Pixel forming method, pixel, color filter and display device

Abstract

The invention provides a pixel forming method, a pixel, a color filter and a display device, which can achieve the effects of energy conservation, carbon reduction, environmental friendliness and process optimization, and the manufactured pixel has good adherence, brightness and hue uniformity. A pixel forming method includes a coating step of coating a substrate with a spin-sensitive optical rotation resin composition to form a coating film; drying under reduced pressure; an exposure process; a developing step; and a post-baking step in which the film thickness uniformity of the coating film after the pressure-reduced drying step is 2%-8%, and the pre-baking step is not included before the developing step. The spin-sensitive optical rotation resin composition includes a colorant A, an alkali-soluble resin B, a compound C having an ethylenically unsaturated group, a photoinitiator D, and a solvent E. The colorant A includes at least one selected from the group consisting of a xanthene colorant A1, a phthalocyanine colorant A2, and a triphenylmethane colorant A3.

Description

Technical Field

[0001] The present invention relates to a pixel forming method, a pixel, a color filter, and a display device, and in particular to a pixel forming method, a pixel, a color filter, and a display device that can save energy and reduce carbon emissions, is environmentally friendly, has an optimized process, and has good pixel adhesion, brightness, and hue uniformity. Background Art

[0002] At present, color filters have been widely used in the fields of color LCD monitors, color fax machines, color cameras and other office equipment. As market demand continues to expand, the production technology of color filters has also become more diversified. Currently, dyeing, printing, electroplating and dispersion methods have been developed. Among them, the dispersion method is the mainstream process.

[0003] The dispersion method is to first disperse the coloring pigment in the photosensitive resin, then apply the photosensitive resin on the glass substrate, and then produce a specific pattern through pre-baking, exposure, development, post-baking and other processes. After repeating the operation three times, red (R), green (G) and blue (B) pixels can be produced, and a protective film can be applied on the pixels as needed.

[0004] However, although various color filter manufacturing methods (pixel formation methods) have been developed, the process still needs to be optimized, and the adhesion between the pixel and the substrate and the brightness and color uniformity of the pixel still need to be improved.

[0005] In view of this, it is urgent to provide a pixel forming method to improve the conventional complex process, poor adhesion between the pixel and the substrate, and insufficient uniformity of the brightness and color of the pixel. Summary of the invention

[0006] The present invention provides a pixel forming method, a pixel, a color filter, and a display device, wherein the pixel forming method can achieve the effects of energy saving and carbon reduction, environmental friendliness, and process optimization, and the produced pixel has good adhesion, brightness, and hue uniformity.

[0007] The present invention provides a pixel forming method, comprising: coating a photosensitive resin composition on a substrate to form a coating film; performing a reduced pressure drying treatment on the coating film, wherein the vacuum degree is 20Pa to 100Pa; performing an exposure treatment on the coating film; performing a development treatment on the coating film to form a pattern; and performing a post-baking treatment on the pattern after the development treatment to form a pixel. The uniformity of the film thickness of the coating film after the reduced pressure drying treatment is 2% to 8%. Before the development treatment, no pre-baking treatment is included. The photosensitive resin composition comprises a colorant (A), an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and a solvent (E), wherein the colorant (A) comprises at least one selected from the group consisting of a xanthene colorant (A1), a phthalocyanine colorant (A2), and a triphenylmethane colorant (A3).

[0008] In one embodiment of the present invention, the vacuum degree is 30Pa-50Pa.

[0009] In one embodiment of the present invention, the film thickness uniformity is 2% to 5%.

[0010] In one embodiment of the present invention, the xanthenyl colorant (A1) has a structure represented by formula (I).

[0011]

[0012] In formula (I),

[0013] X 1 , X 2 , X 3 , and X 4 Each independently represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group;

[0014] n represents 1 or 2.

[0015] In one embodiment of the present invention, the phthalocyanine colorant (A2) has a structure represented by formula (II).

[0016]

[0017] In formula (II),

[0018] A 1 ~A 16 Each independently represents a hydrogen atom, a halogen atom, or -Y 1 -A 17 , where Y 1 represents a divalent linking group, A 17 represents a substituted or unsubstituted phenyl group.

[0019] In one embodiment of the present invention, the above-mentioned triphenylmethane colorant (A3) includes at least one selected from the group consisting of a triphenylmethane colorant (A3-1) having a structure shown in formula (III-1), a triphenylmethane colorant (A3-2) having a structure shown in formula (III-2), and a triphenylmethane colorant (A3-3) having a structure shown in formula (III-3).

[0020]

[0021] In formula (III-1),

[0022] A represents a p-valent organic group, wherein the carbon atom directly bonded to N in the organic group does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, the carbon chain of the aliphatic hydrocarbon group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom, and the carbon chain of the aromatic group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom;

[0023] R 1 , R 2 , R 3 , R 4 , and R 5 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, wherein R 2 With R 3 Can bond to each other to form a ring structure, R 4 With R 5 Can bond to each other to form a ring structure, multiple R 1 , R 2 , R 3 , R 4 , and R 5 Each may be the same or different;

[0024] Ar 1 represents a substituted or unsubstituted divalent aromatic group, a plurality of Ar 1 Each may be the same or different;

[0025] p represents an integer of 2 or more.

[0026]

[0027] In formula (III-2),

[0028] R 6 , R 7 , R 8 , R 9 , R 10, and R 11 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group;

[0029] R 12 , R 13 , and R 14 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom;

[0030] t and u each independently represent an integer from 0 to 4;

[0031] v represents an integer from 0 to 6;

[0032] Among them, t, u, and v are not 0 at the same time.

[0033]

[0034] In formula (III-3),

[0035] R 15 , R 16 , R 17 , R 18 , R 19 , and R 20 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group;

[0036] R 21 , R 22 , and R 23 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom;

[0037] f, g, and h each independently represent an integer of 0-4.

[0038] In one embodiment of the present invention, the photoinitiator (D) includes a first photoinitiator (D-1) having a structure represented by formula (IV-1).

[0039]

[0040] In formula (IV-1),

[0041] D 1 , D 2 , D 3 , D 4 , D 5 , D 6 , D 7 , and D 8Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, -COD 16 , or a group represented by formula (IV-a);

[0042]

[0043] or D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , or D 7 With D 8 Each independently forms a group represented by formula (IV-b),

[0044]

[0045] In formula (IV-b),

[0046] D 9 , D 10 , D 11 , and D 12 Each independently represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atom in the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with one or more halogen atoms or phenyl groups,

[0047] or D 9 , D 10 , D 11 , and D 12 Each independently represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted with one or more halogen atoms or an alkyl group having 1 to 6 carbon atoms;

[0048] Y 2 represents CO or a single bond;

[0049] D 13 represents an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -D 17 、-COOD 17 , or -OD 17 replace,

[0050] or D 13 represents an alkyl group having 2 to 20 carbon atoms, wherein one or more oxygen atoms or carbonyl groups may be inserted into the carbon chain of the alkyl group having 2 to 20 carbon atoms, and the hydrogen atoms in the alkyl group having 2 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms,

[0051] or D 13 represents a phenyl group or a naphthyl group, wherein the hydrogen atoms in the phenyl group and the naphthyl group are unsubstituted or substituted with one or more alkyl groups having 1 to 20 carbon atoms or haloalkyl groups having 1 to 4 carbon atoms;

[0052] D 14 represents a hydrogen atom, an alkoxy group having 1 to 20 carbon atoms, or an alkyl group having 1 to 20 carbon atoms;

[0053] D 15 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , an alkyl group with 2 to 20 carbon atoms in which one or more oxygen atoms are inserted into the carbon chain, or an alkyl group with 1 to 20 carbon atoms is substituted, wherein the hydrogen atoms in the alkyl group with 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -COOD 17 , phenyl, or -OD 17 replace,

[0054] or D 15 represents a hydrogen atom, a cycloalkyl group having 3 to 8 carbon atoms, an alkyl group having 1 to 20 carbon atoms, or an alkyl group having 2 to 20 carbon atoms with one or more oxygen atoms inserted in the carbon chain, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms or a cycloalkyl group having 3 to 8 carbon atoms;

[0055] D 16 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , or substituted by an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, or -OD 17 replace;

[0056] D 17 represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted by one or more halogen atoms or a cycloalkyl group having 3 to 20 carbon atoms in which one or more oxygen atoms are inserted in the carbon chain,

[0057] or D 17 It refers to an alkyl group with 2 to 20 carbon atoms inserted into the carbon chain.

[0058] or D 17represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted by one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms;

[0059] * indicates the bond position;

[0060] Wherein formula (IV-1) satisfies the following conditions (i) and (ii),

[0061] Condition (i): In formula (IV-1), there is at least one group represented by formula (IV-a),

[0062] Condition (ii): D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , and D 7 With D 8 At least one pair of them forms a group represented by formula (IV-b).

[0063] In one embodiment of the present invention, the photosensitive resin composition further comprises a compound (F) having a structure represented by formula (V).

[0064]

[0065] In formula (V),

[0066] Ar 2 represents a five-membered or six-membered hydrocarbon ring or heterocyclic ring;

[0067] R 1f each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a substituted or unsubstituted alkyl group having 1 to 40 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms;

[0068] R 2f Each independently represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or a trialkylsilyl group;

[0069] Among them, R 1f and R 2fThe methylene group in the alkyl group and aralkyl group shown may be substituted by a group selected from the group consisting of -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR′-, -SS- and -SO2-, or a combination of the foregoing groups under the condition that the oxygen atom is not adjacent, and R′ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;

[0070] Multiple R 1f They can bond to each other to form benzene or naphthalene rings;

[0071] Multiple R 1f and R 2f Each may be the same or different;

[0072] i represents an integer from 1 to 4;

[0073] j represents an integer from 1 to 3;

[0074] k represents an integer from 1 to 10;

[0075] Y 3 represents a single bond, a nitrogen atom, an oxygen atom, a sulfur atom, a phosphorus atom, a group represented by the following formula (Va), >C═O, >NR 3f 、-OR 3f 、-SR 3f 、-NR 3f R 4f , or a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted hydrocarbon group having 6 to 35 carbon atoms and containing an aromatic ring, or a substituted or unsubstituted heterocyclic group having 2 to 35 carbon atoms, having the same valence as k, wherein R 3f and R 4f represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted aromatic ring-containing hydrocarbon group having 6 to 35 carbon atoms, or a substituted or unsubstituted heterocyclic ring-containing group having 2 to 35 carbon atoms, wherein the skeleton of the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group and the heterocyclic ring-containing group may be substituted by at least one selected from the group consisting of -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR′-, -SS-, -SO2- and a nitrogen atom, or a combination of the foregoing groups under the condition that the oxygen atom is not adjacent, and the aromatic ring or heterocyclic ring may be condensed with other rings;

[0076] When Y 3 When it is a nitrogen atom, a phosphorus atom, or a group represented by the following formula (Va), k is 3;

[0077] When Y 3 When it is an oxygen atom or a sulfur atom, k is 2;

[0078] When Y 3 >C=O, -NH-CO-, -CO-NH-, or >NR 3f When , k is 2;

[0079] When Y 3 For-OR 3f 、-SR 3f , or -NR 3f R 4f When , k is 1;

[0080] Among them, Y 3 with Ar 2 Can bond to each other to form a ring;

[0081]

[0082] In formula (Va), * represents a bonding position.

[0083] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the colorant (A) is 10 to 600 parts by weight, the compound having an ethylenically unsaturated group (C) is 40 to 450 parts by weight, the photoinitiator (D) is 2 to 50 parts by weight, and the solvent (E) is 500 to 5000 parts by weight.

[0084] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the xanthene-based colorant (A1) is in an amount of 10 parts by weight to 500 parts by weight.

[0085] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the phthalocyanine colorant (A2) is in an amount of 10 parts by weight to 500 parts by weight.

[0086] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the amount of the triphenylmethane colorant (A3) is 10 parts by weight to 300 parts by weight.

[0087] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the first photoinitiator (D-1) is in an amount of 2 parts by weight to 20 parts by weight.

[0088] In one embodiment of the present invention, based on 100 parts by weight of the alkali-soluble resin (B), the compound (F) is 1 part by weight to 10 parts by weight.

[0089] The present invention provides a pixel, which is manufactured by the above-mentioned pixel forming method.

[0090] The present invention provides a color filter, comprising the above-mentioned pixel.

[0091] The present invention provides a display device, comprising the color filter as described above.

[0092] Based on the above, the present invention provides a pixel forming method, which can achieve energy saving and carbon reduction, environmental friendliness, and process optimization by performing a reduced pressure drying treatment under a vacuum degree of 20Pa to 100Pa, limiting the film thickness uniformity of the coating film after the reduced pressure drying treatment to 2% to 8%, omitting the pre-baking treatment, and including at least one selected from the group consisting of a xanthine colorant (A1), a phthalocyanine colorant (A2), and a triphenylmethane colorant (A3) as a colorant (A), and the pixel forming method has good adhesion, brightness, and hue uniformity.

[0093] In order to make the above features and advantages of the present invention more clearly understood, embodiments are given below and described in detail as follows. DETAILED DESCRIPTION

[0094] <Pixel and pixel forming method>

[0095] This embodiment provides a pixel, which is manufactured by the following pixel forming method.

[0096] The present embodiment provides a pixel forming method, which can achieve the effects of energy saving and carbon reduction, environmental friendliness, and process optimization, and the pixels produced by the pixel forming method have good adhesion, brightness, and color uniformity.

[0097] The following will describe in detail the steps (i) to (v) in the pixel forming method:

[0098] Step (i) coating the photosensitive resin composition on a substrate to form a coating film;

[0099] Step (ii) drying the coating film under reduced pressure;

[0100] Step (iii) exposing the coating film to light;

[0101] Step (iv) developing the coating film to form a pattern; and

[0102] Step (v) After the development process, the pattern is subjected to a post-baking process to form pixels.

[0103] Process (i)

[0104] Step (i) is to apply the photosensitive resin composition on a substrate to form a coating film.

[0105] The photosensitive resin composition in step (i) will be described in detail later.

[0106] The substrate in step (i) is not particularly limited, and a transparent substrate may be cited. Specific examples of the transparent substrate include glass substrates having high transmittance to visible light, such as soda-lime glass, low-alkali borosilicate glass, and alkali-free aluminoborosilicate glass; and plastic substrates, such as polycarbonate, polymethyl methacrylate, polyethylene terephthalate, and polyethylene naphthalate.

[0107] Furthermore, the substrate may be subjected to appropriate pretreatment as required, and the pretreatment may include chemical treatment with a silane coupling agent, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum evaporation, or a combination thereof.

[0108] In addition, a transparent electrode made of indium oxide and / or tin oxide can be formed on the surface of a glass substrate or a plastic substrate. In addition, when the pixel is applied to a color filter in a liquid crystal display device, the contrast can be further improved by forming a black matrix on the substrate in advance. The black matrix can be listed but not limited to a multilayer film of chromium or chromium / chromium oxide, an inorganic film such as titanium nitride, or a resin film dispersed with a light shielding agent.

[0109] The coating method in step (i) is not particularly limited, and examples of the coating method include coating the photosensitive resin composition on the substrate by spray coating, spin coating, slit coating, roll coating, or a combination thereof to form a coating film.

[0110] Step (ii)

[0111] Step (ii) The coating film is dried under reduced pressure.

[0112] The vacuum degree of the reduced pressure drying treatment is 20Pa to 100Pa, preferably 30Pa to 50Pa. When the vacuum degree of the reduced pressure drying treatment is in the range of 20Pa to 100Pa, the solvent in the photosensitive resin composition can be volatilized smoothly, so no pre-baking treatment is required before the development treatment. Accordingly, the effects of energy saving and carbon reduction, environmental friendliness, and process optimization can be achieved, and the pixels produced by subsequent processes also have good adhesion. When the vacuum degree of the reduced pressure drying treatment is in the range of 30Pa to 50Pa, not only can the effects of energy saving and carbon reduction, environmental friendliness, and process optimization be achieved, but the adhesion of the pixels produced by subsequent processes is also preferred. On the contrary, when the vacuum degree of the reduced pressure drying treatment is less than 20Pa, it is not economically beneficial. When the vacuum degree of the reduced pressure drying treatment is greater than 100Pa, the solvent in the photosensitive resin composition cannot be completely volatilized, and the adhesion of the pixels produced is poor.

[0113] The time for the reduced pressure drying treatment is not particularly limited, and is, for example, 10 to 180 seconds.

[0114] The uniformity of the film thickness after the reduced pressure drying treatment is 2% to 8%, preferably 2% to 5%. When the uniformity of the film thickness after the reduced pressure drying treatment is 2% to 8%, the coating film has good hue uniformity. When the uniformity of the film thickness after the reduced pressure drying treatment is 2% to 5%, the hue uniformity of the coating film is more preferred.

[0115] On the contrary, when the film thickness uniformity of the coating film is greater than 8%, the color uniformity of the coating film is poor.

[0116] Process (iii)

[0117] The step (iii) is to perform an exposure treatment on the coating film.

[0118] In one embodiment, step (iii) may be to expose the coating film with ultraviolet light through a photomask having a pattern. The light used for the exposure treatment is preferably ultraviolet light such as g-line, h-line, i-line, etc. The ultraviolet device may be a (ultra) high pressure mercury lamp or a metal halide lamp. The exposure amount of ultraviolet light is not particularly limited, but is preferably 1 to 1000 mJ / cm 2 .

[0119] Step (iv)

[0120] Step (iii) is to develop the coating film to form a pattern.

