KR20220126748A - Coloring composition, film, red pixel, color filter, solid-state image sensor, image display device and kit - Google Patents

Abstract

A coloring composition containing a color material containing a pigment, a resin, and a solvent, wherein the pigment contains color index pigment red 272, and the resin contains a resin having an aromatic carboxyl group. Films, red pixels, color filters, solid-state imaging devices, image display devices and kits.

Description

Coloring composition, film, red pixel, color filter, solid-state image sensor, image display device and kit

This invention relates to the coloring composition containing a pigment. Moreover, this invention relates to the film|membrane which used the coloring composition, a red pixel, a color filter, a solid-state image sensor, and an image display apparatus. Moreover, this invention relates to a kit.

In recent years, from the spread of digital cameras and camera-equipped mobile phones, the demand for solid-state imaging devices such as charge-coupled device (CCD) image sensors is increasing significantly. A color filter is used as a key device of a display or an optical element. A color filter is usually provided with pixels of three primary colors of red, green, and blue, and plays a role of decomposing transmitted light into three primary colors.

The colored pixel of each color of a color filter is manufactured using the coloring composition containing color materials, such as a pigment. Moreover, a diketopyrrolopyrrole pigment etc. are used as a red pigment for the coloring composition for red pixel formation. For example, in patent document 1, forming a red pixel is described using the coloring composition containing red pigments, such as color index pigment red 272, as a diketopyrrolopyrrole pigment.

Patent Document 1: Japanese Patent Application Laid-Open No. 2015-168725

As a result of the present inventors intensively examining the coloring composition containing Color Index Pigment Red 272, Color Index Pigment Red 272 tends to have higher crystallinity than other diketopyrrolopyrrole pigments, and in the film It turned out that aggregation by crystallization etc. occurred and there existed a tendency which precipitated easily as a foreign material. In particular, when a film formed using a coloring composition containing Color Index Pigment Red 272 is heated to a high temperature (for example, 220° C. or higher), agglomeration due to crystallization of Color Index Pigment Red 272 in the film after heating There existed a tendency which this generate|occur|produced and it was easy to precipitate as a foreign material.

Therefore, the objective of this invention is providing the coloring composition which can form the film|membrane by which generation|occurrence|production of the foreign material was suppressed. Moreover, it is providing the film|membrane, a red pixel, a color filter, a solid-state image sensor, an image display apparatus, and a kit using a coloring composition.

According to examination of this inventor, it discovered that the said objective can be achieved with the coloring composition mentioned later, and came to complete this invention. Accordingly, the present invention provides the following.

<1> As a coloring composition containing a color material containing a pigment, a resin, and a solvent,

The pigment includes color index pigment red 272,

The said resin is a coloring composition containing resin which has an aromatic carboxyl group.

<2> The coloring composition as described in <1> whose average primary particle diameter of the said color index pigment red 272 is 10-40 nm.

<3> The coloring composition as described in <1> or <2> in which the said pigment further contains red pigments other than color index pigment red 272.

<4> The coloring composition according to any one of <1> to <3>, wherein the color material further contains a yellow color material.

The coloring composition in any one of <1>-<4> whose content of the color index pigment red 272 in <5> color material whole quantity is 10 mass % or more.

The coloring composition in any one of <1>-<5> whose content of the said color material in the total solid of <6> coloring composition is 50 mass % or more.

<7> The coloring composition in any one of <1>-<6> containing further a pigment derivative.

<8> The coloring composition according to <7>, wherein the pigment derivative is a diketopyrrolopyrrole compound.

<9> The coloring composition in any one of <1>-<8> containing a polymeric compound further.

<10> The coloring composition in any one of <1>-<9> containing further a photoinitiator.

<11> The coloring composition according to <10>, wherein the photoinitiator contains at least one selected from an oxime compound and an α-aminoketone compound.

The coloring composition in any one of <1>-<11> which is a coloring composition for red pixel formation of a <12> color filter.

<13> The coloring composition according to any one of <1> to <12>, which is a coloring composition for photolithography.

<14> The coloring composition in any one of <1>-<13> which is a coloring composition for solid-state image sensors.

<15> A film obtained by using the coloring composition according to any one of <1> to <14>.

<16> Red pixel obtained using the coloring composition in any one of <1>-<14>.

<17> The color filter which has the film|membrane as described in <15>.

<18> The color filter which has a red pixel as described in <16>, a blue pixel, and a green pixel.

<19> A solid-state imaging device having the film according to <15>.

<20> An image display device having the film according to <15>.

<21> Kit which has the coloring composition in any one of <1>-<14>, the coloring composition for blue pixel formation, and the coloring composition for green pixel formation.

ADVANTAGE OF THE INVENTION According to this invention, the coloring composition which can form the film|membrane by which generation|occurrence|production of a foreign material was suppressed, a film|membrane, a red pixel, a color filter, a solid-state image sensor, an image display apparatus, and a kit can be provided.

Hereinafter, the content of the present invention will be described in detail.

In this specification, "~" is used in the meaning including the numerical value described before and after that as a lower limit and an upper limit.

In the description of the group (atomic group) in this specification, the description which does not describe substitution and unsubstituted includes a group (atomic group) having a substituent together with a group (atomic group) having no substituent. For example, "alkyl group" includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).

In the present specification, "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams in exposure unless otherwise specified. Moreover, as light used for exposure, actinic rays or radiation, such as a bright-line spectrum of a mercury lamp, and a deep ultraviolet ray represented by an excimer laser, extreme ultraviolet (EUV light), X-ray, an electron beam, are mentioned.

In this specification, "(meth)acrylate" represents both, or either of acrylate and methacrylate, and "(meth)acryl" represents both, or either of acryl and methacryl. and "(meth)acryloyl" represents both or either of acryloyl and methacryloyl.

In the present specification, Me in the structural formula represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.

In this specification, a weight average molecular weight and a number average molecular weight are polystyrene conversion values measured by the GPC (gel permeation chromatography) method.

In this specification, total solid means the total mass of the component except the solvent from all the components of a composition.

In this specification, a pigment means the compound which is hard to melt|dissolve with respect to a solvent.

In the present specification, the term "process" is included in this term as long as the desired action of the process is achieved even if it is not clearly distinguishable from other processes as well as independent processes.

<Coloring composition>

The coloring composition of the present invention is a coloring composition containing a color material containing a pigment, a resin, and a solvent, wherein the pigment contains Color Index Pigment Red 272, and the resin contains a resin having an aromatic carboxyl group. characterized in that

Although the coloring composition of the present invention contains C.I. (color index) Pigment Red 272, even when the obtained film is heated to a high temperature (for example, 220 ° C. or higher), a film in which the generation of foreign matter is suppressed. can The reason such an effect is acquired is estimated that it is based on the following.

C. I. Pigment Red 272 has higher crystallinity than other diketopyrrolopyrrole pigments such as C. I. Pigment Red 254, and therefore aggregation occurs due to crystallization of C. I. Pigment Red 272 in the film after heating to high temperature. , it is estimated that it tends to precipitate as a foreign material.

On the other hand, it is estimated that resin which has an aromatic carboxyl group is adsorbed to the surface of C.I. Pigment Red 272 suitably, and resin which has an aromatic carboxyl group exists between the particle|grains of C.I. Pigment Red 272 in a film|membrane. For this reason, even after heating the film|membrane obtained using the coloring composition of this invention to high temperature, it is estimated that the aggregation of C.I. pigment red 272, etc. could be suppressed, and generation|occurrence|production of a foreign material could be suppressed.

Since C.I. Pigment Red 272 used as the coloring composition of the present invention has a higher red color value than a conventional red pigment, even a thin film can form a cured film having desired spectral properties. In addition, since C.I. Pigment Red 272 has a higher color value of red than that of a conventional red pigment, the desired spectrum can be achieved with a compounding amount smaller than that required to achieve spectral properties equivalent to that of a conventional red pigment, The compounding quantity of components other than a pigment can also be raised, and the freedom degree of prescription design is high.

The coloring composition of this invention can be used suitably as a coloring composition for solid-state image sensors. Moreover, the coloring composition of this invention can be used suitably as a coloring composition for color filters. Specifically, it can use suitably as a coloring composition for pixel formation of a color filter, and can use it more preferably as a coloring composition for red pixel formation of a color filter. Moreover, the coloring composition of this invention can be used suitably as a coloring composition for pixel formation of the color filter used for a solid-state image sensor. Moreover, although the coloring composition of this invention can be used also as any of the coloring composition for photolithography and the coloring composition for dry etching, since there is little damage to a board|substrate, it is used preferably as a coloring composition for photolithography. When using as a coloring composition for photolithography, it is preferable that the coloring composition of this invention contains resin, a polymeric compound, and a photoinitiator.

Hereinafter, each component used for the coloring composition of this invention is demonstrated.

<<Color material>>

The coloring composition of this invention contains a coloring material. As a color material, the thing containing a pigment is used. It is preferable that content of the pigment in a color material is 50 mass % or more, It is more preferable that it is 70 mass % or more, It is more preferable that it is 80 mass % or more, It is especially preferable that it is 90 mass % or more. Moreover, only a pigment may be sufficient as a color material.

In the coloring composition of this invention, the thing containing C.I. Pigment Red 272 is used as said pigment. C. I. Pigment Red 272 is a red pigment.

The average primary particle diameter of C. I. Pigment Red 272 is preferably 10 to 100 nm, more preferably 10 to 60 nm, and more preferably 10 to 40 nm from the reason that generation of foreign substances can be more effectively suppressed.

In addition, in this specification, the average primary particle diameter of a pigment uses the value calculated|required by the following method. That is, the pigment is observed with a transmission electron microscope, the projected area of 100 pigments arbitrarily selected from the obtained photograph is measured for the primary particle, and the equivalent circle diameter is obtained from the projected area, and the equivalent circle diameter corresponding thereto is measured. It calculates as a primary particle diameter of a pigment. Let the arithmetic mean value of the primary particle diameters (equivalent circle diameter) of 100 obtained pigments be the average primary particle diameter of this pigment. In addition, the primary particle of a pigment means independent particle|grains without aggregation.

It is preferable that content of C.I. Pigment Red 272 in the pigment whole amount contained in a coloring composition is 10 mass % or more, It is more preferable that it is 15 mass % or more, It is more preferable that it is 20 mass % or more. The upper limit may be 100 mass % or less, 95 mass % or less, 85 mass % or less, 75 mass % or less, and may be 50 mass % or less.

Moreover, it is preferable that content of C.I. pigment red 272 in red pigment whole quantity is 25-100 mass %, It is more preferable that it is 30-100 mass %, It is more preferable that it is 40-100 mass %. The upper limit of content of C.I. Pigment Red 272 may be 90 mass % or less, and may be 80 mass % or less.

The pigment used for the coloring composition of this invention may contain red pigments other than C.I. Pigment Red 272 further. According to this aspect, even when it is a case where the film|membrane obtained using a coloring composition is left to stand in a high humidity environment for a long time, generation|occurrence|production of a foreign material can be suppressed more effectively.

Moreover, the red pigment contained in the pigment used for the coloring composition of this invention may be comprised substantially only from C.I. Pigment Red 272. According to this aspect, a red pixel with higher color separation performance can be manufactured. When the red pigment is substantially composed of only C. I. Pigment Red 272, it means that the content of C. I. Pigment Red 272 in the red pigment is 99 mass % or more, preferably 99.9 mass % or more, and 100 mass % It is more preferable that

C. I. Examples of red pigments other than Pigment Red 272 include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, thioindigo pigments, etc. and diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments are preferable, and diketopyrrolopyrrole pigments are more preferable. As a specific example of another red pigment, C.I. 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, 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, 279, 291, 294, 295, 296, 297, etc., and C. I. Pigment Red 254, C. I. Pigment Red 177, C. I. Pigment Red from the reason that the above-described effect can be obtained more remarkably. 264, more preferably C.I. Pigment Red 254.

The average primary particle diameter of the other red pigments is preferably 10 to 100 nm, more preferably 10 to 60 nm, and still more preferably 10 to 40 nm from the reason that generation of foreign substances can be more effectively suppressed.

It is preferable that the color material used for the coloring composition of this invention contains a yellow color material further. According to this aspect, it is easy to form the film|membrane which has the spectral characteristic suitable for a red pixel. Furthermore, the storage stability of a coloring composition can also be improved.

Examples of the yellow color material include a quinophthalone compound, an isoindoline compound, an azo compound, an azomethine compound, a benzimidazolone compound, a pteridine compound, and a quinoxaline compound, and a quinophthalone compound, an isoindoline compound , an azo compound, an azomethine compound, and a pteridine compound are preferable, an isoindoline compound and an azo compound are more preferable, and an isoindoline compound because it is easy to form a film having spectral properties more suitable for red color This is particularly preferred. Moreover, it is preferable that a yellow color material is a pigment (yellow pigment) from the reason that generation|occurrence|production of a foreign material can be suppressed more effectively even if it is a case where the film obtained using a coloring composition is left to stand in a high humidity environment for a long time. Moreover, it is preferable that it is 10-100 nm, and, as for the average primary particle diameter of a yellow pigment, it is more preferable that it is 10-60 nm, It is more preferable that it is 10-40 nm from the reason that generation|occurrence|production of a foreign material can be suppressed more effectively.

Examples of the yellow color material include C. I. 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, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232 (metaphosphorus), 233 (quinoline), 234 (aminoketone) system), 235 (amino ketone system), 236 (amino ketone system), etc. (above, yellow pigment) are mentioned.

Moreover, as a yellow color material, the compound of Unexamined-Japanese-Patent No. 2017-201003, the compound of Unexamined-Japanese-Patent No. 2017-197719, Paragraph Nos. 0011 - 0062 of Unexamined-Japanese-Patent No. 2017-171912, 0137 - The compound of 0276 , the compound described in Paragraph Nos. 0010 to 0062 and 0138 to 0295 of Japanese Patent Application Laid-Open No. 2017-171913, the compounds described in Paragraph Nos. 0011 to 0062 and 0139 to 0190 of Japanese Unexamined Patent Publication No. 2017-171914, Japanese Patent Application Laid-Open No. 2017-171915 Paragraph Nos. 0010 to 0065, the compounds described in 0142 to 0222, the quinophthalone compounds described in Paragraph Nos. 0011 to 0034 of Japanese Patent Application Laid-Open No. 2013-054339, Quinophthalone compounds described in Paragraph Nos. 0013 to 0058 of Japanese Patent Application Laid-Open No. 2014-026228 Nophthalone compound, the isoindoline compound described in JP-A-2018-062644, the quinophthalone compound described in JP-A-218-203798, the quinophthalone compound described in JP-A-2018-062578, Japan The quinophthalone compound described in Patent Publication No. 6432077, the quinophthalone compound described in Japanese Patent Publication No. 6432076, the quinophthalone compound described in Japanese Patent Application Laid-Open No. 2018-155881, The quinophthalone compound described in Japanese Patent Application Laid-Open No. 2018-111757 A quinophthalone compound, the quinophthalone compound described in Unexamined-Japanese-Patent No. 2018-040835, the quinophthalone compound described in Unexamined-Japanese-Patent No. 2017-197640, the quinophthalone compound described in Unexamined-Japanese-Patent No. 2016-145282, The quinophthalone compound of Unexamined-Japanese-Patent No. 2014-085565, the quinophthalone compound of Unexamined-Japanese-Patent No. 2014-021139, The quinophthalone compound of Unexamined-Japanese-Patent No. 2013-209614, Unexamined-Japanese-Patent No. 2013 -The quinophthalone compound described in -209435, the quino described in Japanese Unexamined-Japanese-Patent No. 2013-181015. A phthalone compound, the quinophthalone compound of Unexamined-Japanese-Patent No. 2013-061622, the quinophthalone compound of Unexamined-Japanese-Patent No. 2013-054339, The quinophthalone compound of Unexamined-Japanese-Patent No. 2013-032486, Japan The quinophthalone compound described in Unexamined-Japanese-Patent No. 2012-226110, the quinophthalone compound of Unexamined-Japanese-Patent No. 2008-074987, The quinophthalone compound of Unexamined-Japanese-Patent No. 2008-081565, Unexamined-Japanese-Patent No. 2008- The quinophthalone compound described in 074986, the quinophthalone compound described in Unexamined-Japanese-Patent No. 2008-074985, the quinophthalone compound described in Unexamined-Japanese-Patent No. 2008-050420, The quin of Unexamined-Japanese-Patent No. 2008-031281. Nophthalone compound, the quinophthalone compound described in Japanese Unexamined Patent Publication No. 48-032765, the quinophthalone compound described in Japanese Unexamined Patent Publication No. 2019-008014, the compound represented by the formula (QP1), the compound represented by the formula (QP2) , the compound described in Korean Patent Application Laid-Open No. 10-2014-0034963, the compound described in Japanese Patent Application Laid-Open No. 2017-095706, the compound described in Taiwan Patent Application Laid-Open No. 201920495, the compound described in Japanese Patent Application Laid-Open No. 6607427 can also be used. Moreover, what multimerized these compounds is also used preferably from a viewpoint of color value improvement.

[Formula 1]

In formula (QP1), X ¹ to X ¹⁶ each independently represents a hydrogen atom or a halogen atom, and Z ¹ represents an alkylene group having 1 to 3 carbon atoms. As a specific example of the compound represented by Formula (QP1), the compound described in Paragraph No. 0016 of Unexamined-Japanese-Patent No. 6443711 is mentioned.

[Formula 2]

In the formula (QP2), Y ¹ to Y ³ each independently represent a halogen atom. n and m represent the integers of 0-6, and p represents the integer of 0-5. (n+m) is 1 or more. As a specific example of the compound represented by Formula (QP2), the compound described in Paragraph No. 0047 - 0048 of Unexamined-Japanese-Patent No. 6432077 is mentioned.

The yellow color material is preferably at least one selected from C. I. Pigment Yellow 129, C. I. Pigment Yellow 138, C. I. Pigment Yellow 139, C. I. Pigment Yellow 150, C. I. Pigment Yellow 185 and C. I. Pigment Yellow 215, and C. I. Pigment Yellow 215. Pigment Yellow 129, C. I. Pigment Yellow 138, C. I. Pigment Yellow 139, C. I. Pigment Yellow 185 are more preferable, and C. I. Pigment Yellow 139 is more preferable because red pixels with higher color separation performance can be manufactured. more preferably.

Chromatic color materials, such as an orange color material, a green color material, a purple color material, and a blue color material, can also be further used for the color material contained in the coloring composition of this invention. It is preferable that these chromatic coloring materials are pigments. What is shown below is mentioned as these specific examples.

C. I. 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, 73 light (above, orange pigment),

C. I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64 (phthalocyanine-based), 65 (phthalocyanine-based), 66 (phthalocyanine-based), etc. (above, green pigment),

C. I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane-based), 61 (xanthene-based), etc. (above, purple pigment);

C. I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87 (monoa crude), 88 (metaphosphorus), etc. (above, blue pigment).

