TW201329627A - Coloring curable resin composition - Google Patents

Coloring curable resin composition Download PDF

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TW201329627A
TW201329627A TW101141100A TW101141100A TW201329627A TW 201329627 A TW201329627 A TW 201329627A TW 101141100 A TW101141100 A TW 101141100A TW 101141100 A TW101141100 A TW 101141100A TW 201329627 A TW201329627 A TW 201329627A
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group
solvent
resin composition
curable resin
compound
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TW101141100A
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TWI575318B (en
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Yuko Shirouchi
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Sumitomo Chemical Co
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/201—Filters in the form of arrays
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/1303—Apparatus specially adapted to the manufacture of LCDs
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)

Abstract

This invention provides a coloring curable resin composition, to obtain a color filter of high contrast radio. The coloring curable resin composition includes a colorant, a resin, a polymeric compound, a polymeric initiator and a solvent, wherein the colorant contains a soluble organic solvent dye and a pigment, and the solvent contains a cyclohexanone oxime. As the solid phase composition of the coloring curable resin composition is adjusted to 15 mass %, the viscosity at 23 DEG C is between not less than 4.2 mPa.s and not more than 10 mPa.s.

Description

著色硬化性樹脂組成物 Colored curable resin composition

本發明係關於一種著色硬化性樹脂組成物。 The present invention relates to a color hardening resin composition.

彩色濾光片係可使用於液晶顯示裝置、電激發光顯示裝置、電漿顯示器、電子紙等之顯示器中，可藉由著色硬化性樹脂組成物來製造。如此之著色硬化性樹脂組成物係已知含有丙二醇單甲基醚、乳酸乙酯及丙二醇單甲基醚乙酸酯作為溶劑之著色硬化性樹脂組成物(專利文獻1)。 The color filter can be used in a display such as a liquid crystal display device, an electroluminescence display device, a plasma display, or an electronic paper, and can be produced by a colored curable resin composition. A colored curable resin composition containing propylene glycol monomethyl ether, ethyl lactate, and propylene glycol monomethyl ether acetate as a solvent is known as such a color-curable resin composition (Patent Document 1).

[先前技術文獻] [Previous Technical Literature] [專利文獻] [Patent Literature]

[專利文獻1]日本特開2010-211198號公報 [Patent Document 1] Japanese Patent Laid-Open Publication No. 2010-211198

由以往所知之上述著色硬化性樹脂組成物所形成的彩色濾光片會有對比度無法充分滿足的情形。 The color filter formed of the above-described colored curable resin composition may not sufficiently satisfy the contrast.

本發明係含有以下之發明。 The present invention contains the following invention.

[1]一種著色硬化性樹脂組成物，其係含有著色劑、樹脂、聚合性化合物、聚合起始劑及溶劑，其中， 著色劑為含有有機溶劑可溶性染料與顏料之著色劑，溶劑為含有環己酮之溶劑，著色硬化性樹脂組成物之固形分調整至15質量%時，在23℃之黏度為4.2mPa．s以上10mPa．s以下。 [1] A colored curable resin composition containing a colorant, a resin, a polymerizable compound, a polymerization initiator, and a solvent, wherein The coloring agent is a coloring agent containing an organic solvent soluble dye and a pigment, and the solvent is a solvent containing cyclohexanone. When the solid content of the coloring curable resin composition is adjusted to 15% by mass, the viscosity at 23 ° C is 4.2 mPa. s above 10mPa. s below.

[2]如前述[1]項之著色硬化性樹脂組成物，其中溶劑為進一步包含分子內具有羥基之溶劑的溶劑。 [2] The colored curable resin composition according to the above [1], wherein the solvent is a solvent further comprising a solvent having a hydroxyl group in the molecule.

[3]一種彩色濾光片，其係藉由前述[1]或[2]項之著色硬化性樹脂組成物所形成者。 [3] A color filter formed by the colored curable resin composition of the above [1] or [2].

[4]一種顯示裝置，其係含有前述[3]項之彩色濾光片者。 [4] A display device comprising the color filter of the above item [3].

若依本發明之著色硬化性樹脂組成物，可得到高對比度之彩色濾光片。 According to the colored curable resin composition of the present invention, a high-contrast color filter can be obtained.

以下，詳細說明本發明。 Hereinafter, the present invention will be described in detail.

本發明之著色硬化性樹脂組成物係含有著色劑(A)。 The colored curable resin composition of the present invention contains a coloring agent (A).

可使用於本發明之著色硬化性樹脂組成物的著色劑(A)係含有有機溶劑可溶性染料(A1)(以下，有時稱為「染料(A1)」與顏料(A2)之著色劑。 The coloring agent (A) which can be used for the colored curable resin composition of the present invention contains an organic solvent-soluble dye (A1) (hereinafter, sometimes referred to as a "dye (A1)" and a pigment (A2).

染料(A1)係只要為於有機溶劑可溶性之染料即可，無特別限定，可使用公知之染料，可舉例如溶劑染料、酸性染料、直接染料、媒染染料等。如此之染料(A1)係可舉例如以彩色指數(The Society of Dyers and Colourists出版)分類染料之化合物、或記載於 印染注意事項(色染社)之公知染料。具體上係C.I.溶劑黃4(以下，省略C.I.溶劑黃之記載，僅記載編號，在後述之染料中亦同樣)，14、15、23、24、38、62、63、68、82、94、98、99、117、162、163、167、189；C.I.溶劑紅45、49、111、125、130、143、145、146、150、151、155、168、169、172、175、181、207、218、222、227、230、245、247；C.I.溶劑橙2、7、11、15、26、56、77、86；C.I.溶劑紫11、13、14、26、31、36、37、38、45、47、48、51、59、60；C.I.溶劑藍4、5、14、18、35、36、37、45、58、59、59：1、63、67、68、69、70、78、79、83、90、94、97、98、100、101、102、104、105、111、112、122、128、132、136、139；C.I.溶劑綠1、3、4、5、7、28、29、32、33、34、35等之C.I.溶劑染料(solvent dye)、C.I.酸性黃1、3、7、9、11、17、23、25、29、34、36、38、40、42、54、65、72、73、76、79、98、99、111、112、113、114、116、119、123、128、134、135、138、139、140、144、150、155、157、160、161、163、168、169、172、177、178、179、184、190、193、196、197、199、202、203、204、205、207、212、214、220、221、228、230、232、235、238、240、242、243、251；C.I.酸性紅1、4、8、14、17、18、26、27、29、31、33、34、35、37、40、42、44、50、51、52、57、66、73、76、80、87、88、91、92、94、95、97、98、103、106、111、114、129、133、134、 138、143、145、150、151、155、158、160、172、176、182、183、195、198、206、211、215、216、217、227、228、249、252、257、258、260、261、266、268、270、274、277、280、281、289、308、312、315、316、339、341、345、346、349、382、383、388、394、401、412、417、418、422、426；C.I.酸性橙6、7、8、10、12、26、50、51、52、56、62、63、64、74、75、94、95、107、108、169、173；C.I.酸性紫6B、7、9、17、19、30、34、102；C.I.酸性藍1、7、9、15、18、22、23、25、27、29、40、41、42、43、45、51、54、59、60、62、70、72、74、78、80、82、83、86、87、90、92、93、96、100、102、103、104、112、113、117、120、126、127、129、130、131、138、140、142、143、147、150、151、154、158、161、166、167、168、170、171、175、182、183、184、187、192、199、203、204、205、210、229、234、236、242、243、256、259、267、278、280、285、290、296、315、324：1、335、340；C.I.酸性綠1、3、5、9、16、25、27、28、41、50、58、63、65、80、104、105、106、109等之C.I.酸性染料(acidic dye)、C.I.直接黃2、33、34、35、38、39、43、47、50、54、58、68、69、70、71、86、93、94、95、98、102、108、109、129、136、138、141；C.I.直接紅79、82、83、84、91、92、96、97、98、99、105、106、107、172、173、176、177、179、181、182、184、204、207、211、213、218、220、221、222、232、233、234、241、243、246、 250；C.I.直接橙26、34、39、41、46、50、52、56、57、61、64、65、68、70、96、97、106、107；C.I.直接紫47、52、54、59、60、65、66、79、80、81、82、84、89、90、93、95、96、103、104；C.I.直接藍1、2、6、8、15、22、25、40、41、57、71、76、77、78、80、81、84、85、86、90、93、94、95、97、98、99、100、101、106、107、108、109、113、114、115、117、119、120、137、149、150、153、155、156、158、159、160、161、162、163、164、165、166、167、168、170、171、172、173、188、189、190、192、193、194、195、196、198、199、200、201、202、203、207、209、210、212、213、214、222、225、226、228、229、236、237、238、242、243、244、245、246、247、248、249、250、251、252、256、257、259、260、268、274、275、293；C.I.直接綠25、27、31、32、34、37、63、65、66、67、68、69、72、77、79、82等之C.I.直接染料(direct dye)、C.I.分散黃51、54、76；C.I.分散紫26、27；C.I.分散藍1、14、56、60等之C.I.分散染料(disperse dye)、C.I.鹼性紅1、10；C.I.鹼性藍1、3、5、7、9、19、21、22、24、25、26、28、29、40、41、45、47、54、58、59、60、64、65、66、67、68；C.I.鹼性綠1等之C.I.鹼性染料(basic dye)、C.I.反應性黃2、76、116； C.I.反應性橙16；C.I.反應性紅36等之C.I.反應性染料(reactive dye)、C.I.媒染黃5、8、10、16、20、26、30、31、33、42、43、45、56、61、62、65；C.I.媒染紅1、2、3、4、9、11、12、14、17、18、19、22、23、24、25、26、27、30、32、33、36、37、38、39、41、43、45、46、48、53、56、63、71、74、85、86、88、90、94、95；C.I.媒染橙3、4、5、8、12、13、14、20、21、23、24、28、29、32、34、35、36、37、42、43、47、48；C.I.媒染紫1、2、4、5、7、14、22、24、30、31、32、37、40、41、44、45、47、48、53、58；C.I.媒染藍1、2、3、7、8、9、12、13、15、16、19、20、21、22、23、24、26、30、31、32、39、40、41、43、44、48、49、53、61、74、77、83、84；C.I.媒染綠1、3、4、5、10、15、19、26、29、33、34、35、41、43、53等之C.I.媒染染料(mordant dye)、C.I.還原綠1等之C.I.還原染料(vat green)等。 The dye (A1) is not particularly limited as long as it is a dye soluble in an organic solvent, and a known dye may be used, and examples thereof include a solvent dye, an acid dye, a direct dye, and a mordant dye. Such a dye (A1) may, for example, be a compound which classifies a dye by a color index (published by The Society of Dyers and Colourists) or as described in A well-known dye for printing and dyeing precautions (color dyeing company). Specifically, CI Solvent Yellow 4 (hereinafter, the description of CI Solvent Yellow is omitted, only the number is described, and the same applies to the dyes described later), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, 189; CI solvent red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207 , 218, 222, 227, 230, 245, 247; CI solvent orange 2, 7, 11, 15, 26, 56, 77, 86; CI solvent violet 11, 13, 14, 26, 31, 36, 37, 38 , 45, 47, 48, 51, 59, 60; CI solvent blue 4, 5, 14, 18, 35, 36, 37, 45, 58, 59, 59: 1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; CI solvent green 1, 3, 4, 5, 7 , solvent dyes of 28, 29, 32, 33, 34, 35, etc., CI acid yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40 , 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150 155,157,160,161,163,168,169,172,177,178,179,184,190,193,196,197,199,202,203,204,205, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37 , 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 182, 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 388, 394, 401, 412, 417, 418, 422, 426; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169 173; CI Acid Violet 6B, 7, 9, 17, 19, 30, 34, 102; CI Acid Blue 1, 7, 9, 15, 18, 22, 23, 25, 27, 29, 40, 41, 42 , 43, 45, 51, 54, 59, 60, 62, 70, 72, 74, 78, 80, 82, 83, 86, 87, 90, 92, 93, 96, 100, 102, 103, 104, 112 113,117,120,126,127,129,130,131,138,140,142,143,147,150,151,154,158,161,166,167,168,170,171,175,182 , 183, 184, 187, 192, 199, 203, 204, 205, 210, 229, 234, 236, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324:1 , 33 5, 340; CI acid green 1,3,5,9,16,25,27,28,41,50,58,63,65,80,104,105,106,109, etc. ), CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109 , 129, 136, 138, 141; CI direct red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; CI direct orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI direct purple 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; CI direct blue 1, 2, 6, 8, 15, 22, 25, 40 , 41, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 114,115,117,119,120,137,149,150,153,155,156,158,159,160,161,162,163,164,165,166,167,168,170,171,172 , 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228 , 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82, etc. direct dye, CI disperse yellow 51, 54, 76; CI Disperse violet 26, 27; CI disperse blue 1, 14, 56, 60, etc. disperse dye, CI alkaline red 1, 10; CI alkaline blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68; CI alkaline green 1 etc. Basic dye, CI reactive yellow 2, 76, 116; CI reactive orange 16; CI reactive red 36 and other CI reactive dyes, CI mordant yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56 , 61, 62, 65; CI mordant red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 30, 32, 33, 36, 37, 38, 39, 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95; CI mordant orange 3, 4, 5, 8 , 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; CI mordant purple 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58; CI mordant blue 1, 2, 3, 7, 8, 9, 12, 13, 15 , 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; CI CI dyeing green CI 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53 and other CI mordant dyes, CI reduction green 1 and other CI vat dyes (vat green) and so on.

在本發明之著色硬化性樹脂組成物中，配合所希望之彩色濾光片的分光光譜而適當選擇此等之染料而使用。又，此等之染料係可單獨使用，亦可組合2種以上而使用。 In the colored curable resin composition of the present invention, the dyes of the desired color filters are blended, and these dyes are appropriately selected and used. Further, these dyes may be used singly or in combination of two or more.

染料(A1)宜為溶解於有機溶劑之二苯并哌喃染料(Aa)。二苯并哌喃染料(Aa)係包含分子內具有二苯并哌喃骨架之化合物的染料。二苯并哌喃染料(Aa)係可舉例如C.I.酸性紅51(以下，省略C.I.酸性紅之記載，只記載編號，其他亦同樣)、52、87、91、92、 94、95、98、289、388、C.I.酸性紫9、30、102、C.I.鹼性紅1(若丹明6G)、2、3、4、8、C.I.鹼性紅1、10(若丹明B)、11、C.I.鹼性紫10、11、25、C.I.溶劑紅218、C.I.媒染紅27、C.I.反應性36(孟加拉玻瑰紅B)、磺基若丹明G、日本特開2010-32999號公報中記載之二苯并哌喃染料及特許第4492760號公報中記載之二苯并哌喃染料等。 The dye (A1) is preferably a dibenzopyran dye (Aa) dissolved in an organic solvent. The dibenzopyran dye (Aa) is a dye containing a compound having a dibenzopyran skeleton in the molecule. The dibenzopyran dye (Aa) may, for example, be C.I. Acid Red 51 (hereinafter, the description of C.I. acid red is omitted, only the number is described, the others are the same), 52, 87, 91, 92, 94, 95, 98, 289, 388, CI Acid Violet 9, 30, 102, CI Alkaline Red 1 (Rhodamine 6G), 2, 3, 4, 8, CI Alkaline Red 1, 10 (Rhodamine) B), 11, CI alkaline purple 10, 11, 25, CI solvent red 218, CI mordant red 27, CI reactivity 36 (Bangladesh Bolivia B), sulfo rhodamine G, Japan special open 2010-32999 The dibenzopyran dye described in the Japanese Patent Publication No. 4492760, and the dibenzopyran dye described in Japanese Patent No. 4492760.

此等之中，二苯并哌喃染料(Aa)係宜為含有以式(1a)所示之化合物(以下，有時稱「化合物(1a)」)之染料。使用化合物(1a)時，二苯并哌喃染料(Aa)中之化合物(1a)的含量較佳係50質量%以上、更佳係70質量%以上、最佳係90質量%以上。 Among these, the dibenzopyran dye (Aa) is preferably a dye containing a compound represented by the formula (1a) (hereinafter, sometimes referred to as "compound (1a)"). When the compound (1a) is used, the content of the compound (1a) in the dibenzopyran dye (Aa) is preferably 50% by mass or more, more preferably 70% by mass or more, and most preferably 90% by mass or more.

尤其，二苯并哌喃染料(Aa)宜為只使用化合物(1a)者。 In particular, the dibenzopyran dye (Aa) is preferably one which uses only the compound (1a).

[式(1a)中，R1至R4係分別獨立表示氫原子、可具有-R8或取代基之碳數6至10的1價芳香族烴基。R1及R2可一起形成含有氮原子之環，R3及R4可一起形成含有氮原子之環。 In the formula (1a), R 1 to R 4 each independently represent a hydrogen atom, and a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms which may have -R 8 or a substituent. R 1 and R 2 may together form a ring containing a nitrogen atom, and R 3 and R 4 may together form a ring containing a nitrogen atom.

R5係表示-OH、-SO3 -、-SO3H、-SO3 -Z+、-CO2H、-CO2 -Z+、-CO2R8、-SO3R8或-SO2NR9R10。 R 5 represents -OH, -SO 3 - , -SO 3 H, -SO 3 - Z + , -CO 2 H, -CO 2 - Z + , -CO 2 R 8 , -SO 3 R 8 or -SO 2 NR 9 R 10 .

R6及R7係分別獨立表示氫原子或碳數1至6之烷基。 R 6 and R 7 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

m表示0至5之整數。m為2以上之整數時，複數之R5可為相同亦可為相異。 m represents an integer from 0 to 5. When m is an integer of 2 or more, the plural R 5 may be the same or different.

a表示0或1之整數。 a represents an integer of 0 or 1.

X表示鹵原子。 X represents a halogen atom.

R8係表示碳數1至20之1價的飽和烴基，於該飽和烴基所含有的氫原子亦可被鹵原子取代。 R 8 represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and a hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.

Z+係表示+N(R11)4、Na+或K+。 The Z + system represents + N(R 11 ) 4 , Na + or K + .

R9及R10係分別獨立表示可具有氫原子或取代基之碳數1至20之1價的飽和烴基，R9及R10可互相結合形成含有氮原子之3至10員環的雜環。 R 9 and R 10 each independently represent a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a hydrogen atom or a substituent, and R 9 and R 10 may be bonded to each other to form a heterocyclic ring having a nitrogen atom of 3 to 10 membered rings. .

R11係分別獨立表示氫原子、碳數1至20之1價的飽和烴基或碳數7至10之芳烷基] R 11 each independently represents a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms or an aralkyl group having 7 to 10 carbon atoms]

表示R1至R4之碳數6至10的1價芳香族烴基，可舉例如苯基、甲苯基、二甲苯基、三甲苯基、丙基苯基及丁基苯基等。 Examples of the monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms of R 1 to R 4 include a phenyl group, a tolyl group, a xylyl group, a trimethylphenyl group, a propylphenyl group, and a butylphenyl group.

表示R1至R4之碳數6至10的1價芳香族烴基係於該芳香族烴基所含有之氫原子亦可被鹵原子、-R8、-OH、-OR8、-SO3 -、-SO3H、-SO3 -Z+、-CO2H、-CO2R8、-SR8、-SO2R8、-SO3R8或-SO2NR9R10取代。此等之取代基中，宜為由-SO3 -、-SO3H、-SO3 -Z+、-SO2NR9R10所構成之群中選出的至少1種，更宜為由-SO3 -Z+及-SO2NR9R10所構成之群中選出的至少1種。此時之-SO3 -Z+宜為-SO3 -+N(R11)4。若R1至R4為此等之基，即可由含有化合物(1a)之本發明的著色硬化性樹脂組成物，形成異物之發生少且耐熱性優異之彩色濾光片。 The monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms of R 1 to R 4 may be a halogen atom contained in the aromatic hydrocarbon group, or a halogen atom, -R 8 , -OH, -OR 8 or -SO 3 - , -SO 3 H, -SO 3 - Z + , -CO 2 H, -CO 2 R 8 , -SR 8 , -SO 2 R 8 , -SO 3 R 8 or -SO 2 NR 9 R 10 is substituted. Among these substituents, at least one selected from the group consisting of -SO 3 - , -SO 3 H, -SO 3 - Z + and -SO 2 NR 9 R 10 is preferred, and more preferably - At least one selected from the group consisting of SO 3 - Z + and -SO 2 NR 9 R 10 . At this time, -SO 3 - Z + is preferably -SO 3 -+ N(R 11 ) 4 . When R 1 to R 4 groups, etc. To this end, the present invention can contain a colored compound (1a) of the curable resin composition forming less foreign materials of excellent heat resistance of the color filter.

R1及R2，以及R3及R4可各自一起形成含有氮原子之環。含有該氮原子之環係可舉例如以下者。 R 1 and R 2 , and R 3 and R 4 each may together form a ring containing a nitrogen atom. The ring system containing the nitrogen atom may, for example, be the following.

表示R8至R11之碳數1至20的1價芳香族烴基可舉例如甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、十二碳基、十六碳基、二十碳基等之直鏈狀烷基；異丙基、異丁基、異戊基、新戊基、2-乙基己基等之分枝鏈狀烷基；及環丙基、環戊基、異己基、環庚基、環辛基、三環癸基等之碳數3至20的脂環式飽和烴基。 The monovalent aromatic hydrocarbon group having 1 to 20 carbon atoms of R 8 to R 11 may, for example, be a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a decyl group or a decyl group. a linear alkyl group such as a decyl group, a hexadecanyl group or an octadecyl group; a branched chain alkyl group such as an isopropyl group, an isobutyl group, an isopentyl group, a neopentyl group or a 2-ethylhexyl group; And an alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms such as a cyclopropyl group, a cyclopentyl group, an isohexyl group, a cycloheptyl group, a cyclooctyl group or a tricyclodecyl group.

