, a sulfonic acid group, a phosphoric acid group, a sulfonimide group, from the viewpoint of improving developability with respect to an alkaline developer.
  • a substituent such as a phenolic hydroxyl group, an acetoacetamide group, an acetoacetate group, or an alkyl group substituted with any group selected from them, an alkyloxy group, an alkylthio group, an aryloxy group, an arylthio group, an alkylsulfonyl group,
  • a substituent such as an arylsulfonyl group is preferred.
  • substituent T When the above-described substituent T is a further substitutable group, it may be further substituted with any of the above-described groups. In addition, when it has two or more substituents, those substituents may be the same or different. However, the substituent in the present invention preferably has a mass per molecule of 500 daltons or less.
  • the phthalocyanine compound represented by the general formula (1) in the present invention is preferably a phthalocyanine compound represented by the following general formula (1 ').
  • a plurality of X A represents a chlorine atom
  • a plurality of R B represents a group represented by the following general formula (2 ′)
  • a plurality of R A are independent of each other.
  • Q represents Cu or Zn.
  • a plurality of e's each independently represents an integer of 0 to 4
  • a plurality of m's each independently represents an integer of 0 to 4
  • a plurality of s each independently represents an integer of 0 to 4; .
  • at least one of the plurality of e is 1 or more
  • at least one of the plurality of m is 1 or more.
  • X A represents a chlorine atom.
  • R B represents a group represented by the following general formula (2 ').
  • R A each independently represents a hydrogen atom or a phenoxy group. The sum of the plurality of e, the plurality of m, and the plurality of s is 16.
  • R C represents one monovalent substituent selected from the group consisting of the following general formula (4 ′) to general formula (6 ′), and R D represents a methyl group or a methoxy group.
  • R D represents a methyl group or a methoxy group.
  • f represents an integer of 1 to 5
  • g represents 0 or 1. The sum of f and g does not exceed 5.
  • Y A represents —O—.
  • R E is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a dialkylamino group having 2 to 20 carbon atoms, or 12 to 12 carbon atoms.
  • 20 represents a diarylamino group or an alkylarylamino group having 7 to 20 carbon atoms in total.
  • h is 2, and R F represents a dialkylamino group having 2 to 20 carbon atoms, a diarylamino group having 12 to 20 carbon atoms, or an alkylarylamino group having 7 to 20 carbon atoms. .
  • R G represents an alkylcarbonyl group having 2 to 20 carbon atoms, an arylcarbonyl group having 7 to 20 carbon atoms, an alkylsulfonyl group having 1 to 20 carbon atoms, or an aryl having 6 to 20 carbon atoms. Represents a sulfonyl group.
  • R H represents a methyl group.
  • the molecular weight of the phthalocyanine compound represented by the general formula (1) is preferably 1500 to 3500, and more preferably 1750 to 2500.
  • the phthalocyanine compound represented by the general formula (1) is synthesized according to the methods described in “phthalocyanine as a functional dye, issued by IPC Corporation” and “phthalocyanine-chemistry and function—issued by IPC Corporation”. can do.
  • the phthalocyanine compound represented by the general formula (1) can be synthesized by condensation cyclization of an optionally substituted phthalonitrile in the presence of a metal source. At that time, a phthalocyanine compound into which various substituents are introduced can be synthesized by mixing a plurality of phthalonitriles. Even when single phthalonitrile is used as a raw material, there are a maximum of four types of cyclized isomers.
  • phthalonitrile is preferable in that it does not require a high temperature during production, but is not particularly limited, and is generally known as a raw material for phthalocyanine, for example,
  • phthalic acid, phthalic anhydride, or phthalimide which may be substituted, phthalocyanine compounds into which various substituents are introduced can be synthesized.
  • the corresponding phthalonitrile (along with a metal salt if necessary) is used as the phthalocyanine compound represented by the general formula (1). It can be synthesized by reacting in an alcohol solvent.
  • exemplary compounds of the phthalocyanine compound represented by the general formula (1) are shown. However, the present invention is not limited to these exemplary compounds.
  • a, n, and r represent the sum of a plurality of a, the sum of a plurality of n, and the sum of a plurality of r, respectively, in the general formula (1).
  • Y and Ar are Y and an aromatic substituent in general formula (2) and general formula (3) represented by R 1 , respectively.
  • Me represents a methyl group
  • Et represents an ethyl group
  • Bu represents a butyl group
  • Ph represents a phenyl group
  • cyclo-C 6 H 11 represents a cyclohexyl group.
  • Ar-1 to Ar-51 and Q-1 to Q-10 each represent a substituent described later. In these substituents, • represents a bonding position.
  • Liquid separation operation was performed to the reaction liquid with ethyl acetate and 1N hydrochloric acid aqueous solution.
  • the organic layer was concentrated and purified by silica gel chromatography to obtain 35 parts of 4-dibutylaminocarbonylphenoxytrichlorophthalonitrile.
  • 4-Dibutylaminocarbonylphenol is mixed with a 3-position substituted product.
  • the reaction solution of the obtained substituted phthalonitrile (20 parts), zinc chloride (8 parts) and dimethylaminoethanol (400 parts) was reacted at 120 ° C. for 6 hours.
