JPWO2020184244A1 - Coloring composition, cured film, pattern forming method, color filter, solid-state image sensor and image display device - Google Patents

Abstract

The diketopyrrolopyrrole pigment contains a diketopyrrolopyrrole pigment, a magenta color dye, and a compound having a curable group, and the diketopyrrolopyrrole pigment has an aromatic ring group in which an electron donating group is introduced into the aromatic ring. A coloring composition containing a pigment A having a structure bonded to a pyrrolop skeleton, a cured film, a pattern forming method, a color filter, a solid-state imaging device, and an image display device.

Description

The present invention relates to a coloring composition containing a diketopyrrolopyrrole pigment. The present invention also relates to a cured film using a coloring composition, a pattern forming method, a color filter, a solid-state image sensor, and an image display device.

With the widespread use of digital cameras, camera-equipped mobile phones, and the like, demand for solid-state image sensors such as charge-coupled device (CCD) image sensors is increasing significantly. Color filters are used as key devices for displays and optical elements. A color filter usually includes pixels (coloring patterns) of the three primary colors of red, green, and blue, and plays a role of decomposing transmitted light into the three primary colors. The color filter is formed by using a coloring composition containing a coloring material such as a pigment. Further, in the coloring composition for forming a red pixel, a diketopyrrolopyrrole pigment or the like is used as a coloring material.

For example, in the examples of Patent Documents 1 and 2, color index pigment red 254 ( ^{a compound in which R 1} and R ^{2 in} the following structural formula are chlorine atoms) and color index pigment red 264 as diketopyrrolopyrrole pigments. (A compound in which R ¹ and R ^{2 in} the following structural formula are phenyl groups) or a coloring composition using a compound in which ^{R 1} and R ^{2 in the following structural formula are bromine atoms is described.}

Japanese Unexamined Patent Publication No. 2016-065151 Japanese Unexamined Patent Publication No. 2017-066377

In recent years, various demands have been increasing for the characteristics of cured films used for color filters and the like. As one of such required characteristics, further improvement in heat resistance is desired.

When the present inventor examined the coloring compositions described in Patent Documents 1 and 2, it was found that there is room for further improvement in the heat resistance of the obtained cured film.

Therefore, an object of the present invention is to provide a coloring composition capable of forming a cured film having excellent heat resistance. Another object of the present invention is to provide a cured film using a coloring composition, a pattern forming method, a color filter, a solid-state image pickup device, and an image display device.

式中、Ｒ^１は置換基を表し、Ｒ^２は電子供与性基を表し、ｎは０〜４の整数を表し、波線はジケトピロロピロール骨格との結合部位を表す。
＜５＞ 上記顔料Ａは、下記式（１）で表される化合物である、＜１＞〜＜４＞のいずれか１つに記載の着色組成物；

式中、Ｒ^１１およびＲ^１２はそれぞれ独立して置換基を表し、Ｒ^２１およびＲ^２２はそれぞれ独立して電子供与性基を表し、ｎ１１およびｎ１２はそれぞれ独立して０〜４の整数を表す。
＜６＞ 上記顔料Ａは、下記式（２）で表される化合物である、＜１＞〜＜５＞のいずれか１つに記載の着色組成物；

式中、Ｒ^１１およびＲ^１２はそれぞれ独立して置換基を表し、Ｒ^２１およびＲ^２２はそれぞれ独立して電子供与性基を表し、ｎ１１およびｎ１２はそれぞれ独立して０〜４の整数を表す。
＜７＞ 上記顔料Ａは赤色顔料である、＜１＞〜＜６＞のいずれか１つに記載の着色組成物。
＜８＞ 上記マゼンタ色染料は、キナクリドン化合物、キサンテン化合物、トリアリールメタン化合物、シアニン化合物、アントラキノン化合物およびジピロメテン化合物からなる群から選択される少なくとも１種を含む、＜１＞〜＜７＞のいずれか１つに記載の着色組成物。
＜９＞ 上記マゼンタ色染料は、カチオン性シアニン発色団とイミドアニオンとの塩を含む、＜１＞〜＜７＞のいずれか１つに記載の着色組成物。
＜１０＞ 上記顔料Ａの１００質量部に対して、上記マゼンタ色染料を１〜５０質量部含む、＜１＞〜＜９＞のいずれか１つに記載の着色組成物。
＜１１＞ 更に、黄色着色剤を含む、＜１＞〜＜１０＞のいずれか１つに記載の着色組成物。
＜１２＞ 上記硬化性基を有する化合物は、エチレン性不飽和基を有する化合物を含み、上記着色組成物は更に光重合開始剤を含む、＜１＞〜＜１１＞のいずれか１つに記載の着色組成物。
＜１３＞ 上記着色組成物の全固形分中における上記顔料Ａの含有量が４０質量％以上である、＜１＞〜＜１２＞のいずれか１つに記載の着色組成物。
＜１４＞ 上記ジケトピロロピロール顔料は、上記顔料Ａを２種以上含む、＜１＞〜＜１３＞のいずれか１つに記載の着色組成物。
＜１５＞ 上記ジケトピロロピロール顔料は、更に、上記顔料Ａ以外のジケトピロロピロール顔料を含む、＜１＞〜＜１４＞のいずれか１つに記載の着色組成物。
＜１６＞ 固体撮像素子用である、＜１＞〜＜１５＞のいずれか１つに記載の着色組成物。
＜１７＞ カラーフィルタ用である、＜１＞〜＜１６＞のいずれか１つに記載の着色組成物。
＜１８＞ ＜１＞〜＜１７＞のいずれか１つに記載の着色組成物から得られる硬化膜。
＜１９＞ ＜１＞〜＜１７＞のいずれか１つに記載の着色組成物を用いて支持体上に着色組成物層を形成する工程と、フォトリソグラフィ法またはドライエッチング法により着色組成物層に対してパターンを形成する工程と、を有するパターン形成方法。
＜２０＞ ＜１８＞に記載の硬化膜を有するカラーフィルタ。
＜２１＞ ＜１８＞に記載の硬化膜を有する固体撮像素子。
＜２２＞ ＜１８＞に記載の硬化膜を有する画像表示装置。As a result of diligent studies by the present inventor, it has been found that the above-mentioned object can be achieved by the coloring composition described later, and the present invention has been completed. Therefore, the present invention provides the following.
<1> Containing a diketopyrrolopyrrole pigment, a magenta color dye, and a compound having a curable group.
The diketopyrrolopyrrole pigment is a coloring composition containing a pigment A having a structure in which an aromatic ring group having an electron donating group introduced into the aromatic ring is bonded to a diketopyrrolopyrrole skeleton.
<2> The coloring composition according to <1>, wherein the electron-donating group of the pigment A is at least one selected from a hydroxy group, an alkyl group, an alkoxy group, an alkylthio group, an aryloxy group and an amino group. thing.
<3> The coloring composition according to <1>, wherein the electron-donating group of the pigment A is an alkyl group having 1 to 3 carbon atoms.
<4> The coloring composition according to any one of <1> to <3>, wherein the aromatic ring group contained in the pigment A is a group represented by the following formula (AR-1);

In the formula, R ¹ represents a substituent, R ² represents an electron donating group, n represents an integer of 0 to 4, and the wavy line represents a binding site with the diketopyrrolopyrrole skeleton.
<5> The coloring composition according to any one of <1> to <4>, wherein the pigment A is a compound represented by the following formula (1);

In the equation, R ¹¹ and R ¹² each independently represent a substituent, R ²¹ and R ²² each independently represent an electron donating group, and n 11 and n 12 each independently represent an integer of 0-4. ..
<6> The coloring composition according to any one of <1> to <5>, wherein the pigment A is a compound represented by the following formula (2);

In the equation, R ¹¹ and R ¹² each independently represent a substituent, R ²¹ and R ²² each independently represent an electron donating group, and n 11 and n 12 each independently represent an integer of 0-4. ..
<7> The coloring composition according to any one of <1> to <6>, wherein the pigment A is a red pigment.
<8> The magenta color dye includes any one of <1> to <7>, which comprises at least one selected from the group consisting of a quinacridone compound, a xanthene compound, a triarylmethane compound, a cyanine compound, an anthraquinone compound and a dipyrromethene compound. The coloring composition according to one.
<9> The coloring composition according to any one of <1> to <7>, wherein the magenta color dye contains a salt of a cationic cyanine chromophore and an imide anion.
<10> The coloring composition according to any one of <1> to <9>, which contains 1 to 50 parts by mass of the magenta color dye with respect to 100 parts by mass of the pigment A.
<11> The coloring composition according to any one of <1> to <10>, further comprising a yellow colorant.
<12> The compound having a curable group includes a compound having an ethylenically unsaturated group, and the coloring composition further contains a photopolymerization initiator, according to any one of <1> to <11>. Coloring composition.
<13> The coloring composition according to any one of <1> to <12>, wherein the content of the pigment A in the total solid content of the coloring composition is 40% by mass or more.
<14> The coloring composition according to any one of <1> to <13>, wherein the diketopyrrolopyrrole pigment contains two or more kinds of the pigment A.
<15> The coloring composition according to any one of <1> to <14>, wherein the diketopyrrolopyrrole pigment further contains a diketopyrrolopyrrole pigment other than the pigment A.
<16> The coloring composition according to any one of <1> to <15>, which is for a solid-state image sensor.
<17> The coloring composition according to any one of <1> to <16>, which is for a color filter.
<18> A cured film obtained from the coloring composition according to any one of <1> to <17>.
<19> A step of forming a colored composition layer on a support using the colored composition according to any one of <1> to <17>, and a colored composition layer by a photolithography method or a dry etching method. A pattern forming method comprising a step of forming a pattern with respect to.
<20> The color filter having the cured film according to <18>.
<21> The solid-state image sensor having the cured film according to <18>.
<22> An image display device having the cured film according to <18>.

According to the present invention, it is possible to provide a coloring composition capable of forming a cured film having excellent heat resistance. Further, the present invention can provide a cured film using a coloring composition, a pattern forming method, a color filter, a solid-state image pickup device, and an image display device.

Hereinafter, the contents of the present invention will be described in detail.
In the present specification, "~" is used to mean that the numerical values described before and after it are included as the lower limit value and the upper limit value.
In the notation of a group (atomic group) in the present specification, the notation not describing substitution and non-substitution also includes a group having a substituent (atomic group) as well as a group having no substituent (atomic group). For example, the "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).
As used herein, "(meth) acrylate" represents both acrylate and methacrylate, or either, and "(meth) acrylic" represents both acrylic and methacrylic, or either. ) Acryloyl ”represents both acryloyl and / or methacryloyl.
In the present specification, the weight average molecular weight and the number average molecular weight are polystyrene-equivalent values measured by a GPC (gel permeation chromatography) method.
As used herein, the term pigment means a compound that is difficult to dissolve in a solvent. For example, the pigment has a solubility in 100 g of water at 23 ° C. and a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C., both of which are preferably less than 0.1 g, more preferably 0.01 g or less.
As used herein, the term dye means a compound that is easily soluble in a solvent. For example, the dye has a solubility in 100 g of water at 23 ° C. or a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C., preferably 0.1 g or more, and more preferably 1 g or more.
As used herein, the total solid content means the total mass of all the components of the composition excluding the solvent.
In the present specification, the term "process" is included in this term not only as an independent process but also as long as the intended action of the process is achieved even if it cannot be clearly distinguished from other processes. ..

<Coloring composition>
The coloring composition of the present invention contains a diketopyrrolopyrrole pigment, a magenta color dye, and a compound having a curable group, and the diketopyrrolopyrrole pigment has an electron donating group introduced into the aromatic ring. It is characterized by containing a pigment A having a structure in which an aromatic ring group is bonded to a diketopyrrolopyrrole skeleton.

By using the coloring composition of the present invention, a cured film having excellent heat resistance can be formed. In general, the higher the pigment concentration in the film, the more easily the heat resistance tends to decrease. However, the coloring composition of the present invention has heat resistance even if the content of the pigment A in the total solid content is increased. It is possible to form a cured film having excellent properties. Although the detailed mechanism is unknown, when the pigment A and the magenta color dye are used in combination, the magenta color dye is adsorbed on the surface of the pigment A, so that the crystal growth accompanying the heating of the pigment A is suppressed and the heat resistance is excellent. It is presumed that a hardened film can be formed.

When a red pigment is used as the pigment A, the combined use of the pigment A and the magenta color dye can enhance the light blocking effect of light having a wavelength near 500 nm (for example, a wavelength of 500 to 550 nm), and is green. It is possible to form a cured film suitable for red pixels having spectral characteristics excellent in color separation from magenta and blue. Further, since the pigment A has a higher red color value than the conventional red pigment, it is possible to form a cured film having desired spectral characteristics even if it is a thin film. Since the pigment A has a structure in which the above aromatic ring group is bonded to the diketopyrrolopyrrole skeleton, the transition moment is increased by extending the HOMO (Highest Occupied Molecular Orbital) -LUMO (Lowest Unoccupied Molecular Orbital) transition. As a result, it is presumed that the color value of red is high because the molar absorption coefficient ε in the red wavelength region (for example, 450 to 600 nm) of the pigment A is increased. Further, since the pigment A has a higher red color value than the conventional red pigment, the desired spectroscopy can be obtained with a blending amount smaller than the blending amount required to achieve the same spectral characteristics as the conventional red pigment. Since it can be achieved, it is possible to increase the blending amount of components other than pigments, and the degree of freedom in formulation design is high.

The coloring composition of the present invention can be preferably used as a coloring composition for a solid-state image sensor. Further, the coloring composition of the present invention can be preferably used as a coloring composition for a color filter. Specifically, it can be preferably used as a coloring composition for forming pixels of a color filter, and more preferably used as a coloring composition for forming red pixels. Further, the coloring composition of the present invention can be more preferably used as a coloring composition for forming pixels of a color filter used in a solid-state image sensor.

The colored composition of the present invention has a transmittance of light having a wavelength of 650 to 700 nm at least one of the above-mentioned film thicknesses when a film having a film thickness of 0.5 to 1.0 μm after drying is formed. It is preferably 85% or more, more preferably 90% or more, and further preferably 95% or more. Further, in at least one of the above-mentioned film thicknesses, the transmittance of light having a wavelength of 400 to 550 nm is preferably 10% or less, more preferably 5% or less, still more preferably 2% or less. ..

Hereinafter, each component used in the coloring composition of the present invention will be described.

<< Diketopyrrolopyrrole Pigment >>
The coloring composition of the present invention contains a diketopyrrolopyrrole pigment. The diketopyrrolopyrrole pigment used in the coloring composition of the present invention is preferably a red pigment. Further, the diketopyrrolopyrrole pigment preferably has a solubility in 100 g of water at 23 ° C. and a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C., preferably less than 0.1 g, more preferably 0.01 g or less. preferable.

(Pigment A)
The coloring composition of the present invention is a pigment A having a structure in which an aromatic ring group having an electron-donating group introduced into an aromatic ring is bonded to a diketopyrrolopyrrole skeleton as a diketopyrrolopyrrole pigment (hereinafter, pigment A). ) Is contained.

An electron-donating group is an atomic group that donates an electron to an atomic group substituted by an inductive effect or a resonance effect in organic electron theory. Examples of the electron donating group include those having a negative value as the substituent constant (σp (para)) of Hammett's law. The Substituent constant (σp (para)) of Hammett's rule can be quoted from the 5th revised edition of the Basics of Chemistry Handbook (page II-380). Specific examples of the electron donating group include a hydroxy group, an alkyl group, an alkoxy group, an alkylthio group, an aryloxy group and an amino group.
The number of carbon atoms of the alkyl group, the alkoxy group and the alkylthio group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. These groups may be linear, branched or cyclic, preferably linear or branched, and more preferably linear.
The aryloxy group preferably has 6 to 20 carbon atoms, more preferably 6 to 10 carbon atoms.
Examples of the amino group include a group represented by −N Ra ^{1 Ra 2.} Ra ¹ and Ra ² independently represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, respectively. Ra ¹ and Ra ² may be combined to form a ring. The ^{number of carbon atoms of the alkyl group represented by Ra 1} and Ra ² is preferably 1 to 30, more preferably 1 to 15, and even more preferably 1 to 8. The alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably linear. The ^{aryl group represented by Ra 1} and Ra ² preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 12 carbon atoms. The ^{heterocyclic group represented by Ra 1} and Ra ² may be a monocyclic ring or a condensed ring. The heterocyclic group is preferably a single ring or a fused ring having 2 to 4 condensed rings. The number of heteroatoms constituting the ring of the heterocyclic group is preferably 1 to 3. The hetero atom constituting the ring of the heterocyclic group is preferably a nitrogen atom, an oxygen atom or a sulfur atom. The number of carbon atoms constituting the ring of the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12.

As the electron donating group, an alkyl group, an alkoxy group, and an amino group are preferable because the effect of the present invention can be obtained more remarkably, and in addition to the above reasons, the spectral characteristics suitable for red color are further adjusted. Alkyl groups and alkoxy groups are more preferable, alkyl groups are more preferable, and alkyl groups having 1 to 3 carbon atoms are particularly preferable because they are easy to use.

式中、Ｒ^１は置換基を表し、Ｒ^２は電子供与性基を表し、ｎは０〜４の整数を表し、波線はジケトピロロピロール骨格との結合部位を表す。The aromatic ring group is preferably a group represented by the formula (AR-1).

In the formula, R ¹ represents a substituent, R ² represents an electron donating group, n represents an integer of 0 to 4, and the wavy line represents a binding site with the diketopyrrolopyrrole skeleton.

In the formula (AR-1), ^{examples of the substituent represented by R 1} include the group mentioned in Substituent T described later and the electron donating group described above, and the substituent is preferably an electron donating group. when n is 2 or more, n pieces of R ¹ may be the same or may be different from each.

In the formula (AR-1), the ^{electron-donating group represented by R 2} includes the above-mentioned electron-donating group, and the preferred range is also the same.

In the formula (AR-1), n represents an integer of 0 to 4, preferably an integer of 0 to 3, more preferably an integer of 0 to 2, and even more preferably 0 or 1. It is particularly preferable that it is 1.

In formula (AR-1), the wavy line represents the binding site with the diketopyrrolopyrrole skeleton. The diketopyrrolopyrrole skeleton means the following structure. The wavy line represents the bonding position with a substituent such as a group represented by the equation (AR-1). Examples of the substituent other than the group represented by the formula (AR-1) include an aryl group and the like. The aryl group may have a substituent. Examples of the substituent include the groups mentioned in Substituent T described later.

The pigment A is preferably a compound represented by the following formula (1), and more preferably a compound represented by the following formula (2) because more excellent heat resistance can be easily obtained.

In the above formula, R ¹¹ and R ¹² each independently represent a substituent and represent a substituent.
R ²¹ and R ²² each independently represent an electron donating group and represent an electron donating group.
n11 and n12 each independently represent an integer of 0 to 4.

Examples of the substituent represented by R ¹¹ and R ¹² include the group mentioned in Substituent T described later and the electron donating group described above, and are preferably electron donating groups. If n11 is 2 or more, n11 amino ^{R 11} may be the same or may be different from each. Also, in the case of n12 is 2 or more, n12 amino ^{R 12} may be the same or may be different from each.

Examples of the electron-donating group represented by R ²¹ and R ²² include the above-mentioned electron-donating group, and the preferred range is also the same.

n11 and n12 each independently represent an integer of 0 to 4, preferably an integer of 0 to 3, more preferably an integer of 0 to 2, and even more preferably 0 or 1. Is particularly preferable.

(Substituent T)
The substituent T includes a halogen atom, a cyano group, a nitro group, an alkyl group, an aryl group, a heterocyclic group, -ORt ¹ , -CORt ¹ , -COORt ¹ , -OCORt ¹ , -NRt ¹ Rt ² , and -NHCORt ^1. , -CONRT ¹ Rt ² , -NHCONRT ¹ Rt ² , -NHCOORt ¹ , -SRt ¹ , -SO ₂ Rt ¹ , -SO ₂ ORt ¹ , -NHSO ₂ Rt ¹ or -SO ₂ NRt ¹ Rt ² . Rt ¹ and Rt ² independently represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, respectively. Rt ¹ and Rt ² may be combined to form a ring.

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
The number of carbon atoms of the alkyl group is preferably 1 to 30, more preferably 1 to 15, and even more preferably 1 to 8. The alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably linear.
The aryl group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 12 carbon atoms.
The heterocyclic group may be a monocyclic ring or a condensed ring. The heterocyclic group is preferably a single ring or a fused ring having 2 to 4 condensed rings. The number of heteroatoms constituting the ring of the heterocyclic group is preferably 1 to 3. The hetero atom constituting the ring of the heterocyclic group is preferably a nitrogen atom, an oxygen atom or a sulfur atom. The number of carbon atoms constituting the ring of the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12.
The alkyl group, aryl group and heterocyclic group may have a substituent or may be unsubstituted. Examples of the substituent include the substituent described in the above-mentioned Substituent T.

Specific examples of the pigment A include compounds having the following structures.

The diketopyrrolopyrrole pigment used in the coloring composition of the present invention may contain only one type of pigment A, and may contain two or more types of pigment A. When only one type of pigment A is contained, it is easy to form a cured film with less color unevenness. When two or more kinds of pigments A are contained, it is easy to adjust the spectral characteristics of the cured film.

The pigment A used in the present invention is preferably a red pigment. By using pigment A, which is a red pigment, and a magenta color dye in combination, a cured film suitable for red pixels having excellent heat resistance and spectral characteristics excellent in color separation from green, blue, etc. is formed. can do.

(Other diketopyrrolopyrrole pigments)
The coloring composition of the present invention can contain a diketopyrrolopyrrole pigment other than the above-mentioned pigment A (hereinafter, also referred to as another diketopyrrolopyrrole pigment). The other diketopyrrolopyrrole pigments are preferably red pigments. Examples of other diketopyrrolopyrrole pigments include compounds represented by the following formula (10).

In the formula, R ³¹ and R ³² independently represent a hydrogen atom, a halogen atom or a phenyl group, respectively. Examples of the halogen atom represented by R ³¹ and R ³² include a fluorine atom, a chlorine atom, and a bromine atom.