-OR8係可舉例如甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、己氧基、庚氧基、辛氧基、2-乙基己氧基及二十碳氧基等。 The -OR 8 group may, for example, be a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, a 2-ethylhexyloxy group and a twenty carbon. Oxyl and the like.

-CO2R8係可舉例如甲氧基羰基、乙氧基羰基、丙氧基羰基、第三丁氧基羰基、己基氧基羰基及二十碳氧基羰基等。 Examples of the -CO 2 R 8 group include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a hexyloxycarbonyl group, and an eicosyloxycarbonyl group.

-SR8係可舉例如甲基巰基、乙基巰基、丁基巰基、己基巰基、癸基巰基、及二十碳基巰基等。 Examples of the -SR 8 system include a methyl fluorenyl group, an ethyl fluorenyl group, a butyl fluorenyl group, a hexyl fluorenyl group, a fluorenyl fluorenyl group, and an octacarbonyl group.

-SO2R8係可舉例如甲基磺醯基、乙基磺醯基、丁基磺醯基、己基磺醯基、癸基磺醯基、及二十碳基磺醯基等。 Examples of the -SO 2 R 8 group include a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a mercaptosulfonyl group, and an eicosylsulfonyl group.

-SO3R8係可舉例如甲氧基磺醯基、乙氧基磺醯基、丙氧基磺醯基、第三丁氧基磺醯基、己氧基磺醯基及二十碳氧基磺醯基等。 Examples of the -SO 3 R 8 group include a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a third butoxysulfonyl group, a hexyloxysulfonyl group, and a hexaoxycarbon group. Kesulfonyl and the like.

-SO2NR9R10係可舉例如胺磺醯基；N-甲基胺磺醯基、N-乙基胺磺醯基、N-丙基胺磺醯基、N-異丙基胺磺醯基、N-丁基胺磺醯基、N-異丁基胺磺醯基、N-第二丁基胺磺醯基、N-第三丁基胺磺醯基、N-戊基胺磺醯基、N-(1-乙基丙基)胺磺醯基、N-(1,1-二甲基丙基)胺磺醯基、N-(1,2-二甲基丙基) 胺磺醯基、N-(2,2-二甲基丙基)胺磺醯基、N-(1-甲基丁基)胺磺醯基、N-(2-甲基丁基)胺磺醯基、N-(3-甲基丁基)胺磺醯基、N-環戊基胺磺醯基、N-己基胺磺醯基、N-(1,3-二甲基丁基)胺磺醯基、N-(3,3-二甲基丁基)胺磺醯基、N-庚基胺磺醯基、N-(1-甲基己基)胺磺醯基、N-(1,4-二甲基戊基)胺磺醯基、N-辛基胺磺醯基、N-(2-乙基己基)胺磺醯基、N-(1,5-二甲基)己基胺磺醯基、N-(1,1,2,2-四甲基丁基)胺磺醯基等之N-1取代胺磺醯基；N,N-二甲基胺磺醯基、N,N-乙基甲基胺磺醯基、N,N-二乙基胺磺醯基、N,N-丙基甲基胺磺醯基、N,N-異丙基甲基胺磺醯基、N,N-第三丁基甲基胺磺醯基、N,N-丁基乙基胺磺醯基、N,N-雙(1-甲基丙基)胺磺醯基、N,N-庚基甲基胺磺醯基等之N,N-2取代胺磺醯基等。 -SO 2 NR 9 R 10 may, for example, be an amine sulfonyl group; N-methylamine sulfonyl group, N-ethylamine sulfonyl group, N-propylamine sulfonyl group, N-isopropylamine sulfonate Sulfhydryl, N-butylamine sulfonyl, N-isobutylamine sulfonyl, N-tert-butylamine sulfonyl, N-tert-butylamine sulfonyl, N-pentylamine sulfonate Sulfhydryl, N-(1-ethylpropyl)amine sulfonyl, N-(1,1-dimethylpropyl)amine sulfonyl, N-(1,2-dimethylpropyl)amine Sulfonyl, N-(2,2-dimethylpropyl)aminesulfonyl, N-(1-methylbutyl)aminesulfonyl, N-(2-methylbutyl)aminesulfonate , N-(3-methylbutyl)amine sulfonyl, N-cyclopentylamine sulfonyl, N-hexylamine sulfonyl, N-(1,3-dimethylbutyl)amine sulfonate Indenyl, N-(3,3-dimethylbutyl)aminesulfonyl, N-heptylaminesulfonyl, N-(1-methylhexyl)aminesulfonyl, N-(1,4 -Dimethylpentyl)aminesulfonyl, N-octylaminesulfonyl, N-(2-ethylhexyl)aminesulfonyl, N-(1,5-dimethyl)hexylaminesulfonate N-1 substituted amine sulfonyl group such as N-(1,1,2,2-tetramethylbutyl)amine sulfonyl group; N,N-dimethylamine sulfonyl group, N,N- Ethylmethylamine sulfonyl, N,N-diethylamine sulfonyl, N,N-propyl Aminesulfonyl, N,N-isopropylmethylaminesulfonyl, N,N-t-butylmethylaminesulfonyl, N,N-butylethylaminesulfonyl, N,N-double An N,N-2 substituted amine sulfonyl group or the like of (1-methylpropyl)aminesulfonyl, N,N-heptylmethylaminesulfonyl or the like.

又，表示R9及R10之碳數1至20的1價飽和烴基係於該飽和烴基所含有之氫原子可被-OH或鹵原子取代，於該飽和烴基所含有之-CH2-係可被-O-、-CO-、-NH-、或-NR8-取代。 Further, the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms of R 9 and R 10 is a hydrogen atom contained in the saturated hydrocarbon group which may be substituted by -OH or a halogen atom, and the -CH 2 - system contained in the saturated hydrocarbon group It may be substituted by -O-, -CO-, -NH-, or -NR 8 -.

R9及R10可互相鍵結而形成含有氮原子之3至10員環的雜環。該雜環係可舉例如以下者。 R 9 and R 10 may be bonded to each other to form a heterocyclic ring containing a 3 to 10 membered ring of a nitrogen atom. The heterocyclic ring may, for example, be the following.

表示R6及R7之碳數1至6的烷基，在上述舉出之直鏈狀烷基及分枝鏈狀烷基之中，可舉例如碳數1至6者。 The alkyl group having 1 to 6 carbon atoms of R 6 and R 7 may, for example, be a carbon number of 1 to 6 among the linear alkyl group and the branched chain alkyl group mentioned above.

表示R11之碳數7至10的芳烷基，可舉例如苯甲基、苯基乙基及苯基丁基等。 Examples of the aralkyl group having 7 to 10 carbon atoms of R 11 include a benzyl group, a phenylethyl group, and a phenylbutyl group.

Z+係+N(R11)4、Na+或K+，較佳係+N(R11)4。 Z + is + N(R 11 ) 4 , Na + or K + , preferably + N(R 11 ) 4 .

前述+N(R11)4係以4個R11中之至少2個為碳數5至20的1價之飽和烴基者為佳。又，4個R11的合計碳數宜為20至80，更宜為20至60。於化合物(1a)中存在+N(R11)4時，若R11為此等之基，則可由含有化合物(1a)之本發明的著色硬化性樹脂組成物形成異物少之彩色濾光片。 The above + N(R 11 ) 4 is preferably one in which at least two of the four R 11 are a monovalent saturated hydrocarbon group having 5 to 20 carbon atoms. Further, the total carbon number of the four R 11 is preferably from 20 to 80, more preferably from 20 to 60. When + N(R 11 ) 4 is present in the compound (1a), if R 11 is a group such as this, a colored filter having a small foreign matter can be formed from the colored curable resin composition of the present invention containing the compound (1a). .

m宜為1至4，更宜為1或2。 m is preferably from 1 to 4, more preferably 1 or 2.

化合物(1a)係宜為式(2a)所示之化合物(以下，有時稱「化合物(2a)」)，二苯并哌喃染料(Aa)更宜為含有化合物(2a)之染料。使用化合物(2a)時，二苯并哌喃染料(Aa)中之化合物(2a)的含量較佳係50質量%以上、更佳係70質量%以上、最佳係90質量%以上。 The compound (1a) is preferably a compound represented by the formula (2a) (hereinafter sometimes referred to as "compound (2a)"), and the dibenzopyran dye (Aa) is more preferably a dye containing the compound (2a). When the compound (2a) is used, the content of the compound (2a) in the dibenzopyran dye (Aa) is preferably 50% by mass or more, more preferably 70% by mass or more, and most preferably 90% by mass or more.

[式(2a)中，R21至R24係分別獨立表示氫原子、可具有-R26或取代基之碳數6至10的1價芳香族烴基。R21及R22可一起形成含有氮原子之環，R23及R24可一起形成含有氮原子之環。 In the formula (2a), R 21 to R 24 each independently represent a hydrogen atom, and a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms which may have -R 26 or a substituent. R 21 and R 22 may together form a ring containing a nitrogen atom, and R 23 and R 24 may together form a ring containing a nitrogen atom.

R25係表示-SO3 -、-SO3H、-SO3 -Z1+、或-SO2NHR26。 R 25 represents -SO 3 - , -SO 3 H, -SO 3 - Z1 + , or -SO 2 NHR 26 .

m表示0至5之整數。m1為2以上之整數時，複數之R25可為相同亦可為相異。 m represents an integer from 0 to 5. When m1 is an integer of 2 or more, the plural R 25 may be the same or different.

a1表示0或1之整數。 A1 represents an integer of 0 or 1.

X1表示鹵原子。 X1 represents a halogen atom.

R26係表示碳數1至20之1價的飽和烴基。 R 26 represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms.

Z1+係表示+N(R27)4、Na+或K+。 Z1 + represents + N(R 27 ) 4 , Na + or K + .

R27係分別獨立表示碳數1至20之1價的飽和烴基或苯甲基] The R 27 series independently represents a monovalent saturated hydrocarbon group or a benzyl group having a carbon number of 1 to 20]

表示R21至R24之碳數6至10的1價芳香族烴基，係可舉例如在前述R1至R4中與芳香族烴基所舉例者同樣之基。於該芳香族烴基所含有之氫原子亦可被-SO3 -、-SO3H-、-SO3 -Z1+、-SO3R26或-SO2NHR26取代。 The monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms of R 21 to R 24 is, for example, the same as those exemplified for the aromatic hydrocarbon group in the above R 1 to R 4 . The hydrogen atom contained in the aromatic hydrocarbon group may be substituted by -SO 3 - , -SO 3 H-, -SO 3 - Z1 + , -SO 3 R 26 or -SO 2 NHR 26 .

R21至R24之組合較佳係R21及R23為氫原子，R22至R24為碳數6至10的1價芳香族烴基，於該芳香族烴基所含有之氫原子可被-SO3 -、-SO3H、-SO3 -Z1+、-SO3R26或-SO2NHR26取代。更佳係R21及R23為氫原子，R22至R24為碳數6至10的1價芳香族烴基，於該芳香族烴基所含有之氫原子可被-SO3 -Z1+或-SO2NHR26取代。若R21至R24為此等之基，可由含有化合物(2a)之本發明的著色硬化性樹脂組成物形成耐熱性優異之彩色濾光片。 R 21 to R 24 are preferably a combination of R 21 and R 23 as a hydrogen atom, and R 22 to R 24 are a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, and a hydrogen atom contained in the aromatic hydrocarbon group may be - SO 3 - , -SO 3 H, -SO 3 - Z1 + , -SO 3 R 26 or -SO 2 NHR 26 are substituted. More preferably, R 21 and R 23 are a hydrogen atom, and R 22 to R 24 are a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms, and a hydrogen atom contained in the aromatic hydrocarbon group may be -SO 3 - Z1 + or - SO 2 NHR 26 was substituted. When R 21 to R 24 are used as a base, a color filter excellent in heat resistance can be formed from the colored curable resin composition of the present invention containing the compound (2a).

表示R26及R27之碳數1至20的1價芳香族烴基，係可舉例如在前述R8至R11中與飽和烴基所舉之例為同樣之基。 The monovalent aromatic hydrocarbon group having 1 to 20 carbon atoms of R 26 and R 27 is, for example, the same as those exemplified as the saturated hydrocarbon group in the above R 8 to R 11 .

R21至R24為-R26時，-R26宜分別獨立為甲基或乙基。又，-SO3R26及-SO2NHR26中之R26宜為碳數3至20的分枝鏈狀烷基，以碳數6至12的分枝鏈狀烷基更佳，最宜為2-乙基己基。若R26為此等之基，可由含有化合物(2a)之本發明的著色硬化性樹脂組成物形成異物發生少之彩色濾光片。 When R 21 to R 24 are -R 26 , -R 26 is preferably independently a methyl group or an ethyl group. And, -SO 3 R 26, and in the -SO 2 NHR 26 R 26 should branched chain alkyl group having a carbon number of 3 to 20, carbon atoms in a branched chain alkyl group more preferably 6 to 12, the most appropriate It is 2-ethylhexyl. When R 26 is used as a base, a color filter having a small amount of foreign matter generation can be formed from the colored curable resin composition of the present invention containing the compound (2a).

Z1+係+N(R27)4、Na+或K+，較佳係+N(R27)4。 Z1 + is + N(R 27 ) 4 , Na + or K + , preferably + N(R 27 ) 4 .

前述+N(R27)4係以4個R27中之至少2個為碳數5至20的1價之飽和烴基者為佳。又，4個R27的合計碳數宜為20至80，更宜為20至60。於化合物(2a)中存在+N(R27)4時，若R27為此等之基， 可由含有化合物(2a)之本發明的著色硬化性樹脂組成物形成異物發生少之彩色濾光片。 The above + N(R 27 ) 4 is preferably one in which at least two of the four R 27 are a monovalent saturated hydrocarbon group having 5 to 20 carbon atoms. Further, the total carbon number of the four R 27 is preferably from 20 to 80, more preferably from 20 to 60. When + N(R 27 ) 4 is present in the compound (2a), if R 27 is a group such as this, a colored filter having a small amount of foreign matter can be formed from the colored curable resin composition of the present invention containing the compound (2a). .

m1宜為1至4，更宜為1或2。 M1 is preferably from 1 to 4, more preferably 1 or 2.

化合物(2a)可舉例如式(1-1)至式(1-23)、式(1-37)及式(1-41)至式(1-45)之任一者所示的化合物。又，式中，R26係表示碳數1至20的1價的飽和烴基，較佳係碳數6至12的分枝鏈狀烷基，更佳係2-乙基己基。此等之中，以C.I.酸性紅289之磺胺化物、C.I.酸性紅289之四級銨鹽、C.I.酸性紫102之磺胺化物或C.I.酸性紫102之四級銨鹽為佳。如此之化合物可舉例如以式(1-1)至式(1-8)、式(1-11)及式(1-12)所示之化合物等。 The compound (2a) may, for example, be a compound represented by any one of the formula (1-1) to the formula (1-23), the formula (1-37), and the formula (1-41) to the formula (1-45). Further, in the formula, R 26 represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, preferably a branched chain alkyl group having 6 to 12 carbon atoms, more preferably 2-ethylhexyl group. Among these, a sulfa amine of CI Acid Red 289, a quaternary ammonium salt of CI Acid Red 289, a sulfonamide of CI Acid Violet 102 or a quaternary ammonium salt of CI Acid Violet 102 is preferred. Examples of such a compound include compounds represented by formula (1-1) to formula (1-8), formula (1-11), and formula (1-12).

二苯并哌喃染料(Aa)係宜為含有以式(3a)所示之化合物(以下，有時稱「化合物(3a)」)之染料。使用化合物(3a)時，二苯并哌喃染料(Aa)中之化合物(3a)的含量較佳係50質量%以上、更佳係70質量%以上、最佳係90質量%以上。 The dibenzopyran dye (Aa) is preferably a dye containing a compound represented by the formula (3a) (hereinafter, sometimes referred to as "compound (3a)"). When the compound (3a) is used, the content of the compound (3a) in the dibenzopyran dye (Aa) is preferably 50% by mass or more, more preferably 70% by mass or more, and most preferably 90% by mass or more.

[式(3a)中，R31至R32係分別獨立表示碳數1至8的烷基。R33及R34係互相獨立表示碳數1至4的烷基、碳數1至4之烷基巰基或碳數1至4之烷基磺醯基。R31及R33可一起形成含有氮原子之環， R32及R34可一起形成含有氮原子之環。 In the formula (3a), R 31 to R 32 each independently represent an alkyl group having 1 to 8 carbon atoms. R 33 and R 34 each independently represent an alkyl group having 1 to 4 carbon atoms, an alkyl fluorenyl group having 1 to 4 carbon atoms or an alkylsulfonyl group having 1 to 4 carbon atoms. R 31 and R 33 may together form a ring containing a nitrogen atom, and R 32 and R 34 may together form a ring containing a nitrogen atom.

p及q係互相獨立表示0至5的整數。p為2以上時，複數之R33係可為相同亦可為相異，q為2以上時，複數之R34係可為相同亦可為相異] p and q are independent of each other to represent an integer from 0 to 5. When p is 2 or more, the plural R 33 systems may be the same or different, and when q is 2 or more, the plural R 34 systems may be the same or different.

表示R31、R32、R33及R34之碳數1至8的烷基，可舉例如甲基、乙基、丙基、丁基、異丙基、異丁基、第二丁基、第三丁基、己基、辛基、2-乙基己基等。 The alkyl group having 1 to 8 carbon atoms of R 31 , R 32 , R 33 and R 34 may, for example, be a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, an isobutyl group or a second butyl group. Tertiary butyl, hexyl, octyl, 2-ethylhexyl and the like.

表示R33及R34之碳數1至4的烷基巰基，係可舉例如甲基巰基、乙基巰基、丙基巰基、丁基巰基及異丙基巰基等。 Examples of the alkylthio group having 1 to 4 carbon atoms of R 33 and R 34 include a methyl fluorenyl group, an ethyl fluorenyl group, a propyl fluorenyl group, a butyl fluorenyl group, and an isopropyl fluorenyl group.

表示R33及R34之碳數1至4的烷基磺醯基，係可舉例如甲基磺醯基、乙基磺醯基、丙基磺醯基、丁基磺醯基及異丙基磺醯基等。 The alkylsulfonyl group having 1 to 4 carbon atoms of R 33 and R 34 may, for example, be a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, a butylsulfonyl group or an isopropyl group. Sulfonyl and the like.

R31及R32係互相獨立，宜為碳數1至4之烷基，更宜為碳數1至3之烷基，最宜為甲基、乙基或異丙基。R33及R34宜為碳數1至4之烷基，更宜為甲基。 R 31 and R 32 are independently of each other, and are preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, most preferably a methyl group, an ethyl group or an isopropyl group. R 33 and R 34 are preferably an alkyl group having 1 to 4 carbon atoms, more preferably a methyl group.

p及q係互相獨立，宜為0至2之整數，更宜為1或2。 The p and q are independent of each other, and are preferably an integer of 0 to 2, more preferably 1 or 2.

化合物(3a)可舉例如分別以式(1-24)至式(1至36)所示之化合物。其中，於有機溶劑之溶解性優異的點，宜為以式(1-24)至式(1-30)、式(1-34)及式(1-35)之任一者所示的化合物。 The compound (3a) may, for example, be a compound represented by the formula (1-24) to the formula (1 to 36), respectively. Among them, a compound represented by any one of the formula (1-24) to the formula (1-30), the formula (1-34), and the formula (1-35) is preferable in that the solubility in the organic solvent is excellent. .

進一步化合物(1a)可舉例如以式(1-38)至式(1-40)之任一者所示的化合物。 Further, the compound (1a) may, for example, be a compound represented by any one of the formulae (1-38) to (1-40).

二苯并哌喃染料(Aa)亦可使用市售之二苯并哌喃染料(例如，中外化成(股)製之「Chugai Aminol Fast Pink R-H/C」、田岡化學工業(股)製之「Rhodamin 6G」等)。又，亦可以所市售之二苯并哌喃 染料作為起始原料，參考日本特開2010-32999號公報進行合成。 As the dibenzopyran dye (Aa), a commercially available dibenzopyran dye (for example, "Chugai Aminol Fast Pink RH/C" manufactured by Sino-foreign Chemical Co., Ltd., and "Tokyo Chemical Industry Co., Ltd." can also be used. Rhodamin 6G", etc.). Also, commercially available dibenzopyran As a starting material, the dye is synthesized by referring to JP-A-2010-32999.

著色劑(A)係含有顏料(A2)。 The colorant (A) contains a pigment (A2).

顏料(A2)係無特別限定而可使用公知之顏料，可舉例如以彩色指數(The Society of Dyers and Colorists出版)分類顏料之化合物。 The pigment (A2) is not particularly limited, and a known pigment can be used, and for example, a compound classified by a color index (published by The Society of Dyers and Colorists) can be used.

具體上，可舉例如，C.I.顏料黃1(以下，省略C.I.顏料黃之記載，僅記載編號，在後述之顏料中亦同樣)，3、12、13、14、15、16、17、20、24、31、53、83、86、93、94、109、110、117、125、128、137、138、139、147、148、150、153、154、166、173、180、185、194、214、219等之黃色顏料；C.I顏料橙13、31、36、38、40、42、43、51、55、59、61、64、65、71、73等橙色的顏料；C.I.顏料紅9、97、105、122、123、144、149、166、168、175、176、177、180、192、209、215、216、224、242、254、255、264、265等之紅色顏料；C.I.顏料藍15、15：3、15：4、15：6、60、80等之藍色顏料；C.I.顏料紫1、19、23、29、32、36、38等之紫色顏料；C.I.顏料綠7、36、58等之綠色顏料；C.I.顏料棕23、25等之棕色顏料；C.I.顏料黑1、7等之黑色顏料等。 Specifically, for example, CI Pigment Yellow 1 (hereinafter, the description of CI Pigment Yellow is omitted, only the number is described, and the same applies to the pigment described later), 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180, 185, 194, Yellow pigments of 214, 219, etc.; orange pigments of CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73; CI Pigment Red 9, Red pigments of 97, 105, 122, 123, 144, 149, 166, 168, 175, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, etc.; CI pigment Blue pigments of blue 15, 15:3, 15:4, 15:6, 60, 80, etc.; purple pigments of CI pigment violet 1, 19, 23, 29, 32, 36, 38; CI pigment green 7, Green pigments such as 36, 58; brown pigments such as CI pigment brown 23, 25; black pigments such as CI pigment black 1, 7, etc.

