Colored composition, hardened film, color filter, and display device

Abstract

This invention provides a coloring composition, a cured film, a color filter, and a display device capable of forming a cured film with excellent preservation stability and suppressed color mixing with other colors. The coloring composition comprises a colorant containing a red colorant, a resin, a polymerizable compound, and a photopolymerization initiator. The resin comprises a resin EP containing repeating units A and B. Repeating unit A has at least one cyclic ether group A selected from groups represented by formula (e-1) and groups represented by formula (e-2). Repeating unit B is selected from at least one repeating unit B-1 having an acid group and repeating unit B-2 having an acid group protected by a protecting group. The coloring composition has a maximum absorbance of Ama relative to light with a wavelength of 400–500 nm. x1 The minimum absorbance A relative to light with wavelengths of 550–700 nm min1 The ratio A max1 / A min1 When the absorbance of light with a wavelength of 500 nm is set to 1, the wavelength with an absorbance of 0.3 exists in the range of 570 to 620 nm, where the absorbance is 25 or higher.

Description

Technical Field

[0001] This invention relates to a coloring composition. More specifically, it relates to a coloring composition for forming red pixels in color filters, etc. Furthermore, this invention relates to a cured film using the coloring composition, a color filter, and a display device. Background Technology

[0002] Color filters are commonly used in various display devices to colorize images. Color filters are manufactured using coloring compositions comprising colorants, resins, polymerizable compounds, and photopolymerization initiators (e.g., Patent Document 1, etc.).

[0003] Previous technical documents

[0004] Patent documents

[0005] Patent Document 1: Japanese Patent Application Publication No. 2018-087956 Summary of the Invention

[0006] The technical problem to be solved by the invention

[0007] When using coloring compositions to manufacture color filters, etc., the color filters can also be manufactured using freshly manufactured coloring compositions. Therefore, excellent storage stability of the coloring composition is required.

[0008] Typically, color filters have pixels of multiple colors. Such color filters are manufactured by sequentially forming patterns of pixels of various colors using a coloring composition.

[0009] On the other hand, in recent years, color filters have sometimes been formed on components with low heat resistance (e.g., organic semiconductor components such as organic electroluminescent display elements). Since these components have low heat resistance, it is desirable to form pixels with color filters, for example, in low-temperature processes below 150°C, to suppress thermal damage to the support.

[0010] However, when pixels are formed in a low-temperature process, the degree of pixel curing is sometimes insufficient. When forming pixels of other colors, there is a tendency for color mixing with other coloring compositions, which can easily alter the spectral characteristics.

[0011] Furthermore, according to the inventor's research, it is known that there is room for further improvement in the coloring composition described in Patent Document 1 regarding its ability to mix with other colors.

[0012] Therefore, the object of the present invention is to provide a coloring composition, a curing film, a color filter, and a display device capable of forming a curing film with excellent preservation stability and suppressing color mixing with other colors.

[0013] means for solving technical problems

[0014] According to the inventors' research, it was discovered that the above-mentioned objectives can be achieved by using the coloring composition described later, thus completing the present invention. The present invention provides the following:

[0015] <1> A coloring composition comprising a colorant containing a red colorant, a resin, a polymerizable compound, and a photopolymerization initiator.

[0016] The above-mentioned resin comprises resin EP containing repeating unit A and repeating unit B, wherein repeating unit A has at least one cyclic ether group A selected from groups represented by formula (e-1) and groups represented by formula (e-2), and repeating unit B is selected from at least one repeating unit B-1 having an acid group and repeating unit B-2 having an acid group protected by a protecting group.

[0017] The maximum absorbance A of the above-mentioned coloring composition relative to light with a wavelength of 400-500 nm is... max1 The minimum absorbance A relative to light with wavelengths of 550–700 nm min1 The ratio A max1 / A min1 For 25 and above,

[0018] When the absorbance relative to a wavelength of 500 nm is set to 1, the wavelengths with an absorbance of 0.3 exist in the range of 570–620 nm.

[0019] [Chemical Formula 1]

[0020]

[0021] In equation (e-1), R E1 Indicates a hydrogen atom or alkyl group, n represents 0 or 1, and * represents a connecting bond.

[0022] In equation (e-2), ring A E1 This indicates a monocyclic aliphatic hydrocarbon ring, and * indicates a connecting bond.

[0023] <2> according to <1> The coloring composition, wherein,

[0024] In the above-mentioned resin EP, the content of the above-mentioned cyclic ether group A is 2.0 to 6.5 mmol / g, and the total content of the above-mentioned acid group and the content of the group protected by the above-mentioned acid group is 0.45 to 2.35 mmol / g.

[0025] <3> according to <1> or <2> The coloring composition, wherein,

[0026] The content of the above-mentioned cyclic ether group A, the content of the above-mentioned acid group, and the content of the group protected by the above-mentioned acid group in the above-mentioned resin EP satisfy the conditions of the following formula (1).

[0027] 1.0≤(content of the above-mentioned cyclic ether group A of resin EP (unit: mmol / g) / (content of the above-mentioned acid group of resin EP (unit: mmol / g) + content of the above-mentioned acid group of resin EP protected by the protecting group (unit: mmol / g)))≤14.0……(1)

[0028] <4> according to <1> to <3> The coloring composition described in any one of the following statements, wherein,

[0029] The acid groups mentioned above are phenolic hydroxyl or carboxyl groups.

[0030] <5> according to <1> to <4> The coloring composition described in any one of the following statements, wherein,

[0031] The protecting group mentioned above is any group represented by any of formulas (Y1) to (Y5).

[0032] Equation (Y1): -C(R) Y1 (R) Y2 (R) Y3 )

[0033] Equation (Y2): -C(=O)OC(R) Y4 (R) Y5 (R) Y6 )

[0034] Equation (Y3): -C(R) Y7 (R) Y8 (OR) Y9 )

[0035] Equation (Y4): -C(R) Y10 (H)(Ar) Y1 )

[0036] Equation (Y5): -C(=O)(R Y11 )

[0037] In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, R Y1 ~R Y3 Two of them can bond together to form a ring.

[0038] In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, R Y4 ~R Y6 Two of them can bond together to form a ring.

[0039] In formula (Y3), R Y7 and R Y8 Each of the following can be independently represented by a hydrogen atom, alkyl group, or aryl group; R Y7 and R Y8 At least one of them is alkyl or aryl, R Y9 R indicates alkyl or aryl. Y7 or R Y8 With R Y9 They can bond together to form a ring.

[0040] In formula (Y4), Ar Y1 R represents aryl. Y10 Indicates alkyl or aryl.

[0041] In equation (Y5), R Y11 Indicates alkyl or aryl.

[0042] <6> according to <1> to <5> The coloring composition described in any one of the following statements, wherein,

[0043] The aforementioned colorant further includes a yellow colorant.

[0044] <7> according to <1> to <6> The coloring composition described in any one of the following statements, wherein,

[0045] The content of the red colorant in the above-mentioned colorant is 70% by mass or more.

[0046] <8> according to <1> to <7> The coloring composition described in any one of the following methods is used to form a cured film at a temperature below 150°C throughout the process.

[0047] <9> like <1> to <8> The coloring composition described in any one of the following is used in a color filter.

[0048] <10> like <1> to <9> The coloring composition described in any one of the following is used in a display device.

[0049] <11> A cured film, which is obtained by... <1> to <10> The coloring composition described in any one of the above statements is obtained by curing.

[0050] <12> A color filter having <11> The cured film.

[0051] <13> A display device having <11> The cured film.

[0052] Invention Effects

[0053] According to the present invention, a coloring composition capable of forming a cured film with good preservation stability and suppressing color mixing with other colors, a cured film using the coloring composition, a color filter, and a display device can be provided. Detailed Implementation

[0054] The present invention will now be described in detail.

[0055] In this specification, the designations of groups (atomic groups) without indicating whether they are substituted or unsubstituted include both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl" includes not only unsubstituted alkyl groups (unsubstituted alkyl groups) but also substituted alkyl groups (substituted alkyl groups).

[0056] In this manual, the term "exposure" refers to, unless otherwise specified, exposure using light, including exposure using particle beams such as electron beams and ion beams. Furthermore, the light used in exposure typically includes active light or radiation such as the bright-line spectrum of a mercury lamp, far-ultraviolet light (represented by excimer lasers), extreme ultraviolet light (EUV light), X-rays, and electron beams.

[0057] In this specification, the numerical range indicated by “~” refers to the range encompassed by the values ​​recorded before and after “~” as the lower and upper limits.

[0058] In this specification, total solids content refers to the total mass of the components after removing the solvent from all components of the composition.

[0059] In this specification, "(meth)acrylate" means either or both of acrylate and methyl acrylate, "(meth)acrylic acid" means either or both of acrylic acid and methacrylic acid, "(meth)allyl" means either or both of allyl and methylallyl, and "(meth)acryloyl" means either or both of acryloyl and methacryloyl.

[0060] In this manual, the term "process" is used not only for independent processes, but also for processes that cannot be clearly distinguished from other processes, as long as the process fulfills its intended function.

[0061] In this specification, weight-average molecular weight (Mw) and number-average molecular weight (Mn) are defined as the converted values ​​of polystyrene measured by gel permeation chromatography (GPC).

[0062] <Coloring Composition>

[0063] The coloring composition of the present invention comprises a resin.

[0064] A coloring composition comprising a colorant containing a red colorant, a resin, a polymerizable compound, and a photopolymerization initiator, wherein,

[0065] The above-mentioned resin comprises resin EP containing repeating unit A and repeating unit B, wherein repeating unit A has at least one cyclic ether group A selected from groups represented by formula (e-1) and groups represented by formula (e-2), and repeating unit B is selected from at least one repeating unit B-1 having an acid group and repeating unit B-2 having an acid group protected by a protecting group.

[0066] The maximum absorbance A of the above-mentioned coloring composition relative to light with a wavelength of 400-500 nm is... max1 The minimum absorbance A relative to light with wavelengths of 550–700 nm min1 The ratio A max1 / A min1 For 25 and above,

[0067] When the absorbance of light with a wavelength of 500 nm is set to 1, the wavelengths with an absorbance of 0.3 exist in the range of 570–620 nm.

[0068] The coloring composition according to the present invention can form a cured film with excellent preservation stability and suppressed color mixing with other colors. In particular, even when the cured film is formed at a low temperature of 150°C or below (preferably 120°C or below, more preferably 100°C or below), it is possible to form a cured film with suppressed color mixing with other colors.

[0069] The detailed reasons for achieving this effect are not yet clear, but the following are speculative assumptions. It is speculated that the coloring composition having the aforementioned spectral characteristics is difficult to exothermic when heated and cured, allowing for efficient utilization of heat to cure resins such as EP. Furthermore, it is speculated that the EP resin is a highly reactive resin. Therefore, it is speculated that by containing the aforementioned EP resin in the coloring composition having the aforementioned spectral characteristics, the curing of the coloring composition proceeds rapidly when heated and cured, resulting in the formation of a fully cured film even when heated at a relatively low temperature. Therefore, it is speculated that, according to the coloring composition of the present invention, a cured film in which color mixing with other colors is suppressed can be formed.

[0070] Furthermore, it is speculated that, due to the specific spectral characteristics of the coloring composition, it can suppress the reaction of curing components such as resins and polymeric compounds caused by external light during storage, resulting in excellent storage stability.

[0071] The absorbance Aλ at a certain wavelength λ is defined by the following formula (Ab1).

[0072] Aλ=-log(Tλ / 100)…… (Ab1)

[0073] Aλ is the absorbance at wavelength λ, and Tλ is the transmittance (%) of light at wavelength λ.

[0074] In this invention, the absorbance value of the coloring composition can be a value measured in the solution state or a value of the cured film formed using the coloring composition. When measuring the absorbance in the cured film state, it is preferable to coat the coloring composition onto a glass substrate using a method such as spin coating, and then dry it at 100°C for 2 minutes using a heating plate or similar means, followed by drying under an illuminance of 20 mW / cm². 2 Exposure is 1 J / cm 2 Under the specified conditions, the film was exposed to i-rays, then heated on a hot plate at 100°C for 20 minutes. The film (cured film) obtained by natural cooling to room temperature was then measured. The absorbance could be measured using a conventional spectrophotometer.

[0075] The maximum absorbance A of the coloring composition of the present invention relative to light with a wavelength of 400-500 nm is... max1 The minimum absorbance A relative to light with wavelengths of 550–700 nm min1 The ratio A max1 / A min1 The value is 25 or more, preferably 50 or more, and more preferably 100 or more. The above ratio A max1 / A min1 The higher the value of A, the more pronounced the effects of the present invention can be achieved, and consequently, it is easier to form red pixels with excellent color separation from other colors. Therefore, regarding the above-mentioned ratio A... max1 / A min1 There is no specific upper limit to the value, but for example, it can be set to below 10000, below 5000, or below 1000.

[0076] When the absorbance of the coloring composition of the present invention relative to light with a wavelength of 500 nm is set to 1, the wavelength with an absorbance of 0.3 exists in the range of 570 to 620 nm, preferably in the range of 575 to 615 nm, more preferably in the range of 580 to 610 nm, and even more preferably in the range of 585 to 605 nm.

[0077] When the absorbance of the coloring composition of the present invention relative to light with a wavelength of 500 nm is set to 1, the wavelength with an absorbance of 0.5 is preferably in the range of 565 to 605 nm, more preferably in the range of 570 to 600 nm, and even more preferably in the range of 575 to 595 nm.

[0078] The maximum absorbance A of the coloring composition of the present invention relative to light with a wavelength of 400-500 nm is... max1 Absorbance A relative to light with a wavelength of 550 nm 550The ratio A max1 / A 550 Preferably 2 or less, more preferably 1.75 or less, and even more preferably 1.5 or less.

[0079] The maximum absorbance A of the coloring composition of the present invention relative to light with a wavelength of 400-500 nm is... max1 Absorbance A relative to light with a wavelength of 600 nm 600 The ratio A max1 / A 600 Preferably 5 to 15, more preferably 6.5 to 13.5, and even more preferably 8 to 12.

[0080] The maximum absorbance A of the coloring composition of the present invention relative to light with a wavelength of 400-500 nm is... max1 Absorbance A relative to light with a wavelength of 650 nm 650 The ratio A max1 / A 650 Preferably, the value is 25 or more, more preferably 50 or more, and even more preferably 100 or more.

[0081] In the coloring composition of the present invention, when forming a cured film with a thickness of 0.5 to 3.0 μm, it is preferable that the maximum transmittance of the film in the thickness direction relative to light with a wavelength of 550 to 700 nm is 85% or more and the average transmittance is 50% or more, and more preferably the maximum transmittance of the film in the thickness direction relative to light with a wavelength of 550 to 700 nm is 90% or more and the average transmittance is 55% or more.

[0082] When the coloring composition of the present invention forms a cured film with a thickness of 0.5 to 3.0 μm, the transmittance of the film relative to light with a wavelength of 500 nm is preferably 1% or less, more preferably 0.75% or less, and even more preferably 0.5% or less. Furthermore, the maximum transmittance of the film relative to light with a wavelength of 400 to 500 nm is preferably 1% or less, more preferably 0.75% or less, and even more preferably 0.5% or less.

[0083] The solid content concentration of the coloring composition of the present invention is preferably 5 to 25% by mass. The upper limit is preferably 22.5% by mass or less, more preferably 20% by mass or less, and even more preferably 18% by mass or less. If the solid content concentration is within the above range, even if the cured film (pixel) is formed at a temperature of 150°C or less (preferably 120°C or less) throughout the entire process, a cured film (pixel) with excellent flatness can be formed.

[0084] The coloring composition of the present invention can be preferably used as a coloring composition for forming pixels of a color filter, and can be more preferably used as a coloring composition for forming red pixels of a color filter.

[0085] The coloring composition of the present invention can be preferably used as a coloring composition for a display device. More specifically, it can be preferably used as a pixel forming coloring composition for a color filter for a display device, and more preferably as a red pixel forming coloring composition for a color filter for a display device. There is no particular limitation on the type of display device, but examples include organic electroluminescent display devices and other display devices that have organic semiconductor elements as a light source.

[0086] Furthermore, the coloring composition of the present invention can also be used as a coloring composition for solid-state imaging elements. More specifically, it can preferably be used as a coloring composition for pixel formation in a color filter for a solid-state imaging element, and more preferably as a coloring composition for red pixel formation in a color filter for a solid-state imaging element.

[0087] The coloring composition of the present invention is preferably a coloring composition used to form a cured film at a temperature of 150°C or lower (preferably 120°C or lower) throughout the entire process. Furthermore, in this specification, the entire process includes, for example, the step of forming a cured film using the colorant composition. In this specification, forming a cured film at a temperature of 150°C or lower throughout the entire process means performing all steps of forming a cured film using the coloring composition at a temperature of 150°C or lower, but is not limited thereto.

[0088] The thickness of the cured film and pixels formed by the coloring composition of the present invention is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or more, more preferably 1.0 μm or more, and even more preferably 1.1 μm or more. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and even more preferably 1.8 μm or less.

[0089] Furthermore, the line width (pattern size) of the pixels formed by the coloring composition of the present invention is preferably 2.0 to 10.0 μm. The upper limit is preferably 7.5 μm or less, more preferably 5.0 μm or less, and even more preferably 4.0 μm or less. The lower limit is preferably 2.25 μm or more, more preferably 2.5 μm or more, and even more preferably 2.75 μm or more.

[0090] The coloring composition of the present invention will now be described in detail.

[0091] <<Coloring Agents>>

[0092] The coloring composition of the present invention contains a colorant. Examples of colorants include red, green, blue, yellow, purple, and orange colorants. In the present invention, the colorant can be a pigment or a dye. The colorant can also be a combination of pigment and dye. Furthermore, the pigment can be either inorganic or organic. Moreover, for the pigment, a material obtained by replacing a portion of an inorganic pigment or an organic-inorganic pigment with an organic chromophore can be used. By replacing an inorganic pigment or an organic-inorganic pigment with an organic chromophore, hue design can be easily achieved. When using a pigment-containing substance as a colorant, a cured film with excellent heat resistance, lightfastness, and other durability is easily formed. When using a dye-containing substance as a colorant, a cured film with a higher red color reproduction area is easily formed. Furthermore, cured films obtained using dyes generally tend to be more prone to color mixing than cured films obtained using pigments. According to the present invention, even when a dye is used as a colorant, a cured film with suppressed color shift can be formed, making it particularly effective when using a dye-containing substance as a colorant.

[0093] The average primary particle size of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. If the average primary particle size of the pigment is within the above range, the dispersion stability of the pigment in the coloring composition is good. Furthermore, in this invention, the primary particle size of the pigment can be determined by observing the primary particles of the pigment using a transmission electron microscope and based on the obtained image. Specifically, the projected area of ​​the primary particles of the pigment is calculated, and the corresponding equivalent circle diameter is calculated as the primary particle size of the pigment. Moreover, the average primary particle size in this invention is set as the arithmetic mean of the primary particle sizes of 400 pigment particles. Furthermore, the primary particles of the pigment refer to unaggregated independent particles.

[0094] Pigment polymers can also be used in colorants. Pigment polymers are preferably dyes dissolved in a solvent. Furthermore, pigment polymers can form particles. When the pigment polymer is in particle form, it is generally used in a dispersed state in a solvent. Pigment polymers in particle state can be obtained, for example, by emulsion polymerization, as exemplified by the compounds and manufacturing methods described in Japanese Patent Application Publication No. 2015-214682. The pigment polymer has two or more pigment structures per molecule, preferably three or more. There is no particular upper limit, but it can also be set to 100 or less. The multiple pigment structures in one molecule can be the same pigment structure or different pigment structures. The weight-average molecular weight (Mw) of the pigment polymer is preferably 2000 to 50000. The lower limit is more preferably 3000 or more, and further preferably 6000 or more. The upper limit is more preferably 30000 or less, and further preferably 20000 or less. The pigment polymers can also include compounds described in Japanese Patent Application Publication No. 2011-213925, Japanese Patent Application Publication No. 2013-041097, Japanese Patent Application Publication No. 2015-028144, Japanese Patent Application Publication No. 2015-030742, and International Publication No. 2016 / 031442.