  • the reaction solution was extracted with ethyl acetate and 1N hydrochloric acid, and the organic layer was separated, concentrated, and purified by silica gel chromatography to obtain 14 parts of Exemplary Compound A-1.
  • the maximum absorption wavelength of the obtained compound in chloroform was 710 nm, and the molar extinction coefficient was 125000.
  • the number of substitutions of 4-dibutylaminocarbonylphenol is 2, and the substitution positions are a mixture of the 3rd, 4th and 5th positions.
  • Zinc phthalocyanine was synthesized with Example Compound A-31.
  • Exemplified Compound A-33 4- (di (ethoxyethyl) aminocarbonyl) phenoxytrichlorophthalonitrile (the substitution position of the hydroxyl group of the substituted phenol is a mixture of the 3-position and 4-position) and 4-dibutylaminosulfonylphenoxytrichlorophthalonitrile in a one-to-one relationship.
  • Exemplified Compound A-33 was synthesized in the same manner as Exemplified Compound A-1 except that it was used in a molar ratio.
  • Exemplified compound A-35 was obtained by reacting with copper acetate, ammonium benzoate, and 1-methoxy-2-propanol using 2-di (ethoxyethyl) aminocarbonylthiophenoxytrichlorophthalonitrile.
  • Exemplified compound A was synthesized by synthesizing substituted trichlorophthalonitrile using 6-di (ethoxyethyl) aminosulfonyl-2-naphthol in the same manner as in the synthesis of exemplified compound A-1, and then synthesizing zinc phthalocyanine. -37 was obtained.
  • Exemplified Compound A-46 was synthesized in the same manner as Exemplified Compound A-45, except that phthalonitrile (0.85 parts) was used instead of tetrachlorophthalonitrile.
  • the organic layer was concentrated and purified by silica gel chromatography to obtain 12.5 parts of 4- (N-acetyloxyethyl-N-ethylsulfamoyl) phenol.
  • the reaction was performed for 3 hours.
  • Liquid separation operation was performed to the reaction liquid with ethyl acetate and 1N hydrochloric acid aqueous solution.
  • the organic layer was concentrated and purified by silica gel chromatography to obtain 35 parts of 4- (N-acetyloxyethyl-N-ethylsulfamoyl) phenoxytrichlorophthalonitrile.
  • the substitution position of the hydroxyl group of 4- (N-acetyloxyethyl-N-ethylsulfamoyl) phenol is a mixture of the 3rd and 4th positions.
  • the reaction solution of the obtained substituted phthalonitrile (13.8 parts), zinc iodide (2.5 parts), and benzonitrile (30 parts) was reacted at 135 ° C. for 48 hours.
  • the reaction solution was extracted with ethyl acetate and 1N hydrochloric acid, and the organic layer was separated, concentrated, and purified by silica gel chromatography to obtain 8.2 parts of Exemplified Compound A-77.
  • zinc phthalocyanine in which a in formula (1) is 4 is synthesized in the same manner as the synthesis of exemplary compound A-78.
  • the compound was synthesized by the same method as that of Example Compound A-77.
  • the content of the phthalocyanine compound represented by the general formula (1) in the green color filter is preferably 1% by mass to 80% by mass with respect to the total mass of the green color filter, and 1% by mass to 70% by mass. Is more preferably 3% by mass to 50% by mass, and particularly preferably 10% by mass to 50% by mass. By setting the content in this range, it is advantageous in that a good color density can be obtained and the patterning of the pixels becomes good.
  • the green color filter preferably contains a yellow dye in addition to the phthalocyanine compound represented by the general formula (1).
  • a yellow dye in addition to the phthalocyanine compound represented by the general formula (1).
  • yellow dyes from the viewpoint of further improving the brightness of green light after passing through a green color filter, a methine dye having a pyrazolotriazole ring in one molecule, an azo dye having a pyridone ring in one molecule, one molecule An azo dye having a pyrazole ring therein is preferred.
  • these yellow dyes metalhine dyes, azo dyes
  • JP-A No. 2011-164564 can be appropriately referred to.
  • the yellow dye is preferably a methine dye having a pyrazolotriazole ring in one molecule, and among them, a yellow dye represented by the following general formula (I) or the following general formula (II) is more preferable.
  • the green color filter may contain only one kind of the yellow dye or two or more kinds May be.
  • R 1 , R 2 , R 3 and R 4 are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, cyano group, aryl group, or A plurality of R 1 and R 2 which represent a heteroaryl group and exist in the molecule may be the same as or different from each other.
  • R 4 , R 5 , R 6 , R 7 and R 8 are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group.
  • a carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and a plurality of R 5 present in the molecule may be the same as or different from each other.
  • R 1 , R 2 , R 3 and R 4 are each independently a hydrogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group, cyano group, aryl group, or A plurality of R 1 and R 2 which represent a heteroaryl group and exist in the molecule may be the same as or different from each other.
  • R 4 , R 5 , R 6 , R 7 and R 8 are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group.