Further, as another diketopyrrolopyrrole pigment, the diketopyrrolopyrrole compound in which at least one bromine atom is substituted in the structure described in JP-A-2017-201384, is described in paragraphs 0016 to 0022 of Patent No. 6248838. The diketopyrrolopyrrole compound described in International Publication No. 2012/102399, the diketopyrrolopyrrole compound described in International Publication No. 2012/117956, and the like can also be used.

Specific examples of other diketopyrrolopyrrole pigments include the following compounds.

The content of the pigment A is preferably 35% by mass or more, more preferably 40% by mass or more, still more preferably 45% by mass or more, and 50% by mass in the total solid content of the coloring composition. The above is even more preferable. The upper limit can be 80% by mass or less.

The diketopyrrolopyrrole pigment contained in the coloring composition may be substantially only the pigment A, or may further contain other diketopyrrolopyrrole pigments. When the diketopyrrolopyrrole pigment is substantially only pigment A, it is easy to form a cured film with less color unevenness. When the diketopyrrolopyrrole pigment is substantially only the pigment A, the proportion of the pigment A in the total mass of the diketopyrrolopyrrole pigment contained in the coloring composition is 99% by mass or more. This means that it is preferably 99.5% by mass or more, more preferably 99.9% by mass or more, and particularly preferably composed only of the pigment A. Further, when the diketopyrrolopyrrole pigment contains another diketopyrrolopyrrole pigment in addition to the pigment A, it is easy to adjust the spectral characteristics of the cured film. When the pigment A is used in combination with another diketopyrrolopyrrole pigment, the content of the other diketopyrrolopyrrole pigment is preferably 0.1 to 50 parts by mass with respect to 100 parts by mass of the pigment A. , 1 to 35 parts by mass, more preferably 5 to 20 parts by mass.

The content of the diketopyrrolopyrrole pigment (the total amount thereof when other diketopyrrolopyrrole pigments are contained in addition to the pigment A) is preferably 25% by mass or more based on the total solid content of the coloring composition. It is more preferably 30% by mass or more, further preferably 35% by mass or more, and even more preferably 40% by mass or more. The upper limit can be 80% by mass or less.

<< Magenta color dye >>
The coloring composition of the present invention contains a magenta dye. Here, in the present specification, the magenta color is a complementary hue of green. Further, the complementary color is a combination of colors having a relationship of being located opposite to each other on the color wheel. The magenta color dye is a dye that exhibits a magenta hue.

Examples of the magenta color dye used in the present invention include dyes having a high absorbance of light having a green wavelength and a low absorbance of light having a red and blue wavelength, and have a light absorbance in the range of 500 to 550 nm. It is preferable that the dye is high and has a low light absorbance in the wavelength range of 400 to 480 nm and a low light absorbance in the wavelength range of 600 to 700 nm.

The magenta color dye used in the present invention preferably has Δλ represented by the following formula (1) of 150 nm or less, more preferably 100 nm or less, and further preferably 50 nm or less.

Δλ = λ2-λ1 (1)
In the formula, λ1 is a wavelength on the shorter wavelength side than the maximum absorption wavelength at which the absorbance is 0.5 when the absorbance of the maximum absorption wavelength of the magenta color dye is 1, and λ2 is the maximum absorption wavelength of the magenta color dye. When the absorbance of is 1, it is a wavelength on the longer wavelength side than the maximum absorption wavelength at which the absorbance is 0.5.

The maximum absorption wavelength of the magenta dye is preferably in the wavelength range of 450 to 600 nm, more preferably in the range of 475 to 575 nm, and even more preferably in the range of 500 to 550 nm.

The magenta color dye used in the present invention has a ratio (A1 / A2) of 0 between the maximum value A1 of the absorbance of light in the wavelength range of 400 to 480 nm and the minimum value A2 of the absorbance of light in the wavelength range of 500 to 550 nm. It is preferably 2 to 0.8, more preferably 0.3 to 0.7, and even more preferably 0.4 to 0.6. Further, the magenta color dye has a ratio (A3 / A2) of 0.3 or less between the maximum value A3 of the absorbance of light in the wavelength range of 600 to 700 nm and the minimum value A2 of the absorbance of light in the wavelength range of 500 to 550 nm. It is preferably 0.2 or less, more preferably 0.1 or less, and even more preferably 0.1 or less. Further, the magenta color dye has a ratio (A3 / A1) of 0.1 or less between the maximum value A3 of the absorbance of light in the wavelength range of 600 to 700 nm and the maximum value A1 of the absorbance of light in the wavelength range of 400 to 480 nm. It is preferably 0.03 or less, more preferably 0.02 or less, and even more preferably 0.02 or less.

Magenta dyes used in the present invention, the absorbance _{A 440} of wavelength 440nm of light, the ratio between the absorbance _{A 525} of wavelength 525nm of the light _(A 440 _/ A ₅₂₅₎ is to be from 0.001 to 0.15 It is preferably 0.005 to 0.10., More preferably 0.01 to 0.05. Further, the magenta color dye, the absorbance _{A 650} of the light with a wavelength of 650 nm, it is preferable that the ratio between the absorbance _{A 525} of wavelength 525nm of the light _(A 650 _/ A ₅₂₅₎ of 0.2 or less, 0.1 or less Is more preferable, and 0.05 or less is further preferable. Also, magenta dye is preferably a ratio between the absorbance _{A 650} and wavelength 440nm absorbance _{A 440} of the light of the light with a wavelength of 650nm _(A 650 _/ A ₄₄₀₎ of 0.1 or less, 0.03 or less It is more preferably present, and further preferably 0.02 or less.

For the absorbance and maximum absorption wavelength of the magenta color dye, a method of forming a film using a composition containing the magenta color dye and a resin and measuring the spectral characteristics of the film using a spectrophotometer, using the magenta color dye as a solvent. A dye solution can be prepared by dissolving the dye solution, and the spectral characteristics of the dye solution can be measured by a method using a spectrophotometer.

The magenta color dye used in the present invention preferably has a solubility in 100 g of water at 23 ° C. or a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C., preferably 0.1 g or more, and more preferably 1 g or more. preferable.

The magenta color dye used in the present invention preferably contains at least one selected from the group consisting of quinacridone compounds, xanthene compounds, triarylmethane compounds, cyanine compounds, anthraquinone compounds and dipyrromethene compounds, and preferably contains xanthene compounds and cyanine compounds. It is more preferable to contain at least one selected from the group consisting of, and it is further preferable to contain a cyanine compound. The cyanine compound is preferably a salt of a cationic cyanine chromophore and a counter anion.

(Cationic cyanine chromophore)
Examples of the cationic cyanine chromophore include a structure represented by the following formula (Cy1).

In the formula (Cy1), R ^{c1 to} R ^c3 independently represent a hydrogen atom, a halogen atom, or a hydrocarbon group, rings Z ¹ and Z ² each independently represent a heterocycle, and p is. Represents 1 or 2. However, when p is 2, a plurality of R ^c1 and R ^c2 that exist may be the same or different.

The heterocycle represented by ring Z ¹ and ring Z ² may be a monocyclic ring or a condensed ring. The heterocycle may be an unsaturated ring or a saturated ring. Further, the fused ring may have two or more heteroatoms of the same type or different types (for example, nitrogen atom, oxygen atom, sulfur atom) in the ring. Specific examples of the heterocycle include a nitrogen-containing alicyclic heterocycle such as a pyrrolidine ring, a pyrazoline ring, a morpholine ring, a thiomorpholin ring, a piperidine ring, a piperazine ring, a homopiperazin ring, and a tetrahydropyrimidine ring, a pyridine ring, and a pyrazine ring. Pyrimidine ring, pyridazine ring, quinoline ring, isoquinoline ring, phthalazine ring, quinoxalin ring, imidazole ring, pyrazole ring, triazole ring, tetrazole ring, thiazole ring, benzothiazole ring, oxazole ring, indole ring, indazole ring, benzimidazole ring, Examples thereof include nitrogen-containing aromatic heterocycles such as benzoxazole and phthalimide ring, and other aromatic heterocycles such as thienyl ring, furan ring and purine ring. Among them, a nitrogen-containing aromatic heterocycle is preferable, an indole ring, a benzoxazole ring, and a benzothiazole ring are more preferable, and an indole ring is further preferable.

p represents 1 or 2, and 1 is preferable.

Examples of the halogen atom represented by R ^{c1 to} R ^c3 include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
Examples of the hydrocarbon group represented by R ^{c1 to} R ^c3 include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group. Here, the term "alicyclic hydrocarbon group" as used herein is a concept excluding an aliphatic hydrocarbon group having no cyclic structure.

The aliphatic hydrocarbon group may be saturated or unsaturated, and examples thereof include a linear or branched alkyl group, an alkenyl group, and an alkynyl group. The aliphatic hydrocarbon group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and further preferably 1 to 12 carbon atoms. Specific examples of the linear or branched alkyl group include, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a hexyl group, a heptyl group and an octyl. Group, nonyl group, decyl group, undecyl group, 1-methyldecyl group, dodecyl group, 1-methylundecyl group, 1-ethyldecyl group, tridecyl group, tetradecyl group, tert-dodecyl group, pentadecyl group, 1-heptyloctyl group , Hexadecyl group, octadecyl group and the like. Specific examples of the linear or branched alkenyl group include ethenyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 1,3-butadienyl group, 1-pentenyl group, 2-. Examples thereof include a pentenyl group, a 1-hexenyl group, a 2-ethyl-2-butenyl group, a 2-octenyl group, a (4-ethenyl) -5-hexenyl group, a 2-decenyl group and the like. Specific examples of the linear or branched alkynyl group include ethynyl group, 1-propynyl group, 1-butynyl group, 1-pentynyl group, 3-pentynyl group, 1-hexynyl group and 2-ethyl-2-butynyl group. Examples thereof include a group, a 2-octynyl group, a (4-ethynyl) -5-hexynyl group, a 2-decynyl group and the like.

Examples of the alicyclic hydrocarbon group include a cyclic alkyl group (cycloalkyl group), a cyclic alkenyl group (cycloalkenyl group), a condensed polycyclic hydrocarbon group, a bridged ring hydrocarbon group, and a spirohydrocarbon group. Cyclic terpene hydrocarbon groups and the like can be mentioned. The alicyclic hydrocarbon group preferably has 3 to 30, more preferably 3 to 20, and even more preferably 3 to 12. Specific examples of the cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a t-butylcyclohexyl group, a cycloheptyl group, a cyclooctyl group and the like, and specific examples of the cycloalkenyl group include 1. -A cyclohexenyl group and the like can be mentioned. Specific examples of the condensed polycyclic hydrocarbon group include a tricyclodecanyl group, a decahydro-2-naphthyl group, an adamantyl group and the like. Specific examples of the bridging ring hydrocarbon group include tricyclo [5.2.1.0 ^2,6 ] decane-8-yl group, pentacyclopentadecanyl group, isobornyl group, dicyclopentenyl group, and tricyclopentenyl. The group etc. can be mentioned. Specific examples of the spiro hydrocarbon group include a spiro [3,4] heptane, a monovalent group obtained by removing one hydrogen atom from a spiro [3,4] octane, and the like. Specific examples of the cyclic terpene hydrocarbon group include a monovalent group obtained by removing one hydrogen atom from p-menthane, thujone, karan and the like.

Examples of the aromatic hydrocarbon group include an aryl group and the like. The number of carbon atoms of the aromatic hydrocarbon group is preferably 6 to 20, more preferably 6 to 14, and even more preferably 6 to 10.

It is preferable that R ^{c1 to} R ^{c3 are hydrogen atoms.}

The heterocycle represented by rings Z ¹ and Z ^{2 and the hydrocarbon group represented by R c1 to} R ^c3 may have a substituent. Substituents include halogen atom, hydroxy group, cyano group, formyl group, carboxyl group, nitro group, amino group, dialkylamino group, diarylamino group, alkoxy group, aryloxy group, alkoxycarbonyl group, alkylthio group and arylthio group. , Trialkylsilyl group, mercapto group, allyl group, alkylsulfonyl group, alkylsulfamoyl group, aliphatic hydrocarbon group, heterocyclic group, aromatic hydrocarbon group and organic group having crosslinkable group. These substituents may further have a substituent.

An organic group having a crosslinkable group indicates a group composed of an atomic group containing a crosslinkable group, containing a carbon atom-hydrogen atom bond as a whole, and optionally containing an atom other than carbon. Specifically, a group represented by the following formula (P-1) can be mentioned.
-L ^p1 -R ^p1 ... (P-1)
In the formula, L ^p1 represents a single bond or a linking group and R ^p1 represents a crosslinkable group. The ^{linking group represented by L p1} includes an alkylene group, an arylene group, -O-, -CO-, -NH-, -COO-, -OCO-, -CONH-, -NHCO- and a group composed of a combination thereof. Can be mentioned. Examples of the crosslinkable group represented by R ^p1 include a (meth) acryloyl group, a vinyl group, an epoxy group, and an isocyanate group.

The structure represented by the formula (Cy1) is preferably a structure represented by the following formula (Cy2).

In the formula (Cy2), R ^{c1 to} R ^c3 independently represent a hydrogen atom, a halogen atom, or a hydrocarbon group, and ring Z ^1A and ring Z ^2A each independently represent an aromatic hydrocarbon ring. , T ¹ and T ² independently represent -O-, -S- or -CR ^c6 R ^c7- , and R ^{c4 to} R ^c7 independently represent hydrocarbon groups, respectively.

As the ^{aromatic hydrocarbon ring represented by the ring Z 1A} and the ring Z ^2A , an aromatic hydrocarbon ring having 6 to 20 carbon atoms is preferable, an aromatic hydrocarbon ring having 6 to 10 carbon atoms is more preferable, and a benzene ring is particularly preferable. preferable.

^R c1 ^{to R c3} of formula (Cy2) has the same meaning as ^R c1 ^{to R c3} of formula (Cy1), and preferred ranges are also the same.

^{As T 1} and T ² of the formula (Cy2), −O− and −CR ^c6 R ^c7− are preferable. As the ^{hydrocarbon group represented by R c6} and R ^c7 , an aliphatic hydrocarbon group is preferable, a linear or branched alkyl group is more preferable, a linear or branched alkyl group having 1 to 8 carbon atoms is further preferable, and carbon. Linear or branched alkyl groups of number 1 to 4 are even more preferred, and methyl or ethyl groups are particularly preferred.

Examples of the hydrocarbon group represented by R ^c4 and R ^c5 include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group. Specific examples include the same as those exemplified as the hydrocarbon groups represented by ^{R c1 to} R ^c3. Among them, ^{as the hydrocarbon group represented by R c4} and R ^c5 , an aliphatic hydrocarbon group is preferable, a linear or branched alkyl group is more preferable, and a linear or branched alkyl group having 1 to 12 carbon atoms is further preferable. , A linear or branched alkyl group having 1 to 8 carbon atoms is even more preferable, and a linear or branched alkyl group having 1 to 6 carbon atoms is particularly preferable.

The aromatic hydrocarbon ring represented by rings Z ^1A and Z ^{2A and the hydrocarbon group represented by R c4 to} R ^c5 may have a substituent. Examples of the substituent include the above-mentioned substituents.

Specific examples of the cationic cyanin chromophore include a chromophore having the structure shown in Examples described later, and a chromophore having the structure described in paragraphs 0030 to 0033 of JP-A-2017-066377, JP-A-2015-232642. Examples thereof include chromophores having the structures described in paragraphs 0038 to 0047 of the publication.

(Anion)
As the counter anion, halide anions (fluorine anion, chlorine anion, bromine anion, iodine anion), perhalogen acid anion _{^{(ClO 4 -, FO 4 -}} , BrO 4 -, IO 4 - , etc.), thiocyanate anions ( SCN ^- etc.), Sulfate anion, heteropolyacid, carboxylic acid anion, sulfonic acid anion, fatty acid anion, fluorine group-containing boron anion, fluorine group-containing phosphorus anion, imide anion, methide anion, resin having anionic group in the side chain, etc. Can be mentioned. Specific examples include the anions described in paragraphs 0048 to 0144 of JP2015-232642A and paragraphs 0034 to 0063 of JP2017-066377A. Among them, a resin having an anionic group in the side chain and an imidoannin are preferable, and an imidoanion is more preferable, because it is easy to form a cured film having more excellent heat resistance. That is, the magenta color dye used in the present invention is a salt of a cationic cyanine chromophore and an imide anion, and a cationic cyanine chromophore and an anion, because a cured film having better heat resistance can be easily obtained. It is preferably a salt with a resin having a sex group in the side chain, and more preferably a salt with a cationic cyanin chromophore and an imide anion.

[Imid anion]
Examples of the imide anion include an anion represented by the formula (AN-1) and an anion represented by the formula (AN-2), and an anion represented by the formula (AN-2) is preferable. ..

式（ＡＮ−１）中、Ｘ^１およびＸ^２は、それぞれ独立に、ハロゲン原子、脂肪族炭化水素基、脂環式炭化水素基、芳香族炭化水素基、または複素環基を表す。Ｘ^１とＸ^２は結合して環を形成していてもよい。Equation (AN-1)

In formula (AN-1), X ¹ and X ² independently represent a halogen atom, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, or a heterocyclic group, respectively. X ¹ and X ² may be combined to form a ring.

Examples of the halogen atom represented by X ¹ and X ² include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, and a fluorine atom is preferable.

Examples of the aliphatic hydrocarbon group represented by X ¹ and X ² include a linear or branched alkyl group, an alkenyl group, and an alkynyl group. The aliphatic hydrocarbon group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and further preferably 1 to 12 carbon atoms. Specific examples of the linear or branched alkyl group include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, tridecyl group and pentadecyl. Examples thereof include a group, a hexadecyl group, an octadecyl group, a nonadecyl group, a pentadecyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group and an isooctyl group.

Examples of the alicyclic hydrocarbon group represented by X ¹ and X ² include a cyclic alkyl group (cycloalkyl group), a cyclic alkenyl group (cycloalkenyl group), a condensed polycyclic hydrocarbon group, and a bridged ring hydrocarbon group. Examples thereof include a spirohydrocarbon group and a cyclic terpene hydrocarbon group. The aliphatic hydrocarbon group preferably has 3 to 30, more preferably 3 to 20, and even more preferably 3 to 12. Specific examples of the alicyclic hydrocarbon group include a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group and the like.
Examples of the aromatic hydrocarbon group represented by X ¹ and X ^{2 include an aryl group and the like.} The number of carbon atoms of the aromatic hydrocarbon group is preferably 6 to 20, more preferably 6 to 14, and even more preferably 6 to 10. Specific examples of the aromatic hydrocarbon group include a phenyl group, a biphenylyl group, a naphthyl group and the like.

The ^{heterocyclic group represented by X 1} and X ² may be a monocyclic ring or a condensed ring. The heterocycle may be an unsaturated ring or a saturated ring. Further, the fused ring may have two or more heteroatoms of the same type or different types (for example, nitrogen atom, oxygen atom, sulfur atom) in the ring. Specific examples of the heterocycle include an indole ring group, a benzoindole ring group, an indolenin ring group, a benzoindolenin ring group, an oxazole ring group, a benzoxazole ring group, a thiazole ring group, a benzothiazole ring group, and a benzimidazole ring group. , Quinoline ring group and the like.

The aliphatic hydrocarbon group, alicyclic hydrocarbon group, aromatic hydrocarbon group and heterocyclic group represented by ^{X 1} and X ^{2 may have a substituent.} Substituents include aliphatic groups such as methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group, isopentyl group, neopentyl group and tert-pentyl group. Hydrocarbon group; crosslinkable group such as (meth) acryloyl group, vinylaryl group, vinyloxy group, allyl group, epoxy group; phenyl group, o-tolyl group, m-tolyl group, p-tolyl group, xylyl group, mesityl Aromatic hydrocarbon groups such as groups, o-cumenyl groups, m-cumenyl groups, p-cumenyl groups; methoxy group, ethoxy group, propoxy group, isopropoxy group, butoxy group, isobutoxy group, sec-butoxy group, tert- An alkoxy group such as a butoxy group and a pentyloxy group; an aryloxy group such as a phenoxy group; an aralkyloxy group such as a benzyloxy group; an ester bond such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an acetoxy group and a benzoyloxy group. Groups with; methylsulfamoyl group, dimethylsulfamoyl group, ethylsulfamoyl group, diethylsulfamoyl group, n-propylsulfamoyl group, di-n-propylsulfamoyl group, isopropylsulfamoyl Alkyl sulfamoyl groups such as groups, diisopropylsulfamoyl groups, n-butylsulfamoyl groups, di-n-butylsulfamoyl groups; methylsulfonyl groups, ethylsulfonyl groups, propylsulfonyl groups, isopropylsulfonyl groups, n -Alkylsulfonyl groups such as butylsulfonyl group, isobutylsulfonyl group, sec-butylsulfonyl group, tert-butylsulfonyl group; halogen atoms such as fluorine atom, chlorine atom, bromine atom, iodine atom; nitro group, cyano group and the like. ..

In the formula (AN-1), X ¹ is an aliphatic hydrocarbon group which may have a substituent, an alicyclic hydrocarbon group which may have a substituent, or an aromatic which may have a substituent. It is preferably a group hydrocarbon group. Further, X ² is preferably an aromatic hydrocarbon group which may have a substituent or a heterocyclic group which may have a substituent.

^{As X 1} of the formula (AN-1), an alkyl group having 1 to 20 carbon atoms substituted with a fluorine atom or an aromatic hydrocarbon group is preferable, and an alkyl group having 1 to 20 carbon atoms substituted with a fluorine atom is preferable. More preferably, a trifluoromethyl group is particularly preferable. ^{Further, as X 2} of the formula (AN-1), an aromatic hydrocarbon group substituted with a fluorine atom is preferable, and a p-fluorophenyl group or a pentafluorophenyl group is more preferable.

Specific examples of the anion represented by the formula (AN-1) include anions having the structures described in paragraphs 0074 to 0077 of JP2015-232642A.

Equation (AN-2)

In formula (AN-2), Y ¹ represents a group having a polymerizable group.
Y ² represents a halogen atom, a halogenated hydrocarbon group, or a linking group containing a carbon atom, a hydrogen atom or an atom other than a halogen atom, a halogen-substituted alkylene group, an alkyl group, and an alicyclic hydrocarbon. Represents a group consisting of a combination of a monovalent group selected from a hydrogen group, a heteroaryl group and an aryl group.