[0095] (Red coloring agent)

[0096] The coloring composition of the present invention contains a red colorant. The red colorant can be a pigment or a dye. Pigments and dyes can also be used together. For the reason that it is easy to form a film with excellent solvent resistance, the red colorant is preferably a pigment (red pigment).

[0097] As a red coloring agent, it is preferably selected from at least one of thallium compounds, anthraquinone compounds, monoazo compounds, diazo compounds, azomethine compounds, aminoketone compounds, quinacridone compounds, perylene compounds, and diketopyrrolopyrrole compounds; more preferably, it is selected from at least one of anthraquinone compounds, quinacridone compounds, perylene compounds, and diketopyrrolopyrrole compounds; even more preferably, it is selected from at least one of anthraquinone compounds, perylene compounds, and diketopyrrolopyrrole compounds; and even more preferably, it is selected from at least one of anthraquinone compounds and diketopyrrolopyrrole compounds. Among these, compounds exhibiting absorption on longer wavelengths are particularly preferred, considering the need to more clearly obtain the effects of the present invention.

[0098] As a red pigment, the following pigments can be listed with colorimetric indices (CI): 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 1 46, 149, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 272, 279, 291, 294, 295, 296, 297, etc.

[0099] Examples of red dyes include CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88, 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 183, 198, 211, 215, 216, 217, 249, 252, 257, 260, 266, 274, etc.

[0100] As a red coloring agent, it is also possible to use diketopyrrolopyrrole compounds with at least one bromine atom substituted in the structure as described in Japanese Patent Application Publication No. 2017-201384, diketopyrrolopyrrole compounds described in paragraphs 0016-0022 of Japanese Patent No. 6248838, diketopyrrolopyrrole compounds described in International Publication No. 2012 / 102399, diketopyrrolopyrrole compounds described in International Publication No. 2012 / 117965, and naphthol azotized compounds described in Japanese Patent Application Publication No. 2012-229344. This includes compounds such as the red colorant described in Japanese Patent No. 6516119, the red colorant described in Japanese Patent No. 6525101, the brominated diketone pyrrolopyrrole compound described in paragraph 0229 of Japanese Patent Application Publication No. 2020-090632, the anthraquinone compound described in Korean Patent Publication No. 10-2019-0140741, the anthraquinone compound described in Korean Patent Publication No. 10-2019-0140744, and the perylene compound described in Japanese Patent Application Publication No. 2020-079396. Furthermore, as a red colorant, compounds with a structure in which an aromatic cyclic group having a group bonded to an aromatic ring by introducing an oxygen atom, sulfur atom, or nitrogen atom is bonded to the aromatic ring and then bonded to the diketone pyrrolopyrrole skeleton can also be used.

[0101] From the viewpoint of spectral characteristics and durability, CI Pigment Red 122, 177, 179, 202, 254, 264, 269, and 272 are preferred as red colorants, CI Pigment Red 177, 179, 202, 254, 264, and 269 are more preferred, CI Pigment Red 177, 254, 264, and 269 are even more preferred, and CI Pigment Red 264 is particularly preferred.

[0102] (Other colorants)

[0103] The coloring composition of the present invention preferably further contains colorants other than red colorants. Examples of other colorants that can be used together include yellow, green, purple, blue, and orange colorants. From the perspective of easily forming a cured film with spectral characteristics more suitable for red, a yellow colorant is preferred. Furthermore, from the perspective of easily forming a film with excellent solvent resistance, a yellow colorant is preferably a pigment (yellow pigment).

[0104] Examples of yellow coloring agents include azo compounds, azomethine compounds, quinoline compounds, isoindoline compounds, isoindoline compounds, pteridyl compounds, and anthraquinone compounds, with azo compounds, azomethine compounds, isoindoline compounds, and quinoline compounds being preferred, isoindoline compounds and azo compounds being more preferred, and isoindoline compounds being particularly preferred.

[0105] Examples of CI pigments as yellow colorants include: 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, and 120. Yellow pigments in the following numbers: 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232, 233, 234, 235, 236, etc.

[0106] Furthermore, as a yellow coloring agent, nickel azo barbiturate complexes (azo compounds) with the following structure can also be used.

[0107] [Chemical Formula 2]

[0108]

[0109] Furthermore, as a yellow coloring agent, compounds described in Japanese Patent Application Publication No. 2017-201003, Japanese Patent Application Publication No. 2017-197719, Japanese Patent Application Publication No. 2017-171912 (paragraphs 0011-0062, 0137-0276), Japanese Patent Application Publication No. 2017-171913 (paragraphs 0010-0062, 0138-0295), Japanese Patent Application Publication No. 2017-171914 (paragraphs 0011-0062, 0139-0190), and Japanese Patent Application Publication No. 2017-171915 (paragraphs 0010-0065) can also be used. The compounds described in paragraphs 0142 to 0222, the quinoline compounds described in paragraphs 0011 to 0034 of Japanese Patent Application Publication No. 2013-054339, the quinoline compounds described in paragraphs 0013 to 0058 of Japanese Patent Application Publication No. 2014-026228, the isoindoline compounds described in Japanese Patent Application Publication No. 2018-062644, the quinoline compounds described in Japanese Patent Application Publication No. 2018-203798, the quinoline compounds described in Japanese Patent Application Publication No. 2018-062578, the quinoline compounds described in Japanese Patent Application Publication No. 6432076, and the quinoline compounds described in Japanese Patent Application Publication No. 2018-155881. Quinophthalone compounds, quinophthalone compounds described in Japanese Patent Application Publication No. 2018-111757, quinophthalone compounds described in Japanese Patent Application Publication No. 2018-040835, quinophthalone compounds described in Japanese Patent Application Publication No. 2017-197640, quinophthalone compounds described in Japanese Patent Application Publication No. 2016-145282, quinophthalone compounds described in Japanese Patent Application Publication No. 2014-085565, quinophthalone compounds described in Japanese Patent Application Publication No. 2014-021139, quinophthalone compounds described in Japanese Patent Application Publication No. 2013-209614, and quinophthalone compounds described in Japanese Patent Application Publication No. 2013-209435. The compounds described in Japanese Patent Application Publication No. 2013-181015, Japanese Patent Application Publication No. 2013-061622, Japanese Patent Application Publication No. 2013-032486, Japanese Patent Application Publication No. 2012-226110, Japanese Patent Application Publication No. 2008-074987, Japanese Patent Application Publication No. 2008-081565, Japanese Patent Application Publication No. 2008-074986, and Japanese Patent Application Publication No. 2008-074985.The following compounds are described in Japanese Patent Application Publication No. 2008-050420, Japanese Patent Application Publication No. 2008-031281, Japanese Patent Publication No. 48-032765, Japanese Patent Application Publication No. 2019-008014, Japanese Patent No. 6607427, Japanese Patent Application Publication No. 2019-073695, and Japanese Patent Application Publication No. 2019-073696. The methine dyes described in Japanese Patent Application Publication No. 2019-073697, Japanese Patent Application Publication No. 2019-073698, Korean Patent Publication No. 10-2014-0034963, Japanese Patent Application Publication No. 2017-095706, Taiwan Patent Application Publication No. 201920495, Japanese Patent No. 6607427, and quinoline dimers described in Japanese Patent Application Publication No. 2020-033521 are all suitable. Furthermore, from the viewpoint of improving color value, substances obtained by polymerizing these compounds are preferred. Moreover, yellow colorants can also use compounds represented by the following formula (QP1) and compounds represented by the following formula (QP2).

[0110] [Chemical Formula 3]

[0111]

[0112] In formula (QP1), X 1 ~X 16 Z represents either a hydrogen atom or a halogen atom independently. 1 It refers to an alkylene group having 1 to 3 carbon atoms. As a specific example of a compound represented by formula (QP1), the compound described in paragraph 0016 of Japanese Patent No. 6443711 can be cited.

[0113] [Chemical Formula 4]

[0114]

[0115] In formula (QP2), Y 1 ~Y 3 Each halogen atom is represented independently. n and m represent integers from 0 to 6, and p represents integers from 0 to 5. (n+m) is 1 or more. As specific examples of compounds represented by formula (QP2), the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6432077 can be cited.

[0116] From the viewpoint of spectral characteristics and durability, CI pigment yellow 129, 138, 139, 150, 185, and 215 are preferred as yellow colorants, CI pigment yellow 139 and 150 are more preferred, and CI pigment yellow 139 is even more preferred.

[0117] Examples of green colorants include CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66. Furthermore, zinc halide phthalocyanine pigments with an average of 10–14 halogen atoms, 8–12 bromine atoms, and 2–5 chlorine atoms per molecule can also be used as green colorants. Specific examples include compounds described in International Publication No. 2015 / 118720. Furthermore, as a green colorant, it can also use compounds described in Chinese Patent Application No. 106909027, phthalocyanine compounds with phosphate esters as ligands as described in International Publication No. 2012 / 102395, phthalocyanine compounds described in Japanese Patent Application Publication No. 2019-008014 and Japanese Patent Application Publication No. 2018-180023, compounds described in Japanese Patent Application Publication No. 2019-038958, and core-shell pigments described in Japanese Patent Application Publication No. 2020-076995, etc.

[0118] From the viewpoint of spectral characteristics and durability, CI pigment green 7, 36, 37, 58, 59, 65 is preferred as a green colorant, CI pigment green 7, 36, 58, 65 is more preferred, and CI pigment green 7, 36 is even more preferred.

[0119] Examples of blue pigments include CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, and 88. Furthermore, aluminum phthalocyanine compounds containing phosphorus atoms can also be used as blue pigments. Specific examples include compounds described in paragraphs 0022 to 0030 of Japanese Patent Application Publication No. 2012-247591 and paragraph 0047 of Japanese Patent Application Publication No. 2011-157478.

[0120] From the viewpoint of spectral characteristics and durability, CI Pigment Blue 15, 15:4, 15:6, 16, 60, 64, 79 is preferred as a blue colorant, CI Pigment Blue 15:4, 15:6, 16, 60, 64 is more preferred, and CI Pigment Blue 15:4, 15:6 is even more preferred.

[0121] Examples of purple pigments include CI pigments 1, 19, 23, 27, 32, 37, 42, 60, and 61.

[0122] Examples of orange pigments include CI Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, and 73.

[0123] In the total solids composition of the coloring composition, the content of the colorant is preferably 5 to 70% by mass. The lower limit is preferably 10% by mass or more, more preferably 15% by mass or more, and even more preferably 20% by mass or more. The upper limit is preferably 60% by mass or less, even more preferably 55% by mass or less, and even more preferably 50% by mass or less.

[0124] The content of red colorant in the colorant is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more. The upper limit of the content of red colorant in the colorant is preferably 100% by mass or less, more preferably 95% by mass or less.

[0125] The coloring composition preferably contains both a red coloring agent and a yellow coloring agent. Furthermore, the content of the yellow coloring agent is preferably 3 to 45 parts by mass relative to 100 parts by mass of the red coloring agent. The lower limit is preferably 5 parts by mass or more, more preferably 8 parts by mass or more. The upper limit is preferably 30 parts by mass or less, more preferably 15 parts by mass or less. Moreover, the total content of the red and yellow coloring agents in the coloring composition is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more.

[0126] <<Resin>>

[0127] The coloring composition of the present invention comprises a resin. The resin is formulated, for example, for the purpose of dispersing pigments or the like in the coloring composition, or as an adhesive. Additionally, the resin primarily used for dispersing pigments or the like in the coloring composition is also referred to as a dispersant. However, this use of the resin is one example; the resin can also be used for purposes other than this.

[0128] (Resin EP)

[0129] The coloring composition of the present invention comprises a resin EP (hereinafter also referred to as numerical EP) containing repeating unit A and repeating unit B, wherein repeating unit A has at least one cyclic ether group A (hereinafter also referred to as specific cyclic ether group) selected from groups represented by formula (e-1) and groups represented by formula (e-2), and repeating unit B is selected from at least one repeating unit B-1 having an acid group and repeating unit B-2 having a group having an acid group protected by a protecting group.

[0130] The weight-average molecular weight of the EP resin is preferably between 2,000 and 70,000. The upper limit is preferably below 60,000, more preferably below 50,000. The lower limit is preferably above 3,000, more preferably above 5,000. If the weight-average molecular weight of the EP resin is within the above range, it is easier to achieve higher levels of color mixing and storage stability.

[0131] The content of the specific cyclic ether groups in the resin EP is preferably 2.0 to 6.5 mmol / g. If the content of the specific cyclic ether groups in the resin EP is 2.0 to 6.5 mmol / g, a fully cured film can be formed even when heated at a relatively low temperature, and the coloring composition exhibits good storage stability. From the viewpoint of the storage stability of the coloring composition, the upper limit is preferably 6.3 mmol / g or less, more preferably 6.0 mmol / g or less. From the viewpoint of the curability of the film, the lower limit is preferably 2.5 mmol / g or more, more preferably 3.0 mmol / g or more, further preferably 3.2 mmol / g or more, and particularly preferably 3.4 mmol / g or more.

[0132] The total content of acid groups in resin EP and the total content of groups protected by protected groups on the acid groups are preferably 0.45 to 2.35 mmol / g. If the total content of resin EP is 0.45 to 2.35 mmol / g, a fully cured film can be formed even when heated at a relatively low temperature, and the coloring composition exhibits good storage stability. From the viewpoint of storage stability of the coloring composition, the upper limit is preferably 2.25 mmol / g or less, more preferably 2.15 mmol / g or less. From the viewpoint of film curability, the lower limit is preferably 0.7 mmol / g or more, more preferably 0.9 mmol / g or more.

[0133] The resin EP preferably contains repeating units having acid groups. According to this method, a fully cured film can be formed even when heated at relatively low temperatures, and a cured film with better suppression of color mixing with other colors can be formed. Furthermore, when using a coloring composition for patterned exposure, unexposed areas are easily removed with a developer, and the developability is excellent, better suppressing the formation of residue in unexposed areas. The acid group content of the resin EP is preferably 0.45 to 2.35 mmol / g. The upper limit is preferably 2.25 mmol / g or less, more preferably 2.15 mmol / g or less. The lower limit is preferably 0.55 mmol / g or more, more preferably 0.65 mmol / g or more.

[0134] The content of the specific cyclic ether group, the content of the acid group, and the content of the group protected by the acid group in the resin EP preferably satisfy the conditions of the following formula (1), more preferably satisfy the conditions of the following formula (2), and even more preferably satisfy the conditions of the following formula (3).

[0135] 1.0≤(content of specific cyclic ether groups in resin EP (unit: mmol / g) / (content of acid groups in resin EP (unit: mmol / g) + content of acid groups in resin EP protected by protecting groups (unit: mmol / g)))≤14.0…… (1)

[0136] 2.5≤(content of specific cyclic ether groups in resin EP (unit: mmol / g) / (content of acid groups in resin EP (unit: mmol / g) + content of groups protected by protecting groups on the acid groups of resin EP (unit: mmol / g)))≤12.0…… (2)

[0137] 4.0≤(content of specific cyclic ether groups in resin EP (unit: mmol / g) / (content of acid groups in resin EP (unit: mmol / g) + content of acid groups in resin EP protected by protecting groups (unit: mmol / g)))≤10.0…… (3)

[0138] When the resin EP contains both an acid group content and a group protected by a protecting group, the acid group content and the group protected by a protecting group content of the resin EP preferably satisfy the condition of formula (11) below, more preferably satisfy the condition of formula (12) below, and even more preferably satisfy the condition of formula (13) below. According to this method, the coloring composition has good storage stability, and when the coloring composition is used for patterned exposure, the unexposed areas are easily removed by developing solution, and the developability is also excellent, which can better suppress the generation of residue in the unexposed areas.

[0139] 0.1≤(content of acid groups protected by protective groups in resin EP (unit: mmol / g) / content of acid groups in resin EP (unit: mmol / g))≤2.0…… (11)

[0140] 0.2≤(content of acid groups protected by protective groups in resin EP (unit: mmol / g) / content of acid groups in resin EP (unit: mmol / g))≤1.9…… (12)

[0141] 0.3≤(content of acid groups protected by protective groups in resin EP (unit: mmol / g) / content of acid groups in resin EP (unit: mmol / g))≤1.8…… (13)

[0142] [Repeating Unit A]

[0143] The resin EP comprises a repeating unit A having at least one cyclic ether group (hereinafter also referred to as a specific cyclic ether group) selected from groups represented by formula (e-1) and groups represented by formula (e-2). For the sake of forming films with high crosslinking density, the specific cyclic ether group is preferably a group represented by formula (e-1).

[0144] [Chemical Formula 5]

[0145]

[0146] In equation (e-1), R E1 Indicates a hydrogen atom or alkyl group, n represents 0 or 1, and * represents a connecting bond.

[0147] In equation (e-2), ring A E1 This indicates a monocyclic aliphatic hydrocarbon ring, and * indicates a connecting bond.

[0148] R E1 The alkyl group represented preferably has 1 to 20 carbon atoms, more preferably 1 to 10, even more preferably 1 to 5, and particularly preferably 1 to 3. E1 The alkyl group represented is preferably straight-chain or branched, more preferably straight-chain.

[0149] When n is 0, R E1 Preferably, hydrogen atoms. When n is 1, R E1 Preferably, it is an alkyl group having 1 to 3 hydrogen atoms or carbon atoms.

[0150] Here, when n is 0 in formula (e-1), formula (e-1) is a group represented by the following formula (e-1a).

[0151] [Chemical Formula 6]

[0152]

[0153] As the ring A in equation (e-2) E1 The monocyclic aliphatic hydrocarbon ring represented is preferably a 5- to 7-membered aliphatic hydrocarbon ring, more preferably a 5- or 6-membered aliphatic hydrocarbon ring, and even more preferably a 6-membered aliphatic hydrocarbon ring. Specific examples include cyclopentane, cyclohexane, and cycloheptane rings, preferably cyclopentane or cyclohexane rings, and more preferably cyclohexane rings. Specific examples of the groups represented by formula (e-2) include the groups shown below.

[0154] [Chemical Formula 7]

[0155]

[0156] As a repeating unit A, repeating units represented by the following formula (A-1) can be listed.

[0157] [Chemical Formula 8]

[0158]

[0159] In equation (A-1), X a1 L represents a trivalent linker group. a1 Z represents a linking group that has a single bond or a divalent charge. a1 This indicates the aforementioned cyclic ether group.

[0160] X as in equation (A-1) a1 The trivalent linking group may include poly(meth)acrylic acid linking groups, polyalkylimide linking groups, polyester linking groups, polyurethane linking groups, polyurea linking groups, polyamide linking groups, polyether linking groups, polystyrene linking groups, bisphenol linking groups, phenolic varnish linking groups, etc., preferably poly(meth)acrylic acid linking groups, polyether linking groups, polyester linking groups, bisphenol linking groups, and phenolic varnish linking groups, and more preferably poly(meth)acrylic acid linking groups.

[0161] L as in equation (A-1) a1 The divalent linking group can include alkylene (preferably alkylene with 1 to 12 carbon atoms), aryl (preferably aryl with 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations thereof of two or more of these. The alkylene can be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene can have substituents or be unsubstituted. Examples of substituents include hydroxyl groups and alkoxy groups.

[0162] In resin EP, the content of repeating unit A is preferably 15 to 95 mol% of all repeating units in resin EP. The upper limit is preferably 85 mol% or less, more preferably 75 mol% or less. The lower limit is preferably 20 mol% or more, more preferably 30 mol% or more.

[0163] [Repeating Unit B]

[0164] The resin EP comprises at least one repeating unit B selected from repeating unit B-1 (hereinafter also referred to as repeating unit B-1) having an acid group and repeating unit B-2 (hereinafter also referred to as repeating unit B-2) having an acid group protected by a protecting group. The resin EP may contain only either repeating unit B-1 or repeating unit B-2, or it may contain both repeating unit B-1 and repeating unit B-2 separately. The resin EP preferably contains at least repeating unit B-1.

