Coloring composition, film, color filter, optical sensor and display device

Abstract

Provided are: a coloring composition that can form a film that is excellent in light resistance and spectral characteristic while also having favorable preservation stability; and a corresponding film, color filter, optical sensor, and display device. This coloring composition includes coloring agents, a resin, a polymerizable compound, and a photopolymerization initiator, the coloring agents containing yellow pigments, the yellow pigments containing color index pigment yellow 185, an isoindoline yellow pigment other than the color index pigment yellow 185, and an azomethine yellow pigment, and the content of the color index pigment yellow 185 in the coloring agents being not less than 10% by mass.

Description

[Technical Field]

[0001] The present invention relates to a coloring composition. More specifically, the present invention relates to a coloring composition used for forming yellow pixels in a color filter. The present invention also relates to a film, a color filter, an optical sensor, and a display device using the coloring composition. [Background technology]

[0002] Color filters are commonly used in various display devices to colorize displayed images, and attempts have been made to adjust the spectrum of color filters by using a combination of multiple pigments.

[0003] Patent Document 1 describes an invention relating to a coloring composition for solid-state imaging devices that contains a green pigment and a yellow pigment, in which the green pigment contains a phthalocyanine green pigment and the yellow pigment contains CI Pigment Yellow 185 and CI Pigment Yellow 150. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2015-096913 Summary of the Invention [Problem to be solved by the invention]

[0005] In general, coloring compositions using a pigment as a colorant tend to have a tendency to increase in viscosity over time due to aggregation of the pigment during storage of the coloring composition, particularly in coloring compositions using a combination of multiple pigments.

[0006] Furthermore, according to the investigations of the present inventors, it was found that although a film with good spectral characteristics can be easily obtained by using CI Pigment Yellow 185 as a yellow pigment, there is still room for improvement in the light resistance of the obtained film.

[0007] Therefore, an object of the present invention is to provide a coloring composition that has good storage stability and can form a film that is excellent in light resistance and spectral characteristics. Another object of the present invention is to provide a film, a color filter, an optical sensor, and a display device that use the coloring composition. [Means for solving the problem]

[0008] According to the investigations of the present inventors, it was found that the above object can be achieved by using a coloring composition described below, and thus the present invention was completed. <1> A coloring composition comprising a colorant, a resin, a polymerizable compound, and a photopolymerization initiator, The colorant includes a yellow pigment, The yellow pigment includes Color Index Pigment Yellow 185, an isoindoline-based yellow pigment other than Color Index Pigment Yellow 185, and an azomethine-based yellow pigment; A coloring composition, wherein the content of Color Index Pigment Yellow 185 in the colorant is 10% by mass or more. <2> The content of the yellow pigment in the colorant is 60 to 100% by mass. <1> The coloring composition according to claim 1. <3> The content of Color Index Pigment Yellow 185 in the colorant is 40% by mass or more. <1> or <2> The coloring composition according to claim 1. <4> The azomethine yellow pigment is contained in an amount of 10 to 60 parts by mass relative to 100 parts by mass of the total of Color Index Pigment Yellow 185 and the isoindoline yellow pigment. <1> ~ <3> 1. The coloring composition according to any one of the above. <5> The isoindoline yellow pigment is contained in an amount of 10 to 70 parts by mass relative to 100 parts by mass of Color Index Pigment Yellow 185. <1> ~ <4> 1. The coloring composition according to any one of the above. <6> The isoindoline-based yellow pigment is Color Index Pigment Yellow 139, The azomethine yellow pigment is Color Index Pigment Yellow 150. <1> ~ <5> 1. The coloring composition according to any one of the above. <7> The content of Color Index Pigment Yellow 185 in the colorant is 40 to 70 mass %, the content of Color Index Pigment Yellow 139 is 10 to 30 mass %, and the content of Color Index Pigment Yellow 150 is 10 to 30 mass %. <6> The coloring composition according to claim 1. <8> The photopolymerization initiator includes an oxime compound. <1> ~ <7> 1. The coloring composition according to any one of the above. <9> The resin includes a resin having a crosslinkable group. <1> ~ <8> 1. The coloring composition according to any one of the above. <10> The resin includes a resin having a cyclic ether group. <1> ~ <8> 1. The coloring composition according to any one of the above. <11> The polymerizable compound includes at least one selected from the group consisting of dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, and modified products thereof. <1> ~ <10> 1. The coloring composition according to any one of the above. <12> When a film having a thickness of 0.6 μm is formed using the coloring composition, the average transmittance of the film in a wavelength range of 400 to 475 nm is less than 4%, and the average transmittance in a wavelength range of 550 to 700 nm is 90% or more. <1> ~ <11> 1. The coloring composition according to any one of the above. <13> A yellow coloring composition, <1> ~ <12> 1. The coloring composition according to any one of the above. <14> <1> ~ <13> A film obtained by using the coloring composition according to any one of the above items. <15> <14> A color filter comprising the film according to claim 1. <16> <14> An optical sensor comprising the film according to claim 1. <17> <14> A display device comprising the film according to claim 1. [Effects of the Invention]

[0009] According to the present invention, it is possible to provide a coloring composition that has good storage stability and is capable of forming a film that is excellent in light resistance and spectral characteristics. Furthermore, the present invention can provide a film, a color filter, an optical sensor, and a display device that use the coloring composition. DETAILED DESCRIPTION OF THE INVENTION

[0010] The present invention will be described in detail below. In the description of groups (atomic groups) in this specification, a notation that does not specify whether it is substituted or unsubstituted includes both groups (atomic groups) that have no substituents and groups (atomic groups) that have substituents. For example, the term "alkyl group" includes not only alkyl groups that have no substituents (unsubstituted alkyl groups) but also alkyl groups that have substituents (substituted alkyl groups). In this specification, unless otherwise specified, "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. In addition, light used for exposure generally includes actinic rays or radiation such as the bright line spectrum of a mercury lamp, far ultraviolet light typified by excimer lasers, extreme ultraviolet light (EUV light), X-rays, and electron beams. In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits. In this specification, the total solid content refers to the total mass of all components of the composition excluding the solvent. In this specification, "(meth)acrylate" refers to either or both of acrylate and methacrylate, "(meth)acrylic" refers to either or both of acrylic and methacrylic, "(meth)allyl" refers to either or both of allyl and methallyl, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl. In this specification, the term "process" includes not only an independent process but also a process that cannot be clearly distinguished from other processes as long as the intended effect of the process is achieved. In this specification, the weight average molecular weight (Mw) and number average molecular weight (Mn) are defined as values ​​calculated in terms of polystyrene measured by gel permeation chromatography (GPC).

[0011] <Coloring composition> The coloring composition of the present invention is a coloring composition containing a colorant, a resin, a polymerizable compound, and a photopolymerization initiator, The colorant includes a yellow pigment, The yellow pigment includes Color Index Pigment Yellow 185, an isoindoline-based yellow pigment other than Color Index Pigment Yellow 185, and an azomethine-based yellow pigment; The colorant is characterized in that the content of Color Index Pigment Yellow 185 in the colorant is 10% by mass or more.

[0012] The coloring composition of the present invention uses, as yellow pigments, Color Index Pigment Yellow 185, an isoindoline-based yellow pigment other than Color Index Pigment Yellow 185, and an azomethine-based yellow pigment, and the content of Color Index Pigment Yellow 185 in the colorant is 10% by mass or more. Therefore, despite containing three or more pigments, the coloring composition has good storage stability and can suppress an increase in viscosity over time. Furthermore, by using the coloring composition of the present invention, a film having excellent light resistance and spectral properties can be formed.

[0013] The colored composition of the present invention is preferably a yellow colored composition. Specifically, it can be preferably used as a colored composition for a yellow color filter.

[0014] When a film having a thickness of 0.6 μm is formed using the coloring composition of the present invention, the average transmittance of the film in the wavelength range of 400 to 475 nm is preferably less than 4%, and the average transmittance in the wavelength range of 550 to 700 nm is preferably 90% or more. A film satisfying such spectral characteristics is preferably used as a yellow color filter.

[0015] The average transmittance of the film in the wavelength range of 400 to 475 nm is preferably less than 3%, more preferably less than 2%, and the average transmittance of the film in the wavelength range of 550 to 700 nm is preferably 93% or more, more preferably 95% or more.

[0016] Furthermore, the wavelength at which the film exhibits a transmittance of 50% is preferably in the range of 485 to 515 nm, more preferably in the range of 490 to 510 nm, and even more preferably in the range of 495 to 505 nm.

[0017] The colored composition of the present invention will be described in detail below.

[0018] <<Coloring agent>> The coloring composition of the present invention contains a colorant containing a yellow pigment. The yellow pigment includes CI (Color Index) Pigment Yellow 185, an isoindoline-based yellow pigment other than CI Pigment Yellow 185, and an azomethine-based yellow pigment. Hereinafter, Pigment Yellow 185, the isoindoline-based yellow pigment other than CI Pigment Yellow 185, and the azomethine-based yellow pigment are collectively referred to as the "specific yellow pigment."

[0019] The average primary particle diameter of the yellow 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. When the average primary particle diameter of the yellow pigment is within the above range, the storage stability of the coloring composition can be improved. In this specification, the primary particle diameter of the pigment can be determined from an image obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of ​​the primary particles of the pigment is determined, and the corresponding circle-equivalent diameter is calculated as the primary particle diameter of the pigment. In this specification, the average primary particle diameter is the arithmetic mean value of the primary particle diameters of 400 primary particles of the pigment. In addition, the primary particles of the pigment refer to independent particles that are not aggregated.

[0020] As the isoindoline-based yellow pigment other than CI Pigment Yellow 185 used as the yellow pigment, CI Pigment Yellow 139 is preferred.

[0021] Examples of azomethine yellow pigments used as yellow pigments include CI Pigment Yellow 150, CI Pigment Yellow 117, CI Pigment Yellow 129, and CI Pigment Yellow 153, with CI Pigment Yellow 150 being preferred. Furthermore, as the azomethine yellow pigment, a nickel azobarbiturate complex having the following structure can also be used. [ka]

[0022] In addition to the specific yellow pigments described above, other yellow pigments may also be used. Examples of other yellow pigments include CI Pigment Yellow 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, 113, 114, 115, 116, 118, 119, 120, 123, 125, 126, 127, 128, 137, 138, 147, 148, 151, 152, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 174, 175, 176, 177, 179, 180, 181, 182, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232, 233, 234, 235, 236, etc.

[0023] Further, as other yellow pigments, compounds described in JP-A-2017-201003, compounds described in JP-A-2017-197719, compounds described in JP-A-2017-171912, paragraphs 0011 to 0062 and 0137 to 0276, compounds described in JP-A-2017-171913, paragraphs 0010 to 0062 and 0138 to 0295, compounds described in JP-A-2017-171914, paragraphs 0011 to 0062 and 0139 to 0190, compounds described in JP-A-2017-171915, paragraphs 0010 to 0065 and 0142 to 0222 compounds, quinophthalone compounds described in paragraphs 0011 to 0034 of JP 2013-054339 A, quinophthalone compounds described in paragraphs 0013 to 0058 of JP 2014-026228 A, quinophthalone compounds described in JP 2018-203798 A, quinophthalone compounds described in JP 2018-062578 A, quinophthalone compounds described in Japanese Patent No. 6432076 A, quinophthalone compounds described in JP 2018-155881 A, quinophthalone compounds described in JP 2018-111757 A, quinophthalone compounds described in JP 2018-0408 35, quinophthalone compounds described in JP 2017-197640 A, quinophthalone compounds described in JP 2016-145282 A, quinophthalone compounds described in JP 2014-085565 A, quinophthalone compounds described in JP 2014-021139 A, quinophthalone compounds described in JP 2013-209614 A, quinophthalone compounds described in JP 2013-209435 A, quinophthalone compounds described in JP 2013-181015 A, quinophthalone compounds described in JP 2013-061622 A Quinophthalone compounds, quinophthalone compounds described in JP 2013-032486 A, quinophthalone compounds described in JP 2012-226110 A, quinophthalone compounds described in JP 2008-074987 A, quinophthalone compounds described in JP 2008-081565 A, quinophthalone compounds described in JP 2008-074986 A, quinophthalone compounds described in JP 2008-074985 A, quinophthalone compounds described in JP 2008-050420 A, quinophthalone compounds described in JP 2008-031281 A,The quinophthalone compounds described in JP-B-48-032765, JP-A-2019-008014, JP-A-6607427, JP-A-10-2014-0034963, JP-A-2017-095706, JP-A-2019-20495, JP-A-6607427, and JP-A-2020-033521 can also be used. Furthermore, oligomers of these compounds are also preferably used from the viewpoint of improving color value. As a yellow pigment, compounds represented by the following formula (QP1) and compounds represented by the following formula (QP2) can also be used. [ka]

[0024] In formula (QP1), X 1 ~X 16 each independently represents a hydrogen atom or a halogen atom; Z 1 represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compound represented by formula (QP1) include the compounds described in paragraph 0016 of Japanese Patent No. 6443711. [ka]

[0025] In formula (QP2), Y 1 ~Y 3 each independently represents a halogen atom. n and m represent integers of 0 to 6, and p represents an integer of 0 to 5. (n+m) is 1 or more. Specific examples of the compound represented by formula (QP2) include the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6432077.

[0026] In the coloring composition of the present invention, the colorant may contain a colorant other than the yellow pigment (hereinafter also referred to as other colorants). Examples of other colorants include red colorants, green colorants, blue colorants, purple colorants, orange colorants, etc. The other colorants may be either pigments or dyes.

[0027] Red colorants include CI Pigment Red 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, 146, and 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 and the like.