其中，就顏料(A2)而言，宜為含有由藍色顏料及紫色顏料所構成之群中選出的至少1種者，更宜為含有藍色顏料者，最宜為只含有藍色顏料者。藍色顏料宜為含有C.I.顏料藍15：6者，更 宜為只含有C.I.顏料藍15：6者。紫色顏料宜為含有C.I.顏料紫23者。藉由含有前述之顏料，即容易使透過光譜最佳化。此等之顏料係可單獨使用，亦可組合2種以上而使用。 In addition, as for the pigment (A2), it is preferable to contain at least one selected from the group consisting of a blue pigment and a purple pigment, and it is more preferable to contain a blue pigment, and it is preferable to contain only a blue pigment. . Blue pigment should be 15:6 containing C.I. Pigment Blue, more It is suitable to contain only C.I. Pigment Blue 15:6. The purple pigment is preferably one containing C.I. Pigment Violet 23. By containing the aforementioned pigment, it is easy to optimize the transmission spectrum. These pigments may be used singly or in combination of two or more.

顏料係亦可依需要而實施松香處理、使用已導入酸性基或鹼性基之顏料衍生物等的表面處理、以高分子化合物等對顏料表面之接枝處理、以硫酸微粒化法等之微粒化處理、或經除去雜質用之有機溶劑或水等之洗淨處理、以離子性雜質的離子交換法等之除去處理等。 The pigment may be subjected to a rosin treatment as needed, a surface treatment using a pigment derivative into which an acidic group or a basic group has been introduced, a graft treatment on a surface of a pigment with a polymer compound or the like, and a particle such as a sulfuric acid micronization method. The treatment or the washing treatment of an organic solvent or water for removing impurities, the removal treatment by an ion exchange method using ionic impurities, or the like.

顏料宜為粒徑均一者。含有顏料分散劑而進行分散處理，可得到顏料均一分散在溶液中之狀態的顏料分散液。 The pigment should be uniform in particle size. By dispersing the pigment dispersant, a pigment dispersion liquid in which the pigment is uniformly dispersed in the solution can be obtained.

前述之顏料分散劑可舉例如陽離子系、陰離子系、非離子系、兩性、聚酯系、聚胺系、丙烯酸系等之界面活性劑等。此等之顏料分散劑係可單獨亦可組合2種以上而使用。顏料分散劑就商品名可舉例如KP(信越化學工業(股)製)、Flowlen(共榮社化學(股)製)、Solsperse(Zeneca(股)製)、EFKA(CIBA公司製)、Ajisper(味之素Finetech(股)製)、Disperbyk(BYK Chemie公司製)等。 The pigment dispersing agent may, for example, be a cationic, anionic, nonionic, amphoteric, polyester, polyamine or acrylic surfactant. These pigment dispersing agents can be used alone or in combination of two or more. Examples of the pigment dispersant include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Flowlen (manufactured by Kyoei Chemical Co., Ltd.), Solsperse (manufactured by Zeneca Co., Ltd.), EFKA (manufactured by CIBA Co., Ltd.), and Ajisper ( Ajinomoto Finetech Co., Ltd., Disperbyk (manufactured by BYK Chemie Co., Ltd.), and the like.

使用顏料分散劑時，其使用量係相對於顏料(A2)100質量份，宜為100質量份以下，更佳係5質量份以上50質量份以下。顏料分散劑之使用量於前述範圍時，即有可得到均一分散狀態的顏料分散液的傾向。 When the pigment dispersant is used, the amount thereof is preferably 100 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less based on 100 parts by mass of the pigment (A2). When the amount of the pigment dispersant used is in the above range, there is a tendency that a pigment dispersion liquid in a uniformly dispersed state can be obtained.

使顏料(A2)分散之溶劑宜為含有後述之醚酯溶劑的溶劑，更宜為含有環己酮及醚酯溶劑之溶劑。溶劑之使用量係相對於顏料(A2)100質量份，宜為100至2500質量份，更佳係500至1500質量份。藉由以如此條件進行分散處理，即有可得到經時之黏度安 定性優異之顏料分散液的傾向。 The solvent for dispersing the pigment (A2) is preferably a solvent containing an ether ester solvent to be described later, and more preferably a solvent containing a cyclohexanone or an ether ester solvent. The solvent is used in an amount of preferably 100 to 2500 parts by mass, more preferably 500 to 1500 parts by mass, per 100 parts by mass of the pigment (A2). By performing the dispersion treatment under such conditions, it is possible to obtain the viscosity over time. The tendency of a qualitatively excellent pigment dispersion.

本發明之著色硬化性樹脂組成物的染料(A1)及顏料(A2)之含量係相對於著色劑(A)之總量宜分別為 The content of the dye (A1) and the pigment (A2) of the colored curable resin composition of the present invention is preferably the same as the total amount of the colorant (A).

染料(A1)：1至99質量% Dye (A1): 1 to 99% by mass

顏料(A2)：1至99質量%，更宜為 Pigment (A2): 1 to 99% by mass, more preferably

染料(A1)：1至60質量% Dye (A1): 1 to 60% by mass

顏料(A2)：40至99質量%，最宜為 Pigment (A2): 40 to 99% by mass, most preferably

染料(A1)：3至40質量% Dye (A1): 3 to 40% by mass

顏料(A2)：60至97質量%。 Pigment (A2): 60 to 97% by mass.

若染料(A1)及顏料(A2)之含量於前述之範圍內，可得到所希望之分光或色濃度。 If the content of the dye (A1) and the pigment (A2) is within the above range, a desired spectral or color concentration can be obtained.

又，著色劑(A)之總量係相對於著色硬化性樹脂組成物之固形分的總量，宜為4至60質量%，更宜為5至50質量%，最宜為7至40質量%。若著色劑(A)之含量於前述之範圍內，可得到所希望之分光或色濃度。此處，在本說明書中之「固形分之總量」謂從著色硬化性樹脂組成物之總量除去溶劑含量之量。固形分之總量及對於此之各成分的含量係可以液體色層分析或氣體色層分析等之公知的分析手段測定。 Further, the total amount of the colorant (A) is preferably 4 to 60% by mass, more preferably 5 to 50% by mass, most preferably 7 to 40% by mass based on the total amount of the solid content of the colored curable resin composition. %. If the content of the colorant (A) is within the above range, a desired spectral or color concentration can be obtained. Here, the "total amount of solid content" in the present specification means the amount of solvent content removed from the total amount of the colored curable resin composition. The total amount of the solid component and the content of each component thereof can be measured by a known analytical means such as liquid chromatography or gas chromatography.

本發明之著色硬化性樹脂組成物係含有樹脂(B)。樹脂(B)係無特別限定，但宜為鹼可溶性樹脂。此處，鹼可溶性謂溶解於鹼化合物之水溶液的顯像液之性質。樹脂(B)可舉例如以下之樹脂[K1]至[K6]等。 The colored curable resin composition of the present invention contains a resin (B). The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Here, the alkali solubility is a property of a developing solution which is dissolved in an aqueous solution of an alkali compound. The resin (B) may, for example, be the following resins [K1] to [K6].

[K1]由不飽和羧酸及不飽和羧酐所構成之群中選出的至少1種(a)(以下有時稱為「(a)」)、與具有碳數2至4之環狀醚構造與乙烯性不飽和鍵之單體(b)(以下有時稱為「(b)」)的共聚物。 [K1] at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic anhydrides (a) (hereinafter sometimes referred to as "(a)"), and cyclic ether having a carbon number of 2 to 4 A copolymer of a monomer (b) (hereinafter sometimes referred to as "(b)")) having an ethylenically unsaturated bond is formed.

[k2](a)與(b)、可與(a)及(b)共聚之單體(c)(但，(a)及(b)係相異)(以下有時稱為「(c)」)的共聚物。 [k2] (a) and (b), a monomer (c) copolymerizable with (a) and (b) (however, (a) and (b) are different) (hereinafter sometimes referred to as "(c) Copolymer).

[K3](a)與(c)之共聚物。 [K3] a copolymer of (a) and (c).

[K4]於(a)與(c)之共聚物使(b)反應所得到之樹脂。 [K4] a resin obtained by reacting (b) with the copolymer of (a) and (c).

[K5]於(b)與(c)之共聚物使(a)反應所得到之樹脂。 [K5] A resin obtained by reacting (a) a copolymer of (b) with (c).

[K6]於(b)與(c)之共聚物使(a)反應，進一步使羧酸酐反應所得到之樹脂。 [K6] A resin obtained by reacting the copolymer of (b) with (c) with (a) to further react a carboxylic anhydride.

(a)具體上可舉例如丙烯酸、甲基丙烯酸、巴豆酸、鄰-、間-、對-乙烯基安息香酸等之不飽和單羧酸類；馬來酸、富馬酸、檸康酸、中康酸、衣康酸、3-乙烯基酞酸、4-乙烯基酞酸、3,4,5,6-四氫酞酸、1,2,3,6-四氫酞酸、二甲基四氫酞酸、1,4-環己烯二羧酸等之不飽和二羧酸類；甲基-5-降冰片烯-2,3-二羧酸、5-羧基雙環[2.2.1]庚-2-烯、5,6-二羧基雙環[2.2.1]庚-2-烯、5-羧基-5-甲基雙環[2.2.1]庚-2-烯、5-羧基-5-乙基雙環[2.2.1]庚-2-烯、5-羧基-6-甲基雙環[2.2.1]庚-2-烯、5-羧基-6-乙基雙環[2.2.1]庚-2-烯等含有羧基之雙環不飽和化合物類；馬來酸酐、檸康酸酐、衣康酸酐、3-乙烯基酞酸酐、4-乙烯基酞酸酐、3,4,5,6-四氫酞酸酐、1,2,3,6-四氫酞酸酐、二甲基四氫酞酸酐、5,6-二羧基雙環[2.2.1]庚-2-烯酐(Himic anhvdride)等之不飽和二羧酸酐類； 琥珀酸單[2-(甲基)丙烯醯氧乙基]酯、酞酸單[2-(甲基)丙烯醯氧乙基]酯等之2價以上的多元羧酸的不飽和單[(甲基)丙烯醯氧烷基]酯類；如α-(羥甲基)丙烯酸之同一分子中含有羥基及羧基的不飽和丙烯酸酯類等。 (a) specifically, for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, p-vinylbenzoic acid; maleic acid, fumaric acid, citraconic acid, medium Kang acid, itaconic acid, 3-vinyl phthalic acid, 4-vinyl decanoic acid, 3,4,5,6-tetrahydrofurfuric acid, 1,2,3,6-tetrahydrofurfuric acid, dimethyl An unsaturated dicarboxylic acid such as tetrahydrofurfuric acid or 1,4-cyclohexene dicarboxylic acid; methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]g 2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-B Bicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-ethylbicyclo[2.2.1]hept-2 a bicyclic unsaturated compound containing a carboxyl group such as an alkene; maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride , 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride (Himic anhvdride), etc. Anhydride An unsaturated monopoly of a polyvalent carboxylic acid having two or more valences such as succinic acid mono [2-(methyl) propylene oxyethyl] ester or decanoic acid mono [2-(methyl) propylene oxy oxyethyl] ester; A methyl propylene oxyalkylene ester; an unsaturated acrylate having a hydroxyl group and a carboxyl group in the same molecule of α-(hydroxymethyl) acrylic acid.

此等之中，從共聚反應性之點或所得到之樹脂於鹼水溶液之溶解性的點，宜為丙烯酸、甲基丙烯酸、馬來酸酐等。 Among these, from the point of copolymerization reactivity or the solubility of the obtained resin in an aqueous alkali solution, acrylic acid, methacrylic acid, maleic anhydride or the like is preferable.

(b)係例如所謂具有碳數2至4之環狀醚構造(例如由氧雜環丙烷環、氧雜環丁烷環及四氫呋喃環所構成之群中選出的至少1種)與乙烯性不飽和鍵之聚合性化合物。(b)宜為具有碳數2至4之環狀醚構造與(甲基)丙烯醯氧基之單體。 (b) is, for example, a cyclic ether structure having a carbon number of 2 to 4 (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylene group. A polymerizable compound of a saturated bond. (b) It is preferred to have a monomer having a carbon number of 2 to 4 and a (meth) acryloxy group.

又，在本說明書中，「(甲基)丙烯酸」表示由丙烯酸及甲基丙烯酸所構成之群中選出的至少1種。「(甲基)丙烯醯基」及「(甲基)丙烯酸酯」等之標記亦具有同樣的意義。 In the present specification, "(meth)acrylic acid" means at least one selected from the group consisting of acrylic acid and methacrylic acid. The labels "(meth)acryloyl) and "(meth)acrylate" have the same meaning.

(b)可舉例如具有氧雜環丙烷基與乙烯性不飽和鍵之單體(b1)(以下有時稱為「(b1)」)、具有氧雜環丁烷基與乙烯性不飽和鍵之單體(b2)(以下有時稱為「(b2)」)、具有四氫呋喃基與乙烯性不飽和鍵之單體(b3)(以下有時稱為「(b3)」)等。 (b), for example, a monomer (b1) having an oxirane group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b1)"), having an oxetane group and an ethylenically unsaturated bond The monomer (b2) (hereinafter sometimes referred to as "(b2)"), the monomer (b3) having a tetrahydrofuranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b3)")).

(b1)係可舉例如具有直鏈狀或分枝鏈狀之脂肪族不飽和烴被環氧化之構造的單體(b1-1)(以下有時稱為「(b1-1)」)、於構成環之鍵結具有不飽和鍵之脂環式不飽和烴被環氧化的構造之單體(b1-2)(以下有時稱為「(b1-2)」)。 (b1), for example, a monomer (b1-1) having a structure in which an aliphatic unsaturated hydrocarbon having a linear or branched chain is epoxidized (hereinafter sometimes referred to as "(b1-1)")), A monomer (b1-2) having a structure in which an alicyclic unsaturated hydrocarbon having an unsaturated bond is epoxidized to form a ring (hereinafter sometimes referred to as "(b1-2)").

(b1-1)係可舉例如縮水甘油基(甲基)丙烯酸酯、β-甲基縮水甘油基(甲基)丙烯酸酯、β-乙基縮水甘油基(甲基)丙烯酸酯、縮水 甘油基乙烯基醚、鄰-乙烯基苯甲基縮水甘油基醚、間-乙烯基苯甲基縮水甘油基醚、對-乙烯基苯甲基縮水甘油基醚、α-甲基-鄰-乙烯基苯甲基縮水甘油基醚、α-甲基-間-乙烯基苯甲基縮水甘油基醚、α-甲基-對-乙烯基苯甲基縮水甘油基醚、2,3-雙(縮水甘油基氧基甲基)苯乙烯、2,3-雙(縮水甘油基氧基甲基)苯乙烯、2,5-雙(縮水甘油基氧基甲基)苯乙烯、2,6-雙(縮水甘油基氧基甲基)苯乙烯、2,3,4-三(縮水甘油基氧基甲基)苯乙烯、2,3,5-三(縮水甘油基氧基甲基)苯乙烯、2,3,6-三(縮水甘油基氧基甲基)苯乙烯、3,4,5-三(縮水甘油基氧基甲基)苯乙烯以及2,4,6-三(縮水甘油基氧基甲基)苯乙烯等。 (b1-1) may, for example, be glycidyl (meth) acrylate, β-methyl glycidyl (meth) acrylate, β-ethyl glycidyl (meth) acrylate, or water-reduced Glyceryl vinyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl ether, α-methyl-o-ethylene Benzo-methyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-double (shrinkage) Glyceryloxymethyl)styrene, 2,3-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-double ( Glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2 , 3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxy) Methyl) styrene and the like.

(b1-2)係可舉例如乙烯基環己烯單氧化物、1,2-環氧基-4-乙烯基環己烯(例如，Celloxide 2000；Daicel化學工業(股)製)、3,4-環氧基環己基甲基(甲基)丙烯酸酯(例如，Cyclomer A400；Daicel化學工業(股)製)、3,4-環氧基環己基甲基(甲基)丙烯酸酯(例如，Cyclomer M100；Daicel化學工業(股)製)、及以式(I)所示之化合物及以式(II)所示之化合物等。 (b1-2), for example, vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexene (for example, Celloxide 2000; manufactured by Daicel Chemical Industry Co., Ltd.), 3, 4-epoxycyclohexylmethyl (meth) acrylate (for example, Cyclomer A400; manufactured by Daicel Chemical Industry Co., Ltd.), 3,4-epoxycyclohexylmethyl (meth) acrylate (for example, Cyclomer M100; manufactured by Daicel Chemical Industry Co., Ltd., and a compound represented by formula (I) and a compound represented by formula (II).

[式(I)及式(II)中、Ra及Rb係表示氫原子、或碳數1至4之烷基，於該烷基所含有的氫原子可被羥基取代。 [In the formulae (I) and (II), R a and R b each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and a hydrogen atom contained in the alkyl group may be substituted with a hydroxyl group.

Xa及Xb係表示單鍵、-RC-、＊-RC-O-、＊-RC-S-或＊-RC-NH-。 X a and X b represent a single bond, -R C -, * -R C -O-, * -R C -S- or * -R C -NH-.

RC係表示碳數1至6之烷二基。 R C represents an alkanediyl group having 1 to 6 carbon atoms.

＊表示與O之結合鍵 * indicates the bond with O

碳數1至4之烷基係可舉例如甲基、乙基、正丙基、異丙基、正丁基、第二丁基、及第三丁基等。 Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a second butyl group, and a third butyl group.

氫原子被羥基取代之烷基，係可舉例如羥甲基、1-羥乙基、2-羥乙基、1-羥丙基、2-羥丙基、3-羥丙基、1-羥基-1-甲基乙基、2-羥基-1-甲基乙基、1-羥丁基、2-羥丁基、3-羥丁基及4-羥丁基等。 The alkyl group in which the hydrogen atom is substituted by a hydroxyl group may, for example, be a methylol group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group or a 1-hydroxy group. 1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, 4-hydroxybutyl, and the like.

Ra及Rb較佳係可舉例如氫原子、甲基、羥基甲基、1-羥乙基、2-羥乙基，更佳係氫原子、甲基。 R a and R b are preferably, for example, a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group or a 2-hydroxyethyl group, more preferably a hydrogen atom or a methyl group.

烷二基係可舉例如亞甲基、伸乙基、丙烷-1,2-二基、丙烷-1,3-二基、丁烷-1,4-二基、戊烷-1,5-二基、及己烷-1,6-二基等。 The alkanediyl group may, for example, be a methylene group, an ethylidene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group or a pentane-1,5- group. Dibasic, and hexane-1,6-diyl, and the like.

Xa及Xb較佳係可舉例如單鍵、亞甲基、伸乙基、＊-CH2-O-及＊-CH2CH2-O-，更佳係單鍵、＊-CH2CH2-O-(＊係表示與O之結合鍵)。 X a and X b may be the preferred system, such as for example a single bond, a methylene group, an ethyl group extension, * -CH 2 -O- and * -CH 2 CH 2 -O-, more preferably a single bond system, * -CH 2 CH 2 -O- ( * indicates a bond with O).

以式(I)所示之化合物，可舉例如以式(I-1)至式(I-15)所示之化合物等。較佳係可舉例如式(I-1)、式(I-3)、式(I-5)、式(I-7)、式(I-9)或式(I-11)至式(I-15)所示之化合物，更佳係可舉例如式(I-1)、式(I-7)、式(I-9)或式(I-15)所示之化合物。 The compound represented by the formula (I) may, for example, be a compound represented by the formula (I-1) to the formula (I-15). Preferably, for example, the formula (I-1), the formula (I-3), the formula (I-5), the formula (I-7), the formula (I-9) or the formula (I-11) to the formula (I) More preferably, the compound represented by the formula (I-1), which is a compound represented by the formula (I-1), the formula (I-7), the formula (I-9) or the formula (I-15).

以式(II)所示之化合物，可舉例如以式(II-1)至式(II-15)所示之化合物等。較佳係可舉例如式(II-1)、式(II-3)、式(II-5)、式(II-7)、式(II-9)或式(II-11)至式(II-15)所示之化合物，更佳係可舉例如式(II-1)、式(II-7)、式(II-9)或式(II-15)所示之化合物。 The compound represented by the formula (II) may, for example, be a compound represented by the formula (II-1) to the formula (II-15). Preferably, for example, the formula (II-1), the formula (II-3), the formula (II-5), the formula (II-7), the formula (II-9) or the formula (II-11) to the formula (II) The compound represented by II-15) is more preferably a compound represented by the formula (II-1), the formula (II-7), the formula (II-9) or the formula (II-15).

以式(I)所示之化合物及以式(II)所示之化合物係可分別單獨使用。又，其等係可以任意之比率混合使用。在混合使用時，其混合比率以莫耳比，較佳者係式(I)：(II)=5：95至95：5，更佳者係10：90至90：10，最佳者係20：80至80：20。 The compound represented by the formula (I) and the compound represented by the formula (II) can be used alone. Moreover, they can be used in combination at any ratio. When used in combination, the mixing ratio is in molar ratio, preferably (I): (II) = 5:95 to 95:5, and more preferably 10:90 to 90:10. 20:80 to 80:20.