Moreover, as a green pigment, the average number of halogen atoms in 1 molecule is 10-14, the average number of bromine atoms is 8-12, and the average number of chlorine atoms is 2-5 halogenated zinc phthalocyanine pigments can also be used. have. As a specific example, the compound of International Publication No. 2015/118720 is mentioned. Moreover, as a green pigment, the compound described in Chinese Patent Application No. 106909027, the phthalocyanine compound which has the phosphate ester described in International Publication No. 2012/102395 as a ligand, and the phthalocyanine described in Unexamined-Japanese-Patent No. 2019-008014. An amine compound, the phthalocyanine compound described in Unexamined-Japanese-Patent No. 2018-180023, the compound of Unexamined-Japanese-Patent No. 2019-038958, etc. can also be used.

Moreover, as a blue pigment, the aluminum phthalocyanine compound which has a phosphorus atom can also be used. As a specific example, Paragraph 0022 - 0030 of Unexamined-Japanese-Patent No. 2012-247591, Paragraph 0047 of Unexamined-Japanese-Patent No. 2011-157478 are mentioned.

Moreover, dye can also be further used for a color material. There is no restriction|limiting in particular as dye, A well-known dye can be used. For example, a pyrazolazo compound, an anilinoazo compound, a triarylmethane compound, an anthraquinone compound, an anthrapyridone compound, a benzylidene compound, an oxonol compound, a pyrazolotriazolazo compound, a pyridonazo compound, an anin compound, a phenothiazine compound, a pyrrolopyrazolazomethine compound, a xanthene compound, a phthalocyanine compound, a benzopyran compound, an indigo compound, and a pyrromethene compound. Moreover, the thiazole compound of Unexamined-Japanese-Patent No. 2012-158649, the azo compound of Unexamined-Japanese-Patent No. 2011-184493, and the azo compound of Unexamined-Japanese-Patent No. 2011-145540 can also be used preferably. Moreover, as dye, a dye multimer can also be used. A dye multimer has two or more dye structures in 1 molecule, and it is preferable to have three or more dye structures. The upper limit is not particularly limited, but may be 100 or less. The plurality of dye structures in one molecule may have the same dye structure or different dye structures. As for the weight average molecular weight (Mw) of a dye multimer, 2000-50000 are preferable. As for a minimum, 3000 or more are more preferable, and 6000 or more are still more preferable. 30000 or less are more preferable, and, as for an upper limit, 20000 or less are still more preferable. The dye multimer is disclosed in JP 2011-213925 , JP 2013-041097 , JP 2015-028144 , JP 2015-030742 , JP 2016-102191 , The compounds described in International Publication No. 2016/031442 and the like can also be used.

The content of the color material in the total solid content of the coloring composition is preferably 30 mass % or more, more preferably 40 mass % or more, still more preferably 50 mass % or more, still more preferably 55 mass % or more, 60 It is especially preferable that it is mass % or more. Moreover, it is preferable that it is 90 mass % or less, and, as for the upper limit of content of the color material in the total solid of a coloring composition, it is more preferable that it is 85 mass % or less, It is more preferable that it is 80 mass % or less, It is still more preferable that it is 75 mass % or less. It is preferable, and it is especially preferable that it is 70 mass % or less.

Further, the content of the pigment in the total solid content of the coloring composition is preferably 30% by mass or more, more preferably 40% by mass or more, still more preferably 50% by mass or more, still more preferably 55% by mass or more, , 60% by mass or more is particularly preferred. Moreover, it is preferable that it is 90 mass % or less, and, as for the upper limit of content of the pigment in the total solid of a coloring composition, it is more preferable that it is 85 mass % or less, It is more preferable that it is 80 mass % or less, It is still more preferable that it is 75 mass % or less. It is preferable, and it is especially preferable that it is 70 mass % or less.

It is preferable that content of C.I. pigment red 272 in total solid of a coloring composition is 5 mass % or more, It is more preferable that it is 10 mass % or more, It is more preferable that it is 15 mass % or more. Moreover, it is preferable that it is 60 mass % or less, and, as for the upper limit of content of C.I. Pigment Red 272 in the total solid of a coloring composition, it is more preferable that it is 50 mass % or less, It is more preferable that it is 35 mass % or less.

It is preferable that content of C.I. pigment red 272 in the color material contained in a coloring composition is 10-100 mass %. It is preferable that it is 15 mass % or more, and, as for a minimum, it is more preferable that it is 20 mass % or more. The upper limit may be 95 mass % or less, 85 mass % or less, 75 mass % or less, and may be 50 mass % or less.

The total content of the C.I. Pigment Red 272 and the yellow colorant in the total solid content of the coloring composition is preferably 50% by mass or more, more preferably 60% by mass or more, and still more preferably 65% by mass or more. In addition, the upper limit of content of the total of C.I. Pigment Red 272 and yellow colorant in the total solid content of the coloring composition may be 100 mass %, may be 80 mass % or less, It may be made into 75 mass % or less have.

When the pigment contained in a coloring composition contains another red pigment, it is preferable that content of another red pigment is 10-400 mass parts with respect to 100 mass parts of C.I. Pigment Red 272. It is preferable that a minimum is 20 mass parts or more, It is more preferable that it is 30 mass parts or more, It is more preferable that it is 50 mass parts or more. It is preferable that it is 300 mass parts or less, and, as for an upper limit, it is more preferable that it is 250 mass parts or less, It is more preferable that it is 200 mass parts or less.

When the pigment contained in the coloring composition contains C.I. Pigment Red 254 as another red pigment, it is preferable that content of C.I. Pigment Red 254 is 10-400 mass parts with respect to 100 mass parts of C.I. Pigment Red 272. It is preferable that a minimum is 20 mass parts or more, It is more preferable that it is 30 mass parts or more, It is more preferable that it is 50 mass parts or more. It is preferable that it is 300 mass parts or less, and, as for an upper limit, it is more preferable that it is 250 mass parts or less, It is more preferable that it is 200 mass parts or less.

<<Resin>>

The coloring composition of this invention contains resin. Resin is mix|blended for the use which disperse|distributes a pigment in a composition, and the use of a binder, for example. In addition, a resin mainly used for dispersing the pigment in the composition is also referred to as a dispersant. However, such a use of resin is an example, and resin can also be used for purposes other than such a use.

In the coloring composition of this invention, resin (henceforth resin Ac) which has an aromatic carboxyl group is used as resin.

Resin Ac WHEREIN: The aromatic carboxyl group may be contained in the main chain of a repeating unit, and may be contained in the side chain of a repeating unit. Since the effect of this invention is exhibited more notably, it is preferable that the aromatic carboxyl group is contained in the main chain of a repeating unit. In addition, in this specification, an aromatic carboxyl group is group of the structure which 1 or more carboxyl groups couple|bonded with the aromatic ring. Aromatic carboxyl group WHEREIN: It is preferable that it is 1-4, and, as for the number of the carboxyl groups couple|bonded with the aromatic ring, it is more preferable that it is 1-2.

The resin Ac is preferably a resin containing at least one repeating unit selected from the repeating unit represented by the formula (Ac-1) and the repeating unit represented by the formula (Ac-2), and is represented by the formula (Ac-2) It is more preferable that it is resin containing the repeating unit which appears. When resin which has an aromatic carboxyl group is resin which has a repeating unit represented by Formula (Ac-2), this resin is used preferably as a dispersing agent.

[Formula 3]

In formula (Ac-1), Ar ¹ represents a group containing an aromatic carboxyl group, L ¹ represents -COO- or -CONH-, and L ² represents a divalent linking group.

In formula (Ac-2), Ar ¹⁰ represents a group containing an aromatic carboxyl group, L ¹¹ represents -COO- or -CONH-, L ¹² represents a trivalent linking group, and P ¹⁰ represents a polymer chain.

Examples of the group containing the aromatic carboxyl group represented by Ar ¹ in the formula (Ac-1) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like. As aromatic tricarboxylic acid anhydride and aromatic tetracarboxylic acid anhydride, the compound of the following structure is mentioned.

[Formula 4]

In the formula, Q ¹ is a single bond, -O-, -CO-, -COOCH ₂ CH ₂ OCO-, -SO ₂ -, -C(CF ₃ ) ₂ -, a group represented by the formula (Q-1) Or group represented by Formula (Q-2) is shown.

[Formula 5]

Specific examples of the aromatic tricarboxylic acid anhydride include benzene tricarboxylic acid anhydride (1,2,3-benzene tricarboxylic acid anhydride, trimellitic acid anhydride [1,2,4-benzene tricarboxylic acid anhydride], etc.), naphthalene tricarboxylic acid anhydride (1, 2,4-naphthalene tricarboxylic acid anhydride, 1,4,5-naphthalene tricarboxylic acid anhydride, 2,3,6-naphthalene tricarboxylic acid anhydride, 1,2,8-naphthalene tricarboxylic acid anhydride, etc.), 3,4,4' -benzophenone tricarboxylic acid anhydride, 3,4,4'-biphenyl ether tricarboxylic acid anhydride, 3,4,4'-biphenyl tricarboxylic acid anhydride, 2,3,2'-biphenyl tricarboxylic acid anhydride, 3, 4,4'-biphenylmethanetricarboxylic acid anhydride, or 3,4,4'-biphenylsulfonetricarboxylic acid anhydride. Specific examples of the aromatic tetracarboxylic acid anhydride include pyromellitic dianhydride, ethylene glycol dianhydride trimellitic acid ester, propylene glycol dimethyl anhydride trimellitic acid ester, butylene glycol dihydrate trimellitic acid ester, 3; 3',4,4'-benzophenonetetracarboxylic dianhydride, 3,3',4,4'-biphenylsulfonetetracarboxylic dianhydride, 1,4,5,8-naphthalenetetracarboxylic dianhydride, 2,3 ,6,7-naphthalenetetracarboxylic dianhydride, 3,3',4,4'-biphenylethertetracarboxylic dianhydride, 3,3',4,4'-dimethyldiphenylsilane tetracarboxylic dianhydride , 3,3',4,4'-tetraphenylsilane tetracarboxylic dianhydride, 1,2,3,4-furantetracarboxylic dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy) Diphenylsulfide dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy)diphenylsulfone dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy)diphenylpropane dianhydride , 3,3',4,4'-perfluoroisopropylidenediphthalic acid dianhydride, 3,3',4,4'-biphenyltetracarboxylic acid dianhydride, bis(phthalic acid)phenylphosphine oxide dianhydride, p-phenylene-bis(triphenylphthalic acid) dianhydride, m-phenylene-bis(triphenylphthalic acid) dianhydride, bis(triphenylphthalic acid)-4,4'-diphenyl ether dianhydride, bis(tri Phenylphthalic acid) -4,4'-diphenylmethane dianhydride, 9,9-bis (3,4-dicarboxyphenyl) fluorene dianhydride, 9,9-bis [4- (3,4-dicarboxy) phenoxy) phenyl] fluorene dianhydride, 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride, or 3,4-dicarboxy-1,2,3; 4-tetrahydro-6-methyl-1-naphthalene succinic dianhydride; and the like.

Specific examples of the group containing the aromatic carboxyl group represented by Ar ¹ include a group represented by the formula (Ar-11), a group represented by the formula (Ar-12), and a group represented by the formula (Ar-13).

[Formula 6]

In formula (Ar-11), n1 represents the integer of 1-4, it is preferable that it is 1 or 2, and it is more preferable that it is 2.

In formula (Ar-12), n2 represents the integer of 1-8, it is preferable that it is an integer of 1-4, It is more preferable that it is 1 or 2, It is more preferable that it is 2.

In formula (Ar-13), n3 and n4 each independently represent the integer of 0-4, It is preferable that it is an integer of 0-2, It is more preferable that it is 1 or 2, It is more preferable that it is 1. However, at least one of n3 and n4 is an integer of 1 or more.

In formula (Ar-13), Q ¹ is a single bond, -O-, -CO-, -COOCH ₂ CH ₂ OCO-, -SO ₂ -, -C(CF ₃ ) ₂ -, the formula (Q- Group represented by 1) or group represented by said Formula (Q-2) is shown.

In formulas (Ar-11) to (Ar-13), *1 represents a bonding position with L ¹ .

In formula (Ac-1), L ¹ represents -COO- or -CONH-, and it is preferable to represent -COO-.

Examples of the divalent linking group represented by L ² in the formula (Ac-1) include an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these 2 The group which combined more than types is mentioned. 1-30 are preferable, as for carbon number of an alkylene group, 1-20 are more preferable, and 1-15 are still more preferable. The alkylene group may be linear, branched, or cyclic. 6-30 are preferable, as for carbon number of an arylene group, 6-20 are more preferable, and 6-10 are still more preferable. The alkylene group and the arylene group may have a substituent. A hydroxyl group etc. are mentioned as a substituent. It is preferable that the divalent coupling group represented by L ² is a group represented by -L ^2a -O-. L ^2a is an alkylene group; arylene group; a group combining an alkylene group and an arylene group; The group etc. which combined at least 1 type selected from an alkylene group and an arylene group, and at least 1 type selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S- are mentioned. and it is preferably an alkylene group. 1-30 are preferable, as for carbon number of an alkylene group, 1-20 are more preferable, and 1-15 are still more preferable. The alkylene group may be linear, branched, or cyclic. The alkylene group and the arylene group may have a substituent. A hydroxyl group etc. are mentioned as a substituent.

As group containing the aromatic carboxyl group which Ar< ¹⁰ > represents in Formula (Ac-2), it has the same meaning as Ar< ¹ > of Formula (Ac-1), and a preferable range is also the same.

In formula (Ac-2), L ¹¹ represents -COO- or -CONH-, and preferably represents -COO-.

Examples of the trivalent linking group represented by L ¹² in the formula (Ac-2) include a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and two or more thereof. A group combining the above can be mentioned. Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. 1-30 are preferable, as for carbon number of an aliphatic hydrocarbon group, 1-20 are more preferable, and 1-15 are still more preferable. The aliphatic hydrocarbon group may be linear, branched, or cyclic. 6-30 are preferable, as for carbon number of an aromatic hydrocarbon group, 6-20 are more preferable, and 6-10 are still more preferable. The hydrocarbon group may have a substituent. A hydroxyl group etc. are mentioned as a substituent. It is preferable that it is group represented by Formula ( ^L12-1 ), and, as for the trivalent coupling group represented by L12, it is more preferable that it is group represented by Formula (L12-2).

[Formula 7]

In formula (L12-1), L ^12b represents a trivalent linking group, X ¹ represents S, *1 represents a bonding position with L ¹¹ in formula (Ac-2), *2 represents a formula (Ac-) 2) shows the binding position with P ¹⁰ . Examples of the trivalent linking group represented by L ^12b include a hydrocarbon group; a hydrocarbon group and a group obtained by combining at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and -S-, etc. are mentioned, A hydrocarbon group or a hydrocarbon group It is preferable that it is the group which combined -O-.

In formula (L12-2), L ^12c represents a trivalent linking group, X ¹ represents S, *1 represents a bonding position with L ¹¹ in formula (Ac-2), *2 represents a formula (Ac-) 2) shows the binding position with P ¹⁰ . Examples of the trivalent linking group represented by L ^12c include a hydrocarbon group; The group etc. which combined a hydrocarbon group and at least 1 sort(s) chosen from -O-, -CO-, -COO-, -OCO-, -NH-, and -S- are mentioned, It is preferable that it is a hydrocarbon group.

In the formula (Ac-2), P ¹⁰ represents a polymer chain. The polymer chain represented by P ¹⁰ preferably has at least one repeating unit selected from a poly(meth)acryl repeating unit, a polyether repeating unit, a polyester repeating unit, and a polyol repeating unit. As for the weight ^average molecular weight of polymer chain P10, 500-20000 are preferable. The lower limit is preferably 1000 or more. 10000 or less are preferable, as for an upper limit, 5000 or less are more preferable, and 3000 or less are still more preferable. The dispersibility of the pigment in a composition is favorable as the weight ^average molecular weight of P10 is the said range.

The polymer chain represented by P ¹⁰ may contain a crosslinkable group. Examples of the crosslinkable group include an ethylenically unsaturated bond-containing group, a cyclic ether group, and a block isocyanate group, and an ethylenically unsaturated bond-containing group is preferable. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a vinylphenyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, and a (meth)acryloylamide group, ( A meth)allyl group, a (meth)acryloyl group, and a (meth)acryloyloxy group are preferable, and a (meth)acryloyloxy group is more preferable. As a cyclic ether group, an epoxy group, oxetanyl group, etc. are mentioned. In addition, the blocked isocyanate group in this invention is a group which can produce|generate an isocyanate group by heat, For example, the group which made the blocking agent and an isocyanate group react, and protected the isocyanate group. It can be exemplified preferably. Examples of the blocking agent include an oxime compound, a lactam compound, a phenol compound, an alcohol compound, an amine compound, an active methylene compound, a pyrazole compound, a mercaptan compound, an imidazole compound, and an imide compound. About a blocking agent, Paragraph No. 0115 of Unexamined-Japanese-Patent No. 2017-067930 - the compound of 0117 are mentioned, This content is integrated in this specification. Moreover, it is preferable that a block isocyanate group is group which can produce|generate an isocyanate group by 90-260 degreeC heat|fever.

In the formula (Ac-2), the polymer chain represented by P ¹⁰ is preferably a polymer chain containing repeating units represented by the following formulas (P-1) to (P-5), and (P-5) It is more preferable that it is a polymer chain containing the repeating unit which appears.

[Formula 8]

In the above formula, R ^P1 and R ^P2 each represent an alkylene group. As the alkylene group represented by R ^P1 and R ^P2 , a linear or branched alkylene group having 1 to 20 carbon atoms is preferable, a linear or branched alkylene group having 2 to 16 carbon atoms is more preferable, and a straight chain or branched alkylene group having 2 to 16 carbon atoms is more preferable. A chain or branched alkylene group is more preferable.

In the above formula, R ^P3 represents a hydrogen atom or a methyl group.

In the formula, L ^P1 represents a single bond or an arylene group, and L ^P2 represents a single bond or a divalent linking group. It is preferable that L ^P1 is a single bond. Examples of the divalent linking group represented by L ^P2 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-, -SO ₂ -, -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and the group formed by combining two or more of these are mentioned.

R ^P4 represents a hydrogen atom or a substituent. Examples of the substituent include a hydroxyl group, a carboxyl group, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, and an ethylenically unsaturated group. A bond-containing group, a cyclic ether group, a blocked isocyanate group, etc. are mentioned.

Further, the polymer chain represented by P ¹⁰ is more preferably a polymer chain having a repeating unit containing an ethylenically unsaturated bond-containing group in a side chain. Moreover, the ratio of the repeating unit containing an ethylenically unsaturated bond-containing group in a side chain in all the repeating units constituting P ¹⁰ is preferably 5 mass % or more, more preferably 10 mass % or more, and 20 mass % More preferably. The upper limit can be 100 mass %, it is preferable that it is 90 mass % or less, and it is more preferable that it is 60 mass % or less.