[0121] The developer used in the development treatment is not particularly limited, and an alkaline developer can be cited. The alkaline developer is not particularly limited, and an aqueous solution of sodium carbonate, sodium hydroxide, etc. can be cited, and an organic base such as dimethylbenzylamine, triethanolamine, etc. can also be used. In addition, a defoaming agent, a surfactant, or a combination thereof can be added to the developer.

[0122] The method of development treatment is not particularly limited, and examples thereof include a method of dissolving and removing the unexposed portion of the coating film by a shower development method, a spray development method, a dip development method, a puddle development method, and the like.

[0123] It is worth noting that in this embodiment, no pre-baking process is required before the development process, thereby achieving the effects of energy saving and carbon reduction, environmental friendliness, and process optimization.

[0124] Process (v)

[0125] Step (v) After the development process, the pattern is subjected to a post-baking process to form pixels.

[0126] The temperature of the post-bake treatment is not particularly limited, and is, for example, 100°C to 280°C.

[0127] The time for the post-baking treatment is not particularly limited, and is, for example, 1 minute to 15 minutes.

[0128] The heating device for the post-bake treatment is not particularly limited, and examples thereof include heating devices such as a hot plate and an oven.

[0129] After the above processing steps, a specific pattern can be fixed on the substrate, thereby forming pixels. Repeat the above steps to form red, green, blue and other pixels on the substrate in sequence.

[0130] The pixel formed by the pixel forming method of this embodiment can be applied to, but not limited to, a display device and the like.

[0131] <Display device and method of manufacturing the same>

[0132] This embodiment provides a display device, which may include a color filter, and the color filter includes pixels made by the above-mentioned pixel forming method.

[0133] In one embodiment, the display device is, for example, a liquid crystal display device. Hereinafter, a method for manufacturing a display device is described by taking a liquid crystal display device as an example.

[0134] When used in a liquid crystal display device, a cover film, a columnar spacer, a transparent conductive film, a liquid crystal alignment film, or a combination thereof may be formed on the color filter as needed.

[0135] Specifically, the liquid crystal display component of this embodiment can be manufactured as follows.

[0136] First, a color filter formed by a method for forming a color filter including pixels made by a pixel forming method and a substrate provided with a thin film transistor (TFT) are arranged opposite to each other, and a gap (cell gap) is set between the two. Next, an adhesive is used to bond the color filter to the surrounding portion of the substrate and an injection hole is left. Then, liquid crystal is injected into the gap separated by the surface of the substrate and the adhesive through the injection hole, and the injection hole is sealed to form a liquid crystal layer. Subsequently, a polarizing plate is provided on the other side of the color filter that contacts the liquid crystal layer and the other side of the substrate that contacts the liquid crystal layer to form a liquid crystal display component. Next, a surface light source is set on one side of the liquid crystal display component to form a liquid crystal display device. The liquid crystal used above, that is, the liquid crystal compound or liquid crystal composition, is not particularly limited here, but any liquid crystal compound and liquid crystal composition can be used.

[0137] There is no particular limitation on the liquid crystal display device, and the liquid crystal display device can be applied to, for example, twisted nematic (TN), super twisted nematic (STN), in-plane switching (IPS) panels, vertical alignment (VA) panels, and optically compensated birefringence (OCB) panels, etc., which use color filters for coloring in liquid crystal display modes.

[0138] <Optically active resin composition>

[0139] The photosensitive resin composition of this embodiment includes a colorant (A), an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and a solvent (E). In addition, if necessary, the photosensitive resin composition of this embodiment may selectively include a compound (F), a dispersant (G) and / or an additive (H). The various components of the photosensitive resin composition of this embodiment will be described in detail below:

[0140] Hereinafter, (meth)acrylic acid refers to acrylic acid and / or methacrylic acid, and (meth)acrylate refers to acrylate and / or methacrylate.

[0141] Colorant (A)

[0142] The colorant (A) of this embodiment includes at least one selected from the group consisting of a xanthene colorant (A1), a phthalocyanine colorant (A2), and a triphenylmethane colorant (A3). In addition, the colorant (A) may further include other colorants (A4) in addition to the xanthene colorant (A1), the phthalocyanine colorant (A2), and the triphenylmethane colorant (A3).

[0143] It is worth noting that the photosensitive resin composition of this embodiment includes at least one selected from the group consisting of xanthene colorants (A1), phthalocyanine colorants (A2), and triphenylmethane colorants (A3) as a colorant (A), and the pattern (pixel) formed has good brightness. On the contrary, when the photosensitive resin composition does not include at least one selected from the group consisting of xanthene colorants (A1), phthalocyanine colorants (A2), and triphenylmethane colorants (A3) as a colorant (A), the brightness of the produced pixel is poor.

[0144] Xanthene colorant (A1)

[0145] In this embodiment, the xanthene-based colorant (A1) has a structure represented by formula (I).

[0146]

[0147] In formula (I),

[0148] X 1 , X 2 , X 3 , and X 4 Each independently represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group;

[0149] n represents 1 or 2.

[0150] X 1 , X 2 , X 3 , and X 4In the aliphatic hydrocarbon group having 1 to 20 carbon atoms, there are linear, branched, and cyclic aliphatic hydrocarbon groups. Specifically, the aliphatic hydrocarbon group having 1 to 20 carbon atoms is not particularly limited, and examples thereof include linear saturated hydrocarbon groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, and n-dodecyl; isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, methylpentyl, ethylbutyl, methylhexyl, ethylpentyl, propylbutyl, (methylethyl)butyl, (methylethyl)(methyl)propyl, methylheptyl, ethylhexyl, propylpentyl, (methylethyl)butyl, (methylethyl)propyl, The invention also includes branched-chain saturated hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and cyclodecyl; and alicyclic saturated hydrocarbon groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and cyclodecyl.

[0151] X 1 , X 2 , X 3 , and X 4 In the above, the aromatic hydrocarbon group is not particularly limited, and examples thereof include phenyl, 1-naphthyl, and 2-naphthyl.

[0152] X 1 , X 2 , X 3. and X 4 In the above, the aliphatic hydrocarbon group and the aromatic hydrocarbon group having 1 to 20 carbon atoms may be substituted by one or more substituents, wherein the substituents are not particularly limited, and examples thereof include alkoxy groups such as methoxy, ethoxy, and propoxy; monovalent aromatic hydrocarbon groups such as phenyl, 1-naphthyl, and 2-naphthyl; and sulfonate groups (-SO3 - , sulfo group).

[0153] Specific examples of the structure represented by formula (I) include at least one of the structures represented by formula (I-1) to formula (I-8), and preferably include the structures represented by formula (I-1) to formula (I-4), formula (I-7) and formula (I-8).

[0154]

[0155]

[0156]

[0157] In addition, when the main structure of the structure shown in formula (I) contains a sulfonate group (-SO3 -, sulfo group), wherein specific examples of the cations paired with the sulfonate group include sodium ions and potassium ions.

[0158] When the colorant (A1) contains a xanthene-based colorant (A1), the amount of the xanthene-based colorant (A1) is 10 to 500 parts by weight, preferably 20 to 480 parts by weight, and more preferably 30 to 450 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0159] Phthalocyanine colorant (A2)

[0160] In this example, the phthalocyanine colorant (A2) has a structure represented by formula (II).

[0161]

[0162] In formula (II),

[0163] A 1 ~A 16 Each independently represents a hydrogen atom, a halogen atom, or -Y 1 -A 17 , where Y 1 Represents a divalent linking group, A 17 represents a substituted or unsubstituted phenyl group.

[0164] A 1 ~A 16 In the invention, the halogen atom includes a fluorine atom, a chlorine atom, a bromine atom, etc. From the viewpoint of optimizing the hue as a green colorant applied to a pixel, the halogen atom is preferably a fluorine atom or a chlorine atom.

[0165] In one embodiment, A 1 ~A 16 Each independently represents a fluorine atom or a chlorine atom.

[0166] -Y 1 -A 17 Middle, Y 1 The divalent linking group is not particularly limited, and examples thereof include an oxygen atom, a sulfur atom, or -N(R a1 )-. R a1 represents a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms. 1 Preferably, it represents an oxygen atom or a sulfur atom, and more preferably, it represents an oxygen atom.

[0167] -Y 1 -A 17 A 17The substituents that the phenyl group may have are not particularly limited, and examples thereof include a halogen atom, an alkyl group, an alkoxy group (-OR A Base (where R A represents an alkyl group)), an alkoxycarbonyl group (-COOR A Base (where R A represents an alkyl group), an aryl group, an aryloxy group (-OR B Base (where R B represents an aryl group)), and an aryloxycarbonyl group (-COOR B Base (where R B The alkyl groups (-R A yl) and aryl (R B ) may be further substituted by these substituents. Among these substituents, alkoxycarbonyl is preferred.

[0168] Y 1 -A 17 In the above, the alkyl group contained in these groups may be a linear alkyl group, a branched alkyl group or a cyclic alkyl group. From the viewpoint of suppressing the hindrance of hydrogen bond formation, the alkyl group contained in these groups is preferably a linear alkyl group.

[0169] Y 1 -A 17 The carbon number of the alkyl group contained in the above-mentioned groups is not particularly limited, but is preferably 1 or more, more preferably 2 or more; preferably 6 or less, more preferably 5 or less, and further preferably 4 or less.

[0170] Y 1 -A 17 Specific examples of the alkyl group contained in the above groups include methyl, ethyl, propyl, butyl, pentyl, and hexyl. The alkyl group is preferably methyl or ethyl, and more preferably ethyl.

[0171] Y 1 -A 17 In the above-mentioned groups, the aryl group contained in these groups may be an aromatic hydrocarbon ring group or an aromatic heterocyclic group.

[0172] Y 1 -A 17 The carbon number of the aromatic group contained in the above-mentioned groups is not particularly limited, but is preferably 4 or more, more preferably 6 or more; preferably 12 or less, more preferably 10 or less, and further preferably 8 or less. 1 -A 17In the above groups, the aromatic hydrocarbon ring in the aromatic hydrocarbon ring group in the aromatic group contained in the above groups may be a monocyclic ring or a fused ring. Specific examples of the aromatic hydrocarbon ring group include a benzene ring having one free valence, a naphthalene ring, a cyclopentadiene ring, an indene ring, an azulene ring, and a heptalene ring.

[0173] y 1 -A 17In the above groups, the aromatic heterocyclic ring in the aromatic heterocyclic group in the aryl group may be a monocyclic ring or a fused ring. Specific examples of the aromatic heterocyclic group include a furan ring, a thiophene ring, a pyrrole ring, a 2H-pyran ring, a 4H-thiopyran ring, a pyridine ring, a 1,3-oxazole ring, an isoxazole ring, a 1,3-thiazole ring, an isothiazole ring, an imidazole ring, a pyrazole ring, a furazane ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, a 1,3,5-triazine ring, a benzofuran ring, a 2-benzofuran ring, a benzothiophene ring, and a 1,3,5-triazine ring. ring), 2-benzothiophene ring, 1H-pyrrolidine ring, indole ring, isoindole ring, indolizine ring, 2H-1-benzopyran ring, 1H-2-benzopyran ring, quinoline ring, isoquinoline ring, 4H-quinolidine ring, benzimidazole ring, 1H-indazole ring, quinoxaline ring, quinazoline ring, cinnoline ring, phthalazine ring, 1,8-naphthyridine ring, purine ring, pteridine ring and the like.

[0174] Specific examples of the phthalocyanine colorant (A2) include compounds represented by formula (II-1) to formula (II-10), preferably including formula (II-1), formula (II-2), formula (II-3), formula (II-5), formula (II-9), and formula (II-10).

[0175]

[0176]

[0177]

[0178]

[0179]

[0180] When the colorant (A1) contains the phthalocyanine colorant (A2), the amount of the phthalocyanine colorant (A2) is 10 to 500 parts by weight, preferably 20 to 480 parts by weight, and more preferably 30 to 450 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0181] Triphenylmethane colorant (A3)

[0182] In the present embodiment, the triphenylmethane colorant (A3) includes at least one selected from the group consisting of a triphenylmethane colorant (A3-1), a triphenylmethane colorant (A3-2), and a triphenylmethane colorant (A3-3).

[0183] Triphenylmethane colorant (A3-1)

[0184] The triphenylmethane colorant (A3-1) has a structure represented by formula (III-1).

[0185]

[0186] In formula (III-1),

[0187] A represents a p-valent organic group, wherein the carbon atom directly bonded to N in the organic group does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, the carbon chain of the aliphatic hydrocarbon group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom, and the carbon chain of the aromatic group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom;

[0188] R 1 , R 2 , R 3 , R 4 , and R 5 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, wherein R 2 With R 3 Can bond to each other to form a ring structure, R 4 With R 5 Can bond to each other to form a ring structure, multiple R 1 , R2 , R 3 , R 4 , and R 5 Each may be the same or different;

[0189] Ar 1 represents a substituted or unsubstituted divalent aromatic group, a plurality of Ar 1 Each may be the same or different;

[0190] p represents an integer of 2 or more.

[0191] The carbon atom directly bonded to the nitrogen atom (N) by the p-valent organic group represented by A in formula (III-1) does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, wherein the carbon chain of the aliphatic hydrocarbon group may contain an oxygen atom (O), a sulfur atom (S), and a nitrogen atom (N), and the carbon chain of the aromatic group may also contain O, S, and N. Since the carbon atom directly bonded to N does not have a π bond, the color characteristics such as the hue or transmittance of the cationic color-forming part are not affected by the bonding group A or other color-forming parts, and the same color as the monomer can be maintained.

[0192] In A of formula (III-1), the aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N may be any of linear, branched or cyclic, as long as the carbon atom at the terminal directly bonded to N does not have a π bond, and the carbon atoms other than the terminal may have an unsaturated bond, and may have a substituent, and the carbon chain of the substituent may contain O, S, and N. The carbon chain of the substituent may contain, for example, a carbonyl group, a carboxyl group, an oxycarbonyl group, an amide group, etc., and the hydrogen atom may be substituted with a halogen atom, etc.

[0193] Furthermore, in A of formula (III-1), the aromatic group having the aliphatic hydrocarbon group may be a monocyclic or polycyclic aromatic group having an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the end directly bonded to N, which may have a substituent or may be a heterocyclic ring containing O, S, or N.

[0194] In A of the formula (III-1), from the viewpoint of the rigidity of the skeleton, A preferably contains a cyclic aliphatic hydrocarbon group or an aromatic group.

[0195] In A of formula (III-1), from the viewpoint of the firmness of the skeleton, the cyclic aliphatic hydrocarbon group as A is preferably a bridged alicyclic hydrocarbon group. The so-called bridged alicyclic hydrocarbon group refers to a polycyclic aliphatic hydrocarbon group having a cross-linked structure and a polycyclic structure in the aliphatic ring. Examples of the bridged alicyclic hydrocarbon group include norbornane, bicyclo[2.2.2]octane, adamantane, etc. The bridged alicyclic hydrocarbon group is preferably norbornane. In addition, the aromatic group may include a group containing a benzene ring or a naphthalene ring, preferably a group containing a benzene ring. For example, when A is a divalent organic group, examples include a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, or an aromatic group having alkylene groups having 1 to 20 carbon atoms such as xylylene (xylylene) substituted with two.

[0196] In A of formula (III-1), the valence number p is the number of color-developing cationic sites constituting the cation, and p represents an integer greater than or equal to 2. In the colorant, from the viewpoint of heat resistance, the valence number p of the cation is preferably greater than or equal to 2, and more preferably greater than or equal to 3. There is no particular upper limit on p, but from the viewpoint of ease of production, p is preferably less than or equal to 4, and more preferably less than or equal to 3.

[0197] In formula (III-1), R 1 , R 2 , R 3 , R 4 , and R 5 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

[0198] In formula (III-1), R 1 , R 2 , R 3 , R 4 , and R 5 The alkyl group in is not particularly limited, and examples thereof include linear or branched alkyl groups having 1 to 20 carbon atoms, preferably linear or branched alkyl groups having 1 to 8 carbon atoms, and more preferably linear or branched alkyl groups having 1 to 5 carbon atoms. 1 , R 2 , R 3 , R 4 , and R 5 The alkyl group in is particularly preferably an ethyl group or a methyl group. The substituent that the alkyl group may have is not particularly limited, and examples thereof include an aryl group, a halogen atom, a hydroxyl group, and the like. Examples of the substituted alkyl group include an aralkyl group such as a benzyl group.

[0199] In formula (III-1), R 1 , R 2 , R 3 , R 4 , and R 5The aryl group in is not particularly limited, and examples thereof include phenyl and naphthyl. The substituent that the aryl group may have is not particularly limited, and examples thereof include alkyl and halogen atoms.

[0200] The so-called "R 2 With R 3 Can bond to each other to form a ring structure, R 4 With R 5 can bond to each other to form a ring structure" means that "R 2 With R 3 They can be bonded to each other through nitrogen atoms to form a ring structure, R 4 With R 5 The ring structure is not particularly limited and may be bonded to each other via a nitrogen atom to form a ring structure, and examples thereof include a pyrrolidine ring, a piperidine ring, or a morpholine ring.

[0201] In formula (III-1), from the viewpoint of chemical stability, R 1 , R 2 , R 3 , R 4 , and R 5 Preferably, each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or R 2 With R 3 Bonded to each other to form a ring structure, R 4 With R 5 They are bonded to each other to form a ring structure, wherein the ring structure may be a pyrrolidine ring, a piperidine ring, or a morpholine ring.

[0202] In formula (III-1), R 1 , R 2 , R 3 , R 4 , and R 5 The above structure can be formed independently, that is, multiple R 1 , R 2 , R 3 , R 4 , and R 5 Each may be the same or different. Among them, from the perspective of color purity, R 1 In terms of ease of production and raw material supply, R 2 , R 3 , R 4 , and R 5 are the same.