[0165] When resin EP has repeating unit B-1, a fully cured film can be formed even when heated at a relatively low temperature, and a cured film with better suppression of color mixing with other colors can be formed. In addition, when the coloring composition is used for patterned exposure, the unexposed areas are easily removed by developing solution, and the developability is also excellent, which can better suppress the formation of residue in the unexposed areas.

[0166] Furthermore, when resin EP contains repeating unit B-2, it is possible to suppress the reaction of the specific cyclic ether groups of resin EP during the storage of the coloring composition, and further improve the storage stability of the coloring composition.

[0167] Furthermore, when resin EP contains repeating unit B-1 and repeating unit B-2 respectively, the preservation stability, developability, and suppression of color mixing of the obtained cured film can be achieved at a higher level.

[0168] Examples of acid groups in the repeating unit B-1 and the acid groups protected by the protecting group in the repeating unit B-2 include phenolic hydroxyl, carboxyl, sulfonyl, and phosphate groups, with phenolic hydroxyl or carboxyl preferred, and carboxyl more preferably.

[0169] As the protecting group protecting the acid group in the repeating unit B-2 described above, examples include groups that can be decomposed and removed by the action of an acid or base. The protecting group is preferably a group represented by any of the formulas (Y1) to (Y5), and from the perspective of ease of deprotection, it is more preferably a group represented by formula (Y3) or formula (Y5).

[0170] Equation (Y1): -C(R) Y1 (R) Y2 (R) Y3 )

[0171] Equation (Y2): -C(=O)OC(R) Y4 (R) Y5 (R) Y6 )

[0172] Equation (Y3): -C(R) Y7 (R) Y8 (OR) Y9 )

[0173] Equation (Y4): -C(R) Y10 (H)(Ar) Y1 )

[0174] Equation (Y5): -C(=O)(R Y11 )

[0175] In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, R Y1 ~R Y3 Two of them can bond together to form a ring.

[0176] In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, R Y4 ~R Y6 Two of them can bond together to form a ring.

[0177] In formula (Y3), R Y7 and R Y8 Each of the following can be independently represented by a hydrogen atom, alkyl group, or aryl group; R Y7 and R Y8 At least one of them is alkyl or aryl, R Y9 R indicates alkyl or aryl. Y7 or R Y8 With R Y9 They can bond together to form a ring.

[0178] In formula (Y4), Ar Y1 R represents aryl. Y10 Indicates alkyl or aryl.

[0179] In equation (Y5), R Y11 Indicates alkyl or aryl.

[0180] R of equation (Y1) Y1 ~R Y3 The alkyl group represented preferably has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain or branched. In formula (Y1), R... Y1 ~R Y3Two of them can bond together to form a ring. As R... Y1 ~R Y3 The ring formed by the two bonds in the cycloalkyl group can be a monocyclic cycloalkyl group such as cyclopentyl or cyclohexyl, or a polycyclic cycloalkyl group such as norbornel, tetracyclic decyl, tetracyclic dodecyl, and adamantyl, preferably a monocyclic cycloalkyl group with 5 to 6 carbon atoms. Furthermore, in the aforementioned cycloalkyl group, one methylene group constituting the ring can be replaced by a heteroatom such as an oxygen atom or a group with a heteroatom such as a carbonyl group.

[0181] R in equation (Y2) Y4 ~R Y6 The alkyl group represented preferably has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain or branched. R in formula (Y2) Y4 ~R Y6 At least two of them are preferably methyl groups. In formula (Y2), R Y4 ~R Y6 Two of them can be bonded together to form a ring. The rings formed can be enumerated as described in formula (Y1).

[0182] In formula (Y3), R Y7 and R Y8 Each of the following can be independently represented by a hydrogen atom, alkyl group, or aryl group; R Y7 and R Y8 At least one of them is alkyl or aryl, R Y9 R indicates alkyl or aryl. Y7 or R Y8 With R Y9 They can bond together to form a ring.

[0183] The alkyl group can be straight-chain, branched, or cyclic. The alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 4. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12. As R... Y7 or R Y8 With R Y9 The rings formed by bonding can include tetrahydrofuranyl, tetrahydropyranyl, etc. In formula (Y3), R is preferred. Y7 or R Y8 With R Y9 They bond together to form a ring. Furthermore, R Y7 and R Y8 One of the preferred atoms is hydrogen.

[0184] In formula (Y4), Ar Y1 R represents aryl. Y10 Ar indicates alkyl or aryl. Y1 With R Y10They can bond with each other to form a ring. The alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 4. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12. In formula (Y4), R... Y10 Alkyl groups are preferred.

[0185] In equation (Y5), R Y11 The group represents alkyl or aryl, preferably alkyl. The alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 4. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12.

[0186] The molecular weight of the protecting group is preferably 40 to 200, more preferably 40 to 150, and even more preferably 40 to 120. If the molecular weight of the protecting group is within the above range, a coloring composition with excellent storage stability and excellent curability at low temperatures can be prepared.

[0187] Specific examples of protecting groups include 1-methoxyethyl, 1-ethoxyethyl, 1-n-propoxyethyl, 1-n-butoxyethyl, 1-tert-butoxyethyl, 1-cyclopentoxyethyl, 1-cyclohexyloxyethyl, cyclohexyl(methoxy)methyl, α-methoxybenzyl, α-ethoxybenzyl, α-n-propoxybenzyl, 2-phenyl-1-methoxyethyl, 2-phenyl-1-ethoxyethyl, 2-phenyl-1-isopropoxyethyl, 2-tetrahydrofuranyl, 2-tetrahydropyranyl, preferably 1-ethoxyethyl, 1-cyclohexyloxyethyl, 2-tetrahydrofuranyl, 2-tetrahydropyranyl, and more preferably 1-ethoxyethyl or 1-cyclohexyloxyethyl.

[0188] As repeating unit B-1, repeating units represented by the following formula (B1) can be listed. And as repeating unit B-2, repeating units represented by the following formula (B2) can be listed.

[0189] [Chemical Formula 9]

[0190]

[0191] In equation (B1), X b1 L represents a trivalent linker group. b1 Z represents a linking group that has a single bond or a divalent charge. b1 It represents an acid group.

[0192] In equation (B2), X b2 L represents a trivalent linker group. b2 Z represents a linking group that has a single bond or a divalent charge. b2 This indicates a group in which the acid group is protected by a protecting group.

[0193] X as in equation (B1) b1The trivalent linker group and X of formula (B2) are represented. b2 The trivalent linking group is not particularly limited. Examples include poly(meth)acrylic acid linking groups, polyalkylimide linking groups, polyester linking groups, polyurethane linking groups, polyurea linking groups, polyamide linking groups, polyether linking groups, polystyrene linking groups, bisphenol linking groups, and phenolic varnish linking groups, with poly(meth)acrylic acid linking groups, polyether linking groups, polyester linking groups, bisphenol linking groups, and phenolic varnish linking groups being preferred, and poly(meth)acrylic acid linking groups being more preferred.

[0194] L as in equation (B1) b1 The divalent linking group and the L in formula (B2) are represented. b3 The divalent linking group can include alkylene (preferably alkylene with 1 to 12 carbon atoms), aryl (preferably aryl with 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations thereof of two or more of these. The alkylene can be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene can have substituents or be unsubstituted. Examples of substituents include hydroxyl groups and alkoxy groups.

[0195] Z in equation (B1) b1 This indicates an acid group. Examples of acid groups include phenolic hydroxyl, carboxyl, sulfonyl, and phosphate groups, with phenolic hydroxyl or carboxyl being preferred, and carboxyl being more preferred.

[0196] Z in equation (B2) b2 This refers to a group in which the acid group is protected by a protecting group. Examples of groups in which the acid group is protected by a protecting group include groups in which the acid group is protected by any of the groups represented by formulas (Y1) to (Y5) above, and preferably groups in which the acid group is protected by a group represented by formula (Y3) or formula (Y5). Examples of the acid group include phenolic hydroxyl, carboxyl, sulfonic acid, and phosphate groups, with phenolic hydroxyl or carboxyl groups being preferred, and carboxyl groups being more preferred.

[0197] As one way to represent the repeating unit B2, repeating units represented by the following formula (B2-1) can be listed.

[0198] [Chemical Formula 10]

[0199]

[0200] In equation (B2-1), R b11 ~R b13 Each of the following can be independently represented: hydrogen atom, halogen atom, or alkyl group; L b11Z represents a linker base with a single bond or divalent bond. b11 Represents a group represented by formula (Z-1) or formula (Z-2);

[0201] [Chemical Formula 11]

[0202]

[0203] In equations (Z-1) and (Z-2), Y b11 * indicates a protecting group, and * indicates a group with L. b11 The bonded portion.

[0204] As R b11 ~R b13 The halogen atoms represented can include fluorine, chlorine, bromine, iodine, etc.

[0205] R b11 ~R b13 The alkyl group represented preferably has 1 to 20 carbon atoms, more preferably 1 to 10, and even more preferably 1 to 5. The alkyl group can be any of straight-chain, branched, or cyclic, but is preferably straight-chain or branched.

[0206] As L b11 The divalent linking group can include alkylene (preferably alkylene with 1 to 12 carbon atoms), aryl (preferably aryl with 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and combinations thereof of two or more of these. The alkylene can be linear, branched, or cyclic, preferably linear or branched. Furthermore, the alkylene can have substituents or be unsubstituted. Examples of substituents include hydroxyl groups and alkoxy groups.

[0207] Y as in equations (Z-1) and (Z-2) b11 The protecting group represented can be any of the groups represented by formulas (Y1) to (Y5) mentioned above. In formula (B2-1), Z... b11 In the case where Y is a group represented by formula (Z-1), b11 The preferred option is formula (Y5). In formula (B2-1), Z... b11 In the case where Y is a group represented by formula (Z-2), b11 The preferred formula is (Y3).

[0208] In equation (B2-1) Z b11 When the group is represented by formula (Z-1), the storage stability of the coloring composition can be further improved. In formula (B2-1), Z... b11When the group is represented by formula (Z-2), a coloring composition with excellent curability at low temperature can be prepared.

[0209] In resin EP, the content of repeating unit B is preferably 5 to 85 mol% of all repeating units in resin EP. The upper limit is preferably 60 mol% or less, more preferably 40 mol% or less. The lower limit is preferably 8 mol% or more, more preferably 10 mol% or more.

[0210] When resin EP contains repeating unit B-1, the content of unit B-1 in resin EP is preferably 5 to 85 mol% of all repeating units in resin EP. The upper limit is preferably 60 mol% or less, more preferably 40 mol% or less. The lower limit is preferably 8 mol% or more, more preferably 10 mol% or more.

[0211] When resin EP contains repeating unit B-2, the content of unit B-2 in resin EP is preferably 1 to 65 mol% of all repeating units in resin EP. The upper limit is preferably 45 mol% or less, more preferably 30 mol% or less. The lower limit is preferably 2 mol% or more, more preferably 3 mol% or more.

[0212] When resin EP comprises repeating unit B-1 and repeating unit B-2 respectively, resin EP preferably comprises 0.4 to 3.2 moles of repeating unit B-2 relative to 1 mole of repeating unit B-1, more preferably 0.8 to 2.8 moles, and even more preferably 1.2 to 2.4 moles. According to this method, it is possible to simultaneously achieve a higher level of preservation stability, developability, and suppression of color mixing in the obtained cured film of the coloring composition.

[0213] [Repeating Unit C]

[0214] Resin EP may contain repeating units containing hydrocarbon ring groups (hereinafter also referred to as other repeating units) as repeating units other than repeating units A and repeating units B mentioned above. The hydrocarbon ring group may be an aliphatic hydrocarbon ring group or an aromatic hydrocarbon ring group. Furthermore, the hydrocarbon ring group may be a monocyclic hydrocarbon ring group or a polycyclic hydrocarbon ring group such as a fused ring or a cross-linked ring. Furthermore, the aromatic hydrocarbon ring group may be a monocyclic aromatic hydrocarbon ring group or a fused ring aromatic hydrocarbon ring group. Specific examples of hydrocarbon ring groups include dicyclopentyl, adamantyl, tert-butylcyclohexyl, isocamphenyl, etc. Examples of aromatic hydrocarbon ring groups include phenyl, naphthyl, etc.

[0215] The resin EP preferably comprises repeating units containing aliphatic hydrocarbon cyclic groups and repeating units containing aromatic hydrocarbon cyclic groups, respectively. According to this method, due to the increased volume of the side chains, the resin becomes more rigid, the solvent resistance of the cured film is improved, and a cured film that further suppresses color mixing with other colors can be formed.

[0216] When resin EP contains repeating unit C, the content of repeating unit C is preferably 0.1 to 40 mol% of all repeating units in resin EP. The upper limit is preferably 35 mol% or less, more preferably 30 mol% or less. The lower limit is preferably 1 mol% or more, more preferably 5 mol% or more.

[0217] Furthermore, when resin EP comprises repeating units containing aliphatic hydrocarbon ring groups and repeating units containing aromatic hydrocarbon ring groups as repeating unit C, resin EP preferably comprises 5 to 30 moles of repeating units containing aromatic hydrocarbon ring groups relative to 1 mole of repeating units containing aliphatic hydrocarbon ring groups, more preferably 8 to 25 moles, and even more preferably 10 to 20 moles. According to this method, the resin becomes rigid, the solvent resistance of the cured film is improved, and a cured film that further suppresses color mixing with other colors can be formed.

[0218] [Other repeating units]

[0219] The resin EP may contain repeating units other than repeating units A, B and C mentioned above (hereinafter also referred to as other repeating units). The content of other repeating units is preferably 30 mol% or less, more preferably 20 mol% or less, and even more preferably 10 mol% or less among all repeating units in the resin EP.

[0220] (Other resins)

[0221] The coloring composition of the present invention may further comprise resins other than the aforementioned resin EP (hereinafter also referred to as other resins). The weight-average molecular weight (Mw) of the other resins is preferably 2,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, more preferably 500,000 or less. The lower limit is preferably 3,000 or more, more preferably 4,000 or more, and even more preferably 5,000 or more.

[0222] Other resins include, for example, (meth)acrylic resin, (meth)acrylamide resin, olefin-thiol resin, polycarbonate resin, polyether resin, polyaryl ester resin, polysulfone resin, polyethersulfone resin, polystyrene resin, polyaryl ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, and silicone resin. Furthermore, epoxy resins other than EP can also be used.

[0223] Other resins are also preferably resins containing acid groups. Examples of acid groups include carboxyl groups, phosphate groups, sulfonic acid groups, and phenolic hydroxyl groups. Resins containing acid groups can also be used as alkali-soluble resins and dispersants. The acid value of the resin containing acid groups is preferably 30 to 500 mg KOH / g. The lower limit is more preferably 50 mg KOH / g or more, and even more preferably 70 mg KOH / g or more. The upper limit is more preferably 400 mg KOH / g or less, even more preferably 200 mg KOH / g or less, even more preferably 150 mg KOH / g or less, and particularly preferably 120 mg KOH / g or less.

[0224] Resins containing acid groups can have repeating units derived from maleimide compounds. Examples of maleimide compounds include N-alkylmaleimides and N-arylmaleimides. Examples of repeating units derived from maleimide compounds include repeating units represented by the formula (C-mi).

[0225] [Chemical Formula 12]

[0226]

[0227] In formula (C-mi), Rmi represents an alkyl or aryl group. The alkyl group preferably has 1 to 20 carbon atoms. The alkyl group can be straight-chain, branched, or cyclic. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10. Rmi is preferably an aryl group.

[0228] Other resins are also preferably resins containing repeating units derived from compounds represented by the following formula (ED1) and / or compounds represented by the following formula (ED2) (hereinafter, these compounds are sometimes referred to as "ether dimers").

[0229] [Chemical Formula 13]

[0230]

[0231] In equation (ED1), R 1 and R 2 Each can be independently represented by a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms that may have substituents.

[0232] [Chemical Formula 14]

[0233]

[0234] In formula (ED2), R represents an organic group with 1 to 30 hydrogen atoms or carbon atoms. For a specific example of formula (ED2), please refer to the record in Japanese Patent Application Publication No. 2010-168539.

[0235] For specific examples of ether dimers, please refer to paragraph 0317 of Japanese Patent Application Publication No. 2013-029760, which is incorporated herein by reference.

[0236] Other resins are also preferably resins containing repeating units with polymerizable groups. Examples of polymerizable groups include vinyl, (meth)allyl, (meth)acryloyl, and other groups containing vinyl unsaturated bonds.

[0237] Other resins are also preferably resins containing repeating units of compounds represented by free formula (III).

[0238] [Chemical Formula 15]

[0239]

[0240] In the formula, R 1 R represents a hydrogen atom or a methyl group. 21 and R 22 Each alkylene group is represented independently, and n represents an integer from 0 to 15. R 21 and R 22 The alkylene group represented preferably has 1 to 10 carbon atoms, more preferably 1 to 5, even more preferably 1 to 3, and particularly preferably 2 or 3. n is preferably an integer from 0 to 5, more preferably an integer from 0 to 4, and even more preferably an integer from 0 to 3.

[0241] Examples of compounds represented by formula (III) include ethylene oxide or propylene oxide-modified (meth)acrylates of p-cumylphenol. Commercially available examples include ARONIX M-110 (manufactured by TOAGOSEI CO., LTD.).

[0242] Other resins are also preferred as dispersants. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, an acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups exceeds the amount of base groups. When the total amount of acid groups and base groups is set to 100 mol%, a resin in which the amount of acid groups accounts for 70 mol% or more is preferred, and a resin that substantially consists only of acid groups is more preferred. The acid groups in the acidic dispersant (acidic resin) are preferably carboxyl groups. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mg KOH / g. Furthermore, a basic dispersant (basic resin) refers to a resin in which the amount of base groups exceeds the amount of acid groups. When the total amount of acid groups and base groups is set to 100 mol%, a resin in which the amount of base groups exceeds 50 mol% is preferred. The base groups in the basic dispersant are preferably amino groups.

[0243] The resin used as a dispersant preferably contains repeating units with acid groups. By using a resin as a dispersant containing repeating units with acid groups, the generation of development residue can be further suppressed when forming patterns by photolithography.

[0244] The resin used as a dispersant is preferably a grafted resin. For details regarding grafted resins, please refer to paragraphs 0025 to 0094 of Japanese Patent Application Publication No. 2012-255128, which is incorporated herein by reference.

[0245] The resin used as a dispersant is preferably a polyimide-based dispersant containing nitrogen atoms in at least one of the main chain and side chains. As a polyimide-based dispersant, a resin having a main chain containing functional groups with a pKa of 14 or less and side chains having 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and side chains, is preferred. There is no particular limitation as long as the basic nitrogen atom is basic. For information on polyimide-based dispersants, please refer to paragraphs 0102 to 0166 of Japanese Patent Application Publication No. 2012-255128, the contents of which are incorporated herein by reference.

[0246] The resin used as a dispersant is preferably a resin with a structure in which multiple polymer chains are bonded in the core. Specific examples of such resins include polymers C-1 to C-31 as described in paragraphs 0196 to 0209 of Japanese Patent Application Publication No. 2013-043962.

[0247] The resin used as a dispersant is preferably a resin containing repeating units with groups containing ethylene unsaturated bonds on the side chains. Of all the repeating units of the resin, the content of repeating units with groups containing ethylene unsaturated bonds on the side chains is preferably 10 mol% or more, more preferably 10 to 80 mol%, and even more preferably 20 to 70 mol%.

[0248] Furthermore, dispersants can also include polyethyleneimine with polyester side chains as described in International Publication No. 2016 / 104803, block copolymers as described in International Publication No. 2019 / 125940, block polymers with acrylamide structural units as described in Japanese Patent Application Publication No. 2020-066687, and block polymers with acrylamide structural units as described in Japanese Patent Application Publication No. 2020-066688.