Examples of the halogen atom represented by Y ² include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the hydrocarbon group forming the skeleton of the halogenated hydrocarbon group represented by Y ² include (1) an aliphatic hydrocarbon group, (2) an alicyclic hydrocarbon group, and (3) an alicyclic hydrocarbon as a substituent. An aliphatic hydrocarbon group having a hydrogen group (hereinafter referred to as "alicyclic hydrocarbon-substituted aliphatic hydrocarbon group"), (4) an aromatic hydrocarbon group, and (5) an aliphatic hydrocarbon group as a substituent are used. Aromatic hydrocarbon groups having (hereinafter referred to as "aliphatic hydrocarbon substituted aromatic hydrocarbon groups"), (6) aliphatic hydrocarbon groups having an aromatic hydrocarbon group as a substituent (hereinafter referred to as "aromatic hydrocarbons"). Hydrogen-substituted aliphatic hydrocarbon groups ") and the like can be mentioned. The ^{hydrocarbon group forming the skeleton of Y 2} is preferably the following characteristic group from the viewpoint of solubility in an organic solvent. That is, as the (1) aliphatic hydrocarbon group, an alkyl group is preferable, and the number of carbon atoms thereof is preferably 1 to 20, and particularly preferably 1 to 8. The alicyclic hydrocarbon group (2) may be a bridging alicyclic hydrocarbon group having 2 to 4 rings. As the alicyclic hydrocarbon group, an alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms and further 3 to 12 carbon atoms is preferable. As the above (3) alicyclic hydrocarbon-substituted aliphatic hydrocarbon group, an alicyclic saturated hydrocarbon-substituted alkyl group is preferable, and the total number of carbon atoms thereof is preferably 4 to 20, particularly 6 to 14. Is preferable. As the (4) aromatic hydrocarbon group, an aryl group having 6 to 14 carbon atoms and further having 6 to 10 carbon atoms is preferable, and a phenyl group is more preferable. As the above (5) aliphatic hydrocarbon-substituted aromatic hydrocarbon group, an alkyl-substituted phenyl group is preferable, and the total carbon number thereof is preferably 7 to 30, particularly preferably 7 to 20. Specifically, for example, a tolyl group, a xylyl group, a mesitylene group and the like can be mentioned. The aromatic hydrocarbon substituted aliphatic hydrocarbon group (6) is preferably an aralkyl group, and the total carbon number thereof is preferably 7 to 30, particularly preferably 7 to 20. Among these, the hydrocarbon groups forming the skeleton of the halogenated hydrocarbon groups include (1) aliphatic hydrocarbon groups, (3) alicyclic hydrocarbon-substituted aliphatic hydrocarbon groups, and (4) aromatic hydrocarbons. Group, (5) aliphatic hydrocarbon substituted aromatic hydrocarbon group or (6) aromatic hydrocarbon substituted aliphatic hydrocarbon group is preferable, alkyl group, alicyclic saturated hydrocarbon substituted alkyl group, phenyl group, alkyl substituted. A phenyl group and an aralkyl group are more preferable, and an alkyl group is particularly preferable. Further, in Y ^2, the halogen atom of the halogenated hydrocarbon group, from the viewpoint of the heat resistance of the magenta color dye, a fluorine atom is preferable. That is, the halogenated hydrocarbon group is preferably one in which a part or all of the hydrogen atom of the hydrocarbon group is substituted with a fluorine atom.

^{Y 2} of the formula (AN-2) is a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom, a halogen-substituted alkylene group, an alkyl group, an alicyclic hydrocarbon group, a heteroaryl group and a substituted or substituted group. It may be a group formed by combining a monovalent group selected from an unsubstituted aryl group. The linking group containing a carbon atom, a hydrogen atom and an atom other than a halogen atom, -O -, - S -, - CO -, - COO -, - CONH -, - SO 2 - and the like. Further, examples of the halogen-substituted alkylene group include a group in which a part or all of the hydrogen atom of the alkylene group is substituted with a halogen atom. The alkylene group preferably has 1 to 10 carbon atoms. As the type of halogen atom to be substituted with the alkylene group, a fluorine atom is preferable from the viewpoint of heat resistance. The above-mentioned alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 8 carbon atoms. The alicyclic hydrocarbon group preferably has 3 to 20 carbon atoms, and more preferably 3 to 12 carbon atoms. As the heteroaryl group, a group composed of a 5- to 10-membered aromatic heterocycle containing one or more heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom is preferable. Specific examples thereof include a frill group, a thienyl group, a pyrrolyl group, an oxazolyl group, a pyridyl group, a quinolinyl group, a carbazolyl group and the like. As the aryl group, an aryl group having 6 to 14 carbon atoms and further 6 to 10 carbon atoms is preferable, and a phenyl group and a naphthyl group are particularly preferable. Examples of the substituent of the aryl group include an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom or a trifluoromethyl group. The position and number of substituents are arbitrary, and when they have two or more substituents, these substituents may be the same or different.

From the viewpoint of heat resistance, Y ² of the formula (AN-2) is a halogenated hydrocarbon group, a linking group containing a carbon atom, a hydrogen atom or an atom other than a halogen atom, a halogen-substituted alkylene group, and an alkyl group. A group composed of a combination of an alicyclic hydrocarbon group, a heteroaryl group and a monovalent group selected from a substituted or unsubstituted aryl group is preferable, and is represented by the following formula (Y2-1) or (Y2-2). Is more preferable, and a group represented by the following formula (Y2-1) is further preferable.

In the formula (Y2-1), R ^y1 is a hydrogen atom, a fluorine atom, an alkyl group, an alkyl fluoride group, an alicyclic hydrocarbon group, an alkoxy group, an alkoxy fluoride group, R ^y20 COOR ^y21 − or R ^y22 COOR. ^{Represents y23} CFH-
R ^y20 and R ^y22 independently represent an alkyl group, an alicyclic hydrocarbon group, a heteroaryl group or a substituted or unsubstituted aryl group, respectively.
R ^y21 and R ^y23 each independently represent an alkylene group.
n represents an integer of 1 or more
* Represents a bond.

In the formula (Y2-2), R ^{y2 to} R ^y6 independently represent a hydrogen atom, a fluorine atom, a hydroxy group, an alkyl group, an alkyl fluoride group or an alkoxy group, and * represents a bond. However, ^{at least one of R y2 to} R ^y6 is a fluorine atom or an alkyl fluoride group.

^{Y 1} of the formula (AN-2) represents a group having a polymerizable group. The ^{group having a polymerizable group represented by Y 1} is preferably a group represented by the formula (Y1-1).
Q ¹ −L ¹ − * ・ ・ ・ (Y1-1)

In the formula (Y1-1), L ¹ represents a single bond or a divalent linking group, Q ¹ represents a polymerizable group, and * represents a bond.

Examples of the divalent linking group represented by L ^1, a divalent hydrocarbon group; a divalent hydrocarbon group and _{^{-NR a -, - SO -,}} - SO 2 -, - CO -, - O -, - COO Examples thereof include a group composed of a combination of a group selected from −, −OCO−, −CONR ^{a− , −NR a CO− and −S−.} Ra represents ^a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. Examples of the divalent hydrocarbon group include an alkylene group and an arylene group. In the divalent hydrocarbon group, at least a part of the hydrogen atom may be substituted with a halogen atom (preferably a fluorine atom).
The ^{divalent linking group represented by L 1} is an alkylene group having 1 to 10 carbon atoms; an arylene group having 6 to 20 carbon atoms; an arylene alkylene group having 7 to 20 carbon atoms; an alkylene group having 1 to 10 carbon atoms and a carbon number of carbon atoms. A group consisting of a combination of at least one selected from 6 to 20 arylene groups and at least one selected from -O-, -S-, -COO-, -CONR ^a- and -SO _{2- is preferable.}

Examples of the polymerizable group represented by Q ^{1 include an ethylenically unsaturated group.} Examples of the ethylenically unsaturated group include a vinyl group, an allyl group, a metallicyl group, a (meth) acryloyl group and a styrene group, and a (meth) acryloyl group and a styrene group are preferable, and a (meth) acryloyl group is more preferable.

^{The group having a polymerizable group represented by Y 1 of the} formula (AN-2) is preferably a group represented by the formula (Y1-2) from the viewpoint of heat resistance.
Q ^1- L ^2- SO _2- * ・ ・ ・ (Y1-2)

In formula (Y1-2), L ² represents a single bond or a divalent linking group, Q ¹ represents a polymerizable group, and * represents a bond.

To ^{Q 1} Formula (Y1-2) has the same meaning as to ^{Q 1} Formula (Y1-1), and preferred ranges are also the same.

Examples of the divalent linking group represented by L ^2, a divalent hydrocarbon group; a divalent hydrocarbon group and _{^{-NR a -, - SO -,}} - SO 2 -, - CO -, - O -, - COO Examples thereof include a group composed of a combination of a group selected from −, −OCO−, −CONR ^{a− , −NR a CO− and −S−.} The ^{divalent linking group represented by L 2} is selected from an alkylene group having 1 to 10 carbon atoms; an arylene group having 6 to 20 carbon atoms; an alkylene group having 1 to 10 carbon atoms and an arylene group having 6 to 20 carbon atoms. A group consisting of a combination of at least one type and —O— is preferable.

Specific examples of the anion represented by the formula (AN-2) include anions having the structure described in Examples described later, anions described in paragraph No. 0142 of JP-A-2017-066377, and the like.

[Resin having an anionic group in the side chain]
Examples of the resin having an anionic group in the side chain include a resin having a repeating unit represented by the following formula (AN-10).
Equation (AN-10)

In formula (AN-10), R ¹⁰⁰ represents a hydrogen atom or an alkyl group. L ¹⁰ represents an alkylene group, an arylene group, -CONH-R ^101- , or -COO-R ^101- , and R ¹⁰¹ represents an alkylene group. P ¹⁰ represents an anionic group.

The ^{number of carbon atoms of the alkyl group represented by R 100} is preferably 1 to 12, more preferably 1 to 8, and even more preferably 1 to 4. The alkyl group is preferably a straight chain alkyl group. The ^{alkyl group represented by R 100} may have a substituent. Examples of the substituent include a hydroxy group and an alkoxy group. The R ¹⁰⁰ is preferably a hydrogen atom or a methyl group.

Examples of the anionic group represented by P ¹⁰ _{include −SO 3} ⁻ and −COO ⁻ , with −SO ₃ ⁻ being preferred.

L ^{10 is, -CONH-R} 101 ^-, - is ^{preferably, -COO-R 101 - - COO} -R 101 is more preferable.

The resin having an anionic group in the side chain may contain other repeating units in addition to the repeating unit represented by the formula (AN-10). Examples of other repeating units include repeating units having a polymerizable group.

The weight average molecular weight of the resin having an anionic group in the side chain is preferably 1000 to 500000, more preferably 3000 to 15000. Details of the resin having an anionic group in the side chain are described in paragraphs 0101 to 0144 of JP2015-232642A, and the contents thereof are incorporated in the present specification.

The coloring composition of the present invention preferably contains 1 to 50 parts by mass of the magenta dye with respect to 100 parts by mass of the pigment A. The upper limit is preferably 40 parts by mass or less, and more preferably 30 parts by mass or less. The lower limit is preferably 3 parts by mass or more, and more preferably 5 parts by mass or more. When the content of the magenta color dye is in the above range, more excellent heat resistance can be easily obtained.

The content of the magenta color dye is preferably 0.4 to 30% by mass in the total solid content of the coloring composition. The upper limit is preferably 25% by mass or less, more preferably 20% by mass or less, and further preferably 15% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 3% by mass or more, and further preferably 5% by mass or more.

The total content of the pigment A and the magenta color dye is preferably 30 to 85% by mass in the total solid content of the coloring composition. The upper limit is preferably 80% by mass or less, more preferably 75% by mass or less, and further preferably 70% by mass or less. The lower limit is preferably 35% by mass or more, more preferably 40% by mass or more, and further preferably 45% by mass or more.

<< Other colorants >>
The coloring composition of the present invention can contain a coloring agent other than the diketopyrrolopyrrole pigment and the magenta color dye (hereinafter, also referred to as other coloring agents). The other colorant may be a pigment or a dye. Pigments and dyes may be used in combination. The other colorants used in the present invention preferably contain pigments. Further, the pigment may be an organic pigment or an inorganic pigment. Further, as the pigment, an inorganic pigment or a material in which a part of the organic-inorganic pigment is replaced with an organic chromophore can also be used. By replacing inorganic pigments and organic-inorganic pigments with organic chromophores, hue design can be facilitated.
The content of the pigment in the other colorants is preferably 50% by mass or more, more preferably 70% by mass or more, further preferably 80% by mass or more, and further preferably 90% by mass or more. Is particularly preferred. Moreover, the other colorant may be only a pigment.

The coloring composition of the present invention preferably contains a yellow colorant as another colorant, and more preferably contains a yellow pigment. According to this aspect, it is easy to form a cured film having spectral characteristics suitable for red pixels. Further, when a yellow pigment is used as another colorant, the dispersibility of the pigment A can be improved.

Examples of the yellow colorant include azo compounds, quinophthalone compounds, isoindolinone compounds, isoindrin compounds and anthraquinone compounds, with isoindrin compounds, azo compounds and quinophthalone compounds being preferred, and isoindolin compounds and azo compounds being more preferred. Isodolin compounds are particularly preferred because they tend to form cured films with more suitable spectral properties for red.

As the yellow colorant, Color Index (CI) Pigment Yellow 1,2,3,4,5,6,10,11,12,13,14,15,16,17,18,20,24, 31, 32, 34, 35, 35: 1,36, 36: 1,37,37: 1,40,42,43,53,55,60,61,62,63,65,73,74,77, 81,83,86,93,94,95,97,98,100,101,104,106,108,109,110,113,114,115,116,117,118,119,120,123,125, 126,127,128,129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,1711 172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,215,228,231,232 (methine-based), 233 ( Examples include yellow pigments such as quinoline).

Further, as the yellow colorant, the compounds described in JP-A-2017-201003, the compounds described in JP-A-2017-197719, and paragraph numbers 0011 to 0062, 0137 of JP-A-2017-171912. ~ 0276, Compounds described in JP-A-2017-171913, paragraph numbers 0010 to 0062, 0138-0295, paragraph numbers 0011 to 0062, 0139-0190 of JP-A-2017-171914. The compounds described in JP-A-2017-171915, paragraphs 0010 to 0065, 0142-0222, and the compounds described in JP-A-2013-0543339, paragraph numbers 0011 to 0034. Compounds, quinophthalone compounds described in paragraphs 0013 to 0058 of JP-A-2014-026228, isoindrin compounds described in JP-A-2018-062644, and JP-A-2018-203798. The quinophthalone compound, the quinophthalone compound described in JP-A-2018-062578, the quinophthalone compound described in Patent No. 6432077, the quinophthalone compound described in Patent No. 6432076, JP-A-2018-155881 The quinophthalone compound described in JP-A-2018-111757, the quinophthalone compound described in JP-A-2018-040835, and the quinophthalone compound described in JP-A-2017-197640. The quinophthalone compound described in JP-A-2016-145282, the quinophthalone compound described in JP-A-2014-0855565, the quinophthalone compound described in JP-A-2014-201139, and the like. The quinophthalone compound described in JP2013-209614A, the quinophthalone compound described in JP2013-209435, the quinophthalone compound described in JP2013-181015, and the quinophthalone compound described in JP2013-061622. The quinophthalone compound described in JP-A-2013-054339, the quinophthalone compound described in JP-A-2013-032486, and the quinophthalone compound described in JP-A-2012-226110. The quinophthalone compound described in JP-A-2008-074987, the quinophthalone compound described in JP-A-2008-081565, the quinophthalone compound described in JP-A-2008-074986, and the like. The quinophthalone compound described in JP-A-2008-074985, the quinophthalone compound described in JP-A-2008-05402, and the quinophthalone compound described in JP-A-2008-031281, JP-A-48-032765. The quinophthalone compound described in Japanese Patent Application Laid-Open No. 2019-008014, the quinophthalone compound described in JP-A-2019-008014, and the compound represented by the following formula (QP1) can also be used.

In the formula (QP1), X ^{1 to} X ¹⁶ each independently represent a hydrogen atom or a halogen atom, and Z ¹ represents an alkylene group having 1 to 3 carbon atoms. Specific examples of the compound represented by the formula (QP1) include the compound described in paragraph No. 0016 of Japanese Patent No. 6443711.

Examples of the yellow colorant include C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 150 and C.I. I. More preferably, it is one or more selected from Pigment Yellow 185, and C.I. I. Pigment Yellow 139 and C.I. I. It is even more preferable that the pigment is one or more selected from Pigment Yellow 150, and C.I. I. Pigment Yellow 139 is particularly preferred.

Examples of the colorant other than the yellow colorant include the following.

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, etc. ,
C. I. Pigment Green 7,10,36,37,58,59,62,63, etc.
C. I. Pigment Violet 1,19,23,27,32,37,42,60 (triarylmethane type), 61 (xanthene type), etc.
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 (monoazo system), 88 (methine / polymethine type), etc.
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, 83,88,90,105,112,119,122,123,144,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184 185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,270,279,294 (xanthene, Orange Ultramarine, Bluesh Red), 295 (monoazo system), 296 (diazo system), etc.

Further, as a green pigment, a halogenated zinc phthalocyanine pigment having an average of 10 to 14 halogen atoms in one molecule, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms. Can also be used. Specific examples include the compounds described in International Publication No. 2015/118720. Further, as a green pigment, a compound described in Chinese Patent Application No. 1069090227, a phthalocyanine compound having a phosphate ester as a ligand according to International Publication No. 2012/102395, and Japanese Patent Application Laid-Open No. 2019-008014. Phthalocyanine compounds and phthalocyanine compounds described in JP-A-2018-180023 can be used.

Further, as the blue pigment, an aluminum phthalocyanine compound having a phosphorus atom can also be used. Specific examples thereof include the compounds described in paragraphs 0022 to 0030 of JP2012-247591A and paragraphs 0047 of JP2011-157478A.

The dye other than the magenta color dye is not particularly limited, and a known dye can be used. Pyrazole azo compound, anilino azo compound, triarylmethane compound, anthraquinone compound, anthrapyridone compound, benzylidene compound, oxonol compound, pyrazorotriazole azo compound, pyridone azo compound, cyanine compound, phenothiazine compound, pyrrolopyrazole azomethine compound, xanthene compound, phthalocyanine compound , Benzopyran compound, Indigo compound, Pyromethene compound and the like.

Further, as other colorants, the thiazole compound described in JP-A-2012-158649, the azo compound described in JP-A-2011-184493, and the azo compound described in JP-A-2011-145540 may be used. can.

In addition, a dye multimer can be used as another colorant. The dye multimer is preferably a dye used by dissolving it in a solvent, but the dye multimer may form particles, and when the dye multimer is a particle, it is usually dispersed in a solvent. Used. The dye multimer in the particle state can be obtained, for example, by emulsion polymerization, and specific examples thereof include the compounds described in JP-A-2015-214682 and the production method. The dye multimer has two or more dye structures in one molecule, and preferably has three or more dye structures. The upper limit is not particularly limited, but may be 100 or less. The plurality of dye structures contained in one molecule may have the same dye structure or may have different dye structures. The weight average molecular weight (Mw) of the dye multimer is preferably 2000 to 50,000. The lower limit is more preferably 3000 or more, and even more preferably 6000 or more. The upper limit is more preferably 30,000 or less, and even more preferably 20,000 or less. As the dye multimer, compounds described in JP-A-2011-213925, JP-A-2013-041097, JP-A-2015-028144, JP-A-2015-030742 and the like can also be used.

The content of the other colorant is preferably 40 parts by mass or less with respect to 100 parts by mass of the pigment A. The lower limit is preferably 1 part by mass or more, more preferably 3 parts by mass or more, and further preferably 5 parts by mass or more. The upper limit is preferably 30 parts by mass or less, and more preferably 20 parts by mass or less.
The content of the yellow colorant is preferably 40 parts by mass or less with respect to 100 parts by mass of the pigment A. The lower limit is preferably 1 part by mass or more, more preferably 3 parts by mass or more, and further preferably 5 parts by mass or more. The upper limit is preferably 30 parts by mass or less, and more preferably 20 parts by mass or less.
The content of the yellow colorant is preferably 100 parts by mass or less with respect to 100 parts by mass of the magenta color dye. The lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, and further preferably 15 parts by mass or more. The upper limit is preferably 80 parts by mass or less, and more preferably 60 parts by mass or less.
The content of the yellow colorant is preferably 50 parts by mass or less with respect to 100 parts by mass in total of the pigment A and the magenta color dye. The lower limit is preferably 1 part by mass or more, more preferably 3 parts by mass or more, and further preferably 5 parts by mass or more. The upper limit is preferably 40 parts by mass or less, and more preferably 30 parts by mass or less.
The total content of the pigment A, the magenta dye, and the other colorants is preferably 40 to 90% by mass in the total solid content of the coloring composition. The lower limit is preferably 45% by mass or more, and more preferably 50% by mass or more. The upper limit is preferably 85% by mass or less, and more preferably 80% by mass or less.
The total content of the pigment A, the magenta dye, and the yellow colorant is preferably 40 to 90% by mass in the total solid content of the coloring composition. The lower limit is preferably 45% by mass or more, and more preferably 50% by mass or more. The upper limit is preferably 85% by mass or less, and more preferably 80% by mass or less.

<< Compound with curable group >>
The coloring composition of the present invention contains a compound having a curable group. The reaction mechanism when the compound having a curable group is cured is not particularly limited. Examples thereof include radical polymerization reaction, cationic polymerization reaction, polycondensation reaction, nucleophilic addition reaction, and cross-linking reaction by substitution reaction. The compound having a curable group is preferably a compound that is cured by a radical polymerization reaction. Examples of the curable group include an ethylenically unsaturated group and an epoxy group. Examples of the ethylenically unsaturated group include a vinyl group, a vinyloxy group, an allyl group, a metallicyl group, a (meth) acryloyl group, a styrene group, a cinnamoyl group and a maleimide group, and a (meth) acryloyl group, a styrene group and a maleimide group. Preferably, a (meth) acryloyl group is more preferred.