[0028] Further, as the red colorant, diketopyrrolopyrrole compounds having at least one bromine atom substituted in the structure described in JP 2017-201384 A, diketopyrrolopyrrole compounds described in paragraphs 0016 to 0022 of Japanese Patent No. 6248838, diketopyrrolopyrrole compounds described in WO 2012 / 102399, diketopyrrolopyrrole compounds described in WO 2012 / 117965, naphthol azo compounds described in JP 2012-229344 A, Other examples of red colorants that can be used include the red colorants described in Patent Publication No. 6516119, Japanese Patent Publication No. 6525101, the brominated diketopyrrolopyrrole compounds described in paragraph 0229 of JP 2020-090632 A, the anthraquinone compounds described in Korean Patent Publication No. 10-2019-0140741, the anthraquinone compounds described in Korean Patent Publication No. 10-2019-0140744, and the perylene compounds described in JP 2020-079396 A. Furthermore, compounds having a structure in which an aromatic ring group, in which a group in which an oxygen atom, sulfur atom, or nitrogen atom is bonded to the aromatic ring, is bonded to a diketopyrrolopyrrole skeleton, can also be used as the red colorant.

[0029] Examples of green colorants include green pigments such as CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66. Alternatively, halogenated zinc phthalocyanine pigments containing an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms per molecule may also be used. Specific examples include compounds described in International Publication No. 2015 / 118720. Other examples of green colorants that may be used include compounds described in Chinese Patent Application No. 106909027, phthalocyanine compounds having a phosphate ester as a ligand described in International Publication No. 2012 / 102395, phthalocyanine compounds described in Japanese Patent Application Laid-Open No. 2019-008014, phthalocyanine compounds described in Japanese Patent Application Laid-Open No. 2018-180023, and compounds described in Japanese Patent Application Laid-Open No. 2019-038958. In addition, the core-shell type dye described in JP-A-2020-076995 can also be used as a green colorant.

[0030] Examples of blue colorants include blue pigments such as 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.

[0031] In addition, as a blue colorant, an aluminum phthalocyanine compound having a phosphorus atom can also be used.Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.In addition, as a green colorant or a blue colorant, a compound described in JP-A No. 2020-504758 can be used.

[0032] Examples of purple colorants include purple pigments such as CI Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.

[0033] Orange colorants include orange pigments such as 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.

[0034] The content of the colorant in the total solid content of the colored composition is preferably 30% by mass or more, more preferably 35% by mass or more, and even more preferably 40% by mass or more, and the upper limit is preferably 75% by mass or less, more preferably 70% by mass or less, and even more preferably 65% ​​by mass or less.

[0035] The content of CI Pigment Yellow 185 in the colorant is 10% by mass or more, preferably 20% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, and the upper limit is preferably 70% by mass or less.

[0036] The content of the isoindoline yellow pigment other than CI Pigment Yellow 185 (preferably the content of CI Pigment Yellow 139) in the colorant is preferably 10 to 30% by mass. The lower limit is preferably 15% by mass or more. The upper limit is preferably 28% by mass or less.

[0037] The content of the azomethine yellow pigment in the colorant (preferably the content of CI Pigment Yellow 150) is preferably 10 to 30% by mass. The lower limit is preferably 15% by mass or more. The upper limit is preferably 28% by mass or less.

[0038] The content of the yellow pigment in the colorant is preferably 60 to 100% by mass, more preferably 75 to 100% by mass, even more preferably 90 to 100% by mass, and particularly preferably substantially only the yellow pigment. In this specification, when the colorant is substantially only the yellow pigment, the content of the yellow pigment in the colorant is 99% by mass or more, more preferably 99.9% by mass or more, and even more preferably 100% by mass.

[0039] The content of the specific yellow pigment in the colorant is preferably 70 to 100% by mass, more preferably 80 to 100% by mass, even more preferably 90 to 100% by mass, and particularly preferably substantially only the specific yellow pigment. In this specification, when the colorant is substantially only the specific yellow pigment, the content of the specific yellow pigment in the colorant is 99% by mass or more, more preferably 99.9% by mass or more, and even more preferably 100% by mass.

[0040] The coloring composition of the present invention preferably contains 10 to 60 parts by mass of an azomethine yellow pigment relative to 100 parts by mass of the total of CI Pigment Yellow 185 and an isoindoline yellow pigment other than CI Pigment Yellow 185. This embodiment can further improve lightfastness. The upper limit is preferably 50 parts by mass or less, and more preferably 40 parts by mass or less. The lower limit is preferably 20 parts by mass or more, and more preferably 30 parts by mass or more.

[0041] The coloring composition of the present invention preferably contains 10 to 70 parts by mass of an isoindoline yellow pigment other than CI Pigment Yellow 185 per 100 parts by mass of CI Pigment Yellow 185. According to this embodiment, a film having suitable spectral properties can be formed. The upper limit is preferably 60 parts by mass or less, and more preferably 40 parts by mass or less. The lower limit is preferably 20 parts by mass or more, and more preferably 30 parts by mass or more.

[0042] The colorant used in the coloring composition of the present invention preferably has a CI Pigment Yellow 185 content of 40 to 70% by mass, a CI Pigment Yellow 139 content of 10 to 30% by mass, and a CI Pigment Yellow 150 content of 10 to 30% by mass. Furthermore, the total content of CI Pigment Yellow 185, CI Pigment Yellow 139, and CI Pigment Yellow 150 in the colorant is preferably 75 to 100% by mass, more preferably 85 to 100% by mass, and even more preferably 95 to 100% by mass. By using such a colorant, the above-described effects of the present invention can be more significantly achieved.

[0043] <<Resin>> The coloring composition of the present invention contains a resin. The resin is blended, for example, to disperse a pigment in the coloring composition or as a binder. A resin used primarily to disperse a pigment in a coloring composition is also called a dispersant. However, these uses of the resin are merely examples, and the resin can also be used for purposes other than these uses.

[0044] The weight average molecular weight (Mw) of the resin is preferably 3,000 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 4,000 or more, more preferably 5,000 or more.

[0045] Examples of the resin include (meth)acrylic resin, epoxy resin, (meth)acrylamide resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, and siloxane resin. In addition, resins described in paragraphs 0041 to 0060 of JP 2017-206689 A, resins described in paragraphs 0022 to 0071 of JP 2018-010856 A, resins described in JP 2017-057265 A, resins described in JP 2017-032685 A, resins described in JP 2017-075248 A, resins described in JP 2017-066240 A, and resins described in JP 2017-173787 A can also be used.

[0046] The resin to be used is preferably a resin having an acid group, such as a carboxy group, a phosphate group, a sulfo group, or a phenolic hydroxy group.

[0047] The acid value of the resin having acid groups is preferably 30 to 500 mgKOH / g. The lower limit is more preferably 40 mgKOH / g or more, and particularly preferably 50 mgKOH / g or more. The upper limit is more preferably 400 mgKOH / g or less, even more preferably 300 mgKOH / g or less, and particularly preferably 200 mgKOH / g or less. The weight average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. The number average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.

[0048] The resin having an acid group preferably contains a repeating unit having an acid group on a side chain, and more preferably contains 5 to 70 mol% of repeating units having an acid group on a side chain based on all repeating units of the resin. The upper limit of the content of repeating units having an acid group on a side chain is preferably 50 mol% or less, more preferably 30 mol% or less. The lower limit of the content of repeating units having an acid group on a side chain is preferably 10 mol% or more, more preferably 20 mol% or more.

[0049] For resins having acid groups, please refer to paragraphs

[0558] to

[0571] of JP 2012-208494 A (corresponding to paragraphs

[0685] to

[0700] of U.S. Patent Application Publication No. 2012 / 0235099 A) and paragraphs

[0076] to

[0099] of JP 2012-198408 A, the contents of which are incorporated herein by reference. Commercially available resins having acid groups can also be used. There are no particular limitations on the method for introducing acid groups into the resin, and examples include the method described in Japanese Patent No. 6,349,629 A. Another method for introducing acid groups into the resin includes reacting an acid anhydride with a hydroxyl group generated by a ring-opening reaction of an epoxy group to introduce the acid group.

[0050] As the resin, it is also preferable to use a resin containing a repeating unit derived from a monomer component including a compound represented by the following formula (ED1) and / or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimers").

[0051] [ka]

[0052] In formula (ED1), R 1 and R 2 each independently represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. [ka] In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. For details of formula (ED2), reference can be made to the description in JP-A-2010-168539, the contents of which are incorporated herein by reference.

[0053] Specific examples of ether dimers can be found in, for example, paragraph 0317 of JP-A-2013-029760, the contents of which are incorporated herein by reference.

[0054] As the resin, it is also preferable to use a resin containing a repeating unit derived from a compound represented by formula (X). [ka] In the formula, R 1 represents a hydrogen atom or a methyl group, and R 21 and R 22 each independently represents an alkylene group, and n represents an integer of 0 to 15. 21 and R 22 The number of carbon atoms in the alkylene group represented by is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, and particularly preferably 2 or 3. n represents an integer of 0 to 15, preferably an integer of 0 to 5, more preferably an integer of 0 to 4, and even more preferably an integer of 0 to 3.

[0055] Examples of the compound represented by formula (X) include ethylene oxide or propylene oxide modified (meth)acrylate of paracumylphenol, etc. Commercially available products include Aronix M-110 (manufactured by Toagosei Co., Ltd.).

[0056] It is also preferable to use a resin having a crosslinkable group as the resin. Examples of the crosslinkable group include an ethylenically unsaturated bond-containing group and a cyclic ether group. It is preferable to use a resin having a cyclic ether group as the resin.

[0057] Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a styrene group, a (meth)allyl group, and a (meth)acryloyl group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group, with an epoxy group being preferred. The epoxy group may be an alicyclic epoxy group. The alicyclic epoxy group refers to a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are condensed. The cyclic ether group is preferably at least one selected from the group represented by formula (e-1) and the group represented by formula (e-2), and more preferably the group represented by formula (e-2) because it is easier to form a film with excellent moisture resistance. When n in formula (e-1) is 0, the group represented by formula (e-1) is an epoxy group, and when n is 1, the group represented by formula (e-1) is an oxetanyl group. The group represented by formula (e-2) is an alicyclic epoxy group. [ka] In formula (e-1), R E1 represents a hydrogen atom or an alkyl group, n represents 0 or 1, and * represents a bond; E1 represents an aliphatic hydrocarbon ring, and * represents a bond.

[0058] R E1 The number of carbon atoms in the alkyl group represented by R is preferably 1 to 20, more preferably 1 to 10, still more preferably 1 to 5, and particularly preferably 1 to 3. E1 The alkyl group represented by is preferably linear or branched, more preferably linear.

[0059] When n is 0, R E1 is preferably a hydrogen atom. When n is 1, R E1 is preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0060] Here, when n in formula (e-1) is 0, formula (e-1) is a group represented by the following formula (e-1a). [ka]

[0061] Ring A of formula (e-2) E1 The aliphatic hydrocarbon ring represented by may be a monocyclic aliphatic hydrocarbon ring or a condensed ring aliphatic hydrocarbon ring. E1 The aliphatic hydrocarbon ring represented by may have a crosslinked structure. Among them, a fused aliphatic hydrocarbon ring is preferred because it is easy to form a film with excellent moisture resistance, and a fused aliphatic hydrocarbon ring having a crosslinked structure is more preferred. E1 Specific examples of the aliphatic hydrocarbon ring represented by include the groups shown below, and groups represented by formula (e-2-3) and formula (e-2-4) are preferred. In the following formulas, * represents a bond. [ka]

[0062] The resin having a cyclic ether group is preferably a resin containing a repeating unit having a cyclic ether group. Examples of the repeating unit having a cyclic ether group include a repeating unit represented by formula (A1). [ka]

[0063] In formula (A1), X a1 represents a trivalent linking group, L a1 represents a single bond or a divalent linking group, Z a1 represents a cyclic ether group.

[0064] X in formula (A1) a1Examples of the trivalent linking group represented by the formula (I) include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, a polystyrene linking group, a bisphenol linking group, and a novolac linking group. Of these, a poly(meth)acrylic linking group, a polyether linking group, a polyester linking group, a bisphenol linking group, and a novolac linking group are preferred, a polyether linking group, a novolac linking group, and a poly(meth)acrylic linking group are more preferred, and a poly(meth)acrylic linking group is even more preferred.

[0065] L in formula (A1) a1 Examples of the divalent linking group represented by include an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and groups formed by combining two or more of these. The alkylene group may be linear, branched, or cyclic, and is preferably linear or branched. The alkylene group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and an alkoxy group.

[0066] Z in formula (A1) a1 Examples of the cyclic ether group represented by Z include an epoxy group and an oxetanyl group, and an epoxy group is preferred. a1 The cyclic ether group represented by is preferably a group represented by formula (e-1) or a group represented by formula (e-2), and more preferably a group represented by formula (e-2).

[0067] The content of repeating units having a cyclic ether group in the resin having a cyclic ether group is preferably 1 to 100 mol % of all repeating units of the resin having a cyclic ether group. The upper limit is preferably 90 mol % or less, more preferably 80 mol % or less. The lower limit is preferably 2 mol % or more, more preferably 3 mol % or more.

[0068] The resin having a cyclic ether group may have other repeating units in addition to the repeating unit having a cyclic ether group, such as a repeating unit having an acid group (hereinafter also referred to as repeating unit B-1), a repeating unit having a group in which the acid group is protected with a protecting group (hereinafter also referred to as repeating unit B-2), or a repeating unit having an ethylenically unsaturated bond-containing group (hereinafter also referred to as repeating unit B-3).

[0069] The acid group in the repeating unit B-1 and the acid group protected by the protecting group in the repeating unit B-2 include a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphate group, and is preferably a phenolic hydroxy group or a carboxy group, and more preferably a carboxy group.

[0070] Examples of the protecting group that protects the acid group in the repeating unit B-2 include groups that are decomposed and eliminated by the action of an acid or a base. The protecting group is preferably a group represented by any one of formulas (Y1) to (Y5), and more preferably a group represented by formula (Y3) or formula (Y5) because it is easy to remove the protecting group.

[0071] Formula (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 ) Formula (Y5):-C(=O)(R Y11 )

[0072] In formula (Y1), R Y1 ~R Y3 each independently represents an alkyl group, and R Y1~R Y3 two of which may be joined to form a ring; In formula (Y2), R Y4 ~R Y6 each independently represents an alkyl group, and R Y4 ~R Y6 two of which may be joined to form a ring; In formula (Y3), R Y7 and R Y8 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R Y7 and R Y8 At least one of R is an alkyl group or an aryl group, Y9 represents an alkyl group or an aryl group, and R Y7 or R Y8 and R Y9 and may be linked to form a ring; In formula (Y4), Ar Y1 represents an aryl group, and R Y10 represents an alkyl group or an aryl group; In formula (Y5), R Y11 represents an alkyl group or an aryl group.