Moreover, it is also preferable that the polymer chain represented by P< ¹⁰ > has a repeating unit containing an acidic radical. As an acidic radical, a carboxyl group, a phosphoric acid group, a sulfo group, phenolic hydroxyl group, etc. are mentioned. According to this aspect, the dispersibility of coloring agents, such as a pigment in a coloring composition, can be improved more. Furthermore, developability can also be improved more and generation|occurrence|production of the image development residue can be suppressed more. It is preferable that it is 1-30 mass %, as for the ratio of the repeating unit containing an acidic radical, it is more preferable that it is 2-20 mass %, It is more preferable that it is 3-10 mass %.

It is also preferable that resin Ac is resin containing the repeating unit represented by Formula (Ac-2), and the repeating unit represented by Formula (Ac-10).

[Formula 9]

In formula (Ac-10), Ar ²¹ represents a group containing an aromatic carboxyl group, L ²¹ and L ²² each independently represents -COO- or -CONH-, and R ²¹ represents a group containing an ethylenically unsaturated bond-containing group. indicates.

Examples of the group containing the aromatic carboxyl group represented by Ar ²¹ include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like.

Specific examples of the group containing the aromatic carboxyl group represented by Ar ²¹ include group represented by formula (Ar-21), group represented by formula (Ar-22), group represented by formula (Ar-23), and the like.

[Formula 10]

In formula (Ar-21), n11 represents the integer of 1-3, and it is preferable that it is 1 or 2.

In formula (Ar-22), n12 represents the integer of 1-7, it is preferable that it is an integer of 1-4, and it is more preferable that it is 1 or 2.

In formula (Ar-23), n13 and n14 each independently represent the integer of 0-4, It is preferable that it is an integer of 0-2, It is more preferable that it is 1 or 2, It is more preferable that it is 1. However, at least one of n13 and n14 is an integer of 1 or more.

In formula (Ar-23), Q ¹ is a single bond, -O-, -CO-, -COOCH ₂ CH ₂ OCO-, -SO ₂ -, -C(CF ₃ ) ₂ -, the formula (Q- Group represented by 1) or group represented by said Formula (Q-2) is shown.

In formula (Ac-10), it is preferable that L ²¹ and L ²² are -COO-.

Examples of the ethylenically unsaturated bond-containing group in the group containing the ethylenically unsaturated bond-containing group represented by R ²¹ in the formula (Ac-10) include a vinyl group, a vinylphenyl group, a (meth)allyl group, and a (meth)acryloyl group. , (meth)acryloyloxy group, (meth)acryloylamide group, etc. are mentioned, (meth)allyl group, (meth)acryloyl group, and (meth)acryloyloxy group are preferable, (meth) An acryloyloxy group is more preferable.

The number of ethylenically unsaturated bond-containing groups contained in the group represented by R ²¹ is not particularly limited, but is preferably 1 to 10, more preferably 1 to 6, still more preferably 1 or 2, and 1 It is particularly preferred.

In R ²¹ of Formula (Ac-10), the ethylenically unsaturated bond-containing group may be directly bonded to Ar ²¹ in Formula (Ac-10), or may be bonded via a linking group. Although carbon number in particular of the said coupling group is not restrict|limited, It is preferable that it is 1-40, It is more preferable that it is 1-20, It is more preferable that it is 2-9, It is especially preferable that it is 3-5. The linking group is preferably an aliphatic group, and consists of a divalent aliphatic hydrocarbon group, or one or more divalent aliphatic hydrocarbon groups, and an ether bond, an ester bond, an amide bond, a urethane bond, and a urea bond. It is preferably a group combining one or more structures selected from the group. Moreover, the said coupling group may have substituents, such as a hydroxyl group and an amino group. Especially, as a substituent, a hydroxyl group is mentioned preferably.

Resin Ac can be manufactured by making at least 1 sort(s) of acid anhydride chosen from aromatic tetracarboxylic acid anhydride and aromatic tricarboxylic acid anhydride, and a hydroxyl-group containing compound react. As aromatic tetracarboxylic acid anhydride and aromatic tricarboxylic acid anhydride, the thing mentioned above is mentioned. Although it will not restrict|limit especially as a hydroxyl-group containing compound as long as it has a hydroxyl group in a molecule|numerator, It is preferable that it is a polyol which has two or more hydroxyl groups in a molecule|numerator. Moreover, it is also preferable to use the compound which has two hydroxyl groups and one thiol group in a molecule|numerator as a hydroxyl-group containing compound. Examples of the compound having two hydroxyl groups and one thiol group in the molecule include 1-mercapto-1,1-methanediol, 1-mercapto-1,1-ethanediol, and 3-mer. Capto-1,2-propanediol (thioglycerin), 2-mercapto-1,2-propanediol, 2-mercapto-2-methyl-1,3-propanediol, 2- mercapto-2-ethyl-1,3-propanediol, 1-mercapto-2,2-propanediol, 2-mercaptoethyl-2-methyl-1,3-propanediol, or 2-mercaptoethyl-2-ethyl-1,3-propanediol etc. are mentioned. About another hydroxyl-group containing compound, Paragraph No. 0084 of Unexamined-Japanese-Patent No. 2018-101039 - the compound of 0095 is mentioned, This content is integrated in this specification.

It is preferable that the molar ratio (acid anhydride group/hydroxyl group) of the acid anhydride group in the said acid anhydride and the hydroxyl group in a hydroxyl-group containing compound is 0.5-1.5.

Moreover, the resin containing the repeating unit represented by Formula (Ac-2) mentioned above can be synthesize|combined by the method etc. shown to the following synthesis|combining methods (1)-(2).

[Synthesis method (1)]

A polymerizable monomer having an ethylenically unsaturated bond-containing group is radically polymerized in the presence of a hydroxyl group-containing thiol compound (preferably a compound having two hydroxyl groups and one thiol group in the molecule) to form two A method of synthesizing a vinyl polymer having a hydroxyl group, and reacting the synthesized vinyl polymer with at least one aromatic acid anhydride selected from aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides.

[Synthesis method (2)]

After reacting a hydroxyl group-containing compound (preferably a compound having two hydroxyl groups and one thiol group in the molecule) and at least one aromatic acid anhydride selected from aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides, the obtained A method for producing a polymerizable monomer having an ethylenically unsaturated bond-containing group by radical polymerization in the presence of a reactant. In the synthesis method (2), after radical polymerization of the polymerizable monomer having a hydroxyl group, a compound having an isocyanate group (for example, a compound having an isocyanate group and a crosslinkable group) may be further reacted. . Thereby, a crosslinkable group can be introduce|transduced into the polymer chain ^P10 .

Moreover, resin Ac can also be synthesize|combined according to the method of Paragraph No. 0120 - 0138 of Unexamined-Japanese-Patent No. 2018-101039.

It is preferable that the weight average molecular weights of resin Ac are 3000-35000. It is preferable that it is 25000 or less, and, as for an upper limit, it is more preferable that it is 20000 or less, It is more preferable that it is 15000 or less. It is preferable that a minimum is 4000 or more, It is more preferable that it is 6000 or more, It is more preferable that it is 7000 or more.

As for the acid value of resin Ac, 5-200 mgKOH/g is preferable. It is preferable that it is 150 mgKOH/g or less, and, as for an upper limit, it is more preferable that it is 100 mgKOH/g or less, It is more preferable that it is 80 mgKOH/g or less. The lower limit is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and still more preferably 20 mgKOH/g or more. If the acid value of resin Ac is in the said range, the effect of this invention is acquired more notably. Moreover, pigment adsorption ability is obtained moderately, and the dispersibility of C.I. Pigment Red 272 in a composition can be improved. Furthermore, the storage stability of a coloring composition can also be improved.

The coloring composition of this invention can further contain resin (henceforth another resin) other than the said resin Ac. Another resin is resin which does not contain an aromatic carboxyl group.

As for the weight average molecular weight (Mw) of other resin, 3000-200000 are preferable. 1000000 or less are preferable and, as for an upper limit, 500000 or less are more preferable. 4000 or more are preferable and, as for a minimum, 5000 or more are more preferable.

Examples of other resins include (meth)acrylic resins, (meth)acrylamide resins, epoxy resins, ene thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, siloxane resin, etc. are mentioned.

As another resin, it is also preferable to use resin which has an acidic radical. As an acidic radical, a carboxyl group, a phosphoric acid group, a sulfo group, phenolic hydroxyl group etc. are mentioned, for example. Resin which has an acidic radical can also be used as alkali-soluble resin and a dispersing agent. As for the acid value of resin which has an acidic radical, 30-500 mgKOH/g is preferable. As for a minimum, 50 mgKOH/g or more is more preferable, and 70 mgKOH/g or more is more preferable. The upper limit is more preferably 400 mgKOH/g or less, still more preferably 200 mgKOH/g or less, particularly preferably 150 mgKOH/g or less, and most preferably 120 mgKOH/g or less.

As another resin, it is also preferable to use resin which has a basic group. The resin having a basic group is preferably a resin including a repeating unit having a basic group in the side chain, and more preferably a copolymer having a repeating unit having a basic group in the side chain and a repeating unit not containing a basic group, and a basic group in the side chain It is more preferable that it is a block copolymer which has the repeating unit which has and the repeating unit which does not contain a basic group. Resin which has a basic group can also be used as a dispersing agent. As for the amine titer of resin which has a basic group, 5-300 mgKOH/g is preferable. 10 mgKOH/g or more is preferable and, as for a minimum, 20 mgKOH/g or more is more preferable. 200 mgKOH/g or less is preferable and, as for an upper limit, 100 mgKOH/g or less is more preferable. As a basic group contained in resin which has a basic group, group represented by a formula (a-1), group represented by a formula (a-2), etc. are mentioned.

[Formula 11]

In formula (a-1), R ^a1 and R ^a2 each independently represent a hydrogen atom, an alkyl group, or an aryl group, and R ^a1 and R ^a2 may be bonded to each other to form a ring;

In the formula (a-2), R ^a11 represents a hydrogen atom, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group or an oxy radical, and R ^a12 to R ^a19 are each independently, A hydrogen atom, an alkyl group, or an aryl group is represented.

1-30 are preferable, as for carbon number of the alkyl group represented by R ^a1 , R ^a2 , R ^a11 -R ^a19 , 1-15 are more preferable, 1-8 are still more preferable, 1-5 are especially preferable. Any of linear, branched, and cyclic|annular chain may be sufficient as an alkyl group, A linear or branched is preferable, and a linear is more preferable. The alkyl group may have a substituent.

6-30 are preferable, as for carbon number of the aryl group represented by R ^a1 , R ^a2 , R ^a11 -R ^a19 , 6-20 are more preferable, and 6-12 are still more preferable. The aryl group may have a substituent.

1-30 are preferable, as for carbon number of the alkoxy group which R ^a11 represents, 1-15 are more preferable, 1-8 are still more preferable, 1-5 are especially preferable. The alkoxy group may have a substituent.

6-30 are preferable, as for carbon number of the aryloxy group which R ^a11 represents, 6-20 are more preferable, 6-12 are still more preferable. The aryloxy group may have a substituent.

2-30 are preferable, as for carbon number of the acyl group which R ^a11 represents, 2-20 are more preferable, 2-12 are still more preferable. The acyl group may have a substituent.

Commercially available resins having a basic group include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 ( Above, made by Big Chemie Japan), SOLSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (above, the Nippon Lubrizol company make), Efka PX 4300, 4330, 4046, 4060, 4080 (above, the BASF company make) etc. are mentioned. In addition, the resin having a basic group is the block copolymer (B) described in Paragraph Nos. 0063 to 0112 of Japanese Patent Application Laid-Open No. 2014-219665, and the block copolymer A1 described in Paragraph Nos. 0046 to 0076 of Unexamined Patent Publication No. 2018-156021. may be used, the contents of which are incorporated herein by reference.

As another resin, a resin containing a repeating unit derived from 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”). It is also preferable to use

[Formula 12]

In formula (ED1), R ¹ and R ² each independently represent a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.

[Formula 13]

In formula (ED2), R represents a hydrogen atom or a C1-C30 organic group. As a specific example of Formula (ED2), description of Unexamined-Japanese-Patent No. 2010-168539 can be referred.

About the specific example of an ether dimer, Paragraph No. 0317 of Unexamined-Japanese-Patent No. 2013-029760 can be considered into consideration, and this content is integrated in this specification.

As another resin, it is also preferable to use resin which has an ethylenically unsaturated bond containing group.

As another resin, it is also preferable to use resin containing the repeating unit derived from the compound represented by Formula (X).

[Formula 14]

In the formula, R ¹ represents a hydrogen atom or a methyl group, R ²¹ and R ²² each independently represent an alkylene group, and n represents an integer of 0 to 15. It is preferable that carbon number of the alkylene group which ^R21 and ^R22 represent is 1-10, It is more preferable that it is 1-5, It is more preferable that it is 1-3, It is especially preferable that it is 2 or 3. n represents the integer of 0-15, it is preferable that it is an integer of 0-5, It is more preferable that it is an integer of 0-4, It is more preferable that it is an integer of 0-3.

As a compound represented by Formula (X), the ethylene oxide or propylene oxide modified|denatured (meth)acrylate of paracumyl phenol, etc. are mentioned. As a commercial item, Aronix M-110 (made by Toagosei Co., Ltd.) etc. are mentioned.

It is also preferable that other resin contains resin as a dispersing agent. As a dispersing agent, an acidic dispersing agent (acidic resin) and a basic dispersing agent (basic resin) are mentioned. Here, an acidic dispersing agent (acidic resin) shows resin with more quantity of an acidic radical than the quantity of a basic group. Moreover, a basic dispersing agent (basic resin) shows resin with more quantity of a basic group than the quantity of an acidic radical.

As an acidic dispersing agent (acidic resin), when the total amount of the quantity of an acidic radical and the quantity of a basic group is 100 mol%, resin whose quantity of an acidic radical is 70 mol% or more is preferable. As for the acidic radical which an acidic dispersing agent (acidic resin) has, a carboxyl group is preferable. As for the acid value of an acidic dispersing agent (acidic resin), 5-200 mgKOH/g is preferable. It is preferable that it is 150 mgKOH/g or less, and, as for an upper limit, it is more preferable that it is 100 mgKOH/g or less, It is more preferable that it is 80 mgKOH/g or less. The lower limit is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and still more preferably 20 mgKOH/g or more.

As a basic dispersing agent (basic resin), when the total amount of the quantity of an acidic radical and the quantity of a basic group is 100 mol%, resin whose quantity of a basic group is 60 mol% or more is preferable. As for the basic group which a basic dispersing agent has, an amino group is preferable. As for the amine titer of a basic dispersing agent (basic resin), 5-100 mgKOH/g is preferable. It is preferable that it is 80 mgKOH/g or less, and, as for an upper limit, it is more preferable that it is 60 mgKOH/g or less, It is more preferable that it is 45 mgKOH/g or less. The lower limit is preferably 10 mgKOH/g or more, more preferably 15 mgKOH/g or more, and still more preferably 20 mgKOH/g or more.

It is also preferable that resin used as a dispersing agent is a graft resin. For the detail of graft resin, Paragraph No. 0025 of Unexamined-Japanese-Patent No. 2012-255128 - description of 0094 can be considered into consideration, and this content is integrated in this specification.

It is also preferable that resin used as a dispersing agent is a polyimine type dispersing agent containing a nitrogen atom in at least one of a main chain and a side chain. As the polyimine-based dispersant, a resin having a main chain having a partial structure having a functional group of pKa of 14 or less, a side chain having 40 to 10000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain is preferable. There is no restriction|limiting in particular as long as a basic nitrogen atom is a nitrogen atom which shows basicity. About a polyimine type dispersing agent, Paragraph No. 0102 of Unexamined-Japanese-Patent No. 2012-255128 - description of 0166 can be considered into consideration, and this content is integrated in this specification.

It is also preferable that the resin used as a dispersing agent is resin of the structure in which the several polymer chain couple|bonded with the core part. Examples of such resin include dendrimers (including star-shaped polymers). Moreover, as a specific example of a dendrimer, Paragraph No. 0196 of Unexamined-Japanese-Patent No. 2013-043962 - the polymeric compounds C-1 - C-31 of 0209, etc. are mentioned.

It is also preferable that resin used as a dispersing agent is resin containing the repeating unit which has an ethylenically unsaturated bond-containing group in a side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol% or more, more preferably 10-80 mol%, and still more preferably 20-70 mol%, based on the total repeating units of the resin. . Moreover, as a dispersing agent, resin of Unexamined-Japanese-Patent No. 2018-087939 can also be used.

A dispersing agent can also be obtained as a commercial item, As such a specific example, the DISPERBYK series made by Bikchemi Japan, the SOLSPERSE series made by Nippon Lubrizol, the Efka series made by BASF, Ajiper series made by Ajinomoto Fine Techno Co., Ltd. and the like. Moreover, the product of Paragraph No. 0129 of Unexamined-Japanese-Patent No. 2012-137564, and the product of Paragraph No. 0235 of Unexamined-Japanese-Patent No. 2017-194662 can also be used as a dispersing agent.

Moreover, as another resin used as a dispersing agent, Paragraph No. 0219 - 0221 of Unexamined-Japanese-Patent No. 6432077 - Block copolymers (EB-1) - (EB-9) can also be used.

It is preferable that content of resin in the total solid of a coloring composition is 0.1-70 mass %. The lower limit is preferably 0.5 mass % or more, more preferably 1 mass % or more, still more preferably 5 mass % or more, still more preferably 10 mass % or more, and still more preferably 15 mass % or more. The upper limit is preferably less than 50 mass%, more preferably 45 mass% or less, still more preferably 40 mass% or less, still more preferably 35 mass% or less, still more preferably 30 mass% or less, and even more preferably 25 mass% or less. % or less is particularly preferred.

It is preferable that content of resin Ac (resin which has an aromatic carboxyl group) in total solid of a coloring composition is 5-40 mass %. It is preferable that it is 35 mass % or less, and, as for an upper limit, it is more preferable that it is 30 mass % or less, It is more preferable that it is 25 mass % or less. It is preferable that it is 10 mass % or more, and, as for a minimum, it is more preferable that it is 15 mass % or more.

Moreover, it is preferable that content of resin Ac is 5-60 mass parts with respect to 100 mass parts of C.I. Pigment Red 272. It is preferable that it is 50 mass parts or less, and, as for an upper limit, it is more preferable that it is 45 mass parts or less. It is preferable that it is 10 mass parts or more, and, as for a minimum, it is more preferable that it is 15 mass parts or more.

Moreover, it is preferable that content of resin Ac in resin contained in a coloring composition is 50-100 mass %. It is preferable that it is 100 mass % or less, and, as for an upper limit, it is more preferable that it is 95 mass % or less. It is preferable that it is 60 mass % or more, and, as for a minimum, it is more preferable that it is 70 mass % or more.