具有氧雜環丁烷基與乙烯性不飽和鍵之單體(b2)更宜為具有氧雜環丁烷基與(甲基)丙烯醯氧基之單體。(b2)係可舉例如3-甲基-3-甲基丙烯醯氧基甲基氧雜環丁烷、3-甲基-3-丙烯醯氧基甲基氧雜環丁烷、3-乙基-3-甲基丙烯醯氧基甲基氧雜環丁烷、3-乙基-3-丙烯醯氧基甲基氧雜環丁烷、3-甲基-3-甲基丙烯醯氧基乙基氧雜環丁烷、3-甲基-3-丙烯醯氧基乙基氧雜環丁烷、3-乙基-3-甲基丙烯醯氧基乙基氧雜環丁烷、3-乙基-3-丙烯醯氧基乙基氧雜環丁烷等。 The monomer (b2) having an oxetane group and an ethylenically unsaturated bond is more preferably a monomer having an oxetane group and a (meth) acryloxy group. (b2) is, for example, 3-methyl-3-methylpropenyloxymethyloxetane, 3-methyl-3-propenyloxymethyloxetane, 3-ethyl 3-methylpropenyloxymethyloxetane, 3-ethyl-3-propenyloxymethyloxetane, 3-methyl-3-methylpropenyloxy Ethyloxetane, 3-methyl-3-propenyloxyethyloxetane, 3-ethyl-3-methylpropenyloxyethyloxetane, 3- Ethyl-3-propenyloxyethyloxetane and the like.

具有四氫呋喃基與乙烯性不飽和鍵之單體(b3)更宜為四氫呋喃基與(甲基)丙烯醯氧基之單體。 The monomer (b3) having a tetrahydrofuranyl group and an ethylenically unsaturated bond is more preferably a monomer of tetrahydrofuranyl group and (meth)acryloxy group.

(b3)係具體上可舉例如四氫呋喃甲基丙烯酸酯(例如，Viscoat V #150、大阪有機化學工業(股)製)、四氫呋喃基甲基丙烯酸酯等。 Specific examples of the (b3) include tetrahydrofuran methacrylate (for example, Viscoat V #150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofuranyl methacrylate, and the like.

(b)係就可更提高所得到之彩色濾光片的耐熱性、耐藥品性等之信賴性之點，宜為(b1)。進一步，就著色硬化性樹脂組成物之保存安定性優異之點，更宜為(b1-2)。 (b) It is preferable to improve the reliability of heat resistance and chemical resistance of the obtained color filter, and it is preferable to (b1). Further, the coloring curable resin composition is more excellent in storage stability, and is more preferably (b1-2).

(c)係可舉例如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸第二丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸十二碳酯、(甲基)丙烯酸月桂基酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸環戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸2-甲基環己酯、三環[5.2.1.02,6]癸烷-8-基(甲基)丙烯酸酯(在該技術領域中慣稱為「(甲基)丙烯酸二環戊酯」。又，有時稱為「(甲基)丙烯酸三環癸酯」)、三環[5.2.1.02,6]癸烯-8-基(甲基)丙烯酸酯(在該技術領域中慣稱為「二環戊烯基(甲基)丙烯酸酯」。)、二環戊烯基氧乙基(甲基)丙烯酸酯、異冰片基(甲基)丙烯酸酯、金剛烷基(甲基)丙烯酸酯、烯丙基(甲基)丙烯酸酯、丙炔基(甲基)丙烯酸酯、苯基(甲基)丙烯酸酯、萘基(甲基)丙烯酸酯、及苯甲基(甲基)丙烯酸酯等之(甲基)丙烯酸酯類；2-羥乙基(甲基)丙烯酸酯、及2-羥丙基(甲基)丙烯酸酯等之含有羥基的(甲基)丙烯酸酯類；馬來酸二乙酯、富馬酸二酯、及衣康酸二乙酯等之二羧酸二酯；雙環[2.2.1]庚-2-烯、5-甲基雙環[2.2.1]庚-2-烯、5-乙基雙環[2.2.1]庚-2-烯、5-羥基雙環[2.2.1]庚-2-烯、5-羥甲基雙環[2.2.1]庚-2-烯、5-(2’-羥乙基)雙環[2.2.1]庚-2-烯、5-甲氧基雙環[2.2.1]庚-2-烯、5-乙氧基雙環[2.2.1]庚-2-烯、5,6-二羥基雙環[2.2.1]庚-2-烯、5,6-二(羥甲基)雙環[2.2.1]庚-2-烯、5,6-二(2’-羥乙基)雙環[2.2.1] 庚-2-烯、5,6-二甲氧基雙環[2.2.1]庚-2-烯、5,6-二乙氧基雙環[2.2.1]庚-2-烯、5-羥基-5-甲基雙環[2.2.1]庚-2-烯、5-羥基-5-乙基雙環[2.2.1]庚-2-烯、5-羥甲基-5-甲基雙環[2.2.1]庚-2-烯、5-第三丁氧基羰基雙環[2.2.1]庚-2-烯、5-環己氧基羰基雙環[2.2.1]庚-2-烯、5-苯氧基羰基雙環[2.2.1]庚-2-烯、5,6-雙(第三丁氧基羰基)雙環[2.2.1]庚-2-烯、及5.6-雙(環己氧基羰基)雙環[2.2.1]庚-2-烯等之雙環不飽和化合物類；N-苯基馬來醯亞胺、N-環己基馬來醯亞胺、N-苯甲基馬來醯亞胺、N-琥珀醯亞胺基-3-馬來醯亞胺苯甲酸酯、N-琥珀醯亞胺基-4-馬來醯亞胺丁酸酯、N-琥珀醯亞胺基-6-馬來醯亞胺己酸酯、N-琥珀醯亞胺基-3-馬來醯亞胺丙酸酯及N-(9-吖啶基)馬來醯亞胺等之二羰基醯亞胺衍生物類；苯乙烯、α-甲基苯乙烯、m-甲基苯乙烯、p-甲基苯乙烯、乙烯基甲苯、p-甲氧基苯乙烯、丙烯腈、甲基丙烯腈、氯乙烯、二氯乙烯、丙烯醯胺、甲基丙烯醯胺、醋酸乙烯酯、1,3-丁二烯、異戊二烯、及2,3-二甲基-1,3-丁二烯等。 (c) Examples thereof include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, second butyl (meth)acrylate, and third alkyl (meth)acrylate. Ester, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate , cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo [5.2.1.0 2,6 ]decane-8-yl (meth) acrylate (in the technical field) It is commonly referred to as "dicyclopentanyl (meth)acrylate". Also, it is sometimes called "tricyclodecyl (meth)acrylate), tricyclo [5.2.1.0 2,6 ]nonene-8- Base (meth) acrylate (known in the art as "dicyclopentenyl (meth) acrylate"), dicyclopentenyloxyethyl (meth) acrylate, isobornyl (Meth) acrylate, adamantyl (meth) acrylate, allyl (meth) acrylate, propynyl (meth) acrylate, phenyl (meth) acrylate, naphthyl (A (meth) acrylates such as acrylates and benzyl (meth) acrylates; 2- Hydroxy-containing (meth) acrylates such as ethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate; diethyl maleate, fumaric acid diester, and itacon Dicarboxylic acid diesters such as diethyl acid; bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1] Hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[ 2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxyl Bicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2 .1] hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5 -hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo [2.2.1] Hept-2-ene, 5-t-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(t-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, a bicyclic unsaturated compound of 5.6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; N-phenylmaleimide, N-cyclohexylmaleimide, N -benzylmethylmaleimide, N-succinimide-3-maleimide benzoate, N-succinimide-4-maleimine butyrate, N - amber quinone imine-6-maleimide caproate, N-succinimide-3-maleimide propionate and N-(9-acridinyl)malaya Dicarbonyl quinone imine derivatives such as amines; styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile , methacrylonitrile, vinyl chloride, dichloroethylene, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1 , 3-butadiene, etc.

此等之中，從共聚反應性及耐熱性之點而言，宜為苯乙烯、N-苯基馬來醯亞胺、N-環己基馬來醯亞胺、N-苯甲基馬來醯亞胺、及雙環[2.2.1]庚-2-烯等。 Among these, from the viewpoint of copolymerization reactivity and heat resistance, it is preferably styrene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaine. Imine, and bicyclo [2.2.1] hept-2-ene.

樹脂[K1]中，源自各別之構造單元的比率係構成樹脂[K1]之全構造單元中，宜為源自(a)之構造單元：2至60莫耳%源自(b)之構造單元：40至98莫耳%更宜為 源自(a)之構造單元：10至50莫耳%源自(b)之構造單元：50至90莫耳%。 In the resin [K1], the ratio derived from the respective structural units is the total structural unit constituting the resin [K1], preferably the structural unit derived from (a): 2 to 60 mol% derived from (b) Construction unit: 40 to 98 mol% is more suitable The structural unit derived from (a): 10 to 50 mol% of the structural unit derived from (b): 50 to 90 mol%.

樹脂[K]之構造單元的比率如於上述的範圍內，即有著色硬化性樹脂組成物之保存安定性、形成著色圖型時之顯像性、及所得到之彩色濾光片的耐溶劑性優異的傾向。 The ratio of the structural unit of the resin [K] is within the above range, that is, the storage stability of the colored curable resin composition, the development property when the color pattern is formed, and the solvent resistance of the obtained color filter. The tendency to be excellent.

樹脂[K1]係可參考例如文獻「高分子合成之實驗法」(大津隆行著發行所(股)化學同人第1版第1刷1972年3月1日發行)所記載之方法及該文獻所記載之引用文獻而製作。 The resin [K1] can be referred to, for example, the method described in the literature "Experimental method for polymer synthesis" (Dazu Takashi, Institute of Chemicals, 1st edition, 1st brush, issued on March 1, 1972) and the literature. Produced by the cited references.

具體上係將(a)及(b)之特定量、聚合起始劑及溶劑等置入於反應容器中，例如藉氮取代氧而形成脫氧環境，一邊攪拌一邊加熱及保溫之方法。又，此處所使用之聚合起始劑及溶劑等係無特別限定，而可使用於該領域一般所使用者。例如，聚合起始劑係可舉例如偶氮化合物(2,2’-偶氮雙異丁腈、2,2’-偶氮雙(2,4-二甲基戊腈)等)或有機過氧化物(過氧化苯甲醯等)，溶劑係若為溶解各單體者即可，可舉例如後述之溶劑(F)等作為著色硬化性樹脂組成物之溶劑。 Specifically, a specific amount of (a) and (b), a polymerization initiator, a solvent, and the like are placed in a reaction vessel, for example, a method of forming a deoxidizing environment by substituting nitrogen for oxygen, and heating and holding the mixture while stirring. Further, the polymerization initiator, the solvent and the like used herein are not particularly limited, and can be used in general users in the field. For example, the polymerization initiator may, for example, be an azo compound (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile) or the like) or organically. The oxide (such as benzamidine peroxide) may be used as a solvent for the colored curable resin composition, for example, a solvent (F) to be described later.

又，所得到之共聚物係可直接使用反應後之溶液，亦可使用濃縮或稀釋之溶液，亦可使用以再沈澱等之方法形成固體(粉體)而取出者。尤其，此聚合時之溶劑，可藉由使用後述之溶劑(F)而直接使用反應後之溶液，可簡化製造步驟。 Further, the obtained copolymer may be used as it is, or a concentrated or diluted solution may be used, or a solid (powder) may be formed by reprecipitation or the like. In particular, in the solvent at the time of the polymerization, the solution after the reaction can be directly used by using the solvent (F) described later, and the production steps can be simplified.

樹脂[K2]中，源自各別之構造單元的比率係構成樹脂[K2]之全構造單元中，宜為源自(a)之構造單元：2至45莫耳%源自(b)之構造單元：2至95莫耳% 源自(c)之構造單元：1至65莫耳%更宜為源自(a)之構造單元：5至40莫耳%源自(b)之構造單元：5至80莫耳%源自(c)之構造單元：5至60莫耳%。 In the resin [K2], the ratio derived from the respective structural units is the total structural unit constituting the resin [K2], preferably the structural unit derived from (a): 2 to 45 mol% derived from (b) Construction unit: 2 to 95% by mole The structural unit derived from (c): 1 to 65 mol% is more preferably a structural unit derived from (a): 5 to 40 mol% of the structural unit derived from (b): 5 to 80 mol% Construction unit of (c): 5 to 60 mol%.

樹脂[K2]之構造單元的比率如於上述的範圍內，即有著色硬化性樹脂組成物之保存安定性、形成著色圖型時之顯像性、及所得到之彩色濾光片的耐溶劑性、耐熱性及機械強度優異的傾向。 The ratio of the structural unit of the resin [K2] is within the above range, that is, the storage stability of the colored curable resin composition, the development property when the color pattern is formed, and the solvent resistance of the obtained color filter. The tendency to be excellent in properties, heat resistance and mechanical strength.

樹脂[K2]係例如可與樹脂[K1]之製造方法所記載之方法同樣地製造。 The resin [K2] can be produced, for example, in the same manner as the method described in the method for producing the resin [K1].

樹脂[K3]中，源自各別之構造單元的比率係構成樹脂[K3]之全構造單元中，宜為源自(a)之構造單元：2至60莫耳%源自(c)之構造單元：40至98莫耳%更宜為源自(a)之構造單元：10至50莫耳%源自(c)之構造單元：50至90莫耳%。 In the resin [K3], the ratio derived from the respective structural units is a total structural unit constituting the resin [K3], and is preferably a structural unit derived from (a): 2 to 60 mol% derived from (c) Construction unit: 40 to 98 mol% is more preferably a structural unit derived from (a): 10 to 50 mol% of the structural unit derived from (c): 50 to 90 mol%.

樹脂[K3]係例如可與樹脂[K1]之製造方法所記載之方法同樣地製造。 The resin [K3] can be produced, for example, in the same manner as the method described in the method for producing the resin [K1].

樹脂[K4]係得到(a)與(c)之共聚物，可藉由使(b)具有之碳數2至4的環狀醚加成於(a)具有之羧酸及/或羧酸酐來製造。 The resin [K4] is a copolymer of (a) and (c) which can be obtained by adding (b) a cyclic ether having a carbon number of 2 to 4 to (a) a carboxylic acid and/or a carboxylic anhydride. To manufacture.

首先，使(a)與(c)之共聚物與樹脂[K1]之製造方法所記載之方法同樣地製造。此時，源自各別之構造單元的比率，係宜為以樹脂[K3]舉出者相同之比率。 First, the copolymer of (a) and (c) is produced in the same manner as the method described in the method for producing the resin [K1]. In this case, the ratio derived from each of the structural units is preferably the same ratio as the resin [K3].

其次，於源自前述共聚物中之(a)的羧酸及/或羧酸酐之一部分使(b)具有之碳數2至4的環狀醚反應。 Next, (b) a cyclic ether having 2 to 4 carbon atoms is reacted in part of the carboxylic acid and/or carboxylic anhydride derived from (a) in the above copolymer.

在(a)與(c)之共聚物的製造中，接著，使燒瓶內環境從氮取代成空氣，(b)使羧酸或羧酸酐與環狀醚之反應觸媒(例如三(二甲基胺基甲基)酚等)及聚合抑制劑(例如氫醌等)等置入燒瓶內，例如以60至130℃，反應1至10小時，可製造樹脂[K4]。 In the manufacture of the copolymer of (a) and (c), the environment inside the flask is then replaced by nitrogen to air, and (b) the reaction catalyst of a carboxylic acid or a carboxylic anhydride with a cyclic ether (for example, tris(dimethyl) The resin [K4] can be produced by placing a polymerization inhibitor (for example, hydroquinone or the like) in a flask, for example, at 60 to 130 ° C for 1 to 10 hours.

(b)之使用量係相對於(a)100莫耳，宜為5至80莫耳，更宜為10至75莫耳。藉由此範圍，會有著色硬化性樹脂組成物之保存安定性、形成圖型時之顯像性以及所得到之圖型的耐溶劑性、耐熱性、機械強度及感度之均衡變成良好的傾向。環狀醚的反應性高、很難殘存未反應之(b)，故使用於樹脂[K4]的(b)係宜為(b1)，更宜為(b1-1)。 The amount of use (b) is preferably from 5 to 80 moles, more preferably from 10 to 75 moles, per 100 moles of (a). In this range, the storage stability of the colored curable resin composition, the development of the pattern, and the solvent resistance, heat resistance, mechanical strength, and sensitivity of the obtained pattern become favorable. . Since the cyclic ether has high reactivity and it is difficult to remain unreacted (b), (b) used in the resin [K4] is preferably (b1), and more preferably (b1-1).

前述反應觸媒的使用量係相對於(a)、(b)及(c)之合計量100質量份，宜為0.001至5質量份。前述聚合抑制劑之使用量相對於(a)、(b)及(c)之合計量100質量份，宜為0.001至5質量份。 The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass based on 100 parts by mass of the total of (a), (b) and (c). The amount of the polymerization inhibitor to be used is preferably 0.001 to 5 parts by mass based on 100 parts by mass of the total of (a), (b) and (c).

饋入方法、反應溫度及時間等之反應條件係可考量製造設備或經聚合產生的發熱量等而適當調整。又，與聚合條件同樣地，可考量製造設備或經聚合產生的發熱量等而適當調整饋入方法或反應溫度。 The reaction conditions such as the feeding method, the reaction temperature, and the time can be appropriately adjusted in consideration of the manufacturing equipment or the calorific value generated by the polymerization. Further, similarly to the polymerization conditions, the feeding method or the reaction temperature can be appropriately adjusted in consideration of the production equipment or the calorific value generated by the polymerization.

樹脂[K5]係就第1階段，與上述之樹脂[K1]的製造方法同樣做法，得到(b)與(c)之共聚物。與上述同樣地所得到之共聚物係可直接使用反應後之溶液，亦可使用濃縮或稀釋之溶液，亦可使用以再沈澱等之方法形成固體(粉體)而取出者。 In the first step, the resin [K5] was obtained in the same manner as in the above-described method for producing the resin [K1], and a copolymer of (b) and (c) was obtained. The copolymer obtained in the same manner as described above may be used as it is, or a solution obtained by concentration or dilution may be used, or a solid (powder) may be formed by reprecipitation or the like.

源自(b)及(c)之構造單元的比率係相對於構成前述之共聚物 的全構造單元之合計莫耳數宜為以下之範圍。源自(b)之構造單元：5至95莫耳%源自(c)之構造單元：5至95莫耳%更宜為源自(b)之構造單元：10至90莫耳%源自(c)之構造單元：10至90莫耳%。 The ratio of the structural units derived from (b) and (c) is relative to the copolymer constituting the foregoing The total number of moles of the entire structural unit is preferably in the range below. The structural unit derived from (b): 5 to 95 mol% of the structural unit derived from (c): 5 to 95 mol% is more preferably the structural unit derived from (b): 10 to 90 mol% Construction unit of (c): 10 to 90 mol%.

進一步，可以與樹脂[K4]的製造方法同樣之條件，藉由使源自(b)與(c)之共聚物具有的(b)之環狀醚，與(a)具有之羧酸或羧酸酐反應而得到樹脂[K5]。 Further, the cyclic ether of (b) derived from the copolymer of (b) and (c) and the carboxylic acid or carboxyl group of (a) may be used under the same conditions as the method for producing the resin [K4]. The anhydride is reacted to obtain a resin [K5].

使於前述的共聚物反應之(a)的使用量係相對於(b)100莫耳宜為5至80莫耳。環狀醚的反應性高、很難殘存未反應之(b)，故使用於樹脂[K5]的(b)係宜為(b1)，更宜為(b1-1)。 The amount of (a) used in the copolymer reaction described above is preferably from 5 to 80 moles per 100 moles of (b). Since the cyclic ether has high reactivity and it is difficult to remain unreacted (b), (b) used in the resin [K5] is preferably (b1), and more preferably (b1-1).

樹脂[K6]係於樹脂[K5]進一步使羧酸酐反應之樹脂。 The resin [K6] is a resin in which the resin [K5] is further reacted with a carboxylic acid anhydride.

在藉由環狀醚與羧酸或羧酸酐之反應產生的羥基，使羧酸酐反應。 The carboxylic anhydride is reacted by a hydroxyl group produced by the reaction of a cyclic ether with a carboxylic acid or a carboxylic anhydride.

羧酸酐係可舉例如馬來酸酐、檸康酸酐、衣康酸酐、3-乙烯基酞酸酐、4-乙烯基酞酸酐、3,4,5,6-四氫酞酸酐、1,2,3,6-四氫酞酸酐、二甲基四氫酞酸酐、5,6-二羧基雙環[2.2.1]庚-2-烯酸酐(Himic anhydride)等。羧酸酐之使用量係相對於(a)之使用量1莫耳，宜為0.5至1莫耳。 Examples of the carboxylic anhydride include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3. 6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride (Himic anhydride), and the like. The amount of the carboxylic anhydride used is 1 mole based on the amount used in (a), preferably 0.5 to 1 mole.