  • a carbonylamino group, a cyano group, an aryl group, or a heteroaryl group, and a plurality of R 5 present in the molecule may be the same as or different from each other.
  • the alkyl group represented by R 1 to R 8 may further have a monovalent substituent, may be linear or branched. Or it may be annular.
  • the total number of carbon atoms in the alkyl group is preferably 1-30, and more preferably 1-16. Specific examples include, for example, methyl group, ethyl group, butyl group, isopropyl group, t-butyl group, hydroxyethyl group, methoxyethyl group, cyanoethyl group, trifluoromethyl group, 3-sulfopropyl group, 4-sulfobutyl group. And a cyclohexyl group.
  • the alkoxy group represented by R 1 to R 8 is represented as —OR A (R A is an alkyl group), and R A is synonymous with the alkyl group represented by R 1 to R 8. It is the same.
  • the alkoxycarbonyl group represented by R 1 to R 8 is represented as —COOR A (R A represents an alkyl group), and R A has the same meaning as the alkyl group represented by R 1 to R 8. Is the same.
  • the carbamoyl group represented by R 1 to R 8 may further have a monovalent substituent, is preferably a carbamoyl group having 1 to 30 carbon atoms in total, and is a carbamoyl group having 1 to 16 carbon atoms. More preferably. Specific examples include a methylcarbamoyl group, a dimethylcarbamoyl group, a phenylcarbamoyl group, and an N-methyl-N-phenylcarbamoyl group.
  • the sulfamoyl group represented by R 1 to R 8 may further have a monovalent substituent, and is preferably an embodiment having a total carbon number of 0 to 30, more preferably an embodiment having a total carbon number of 0 to 16. preferable. Specific examples include a sulfamoyl group, a dimethylsulfamoyl group, and a di- (2-hydroxyethyl) sulfamoyl group.
  • the aryl group represented by R 1 to R 8 may further have a monovalent substituent (excluding a heterocyclic group), and is preferably an aryl group having 6 to 30 carbon atoms in total.
  • the aryl group is more preferable.
  • the heteroaryl group represented by R 1 to R 8 has a structure in which a monovalent heterocyclic group is substituted for the above-described aryl group.
  • the monovalent heterocyclic group that can be substituted with an aryl group may be saturated or unsaturated, includes the following aromatic heterocyclic groups, and includes a nitrogen atom, a sulfur atom, an oxygen atom, etc. in the ring. Including any of the above heteroatoms, may further have a substituent, and is preferably a heterocyclic group having 1 to 30 carbon atoms in total, and a heterocyclic group having 1 to 15 carbon atoms. Is more preferable. Specific examples include 2-pyridyl group, 2-thienyl group, 2-thiazolyl group, 2-benzothiazolyl group, 2-benzoxazolyl group, 2-furyl group and the like.
  • R 1 to R 8 may further contain include a halogen atom, an aliphatic group, an aryl group, a heterocyclic group, a cyano group, a carboxyl group, a carbamoyl group, and an aliphatic oxy group.
  • R 1 in the general formula (I) and R 5 in the general formula (II) are preferably an alkyl group, an aryl group, or a cyano group, and the alkyl group and the aryl group further have a monovalent substituent. It may be.
  • examples of the substituent that can be introduced into the alkyl group and the aryl group include an alkoxy group, a thioalkoxy group, a cyano group, and a halogen atom.
  • R 1 and R 5 are more preferably a t-butyl group, a phenyl group, or an o-methylphenyl group.
  • R 3 in the general formula (I) is more preferably a hydrogen atom
  • R 4 in the general formulas (I) and (II) is preferably a hydrogen atom or a methyl group, more preferably a hydrogen atom. It is.
  • R 6 in the general formula (II) is more preferably a hydrogen atom.
  • R 2 , R 7 , and R 8 in general formula (I) and general formula (II) are each a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a sulfonylamino group, or a carbonylamino group.
  • a group, a cyano group, an aryl group, and a heteroaryl group May be any of a group, a cyano group, an aryl group, and a heteroaryl group, but in its structure, a substituted alkyl group, a PEO (polyethyleneoxy) chain, a PPO (polypropyleneoxy) chain, an ammonium salt, and a polymerization It is preferably an alkoxycarbonyl group, carbamoyl group, sulfamoyl group, sulfonylamino group, or carbonylamino group having a partial structure selected from a functional group (partial structure A), more preferably a sulfonyl having a partial structure A An amino group.
  • a plurality of R 2 present in the molecule may be the same or different from each other, but are preferably the same in terms of synthesis suitability.
  • the compound represented by the general formula (I) is more preferably a compound represented by the following general formula (IV), and the compound represented by the general formula (II) is represented by the following general formula (V). It is a more preferable aspect that it is a compound.
  • R 1, R 3 and R 4 are respectively synonymous with R 1, R 3 and R 4 in the general formula (I), and preferred examples are also the same.
  • R 9 and R 11 each independently represent an alkyl group, an aryl group, or a heteroaryl group
  • R 10 and R 12 each independently represent a hydrogen atom, a methyl group, or an ethyl group.
  • R 10 and R 12 are each preferably a hydrogen atom.