[0249] Dispersants are also available as commercially available products. Specific examples include the Disperbyk series (e.g., Disperbyk-111, 2001, etc.) manufactured by BYK Chemie GmbH, the Solsperse series (e.g., Solsperse20000, 76500, etc.) manufactured by Lubrizol Japan Ltd., and the Azisper series manufactured by Ajinomoto Fine-Techno Co., Inc. Furthermore, the products described in paragraph 0129 of Japanese Patent Application Publication No. 2012-137564 and paragraph 0235 of Japanese Patent Application Publication No. 2017-194662 can also be used as dispersants. Furthermore, the dispersant may preferably be the resin described in paragraphs 0041 to 0060 of Japanese Patent Application Publication No. 2017-206689, or the resin containing hindered amine quaternary salt described in Japanese Patent Application Publication No. 2019-095548.

[0250] The resin content in the total solids of the coloring composition is preferably 5 to 50% by mass. The upper limit is preferably 40% by mass or less, more preferably 30% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0251] Furthermore, the content of the aforementioned resin EP in the total solids composition of the coloring composition is preferably 5 to 50% by mass. The upper limit is preferably 40% by mass or less, more preferably 30% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0252] Furthermore, the content of the aforementioned resin EP in the resin included in the coloring composition is preferably 80 to 100% by mass. The upper limit is preferably 97.5% by mass or less, more preferably 95% by mass or less. The lower limit is preferably 82.5% by mass or more, more preferably 85% by mass or more.

[0253] <<Polymerizable Compounds>>

[0254] The coloring composition of the present invention contains a polymerizable compound. Examples of polymerizable compounds include compounds having groups containing vinyl unsaturated bonds. Examples of groups containing vinyl unsaturated bonds include vinyl, (meth)allyl, and (meth)acryloyl groups. The polymerizable compound used in the present invention is preferably a free radical polymerizable compound.

[0255] The polymerizable compound can be any of the following chemical forms: monomer, prepolymer, oligomer, etc., preferably a monomer. The molecular weight of the polymerizable compound is preferably between 100 and 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0256] From the viewpoint of the long-term stability of the coloring composition, the content of groups containing vinyl unsaturated bonds in the polymerizable compound (hereinafter referred to as the C=C value) is preferably 2 to 14 mmol / g. The lower limit is preferably 3 mmol / g or more, more preferably 4 mmol / g or more, and even more preferably 5 mmol / g or more. The upper limit is preferably 12 mmol / g or less, more preferably 10 mmol / g or less, and even more preferably 8 mmol / g or less. The C=C value of the polymerizable compound is calculated by dividing the number of groups containing vinyl unsaturated bonds contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.

[0257] The polymerizable compound is preferably a compound containing three or more groups with vinyl unsaturated bonds, more preferably a compound containing 3 to 15 groups with vinyl unsaturated bonds, and even more preferably a compound containing 3 to 6 groups with vinyl unsaturated bonds. Furthermore, the polymerizable compound is preferably a 3- to 15-functional (meth)acrylate compound, more preferably a 3- to 6-functional (meth)acrylate compound. Specific examples of polymerizable compounds include those described in Japanese Patent Application Publication No. 2009-288705 (paragraphs 0095-0108), Japanese Patent Application Publication No. 2013-029760 (paragraph 0227), Japanese Patent Application Publication No. 2008-292970 (paragraphs 0254-0257), Japanese Patent Application Publication No. 2013-253224 (paragraphs 0034-0038), Japanese Patent Application Publication No. 2012-208494 (paragraph 0477), Japanese Patent Application Publication No. 2017-048367, Japanese Patent No. 6057891, Japanese Patent No. 6031807, and Japanese Patent Application Publication No. 2017-194662, and these contents are incorporated herein by reference.

[0258] As polymerizable compounds, preferred are dipentaerythritol triacrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetraacrylate (commercially available as KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available as KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., and NK ESTER A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds with structures in which these (meth)acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues (e.g., by SARTOMER). Company, Inc. manufactures commercially available SR454 and SR499. Furthermore, as polymerizable compounds, it is also possible to use diglyceride EO (ethylene oxide) to modify (meth)acrylates (as a commercially available product, M-460; manufactured by TOAGOSEI CO., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin Nakamura Chemical Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARADHDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), ARONIX TO-2349 (manufactured by TOAGOSEI CO., Ltd.), NK Oligo UA-7200 (manufactured by Shin Nakamura Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), and LIGHT ACRYLATE POB-A0 (KYOEISHA). (Manufactured by CHEMICAL Co., LTD., etc.)

[0259] As polymerizable compounds, trifunctional (meth)acrylate compounds such as trimethylolpropane tri(meth)acrylate, trimethylolpropane-propylene oxide modified tri(meth)acrylate, trimethylolpropane-ethylene oxide modified tri(meth)acrylate, ethylene oxide isocyanurate modified tri(meth)acrylate, and pentaerythritol tri(meth)acrylate are also preferred. Commercially available trifunctional (meth)acrylate compounds include ARONIX M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305, M-303, M-452, M-450 (manufactured by TOAGOSEI CO., LTD.), NK ESTER A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A-TMM-3LM-N, A-TMPT, TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.), etc.

[0260] Polymerizable compounds containing acid groups can also be used. By using polymerizable compounds containing acid groups, the coloring composition of unexposed areas can be easily removed during development, thereby suppressing the formation of development residue. Examples of acid groups include carboxyl groups, sulfonic acid groups, and phosphate groups, with carboxyl groups being preferred. Commercially available examples of polymerizable compounds containing acid groups include ARONIX M-305, M-510, M-520, and ARONIX TO-2349 (manufactured by TOAGOSEI CO., LTD.). The preferred acid value for polymerizable compounds containing acid groups is 0.1 to 40 mg KOH / g, more preferably 5 to 30 mg KOH / g. If the acid value of the polymerizable compound is 0.1 mg KOH / g or higher, its solubility relative to the developer is good; if it is 40 mg KOH / g or lower, it is advantageous in manufacturing and processing.

[0261] As polymerizable compounds, polymerizable compounds having a caprolactone structure can also be used. Examples of polymerizable compounds having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, and DPCA-120, which are commercially available from Nippon Kayaku Co., Ltd. as part of the KAYARAD DPCA series.

[0262] Polymerizable compounds having alkene groups can also be used. Polymerizable compounds having alkene groups are preferably those having ethylene oxide and / or propylene oxide groups, more preferably those having ethylene oxide groups, and even more preferably 3- to 6-functional (meth)acrylate compounds having 4 to 20 ethylene oxide groups. Commercially available examples of polymerizable compounds having alkene groups include KAYARAD RP-1040 (manufactured by Nippon Kayaku Co., Ltd.).

[0263] As polymerizable compounds, polymerizable compounds with a fusiform backbone can also be used. Commercially available examples of polymerizable compounds with a fusiform backbone include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., a (meth)acrylate monomer with a fusiform backbone).

[0264] As polymerizable compounds, compounds that are substantially free of environmentally regulated substances such as toluene are preferred. Commercially available examples of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12LT (manufactured by Nippon Kayaku Co., Ltd.).

[0265] As polymerizable compounds, acrylate esters such as those described in Japanese Patent Publication Nos. 48-041708, 51-037193, 02-032293, and 02-016765, and amine ester compounds having an ethylene oxide backbone as described in Japanese Patent Publication Nos. 58-049860, 56-017654, 62-039417, and 62-039418, are also preferred. Furthermore, polymerizable compounds having an amino or thioether structure within the molecule as described in Japanese Patent Publication Nos. 63-277653, 63-260909, and 01-105238 are also preferred. Furthermore, commercially available products such as UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, and LINC-202UA (manufactured by Kyoiisha Chemical Co., Ltd.) can also be used for polymerizable compounds.

[0266] The content of polymeric compounds in the total solids composition of the coloring composition is preferably 5.0 to 35% by mass. The upper limit is preferably 30% by mass or less, more preferably 25% by mass or less. The lower limit is preferably 7.5% by mass or more, more preferably 10% by mass or more.

[0267] <<Photopolymerization Initiators>>

[0268] The coloring composition of the present invention contains a photopolymerization initiator. There are no particular limitations on the photopolymerization initiator, and it can be appropriately selected from known photopolymerization initiators. A photoradical polymerization initiator is preferred.

[0269] Examples of photopolymerization initiators include haloalkanes (e.g., compounds with a triazine skeleton, compounds with an oxadiazole skeleton, etc.), acylphosphine compounds, hexaaryldiimidazoles, oxime compounds, organic peroxides, sulfur compounds, ketone compounds, aromatic onium salts, hydroxyalkylphenyl ketone compounds, and aminoalkylphenyl ketone compounds. From the viewpoint of exposure sensitivity, photopolymerization initiators are preferably trihalomethyl triazine compounds, benzyldimethyl ketal compounds, hydroxyalkylphenyl ketone compounds, aminoalkylphenyl ketone compounds, acylphosphine compounds, phosphine oxide compounds, metallocene compounds, oxime compounds, triarylimidazolium dimers, onium compounds, benzothiazole compounds, benzophenone compounds, acetophenone compounds, cyclopentadiene-benzene-iron complexes, halomethyloxadiazole compounds, and 3-aryl-substituted coumarin compounds. More preferably, they are compounds selected from oxime compounds, hydroxyalkylphenyl ketone compounds, aminoalkylphenyl ketone compounds, and acylphosphine compounds. Oxime compounds are even more preferred. Furthermore, examples of photopolymerization initiators include paragraphs 0065 to 0111 of Japanese Patent Application Publication No. 2014-130173, compounds described in Japanese Patent No. 6301489, peroxide-based photopolymerization initiators described in MATERIAL STAGE 37-60, vol. 19, No. 3, 2019, photopolymerization initiators described in International Publication No. 2018 / 221177, photopolymerization initiators described in International Publication No. 2018 / 110179, photopolymerization initiators described in Japanese Patent Application Publication No. 2019-043864, photopolymerization initiators described in Japanese Patent Application Publication No. 2019-044030, and peroxide-based initiators described in Japanese Patent Application Publication No. 2019-167313, and these contents are incorporated into this specification.

[0270] Examples of aminoalkylphenyl ketone compounds include those described in Japanese Patent Application Publication No. 10-291969. Furthermore, commercially available aminoalkylphenyl ketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (all manufactured by IGM Resins BV), Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF).

[0271] Examples of acylphosphine compounds include those described in Japanese Patent No. 4225898. Specific examples include bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide. Commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (manufactured by IGM Resins BV), Irgacure 819, and Irgacure TPO (manufactured by BASF).

[0272] As hydroxyalkyl phenyl ketone compounds, examples include compounds represented by the following formula (V).

[0273] Formula (V)

[0274] [Chemical Formula 16]

[0275]

[0276] In the formula Rv 1 Rv represents a substituent. 2 and Rv 3 Each can be independently represented by a hydrogen atom or a substituent, Rv 2 and Rv 3 They can also bond together to form a ring, where m represents an integer from 0 to 5.

[0277] As Rv 1 The substituents represented may include alkyl groups (preferably alkyl groups with 1 to 10 carbon atoms) and alkoxy groups (preferably alkoxy groups with 1 to 10 carbon atoms). Alkyl and alkoxy groups are preferably straight-chain or branched, more preferably straight-chain. Rv 1 The alkyl and alkoxy groups represented may be unsubstituted or substituents. Examples of substituents include hydroxyl groups and groups having a hydroxyalkylphenyl ketone structure. Examples of groups having a hydroxyalkylphenyl ketone structure include Rv in formula (V). 1 The bonded benzene ring or from Rv 1 A group whose structure is formed by removing one hydrogen atom.

[0278] As Rv 2 and Rv 3 The substituents in Rv are preferably alkyl groups (preferably alkyl groups having 1 to 10 carbon atoms). 2 With Rv 3 They can bond together to form rings (preferably rings with 4 to 8 carbon atoms, more preferably aliphatic rings with 4 to 8 carbon atoms). Alkyl groups are preferably straight-chain or branched, more preferably straight-chain.

[0279] The following compounds can be listed as specific examples of compounds represented by formula (V).

[0280] [Chemical Formula 17]

[0281]

[0282] Commercially available hydroxyalkyl benzophenone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (all manufactured by IGM Resins BV), Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF).

[0283] Examples of oxime compounds include those described in Japanese Patent Application Publication No. 2001-233842, Japanese Patent Application Publication No. 2000-080068, Japanese Patent Application Publication No. 2006-342166, JCS Perkin II (1979, pp. 1653-1660), JCS Perkin II (1979, pp. 156-162), and the Journal of Photopolymer Science and... Compounds described in Technology (1995, pp. 202-232), compounds described in Japanese Patent Application Publication No. 2000-066385, compounds described in Japanese Patent Application Publication No. 2004-534797, compounds described in Japanese Patent Application Publication No. 2017-019766, compounds described in Japanese Patent Application Publication No. 6065596, compounds described in International Publication No. 2015 / 152153, compounds described in International Publication No. 2017 / 051680, compounds described in Japanese Patent Application Publication No. 2017-198865, compounds described in paragraphs 0025 to 0038 of International Publication No. 2017 / 164127, compounds described in International Publication No. 2013 / 167515, etc. Specific examples of oxime compounds include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutane-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropane-1-one. Commercially available examples include Irgacure OXEO1, Irgacure OXEO2, Irgacure OXEO3, and Irgacure OXEO4 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Tronly New Electronic Materials CO., LTD.), and Adeka Optomer N-1919 (manufactured by ADEKA CORPORATION, photopolymerization initiator 2 as described in Japanese Patent Application Publication No. 2012-014052). Furthermore, as oxime compounds, colorless compounds or compounds with high transparency and resistance to discoloration are preferred. Commercially available examples include ADEKA ARKLSNCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA CORPORATION).

[0284] Oxime compounds having a fluorene ring can also be used as photopolymerization initiators. Specific examples of oxime compounds having a fluorene ring include the compound described in Japanese Patent Application Publication No. 2014-137466, the compound described in Japanese Patent Publication No. 6636081, and the compound described in Korean Patent Publication No. 10-2016-0109444.

[0285] As photopolymerization initiators, oxime compounds with at least one benzene ring having a carbazole ring as the backbone of the naphthalene ring can also be used. Specific examples of such oxime compounds include the compound described in International Publication No. 2013 / 083505.

[0286] Oxime compounds containing fluorine atoms can also be used as photopolymerization initiators. Oxime compounds containing fluorine atoms are preferably compounds represented by formula (OX-1).

[0287] (OX-1)

[0288] [Chemical Formula 18]

[0289]

[0290] In equation (OX-1), Ar 1 and Ar 2 Each can independently represent an aromatic hydrocarbon ring that may have substituents, R 1 R represents an aryl group containing a fluorine atom. 2 and R 3 Each can be represented independently as either alkyl or aryl.

[0291] Ar of formula (OX-1) 1 and Ar 2 The aromatic hydrocarbon ring represented can be a monocyclic or fused ring. The number of carbon atoms in the ring constituting the aromatic hydrocarbon ring is preferably 6 to 20, more preferably 6 to 15, and particularly preferably 6 to 10. The aromatic hydrocarbon ring is preferably a benzene ring or a naphthalene ring. Ar 1 Preferably, it is a benzene ring. Ar 2 Preferably, it is a benzene ring or a naphthalene ring, more preferably a naphthalene ring.

[0292] As Ar 1 and Ar 2 Possible substituents include alkyl, aryl, heterocyclic, nitro, cyano, halogen atoms, and -OR. X1 -SR X1 -COR X1 -COOR X1 -OCOR X1 -NR X1 RX2 -NHCOR X1 -CONR X1 R X2 -NHCONR X1 R X2 -NHCOOR X1 -SO2R X1 -SO2OR X1 and -NHSO2R X1 etc. R X1 and R X2 Each can be independently represented by a hydrogen atom, alkyl group, aryl group, or heterocyclic group.

[0293] Regarding halogen atoms, examples include fluorine, chlorine, bromine, and iodine atoms, with fluorine atoms being preferred. Alkyl groups and R are also considered as substituents. X1 and R X2 The alkyl group represented preferably has 1 to 30 carbon atoms. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain or branched. In the alkyl group, some or all of the hydrogen atoms can be replaced by halogen atoms (preferably fluorine atoms). Furthermore, in the alkyl group, some or all of the hydrogen atoms can be replaced by the aforementioned substituents. Aryl groups and R... X1 and R X2 The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10. The aryl group can be monocyclic or fused-ring. Furthermore, some or all of the hydrogen atoms in the aryl group can be replaced by the aforementioned substituents. Heterocyclic groups and R are used as substituents. X1 and R X2 The heterocyclic group represented is preferably a 5-membered or 6-membered ring. The heterocyclic group can be a monocyclic or fused ring. The number of carbon atoms constituting the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heteroatoms constituting the heterocyclic group are preferably nitrogen, oxygen, or sulfur atoms. Furthermore, in the heterocyclic group, some or all of the hydrogen atoms can be substituted by the aforementioned substituents.

[0294] Ar 1 The aromatic hydrocarbon ring represented is preferably an unsubstituted aromatic hydrocarbon ring. Ar 2 The aromatic hydrocarbon ring represented preferably has substituents. As substituents, -COR is preferred. X1 R X1 Preferably, it is an alkyl, aryl, or heterocyclic group, more preferably an aryl group. The aryl group may have substituents or may not be substituted. Examples of substituents include alkyl groups having 1 to 10 carbon atoms.

[0295] R in equation (0X-1) 1This indicates an aryl group having a group containing a fluorine atom. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10. The group containing the fluorine atom is preferably an alkyl group having a fluorine atom (hereinafter also referred to as a fluorinated alkyl group) or a group containing an alkyl group having a fluorine atom (hereinafter also referred to as a fluorinated group). The fluorinated group is preferably selected from -OR. F1 -SR F1 -COR F1 -COOR F1 -OCOR F1 -NR F1 R F2 -NHCOR F1 -CONR F1 R F2 -NHCONR F1 R F2 -NHCOOR F1 -SO2R F1 -SO2OR F1 and -NHSO2R F1 At least one of the groups in R. F1 Indicates a fluoroalkyl group, R F2 This indicates a hydrogen atom, alkyl group, fluorinated alkyl group, aryl group, or heterocyclic group. The fluorinated group is preferably -OR. F1 .

[0296] R F1 and R F2 The fluorinated alkyl group and R are represented F2 The alkyl group represented preferably has 1 to 20 carbon atoms, more preferably 1 to 15, even more preferably 1 to 10, and particularly preferably 1 to 4. The fluorinated alkyl group and the alkyl group can be straight-chain, branched, or cyclic, but are preferably straight-chain or branched. In the fluorinated alkyl group, the substitution rate of fluorine atoms is preferably 40 to 100%, more preferably 50 to 100%, and even more preferably 60 to 100%. Furthermore, the substitution rate of fluorine atoms refers to the ratio (%) of the number of fluorine atoms substituted to the total number of hydrogen atoms in the alkyl group.

[0297] R F2 The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10.

[0298] R F2The heterocyclic group represented is preferably a 5-membered or 6-membered ring. The heterocyclic group can be a monocyclic or fused ring. The condensation number is preferably 2 to 8, more preferably 2 to 6, further preferably 3 to 5, and particularly preferably 3 to 4. The number of carbon atoms constituting the heterocyclic group is preferably 3 to 40, more preferably 3 to 30, and even more preferably 3 to 20. The number of heteroatoms constituting the heterocyclic group is preferably 1 to 3. The heteroatoms constituting the heterocyclic group are preferably nitrogen, oxygen, or sulfur atoms, more preferably nitrogen atoms.

[0299] The group containing a fluorine atom preferably has a terminal structure represented by formula (1) or (2). In the formula, * represents a connecting bond.

[0300] *-CHF2 (1)*-CF3 (2)

[0301] R in equation (OX-1) 2 This indicates an alkyl or aryl group, preferably an alkyl group. Alkyl and aryl groups may be unsubstituted or have substituents.

[0302] As substituents, examples can be found in the Ar mentioned above. 1 and Ar 2 The substituents that may be present are those described in the list. The alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 15, even more preferably 1 to 10, and particularly preferably 1 to 4. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain or branched. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, and even more preferably 6 to 10.