[0203] In formula (III-1), Ar 1 There is no particular limitation on the substituted or unsubstituted divalent aromatic group in the group. 1 Each may be the same or different. 1The aromatic group in can be the same as those exemplified for the aromatic group of A.

[0204] In formula (III-1), Ar 1 It is preferably a substituted or unsubstituted aromatic group having 6 to 20 carbon atoms, and more preferably a substituted or unsubstituted aromatic group containing a condensed polycyclic carbocyclic ring having 10 to 14 carbon atoms. Among them, phenylene or naphthylene is more preferred from the viewpoint of simple structure and low raw material price.

[0205] In formula (III-1), a plurality of R 1 , R 2 , R 3 , R 4 , and R 5 and Ar 1 Can be the same or different. 1 , R 2 , R 3 , R 4 , and R 5 and Ar 1 The combination can be adjusted to the desired color.

[0206] The structure represented by formula (III-1) is a cation with a valence of two or more, which can be matched with an anion with a valence of two or more. q- .

[0207] It is worth noting that since the compound represented by formula (III-1) contains anions and cations with a valence of more than 2, the structure (cation) represented by formula (III-1) and B q- (Anions) can form aggregates. Among them, anions and cations are not simply ionically bonded on a molecule-to-molecule basis, but rather multiple molecules are assembled through ionic bond formation to form a molecular assembly (Molecular Assembly). Therefore, the molecular weight of the appearance is higher than that of the known lake pigment (Lake Pigment). Generally speaking, it is speculated that due to the formation of such a molecular assembly, the cohesive force of the aggregate formed by the structure (cation) shown in formula (III-1) and Bq- (anion) in the solid state is further improved, which reduces thermal motion, thereby inhibiting the dissociation of ion pairs or the decomposition of the cationic part, making it more difficult to fade than the known lake pigment.

[0208] On the premise that the structure represented by formula (III-1) is a divalent or higher cation coupled with an anion of Bq-, the molecular assembly can be represented by, for example, the structure represented by the following formula (III-1-1).

[0209]

[0210] In formula (III-1-1), A, Ar 1 , R 1 , R 2 , R 3 , R 4 , R 5 , and p are the same as those in formula (III-1) and are not further described here. r and s represent integers greater than 1.

[0211] In formula (III-1-1), r is the number of cations, and s represents the number of anions in the molecular assembly. r and s represent integers greater than 1. When r represents 2 or more, multiple cations in the molecular assembly can be used alone or in combination of two or more. Again, when s is 2 or more, multiple anions in the molecular assembly can be used alone or in combination of two or more.

[0212] In formula (III-1-1), B q- (anion) is not particularly limited and may be an organic anion or an inorganic anion. Here, the so-called "organic anion" means an anion containing at least one carbon atom. Also, the so-called "inorganic anion" means an anion not containing a carbon atom. In this embodiment, from the perspective of the brightness of the pixel, B q- Inorganic anions are preferred.

[0213] B q- In the case of an organic anion, the structure thereof is not particularly limited, and examples thereof include those described in the specification of International Publication No. 2012 / 144520.

[0214] From the viewpoint of the stability of the colorant, Bq- is preferably an organic anion having two or more monovalent anionic substituents in one molecule. Specific examples of the anionic substituents include -SO2N - SO2CH3, -SO2N - COCH3, -SO2N - SO2CF3, -SO2N - COCF3, -CF2SO2N - SO2CH3, -CF2SO2N - COCH3, -CF2SO2N - SO2CF3, -CF2SO2N - Imido acid groups (sulfonate anions) such as COCF3, -SO3 - , -CF2SO3 - 、-PO3 2- 、-COO - ,-CF2PO3 2- , and -CF2COO -From the viewpoint that the high acidity stabilizes the cations and maintains the color development state, the anionic substituent is preferably an imidic acid group, -SO3 - , -CF2SO3 - , more preferably -SO3 - (Sulfonate group) When a plurality of anionic substituents are substituted, they may be the same substituent or different substituents may be used.

[0215] On the other hand, in B q- In the case of inorganic anions, there are no particular restrictions on their structure, and examples thereof include anions of divalent or higher oxyacids (phosphate ions, sulfate ions, chromate ions, tungstate ions (WO4 2- ), molybdate ion (MoO4 2- ) etc.), multiple acid ions of condensed oxygen-containing acids, halogen anions, or mixtures thereof.

[0216] The polyacid anions include heterogeneous polyacid anions (M y O z ) q- or heteropolyacid ions (XM y O z ) q- In the above ion formula, M represents a polyatom, X represents a heteroatom, y represents the composition ratio of the polyatom, and z represents the composition ratio of oxygen atoms. The polyatom M may include molybdenum (Mo), tungsten (W), vanadium (V), titanium (Ti), or niobium (Nb). In addition, the heteroatom X may include silicon (Si), phosphorus (P), arsenic (As), sulfur (S), iron (Fe), and cobalt (Co). In addition, heterogeneous polyacid ions and heteropolyacid ions may also contain Na + or H + Etc. for cations.

[0217] From the perspective of pixel brightness, B q- Preferably, it is a heterogeneous polyacid anion containing at least one of molybdenum (Mo) and tungsten (W), and more preferably, it is a heterogeneous polyacid anion containing at least q-valent tungsten.

[0218] The polyacid anion containing at least one of molybdenum (Mo) and tungsten (W) can be exemplified by tungstate ions [W] belonging to heterogeneous polyacids. 10 O 32 ] 4- 、Molybdate ion [Mo6O 19 ] 2- , phosphotungstate ion [PW 12 O 40 ] 3- , silicotungstate ion [SiW 12 O 40 ]4- 、Phosphombohedral ion [PMo 12 O 40 ] 3- , phosphotungstomolybdate ion [PW 12-a Mo a O 40 ] 3- 、H3[PW 2-b Mo b O7] 4- wait.

[0219] In the polyacid anion containing at least one of molybdenum (Mo) and tungsten (W), the molar ratio of tungsten to molybdenum is not particularly limited. From the viewpoint of pixel brightness, the molar ratio of tungsten to molybdenum is preferably 100:0 to 90:10.

[0220] In one embodiment, B q- represents the above-mentioned imidic acid group (sulfonate anion), halogen anion, or the above-mentioned multiple acid ion.

[0221] In another embodiment, B q- Preferably, chloride ion, [PW 12 O 40 ] 3- , [PW 11.76 Mo 0.24 O 40 ] 3- , or a combination thereof.

[0222] The method for producing the structure represented by formula (III-1) and the compound represented by formula (III-1-1) is not particularly limited, and they can be produced, for example, by referring to the specification of International Publication No. 2012 / 144520.

[0223] Specific examples of the compound represented by formula (III-1-1) may include at least one of compounds (1) to (21). Each of compounds (1) to (21) contains a cation and a heterogeneous polyacid anion.

[0224] Specific examples of the compound represented by formula (III-1-1) preferably include at least one of compound (4), compound (2), and compound (21).

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231] Triphenylmethane colorant (A3-2)

[0232] The triphenylmethane colorant (A3-2) has a structure represented by formula (III-2).

[0233]

[0234] In formula (III-2),

[0235] R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group;

[0236] R 12 , R 13 , and R 14 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom;

[0237] t and u each independently represent an integer from 0 to 4;

[0238] v represents an integer from 0 to 6;

[0239] Among them, t, u, and v are not 0 at the same time.

[0240] In formula (III-2), R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 Specific examples of the alkyl group having 1 to 8 carbon atoms include the following: 1 and X 3 The specific examples of the linear or branched aliphatic hydrocarbon group having 1 to 8 carbon atoms in the specific examples described in are the same as those in the above description and are not described in detail here. 6 , R 7 , R 8 , R 9 , R 10 , and R 11 It is preferably an alkyl group having 1 to 4 carbon atoms, and more preferably a methyl group or an ethyl group.

[0241] In formula (III-2), R 6 , R7 , R 8 , R 9 , R 10 , and R 11 Specific examples of the cycloalkyl group having 3 to 8 carbon atoms include the following: 1 and X 3 The same specific examples of the cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms as those described in the above are not described in detail here. 6 , R 7 , R 8 , R 9 , R 10 , and R 11 It is preferably a cycloalkyl group having 4 to 6 carbon atoms, and more preferably a cyclohexyl group.

[0242] In formula (II1-2), R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 The aryl group in R includes aryl groups having 6 to 14 carbon atoms, and preferably aryl groups having 6 to 10 carbon atoms. 6 , R 7 , R 8 , R 9 , R 10 , and R 11 Specific examples of the aryl group in formula (II) include: 17 Specific examples of the aromatic group (aromatic hydrocarbon ring group or aromatic heterocyclic group) are not further described here. 6 , R 7 , R 8 , R 9 , R 10 , and R 11 Preferred is phenyl.

[0243] In formula (III-2), R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 The substituents that the alkyl group having 1 to 8 carbon atoms, the cycloalkyl group having 3 to 8 carbon atoms, and the aryl group may have include an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a trifluoromethyl group, or a cyano group. In addition, the cycloalkyl group and the aryl group may also be substituted by an alkyl group having 1 to 6 carbon atoms. Furthermore, the position and number of the substituents are not particularly limited, and when there are two or more substituents, the substituents may be the same or different.

[0244] In formula (III-2), R 12 , R13 , and R 14 Each independently represents an alkyl group having 1 to 8 carbon atoms or a chlorine atom, preferably an alkyl group having 1 to 4 carbon atoms or a chlorine atom, more preferably an alkyl group having 1 to 4 carbon atoms, and further preferably a methyl group or an ethyl group.

[0245] In formula (III-2), t and u each independently represent an integer of 0 to 4, preferably each independently represent an integer of 0 to 2; v represents an integer of 0 to 6, preferably represents 0 or 1; wherein t, u, and v are not 0 at the same time. The combination of t, u, and v preferably includes a combination of t=1, u=0, v=0, a combination of t=0, u=0, v=1, a combination of t=2, u=0, v=0, a combination of t=1, u=1, v=0, and a combination of t=1, u=1, v=1; more preferably includes a combination of t=1, u=0, v=0, a combination of t=0, u=0, v=1, and a combination of t=1, u=1, v=0.

[0246] The structure represented by formula (III-2) is a cationic chromophoric group of triarylmethane, and examples thereof include the chromophoric groups represented by a3 and a6 in the following compound group a and the chromophoric group represented by b3 in the following compound group b. Among them, the cationic chromophoric group of triarylmethane is preferably a3 or a6.

[0247] [Compound Group a]

[0248]

[0249] [Compound Group b]

[0250]

[0251]

[0252] In addition, the structure represented by formula (III-2) is a cation, which can be combined with anions with a valence of two or more. q- , where B q- B described in the above triphenylmethane colorant (A3-1) q- The same, no further elaboration is given here.

[0253] Triphenylmethane colorant (A3-3)

[0254] The triphenylmethane colorant (A3-3) has a structure represented by formula (III-3).

[0255]

[0256] In formula (III-3),

[0257] R 15, R 16 , R 17 , R 18 , R 19 , and R 20 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group;

[0258] R 21 , R 22 , and R 23 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom;

[0259] f, g, and h each independently represent an integer of 0-4.

[0260] In formula (III-3), R 15 , R 16 , R 17 , R 18 , R 19 , and R 20 Specific examples of the substituted or unsubstituted alkyl group having 1 to 8 carbon atoms and its substituents and R in formula (III-2) 6 , R 7 , R 8 , R 9 , R 10 , and R 11 Specific examples of the substituted or unsubstituted alkyl group having 1 to 8 carbon atoms and its substituents are the same as those in the examples above and are not described in detail herein.

[0261] In formula (III-3), R 15 , R 16 , R 17 , R 18 , R 19 , and R 20 Specific examples of the substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms and its substituents and R in formula (III-2) 6 , R 7 , R 8 , R 9 , R 10 , and R 11 Specific examples of the substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms and its substituents are the same as those in the examples above and are not described in detail herein.

[0262] In formula (III-3), R 15 , R 16 , R 17 , R 18 , R 19 , and R 20Specific examples of substituted or unsubstituted aryl groups and their substituents are the same as R in formula (III-2) 6 , R 7 , R 8 , R 9 , R 10 , and R 11 The specific examples of the substituted or unsubstituted aryl group and its substituents are the same as those in , and are not further described here.

[0263] In formula (III-3), R 21 , R 22 , and R 23 Specific examples of the alkyl group having 1 to 8 carbon atoms are the same as those of R in formula (III-2). 12 , R 13 , and R 14 Specific examples of the alkyl group having 1 to 8 carbon atoms are the same as those of the group and will not be described in detail here.

[0264] In formula (III-3), f, g, and h each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, and more preferably 0 or 1. The combination of f, g, and h is preferably a combination of f=0, g=0, h=0, a combination of f=1, g=0, h=0, a combination of f=2, g=0, h=0, a combination of f=1, g=1, h=0, and a combination of f=1, g=1, h=1; more preferably, a combination of f=1, g=0, h=0, and even more preferably, a combination of f=1, g=1, h=0.

[0265] The structure represented by formula (III-3) is a cationic chromophoric group of triarylmethane, and examples thereof include the chromophoric groups represented by a1, a2, a4, a5 in the above compound group a and b1, b2, b4, b6, b7 in the compound group b. Among them, the cationic chromophoric group of triarylmethane is preferably a4, a5, b7.

[0266] In addition, the structure (cation) represented by formula (III-3) may be combined with an anion having a valence of two or more. The anion is, for example, Bq-, wherein Bq- is the same as Bq- described in the above triphenylmethane colorant (A3-1), and will not be described in detail here.

[0267] When the colorant (A1) contains a triphenylmethane colorant (A3), based on 100 parts by weight of the alkali-soluble resin (B), the amount of the triphenylmethane colorant (A3) is 10 to 300 parts by weight, preferably 15 to 295 parts by weight, and more preferably 20 to 290 parts by weight.

[0268] Other colorants (A4)

[0269] In this embodiment, the colorant (A) may further include other colorants (A4). Other colorants (A4) may be inorganic pigments, organic pigments, or a combination thereof.

[0270] Inorganic pigments can be metal compounds such as metal oxides and metal zirconium salts. Among them, inorganic pigments can include oxides of metals such as iron (Fe), cobalt (Co), aluminum (Al), cadmium (Cd), lead (Pb), copper (Cu), titanium (Ti), magnesium (Mg), chromium (Cr), zinc (Zn), antimony (Sb), composite oxides of the aforementioned metals, metal zirconium salts, or combinations thereof.

[0271] Specific examples of organic pigments include CI Pigment Yellow 1, 3, 11, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 99, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 167, 168, 175; CI Pigment Orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73; CI Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 48:1, 48:2, 48:3, 48:4, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57:1, 57:2, 58:2, 58:4, 60:1, 63:1, 63:2, 64:1, 81:1, 83, 88, 90:1, 97, 101, 102, 104, 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 155, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193, 194, 202, 206, 207, 08, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265; CI Pigment Violet 1, 14, 19, 23, 29, 32, 33, 36, 37, 38, 39, 40, 50; CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, 16, 21, 22, 60, 61, 64, 66; CI Pigment Green 7, 36, 37, 42, 58; CI Pigment Brown 23, 25, 28; CI Pigment Black 1, 7; or a combination thereof.

[0272] The above organic pigments may be used alone or in combination of two or more.

[0273] The other colorant (A4) is preferably CI Pigment Red 254, CI Pigment Green 58, CI Pigment Blue 15:6, or a combination thereof.

[0274] The average particle diameter of the other colorant (A4) may be 10 nm to 200 nm, preferably 20 nm to 150 nm, and more preferably 30 nm to 130 nm.

[0275] The colorant (A) may be included in an amount of 10 to 600 parts by weight, preferably 20 to 550 parts by weight, and more preferably 30 to 500 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0276] Alkali soluble resin (B)

[0277] The alkali-soluble resin (B) of this embodiment may include a first alkali-soluble resin (B-1). In addition, the alkali-soluble resin (B) of this embodiment may further include another alkali-soluble resin (B-2).

[0278] First alkali-soluble resin (B-1)

[0279] In one embodiment, the first alkali-soluble resin (B-1) is prepared by firstly subjecting an ethylenically unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides to a double bond copolymerization reaction with other copolymerizable ethylenically unsaturated monomers (b-1-2) to form a polymer, wherein the side chain of the polymer has a carboxylic acid group. Then, the carboxylic acid group in the side chain of the polymer is subjected to an addition reaction with an ethylenically unsaturated monomer (b-1-3) having an epoxy group to obtain the first alkali-soluble resin (B-1).

[0280] In another embodiment, the first alkali-soluble resin (B-1) is prepared by firstly subjecting other copolymerizable ethylenically unsaturated monomers (b-1-2) to double bond copolymerization with ethylenically unsaturated monomers (b-1-3) having epoxy groups to form a polymer, wherein the side chains of the polymer have epoxy groups. Then, the epoxy groups in the side chains of the polymer are subjected to addition reaction with ethylenically unsaturated monomers (b-1-1) having one or more carboxylic acids or carboxylic anhydrides to obtain the first alkali-soluble resin (B-1).

[0281] In another embodiment, the first alkali-soluble resin (B-1) is firstly obtained by subjecting other copolymerizable ethylenically unsaturated monomers (b-1-2) to double bond copolymerization with ethylenically unsaturated monomers (b-1-3) having epoxy groups to form a polymer, wherein the side chain of the polymer has epoxy groups. Then, the epoxy groups in the side chains of the polymer are subjected to addition reaction with ethylenically unsaturated monomers (b-1-1) having one or more carboxylic acids or carboxylic anhydrides, and then further subjected to half-esterification reaction with an acid anhydride compound to obtain the first alkali-soluble resin (B-1).