樹脂(B)具體上可舉例如3,4-環氧基環己基甲基(甲基)丙烯酸酯/(甲基)丙烯酸共聚物、3,4-環氧基三環[5.2.1.02.6]癸基丙烯酸酯/(甲基)丙烯酸共聚物等之樹脂[K1]；縮水甘油基(甲基)丙烯酸酯/苯甲基(甲基)丙烯酸酯/(甲基)丙烯酸共聚物、縮水甘油基(甲基) 丙烯酸酯/苯乙烯/(甲基)丙烯酸共聚物、3,4-環氧基三環[5.2.1.02.6]癸基丙烯酸酯/(甲基)丙烯酸/N-環己基馬來醯亞胺共聚物、3,4-環氧基三環[5.2.1.02.6]癸基丙烯酸酯/(甲基)丙烯酸/乙烯基甲苯共聚物、3,4-環氧基三環[5.2.1.02.6]癸基丙烯酸酯/(甲基)丙烯酸/三環[5.2.1.02.6]癸基丙烯酸酯共聚物、3-甲基-3-(甲基)丙烯醯氧甲基氧雜環丁烷/(甲基)丙烯酸/苯乙烯共聚物、3-甲基-3-(甲基)丙烯醯氧甲基氧雜環丁烷/(甲基)丙烯酸/N-環己基馬來醯亞胺共聚物等之樹脂[K2]；苯甲基(甲基)丙烯酸酯/(甲基)丙烯酸共聚物、苯乙烯/(甲基)丙烯酸共聚物等之樹脂[K3]；於苯甲基(甲基)丙烯酸酯/(甲基)丙烯酸共聚物加成縮水甘油基(甲基)丙烯酸酯的樹脂、於三環癸基(甲基)丙烯酸酯/苯乙烯/(甲基)丙烯酸共聚物加成縮水甘油基(甲基)丙烯酸酯的樹脂、於三環癸基(甲基)丙烯酸酯/苯甲基(甲基)丙烯酸/(甲基)丙烯酸共聚物加成縮水甘油基(甲基)丙烯酸酯的樹脂等之樹脂[K4]；於三環癸基(甲基)丙烯酸酯/縮水甘油基(甲基)丙烯酸酯的共聚物使(甲基)丙烯酸反應之樹脂、於三環癸基(甲基)丙烯酸酯/苯乙烯/縮水甘油基(甲基)丙烯酸酯的共聚物使(甲基)丙烯酸反應之樹脂等的樹脂[K5]；於三環癸基(甲基)丙烯酸酯/縮水甘油基(甲基)丙烯酸酯的共聚物使(甲基)丙烯酸反應之樹脂進一步使四氫酞酸酐反應之樹脂等的樹脂[K6]等。 Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl(meth)acrylate/(meth)acrylic acid copolymer and 3,4-epoxytricyclo[5.2.1.0 2.6 ]. a resin such as a mercapto acrylate/(meth)acrylic copolymer [K1]; a glycidyl (meth) acrylate/benzyl (meth) acrylate/(meth) acrylate copolymer, a glycidyl group (Meth) acrylate/styrene/(meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2.6 ]decyl acrylate/(meth)acrylic acid/N-cyclohexylmalay醯imino copolymer, 3,4-epoxytricyclo[5.2.1.0 2.6 ]decyl acrylate/(meth)acrylic/vinyltoluene copolymer, 3,4-epoxytricyclo[5.2. 1.0 2.6 ] Mercapto acrylate / (meth) acrylate / tricyclo [5.2.1.0 2.6 ] methacrylate copolymer, 3-methyl-3-(methyl) propylene oxymethyl oxetane /(Meth)acrylic acid/styrene copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane/(meth)acrylic acid/N-cyclohexylmaleimide copolymerization Resin [K2]; benzyl (meth) acrylate / (meth) acrylate copolymer, styrene / (meth) propylene a resin such as an acid copolymer [K3]; a resin obtained by adding a glycidyl (meth) acrylate to a benzyl (meth) acrylate/(meth)acrylic acid copolymer, and a tricyclic fluorenyl group (methyl group) Acrylate/styrene/(meth)acrylic acid copolymer addition of glycidyl (meth) acrylate resin, tricyclodecyl (meth) acrylate / benzyl (meth) acrylate / ( a resin such as a resin of a methyl methacrylate copolymer added to a glycidyl (meth) acrylate [K4]; a copolymer of tricyclodecyl (meth) acrylate/glycidyl (meth) acrylate A resin obtained by reacting a (meth)acrylic acid with a copolymer of tricyclodecyl (meth) acrylate/styrene/glycidyl (meth) acrylate to react a resin such as (meth)acrylic acid [ K5]; a resin such as a resin which reacts a resin which reacts with a (meth)acrylic acid in a copolymer of a tricyclodecyl (meth) acrylate/glycidyl (meth) acrylate to further react tetrahydrophthalic anhydride [K6] ]Wait.

此等之樹脂係可單獨使用，亦可組合2種以上而使用。 These resins may be used singly or in combination of two or more.

其中，樹脂(B)宜為樹脂[K1]及樹脂[K2]。 Among them, the resin (B) is preferably a resin [K1] and a resin [K2].

樹脂(B)之聚苯乙烯換算的重量平均分子量宜為3,000以上100,000以下，更宜為4,000以上30,000以下，最宜為5,000以上12,000以下。樹脂(B)含有複數種之樹脂時，宜混合其等的重量平 均分子量在前述的範圍內。若樹脂(B)之分子量在前述的範圍內，未曝光部對顯像液之溶解性高，有所得到之圖型的殘膜率及對比度高之傾向。 The polystyrene-equivalent weight average molecular weight of the resin (B) is preferably 3,000 or more and 100,000 or less, more preferably 4,000 or more and 30,000 or less, and most preferably 5,000 or more and 12,000 or less. When the resin (B) contains a plurality of kinds of resins, it is preferable to mix the weights thereof. The average molecular weight is within the aforementioned range. When the molecular weight of the resin (B) is within the above range, the solubility of the unexposed portion in the developing solution is high, and the residual film ratio and contrast of the obtained pattern tend to be high.

樹脂(B)之分子量分布[重量平均分子量(Mw)/數目平均分子量(Mn)]較佳係1.1至6，更佳係1.2至4。若樹脂(B)之分子量分布於前述的範圍內，即有顯像性優異之傾向。 The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the resin (B) is preferably from 1.1 to 6, more preferably from 1.2 to 4. When the molecular weight of the resin (B) is within the above range, it tends to be excellent in developability.

樹脂(B)之酸價較佳係20至180mg-KOH/g，更佳係50至150mg-KOH/g，最佳係70至135mg-KOH/g。樹脂(B)為含有複數種之樹脂時，宜混合其等者之酸價在前述的範圍內。此處酸價係中和樹脂1g所需之氫氧化鉀的量(mg)所測定之值，可藉由使用例如氫氧化鉀水溶液而滴定來求取。 The acid value of the resin (B) is preferably from 20 to 180 mg-KOH/g, more preferably from 50 to 150 mg-KOH/g, most preferably from 70 to 135 mg-KOH/g. When the resin (B) is a resin containing a plurality of kinds, it is preferable to mix the acid value of the resin in the above range. Here, the value measured by the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin can be determined by titration using, for example, an aqueous potassium hydroxide solution.

樹脂(B)之含量係相對於著色硬化性樹脂組成物之固形分，較佳係7至65質量%，更佳係13至55質量%，最佳係17至45質量%。樹脂(B)之含量如於前述的範圍內，即有所得到之圖型的耐溶劑性高之傾向。 The content of the resin (B) is preferably from 7 to 65 mass%, more preferably from 13 to 55 mass%, most preferably from 17 to 45 mass%, based on the solid content of the colored curable resin composition. When the content of the resin (B) is within the above range, the solvent resistance of the obtained pattern tends to be high.

本發明之著色硬化性樹脂組成物係含有聚合性化合物(C)。聚合性化合物(C)係可藉光或熱的作用從聚合起始劑(D)所產生之活性自由基及/或酸等而聚合之化合物，可舉例如具有聚合性之乙烯性不飽和鍵的化合物等，較佳係可舉例如(甲基)丙烯酸酯化合物。 The colored curable resin composition of the present invention contains a polymerizable compound (C). The polymerizable compound (C) is a compound which can be polymerized by active radicals and/or acids generated by the polymerization initiator (D) by light or heat, and examples thereof include a polymerizable ethylenically unsaturated bond. The compound or the like is preferably a (meth) acrylate compound, for example.

其中，聚合性化合物(C)宜為具有3個以上乙烯性不飽和鍵的聚合性化合物。如此之聚合性化合物可舉例如三羥甲基丙烷三(甲基)丙烯酸酯、新戊四醇四(甲基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸酯、二新戊四醇六(甲基)丙烯酸酯、三新戊四醇八(甲基)丙烯酸酯、三新戊四醇七(甲基)丙烯酸酯、四新戊四醇十(甲基) 丙烯酸酯、四新戊四醇九(甲基)丙烯酸酯、三(2-(甲基)丙烯醯氧乙基)三聚異氰酸酯、乙二醇改性新戊四醇四(甲基)丙烯酸酯、乙二醇改性二新戊四醇六(甲基)丙烯酸酯、丙二醇改性新戊四醇四(甲基)丙烯酸酯、丙二醇改性二新戊四醇六(甲基)丙烯酸酯、己內酯改性新戊四醇四(甲基)丙烯酸酯以及己內酯改性二新戊四醇六(甲基)丙烯酸酯等。其中宜為二新戊四醇五(甲基)丙烯酸酯及二新戊四醇六(甲基)丙烯酸酯。此等之聚合性化合物係可單獨使用亦可組合2種以上而使用。 Among them, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such a polymerizable compound include trimethylolpropane tri(meth)acrylate, neopentyltetrakis(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol. Alcohol hexa(meth) acrylate, tripentenol octa (meth) acrylate, tripentanisitol hepta (meth) acrylate, tetrapentaerythritol te (methyl) Acrylate, tetrapentaerythritol 九(meth) acrylate, tris(2-(methyl) propylene oxyethyl) trimeric isocyanate, ethylene glycol modified neopentyl alcohol tetra(meth) acrylate , ethylene glycol modified dipentaerythritol hexa (meth) acrylate, propylene glycol modified neopentyl alcohol tetra (meth) acrylate, propylene glycol modified dipentaerythritol hexa (meth) acrylate, Caprolactone-modified neopentyl alcohol tetra(meth)acrylate and caprolactone-modified dipentaerythritol hexa(meth)acrylate. Among them, dipentaerythritol penta (meth) acrylate and dipentaerythritol hexa (meth) acrylate are preferable. These polymerizable compounds may be used singly or in combination of two or more.

聚合性化合物(C)之重量平均分子量宜為150以上2900以下，更佳係250以上1500以下。 The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less.

聚合性化合物(C)之含量係相對於著色硬化性樹脂組成物之固形分的總量宜為7至65質量%，更佳係13至55質量%，最佳係17至45質量%。前述聚合性化合物(C)之含量若在前述範圍內，即充分產生硬化，故圖型形成時之感度高，有所得到之圖型的耐溶劑性高之傾向。 The content of the polymerizable compound (C) is preferably from 7 to 65 mass%, more preferably from 13 to 55 mass%, most preferably from 17 to 45 mass%, based on the total amount of the solid content of the colored curable resin composition. When the content of the polymerizable compound (C) is within the above range, the curing is sufficiently caused, so that the sensitivity at the time of pattern formation is high, and the solvent resistance of the obtained pattern tends to be high.

本發明之著色硬化性樹脂組成物係含有聚合起始劑(D)。聚合起始劑(D)係只要藉光或熱之作用產生活性自由基，可起動聚合性化合物(C)之聚合者即可，無特別限定，可使用公知之自由基聚合起始劑。 The colored curable resin composition of the present invention contains a polymerization initiator (D). The polymerization initiator (D) is not particularly limited as long as it generates an active radical by the action of light or heat, and a polymerizable compound (C) can be used, and a known radical polymerization initiator can be used.

聚合起始劑(D)可舉例如烷基酚化合物、三嗪化合物、醯基膦氧化物化合物、O-醯基肟化合物及聯咪唑化合物等。 The polymerization initiator (D) may, for example, be an alkylphenol compound, a triazine compound, a mercaptophosphine oxide compound, an O-mercaptopurine compound or a biimidazole compound.

聚合起始劑(D)宜為藉光之作用產生活性自由基之化合物，更宜為包含選自烷基酚化合物、三嗪化合物、醯基膦氧化物化合物、O-醯基肟化合物及聯咪唑化合物所構成之群中的至少1種之聚合 起始劑，最宜為含有O-醯基肟化合物的聚合起始劑。 The polymerization initiator (D) is preferably a compound which generates an active radical by the action of light, and more preferably comprises an alkylphenol compound, a triazine compound, a mercaptophosphine oxide compound, an O-mercaptopurine compound, and a combination thereof. Polymerization of at least one of a group consisting of imidazole compounds The initiator is preferably a polymerization initiator containing an O-indenyl ruthenium compound.

O-醯基肟化合物係具有以式(d1)所示之部分構造的化合物。 The O-indenyl ruthenium compound has a compound having a partial structure represented by the formula (d1).

以下，＊表示結合鍵。 Hereinafter, * indicates a bond.

O-醯基肟化合物係可舉例如N-苯甲醯氧基-1-(4-苯基巰基苯基)丁烷-1-酮-2-亞胺、N-苯甲醯氧基-1-(4-苯基巰基苯基)辛烷-1-酮-2-亞胺、N-苯甲醯氧基-1-(4-苯基巰基苯基)-3-環戊基丙烷-1-酮-2-亞胺、N-乙醯氧基-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-卡唑-3-基]乙烷-1-亞胺、N-乙醯氧基-1-[9-乙基-6-{2-甲基-4-(3,3-二甲基-2,4-二氧環戊基甲氧基)苯甲醯基}-9H-卡唑-3-基]乙烷-1-亞胺、N-乙醯氧基-1-[9-乙基-6-(2-甲基-苯甲醯基)-9H-卡唑-3-基]-3-環戊基丙烷-1-亞胺、N-苯甲醯氧基-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-卡唑-3-基]-3-環戊基丙烷-1-酮-2-亞胺等。亦可使用Irgacure(註冊商標)OXE 01、OXE 02(以上，BASF公司製)、N-1919(ADEKA公司製)等之市售品。其中，宜為N-苯甲醯氧基-1-(4-苯基巰基苯基)丁烷-1-酮-2-亞胺、N-苯甲醯氧基-1-(4-苯基巰基苯基)辛烷-1-酮-2-亞胺、及N-苯甲醯氧基-1-(4-苯基巰基苯基)-3-環戊基丙烷-1-酮-2-亞胺。若使用此等之O-醯基肟化合物的至少一種，所得到之彩色濾光片的亮度有變高的傾向。 The O-indenyl hydrazine compound may, for example, be N-benzylideneoxy-1-(4-phenylmercaptophenyl)butan-1-one-2-imine or N-benzylideneoxy-1 -(4-phenylmercaptophenyl)octane-1-one-2-imine, N-benzylideneoxy-1-(4-phenylmercaptophenyl)-3-cyclopentylpropane-1 -keto-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzhydryl)-9H-carbazol-3-yl]ethane-1- Imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxocyclopentylmethoxy) Benzamethylene}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methyl-benzylidene) )-9H-carbazol-3-yl]-3-cyclopentylpropan-1-amine, N-benzylidene-1-(9-ethyl-6-(2-methylbenzamide) Base)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine and the like. Commercial products such as Irgacure (registered trademark) OXE 01, OXE 02 (above, BASF Corporation, N-1919 (made by Adeka)) can also be used. Wherein, it is preferably N-benzylideneoxy-1-(4-phenylmercaptophenyl)butan-1-one-2-imine, N-benzylideneoxy-1-(4-phenyl Nonylphenyl)octane-1-one-2-imine, and N-benzylideneoxy-1-(4-phenylmercaptophenyl)-3-cyclopentylpropan-1-one-2- Imine. When at least one of these O-fluorenyl ruthenium compounds is used, the luminance of the obtained color filter tends to be high.

烷基酚化合物係具有以式(d2)所示之部分構造或以式(d3)所示之部分構造的化合物。此等之部分構造中，苯環係可具有取代基。 The alkylphenol compound has a compound having a partial structure represented by the formula (d2) or a moiety represented by the formula (d3). In some of these configurations, the benzene ring system may have a substituent.

具有以式(d2)所示之部分構造的化合物係可舉例如2-甲基-2-N-嗎啉基-1-(4-甲基巰基苯基)丙烷-1-酮、2-二甲基胺基-1-(4-嗎啉基苯基)-2-苯甲基丁烷-1-酮、2-(二甲基胺基)-2-[(4-甲基苯基)甲基]-1-[4-(4-嗎啉基)苯基]丁烷-1-酮等。亦可使用Irgacure(註冊商標)369、907、379(以上，BASF公司製)等之市售品。 The compound having a partial structure represented by the formula (d2) may, for example, be 2-methyl-2-N-morpholinyl-1-(4-methylindenylphenyl)propan-1-one, 2-di Methylamino-1-(4-morpholinylphenyl)-2-benzylidenebutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl) Methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one and the like. Commercial products such as Irgacure (registered trademark) 369, 907, and 379 (above, manufactured by BASF Corporation) can also be used.

具有以式(d3)所示之部分構造的化合物係可舉例如2-羥基-2-甲基-1-苯基丙烷-1-酮、2-羥基-2-甲基-1-[4-(2-羥基乙氧基)苯基]丙烷-1-酮、1-羥基環己基苯基酮、2-羥基-2-甲基-1-(4-異丙烯基苯基)丙烷-1-酮的寡聚物、及α,α-二乙氧基乙醯苯、苯甲基二甲基縮醛等。 The compound having a partial structure represented by the formula (d3) may, for example, be 2-hydroxy-2-methyl-1-phenylpropan-1-one or 2-hydroxy-2-methyl-1-[4- (2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1- An oligo ketone, and α,α-diethoxyethyl benzene, benzyl dimethyl acetal, and the like.

就靈敏度之點，烷基酚化合物宜為具有以式(d2)所示之部分構造的化合物。 In terms of sensitivity, the alkylphenol compound is preferably a compound having a partial structure represented by the formula (d2).

三嗪化合物係可舉例如2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-胡椒基-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(4-二乙基胺基-2-甲基苯基)乙烯基]-1,3,5-三嗪、及2,4-雙(三氯甲基)-6-[2-(3,4-二甲氧基苯基)乙烯基]-1,3,5-三嗪等。 The triazine compound may, for example, be 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine or 2,4-bis(trichloromethyl). - 6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperidin-1,3,5-triazine, 2 ,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2- (5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl -1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1, 3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc. .

醯基膦氧化物化合物係可舉例如2,4,6-三甲基苯甲醯基二苯 基膦氧化物等。亦可使用Irgacure(註冊商標)819(BASF公司製)等之市售品。 The mercaptophosphine oxide compound may, for example, be 2,4,6-trimethylbenzhydrylbiphenyl. Phosphine oxide and the like. Commercial products such as Irgacure (registered trademark) 819 (manufactured by BASF Corporation) can also be used.

聯咪唑化合物係可舉例如2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑(參照例如日本特開平6-75372號公報、日本特開平6-75373號公報)、2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(烷氧基苯基)聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(二烷氧基苯基)聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(三烷氧基苯基)聯咪唑(參照例如日本特公昭48-38403號公報、日本特開昭62-174204號公報等)、及4,4’,5,5’-位之苯基被羰烷氧基取代之咪唑化合物(參照例如日本特開平7-10913號公報)等。 The biimidazole compound may, for example, be 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichloro Phenyl)-4,4',5,5'-tetraphenylbiimidazole (for example, JP-A-6-75372, JP-A-6-75373), 2,2'-double (2- Chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxy) Phenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(dialkoxyphenyl)biimidazole, 2,2'-bis (2 -Chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole (see, for example, Japanese Patent Publication No. Sho 48-38403, JP-A-62-174204, etc.) And an imidazole compound in which a phenyl group at the 4,4', 5, 5'-position is substituted with a carbonyl alkoxy group (see, for example, JP-A-7-10913).

進一步，聚合起始劑(D)可舉例如苯偶因、苯偶因甲基醚、苯偶因乙基醚、苯偶因異丙基醚、苯偶因異丁基醚等之苯偶因化合物；二苯甲酮、O-苯甲醯基安息香酸甲酯、4-苯基二苯甲酮、4-苯甲醯基-4’-甲基二苯基硫醚、3,3’,4,4’-四(第三丁基過氧化羰基)二苯甲酮、2,4,6-三甲基二苯甲酮等之二苯甲酮化合物；9,10-菲醌、2-乙基蒽醌、樟腦醌等之醌化合物；10-丁基-2-氯吖啶、聯苯甲醯、苯乙醛酸甲酯、二茂鈦化合物等。此等係宜為與後述之聚合起始劑(E)(尤其胺類)組合而使用。 Further, the polymerization initiator (D) may, for example, be a benzoin such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether or benzoin isobutyl ether. a compound; benzophenone, methyl O-benzylidene benzoate, 4-phenylbenzophenone, 4-benzylidene-4'-methyldiphenyl sulfide, 3,3', a benzophenone compound such as 4,4'-tetrakis(t-butylperoxycarbonyl)benzophenone or 2,4,6-trimethylbenzophenone; 9,10-phenanthrenequinone, 2- Anthraquinone compounds such as ethyl hydrazine, camphorquinone, etc.; 10-butyl-2-chloroacridine, benzamidine, methyl phenylglyoxylate, titanocene compound, and the like. These are preferably used in combination with a polymerization initiator (E) (especially an amine) to be described later.

聚合起始劑(D)之含量係相對於樹脂(B)及聚合性化合物(C)之合計量100質量份，宜為0.1至30質量份，更宜為5至25質量份。聚合起始劑(D)之含量若於前述之範圍，即可以高感度形成圖型，進一步所得到之圖型係有耐溶劑性、機械強度、表面平滑性優異 之傾向。 The content of the polymerization initiator (D) is preferably from 0.1 to 30 parts by mass, more preferably from 5 to 25 parts by mass, per 100 parts by mass of the total of the resin (B) and the polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, the pattern can be formed with high sensitivity, and the pattern obtained is further excellent in solvent resistance, mechanical strength, and surface smoothness. The tendency.