[0303] R in equation (OX-1) 3 This indicates an alkyl or aryl group, preferably an alkyl group. Alkyl and aryl groups may be unsubstituted or have substituents.

[0304] As substituents, examples can be found in the Ar mentioned above. 1 and Ar 2 The substituents that can be present are those described in the diagram. R 3 The alkyl group represented preferably has 1 to 20 carbon atoms, more preferably 1 to 15, and even more preferably 1 to 10. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain or branched. 3 The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 15, and even more preferably 6 to 10.

[0305] Specific examples of oxime compounds containing fluorine atoms include compounds described in Japanese Patent Application Publication No. 2010-262028, compounds 24, 36-40 described in Japanese Patent Application Publication No. 2014-500852, and compound (C-3) described in Japanese Patent Application Publication No. 2013-164471.

[0306] Oxime compounds with nitro groups can also be used as photopolymerization initiators. Oxime compounds with nitro groups are preferably dimers. Specific examples of oxime compounds with nitro groups include compounds described in paragraphs 0031 to 0047 of Japanese Patent Application Publication No. 2013-114249, paragraphs 0008 to 0012 and 0070 to 0079 of Japanese Patent Application Publication No. 2014-137466, compounds described in paragraphs 0007 to 0025 of Japanese Patent Publication No. 4223071, and ADEKAARKLS NCI-831 (manufactured by ADEKA CORPORATION).

[0307] As photopolymerization initiators, oxime compounds having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 as described in International Publication No. 2015 / 036910.

[0308] Oxime compounds obtained by bonding hydroxyl substituents to the carbazole skeleton can also be used as photopolymerization initiators. Examples of such photopolymerization initiators include compounds described in International Publication No. 2019 / 088055.

[0309] The following are specific examples of oxime compounds that are preferably used in this invention, but the invention is not limited to these.

[0310] [Chemical Formula 19]

[0311]

[0312] [Chemical Formula 20]

[0313]

[0314] In this invention, the preferred photopolymerization initiator is one with an absorption coefficient of 1.0 × 10⁻⁶ at a wavelength of 365 nm, which is used simultaneously in methanol. 3 The photopolymerization initiator A1 with a concentration of mL / gcm or higher has an absorption coefficient of 1.0 × 10⁻⁶ at a wavelength of 365 nm in methanol. 2 The absorbance is below mL / gcm and the absorption coefficient at a wavelength of 254 nm is 1.0 × 10⁻⁶. 3 Photopolymerization initiator A2 with a concentration of mL / gcm or higher. According to this method, the coloring composition can be easily and fully cured by exposure, and a cured film with good flatness and excellent solvent resistance can be formed by a low-temperature process (e.g., a temperature of 150°C or lower throughout the process, preferably 120°C or lower). As photopolymerization initiators A1 and A2, compounds having the above-mentioned absorption coefficients are preferably selected from the aforementioned compounds.

[0315] Furthermore, in this invention, the absorbance coefficient of the photopolymerization initiator at the aforementioned wavelengths is a value measured in the following manner. That is, it is calculated by preparing a measurement solution by dissolving the photopolymerization initiator in methanol and measuring the absorbance of the measurement solution. Specifically, the measurement solution is placed in a glass bath with a width of 1 cm, and the absorbance is measured using a UV-Vis-NIR spectrometer (Cary 5000) manufactured by Agilent Technologies, Inc. The absorbance coefficients (mL / gcm) at wavelengths of 365 nm and 254 nm are calculated by applying the following formula.

[0316] [Formula 1]

[0317]

[0318] In the above formula, ε represents the absorption coefficient (mL / gcm), A represents the absorbance, c represents the concentration of the photopolymerization initiator (g / mL), and l represents the optical path length (cm).

[0319] The absorption coefficient of photopolymerization initiator A1 in methanol at a wavelength of 365 nm is 1.0 × 10⁻⁶. 3 mL / gcm or higher, preferably 1.0×10 4 mL / gcm or higher, more preferably 1.1×10 4 mL / gcm or higher, more preferably 1.2×10 4 ~1.0×10 5 mL / gcm, more preferably 1.3×10 4 ~5.0×10 4 mL / gcm, particularly preferably 1.5×10 4 ~3.0×10 4 mL / gcm.

[0320] Furthermore, the absorption coefficient of photopolymerization initiator A1 in methanol at a wavelength of 254 nm is preferably 1.0 × 10⁻⁶. 4 ~1.0×10 5 mL / gcm, more preferably 1.5×10 4 ~9.5×10 4 mL / gcm, more preferably 3.0×10 4 ~8.0×10 4 mL / gcm.

[0321] As the photopolymerization initiator A1, it is preferably an oxime compound, an aminoalkylphenyl ketone compound, or an acylphosphine compound, more preferably an oxime compound and an acylphosphine compound, and even more preferably an oxime compound. From the viewpoint of compatibility with other components contained in the composition, an oxime compound containing a fluorine atom is particularly preferred. Specific examples of photopolymerization initiators A1 include 1,2-octanedione, 1-[4-(phenylthio)-,2-(O-benzoyl oxime)] (commercially available, for example, Irgacure OXE01, manufactured by BASF), acetone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-,1-(O-acetyl oxime) (commercially available, for example, Irgacure OXE02, manufactured by BASF), bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide (commercially available, for example, Omnirad 819 (manufactured by IGM Resins BV), Irgacure 819 (manufactured by BASF)), and (C-13), (C-14), etc., shown in the specific examples of the above oxime compounds.

[0322] The absorption coefficient of photopolymerization initiator A2 in methanol at a wavelength of 365 nm is 1.0 × 10⁻⁶. 2 Below mL / gcm, preferably 10 to 1.0 × 10⁻⁶. 2 mL / gcm, more preferably 20 to 1.0 × 10 mL / gcm, 2 mL / gcm. Furthermore, the difference between the absorption coefficient of photopolymerization initiator A1 in methanol at a wavelength of 365 nm and that of photopolymerization initiator A2 in methanol at a wavelength of 365 nm is 9.0 × 10⁻⁶. 2 mL / gcm or higher, preferably 1.0×10 3 mL / gcm or higher, more preferably 5.0 × 10 mL / gcm or higher. 3 ~3.0×10 4 mL / gcm, more preferably 1.0×10 4 ~2.0×10 4 mL / gcm. Furthermore, the absorption coefficient of photopolymerization initiator A2 in methanol at a wavelength of 254 nm is 1.0 × 10⁻⁶. 3 mL / gcm or higher, preferably 1.0×10 3 ~1.0×10 6 mL / gcm, more preferably 5.0×10 3 ~1.0×10 5 mL / gcm.

[0323] As the photopolymerization initiator A2, hydroxyalkylphenyl ketone compounds, phenylglyoxylate compounds, aminoalkylphenyl ketone compounds, and acylphosphine compounds are preferred, more preferably hydroxyalkylphenyl ketone compounds and phenylglyoxylate compounds, and even more preferably hydroxyalkylphenyl ketone compounds. Furthermore, as the hydroxyalkylphenyl ketone compound, compounds represented by the above formula (V) are preferred. Specific examples of photopolymerization initiator A2 include 1-hydroxy-cyclohexyl-phenyl-ketone (commercially available products, such as Omnirad 184 (manufactured by IGM Resins BV) and Irgacure 184 (manufactured by BASF)), 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propane-1-one (commercially available products, such as Omnirad 2959 (manufactured by IGM Resins BV) and Irgacure 2959 (manufactured by BASF)), etc.

[0324] As a combination of photopolymerization initiator A1 and photopolymerization initiator A2, it is preferable that photopolymerization initiator A1 is an oxime compound and photopolymerization initiator A2 is a hydroxyalkyl phenyl ketone compound; more preferably, photopolymerization initiator A1 is an oxime compound and photopolymerization initiator A2 is a combination of compounds represented by the above formula (V); and especially preferably, photopolymerization initiator A1 is an oxime compound containing fluorine atoms and photopolymerization initiator A2 is a combination of compounds represented by the above formula (V).

[0325] The content of photopolymerization initiator in the total solids composition of the coloring composition is preferably 0.1 to 17.5% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 15.0% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10.0% by mass or less.

[0326] Furthermore, relative to 100 parts by weight of the polymerizable compound, the coloring composition of the present invention preferably contains 1.0 to 50 parts by weight of a photopolymerization initiator. The upper limit is preferably 40 parts by weight or less, more preferably 30 parts by weight or less. The lower limit is preferably 2.5 parts by weight or more, and even more preferably 5.0 parts by weight or more. According to this method, the developed pattern shape is good.

[0327] In the coloring composition of the present invention, when the above-described photopolymerization initiator A1 is used as a photopolymerization initiator, the content of photopolymerization initiator A1 in the total solids component of the coloring composition is preferably 0.1 to 17.5% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 15.0% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10.0% by mass or less.

[0328] In the coloring composition of the present invention, when the above-described photopolymerization initiator A2 is used as a photopolymerization initiator, the content of photopolymerization initiator A2 in the total solids component of the coloring composition is preferably 0.1 to 10.0% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and even more preferably 1.5% by mass or more. The upper limit is preferably 9.0% by mass or less, more preferably 8.0% by mass or less, and even more preferably 7.0% by mass or less.

[0329] In the coloring composition of the present invention, when the above-described photopolymerization initiator A1 and photopolymerization initiator A2 are used as photopolymerization initiators, the coloring composition of the present invention preferably contains 50 to 200 parts by mass of photopolymerization initiator A2 relative to 100 parts by mass of photopolymerization initiator A1. The upper limit is preferably 175 parts by mass or less, more preferably 150 parts by mass or less. The lower limit is preferably 60 parts by mass or more, and more preferably 70 parts by mass or more. According to this method, a cured film with excellent solvent resistance and other properties can be formed by a low-temperature process (for example, a temperature of 150°C or less throughout the process, preferably 120°C or less).

[0330] In the coloring composition of the present invention, when the above-described photopolymerization initiator A1 and photopolymerization initiator A2 are used as photopolymerization initiators, the total content of photopolymerization initiator A1 and photopolymerization initiator A2 in the total solids component of the coloring composition is preferably 0.1 to 20.0% by mass. The lower limit is preferably 1.0% by mass or more, more preferably 2.0% by mass or more, and even more preferably 2.5% by mass or more. The upper limit is preferably 17.5% by mass or less, more preferably 15.0% by mass or less, and even more preferably 12.5% ​​by mass or less.

[0331] <<Compounds containing furan groups>>

[0332] The coloring composition of the present invention can contain a compound containing a furan group (hereinafter also referred to as a compound containing a furan group). In this way, a coloring composition with excellent low-temperature curing can be configured.

[0333] Regarding compounds containing a furanyl group, there are no particular limitations on their structure as long as they contain a furanyl group (a group obtained by removing one hydrogen atom from furan). Compounds containing a furanyl group may be used as described in paragraphs 0049 to 0089 of Japanese Patent Application Publication No. 2017-194662. Furthermore, compounds described in Japanese Patent Application Publication Nos. 2000-233581, 1994-271558, 1994-293830, 1996-239421, 1998-508655, 2000-001529, 2003-183348, 2006-193628, 2007-186684, 2010-265377, and 2011-170069 can also be used.

[0334] The furan-containing compound can be a monomer or a polymer. For the sake of easily improving the durability of the obtained film, a polymer is preferred. In the case of a polymer, the weight-average molecular weight is preferably 2000 to 70000. The upper limit is preferably 60000 or less, more preferably 50000 or less. The lower limit is preferably 3000 or more, more preferably 4000 or more, and even more preferably 5000 or more. Furthermore, the polymeric furan-containing compound is also a component of the resin corresponding to the coloring composition of the present invention.

[0335] The content of furanyl-containing compounds in the total solids composition of the coloring composition is preferably 0.1 to 70% by mass. The lower limit is preferably 2.5% by mass or more, more preferably 5.0% by mass or more, and even more preferably 7.5% by mass or more. The upper limit is preferably 65% ​​by mass or less, more preferably 60% by mass or less, and even more preferably 50% by mass or less. One furanyl-containing compound may be used alone, or two or more may be used in combination. When two or more are used in combination, the total amount is preferably within the above-mentioned range.

[0336] <<Solvent>>

[0337] The coloring composition of the present invention preferably contains a solvent. Organic solvents are examples of suitable solvents. There are essentially no particular limitations on the solvent, as long as it satisfies the solubility of each component or the coatability of the coloring composition. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For details regarding these, please refer to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated herein by reference. Furthermore, cyclic alkyl-substituted ester solvents and cyclic alkyl-substituted ketone solvents are also preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclocyclopentanone, and ethyl carbidone. Alcoholic acid esters, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropionamide, 3-butoxy-N,N-dimethylpropionamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, γ-butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, ethylene glycol monoethyl ether acetate, diacetate butane-1,3-diyl, dipropylene glycol methyl ether acetate, diacetone alcohol, etc. However, for environmental reasons, it is sometimes preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents (for example, relative to the total amount of organic solvents, it can be set to 50 ppm (parts per million) or less, 10 ppm or less, or 1 ppm or less).

[0338] In this invention, from the viewpoint of maximizing solvent evaporation efficiency, an organic solvent with a boiling point of 160°C or lower is preferred. More preferably, the boiling point of the organic solvent is 140°C or lower, and even more preferably 130°C or lower. The lower limit of the boiling point is not particularly limited, but for example, 100°C or higher is preferred. Examples of such organic solvents include butyl acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, cyclohexanone, and ethyl lactate, with butyl acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate being preferred.

[0339] In this invention, solvents with low metal content are preferred, for example, preferably below 10 ppb (parts per billion). If necessary, solvents at the ppt (parts per trillion) level can be used; such high-purity solvents are provided, for example, by Toyo Gosei Co., Ltd (Chemical Industry Daily, November 13, 2015).

[0340] Methods for removing impurities such as metals from solvents include, for example, distillation (molecular distillation or thin-film distillation) or filtration using a filter. The pore size of the filter used in the filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0341] Solvents can contain isomers (compounds with the same number of atoms but different structures). Furthermore, isomers can be a single type or multiple types.

[0342] In this invention, the peroxide content in the organic solvent is preferably below 0.8 mmol / L, and more preferably substantially free of peroxide.

[0343] The solvent content in the coloring composition is preferably 60 to 95% by mass. Furthermore, the upper limit is preferably 90% by mass or less, more preferably 87.5% by mass or less, and even more preferably 85% by mass or less. Furthermore, the lower limit is preferably 65% ​​by mass or more, more preferably 70% by mass or more, and even more preferably 75% by mass or more. One solvent may be used alone, or two or more solvents may be used in combination. When two or more solvents are used in combination, the total amount of these solvents is preferably within the range described above.

[0344] Furthermore, from an environmental control perspective, the coloring composition of the present invention preferably contains substantially no environmentally controlled substances. In the present invention, "substantially free of environmentally controlled substances" means that the content of environmentally controlled substances in the coloring composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally controlled substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These are registered as environmentally controlled substances under REACH (Registration Evaluation Authorization and Restriction of Chemicals), PRTR (Pollutant Release and Transfer Register), and VOC (Volatile Organic Compounds) regulations, and their usage and processing methods are strictly controlled. These compounds are sometimes used as solvents in the manufacture of various components of the coloring composition used in the present invention, and thus become residual solvents mixed into the coloring composition. From the viewpoint of human safety and environmental considerations, it is preferable to minimize these substances as much as possible. As a method for reducing environmentally controlled substances, one method is to heat and depressurize the system internally to a level above the boiling point of the environmentally controlled substance, and then remove and reduce the environmentally controlled substance by distillation from within the system. Furthermore, in cases where small amounts of environmentally regulated substances are removed by distillation, azeotropic distillation with a solvent having the same boiling point as the original solvent is useful to improve efficiency. Additionally, in cases containing compounds with free radical polymerization potential, polymerization inhibitors or the like can be added for vacuum distillation removal to suppress free radical polymerization reactions during vacuum distillation and prevent intermolecular cross-linking. These distillation removal methods can be carried out at any stage: the raw material stage, the product stage (e.g., polymerized resin solutions and multifunctional monomer solutions), or the stage of preparing a coloring composition by mixing these compounds.

[0345] Pigment Derivatives

[0346] The coloring composition of the present invention can contain pigment derivatives. Examples of pigment derivatives include compounds having a structure in which a portion of the chromophore is substituted by an acid group, a base group, or a phthalimide methyl group. Examples of chromophores constituting the pigment derivative include quinoline skeletons, benzimidazolone skeletons, diketopyrrolopyrrole skeletons, azo skeletons, phthalocyanine skeletons, anthraquinone skeletons, quinacridone skeletons, dioxazine skeletons, violane skeletons, perylene skeletons, indigo sulfide skeletons, isoindoline skeletons, isoindolineone skeletons, quinophthalone skeletons, vat skeletons, and metal complex skeletons, preferably quinoline skeletons, benzimidazolone skeletons, diketopyrrolopyrrole skeletons, azo skeletons, quinophthalone skeletons, isoindoline skeletons, and phthalocyanine skeletons, more preferably azo skeletons and benzimidazolone skeletons. The acid group present in the pigment derivative is preferably a sulfonic acid group or a carboxyl group, more preferably a sulfonic acid group. The base group present in the pigment derivative is preferably an amino group, more preferably a tertiary amino group.

[0347] Specific examples of pigment derivatives include Japanese Patent Application Publication Nos. 56-118462, 63-264674, 01-217077, 03-009961, 03-026767, 03-153780, and 03-045662. Japanese Patent Application Publication No. 04-285669, Japanese Patent Application Publication No. 06-145546, Japanese Patent Application Publication No. 06-212088, Japanese Patent Application Publication No. 06-240158, Japanese Patent Application Publication No. 10-030063, Japanese Patent Application Publication No. 10-195326, paragraph numbers 0086 to 0098 of International Publication No. 2011 / 024896, and International Publication No. 2 Paragraphs 0063-0094 of Japanese Patent Application Publication No. 012 / 102399, 0082 of Japanese International Publication No. 2017 / 038252, 0171 of Japanese Patent Application Publication No. 2015-151530, 0162-0183 of Japanese Patent Application Publication No. 2011-252065, 2003-081972 of Japanese Patent Application Publication No. 5299151 The compounds described in Japanese Patent Application Publication No. 2015-172732, Japanese Patent Application Publication No. 2014-199308, Japanese Patent Application Publication No. 2014-085562, Japanese Patent Application Publication No. 2014-035351, Japanese Patent Application Publication No. 2008-081565, Japanese Patent Application Publication No. 2019-109512, and Japanese Patent Application Publication No. 2019-133154.

[0348] The content of pigment derivatives relative to 100 parts by weight of pigment is preferably 0.1 to 30 parts by weight. The lower limit of this range is more preferably 0.25 parts by weight or more, further preferably 0.5 parts by weight or more, particularly preferably 0.75 parts by weight or more, and even more preferably 1 part by weight or more. Furthermore, the upper limit of this range is more preferably 25 parts by weight or less, further preferably 20 parts by weight or less, and particularly preferably 15 parts by weight or less. By having the content of pigment derivatives within the above range, the stability over time is further improved. Only one type of pigment derivative may be used, or two or more may be used in combination. When two or more are used in combination, the total amount of these is preferably within the above range.

[0349] <<Cure Accelerator>>

[0350] In the coloring composition of the present invention, a curing accelerator may be added to promote the reaction of the polymerizable compound or to lower the curing temperature. Examples of curing accelerators include polyfunctional thiols having two or more thiol groups within their molecules. The polyfunctional thiol compound may be added to improve stability, odor, resolution, developability, adhesion, etc. The polyfunctional thiol compound is preferably a secondary alkane thiol, and more preferably a compound represented by formula (T1).

[0351] Formula (T1)

[0352] [Chemical Formula 21]

[0353]

[0354] In formula (T1), n ​​represents an integer from 2 to 4, and L represents a linking group with a valence of 2 to 4. In formula (T1), the linking group L is preferably an aliphatic group with 2 to 12 carbon atoms, and n is 2, especially preferably an alkylene group with 2 to 12 carbon atoms in L.