[0282] The aforementioned ethylenic unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides, wherein the ethylenic unsaturated monomer having one or more carboxylic acids may include but is not limited to unsaturated monocarboxylic acid compounds, unsaturated polycarboxylic acid compounds, polycyclic compounds having an unsaturated group and one carboxylic acid group, polycyclic compounds having an unsaturated group and multiple carboxylic acid groups, or a combination thereof.

[0283] The unsaturated monocarboxylic acid compound may include, but is not limited to, (meth) acrylic acid, butenoic acid, α-chloroacrylic acid, ethyl acrylic acid, cinnamic acid, 2-(meth)acryloyloxy ethylsuccinate monoester, 2-(meth)acryloyloxy ethylsuccinate monoester, 2-(meth)acryloyloxy ethylsuccinate hexahydrophthalate, 2-(meth)acryloyloxy ethylsuccinate phthalate, omega-carboxylic acid-based polycaprolactone polyol monoacrylate, or a combination thereof. The omega-carboxylic acid-based polycaprolactone polyol monoacrylate may be a product manufactured by East Asia Synthetics, model ARONIX M-5300.

[0284] The aforementioned unsaturated polycarboxylic acid compound may include, but is not limited to, maleic acid, fumaric acid, methyl fumaric acid, itaconic acid, citraconic acid, or a combination thereof.

[0285] The aforementioned polycyclic compound having an unsaturated group and a carboxylic acid group may include, but is not limited to, 5-carboxylic acid bicyclo[2.2.1]hept-2-ene, 5-carboxylic acid-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxylic acid-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxylic acid-6-methylbicyclo[2.2.1]hept-2-ene, 5-carboxylic acid-6-ethylbicyclo[2.2.1]hept-2-ene, or a combination thereof.

[0286] The polycyclic compound having an unsaturated group and a plurality of carboxylic acid groups may be, for example, 5,6-dicarboxylic acid bicyclo[2.2.1]hept-2-ene.

[0287] The ethylenically unsaturated monomer having one or more carboxylic acids is preferably selected from acrylic acid, methacrylic acid, 2-methacryloylethoxysuccinate, 2-methacryloylethoxyhexahydrophthalate, or a combination thereof.

[0288] The aforementioned ethylenically unsaturated monomer having one or more carboxylic acids or carboxylic anhydrides (b-1-1), wherein the aforementioned ethylenically unsaturated monomer having one or more carboxylic anhydrides may include but is not limited to unsaturated carboxylic anhydride compounds, polycyclic compounds having unsaturated groups and carboxylic anhydrides, or combinations thereof.

[0289] The aforementioned unsaturated carboxylic anhydride compound may include but is not limited to maleic anhydride, fumaric anhydride, methylfumaric anhydride, itaconic anhydride, citraconic anhydride, or a combination thereof. The aforementioned polycyclic compound having an unsaturated group and a carboxylic anhydride may include but is not limited to 5,6-dicarboxylic anhydride bicyclo[2.2.1]hept-2-ene, etc.

[0290] The ethylenically unsaturated monomer having one or more carboxylic anhydrides is preferably maleic anhydride.

[0291] The above-mentioned ethylenically unsaturated monomers (b-1-1) having one or more carboxylic acids or carboxylic anhydrides may be used alone or in combination of two or more.

[0292] In this embodiment, the usage amount of the ethylenically unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides and the other copolymerizable ethylenically unsaturated monomers (b-1-2) based on the first alkali-soluble resin (B-1) is 100 parts by weight, and the usage amount of the ethylenically unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides is 10 to 90 parts by weight, preferably 15 to 85 parts by weight, and more preferably 20 to 80 parts by weight.

[0293] The aforementioned other copolymerizable ethylenically unsaturated monomers (b-1-2) may include, but are not limited to, alkyl (meth)acrylates, alicyclic (meth)acrylates, aryl (meth)acrylates, unsaturated dicarboxylates, hydroxyalkyl (meth)acrylates, polyethers having a (meth)acrylate group, styrene compounds, unsaturated compounds other than the above compounds, or combinations thereof.

[0294] The above-mentioned alkyl (meth)acrylate may include, but is not limited to, methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, or a combination thereof.

[0295] The above-mentioned alicyclic (meth)acrylates may include but are not limited to cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, dicyclopentyl (meth)acrylate (or tricyclo[5.2.1.0 2，6 ]dec-8-yl (meth)acrylate), dicyclopentyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, tetrahydrofuranyl (meth)acrylate, or a combination thereof.

[0296] The above-mentioned aryl (meth)acrylate may include, but is not limited to, phenyl (meth)acrylate, benzyl methacrylate, or a combination thereof.

[0297] The aforementioned unsaturated dicarboxylic acid ester may include, but is not limited to, diethyl maleate, diethyl fumarate, diethyl itaconate, or a combination thereof.

[0298] The aforementioned hydroxyalkyl (meth)acrylate may include, but is not limited to, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, or a combination thereof.

[0299] The aforementioned polyether having a (meth)acrylate group may include, but is not limited to, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, or a combination thereof.

[0300] The aforementioned styrene-based compounds may include, but are not limited to, styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, p-methoxystyrene, or a combination thereof.

[0301] Unsaturated compounds other than the above compounds may include, but are not limited to, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, 2,3-dimethyl 1,3-butadiene, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidohexanoate, N-succinimidyl-3-maleimidopropionate, N-(9-acridinyl)maleimide, N-octylmaleimide, N-cyclohexylmaleimide, N-phenylmaleimide, or a combination thereof.

[0302] The above-mentioned other copolymerizable ethylenically unsaturated monomers (b-1-2) may be used alone or in combination of two or more.

[0303] The aforementioned other copolymerizable ethylenically unsaturated monomers (b-1-2) are preferably selected from methyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, tert-butyl (meth)acrylate, benzyl (meth)acrylate, dicyclopentanyl (meth)acrylate, isobornyl methacrylate, dicyclopentyloxyethyl (meth)acrylate, styrene, p-methoxystyrene, or a combination thereof.

[0304] In this embodiment, the total amount of the copolymerization monomers of the ethylenically unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides and the other copolymerizable ethylenically unsaturated monomers (b-1-2) based on the first alkali-soluble resin (B-1) is 100 parts by weight, and the amount of the other copolymerizable ethylenically unsaturated monomers (b-1-2) is 10 to 90 parts by weight, preferably 15 to 85 parts by weight, and more preferably 20 to 80 parts by weight.

[0305] The ethylenically unsaturated monomer (b-1-3) having an epoxy group may include, but is not limited to, a (meth)acrylate compound having an epoxy group, an α-alkylacrylate compound having an epoxy group, a glycidyl ether compound, or a combination thereof.

[0306] The aforementioned (meth)acrylate compound having an epoxy group may include, but is not limited to, glycidyl (meth)acrylate, 2-methylglycidyl (meth)acrylate, 3,4-epoxybutyl (meth)acrylate, 6,7-epoxyheptyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, or a combination thereof.

[0307] The aforementioned α-alkyl acrylate compound having an epoxy group may include, but is not limited to, α-ethyl glycidyl acrylate, α-n-propyl glycidyl acrylate, α-n-butyl glycidyl acrylate, α-ethyl acrylate-6,7-epoxyheptyl, or a combination thereof.

[0308] The aforementioned glycidyl ether compound may include but is not limited to o-vinylbenzylglycidyl ether (VBGE for short), m-vinylbenzylglycidyl ether (m-vinylbenzylglycidyl ether), p-vinylbenzylglycidyl ether (p-vinylbenzylglycidyl ether), or a combination thereof.

[0309] The ethylenically unsaturated monomer (b-1-3) having an epoxy group may be used alone or in combination of two or more.

[0310] The aforementioned ethylenically unsaturated monomer having an epoxy group (b-1-3) is preferably selected from glycidyl methacrylate, 2-methylglycidyl methacrylate, 3,4-epoxycyclohexylmethyl methacrylate, 6,7-epoxyheptyl methacrylate, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, or a combination thereof.

[0311] The preparation method of the first alkali-soluble resin (B-1) is not particularly limited, and an appropriate polymerization method can be selected according to the requirements. The polymerization method can be exemplified by solution polymerization. The reaction solution of the first alkali-soluble resin (B-1) may include a solvent, an initiator, and the like in addition to the required monomers.

[0312] Specific examples of the solvent include, but are not limited to, (poly)alkylene glycol monoalkyl ethers such as ethylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, diethylene glycol n-propyl ether, diethylene glycol n-butyl ether, triethylene glycol methyl ether, triethylene glycol ethyl ether, propylene glycol methyl ether, propylene glycol ethyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol n-propyl ether, dipropylene glycol n-butyl ether, tripropylene glycol methyl ether, and tripropylene glycol ethyl ether; ethylene glycol methyl ether acetate, ethylene glycol ethyl ether acetate, propylene glycol methyl ether acetate; acetate (PGMEA for short), propylene glycol ethyl ether acetate, etc.; other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran, etc.; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, etc.; alkyl lactates such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, etc.; methyl 2-hydroxy-2-methylpropionate, ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate (ethyl3-ethoxypropionate, EEP for short), ethyl ethoxyacetate, glycolic acid Other esters such as ethyl ester, 2-hydroxy-3-methylbutyrate, methyl 3-methyl-3-methoxybutyl acetate, 3-methyl-3-methoxybutyl propionate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-amyl acetate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-methoxybutyrate, etc.; aromatic hydrocarbons such as toluene and xylene; amides such as N-methylpyrrolidone (NMP), N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), etc. Among them, (poly) alkylene glycol monoalkyl ethers refer to alkylene glycol monoalkyl ethers or polyalkylene glycol monoalkyl ethers. (Poly)alkylene glycol monoalkyl ether acetates refer to alkylene glycol monoalkyl ether acetates or polyalkylene glycol monoalkyl ether acetates.

[0313] The solvent is preferably selected from propylene glycol methyl ether acetate, ethyl 3-ethoxypropionate, or a combination thereof.

[0314] The above solvents may be used alone or in combination.

[0315] The reaction solution of the first alkali-soluble resin (B-1) may include an initiator. The initiator may be a free radical polymerization initiator. Specific examples of free radical polymerization initiators may include, but are not limited to: azo compounds such as 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile, ADVN for short), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis-2-methylbutyronitrile (AMBN for short); peroxide compounds such as cumene hydroperoxide, diisopropylbenzene hydroperoxide, 2-tert-butyl peroxide, lauroyl peroxide, benzoyl peroxide, tert-butyl peroxy isopropyl carbonate, tert-butyl peroxy-2-ethyl hexanoate, etc. The above-mentioned free radical polymerization initiators may be used alone or in combination. At the same time, the free radical polymerization initiator may be used together with transition metal salts or amines.

[0316] In this embodiment, the total amount of the copolymerization monomers of the ethylenically unsaturated monomer (b-1-1) having one or more carboxylic acids or carboxylic anhydrides and the other copolymerizable ethylenically unsaturated monomers (b-1-2) based on the first alkali-soluble resin (B-1) is 100 parts by weight, and the amount of the ethylenically unsaturated monomer having an epoxy group (b-1-3) is in the range of 1 to 35 parts by weight, preferably 3 to 30 parts by weight, and more preferably 5 to 25 parts by weight.

[0317] The first alkali-soluble resin (B-1) has a polystyrene-equivalent number average molecular weight of 1,000 to 35,000, preferably 3,000 to 30,000, and more preferably 5,000 to 25,000, as measured by colloid permeation chromatography (GPC).

[0318] The first alkali-soluble resin (B-1) may be 10 to 100 parts by weight, preferably 20 to 90 parts by weight, and more preferably 30 to 80 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0319] Other alkali soluble resins (B-2)

[0320] The alkali-soluble resin (B) may optionally include other alkali-soluble resins (B-2). Other alkali-soluble resins (B-2) are resins other than the first alkali-soluble resin (B-1), such as acrylic resins, polysiloxanes, urethane resins, novolac resins, cardo resins, etc., or combinations thereof.

[0321] Compound having an ethylenically unsaturated group (C)

[0322] The compound (C) having an ethylenically unsaturated group in this embodiment may include an unsaturated compound having at least one ethylenically unsaturated group and an unsaturated compound having at least two ethylenically unsaturated groups.

[0323] Specific examples of the unsaturated compound having at least one ethylenically unsaturated group include, but are not limited to, acrylamide, acryloyl morpholine, methacryloyl morpholine, 7-amino-3,7-dimethyloctyl acrylate, 7-amino-3,7-dimethyloctyl methacrylate, isobutoxymethylacrylamide, isobutoxymethylmethacrylamide, isobornyloxyethyl acrylate, isobornyloxyethyl methacrylate, isobornyl acrylate, isobornyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate. , ethyl diglycol acrylate, ethyl diglycol methacrylate, tert-octyl acrylamide, tert-octyl methacrylamide, diacetone acrylamide, diacetone methacrylamide, dimethylamino acrylate, dimethylamino methacrylate, dodecyl acrylate, dodecyl methacrylate, dicyclopentenyloxyethyl acrylate, dicyclopentenyloxyethyl methacrylate, dicyclopentenyl acrylate, dicyclopentenyl methacrylate, N,N-dimethylacrylamide, N,N-dimethylmethacrylamide, tetrachlorophenyl acrylate, methacrylic acid Tetrachlorophenyl acrylate, 2-tetrachlorophenoxyethyl acrylate, 2-tetrachlorophenoxyethyl methacrylate, tetrahydrofurfuryl acrylate, tetrahydrofurfuryl methacrylate, tetrabromophenyl acrylate, tetrabromophenyl methacrylate, 2-tetrabromophenoxyethyl acrylate, 2-tetrabromophenoxyethyl methacrylate, 2-trichlorophenoxyethyl acrylate, 2-trichlorophenoxyethyl methacrylate, tribromophenyl acrylate, tribromophenyl methacrylate, 2-tribromophenoxyethyl acrylate, 2-tribromophenoxyethyl methacrylate, acrylate 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, vinyl caprolactam, N-vinyl pyroxanone, phenoxyethyl acrylate, phenoxyethyl methacrylate, pentachlorophenyl acrylate, pentachlorophenyl methacrylate, pentabromophenyl acrylate, pentabromophenyl methacrylate, polyethylene glycol monoacrylate, polyethylene glycol monomethacrylate, polypropylene glycol monoacrylate, polypropylene glycol monomethacrylate, bornyl acrylate, bornyl methacrylate, or a combination thereof. Among them, the unsaturated compound having at least one ethylenically unsaturated group can be used alone or in combination.

[0324] Specific examples of the unsaturated compound having at least two ethylenically unsaturated groups include, but are not limited to, ethylene glycol diacrylate, ethylene glycol dimethacrylate, dicyclopentenyl diacrylate, dicyclopentenyl dimethacrylate, triethylene glycol diacrylate, tetraethylene glycol dimethacrylate, tris(2-hydroxyethyl)isocyanate diacrylate, tris(2-hydroxyethyl)isocyanate dimethacrylate, tris(2-hydroxyethyl)isocyanate triacrylate, tris(2-hydroxyethyl)isocyanate trimethacrylate, caprolactone-modified tris(2-hydroxyethyl)isocyanate triacrylate, caprolactone-modified tris(2-hydroxyethyl)isocyanate trimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, ethylene oxide (hereinafter referred to as EO)-modified tris(2-hydroxyethyl)isocyanate triacrylate, and tris(2-hydroxyethyl)isocyanate trimethacrylate. propylene oxide (hereinafter referred to as PO) modified trimethacrylate trihydroxymethylpropane, EO modified trimethacrylate trihydroxymethylpropane, PO modified trimethacrylate trihydroxymethylpropane, triethylene glycol diacrylate, triethylene glycol dimethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, polyester diacrylate, polyester dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, dipentaerythritol hexaacrylate (dipentaerythritol hexaacrylate, DPHA), dipentaerythritol hexamethacrylate, dipentaerythritol pentaacrylate, dipentaerythritol pentamethacrylate, dipentaerythritol tetraacrylate, dipentaerythritol tetramethacrylate, caprolactone-modified dipentaerythritol hexaacrylate, caprolactone-modified dipentaerythritol hexamethacrylate, caprolactone-modified dipentaerythritol pentaacrylate, caprolactone-modified dipentaerythritol pentamethacrylate, tetraacrylate ditrimethylolpropane, tetramethacrylate ditrimethylolpropane, EO-modified bisphenol A diacrylate, EO-modified bisphenol A diacrylate, Methacrylate, PO-modified bisphenol A diacrylate, PO-modified bisphenol A dimethacrylate, EO-modified hydrogenated bisphenol A diacrylate, EO-modified hydrogenated bisphenol A dimethacrylate, PO-modified hydrogenated bisphenol A diacrylate, PO-modified hydrogenated bisphenol A dimethacrylate, PO-modified glycerol tripropionate, EO-modified bisphenol F diacrylate, EO-modified bisphenol F dimethacrylate, phenolic polyglycidyl ether acrylate, phenolic polyglycidyl ether methacrylate, a product manufactured by Toagosei Co., Ltd., model number TO-1382,Or a product manufactured by Nippon Kayaku Co., Ltd. and having a model number of KAYARAD DPCA-12, KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60 or KAYARAD DPCA-120, etc. Wherein, the unsaturated compound having at least two ethylenically unsaturated groups can be used alone or in combination.