<<Solvent>>

The coloring composition of this invention contains a solvent. As a solvent, an organic solvent is mentioned. There will be no restriction|limiting in particular in particular basically, if the kind of solvent satisfy|fills the solubility of each component and the applicability|paintability of a coloring composition. Examples of the organic solvent include an ester solvent, a ketone solvent, an alcohol solvent, an amide solvent, an ether solvent, and a hydrocarbon solvent. For details of these, reference may be made to paragraph No. 0223 of International Publication No. 2015/166779, the content of which is incorporated herein by reference. Moreover, the ester type solvent by which the cyclic alkyl group was substituted, and the ketone type solvent by which the cyclic alkyl group was substituted can also be used preferably. Specific examples of the organic solvent 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, cyclohexanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene Glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropaneamide, 3-butoxy-N,N-dimethylpropaneamide, etc. are mentioned. However, there are cases where it is preferable to reduce the aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as the organic solvent for reasons such as environmental reasons (for example, 50 mass ppm based on the total amount of the organic solvent) (parts per million) or less, 10 mass ppm or less, or 1 mass ppm or less).

In this invention, it is preferable to use the organic solvent with little metal content, and it is preferable that the metal content of an organic solvent is 10 mass ppb (parts per billion) or less, for example. If necessary, an organic solvent at a mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by, for example, Toyo Kosei Corporation (Kagaku Kogyo Nippo, November 13, 2015).

As a method of removing impurities, such as a metal, from an organic solvent, distillation (molecular distillation, thin film distillation, etc.) or filtration using a filter is mentioned, for example. As a filter pore diameter of the filter used for filtration, 10 micrometers or less are preferable, 5 micrometers or less are more preferable, and 3 micrometers or less are still more preferable. The material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.

The organic solvent may contain isomers (compounds having the same number of atoms but different structures). Moreover, only 1 type may be contained and multiple types of isomers may be contained.

It is preferable that the content rate of the peroxide in an organic solvent is 0.8 mmol/L or less, and it is more preferable that a peroxide is not included substantially.

It is preferable that content of the solvent in a coloring composition is 10-95 mass %, It is more preferable that it is 20-90 mass %, It is more preferable that it is 30-90 mass %.

Moreover, it is preferable that the coloring composition of this invention does not contain an environmental regulation substance substantially from a viewpoint of environmental regulation. In addition, in this invention, it means that content of the environmental control substance in a coloring composition is 50 mass ppm or less, It is preferable that it is 30 mass ppm or less, It is 10 mass ppm or less that it does not contain an environmental control substance substantially in this invention. It is more preferable, and it is especially preferable that it is 1 mass ppm or less. Environmentally regulated substances include, for example, benzene; alkylbenzenes such as toluene and xylene; Halogenated benzenes, such as chlorobenzene, etc. are mentioned. These are registered as environmentally regulated substances based on REACH (Registration Evaluation Authorization and Restriction of CHemicals) rules, PRTR (Pollutant Release and Transfer Register) laws, VOC (Volatile Organic Compounds) regulations, etc., and their usage and handling methods are strict. is tightly regulated. These compounds may be used as a solvent when manufacturing each component etc. used for a coloring composition, and may mix in a coloring composition as a residual solvent. From the viewpoint of safety for humans and consideration for the environment, it is desirable to reduce these substances as much as possible. As a method of reducing an environmentally regulated substance, the method of reducing by heating or depressurizing the inside of a system, making it more than the boiling point of an environmentally regulated substance, and distilling off an environmentally regulated substance in a system is mentioned. Moreover, when distilling off a small amount of an environmental control substance, in order to raise efficiency, it is also useful to make it azeotrope with the solvent which has a boiling point equivalent to the said solvent. Moreover, when it contains the compound which has radical polymerizability, in order to suppress that a radical polymerization reaction advances and bridge|crosslinks between molecules during vacuum distillation, you may add a polymerization inhibitor etc. and may distill under reduced pressure. These distillation removal methods can be performed at any stage, such as the stage of the raw material, the stage of the product reacted with the raw material (for example, a resin solution or polyfunctional monomer solution after polymerization), or the stage of the coloring composition prepared by mixing these compounds. It is possible.

<<Pigment Derivatives>>

It is preferable that the coloring composition of this invention contains a pigment derivative. Examples of the pigment derivative include compounds having a structure in which an acidic group or a basic group is bonded to a dye skeleton, and a compound having a structure in which a basic group is bonded to a dye skeleton is preferable for the reason that it is easy to form a film in which the generation of foreign substances is more suppressed. do. As the dye skeleton constituting the pigment derivative, quinoline dye skeleton, benzimidazolone dye skeleton, benzisoindole dye skeleton, benzothiazole dye skeleton, iminium dye skeleton, squarylium dye skeleton, croconium dye skeleton, oxonol Dye skeleton, pyrrolopyrrole dye skeleton, diketopyrrolopyrrole dye skeleton, azo dye skeleton, azomethine dye skeleton, phthalocyanine dye skeleton, naphthalocyanine dye skeleton, anthraquinone dye skeleton, dianthraquinone dye Skeleton, quinacridone pigment skeleton, dioxazine pigment skeleton, perinone pigment skeleton, perylene pigment skeleton, thiazine indigo pigment skeleton, thioindigo pigment skeleton, isoindoline pigment skeleton, isoindolinone pigment skeleton, quinope Talon dye skeleton, iminium dye skeleton, dithiol dye skeleton, triarylmethane dye skeleton, pyromethene dye skeleton, etc. are mentioned, Diketopyrrolopyrrole dye skeleton, benzisoindole dye skeleton, anthraquinone dye skeleton , dianthraquinone dye skeleton, thiazine indigo dye skeleton, azo dye skeleton, quinophthalone dye skeleton, and quinacridone dye skeleton, more preferably diketopyrrolopyrrole dye skeleton. That is, the pigment derivative is preferably a diketopyrrolopyrrole compound. According to this aspect, the film|membrane with a higher red color value can be formed, and it is used more preferably as a coloring composition for red pixels.

As a pigment derivative, it is preferable that it is a compound represented by Formula (Syn).

P-(L) _m ...(Syn)

In the above formula, P represents a dye skeleton,

m represents an integer of 1-4,

L is -OH; -SO ₃ H, -COOH or salts of these groups; phthalimide methyl group; Group represented by a following formula (a), (b), (c), (d), (e) or (f) is shown.

[Formula 15]

In the formula, X represents -SO ₂ -, -CO-, -CH ₂ -, -CH ₂ NHCOCH ₂ -, -CH ₂ NHSO ₂ CH ₂ -, or a single bond,

Y represents -NH-, -O-, -S-, or a single bond,

n represents the integer of 1-10,

R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or an alkenyl group having 2 to 30 carbon atoms, R ¹⁶ and R ¹⁷ may be bonded to each other to form a ring;

R ¹⁸ , R ¹⁹ , R ²⁰ , R ²¹ and R ²² each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or an alkenyl group having 2 to 20 carbon atoms,

R ²³ represents group represented by formula (a) or group represented by formula (b),

R ²⁴ represents a halogen atom, -OH, an alkoxy group, a group represented by the formula (a), or a group represented by the formula (b),

Z represents -CONH-, -NHCO-, -SO ₂ NH-, or -NHSO ₂ -,

R ²⁵ represents a hydrogen atom, -NH ₂ , -NHCOCH ₃ , -NHR ²⁶ or a group represented by the formula (c), and R ²⁶ represents an alkyl group having 1 to 20 carbon atoms or an alkenyl group having 2 to 20 carbon atoms.

Examples of the dye skeleton represented by P in the formula (Syn) include a quinoline dye skeleton, a benzimidazolone dye skeleton, a benzisoindole dye skeleton, a benzothiazole dye skeleton, an iminium dye skeleton, a squarylium dye skeleton, and a croconium dye skeleton. , oxonol pigment skeleton, pyrrolopyrrole pigment skeleton, diketopyrrolopyrrole pigment skeleton, azo pigment skeleton, azomethine pigment skeleton, phthalocyanine pigment skeleton, naphthalocyanine pigment skeleton, anthraquinone pigment skeleton, dian Traquinone pigment skeleton, quinacridone pigment skeleton, dioxazine pigment skeleton, perinone pigment skeleton, perylene pigment skeleton, thiazine indigo pigment skeleton, thioindigo pigment skeleton, isoindoline pigment skeleton, isoindolinone pigment skeleton , quinophthalone dye skeleton, iminium dye skeleton, dithiol dye skeleton, triarylmethane dye skeleton, pyromethene dye skeleton, and the like, diketopyrrolopyrrole dye skeleton, benzisoindole dye skeleton, anthra It is preferable that they are a quinone dye skeleton, a dianthraquinone dye skeleton, a thiazine indigo dye skeleton, an azo dye skeleton, a quinophthalone dye skeleton, and a quinacridone dye skeleton, and it is more preferable that it is a diketopyrrolopyrrole dye skeleton.

Examples of the salt of -SO ₃ H or -COOH represented by L in the formula (Syn) include salts and ammonium salts of monovalent to trivalent metals such as sodium, potassium, magnesium, calcium, iron, or aluminum. Examples of the ammonium salt include ammonium salts of long-chain monoalkylamines such as octylamine, laurylamine and stearylamine; Quaternary alkylammonium salts, such as a palmityl trimethylammonium salt, a dilauryl dimethyl ammonium salt, and a distearyl dimethyl ammonium salt, are mentioned.

As a specific example of a pigment derivative, the compound described in the Example mentioned later, Unexamined-Japanese-Patent No. 56-118462, Unexamined-Japanese-Patent No. 63-264674, Unexamined-Japanese-Patent No. Hei 01-217077, Unexamined-Japanese-Patent No. Hei 03 -009961, Japanese Unexamined Patent Publication No. Hei03-026767, Japanese Unexamined Patent Publication No. Hei03-153780, Japanese Unexamined Patent Publication No. Hei 03-045662, Japanese Unexamined Patent Publication No. Hei04-285669, Japanese Unexamined Patent Publication No. Hei06 -145546, Japanese Unexamined Patent Publication No. Hei 06-212088, Japanese Unexamined Patent Publication No. Hei 06-240158, Japanese Unexamined Patent Publication No. Hei 10-030063, Japanese Unexamined Patent Publication No. Hei 10-195326, International Publication No. 2011/ Paragraph Nos. 0086 to 0098 of 024896, Paragraph Nos. 0063 to 0094 of International Publication No. 2012/102399, Paragraph Nos. 0082 of International Publication No. 2017/038252, Paragraph Nos. 0171 of Japanese Patent Application Laid-Open No. 2015-151530, Japanese Patent Application Laid-Open No. Paragraph Nos. 0162 to 0183 of 2011-252065, Japanese Patent Application Laid-Open No. 2003-081972, Japanese Patent Publication No. 5299151, Japanese Patent Application Laid-Open No. 2015-172732, Japanese Patent Application Laid-Open No. 2014-199308, Japanese Patent Application Laid-Open No. 2014- 085562, the compound of Unexamined-Japanese-Patent No. 2014-035351, the compound of Unexamined-Japanese-Patent No. 2008-081565, Paragraph No. 0055 of Unexamined-Japanese-Patent No. 0055 - 0073 are mentioned.

When it contains a pigment derivative, 1-30 mass parts is preferable with respect to 100 mass parts of pigments, as for content of a pigment derivative, 1-20 mass parts is more preferable, 2-10 mass parts is still more preferable, 3-8 mass parts Especially preferred. Only 1 type may be used for a pigment derivative, and may use 2 or more types together. When using 2 or more types together, it is preferable that those total amounts are the said range.

<<Polymerizable compound>>

It is preferable that the coloring composition of this invention contains a polymeric compound. As the polymerizable compound, a known compound that can be crosslinked by radical, acid or heat can be used. In the present invention, the polymerizable compound is preferably a compound having an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, (meth)allyl group, and (meth)acryloyl group. It is preferable that the polymeric compound used by this invention is a radically polymerizable compound.

Although any of chemical forms, such as a monomer, a prepolymer, and an oligomer, may be sufficient as a polymeric compound, A monomer is preferable. As for the molecular weight of a polymeric compound, 100-3000 are preferable. As for an upper limit, 2000 or less are more preferable, and 1500 or less are still more preferable. As for a minimum, 150 or more are more preferable, and 250 or more are still more preferable.

It is preferable that a polymeric compound is a compound containing 3 or more ethylenically unsaturated bond containing groups, It is more preferable that it is a compound containing 3-15 ethylenically unsaturated bond containing groups, It is 3-6 ethylenically unsaturated bond containing groups. It is more preferable that it is a compound containing dogs. Moreover, it is preferable that it is a 3-15 functional (meth)acrylate compound, and, as for a polymeric compound, it is more preferable that it is a 3-6 functional (meth)acrylate compound. As a specific example of a polymeric compound, Paragraph Nos. 0095 - 0108 of Unexamined-Japanese-Patent No. 2009-288705, Paragraph 0227 of Unexamined-Japanese-Patent No. 2013-029760, Paragraph Nos. 0254 - 0257 of Unexamined-Japanese-Patent No. 2008-292970, Unexamined-Japanese-Patent No. Paragraph Nos. 0034 to 0038 of 2013-253224, Paragraph No. 0477 of Japanese Unexamined Patent Application Publication No. 2012-208494, Japanese Patent Application Laid-Open No. 2017-048367, Japanese Patent Publication No. 6057891, and the compound described in Japanese Patent Publication No. 6031807 , the contents of which are incorporated herein by reference.

Since the coloring composition of this invention can form the film|membrane by which generation|occurrence|production of a foreign material was suppressed more, it is preferable that the polymeric compound from which the number of functional groups differs contains 2 or more types. In this case, it is preferable to use a trifunctional polymerizable compound and a tetrafunctional or higher functional polymerizable compound together, a compound containing three ethylenically unsaturated bond-containing groups, and a compound containing four or more ethylenically unsaturated bond-containing groups It is more preferable to use together.

Examples of the polymerizable compound include dipentaerythritol tri(meth)acrylate (KAYARAD D-330 as a commercially available product; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (KAYARAD D-320 as a commercially available product; Nippon Kayaku Co., Ltd. product), dipentaerythritol penta (meth) acrylate (KAYARAD D-310 as a commercial product; Nippon Kayaku Co., Ltd. product), dipentaerythritol hexa(meth) acrylate (KAYARAD as a commercial product) DPHA; manufactured by Nippon Kayaku Co., Ltd., NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and these (meth)acryloyl groups are ethylene glycol and/or propylene glycol residues Compounds having a structure bonded via Moreover, as a polymeric compound, diglycerol EO (ethylene oxide) modified (meth)acrylate (as a commercial item, M-460; Toagosei make), pentaerythritol tetraacrylate (Shin-Nakamura Chemical Co., Ltd. product, 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 (Doa) Kosei Co., Ltd.), NK Oligo UA-7200 (Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH -600, T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (above, manufactured by Daisei Fine Chemicals), light acrylate POB -A0 (manufactured by Kyoeisha Chemical Co., Ltd.) or the like can also be used.

Moreover, to a polymeric compound, trimethylol propane tri(meth)acrylate, trimethylol propane propylene oxide modified|denatured tri(meth)acrylate, trimethylol propane ethylene oxide modified|denatured tri(meth)acrylate, iso Trifunctional (meth)acrylate compounds, such as cyanuric-acid ethylene oxide modified|denatured tri(meth)acrylate and pentaerythritol tri(meth)acrylate, can also be used. As a commercial item of a trifunctional (meth)acrylate compound, Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305 , M-303, M-452, M-450 (manufactured by Toagosei Co., Ltd.), NK Ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A -TMM-3LM-N, A-TMPT, TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.) ) and the like.

Moreover, the compound which has an acidic radical can also be used for a polymeric compound. By using the polymeric compound which has an acidic radical, the polymeric compound of an unexposed part is easy to remove at the time of image development, and generation|occurrence|production of the image development residue can be suppressed. As an acidic radical, a carboxyl group, a sulfo group, a phosphoric acid group, etc. are mentioned, A carboxyl group is preferable. As a commercial item of the polymeric compound which has an acidic radical, Aronix M-510, M-520, Aronix TO-2349 (made by Toagosei Co., Ltd.), etc. are mentioned. As a preferable acid value of the polymeric compound which has an acidic radical, it is 0.1-40 mgKOH/g, More preferably, it is 5-30 mgKOH/g. If the acid value of a polymeric compound is 0.1 mgKOH/g or more, solubility with respect to a developing solution is favorable, and if it is 40 mgKOH/g or less, it is advantageous on manufacture and handling.

Moreover, the compound which has a caprolactone structure can also be used for a polymeric compound. As a commercial item of the polymeric compound which has a caprolactone structure, KAYARAD DPCA-20, DPCA-30, DPCA-60, DPCA-120 (above, Nippon Kayaku Co., Ltd. product) etc. are mentioned.

Moreover, the polymeric compound which has an alkyleneoxy group can also be used for a polymeric compound. The polymerizable compound having an alkyleneoxy group is preferably a polymerizable compound having an ethyleneoxy group and/or a propyleneoxy group, more preferably a polymerizable compound having an ethyleneoxy group, and 3 to 6 having 4 to 20 ethyleneoxy groups. Functional (meth)acrylate compounds are more preferred. As a commercial item of the polymeric compound which has an alkyleneoxy group, SR-494 which is a tetrafunctional (meth)acrylate which has four ethyleneoxy groups made by Sartomer, for example, isobutyleneoxy group manufactured by Nippon Kayaku Co., Ltd. KAYARAD TPA-330 which is a trifunctional (meth)acrylate which has three, etc. are mentioned.

Moreover, as a polymeric compound, the polymeric compound which has a fluorene skeleton can also be used. As a commercial item of the polymeric compound which has a fluorene skeleton, Ogsol EA-0200, EA-0300 (The Osaka Gas Chemical Co., Ltd. product, (meth)acrylate monomer which has a fluorene skeleton) etc. are mentioned.

It is also preferable to use the compound which does not contain environmental control substances, such as toluene, as a polymeric compound substantially. As a commercial item of such a compound, KAYARAD DPHA LT, KAYARAD DPEA-12 LT (made by Nippon Kayaku Co., Ltd.), etc. are mentioned.

It is preferable that content of the polymeric compound in the total solid of a coloring composition is 0.5-30 mass %. 1 mass % or more is preferable and, as for a minimum, 1.5 mass % or more is more preferable. 25 mass % or less is preferable and, as for an upper limit, 20 mass % or less is more preferable. Single 1 type may be sufficient as a polymeric compound, and may use 2 or more types together. When using 2 or more types of polymeric compounds together, it is preferable that those sum total becomes the said range.

Moreover, it is preferable that content of the sum total of the polymeric compound and resin in the total solid of a coloring composition is 5-40 mass %. It is preferable that it is 35 mass % or less, and, as for an upper limit, it is more preferable that it is 30 mass % or less, It is more preferable that it is 25 mass % or less. It is preferable that it is 10 mass % or more, and, as for a minimum, it is more preferable that it is 15 mass % or more.

<<Photoinitiator>>

It is preferable that the coloring composition of this invention contains a photoinitiator. In particular, when the coloring composition of this invention contains a polymeric compound, it is preferable to contain a photoinitiator further. Such a coloring composition can be used suitably as a coloring composition for photolithography. There is no restriction|limiting in particular as a photoinitiator, It can select suitably from well-known photoinitiators. For example, a compound having photosensitivity to light in the visible region from the ultraviolet region is preferable. It is preferable that a photoinitiator is a photoradical polymerization initiator.

Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (eg, a compound having a triazine skeleton, a compound having an oxadiazole skeleton, etc.), an acylphosphine compound, hexaarylbiimidazole, an oxime compound, an organic peroxide, thi five compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, and the like. A photoinitiator is a trihalomethyltriazine compound, a benzyldimethyl ketal compound, (alpha)-hydroxyketone compound, (alpha)-amino ketone compound, an acylphosphine compound, a phosphine oxide compound, and a metallocene from a viewpoint of exposure sensitivity. compound, oxime compound, triarylimidazole dimer, onium compound, benzothiazole compound, benzophenone compound, acetophenone compound, cyclopentadiene-benzene-iron complex, halomethyloxadiazole compound and 3-aryl substituted coumarin It is preferably a compound, more preferably a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and from the reason that a rectangular pattern can be formed. Or it is more preferable that it is an alpha -amino ketone compound, and it is especially preferable that it is an oxime compound. Moreover, as a photoinitiator, Paragraph 0065 of Unexamined-Japanese-Patent No. 2014-130173 - 0111, the compound of Unexamined-Japanese-Patent No. 6301489, MATERIAL STAGE 37-60p, vol. 19, No. 3, the peroxide-based photopolymerization initiator described in 2019, the photopolymerization initiator described in International Publication No. 2018/221177, the photopolymerization initiator described in International Publication No. 2018/110179, the photopolymerization initiator described in Japanese Patent Application Laid-Open No. 2019-043864, The photoinitiator of Unexamined-Japanese-Patent No. 2019-044030 is mentioned, These content is integrated in this specification.

Examples of commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (above, manufactured by IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (above, manufactured by BASF). can As a commercial item of α-aminoketone compound, Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (above, manufactured by IGM Resins B.V.), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (above, manufactured by BASF), etc. have. As a commercial item of an acylphosphine compound, Omnirad 819, Omnirad TPO (above, IGM Resins B.V. company make), Irgacure 819, Irgacure TPO (above, BASF company make) etc. are mentioned.

As an oxime compound, the compound of Unexamined-Japanese-Patent No. 2001-233842, the compound of Unexamined-Japanese-Patent No. 2000-080068, the compound of Unexamined-Japanese-Patent No. 2006-342166, J.C.S. Perkin II (1979, pp. 1653) -1660), the compound described in J. C. S. Perkin II (1979, pp. 156-162), the compound described in the Journal of Photopolymer Science and Technology (1995, pp. 202-232), Japanese Patent Application Laid-Open No. 2000- The compound described in 066385, the compound described in JP 2004-534797 A, the compound described in JP 2006-342166 , the compound described in JP 2017-019766 , the compound described in JP 6065596 A The compound, the compound described in International Publication No. 2015/152153, the compound described in International Publication No. 2017/051680, the compound described in Japanese Patent Application Laid-Open No. 2017-198865, Paragraph No. 0025 to International Publication No. 2017/164127 The compound of 0038, the compound of International Publication No. 2013/167515, etc. are mentioned. 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, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one and the like. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04 (above, manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Tronly New Electronic Materials Co., Ltd.); Adeka optomer N-1919 (made by ADEKA, the photoinitiator 2 of Unexamined-Japanese-Patent No. 2012-014052) is mentioned. Moreover, as an oxime compound, it is also preferable to use the compound which does not have coloring property, and the compound which transparency is high and is hard to change color. As a commercial item, Adeka Arcles NCI-730, NCI-831, NCI-930 (above, ADEKA Co., Ltd. product) etc. are mentioned.

As a photoinitiator, the oxime compound which has a fluorene ring can also be used. As a specific example of the oxime compound which has a fluorene ring, the compound of Unexamined-Japanese-Patent No. 2014-137466 is mentioned.

As a photoinitiator, the oxime compound which has frame|skeleton in which the at least 1 benzene ring of a carbazole ring became a naphthalene ring can also be used. As a specific example of such an oxime compound, the compound of International Publication No. 2013/083505 is mentioned.

As a photoinitiator, the oxime compound which has a fluorine atom can also be used. As a specific example of the oxime compound which has a fluorine atom, the compound described in Unexamined-Japanese-Patent No. 2010-262028, the compound 24, 36-40 of Unexamined-Japanese-Patent No. 2014-500852, and the compound of Unexamined-Japanese-Patent No. 2013-164471. (C-3) etc. are mentioned.

As a photoinitiator, the oxime compound which has a nitro group can be used. It is also preferable to use the oxime compound which has a nitro group as a dimer. As a specific example of the oxime compound which has a nitro group, Paragraph Nos. 0031 to 0047 of Unexamined-Japanese-Patent No. 2013-114249, Paragraph Nos. 0008 to 0012, 0070 to 0079 of Unexamined-Japanese-Patent No. 2014-137466, Japanese Patent Publication The compound described in Paragraph No. 0007 - 0025 of 4223071, Adeka Arcles NCI-831 (made by ADEKA Corporation) is mentioned.

As a photoinitiator, the oxime compound which has a benzofuran frame|skeleton can also be used. As a specific example, OE-01 - OE-75 described in International Publication No. 2015/036910 are mentioned.

As a photoinitiator, the oxime compound which the substituent which has the hydroxyl group couple|bonded with the carbazole skeleton can also be used. As such a photoinitiator, the compound of International Publication No. 2019/088055, etc. are mentioned.

As a photoinitiator, the oxime compound (henceforth an oxime compound OX) which has the aromatic ring group ^ArOX1 in which the electron withdrawing group was introduce|transduced into the aromatic ring can also be used. Examples of the electron withdrawing group possessed by the aromatic ring group Ar ^OX1 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. A nitro group is preferable, and since it is easy to form the film|membrane excellent in light resistance, it is more preferable that it is an acyl group, and it is more preferable that it is a benzoyl group. The benzoyl group may have a substituent. Examples of the substituent include a halogen atom, a cyano group, a nitro group, a hydroxyl 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, It is preferably an acyl group or an amino group, more preferably 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, and an alkoxy group, an alkylsulfanyl group or an amino group it is more preferable

It is preferable that it is at least 1 sort(s) chosen from the compound represented by a compound and formula (OX2), and, as for oxime compound OX, it is more preferable that it is a compound represented by a formula (OX2).

[Formula 16]

In the formula, R ^X1 is 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 acyl group, an acyloxy group, an amino group, a phosphinoyl group, a carbamoyl group or a sulfamoyl group;

R ^X2 is 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 to R ^X14 each independently represent a hydrogen atom or a substituent;

However, at least one of R ^X10 to R ^X14 is an electron withdrawing group.

In the above formula, R ^X1 is preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group or a heterocyclic group, more preferably an alkyl group, an aryl group or a heterocyclic group, and still more preferably an alkyl group. Further, R ^X2 is preferably an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group or an acyloxy group, more preferably an alkyl group, an alkenyl group, an aryl group or a heterocyclic group. , it is more preferably an alkyl group.

In the above formula, R ^X3 to R ^X14 each independently represent a hydrogen atom or a substituent.

R ^X3 to R ^X5 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkyl It is preferably a sulfanyl group, an arylsulfanyl group, an acyl group, or an amino group, more preferably a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an aryl group or a heterocyclic group, a hydrogen atom, a nitro group, an alkyl group or It is more preferable that it is an aryl group, and it is especially preferable that it is a hydrogen atom.

R ^X6 to R ^X10 are each independently a hydrogen atom, a halogen atom, a cyano group, 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 aryl A sulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an amino group, a group represented by the formula (OR-11) or a group represented by the formula (OR-12) is preferable, and a hydrogen atom or a halogen atom , more preferably a cyano group, an alkyl group, an aryl group, a heterocyclic group or an amino group, still more preferably a hydrogen atom, a cyano group, an alkyl group or an aryl group, still more preferably a hydrogen atom, an alkyl group or an aryl group, and hydrogen It is still more preferable that it is an atom or an alkyl group, and it is especially preferable that it is a hydrogen atom.

[Formula 17]

wherein R ^OX11 is 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 acyl group, an acyloxy group, an amino group, a phosphinoyl group, a carbamoyl group or a sulfamoyl group;

R ^OX12 is 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,

The dashed line indicates the bonding hand.

The substituents represented by R ^X10 to R ^X14 include a nitro group, a halogen atom, a cyano 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, and an aryl group. It is preferable that it is a sulfanyl group, an acyl group, or an amino group. However, at least one of R ^X10 to R ^X14 is an electron withdrawing group.

Examples of the electron withdrawing group represented by R ^X10 to R ^X14 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. A nitro group is preferable, and since it is easy to form the film|membrane excellent in light resistance, it is more preferable that it is an acyl group, and it is more preferable that it is a benzoyl group. The benzoyl group may have a substituent. Examples of the substituent include a halogen atom, a cyano group, a nitro group, a hydroxyl 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, It is preferably an acyl group or an amino group, more preferably 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, and an alkoxy group, an alkylsulfanyl group or an amino group it is more preferable

In the above formula, it is preferable that R ^X12 is an electron withdrawing group and R ^X10 , R ^X11 , R ^X13 , and R ^X14 are hydrogen atoms.

As a specific example of the oxime compound OX, the compound of Paragraph No. 0083 - 0105 of Unexamined-Japanese-Patent No. 4600600 is mentioned.

Although the specific example of the oxime compound preferably used in this invention is shown below, this invention is not limited to these.

[Formula 18]

[Formula 19]

[Formula 20]

[Formula 21]

[Formula 22]

The compound which has a maximum absorption wavelength in the range of wavelength 350-500 nm is preferable, and, as for an oxime compound, the compound which has a maximum absorption wavelength in the range of wavelength 360-480 nm is more preferable. Moreover, it is preferable from a viewpoint of a sensitivity that the molar extinction coefficient in wavelength 365nm or wavelength 405nm of an oxime compound is high, It is more preferable that it is 1000-30000, It is more preferable that it is 2000-30000, It is 5000-20000 It is particularly preferred. The molar extinction coefficient of a compound can be measured using a well-known method. For example, it is preferable to measure with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian) at a concentration of 0.01 g/L using an ethyl acetate solvent.

As a photoinitiator, you may use the photoradical polymerization initiator more than bifunctional or trifunctional. By using such a photo-radical polymerization initiator, since two or more radicals generate|occur|produce from 1 molecule of a photo-radical polymerization initiator, favorable sensitivity is acquired. Moreover, when the compound of an asymmetric structure is used, crystallinity falls and solubility with respect to a solvent etc. improves, it becomes difficult to precipitate with time, and it can improve the aging stability of a coloring composition. As a specific example of a bifunctional or trifunctional or more than trifunctional photoradical polymerization initiator, Paragraph of Japanese Unexamined-Japanese-Patent No. 2010-527339, Unexamined-Japanese-Patent No. 2011-524436, International Publication No. 2015/004565, Unexamined-Japanese-Patent No. 2016-532675. No. 0407-0412, the dimer of the oxime compound described in Paragraph No. 0039-0055 of International Publication No. 2017/033680, the compound (E) and the compound (G) described in Japanese Unexamined Patent Publication No. 2013-522445, Cmpd 1 to 7 described in International Publication No. 2016/034963, oxime ester photoinitiators described in Paragraph No. 0007 of Japanese Patent Application Laid-Open No. 2017-523465, Paragraph Nos. 0020 to 0033 of Japanese Patent Application Laid-Open No. 2017-167399 The photoinitiator described in, the photoinitiator (A) described in Paragraph Nos. 0017-0026 of Unexamined-Japanese-Patent No. 2017-151342, the oxime ester photoinitiator etc. which are described in Unexamined-Japanese-Patent No. 6469669 etc. are mentioned.

As for content of the photoinitiator in the total solid of a coloring composition, 0.1-20 mass % is preferable. 0.5 mass % or more is preferable and, as for a minimum, 1 mass % or more is more preferable. 10 mass % or less is preferable, as for an upper limit, 7.5 mass % or less is more preferable, 5 mass % or less is still more preferable. A photoinitiator may be used individually by 1 type, and may use 2 or more types together. When using 2 or more types together, it is preferable that those sum total is the said range.

<<Compound having a cyclic ether group>>

The coloring composition of this invention can contain the compound which has a cyclic ether group. As a cyclic ether group, an epoxy group, oxetanyl group, etc. are mentioned. It is preferable that the compound which has a cyclic ether group is a compound (henceforth an epoxy compound) which has an epoxy group. As an epoxy compound, Paragraph Nos. 0034 - 0036 of Unexamined-Japanese-Patent No. 2013-011869, Paragraph Nos. 0147-0156 of Unexamined-Japanese-Patent No. 2014-043556, Paragraph Nos. 0085 - 0092 of Unexamined-Japanese-Patent No. 2014-089408, Japan The compound described in Unexamined Patent Publication No. 2017-179172 can also be used. These contents are integrated in this specification.

The epoxy compound may be a low molecular weight compound (for example, molecular weight less than 2000, furthermore, molecular weight less than 1000), or a high molecular weight compound (macromolecule) (for example, molecular weight 1000 or more, in the case of a polymer, a weight average molecular weight of 1000 or more ) may be 200-100000 are preferable and, as for the weight average molecular weight of an epoxy compound, 500-50000 are more preferable. 10000 or less are preferable, as for the upper limit of a weight average molecular weight, 5000 or less are more preferable, and 3000 or less are still more preferable.

As the epoxy compound, an epoxy resin can be preferably used. Examples of the epoxy resin include an epoxy resin that is a glycidyl ether of a phenol compound, an epoxy resin that is a glycidyl ether of various novolac resins, an alicyclic epoxy resin, an aliphatic epoxy resin, a heterocyclic epoxy resin, A glycidyl ester-based epoxy resin, a glycidylamine-based epoxy resin, an epoxy resin obtained by glycidylating halogenated phenols, a condensate of a silicon compound having an epoxy group and other silicon compounds, and a polymerizable unsaturated compound having an epoxy group and copolymers of other polymerizable unsaturated compounds. It is preferable that it is 310-3300 g/eq, as for the epoxy equivalent of an epoxy resin, it is more preferable that it is 310-1700 g/eq, It is more preferable that it is 310-1000 g/eq.

Examples of commercially available compounds having a cyclic ether group include EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Maproof G-0150M, G-0105SA, G-0130SP, G -0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, G-01758 (above, Nichiyu Co., Ltd. product, epoxy group-containing polymer) etc. are mentioned.

As for content of the compound which has a cyclic ether group in total solid of a coloring composition, 0.1-20 mass % is preferable. 0.5 mass % or more is preferable, and, as for a minimum, 1 mass % or more is more preferable, for example. 15 mass % or less is preferable and, as for an upper limit, 10 mass % or less is more preferable, for example. One type may be sufficient as the compound which has a cyclic ether group, and 2 or more types may be sufficient as it. In the case of 2 or more types, it is preferable that those total amounts become the said range.

<<curing accelerator>>

The coloring composition of this invention may also contain a hardening accelerator. Examples of the curing accelerator include a thiol compound, a methylol compound, an amine compound, a phosphonium salt compound, an amidine salt compound, an amide compound, a base generator, an isocyanate compound, an alkoxysilane compound, and an onium salt compound. . As a specific example of a hardening accelerator, Paragraph No. 0094 - 0097 of International Publication No. 2018/056189, the compound of Paragraph No. 0246 - 0253 of Unexamined-Japanese-Patent No. 2015-034963 Paragraph number of Unexamined-Japanese-Patent No. 2013-041165 The compound of 0186-0251, the ionic compound of Unexamined-Japanese-Patent No. 2014-055114, the compound of Paragraph No. 0071 of Unexamined-Japanese-Patent No. 2012-150180 - the compound of 0080, The epoxy group of Unexamined-Japanese-Patent No. 2011-253054 The alkoxysilane compound which has, the compound of Paragraph Nos. 0085 - 0092 of Unexamined-Japanese-Patent No. 5765059, the carboxyl group containing epoxy curing agent of Unexamined-Japanese-Patent No. 2017-036379, etc. are mentioned. When it contains a hardening accelerator, 0.3-8.9 mass % is preferable and, as for content of the hardening accelerator in the total solid of a coloring composition, 0.8-6.4 mass % is more preferable.

<<Ultraviolet absorbent>>

The coloring composition of this invention can contain a ultraviolet absorber. As the ultraviolet absorber, a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound, etc. may be used. can As such a compound, Paragraph No. 0038-0052 of Unexamined-Japanese-Patent No. 2009-217221, Paragraph No. 0052 of Unexamined-Japanese-Patent No. 2012-208374, Paragraph No. 0317-0334 of Unexamined-Japanese-Patent No. 2013-068814, Unexamined-Japanese-Patent No. Paragraph Nos. 0061 to 0080 of Publication No. 2016-162946 include the compounds described, the contents of which are incorporated herein by reference. As a specific example of a ultraviolet absorber, the compound of the following structure, etc. are mentioned. As a commercial item of a ultraviolet absorber, UV-503 (made by Daito Chemical Co., Ltd.) etc. is mentioned, for example. Moreover, as a benzotriazole compound, the MYUA series (Kagaku Kogyo Nippo, February 1, 2016) manufactured by Miyoshi Yushi is mentioned. Moreover, the compound of Paragraph No. 0049 - 0059 of Unexamined-Japanese-Patent No. 6268967 can also be used for a ultraviolet absorber.

[Formula 23]

When it contains a ultraviolet absorber, 0.01-10 mass % is preferable and, as for content of the ultraviolet absorber in the total solid of a coloring composition, 0.01-5 mass % is more preferable. In this invention, only 1 type may be used for a ultraviolet absorber, and 2 or more types may be used for it. When using 2 or more types, it is preferable that a total amount becomes the said range.

<<Polymerization inhibitor >>

The coloring composition of this invention can contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, and 4,4'-thiobis(3-methyl-6). -tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salt (ammonium salt, cerium salt, etc.) are mentioned. . Among them, p-methoxyphenol is preferable. When it contains a polymerization inhibitor, as for content of the polymerization inhibitor in the total solid of a coloring composition, 0.0001-5 mass % is preferable. The number of polymerization inhibitors may be one, and two or more types may be sufficient as them. In the case of two or more types, it is preferable that a total amount becomes the said range.