[0073] R in formula (Y1) Y1 ~R Y3 The number of carbon atoms in the alkyl group represented by is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. Y1 ~R Y3 Two of these may be bonded to form a ring. Y1 ~R Y3Examples of the ring formed by bonding these two include monocyclic cycloalkyl groups such as a cyclopentyl group and a cyclohexyl group, and polycyclic cycloalkyl groups such as a norbornyl group, a tetracyclodecanyl group, a tetracyclododecanyl group, and an adamantyl group, and a monocyclic cycloalkyl group having 5 to 6 carbon atoms is preferred. In the above cycloalkyl groups, one of the methylene groups constituting the ring may be replaced with a heteroatom such as an oxygen atom or a group having a heteroatom such as a carbonyl group.

[0074] R in formula (Y2) Y4 ~R Y6 The number of carbon atoms in the alkyl group represented by is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. Y4 ~R Y6 In formula (Y2), at least two of R are preferably methyl groups. Y4 ~R Y6 may be bonded to form a ring. Examples of the ring formed include the rings explained in formula (Y1).

[0075] In formula (Y3), R Y7 and R Y8 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R Y7 and R Y8 At least one of R is an alkyl group or an aryl group, Y9 represents an alkyl group or an aryl group, and R Y7 or R Y8 and R Y9 may be bonded to form a ring. The alkyl group may be linear, 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. R Y7 or R Y8 and R Y9Examples of the ring formed by bonding R include a tetrahydrofuranyl group and a tetrahydropyranyl group. Y7 or R Y8 and R Y9 and preferably bond to form a ring. Y7 and R Y8 Preferably, one of the groups is a hydrogen atom.

[0076] In formula (Y4), Ar Y1 represents an aryl group, and R Y10 represents an alkyl group or an aryl group, and Ar Y1 and R Y10 and may be bonded to 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 is preferably an alkyl group.

[0077] In formula (Y5), R Y11 represents an alkyl group or an aryl group, and is preferably an alkyl group. 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, and more preferably 6 to 12.

[0078] The molecular weight of the protecting group is preferably 40 to 200, more preferably 40 to 150, and even more preferably 40 to 120. When the molecular weight of the protecting group is within the above range, a colored composition having excellent storage stability and excellent curability at low temperatures can be obtained.

[0079] Specific examples of the protecting group include a 1-methoxyethyl group, a 1-ethoxyethyl group, a 1-n-propoxyethyl group, a 1-n-butoxyethyl group, a 1-t-butoxyethyl group, a 1-cyclopentyloxyethyl group, a 1-cyclohexyloxyethyl group, a cyclohexyl(methoxy)methyl group, an α-methoxybenzyl group, an α-ethoxybenzyl group, an α-n-propoxybenzyl group, a 2-phenyl-1-methoxyethyl group, a 2-phenyl-1-ethoxyethyl group, a 2-phenyl-1-i-propoxyethyl group, a 2-tetrahydrofuranyl group, and a 2-tetrahydropyranyl group, of which a 1-ethoxyethyl group, a 1-cyclohexyloxyethyl group, a 2-tetrahydrofuranyl group, and a 2-tetrahydropyranyl group are preferred, and a 1-ethoxyethyl group and a 1-cyclohexyloxyethyl group are more preferred.

[0080] Examples of the ethylenically unsaturated bond-containing group contained in the repeating unit B-3 include a vinyl group, a styrene group, a (meth)allyl group, and a (meth)acryloyl group.

[0081] Examples of repeating unit B-1 include a repeating unit represented by the following formula (B1): Examples of repeating unit B-2 include a repeating unit represented by the following formula (B2): Examples of repeating unit B-3 include a repeating unit represented by the following formula (B3): [ka]

[0082] In formula (B1), X b1 represents a trivalent linking group, L b1 represents a single bond or a divalent linking group, Z b1 represents an acid group. In formula (B2), X b2 represents a trivalent linking group, L b2 represents a single bond or a divalent linking group, Z b2 represents a group in which the acid group is protected with a protecting group. In formula (B3), X b3 represents a trivalent linking group, L b3represents a single bond or a divalent linking group, Z b3 represents an ethylenically unsaturated bond-containing group.

[0083] X in formula (B1) b1 a trivalent linking group represented by the formula (B2) b2 and X in formula (B3) b3 The trivalent linking group represented by is not particularly limited. Examples thereof include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, a polystyrene linking group, a bisphenol linking group, and a novolac linking group. Poly(meth)acrylic linking groups, polyether linking groups, polyester linking groups, bisphenol linking groups, and novolac linking groups are preferred, and poly(meth)acrylic linking groups are more preferred.

[0084] L in formula (B1) b1 a divalent linking group represented by the formula (B2), b2 and L of formula (B3) b3 Examples of the divalent linking group represented by include an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, and groups formed by combining two or more of these. The alkylene group may be linear, branched, or cyclic, and is preferably linear or branched. The alkylene group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and an alkoxy group.

[0085] Z in formula (B1) b1 Examples of the acid group represented by include a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphate group, and a phenolic hydroxy group or a carboxy group is preferred, and a carboxy group is more preferred.

[0086] Z in formula (B2) b2Examples of the acid group protected by a protecting group represented by formula (Y1) include a group in which the acid group is protected by a group represented by any of formulas (Y1) to (Y5) above, and a group in which the acid group is protected by a group represented by formula (Y3) or formula (Y5) is preferred. Examples of the acid group include a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphate group, and a phenolic hydroxy group or a carboxy group is preferred, and a carboxy group is more preferred.

[0087] Z in formula (B3) b3 Examples of the ethylenically unsaturated bond-containing group represented by include a vinyl group, a styrene group, a (meth)allyl group, and a (meth)acryloyl group.

[0088] When the resin having a cyclic ether group contains the repeating unit B-1, the content of the unit B-1 in the resin having a cyclic ether group is preferably 5 to 85 mol % of all repeating units of the resin having a cyclic ether group. 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.

[0089] When the resin having a cyclic ether group contains the repeating unit B-2, the content of the unit B-2 in the resin having a cyclic ether group is preferably 1 to 65 mol% of all repeating units of the resin having a cyclic ether group. 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.

[0090] When the resin having a cyclic ether group contains both the repeating unit B-1 and the repeating unit B-2, the resin having a cyclic ether group preferably contains 0.4 to 3.2 moles, more preferably 0.8 to 2.8 moles, and even more preferably 1.2 to 2.4 moles of the repeating unit B-2 per mole of the repeating unit B-1.

[0091] When the resin having a cyclic ether group contains the repeating unit B-3, the content of the unit B-3 in the resin having a cyclic ether group is preferably 1 to 65 mol% of all repeating units of the resin having a cyclic ether group. 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.

[0092] The resin having a cyclic ether group preferably further contains a repeating unit having an aromatic hydrocarbon ring. The aromatic hydrocarbon ring is preferably a benzene ring or a naphthalene ring, and more preferably a benzene ring. The aromatic hydrocarbon ring may have a substituent. Examples of the substituent include an alkyl group. When the resin having a cyclic ether group contains a repeating unit having an aromatic hydrocarbon ring, the content of the repeating unit having an aromatic hydrocarbon ring is preferably 1 to 65 mol% of all repeating units of the resin having a cyclic ether group. 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. Examples of the repeating unit having an aromatic hydrocarbon ring include repeating units derived from monofunctional polymerizable compounds having an aromatic hydrocarbon ring, such as vinyl toluene and benzyl (meth)acrylate.

[0093] Commercially available resins having a cyclic ether group include, for example, naphthalene-modified epoxy resins such as EPICLON HP5000 and EPICLON HP4032D (manufactured by DIC Corporation). Alkyldiphenol-type epoxy resins include EPICLON 820 (manufactured by DIC Corporation). Bisphenol A-type epoxy resins include jER825, jER827, jER828, jER834, jER1001, jER1002, jER1003, jER1055, jER1007, jER1009, and jER1010 (manufactured by Mitsubishi Chemical Corporation), EPICLON860, EPICLON1050, EPICLON1051, and EPICLON1055 (manufactured by DIC Corporation). Examples of bisphenol F type epoxy resins include jER806, jER807, jER4004, jER4005, jER4007, and jER4010 (all manufactured by Mitsubishi Chemical Corporation), EPICLON830 and EPICLON835 (all manufactured by DIC Corporation), and LCE-21 and RE-602S (all manufactured by Nippon Kayaku Co., Ltd.). Examples of phenol novolac type epoxy resins include jER152, jER154, jER157S70, and jER157S65 (all manufactured by Mitsubishi Chemical Corporation), EPICLON N-740, EPICLON N-770, and EPICLON N-775 (all manufactured by DIC Corporation). Examples of cresol novolac epoxy resins include EPICLON N-660, EPICLON N-665, EPICLON N-670, EPICLON N-673, EPICLON N-680, EPICLON N-690, and EPICLON N-695 (all manufactured by DIC Corporation), and EOCN-1020 (manufactured by Nippon Kayaku Co., Ltd.).Examples of aliphatic epoxy resins include ADEKA RESIN EP-4080S, EP-4085S, and EP-4088S (manufactured by ADEKA Corporation), CELLOXIDE 2021P, CELLOXIDE 2081, CELLOXIDE 2083, CELLOXIDE 2085, EHPE3150, EPOLEAD PB 3600, and EPOLEAD PB 4700 (manufactured by Daicel Corporation), and DENACOL EX-212L, EX-214L, EX-216L, EX-321L, and EX-850L (manufactured by Nagase ChemteX Corporation). Further, as the resin having a cyclic ether group, the resin described in paragraphs 0034 to 0036 of JP-A-2013-011869, the resin described in paragraphs 0147 to 0156 of JP-A-2014-043556, the resin described in paragraphs 0085 to 0092 of JP-A-2014-089408, the resin described in JP-A-2017-179172, the resin described in paragraphs 0027 to 0055 and 0096 of JP-A-2018-180081, the resin described in paragraphs 0117 to 0120 of JP-T-2020-515680, the resin described in paragraph 0084 of WO 2020 / 175011 can also be used.

[0094] The coloring composition of the present invention preferably contains a resin as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, the term "acidic dispersant (acidic resin)" refers to a resin in which the amount of acid groups is greater than the amount of basic groups. As the acidic dispersant (acidic resin), a resin in which the amount of acid groups is 70 mol % or more is preferred, when the total amount of the acid groups and the basic groups is taken as 100 mol %. The acid groups possessed by the acidic dispersant (acidic resin) are preferably carboxy groups. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH / g. Furthermore, the term "basic dispersant (basic resin)" refers to a resin in which the amount of basic groups is greater than the amount of acid groups. As the basic dispersant (basic resin), a resin in which the amount of basic groups is greater than 50 mol % is preferred, when the total amount of the acid groups and the basic groups is taken as 100 mol %. The basic groups possessed by the basic dispersant are preferably amino groups.

[0095] The resin used as the dispersant is preferably a graft resin. For details of the graft resin, please refer to paragraphs 0025 to 0094 of JP-A No. 2012-255128, the contents of which are incorporated herein by reference.

[0096] The resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure having a functional group with a pKa of 14 or less and a side chain having 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain. There are no particular restrictions on the basic nitrogen atom, as long as it is a nitrogen atom that exhibits basicity. For details about polyimine-based dispersants, please refer to the description in paragraphs 0102 to 0166 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

[0097] The resin used as a dispersant is preferably a resin having a structure in which multiple polymer chains are bonded to a core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP 2013-043962 A.

[0098] The resin used as a dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in a side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in a side chain is preferably 10 mol % or more, more preferably 10 to 80 mol %, and even more preferably 20 to 70 mol %, of all repeating units of the resin.

[0099] Further, as the dispersant, the resin described in JP 2018-087939 A, the block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6432077 A, polyethyleneimine having a polyester side chain described in WO 2016 / 104803 A, block copolymers described in WO 2019 / 125940 A, block polymers having an acrylamide structural unit described in JP 2020-066687 A, block polymers having an acrylamide structural unit described in JP 2020-066688 A, dispersants described in WO 2016 / 104803 A, and the like can also be used.

[0100] Dispersants are also available as commercially available products, and specific examples thereof include the Disperbyk series manufactured by BYK-Chemie (e.g., Disperbyk-111, 161, 2001, etc.), the Solsperse series manufactured by The Lubrizol Corporation (e.g., Solsperse 20000, 76500, etc.), and the Ajisper series manufactured by Ajinomoto Fine-Techno Co., Ltd. In addition, the products described in paragraph 0129 of JP 2012-137564 A and the products described in paragraph 0235 of JP 2017-194662 A can also be used as dispersants.

[0101] The content of the resin is preferably 5 to 50% by mass of the total solid content of the coloring composition. 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. The coloring composition of the present invention may contain only one type of resin, or may contain two or more types of resin. When two or more types of resins are contained, the total amount thereof is preferably within the above range.

[0102] <<Polymerizable compounds>> The coloring composition of the present invention contains a polymerizable compound. Examples of the polymerizable compound include a compound having an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound used in the present invention is preferably a radically polymerizable compound.

[0103] The polymerizable compound may be in any chemical form such as a monomer, prepolymer, or oligomer, but is preferably a monomer. The molecular weight of the polymerizable compound is preferably 100 to 3000. The upper limit is preferably 2000 or less, more preferably 1500 or less. The lower limit is preferably 150 or more, more preferably 250 or more.

[0104] The ethylenically unsaturated bond-containing group value (hereinafter referred to as C=C value) of the polymerizable compound is preferably 2 to 14 mmol / g from the viewpoint of the stability over time of the colored composition. 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 a value calculated by dividing the number of ethylenically unsaturated bond-containing groups contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.