[0325] Specific examples of the compound (C) having an ethylenically unsaturated group preferably include trimethylolpropane triacrylate, EO-modified trimethylolpropane trimethacrylate, EO-modified trimethylolpropane triacrylate, PO-modified trimethylolpropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, dipentaerythritol tetraacrylate, caprolactone-modified dipentaerythritol hexaacrylate, ditrimethylolpropane tetraacrylate, PO-modified glycerol tripropionate, KAYARAD DPCA-12, KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60 or KAYARAD DPCA-120, or a combination thereof.

[0326] Specific examples of the compound (C) having an ethylenically unsaturated group are more preferably dipentaerythritol hexaacrylate, dipentaerythritol tetraacrylate, trimethylolpropane triacrylate, or a combination thereof.

[0327] The above-mentioned compound (C) having an ethylenically unsaturated group may be used alone or in combination of two or more.

[0328] The compound (C) having an ethylenically unsaturated group may be contained in an amount of 40 to 450 parts by weight, preferably 50 to 420 parts by weight, and more preferably 60 to 400 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0329] Photoinitiator (D)

[0330] In this embodiment, the photoinitiator (D) includes a first photoinitiator (D-1) having a structure represented by formula (IV-1).

[0331]

[0332] In formula (IV-1),

[0333] D 1 , D 2 , D 3 , D 4 , D 5 , D 6 , D 7 , and D8 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, -COD 16 , or a group represented by formula (IV-a);

[0334]

[0335] or D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , or D 7 With D 8 Each independently forms a group represented by formula (IV-b),

[0336]

[0337] In formula (IV-b),

[0338] D 9 , D 10 , D 11 , and D 12 Each independently represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atom in the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with one or more halogen atoms or phenyl groups,

[0339] or D 9 , D 10 , D 11 , and D 12 Each independently represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted with one or more halogen atoms or an alkyl group having 1 to 6 carbon atoms;

[0340] Y 2 represents CO or a single bond;

[0341] D 3 represents an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -D 17 、-COOD 17 , or -OD 17 replace,

[0342] or D 13represents an alkyl group having 2 to 20 carbon atoms, wherein one or more oxygen atoms or carbonyl groups may be inserted into the carbon chain of the alkyl group having 2 to 20 carbon atoms, and the hydrogen atoms in the alkyl group having 2 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms,

[0343] or D 13 represents a phenyl group or a naphthyl group, wherein the hydrogen atoms in the phenyl group and the naphthyl group are unsubstituted or substituted with one or more alkyl groups having 1 to 20 carbon atoms or haloalkyl groups having 1 to 4 carbon atoms;

[0344] D 14 represents a hydrogen atom, an alkoxy group having 1 to 20 carbon atoms, or an alkyl group having 1 to 20 carbon atoms;

[0345] D 15 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , an alkyl group with 2 to 20 carbon atoms in which one or more oxygen atoms are inserted into the carbon chain, or an alkyl group with 1 to 20 carbon atoms is substituted, wherein the hydrogen atoms in the alkyl group with 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -COOD 17 , phenyl, or -OD 17 replace,

[0346] or D 15 represents a hydrogen atom, a cycloalkyl group having 3 to 8 carbon atoms, an alkyl group having 1 to 20 carbon atoms, or an alkyl group having 2 to 20 carbon atoms with one or more oxygen atoms inserted in the carbon chain, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms or a cycloalkyl group having 3 to 8 carbon atoms;

[0347] D 16 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , or substituted by an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, or -OD 17 replace;

[0348] D 17 represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted by one or more halogen atoms or a cycloalkyl group having 3 to 20 carbon atoms in which one or more oxygen atoms are inserted in the carbon chain,

[0349] or D 17It refers to an alkyl group with 2 to 20 carbon atoms inserted into the carbon chain.

[0350] or D 17 represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted by one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms;

[0351] * indicates the bond position;

[0352] Wherein formula (IV-1) satisfies the following conditions (i) and (ii),

[0353] Condition (i): In formula (IV-1), there is at least one group represented by formula (IV-a),

[0354] Condition (ii): D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , and D 7 With D 8 At least one pair of them forms a group represented by formula (IV-b).

[0355] One feature of the first photoinitiator (D-1) is that it contains a group represented by formula (IV-a) on the carbazole portion. In other words, as described in condition (i), there is at least one group represented by formula (IV-a) in formula (IV-1). That is, D 1 , D 2 , D 3 , D 4 , D 5 , D 6 , D 7 , and D 8 At least one of the groups is represented by formula (IV-a).

[0356] In addition, another feature of the first photoinitiator (D-1) is that it contains one or more annelated unsaturated rings on the carbazole portion. In other words, as described in condition (ii), D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , and D7 With D 8 At least one pair of them forms a group represented by formula (IV-b).

[0357]

[0358] In formula (IV-1), "alkyl group having 1 to 20 carbon atoms" is a linear or branched alkyl group. Specific examples of alkyl group having 1 to 20 carbon atoms include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, 2,4,4-trimethylpentyl, 2-ethylhexyl, octyl, nonyl, decyl, dodecyl, tetradecyl, pentadecyl, hexadecyl, octadecyl and eicosyl.

[0359] In formula (IV-1), "halogenated alkyl having 1 to 4 carbon atoms" is an alkyl having 1 to 4 carbon atoms substituted with halogen as defined below. The alkyl group may be monohalogenated or polyhalogenated until all hydrogen atoms are replaced with halogen atoms. For example, "halogenated alkyl having 1 to 4 carbon atoms" may be represented by C z’ H x’ Hal y’ , wherein x'+y'=2z'+1 and Hal is a halogen, preferably F (fluorine atom). Specific examples of "halogenated alkyl having 1 to 4 carbon atoms" include chloromethyl, trichloromethyl, trifluoromethyl or 2-bromopropyl, preferably trifluoromethyl or trichloromethyl.

[0360] In formula (IV-1), "alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain with one or more oxygen atoms" include alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain with 1 to 9 oxygen atoms, alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain with 1 to 5 oxygen atoms, alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain with 1 to 3 oxygen atoms inserted in the carbon chain, and alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain with 1 or more oxygen atoms. Two oxygen atoms in the carbon chain are separated by at least one methylene group, preferably at least two methylene groups (i.e., ethylene groups). Here, the alkyl group is a straight chain or branched chain alkyl group. For example, specific examples of alkyl groups with 2 to 20 carbon atoms inserted in the carbon chain include -CH2-CH2-O-CH2CH3, -[CH2CH2O] y” -CH3 (wherein y" = 1 to 9), -(CH2-CH2O)7-CH2CH3, -CH2-CH(CH3)-O-CH2-CH2CH3, and -CH2-CH(CH3)-O-CH2-CH3.

[0361] In formula (IV-1), the "alkoxy group having 1 to 20 carbon atoms" is an alkoxy group having 1 to 12 carbon atoms with an oxygen atom inserted at the end of the carbon chain. Here, the carbon chain of the alkoxy group is linear or branched.

[0362] In the formula (IV-1), specific examples of the "aryl group having 6 to 20 carbon atoms" include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, The naphthyl group is 1-naphthyl or 2-naphthyl.

[0363] In formula (IV-1), "the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, halogenated alkyl groups having 1 to 4 carbon atoms, -OD 17 , an alkyl group with 2 to 20 carbon atoms in which one or more oxygen atoms are inserted in the carbon chain, or an alkyl group with 1 to 20 carbon atoms is substituted" means that the hydrogen atoms in the aryl group with 6 to 20 carbon atoms are not substituted; or the hydrogen atoms in the aryl group with 6 to 20 carbon atoms are replaced by one or more halogen atoms, halogenated alkyl groups with 1 to 4 carbon atoms, -OD 17 , an alkyl group having 2 to 20 carbon atoms in which one or more oxygen atoms are inserted into the carbon chain, or an alkyl group having 1 to 20 carbon atoms. Here, the number of substituents may be "one or more", preferably 1 to 7, more preferably 1 to 6, further preferably 1 to 4, and particularly preferably 1, 2, or 3.

[0364] In formula (IV--1), "the hydrogen atoms in the phenyl group are unsubstituted or substituted by one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms" means that the hydrogen atoms in the phenyl group are unsubstituted; or the hydrogen atoms in the phenyl group are substituted by one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms. The position of the substituent on the benzene ring is preferably 4, 3,4-, 3,4,5-, 2,6-, 2,4- or 2,4,6- configuration relative to the bonding position of the benzene ring to the main structure.

[0365] In formula (IV-1), the number of "intervening one or more" interfering groups such as oxygen atoms or carbonyl groups may be 1 to 19, 1 to 15, 1 to 12, 1 to 9, 1 to 7, 1 to 5, 1 to 4, 1 to 3, or 1 to 2. Again, the number of interfering groups depends on the carbon number of the carbon chain.

[0366] In formula (IV-1), the number of substituents in the substituted group "substituted with one or more substituents" may be 1 to 7, 1 to 5, 1 to 4, 1 to 3, or 1 to 2. In addition, the multiple substituents may be the same or different.

[0367] In formula (IV-1), examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a fluorine atom, a chlorine atom and a bromine atom, and more preferably a fluorine atom and a chlorine atom.

[0368] In formula (IV-1), D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , or D 7 With D 8 When each independently forms a group represented by formula (IV-b), the first photoinitiator (D-1) includes compounds represented by formula (IV-1-1) to formula (IV-1-9).

[0369]

[0370]

[0371] Specific examples of the first photoinitiator (D-1) preferably include compounds represented by formula (IV-1-1) to formula (IV-1-3), and more preferably include compounds represented by formula (IV-1-1).

[0372] In formula (IV-a), D 15 Examples include hydrogen atoms, phenyl groups, naphthyl groups, alkyl groups having 1 to 20 carbon atoms, or alkyl groups having 2 to 20 carbon atoms with one or more oxygen atoms inserted in the carbon chain. Among them, phenyl groups and naphthyl groups are unsubstituted or substituted with alkyl groups having 1 to 8 carbon atoms or -OD 17 replace.

[0373] -COD 16 In, D 16 Examples include phenyl, naphthyl, and carbazolyl. Among them, phenyl, naphthyl, and carbazolyl are unsubstituted or substituted with one or more halogen atoms, halogenated alkyl groups having 1 to 4 carbon atoms, -OD 17 , or substituted by an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, or -OD 17 replace.

[0374] In formula (IV-1), D 17 Examples include a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atom in the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with one or more halogen atoms or a cycloalkyl group having 3 to 20 carbon atoms in which one or more oxygen atoms are inserted in the carbon chain.

[0375] In formula (IV-1), or D 17 A phenyl group may be mentioned, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted with one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms.

[0376] Specific examples of the first photoinitiator (D-1) include compounds represented by formula (IV-1-10) to formula (IV-1-31), preferably compounds represented by formula (IV-1-10), formula (IV-1-13), formula (IV-1-18), formula (IV-1-20), and formula (IV-1-23).

[0377]

[0378]

[0379]

[0380] When the photosensitive resin composition contains the first photoinitiator (D-1) having a structure represented by formula (IV-1), the adhesion of the pattern (pixel) can be further improved.

[0381] Based on 100 parts by weight of the alkali-soluble resin (B), the first photoinitiator (D-1) is 2 to 20 parts by weight, preferably 2.5 to 19 parts by weight, and more preferably 3 to 18 parts by weight.

[0382] Other photoinitiators (D-2)

[0383] The photoinitiator (D) of this embodiment may further include other photoinitiators (D-2). Other photoinitiators (D-2) are free radical photoinitiators.

[0384] Examples of other photoinitiators (D-2) include acetophenone compounds, biimidazole compounds, acyl oxime compounds, or combinations thereof.

[0385] The acetophenone compound is selected from p-dimethylamino-acetophenone, α, α'-dimethoxyazoxy-acetophenone, 2,2'-dimethyl-2-phenylacetophenone, p-methoxyacetophenone, 2-methyl-1-(4-methylthiophenyl)-2-morpholino-1-propanone, phenyl)-2-morpholino-1-propanone (trade name "Irgacure" 907, manufactured by BASF), 2-benzyl-2-N,N-dimethylamino-1-(4-morpholinophenyl)-1-butanone (trade name "Irgacure" 369, manufactured by BASF), or a combination thereof.

[0386] The diimidazole compound is selected from 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenyl-biimidazole, 2,2'-bis(o-fluorophenyl)-4,4',5,5'-tetraphenyl-biimidazole, 2,2'-bis(o-methylphenyl)-4,4',5,5'-tetraphenyl-biimidazole, Phenyldiimidazole (2,2'-bis(o-methylphenyl)-4,4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(o-methoxyphenyl)-4,4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(o-ethylphenyl)-4,4',5,5'-tetraphenyl-biimidazole (2,2'-bis(o-ethylphenyl)-4,4',5,5'-tetraphenyl-biimidazole), 4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(p-methoxyphenyl)-4,4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(2,2',4,4'-tetramethoxyphenyl)-4,4',5,5'-tetraphenyl-biimidazole, etraphenyl-biimidazole), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-biimidazole), 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-biimidazole, or a combination thereof.

[0387] The acyl oxime compound is selected from ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(O-acetyl oxime), such as "Irgacure" OXE-02, manufactured by BASF, and its structure is shown in the following formula (IV-2-1), 1-[4-(phenylthio)phenyl]-octane-1,2-dione 2-(O-benzoyloxime), such as Ciba Specialty Chemicals Chemicals) company, whose trade name is CGI-124, whose structure is shown in the following formula (IV-2-2)), ethane ketone, 1-[9-ethyl-6-(2-chloro-4-benzyl-thio-benzoyl)-9H-carbazole-3-substituent]-, 1-(oxy-acetyl oxime) (Ethanone, 1-[9-ethyl-6-(2-cholro-4-benzyl-thio-benzoyl)-9H-carbazole-3-y1]-, 1-(O-acetyl oxime), for example, manufactured by Asahi Denka Co., Ltd., whose structure is shown in the following formula (IV-2-3)), or a combination thereof.

[0388]

[0389]

[0390] In one embodiment, other photoinitiators (D-2) may further include benzophenone compounds such as thioxanthone, 2,4-diethylthioxanthanone, thioxanthone-4-sulfone, benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, etc.; α-diketone compounds such as benzil and acetyl; acyloin compounds such as benzoin; benzoin methylether, benzoin ethylether, benzoin isopropyl ether, etc. acylphosphineoxide compounds such as 2,4,6-trimethylbenzoyl-diphenyl-phosphineoxide and bis-(2,6-dimethoxy-benzoyl)-2,4,4-trimethyl-benzy1-phosphineoxide; quinone compounds such as anthraquinone and 1,4-naphthoquinone; halides such as phenacyl chloride, tribromomethyl-phenylsulfone and tris(trichloromethyl)-s-triazine; and peroxides such as di-tert-butylperoxide. Among them, benzophenone compounds are preferred, and 4,4'-bis(diethylamino)benzophenone is most preferred.

[0391] Other photoinitiators (D-2) preferably include 1-[4-(phenylthio)phenyl]-octane-1,2-dione 2-(O-benzoyl oxime) (for example, a product named CGI-124 manufactured by Ciba Specialty Chemicals), 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyldiimidazole, 4,4'-bis(diethylamino)benzophenone, or a combination thereof.

[0392] The above other photoinitiators (D-2) may be used alone or in combination of two or more.

[0393] The above-mentioned other photoinitiators (D-2) preferably include acetone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(O-acetyl oxime), 2-methyl-1-(4-methylthiophenyl)-2-morpholino-1-propanone, 2-benzyl-2-N,N-dimethylamine-1-(4-morpholinophenyl)-1-butanone, or a combination thereof.

[0394] Based on 100 parts by weight of the alkali-soluble resin (B), the photoinitiator (D) is 2 to 50 parts by weight, preferably 2.5 to 47 parts by weight, and more preferably 3 to 45 parts by weight.

[0395] Solvent (E)

[0396] The preparation of the photosensitive resin composition of this embodiment is usually to first dissolve the components other than the colorant (A) in a solvent (E) to prepare a liquid composition, and then add the colorant (A) and mix them evenly. The solvent (E) needs to be selected to dissolve the alkali-soluble resin (B), the compound having an ethylenically unsaturated group (C), and the photoinitiator (D), and needs to be non-reactive with these components and have appropriate volatility. In addition, when adding the compound (F) and / or the additive (H), the solvent (E) needs to be selected to dissolve the compound (F) and / or the additive (H), and needs to be non-reactive with these components and have appropriate volatility.

[0397] In addition, the solvent (E) may be the same as the solvent used to prepare the first alkali-soluble resin (B-1), and will not be described in detail herein. The solvent (E) preferably includes propylene glycol methyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, or a combination thereof.

[0398] The solvent (E) may be 500 to 5,000 parts by weight, preferably 600 to 4,700 parts by weight, and more preferably 700 to 4,500 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0399] Compound (F)

[0400] In one embodiment of the present invention, the photosensitive resin composition further comprises a compound (F) having a structure represented by formula (V).