[0355] Furthermore, the curing accelerator can also use hydroxymethyl compounds (e.g., compounds exemplified as crosslinking agents in paragraph 0246 of Japanese Patent Application Publication No. 2015-034963), amines, phosphonium salts, amidine salts, amide compounds (e.g., curing agents described in paragraph 0186 of Japanese Patent Application Publication No. 2013-041165), alkali generating agents (e.g., ionic compounds described in Japanese Patent Application Publication No. 2014-055114), cyanate ester compounds (e.g.) Examples include compounds described in paragraph 0071 of Japanese Patent Application Publication No. 2012-150180, alkoxysilane compounds (e.g., alkoxysilane compounds with epoxy groups described in Japanese Patent Application Publication No. 2011-253054), onium salt compounds (e.g., compounds exemplified as acid generating agents in paragraph 0216 of Japanese Patent Application Publication No. 2015-034963, and compounds described in Japanese Patent Application Publication No. 2009-180949), etc.

[0356] When the coloring composition of the present invention contains a curing accelerator, the content of the curing accelerator in the total solids component of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

[0357] <<Silane Coupling Agents>>

[0358] The coloring composition of the present invention can contain a silane coupling agent. Preferably, the silane coupling agent is a silane compound having at least two functional groups with different reactivity in one molecule. The silane coupling agent is preferably a silane compound having at least one group selected from vinyl, epoxy, styrene, methacrylate, amino, isocyanurate, urea, mercapto, thioether, and isocyanate groups, and an alkoxy group. Specific examples of silane coupling agents include N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., LTD., KBM-602), N-2-(aminoethyl)-3-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemicai Co., LTD., KBM-603), 3-aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., LTD., KBM-903), 3-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., LTD., KBE-903), 3-methacryloyloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., LTD., KBM-503), and 3-epoxypropoxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., LTD., KBM-403), etc. For details regarding silane coupling agents, please refer to paragraphs 0155 to 0158 of Japanese Patent Application Publication No. 2013-254047, which are incorporated herein by reference. When the coloring composition of the present invention contains a silane coupling agent, the content of the silane coupling agent in the total solids of the coloring composition is preferably 0.001 to 20% by mass, more preferably 0.01 to 10% by mass, and particularly preferably 0.1% to 5% by mass. The coloring composition of the present invention may contain only one type of silane coupling agent or may contain two or more types. When two or more types are contained, it is preferable that these total amounts fall within the above-described range.

[0359] <<Polymerization Inhibitors>>

[0360] The coloring composition of the present invention can contain a polymerization inhibitor. Examples of polymerization inhibitors include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), and N-nitrosophenylhydroxylamine salts (ammonium salts, cerium salts, etc.). When the coloring composition of the present invention contains a polymerization inhibitor, the content of the polymerization inhibitor in the total solids component of the coloring composition is preferably 0.0001 to 5% by mass. The coloring composition of the present invention may contain only one polymerization inhibitor or may contain two or more. When two or more are contained, it is preferable that these total amounts fall within the above-described range.

[0361] <<Ultraviolet Absorbers>>

[0362] The coloring composition of the present invention can contain an ultraviolet absorber. The ultraviolet absorber can be a conjugated diene compound, an amino diene compound, a salicylic acid compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyl triazine compound, an indole compound, a triazine compound, etc. For details regarding these, please refer to paragraphs 0052-0072 of Japanese Patent Application Publication No. 2012-208374, paragraphs 0317-0334 of Japanese Patent Application Publication No. 2013-068814, and paragraphs 0061-0080 of Japanese Patent Application Publication No. 2016-162946, and these contents are incorporated herein by reference. Commercially available ultraviolet absorbers include, for example, UV-503 (manufactured by DAITO CHEMICAL CO., LTD). Furthermore, examples of benzotriazole compounds include the MYUA series manufactured by MIYOSHI OIL & FAT CO., LTD. (Chemical Industry Daily, February 1, 2016). Additionally, compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used as ultraviolet absorbers. When the coloring composition of the present invention contains an ultraviolet absorber, the content of the ultraviolet absorber in the total solids of the coloring composition is preferably 0.1 to 10% by mass, more preferably 0.1 to 5% by mass, and particularly preferably 0.1 to 3% by mass. Furthermore, only one type of ultraviolet absorber can be used, or two or more types can be used. When two or more types are used, it is preferable that their total amount falls within the above-mentioned range.

[0363] <<Surfactants>>

[0364] The coloring composition of the present invention can contain a surfactant. Various surfactants, such as fluorinated surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants, can be used as surfactants. Regarding surfactants, those described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779 are cited, and this content is incorporated herein by reference.

[0365] The surfactant is preferably a fluorinated surfactant. By including a fluorinated surfactant in the coloring composition, the liquid properties (especially flowability) are further improved, and the liquid-saving properties can be further enhanced. Furthermore, it is possible to form a film with minimal thickness uniformity.

[0366] The fluorine content in the fluorinated surfactant is preferably 3-40% by mass, more preferably 5-30% by mass, and particularly preferably 7-25% by mass. Fluorinated surfactants with fluorine content in this range are effective from the viewpoint of coating film thickness uniformity and liquid-saving properties, and also have good solubility in coloring compositions.

[0367] As fluorinated surfactants, examples include those described in Japanese Patent Application Publication No. 2014-041318 (paragraphs 0060-0064 of the corresponding International Publication No. 2014 / 017669), Japanese Patent Application Publication No. 2011-132503 (paragraphs 0117-0132), and Japanese Patent Application Publication No. 2020-008634, and these contents are incorporated in this specification. Commercially available fluorinated surfactants include, for example, Megaface. F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, F-437, F-4 75. F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-56 0. F-561, F-563, F-565, F-568, F-575, F-780, EXP, MFS-330, R-01, R-40, R-40-LM, R-41, R-41-LM, RS-43, TF-1956, RS-90, R-94, RS-72-K, DS-21 (above, DIC Fluorad FC430, FC431, FC171 (and above, manufactured by Sumitomo 3M Limited), Surflon S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, KH-40 (and above, manufactured by AGC Inc.), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (and above, manufactured by OMNOVA SolutiOhS Inc.), Ftergent 208G, 215M, 245F, 601AD, 601ADH2, 602A, 610FM, 710FL, 71OFM, 710FS, FTX-218 (and above, manufactured by Neos Corporation), etc.

[0368] Furthermore, acrylic compounds can be preferably used as fluorinated surfactants. These acrylic compounds have a molecular structure containing functional groups with fluorine atoms, and when heated, the functional groups containing fluorine atoms are partially cleaved, causing the fluorine atoms to volatilize. Examples of such fluorinated surfactants include the MEGAFACE DS series manufactured by DIC Corporation (Hydrogen Kagaku Nihon (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)), such as MEGAFACE DS-21.

[0369] Furthermore, regarding fluorinated surfactants, polymers of vinyl ether compounds having fluorinated alkyl or fluorinated alkylene ether groups and hydrophilic vinyl ether compounds are preferred. Examples of such fluorinated surfactants can be found in Japanese Patent Application Publication No. 2016-216602, and this information is incorporated herein by reference.

[0370] Fluorinated surfactants can also utilize block polymers. Preferably, fluorinated surfactants can also utilize fluorinated polymers comprising: repeating units derived from (meth)acrylate compounds having fluorine atoms; and repeating units derived from (meth)acrylate compounds having two or more (preferably five or more) alkeneoxy groups (preferably ethoxide or propylene oxide). Furthermore, the fluorinated surfactants described in paragraphs 0016 to 0037 of Japanese Patent Application Publication No. 2010-032698, and the following compounds, are also exemplified as fluorinated surfactants used in this invention.

[0371] [Chemical Formula 22]

[0372]

[0373] The weight-average molecular weight of the above compounds is preferably 3,000 to 50,000, for example, 14,000. In the above compounds, the percentage representing the proportion of repeating units is in molar percentages.

[0374] Furthermore, fluorinated surfactants can also be used on fluoropolymers with groups containing vinyl unsaturated bonds on their side chains. Specific examples include compounds described in paragraphs 0050-0090 and 0289-0295 of Japanese Patent Application Publication No. 2010-164965, such as MEGAFACE RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. Additionally, fluorinated surfactants can also be used with compounds described in paragraphs 0015-0158 of Japanese Patent Application Publication No. 2015-117327.

[0375] Furthermore, from an environmental control perspective, it is preferable to use the surfactants described in International Publication No. 2020 / 084854 instead of surfactants with 6 or more carbon atoms.

[0376] Furthermore, it is also preferable to use fluorinated imide salt compounds represented by formula (fi-1) as surfactants.

[0377] [Chemical Formula 23]

[0378]

[0379] In equation (fi-1), m represents 1 or 2, n represents an integer from 1 to 4, α represents 1 or 2, and X α+ Metal ions with an α valence, primary ammonium ions, secondary ammonium ions, tertiary ammonium ions, quaternary ammonium ions, or NH4+ ions + .

[0380] Examples of nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane and their ethoxylated and propoxylated derivatives (e.g., glycerol propoxylated, glycerol ethoxylated, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oil ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid esters, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Japan Lubrizol Corporation), NCW-101, NCW-1001, NCW-1002 (Wako Pure Chemicals). Industries, Ltd. (manufactured), PIONIN D-6112, D-6112-W, D-6315 (manufactured by Takemoto Oil & Fat Co., Ltd.), OLFIN E1010, Surfynol 104, 400, 440 (manufactured by Nissin Chemical Co., Ltd.), etc.

[0381] Examples of silicone-based surfactants include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Toray Silicone SH8400 (and above, manufactured by Dow CorningToray Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (and above, manufactured by Momentive Performance Materials Inc.), KP-341, KF-6001, and KF-6002 (and above, manufactured by Shin-Etsu Chemical). BYK-307, BYK-322, BYK-323, BYK-330, BYK-3760, BYK-UV3510 (and above, manufactured by BYK-Chemie Corporation), FZ-2122 (manufactured by Dow Toray Co., Ltd.), etc.

[0382] Furthermore, silicone surfactants can also use compounds with the following structures.

[0383] [Chemical Formula 24]

[0384]

[0385] The surfactant content in the total solids component of the coloring composition is preferably 0.001 to 5.0% by mass, more preferably 0.005 to 3.0% by mass. There may be only one type of surfactant, or there may be two or more types. In the case of two or more types, the total amount of these surfactants is preferably within the range described above.

[0386] <<Other Additives>>

[0387] In the coloring composition of the present invention, various additives, such as fillers, adhesion promoters, antioxidants, and anti-agglomeration agents, can be formulated as needed. Examples of such additives include those described in paragraphs 0155 to 0156 of Japanese Patent Application Publication No. 2004-295116, which are incorporated herein by reference. Furthermore, as antioxidants, examples include phenolic compounds, phosphorus compounds (e.g., compounds described in paragraph 0042 of Japanese Patent Application Publication No. 2011-090147), and sulfide compounds. Commercially available examples include the Adekastab series (AO-20, AO-30, AO-40, AO-50, AO-50F, AO-60, AO-60G, AO-80, AO-330, etc.) manufactured by ADEKA CORPORATION. Furthermore, as antioxidants, the multifunctional hindered amine antioxidants described in International Publication No. 2017 / 006600, the antioxidants described in International Publication No. 2017 / 164024, and the antioxidants described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967 can also be used. Only one antioxidant can be used, or two or more can be used. Furthermore, the coloring composition of the present invention may also contain a potential antioxidant, as needed. Examples of potential antioxidants include compounds whose sites functioning as antioxidants are protected by a protecting group, and compounds that function as antioxidants by removing the protecting group through heating at 100–250°C or heating at 80–200°C in the presence of an acid / base catalyst. Specific examples of potential antioxidants include compounds described in International Publication No. 2014 / 021023, International Publication No. 2017 / 030005, and Japanese Patent Application Publication No. 2017-008219. Commercially available examples include ADEKA ARKLSGPA-5001 (manufactured by ADEKA CORPORATION). Furthermore, the coloring composition of the present invention can contain the sensitizer, light stabilizer, heat inhibitor, and storage stabilizer described in paragraph 0078 of Japanese Patent Application Publication No. 2004-295116, and paragraph 0081 of Japanese Patent Application Publication No. 2004-295116, respectively.

[0388] From an environmental control perspective, the use of perfluoroalkyl sulfonic acids and their salts, as well as perfluoroalkyl carboxylic acids and their salts, is restricted. In the coloring composition of the present invention, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkyl sulfonic acids (especially perfluoroalkyl sulfonic acids with 6 to 8 carbon atoms in the perfluoroalkyl group) and their salts, and perfluoroalkyl carboxylic acids (especially perfluoroalkyl carboxylic acids with 6 to 8 carbon atoms in the perfluoroalkyl group) and their salts is preferably in the range of 0.01 ppb to 1,000 ppb relative to the total solids content of the coloring composition, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb. The coloring composition of the present invention may substantially not contain perfluoroalkyl sulfonic acids and their salts, and perfluoroalkyl carboxylic acids and their salts. For example, by using compounds that can replace perfluoroalkyl sulfonic acids and their salts, and compounds that can replace perfluoroalkyl carboxylic acids and their salts, a coloring composition that substantially does not contain perfluoroalkyl sulfonic acids and their salts, and perfluoroalkyl carboxylic acids and their salts can be selected. As alternatives to regulated compounds, examples include compounds excluded from regulation due to differences in the number of carbon atoms in the perfluoroalkyl group. However, the foregoing does not preclude the use of perfluoroalkyl sulfonic acids and their salts, as well as perfluoroalkyl carboxylic acids and their salts. The coloring compositions of the present invention may contain perfluoroalkyl sulfonic acids and their salts, and perfluoroalkyl carboxylic acids and their salts, within the maximum permissible range.

[0389] <Containment Container>

[0390] There are no particular limitations on the container used for the coloring composition of the present invention, and known containers can be used. Furthermore, to prevent impurities from contaminating the raw materials or coloring composition, it is preferable to use a multi-layered bottle with an inner wall composed of six layers of six different resins, or a bottle with a seven-layer structure made of the six resins. Examples of such containers include those described in Japanese Patent Application Publication No. 2015-123351. Moreover, to prevent metal leaching from the inner wall of the container, improve the storage stability of the composition, or inhibit component deterioration, it is preferable that the inner wall of the container be made of glass or stainless steel.

[0391] <Method for manufacturing coloring composition>

[0392] The coloring composition of the present invention can be manufactured by mixing the components. In manufacturing the coloring composition, all components can be simultaneously dissolved and / or dispersed in a solvent, or, as needed, the components can be appropriately prepared as two or more solutions or dispersions, and then mixed together before use (during coating) to manufacture the coloring composition.

[0393] Furthermore, the manufacturing of the coloring composition may include a process for dispersing the pigment. Examples of mechanical forces used for pigment dispersion in this process include compression, extrusion, impact, shearing, and pitting. Specific examples of these processes include bead milling, sand milling, roller milling, ball milling, paint agitation, microjet milling, high-speed impeller milling, sand mixing, jet mixing, high-pressure wet microparticle formation, and ultrasonic dispersion. In the pulverization of pigments using sand milling (bead milling), it is preferable to use small-diameter microspheres, and to perform the process under conditions that improve pulverization efficiency by increasing the microsphere filling rate, etc. Furthermore, it is preferable to remove coarse particles after pulverization by filtration, centrifugation, or the like. Furthermore, regarding the process and dispersing machine for dispersing pigments, the processes and dispersing machines described in "Complete Collection of Dispersion Technology, published by JOHOKIKO CO., LTD., July 15, 2005" or "Comprehensive Collection of Dispersion Technology and Practical Applications in Industry Centered on Suspension (Solid / Liquid Dispersion Systems), published by the Business Development Center Publishing Department, October 10, 1978," and paragraph 0022 of Japanese Patent Application Publication No. 2015-157893, are preferred. Moreover, in the process of dispersing pigments, particle refinement can be achieved through a salt milling process. The raw materials, equipment, and processing conditions used in the salt milling process can be referenced, for example, in Japanese Patent Application Publication Nos. 2015-194521 and 2012-046629.

[0394] When manufacturing a coloring composition, it is preferable to filter the coloring composition with a filter to remove foreign matter or reduce defects. As for the filter, any filter that has been used for filtration purposes can be used without particular restrictions. Examples include filters made of fluoropolymers such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF), polyamide resins such as nylon (e.g., nylon-6, nylon-6, 6), and polyolefin resins such as polyethylene and polypropylene (PP) (including high-density and ultra-high molecular weight polyolefin resins). Among these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0395] The pore size of the filter is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. As long as the pore size of the filter is within the above range, fine foreign matter can be removed more reliably. The pore size value of the filter can be referenced from the filter manufacturer's specifications. Various filters supplied by NIHON PALL LTD. (DFA4201NIEY, DFA4201NAEY, DFA4201J006P, etc.), Advantec Toyo Kaisha, Ltd., Japan Entegris Inc. (formerly Japan Microlis Co., Ltd.), and KITZ MICRO FILTER CORPORATION can be used.

[0396] Furthermore, fibrous filter materials are preferred as filters. Examples of fibrous filter materials include polypropylene fiber, nylon fiber, and glass fiber. Commercially available products include the SBP series (SBP008, etc.), TPR series (TPR002, TPR005, etc.), and SHPX series (SHPX003, etc.) manufactured by ROKI TECHNO CO., LTD. When using filters, different filters can be combined (e.g., a first filter and a second filter, etc.). In this case, filtration with each filter can be performed only once or more. Furthermore, filters with different pore sizes can be combined within the above-mentioned range. Also, the dispersion can be filtered only using the first filter, and after mixing other components, it can be filtered using the second filter.

[0397] <Cured film>

[0398] The cured film of the present invention is a film obtained by curing the coloring composition of the present invention described above. The cured film of the present invention can be used in color filters, etc. Specifically, it is preferably used as a coloring layer (pixel) in a color filter, and more preferably as a red pixel. The thickness of the cured film of the present invention can be appropriately adjusted according to the purpose, but is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or more, more preferably 1.0 μm or more, and even more preferably 1.1 μm or more. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and even more preferably 1.8 μm or less.

[0399] <Methods for forming cured films>

[0400] Next, the method for forming the cured film will be explained.

[0401] The method for forming the cured film preferably includes the following steps: a step of coating the coloring composition of the present invention onto a support to form a coloring composition layer; a step of exposing the coloring composition layer (exposure step); and a step of heat-treating the exposed coloring composition layer (post-baking step). Furthermore, in the case of forming a patterned cured film (pixel), it is preferable to further include in the above-mentioned exposure step a step of exposing the coloring composition layer into a pattern, and then developing the exposed coloring composition layer between the exposure step and the post-baking step (development step).

[0402] In this invention, it is preferable to perform the curing process at a temperature of 150°C or below throughout the entire process. Furthermore, in this invention, "performing the process at a temperature of 150°C or below throughout the entire process" means performing all processes of forming the curing film using the coloring composition at a temperature of 150°C or below. This also means that in the case of a heating process after developing the exposed coloring composition layer, this heating process is also performed at a temperature of 150°C or below. The details of each process will be described below.

[0403] In the process of forming the coloring composition layer, the coloring composition of the present invention is coated onto a support to form the coloring composition layer. Examples of supports include glass substrates and resin substrates. Examples of resin substrates include polycarbonate substrates, polyester substrates, aromatic polyamide boards, polyamide-imide boards, and polyimide boards. Organic light-emitting layers can be formed on these substrates. Furthermore, silicon substrates can also be used on the support. Charge-coupled devices (CCDs), complementary metal-oxide-semiconductor (CMOS) films, transparent conductive films, etc., can be formed on the silicon substrate. Furthermore, to improve adhesion to the upper layer, prevent material diffusion, or planarize the substrate surface, a base layer can be provided on the support. Regarding the surface contact angle of the base layer, when measured with diiodomethane, it is preferably 20 to 70°. And when measured with water, it is preferably 30 to 80°. If the surface contact angle of the base layer is within the above range, the coatability of the coloring composition is good. The surface contact angle of the base layer can be adjusted, for example, by adding a surfactant. The base layer can be formed using a composition obtained by removing the colorant from the coloring composition described in this specification, or a composition containing the resin, polymeric compound, surfactant, etc. described in this specification.