[0105] The polymerizable compound is preferably a compound containing three or more ethylenically unsaturated bond-containing groups, and more preferably a compound containing four or more ethylenically unsaturated bond-containing groups. From the viewpoint of the stability over time of the colored composition, the upper limit of the number of ethylenically unsaturated bond-containing groups is preferably 15 or less, more preferably 10 or less, and even more preferably 6 or less. Furthermore, the polymerizable compound is preferably a tri- or higher functional (meth)acrylate compound, more preferably a 3- to 15-functional (meth)acrylate compound, even more preferably a 3- to 10-functional (meth)acrylate compound, and particularly preferably a 3- to 6-functional (meth)acrylate compound.

[0106] Examples of polymerizable compounds include dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and modified versions of these compounds. Examples of modified versions include compounds in which the (meth)acryloyl group of the above compounds is bonded via an alkyleneoxy group. Specific examples include compounds represented by formula (Z-4) and compounds represented by formula (Z-5).

[0107] [ka]

[0108] In formulas (Z-4) and (Z-5), each E is independently -((CH2) y CH2O)- or -((CH2) y CH(CH3)O)-, each y independently represents an integer of 0 to 10, and each X independently represents a (meth)acryloyl group, a hydrogen atom, or a carboxy group. In formula (Z-4), the total number of (meth)acryloyl groups is 3 or 4, each m independently represents an integer of 0 to 10, and the total of all m's is an integer of 0 to 40. In formula (Z-5), the total number of (meth)acryloyl groups is 5 or 6, each n independently represents an integer of 0 to 10, and the total of all n's is an integer of 0 to 60.

[0109] In formula (Z-4), m is preferably an integer of 0 to 6, and more preferably an integer of 0 to 4. The sum of the m's is preferably an integer of 2 to 40, more preferably an integer of 2 to 16, and particularly preferably an integer of 4 to 8. In formula (Z-5), n is preferably an integer of 0 to 6, and more preferably an integer of 0 to 4. The sum of the n's is preferably an integer of 3 to 60, more preferably an integer of 3 to 24, and particularly preferably an integer of 6 to 12. In addition, -((CH2) y CH2O)- or -((CH2) yIn the case of CH(CH3)O)-, the terminal on the oxygen atom side is preferably bonded to X.

[0110] Furthermore, as the polymerizable compound, polypentaerythritol poly(meth)acrylate as shown in the following formula (Z-6) can also be used. [ka] In formula (Z-6), X 1 ~X 6 each independently represents a hydrogen atom or a (meth)acryloyl group, and n represents an integer of 1 to 10. 1 ~X 6 At least one of the groups is a (meth)acryloyl group.

[0111] The polymerizable compound used in the present invention is preferably at least one selected from the group consisting of dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, polypentaerythritol poly(meth)acrylate, and modified products thereof. Commercially available products include KAYARAD D-310, DPHA, and DPEA-12 (all manufactured by Nippon Kayaku Co., Ltd.), NK Ester A-DPH-12E, and TPOA-50 (manufactured by Shin-Nakamura Chemical Co., Ltd.).

[0112] Furthermore, examples of polymerizable compounds that can be used include diglycerin EO (ethylene oxide)-modified (meth)acrylate (commercially available product M-460; manufactured by Toagosei), pentaerythritol tetra(meth)acrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), 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 (manufactured by Kyoeisha Chemical Co., Ltd.).

[0113] As the polymerizable compound, it is also preferable to use a trifunctional (meth)acrylate compound such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propyleneoxy-modified tri(meth)acrylate, trimethylolpropane ethyleneoxy-modified tri(meth)acrylate, isocyanuric acid ethyleneoxy-modified tri(meth)acrylate, or pentaerythritol tri(meth)acrylate. 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, and 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, and TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), and KAYARAD GPO-303, TMPTA, THE-330, TPA-330, and PET-30 (manufactured by Nippon Kayaku Co., Ltd.).

[0114] Furthermore, as the polymerizable compound, a compound having an acid group such as a carboxy group, a sulfo group, or a phosphate group can also be used. Commercially available products of such compounds include Aronix M-305, M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.).

[0115] Furthermore, a compound having a caprolactone structure can also be used as the polymerizable compound. Regarding the compound having a caprolactone structure, the description in paragraphs 0042 to 0045 of JP 2013-253224 A can be referred to, the contents of which are incorporated herein by reference. Examples of the compound having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, and DPCA-120, which are commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series.

[0116] Furthermore, the polymerizable compound may also be a polymerizable compound having a fluorene skeleton. Commercially available products include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0117] It is also preferable to use a polymerizable compound that is substantially free of environmentally restricted substances such as toluene. Commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

[0118] Suitable polymerizable compounds include urethane acrylates such as those described in JP-B-48-041708, JP-A-51-037193, JP-B-02-032293, and JP-B-02-016765, and urethane compounds having an ethylene oxide skeleton such as those described in JP-B-58-049860, JP-B-56-017654, JP-B-62-039417, and JP-B-62-039418. Also suitable are polymerizable compounds having an amino structure or a sulfide structure in the molecule such as those described in JP-A-63-277653, JP-A-63-260909, and JP-A-01-105238. In addition, commercially available polymerizable compounds 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 Kyoeisha Chemical Co., Ltd.) can also be used.

[0119] The content of the polymerizable compound is preferably 5 to 35% by mass of the total solid content of the coloring composition. 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. The coloring composition of the present invention may contain only one type of polymerizable compound, or may contain two or more types. When two or more types of polymerizable compounds are contained, the total amount thereof is preferably within the above range.

[0120] <<Photopolymerization initiator>> The coloring composition preferably contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light in the ultraviolet to visible light range is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0121] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, etc. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triarylimidazole dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, or a 3-aryl-substituted coumarin compound, more preferably a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and even more preferably an oxime compound. In addition, examples of the photopolymerization initiator include compounds described in paragraphs 0065 to 0111 of JP-A No. 2014-130173 and Japanese Patent No. 6301489, MATERIAL STAGE 37 to 60pp, vol. 19, No. 3, 2019, peroxide-based photopolymerization initiators described in, for example, WO 2018 / 221177, WO 2018 / 110179, photopolymerization initiators described in, for example, JP 2019-043864 A, photopolymerization initiators described in, for example, JP 2019-044030 A, peroxide-based initiators described in, for example, JP 2019-167313 A, aminoacetophenone-based initiators having an oxazolidine group described in, for example, JP 2020-055992 A, oxime-based photopolymerization initiators described in, for example, JP 2013-190459 A, and the like. The contents of these initiators are incorporated herein by reference.

[0122] Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (manufactured by IGM Resins BV), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (manufactured by BASF), etc. Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (manufactured by IGM Resins BV), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (manufactured by BASF), etc. Commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (both manufactured by IGM Resins BV), Irgacure 819 and Irgacure TPO (both manufactured by BASF).

[0123] Examples of the oxime compound include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, compounds described in J.C.S. Perkin II (1979, pp. 1653-1660), compounds described in J.C.S. Perkin II (1979, pp. 156-162), compounds described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), compounds described in JP-A-2000-066385, compounds described in JP-T-2004-534797, compounds described in JP-A-2017-019766, compounds described in Japanese Patent No. 6065596, compounds described in WO 2015 / 152153, compounds described in WO 2017 / 051680, compounds described in JP-A-2017-198865, compounds described in paragraphs 0025 to 0038 of WO 2017 / 164127, compounds described in WO 2013 / 167515, and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), and the like. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-304 and TR-PBG-327 (manufactured by Tronley), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation; photopolymerization initiator 2 described in JP 2012-014052 A). Furthermore, it is also preferable to use, as the oxime compound, a compound that is not colorable or a compound that is highly transparent and does not easily discolor.Commercially available products include ADEKA Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

[0124] As the photopolymerization initiator, an oxime compound having a fluorene ring can also be used. Specific examples of the oxime compound having a fluorene ring include the compounds described in JP 2014-137466 A, JP 6636081 A, and Korean Patent Publication No. 10-2016-0109444 A.

[0125] As the photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring of a carbazole ring is replaced with a naphthalene ring can also be used. Specific examples of such oxime compounds include the compounds described in WO 2013 / 083505.

[0126] As the photopolymerization initiator, an oxime compound having a fluorine atom can also be used. Specific examples of the oxime compound having a fluorine atom include the compounds described in JP-A-2010-262028, compounds 24, 36 to 40 described in JP-A-2014-500852, and compound (C-3) described in JP-A-2013-164471.

[0127] As the photopolymerization initiator, an oxime compound having a nitro group can be used. The oxime compound having a nitro group is preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP 2013-114249 A, paragraphs 0008 to 0012, and 0070 to 0079 of JP 2014-137466 A, the compounds described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071 A, and ADEKA ARCLES NCI-831 (manufactured by ADEKA Corporation).

[0128] As the photopolymerization initiator, an oxime compound having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 described in WO 2015 / 036910.

[0129] The photopolymerization initiator may be an oxime compound having a carbazole skeleton to which a hydroxyl-containing substituent is bonded. Examples of such a photopolymerization initiator include the compounds described in WO 2019 / 088055.

[0130] As a photopolymerization initiator, an aromatic ring group Ar in which an electron-withdrawing group is introduced into the aromatic ring is used. OX1 It is also possible to use an oxime compound having the aromatic ring group Ar OX1 Examples of the electron-withdrawing group include an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group. Acyl and nitro groups are preferred, and an acyl group is more preferred because it is easier to form a film with excellent light resistance, and a benzoyl group is even more preferred. The benzoyl group may have a substituent. The substituent is preferably a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group, an arylsulfanyl group, an acyl group, or an amino group. An alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group is more preferred, and an alkoxy group, an alkylsulfanyl group, or an amino group is even more preferred.

[0131] The oxime compound OX is preferably at least one selected from the compounds represented by formula (OX1) and the compounds represented by formula (OX2), and more preferably the compound represented by formula (OX2). [ka] In the formula, R X1 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclicoxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyl group, an acyloxy group, an amino group, a phosphinoyl group, a carbamoyl group, or a sulfamoyl group, R X2 represents an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an acyloxy group, or an amino group, R X3 ~R X14 each independently represents a hydrogen atom or a substituent; However, R X10 ~R X14 At least one of the groups is an electron-withdrawing group.

[0132] In the above formula, R X12 is an electron-withdrawing group, and R X10 , R X11 , R X13 , R X14 is preferably a hydrogen atom.

[0133] Specific examples of the oxime compound OX include the compounds described in paragraphs 0083 to 0105 of Japanese Patent No. 4600600.

[0134] Specific examples of oxime compounds that can be preferably used in the present invention are shown below, but the present invention is not limited to these.

[0135] [ka] [ka]

[0136] The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. Furthermore, from the viewpoint of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1,000 to 300,000, even more preferably 2,000 to 300,000, and particularly preferably 5,000 to 200,000. The molar absorption coefficient of the compound can be measured using a known method. For example, it is preferably measured using a spectrophotometer (Varian Cary-5 spectrophotometer) at a concentration of 0.01 g / L using ethyl acetate as a solvent.

[0137] As the photopolymerization initiator, a bifunctional or trifunctional or higher functional photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, thereby obtaining good sensitivity. Furthermore, when a compound with an asymmetric structure is used, crystallinity is reduced and solubility in organic solvents is improved, making it less likely to precipitate over time, and improving the stability of the coloring composition over time. Specific examples of bifunctional or trifunctional or higher functional photoradical polymerization initiators include dimers of oxime compounds described in JP-A-2010-527339, JP-A-2011-524436, WO-A-2015 / 004565, WO-A-2016-532675, paragraphs 0407 to 0412, and WO-A-2017 / 033680, paragraphs 0039 to 0055; compounds (E) and (G) described in JP-A-2013-522445; Examples of such initiators include Cmpd1 to 7 described in JP 2016 / 034963 A, the oxime ester photoinitiators described in paragraph 0007 of JP 2017-523465 A, the photoinitiators described in paragraphs 0020 to 0033 of JP 2017-167399 A, the photopolymerization initiator (A) described in paragraphs 0017 to 0026 of JP 2017-151342 A, and the oxime ester photoinitiators described in Japanese Patent No. 6469669 A.

[0138] The content of the photopolymerization initiator in the total solid content of the coloring composition is preferably 0.1 to 30% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. In the coloring composition, only one type of photopolymerization initiator may be used, or two or more types may be used. When two or more types are used, the total amount thereof preferably falls within the above range.

[0139] <<Solvent>> The coloring composition of the present invention preferably contains a solvent. Examples of the solvent include organic solvents. The solvent is basically not particularly limited as long as it satisfies the solubility of each component and the coatability of the coloring composition. Examples of organic solvents include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For details of these, please refer to paragraph 0223 of WO 2015 / 166779, the contents of which are incorporated herein by reference. Furthermore, ester-based solvents substituted with a cyclic alkyl group and ketone-based solvents substituted with a cyclic alkyl group can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve 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, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether ... Examples of suitable organic solvents include ethylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, and diacetone alcohol (diacetone alcohol, 4-hydroxy-4-methyl-2-pentanone). However, aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents may be reduced for environmental reasons (for example, the concentration of the organic solvent may be reduced to 50 ppm (parts per million) by mass or less, 10 ppm by mass or less, or 1 ppm by mass or less).

[0140] In the present invention, it is preferable to use a solvent with a low metal content, and the metal content of the solvent is preferably 10 mass ppb (parts per billion) or less. If necessary, a solvent with a mass ppt (parts per trillion) level may be used, and such a high-purity solvent is provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

[0141] Methods for removing impurities such as metals from a solvent include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter. The pore size of the filter used for 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.

[0142] The solvent may contain isomers (compounds with the same number of atoms but different structures), and may contain only one type of isomer or multiple types of isomers.

[0143] In the present invention, the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably the organic solvent is substantially free of peroxide.

[0144] The content of the solvent in the coloring composition is preferably 60 to 95% by mass. 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. 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. The solvent may be used alone, or two or more types may be used in combination. When two or more types are used in combination, the total amount thereof preferably falls within the above range.