  • R 9 and R 11 are each a substituted or unsubstituted alkyl group, or a partial structure selected from a PEO (polyethyleneoxy) chain, a PPO (polypropyleneoxy) chain, an ammonium salt, and a polymerizable group.
  • It is preferably an alkyl group, an aryl group, or a heteroaryl group having an alkyl group, more preferably an alkyl group having 2 to 8 carbon atoms or a substituted alkyl group having a methacrylic acid group on the alkyl chain.
  • R 4, R 5 and R 6 have the same meanings as R 4, R 5 and R 6 in the general formula (II), and preferred examples are also the same.
  • R 13 and R 15 each independently represents an alkyl group, an aryl group, or a heteroaryl group
  • R 14 and R 16 each independently represent a hydrogen atom, a methyl group, or an ethyl group.
  • R 14 and R 16 are each preferably a hydrogen atom.
  • R 13 and R 15 are substituted alkyl groups, or PEO (polyethyleneoxy) chains, PPO (polypropyleneoxy) chains, ammonium salts, alkyl groups having a partial structure selected from polymerizable groups, aryl groups, Or it is preferably a heteroaryl group, more preferably an alkyl group having 2 to 8 carbon atoms, or a substituted alkyl group having a methacrylic acid group on the alkyl chain.
  • Examples of the compound represented by the general formula (I) or the general formula (II) are shown below, but the compound represented by the general formula (I) or the general formula (II) is limited to the following specific examples. There is nothing.
  • Examples of the compound represented by the general formula (I) and the compound represented by the general formula (IV) which is a preferred embodiment thereof include the following exemplary compounds (B-1) to (B-9) and ( B-17).
  • Examples of the yellow dye represented by the general formula (II) and the yellow dye represented by the general formula (V) which is a preferred embodiment thereof include the following exemplary compounds (B-10) to (B-11): Each is listed.
  • the content ratio of the yellow dye to the phthalocyanine compound represented by the general formula (1) [the content weight of the yellow dye / the phthalocyanine compound represented by the general formula (1) Is preferably 0.1 to 1.0, more preferably 0.2 to 0.9, still more preferably 0.4 to 0.9, and particularly preferably 0.5 to 0.8.
  • a green color filter may contain other color materials other than the phthalocyanine compound represented by General formula (1) and the yellow dye used as needed.
  • known color materials such as dyes and pigments can be used.
  • known color materials described in paragraphs 0053 to 0067 of JP2011-164564A can be used.
  • Known dyes can be used as the dye.
  • a dye that dissolves in a necessary amount in an organic solvent is preferable, and the dye can be appropriately selected according to the required spectral absorption.
  • the dye species include acidic dyes, basic dyes, disperse dyes, reactants of acidic dyes with basic compounds, and reactants of basic dyes with acid compounds that are soluble in organic solvents.
  • These dyes have a desirable spectrum as a color filter, and are required to dissolve at a necessary concentration in a solution containing an organic solvent or an alkali-soluble resin, which will be described later, so as not to cause precipitation or aggregation over time.
  • These dyes are C.I. described in the Color Index. I. It can be selected as appropriate from Solvent Color.
  • the coloring composition contains the phthalocyanine compound represented by the above general formula (1), an organic solvent, and (and preferably a yellow dye).
  • the colored composition may further contain other color materials.
  • the green color filter can be produced by a method having a step of forming the colored layer by applying the colored composition onto a support (substrate). More specifically, the above method includes a known photolithography method or a known dry etching method. In the case of the photolithography method, in order to impart photosensitivity to the colored composition, for example, a polymerizable compound and a photopolymerization initiator are contained in the colored composition.
  • the coloring composition of this embodiment is also referred to as “photosensitive coloring composition”.
  • the preferable range of the content of the phthalocyanine compound represented by the general formula (1) in the total solid content of the coloring composition is the content of the phthalocyanine compound represented by the general formula (1) in the green color filter described above. This is the same as the preferred range.
  • the total solid content refers to all components excluding the organic solvent.
  • the content ratio of the yellow dye to the phthalocyanine compound represented by the general formula (1) in the total solid content of the coloring composition [the yellow dye content / general formula (1
  • the preferred range of the content mass of the phthalocyanine compound represented by (A)] is the same as the preferred range of the content mass ratio in the green color filter described above.
  • the coloring composition contains at least one polymerizable compound.
  • the polymerizable compound is activated by an acid or radical generated from the polymerization initiator by irradiation with radiation, and reacts with an alkali-soluble resin described later to cause crosslinking, or the polymerizable compound itself bonds to each other by bonding or polymerization. By causing it to occur, it is used for the purpose of obtaining a colored pattern (color filter) by reducing the solubility of the exposed portion in an alkaline developer.
  • the polymerizable compound is useful for the purpose of heating the colored pattern and curing the colored pattern as necessary.
  • the polymerizable compound is not particularly limited as long as the film can be cured by crosslinking or polymerization reaction.