<<Silane Coupling Agent>>

The coloring composition of this invention can contain a silane coupling agent. In the present invention, the silane coupling agent means a silane compound having a hydrolyzable group and a functional group other than that. Moreover, a hydrolysable group means the substituent which is directly connected to a silicon atom and can generate|occur|produce a siloxane bond by at least any one of a hydrolysis reaction and a condensation reaction. As a hydrolysable group, a halogen atom, an alkoxy group, an acyloxy group, etc. are mentioned, for example, An alkoxy group is preferable. That is, as for a silane coupling agent, the compound which has an alkoxysilyl group is preferable. Moreover, as a functional group other than a hydrolysable group, For example, a vinyl group, (meth)allyl group, (meth)acryloyl group, mercapto group, epoxy group, oxetanyl group, amino group, ureido group, sulfide group, isocya A nate group, a phenyl group, etc. are mentioned, An amino group, a (meth)acryloyl group, and an epoxy group are preferable. Specific examples of the silane coupling agent include N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N-β-aminoethyl-γ -Aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N-β-aminoethyl-γ-aminopropyltriethoxysilane (Shin-Etsu Chemical Co., Ltd.) manufactured by KBE-602), γ-aminopropyl trimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), γ-aminopropyltriethoxysilane (Shin-Etsu Chemical Co., Ltd.) Co., Ltd. product, trade name KBE-903), 3-methacryloxypropylmethyldimethoxysilane (Shin-Etsu Chemical Co., Ltd. product, trade name KBM-502), 3-methacryloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-503) and the like. Moreover, about the specific example of a silane coupling agent, the compound of Paragraph No. 0018-0036 of Unexamined-Japanese-Patent No. 2009-288703, Paragraph No. 0056-0066 of Unexamined-Japanese-Patent No. 2009-242604 are mentioned, These contents are incorporated herein by reference. When it contains a silane coupling agent, 0.01-15.0 mass % is preferable and, as for content of the silane coupling agent in total solid of a coloring composition, 0.05-10.0 mass % is more preferable. The number of silane coupling agents may be one, and two or more types may be sufficient as them. In the case of two or more types, it is preferable that a total amount becomes the said range.

<<Surfactant>>

The coloring composition of this invention can contain surfactant. As surfactant, various surfactants, such as a fluorochemical surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone type surfactant, can be used. About surfactant, Paragraph No. 0238 of International Publication No. 2015/166779 - the surfactant of 0245 is mentioned, This content is integrated in this specification.

It is preferable that surfactant is a fluorochemical surfactant. By containing a fluorine-type surfactant in a coloring composition, liquid characteristic (especially fluidity|liquidity) improves more and liquid saving property can be improved more. Moreover, a film|membrane with a small thickness nonuniformity can also be formed.

As for the fluorine content rate in a fluorine-type surfactant, 3-40 mass % is suitable, More preferably, it is 5-30 mass %, Especially preferably, it is 7-25 mass %. The fluorine-containing surfactant having a fluorine content in this range is effective from the viewpoints of the uniformity of the thickness of the coating film and the liquid-saving properties, and the solubility in the coloring composition is also good.

As a fluorine-type surfactant, Paragraph No. 0060 of Unexamined-Japanese-Patent No. 2014-041318 (paragraph No. 0060 of Corresponding International Publication No. 2014/017669) Paragraph No. of Paragraph No. of Unexamined-Japanese-Patent No. 2011-132503 Surfactant etc. and surfactants described in 0117 to 0132, the contents of which are incorporated herein by reference. Examples of commercially available fluorinated surfactants include Megapac F171, F172, F173, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780, EXP, MFS-330 (above, manufactured by DIC Corporation), Fluorad FC430, FC431, FC171 (above, manufactured by Sumitomo 3M Corporation), Sufflon S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, KH-40 (above, manufactured by AGC Corporation), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (above, manufactured by OMNOVA), etc. are mentioned. .

In addition, the fluorine-based surfactant has a molecular structure having a functional group containing a fluorine atom, and when heat is applied, a portion of the functional group containing a fluorine atom is cleaved, and an acrylic compound in which the fluorine atom is volatilized can also be suitably used. As such a fluorine-based surfactant, Megapac DS series manufactured by DIC Corporation (Kagaku Kogyo Nippo (February 22, 2016), Nikkei Sangyo Shinbun (February 23, 2016)), for example, Megapac DS -21 can be mentioned.

Moreover, it is also preferable to use the polymer of the fluorine atom containing vinyl ether compound which has a fluorinated alkyl group or a fluorinated alkylene ether group, and a hydrophilic vinyl ether compound as a fluorine-type surfactant. As for such a fluorine-type surfactant, the fluorine-type surfactant of Unexamined-Japanese-Patent No. 2016-216602 is mentioned, This content is integrated in this specification.

A block polymer can also be used for a fluorochemical surfactant. The fluorine-based surfactant has two or more (preferably 5 or more) repeating units derived from a (meth)acrylate compound having a fluorine atom and an alkyleneoxy group (preferably an ethyleneoxy group or a propyleneoxy group) (meth) ) A fluorine-containing high molecular compound containing a repeating unit derived from an acrylate compound can also be preferably used. Moreover, the fluorine-containing surfactant of Paragraph No. 0016 - 0037 of Unexamined-Japanese-Patent No. 2010-032698, and the following compound are also illustrated as a fluorochemical surfactant used by this invention.

[Formula 24]

The weight average molecular weight of said compound becomes like this. Preferably it is 3000-50000, for example, it is 14000. Among the above compounds, % indicating the proportion of the repeating unit is mol%.

Further, as the fluorine-based surfactant, a fluorinated polymer having an ethylenically unsaturated bond-containing group in the side chain may be used. As a specific example, the compound of Paragraph Nos. 0050 to 0090 and Paragraph Nos. 0289 to 0295 of Unexamined-Japanese-Patent No. 2010-164965, DIC Corporation Megapac RS-101, RS-102, RS-718K, RS-72- K etc. are mentioned. Moreover, Paragraph No. 0015 of Unexamined-Japanese-Patent No. 2015-117327 - the compound of 0158 can also be used for a fluorine-type surfactant.

Examples of the nonionic surfactant include glycerol, trimethylolpropane, trimethylolethane and their ethoxylates and propoxylates (eg, 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 , sorbitan fatty acid ester, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsperse 20000 (Japan) Lubrizol Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (Fujifilm Wako Junyaku Co., Ltd.), Pionin D-6112, D-6112-W, D-6315 (Yushi Takemoto) Co., Ltd. product), Olfin E1010, Surfinol 104, 400, 440 (made by Nisshin Chemical Industry Co., Ltd.), etc. are mentioned.

As a silicone type surfactant, For example, Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Toray Silicone SH8400 (above, Toray Dow Corning Co., Ltd.) ), FZ-2122 (manufactured by Dow Toray Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (above, manufactured by Momentive Performance Materials); KP-341, KF-6001, KF-6002 (above, Shin-Etsu Chemical Co., Ltd. product), BYK307, BYK323, BYK330 (above, the product made by Bikchemi) etc. are mentioned.

When it contains surfactant, 0.001 mass % - 5.0 mass % are preferable, and, as for content of surfactant in the total solid of a coloring composition, 0.005-3.0 mass % is more preferable. One type may be sufficient as surfactant, and two or more types may be sufficient as it. In the case of two or more types, it is preferable that a total amount becomes the said range.

<<Antioxidant>>

The coloring composition of this invention can contain antioxidant. As antioxidant, a phenol compound, a phosphorous acid ester compound, a thioether compound, etc. are mentioned. As the phenolic compound, any phenolic compound known as a phenolic antioxidant can be used. As a preferable phenol compound, a hindered phenol compound is mentioned. The compound which has a substituent in the site|part (orthosite) adjacent to a phenolic hydroxyl group is preferable. As the above-mentioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferable. Moreover, as for antioxidant, the compound which has a phenol group and a phosphite group in the same molecule is also preferable. Moreover, as antioxidant, phosphorus antioxidant can also be used suitably. It is preferable that it is 0.01-20 mass %, and, as for content of the antioxidant in the total solid of a coloring composition, it is more preferable that it is 0.3-15 mass %. When it contains antioxidant, only 1 type may be used for antioxidant, and 2 or more types may be used for it. When using 2 or more types, it is preferable that a total amount becomes the said range.

<<Other ingredients>>

The coloring composition of this invention is a sensitizer, hardening accelerator, a filler, a thermosetting accelerator, a plasticizer, and other adjuvants (for example, electroconductive particle, a filler, an antifoamer, a flame retardant, a leveling agent, A peeling accelerator, a fragrance|flavor, a surface tension regulator, a chain transfer agent, etc.) may be contained. By containing these components appropriately, properties such as film properties can be adjusted. These components are, for example, after Paragraph No. 0183 of Unexamined-Japanese-Patent No. 2012-003225 (paragraph No. 0237 of U.S. Patent Application Laid-Open No. 2013/0034812) Paragraph No. of Unexamined-Japanese-Patent No. 2008-250074. Reference can be made to descriptions of 0101 to 0104, 0107 to 0109, and the like, the contents of which are incorporated herein by reference. Moreover, the coloring composition of this invention may contain a latent antioxidant as needed. As a latent antioxidant, the site functioning as an antioxidant is a compound protected by a protecting group, and the protecting group is detached by heating at 100 to 250 ° C. or by heating at 80 to 200 ° C. in the presence of an acid/base catalyst to function as an antioxidant. compounds can be mentioned. As a latent antioxidant, the compound of International Publication No. 2014/021023, International Publication No. 2017/030005, and Unexamined-Japanese-Patent No. 2017-008219 is mentioned. As a commercial item of a latent antioxidant, Adeka Arcles GPA-5001 (made by ADEKA Corporation) etc. are mentioned. Moreover, as described in Unexamined-Japanese-Patent No. 2018-155881, you may add C.I. Pigment Yellow 129 for the purpose of improving a weather resistance.

The coloring composition of this invention may contain a metal oxide in order to adjust the refractive index of the film|membrane obtained. _{As a} metal oxide, TiO2, ZrO2, _{Al2O3 ,} SiO2 _, etc. are mentioned. 1-100 nm is preferable, as for the primary particle diameter of a metal oxide, 3-70 nm is more preferable, 5-50 nm is still more preferable. The metal oxide may have a core-shell structure. Moreover, in this case, hollow shape may be sufficient as a core part.

The coloring composition of this invention may also contain a light resistance improving agent. As a light resistance improving agent, Paragraph No. 0036 of Unexamined-Japanese-Patent No. 0036-0037 of Unexamined-Japanese-Patent No. 2017-198787, Paragraph No. 0036 of Unexamined-Japanese-Patent No. 2017-129774 Paragraph No. Compounds described in 0037, 0049 to 0052, Paragraph Nos. 0031 to 0034, 0058 to 0059 of Japanese Patent Application Laid-Open No. 2017-129674, Compounds described in Paragraph Nos. 0036 to 0037, 0051 to 0054 of Japanese Patent Application Laid-Open No. 2017-122803 , the compound described in Paragraph Nos. 0025 to 0039 of International Publication No. 2017/164127, the compound described in Paragraph Nos. 0034 to 0047 of Japanese Patent Application Laid-Open No. 2017-186546, Paragraph Nos. 0019 to 0041 of Japanese Unexamined Patent Publication No. 2015-025116 Compound, Paragraph No. 0101 - 0125 of Unexamined-Japanese-Patent No. 2012-145604 The compound of Paragraph No. 0018 - 0021 of Unexamined-Japanese-Patent No. 2012-103475 Paragraph No. 0015 - 0018 of Unexamined-Japanese-Patent No. 2011-257591 Paragraph Nos. 0103 to 0153 of Unexamined-Japanese-Patent No. 2011-253174, the compound of Paragraph No. 0017 - 0021 of Unexamined-Japanese-Patent No. 2011-191483, the compound of Paragraph No. 0108 - 0116 of Unexamined-Japanese-Patent No. 2011-145668, the compound of description. The compounds described in , etc. are mentioned.

The water content of the coloring composition of this invention is 3 mass % or less normally, 0.01-1.5 mass % is preferable, and it is more preferable that it is the range of 0.1-1.0 mass %. The moisture content can be measured by the Karl Fischer method.

The coloring composition of this invention can be used by adjusting a viscosity for the purpose of adjustment of a film surface top (flatness etc.), adjustment of a film thickness, etc. Although the value of a viscosity can be suitably selected as needed, For example, 0.3 mPa*s - 50 mPa*s are preferable in 25 degreeC, and 0.5 mPa*s - 20 mPa*s are more preferable. As a measuring method of a viscosity, it can measure in the state which temperature-controlled at 25 degreeC using the corn-plate type viscometer, for example.

There is no limitation in particular as a container for the coloring composition of this invention, A well-known container can be used. In addition, for the purpose of suppressing the mixing of impurities into the raw material and composition as the container, a multi-layer bottle in which the inner wall of the container is composed of 6 types of 6 layers of resin or a bottle with 6 types of resins in a 7-layer structure is also used. desirable. As such a container, the container of Unexamined-Japanese-Patent No. 2015-123351 is mentioned, for example.

<The preparation method of a coloring composition>

The coloring composition of this invention can mix and prepare the above-mentioned component. When preparing the coloring composition, the coloring composition may be prepared by simultaneously dissolving and/or dispersing all the components in a solvent. You may mix these with and may prepare a coloring composition.

Moreover, at the time of preparation of a coloring composition, it is preferable to include the process of disperse|distributing a pigment. In the process of dispersing the pigment, examples of the mechanical force used for dispersing the pigment include compression, compression, impact, shear, and cavitation. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, and ultrasonic dispersion. Moreover, in the grinding|pulverization of the pigment in a sand mill (bead mill), it is preferable to process under the conditions which improved grinding|pulverization efficiency by using small diameter beads, increasing the filling rate of beads, etc. Moreover, it is preferable to remove coarse particles by filtration, centrifugation, etc. after a grinding|pulverization process. In addition, the process and dispersing machine for dispersing pigments are "Dispersion Technology Collection, Published by Johokiko Co., Ltd., July 15, 2005" and "Dispersion technology centered on suspension (solid/liquid dispersion system) and practical application of industrial applications" Comprehensive data collection, published by Keiei Kaihatsu Center Publishing Co., Ltd., October 10, 1978", the process and disperser described in Paragraph No. 0022 of Unexamined-Japanese-Patent No. 2015-157893 can be used suitably. Moreover, in the process of dispersing a pigment, you may perform the refinement|miniaturization process of particle|grains by a salt milling process. As for the raw material, apparatus, processing conditions, etc. used for a salt milling process, description of Unexamined-Japanese-Patent No. 2015-194521 and Unexamined-Japanese-Patent No. 2012-046629 can be referred, for example.

Preparation of a coloring composition WHEREIN: It is preferable to filter a coloring composition with a filter for the purpose of removal of a foreign material, reduction of a defect, etc. As a filter, if it is a filter conventionally used for a filtration use, etc., it will not specifically limit, It can be used. For example, fluororesins such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF), polyamide resins such as nylon (eg nylon-6, nylon-6,6), polyethylene, poly The filter using raw materials, such as polyolefin resin (high-density, ultra-high molecular weight polyolefin resin is included), such as propylene (PP) is mentioned. Among these materials, polypropylene (including high-density polypropylene) and nylon are preferable.

0.01-7.0 micrometers is preferable, as for the pore diameter of a filter, 0.01-3.0 micrometers is more preferable, 0.05-0.5 micrometers is still more preferable. If the hole diameter of a filter is the said range, a fine foreign material can be removed more reliably. For the pore diameter value of the filter, the nominal value of the filter maker can be referred to. As the filter, various filters provided by Nippon Pole Co., Ltd. (DFA4201NXEY, DFA4201NAEY, DFA4201J006P, etc.), Advantech Toyo Co., Ltd., Nippon Integris Co., Ltd. (formerly Nippon Microliss Co., Ltd.) and Kits Micro Filter Co., Ltd. can be used.

Moreover, it is also preferable to use a fiber-form filter medium as a filter. As a fibrous filter medium, a polypropylene fiber, a nylon fiber, a glass fiber, etc. are mentioned, for example. As a commercial item, the SBP type series (SBP008 etc.) made by Rocky Techno, TPR type series (TPR002, TPR005 etc.), and SHPX type series (SHPX003 etc.) are mentioned. When using a filter, you may combine different filters (for example, a 1st filter, a 2nd filter, etc.). In that case, the filtration using each filter may be performed only once or may be performed twice or more. Moreover, you may combine filters of different pore diameters within the above-mentioned range. Moreover, after performing filtration using a 1st filter only with respect to a dispersion liquid and mixing another component, you may filter with a 2nd filter. Moreover, according to the hydrophilicity of a composition, a filter can be selected suitably.

<act>

The film|membrane of this invention is a film|membrane obtained from the coloring composition of this invention mentioned above. The film|membrane of this invention can be used for a color filter etc. Specifically, it can use suitably as a color pixel of a color filter, More specifically, it can use suitably as a red pixel of a color filter. The film thickness of the film of the present invention can be appropriately adjusted according to the purpose. For example, 20 micrometers or less are preferable, as for a film thickness, 10 micrometers or less are more preferable, and 5 micrometers or less are still more preferable. 0.1 micrometer or more is preferable, as for the lower limit of a film thickness, 0.2 micrometer or more is more preferable, and 0.3 micrometer or more is still more preferable.

<red pixel>

The red pixel of this invention is a red pixel obtained from the coloring composition of this invention mentioned above. The red pixel of the present invention can be used for a color filter or the like. The red pixel of the present invention has a high color value and can achieve desired spectral properties in a thin film.

The film thickness of a red pixel can be suitably adjusted according to the objective. For example, 5 micrometers or less are preferable, as for a film thickness, 1 micrometer or less is more preferable, and 0.6 micrometer or less is still more preferable. 0.1 micrometer or more is preferable, as for the lower limit of a film thickness, 0.2 micrometer or more is more preferable, and 0.3 micrometer or more is still more preferable.

It is preferable that the width|variety of a red pixel is 0.4-10.0 micrometers. The lower limit is preferably 0.4 µm or more, more preferably 0.5 µm or more, and still more preferably 0.6 µm or more. It is preferable that it is 5.0 micrometers or less, and, as for an upper limit, it is more preferable that it is 2.0 micrometers or less, It is more preferable that it is 1.0 micrometer or less, It is still more preferable that it is 0.8 micrometer or less.

<Method of forming a pixel>

Next, a method of forming a pixel will be described. The pixel formation method is manufactured through the process of apply|coating the coloring composition of this invention mentioned above on a support body, and forming a coloring composition layer, and the process of forming a pattern with respect to the coloring composition layer by the photolithographic method or dry etching method. can do.

(Photolithography method)

First, a case in which a pixel is formed by forming a pattern by a photolithography method will be described. The pattern formation by the photolithographic method apply|coats the coloring composition of this invention mentioned above on a support body, the process of forming a coloring composition layer, the process of exposing a coloring composition layer in pattern shape, Minnow of the coloring composition layer after exposure It is preferable to include the process of developing and removing a miner. Hereinafter, each process is demonstrated.

At the process of forming a coloring composition layer, a coloring composition is apply|coated on a support body, and a coloring composition layer is formed. There is no limitation in particular as a support body, According to a use, it can select suitably. For example, a glass substrate, a silicon substrate, etc. are mentioned, It is preferable that it is a silicon substrate. In addition, a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, or the like may be formed on the silicon substrate. Moreover, the black matrix which isolates each pixel may be formed in a silicon substrate. In addition, the silicon substrate may be provided with a base layer in order to improve adhesion with the upper layer, to prevent diffusion of substances, or to planarize the surface of the substrate. It is preferable that the surface contact angle of a base layer is 20-70 degrees when measured with diiodomethane. Moreover, when it measures with water, it is preferable that it is 30-80 degrees. If the surface contact angle of a base layer is the said range, the applicability|paintability of a coloring composition is favorable. Adjustment of the surface contact angle of the base layer can be performed, for example, by a method such as addition of a surfactant.