本發明之著色硬化性樹脂組成物係可含有聚合起始劑(D)以及聚合起始助劑(E)。聚合起始助劑(E)係用以促進被聚合起始劑起動聚合之光聚合性化合物的聚合所使用之化合物或增感劑。 The colored curable resin composition of the present invention may contain a polymerization initiator (D) and a polymerization initiation aid (E). The polymerization initiation aid (E) is a compound or a sensitizer used to promote polymerization of a photopolymerizable compound which is polymerized by a polymerization initiator.

聚合起始助劑(E)可舉例如胺化合物、烷氧基蒽化合物、硫雜蒽酮化合物及羧酸化合物等，較佳係硫雜蒽酮化合物。 The polymerization initiation aid (E) may, for example, be an amine compound, an alkoxy fluorene compound, a thioxanthone compound or a carboxylic acid compound, and is preferably a thioxanthone compound.

胺化合物係可舉例如三乙醇胺、甲基二乙醇胺、三異丙醇胺、4-二甲基胺基安息香酸甲酯、4-二甲基胺基安息香酸乙酯、4-二甲基胺基安息香酸異戊酯、安息香酸2-二甲基胺基乙酯、4-二甲基胺基安息香酸2-乙基己酯、N,N-二甲基對甲苯二胺、4,4’-雙(二甲基胺基)二苯甲酮(通稱米希勒酮)、4,4’-雙(二乙基胺基)二苯甲酮、4,4’-雙(乙基甲基胺基)二苯甲酮等，其中宜為4,4’-雙(二乙基胺基)二苯甲酮。亦可使用EAB-F(保土谷化學工業(股)製)等之市售品。 The amine compound may, for example, be triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate or 4-dimethylamine. Isoamyl benzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluenediamine, 4,4 '-Bis(dimethylamino)benzophenone (commonly known as Michlerone), 4,4'-bis(diethylamino)benzophenone, 4,4'-bis (ethyl group) Amino) benzophenone or the like, which is preferably 4,4'-bis(diethylamino)benzophenone. Commercial products such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) can also be used.

烷氧基蒽化合物係可舉例如9,10-二甲氧基蒽、2-乙基-9,10-二甲氧基蒽、9,10-二乙氧基蒽、2-乙基-9,10-二乙氧基蒽、9,10-二丁氧基蒽及2-乙基-9,10-二丁氧基蒽等。 The alkoxy oxime compound may, for example, be 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene or 2-ethyl-9. , 10-diethoxyanthracene, 9,10-dibutoxyanthracene, 2-ethyl-9,10-dibutoxyanthracene, and the like.

硫雜蒽酮化合物可舉例如2-異丙基硫雜蒽酮、4-異丙基硫雜蒽酮、2,4-二乙基硫雜蒽酮、2,4-二氯硫雜蒽酮及1-氯-4-丙氧基硫雜蒽酮等。 The thianeone compound may, for example, be 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthiaxanone or 2,4-dichlorothiazepinone. And 1-chloro-4-propoxythiaxanthone and the like.

此等之聚合起始助劑(E)係可單獨使用，亦可組合2種以上而使用。 These polymerization initiators (E) may be used singly or in combination of two or more.

使用聚合起始助劑(E)時，其使用量係相對於樹脂(B)及聚合性化合物(C)之合計量100質量份，宜為0.1至30質量份，更宜為1 至20質量份。相對於聚合起始劑(D)之含量100質量份，宜為20至100質量份，更宜為30至80質量份。若聚合起始助劑(E)之量於此範圍，即可以高感度形成圖型，進一步所得到之圖型係有耐溶劑性、機械強度、表面平滑性優異之傾向。 When the polymerization initiator (E) is used, the amount thereof is preferably from 0.1 to 30 parts by mass, more preferably from 1 to 30 parts by mass, based on 100 parts by mass of the total of the resin (B) and the polymerizable compound (C). Up to 20 parts by mass. The content is preferably from 20 to 100 parts by mass, more preferably from 30 to 80 parts by mass, per 100 parts by mass of the polymerization initiator (D). When the amount of the polymerization starting aid (E) is in this range, the pattern can be formed with high sensitivity, and the pattern obtained further has a tendency to be excellent in solvent resistance, mechanical strength, and surface smoothness.

本發明之著色硬化性樹脂組成物係含有溶劑(F)，溶劑(F)係含有環己酮。在本發明中，溶劑(F)係宜為含有環己酮之混合溶劑。 The colored curable resin composition of the present invention contains a solvent (F), and the solvent (F) contains cyclohexanone. In the present invention, the solvent (F) is preferably a mixed solvent containing cyclohexanone.

與環己酮組合之溶劑係無特別限定，可使用在該領域中一般所使用之溶劑。可舉例如酯溶劑(在分子內含有-COO-，不含有-O-之溶劑)、醚溶劑(在分子內含有-O-，不含有-COO-之溶劑)、醚酯溶劑(在分子內含有-COO-與-O-之溶劑)、酮溶劑(在分子內含有-CO-，不含有-COO-之溶劑，但環己酮除外)、醇溶劑(於分子內含有OH，且均不含有-O-、-CO-及-COO-之任一者的溶劑)、芳香族烴溶劑、醯胺溶劑及二甲基亞碸等。 The solvent to be combined with cyclohexanone is not particularly limited, and a solvent generally used in the field can be used. For example, an ester solvent (a solvent containing -COO- in the molecule and a solvent containing no -O-), an ether solvent (a solvent containing -O- in the molecule, and a solvent containing no -COO-), an ether ester solvent (in the molecule) a solvent containing -COO- and -O-), a ketone solvent (a solvent containing -CO- in the molecule, a solvent not containing -COO-, except cyclohexanone), an alcohol solvent (containing OH in the molecule, and neither of them A solvent containing any of -O-, -CO-, and -COO-, an aromatic hydrocarbon solvent, a guanamine solvent, and dimethyl hydrazine.

此等之溶劑係可單獨使用，亦可組合2種以上而使用。 These solvents may be used singly or in combination of two or more.

酯溶劑係可舉例如乳酸甲酯、乳酸乙酯、乳酸丁酯、2-羥基異丁酸甲酯、醋酸乙酯、醋酸正丁酯、醋酸異丁酯、甲酸戊酯、醋酸異戊酯、丙酸丁酯、酪酸異丙酯、丁酸乙酯、丁酸丁酯、丙酮酸甲酯、丙酮酸乙酯、丙酮酸丙酯、乙醯醋酸甲酯、乙醯醋酸乙酯、環己醇乙酸酯、及γ-丁內酯等。 Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl acetate, isoamyl acetate, and the like. Butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetate, ethyl acetate, cyclohexanol Acetate, γ-butyrolactone, and the like.

醚溶劑可舉例如乙二醇單甲基醚、乙二醇單乙基醚、乙二醇單丙基醚、乙二醇單丁基醚、二乙二醇單甲基醚、二乙二醇單乙基醚、二乙二醇單丁基醚、丙二醇單甲基醚、丙二醇單乙基醚、丙二醇單丙基醚、丙二醇單丁基醚、3-甲氧基-1-丁醇、3-甲氧基-3-甲基丁醇、四氫呋喃、四氫吡喃、1,4-二噁烷、二乙二醇二甲 基醚、二乙二醇二乙基醚、二乙二醇甲基乙基醚、二乙二醇二丙基醚、二乙二醇二丁基醚、茴香醚、苯乙醚及甲基茴香醚等。 Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, and diethylene glycol. Monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3 -methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol Ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenyl ether and methyl anisole Wait.

醚酯溶劑可舉例如甲氧基醋酸甲酯、甲氧基醋酸乙酯、甲氧基醋酸丁酯、乙氧基醋酸甲酯、乙氧基醋酸乙酯、3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、2-甲氧基丙酸甲酯、2-甲氧基丙酸乙酯、2-甲氧基丙酸丙酯、2-乙氧基丙酸甲酯、2-乙氧基丙酸乙酯、2-甲氧基-2-甲基丙酸甲酯、2-乙氧基-2-甲基丙酸乙酯、3-甲氧基丁基乙酸酯、3-甲基-3-甲氧基丁基乙酸酯、丙二醇單甲基醚乙酸酯、丙二醇單乙基醚乙酸酯、丙二醇單丙基醚乙酸酯、乙二醇單甲基醚乙酸酯、乙二醇單乙基醚乙酸酯、二乙二醇單乙基醚乙酸酯及二乙二醇單丁基醚乙酸酯等。 The ether ester solvent may, for example, be methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate or methyl 3-methoxypropionate. , ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate , propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropanoate, 2-ethoxy Ethyl -2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl Ethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate and two Ethylene glycol monobutyl ether acetate, and the like.

酮溶劑可舉例如4-羥基-4-甲基-2-戊酮、丙酮、2-丁酮、2-庚酮、3-庚酮、4-庚酮、4-甲基-2-戊酮、環戊酮及異佛爾酮等。 The ketone solvent may, for example, be 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone or 4-methyl-2-pentanone. , cyclopentanone and isophorone.

醇溶劑可舉例如甲醇、乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、丙二醇及甘油等。 Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

芳香族烴溶劑可舉例如苯、甲苯、二甲苯及三甲苯等。 Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and trimethylbenzene.

醯胺溶劑可舉例如N,N-二甲基甲醯胺、N,N-二甲基乙醯胺及N-甲基吡咯烷酮等。 The guanamine solvent may, for example, be N,N-dimethylformamide, N,N-dimethylacetamide or N-methylpyrrolidone.

進一步，於本發明之著色硬化性樹脂組成物所含有的溶劑(F)宜為含有於分子內具有羥基之溶劑。如此之溶劑，上述醇溶劑之外，可舉例如乳酸甲酯、乳酸乙酯、乳酸丁酯、2-羥基異丁酸甲酯、乙二醇單甲基醚、乙二醇單乙基醚、乙二醇單丙基醚、乙二醇單丁基醚、二乙二醇單甲基醚、二乙二醇單乙基醚、二乙二醇 單丁基醚、丙二醇單甲基醚、丙二醇單乙基醚、丙二醇單丙基醚、丙二醇單丁基醚、3-甲氧基-1-丁醇、3-甲氧基-3-甲基丁醇、二乙二醇二甲基醚、二乙二醇二乙基醚、二乙二醇甲基乙基醚、二乙二醇二丙基醚、二乙二醇二丁基醚及4-羥基-4-甲基-2-戊酮等。其中，宜為乳酸乙酯、丙二醇單甲基醚及4-羥基-4-甲基-2-戊酮。藉由含有此等之溶劑，可得到異物少之彩色濾光片。 Further, the solvent (F) contained in the colored curable resin composition of the present invention is preferably a solvent containing a hydroxyl group in the molecule. Such a solvent, in addition to the above alcohol solvent, may, for example, be methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethylene glycol monomethyl ether or ethylene glycol monoethyl ether. Ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol Monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methyl Butanol, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether and 4 - Hydroxy-4-methyl-2-pentanone and the like. Among them, ethyl lactate, propylene glycol monomethyl ether and 4-hydroxy-4-methyl-2-pentanone are preferred. By containing such a solvent, a color filter having a small amount of foreign matter can be obtained.

溶劑(F)進一步更宜為含有醚酯溶劑。含有醚酯溶劑時，醚酯溶劑係宜為由丙二醇單甲基醚乙酸酯、3-乙氧基丙酸乙酯及3-甲氧基丁基乙酸酯所構成之群中選出之至少1種。藉由含有此等之溶劑，可使顏料之分散狀態安定，抑制著色硬化性樹脂組成物之經時造成的黏度增加。 The solvent (F) is further preferably a solvent containing an ether ester. When the ether ester solvent is contained, the ether ester solvent is preferably selected from the group consisting of propylene glycol monomethyl ether acetate, ethyl 3-ethoxypropionate and 3-methoxybutyl acetate. 1 species. By containing such a solvent, the dispersion state of the pigment can be stabilized, and the increase in viscosity due to the passage of the colored curable resin composition can be suppressed.

溶劑(F)中，環己酮之含量宜為1至90質量%，更佳係4至70質量%。若環己酮之含量為前述之範圍內，所得到之彩色濾光片係對比度高，進一步有異物之發生變少的傾向。 The content of the cyclohexanone in the solvent (F) is preferably from 1 to 90% by mass, more preferably from 4 to 70% by mass. When the content of the cyclohexanone is within the above range, the obtained color filter has a high contrast ratio, and further, the occurrence of foreign matter tends to decrease.

溶劑(F)為含有於分子內具有羥基之溶劑時，其含量係溶劑(F)中，宜為10至90質量%，更宜為15至80質量%。 When the solvent (F) is a solvent having a hydroxyl group in the molecule, the content thereof is preferably from 10 to 90% by mass, more preferably from 15 to 80% by mass, based on the solvent (F).

於分子內具有羥基之溶劑尤其宜為含有由乳酸乙酯及丙二醇單甲基醚所構成之群中選出的至少1種，更宜為含有乳酸乙酯。 The solvent having a hydroxyl group in the molecule is particularly preferably at least one selected from the group consisting of ethyl lactate and propylene glycol monomethyl ether, and more preferably contains ethyl lactate.

在更佳之態樣中，溶劑(F)可僅含有分子內具有羥基之溶劑的乳酸乙酯，亦可含有乳酸乙酯與丙二醇單甲基醚。溶劑(F)係含有乳酸乙酯及丙二醇單甲基醚時，在溶劑(F)中之丙二醇單甲基醚的含量係相對於乳酸乙酯的含量100質量份，宜為1至120質量份，更宜為1至87質量份。若丙二醇單甲基醚的含量為前述之範圍內，於所得到之彩色濾光片上有異物少之傾向。 In a more preferred embodiment, the solvent (F) may contain only ethyl lactate having a solvent having a hydroxyl group in the molecule, and may also contain ethyl lactate and propylene glycol monomethyl ether. When the solvent (F) contains ethyl lactate and propylene glycol monomethyl ether, the content of propylene glycol monomethyl ether in the solvent (F) is preferably from 1 to 120 parts by mass based on 100 parts by mass of the ethyl lactate content. More preferably, it is from 1 to 87 parts by mass. When the content of propylene glycol monomethyl ether is within the above range, there is a tendency for foreign matter to be small on the obtained color filter.

溶劑(F)為含有醚酯溶劑時，其含量在溶劑(F)中，宜為1至50質量%，更宜為1至35質量%，最宜為1至25質量%。若醚酯溶劑之含量於前述範圍內，可使顏料之分散狀態安定，可有效地抑制著色硬化性樹脂組成物之經時造成的黏度增加，但超過前述範圍而太多時，恐於所得到之彩色濾光片上產生的異物變多。 When the solvent (F) is an ether ester-containing solvent, the content thereof is preferably from 1 to 50% by mass, more preferably from 1 to 35% by mass, most preferably from 1 to 25% by mass in the solvent (F). When the content of the ether ester solvent is within the above range, the dispersion state of the pigment can be stabilized, and the increase in viscosity of the colored curable resin composition over time can be effectively suppressed. However, if the content exceeds the above range, it is feared that it is obtained. The amount of foreign matter generated on the color filter becomes large.

在本發明尤佳的實施態樣中，為得到本發明之著色硬化性樹脂組成物，藉由使下述之溶劑種依下述比率混合來調製溶劑(F)。較佳係 In a preferred embodiment of the present invention, in order to obtain the colored curable resin composition of the present invention, the solvent (F) is prepared by mixing the following solvent species in the following ratios. Preferred system

環己酮：4至70% Cyclohexanone: 4 to 70%

於分子內具有羥基之溶劑：15至80% Solvent with hydroxyl groups in the molecule: 15 to 80%

醚酯溶劑：1至35% Ether ester solvent: 1 to 35%

更佳係 Better system

環己酮：5至60% Cyclohexanone: 5 to 60%

於分子內具有羥基之溶劑：20至75% Solvent with hydroxyl groups in the molecule: 20 to 75%

醚酯溶劑：10至25% Ether ester solvent: 10 to 25%

最佳係 Best system

環己酮：4至70% Cyclohexanone: 4 to 70%

乳酸乙酯：10至80% Ethyl lactate: 10 to 80%

丙二醇單甲基醚：0至40% Propylene glycol monomethyl ether: 0 to 40%

醚酯溶劑：1至35% Ether ester solvent: 1 to 35%

尤佳係 Youjia

環己酮：5至60% Cyclohexanone: 5 to 60%

乳酸乙酯：20至75% Ethyl lactate: 20 to 75%

丙二醇單甲基醚：0至30% Propylene glycol monomethyl ether: 0 to 30%

醚酯溶劑：10至25% Ether ester solvent: 10 to 25%

溶劑(F)之含量係相對於著色硬化性樹脂組成物之總量，宜為70至95質量%，更佳係75至92質量%。換言之，著色硬化性樹脂組成物之固形分宜為5至30質量%，更佳係8至25質量%。 The content of the solvent (F) is preferably from 70 to 95% by mass, more preferably from 75 to 92% by mass, based on the total amount of the colored curable resin composition. In other words, the solid content of the colored curable resin composition is preferably from 5 to 30% by mass, more preferably from 8 to 25% by mass.

若溶劑(F)之含量於前述之範圍，塗佈時之平坦性變良好，又，形成彩色濾光片時因色濃度無不足，有顯示特性變良好的傾向。 When the content of the solvent (F) is in the above range, the flatness at the time of coating becomes good, and when the color filter is formed, the color density is not insufficient, and the display characteristics tend to be good.

在溶劑(F)之23℃中的黏度宜為1.8mPa．s以上3.7mPa．S以下，更宜為1.8mPa．s以上3.1mPa．s以下，最宜為2.0mPa．s以上2.5mPa．s以下。溶劑(F)為由複數種的溶劑所構成之混合溶劑時，構成混合溶劑之全部的溶劑以特定的含有比率混合後宜在23℃中所測定的黏度成為上述值。 The viscosity in the solvent (F) at 23 ° C is preferably 1.8 mPa. s above 3.7mPa. Below S, it is more suitable to be 1.8mPa. s above 3.1mPa. Below s, the most suitable is 2.0mPa. s above 2.5mPa. s below. When the solvent (F) is a mixed solvent composed of a plurality of solvents, the viscosity of all the solvents constituting the mixed solvent at a specific content ratio is preferably measured at 23 ° C.

溶劑(F)之黏度係藉由依JIS Z 8803「液體之黏度-測定方法」的測定方法，使用旋轉型黏度計而測定之值。用以測定黏度的旋轉型黏度計係可使用例如B形(Spindle型)或E型(Cone Plate型)旋轉型黏度計。 The viscosity of the solvent (F) is a value measured by a rotary viscometer according to the measurement method of JIS Z 8803 "Viscosity of liquid - measurement method". As the rotary viscometer for measuring the viscosity, for example, a B-shaped (Spindle type) or an E type (Cone Plate type) rotary type viscometer can be used.

若溶劑(F)之黏度於前述之範圍內，所得到之彩色濾光片係高對比度。黏度太低時，所得到之彩色濾光片無法成為充分高對比度者，另外，黏度太高時，會有塗佈後之膜產生條紋狀的不均，或除去溶劑後的膜產生雲狀的不均或突沸孔的情形。 If the viscosity of the solvent (F) is within the above range, the resulting color filter is highly contrasted. When the viscosity is too low, the obtained color filter cannot be sufficiently high-contrast, and when the viscosity is too high, the film after coating may be streaked unevenly, or the film after removing the solvent may be cloud-like. Uneven or sudden boiling holes.

本發明之著色硬化性樹脂組成物進一步宜為含有界面活性劑。界面活性劑(G)可舉例如聚矽氧系界面活性劑、氟系界面活性劑及具有氟原子之聚矽氧系界面活性劑等。此等係可於側鏈具有聚合性基。 The colored curable resin composition of the present invention further preferably contains a surfactant. The surfactant (G) may, for example, be a polyfluorene-based surfactant, a fluorine-based surfactant, or a polyfluorene-based surfactant having a fluorine atom. These may have a polymerizable group in the side chain.

聚矽氧系界面活性劑可舉例如具有矽氧烷鍵之界面活性劑等。具體上可舉例如Toray Silicone DC3PA、SH7PA、DC11PA、SH21PA、SH28PA、SH29PA、SH30PA、SH8400(Toray Dow Corning(股)製)、KP 321、KP 322、KP 323、KP 324、KP 326、KP 340、KP 341(信越化學工業(股)製)、TSF400、TSF401、TSF410、TSF4300、TSF4440、TSF4445、TSF-4446、TSF4452、及TSF 4460(Momentive Performance Materials Japan合同公司製)等。 The polyoxo-based surfactant may, for example, be a surfactant having a decane bond. Specific examples thereof include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (manufactured by Toray Dow Corning Co., Ltd.), KP 321, KP 322, KP 323, KP 324, KP 326, KP 340, KP 341 (Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, and TSF 4460 (manufactured by Momentive Performance Materials Japan Co., Ltd.).

前述之氟系界面活性劑可舉例如具有氟碳鏈之界面活性劑等。具體上可舉例如Fluorad(商品名)FC 430、FC 431(住友3M(股)製)、Megafac(註冊商標)F142D、F171、F172、F173、F177、F183、F554、R30、RS-718-K、F554(DIC(股)製)、EFTOP(註冊商標)EF301、EF303、EF351、EF352(三菱Material電子化成(股)製)、Surflon(註冊商標)S381、S382、SC101、SC105(旭硝子(股)製)、及E5844((股)Daikin Fine Chemical研究所製)等。 The fluorine-based surfactant described above may, for example, be a surfactant having a fluorocarbon chain. Specifically, for example, Fluorad (trade name) FC 430, FC 431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K , F554 (DIC), EFTOP (registered trademark) EF301, EF303, EF351, EF352 (Mitsubishi Material Electronic Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, SC105 (Asahi Glass Co., Ltd.) , and E5844 (manufactured by Daikin Fine Chemical Research Institute).