  • the polymerizable compound include (a) an epoxy resin, (b) a glycoluril compound or a urea compound substituted with at least one substituent selected from a methylol group, an alkoxymethyl group, and an acyloxymethyl group. c) A phenol compound substituted with at least one substituent selected from a methylol group, an alkoxymethyl group, and an acyloxymethyl group, and (d) a polymerizable monomer compound.
  • the description in paragraphs 0069 to 0084 of JP-A-2006-343598 can be referred to as appropriate.
  • the (d) polymerizable monomer compound is preferably a compound having an ethylenically unsaturated group having a boiling point of 100 ° C. or higher under normal pressure, which has at least one addition-polymerizable ethylene group.
  • examples thereof include monofunctional acrylates and methacrylates such as polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, phenoxyethyl (meth) acrylate,
  • polyfunctional alcohols such as hexanediol (meth) acrylate, trimethylolpropane tri (acryloyloxypropyl) ether, tri (acryloyloxyethyl) isocyanurate, glycerin or trimethylolethane (Meth) acrylated,
  • Urethane acrylates as described in JP-B-48-41708, JP-B-50-6034, JP-A-51-37193, JP-A-48-64183, JP-B-49-43191, Polyfunctional acrylates and methacrylates such as polyester acrylates and epoxy acrylates, which are reaction products of epoxy resin and (meth) acrylic acid, can be mentioned in JP-A 52-30490. Furthermore, the Japan Adhesion Association Vol. 20, No. 7, pages 300 to 308, which are introduced as photocurable monomers and oligomers.
  • a polymeric compound may be used independently and may be used in combination of 2 or more type.
  • the content of the polymerizable compound in the total solid content of the photosensitive coloring composition is preferably 1% by mass to 70% by mass, more preferably 5% by mass to 50% by mass, and particularly preferably 7% by mass to 30% by mass. .
  • the coloring composition contains at least one photopolymerization initiator.
  • this negative photosensitive coloring composition contains a photoinitiator.
  • the photopolymerization initiator can be further contained in a positive coloring composition containing a naphthoquinonediazide compound. In this case, the degree of curing of the pattern can be further promoted after the pattern formation.
  • the photopolymerization initiator is not particularly limited as long as it can initiate a crosslinking reaction or polymerization reaction of a polymerizable compound by exposure, but is selected from the viewpoints of characteristics, initiation efficiency, absorption wavelength, availability, cost, safety, and the like. It is preferable that For example, at least one active halogen compound selected from halomethyloxadiazole compounds and halomethyl-s-triazine compounds, 3-aryl-substituted coumarin compounds, lophine dimers, benzophenone compounds, acetophenone compounds and derivatives thereof, cyclopentadiene- Examples thereof include benzene-iron complexes and salts thereof, and oxime compounds.
  • the description in paragraphs 0070 to 0079 of JP-A No. 2004-295116 can be referred to as appropriate.
  • oxime compounds (hereinafter also referred to as oxime photopolymerization initiators) are preferable.
  • the oxime photopolymerization initiator is not particularly limited, and examples thereof include oxime compounds described in JP-A No. 2000-80068, WO 02 / 100903A1, JP-A No. 2001-233842, and the like.
  • the content of the photopolymerization initiator in the photosensitive coloring composition is preferably 0.01% by mass to 50% by mass, more preferably 1% by mass to 30% by mass, and more preferably 1% by mass with respect to the polymerizable compound. ⁇ 20% by weight is particularly preferred.
  • the coloring composition contains at least one organic solvent. Any organic solvent can be used as long as it dissolves the phthalocyanine compound represented by the general formula (1) (and a yellow dye used as necessary).
  • organic solvent ester compounds, ether compounds, ketone compounds, and the like can be used.
  • organic solvent for example, organic solvents described in paragraphs 0090 to 0093 of JP2013-160921A can be used.
  • organic solvent examples include methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, cyclohexyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, Ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and the like are preferable.
  • the coloring composition can contain at least one surfactant.
  • various surfactants such as a fluorosurfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone surfactant can be used.
  • a fluorosurfactant by containing a fluorosurfactant, the liquid properties (particularly fluidity) when used as a coating liquid can be further improved, and the uniformity of coating thickness and liquid saving can be further improved.
  • the surfactant for example, those described in paragraphs 0172 to 0175 of JP2011-202025A can be appropriately used.
  • fluorosurfactants include, for example, Megafac F171, F172, F173, F176, F177, F141, F142, F143, F144, R30, F437, F479, F482, F554, F780, F780, F781 (above DIC Corporation), Florard FC430, FC431, FC171 (above, Sumitomo 3M Limited), Surflon S-382, SC-101, Same SC-103, Same SC-104, Same SC-105, Same SC1068, Same SC-381, Same SC-383, Same S393, Same KH-40 (above, manufactured by Asahi Glass Co., Ltd.), Solsperse 20000 (GENEKA CORPORATION) Manufactured) and the like.
  • the coloring composition can contain at least one dispersant.
  • the dispersant include polymer dispersants described in JP-A-2012-162684, paragraphs 0187 to 0237.