[0401]

[0402] In formula (V),

[0403] Ar 2 represents a five-membered or six-membered hydrocarbon ring or heterocyclic ring;

[0404] R 1f each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a substituted or unsubstituted alkyl group having 1 to 40 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms;

[0405] R 2f Each independently represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or a trialkylsilyl group;

[0406] Among them, R 1f and R 2f The methylene group in the alkyl group and aralkyl group shown may be substituted by a group selected from the group consisting of -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, -SS- and -SO2-, or a combination of the foregoing groups under the condition that the oxygen atom is not adjacent, and R' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;

[0407] Multiple R 1f They can bond to each other to form benzene or naphthalene rings;

[0408] Multiple R 1f and R 2f Each may be the same or different;

[0409] i represents an integer from 1 to 4;

[0410] j represents an integer from 1 to 3;

[0411] k represents an integer from 1 to 10;

[0412] Y 3 represents a single bond, a nitrogen atom, an oxygen atom, a sulfur atom, a phosphorus atom, a group represented by the following formula (Va), >C═O, >NR 3f、-OR 3f 、-SR 3f 、-NR 3f R 4f , or a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted hydrocarbon group having 6 to 35 carbon atoms and containing an aromatic ring, or a substituted or unsubstituted heterocyclic group having 2 to 35 carbon atoms, having the same valence as k, wherein R 3f and R 4f represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted aromatic ring-containing hydrocarbon group having 6 to 35 carbon atoms, or a substituted or unsubstituted heterocyclic ring-containing group having 2 to 35 carbon atoms, wherein the skeleton of the aliphatic hydrocarbon group, the aromatic ring-containing hydrocarbon group and the heterocyclic ring-containing group may be substituted by at least one selected from the group consisting of -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR′-, -SS-, -SO2- and a nitrogen atom, or a combination of the foregoing groups under the condition that the oxygen atom is not adjacent, and the aromatic ring or heterocyclic ring may be condensed with other rings;

[0413] When Y 3 When it is a nitrogen atom, a phosphorus atom, or a group represented by the following formula (Va), k is 3;

[0414] When Y 3 When it is an oxygen atom or a sulfur atom, k is 2;

[0415] When Y 3 >C=O, -NH-CO-, -CO-NH-, or >NR 3f When , k is 2;

[0416] When Y 3 For-OR 3f 、-SR 3f , or -NR 3f R 4f When , k is 1;

[0417] Among them, Y 3 with Ar 2 Can bond to each other to form a ring;

[0418]

[0419] In formula (Va), * represents a bonding position.

[0420] The compound (F) having the structure represented by formula (V) has Y3 The structure represented by k-valent specific atoms or groups is that k specific groups are bonded to the specific atoms or groups. The k groups may be the same or different. The value of k may be 1 to 10, and is preferably 2 to 6 in terms of ease of synthesis.

[0421] In formula (V), Ar 2 Examples of the five-membered hydrocarbon ring represented by cyclopentadiene and ferrocene include: Ar 2 The five-membered heterocyclic ring represented by : may be a furan ring, a thiophene ring, a pyrrole ring, a pyrrolidine ring, a pyrazolidine ring, a pyrazole ring, an imidazole ring, an imidazolidinyl ring, an oxazole ring, isoxazole, isoxazolidine, thiazole, isothiazole, isothiazolidine, etc.; Ar 2 The six-membered hydrocarbon ring represented by Ar may include a benzene ring, a naphthalene ring, an anthracene ring, a fluorene ring, a perylene ring, a pyrene ring, and the like; 2 The six-membered heterocyclic ring represented by , includes piperidine, piperazine, morpholine, thiomorpholine, pyridine, pyrazine, pyrimidine, pyridazine, triazine, etc. These rings may be condensed with other rings or substituted, and examples thereof include quinoline, isoquinoline, indole, pyrrolidine, benzoxazole, benzotriazole, azulene ring, etc.

[0422] In formula (V), R 1f Examples of the halogen atom represented by include fluorine, chlorine, bromine, and iodine.

[0423] In formula (V), R 1f Examples of the alkyl group having 1 to 40 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl, pentyl, isopentyl, tert-pentyl, cyclopentyl, hexyl, 2-hexyl, 3-hexyl, cyclohexyl, 4-methylcyclohexyl, heptyl, 2-heptyl, 3-heptyl, isoheptyl, tert-heptyl, 1-octyl, isooctyl, tert-octyl, and adamantyl.

[0424] In formula (V), R 1f Examples of the alkoxy group having 1 to 8 carbon atoms include methoxy, ethoxy, isopropoxy, butoxy, sec-butoxy, tert-butoxy, isobutoxy, allyloxy, isoallyloxy, tert-allyloxy, hexyloxy, 2-hexyloxy, 3-hexyloxy, cyclohexyloxy, 4-methylcyclohexyloxy, heptyloxy, 2-heptyloxy, 3-heptyloxy, isoheptyloxy, tert-heptyloxy, 1-octyloxy, isooctyloxy, and tert-octyloxy.

[0425] R 1fThe substituents that may be present in the alkyl group having 1 to 40 carbon atoms and the alkoxy group having 1 to 8 carbon atoms represented by the present invention include ethylenically unsaturated groups such as vinyl, allyl, acrylic, and methacrylic; halogen atoms such as fluorine, chlorine, bromine, and iodine; acetyl, 2-chloroacetyl, propionyl, octanoyl, acryloyl, methacryloyl, phenylcarbonyl (benzoyl), phthaloyl, 4-trifluoromethylbenzoyl, pivaloyl, salicyl, etc. Acyl, oxalyl, stearoyl, methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl, n-octadecyloxycarbonyl, carbamoyl and other acyl groups; acetoxy, benzoyloxy and other acyloxy groups; amino, ethylamino, dimethylamino, diethylamino, butylamino, cyclopentylamino, 2-ethylhexylamino, dodecylamino, anilino, chlorophenylamino, toluidine, anisylamino, N-methyl-aniline, diphenylamino, naphthylamino, 2-pyridylamino, methoxycarbonylamino, phenoxycarbonylamino, acetylamino, benzoylamino, formylamino, pivaloylamino, lauroylamino, carbamoylamino, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino, morpholinocarbonylamino, methoxycarbonylamino, ethoxycarbonylamino, tert-butoxycarbonylamino, Substituted amino groups such as octadecyloxycarbonylamino, N-methyl-methoxycarbonylamino, phenoxycarbonylamino, sulfonylamino, N,N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, and phenylsulfonylamino; sulfonamide, sulfonyl, carboxyl, cyano, sulfo, hydroxyl, nitro, mercapto, imide, carbamoyl, sulfonamide, phosphonic acid, phosphoric acid, or salts of carboxyl, sulfonyl, phosphonic acid, and phosphoric acid.

[0426] In formula (V), R 2f Examples of the aryl group having 6 to 20 carbon atoms include phenyl, naphthyl, anthracenyl and the like.

[0427] In formula (V), R 2f Examples of the aralkyl group having 7 to 20 carbon atoms include benzyl, fluorenyl, indenyl, and 9-fluorenylmethyl.

[0428] In formula (V), R 2fExamples of the heterocyclic group having 2 to 20 carbon atoms represented by : include pyridyl, pyrimidinyl, pyridazinyl, piperidinyl, pyranyl, pyrazolyl, triazinyl, pyrrolyl, quinolyl, isoquinolyl, imidazolyl, benzimidazolyl, triazolyl, furil, furanyl, benzofuranyl, thienyl, thiophenyl, benzothiophenyl, thiadiazolyl, thiazolyl, benzothiazolyl, oxazolyl, benzoxazolyl, isothiazolyl, isoxazolyl, indolyl, 2-pyrrolidon-1-yl, 2-piperidon-1-yl, 2,4-dioxyimidazolidin-3-yl, 2,4-dioxyoxazolidin-3-yl and the like.

[0429] In formula (V), R 2f Examples of the trialkylsilyl group represented by silane include trimethylsilane, triethylsilane, and ethyldimethylsilane.

[0430] In formula (V), R 1f The alkoxy group having 1 to 8 carbon atoms represented by is preferably one in which -CO-O- is bonded to the terminal on the oxygen atom side.

[0431] In formula (V), Y 3 (When k is 1), R 3f and R 4f Each of them may represent a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, and examples thereof include alkyl groups such as methyl, ethyl, propyl, isopropyl, cyclopropyl, butyl, sec-butyl, tert-butyl, isobutyl, pentyl, isopentyl, tert-pentyl, cyclopentyl, hexyl, 2-hexyl, 3-hexyl, cyclohexyl, bicyclohexyl, 1-methylcyclohexyl, heptyl, 2-heptyl, 3-heptyl, isoheptyl, tert-heptyl, n-octyl, isooctyl, tert-octyl, 2-ethylhexyl, nonyl, isononyl, and decyl; and methoxy, ethoxy, propoxy, isopropoxy, butoxy, sec-butoxy, tert-butoxy, isobutoxy, pentyl, isopentyl, tert-pentyl, hexyl, cyclohexyl, heptyl, isoheptyl, tert-heptyl, n-octyl, isooctyl, tert-octyl, 2-ethylhexyl, nonyl, isononyl, and decyl; Alkoxy groups such as octyloxy, tert-octyloxy, 2-ethylhexyloxy, nonyloxy, and decyloxy; alkylthio groups such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, sec-butylthio, tert-butylthio, isobutylthio, pentylthio, isopentylthio, tert-pentylthio, hexylthio, cyclohexylthio, heptylthio, isoheptylthio, tert-heptylthio, n-octylthio, isooctylthio, tert-octylthio, and 2-ethylhexylthio; alkenyl groups such as vinyl, 1-methylvinyl, 2-methylvinyl, 2-propenyl, 1-methyl-3-propenyl, 3-butenyl, 1-methyl-3-butenyl, isobutenyl, 3-pentenyl, 4-hexenyl, cyclohexenyl, bicyclohexenyl, heptenyl, octenyl, decenyl, pentadecenyl, eicosenyl, and triacontenyl. It is worth noting that when k is an integer of 2 to 10, Y 3represents a divalent group with the above group as a skeleton, and Y 3 In and Ar 2 The bonding position is not particularly limited.

[0432] In formula (V), Y 3 (When k is 1), R 3f and R 4f Each of them may represent a substituted or unsubstituted hydrocarbon group having 6 to 35 carbon atoms and containing an aromatic ring, and examples thereof include aralkyl groups such as benzyl, phenethyl, diphenylmethyl, triphenylmethyl, styryl, and cinnamyl; aryl groups such as phenyl and naphthyl; aryloxy groups such as phenoxy and naphthyloxy; arylthio groups such as phenylthio and naphthylthio, etc. It is worth noting that when k represents an integer of 2 to 10, Y 3 represents a divalent group with the above group as a skeleton, and Y 3 In and Ar 2 The bonding position is not particularly limited.

[0433] In formula (V), when k is 1, Y 3 It may represent a substituted or unsubstituted heterocyclic group having 2 to 35 carbon atoms. When k represents 1, Y 3 The heterocyclic group having 2 to 35 carbon atoms represented by the present invention includes pyridyl, pyrimidinyl, pyridazinyl, piperidinyl, pyranyl, pyrazolyl, triazinyl, pyrrolyl, quinolyl, isoquinolyl, imidazolyl, benzimidazolyl, triazolyl, furil, furanyl, benzofuranyl, thienyl, thiophenyl, benzothiophenyl, thiadiazolyl, thiazolyl, benzothiazolyl, oxazolyl, benzoxazolyl, isothiazolyl, isoxazolyl, indolyl, 2-pyrrolidinone-1-yl, 2-piperidone-1-yl, 2,4-dioxyimidazolidin-3-yl, 2,4-dioxyoxazolidin-3-yl, benzotriazolyl, etc. It should be noted that when k represents an integer of 2 to 10, Y 3 represents a divalent group with the above group as a skeleton, and Y 3 In and Ar 2 The bonding position is not particularly limited.

[0434] In formula (V), the substituents that may be present in the aliphatic hydrocarbon group having 1 to 35 carbon atoms, the aromatic ring-containing hydrocarbon group having 6 to 35 carbon atoms, and the heterocyclic ring-containing group having 2 to 35 carbon atoms include ethylenically unsaturated groups such as vinyl, allyl, propenyl, and methacryl; halogen atoms such as fluorine, chlorine, bromine, and iodine; acetyl, 2-chloroacetyl, propionyl, octanoyl, acryloyl, methacryloyl, phenylcarbonyl (benzoyl), o-phenyl Acyl groups such as diformyl, 4-trifluoromethylbenzoyl, pivaloyl, salicyl, oxalyl, stearoyl, methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl, n-octadecyloxycarbonyl, and carbamoyl; acyloxy groups such as acetoxy and benzoyloxy; amino, ethylamino, dimethylamino, diethylamino, butylamino, cyclopentylamino, 2-ethylhexylamino, dodecylamino, anilino, chlorophenylamino, toluidine, anisidine, N-methyl-aniline, diphenylamine, naphthylamine, 2-pyridylamine, methoxycarbonylamine, phenoxycarbonylamine, acetylamine, benzoylamine, formylamine, pivaloylamine, lauroylamine, carbamoylamine, N,N-dimethylaminocarbonylamine, N,N-diethylaminocarbonylamine, morpholinylcarbonylamine, methoxycarbonylamine, ethoxycarbonylamine, tert-butoxycarbonylamine, n-octadecyloxycarbonyl Substituted amino groups such as amino, N-methyl-methoxycarbonylamino, phenoxycarbonylamino, sulfamoylamino, N,N-dimethylaminosulfonylamino, methylsulfonylamino, butylsulfonylamino, and phenylsulfonylamino; sulfonamide, sulfonyl, carboxyl, cyano, sulfo, hydroxyl, nitro, mercapto, imido, carbamoyl, sulfamoyl, phosphonic acid, and phosphoric acid, or salts thereof, which may be further substituted. In addition, carboxyl and sulfonic groups may also form salts.

[0435] Specific examples of the compound (F) having a structure represented by formula (V) include, but are not limited to, the compounds shown below.

[0436]

[0437]

[0438]

[0439]

[0440]

[0441]

[0442]

[0443]

[0444]

[0445]

[0446]

[0447]

[0448]

[0449]

[0450]

[0451]

[0452]

[0453]

[0454]

[0455]

[0456]

[0457]

[0458]

[0459]

[0460]

[0461] In the above compounds, n' represents an integer of 1 to 5; n" represents an integer of 1 to 3.

[0462] Specific examples of the compound (F) having a structure represented by formula (V) preferably include compounds represented by formula (V-6) to formula (V-10).

[0463]

[0464] When the photosensitive resin composition further includes a compound (F) having a structure represented by formula (V), the brightness of the pattern (pixel) can be further improved.

[0465] The compound (F) is 1 to 10 parts by weight, preferably 1.2 to 9.8 parts by weight, and more preferably 1.5 to 9.5 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0466] Dispersant (G)

[0467] In this embodiment, the photosensitive resin composition may further include a dispersant (G), which may be used to disperse the colorant (A) in the solvent (E).

[0468] The dispersant can be appropriately selected from known dispersants. Examples of the dispersant include cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, silicone surfactants, fluorine surfactants, and the like, or combinations thereof. The above-mentioned dispersants can be non-polymer dispersants or polymer dispersants. From the perspective of being able to disperse uniformly and finely, the surfactant is preferably a polymer dispersant.

[0469] Examples of polymer dispersants include (co)polymers of unsaturated carboxylates such as polyacrylates; (partial) amine salts, (partial) ammonium salts or (partial) alkylamine salts of (co)polymers of unsaturated carboxylic acids such as polyacrylic acid; (co)polymers of hydroxyl-containing unsaturated carboxylates such as hydroxyl-containing polyacrylates or modified products of the above compounds; polyurethanes; unsaturated polyamides; polysiloxanes; long-chain polyaminoamide phosphates; polyethyleneimine derivatives (amides or their bases obtained by reacting poly(lower alkyleneimine) with polyesters containing free carboxyl groups); polyallylamine derivatives (reaction products obtained by reacting polyallylamine with one or more compounds selected from three compounds selected from polyesters containing free carboxyl groups, polyamides or co-condensates of esters and amides (polyesteramides)), or combinations thereof.

[0470] The polymer dispersant is preferably a polymer dispersant having an amine value and containing a nitrogen atom in the main chain or a side chain, from the viewpoint of being able to preferably disperse the colorant (A) and having good dispersion stability.

[0471] Specific examples of the polymer dispersant containing a nitrogen atom in the main chain or the side chain are as follows.

[0472] Commercially available products of (partial) amine salts, (partial) ammonium salts or (partial) alkylamine salts of (co)polymers of unsaturated carboxylic acids such as polyacrylic acid include Disperbyk 2000 and Disperbyk 2001 (all manufactured by BYK-Chemie).

[0473] As commercially available products of polyurethanes, Disperbyk 161 (manufactured by BYK-Chemie) and the like can be mentioned.

[0474] Examples of commercially available products of unsaturated polyamides include Disperbyk 101 and Disperbyk 130 (manufactured by BYK-Chemie).

[0475] Commercially available products of the polyallylamine derivative include Ajisper PB821, Ajisper PB822, Ajisper PB824, and Ajisper PB827 (manufactured by Ajinomoto Fine-Techno Co., Ltd.).

[0476] Commercially available products of the polyethyleneimine derivative include Solsperse 33500 (manufactured by Lubrizol Corporation).

[0477] Other commercially available dispersants include Dysperbyk 116, Dysperbyk 140, Dysperbyk 160, Dysperbyk 162, Dysperbyk 163, Dysperbyk 164, Dysperbyk 166, Dysperbyk 167, Dysperbyk 168, Dysperbyk 170, Dysperbyk 171, Dysperbyk 174, Dysperbyk 182, and Dysperbyk 2050 (all manufactured by BYK-Chemie); EFKA 4046 and EFKA 4047 (all manufactured by EFKA Chemicals Co.); Solsperse 12000, Solsperse 13250, and Solsperse 13940, Solsperse 17000, Solsperse 20000, Solsperse 24000GR, Solsperse 24000SC, Solsperse 27000, Solsperse 28000, Solsperse 32000, Solsperse 33500, Solsperse 35200, Solsperse 37500 (all manufactured by Lubrizol, Japan); Ajisper PB711, Ajisper 823, Ajisper 880 (all manufactured by Ajinomoto Fine-Techno Co., Ltd.), etc.