As a coating method of a coloring composition, a well-known method can be used. For example, the drip method (drop cast); slit coat method; spray method; roll coat method; spin coat method; soft coating method; slit and spin method; free wet method (for example, the method described in Unexamined-Japanese-Patent No. 2009-145395); Various printing methods, such as discharge system printing, such as inkjet (For example, an on-demand method, a piezo method, a thermal method), a nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, a metal mask printing method; a transfer method using a mold or the like; The nanoimprint method etc. are mentioned. The method of application in inkjet is not particularly limited, and for example, the method shown in "Diffused and usable inkjet -infinite possibilities viewed as a patent -, published in February 2005, Sumibe Techno Research" (particularly page 115) ~133 pages), Japanese Unexamined Patent Publication No. 2003-262716, Japanese Unexamined Patent Publication No. 2003-185831, Japanese Unexamined Patent Publication No. 2003-261827, Japanese Unexamined Patent Publication No. 2012-126830, Japanese Unexamined Patent Publication No. 2006-169325 The method described in etc. is mentioned. Moreover, about the application|coating method of a coloring composition, description of International Publication No. 2017/030174 and International Publication No. 2017/018419 can be considered into consideration, and these content is integrated in this specification.

The coloring composition layer formed on the support body may be dried (prebaked). When manufacturing a film|membrane by a low-temperature process, it is not necessary to pre-bake. When prebaking, 150 degrees C or less is preferable, as for prebaking temperature, 120 degrees C or less is more preferable, and 110 degrees C or less is still more preferable. The lower limit can be, for example, 50°C or higher, or 80°C or higher. 10-300 second is preferable, as for prebaking time, 40-250 second is more preferable, and 80-220 second is still more preferable. Pre-baking can be performed with a hot plate, an oven, etc.

Next, the coloring composition layer is exposed in pattern shape (exposure process). For example, by exposing through the mask which has a predetermined|prescribed mask pattern using a stepper exposure machine, a scanner exposure machine, etc. with respect to a coloring composition layer, it can expose in a pattern shape. Thereby, an exposure part can be hardened|cured.

Examples of the radiation (light) that can be used during exposure include g-line, i-line, and the like. Moreover, light with a wavelength of 300 nm or less (preferably light with a wavelength of 180-300 nm) can also be used. Examples of the light having a wavelength of 300 nm or less include KrF line (wavelength 248 nm) and ArF line (wavelength 193 nm), and KrF line (wavelength 248 nm) is preferable. In addition, a light source having a long wavelength of 300 nm or more can also be used.

Moreover, in the case of exposure, you may expose by irradiating light continuously, and you may irradiate and expose by pulse (pulse exposure). In addition, pulse exposure is an exposure method of the system of repeating exposure of light irradiation and pause in a cycle of a short time (for example, a millisecond level or less).

The irradiation amount (exposure amount) is, for example, preferably 0.03 to 2.5 J/cm ² , and more preferably 0.05 to 1.0 J/cm ² . The oxygen concentration at the time of exposure can be appropriately selected, and in addition to carrying out in the atmosphere, for example, in a low-oxygen atmosphere having an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially anoxic) or in a high oxygen atmosphere (for example, 22% by volume, 30% by volume, or 50% by volume) in which the oxygen concentration exceeds 21% by volume. Moreover, exposure illuminance can be set suitably, ^and can select from the range ^of 1000W/ ^m2-100000W /m2 (for example, 5000W/m2, ^15000W /m2, or ^35000W /m2) normally. . The oxygen concentration and exposure illuminance may appropriately combine conditions, for example, an illuminance of 10000 W/m ^{2 with an oxygen concentration of 10 vol%, an illuminance of 20,000 W/m 2 with} an oxygen concentration of 35 vol%, or the like.

Next, the unexposed part of the coloring composition layer after exposure is developed and removed (development process). The image development removal of the unexposed part of a coloring composition layer can be performed using a developing solution. Thereby, the coloring composition layer of an unexposed part elutes to a developing solution, and only the photocured part remains. As for the temperature of a developing solution, 20-30 degreeC is preferable, for example. As for image development time, 20 to 180 second is preferable. Moreover, in order to improve residue removability, you may repeat the process of shaking off a developing solution every 60 second, and supplying a new developing solution several times more.

As for a developing solution, an organic solvent, an alkali developing solution, etc. are mentioned, An alkali developing solution is used preferably. As an alkali developing solution, the alkaline aqueous solution (alkali developing solution) which diluted the alkali agent with pure water is preferable. Examples of the alkali agent include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, and tetraethylammonium hydroxide. hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis(2-hydroxyethyl)ammonium hydroxide, choline, Organic alkaline compounds such as pyrrole, piperidine, 1,8-diazabicyclo-[5.4.0]-7-undecene, sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, sodium silicate, sodium metasilicate Inorganic alkaline compounds, such as these are mentioned. The alkali agent is preferably a compound having a large molecular weight from the viewpoint of environment and safety. 0.001-10 mass % is preferable and, as for the density|concentration of the alkali agent of alkaline aqueous solution, 0.01-1 mass % is more preferable. Moreover, the developing solution may contain surfactant further. The developer may be once prepared as a concentrate from the viewpoints of transport and storage convenience, and then diluted to a concentration required at the time of use. Although the dilution ratio is not specifically limited, For example, it can set in the range of 1.5-100 times. Moreover, it is also preferable to wash|clean (rinse) with pure water after image development. Moreover, it is preferable to supply and perform rinsing liquid to the coloring composition layer after image development, rotating the support body in which the coloring composition layer after image development was formed. It is also preferable to move the nozzle for discharging the rinse liquid from the central portion of the support to the peripheral portion of the support. At this time, in moving from the center part of the support body of a nozzle to a peripheral part, you may move, reducing the moving speed of a nozzle gradually. By rinsing in this way, in-plane unevenness of rinsing can be suppressed. Moreover, the same effect is acquired even if it reduces the rotation speed of a support body gradually, moving a nozzle from a support body center part to a peripheral part.

It is preferable to perform an additional exposure process or a heat process (post-baking) after drying after image development. An additional exposure process and a post-baking are hardening processes after image development for making hardening complete. 100-240 degreeC is preferable, and, as for the heating temperature in a post-baking, 200-240 degreeC is more preferable, for example. Post-baking can be performed in a continuous or batch manner, using a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater, so that the developed film (pixel) is subjected to the above conditions. . When performing additional exposure processing, it is preferable that the light used for exposure is light with a wavelength of 400 nm or less. Moreover, you may perform an additional exposure process by the method described in Korean Unexamined-Japanese-Patent No. 10-2017-0122130.

(dry etching method)

The pattern formation using the dry etching method forms a coloring composition layer on a support body using the coloring composition of this invention mentioned above, the process of hardening the whole coloring composition layer to form a hardened|cured material layer, This hardened|cured material A step of forming a photoresist layer on the layer, a step of exposing the photoresist layer in a pattern, and developing a resist pattern to form a resist pattern, and using the resist pattern as a mask, an etching gas is applied to the cured product layer It is preferable to include the process of dry etching. In formation of a photoresist layer, it is preferable to perform a prebaking process further. In particular, as a formation process of a photoresist layer, the aspect which implements the heat processing after exposure and the heat processing after image development (post-baking process) is preferable. About pattern formation using the dry etching method, Paragraph No. 0010 of Unexamined-Japanese-Patent No. 2013-064993 - description of 0067 can be considered into consideration, and this content is integrated in this specification.

<Color filter>

Next, the color filter of this invention is demonstrated. The color filter of this invention has the film|membrane of this invention mentioned above. Specifically, it has the film|membrane of this invention as a color pixel of a color filter. It is preferable that the color filter of this invention has the film|membrane of this invention as a red pixel of a color filter.

Moreover, it is also preferable that the color filter of this invention has a red pixel obtained using the coloring composition of this invention mentioned above, a blue pixel, and a green pixel.

The color filter of the present invention can be used for a solid-state imaging device such as a CCD (charge coupled device) or a CMOS (complementary metal oxide semiconductor), an image display device, or the like.

In the color filter of this invention, the film thickness of a film|membrane can be suitably adjusted according to the objective. 5 micrometers or less are preferable, as for a film thickness, 1 micrometer or less is more preferable, and 0.6 micrometer or less is more preferable. 0.1 micrometer or more is preferable, as for the lower limit of a film thickness, 0.2 micrometer or more is more preferable, and 0.3 micrometer or more is still more preferable.

It is preferable that the width|variety of the pixel contained in a color filter is 0.4-10.0 micrometers. The lower limit is preferably 0.4 µm or more, more preferably 0.5 µm or more, and still more preferably 0.6 µm or more. It is preferable that it is 5.0 micrometers or less, and, as for an upper limit, it is more preferable that it is 2.0 micrometers or less, It is more preferable that it is 1.0 micrometer or less, It is still more preferable that it is 0.8 micrometer or less. Moreover, it is preferable that it is 0.5-20 GPa, and, as for the Young's modulus of a pixel, 2.5-15 GPa is more preferable.

Each pixel included in the color filter preferably has high flatness. Specifically, it is preferable that it is 100 nm or less, and, as for surface roughness Ra of a pixel, it is more preferable that it is 40 nm or less, It is more preferable that it is 15 nm or less. Although a lower limit is not prescribed|regulated, For example, it is preferable that it is 0.1 nm or more. The surface roughness of the pixel can be measured using, for example, AFM (Atomic Force Microscope) Dimension3100 manufactured by Veeco. Moreover, although the contact angle of the water on a pixel can be set to a suitable value suitably, it is the range of 50-110 degrees typically. The contact angle can be measured using, for example, a contact angle meter CV-DT·A type (manufactured by Kyowa Kaimen Chemical Co., Ltd.). Moreover, it is preferable that the volume resistance value of a pixel is high. Specifically, the volume resistance value of the pixel is preferably 10 ⁹ Ω·cm or more, and more preferably 10 ¹¹ Ω·cm or more. Although the upper limit is not prescribed|regulated, it is preferable that it is 10 ¹⁴ ohm*cm or less, for example. The volume resistance value of the pixel can be measured using, for example, an ultra-high resistance meter 5410 (manufactured by Advanced Test Co., Ltd.).

In a color filter, the protective layer may be provided on the surface of the film|membrane (pixel) of this invention. By providing the protective layer, various functions such as oxygen blocking, low reflection, hydrophobicization, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be provided. As thickness of a protective layer, 0.01-10 micrometers is preferable and 0.1-5 micrometers is more preferable. Examples of the method for forming the protective layer include a method of forming by coating a resin composition dissolved in an organic solvent, a chemical vapor deposition method, a method of affixing the molded resin with an adhesive, and the like. As a component constituting the protective layer, (meth)acrylic resin, ene thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, poly Arylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, Aramide resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluororesin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al ₂ O ₃ , Mo, SiO ₂ , Si ₂ N ₄ , and the like, and two or more of these components may be included. For example, in the case of a protective layer for the purpose of blocking oxygen, the protective layer preferably includes a polyol resin, SiO ₂ , and Si ₂ N ₄ . Moreover, in the case of the protective layer aimed at reducing reflection, it is preferable that a protective layer contains a (meth)acrylic resin and a fluororesin.

When the resin composition is applied to form a protective layer, a known method such as a spin coating method, a casting method, a screen printing method, and an inkjet method can be used as a method for applying the resin composition. As the organic solvent contained in the resin composition, a known organic solvent (eg, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used. When the protective layer is formed by a chemical vapor deposition method, a known chemical vapor deposition method (thermochemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used as the chemical vapor deposition method.

The protective layer may contain additives such as organic/inorganic microparticles, an absorber of light of a specific wavelength (eg, ultraviolet, near-infrared, etc.), a refractive index modifier, an antioxidant, an adhesive, and a surfactant, if necessary. Examples of the organic/inorganic fine particles include, for example, polymer fine particles (eg, silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, oxynitride. Titanium, magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate, etc. are mentioned. A well-known absorber can be used for the light absorber of a specific wavelength. Although content of these additives can be adjusted suitably, 0.1-70 mass % is preferable with respect to the total mass of a protective layer, and 1-60 mass % is more preferable.

Moreover, as a protective layer, Paragraph Nos. 0073 - 0092 of Unexamined-Japanese-Patent No. 2017-151176 can also be used.

The color filter may have a structure in which each pixel is embedded in a space partitioned, for example, in a grid shape by partitions.

<Solid-State Imaging Device>

The solid-state imaging device of the present invention has the above-described film of the present invention. Although there will be no limitation in particular as a structure of a solid-state imaging element, if it is a structure provided with the film|membrane of this invention and functioning as a solid-state image sensor, For example, the following structures are mentioned.

A plurality of photodiodes constituting a light receiving area of a solid-state image sensor (CCD (charge coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.) It has a light-shielding film on the photodiode and the transfer electrode in which only the light-receiving portion of the photodiode is opened, a device protective film made of silicon nitride or the like formed to cover the entire surface of the light-shielding film and the photodiode light-receiving portion on the light-shielding film, and a color filter on the device protective film configuration that has Moreover, the structure which has a light condensing means (for example, microlens etc., the same hereinafter) above a device protective film and below a color filter (side close to a board|substrate), a structure which has a light condensing means on a color filter, etc. may be sufficient. Moreover, the color filter may have the structure in which each color pixel was embedded in the space partitioned by the grid|lattice form by the partition, for example. It is preferable that the partition in this case has a low refractive index with respect to each color pixel. As an example of the imaging device which has such a structure, the apparatus of Unexamined-Japanese-Patent No. 2012-227478, Unexamined-Japanese-Patent No. 2014-179577, and International Publication No. 2018/043654 are mentioned. The imaging device provided with the solid-state imaging element of the present invention can be used not only for a digital camera and an electronic device having an imaging function (such as a mobile phone), but also for an in-vehicle camera or a surveillance camera.

<Image display device>

The image display apparatus of this invention has the film|membrane of this invention mentioned above. As an image display apparatus, a liquid crystal display device, an organic electroluminescent display apparatus, etc. are mentioned. For the definition of an image display apparatus and the details of each image display apparatus, for example, "Electronic display device (author Akio Sasaki, Kokocho Chosakai, published in 1990)", "Display device (author Sumiaki Ibuki, Sangyo)" Tosho Co., Ltd. published in the first year of the Heisei)" and the like. Moreover, about a liquid crystal display device, it describes, for example in "Next-generation liquid crystal display technology (edited by Tatsuo Uchida, Kogyo Chosakai, published in 1994)". There is no particular limitation on the liquid crystal display device to which the present invention can be applied, and for example, it can be applied to various types of liquid crystal display devices described in "Next-generation liquid crystal display technology" above.

<Kit>

The kit of this invention has the coloring composition of this invention mentioned above, the coloring composition for blue pixel formation, and the coloring composition for green pixel formation. The kit of the present invention is preferably used as a kit for producing a color filter. It is preferable that the coloring composition of this invention mentioned above used for a kit is a coloring composition for red pixel formation. That is, it is preferable that the kit of this invention is a kit for color filter manufacture provided with a red pixel, a blue pixel, and a green pixel.

It is preferable that the coloring composition for blue pixel formation and the coloring composition for green pixel formation contain a color material and a sclerosing|hardenable compound, respectively. The above-mentioned raw material is mentioned as a sclerosing|hardenable compound. The coloring composition for blue pixel formation and the coloring composition for green pixel formation can further contain a pigment derivative, a solvent, a photoinitiator, surfactant, a silane coupling agent, a ultraviolet absorber, a polymerization inhibitor, etc. The above-mentioned thing is mentioned about these materials.

It is preferable that the color material used for the coloring composition for blue pixel formation contains a blue color material at least, and it is more preferable that it is a thing containing a blue color material and a purple color material, respectively.

It is preferable that a green color material is contained at least, and, as for the color material used for the coloring composition for green pixel formation, it is more preferable that a green color material and a yellow color material are contained, respectively.

Example

Hereinafter, the present invention will be described in more detail by way of Examples. Materials, usage amounts, ratios, processing contents, 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.

<Measuring method of weight average molecular weight>

The weight average molecular weight (Mw) of the resin was calculated by GPC (Gel permeation chromatography) measurement under the following measurement conditions.

Column type: TOSOH TSKgel Super HZM-H, TOSOH TSKgel Super HZ4000, and TOSOH TSKgel Super HZ2000

Development solvent: tetrahydrofuran

Column temperature: 40°C

Flow rate (sample injection volume): 1.0 μL (sample concentration 0.1% by mass)

Device name: HLC-8220GPC manufactured by Tosoh Corporation

Detector: Differential Refractometer (RI Detector)

Calibration curve base resin: polystyrene resin

<Measuring method of average primary particle diameter of pigment>

The pigment is observed with a transmission electron microscope, the projected area of the primary particles of 100 pigments randomly selected from the obtained photograph is measured, and the circle equivalent diameter is obtained from the projected area, and the circle of the primary particles of the obtained 100 pigments is determined. The arithmetic mean value of the equivalent diameter was computed as the average primary particle diameter of a pigment.

<Preparation of dispersion>

After mixing the materials described in the table below, 230 parts by mass of zirconia beads having a diameter of 0.3 mm were added, dispersion treatment was performed for 5 hours using a paint shaker, and the beads were separated by filtration to prepare a dispersion liquid. The numerical value of the compounding quantity of each raw material in the following table|surface is a mass part.

[Table 1]

The raw materials described by the abbreviations in the above table are as follows.

(color material)

P-1: C. I. Pigment Red 272 (red pigment, average primary particle diameter 35 nm)

P-1a: C. I. Pigment Red 272 (red pigment, average primary particle diameter of 25 nm)

P-1b: C. I. Pigment Red 272 (red pigment, average primary particle diameter 45 nm)

P-1c: C. I. Pigment Red 272 (red pigment, average primary particle diameter of 55 nm)

P-2: C. I. Pigment Red 254 (red pigment, average primary particle diameter 35 nm)

P-3: C. I. Pigment Red 177 (red pigment, average primary particle diameter 35 nm)

P-4: C. I. Pigment Red 269 (red pigment, average primary particle diameter of 35 nm)

P-5: C. I. Pigment Yellow 139 (yellow pigment, average primary particle diameter of 35 nm)

P-6: C. I. Pigment Yellow 215 (yellow pigment, average primary particle diameter 35 nm)

P-7: C. I. Pigment Yellow 138 (yellow pigment, average primary particle diameter of 35 nm)

P-8: C. I. Pigment Yellow 185 (yellow pigment, average primary particle diameter 35 nm)

P-9: C. I. Pigment Yellow 150 (yellow pigment, average primary particle diameter 35 nm)

P-10: a compound of the following structure (yellow pigment, average primary particle diameter of 35 nm)

[Formula 25]

P-11: a compound of the following structure (yellow pigment, average primary particle diameter of 35 nm)

[Formula 26]

P-12: C. I. Pigment Yellow 129 (yellow pigment, average primary particle diameter of 35 nm)

P-13: C. I. Pigment Red 291 (red pigment, average primary particle diameter 35 nm)

P-14: C. I. Pigment Red 296 (red pigment, average primary particle diameter 35 nm)

P-15: C. I. Pigment Red 297 (red pigment, average primary particle diameter 35 nm)

(pigment derivative)

Syn-1: a compound of the following structure

[Formula 27]

Syn-2: a compound of the following structure

[Formula 28]

Syn-3: a compound of the following structure

[Formula 29]

(dispersant)

D-1: The resin solution of resin D-1 synthesize|combined by the following method (solid content concentration 20 mass %).