具有前述氟原子之聚矽氧系界面活性劑係可舉例如具有矽氧烷鍵及氟碳鏈之界面活性劑等。具體上可舉例如Megafac(註冊商標)R08、BL20、F475、F477、F443(DIC(股)製)等。 The polyfluorene-based surfactant having the fluorine atom may, for example, be a surfactant having a decane bond or a fluorocarbon chain. Specific examples thereof include Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC).

此等之界面活性劑係可單獨亦可組合2種類以上而使用。 These surfactants can be used alone or in combination of two or more types.

界面活性劑(G)之含量係相對於著色硬化性樹脂組成物之總量，宜為0.001質量%以上0.2質量%以下，更宜為0.002質量%以上0.1質量%以下，最佳係0.01質量%以上0.05質量%以下。若界面活性劑(G)的含量於前述的範圍內，可得到平坦性高的塗膜。此含量係不含有前述之顏料分散劑。 The content of the surfactant (G) is preferably 0.001% by mass or more and 0.2% by mass or less, more preferably 0.002% by mass or more and 0.1% by mass or less, based on the total amount of the coloring curable resin composition, and is preferably 0.01% by mass or less. The above 0.05% by mass or less. When the content of the surfactant (G) is within the above range, a coating film having high flatness can be obtained. This content does not contain the aforementioned pigment dispersant.

本發明之著色硬化性樹脂組成物係可依需要而含有填充劑、 其他之高分子化合物、密著促進劑、抗氧化劑、紫外線吸收劑、光安定劑、鏈轉移劑等之各種的添加劑。 The colored curable resin composition of the present invention may contain a filler as needed, Other additives such as a polymer compound, an adhesion promoter, an antioxidant, an ultraviolet absorber, a photostabilizer, and a chain transfer agent.

〈著色硬化性樹脂組成物之黏度〉 <Viscosity of Colored Curable Resin Composition>

本發明之著色硬化性樹脂組成物係使著色硬化性樹脂組成物之固形分調整至15質量%時，在23℃之黏度為4.2mPa．s以上10mPa．s以下，宜為4.2mPa．s以上8mPa．s以下，更宜為4.2mPa．s以上6mPa．s以下。若黏度為前述之範圍內，所得到之彩色濾光片為高對比度。著色硬化性樹脂組成物之固形分調整至15質量%時之23℃中之黏度超過10mPa．s時，因對基板之塗佈性降低，於塗佈後之膜產生條狀之不均，會有於除去溶劑後之膜產生雲狀的不均或塗沸孔的情形。又，未達4.2mPa．s時，所得到之彩色濾光片成為低對比度。 The colored curable resin composition of the present invention has a viscosity of 4.2 mPa at 23 ° C when the solid content of the colored curable resin composition is adjusted to 15% by mass. s above 10mPa. Below s, it should be 4.2mPa. s above 8mPa. Below s, it is more suitable for 4.2mPa. s above 6mPa. s below. If the viscosity is within the above range, the resulting color filter has a high contrast. When the solid content of the colored curable resin composition is adjusted to 15% by mass, the viscosity at 23 ° C exceeds 10 mPa. In the case of s, the coating property of the substrate is lowered, and the film after coating is uneven in the form of a stripe, and a cloud-like unevenness or a boiling hole may be formed in the film after the solvent is removed. Also, it is less than 4.2mPa. At s, the resulting color filter becomes low in contrast.

在本發明之著色硬化性樹脂組成物中所規定的上述黏度係藉由依JIS Z 8803「液體之黏度-測定方法」的測定方法，使用旋轉型黏度計而測定之值。用以測定黏度的旋轉型黏度計係可舉例如VISCOMETER TV-30(東機產業(股)製)等，可使用B形(Spindle型)或E型(Cone Plate型)旋轉型黏度計。 The viscosity specified in the colored curable resin composition of the present invention is a value measured by a rotary viscometer according to the measurement method of JIS Z 8803 "Liquid viscosity-measurement method". The rotary viscometer for measuring the viscosity is, for example, VISCOMETER TV-30 (manufactured by Toki Sangyo Co., Ltd.), and a B-shaped (Spindle type) or E type (Cone Plate type) rotary type viscometer can be used.

具體上係例如調整本發明之著色硬化性樹脂組成物的固形分成為15質量%，使用VISCOMETER TV-30(東機產業(股)製)作為E型旋轉型黏度計，以轉子No.10 34’×R24、旋轉速度100rpm，以測定溫度23℃測定。又，測定溫度23℃係意指測定之著色硬化性樹脂組成物的溫度。 Specifically, for example, the solid content of the colored curable resin composition of the present invention is adjusted to 15% by mass, and VISCOMETER TV-30 (manufactured by Toki Sangyo Co., Ltd.) is used as the E-type rotary viscometer to the rotor No. 1 0. 34' × R24, rotation speed of 100 rpm, measured at a measurement temperature of 23 ° C. Further, the measurement temperature of 23 ° C means the temperature of the coloring resin composition to be measured.

著色硬化性樹脂組成物之固形分的調整係藉由調節溶劑(F)的量來進行。 The adjustment of the solid content of the colored curable resin composition is carried out by adjusting the amount of the solvent (F).

例如，混合各成分所得到之著色硬化性樹脂組成物的固形分高於15質量%時，於其固形分成為15質量%所得到之著色硬化性樹脂組成物中添加溶劑(F)進行調整。此時，構成著色硬化性樹脂組成物之溶劑(F)為混合溶劑時，係直接保持各溶劑之混合比率，使用黏度測定之著色硬化性樹脂組成物的固形分成為15質量%來進行調整。亦即，將與構成著色硬化性樹脂組成物之溶劑(F)相同之組成(混合比率)所構成的溶劑使用於固形分調整。具體上首先以氣體色層分析分析於所得到之著色硬化性樹脂組成物中所含有的溶劑種及其含有率，依據JIS K 5602-1-2之方法求出著色硬化性樹脂組成物之固形分作為加熱殘分。繼而，以所求得之含有比率混合依前述分析求得之種類的溶劑而調製混合溶劑，藉由添加必要量此混合溶劑，使著色硬化性樹脂組成物之固形分調整至15質量%。 For example, when the solid content of the colored curable resin composition obtained by mixing the respective components is more than 15% by mass, the solvent (F) is added to the colored curable resin composition obtained by setting the solid content to 15% by mass. In this case, when the solvent (F) constituting the colored curable resin composition is a mixed solvent, the mixing ratio of each solvent is directly maintained, and the solid content of the colored curable resin composition measured by the viscosity is adjusted to be 15% by mass. In other words, a solvent composed of the same composition (mixing ratio) as the solvent (F) constituting the colored curable resin composition is used for solid content adjustment. Specifically, first, the solvent type contained in the obtained color-curable resin composition and the content thereof are analyzed by gas chromatography, and the solid shape of the colored curable resin composition is determined according to the method of JIS K 5602-1-2. The fraction is used as a heating residue. Then, the mixed solvent was prepared by mixing the solvent of the type determined by the above analysis with the obtained content ratio, and the solid content of the colored curable resin composition was adjusted to 15% by mass by adding a necessary amount of the mixed solvent.

另外，混合各成分而得到之著色硬化性樹脂組成物的固形分未達15質量%時，藉由使著色硬化性樹脂組成物所含有之溶劑蒸發來進行調整。具體上係將所得到之著色硬化性樹脂組成物置入於無蓋的容器中，在150℃之烘箱中加熱溶劑至著色硬化性樹脂組成物之固形分成為15質量%。使溶劑蒸發之著色硬化性樹脂組成物的固形分可依據JIS K 5601-1-2的方法而求出作為加熱殘分。 In addition, when the solid content of the colored curable resin composition obtained by mixing the components is less than 15% by mass, the solvent contained in the colored curable resin composition is evaporated to adjust. Specifically, the obtained colored curable resin composition was placed in a container without a lid, and the solvent was heated in an oven at 150 ° C until the solid content of the colored curable resin composition was 15% by mass. The solid content of the color-curable resin composition which evaporates the solvent can be determined as a heating residue in accordance with the method of JIS K 5601-1-2.

〈著色硬化性樹脂組成物之製造方法〉 <Method for Producing Colored Curable Resin Composition>

本發明之著色硬化性樹脂組成物係可如以下般進行調整。 The colored curable resin composition of the present invention can be adjusted as follows.

首先，使著色劑(A)的顏料(A2)預先與溶劑(F)之一部分或全部混合，使用磨粒機而分散至顏料之平均粒徑成為0.2μm以下左右。此時，可依需要而調配前述顏料分散劑、樹脂(B)的一部分或 全部。在所得到之顏料分散液中使著色劑(A)的殘留、樹脂(B)之殘留、聚合性化合物(C)、聚合起始劑(D)、溶劑(F)的殘留、及依需要所使用之其他的成分混合成為特定的含量，可得到目的之著色硬化性樹脂組成物。 First, the pigment (A2) of the colorant (A) is partially or completely mixed with one of the solvents (F), and dispersed by an abrasive granulator until the average particle diameter of the pigment is about 0.2 μm or less. At this time, the above-mentioned pigment dispersant, a part of the resin (B) or the like may be blended as needed. All. Residue of coloring agent (A), residual of resin (B), residual of polymerizable compound (C), polymerization initiator (D), solvent (F), and, if necessary, in the obtained pigment dispersion liquid The other components used are mixed to have a specific content, and the intended color-curable resin composition can be obtained.

又，染料(A1)係宜使預先溶解至溶劑(F)的一部分或全部中而調製，使該溶液用於著色硬化性樹脂組成物之調製。該溶液在使用於著色硬化性樹脂組成物之調製前，以孔徑0.01至1μm左右的過濾器過濾者為佳。 Further, the dye (A1) is preferably prepared by dissolving a part or all of the solvent (F) in advance, and the solution is used for preparation of a colored curable resin composition. The solution is preferably filtered by a filter having a pore diameter of about 0.01 to 1 μm before being used for preparation of the colored curable resin composition.

混合後之著色硬化性樹脂組成物宜以孔徑0.01至10μm左右的過濾器過濾。 The colored color-curable resin composition after mixing is preferably filtered with a filter having a pore diameter of about 0.01 to 10 μm.

〈彩色濾光片之製造方法〉 <Method of Manufacturing Color Filter>

從本發明之著色硬化性樹脂組成物製造彩色濾光片的圖型之方法，可舉例如光微影法、噴墨法、印刷法等。其中，宜為光微影法。光微影法係使前述著色硬化性樹脂組成物塗佈於基板上，乾燥而形成組成物層，介由光罩而使該組成物層曝光，顯像之方法。在光微影法中，曝光時不使用光罩，及/或不顯像，藉此可形成上述組成物層之硬化物的塗膜。 The method of producing a pattern of a color filter from the color-curable resin composition of the present invention may, for example, be a photolithography method, an inkjet method, a printing method, or the like. Among them, it should be light lithography. The photolithography method is a method in which the colored curable resin composition is applied onto a substrate, dried to form a composition layer, and the composition layer is exposed and developed through a photomask. In the photolithography method, a mask is not used at the time of exposure, and/or no image is formed, whereby a coating film of a cured product of the above composition layer can be formed.

製作之圖型的膜厚係無特別限定，可依目的或用途等而適當調整，例如0.1至30μm，宜為0.1至20μm，更宜為0.5至6μm。 The film thickness of the pattern to be produced is not particularly limited and may be appropriately adjusted depending on the purpose, use, and the like, and is, for example, 0.1 to 30 μm, preferably 0.1 to 20 μm, and more preferably 0.5 to 6 μm.

基板係可使用石英玻璃、硼矽酸玻璃、矽酸鋁玻璃、表面塗佈氧化矽之鈉鈣玻璃等之玻璃板、或聚碳酸酯、聚甲基丙烯酸甲酯、聚對苯二甲酸乙二酯等之樹脂板、矽、於前述基板上形成鋁、銀、銀/銅/鈀合金薄膜等者。於此等之基板上亦可形成另一彩色濾光片層、樹脂層、電晶體、電路等。 As the substrate, a glass plate such as quartz glass, borosilicate glass, aluminum silicate glass, surface coated with strontium strontium sulphate glass, or polycarbonate, polymethyl methacrylate or polyethylene terephthalate may be used. A resin plate or the like of an ester or the like is formed on the substrate to form an aluminum, silver, silver/copper/palladium alloy film or the like. Another color filter layer, a resin layer, a transistor, a circuit, or the like may be formed on the substrate.

各色像素以光微影法之形成係可以公知或慣用之裝置或條件進行。例如，可如下述做法而製作。 The formation of the pixels of each color by photolithography can be performed by known or customary devices or conditions. For example, it can be made as follows.

首先，將著色硬化性樹脂組成物塗佈於基板上，藉加熱乾燥(預烘烤)及/或減壓乾燥，除去溶劑等之揮發成分而乾燥，得到平滑之組成物層。塗佈方法可舉例如旋塗法、狹縫塗佈法、狹縫及旋塗法等。 First, the colored curable resin composition is applied onto a substrate, dried by heating (prebaking) and/or dried under reduced pressure, and the volatile component such as a solvent is removed and dried to obtain a smooth composition layer. The coating method may, for example, be a spin coating method, a slit coating method, a slit or a spin coating method.

進行加熱乾燥時之溫度宜為30至120℃，更宜為50至110℃。加熱時間宜為10秒至60分鐘，更宜為30秒至30分鐘。進行減壓乾燥時宜在50至150Pa的壓力下，20至25℃之溫度範圍下進行。 The temperature at the time of heat drying is preferably from 30 to 120 ° C, more preferably from 50 to 110 ° C. The heating time is preferably from 10 seconds to 60 minutes, more preferably from 30 seconds to 30 minutes. The drying under reduced pressure is preferably carried out at a temperature of from 20 to 25 ° C under a pressure of from 50 to 150 Pa.

組成物層之膜厚無特別限定，可依所使用之材料、用途等而適當調整，例如0.1至20μm，宜為0.5至6μm。 The film thickness of the composition layer is not particularly limited and may be appropriately adjusted depending on the material to be used, the use, and the like, and is, for example, 0.1 to 20 μm, preferably 0.5 to 6 μm.

其次，組成物層係介由用以形成目的之圖型的光罩而曝光。該光罩上之圖型無特別限定，可使用依目的之用途的圖型。 Second, the composition layer is exposed through a mask used to form the pattern of interest. The pattern on the reticle is not particularly limited, and a pattern depending on the intended use can be used.

可使用於曝光之光源宜為產生250至450nm之波長的光之光源。例如，使用截取此波長域之濾波器而截取未達350nm之光，或，使用取出此等波長域之通過帶濾波器而選擇取出436nm附近、408nm附近、305nm附近之光。具體上可舉例如水銀燈、發光二極體、金屬鹵素燈、鹵素燈等。 The light source for exposure may be a light source that produces light having a wavelength of 250 to 450 nm. For example, light having a wavelength of less than 350 nm is intercepted by a filter that intercepts the wavelength range, or light having a vicinity of 436 nm, around 408 nm, and around 305 nm is selected by using a passband filter that takes out these wavelength domains. Specifically, for example, a mercury lamp, a light-emitting diode, a metal halide lamp, a halogen lamp, or the like can be given.

可於曝光面全體均一地照射平行光線，或進行光罩與基材之正確的對位，故宜使用掩罩對準儀及步進器等之曝光裝置。 The parallel light can be uniformly irradiated on the entire exposed surface, or the correct alignment between the mask and the substrate can be performed. Therefore, an exposure apparatus such as a mask aligner and a stepper should be used.

藉由使曝光後之組成物層接觸顯像液而顯像，俾於基板上形成圖型。藉顯像，組成物層之未曝光部溶解於顯像液而被除去。顯像液宜為例如氫氧化鉀、碳酸氫鈉、碳酸鈉、氫氧化四甲基銨 等之鹼性化合物的水溶液。此等之鹼性化合物的水溶液中之濃度係宜為0.01至10質量%，更佳係0.03至5質量%。進一步，顯像液亦可含有界面活性劑。 The image is formed on the substrate by causing the exposed composition layer to be in contact with the developing solution. By the development, the unexposed portion of the composition layer is dissolved in the developing solution and removed. The developing solution is preferably, for example, potassium hydroxide, sodium hydrogencarbonate, sodium carbonate or tetramethylammonium hydroxide. An aqueous solution of a basic compound. The concentration in the aqueous solution of the basic compound is preferably from 0.01 to 10% by mass, more preferably from 0.03 to 5% by mass. Further, the developing solution may also contain a surfactant.

顯像方法可為槳式法、浸漬法及噴塗法等之任一者。進一步，顯像時使基板朝任意之角度傾斜。顯像後宜進行水洗。 The development method may be any of a paddle method, a dipping method, and a spray method. Further, the substrate is tilted at an arbitrary angle during development. Washing should be carried out after development.

進而，於所得到之圖型宜進行後烘烤。後烘烤溫度宜為150至250℃，更宜為160至235℃。後烘烤時間宜為1至120分鐘，更宜為10至60分鐘。 Further, post-baking is preferably carried out on the obtained pattern. The post-baking temperature is preferably from 150 to 250 ° C, more preferably from 160 to 235 ° C. The post-baking time is preferably from 1 to 120 minutes, more preferably from 10 to 60 minutes.

如此所得到之圖型及塗膜係可用來作為彩色濾光片。 The pattern and coating film thus obtained can be used as a color filter.

若依本發明之著色硬化性樹脂組成物，可製作對比度特別優異之彩色濾光片。該彩色濾光片係可用來作為使用於顯示裝置(例如，液晶顯示裝置、有機EL裝置等)、電子紙、固體攝影元件等。 According to the colored curable resin composition of the present invention, a color filter having particularly excellent contrast can be produced. The color filter can be used as a display device (for example, a liquid crystal display device, an organic EL device, or the like), an electronic paper, a solid-state imaging device, or the like.

[實施例] [Examples]

其次，舉出實施例，更具體地說明本發明。例中之「%」及「份」係只要無特別記載，為質量%及質量份。 Next, the present invention will be described more specifically by way of examples. In the examples, "%" and "parts" are % by mass and parts by mass unless otherwise specified.

合成例1 Synthesis Example 1

於具備冷卻管及攪拌裝置之燒瓶中，投入以式(AO-1)所示之化合物及以式(AO-2)所示之化合物的混合物(中外化成製)15份、氯仿150份及N,N-二甲基甲醯胺8.9份，攪拌下維持20℃以下，同時滴加亞硫醯氯10.9份。滴入終了後，昇溫至50℃，以同溫度維持5小時而反應，其後冷卻至20℃。使冷卻後之反應溶液在攪拌下維持至20℃以下，同時滴加2-乙基己基胺12.5份及三乙基胺22.1份的混合液。其後，以同溫度攪拌5小時而反應。繼而，使所得到之反應混合物以旋轉蒸發器餾除去溶劑後，加入少量甲醇 而激烈攪拌。將此混合物一邊於離子交換水375份之混合液中攪拌一邊加入，使結晶析出。濾別所析出之結晶，並以離子交換水充分洗淨，以60℃減壓乾燥，得到染料A1(以式(A1-1)至式(A1-8)所示之化合物的混合物)11.3份。 In a flask equipped with a cooling tube and a stirring device, 15 parts of a compound represented by the formula (AO-1) and a compound represented by the formula (AO-2) (manufactured by the internal and external chemical conversion), 150 parts of chloroform, and N were charged. 8.9 parts of N-dimethylformamide was maintained at 20 ° C or lower with stirring, and 10.9 parts of sulfite chloride was added dropwise. After the completion of the dropwise addition, the temperature was raised to 50 ° C, and the reaction was maintained at the same temperature for 5 hours, followed by cooling to 20 ° C. The cooled reaction solution was maintained at 20 ° C or lower with stirring while dropwise adding a mixture of 12.5 parts of 2-ethylhexylamine and 22.1 parts of triethylamine. Thereafter, the mixture was stirred at the same temperature for 5 hours to react. Then, after the obtained reaction mixture was distilled off by a rotary evaporator, a small amount of methanol was added. Intense stirring. This mixture was added while stirring in a mixture of 375 parts of ion-exchanged water to precipitate crystals. The precipitated crystals were filtered, washed thoroughly with ion-exchanged water, and dried under reduced pressure at 60 ° C to obtain 11.3 parts of a dye A1 (a mixture of compounds represented by formula (A1-1) to formula (A1-8)).

合成例2 Synthesis Example 2

遮光條件下混合以式(1x)所示的化合物20份與N-乙基-O-甲苯胺(和光純藥工業(股)製)200份，使所得到之溶液以110℃攪拌6小時。使所得到之反應液冷卻至室溫後，添加於水800份、35%鹽酸50份之混合液中，以室溫攪拌1小時後析出結晶。以所析出之結晶取得作為吸濾的殘渣後，乾燥，得到以式(1-24)所示的化合物24份。收率為80%。 Under a light-shielding condition, 20 parts of a compound represented by the formula (1x) and 200 parts of N-ethyl-O-toluidine (manufactured by Wako Pure Chemical Industries, Ltd.) were mixed, and the resulting solution was stirred at 110 ° C for 6 hours. After the obtained reaction liquid was cooled to room temperature, it was added to a mixed liquid of 800 parts of water and 50 parts of 35% hydrochloric acid, and the mixture was stirred at room temperature for 1 hour, and crystals were precipitated. The residue as a suction filtration was obtained from the precipitated crystals, and dried to obtain 24 parts of the compound represented by the formula (1-24). The yield was 80%.