The compound having a curable group (hereinafter, also referred to as a curable compound) may be a monomer or a resin such as a polymer. A monomer type curable compound and a resin type curable compound can also be used in combination.

(Compound having an ethylenically unsaturated group)
In the present invention, the compound having an ethylenically unsaturated group used as the curable compound may be a monomer or a resin. It is preferable to contain a resin type compound because it is easy to form a cured film having excellent heat resistance. Hereinafter, the compound having an ethylenically unsaturated group is also referred to as a polymerizable compound. Further, a monomer having an ethylenically unsaturated group is also referred to as a polymerizable monomer. Further, a resin having an ethylenically unsaturated group is also referred to as a polymerizable resin.

The molecular weight of the polymerizable monomer is preferably less than 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is preferably 100 or more, more preferably 150 or more, and even more preferably 250 or more. The polymerizable monomer is preferably a compound containing 3 or more ethylenically unsaturated groups, more preferably a compound containing 3 to 15 ethylenically unsaturated groups, and 3 to 6 ethylenically unsaturated groups. More preferably, it is a compound containing an individual. Further, the polymerizable monomer is preferably a (meth) acrylate compound having 3 to 15 functionalities, and more preferably a (meth) acrylate compound having 3 to 6 functionalities. Specific examples of the polymerizable monomer include paragraph numbers 0995 to 0108 of JP2009-288705, paragraph numbers 0227 of JP2013-029760, and paragraphs 0254 to 0257 of JP2008-292970. Compounds described in paragraphs 0034 to 0038 of Japanese Patent Application Laid-Open No. 2013-253224, paragraph numbers 0477 of Japanese Patent Application Laid-Open No. 2012-208494, Japanese Patent Application Laid-Open No. 2017-048637, Japanese Patent Application Laid-Open No. 6057891 and Japanese Patent Application Laid-Open No. 6031807. These contents are incorporated in the present specification.

The polymerizable monomers are dipentaerythritol triacrylate (commercially available KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.) and dipentaerythritol tetraacrylate (commercially available KAYARAD D-320; Nippon Kayaku Co., Ltd.). , Dipentaerythritol penta (meth) acrylate (commercially available KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa (meth) acrylate (commercially available KAYARAD DPHA; Nippon Kayaku) NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Industry Co., Ltd.), and compounds having a structure in which these (meth) acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues. (For example, SR454, SR499 commercially available from Sartmer) are preferable. Further, as the polymerizable monomer, NK ester A-TMMT (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.), KAYARAD RP-1040, DPCA-20 (manufactured by Nippon Kayaku Co., Ltd.) can also be used. Further, as the polymerizable monomer, trimethylolpropane tri (meth) acrylate, trimethylolpropane propyleneoxy-modified tri (meth) acrylate, trimethylolpropane ethyleneoxy-modified tri (meth) acrylate, and isocyanuric acid ethyleneoxy-modified tri (meth) acrylate. It is also preferable to use a trifunctional (meth) acrylate compound such as pentaerythritol tri (meth) acrylate. Commercially available trifunctional (meth) acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305. , M-303, M-452, 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 Industry Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.) And so on.

As the polymerizable monomer, a compound having an acid group can also be used. By using a polymerizable monomer having an acid group, the colored composition layer in the unexposed portion can be easily removed during development, and the generation of development residue can be suppressed. Examples of the acid group include a carboxyl group, a sulfo group, a phosphoric acid group and the like, and a carboxyl group is preferable. Examples of the polymerizable monomer having an acid group include succinic acid-modified dipentaerythritol penta (meth) acrylate. Examples of commercially available products of the polymerizable monomer having an acid group include Aronix M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.). The preferable acid value of the polymerizable monomer having an acid group is 0.1 to 40 mgKOH / g, and more preferably 5 to 30 mgKOH / g. When the acid value of the polymerizable monomer is 0.1 mgKOH / g or more, the solubility in a developing solution is good, and when the acid value is 40 mgKOH / g or less, it is advantageous in production and handling.

As the polymerizable monomer, a compound having a caprolactone structure can also be used. The polymerizable monomer having a caprolactone structure is commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series, and examples thereof include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.

As the polymerizable monomer, a compound having an alkyleneoxy group can also be used. The polymerizable monomer having an alkyleneoxy group is preferably a compound having an ethyleneoxy group and / or a propyleneoxy group, more preferably a compound having an ethyleneoxy group, and having 4 to 20 ethyleneoxy groups. More preferably, it is a 3-6 functional (meth) acrylate compound. Commercially available products of the polymerizable monomer having an alkyleneoxy group include SR-494, which is a tetrafunctional (meth) acrylate having four ethyleneoxy groups manufactured by Sartmer, and a trifunctional (meth) having three isobutyleneoxy groups. Examples thereof include KAYARAD TPA-330 which is an acrylate.

As the polymerizable monomer, it is also preferable to use a compound that does not substantially contain an environmentally regulatory substance such as toluene. Examples of commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

Examples of the polymerizable monomer include urethane acrylates described in Japanese Patent Publication No. 48-041708, Japanese Patent Application Laid-Open No. 51-037193, Japanese Patent Laid-Open No. 02-0322293, and Japanese Patent Laid-Open No. 02-016765, and Japanese Patent Laid-Open No. 58- Urethane compounds having an ethylene oxide-based skeleton described in Japanese Patent Publication No. 049860, Japanese Patent Publication No. 56-017654, Japanese Patent Publication No. 62-039417, Japanese Patent Publication No. 62-039418, Japanese Patent Application Laid-Open No. 63-277653, Japanese Patent Application Laid-Open No. It is also preferable to use a compound having an amino structure or a sulfide structure in the molecule described in JP-A-63-260909 and JP-A No. 01-105238. The polymerizable monomers include UA-7200 (manufactured by Shin Nakamura Chemical Industry Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, and AH-600. , T-600, AI-600, LINK-202UA (Kyoeisha Chemical Co., Ltd.) and the like can also be used.

The weight average molecular weight of the polymerizable resin is preferably 3000 or more, more preferably 5000 or more, further preferably 7000 or more, and particularly preferably 10,000 or more. The weight average molecular weight of the polymerizable resin is preferably 50,000 or less, more preferably 40,000 or less, and even more preferably 30,000 or less.

The ethylenically unsaturated base value (hereinafter, also referred to as C = C value) of the polymerizable resin is preferably 0.05 to 5.0 mmol / g. The upper limit is more preferably 4.0 mmol / g or less, further preferably 3.0 mmol / g or less, further preferably 2.0 mmol / g or less, and 1.0 mmol / g or less. It is particularly preferable to have. The lower limit is preferably 0.1 mmol / g or more, and more preferably 0.2 mmol / g or more. The C = C value of the polymerizable resin is a numerical value representing the molar amount of the ethylenically unsaturated group per 1 g of the solid content of the polymerizable resin. The C = C value of the polymerizable resin is determined by extracting the low molecular weight component (a) of the ethylenically unsaturated group moiety from the polymerizable resin by alkaline treatment and measuring the content thereof by high performance liquid chromatography (HPLC). It can be calculated from. If the ethylenically unsaturated group moiety cannot be extracted from the polymerizable resin by alkaline treatment, the value measured by the NMR method (nuclear magnetic resonance) is used.
C = C value of the polymerizable resin [mmol / g] = (content of the low molecular weight component (a) [ppm] / molecular weight of the low molecular weight component (a) [g / mol]) / (weighing value of the polymerizable resin) [G] × (solid content concentration of polymerizable resin liquid [mass%] / 100) × 10)

The polymerizable resin preferably contains a repeating unit having an ethylenically unsaturated group in the side chain, and more preferably contains a repeating unit represented by the following formula (A-1-1). Further, the polymerizable resin preferably contains 10 mol% or more of the repeating units having an ethylenically unsaturated group in the side chain, and more preferably 10 to 80 mol% in all the repeating units of the polymerizable resin. It is more preferably contained in an amount of 20 to 70 mol%.

In formula (A-1-1), X ¹ represents the backbone of the repeating unit, L ¹ represents a single bond or a divalent linking group, and Y ¹ represents an ethylenically unsaturated group.

In the formula (A-1-1), the main chain of the repeating unit represented ^{by X 1 is not particularly limited.} There is no particular limitation as long as it is a linking group formed from a known polymerizable monomer. For example, poly (meth) acrylic linking groups, polyalkyleneimine-based linking groups, polyester-based linking groups, polyurethane-based linking groups, polyurea-based linking groups, polyamide-based linking groups, polyether-based linking groups, polystyrene-based linking groups, etc. From the viewpoint of availability of raw materials and production suitability, poly (meth) acrylic-based linking groups and polyalkyleneimine-based linking groups are preferable, and poly (meth) acrylic-based linking groups are more preferable.

In the formula (A-1-1), the ^{divalent linking group represented by L 1} includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms) and an alkyleneoxy group (preferably an alkylene group having 1 to 12 carbon atoms). Oxy group), oxyalkylene carbonyl group (preferably an oxyalkylene carbonyl 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- and groups consisting of a combination of two or more of these can be mentioned. The alkylene group, the alkylene group in the alkyleneoxy group, and the alkylene group in the oxyalkylenecarbonyl group may be linear, branched, or cyclic, and are preferably linear or branched. Further, the alkylene group, the alkylene group in the alkyleneoxy group, and the alkylene group in the oxyalkylenecarbonyl group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and an alkoxy group, and a hydroxy group is preferable from the viewpoint of production suitability.

In the formula (A-1-1) ^{, examples of the ethylenically unsaturated group represented by Y 1} include a vinyl group, a vinyloxy group, an allyl group, a metallicyl group, a (meth) acryloyl group, a styrene group, a cinnamoyl group and a maleimide group. The (meth) acryloyl group, the styrene group, and the maleimide group are preferable, the (meth) acryloyl group is more preferable, and the acryloyl group is particularly preferable.

Specific examples of the repeating unit represented by the formula (A-1-1) include a repeating unit represented by the following formula (A-1-1a) and a repeating unit represented by the following formula (A-1-1b). Units and the like can be mentioned.

In the formula (A-1-1a), R ^{a1 to} R ^a3 independently represent a hydrogen atom or an alkyl group, and Q ^1a is -CO-, -COO-, -OCO-, -CONH- or phenylene. A group is represented, L ¹ represents a single bond or a divalent linking group, and Y ¹ represents an ethylenically unsaturated group. R ^a1 to R ^a3 carbon number of the alkyl group represented by is 1 to 10, more preferably 1 to 3, 1 is more preferred. Q ^1a is preferably -COO- or -CONH-, and more preferably -COO-.

In formula ^{(A-1-1b), R a10} and ^{R a11} are each independently represent a hydrogen atom or an alkyl group, m1 represents an integer of 1 to 5, ^{L 1} represents a single bond or a divalent linking of Represents a group and ^{Y 1} represents an ethylenically unsaturated group. The ^{number of carbon atoms of the alkyl group represented by R a10} and R ^a11 is preferably 1 to 10, and more preferably 1 to 3.

The polymerizable resin preferably further contains a repeating unit having a graft chain. Since the polymerizable resin contains a repeating unit having a graft chain, it is possible to more effectively suppress the aggregation of the pigment A due to steric hindrance caused by the graft chain. Further, at the time of forming the cured film, the polymerizable resin can be polymerized in the vicinity of the pigment A to firmly hold the pigment A in the film, and the heat diffusion of the pigment A due to heating can be suppressed more effectively. Therefore, it is possible to form a cured film having better heat resistance. The polymerizable resin preferably contains 1.0 to 60 mol%, more preferably 1.5 to 50 mol%, of the repeating units having a graft chain in all the repeating units of the polymerizable resin. A polymerizable resin containing a repeating unit having a graft chain is preferably used as a dispersant.

In the present invention, the graft chain means a polymer chain that branches and extends from the main chain of a repeating unit. The length of the graft chain is not particularly limited, but the longer the graft chain, the higher the steric repulsion effect, and the dispersibility of the pigment A or the like can be enhanced. As the graft chain, the number of atoms excluding hydrogen atoms is preferably 40 to 10,000, the number of atoms excluding hydrogen atoms is more preferably 50 to 2000, and the number of atoms excluding hydrogen atoms is 60 to. It is more preferably 500.

The graft chain preferably comprises at least one structural repeating unit selected from polyester repeating units, polyether repeating units, poly (meth) acrylic repeating units, polyurethane repeating units, polyurea repeating units and polyamide repeating units. It is more preferred to include repeating units of at least one structure selected from repeating units, polyether repeating units and poly (meth) acrylic repeating units, even more preferably including polyester repeating units. Examples of the polyester repeating unit include repeating units having a structure represented by the following formula (G-1), formula (G-4) or formula (G-5). Further, as the polyether repeating unit, a repeating unit having a structure represented by the following formula (G-2) can be mentioned. Further, as the poly (meth) acrylic repeating unit, a repeating unit having a structure represented by the following formula (G-3) can be mentioned.

In the above formula, ^RG1 and ^RG2 each represent an alkylene group. It is not particularly restricted but includes alkylene groups represented by R ^G1 and R ^G2, preferably a linear or branched alkylene group having 1 to 20 carbon atoms, 2 to 16 carbon atoms linear or branched alkylene A group is more preferable, and a linear or branched alkylene group having 3 to 12 carbon atoms is further preferable.
In the above formula, ^RG3 represents a hydrogen atom or a methyl group.
In the above formula, Q ^G1 represents -O- or -NH-, and LG ¹ represents a single bond or a divalent linking group. The divalent linking group includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an alkyleneoxy group (preferably an alkyleneoxy group having 1 to 12 carbon atoms), and an oxyalkylene carbonyl group (preferably 1 to 12 carbon atoms). ~ 12 oxyalkylene carbonyl group), arylene group (preferably arylene group having 6 to 20 carbon atoms), _{-NH-, -SO-, -SO 2-} , -CO-, -O-, -COO-, OCO -, -S- and groups consisting of a combination of two or more of these can be mentioned.
^RG4 represents a hydrogen atom or a substituent. Examples of the substituent include 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 the like.

The terminal structure of the graft chain is not particularly limited. It may be a hydrogen atom or a substituent. Examples of the substituent include 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 the like. Among them, a group having a steric repulsion effect is preferable, and an alkyl group or an alkoxy group having 5 to 24 carbon atoms is preferable, from the viewpoint of improving the dispersibility of the coloring material or the like. The alkyl group and the alkoxy group may be linear, branched, or cyclic, and are preferably linear or branched.

In the present invention, the graft chain has a structure represented by the following formula (G-1a), formula (G-2a), formula (G-3a), formula (G-4a) or formula (G-5a). It is preferable to have.

In the above ^formula, and ^{R G1} and ^{R G2,} each represent an alkylene ^{group, R G3} represents a hydrogen atom or a methyl ^{group, Q G1} represents -O- or ^{-NH-, L G1} represents a single bond or It represents a divalent linking group, R ^G4 represents a hydrogen atom or a substituent, W ¹⁰⁰ represents a hydrogen atom or a substituent. n1 to n5 each independently represent an integer of 2 or more. For ^{R G1 ~R G4, Q G1,} L G1 , Formula (G1) ~ (G-5 ) has the same meaning as ^{R G1 ~R G4, Q G1,} L G1 described in, the preferred range is also the same be.

In the formulas (G-1a) to (G-5a), W ¹⁰⁰ is preferably a substituent. Examples of the substituent include 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 the like. Among them, a group having a steric repulsion effect is preferable, and an alkyl group or an alkoxy group having 5 to 24 carbon atoms is preferable, from the viewpoint of improving the dispersibility of the coloring material or the like. The alkyl group and the alkoxy group may be linear, branched, or cyclic, and are preferably linear or branched.

In the formulas (G-1a) to (G-5a), n1 to n5 are preferably integers of 2 to 100, more preferably integers of 2 to 80, and even more preferably integers of 8 to 60.

In the formula (G-1a), R ^G1 each other in each repeating unit in the case of n1 is 2 or more, may be the same or may be different. When ^RG1 contains two or more different repeating units, the arrangement of each repeating unit is not particularly limited and may be random, alternating, or block. The same applies to the formulas (G-2a) to (G-5a).

Examples of the repeating unit having a graft chain include a repeating unit represented by the following formula (A-1-2).

In formula (A-1-2), X ² represents the backbone of the repeating unit, L ² represents a single bond or a divalent linking group, and W ¹ represents a graft chain. As the main chain of the repeating unit represented by ^{X 2} in the formula (A-1-2), ^{the structure described by X 1} in the formula (A-1-1) can be mentioned, and the preferred range is also the same. ^{The divalent linking group represented by L 2} in the formula (A-1-2) includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms) and an arylene group (preferably an arylene group having 6 to 20 carbon atoms). , -NH-, -SO-, -SO _2- , -CO-, -O-, -COO-, OCO-, -S- and groups consisting of a combination of two or more of these. ^{Examples of the graft chain represented by W 1} in the formula (A-1-2) include the above-mentioned graft chain.

Specific examples of the repeating unit represented by the formula (A-1-2) include the repeating unit represented by the following formula (A-1-2a) and the repeating unit represented by the following formula (A-1-2b). Units and the like can be mentioned.

In the formula (A-1-2a), R ^{b1 to} R ^b3 independently represent a hydrogen atom or an alkyl group, and Q ^b1 is -CO-, -COO-, -OCO-, -CONH- or phenylene. Group represents a group, L ² represents a single bond or a divalent linking group, and W ¹ represents a graft chain. The ^{number of carbon atoms of the alkyl group represented by R b1 to} R ^b3 is preferably 1 to 10, more preferably 1 to 3, and even more preferably 1. Q ^b1 is preferably -COO- or -CONH-, and more preferably -COO-.

In formula (A-1-2b), R ^b10 and R ^b11 independently represent a hydrogen atom or an alkyl group, m2 represents an integer of 1 to 5, and L ² is a single bond or a divalent link. Represents a group and W ¹ represents a graft chain. The ^{number of carbon atoms of the alkyl group represented by R b10} and R ^b11 is preferably 1 to 10, and more preferably 1 to 3.

When the polymerizable resin contains a repeating unit having a graft chain, the weight average molecular weight (Mw) of the repeating unit having a graft chain is preferably 1000 or more, more preferably 1000 to 10000, and 1000 to 7500. Is more preferable. In the present invention, the weight average molecular weight of the repeating unit having a graft chain is a value calculated from the weight average molecular weight of the raw material monomer used for the polymerization of the repeating unit. For example, repeating units with graft chains can be formed by polymerizing macromonomers. Here, the macromonomer means a polymer compound having a polymerizable group introduced at the end of the polymer. When a repeating unit having a graft chain is formed using a macromonomer, the weight average molecular weight of the macromonomer corresponds to the repeating unit having a graft chain.

It is also preferable that the polymerizable resin further contains a repeating unit having an acid group. By further including the repeating unit having an acid group in the polymerizable resin, the dispersibility of the pigment A or the like can be further improved. Furthermore, the developability can be improved. Examples of the acid group include a carboxyl group, a sulfo group, and a phosphoric acid group.

Examples of the repeating unit having an acid group include a repeating unit represented by the following formula (A-1-3).

In formula (A-1-3), X ³ represents the backbone of the repeating unit, L ³ represents a single bond or a divalent linking group, and A ¹ represents an acid group. As the main chain of the repeating unit represented by ^{X 3} in the formula (A-1-3), ^{the structure described by X 1} in the formula (A-1-1) can be mentioned, and the preferred range is also the same. ^{The divalent linking group represented by L 3} in the formula (A-1-3) includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms) and an alkenylene group (preferably an alkenylene group having 2 to 12 carbon atoms). , An alkyleneoxy group (preferably an alkyleneoxy group having 1 to 12 carbon atoms), an oxyalkylenecarbonyl group (preferably an oxyalkylenecarbonyl 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- and a group consisting of a combination of two or more of these. The alkylene group, the alkylene group in the alkyleneoxy group, and the alkylene group in the oxyalkylenecarbonyl group may be linear, branched, or cyclic, and are preferably linear or branched. Further, the alkylene group, the alkylene group in the alkyleneoxy group, and the alkylene group in the oxyalkylenecarbonyl group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and the like. ^{Examples of the acid group represented by A 1} in the formula (A-1-3) include a carboxyl group, a sulfo group, and a phosphoric acid group.

Specific examples of the repeating unit represented by the formula (A-1-3) include a repeating unit represented by the following formula (A-1-3a) and a repeating unit represented by the following formula (A-1-3b). Units and the like can be mentioned.

In the formula (A-1-3a), R ^{c1 to} R ^c3 independently represent a hydrogen atom or an alkyl group, and Q ^c1 is -CO-, -COO-, -OCO-, -CONH- or phenylene. A group represents a group, L ³ represents a single bond or a divalent linking group, and A ¹ represents an acid group. The ^{number of carbon atoms of the alkyl group represented by R c1 to} R ^c3 is preferably 1 to 10, more preferably 1 to 3, and even more preferably 1. Q ^c1 is preferably -COO- or -CONH-, more preferably -COO-.

In formula ^{(A-1-3b), R c10} and ^{R c11} are each independently a hydrogen atom or an alkyl group, m3 represents an integer of 1 to 5, ^{L 3} represents a single bond or a divalent linking of A group represents a group, and A ¹ represents an acid group. The ^{number of carbon atoms of the alkyl group represented by R c10} and R ^c11 is preferably 1 to 10, and more preferably 1 to 3.

When the polymerizable resin contains a repeating unit having an acid group, the content of the repeating unit having an acid group is preferably 80 mol% or less, preferably 10 to 80 mol% in all the repeating units of the polymerizable resin. More preferred.

The acid value of the polymerizable resin is preferably 20 to 150 mgKOH / g. The upper limit is more preferably 100 mgKOH / g or less. The lower limit is preferably 30 mgKOH / g or more, and more preferably 35 mgKOH / g or more. When the acid value of the polymerizable resin is within the above range, particularly excellent dispersibility can be easily obtained. Furthermore, excellent developability can be easily obtained.

Further, as another repeating unit, the polymerizable resin may be 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 dimer". It is possible to include repeating units derived from the monomer component containing).