[0145] Furthermore, from the viewpoint of environmental regulations, the colored composition of the present invention preferably does not substantially contain environmentally restricted substances. In the present invention, "substantially free of environmentally restricted substances" means that the content of environmentally restricted substances in the colored 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 restricted substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally restricted substances under the REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, the PRTR (Pollutant Release and Transfer Register) Act, and the VOC (Volatile Organic Compounds) regulations, and their usage amounts and handling methods are strictly regulated. These compounds may be used as solvents when producing the components used in the colored composition of the present invention, and may be mixed into the colored composition as residual solvents. From the viewpoints of human safety and environmental considerations, it is preferable to reduce the content of these substances as much as possible. Examples of methods for reducing environmentally regulated substances include heating or reducing the pressure in the system to a temperature above the boiling point of the environmentally regulated substance, thereby distilling off the environmentally regulated substance from the system. When distilling off a small amount of an environmentally regulated substance, it is also useful to perform azeotropy with a solvent having a boiling point equivalent to that of the solvent in question in order to increase efficiency. When a radically polymerizable compound is contained, a polymerization inhibitor or the like may be added prior to distillation under reduced pressure to prevent intermolecular crosslinking due to the progression of a radical polymerization reaction during distillation under reduced pressure. These distillation methods can be used at any stage, including the stage of raw materials, the stage of a product obtained by reacting the raw materials (e.g., a resin solution or a polyfunctional monomer solution after polymerization), or the stage of a colored composition prepared by mixing these compounds.

[0146] <<Pigment derivatives>> The coloring composition of the present invention may contain a pigment derivative. The pigment derivative is used, for example, as a dispersing aid. Examples of the pigment derivative include compounds having a structure in which an acid group or a basic group is bonded to a colorant skeleton.

[0147] Examples of dye skeletons constituting the pigment derivative include a squarylium dye skeleton, a pyrrolopyrrole dye skeleton, a diketopyrrolopyrrole dye skeleton, a quinacridone dye skeleton, an anthraquinone dye skeleton, a dianthraquinone dye skeleton, a benzisoindole dye skeleton, a thiazine indigo dye skeleton, an azo dye skeleton, a quinophthalone dye skeleton, a phthalocyanine dye skeleton, a naphthalocyanine dye skeleton, a dioxazine dye skeleton, a perylene dye skeleton, a perinone dye skeleton, a benzimidazolone dye skeleton, a benzothiazole dye skeleton, a benzimidazole dye skeleton, and a benzoxazole dye skeleton. Of these, a squarylium dye skeleton, a pyrrolopyrrole dye skeleton, a diketopyrrolopyrrole dye skeleton, a phthalocyanine dye skeleton, a quinacridone dye skeleton, and a benzimidazolone dye skeleton are preferred, and a squarylium dye skeleton and a pyrrolopyrrole dye skeleton are more preferred.

[0148] Examples of the acid group include a carboxy group, a sulfo group, a phosphoric acid group, a boronic acid group, a carboxylic acid amide group, a sulfonamide group, an imidic acid group, and salts thereof. Examples of the atom or atomic group constituting the salt include an alkali metal ion (Li + , Na + , K. + etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ Examples of the carboxylic acid amide group include -NHCOR X1 As the sulfonamide group, a group represented by -NHSO2R is preferred. X2 As the imide acid group, a group represented by -SO2NHSO2R is preferred. X3 , -CONHSO2R X4 , -CONHCOR X5 or -SO2NHCOR X6A group represented by the formula: -SO2NHSO2R is preferred. X3 is more preferable. X1 ~R X6 R each independently represents an alkyl group or an aryl group. X1 ~R X6 The alkyl group and aryl group represented by may have a substituent. The substituent is preferably a halogen atom, more preferably a fluorine atom.

[0149] Examples of basic groups include amino groups, pyridinyl groups and their salts, ammonium salts, and phthalimidomethyl groups. Examples of atoms or atomic groups that constitute salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.

[0150] Specific examples of pigment derivatives include those disclosed in JP-A-56-118462, JP-A-63-264674, JP-A-01-217077, JP-A-03-009961, JP-A-03-026767, JP-A-03-153780, JP-A-03-045662, JP-A-04-285669, JP-A-06-145546, Examples include compounds described in JP-A Nos. 06-212088, 06-240158, 10-030063, 10-195326, paragraphs 0086 to 0098 of WO 2011 / 024896, and paragraphs 0063 to 0094 of WO 2012 / 102399, the contents of which are incorporated herein by reference.

[0151] The content of the pigment derivative is preferably 0.1 to 30 parts by mass relative to 100 parts by mass of the pigment. The lower limit of this range is more preferably 0.25 parts by mass or more, even more preferably 0.5 parts by mass or more, particularly preferably 0.75 parts by mass or more, and even more preferably 1 part by mass or more. The upper limit of this range is more preferably 25 parts by mass or less, even more preferably 20 parts by mass or less, and particularly preferably 15 parts by mass or less. By having the content of the pigment derivative within the above range, the storage stability of the coloring composition can be further improved. Only one type of pigment derivative may be used, or two or more types may be used in combination. When two or more types are used in combination, the total amount thereof preferably falls within the above range.

[0152] <<Curing accelerator>> A curing accelerator may be added to the coloring composition of the present invention for the purpose of accelerating the reaction of the polymerizable compound or lowering the curing temperature. Examples of the curing accelerator include a polyfunctional thiol compound having two or more mercapto groups in the molecule. The polyfunctional thiol compound may be added for the purpose of improving stability, odor, resolution, developability, adhesion, etc. The polyfunctional thiol compound is preferably a secondary alkanethiol, and more preferably a compound represented by formula (T1). Formula (T1) [ka] (In formula (T1), n ​​represents an integer of 2 to 4, and L represents a divalent to tetravalent linking group.)

[0153] In formula (T1), the linking group L is preferably an aliphatic group having 2 to 12 carbon atoms, and it is particularly preferred that n is 2 and L is an alkylene group having 2 to 12 carbon atoms.

[0154] Examples of the curing accelerator include methylol compounds (for example, compounds exemplified as crosslinking agents in paragraph 0246 of JP-A-2015-034963), amines, phosphonium salts, amidine salts, and amide compounds (for example, curing agents described in paragraph 0186 of JP-A-2013-041165), base generators (for example, ionic compounds described in JP-A-2014-055114), and cyanate compounds (for example, compounds described in JP-A-2014-055114). Other examples of the curing accelerator include compounds described in paragraphs 0071 of JP-A-2012-150180, alkoxysilane compounds (e.g., alkoxysilane compounds having an epoxy group described in JP-A-2011-253054), onium salt compounds (e.g., compounds exemplified as acid generators in paragraph 0216 of JP-A-2015-034963, and compounds described in JP-A-2009-180949), and polycarboxylic acids. Examples of polycarboxylic acids include succinic acid, trimellitic acid, pyromellitic acid, N,N-dimethyl-4-aminopyridine, and pentaerythritol tetrakis(3-mercaptopropionate). Examples of the curing accelerator include compounds described in paragraphs 0072 to 0078 of JP-A-2016-075720, and compounds described in JP-A-2017-036379.

[0155] When the colored composition of the present invention contains a curing accelerator, the content of the curing accelerator is preferably from 0.3 to 8.9 mass %, more preferably from 0.8 to 6.4 mass %, of the total solid content of the colored composition.

[0156] <<Silane coupling agents>> The coloring composition of the present invention may contain a silane coupling agent. As the silane coupling agent, a silane compound having at least two functional groups with different reactivities in one molecule is preferred. As the silane coupling agent, a silane compound having at least one group selected from a vinyl group, an epoxy group, a styrene group, a methacryl group, an amino group, an isocyanurate group, a ureido group, a mercapto group, a sulfide group, and an isocyanate group, and an alkoxy group is preferred. Specific examples of silane coupling agents include N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-602), N-2-(aminoethyl)-3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-603), 3-aminopropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-903), 3-aminopropyltriethoxysilane (Shin-Etsu Chemical Co., Ltd., KBE-903), 3-methacryloxypropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-503), and 3-glycidoxypropyltrimethoxysilane (Shin-Etsu Chemical Co., Ltd., KBM-403). For details of silane coupling agents, please refer to paragraphs 0155 to 0158 of JP 2013-254047 A, the contents of 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 is preferably 0.001 to 20 mass%, more preferably 0.01 to 10 mass%, and particularly preferably 0.1 to 5 mass%, of the total solid content of the coloring composition. 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, the total amount thereof is preferably in the above range.

[0157] <<Antioxidants>> The coloring composition of the present invention may contain an antioxidant. Examples of antioxidants include phenolic compounds, phosphite ester compounds, and thioether compounds. Any phenolic compound known as a phenolic antioxidant can be used as the phenolic compound. A preferred phenolic compound is a hindered phenolic compound. A compound having a substituent at the ortho position adjacent to the phenolic hydroxy group is preferred. The substituent is preferably a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms. Furthermore, the antioxidant is preferably a compound having a phenolic group and a phosphite ester group in the same molecule. Phosphorus-based antioxidants can also be suitably used as the antioxidant. The compounds described in Korean Patent Publication No. 10-2019-0059371 can also be used as the antioxidant. The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. The coloring composition of the present invention may contain only one type of antioxidant, or two or more types. When two or more types of antioxidants are contained, the total amount thereof is preferably within the above-mentioned range.

[0158] <<Polymerization inhibitor>> The coloring composition of the present invention may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-t-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.). When the coloring composition of the present invention contains a polymerization inhibitor, the content of the polymerization inhibitor is preferably 0.0001 to 5 mass% of the total solid content of the coloring composition. The coloring composition of the present invention may contain only one type of polymerization inhibitor, or may contain two or more types. When two or more types are contained, the total amount thereof is preferably within the above range.

[0159] <<Ultraviolet absorber>> The coloring composition of the present invention may contain an ultraviolet absorber. Examples of ultraviolet absorbers that can be used include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, and triazine compounds. For details, see paragraphs 0052-0072 of JP 2012-208374 A, paragraphs 0317-0334 of JP 2013-068814 A, and paragraphs 0061-0080 of JP 2016-162946 A, the contents of which are incorporated herein by reference. Commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Chemical Co., Ltd.). Benzotriazole compounds include the MYUA series (The Chemical Daily, February 1, 2016) manufactured by Miyoshi Oil & Fats. Furthermore, the 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 is preferably 0.1 to 10 mass %, more preferably 0.1 to 5 mass %, and particularly preferably 0.1 to 3 mass %, based on the total solid content of the coloring composition. Furthermore, only one type of ultraviolet absorber may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount is in the above range.

[0160] <<Surfactants>> The coloring composition of the present invention may contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant can be used. Examples of the surfactant include those described in paragraphs 0238 to 0245 of WO 2015 / 166779, the contents of which are incorporated herein by reference.

[0161] In the present invention, the surfactant is preferably a fluorine-based surfactant. By adding a fluorine-based surfactant to the coloring composition, the liquid properties (particularly, fluidity) can be further improved, and the liquid saving can be further improved. In addition, a film with less unevenness in thickness can be formed.

[0162] The fluorine content in the fluorine-based surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass. A fluorine-based surfactant having a fluorine content within this range is effective in terms of uniformity of the thickness of the coating film and liquid saving, and also has good solubility in the coloring composition.

[0163] Examples of fluorine-based surfactants include those described in paragraphs 0060 to 0064 of JP 2014-041318 A (corresponding paragraphs 0060 to 0064 of WO 2014 / 017669 A), those described in paragraphs 0117 to 0132 of JP 2011-132503 A, and those described in JP 2020-008634 A, the contents of which are incorporated herein by reference. Commercially available fluorine-based surfactants include, for example, Megafac F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, F-437, F-475, F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-560, F-561, F-565, F-563, F-568, F-575, F-780, EXP, MFS-330, and 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 (all manufactured by DIC Corporation), Fluorard FC430, FC431, FC171 (all 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 (all manufactured by AGC Inc.), PolyFox Examples include PF636, PF656, PF6320, PF6520, and PF7002 (all manufactured by OMNOVA), Ftergent 208G, 215M, 245F, 601AD, 601ADH2, 602A, 610FM, 710FL, 710FM, 710FS, and FTX-218 (all manufactured by NEOS Corporation).

[0164] In addition, acrylic compounds that have a molecular structure with a functional group containing a fluorine atom and that volatilize when heated by cleavage of the fluorine atom-containing functional group can also be used as fluorosurfactants. Examples of such fluorosurfactants include the Megafac DS series manufactured by DIC Corporation (The Chemical Daily, February 22, 2016; The Nikkei Business Daily, February 23, 2016), such as Megafac DS-21.

[0165] Furthermore, it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound as the fluorine-containing surfactant. Examples of such a fluorine-containing surfactant include the fluorine-containing surfactants described in JP 2016-216602 A, the contents of which are incorporated herein by reference.

[0166] The fluorosurfactant may also be a block polymer. The fluorosurfactant may also preferably be a fluorine-containing polymer compound containing a repeating unit derived from a (meth)acrylate compound having a fluorine atom and a repeating unit derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy groups or propyleneoxy groups). Further, the fluorine-containing surfactants described in paragraphs 0016 to 0037 of JP-A No. 2010-032698 and the following compounds are also exemplified as the fluorosurfactant used in the present invention. [ka] The weight average molecular weight of the above compound is preferably 3000 to 50000, for example, 14000. In the above compound, % indicating the proportion of repeating units is mol %.

[0167] The fluorine-containing surfactant may also be a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in its side chain. Specific examples include the compounds described in paragraphs 0050 to 0090 and 0289 to 0295 of JP 2010-164965 A, and Megafac RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. The fluorine-containing surfactant may also be the compounds described in paragraphs 0015 to 0158 of JP 2015-117327 A.

[0168] In addition, it is also preferable from the viewpoint of environmental regulations to use the surfactants described in WO 2020 / 084854 as a substitute for surfactants having a perfluoroalkyl group having 6 or more carbon atoms.

[0169] It is also preferable to use a fluorine-containing imide salt compound represented by formula (fi-1) as a surfactant. [ka] In formula (fi-1), m represents 1 or 2, n represents an integer of 1 to 4, α represents 1 or 2, and X α+ is an α-valent metal ion, primary ammonium ion, secondary ammonium ion, tertiary ammonium ion, quaternary ammonium ion, or NH4 + Represents.