  • examples of commercially available dispersants include the Disperbyk series (eg, Disperbyk-161, -171, -174, -2000, and -2001) manufactured by BYK Chemie, and the EFKA series manufactured by EFKA (for example, , EFKA4330, 4340, etc.), Solsperse series manufactured by Japan Lubrizol Corporation (for example, Solsperse 3000, 5500, 24000, 17000, 27000, 28000, 32000, 38500, 39000, 55000, etc.) ), And the like.
  • the coloring composition can contain at least one alkali-soluble resin.
  • the alkali-soluble resin is preferably a linear organic polymer, soluble in an organic solvent, and developable with a weak alkaline aqueous solution.
  • linear organic high molecular polymers include polymers having a carboxylic acid in the side chain, such as JP-A-59-44615, JP-B-54-34327, JP-B-58-12777, and JP-B-54-25957.
  • Examples thereof include polymers, maleic acid copolymers, partially esterified maleic acid copolymers, and acidic cellulose derivatives having a carboxylic acid in the side chain are also useful.
  • alkali-soluble resin for example, those described in paragraphs 0049 to 0058 of JP-A-2005-266149 can be appropriately used.
  • the coloring composition may contain other components as necessary.
  • other components include polymer compounds having a heterocyclic ring in the side chain.
  • examples of the polymer compound having a heterocyclic ring in the side chain include polymer compounds described in paragraphs 0146 to 0175 of JP 2012-162684 A.
  • a coloring composition when making a coloring composition into a positive photosensitive coloring composition, it is preferable that a coloring composition contains at least 1 sort (s) of a naphthoquinone diazide compound as another component.
  • a naphthoquinone diazide compound for example, those described in paragraphs 0060 to 0061 of JP-A-2005-266149 can be appropriately used.
  • Examples of other components include organic carboxylic acids, thermal polymerization inhibitors, fillers, polymer compounds other than those described above, adhesion promoters, antioxidants, ultraviolet absorbers, and aggregation inhibitors. Examples of these components include those described in paragraphs 0176 to 0177 of JP 2011-202025 and paragraphs 0155 to 0156 of JP 2004-295116 A.
  • the coloring composition can contain a sensitizer and a light stabilizer described in paragraph 0078 of JP-A No. 2004-295116, and a thermal polymerization inhibitor described in paragraph 0081 of the publication.
  • the coloring composition suitable for preparation of a green color filter was demonstrated.
  • the above colored composition can be suitably used for the production of a red color filter and a blue color filter by changing the type (hue) of the color material contained.
  • a method for producing a green color filter by a photolithography method includes a step of forming a colored layer by applying the photosensitive coloring composition described above on a substrate, and a step of forming the colored layer (preferably via a photomask). ) An exposure step of exposing in a pattern, and a step of developing the exposed colored layer to obtain a colored pattern (green color filter).
  • the manufacturing method preferably further includes a step of irradiating the colored pattern with ultraviolet rays and a step of performing a heat treatment on the colored pattern irradiated with the ultraviolet rays.
  • the green color filter is not limited to the transfer method described in Japanese Patent Application Laid-Open No. 2009-116078, the ink jet method described in Japanese Patent Application Laid-Open No. 2009-134263, and the dry method described in Japanese Patent Application Laid-Open No. 2006-343598. It can also be manufactured by an etching method or the like.
  • the red color filter and the blue color filter can be manufactured in the same manner as the green color filter.
  • Liquid crystal display device organic EL display device
  • an aspect including the primary light source, the light conversion unit, and an image display panel including the green color filter is preferable.
  • the image display panel preferably further includes a red color filter and a blue color filter.
  • the image display panel is preferably a liquid crystal display panel or an organic EL panel. That is, the display device of the present invention is preferably a liquid crystal display device or an organic EL display device.
  • liquid crystal display devices and organic EL display devices For the definition of liquid crystal display devices and organic EL display devices and details of each display device, refer to, for example, “Electronic display devices (Akio Sasaki, published by Kogyo Kenkyukai Co., Ltd., 1990)”, “Display devices (written by Junaki Ibuki, Sangyo Tosho (issued in 1989) ”.
  • the liquid crystal display device is described, for example, in “Next-generation liquid crystal display technology (edited by Tatsuo Uchida, Industrial Research Co., Ltd., published in 1994)”.
  • the liquid crystal display device to which the present invention can be applied is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the “next generation liquid crystal display technology”.
  • the green color filter of the present invention is particularly effective for a color TFT type liquid crystal display device.
  • the color TFT liquid crystal display device is described in, for example, “Color TFT liquid crystal display (issued in 1996 by Kyoritsu Publishing Co., Ltd.)”. Further, the present invention is applied to a liquid crystal display device with a wide viewing angle, such as a horizontal electric field driving method such as IPS, a pixel division method such as MVA, STN, TN, VA, OCS, FFS, and R-OCB. it can.
  • the green color filter in the present invention can be used for a bright and high-definition COA (Color-filter On Array) system.
  • COA Color-filter On Array
  • the liquid crystal display device provided with the green color filter in the present invention can obtain high luminance and high color reproducibility even when a known cold cathode fluorescent lamp (CCFL) is used as a backlight.