式（ＥＤ２）中、Ｒは、水素原子または炭素数１〜３０の有機基を表す。式（ＥＤ２）で表される化合物の具体例としては、特開２０１０−１６８５３９号公報に記載された化合物が挙げられる。In formula (ED1), R ¹ and R ² each independently represent a hydrocarbon group having 1 to 25 carbon atoms which may have a hydrogen atom or a substituent.

In formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. Specific examples of the compound represented by the formula (ED2) include the compounds described in JP-A-2010-168539.

As a specific example of the ether dimer, for example, paragraph number 0317 of JP2013-209760A can be referred to, and the content thereof is incorporated in the present specification. The ether dimer may be only one kind or two or more kinds.

式中、Ｚ^１は、（ｍ＋ｎ）価の連結基を表し、
Ｙ^１およびＹ^２は、それぞれ独立して単結合または連結基を表し、
Ａ^１は顔料吸着部を含む基を表し、
Ｐ^１はポリマー鎖を表し、
ｎは１〜２０を表し、ｍは１〜２０を表し、ｍ＋ｎは３〜２１であり、
ｎ個のＹ^１およびＡ^１はそれぞれ同一であってもよく、異なっていてもよく、
ｍ個のＹ^２およびＰ^１はそれぞれ同一であってもよく、異なっていてもよく、
Ｚ^１、Ａ^１およびＰ^１の少なくとも一つはエチレン性不飽和基を表す。
性基を含む。In the present invention, as the polymerizable resin, a compound represented by the following formula (SP-1) (hereinafter, also referred to as compound (SP-1)) can be used. Compound (SP-1) can be preferably used as a dispersant.

In the formula, Z ¹ represents a (m + n) valence linking group.
Y ¹ and Y ² independently represent a single bond or a linking group, respectively.
A ¹ represents a group containing a pigment adsorbing portion.
P ¹ represents a polymer chain
n represents 1 to 20, m represents 1 to 20, m + n represents 3 to 21, and so on.
Each of n Y ¹ and A ¹ may be the same or different,
The m pieces of Y ² and P ¹ may be the same or different, respectively.
At ^{least one of Z 1} , A ¹ and P ¹ represents an ethylenically unsaturated group.
Includes sex groups.

Examples of the ethylenically unsaturated group contained in the compound (SP-1) include a vinyl group, a vinyloxy group, an allyl group, a metallicyl group, a (meth) acryloyl group, a styrene group, a cinnamoyl group and a maleimide group, and examples thereof include (meth). Acryloyl group, styrene group and maleimide group are preferable, (meth) acryloyl group is more preferable, and acryloyl group is particularly preferable.

In the compound (SP-1), the ethylenically unsaturated group may be contained in any ^{one of Z 1} , A ¹ and P 1, but is preferably contained in ^{P 1.} When P ¹ contains an ethylenically unsaturated group, P ¹ is preferably a polymer chain having a repeating unit containing an ethylenically unsaturated group in the side chain.

In the formula (SP-1), A ¹ represents a group containing a pigment adsorbing portion. The pigment adsorbing portion includes an organic dye structure, a heterocyclic structure, an acid group, a group having a basic nitrogen atom, a urea group, a urethane group, a group having a coordinating oxygen atom, a hydrocarbon group having 4 or more carbon atoms, and an alkoxy. Examples thereof include a silyl group, an epoxy group, an isocyanate group and a hydroxy group, and a heterocyclic structure, an acid group, a group having a basic nitrogen atom, a hydrocarbon group having 4 or more carbon atoms and a hydroxy group are preferable, and the dispersibility of the coloring material is high. From the viewpoint, an acid group is more preferable. Examples of the acid group include a carboxyl group, a sulfo group and a phosphoric acid group, and a carboxyl group is preferable.

Pigment adsorbing part, in one of A ^1, may be contained at least one, may contain two or more. A ¹ preferably contains 1 to 10 pigment adsorbing portions, and more preferably 1 to 6 pigment adsorbing portions. The groups including the pigment adsorbing portion represented by A ¹ include the above-mentioned pigment adsorbing portion, 1 to 200 carbon atoms, 0 to 20 nitrogen atoms, 0 to 100 oxygen atoms, and 1 to 400 atoms. A group formed by bonding a hydrogen atom of No. 1 and a linking group consisting of 0 to 40 sulfur atoms can be mentioned. For example, one or more pigment adsorbing portions via a chain saturated hydrocarbon group having 1 to 10 carbon atoms, a cyclic saturated hydrocarbon group having 3 to 10 carbon atoms, or an aromatic hydrocarbon group having 5 to 10 carbon atoms. Examples thereof include groups formed by bonding. The above-mentioned chain saturated hydrocarbon group, cyclic saturated hydrocarbon group and aromatic hydrocarbon group may further have a substituent. Substituents include an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 16 carbon atoms, a hydroxy group, an amino group, a carboxyl group, a sulfonic acid amide group, an N-sulfonylamide group, and an acyloxy group having 1 to 6 carbon atoms. Examples thereof include an alkoxy group having 1 to 20 carbon atoms, a halogen atom, an alkoxycarbonyl group having 2 to 7 carbon atoms, a cyano group, a carbonate ester group, and a photocurable group. Further, when the pigment adsorption unit itself can constitute a monovalent group, the pigment adsorbing portion itself may be A ^1.

The chemical formula of A ¹ is preferably 30 to 2000. The upper limit is preferably 1000 or less, and more preferably 800 or less. The lower limit is preferably 50 or more, and more preferably 100 or more. When ^{the chemical formula amount of A 1} is within the above range, the adsorptivity to the coloring material is good. The chemical formula of A ¹ is a value calculated from the structural formula.

In formula (SP-1), Z ¹ represents a (m + n) valent linking group. The (m + n) -valent linking group includes 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. There is a group consisting of. Examples of the (m + n) valent linking group include the following structural units or groups composed of two or more combinations of the following structural units (which may form a ring structure).

The chemical formula amount of Z ¹ is preferably 20 to 3000. The upper limit is preferably 2000 or less, and more preferably 1500 or less. The lower limit is preferably 50 or more, and more preferably 100 or more. The chemical formula of Z ¹ is a value calculated from the structural formula. For specific examples of the (m + n) valence linking group, paragraph numbers 0043 to 0055 of JP-A-2014-177613 can be referred to, and the contents thereof are incorporated in the present specification.

In formula (SP-1), Y ¹ and Y ² independently represent a single bond or a linking group, respectively. Examples of the linking group include a group consisting of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Be done. The above-mentioned group may further have the above-mentioned substituent. Examples of the ^{linking group represented by Y 1} and Y ² include a group composed of the following structural units or a combination of two or more of the following structural units.

In formula (SP-1), P ¹ represents a polymer chain. The ^{polymer chain represented by P 1} is at least selected from a poly (meth) acrylic repeating unit, a polyether repeating unit, a polyester repeating unit, a polyamide repeating unit, a polyimide repeating unit, a polyimine repeating unit and a polyurethane repeating unit in the main chain. It is preferably a polymer chain having one type of repeating unit. Further, the ^{polymer chain represented by P 1} is preferably a polymer chain containing a repeating unit represented by the following formulas (P1-1) to (P1-5).

In the above formula, ^RG1 and ^RG2 each represent an alkylene group. The alkylene group represented by R ^G1 and R ^G2, preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms , A linear or branched alkylene group having 3 to 12 carbon atoms is more preferable. The alkylene group may have a substituent. Examples of the substituent include 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 ethylenically unsaturated groups.
In the above formula, ^RG3 represents a hydrogen atom or a methyl group.
In the above formula, Q ^G1 represents -O- or -NH-, LG ¹ represents a single bond or an arylene group, and LG ² represents a single bond or a divalent linking group. Q ^G1 is preferably −O−. ^LG1 is preferably a single bond. ^Examples of the divalent linking group represented by LG2 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-, and -SO-. _{-SO 2 -, - CO -,} - O -, - COO -, - OCO -, - S -, - NHCO -, - CONH-, and include a group formed by combining two or more of these.
^RG4 represents a hydrogen atom or a substituent. Examples of the substituent include 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, an ethylenically unsaturated group, an acid group and the like. Can be mentioned.

In P ^1, the number of repetitions of the repeating units described above is preferably 3-2000. The upper limit is preferably 1500 or less, more preferably 1000 or less. The lower limit is preferably 5 or more, and more preferably 7 or more. Further, P ¹ is preferably a polymer chain having a repeating unit containing an ethylenically unsaturated group in the side chain. Further, in all repeating units constituting the P ^1, the ratio of the repeating unit containing an ethylenically unsaturated group in the side chain is preferably 1 mol% or more, more preferably 2 mol% or more, It is more preferably 3 mol% or more. The upper limit can be 100 mol%. Further, when P ¹ is a polymer chain having a repeating unit containing an ethylenically unsaturated group in the ^{side chain, P 1} has another repeating unit in addition to the repeating unit containing an ethylenically unsaturated group in the side chain. It is also preferable to include it. Examples of other repeating units include repeating units containing an acid group in the side chain. By including the repeating unit in which P ¹ contains an ethylenically unsaturated group in the side chain and the repeating unit in which the side chain contains an acid group, the generation of development residue is further increased when the pattern is formed by the photolithography method. It can be effectively suppressed. When P ¹ contains a repeating unit containing an acid group in the side chain, the ratio of the repeating unit containing an acid group in the side chain is preferably 50 mol% or less in all the repeating units constituting ^{P 1.} It is more preferably 2 to 48 mol%, further preferably 4 to 46 mol%.

The weight average molecular weight of the polymer chain represented by P ¹ is preferably 1000 or more, and more preferably 1000 to 10000. The upper limit is preferably 9000 or less, more preferably 6000 or less, and further preferably 3000 or less. The lower limit is preferably 1200 or more, and more preferably 1400 or more. The weight average molecular weight of P ¹ is a value calculated from the weight average molecular weight of the raw material used for introducing the polymer chain.

(Compound with epoxy group)
In the present invention, as a compound having an epoxy group used as a curable compound (hereinafter, also referred to as an epoxy compound), a compound having two or more epoxy groups in one molecule is preferably used. The upper limit of the number of epoxy groups in the epoxy compound is preferably 100 or less, more preferably 10 or less, and further preferably 5 or less.

The epoxy equivalent of the epoxy compound (= molecular weight of the compound having an epoxy group / number of epoxy groups) is preferably 500 g / eq or less, more preferably 100 to 400 g / eq, and 100 to 300 g / eq. It is more preferable to have.

The epoxy compound may be a low molecular weight compound (for example, a molecular weight of less than 1000) or a polymer compound (for example, a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more). The molecular weight of the epoxy compound (in the case of a polymer, the weight average molecular weight) is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the molecular weight (in the case of a polymer, the weight average molecular weight) is preferably 3000 or less, more preferably 2000 or less, still more preferably 1500 or less.

Examples of the epoxy compound are described in paragraphs 0034 to 0036 of JP2013-011869, paragraph numbers 0147 to 0156 of JP2014-0435556, and paragraph numbers 0083-0092 of JP2014-089408. Compounds can also be used. These contents are incorporated herein. Commercially available epoxy compounds include, for example, jER825, jER827, jER828, jER834, jER1001, jER1002, jER1003, jER1055, jER1007, jER1009, and jER1010 (all manufactured by Mitsubishi Chemical Corporation) as bisphenol A type epoxy resins. EPICLON860, EPICLON1050, EPICLON1051, EPICLON1055 (all manufactured by DIC Co., Ltd.), etc., and the bisphenol F type epoxy resins include jER806, jER807, jER4004, jER4005, jER4007, jER4010 (all manufactured by Mitsubishi Chemical Co., Ltd.). EPICLON830, EPICLON835 (above, manufactured by DIC Co., Ltd.), LCE-21, RE-602S (above, manufactured by Nippon Kayaku Co., Ltd.), etc. The phenol novolac type epoxy resin includes jER152, jER154, jER157S70, jER157S65. (The above is manufactured by Mitsubishi Chemical Co., Ltd.), EPICLON N-740, EPICLON N-770, EPICLON N-775 (above, manufactured by DIC Co., Ltd.), etc. The cresol novolac type epoxy resin is EPICLON N-660. , EPICLON N-665, EPICLON N-670, EPICLON N-673, EPICLON N-680, EPICLON N-690, EPICLON N-695 (all manufactured by DIC Co., Ltd.), EOCN-1020 (Nippon Kayaku Co., Ltd.) As the aliphatic epoxy resin, ADEKA RESIN EP-4080S, EP-4085S, EP-4088S (all manufactured by ADEKA Co., Ltd.), celoxide 2021P, celoxside 2081, celoxside 2083, celoxside 2085, etc. EHPE3150, EPOLEAD PB 3600, PB 4700 (above, manufactured by Daicel Co., Ltd.), Denacol EX-212L, EX-214L, EX-216L, EX-321L, EX-850L (above, manufactured by Nagase Chemtex Corporation) And so on. In addition, ADEKA RESIN EP-4000S, EP-4003S, EP-4010S, EP-4011S (all manufactured by ADEKA Corporation), NC-2000, NC-3000, NC-7300, XD-1000, Examples thereof include EPPN-501, EPPN-502 (all manufactured by ADEKA Corporation), jER1031S (manufactured by Mitsubishi Chemical Corporation), and the like.

The content of the curable compound is preferably 1 to 50% by mass based on the total solid content of the coloring composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.
When a polymerizable monomer is used as the curable compound, the content of the polymerizable monomer is preferably 0.1 to 40% by mass in the total solid content of the coloring composition. The lower limit is preferably 1% by mass or more, and more preferably 2% by mass or more. The upper limit is preferably 30% by mass or less, more preferably 20% by mass or less, and further preferably 10% by mass or less.
When a polymerizable resin is used as the curable compound, the content of the polymerizable resin is preferably 1 to 50% by mass in the total solid content of the coloring composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.
The total content of the polymerizable monomer and the polymerizable resin is preferably 1 to 50% by mass in the total solid content of the coloring composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less. Further, the content of the polymerizable resin in the total amount of the polymerizable monomer and the polymerizable resin is preferably 70% by mass or more, more preferably 80% by mass or more.
When an epoxy compound is used as the curable compound, the content of the epoxy compound is preferably 0.1 to 40% by mass based on the total solid content of the coloring composition. The lower limit is, for example, more preferably 1% by mass or more, further preferably 2% by mass or more. The upper limit is, for example, more preferably 30% by mass or less, further preferably 20% by mass or less. The epoxy compound may be used alone or in combination of two or more. When the polymerizable compound and the compound having an epoxy group are used in combination, the ratio (mass ratio) of the two is preferably mass of the polymerizable compound: mass of the compound having an epoxy group = 100: 1 to 100: 400. , 100: 1 to 100: 100 is more preferable, and 100: 1 to 100: 50 is even more preferable.

The following is mentioned as a preferable aspect of the coloring composition of this invention.
The coloring composition contains a monomer having an ethylenically unsaturated group (polymerizable monomer) and a resin.
^{M 1} / B ^1, which is the ratio of ^{the mass M 1} of the monomer having an ethylenically unsaturated group (polymerizable monomer) contained in the coloring composition to the mass B ^{1 of the} resin contained in the coloring composition, is 0.35. The following, preferably 0.25 or less, and more preferably 0.21 or less. According to the coloring composition of this embodiment, a cured film having higher heat resistance can be formed. Further, it is possible to suppress the film shrinkage at the time of forming the cured film. In particular, when a polymerizable resin is used as the resin, the above effect can be obtained more remarkably. The lower limit of the value of M ¹ / B ¹ is preferably 0.01 or more, more preferably 0.04 or more, and further preferably 0.07 or more. The mass B ¹ of the resin is the total amount of the above-mentioned polymerizable resin and other resins described later. When the coloring composition does not contain other resins, the mass B ¹ of the resin is the mass of the above-mentioned polymerizable resin. When the coloring composition does not contain the polymerizable resin, the mass B ¹ of the resin is the mass of another resin.
Further, in the above embodiment, the total content of the polymerizable monomer and the resin is preferably 1 to 50% by mass based on the total solid content of the coloring composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.

<< Other resins >>
The coloring composition of the present invention can further contain a resin containing no curable group (hereinafter, also referred to as another resin). Other resins are blended, for example, for the purpose of dispersing particles such as pigments in a composition or for a binder. A resin mainly used for dispersing particles such as pigments is also referred to as a dispersant. However, such an application of the resin is an example, and the resin can be used for a purpose other than such an application.

The weight average molecular weight (Mw) of the other resin is preferably 2000 to 2000000. The upper limit is preferably 1,000,000 or less, more preferably 500,000 or less. The lower limit is preferably 3000 or more, and more preferably 5000 or more.

Other resins include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, and polyamide. Examples thereof include imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin and the like. One of these resins may be used alone, or two or more thereof may be mixed and used.

Other resins may have an acid group. Examples of the acid group include a carboxyl group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group and the like, and a carboxyl group is preferable. These acid groups may be only one kind or two or more kinds. The resin having an acid group can also be used as an alkali-soluble resin.

As the resin having an acid group, a polymer having a carboxyl group in the side chain is preferable. Specific examples include alkali-soluble such as methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, and novolak resin. Examples thereof include a phenol resin, an acidic cellulose derivative having a carboxyl group in the side chain, and a resin in which an acid anhydride is added to a polymer having a hydroxy group. In particular, a copolymer of (meth) acrylic acid and another monomer copolymerizable therewith is suitable as the alkali-soluble resin. Examples of other monomers copolymerizable with (meth) acrylic acid include alkyl (meth) acrylates, aryl (meth) acrylates, vinyl compounds and the like. Examples of the alkyl (meth) acrylate and aryl (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, and pentyl (meth) acrylate. Hexyl (meth) acrylate, octyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, tolyl (meth) acrylate, naphthyl (meth) acrylate, cyclohexyl (meth) acrylate, glycidyl (meth) acrylate and the like can be mentioned. Be done. Examples of the vinyl compound include styrene, α-methylstyrene, vinyltolune, acrylonitrile, vinylacetate, N-vinylpyrrolidone, polystyrene macromonomer, polymethylmethacrylate macromonomer and the like. As the other monomer, N-position substituted maleimide monomer described in JP-A-10-300922, for example, N-phenylmaleimide, N-cyclohexylmaleimide and the like can also be used. The other monomers copolymerizable with these (meth) acrylic acids may be only one kind or two or more kinds.

Resins having an acid group include benzyl (meth) acrylate / (meth) acrylic acid copolymer, benzyl (meth) acrylate / (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate copolymer, and benzyl (meth). A multiplex copolymer composed of acrylate / (meth) acrylic acid / other monomer can be preferably used. Further, a copolymer of 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer described in JP-A-07-140654, 2 -Hydroxy-3-phenoxypropyl acrylate / polymethylmethacrylate macromonomer / benzylmethacrylate / methacrylic acid copolymer, 2-hydroxyethylmethacrylate / polystyrene macromonomer / methylmethacrylate / methacrylic acid copolymer, 2-hydroxyethylmethacrylate / polystyrene Macromonomer / benzyl methacrylate / methacrylic acid copolymer and the like can also be preferably used.

The resin having an acid group is also preferably a polymer containing a repeating unit derived from the above-mentioned monomer component containing an ether dimer.

式（Ｘ）において、Ｒ_１は、水素原子またはメチル基を表し、Ｒ_２は炭素数２〜１０のアルキレン基を表し、Ｒ_３は、水素原子またはベンゼン環を含んでもよい炭素数１〜２０のアルキル基を表す。ｎは１〜１５の整数を表す。The resin having an acid group may contain a repeating unit derived from the compound represented by the following formula (X).

In formula (X), R ₁ represents a hydrogen atom or a methyl group, R ₂ represents an alkylene group having 2 to 10 carbon atoms, and R ₃ represents a hydrogen atom or a benzene ring having 1 to 20 carbon atoms. Represents the alkyl group of. n represents an integer of 1 to 15.

For the resin having an acid group, the description in paragraph Nos. 0558 to 0571 of JP2012-208494A (paragraph number 0685-0700 of the corresponding US Patent Application Publication No. 2012/0235099), JP2012-198408 The description of paragraphs 0076 to 0999 of the publication can be taken into consideration, and these contents are incorporated in the present specification. Further, as the resin having an acid group, a commercially available product can also be used.

The acid value of the resin having an acid group is preferably 30 to 200 mgKOH / g. The lower limit is preferably 50 mgKOH / g or more, and more preferably 70 mgKOH / g or more. The upper limit is preferably 150 mgKOH / g or less, and more preferably 120 mgKOH / g or less.

The coloring composition of the present invention may also contain a resin as a dispersant. Examples of the dispersant include an acidic dispersant (acidic resin) and a basic dispersant (basic resin). Here, the acidic dispersant (acidic resin) represents a resin in which the amount of acid groups is larger than the amount of basic groups. The acid dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol% or more when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%, and is substantially acid. A resin consisting only of a group is more preferable. The acid group of the acidic dispersant (acidic resin) is preferably a carboxyl group. The acid value of the acidic dispersant (acidic resin) is preferably 40 to 105 mgKOH / g, more preferably 50 to 105 mgKOH / g, and even more preferably 60 to 105 mgKOH / g. Further, the basic dispersant (basic resin) represents a resin in which the amount of basic groups is larger than the amount of acid groups. The basic dispersant (basic resin) is preferably a resin in which the amount of basic groups exceeds 50 mol% when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%. The basic group of the basic dispersant is preferably an amino group.

The resin used as the dispersant preferably contains a repeating unit having an acid group. Since the resin used as the dispersant contains a repeating unit having an acid group, it is possible to further reduce the residue generated on the base of the pixel when forming a pattern by the photolithography method.

The resin used as the dispersant is also preferably a graft resin. Examples of the graft resin include resins having a repeating unit represented by the formula (A-1-2) described in the above-mentioned section of polymerizable resin. For details of the graft resin, the description in paragraphs 0025 to 0094 of JP2012-255128A can be referred to, and the contents thereof are incorporated in the present specification.

The resin used as the dispersant is also preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. The polyimine-based dispersant has a main chain having a partial structure having a functional group of pKa14 or less, a side chain having 40 to 10,000 atoms, and a basic nitrogen atom in at least one of the main chain and the side chain. The resin to have is preferable. The basic nitrogen atom is not particularly limited as long as it is a nitrogen atom exhibiting basicity. Regarding the polyimine-based dispersant, the description in paragraphs 0102 to 0166 of JP2012-255128A can be referred to, and the content thereof is incorporated in the present specification.