[0170] Examples of nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane, and their ethoxylates and propoxylates (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, and sorbitan fat. Examples of such an oil include fatty acid esters, Pluronic L10, L31, L61, L62, 10R5, 17R2, and 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, and 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Lubrizol Japan Co., Ltd.), NCW-101, NCW-1001, and NCW-1002 (manufactured by Wako Pure Chemical Industries, Ltd.), Paionin D-6112, D-6112-W, and D-6315 (manufactured by Takemoto Oil & Fat Co., Ltd.), Olfine E1010, and Surfynol 104, 400, and 440 (manufactured by Nissin Chemical Industry Co., Ltd.).

[0171] Examples of silicone surfactants include DOWSIL SH 8400 FLUID, DOWSIL SF 8419 OIL, and FZ-2122 (all manufactured by Dow-Toray Industries, Inc.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momentive Performance Materials), KP-341, KF-6001, and KF-6002 (all manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-3760, and BYK-UV3510 (all manufactured by BYK-Chemie).

[0172] Furthermore, the silicone surfactant may also be a compound having the following structure: [ka]

[0173] The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% by mass to 3.0% by mass. The surfactant may be one type or two or more types. When two or more types are used, the total amount preferably falls within the above range.

[0174] <<Other ingredients>> The coloring composition of the present invention may contain, as needed, sensitizers, curing accelerators, thermosetting accelerators, plasticizers, and other auxiliary agents (e.g., conductive particles, fillers, antifoaming agents, flame retardants, leveling agents, release accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately incorporating these components, film properties and other properties can be adjusted. For details of these components, please refer to, for example, paragraphs 0183 and after of JP 2012-003225 A (corresponding to paragraph 0237 of U.S. Patent Application Publication No. 2013 / 0034812), and paragraphs 0101-0104 and 0107-0109 of JP 2008-250074 A, the contents of which are incorporated herein by reference. Furthermore, the coloring composition may contain, as needed, a latent antioxidant. Examples of latent antioxidants include compounds in which the moiety functioning as an antioxidant is protected with a protecting group, and the compound functions as an antioxidant when heated at 100 to 250°C or at 80 to 200°C in the presence of an acid / base catalyst, resulting in the elimination of the protecting group. Examples of latent antioxidants include the compounds described in WO 2014 / 021023, WO 2017 / 030005, and JP 2017-008219 A. Commercially available latent antioxidants include ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation).

[0175] The coloring composition of the present invention may contain a light resistance improver. Examples of the light resistance improver include the compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, the compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, the compounds described in paragraphs 0036 to 0037 and 0049 to 0052 of JP-A-2017-129774, the compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, the compounds described in paragraphs 0036 to 0037 and 0051 to 0054 of JP-A-2017-122803, the compounds described in paragraphs 0025 to 0039 of WO 2017 / 164127, and the compounds described in paragraphs 0026 to 0039 of JP-A-2017-186546. JP-A-2015-025116, paragraphs 0019 to 0041, JP-A-2012-145604, paragraphs 0101 to 0125, JP-A-2012-103475, paragraphs 0018 to 0021, JP-A-2011-257591, paragraphs 0015 to 0018, JP-A-2011-191483, paragraphs 0017 to 0021, JP-A-2011-145668, paragraphs 0108 to 0116, JP-A-2011-253174, paragraphs 0103 to 0153, and the like.

[0176] It is also preferable that the coloring composition of the present invention is substantially free of terephthalic acid esters. Here, "substantially free of" means that the content of terephthalic acid esters in the total amount of the coloring composition is 1000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero.

[0177] From the viewpoint of environmental regulations, the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be restricted. When the content of the above-mentioned compounds in the colored composition is reduced, the content of perfluoroalkyl sulfonic acid (particularly perfluoroalkyl sulfonic acid having a perfluoroalkyl group of 6 to 8 carbon atoms) and its salt, and perfluoroalkyl carboxylic acid (particularly perfluoroalkyl carboxylic acid having a perfluoroalkyl group of 6 to 8 carbon atoms) and its salt is preferably in the range of 0.01 ppb to 1,000 ppb, 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, relative to the total solid content of the colored composition. The colored composition may be substantially free of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt. For example, by using a compound that can be a substitute for perfluoroalkyl sulfonic acid and its salt, and a compound that can be a substitute for perfluoroalkyl carboxylic acid and its salt, a coloring composition that is substantially free of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be selected. Examples of compounds that can be a substitute for regulated compounds include compounds that are exempt from regulation due to the difference in the number of carbon atoms in the perfluoroalkyl group. However, the above content does not preclude the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt. The coloring composition may contain perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt within the maximum allowable range.

[0178] <Containment Container> The container for storing the coloring composition of the present invention is not particularly limited, and known containers can be used. Furthermore, in order to prevent impurities from being mixed into the raw materials or the coloring composition, it is also preferable to use a multi-layer bottle whose inner wall is made of six types of six-layer resin or a bottle with a seven-layer structure made of six types of resin. Examples of such containers include the container described in JP 2015-123351 A. Furthermore, it is also preferable to make the inner wall of the container out of glass or stainless steel in order to prevent metal elution from the inner wall, improve the storage stability of the composition, and prevent deterioration of the components.

[0179] <Method of producing colored composition> The colored composition of the present invention can be produced by mixing the above-mentioned components. When producing the colored composition, all components may be simultaneously dissolved and / or dispersed in a solvent to produce the colored composition, or, if necessary, each component may be prepared as two or more appropriate solutions or dispersions, which may be mixed at the time of use (at the time of application) to produce the colored composition.

[0180] The production of the coloring composition may also include a process for dispersing particles such as pigments. In the process for dispersing the pigment, mechanical forces used to disperse the pigment include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include a bead mill, a sand mill, a roll mill, a ball mill, a paint shaker, a microfluidizer, a high-speed impeller, a sand grinder, a flow jet mixer, high-pressure wet atomization, and ultrasonic dispersion. When grinding the pigment in a sand mill (bead mill), it is preferable to use small-diameter beads or increase the bead packing ratio to perform the process under conditions that increase grinding efficiency. After the grinding process, it is preferable to remove coarse particles by filtration, centrifugation, or the like. In addition, the process and disperser for dispersing pigments can be suitably described in "Dispersion Technology Encyclopedia," published by Joho Kiko Co., Ltd., July 15, 2005, or "Dispersion Technology and Industrial Applications Focused on Suspension (Solid / Liquid Dispersion Systems) - Comprehensive Data Collection," published by the Management Development Center Publishing Department, October 10, 1978, or in paragraph 0022 of JP 2015-157893 A. The process for dispersing pigments can also include a salt milling step to refine the particles. The materials, equipment, and processing conditions used in the salt milling step can be found in, for example, JP 2015-194521 A and JP 2012-046629 A.

[0181] In producing a colored composition, it is preferable to filter the colored composition with a filter for the purpose of removing foreign matter and reducing defects. Any filter that has been conventionally used for filtration or the like can be used without any particular limitation. Examples of such filters include filters made of materials such as fluororesins such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF), polyamide resins such as nylon (e.g., nylon-6, nylon-6,6), and polyolefin resins (including high-density and ultra-high-molecular-weight polyolefin resins) such as polyethylene and polypropylene (PP). Among these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0182] 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. If the pore size of the filter is within the above range, fine foreign matter can be removed more reliably. The nominal value of the filter manufacturer can be referred to for the pore size value of the filter. Various filters provided by Nippon Pall Corporation (DFA4201NIEY, DFA4201NAEY, DFA4201J006P, etc.), Advantech Toyo Co., Ltd., Nippon Integris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitz Microfilter Co., Ltd., etc. can be used.

[0183] It is also preferable to use a fibrous filter medium as the filter. Examples of fibrous filter medium include polypropylene fiber, nylon fiber, and glass fiber. Commercially available products include the SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.), and SHPX type series (SHPX003, etc.) manufactured by ROKI TECHNO CORPORATION. When using a filter, different filters (e.g., a first filter and a second filter) may be combined. In this case, filtration with each filter may be performed only once or twice or more times. Filters with different pore sizes within the above-mentioned range may also be combined. Furthermore, filtration with the first filter may be performed on only the dispersion, and filtration with the second filter may be performed after mixing with other components.

[0184] <Membrane> The film of the present invention is a film obtained using the coloring composition of the present invention described above. The film of the present invention can be used for color filters, etc. Specifically, it can be preferably used as a yellow color filter. For example, it can be used as a yellow pixel of a color filter. The film thickness of the film of the present invention can be appropriately adjusted depending on the purpose, but is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0185] The film of the present invention preferably has an average transmittance in the wavelength range of 400 to 475 nm of less than 4%, more preferably less than 3%, and even more preferably less than 2%. Furthermore, the film of the present invention preferably has an average transmittance in the wavelength range of 550 to 700 nm of 90% or more, more preferably 93% or more, and even more preferably 95% or more. Furthermore, the wavelength at which the film of the present invention exhibits a transmittance of 50% is preferably in the range of 485 to 515 nm, more preferably in the range of 490 to 510 nm, and even more preferably in the range of 495 to 505 nm.

[0186] <Color filter> Next, the color filter of the present invention will be described. The color filter of the present invention has the above-mentioned film of the present invention. Preferably, the film of the present invention is used as a yellow pixel of the color filter. The color filter of the present invention can be used in an optical sensor or a display device.

[0187] The color filter of the present invention preferably has colored pixels of other hues in addition to the pixels of the film of the present invention, such as blue pixels, red pixels, magenta pixels, and cyan pixels.

[0188] A preferred embodiment of the color filter of the present invention includes a magenta pixel, a cyan pixel, and a yellow pixel formed from the film of the present invention. Another preferred embodiment of the color filter of the present invention includes a red pixel, a blue pixel, and a yellow pixel formed from the film of the present invention, or a red pixel, a cyan pixel, and a yellow pixel formed from the film of the present invention.

[0189] The color filter may have a structure in which each color pixel is embedded in a space partitioned by partition walls, for example, in a grid pattern. In this case, the partition walls preferably have a lower refractive index than each color pixel. Alternatively, the partition walls may be formed as described in U.S. Patent Application Publication No. 2018 / 0040656.

[0190] <Membrane manufacturing method> Next, a method for producing a film will be described. The film of the present invention can be produced via a step of applying the coloring composition of the present invention. The film production method preferably further includes a step of forming a pattern (pixels). Examples of methods for forming the pattern (pixels) include photolithography and dry etching, with photolithography being preferred.

[0191] The pattern formation by the photolithography method preferably includes the steps of forming a coloring composition layer on a support using the coloring composition of the present invention, exposing the coloring composition layer to light in a pattern, and developing and removing the unexposed areas of the coloring composition layer to form a pattern (pixels). If necessary, a step of baking the coloring composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.

[0192] In the step of forming a coloring composition layer, a coloring composition layer is formed on a support using the coloring composition of the present invention. The support is not particularly limited and can be appropriately selected depending on the application. Examples include a glass substrate and a silicon substrate, with a silicon substrate being preferred. The silicon substrate may also be formed with a charge-coupled device (CCD), a complementary metal-oxide semiconductor (CMOS), a transparent conductive film, or the like. A black matrix is ​​sometimes formed on the silicon substrate to isolate each pixel. The silicon substrate may also be provided with an underlayer to improve adhesion to an upper layer, prevent material diffusion, or flatten the substrate surface. The surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. It is also preferably 30 to 80° when measured with water. A surface contact angle of the underlayer within the above range ensures good wetting of the coloring composition. The surface contact angle of the underlayer can be adjusted by, for example, adding a surfactant.

[0193] The coloring composition can be applied by any known method, including, for example, a dropping method (drop casting), a slit coating method, a spray method, a roll coating method, a rotary coating method (spin coating), a casting coating method, a slit and spin method, a pre-wetting method (for example, a method described in JP-A-2009-145395), various printing methods such as inkjet (for example, an on-demand method, a piezo method, a thermal method), ejection printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing, a transfer method using a mold, and a nanoimprint method. The inkjet application method is not particularly limited, and examples thereof include the method described in "Expanding and Usable Inkjet - Infinite Possibilities Seen in Patents -", ​​published February 2005 by Sumibe Techno Research (particularly pages 115 to 133), and the methods described in JP 2003-262716 A, JP 2003-185831 A, JP 2003-261827 A, JP 2012-126830 A, JP 2006-169325 A, etc. Furthermore, for the application method of the coloring composition, the descriptions in WO 2017 / 030174 and WO 2017 / 018419 can be referred to, the contents of which are incorporated herein by reference.

[0194] The colored composition layer formed on the support may be dried (prebaked). When a film is produced by a low-temperature process, prebaking may not be performed. When prebaking is performed, the prebaking temperature is preferably 150°C or lower, more preferably 120°C or lower, and even more preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, or can also be 80°C or higher. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0195] Next, the coloring composition layer is exposed to light in a pattern (exposure step). For example, the coloring composition layer can be exposed to light in a pattern by using a stepper exposure machine, a scanner exposure machine, or the like, through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0196] Examples of radiation (light) that can be used for exposure include g-rays and i-rays. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength 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. Long-wave light sources with wavelengths of 300 nm or more can also be used.

[0197] Furthermore, the exposure may be performed by continuous irradiation with light or by pulsed irradiation (pulse exposure), which is an exposure method in which light irradiation and pauses are repeated in short cycles (for example, milliseconds or less).

[0198] The irradiation amount (exposure amount) is, for example, 0.03 to 2.5 J / cm 2 is preferable, and 0.05 to 1.0 J / cm 2 The oxygen concentration during exposure can be appropriately selected. In addition to being performed in the atmosphere, exposure may be performed in a low-oxygen atmosphere with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration of more than 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). The exposure illuminance can be appropriately set, and is usually 1000 W / m 2 ~100,000W / m 2 (e.g., 5000W / m 2 , 15000W / m 2 , or 35,000 W / m 2 The oxygen concentration and exposure illuminance may be appropriately combined. For example, an oxygen concentration of 10% by volume and an illuminance of 10,000 W / m 2, oxygen concentration 35% by volume, illuminance 20000W / m 2 etc.