[0404] As a coating method for the coloring composition, known methods can be used. Examples include drop casting; slot coating; jet coating; roller coating; spin coating; cast coating; slot spin coating; pre-wetting (e.g., the method described in Japanese Patent Application Publication No. 2009-145395); inkjet printing (e.g., on-demand, piezoelectric, thermal), nozzle jetting and other ejection systems; flexographic printing; screen printing; gravure printing; reverse offset printing; metal mask printing and other similar methods; transfer printing using molds, etc.; nanoimprinting, etc. There are no particular limitations on the applicable methods in inkjet printing. For example, methods described in "Inkjet Printing: Infinite Possibilities Visible in Patents - Published February 2005, Sumitbe Techon Research Co., Ltd." (especially pages 115-133) or those described in Japanese Patent Application Publication Nos. 2003-262716, 2003-185831, 2003-261827, 2012-126830, and 2006-169325 are examples. Furthermore, regarding the coating method of the coloring composition, reference can be made to International Publication Nos. 2017 / 030174 and 2017 / 018419, and these contents are incorporated herein by reference.

[0405] The coloring composition layer formed on the support can be dried (pre-baked). When pre-baking, the pre-baking temperature is preferably 80°C or lower, more preferably 70°C or lower, even more preferably 60°C or lower, and particularly preferably 50°C or lower. The lower limit can be, for example, set to 40°C or higher. The pre-baking time is preferably 10 to 3600 seconds. Pre-baking can be performed using a heating plate, oven, or the like.

[0406] Next, the coloring composition layer is exposed (exposure process). For example, a stepper or scanning exposure machine can be used to expose the coloring composition layer. In the case of forming a patterned cured film (pixel), the coloring composition layer is exposed to form a pattern. For example, the coloring composition layer can be exposed to form a pattern by exposing it through a mask having a predetermined mask pattern. As a result, the exposed portion can be cured.

[0407] Examples of light that can be used for exposure include gamma rays (wavelength 436 nm) and i-rays (wavelength 365 nm) and other ultraviolet light. As described in Korean Patent Publication No. 1020170122130, exposure using i-rays can be performed while blocking light with wavelengths shorter than i-rays. Furthermore, light with wavelengths of 300 nm or less can also be used (preferably light with wavelengths of 180 to 300 nm). Examples of light with wavelengths of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm), with KrF rays (wavelength 248 nm) being preferred. Moreover, light sources with wavelengths of 300 nm or more can also be used.

[0408] Furthermore, during exposure, exposure can be performed by continuous illumination or by pulsed illumination (pulse exposure). In addition, pulse exposure refers to an exposure method that involves repeatedly illuminating and pausing light in short cycles (e.g., less than milliseconds) to achieve exposure.

[0409] The irradiation dose (exposure dose) is preferably, for example, 0.03 to 2.5 J / cm. 2 More preferably, it is 0.05–1.0 J / cm³. 2 Regarding the oxygen concentration during exposure, it can be appropriately selected. Besides exposure under atmospheric conditions, it can be performed in low-oxygen environments with an oxygen concentration below 19% by volume (e.g., 15% by volume, 5% by volume, or virtually oxygen-free), or in high-oxygen environments with an oxygen concentration exceeding 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). Furthermore, the exposure illuminance can be appropriately set, typically from 1000 W / m². 2 ~100000W / m 2 (For example, 5000W / m) 2 15000W / m 2 Or 35000W / m 2 The range of oxygen concentration and exposure illuminance can be selected. For example, it can be set to an oxygen concentration of 10% by volume and an illuminance of 10,000 W / m². 2 Oxygen concentration 35% by volume and illuminance 20000 W / m² 2 wait.

[0410] In the method for forming the cured film, it is also preferable to develop the exposed color composition layer. In particular, during the exposure process, if the color composition layer is exposed to form a pattern, developing the exposed color composition layer removes the unexposed portions of the color composition layer and forms the cured film into a pattern to create pixels. The removal of the unexposed portions of the color composition layer can be performed using a developing solution. Thus, the unexposed portions of the color composition layer from the exposure process dissolve in the developing solution, leaving only the photocured portion. The temperature of the developing solution is preferably, for example, 20–30°C. The developing time is preferably 20–180 seconds. Furthermore, to improve residue removal, the process of repeatedly swiping off the developing solution every 60 seconds and then supplying new developing solution can be repeated multiple times.

[0411] Examples of alkaline developing solutions include organic solvents and alkaline developing solutions, with alkaline developing solutions being the most preferred. An alkaline aqueous solution (alkaline developing solution) obtained by diluting an alkaline agent with pure water is preferred. Examples of alkaline agents include, for example, organic alkaline compounds such as ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis(2-hydroxyethyl)ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo-[5.4.0]-7-undecene, or inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium silicate, and sodium metasilicate. From an environmental and safety perspective, the alkaline agent is preferably a compound with a large molecular weight. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. Furthermore, the developer may contain a surfactant. Examples of surfactants include those mentioned above, with nonionic surfactants being preferred. From the viewpoint of ease of transfer or storage, the developer can be temporarily prepared as a concentrate and diluted to the desired concentration before use. The dilution ratio is not particularly limited, and can be set in the range of 1.5 to 100 times. It is also preferable to rinse (wash) with pure water after development. Furthermore, rinsing is preferably performed by supplying rinsing solution to the developed color composition layer while rotating the support on which the developed color composition layer is formed. It is also preferable to perform rinsing by moving the nozzle dispensing the rinsing solution from the center of the support to its periphery. At this time, when moving the nozzle from the center of the support to its periphery, the moving speed of the nozzle can be gradually reduced. By rinsing in this way, in-plane deviation during rinsing can be suppressed. Furthermore, the same effect can be obtained by gradually reducing the rotational speed of the support while moving the nozzle from the center to its periphery.

[0412] After development, it is preferable to perform additional exposure and heat treatment (post-baking) after drying. The additional exposure and post-baking are curing treatments after development to ensure complete curing.

[0413] When post-baking is performed, the heating temperature is preferably 150°C or lower. The upper limit of the heating temperature is more preferably 120°C or lower, and even more preferably 100°C or lower. Regarding the lower limit of the heating temperature, there is no particular limitation as long as it promotes the curing of the composition; more preferably, it is 50°C or higher, and even more preferably 75°C or higher. The heating time is preferably 1 minute or more, more preferably 5 minutes or more, and even more preferably 10 minutes or more. The upper limit is not particularly limited, but from a production point of view, 20 minutes or less is preferred. It is also preferable that the post-baking is performed in an atmosphere of inert gas. According to this method, thermal polymerization can be carried out with very high efficiency without oxygen hindrance, and even when pixels are manufactured at temperatures below 120°C throughout the process, pixels with good flatness and excellent solvent resistance can be produced. Examples of inert gases include nitrogen, argon, and helium, with nitrogen being preferred. The oxygen concentration during post-baking is preferably 100 ppm or lower.

[0414] When performing additional exposure processing, it is preferable to expose the color composition layer by irradiating it with light with a wavelength of 254 to 350 nm. More preferably, in the process of exposing the color composition layer into a pattern (exposure before development), it is preferable to expose the color composition layer by irradiating it with light having a wavelength of more than 350 nm and less than 380 nm (preferably light with a wavelength of 355 to 370 nm, more preferably i-rays). In the additional exposure processing (exposure after development), the developed color composition layer is exposed by irradiating it with light with a wavelength of 254 to 350 nm (preferably light with a wavelength of 254 nm). According to this method, the color composition layer can be properly cured by the first exposure (exposure before development), and the entire color composition layer can be almost completely cured by the next exposure (exposure after development). Therefore, even under low temperature conditions, the color composition layer can be fully cured, resulting in pixels with excellent solvent resistance, adhesion, and the rectangularity of the pattern. Thus, in the case of exposure in two stages, the coloring composition preferably uses a light absorption coefficient of 1.0 × 10⁻⁶ at a wavelength of 365 nm, which is contained in methanol, as the photopolymerization initiator. 3 The absorption coefficient at 365 nm for photopolymerization initiators with a concentration of mL / gcm or higher and for methanol is 1.0 × 10⁻⁶. 2 The absorbance coefficient of light with a concentration of less than mL / gcm and a wavelength of 254nm is 1.0×10⁻⁶. 3 Photopolymerization initiators with a concentration of mL / gcm or higher.

[0415] Regarding post-development exposure, it can be performed, for example, using an ultraviolet photoresist curing apparatus. Light with wavelengths of, for example, 254–350 nm, and other light (e.g., i-rays) can be irradiated from the ultraviolet photoresist curing apparatus.

[0416] The preferred exposure (irradiation dose) after development is 30–4000 mJ / cm². 2 More preferably 50–3500 mJ / cm 2 The wavelength difference between the light used in the pre-development exposure and the light used in the post-development exposure is preferably less than 200 nm, and more preferably 100–150 nm.

[0417] <Color Filter>

[0418] Next, the color filter of the present invention will be described. The color filter of the present invention has the cured film of the present invention described above. Preferably, the colored pixel of the color filter, more preferably the red pixel, has the cured film of the present invention.

[0419] The color filter of the present invention preferably has colored pixels of other hues in addition to the pixels of the cured film of the present invention. Examples of other colored pixels include blue pixels, green pixels, yellow pixels, magenta pixels, cyan pixels, etc. As a preferred embodiment of the color filter of the present invention, an embodiment having red pixels, green pixels, and blue pixels composed of the cured film of the present invention can be described.

[0420] In the blue pixel forming coloring composition preferred for use in conjunction with the pixel of the cured film of the present invention, the maximum absorbance A relative to light with a wavelength of 400-450 nm is... max11 The minimum absorbance A relative to light with wavelengths of 475–575 nm min12 The ratio A max11 / A min11 Preferably, it is 15 or more, more preferably 20 or more, and even more preferably 25 or more.

[0421] Furthermore, when the absorbance of the above-mentioned green pixel forming coloring composition relative to light with a wavelength of 450 nm is set to 1, the wavelength with an absorbance of 0.3 is preferably in the range of 455 to 505 nm, more preferably in the range of 460 to 500 nm, even more preferably in the range of 465 to 495 nm, and particularly preferably in the range of 470 to 490 nm.

[0422] In the preferred blue pixel forming coloring composition used in conjunction with the pixel of the cured film of the present invention, the maximum absorbance A relative to light with wavelengths of 550 to 650 nm is... max21 The minimum absorbance A relative to light with wavelengths of 400–500 nmmin21 The ratio A max21 / A min21 Preferably, it is 10 or more, more preferably 12.5 or more, and even more preferably 15 or more.

[0423] Furthermore, when the absorbance of the above-mentioned coloring composition for forming blue pixels is set to 1 relative to light with a wavelength of 600 nm, the wavelength with an absorbance of 0.3 is preferably in the range of 475 to 555 nm, more preferably in the range of 480 to 540 nm, even more preferably in the range of 485 to 525 nm, and particularly preferably in the range of 490 to 510 nm.

[0424] The color filter of the present invention can be used in display devices, CCD (charge-coupled device), CMOS (complementary metal-oxide-semiconductor) and other solid-state imaging elements.

[0425] In the color filter of the present invention, the thickness of the cured film can be appropriately adjusted according to the purpose, but is preferably 0.5 to 3.0 μm. The lower limit is preferably 0.8 μm or more, more preferably 1.0 μm or more, and even more preferably 1.1 μm or more. The upper limit is preferably 2.5 μm or less, more preferably 2.0 μm or less, and even more preferably 1.8 μm or less.

[0426] In the color filter of the present invention, the line width (pattern size) of the pixel is preferably 2.0 to 10.0 μm. The upper limit is preferably 7.5 μm or less, more preferably 5.0 μm or less, and even more preferably 4.0 μm or less. The lower limit is preferably 2.25 μm or more, more preferably 2.5 μm or more, and even more preferably 2.75 μm or more.

[0427] In the color filter of the present invention, a protective layer can be provided on the surface of the cured film. By providing the protective layer, various functions such as oxidation resistance, low reflectivity, hydrophilicity / hydrophobicity, and shielding of light of specific wavelengths (ultraviolet, near-infrared, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. Methods for forming the protective layer include methods such as coating with a resin composition dissolved in an organic solvent, chemical vapor deposition, and attaching the molded resin with an adhesive material. Examples of components constituting the protective layer include (meth)acrylic resin, olefin-thiol resin, polycarbonate resin, polyether resin, polyaryl ester resin, polysulfone resin, polyethersulfone resin, polystyrene resin, polyaryl ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, amine ester resin, aromatic polyamide resin, polyamide resin, alkyd resin, epoxy resin, modified polysiloxane resin, fluororesin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al2O3, Mo, SiO2, Si2N4, etc., and more than two of these components may be contained. For example, in the case of a protective layer intended to block oxygen, the protective layer preferably includes polyol resin, SiO2, and Si2N4. Furthermore, in the case of a protective layer for low reflectivity, the protective layer preferably includes (meth)acrylic resin and fluororesin.

[0428] When forming a protective layer by coating a resin composition, known methods such as spin coating, casting, screen printing, and inkjet printing can be used as the coating method for the resin composition. Known organic solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the organic solvent contained in the resin composition. When forming a protective layer by chemical vapor deposition, known chemical vapor deposition methods (thermochemical vapor deposition, plasma-enhanced chemical vapor deposition, photochemical vapor deposition) can be used as the chemical vapor deposition method.

[0429] Depending on the requirements, the protective layer may also contain additives such as organic microparticles, inorganic microparticles, absorbers of specific wavelengths of light (e.g., ultraviolet, near-infrared, etc.), refractive index modifiers, antioxidants, adhesives, and surfactants. Examples of organic microparticles include polymeric microparticles (e.g., polysiloxane microparticles, polystyrene microparticles, melamine resin microparticles), and examples of inorganic microparticles include titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbers can be used for absorbing specific wavelengths of light. The content of these additives can be appropriately adjusted, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, relative to the total mass of the protective layer.

[0430] Furthermore, as a protective layer, the protective layer described in paragraphs 0073 to 0092 of Japanese Patent Application Publication No. 2017-151176 can also be used.

[0431] The color filter may have a base layer. Regarding the surface contact angle of the base layer, when measured with diiodomethane, it is preferably 20–70°. Furthermore, when measured with water, it is preferably 30–80°. If the surface contact angle of the base layer is within the above range, the coatability of the coloring composition is good. The surface contact angle of the base layer can be adjusted, for example, by adding a surfactant.

[0432] Color filters can also have a structure in which each colored pixel is embedded in a space divided by partitions, for example, a grid.

[0433] <Display Device>

[0434] The image display device of the present invention has the cured film of the present invention as described above. Examples of display devices include liquid crystal display devices and organic electroluminescent display devices. Definitions of display devices and detailed descriptions of various display devices are described, for example, in "Electronic Display Devices" (by Akio Sasaki, Kogyo Chosakai Publishing Co., Ltd., 1990) and "Display Devices" (by Junsho Ibuki, Sangyo Tosho Publishing Co., Ltd., 1989). Furthermore, liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, Kogyo Chosakai Publishing Co., Ltd., 1994). There are no particular limitations on the liquid crystal display devices to which the present invention can be applied; for example, liquid crystal display devices of various types described in the aforementioned "Next Generation Liquid Crystal Display Technology" can be applied.

[0435] Organic electroluminescent display devices can have a light source composed of white organic electroluminescent elements. A tandem structure is preferred for the white organic electroluminescent elements. Details regarding the tandem structure of organic electroluminescent elements are found in Japanese Patent Application Publication No. 2003-045676, supervised by Akiyoshi Mikami, "The Forefront of Organic EL Technology Development - High Brightness, High Precision, Long Lifespan - Techniques Collection -", Technical Information Institute Co., Ltd., pp. 326-328, 2008, etc. The spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430nm-485nm), the green region (530nm-580nm), and the yellow region (580nm-620nm). In addition to these emission peaks, a maximum emission peak in the red region (650nm-700nm) is more preferable.

[0436] Example

[0437] The present invention will be specifically described below with examples. The materials, amounts, proportions, processing contents, and processing steps shown in the following examples can be appropriately modified without departing from the spirit of the invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0438] Measurement of weight-average molecular weight (Mw)

[0439] The weight-average molecular weight (Mw) of the sample was measured by gel permeation chromatography (GPC) under the following conditions.

[0440] Types of tubing: Tubes consisting of TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000 connected together.

[0441] Developing solvent: Tetrahydrofuran

[0442] Column temperature: 40℃

[0443] Flow rate (sample injection volume): 1.0 μL (sample concentration is 0.1% by mass)

[0444] Device Name: HLC-8220GPC manufactured by TOSOH CORPORATION

[0445] Detector: RI (Refractive Index) Detector

[0446] Calibration curve base resin: polystyrene resin

[0447] <Preparation of Colorant Solution>

[0448] After uniformly mixing the raw materials listed in the table below, the mixture was dispersed for 5 hours using 1 mm diameter zirconia beads in an EIGER mill (EIGER Japan's "Mini Model M-250MKII"). Then, colorant solutions P-R1, P-R2, P-R3, P-R4, P-R5, and P-RC1 were prepared by filtration through a 5 μm pore size filter. The amounts of each raw material are shown in parts by mass in the table below. Blank columns indicate materials not included.

[0449] [Table 1]

[0450]

[0451] The abbreviations in the table represent the raw materials as follows.

[0452] (Red coloring agent)

[0453] PR177: CIPigment Red 177 (red pigment)

[0454] PR264: CIPigment Red 264 (red pigment)

[0455] PR269: CIPigment Red 269 (red pigment)

[0456] PR254: CIPigment Red 254 (red pigment)

[0457] PR7: CIPigment Red 7 (red pigment)

[0458] (Yellow coloring agent)

[0459] PY139: CI Pigment Yellow 139 (Yellow Pigment)

[0460] (Dispersant)

[0461] Dispersant 1: Solsperse 20000 (manufactured by The Lubrizol Corporation)

[0462] Dispersant 2: Resin solution D2 prepared by the following method

[0463] 90.0 parts by weight of cyclohexanone were added to a reaction vessel equipped with a stirrer, thermometer, dropping device, reflux cooler, and gas inlet pipe. Nitrogen gas was injected into the vessel while heating to 60°C. At the same temperature, a mixture of 20.0 parts by weight of methacrylic acid, 10.0 parts by weight of methyl methacrylate, 55.0 parts by weight of n-butyl methacrylate, 15 parts by weight of benzyl methacrylate, and 2.5 parts by weight of 2,2'-azobisisobutyronitrile was added dropwise over 2 hours, and polymerization was carried out. After the dropwise addition was completed, the reaction was continued at 60°C for 1 hour. Then, a substance obtained by dissolving 0.5 parts by weight of 2,2'-azobisisobutyronitrile in 10.0 parts by weight of propylene glycol monomethyl ether acetate (PGMEA) was added, and the mixture was stirred continuously at the same temperature for 3 hours to obtain a resin (polymer). After cooling to room temperature, the solution was diluted with cyclohexanone to obtain a resin solution D2 with a solids concentration of 20%. The weight-average molecular weight of the obtained resin (polymer) was 30,000.

[0464] (Pigment derivatives)

[0465] Pigment Derivative 1: Compounds with the following structure

[0466] [Chemical Formula 25]

[0467]

[0468] <Preparation of the coloring composition>

[0469] The following raw materials were mixed and stirred, and then filtered using a nylon filter (manufactured by Nihon Pall Ltd.) with a pore size of 0.45 μm to prepare a coloring composition.

[0470] [Table 2]

[0471]

[0472] The abbreviations in the table represent the raw materials as follows.