50 parts by mass of methyl methacrylate, 50 parts by mass of n-butyl methacrylate, and 45.4 parts by mass of PGMEA (propylene glycol monomethyl ether acetate) were put into the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of reaction container was heated at 70 degreeC, 6 mass parts of 3-mercapto-1,2- propanediol was added, 0.12 mass parts of AIBN (azobisisobutyronitrile) was further added, and it was made to react for 12 hours. . It was confirmed that 95% reacted by solid content measurement. Next, 9.7 parts by mass of pyromellitic anhydride, 70.3 parts by mass of PGMEA, and 0.20 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and 7 at 120°C time was reacted. By measuring the acid value, it was confirmed that 98% or more of the acid anhydride was half-esterified, and the reaction was terminated. PGMEA was added, the nonvolatile matter (solid content concentration) was adjusted to 20 mass %, and the resin solution of resin D-1 of the following structure of acid value 43 mgKOH/g and weight average molecular weight (Mw) 9000 was obtained.

[Formula 30]

D-2: The resin solution of resin D-2 synthesize|combined by the following method (solid content concentration 20 mass %).

50 parts by mass of methyl methacrylate, 30 parts by mass of n-butyl methacrylate, 20 parts by mass of t-butyl methacrylate, and 45.4 parts by mass of PGMEA were put into the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of reaction container was heated at 70 degreeC, 6 mass parts of 3-mercapto-1,2- propanediol was added, 0.12 mass parts of AIBN (azobisisobutyronitrile) was further added, and it was made to react for 12 hours. . It was confirmed that 95% reacted by solid content measurement. Next, 9.7 parts by mass of pyromellitic anhydride, 70.3 parts by mass of PGMEA, and 0.20 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and 7 at 120°C time was reacted. By measuring the acid value, it was confirmed that 98% or more of the acid anhydride was half-esterified, and the reaction was terminated. PGMEA was added, the nonvolatile matter (solid content concentration) was adjusted to 20 mass %, and the resin solution of resin D-2 of the following structure of acid value 43 mgKOH/g and weight average molecular weight (Mw) 9000 was obtained.

[Formula 31]

D-3: The resin solution of resin D-3 synthesize|combined by the following method (solid content concentration 20 mass %).

In the synthesis of resin D-2, 20 parts by mass of t-butyl methacrylate was similarly carried out except that 20 parts by mass of (3-ethyloxetan-3-yl)methyl methacrylate was changed, and an acid value of 43 mgKOH/g, The resin solution of resin D-3 of the following structure with a weight average molecular weight (Mw) of 9000 was obtained.

[Formula 32]

D-4: The resin solution of resin D-4 synthesize|combined by the following method (solid content concentration 20 mass %).

In the synthesis of Resin D-2, in the same manner, acid value 43 mgKOH/g, weight average molecular weight ( A resin solution of resin D-4 having the following structure of Mw) 9000 was obtained.

[Formula 33]

D-5: The resin solution of resin D-5 synthesize|combined by the following method (solid content concentration 20 mass %).

3-mercapto-1,2-propanediol 6.0 parts by mass, pyromellitic anhydride 9.5 parts by mass, PGMEA 62 parts by mass, 1,8-diazabicyclo-[5.4.0]-7-undecene 0.2 A mass part was injected|thrown-in to the reaction container, and the atmospheric gas was substituted with nitrogen gas. The inside of the reaction container was heated to 100 degreeC, and it was made to react for 7 hours. After confirming that 98% or more of the acid anhydride was half-esterified by measurement of the acid value, the temperature in the system was cooled to 70° C., 65 parts by mass of methyl methacrylate, 5.0 parts by mass of ethyl acrylate, 15 parts by mass of t-butyl acrylate 53.5 mass parts of PGMEA solutions which melt|dissolved mass parts, 5.0 mass parts of methacrylic acid, 10 mass parts of hydroxyethyl methacrylate, and 0.1 mass parts of 2,2'- azobisisobutyronitrile were added, and it was made to react for 10 hours. The polymerization was confirmed to have progressed to 95% by solid content measurement, and the reaction was terminated. PGMEA was added, the nonvolatile matter (solid content concentration) was adjusted to 20 mass %, and the resin solution of resin D-5 of the following structure with an acid value of 70.5 mgKOH/g and a weight average molecular weight (Mw) 10000 was obtained.

[Formula 34]

D-6: The resin solution of resin D-6 synthesize|combined by the following method (solid content concentration 20 mass %).

108 parts by mass of 1-thioglycerol, 174 parts by mass of pyromellitic anhydride, 650 parts by mass of methoxypropyl acetate, and 0.2 parts by mass of monobutyl tin oxide as a catalyst were put into the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. , and reacted at 120° C. for 5 hours (first step). By measuring the acid value, it was confirmed that 95% or more of the acid anhydride was half-esterified. Next, 160 mass parts of compounds obtained in the 1st process in conversion of solid content, 200 mass parts of 2-hydroxypropyl methacrylates, 200 mass parts of ethyl acrylates, 150 mass parts of t-butyl acrylates, 2-methoxyethyl 200 parts by mass of acrylate, 200 parts by mass of methyl acrylate, 50 parts by mass of methacrylic acid, and 663 parts by mass of PGMEA are put into a reaction vessel, the inside of the reaction vessel is heated to 80° C., and 2,2'-azobis (2, 1.2 mass parts of 4-dimethylvaleronitrile) was added, and it was made to react for 12 hours (2nd process). It was confirmed that 95% reacted by solid content measurement. Finally, 500 parts by mass of a 50 mass % PGMEA solution of the compound obtained in the second step, 27.0 parts by mass of 2-methacryloyloxyethyl isocyanate (MOI), and 0.1 parts by mass of hydroquinone are put into the reaction vessel, and iso The reaction was performed until disappearance of the peak at 2270 cm ^-1 based on the cyanate group was confirmed (third step). After confirming the disappearance of the peak, the reaction solution is cooled, the nonvolatile matter (solid content concentration) is adjusted to 20 mass % by adding PGMEA, an acid value of 68 mgKOH/g, an unsaturated double bond value of 0.62 mmol/g, a weight average molecular weight (Mw) of 13000 A resin solution of Resin D-6 having the following structure was obtained.

[Formula 35]

D-7: The resin solution of resin D-7 synthesize|combined by the following method (solid content concentration 20 mass %).

40 parts by mass of methyl methacrylate, 60 parts by mass of n-butyl methacrylate, and 45.4 parts by mass of PGMEA (propylene glycol monomethyl ether acetate) were put into the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of reaction container was heated at 70 degreeC, 8 mass parts of 3-mercapto-1,2- propanediol was added, 0.12 mass parts of AIBN (azobisisobutyronitrile) was further added, and it was made to react for 12 hours. . It was confirmed that 95% reacted by solid content measurement. Next, 13 parts by mass of pyromellitic anhydride, 70.3 parts by mass of PGMEA, and 0.20 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and 7 at 120°C time was reacted. By measuring the acid value, it was confirmed that 98% or more of the acid anhydride was half-esterified, and the reaction was terminated. PGMEA was added, the nonvolatile matter (solid content concentration) was adjusted to 20 mass %, and the resin solution of resin D-7 of the following structure of acid value 55 mgKOH/g and weight average molecular weight (Mw) 10000 was obtained.

[Formula 36]

D-8: 30% by mass PGMEA solution of a resin having the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units. Mw=16000, acid value 67 mgKOH/g)

[Formula 37]

D-10: PGMEA solution of 20 mass % of solid content of DISPERBYK-111 (made by BYK Chemie).

(solvent)

S-1: propylene glycol monomethyl ether acetate (PGMEA)

S-2: propylene glycol monomethyl ether

S-3: cyclopentanone

<Preparation of coloring composition>

The raw materials described in the table below were mixed to prepare a coloring composition.

[Table 2]

[Table 3]

[Table 4]

[Table 5]

The detail of the raw material shown by the abbreviation in the table|surface which shows the prescription of the said coloring composition is as follows.

(dispersion liquid, color material)

Dispersions 1-32: Dispersions 1-32 described above. In addition, the dispersion liquids 1, 13-24, 28-31 are dispersion liquids containing C.I. Pigment Red 272. Dispersions 5 to 12 and 25 are dispersions containing a yellow pigment. Dispersions 1 to 12, 14, 15, and 17 to 30 are dispersions containing a resin having an aromatic carboxyl group.

Dye-1: C. I. Solvent Yellow 83:1 (yellow dye)

Dye-2: C. I. Solvent Yellow 79 (yellow dye)

(polymerizable monomer)

M-1: a compound of the following structure

[Formula 38]

M-2: a compound of the following structure

[Formula 39]

M-3: a compound of the following structure

[Formula 40]

M-4: Aronix TO-2349 (manufactured by Toa Kosei Co., Ltd.)

(Photoinitiator)

I-1: Irgacure OXE01 (manufactured by BASF, oxime compound)

I-2: Irgacure OXE02 (manufactured by BASF, oxime compound)

I-4 to I-7, I-9: a compound of the following structure

[Formula 41]

I-8: Omnirad 379 (manufactured by IGM Resins B. V., α-aminoketone compound)

I-10: Omnirad 907 (manufactured by IGM Resins B. V., α-aminoketone compound)

(Suzy)

B-1: Resin of the following structure (weight average molecular weight of 11000, the numerical value appended to the main chain indicates the molar ratio of the repeating unit.)

[Formula 42]

B-2: Resin of the following structure (weight average molecular weight 11000)

[Formula 43]

(additive)

A-1: EHPE3150 (manufactured by Daicel Co., Ltd., 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol)

(Surfactants)

Su-1: A compound of the following structure (weight average molecular weight 14000). In the following formula, % indicating the proportion of the repeating unit is mol%.

[Formula 44]

(Polymerization inhibitor)

In-1: p-methoxyphenol

(solvent)

S-1: propylene glycol monomethyl ether acetate (PGMEA)

<Evaluation>

On a silicon substrate with an undercoat layer of 8 inches in diameter (= 203.2 mm), the coloring composition prepared above was applied using a spin coater so that the film thickness after prebaking was 0.5 μm, and using a hot plate at 100° C. It prebaked for 120 second and formed the coloring composition layer. With respect to this coloring composition layer, using an i-line stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Co., Ltd.), light of a wavelength of 365 nm is irradiated through a square island pattern mask having a side of 1.0 µm, and 400 mJ/cm Exposure was performed at an exposure dose of ² . Next, the silicon substrate on which the colored composition layer after exposure is formed is placed on a horizontal rotary table of a spin shower developing machine (DW-30 type, manufactured by Chemtronics Co., Ltd.), and a developer (CD-2000, FUJIFILM ELECTRONICS) After performing puddle development at 23°C for 60 seconds using Materials (manufactured by Materials Co., Ltd.), rinse using water, and then post-baking for 5 minutes using a hot plate at 200°C, with a side of 1.0 μm A rectangular pixel (pattern) was formed. The substrate on which this pixel was formed was subjected to heat treatment at 220°C for 300 seconds, at 230°C for 300 seconds, at 240°C for 300 seconds, or at 250°C for 300 seconds using a hot plate. About the board|substrate in which the pixel after heat processing was formed, the presence or absence of the foreign material in a pixel was observed using the length-length scanning electron microscope (S-9260A, Hitachi High-Technologies Co., Ltd. product), and the following reference|standard evaluated.

5: No foreign matter was observed even after heat treatment at 250 DEG C for 300 seconds.

4: A foreign matter was not observed in the heat treatment at 240°C for 300 seconds, but a foreign material was observed in the heat treatment at 250°C for 300 seconds.

3: A foreign material was not observed in the heat treatment at 230°C for 300 seconds, but a foreign material was observed in the heat treatment at 240°C for 300 seconds.

2: A foreign material was not observed in the heat treatment at 220°C for 300 seconds, but a foreign material was observed in the heat treatment at 230°C for 300 seconds.

1: Foreign matter was observed even in a heat treatment at 220°C for 300 seconds.

The above evaluation results are shown in the table below. In addition, content of the color material in the total solid of a coloring composition is shown in the "color material density|concentration" column of the following table|surface.

[Table 6]

As shown in the said table|surface, in the film|membrane obtained using the coloring composition of an Example, generation|occurrence|production of the foreign material was suppressed even after heating. Moreover, the film|membrane obtained from the coloring composition of Examples 1-45 had a high red color value, and had the spectral characteristic suitable as a red colored pixel of a color filter.

(Example 1001)

On a silicon wafer, the green coloring composition was apply|coated by the spin coating method so that the film thickness after film formation might be set to 1.0 micrometer. Then, it heated at 100 degreeC for 2 minute(s) using the hotplate. Next, using an i-line stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Co., Ltd.), exposure was carried out through a mask of a rectangular dot pattern having a side of 2 µm at an exposure amount of 1000 mJ/cm ² . Then, using 0.3 mass % aqueous solution of tetramethylammonium hydroxide (TMAH), puddle development was performed at 23 degreeC for 60 second. After that, it rinsed with a spin shower and further washed with pure water. Then, the green coloring composition was patterned and the green pixel was formed by heating at 200 degreeC for 5 minute(s) using a hotplate. Similarly, the red coloring composition and the blue coloring composition were patterned by the same process, a red pixel and a blue pixel were formed one by one, and the color filter which has a green pixel, a red pixel, and a blue pixel was formed. In this color filter, the green pixel is formed in the Bayer pattern, and the red pixel and the blue pixel are formed in the area|region adjacent to the island pattern. The obtained color filter was introduce|transduced into the solid-state image sensor according to a well-known method. This solid-state imaging element had suitable image recognition ability. In addition, as a red coloring composition, the coloring composition of Example 6 was used. The detail of a green coloring composition and a blue coloring composition is as follows.

(Preparation of green coloring composition)

After mixing and stirring the following components, it filtered with the nylon filter (Nippon Pole Co., Ltd. product) with a pore diameter of 0.45 micrometers, and the green coloring composition was prepared.

Green pigment dispersion: 73.7 parts by mass

Resin 101: 0.3 parts by mass

Polymeric compound 101: 1.2 mass parts

Photoinitiator 101: 0.6 parts by mass

Surfactant 101: 4.2 parts by mass

PGMEA: 19.5 parts by mass

(Preparation of blue coloring composition)

After mixing and stirring the following components, it filtered with the nylon filter (made by Nippon Pole Co., Ltd.) with a pore diameter of 0.45 micrometers, and the blue coloring composition was prepared.

Blue pigment dispersion: 44.9 parts by mass

Resin 101: 2.1 parts by mass

Polymerizable compound 101: 1.5 parts by mass

Polymeric compound 102: 0.7 mass parts

Photoinitiator 101: 0.8 parts by mass

Surfactant 101: 4.2 parts by mass

PGMEA: 45.8 parts by mass

The raw materials used for preparation of a green coloring composition and a blue coloring composition are as follows.

green pigment dispersion

A mixed solution comprising 6.4 parts by mass of CI Pigment Green 36, 5.3 parts by mass of CI Pigment Yellow 150, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYKChemie), and 83.1 parts by mass of PGMEA was mixed with a bead mill (zirconia beads 0.3 mm diameter), mixed and dispersed for 3 hours to prepare a pigment dispersion. Thereafter, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEI Co., Ltd.) with a pressure reducing mechanism, dispersion treatment was performed at a flow rate of 500 g/min under a pressure of 2000 kg/cm ³ . This dispersion treatment was repeated 10 times to obtain a green pigment dispersion.

blue pigment dispersion

A mixed solution comprising 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 BYKChemie), and 82.4 parts by mass of PGMEA was mixed with a bead mill (zirconia beads). 0.3 mm diameter) by mixing and dispersing for 3 hours. Thereafter, using a high-pressure disperser NANO-3000-10 (manufactured by Nippon BEI Co., Ltd.) with a pressure reducing mechanism, dispersion treatment was performed at a flow rate of 500 g/min under a pressure of 2000 kg/cm ³ . This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion.

Polymeric compound 101: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.)

Polymeric compound 102: a compound of the structure

[Formula 45]

Resin 101: a resin of the following structure (Mw = 11000, the numerical value added to the main chain is the molar ratio.)

[Formula 46]

Photoinitiator 101: Irgacure OXE01 (manufactured by BASF)

Surfactant 101: A 1% by mass PGMEA solution of a compound of the following structure (Mw=14000, the numerical value of % indicating the proportion of repeating units is mol%).

[Formula 47]

Claims (21)

As a coloring composition containing a color material containing a pigment, a resin, and a solvent,
The pigment includes color index pigment red 272,
The said resin is a coloring composition containing resin which has an aromatic carboxyl group. The method according to claim 1,
The coloring composition of which the average primary particle diameter of the said color index pigment red 272 is 10-40 nm. The method according to claim 1 or 2,
The said pigment further contains red pigments other than Color Index Pigment Red 272, The coloring composition. 4. The method according to any one of claims 1 to 3,
The color material, the coloring composition further comprising a yellow color material. 5. The method according to any one of claims 1 to 4,
The coloring composition whose content of color index pigment red 272 in color material whole quantity is 10 mass % or more. 6. The method according to any one of claims 1 to 5,
The coloring composition whose content of the said color material in the total solid of a coloring composition is 50 mass % or more. 7. The method according to any one of claims 1 to 6,
A coloring composition further comprising a pigment derivative. 8. The method of claim 7,
The pigment derivative is a diketopyrrolopyrrole compound, the coloring composition. 9. The method according to any one of claims 1 to 8,
The coloring composition which further contains a polymeric compound. 10. The method according to any one of claims 1 to 9,
The coloring composition which further contains a photoinitiator. 11. The method of claim 10,
The said photoinitiator contains at least 1 sort(s) chosen from an oxime compound and (alpha)-amino ketone compound, The coloring composition. 12. The method according to any one of claims 1 to 11,
The coloring composition which is a coloring composition for red pixel formation of a color filter. 13. The method according to any one of claims 1 to 12,
The coloring composition which is a coloring composition for photolithography. 14. The method according to any one of claims 1 to 13,
The coloring composition which is a coloring composition for solid-state image sensors. The film|membrane obtained using the coloring composition in any one of Claims 1-14. The red pixel obtained using the coloring composition in any one of Claims 1-14. The color filter which has the film|membrane of Claim 15. The color filter which has a red pixel of Claim 16, a blue pixel, and a green pixel. The solid-state image sensor which has the film|membrane of Claim 15. The image display apparatus which has the film|membrane of Claim 15. The kit which has the coloring composition in any one of Claims 1-14, the coloring composition for blue pixel formation, and the coloring composition for green pixel formation.