[0199] Next, the unexposed portions of the coloring composition layer are developed and removed to form a pattern (pixels). The unexposed portions of the coloring composition layer can be developed and removed using a developer. As a result, the coloring composition layer in the unexposed portions in the exposure step is dissolved into the developer, leaving only the photocured portions. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. In addition, to improve residue removal, the process of shaking off the developer every 60 seconds and then supplying fresh developer may be repeated several times.

[0200] Examples of the developer include organic solvents and alkaline developers, with alkaline developers being preferred. The alkaline developer is preferably an alkaline aqueous solution (alkaline developer) prepared by diluting an alkaline agent with pure water. Examples of the alkaline agent include organic alkaline compounds such as ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis(2-hydroxyethyl)ammonium hydroxide, choline, pyrrole, piperidine, and 1,8-diazabicyclo-[5.4.0]-7-undecene, as well as inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium silicate, and sodium metasilicate. Alkaline agents with high molecular weights are preferred from an environmental and safety perspective. 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. The developer may further contain a surfactant. For ease of transportation and storage, the developer may be prepared as a concentrated solution and then diluted to the required concentration before use. The dilution ratio is not particularly limited, but can be set, for example, in the range of 1.5 to 100 times. It is also preferable to wash (rinse) the developed layer with pure water after development. Rinsing is preferably performed by supplying a rinse solution to the developed colored composition layer while rotating the support on which the developed colored composition layer has been formed. It is also preferable to perform the rinse by moving the nozzle ejecting the rinse solution from the center of the support to the periphery of the support. In this case, the nozzle movement speed may be gradually reduced as the nozzle moves from the center to the periphery of the support. Rinsing in this manner can suppress in-plane variations in rinsing. A similar effect can be achieved by gradually reducing the rotation speed of the support while moving the nozzle from the center to the periphery of the support.

[0201] After development and drying, it is preferable to perform additional exposure treatment or heating treatment (post-baking). The additional exposure treatment or post-baking is a post-development curing treatment to ensure complete curing. The heating temperature in post-baking is, for example, preferably 100 to 240°C, more preferably 200 to 240°C. Post-baking can be performed continuously or batchwise using a heating means such as a hot plate, convection oven (hot air circulation dryer), or high-frequency heater to heat the developed film to the above conditions. When additional exposure treatment is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. The additional exposure treatment may also be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0202] Pattern formation by the dry etching method preferably includes the steps of forming a colored composition layer on a support using the colored composition of the present invention and curing the entire colored composition layer to form a cured layer; forming a photoresist layer on the cured layer; exposing the photoresist layer to light in a pattern and developing it to form a resist pattern; and dry etching the cured layer using an etching gas as a mask. In forming the photoresist layer, it is preferable to further perform a pre-baking treatment. In particular, the photoresist layer formation process preferably includes a post-exposure heat treatment and a post-development heat treatment (post-baking treatment). For details on pattern formation by the dry etching method, please refer to the description in paragraphs 0010 to 0067 of JP 2013-064993 A, the contents of which are incorporated herein by reference.

[0203] <Optical sensor> The optical sensor of the present invention has the above-described film of the present invention. Examples of the optical sensor include devices that perform various sensing and imaging using light such as visible light, ultraviolet light, and infrared light. Examples of the optical sensor include image sensors such as solid-state imaging devices. Examples of the solid-state imaging device include the following configurations.

[0204] The substrate includes a plurality of photodiodes constituting the light receiving area of ​​a solid-state imaging device (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and transfer electrodes formed of polysilicon or the like. A light-shielding film is formed on the photodiodes and transfer electrodes, with only the light-receiving portions of the photodiodes being open. A device protection film formed of silicon nitride or the like is formed on the light-shielding film so as to cover the entire light-shielding film and the light-receiving portions of the photodiodes. A color filter is formed on the device protection film. Furthermore, a light-collecting means (e.g., a microlens, etc.; the same applies hereinafter) may be formed on the device protection film below the color filter (on the side closer to the substrate), or on the color filter. The pixels of the color filter may be embedded in spaces partitioned by partitions, for example, in a grid pattern. In this case, the refractive index of the partitions is preferably lower than that of the pixels. Examples of imaging devices having such a structure include devices described in Japanese Patent Application Laid-Open No. 2012-227478, Japanese Patent Application Laid-Open No. 2014-179577, International Publication No. 2018 / 043654, and US Patent Application Publication No. 2018 / 0040656.

[0205] Devices equipped with optical sensors can be used in digital cameras, electronic devices with imaging functions (such as mobile phones), as well as in-vehicle cameras and surveillance cameras.

[0206] <Display device> The display device of the present invention has the above-described film of the present invention. Examples of the display device include liquid crystal display devices and organic electroluminescence display devices. Definitions of display devices and details of each display device are described, for example, in "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Nobuaki Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). Liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There are no particular limitations on the liquid crystal display device to which the present invention can be applied, and the present invention can be applied to various types of liquid crystal display devices described in the above-mentioned "Next Generation Liquid Crystal Display Technology."

[0207] The organic electroluminescent display device may have a light source composed of a white organic electroluminescent element. The white organic electroluminescent element preferably has a tandem structure. Tandem structures of organic electroluminescent elements are described in, for example, JP 2003-045676 A and Akiyoshi Mikami, "The Frontline of Organic EL Technology Development - High Brightness, High Precision, Long Life, and Know-How Collection," Technical Information Association, pp. 326-328, 2008. The spectrum of white light emitted by the organic EL element preferably has strong maximum emission peaks in the blue region (430-485 nm), green region (530-580 nm), and yellow region (580-620 nm). In addition to these emission peaks, an organic EL element that also has a maximum emission peak in the red region (650-700 nm) is more preferred.

[0208] The organic electroluminescence display device may also have a lens on the color filter. The lens may have various shapes derived from optical system design, such as a convex shape or a concave shape. For example, a concave shape (concave lens) can easily improve the light collection ability. The lens may be in direct contact with the color filter, or another layer such as an adhesion layer or a planarization layer may be provided between the lens and the color filter. The lens may also be arranged and used in the manner described in International Publication No. 2018 / 135189. [Example]

[0209] The present invention will be specifically described below with reference to examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0210] <Preparation of dispersion liquid> (Dispersion 1) 12.0 parts by mass of CI Pigment Yellow 139, 4.0 parts by mass of Dispersant 1, and 83.0 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) were mixed, and the mixture was dispersed for 5 hours in an Eiger mill ("Mini Model M-250MKII" manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 1 mm, and then filtered through a filter with a pore size of 5 μm to prepare Dispersion Liquid 1.

[0211] (Dispersion 2) 11.6 parts by mass of CI Pigment Yellow 150 (azomethine yellow pigment), 6.9 parts by mass of Dispersant 2, 78.0 parts by mass of PGMEA, and 3.5 parts by mass of propylene glycol monomethyl ether (PGME) were mixed, and the mixture was dispersed for 5 hours in an Eiger mill ("Mini Model M-250MKII" manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 1 mm, and then filtered through a filter with a pore size of 5 μm to prepare Dispersion Liquid 2.

[0212] (Dispersion 3) 13.0 parts by mass of CI Pigment Yellow 185, 5.0 parts by mass of Dispersant 1, 74.0 parts by mass of PGMEA, and 8.0 parts by mass of PGME were mixed, and then dispersed for 5 hours in an Eiger mill ("Mini Model M-250MKII" manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 1 mm. The mixture was then filtered through a filter with a pore size of 5 μm to prepare Dispersion Liquid 3.

[0213] (Dispersion 4) 11.6 parts by mass of CI Pigment Yellow 129 (azomethine yellow pigment), 6.9 parts by mass of Dispersant 2, 78.0 parts by mass of PGMEA, and 3.5 parts by mass of propylene glycol monomethyl ether (PGME) were mixed, and the mixture was dispersed for 5 hours in an Eiger mill ("Mini Model M-250MKII" manufactured by Eiger Japan Co., Ltd.) using zirconia beads with a diameter of 1 mm, and then filtered through a filter with a pore size of 5 μm to prepare Dispersion Liquid 2.

[0214] Dispersant 1: Resin with the following structure (the number attached to the main chain is the molar ratio, and the number attached to the side chain is the number of repeating units. Weight average molecular weight: 24,000, acid value: 52.5 mg KOH / g) [ka] Dispersant 2: Resin with the following structure (the number attached to the main chain is the molar ratio, and the number attached to the side chain is the number of repeating units. Weight average molecular weight 21,000, acid value 36 mgKOH / g) [ka]

[0215] <Preparation of Coloring Composition> The raw materials shown in the table below were mixed and stirred, and then filtered using a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to prepare a colored composition. The PY139 ratio column in the table below indicates the content of CI Pigment Yellow 139 in the colorant contained in the colored composition. The azomethine yellow pigment ratio column in the table below indicates the total content of CI Pigment Yellow 150 and CI Pigment Yellow 129 in the colorant contained in the colored composition. The PY185 ratio column in the table below indicates the content of CI Pigment Yellow 185 in the colorant contained in the colored composition.

[0216] [Table 1]

[0217] [Table 2]

[0218] [Table 3]

[0219] [Table 4]

[0220] [Table 5]

[0221] The raw materials listed in the above table are abbreviated as follows: (dispersion) Dispersions 1 to 4: Dispersions 1 to 4 described above

[0222] (resin) B-1: 40% by mass PGMEA solution of resin (resin having epoxy groups) synthesized by the following method A suitable amount of nitrogen was passed through a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen, and 371 parts by mass of PGMEA was added and heated to 85°C with stirring. Next, 54 parts by mass of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 A mixed solution of 225 parts by weight of a mixture of decane-8 and / or 9-yl acrylate, 81 parts by weight of vinyltoluene (isomer mixture), and 80 parts by weight of PGMEA was added dropwise over 4 hours. Separately, a solution of 30 parts by weight of a polymerization initiator (2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 160 parts by weight of PGMEA was added dropwise over 5 hours. After the initiator solution was added dropwise, the mixture was kept at the same temperature for 4 hours and then cooled to room temperature to obtain a resin. The resulting resin had an acid value of 43 mg KOH / g, a weight-average molecular weight of 10,600, and a polydispersity of 2.01. PGMEA was added to adjust the solids concentration to 40% by weight to prepare B-1.

[0223] B-2: 40% by mass PGMEA solution of the resin with the following structure (the number attached to the main chain is the molar ratio. Weight-average molecular weight: 11,000) [ka]

[0224] B-3: 40% by mass PGMEA solution of the resin with the following structure (the number attached to the main chain is the molar ratio. Weight average molecular weight: 12,000) [ka]

[0225] B-4: 40% by mass PGMEA solution of resin (resin having epoxy groups) synthesized by the following method A suitable amount of nitrogen was passed through a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen, and 340 parts by mass of PGMEA was added and heated to 80°C with stirring. Next, 57 parts by mass of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution of 54 parts by weight of a mixture of decan-9-yl acrylate (content ratio 1:1 by molar ratio), 239 parts by weight of benzyl methacrylate, and 73 parts by weight of PGMEA was added dropwise over 5 hours. Next, a solution of 40 parts by weight of a polymerization initiator (2,2-azobis(2,4-dimethylvaleronitrile)) dissolved in 197 parts by weight of PGMEA was added dropwise over 6 hours. After the addition of the polymerization initiator solution was completed, the mixture was maintained at 80°C for 3 hours and then cooled to room temperature to obtain a resin with the following structure. The resulting resin had a weight-average molecular weight of 9400, a polydispersity of 1.89, and an acid value of 114 mgKOH / g. PGMEA was added to adjust the solids concentration to 40% by weight to prepare B-4. [ka]

[0226] (Photopolymerization initiator) C-1: Irgacure OXE02 (BASF, oxime compound) C-2: Irgacure OXE01 (BASF, oxime compound) C-3: Irgacure 369 (BASF, acetophenone compound) C-4: TR-PBG-327 (Tronly, oxime compound, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime))

[0227] (polymerizable compound) D-1: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd., a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) D-2: NK Ester A-DPH-12E (manufactured by Shin-Nakamura Chemical Co., Ltd., a mixture of ethoxylated dipentaerythritol hexaacrylate and ethoxylated dipentaerythritol pentaacrylate) D-3: Dipentaerythritol polyacrylate

[0228] (additives) E-1: Compound with the following structure (ultraviolet absorber) [ka]

[0229] (surfactant) F-1: Compound of the following structure JPEG0007752627000032.jpg17145F-2: Compound with the following structure (weight average molecular weight 14,000, % indicating the proportion of repeating units is mol%, fluorochemical surfactant) [ka] F-3: Megafac F-554 (DIC, fluorine-based surfactant) F-4: PolyFox PF6320 (OMNOVA, fluorosurfactant) F-5: Futergent 208G (NEOS, fluorine-based surfactant) F-6: DOWSIL SH 8400 FLUID (Dow Toray Industries, Inc., silicone surfactant) F-7: DOWSIL SF 8419 OIL (Dow Toray Industries, Inc., silicone surfactant)

[0230] (polymerization inhibitor) G-1: p-Methoxyphenol

[0231] (solvent) H-1:PGMEA H-2: Anisole H-3: Diacetone alcohol

[0232] <Evaluation> (Evaluation of spectral characteristics) The coloring composition was applied onto a glass substrate by spin coating, and then the substrate was heat-treated (pre-baked) at 100°C for 120 seconds using a hot plate, and then exposed to i-rays at 1000mJ / cm 2 The film was exposed to light at an exposure dose of 1000 nm, and then heated at 200°C for 5 minutes to produce a film with a thickness of 0.6 µm. The light transmittance (transmittance) of the film obtained was measured in the range of 400 to 700 nm using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd., to determine the average transmittance (T1) in the wavelength range of 400 to 475 nm, the average transmittance (T2) in the wavelength range of 550 to 700 nm, and the wavelength (λ50) at which the transmittance was 50%, and the spectral characteristics were evaluated according to the following criteria.