The resin used as the dispersant is also preferably a resin having a structure in which a plurality of polymer chains are bonded to the core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of the dendrimer include the polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP2013-043962.

Dispersants are also available as commercial products, and specific examples thereof include DISPERBYK series manufactured by BYK Chemie (for example, DISPERBYK-111, 161 etc.) and Solsparse series manufactured by Japan Lubrizol Co., Ltd. (for example, DISPERBYK-111, 161 etc.). For example, Solsparse 76500) and the like. Further, the pigment dispersants described in paragraphs 0041 to 0130 of JP2014-130338A can also be used, and the contents thereof are incorporated in the present specification. The resin described as the dispersant can also be used for purposes other than the dispersant. For example, it can also be used as a binder.

When the coloring composition of the present invention contains another resin, the content of the other resin is preferably 30% by mass or less, preferably 20% by mass or less, based on the total solid content of the coloring composition of the present invention. Is more preferable, and 10% by mass or less is further preferable.
Further, the total content of the above-mentioned curable compound and other resins is preferably 1 to 50% by mass in the total solid content of the coloring composition of the present invention. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.

<< Photopolymerization Initiator >>
The coloring composition of the present invention preferably contains a photopolymerization initiator. In particular, when a compound having an ethylenically unsaturated group is used as the curable compound, it is preferable that the coloring composition of the present invention further contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and may be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet region to the visible region is preferable. The photopolymerization initiator is preferably a photoradical polymerization initiator.

Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, and thio compounds. , Ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds and the like. From the viewpoint of exposure sensitivity, the photopolymerization initiator is a trihalomethyltriazine compound, a benzyldimethylketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, or a triarylimidazole. It is preferably a dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound and a 3-aryl substituted coumarin compound, preferably an oxime compound and an α-hydroxyketone compound. , Α-Aminoketone compound, and a compound selected from an acylphosphine compound are more preferable, and an oxime compound is further preferable. Examples of the photopolymerization initiator include compounds described in paragraphs 0065 to 0111 of JP-A-2014-130173 and JP-A-6301489, the contents of which are incorporated in the present specification.

Examples of commercially available α-hydroxyketone compounds include IRGACURE-184, DAROCUR-1173, IRGACURE-500, IRGACURE-2959, and IRGACURE-127 (all manufactured by BASF). Examples of commercially available α-aminoketone compounds include IRGACURE-907, IRGACURE-369, IRGACURE-379, and IRGACURE-379EG (all manufactured by BASF). Examples of commercially available acylphosphine compounds include IRGACURE-819 and DAROCUR-TPO (all manufactured by BASF).

Examples of the oxime compound include the compounds described in JP-A-2001-233842, the compounds described in JP-A-2000-080068, and the compounds described in JP-A-2006-342166. C. S. The compound according to Perkin II (1979, pp. 1653-1660), J. Mol. C. S. The compound described in Perkin II (1979, pp. 156-162), the compound described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), the compound described in JP-A-2000-066385, the compound described in JP-A-2000-066385. Compounds described in JP-A-2000-080068, compounds described in JP-A-2004-534977, compounds described in JP-A-2006-342166, compounds described in JP-A-2017-019766, Patent No. 6065596, the compound described in International Publication No. 2015/152153, the compound described in International Publication No. 2017/051680, the compound described in JP-A-2017-198865, the compound described in International Publication No. 2017/164127. Examples thereof include the compounds described in paragraphs 0025 to 0038 of the issue, the compounds described in International Publication No. 2013/167515, and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminovtan-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, and the like. 2-Acetoxyimimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3- (4-toluenesulfonyloxy) iminobutane-2-one, and 2-ethoxycarbonyloxy Examples thereof include imino-1-phenylpropane-1-one. Commercially available products include IRGACURE-OXE01, IRGACURE-OXE02, IRGACURE-OXE03, IRGACURE-OXE04 (above, manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Powerful Electronics New Materials Co., Ltd.), ADEKA PTOMER N-1919. (Photopolymerization initiator 2) manufactured by ADEKA Corporation and described in JP2012-014552A. Further, as the oxime compound, it is also preferable to use a compound having no coloring property or a compound having high transparency and difficult to discolor. Examples of commercially available products include ADEKA ARCLUS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

In the present invention, an oxime compound having a fluorene ring can also be used as the photopolymerization initiator. Specific examples of the oxime compound having a fluorene ring include the compounds described in JP-A-2014-137466.

Further, as the photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring can also be used. Specific examples of such an oxime compound include the compounds described in International Publication No. 2013/083505.

In the present invention, an oxime compound having a fluorine atom can also be used as the photopolymerization initiator. Specific examples of the oxime compound having a fluorine atom are described in the compounds described in JP-A-2010-262028, compounds 24, 36-40 described in JP-A-2014-500852, and JP-A-2013-164471. Compound (C-3) and the like can be mentioned.

In the present invention, an oxime compound having a nitro group can be used as the photopolymerization initiator. The oxime compound having a nitro group is also preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP2013-114249A and paragraphs 0008-0012 and 0070-0079 of JP-A-2014-137466. Examples thereof include the compound described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071, ADEKA ARCULDS NCI-831 (manufactured by ADEKA Corporation).

In the present invention, an oxime compound having a benzofuran skeleton can also be used as the photopolymerization initiator. Specific examples include OE-01 to OE-75 described in International Publication No. 2015/036910.

Specific examples of the oxime compound preferably used in the present invention are shown below, but the present invention is not limited thereto.

The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. Further, the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1000 to 300,000, further preferably 2000 to 300,000, and 5000 to 20000. It is particularly preferable to have. The molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure at a concentration of 0.01 g / L using an ethyl acetate solvent with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).

As the photopolymerization initiator, a bifunctional or trifunctional or higher photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, so that good sensitivity can be obtained. Further, when a compound having an asymmetric structure is used, the crystallinity is lowered, the solubility in a solvent or the like is improved, the precipitation is less likely to occur with time, and the stability of the colored composition with time can be improved. .. Specific examples of the bifunctional or trifunctional or higher functional photo-radical polymerization initiator include Japanese Patent Publication No. 2010-527339, Japanese Patent Publication No. 2011-524436, International Publication No. 2015/004565, and Japanese Patent Publication No. 2016-532675. Dimerics of oxime compounds described in paragraphs 0407 to 0412, paragraphs 0039 to 0055 of International Publication No. 2017/033680, compounds (E) and compounds described in JP-A-2013-522445. G), Cmpd1-7 described in International Publication No. 2016/034943, Oxime Esters Photoinitiator described in paragraph No. 0007 of JP-A-2017-523465, JP-A-2017-167399. Examples thereof include the photoinitiator described in paragraphs 0020 to 0033, the photopolymerization initiator (A) described in paragraphs 0017 to 0026 of JP-A-2017-151342, and the like.

The content of the photopolymerization initiator in the total solid content of the coloring composition of the present invention is preferably 0.1 to 30% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably 20% by mass or less, more preferably 15% by mass or less. In the coloring composition of the present invention, only one kind of photopolymerization initiator may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.

<< Pigment derivative >>
The coloring composition of the present invention can contain a pigment derivative. Examples of the pigment derivative include compounds having a structure in which a part of the pigment is replaced with an acid group or a basic group. Examples of the pigment derivative include JP-A-56-118462, JP-A-63-246674, JP-A-01-217777, JP-A-03-099661, JP-A-03-026767, and JP-A-03. −153780, JP-A-03-405662, JP-A-04-285669, JP-A-06-145546, JP-A-06-21288, JP-A-06-240158, JP-A-10-030063 No. 10-195326, International Publication No. 2011/024896, Paragraph Nos. 0086 to 0098, International Publication No. 2012/102399, Paragraph Nos. 0063 to 0094, International Publication No. 2017/038252, Paragraph No. 0082 , The compound described in paragraph No. 0171 of JP-A-2015-151530, the compound described in JP-A-2015-172732, the compound described in JP-A-2014-199308, JP-A-2014-085562. The compound described, the compound described in JP-A-2014-035351, and the compound described in JP-A-2008-081565 can be used, and the contents thereof are incorporated in the present specification.

The content of the pigment derivative is preferably 1 to 50 parts by mass with respect to 100 parts by mass of the pigment. The lower limit is preferably 3 parts by mass or more, and more preferably 5 parts by mass or more. The upper limit is preferably 40 parts by mass or less, more preferably 30 parts by mass or less. When the content of the pigment derivative is within the above range, the dispersibility of the pigment can be enhanced and the aggregation of the pigment can be efficiently suppressed. The pigment derivative may be only one kind or two or more kinds. In the case of two or more types, it is preferable that the total amount thereof is within the above range.

<< Silane Coupling Agent >>
The coloring composition of the present invention can contain a silane coupling agent. According to this aspect, the adhesion of the obtained cured film to the support can be improved. In the present invention, the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups. Further, the hydrolyzable group refers to a substituent that is directly linked to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group and the like, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of the functional group other than the hydrolyzable group include a vinyl group, a (meth) allyl group, a (meth) acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group and an isocyanate group. , A phenyl group and the like, preferably an amino group, a (meth) acryloyl group and an epoxy group. Specific examples of the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP2009-242604A. The contents of are incorporated herein by reference.

The content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.1 to 5% by mass. The upper limit is preferably 3% by mass or less, more preferably 2% by mass or less. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The silane coupling agent may be only one kind or two or more kinds. In the case of two or more kinds, it is preferable that the total amount is within the above range.

<< Solvent >>
The coloring composition of the present invention can contain a solvent. Examples of the solvent include organic solvents. The solvent is basically not particularly limited as long as it satisfies the solubility of each component and the coatability of the coloring composition. Examples of the organic solvent include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, hydrocarbon-based solvents and the like. For these details, paragraph No. 0223 of International Publication No. 2015/166779 can be referred to, the contents of which are incorporated herein by reference. Further, an ester solvent substituted with a cyclic alkyl group and a ketone solvent substituted with a cyclic alkyl group can also be preferably used. 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, ethylcarbitol acetate, butylcarbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N, N-dimethylpropanamide, 3-butoxy-N , N-dimethylpropaneamide and the like. However, it may be better to reduce aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as a solvent for environmental reasons (for example, 50 mass ppm (parts per) with respect to the total amount of the organic solvent. Million) or less, 10 mass ppm or less, or 1 mass ppm or less).

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

Examples of the method for removing impurities such as metals from the solvent include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter. The filter pore diameter of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene or nylon.

The solvent may contain isomers (compounds having the same number of atoms but different structures). Further, only one kind of isomer may be contained, or a plurality of kinds may be contained.

The content of the peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of the peroxide.

The content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and further preferably 30 to 90% by mass.

Further, it is preferable that the coloring composition of the present invention does not substantially contain an environmentally regulated substance from the viewpoint of environmental regulations. In the present invention, substantially free of the environmentally regulated substance means that the content of the environmentally regulated substance in the coloring composition is 50 mass ppm or less, and preferably 30 mass ppm or less. It is more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less. Examples of the environmentally regulated substance include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These are REACH (Registration Evolution Analysis and Restriction of Chemicals) regulations, PRTR (Pollutant Release and Transfer Register) method, VOC (Volatile Organic Compounds) regulated by the REACH (Pollutant Release and Transfer Register) method, VOC (Volatile Organic Compounds), etc. The method is strictly regulated. These compounds may be used as a solvent in producing each component used in the coloring composition of the present invention, and may be mixed in the coloring composition as a residual solvent. From the viewpoint of human safety and consideration for the environment, it is preferable to reduce these substances as much as possible. As a method for reducing the environmentally regulated substance, there is a method of heating or depressurizing the inside of the system to raise the boiling point of the environmentally regulated substance or higher and distilling off the environmentally regulated substance from the system to reduce the amount. Further, when distilling off a small amount of an environmentally regulated substance, it is also useful to azeotrope with a solvent having a boiling point equivalent to that of the corresponding solvent in order to improve efficiency. When a compound having radical polymerization property is contained, a polymerization inhibitor or the like is added and the mixture is distilled off under reduced pressure in order to prevent the radical polymerization reaction from proceeding and cross-linking between molecules during distillation under reduced pressure. May be. These distillation methods include a raw material stage, a product obtained by reacting the raw materials (for example, a resin solution after polymerization or a polyfunctional monomer solution), or a colored composition stage prepared by mixing these compounds. It is possible at any stage of.

<< Polymerization inhibitor >>
The coloring composition of the present invention can contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), and the like. Examples thereof include 2,2'-methylenebis (4-methyl-6-t-butylphenol) and N-nitrosophenylhydroxyamine salts (ammonium salt, first cerium salt, etc.). Of these, p-methoxyphenol is preferable. The content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.

<< Surfactant >>
The coloring composition of the present invention can contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant can be used. As for the surfactant, the surfactant described in paragraph Nos. 0238 to 0245 of International Publication No. 2015/166779 is mentioned, and the content thereof is incorporated in the present specification.

In the present invention, the surfactant is preferably a fluorine-based surfactant. By containing a fluorine-based surfactant in the coloring composition, the liquid characteristics (particularly, fluidity) can be further improved, and the liquid saving property can be further improved. It is also possible to form a film having a small thickness unevenness.

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

Examples of the fluorine-based surfactant include the surfactants described in paragraphs 0060 to 0064 of Japanese Patent Laid-Open No. 2014-041318 (paragraphs 0060 to 0064 of the corresponding International Publication No. 2014/017669) and the like, Japanese Patent Application Laid-Open No. 2011-. The surfactants described in paragraphs 0117 to 0132 of the Publication No. 132503 are mentioned and their contents are incorporated herein by reference. Commercially available products of fluorine-based surfactants include, for example, Megafuck F171, F172, F173, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780, EXP, MFS. -330 (above, manufactured by DIC Co., Ltd.), Florard FC430, FC431, FC171 (above, manufactured by Sumitomo 3M Ltd.), Surfron S-382, SC-101, SC-103, SC-104, SC-105, Examples thereof include SC-1068, SC-381, SC-383, S-393, KH-40 (above, manufactured by AGC Inc.), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (above, manufactured by OMNOVA) and the like. ..

Further, the fluorine-based surfactant has a molecular structure having a functional group containing a fluorine atom, and an acrylic compound in which a portion of the functional group containing a fluorine atom is cut off and the fluorine atom volatilizes when heat is applied. Can be suitably used. Examples of such a fluorine-based surfactant include the Megafuck DS series manufactured by DIC Corporation (The Chemical Daily (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)), for example, Megafuck. DS-21 can be mentioned.

Further, as the fluorine-based surfactant, it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorine alkyl group or a fluorine alkylene ether group and a hydrophilic vinyl ether compound. For such a fluorine-based surfactant, the description in JP-A-2016-216602 can be referred to, and the content thereof is incorporated in the present specification.

上記の化合物の重量平均分子量は、好ましくは３０００〜５００００であり、例えば、１４０００である。上記の化合物中、繰り返し単位の割合を示す％はモル％である。As the fluorine-based surfactant, a block polymer can also be used. For example, the compounds described in JP-A-2011-089090 can be mentioned. The fluorine-based surfactant has a repeating unit derived from a (meth) acrylate compound having a fluorine atom and 2 or more (preferably 5 or more) alkyleneoxy groups (preferably ethyleneoxy groups and propyleneoxy groups) (meth). A fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used. The following compounds are also exemplified as the fluorine-based surfactant used in the present invention.

The weight average molecular weight of the above compounds is preferably 3000 to 50000, for example 14000. Among the above compounds,% indicating the ratio of the repeating unit is mol%.

Further, as the fluorine-based surfactant, a fluorine-containing polymer having an ethylenically unsaturated group in the side chain can also be used. As specific examples, the compounds described in paragraphs 0050 to 0090 and 0289 to 0295 of JP2010-164965 can be used, for example, Megafuck RS-101, RS-102, RS-718K manufactured by DIC Corporation. , RS-72-K and the like. As the fluorine-based surfactant, the compounds described in paragraphs 0015 to 0158 of JP-A-2015-117327 can also be used.

Nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane and their ethoxylates and propoxylates (eg, glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ethers, polyoxyethylene stearyl ethers, etc. 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 (BASF) , Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsparse 20000 (manufactured by Nippon Lubrizol Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (Fujifilm sum) Kojunyaku Co., Ltd.), Pionin D-6112, D-6112-W, D-6315 (Takemoto Yushi Co., Ltd.), Orfin E1010, Surfinol 104, 400, 440 (Nissin Chemical Industry Co., Ltd.) ) And so on.

Examples of the silicone-based surfactant include Torre Silicone DC3PA, Torre Silicone SH7PA, Torre Silicone DC11PA, Torre Silicone SH21PA, Torre Silicone SH28PA, Torre Silicone SH29PA, Torre Silicone SH30PA, Torre Silicone SH8400 (all, Toray Dow Corning 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, (Shinetsu Silicone Co., Ltd.), BYK307, BYK323, BYK330 (all manufactured by Big Chemie) and the like.

The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005 to 3.0% by mass. The surfactant may be only one kind or two or more kinds. In the case of two or more kinds, it is preferable that the total amount is within the above range.

<< UV absorber >>
The coloring composition of the present invention can contain an 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 and the like can be used. Examples of such compounds include paragraph numbers 0038 to 0052 of JP2009-217221A, paragraph numbers 0052 to 0072 of JP2012-208374A, and paragraph numbers 0317 to 0334 of JP2013-066814. The compounds described in paragraphs 0061 to 0080 of Japanese Patent Application Laid-Open No. 2016-162946 are mentioned, and the contents thereof are incorporated in the present specification. Examples of commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Kagaku Co., Ltd.). Examples of the benzotriazole compound include the MYUA series made of Miyoshi Oil & Fat (The Chemical Daily, February 1, 2016). Further, as the ultraviolet absorber, the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used.

The content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass. In the present invention, only one kind of ultraviolet absorber may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount is within the above range.

<< Antioxidant >>
The coloring composition of the present invention can contain an antioxidant. Examples of the antioxidant include a phenol compound, a phosphite ester compound, a thioether compound and the like. As the phenol compound, any phenol compound known as a phenolic antioxidant can be used. Preferred phenolic compounds include hindered phenolic compounds. A compound having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group is preferable. As the above-mentioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferable. Further, as the antioxidant, a compound having a phenol group and a phosphite ester group in the same molecule is also preferable. Further, as the antioxidant, a phosphorus-based antioxidant can also be preferably used. As a phosphorus-based antioxidant, Tris [2-[[2,4,8,10-tetrakis (1,1-dimethylethyl) dibenzo [d, f] [1,3,2] dioxaphosphepine-6) -Il] Oxy] Ethyl] amine, Tris [2-[(4,6,9,11-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosphepin-2-yl] ) Oxy] ethyl] amine, ethylbis phosphite (2,4-di-tert-butyl-6-methylphenyl) and the like. Commercially available products of antioxidants include, for example, Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, and Adekastab AO-80. , ADEKA STAB AO-330 (above, manufactured by ADEKA Corporation) and the like. Further, as the antioxidant, the compound described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, the compound described in International Publication No. 2017/006600, and the compound described in International Publication No. 2017/1604024 are used. It can also be used.

The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. Only one kind of antioxidant may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount is within the above range.

<< Other ingredients >>
The coloring composition of the present invention may be used as a sensitizer, a curing accelerator, a filler, a thermosetting accelerator, a plasticizer and other auxiliary agents (for example, conductive particles, a filler, a defoaming agent, etc.), if necessary. It may contain a flame retardant, a leveling agent, a peeling accelerator, a fragrance, a surface tension adjusting agent, a chain transfer agent, etc.). By appropriately containing these components, properties such as film physical characteristics can be adjusted. These components are described in, for example, paragraph No. 0183 or later of JP2012-003225A (paragraph number 0237 of the corresponding US Patent Application Publication No. 2013/0034812), paragraph 2008-250074. The descriptions of Nos. 0101 to 0104, 0107 to 0109, etc. can be taken into consideration, and these contents are incorporated in the present specification. In addition, the coloring composition of the present invention may contain a latent antioxidant, if necessary. The latent antioxidant is a compound whose site that functions as an antioxidant is protected by a protecting group and is heated at 100 to 250 ° C. or at 80 to 200 ° C. in the presence of an acid / base catalyst. This includes compounds in which the protecting group is desorbed and functions as an antioxidant. Examples of the latent antioxidant include compounds described in International Publication No. 2014/021023, International Publication No. 2017/030005, and JP-A-2017-008219. Examples of commercially available products of latent antioxidants include ADEKA ARKULS GPA-5001 (manufactured by ADEKA Corporation). Further, as described in Japanese Patent Application Laid-Open No. 2018-155881, C.I. I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.

The coloring composition of the present invention may contain a metal oxide in order to adjust the refractive index of the obtained film. Examples of the metal oxide include TiO ₂ , ZrO ₂ , Al ₂ O ₃ , SiO _{2 and the} like. The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. Further, in this case, the core portion may be hollow.

The coloring composition of the present invention may contain a light resistance improving agent. Examples of the light resistance improving agent include the compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, the compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, and JP-A-2017-129774. The compounds described in paragraphs 0036 to 0037 and 0049 to 0052, the compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, paragraph numbers 0036 to 0037 of JP-A-2017-122803. , 0051 to 0054, compounds described in paragraph numbers 0025 to 0039 of International Publication No. 2017/164127, compounds described in paragraph numbers 0034 to 0047 of JP-A-2017-186546, JP-A-2015-025116. The compounds described in paragraph numbers 0019 to 0041 of JP-A, the compounds described in paragraph numbers 0101 to 0125 of JP2012-145604, the compounds described in paragraph numbers 0018 to 0021 of JP2012-103475A, specially mentioned. The compounds described in paragraphs 0015 to 0018 of JP-A-2011-257591, the compounds described in paragraph numbers 0017 to 0021 of JP-A-2011-191483, and paragraph numbers 0108 to 0116 of JP-A-2011-145668. , And the compounds described in paragraphs 0103 to 0153 of JP-A-2011-253174.