以式(1-24)所示之化合物的鑑定：(質量分析)離子化模式=ESI+：m/z=[M+H]+603.4 Identification of the compound represented by formula (1-24): (mass analysis) ionization mode = ESI +: m / z = [M + H] + 603.4

Exact Mass：602.2 Exact Mass: 602.2

合成例3 Synthesis Example 3

除使用N-異丙基-2,6-二甲基苯胺取代N-乙基-O-甲苯胺以外，其餘係與合成例2同樣做法，而得到以式(1-30)所示的化合物。 The compound represented by formula (1-30) was obtained in the same manner as in Synthesis Example 2 except that N-isopropyl-2,6-dimethylaniline was used instead of N-ethyl-O-toluidine. .

以式(1-30)所示之化合物的鑑定：(質量分析)離子化模式=ESI+：m/z=[M+H]+659.4 Identification of the compound represented by formula (1-30): (mass analysis) ionization mode = ESI +: m / z = [M + H] + 659.4

Exact Mass：658.3 Exact Mass: 658.3

合成例4 Synthesis Example 4

除使用N-丙基-2,6-二甲基苯胺取代N-乙基-O-甲苯胺以外，其餘係與合成例2同樣做法，而得到以式(1-35)所示的化合物。 The compound represented by the formula (1-35) was obtained in the same manner as in the synthesis example 2 except that N-propyl-2,6-dimethylaniline was used instead of N-ethyl-O-toluidine.

以式(1-35)所示之化合物的鑑定：(質量分析)離子化模式=ESI+：m/z=[M+H]+659.4 Identification of the compound represented by formula (1-35): (mass analysis) ionization mode = ESI +: m / z = [M + H] + 659.4

Exact Mass：658.3 Exact Mass: 658.3

合成例5 Synthesis Example 5

於具備攪拌機、冷卻管及溫度計之四口燒瓶中，饋入下述單體、乳酸乙酯134份及偶氮雙異丁腈1.4份，在氮氣流下，使內溫保持於85至95℃，同時攪拌3小時而反應，得到固形分為32%之樹脂B1溶液。所得到之樹脂B1的重量平均分子量為7.8×103、分子量分布為2.2，固形分酸價為84mg-KOH/g。 In a four-necked flask equipped with a stirrer, a cooling tube and a thermometer, the following monomers, 134 parts of ethyl lactate and 1.4 parts of azobisisobutyronitrile were fed, and the internal temperature was maintained at 85 to 95 ° C under a nitrogen stream. The mixture was stirred for 3 hours while reacting to obtain a resin B1 solution having a solid content of 32%. The obtained resin B1 had a weight average molecular weight of 7.8 × 10 3 , a molecular weight distribution of 2.2, and a solid acid value of 84 mg-KOH/g.

樹脂B1係具有下述之構造單元。 The resin B1 has the following structural unit.

合成例6 Synthesis Example 6

於具備回流冷卻器、滴入漏斗及攪拌機之1升的燒瓶內以0.02L/分鐘流入氮氣而形成氮氣環境，置入乳酸乙酯220份，一邊攪拌一邊加熱至70℃。然後，使甲基丙烯酸84份、以及3,4-環氧基三環[5.2.1.02,6]癸基丙烯酸酸(以式(I-1)所示的化合物及以式(II-1)所示的化合物，以莫耳比，以50：50混合)336份溶解於乳酸乙酯140份而調製溶液，使用滴入漏斗而花費4小時將此溶液滴入保溫至70℃之燒瓶內。 In a 1 liter flask equipped with a reflux condenser, a dropping funnel, and a stirrer, nitrogen gas was introduced at 0.02 L/min to form a nitrogen atmosphere, and 220 parts of ethyl lactate was placed, and the mixture was heated to 70 ° C while stirring. Then, 84 parts of methacrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ]mercapric acid (the compound represented by formula (I-1) and formula (II-1) were used. The compound shown was dissolved in 140 parts of ethyl lactate in 335 parts by molar ratio (mole ratio) to prepare a solution, and the solution was dropped into a flask kept at 70 ° C for 4 hours using a dropping funnel. .

另外，將聚合起始劑2,2’-偶氮雙(2,4-二甲基戊腈)30份溶解於乳酸乙酯95份的溶液，使用另一滴入漏斗而花費4小時滴入燒瓶內。聚合起始劑之溶液的滴入終了後，保持於70℃、4小時，其後，冷卻至室溫，得到重量平均分子量Mw為8.0×103、分子量分布為2.5，固形分為48%、固形分酸價為104mg-KOH/g的樹脂B2溶液。樹脂B2係具有下述之構造單元。 Further, 30 parts of the polymerization initiator 2,2'-azobis(2,4-dimethylvaleronitrile) was dissolved in a solution of 95 parts of ethyl lactate, and another drop into the funnel was used for 4 hours. Inside the flask. After the completion of the dropwise addition of the solution of the polymerization initiator, it was kept at 70 ° C for 4 hours, and then cooled to room temperature to obtain a weight average molecular weight Mw of 8.0 × 10 3 , a molecular weight distribution of 2.5, and a solid content of 48%. The solid content was a resin B2 solution having an acid value of 104 mg-KOH/g. The resin B2 has the following structural unit.

對於上述樹脂之聚苯乙烯換算重量平均分子量的測定係使用GPC法，以如下之條件進行。又，聚苯乙烯換算重量平均分子量及數目平均分子量的比(Mw/Mn)作為分子量分布。 The measurement of the polystyrene-equivalent weight average molecular weight of the above resin was carried out under the following conditions using a GPC method. Further, the ratio (Mw/Mn) of the weight average molecular weight and the number average molecular weight in terms of polystyrene was defined as the molecular weight distribution.

裝置：K2479((股)島津製作所製) Device: K2479 (made by Shimadzu Corporation)

管柱：SHIMADZU Shim-pack GPC-80M Column: SHIMADZU Shim-pack GPC-80M

管柱溫度：40℃ Column temperature: 40 ° C

溶劑：THF(四氫呋喃) Solvent: THF (tetrahydrofuran)

流速：1.0ml/分鐘 Flow rate: 1.0ml/min

被檢液固形分濃度：0.001至0.01% Solid concentration of test liquid: 0.001 to 0.01%

注入量：50μl Injection volume: 50μl

檢測器：RI Detector: RI

校正用標準物質：TSK STANDARD POLYSTYRENE Standard material for calibration: TSK STANDARD POLYSTYRENE

F-40、F-4、F-288、A-2500、A-500(Tosoh(股)製) F-40, F-4, F-288, A-2500, A-500 (made by Tosoh)

實施例1至19、比較例1及2、以及參考例1 Examples 1 to 19, Comparative Examples 1 and 2, and Reference Example 1

如成為表1至表3所示之組成般混合各成分而得到著色硬化性樹脂組成物。又，溶劑(F)係著色硬化性樹脂組成物之固形分成為表中之「固形分(%)」，溶劑(F)之內容成為(F1)至(F4)所示的質量比般混合。又，界面活性劑(G)係著色硬化性樹脂組成物中之濃度成為表中所示之比率進行混合。 The components were mixed as in the compositions shown in Tables 1 to 3 to obtain a colored curable resin composition. Further, the solid content of the solvent (F) coloring curable resin composition is "solid content (%)" in the table, and the content of the solvent (F) is mixed as shown in the mass ratios shown in (F1) to (F4). Moreover, the concentration in the surfactant (G) coloring curable resin composition was mixed at the ratio shown in the table.

又，表1至表3中，各成分係表示以下者。又，樹脂(B)表示固形分換算的質量份。 In addition, in Tables 1 to 3, each component shows the following. Further, the resin (B) represents a mass fraction converted into a solid content.

著色劑(A)：(A1)：染料1(有機溶劑可溶性染料) Colorant (A): (A1): Dye 1 (organic solvent soluble dye)

著色劑(A)：1至24：以式(1-24)所示之化合物(有機溶劑可溶性染料) Colorant (A): 1 to 24: a compound represented by formula (1-24) (organic solvent-soluble dye)

著色劑(A)：1至30：以式(1-30)所示之化合物(有機溶劑可溶性染料) Colorant (A): 1 to 30: a compound represented by formula (1-30) (organic solvent soluble dye)

著色劑(A)：1至35：以式(1-35)所示之化合物(有機溶劑可溶性染料) Colorant (A): 1 to 35: a compound represented by formula (1-35) (organic solvent-soluble dye)

著色劑(A)：1至37：以式(1-37)所示之化合物：C.I.酸性紅52(有機溶劑可溶性染料) Colorant (A): 1 to 37: Compound represented by formula (1-37): CI Acid Red 52 (organic solvent soluble dye)

著色劑(A)：(A2)：C.I.顏料藍15：6(顏料) Colorant (A): (A2): C.I. Pigment Blue 15:6 (pigment)

樹脂(B)：(B1)：樹脂B1 Resin (B): (B1): Resin B1

樹脂(B)：(B2)：樹脂B2 Resin (B): (B2): Resin B2

樹脂(B)：(B3)：甲基丙烯酸與甲基丙烯酸苯甲酯之共聚物[酸價：157mg-KOH/g、聚苯乙烯換算重量平均分子量：1.1×104] Resin (B): (B3): a copolymer of methacrylic acid and benzyl methacrylate [acid value: 157 mg-KOH/g, polystyrene-equivalent weight average molecular weight: 1.1 × 10 4 ]

聚合性化合物(C)：(C1)：二新戊四醇六丙烯酸酯(KAYARAD DPHA：日本化藥(股)製) Polymerizable compound (C): (C1): dipentaerythritol hexaacrylate (KAYARAD DPHA: manufactured by Nippon Kayaku Co., Ltd.)

聚合起始劑(D)：(D1)：N-苯甲醯氧基-1-(4-苯基巰基苯基)辛烷-1-酮-2-亞胺(Irgacure(註冊商標)OXE01：BASF公司製：O-醯基肟化合物) Polymerization initiator (D): (D1): N-benzylideneoxy-1-(4-phenylmercaptophenyl)octane-1-one-2-imine (Irgacure (registered trademark) OXE01: BASF company: O-mercaptopurine compound)

聚合起始劑(D)：(D2)：2-甲基-2-N-嗎啉基-1-(4-甲基巰基苯基)丙烷-1-酮(Irgacure(註冊商標)907：BASF公司製：烷基酚化合物) Polymerization initiator (D): (D2): 2-methyl-2-N-morpholinyl-1-(4-methylmercaptophenyl)propan-1-one (Irgacure (registered trademark) 907: BASF Company system: alkyl phenol compound)

聚合起始劑(E)：(E1)：2,4-二乙基硫雜蒽酮(Kayacure(註冊商標)DETX-S；日本化藥(股)製；硫雜蒽酮化合物) Polymerization initiator (E): (E1): 2,4-diethylthiaxanthone (Kayacure (registered trademark) DETX-S; manufactured by Nippon Kayaku Co., Ltd.; thioxanthone compound)

溶劑(F)：(F1)：環己酮 Solvent (F): (F1): cyclohexanone

溶劑(F)：(F2)：丙二醇單甲基醚 Solvent (F): (F2): propylene glycol monomethyl ether

溶劑(F)：(F3)：乳酸乙酯 Solvent (F): (F3): ethyl lactate

溶劑(F)：(F4)：丙二醇單甲基醚乙酸酯 Solvent (F): (F4): propylene glycol monomethyl ether acetate

界面活性劑(G)：(G1)：聚醚改性聚矽氧油(Toray Silicone SH 8400：Toray Dow Corning(股)製) Surfactant (G): (G1): Polyether modified polyoxyxide oil (Toray Silicone SH 8400: manufactured by Toray Dow Corning Co., Ltd.)

[溶劑(F)之黏度測定] [Measurement of viscosity of solvent (F)]

使用黏度計(機種：Viscometer TV-30：東機產業(股)製、轉子No.10 34’×R24、旋轉速度100rpm、測定溫度23℃)而測定各實施例、比較例及參考例之著色硬化性樹脂組成物所含有的溶劑(F)之黏度。結果表示於表4中。 Each of the examples, the comparative examples, and the reference examples was measured using a viscometer (model: Viscometer TV-30: manufactured by Toki Sangyo Co., Ltd., rotor No. 1 0 34' × R24, rotation speed: 100 rpm, measurement temperature: 23 ° C). The viscosity of the solvent (F) contained in the colored curable resin composition. The results are shown in Table 4.

[著色硬化性樹脂組成物之黏度測定] [Measurement of Viscosity of Colored Curable Resin Composition]

使用黏度計(機種：Viscometer TV-30：東機產業(股)製、轉子No.10 34’×R24、旋轉速度100rpm、測定溫度23℃)而測定使實施例1至19、比較例1、2、及參考例1之著色硬化性樹脂組成物、以及實施例12至19及比較例2之著色硬化性樹脂組成物的固形分調整成15質量%之著色硬化性樹脂組成物的黏度。結果表示於表5及表6中。 Measurements of Examples 1 to 19 and Comparative Example 1 were carried out using a viscometer (model: Viscometer TV-30: manufactured by Toki Sangyo Co., Ltd., rotor No. 1 0 34' × R24, rotation speed: 100 rpm, measurement temperature: 23 ° C). The solid content of the colored curable resin composition of Reference Example 1 and the colored curable resin compositions of Examples 12 to 19 and Comparative Example 2 was adjusted to a viscosity of a coloring curable resin composition of 15% by mass. The results are shown in Tables 5 and 6.

[圖型之製作] [Production of graphics]

於2英吋平方的玻璃基板(Eagle 2000；Corning公司製)上以旋塗法塗佈著色硬化性樹脂組成物後，以100℃預烘烤3分鐘而形成組成物層。放冷後，使形成組成物層之基板與石英玻璃製光罩的間隔為100μm，使用曝光機(TME-150RSK；Topcon(股)製)，大氣環境下，以80mJ/cm2之曝光量(365nm基準)光照射。又，光罩係使用形成100μm之行間(1ine and space)圖型者。使光照射後之組成物層以23℃浸漬於含非離子系界面活性劑0.12%與氫氧化鉀0.04%之水溶液中80秒而顯像，水洗後，烘箱中，以200℃進行後烘烤30分鐘，得到圖型。放冷後，所得到之圖型的膜厚，使用膜厚測定裝置(DEKTAK3：日本真空技術(股)製)而測定後，為2.2μm。 The colored curable resin composition was applied by spin coating on a 2 inch square glass substrate (Eagle 2000; manufactured by Corning), and then prebaked at 100 ° C for 3 minutes to form a composition layer. After cooling, the interval between the substrate on which the composition layer was formed and the mask made of quartz glass was 100 μm, and an exposure machine (TME-150RSK; manufactured by Topcon Co., Ltd.) was used, and an exposure amount of 80 mJ/cm 2 was observed in an atmospheric environment ( 365 nm reference) light irradiation. Further, the reticle is formed by forming a line pattern of 1 μm and space of 100 μm. The composition layer after the light irradiation was immersed in an aqueous solution containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide for 30 seconds to develop, and after washing with water, post-baking at 200 ° C in an oven. 30 minutes, get the pattern. After cooling, the film thickness of the obtained pattern was 2.2 μm after measurement using a film thickness measuring device (DEKTAK3: manufactured by Nippon Vacuum Technology Co., Ltd.).

[色度評估] [Colorimetric evaluation]

對於所得到之圖型，使用測色機(OSP-SP-200；Olimpus(股)製)而測定分光，使用C光源的特性函數而測定CIE的XYZ顯色系中之xy色度座標(X、Y)與三色值Y。表示Y之值愈大，亮度愈高。 For the obtained pattern, the color measurement was measured using a color measuring machine (OSP-SP-200; manufactured by Olimpus Co., Ltd.), and the xy chromaticity coordinate in the XYZ color system of CIE was measured using the characteristic function of the C light source (X). , Y) and the three-color value Y. Indicates that the larger the value of Y, the higher the brightness.

將結果表示於表5及表6中。 The results are shown in Tables 5 and 6.

[塗膜之製作及膜厚測定] [Production of film and film thickness measurement]

於5cm平方的玻璃基板(Eagle 2000；Corning公司製)上以旋塗法塗佈著色硬化性樹脂組成物後，以100℃預烘烤3分鐘而形成組成物層。放冷後，使用曝光機(TME-150RSK；Topcon(股)製)，大氣環境下，以150mJ/cm2之曝光量(365nm基準)進行光照射。光照射後，在烘箱中，以220℃進行後烘烤20分鐘，得到塗膜。放冷後，使所得到之圖型的膜厚，使用膜厚測定裝置(DEKTAK 3：日本真空技術(股)製)而測定。將結果表示於表5及表6中。 The colored curable resin composition was applied by spin coating on a 5 cm square glass substrate (Eagle 2000; manufactured by Corning), and then prebaked at 100 ° C for 3 minutes to form a composition layer. After cooling, an exposure machine (TME-150RSK; manufactured by Topcon Co., Ltd.) was used, and light irradiation was performed at an exposure amount (365 nm basis) of 150 mJ/cm 2 in an atmosphere. After light irradiation, post-baking was carried out at 220 ° C for 20 minutes in an oven to obtain a coating film. After cooling, the film thickness of the obtained pattern was measured using a film thickness measuring device (DEKTAK 3: manufactured by Nippon Vacuum Technology Co., Ltd.). The results are shown in Tables 5 and 6.

[對比度評估：條件1] [Contrast evaluation: Condition 1]

對於實施例1至15、比較例1及2，有關所得到之塗膜，使用對比度計(色彩色差計BM-5A；Topcon公司製、光源；F-10、偏光膜；壺坂電機(股)製)，以空白值作為10000而測定對比度。形成前述塗膜之玻璃基板以偏光膜(POLAX-38S；Luceo公司製)挾住者作為測定試樣。結果表示於表5中。 For Examples 1 to 15 and Comparative Examples 1 and 2, a contrast meter was used for the obtained coating film (color difference meter BM-5A; manufactured by Topcon Corporation; light source; F-10, polarizing film; pot-and-tube motor) The system was measured for a contrast value with a blank value of 10,000. The glass substrate on which the coating film was formed was used as a measurement sample by a polarizing film (POLAX-38S; manufactured by Luceo Corporation). The results are shown in Table 5.

[對比度評估：條件2] [Contrast evaluation: Condition 2]

對於實施例16至19及參考例1，有關所得到之塗膜，使用對比度計(色彩色差計BM-5A；Topcon公司製、光源；F-10、偏光膜；壺坂電機(股)製)，以空白值作為30000而測定對比度。形成前述塗膜之玻璃基板以偏光膜(POLAX-38S；Luceo公司製)挾住者作為測定試樣。結果表示於表6中。 For Examples 16 to 19 and Reference Example 1, a contrast meter (color difference meter BM-5A; manufactured by Topcon Corporation; light source; F-10, polarizing film; manufactured by Hiroshi Electric Co., Ltd.) was used for the obtained coating film. The contrast was measured with a blank value of 30,000. The glass substrate on which the coating film was formed was used as a measurement sample by a polarizing film (POLAX-38S; manufactured by Luceo Corporation). The results are shown in Table 6.

[異物之觀察] [observation of foreign bodies]

使用表面形狀測定顯微鏡(VF-7510；Keyence製)而以倍率250倍觀察所得到之塗膜。顯微鏡領域內之黑點狀或白點狀的異物個數若為30個以下，為◎，若超過30個且在80個以下，為○，若超過80個且在120個以下，為△，若超過120個，為×，而進行評估。結果表示於表5及表6。 The obtained coating film was observed at a magnification of 250 times using a surface shape measuring microscope (VF-7510; manufactured by Keyence). When the number of black spots or white spots in the field of the microscope is 30 or less, it is ◎, and if it is more than 30 and 80 or less, it is ○, and if it is more than 80 and 120 or less, it is △. If there are more than 120, it is evaluated as ×. The results are shown in Tables 5 and 6.

從上述之結果，依本發明之著色硬化性樹脂組成物所形成的圖型係確認出對比度優異。由此可知，若依本發明之著色硬化性樹脂組成物，可製造色性能優異之彩色濾光片。 From the above results, the pattern formed by the colored curable resin composition of the present invention was confirmed to have excellent contrast. From this, it is understood that a color filter excellent in color performance can be produced according to the colored curable resin composition of the present invention.

[產業上之可利用性] [Industrial availability]

若依本發明之著色硬化性樹脂組成物，可形成高的對比度之圖型。 According to the colored curable resin composition of the present invention, a high contrast pattern can be formed.

Claims (4)

一種著色硬化性樹脂組成物，其係含有著色劑、樹脂、聚合性化合物、聚合起始劑及溶劑，其中，著色劑為含有有機溶劑可溶性染料與顏料之著色劑，溶劑為含有環己酮之溶劑，著色硬化性樹脂組成物之固形分調整至15質量%時，在23℃之黏度為4.2mPa．s以上10mPa．s以下。 A colored curable resin composition containing a colorant, a resin, a polymerizable compound, a polymerization initiator, and a solvent, wherein the colorant is a coloring agent containing an organic solvent-soluble dye and a pigment, and the solvent is a cyclohexanone-containing When the solid content of the solvent and the coloring curable resin composition is adjusted to 15% by mass, the viscosity at 23 ° C is 4.2 mPa. s above 10mPa. s below. 如申請專利範圍第1項所述之著色硬化性樹脂組成物，其中之溶劑為進一步包含分子內具有羥基之溶劑的溶劑。 The colored curable resin composition according to claim 1, wherein the solvent is a solvent further comprising a solvent having a hydroxyl group in the molecule. 一種彩色濾光片，其係藉由如申請專利範圍第1或2項所述之著色硬化性樹脂組成物所形成者。 A color filter formed by the color hardening resin composition as described in claim 1 or 2. 一種顯示裝置，其係含有如申請專利範圍第3項所述之彩色濾光片者。 A display device comprising the color filter of claim 3 of the patent application.
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