[0233] -Average transmittance (T1) in the wavelength range of 400 to 475 nm- A: T1 is less than 2% B: T1 is 2% or more and less than 3% C:T1 is 3% or more and less than 4% D:T1 is 4% or more

[0234] -Average transmittance (T2) in the wavelength range of 550 to 700 nm- A: T2 is 95% or more B: T2 is 93% or more but less than 95% C:T2 is 90% or more but less than 93% D:T2 is less than 90%

[0235] -About the wavelength (λ50) at which transmittance is 50%- A: λ50 is in the range of 495 nm to 505 nm B: λ50 is in the range of 490 nm or more and less than 495 nm, or in the range of more than 505 nm and less than 510 nm C: λ50 is in the range of 485 nm or more and less than 490 nm, or in the range of more than 510 nm and less than 515 nm D: λ50 is in the range of 480 nm or more and less than 485 nm, or in the range of more than 515 nm and less than 520 nm

[0236] (Evaluation of storage stability) The viscosity (mPa·s) of the colored composition was measured using an "RE-85L" manufactured by Toki Sangyo Co., Ltd. After the above measurement, the colored composition was left to stand at 45°C, shielded from light, for 3 days, and the viscosity (mPa·s) was measured again. The storage stability was evaluated according to the following evaluation criteria from the difference in viscosity (ΔVis) before and after the above standing. Note that all of the above viscosity measurements were performed in a laboratory where the temperature and humidity were controlled to 22±5°C and 60±20%, and the temperature of the colored composition was adjusted to 25°C. A: ΔVis is 0.5 mPa·s or less B: ΔVis is greater than 0.5 mPa·s and less than or equal to 1.0 mPa·s C: ΔVis exceeds 1.0 mPa·s

[0237] (Evaluation of light resistance) The coloring composition was applied onto a glass substrate by spin coating, and then the substrate was heat-treated (pre-baked) at 100°C for 120 seconds using a hot plate, and then exposed to i-rays at 1000mJ / cm 2 The film was then exposed to light at an exposure dose of 1000 lux and then heated at 200°C for 5 minutes to produce a 0.6 μm thick film. The light transmittance (transmittance) of the resulting film was measured in the wavelength range of 400 to 700 nm using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the film prepared above was irradiated with 100,000 lux of light for 1,000 hours (total irradiation dose: 100 million lux·hr) using a light resistance tester (Super Xenon Weather Meter SX75 manufactured by Suga Test Instruments Co., Ltd.). The transmittance of the film after light irradiation was measured, and the light resistance was evaluated according to the following criteria. A: The integrated value of the transmittance of the film after light irradiation at a wavelength of 400 to 700 nm is 97% or more of the integrated value of the transmittance of the cured film before light irradiation at a wavelength of 400 to 700 nm. B: The integrated value of the transmittance of the film after light irradiation at a wavelength of 400 to 700 nm is 95% or more and less than 97% of the integrated value of the transmittance of the film before light irradiation at a wavelength of 400 to 700 nm. C: The integrated value of the transmittance of the film after light irradiation at a wavelength of 400 to 700 nm is 90% or more but less than 95% of the integrated value of the transmittance of the film before light irradiation at a wavelength of 400 to 700 nm. D: The integrated value of the transmittance of the film at a wavelength of 400 to 700 nm after light irradiation is less than 90% of the integrated value of the transmittance of the film at a wavelength of 400 to 700 nm before light irradiation.

[0238] (Evaluation of moisture resistance) The coloring composition was applied onto a silicon wafer by spin coating, and then heat-treated (pre-baked) using a hot plate at 100° C. for 120 seconds to form a composition layer with a thickness of 0.6 μm. Next, this composition layer was exposed to i-rays at 500 mJ / cm using an i-ray stepper exposure system (FPA-3000i5+, manufactured by Canon Corporation) through a mask pattern in which square unmasked areas with sides of 1.0 μm were arranged in an area of ​​4 mm × 3 mm. 2 The film was exposed to light at an exposure dose of 1000 ppm. The silicon wafer with the exposed composition layer formed thereon was then placed on the horizontal rotating table of a spin-shower developer (DW-30 model, manufactured by Chemitronics Corporation) and puddle-developed for 60 seconds at 23°C using a developer (CD-2000, manufactured by Fujifilm Electronic Materials Co., Ltd.). Next, while rotating the silicon wafer at a rotation speed of 50 rpm, pure water was supplied from a spray nozzle above the center of rotation in a shower-like manner to rinse the wafer, and the wafer was then spray-dried to form a patterned (pixel) substrate. The resulting patterned substrate was placed in a thermo-hygrostat (EHS-221M, manufactured by Yamato Scientific Co., Ltd.) and left to stand in an atmosphere at a temperature of 85°C and a relative humidity of 85% for 500, 750, 1000, and 1500 hours to conduct a moisture resistance test. After the test, the substrate was observed using a scanning electron microscope (SEM) (S-4800H, manufactured by Hitachi High-Technologies Corporation) to evaluate the moisture resistance by observing whether or not there was peeling of the pixels. Peeling was considered to have occurred if the pixels were completely peeled off from the silicon wafer or if cracks were present at the interface between the pixel and the silicon wafer. The evaluation criteria for moisture resistance are as follows. A: No peeling observed even after 1500 hours of humidity resistance testing B: No peeling was observed after 1000 hours of humidity resistance testing, but peeling was observed after 1500 hours. C: No peeling was observed after 500 hours of humidity resistance testing, but peeling was observed after 1000 hours. D: Peeling was observed after 500 hours of humidity resistance testing.

[0239] [Table 6] [Table 7] [Table 8] [Table 9] [Table 10]

[0240] As shown in the table above, the examples had good storage stability and were able to form films with excellent spectral properties and light resistance. Furthermore, the films obtained using the colored compositions of the examples had spectral properties suitable for use as yellow color filters.

[0241] (Example 1001) The yellow colored composition was applied to a silicon wafer by spin coating so that the film thickness after formation would be 0.6 μm. Then, the wafer was heated at 100° C. for 2 minutes using a hot plate. Next, an i-line stepper exposure system FPA-3000i5+ (manufactured by Canon Inc.) was used to apply the yellow colored composition to a silicon wafer at 1000 mJ / cm . 2 The substrate was exposed to light at an exposure dose of 1 μm through a mask with a 1 μm square dot pattern. Next, puddle development was performed using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) at 23°C for 60 seconds. The substrate was then rinsed with a spin shower and further washed with pure water. The yellow coloring composition was then patterned by heating at 200°C for 5 minutes using a hot plate to form yellow pixels. Similarly, the red coloring composition and the blue coloring composition were patterned using the same process to sequentially form red and blue pixels, thereby forming a color filter having yellow, red, and blue pixels. The yellow coloring composition used was the coloring composition of Example 1. The red coloring composition and the blue coloring composition will be described later. In this color filter, the yellow pixels were formed in a Bayer pattern, and the red and blue pixels were formed in adjacent regions in an island pattern. The resulting color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device exhibited favorable image recognition capabilities.

[0242] (Red colored composition) The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a red colored composition. Red pigment dispersion: 51.7 parts by mass Resin 101...0.6 parts by mass Polymerizable compound (NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.) 0.6 parts by mass Photopolymerization initiator (Irgacure OXE01, manufactured by BASF) 0.4 parts by mass Surfactant 101: 4.2 parts by mass Ultraviolet absorber (UV-503, manufactured by Daito Chemical Co., Ltd.) 0.3 parts by mass PGMEA...42.6 parts by mass

[0243] (Blue colored composition) The following components were mixed and stirred, and then filtered through a nylon filter with a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a blue colored composition. Blue pigment dispersion: 44.9 parts by mass Resin 101...2.1 parts by mass Polymerizable compound (KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.) 1.5 parts by mass Polymerizable compound (NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.) 0.7 parts by mass Photopolymerization initiator (Irgacure OXE01, manufactured by BASF) 0.8 parts by mass Surfactant 101: 4.2 parts by mass Ultraviolet absorber (UV-503, manufactured by Daito Chemical Co., Ltd.) 0.3 parts by mass PGMEA...45.8 parts by mass

[0244] The materials used for the red colored composition and the blue colored composition are as follows.

[0245] Red pigment dispersion A mixture of 9.6 parts by mass of CI Pigment Red 254, 4.3 parts by mass of CI Pigment Yellow 139, 6.8 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK-Chemie), and 79.3 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, a high-pressure disperser equipped with a pressure reduction mechanism, NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.), was used to mix and disperse the pigment under a pressure of 2000 kg / cm. 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 kJ / min. This dispersion treatment was repeated 10 times to obtain a red pigment dispersion liquid.

[0246] Blue pigment dispersion A mixture consisting of 9.7 parts by mass of CI Pigment Blue 15:6, 2.4 parts by mass of CI Pigment Violet 23, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK-Chemie), and 82.4 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, a pressure of 2000 kg / cm was applied using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Nippon BEE Co., Ltd.). 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 psi. This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion.

[0247] Resin 101: Resin having the following structure (acid value: 70 mg KOH / g, Mw=11,000, ratio of structural units is molar ratio) [ka]

[0248] Surfactant 101: 1% by mass PGMEA solution of a compound (weight average molecular weight 14,000) having the following structure: In the following formula, % indicating the proportion of repeating units is mol %. [ka] (Example 1002) A color filter was formed in the same manner as in Example 1001, except that the blue colored composition of Example 1001 was changed to the following cyan colored composition 1, and a cyan color pixel was formed. The obtained color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device had good image recognition ability.

[0249] (Cyan coloring composition 1) The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to prepare a cyan colored composition 1. Cyan pigment dispersion 1: 44.9 parts by mass Resin 101...2.1 parts by mass Polymerizable compound (KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.) 1.5 parts by mass Polymerizable compound (NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.) 0.7 parts by mass Photopolymerization initiator (Irgacure OXE01, manufactured by BASF) 0.8 parts by mass Surfactant 101: 4.2 parts by mass Ultraviolet absorber (UV-503, manufactured by Daito Chemical Co., Ltd.) 0.3 parts by mass PGMEA...45.8 parts by mass

[0250] Cyan pigment dispersion 1 A mixture of 12.1 parts by mass of CI Pigment Blue 15:4, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK), and 82.4 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. The mixture was then mixed and dispersed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Nippon BEE Co., Ltd.). 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 kJ / min. This dispersion treatment was repeated 10 times to obtain a cyan pigment dispersion liquid 1.

[0251] (Example 1003) A color filter was formed in the same manner as in Example 1001, except that the blue colored composition of Example 1001 was changed to the following cyan colored composition 2, and a cyan color pixel was formed. The obtained color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device had good image recognition ability.

[0252] (Cyan coloring composition 2) The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to prepare a cyan colored composition 2. Cyan pigment dispersion 2 44.9 parts by mass Resin 101...2.1 parts by mass Polymerizable compound (KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd.) 1.5 parts by mass Polymerizable compound (NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.) 0.7 parts by mass Photopolymerization initiator (Irgacure OXE01, manufactured by BASF) 0.8 parts by mass Surfactant 101: 4.2 parts by mass Ultraviolet absorber (UV-503, manufactured by Daito Chemical Co., Ltd.) 0.3 parts by mass PGMEA...45.8 parts by mass

[0253] Cyan pigment dispersion 2 A mixture consisting of 1.9 parts by mass of CI Pigment Blue 15:4, 7.3 parts by mass of CI Pigment Green 7, 2.9 parts by mass of CI Pigment Green 36, 5.5 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK-Chemie), and 82.4 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, the mixture was further mixed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Nippon BEE Co., Ltd.). 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 kJ / min. This dispersion treatment was repeated 10 times to obtain a cyan pigment dispersion liquid 2.

[0254] (Example 1004) A color filter was formed in the same manner as in Example 1001, except that the blue colored composition of Example 1001 was replaced with the colored curable composition of Example 1 in paragraph 0121 of International Publication No. 2020 / 174991. The obtained color filter was incorporated into a solid-state imaging device according to a known method. This solid-state imaging device had suitable image recognition capabilities.

Claims

1. A coloring composition comprising a colorant, a resin, a polymerizable compound, and a photopolymerization initiator, the colorant comprises a yellow pigment; the yellow pigment includes Color Index Pigment Yellow 185, an isoindoline-based yellow pigment other than Color Index Pigment Yellow 185, and an azomethine-based yellow pigment; the isoindoline-based yellow pigment other than Color Index Pigment Yellow 185 is Color Index Pigment Yellow 139, the azomethine yellow pigment is at least one selected from Color Index Pigment Yellow 150 and Color Index Pigment Yellow 129; the content of Color Index Pigment Yellow 185 in the colorant is 40 to 70% by mass, the content of the isoindoline-based yellow pigment other than Color Index Pigment Yellow 185 is 10 to 30% by mass, and the content of the azomethine-based yellow pigment is 10 to 30% by mass; Colored composition.

2. The coloring composition described in claim 1, wherein the azomethine yellow pigment is Color Index Pigment Yellow 150.

3. The coloring composition according to claim 2, wherein the content of Color Index Pigment Yellow 185 in the colorant is 40 to 70% by mass, the content of Color Index Pigment Yellow 139 is 10 to 30% by mass, and the content of Color Index Pigment Yellow 150 is 10 to 30% by mass.

4. The colored composition according to any one of claims 1 to 3, wherein the photopolymerization initiator comprises an oxime compound.

5. The colored composition according to any one of claims 1 to 4, wherein the resin includes a resin having a crosslinkable group.

6. The colored composition according to any one of claims 1 to 5, wherein the resin includes a resin having a cyclic ether group.

7. The colored composition according to any one of claims 1 to 6, wherein the polymerizable compound comprises at least one selected from the group consisting of dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, and modified products thereof.

8. When a film having a thickness of 0.6 μm is formed using the coloring composition, the average transmittance of the film in a wavelength range of 400 to 475 nm is less than 4%, and the average transmittance in a wavelength range of 550 to 700 nm is 90% or more. The coloring composition according to any one of claims 1 to 7.

9. The coloring composition according to any one of claims 1 to 8, which is a yellow coloring composition.

10. A film obtained by using the colored composition according to any one of claims 1 to 9.

11. A color filter comprising the film of claim 10.

12. An optical sensor comprising the film of claim 10.

13. A display device comprising the film of claim 10.

Images