  • the liquid crystal display device has an extremely high luminance and a luminance comparable to those of an organic EL display device by using red, green, and blue LED light sources (RGB-LED), particularly preferably blue LEDs as a backlight. It is possible to obtain extremely high color reproducibility.
  • RGB-LED red, green, and blue LED light sources
  • phthalocyanine compound represented by the general formula (1) As the phthalocyanine compound represented by the general formula (1), the exemplified compounds A-1, A-10, A-39, A-40, A-41, A-47, A-48, A-67 described above, A-68, A-77, A-78, A-85, A-86, A-91 and A-92 were prepared.
  • comparative phthalocyanine compounds the following compounds C-1, C. I.igPig. Green 58 (CI Pigment Green 58; hereinafter also referred to as “PG58”), and C. I. Pig. Green 36 ( CI Pigment Green 36; hereinafter also referred to as “PG36”) was prepared.
  • Example 1 ⁇ Preparation of photosensitive coloring composition S1> Each component of the following composition was mixed and the photosensitive coloring composition S1 which is a green composition was prepared.
  • the photosensitive coloring composition S1 obtained above is dried on a 10 cm ⁇ 10 cm glass substrate (Corning “Corning 1737”, thickness 0.7 mm) by a spin coater so that the dry film thickness becomes 2.0 ⁇ m.
  • a coating film was formed on the glass substrate by applying to and drying.
  • the entire surface of the glass substrate on which the coating film was formed was irradiated with 100 mJ / cm 2 of ultraviolet light, developed with an alkaline developer, and post-baked in an oven at 230 ° C. for 30 minutes. Thereby, the said coating film was hardened and it was set as the green color filter.
  • a substrate with a green color filter was obtained.
  • Color IQ TM is a quantum dot member manufactured by QD Vision, and a structure in which a resin in which CdZnSeS nanoparticles as quantum dots G and CdZnSeS nanoparticles as quantum dots R are dispersed is enclosed in a glass case. It is a member.
  • the substrate with the green color filter was disposed on the backlight unit.
  • the backlight unit is activated, and the light generated from the blue LED and the Color IQ (white light obtained by converting the blue light from the blue LED by the Color IQ TM ) is transmitted through the substrate with the green color filter, and with the green color filter.
  • the chromaticity values (x, y, Y) of the light transmitted through the substrate were measured.
  • the chromaticity values (x, y, Y) were measured by “BM-5” manufactured by Topcon Corporation. The results are shown in Table 1 below.
  • ⁇ Y (Calculation of ⁇ Y) ⁇ Y is obtained by subtracting the Y obtained by measuring the chromaticity value when using the LED and YAG phosphor from the Y obtained by measuring the chromaticity value when using the blue LED and the quantum dot. It was. The results are shown in Table 1 below.
  • the larger the Y in the chromaticity value the higher the luminance of green light.
  • the larger the ⁇ Y the greater the effect of improving the luminance by using the quantum dots.
  • Example 2 to 15 A substrate with a green color filter was produced in the same manner as in Example 1 except that Exemplified Compound A-1 was changed to the exemplified compounds shown in Table 1 below. Similar evaluations were made. The results are shown in Table 1 below.
  • Example 1 A substrate with a green color filter was produced in the same manner as in Example 1 except that the exemplified compound A-1 was changed to the above compound C-1, and the produced substrate with a green color filter was the same as in Example 1. Evaluation was performed. The results are shown in Table 1 below.
  • Example 2 A substrate with a green color filter was prepared in the same manner as in Example 1 except that the photosensitive coloring composition S1 was changed to the following photosensitive coloring composition 1 for comparison. Evaluation similar to Example 1 was performed. The results are shown in Table 1 below.
  • ⁇ Preparation of photosensitive coloring composition 1 for comparison> Propylene glycol monomethyl ether acetate (75 parts), PG58 (17 parts) as a green pigment, and a dispersant (Solsperse 5500 manufactured by Nippon Lubrizol Co., Ltd.) (8 parts) are mixed and stirred for 3 hours with a stirrer to obtain a solid content concentration A 25% millbase was prepared. The mill base was subjected to a dispersion treatment using 600 parts of 0.5 mm ⁇ zirconia beads in a bead mill apparatus at a peripheral speed of 10 m / s and a residence time of 3 hours to obtain a dispersion ink of PG58.
  • each component of the following composition was mixed and the photosensitive coloring composition 1 for a comparison which is a green composition was prepared.
  • the composition of the coloring material was adjusted so as to have the same chromaticity value (x, y) as the chromaticity value (x, y) in Example 1.
  • -Composition of Comparative Photosensitive Coloring Composition 1- -Dispersed ink of PG58 ... 27.1 parts-Dispersant (Solsperse 5500 manufactured by Nippon Lubrizol) ... 2.3 parts, organic solvent (propylene glycol monomethyl ether acetate) ... 63.9 parts Fluorosurfactant (Megafac F554 manufactured by DIC) ...
  • Example 2 A substrate with a green color filter was prepared in the same manner as in Example 1 except that the photosensitive coloring composition S1 was changed to the following photosensitive coloring composition 2 for comparison. Evaluation similar to Example 1 was performed. The results are shown in Table 1 below.