The coloring composition of the present invention preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less, still more preferably 10 ppm or less, which is not bound or coordinated with a pigment or the like. , It is particularly preferable that it is not substantially contained. According to this aspect, stabilization of pigment dispersibility (agglomeration suppression), improvement of spectral characteristics due to improvement of dispersibility, stabilization of curable components, suppression of conductivity fluctuation due to elution of metal atoms / metal ions, and display. Effects such as improvement of characteristics can be expected. Further, JP-A-2012-153996, JP-A-2000-34585, JP-A-2005-2005, JP-A-08-043620, JP-A-2004-145878, JP-A-2014-119487, Described in JP-A-2010-083979, JP-A-2017-090930, JP-A-2018-025612, JP-A-2018-025797, JP-A-2017-155228, JP-A-2018-036521 and the like. The effect that was done is also obtained. Examples of the types of free metals include Na, K, Ca, Sc, Ti, Mn, Cu, Zn, Fe, Cr, Co, Mg, Al, Sn, Zr, Ga, Ge, Ag, Au, Pt, and the like. Examples thereof include Cs, Ni, Cd, Pb and Bi. Further, in the coloring composition of the present invention, the content of free halogen not bonded or coordinated with a pigment or the like is preferably 100 ppm or less, more preferably 50 ppm or less, and more preferably 10 ppm or less. It is more preferable, and it is particularly preferable that it is not substantially contained. Examples of the halogen include F, Cl, Br, I and their anions. Examples of the method for reducing free metals and halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with an ion-exchange resin.

It is also preferred that the coloring composition of the present invention is substantially free of terephthalic acid esters.

<Accommodation container>
The container for containing the coloring composition of the present invention is not particularly limited, and a known container can be used. In addition, as a storage container, for the purpose of suppressing impurities from being mixed into raw materials and coloring compositions, a multi-layer bottle having a container inner wall made of 6 types and 6 layers of resin and a bottle having 6 types of resin having a 7-layer structure. It is also preferable to use. Examples of such a container include the container described in Japanese Patent Application Laid-Open No. 2015-123351. Further, the inner wall of the colored composition is preferably made of glass or stainless steel for the purpose of preventing metal elution from the inner wall of the container, improving the storage stability of the composition, and suppressing the deterioration of the components. The storage conditions of the coloring composition of the present invention are not particularly limited, and conventionally known methods can be used. Further, the method described in JP-A-2016-180058 can also be used.

<Manufacturing method of coloring composition>
The coloring composition of the present invention can be produced by mixing the above-mentioned components. In the production of the coloring composition, all the components may be simultaneously dissolved and / or dispersed in a solvent to produce the coloring composition, or each component may be appropriately used as two or more solutions or dispersions, if necessary. Then, these may be mixed at the time of use (at the time of application) to produce a colored composition.

Further, it is preferable to include a process of dispersing the pigment in the production of the coloring composition. In the process of dispersing the pigment, the mechanical force used for dispersing the pigment includes compression, squeezing, impact, shearing, cavitation and the like. 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, ultrasonic dispersion and the like. Further, in the pulverization of the pigment in the sand mill (bead mill), it is preferable to use beads having a small diameter and to perform the treatment under the condition that the pulverization efficiency is increased by increasing the filling rate of the beads. Further, it is preferable to remove coarse particles by filtration, centrifugation or the like after the pulverization treatment. In addition, the process and disperser for dispersing pigments are "Dispersion Technology Taizen, published by Information Organization Co., Ltd., July 15, 2005" and "Dispersion technology and industrial application centered on suspension (solid / liquid dispersion system)". The process and disperser described in Paragraph No. 0022 of Japanese Patent Application Laid-Open No. 2015-157893, "Practical Comprehensive Data Collection, Published by Management Development Center Publishing Department, October 10, 1978" can be preferably used. Further, in the process of dispersing the pigment, the particles may be miniaturized in the salt milling step. For the materials, equipment, processing conditions, etc. used in the salt milling step, for example, the descriptions in JP-A-2015-194521 and JP-A-2012-046629 can be referred to.

In the production of the coloring composition, it is preferable to filter the coloring composition with a filter for the purpose of removing foreign substances and reducing defects. As the filter, any filter that has been conventionally used for filtration or the like can be used without particular limitation. For example, fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (eg, nylon-6, nylon-6,6), and polyolefin resins such as polyethylene and polypropylene (PP) (high density, ultrahigh molecular weight). A filter using a material such as (including a polyolefin resin) can be mentioned. Among these materials, polypropylene (including high-density polypropylene) and nylon are preferable.

The pore size of the filter is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. If the pore diameter of the filter is within the above range, fine foreign matter can be removed more reliably. For the hole diameter value of the filter, the nominal value of the filter manufacturer can be referred to. As the filter, various filters provided by Nippon Pole Co., Ltd. (DFA4201NIEY, etc.), Advantech Toyo Co., Ltd., Nippon Entegris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), KITZ Microfilter Co., Ltd., etc. can be used.

It is also preferable to use a fiber-shaped filter medium as the filter. Examples of the fiber-like filter medium include polypropylene fiber, nylon fiber, glass fiber and the like. Examples of commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.) and SHPX type series (SHPX003, etc.) manufactured by Roki Techno Co., Ltd.

When using filters, different filters (eg, first filter and second filter, etc.) may be combined. At that time, the filtration with each filter may be performed only once or twice or more. Further, filters having different pore diameters may be combined within the above-mentioned range. Further, the filtration with the first filter may be performed only on the dispersion liquid, and after mixing the other components, the filtration may be performed with the second filter.

<Hardened film>
The cured film of the present invention is a cured film obtained from the above-mentioned coloring composition of the present invention. The cured film of the present invention can be used for a color filter or the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter, and more specifically, it can be preferably used as a red colored layer (red pixel) of a color filter. The film thickness of the cured film of the present invention can be appropriately adjusted depending on the intended purpose. For example, the film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, still more preferably 0.3 μm or more.

<Color filter>
Next, the color filter of the present invention will be described. The color filter of the present invention has the above-mentioned cured film of the present invention. More preferably, it has the cured film of the present invention as the pixels of the color filter. The color filter of the present invention can be used for a solid-state image pickup device such as a CCD (charge-coupled device) or CMOS (complementary metal oxide semiconductor), an image display device, or the like.

In the color filter of the present invention, the film thickness of the cured film of the present invention can be appropriately adjusted according to the intended purpose. The film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, still more preferably 0.3 μm or more.

The color filter of the present invention preferably has a pixel width of 0.5 to 20.0 μm. The lower limit is preferably 1.0 μm or more, and more preferably 2.0 μm or more. The upper limit is preferably 15.0 μm or less, and more preferably 10.0 μm or less. Further, the Young's modulus of the pixel is preferably 0.5 to 20 GPa, more preferably 2.5 to 15 GPa.

It is preferable that each pixel included in the color filter of the present invention has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less. The lower limit is not specified, but it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, an AFM (atomic force microscope) Measurement 3100 manufactured by Veeco. Further, the contact angle of water on the pixel can be appropriately set to a preferable value, but is typically in the range of 50 to 110 °. The contact angle can be measured using, for example, a contact angle meter CV-DT · A type (manufactured by Kyowa Interface Science Co., Ltd.). Further, it is preferable that the volume resistance value of the pixel is high. Specifically, it is preferred that the volume resistivity value of the pixel is 10 ⁹ Ω · cm or more, and more preferably 10 ¹¹ Ω · cm or more. The upper limit is not specified, but ^{it is preferably 10 14} Ω · 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 Advantest).

Further, the color filter of the present invention may be provided with a protective layer on the surface of the cured film of the present invention. By providing the protective layer, various functions such as oxygen blocking, low reflection, prohydrophobicization, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. Examples of the method for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent to form the protective layer, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. The components constituting the protective layer include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, and polyimide. Resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine Examples thereof include resins, polycarbonate resins, polyacrylonitrile resins, cellulose resins, 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 contained. For example, in the case of a protective layer for the purpose of blocking oxygen, it is preferable that _{the protective layer contains a polyol resin, SiO 2} , and Si ₂ N _4. Further, in the case of a protective layer for the purpose of reducing reflection, it is preferable that the protective layer contains a (meth) acrylic resin and a fluororesin.

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

The protective layer may be an additive such as organic / inorganic fine particles, an absorber for light of a specific wavelength (for example, ultraviolet rays, near infrared rays, etc.), a refractive index adjusting agent, an antioxidant, an adhesive, and a surfactant, if necessary. May be contained. Examples of organic / inorganic fine particles include polymer fine particles (for example, silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, and titanium oxynitride. , Magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate and the like. As the absorber of light having a specific wavelength, a known absorber can be used. The content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, based on the total mass of the protective layer.

Further, as the protective layer, the protective layer described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.

The color filter may have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern.

<Manufacturing method of color filter>
Next, a method for manufacturing the color filter of the present invention will be described. The color filter of the present invention forms a pattern on the colored composition layer by a step of forming a colored composition layer on a support using the above-mentioned colored composition of the present invention and a photolithography method or a dry etching method. It can be manufactured through the process of etching.

(Photolithography method)
First, a case where a pattern is formed by a photolithography method to manufacture a color filter will be described. The pattern formation by the photolithography method includes a step of forming a colored composition layer on a support using the colored composition of the present invention, a step of exposing the colored composition layer in a pattern, and a step of exposing the colored composition layer in a pattern. It is preferable to include a step of developing and removing the exposed portion to form a pattern (pixel). If necessary, a step of baking the colored composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.

In the step of forming the coloring composition layer, the coloring composition layer of the present invention is used to form the coloring composition layer on the support. The support is not particularly limited and may be appropriately selected depending on the intended use. Examples thereof include a glass substrate and a silicon substrate, and a silicon substrate is preferable. Further, 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. Further, a black matrix that separates each pixel may be formed on the silicon substrate. Further, the silicon substrate may be provided with an undercoat layer for improving the adhesion with the upper layer, preventing the diffusion of substances, or flattening the surface of the substrate.

As a method for applying the coloring composition, a known method can be used. For example, a drop method (drop cast); a slit coat method; a spray method; a roll coat method; a rotary coating method (spin coating); a cast coating method; a slit and spin method; a pre-wet method (for example, JP-A-2009-145395). Methods described in the publication); Inkjet (for example, on-demand method, piezo method, thermal method), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc. Various printing methods; transfer method using a mold or the like; nano-imprint method and the like can be mentioned. The method of application in inkjet is not particularly limited, and is, for example, the method shown in "Expandable / usable inkjet-infinite possibilities seen in patents-, published in February 2005, Sumi Betechno Research" (especially from page 115). Page 133), JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325, and the like. Can be mentioned. Further, regarding the method of applying the coloring composition, the description of International Publication No. 2017/030174 and International Publication No. 2017/018419 can be referred to, and these contents are incorporated in the present specification.

The colored composition layer formed on the support may be dried (prebaked). When the membrane is manufactured by a low temperature process, prebaking may not be performed. When prebaking is performed, the prebake temperature is preferably 150 ° C. or lower, more preferably 120 ° C. or lower, still more preferably 110 ° C. or lower. The lower limit can be, for example, 50 ° C. or higher, or 80 ° C. or higher. The prebake time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, still more preferably 80 to 220 seconds. Pre-baking can be performed on a hot plate, an oven, or the like.

<< Exposure process >>
Next, the colored composition layer is exposed in a pattern (exposure step). For example, the colored composition layer can be exposed in a pattern by exposing the colored composition layer through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. As a result, the exposed portion can be cured.

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

Further, at the time of exposure, light may be continuously irradiated for exposure, or pulsed irradiation may be performed for exposure (pulse exposure). The pulse exposure is an exposure method of a method in which light irradiation and pause are repeated in a cycle of a short time (for example, a millisecond level or less). In the case of pulse exposure, the pulse width is preferably 100 nanoseconds (ns) or less, more preferably 50 nanoseconds or less, and even more preferably 30 nanoseconds or less. The lower limit of the pulse width is not particularly limited, but may be 1 femtosecond (fs) or more, and may be 10 femtoseconds or more. The frequency is preferably 1 kHz or higher, more preferably 2 kHz or higher, and even more preferably 4 kHz or higher. The upper limit of the frequency is preferably 50 kHz or less, more preferably 20 kHz or less, and further preferably 10 kHz or less. Maximum instantaneous intensity is preferably at 50000000W / ^{m 2} or more, more preferably 100000000W / ^{m 2} or more, more preferably 200000000W / ^{m 2} or more. The upper limit of the maximum instantaneous intensity is preferably at 1000000000W / ^{m 2} or less, more preferably 800000000W / ^{m 2} or less, further preferably 500000000W / ^{m 2} or less. The pulse width is the time during which light is irradiated in the pulse period. The frequency is the number of pulse cycles per second. Further, the maximum instantaneous illuminance is the average illuminance within the time when the light is irradiated in the pulse cycle. Further, the pulse cycle is a cycle in which irradiation and pause of light in pulse exposure are set as one cycle.

Irradiation dose (exposure dose), for example, preferably ^{0.03~2.5J / cm 2, 0.05~1.0J / cm} 2 is more preferable. The oxygen concentration at the time of exposure can be appropriately selected, and in addition to the operation 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). It may be exposed in an oxygen-free environment), or may be exposed 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. The exposure intensity is can be set appropriately, usually ^{1000W / m 2 ~100000W / m 2} ( ^{e.g., 5000W / m 2, 15000W /} m 2, or, 35000W / ^{m 2)} selected from the range of Can be done. The oxygen concentration and the exposure illuminance may be appropriately combined with each other. For example, the oxygen concentration may be 10% by volume and the illuminance may be 10,000 W / m ² , and the oxygen concentration may be 35% by volume and the illuminance may be 20000 W / m ² .

Next, the unexposed portion of the coloring composition layer is developed and removed to form a pattern (pixel). The development and removal of the unexposed portion of the coloring composition layer can be performed using a developing solution. As a result, the colored composition layer of the unexposed portion in the exposure step is eluted in the developing solution, and only the photocured portion remains. The temperature of the developing solution is preferably, for example, 20 to 30 ° C. The development time is preferably 20 to 180 seconds. Further, in order to improve the residue removability, the steps of shaking off the developer every 60 seconds and supplying a new developer may be repeated several times.

Examples of the developing solution include an organic solvent and an alkaline developing solution, and an alkaline developing solution is preferably used. As the alkaline developer, an alkaline aqueous solution (alkaline developer) obtained by diluting an alkaline agent with pure water is preferable. Examples of the alkaline agent include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide. , Ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo [5.4.0] -7-undecene and other organic substances. Examples thereof include alkaline compounds and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate and sodium metasilicate. As the alkaline agent, a compound having a large molecular weight is preferable in terms of environment and safety. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass. Further, the developer may further contain a surfactant. Examples of the surfactant include the above-mentioned surfactants, and nonionic surfactants are preferable. From the viewpoint of convenience of transfer and storage, the developer may be once produced as a concentrated solution and diluted to a concentration required for use. The dilution ratio is not particularly limited, but can be set in the range of, for example, 1.5 to 100 times. It is also preferable to wash (rinse) with pure water after development. Further, it is preferable that the rinsing is performed by supplying the rinsing liquid to the developed colored composition layer while rotating the support on which the developed colored composition layer is formed. It is also preferable to move the nozzle for discharging the rinse liquid from the central portion of the support to the peripheral edge of the support. At this time, when moving the nozzle from the central portion of the support to the peripheral portion, the nozzle may be moved while gradually reducing the moving speed. By rinsing in this way, in-plane variation of the rinse can be suppressed. Further, the same effect can be obtained by gradually reducing the rotation speed of the support while moving the nozzle from the central portion of the support to the peripheral portion.

It is preferable to perform additional exposure treatment or heat treatment (post-baking) after development and drying. Additional exposure processing and post-baking are post-development curing treatments to complete the curing. The heating temperature in the post-bake is, for example, preferably 100 to 240 ° C, more preferably 200 to 240 ° C. Post-baking can be performed on the developed film in a continuous or batch manner using a heating means such as a hot plate, a convection oven (hot air circulation type dryer), or a high frequency heater so as to meet the above conditions. .. When the additional exposure process is performed, the light used for the exposure is preferably light having a wavelength of 400 nm or less. Further, the additional exposure process may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

(Dry etching method)
Next, a case where a pattern is formed by a dry etching method to manufacture a color filter will be described. The pattern formation by the dry etching method includes a step of forming a colored composition layer on a support using the colored composition of the present invention and curing the entire colored composition layer to form a cured product layer. A step of forming a photoresist layer on the cured product layer, a step of exposing the photoresist layer in a pattern and then developing to form a resist pattern, and a step of etching the cured product layer using this resist pattern as a mask. It is preferable to include a step of dry etching with a gas. In forming the photoresist layer, it is preferable to further perform a prebaking treatment. In particular, as a process for forming the photoresist layer, it is desirable to carry out a heat treatment after exposure and a heat treatment (post-baking treatment) after development. Regarding the pattern formation by the dry etching method, the description in paragraphs 0010 to 0067 of JP2013-064993 can be referred to, and this content is incorporated in the present specification.

<Solid image sensor>
The solid-state image sensor of the present invention has the above-mentioned cured film of the present invention. The configuration of the solid-state image pickup device of the present invention is not particularly limited as long as it includes the cured film of the present invention and functions as a solid-state image pickup device, and examples thereof include the following configurations.

On the substrate, there are a plurality of photodiodes constituting the light receiving area of a solid-state image sensor (CDCD (charge coupling element) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.) and a transfer electrode made of polysilicon or the like. A device protective film made of silicon nitride or the like formed on the photodiode and the transfer electrode so as to have a light-shielding film in which only the light-receiving part of the photodiode is open, and to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode. The configuration has a color filter on the device protective film. Further, a configuration having a condensing means (for example, a microlens or the like; the same applies hereinafter) on the device protective film under the color filter (near the substrate), a configuration having a condensing means on the color filter, and the like. There may be. Further, the color filter may have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern. In this case, the partition wall preferably has a lower refractive index than each colored pixel. Examples of the image pickup apparatus having such a structure are described in Japanese Patent Application Laid-Open No. 2012-227478, Japanese Patent Application Laid-Open No. 2014-179757, International Publication No. 2018/043654, and US Patent Application Publication No. 2018/0040656. Equipment is mentioned. The image pickup device provided with the solid-state image pickup device of the present invention can be used not only for digital cameras and electronic devices having an image pickup function (mobile phones and the like), but also for in-vehicle cameras and surveillance cameras.

<Image display device>
The image display device of the present invention has the above-mentioned cured film of the present invention. Examples of the image display device include a liquid crystal display device and an organic electroluminescence display device. For details on the definition of image display devices and the details of each image display device, see, for example, "Electronic Display Devices (Akio Sasaki, Kogyo Chosakai Co., Ltd., published in 1990)", "Display Devices (Junaki Ibuki, Industrial Books). Co., Ltd. (issued in 1989) ”. Further, the liquid crystal display device is described in, for example, "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Co., Ltd., published in 1994)". The liquid crystal display device to which the present invention can be applied is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the above-mentioned "next-generation liquid crystal display technology".

Hereinafter, the present invention will be described in more detail with reference to examples. The materials, amounts used, ratios, treatment contents, treatment procedures, etc. shown in the following examples can be appropriately changed as long as they do not deviate from the gist 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 (Mw) and number average molecular weight (Mn)>
The weight average molecular weight (Mw) and the number average molecular weight (Mn) of the resin and the macromonomer were calculated by GPC (gel permeation chromatography) measurement under the following measurement conditions.
Equipment: HLC-8220GPC (manufactured by Tosoh Corporation)
Detector: Differential refractometer (RI detector)
Pre-column TSKGUARD COLUMN MP (XL) 6 mm x 40 mm (manufactured by Tosoh Corporation)
Sample side column: The following 4 columns are directly connected [all manufactured by Tosoh Corporation]
TSK-GEL Multipore-HXL-M 7.8 mm x 300 mm
Reference side column: Same as sample side column Constant temperature bath temperature: 40 ° C
Mobile phase: Tetrahydrofuran Sample side mobile phase flow rate: 1.0 mL / min Reference side mobile phase flow rate: 0.3 mL / min Sample concentration: 0.1% by mass
Sample injection amount: 100 μL
Data collection time: 16 to 46 minutes after sample injection Sampling pitch: 300 ms (milliseconds)

<Measurement method of acid value>
The acid value of the resin was determined by neutralization titration using an aqueous sodium hydroxide solution. Specifically, the solution in which the resin is dissolved in a solvent is titrated with an aqueous solution of sodium hydroxide using a potential difference measurement method to calculate the number of millimoles of the acid contained in 1 g of the solid content of the resin, and then the value thereof. Was determined by multiplying the molecular weight of potassium hydroxide (KOH) by 56.1.

<Measurement method of C = C value (ethylenically unsaturated group value)>
The C = C value of the resin was measured by the following method.
The low molecular weight component (a) of the ethylenically unsaturated group moiety is extracted from the resin by alkaline treatment, its content is measured by high performance liquid chromatography (HPLC), and the C = C value is calculated from the following formula based on the measured value. Calculated.
Specifically, 0.1 g of the resin was dissolved in a mixed solution of tetrahydrofuran / methanol (50 mL / 15 mL), 10 mL of a 4 mol / L sodium hydroxide aqueous solution was added, and the mixture was reacted at 40 ° C. for 2 hours. Neutralize the reaction solution with 10.2 mL of 4 mol / L methanesulfonic acid aqueous solution, then transfer the mixed solution containing 5 mL of ion-exchanged water and 2 mL of methanol to a 100 mL volumetric flask, and measure by HPLC by measuring with methanol. Prepare a sample and measure under the following conditions. The content of the low molecular weight component (a) was calculated from the calibration curve of the low molecular weight component (a) prepared separately, and the C = C valence was calculated from the following formula.

Resin C = C value [mmol / g] = (content of low molecular weight component (a) [ppm] / molecular weight of low molecular weight component (a) [g / mol]) / (weighing value of resin [g] × (Solid content concentration of resin liquid [mass%] / 100) × 10)

-HPLC measurement conditions-
Measuring equipment: Agilent-1200 (manufactured by Agilent Technologies)
Column: Phenomenex Synergi 4u Polar-RP 80A, 250 mm x 4.60 mm (inner diameter) + guard column Column temperature: 40 ° C.
Analysis time: 15 minutes Flow rate: 1.0 mL / min (maximum liquid feed pressure: 182 bar (18.2 MPa))
Injection volume: 5 μl
Detection wavelength: 210 nm
Eluent: tetrahydrofuran (for Stabilizer-free HPLC) / buffer solution (ion exchange aqueous solution containing 0.2% by volume of phosphoric acid and 0.2% by volume of triethylamine) = 55/45 (% by volume)
In addition, in this specification, volume% is a value at 25 degreeC.