[0478] The amount of the dispersant used is not particularly limited and can be appropriately adjusted according to needs.

[0479] Additives (H)

[0480] In this embodiment, the photosensitive resin composition may further include an additive (H), and the additive (H) may include a filler, a polymer compound other than the alkali-soluble resin (B), an adhesion promoter, an antioxidant, an ultraviolet absorber, an anti-agglomeration agent, or a combination thereof.

[0481] Examples of fillers include glass, aluminum, or a combination thereof.

[0482] Examples of the polymer compound include polyvinyl alcohol, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, and combinations thereof.

[0483] Examples of the adhesion promoter include vinyl trimethoxysilane, vinyl triethoxysilane, vinyl tri(2-methoxyethoxy)silane, N-(2-aminoethyl)-3-aminopropyl methyl dimethoxysilane, N-(2-aminoethyl)-3-aminopropyl trimethoxysilane, 3-aminopropyl triethoxysilane, 3-glycidol propyl trimethoxysilane, 3-glycidol propyl methyl dimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyl trimethoxysilane, 3-chloropropyl methyl dimethoxysilane, 3-chloropropyl trimethoxysilane, 3-methacryloxypropyl trimethoxysilane, 3-thiol propyl trimethoxysilane, or a combination thereof.

[0484] Examples of the antioxidant include 2,2-thiobis(4-methyl-6-tert-butylphenol), 2,6-di-tert-butylphenol, or a combination thereof.

[0485] Examples of the ultraviolet absorber include 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chlorophenylazide, alkoxyphenone, or a combination thereof.

[0486] As the anti-agglomeration agent, sodium polyacrylate can be mentioned.

[0487] The above-mentioned additives (H) may be used alone or in combination.

[0488] The additive (H) is preferably 3-thiolpropyltrimethoxysilane, 2,2-thiobis(4-methyl-6-tert-butylphenol), or a combination thereof.

[0489] The additive (H) may be included in an amount of 0.1 to 10 parts by weight, preferably 0.3 to 7 parts by weight, and more preferably 0.5 to 4 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B).

[0490] <Method for preparing a photosensitive resin composition>

[0491] The preparation method of the photosensitive resin composition of this embodiment is not particularly limited. Specifically, the preparation method of the photosensitive resin composition can be listed as follows: (1) First, a colorant (A) is added to a solvent (E) to prepare a colorant dispersion, and then an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and a compound (F) and / or an additive (H) used as needed are added to the colorant dispersion and mixed; (2) A colorant (A), an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and a compound (F) and / or an additive (H) used as needed are added to a solvent (E) at the same time and mixed; (3) ) First, an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and, if necessary, a compound (F) and / or an additive (H) are added to a solvent (E) and mixed, and then a colorant (A) is added and dispersed; and (4) First, a colorant (A) and a part of an alkali-soluble resin (B) are added to a solvent (E) to prepare a colorant dispersion, and then another part of an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and, if necessary, a compound (F) and / or an additive (H) are added to the colorant dispersion and mixed.

[0492] It should be noted that in the above examples, a method for dispersing the colorant (A) is listed. When a colorant (A) with high solubility is used, a preparation process in which the colorant (A) is preliminarily dissolved in the solvent (E) can be adopted; or a preparation process in which the colorant (A) and other components are dissolved in the solvent (E) at the same time can be adopted.

[0493] Among these methods, the methods (1) and (4) are preferred from the viewpoint of being able to effectively prevent the aggregation of the colorant (A) and to achieve uniform dispersion.

[0494] The method for uniformly dispersing / uniformly mixing the components can be exemplified by mixing and / or dispersing using a stirrer and / or a dispersing machine. The dispersing machine can be exemplified by roller mills such as a double roll mill and a triple roll mill, ball mills such as a ball mill and a vibrating ball mill, a paint conditioner, a continuous disk type bead mill, a continuous ring type bead mill, and the like. The bead mill dispersion condition is preferably such that the bead diameter used is preferably 0.03 mm to 2.00 mm, and more preferably 0.10 mm to 1.0 mm.

[0495] The present invention will be further described with reference to the following examples. However, it should be understood that these examples are only for illustration and should not be construed as limitations of the present invention.

[0496] Synthesis Example of Alkali-Soluble Resin (B-1)

[0497] Synthesis Example B-1-1

[0498] A stirrer, a thermometer, a condenser and a nitrogen inlet are set on a four-necked conical flask, and nitrogen is introduced. Then, 100 parts by weight of propylene glycol methyl ether acetate (abbreviated as PGMEA) is added, and the temperature is raised to 100° C. Next, 25 parts by weight of 2-methacryloylethoxysuccinate (abbreviated as HOMS), 5 parts by weight of acrylic acid, 70 parts by weight of 2-hydroxyethyl methacrylate (abbreviated as HEMA), and 4.5 parts by weight of 2,2'-azobis-2-methylbutyronitrile (abbreviated as AMBN) are dissolved in 100 parts by weight of propylene glycol methyl ether acetate, and the mixed solution is dripped dropwise into the above four-necked conical flask within 2 hours. After reacting at 100° C. for 6.5 hours, 15 parts by weight of 3,4-epoxycyclohexylmethyl methacrylate (ECMMA) and 10 parts by weight of o-vinylbenzyl glycidyl ether (VBGE) were added to a four-necked conical flask filled with nitrogen, and the temperature was raised to 110° C. After reacting for 6 hours, an alkali-soluble resin (B-1-1) was obtained.

[0499] Synthesis Examples B-1-2 to B-1-4

[0500] Synthesis Examples B-1-2 to B-1-4 are prepared by the same process as Synthesis Example B-1-1 to prepare alkali-soluble resin (B-1-2), alkali-soluble resin (B-1-3), and alkali-soluble resin (B-1-4), except that the type and amount of copolymer monomer, initiator and amount thereof, reaction temperature, and polymerization time are changed, and the details are listed in Table 1. The components corresponding to the numbers in Table 1 are shown in Table 2.

[0501]

[0502] [Table 2]

[0503] Abbreviation Element MAA Methacrylic acid HOMS 2-(meth)acryloyloxy ethyl succinate monoester AA Acrylic acid N-PMI N-phenylmaleimide HEMA 2-Hydroxyethyl methacrylate BYZGR Benzyl methacrylate ECMMA 3,4-Epoxycyclohexylmethyl methacrylate GMA Glycidyl methacrylate VBGE o-vinylbenzylglycidylether AMBN 2,2'-azobis-2-methyl butyronitrile ADVN 2,2'-azobis(2,4-dimethylvaleronitrile) PGMEA Propylene glycol methyl ether acetate EEP Ethyl 3-ethoxypropionate

[0504] Synthesis example of other alkali-soluble resin (B-2)

[0505] Synthesis Example B-2-1

[0506] A stirrer, a thermometer, a condenser and a nitrogen inlet are arranged on a four-necked conical flask with a volume of 1000 ml, and nitrogen is introduced. Then, 20 parts by weight of 2-methacryloylethoxysuccinate (abbreviated as HOMS), 50 parts by weight of dicyclopenteny acrylate (abbreviated as FA-511A), and 30 parts by weight of benzyl methacrylate (abbreviated as BzMA) are dissolved in 100 parts by weight of ethyl 3-ethoxypropionate (abbreviated as EEP), wherein the monomer mixture is fed in a continuous manner, and after being stirred and mixed uniformly, the oil bath temperature of the four-necked conical flask is raised to 100° C., and then, 10 parts by weight of a polymerization initiator 2,2'-azobis-2-methylbutyronitrile (abbreviated as AMBN) is dissolved in 100 parts by weight of EEP, and divided into two equal portions, and one equal portion is added to the four-necked conical flask every hour. The reaction temperature of the entire polymerization process is maintained at 100° C., and the polymerization time lasts for 3 hours. After the polymerization is completed, the polymerization product is taken out from the four-necked conical flask, and the solvent is evaporated to obtain an alkali-soluble resin (B-2-1). The alkali-soluble resin (B-2-1) is an acrylic resin.

[0507] Synthesis Example B-2-2

[0508] 100 parts by weight of fluorene epoxy compound (model ESF-300, manufactured by Nippon Steel Chemical; epoxy equivalent 231), 30 parts by weight of acrylic acid, 0.3 parts by weight of benzyltriethylammonium chloride, 0.1 parts by weight of 2,6-di-tert-butyl-p-cresol and 130 parts by weight of propylene glycol methyl ether acetate were continuously added into a 500 mL four-necked conical flask, and the feeding rate was controlled at 25 parts by weight / min. The temperature was maintained in the range of 100° C. to 110° C. After reacting for 15 hours, a light yellow transparent mixed solution with a solid content concentration of 50wt% was obtained.

[0509] Next, 100 parts by weight of the mixed solution is dissolved in 25 parts by weight of ethylene glycol ethyl ether acetate, and 6 parts by weight of tetrahydrophthalic anhydride and 13 parts by weight of benzophenone tetracarboxylic dianhydride are added, and heated to 110° C. to 115° C. After reacting for 2 hours, an alkali-soluble resin (B-2-2) having an acid value of 98.0 mgKOH / g and a number average molecular weight of 1,623 is obtained. Among them, the alkali-soluble resin (B-2-1) is cardo resin.

[0510] Examples 1 to 13 and Comparative Examples 1 to 4

[0511] The following describes Examples 1 to 13 and Comparative Examples 1 to 4 regarding the red coloring layer:

[0512] Example 1

[0513] a. Preparation of optically active resin composition

[0514] First, 200 parts by weight of a colorant (A1-1) (i.e., a compound represented by formula (I-7)), 100 parts by weight of a first alkali-soluble resin (B-1-1), 40 parts by weight of dipentaerythritol hexaacrylate (hereinafter referred to as C-1), 2 parts by weight of a compound represented by formula (IV-1-10) (hereinafter referred to as D-1-1), and 3 parts by weight of a compound (F-1) are added to a solvent of 500 parts by weight of propylene glycol methyl ether acetate (hereinafter referred to as E-1), and the mixture is stirred uniformly with a shaking stirrer to obtain the optically sensitive resin composition of Example 1.

[0515] b. Formation of coating film and coloring layer (without pattern)

[0516] The photosensitive resin composition of Example 1 was applied on a glass substrate of 100 mm×100 mm by spin coating, and was first dried under reduced pressure condition 1 to a vacuum degree of 40 Pa to form a coating film with a thickness of 2.5 μm.

[0517] It is worth noting that different vacuum degrees and film thickness uniformity can be obtained by operating the valve opening and time of the control valve.

[0518] Decompression condition 1: first the valve opening is 25% for 20 seconds, then the valve opening is 100% for 20 seconds. Decompression condition 1 can obtain a vacuum degree of 40Pa.

[0519] Decompression condition 2: first the valve opening is 15% for 20 seconds, then the valve opening is 100% for 20 seconds. Decompression condition 2 can obtain a vacuum degree of 100Pa.

[0520] Decompression condition 3: first the valve opening is 30% for 25 seconds, then the valve opening is 100% for 20 seconds. Decompression condition 3 can obtain a vacuum degree of 20Pa.

[0521] Decompression condition 4: first the valve opening is 30% for 20 seconds, then the valve opening is 100% for 20 seconds. Decompression condition 4 can obtain a vacuum degree of 30Pa.

[0522] Decompression condition 5: first the valve opening is 25% for 15 seconds, then the valve opening is 100% for 20 seconds. Decompression condition 5 can obtain a vacuum degree of 50Pa.

[0523] Decompression condition 6: first the valve opening is 25% for 20 seconds, then the valve opening is 100% for 15 seconds. Decompression condition 6 can obtain a vacuum degree of 150Pa.

[0524] Decompression condition 7: valve opening 100%, 25 seconds, where decompression condition 7 can obtain a vacuum degree of 40Pa.

[0525] Decompression condition 8: first the valve opening is 70% for 15 seconds, then the valve opening is 100% for 15 seconds. Decompression condition 8 can obtain a vacuum degree of 120Pa.

[0526] Then, ultraviolet light (exposure machine Canon PLA-501F) 50mJ / cm 2 After the coating film is irradiated with a light amount of , it is immersed in a developer (2 wt % KOH) at 23°C for 1 minute, washed with pure water, and then post-baked at 230°C for 30 minutes to form a colored layer with a thickness of 2.0 μm on the glass substrate.

[0527] The coating film and colored layer of Example 1 were evaluated in the following evaluation methods. The results are shown in Table 3.

[0528] It should be noted that if patterned pixels are to be formed, a photomask must be used in the exposure process.

[0529] Examples 2 to 13, Comparative Examples 1 to 4

[0530] The photosensitive resin compositions, coatings and colored layers of Examples 2 to 13 and Comparative Examples 1 to 4 were formed by the same process as that of Example 1, except that the types of components and their amounts of the photosensitive resin compositions (as shown in Table 3), the decompression conditions, and the degree of vacuum were changed. The components corresponding to the numbers in Table 3 are shown in Table 4. The obtained photosensitive resin compositions were evaluated in the evaluation method described below, and the results are shown in Table 3.

[0531]

[0532] [Table 4]

[0533]

[0534]

[0535]

[0536]

[0537] <Evaluation method>

[0538] [1]Film thickness uniformity

[0539] The film thickness of the coating was measured by a stylus measuring instrument (Tencor α-step), and the average film thickness measured at 9 measuring points was determined. The 9 measuring points were distributed on the coating in a 3×3 manner. In other words, assuming that there is an x-axis and a y-axis perpendicular to the x-axis on a 100mm×100mm coating, and one corner of the coating is set to a position with (x, y) coordinates (0, 0), then the (x, y) coordinates of the 9 measuring points are (25, 25), (50, 25), (75, 25), (25, 50), (50, 50), (75, 50), (25, 75), (50, 75), (75, 75) (the unit of each value is mm).

[0540] The film thickness uniformity is calculated using the following mathematical formula 1:

[0541]

[0542] In mathematical formula 1,

[0543] Film thickness FT (x, y) max The maximum value of the film thickness measured at the above 9 measurement points;

[0544] Film thickness FT (x, y) min The minimum value of the film thickness measured at the aforementioned 9 measurement points;

[0545] The film thickness FT(avg) is the average value of the film thickness measured at the above 9 measurement points.

[0546] [2] Hue uniformity

[0547] Irradiate the coating with a sodium lamp, visually observe the unevenness of the coating surface, observe whether there is unevenness (mura), and evaluate it based on the following criteria:

[0548] ◎: No unevenness;

[0549] ○: only slightly uneven at the edge;

[0550] Δ: There is a small amount of obvious unevenness;

[0551] ×: There is a lot of obvious unevenness.

[0552] [3] Adhesion

[0553] According to the base mesh method in the adhesion test method, the above colored layer was cut into 100 base meshes with a knife, and then adhered with tape and torn off. The remaining base mesh was observed and evaluated based on the following criteria:

[0554] ◎: No base disc falls off;

[0555] ○: 0%<The number of base discs that have fallen off ≤5%;

[0556] Δ: 5% < the number of detached base plates ≤ 15%;

[0557] ×: The number of detached base plates is >15%.

[0558] [4] Brightness

[0559] The obtained colored layer was measured under the condition of C light source with a colorimeter (model MCPD, manufactured by Otsuka Electronics Co., Ltd.) at a 2-degree field of view for the chromaticity coordinates (x, y) and brightness Y value of the colored layer as specified by the International Commission on Illumination (CIE). The larger the Y value, the higher the brightness. The Y value was evaluated according to the following criteria based on the red, green, and blue colored layers:

[0560] Benchmark evaluation of red coloring layer:

[0561] ◎: Y value ≥ 25;

[0562] ○: 23 ≤ Y value < 25;

[0563] Δ: 18≤Y value<23;

[0564] ×: Y value <18.

[0565] Benchmark evaluation of green tinting layer:

[0566] ◎: Y value ≥ 55;

[0567] ○: 53 ≤ Y value < 55;

[0568] Δ: 51≤Y value<53;

[0569] ×: Y value <51.

[0570] Benchmark evaluation of blue tinting layer:

[0571] ◎: Y value ≥ 15;

[0572] ○: 13 ≤ Y value < 15;

[0573] Δ: 11≤Y value<13;

[0574] ×: Y value <11.

[0575] <Evaluation Results>

[0576] As shown in Table 3, in Examples 1 to 13, the vacuum degree of the reduced pressure drying treatment was 20 Pa to 100 Pa, the film thickness uniformity of the coating film was 2% to 8%, and the coating film containing the xanthene-based colorant (A1) had good hue uniformity, and the coloring layer had good adhesion and brightness. In addition, when the coating film was irradiated with ultraviolet light, a photomask was inserted between the exposure device and the coating film, so that patterned pixels could be formed. Therefore, it can be inferred that the "pixels" of Examples 1 to 13 also had good adhesion and brightness.

[0577] In contrast, according to Table 3, the coating film of Comparative Example 1, in which the film thickness uniformity is not within the range of 2% to 8%, has poor hue uniformity; the coating film of Comparative Example 2, in which the vacuum degree is not within the range of 20 Pa to 100 Pa, has poor adhesion of the colored layer; the brightness of Comparative Example 3, which does not contain the xanthene-based colorant (A1), is poor; the coating film of Comparative Example 4, in which the film thickness uniformity is not within the range of 2% to 8%, the vacuum degree is not within the range of 20 Pa to 100 Pa, and the xanthene-based colorant (A1) is not contained, has poor hue uniformity of the coating film, poor adhesion and poor brightness of the colored layer.

[0578] As can be seen from Table 3, when the photosensitive resin composition contains the first photoinitiator (D-1) having the structure represented by formula (IV-1) (Examples 1 to 6, 8 to 10), the adhesion of the colored layer is more preferable.