  • ⁇ Preparation of photosensitive coloring composition 2 for comparison> In the preparation of the dispersion ink, a dispersion ink of PG36 was obtained in the same manner as the preparation of the dispersion ink of PG58, except that PG58 was changed to PG36 and the residence time was changed to 2 hours. Next, each component of the following composition was mixed and the photosensitive coloring composition 2 for a comparison which is a green composition was prepared. In this comparative photosensitive coloring composition 2, the composition of the coloring material was adjusted so as to have the same chromaticity value (x, y) as the chromaticity value (x, y) in Example 1.
  • FIG. 2 the transmittance
  • FIG. 2 also shows emission spectra of light generated from the two types of backlight units used in Example 1 and others.
  • the emission spectrum of the light generated from the two types of backlight units is specifically a spectrum of white light obtained by converting blue light from a blue LED by a YAG phosphor (in FIG. 2, “blue LED + YAG Phosphor ”) and white light spectrum obtained by converting blue light from a blue LED by quantum dots (" blue LED + quantum dot "in FIG. 2).
  • the vertical axis of the emission spectrum of these lights is the intensity.
  • the transmittance spectrum of the substrate with the green color filter was measured using a spectrophotometer “MCPD-3700” manufactured by Otsuka Electronics Co., Ltd. with a measurement wavelength range of 200 nm to 800 nm.
  • the emission spectrum of the light generated from the backlight unit is measured using a spectroradiometer “SR-3” manufactured by Topcon Co., Ltd.
  • the distance to the YAG phosphor) was 70 mm, the measurement angle was 0.2 degrees, the measurement mode was “auto”, and the measurement wavelength range was 380 nm to 780 nm.
  • the green color filter of Example 1 (coloring agents are exemplified compound A-1 and compound H1) is compared with the green color filter of comparative example 2 (coloring agents are PG58 and compound H1).
  • the transmittance of green light in the “blue LED + quantum dot” in the wavelength region (500 nm to 560 nm) was high. This is considered to be the reason why the luminance of green light in Example 1 is high.
  • the maximum value of the peak of green light exists in the vicinity of the wavelength of 530 nm, and the full width at half maximum of the peak of green light is about 30 nm. there were.
  • the peak of the green light region is broad, the maximum value of the peak exists in the vicinity of a wavelength of 560 nm, and the full width at half maximum of this peak is 100 nm or more.
  • the transmittance spectrum of Example 1 has a maximum value in the vicinity of a wavelength of 500 nm, and the full width at half maximum of the peak including this maximum value was about 100 nm.
  • the transmittance in the wavelength range of 500 nm to 530 nm was 90% or more.
  • the transmittance spectrum of Comparative Example 1 has a maximum value near the wavelength of 520 nm, and the full width at half maximum of the peak including this maximum value was about 100 nm.
  • the transmittance in the wavelength range of 500 nm to 530 nm was less than 90%.
  • the transmittance spectrum of Example 1 using the phthalocyanine compound represented by the general formula (1) has a transmittance closer to the short wavelength side than the transmittance spectrum of Comparative Example 2 using PG58.
  • the transmittance in the entire green wavelength region was high.
  • the peak of green light in the emission spectrum of “blue LED + quantum dot” has a maximum value on the short wavelength side compared to the peak of green light in the emission spectrum of “blue LED + YAG phosphor”. And a sharp peak (small full width at half maximum). For the above reason, it is considered that the effect of improving the luminance of green light by the quantum dots was significantly obtained in Example 1 as compared with Comparative Example 2.
  • the phthalocyanine compound represented by the general formula (1) is compared with the existing pigment-based phthalocyanine when the backlight is changed from the conventional “blue LED + YAG phosphor” to “blue LED + quantum dot”. It was found that the luminance improvement rate of was high. In general, the spectral characteristics of phthalocyanine pigments are almost determined by the central metal and crystal structure, and do not change significantly due to the influence of modifying groups such as substituents, pigment derivatives in surface treatment, and the like. On the other hand, it was found that the phthalocyanine compound (dye) represented by the general formula (1) is a compound having very characteristic spectral characteristics different from those of the conventional phthalocyanine pigment. And it turned out that the phthalocyanine compound represented by General formula (1) is very useful as a coloring material for quantum dot backlights.

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CN107302672A (zh) * 2016-04-15 2017-10-27 深圳市华想世纪科技有限公司 一种量子点和yag荧光粉混掺的液晶电视
CN108445716A (zh) * 2017-02-16 2018-08-24 住友化学株式会社 固化性树脂组合物、固化膜及显示装置
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US20150331165A1 (en) * 2014-05-13 2015-11-19 Jsr Corporation Red pixel, green pixel and color filter and display device
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CN107302672A (zh) * 2016-04-15 2017-10-27 深圳市华想世纪科技有限公司 一种量子点和yag荧光粉混掺的液晶电视
CN108445716A (zh) * 2017-02-16 2018-08-24 住友化学株式会社 固化性树脂组合物、固化膜及显示装置
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KR20230044357A (ko) 2020-07-30 2023-04-04 스미또모 가가꾸 가부시키가이샤 표시 장치

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