<Measuring method of amine value>
Weigh accurately about 0.5 g of resin, add 50 mL of acetic acid (100% by mass) to dissolve it, and use 0.1 mol / L perchloric acid for electric titration (potentiometric titration). Potentiometric titration device (AT-710M; Kyoto Electronics) Titrated using (manufactured by Kogyo Co., Ltd.). In addition, a blank test was performed in the same manner to make corrections.
Amine value = a × 5.611 / c
a: 0.1 mol / L Perchloric acid consumption (mL)
c: Amount of resin (g)

<Preparation of Pigment Dispersion Liquids RD1 to RD7, CRD1 to CRD4, YD1 to YD4>
The raw materials listed in the table below were mixed to obtain a mixed solution. The obtained mixed solution was subjected to dispersion treatment using an Ultra Apex Mill (trade name) manufactured by Kotobuki Kogyo Co., Ltd. as a circulating dispersion device (bead mill) to prepare each pigment dispersion. Among the components listed in the table below, the numerical values described in the column of parts by mass of the dispersant 1 and the dispersant 2 are the values of the solid content.

<Preparation of magenta colorant solutions MD1 to MD33>
The raw materials listed in the table below were mixed to obtain magenta colorant solutions MD1 to MD33.

<Preparation of magenta colorant solutions CMD1 to CMD2>
The raw materials listed in the table below were mixed to obtain a mixed solution. The obtained mixed solution was subjected to dispersion treatment using an Ultra Apex Mill (trade name) manufactured by Kotobuki Kogyo Co., Ltd. as a circulating dispersion device (bead mill) to prepare magenta colorant solutions CMD1 to CMD2. Among the components listed in the table below, the numerical values described in the column of the mass part of the dispersant are the values of the solid content.

顔料ＣＲ１〜ＣＲ４：下記構造の化合物。

顔料Ｙ１：Ｃ．Ｉ．ピグメントイエロー１３８
顔料Ｙ２：Ｃ．Ｉ．ピグメントイエロー１３９
顔料Ｙ３：Ｃ．Ｉ．ピグメントイエロー１５０
顔料Ｙ４：Ｃ．Ｉ．ピグメントイエロー１８５The materials listed in the above table are as follows.
(Pigment)
Pigments R1 to R5: Compounds having the following structure. Pigment R1 is C.I. I. Pigment Red 272.

Pigments CR1-CR4: Compounds with the following structure.

Pigment Y1: C.I. I. Pigment Yellow 138
Pigment Y2: C.I. I. Pigment Yellow 139
Pigment Y3: C.I. I. Pigment Yellow 150
Pigment Y4: C.I. I. Pigment Yellow 185

(Magenta color dye)
Magenta Dyes M1-M32: Salts of the cationic cyanine chromophores listed in the table below with anions. The magenta color dyes M1 to M32 have a solubility in 100 g of water at 23 ° C. or a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C. of 1 g or more.

[Cationic cyanine chromophore]
In the following structural formula, Et represents an ethyl group, Pr represents a propyl group, Bu represents a butyl group, and Hex represents a hexyl group.

[Anion]

Counter anions AJ-1 to AJ-4: Resins having anionic groups produced by the following methods (AJ-1) to (AJ-4).

AJ-1: A 4-port separable flask equipped with a thermometer, a stirrer, a distillation tube, and a cooler was charged with 67.3 parts by mass of methyl ethyl ketone, and the temperature was raised to 75 ° C. under a nitrogen stream. Separately, 20.0 parts by mass of 2-acrylamide-2-methylpropanesulfonic acid, 12.5 parts by mass of methyl methacrylate, 20.0 parts by mass of n-butyl methacrylate, 20.0 parts by mass of 2-ethylhexyl methacrylate, and 3. After homogenizing 0 parts by mass, 16.5 parts by mass of 2-hydroxyethyl methacrylate, 6.5 parts by mass of 2,2'-azobis (2,4-dimethylvaleronitrile), and 25.1 parts by mass of methyl ethyl ketone, the mixture was dropped. It was charged into a funnel, attached to a four-mouth separable flask, and dropped over 2 hours. Two hours after the completion of the dropping, it was confirmed from the solid content that the polymerization yield was 98% or more and the weight average molecular weight (Mw) was 3390, and the mixture was cooled to 50 ° C. To this, 3.2 parts by mass of methyl chloride and 22.0 parts by mass of ethanol were added, and the mixture was reacted at 50 ° C. for 2 hours, heated to 80 ° C. over 1 hour, and further reacted for 2 hours. In this way, a resin (AJ-1) having an anionic group having a resin component of 47% by mass was obtained.

AJ-2 to AJ-4: Resins (AJ-2) to (AJ-4) were obtained in the same manner as the resin (AJ-1) except that the material composition was changed to that shown in the table below.

Magenta color dye M33: A compound having the following structure (xanthene compound). The magenta color dye M33 has a solubility in 100 g of water at 23 ° C. or a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C. of 1 g or more.

(Magenta color pigment)
Magenta color pigment CM1: C.I. I. Pigment Red 122
Magenta color pigment CM2: C.I. I. Pigment Red 177
Both the magenta color pigment CM1 and the magenta color pigment CM2 have a solubility in 100 g of water at 23 ° C. and a solubility in 100 g of propylene glycol monomethyl ether acetate at 23 ° C. of less than 0.1 g.

(Pigment derivative)
Pigment derivative Sy1: A compound having the following structure

(Dispersant)
Dispersant D1: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw: 20000, C = C value: 0.0 mmol / g, Acid value: 75 mgKOH / g, amine value: 0.0 mmol / g)

Dispersant D2: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw: 20000, C = C value: 0.0 mol / g, Acid value: 50 mgKOH / g, amine value: 0.0 mmol / g)

Dispersant D3: Resin PA-1 produced by the following method
In a three-necked flask, 60.78 g (PGMEA: 30.39 g, macromonomer B-1 (30.39 g)) of a macromonomer B-1 solution having a concentration (solid content) of 50% by mass, ω-carboxy-poly. 50.99 g of caprolactone monoacrylate (Aronix M-5300, manufactured by Toa Synthetic Co., Ltd.) and 159.5 g of PGMEA (propylene glycol 1-monomethyl ether 2-acetate) were introduced to obtain a mixture.
The above mixture was stirred while blowing nitrogen. The mixture was then heated to 75 ° C. while flowing nitrogen into the flask. Next, 0.82 g of dodecyl mercaptan and then 0.43 g of 2,2'-azobis (methyl 2-methylpropionate) (hereinafter, also referred to as "V-601") were added to the mixture for polymerization. The reaction was started.
After heating the mixture at 75 ° C. for 2 hours, an additional 0.43 g of V-601 was added to the mixture. After 2 hours, an additional 0.43 g of V-601 was added to the mixture.
After the reaction for another 2 hours, the temperature of the mixture was raised to 90 ° C. and the mixture was stirred for 3 hours. By the above operation, the polymerization reaction was completed.
After completion of the reaction, 9.6 g of dimethyldodecylamine as an amine compound and 0.3 g of 2,2,6,6, -tetramethylpiperidine 1-oxyl as a polymerization inhibitor were added under air as a reactive compound. 9.01 g of 4-hydroxybutyl acrylate glycidyl ether was added dropwise.
After the completion of the dropping, the reaction was continued at 90 ° C. for 24 hours under air, and then the reaction completion was confirmed by measuring the acid value. Resin PA-1 was obtained by adding PGMEA to the obtained mixture so as to form a 30% by mass solution.
The weight average molecular weight (Mw) of the obtained resin PA-1 was 17,200, the acid value was 70 mgKOH / mg, the C = C value was 0.45 mmol / g, and the amine value was 0.45 mmol / g.
Macromonomer B-1: Compound with the following structure (Mw: 3000)

Dispersant D4: Resin PA-2 produced by the following method
In a three-necked flask, 82.76 g (PGMEA: 41.38 g, macromonomer B-1 (41.38 g)) of a macromonomer B-1 solution having a concentration (solid content) of 50% by mass, ω-carboxy-poly. 44.14 g of caprolactone monoacrylate (Aronix M-5300, manufactured by Toa Synthetic Co., Ltd.) and 159.5 g of PGMEA were introduced to obtain a mixture.
The above mixture was stirred while blowing nitrogen. The mixture was then heated to 75 ° C. while flowing nitrogen into the flask. Next, 0.82 g of dodecyl mercaptan and then 0.43 g of V-601 were added to the mixture to initiate the polymerization reaction.
After heating the mixture at 75 ° C. for 2 hours, an additional 0.43 g of V-601 was added to the mixture. After 2 hours, an additional 0.43 g of V-601 was added to the mixture.
After the reaction for another 2 hours, the temperature of the mixture was raised to 90 ° C. and the mixture was stirred for 3 hours. By the above operation, the polymerization reaction was completed.
After completion of the reaction, after adding 6.43 g of dimethyldodecylamine as an amine compound and 0.3 g of 4-hydroxy-2,2,6,6, -tetramethylpiperidine 2-oxyl as a polymerization inhibitor under air, 8.05 g) of 4-hydroxybutyl acrylate glycidyl ether was added dropwise as the reactive compound.
After the completion of the dropping, the reaction was continued at 90 ° C. for 24 hours under air, and then the reaction completion was confirmed by measuring the acid value. Resin PA-2 was obtained by adding PGMEA to the obtained mixture so as to form a 30% by mass solution.
The weight average molecular weight (Mw) of the obtained resin PA-2 was 23,300, and the acid value was 60 mgKOH / mg.
The C = C value was 0.4 mmol / g, and the amine value was 0.3 mmol / g.
Met.

(solvent)
Solvent S1: Propylene glycol monomethyl ether acetate (PGMEA)

<Preparation of coloring composition>
The raw materials listed in the table below were mixed to prepare the coloring compositions of Examples and Comparative Examples.

樹脂Ｂ２：下記構造の樹脂（主鎖に付記した数値はモル比である。Ｍｗ：１１０００）

樹脂Ｂ３：下記構造の樹脂（主鎖に付記した数値はモル比である。Ｍｗ：１００００）

The raw materials listed in the above table are as follows.
(resin)
Resin B1: Resin having the following structure (the numerical value added to the main chain is the molar ratio. Mw: 30,000)

Resin B2: Resin having the following structure (the numerical value added to the main chain is the molar ratio. Mw: 11000)

Resin B3: Resin having the following structure (the numerical value added to the main chain is the molar ratio. Mw: 10000)

光重合開始剤Ｉ５：下記構造の化合物

(Polymerizable monomer)
Polymerizable Monomer E1: KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.)
Polymerizable Monomer E2: NK Ester A-DPH-12E (manufactured by Shin Nakamura Chemical Industry Co., Ltd.)
Polymerizable Monomer E3: NK Ester A-TMMT (manufactured by Shin Nakamura Chemical Industry Co., Ltd.)
Polymerizable Monomer E4: Succinic Acid Modified Dipentaerythritol Pentaacrylate Polymerizable Monomer E5: Dipentaerythritol Hexaacrylate Polymerizable Monomer E6: Dipentaerythritol Pentaacrylate (Photopolymerization Initiator)
Photopolymerization Initiator I1: IRGACURE 369 (manufactured by BASF)
Photopolymerization Initiator I2: IRGACURE OXE01 (manufactured by BASF)
Photopolymerization Initiator I3: IRGACURE OXE02 (manufactured by BASF)
Photopolymerization Initiator I4: Compound with the following structure

Photopolymerization Initiator I5: Compound with the following structure

(Surfactant)
Surfactant F1: A compound having the following structure (in the following formula,% indicating the ratio of the repeating unit is mol%. Mw: 14000).

(Polymerization inhibitor)
Polymerization inhibitor H1: p-methoxyphenol

(solvent)
Solvent S1: Propylene glycol monomethyl ether acetate (PGMEA)

<Heat resistance evaluation>
CT-4000 (manufactured by Fujifilm Electronics Materials Co., Ltd.) is applied on a glass substrate by a spin coating method so that the film thickness is 0.1 μm, and heated at 220 ° C. for 1 hour using a hot plate. Formed a stratum. Each coloring composition was applied onto the glass substrate with an underlayer by a spin coating method, and then heated at 100 ° C. for 2 minutes using a hot plate to obtain a coating film. The obtained coating film was irradiated with light having a wavelength of 365 nm and exposed at an exposure amount of 500 mJ / cm ² . Then, it was heated at 220 ° C. for 5 minutes using a hot plate to obtain a cured film having a film thickness of 0.5 μm. With respect to the obtained cured film, the light transmittance (transmittance) in the range of 400 to 700 nm was measured using MCPD-3000 manufactured by Otsuka Electronics Co., Ltd.
Next, the cured film prepared above was heated at 265 ° C. for 5 minutes. The transmittance of the cured film after heating was measured, the maximum value of the amount of change in the transmittance was obtained, and the heat resistance was evaluated according to the following criteria.
The transmittance was measured 5 times for each sample, and the average value of the results of 3 times excluding the maximum value and the minimum value was adopted. Further, the maximum value of the change amount of the transmittance means the change amount of the cured film before and after heating at the wavelength where the change amount of the transmittance is the largest in the wavelength range of 400 to 700 nm.
(Evaluation criteria)
5: The maximum value of the amount of change in transmittance is 1% or less.
4: The maximum value of the change in transmittance exceeds 1% and is 1.5% or less.
3: The maximum value of the change in transmittance exceeds 1.5% and is 2.0% or less.
2: The maximum value of the change in transmittance exceeds 2.0% and is 2.5% or less.
1: The maximum value of the change in transmittance exceeds 2.5%.

As shown in the above table, a cured film having excellent heat resistance could be produced by using the coloring composition of the example. In addition, the cured film obtained from the colored composition of Examples had preferable spectral characteristics as a red colored layer.

In each example, the same effect as in each example can be obtained even if two kinds of the pigment A specified in claim 1 are used in combination.

(Example 63)
10.64 parts by mass of the pigment R1, 1.33 parts by mass of the pigment derivative Sy1, 1.99 parts by mass of the dispersant D1, 1.99 parts by mass of the dispersant D2, and 2. A mixed solution was obtained by mixing 02 parts by mass and 82.03 parts by mass of the solvent S1. The obtained mixed liquid was subjected to dispersion treatment using an Ultra Apex Mill (trade name) manufactured by Kotobuki Kogyo Co., Ltd. as a circulating dispersion device (bead mill) to prepare a dispersion liquid MRD1. In the coloring composition of Example 1, the same procedure as that of Example 1 was carried out except that 60.91 parts by mass of the dispersion liquid MRD1 was added instead of the pigment dispersion liquid 1 and the magenta color colorant solution. The coloring composition of Example 63 was prepared. When the heat resistance was evaluated by the same method as above using this coloring composition, the evaluation was "2".

(Example 1001)
The Green composition was applied onto a silicon wafer by a spin coating method so that the film thickness after post-baking was 1.0 μm. Then, using a hot plate, it was heated at 100 ° C. for 2 minutes. Next, using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.), light having a wavelength of 365 nm was irradiated (exposed) through a mask of a 2 μm square dot pattern with an exposure amount of ^{1000 mJ / cm 2.} Then, paddle development was performed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it was rinsed with a spin shower and then washed with pure water. The Green composition was then patterned by heating (post-baking) at 200 ° C. for 5 minutes using a hot plate. Similarly, the Red composition and the Blue composition were sequentially patterned to form green, red and blue coloring patterns (Bayer patterns).
As the Red composition, the coloring composition of Example 3 was used. The Green composition and the Blue composition will be described later. The Bayer pattern includes one red element, two green elements, and one blue element as disclosed in US Pat. No. 3,971,065. It is a pattern in which a 2 × 2 array of color filter elements having is repeated. The obtained color filter was incorporated into a solid-state image sensor according to a known method. This solid-state image sensor had suitable image recognition ability.

-Green composition-
[Preparation of Green Pigment Dispersion Liquid]
C. I. Pigment Green 36 in 6.4 parts by mass, C.I. I. A mixed solution consisting of 5.3 parts by mass of Pigment Yellow 150, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 83.1 parts by mass of PGMEA is used in a bead mill (zirconia beads 0.3 mm diameter). To prepare a pigment dispersion liquid by mixing and dispersing for 3 hours. After that, a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to carry out a dispersion treatment at a flow rate of 500 g / min under a pressure of ^{2,000 kg / cm 3.} This dispersion treatment was repeated 10 times to prepare a Green pigment dispersion.

[Preparation of Green composition]
The following components were mixed, stirred, and then filtered through a nylon filter (manufactured by Nippon Pole Co., Ltd.) having a pore size of 0.45 μm to prepare a Green composition.
Green pigment dispersion: 73.7 parts by mass 40% by mass of resin B2 PGMEA solution: 0.3 parts by mass Polymerizable monomer E1: 1.2 parts by mass Photopolymerization initiator I2: 0.6 parts by mass Of the surfactant F1 1% by mass PGMEA solution: 4.2 parts by mass UV absorber (UV-503, manufactured by Daito Kagaku Co., Ltd.): 0.5 parts by mass PGMEA: 19.5 parts by mass

-Blue composition-
[Preparation of Blue Pigment Dispersion Liquid]
C. I. Pigment Blue 15: 6 in 9.7 parts by mass, C.I. I. Pigment Violet 23 by 2.4 parts by mass, dispersant (Disperbyk-161, manufactured by BYK Chemie) by 5.5 parts by mass, and PGMEA by 82.4 parts by mass, using a bead mill (zirconia beads 0.3 mm diameter). To prepare a pigment dispersion liquid by mixing and dispersing for 3 hours. After that, a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to carry out a dispersion treatment at a flow rate of 500 g / min under a pressure of ^{2,000 kg / cm 3.} This dispersion treatment was repeated 10 times to prepare a Blue pigment dispersion.

光重合開始剤Ｉ２：０．８質量部
界面活性剤Ｆ１の１質量％ＰＧＭＥＡ溶液：４．２質量部
ＰＧＭＥＡ：４５．８質量部[Preparation of Blue composition]
The following components were mixed, stirred, and then filtered through a nylon filter (manufactured by Nippon Pole Co., Ltd.) having a pore size of 0.45 μm to prepare a Blue composition.
Blue pigment dispersion: 44.9 parts by mass 40% by mass of resin B2 PGMEA solution: 2.1 parts by mass Polymerizable monomer E1: 1.5 parts by mass Polymerizable monomer having the following structure: 0.7 parts by mass

Photopolymerization initiator I2: 0.8 parts by mass 1% by mass PGMEA solution of surfactant F1: 4.2 parts by mass PGMEA: 45.8 parts by mass

Claims (22)

It contains a diketopyrrolopyrrole pigment, a magenta dye, and a compound having a curable group.
The diketopyrrolopyrrole pigment is a coloring composition containing a pigment A having a structure in which an aromatic ring group having an electron donating group introduced into the aromatic ring is bonded to a diketopyrrolopyrrole skeleton. The coloring composition according to claim 1, wherein the electron-donating group contained in the pigment A is at least one selected from a hydroxy group, an alkyl group, an alkoxy group, an alkylthio group, an aryloxy group and an amino group. The coloring composition according to claim 1, wherein the electron-donating group of the pigment A is an alkyl group having 1 to 3 carbon atoms. The coloring composition according to any one of claims 1 to 3, wherein the aromatic ring group contained in the pigment A is a group represented by the following formula (AR-1);

In the formula, R ¹ represents a substituent, R ² represents an electron donating group, n represents an integer of 0 to 4, and the wavy line represents a binding site with the diketopyrrolopyrrole skeleton. The coloring composition according to any one of claims 1 to 4, wherein the pigment A is a compound represented by the following formula (1).

In the equation, R ¹¹ and R ¹² each independently represent a substituent, R ²¹ and R ²² each independently represent an electron donating group, and n 11 and n 12 each independently represent an integer of 0-4. .. The coloring composition according to any one of claims 1 to 5, wherein the pigment A is a compound represented by the following formula (2).

In the equation, R ¹¹ and R ¹² each independently represent a substituent, R ²¹ and R ²² each independently represent an electron donating group, and n 11 and n 12 each independently represent an integer of 0-4. .. The coloring composition according to any one of claims 1 to 6, wherein the pigment A is a red pigment. The magenta color dye according to any one of claims 1 to 7, wherein the magenta color dye contains at least one selected from the group consisting of a quinacridone compound, a xanthene compound, a triarylmethane compound, a cyanine compound, an anthraquinone compound and a dipyrromethene compound. Coloring composition. The coloring composition according to any one of claims 1 to 7, wherein the magenta color dye contains a salt of a cationic cyanine chromophore and an imide anion. The coloring composition according to any one of claims 1 to 9, which contains 1 to 50 parts by mass of the magenta color dye with respect to 100 parts by mass of the pigment A. The coloring composition according to any one of claims 1 to 10, further comprising a yellow colorant. The coloring composition according to any one of claims 1 to 11, wherein the compound having a curable group contains a compound having an ethylenically unsaturated group, and the coloring composition further contains a photopolymerization initiator. The coloring composition according to any one of claims 1 to 12, wherein the content of the pigment A in the total solid content of the coloring composition is 40% by mass or more. The coloring composition according to any one of claims 1 to 13, wherein the diketopyrrolopyrrole pigment contains two or more kinds of the pigment A. The coloring composition according to any one of claims 1 to 14, wherein the diketopyrrolopyrrole pigment further contains a diketopyrrolopyrrole pigment other than the pigment A. The coloring composition according to any one of claims 1 to 15, which is for a solid-state image sensor. The coloring composition according to any one of claims 1 to 16, which is used for a color filter. A cured film obtained from the coloring composition according to any one of claims 1 to 17. A step of forming a colored composition layer on a support using the colored composition according to any one of claims 1 to 17, and a pattern on the colored composition layer by a photolithography method or a dry etching method. A pattern forming method comprising a step of forming and. The color filter having the cured film according to claim 18. The solid-state image sensor having the cured film according to claim 18. The image display device having the cured film according to claim 18.