[0579] As can be seen from Table 3, when the photosensitive resin composition further includes a compound (F) having a structure represented by formula (V) (Examples 1 to 5, 7 to 10), the brightness of the colored layer is more preferable.

[0580] Examples 14 to 26 and Comparative Examples 5 to 8

[0581] Examples 14 to 26 and Comparative Examples 5 to 8 are examples related to a green coloring layer. The photosensitive resin composition, coating film, and coloring layer of Examples 14 to 26 and Comparative Examples 5 to 8 are formed by the same process as Example 1, and the difference lies in that the types of components and the amounts used of the photosensitive resin composition (as shown in Table 5), the decompression conditions, and the degree of vacuum are changed. The components corresponding to the numbers in Table 5 are shown in Table 4. The obtained photosensitive resin composition was evaluated in the evaluation method described below, and the results are shown in Table 5.

[0582]

[0583] <Evaluation Results>

[0584] As shown in Table 5, in Examples 14 to 26, the vacuum degree of the reduced pressure drying treatment was 20 Pa to 100 Pa, the film thickness uniformity of the coating film was 2% to 8%, and the coating film containing the phthalocyanine colorant (A2) had good hue uniformity, and the coloring layer had good adhesion and brightness. In addition, it can be inferred from this that the "pixels" of Examples 14 to 26 also had good adhesion and brightness.

[0585] In contrast, according to Table 5, the coating film of Comparative Example 5, in which the film thickness uniformity is not within the range of 2% to 8%, has poor hue uniformity; the coating film of Comparative Example 6, in which the vacuum degree is not within the range of 20 Pa to 100 Pa, has poor adhesion of the coloring layer; the brightness of Comparative Example 7, which does not contain the phthalocyanine colorant (A2), is poor; the coating film of Comparative Example 8, in which the film thickness uniformity is not within the range of 2% to 8%, the vacuum degree is not within the range of 20 Pa to 100 Pa, and the phthalocyanine colorant (A2) is not contained, has poor hue uniformity of the coating film, poor adhesion and poor brightness of the coloring layer.

[0586] As can be seen from Table 5, when the photosensitive resin composition contains the first photoinitiator (D-1) having the structure represented by formula (IV-1) (Examples 14 to 19, 21 to 23), the adhesion of the colored layer is more preferable.

[0587] As can be seen from Table 5, when the photosensitive resin composition further includes a compound (F) having a structure represented by formula (V) (Examples 14 to 18, 20 to 23), the brightness of the colored layer is more preferable.

[0588] Examples 27 to 39 and Comparative Examples 9 to 12

[0589] Examples 27 to 39 and Comparative Examples 9 to 12 are examples related to a blue coloring layer.

[0590] Embodiment 27

[0591] a. Preparation of optically active resin composition

[0592] First, 100 parts by weight of the colorant (A3-1-1) (i.e., compound (22)), 60 parts by weight of Ajisper PB821 (manufactured by Ajinomoto Fine-Techno Co., Ltd.) (as a dispersant), 700 parts by weight of propylene glycol methyl ether acetate (PGMEA, manufactured by Daicel-Allnex Co., Ltd.), and 2.0 parts by weight of zirconia beads having a particle size of 2 mm were placed in a 30 ml wide-mouth bottle, and the mixture was pre-pulverized using a paint shaker (PCMH-C50M, manufactured by Asada Steel) for 1 hour. The solution was then transferred to another 30 ml wide-mouth bottle, 2.0 parts by weight of zirconia beads having a particle size of 0.1 mm were added, and the mixture was shaken using a paint shaker for 20 hours to obtain a colorant dispersion of Example 1.

[0593] Next, the above-mentioned colorant dispersion, 30 parts by weight of the colorant (A1-2), 100 parts by weight of the first alkali-soluble resin (B-1-1), 40 parts by weight of dipentaerythritol hexaacrylate, 2 parts by weight of the compound of formula (IV-1-10) and 3 parts by weight of the compound (F-1) are added to a propylene glycol methyl ether acetate solvent, and the total amount of the solvent is 1000 parts by weight. After being stirred uniformly with a shaking type stirrer, the optically sensitive resin composition of Example 27 can be prepared.

[0594] b. Formation of coating film and coloring layer (without pattern)

[0595] The coating film and the coloring layer in Example 27 are formed by the same process as in Example 1, and will not be described in detail here.

[0596] Examples 28 to 39 and Comparative Examples 9 to 12

[0597] The photosensitive resin compositions, coatings and colored layers of Examples 29 to 31, 35, 37 to 38 and Comparative Examples 11 to 12 were formed by the same process as that of Example 1 (without adding a dispersant), and the photosensitive resin compositions, coatings and colored layers of Examples 27 to 28, 32 to 34, 36, 39 and Comparative Examples 9 to 10 were formed by the same process as that of Example 27 (with adding a dispersant), and the differences were that the types of components and their amounts of the photosensitive resin compositions (as shown in Table 6), the decompression conditions, and the degree of vacuum were changed. The components corresponding to the numbers in Table 6 are shown in Table 4. The obtained photosensitive resin compositions were evaluated in the evaluation method described below, and the results are shown in Table 6.

[0598]

[0599] <Evaluation Results>

[0600] As shown in Table 6, in Examples 27 to 39, the vacuum degree of the reduced pressure drying treatment was 20 Pa to 100 Pa, the film thickness uniformity of the coating film was 2% to 8%, and the coating film containing the triphenylmethane colorant (A3) had good hue uniformity, and the colored layer had good adhesion and brightness. In addition, it can be inferred from this that the "pixels" of Examples 27 to 39 also had good adhesion and brightness.

[0601] In contrast, according to Table 6, the coating film of Comparative Example 9, in which the film thickness uniformity is not within the range of 2% to 8%, has poor hue uniformity; the coating film of Comparative Example 10, in which the vacuum degree is not within the range of 20Pa to 100Pa, has poor adhesion of the colored layer; the brightness of Comparative Example 11, which does not contain the triphenylmethane colorant (A3), is poor; the coating film of Comparative Example 12, in which the film thickness uniformity is not within the range of 2% to 8%, the vacuum degree is not within the range of 20Pa to 100Pa, and the triphenylmethane colorant (A3) is not contained, has poor hue uniformity of the coating film, poor adhesion and poor brightness of the colored layer.

[0602] As can be seen from Table 6, when the photosensitive resin composition contains the first photoinitiator (D-1) having the structure represented by formula (IV-1) (Examples 27 to 32, 34 to 36), the adhesion of the colored layer is more preferable.

[0603] As can be seen from Table 6, when the photosensitive resin composition further includes a compound (F) having a structure represented by formula (V) (Examples 27 to 31, 33 to 36), the brightness of the colored layer is more preferable.

[0604] In summary, the present invention provides a pixel forming method, which can achieve energy saving and carbon reduction, environmental friendliness, and process optimization by performing a reduced pressure drying treatment under a vacuum degree of 20Pa to 100Pa, limiting the film thickness uniformity of the coating film after the reduced pressure drying treatment to 2% to 8%, omitting the pre-baking treatment, and including at least one selected from the group consisting of a xanthine colorant (A1), a phthalocyanine colorant (A2), and a triphenylmethane colorant (A3) as a colorant (A), and the pixel forming method has good adhesion, brightness, and hue uniformity.

Claims

1. A method for forming a pixel, It is characterized in that include: Applying the photosensitive resin composition on a substrate to form a coating film; The coating film is subjected to a reduced pressure drying treatment, wherein the vacuum degree is 20Pa to 100Pa; performing an exposure treatment on the coating film; Performing a developing process on the coating film to form a pattern; as well as After the development process, the pattern is subjected to a post-baking process to form pixels. The uniformity of the thickness of the coating after reduced pressure drying is 2% to 8%. Prior to the development process, excluding a pre-bake process, The photosensitive resin composition comprises a colorant (A), an alkali-soluble resin (B), a compound having an ethylenically unsaturated group (C), a photoinitiator (D), and a solvent (E), wherein the colorant (A) comprises at least one selected from the group consisting of a xanthene colorant (A1), a phthalocyanine colorant (A2), and a triphenylmethane colorant (A3).

2. The pixel forming method according to claim 1, It is characterized in that The vacuum degree is 30Pa to 50Pa.

3. The pixel forming method according to claim 1, It is characterized in that The film thickness uniformity is 2% to 5%.

4. The pixel forming method according to claim 1, It is characterized in that The xanthene colorant (A1) has a structure represented by formula (I), In formula (I), X 1 , X 2 , X 3 , and X 4 Each independently represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 20 carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group; n represents 1 or 2.

5. The pixel forming method according to claim 1, It is characterized in that The phthalocyanine colorant (A2) has a structure represented by formula (II), In formula (II), A 1 ~A 16 Each independently represents a hydrogen atom, a halogen atom, or -Y 1 -A 17 , where Y 1 Represents a divalent linking group, A 17 represents a substituted or unsubstituted phenyl group.

6. The pixel forming method according to claim 1, It is characterized in that The triphenylmethane colorant (A3) includes at least one selected from the group consisting of a triphenylmethane colorant (A3-1) having a structure represented by formula (III-1), a triphenylmethane colorant (A3-2) having a structure represented by formula (III-2), and a triphenylmethane colorant (A3-3) having a structure represented by formula (III-3). In formula (III-1), A represents a p-valent organic group, wherein the carbon atom directly bonded to N in the organic group does not have a π bond, and the organic group represents an aliphatic hydrocarbon group having a saturated aliphatic hydrocarbon group at least at the terminal directly bonded to N, or an aromatic group having the aliphatic hydrocarbon group, the carbon chain of the aliphatic hydrocarbon group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom, and the carbon chain of the aromatic group may contain at least one of an oxygen atom, a sulfur atom, and a nitrogen atom; R 1 , R 2 , R 3 , R 4 , and R 5 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, wherein R 2 With R 3 Can bond to each other to form a ring structure, R 4 With R 5 Can bond to each other to form a ring structure, multiple R 1 , R 2 , R 3 , R 4 , and R 5 Each may be the same or different; Ar 1 represents a substituted or unsubstituted divalent aromatic group, a plurality of Ar 1 Each may be the same or different; p represents an integer greater than or equal to 2, In formula (III-2), R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group; R 12 , R 13 , and R 14 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom; t and u each independently represent an integer from 0 to 4; v represents an integer from 0 to 6; Among them, t, u, and v are not 0 at the same time. In formula (III-3), R 15 , R 16 , R 17 , R 18 , R 19 , and R 20 each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 8 carbon atoms, or a substituted or unsubstituted aryl group; R 21 , R 22 , and R 23 Each independently represents an alkyl group having 1 to 8 carbon atoms, or a chlorine atom; f, g, and h each independently represent an integer of 0-4.

7. The pixel forming method according to claim 1, It is characterized in that The photoinitiator (D) includes a first photoinitiator (D-1) having a structure represented by formula (IV-1), In formula (IV-1), D 1 , D 2 , D 3 , D 4 , D 5 , D 6 , D 7 , and D 8 Each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, -COD 16 , or a group represented by formula (IV-a); or D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , or D 7 With D 8 Each independently forms a group represented by formula (IV-b), In formula (IV-b), D 9 , D 10 , D 11 , and D 12 Each independently represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atom in the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with one or more halogen atoms or phenyl groups, or D 9 , D 10 , D 11 , and D 12 Each independently represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted with one or more halogen atoms or an alkyl group having 1 to 6 carbon atoms; Y 2 represents CO or a single bond; D 13 represents an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -D 17 、-COOD 17 , or -OD 17 replace, or D 13 represents an alkyl group having 2 to 20 carbon atoms, wherein one or more oxygen atoms or carbonyl groups may be inserted into the carbon chain of the alkyl group having 2 to 20 carbon atoms, and the hydrogen atoms in the alkyl group having 2 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms, or D 13 represents a phenyl group or a naphthyl group, wherein the hydrogen atoms in the phenyl group and the naphthyl group are unsubstituted or substituted with one or more alkyl groups having 1 to 20 carbon atoms or haloalkyl groups having 1 to 4 carbon atoms; D 14 represents a hydrogen atom, an alkoxy group having 1 to 20 carbon atoms, or an alkyl group having 1 to 20 carbon atoms; D 15 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , an alkyl group with 2 to 20 carbon atoms in which one or more oxygen atoms are inserted into the carbon chain, or an alkyl group with 1 to 20 carbon atoms is substituted, wherein the hydrogen atoms in the alkyl group with 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, -COOD 17 , phenyl, or -OD 17 replace, or D 15 represents a hydrogen atom, a cycloalkyl group having 3 to 8 carbon atoms, an alkyl group having 1 to 20 carbon atoms, or an alkyl group having 2 to 20 carbon atoms with one or more oxygen atoms inserted in the carbon chain, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted with one or more halogen atoms or a cycloalkyl group having 3 to 8 carbon atoms; D 16 represents an aryl group having 6 to 20 carbon atoms, wherein the hydrogen atoms in the aryl group having 6 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, a halogenated alkyl group having 1 to 4 carbon atoms, -OD 17 , or substituted by an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or replaced by one or more halogen atoms, or -OD 17 replace; D 17 represents a hydrogen atom, or an alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atoms in the alkyl group having 1 to 20 carbon atoms are unsubstituted or substituted by one or more halogen atoms or a cycloalkyl group having 3 to 20 carbon atoms in which one or more oxygen atoms are inserted in the carbon chain, or D 17 It refers to an alkyl group with 2 to 20 carbon atoms inserted into the carbon chain. or D 17 represents a phenyl group, wherein the hydrogen atoms in the phenyl group are unsubstituted or substituted by one or more halogen atoms, an alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms; * indicates the bond position; Wherein formula (IV-1) satisfies the following conditions (i) and (ii), Condition (i): In formula (IV-1), there is at least one group represented by formula (IV-a), Condition (ii): D 1 With D 2 , D 2 With D 3 , D 3 With D 4 , D 5 With D 6 , D 6 With D 7 , and D 7 With D 8 At least one pair of them forms a group represented by formula (IV-b).

8. The pixel forming method according to claim 1, It is characterized in that The photosensitive resin composition further comprises a compound (F) having a structure represented by formula (V), In formula (V), Ar 2 represents a five-membered or six-membered hydrocarbon ring or heterocyclic ring; R 1f each independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a substituted or unsubstituted alkyl group having 1 to 40 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or a heterocyclic group having 2 to 20 carbon atoms; R 2f Each independently represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, a heterocyclic group having 2 to 20 carbon atoms, or a trialkylsilyl group; Among them, R 1f and R 2f The methylene group in the alkyl group and aralkyl group shown may be selected from -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, -SS- and -SO 2 - is substituted by a group consisting of a group or a combination of the groups under the condition that the oxygen atoms are not adjacent, and R' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; Multiple R 1f They can bond to each other to form benzene or naphthalene rings; Multiple R 1f and R 2f Each may be the same or different; i represents an integer from 1 to 4; j represents an integer from 1 to 3; k represents an integer from 1 to 10; Y 3 represents a single bond, a nitrogen atom, an oxygen atom, a sulfur atom, a phosphorus atom, a group represented by the following formula (Va), >C═O, >NR 3f 、-OR 3f 、-SR 3f 、-NR 3f R 4f , or a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted hydrocarbon group having 6 to 35 carbon atoms and containing an aromatic ring, or a substituted or unsubstituted heterocyclic group having 2 to 35 carbon atoms, having the same valence as k, wherein R 3f and R 4f represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 35 carbon atoms, a substituted or unsubstituted hydrocarbon group containing an aromatic ring having 6 to 35 carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 35 carbon atoms, wherein the skeleton of the aliphatic hydrocarbon group, the hydrocarbon group containing an aromatic ring, and the heterocyclic group may be inserted with a group selected from the group consisting of -C=C-, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, -SS-, -SO 2 - and nitrogen atom, or a combination of the groups without adjacent oxygen atoms, wherein the aromatic ring or heterocyclic ring may be condensed with other rings; When Y 3 When it is a nitrogen atom, a phosphorus atom, or a group represented by the following formula (Va), k is 3; When Y 3 When it is an oxygen atom or a sulfur atom, k is 2; When Y 3 >C=O, -NH-CO-, -CO-NH-, or >NR 3f When , k is 2; When Y 3 For-OR 3f 、-SR 3f , or -NR 3f R 4f When , k is 1; Among them, Y 3 with Ar 2 Can bond to each other to form a ring; In formula (Va), * represents a bonding position.

9. The pixel forming method according to claim 1, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The colorant (A) is 10 to 600 parts by weight, The compound (C) having an ethylenically unsaturated group is 40 to 450 parts by weight, The photoinitiator (D) is 2 to 50 parts by weight, The solvent (E) is 500 parts by weight to 5000 parts by weight.

10. The pixel forming method according to claim 4, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The xanthene colorant (A1) is present in an amount of 10 to 500 parts by weight.

11. The pixel forming method according to claim 5, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The phthalocyanine colorant (A2) is present in an amount of 10 to 500 parts by weight.

12. The pixel forming method according to claim 6, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The triphenylmethane colorant (A3) is present in an amount of 10 to 300 parts by weight.

13. The pixel forming method according to claim 7, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The first photoinitiator (D-1) is 2 parts by weight to 20 parts by weight.

14. The pixel forming method according to claim 8, It is characterized in that Based on 100 parts by weight of the alkali-soluble resin (B), The compound (F) is present in an amount of 1 to 10 parts by weight.

15. A pixel manufactured by the pixel forming method according to any one of claims 1 to 14.

16. A color filter comprising the pixel according to claim 15.

17. A display device comprising the color filter according to claim 16.

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