[0473] (Colorant solution)

[0474] P-R1~P-R5, P-Rc1: The colorant solutions P-R1~P-R5, P-Rc1 manufactured above

[0475] (Photopolymerization initiator)

[0476] I-1: Irgacure OXE02 (manufactured by BASF, a compound with the following structure)

[0477] I-2: Omnirad 2959 (manufactured by IGM Resins BV, a compound with the following structure).

[0478] I-3: Compounds with the following structure.

[0479] [Chemical Formula 26]

[0480]

[0481] (resin solution)

[0482] A-1~A-9: 40% by mass PGMEA solution of resins with the following structures

[0483] Resin solution A-1 was prepared by the following method: 207 parts by mass of PGMEA were added to a reaction vessel consisting of a thermometer, cooling tube, nitrogen inlet tube, dropper, and stirrer mounted in a separable four-necked flask. The mixture was heated to 80°C to displace nitrogen from the reaction vessel. Then, over 2 hours, a mixture of 16 parts by mass of styrene, 75 parts by mass of glycidyl methacrylate, 2 parts by mass of dicyclopentyl methacrylate, 10 parts by mass of methyl methacrylate, and 1.33 parts by mass of 2,2'-azobisisobutyronitrile was added dropwise through the dropper. After the addition was complete, the reaction was continued for another 3 hours to obtain a resin with the structure described below. After cooling to room temperature, the resin was diluted with PGMEA to adjust the solids concentration to 40% by mass, thus preparing resin solution A-1.

[0484] Resin solutions A-2 to A-9 were prepared using the same method as resin solution A-1.

[0485] [Chemical Formula 27]

[0486]

[0487] A-10: A 40% by mass PGMEA solution of a resin with the following structure.

[0488] [Chemical Formula 28]

[0489]

[0490] A-11: A 40% by mass PGMEA solution of a resin with the following structure.

[0491] [Chemical Formula 29]

[0492]

[0493] A-12: A 40% by mass PGMEA solution of a resin with the following structure.

[0494] [Chemical Formula 30]

[0495]

[0496] D-1: A 40% by mass PGMEA solution of a resin with the following structure.

[0497] [Chemical Formula 31]

[0498]

[0499] The weight-average molecular weight, content of cyclic ether groups, content of acid groups, and content of acid groups protected by protecting groups for each resin are listed in the table below. Furthermore, for resins A-1 to A-10, A-12, and D-1, the ratio of the content of cyclic ether groups to the content of acid groups is listed in the content ratio column. And for resin A-11, the ratio of the content of cyclic ether groups to the total content of acid groups and acid groups protected by protecting groups is listed in the content ratio column.

[0500] [Table 3]

[0501]

[0502] (polymeric compounds)

[0503] M-1: ARONIX M-402 (manufactured by TOAGOSEI CO., LTD., a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate)

[0504] M-2: Compounds with the following structure (a+b+c=3)

[0505] [Chemical Formula 32]

[0506]

[0507] M-3: NK ESTER A-TMMT (manufactured by Shin Nakamura Chemical Co., Ltd.)

[0508] (solvent)

[0509] S-1: Propylene glycol monomethyl ether acetate (PGMEA)

[0510] S-2: Propylene glycol monomethyl ether (PGME)

[0511] <Evaluation of Spectroscopy>

[0512] Using a spin coater, each coloring composition was coated onto a glass substrate to achieve a dried film thickness of 2 μm, and then dried on a heated plate at 100°C for 2 minutes. Next, an ultra-high pressure mercury lamp was used at an exposure illuminance of 20 mW / cm². 2 Exposure is 1 J / cm 2Exposure was performed under specific conditions. Then, it was heated on a 100°C hot plate for 20 minutes and allowed to cool naturally to form a cured film. During the curing process, the substrate temperature remained within the range of 20–100°C throughout the entire process. Regarding the obtained cured film, the absorbance of light in the wavelength range of 300–800 nm was measured using a UV-Vis-NIR spectrophotometer (UV3600, manufactured by Shimadzu Corporation), with a reference source circuit as the glass substrate. The maximum absorbance A relative to light in the wavelength range of 400–500 nm was recorded. max1 The minimum absorbance A relative to light with wavelengths of 550–700 nm min1 The ratio A max1 / A min1 (Hereinafter referred to as absorbance ratio 1) When the absorbance relative to light with a wavelength of 500 nm is set to 1, wavelengths with an absorbance of 0.3 (hereinafter referred to as wavelength 1) were measured.

[0513] <Evaluation of Mixed Colors>

[0514] Using a spin coater, each coloring composition was coated onto a glass substrate to achieve a dried film thickness of 2 μm, and then dried on a heated plate at 100°C for 2 minutes. Next, an ultra-high pressure mercury lamp was used at an exposure illuminance of 20 mW / cm². 2 Exposure level is 100mJ / cm 2 Exposure was performed under the specified conditions. Next, pit development was carried out for 60 seconds at 23°C using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, rinsing was performed by a rotating spray, followed by washing with pure water. Finally, heating on a hot plate at 100°C for 20 minutes and allowing natural cooling resulted in the formation of a cured film. The transmittance (T1) of light at a wavelength of 450 nm of the obtained cured film was measured using an MCPD-3000 (manufactured by Otsuka Electronics Co., Ltd.).

[0515] Next, using a spin coater, a coloring composition for color mixing evaluation is applied to the cured film to achieve a film thickness of 2 μm after drying. The film is then dried on a hot plate at 100°C for 2 minutes to form a coating of the coloring composition for color mixing evaluation, thereby forming a laminated film. Regarding the coloring composition for color mixing evaluation, the blue coloring composition used in the formation of the blue pixel in Example 1001, described later, was used.

[0516] Next, the glass substrate with the laminated film formed was placed on the horizontal rotating stage of a rotary / spray developer (DW-30 type, manufactured by Chemitronics Co., Ltd.), and developed in a water-pit manner for 60 seconds at 23°C using a 60% diluted solution of CD-2000 (manufactured by FUJIFILM Electronic Materials Co., Ltd.). This development removed the coating of the coloring composition for color evaluation formed on the cured film. Then, the glass substrate was fixed to the horizontal rotating stage by a vacuum suction cup. While the glass substrate was rotated at 50 rpm by a rotating device, pure water was sprayed from a nozzle above its center of rotation for rinsing, followed by spray drying.

[0517] The transmittance (T2) of light at a wavelength of 450 nm of the cured film after developing and removing the coating of the coloring composition for color mixing evaluation was measured using an MCPD-3000 (manufactured by Otsuka Electronics Co., Ltd.).

[0518] The rate of change of transmittance was calculated according to the following formula, and color mixing was evaluated according to the following evaluation criteria.

[0519] Rate of change of transmittance (%) = {|transmittance (T1) - transmittance (T2)| / transmittance (T1)} × 100

[0520] S: The rate of change in transmittance is less than 0.1%.

[0521] A: The rate of change in transmittance is greater than 0.1% and less than 0.25%.

[0522] B: The rate of change in transmittance is greater than 0.25% and less than 1%.

[0523] C: The rate of change in transmittance is greater than 1% and less than 2.5%.

[0524] D: The rate of change in transmittance is greater than 2.5% and less than 5%.

[0525] E: The rate of change in transmittance is greater than 5%.

[0526] <Evaluation of preservation stability>

[0527] The viscosity (V1) of the coloring composition obtained immediately after manufacture was measured using "RE-85L" manufactured by TOKI SANGYO CO., LTD. The viscosity (V2) was measured after the coloring composition was left to stand at 40°C for 3 days. The viscosity increase rate was calculated according to the following formula, and the storage stability was evaluated according to the following evaluation criteria. The viscosity of the coloring composition was measured at a temperature adjusted to 23°C. The evaluation criteria are as follows, and the evaluation results are recorded in the table below.

[0528] Viscosity increase rate (%) = {(viscosity (V2) - viscosity (V1)) / viscosity (V1)} × 100

[0529] S: Thickening rate less than 0.1%

[0530] A: The viscosity increase rate is above 0.1% and less than 0.25%.

[0531] B: The viscosity increase rate is above 0.25% and less than 1%.

[0532] C: The viscosity increase rate is above 1% and less than 2.5%.

[0533] D: The viscosity increase rate is above 2.5% and less than 5%.

[0534] E: Thickening rate is above 5%

[0535] [Table 4]

[0536] Absorbance ratio 1 Wavelength 1 (nm) Mixed colors Preservation stability Example 1 230 589 A A Example 2 195 576 A B Example 3 195 580 A A Example 4 180 577 A B Example 5 170 608 A A Example 6 230 589 A A Example 7 230 589 A B Example 8 230 589 S C Example 9 230 589 B D Example 10 230 589 A B Example 11 230 589 C A Example 12 230 589 B B Example 13 230 589 C B Example 14 230 589 B S Example 15 230 589 B S Example 16 230 589 A A Example 17 230 589 A A Example 18 230 589 A A Example 19 230 589 A A Example 20 230 589 A A Example 21 230 589 B A Comparative Example 1 23 532 A E Comparative Example 2 230 589 E A

[0537] As shown in the table above, the embodiments are able to achieve both color mixing and preservation stability at a high level.

[0538] Even when the fluorinated surfactants or silicone surfactants described in this specification are added to the coloring compositions of the various embodiments, the same effect can be obtained.

[0539] <Example 1001>

[0540] A green coloring composition was spin-coated onto a silicon wafer to achieve a film thickness of 1.0 μm. The wafer was then heated at 100°C for 2 minutes using a hot plate. Following this, an i-ray stepper exposure apparatus, FPA-3000i5+ (manufactured by Canon Inc.), was used at 1000 mJ / cm². 2The exposure was performed using a mask with a 12 μm square dot pattern. Next, pit development was performed for 60 seconds at 23°C using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, rinsing was performed by a rotating spray, followed by washing with pure water. Next, heating on a hot plate at 100°C for 20 minutes and allowing natural cooling resulted in a green color pattern (green pixel). Similarly, red and blue color compositions were sequentially patterned to form red and blue color patterns (red pixel) respectively, thus creating a color filter.

[0541] The coloring composition of Example 1 was used as the red coloring composition. The green and blue coloring compositions will be described later. The obtained color filters were assembled into an organic electroluminescent display device according to known methods. This organic electroluminescent display device has preferred image recognition capabilities.

[0542] [Green coloring composition]

[0543] A green coloring composition was prepared by mixing the following ingredients, stirring, and filtering with a nylon filter (manufactured by Nihon Pall Ltd.) with a pore size of 0.45 μm.

[0544] Green pigment dispersion... 85 parts by weight

[0545] Photopolymerization initiator (Irgacure OXE02, manufactured by BASF)... 1.04 parts by weight

[0546] Photopolymerization initiator (Omnirad 2959, manufactured by IGM Resins BV)... 0.77 parts by weight

[0547] Resin solution 1…0.9 parts by weight

[0548] 1…1.4 parts by mass of a solution of a compound containing a furanyl group.

[0549] Polymerizable compounds (compounds with the following structures)... 2.04 parts by mass

[0550] [Chemical Formula 33]

[0551]

[0552] Surfactants (compounds with the following structure, Mw = 14000, where the percentage of repeating units is in mol%, fluorinated surfactants)... 0.008 parts by mass

[0553] [Chemical Formula 34]

[0554]

[0555] Propylene glycol monomethyl ether acetate…8.8 parts by weight

[0556] [Blue coloring composition]

[0557] A blue coloring composition was prepared by mixing the following ingredients, stirring, and filtering the mixture through a nylon filter (manufactured by Nihon Pall Ltd.) with a pore size of 0.45 μm.

[0558] Blue pigment dispersion… 51.0 parts by weight

[0559] Photopolymerization initiator (Irgacure OXEO1, manufactured by BASF)... 2.17 parts by weight

[0560] Photopolymerization initiator (Omnirad 2959, manufactured by IGM Resins BV)... 0.83 parts by weight

[0561] Resin solution 1…4.1 parts by weight

[0562] 1 to 6.2 parts by mass of a compound solution containing a furanyl group.

[0563] Polymerizable compounds (compounds with the following structures)... 2.5 parts by mass

[0564] [Chemical Formula 35]

[0565]

[0566] Surfactant (KF-6001, manufactured by Shin-Etsu Chemical Co., LTD.) ... 0.008 parts by weight

[0567] Butyl acetate…33.2 parts by weight

[0568] The Green pigment dispersion, Blue pigment dispersion, resin solution 1, and furanyl compound solution 1 used for the preparation of the Green and Blue coloring compositions are as follows.

[0569] (Green pigment dispersion)

[0570] A pigment dispersion was prepared by mixing and dispersing a mixture containing 7.4 parts by weight of CI pigment green 36, 5.2 parts by weight of CI pigment yellow 185, 1.4 parts by weight of pigment derivative 1, 4.86 parts by weight of dispersant 1, and 81.14 parts by weight of PGMEA in a bead mill (zirconia beads with a diameter of 0.3 mm) for 3 hours. Then, the dispersion was further processed using a NANO-3000-10 high-pressure disperser (manufactured by Nippon BEE Co., Ltd.) with a decompression mechanism at 2000 kg / cm³. 3 The dispersion was performed under pressure at a flow rate of 500 g / min. This dispersion was repeated 10 times to obtain a Green pigment dispersion.

[0571] Pigment Derivative 1: Compounds with the following structure

[0572] [Chemical Formula 36]

[0573]

[0574] Dispersant 1: A resin with the following structure. The values ​​in parentheses on the main chain indicate the molar ratio of each repeating unit, and the values ​​in parentheses on the side chains indicate the number of repeating units. The weight-average molecular weight is 24,000.

[0575] [Chemical Formula 37]

[0576]

[0577] (Blue pigment dispersion)

[0578] A pigment dispersion was prepared by mixing and dispersing a mixture containing 9.5 parts by weight of CI Pigment Blue 15:6, 5.0 parts by weight of CI Pigment Violet 23, 5.5 parts by weight of dispersant 1, and 80.0 parts by weight of PGMEA in a bead mill (zirconia beads with a diameter of 0.3 mm) for 3 hours. Then, a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) with a pressure reduction mechanism was used at 2000 kg / cm³. 3 The dispersion was performed under pressure at a flow rate of 500 g / min. This dispersion was repeated 10 times to obtain a Blue pigment dispersion.

[0579] (Resin Solution 1)

[0580] A 30% PGMEA solution of resin A synthesized by the following method

[0581] 70.0 parts by weight of cyclohexanone were added to a separate four-necked flask equipped with a thermometer, cooling pipe, nitrogen inlet pipe, dropper, and stirrer. The temperature was raised to 80°C, and the inside of the flask was purged with nitrogen. Then, over 2 hours, a mixture of 13.3 parts by weight of n-butyl methacrylate, 4.6 parts by weight of 2-hydroxyethyl methacrylate, 4.3 parts by weight of methacrylic acid, 7.4 parts by weight of p-cumylphenol ethylene oxide-modified acrylate (manufactured by TOAGOSEI CO., LTD., ARONIX M110), and 0.4 parts by weight of 2,2'-azobisisobutyronitrile was added dropwise through the dropper. After the addition was complete, the reaction was continued for 3 hours to synthesize resin A (Mw = 26000), which was then diluted with PGMEA to obtain a 30% by weight PGMEA solution of resin A.

[0582] (Solution 1 of a compound containing a furan group)

[0583] A 20% by mass PGMEA solution of compound F1 containing a furan group synthesized by the following method.

[0584] 90.0 parts by weight of PGMEA were placed in a reaction vessel equipped with a stirrer, thermometer, dropping device, reflux cooler, and gas inlet pipe. Nitrogen gas was injected into the vessel while heating to 60°C. At the same temperature, a mixture of 50.0 parts by weight of furfuryl methacrylate, 26.7 parts by weight of 2-methacryloyloxyethyl succinic acid, 23.3 parts by weight of 2-hydroxyethyl methacrylate, and 2.5 parts by weight of 2,2'-azobis(2,4-dimethylpentanonitrile) was added dropwise over 2 hours, and polymerization was carried out. After the dropwise addition was completed, the reaction was continued at 60°C for 1 hour. Then, a substance obtained by dissolving 0.5 parts by weight of 2,2'-azobis(2,4-dimethylpentanonitrile) in 10.0 parts by weight of PGMEA was added, and the mixture was stirred continuously at the same temperature for 3 hours to obtain a copolymer. After cooling to room temperature, the copolymer was diluted with PGMEA to obtain a 20% by weight PGMEA solution containing a furanyl compound F1 (Mw = 52000).

Claims

1. A coloring composition comprising a colorant containing a red colorant, a resin, a polymerizable compound, and a photopolymerization initiator. The resin comprises a resin EP containing repeating unit A and repeating unit B, wherein repeating unit A has a cyclic ether group A as a group represented by formula (e-2), and repeating unit B is at least one selected from repeating unit B-1 having an acid group and repeating unit B-2 having an acid group protected by a protecting group. The maximum absorbance A of the coloring composition relative to light with a wavelength of 400 nm to 500 nm is... max1 The minimum absorbance A relative to light with wavelengths of 550 nm to 700 nm min1 The ratio A max1 / A min1 For 25 and above, When the absorbance relative to a wavelength of 500 nm is set to 1, the wavelengths with an absorbance of 0.3 exist in the range of 570 nm to 620 nm. In equation (e-2), ring A E1 This represents a single-ring aliphatic hydrocarbon ring. Indicates a connection key.

2. The coloring composition according to claim 1, wherein, In the resin EP, the content of the cyclic ether group A is 2.0 mmol / g to 6.5 mmol / g, and the total content of the acid group and the content of the group protected by the acid group is 0.45 mmol / g to 2.35 mmol / g.

3. The coloring composition according to claim 1, wherein, The content of the cyclic ether group A, the content of the acid group, and the content of the acid group protected by the protecting group in the resin EP satisfy the condition of the following formula (1). 1.0≤(content of the cyclic ether group A of resin EP / (content of the acid group of resin EP + content of the acid group of resin EP protected by the protecting group))≤14.0, where the content is in mmol / g (1).

4. The coloring composition according to any one of claims 1 to 3, wherein, The acid group is a phenolic hydroxyl group or a carboxyl group.

5. The coloring composition according to any one of claims 1 to 3, wherein, The protecting group is a group represented by any one of formulas (Y1) to (Y5). Equation (Y1): -C(R) Y1 (R) Y2 (R) Y3 ) Formula (Y2): -C(=O)OC(R Y4 )(R Y5 )(R Y6 ) Formula (Y3): -C(R Y7 )(R Y8 )(OR Y9 ) Formula (Y4): -C(R Y10 )(H)(Ar Y1 ) Equation (Y5): -C (=O)(R Y11 ) In formula (Y1), R Y1 ~R Y3 Each independently represents an alkyl group, R Y1 ~R Y3 Two of them are optionally bonded together to form a ring. In formula (Y2), R Y4 ~R Y6 Each independently represents an alkyl group, R Y4 ~R Y6 Two of them are optionally bonded together to form a ring. In formula (Y3), R Y7 and R Y8 Each of the following can be independently represented by a hydrogen atom, alkyl group, or aryl group; R Y7 and R Y8 At least one of them is alkyl or aryl, R Y9 R indicates alkyl or aryl. Y7 Or R Y8 With R Y9 They can be bonded arbitrarily to form rings. In formula (Y4), Ar Y1 R represents aryl. Y10 Indicates alkyl or aryl. In formula (Y5), R Y11 Indicates alkyl or aryl.

6. The coloring composition according to any one of claims 1 to 3, wherein, The colorant further comprises a yellow colorant.

7. The coloring composition according to any one of claims 1 to 3, wherein, The content of the red colorant in the colorant is 70% by mass or more.

8. The coloring composition according to any one of claims 1 to 3, used to form a cured film at a temperature below 150°C throughout the process.

9. The coloring composition according to any one of claims 1 to 3, used in a color filter.

10. The coloring composition according to any one of claims 1 to 3, used in a display device.

11. A cured film obtained by curing the coloring composition according to any one of claims 1 to 10.

12. A color filter having the cured film of claim 11.

13. A display device having the cured film of claim 11.

Images